EP1515684B1

Care and/or make-up cosmetic composition structured with silicone polymers and organogelling agents, in rigid form

Abstract

This record has no abstract on file.

EP1515684B1, drawing sheet 1 — Sheet 1 of 125

Term

Term ended

Expired 2 June 2023, 3.3 years ago.

43 claims: 29 independent, 14 dependent

1
Care and/or make-up cosmetic composition comprising a liquid fatty phase comprising at least one silicone oil, structured with a gelling system comprising:1) at least one polymer (homopolymer or copolymer) having a weight-average molecular mass ranging from 500 to 500 000, containing at least one moiety comprising: - at least one polyorganosiloxane group consisting of 1 to 1 000 organosiloxane units in the chain of the moiety or in the form of a graft, and - at least two groups capable of establishing hydrogen interactions, said group being amide, the polymer being solid at room temperature and soluble in the liquid fatty phase at a temperature of 25 to 250°C, and 2) at least one non-polymeric organogelling agent, the liquid fatty phase and the gelling system forming a physiologically acceptable medium, and the liquid fatty phase comprising at least one volatile silicone oil and at least one volatile non-silicone oil, and further containing a non volatile non silicone oil, in which the organogelling agent comprises at least one compound capable of gelling a silicone oil, chosen from: a) 12-hydroxystearic acid, its salts and its ester or amide derivatives, b) amides of tricarboxylic acids, c) esters and amides of N-acylamino acids, d) diureas of N-acylamino acids, e) urethane amides of dipeptides, f) dibenzylidenesorbitol and its derivatives, g) sterol derivatives, h) cyclodipeptides chosen from cyclo(glycyl-L-alanyl), cyclo(glycyl-L-valyl), cyclo(glycyl-L-leucyl), cyclo(glycyl-L-phenylalanyl), cyclo(L-valyl-L-leucyl), cyclo(L-leucyl-L-leucyl), cyclo(L-phenylalanyl-L-leucyl), cyclo(L-phenylalanyl-L-phenylalanyl), cyclo(L-valyl-L-γ-3,7-dimethyloctylglutamyl), cyclo(L-valyl-L-γ-2-ethylhexylglutamyl), cyclo(L-leucyl-L-y-ethylglutamyl), cyclo(L-leucyl-L-γ-dodecylglutamyl), cyclo(L-leucyl-L-γ-3,7-dimethyloctylglutamyl), cyclo(L-leucyl-L-y-benzylglutamyl), cyclo(L-β-butylasparaginyl-L-phenylalanyl), cyclo(L-γ-dodecylasparaginyl-L-phenylalanyl), cyclo(L-β-3,7-dimethyloctylasparaginyl-L-phenylalanyl), cyclo(L-β-2-ethy]-hexylasparaginyl-L-phenylalanyl), cyclo(L-β-3,5,5-trimethylhexylasparaginyl-L-phenylalanyl) and cyclo(L-β-2-ethylbutylasparaginyl-L-phenylalanyl), i) trans-(1R,2R)-bis(undecylcarbonylamino)cyclohexane of formula: j) fluorinated ethers, k) organogelling agents of formula (XVII): Q-O-W-(CHOH) s -W 1 -O-Q 1 (XVII) in which W and W 1 , which may be identical or different, are chosen from -CH 2 - and -CO-, and in which Q and Q 1 , which may be identical or different, are a hydrocarbon chain chosen from saturated or unsaturated, linear or branched hydrocarbon chains containing at least 6 carbon atoms, and in which s is an integer from 2 to 4;l) bolaamphiphilic amides derived from amino acids of formulae: where R 36 = -CH 2 -C 6 H 5 or -CH 2 -CH 3 , and m) 2-alkyl-2-ammoniumisobutyl acetate p-toluenesulphonate salts of formula (XXII): p-CH 3 -C 6 H 4 -SO 3 - + H 3 N-CH(R 37 )-CO-OR 38 (XXII) in which R 37 represents: -CH 2 -CH-(CH 3 ) 2 (leucine), -CH-(CH 3 ) 2 (L-valine), R 38 represents: -CH 2 -(CH 2 ) n -CH 3 with n = 4 to 12, or n) diamide derivatives of benzenedicarboxylic acid and of valine of formulae: in which -L-Val- represents: -NH-CH [CH(CH 3 ) 2 )] -CO-;o) diamides of formula (XXV) or (XXVI): R 44 -X-CO-NH-R 45 -NH-CO-X-R 44 (XXV) or R 44 -CO-NH-R 45 -NH-CO-R 44 (XXVI) in which the groups R 44 , which may be identical or different, represent a saturated or unsaturated, linear or branched C 8 -C 60 hydrocarbon chain, the group(s) R 44 optionally comprising a hydroxyl group or at least one heteroatom such as N, O, S or Si, R 45 is a hydrocarbon-based group chosen from linear, branched and cyclic C 1 to C 50 groups and C 5 to C 8 arylene groups optionally substituted with one or more C 1 -C 4 alkyl groups, and X represents -O- or NH-.
2
Composition according to Claim 1, in which the volatile silicone oil has a flash point equal to or greater than 40°C and advantageously greater than the softening point of the gelling system.
3
Composition according to Claim 1 or 2, in which the volatile silicone oil is chosen from the group consisting of the following compounds:octyltrimethicone, hexyltrimethicone, octamethylcyclotetrasiloxane D4, dodecamethylcyclohexasiloxane D6, heptamethyloctyltrisiloxane, decamethyltetrasiloxane, dodecamethylpentasiloxane, polydimethylsiloxane of 1.5 cSt, polydimethylsiloxane of 2 cSt, polydimethylsiloxane of 3 cSt, polydimethylsiloxane of 5 cSt, and mixtures thereof.
4
Composition according to any one of the preceding Claim, in which the volatile oil has a flash point of 40 to 135°C.
5
Composition according to any one of the preceding Claims, in which the liquid fatty phase contains at least 30%, and even better at least 40% by weight of silicone oil.
6
Composition according to any one of the preceding Claims, in which the volatile oil represents from 3 to 89.4% of the total weight of the composition.
7
Composition according to any one of the preceding Claims, comprising, in addition, solid particles chosen from fillers, pigments and mixtures thereof.
8
Composition according to Claim 7, in which the solid particles are hydrophobic particles.
9
Composition according to the preceding Claim, in which the solid particles are hydrophilic particles, coated with a film of hydrophobic compound.
10
Composition according to Claim 7, in which the solid particles are hydrophilic particles and the composition further comprises an amphiphilic silicone.
11
Composition according to one of Claims 7 to 10, in which the particles are pigments chosen from zinc oxides, iron oxides, titanium oxides and mixtures thereof.
12
Composition according to any one of the preceding Claims, in which the polymer used in the gelling system comprises at least one moiety corresponding to the formula:in which: 1) R 1 , R 2 , R 3 and R 4 , which may be identical or different, represent a group chosen from: - linear, branched or cyclic, saturated or unsaturated, C 1 to C 40 hydrocarbon-based groups, possibly containing in their chain one or more oxygen, sulphur and/or nitrogen atoms, and possibly being partially or totally substituted with fluorine atoms, - C 6 to C 10 aryl groups, optionally substituted with one or more C 1 to C 4 alkyl groups, - polyorganosiloxane chains possibly containing one or more oxygen, sulphur and/or nitrogen atoms;2) the groups X, which may be identical or different, represent a linear or branched C 1 to C 30 alkylenediyl group, possibly containing in its chain one or more oxygen and/or nitrogen atoms;3) Y is a saturated or unsaturated, C 1 to C 50 linear or branched divalent alkylene, arylene, cycloalkylene, alkylarylene or arylalkylene group, possibly comprising one or more oxygen, sulphur and/or nitrogen atoms, and/or bearing as substituent one of the following atoms or groups of atoms: fluorine, hydroxyl, C 3 to C 8 cycloalkyl, C 1 to C 40 alkyl, C 5 to C 10 aryl, phenyl optionally substituted with 1 to 3 C 1 to C 3 alkyl groups, C 1 to C 3 hydroxyalkyl and C 1 to C 6 aminoalkyl, or 4) Y represents a group corresponding to the formula: in which - T represents a linear or branched, saturated or unsaturated, C 3 to C 24 trivalent or tetravalent hydrocarbon-based group optionally substituted with a polyorganosiloxane chain, and possibly containing one or more atoms chosen from O, N and S, or T represents a trivalent atom chosen from N, P and Al, and - R 5 represents a linear or branched C 1 to C 50 alkyl group or a polyorganosiloxane chain, possibly comprising one or more ester, amide, urethane, thiocarbamate, urea, thiourea and/or sulphonamide groups, which may possibly be linked to another chain of the polymer;5) the groups G, which may be identical or different, represent divalent groups of formula: in which R 6 represents a hydrogen atom or a linear or branched C 1 to C 20 alkyl group, on condition that at least 50% of the groups R 6 of the polymer represent a hydrogen atom and that at least two of the groups G of the polymer are a group other than: 6) n is an integer ranging from 2 to 500 and preferably from 2 to 200, and m is an integer ranging from 1 to 1 000, preferably from 1 to 700 and better still from 6 to 200.
13
Composition according to the preceding Claim, in which Y represents a group chosen from:a) linear C 1 to C 20 and preferably C 1 to C 10 alkylene groups, b) C 30 to C 56 branched alkylene groups possibly comprising rings and unconjugated unsaturations, c) C 5 -C 6 cycloalkylene groups, d) phenylene groups optionally substituted with one or more C 1 to C 40 alkyl groups, e) C 1 to C 20 alkylene groups comprising from 1 to 5 amide groups, f) C 1 to C 20 alkylene groups comprising one or more substituents chosen from hydroxyl, C 3 to C 8 cycloalkane, C 1 to C 3 hydroxyalkyl and C 1 to C 6 alkylamine groups, g) polyorganosiloxane chains of formula: in which R 1 , R 2 , R 3 , R 4 , T and m are as defined above.
14
Composition according to any one of Claims 1 to 11, in which the polymer used in the gelling system comprises at least one moiety corresponding to formula (II):in which - R 1 and R 3 , which may be identical or different, are as defined above for formula (I) in Claim 12, - R 7 represents a group as defined above for R 1 and R 3 , or represents the group of formula -X-G-R 9 in which X and G are as defined above for formula (I) in Claim 12 and R 9 represents a hydrogen atom or a linear, branched or cyclic, saturated or unsaturated, C 1 to C 50 hydrocarbon-based group optionally comprising in its chain one or more atoms chosen from O, S and N, optionally substituted with one or more fluorine atoms and/or one or more hydroxyl groups, or a phenyl group optionally substituted with one or more C 1 to C 4 alkyl groups, - R 8 represents the group of formula -X-G-R 9 in which X, G and R 9 are as defined above, - m 1 is an integer ranging from 1 to 998, and - m 2 is an integer ranging from 2 to 500.
15
Composition according to Claim 12, in which the polymer comprises at least one moiety of formula (III) or (IV):or in which R 1 , R 2 , R 3 , R 4 , X, Y, m and n are as defined in Claim 12.
16
Composition according to either of Claims 12 and 15, in which X and/or Y represent an alkylene group containing in its alkylene portion at least one of the following elements:1) 1 to 5 amide, urea or carbamate groups, 2) a C 5 or C 6 cycloalkyl group, and 3) a phenylene group optionally substituted with 1 to 3 identical or different C 1 to C 3 alkyl groups, it being possible for the alkyl groups X or Y to also be substituted with at least one element chosen from the group consisting of: - a hydroxyl group, - a C 3 to C 8 cycloalkyl group, - one to three C 1 to C 40 alkyl groups, - a phenyl group optionally substituted with one to three C 1 to C 3 alkyl groups, - a C 1 to C 3 hydroxyalkyl group, and - a C 1 to C 6 aminoalkyl group.
17
Composition according to any one of Claims 12 to 15, in which Y represents:in which R 5 represents a polyorganosiloxane chain and T represents a group of formula: in which a, b and c are, independently, integers ranging from 1 to 10, and R 10 is a hydrogen atom or a group such as those defined for R 1 , R 2 , R 3 and R 4 , in Claim 12.
18
Composition according to any one of Claims 12 to 15, in which R 1 , R 2 , R 3 and R 4 represent, independently, a linear or branched C 1 to C 40 alkyl group, preferably a CH 3 , C 2 H 5 , n-C 3 H 7 or isopropyl group, a polyorganosiloxane chain or a phenyl group optionally substituted with one to three methyl or ethyl groups.
19
Composition according to any one of Claims 1 to 11, in which the polymer used in the gelling system comprises at least one moiety of formula:in which X 1 and X 2 , which are identical or different, have the meaning given for X in Claim 12 n, Y and T are as defined in Claim 12 R 11 to R 18 are groups chosen from the same group as R 1 to R 4 in Claim 12 m 1 and m 2 are numbers in the range from 1 to 1 000, and p is an integer ranging from 2 to 500.
20
Composition according to the preceding Claim, in which:- p is in the range from 1 to 25 and better still from 1 to 7, - R 11 to R 18 are methyl groups, - T corresponds to one of the following formulae: in which R 19 is a hydrogen atom or a group chosen from the groups defined for R 1 to R 4 , and R 20 , R 21 and R 22 are, independently, linear or branched alkylene groups, and more preferably corresponds to the formula: in particular with R 20 , R 21 and R 22 representing -CH 2 -CH 2 -, - m 1 and m 2 are in the range from 15 to 500 and better still from 15 to 45, - X 1 and X 2 represent -(CH 2 ) 10 -, and - Y represents -CH 2 -.
21
Composition according to any one of Claims 12 to 20, in which the polymer used in the gelling system further comprises a hydrocarbon-based moiety comprising two groups capable of establishing hydrogen interactions, chosen from ester, amide, sulphonamide, carbamate, thiocarbamate, urea, thiourea, oxamido, guanidino and biguanidino groups, and combinations thereof.
22
Composition according to the preceding Claim in which the copolymer is a block copolymer or a graft copolymer.
23
Composition according to any one of the preceding claims, in which the polymer represents from 0.5 to 80% of the total weight of the composition, preferably from 2 to 60% and even better from 5 to 40% of the total weight of the composition.
24
Composition according to any one of the preceding claims, in which the liquid fatty phase represents from 5 to 99% of the total weight of the composition and even better from 20 to 75% of the total weight of the composition.
25
Composition according to any one of the preceding Claims, in which the said organogelling agent is chosen from non-polymeric organic compounds whose molecules are capable of establishing, with each other, at least one physical interaction leading to self-aggregation of the said molecules with formation of a three-dimensional macromolecular network.
26
Composition according to the preceding Claim, in which the physical interaction(s) are chosen from self-complementary hydrogen interactions, interactions between unsaturated nuclei, dipolar interactions and coordination bonds with organometallic derivatives.
27
Composition according to any one of the preceding Claims, in which the organogelling agent is chosen from compounds whose molecules comprise at least one entity chosen from at least one group capable of establishing a hydrogen bond, at least one aromatic nucleus, at least one bond comprising an ethylenic unsaturation and at least one asymmetric carbon.
28
Composition according to any one of the preceding Claims, in which the organogelling agent is a compound whose molecules comprise at least two groups capable of establishing a hydrogen bond.
29
Composition according to the preceding Claim, in which the group capable of establishing a hydrogen bond is chosen from the hydroxyl, carbonyl, amine, carboxylic acid, amide, benzyl, sulphonamide, carbamate, thiocarbamate, urea, thiourea, oxamido, guanidino and biguanidino groups.
30
Composition according to Claim 1, in which the organogelling agent comprises at least one compound capable of gelling a silicone oil and possessing at least one group capable of establishing hydrogen interactions with the polymer of the gelling system, chosen from:a) 12-hydroxystearic acid amide derivatives, b) amides of tricarboxylic acids, c) esters and amides of N-acylamino acids, d) diureas of N-acylamino acids, e) urethane amides of dipeptides, f) cyclodipeptides chosen from cyclo(glycyl-L-alanyl), cyclo(glycyl-L-valyl), cyclo(glycyl-L-leucyl), cyclo(glycyl-L-phenylalanyl), cyclo(L-valyl-L-leucyl), cyclo(L-leucyl-L-leucyl), cyclo(L-phenylalanyl-L-leucyl), cyclo(L-phenylalanyl-L-phenylalanyl), cyclo(L-valyl-L-γ-3,7-ditnethyloctylglutamyl), cyclo(L-valyl-L-γ-2-ethylhexylglutamyl), cyclo(L-leucyl-L-γ-ethylglutamyl), cyclo(L-leucyl-L-γ-dodecylglutamyl), cyclo(L-leucyl-L-γ-3,7-dimethyloctylglutamyl), cyclo(L-leucyl-L-γ-benzylglutamyl), cyclo(L-β-butylasparaginyl-L-phenylalanyl), cyclo(L-γ-dodecylasparaginyl-L-phenylalanyl), cyclo(L-β-3,7-dimethyloctylasparaginyl-L-phenylalanyl), cyclo(L-β-2-ethylhexylasparaginyl-L-phenylalanyl), cyclo(L-β-3,5,5-trimethylhexylasparaginyl-L-phenylalanyl) and cyclo(L-(3-2-ethylbutylasparaginyl-L-phenylalanyl), g) trans-(1R,2R)-bis(undecylcarbonylamino)cyclohexane of formula: h) bolaamphiphilic amides derived from amino acids of formulae: where R 36 = -CH 2 -C 6 H 5 or -CH 2 -CH 3 , and i) diamide derivatives of benzenedicarboxylic acid and of valine of formulae: in which -L-Val- represents: -NH-CH [CH(CH 3 ) 2 )] -CO- ;j) diamides of formula (XXV) or (XXVI): R 44 -X-CO-NH-R 45 -NH-CO-X-R 44 (XXV) or R 44 -CO-NH-R 45 -NH-CO-R 44 (XXVI) in which the groups R 44 , which may be identical or different, represent a saturated or unsaturated, linear or branched C 6 -C 60 hydrocarbon chain, the group(s) R 44 optionally comprising a hydroxyl group or at least one heteroatom such as N, O, S or Si, R 45 is a hydrocarbon-based group chosen from linear, branched and cyclic C 1 to C 50 groups and C 5 to C 8 arylene groups optionally substituted with one or more C 1 -C 4 alkyl groups, and X represents -0- or NH-.
31
Composition according to any one of the preceding Claims in which the organogelling agent comprises at least one compound chosen from:- the cis-trans mixture of N,N'-bis(dodecanoyl)- 1,2-diaminocyclohexane of formula: - the dibutylamide of N-laurylglutamic acid.
32
Composition according to any one of the preceding Claims in which the said organogelling agent is present in a quantity ranging from 0.1% to 80% by weight relative to the total weight of the composition, in particular from 0.5% to 60%, preferably from 1 to 40% and even better from 1 to 15% by weight relative to the total weight of the composition.
33
Composition according to any one of the preceding claims, in which the silicone polymer/non-polymeric organogelling agent mass ratio is in the range from 20 to 0.15, preferably from 15 to 1.5.
34
Composition according to any one of the preceding claims, characterized in that it comprises, in addition, at least one cosmetic or dermatological active agent.
35
Composition according to the preceding claim, characterized in that the active agent is chosen from essential oils, vitamins, moisturizers, sunscreens, cicatrizing agents and ceramides.
36
Composition according to any one of the preceding claims, characterized in that it comprises at least one additive chosen from dyes that are soluble in polyols or in the fatty phase, antioxidants, essential oils, preserving agents, perfumes, liposoluble polymers, especially hydrocarbon-based liposoluble polymers such as polyalkylenes or polyvinyl laurate, liquid-fatty-phase gelling agents, waxes, gums, resins, surfactants, for instance trioleyl phosphate, additional cosmetic or dermatological active agents chosen, for example, from the group consisting of water, emollients, moisturizers, vitamins, liquid lanolin, essential fatty acids, lipophilic sunscreens or sunscreens that are soluble in polyols, lipid vesicles, and mixtures thereof.
37
Composition according to any one of the preceding claims, characterized in that it contains, in addition, an amphiphilic compound which is liquid at room temperature, having a hydrophilic/lipophilic balance value of less than 12.
38
Composition according to any one of the preceding claims, characterized in that it additionally comprises colouring matter.
39
Composition according to any one of the preceding claims, characterized in that it is provided in the form of a rigid gel, and in particular of a transparent anhydrous stick.
40
A composition according to anyone of the preceding claims, characterized in that it has the form of a coloured make-up product for the skin, in particular a foundation, optionally having care or treatment properties, a blusher, a face powder, an eyeshadow, a concealer product, an eyeliner or a make-up product for the body;a lip make-up, for instance a lipstick, optionally having care or treatment properties ;a make-up for the superficial body growths, for instance the nails or the eyelashes, in particular in the form of a mascara cake, or for the eyebrows and the hair, especially in the form of a pencil.
41
Composition according to any one of Claims 1 to 39 characterized in that it is provided in the form of a cake mascara, an eyeliner, a foundation, a lipstick, a blusher, a make-up-removing, a make-up product for the body, an eyeshadow or a face powder, or a concealer product.
42
Cosmetic care, make-up or treatment method for the keratinous materials of human beings, comprising the application to the keratinous materials of a cosmetic composition in accordance with one of the preceding claims.

Independent claims42

186 paragraphs in 1 section, as filed

Technical field

0001The present invention relates to a care and/or treatment and/or make-up cosmetic composition for the skin, including the scalp, and/or the lips of human beings, containing a liquid fatty phase comprising at least one silicone oil, gelled with a particular polymer, provided in particular in the form of a cast make-up product, in particular as a make-up stick such as lipsticks, whose application leads to a glossy and non-migrating deposit.

0002A care and/or treatment cosmetic composition is a composition which comprises at least one active compound for treating wrinkles, for moisturizing the skin and the lips, for protecting the skin, the lips and superficial body growths from ultraviolet rays, for treating acne and/or for acting as self-tanning agent.

0003The invention relates more particularly to cosmetic and dermatological compositions such as make-up products exhibiting properties of staying power, non-transfer and stability.

Prior state of the art

0004In cosmetic or dermatological products, it is common to find a structured, namely gelled and/or rigidified, liquid fatty phase; this is in particular the case in solid compositions such as deodorants, balms and lipsticks, eyeshadows, concealer products and foundations which have been cast. This structuring is obtained with the aid of waxes or fillers. Unfortunately, these waxes and fillers tend to mattify the composition, which is not always desirable in particular for a lipstick.or an eyeshadow.

0005The expression liquid fatty phase is understood to mean, for the purposes of the application, a fatty phase which is liquid at room temperature (25°C) and atmospheric pressure (760 mmHg), which is composed of one or more fatty substances which are liquid at room temperature, which are also called oils, which are compatible with each other and which contain a silicone oil.

0006The expression structured liquid fatty phase is understood to mean, for the purposes of the application, that this structured phase does not run under its own weight.

0007The structuring of the liquid fatty phase makes it possible in particular to limit its exudation from solid compositions and, furthermore, to limit, after deposition on the skin or the lips, the migration of this phase into wrinkles and fine lines, which is particularly sought for a lipstick or an eyeshadow. Indeed, substantial migration of the liquid fatty phase, charged with colouring matter, leads to an inaesthetic effect around the lips or the eyes, particularly accentuating the wrinkles and fine lines. This migration is often cited by women as a major defect of conventional lipsticks or eyeshadows. The expression migration is understood to mean an overflowing of the composition deposited on the skin or the lips, outside its initial outline.

0008The gloss is mainly linked to the nature of the liquid fatty phase. Thus, it is possible to reduce the amount of waxes and fillers in the composition in order to increase the gloss of a lipstick, but then the migration of the liquid fatty phase increases. In other words, the amounts of waxes and fillers necessary for producing a stick of suitable hardness are a barrier to the gloss of the deposit.

0009The document <patcit id="pcit0001" dnum="EP1068856A"><text>EP-A-1 068 856</text></patcit> [1] describes solid cosmetic compositions, with no wax, containing a liquid fatty phase structured with a polymer, in which the fatty phase is mainly a non-silicone oil.

0010The document <patcit id="pcit0002" dnum="WO0197758A"><text>WO-A-01/97758</text></patcit> [2] describes cosmetic compositions based on polyamide resins comprising a gelling agent chosen from esters and amides of N-acylamino acids and mixtures thereof. The composition also comprises a solvent for the polyamide resin which may be chosen from unsaturated and saturated fatty alcohols, fatty and/or aromatic carboxylic acid esters, ethoxylated and/or propoxylated alcohols and acids, silicones, mineral oils and branched-chain hydrocarbons; preferably, fatty acid esters, fatty alcohols, mineral oils, branched hydrocarbons and mixtures thereof.

0011The use of fatty phases based on silicone oils makes it possible currently to obtain cosmetic compositions having a long staying power when the oils are' only slightly volatile or are non-volatile, namely a good staying power in particular of the colour over time (unchanging, unfading and transfer-free compositions when the silicone oils are volatile, not forming a deposit on a support such as a glass, a cup, a fabric or a cigarette, placed in contact with the film of make-up.

0012Currently, the use of silicone oils in cosmetics is limited by the small number of molecules which can gel these media and thus give compositions which exist in solid form such as lipsticks or cast foundations for example. The use of cosmetic compositions whose fatty phase is predominantly siliconized leads, in most cases, to problems of compatibility with the ingredients conventionally used in cosmetics.

0013In the documents <patcit id="pcit0003" dnum="US5874069A"><text>US-A-5 874 069</text></patcit> [3], <patcit id="pcit0004" dnum="US5919441A"><text>US-A-5 919 441</text></patcit> [4], <patcit id="pcit0005" dnum="US6051216A"><text>US-A-6 051 216</text></patcit> [5], <patcit id="pcit0006" dnum="WO9906473A"><text>WO-A-99/06473</text></patcit> [40], <patcit id="pcit0007" dnum="US6353076A"><text>US-A-6 353 076</text></patcit> [41], <patcit id="pcit0008" dnum="WO0217870A"><text>WO-A-02/17870</text></patcit> [6], and <patcit id="pcit0009" dnum="WO0217871A"><text>WO-A-02/17871</text></patcit> [7], cosmetic compositions such as deodorant sticks or gels, comprising a silicone oily phase gelled with a polysiloxane- and polyamide-based wax, or with a polymer containing siloxane groups and groups capable of hydrogen interactions, have been prepared.

0014In <patcit id="pcit0010" dnum="WO0217870A"><text>WO-A-02/17870</text></patcit> [6], it is envisaged to add to the composition another gelling agent, but the quantities added should be low, for example less than 0.5% in the case of hydroxystearic acid, in order to preserve the clarity of the product.

0015In <patcit id="pcit0011" dnum="WO0217871A"><text>WO-A-02/17871</text></patcit> [7], it is also envisaged to use a second gelling agent with the silicone polymer in a quantity representing 0.5 to 2% by weight of the composition, and a solvent system comprising a non-silicone organic compound, a volatile silicone and optionally another silicone.

0016The document <patcit id="pcit0012" dnum="EP1177784A"><text>EP-A-1 177 784</text></patcit> [8] illustrates a deodorant composition comprising a liquid phase containing, for example, a volatile silicone and optionally a non-volatile silicone and/or a non-silicone hydrophobic organic liquid, structured with an organic compound with amido groups, with optionally one or more polymeric or non-polymeric secondary structuring agents in small proportions. Among the secondary structuring agents, this document mentions polymers having siloxane groups and groups exhibiting hydrogen interactions without giving examples or results on a composition using these polymers.

0017It should be stated that the documents [6], [7] and [8] relate to deodorants for which the problems of exudation and migration of the liquid fatty phase charged with colouring matter into wrinkles and fine lines, and of staying power and non-transfer of the composition, do not exist as in the case of the make-up cosmetic products described above. Moreover, no gloss is sought for deodorants.

0018In addition, the' sticks obtained by structuring the liquid fatty phase with solely one or more gelling silicone polymers do not exhibit sufficient mechanical resistance to shearing, in particular during the application of the stick to the lips and/or the skin, leading to breaking of the stick.

0019<patcit id="pcit0013" dnum="EP1116740A"><text>EP-A-1 116 740</text></patcit> discloses in example 20 a low-transfer color skin composition comprising: <ul id="ul0001" list-style="dash" compact="compact"><li>a polyorganosiloxane/amide polymer: P 17-50</li><li>a volatile silicone oil: decamethylcyclopentasiloxane</li><li>a non-volatile non-silicone oil: liquid paraffin and isopropyl myristate.</li></ul>

Disclosure of the invention

0020The subject of the invention is precisely a care and/or make-up and/or treatment composition for the skin and/or the lips, which makes it possible to overcome the disadvantages mentioned above.

0021Surprisingly, the applicant has found that the use of particular polymers combined with one or more non-polymeric organogelling agents made it possible to structure, in the absence or in the presence of small quantities of wax, the silicone oilbased liquid fatty phases, in the form of a make-up or care product whose application led to a glossy, satiny or matt film according to the wishes of the user and/or the type of non-migrating product desired, and to reinforce the staying power and/or transfer-free properties of these products. In addition, their heat-stability is enhanced.

0022The expression stable is understood to mean a composition which does not exude at room temperature (25°C) for at least 2 months, or even up to 9 months.

0023The combination of these polymers with one or more organogelling agents makes it possible to obtain gels, in particular solid gels, having a good mechanical strength and an acceptable rheology in order to allow a deposit in a sufficient quantity which does not feel sticky, which has a very good staying power, which is transfer-free (in particular when volatile silicone oils are used) and which does not migrate into wrinkles and fine lines.

0024The effects obtained by virtue of this combination do not appear in the documents relating to deodorants which possibly envisage this combination since the problems solved by this combination do not exist in the field of deodorants.

0025The invention not only applies to make-up products for the lips such as lipsticks, lip pencils and lip glosses, but also to care and/or treatment products for the skin, including the scalp, and the lips, such as sun protection products in stick form for the skin, the face or the lips, or lip balms, to make-up products for the skin, both of the face and of the human body, such as foundations cast as a stick or in a dish, concealer products and temporary tattoo products, to cleansing products, in particular in stick form, and to make-up products for the eyes' such as eyeliners, in particular in pencil form, and mascaras, in particular cakes for keratinous fibres (eyelashes, eyebrows, hair).

0026More precisely, the subject of the invention is a care and/or make-up cosmetic composition comprising a liquid fatty phase comprising at least one silicone oil, structured with at least one gelling system comprising <ol id="ol0001" compact="compact"><li>a) at least one polymer (homopolymer or copolymer) having a weight-average molecular mass ranging from 500 to 500 000, containing at least one moiety comprising: <ul id="ul0002" list-style="dash" compact="compact"><li>at least one polyorganosiloxane group consisting of 1 to 1 000 organosiloxane units in the chain of the moiety or in the form of a graft, and</li><li>at least two groups capable of establishing hydrogen interactions, chosen from amide.</li></ul></li><li>b) at least one non-polymeric organogelling agent, the liquid fatty phase and the gelling system forming a physiologically acceptable medium and the liquid fatty phase comprising at least one volatile silicone oil and at least one volatile non-silicone oil, and a non-volatile non-silicone oil.</li></ol>

0027According to the invention, the expression "gelling system" is understood to mean a system which makes it possible to rigidify the composition by forming hydrogen bonds.

0028The composition of the invention may be provided in the form of a paste, a solid or a more or less viscous cream. It may be a simple or multiple, in particular an oil-in-water or a water-in-oil, emulsion a rigid or soft gel having an oily continuous phase. The simple or multiple emulsion may comprise an aqueous or oily continuous phase optionally containing dispersed lipid vesicles. In particular, it is provided in a form cast as a stick or in a dish and more especially in the form of an oily, in particular anhydrous, rigid gel and in particular of an anhydrous stick. More especially, it is provided in the form of a translucent or opaque rigid gel (according to whether it contains pigments or otherwise), the liquid fatty phase forming the continuous phase. An anhydrous composition will comprise less than 10% by weight of water, for example less than 5% by weight.

0029The structuring of the liquid fatty phase can be modulated according to the nature of the polymer and the non-polymeric organogelling agent used in the gelling system, and may be such that a rigid structure is obtained in the form of a baton or a stick, having good mechanical strength. When they are coloured, these batons make it possible, after application, to obtain a glossy deposit, which does not migrate and which has good staying power, in particular of the colour over time. The composition may comprise one or more structuring polymers and one or more non-polymeric organogelling agents.

0030Avantageously, the composition of the invention is a composition for the lips and even better a lipstick composition in particular in stick form.

Liquid fatty phase

0031According to the invention, the liquid fatty phase comprises at least one silicone oil which is a volatile oil, a non-volatile non-silicone oil and a volatile non-silicone oil. An oil is a non-aqueous compound which is immiscible with water.

0032According to the invention, the volatile silicone oil may be chosen from linear or cyclic silicone oils having a flash point equal to or greater than 40°C and advantageously greater than the softening point of the gelling system and/or a viscosity of less than 8 cSt, such as linear or cyclic polydimethylsiloxanes (PDMS) having from 3 to 7 silicon atoms.

0033By way of examples of such volatile oils, there may be mentioned the compounds given in Table 1 below.

0034The non-volatile silicone oils may be polydimethylsiloxanes, polyalkylmethylsiloxanes, dimethicone copolyols, alkylmethicone copolyols, cetyldimethicone, silicones with alkylglyceryl ether groups, silicones with side amine groups and dilauroyltrimethylol propane siloxysilicate. The alkyl groups of these oils have in particular from 2 to 24 carbon atoms.

0035The non-volatile silicone oils which can be used in the invention may be in particular linear, non-volatile polydimethylsiloxanes (PDMS) which are liquid at room temperature; polydimethylsiloxanes containing alkyl, alkoxy or phenyl groups, which are pendent and/or at the silicone chain end, groups each having from 2 to 24 carbon atoms; phenylated silicones such as phenyltrimethicones, phenyldimethicones, phenyltrimethylsiloxy diphenylsiloxanes, diphenyl-dimethicones, diphenylmethyldiphenyltrisiloxanes, 2-phenylethyl trimethylsiloxysilicates, fluorinated silicones with one or more group(s) that is (are) pendent or at the chain end having from 1 to 12 carbon atoms of which all or some of the hydrogen atoms are substituted with fluorine atoms, dimethiconols and mixtures thereof.

0036According to the invention, the liquid fatty phase comprises at least one volatile silicone oil and at least one volatile non-silicone oil.

0037For the purposes of the invention, a volatile silicone or non-silicone oil has a flash point preferably of 40 to 135°C or no flash point. Volatile oils have at room temperature (25°C) and atmospheric pressure (760 mmHg) a vapour pressure ranging from 0.02 mm to 300 mmHg (2.66 Pa to 40 000 Pa) and even better ranging from 0.1 to 90 mmHg (13 Pa to 12 000 Pat. The non-volatile oils' then correspond to a vapour pressure of less than 0.02 mmHg (2.66 Pa).

0038The silicone oils of the invention have a' viscosity which is advantageously chosen from the ranging going from 5 to 800 000 cSt at 25°C, preferably from 10 to 500 000 cSt, and even better from 10 to 5 000 cSt. <tables id="tabl0001" num="0001"><table frame="all"><title>Table 1</title><tgroup cols="3"><colspec colnum="1" colname="col1" colwidth="94mm" /><colspec colnum="2" colname="col2" colwidth="23mm" /><colspec colnum="3" colname="col3" colwidth="20mm" /><thead><row rowsep="0"><entry align="center" valign="top">Compound</entry><entry align="center" valign="top">Flash point</entry><entry align="center" valign="top">Viscosity</entry></row><row><entry align="center" valign="top" /><entry align="center" valign="top">(°C)</entry><entry align="center" valign="top">(cSt)</entry></row></thead><tbody><row rowsep="0"><entry>Octyltrimethicone</entry><entry align="center">93</entry><entry align="center">1.2</entry></row><row rowsep="0"><entry>Hexyltrimethicone</entry><entry align="center">79</entry><entry align="center">1.2</entry></row><row rowsep="0"><entry>Decamethylcyclopentasiloxane (cyclopentasiloxane or D5)</entry><entry align="center">72</entry><entry align="center">4.2</entry></row><row rowsep="0"><entry>Octamethylcyclotetrasiloxane (cyclotetradimethylsiloxane or D4)</entry><entry align="center">55</entry><entry align="center">2.5</entry></row><row rowsep="0"><entry>Dodecamethylcyclohexasiloxane (D6)</entry><entry align="center">93</entry><entry align="center">7</entry></row><row rowsep="0"><entry>Decamethyltetrasiloxane (L4) -</entry><entry align="center">63</entry><entry align="center">1.7</entry></row><row rowsep="0"><entry>KF 96 A from Shin Etsu</entry><entry align="center">94</entry><entry align="center">6</entry></row><row rowsep="0"><entry>PDMS (polydimethylsiloxane) DC 200 (1.5 cSt) from Dow Corning</entry><entry align="center">56</entry><entry align="center">1.5</entry></row><row rowsep="0"><entry>PDMS DC 200 (2 cSt) from Dow Corning</entry><entry align="center">87</entry><entry align="center">2</entry></row><row rowsep="0"><entry>PDMS DC 200 (5 cSt) from Dow Corning</entry><entry align="center">134</entry><entry align="center">5 cSt</entry></row><row><entry>PDMS DC 200 (3 cSt) from Dow Corning</entry><entry align="center">102</entry><entry align="center">3 cSt</entry></row></tbody></tgroup></table></tables>

0039The volatile silicone oil may also be chosen from the group comprising fluorinated silicone oils such as silicones with alkyl and perfluoroalkyl groups, silicones with oxyethylenated/oxypropylenated (EO/PP) side groups and with perfluorinated groups, silicones with perfluorinated side groups and with glycerolated side groups, perfluoroalkylmethylphenyl-siloxanes, these oils having a vapour pressure greater than or equal to 0.02 mmHg.

0040According to the invention, the liquid fatty phase contains one or more volatile and non-volatile non-silicone oils. The volatile non-silicone oils may be chosen from the group comprising hydrocarbon oils and volatile esters and ethers such as volatile hydrocarbons such as isododecane and isohexadecane, C8-C16 isoparaffins, isohexyl or isodecyl neopentanoates.

0041The volatile non-silicone oil may also be chosen from fluorinated oils such as perfluoropolyethers, perfluoroalkanes such as perfluorodecalin, perfluorodamantanes, monoesters, diesters and triesters of perfluoroalkyl phosphates and fluorinated ester oils.

0042By way of example of volatile non-silicone oils which can be used in the invention, there may be mentioned the compounds of Table 2 which follows. <tables id="tabl0002" num="0002"><table frame="all"><title>Table 2</title><tgroup cols="2"><colspec colnum="1" colname="col1" colwidth="46mm" /><colspec colnum="2" colname="col2" colwidth="23mm" /><thead><row rowsep="0"><entry align="center" valign="top">Compound</entry><entry align="center" valign="top">Flash point</entry></row><row><entry align="center" valign="top" /><entry align="center" valign="top">(°C)</entry></row></thead><tbody><row rowsep="0"><entry>Isododecane</entry><entry align="center">43</entry></row><row rowsep="0"><entry>Isohexadecane</entry><entry align="center">102</entry></row><row rowsep="0"><entry>Isodecyl neopentanoate</entry><entry align="center">118</entry></row><row rowsep="0"><entry>Propylene glycol n-butyl ether</entry><entry align="center">60</entry></row><row rowsep="0"><entry>Ethyl 3-ethoxypropionate</entry><entry align="center">58</entry></row><row rowsep="0"><entry>Propylene glycol methyl ether</entry><entry align="center">46</entry></row><row rowsep="0"><entry>acetate*</entry><entry align="center" /></row><row rowsep="0"><entry>Isopar L (C11-C13 isoparaffin)</entry><entry align="center">62</entry></row><row><entry>Isopar H (C11-C12 isoparaffin)</entry><entry align="center">56</entry></row></tbody></tgroup></table></tables>

0043The liquid fatty phase advantageously contains at least 30%, and even better at least 40% by weight of silicone oil(s) advantageously having a viscosity of less than 1 000 cSt and even better of less than 100 cSt because the silicone polymers used in the invention are more soluble in silicone oils of low viscosity. It may also contain other non-silicone oils or a mixture of non-silicone oils.

0044When the fatty phase comprises a volatile oil, it advantageously represents from 3 to 89.4%, and even better from 5 to 60%, for example from 5 to 10% of the total weight of the composition.

0045The liquid fatty phase may also contain other non-silicone oils, for example polar oils such as: <ul id="ul0003" list-style="dash" compact="compact"><li>hydrocarbonaceous vegetable oils with a high content of triglycerides consisting of esters of fatty acids and of glycerol in which the fatty acids may have varied chain lengths, it being possible for the latter to be linear or branched, saturated or unsaturated; these oils are in particular wheat germ, maize, sunflower, karite, castor, sweet almond, macadamia, apricot, soybean, rapeseed, cottonseed, lucerne, poppy seed, pumpkin seed, sesame, gourd, avocado, hazelnut, grapeseed or blackcurrant seed, evening primrose, millet, barley, quinoa, olive, rye, safflower, candlenut, passion flower and rose musk oils; or triglycerides of caprylic/capric acids such as those sold by the company Stearines Dubois or those sold under the names Miglyol 810, 812 and 818 by the company Dynamit Nobel;</li></ul><ul id="ul0004" list-style="dash" compact="compact"><li>synthetic oils or esters of formula R5COOR6 in which R5 represents the residue of a linear or branched higher fatty acid containing from 1 to 40 and even better from 7 to 19 carbon atoms and R6 represents a branched hydrocarbon chain containing from 1 to 40 and even better from 3 to 20 carbon atoms, with R5 + R6 ≥ 10 such as, for example, Purcellin oil (ketostearyl octanoate), isononyl isononanoate, C12 to C15 alcohol benzoate, isopropyl myristate, 2-ethylhexyl palpitate, octanoates, decanoates or ricinoleates of alcohols or of polyalcohols; hydroxylated esters such as isostearyl lactate, diisostearyl malate; and esters of pentaerythritol;</li><li>synthetic esters having from 10 to 40 carbon atoms;</li><li>C8 to C26 fatty alcohols such as oleyl alcohol and octyldodecanol;</li><li>fatty acids such as oleic, linoleic or linolenic acid; and</li><li>mixtures thereof.</li></ul>

0046The liquid fatty phase may also contain apolar oils such as linear or branched hydrocarbons or fluorocarbons of synthetic or mineral origin, which are volatile or not, such as volatile oils of paraffin (such as isoparaffins, isododecane) or non-volatile oils of paraffin and its derivatives, petroleum jelly, polydecenes, hydrogenated polyisobutene such as parleam, squalane, and mixtures thereof.

0047Generally, the liquid fatty phase represents from 5 to 99% of the total weight of the composition and even better from 20 to 75%.

Solid particles

0048According to the invention, the composition generally comprises, in addition, solid particles chosen from fillers and pigments. Generally, the mean size of the solid particles is from 10 nm to 50 µm, and even better from 50 nm to 30 µm, for example from 100 nm to 10 µm.

0049The fillers used in the cosmetic compositions are generally intended to absorb sweat and sebum and/or to provide mattness. According to the invention, they further make it possible to structure the liquid fatty phase containing a silicone oil and to reinforce the staying power and/or transfer-free properties of the composition and also the heat stability.

0050The expression pigments is understood to mean any solid particle insoluble in the composition which serves to give and/or modify a colour and/or an iridescent appearance.

0051These pigments may simultaneously provide the function of absorption of sweat and of sebum, and the function of coloration or of modification of appearance of the composition, that is of the make-up and/or care cosmetic product. In the invention, they also bring about the structuring of the liquid fatty phase.

0052These fillers or pigments may be either of a hydrophobic nature, or of a hydrophilic nature. When these fillers or pigments are hydrophilic particles, their dispersion in the composition is facilitated either by coating them with a film of hydrophobic compound or by adding a dispersant and in particular an amphiphilic silicone to the composition.

0053The hydrophobic pigments or fillers may consist of hydrophobic polymer or copolymer powders. By way of example of hydrophobic polymers and copolymers used as fillers, there may be mentioned: <ol id="ol0002" compact="compact"><li>1) fluorinated polymers such as polytetrafluoroethylene powders and tetrafluoroethylene and olefin, for example ethylene or propylene, copolymer powders; 2) silicone elastomers, for example polymethylsilsesquioxane powders (Tospearl® from Toshiba); 3) polyolefins such as polyethylene; 4) polyalkyl methacrylates, for example polymethyl methacrylate; 5) polyamides (Nylon®); 6) polystyrenes; 7) polyesters and derivatives thereof; 8) polyacrylics (Polytrap® from Dow Corning) or polymethyl methacrylate; and 9) polyurethanes, for example hexamethylene diisocyanate/trimethylol hexalactone powders.</li></ol>

0054It is also possible to use hydrophilic fillers which are surface-treated so as to be hydrophobic, such as boron nitride, starch, precipitated calcium carbonate, silica, glass, or a ceramic.

0055Instead of powders, it is of course possible to use fibres of a hydrophobic nature, in particular fibres of the polymers and copolymers mentioned above.

0056The solid particles may also consist of pigments and/or pearlescent agents which make it possible to obtain a make-up with high coverage, that is to say which does not reveal the skin, the lips or the superficial body growths. These particles make it possible, in addition, to reduce the sticky feel of the compositions.

0057The pigments may be white or coloured, inorganic and/or organic, coated or not. There may be mentioned, among the inorganic pigments, titanium or zinc dioxide, optionally surface-treated, zirconium or cerium oxides, and iron or chromium oxides, manganese violet, ultramarine blue, chromium hydrate and ferric blue. Among the organic pigments, there may be mentioned carbon black, pigments of the D & C type, and lacquers based on carmine, barium, strontium, calcium or aluminium. The pigments may represent from 0.1 to 50%, preferably from 0.5 to 40%, and even better from 2 to 30% of the total weight of the composition.

0058The pearlescent pigments (or pearlescent agents) may be chosen from white pearlescent pigments such as mica coated with titanium, or with bismuth oxychloride, coloured pearlescent pigments such as mica-titanium with iron oxides, mica-titanium with in particular ferric blue and chromium' oxide, mica-titanium with an organic pigment of the abovementioned type and pearlescent pigments based on bismuth oxychloride. The pearlescent pigments may also have goniochromatic properties and may be provided in the form of liquid crystals or multilayer platelets. They may represent from 0 to 30% of the total weight of the composition, and even better from 0.1 to 20%.

0059When the pigments or fillers are hydrophilic, they are coated with a film of hydrophobic compound so as to introduce them into the liquid fatty phase of the composition of the invention.

0060The coating may be a fluorinated coating such as a perfluoroalkyl mono- or diester of phosphoric acid, (acid or salt), a perfluoropolyether, a perfluorocarboxylic or -sulfonic acid, or a perfluoroalkyl phosphate salt of diethanolamine.

0061The coating may be a coating based on a fluorinated silicone, for example a coating-grafting with a silane having a perfluoroalkyl group.

0062The coating may also be carried out by means of silicone derivatives, for example a coating-grafting with reactive silicones initially possessing hydrogenosilane groups, a coating-grafting with a diorganosilane such as dimethylchlorosilane or with an alkylalkoxysilane, a coating-grafting with a silane having a glycydoxypropyl group, a coating with a polyglycerolated silicone, or a coating with a silicone-g-polyacrylic or silicone grafted acrylic copolymer.

0063It is also possible to use a coating with N-acylamino acids, for example N-lauroyllysine, coatings with fatty acids or fatty acid salts of the stearic acid type, coatings with lecithins and coatings with ester oils.

0064It is also possible to facilitate the dispersion of the hydrophilic particles by means of at least one amphiphilic silicone which plays the role of a surfactant between the hydrophilic particles and the hydrophobic silicone phase.

0065These amphiphilic silicones contain a silicone part which is compatible with the highly siliconized medium of the compositions of the invention, and a hydrophilic part which may.be, for example, the residue of a compound chosen from alcohols and polyols, having from 1 to 12 hydroxyl groups, polyoxyalkylenes containing at least two oxyalkylenated moieties and having from 0 to 20 oxypropylenated moieties and/or from 0 to 20 oxyethylenated moieties. This hydrophilic part therefore has affinity for the hydrophilic particles and promotes their dispersion in the silicone medium.

0066The amphiphilic silicone may be an oil with no gelling activity. Such oils may consist of: <ul id="ul0005" list-style="dash" compact="compact"><li>dimethicone copolyols, optionally containing phenyl groups,</li><li>alkylmethicone copolyols,</li><li>polyglycerolated silicones, that is to say silicones with alkylglyceryl ether groups,</li><li>silicones with perfluorinated side groups and with glycerolated side groups,</li><li>silicones with polyoxyethylenated/polyoxypropylenated side groups and with perfluorinated side groups,</li><li>copolymers with a silicone block and with a hydrophilic block other than polyether, for example polyoxazoline or polyethyleneimine,</li><li>graft copolymers of the silicone-grafted polysaccharide type,</li><li>copolymers with a silicone block and with a polyoxyethylene/polyoxypropylene block.</li></ul>

0067The amphiphilic silicone used in the invention may also be an amphiphilic silicone resin which is at least partially crosslinked.

0068By way of example of such resins, there may be mentioned: <ul id="ul0006" list-style="dash" compact="compact"><li>crosslinked silicone resins with alkyl polyether groups, such as polyoxyethylene (POE) and polyoxyethylene/polyoxypropylene (POE/POP), described in <patcit id="pcit0014" dnum="US5412004A"><text>US-A-5 412 004</text></patcit> [9], and</li><li>silicone resins partially crosslinked with α,ω-dienes, possessing both hydrophilic POE/POP side chains and hydrophobic alkyl side chains such as those described in <patcit id="pcit0015" dnum="EP1048686A"><text>EP-A-1 048 686</text></patcit> [10]. The hydrophilic side chains are obtained by reaction with a POE/POP having only one vinyl end, and the alkyl side chains are formed by reaction with an α-olefin having a fatty chain.</li></ul>

0069In the amphiphilic silicone resin, the silicone part advantageously consists of polydimethylsiloxane.

Gelling silicone polymer

0070The structuring or gelling polymer(s) of the composition are solid at room temperature (25°C) and atmospheric pressure (760 mmHg) and are soluble in the liquid fatty phase at a temperature of 25 to 250°C.

0071The expression polymer is understood to mean, for the purpose of the invention, a compound having at least 2 repeating moieties, preferably at least 3 repeating moieties and even better 10 repeating moieties.

0072In the composition of the invention, the silicone polymer of the gelling system generally represents from 0.5 to 80%, preferably from 2 to 60% and even better from 5 to 40% of the total weight of the composition.

0073Moreover, the polymer of the gelling system/silicone oil(s) mass ratio is preferably from 0.1 to 50%.

0074The polymers used as gelling agents in the composition of the invention are polymers of the polyorganosiloxane type such as those described in the documents <patcit id="pcit0016" dnum="US5874069A"><text>US-A-5 874 069</text></patcit> [3], <patcit id="pcit0017" dnum="US59199441A"><text>US-A-5,9199, 441</text></patcit> [4], <patcit id="pcit0018" dnum="US6051216A"><text>US-A-6,051,216</text></patcit> [5] and <patcit id="pcit0019" dnum="US5981680A"><text>US-A-5,981,680</text></patcit> [11].

0075According to the invention, the polymers used as gelling agent may belong to the following two families: <ol id="ol0003" compact="compact"><li>1) polyorganosiloxanes comprising at least two groups capable of establishing hydrogen interactions, these two groups being situated in the polymer chain; and/or</li><li>2) polyorganosiloxanes comprising at least two groups capable of establishing hydrogen interactions, these two groups being situated on the grafts or branches.</li></ol>

0076The polymers to which the invention applies are solids which may be solubilized beforehand in as solvent with hydrogen interactions, capable of breaking the hydrogen interactions of the polymers, such as C2 to C8 lower alcohols and in particular ethanol, n-propanol or isopropanol, before being brought into contact with the silicone oils according to the invention. It is also possible to use these hydrogen interaction "breaking" solvents as cosolvent. These solvents may then be kept in the composition or may be removed by selective evaporation which is well known to persons skilled in the art.

0077The polymers comprising two groups capable of establishing hydrogen interactions in the polymer chain may be polymers comprising at least one moiety corresponding to the formula: <chemistry id="chem0001" num="0001"><img file="EP1515684B1_D0001.tif" /></chemistry> in which: <ol id="ol0004" compact="compact"><li>1) R1, R2, R3 and R4, which may be identical or different, represent a group chosen from: <ul id="ul0007" list-style="dash" compact="compact"><li>linear, branched or cyclic, saturated or unsaturated, C1 to C40 hydrocarbon-based groups, possibly containing in their chain one or more oxygen sulphur and/or nitrogen atoms, and possibly being partially or totally substituted with fluorine atoms,</li><li>C6 to C10 aryl groups, optionally substituted with one or more C1 to C4 alkyl groups,</li><li>polyorganosiloxane chains possibly containing one or more oxygen, sulphur and/or nitrogen atoms;</li></ul></li><li>2) the groups X, which may be identical or different, represent a linear or branched C1 to C30 alkylenediyl group, possibly containing in its chain one or more oxygen and/or nitrogen atoms;</li><li>3) Y is a saturated or unsaturated, C1 to C50 linear or branched divalent alkylene, arylene, cycloalkylene, alkylarylene or arylalkylene group, possibly comprising one or more oxygen, sulphur and/or nitrogen atoms, and/or bearing as substituent one of the following atoms or groups of atoms: fluorine, hydroxyl, C3 to C8 cycloalkyl, C1 to C40 alkyl, C5 to C10 aryl, phenyl optionally substituted with 1 to 3 C1 to C3 alkyl groups, C1 to C3 hydroxyalkyl and C1 to C6 aminoalkyl, or</li><li>4) Y represents a group corresponding to the formula: <chemistry id="chem0002" num="0002"><img file="EP1515684B1_D0002.tif" /></chemistry> in which' <ul id="ul0008" list-style="dash" compact="compact"><li>T represents a linear or branched, saturated or unsaturated, C3 to C24 trivalent or tetravalent hydrocarbon-based group optionally substituted with a polyorganosiloxane chain, and possibly containing one or more atoms chosen from O, N and S, or T represents a trivalent atom chosen from N, P and Al, and</li><li>R5 represents a linear or branched C1 to C50 alkyl group or a polyorganosiloxane chain, possibly comprising one or more ester, amide, urethane, thiocarbamate, urea, thiourea and/or sulphonamide groups, which may possibly be linked to another chain of the polymer;</li></ul></li><li>5) the groups G, which may be identical or different, represent divalent groups chosen from: <ul id="ul0009" list-style="none" compact="compact"><li>in which R6 represents a hydrogen atom or a linear or branched C1 to C20 alkyl group, on condition that at least 50% of the groups R6 of the polymer represent a hydrogen atom and that at least two of the groups G of the polymer are a group other than: <chemistry id="chem0003" num="0003"><img file="EP1515684B1_D0003.tif" /></chemistry></li></ul></li><li>6) n is an integer ranging from 2 to 500 and preferably from 2 to 200, and m is an integer ranging from 1 to 1 000, preferably from 1 to 700 and better still from 6 to 200.</li></ol>

0078According to the invention, 80% of the groups R1, R2, R3 and R4 of the polymer are preferably chosen from methyl, ethyl, phenyl and 3,3,3-trifluoropropyl groups.

0079According to the invention, Y can represent various divalent groups, furthermore optionally comprising one or two free valencies to establish bonds with other moieties of the polymer or copolymer. Preferably, Y represents a group chosen from: <ol id="ol0005" compact="compact"><li>a) linear C1 to C20 and preferably C1 to C10 alkylene groups,</li><li>b) C30 to C56 branched alkylene groups possibly comprising rings and unconjugated unsaturations,</li><li>c) C5-C6 cycloalkylene groups,</li><li>d) phenylene groups optionally substituted with one or more C1 to C40 alkyl groups,</li><li>e) C1 to C20 alkylene groups' comprising from 1 to 5 amide groups,</li><li>f) C1 to C20 alkylene groups comprising one or more substituents chosen from hydroxyl, C3 to C8 cycloalkane, C1 to C3 hydroxyalkyl and C1 to C6 alkylamine groups,</li><li>g) polyorganosiloxane chains of formula: <chemistry id="chem0004" num="0004"><img file="EP1515684B1_D0004.tif" /></chemistry> in which R1 R2 , R3 , R4, T and m are as defined above, and</li><li>h) polyorganosiloxane chains of formula: <chemistry id="chem0005" num="0005"><img file="EP1515684B1_D0005.tif" /></chemistry> The polyorganosiloxanes of the second family may be polymers comprising at least one moiety corresponding to formula (II): <chemistry id="chem0006" num="0006"><img file="EP1515684B1_D0006.tif" /></chemistry> in which <ul id="ul0010" list-style="dash" compact="compact"><li>R1 and R3, which may be identical or different are as defined above for formula (I),</li><li>R7 represents a group as defined above for R1 and R3, or represents the group of formula -X-G-R9 in which X and G are as defined above for formula (I) and R9 represents a hydrogen atom or a linear, branched or cyclic, saturated or unsaturated, C1 to C50 hydrocarbon-based group optionally comprising in its chain one or more atoms chosen from O, S and N, optionally substituted with one or more fluorine atoms and/or one or more hydroxyl groups, or a phenyl group optionally substituted with one or more C1 to C4 alkyl groups,</li><li>R8 represents the group of formula -X-G-R9 in which X, G and R9 are as defined above,</li><li>m1 is an integer ranging from 1 to 998, and</li><li>m2 is an integer ranging from 2 to 500.</li></ul></li></ol>

0080According to the invention, the polymer used as gelling agent may be a homopolymer, that is to say a polymer comprising several identical moieties, in particular moieties of formula (I) or of formula (II).

0081According to the invention, it is also possible to use a polymer consisting of a copolymer comprising several different moieties of formula (I), that is to say a polymer, in which at least one of the groups R1, R2, R3, R4, X, G, Y, m and n is different in one of the moieties. The copolymer may also be formed from several moieties of formula (II), in which at least one of the groups R1, R3, R7, R8, m1 and m2 is different in at least one of the moieties.

0082It is also possible to use a copolymer comprising at least one moiety of formula (I) and at least one moiety of formula (II), the moieties of formula (I) and the moieties of formula (II) possibly being identical to or different from each other.

0083According to one variant of the invention, it is also possible to use a copolymer furthermore comprising at least one hydrocarbon-based moiety comprising two groups capable of establishing hydrogen interactions, chosen from amide. These copolymers may be block copolymers or graft copolymers.

0084The groups capable of establishing hydrogen interactions are amide groups of formulae -C(O)NH- and -HN-C(O)-.

0085In this case, the gelling agent may be a polymer comprising at least one moiety of formula (III) or (IV): <chemistry id="chem0007" num="0007"><img file="EP1515684B1_D0007.tif" /></chemistry> or <chemistry id="chem0008" num="0008"><img file="EP1515684B1_D0008.tif" /></chemistry> in which R1, R2, R3, R4, X, Y, m and n are as defined above.

0086Such a moiety may be obtained: <ul id="ul0011" list-style="dash" compact="compact"><li>either by a condensation reaction between a silicone containing α,ω-carboxylic acid ends and one or more diamines, according to the following reaction scheme: <chemistry id="chem0009" num="0009"><img file="EP1515684B1_D0009.tif" /></chemistry></li><li>or by reaction of two molecules of α-unsaturated carboxylic acid with a diamine according to the following reaction scheme: CH2=CH-X1-COOH+H2N-Y-NH2 → CH2=CH-X1-CO-MH-Y-NH-CO-X1-CH=CH2 followed by the addition of a siloxane to the ethylenic unsaturations, according to the following scheme: <chemistry id="chem0010" num="0010"><img file="EP1515684B1_D0010.tif" /></chemistry> in which X1- (CH2) 2- corresponds to X defined above and Y, R1, R2, R3, R4 and m are as defined above;</li><li>or by reaction of a silicone containing α,ω-NH2 ends and a diacid of formula HOOC-Y-COOH according to the following reaction scheme: <chemistry id="chem0011" num="0011"><img file="EP1515684B1_D0011.tif" /></chemistry></li></ul>

0087In these polyamides of formula (III) or (IV), m is preferably in the range from 1 to 700, more preferably from 15 to 500 and better still from 15 to 45, and n is in particular in the range from 1 to 500, preferably from 1 to 100 and better still from 4 to 25, X is preferably a linear or branched alkylene chain containing from 1 to 30 carbon atoms and in particular 3 to 10 carbon atoms, and <ul id="ul0012" list-style="dash" compact="compact"><li>Y is preferably an alkylene chain that is linear or branched or that possibly comprises rings and/or unsaturations, containing from 1 to 40 carbon atoms, in particular from 1 to 20 carbon atoms and better still from 2 to 6 carbon atoms, in particular 6 carbon atoms.</li></ul>

0088In formulae (III) and (IV), the alkylene group representing X or Y can optionally contain in its alkylene portion at least one of the following elements: <ol id="ol0006" compact="compact"><li>1) 1 to 5 amide, urea or carbamate groups,</li><li>2) a C5 or C6 cycloalkyl group, and</li><li>3) a phenylene group optionally substituted with 1 to 3 identical or different C1 to C3 alkyl groups.</li></ol>

0089In formulae (III) and (IV), the alkylene groups may also be substituted with at least one element chosen from the group consisting of: <ul id="ul0013" list-style="dash" compact="compact"><li>a hydroxyl group</li><li>a C3 to C8 cycloalkyl group,</li><li>one to three C1 to C40 alkyl groups,</li><li>a phenyl group optionally substituted with one to three C1 to C3 alkyl groups,</li><li>a C1 to C3 hydroxyalkyl group, and</li><li>a C1 to C6 aminoalkyl group.</li></ul>

0090In these formulae (III) and (IV), Y may also represent: <chemistry id="chem0012" num="0012"><img file="EP1515684B1_D0012.tif" /></chemistry> in which R5 represents a polyorganosiloxane chain and T represents a group of formula: <chemistry id="chem0013" num="0013"><img file="EP1515684B1_D0013.tif" /></chemistry> in which a, b and c are, independently, integers ranging from 1 to 10, and R10 is a hydrogen atom or a group such as those defined for R1 R2, R3 and R4.

0091In formulae (III) and (IV) , R1, R2, R3 and R4 preferably represent, independently, a linear or branched C1 to C40 alkyl group, preferably a CH3, C2H5, n-C3H7 or isopropyl group, a polyorganosiloxane chain or a phenyl group optionally substituted with one to three methyl or ethyl groups.

0092As has been seen previously, the polymer may comprise identical or different moieties of formula (III) or (IV).

0093Thus, the polymer may be a polyamide containing several moieties of formula (III) or (IV) of different lengths, i.e. a polyamide corresponding to the formula : <chemistry id="chem0014" num="0014"><img file="EP1515684B1_D0014.tif" /></chemistry> in which X, Y, n and R1 to R4 have the meanings given above, m1 and m2, which are different, are chosen in the range from 1 to 1 000, and p is an integer ranging from 2 to 300.

0094In this formula, the moieties may be structured to form either a block copolymer, or a random copolymer or an alternating copolymer. In this copolymer, the moieties may be not only of different lengths, but also of different chemical structures, for example containing different groups Y. In this case, the copolymer may correspond to the formula: <chemistry id="chem0015" num="0015"><img file="EP1515684B1_D0015.tif" /></chemistry> in which R1 to R4, X, Y, m1, m2, n and p have the meanings given above and Y1 is different from Y but chosen from the groups defined for Y. As previously, the various moieties may be structured to form either a block copolymer, or a random copolymer or an alternating copolymer.

0095In this first embodiment of the invention, the gelling agent may also consist of a graft copolymer. Thus, the polyamide containing silicone units may be grafted and optionally crosslinked with silicone chains containing amide groups. Such polymers' may be synthesized with trifunctional amines.

0096In this case, the copolymer may comprise at least one moiety of formula: <chemistry id="chem0016" num="0016"><img file="EP1515684B1_D0016.tif" /></chemistry> in which X1 and X2, which are identical or different, have the meaning given for X in formula (I), n is as defined in formula (I), Y and T are as defined in formula (I), R11 to R18 are groups chosen from the same group as R1 to R4, m1 and m2 are numbers in the range from 1 to 1 000, and p is an integer ranging from 2 to 500.

0097In formula (VII), it is preferred that: <ul id="ul0014" list-style="dash" compact="compact"><li>p is in the range from 1 to 25 and better still from 1 to 7,</li><li>R11 to R18 are methyl groups,</li><li>T corresponds to one of the following formulae: <chemistry id="chem0017" num="0017"><img file="EP1515684B1_D0017.tif" /></chemistry> in which R19 is a hydrogen atom or a group chosen from the groups defined for R1 to R4, and R20, R21 and R22 are, independently, linear or branched alkylene groups, and more preferably corresponds to the formula: <chemistry id="chem0018" num="0018"><img file="EP1515684B1_D0018.tif" /></chemistry> in particular with R20, R21 and R22 representing -CH2-CH2-,</li><li>m1 and m2 are in the range from 15 to 500 and better still from 15 to 45,</li><li>X1 and X2 represent -(CH2)10-, and</li><li>Y represents -CH2-.</li></ul>

0098These polyamides containing a grafted silicone moiety of formula (VII) may be copolymerized with polyamide-silicones of formula (II) to form block copolymers, alternating copolymers or random copolymers. The weight percentage of grafted silicone moieties (VII) in the copolymer may range from 0.5% to 30% by weight.

0099According to the invention, as has been seen previously, the siloxane units may be in the main chain or backbone of the polymer, but they may also be present in grafted or pendent chains. In the main chain, the siloxane units may be in the form of segments as described above. In the pendent or grafted chains, the siloxane units may appear individually or in segments.

0100According to the invention, the preferred siloxane-based polyamides are: <ul id="ul0015" list-style="dash" compact="compact"><li>polyamides of formula (III) in which m is from 15 to 50;</li><li>mixtures of two or more polyamides in which at least one polyamide has a value of m in the range from 15 to 50 and at least one polyamide has a value of m in the range from 30 to 50;</li><li>polymers of formula (V) with m1 chosen in the range from 15 to 50 and m2 chosen in the range from 30 to 500 with the portion corresponding to m1 representing 1% to 99% by weight of the total weight of the polyamide and the portion corresponding to m2 representing 1% to 99% by weight of the total weight of the polyamide;</li><li>mixtures of polyamide of formula (III) combining <ol id="ol0007" compact="compact"><li>1) 80% to 99% by weight of a polyamide in which n is equal to 2 to 10 and in particular 3 to 6, and</li><li>2) 1% to 20% of a polyamide in which n is in the range from 5 to 500 and in particular from 6 to 100;</li></ol></li><li>polyamides corresponding to formula (VI) in which at least one of the groups Y. and Y1 contains at least one hydroxyl substituent;</li><li>polyamides of formula (III) synthesized with at least one portion of an activated diacid (diacid chloride, dianhydride or diester) instead of the diacid;</li><li>polyamides of formula (III) in which X represents - (CH2)3- or -(CH2)10; and</li><li>polyamides of formula (III) in which the polyamides end with a monofunctional chain chosen from the group consisting of monofunctional amines, monofunctional acids, monofunctional alcohols, including fatty acids, fatty alcohols and fatty amines, such as, for example, octylamine, octanol, stearic acid and stearyl alcohol.</li></ul>

0101According to the invention, the ends of the polymer chains may end with: <ul id="ul0016" list-style="dash" compact="compact"><li>a C1 to C50 alkyl ester group by introducing a C1 - to C50 monoalcohol during the synthesis,</li><li>a C1 to C50 alkylamide group by taking as stopping group a monoacid if the silicone is α,ω-diaminated, or a monoamine if the silicone is an α,ω-dicarboxylic acid.</li></ul>

0102According to one embodiment variant of the invention, it is possible to use a copolymer of silicone polyamide and of hydrocarbon-based polyamide, i.e. a copolymer comprising moieties of formula (III) or (IV) and hydrocarbon-based polyamide moieties. In this case, the polyamide-silicone moieties may be arranged at the ends of the hydrocarbon-based polyamide.

0103Polyamide-based gelling agents containing silicones may be produced by silylic amidation of polyamides based on fatty acid dimer. This approach involves the reaction of free acid sites existing on a polyamide as end sites, with oligosiloxane-monoamines and/or oligosiloxane-diamines (amidation reaction), or alternatively with oligosiloxane alcohols or oligosiloxane diols (esterification reaction). The esterification reaction requires the presence of acid catalysts, as is known in the art. It is desirable for the polyamide containing free acid sites, used for the amidation or esterification reaction, to have a relatively high number of acid end groups (for example polyamides with high acid numbers, for example from 15 to 20).

0104For the amidation of the free acid sites of the hydrocarbon-based polyamides, siloxane diamines with 1 to 300, more particularly 2 to 50 and better still 2, 6, 9.5, 12, 13.5, 23 or 31 siloxane groups, may be used for the reaction with hydrocarbon-based polyamides based on fatty acid dimers. Siloxane diamines containing 13.5 siloxane groups are preferred, and the best results are obtained with the siloxane diamine containing 13.5 siloxane groups and polyamides containing high numbers of carboxylic acid end groups.

0105The reactions may be carried out in xylene to extract the water produced from the solution by azeotropic distillation, or at higher temperatures (about 180 to 200°C) without solvent. Typically, the efficacy of the amidation and the reaction rates decrease when the siloxane diamine is longer, that is to say when the number of siloxane groups is higher. Free amine sites may be blocked after the initial amidation reaction of the diaminosiloxanes by reacting them either with a siloxane acid, or with an organic acid such as benzoic acid.

0106For the esterification of the free acid sites on the polyamides, this may be performed in boiling xylene with about 1% by weight, relative to the total weight of the reagents, of para-toluenesulphonic acid as catalyst.

0107These reactions carried out on the carboxylic acid end groups of the polyamide lead to the incorporation of silicone moieties only at the ends of the polymer chain.

0108It is also possible to prepare a copolymer of polyamide-silicone, using a polyamide containing free amine groups, by amidation reaction with a siloxane containing an acid group.

0109It is also possible to prepare a gelling agent based on a copolymer between a hydrocarbon-based polyamide and a silicone polyamide, by transamidation of a polyamide having, for example, an ethylenediamine constituent, with an oligosiloxane-α,ω-diamine, at high temperature (for example 200 to 300°C), to carry out a transamidation such that the ethylenediamine component of the original polyamide is replaced with the oligosiloxane diamine.

0110The copolymer of hydrocarbon-based polyamide and of polyamide-silicone may also be a graft copolymer comprising a hydrocarbon-based polyamide backbone with pendent oligosiloxane groups.

0111This may be obtained, for example: <ul id="ul0017" list-style="dash" compact="compact"><li>by hydrosilylation of unsaturated bonds in polyamides based on fatty acid dimers;</li><li>by silylation of the amide groups of a polyamide; or</li><li>by silylation of unsaturated polyamides by means of an oxidation, that is to say by oxidizing the unsaturated groups into alcohols or diols, to form hydroxyl groups that are reacted with siloxane carboxylic acids or siloxane alcohols. The olefinic sites of the unsaturated polyamides may also be epoxidized and the epoxy groups may then be reacted with siloxane amines or siloxane alcohols.</li></ul>

0112As has been seen previously, gelling agents consisting of homopolymers or copolymers of the invention may contain siloxane moieties in the main chain of the polymer and groups capable of establishing hydrogen interactions, either in the main chain of the polymer or at the ends thereof, or on side chains or branches of the main chain. This may correspond to the following five arrangements: <chemistry id="chem0019" num="0019"><img file="EP1515684B1_D0019.tif" /></chemistry><chemistry id="chem0020" num="0020"><img file="EP1515684B1_D0020.tif" /></chemistry><chemistry id="chem0021" num="0021"><img file="EP1515684B1_D0021.tif" /></chemistry><chemistry id="chem0022" num="0022"><img file="EP1515684B1_D0022.tif" /></chemistry><chemistry id="chem0023" num="0023"><img file="EP1515684B1_D0023.tif" /></chemistry> in which the continuous line is the main chain of the siloxane polymer and the squares represent the groups capable of establishing hydrogen interactions.

0113In case (1), the groups capable of establishing hydrogen interactions are arranged at the ends of the main chain. In case (2), two groups capable of establishing hydrogen interactions are arranged at each of the ends of the main chain.

0114In case (3), the groups capable of establishing hydrogen interactions are arranged within the main chain in repeating moieties.

0115In cases (4) and (5), these are copolymers in which the groups capable of establishing hydrogen interactions are arranged on branches of the main chain of a first series of moieties that are copolymerized with moieties not comprising groups capable of establishing hydrogen interactions. The values n, x and y are such that the polymer has the desired properties in terms of an agent for gelling fatty phases based on silicone oil.

0116According to the invention, the structuring of the liquid fatty phase containing at least one silicone oil, is obtained with the aid of one or more of the polymers mentioned above, in combination with one or more non-polymeric organogelling agents.

0117As examples of polymers that may be used, mention may be made of the silicone polyamides obtained in accordance with Examples 1 and 2 of document <patcit id="pcit0020" dnum="US5981680A"><text>US-A-5 981 680</text></patcit>.

0118The polymers and copolymers used in the gelling system of the composition of the invention advantageously have a softening point from 40 to 190°C. Preferably, they have a softening point ranging from 50 to 140°C and better still from 70°C to 120°C. This softening point is lower than that of the known structuring polymers, which facilitates the use of the polymers that are the subject of the invention, allows the use of volatile oils and limits the deteriorations of the liquid fatty phase.

0119They have good solubility in silicone oils and produce macroscopically homogeneous compositions. Preferably, they have an average molecular mass from 500 to 200 000, for example from 80 000 to 200 000, preferably from 2 000 to 30 000.

Non-polymeric organogelling agent

0120The composition according to the invention contains one or more organogelling agents. This or these organogelling agent(s) make it possible to reinforce the mechanical properties of the composition, in particular the properties of resistance to shearing when it is in the form of a stick. This reinforcement results in a stick which is resistant to the shearing produced during the application of the composition to the lips or the skin, but also to the superficial body growths. Thus, it is possible to manufacture a lipstick having a stick diameter of 12.7 mm, which diameter corresponds to that customarily used in conventional lipsticks.

0121According to the invention, the composition comprises at least one organogelling agent. An organogelling agent is defined here as comprising a non-polymeric organic compound whose molecules may be capable of establishing, with each other, at least one physical interaction leading to self-aggregation of the molecules with formation of a three-dimensional macromolecular network which may be responsible for the gelling of the liquid fatty phase. The network can result from the formation of a network of fibrils (due to the stacking or aggregation of the organic gelling molecules), immobilizing the molecules of the liquid fatty phase. Depending on the nature of the organogelling agent, the interconnected fibrils have variable sizes which may range from a few nanometres to 1 µm or even several micrometres. These fibrils can occasionally combine to form ribbons or columns.

0122The term "gelling" means a thickening of the medium which may lead to a gelatinous consistency and even to a rigid, solid consistency which does not run under its own weight. The capacity to form this network of fibrils, and thus the gelling, depends on the nature (or the chemical category) of the organogelling agent, the nature of the substituents carried by its molecules for a given chemical category, and the nature of the liquid fatty phase. For example,' this gelling is reversible under the action of an external stimulus such as temperature.

0123The physical interactions are diverse but may exclude cocrystallization. These physical interactions are for example interactions chosen from self-complementary hydrogen interactions, π interactions between unsaturated nuclei, dipolar interactions, and coordination bonds with organometallic derivatives. The establishment of these interactions can often be promoted by the architecture of the molecule, for example by nuclei, unsaturations, and the presence of asymmetric carbon. In general, each molecule of an organogelling agent can establish several types of physical interaction with a neighbouring molecule. Thus, in one embodiment, the molecules of the organogelling agent according to the invention may comprise at least one group capable of establishing a hydrogen bond, for example at least two groups capable of establishing a hydrogen bond; at least one aromatic nucleus, for example at least two aromatic nuclei; at least one bond with ethylenic unsaturation; and/or at least one asymmetric carbon. The groups capable of forming a hydrogen bond may be chosen, for example, from the hydroxyl, carbonyl, amine, carboxylic acid, amide, benzyl, sulphonamide, carbamate, thiocarbamate, urea, thiourea, oxamido, guanidino and biguanidino groups.

0124The organogelling agents of the invention may be soluble in the liquid fatty phase at room temperature and at atmospheric pressure. They may be solid or liquid at room temperature and at atmospheric pressure.

0125Organogelling agents which may be used in the invention are, for example, those described in the document "<nplcit id="ncit0001" npl-type="b"><text>Specialist Surfactants" published by D. Robb, 1997, pp. 209-263, chapter 8, by P. Terech</text></nplcit> [12], and the documents <patcit id="pcit0021" dnum="FR2796276A"><text>FR-A-2 796 276</text></patcit> [13] and <patcit id="pcit0022" dnum="FR2811552A"><text>FR-A-2 811 552</text></patcit> [14]. The organogelling agents described in these documents are, chosen from: <ul id="ul0018" list-style="dash" compact="compact"><li>12-hydroxystearic acid, and salts such as the alkali metal salts (in particular the Li, Na and K salts) and the alkaline-earth metal salts (for example the magnesium salts) or esters thereof resulting from esterification with a monoalcohol or a polyol having a saturated or unsaturated, linear or cyclic chain of 1 to 6 carbon atoms;</li><li>amides of tricarboxylic acids, for example cyclohexanetricarboxamides (see [13]), these amides corresponding, for example, to the formula (XV) given below;</li><li>amides or esters of N-acylamino acids, for example the diamides resulting from the action of an N-acylamino acid with amines containing from 1 to 22 carbon atoms, such as those described in <patcit id="pcit0023" dnum="WO9323008A"><text>WO-93/23008</text></patcit> [15], for example N-acylglutamides in which the acyl group is a C8 to C22 alkyl chain, and the dibutylamide of N-laurylglutamic acid, such as the product sold or manufactured by the company AJINOMOTO under the name GP-1;</li><li>dibenzylidene sorbitol or derivatives thereof, for example 1,3:2,4-di-o-benzylidene-D-sorbitol;</li><li>cyclodipeptides which are cyclic condensates of two amino acids such as those described in the book "Specialist Surfactants" [12];</li><li>the organogelling agents defined in the document <patcit id="pcit0024" dnum="WO0107007A"><text>WO-A-01/07007 </text></patcit>[16] corresponding to the general formula (XVII): Q-O-W-(CHOH)s-W1-O-Q1 (XVII) in which W and W1, which may be identical or different, are chosen from -CH2- and -CO-, and in which Q and Q1, which may be identical or different, are a hydrocarbon chain chosen from saturated or unsaturated, linear or branched hydrocarbon chains containing at least 6 carbon atoms, and in which s is an integer from 2 to 4; such as the compounds in which W = W1 = -CH2-and s = 2 and the compounds in which W = W1 = -CO- and s = 4;</li><li>diamide, diurea or diurethane derivatives of amino acids such as: <ol id="ol0008" compact="compact"><li>a) diamide derivatives of benzenedicarboxylic acids and of valine such as those mentioned in the article by <nplcit id="ncit0002" npl-type="s"><text>K. Hanabusa, Chemistry Letters, pp. 767-8, 1999</text></nplcit> [21], corresponding for example to the formulae: <chemistry id="chem0024" num="0024"><img file="EP1515684B1_D0024.tif" /></chemistry><chemistry id="chem0025" num="0025"><img file="EP1515684B1_D0025.tif" /></chemistry> in which -L-Val- represents: -NH-CH [CH(CH3)2)] -CO- ; </li></ol></li><li>bolaamphiphilic amides derived from amido acids mentioned by <nplcit id="ncit0003" npl-type="s"><text>K. Hanabusa, Adv. Mater., 9, No. 14, 1997, pp. 1095-1097</text></nplcit> [24], corresponding to the formulae: <chemistry id="chem0026" num="0026"><img file="EP1515684B1_D0026.tif" /></chemistry><chemistry id="chem0027" num="0027"><img file="EP1515684B1_D0027.tif" /></chemistry> where R36 = -CH2-C6H5 or -CH2-CH3, and <chemistry id="chem0028" num="0028"><img file="EP1515684B1_D0028.tif" /></chemistry></li><li>2-alkyl-2-ammoniumisobutyl acetate p-toluenesulphonate salts such as those described by <nplcit id="ncit0004" npl-type="s"><text>K. Hanabusa, Colloid Polym. Sci., 276, pp. 252-59, 1998</text></nplcit> [25], corresponding to the formula (XXII) : p-CH3-C6H4-SO3- +H3N-CH(R37)-CO-OR38 (XXII) in which R37 represents: -CH2-CH-(CH3)2 (leucine), -CH-(CH3)2 (L-valine); <chemistry id="chem0029" num="0029"><img file="EP1515684B1_D0029.tif" /></chemistry><chemistry id="chem0030" num="0030"><img file="EP1515684B1_D0030.tif" /></chemistry> R38 represents: [with n = 4 to 12, or] -CH2-(CH2)n-CH3 with n = 4 to 12, or <chemistry id="chem0031" num="0031"><img file="EP1515684B1_D0031.tif" /></chemistry></li><li>diamides of formula (XXV) or (XXVI): R44-X-CO-NH-R45-NH-CO-X-R44 (XXV) or R44-CO-NH-R45-NH-CO-R44 (XXVI) </li></ul>

0126in which the groups R44, which may be identical or different, represent a saturated or unsaturated, linear or branched C8-C60 hydrocarbon chain, the group (s) R44 optionally comprising a hydroxyl group or at least one heteroatom such as N, O, S or Si, R45 is a hydrocarbon-based group chosen from linear, branched and cyclic C1 to C50 groups and C5 to C8 arylene groups optionally substituted with one or more C1-C4 alkyl groups, and X represents -O- or -NH-.

0127It is also possible to use mixtures of the various organogelling agents described above.

0128According to one embodiment, the organogelling agent is chosen from amides of amino acids such as N-acylamino acids and mixtures thereof with cyclohexanetricarboxamides.

Organogelling agents of formula (XV):

0129<chemistry id="chem0032" num="0032"><img file="EP1515684B1_D0032.tif" /></chemistry> in which the groups R48, which are identical or different, are chosen from a hydrogen atom and saturated, linear and branched hydrocarbon chains, the said hydrocarbon chains containing from 1 to 6 carbon atoms, for example from 1 to 4 carbon atoms; <ul id="ul0019" list-style="dash" compact="compact"><li>the groups Z, which are identical or different, each represent a group chosen from the following groups: -CO-S-R49; -CO-NHR49; -NH-COR49 and -S-COR49; in which the groups R49, which may be identical or different, are chosen from:</li><li>a hydrogen atom,</li><li>an aryl group,</li><li>an aralkyl group, that is to say an aryl group substituted with a hydrocarbon chain chosen from saturated, linear and branched hydrocarbon chains, in which the hydrocarbon chain contains from 1 to 22 carbon atoms, for example from 10 to 18 carbon atoms, and</li><li>a saturated hydrocarbon chain chosen from linear, branched and cyclic hydrocarbon chains, containing from 1 to 22 carbon atoms, for example from 10 to 18 carbon atoms, optionally substituted with at least one group chosen from aryl, ester, amide and urethane groups; and/or optionally comprising at least one heteroatom chosen from O, S and N; and/or, optionally substituted with at least one fluorine atom and/or one hydroxyl radical.</li></ul>

0130R48 is for example a hydrogen atom.

0131Z is for example the group -CO-NHR49 or -NH-COR49.

0132R49 is for example an aryl group; an aralkyl group in which the linear or branched alkyl chain contains from 12 to 16 carbon atoms; or a linear or branched C11-C18 alkyl group.

0133In one embodiment, Z is a group -CO-NHR49 in which R49 is chosen from aryl groups substituted with a linear or branched C11-C16 alkyl chain, unsubstituted linear C11 to C18 alkyl chains and unsubstituted branched C11 to C18 alkyl chains.

0134In the compounds of formula (XV), the three substituents represented by Z may be in cis-cis, cis-trans or trans-trans conformation relative to each other. In particular, at least one of these substituents may be placed in an equatorial position on the cyclohexane nucleus; for example all the substituents Z are placed in an equatorial position.

0135It is also possible to use, as compound of formula (XV), a mixture of cis-cis, cis-trans and/or trans-trans compounds.

0136Among the compounds of formula (XV) which may be used as organogelling agent, alone or in the form of a mixture, in the composition of the invention, the following compounds may be mentioned: <ul id="ul0020" list-style="dash" compact="compact"><li>cis-1,3,5-tris(dodecylaminocarbonyl)cyclohexane,</li><li>cis-1,3,5-tris(octadecylaminocarbonyl)cyclohexane,</li><li>cis-1,3,5-tris[N-(3,7-dimethyloctyl)aminocarbonyl]-cyclohexane,</li><li>trans-1,3,5-trimethyl-1,3,5-tris(dodecylaminocarbonyl)cyclohexane, and</li><li>trans-1,3,5-trimethyl-1,3,5-tris(octadecylaminocarbonyl)cyclohexane.</li></ul>

0137The compounds of formula (XV) are well known to persons skilled in the art and may be prepared by conventional methods.

0138According to the invention, among the organogelling agents described above, those which can be carried in silicone oils and considered as gelling agents for these media when they are used alone, without the polymer of the invention, are preferred. They are the following compounds: <ol id="ol0009" compact="compact"><li>a) 12-hydroxystearic acid, its salts and its ester or amide derivatives which are described in the documents <patcit id="pcit0025" dnum="US5480637A"><text>US-A-5,480,637</text></patcit> [30], <patcit id="pcit0026" dnum="EP616842A"><text>EP-A-616 842</text></patcit> [31] and <patcit id="pcit0027" dnum="EP665007A"><text>EP-A-665 007</text></patcit> [32] as gelling agents for silicone oils.</li><li>b) amides of tricarboxylic acids, for example their diamides as described in <patcit id="pcit0028" dnum="US5776494A"><text>US-A-5,776,494</text></patcit> [33].</li><li>c) esters and amides of N-acylamino acids described in <patcit id="pcit0029" dnum="WO9323008A"><text>WO-A-93/23008</text></patcit> [15] and <patcit id="pcit0030" dnum="US5429816A"><text>US-A-5, 429, 816</text></patcit> [34], for example N-acylglutamides where the acyl group is a C8 to C22, and the dibutylamide of N-laurylglutamic acid from Ajinomoto.</li><li>d) diureas of N-acylamino acids.such as the methyl or ethyl esters of Nε-lauroyl-Nαstearylamino-carbonyl-L-lysine and of Nε-lauroyl-Nα-n-butylamino-L-lysine of formulae:</li></ol><chemistry id="chem0033" num="0033"><img file="EP1515684B1_D0033.tif" /></chemistry> with R1 = -NH-CH2)17-CH3 or -NH-(CH2)3-CH3 and R2 = -CH3 or -C2H5,

0139These derivatives are described by <nplcit id="ncit0005" npl-type="s"><text>K. Hanabusa, Chemistry Letters, 2000, pp. 1070-1071</text></nplcit> [20]. <ul id="ul0021" list-style="none" compact="compact"><li>e) Urethane amides of certain dipeptides such as N-benzyloxycarbonyl-L-valyl-L-valine n-octa-decylamide of formula: <chemistry id="chem0034" num="0034"><img file="EP1515684B1_D0034.tif" /></chemistry> described by <nplcit id="ncit0006" npl-type="s"><text>K. Hanabusa, J. Chem. Soc., Chem. Commun., 1993, pages 390-92</text></nplcit> [35].</li><li>f) Dibenzylidenesorbitol and its derivatives.</li><li>g) Sterol derivatives such as: <ul id="ul0022" list-style="dash" compact="compact"><li>the lanosterol described in <patcit id="pcit0031" dnum="EP1064925A"><text>EP-A-1 064 925 </text></patcit>[36],</li><li>dihydrolanosterol,</li><li>cholesterol esters such as cholesterylphenyl acetate, cholesteryl laureate, cholesteryl cinnamate and cholesteryl 4-(2-anthryloxy)butanoate, and cholesterol esters with azobenzene groups such as: <chemistry id="chem0035" num="0035"><img file="EP1515684B1_D0035.tif" /></chemistry> described by<nplcit id="ncit0007" npl-type="s"><text> P. Terech, Chem. Rev., 97, 3133-59, 1997</text></nplcit> [37].</li></ul></li><li>h) Certains cyclodipeptides cited in the article by <nplcit id="ncit0008" npl-type="s"><text>K. Hanabusa, J. Colloid and Int. Sci., 224, pp. 231-44, 2000</text></nplcit> [38], in particular: cyclo(glycyl-L-alanyl), cyclo(glycyl-L-valyl), cyclo(glycyl-L-leucyl), cyclo(glycyl-L-phenylalanyl), cyclo(L-valyl-L-leucyl), cyclo(L-leucyl-L-leucyl), cyclo(L-phenylalanyl-L-leucyl), cyclo(L-phenylalanyl-L-phenylalanyl), cyclo(L-valyl-L-γ-3,7-dimethyloctylglutamyl), cyclo(L-valyl-L-γ-2-ethylhexylglutamyl), cyclo(L-leucyl-L-γ-ethylglutamyl), cyclo(L-leucyl-L-γ-dodecylglutamyl), cyclo(L-leucyl-L-γ-3,7-dimethyloctylglutamyl), cyclo(L-leucyl-L-γ-benzylglutamyl), cyclo(L-β-butylasparaginyl-L-phenylalanyl), cyclo(L-γ-dodecylasparaginyl-L-phenylalanyl), cyclo(L-β-3,7-dimethyloctylasparaginyl-L-phenylalanyl), cyclo(L-β-2-ethylhexylasparaginyl-L-phenylalanyl), cyclo(L-β-3,5,5-trimethylhexylasparaginyl-L-phenylalanyl) and cyclo(L-β-2-ethylbutylasparaginyl-L-phenylalanyl).</li><li>i) the trans-(1R,2R)-bis(undecylcarbonylamino)cyclohexane derivative of formula: <chemistry id="chem0036" num="0036"><img file="EP1515684B1_D0036.tif" /></chemistry></li><li>j) Fluorinated ethers such as those defined in <patcit id="pcit0032" dnum="US6002048A"><text>US-A-6, 002, 048</text></patcit> [39].</li><li>k) The organogelling agents defined in <patcit id="pcit0033" dnum="WO0107007A"><text>WO 01/07007</text></patcit> [16], of general formula (XVII) described above.</li><li>l) The bolaamphiphilic amide organogelling agents derived from amino acids mentioned above.</li><li>m) The 2-alkyl-2-ammoniumisobutyl acetate p-toluenesulfonate salts of formula (XXII) cited above, in particular that for which R37 is derived from L-leucine and R38 represents - (CH2)11CH3.</li><li>n) The diamide derivatives of benzenedicarboxylic acid and of valine cited above.</li><li>o) The non-polymeric organogelling agents of formula (XXV) or (XXVI) described above.</li></ul>

0140Among the preferred organogelling agents, the ones which will be even more preferred are those which are compatible with silicone oils and which in addition possess groups which can give hydrogen interactions with the polyorganosiloxane polymers used in the invention, that is amide, urea, urethane, ester, sulfonamide, carbamate, thiocarbamate, thiourea, oxamido, guanidino and biguanidino groups, and combinations thereof.

0141In a particularly preferred manner, there will be used in accordance with the invention: <ul id="ul0023" list-style="dash" compact="compact"><li>12-hydroxystearic acid amide derivatives,</li><li>amides of tricarboxylic acids,</li><li>esters or amides of N-acylamino acids,</li><li>the diureas cited above,</li><li>urethane amides of certain dipeptides,</li><li>the cyclodipeptides cited above,</li><li>the derivatives of formula (XIV) and more particularly trans-(1R,2R)-bis(undecylcarbonylamino)-cyclohexane,</li><li>bolaamphipilic amide organogelling agents derived from amino acids,</li><li>diamide derivatives of benzenedicarboxylic acid and of valine, and</li><li>organogelling agents which are soluble in silicone oils and which have a non-polymeric structure, defined by the formulae XXV and XXVI given above.</li></ul>

0142According to the invention, the polymer may be combined with at least one amphiphilic compound which is liquid at room temperature, having a hydrophilic/lipophilic balance (HLB) value of less than 12, in particular ranging from 1 to 7, preferably from 1 to 5, and even better from 3 to 5. According to the invention, it is possible to use one or more amphiphilic compounds. The aim of these amphiphilic compounds is to reinforce the structuring properties of the polymer, to facilitate the use of the polymer and to enhance the capacity of the stick to form a deposit.

0143According to the invention, the composition preferably has a hardness ranging from 20 to 2 000 gf and better still from 20 to 900 gf, particularly from 20 to 600 gf, and for example from 150 to 450 gf. This hardness may be measured according to a method of penetration of a probe into the said composition and in particular with the aid of a texture analyser (for example TA-TXT2i from Rheo) equipped with an ebonite cylinder 25 mm in height and 8 mm in diameter. The hardness measurement is carried out at 20°C at the centre of five samples of the said composition. The cylinder is introduced into each sample of composition at a pre-speed of 2 mm/s, then at a speed of 0.5 mm/s and finally at a post-speed of 2 mm/s, the total displacement being 1 mm. The recorded hardness value.is that of the maximum peak. The measurement error is ± 50 gf.

0144The hardness may also be measured by the "cheese wire" method, which consists in cutting a tube of lipstick 12.7 mm or 8.1 mm in diameter and in measuring the hardness at 20°C, using a DFGHS 2 tensile testing machine from the company Indelco-Chatillon, travelling at a speed of 100 mm/minute. It is expressed as the shear force (expressed in gram-force) required to cut a stick under these conditions. According to this method, the hardness of a composition in stick form according to the invention ranges from 30 to 300 gf, preferably from 30 to 250 gf, for a stick 12.7 mm in diameter and for example from 30 to 120 gf for a stick 8.1 mm in diameter.

0145The hardness of the composition according to the invention is such that the composition is self-supporting and can disintegrate easily to form a satisfactory deposit on the skin and the lips. In addition, with this hardness, the composition of the invention shows good impact strength.

0146According to the invention, the composition in stick form has the behaviour of a deformable and supple elastic solid, giving noteworthy elastic softness on application. The stick compositions of the prior art do not have this property of elasticity and suppleness.

0147The amphiphilic, silicone and non-silicone compound(s) which can be used in the composition of the invention comprise a lipophilic part linked to a polar part, the lipophilic part containing a carbon chain having at least 8 carbon atoms, in particular from 18 to 32 carbon atoms and even better from 18 to 28 carbon atoms. Preferably, the polar part of this or these amphiphilic compound(s) is the residue of a compound chosen from alcohols and polyols having from 1 to 12 hydroxyl groups, polyoxyalkylenes containing at least two oxyalkylenated moieties and having from 0 to 20 oxypropylenated moieties and/or from 0 to 20 oxyethylenated moieties. In particular, the amphiphilic compound is an ester chosen from hydroxystearates oleates and isostearates of glycerol, sorbitan or methylglucose, or branched C12 to C26 fatty alcohols such as octyldodecanol and mixtures thereof. Among these esters, monoesters and mixtures of mono- and diesters are preferred.

0148The respective amounts of lipophilic non-polymeric organogelling agent and of structuring silicone polymer and optionally of amphiphilic compound are chosen-according to the desired gel hardness and depending on the particular application envisaged. The respective quantities of polymer, organogelling agent and optionally of amphiphilic compound should be such that they allow the production of a self-supported composition, for example in the form of a disintegrable stick. In practice, the quantity of polymer (as active material) represents from 0.5 to 80% of the total weight of the composition, and even better from 5 to 40%. The quantity of amphiphilic compound represents in practice from 0.1% to 35% of the total weight of the composition, for example from 1% to 20% and even better from 2% to 15%. The quantity of organogelling agent represents in practice from 0.1 to 80%, preferably from 0.5 to 60%, and even better from 1 to 40% and better still from 1 to 15% of the total weight of the composition.

0149According to the invention, it is in fact preferable for the quantity of organogelling agent to be smaller than the quantity of structuring silicone polymer.

0150Generally, the silicone polymer/non-polymeric organogelling agent mass ratio is in the range from 20 to 0.15, preferably from 15 to 1.5.

Other additive

0151The composition of the invention may also comprise any ingredient usually used in the field under consideration, and especially those chosen from dyes that are soluble in polyols or in the fatty phase, antioxidants, essential oils, preserving agents, perfumes, liposoluble polymers, especially hydrocarbon-based liposoluble polymers such as polyalkylenes or polyvinyl laurate, liquid-fatty-phase gelling agents, waxes, gums, resins, surfactants, for instance trioleyl phosphate, additional cosmetic or dermatological active agents such as, for example, water, emollients, moisturizers, vitamins, liquid lanolin, essential fatty acids, lipophilic sunscreens or sunscreens that are soluble in polyols, and mixtures thereof. The composition according to the invention may also contain lipid vesicles of ionic and/or non-ionic type. These ingredients, besides the water, may be present in the composition in the usual manner in a proportion of from 0% to 20% of the total weight of the composition and better still from 0.1% to 10%.

0152In the case where the composition contains an aqueous phase, which is the case for a simple or multiple emulsion, this aqueous phase can represent 0.1% to 70% of the total weight of the composition, especially from 0.5% to 40% and better still from 1% to 20%. This aqueous phase can contain any water-miscible compound such as polyols and may be optionally gelled with a suitable gelling agent.

0153Needless to say, the person skilled in the art will take care to select the optional additional ingredients and/or the amount thereof such that the advantageous properties of the composition according to the invention are not, or are not substantially, adversely affected by the envisaged addition.

0154The compositions of the invention may in particular contain one or more waxes, for example polyethylene wax, but the use of wax is avoided if it is desired to obtain glossy, or even transparent products. Generally, the amount of wax does not exceed 20% and preferably 10%; it represents, for example, from 3% to 5% of the total weight of the composition.

0155The composition according to the invention may be in the form of an optionally tinted dermatological or care composition for keratinous materials such as the skin, the lips and/or the superficial body growths, in the form of a sun protection or care composition, especially in the form of a make-up-removing product in stick form. It can especially be used as a care base for the skin, the superficial body growths or the lips (lip balms, for protecting the lips against the cold and/or sunlight and/or the wind, or a care cream for the skin, the nails or the hair).

0156The composition of the invention may be provided in particular in the form of a rigid gel, in particular in the form of a transparent anhydrous stick.

0157The composition of the invention may also be in the form of a coloured make-up product for the skin, in particular a foundation, optionally having care or treatment properties, a blusher, a face powder, an eyeshadow, a concealer product, an eyeliner or a make-up product for the body; a lip make-up, for instance a lipstick, optionally having care or treatment properties; a make-up for the superficial body growths, for instance the nails or the eyelashes, in particular in the form of a mascara cake, or for the eyebrows and the hair, especially in the form of a pencil. In particular, the composition of the invention may be a cosmetic product containing cosmetic and/or dermatological active agents, for instance essential oils, vitamins, moisturizers, sunscreens, cicatrizing agents and ceramides.

0158In the case of make-up compositions, hydrophobic or hydrophilic solid particles may constitute the pigment(s) for making up the skin, the lips and/or the superficial body growths.

0159Needless to say, the composition of the invention must be cosmetically or dermatologically acceptable, that is to say that it must contain a nontoxic physiologically acceptable medium that can be applied to the skin, the superficial body growths or the lips of human beings. For the purposes of the invention, the expression "cosmetically acceptable" means a composition of pleasant appearance, odour and feel.

0160Moreover, the make-up or care compositions in accordance with the invention must comprise at least 10% by mass of a non-volatile oil (silicone oil or non-silicone oil) and/or of a pasty or viscous product in order to obtain a product which is comfortable and which does not cause tightness.

0161The expression pasty product is understood to mean a viscous fatty substance containing a liquid fraction and a solid fraction. For the purposes of the invention, the expression "pasty fatty substances" means fatty substances with a melting point ranging from 20 to 55°C and preferably 25 to 45°C, and/or a viscosity at 40°C ranging from 0.1 to 40 Pa.s (1 to 400 poises) and preferably 0.5 to 25 Pa.s measured using a Contraves TV or Rheomat 180 viscometer, equipped with a spindle rotating at 240 min-1 for a power supply at 60 Hz or at 200 min-1 for a power supply at 50 Hz.

0162A person skilled in the art can select the spindle for measuring the viscosity, from the spindles MS-r3 and MS-r4, on the basis of his general knowledge, so as to be able to measure the viscosity of the tested pasty compound.

0163The melting point values correspond, according to the invention, to the melting peak measured by the "Differential Scanning Calorimetry" method with a temperature rise of 5 or 10°C/min.

0164By way of example of pasty products that may be used in the invention, mention may be made of lanolins and lanolin derivatives, for instance acetylated lanolins or oxypropylenated lanolins or isopropyl lanolate, with a viscosity of 18 to 21 Pa.s and preferably 19 to 20.5 Pa.s, and/or a melting point of 30 to 55°C, preferably 30 to 40°C, and mixtures thereof. Esters of fatty acids or of fatty alcohols may also be used, especially those containing 20 to 65 carbon atoms (melting point of about 20 to 35°C and/or viscosity at 40°C ranging from 0.1 to 40 Pa.s), for instance triisostearyl citrate or cetyl citrates arachidyl propionate; polyvinyl laurate; cholesterol esters, for instance triglycerides of plant origin such as hydrogenated plant oils, viscous polyesters, for instance poly(12-hydroxystearic acid) and mixtures thereof. Triglycerides of plant origin that may be used include hydrogenated castor oil derivatives, such as "THIXINR" from Rheox.

0165Mention may also be made of silicone-based pasty fatty substances such as polydimethylsiloxanes (PDMSs) containing pendent chains of the alkyl or alkoxy type containing from 8 to 24 carbon atoms, and having a melting point of 20-55°C, for example 20 to 40°C, for instance stearyl dimethicones, especially those sold by the company Dow Corning under the trade names DC2503 and.DC25514, and mixtures thereof.

0166The pasty fatty, substance (s) may be present in a proportion of from 0 to 60% by weight relative to the total weight of the composition, preferably in a proportion of 0.1-45% by weight and even more preferably in a proportion of 2-30% by weight.

0167According to the invention, the composition may furthermore contain colouring matter which may be a pigment or a pearlescent agent as defined above, or a soluble compound chosen from lipophilic dyes, hydrophilic dyes, and mixtures thereof.

0168The liposoluble dyes are, for example, Sudan red, DC Red 17, DC Green 6, β-carotene, soybean oil, Sudan brown, DC Yellow 11, DC Violet 2, DC Orange 5, quinoline yellow and annatto. The hydrophilic dyes are for example beet juice and methylene blue. Each type of dye can represent from 0% to 20% of the weight of the composition and better still from 0.1% to 6% (if present).

0169The composition according to the invention may be manufactured by known methods, generally used in the cosmetic or dermatological field. It may be manufactured by the method which consists in heating the polymer at least to its softening point, adding thereto the pasty compounds and/or the optional waxes, the oil(s), the organogelling agent, if necessary the amphiphilic compound(s), the colouring matter and/or the solid particles, and the additives, and then in mixing the whole until a transparent, clear solution is obtained. The homogeneous mixture obtained can then be cast in a suitable mould such as a lipstick mould, or directly into the packaging articles (especially a case or dish).

0170The subject of the invention according to a preferred embodiment of claim 1 is also a make-up structured solid composition for the skin, the lips and/or the superficial body growths, containing at least one pigment in a sufficient quantity for applying make-up to the skin, the lips and/or the superficial body growths and a liquid continuous fatty phase comprising at least one silicone oil structured with at least one polymer (homopolymer or copolymer) having a weight-average molecular mass ranging from 500 to 500 000, containing at least one moiety comprising: <ul id="ul0024" list-style="dash" compact="compact"><li>at least one polyorganosiloxane group, consisting of 1 to 1 000 organosiloxane units in the chain of the moiety or in the form of a graft, and</li><li>at least two groups capable of establishing hydrogen interactions chosen from amide,</li></ul> the polymer being solid at room temperature and soluble in the liquid fatty phase at a temperature of 25 to 250°C, the liquid fatty phase consisting partially or totally of silicone oil(s) and containing a non-polymeric organogelling agent, the said composition being provided in the form of a solid, and the pigment, the liquid fatty phase, the organogelling agent and the polymer forming a physiologically acceptable medium.

0171This make-up composition is preferably self-supporting.

0172The subject of the invention according to a preferred embodiment of claim 1 is also a lipstick structured composition, containing at least one pigment in a sufficient quantity for applying make-up to the lips and a liquid continuous fatty phase comprising at least one silicone oil structured with at least one polymer (homopolymer or copolymer) having a. weight-average molecular mass ranging from 500 to 500 000, containing at least one moiety comprising: <ul id="ul0025" list-style="dash" compact="compact"><li>at least one polyorganosiloxane group, consisting of 1 to 1 000 organosiloxane units in the chain of the moiety or in the form of a graft, and</li><li>at least two groups capable of establishing hydrogen interactions chosen from amide,</li></ul> the polymer being solid at room temperature and soluble in the liquid fatty phase at a temperature of 25 to 250°C, the liquid fatty phase consisting partially or totally of silicone oil(s) and of an organogelling agent, the said composition being provided in the form of a solid, and the pigment, the liquid fatty phase and the polymer forming a physiologically acceptable medium.

0173The composition of the invention may be provided in the form of a cake mascara, an eyeliner, a foundation, a lipstick, a blusher, a make-up-removing product, a make-up product for the body, an eyeliner or a face powder, or a concealer product.

0174The subject of the invention according to a preferred embodiment of claim 1 is also a make-up stick for the skin, the lips and/or the superficial body growths, and in particular for the lips, containing at least one pigment in a sufficient quantity for applying make-up to the skin, the lips and/or the superficial body growths and a liquid continuous fatty phase comprising at least one silicone oil structured with at least one polymer (homopolymer or copolymer) having a weight-average molecular mass ranging from 500 to 500 000, containing at least one moiety comprising: <ul id="ul0026" list-style="dash" compact="compact"><li>at least one polyorganosiloxane group, consisting of 1 to 1 000 organosiloxane units in the chain of the moiety or in the form of a graft, and</li><li>at least two groups capable of establishing hydrogen interactions chosen from amide, the polymer being solid at room temperature and soluble in the liquid fatty phase at a temperature of 25 to 250°C, the liquid fatty phase consisting partially or totally of silicone oil(s) and of organogelling agent, the pigment, the fatty phase and the polymer forming a physiologically acceptable medium;</li></ul>

0175The invention relates to a cosmetic care, make-up or treatment method for the keratinous materials of human beings, comprising the application to the keratinous materials of a cosmetic composition in accordance with the invention.

0176The invention finally relates to a cosmetic method for limiting the migration of a cosmetic composition according to claim 1 containing a liquid fatty phase comprising at least one silicone oil, consisting in structuring the said fatty phase with a sufficient quantity of at least one polymer (homopolymer or copolymer) having a weight-average molecular mass ranging from 500 to 500 000, containing at least one moiety comprising: <ul id="ul0027" list-style="dash" compact="compact"><li>at least one polyorganosiloxane group, consisting of 1 to 1 000 organosiloxane units in the chain of the moiety or in the form of a graft, and</li><li>at least two groups capable of establishing hydrogen interactions chosen from amide, the polymer being solid at room temperature and soluble in the liquid fatty phase at a temperature of 25 to 250°C,</li></ul> the liquid fatty phase consisting partially silicone oil(s) and containing at least one organbgelling agent.

REFERENCES

0177<ol id="ol0010" compact="compact"><li>[1] <patcit id="pcit0034" dnum="EP1068856A"><text>EP-A-1 068 856</text></patcit></li><li>[2] <patcit id="pcit0035" dnum="WO0197758A"><text>WO-A-01/97758</text></patcit></li><li>[3] <patcit id="pcit0036" dnum="US5874069A"><text>US-A-5 874 069</text></patcit></li><li>[4] <patcit id="pcit0037" dnum="US5919441A"><text>US-A-5 919 441</text></patcit></li><li>[5] <patcit id="pcit0038" dnum="US6051216A"><text>US-A-6 051 216</text></patcit></li><li>[6] <patcit id="pcit0039" dnum="WO0217870A"><text>WO-A-02/17870</text></patcit></li><li>[7] <patcit id="pcit0040" dnum="WO0217871A"><text>WO-A-02/17871</text></patcit></li><li>[8] <patcit id="pcit0041" dnum="EP1177784A"><text>EP-A-1 177 784</text></patcit></li><li>[9] <patcit id="pcit0042" dnum="US5412004A"><text>US-A-5 412 004</text></patcit></li><li>[10] <patcit id="pcit0043" dnum="EP1048686A"><text>EP-A-1 048 686</text></patcit></li><li>[11] <patcit id="pcit0044" dnum="US5981680A"><text>US-A-5 981 680</text></patcit></li><li>[12] Article by <nplcit id="ncit0009" npl-type="b"><text>D. Robb, 1997, pp. 209-263, chapter 8 and by P. Terech "Specialist Surfactants</text></nplcit>"</li><li>[13] <patcit id="pcit0045" dnum="FR2796276A"><text>FR-A-2 796 276</text></patcit></li><li>[14] <patcit id="pcit0046" dnum="FR2811552A"><text>FR-A-2 811 552</text></patcit></li><li>[15] <patcit id="pcit0047" dnum="WO9323008A"><text>WO-93/23008</text></patcit></li><li>[16] <patcit id="pcit0048" dnum="WO0107007A"><text>WO-A-01/07007</text></patcit></li><li>[17] Article by <nplcit id="ncit0010" npl-type="s"><text>R.J.H. Hafkamp, Chem. Commun., 1997, pages 545-546</text></nplcit></li><li>[18] Article <nplcit id="ncit0011" npl-type="s"><text>J. Org. Chem., vol. 64, No. 2, 412-26 (1999</text></nplcit>)</li><li>[19] Article by <nplcit id="ncit0012" npl-type="s"><text>M. Jokic, J. Chem. Soc., Chem. Commun., pages 1723-24 (1995</text></nplcit>)</li><li>[20] Article by <nplcit id="ncit0013" npl-type="s"><text>K. Hanabusa, Chemistry Letters, pp. 1070-71, 2000</text></nplcit></li><li>[21] Article by <nplcit id="ncit0014" npl-type="s"><text>K. Hanabusa, Chemistry Letters, pp. 767-8, 1999</text></nplcit></li><li>[22] Article by <nplcit id="ncit0015" npl-type="s"><text>X. Luo, Chem. Commun., pp. 2091-92, 2000</text></nplcit></li><li>[23] Article by <nplcit id="ncit0016" npl-type="s"><text>T. Shimizu, J. Am. Chem. Soc., 119, pp. 2812-18, 1997</text></nplcit></li><li>[24] Article by <nplcit id="ncit0017" npl-type="s"><text>K. Hanabusa, Adv. Mater., 9, No. 14, 1997, pp. 1095-1097</text></nplcit></li><li>[25] Article by<nplcit id="ncit0018" npl-type="s"><text> K. Hanabusa, Colloïd Polym. Sci., 276, pp. 252-59, 1998</text></nplcit></li><li>[26] <patcit id="pcit0049" dnum="WO0061080A"><text>WO-A-00/61080</text></patcit></li><li>[27] <patcit id="pcit0050" dnum="WO0061081A"><text>WO-A-00/61081</text></patcit></li><li>[28] <patcit id="pcit0051" dnum="US6156325A"><text>US-A-6 156 325</text></patcit></li><li>[29] Article by <nplcit id="ncit0019" npl-type="s"><text>K. Hanabusa, Agnew. Chem., 108, 1997, 17, pp. 2086-2088</text></nplcit></li><li>[30] <patcit id="pcit0052" dnum="US5480637A"><text>US-A-5 480 637</text></patcit></li><li>[31] <patcit id="pcit0053" dnum="EP616842A"><text>EP-A-616 842</text></patcit></li><li>[32] <patcit id="pcit0054" dnum="EP665007A"><text>EP-A-665 007</text></patcit></li><li>[33] <patcit id="pcit0055" dnum="US5776494A"><text>US-A-5 776 494</text></patcit></li><li>[34] <patcit id="pcit0056" dnum="US5429816A"><text>US-A-5 429 816</text></patcit></li><li>[35] Article by <nplcit id="ncit0020" npl-type="s"><text>K. Hanabusa, J. Chem. Soc., Chem. Commun., 1993, pp. 390-92</text></nplcit></li><li>[36] <patcit id="pcit0057" dnum="EP1064925A"><text>EP-A-1 064 925</text></patcit></li><li>[37] Article by <nplcit id="ncit0021" npl-type="s"><text>P. Terech, Chem. Rev., 97, 3133-59, 1997</text></nplcit></li><li>[38] Article by <nplcit id="ncit0022" npl-type="s"><text>K. Hanabusa, J. Colloid and Int. Sci., 224, pp. 231-44, 2000</text></nplcit></li><li>[39] <patcit id="pcit0058" dnum="US6002048A"><text>US-A-6 002 048</text></patcit></li><li>[40] <patcit id="pcit0059" dnum="WO9906473A"><text>WO-A-99/06473</text></patcit></li><li>[41] <patcit id="pcit0060" dnum="US6353076A"><text>US-A-6 353 076</text></patcit></li></ol>

Every citation, both ways

Citations
Document	Relation	Office
EP1116740A	Cites	European Patent Office (EPO)
WO03013447A	Cites	World Intellectual Property Organization (WIPO)
WO03030854A	Cites	World Intellectual Property Organization (WIPO)
US6051216A	Cites	United States of America
US6066314A	Cites	United States of America
US2002048557A1	Cites	United States of America
US2002051758A1	Cites	United States of America
DATABASE WPI Derwent Publications Ltd., London, GB; AN 1992-060684 XP002243441 & JP 04 005224 A (KAO CO.)	Non-patent	–

203 members in 14 offices

This recordMember, by publication datePriority claim4 more offices are in the list below

Priority claims6

Priority claims
Document	Office	Kind	Date
0207206	France	–	2002-06-12
0207206	France	A	2002-06-12
391617P	United States of America	–	2002-06-27
39161702	United States of America	P	2002-06-27
0306463	European Patent Office (EPO)	W	2003-06-02
62268903	United States of America	A	2003-07-21

Members203

Family members, oldest first
Document	Office	Kind
EP1266647A1	European Patent Office (EPO)	A1	2002-12-18
EP1266648A1	European Patent Office (EPO)	A1	2002-12-18
EP1266653A1	European Patent Office (EPO)	A1	2002-12-18
FR2825914A1	France	A1	2002-12-20
FR2825915A1	France	A1	2002-12-20
FR2825916A1	France	A1	2002-12-20
JP2002370919A	Japan	A	2002-12-24
CN1386489A	China	A	2002-12-25
CN1386490A	China	A	2002-12-25
CN1386796A	China	A	2002-12-25
JP2003012462A	Japan	A	2003-01-15
JP2003055155A	Japan	A	2003-02-26
US2003068348A1	United States of America	A1	2003-04-10
US2003072730A1	United States of America	A1	2003-04-17
US2003170188A1	United States of America	A1	2003-09-11
FR2825914B1	France	B1	2003-09-19
US2003232030A1	United States of America	A1	2003-12-18
FR2840807A1	France	A1	2003-12-19
WO03105788A2	World Intellectual Property Organization (WIPO)	A2	2003-12-24
WO03105789A1	World Intellectual Property Organization (WIPO)	A1	2003-12-24
WO03105798A1	World Intellectual Property Organization (WIPO)	A1	2003-12-24
WO03105801A1	World Intellectual Property Organization (WIPO)	A1	2003-12-24
WO03106614A2	World Intellectual Property Organization (WIPO)	A2	2003-12-24
US2003235548A1	United States of America	A1	2003-12-25
US2003235552A1	United States of America	A1	2003-12-25
US2003235553A1	United States of America	A1	2003-12-25
AU2003237210A1	Australia	A1	2003-12-31
AU2003237958A1	Australia	A1	2003-12-31
AU2003237958A8	Australia	A8	2003-12-31
AU2003245456A1	Australia	A1	2003-12-31
AU2003246558A1	Australia	A1	2003-12-31
AU2003275957A1	Australia	A1	2003-12-31
WO2004000247A1	World Intellectual Property Organization (WIPO)	A1	2003-12-31
US2004001799A1	United States of America	A1	2004-01-01
AU2003260300A1	Australia	A1	2004-01-06
WO03105788A3	World Intellectual Property Organization (WIPO)	A3	2004-04-01
WO03106614A3	World Intellectual Property Organization (WIPO)	A3	2004-04-08
US2004115153A1	United States of America	A1	2004-06-17
US2004115154A1	United States of America	A1	2004-06-17
FR2848422A1	France	A1	2004-06-18
FR2848449A1	France	A1	2004-06-18
US2004120912A1	United States of America	A1	2004-06-24
US2004126336A1	United States of America	A1	2004-07-01
WO2004054523A1	World Intellectual Property Organization (WIPO)	A1	2004-07-01
WO2004054524A1	World Intellectual Property Organization (WIPO)	A1	2004-07-01
AU2003290128A1	Australia	A1	2004-07-09
AU2003303032A1	Australia	A1	2004-07-09
CA2510428A1	Canada	A1	2004-07-22
WO2004060101A2	World Intellectual Property Organization (WIPO)	A2	2004-07-22
WO2004060271A2	World Intellectual Property Organization (WIPO)	A2	2004-07-22
WO2004060276A2	World Intellectual Property Organization (WIPO)	A2	2004-07-22
WO2004060331A1	World Intellectual Property Organization (WIPO)	A1	2004-07-22
FR2825916B1	France	B1	2004-07-23
AU2003278795A1	Australia	A1	2004-07-29
AU2003278795A8	Australia	A8	2004-07-29
AU2003278796A1	Australia	A1	2004-07-29
AU2003279821A1	Australia	A1	2004-07-29
AU2003279821A8	Australia	A8	2004-07-29
AU2003295693A1	Australia	A1	2004-07-29
AU2003295693A8	Australia	A8	2004-07-29
WO2004060271A3	World Intellectual Property Organization (WIPO)	A3	2004-08-26
US2004170586A1	United States of America	A1	2004-09-02
WO2004060101A3	World Intellectual Property Organization (WIPO)	A3	2004-09-16
WO2004060276A3	World Intellectual Property Organization (WIPO)	A3	2004-11-18
EP1495750A1	European Patent Office (EPO)	A1	2005-01-12
US2005009989A1	United States of America	A1	2005-01-13
KR20050007169A	Republic of Korea	A	2005-01-17
US2005020769A1	United States of America	A1	2005-01-27
JP2005029575A	Japan	A	2005-02-03
CN1576320A	China	A	2005-02-09
WO2005017044A1	World Intellectual Property Organization (WIPO)	A1	2005-02-24
EP1511459A1	European Patent Office (EPO)	A1	2005-03-09
FR2840807B1	France	B1	2005-03-11
EP1515683A2	European Patent Office (EPO)	A2	2005-03-23
EP1515684A2	European Patent Office (EPO)	A2	2005-03-23
EP1515685A1	European Patent Office (EPO)	A1	2005-03-23
EP1524961A1	European Patent Office (EPO)	A1	2005-04-27
US2005089492A1	United States of America	A1	2005-04-28
EP1531790A1	European Patent Office (EPO)	A1	2005-05-25
US6916464B2	United States of America	B2	2005-07-12
CN1658819A	China	A	2005-08-24
CN1658820A	China	A	2005-08-24
CN1658821A	China	A	2005-08-24
CN1658829A	China	A	2005-08-24
CN1658841A	China	A	2005-08-24
EP1511459A4	European Patent Office (EPO)	A4	2005-08-31
EP1572136A2	European Patent Office (EPO)	A2	2005-09-14
EP1575535A1	European Patent Office (EPO)	A1	2005-09-21
EP1578386A2	European Patent Office (EPO)	A2	2005-09-28
EP1578387A1	European Patent Office (EPO)	A1	2005-09-28
EP1578388A1	European Patent Office (EPO)	A1	2005-09-28
EP1578389A2	European Patent Office (EPO)	A2	2005-09-28
US6958155B2	United States of America	B2	2005-10-25
US2005245673A1	United States of America	A1	2005-11-03
JP2005533779A	Japan	A	2005-11-10
JP2005533781A	Japan	A	2005-11-10
JP2005534674A	Japan	A	2005-11-17
US2005287105A1	United States of America	A1	2005-12-29
JP2006502101A	Japan	A	2006-01-19
CN1726004A	China	A	2006-01-25

Showing 100 of 203

65 legal events, as 8 offices reported them to INPADOC

Over the term

Point at a mark for the event

Events

Legal events, newest first
	Event	Code	Office
2014-11-28	Lapsed in a contracting state [announced via postgrant information from national office to epo]LapsedPG25	PG25	EP
2014-07-14	Announcement of lapse in spainLapsedFD2A	FD2A	ES
2014-05-30	Lapsed in a contracting state [announced via postgrant information from national office to epo]LapsedPG25	PG25	EP
2014-05-30	Lapsed in a contracting state [announced via postgrant information from national office to epo]LapsedPG25	PG25	EP
2014-04-30	Lapsed in a contracting state [announced via postgrant information from national office to epo]LapsedPG25	PG25	EP
2014-04-30	Lapsed in a contracting state [announced via postgrant information from national office to epo]LapsedPG25	PG25	EP
2014-04-03	Application deemed withdrawn, or ip right lapsed, due to non-payment of renewal feeWithdrawnR119	R119	DE
2014-03-28	Notification of lapseLapsedST	ST	FR
2014-02-26	Gb: european patent ceased through non-payment of renewal feeCeasedGBPC	GBPC	EP
2013-09-30	Lapsed in a contracting state [announced via postgrant information from national office to epo]LapsedPG25	PG25	EP
2012-12-31	Annual fee paid to national office [announced via postgrant information from national office to epo]GrantedPGFP	PGFP	EP
2012-10-31	Lapsed in a contracting state [announced via postgrant information from national office to epo]LapsedPG25	PG25	EP
2012-09-28	Lapsed in a contracting state [announced via postgrant information from national office to epo]LapsedPG25	PG25	EP
2012-09-28	Lapsed in a contracting state [announced via postgrant information from national office to epo]LapsedPG25	PG25	EP
2012-09-28	Lapsed in a contracting state [announced via postgrant information from national office to epo]LapsedPG25	PG25	EP
2012-09-28	Annual fee paid to national office [announced via postgrant information from national office to epo]GrantedPGFP	PGFP	EP
2012-08-31	Annual fee paid to national office [announced via postgrant information from national office to epo]GrantedPGFP	PGFP	EP
2012-08-31	Annual fee paid to national office [announced via postgrant information from national office to epo]GrantedPGFP	PGFP	EP
2012-07-31	Annual fee paid to national office [announced via postgrant information from national office to epo]GrantedPGFP	PGFP	EP
2011-06-09	No opposition filed against granted patent, or epo opposition proceedings concluded without decisionGrantedR097	R097	DE
2011-04-29	Lapsed in a contracting state [announced via postgrant information from national office to epo]LapsedPG25	PG25	EP
2011-04-29	Lapsed in a contracting state [announced via postgrant information from national office to epo]LapsedPG25	PG25	EP
2011-04-29	Lapsed in a contracting state [announced via postgrant information from national office to epo]LapsedPG25	PG25	EP
2011-04-27	No opposition filedOpposition26N	26N	EP
2011-03-25	No opposition filed within time limitOppositionORIGINAL CODE: 0009261PLBE	PLBE	EP
2011-03-25	Information on the status of an ep patent application or granted ep patentGrantedSTATUS: NO OPPOSITION FILED WITHIN TIME LIMITSTAA	STAA	EP
2011-02-28	Lapsed in a contracting state [announced via postgrant information from national office to epo]LapsedPG25	PG25	EP
2011-02-28	Lapsed in a contracting state [announced via postgrant information from national office to epo]LapsedPG25	PG25	EP
2011-02-28	Lapsed in a contracting state [announced via postgrant information from national office to epo]LapsedPG25	PG25	EP
2011-02-28	Lapsed in a contracting state [announced via postgrant information from national office to epo]LapsedPG25	PG25	EP
2011-01-31	Lapsed in a contracting state [announced via postgrant information from national office to epo]LapsedPG25	PG25	EP
2011-01-31	Lapsed in a contracting state [announced via postgrant information from national office to epo]LapsedPG25	PG25	EP
2011-01-31	Lapsed in a contracting state [announced via postgrant information from national office to epo]LapsedPG25	PG25	EP
2011-01-31	Lapsed in a contracting state [announced via postgrant information from national office to epo]LapsedPG25	PG25	EP
2011-01-31	Lapsed in a contracting state [announced via postgrant information from national office to epo]LapsedPG25	PG25	EP
2011-01-31	Patent ceasedCeasedPL	PL	CH
2010-12-31	Lapsed in a contracting state [announced via postgrant information from national office to epo]LapsedPG25	PG25	EP
2010-12-31	Lapsed in a contracting state [announced via postgrant information from national office to epo]LapsedPG25	PG25	EP
2010-11-30	Lapsed in a contracting state [announced via postgrant information from national office to epo]LapsedPG25	PG25	EP
2010-11-30	Lapsed in a contracting state [announced via postgrant information from national office to epo]LapsedPG25	PG25	EP
2010-11-30	Lapsed in a contracting state [announced via postgrant information from national office to epo]LapsedPG25	PG25	EP
2010-10-29	Lapsed in a contracting state [announced via postgrant information from national office to epo]LapsedPG25	PG25	EP
2010-10-14	Definitive protectionFG2A	FG2A	ES
2010-09-08	Discontinued in the netherlands as no translation has been filedVDEP	VDEP	NL
2010-07-01	Corresponds to:REF	REF	EP
2010-06-23	European patents granted designating irelandGrantedFG4D	FG4D	IE
2010-05-31	European patent takes effect as a national patent in ch/liEP	EP	CH
2010-05-19	Designated contracting statesAK	AK	EP
2010-05-19	European patent grantedGrantedFG4D	FG4D	GB
2010-04-16	(expected) grantORIGINAL CODE: 0009210GRAA	GRAA	EP
2010-01-22	Information related to communication of intention to grant a patent modifiedORIGINAL CODE: EPIDOSCIGR1GRAC	GRAC	EP
2009-12-08	Grant fee paidORIGINAL CODE: EPIDOSNIGR3GRAS	GRAS	EP
2009-07-22	Information provided on ipc code assigned before grantRIC1	RIC1	EP
2009-07-22	Information provided on ipc code assigned before grantRIC1	RIC1	EP
2009-07-22	Information provided on ipc code assigned before grantRIC1	RIC1	EP
2009-07-22	Information provided on ipc code assigned before grantRIC1	RIC1	EP
2009-07-22	Information provided on ipc code assigned before grantRIC1	RIC1	EP
2009-07-22	Information provided on ipc code assigned before grantRIC1	RIC1	EP
2009-07-07	Despatch of communication of intention to grant a patentORIGINAL CODE: EPIDOSNIGR1GRAP	GRAP	EP
2008-02-13	First examination report despatched17Q	17Q	EP
2005-10-05	Request for extension of the european patent (deleted)DAX	DAX	EP
2005-03-23	Request for examination filed17P	17P	EP
2005-03-23	Designated contracting statesAK	AK	EP
2005-03-23	Request for extension of the european patentAX	AX	EP
2005-02-04	Public reference made under article 153(3) epc to a published international application that has entered the european phaseORIGINAL CODE: 0009012PUAI	PUAI	EP

Care and/or make-up cosmetic composition structured with silicone polymers and organogelling agents, in rigid form

Abstract

Term

REFERENCES

Priority claims6

Members203

Over the term

Events

Numbers

Titles3

Classification

Designated states27