Emulsifier systems for cosmetic and pharmaceutical oil-in-water emulsions

Field of the Invention

0001The invention relates to emulsifier systems for cosmetic and pharmaceutical oil-in-water emulsions containing high molecular weight organomodified polysiloxanes with a polydispersity greater than 1.6, cosmetic and pharmaceutical oil-in-water emulsions and cosmetic and pharmaceutical compositions.

State of the art

0002Organomodified siloxanes are used in a wide variety of applications. Their properties can be specifically adjusted, among other things, by the type of modification and the density of modifications.

0003For example, organophilic or nonionic hydrophilic groups can be attached to a siloxane skeleton with allyl polyethers. Such compounds are used, for example, as polyurethane foam stabilizers, as defoamers in fuels or as additives in paints and varnishes.

0004For example, describes <patcit id="pcit0001" dnum="DE102005001041"><text>DE 102005001041</text></patcit> Functionalized polyorganosiloxanes and their use as fuel defoamers. The allyl polyethers in the siloxanes shown here can optionally be replaced by hydrocarbon radicals by changing the synthesis.

0005In general, siloxanes can be linked to hydrophobic groups by reaction with, for example, α-olefins. The silicone waxes obtained in this way serve, for example, as an additive in personal care applications.

0006It is evident in many areas of application that the effect of the siloxane depends crucially on the compatibility with the corresponding formulation.

0007Suitable cosmetic emulsifiers are, for example, siloxanes which, in addition to aliphatic groups based on α-olefins, carry polyethers. A typical example here is the sales product ABIL EM 90 from Evonik Goldschmidt GmbH (Germany), which is characterized in particular by the excellent stabilization of water-in-oil (W / O) emulsions (<patcit id="pcit0002" dnum="US4698178A"><text>US 4698178</text></patcit>).

0008Siloxane-based emulsifiers for oil-in-water (O / W) emulsions must have a more hydrophilic character, which is why these products are generally pure polyether siloxanes.

0009<patcit id="pcit0003" dnum="EP1125574A"><text>EP 1125574</text></patcit> describes the use of relatively hydrophobic polyether siloxanes as O / W emulsifiers, in which the polyether groups are at the α-ω position on the back of the siloxane. These structures are particularly characterized by a velvety, silky feeling on the skin, which they are able to incorporate into cosmetic emulsions.

0010Disadvantages of using these structures are the often inadequate stabilization of the emulsion and the complex production due to the sophisticated topology.

0011The object of the invention is to provide emulsifier systems which are capable of achieving a velvety-silky feeling on the skin and which have a high emulsion stabilization.

Description of the invention

0012Surprisingly, it was found that high-molecular organomodified siloxanes or mixtures of different high-molecular organomodified siloxanes act as emulsifying components and, in conjunction with a good feeling on the skin, provide particularly stable oil-in-water emulsions if they have an unusually broad molecular weight distribution.

0013Surprisingly, in the case of high molecular weight polyether siloxanes with a broad molecular weight distribution, a relatively low degree of substitution with hydrophilic polyether groups is already able to achieve excellent emulsifying performance, while at the same time achieving a velvety-silky feeling on the skin.

0014The organomodified polysiloxanes or polyether siloxane mixtures according to the invention are described below by way of example, without the invention being restricted to these exemplary embodiments. If areas, general formulas or classes of compounds are given below, these should not only include the corresponding areas or groups of compounds that are explicitly mentioned, but also all sub-areas and sub-groups of compounds that are obtained by removing individual values ​​(areas) or compounds can be. If documents are cited in the context of the present description, their content should completely belong to the disclosure content of the present invention. If compounds, such as organomodified polysiloxanes, are described in the context of the present invention which can have different units multiple times, these can occur statistically distributed (statistical oligomer) or ordered (block oligomer) in these compounds. Information on the number of units in such connections is to be understood as an average, averaged over all corresponding connections. Unless stated otherwise, all percentages (%) are percentages by mass.

0015The present invention therefore relates to emulsifier systems for cosmetic and pharmaceutical oil-in-water emulsions containing high-molecular organomodified polysiloxanes with a polydispersity D greater than 1.6.

0016The polydispersity D is the quotient of the weight average Mw and the number average Mn of the molecular weight distribution of the polysiloxanes. The polydispersity is a recognized standard for the width of a molecular weight distribution. Polysiloxanes typically have a polydispersity of D less than 1.6.

0017A common method for determining the molecular weight distribution is gel permeation chromatography (GPC).

0018The GPC method used in the present application is analogous to the standard DIN 55072-1 / ISO 13885-1. The GPC data were obtained on a Hewlett Packard HP 1100 device with HP RI detector and the following parameters:<ul id="ul0001" list-style="bullet" compact="compact"><li>Pillar:<ul id="ul0002" list-style="none" compact="compact"><li>SDV1000 / 10000Ä,</li><li>Length: 65.00 cm,</li><li>Inner diameter: 0.80 cm,</li><li>Temperature: 30 ° C</li></ul></li><li>Mobile phase: THF</li><li>Flow rate: 1.00 ml / min</li><li>Sample concentration: 10.00 g / l</li><li>Calibration: against PS [162-2057000 g / mol].</li></ul>

0019The evaluation software WinGPC Unity from Polymer Standards Service, Mainz, Germany, was used to evaluate the chromatograms.

0020Only the product signal in the GPC chromatogram was considered for the present data. If the polysiloxanes are polyether siloxanes which have been prepared by hydrosilylation, they usually contain a certain proportion of free polyethers as a secondary component. These generate signals in the GPC, which may overlap the product peak. Accordingly, a standard multipeak evaluation analogous to HPLC evaluations was used and only the product signal was considered. If other signals with lower molar masses have superimposed this product signal, the minimum between the signals was determined with the aid of the evaluation software, a precipitation to the baseline was carried out and the chromatogram was only evaluated to larger molar masses from the molecular weight of the minimum.

0021The polydispersity D of the polysiloxanes used in the emulsifier system according to the invention is greater than 1.6, preferably greater than 1.7 and particularly preferably greater than 1.8 (determined for the product signal by the GPC process listed above).

0022“High-molecular polysiloxanes” in the context of the present invention are understood to mean polysiloxanes which have a weight average Mw of at least 5000 g / mol, preferably of at least 10000 g / mol and particularly preferably of 15000 g / mol (determined for the product signal according to the above) GPC process).

0023The emulsifier systems according to the invention can be a single organomodified polysiloxane with a broad molecular weight distribution or else mixtures of organomodified polysiloxanes with different molecular weight distributions.

0024Polysiloxanes with a broadly distributed molecular weight distribution, which also contain significant high molecular weight fractions, are particularly advantageous.

0025Polysiloxanes which have a proportion of polysiloxanes with a molecular weight of 1 1 * 10 are therefore preferably used in the emulsifier system according to the invention⁴ g / mol of over 75%, preferably over 80% and particularly preferably over 85%, based on the total amount of the polysiloxane.

0026Emulsifier systems containing polysiloxanes with a proportion of polysiloxanes with a molecular weight of 1 1 * 10 are particularly preferred⁵ g / mol of more than 2%, preferably more than 2.5% and particularly preferably more than 5%, based on the total amount of the polysiloxane.

0027An excessively high molecular weight of the polysiloxane used in the emulsifier system according to the invention can have adverse effects on the emulsification performance, so polysiloxanes which contain a proportion of polysiloxanes with a molecular weight of ≥ 1 * 10 are preferably used in the emulsifier system according to the invention⁷ g / mol of less than 5%, preferably less than 2% and particularly preferably less than 1% based on the total amount of the polysiloxane.

0028The proportion of the polysiloxanes of a certain molecular weight is determined via the respective area fractions of the respective polysiloxane of a certain molecular weight according to the GPC method listed above. The area percentage is based on the area of ​​all polysiloxanes (= total amount of polysiloxane); thus the% area% given here.

0029Preferred emulsifier systems contain at least one polyether siloxane.

0030Preferred emulsifier systems containing polyether siloxane contain polyether siloxanes of the general formula I.          M_{2 + c + 2d} D_a D '_b T_c Q_d     Formula I, in which<dl id="dl0001" compact="compact"><dt>M</dt><dd>= (R¹R²₂ SiO_1/2)</dd><dt>D</dt><dd>= (R²₂ Si O_2/2)</dd><dt>D '</dt><dd>= (R²R³ Si O_2/2)</dd><dt>T</dt><dd>= (R² Si O_3/2)</dd><dt>Q</dt><dd>= (Si O_4/2)</dd><dt>a</dt><dd>= 30-800, preferably 40 to 500, in particular 50 to 400,</dd><dt>b</dt><dd>= 1 to 15, preferably 3 to 10, in particular 4 to 8,</dd><dt>c</dt><dd>= 0 to 2, preferably 0 to 1, in particular 0,</dd><dt>d</dt><dd>= 0 to 2, preferably 0 to 1, in particular 0,</dd></dl><dl id="dl0002" compact="compact"><dt>R¹</dt><dd>= R² or R³,</dd><dt>R²</dt><dd>= independently of one another, identical or different linear or branched, optionally aromatic hydrocarbon radicals having 1 to 16 carbon atoms, which optionally carry OH or ester functions, preferably methyl or phenyl, in particular methyl,</dd><dt>R³</dt><dd>= independently of one another identical or different polyether radicals of the general formula II:</dd></dl>         -CH₂-CH₂- (CH₂)_nO (EO)_x(PO)_y(XO)_e.g. R⁴     Formula II, With<dl id="dl0003" compact="compact"><dt>EO =</dt><dd>(C.₂H₄O)</dd><dt>PO =</dt><dd>(C.₃H₆O)</dd><dt>XO =</dt><dd>(C.₂H₃R⁵O)</dd><dt>n</dt><dd>= 1 - 9, especially 1</dd><dt>x</dt><dd>= 2-50, especially 10-30</dd><dt>y</dt><dd>= 0-50, especially 2-15</dd><dt>e.g.</dt><dd>= 0-10, especially 0</dd></dl><dl id="dl0004" compact="compact"><dt>R⁴</dt><dd>= independently of one another identical or different radicals selected from the group comprising: H, alkyl radicals having 1 to 16 carbon atoms, or carboxylate radicals, preferably H or methyl, and</dd><dt>R⁵</dt><dd>= independently of one another identical or different radicals selected from the group comprising: alkyl radicals with 2 to 16 carbon atoms, which may be interrupted by ether functions, alkaryl radicals with 7 - 18 carbon atoms, aryl radicals with 6 to 16 carbon atoms, preferably ethyl or Phenyl,</dd></dl>is.

0031The compounds are in the form of a mixture with a distribution essentially regulated by statistical laws. The values ​​for the indices x, y and z therefore represent mean values. The units identified with the indices x, y and z can be present in the compounds of the formula II in a statistically distributed manner, in blocks or in any other order.

0032In the emulsifier systems according to the invention, polyether siloxanes with relatively hydrophilic polyethers can be used without negatively influencing the velvety-silky feel of the skin of the emulsifier systems in cosmetic and dermatological formulations. At the same time, however, such molecules are characterized by particularly good emulsion stabilization.

0033Therefore, emulsifier systems according to the invention preferably contain polyether siloxanes with a high EO content for whose polyether component according to formula II applies: x / (y + z)> 1, preferably> 2 and particularly preferably> 3.

0034It can be advantageous for the emulsifying properties and the feeling on the skin if the proportion of unmodified D units in the polyether siloxanes used is significantly larger than the proportion of modified D 'units.

0035Thus, emulsifier systems according to the invention preferably contain polyether siloxanes which are distinguished in that the ratio a / b (from formula I) is> 5, preferably> 8 and particularly preferably> 10.

0036It can be particularly advantageous for the feeling on the skin if polyether siloxanes with a relatively low polyether content are used.

0037Emulsifier systems according to the invention therefore preferably contain polyether siloxanes of the general formula I which on average contain at least three polyether residues and in which the maximum number of polyether residues R bound to the molecule³ &lt;a / 5 is.

0038Polyether siloxanes for use in the emulsifier systems according to the invention are accessible in various ways. They are generally obtained by the hydrosilylation of allyl-functional polyethers on SiH-functional siloxanes. Such connections are for example in<patcit id="pcit0004" dnum="EP1754740A"><text>EP 1754740</text></patcit> described.

0039The underlying SiH-functional siloxanes are generally obtained by the equilibration of different siloxane bases. Methods for equilibration are, for example, in the patent documents<patcit id="pcit0005" dnum="EP1439200A"><text>EP 1439200</text></patcit> and <patcit id="pcit0006" dnum="DE102005001039"><text>DE 102005001039</text></patcit> to which express reference is made and which thus become part of the disclosure of the present application. On the industrial scale, readily accessible siloxane compounds, such as, for example, decamethylcyclopentasiloxane, poly (methyl hydrogen) siloxanes, 1,1,3,3-tetramethyldisiloxane or hexamethyldisiloxane, are preferably reacted in the presence of a suitable catalyst to prepare organopolysiloxanes which contain SiH groups. Suitable catalysts are strong acids, such as trifluoromethanesulfonic acid. The corresponding equilibrates are formed. Depending on the catalyst used, the SiH functionalities can be statistically distributed over the main siloxane chain, but can also occur in blocks. The degree of functionality of the individual polymer molecules is also subject to a distribution. The indices a, b, c and d of the siloxanes used in the context of this invention therefore represent mean values. The units identified by the indices a, b, c and d can be present in the compounds of the formula I in a statistically distributed manner, in blocks or in any other order.

0040Platinum and its compounds are used in particular as catalysts for the hydrosilylation reaction. The platinum is used either in metallic form, as a metal fixed on a support or in the form of an optionally soluble platinum complex. To date, a large part of the hydrosilylation reactions carried out industrially is carried out using the<patcit id="pcit0007" dnum="US3715334A"><text>US 3715334</text></patcit> and <patcit id="pcit0008" dnum="US3775452A"><text>US 3775452</text></patcit> known Karstedt catalyst performed.

0041The polyether siloxanes according to the invention can be prepared without solvents. However, the use of a solvent may be advantageous or necessary. For example, the polyethers are generally incompatible with the siloxane and the use of a solvent prevents the initiation of the reaction from occurring with a delay.

0042The technical conduct of the reaction for the production of the polyether siloxanes can influence the properties of the product, in particular if several different polyether residues are added. Products according to the invention can be produced, inter alia, in batch, semi-batch and continuously operated boilers. Suitable processes for hydrosilylation are described, for example, in the book "<nplcit id="ncit0001" npl-type="b"><text>Chemistry and Technology of Silicones ", Verlag Chemie, 1960, page 43</text></nplcit>, and in <patcit id="pcit0009" dnum="DE2646726"><text>DE 2646726</text></patcit>, <patcit id="pcit0010" dnum="US3775452A"><text>US 3775452</text></patcit> and <patcit id="pcit0011" dnum="EP1520870A"><text>EP 1520870</text></patcit> to which express reference is made.

0043Various types of polyethers can be used to produce the polyether siloxanes according to the invention. These are usually produced by the addition of alkoxides to mono- or polyfunctional alcohols or an amine. Because of their good commercial availability, the alkoxides are particularly suitable for the construction of polyethers: ethylene oxide, propylene oxide, butylene oxide or styrene oxide.

0044If different monomers are used to prepare the polyethers, for example to specifically adjust the hydrophilicity of the product, the order of metering and the setting of various reaction parameters can be used to control the distribution of the monomer units along the main polymer chain, so that, for example, different monomer units occur in blocks can be present or distributed gradually or statistically.

0045Polyethers which have been further modified by the graft polymerization process can also be used as polyethers. For this purpose, the polyethers are reacted with monomers bearing double bonds in the presence of free radical activators. By adjusting the degree of grafting and the amount and type of monomers used or by the procedure for preparing the copolymers, it is possible to change the properties of the polyethers in a targeted manner. Suitable monomers are, for example, methyl methacrylate, styrene or maleic anhydride.

0046The polysiloxanes obtained by these processes typically have molecular weight distributions with a polydispersity of D &lt;1.6.

0047The easiest way to broaden the molecular weight distribution is to mix siloxanes with a different average molecular weight.

0048The invention therefore relates to an emulsifier system in which the polydispersity of the polysiloxane has been adjusted by mixing polysiloxanes with different molecular weights.

0049In addition, a broadening of the molecular weight distribution is also possible through a targeted crosslinking of the polyether siloxanes. For example, this can be achieved by adding multifunctional substrates containing double bonds during the hydrosilylation of the polyethers, for example diallyl polyether or divinylsiloxanes (<patcit id="pcit0012" dnum="US20060155090A"><text>US 2006/0155090</text></patcit>).

0050Another object of the invention is therefore an emulsifier system in which the dispersion index of the polysiloxane has been adjusted by using multi-functional substrates containing double bonds during the production of the polysiloxane as part of the hydrosilylation.

0051Crosslinking to further broaden the molecular weight distribution is also possible by using the polyether siloxanes via the end groups of the polyethers with multifunctional reactive substrates such as isocyanates (<patcit id="pcit0013" dnum="US7319120B"><text>US 7319120</text></patcit>) or carboxylic anhydrides are implemented.

0052Another object of the invention is therefore an emulsifier system in which the polydispersity of the polyether siloxane has been adjusted by reacting the polyether siloxanes with polyfunctional reactive substrates via the end groups of the polyethers.

0053A combination of the various measures to broaden the molecular weight distribution is of course possible.

0054For the use of the emulsifier systems according to the invention in cosmetic applications, it is advantageous if they are liquid and pumpable at room temperature.

0055It is therefore advantageous to bring highly viscous emulsifier systems according to the invention into a pumpable, liquid form by adding suitable liquefying agents. Such pumpable systems typically have a viscosity of &lt;10000 mPas (at a shear rate of 10 s^-1 at 25 ° C). These pumpable liquefier-containing emulsifier systems are preferably clear to translucent-opaque.

0056All types of cosmetic emollients can usually be used as suitable plasticizers. All cosmetic oils, in particular mono- or diesters of linear and / or branched mono- and / or dicarboxylic acids having 2 to 44 C atoms with linear and / or branched saturated or unsaturated alcohols having 1 to 22 C atoms, can be used as cosmetic emollients . The esterification products of aliphatic, difunctional alcohols with 2 to 36 C atoms with monofunctional aliphatic carboxylic acids with 1 to 22 C atoms are also suitable. Long-chain aryl esters such as, for example, esters of benzoic acid, for example benzoic esters of linear or branched, saturated or unsaturated alcohols having 1 to 22 carbon atoms, or also isostearyl benzoate or octyl docecyl benzoate are also suitable. Further monoesters suitable as emollients and oil components are, for example, the methyl esters and isopropyl esters of fatty acids having 12 to 22 carbon atoms, such as, for example, methyl laurate, methyl stearate, methyl oleate, methyl erucate, isopropyl palmitate, isopropyl myristate, isopropyl stearate and isopropyl oleate. Other suitable monoesters are, for example n-butyl stearate, n-hexyl laurate, n-decyl oleate, isooctyl stearate, Isononylpalmitat, isononyl isononanoate, 2-ethylhexyl palmitate, 2-ethylhexyl laurate, 2-hexyldecyl stearate, 2-octyldodecyl palmitate, oleyl oleate, oleyl erucate, erucyl oleate and esters, the aliphatic technical alcohol cuts and technical, aliphatic carboxylic acid mixtures are available, for example Esters from unsaturated fatty alcohols with 12 to 22 carbon atoms and saturated and unsaturated fatty acids with 12 to 22 carbon atoms, as are obtainable from animal and vegetable fats. However, naturally occurring monoester or wax ester mixtures, such as those present in jojoba oil or sperm oil, are also suitable. Suitable dicarboxylic acid esters are, for example, di-n-butyl adipate, di-n-butyl sebacate, di- (2-ethylhexyl) adipate, di- (2-hexyldecyl) succinate, di-isotridecylacelate. Suitable diol esters are, for example, ethylene glycol dioleate, ethylene glycol diisotridecanoate, propylene glycol di (2-ethylhexanoate), butanediol diisostearate, butanediol di-caprylate / caprate and neopentylglycol di-caprylate. Other fatty acid esters that can be used as emollients are, for example, C₁₂-₁₅ Alkyl benzoate, dicaprylyl carbonate, diethylhexyl carbonate. Longer-chain triglycerides, ie triple esters of glycerol with three acid molecules, at least one of which is longer-chain, can also be used as emollients and oil components. Examples include fatty acid triglycerides; as such, for example, natural vegetable oils, e.g. Olive oil, sunflower oil, soybean oil, peanut oil, rapeseed oil, almond oil, sesame oil, avocado oil, castor oil, cocoa butter, palm oil but also the liquid components of coconut oil or palm kernel oil as well as animal oils such as Shark liver oil, cod liver oil, whale oil, beef tallow and butterfat, waxes such as beeswax, carnauba palm wax, spermacetum, lanolin and claw oil, the liquid portions of beef tallow or synthetic triglycerides from caprylic-capric acid mixtures, triglycerides from technical oleic acid, from triglyceric acid, from triglyceric acid Oleic acid mixtures can be used as emollients and oil components. Hydrocarbons, in particular also liquid paraffins and isoparaffins, can also be used. Examples of hydrocarbons which can be used are paraffin oil, isohexadecane, polydecene, petroleum jelly, paraffinum perliquidum, squalane and ceresin. In addition, linear or branched fatty alcohols such as oleyl alcohol or octyldodecanol and fatty alcohol ethers such as dicaprylyl ether can also be used. Suitable silicone oils and waxes are, for example Polydimethylsiloxanes, cyclomethylsiloxanes, and aryl- or alkyl- or alkoxy-substituted polymethylsiloxanes or cyclomethylsiloxanes. Guerbet alcohols based on fatty alcohols with 6 to 18, preferably 8 to 10 carbon atoms, esters of linear C6-C22 fatty acids with linear C6-C22 fatty alcohols, esters of branched C6-C13 carboxylic acids with linear C6-C22 are further oil substances Fatty alcohols, esters of linear C6-C22 fatty acids with branched C8-C18 alcohols, in particular 2-ethylhexanol or isononanol, esters of branched C6-C13 carboxylic acids with branched alcohols, in particular 2-ethylhexanol or isononanol, esters of linear and / or branched fatty acids with polyhydric alcohols (such as Propylene glycol, dimer diol or trimer triol) and / or Guerbet alcohols, triglycerides based on C6-C10 fatty acids, liquid mono- / di- / triglyceride mixtures based on C6-C18 fatty acids, esters of C6-C22 fatty alcohols and / or Guerbet alcohols with aromatic Carboxylic acids, especially benzoic acid, vegetable oils, branched primary alcohols, substituted cyclohexanes, linear C6-C22 fatty alcohol carbonates, Guerbet carbonates, Esters of benzoic acid with linear and / or branched C6-C22 alcohols (e.g. Finsolv^™ TN), dialkyl ethers, ring opening products of epoxidized fatty acid esters with polyols, silicone oils and / or aliphatic or naphthenic hydrocarbons.

0057Emollients preferably used as plasticizers are mono- or diesters of linear and / or branched mono- and / or dicarboxylic acids having 2 to 44 carbon atoms with linear and / or branched saturated or unsaturated alcohols having 1 to 22 carbon atoms. Longer-chain triglycerides, ie triple esters of glycerol with three acid molecules, of which at least one is longer-chain (number of C atoms greater than 1 2), are likewise preferably used. Branched and unbranched liquid hydrocarbons and silicone oils are likewise preferably used as liquefying agents.

0058Hydrotropes can also be used as liquefiers. Hydrotropes are, for example, ethanol, isopropyl alcohol or polyols. Polyols that can be used here can have 2 to 15 carbon atoms and at least two hydroxyl groups. Typical examples are:<ul id="ul0003" list-style="none" compact="compact"><li>Glycerin, alkylene glycols, such as ethylene glycol, diethylene glycol, propylene glycol, butylene glycol, hexylene glycol and polyethylene glycols with an average molecular weight of 100 to 1,000 daltons, technical oligoglycerol mixtures with a degree of self-condensation of 1.5 to 10 such as technical diglycerol mixtures with a diglycerol content of 40 to 50 .-%,</li><li>Methylol compounds, such as, in particular, trimethylolethane, trimethylolpropane, trimethylolbutane, pentaerythritol and dipentaerythritol, lower alkylglucosides, in particular those having 1 to 4 carbon atoms in the alkyl radical, such as, for example, methyl and butylglucoside, sugar alcohols with 5 to 12 carbon atoms, such as, for example, sorbitol or mannitol, sugar with 5 to 12 carbon atoms, such as glucose or sucrose, aminosugars, such as glucamine.</li></ul>Hydrotropes which are preferably used as liquefying agents are, for example, glycerol, propylene glycol, butylene glycol, polyethylene glycol or polypropylene glycol.

0059The invention therefore furthermore relates to liquid, pumpable emulsifier systems which contain a liquefying agent as an additional component.

0060These emulsifier systems are preferably clear to translucent-opaque.

0061The emulsifier systems according to the invention are used as oil-in-water emulsifiers for the production of cosmetic and pharmaceutical oil-in-water emulsions; they can therefore also be used as dispersants for particles and pigments and therefore for the production of dispersions.

0062Particles and pigments to be dispersed include, for example, finely dispersed metal oxides or salts, such as, for example, titanium dioxide, zinc oxide, iron oxide, aluminum oxide, cerium oxide, zirconium oxide, silicates (talc), barium sulfate and zinc stearate. The particles should have an average diameter of less than 100 nm, for example between 5 and 50 nm and in particular between 15 and 30 nm. They can have a spherical shape, but it is also possible to use particles which have an ellipsoidal shape or shape which differs in some other way from the spherical shape. Particles and pigments can also micronized organic pigments such as 2,2'-methylene-bis- {6- (2H-benzotriazole-2-yl) -4- (1, 1, 3, 3-tetramethylbutyl) phenol} with a particle size of &lt;200 nm. Furthermore, particles and pigments can also be dispersed, which lead to special sensory effects, such as nylon-12, boron nitride, polymer particles such as polyacrylate or polymethylacrylate particles or silicone elastomers.

0063Cosmetic and pharmaceutical oil-in-water emulsions and dispersions containing emulsifier systems according to the invention are thus also a subject of the invention.

0064The cosmetic and pharmaceutical emulsions and dispersions according to the invention contain, based on the total mass, more mass percent oil component than the sum of the mass percentages of emulsifier, surfactant and possibly co-emulsifier.

0065Emulsifier systems according to the invention are preferably used for the production of O / W impregnation emulsions for cosmetic textiles. The textiles are preferably wet wipes, particularly preferably cosmetic wet wipes.

0066The O / W impregnation emulsions for textiles obtained with the aid of the emulsifier systems according to the invention are thus also a subject of the invention.

0067Likewise, the textiles impregnated with O / W impregnation emulsions according to the invention are the subject of the invention.

0068These are characterized by good cleaning performance and a pleasantly velvety-smooth skin feeling.

0069Another object of the invention is the use of the emulsifier systems according to the invention for the production of cosmetic, dermatological or pharmaceutical formulations. Thus, the cosmetic, dermatological or pharmaceutical formulation containing at least one emulsifier system according to the invention or at least one emulsion or dispersion according to the invention is also a subject of the invention.

0070The cosmetic, dermatological or pharmaceutical formulations and the care and cleaning agents can, for example contain at least one additional component selected from the group of Emollients, Emulsifiers and surfactants, Thickeners / viscosity regulators / stabilizers, UV light protection filter, Antioxidants, Hydrotropes (or polyols), Solids and fillers, Film maker, Pearlescent additives, Deodorant and antiperspirant active ingredients, Insect repellents, Self-tanner, Preservatives, Conditioning agent, Perfumes, Dyes, Cosmetic active ingredients, Care additives, Superfatting agents, Solvent.

0071Substances that can be used as exemplary representatives of the individual groups are the German application <patcit id="pcit0014" dnum="DE102008001788"><text>DE 102008001788.4</text></patcit> refer to. This patent application is hereby introduced as a reference and is therefore considered part of the disclosure.

0072In a preferred embodiment, the cosmetic, dermatological or pharmaceutical formulations according to the invention contain particles or pigments as an additional component, preferably those selected from the group consisting of titanium dioxide, zinc oxide, iron oxide, aluminum oxide, zirconium oxide, silicates (talc), and zinc stearate, nylon-12, boron nitride, Polyacrylate or polymethylacrylate particles or silicone elastomers.

0073In an equally preferred embodiment, the cosmetic, dermatological or pharmaceutical formulations according to the invention contain cosmetic active ingredients as an additional component, preferably those selected from the group: Tocopherol, tocopherol acetate, tocopherol palmitate, ascorbic acid, deoxyribonucleic acid, coenzyme Q10, retinol, bisabolol, allantoin, phytantriol, panthenol, AHA acids, amino acids, hyaluronic acid, alpha-hydroxy acids, polyglutamic acid, creatine (and creatine derivatives), guanine (and creatine derivatives), guanine (and creatine derivatives), guanine (and creatine derivatives), guanine (and creatine derivatives), guanine (and creatine derivatives) , Phytosphingosine (and phytosphingosine derivatives), sphingosine (and sphingosine derivatives), pseudoceramides, sphingolipids, essential oils, peptides and oligopeptides, protein hydrolyzates, Plant extracts and vitamin complexes.

0074The application forms of the emulsions and dispersions containing the emulsifier system according to the invention are therefore sprays, lotions, creams, ointments and thus the use over a very wide range of consistencies from water-thin to highly pasty, in extreme cases even solid.

0075The emulsifier systems can therefore be used, for example, in care creams and lotions for the face, body and hands, in sun protection emulsions, in make-up, in aerosols, rollons, pump sprays, pens, for example in the AP / deodorant area, in baby care products, in intimate hygiene, foot care , Hair care, nail care, dental care or oral care products and in dermatological ointments.

0076In the examples listed below, the present invention is described by way of example, without the invention, the scope of which is evident from the entire description and the claims, being restricted to the embodiments mentioned in the examples.

Examples:

0077General scheme 1 for the preparation of the polyether siloxanes used in the examples:<chemistry id="chem0001" num="0001"><img file="EP2168564A2_D0001.tif" /></chemistry>

Emulsifier 1:

0078According to Scheme 1, 48 g (25 mmol SiH) of an SiH siloxane (with R⁶= R⁷= H, a = 200, b = 5), 17 g (25 mmol SiH) of a second SiH siloxane (with R⁶= CH₃, R⁷= H, a = 80, b = 10), 101 g (65 mmol) of an allyl polyether (with x = 25, y = 4, R⁴= CH₃) and 10 ppm Karstedt catalyst in 100 ml of toluene at 95 ° C under nitrogen. According to the SiH value determination, complete conversion of the SiH siloxane was obtained after 2 h. Volatile components were then distilled off in vacuo at 120 ° C. A viscous, clear, almost colorless product was obtained.

Emulsifier 2:

0079According to Scheme 1, 18 g (10 mmol SiH) of an SiH siloxane (with R⁶= H, R⁷= Me, a = 50, b = 0), 14 g (20 mmol SiH) of a second SiH siloxane (with R⁶= Me, R⁷= H, a = 80, b = 10), 63 g (20 mmol SiH) of a third SiH siloxane (with R⁶= CH₃, R⁷= H, a = 200, b = 5), 90 g (65 mmol) of an allyl polyether (with x = 20, y = 5, R⁴= H) and 10 ppm Karstedt catalyst in 50 ml of toluene at 95 ° C under nitrogen. According to the SiH value determination, complete conversion of the SiH siloxane was obtained after 2 h. Volatile components were then distilled off in vacuo at 120 ° C. A viscous, cloudy, slightly yellow product was obtained, which separated after storage. Before being used in the emulsion experiments, the product was homogenized by simple stirring at room temperature.

Emulsifier 3:

0080Product "Example 3" was obtained by mixing the following polyether siloxanes, prepared individually according to Scheme 1 and analogously to Example 1, in capric / caprylic triglyceride.

008150 g of a first polyether siloxane (with R¹= CH₃, R³= PE, x = 25, y = 4, R⁴= CH₃, a = 45, b = 5) and 32 g of a second polyether siloxane (with R¹= R³= PE, x = 20, y = 5, R⁴= H, a = 200, b = 6) are dissolved in 18 g capric / caprylic triglyceride.

Emulsifier 4:

0082Product "Example 4" was obtained by mixing the following polyether siloxanes individually prepared according to Scheme 1 and equivalent to Example 1 in capric / caprylic triglyceride.

008350 g of a first polyether siloxane (with R¹= CH₃, R³= PE, x = 25, y = 4, R⁴= CH₃, a = 75, b = 5) and 32 g of a second polyether siloxane (with R¹= R³= PE, x = 20, y = 5, R⁴= H, a = 200, b = 6) are dissolved in 18 g capric / caprylic triglyceride.

Emulsifier 5:

0084Product "Example 5" was obtained by mixing the following polyether siloxanes individually prepared according to Scheme 1 and equivalent to Example 1 in capric / caprylic triglyceride.

008545 g of a first polyether siloxane (with R¹= CH₃, R³= PE, x = 25, y = 4, R⁴= CH₃, a = 45, b = 5), 28 g of a second polyether siloxane (with R¹= R³= PE, x = 20, y = 5, R⁴= H, a = 200, b = 6) and 11 g of a polyether siloxane with the following structure

[R

9

Me

2

SiO

1/2

]

3

[SiMe

2

O

2/2

]

50

[SiPhO

3/2

]

0086<chemistry id="chem0002" num="0002"><img file="EP2168564A2_D0002.tif" /></chemistry>are dissolved in 16 g capric / caprylic triglyceride.

GPC data of the emulsifier examples:

0087<tables id="tabl0001" num="0001"><table frame="all"><tgroup cols="4"><colspec colnum="1" colname="col1" colwidth="21mm" /><colspec colnum="2" colname="col2" colwidth="10mm" /><colspec colnum="3" colname="col3" colwidth="30mm" /><colspec colnum="4" colname="col4" colwidth="30mm" /><thead><row><entry valign="top"><b>Emulsifier</b></entry><entry align="center" valign="top"><b>D</b></entry><entry><b>Proportion> 10⁴ g / mol</b></entry><entry valign="top"><b>Proportion> 10⁵ g / mol</b></entry></row></thead><tbody><row><entry>1</entry><entry align="center">1,8</entry><entry>92,2%</entry><entry>5,3%</entry></row><row><entry>2</entry><entry align="center">2,1</entry><entry>86,4%</entry><entry>2,5%</entry></row><row><entry>3</entry><entry align="center">1,8</entry><entry>86,4%</entry><entry>2,5%</entry></row><row><entry>4</entry><entry align="center">1,8</entry><entry>88,8%</entry><entry>3,9%</entry></row><row><entry>5</entry><entry align="center">1,9</entry><entry>83,8%</entry><entry>2,7%</entry></row></tbody></tgroup></table></tables>

Comparative emulsifiers 1-4 (not according to the invention, to distinguish them from the prior art):

0088The structure of the comparative emulsifiers 1 to 3 corresponds to the general formula:          R¹(CH₃)₂SiO - [(CH₃)₂SiO]_a- [(CH₃) R³SiO]_b-Themselves₃)₂R¹with: R¹, R³ = CH₃ or a polyether ("PE") of the type:          - (CH₂)₃-O- (C₂H₄O)_x- (C₃H₆O)_y-R⁴ with R⁴ = H or CH₃<tables id="tabl0002" num="0002"><table frame="all"><tgroup cols="11"><colspec colnum="1" colname="col1" colwidth="25mm" /><colspec colnum="2" colname="col2" colwidth="11mm" /><colspec colnum="3" colname="col3" colwidth="10mm" /><colspec colnum="4" colname="col4" colwidth="11mm" /><colspec colnum="5" colname="col5" colwidth="10mm" /><colspec colnum="6" colname="col6" colwidth="11mm" /><colspec colnum="7" colname="col7" colwidth="10mm" /><colspec colnum="8" colname="col8" colwidth="10mm" /><colspec colnum="9" colname="col9" colwidth="10mm" /><colspec colnum="10" colname="col10" colwidth="29mm" /><colspec colnum="11" colname="col11" colwidth="30mm" /><thead><row><entry valign="top"><b>Cf. Emuls.</b></entry><entry valign="top"><b>a</b></entry><entry valign="top"><b>b</b></entry><entry align="center" valign="top"><b>R¹</b></entry><entry valign="top"><b>R³</b></entry><entry valign="top"><b>R⁴</b></entry><entry align="center" valign="top"><b>x</b></entry><entry valign="top"><b>y</b></entry><entry valign="top"><b>D</b></entry><entry valign="top"><b>Proportion> 10⁴ g / mol</b></entry><entry valign="top"><b>Proportion> 10⁵ g / mol</b></entry></row></thead><tbody><row><entry>VE1</entry><entry>50</entry><entry>0</entry><entry align="center">PE</entry><entry>-</entry><entry>CH₃</entry><entry align="center">15</entry><entry>10</entry><entry align="center">1,3</entry><entry>31,0%</entry><entry align="center">< 0,1%</entry></row><row><entry>VE2</entry><entry>100</entry><entry>0</entry><entry align="center">PE</entry><entry>-</entry><entry>H</entry><entry align="center">11</entry><entry>17</entry><entry align="center">1,3</entry><entry>62,7%</entry><entry align="center">< 0,1%</entry></row><row><entry>VE3</entry><entry>20</entry><entry>5</entry><entry align="center">CH₃</entry><entry>PE</entry><entry>H</entry><entry align="center">14</entry><entry>4</entry><entry align="center">1,5</entry><entry>58,1%</entry><entry align="center">< 0,1%</entry></row></tbody></tgroup></table></tables>

0089The comparative emulsifiers 1-2 correspond to Examples 2-3 of the <patcit id="pcit0015" dnum="EP1125574A"><text>EP 1125574</text></patcit>.

0090Comparative emulsifier V3 is a typical comb-like silicone polyether.

Comparative emulsifier VE4:

0091ABIL CARE 85 (INCI: Bis-PEG / PPG-16/16 PEG / PPG-16/16 Dimethicone; Caprylic / Capric Triglyceride; EVONIK Goldschmidt GmbH):<ul id="ul0004" list-style="none" compact="compact"><li>D = 1.4;</li><li>Proportion> 10⁴ g / mol = 58.4%;</li><li>Proportion> 10⁵ g / mol = <0.1%.</li></ul>

Examples of use:

0092All concentrations in the application examples are given in percent by weight. Conventional homogenization processes known to those skilled in the art were used to prepare the emulsions.

Emulsification performance:

0093A rapid test was used to check the emulsification performance in O / W emulsions, which under very critical conditions (only 0.5% emulsifier) ​​shows very quickly which emulsifier systems are distinguished by excellent emulsification activity.

0094Using conventional oils and stabilizers, the stability after storage for 24 hours at 50 ° C. shows very clearly whether an emulsifier system has very good stabilizing properties.

0095The results of the emulsifier systems 1 to 5 according to the invention are summarized in Table 1 in comparison with the results of the comparative emulsifiers 1 to 4.

0096The emulsions were prepared using the following process:<ul id="ul0005" list-style="none"><li>Phases A and B are mixed at room temperature, phase C is added without stirring. The mixture is then homogenized for 1 min. Phases D and E are added, then homogenized again for 1 min.</li><li>The results of emulsion examples 1 to 5 show that the emulsifiers according to the invention have significantly higher stabilizing properties than the comparative emulsifiers VE 1-4.</li></ul><tables id="tabl0003" num="0003"><table frame="all"><title>Table 1: Composition and evaluation of the investigations in the rapid emulsion test.</title><tgroup cols="7"><colspec colnum="1" colname="col1" colwidth="14mm" /><colspec colnum="2" colname="col2" colwidth="44mm" /><colspec colnum="3" colname="col3" colwidth="17mm" /><colspec colnum="4" colname="col4" colwidth="17mm" /><colspec colnum="5" colname="col5" colwidth="17mm" /><colspec colnum="6" colname="col6" colwidth="17mm" /><colspec colnum="7" colname="col7" colwidth="17mm" /><thead><row><entry valign="top" /><entry valign="top"><b>Examples</b></entry><entry valign="top"><b>1</b></entry><entry valign="top"><b>2</b></entry><entry valign="top"><b>3</b></entry><entry valign="top"><b>4</b></entry><entry valign="top"><b>5</b></entry></row></thead><tbody><row><entry>A</entry><entry>Emulsifier system 1</entry><entry>0,5%</entry><entry /><entry /><entry /><entry /></row><row><entry /><entry>Emulsifier system 2</entry><entry /><entry>0,5%</entry><entry /><entry /><entry /></row><row><entry /><entry>Emulsifier system 3</entry><entry /><entry /><entry>0,5%</entry><entry /><entry /></row><row><entry /><entry>Emulsifier system 4</entry><entry /><entry /><entry /><entry>0,5%</entry><entry /></row><row><entry /><entry>Emulsifier system 5</entry><entry /><entry /><entry /><entry /><entry>0,5%</entry></row><row><entry /><entry>Ethylhexyl stearate</entry><entry>9,0%</entry><entry>9,0%</entry><entry>9,0%</entry><entry>9,0%</entry><entry>9,0%</entry></row><row><entry /><entry>Paraffinum Perliquidum</entry><entry>9,0%</entry><entry>9,0%</entry><entry>9,0%</entry><entry>9,0%</entry><entry>9,0%</entry></row><row><entry /><entry>Ethanol</entry><entry>5,0%</entry><entry>5,0%</entry><entry>5,0%</entry><entry>5,0%</entry><entry>5,0%</entry></row><row><entry>B</entry><entry>Carbomer</entry><entry>0,16%</entry><entry>0,16%</entry><entry>0,16%</entry><entry>0,16%</entry><entry>0,16%</entry></row><row><entry /><entry>Ethylhexyl stearate</entry><entry>1,04%</entry><entry>1,04%</entry><entry>1,04%</entry><entry>1,04%</entry><entry>1,04%</entry></row><row><entry>C.</entry><entry>Demineralized Water</entry><entry>ad 100%</entry><entry>ad 100%</entry><entry>ad 100%</entry><entry>ad 100%</entry><entry>ad 100%</entry></row><row><entry>D</entry><entry>NaOH (5% solution)</entry><entry>1,25%</entry><entry>1,25%</entry><entry>1,25%</entry><entry>1,25%</entry><entry>1,25%</entry></row><row><entry>E</entry><entry>Euxyl^® K 300¹⁾</entry><entry>0,70%</entry><entry>0,70%</entry><entry>0,70%</entry><entry>0,70%</entry><entry>0,70%</entry></row><row><entry /><entry /><entry /><entry /><entry /><entry /><entry /></row><row><entry /><entry>Stability after 24 h at 50 ° C</entry><entry>stable</entry><entry>stable</entry><entry>stable</entry><entry>stable</entry><entry>stable</entry></row></tbody></tgroup><tgroup cols="7" rowsep="0"><colspec colnum="1" colname="col1" colwidth="14mm" /><colspec colnum="2" colname="col2" colwidth="44mm" /><colspec colnum="3" colname="col3" colwidth="17mm" /><colspec colnum="4" colname="col4" colwidth="17mm" /><colspec colnum="5" colname="col5" colwidth="17mm" /><colspec colnum="6" colname="col6" colwidth="17mm" /><colspec colnum="7" colname="col7" colwidth="17mm" /><tbody><row><entry namest="col1" nameend="col7" align="justify">¹⁾Euxyl^® K 300 (Schülke &amp; Mayr): phenoxyethanol, methylparaben, ethylparaben, propylparaben, butylparaben, isopropylparaben</entry></row></tbody></tgroup></table></tables>

Comparative examples:

0097<tables id="tabl0004" num="0004"><table frame="all"><tgroup cols="6"><colspec colnum="1" colname="col1" colwidth="10mm" /><colspec colnum="2" colname="col2" colwidth="34mm" /><colspec colnum="3" colname="col3" colwidth="30mm" /><colspec colnum="4" colname="col4" colwidth="30mm" /><colspec colnum="5" colname="col5" colwidth="31mm" /><colspec colnum="6" colname="col6" colwidth="32mm" /><thead><row><entry valign="top" /><entry valign="top"><b>Examples</b></entry><entry valign="top"><b>V1</b></entry><entry valign="top"><b>V2</b></entry><entry valign="top"><b>V3</b></entry><entry valign="top"><b>V4</b></entry></row></thead><tbody><row><entry>A</entry><entry>Comparative emulsifier 1</entry><entry>0,5%</entry><entry /><entry /><entry /></row><row><entry /><entry>Comparative emulsifier 2</entry><entry /><entry>0,5%</entry><entry /><entry /></row><row><entry /><entry>Comparative emulsifier 3</entry><entry /><entry /><entry>0,5%</entry><entry /></row><row><entry /><entry>Comparative emulsifier 4</entry><entry /><entry /><entry /><entry>0,5%</entry></row><row><entry /><entry>Ethylhexyl stearate</entry><entry>9,0%</entry><entry>9,0%</entry><entry>9,0%</entry><entry>9,0%</entry></row><row><entry /><entry>Paraffinum Perliquidum</entry><entry>9,0%</entry><entry>9,0%</entry><entry>9,0%</entry><entry>9,0%</entry></row><row><entry /><entry>Ethanol</entry><entry>5,0%</entry><entry>5,0%</entry><entry>5,0%</entry><entry>5,0%</entry></row><row><entry>B</entry><entry>Carbomer</entry><entry>0,16%</entry><entry>0,16%</entry><entry>0,16%</entry><entry>0,16%</entry></row><row><entry /><entry>Ethylhexyl stearate</entry><entry>1,04%</entry><entry>1,04%</entry><entry>1,04%</entry><entry>1,04%</entry></row><row><entry>C.</entry><entry>Demineralized Water</entry><entry>ad 100%</entry><entry>ad 100%</entry><entry>ad 100%</entry><entry>ad 100%</entry></row><row><entry>D</entry><entry>NaOH (5% solution)</entry><entry>1,25%</entry><entry>1,25%</entry><entry>1,25%</entry><entry>1,25%</entry></row><row><entry>E</entry><entry>Euxyl^® K 300¹⁾</entry><entry>0,70%</entry><entry>0,70%</entry><entry>0,70%</entry><entry>0,70%</entry></row><row><entry /><entry /><entry /><entry /><entry /><entry /></row><row><entry /><entry>Stability after 24 h at 50 ° C</entry><entry>Oil separation strong coalescence</entry><entry>Oil separation strong coalescence</entry><entry>strong coalescence</entry><entry>Oil separation strong coalescence</entry></row></tbody></tgroup></table></tables>

Skin feeling and emulsion stability:

0098In order to examine the skin feel and stability of the two emulsifier systems 1 and 2 according to the invention, these were used in a concentration of 2% in a cosmetic formulation (emulsion examples 6 and 7).

0099The comparative emulsifiers 1 to 4 served as comparative examples (comparative emulsion examples V5-V8).

0100The skin feel of the corresponding emulsion was evaluated in a panel of 10 people in comparison to the formulation with comparative emulsifier 1.

0101The test results are summarized in Table 2.

0102The emulsion samples were stored at room temperature, 5 ° C., 40 ° C. and 45 ° C. for evaluation and were assessed after a storage period of three months.

0103As storage at 45 ° C is particularly critical, the stability information in Table 2 is limited to the observations at 45 ° C.

0104In these example formulations it is clear that it is only possible with the emulsifiers according to the invention to produce formulations which are both stable and advantageous to the skin.<tables id="tabl0005" num="0005"><table frame="all"><title>Table 2: Skin feel and stability data from test emulsions</title><tgroup cols="7"><colspec colnum="1" colname="col1" colwidth="34mm" /><colspec colnum="2" colname="col2" colwidth="22mm" /><colspec colnum="3" colname="col3" colwidth="22mm" /><colspec colnum="4" colname="col4" colwidth="23mm" /><colspec colnum="5" colname="col5" colwidth="23mm" /><colspec colnum="6" colname="col6" colwidth="22mm" /><colspec colnum="7" colname="col7" colwidth="22mm" /><thead><row><entry valign="top"><b>Examples</b></entry><entry valign="top"><b>6</b></entry><entry valign="top"><b>7</b></entry><entry valign="top"><b>V5</b></entry><entry valign="top"><b>V6</b></entry><entry valign="top"><b>V7</b></entry><entry valign="top"><b>V8</b></entry></row></thead><tbody><row><entry>Emulsifier system 1</entry><entry>2,00%</entry><entry /><entry /><entry /><entry /><entry /></row><row><entry>Emulsifier system 2</entry><entry /><entry>2,00%</entry><entry /><entry /><entry /><entry /></row><row><entry>Comparative emulsifier 1</entry><entry /><entry /><entry>2,00%</entry><entry /><entry /><entry /></row><row><entry>Comparative emulsifier 2</entry><entry /><entry /><entry /><entry>2,00%</entry><entry /><entry /></row><row><entry>Comparative emulsifier 3</entry><entry /><entry /><entry /><entry /><entry>2,00%</entry><entry /></row><row><entry>Comparative emulsifier 4</entry><entry /><entry /><entry /><entry /><entry /><entry>2,00%</entry></row><row><entry>Ethylhexyl stearate</entry><entry>10,0%</entry><entry>10,0%</entry><entry>10,0%</entry><entry>10,0%</entry><entry>10,0%</entry><entry>10,0%</entry></row><row><entry>Paraffinum Perliquidum</entry><entry>9,0%</entry><entry>9,0%</entry><entry>9,0%</entry><entry>9,0%</entry><entry>9,0%</entry><entry>9,0%</entry></row><row><entry>Carbomer</entry><entry>0,16%</entry><entry>0,16%</entry><entry>0,16%</entry><entry>0,16%</entry><entry>0,16%</entry><entry>0,16%</entry></row><row><entry>Xanthan gum</entry><entry>0,16%</entry><entry>0,16%</entry><entry>0,16%</entry><entry>0,16%</entry><entry>0,16%</entry><entry>0,16%</entry></row><row><entry>Demineralized Water</entry><entry>ad 100%</entry><entry>ad 100%</entry><entry>Ad 100%</entry><entry>ad 100%</entry><entry>ad 100%</entry><entry>ad 100%</entry></row><row><entry>NaOH (5% solution)</entry><entry>1,25%</entry><entry>1,25%</entry><entry>1,25%</entry><entry>1,25%</entry><entry>1,25%</entry><entry>1,25%</entry></row><row><entry>Euxyl^® K 300¹⁾</entry><entry>0,70%</entry><entry>0,70%</entry><entry>0,70%</entry><entry>0,70%</entry><entry>0,70%</entry><entry>0,70%</entry></row><row><entry /><entry /><entry /><entry /><entry /><entry /><entry /></row><row><entry>Stability after 3 months at 45 ° C</entry><entry>stable</entry><entry>stable</entry><entry>Oil separation strong coalescence</entry><entry>Oil separation strong coalescence</entry><entry>strong coalescence</entry><entry>Strong coalescence</entry></row><row><entry>Skin feeling</entry><entry>smooth, velvety</entry><entry>soft, silky, smooth</entry><entry>soft, smooth</entry><entry>soft, smooth, somewhat oily</entry><entry>dry, sticky</entry><entry>soft, smooth, velvety</entry></row></tbody></tgroup></table></tables>

Further emulsion examples:

0105These examples are intended to show that the emulsifiers according to the invention can be used in a large number of cosmetic formulations.

0106It is also possible, using the emulsifiers according to the invention, to incorporate pigments or solids stably into emulsion preparations.

0107Furthermore, the examples show the good compatibility with typical co-emulsifiers, oils, thickeners and stabilizers.

O / W emulsion examples

Anti-aging day cream

0108<tables id="tabl0006" num="0006"><table frame="all"><tgroup cols="2"><colspec colnum="1" colname="col1" colwidth="54mm" /><colspec colnum="2" colname="col2" colwidth="18mm" /><thead><row><entry valign="top">example</entry><entry valign="top"><b>8</b></entry></row></thead><tbody><row><entry>Emulsifier system 1</entry><entry>1,50%</entry></row><row><entry>Ceteareth-25</entry><entry>1,00%</entry></row><row><entry>Stearyl alcohol</entry><entry>1,50%</entry></row><row><entry>Glyceryl stearate</entry><entry>3,00%</entry></row><row><entry>Stearic acid</entry><entry>1,50%</entry></row><row><entry>Myristyl myristate</entry><entry>1,00%</entry></row><row><entry>Ceramide IIIB</entry><entry>0,10%</entry></row><row><entry>Caprylic / Capric triglycerides</entry><entry>5,00%</entry></row><row><entry>Ethylhexyl palmitate</entry><entry>4,40%</entry></row><row><entry>Ethylhexyl methoxycinnamate</entry><entry>2,00%</entry></row><row><entry>Butyl methoxydibenzoylmethane</entry><entry>1,00%</entry></row><row><entry>Glycerin</entry><entry>3,00%</entry></row><row><entry>Water</entry><entry>ad 100%</entry></row><row><entry>TEGO^® Carbomer 134 (Carbomer)</entry><entry>0,10%</entry></row><row><entry>Ethylhexyl palmitate</entry><entry>0,40%</entry></row><row><entry>Sodium hydroxide (10% in water)</entry><entry>qs</entry></row><row><entry>Preservative</entry><entry>qs</entry></row><row><entry>Perfume</entry><entry>qs</entry></row></tbody></tgroup></table></tables>

Self-tanning body lotion

0109<tables id="tabl0007" num="0007"><table frame="all"><tgroup cols="2"><colspec colnum="1" colname="col1" colwidth="89mm" /><colspec colnum="2" colname="col2" colwidth="18mm" /><thead><row><entry valign="top">example</entry><entry valign="top"><b>9</b></entry></row></thead><tbody><row><entry>Emulsifier system 3</entry><entry>2,00%</entry></row><row><entry>Cetearyl isononanoate</entry><entry>5,00%</entry></row><row><entry>Decyl Cocoate</entry><entry>5,00%</entry></row><row><entry>Isopropyl myristate</entry><entry>5,00%</entry></row><row><entry>Sepigel^® 305 (polyacrylamides; C13-14 isoparaffin; Laureth-7)</entry><entry>1,50%</entry></row><row><entry>PEG-30 glyceryl stearate</entry><entry>2,00%</entry></row><row><entry>Dihydroxyacetones</entry><entry>5,00%</entry></row><row><entry>Propylene glycol</entry><entry>3,00%</entry></row><row><entry>Water</entry><entry>ad 100%</entry></row><row><entry>Citric acid</entry><entry>qs</entry></row><row><entry>Preservative</entry><entry>qs</entry></row><row><entry>Perfume</entry><entry>qs</entry></row></tbody></tgroup></table></tables>

Cationic sunscreen cream

0110<tables id="tabl0008" num="0008"><table frame="all"><tgroup cols="2"><colspec colnum="1" colname="col1" colwidth="145mm" /><colspec colnum="2" colname="col2" colwidth="18mm" /><thead><row><entry valign="top">example</entry><entry valign="top"><b>10</b></entry></row></thead><tbody><row><entry>Emulsifier system 2</entry><entry>2,00%</entry></row><row><entry>Distearyldimonium Chloride</entry><entry>1,50%</entry></row><row><entry>Glyceryl stearate</entry><entry>2,00%</entry></row><row><entry>Stearyl alcohol</entry><entry>1,00%</entry></row><row><entry>C12-15 alkyl benzoates</entry><entry>5,00%</entry></row><row><entry>TEGO^® Sun TDEC 45 (Titanium Dioxide; Diethylhexyl Carbonate; Polyglyceryl-6 Polyhydroxystearate))</entry><entry>5,00%</entry></row><row><entry>Diethylhexyl carbonate</entry><entry>3,50%</entry></row><row><entry>Cetyl Ricinoleate</entry><entry>1,00%</entry></row><row><entry>Triisostearin</entry><entry>1,00%</entry></row><row><entry>Octocrylene</entry><entry>3,00%</entry></row><row><entry>Ethylhexyl methoxycinnamate</entry><entry>4,00%</entry></row><row><entry>Butyl methoxydibenzoylmethane</entry><entry>2,00%</entry></row><row><entry>Water</entry><entry>ad 100%</entry></row><row><entry>Glycerin</entry><entry>3,00%</entry></row><row><entry>Preservative</entry><entry>qs</entry></row><row><entry>Perfume</entry><entry>qs</entry></row></tbody></tgroup></table></tables>

Skin-smoothing body lotion

0111<tables id="tabl0009" num="0009"><table frame="all"><tgroup cols="2"><colspec colnum="1" colname="col1" colwidth="148mm" /><colspec colnum="2" colname="col2" colwidth="18mm" /><thead><row><entry valign="top">example</entry><entry valign="top"><b>11</b></entry></row></thead><tbody><row><entry>Emulsifier system 5</entry><entry>2,50%</entry></row><row><entry>Diethylhexyl carbonate</entry><entry>7,00%</entry></row><row><entry>Isopropyl palmitate</entry><entry>7,60%</entry></row><row><entry>Creatine</entry><entry>0,50%</entry></row><row><entry>Panthenol</entry><entry>0,50%</entry></row><row><entry>Glycerin</entry><entry>3,00%</entry></row><row><entry>Water</entry><entry>ad 100%</entry></row><row><entry>TEGO^® Carbomer 341 ER (Acrylates / C10-30 Alkyl Acrylate Crosspolymer)</entry><entry>0,30%</entry></row><row><entry>Xanthan gum</entry><entry>0,10%</entry></row><row><entry>Sodium hydroxide (10% in water)</entry><entry>qs</entry></row><row><entry>TEGO^® Smooth Complex (Betaine; Urea; Potassium Lactate; Polyglutamic Acid; Hydrolyzed Sclerotium Gum)</entry><entry>2,00%</entry></row><row><entry>Preservative</entry><entry>qs</entry></row><row><entry>Perfume</entry><entry>qs</entry></row></tbody></tgroup></table></tables>

Silky cream gel

0112<tables id="tabl0010" num="0010"><table frame="all"><tgroup cols="2"><colspec colnum="1" colname="col1" colwidth="109mm" /><colspec colnum="2" colname="col2" colwidth="18mm" /><thead><row><entry valign="top">example</entry><entry valign="top"><b>12</b></entry></row></thead><tbody><row><entry>Emulsifier system 3</entry><entry>2,00%</entry></row><row><entry>Bis-PEG / PPG-14/14 dimethicone</entry><entry>2,00%</entry></row><row><entry>Cyclomethicone</entry><entry>10,00%</entry></row><row><entry>Dimethicone</entry><entry>3,00%</entry></row><row><entry>Cetyl Ricinoleate</entry><entry>2,00%</entry></row><row><entry>Xanthan gum</entry><entry>0,20%</entry></row><row><entry>TEGO^® Carbomer 341 ER (Acrylates / C10-30 Alkyl Acrylate Crosspolymer)</entry><entry>0,40%</entry></row><row><entry>Caprylic / Capric triglycerides</entry><entry>1,90%</entry></row><row><entry>Water</entry><entry>ad 100%</entry></row><row><entry>PEG / PPG-20/20 dimethicone</entry><entry>1,00%</entry></row><row><entry>Alcohol</entry><entry>5,00%</entry></row><row><entry>Sodium hydroxide (10% in water)</entry><entry>qs</entry></row><row><entry>Preservative</entry><entry>qs</entry></row><row><entry>Perfume</entry><entry>qs</entry></row></tbody></tgroup></table></tables>

O / W drinking emulsion for cosmetic wet wipes

0113<tables id="tabl0011" num="0011"><table frame="all"><tgroup cols="3"><colspec colnum="1" colname="col1" colwidth="10mm" /><colspec colnum="2" colname="col2" colwidth="142mm" /><colspec colnum="3" colname="col3" colwidth="14mm" /><thead><row><entry align="center" valign="top" /><entry valign="top">example</entry><entry valign="top"><b>13</b></entry></row></thead><tbody><row><entry align="center">A</entry><entry>TEGO^® Wipe DE (Diethylhexyl Carbonate; Polyglyceryl-4 Laurate; Phenoxyethanol; Methyl-paraben; Dilauryl Citrate; Ethylparaben; Butylparaben; Propylparaben; Isobutylparaben)</entry><entry>5,70%</entry></row><row><entry align="center">B</entry><entry>Demineralized water</entry><entry>5,70%</entry></row><row><entry morerows="3" align="center">C.</entry><entry>Emulsifier system 1</entry><entry>0,30%</entry></row><row><entry>Creatine</entry><entry>0,25%</entry></row><row><entry>Panthenol</entry><entry>0,50%</entry></row><row><entry>Demineralized water</entry><entry>93,25</entry></row><row><entry align="center">Z.</entry><entry>Perfume</entry><entry>qs</entry></row></tbody></tgroup></table></tables>

0114Production: At room temperature, A is first mixed with B, then C and Z are added with stirring.