Dyeing composition for keratineous materials comprising a fluorescent dye and an aminated silicone, process and use
32 claims: 32 independent, 0 dependent
- 1Composition, caractérisée en ce qu'elle comprend, dans un milieu cosmétiquement acceptable, au moins un colorant fluorescent dans la gamme des orangés, soluble dans ledit milieu, et au moins une silicone aminée ;la composition ne comprenant pas, à titre d'agent fluorescent, du 2-[2-(4-dialkylamino)phényl éthényl]-1 alkyl pyridinium dans laquelle le radical alkyle du noyau pyridinium représente un radical méthyle, éthyle, celui du noyau benzénique représente un radical méthyle et dans laquelle le contre ion est un halogénure. Composition, characterized in that it comprises, in a cosmetically acceptable medium, at least one dye fluorescent in the orange range that is soluble in the said medium and at least one aminosilicone;the composition not comprising, as fluorescent agent, 2-[2-(4-dialkylamino)-phenylethenyl]-1-alkylpyridinium in which the alkyl radical of the pyridinium nucleus represents a methyl or ethyl radical and that of the benzene nucleus represents a methyl radical, and in which the counterion is a halide. Zusammensetzung, dadurch gekennzeichnet, dass sie in einem kosmetisch akzeptablen Medium mindestens einen in dem Medium löslichen, im Orange-Bereich fluoreszierenden Farbstoff und mindestens ein aminiertes Silicon enthält, wobei die Zusammensetzung als fluoreszierenden Stoff kein 2-[2-(4-Dialkylamino)phenyl-ethenyl)-1-alkylpyridinium enthält, bei dem die Alkylgruppe des Pyridiniumrings eine Methylgruppe oder eine Ethylgruppe bedeutet und die Alkylgruppe des Benzolkerns eine Methylgruppe bedeutet und bei dem das Gegenion ein Halogenid ist.
- 2Composition according to the preceding claim, characterized in that the fluorescent dye leads to a reflectance maximum that is in the wavelength range from 500 to 650 nanometres and preferably in the wavelength range from 550 to 620 nanometres. Composition selon l'une quelconque des revendications précédentes, caractérisée en ce que le colorant fluorescent conduit à un maximum de réflectance se situant dans la gamme de longueur d'onde allant de 500 à 650 nanométres, et de préférence dans la gamme de longueur d'onde allant de 550 à 620 nanomètres. Zusammensetzung nach dem vorhergehenden Anspruch, dadurch gekennzeichnet, dass der fluoreszierende Farbstoff zu einem maximalen Reflexionsgrad im Wellenlängenbereich von 500 bis 650 nm und vorzugsweise im Wellenlängenbereich von 550 bis 620 nm führt.
- 3Composition according to either of the preceding claims, characterized in that the fluorescent compound is chosen from the fluorescent dyes belonging to the following families:naphthalimides;cationic or non-cationic coumarins;xanthenodiquinolizines;azaxanthenes;naphtholactams;azlactones;oxazines;thiazines;dioxazines;polycationic fluorescent dyes of azo, azomethine or methine type, alone or as mixtures. Composition l'une quelconque des revendications précédentes, caractérisée en ce que le composé fluorescent est choisi parmi les colorants fluorescents appartenant aux familles suivantes : les naphtalimides ;les coumarines cationiques ou non ;les xanthénodiquinolizines ;les azaxanthénes ;les naphtolactames ;les azlactones ;les oxazines ;les thiazines ;les dioxazines ;les colorants fluorescents polycationiques de type azoïque, azométhinique, ou méthinique, seuls ou en mélanges. Zusammensetzung nach einem der vorhergehenden Ansprüche, dadurch gekennzeichnet, dass die fluoreszierende Verbindung unter den fluoreszierenden Farbstoffen der folgenden Gruppen ausgewählt ist: Naphthalimiden;kationischen oder nicht kationischen Cumarinen;Xanthenodichinolizinen;Azaxanthenen;Naphtholactamen;Azlactonen;Oxazinen;Thiazinen;Dioxazinen;polykationischen fluoreszierenden Farbstoffen vom Azotyp, Azomethintyp oder Methintyp, wobei diese Farbstoffe einzeln oder in Form von Gemischen vorliegen.
- 4Composition according to any one of the preceding claims, characterized in that the fluorescent compound has the following formula:in which: R1 and R2, which may be identical or different, represent: • a hydrogen atom;• a linear or branched alkyl radical containing 1 to 10 carbon atoms and preferably from 1 to 4 carbon atoms, optionally interrupted and/or substituted with at least one hetero atom and/or group comprising at least one hetero atom and/or substituted with at least one halogen atom;• an aryl or arylalkyl radical, the aryl group containing 6 carbon atoms and the alkyl radical containing 1 to 4 carbon atoms;the aryl radical optionally being substituted with one or more linear or branched alkyl radicals comprising 1 to 4 carbon atoms optionally interrupted and/or substituted with at least one hetero atom and/or group comprising at least one hetero atom and/or substituted with at least one halogen atom;• R1 and R2 may optionally be linked so as to form a heterocycle with the nitrogen atom and may comprise one or more other hetero atoms, the heterocycle optionally being substituted with at least one linear or branched alkyl radical preferably containing from 1 to 4 carbon atoms and optionally being interrupted and/or substituted with at least one hetero atom and/or group comprising at least one hetero atom and/or substituted with at least one halogen atom;• R1 or R2 may optionally be engaged in a heterocycle comprising the nitrogen atom and one of the carbon atoms of the phenyl group bearing the said nitrogen atom;R3 and R4, which may be identical or different, represent a hydrogen atom or an alkyl radical containing 1 to 4 carbon atoms;R5, which may be identical or different, represent a hydrogen atom, a halogen atom or a linear or branched alkyl radical containing 1 to 4 carbon atoms, optionally interrupted with at least one hetero atom;R6, which may be identical or different, represent a hydrogen atom;a halogen atom;a linear or branched alkyl radical containing 1 to 4 carbon atoms, optionally substituted and/or interrupted with at least one hetero atom and/or group bearing at least one hetero atom and/or substituted with at least one halogen atom;X represents: • a linear or branched alkyl radical containing 1 to 14 carbon atoms or an alkenyl radical containing 2 to 14 carbon atoms, optionally interrupted and/or substituted with at least one hetero atom and/or group containing at least one hetero atom and/or substituted with at least one halogen atom;• a 5- or 6-membered heterocyclic radical optionally substituted with at least one linear or branched alkyl radical containing 1 to 14 carbon atoms, optionally substituted with at least one hetero atom;with at least one linear or branched aminoalkyl radical containing 1 to 4 carbon atoms, optionally substituted with at least one hetero atom;with at least one halogen atom;• a fused or non-fused aromatic or diaromatic radical, optionally separated with an alkyl radical containing 1 to 4 carbon atoms, the aryl radical(s) optionally being substituted with at least one halogen atom or with at least one alkyl radical containing 1 to 10 carbon atoms optionally substituted and/or interrupted with at least one hetero atom and/or group bearing at least one hetero atom;• a dicarbonyl radical;• the group X possibly bearing one or more cationic charges;a being equal to 0 or 1;Y-, which may be identical or different, representing an organic or mineral anion;n being an integer at least equal to 2 and at most equal to the number of cationic charges present in the fluorescent compound. Composition l'une quelconque des revendications précédentes, caractérisée en ce que le composé fluorescent est de formule suivante : dans laquelle : R1, R2, identiques ou différents, représentent : • un atome d'hydrogène :• un radical alkyle, linéaire ou ramifié, comprenant 1 à 10 atomes de carbone, de préférence de 1 à 4 atomes de carbone, éventuellement interrompu et/ou substitué par au moins un hétéroatome et/ou groupement comprenant au moins un hétéroatome et/ou substitué par au moins un atome d'halogène ;• un radical aryle ou arylalkyle, le groupement aryle ayant 6 atomes de carbone et le radical alkyle ayant 1 à 4 atomes de carbone : le radical aryle étant éventuellement substitué par un ou plusieurs radicaux alkyles linéaires ou ramifiés comprenant 1 à 4 atomes de carbone éventuellement interrompus et/ou substitués par au moins un hétéroatome et/ou groupement comprenant au moins un hétéroatome et/ou substitué par au moins un atome d'halogène ;• R1 et R2 peuvent éventuellement être reliés de manière à former un hétérocycle avec l'atome d'azote et comprendre un ou plusieurs autres hétéroatomes, l'hétérocycle étant éventuellement substitué par au moins un radical alkyle linéaire ou ramifié, comprenant de préférence de 1 à 4 atomes de carbone et étant éventuellement interrompu et/ou substitué par au moins un hétéroatome et/ou groupement comprenant au moins un hétéroatome et/ou substitué par au moins un atome d'halogène ;• R1 ou R2 peut éventuellement être engagé dans un hétérocycle comprenant l'atome d'azote et l'un des atomes de carbone du groupement phényle portant ledit atome d'azote ;R3, R4, identiques ou non, représentent un atome d'hydrogène, un radical alkyle comprenant 1 à 4 atomes de carbone ;R5, identiques ou non, représentent un atome d'hydrogène, un atome d'halogène, un radical alkyle linéaire ou ramifié comprenant 1 à 4 atomes de carbone éventuellement interrompu par au moins un hétéroatome ;R6, identiques ou non, représentent un atome d'hydrogène ;un atome d'halogène;un radical alkyle linéaire ou ramifié comprenant 1 à 4 atomes de carbone, éventuellement substitué et/ou interrompu par au moins un hétéroatome et/ou groupement portant au moins un hétéroatome et/ou substitué par au moins un atome d'hatogène;X représente ;• un radical alkyle, linéaire ou ramifié comprenant 1 à 14 atomes de carbone, ou alcényle comprenant 2 à 14 atomes de carbone. éventuellement interrompu et/ou substitué par au moins un hétéroatome et/ou groupement comprenant au moins un hétéroatome et/ou substitué par au moins un atome d'halogène ;• un radical hétérocyclique comprenant 5 ou 6 chaînons, éventuellement substitué par au moins un radical alkyle linéaire ou ramifié comprenant 1 à 14 atomes de carbone, éventuellement substitué par au moins un hétéroatome : par au moins un radical aminoalkyle, linéaire ou ramifié, comprenant 1 à 4 atomes de carbone, éventuellement substitué par au moins un hétéroatome ;par au moins un atome d'halogène ;• un radical aromatique ou diaromatique condensé ou non, séparé ou non par un radical alkyle comprenant 1 à 4 atomes de carbone, le ou les radicaux aryles étant éventuellement substitués par au moins un atome d'halogène ou par au moins un radical alkyle comprenant 1 à 10 atomes de carbone éventuellement substitué et/ou interrompu par au moins un hétéroatome et/ou groupement portant au moins un hétéroatome;• un radical dicarbonyle ;• le groupement X pouvant porter une ou plusieurs charges cationiques ;a étant égal à 0 ou 1 ;Y-, identiques ou non, représentant un anion organique ou minéral ;n étant un nombre entier au moins égal à 2 et au plus égal au nombre de charges cationiques présentes dans le composé fluorescent. Zusammensetzung nach einem der vorhergehenden Ansprüche, dadurch gekennzeichnet, dass die fluoreszierende Verbindung die folgende Formel aufweist: worin bedeuten: die Gruppen R1 und R2, die gleich oder verschieden sind: · ein Wasserstoffatom;· eine geradkettige oder verzweigte Alkylgruppe mit 1 bis 10 Kohlenstoffatomen und vorzugsweise 1 bis 4 Kohlenstoffatomen, die gegebenenfalls durch mindestens ein Heteroatom und/oder eine Gruppe, die mindestens ein Heteroatom enthält, unterbrochen und/oder mit mindestens einem Heteroatom und/oder einer Gruppe, die mindestens ein Heteroatom enthält, substituiert ist und/oder mit mindestens einem Halogenatom substituiert ist;· eine Aryl- oder Arylalkylgruppe, wobei die Arylgruppe 6 Kohlenstoffatome und die Alkylgruppe 1 bis 4 Kohlenstoffatome besitzt, wobei die Arylgruppe gegebenenfalls mit einer oder mehreren geradkettigen oder verzweigten Alkylgruppen mit 1 bis 4 Kohlenstoffatomen substituiert ist, die gegebenenfalls durch mindestens ein Heteroatom und/oder eine Gruppe, die mindestens ein Heteroatom enthält, unterbrochen und/oder mit mindestens einem Heteroatom und/oder einer Gruppe, die mindestens ein Heteroatom enthält, substituiert sind und/oder mit mindestens einem Halogenatom substituiert sind;· die Gruppen R1 und R2 können gegebenenfalls so verbunden sein, dass sie mit dem Stickstoffatom einen Heterocyclus bilden, wobei ein oder mehrere weitere Heteroatome enthalten sein können, wobei der Heterocyclus gegebenenfalls mit mindestens einer geradkettigen oder verzweigten Alkylgruppe substituiert ist, die vorzugsweise 1 bis 4 Kohlenstoffatome enthält und gegebenenfalls durch mindestens ein Heteroatom und/oder eine Gruppe, die mindestens ein Heteroatom enthält, unterbrochen und/oder mit mindestens einem Heteroatom und/oder einer Gruppe, die mindestens ein Heteroatom enthält, substituiert ist und/oder mit mindestens einem Halogenatom substituiert ist;· die Gruppe R1 oder R2 kann gegebenenfalls in einen Heterocyclus eingebunden sein, der das Stickstoffatom und ein Kohlenstoffatom des Phenylrings, der das Stickstoffatom trägt, enthält;die Gruppen R3 und R4, die identisch oder verschieden sind, ein Wasserstoffatom oder eine Alkylgruppe mit 1 bis 4 Kohlenstoffatomen;die Gruppen R5, die gleich oder verschieden sind, ein Wasserstoffatom;ein Halogenatom;eine geradkettige oder verzweigte Alkylgruppe mit 1 bis 4 Kohlenstoffatomen, die gegebenenfalls durch mindestens ein Heteroatom unterbrochen ist;die Gruppen R6, die gleich oder verschieden sind, ein Wasserstoffatom;ein Halogenatom;eine geradkettige oder verzweigte Alkylgruppe mit 1 bis 4 Kohlenstoffatomen, die gegebenenfalls mit mindestens einem Heteroatom und/oder einer Gruppe, die mindestens ein Heteroatom enthält, substituiert und/oder durch mindestens ein Heteroatom und/ oder eine Gruppe, die mindestens ein Heteroatom enthält, unterbrochen ist und/oder mit mindestens einem Halogenatom substituiert ist;X bedeutet: eine geradkettige oder verzweigte Alkylgruppe mit 1 bis 14 Kohlenstoffatomen oder eine Alkenylgruppe mit 2 bis 14 Kohlenstoffatomen, die gegebenenfalls durch mindestens ein Heteroatom und/oder eine Gruppe, die mindestens ein Heteroatom enthält, unterbrochen und/oder mit mindestens einem Heteroatom und/oder einer Gruppe, die mindestens ein Heteroatom enthält, substituiert und/oder mit mindestens einem Halogenatom substituiert ist;· eine 5- oder 6-gliedrige heterocyclische Gruppe, die gegebenenfalls mit mindestens einer geradkettigen oder verzweigten Alkylgruppe mit 1 bis 14 Kohlenstoffatomen, die gegebenenfalls mit mindestens einem Heteroatom substituiert ist;mit mindestens einer geradkettigen oder verzweigten Aminoalkylgruppe mit 1 bis 4 Kohlenstoffatomen, die gegebenenfalls mit mindestens einem Heteroatom substituiert ist;mit mindestens einem Halogenatom substituiert ist;· eine aromatische Gruppe oder eine kondensierte oder nicht kondensierte, diaromatische Gruppe, die gegebenenfalls durch eine Alkylgruppe mit 1 bis 4 Kohlenstoffatomen separiert wird, wobei die Arylgruppe(n) gegebenenfalls mit mindestens einem Halogenatom oder mit mindestens einer Alkylgruppe mit 1 bis 10 Kohlenstoffatomen substituiert sind, die gegebenenfalls mit mindestens einem Heteroatom und/oder eine Gruppe, die mindestens ein Heteroatom enthält, substituiert und/oder durch mindestens ein Heteroatom und/oder eine Gruppe, die mindestens ein Heteroatom enthält, unterbrochen ist;· eine Dicarbonylgruppe;· wobei die Gruppe X eine oder mehrere kationische Ladungen umfassen kann;wobei a 0 oder 1 beträgt;die Gruppen Y-, die gleich oder verschieden sind, ein organisches oder anorganisches Anion;wobei n eine ganze Zahl von mindestens 2 und höchstens der Anzahl der in der fluoreszierenden Verbindung vorliegenden kationischen Ladungen ist.
- 5Composition according to any one of the preceding claims, characterized in that the fluorescent dye(s) is(are) present in a weight concentration of between 0.01% and 20% by weight, more particularly between 0.05% and 10% by weight and preferably between 0.1% and 5% by weight relative to the total weight of the composition. Composition selon l'une quelconque des revendications précédentes, caractérisée en ce que le ou les colorants fluorescents sont présents dans une concentration pondérale comprise entre 0,01 et 20% en poids, plus particulièrement comprise entre 0,05 à 10% en poids, de préférence comprise entre 0,1 à 5% en poids, par rapport au poids total de la composition. Zusammensetzung nach einem der vorhergehenden Ansprüche, dadurch gekennzeichnet, dass der oder die fluoreszierende(n) Farbstoff(e) in einer Konzentration von 0,01 bis 20 Gew.-%, insbesondere 0,05 bis 10 Gew.-% und vorzugsweise 0,1 bis 5 Gew.%, bezogen auf das Gesamtgewicht der Zusammensetzung, enthalten sind.
- 6Composition according to any one of the preceding claims, characterized in that the aminosilicone corresponds to the following formula:in which R, R' and R", which may be identical or different, denote a C1-C4 alkyl radical, preferably CH3;a C1-C4 alkoxy radical, preferably methoxy;or OH;A represents a linear or branched C3-C8 and preferably C3-C8 alkylene radical;m and n are integers the sum of which is between 1 and 2000. Composition selon l'une quelconque des revendications précédentes, caractérisée en ce que la silicone aminée correspond à la formule suivante : dans laquelle R, R'. R", identiques ou différents, désignent un radical alkyle en C1-C4, de préférence CH3 ;un radical alcoxy en C1-C4, de préférence méthoxy ;ou OH ;A représente un radical alkylène, linéaire ou ramifié, en C3-C8. de préférence en C3-C8;m et n sont des nombres entiers dont la somme est comprise entre 1 et 2000. Zusammensetzung nach einem der vorhergehenden Ansprüche, dadurch gekennzeichnet, dass das aminierte Silicon der folgenden Formel entspricht: worin die Gruppen R, R' und R", die gleich oder verschieden sind, eine C1-4-Alkylgruppe und vorzugsweise CH3;eine C1-4-Alkoxygruppe und vorzugsweise Methoxy;oder OH bedeuten;A eine geradkettige oder verzweigte Alkylengruppe mit 3 bis 8 Kohlenstoffatomen und vorzugsweise 3 bis 8 Kohlenstoffatomen ist;und m und n ganze Zahlen bedeuten, deren Summe im Bereich von 1 bis 2000 liegt.
- 7Composition according to any one of Claims 1 to 5, characterized in that the aminosilicone corresponds to the following formula:(R1)a(T)3-a-Si[OSi(T)2]n-[OSi(T)b(R1)2-b]m-OSi(T)3-a-(R1)a (B) in which • T is a hydrogen atom or a phenyl, OH or C1-C8 alkyl radical, and preferably methyl,• a denotes the number 0 or an integer from 1 to 3, and preferably 0,• b denotes 0 or 1, and in particular 1,• m and n are numbers such that the sum (n + m) ranges from 1 to 2000, n being between 0 and 1999 and m being between 1 and 2000;• R1 is a monovalent radical of formula -CqH2QL in which q is a number from 2 to 8;• L is an optionally quaternized amino group chosen from the groups: -N(R2)-CH2-CH2-N(R2)2;-N(R2)2;-N+(R2)3Q-;-N+(R2) (H)2Q-;-N+(R2)2HQ-;-N(R2) -CH2-CH2-N+(R2) (H)2Q-;in which R2 can denote hydrogen, phenyl, benzyl or a monovalent saturated hydrocarbon-based radical, for example an alkyl radical having from 1 to 20 carbon atoms, and Q- represents a halide ion, for instance fluoride, chloride, bromide or iodide. Composition selon l'une quelconque des revendications 1 à 5, caractérisée en ce que la silicone aminée correspond à la formule suivante : (R1)a(T)3-a-Si[OSi(T)2]n-[OSi(T)b(R1)2-b]m-OSi(T)3-a-(R1)a (B) dans laquelle, • T est un atome d'hydrogène, ou un radical phényle, ou OH, ou alkyle en C1-C8. et de préférence méthyle,• a désigne le nombre 0 ou un nombre entier de 1 à 3, et de préférence 0,• b désigne 0 ou 1, et en particulier 1,• m et n sont des nombres tels que la somme (n + m) varie de 1 à 2000, n étant compris entre 0 et 1999 et m étant compris entre 1 et 2 000 ;• R1 est un radical monovalent de formule -GqH2QL dans laquelle q est un nombre de 2 à 8 ;• L est un groupement aminé éventuellement quaternisé choisi parmi les -N(R2)-CH2-CH2-N(R2)2;-N(R2)2;-N⊕(R2)3 Q- ;-N⊕(R2) (H)2 Q- ;-N⊕(R2)2H Q- ;-N(R2)-CH2-CH2-N⊕(R2)(H)2 Q- ;dans lesquels R2 peut désigner hydrogène, phényle, benzyle, ou un radical hydrocarboné saturé monovalent, par exemple un radical alkyle ayant de 1 à 20 atomes de carbone et Q- représente un ion halogénure tel que par exemple fluorure, chlorure, bromure ou iodure. Zusammensetzung nach einem der Ansprüche 1 bis 5, dadurch gekennzeichnet, dass das aminierte Silicon der folgenden Formel entspricht: (R1)a(T)3-a-Si[OSi(T)2]n-[OSi(T)b(R1)2-b]m-OSi(T)3-a-(R1)a (B) worin bedeuten: · T Wasserstoff, Phenyl, Hydroxy (-OH) oder C1-8-Alkyl, vorzugsweise Methyl,· a 0 oder eine ganze Zahl von 1 bis 3 und vorzugsweise 0,· b 0 oder 1 und insbesondere 1,· m und n Zahlen, die so ausgewählt sind, dass die Summe (n + m) im Bereich von 1 bis 2000 liegt, wobei n eine Zahl von 0 bis 1999 und m eine Zahl von 1 bis 2000 bedeutet,· R1 eine einwertige Gruppe der Formel -CqH2qL, worin q eine Zahl von 2 bis 8 ist,· L eine gegebenenfalls quaternisierte, aminierte Gruppe bedeutet, welche unter den folgenden Gruppen ausgewählt ist: -N(R2)-CH2-CH2-N(R2)2;-N(R2)2;-N⊕(R2)3Q-;-N⊕(R2) (H)2Q-;-N⊕(R2)2HQ-;;-N(R2)-CH2-CH2-N⊕(R2)(H)2Q-, worin die Gruppen R2 Wasserstoff, Phenyl, Benzyl oder eine einwertige gesättigte Kohlenwasserstoffgruppe, beispielsweise eine Alkylgruppe mit 1 bis 20 Kohlenstoffatomen, bedeuten können und Q- ein Halogenid bedeutet, wie beispielsweise Fluorid, Chlorid, Bromid oder Iodid.
- 8Composition according to any one of Claims 1 to 5, characterized in that the aminosilicone corresponds to the following formula:in which m and n are numbers such that the sum (n + m) ranges from 1 to 2000, n being between 0 and 1999 and m being between 1 and 2000. Composition selon l'une quelconque des revendications 1 à 5, caractérisée en ce que la silicone aminée correspond à la formule suivante : dans laquelle m et n sont des nombres tels que la somme (n + m) varie de 1 à 2000, n étant compris entre 0 à 1999 et m étant compris 1 et 2000. Zusammensetzung nach einem der Ansprüche 1 bis 5, dadurch gekennzeichnet, dass das aminierte Silicon der folgenden Formel entspricht: worin m und n Zahlen beuten, die so ausgewählt sind, dass die Summe (n + m) im Bereich von 1 bis 2000 liegt, wobei n im Bereich von 0 bis 1999 und m im Bereich von 1 bis 2000 liegt.
- 9Composition according to any one of Claims 1 to 5, characterized in that the aminosilicone corresponds to the following formula:in which • R3 represents a C1-C18 alkyl or alkene radical;• R4 represents a C1-C18 alkyl, alkene or alkyloxy radical;• Q- is a halide ion;• r represents a mean statistical value from 2 to 20;• s represents a mean statistical value from 20 to 200. Composition selon l'une quelconque des revendications 1 à 5, caractérisée en ce que la silicone aminée correspond à la formule suivante : dans laquelle, • R3 représente un radical alkyle ou alcène en C1-C18 ;• R4 représente un radical alkyle, alcène, alkyloxy en C1-C18 ;• Q- est un ion halogénure ;• r représente une valeur statistique moyenne de 2 à 20 ;• s représente une valeur statistique moyenne de 20 à 200. Zusammensetzung nach einem der Ansprüche 1 bis 5, dadurch gekennzeichnet, dass das aminierte Silicon der folgenden Formel entspricht: worin bedeuten: - R3 eine Alkyl- oder Alkenylgruppe mit 1 bis 18 Kohlenstoffatomen,- R4 eine Alkylgruppe, eine Alkengruppe oder eine C1-18-Alkyloxygruppe,- Q- ein Halogenid,- r einen statistischen Mittelwert von 2 bis 20, und- s einen statistischen Mittelwert von 20 bis 200.
- 10Composition according to any one of the preceding claims, characterized in that the content of aminosilicone is between 0.01% and 20% by weight relative to the weight of the composition, preferably between 0.1% and 10% by weight relative to the weight of the composition. Composition l'une quelconque des revendications précédentes, caractérisée en ce que la teneur en silicone aminée est comprise entre 0,01 et 20 % en poids par rapport au poids de la composition, de préférence entre 0.1 et 10 % en poids par rapport au poids de la composition. Zusammensetzung nach einem der vorhergehenden Ansprüche, dadurch gekennzeichnet, dass der Mengenanteil des aminierten Silicons 0,01 bis 20 Gew.-%, bezogen auf das Gesamtgewicht der Zusammensetzung, und vorzugsweise 0,1 bis 10 Gew.-%, bezogen auf das Gesamtgewicht der Zusammensetzung, ausmacht.
- 11Composition according to one of the preceding claims, characterized in that it comprises at least one nonionic, anionic, cationic or amphoteric surfactant. Composition selon l'une des revendications précédentes, caractérisée en ce qu'elle comprend au moins un tensioactif non ionique, anionique, cationique ou amphotère. Zusammensetzung nach einem der vorhergehenden Ansprüche, dadurch gekennzeichnet, dass sie mindestens einen nichtionischen, anionischen, kationischen oder amphoteren grenzflächenaktiven Stoff enthält.
- 12Composition according to the preceding claim, characterized in that the surfactant content represents 0.01% to 30% by weight relative to the total weight of the composition. Composition selon la revendication précédente, caractérisée en ce que la teneur en tensioactif représente 0.01 à 30 % en poids par rapport au poids total de la composition. Zusammensetzung nach dem vorhergehenden Anspruch, dadurch gekennzeichnet, dass der Mengenanteil des grenzflächenaktiven Stoffes im Bereich von 0,01 bis 30 Gew.-%, bezogen auf das Gesamtgewicht der Zusammensetzung, liegt.
- 13Composition according to any one of the preceding claims, characterized in that it also comprises at least one additional non-fluorescent direct dye of nonionic, cationic or anionic nature. Composition selon l'une quelconque des revendications précédentes, caractérisée en ce qu'elle comprend en outre au moins un colorant direct additionnel non fluorescent de nature non ionique, cationique ou anionique. Zusammensetzung nach einem der vorhergehenden Ansprüche, dadurch gekennzeichnet, dass sie ferner mindestens einen zusätzlichen, nicht fluoreszierenden Direktfarbstoff vom nichtionischen, kationischen oder anionischen Typ enthält.
- 14Composition according to Claim 13, characterized in that the additional direct dyes are chosen from nitrobenzene dyes, azo dyes, anthraquinone dyes, naphthoquinone dyes, benzoquinone dyes, phenothiazine dyes, indigoid dyes, xanthene dyes, phenanthridine dyes, phthalocyanin dyes and triarylmethane-based dyes, or mixtures thereof. Composition selon la revendication 13, caractérisée par le fait que les colorants directs additionnels sont choisis parmi les colorants benzéniques nitrés, les colorants azoïques, anthraquinoniques, naphtoquinoniques, benzoquinoniques, phénotiaziniques, indigoïdes, xanthéniques, phénanthridiniques, phtalocyanines, ainsi que les colorants dérivés du triarylméthane, ou leurs mélanges. Zusammensetzung nach Anspruch 13, dadurch gekennzeichnet, dass die zusätzlichen Direktfarbstoffe unter den nitrierten Benzolfarbstoffen, Azofarbstoffen, Anthrachinon-Farbstoffen, Naphthochinon-Farbstoffen, Benzochinon-Farbstoffen, Phenotiazin-Farbstoffen, Indigoiden, Xanthen-Farbstoffen, Phenanthridin-Farbstoffen, Phthalocyaninen sowie den von Triarylmethan abgeleiteten Farbstoffen oder deren Gemischen ausgewählt sind.
- 15Composition according to either of Claims 13 and 14, characterized in that the additional direct dye(s) represent(s) from 0.0005% to 12% by weight and preferably from 0.005% to 6% by weight relative to the total weight of the composition. Composition selon l'une des revendications 13 ou 14, caractérisée en ce que le ou les colorants directs additionnels représentent de 0,0005 à 12 % en poids, de préférence de 0,005 à 6 % en poids, par rapport au poids total de la composition. Zusammensetzung nach einem der Ansprüche 13 oder 14, dadurch gekennzeichnet, dass der oder die zusätzliche(n) Direktfarbstoff(e) 0,0005 bis 12 Gew.-% und vorzugsweise 0,005 bis 6 Gew.-% des Gesamtgewichts der Zusammensetzung ausmachen.
- 16Composition according to any one of the preceding claims, characterized in that it is in the form of a lightening dyeing shampoo. Composition selon l'une quelconque des revendications précédentes, caractérisée en ce qu'elle se présente sous la forme d'un shampooing éclaircissant et colorant. Zusammensetzung nach einem der vorhergehenden Ansprüche, dadurch gekennzeichnet, dass sie in Form eines aufhellenden und färbenden Haarwaschmittels vorliegt.
- 17Composition according to any one of the preceding claims, characterized in that it comprises at least one oxidation base chosen from para-phenylenediamines, bis(phenyl)alkylenediamines, para-aminophenols, ortho-aminophenols and heterocyclic bases, or the addition salts thereof with an acid or with an alkaline agent. Composition selon l'une quelconque des revendications précédentes, caractérisée en ce qu'elle comprend au moins une base d'oxydation choisie parmi les paraphénylénediamines, les bis-phénylalkylènediarnines, les para-aminophénols, les ortho-aminophénols et les bases hétérocycliques ou leurs sels d'addition avec un acide ou avec un agent alcalin. Zusammensetzung nach einem der vorhergehenden Ansprüche, dadurch gekennzeichnet, dass sie ferner mindestens eine Oxidationsbase enthält, die unter den p-Phenylendiaminen, Bisphenylalkylendiaminen, p-Aminophenolen, o-Aminophenolen und den heterocyclischen Basen sowie den Additionssalzen dieser Verbindungen mit einer Säure oder einem alkalischen Stoff ausgewählt ist.
- 18Composition according to the preceding claim, characterized in that the oxidation base(s) represent(s) 0.0005% to 12% by weight and more particularly 0.005% to 6% by weight relative to the total weight of the composition. Composition selon la revendication précédente, caractérisée en ce que la ou les bases d'oxydation représentent 0,0005 à 12 % en poids, plus particulièrement 0,005 à 6 % en poids, par rapport au poids total de la composition. Zusammensetzung nach dem vorhergehenden Anspruch, dadurch gekennzeichnet, dass die Oxidationsbase(n) in Konzentrationen von 0,0005 bis 12 Gew.-% und insbesondere 0,005 bis 6 Gew.-%, bezogen auf das Gesamtgewicht der Zusammensetzung, enthalten sind.
- 19Composition according to either of Claims 17 and 18, characterized in that it comprises at least one coupler chosen from meta-phenylenediamines, meta-aminophenols, meta-diphenols and heterocyclic couplers, or the addition salts thereof with an acid or with an alkaline agent. Composition selon l'une quelconque des revendications 17 ou 18, caractérisée en ce qu'elle comprend au moins un coupleur choisi parmi les métaphénylène diamines, les méta-aminophénols, les métadiphénols et les coupleurs hétérocycliques ou leurs sels d'addition avec un acide ou avec un agent alcalin. Zusammensetzung nach einem der Ansprüche 17 oder 18, dadurch gekennzeichnet, dass sie ferner mindestens einen Kuppler enthält, der unter den m-Phenylendiaminen, m-Aminophenolen, m-Dihydroxybenzolen, heterocyclischen Kupplern oder den Additionssalzen dieser Verbindungen mit einer Säure oder einem alkalischen Stoff ausgewählt ist.
- 20Composition according to the preceding claim, characterized in that the coupler(s) represent(s) from 0.0001% to 10% by weight and more particularly 0.005% to 5% by weight relative to the total weight of the dye composition. Composition selon la revendication précédente, caractérisée en ce que le ou les coupleurs représentent de 0,0001 à 10 % en poids, plus particulièrement 0,005 à 5 % en poids, par rapport au poids total de la composition tinctoriale. Zusammensetzung nach dem vorhergehenden Anspruch, dadurch gekennzeichnet, dass der oder die Kuppler in Mengenanteilen von 0,0001 bis 10 Gew.-% und insbesondere 0,005 bis 5 Gew.-%, bezogen auf das Gesamtgewicht der Zusammensetzung, enthalten sind.
- 21Composition, caractérisée en ce qu'elle comprend la composition selon l'une des revendications 1 à 17 et 17 à 20, et au moins un agent oxydant. Composition, characterized in that it comprises the composition according to one of Claims 1 to 17 and 17 to 20, and at least one oxidizing agent. Zusammensetzung, dadurch gekennzeichnet, dass sie die Zusammensetzung nach einem der Ansprüche 1 bis 17 und 17 bis 20 und mindestens ein Oxidationsmittel umfasst.
- 22Composition according to the preceding claim, characterized in that the oxidizing agent is chosen from hydrogen peroxide, urea peroxide, alkali metal bromates, persalts such as perborates and persulphates, and enzymes such as peroxidases and two-electron or four-electron oxidoreductases, and preferably hydrogen peroxide. Composition selon la revendication précédente, caractérisée en ce que l'agent oxydant est choisi parmi le peroxyde d'hydrogène, le peroxyde d'urée, les bromates de métaux alcalins, les persels tels que les perborates et persulfates, et les enzymes telles que les peroxydases et les oxydo-réductases à deux ou quatre électrons, et de préférence le peroxyde d'hydrogène. Zusammensetzung nach dem vorhergehenden Anspruch, dadurch gekennzeichnet, dass das Oxidationsmittel unter Wasserstoffperoxid, Harnstoffperoxid, Alkalimetallbromaten, Salzen von Persäuren, wie Perboraten und Persulfaten, und Enzymen, wie Peroxidasen und Oxidoreduktasen (2 oder 4 Elektronen), und vorzugsweise Wasserstoffperoxid ausgewählt ist.
- 23Process using a composition comprising, in a cosmetically acceptable medium, at least one fluorescent dye that is soluble in the said medium, and at least one aminosilicone, for dyeing with a lightening effect hair having a tone height of less than or equal to 6. Procédé mettant en oeuvre une composition comprenant dans un milieu cosmétiquement acceptable, au moins un colorant fluorescent soluble dans ledit milieu, et au moins une silicone aminée, pour la coloration avec effet éclaircissant des cheveux présentant une hauteur de ton inférieur ou égale à 6. Verfahren unter Verwendung einer Zusammensetzung, die in einem kosmetisch akzeptablen Medium mindestens einen in dem Medium löslichen, fluoreszierenden Farbstoff und mindestens ein aminiertes Silicon enthält, um Haare mit aufhellender Wirkung zu färben, die einen Farbton von 6 oder darunter aufweisen.
- 24Process according to Claim 23, characterized in that the fluorescent dye leads to a reflectance maximum that is in the wavelength range from 500 to 650 nanometres and preferably in the wavelength range from 550 to 620 nanometres. Procédé selon la revendication 23, caractérisé en ce que le colorant fluorescent conduit à un maximum de réflectance se situant dans la gamme de longueur d'onde allant de 500 à 650 nanomètres, et de préférence dans la gamme de longueur d'onde allant de 550 à 620 nanomètres Verfahren nach Anspruch 23, dadurch gekennzeichnet, dass der fluoreszierende Farbstoff zu einem maximalen Reflexionsgrad im Wellenlängenbereich von 500 bis 650 nm und vorzugsweise im Wellenlängenbereich von 550 bis 620 nm führt.
- 25Process according to Claim 23 or 24, characterized in that the fluorescent dye is chosen from the fluorescent dyes belonging to the following families:naphthalimides;cationic or non-cationic coumarins;xanthenodiquinolizines;azaxanthenes;naphtholactams;azlactones;oxazines;thiazines;dioxazines;polycationic fluorescent dyes of azo, azomethine or methine type, alone or as mixtures. Procédé selon la revendication 23 or 24, caractérisé en ce que le colorant fluorescent est choisi parmi les colorants fluorescents appartenant aux familles suivantes : les naphtalimides : les coumarines cationiques ou non ;les xanthénodiquinolizines ;les azaxanthènes ;les naphtolactames ;les azlactones ;les oxazines ;les thiazines ;les dioxazines ;les colorants fluorescents polycationiques de type azoïque, azométhinique, ou méthinique, seuls ou en mélanges. Verfahren nach einem der Ansprüche 23 oder 24, dadurch gekennzeichnet, dass der fluoreszierende Farbstoff unter den fluoreszierenden Farbstoffen der folgenden Gruppen ausgewählt ist: Naphthalimiden;kationischen oder nicht kationischen Cumarinen;Xanthenodichinolizinen;Azaxanthenen;Naphtholactamen;Azlactonen;Oxazinen;Thiazinen;Dioxazinen;polykationischen fluoreszierenden Farbstoffen vom Azotyp, Azomethintyp oder Methintyp, wobei diese Farbstoffe einzeln oder im Gemisch vorliegen.
- 26Process according to any one of Claims 23 to 25, characterized in that the fluorescent dye is chosen from the group formed by dyes having the following structures:in which: R1 and R2, which may be identical or different, represent: • a hydrogen atom;• a linear or branched alkyl radical containing 1 to 10 carbon atoms and preferably from 1 to 4 carbon atoms, optionally interrupted and/or substituted with at least one hetero atom and/or group comprising at least one hetero atom and/or substituted with at least one halogen atom;• an aryl or arylalkyl radical, the aryl group containing 6 carbon atoms and the alkyl radical containing 1 to 4 carbon atoms;the aryl radical optionally being substituted with one or more linear or branched alkyl radicals comprising 1 to 4 carbon atoms optionally interrupted and/or substituted with at least one hetero atom and/or group comprising at least one hetero atom and/or substituted with at least one halogen atom;• R1 and R2 may optionally be linked so as to form a heterocycle with the nitrogen atom and may comprise one or more other hetero atoms, the heterocycle optionally being substituted with at least one linear or branched alkyl radical preferably containing from 1 to 4 carbon atoms and optionally being interrupted and/or substituted with at least one hetero atom and/or group comprising at least one hetero atom and/or substituted with at least one halogen atom;• R1 or R2 may optionally be engaged in a heterocycle comprising the nitrogen atom and one of the carbon atoms of the phenyl group bearing the said nitrogen atom;R3 and R4, which may be identical or different, represent a hydrogen atom or an alkyl radical containing 1 to 4 carbon atoms;R5, which may be identical or different, represent a hydrogen atom, a halogen atom or a linear or branched alkyl radical containing 1 to 4 carbon atoms, optionally interrupted with at least one hetero atom;R6, which may be identical or different, represent a hydrogen atom;a halogen atom;a linear or branched alkyl radical containing 1 to 4 carbon atoms, optionally substituted and/or interrupted with at least one hetero atom and/or group bearing at least one hetero atom and/or substituted with at least one halogen atom;X represents: • a linear or branched alkyl radical containing 1 to 14 carbon atoms or an alkenyl radical containing 2 to 14 carbon atoms, optionally interrupted and/or substituted with at least one hetero atom and/or group containing at least one hetero atom and/or substituted with at least one halogen atom;• a 5- or 6-membered heterocyclic radical optionally substituted with at least one linear or branched alkyl radical containing 1 to 14 carbon atoms, optionally substituted with at least one hetero atom;with at least one linear or branched aminoalkyl radical containing 1 to 4 carbon atoms, optionally substituted with at least one hetero atom;with at least one halogen atom;• a fused or non-fused aromatic or diaromatic radical, optionally separated with an alkyl radical containing 1 to 4 carbon atoms, the aryl radical(s) optionally being substituted with at least one halogen atom or with at least one alkyl radical containing 1 to 10 carbon atoms optionally substituted and/or interrupted with at least one hetero atom and/or group bearing at least one hetero atom;• a dicarbonyl radical;• the group X possibly bearing one or more cationic charges;a being equal to 0 or 1;Y-, which may be identical or different, representing an organic or mineral anion;n being an integer at least equal to 2 and at most equal to the number of cationic charges present in the fluorescent compound;in which formula R represents a methyl or ethyl radical;R' represents a methyl radical and X- represents an anion of the chloride, iodide, sulphate, methosulphate, acetate or perchlorate type. Procédé selon l'une quelconque des revendications 23 à 25, caractérisé en ce que le colorant fluorescent est choisi dans le groupe formé par les colorants de structures suivantes : dans laquelle : R1, R2, identiques ou différents, représentent : • un atome d'hydrogène ;• un radical alkyle, linéaire ou ramifié, comprenant 1 à 10 atomes de carbone, de préférence de 1 à 4 atomes de carbone, éventuellement interrompu et/ou substitué par au moins un hétéroatome et/ou groupement comprenant au moins un hétéroatome et/ou substitué par au moins un atome d'halogène ;• un radical aryle ou arylalkyle, le groupement aryle ayant 6 atomes de carbone et le radical alkyle ayant 1 à 4 atomes de carbone ;le radical aryle étant éventuellement substitué par un ou plusieurs radicaux alkyles linéaires ou ramifiés comprenant 1 à 4 atomes de carbone éventuellement interrompus et/ou substitués par au moins un hétéroatome et/ou groupement comprenant au moins un hétéroatome et/ou substitué par au moins un atome d'halogène ;• R1 et R2 peuvent éventuellement être reliés de manière à former un hétérocycle avec l'atome d'azote et comprendre un ou plusieurs autres hétéroatomes, l'hétérocycle étant éventuellement substitué par au moins un radical alkyle linéaire ou ramifié, comprenant de préférence de 1 à 4 atomes de carbone et étant éventuellement interrompu et/ou substitué par au moins un hétéroatome et/ou groupement comprenant au moins un hétéroatome et/ou substitué par au moins un atome d'halogène ;• R1 ou R2 peut éventuellement être engagé dans un hétérocycle comprenant l'atome d'azote et l'un des atomes de carbone du groupement phényle portant ledit atome d'azote ;R3, R4, identiques ou non, représentent un atome d'hydrogène, un radical alkyle comprenant 1 à 4 atomes de carbone ;R5, identiques ou non, représentent un atome d'hydrogène, un atome d'halogène, un radical alkyle linéaire ou ramifié comprenant 1 à 4 atomes de carbone éventuellement interrompu par au moins un hétéroatome ;R6, identiques ou non, représentent un atome d'hydrogène ;un atome d'halogène;un radical alkyle linéaire ou ramifié comprenant 1 à 4 atomes de carbone, éventuellement substitué et/ou interrompu par au moins un hétéroatome et/ou groupement portant au moins un hétéroatome et/ou substitué par au moins un atome d'halogéne ;X représente : • un radical alkyle, linéaire ou ramifié comprenant 1 à 14 atomes de carbone, ou alcényle comprenant 2 à 14 atomes de carbone, éventuellement interrompu et/ou substitué par au moins un hétéroatome et/ou groupement comprenant au moins un hétéroatome et/ou substitué par au moins un atome d'halogène ;• un radical hétérocyclique comprenant 5 ou 6 chaînons, éventuellement substitué par au moins un radical alkyle linéaire ou ramifié comprenant 1 à 14 atomes de carbone, éventuellement substitué par au moins un hétéroatome ;par au moins un radical aminoalkyle, linéaire ou ramifié, comprenant 1 à 4 atomes de carbone, éventuellement substitué par au moins un hétéroatome ;par au moins un atome d'halogène ;• un radical aromatique ou diaromatique condensé ou non, séparé ou non par un radical alkyle comprenant 1 à 4 atomes de carbone, le ou les radicaux aryles étant éventuellement substitués par au moins un atome d'halogène ou par au moins un radical alkyle comprenant 1 à 10 atomes de carbone éventuellement substitué et/ou interrompu par au moins un hétéroatome et/ou groupement portant au moins un hétéroatome;• un radical dicarbonyle ;• le groupement X pouvant porter une ou plusieurs charges cationiques ;a étant égal à 0 ou 1 ;Y-, identiques ou non, représentant un anion organique ou minéral ;n étant un nombre entier au moins égal à 2 et au plus égal au nombre de charges cationiques présentes dans le composé fluorescent ;formule dans laquelle R représente un radical méthyle ou éthyle;R' représente un radical méthyle, X- un anion du type chlorure, iodure, sulfate, méthostalfate, acétate, perchlorate. Verfahren nach einem der Ansprüche 23 bis 25, dadurch gekennzeichnet, dass der fluoreszierende Farbstoff unter den Farbstoffen der folgenden Strukturen ausgewählt ist: worin bedeuten: die Gruppen R1 und R2, die gleich oder verschieden sind: · ein Wasserstoffatom;· eine geradkettige oder verzweigte Alkylgruppe mit 1 bis 10 Kohlenstoffatomen und vorzugsweise 1 bis 4 Kohlenstoffatomen, die gegebenenfalls durch mindestens ein Heteroatom und/oder eine Gruppe, die mindestens ein Heteroatom enthält, unterbrochen und/oder mit mindestens einem Heteroatom und/oder einer Gruppe, die mindestens ein Heteroatom enthält, substituiert ist und/oder mit mindestens einem Halogenatom substituiert ist;· eine Aryl- oder Arylalkylgruppe, wobei die Arylgruppe 6 Kohlenstoffatome und die Alkylgruppe 1 bis 4 Kohlenstoffatome besitzt, wobei die Arylgruppe gegebenenfalls mit einer oder mehreren geradkettigen oder verzweigten Alkylgruppen mit 1 bis 4 Kohlenstoffatomen substituiert ist, die gegebenenfalls durch mindestens ein Heteroatom und/oder eine Gruppe, die mindestens ein Heteroatom enthält, unterbrochen sind und/oder mit mindestens einem Heteroatom und/oder einer Gruppe, die mindestens ein Heteroatom enthält, substituiert sind und/oder mit mindestens einem Halogenatom substituiert sind;· die Gruppen R1 und R2 können gegebenenfalls so verbunden sein, dass sie mit dem Stickstoffatom einen Heterocyclus bilden, wobei ein oder mehrere weitere Heteroatome enthalten sein können, wobei der Heterocyclus gegebenenfalls mit mindestens einer geradkettigen oder verzweigten Alkylgruppe substituiert ist, die vorzugsweise 1 bis 4 Kohlenstoffatome enthält und gegebenenfalls durch mindestens ein Heteroatom und/oder eine Gruppe, die mindestens ein Heteroatom enthält, unterbrochen und/oder mit mindestens einem Heteroatom und/oder einer Gruppe, die mindestens ein Heteroatom enthält, substituiert ist und/oder mit mindestens einem Halogenatom substituiert ist;· die Gruppe R1 oder R2 kann gegebenenfalls in einen Heterocyclus eingebunden sein, der das Stickstoffatom und ein Kohlenstoffatom des Phenylrings, der das Stickstoffatom trägt, enthält;die Gruppen R3 und R4, die identisch oder verschieden sind, ein Wasserstoffatom oder eine Alkylgruppe mit 1 bis 4 Kohlenstoffatomen;die Gruppen R5, die gleich oder verschieden sind, ein Wasserstoffatom;ein Halogenatom;eine geradkettige oder verzweigte Alkylgruppe mit 1 bis 4 Kohlenstoffatomen, die gegebenenfalls durch mindestens ein Heteroatom unterbrochen ist;die Gruppen R6, die gleich oder verschieden sind, ein Wasserstoffatom;ein Halogenatom;eine geradkettige oder verzweigte Alkylgruppe mit 1 bis 4 Kohlenstoffatomen, die gegebenenfalls mit mindestens einem Heteroatom und/oder einer Gruppe, die mindestens ein Heteroatom enthält, substituiert und/oder durch mindestens ein Heteroatom und/oder eine Gruppe, die mindestens ein Heteroatom enthält, unterbrochen ist und/oder mit mindestens einem Halogenatom substituiert ist;X bedeutet: - eine geradkettige oder verzweigte Alkylgruppe mit 1 bis 14 Kohlenstoffatomen oder eine Alkenylgruppe mit 2 bis 14 Kohlenstoffatomen, die gegebenenfalls durch mindestens ein Heteroatom und/oder eine Gruppe, die mindestens ein Heteroatom enthält, unterbrochen und/oder mit mindestens einem Heteroatom und/oder einer Gruppe, die mindestens ein Heteroatom enthält, substituiert und/oder mit mindestens einem Halogenatom substituiert ist;- eine 5- oder 6-gliedrige heterocyclische Gruppe, die gegebenenfalls mit mindestens einer geradkettigen oder verzweigten Alkylgruppe mit 1 bis 14 Kohlenstoffatomen, die gegebenenfalls mit mindestens einem Heteroatom substituiert ist;mit mindestens einer geradkettigen oder verzweigten Aminoalkylgruppe mit 1 bis 4 Kohlenstoffatomen, die gegebenenfalls mit mindestens einem Heteroatom substituiert ist;mit mindestens einem Halogenatom substituiert ist;- eine aromatische Gruppe oder eine kondensierte oder nicht kondensierte, diaromatische Gruppe, die gegebenenfalls durch eine Alkylgruppe mit 1 bis 4 Kohlenstoffatomen separiert ist, wobei die Arylgruppe(n) gegebenenfalls mit mindestens einem Halogenatom oder mit mindestens einer Alkylgruppe mit 1 bis 10 Kohlenstoffatomen substituiert ist, die gegebenenfalls mit mindestens einem Heteroatom und/oder einer Gruppe, die mindestens ein Heteroatom enthält, substituiert und/oder durch mindestens ein Heteroatom und/oder eine Gruppe, die mindestens ein Heteroatom enthält, unterbrochen ist;- eine Dicarbonylgruppe;- wobei die Gruppe X eine oder mehrere kationische Ladungen umfassen kann;wobei a 0 oder 1 beträgt;die Gruppen Y-, die gleich oder verschieden sind, ein organisches oder anorganisches Anion;wobei n eine ganze Zahl von mindestens 2 und höchstens der Anzahl der in der fluoreszierenden Verbindung vorliegenden kationischen Ladungen ist;wobei in der Formel R eine Methylgruppe oder eine Ethylgruppe bedeutet;R' eine Methylgruppe ist, X- ein Anion vom Typ Chlorid, Iodid, Sulfat, Methosulfat, Acetat oder Perchlorat bedeutet.
- 27Process according to Claims 23 to 26, characterized in that the hair is artificially coloured or pigmented keratin fibres. Procédé selon la revendication 23 à 26, caractérisé par le fait que les cheveux sont des fibres kératiniques pigmentées ou colorées artificiellement. Verfahren nach Anspruch 23 bis 26, dadurch gekennzeichnet, dass die Haare pigmentierte oder künstlich gefärbte Keratinfasem sind.
- 28Process according to any one of Claims 23 to 27, characterized in that the hair has a tone height of less than or equal to 4. Procédé selon l'une quelconque des revendications 23 à 27, caractérisé par le fait que les cheveux présentent une hauteur de ton inférieure ou égale à 4. Verfahren nach einem der Ansprüche 23 bis 27, dadurch gekennzeichnet, dass die Haare einen Farbton von 4 oder darunter aufweisen.
- 29Process for dyeing with a lightening effect according to any one of Claims 23 to 28, characterized in that the following steps are performed:a) a composition as defined in any one of Claims 23 to 26 is applied to the said fibres, for a time that is sufficient to develop the desired coloration and lightening,b) the fibres are optionally rinsed,c) the fibres are optionally washed with shampoo and rinsed,d) the fibres are dried or are left to dry. Procédé pour colorer avec un effet éclaircissant selon l'une quelconque des revendications 23 à 25, caractérisé en ce que l'on met en oeuvre les étapes suivantes : a) on applique sur lesdites fibres une composition telle que définie dans l'une quelconque des revendications 23 à 26, pendant un temps suffisant pour développer la coloration et l'éclaircissement désirés,b) on rince éventuellement les fibres,c) éventuellement on lave au shampooing et on rince les fibres,d) on sèche ou on laisse sécher les fibres. Verfahren zum Färben nach einem der Ansprüche 23 bis 28 mit aufhellender Wirkung, dadurch gekennzeichnet, dass die folgenden Schritte durchgeführt werden: a) auf die Fasern wird eine Zusammensetzung nach einem der Ansprüche 23 bis 26 während einer Zeitspanne aufgebracht, die ausreichend ist, um die gewünschte Färbung und Aufhellung zu erzielen,b) die Fasern werden gegebenenfalls gespült,c) die Fasern werden gegebenenfalls mit Haarwaschmittel gewaschen und gespült,d) die Fasern werden getrocknet oder trocknen gelassen.
- 30Process according to Claim 29, characterized in that it comprises a preliminary step that consists in separately storing, on the one hand, a composition according to one of Claims 23 to 27, and, on the other hand, a composition containing, in a cosmetically acceptable medium, at least one oxidizing agent, and then in mixing them together at the time of use, followed by applying this mixture to the fibres for a time that is sufficient to develop the desired coloration, after which the fibres are rinsed, optionally washed with shampoo, rinsed again and dried. Procédé selon la revendication 29, caractérisé en ce qu'il comporte une étape préliminaire consistant à stocker sous forme séparée, d'une part, une composition selon l'une des revendications 23 à 27, et d'autre part, une composition renfermant, dans un milieu cosmétiquement acceptable, au moins un agent oxydant, puis à procéder à leur mélange au moment de l'emploi avant d'appliquer ce mélange sur les fibres pendant un temps suffisant pour développer la coloration désirée, après quoi on les rince, on les lave éventuellement au shampooing, on les rince à nouveau et on les sèche. Verfahren nach Anspruch 29, dadurch gekennzeichnet, dass es einen vorbereiteten Schritt umfasst, der darin besteht, einerseits eine Zusammensetzung nach einem der Ansprüche 23 bis 27 und andererseits eine Zusammensetzung, die in einem kosmetisch akzeptablen Medium mindestens ein Oxidationsmittel enthält, getrennt voneinander aufzubewahren und sie bei der Anwendung, bevor das Gemisch während einer Zeitspanne, die ausreichend ist, um die gewünschte Färbung zu erzielen, auf die Fasern aufgebracht wird, zu vermischen, worauf gespült, gegebenenfalls mit Haarwaschmittel gewaschen, nochmals gespült und getrocknet wird.
- 31Process for colouring dark skin with a lightening effect, characterized in that a composition according to any one of Claims 1 to 13 is applied to the skin and the skin is then dried or is left to dry. Procédé pour colorer avec un effet éclaircissant une peau foncée, caractérisé en ce que l'on applique sur la peau une composition selon l'une quelconque des revendications 1 à 13, puis on sèche ou on laisse sécher la peau. Verfahren zum Färben von dunkler Haut mit aufhellender Wirkung, dadurch gekennzeichnet, dass auf die Haut eine Zusammensetzung nach einem der Ansprüche 1 bis 13 aufgetragen und die Haut anschließend getrocknet oder trocknen gelassen wird.
- 32Dispositif à plusieurs compartiments pour la teinture et l'éclaircissement des fibres kératiniques, comprenant au moins un compartiment renfermant une composition selon l'une des revendications 1 à 15 et 17 à 21, et au moins un autre compartiment renfermant une composition renfermant au moins un agent oxydant. Multi-compartment device for dyeing and lightening keratin fibres, comprising at least one compartment containing a composition according to one of Claims 1 to 15 and 17 to 21, and at least one other compartment containing a composition containing at least one oxidizing agent. Vorrichtung mit mehreren Abteilungen zum Färben und Bleichen von Keratinfasern mit mindestens einer Abteilung, die eine Zusammensetzung nach einem der Ansprüche 1 bis 15 und 17 bis 21 enthält, und mindestens einer weiteren Abteilung, die eine Zusammensetzung enthält, die mindestens ein Oxidationsmittel umfasst.
Independent claims32
135 paragraphs, as filed
The invention relates to a cosmetic composition comprising at least one particular fluorescent dye and at least one amino silicone. The invention also relates to the methods and device using these compositions. Finally, it relates to and the use of compositions comprising at least one fluorescent dye and at least one amino silicone, for coloring with a lightening effect human keratin materials and more particularly keratin fibers such as artificially pigmented or colored hair, as well as dark skin.
It is common for people with dark skin to want to lighten the skin and for this purpose use cosmetic or dermatological compositions containing bleaching agents. The substances most used as a bleaching agent are hydroquinone and its derivatives, kojic acid and its derivatives, azelaic acid, arbutin and its derivatives, alone or in combination with other active agents. However, these agents are not without drawbacks. In particular, it is necessary to use them for a prolonged period and in high amounts, in order to obtain a whitening effect on the skin. An immediate effect is not observed on the application of compositions comprising them. In addition, hydroquinone and its derivatives are used in an effective amount to see a whitening effect appear. In particular, hydroquinone is known for its cytotoxicity towards the melanocyte. Furthermore, kojic acid and its derivatives have the drawback of being expensive and of not being able, for this reason, to be used in large quantities in products with wide commercial distribution.
There therefore remains the need for cosmetic compositions making it possible to obtain a clearer, uniform, homogeneous complexion, of natural appearance, these compositions having a satisfactory transparency after application to the skin.
In the hair field, there are mainly two main types of hair coloring. The first is semi-permanent coloring or direct coloring which uses dyes capable of bringing to the natural coloring of the hair, a more or less marked modification resistant to several shampoos. These dyes are called direct dyes and can be used in two different ways. The colorings can be carried out by direct application to the keratin fibers of the composition containing the direct dye (s) or by application of a mixture produced extemporaneously with a composition containing the direct dye (s) with a composition containing an oxidizing bleaching agent which is preferably hydrogen peroxide. We then speak of lightening direct coloring. The second is permanent coloring or oxidation coloring. This is carried out with precursors of so-called "oxidation" dyes which are colorless or weakly colored compounds which, when mixed with oxidizing products, at the time of use, can give rise to a process of oxidative condensation. colored and coloring compounds. It is often necessary to combine with the oxidation bases and couplers, one or more direct dyes in order to neutralize or reduce the shades too much in red, orange or golden reflections, or on the contrary to accentuate these red, orange or golden reflections . Among the direct dyes available, the benzene nitro direct dyes are not sufficiently powerful, the indoamines, the quinone dyes as well as the natural dyes have a low affinity for keratin fibers and therefore lead to dyes which are not sufficiently resistant. with respect to the different treatments that the fibers can undergo, and in particular with respect to shampoos.
In addition, there is a need to obtain a lightening effect on human keratin fibers. This lightening is conventionally obtained by a process for bleaching the melanins of the hair by an oxidizing system, generally consisting of hydrogen peroxide associated or not with persalts. This bleaching system has the disadvantage of degrading keratin fibers and altering their cosmetic properties.
The object of the present invention is to solve the problems mentioned above and in particular to provide a composition which has good dye affinity for keratin materials and in particular keratin fibers, good toughness properties with respect to external agents, and in particularly vis-à-vis shampoos, and which also make it possible to obtain a lightening without alteration of the treated material, more particularly the keratin fiber.
It was therefore unexpectedly and surprisingly found that the use of fluorescent dyes in the orange range, in the presence of amino silicones, made it possible to achieve these objectives.
The present invention therefore has for first object a composition comprising, in a cosmetically acceptable medium, at least one fluorescent dye soluble in said medium and at least one amino silicone; the composition not comprising, as fluorescent agent, 2- [2- (4-dialkylamino) phenyl ethenyl] -1 alkyl pyridinium in which the alkyl radical of the pyridinium nucleus represents a methyl, ethyl radical, that of the benzene nucleus represents a methyl radical and in which the counter ion is a halide.
A second object of the invention relates to a process for coloring with a lightening effect human keratin fibers, in which the following steps are carried out:<ul id="ul0001" list-style="none" compact="compact"><li>a) a composition according to the invention is applied to said fibers, for a time sufficient to develop the desired coloring and lightening,</li><li>b) optionally rinsing the fibers,</li><li>c) optionally washing with shampoo and rinsing the fibers,</li><li>d) the fibers are dried or allowed to dry.</li></ul>
Another subject of the invention relates to the use of a composition comprising in a cosmetically acceptable medium, at least one fluorescent dye soluble in said medium and at least one amino silicone, for coloring with a lightening effect human keratin materials.
A device with several compartments for dyeing and lightening keratin fibers, comprising at least one compartment containing the composition according to the invention, and at least one other compartment containing a composition containing at least one oxidizing agent, constitutes a final object of the invention.
The compositions of the invention allow in particular better fixation of the fluorescent dye in keratin materials which results in an increased fluorescence effect and in a lightening effect greater than that obtained with the fluorescent dye used alone. There is also a better toughness of the result vis-à-vis washes or shampoos.
However, other characteristics and advantages of the present invention will appear more clearly on reading the description and the examples which follow.
Unless otherwise indicated, the limits of the ranges of values which are given in the description are included in these ranges.
As indicated previously, the composition according to the invention comprises at least one fluorescent dye.
By fluorescent dye is meant within the meaning of the present invention a dye which is a molecule which colors by itself, and therefore absorbs light from the visible spectrum and possibly from ultraviolet (wavelengths ranging from 360 to 760 nanometers ) but which, unlike a conventional dye, transforms the absorbed energy into fluorescent light of longer wavelength emitted in the visible part of the spectrum.
A fluorescent dye according to the invention is to be distinguished from an optical lightening agent. Optical lightening agents generally called optical brighteners, or "brighteners", or "fluorescent brighteners", or "fluorescent brightening agents", or "fluorescent whitening agents", or "whiteners", or "fluorescent whiteners" in English terminology , are colorless transparent compounds, which do not color, because they do not absorb in visible light, but only in Ultra Violets (wavelengths ranging from 200 to 400 nanometers), and transform the absorbed energy into fluorescent light of longer wavelength emitted in the visible part of the spectrum; the color impression is then only generated by purely fluorescent light predominantly blue (wavelengths ranging from 400 to 500 nanometers).
Finally, the fluorescent dye used in the composition is soluble in the medium of the composition. Note that the fluorescent dye is different in this respect from a fluorescent pigment which is not soluble in the medium of the composition.
More particularly, the fluorescent dye used in the context of the present invention, optionally neutralized, is soluble in the medium of the composition at least 0.001 g / l, more particularly at least 0.5 g / l, preferably at least 1 g / l and according to an even more preferred embodiment, at least 5 g / l at the temperature between 15 and 25 ° C.
Furthermore, according to one characteristic of the invention, the composition does not comprise, as fluorescent dye, a 2- [2- (4-dialkylamino) phenyl ethenyl] -1 alkyl pyridinium in which the alkyl radical of the pyridinium nucleus represents a methyl, ethyl radical, that of the benzene nucleus represents a methyl radical and in which the counter ion is a halide.
In accordance with an even more particular embodiment of the invention, the composition does not comprise, as fluorescent dye, a compound chosen from azo, azomethine or methine monocent heterocyclic fluorescent dyes.
The fluorescent dyes used according to the present invention are dyes in the range of oranges.
The fluorescent dyes of the invention lead to a maximum of reflectance lying in the wavelength range from 500 to 650 nanometers, and preferably in the wavelength range from 550 to 620 nanometers.
Some of the fluorescent dyes according to the present invention are compounds known in themselves.
Examples of fluorescent dyes that can be used include fluorescent dyes belonging to the following families: naphthalimides; cationic or non-cationic coumarins; xanthenodiquinolizines (such as sulforhodamines in particular); azaxanthenes; naphtholactams; azlactones; oxazines; thiazines; dioxazines; polycationic fluorescent dyes of azo, azomethine or methine type, alone or in mixtures, and preferably to the following families: naphthalimides; cationic or non-cationic coumarins; azaxanthenes; naphtholactams; azlactones; oxazines; thiazines; dioxazines; polycationic fluorescent dyes of the azo, azomethine or methine type, alone or in mixtures.
More particularly, we can cite among them:<ul id="ul0002" list-style="dash" compact="compact"><li>the Brilliant Yellow B6GL marketed by the company SANDOZ and of the following structure:<chemistry id="chem0001" num="0001"><img file="EP1464321B1_D0001.tif" /></chemistry></li><li>Basic Yellow 2, or Auramine O sold by the companies PROLABO, ALDRICH</li></ul>or CARLO ERBA and of the following structure:<chemistry id="chem0002" num="0002"><img file="EP1464321B1_D0002.tif" /></chemistry>4,4 'monohydrochloride - (imidocarbonyl) bis (N, N-dimethylaniline) - CAS number 2465-27-2.
Mention may also be made of the compounds of the following formula:<chemistry id="chem0003" num="0003"><img file="EP1464321B1_D0003.tif" /></chemistry>in which :<ul id="ul0003" list-style="none" compact="compact"><li>R<sub>1</sub>, R<sub>2</sub>, identical or different, represent:<ul id="ul0004" list-style="bullet" compact="compact"><li>a hydrogen atom;</li><li>an alkyl radical, linear or branched, comprising 1 to 10 carbon atoms, preferably 1 to 4 carbon atoms, optionally interrupted and / or substituted by at least one heteroatom and / or group comprising at least one heteroatom and / or substituted by at least one halogen atom;</li><li>an aryl or arylalkyl radical, the aryl group having 6 carbon atoms and the alkyl radical having 1 to 4 carbon atoms; the aryl radical being optionally substituted by one or more linear or branched alkyl radicals comprising 1 to 4 carbon atoms optionally interrupted and / or substituted by at least one heteroatom and / or group comprising at least one heteroatom and / or substituted by at least one halogen atom;</li><li>R<sub>1</sub> and R<sub>2</sub> may optionally be linked so as to form a heterocycle with the nitrogen atom and comprise one or more other heteroatoms, the heterocycle being optionally substituted by at least one linear alkyl radical</li></ul>or branched, preferably comprising from 1 to 4 carbon atoms and being optionally interrupted and / or substituted by at least one heteroatom and / or group comprising at least one heteroatom and / or substituted by at least one halogen atom;<ul id="ul0005" list-style="bullet" compact="compact"><li>R<sub>1</sub> or R<sub>2</sub> may optionally be engaged in a heterocycle comprising the nitrogen atom and one of the carbon atoms of the phenyl group bearing said nitrogen atom;</li></ul></li><li>R<sub>3</sub>, R<sub>4</sub>, identical or not, represent a hydrogen atom, an alkyl radical comprising 1 to 4 carbon atoms;</li><li>R<sub>5</sub>, identical or not, represent a hydrogen atom, a halogen atom, a linear or branched alkyl radical comprising 1 to 4 carbon atoms optionally interrupted by at least one heteroatom;</li><li>R<sub>6</sub>, identical or not, represent a hydrogen atom; a halogen atom; a linear or branched alkyl radical comprising 1 to 4 carbon atoms, optionally substituted and / or interrupted by at least one heteroatom and / or group carrying at least one heteroatom and / or substituted by at least one halogen atom;</li><li>X represents:<ul id="ul0006" list-style="bullet" compact="compact"><li>an alkyl radical, linear or branched comprising 1 to 14 carbon atoms, or alkenyl comprising 2 to 14 carbon atoms, optionally interrupted and / or substituted by at least one heteroatom and / or group comprising at least one heteroatom and / or substituted by at least one halogen atom;</li><li>a heterocyclic radical comprising 5 or 6 members, optionally substituted with at least one linear or branched alkyl radical comprising 1 to 14 carbon atoms, optionally substituted with at least one heteroatom; by at least one aminoalkyl radical, linear or branched, comprising 1 to 4 carbon atoms, optionally substituted by at least one heteroatom; by at least one halogen atom;</li><li>an aromatic or diaromatic radical condensed or not, separated or not by an alkyl radical comprising 1 to 4 carbon atoms, the aryl radical (s) being optionally substituted by at least one halogen atom or by at least one alkyl radical comprising 1 to 10 carbon atoms optionally substituted and / or interrupted by at least one heteroatom and / or group carrying at least one heteroatom;</li><li>a dicarbonyl radical;</li><li>the group X can carry one or more cationic charges;</li></ul></li><li>a being equal to 0 or 1;</li><li>Y<sup>-</sup>, identical or not, representing an organic or mineral anion;</li><li>n being an integer at least equal to 2 and at most equal to the number of cationic charges present in the fluorescent compound.</li></ul>
Recall that the terms heteroatoms represent an oxygen or nitrogen atom. Among the groups carrying such atoms, there may be mentioned, inter alia, hydroxyl, alkoxy, carbonyl, amino, ammonium, amido (-N-CO-), carboxyl (-O-CO- or -CO-O-) groups. As regards the alkenyl groups, the latter comprise one or more unsaturated carbon-carbon bonds (-C = C-), and preferably a single carbon-carbon double bond.
In this general formula, the radicals R<sub>1</sub> and R<sub>2</sub>, identical or not, more particularly represent:<ul id="ul0007" list-style="bullet" compact="compact"><li>a hydrogen atom;</li><li>an alkyl radical comprising 1 to 10 carbon atoms, in particular 1 to 6 carbon atoms, preferably 1 to 4 carbon atoms, optionally interrupted by an oxygen atom or optionally substituted by at least one hydroxyl, amino, ammonium radical, a chlorine or fluorine atom;</li><li>a benzyl or phenyl radical, optionally substituted by an alkyl or alkoxy radical comprising 1 to 4 carbon atoms, preferably 1 or 2 carbon atoms;</li><li>with the nitrogen atom, a heterocylic radical of the pyrrolo, pyrrolidino, imidazolino, imidazolo, imidazolium, pyrazolino, pipérazino, morpholino, morpholo, pyrazolo, triazolo type, optionally substituted with at least one linear alkyl radical</li></ul>or branched comprising 1 to 4 carbon atoms optionally interrupted and / or substituted by a nitrogen and / or oxygen atom and / or group carrying a nitrogen and / or oxygen atom.
With regard to the aforementioned amino or ammonium radicals, the radicals carried by the nitrogen atom may or may not be identical and more particularly represent a hydrogen atom, a C 1 alkyl radical<sub>1</sub>-VS<sub>10</sub>, preferably in C<sub>1</sub>-VS<sub>4</sub>, an arylalkyl radical in which, more especially, the aryl radical comprises 6 carbon atoms and the alkyl radical 1 to 10 carbon atoms, preferably 1 to 4 carbon atoms.
According to an advantageous embodiment of the invention, the radicals R<sub>1</sub> and R<sub>2</sub>, identical or not, represent a hydrogen atom; a linear or branched C alkyl radical<sub>1</sub>-VS<sub>6</sub> ; a C 1 alkyl radical<sub>2</sub>-VS<sub>6</sub> substituted with a hydroxyl radical; a C 1 alkyl radical<sub>2</sub>-VS<sub>6</sub> bearing an amino or ammonium group; a C chloroalkyl radical<sub>2</sub>-VS<sub>6</sub> ; an alkyl radical C<sub>2</sub>-VS<sub>6</sub> interrupted by an oxygen atom or group by carrying a (for example ester); an aromatic radical such as phenyl, benzyl, 4-methylphenyl; a heterocyclic radical such as the pyrrolo, pyrrolidino, imidazolo, imidazolino, imidazolium, pipérazino, morpholo, morphollino, pyrazolo, triazolo radicals, optionally substituted with at least one C alkyl radical<sub>1</sub>-VS<sub>6</sub> or aromatic.
Preferably, the radicals R<sub>1</sub> and R<sub>2</sub>, identical or different, represent a hydrogen atom, a linear or branched C alkyl radical<sub>1</sub>-VS<sub>6</sub> such as methyl, ethyl, n-butyl, n-propyl radicals; 2-hydroxyethyl; an alkyltrimethylammonium or alkyltriethylammonium radical, the alkyl radical being linear in C<sub>2</sub>-VS<sub>6</sub> ; a (di) alkylmethylamino or (di) alkylethylamino radical, the alkyl radical being linear in C<sub>2</sub>-VS<sub>6</sub> ; -CH<sub>2</sub>CH<sub>2</sub>Cl; - (CH<sub>2</sub>)<sub>not</sub>-OCH<sub>3</sub> or - (CH<sub>2</sub>)<sub>not</sub>-OCH<sub>2</sub>CH<sub>3</sub> with n whole number varying from 2 to 6; -CH<sub>2</sub>CH<sub>2</sub>-OCOCH<sub>3</sub> ; -CH<sub>2</sub>CH<sub>2</sub>COOCH<sub>3</sub>. Preferably the radicals R<sub>1</sub> and R<sub>2</sub>, identical or not, and preferably identical, represent a methyl radical, an ethyl radical.
R radicals<sub>1</sub> and R<sub>2</sub>, identical or different, can also represent a heterocyclic radical of the pyrrolidino, 3-amino pyrrolidino, 3- (dimethyl) amino pyrrolidino, 3- (trimethyl) amino pyrrolidino, 2,5-dimethylpyrrolo, 1H-imidazole, 4-methyl type piperazino, 4-benzyl piperazino, morpholo, 3,5- (ter-butyl) -1H-pyrazolo, 1H-pyrazolo, 1H-1,2,4-triazolo.
R radicals<sub>1</sub> and R<sub>2</sub>, identical or different, can also represent be linked so as to form a heterocycle of formulas (I) and (II) below:<chemistry id="chem0004" num="0004"><img file="EP1464321B1_D0004.tif" /></chemistry>in which R 'represents a hydrogen atom, a C 1 alkyl radical<sub>1</sub>-VS<sub>3</sub>, -CH<sub>2</sub>CH<sub>2</sub>OH, -CH<sub>2</sub>CH<sub>2</sub>OCH<sub>3</sub>.
In accordance with a more particular embodiment of the invention, R<sub>5</sub>, identical or not, represent a hydrogen atom, a fluorine or chlorine atom, a linear or branched alkyl radical comprising 1 to 4 carbon atoms optionally interrupted by an oxygen or nitrogen atom. It is specified that the substituent R<sub>5</sub>, if it is different from hydrogen, is advantageously in position (s) 3 and / or 5 relative to the carbon of the ring carrying nitrogen substituted by the radicals R<sub>1</sub> and R<sub>2</sub>, and preferably in position 3 relative to this carbon. Advantageously, the radicals R<sub>5</sub>, identical or not, represent a hydrogen atom; a linear or branched C alkyl radical<sub>1</sub>-VS<sub>4</sub> ; -GOLD<sub>51</sub> with R<sub>51</sub> representing a linear C 1 alkyl radical<sub>1</sub>-VS<sub>4</sub> ; -R<sub>52</sub>-O-CH<sub>3</sub> with R<sub>52</sub> representing a linear C 1 alkyl radical<sub>2</sub>-VS<sub>3</sub> ; -R<sub>53</sub> - N (R<sub>54</sub>)<sub>2</sub> in which R<sub>53</sub> represents a linear C 1 alkyl radical<sub>2</sub>-VS<sub>3</sub>, R<sub>54</sub>, identical or different, represent a hydrogen atom or a methyl radical. Preferably R<sub>5</sub>, identical or not, represent hydrogen, methyl, methoxy, and preferably R<sub>5</sub> represents a hydrogen atom.
According to a particular embodiment, the radicals R<sub>6</sub>, identical or different, represent a hydrogen atom; a linear or branched C alkyl radical<sub>1</sub>-VS<sub>4</sub> ; -X with X representing a chlorine, bromine or fluorine atom; -R<sub>61</sub>-GOLD<sub>62</sub> with R<sub>61</sub> representing a linear C 1 alkyl radical<sub>2</sub>-VS<sub>3</sub> and R<sub>62</sub> represents the methyl radical; -R<sub>63</sub>-N (R<sub>64</sub>)<sub>2</sub> with R<sub>63</sub> representing a linear C 1 alkyl radical<sub>2</sub>-VS<sub>3</sub>, R<sub>64</sub>, identical or different, represent a hydrogen atom or a methyl radical, -N (R<sub>65</sub>)<sub>2</sub> in which R<sub>65</sub>, identical or different, represent a hydrogen atom, a linear C radical<sub>2</sub>-VS<sub>3</sub> ; -NHCO R<sub>66</sub> with R<sub>66</sub> representing a C 1 alkyl radical<sub>1</sub>-VS<sub>2</sub>, a C chloroalkyl radical<sub>1</sub>-VS<sub>2</sub>, a radical -R<sub>67</sub>-NH<sub>2</sub> or -R<sub>67</sub>-NH (CH<sub>3</sub>) or -R<sub>67</sub>-N (CH<sub>3</sub>)<sub>2</sub> or -R<sub>67</sub>-NOT<sup>+</sup>(CH<sub>3</sub>)<sub>3</sub> or -R<sub>67</sub>-NOT<sup>+</sup>(CH<sub>2</sub>CH<sub>3</sub>)<sub>3</sub> with R<sub>67</sub> representing a C 1 alkyl radical<sub>1</sub>-VS<sub>2</sub>. It is specified that the substituent R<sub>6</sub>, if it is different from hydrogen, is preferably in position 2 and / or 4 with respect to the nitrogen atom of the pyridinium ring, and preferably in position 4 with respect to this nitrogen atom.
More particularly these radicals R<sub>6</sub>, identical or not, represent a hydrogen atom or a methyl or ethyl radical, and preferably R<sub>6</sub> represents a hydrogen atom.
Regarding R radicals<sub>3</sub>, R<sub>4</sub>, these, identical or not, advantageously represent a hydrogen atom, an alkyl radical comprising 1 to 4 carbon atoms, more especially a methyl radical. Preferably, R<sub>3</sub> and R<sub>4</sub> each represents a hydrogen atom.
As indicated above, X represents:<ul id="ul0008" list-style="bullet" compact="compact"><li>an alkyl radical, linear or branched comprising 1 to 14 carbon atoms, or alkenyl comprising 2 to 14 carbon atoms, optionally interrupted and / or substituted by at least one heteroatom, by at least one group carrying at least one heteroatom and / or by at least one halogen atom;</li><li>a heterocyclic radical comprising 5 or 6 members, optionally substituted by at least one linear or branched alkyl radical comprising 1 to 14 carbon atoms, by at least one aminoalkyl radical, linear or branched, comprising 1 to 4 carbon atoms, optionally substituted by at least one heteroatom; by at least one halogen atom;</li><li>an aromatic or diaromatic radical condensed or not, separated or not by an alkyl radical comprising 1 to 4 carbon atoms, the aryl radical (s) being optionally substituted by at least one halogen atom or by at least one alkyl radical comprising 1 to 10 carbon atoms optionally substituted and / or interrupted by at least one heteroatom and / or group comprising at least one heteroatom;</li><li>a dicarbonyl radical.</li></ul>In addition, it is indicated that the group X can carry one or more cationic charges.
Thus, X can represent an alkyl radical, linear or branched, comprising 1 to 14 carbon atoms, or alkenyl comprising 2 to 14 carbon atoms, and can be substituted and / or interrupted by one or more oxygen atoms and / or nitrogen, and / or by one or more groups carrying at least one heteroatom, and / or by a fluorine, chlorine atom. Among the groups of this type, mention may very particularly be made of hydroxyl and alkoxy groups (with in particular a radical R of C alkyl type<sub>1</sub>-VS<sub>4</sub>), amino, ammonium, amido, carbonyl, carboxyl (-COO-, -O-CO-) with in particular an alkyloxy type radical. Note that the nitrogen atom, if present, can be in a quaternized form or not. In this case, the one or two other radicals carried by the quaternized nitrogen atom or not, are identical or not and can be a hydrogen atom, a C 1 alkyl radical<sub>1</sub>-VS<sub>4</sub>, preferably methyl.
According to another variant, the group X represents a heterocyclic radical comprising 5 or 6 members, of the imidazolo, pyrazolo, triazino, pyridino type, optionally substituted by at least one linear or branched alkyl radical comprising 1 to 14 carbon atoms, more particularly 1 with 10 carbon atoms, preferably from 1 to 4 carbon atoms; with at least one aminoalkyl radical, linear or branched, comprising 1 to 10 carbon atoms, preferably 1 to 4 carbon atoms, optionally substituted by a group comprising at least one heteroatom (preferably a hydroxyl radical), or by a halogen atom. Note that the amino group is preferably linked to the heterocycle.
According to another possibility, the group X represents an aromatic (preferably comprising 6 carbon atoms) or diaromatic radical, condensed or not (notably comprising from 10 to 12 carbon atoms), separated or not by an alkyl radical comprising 1 to 4 carbon atoms, the aryl radical (s) being optionally substituted by at least at least one halogen atom and / or by at least one alkyl radical comprising 1 to 10 carbon atoms, preferably 1 to 4 carbon atoms, optionally interrupted by at least one oxygen and / or nitrogen atom, and / or group comprising at least one heteroatom (such as a carbonyl, carboxyl, amido, amino, ammonium radical). It should be noted that the aromatic radical, preferably a phenyl radical, is linked to the CR groups.<sub>3</sub>R<sub>4</sub> via links in positions 1,2; 1.3 or 1.4; preferably in positions 1.3 and 1.4. If the phenyl radical linked via bonds at 1,4 positions carries one or two substituents, this or these are preferably located at position 1,4 with respect to one of the CR groups<sub>3</sub>R<sub>4</sub>. If the phenyl radical linked via bonds in positions 1,3 carries one or two substituents, this or these are preferably located in position 1 and / or 3 with respect to one of the CR groups<sub>3</sub>R<sub>4</sub>.
In the case where the radical is diaromatic, it is preferably not condensed and comprises two phenyl radicals separated or not by a single bond (either a carbon of each of the two rings) or by an alkyl radical, preferably of the CH type<sub>2</sub> or C (CH<sub>3</sub>)<sub>2</sub>. Preferably, the aromatic radicals do not carry a substituent. It should be noted that said diaromatic radical is linked to groups CR<sub>3</sub>R<sub>4</sub> via links in positions 4,4 '.
As examples of suitable X groups, mention may be made in particular of linear or branched alkyl radicals comprising 1 to 13 carbon atoms such as methylene, ethylene, propylene, isopropylene, n-butylene, pentylene, hexylene; 2-hydroxypropylene, 2-hydroxy n-butylene; C alkylene radicals<sub>1</sub>-VS<sub>13</sub>, substituted or interrupted by one or more nitrogen and / or oxygen atoms, and / or groups carrying at least one heteroatom (hyroxyl, amino, ammonium, carbonyl, carboxyl, for example) such as -CH<sub>2</sub>CH<sub>2</sub>OCH<sub>2</sub>CH<sub>2</sub>-, 1,6-dideoxy-d-mannitol, -CH<sub>2</sub>NOT<sup>+</sup>(CH<sub>3</sub>)<sub>2</sub>CH<sub>2</sub>-, -CH<sub>2</sub>CH<sub>2</sub>NOT<sup>+</sup>(CH<sub>3</sub>)<sub>2</sub>- (CH<sub>2</sub>)<sub>6</sub>NOT<sup>+</sup>(CH<sub>3</sub>)<sub>2</sub>-CH<sub>2</sub>CH<sub>2</sub>-, CO-CO-, 3,3-dimethylpentylene, 2-acetoxyethylene, butylene 1,2,3,4 tetraol; -CH = CH-; aromatic or diaromatic radicals substituted by one or more alkyl radicals, by one or more groups carrying at least one heteroatom and / or by one or more halogen atoms, such as 1,4-phenylene, 1,3-phenylene , 1,2-phenylene, 2,6-fluorobenzene, 4,4'-biphenylene, 1,3- (5-methyl benzene), 1,2-bis (2-methoxy) benzene, bis (4-phenyl) methane, methyl 3,4 benzoate, 1,4-bis (amido methyl) phenyl; heterocyclic radicals such as pyridine, or derivative such as 2,6-bispyridine, imidazole, imidazolium, triazine.
X represents, according to a more particular embodiment of the invention, a linear or branched C alkyl radical<sub>1</sub>-VS<sub>13</sub> ; -CH<sub>2</sub>CH (OH) CH<sub>2</sub>-; -CH<sub>2</sub>CH (Cl) CH<sub>2</sub>-; -CH<sub>2</sub>CH<sub>2</sub>-OCOCH<sub>2</sub>-; -CH<sub>2</sub>CH<sub>2</sub>COOCH<sub>2</sub>-; -Ra-O- Rb- with Ra representing a linear C radical<sub>2</sub>-VS<sub>6</sub> and Rb represents a linear C 1 alkyl radical<sub>1</sub>-VS<sub>2</sub> ; - Rc-N (Rd) -Re-with Rc representing a C 1 alkyl radical<sub>2</sub>-VS<sub>9</sub>, Rd representing a hydrogen atom, a C 1 alkyl radical<sub>1</sub>-VS<sub>2</sub> and Re representing a C 1 alkyl radical<sub>1</sub>-VS<sub>6</sub> ; -Rf-N<sup>+</sup>(Rg)<sub>2</sub>-Rh- with Rf representing a linear C 1 alkyl radical<sub>2</sub>-VS<sub>9</sub>, Rg, preferably identical, represent a C 1 alkyl radical<sub>1</sub>-VS<sub>2</sub>, Rh represents a linear C radical<sub>1</sub>-VS<sub>6</sub> ; -CO-CO-.
X can also represent an imidazole radical, optionally substituted by at least one alkyl radical comprising 1 to 14 carbon atoms, more particularly 1 to 10 carbon atoms, preferably 1 to 4, and for example the divalent radicals of the following formula :<chemistry id="chem0005" num="0005"><img file="EP1464321B1_D0005.tif" /></chemistry>in which Ri and Rj, identical or not, represent a linear C 1 alkyl radical<sub>1</sub>-VS<sub>6</sub>
X can likewise be chosen from the following divalent radicals derived from triazine:<chemistry id="chem0006" num="0006"><img file="EP1464321B1_D0006.tif" /></chemistry><chemistry id="chem0007" num="0007"><img file="EP1464321B1_D0007.tif" /></chemistry>
According to another possibility, X can represent the following aromatic divalent radicals:<chemistry id="chem0008" num="0008"><img file="EP1464321B1_D0008.tif" /></chemistry><chemistry id="chem0009" num="0009"><img file="EP1464321B1_D0009.tif" /></chemistry>
In the general formula of these fluorescent compounds, Y<sup>-</sup> represents an organic or mineral anion. If there are several Y anions<sup>-</sup>, these may or may not be the same.
Among the anions of mineral origin, there may be mentioned without intending to be limited thereto the anions originating from halogen atoms, such as preferably chlorides, iodides, sulfates or bisulfates, nitrates, phosphates, hydrogenophosphates, dihydrogenophosphates, carbonate, bicarbonates. Among the anions of organic origin, there may be mentioned the anions originating from the salts of mono- or polycarboxylic acids, sulfonic, sulfuric, saturated or not, aromatic or not, optionally substituted with at least one hydroxyl, amino or 'halogen. By way of nonlimiting examples, the acetates, hydroxyactetates, aminoacetates, (tri) chloroacetates, benzoxyactetates, propionates and derivatives carrying a chlorine atom are suitable, fumarates, oxalates, acrylates, malonates, succinates, lactates, tartrates, glycollates citrates, benzoates and derivatives carrying a methyl or amino radical, alkylsulfates, tosylates, benzenesulfonates, toluenesulfonates, etc. Preferably, the anion (s) Y, which may or may not be identical, are chosen from chlorine, sulphate, methosulphate, ethosulphate.
Finally, the number n, whole, is at least equal to 2 and at most equal to the number of cationic charges present in the fluorescent compound.
Preferably the fluorescent compounds which have just been detailed are symmetrical compounds.
These compounds can be synthesized by reacting in a first step of α-picoline with a reagent comprising two leaving groups which can be chosen from halogen atoms, preferably bromine, optionally chlorine, or groups of the tolylsulfonyl or methylsulfonyl type. This first step can take place in the presence of a solvent, although it is not compulsory, such as for example dimethylformamide. The number of moles of α-picoline is generally close to 2 for one mole of reagent comprising the leaving groups. In addition, the reaction is usually carried out at reflux of the reagent and / or of the solvent if it is present. The product resulting from this first stage is then contacted with a corresponding aldehyde of the following formula:<chemistry id="chem0010" num="0010"><img file="EP1464321B1_D0010.tif" /></chemistry>in which R<sub>1</sub>, R<sub>2</sub> and R<sub>6</sub> have the same meanings as previously indicated. Again, the reaction can be carried out in the presence of an appropriate solvent, preferably at reflux. It should be noted that the radicals R<sub>1</sub> and R<sub>2</sub> aldehyde may have the meaning given in the general formula detailed above.
It is also possible to use an aldehyde for which said radicals represent hydrogen atoms and to carry out, in accordance with conventional methods, the substitution of these hydrogen atoms by suitable radicals as described in the general formula once the second step completed.
Reference may in particular be made to syntheses as described in US 4,256,458.
The fluorescent dye (s) present in the composition according to the invention advantageously represent from 0.01 to 20% by weight, more particularly from 0.05 to 10% by weight, and preferably from 0.1 to 5% by weight, of the total weight of the composition.
The other constituent element of the composition according to the invention consists of at least one amino silicone.
It should be remembered that silicone is intended to denote, in accordance with general acceptance, all organosilicon polymers or oligomers with linear or cyclic, branched or crosslinked structure, of variable molecular weight, obtained by polymerization and / or polycondensation of suitably functionalized silanes, and consisting essentially of a repetition of main units in which the silicon atoms are linked together by oxygen atoms (siloxane bond -Si-O-Si-), optionally substituted hydrocarbon radicals, being directly linked by through a carbon atom on said silicon atoms. The most common hydrocarbon radicals are alkyl radicals, especially in C<sub>1</sub>-VS<sub>10</sub>, and in particular methyl, fluoroalkyl radicals in which the alkyl part is C<sub>1</sub>-VS<sub>10</sub>, aryl radicals and in particular phenyl.
More particularly, the term “amino silicone” denotes any silicone comprising at least one primary, secondary, tertiary amine or a quaternary ammonium group.
According to the invention also, the term “polyoxyalkylenated silicone” denotes any silicone comprising at least one oxyalkylenated group of type (-C<sub>x</sub>H<sub>2x</sub>O-)<sub>at</sub> in which x can vary from 2 to 6, and a is greater than or equal to 2.
In accordance with the invention, the amino silicones are chosen from:<ul id="ul0009" list-style="none"><li>(a) the compounds corresponding to the following formula:<chemistry id="chem0011" num="0011"><img file="EP1464321B1_D0011.tif" /></chemistry>in which R, R ', R ", identical or different, denote a C 1 alkyl radical<sub>1</sub>-VS<sub>4</sub>, preferably CH<sub>3</sub> ; a C alkoxy radical<sub>1</sub>-VS<sub>4</sub>, preferably methoxy; or OH; A represents an alkylene radical, linear or branched, at C<sub>3</sub>-VS<sub>8</sub>, preferably in C<sub>3</sub>-VS<sub>8</sub> ; m and n are whole numbers depending on the molecular weight and whose sum is between 1 and 2000. According to a first possibility, R, identical or not, represent a C 1 alkyl radical<sub>1</sub>-VS<sub>4</sub> or hydroxyl, Y represents a C alkylene radical<sub>3</sub> and x 'and y' are such that the weight average molecular weight of the compound is between 5,000 and 500,000 approximately. Some of the compounds of this type are named in the CTFA dictionary, "amodimethicone". According to a second possibility, R, R ', R ", identical or different, represent a C alkoxy radical<sub>1</sub>-VS<sub>4</sub> or hydroxyl, at least one of the radicals R or R "is an alkoxy radical and A represents a C alkylene radical<sub>3</sub>. The hydroxy / alkoxy molar ratio is preferably between 0.2 / 1 and 0.4 / 1 and advantageously equal to 0.3. Furthermore, m and n are such that the weight-average molecular mass of the compound is between 2000 and 106. More particularly, n is between 0 and 999 and m is between 1 and 1000, the sum of n and m being between 1 and 1000. In this category of compound, there may be mentioned, among others, the product Belsil® ADM 652, marketed by Wacker. According to a third possibility, R, R ", different, represent a C alkoxy radical<sub>1</sub>-VS<sub>4</sub> or hydroxyl, at least one of the radicals R, R "is an alkoxy radical, R 'represents a methyl radical and A represents a C alkylene radical<sub>3</sub>. The hydroxy / alkoxy molar ratio is preferably between 1 / 0.8 and 1 / 1.1, and advantageously is equal to 1 / 0.95. Furthermore, m and n are such that the weight-average molecular mass of the compound is between 2000 and 200000. More particularly, n is between 0 and 999 and m is between 1 and 1000, the sum of n and m being between 1 and 1000. More particularly, mention may be made of the product FluidWR® 1300, sold by Wacker. According to a fourth possibility, R, R "represent a hydroxyl radical, R 'represents a methyl radical and A is an alkylene radical, C4-C8, preferably C4. Furthermore, m and n are such that the average molecular weight by weight of the compound is between 2000 and 10<sup>6</sup>. More particularly, n is between 0 and 1999 and m is between 1 and 2000, the sum of n and m being between 1 and 2000. A product of this type is in particular marketed by the company Wacker, under the name DC28299 from Dow Corning. Note that the molecular weights of these silicones are determined by gel permeation chromatography (room temperature, polystyrene standard; µ styragem columns; eluent THF; flow rate of 1 mm / m; 200 µl of a 0.5% solution is injected by weight of silicone in THF and detection is carried out by refractometry and UV-metry). Preferably, the amino silicone is not chosen from amodimethicones.</li><li>(b) the compounds corresponding to the following formula (B): (R<sup>1</sup>)<sub>at</sub>(T)<sub>3-a</sub>-If [OSi (T)<sub>2</sub>]<sub>not</sub>- [OSi (T)<sub>b</sub>(R<sup>1</sup>)<sub>2-b</sub>]<sub>m</sub>-OSi (T)<sub>3-a</sub>- (R<sup>1</sup>)<sub>at</sub> <b>(B)</b>in which,<ul id="ul0010" list-style="none" compact="compact"><li>T is a hydrogen atom, or a phenyl, hydroxyl (-OH), or C alkyl radical<sub>1</sub>-VS<sub>8</sub>, and preferably methyl,</li><li>a denotes the number 0 or an integer from 1 to 3, and preferably 0,</li><li>b denotes 0 or 1, and in particular 1,</li><li>m and n are numbers such that the sum (n + m) can vary in particular from 1 to 2,000 and in particular from 50 to 150, n being able to indicate a number from 0 to 1,999 and in particular from 49 to 149 and m being designate a number from 1 to 2,000, and in particular from 1 to 10;</li><li>R<sup>1</sup> is a monovalent radical of formula -C<sub>q</sub>H<sub>2Q</sub>L in which q is a number from 2 to 8 and L is an optionally quaternized amino group chosen from the groups:</li><li>-N (R<sup>2</sup>) -CH<sub>2</sub>-CH<sub>2</sub>-N (R<sup>2</sup>)<sub>2</sub> ; -N (R<sup>2</sup>)<sub>2</sub> ; -NOT<sup>+</sup>(R<sup>2</sup>)<sub>3</sub> Q<sup>-</sup> ; -NOT<sup>+</sup>(R<sup>2</sup>) (H)<sub>2</sub> Q<sup>-</sup> ; -NOT<sup>+</sup>(R<sup>2</sup>)<sub>2</sub>HQ<sup>-</sup> ;</li><li>-N (R<sup>2</sup>) -CH<sub>2</sub>-CH<sub>2</sub>-NOT<sup>+</sup>(R<sup>2</sup>) (H)<sub>2</sub> Q<sup>-</sup>, in which R<sup>2</sup> may denote a hydrogen atom, a phenyl, a benzyl, or a monovalent saturated hydrocarbon radical, for example a C1-C20 alkyl radical, and Q-represents a halide ion such as for example fluoride, chloride, bromide or iodide. A product corresponding to this definition is the polymer named in the CTFA dictionary "trimethylsilylamodimethicone", corresponding to the following formula (C):<chemistry id="chem0012" num="0012"><img file="EP1464321B1_D0012.tif" /></chemistry>in which n and m have the meanings given above [see formula (B)]. Such compounds are described for example in EP 95238; a compound of formula (C) is for example sold under the name Q2-8220 by the company OSI.</li><li>(c) the compounds corresponding to the following formula (D):<chemistry id="chem0013" num="0013"><img file="EP1464321B1_D0013.tif" /></chemistry></li></ul>in which,<ul id="ul0011" list-style="none" compact="compact"><li>R<sup>3</sup> represents a monovalent C hydrocarbon radical<sub>1</sub>-VS<sub>18</sub>, and in particular a C 1 alkyl radical<sub>1</sub>-VS<sub>18</sub>, or C alkenyl<sub>2</sub>-VS<sub>18</sub>, for example methyl;</li><li>R<sup>4</sup> represents a divalent hydrocarbon radical, in particular a C alkylene radical<sub>1</sub>-VS<sub>18</sub> or a C divalent alkyleneoxy radical<sub>1</sub>-VS<sub>18</sub>, for example in C<sub>1</sub>-VS<sub>8</sub> ;</li><li>Q- is a halide ion, in particular chloride;</li><li>r represents an average statistical value from 2 to 20 and in particular from 2 to 8;</li><li>s represents an average statistical value from 20 to 200 and in particular from 20 to 50.</li></ul></li></ul>
Such compounds are described more particularly in US patent 4185087. A compound falling into this class is that sold by Union Carbide under the name "Ucar Silicone ALE 56".
When these compounds are used, a particularly advantageous embodiment is their joint use with cationic and / or nonionic surfactants.
For example, one can use the product sold under the name "Cationic Emulsion DC 929" by the Dow Corning Company, which comprises, in addition to amodimethicone, a cationic surfactant comprising a mixture of products corresponding to the formula:<chemistry id="chem0014" num="0014"><img file="EP1464321B1_D0014.tif" /></chemistry>in which, R<sup>5</sup> denotes alkenyl and / or C 1 alkyl radicals<sub>14</sub>-VS<sub>22</sub> derivatives of tallow fatty acids, and known under the name CTFA "tallowtrimonium chloride", in combination with a nonionic surfactant of formula: VS<sub>9</sub>H<sub>19</sub>-VS<sub>6</sub>H<sub>4</sub>- (OC<sub>2</sub>H<sub>4</sub>)<sub>10</sub>-OH, known under the name CTFA "Nonoxynol 10".
One can also use for example the product sold under the name "Cationic Emulsion DC 939" by the Dow Corning Company, which comprises, in addition to amodimethicone, a cationic surfactant which is trimethylketylammonium chloride and a nonionic surfactant of formula: C<sub>13</sub>H<sub>27</sub>- (OC<sub>2</sub>H<sub>4</sub>)<sub>12</sub>-OH, known under the name CTFA "tridéceth-12".
Another commercial product which can be used according to the invention is the product sold under the name "Dow Corning Q2 7224" by the Dow Corning Company, comprising in combination trimethylsilylamodimethicone of formula (C) described above, a nonionic surfactant of formula: C<sub>8</sub>H<sub>17</sub>-VS<sub>6</sub>H<sub>4</sub>- (OCH<sub>2</sub>CH<sub>2</sub>)<sub>40</sub>-OH, known under the name CTFA "octoxynol-40", a second nonionic surfactant of formula: C<sub>12</sub>H<sub>25</sub>- (OCH<sub>2</sub>-CH<sub>2</sub>)<sub>6</sub>-OH, known under the name CTFA "isolaureth-6", and propylene glycol.
The amino silicone content advantageously represents 0.01 to 20% by weight relative to the weight of the composition, preferably 0.1 to 10% by weight relative to the weight of the composition.
The cosmetically acceptable medium generally consists of water or a mixture of water and one or more usual organic solvents.
Among the suitable solvents, there may be mentioned more particularly, alcohols such as ethyl alcohol, isopropyl alcohol, benzyl alcohol, and phenylethyl alcohol, or glycols or glycol ethers such as, for example, monomethyl, monoethyl and monobutyl ethers of ethylene glycol, propylene glycol or its ethers such as, for example, propylene glycol monomethyl ether, butylene glycol, dipropylene glycol as well as the diethylene glycol alkyl ethers such as, for example, the monoethyl ether or the monobutyl ether of diethylene glycol, or alternatively polyols such as glycerol. Polyethylene glycols and polypropylene glycols and mixtures of all these compounds can also be used as solvent.
The usual solvents described above, if they are present, usually represent from 1 to 40% by weight, more preferably from 5 to 30% by weight, relative to the total weight of the composition.
The pH of the composition according to the invention is generally between 3 and 12 approximately, and preferably between 5 and 11 approximately. It can be adjusted to the desired value using acidifying or basifying agents.
Among the acidifying agents, there may be mentioned, by way of example, mineral or organic acids such as hydrochloric acid, orthophosphoric acid, sulfuric acid, carboxylic acids such as acetic acid, tartaric acid, citric acid, lactic acid, sulfonic acids.
Among the basifying agents, there may be mentioned, by way of example, ammonia, alkali carbonates, alkanolamines such as mono-, di- and triethanolamines as well as their derivatives, sodium or potassium hydroxides and compounds of following formula (E):<chemistry id="chem0015" num="0015"><img file="EP1464321B1_D0015.tif" /></chemistry>in which W is a propylene residue optionally substituted by a hydroxyl group or a C 1 alkyl radical<sub>1</sub>-VS<sub>6</sub> ; R<sub>1</sub>, R<sub>2</sub>, R<sub>3</sub> and R<sub>4</sub>, identical or different, represent a hydrogen atom, a C 1 alkyl radical<sub>1</sub>-VS<sub>6</sub> or C hydroxyalkyl<sub>1</sub>-VS<sub>6</sub>.
According to a particular embodiment of the invention, the composition can comprise, in addition to the fluorescent dye (s), one or more additional non-fluorescent direct dyes of nonionic, cationic or anionic nature, which can for example be chosen from nitro benzene dyes. The following red or orange nitrated benzene direct dyes are particularly suitable:<ul id="ul0012" list-style="dash" compact="compact"><li>1-hydroxy-3-nitro-4-N- (γ-hydroxypropyl) amino benzene,</li><li>N- (β-hydroxyethyl) amino-3-nitro-4-amino benzene,</li><li>1-amino-3-methyl-4-N- (β-hydroxyethyl) amino-6-nitro benzene,</li><li>1-hydroxy-3-nitro-4-N- (β-hydroxyethyl) amino benzene,</li><li>1,4-diamino-2-nitrobenzene,</li><li>1-amino-2-nitro-4-methylamino benzene,</li><li>N- (β-hydroxyethyl) -2-nitro-paraphenylenediamine,</li><li>1-amino-2-nitro-4- (β-hydroxyethyl) amino-5-chloro benzene,</li><li>2-nitro-4-amino-diphenylamine,</li><li>1-amino-3-nitro-6-hydroxybenzene,</li><li>1- (β-aminoethyl) amino-2-nitro-4- (β-hydroxyethyloxy) benzene,</li><li>1- (β, γ-dihydroxypropyl) oxy-3-nitro-4- (β-hydroxyethyl) amino benzene,</li><li>1-hydroxy-3-nitro-4-aminobenzene,</li><li>1-hydroxy-2-amino-4,6-dinitrobenzene,</li><li>1-methoxy-3-nitro-4- (β-hydroxyethyl) amino benzene,</li><li>2-nitro-4'-hydroxydiphenylamine,</li><li>1-amino-2-nitro-4-hydroxy-5-methylbenzene.</li></ul>
The composition in accordance with the invention may also comprise, in addition to or in replacement of these nitrated benzene dyes, one or more additional direct dyes chosen from yellow, yellow-green, blue or purple nitrated benzene dyes, azo, anthraquinone dyes, naphthoquinonics, benzoquinonics, phenotiazinics, indigoids, xanthenics, phenanthridinics, phthalocyanines, as well as dyes derived from triarylmethane, or mixtures thereof.
These additional direct dyes can in particular be basic dyes among which mention may be made more particularly of the dyes known in COLOR INDEX, 3rd edition, under the names "Basic Brown 16", "Basic Brown 17", "Basic Yellow 57", " Basic Red 76 "," Basic Violet 10 "," Basic Blue 26 "and" Basic Blue 99 ", or acid direct dyes among which we can more particularly mention the dyes known in COLOR INDEX, 3rd edition, under the names "Acid Orange 7", "Acid Orange 24", "Acid Yellow 36", Acid Red 33 "," Acid Red 184 "," Acid Black 2 "," Acid Violet 43 ", and" Acid Blue 62 " , or also cationic direct dyes such as those described in patent applications WO 95/01772, WO 95/15144 and EP-A-0 714 954 and the content of which is an integral part of the present invention.
Among the additional yellow and yellow-green nitrated benzene direct dyes, mention may be made, for example, of the compounds chosen from:<ul id="ul0013" list-style="dash" compact="compact"><li>1-β-hydroxyethyloxy-3-methylamino-4-nitrobenzene,</li><li>1-methylamino-2-nitro-5- (β, γ-dihydroxypropyl) oxy benzene,</li><li>1- (β-hydroxyethyl) amino-2-methoxy-4-nitrobenzene,</li><li>1- (β-aminoethyl) amino-2-nitro-5-methoxy-benzene,</li><li>1,3-di (β-hydroxyethyl) amino-4-nitro-6-chlorobenzene,</li><li>1-amino-2-nitro-6-methyl-benzene,</li><li>1- (β-hydroxyethyl) amino-2-hydroxy-4-nitrobenzene,</li><li>N- (β-hydroxyethyl) -2-nitro-4-trifluoromethylaniline,</li><li>4- (β-hydroxyethyl) amino-3-nitro-benzenesulfonic acid,</li><li>4-ethylamino-3-nitro-benzoic acid,</li><li>4- (β-hydroxyethyl) amino-3-nitro-chlorobenzene,</li><li>4- (β-hydroxyethyl) amino-3-nitro-methylbenzene,</li><li>4- (β, γ-dihydroxypropyl) amino-3-nitro-trifluoromethylbenzene,</li><li>1- (β-ureidoethyl) amino-4-nitrobenzene,</li><li>1,3-diamino-4-nitrobenzene,</li><li>1-hydroxy-2-amino-5-nitrobenzene,</li><li>1-amino-2- [tris (hydroxymethyl) methyl] amino-5-nitro-benzene,</li><li>1- (β-hydroxyethyl) amino-2-nitrobenzene,</li><li>4- (β-hydroxyethyl) amino-3-nitro benzamide.</li></ul>
Among the additional direct dyes of benzene blue or purple nitrates, mention may for example be made of the compounds chosen from:<ul id="ul0014" list-style="dash" compact="compact"><li>1- (β-hydroxyethyl) amino-4-N, N-bis- (β-hydroxyethyl) amino 2-nitrobenzene,</li><li>1- (γ-hydroxypropyl) amino 4-N, N-bis- (β-hydroxyethyl) amino 2-nitrobenzene,</li><li>1- (β-hydroxyethyl) amino 4- (N-methyl, N-β-hydroxyethyl) amino 2-nitrobenzene,</li><li>1- (β-hydroxyethyl) amino 4- (N-ethyl, N-β-hydroxyethyl) amino 2-nitrobenzene,</li><li>1- (β, γ-dihydroxypropyl) amino 4- (N-ethyl, N-β-hydroxyethyl) amino 2-nitrobenzene,</li><li>2-nitroparaphenylenediamines of the following formula:<chemistry id="chem0016" num="0016"><img file="EP1464321B1_D0016.tif" /></chemistry></li></ul>in which :<ul id="ul0015" list-style="dash" compact="compact"><li>R<sub>6</sub> represents a C 1 alkyl radical<sub>1</sub>-VS<sub>4</sub>, a β-hydroxyethyl or β-hydroxypropyl or γ-hydroxypropyl radical;</li><li>R<sub>5</sub> and R<sub>7</sub>, identical or different, represent a β-hydroxyethyl, -β-hydroxypropyl, γ-hydroxypropyl, or β, γ-dihydroxypropyl radical, at least one of the radicals R<sub>6</sub>, R<sub>7</sub> or R<sub>5</sub> representing a γ-hydroxypropyl radical and R<sub>6</sub> and R<sub>7</sub> cannot simultaneously denote a β-hydroxyethyl radical when R<sub>6</sub> is a γ-hydroxypropyl radical, such as those described in FR 2 692 572.</li></ul>
When they are present, the additional direct dye (s) preferably represent from 0.0005 to 12% by weight relative to the total weight of the composition, and even more preferably from 0.005 to 6% by weight relative to the total weight of the composition.
When it is intended for oxidation dyeing, the composition in accordance with the invention comprises, in addition to the fluorescent dye (s), at least one oxidation base chosen from the oxidation bases conventionally used for the coloring of oxidation and among which mention may be made of paraphenylenediamines, bis-phenylalkylenediamines, para-aminophenols, ortho-aminophenols and heterocyclic bases and their addition salts with an acid or with an alkaline agent.
Among the paraphenylenediamines, mention may more particularly be made, for example, of paraphenylenediamine, paratoluylenediamine, 2-chloro paraphenylenediamine, 2,3-dimethyl paraphenylenediamine, 2,6-dimethyl paraphenylenediamine, 2,6-diethyl paraphenylenediamine , 2,5-dimethyl paraphenylenediamine, N, N-dimethyl paraphenylenediamine, N, N-diethyl paraphenylenediamine, N, N-dipropyl paraphenylenediamine, 4-amino N, N-diethyl 3-methyl aniline, N, N-bis- (β-hydroxyethyl) paraphenylenediamine, 4-N, N-bis- (β-hydroxyethyl) amino 2-methyl aniline, 4-N, N-bis- (β-hydroxyethyl) amino 2 -chloro aniline, 2-β-hydroxyethyl paraphenylenediamine, 2-fluoro paraphenylenediamine, 2-isopropyl paraphenylene diamine, N- (β-hydroxypropyl) paraphenylenediamine, 2-hydroxymethyl paraphenylenediamine, N, N-dimethyl 3-methyl paraphenylenediamine, N, N- (ethyl, β-hydroxyethyl) paraphenylenediamine, N- (β, γ-dihydroxypropyl) paraphenylenediamine, N- (4'-aminophenyl) paraphenylenediamine, N-phenyl paraphenylenediamine, 2-β-hydroxyethyloxy paraphenylenediamine, 2-β-acetylaminoethyloxy paraphenylene diam β-methoxyethyl) paraphenylenediamine and 4'aminophenyl 1- (3-hydroxy) pyrrolidine, and their addition salts with an acid or with an alkaline agent.
Among the para-phenylenediamines mentioned above, very particularly preferred are para-phenylenediamine, paratoluylenediamine, 2-isopropyl para-phenylenediamine, 2-β-hydroxyethyl para-phenylenediamine, 2-β-hydroxyethyloxy para-phenylenediamine, 2,6-dimethyl , 6-diethyl paraphenylenediamine, 2,3-dimethyl paraphenylenediamine, N, N-bis- (β-hydroxyethyl) paraphenylenediamine, 2-chloro paraphenylenediamine, 2-β-acetylaminoethyloxy paraphenylenediamine, and their addition salts with an acid or with an alkaline agent.
Mention may more particularly be made, among bis-phenylalkylenediamines, by way of example, of N, N'-bis- (β-hydroxyethyl) N, N'-bis- (4'-aminophenyl) 1,3-diamino propanol, N, N'-bis- (β-hydroxyethyl) N, N'-bis- (4'-aminophenyl) ethylenediamine, N, N'-bis- (4-aminophenyl) tetramethylenediamine, N, N'-bis - (β-hydroxyethyl) N, N'-bis- (4-aminophenyl) tetramethylenediamine, N, N'-bis- (4-methyl-aminophenyl) tetramethylene diamine, N, N'-bis- (ethyl) N , N'-bis- (4'-amino, 3'-methylphenyl) ethylenediamine, 1,8-bis- (2,5-diaminophenoxy) -3,5-dioxaoctane, and their addition salts with an acid or with an alkaline agent.
Among the para-aminophenols, mention may more particularly be made, for example, of para-aminophenol, 4-amino 3-methyl phenol, 4-amino 3-fluoro phenol, 4-amino 3-hydroxymethyl phenol, 4-amino 2-methyl phenol, 4-amino 2-hydroxymethyl phenol, 4-amino 2-methoxymethyl phenol, 4-amino 2-aminomethyl phenol, 4-amino 2- (β-hydroxyethyl aminomethyl) phenol, 4-amino 2-fluoro phenol, and their addition salts with an acid or with an alkaline agent.
Among the ortho-aminophenols, there may be mentioned more particularly by way of example, 2-amino phenol, 2-amino 5-methyl phenol, 2-amino 6-methyl phenol, 5-acetamido 2-amino phenol, and their addition salts with an acid or with an alkaline agent.
Among the heterocyclic bases that may be mentioned more particularly by way of example, pyridine derivatives, pyrimidine derivatives and pyrazole derivatives and their addition salts with an acid or with an alkaline agent.
When they are used, the oxidation base or bases advantageously represent from 0.0005 to 12% by weight relative to the total weight of the composition, and preferably from 0.005 to 6% by weight of this weight.
When it is intended for oxidation dyeing, the composition in accordance with the invention may also comprise, in addition to fluorescent dyes and oxidation bases, at least one coupler so as to modify or enhance the nuances in reflections obtained by using fluorescent dyes and the oxidation base (s).
The couplers which can be used in the composition according to the invention can be chosen from the couplers conventionally used in oxidation dyeing and among which mention may be made of metaphenylenediamines, meta-aminophenols, metadiphenols and heterocyclic couplers and their salts addition with an acid or with an alkaline agent.
These couplers are more particularly chosen from 2-methyl 5-amino phenol, 5-N- (β-hydroxyethyl) amino 2-methyl phenol, 3-amino phenol, 1,3-dihydroxy benzene, 1,3 -dihydroxy 2-methyl benzene, 4-chloro 1,3-dihydroxy benzene, 2,4-diamino 1- (β-hydroxyethyloxy) benzene, 2-amino 4- (β-hydroxyethylamino) 1-methoxy benzene, 1,3-diamino benzene, 1,3-bis- (2,4-diaminophenoxy) propane, sesamol, α-naphthol, 6-hydroxy indole, 4-hydroxy indole, 4-hydroxy N-methyl indole, 6-hydroxy indoline, 2,6-dihydroxy 4-methyl pyridine, 1-H 3-methyl pyrazole 5-one, 1-phenyl 3-methyl pyrazole 5-one, 2,6-dimethyl pyrazolo [1,5-b] -1,2,4-triazole, 2,6-dimethyl [3,2-c] -1,2,4-triazole, 6-methyl pyrazolo [1,5-a] -benzimidazole, and their addition salts with an acid or with an alkaline agent.
When they are present, the coupler (s) represent more particularly from 0.0001 to 10% by weight, and preferably from 0.005 to 5% by weight, relative to the total weight of the composition.
In general, the addition salts with an acid which can be used in the context of the compositions of the invention (oxidation bases and couplers) are in particular chosen from hydrochlorides, hydrobromides, sulfates, citrates, succinates , tartrates, tosylates, benzenesulfonates, lactates and acetates. The addition salts with an alkaline agent which can be used in the context of the compositions of the invention (oxidation bases and couplers) are in particular chosen from addition salts with alkali or alkaline earth metals, with ammonia, with organic amines including alkanolamines and the compounds of formula (E).
The composition in accordance with the invention may also comprise various adjuvants conventionally used, such as anionic, cationic, nonionic, amphoteric, zwitterionic surfactants or mixtures thereof, anionic, cationic, nonionic, amphoteric, zwitterionic polymers other than those of the invention or their mixtures, mineral thickening agents, antioxidant agents, penetration agents, sequestering agents, perfumes, buffers, dispersing agents, conditioning agents such as, for example, cations, film-forming agents, ceramides, preserving agents, stabilizing agents, opacifying agents.
Among the thickening agents, it is more particularly preferred to use thickening systems based on associative polymers well known to those skilled in the art and in particular of a nonionic, anionic, cationic or amphoteric nature.
When one or more surfactants are present, preferably of nonionic, anionic or amphoteric type, their content represents from 0.01 to 30% by weight relative to the weight of the composition.
Of course, those skilled in the art will take care to choose this or these optional additional compounds in such a way that the advantageous properties intrinsically attached to the composition according to the invention are not, or not substantially, altered by the addition (s) considered.
The composition according to the invention can be in various forms, such as in the form of liquids, shampoos, creams, gels, or in any other suitable form.
A particularly preferred form according to the present invention, the composition is in the form of a coloring and lightening shampoo comprising in a cosmetically acceptable aqueous medium.
In the composition according to the invention, when one or more oxidation bases are used, optionally in the presence of one or more couplers, or when the fluorescent dye (s) are used in the context of a lightening direct coloring, then the composition in accordance with the invention may also contain at least one oxidizing agent. The oxidizing agent can be chosen, for example, from hydrogen peroxide, urea peroxide, alkali metal bromates, persalts such as perborates and persulfates, and enzymes such as peroxidases and oxidoreductases with of them or four electrons. The use of hydrogen peroxide or enzymes is particularly preferred.
The subject of the invention is also the use of a composition comprising, in a cosmetically acceptable medium, at least one fluorescent dye soluble in said medium and at least one amino silicone, for coloring with a lightening effect of human keratin materials.
In the context of this use, the fluorescent compound can be chosen from fluorescent dyes belonging to the following families: naphthalimides; cationic or non-cationic coumarins; xanthenodiquinolizines (such as sulforhodamines in particular); azaxanthenes; naphtholactams; azlactones; oxazines; thiazines; dioxazines; monocentic or polycationic fluorescent dyes of the azo, azomethine or methine type, alone or in mixtures.
As more specific compounds, mention may be made of the compounds of formulas F1, F2 and F3 already detailed previously.
One can likewise use the compounds of structure (F4) below:<chemistry id="chem0017" num="0017"><img file="EP1464321B1_D0017.tif" /></chemistry>formula in which R represents a methyl or ethyl radical; R 'represents a methyl radical, X- an anion of the chloride, iodide, sulfate, methosulfate, acetate, perchlorate type.
As an example of a compound of this type, mention may be made of Photosensitiving Dye NK-557 sold by the company UBICHEM, for which R represents an ethyl radical, R ′ a methyl radical and X- an iodide.
All that has been described previously on the natures and contents of the various additives present in the composition remains valid and will not be repeated in this part.
According to the present invention, the term “human keratin materials” means the skin, the hair, the nails, the eyelashes, and the eyebrows, and more particularly the dark skin and the artificially pigmented or colored hair.
For the purposes of the invention, the term “dark skin” is intended to mean a skin whose luminance L * encrypted in the CIEL system L * a * b * is less than or equal to 45 and preferably less than or equal to 40, knowing moreover that L * = 0 is equivalent to black and L * = 100 to white. The skin types corresponding to this luminance are African skin, African-American skin, Hispanic-American skin, Indian skin and North African skin. Within the meaning of the invention, the term “artificially pigmented or dyed hair” is understood to mean hair the pitch of which is less than or equal to 6 (dark blonde) and preferably less than or equal to 4 (chestnut). The lightening of the hair is evaluated by the "pitch" which characterizes the degree or the level of lightening. The concept of "tone" is based on the classification of natural shades, a tone separating each shade from the one that immediately follows or precedes it. This definition and the classification of natural shades are well known to professional hairdressers and published in the book "Sciences of hair treatments" by Charles ZVIAK 1988, Ed.Masson, pp. 215 and 278. The pitch of the tone ranges from 1 (black) to 10 (light blonde), a unit corresponding to a tone; the higher the number, the lighter the shade.
Another object of the present invention therefore relates to a dyeing process with lightening effect of human keratin fibers consisting in implementing the following steps:<ul id="ul0016" list-style="none" compact="compact"><li>a) the composition according to the invention is applied to the keratin fibers, for a time sufficient to develop the desired coloring and lightening;</li><li>b) optionally rinsing said fibers,</li><li>c) optionally washing with shampoo and rinsing said fibers,</li><li>d) the fibers are dried or allowed to dry.</li></ul>
The present invention further relates to a method for coloring with a lightening effect a dark skin in which the composition which has just been described is applied to the skin, then drying or allowing the skin to dry. Preferably, this composition does not comprise either an oxidation base or a coupler and is not used in the presence of an oxidizing agent.
All that has been previously described concerning the various constituent elements of the composition remains valid and we can refer to it.
In particular, the methods according to the invention are suitable for treating human keratin fibers, and in particular the hair, pigmented or artificially colored, or even dark skin. More particularly, the fibers which can be advantageously treated by the method according to the invention have a pitch is less than or equal to 6 (dark blonde) and preferably less than or equal to 4 (chestnut). In addition, dark skin capable of being treated in accordance with the invention has a luminance L *, encrypted in the CIEL system L * a * b *, less than or equal to 45 and preferably less than or equal to 40.
According to a first embodiment of the invention, the dyeing process with lightening effect of the fibers is carried out with a composition comprising no oxidation dyes or coupler and in the absence of an oxidizing agent.
According to a second embodiment of the invention, the dyeing process with lightening effect of the fibers is carried out with a composition not comprising oxidation dyes or couplers, but in the presence of oxidizing agent (s) ( s).
According to a first variant of these coloring methods in accordance with the invention, at least one composition as defined above is applied to the fibers, and in particular the hair, for a time sufficient to develop the desired coloring and lightening, after which is rinsed, optionally washed with shampoo, rinsed again and dried.
According to a second variant of these dyeing methods according to the invention, at least one composition as defined above is applied to the fibers, and in particular the hair, without final rinsing.
According to a third variant of the coloring process according to the invention, the coloring process comprises a preliminary step consisting in storing, in separate form, on the one hand, a composition according to the invention optionally comprising at least one oxidation base and / or a coupler and, on the other hand, a composition comprising, in a cosmetically acceptable medium, at least one oxidizing agent, then to mix them at the time of use before applying this mixture to the keratin fibers, and in particular the hair, for a time sufficient to develop the desired coloration, after which the fibers are rinsed, they are optionally washed with shampoo, rinse again and dry.
The time necessary for the development of the coloration and for obtaining the lightening effect on the fibers, in particular the hair, is approximately 5 to 60 minutes and more particularly approximately 5 to 40 minutes.
The temperature necessary for the development of the coloration and for obtaining the lightening effect is generally between ambient temperature (15 to 25 ° C) and 80 ° C and more particularly between 15 and 40 ° C.
Another object of the invention is a device with several compartments for coloring with lightening effect keratin fibers and in particular hair, comprising at least one compartment containing a composition according to the invention, and at least one other compartment containing a composition comprising at least one oxidizing agent. This device can be equipped with a means making it possible to deliver the desired mixture onto the fibers, such as the devices described in patent FR 2 586 913.
It should be noted that the composition according to the invention, if it is used to treat keratin fibers, such as brown hair for example, makes it possible to achieve the following results:<ul id="ul0017" list-style="none" compact="compact"><li>If we measure the reflectance of the hair when it is irradiated with visible light in the wavelength range from 400 to 700 nanometers, and compare the reflectance curves as a function of the length d wave, hair treated with the composition of the invention and untreated hair, it is found that the reflectance curve corresponding to the treated hair, in a wavelength range from 500 to 700 nanometers, is greater than that corresponding to untreated hair.</li><li>This means that, in the wavelength range from 500 to 700 nanometers, and preferably from 540 to 700 nanometers, there is at least one range where the reflectance curve corresponding to the treated hair is greater than the reflectance curve corresponding to untreated hair. The term "superior" means a difference of at least 0.05% of reflectance, and preferably of at least 0.1%.</li><li>It is specified however that it can exist in the wavelength range from 500 to 700 nanometers, and preferably from 540 to 700 nanometers, one or more ranges where the reflectance curve corresponding to the treated fibers is either superimposable, or less than the reflectance curve corresponding to the untreated fibers.</li></ul>
Preferably, the wavelength where the difference is maximum between the reflectance curve of the treated hair and that of the untreated hair, is in the wavelength range from 500 to 650 nanometers, and preferably the wavelength range from 550 to 620 nanometers.
In addition, and preferably, the composition according to the invention is capable of lightening the hair and the skin in a shade which, quantified in the CIEL system L * a * b * has a variable b * greater than or equal to 6, with a ratio b * / absolute value of a *, greater than 1.2 according to the selection test described below.
<u style="single">Selection test</u>
The composition is applied to brown keratin fibers, more particularly to the hair, at a rate of 10 grams of composition per 1 gram of brown fibers. The composition is spread out so as to cover all of the fibers. The composition is left to act for 20 minutes at room temperature (20 to 25 ° C). The fibers are then rinsed with water and then washed with a shampoo based on lauryl ether sulfate. They are then dried. The spectrocolorimetric characteristics of the fibers are then measured to determine the coordinates L * a * b *. In the CIEL system L * a * b *, a * and b * indicate two color axes, a * indicates the green / red color axis (+ a * is red, -a * is green) and b * l 'blue / yellow color axis (+ b * is yellow and -b * is blue); values close to zero for a * and b * correspond to gray shades.
The examples which follow are intended to illustrate the invention without however limiting its scope.
<u style="single">EXAMPLES</u>
<u style="single">Fluorescent compound</u>
<chemistry id="chem0018" num="0018"><img file="EP1464321B1_D0018.tif" /></chemistry>
93 g of 2-picoline are reacted with 120 g of 1.6 dibromohexane in dimethylformamide at 110 ° C for 5 hours. The precipitated product is recovered, and filtered. 109 g of the product obtained above are dissolved in methanol and 82.82 g of p-dimethylaminobenzaldehyde are added twice, in the presence of pyrrolidine. It is then left for 30 minutes. The product is recovered in precipitated form.
Mass spectroscopy analysis: 266. Elemental analysis: C: 62.43%; H: 6.40%; Br: 23.07%; N: 8.09%. The formula is as follows C<sub>36</sub>H<sub>44</sub>NOT<sub>4</sub>.2Br.
<u style="single">Compositions</u>
<tables id="tabl0001" num="0001"><table frame="all"><tgroup cols="4" colsep="1" rowsep="1"><colspec colnum="1" colname="col1" colwidth="69mm" /><colspec colnum="2" colname="col2" colwidth="21mm" /><colspec colnum="3" colname="col3" colwidth="21mm" /><colspec colnum="4" colname="col4" colwidth="14mm" /><thead valign="top"><row><entry namest="col1" nameend="col1" align="left" valign="top"><b>Composition</b></entry><entry namest="col2" nameend="col2" align="center" valign="top"><b>1</b></entry><entry namest="col3" nameend="col3" align="center" valign="top"><b>2</b></entry><entry namest="col4" nameend="col4" align="center" valign="top"><b>3</b></entry></row></thead><tbody valign="top"><row><entry namest="col1" nameend="col1" align="left" valign="top">Fluorescent compound</entry><entry namest="col2" nameend="col2" align="center" valign="top">1 %</entry><entry namest="col3" nameend="col3" align="center" valign="top">1 %</entry><entry namest="col4" nameend="col4" align="center" valign="top">1 %</entry></row><row><entry namest="col1" nameend="col1" align="left" valign="top">DC2939 (marketed by Dow Corning *)</entry><entry namest="col2" nameend="col2" align="center" valign="top">0,2 %</entry><entry namest="col3" nameend="col3" align="center" valign="top">-</entry><entry namest="col4" nameend="col4" align="center" valign="top">-</entry></row><row><entry namest="col1" nameend="col1" align="left" valign="top">DC28299 (marketed by Dow Corning <sup>**</sup>)</entry><entry namest="col2" nameend="col2" align="center" valign="top">-</entry><entry namest="col3" nameend="col3" align="center" valign="top">0,2 %</entry><entry namest="col4" nameend="col4" align="center" valign="top">-</entry></row><row><entry namest="col1" nameend="col1" align="left" valign="top">Fluid WR 1300 (marketed by Wacker<sup>***</sup>)</entry><entry namest="col2" nameend="col2" align="center" valign="top">-</entry><entry namest="col3" nameend="col3" align="center" valign="top">-</entry><entry namest="col4" nameend="col4" align="center" valign="top">0,2 %</entry></row><row><entry namest="col1" nameend="col1" align="left" valign="top">Distilled water</entry><entry namest="col2" nameend="col2" align="center" valign="top">qs. 100%</entry><entry namest="col3" nameend="col3" align="center" valign="top">qs. 100%</entry><entry namest="col4" nameend="col4" align="left" valign="top" /></row></tbody></tgroup></table></tables>
<u style="single">Coloring</u>
The composition is applied to a lock of natural brown hair (tone height 4) with an exposure time of 20 minutes. The locks are then rinsed and one dried with a helmet for 30 minutes.
There is a clear lightening effect of each of the treated locks.
48 sheets
Sheet 1 Sheet 2 Sheet 3 Sheet 4 Sheet 5 Sheet 6 Sheet 7 Sheet 8 Sheet 9 Sheet 10 Sheet 11 Sheet 12 Sheet 13 Sheet 14 Sheet 15 Sheet 16 Sheet 17 Sheet 18 Sheet 19 Sheet 20 Sheet 21 Sheet 22 Sheet 23 Sheet 24 Sheet 25 Sheet 26 Sheet 27 Sheet 28 Sheet 29 Sheet 30 Sheet 31 Sheet 32 Sheet 33 Sheet 34 Sheet 35 Sheet 36 Sheet 37 Sheet 38 Sheet 39 Sheet 40 Sheet 41 Sheet 42 Sheet 43 Sheet 44 Sheet 45 Sheet 46 Sheet 47 Sheet 48
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| Document | Relation | Office |
|---|---|---|
| EP1099437A | Cites | European Patent Office (EPO) |
| WO9913823A | Cites | World Intellectual Property Organization (WIPO) |
| WO9913824A | Cites | World Intellectual Property Organization (WIPO) |
| WO9913846A | Cites | World Intellectual Property Organization (WIPO) |
18 members in 10 offices
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| Document | Office | Kind | Date |
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| 0304027 | France | A | |
| 0304027 | France | A | |
| 0304027 | France | – | |
| 0304027 | – | – | – |
| FR20030004027 | – | – | – |
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| EP1464321A1 | European Patent Office (EPO) | A1 | |
| FR2853233A1 | France | A1 | |
| JP2004307496A | Japan | A | |
| BRPI0401188A | Brazil | A | |
| US2005031563A1 | United States of America | A1 | |
| MXPA04003101A | Mexico | A | |
| US2006078517A9 | United States of America | A9 | |
| JP2006273865A | Japan | A | |
| EP1464321B1This record | European Patent Office (EPO) | B1 | |
| AT347350T | Austria | T | |
| ATE347350T1 | Austria | T1 | |
| DE602004003514D1 | Germany | D1 | |
| PT1464321E | Portugal | E | |
| ES2276241T3 | Spain | T3 | |
| DE602004003514T2 | Germany | T2 | |
| FR2853233B1 | France | B1 | |
| US2009288674A1 | United States of America | A1 | |
| US7736631B2 | United States of America | B2 |
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| Lapsed in a contracting state [announced via postgrant information from national office to epo]LapsedPG25 | PG25 | EP | |
| Lapsed in a contracting state [announced via postgrant information from national office to epo]LapsedPG25 | PG25 | EP | |
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| Information provided on ipc code assigned before grantRIC1 | RIC1 | EP | |
| Information provided on ipc code assigned before grantRIC1 | RIC1 | EP | |
| Information provided on ipc code assigned before grantRIC1 | RIC1 | EP | |
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Numbers
- Publication
- 1464321
- Publication, DOCDB
- 1464321
- Publication, EPODOC
- EP1464321
- Application
- 4290863
- Application, DOCDB
- 04290863
- Application, EPODOC
- EP20040290863
Titles3
- German
- Färbemittel für keratinische Materialien, enthaltend einen fluoreszierenden Farbstoff und ein aminiertes Silikon, Verfahren und Verwendung
- English
- Dyeing composition for keratineous materials comprising a fluorescent dye and an aminated silicone, process and use
- French
- Composition de coloration pour matières kératiniques humaines comprenant un colorant fluorescent et une silicone aminée, procédé et utilisation
Classification
- CPC, 9
- A61K8/898
- A61K8/411
- A61K8/4926
- A61K8/4946
- A61K8/498
- A61K2800/434
- A61Q5/08
- A61Q5/10
- A61Q19/02
- IPC, 14
- A61K8 41
- A61K8 49
- A61K8 895
- A61Q5 08
- A61Q5 10
- A61Q19 00
- A61K8 00
- A61K8 22
- A61K8 38
- A61K8 40
- A61K8 66
- A61K8 89
- A61K8 898
- A61Q19 02
Designated states28
- Contracting states, 28
- Austria
- Belgium
- Bulgaria
- Switzerland
- Cyprus
- Czechia
- Germany
- Denmark
- Estonia
- Spain
- Finland
- France
- United Kingdom
- Greece
- Hungary
- Ireland
- Italy
- Liechtenstein
- Luxembourg
- Monaco
- Netherlands (Kingdom of the)
- Poland
- Portugal
- Romania
and 4 moreShow fewer
- Sweden
- Slovenia
- Slovakia
- Türkiye
