A process for coloring keratin fibers using a composition comprising at least one specific fatty acid, at least one oxygenated terpene compound, at least one oligo / polyester, and at least one pigment

FR3150420A1Active Publication Date: 2025-01-03LOREAL SA
View PDF 8 Cites 0 Cited by

Patent Information

Application Number
FR2023006971
Authority / Receiving Office
FR · FR
Patent Type
Applications
Current Assignee / Owner
Filing Date
2023-06-30
Publication Date
2025-01-03
Estimated Expiration
2043-06-30
Patent Text Reader

Abstract

The present invention relates to a method for coloring keratin fibers using a composition comprising at least one particular fatty acid, at least one oxygenated terpene compound, at least one oligo / polyester and at least one pigment.
Need to check novelty before this filing date? Find Prior Art

Description

Title of the invention: Process for coloring keratin fibers using a composition comprising at least one particular fatty acid, at least one oxygenated terpene compound, at least one oligo / polyester and at least one pigment Technical field of the invention

[0001] The present invention relates to a process for coloring keratin fibers using a composition comprising at least one particular fatty acid, at least one oxygenated terpene compound, at least one oligo / polyester and at least one pigment. Background to the invention

[0002] Hair coloring is a principle that has been known for a long time, whether it is for coloring hair or lightening it. This allows anyone who wishes to change the color of their hair.

[0003] In the processes for coloring keratin fibers, it is known in particular to color keratin fibers using dyeing compositions comprising pigments.

[0004] However, the implementation of these dyeing compositions can have a certain number of drawbacks. Indeed, after application to the keratin fibers, the dyeing power obtained may not be entirely satisfactory, or even low, and lead to a restricted range of colors. The colorations may also not be sufficiently tenacious against external agents such as light, water, shampoos, perspiration and also be too selective, that is to say that the difference in coloration is too great along the same keratin fiber which is differently sensitized between its tip and its root.

[0005] Furthermore, the formulation of environmentally friendly cosmetic products, i.e. those whose design and development take environmental issues into account, is becoming a major concern to help meet global challenges. It is therefore essential to offer more sustainable coloring compositions that can meet these environmental challenges, in particular by reducing the use of compounds of petrochemical origin.

[0006] Thus, there is a real need to develop a process for coloring keratin fibers that can overcome these drawbacks and which is particularly capable

[0007] to lead to good performance, particularly with regard to color build-up, power and chromaticity, while having low selectivity and good toughness, for a wide range of shades. Such a process should ideally not not to use silicone raw materials.

[0008] The applicant has surprisingly discovered that all or part of these objectives can be achieved by the method according to the present invention. Summary of the invention

[0009] According to a first aspect, the present invention relates to a process for coloring keratin fibers comprising step i) of applying to the keratin fibers a composition (C) comprising: a) one or more compounds A chosen from the compounds of formula (I) below, their salts, their isomers, their solvates such as hydrates and their mixtures: O G) Formula (I) in which: ■ R1 represents: - a hydrocarbon group, linear or branched, saturated or unsaturated, comprising from 6 to 26 carbon atoms, the hydrocarbon group being optionally substituted by one or more groups, identical or different, chosen from: hydroxyl (-OH), amino (-NH2), carboxyl (-COOH), (hetero)cyclic such as phenyl and / or optionally interrupted by one or more heteroatoms or groups chosen from -O-, -CO-, -NRa-, or combinations thereof such as -O-CO-, -(CO)-O-, -NRa-(CO)- or -(CO)-NRa-; or - a (hetero)cyclic group such as phenyl, optionally substituted by one or more groups, identical or different, chosen from: hydroxyl (-OH) or Rb -(CO)-; ■ Ra represents a hydrogen atom or a hydrocarbon group, linear or branched, saturated or unsaturated, comprising from 1 to 10 carbon atoms optionally substituted by one or more identical or different groups chosen from (-OH), amino (-NH2) or carboxyl (-COOH); ■ Rb represents a (C2-Cio)alkyl group; and b) one or more compounds B chosen from oxygenated terpene compounds, preferably chosen from menthol, menthone, terpineol, isobomeol, camphor, nerol, citronellal, citronellol, myrcenol, linalool, geraniol, vitamin A, carvone, eugenol, thymol, fenchone, bomeol, eucalyptol, cubebol, famesol, patchoulol, viridiflorol, cafestol, ferruginol, their isomers, their solvates such as hydrates and their mixtures; and c) one or more compounds E chosen from oligoesters, polyesters and their mixtures; and d) one or more pigments.

[0010] According to a second aspect, the present invention relates to a composition (C) as defined above.

[0011] According to a third aspect, the present invention relates to the use of a composition (C) as defined above for the coloring of keratin fibers. Detailed description of the invention

[0012] For the purposes of the present invention, and unless otherwise indicated:

[0013] ■ by "keratin fibers" we mean fibers of human or animal origin such as than hair, body hair, eyelashes, eyebrows, wool, angora, cashmere or fur. According to the present invention, the keratin fibers are preferably human keratin fibers, more preferably hair.

[0014] ■ by "alkyl group" we mean a linear or branched, saturated hydrocarbon radical, comprising from 1 to 30 carbon atoms, preferably from 1 to 26 carbon atoms, more preferably from 1 to 22 carbon atoms, for example methyl, ethyl, n-propyl, iso-propyl, butyl, n-pentyl, n-hexyl, n-decyl, n-undecyl, n-dodecyl, n-tetradecyl, n-hexaecylic or eicosyl.

[0015] ■ by "(Cx-Cy) alkyl group" we mean an alkyl group comprising from x to y atoms of carbon.

[0016] ■ by "(hydroxy)(Cx-Cy)alkyl group" we mean a (Cx-Cy)alkyl group one of which at least one of the hydrogen atoms is optionally replaced by a hydroxy group (-OH). A "(hydroxy)(Cx-Cy)alkyl group" thus denotes a (Cx-Cy)alkyl group or a hydroxy(Cx-Cy)alkyl group, i.e. a (Cx-Cy)alkyl group in which at least one of the hydrogen atoms is replaced by a hydroxy group (-OH).

[0017] ■ by di(hydroxy)(Cx-Cy)alkylammonium salt, we mean an ammonium salt bearing two (hydroxy)(Cx-Cy)alkyl groups, said (hydroxy)(Cx-Cy)alkyl groups being identical or different.

[0018] ■ by tri(hydroxy)(Cx-Cy)alkylammonium salt, we mean an ammonium salt bearing three (hydroxy)(Cx-Cy)alkyl groups, said (hydroxy)(Cx-Cy)alkyl groups being identical or different.

[0019] ■ by tetra(hydroxy)(Cx-Cy)alkylammonium salt, we mean an ammonium salt bearing four (hydroxy)(Cx-Cy)alkyl groups, said (hydroxy)(Cx-Cy)alkyl groups being identical or different.

[0020] ■ by "(hetero)cyclic group" we mean a cyclic or heterocyclic group.

[0021] ■ by "cyclic group" we mean a fused mono or polycyclic carbocycle or not, saturated or unsaturated, in particular aromatic, comprising from 6 to 22 atoms of carbon, said cyclic group possibly being substituted by one or more identical or different groups, notably chosen from: (Ci-C6)alkyl, (Ci-C6)alkoxy, (Ci-C6)(poly)hydroxyalkyl, hydroxyl (-OH) or carboxyl (-COOH).

[0022] ■ by "heterocyclic group" we mean a mono or polycyclic group, condensed or not, saturated or unsaturated, in particular aromatic, comprising from 5 to 22 links and containing from 1 to 3 heteroatoms chosen from the nitrogen, oxygen or sulfur atom, said heterocyclic group possibly being substituted by one or more groups, identical or different, in particular chosen from: (Ci-C6)alkyl, (Ci-C6)alkoxy, (Ci -C6)(poly)hydroxyalkyl, hydroxyl (-OH) or carboxyl (-COOH).

[0023] ■ by "unsaturated hydrocarbon group" is meant a hydrocarbon group comprising one or more ethylenic double bonds, conjugated or not.

[0024] ■ by "oligoester" we mean a hydrocarbon chain comprising from 2 to 10 units of identical or different esters (ester units also called ester monomers).

[0025] ■ by "polyester" we mean a hydrocarbon chain comprising more than 11 units of identical or different esters (ester units also called ester monomers).

[0026] ■ by "isomer" we mean an optical, geometric or tautomeric isomer.

[0027] The expressions "at least one" and "one or more" are synonymous and can be used interchangeably. Keratin fiber coloring process

[0028] According to a first aspect, the present invention relates to a process for coloring keratin fibers as defined above.

[0029] The applicant has found, surprisingly, that the process according to the present invention makes it possible to achieve good performance, in particular with regard to color increase, power and chromaticity, while having low selectivity and good tenacity, for a wide range of shades.

[0030] Composition (C) preferably comprises no more than five distinct compounds A, more preferably no more than four distinct compounds A, even more preferably no more than two distinct compounds A, and better still composition (C) comprises a single compound A chosen from the compounds of formula (I) as defined above, their salts, their isomers, their solvates such as hydrates and their mixtures.

[0031] Composition (C) preferably comprises no more than five distinct compounds B, more preferably no more than four distinct compounds B, even more preferably no more than two distinct compounds B, and better still composition (C) comprises a single compound B as defined previously.

[0032] According to a preferred embodiment, composition (C) comprises a single compound A as defined previously and a single compound B as defined previously.

[0033] Preferably, at least one of the compounds A, of the presence of all the compounds A are present in the composition (C) in non-salified form.

[0034] According to a preferred embodiment, the molar ratio of total quantity of compounds A / total quantity of compounds B in composition (C) is less than or equal to 1, preferably ranging from 1 to 0.25. Compounds A

[0035] Composition (C) comprises a) one or more compounds A chosen from the compounds of formula (I) as defined above, their salts, their isomers, their solvates such as hydrates and their mixtures.

[0036] Preferably, the salts of the compounds of formula (I) are chosen from the monovalent salts of the compounds of formula (I).

[0037] More preferably, the salts of the compounds of formula (I) are chosen from alkali metal salts such as sodium or potassium, ammonium salts, tetra(Ci-Ci0)alkylammonium salts, di(Ci-Ci0)alkylammonium salts, tri(Ci-Ci0)alkylammonium salts, and mixtures thereof, preferably chosen from alkali metal salts such as sodium or potassium, tetra(Ci-Ci0)alkylammonium salts, and mixtures thereof.

[0038] According to a preferred embodiment, R1 represents a linear or branched, saturated or unsaturated hydrocarbon group comprising from 6 to 26 carbon atoms, the hydrocarbon group being optionally substituted by one or more groups, identical or different, chosen from: hydroxyl (-OH), amino (-NH2), carboxyl (-COOH), (hetero)cyclic such as phenyl and / or optionally interrupted by one or more heteroatoms or groups chosen from -O-, -CO-, -NRa-, or combinations thereof such as -O-CO-, -(CO)-O-, -NRa-(CO)- or -(CO)-NRa-, Ra being as defined above, preferably a linear or branched, saturated or unsaturated, unsubstituted hydrocarbon group comprising from 6 to 26 carbon atoms, more preferably a linear or branched, saturated or unsaturated, unsubstituted hydrocarbon group comprising from 6 to 20 carbon atoms, even more preferably a (C6-C2o)alkyl group, most preferably a (C6-Ci2)alkyl group.

[0039] According to a preferred embodiment, the compound(s) A are chosen from the following compounds 1 to 39, their salts, their isomers, their solvates such as hydrates and their mixtures: Deicic acid Compound 1 OH Parasic Acid Compound 2 Myristic Adda Compound 3 OH Lauric Acids Compound 4 OH Tsostaric acid Compound 5 RC—RCHjCOOH 0¾ with RCO- representing the acyf groups derived from coconut oil. HO. . ..0 H Laiæroyi Lysine Compound 7 Behenaqo Acid Compound 8 C'A <X“ ■•-•■• x XX .<■■'■■""""-x .'"'v XX .Xx X ■-' •" x ''ï' vx 'y / ' b 6 Aride o-octanoyl5-sa^cy^que Composé 9 X'X ,XX.; X'Xs X'X x"’X. ,XXx .• - ^vX O H Aride hydroxystéanque Composé 10 «0, ...-O q X ..■•x .X', XX XV XV X, X ...-x ..-0 ' T T ÔH Acide 2-dtwiécasami^perrtarie^ Composé 11 O-H K y æ " ^93 Actée 24tepSadéœnamK|0pe^nedim^^ Composé 12 Glyceryl Stearate Citrate Compound 13 OH Gapryfoyi Glycine Compound 14 1-Vammomdecarmic acid Compound 15 Q Capric Arid Compound 16 Arid capjyftque Compound 17 Arid 1 O-hy draxy decanoïcüe OH Adde 104*ÿdroxy-2rdécénoœqup Compound 19 Add 13-hydroxystearic acid Compound 20 Add 6-atrtnoœproic acid Compound 21 Laufëih-11 carboxylic acid Compound 22 O Acetamidocaproic acid Compound 23 Deuritic Add Compound 24 Arachidic Acid Compound 25 O Arachidonic acid Compound 26 Add 24ætfyfodandic Compound 27 Cerous acid Compound 28 4-Ethyl ioda-2t4-dæïKH acid that Compound 29 Adde 4-éfr XH Q yioctaWjque >osé 30 Acids s QH '\X'' déarique sosé 31 OH .-•••x ..'X 0: X........" XX" Adde 1 ..X** 'x X ' xX X mléique Comj >osé 32. ' Acid in <v nnamique comf josé 33 ......... ,ww », acide < x 7 éranique 34 Heptanoic acid OH Y ise Compound 35 1 , Inolenic acid T ' £3 je Compound 36 Pergom acid O •X jue Compound 37 OH Phenylacetic acid Compound 3£ OH Rindetic acid KZ ( Xo d X Compound 39 among compounds 4, 16 or 17, their salts, their isomers, their solvates such as hydrates and their mixtures.

[0042] According to a most preferred embodiment, the compound(s) A are chosen from compounds 16 or 17, their salts, their isomers, their solvates such as hydrates and their mixtures.

[0043] According to a preferred variant, the compound(s) A are chosen from compounds 1 to 39, their isomers, their solvates such as hydrates and their mixtures, preferably from compounds 1 to 20, 22, 25, 26, 28, 31, 32, 36 or 39, their isomers, their solvates such as hydrates and their mixtures, more preferably from compounds 4, 16 or 17, their isomers, their solvates such as hydrates and their mixtures, even more preferably from compounds 16 or 17, their isomers, their solvates such as hydrates and their mixtures.

[0044] When one or more of the compounds A are in salified form, these are preferably chosen from the following compounds 1' to 11', their isomers, their solvates such as hydrates and their mixtures: with X+ representing a preferably monovalent cation, more preferably a monovalent cation derived from a salt chosen from alkali metal salts such as sodium or potassium, ammonium salts, tetra(hydroxy)(CrCio )alkylammonium salts, di(hydroxy)(Ci-Ci0)alkylammonium salts, tri(hydroxy)(Ci-Ci0)alkylammonium salts, and mixtures thereof, even more preferably a monovalent cation derived from a salt chosen from alkali metal salts such as sodium or potassium, tetra(hydroxy)(Ci-Ci0)alkylammonium salts, and mixtures thereof.

[0045] When one or more of the compounds A are in salified form, these are more preferably chosen from compounds 1' to 11', their isomers, their solvates such as hydrates and their mixtures, with X+ representing a monovalent cation derived from a salt chosen from alkali metal salts such as sodium or potassium, ammonium salts, tetra(Ci-Ci0)alkylammonium salts, di(CrCio )alkylammonium salts, tri(Ci-Ci0)alkylammonium salts, and their mixtures, preferably chosen from alkali metal salts such as sodium or potassium, tetra(Ci-Ci0)alkylammonium salts, and their mixtures.

[0046] When one or more of the compounds A are in salified form, these are even more preferably chosen from compounds 1' to 11', their isomers, their solvates such as hydrates and their mixtures, with X+ representing a Na+, K+ ion, NH4+ or tetra(Ci-Cio)alkylammonium.

[0047] When one or more of the compounds A are in salified form, these are most preferably chosen from the following compounds 1” to 13”, their isomers, their solvates such as hydrates and their mixtures:

[0048] According to a particularly preferred embodiment, when one or more of the compounds A are in salified form, these are chosen from compounds 5”, 6”, their isomers, their solvates such as hydrates and their mixtures.

[0049] Preferably, the composition (C) comprises a total content of compounds A ranging from 0.01% to 99%, preferably ranging from 0.5% to 99% by weight, more preferably ranging from 2% to 98% by weight, even more preferably ranging from 2.5% to 80% by weight, relative to the total weight of the composition (C). Compounds B

[0050] Composition (C) comprises b) one or more compounds B chosen from oxygenated terpene compounds, preferably chosen from menthol, menthone, terpineol, isobomeol, camphor, nerol, citronellal, citronellol, myrcenol, linalool, geraniol, vitamin A, carvone, eugenol, thymol, fenchone, borneol, eucalyptol, cubebol, farnesol, patchoulol, viridiflorol, cafestol, ferruginol, their isomers, their solvates such as hydrates and their mixtures.

[0051] According to a preferred embodiment, the compound(s) B are chosen from menthol, menthone, terpineol, isobomeol, camphor, nerol, citronellal, citronellol, myrcenol, linalool, geraniol, vitamin A, carvone, eugenol, thymol, fenchone, borneol, eucalyptol, their isomers, their solvates such as hydrates and their mixtures, preferably from menthol, thymol, their isomers, their solvates such as hydrates and their mixtures, more preferably from menthol, its isomers, its solvates such as hydrates and their mixtures.

[0052] Preferably, the composition (C) comprises a total content of compounds B ranging from 0.01% to 99%, preferably 0.5% to 99% by weight, more preferably ranging from 2% to 98% by weight, even more preferably ranging from 2.5% to 80% by weight, relative to the total weight of the composition (C).

[0053] According to a preferred embodiment: - compound A is capric acid and compound B is menthol, the molar ratio of total amount of capric acid / total amount of menthol in composition (C) preferably being less than or equal to 1, more preferably equal to 1 / 2; or - compound A is lauric acid and compound B is menthol, the molar ratio of total quantity of lauric acid / total quantity of menthol in composition (C) preferably being less than or equal to 1, more preferably equal to 1 / 2; or - compound A is caprylic acid and compound B is menthol, the molar ratio of total amount of caprylic acid / total amount of menthol in composition (C) preferably being less than or equal to 1, more preferably equal to 1 / 2 or 1 / 4 or 1, even more preferably equal to 1.

[0054] According to a more preferred embodiment: - compound A is capric acid and compound B is menthol, the molar ratio of total amount of capric acid / total amount of menthol in composition (C) preferably being less than or equal to 1, more preferably equal to 1 / 2; or - compound A is caprylic acid and compound B is menthol, the molar ratio of total amount of caprylic acid / total amount of menthol in composition (C) preferably being less than or equal to 1, more preferably equal to 1 / 2 or 1 / 4 or 1, even more preferably equal to 1.

[0055] According to an even more preferred embodiment, compound A is ca- propylic acid and compound B is menthol, the molar ratio of total quantity of ca-propylic acid / total quantity of menthol in composition (C) preferably being less than or equal to 1, more preferably equal to 1 / 2 or 1 / 4 or 1, even more preferably equal to 1.

[0056] Preferably, the composition (C) comprises a total content of compounds A and B of at least 0.02% by weight, preferably at least 0.1% by weight, more preferably at least 0.5% by weight, even more preferably at least 1% by weight, most preferably at least 2% by weight, and better still at least 3% by weight, and even better still at least 4% by weight relative to the total weight of the composition (C).

[0057] According to a preferred embodiment, the composition (C) comprises a total content of compounds A and B ranging from 0.02% to 99.9% by weight, preferably ranging from 0.1% to 99% by weight, more preferably ranging from 0.5% to 99% by weight, even more preferably ranging from 1% to 99% by weight, most preferably ranging from 2% to 99% by weight, and better still ranging from 3% to 99% by weight, and even better still ranging from 4% to 99% by weight relative to the total weight of the composition (C). Compounds E

[0058] Composition (C) further comprises c) one or more compounds E chosen from oligoesters, polyesters and their mixtures.

[0059] The compound(s) E are preferably derived from: - the reaction of one or more polyols and one or more compounds chosen from carboxylic acids F comprising one or more carboxyl groups, carboxylic acid anhydrides and their mixtures; and / or - the polycondensation of one or more hydroxy acids; and / or - ring-opening polymerization of one or more lactones. Polyols

[0060] According to a particular embodiment, the compound(s) E are obtained from one or more polyols preferably comprising from 2 to 6 hydroxyl groups (-OH), in particular two or four hydroxyl groups.

[0061] Preferably, the polyol(s) are green, in particular of natural origin, in particular bio-sourced and in particular of plant origin.

[0062] According to a particular embodiment, the polyol(s) are organic compounds comprising a hydrocarbon chain, linear or branched, acyclic or (poly)cyclic, saturated or unsaturated, aromatic or not, comprising from 3 to 18 carbon atoms, in particular from 4 to 12 carbon atoms, or even from 5 to 10 carbon atoms; and from 2 to 6 hydroxyl groups, in particular from 3 to 6 hydroxyl groups, said hydrocarbon chain being optionally interrupted by one or more he- teratoms, in particular oxygen, which may in particular have ether functions. Examples of such polyols include, but are not limited to, i) oses, in particular pentoses such as ribose, arabinose, xylose, lyxose, ribulose, xylulose or hexoses such as allose, altrose, galactose, glucose, idose, mannose, talose, fructose, sorbose or deoxyhexoses such as fucose or rhamnose; ii) triols such as glycerol, iii) tetraols such as pentaerythritol (tetramethylolmethane), erythritol, diglycerol, iv) pentols such as xylitol, v) hexols such as sorbitol and mannitol, or dipen-taerythritol or triglycerol, and mixtures thereof.

[0063] According to a particular embodiment, the polyol(s) are oligomers derived from one or more diols of formula (II) HO-ALK-OH formula (II) in which ALK represents a linear or branched C1-C18, in particular C1-C6, alkylene group, optionally substituted by one or more hydroxyl groups, in particular a hydroxyl group. The polyol(s) are then poly(Ci-Ci8)alkane diols. In particular, the polyol(s) may be oligomers derived from one or more diols of the abovementioned formula (II) with a weight-average molecular mass of between 200 and 4,000 g.mol-1, in particular between 300 and 3,000 g.mol-1. For example, the compound of formula (II) is such that ALK represents a (Ci-C6)alkylene group, the oligomer then being a poly(Ci-C6)alkane diol. Mention may in particular be made of polypropane diol (also known as polypropylene glycol) with a weight-average molecular mass of between 300 and 3,000 g.mol-1, or polyethylene glycol with a weight-average molecular mass of between 300 and 3,000 g.mol-1.

[0064] According to another particular embodiment, the polyol(s) may be chosen from monosaccharide or polysaccharide sugars.

[0065] According to a preferred embodiment, the compound(s) E are obtained from one or more organic polyols chosen from: - diols and triols, such as propanediols, butanediols such as 1,4-butanediol, hexanediols, dilinoleic dimer alcohols, glycerol, diethylene glycol, neopentyl glycol, tricyclodecane dimethanol, trihydroxystearin, or 2-di(hydroxymethyl)butan-1-ol; - tetraols, such as pentaerythritol (tetramethylolmethane), erythritol or diglycerol; - pentols such as xylitol; - hexols such as sorbitol, mannitol or dipentaerythritol; - polyglycerol-3, polyglycerol-6 or polyglycerol-10; and - their mixtures.

[0066] According to a more preferred embodiment, the compound(s) E are obtained from one or more organic polyols chosen from: - diols and triols, such as propanediols, butanediols such as 1,4-butanediol, hexanediols, dilinoleic dimer alcohols, glycerol, diethylene glycol, neopentyl glycol, tricyclodecane dimethanol, trihydroxystearin, or 2-di(hydroxymethyl)butan-1-ol; - tetraols, such as pentaerythritol (tetramethylolmethane), erythritol, or diglycerol; - polyglycerol-3, polyglycerol-6 or polyglycerol-10; and - mixtures thereof.

[0067] According to an even more preferred embodiment, the compound(s) E are obtained from one or more organic polyols chosen from: - diols and triols chosen from propanediols, butanediols such as 1,4-butanediol, hexanediols, dilinoleic dimer alcohols, glycerol, diethylene glycol, neopentyl glycol or tricyclodecane dimethanol; - pentaerythritol (tetramethylolmethane), erythritol or diglycerol; - polyglycerol-3; and - their mixtures. Polyacids F

[0068] According to a particular embodiment, the compound(s) E are obtained from one or more polycarboxylic acids, also called in the remainder of the text “polyacids”, i.e. comprising at least two carboxyl groups.

[0069] The polyacid(s) may be acyclic or (poly)cyclic, saturated or unsaturated, aromatic or not, linear or branched, and comprise at least two carboxyl groups -C(O)OH, in particular two to four groups -C(O)OH and more particularly two groups -C(O)OH.

[0070] The polyacid(s) are preferably chosen from polycarboxylic acids comprising at least two carboxyl groups -C(O)OH, in particular from 2 to 4 carboxyl groups, in particular 2 carboxyl groups and comprising a total number of carbon atoms (carbon atoms of the carboxyl groups included) ranging from 2 to 54, in particular ranging from 2 to 50 and more particularly ranging from 3 to 40, and even more particularly ranging from 3 to 36.

[0071] When the polyacid(s) comprise two carboxyl groups, it is then referred to as a dicarboxylic acid or diacid.

[0072] According to a particular embodiment, the polyacid(s) may be chosen from polycarboxylic acids, in particular dicarboxylic acids, having a molecular molar mass MM less than or equal to 200 g.mol '.

[0073] In particular, the polyacid(s) may be chosen from oxalic acid, succinic acid, adipic acid, fumaric acid, phthalic acid, terephthalic acid, their isomers, their salts of organic or mineral bases, their solvates. such as hydrates and their mixtures.

[0074] According to a particular embodiment, the polyacid(s) may be chosen from polycarboxylic acids, in particular dicarboxylic acids, having a molecular molar mass MM greater than 200 g.mol *.

[0075] In particular, the polyacid(s) may be chosen from fatty polyacids, in particular fatty diacids and in particular from fatty acid dimers.

[0076] By "(poly)fatty acid" is meant a (poly)carboxylic acid comprising at least one hydrocarbon chain, linear or branched, preferably linear, saturated or unsaturated, which may contain at least one carbocycle, in particular one or two carbocycle(s), in particular of the cycloalkyl, mono or polycyclic type, for example cyclohexyl or decalinyl (cis or trans decalinyl) and comprising a total number of carbon atoms (carbon atoms of the carboxyl group(s) included) ranging from 8 to 38, in particular ranging from 8 to 36, in particular ranging from 10 to 36.

[0077] Preferably, the total number of carbon atoms of the (poly)fatty acid is even.

[0078] According to a particular embodiment, the polyacid(s) are chosen from: compounds of the following formula (III), their salts of organic or mineral bases, their solvates such as hydrates and their mixtures HO-C(O)-ALK'-C(O)-OH (III) in which ALK' represents a hydrocarbon chain, linear or branched, preferably linear, saturated or unsaturated, which may contain at least one carbocycle, in particular one or two carbocycle(s), in particular of the cycloalkyl, mono or polycyclic type, for example cyclohexyl or decalinyl (cis or trans decalinyl), the hydrocarbon chain comprising a total number of carbon atoms ranging from 6 to 36, in particular ranging from 6 to 34, in particular ranging from 8 to 34.

[0079] Examples of polyfatty acids include sebacic acid and fatty acid dimers. The term "fatty acid dimer" refers to the dimerization product of mono- or polyunsaturated fatty acids.

[0080] The fatty acids from which the fatty acid dimers can be prepared can be more particularly chosen from oleic acid, linoleic acid, palmitoleic acid, linolenic acid, eleostearic acid and mixtures thereof.

[0081] The polyacid(s) may be chosen from fatty acid dimers comprising a total number of carbon atoms ranging from 18 to 38, in particular ranging from 34 to 38 and more particularly 36 carbon atoms.

[0082] In particular, the fatty acid dimers may be chosen from the compounds of formula (III) as defined above, in which ALK' represents a hydrocarbon chain comprising a total number of carbon atoms ranging from 16 to 36, in particular ranging from 32 to 36, in particular 34, incorporating at least one carbocycle group, preferably one or two carbocycle(s), and more preferably a central carbocycle group, in particular of the mono or polycyclic cycloalkyl type, especially cyclohexyl or decalinyl, especially cyclohexyl.

[0083] In a particular embodiment, the polyacid(s) may be chosen from diacids of the fatty acid dimer type, containing a cycloalkyl group, in particular cyclohexyl, connected to the -C(O)OH groups via C2 to C10, in particular C4 to C8, in particular C6 alkylene chains, said cycloalkyl group having in particular pendant C4 to C12, in particular C7 to C9, in particular C8 alkyl groups. In particular, the fatty acid dimer may be formed from C16 to C20, in particular C18, fatty acids, for example from oleic acid and / or linoleic acid. Fatty acid dimers may be commercially available. Examples include fatty acid dimers marketed by Croda under the references Pripol®, in particular Pripol®1009, cosmetic grade.According to a particular embodiment, the polyacid(s) may comprise, or even consist of, diacid(s) of the fatty acid dimer type, for example Pripol® 1009. Monoacids F.

[0084] According to a particular embodiment, the compound(s) E are obtained from one or more monocarboxylic acids also called in the remainder of the text “monoacids”, i.e. comprising a single carboxyl group.

[0085] Preferably, the monoacid(s) are acyclic or (poly)cyclic, saturated or unsaturated, aromatic or not, linear or branched, and comprise a total number of carbon atoms (carbon atoms of the carboxyl group included) ranging from 6 to 32, in particular ranging from 8 to 28 and more particularly ranging from 10 to 20 carbon atoms.

[0086] According to a preferred embodiment, the monoacid(s) are non-aromatic, saturated or unsaturated, linear or branched, cyclic or not, and comprise a total number of carbon atoms (carbon atoms of the carboxyl group included) ranging from 6 to 32, in particular ranging from 8 to 30 carbon atoms and more particularly ranging from 10 to 28 carbon atoms, preferentially ranging from 12 to 26 carbon atoms, more preferentially ranging from 16 to 24 carbon atoms, even more preferentially ranging from 18 to 22 carbon atoms.

[0087] When the monoacid(s) used are of natural origin, they may in particular consist of mixtures comprising saturated acids and unsaturated acids with conjugated and / or non-conjugated unsaturations.

[0088] According to a particular embodiment, the monoacid(s) are chosen from fatty acids, saturated or unsaturated.

[0089] According to a first variant, the monoacid(s) are chosen from monocarboxylic acids comprising a linear or branched, preferably linear, saturated or unsaturated hydrocarbon chain, comprising a total number of atoms of carbon (carbon atoms of the carboxyl group included) of more than 7, in particular more than 8, more particularly ranging from 8 to 30, in particular ranging from 14 to 26, even more particularly ranging from 16 to 22, preferably ranging from 18 to 20.

[0090] As examples, the monoacid(s) may be chosen from isostearic acid (C18 branched saturated), stearic acid (C18 linear saturated), linoleic acid (C18 linear polyunsaturated), arachidic acid (C20 linear saturated), behenic acid (C22 linear saturated), capric acid (C10 linear saturated), caprylic acid (C8 linear saturated), their organic or mineral base salts, their isomers, their solvates such as hydrates and their mixtures, preferably from isostearic acid (C18 branched saturated), capric acid (C10 linear saturated), caprylic acid (C8 linear saturated), their organic or mineral base salts, their isomers, their solvates such as hydrates and their mixtures.

[0091] According to another variant, the monoacid(s) are chosen from (poly)cyclic monocarboxylic acids, preferably polycyclic, comprising in particular a saturated and / or unsaturated, preferably unsaturated, in particular non-aromatic, mono-, bicyclic or tricyclic fused carbocycle, and comprising from 5 to 20 carbon atoms, said carbocycle being optionally substituted by one or more (C i -C 4)alkyl groups such as methyl. Carboxylic acid anhydrides

[0092] According to a particular embodiment, the compound(s) E are obtained from one or more carboxylic acid anhydrides.

[0093] By carboxylic acid anhydride is meant an organic compound which results from the dehydration of a carboxylic acid and which comprises at least one functional group -C(O)-OC(O)-.

[0094] By way of example, the acid anhydride(s) may be chosen from trimellitic anhydride, phthalic anhydride, terephthalic anhydride and mixtures thereof. Hydroxyacids

[0095] According to a particular embodiment, the compound(s) E are derived from the polycondensation of one or more hydroxy acids.

[0096] By “hydroxy acid” is meant a monoacid or polyacid comprising a hydrocarbon chain substituted by at least one hydroxyl group.

[0097] The hydroxy acid(s) may be acyclic or (poly)cyclic, saturated or unsaturated, aromatic or not, linear or branched, and comprise a total number of carbon atoms ranging from 4 to 32, in particular ranging from 4 to 28 and more particularly ranging from 4 to 22 carbon atoms.

[0098] By way of example, the hydroxy acid(s) may be chosen from hy- droxystearic acids, hydroxybutyric acids, hydroxypentanoic acids, hydroxyhexanoic acids, lactic acid, ricinoleic acid, their salts of organic or mineral bases, their isomers, their solvates such as hydrates and their mixtures.

[0099] As examples of compounds E resulting from the polycondensation of one or more hydroxy acids, mention may be made of compounds having the following INCI names: Polyhydroxy-butyrate, Polyhydroxystearic Acid, Polylactic Acid, 3-Hydroxybutyrate / 3-Hydroxyhexanoate Copolymer and Hydroxybutyric Acid / Hydroxypentanoic Acid Copolymer Lactones

[0100] According to a particular embodiment, the compound(s) E are derived from the ring-opening polymerization of one or more lactones.

[0101] By "lactone" is meant an organic compound whose functional group -C(O)-O- is part of a cycle.

[0102] By way of example, the lactone(s) are chosen from e-caprolactone, gluconolactones, glucarolactones, butyrolactones, valerolactones, octalactones, galactonolactones, and mixtures thereof, preferably the lactone is e-caprolactone.

[0103] As an example, compound E is derived from ring-opening polymerization of one or more lactones; polycaprolactone may be cited.

[0104] It is understood that the particular methods of obtaining the compound(s) E described above can be combined. Particular embodiments

[0105] According to a particular embodiment, the compound(s) E are derived from the reaction of one or more polyols as defined previously and one or more compounds chosen from monoacids F as defined previously, polyacids F as defined previously, carboxylic acid anhydrides as defined previously and mixtures thereof.

[0106] According to a more particular embodiment, the compound(s) E are derived from the reaction of one or more polyols as defined previously and one or more compounds chosen from the monoacids F as defined previously, the polyacids F as defined previously and their mixtures.

[0107] According to a variant, the compound(s) E are derived from the reaction of one or more polyols as defined previously and one or more monoacids F as defined previously, in particular a vegetable oil chosen in particular from triglycerides.

[0108] According to another variant, the compound(s) E are derived from the reaction of one or more polyols as defined previously and one or more diacids F such as previously defined.

[0109] Thus, according to this latter variant, the compound(s) E may be derived from the reaction of one or more diols comprising a C2-C10 hydrocarbon chain, preferably C2-C8, more preferably C2-C6, the hydrocarbon chain possibly being interrupted by an oxygen atom, preferably chosen from pro-panediols, butanediols, hexanediols, diethylene glycol, neopentyl glycol and mixtures thereof and one or more diacids F comprising a total number of carbon atoms (carbon atoms of the carboxyl groups included) ranging from 2 to 54, in particular ranging from 2 to 50 and more particularly ranging from 3 to 40, and even more particularly ranging from 3 to 36.

[0110] More particularly, the compound(s) E are derived from the reaction of one or more dimers and / or trimers of saturated or unsaturated fatty acids, preferably of unsaturated fatty acids and one or more diols.

[0111] In a preferred embodiment, the saturated fatty acid dimer(s) may comprise from 28 to 44 carbon atoms and 2 carboxylic acid groups. The saturated fatty acid trimer(s) may comprise from 42 to 66 carbon atoms and 3 carboxylic acid functions.

[0112] Preferably, one or more unsaturated fatty acid dimers are used, in particular having 36 carbon atoms and 2 carboxylic acid groups.

[0113] The unsaturated fatty acid trimer(s) may comprise from 3 to 6 unsaturations, conjugated or not, in their carbon chain.

[0114] Preferably, the unsaturated fatty acid dimer(s) and / or trimer(s) are polycarboxylic acids comprising at least 2 and up to 6 carboxylic acid groups per molecule. In a preferred embodiment, the unsaturated fatty acid dimer(s) may comprise from 28 to 44 carbon atoms and 2 carboxylic acid groups. The unsaturated fatty acid trimer(s) may comprise from 42 to 66 carbon atoms and 3 carboxylic acid functions.

[0115] Preferably, one or more dimers of unsaturated fatty acids are used, in particular having 36 carbon atoms and 2 carboxylic acid groups. Mixtures of dimers and trimers of unsaturated fatty acids and / or unsaturated fatty acids (unpolymerized and therefore corresponding to a monomer) may also be used within the scope of the invention. In the case of such a mixture, a mixture comprising more than 50% by weight of dimers is preferred, for example a mixture comprising more than 90% by weight, preferably more than 95%, of acids in the form of dimers, the remainder of the mixture possibly being trimers and / or monomers of unsaturated fatty acids. The dimer(s) and / or trimer(s) of unsaturated fatty acids may optionally be hydrogenated after the polymerization reaction of the unsaturated fatty acid in order in particular to improve the stability of the dimer or trimer product. Dimers of hydrogenated fatty acids (oleic or linoleic acid) are notably marketed under the brands EMPOL1008, EMPOL1004, EMPOL1025, EMP0L1O11 and EMPOL1062 by BASF and Pripol 1006 (dilinoleic acid) by Uniqema, International. Uniqema also markets a dimer of hydrogenated fatty acids under the name Pripol 1013 (hydrogenated dilinoleic acid).

[0116] In a particularly preferred manner, the unsaturated fatty acid dimer is a dimer of linoleic acid, also called dilinoleic acid, obtained by intermolecular polymerization of linoleic acid. The unsaturated fatty acid may be of natural origin, preferably plant-based. A fatty acid of plant origin may come from any plant source producing said fatty acid. For example, in the case of linoleic acid, molecules extracted from soybean or rapeseed may be used.

[0117] According to another variant, the compound(s) E are derived from the reaction of one or more polyols as defined previously and one or more diacids F as defined previously and one or more monoacids F as defined previously.

[0118] Thus, according to this variant, the compound(s) E may be formed from at least, or even formed solely, from glycerol, a fatty acid dimer as described previously, in particular C34 to C38 and more particularly C36, for example that marketed by the company Croda, under the reference Pripol® 1009, of cosmetic grade and isostearic acid.

[0119] Alternatively, according to this variant, the compound(s) E may be formed from at least, or formed solely, from pentaerythritol, at least one diacid F, preferably at least one diacid F having a molecular molar mass MM less than or equal to 200 g.mol-1, and more particularly chosen from oxalic acid, succinic acid, adipic acid, and mixtures thereof, as well as their optical, geometric isomers, their salts of organic or mineral bases, and their solvates such as hydrates, more preferably still adipic acid; and at least one monoacid F as defined above, preferably comprising more than 7 carbon atoms, in particular from 7 to 26 carbon atoms and more particularly from 7 to 20 carbon atoms, and more particularly a mixture of several monoacids of 7 to 26 carbon atoms such as a mixture of capric acid, caprylic acid and isostearic acid.

[0120] The compound(s) E used according to the invention may have a weight-average molar mass, Mw, ranging from 400 to 100,000 g.mol ', in particular from 3,000 to 7,000 g.mol *. The weight-average molar mass can be determined by size exclusion chromatography (SEC).

[0121] According to another variant, the compound(s) E are derived from the reaction of one or more polyols as defined previously and one or more diacids F as defined previously and one or more carboxylic acid anhydrides such as previously defined.

[0122] Thus, according to this latter variant, the compound(s) E can be formed from neopentyl glycol and adipic acid and trimellitic anhydride.

[0123] According to a particular embodiment of the invention, the compound(s) E are liquid. By "liquid" compound is meant a compound which begins to flow under its own weight in less than one minute at room temperature (25°C) and atmospheric pressure.

[0124] The compound(s) E are more preferably derived from: - the reaction of one or more polyols as defined above and one or more monoacids F as defined above, in particular a vegetable oil chosen in particular from triglycerides; and / or - the reaction of one or more polyols as defined above and one or more diacids F as defined above; and / or - the reaction of one or more polyols as defined above and one or more diacids F as defined above and one or more monoacids F as defined above; and / or - the reaction of one or more polyols as defined above and one or more diacids F as defined above and one or more carboxylic acid anhydrides as defined above; and / or - the polycondensation of one or more hydroxy acids; and / or - ring-opening polymerization of one or more lactones; it being understood that: ■ the polyol(s) are preferably chosen from: - diols and triols, such as propanediols, butanediols such as 1,4-butanediol, hexanediols, dilinoleic dimer alcohols, glycerol, diethylene glycol, neopentyl glycol, tricyclodecane dimethanol, trihydroxystearin, or 2-di(hydroxymethyl)butan-1-ol; - tetraols, such as pentaerythritol (tetramethylolmethane), erythritol or diglycerol; - pentols such as xylitol; - hexols such as sorbitol, mannitol or dipentaerythritol; - polyglycerol-3, polyglycerol-6 or polyglycerol-10; and - their mixtures; and / or ■ the monoacid(s) F are preferably chosen from monocarboxylic acids comprising a linear or branched, preferably linear, saturated or unsaturated hydrocarbon chain, comprising a total number of carbon atoms (carbon atoms of the carboxyl group included) of more than 7, preferably more than 8, more preferably ranging from 8 to 30, the monoacid(s) F being even more preferred preferably chosen from capric acid, caprylic acid, isostearic acid, their organic or mineral base salts, their isomers and their mixtures; and / or ■ the diacid(s) F are preferably chosen from dilinoleic acid, adipic acid, terephthalic acid, phthalic acid, sebacic acid, succinic acid, fumaric acid, their organic or mineral base salts, their isomers and their mixtures; and / or ■ the hydroxy acid(s) are preferably chosen from hydroxystearic acids, hydroxybutyric acids, hydroxypentanoic acids, hydroxyhexanoic acids, lactic acid, their organic or mineral base salts, their isomers, their solvates such as hydrates and their mixtures; and / or ■ the lactone(s) are preferably chosen from e-caprolactone, glucono-lactones, glucarolactones, butyrolactones, valerolactones, octalactones, galactonolactones, and mixtures thereof, more preferably the lactone is e-caprolactone.

[0125] According to a preferred embodiment, the compound(s) E are chosen from polymers having the following INCI names: - Dimer Dilinoleyl Dimer Dilinoleate; - Dilinoleic Acid / Butanediol Copolymer; - Polyhydroxystearic Acid; - Hydroxybutyric Acid / Hydroxypentanoic Acid Copolymer; - 3-Hydroxybutyrate / 3-Hydroxyhexanoate Copolymer; - Polyhydroxybutyrate; - Adipic Acid / Diglycol Crosspolymer; - Adipic Acid / Neopentyl Glycol / Trimellitic Anhydride Copolymer; - Polyethylene Terephthalate; - Polybutylene Terephthalate; - Polylactic Acid; - Polycaprolactone; - Dilinoleic Acid Propanediol Copolymer; - Adipic Acid / Neopentyl Glycol Copolymer; - Pentaerythrityl Isostearate / Caprate / Caprylate / Adipate; - Diisostearoyl Polyglyceryl-3 Dimer Dilinoleate; - Capryloyl Glycerin / Sebacic Acid Copolymer; - 1,4-Butanediol / Succinic Acid / Adipic Acid Copolymer; - 1,4-Butanediol / Succinic Acid / Adipic Acid / HDI Copolymer; - Adipic Acid / 1,4-Butanediol / Terephthalate Copolymer; - Adipic Acid / Dilinoleic Acid / Hexylene Glycol Copolymer; - Adipic Acid / Fumaric Acid / Phthalic Acid / Tricyclodecane Dimethanol Copolymer; And -their mixtures.

[0126] According to a more preferred embodiment, the compound(s) E are chosen from polymers having the following INCI names: - Dimer Dilinoleyl Dimer Dilinoleate; - Dilinoleic Acid / Butanediol Copolymer; - Polyhydroxystearic Acid; and - their mixtures

[0127] According to a preferred embodiment: • compound A is caprylic acid and compound B is menthol, the molar ratio of total amount of caprylic acid / total amount of menthol in composition (C) preferably being less than or equal to 1, more preferably equal to 1 / 2 or 1, even more preferably equal to 1; and • the compound(s) E are chosen from polymers having the following INCI names: - Dimer Dilinoleyl Dimer Dilinoleate; - Dilinoleic Acid / Butanediol Copolymer; - Polyhydroxystearic Acid; and - their mixtures

[0128] Preferably, the composition (C) comprises a total content of compounds E of at least 0.01% by weight, preferably at least 0.1% by weight, more preferably ranging from 0.01% to 20% by weight, even more preferably ranging from 0.1% to 15% by weight, relative to the total weight of the composition (C).

[0129] Preferably, the composition (C) comprises a total content of compounds A, B and E of at least 0.03% by weight, preferably at least 0.1% by weight, more preferably at least 0.5% by weight, even more preferably at least 1% by weight, most preferably at least 2% by weight, and better still at least 3% by weight, and even better still at least 4% by weight, relative to the total weight of the composition (C).

[0130] Preferably, the composition (C) comprises a total content of compounds A, B and E, less than or equal to 99.9% by weight, preferably less than or equal to 99% by weight, more preferably less than or equal to 95% by weight, relative to the total weight of the composition (C).

[0131] According to a preferred embodiment, the composition (C) comprises a total content of compounds A, B and E ranging from 0.03% to 99.9% by weight, preferably ranging from 0.1% to 99.9% by weight, more preferably ranging from 0.5% to 99.9% by weight, even more preferably ranging from 1% to 99.9% by weight, most preferably ranging from 2% to 99.9% by weight, and better still ranging from 3% to 99.9% by weight, and even better still ranging from 4% to 99.9% by weight.

[0132] Preferably, the mass ratio of total quantity of compounds A and B / total quantity of compounds E in composition (C) is from 5 to 1000, preferably from 5 to 200. Pigments

[0133] Composition (C) further comprises d) one or more pigments.

[0134] By "pigment" is meant all pigments providing color to keratin materials. Their solubility in water at 25°C and at atmospheric pressure (760 mmHg) is less than 0.05% by weight, and preferably less than 0.01%.

[0135] The pigments which can be used are in particular chosen from organic and / or mineral pigments known in the art, in particular those which are described in the Kirk-Othmer encyclopedia of chemical technology and in the Ullmann encyclopedia of industrial chemistry.

[0136] They can be natural, of natural origin, or not.

[0137] These pigments can be in the form of powder or pigment paste. They can be coated or uncoated.

[0138] The pigments may for example be chosen from mineral pigments, organic pigments, lakes, special effect pigments such as mother-of-pearl or glitter, and mixtures thereof.

[0139] The pigment may be a mineral pigment. By "mineral pigment" is meant any pigment that meets the definition of the Ullmann encyclopedia in the inorganic pigment chapter. Among the mineral pigments useful in the present invention, mention may be made of iron or chromium oxides, manganese violet, ultramarine blue, chromium hydrate, ferric blue and titanium oxide.

[0140] The pigment may be an organic pigment. By "organic pigment" we mean any pigment that meets the definition of the Ullmann encyclopedia in the organic pigment chapter.

[0141] The organic pigment may in particular be chosen from nitroso, nitro, azo, xanthene, pyrene, quinoline, quinoline, anthraquinone, triphenylmethane, fluorane, phthalocyanine, metal complex type compounds, isoindolinone, isoindoline, qui-nacridone, perinone, perylene, diketopyrrolopyrrole, indigo, thioindigo, dioxazine, triphenylmethane, quinophthalone.

[0142] In particular, the white or colored organic pigments may be chosen from carmine, carbon black, aniline black, azo yellow, quinacridone, phthalocyanine blue, the blue pigments codified in the Color Index under the references Cl 42090, 69800, 69825, 74100, 74160, the yellow pigments codified in the Color Index under the references Cl 11680, 11710, 19140, 20040, 21100, 21108, 47000, 47005, the green pigments codified in the Color Index under the references Cl 61565, 61570, 74260, the orange pigments codified in the Color Index under the references CI 11725, 45370, 71105, the red pigments codified in the Color Index under the references CI 12085, 12120, 12370, 12420, 12490, 14700, 15525, 15580, 15620, 15630, 15800, 15850, 15865, 15880, 26100, 45380, 45410, 58000, 73360, 73915, 75470, the pigments obtained by oxidative polymerization of indolic, phenolic derivatives as described in patent FR 2 679,771.

[0143] As an example, we can also cite organic pigment pigment pastes such as the products sold by the company HOECHST under the name: - COSMENYL YELLOW IOG: Pigment YELLOW 3 (Cl 11710); - COSMENYL YELLOW G: Pigment YELLOW 1 (Cl 11680); - ORANGE COSMENYL GR: Pigment ORANGE 43 (Cl 71105); - COSMENYL RED R: Pigment RED 4 (Cl 12085); - CARMIN COSMENYL FB: Pigment RED 5 (Cl 12490); - VIOLET COSMENYL RL: Pigment VIOLET 23 (Cl 51319); - COSMENYL BLUE A2R: Pigment BLUE 15.1 (Cl 74160); - VERT COSMENYL GG: Pigment GREEN 7 (Cl 74260); - COSMENYL BLACK R: Pigment BLACK 7 (Cl 77266).

[0144] The pigments in accordance with the invention may also be in the form of composite pigments as described in patent EP 1 184 426. These composite pigments may be composed in particular of particles comprising an inorganic core, at least one binder ensuring the fixing of the organic pigments on the core, and at least one organic pigment at least partially covering the core.

[0145] The organic pigment may also be a lake. By lake is meant the dyes adsorbed on insoluble particles, the whole thus obtained remaining insoluble during use.

[0146] The inorganic substrates on which the dyes are adsorbed are, for example, alumina, silica, calcium and sodium borosilicate or calcium and aluminum borosilicate, and aluminum.

[0147] Among the colorants, we can cite carminic acid. Also included are dyes known under the following names: D & C Red 21 (CI 45 380), D & C Orange 5 (CI 45 370), D & C Red 27 (CI 45 410), D & C Orange 10 (CI 45 425), D & C Red 3 (CI 45 430), D & C Red 4 (CI 15 510), D & C Red 33 (CI 17 200), D & C Yellow 5 (CI 19 140), D & C Yellow 6 (CI 15 985), D & C Green (CI 61 570), D & C Yellow 1 O (CI 77 002), D & C Green 3 (CI 42 053), D & C Blue 1 (CI 42 090).

[0148] As examples of lacquers, we can cite the product known under the following name: D & C Red 7 (CI 15 850:1).

[0149] The pigment may also be a special effect pigment. Special effect pigments are understood to mean pigments that generally create an appearance colored (characterized by a certain shade, a certain liveliness and a certain clarity) non-uniform and changing depending on the observation conditions (light, temperature, observation angles, etc.). They are thus opposed to colored pigments which provide a classic uniform opaque, semi-transparent or transparent tint.

[0150] There are several types of special effect pigments, those with a low refractive index such as fluorescent or photochromic pigments, and those with a higher refractive index such as nacres, interference pigments or glitter.

[0151] Examples of special effect pigments include pearlescent pigments such as mica coated with titanium or bismuth oxychloride, colored pearlescent pigments such as mica coated with titanium and iron oxides, mica coated with iron oxide, mica coated with titanium and in particular ferric blue or chromium oxide, mica coated with titanium and an organic pigment as defined above, and pearlescent pigments based on bismuth oxychloride. Pearlescent pigments include Cellini pearlescent pigments marketed by BASF (Mica-TiO 2-lake), Prestige pearlescent pigments marketed by Eckart (Mica-TiO2), Prestige Bronze pearlescent pigments marketed by Eckart (Mica-Fe2O3) and Colorona pearlescent pigments marketed by Merck (Mica-TiO2-Fe2 O3).

[0152] Mention may also be made of gold-colored mother-of-pearls marketed in particular by BASF under the name Brillant gold 212G (Timica), Gold 222C (Cloisonne), Sparkle Gold (Timica), Gold 4504 (Chromalite) and Monarch gold 233X (Cloisonne); bronze mother-of-pearls marketed in particular by MERCK under the name Bronze fine (17384) (Colorona) and Bronze (17353) (Colorona) and by BASF under the name Super bronze (Cloisonne); orange mother-of-pearls marketed in particular by BASF under the name Orange 363C (Cloisonne) and Orange MCR 101 (Cosmica) and by MERCK under the name Passion orange (Colorona) and Matte orange (17449) (Microna); brown-tinted mother-of-pearl, notably marketed by BASF under the name Nu-antique Copper 340XB (Cloisonne) and Brown CL4509 (Chromalite); copper-reflecting mother-of-pearl, notably marketed by BASF under the name Copper 340A (Timica);red-tinted mother-of-pearl, notably marketed by MERCK under the name Sienna Fine (17386) (Colorona); yellow-tinted mother-of-pearl, notably marketed by BASF under the name Yellow (4502) (Chromalite); red-tinted mother-of-pearl with a gold tint, notably marketed by BASF under the name Sunstone G012 (Gemtone); pink mother-of-pearl, notably marketed by BASF under the name Tan opale G005 (Gemtone); black mother-of-pearl with a gold tint, notably marketed by BASF under the name Nu antique bronze 240 AB (Timica), blue mother-of-pearls marketed in particular by the company MERCK under the name Matte Blue (17433) (Microna), white mother-of-pearls with a silver sheen marketed in particular by the company MERCK under the name Xirona Silver and orange-pinkish-green gold mother-of-pearls marketed in particular by the company MERCK under the name Indian Summer (Xirona) and their mixtures.

[0153] Still as an example of nacres, we can also cite particles comprising a borosilicate substrate coated with titanium oxide.

[0154] Particles with a glass substrate coated with titanium oxide are notably sold under the name METASHINE MC1080RY by the company TOYAL.

[0155] Finally, as examples of nacres, mention may also be made of polyethylene terephthalate flakes, in particular those marketed by the company Meadowbrook Inventions under the name Silver IP 0.004X0.004 (silver flakes). Multilayer pigments based on synthetic substrates such as alumina, silica, calcium and sodium borosilicate or calcium and aluminum borosilicate, and aluminum may also be considered.

[0156] The special effect pigments may also be chosen from reflective particles, that is to say in particular particles whose size, structure, in particular the thickness of the layer(s) which constitute it and their physical and chemical nature, and surface state, enable them to reflect incident light. This reflection may, where appropriate, have sufficient intensity to create on the surface of the composition or mixture, when the latter is applied to the support to be made up, highlights visible to the naked eye, that is to say brighter points which contrast with their environment by appearing to shine.

[0157] The reflective particles may be selected so as not to significantly alter the coloring effect generated by the coloring agents associated with them and more particularly so as to optimize this effect in terms of color rendering. They may more particularly have a yellow, pink, red, bronze, orange, brown, gold and / or copper color or reflection.

[0158] These particles can have various shapes, in particular being platelet-shaped or globular, in particular spherical.

[0159] The reflective particles, whatever their shape, may have a multi-layer structure or not and, in the case of a multi-layer structure, for example at least one layer of uniform thickness, in particular of a reflective material.

[0160] When the reflective particles do not have a multilayer structure, they may be composed, for example, of metal oxides, in particular titanium or iron oxides obtained by synthesis.

[0161] When the reflective particles have a multi-layer structure, they may for example comprise a natural or synthetic substrate, in particular a synthetic substrate at least partially coated with at least one layer of a reflective material, in particular at least one metal or metallic material. The substrate may be single-material, multi-material, organic and / or inorganic.

[0162] More particularly, it can be chosen from glasses, ceramics, graphite, metal oxides, aluminas, silicas, silicates, in particular aluminosilicates and borosilicates, synthetic mica and their mixtures, this list not being limiting.

[0163] The reflective material may comprise a layer of metal or a metallic material.

[0164] Reflective particles are described in particular in documents JP-A-09188830, JP-A-10158450, JP-A-10158541, JP-A-07258460 and JP-A-05017710.

[0165] Still as an example of reflective particles comprising a mineral substrate coated with a layer of metal, mention may also be made of particles comprising a borosilicate substrate coated with silver.

[0166] Platelet-shaped particles with a silver-coated glass substrate are sold under the name MICROGLASS METASHINE REFSX 2025 PS by the company TOYAL. Particles with a nickel / chromium / molybdenum alloy-coated glass substrate are sold under the name CRYSTAL STAR GF 550, GF 2525 by the same company.

[0167] It is also possible to use particles comprising a metallic substrate such as silver, aluminum, iron, chromium, nickel, molybdenum, gold, copper, zinc, tin, magnesium, steel, bronze, titanium, said substrate being coated with at least one layer of at least one metallic oxide such as titanium oxide, aluminum oxide, iron oxide, cerium oxide, chromium oxide, silicon oxides and mixtures thereof.

[0168] Examples include aluminum, bronze or copper powders coated with SiO2 marketed under the name VISIONAIRE by the company ECKART.

[0169] Mention may also be made of interference effect pigments not fixed on a substrate such as liquid crystals (Helicones HC from Wacker), interference holographic flakes (Geometry Pigments or Spectra f / x from Spectratek). Special effect pigments also include fluorescent pigments, whether they are substances that fluoresce in daylight or that produce ultraviolet fluorescence, phosphorescent pigments, photochromic pigments, thermochromic pigments and quantum dots, marketed for example by the company Quantum Dots Corporation.

[0170] The variety of pigments that can be used in the present invention makes it possible to obtain a rich palette of colors, as well as particular optical effects such as than metallic, interferential effects.

[0171] The size of the pigment used in the composition according to the present invention is generally between 10 nm and 200 qm, preferably between 20 nm and 80 pm, and more preferably between 30 nm and 50 qm.

[0172] The pigments may be dispersed in the composition using a dispersing agent.

[0173] The dispersing agent serves to protect the dispersed particles against agglomeration or flocculation. This dispersing agent may be a surfactant, an oligomer, a polymer or a mixture of several of them, carrying one or more functionalities having a strong affinity for the surface of the particles to be dispersed. In particular, they may attach physically or chemically to the surface of the pigments. These dispersants also have at least one functional group that is compatible or soluble in the continuous medium.In particular, esters of 12-hydroxystearic acid in particular and of C8 to C20 fatty acid and polyol such as glycerol, diglycerin, such as poly(12-hydroxystearic acid) stearate with a molecular weight of approximately 750g / mol such as that sold under the name Solsperse 21 000 by the company Avecia, polyglyceryl-2 dipolyhydroxystearate (CTFA name) sold under the reference Dehymyls PGPH by the company Henkel or polyhydroxystearic acid such as that sold under the reference Arlacel P100 by the company Uniqema and their mixtures are used.

[0174] As another dispersant that can be used in the compositions of the invention, mention may be made of quaternary ammonium derivatives of polycondensed fatty acids such as Solsperse 17 000 sold by the company Avecia, poly dimethylsiloxane / oxypropylene mixtures such as those sold by the company Dow Corning under the references DC2-5185, DC2-5225 C.

[0175] The pigments used in the composition may be surface-treated with an organic agent.

[0176] Thus, the previously surface-treated pigments useful in the context of the invention are pigments which have undergone totally or partially a surface treatment of a chemical, electronic, electrochemical, mechanochemical or mechanical nature, with an organic agent such as those which are described in particular in Cosmetics and Toiletries, February 1990, Vol. 105, p. 53-64 before being dispersed in the composition in accordance with the invention.These organic agents may be chosen, for example, from waxes, for example carnauba wax and beeswax; fatty acids, fatty alcohols and their derivatives, such as stearic acid, hydroxystearic acid, stearyl alcohol, hydroxystearyl alcohol, lauric acid and their derivatives; anionic surfactants; lecithins; sodium, potassium, magnesium, iron, titanium, zinc or aluminum salts of fatty acids, for example aluminum stearate or laurate; metal alkoxides; polyethylene; (meth)acrylic polymers, for example polymethylmethacrylates; polymers and co. polymers containing acrylate units; alkanolamines; silicone compounds, for example silicones, in particular polydimethylsiloxanes; fluorinated organic compounds, for example perfluoroalkyl ethers; fluoro-silicone compounds.

[0177] The surface-treated pigments useful in the composition may also have been treated with a mixture of these compounds and / or have undergone several surface treatments.

[0178] The surface-treated pigments useful in the context of the present invention can be prepared according to surface treatment techniques well known to those skilled in the art or found as such commercially.

[0179] Preferably, the surface-treated pigments are covered by an organic layer.

[0180] The organic agent with which the pigments are treated can be deposited on the pigments by solvent evaporation, chemical reaction between the molecules of the surfactant or creation of a covalent bond between the surfactant and the pigments.

[0181] The surface treatment can thus be carried out for example by chemical reaction of a surfactant with the surface of the pigments and creation of a covalent bond between the surfactant and the pigments or fillers. This method is described in particular in US patent 4,578,266.

[0182] Preferably, an organic agent covalently bound to the pigments will be used.

[0183] The surface treatment agent may represent from 0.1 to 50% by weight of the total weight of the surface-treated pigment, preferably from 0.5 to 30% by weight, and even more preferably from 1 to 20% by weight of the total weight of the surface-treated pigment.

[0184] Preferably, the surface treatments of the pigments are chosen from the following treatments: - a PEG-Silicone treatment like the AQ surface treatment marketed by LCW; - a Methicone treatment such as the SI surface treatment marketed by LCW; - a Dimethicone treatment such as the Covasil 3.05 surface treatment marketed by LCW; - a Dimethicone / Trimethylsiloxysilicate treatment such as the Covasil 4.05 surface treatment marketed by LCW; - a Magnesium Myristate treatment such as the MM surface treatment marketed by LCW; - an Aluminum Dimyristate treatment such as the MI com- surface treatment sold by Miyoshi; - a Perfluoropolymethylisopropyl ether treatment such as the FHC surface treatment marketed by LCW; - an Isostearyl Sebacate treatment such as the HS surface treatment marketed by Miyoshi; - a Perfluoroalkyl Phosphate treatment such as the PF surface treatment marketed by Daito; - an acrylate / Dimethicone and Perfluoroalkyl Phosphate Copolymer treatment such as the FSA surface treatment marketed by Daito; - a Polymethylhydrogen siloxane / Perfluoroalkyl Phosphate treatment such as the FS01 surface treatment marketed by Daito; - an Acrylate / Dimethicone Copolymer treatment such as the ASC surface treatment marketed by Daito; - an Isopropyl Titanium Triisostearate treatment like the ITT surface treatment marketed by Daito; - an Acrylate copolymer treatment such as the APD surface treatment marketed by Daito; - a Perfluoroalkyl Phosphate / Isopropyl Titanium Triisostearate treatment like the PF + ITT surface treatment marketed by Daito.

[0185] According to a particular embodiment of the invention, the dispersing agent is present with organic or inorganic pigments in particulate form of sub-micron size.

[0186] By "sub-micronic" or in English "sub-micronic" is meant pigments whose particle size has been micronized by micronization method and whose average particle size is less than one micrometer (pm), in particular between 0.1 and 0.9 pm, and preferably between 0.2 and 0.6 pm.

[0187] According to one embodiment, the dispersing agent and the pigment(s) are present in an amount (dispersant: pigment), according to a weight ratio, of between 1:4 and 4:1, particularly between 1.5:3.5 and 3.5:1 or better between 1.75:3 and 3:1.

[0188] The dispersing agent(s) may therefore have a silicone backbone, such as silicone polyether and amino-silicone dispersants. Suitable dispersing agents include: - amino-silicones, i.e. silicones comprising one or more amino groups such as those marketed under the names and references: BYK LPX 21879, by BYK, GP-4, GP-6, GP-344, GP-851, GP-965, GP-967 and GP-988-1, marketed by Genesee polymers, - silicone acrylates such as Tego ® RC 902, Tego ® RC 922, Tego ® RC 1041, and Tego ® RC 1043, marketed by Evonik, - polydimethylsiloxane (PDMS) silicones with carboxylic groups such as X-22162 and X-22370 by Shin-Etsu, silicone epoxy such as GP-29, GP-32, GP-502, GP-504, GP-514, GP-607, GP-682, and GP-695, by Genesee Polymers, or Tego ® RC 1401, Tego ® RC 1403, Tego ® RC 1412, by Evonik. According to a particular embodiment, the dispersing agent(s) are of the amino-silicone type and are cationic.

[0189] Preferably, the pigment(s) are chosen from mineral, mixed mineral-organic or organic pigments.

[0190] In one variant of the invention, the pigment(s) are organic pigments, preferably organic pigments surface-treated with an organic agent chosen from silicone compounds. In another variant of the invention, the pigment(s) are mineral pigments.

[0191] Preferably, the pigment(s) used in the process of the invention are chosen from nacres, carbon blacks such as Black 2, iron oxides, in particular red, brown or black, and micas coated with iron oxide, tria-rylmethane pigments, in particular blue and violet, such as BLUE 1 LAKE, azo pigments, in particular red, such as D&C RED 7, alkali metal or alkaline earth metal salts of lithol red, such as the calcium salt of lithol red B, and mixtures thereof.

[0192] More preferably, the pigment(s) are chosen from iron oxides, in particular red, brown or black.

[0193] Even more preferably, the pigment(s) are chosen from red iron oxides.

[0194] As an example of red iron oxide, mention may be made of iron oxide sold by the company Sun Chemical under the name SunPuro® Red Iron Oxide.

[0195] Preferably, the composition (C) comprises a total pigment content ranging from 0.001% to 20% by weight, preferably ranging from 0.005% to 15% by weight, more preferably ranging from 0.05% to 10% by weight relative to the total weight of the composition (C). Other characteristics of the composition (C)

[0196] Composition (C) is a cosmetic composition, i.e. which comprises a cosmetically acceptable medium, i.e. a medium compatible with human keratin fibers.

[0197] Composition (C) may comprise water, preferably in a total content ranging from 0.1% to 98% by weight, relative to the total weight of the composition.

[0198] According to a preferred embodiment, the composition (C) comprises a total water content of less than 30% by weight, preferably less than 10% by weight, more preferably less than 5% by weight, even more preferably less than 1% by weight, most preferably less than 0.1% by weight, and better still less than 0.01% by weight relative to the total weight of composition (C), and even better composition (C) is anhydrous.

[0199] Where appropriate, such small quantities of water may in particular be provided by ingredients of the composition which may contain residual quantities thereof.

[0200] The pH of composition (C) is preferably from 2 to 11, more preferably from 3 to 10.5. The pH can be adjusted using an organic or mineral acid or an organic or mineral base usually used in cosmetics.

[0201] Composition (C) may comprise one or more organic solvents chosen from C2-C4 alcohols, polyols and polyol ethers, aromatic alcohols, hydrocarbon oils, and mixtures thereof.

[0202] When present in composition (C), this or these organic solvents may be present in composition (C) in a total content ranging from 0.01% to 98% by weight, preferably ranging from 30% to 95% by weight relative to the total weight of composition (C).

[0203] Composition (C) is preferably liquid.

[0204] By "liquid composition" in the sense of the present invention is meant on a macroscopic scale, a composition which does not have its own shape and cannot be grasped, unlike a solid. It is a fluid which adapts to the shape of the container in which it is placed at room temperature (25°C). Transferred into another container, a liquid still retains its volume. A liquid therefore has its own volume. At rest, the free surface of a liquid is generally at equilibrium, flat and horizontal.

[0205] Composition (C) can be presented in all the galenic forms conventionally used for application in hair coloring.

[0206] According to a preferred embodiment, the composition (C) comprises a total content of oxidation dyes of less than 0.1% by weight, preferably less than 0.01% by weight, more preferably less than 0.001% by weight relative to the total weight of the composition (C), even more preferably, the composition (C) is free of oxidation dyes.

[0207] By "oxidation dye" is meant an oxidation dye precursor chosen from oxidation bases and couplers. Oxidation bases and couplers are compounds with little or no color which, by a condensation reaction in the presence of an oxidizing agent, give a colored species.

[0208] According to a preferred embodiment, the composition (C) comprises a total silicone content of less than 5% by weight, preferably less than 2% by weight, more preferably less than 1% by weight, even more preferably less than 0.1% by weight, most preferably less than 0.01% by weight, and better still less than 0.001% by weight relative to the total weight of the composition (C), and still better the composition (C) is free of silicones.

[0209] According to a preferred embodiment, the composition (C) comprises a total content of cationic polymers of less than 5% by weight, preferably less than 2% by weight, more preferably less than 1% by weight, even more preferably less than 0.1% by weight, most preferably less than 0.01% by weight, and better still less than 0.001% by weight relative to the total weight of the composition (C), and even better still the composition (C) is free of cationic polymers.

[0210] By "cationic polymer" is meant any non-silicone polymer (not comprising a silicon atom) containing cationic groups and / or groups ionizable into cationic groups, and not containing anionic groups and / or groups ionizable into anionic groups.

[0211] According to a preferred embodiment, the composition (C) comprises a total content of cationic surfactants of less than 5% by weight, preferably less than 2% by weight, more preferably less than 1% by weight, even more preferably less than 0.1% by weight, most preferably less than 0.01% by weight, and better still less than 0.001% by weight relative to the total weight of the composition (C), and even better still the composition (C) is free of cationic surfactants.

[0212] According to a preferred embodiment, the composition (C) comprises a total content of poly(oxyethylenated) compounds of less than 5% by weight, preferably less than 2% by weight, more preferably less than 1% by weight, even more preferably less than 0.1% by weight, most preferably less than 0.01% by weight, and better still less than 0.001% by weight relative to the total weight of the composition (C), and even better still the composition (C) is free of poly(oxyethylenated) compounds.

[0213] As an example of poly(oxyethylenated) compounds, mention may be made of polyethylene glycols (PEG).

[0214] Composition (C) can be applied to dry or wet keratin fibers, preferably to dry keratin fibers.

[0215] The bath ratio of the composition (C) applied to the keratin fibers can range from 0.2 to 10. By bath ratio is meant the ratio between the total weight of the composition (C) applied and the total weight of keratin fibers to be treated.

[0216] The method may comprise at least one additional step following step i) chosen from the following steps ii) to iv): ii) a step of applying the composition (C) to the keratin fibers, preferably lasting at least 10 seconds, said application step optionally being carried out under an airtight film such as papillote or plastic film; iii) a step of rinsing and / or washing the keratin fibers; iv) a step of drying the keratin fibres in ambient air or using a heating device.

[0217] According to a preferred embodiment, the method comprises all of the additional steps ii), iii) and iv) as described previously and carried out in this order.

[0218] The step of applying the composition (C) may have a duration ranging from 10 seconds to 60 minutes, preferably ranging from 30 seconds to 30 minutes.

[0219] The temperature of the heating device may range from 45°C to 230°C, preferably from 45°C to 100°C, more preferably from 50°C to 80°C. For example, a hair dryer, a heating helmet, an iron or a heating brush may be used as the heating device.

[0220] Step iii) of washing can be carried out using a shampoo.

[0221] Drying step iv) may also be a combination of air drying or drying with a heating device at a temperature ranging from 45°C to 80°C such as a hair dryer or a heating hood, optionally followed by a step of passing through an iron, preferably a straightening iron. Composition (C)

[0222] According to a second aspect, the present invention relates to a composition (C) as defined above. Uses

[0223] According to a third aspect, the present invention relates to the use of a composition (C) as defined above for the coloring of keratin fibers. Examples

[0224] The following examples provide a better understanding of the invention without, however, being limiting. In the following examples, unless otherwise indicated, all quantities are indicated as a percentage by mass relative to the total weight of the composition.

[0225] The following compositions Cl to C3 were prepared from the following compositions Ca to Cc according to the preparation protocol described below:

[0226] [Tables 1] Ingredients ca Cb Cc Polyhydroxystearic Acid (Dispersun DSP-OL300 marketed by Innospec Performance Chemicals) 5 Dilinoleic Acid / Bu-tanediol Copolymer (Viscoplast 14436 H marketed by Biosynthis) 5 Dimer Dilinoleyl Di-linoleate (Lusplan DD-DA7 marketed by Nippon Fine Chemical Company Ltd.) 5 Caprylic acid / menthol mixture (molar ratio 1 / 1) Qsp 100 Qsp 100 Qsp 100

[0227] [Tables2] Ingredients Cl C2 C3 Red iron oxide 6 6 6 Composition Ca Qsp 100 - - Composition Cb - Qsp 100 - Composition Cc — - Qsp 100 Process for the preparation of compositions Cl to C3

[0228] 1 mole of caprylic acid is weighed into a flask to which is added 1 mole of menthol. The mixture is heated with stirring at 70°C for 1 hour. After returning the temperature of the reaction medium to room temperature, compound E is added to the resulting liquid and the mixture is again heated with stirring at 70°C for 20 minutes. After returning to room temperature, the composition Ca, Cb or Cc is obtained in the form of a slightly viscous, transparent, colorless liquid of oil type. Red iron oxide is then incorporated into the composition Ca, Cb or Cc and mixed until completely dispersed. Example 1: Evaluation of the rise of color

[0229] Protocol: 800 mg of each of the compositions Cl to C3 were applied to strands of 90% natural white Caucasian hair. This application was made using a brush on a plate thermostatically controlled at 33°C. After a 10-minute exposure time, the strands were rinsed 20 times with water before being dried with a hairdryer.

[0230] Colorimetric measurements: Coloration increase (AE*) was assessed in the CIE L* a* b* system using a Konica-Minolta CM-2600d spectrophotometer (Illuminant D65). In this L* a* b* system, L* represents color intensity, a* indicates the color shade along the green / red color axis, and b* the color shade along the blue / yellow color axis. The lower the L* value, the darker or more intense the color. The higher the a* value, the redder the shade, and the higher the b* value, the bluer the shade.

[0231] In the table below, the value of AE* is calculated from the values ​​of L*a*b* according to the following equation: AE* = In the equation, L*, a* and b* represent the values ​​measured on the strands after treatment using the above protocol, and Lo*, a0* and b0* represent the values ​​measured on untreated control strands. The larger the AE* value, the better the color rise or variation.

[0232] Dyeing results: The results of the various climbs obtained are shown in the tables below: [Tables 3] a* b* AE* mounted Untreated hair BN90 65.19 0.01 15.94 - Composition Cl 39.66 25.79 20.57 36.58 Composition C2 37.83 23.37 18.4 36.06 Composition C3 35.14 23.14 17.59 37.96

[0233] It appears from the above results that the compositions according to the present invention make it possible to obtain a good increase in coloration.< / v>

Claims

Claims

1. Process for coloring keratin fibers comprising step i) of applying to the keratin fibers a composition (C) comprising: a) one or more compounds A chosen from the compounds of formula (I) below, their salts, their isomers, their solvates such as hydrates and their mixtures: Formula (I) in which: ■ R1 represents: - a hydrocarbon group, linear or branched, saturated or unsaturated, comprising from 6 to 26 carbon atoms, the hydrocarbon group being optionally substituted by one or more groups, identical or different, chosen from: hydroxyl (-OH), amino (-NH2), carboxyl (-COOH), (hetero)cyclic such as phenyl and / or optionally interrupted by one or more heteroatoms or groups chosen from -O-, -CO-, -NRa-, or combinations thereof such as -O-CO-, -(CO)-O-, -NRa-(CO)- or -(CO)-NRa-; or - a (hetero)cyclic group such as phenyl, optionally substituted by one or more groups, identical or different, chosen from: hydroxyl (-OH) or Rb-(CO)-; ■ Ra represents a hydrogen atom or a hydrocarbon group, linear or branched, saturated or unsaturated, comprising from 1 to 10 carbon atoms optionally substituted by one or more identical or different groups chosen from (-OH), amino (-NH2) or carboxyl (-COOH); ■ Rb represents a (C2-Cio)alkyl group; and b) one or more compounds B chosen from oxygenated terpene compounds, preferably chosen from menthol, menthone, terpineol, isobomeol, camphor, nerol, citronellal, citronellol, myrcenol, linalool, geraniol, vitamin A, carvone, eugenol, thymol, fenchone, borneol, eucalyptol, cubebol, farnesol, patchoulol, viridiflorol, cafestol, ferruginol, and their isomers, their solvates such as hydrates and their mixtures; and c) one or more compounds E chosen from oligoesters, polyesters and their mixtures; and d) one or more pigments.

2. Method according to any one of the preceding claims, in which at least one of the compounds A, of the presence of all the compounds A are present in the composition (C) in non-salified form.

3. Method according to any one of the preceding claims, in which the molar ratio of total quantity of compounds A / total quantity of compounds B in composition (C) is less than or equal to 1, preferably ranging from 1 to 0.

25.

4. A method according to any one of the preceding claims, wherein R1 represents a linear or branched, saturated or unsaturated hydrocarbon group comprising from 6 to 26 carbon atoms, the hydrocarbon group being optionally substituted by one or more groups, identical or different, chosen from: hydroxyl (-OH), amino (~NH2), carboxyl (-COOH), (hetero)cyclic such as phenyl and / or optionally interrupted by one or more heteroatoms or groups chosen from -O-, -CO-, -NRa-, or combinations thereof such as -O-CO-, -(CO)-O-, -NR“-(C0)- or -(C0)-NR“-, Ra being as defined in claim 1, preferably a linear or branched, saturated or unsaturated, unsubstituted hydrocarbon group comprising from 6 to 26 carbon atoms, more preferably a linear or branched, saturated or unsaturated hydrocarbon group unsaturated, unsubstituted, comprising from 6 to 20 carbon atoms, even more preferably a (C6-C2o)alkyl group,most preferably a (C6-Ci2)alkyl group.,

5. A process according to any one of the preceding claims, wherein the compound(s) A are chosen from the following compounds 1 to 39, their salts, their isomers, their solvates such as hydrates and their mixtures: Diethylamino acid Compound 1 Palmitic acid Compound 2 Oi- Myristic acid Compound 3 OH Iaunque acid Compound 4 OH Isosteafic acid Compound 5 0 RC with RCO- represented the ac^es groups derived from coconut ndx Cocsyi Sarcosine Lauroyï Lysine Compound 7 Adde béhéntqae Compound 8 n-Octsno^-S-sa^üque acid Compound 9 Hydraxystearic acid Compound 10 2-dodecanol:msdope:ntanedioic acid Compound 11 2-heps adecanamidopetltanedmïqae acid Compound 12 J Qx ..-yy CH Glyceiyi Stearate Ciiraie Compound 13 OH Capryioyi Giyd&e Compound 14 1 l-Aminoundecanic Acid Compound 15 Capric acid Compound 16 Eaptyfic acid Tü-hyds'o»fdec.aàoic acid OH Adde 1 G-^droxy-2-de&enoic Compound 19 13-Hydroxystearic acid Compound 20 Acsfe £kaminocaproic acid Compound 21 Laweth-H casboxylic acid Compound 22 O Adde acetamidocapfosqae Compound 23 QH Adde aieuriëque .Arachitic acid Compound 25 OH Adde aracHttodque Compound 26 Add. 24Mtylocianoïqu& Compound 27 Cerestic acid Compound 28 4-Ehihy focta-2 4-dsenoic acid Adde 4-éihyioctanmqüe Compound 30 1 hour Stearic Acid Compound 31 Linal-eiqu® acid Compound 32 Drwjamic Acid Compound 33 Genetic acid Compound 34 Heptaenoic acid Compound 35 Ackfe Compound 36 Adde peiargaraque Compound 37 OH %dde phé^lacéSque Compound 38 OH OH Rtcjpoi acid eiqise Compound 39 preferably chosen from compounds 1 to 20, 22, 25, 26, 28, 31, 32, 36 or 39, their salts, their isomers, their solvates such as hydrates and their mixtures; more preferably chosen from compounds 4, 16 or 17, their salts, their isomers, their solvates such as hydrates and their mixtures; even more preferably chosen from compounds 16 or 17, their salts, their isomers, their solvates such as hydrates and their mixtures.

6. Method according to any one of the preceding claims, in which the compound(s) B are chosen from menthol, menthone, terpineol, isobomeol, camphor, nerol, citronellal, citronellol, myrcenol, linalool, geraniol, vitamin A, carvone, eugenol, thymol, fenchone, bomeol, eucalyptol, their isomers, their solvates such as hydrates and their mixtures, preferably from menthol, thymol, their isomers, their solvates such as hydrates and their mixtures, more preferably from menthol, its isomers, its solvates such as hydrates and their mixtures.

7. Method according to any one of the preceding claims, in which: - compound A is capric acid and compound B is menthol, the molar ratio of total amount of capric acid / total amount of menthol in composition (C) preferably being less than or equal to 1, more preferably equal to 1 / 2; or - compound A is lauric acid and compound B is menthol, the molar ratio of total amount of lauric acid / total amount of menthol in composition (C) preferably being less than or equal to 1, more preferably equal to 1 / 2; or - compound A is caprylic acid and compound B is menthol, the molar ratio of total amount of caprylic acid / total amount of menthol in composition (C) preferably being less than or equal to 1, more preferably equal to 1 / 2 or 1 / 4 or 1, even more preferably equal to 1;preferably: - compound A is capric acid and compound B is menthol, the molar ratio of total amount of capric acid / total amount of menthol in composition (C) preferably being less than or equal to 1, more preferably equal to 1 / 2; or - compound A is caprylic acid and compound B is menthol, the molar ratio of total amount of caprylic acid / total amount of menthol in composition (C) preferably being less than or equal to 1, more preferably equal to 1 / 2 or 1 / 4 or 1, even more preferably equal to 1; preferably, compound A is caprylic acid and compound B is menthol, the molar ratio of total amount of caprylic acid / total amount of menthol in composition (C) preferably being; less than or equal to 1, more preferably equal to 1 / 2 or 1 / 4 or 1, even more preferably equal to 1.

8. Process according to any one of the preceding claims, in which the composition (C) comprises: - a total content of compounds A ranging from 0.01% to 99%, preferably ranging from 0.5% to 99% by weight, more preferably ranging from 2% to 98% by weight, even more preferably ranging from 2.5% to 80% by weight, relative to the total weight of the composition (C); and / or - a total content of compounds B ranging from 0.01% to 99%, preferably ranging from 0.5% to 99% by weight, more preferably ranging from 2% to 98% by weight, even more preferably ranging from 2.5% to 80% by weight, relative to the total weight of the composition (C).

9. A method according to any one of the preceding claims, wherein the composition (C) comprises a total content of compounds A and B ranging from 0.02% to 99.9% by weight, preferably ranging from 0.1% to 99% by weight, more preferably ranging from 0.5% to 99% by weight, even more preferably ranging from 1% to 99% by weight, most preferably ranging from 2% to 99% by weight, and better still ranging from 3% to 99% by weight, and even better still ranging from 4% to 99% by weight relative to the total weight of the composition (C).

10. Process according to any one of the preceding claims, in which the compound(s) E are derived from: - the reaction of one or more polyols and one or more compounds chosen from carboxylic acids F comprising one or more carboxyl groups, carboxylic acid anhydrides and mixtures thereof; and / or - the polycondensation of one or more hydroxy acids; and / or - the ring-opening polymerization of one or more lactones.

11. Process according to any one of the preceding claims, in which the compound(s) E are derived from: - the reaction of one or more polyols and one or more monoacids F, in particular a vegetable oil chosen in particular from triglycerides; and / or - the reaction of one or more polyols and one or more diacids F; and / or - the reaction of one or more polyols and one or more diacids F and one or more monoacids F; and / or - the reaction of one or more polyols and one or more diacids F and a or more carboxylic acid anhydrides; and / or - the polycondensation of one or more hydroxy acids; and / or - the ring-opening polymerization of one or more lactones; it being understood that: ■ the polyol(s) are preferably chosen from: - diols and triols, such as propanediols, butanediols such as 1,4-butanediol, hexanediols, dimer dilinoleic alcohols, glycerol, diethylene glycol, neopentyl glycol, tricyclodecane di-methanol, trihydroxystearin, or 2-di(hydroxymethyl)butan-1-ol; - tetraols, such as pentaerythritol (tetramethylolmethane), erythritol or diglycerol; - pentols such as xylitol; - hexols such as sorbitol, mannitol or dipentaerythritol; - polyglycerol-3, polyglycerol-6 or polyglycerol-10; and - their mixtures; and / or ■ the monoacid(s) F are preferably chosen from monocarboxylic acids comprising a linear or branched, preferably linear, saturated or unsaturated hydrocarbon chain, comprising a total number of carbon atoms (carbon atoms of the carboxyl group included) of more than 7, preferably more than 8, more preferably ranging from 8 to 30, the monoacid(s) F being even more preferably chosen from capric acid, caprylic acid, isostearic acid, their salts of organic or mineral bases, their isomers and their mixtures; and / or ■ the diacid(s) F are preferably chosen from dilinoleic acid, adipic acid, terephthalic acid, phthalic acid, sebacic acid, succinic acid, fumaric acid, their salts of organic or mineral bases, their isomers and their mixtures; and / or ■ the hydroxy acid(s) are preferably chosen from hydroxystearic acids, hydroxybutyric acids, hydroxypentanoic acids, hydroxyhexanoic acids, lactic acid, their salts of organic or mineral bases, their isomers, their solvates such as hydrates and their mixtures; and / or ■ the lactone(s) are preferably chosen from e-caprolactone, gluconolactones, glucarolactones, butyrolactones, valerolactones, octalactones, galactonolactones, and mixtures thereof, more preferably the lactone is e-caprolactone; the compound(s) E being preferably chosen from polymers ayant les noms INCI suivants : - Dimer Dilinoleyl Dimer Dilinoleate; - Dilinoleic Acid / Butanediol Copolymer; - Polyhydroxystearic Acid; - Hydroxybutyric Acid / Hydroxypentanoic Acid Copolymer; - 3-Hydroxybutyrate / 3-Hydroxyhexanoate Copolymer; - Polyhydroxybutyrate; - Adipic Acid / Diglycol Crosspolymer; - Adipic Acid / Neopentyl Glycol / Trimellitic Anhydride Copolymer; - Polyethylene Terephthalate; - Polybutylene Terephthalate; - Polylactic Acid; - Polycaprolactone; - Dilinoleic Acid Propanediol Copolymer; - Adipic Acid / Neopentyl Glycol Copolymer; - Pentaerythrityl Isostearate / Caprate / Adipate; - Diisostearoyl Polyglyceryl-3 Dimer Dilinoleate; - Capryloyl Glycerin / Sebacic Acid Copolymer; - 1,4-Butanediol / Succinic Acid / Adipic Acid Copolymer; - 1,4-Butanediol / Succinic Acid / Adipic Acid / HDI Copolymer; - Adipic Acid / 1,4-Butanediol / Terephthalate Copolymer; - Adipic Acid / Dilinoleic Acid / Hexylene Glycol Copolymer; - Adipic Acid / Fumaric Acid / Phthalic Acid / Tricyclodecane Dimethanol Copolymer;and - their mixtures; the compound(s) E being more preferably chosen from polymers having the following INCI names: - Dimer Dilinoleyl Dimer Dilinoleate; - Dilinoleic Acid / Butanediol Copolymer; - Polyhydroxystearic Acid; and - their mixtures.;

12. Method according to any one of the preceding claims, in which the composition (C) comprises a total content of compounds E of at least 0.01% by weight, preferably at least 0.1% by weight, more preferably ranging from 0.01% to 20% by weight, even more preferably ranging from 0.1% to 15% by weight, relative to the total weight of the composition (C).

13. A method according to any preceding claim, in in which the mass ratio of total quantity of compounds A and B / total quantity of compounds E in composition (C) is from 5 to 1000, preferably from 5 to 200.

14. Method according to any one of the preceding claims, in which the pigment(s) are chosen from nacres, carbon blacks such as Black 2, iron oxides, in particular red, brown or black, and micas coated with iron oxide, triarylmethane pigments, in particular blue and violet, such as BLUE 1 LAKE, azo pigments, in particular red, such as D&C RED 7, alkali or alkaline earth metal salts of lithol red, such as the calcium salt of lithol red B, and mixtures thereof, preferably from iron oxides, in particular red, brown or black, more preferably from red iron oxides.

15. A method according to any one of the preceding claims, wherein the composition (C) comprises a total pigment content ranging from 0.001% to 20% by weight, preferably ranging from 0.005% to 15% by weight, relative to the total weight of the composition (C).

16. A method according to any one of the preceding claims, wherein the composition (C) comprises a total silicone content of less than 5% by weight, preferably less than 2% by weight, more preferably less than 1% by weight, even more preferably less than 0.1% by weight, most preferably less than 0.01% by weight, and better still less than 0.001% by weight relative to the total weight of the composition (C), and even better still the composition (C) is free of silicones.

17. A method according to any one of the preceding claims, wherein the composition (C) comprises a total content of cationic polymers of less than 5% by weight, preferably less than 2% by weight, more preferably less than 1% by weight, even more preferably less than 0.1% by weight, most preferably less than 0.01% by weight, and better still less than 0.001% by weight relative to the total weight of the composition (C), and even better still the composition (C) is free of cationic polymers.

18. A method according to any one of the preceding claims, wherein the composition (C) comprises a total content of cationic surfactants of less than 5% by weight, preferably less than 2% by weight, more preferably less than 1% by weight, even more preferably less than 0.1% by weight, most preferably in- less than 0.01% by weight, and better still less than 0.001% by weight relative to the total weight of the composition (C), and even better still the composition (C) is free of cationic surfactants.

19. A method according to any one of the preceding claims, wherein the composition (C) comprises a total content of poly(oxyethylenated) compounds of less than 5% by weight, preferably less than 2% by weight, more preferably less than 1% by weight, even more preferably less than 0.1% by weight, most preferably less than 0.01% by weight, and better still less than 0.001% by weight relative to the total weight of the composition (C), and even better still the composition (C) is free of poly(oxyethylenated) compounds.

20. A method according to any one of the preceding claims, wherein the composition (C) comprises a total water content of less than 30% by weight, preferably less than 10% by weight, more preferably less than 5% by weight, even more preferably less than 1% by weight, most preferably less than 0.1% by weight, and better still less than 0.01% by weight, relative to the total weight of the composition (C) and even better still the composition (C) is anhydrous.

21. A method according to any one of the preceding claims, wherein composition (C) comprises one or more organic solvents chosen from C2-C4 alcohols, polyols and polyol ethers, aromatic alcohols, hydrocarbon oils, and mixtures thereof.

22. Process according to any one of the preceding claims in which the composition (C) is applied to dry or wet keratin fibers, preferably to dry keratin fibers.

23. Method according to the preceding claim comprising at least one additional step following step i) chosen from the following steps ii) to iv): ii) a step of applying the composition (C) to the keratin fibers, preferably lasting at least 10 seconds, said application step optionally being carried out under a hermetic film such as a papillote or plastic film; iii) a step of rinsing and / or washing the keratin fibers; iv) a step of drying the keratin fibers in ambient air or using a heating device.

24. Composition (C) as defined in any one of claims 1 to 21.

25. Use of a composition (C) as defined in one of any of claims 1 to 21 for coloring keratin fibers.

Citation Information

Patent Citations

  • Composite particles, process for producing the same, and pigment, paint and resin composition using the same

    EP1184426A2

  • Use of an insoluble pigment obtained by oxidative polymerisation of indole derivatives for the temporary dyeing of keratinous fibres

    FR2679771A1

  • JP1975017710A

  • Resin composition

    JP1995258460A

  • Highly bright metallic pigment

    JP1997188830A