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

A composition of specific fatty acids, oxygenated terpenes, and oligo/polyesters with pigments addresses hair coloring inefficiencies, providing robust color and environmental sustainability.

FR3150420B1Active Publication Date: 2026-05-22LOREAL SA
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Patent Information

Authority / Receiving Office
FR · FR
Patent Type
Patents
Current Assignee / Owner
LOREAL SA
Filing Date
2023-06-30
Publication Date
2026-05-22

AI Technical Summary

Technical Problem

Existing hair coloring processes face issues with unsatisfactory dyeing power, limited color range, poor resistance to external agents, and significant color variation along the keratin fiber, while also relying on petrochemical-derived compounds.

Method used

A composition comprising specific fatty acids, oxygenated terpenes, and oligo/polyesters, along with pigments, is applied to keratin fibers to achieve good color development, intensity, and chromaticity with low selectivity and high tenacity, avoiding silicone-based materials.

Benefits of technology

The process delivers effective coloration with a wide range of shades, improved resistance to external agents, and reduced environmental impact by minimizing petrochemical use.

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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.
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Description

Title of the invention: A method 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. Technical field of the invention

[0001] 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. Context of the invention

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

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

[0004] However, the application of these dyeing compositions can present a number of drawbacks. Indeed, after application to keratin fibers, the resulting dyeing power may not be entirely satisfactory, or may even be weak, leading to a limited range of colors. The dyes may also not be sufficiently resistant to external agents such as light, water, shampoos, and perspiration, and may also be too selective, meaning that the color variation is too significant along the same keratin fiber, which is sensitized differently between its tip and its root.

[0005] Furthermore, the formulation of environmentally friendly cosmetic products, that is, products whose design and development take environmental issues into account, is becoming a major concern in order to help address global challenges. It is therefore essential to offer more sustainable coloring compositions that address these environmental issues, particularly by reducing the use of petrochemical-derived compounds.

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

[0007] of delivering good performance, especially with regard to color development, intensity, and chromaticity, while having low selectivity and a Good tenacity, for a wide range of shades. Ideally, such a process should not use silicone-based raw materials.

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

[0009] According to a first aspect, the present invention relates to a method 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 optionally being substituted by one or more groups, identical or different, selected from: hydroxyl (-OH), amino (-NH2), carboxyl (-COOH), (hetero)cyclic such as phenyl and / or optionally interrupted by one or more heteroatoms or groups selected from -O-, -CO-, -NRa-, or their combinations such as -O-CO-, -(CO)-O-, -NRa-(CO)- or -(CO)-NRa-; or - a (hetero)cyclic group such as phenyl, possibly 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 possibly substituted by one or more identical or different groups chosen from (-OH), amino (-NH2) or carboxyl (-COOH); ■ Rb represents a (C2-Ci0)alkyl group; and b) one or more compounds B selected from oxygenated terpene compounds, preferably selected from menthol, menthone, terpineol, isobomeol, camphor, nerol, citronellal, citronellol, myrcenol, linalool, geraniol, vitamin A, carvone, eugenol, thymol, fenchone, bomeol, eucalyptol, cubebol, farnesol, patchoulol, viridiflorol, cafestol, ferruginol, their isomers, their solvates such as hydrates and mixtures thereof; and (c) one or more compounds E selected from oligoesters, polyesters and mixtures thereof; 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 such as 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" is meant a saturated, linear or branched 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, isopropyl, butyl, n-pentyl, n-hexyl, n-decyl, n-undecyl, n-dodecyl, n-tetradecyl, n-hexaecyl or eicosyl.

[0015] ■ By "(Cx-Cy) alkyl group" is meant an alkyl group comprising from x to y atoms of carbon.

[0016] ■ By "(hydroxy)(Cx-Cy)alkyl group" is meant a (Cx-Cy)alkyl group, one of which at least one of the hydrogen atoms is possibly replaced by a hydroxy group (-OH). A "(hydroxy)(Cx-Cy)alkyl group" thus designates a (Cx-Cy)alkyl group or a hydroxy(Cx-Cy)alkyl group, that is to say 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" means a cyclic or heterocyclic group.

[0021] ■ by "cyclic group" is meant a condensed monocyclic or polycyclic carbonyl group or not, saturated or unsaturated, in particular aromatic, comprising from 6 to 22 carbon atoms, said cyclic group being able to be substituted by one or more identical or different groups, in particular selected from: (Ci-C6)alkyl, (Ci-C6)alkoxy, (Cr C6)(poly)hydroxyalkyl, hydroxyl (-OH) or carboxyl (-COOH).

[0022] ■ By "heterocyclic group" is meant a monocyclic 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 selected from the nitrogen, oxygen or sulfur atom, said heterocyclic group being able to be substituted by one or more groups, identical or different, in particular selected from: (Ci-C6)alkyl, (Ci-C6)alkoxy, (Cr 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" is meant a hydrocarbon chain comprising from 2 to 10 identical or different ester units (ester units also called ester monomers).

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

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

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

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

[0029] The applicant found, surprisingly, that the process according to the present invention made it possible to achieve good performance, particularly with regard to color rise, 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 among the compounds of formula (I) such that defined previously, 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 only one compound B as defined above.

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

[0033] Preferably, at least one of the compounds A, of presence, the set of compounds A are present in 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 selected from 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 among 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-CiO)alkylammonium salts, di(Ci-CiO)alkylammonium salts, tri(Ci-Cio)alkylammonium salts, and mixtures thereof, preferably chosen from alkali metal salts such as sodium or potassium, tetra(Ci-CiO)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 optionally being substituted by one or more identical or different groups selected from: hydroxyl (-OH), amino (-NH2), carboxyl (-COOH), (hetero)cyclic such as phenyl, and / or optionally interrupted by one or more heteroatoms or groups selected from -O-, -CO-, -NRa-, or their combinations 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. carbon, even more preferably a (C6-C2o)alkyl group, most preferably a (C6-Ci 2)alkyl group.

[0039] According to a preferred embodiment, compound(s) A are chosen from the following compounds 1 to 39, their salts, their isomers, their solvates such as hydrates and their mixtures: Deic acid Compound 1 OH Paracetamol Compose 2 Ot Acid mynsttqu! Compose 3 OH Adde iaudque Compound 4 OH Isosteodench acid Compound 5 with RCO- represent acyl groups derived from coconut oil Cocoyl Sarcosine Compound S ..-0 H La^roy! Lysine Compound 7 Ad dé béhéniqœ Compound 8 OH x "X. x'^'x ,x"xx .,¾ O'K ,0H >•< ■ 'X' X-' X''' o 6 Adde ^H>£tatKsyC5-sa^^ Compound 9 ••'• * X ■ x.*- ■-'- OH Adde hydroxysteanque Compound 10 HÔV 9 "T" XX Xv XX ,.¾ ,>x XX. .-0 ■'■■ ■ -x- -x n- XX H ! . ÔH Acid 2-^dQdecasai^dop^tane^ Compound 11 SH H i XX XX XX XX XX .X--.. XX .-■■■X xx OH Adde 104rydrs^-2-dece^ Composed 19 1O-hydroxysteadic acid Compound 20 6-Annocaproic acid Compound 21 Laufe-h-11 carboxyl acid Compound 22 Adde acélemsdocaprclqü® Compound 23 0H Aloe vera acid Compound 24 Arachidonic acid Compound 25 Peanut acid 0 "X'OH inic Compound 26 0^ S'btitylod andic acid Compound 27 Cerot^ yx. que acid Compound 28 ___ / / C-\ OH 4-ethyl-2-acid; / 4-dseoic^e Compound 29 ■H Adde 4-ethyloctanoic acid Compound 30 Stearic addition Compound 31 OH Hndekpe Acid Compound 32 Dynamic acid Compound 33 G^anic acid Compound 34 Heptandec acid Compound 35 Inolenac acid Compound 36 Petargorgeous acid^je- Compound 37 Arid phehylaceous Compound 38 OH Ncinofeic acid Compound 39

[0040] According to a more preferred embodiment, the compound(s) A are 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.

[0041] According to an even more preferred embodiment, the compound(s) A are chosen from 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 embodiment, 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 cation preferably monovalent, more preferably a monovalent cation from a salt chosen from alkali metal salts such as sodium or potassium, ammonium salts, tetra(hydroxy)(Ci-Cio)alkylammonium salts, di(hydroxy)(Ci-CiO)alkylammonium salts, tri(hydroxy)(Ci-Cio)alkylammonium salts, and mixtures thereof, even more preferably a monovalent cation from a salt chosen from alkali metal salts such as sodium or potassium, tetra(hydroxy)(Ci-Cio)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 from a salt chosen from alkali metal salts such as sodium or potassium, ammonium salts, tetra(Ci-CiO)alkylammonium salts, di(CrCiO)alkylammonium salts, tri(Ci-CiO)alkylammonium salts, and their mixtures, preferably chosen from alkali metal salts such as sodium or potassium, tetra(Ci-CiO)alkylammonium salts, and their mixtures.

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

[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 the 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 selected from oxygenated terpene compounds, preferably selected 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 mixtures thereof.

[0051] According to a preferred embodiment, the compound(s) B are selected 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 mixtures thereof, preferably from menthol, thymol, their isomers, their solvates such as hydrates and mixtures thereof, more preferably from menthol, its isomers, its solvates such as hydrates and mixtures thereof.

[0052] Preferably, 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 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 to total amount of menthol in composition (C) being preferably 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 to total amount of menthol in composition (C) being preferably 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 to total amount of menthol in composition (C) being preferably less than or equal to 1, more preferably equal to 1 / 2 or 1 / 4 or 1, still 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 to total amount of menthol in composition (C) being preferably 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 to total amount of menthol in composition (C) being preferably less than or equal to 1, more preferably equal to 1 / 2 or 1 / 4 or 1, still more preferably equal to 1.

[0055] According to an even more preferred embodiment, compound A is caprylic acid and compound B is menthol, the molar ratio of total amount of caprylic acid to 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.

[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 at least 3% by weight, and even better 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 selected from oligoesters, polyesters and mixtures thereof.

[0059] The compound(s) E are preferably derived from: - the reaction of one or more polyols and one or more compounds selected 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 - 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 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-based and especially of plant origin.

[0062] According to a particular embodiment, the polyol(s) are organic compounds comprising a linear or branched, acyclic or (poly)cyclic, saturated or unsaturated, aromatic or non-aromatic hydrocarbon chain 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 groups hydroxyls, the said hydrocarbon chain being possibly interrupted by one or more heteroatoms, in particular oxygen, in particular which may have ether functions. As examples of such polyols, we can cite, without this list being exhaustive, i) the sugars, 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 even 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 dipentaerythritol 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, in which ALK represents a linear or branched alkylene group in the C1-C18, particularly C1-C6 position, 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 aforementioned formula (II) with a weight-average molecular mass between 200 and 4,000 g.mol-1, in particular between 300 and 3,000 g.mol-1. As an 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. A notable example is polypropane diol (also known as polypropylene glycol) with a weight-average molecular mass between 300 and 3000 g.mol-1, or polyethylene glycol with a weight average molecular mass between 300 and 3,000 g.mol-1.

[0064] According to another particular embodiment, the polyol(s) can 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 selected from: - diols and triols, such as propanediols, butanediols such as 1,4-butanediol, hexanediols, dilinoleic dimeric alcohols, glycerol, diethylene glycol, neopentyl glycol, tricyclodecane dimethanol, trihydroxystearine, or 2-di(hydroxymethyl)butan-l-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 selected from: - diols and triols, such as propanediols, butanediols such as 1,4-butanediol, hexanediols, dilinoleic dimeric alcohols, glycerol, diethylene glycol, neopentyl glycol, tricyclodecane dimethanol, trihydroxystearine, or 2-di(hydroxymethyl)butan-l-ol; - tetraols, such as pentaerythritol (tetramethylolmethane), erythritol, or diglycerol; - polyglycerol-3, polyglycerol-6 or polyglycerol-10; and - their mixtures.

[0067] According to an even more preferred embodiment, the compound(s) E are obtained from one or more organic polyols selected from: - diols and triols chosen from propanediols, butanediols such as 1,4-butanediol, hexanediols, dilinoleic dimeric 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 or compounds E are obtained from one or more polycarboxylic acids, also referred to in the rest of the text as "polyacids", i.e. comprising at least two carboxyl groups.

[0069] The polyacid(s) may be acyclic or (poly)cyclic, saturated or unsaturated, aromatic or non-aromatic, linear or branched, and comprise at least two -C(O)OH carboxyl groups, in particular two to four -C(O)OH groups and more particularly two -C(O)OH groups.

[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) from 2 to 54, in particular from 2 to 50 and more particularly from 3 to 40, and even more particularly from 3 to 36.

[0071] When the polyacid(s) comprise two carboxyl groups, it is then called 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.mol1.

[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 mixtures thereof.

[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.mol1.

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

[0076] By "(poly)fatty acid" means 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 type, mono or polycyclic, for example cyclohexyl or decalinyl (cis or trans decalinyl) and comprising a total number of carbon atoms (including carbon atoms of the carboxyl group(s)) from 8 to 38, in particular from 8 to 36, in particular 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 the 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), especially of the cycloalkyl type, mono- or polycyclic, for example cyclohexyl or decalinyl (cis- or trans-decalinyl), the hydrocarbon chain comprising a total number of carbon atoms from 6 to 36, in particular from 6 to 34, in particular 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 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) can be chosen from fatty acid dimers comprising a total number of carbon atoms from 18 to 38, in particular from 34 to 38 and more particularly 36 carbon atoms.

[0082] In particular, the fatty acid dimers can be selected from 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 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, in particular cyclohexyl or decalinyl, in particular cyclohexyl.

[0083] In a particular embodiment, the polyacid(s) may be selected from fatty acid dimer-type diacids containing a cycloalkyl group, in particular a cyclohexyl group, connected to the -C(O)OH groups via alkylene chains in positions C2 to C10, in particular C4 to C8, especially C6, said cycloalkyl group having pendant alkyl groups in positions C4 to C12, in particular C7 to C9, especially C8. In particular, the fatty acid dimer may be formed from fatty acids in positions C16 to C20, in particular C18, 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 Pripol® brand, notably Pripol®1009, which is cosmetic grade.According to a particular embodiment, the polyacid(s) may comprise, or even be made up of, diacid(s) of the dimer type of fatty acids, for example Pripol® 1009. Monoacids F

[0084] According to a particular embodiment, the compound or compounds E are obtained from one or more monocarboxylic acids, also referred to in the rest of the text as "monoacids", i.e., comprising a single carboxyl group.

[0085] Preferably, the monoacid(s) are acyclic or (poly)cyclic, saturated or unsaturated, aromatic or non-aromatic, linear or branched, and comprise a total number of carbon atoms (including carbon atoms of the carboxyl group) from 6 to 32, in particular from 8 to 28 and more particularly 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 non-cyclic, and comprise a total number of carbon atoms (including carbon atoms of the carboxyl group) from 6 to 32, in particular from 8 to 30 carbon atoms and more particularly from 10 to 28 carbon atoms, preferably from 12 to 26 carbon atoms, more preferably from 16 to 24 carbon atoms, even more preferably 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 hydrocarbon chain, linear or branched, preferably linear, saturated or unsaturated, comprising a total number of carbon atoms (including carbon atoms of the carboxyl group) of more than 7, in particular more than 8, more particularly from 8 to 30, notably from 14 to 26, even more particularly from 16 to 22, preferably from 18 to 20.

[0090] By way of example, the monoacid(s) may be chosen from isostearic acid (C18 branched saturated), stearic acid (C18 linear saturated), linoleic acid (Cl8 linear polyunsaturated), arachidic acid (C20 linear saturated), behenic acid (C22 linear saturated), capric acid (C10 linear saturated), caprylic acid (C8 linear saturated), their salts of organic or mineral bases, their isomers, their solvates such as hydrates and mixtures thereof, preferably from isostearic acid (C18 branched saturated), capric acid (C10 linear saturated), caprylic acid (C8 linear saturated), their salts of organic or mineral bases, their isomers, their solvates such as hydrates and mixtures thereof.

[0091] According to another variant, the monoacid(s) are chosen from (poly)cyclic monocarboxylic acids, preferably polycyclic, comprising in particular a fused mono-, bicyclic, or tricyclic carbocycle, saturated and / or unsaturated, preferably unsaturated, in particular non-aromatic, and comprising from 5 to 20 carbon atoms, said carbocycle being optionally substituted by one or more (Ci-C4)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, we mean 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 or anhydrides 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 obtained from the polycondensation of one or more hydroxy acids.

[0096] By "hydroxyacid", we mean 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 non-aromatic, linear or branched, and comprise a number 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 hydroxyacid(s) may be chosen from hydroxystearic 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] Examples of E compounds resulting from the polycondensation of one or more hydroxy acids include compounds with the following INCI names: Polyhydroxybutyrate, 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 obtained 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 ring.

[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] By way of example, compound E is obtained by ring-opening polymerization of one or more lactones, polycaprolactone can be cited.

[0104] It is understood that the particular methods of obtaining the compound or compounds E described above can be combined. Specific embodiments

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

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

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

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

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

[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 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 groups.

[0115] Preferably, one or more unsaturated fatty acid dimers 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, therefore corresponding to a monomer) can 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 being potentially 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, notably to improve the stability of the dimer or trimer product. Hydrogenated fatty acid dimers (oleic or linoleic acid) are marketed under the brand names EMPOL1008, EMPOL1004, EMPOL1025, EMPOL1001, and EMPOL1062 by BASF and Pripol 1006 (dilinoleic acid) by Uniqema, International. Uniqema also markets a hydrogenated fatty acid dimer under the name Pripol 1013 (hydrogenated dilinoleic acid).

[0116] Preferably, 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 soybeans or rapeseed may be used.

[0117] According to another variant, the compound(s) E are obtained from 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.

[0118] Thus, according to this variant, the compound or compounds E can be formed from at least, or even formed solely, from glycerol, a fatty acid dimer as described above, in particular in C34 to C38 and more particularly in 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 selected from oxalic acid, succinic acid, adipic acid, and mixtures thereof, as well as their optical isomers, geometric isomers, their salts of organic or mineral bases, and their solvates such as hydrates, more preferably adipic acid; and at least one monoacid F as defined above, preferably comprising more than 7 carbon atoms, in particular 7 to 26 carbon atoms and more particularly 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 implemented according to the invention may have a weight-average molar mass, Mw, ranging from 400 to 100,000 g.mol', in particular 3 000 to 7000 g.mol'. The average molar mass by weight can be determined by size exclusion chromatography (SEC).

[0121] According to another variant, the compound(s) E are obtained from 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.

[0122] Thus, according to this last variant, the compound or compounds 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, we mean 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 preferentially 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 specifically chosen 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 dimeric alcohols, glycerol, diethylene glycol, neopentyl glycol, tricyclodecane dimethanol, trihydroxystearine, or 2-di(hydroxymethyl)butan-l-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 hydrocarbon chain, preferably linear, saturated or unsaturated, comprising a total number of carbon atoms (including carbon atoms of the carboxyl group) of more than 7, preferably more than 8, more preferably 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 mixtures thereof; 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 mixtures thereof; and / or ■ the hydroxyacid(s) are preferably chosen from hydroxystearic acid(s), hydroxybutyric acid(s), hydroxypentanoic acid(s), hydroxyhexanoic acid(s), 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, gluconolactone(s), glucarolactone(s), butyrolactone(s), valerolactone(s), octalactone(s), galactonolactone(s), and their mixtures, more preferably the lactone is e-caprolactone.

[0125] Selon un mode de réalisation préféré, le ou les composés E sont choisis parmi les polymères 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 / 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 selected from the 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 to total amount of menthol in composition (C) being preferably less than or equal to 1, more preferably equal to 1 / 2 or 1, and even more preferably equal to 1; and • The compound(s) E are chosen from the 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 of at least 0.1% by weight, more preferably from 0.01% to 20% by weight, even more preferably 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 at least 3% by weight, and even better 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 the total quantity of compounds A and B to the total quantity of compounds E in composition (C) is 5 to 1000, preferably 5 to 200. Pigments

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

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

[0135] The pigments that can be used are in particular chosen from among the organic and / or mineral pigments known in the art, in particular those described in Kirk-Othmer's Encyclopedia of Chemical Technology and in Ullmann's Encyclopedia of Industrial Chemistry.

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

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

[0138] Pigments can, for example, be chosen from mineral pigments, organic pigments, lacquers, 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 in the Ullmann Encyclopedia in the chapter on inorganic pigments. Examples of mineral pigments useful in the present invention include iron or chromium oxides, manganese violet, ultramarine blue, chromium hydrate, ferric blue, and titanium dioxide.

[0140] The pigment may be an organic pigment. By "organic pigment" is meant any pigment that meets the definition in the Ullmann encyclopedia in the chapter on organic pigment.

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

[0142] In particular, the white or colored organic pigments may be selected from carmine, carbon black, aniline black, azo yellow, quinacridone, phthalocyanine blue, the blue pigments coded in the Color Index under references Cl 42090, 69800, 69825, 74100, 74160, the yellow pigments coded in the Color Index under references Cl 11680, 11710, 19140, 20040, 21100, 21108, 47000, 47005, the green pigments coded in the Color Index under references Cl 61565, 61570, 74260, the orange pigments coded in the Color Index under reference CI 11725, 45370, 71105, the red pigments coded 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 indole, phenolic derivatives as described in patent FR 2 679 771.

[0143] As an example, we can also cite pigment pastes of organic pigment 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 according to the invention can also be in the form of composite pigments as described in patent EP 1 184 426. These composite pigments can be composed in particular of particles comprising an inorganic core, at least one binder ensuring the fixation of organic pigments on the core, and at least one organic pigment covering at least partially the core.

[0145] The organic pigment can also be a lacquer. By lacquer, we mean colorants adsorbed onto 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 sodium borosilicate or calcium aluminium borosilicate, and aluminium.

[0147] Among the colorants, carminic acid may be mentioned. Other colorants known by the following names may also be mentioned: D&C Red 21 (CI 45380), D&C Orange 5 (CI 45370), D&C Red 27 (CI 45410), D&C Orange 10 (CI 45425), D&C Red 3 (CI 45430), D&C Red 4 (CI 15510), D&C Red 33 (CI 17200), 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 Bine 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 can also be a special effects pigment. Special effects pigments are defined as pigments that generally create a non-uniform and changing colored appearance (characterized by a certain shade, vibrancy, and clarity) depending on the viewing conditions (light, temperature, viewing angles, etc.). They are thus distinct from colored pigments that provide a uniform opaque, semi-transparent, or conventionally 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 mother-of-pearl, interference pigments or glitter.

[0151] Examples of special effect pigments include pearlescent pigments such as titanium-coated mica or bismuth oxychloride, colored pearlescent pigments such as titanium-coated mica with iron oxides, iron oxide-coated mica, titanium-coated mica, particularly with ferric blue or chromium oxide, titanium-coated mica with an organic pigment as defined above, and bismuth oxychloride-based pearlescent pigments. Examples of pearlescent pigments include Cellini pearlescent pigments marketed by BASF (Mica-TiO2-lacquer), 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-Fe2O3).

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

[0153] As further examples of nacres, one can also mention 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, examples of mother-of-pearl include polyethylene terephthalate flakes, particularly those marketed by Meadowbrook Inventions under the name Silver IP 0.004X0.004 (silver flakes). Multilayer pigments based on synthetic substrates such as alumina, silica, calcium sodium borosilicate or calcium aluminum borosilicate, and aluminum can also be considered.

[0156] Special effect pigments may also be selected from reflective particles, that is to say, in particular, particles whose size, structure, including the thickness of the layer(s) that constitute them and their physical and chemical nature, and surface condition, 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 applied to the makeup support, highlights visible to the naked eye, that is to say, brighter points that contrast with their surroundings by appearing to shine.

[0157] The reflective particles can 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, in particular, have a yellow, pink, red, bronze, orange, brown, gold and / or copper color or reflection.

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

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

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

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

[0162] More particularly, it may be selected from glasses, ceramics, graphite, metal oxides, aluminas, silicas, silicates, in particular aluminosilicates and borosilicates, synthetic mica and mixtures thereof, this list not being exhaustive.

[0163] The reflective material may include 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] As further examples of reflective particles comprising a mineral substrate coated with a layer of metal, one can also mention particles comprising a borosilicate substrate coated with silver.

[0166] Silver-coated glass substrate particles in the form of wafers are sold under the name MICROGLASS METASHINE REFSX 2025 PS by the company TOYAL. Nickel / chromium / molybdenum alloy-coated glass substrate particles are sold under the names CRYSTAL STAR GF 550, GF 2525 by the same company.

[0167] Particles comprising a metallic substrate such as silver, aluminum, iron, chromium, nickel, molybdenum, gold, copper, zinc, tin, magnesium, steel, bronze, titanium may also be used, 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] An example can be cited as aluminium, bronze or copper powders coated with SiO2 marketed under the name VISIONAIRE by the company ECKART.

[0169] We can also mention non-fixed interference pigments such as liquid crystals (Wacker HC Helicones), holographic glitter Interference pigments (Geometry Pigments or Spectra f / x from Spectratek). Special effect pigments also include fluorescent pigments, whether they are substances that fluoresce in daylight or 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 metallic, interference effects.

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

[0172] The pigments can be dispersed within the composition by means of a dispersing agent.

[0173] The dispersing agent serves to protect the dispersed particles from agglomeration or flocculation. This dispersing agent may be a surfactant, an oligomer, a polymer, or a mixture of several of these, possessing one or more functionalities with a strong affinity for the surface of the particles to be dispersed. In particular, they may adhere physically or chemically to the surface of the pigments. These dispersants also have at least one functional group that is compatible with or soluble in the continuous medium.In particular, esters of 12-hydroxystearic acid are used, especially C8 to C20 fatty acids and polyols such as glycerol and 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 Avecia, polyglyceryl-2 dipolyhydroxystearate (name CTFA) sold under the reference Dehymyls PGPH by Henkel, or polyhydroxystearic acid such as that sold under the reference Arlacel P100 by Uniqema and their mixtures.

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

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

[0176] Thus, the pigments previously surface-treated and useful within the scope of the invention are pigments that have undergone, totally or partially, a surface treatment of a chemical, electronic, electrochemical, mechanochemical, or mechanical nature, with an organic agent such as those described in particular in Cosmetics and Toiletries, February 1990, Vol. 105, pp. 53-64, before being dispersed in the composition according to the invention. These organic agents may, for example, be selected 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 polymethyl methacrylates; polymers and copolymers 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 by 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 using surface treatment techniques well known to those skilled in the art or found as such in the commercial market.

[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] Surface treatment can thus be achieved, for example, by a chemical reaction of a surfactant with the surface of the pigments and the 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 linked to the pigments will be used.

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

[0184] Preferably, the surface treatments of the pigments are chosen from the following treatments: - a PEG-Silicone treatment such as 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; - a Dimyristate Aluminium treatment such as the MI surface treatment marketed 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 copolymer and perfluoalkyl phosphate 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 such as 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 such as 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 submicron-sized particulate form.

[0186] By "sub-micronic" or in English "sub-micronic" we mean 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 quantity (dispersing agent: pigment), according to a weight ratio, 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 skeleton, 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 les 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 embodiment of the invention, the pigment(s) are organic pigments, preferably organic pigments surface-treated with an organic agent selected from silicone compounds. In another embodiment of the invention, the pigment(s) are mineral pigments.

[0191] Preferably, the pigment(s) used in the process of the invention are chosen from among mother-of-pearl, 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.

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

[0193] Even more preferentially, the pigment or pigments are chosen from red iron oxides.

[0194] As an example of red iron oxide, one can cite the iron oxide sold by the company Sun Chemical under the name SunPuro® Red Iron Oxide.

[0195] Preferably, 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 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 include water, preferably in a total content 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 less than 0.01% by weight relative to the total weight of the composition (C), and even better the composition (C) is anhydrous.

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

[0200] The pH of the 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 commonly used in cosmetics.

[0201] Composition (C) may include one or more organic solvents selected 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] For the purposes of this invention, "liquid composition" refers, on a macroscopic scale, to a composition that does not have a fixed shape and cannot be grasped, unlike a solid. It is a fluid that conforms to the shape of the container in which it is placed at room temperature (25°C). When transferred to another container, a liquid still retains its volume. A liquid therefore possesses a fixed volume. At rest, the free surface of a liquid is generally flat and horizontal in equilibrium.

[0205] Composition (C) may be presented in all galenic forms classically used for application in hair coloring.

[0206] According to a preferred embodiment, the composition (C) comprises a total oxidation dye content 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 weight total composition (C), even more preferably, composition (C) is free from oxidation dyes.

[0207] The term "oxidation dye" means an oxidation dye precursor selected from oxidation bases and couplers. Oxidation bases and couplers are slightly or colorless compounds which, through 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 less than 0.001% by weight relative to the total weight of the composition (C), and even better the composition (C) is free of silicones.

[0209] According to a preferred embodiment, the composition (C) comprises a total cationic polymer 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 less than 0.001% by weight relative to the total weight of the composition (C), and even better the composition (C) is free of cationic polymers.

[0210] By "cationic polymer" is meant any non-siliconized polymer (not comprising silicon atoms) 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 cationic surfactant 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 less than 0.001% by weight relative to the total weight of the composition (C), and even better 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 less than 0.001% by weight relative to the total weight of the composition (C), and even better the composition (C) is free of poly(oxyethylenated) compounds.

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

[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, we mean the ratio between the total weight of the composition (C) applied and the total weight of keratin fibers to be treated.

[0216] The process may include at least one additional step successive to 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 possibly being carried out under an airtight film such as a papillote or plastic film; iii) a rinsing and / or washing step of the keratin fibers; iv) a step of drying the keratin fibers in ambient air or using a heating device.

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

[0218] The composition setting step (C) can 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 can range from 45°C to 230°C, preferably from 45°C to 100°C, more preferably from 50°C to 80°C. A hair dryer, a heated helmet, an iron, or a heated brush can be used as a heating device, for example.

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

[0221] Step iv) of drying can 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 heated helmet, possibly followed by a step of passing through the 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 help to better understand the invention but are not intended to be limiting. In the following examples, unless otherwise indicated, On the contrary, all quantities are indicated as mass percentage relative to the total weight of the composition.

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

[0226] [Tables 1] Ingredients: Polyhydroxystearic Acid (Dispersun DSP-OL300 marketed by Innospec Performance Chemicals) 5 Dilinoleic Acid / Butanedio-1 Copolymer (Viscoplast 14436 H marketed by Biosynthis) 5 Dimer Dilinoleyl Dilinoleate (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 C1 C2 C3 Red iron oxide 6 6 6 Composition Ca Qsp 100 - - Composition Cb - Qsp 100 - Composition Cc — - Qsp 100 Preparation process for Cl to C3 compositions

[0228] 1 mole of caprylic acid is weighed in a flask to which 1 mole of Menthol. The mixture is heated with stirring at 70°C for 1 hour. After the reaction mixture has returned 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 Ca, Cb, or Cc composition is obtained as a slightly viscous, colorless, transparent, oil-like liquid. The red iron oxide is then incorporated into the Ca, Cb, or Cc composition and mixed until completely dispersed. Example 1#: Evaluating the rise of color

[0229] Protocol: 800 mg of each of the compositions C1 to C3 were applied to strands of natural white Caucasian hair (90%). This application was carried out using a brush on a plate heated to 33°C. After a processing time of 10 minutes, the strands were rinsed 20 times with water before being blow-dried.

[0230] Colorimetric measurements: The color rise (AE*) was evaluated in the CIE L* a* b* system using a Konica-Minolta CM-2600d spectrophotometer (Illuminant D65). In this L* a* b* system, L* represents the color intensity, a* indicates the color hue on the green / red color axis, and b* the color hue on 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 hue, and the higher the b* value, the bluer the hue.

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

[0232] Dyeing results: The results of the different climbs obtained are shown in the tables below: [Tables3] 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 allow for a good increase in colouring.

Claims

1. Demands 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: 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, selected from: hydroxyl (-OH), amino (-NH2), carboxyl (-COOH), (hetero)cyclic such as phenyl and / or optionally interrupted by one or more heteroatoms or groups selected from -O-, -CO-, -NRa-, or their combinations 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, selected 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 possibly substituted by one or more identical or different groups chosen from (-OH), amino (-NH2) or carboxyl (-COOH); ■ Rb represents a (C2-Ci0)alkyl group; and b) one or more compounds B selected from oxygenated terpene compounds, preferably selected 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 mixtures thereof; and c) one or more compounds E selected from oligoesters, polyesters and mixtures thereof; and d) one or more pigments; wherein composition (C) comprises: - a total content of compounds A ranging from 2% to 98% by weight, preferably ranging from 2.5% to 80% by weight, relative to the total weight of composition (C); and - a total content of compounds B ranging from 2% to 98% by weight, preferably ranging from 2.5% to 80% by weight, relative to the total weight of composition (C).

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

3. A method according to any one of the preceding claims, wherein the molar ratio of total amount of compounds A to total amount of compounds B in composition (C) is less than or equal to 1, preferably from 1 to 0.

25.

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

5. A process according to any one of the preceding claims, wherein the compound(s) A are selected from the following compounds 1 to 39, their salts, their isomers, their solvates such as hydrates and mixtures thereof: Deic acid Compound 1 Palmitic bard Compound 2 Myristic bard Compound 3 GM Iaudic acid Compound 4 DH Isostearic acid Compound 5 0 RC—nch2cooh CHy with RCO- representing scyte groups derived from coconut oil Gocoyl Sarcasm Compound 6 Lauroyt Lysine Compound 7 Adde bé&énique Composé 8 ...ai n-octanoyi-5-saiicy acid Isque Compound S Hydroxyaric acid Compound 10 2-Dodecanamsdopentanec acid SoïqiJë Compound 11 Adde 2-teptadecanamidope:n:tanedioiqije OH Gfyceryl Stearate Citrate Compound 13 OH Capryloyt GEydne Compound 14 1-aminodecanoic acid Compound 15 Aôtfe caprine Composé 16 Capsular acid® Compound 17 Adde 18-hÿ droxydecanoic Composed of 18 QH Adde 1 S^ihdroxy-Z^cenoic Composed 19 10-Hydrohydrax steadyl Composed of 20 S-aminocaproic acid Compound 21 Laureih-11 cssboxyiic acid Compound 22 Acetaminophen almost Compound 23 Ackfe aleufitsqus Composed 24- Acid aradw&jue Compound 25 acetylsalicylic acid Compound 26 Adde 2-butyiocSanosque Compound 27 Act of erotica Compound 28 ÜH 4-ε5H'οβα-2,δ-diesioic acid 4-Ethikictanoeca 3Q compound OH Stearic acid Compound 31 OH Adde linoteique Compound 32 DNAmjic acid Compound 33 Geraniic acid Compound 34 Adde hepiaaoe Compound 35 Gndénâqije acid Compound 36 O Adde peiargonic Compound 37 OH Phenylacetate Compound 38 OH Acid ridnd^que 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 preferentially chosen from compounds 4, 16 or 17, their salts, their isomers, their solvates such as hydrates and their mixtures; even more preferentially chosen from compounds 16 or 17, their salts, their isomers, their solvates such as hydrates and their mixtures.

6. A method according to any one of the preceding claims, wherein the compound(s) B are selected 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 mixtures thereof, preferably from menthol, thymol, their isomers, their solvates such as hydrates and mixtures thereof, more preferably from menthol, its isomers, its solvates such as hydrates and mixtures thereof.

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

8. 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).

9. A process according to any one of the preceding claims, wherein the compound(s) E are obtained from: - the reaction of one or more polyols and one or more compounds selected 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.

10. A process according to any one of the preceding claims, wherein the compound(s) E are obtained from: - the reaction of one or more polyols and one or more monoacids F, in particular a vegetable oil selected especially 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 one 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, dilinoleic dimeric alcohols, glycerol, diethylene glycol, neopentyl glycol,; tricyclodecane dimethanol, trihydroxystearine, 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 hydrocarbon chain, preferably linear, saturated or unsaturated, comprising a total number of carbon atoms (including carbon atoms of the carboxyl group) of more than 7, preferably more than 8, more preferably 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 mixtures thereof; 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 mixtures thereof; and / or ■ The hydroxy acid(s) are preferably chosen from hydroxystearic acid, hydroxybutyric acid, hydroxypentanoic acid, hydroxyhexanoic acid, lactic acid, their salts of organic or mineral bases, their isomers, their solvates such as hydrates and mixtures thereof; 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 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 / 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; et -leurs mélanges ; le ou les composés E étant plus préférentiellement choisis parmi les polymères ayant les noms INCI suivants : - Dimer Dilinoleyl Dimer Dilinoleate;- Dilinoleic Acid / Butanediol Copolymer; - Polyhydroxystearic Acid; and - mixtures thereof.

11. A method according to any one of the preceding claims, wherein the composition (C) comprises a total content of compounds E of at least 0.01% by weight, preferably of at least 0.1% by weight, more preferably from 0.01% to 20% by weight, even more preferably from 0.1% to 15% by weight, relative to the total weight of the composition (C).

12. A method according to any one of the preceding claims, wherein the mass ratio of total quantity of compounds A and B to total quantity of compounds E in composition (C) is 5 to 1000, preferably 5 to 200.

13. A method according to any one of the preceding claims, wherein the pigment(s) are selected from mother-of-pearl, carbon blacks such as Black 2, iron oxides especially red, brown or black and iron oxide coated micas, triarylmethane pigments especially blue and violet such as BLUE 1 LAKE, azo pigments especially 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 especially red, brown or black, more preferably from red iron oxides.

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

15. 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 the composition (C) is free of silicones.

16. A method according to any one of the preceding claims, wherein the composition (C) comprises a total cationic polymer 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 the composition (C) is free of cationic polymers.

17. A method according to any one of the preceding claims, wherein the composition (C) comprises a total cationic surfactant 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 the composition (C) is free of cationic surfactants.

18. 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 the composition (C) is free of poly(oxyethylenated) compounds.

19. 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 less than 0.01% by weight, relative to the total weight of the composition (C) and even better the composition (C) is anhydrous.

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

21. IA method according to any one of the preceding claims wherein composition (C) is applied to dry or wet keratin fibers, preferably to dry keratin fibers.

22. A method according to the preceding claim comprising at least one additional step successive to step i) selected from the following steps ii) to iv): ii) a step of applying the composition (C) to the keratin fibers, preferably of a duration of at least 10 seconds, said application step being optionally carried out under an airtight film such as a foil packet 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 with the aid of a heating device.

23. Composition (C) as defined in any one of claims 1 to 20. 62

24. Use of a composition (C) as defined in any one of claims 1 to 20 for the staining of keratin fibers.