A composition comprising at least one specific imidazole compound, at least one zinc salt, and at least one coloring agent

Abstract

The present invention relates to a cosmetic composition comprising at least one specific imidazole compound, at least one zinc salt, and at least one coloring agent selected from direct dyes, pigments, and mixtures thereof. The present invention also relates to a method for coloring keratin fibers, particularly human keratin fibers such as hair, in which the cosmetic composition as described above is applied to said fibers. The present invention further relates to the use of the cosmetic composition according to the invention for coloring keratin fibers, particularly human keratin fibers such as hair.

Description

Title of the invention: Composition comprising at least one specific imidazole-type compound, at least one zinc salt, and at least one coloring agent

[0001] The present invention relates to a cosmetic composition comprising at least one particular imidazole-type compound, at least one zinc salt, and at least one coloring agent selected from direct colorants, pigments and mixtures thereof.

[0002] The present invention also relates to a method for coloring keratin fibers, in particular human keratin fibers such as hair, in which the cosmetic composition as described above is applied to said fibers.

[0003] The present invention also relates to the use of the cosmetic composition according to the invention for coloring keratin fibers, in particular human keratin fibers such as hair.

[0004] 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.

[0005] In the processes of coloring keratin fibers, it is known in particular to color keratin fibers by different techniques from direct dyes for non-permanent colorings or from precursors of oxidation dyes for permanent colorings.

[0006] Non-permanent or direct coloring consists of dyeing keratin fibers with dye compositions containing direct dyes. These dyes are colored molecules that have an affinity for keratin fibers. They are applied to the keratin fibers for a time necessary to obtain the desired color, and then rinsed off.

[0007] Some of these colorants can be used under lightening conditions which makes it possible to obtain visible colours on dark hair.

[0008] However, the implementation 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, 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.

[0009] Compositions also tend to evolve over time, which affects their performance in terms of coloring.

[0010] Thus, there is a real need to make available a coloring composition for keratin fibers, particularly human keratin fibers such as hair, that does not present the aforementioned drawbacks; that is, one capable of delivering good performance, especially in terms of color development, intensity, and chromaticity, while exhibiting low selectivity and good tenacity for a wide range of shades, and capable of delivering good dyeing performance even after a storage period, while maintaining good performance qualities. These compositions must also address consumers' environmental concerns.

[0011] The present invention therefore relates to a cosmetic composition comprising: a) one or more imidazole-type compounds of general formula (I): (I) R1 R5 in which R1 and R2 independently represent: - a hydrogen atom; - a (Ci-C6)alkyl group possibly substituted by one or more identical or different groups chosen from: -C(O)OR and -NR'R”, with R representing a hydrogen atom or a (Ci-C4)alkyl group and R' and R” independently representing a hydrogen atom or a (Ci-C4)alkyl group; R1 and R2 can form with the carbon atom to which they are attached a (hetero)cycle of 4 to 8 links, preferably of 4 to 6 links; and R3 represents: - a hydrogen atom; - a (Ci-C6)alkyl group, b) one or more zinc salts, and c) one or more coloring agents chosen from direct dyes and / or pigments.

[0012] The composition according to the invention makes it possible in particular to obtain colours exhibiting good performance in terms of colour tenacity, in particular to shampoos.

[0013] The combination of zinc salts and imidazole-type compounds according to the invention allows the immobilization of coloring agents, such as direct dyes and pigments, and thus improves its hold on the surface of keratin fibers.

[0014] The composition according to the invention also makes it possible to achieve the above objectives, in particular in terms of colour rise, colour strength, chromaticity, selectivity, as well as good qualities of use, in particular easy application all along the fibre.

[0015] The present invention also relates to a method for coloring keratin fibers, in particular human keratin fibers such as hair, comprising the application to said fibers of a cosmetic composition as defined above.

[0016] The present invention further relates to the use of the cosmetic composition according to the invention for coloring keratin fibers, in particular human keratin fibers such as hair.

[0017] The present invention also relates to the use of a coordination polymer that can be obtained from one or more zinc salts, as defined above, and from one or more imidazole-type compounds of formula (I) as defined below for immobilizing one or more coloring agents on keratin fibers, in particular hair.

[0018] Other objects, features, aspects and advantages of the invention will become even clearer upon reading the description and example that follows.

[0019] In what follows, and unless otherwise indicated, the bounds of a range of values ​​are included in that range, in particular in the expressions "between" and "ranging from ... to ...".

[0020] Furthermore, the expression "at least one" used in this description is equivalent to the expression "one or more".

[0021] a) Imidazole-type compounds The composition according to the present invention comprises one or more imidazole-type compounds of general formula (I): R1 FF in which R1 and R2 independently represent: - a hydrogen atom; - a (Ci-C6)alkyl group possibly substituted by one or more identical or different groups chosen from: -C(O)OR and -NR'R”, with R representing a hydrogen atom or a (Ci-C4)alkyl group and R' and R” independently representing a hydrogen atom or a (Ci-C4)alkyl group; R1 and R2 can form a 4-membered (hetero)cycle with the carbon atom to which they are attached. with 8 links, preferably with 4 to 6 links; and R3 represents: - a hydrogen atom; - a (Ci-C6)alkyl group.

[0022] For the purposes of the present invention, the following definitions apply: ■ by "(hetero)cycle", a cycle or heterocycle, ■ by "cycle", a carbocycle, mono- or polycyclic, condensed or non-condensed, saturated or unsaturated, in particular aromatic, comprising from 6 to 22 carbon atoms, said cycle being able to be substituted by one or more identical or different groups, in particular selected from: (Ci-C6)alkyl, (Ci-C6)alkoxy, (Ci-C6)hydroxyalkyl, hydroxyl (-OH) or carboxyl (-COOH), ■ by "heterocycle", a mono- or polycyclic group, condensed or not, saturated or unsaturated, in particular aromatic, comprising from 5 to 22 links and containing from 1 to 3 heteroatoms selected from the nitrogen, oxygen or sulfur atom, said heterocycle being able to be substituted by one or more groups, identical or different, in particular selected from: (Ci-C6)alkyl, (Ci-C6)alkoxy, (Ci-C6)hydroxyalkyl, hydroxyl (-OH) or carboxyl (-COOH).

[0023] Preferably, R1 and R2 form with the carbon atom on which they are mounted a (hetero)cycle of 4 to 8 links, preferably of 4 to 6 links, more preferably R1 and R2 form with the carbon atom on which they are mounted a cycle of 4 to 6 links.

[0024] Preferably, R3 represents a hydrogen atom.

[0025] Preferably, R1 and R2 form with the carbon atoms to which they are attached a (Hetero)cycle of 4 to 8 links, in particular of 4 to 6 links, and R3 represents a hydrogen atom.

[0026] More preferably, the compound of formula (I) is that in which R1 and R2 form with the carbon atoms to which they are attached an aromatic ring of 6 groups and R3 represents a hydrogen atom. This formula corresponds to benzimidazole.

[0027] Preferably, the total content of the imidazole-type compound(s) of formula (I) ranges from 2 to 20%, more preferably from 10 to 20% by weight, more preferably from 12 to 18% by weight, relative to the total weight of the composition.

[0028] In a particular embodiment, the total benzimidazole content is preferably from 2 to 20%, more preferably from 10 to 20% by weight, more preferably from 12 to 18% by weight, relative to the total weight of the composition.

[0029] b) Zinc salts The composition according to the invention further comprises one or more zinc salts.

[0030] The zinc salt(s) may be organic or inorganic zinc salts.

[0031] For the purposes of the present invention, zinc salts are understood to mean hydrated or No.

[0032] The zinc salt(s) usable in the present invention may be chosen from Zn(NO3)2 (zinc nitrate), ZnCl2 (zinc chloride), ZnBr2 (zinc bromide), Znl2 (zinc iodide), Zn(C1O4)2 (zinc perchlorate), ZnSO4 (zinc sulfate), Zn3(PO4)2 (zinc phosphate), Zn(CH3COO) (zinc acetate), Zn3(C6H5O7)2 (zinc citrate), Zn(CH2C(CH3)CO2)2 (zinc methacrylate), Zn(CH2CHCO2)2 (zinc acrylate), Zn(OCH2CH2CH3)2 (zinc propoxide), Zn(CiOHi4O7) (zinc acetylacetonate), Zn(C7Hi2NO3S)2 (zinc acetylmethionate), Zn(C4H6NO4)2 (zinc aspartate), ZnCO3 (zinc carbonate), Zn5(CH3O6)2 (zinc carbonate hydroxide), zinc coceth sulfate (Zinc coceth sulfate), Ci2H220i4Zn (zinc gluconate), C4H8N2O4Zn (zinc glycinate), C6oHQ008Zn (zinc glycyrrhetinate), Zinc hydrolyzed collagen, Zn(C3H5O3)2 (zinc lactate), C^H^O^n (zinc laurate), C28H54O4Zn (zinc myristate), ZnO (zinc oxide), C32H62O4Zn (zinc palmitate),Zinc PC A (zinc salt of pyrrolidone carboxylic acid), Zn(C6H5O4S)2 (zinc phenolsulfonate), Zn(C5H4NOS)2 (zinc pyrithione), C36H66O6Zn (zinc ricinoleate), Ci4HiO6Zn (zinc salicylate), C36H7O4Zn (zinc stearate), ZnS (zinc sulfide), C22H38O4Zn (zinc undecylenate), ZINC DNA (zinc salt of deoxyribonucleic acid), and mixtures thereof.

[0033] Preferably, the zinc salt(s) are inorganic zinc salts. In other words, the zinc salt(s) are preferably chosen from mineral acid zinc salts.

[0034] More preferably, the zinc salt(s) are chosen from zinc chloride, zinc nitrate, and mixtures thereof.

[0035] Preferably, the total content of the zinc salt(s) b) ranges from 0.5 to 10% by weight, more preferably from 1 to 8% by weight, more preferably from 3 to 5% by weight, relative to the total weight of the composition.

[0036] In a preferred embodiment of the invention, the content of the zinc salt(s) b) selected from the zinc mineral acid salts ranges from 0.5 to 10% by weight, more preferably from 1 to 8% by weight, more preferably from 3 to 5% by weight, relative to the total weight of the composition.

[0037] In a particular embodiment of the invention, the total zinc chloride content ranges from 0.5 to 10% by weight, more preferably from 1 to 8% by weight, more preferably from 3 to 5% by weight, relative to the total weight of the composition.

[0038] In another particular embodiment of the invention, the total zinc nitrate content ranges from 0.5 to 10% by weight, more preferably from 1 to 8% by weight, more preferably from 3 to 5% by weight, relative to the total weight of the composition.

[0039] Preferably, the molar ratio between the total content of zinc salts and the total content of imidazole-type compounds of general formula (I) ranges from 1 / 1 to 1 / 4.

[0040] In a particular embodiment of the invention, the molar ratio between the content total zinc salts and total benzimidazole content ranges from 1 / 1 to 1 / 4.

[0041] In a particular embodiment of the invention, the molar ratio between the total content of zinc mineral acid salts and the total content of benzimidazole ranges from 1 / 1 to 1 / 4.

[0042] In another particular embodiment of the invention, the molar ratio between the total content of zinc salts selected from zinc chloride, zinc nitrate, and mixtures thereof and the total content of imidazole-type compounds of general formula (I) ranges from 1 / 1 to 1 / 4.

[0043] In a preferred embodiment of the invention, the molar ratio between the total content of zinc salts selected from zinc chloride, zinc nitrate, and mixtures thereof and the total content of benzimidazole ranges from 1 / 1 to 1 / 4.

[0044] c) Coloring agents The composition according to the present invention further comprises one or more coloring agents c) selected from direct colorants and / or pigments.

[0045] By "coloring agent" is meant an oxidation dye, a direct dye or a pigment.

[0046] By "direct dye" is meant a natural and / or synthetic dye, including in the form of extract(s), distinct from oxidation dyes. These are colored compounds that diffuse superficially onto the fiber. They can be ionic or non-ionic, i.e., anionic, cationic, neutral, or non-ionic.

[0047] Preferably, the total content of the colouring agent(s) c) ranges from 0.001% to 15% by weight, more preferably from 0.005% to 10% by weight, relative to the total weight of the composition.

[0048] Direct colorants The coloring agent(s) c) used in the composition according to the invention can be chosen from among the direct colorants.

[0049] The usable synthetic direct dyes are, for example, chosen from those classically used in direct dyeing, and among which we can mention all the aromatic and / or non-aromatic dyes in common use such as benzene, azo, hydrazono, (hetero)aryl, tri(hetero)arylmethane, (poly)methinic, carbonyl, azinic, porphyrinic, metallo-porphyrinic, quinonic and in particular anthraquinone, indoamine, phthalo-cyanic and their mixtures.

[0050] Among the benzene nitrate direct dyes, the following may be mentioned: l,4-diamino-2-nitrobenzene, l-amino-2 nitro-4-b-hydroxyethylaminobenzene; l-amino-2 nitro-4-bis([3-hydroxyethyl)-aminobenzene; 1,4-bis(b-hydroxyethylamino)-2-nitrobenzene; lb-hydroxyethylamino-2-nitro-4-bis-([3-hydroxyethylamino)-benzene; 1 -b-hydroxyethylamino-2-nitro-4-aminobenzene; l-[3-hydroxyethylamino-2-nitro-4-(ethyl)(b-hydroxyethyl)-aminobenzene; l-amino-3-methyl-4-[3-hydroxyethylamino-6-nitrobenzene; l-amino-2-nitro-4-[3-hydroxyethylamino-5-chlorobenzene; l,2-diamino-4-nitrobenzene; l-amino-2-[3-hydroxyethylamino-5-nitrobenzene; 1,2-bis-([3-hydroxyethylamino)-4-nitrobenzene; l-amino-2-tris-(hydroxymethyl)-methylamino-5-nitrobenzene; l-Hydroxy-2-amino-5-nitrobenzene; l-Hydroxy-2-amino-4-nitrobenzene; l-Hydroxy-3-nitro-4-aminobenzene; l-Hydroxy-2-amino-4,6-dinitrobenzene; l-[3-hydroxyethyloxy-2-[3-hydroxyethylammo-5-nitrobenzene; l-Methoxy-2-P-hydroxyethylamino-5-nitrobenzene; l-[3-hydroxyethyloxy-3-methylamino-4-nitrobenzene; l-[3,Y-dihydroxypropyloxy-3-methylamino-4-nitrobenzene; l-[3-hydroxyethylamino-4-[3,Y-dihydroxypropyloxy-2-nitrobenzene; l-[3,Y-dihydroxypropylamino-4-trifluoromethyl-2-nitrobenzene; l-[3-hydroxyethylamino-4-trifluoromethyl-2-nitrobenzene; l-fVhydroxyethylamino-3-methyl-2-mtrobcnzènc ; lP-ammoethylamino-5-methoxy-2-nitrobenzene ; l-Hydroxy-2-chloro-6-ethylamino-4-nitrobenzene ; l-Hydroxy-2-chloro-6-amino-4-nitrobenzene ; l-Hydroxy-6-bis-(P-hydroxyethyl)-amino-3-nitrobenzene ; l-[>-hydroxycthylamino-2-nitrobcnzcnc ; l-Hydroxy-4-[3-hydroxyethylamino-3-nitrobenzene.

[0051] Parmi les colorants directs azoïques, on peut citer : Basic Red 51, Basic Orange 31, Disperse Red 17, Acid Yellow 9, Acid Black 1, Basic Red 22, Basic Red 76, Basic Yellow 57, Acid Yellow 36, Acid Orange 7, Acid Red 33, Acid Red 35, Acid Yellow 23, Acid Orange 24, Disperse Black 9, Basic Brown 16, Basic Brown 17.

[0052] Parmi les colorants directs hydrazono, on peut citer : Basic Yellow 87.

[0053] Parmi les colorants directs nitrés aryliques, on peut citer : HC Blue 2, HC Yellow 2, HC Red 3, 4-hydroxypropylamino-3-nitrophenol, N,N’-bis-(2-hydroxyethyl)-2-nitro-phenylenediamine. Among the triarylmethane direct dyes, we can cite: Basic Violet 1, Basic Violet 2 (New Fuchsin), Basic Violet 3, Basic Violet 4, Basic Violet 14, Basic Blue 1, Basic Blue 7, Basic Blue 26, Basic green 1, Basic Blue 77 (also called HC Blue 15), Acid Blue 1; Acid Blue 3; Acid Blue 7, Acid Blue 9; Acid Violet 49; Acid green 3; Acid green 5; Acid Green 50; Carminic Acid.

[0055] Among the quinone direct dyes, the following may be mentioned: Disperse Red 15, Solvent Violet 13, Acid Violet 43, Disperse Violet 1, Disperse Violet 4, Disperse Blue 1, Disperse Violet 8, Disperse Blue 3, Disperse Red 11, Acid Blue 62, Disperse Blue 7, Basic Blue 22, Disperse Violet 15, Basic Blue 99, as well as the following compounds: 1-N-methylmorpholiniumpropylamino-4-hydroxyanthraquinone, 1-aminopropylamino-4-methylaminoanthraquinone, 1-aminopropylamino-anthraquinone, 5-[3-hydroxyethyl-1,4-diaminoanthraquinone, 2-aminoethylamino-anthraquinone, 1,4-bis-([3,Y-dihydroxypropylamino)-anthraquinone, Acid Blue 25, Acid Blue 43, Acid Blue 78, Acid Blue 129, Acid Blue 138, Acid Blue 140, Acid Blue 251, Acid Green 25, Acid Green 41, Acid Violet 42, Mordant Red 3, Acid Black 48, HC Blue 16.

[0056] Among the direct azinic dyes, we can mention: Basic Blue 17, Basic Red 2.

[0057] Among the direct indamine dyes, the following may be mentioned: 2-[3-hydroxyethylamino-5-[bis-([3-4'-hydroxyethyl)amino]anilino-l,4-benzoquinone, 2-[3-hydroxyethylamino-5-(2' -methoxy-4' -amino)anilino-1,4-benzoquinone, 3-N(2'-chloro-4'-hydroxy)phenyl-acetylamino-6-methoxy-l,4-benzoquinone imine, 3-N(3'-chloro-4'-methylamino)phenyl-ureido-6-methyl-l,4-benzoquinone imine, 3-[4'-N-(ethyl,carbamylmethyl)-amino]-phenyl-ureido-6-methyl-l,4-benzoquinone imine.

[0058] Natural direct dyes are for example chosen from lawsone, juglone, indigo, leuco indigo, indirubine, isatin, hennotannic acid, alizarin, carthamine, morine, purpurine, carminic acid, kermesic acid, laccaic acid, purpurogallin, protocatechaldehyde, curcumin, spinulosin, apigenidine, orceins, carotenoids, betanin, chlorophylls, chlorophyllins or monascus.

[0059] Among the useful orthodiphenols according to the invention, the following may be mentioned: catechin, quercetin, brazilin, hematein, hematoxylin, chlorogenic acid, caffeic acid, gallic acid, L-DOPA, cyanidin, (-)-Epicatechin, (-)-Epigallocatechin, (-)-Epigallocatechin 3-gallate (EGCG), isoquercetin, pomiferin, esculetin, 6,7-Dihydroxy-3-(3-hydroxy-2,4-dimethoxyphenyl)coumarin, Santalin A and B, mangiferin, butein, maritimetin, sulfuretin, robtein, betanin, pericampylinone A, theaflavin, proanthocyanidin A2, proanthocyanidin B2, proanthocyanidin Cl, procyanidins DP 4-8, purpurogallin, 5,6-Dihydroxy-2-methyl-1,4-naphthoquinone, Alizarin, Wedelolactone and natural extracts containing them.

[0060] Preferably, triarylmethane direct dyes are used, and more preferably, Basic Violet 2 (New Fuchsin).

[0061] Preferably, the colouring agent(s) chosen from among the direct colourings represent from 0.001% to 15% by weight, more preferably from 0.005% to 10% by weight, relative to the total weight of the composition.

[0062] Pigments The coloring agent(s) c) implemented in the composition according to the invention can also be chosen from pigments.

[0063] By "pigment" is meant all pigments that impart color to keratin fibers. The solubility of the pigments in water at 25 °C and atmospheric pressure (760 mmHg) is less than 0.05% by weight, and preferably less than 0.01%.

[0064] These are solid particles, white or colored, naturally insoluble in the hydrophilic and lipophilic liquid phases commonly used in cosmetics or rendered insoluble by formulation in the form of a lacquer, where appropriate. More specifically, the pigments are slightly or not at all soluble in hydroalcoholic media.

[0065] The pigments that may be used are chosen in particular from among the organic and / or mineral pigments known to the art, especially those described in Kirk-Othmer's Encyclopedia of Chemical Technology and Ullmann's Encyclopedia of Industrial Chemistry. Examples of pigments include organic and inorganic pigments such as those defined and described in Ullmann's Encyclopedia of Industrial Chemistry, "Pigment Organics," 2005, Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim, 10.1002 / 14356007.a20 371 and ibid., "Pigments, Inorganic, 1. General," 2009, Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim, 10.1002 / 14356007.a20_243.pub 3

[0066] These pigments may be in the form of a powder or pigment paste. They may be coated or uncoated.

[0067] 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.

[0068] 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.

[0069] 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 pigments. The organic pigment may in particular be chosen from among the compounds nitroso, nitro, azo, xanthene, quinoline, anthraquinone, phthalocyanine, metal complex, isoindolinone, isoindoline, quinacridone, perinone, perylene, diketopyrrolopyrrole, thioindigo, dioxazine, triphenylmethane, quinophthalone.

[0070] In particular, the white or colored organic pigments may be selected from carmine, carbon black, aniline black, azo yellow, quinacridone, phthalocyanine blue, sorghum red, the blue pigments coded in the Color Index under references Cl 42090, 69800, 69825, 73000, 74100, 74160, and yellow pigments coded in the Color Index under references Cl 11680, 11710, 15985, 19140, 20040, 21100, 21108, 47000, 47005, green pigments coded in the Color Index under references Cl 61565, 61570, 74260, orange pigments coded in the Color Index under references CI 11725, 15510, 45370, 71105, red pigments coded in the Color Index under references CI 12085, 12120, 12370, 12420, 12490, 14700, 15525, 15580, 15620, 15630, 15800, 15850, 15865, 15880, 17200, 26100, 45380, 45410, 58000, 73360, 73915, 75470, pigments obtained by oxidative polymerization of indolic, phenolic derivatives as described in patent FR 2 679 771.

[0071] According to a particular embodiment of the invention, pigment pastes of organic pigments such as the products sold by the company HOECHST under the name are used as pigment(s): - 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).

[0072] The pigments according to the invention may also be in the form of composite pigments as described in patent EP 1 184 426. These composite pigments may be composed, in particular, of particles comprising: - an inorganic nucleus, - at least one binder ensuring the fixation of organic pigments to the core, and - at least one organic pigment covering at least partially the nucleus.

[0073] The term "lacquer" refers to dyes adsorbed onto insoluble particles, the resulting mass remaining insoluble during use. Examples of inorganic substrates onto which the dyes are adsorbed include alumina, silica, calcium sodium borosilicate or calcium aluminum borosilicate, and aluminum. Among organic dyes, cochineal carmine is a notable example.

[0074] Examples of lacquers include products known by the following names: 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 7 (CI 15850:1), D&C Red 4 (CI 15510), D&C Red 33 (CI 17200), D&C Yellow 5 (CI 19140), D&C Yellow 6 (CI 15985), D&C Green (CI 61570), D&C Yellow 10 (CI 77002), D&C Green 3 (CI 42053), D&C Blue 1 (CI 42 090).

[0075] The pigment(s) may also be special effect pigments.

[0076] By "special effect pigments" is meant pigments that generally create a colored appearance (characterized by a certain shade, vibrancy, and clarity) that is non-uniform and changes depending on the viewing conditions (light, temperature, viewing angles, etc.). They are thus contrasted with colored pigments that provide a uniform opaque, semi-transparent, or conventionally transparent tint.

[0077] There are several types of special effect pigments, those with a low refractive index such as fluorescent, photochromic or thermochromic pigments, and those with a higher refractive index such as mother-of-pearl or glitter.

[0078] Examples of special effect pigments include pearlescent pigments such as titanium mica coated with iron oxide, mica coated with iron oxide, mica coated with bismuth oxychloride, titanium mica coated with chromium oxide, titanium mica coated with an organic colorant, particularly of the type mentioned above, as well as pearlescent pigments based on bismuth oxychloride. They may also consist of mica particles on the surface of which at least two successive layers of metal oxides and / or organic colorants are superimposed.

[0079] Mother-of-pearl may in particular have a yellow, pink, red, bronze, orange, brown, gold and / or copper colour or reflection.

[0080] By way of illustration of the mother-of-pearls that can be used in the context of the present invention, we can mention in particular the gold-colored mother-of-pearls marketed in particular by the company ENGELHARD under the name Gold 222C (Cloisonne), Sparkle gold (Timica), Gold 4504 (Chromalite) and Monarch gold 233X (Cloisonne); the bronze mother-of-pearls marketed in particular by the company MERCK under the name Bronze fine (17384) (Colorona) and Bronze (17353) (Colorona), by the company Eckart under the name Prestige Bronze and by the company ENGELHARD under the name Super bronze (Cloisonne); orange mother-of-pearls, notably marketed by the company ENGELHARD under the name Orange 363C (Cloisonne) and Orange MCR 101 (Cosmica) and by the company MERCK under the name Passion orange (Colorona) and Matte orange (17449) (Microna);brown mother-of-pearl, notably marketed by the company ENGELHARD under the name Nu-antique copper 340XB (Cloisonne) and Brown CL4509 (Chromalite); copper-tinted mother-of-pearl, notably marketed by the company ENGELHARD under the name Copper 340A (Timica) and by the company Eckart under the name Prestige Copper; red-tinted mother-of-pearl, notably marketed by the company MERCK under the name Sienna fine (17386) (Colorona); yellow-tinted mother-of-pearl, notably marketed by the company ENGELHARD under the name Yellow (4502); (Chromalite); red-tinted pearlescent pigments with a gold sheen, notably marketed by ENGELHARD under the name Sunstone G012 (Gemtone); black pearlescent pigments with a gold sheen, notably marketed by ENGELHARD under the name Nu antique bronze 240 AB (Timica); blue pearlescent pigments, notably marketed by MERCK under the name Matte blue (17433) (Microna), Dark Blue (117324) (Colorona); white pearlescent pigments with a silver sheen, notably marketed by MERCK under the name Xirona Silver; and orange-pink-green-gold pearlescent pigments, notably marketed by MERCK under the name Indian summer (Xirona), and their mixtures.

[0081] In addition to mother-of-pearl on a mica support, one can consider multilayer pigments based on synthetic substrates such as alumina, silica, calcium and sodium borosilicate or calcium and aluminum borosilicate, and aluminum.

[0082] Other examples include non-substrate interference pigments such as liquid crystals (Wacker's Helicones HC) and interference holographic glitter (Spectratek's Geometry Pigments or Spectra f / x). Special effect pigments also include fluorescent pigments, whether daylight fluorescent or ultraviolet fluorescent, phosphorescent pigments, photochromic pigments, thermochromic pigments, and quantum dots, marketed, for example, by Quantum Dots Corporation.

[0083] 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.

[0084] The size of the pigment(s) used in the composition according to the present invention generally ranges from 10 nm to 200 µm, preferably from 20 nm to 80 µm, and more preferably from 30 nm to 50 µm.

[0085] The pigments can be dispersed in the composition according to the invention by means of a dispersing agent.

[0086] By "dispersing agent" is meant a compound that protects dispersed particles from agglomeration or flocculation. This dispersing agent may be a surfactant, an oligomer, a polyphenol, 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 bind physically or chemically to the surface of the pigments. These dispersing agents also have at least one functional group that is compatible with or soluble in the continuous medium. The agent may be charged, anionic, cationic, zwitterionic, or neutral.

[0087] According to a particular embodiment of the invention, the dispersing agents used are chosen from among the esters of 12-hydroxystearic acid, more particularly and of C8 to C20 fatty acids and polyols such as glycerol, diglycerin, such as poly(12-hydroxystearic acid) stearate with a molecular weight of approximately 750 g / mol such as that sold under the name Solsperse 21 000 by the company Avecia, poly-lygyceryl-2 dipolyhydroxystearate (name CTFA) sold under the reference Dehymyls PGPH by the company Henkel or polyhydroxystearic acid such as that sold under the reference Arlacel P100 by the company Uniqema, polyphenols such as tannic acid and their mixtures.

[0088] 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.

[0089] In a preferred embodiment, the composition according to the invention may optionally further comprise one or more polyphenols.

[0090] In a particularly preferred embodiment, the composition comprises one or more coloring agents selected from pigments and one or more polyphenols as dispersing agents.

[0091] When the composition includes polyphenols, their total content is preferably from 1 to 10% by weight, more preferably from 2 to 8% by weight, more preferably from 3 to 7% by weight, relative to the total weight of the composition.

[0092] In a preferred embodiment, the composition according to the invention may optionally further comprise tannic acid.

[0093] In a particularly preferred embodiment, the composition comprises one or more coloring agents selected from pigments and tannic acid as a dispersing agent.

[0094] When the composition includes tannic acid, its total content is preferably from 1 to 10% by weight, more preferably from 2 to 8% by weight, more preferably from 3 to 7% by weight, relative to the total weight of the composition.

[0095] The pigments used in the composition according to the invention can be surface treated with an organic agent.

[0096] Thus, the surface-treated pigments 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 chosen from amino acids; waxes, for example, carnauba wax and beeswax; fatty acids, fatty alcohols, and their derivatives, such as stearic acid, hy- Droxystearic acid, stearyl alcohol, hydroxystearyl alcohol, lauric acid and their derivatives; anionic surfactants; lecithins; sodium, potassium, magnesium, iron, titanium, zinc or aluminium salts of fatty acids, for example aluminium stearate or laurate; metal alkoxides; polysaccharides, for example chitosan, cellulose and its derivatives; polyethylene; (meth)acrylic polymers, for example polymethylmethacrylates; polymers and copolymers containing acrylate motifs; proteins; alkanoamines; silicone compounds, for example silicones, polydimethylsiloxanes, al-coxysilanes, alkylsilanes, siloxysilicates; fluorinated organic compounds, for example perfluoroalkyl ethers; fluorosilicone compounds.

[0097] The surface-treated pigments used in the composition according to the invention may also have been treated by a mixture of these compounds and / or have undergone several surface treatments.

[0098] The surface-treated pigments useful in the context of the present invention can be prepared according to surface treatment techniques well known to those skilled in the art or found as such in the commercial market.

[0099] Preferably, the surface-treated pigments are covered by an organic layer.

[0100] 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.

[0101] 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.

[0102] Preferably, an organic agent covalently linked to the pigments will be used.

[0103] The surface treatment agent can represent from 0.1 to 50% by weight of the total weight of the pigments treated on the surface, preferably from 0.5 to 30% by weight, and even more preferably from 1 to 10% by weight.

[0104] 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 Chitosan treatment such as the CTS surface treatment marketed by LCW; - a Triethoxycaprylylsilane treatment such as the AS 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 Lauroyl Lysine treatment such as the LL surface treatment marketed by LCW; - a Lauroyl Lysine Dimethicone treatment such as the LL / SI 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 Disodium Stearoyl Glutamate treatment such as the NAI surface treatment marketed by Miyoshi; - a Dimethicone / Disodium Stearoyl Glutamate treatment such as the SA / NAI 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; - a Lauryl Lysine / Aluminium Tristearate treatment such as the LL-StAI surface treatment marketed by Daito; - an Octyltriethylsilane treatment such as the OTS surface treatment marketed by Daito; - an Octyltriethylsilane / Perfluoroalkyl Phosphate treatment such as the FOTS 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; - a treatment using Microcrystalline Cellulose and Carboxymethyl Cellulose such as AC surface treatment marketed by Daito; - a Cellulose treatment such as the C2 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.

[0105] The pigments used in the composition according to the invention can be surface treated with an organic agent.

[0106] The compositions implemented in the composition according to the present invention may further comprise one or more pigments not treated on the surface.

[0107] According to a particular embodiment of the invention, the pigment(s) are mineral pigments.

[0108] According to another particular embodiment of the invention, the pigment or pigments are chosen from among the mother-of-pearls.

[0109] According to a particular embodiment of the invention, the dispersing agent is present with organic or inorganic pigments in submicron-sized particulate form in the composition comprising them.

[0110] 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 ranging from 0.1 to 0.9 pm, and preferably ranging from 0.2 to 0.6 pm.

[0111] According to one embodiment, the dispersing agent and the pigment(s) are present in quantities (dispersant: pigment) ranging from 0.5:1 to 2:1, particularly ranging from 0.6:1 to 1.5:1 or better ranging from 0.6:1 to 1.2:1.

[0112] According to a particular embodiment, the dispersing agent is adapted to disperse pigments and is compatible with a condensation-curable formulation. By "compatible," we mean, for example, that the dispersing agent is miscible in the oil phase of the composition containing the pigment(s), and does not delay or reduce hardening. The dispersing agent is preferably cationic.

[0113] 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.

[0114] According to a particular embodiment, the dispersing agent(s) are of the amino-silicone type and are positively charged.

[0115] Dispersing agents can also be cited as having chemical groups capable of reacting with the reagents of the oil phase and thus potentially improving the 3D network formed from the amino-silicone. For example, dispersing agents for epoxy silicone pigments can react chemically with the amino group(s) of the amino-silicone prepolymer to increase the cohesion of the amino-silicone film comprising the pigment(s).

[0116] Preferably, the pigment(s) used in the composition 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, tria-rylmethane pigments in particular blue and violet such as BLUE 1 LAKE, azo pigments in particular red such as D&C RED 7, alkali or alkaline-earth metal salts of lithol red such as the calcium salt of lithol red B, and mixtures thereof.

[0117] More preferably, the pigment(s) used in the composition are chosen from carbon blacks such as Black 2, iron oxides in particular red, brown or black, and their mixtures.

[0118] Preferably, the colouring agent(s) chosen from the pigments represent from 0.001% to 15% by weight, more preferably from 0.005% to 10% by weight, relative to the total weight of the composition.

[0119] The composition according to the invention preferably comprises water. Advantageously, the total water content ranges from 25 to 45% by weight, preferably from 30 to 40% by weight, relative to the total weight of the composition.

[0120] The composition according to the invention preferably comprises one or more organic solvents.

[0121] The organic solvent(s) may be chosen from linear or branched monoalcohols, having from 1 to 6 carbon atoms, preferably from 1 to 4 carbon atoms, polyols, polyethylene glycols, aromatic alcohols and mixtures thereof.

[0122] Among monoalcohols, we can mention in particular ethanol, propanol, butanol, isopropanol, isobutanol and their mixtures, better ethanol.

[0123] Among the polyethylene glycols, we can mention in particular propylene glycol, dipropylene glycol, isoprene glycol, butylene glycol and pentylene glycol.

[0124] Among the polyols, we can notably mention glycerol and sorbitol.

[0125] Among aromatic alcohols, benzyl alcohol and phenoxyethanol can be mentioned in particular.

[0126] Advantageously, the total organic solvent content ranges from 25 to 45% by weight, preferably from 30 to 40% by weight, relative to the total weight of the composition.

[0127] In a particular embodiment, the total ethanol content ranges from 25 to 45% by weight, preferably from 30 to 40% by weight, relative to the total weight of the composition.

[0128] In a preferred embodiment, the composition according to the invention comprises water and an organic solvent.

[0129] In a particularly preferred embodiment, the composition according to the invention comprises water and ethanol.

[0130] Advantageously, the weight ratio between the total water content and the total organic solvent content is 1.

[0131] In a preferred embodiment of the invention, the weight ratio between the total water content and the total ethanol content is 1.

[0132] Additives The cosmetic composition according to the present invention may optionally further comprise one or more additional compounds different from the compounds defined above, preferably selected from anionic surfactants, cationic surfactants, nonionic surfactants, amphoteric or zwitterionic surfactants, reducing agents, emollients, antifoaming agents, moisturizing agents, UV filters, peptizers, solubilizers, perfumes, anionic, cationic, nonionic, amphoteric polymers or mixtures thereof, anti-dandruff agents, anti-seborrheic agents, vitamins and pro-vitamins including panthenol, plasticizers, solubilizers other than the solvents of the invention, acidifying agents, mineral or organic thickening agents, in particular polymeric thickening agents, antioxidants, hydroxy acids, perfumes, Preservatives, and their mixtures..

[0133] Preferably, when the above additional compound(s) are present in the cosmetic composition according to the invention, the additional compound(s) are generally present in a content of between 0.01 and 20% by weight of each of them, relative to the total weight of the composition.

[0134] Of course, a person skilled in the art will take care to choose this or these possible additional compounds in such a way that the advantageous properties intrinsically attached to the cosmetic composition of the invention are not, or substantially not, altered by the envisaged addition(s).

[0135] Process The present invention also relates to a method for coloring keratin fibers. Unique, in particular human keratin fibers such as hair, including the application to said keratin fibers of a cosmetic composition as defined above.

[0136] The coloring process according to the invention can be carried out on dry or wet keratin fibers, as well as on all types of fibers, light or dark, natural or colored, permed, bleached or straightened.

[0137] According to a particular embodiment of the process of the invention, the fibers are washed before application of the cosmetic composition described above.

[0138] The application of the cosmetic composition of the invention to the keratin fibers can be carried out by any conventional means, in particular by means of a comb, a brush, a sponge or the fingers.

[0139] The coloring process, i.e., the application of the cosmetic composition, is generally carried out at room temperature (between 15 and 25 °C). The coloring process according to the invention generally involves a processing time for the composition according to the invention, this processing time varying from 15 seconds to 1 hour, preferably from 1 minute to 15 minutes, such as 5 minutes.

[0140] After the coloring process according to the invention, the keratin fibers can be rinsed with water. They can optionally be washed with shampoo, followed by rinsing with water, before being dried or left to dry.

[0141] The present invention also relates to the use of the composition according to the invention as described above for coloring keratin fibers, in particular human keratin fibers such as hair.

[0142] The present invention also relates to the use of a coordination polymer that can be obtained from one or more zinc salts, as defined above, and from one or more imidazole-type compounds of formula (I) as defined above for immobilizing one or more coloring agents on keratin fibers, in particular hair. For the purposes of the present invention, the coordination polymer represents a three-dimensional hybrid network, consisting of metal-ligand bonds. In particular, the coordination polymer according to the invention is formed from a precursor based on Zn(II) ions with one or more ligand(s) corresponding to the conjugate base of the imidazole-type compound of formula (I) as defined above, more particularly the coordination polymer according to the invention is formed from a zinc salt Zn(II) and 1 to 4 imidazole-type compounds of formula (I) as described above.

[0143] The following examples serve to illustrate the invention without, however, being limiting in nature.

[0144] Examples In the following examples, all quantities are given as mass percentage of active material (AM) relative to the total weight of the composition (unless otherwise stated). 1. Example 1

[0145] i) Preparation of compositions A to I: A hydroalcoholic solution was prepared by mixing an equimass ratio of water and absolute ethanol. For compositions A to D and G to I, a pigment (red iron oxide) was then added with tannic acid. For compositions E and F, a pigment (carbon black) was then added. For compositions A, B, E, G to I, zinc chloride was then dissolved in this mixture. For compositions A, C, E, G to I, benzimidazole (Bim) was then added. For compositions A, E, G to I, the final molar ratio between zinc chloride and benzimidazole (Zn / Bim) is shown in the tables below. The details of the compositions are shown in Tables 1 and 2 below:

[0146] [Table 1] Composition A (invention) Composition B (comparative) Composition C (comparative) Composition D (comparative) Red iron oxide 6 6 6 6 Tannic acid 5 5 5 5 Carbon black - - - - Water / ethanol 50 / 50 w / w% Qsp 100 Qsp 100 Qsp 100 Qsp 100 Zinc chloride 4 4 ​​- - Benzimidazole 15 - 15 - Zn / Bim ratio 1 / 4 - - -

[0147] [Tables2] Composition E (invention) Composition F (comparative) Composition G (invention) Composition H (invention) Composition I (invention) Red iron oxide - - 6 6 6 Tannic acid - - 5 5 5 Carbon black 4 4 - - - Water / ethanol 50 / 50 w / w% Qsp 100 Qsp 100 Qsp 100 Qsp 100 Qsp 100 Zinc chloride 4 - 4 4 4 Benzimidazo 15 - 11.25 7.5 3.75 Zn / Bim ratio 1 / 4 - 1 / 3 1 / 2 1 / 1

[0148] ii) Protocol: Each cosmetic composition indicated in the tables above is applied to a strand of 90% white, dry natural hair so as to cover the strand homogeneously, at a rate of 1 g of composition per gram of strand, for a processing time of 5 min. The strands of hair are then combed and dried with a hairdryer. The hair is colored evenly and intensely. Next, the colored hair strands are shampooed to assess the tenacity (residual effect) of the color.

[0149] iii) Shampoo protocol: Shampoo resistance assessments were conducted according to the following shampooing protocol, 24 hours after application of the compositions according to the application protocol described above: The colored hair strands are combed, moistened under 35°C water, then passed between the fingers 5 times for 5 seconds. The hair strands are then squeezed dry between two fingers. A standard shampoo (Garnier Ultra Doux) is applied evenly to the colored strands at a rate of 0.4 g of standard shampoo per gram of strands, gently massaging the strands of hair along their length (6 passes) for 15 s, from root to tip. The strands of hair are then placed in a watch glass and left to rest for 1 minute. Next, the hair strands are rinsed with water by passing them between the fingers (15 passes). The hair strands are then squeezed dry between two fingers before the next shampoo. Once the tests of several shampoos have been carried out, the strands of hair are combed and dried with a hairdryer.

[0150] iv) Results: The persistence of the color of the highlights was evaluated in the CIE L*a*b* system, using a Minolta Spectrophotometer CM3600D colorimeter (illuminant D65, angle 10°, specular component included). In this L*a*b* system, L* represents the intensity of the color, a* indicates the green / red color axis and b* the blue / yellow color axis. The rise in color dE is calculated according to the following equation: In this equation, LO*, aO* and B0* are the coordinates of the uncolored strand (BN-90) and L*, a* and b* are the coordinates of a colored strand.

[0151] The persistence of the color is evaluated by the color difference AE between the strands The hair is colored before shampooing, then again after 1 to 3 shampoos according to the protocol described above. The lower the AE value, the longer the color lasts after shampooing. The value of AE is calculated according to the following equation: AE = V(L* - Lo *)2 e (a* - a0 *)2 + (b* - b0 ') In this equation, L*a*b* represent the values ​​measured after hair coloring and after one shampoo, and L0*a0*b0* represent the values ​​measured after hair coloring but before shampooing. The lower the AE value, the more the color lasts after shampooing.

[0152] The results are shown in Table 3 below:

[0153] [Tables3] Compositions Number of shampoos L* a* b* dE (ascending) AE RefBN-90 - 60.14 0.71 15.47 - - Composition A (invention) 0 33.25 20.78 13.66 33.60 - 1 36.81 21.51 15.77 31.26 4.20 3 42.77 18.68 15.8 24.99 9.98 Composition B (comparative) 0 32.54 26.43 20.11 38.01 - 1 55.87 16.02 21.15 16.88 25.57 Composition C (comparative) 0 38.42 19.61 13.49 28.86 - 1 47.89 19.99 20.78 23.45 11.96 Composition D (comparative) 0 33.08 21.93 15.1 34.39 - 1 48.39 13.35 17.51 ​​17.38 17.71 Composition E (invention) 0 19.24 0.09 0.09 43.70 - 1 19.41 0.14 0.92 43.25 0.85 3 29.47 0.89 2.27 33.39 10.49 Composition F (comparative) 0 18.36 -0.07 0.27 44.65 - 1 36.37 0.24 5.05 25.96 18.64 Composition G (invention) 0 39 25.37 19.24 32.70 - 1 47.25 17.95 17.75 21.65 11.20 3 52.42 15.81 19.42 17.41 16.48 Composition H (invention) 0 38.24 24.64 17.98 32.54 - 1 45.93 20.04 18.13 24.14 8.96 3 51.31 14.04 17.72 16.15 16.83 Composition I (invention) 0 36.02 24.39 17.26 33.85 - 1 40.79 21.48 16.47 28.40 5.64 3 47.2 17.6 16,71 21.31 13.09

[0154] After 1 shampoo, the AE values ​​obtained with the compositions according to the invention (A, E, G, H and I) are lower than those obtained with the comparative compositions (B, C, D and F).

[0155] Thus the colored coating of keratin fibers from compositions according to The invention presents an improvement in the persistence of color to shampoos. 2. Example 2

[0156] i) Preparation of compositions J to M: A hydroalcoholic solution was prepared by mixing an equimass ratio of water and absolute ethanol. The dye New fuchsin (Basic Violet 2) was then added. Then, zinc nitrate was dissolved in this mixture, before the addition of benzimidazole (Bim) or 2-ethylimidazole (Etlm).

[0157] The details of the compositions are shown in Table 4 below:

[0158] [Tables4] Composition J (invention) Composition K (comparative) Composition L (invention) Composition M (comparative) New Fuchsin 0.05 0.05 0.01 0.01 Zinc nitrate, 6H2O 8.71 8.71 0.36 0.36 Benzimidazole 15 - 1.77 - 2-ethylimidazole - 12.2 - 1.44 Water / ethanol 50 / 50 w / w% Qsp 100 Qsp 100 Qsp 100 Qsp 100 Ratio Zn / Bim or Zn / Etlm 1 / 4 1 / 4 1 / 12.5 1 / 12.5

[0159] H} Protocol: Each cosmetic composition indicated in the table above is applied to a strand of 90% white, dry natural hair so as to cover the strand homogeneously, at a rate of 1 g of composition per gram of strand (compositions J and K) or in a chute at a rate of 20 g of composition per gram of strand (compositions L and M), for a processing time of 5 min. The strands of hair are then combed and dried with a hairdryer. The hair is colored evenly and intensely. Next, the colored hair strands are shampooed to assess the tenacity (residual effect) of the color.

[0160] iii) Shampoo protocol: The strands are washed using a standard shampoo (Garnier Ultra Doux) at T = 24 h following the application of the treatment. The strands of hair are then rinsed, combed and dried with a hairdryer.

[0161] iv) Results: The persistence of the color of the highlights was evaluated in the CIE L*a*b* system, using a Minolta Spectrophotometer CM3600D colorimeter (illuminant D65, angle 10°, specular component included).

[0162] The calculation of the color rise dE and the persistence of the color AE is carried out as described in example 1. The results are presented in Tables 5 and 6 below:

[0163] [Tables5] Compositions Number of shampoos L* a* b* dE (ascending) AE RefBN-90 - 60.14 0.71 15.47 - - Composition J 0 37.1 33.3 -11.11 47.95 - (invention) 1 48.44 33.18 -11.35 43.71 11.34 Composition K 0 40.99 21.13 -2.39 33.21 - (comparative) 1 54.89 9.38 8.08 12.54 21.00

[0164] [Tableauxô] Compositions Number of shampoos L* a* b* dE (ascending) RefBN-90 - 60.14 0.71 15.47 - Composition L (invention) 0 50.41 22.64 -1.56 29.42 Composition M (comparative) 0 47.93 18.39 1.93 25.40

[0165] Composition K (comparative) has a residual effect at 1 shampoo lower than the inventive composition J (according to the invention). Compositions L and M reproduce the Zn and ligand ratios described in the patent

[0166] Furthermore, composition L (according to the invention) allows for a better color rise compared to the comparative composition M.

[0167] The strand of hair of composition J according to the invention and washed with shampoo has a lower AE value compared to the control examples.

[0168] Thus, the coloured coating of keratinous fibres from the compositions according to the invention presents an improvement in the persistence of colour to shampoos.

Claims

Demands

1. A cosmetic composition comprising: a) one or more imidazole-type compounds of general formula (I): (I)ffz'N-- in which R1 and R2 independently represent: - a hydrogen atom; - a (Ci-C6)alkyl group optionally substituted by one or more identical or different groups selected from: -C(O)OR and -NR'R”, with R representing a hydrogen atom or a (Ci-C4)alkyl group and R' and R” independently representing a hydrogen atom or a (Ci-C4)alkyl group; R1 and R2 being able to form with the carbon atom to which they are attached a (hetero)cycle of 4 to 8 members, preferably of 4 to 6 members; and R3 represents: - a hydrogen atom;- a (Ci-C6)alkyl group, b) one or more zinc salts, and c) one or more coloring agents selected from direct dyes and / or pigments, the molar ratio between the total content of zinc salts b) and the total content of imidazole-type compounds of general formula (I) ranging from 1 / 1 to 1 / 4.;

2. Composition according to claim 1, characterized in that the imidazole type compound(s) of general formula (I) are those in which R1 and R2 form with the carbon atom on which they are based a (hetero)cycle of 4 to 8 links, preferably of 4 to 6 links and R3 represents a hydrogen atom, more preferably the imidazole type compound of formula (I) is benzimidazole.

3. Composition according to any one of the preceding claims, characterized in that the total content of the imidazole-type compound(s) of formula (I) ranges from 2 to 20% by weight, preferably from 10 to 20% by weight, more preferably from 12 to 18% by weight, relative to the total weight of the composition.

4. Composition according to any one of the preceding claims, characterized in that the zinc salt(s) b) are selected organic zinc salts, inorganic zinc salts and mixtures thereof, preferably from zinc mineral acid salts, more preferably from Zn(NO3)2 (zinc nitrate), ZnCl2 (zinc chloride), ZnBr2 (zinc bromide), Znl2 (zinc iodide), Zn(C1O4)2 (zinc perchlorate), ZnSO4 (zinc sulfate), Zn3(PO4)2 (zinc phosphate), Zn(CH3COO) (zinc acetate), Zn3(C6H5O7)2 (zinc citrate), Zn(CH2C(CH3)CO2)2 (zinc methacrylate), Zn(CH2CHCO2)2 (zinc acrylate), Zn(OCH2CH2CH3)2 (zinc propoxide), Zn(Ci0Hi4O7) (zinc acetylacetonate), Zn(C7Hi2NO3S)2 (zinc acetylmethionate), Zn(C4H6NO4)2 (zinc aspartate), ZnCO3(zinc carbonate), Zn5(CH3O6)2 (zinc carbonate hydroxide), zinc coceth sulfate (Zinc coceth sulfate), Ci2H 22C)|4Zn (zinc gluconate), C4H8N2O4Zn (zinc glycinate),C6OH9O8 Zn (zinc glycyrrhetinate), Zinc hydrolyzed collagen, Zn(C3H5O3)2 (zinc lactate), C24H46O4Zn (zinc laurate), C28H54O4Zn (zinc myristate), ZnO (zinc oxide), C32H62O4Zn (zinc palmitate), Zinc PCA (zinc salt of pyrrolidone carboxylic acid), Zn(C6H5O4S)2 (zinc phenolsulfonate), Zn(C5H4NOS)2 (zinc pyrithione), C36H66O6Zn (zinc ricinoleate), C4H0O6Zn (zinc salicylate), C36H7O4Zn (zinc stearate), ZnS (zinc sulfide), C22H38O4Zn (zinc undecylenate), ZINC DNA (zinc salt of deoxyribonucleic acid) and mixtures thereof, more preferably among Zn(NO3)2 (zinc nitrate), ZnCl2 (zinc chloride), and mixtures thereof.

5. Composition according to any one of the preceding claims, characterized in that the total content of the zinc salt(s) b) is from 0.5 to 10% by weight, preferably from 1 to 8% by weight, more preferably from 3 to 5% by weight, relative to the total weight of the composition.

6. Composition according to any one of the preceding claims, characterized in that the colouring agent(s) selected from the pigments are selected from 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, preferably from carbon blacks such as Black 2, iron oxides in particular red, brown or black, and mixtures thereof.

7. Composition according to any one of the preceding claims, characterized in that the colouring agent(s) selected from direct colourants are selected from triarylmethane direct colourants, preferably the direct colourant is Basic Violet 2 (New Fuchsin).

8. Composition according to any one of the preceding claims, characterized in that the total content of colouring agents c) ranges from 0.001% to 15% by weight, more preferably from 0.005% to 10% by weight, relative to the total weight of the composition.

9. Composition according to any one of the preceding claims, characterized in that it further comprises water, preferably in a total content of 25 to 45% by weight, preferably 30 to 40% by weight, relative to the total weight of the composition.

10. Composition according to any one of the preceding claims, characterized in that it further comprises one or more organic solvents, preferably selected from linear or branched monoalcohols, having from 1 to 6 carbon atoms, preferably from 1 to 4 carbon atoms, polyols, polyethylene glycols, aromatic alcohols and mixtures thereof.

11. Composition according to the preceding claim, characterized in that the total content of organic solvents ranges from 25 to 45% by weight, preferably from 30 to 40% by weight, relative to the total weight of the composition.

12. Composition according to any one of the preceding claims, characterized in that it further comprises tannic acid, preferably in a total content ranging preferably from 1 to 10% by weight, more preferably from 2 to 8% by weight, more preferably still from 3 to 7% by weight, relative to the total weight of the composition.

13. A method for coloring keratin fibers, in particular human keratin fibers such as hair, comprising applying to said keratin fibers a cosmetic composition as defined according to any one of the preceding claims.

14. Use of a composition according to any one of claims 1 to 12 for coloring keratin fibers, in particular human keratin fibers such as hair.