A process for coloring keratin fibers employing a composition comprising at least one direct dye and / or an oxidation dye precursor and a composition comprising at least one compound with acetoacetate functionalities.

Abstract

The present invention relates to a method for coloring keratin fibers employing a composition comprising at least one direct dye and / or an oxidation dye precursor and a composition comprising at least one compound with acetoacetate functions.

Description

Title of the invention: A method for coloring keratin fibers employing a composition comprising at least one direct dye and / or an oxidation dye precursor and a composition comprising at least one compound with acetoacetate functional groups. Technical field of the invention

[0001] The present invention relates to a method for coloring keratin fibers employing a composition comprising at least one direct dye and / or an oxidation dye precursor and a composition comprising at least one compound with acetoacetate functions. Context of the invention

[0002] In the field of hair keratin fiber coloring, it is already known to color hair keratin fibers by different techniques from direct dyes or pigments for non-permanent colorings or from dye precursors for permanent colorings.

[0003] There are essentially three types of hair coloring processes:

[0004] a) so-called permanent coloring which has the function of bringing about a significant change in the natural color and which uses oxidation dyes which penetrate the hair fiber and form the dye by a process of oxidative condensation;

[0005] b) non-permanent, semi-permanent or direct coloring, which does not implement the oxidative condensation process and resists 4 or 5 shampoos; consists of dyeing the keratin fibers with dyeing compositions containing direct dyes;

[0006] c) Temporary hair coloring that results in a change to the natural hair color that lasts from one shampoo to the next and serves to enhance or correct a previously achieved shade. It can also be considered a "makeup" process.

[0007] Another coloring method involves using pigments. Indeed, applying pigment to the surface of keratin fibers generally produces visible colors on dark hair, since the surface pigment masks the fiber's natural color. However, the colors obtained using this method have the disadvantage of being poorly resistant to shampoos and external agents such as sebum, perspiration, brushing, and / or friction.

[0008] There therefore remains a need for a hair coloring process, colored by direct dyes and / or precursors of oxidation dyes, which has the advantage of improving the persistence of the color to shampoos and to the various aggressions that hair can undergo such as brushing and / or rubbing.

[0009] Thus, the object of the present invention is to develop a hair coloring process, colored by direct dyes and / or precursors of oxidation dyes, which has the advantage of improving the permanence of the color, to shampoos and to the various aggressions that the hair may undergo such as brushing and / or rubbing. Summary of the invention

[0010] According to a first aspect, the present invention relates to a method for coloring keratin fibers comprising the following steps i) and ii): (i) application to the keratin fibers of a coloring composition (C) comprising one or more coloring agents selected from direct dyes, oxidation dye precursors, and mixtures thereof, and optionally one or more chemical oxidizing agents; then ii) application to the keratin fibers of a composition (B), different from composition (C) comprising: a) one or more polymers P comprising repeating units derived from at least one monomer B of formula (I): in which: • Ra represents a hydrogen atom or a (Ci-C4)alkyl group, linear or branched, preferably Ra represents a methyl group, • Rb and Rc, whether identical or different, represent a hydrogen atom or a linear or branched (Ci-C4)alkyl group; preferably Rb and Rc represent a hydrogen atom, • Rd represents a (Ci-C4)alkyl group, linear or branched, preferably Rd represents a methyl group, and • L represents a (Ci-C6)alkylene group, linear or branched, or cycloalkylene, in particular L represents a (Ci-C4)alkylene group, preferably L represents ethylene. Detailed description of the invention

[0011] For the purposes of the present invention, and unless otherwise indicated:

[0012] 'By "keratin fibers" we mean fibers of human or animal origin such as hair, fur, eyelashes, eyebrows, wool, angora, cashmere or fur. According to the present invention, the keratin fibers are preferably human keratin fibers, more preferably hair.

[0013] 'by the expression "greater than" and respectively the expression "less than" we mean an open interval that is strictly greater than, respectively strictly less than, and therefore that the bounds are not included.

[0014] ■ By "salt", we mean an addition salt with an organic acid or base or mineral. The addition salts with an organic or mineral acid are in particular chosen from the salts derived i) from hydrochloric acid HCl, ii) from hydrobromic acid HBr, iii) from sulfuric acid H2SO4, iv) from alkylsulfonic acids: Alk-S(O)2OH such as methylsulfonic acid and ethylsulfonic acid; v) from arylsulfonic acids: Ar-S(O)2OH such as benzenesulfonic acid and toluenesulfonic acid; vi) from alkoxysulfinic acids: Alk-OS(O)OH such as methoxysulfinic acid and ethoxysulfinic acid; vii) from aryloxysulfinic acids such as tolueneoxysulfinic acid and phenoxysulfinic acid; viii) from phosphoric acid H3PO4; ix) of triflic acid CF3SO3H and x) of tetrafluoroboric acid HBF4;xi) of carboxylic organic acids R°-C(O)-OH (l'z) formula (Fz) in which R° represents a (hetero)aryl group such as phenyl, (hetero)aryl(Ci-C4)alkyl such as benzyl, or (Ci-Cio)alkyl said alkyl group being optionally substituted preferably by one or more hydroxy groups, amino radicals, or carboxy groups, R° preferably designating a (Ci-C6)alkyl group optionally substituted by 1, 2 or 3 hydroxy groups, or more preferably the monocarboxylic acids of formula (l'z) are chosen from acetic acid, glycolic acid, lactic acid, and mixtures thereof, and more particularly from acetic acid and lactic acid; and the polycarboxylic acids are chosen from tartaric acid, succinic acid, fumaric acid, citric acid and mixtures thereof;and xii) amino acids containing more carboxylic acid radicals than amino groups, such as gamma-carboxyglutamic acid, aspartic acid, glutamic acid, and in particular gamma-carboxyglutamic acid. Addition salts with an organic or mineral base are particularly chosen; with an organic or mineral base such as alkali metal hydroxides, alkaline earth metal hydroxides, alkali or alkaline earth metal carbonates, alkali or alkaline earth metal bicarbonates, addition salts with so-called basic amino acids such as arginine, lysine, addition salts with amines possibly hydroxylated;

[0015] 'the "solvates" represent the hydrates as well as the association with linear or branched C1-C4 linear or branched alcohols such as ethanol, isopropanol, n-propanol;

[0016] 'an "alkyl" radical means a linear or branched, saturated radical, containing for example from 1 to 30 carbon atoms;

[0017] 'an "aminoalkyl" radical means an alkyl radical as defined above, said alkyl radical comprising an NH2 group;

[0018] 'a "hydroxyalkyl" radical means an alkyl radical as defined above, said alkyl radical comprising an OH group;

[0019] 'an "alkylene" radical designates a divalent saturated hydrocarbon group in Ci-Cio, linear or branched, such as methylene, ethylene, or propylene;

[0020] 'A "cycloalkyl" or "alicycloalkyl" radical means a mono- or polycyclic saturated cyclic hydrocarbon group, preferably monocyclic, comprising 1 to 3 rings, preferably 2 rings, and comprising 3 to 40 carbon atoms, in particular comprising 3 to 24 carbon atoms, more particularly 3 to 20 carbon atoms, even more particularly 3 to 12 carbon atoms, preferably between 5 and 10 carbon atoms, such as cyclopropyl, cyclopentyl, cyclohexyl, cycloheptyl, norbornyl, or isobomyl, in particular cyclopropyl, cyclopentyl or a cyclohexyl. it being understood that the cycloalkyl radical may be substituted by one or more (Ci-C4)alkyl groups such as methyl, preferably the cycloalkyl radical is then an isobomyl group;

[0021] 'an "aryl" radical is an unsaturated aromatic hydrocarbon cyclic radical, comprising from 6 to 30 carbon atoms, preferably between 6 and 14 carbon atoms, more preferably between 6 and 12 carbon atoms, mono / bi / or tri / cyclic, fused or not, preferably the aryl group comprises 1 ring of 6 carbon atoms such as phenyl, naphthyl, anthryl, phenanthryl and biphenyl, it being understood that the aryl radical may be substituted by one or more (Cr C4)alkyl groups such as methyl, preferably tolyl, xylyl, or methylnaphthyl, preferably the aryl group represents a phenyl;

[0022] 'an "aryloxy" radical designates an aryl-oxy radical with "aryl" as defined above;

[0023] 'an "alkoxy" radical designates an alkyl-oxy radical with "alkyl", as defined above.

[0024] Unless otherwise indicated, when compounds are mentioned in this application, this also includes their optical isomers, their geometric isomers, their tautomers, their salts, alone or in mixtures.

[0025] The expressions "between ... and ...", "includes from ... to ...", "made up of ... to ...", and "ranging from ... to ..." should be understood inclusive of bounds, unless otherwise specified.

[0026] The expressions "at least one" and "one or more" are synonymous and can be used interchangeably. Keratin fiber coloring process

[0027] According to a first aspect, the present invention relates to a method for coloring keratin fibers comprising the following steps i) and ii): (i) application to the keratin fibers of a coloring composition (C) comprising one or more coloring agents selected from direct dyes, oxidation dye precursors, and mixtures thereof, and optionally one or more chemical oxidizing agents; then ii) application to the keratin fibers of a composition (B), different from composition (C) comprising: a) one or more polymers P comprising repeating units derived from at least one monomer B of formula (I): in which: • Ra represents a hydrogen atom or a (Ci-C4)alkyl group, linear or branched, preferably Ra represents a methyl group, • Rb and Rc, whether identical or different, represent a hydrogen atom or a linear or branched (Ci-C4)alkyl group; preferably Rb and Rc represent a hydrogen atom, • Rd represents an alkyl group (CrC4), linear or branched, preferably Rd represents a methyl group, and • L represents a (Ci-C6)alkylene group, linear or branched, or cycloalkylene, in particular L represents a (Ci-C4)alkylene group, preferably L represents ethylene.

[0028] Steps i) and ii) are successive, i.e., step ii) is carried out after step i). Step ii) may be carried out immediately after step i). Alternatively, the method may include one or more additional steps between steps i) and ii), but even in such an embodiment, step ii) is always carried out after step i). Colour composition (C)

[0029] The coloring composition (C) implemented in the process according to the present invention comprises one or more coloring agents selected from direct dyes, oxidation dye precursors, and mixtures thereof. Direct dyes

[0030] By "direct dyes," we mean natural and / or synthetic dyes, different from oxidation dyes. These are dyes that diffuse superficially onto the fiber. They can be ionic, for example cationic or anionic, or non-ionic.

[0031] Preferably, the direct dyes are among the azo direct dyes; (poly)methine dyes such as cyanines, hemicyanines and styryls; carbonyl dyes; azine dyes; nitro(hetero)aryl dyes; tri(hetero)arylmethane dyes; porphyrin dyes; phthalocyanine dyes, natural direct dyes, and mixtures thereof.

[0032] Direct dyes can be selected from anionic direct dyes. The anionic direct dyes of the invention are dyes commonly called "acid" direct dyes because of their affinity for alkali substances. Anionic direct dyes are understood to mean any direct dye having in its structure at least one CO2R or SO3R substituent, where R designates a hydrogen atom or a cation from a metal or an amine, or an ammonium ion. Anionic dyes can be selected from acidic nitro direct dyes, acidic azo dyes, acidic azinic dyes, acidic triarylmethanic dyes, acidic indoamine dyes, acidic anthraquinone dyes, indigoids, and acidic natural dyes.

[0033] A titre d’exemple de colorants acides on peut citer : Acid Red 1, Acid Red 4, Acid Red 13, Acid Red 14, Acid Red 18, Acid Red 27, Acid Red 28, Acid Red 32, Acid Red 33, Acid Red 35, Acid Red 37, Acid Red 40, Acid Red 41, Acid Red 42, Acid Red 44, Pigment red 57, Acid Red 68, Acid Red 73, Acid Red 135, Acid Red 138, Acid Red 184, Food Red 1, Food Red 13, Acid Orange 6, Acid Orange 7, Acid Orange 10, Acid Orange 19, Acid Orange 20, Acid Orange 24, Yellow 6, Acid Yellow 9, Acid Yellow 36, Acid Yellow 199, Food Yellow 3; Acid Violet 7, Acid Violet 14, Acid Bine 113, Acid Bine 117, Acid Black 1, Acid Brown 4, Acid Brown 20, Acid Black 26, Acid Black 52, Food Black 1, Food Black 2 ; Food yellow 3 ou sunset yellow; Acid Red 111, Acid Red 134, Acid yellow 38 ;

[0034] A titre d’exemple de colorants azo anioniques pyrazolones on peut citer : Acid Red 195, Acid Yellow 23, Acid Yellow 27, Acid Yellow 76Acid Yellow 17 ; As an example of anthraquinone dyes, we can cite: Acid Blue 25, Acid Blue 43, Acid Blue 62, Acid Blue 78, Acid Blue 129, Acid Blue 138, Acid Blue 140, Acid Blue 251, Acid Green 25, Acid Green 41, Acid Violet 42, Acid Violet 43, Mordant Red 3; EXT purple No. 2; Acid Black 48;

[0036] Examples of nitrate dyes include: Acid Brown 13; Acid Orange 3; examples of dyes of formula (XXII') include: Acid Yellow 1, Sodium salt of 2,4-dinitro-1-naphthol-7-sulfonic acid, 2-piperidino-5-nitrobenzenesulfonic acid, 2(4'-N,N(2'-hydroxyethyl)amino-2'-nitro)aniline ethanesulfonic acid, 4-[3-hydroxyethylamino-3-nitrobenzenesulfonic acid; EXT D&C yellow 7;

[0037] Examples of triarylmethane dyes include: Acid Blue 1; Acid Blue 3; Acid Blue 7, Acid Blue 9; Acid Violet 49; Acid green 3; Acid green 5; Acid Green 50.

[0038] Examples of xanthenic dyes include: Acid Yellow 73; Acid Red 51; Acid Red 52, Acid Red 87; Acid Red 92; Acid Red 95; Acid Violet 9.

[0039] As an example of indole dyes, we can mention: Acid Blue 74;

[0040] Examples of quinoline dyes include: Acid Yellow 2, Acid Yellow 3 and Acid Yellow 5.

[0041] Among the natural direct dyes that can be used according to the invention are lawsone, juglone, alizarin, purpurin, carminic acid, kermesic acid, purpurogallin, protocatechaldehyde, indigo, isatin, curcumin, spinulosin, apigenidine, and orceins. Extracts or decoctions containing these natural dyes, and in particular henna-based poultices or extracts, can also be used.

[0042] Direct dyes are preferably chosen from ionic direct dyes, more preferably from anionic direct dyes, cationic direct dyes and mixtures thereof, and even more preferably from cationic dyes and mixtures thereof.

[0043] Advantageously, the direct colorants can be present in a total content ranging from 0.001% to 10% by weight, preferably from 0.005% to 5% by weight, relative to the total weight of the composition (C).

[0044] Advantageously, the direct ionic dyes, preferably cationic, can be present in a total content ranging from 0.001% to 10% by weight, preferably from 0.005% to 5% by weight, relative to the total weight of the composition (C). Oxidation dye precursors

[0045] Oxidation dye precursors are chosen from oxidation bases, oxidation couplers, and mixtures thereof.

[0046] Preferably, the oxidation bases are chosen from para-phenylenediamines, bis(phenyl)alkylenediamines, para-aminophenols, ortho-aminophenols, heterocyclic bases, their salts, their solvates, and their mixtures.

[0047] Among the para-phenylenediamines that can be mentioned, examples include para-phenylenediamine, para-toluenediamine, 2-chloro-para-phenylenediamine, 2,3-dimethyl-para-phenylenediamine, 2,6-dimethyl-para-phenylenediamine, 2,6-diethyl-para-phenylenediamine, 2,5-dimethyl-para-phenylenediamine, N,N-dimethyl-para-phenylenediamine, N,N-diethyl-para-phenylenediamine, N,N-dipropyl-para-phenylenediamine, 4-amino-N,N-diethyl-3-methylaniline, N,N-bis(β-hydroxyethyl)-para-phenylenediamine, 4-N,N-bis(β-hydroxyethyl)amino-2-methylaniline, 4-N,N-bis(β-hydroxyethyl)amino-2-chloroaniline, 2-β-hydroxyethyl-para-phenylenediamine, 2-methoxymethyl-para-phenylenediamine, 2-fluoro-para-phenylenediamine, 2-isopropyl-para-phenylenediamine, N-(β-hydroxypropyl)-para-phenylenediamine, 2-hydroxymethyl-para-phenylenediamine, N,N-dimethyl-3-methyl-para-phenylenediamine, N-ethyl-N-(β-hydroxyethyl)-para-phenylenediamine, N-(β,g-dihydroxypropyl)-para-phenylenediamine, N-(4'-aminophenyl)-para-phenylenediamine, N-phenyl-para-phenylenediamine, 2-b-hydroxyethyloxy-para-phenylenediamine, 2-b-acetylaminoethyloxy-para-phenylenediamine, N-(b-methoxyethyl)-para-phenylenediamine, 4-aminophenylpyrrolidine, 2-thienyl-para-phenylenediamine, 2-b-hydroxyethylamino-5-aminotoluene and 3-hydroxy-l-(4'-aminophenyl)pyrrolidine and the corresponding addition salts with an acid.

[0048] Among the aforementioned para-phenylenediamines, para-phenylenediamine, para-toluenediamine, 2-isopropyl-para-phenylenediamine, 2-b-hydroxyethyl-para-phenylenediamine, 2-b-hydroxyethyloxy-para-phenylenediamine, 2,6-dimethyl-para-phenylenediamine, 2,6-diethyl-para-phenylenediamine, 2,3-dimethyl-para-phenylenediamine, N,N-bis(b-hydroxyethyl)-para-phenylenediamine, 2-chloro-para-phenylenediamine and 2-b-acetylaminoethyloxy-para-phenylenediamine and the corresponding addition salts with an acid are preferred.

[0049] Among the bis(phenyl)alkylenediamines that can be mentioned, we find, for example, N,N'-bis(b-hydroxyethyl)-N,N'-bis(4'-aminophenyl)-1,3-diaminopropanol, N,N'-bis(b-hydroxyethyl)-N,N'-bis(4'-aminophenyl)ethylenediamine, N,N'-bis(4-aminophenyl)tetramethylenediamine, N,N'-bis(b-hydroxyethyl)-N,N'-bis(4-aminophenyl)tetramethylenediamine, N,N'-bis(4-methylaminophenyl)tetramethylenediamine, N,N'-bis(ethyl)-N,N'-bis(4'-amino-3'-methylphenyl)ethylenediamine and 1,8-bis(2,5-diaminophenoxy)-3,6-dioxaoctane and the corresponding addition salts.

[0050] Among the para-aminophenols that are mentioned, we find for example para-aminophenol, 4-amino-3-methylphenol, 4-amino-3-fluorophenol, 4-amino-3-chlorophenol, 4-amino-3-hydroxymethylphenol, 4-amino-2-methylphenol, 4-amino-2-hydroxymethylphenol, 4-amino-2-methoxymethylphenol, 4-amino-2-aminomethylphenol, 4-amino-2-(b-hydroxyethylaminomethyl)phenol and 4-amino-2-fluorophenol and the corresponding addition salts with an acid.

[0051] Among the ortho-aminophenols that can be mentioned, we find for example 2-aminophenol, 2-amino-5-methylphenol, 2-amino-6-methylphenol and 5-acetamido-2-aminophenol and the corresponding addition salts.

[0052] Among the heterocyclic bases that can be mentioned, we find for example the derivatives of pyridine, pyrimidine and pyrazole.

[0053] Among the pyridine derivatives that can be mentioned are the compounds for example described in patents GB 1 026 978 and GB 1 153 196, for example 2,5-diaminopyridine, 2-(4-methoxyphenyl)amino-3-aminopyridine and 3,4-diaminopyridine and the corresponding addition salts.

[0054] Other pyridine oxidation bases that are useful in the present invention are the 3-aminopyrazolo[l,5-a]pyridine oxidation bases or the corresponding addition salts described, for example, in French patent application FR 2 801 308. Examples that may be mentioned include pyrazolo[l,5-a]pyrid-3-ylamine, 2-acetylaminopyrazolo[l,5-a]pyrid-3-ylamine, 2-morpholin-4-ylpyrazolo[l,5-a]pyrid-3-ylamine, 3-aminopyrazolo[l,5-a]pyridine-2-carboxylic acid, 2-methoxypyrazolo[l,5-a]pyrid-3-ylamine, (3-aminopyrazolo[l,5-a]pyrid-7-yl)methanol, 2-(3-aminopyrazolo[l,5-a]pyrid-5-yl)ethanol, 2-(3-aminopyrazolo[l,5-a]pyrid-7-yl)ethanol, (3-aminopyrazolo[l,5-a]pyrid-2-yl)methanol, 3,6-diaminopyrazolo[l,5-a]pyridine, 3,4-diaminopyrazolo[l,5-a]pyridine, pyrazolo[l,5-a]pyridine-3,7-diamine, 7-morpholin-4-ylpyrazolo[l,5-a]pyrid-3-ylamine, pyrazolo[l,5-a]pyridine-3,5-diamine, 5-morpholin-4-ylpyrazolo[l,5-a]pyrid-3-ylamine,2-[(3-aminopyrazolo[l,5-a]pyrid-5-yl)(2-hydroxyethyl)-amino]ethanol, 2-[(3-aminopyrazolo[l,5-a]pyrid-7-yl) (2-hydroxyethyl)amino]ethanol, 3-aminopyrazolo[l,5-a]pyridin-5-ol, 3-aminopyrazolo[l,5-a]pyridin-4-ol, 3-aminopyrazolo[l,5-a]pyridin-6-ol, 3-aminopyrazolo[1,5-a]pyridin-7-ol, 2-[3-hydroxyethoxy-3-aminopyrazolo[1,5-, a]pyridine; 2-(4-dimethylpiperazinium-l-yl)-3-amino-pyrazolo[l,5-a]pyridine; and the corresponding addition salts.

[0055] More particularly, the oxidation bases that are useful in the present invention are chosen from among the 3-aminopyrazolo-[1,5-a]-pyridines and preferably substituted at carbon atom 2 by:

[0056] a) a (di)(Ci-C6)(alkyl)amino group, said alkyl group being able to be substituted by at least one hydroxy, amino, imidazolium group;

[0057] b) a heterocycloalkyl group containing 5 to 7 members and 1 to 3 heteroatoms, optionally cationic, optionally substituted by one or more (Ci-C6)alkyl groups, such as a di(Ci-C4)alkylpiperazinium group; or

[0058] c) a (Ci-C6)alkoxy group optionally substituted by one or more hydroxy groups such as a [3-hydroxyalkoxy] group and the corresponding addition salts.

[0059] Among the pyrimidine derivatives that can be mentioned are the compounds described, for example, in patents DE 2359399; JP 88-169571; JP 05-63124; EP 0770375 or patent application WO 96 / 15765, such as 2,4,5,6-tetraaminopyrimidine, 4-hydroxy-2,5,6-triaminopyrimidine, 2-hydroxy-4,5,6-triaminopyrimidine, 2,4-dihydroxy-5,6-diaminopyrimidine, 2,5,6-triaminopyrimidine and their addition salts and their tautomeric forms, where a tautomeric equilibrium exists.

[0060] Among the pyrazole derivatives that can be mentioned are the compounds described in patents DE 3843892, DE 4133957 and patent applications WO 94 / 08969, WO 94 / 08970, FR A-2 733 749 and DE 195 43 988, such as 4,5-diamino-l-methylpyrazole, 4,5-diamino-l-(b-hydroxyethyl)pyrazole, 3,4-diaminopyrazole, 4,5-diamino-l-(4'-chlorobenzyl)pyrazole, 4,5-diamino-1,3-dimethylpyrazole, 4,5-diamino-3-methyl-l-phenylpyrazole, 4,5-diamino-1-methyl-3-phenylpyrazole, the 4-amino-1,3-dimethyl-5-hydrazinopyrazole, 1-benzyl-4,5-diamino-3-methylpyrazole, 4,5-diamino-3-tert-butyl-1-methylpyrazole, 4,5-diamino-1-tert-butyl-3-methylpyrazole, 4,5-diamino-1-(β-hydroxyethyl)-3-methylpyrazole, 4,5-diamino-1-ethyl-3-methylpyrazole, 4,5-diamino-1-ethyl-3-(4'-methoxyphenyl)pyrazole, 4,5-diamino-1-ethyl-3-hydroxymethylpyrazole, 4,5-diamino-3-hydroxymethyl-1-methylpyrazole, 4,5-diamino-3-hydroxymethyl-1-isopropylpyrazole, 4,5-Diamino-3-methyl-l-isopropylpyrazole, 4-amino-5-(2'-aminoethyl)amino-l,3-dimethylpyrazole, 3,4,5-triaminopyrazole, l-methyl-3,4,5-triaminopyrazole, 3,5-diamino-l-methyl-4-methylaminopyrazole, 3,5-diamino-4-(β-hydroxyethyl)amino-1-methylpyrazole and the corresponding addition salts. 4,5-diamino-l-(β-methoxyethyl)pyrazole may also be used.

[0061] A 4,5-diaminopyrazole will preferably be used and even more preferably 4,5-diamino-l-(b-hydroxyethyl)pyrazole and / or a corresponding salt, for example 4,5-diamino-l-(b-hydroxyethyl)pyrazole sulfate.

[0062] Pyrazole derivatives that may also be mentioned include diamino-N,N-dihydropyrazolopyrazolones and in particular those described in patent application FR-A-2 886 136, such as the following compounds and their corresponding addition salts: 2,3-diamino-6,7-dihydro-1H,5H-pyrazolo[1H,2-a]pyrazol-1-one, 2-amino-3-ethylamino-6,7-dihydro-1H,5H-pyrazolo[1H,2-a]pyrazol-1-one, 2-amino-3-isopropylamino-6,7-dihydro-1H,5H-pyrazolo[1H,2-a]pyrazol-1-one, 2-amino-3-(pyrrolidin-l-yl)-6,7-dihydro-lH,5H-pyrazolo[l,2-a]pyrazol-l-one, 4,5-diamino-1,2-dimethyl-1,2-dihydropyrazol-3-one, 4,5-diamino-1,2-diethyl-1,2-dihydropyrazol-3-one, 4,5-diamino-1,2-di-(2-hydroxyethyl)-1,2-dihydropyrazol-3-one, 2-amino-3-(2-hydroxyethyl)amino-6,7-diliydro-1H,5H-pyrazolo[l,2-a]pyrazol-1-one, 2-amino-3-dimethylamino-6,7-dihydro-lH,5H-pyrazolo[l,2-a]pyrazol-l-one, 2,3-diamino-5,6,7,8-tetrahydro-lH,6H-pyridazino[l,2-a]pyrazol-l-one, 4-amino-l,2-diethyl-5-(pyrrolidin-1-yl)-1,2-dihydropyrazol-3-one, 4-amino-5-(3-dimethylaminopyrrolidin-1 -yl)-1,2-diethyl-1,2-dihydropyrazol-3-one, 2,3-diamino-6-hydroxy-6,7-dihydro-1H,5H-pyrazolo[ 1,2-a]pyrazol-1 -one. ,

[0063] Preferably, among the oxidation bases, para-toluenediamine, para-aminophenol, 4,5-diamino-l-(b-hydroxyethyl)pyrazole sulfate, and mixtures thereof will be used.

[0064] Preferably, the oxidation couplers are chosen from meta-phenylenediamines, meta-aminophenols, meta-diphenols, naphthalene-based coupling agents and heterocyclic coupling agents, their salts, their solvates, and their mixtures.

[0065] Examples include 1,3-dihydroxybenzene, 1,3-dihydroxy-2-methylbenzene, 4-chloro-1,3-dihydroxybenzene, 2,4-diamino-1-(β-hydroxyethyloxy)benzene, 2-amino-4-(β-hydroxyethylamino)-1-methoxybenzene, 1,3-diaminobenzene, 1,3-bis(2,4-diaminophenoxy)propane, 3-ureidoaniline, 3-ureido-1-dimethylaminobenzene, sesamol, 1β-hydroxyethylamino-3,4-methylenedioxybenzene, α-naphtol, 2-methyl-1-naphtol, 6-hydroxyindole, 4-hydroxyindole, 4-hydroxy-N-methylindole, 2-amino-3-hydroxypyridine, 6-Hydroxybenzomorpholine, 3,5-diamino-2,6-dimethoxypyridine, 1-N-(B-hydroxyethyl)amino-3,4-methylenedioxybenzene, 2,6-bis(B-hydroxyethylamino)toluene, 4-amino-2-hydroxytoluene, 2-methyl-5-hydroxyethylaminophenol, 6-hydroxyindoline, 2,6-dihydroxy-4-methylpyridine, 1H-3-methylpyrazol-5-one, 1-phenyl-3-methylpyrazol-5-one, 2,6-dimethylpyrazolo[l,5-b]-l,2,4-triazole, 2,6-dimethyl[3,2-c]-l,2,4-triazole and 6-methylpyrazolo[l,5-a]benzimidazole, 2-methyl-5-aminophenol, 5-N-(B-hydroxyethyl)amino-2-methylphenol, 3-aminophenol, 3-amino-2-chloro-6-methylphenol, 5-amino-6-chloro-o-cresol, 2-[3-amino-4-methoxyphenyl]amino)ethanol and the corresponding addition salts with an acid.

[0066] Preferably, among the oxidation couplers, 4-amino-2-hydroxytoluene, 2-methyl-5-hydroxyethylaminophenol, 6-hydroxyindole, 5-amino-6-chloro-o-cresol, and mixtures thereof shall be used.

[0067] In general, the addition salts of oxidation bases or oxidation couplers that can be used in the context of the invention are in particular chosen from addition salts with an acid, such as hydrochlorides, hydrobromides, sulfates, citrates, succinates, tartrates, lactates, tosylates, benzenesulfonates, phosphates and acetates.

[0068] Advantageously, when oxidation dye precursors are present in composition (C), the total content of oxidation dye precursors ranges from 0.01% to 20% by weight, preferably from 0.05% to 15% by weight, more preferably from 0.1% to 10% by weight, even more preferably from 0.5% to 10% by weight, better from 0.7% to 6% by weight, relative to the total weight of composition (C).

[0069] Advantageously, when oxidation bases are present in composition (C), the total content of oxidation bases ranges from 0.01% to 20% by weight, preferably from 0.05% to 15% by weight, more preferably from 0.1% to 10% by weight, even more preferably from 0.5% to 10% by weight, better from 0.6% to 5% by weight relative to the total weight of composition (C).

[0070] Advantageously, when oxidation couplers are present in composition (C), the total content of oxidation couplers ranges from 0.01% to 20% by weight, preferably from 0.05% to 15% by weight, more preferably from 0.1% to 10% by weight, even more preferably from 0.5% to 10% by weight, better from 0.6% to 5% by weight relative to the total weight of composition (C).

[0071] Advantageously, the colouring agent(s) chosen from direct colourings, oxidation colour precursors, and mixtures thereof, are present in composition (C) in a content ranging from 0.001% to 20% by weight, preferably from 0.005% to 15% by weight, relative to the total weight of composition (C).

[0072] Preferably, the composition (C) comprises one or more coloring agents selected from direct dyes, preferably from ionic direct dyes, more preferably from cationic direct dyes. Chemical oxidizing agents

[0073] Composition (C) may further comprise one or more chemical oxidizing agents.

[0074] For the purposes of this invention, "chemical oxidizing agent" means an oxidizing agent other than oxygen from the air.

[0075] The chemical oxidizing agents (or bleaching agents) usable in the present invention may be chosen from hydrogen peroxide, urea peroxide, alkali metal bromates, persalts such as perborates and persulfates, in particular sodium persulfate, potassium persulfate and ammonium persulfate, peracids and oxidase enzymes (with their possible cofactors) including peroxidases, 2-electron oxidoreductases such as uricases and 4-electron oxygenases such as laccases, and mixtures thereof; more preferably, the chemical oxidizing agents are chosen from hydrogen peroxide, persalts, and mixtures thereof, even more preferably from hydrogen peroxide.

[0076] According to a preferred embodiment, the composition (C) comprises one or more chemical oxidizing agents, preferably hydrogen peroxide.

[0077] According to another embodiment, composition (C) does not contain a chemical oxidizing agent.

[0078] Advantageously, when the composition (C) comprises one or more chemical oxidizing agents, the total content of chemical oxidizing agents ranges from 0.1% to 40% by weight, preferably from 1% to 30% by weight, more preferably from 2% to 20% by weight, even more preferably from 3% to 15% by weight relative to the total weight of the composition (C). Organic solvents

[0079] Composition (C) may comprise one or more organic solvents.

[0080] Examples of organic solvents include lower C1-C4 alkanols such as ethanol and isopropanol; polyols and polyol ethers such as 2-butoxyethanol, 1,2-hexanediol, propylene glycol, pentylene glycol, propylene glycol monomethyl ether, diethylene glycol monoethyl ether and monomethyl ether, as well as aromatic alcohols, in particular aromatic monoalcohols such as benzyl alcohol, phenoxyethanol, and mixtures thereof.

[0081] Organic solvents may be present in a total content ranging from 1% to 80% by weight, preferably from 5% to 70% by weight and more preferably from 10% to 40% by weight relative to the total weight of the composition (C).

[0082] Composition (C) may be aqueous. The water content may range from 1% to 90% by weight, preferably from 10% to 80% by weight, more preferably from 20% to 75% by weight relative to the total weight of composition (C). Additives

[0083] Composition (C) may contain any adjuvant or additive commonly used.

[0084] Among the additives that may be contained in the composition, we can mention reducing agents, softeners, anti-foaming agents, moisturizing agents, clays, mineral fillers, UV filters, peptizers, perfumes, anionic, cationic, non-ionic or amphoteric surfactants, proteins, vitamins, polymers, preservatives, oils, waxes other than silicones in wax form, and mixtures thereof.

[0085] According to a particular embodiment, composition (C) is free of CP copolymer as described below. Composition (B)

[0086] The composition (B) implemented in the process according to the present invention comprises one or more polymers P as defined above.

[0087] The polymer(s) P can be chosen from homopolymers, i.e. polymers entirely formed of repeating units of a single monomer of formula (I), and copolymers obtained by copolymerization of at least two monomers, at least one of which is of formula (I). CP copolymers

[0088] Preferably, the polymer(s) P are chosen from the copolymers CP obtained by the polymerization of: - 0% to 99% by weight, relative to the total weight of the monomers, of at least one monomer A selected from 2-ethylhexyl acrylate, 2-ethylhexyl methacrylate, isobornyl acrylate, isobornyl methacrylate, and mixtures thereof; - 1% to 20% by weight, relative to the total weight of the monomers, of at least one monomer B of formula (I): in which: • Ra represents a hydrogen atom or a (Ci-C4)alkyl group, linear or branched, preferably Ra represents a methyl group, • Rb and Rc, whether identical or different, represent a hydrogen atom or a linear or branched (Ci-C4)alkyl group; preferably Rb and Rc represent a hydrogen atom, • Rd represents a (Ci-C4)alkyl group, linear or branched, preferably Rd represents a methyl group, and • L represents a linear or branched (Ci-C6)alkylene or cycloalkylene group; in particular, L represents a (Ci-C4)alkylene group, preferably L represents ethylene; and - 0% to 99% by weight relative to the total weight of monomers, of at least one monomer C chosen from Ci-C4 alkyl acrylates, Ci-C4 alkyl methacrylates, silicone macromonomers, and mixtures thereof; it being understood that CP copolymers are obtained by polymerization of at least one monomer B with at least one monomer A and / or at least one monomer C.

[0089] CP copolymers can be statistical, alternating (block) or gradient copolymers.

[0090] Preferably, CP copolymers are statistical copolymers.

[0091] For the purposes of the present invention, "statistical copolymer" means a copolymer formed of macromolecules in which the sequential distribution of the monomer units B, A (if present), and C (if present) obeys known statistical laws. In other words, in a statistical copolymer, the different monomers follow one another in any order. Statistical copolymers are also called random copolymers. For example, the sequence of a statistical copolymer, formed of monomers A and B, could be the following: AABABBBBAABA.

[0092] CP copolymers are preferably devoid of monomeric units different from monomer B, A and C. Monomer A

[0093] CP copolymers can be obtained by polymerizing at least one monomer A selected from 2-ethylhexyl acrylate, 2-ethylhexyl methacrylate, isobornyl acrylate, isobornyl methacrylate, and mixtures thereof.

[0094] According to a first variant of the invention, the CP copolymers are devoid of monomer(s) A. In other words, the CP copolymers are then made up of monomers B and monomers C as defined above.

[0095] According to a second embodiment of the invention, the CP copolymers comprise from 50% to 99% by weight, and preferably from 55% to 95% by weight, of at least one monomer A selected from 2-ethylhexyl acrylate, 2-ethylhexyl methacrylate, isobornyl acrylate, isobornyl methacrylate, and mixtures thereof, relative to the total weight of the monomers.

[0096] 2-Ethylhexyl acrylate, also called 2-ethylhexyl prop-2-enoate, is a compound with the molecular formula CnH2O02, and the semi-developed formula:

[0097] As an example of 2-ethylhexyl acrylate, one can notably cite that marketed under the name 2-Ethylhexyl acrylate by the Sigma-Aldrich Company.

[0098] 2-Ethylhexyl methacrylate, also called 2-ethylhexyl 2-methylprop-2-enoate, is a compound with the molecular formula C12H22O2, and the structural formula:

[0099] As an example of 2-ethylhexyl methacrylate, one can notably cite that marketed under the name 2-Ethylhexyl methacrylate by the Sigma-Aldrich Company.

[0100] Isobornyl acrylate is a compound with the molecular formula C13H20O2, and the semi-developed formula:

[0101] As an example of isobornyl acrylate, one can notably cite that marketed under the name Isobornyl acrylate by the Sigma-Aldrich Company.

[0102] Isobornyl methacrylate is a compound with the molecular formula C14H22O2, and the structural formula:

[0103] As an example of isobornyl methacrylate, one can notably cite that marketed under the name Isobornyl methacrylate by the Sigma-Aldrich Company.

[0104] Preferably, monomer A is at least 2-ethylhexyl acrylate and / or isobornyl acrylate.

[0105] According to a third embodiment of the invention, the CP copolymers comprise at least one monomer A selected from 2-ethylhexyl acrylate, 2-ethylhexyl methacrylate, isobornyl acrylate, isobornyl methacrylate, and mixtures thereof, in quantities less than 50% relative to the total weight of monomers, preferably between 0.01 and 49.9% relative to the total weight of monomers. Monomer B

[0106] CP copolymers are obtained by polymerizing 1% to 20% by weight, and preferably 5% to 15% by weight, relative to the total weight of the monomers, of at least one monomer B of formula (I): in which: • Ra represents a hydrogen atom or a (Ci-C4)alkyl group, linear or branched, preferably Ra represents a methyl group, • Rb and Rc, whether identical or different, represent a hydrogen atom or a linear or branched (Ci-C4)alkyl group; preferably Rb and Rc represent a hydrogen atom, • Rd represents a linear or branched (CrC4)alkyl group, preferably Rd represents a methyl group, and • L represents a (Ci-C6)alkylene group, linear or branched, or cycloalkylene, preferably L represents a (CrC4)alkylene group, more preferably L represents ethylene.

[0107] Preferably, monomer(s) B are chosen from acetoacetoxyethyl acrylate, acetoacetoxyethyl methacrylate, and mixtures thereof, and more preferably, monomer B is acetoacetoxyethyl methacrylate.

[0108] Acetoacetoxyethyl acrylate is a compound with the molecular formula C9H12O5, and the semi-developed formula:

[0109] As an example of acetoacetoxyethyl acrylate, one can notably cite that marketed under the name Butanoic acid, 3-oxo-,2-[(l-oxo-2-propen-l-yl)oxy]ethyl ester by the Alfa Chemistry Company.

[0110] Acetoacetoxyethyl methacrylate is a compound with the molecular formula Ci0Hi4O5, and the semi-developed formula:

[0111] One example of acetoacetoxyethyl methacrylate is that marketed under the name Eastman™ AAEM by the Eastman Company. Monomer C

[0112] CP copolymers can be obtained by polymerizing 0% to 99% by weight of at least one monomer C selected from Ci-C4 alkyl acrylates, Ci-C4 alkyl methacrylates, silicone macromonomers, and mixtures thereof, relative to the total weight of monomers.

[0113] Thus, according to a variant of the invention, the CP copolymers are devoid of monomer(s) C. In other words, the CP copolymers are then made up of monomer(s) B and monomer(s) A as defined above.

[0114] Preferably, the monomer(s) C are chosen from CrC4 alkyl acrylates and / or CrC4 alkyl methacrylates.

[0115] Among the CrC4 alkyl acrylates and CrC4 alkyl methacrylates suitable for the invention, particular examples include methyl acrylate, ethyl acrylate, n-propyl acrylate, isopropyl acrylate, n-butyl acrylate, isobutyl acrylate, tert-butyl acrylate, methyl methacrylate, ethyl methacrylate, n-propyl methacrylate, isopropyl methacrylate, n-butyl methacrylate, isobutyl methacrylate, tert-butyl methacrylate and mixtures thereof.

[0116] More preferably, the monomer(s) C are chosen from isobutyl acrylate, tert-butyl acrylate, isobutyl methacrylate, and mixtures thereof.

[0117] Isobutyl acrylate is a compound with the molecular formula C7Hi2O2 and the semi-structural formula:

[0118] As an example of isobutyl acrylate, one can notably cite that marketed under the name isobutyl acrylate by the Sigma Aldrich Company.

[0119] Tert-butyl acrylate is a compound with the molecular formula C7Hi2O2 and the semi-structural formula: O ch3 / CH3 ch3

[0120] As an example of tert-butyl acrylate, one can notably cite that marketed under the name tert-butyl acrylate by the Sigma Aldrich Company.

[0121] Isobutyl methacrylate is a compound with the molecular formula C8Hi4O2 and the semi-structural formula: CH3 CH3

[0122] As an example of isobutyl methacrylate, one can notably cite that marketed under the name isobutyl methacrylate by the Sigma Aldrich Company.

[0123] According to another preferred embodiment, at least one monomer C is a silicone macromonomer.

[0124] The term "siliconized macromonomer" refers to a siliconized macromolecule with a terminal group that enables it to act as a monomer. Siliconized macromonomers will contribute a single monomer unit to a chain of the terminated macromolecule.

[0125] Regarding silicone macromonomers, this may in particular refer to polydimethylsiloxanes with a terminal monoacryloyloxy or monomethacryloyloxy group, and especially those of formula (II): in which: - R8 designates a hydrogen atom or a methyl group, preferably methyl; - R9 designates a divalent hydrocarbon group, linear or branched, preferably linear, having from 1 to 10 carbon atoms and possibly containing one or two ether -O- bonds; preferably ethylene, propylene or butylene; - Rio designates a linear or branched alkyl group, having from 1 to 10 carbon atoms, in particular from 2 to 8 carbon atoms; preferably methyl, ethyl, propyl, butyl or pentyl; - n denotes an integer ranging from 1 to 300, preferably ranging from 3 to 200.

[0126] This may include polydimethylsiloxane methacrylates and in particular those marketed under the name MCR-M17 by Gelest Inc. or x-22-2475 and x-22-2426 by Shin Etsu.

[0127] The silicone macromonomers particularly suitable for the invention have an average molecular mass by weight (Mw) ranging from 200 g.mol1 to 100000 g.mol1, and more preferably from 400 g.mol1 to 20000 g.mol1.

[0128] In particular, at least one monomer (C) is a silicone macromonomer, more particularly selected from silicone macromonomers having a glass transition temperature Tg less than or equal to 25 °C, more particularly between -100 °C and 25 °C, and preferably between -90 °C and 0 °C.

[0129] According to a preferred embodiment, at least one monomer (C) is a polydimethylsiloxane with a terminal mono(meth)acryloyloxy group. Preparation of CP copolymers

[0130] The CP copolymers according to the invention can be prepared by radical polymerization of at least one monomer B with at least one monomer A, if present, and / or at least one monomer C, if present, as described above. The mixture of monomers to be polymerized, generally in an organic medium having a boiling point greater than or equal to 60 °C, can be formed at the very beginning of the polymerization reaction or be formed as the polymerization progresses by the gradual or sequential addition of certain monomers. The polymerization of these monomers is carried out in the presence of an initiator.

[0131] As suitable organic media for the preparation of copolymers, solvents such as isododecane, ethanol, ethyl acetate, tetrahydrofuran, methyltetrahydrofuran, or methyl ethyl ketone and mixtures thereof may be mentioned in particular.

[0132] According to one method of preparation, the synthesis medium is a mixture of several solvents, in particular two solvents with different boiling points. When the synthesis medium contains several solvents with different boiling points, in particular two solvents, it is possible, at the end of the synthesis of the CP copolymers, to eliminate the solvent(s) with the lowest boiling point(s), possibly after adding a medium with a higher boiling point that is identical or different from the solvent with the highest boiling point constituting the synthesis medium.

[0133] According to this embodiment, the synthesis medium is chosen such that the monomers B and A and / or C of the copolymers and the initiator are soluble in it.

[0134] Preferably, the monomers are present in the synthesis solvent, before polymerization, in a content ranging from 5% to 45% by weight, relative to the total weight of the synthesis medium.

[0135] The monomers to be polymerized can be introduced into the synthesis medium before the start of the polymerization reaction either progressively or sequentially, as the polymerization progresses.

[0136] This polymerization is carried out in the presence of an initiator, in particular of the peroxide or azo type.

[0137] In particular, the initiator may be selected from tert-butylperoxy-2-ethylhexanoate, such as Trigonox 21S marketed by AkzoNobel, 2,5-dimethyl-2,5-di(2-ethylhexanoylperoxy)hexane, such as Trigonox 141 marketed by AkzoNobel, tert-butylperoxypivalate, such as Trigonox 25C75 marketed by AkzoNobel, tazobisisobutyronitrile (AIBN), and 2,2'-azo-bis(2-amidinopropane) dihydrochloride (V50). Preferably, the initiator is tert-butylperoxy-2-ethylhexanoate, such as Trigonox 21S marketed by AkzoNobel.

[0138] Preferably, polymerization is carried out at a temperature ranging from 70 °C to 110 °C.

[0139] According to a particular embodiment of the invention, the synthesis of CP copolymers is carried out in a mixture of two solvents with different boiling points, in particular in a mixture of isododecane and ethyl acetate. At the end of the reaction, the solvent with the lower boiling point, in particular ethyl acetate, is removed, notably by distillation. In this case, the final synthesis yields a composition comprising the CP copolymers in the solvent with the higher boiling point, in particular isododecane.

[0140] According to a preferred embodiment, the CP copolymers used have weight masses ranging from 5000 g.mol1 to 1000000 g.mol1, more preferably ranging from 10000 g.mol1 to 500000 g.mol' and even more preferably ranging from 15000 g.mol1 to 350000 g.mol'.

[0141] Preferably, the CP copolymers are obtained by copolymerization of: - 2-ethylhexyl acrylate, isobomyl acrylate and acetoacetoxyethyl methacrylate, preferably in a mass ratio of 2-ethylhexyl acrylate / isobomyl acrylate / acetoacetoxyethyl methacrylate of 30 / 60 / 10; or - isobutyl acrylate, tert-butyl acrylate and acetoacetoxyethyl methacrylate, preferably in a mass ratio of isobutyl acrylate / tert-butyl acrylate / acetoacetoxyethyl methacrylate of 25 / 65 / 10; or - of isobutyl methacrylate, isobutyl acrylate and acetoacetoxyethyl methacrylate, preferably in a mass ratio of isobutyl methacrylate / isobutyl acrylate / acetoacetoxyethyl methacrylate of 70 / 20 / 10; or - of isobornyl acrylate and acetoacetoxyethyl methacrylate, preferably in a mass ratio of isobornyl acrylate / acetoacetoxyethyl methacrylate of 95 / 5.

[0142] More preferably, CP copolymers are obtained by copolymerization of isobutyl acrylate, tert-butyl acrylate and acetoacetoxyethyl methacrylate, preferably in a mass ratio of isobutyl acrylate / tert-butyl acrylate / acetoacetoxyethyl methacrylate of 25 / 65 / 10.

[0143] Preferably, composition (B) comprises a total polymer P content of 1% to 30% by weight, preferably of 2% to 20% by weight, more preferably of 5% to 15% by weight, relative to the total weight of composition (B).

[0144] More preferably, composition (B) comprises a total CP copolymer content of 1% to 30% by weight, preferably of 2% to 20% by weight, more preferably of 5% to 15% by weight, relative to the total weight of composition (B).

[0145] According to a preferred embodiment, the composition (B) comprises one or more CP copolymers obtained by copolymerization of isobutyl acrylate, tert-butyl acrylate and acetoacetoxyethyl methacrylate, preferably in a mass ratio of isobutyl acrylate / tert-butyl acrylate / acetoacetoxyethyl methacrylate of 25 / 65 / 10 in a total content of 1% to 30% by weight, preferably of 2% to 20% by weight, more preferably of 5% to 15% by weight, relative to the total weight of the composition (B). Hydrocarbon compounds

[0146] Composition (B) preferably further comprises b) one or more hydrocarbon compounds comprising from 6 to 16 carbon atoms.

[0147] In this application, "hydrocarbon compound" means a compound consisting solely of carbon and hydrogen atoms.

[0148] Preferably, the hydrocarbon compound(s) comprise from 8 to 14 carbon atoms, and are selected from: - C8 to CM branched alkanes (or C8-Ci4 isoalkanes, also called C8-Ci4 isoparaffins), particularly C10 to CM such as isododecane (also called 2,2,4,4,6-pentamethylheptane), isodecane, and for example the oils sold under the trade names Isopars or Permetyls, - linear C8 to CM alkanes (or C8-Ci4 n-alkanes also called C8-CM n-paraffins) and in particular C10 to C14 such as n-dodecane (Ci2) and n-tetradecane (CM) sold by Sasol respectively under the references Parafol 12-97 and Parafol 14-97, as well as their mixtures, the undecane-tridecane mixture, the mixtures of n-undecane (Cn) and n-tridecane (Ci3) obtained in examples 1 and 2 of application WO2008 / 155059 of Société Cognis, and their mixtures.

[0149] Preferably, the hydrocarbon compound(s) are chosen from C8 to CM branched alkanes, more preferably from C10 to CM branched alkanes and even better from C12 to Ci4 branched alkanes.

[0150] According to a particularly preferred embodiment, composition (B) comprises isododecane.

[0151] Preferably, the total content of hydrocarbon compounds b) in composition (B) ranges from 1% to 60% by weight, preferably from 1% to 50% by weight, more preferably from 2% to 40% by weight, even more preferably from 3% to 30% by weight, relative to the total weight of composition (B).

[0152] Preferably, the total content of hydrocarbon compounds selected from C8 to C[4va] branched alkanes is 1% to 60% by weight, preferably 1% to 50% by weight, more preferably 2% to 40% by weight, even more preferably 3% to 30% by weight, relative to the total weight of the composition (B).

[0153] More preferably, the total isododecane content ranges from 1% to 60% by weight, preferably from 1% to 50% by weight, more preferably from 2% to 40% by weight, even more preferably from 3% to 30% by weight, relative to the total weight of the composition (B).

[0154] Oxygenated hydrocarbon compounds Composition (B) preferably further comprises (c) one or more oxygenated hydrocarbon compounds comprising from 4 to 30 carbon atoms and at least 2 oxygen atoms.

[0155] In this application, "oxygenated hydrocarbon compound" means a compound consisting solely of carbon, oxygen and hydrogen atoms.

[0156] According to the invention, oxygenated hydrocarbon compounds comprising from 4 to 30 carbon atoms and at least 2 oxygen atoms are different from hydrocarbon compounds b) comprising from 6 to 16 carbon atoms.

[0157] Preferably, the oxygenated hydrocarbon compound(s) comprise from 4 to 20 carbon atoms, more preferably from 4 to 10 and even better from 6 to 8 carbon atoms.

[0158] Preferably, the oxygenated hydrocarbon compound(s) comprise from 2 to 6 oxygen atoms, more preferably from 2 to 4 oxygen atoms and even better 2 or 3 oxygen atoms.

[0159] Such compounds may, for example, be chosen from: (i) polyols, such as glycerol, propylene glycol, ethylene glycol, pentaerythritol, trimethylolpropane, 1,3-propanediol, pentane-l,2-diol, caprylyl glycol (octane-l,2-diol), butylene glycol, isoprene glycol, pentylene glycol, hexylene glycol, glycerol, polyglycerols, such as glycerol oligomers like diglycerol, polyethylene glycols; ii) polyol ethers such as 2-butoxyethanol, propylene glycol monomethyl ether, diethylene glycol monoethyl ether and monomethyl ether, diethylene glycol monobutyl ether (also known as butoxydiglycol); iii) esters comprising 4 to 10 carbon atoms, such as ethyl acetate, propyl acetate, N-butyl acetate, isoamyl acetate; - and mixtures of these compounds.

[0160] Examples of preferred compounds are hexylene glycol, diethylene glycol monobutyl ether, N-butyl acetate, isoamyl acetate, and mixtures thereof. In a preferred embodiment, the composition comprises at least two different oxygenated hydrocarbon compounds as defined above, more preferably belonging to two different families from among families i), ii), and iii) defined above. Advantageously, the composition comprises at least one oxygenated hydrocarbon compound selected from polyols (i), for example, hexylene glycol, and at least one oxygenated hydrocarbon compound selected from polyol ethers (ii) and esters (iii) comprising from 4 to 10 carbon atoms, for example, from diethylene glycol monobutyl ether and N-butyl acetate. More preferably, composition (B) comprises hexylene glycol and N-butyl acetate.

[0161] Preferably, the total content of oxygenated hydrocarbon compounds c) ranges from 5% to 95% by weight, preferably from 10% to 95% by weight, more preferably from 15% to 90% by weight, even more preferably from 20% to 85% by weight and better still from 25% to 80% by weight, relative to the total weight of the composition (B).

[0162] Preferably, the total content of oxygenated hydrocarbon compounds c) selected from hexylene glycol, diethylene glycol monobutyl ether, N-butyl acetate, isoamyl acetate, and mixtures thereof shall be from 5% to 95% by weight, preferably from 10% to 95% by weight, more preferably from 15% to 90% by weight, even more preferably from 20% to 85% by weight and better still from 25% to 80% by weight, relative to the total weight of composition (B).

[0163] According to a preferred embodiment, composition (B) comprises at least one oxygenated hydrocarbon compound selected from polyols i), for example hexylene glycol, in a content of 5% to 25% by weight, relative to the total weight of composition (B); and at least one oxygenated hydrocarbon compound selected from polyol ethers ii) and esters iii) comprising 4 to 10 carbon atoms, for example from diethylene glycol monobutyl ether and N-butyl acetate, in a total content of 15% to 80% by weight, relative to the total weight of composition (B).

[0164] Monoalcohols Composition (B) preferably further comprises d) one or more monoalcohols selected from the Ci-C4 alkanols, such as ethanol, isopropanol and mixtures thereof.

[0165] Preferably, composition (B) comprises ethanol.

[0166] When present, the total content of Ci-C4 alkanol(s) in composition (B) is preferably from 1% to 40% by weight, more preferably from 2% to 30% by weight, more preferably from 5% to 20% by weight, relative to the total weight of composition (B).

[0167] Preferably, composition (B) comprises ethanol in a total content of 1% to 40% by weight, preferably 2% to 30% by weight, more preferably 5% to 20% by weight, relative to the total weight of composition (B).

[0168] Preferably, composition (B) further comprises b) one or more hydrocarbon compounds comprising from 6 to 16 carbon atoms and c) one or more oxygenated hydrocarbon compounds comprising from 4 to 30 carbon atoms and at least 2 oxygen atoms.

[0169] Preferably, composition (B) further comprises b) one or more hydrocarbon compounds comprising from 6 to 16 carbon atoms and c) one or more oxygenated hydrocarbon compounds comprising from 4 to 30 carbon atoms and at least 2 oxygen atoms and d) one or more monoalcohols selected from the Ci-C4 alkanols, such as ethanol, isopropanol and mixtures thereof.

[0170] Non-amine silicones Composition (B) preferably includes further (e) one or more non-amine silicones, i.e. at least one silicone different from the amine silicones.

[0171] In a manner known per se, "silicone" means all organosilicon polymers or oligomers with linear or cyclic, branched or cross-linked structure, of variable molecular weight, obtained by polymerization and / or polycondensation of suitably functionalized silanes, and consisting essentially of a repetition of principal motifs in which silicon atoms are linked together by oxygen atoms (siloxane bond -Si-O-Si-), with hydrocarbon radicals possibly substituted, being directly linked via a carbon atom to said silicon atoms.

[0172] For the purposes of the invention, non-amino silicones are different from P polymers, as well as from non-amino alkoxysilanes and / or their oligomers described below.

[0173] Aminated silicone means any silicone comprising at least one primary, secondary, tertiary amine group and / or at least one quaternary ammonium group.

[0174] The non-amine silicones that may be used may be volatile or non-volatile.

[0175] The non-amine silicones that may be used may be soluble or insoluble in the composition (B) according to the invention; they may be in the form of oil, wax, resin or gum form; silicone oils and silicone resins are preferred.

[0176] Silicones are described in detail in particular in Walter NOLL's book "Chemistry and Technology of Silicones" (1968), Academy Press.

[0177] Volatile silicones can be selected from those possessing a boiling point between 60 and 260°C (at atmospheric pressure), particularly among:

[0178] i) cyclic polydialkylsiloxanes comprising 3 to 7 silicon atoms, preferably 4 to 5, such as - octamethylcyclotetrasiloxane and decamethylcyclopentasiloxane. Examples include products marketed under the names "VOLATILE SILICONE 7207" by UNION CARBIDE or "SILBIONE 70045 V 2" by RHODIA, "VOLATILE SILICONE 7158" by UNION CARBIDE, and "SILBIONE 70045 V 5" by RHODIA. These are cyclocopolymers of the dimethylsiloxane / methylalkylsiloxane type with the following chemical structure: One example is "VOLATILE SILICONE FZ 3109" marketed by the company UNION CARBIDE. - mixtures of cyclic silicones with silicon-derived organic compounds, such as the mixture of octamethylcyclotetrasiloxane and tetratrimethylsilylpentaerythritol (50 / 50) and the mixture of octamethylcyclotetrasiloxane and oxy-l,l'-(hexa-2,2,2',2',3,3'-trimethylsilyloxy) bis-neopentane;

[0179] ii) linear polydialkylsiloxanes having 2 to 9 silicon atoms, which generally have a viscosity less than or equal to 5.106 m2 / s at 25°C, such as decamethyltetrasiloxane. Other silicones falling into this class are described in the article published in Cosmetics and toiletries, Vol. 91, Jan. 76, p. 27-32 - TODD & BYERS "Volatile Silicone fluids for cosmetics"; one can cite the product marketed under the name "SH 200" by the company TORAY SILICONE.

[0180] Among non-volatile silicones, one can cite, alone or in mixtures, polydialkylsiloxanes and in particular polydimethylsiloxanes (PDMS), polydiarylsiloxanes, polyalkylarylsiloxanes, silicone gums and resins, as well as organopolysiloxanes (or organomodified polysiloxanes, or organomodified silicones) which are polysiloxanes containing in their structure one or more organofunctional groups, generally fixed via a hydrocarbon group, and preferably chosen from aryl groups, alkoxy groups and polyoxyethylenated, or polyoxypropylenated groups.

[0181] Organomodified silicones may be polydiarylsiloxanes, in particular polydiphenylsiloxanes, and polyalkylarylsiloxanes functionalized with the organofunctional groups mentioned above. Polyalkylarylsiloxanes are particularly chosen from among polydimethyl / methylphenylsiloxanes, linear and / or branched polydimethyl / diphenylsiloxanes.

[0182] Among organomodified silicones, organopolysiloxanes comprising: -polyoxyethylene and / or polyoxypropylene groups possibly containing C6-C24 alkyl groups such as dimethicone copolyols, and in particular those marketed by DOW CORNING under the name DC 1248 or SILWET® L 722, L 7500, L 77, L 711 oils from UNION CARBIDE; or alkyl(C12)-methicone copolyols, and in particular those marketed by DOW CORNING under the name Q2-5200; - thiol groups, such as the products marketed under the names "GP 72 A" and "GP 71" from GENESEE; - alkoxylated groups, such as the product marketed under the name "SILICONE COPOLYMER F-755" by SWS SILICONES and ABIL WAX® 2428, 2434 and 2440 by the company GOLDSCHMIDT; - hydroxylated groups, such as polyorganosiloxanes with a hydroxyalkyl function; - acyloxyalkyl groups such as the polyorganosiloxanes described in US patent A-4957732. - anionic groups of the carboxylic acid type, as described for example in EPI86507, or of the alkyl-carboxylic type such as the product X-22-3701E from the company SHIN-ETSU; or of the 2-hydroxyalkylsulfonate or 2-hydroxyalkylthiosulfate type, such as the products marketed by the company GOLDSCHMIDT under the names "ABIL® S201" and "ABIL® S255".

[0183] Silicones can also be selected from polydialkylsiloxanes, among which the main examples are polydimethylsiloxanes with trimethylsilyl terminal groups. The following commercial products are examples of these polydialkylsiloxanes: - SILBIONE® oils from series 47 and 70 047 or MIRASIL® oils marketed by RHODIA such as, for example, oil 70 047 V 500 000; - the MIRASIL® series oils marketed by the RHODIA company; - oils from the 200 series of DOW CORNING such as DC200 with a viscosity of 60,000 mm2 / s; - VISCASIL® oils from GENERAL ELECTRIC and certain oils from the SF series (SF 96, SF 18) from GENERAL ELECTRIC.

[0184] We can also mention polydimethylsiloxanes with dimethylsilanol terminal groups known as dimethiconol (CTFA), such as the oils in the 48 series from the RHODIA company.

[0185] In this class of polydialkylsiloxanes, we can also mention the products marketed under the names "ABIL WAX® 9800 and 9801" by the company GOLDSCHMIDT which are polydialkyl (C1-C20) siloxanes.

[0186] Products more particularly usable according to the invention are mixtures such as mixtures formed from a chain-end hydroxylated polydimethylsiloxane, or dimethiconol (CTFA) and a cyclic polydimethylsiloxane also called cyclomethicone (CTFA) such as the product Q2-1401 marketed by DOW CORNING.

[0187] Polyalkylarylsiloxanes are particularly chosen from among polydimethyl / methylphenylsiloxanes, linear and / or branched polydimethyl / diphenylsiloxanes with viscosities ranging from 1.10-5 to 5.10-2m2 / s at 25°C.

[0188] Among these polyalkylarylsiloxanes, we can mention the products marketed under the following names: - SILBIONE® oils from the 70 641 series by RHODIA; - the oils from the RHODORSIL® 70 633 and 763 series from RHODIA; - DOW CORNING 556 COSMETIC GRAD FLUID oil from DOW CORNING; - silicones from the PK series by BAYER such as the PK20 product; - silicones from the PN, PH series from BAYER such as the PN1000 and PH1000 products; - certain oils from the SF series of GENERAL ELECTRIC such as SF 1023, SF 1154, SF 1250, SF 1265.

[0189] Silicones can also be selected from silicone resins. Generally speaking, the term "resin" refers to a compound with a three-dimensional structure. "Siliconized resins" are also called "silicon resins" or "siloxane resins." Thus, for the purposes of the present invention, a polydimethylsiloxane is not a silicone resin.

[0190] The silicone resin(s) according to the invention can be chosen from silicone resins having a molecular weight between 300 and 100,000 g / mol, preferably between 300 and 50,000 g / mol, more preferably between 300 and 30,000 g / mol. "Molecular weight" means average molecular weight (Mw).

[0191] The nomenclature for silicone resins (also called siloxane resins or silicone resins) is known as "MDTQ", the resin being described in based on the different siloxane monomeric units it comprises, each of the letters "MDTQ" characterizing a type of unit.

[0192] The letter “M” represents the Monofunctional unit of formula RlR2R3SiOi / 2, the silicon atom being bonded to a single oxygen atom in the polymer comprising this unit.

[0193] The letter “D” signifies a Difunctional unit R1 R2SiO2 / 2 in which the silicon atom is bonded to two oxygen atoms

[0194] The letter "T" represents a Trifunctional unit of formula RlSiO3 / 2.

[0195] Such resins are described, for example, in "Encyclopedia of Polymer Science" and Engineering, vol. 15, John and Wiley and Sons, New York, (1989), p. 265-270, and US 2,676,182, US 3,627,851, US 3,772,247, US 5,248,739 or even US 5,082,706, US 5,319,040, US 5,302, 685 and US 4,935,484.

[0196] In the motifs M, D, T defined above, R, namely RI, R2 and R3, represents a hydrocarbon radical (in particular alkyl) having from 1 to 10 carbon atoms, a phenyl group, a phenylalkyl group or a hydroxyl group.

[0197] Finally, the letter “Q” signifies a Tetrafunctional SiO4 / 2 unit in which the silicon atom is bonded to four oxygen atoms which are themselves bonded to the rest of the polymer.

[0198] Various silicone resins of different properties can be obtained from these different units, the properties of these polymers varying according to the type of monomers (or units), the nature and number of the radical R, the length of the polymer chain, the degree of branching and the size of the dangling chains.

[0199] As silicone resins that can be used in composition (B) according to the invention, silicone resins of type MQ, type T or type MQT may be used, for example.

[0200] MQ Resins: As an example of MQ type silicone resins, we can cite alkylsiloxysilicates of formula [(Rl)3SiOi / 2]x(SiO2)y (MQ units) in which x and y are integers from 50 to 80, and such that the RI group represents a radical as defined above, and preferably is an alkyl group having from 1 to 8 carbon atoms, or a hydroxyl group, preferably a methyl group.

[0201] Examples of MQ type solid silicone resins of the trimethylsiloxysilicate type include those marketed under the reference SR1000®, E 1 170-002® or SS 4230® by General Electric, under the reference TMS 803®, WACKER 803® and 804® by Wacker, under the name "KF-7312J®" by Shin-Etsu, "DC 749®", "DC 593®" by Dow Corning, and under the name Silsoft 74 by Momentive Performance Materials.

[0202] Phenylalkylsiloxysilicate resins, such as phenylpropyldimethylsiloxysilicate (Silshine 151® marketed by General Electric), are also examples of silicone resins comprising siloxysilicate MQ motifs. The preparation of such resins is described, in particular, in US patent 5817302.

[0203] T Resins: As an example of T-type silicone resins, we can cite polysilsesquioxanes of formula (RSiO3 / 2)x (T units) in which x is greater than 100 and such that the R group is an alkyl group having from 1 to 10 carbon atoms, said polysilsesquioxanes being able to further comprise Si-OH terminal groups.

[0204] Preferably, polymethylsilsesquioxane resins may be used in which R represents a methyl group, such as those marketed: - by Wacker under the reference Resin MK®, such as Belsil PMS MK®: a polymer comprising repeating CH3SiO3 / 2 units (T units), which may also comprise up to 1% by weight of (CH3)2SiO2 / 2 units (D units) and having an average molecular weight of approximately 10,000 g / mol, or - by the company SHIN-ETSU under the references KR 220L® which are composed of T units of the formula CH3SiO3 / 2 and have Si OH (silanol) terminal groups, under the reference KR-242A® which comprise 98% T units and 2% dimethyl D units and have Si-OH terminal groups, or under the reference KR 251® comprising 88% T units and 12% dimethyl D units and have Si-OH terminal groups or - by the company GRANT INDUSTRIES under the name GRANRESIN PMSQ ID with 80% polymethylsilsesquioxane in isododecane.

[0205] MQT Resins: As examples of resins containing MQT patterns, those cited in US document 5,110,890 are known.

[0206] A preferred form of MQT-type resins is MQT-propyl resins (also called MQTPr). Such resins usable in compositions according to the invention include, in particular, those described and prepared in application WO 2005 / 075542, the contents of which are incorporated herein by reference.

[0207] The MQ-T-propyl resin preferably comprises the following units: (i) (Rl3SiO1 / 2)a (ii) (R22SiO2 / 2)b (iii) (R3SiO3 / 2)c and (iv) (SiO4 / 2)d

[0208] With RI, R2 and R3 independently representing a hydrocarbon radical (in particular alkyl) having from 1 to 10 carbon atoms, a phenyl group, a group phenylalkyl or a hydroxyl group and preferably an alkyl radical having 1 to 8 carbon atoms or a phenyl group. a, b, c and d being mole fractions, a being between 0.05 and 0.5, b being between zero and 0.3, c being greater than zero, d being between 0.05 and 0.6, a + b + c + d=l, provided that more than 40% by mole of the R3 groups of the siloxane resin are propyl groups.

[0209] Preferably, the siloxane resin comprises the following units: (i) (Rl3SiO1 / 2)a (iii) (R3SiO3 / 2)c and (iv) (SiO4 / 2)d With RI and R3 independently representing an alkyl group having from 1 to 8 carbon atoms, RI being preferably a methyl group and R3 being preferably a propyl group, a being between 0.05 and 0.5, preferably between 0.15 and 0.4, c being greater than zero, preferably between 0.15 and 0.4, d being between 0.05 and 0.6, preferably between 0.2 and 0.6, or between 0.2 and 0.55, a + b + c + d = l, eta, b, cetd being mole fractions, provided that more than 40% by mole of the R3 groups of the siloxane resin are propyl groups.

[0210] The siloxane resins usable according to the invention can be obtained by a process comprising the reaction of: A) an MQ resin comprising at least 80% by moles of (Rl3SiO1 / 2)a and (SiO4 / 2) units d RI representing an alkyl group having from 1 to 8 carbon atoms, an aryl group, a carbinol group, or an amino group, a and d being greater than zero, the a / d ratio being between 0.5 and 1.5; and B) of a propyl T resin comprising at least 80 mole percent of (R3SiO3 / 2)c units, R3 representing an alkyl group having from 1 to 8 carbon atoms, an aryl group, a carbinol group or an amino group, c being greater than zero, provided that at least 40% by moles of the R3 groups are propyl groups, where the mass ratio A / B is between 95:5 and 15:85, preferably the mass ratio A / B is 30:70.

[0211] Advantageously, the mass ratio A / B is between 95:5 and 15:85. Preferably, the A / B ratio is less than or equal to 70:30. These preferred ratios have been shown to allow comfortable deposition.

[0212] Preferably, the composition (B) comprises one or more non-amine silicones selected from polydialkylsiloxanes, in particular cyclic polydialkylsiloxanes having 3 to 7 silicon atoms, polydimethylsiloxanes with trimethylsilyl terminal groups, polydimethylsiloxanes with dimethylsilanol terminal groups (dimethiconols); silicone resins, in particular MQ type resins and T type resins, in particular polymethylsilsesquioxane resins; and mixtures thereof.

[0213] Preferably, the composition (B) comprises the non-amine silicone(s) in a total content of 0.25% to 25% by weight, more preferably 0.5% to 20% by weight, and more preferably 1% to 15% by weight, relative to the total weight of the composition (B).

[0214] Preferably, the total content of non-amine silicones selected from polydialkylsiloxanes; silicone resins in particular type MQ resins and type T resins, in composition (B) ranges from 0.25% to 25% by weight, more preferably from 0.5% to 20% by weight, and more preferably still from 1% to 15% by weight, relative to the total weight of composition (B).

[0215] Preferably, the total content of non-amine silicones selected from cyclic polydialkylsiloxanes comprising 3 to 7 silicon atoms, trimethylsilyl terminal polydimethylsiloxanes, dimethylsilanol terminal polydimethylsiloxanes (dimethiconols), polymethylsilsesquioxane resins; and mixtures thereof, in composition (B) ranges from 0.25% to 25% by weight, more preferably from 0.5% to 20% by weight, and more preferably still from 1% to 15% by weight, relative to the total weight of composition (B). Other characteristics of the composition (B)

[0216] The composition (B) may be in particular in the form of a suspension, dispersion, gel, emulsion, in particular an oil-in-water (O / W) or water-in-oil (W / O) emulsion, or multiple emulsions (W / O / W or polyol / O / W or O / O / O), in the form of a cream, foam, stick, vesicle dispersion, in particular of ionic or non-ionic lipids, bi-phase or multi-phase lotion.

[0217] Composition (B) may be aqueous or anhydrous.

[0218] Preferably, composition (B) is anhydrous.

[0219] By "anhydrous composition" is meant a composition comprising a water content of less than 5% by weight, preferably less than 3% by weight, relative to the weight of the composition. Preferably, this water content is less than 1% by weight, better less than 0.5%, or even less than 0.3% by weight, relative to the weight of the composition. More particularly, it does not comprise any water (0%). In particular, said anhydrous composition does not comprise any water added during its preparation; any residual water present may originate from the raw materials used during preparation. Optional steps of the process according to the invention

[0220] The method according to the invention may further comprise the following steps i') and / or iii): (i') application to keratin fibers of a composition (A) comprising one or more amino alkoxysilanes selected from the following compounds of formula (I) or (!'), their oligomers and / or mixtures thereof: in which: - Ra represents an alkyl group having from 1 to 20 carbon atoms, preferably from 1 to 10 carbon atoms, more preferably from 1 to 4 carbon atoms and in particular from 1 to 2 carbon atoms such as a methyl, said alkyl group possibly being substituted by an aryl group; an alkoxy group having from 1 to 10 carbon atoms, preferably from 1 to 4 carbon atoms and in particular from 1 to 2 carbon atoms such as an ethoxy; or an aryl group having from 6 to 12 carbon atoms; - Rb and Rc; identical or different, represent a hydrogen atom; an alkyl group having from 1 to 20 carbon atoms, preferably from 1 to 6 carbon atoms and in particular from 1 to 4 carbon atoms, in particular an ethyl group, it being understood that if Ra does not represent an alkoxy group, then Rb and Rc cannot simultaneously represent a hydrogen atom; - Rd and Re, identical or different, represent a hydrogen atom; an alkyl group having from 1 to 20 carbon atoms, preferably from 1 to 6 carbon atoms and in particular from 1 to 4 carbon atoms; a cycloalkyl group having from 3 to 20 carbon atoms; an aryl group having from 6 to 12 carbon atoms; an aminoalkyl group having from 1 to 20 carbon atoms; - A independently represents an alkylene group having from 1 to 10 linear or branched carbon atoms, which can be interrupted by at least one heteroatom chosen from O, S, NH or a carbonyl group (CO), preferably NH; - Q represents a carbonyl group (CO); - r denotes an integer ranging from 0 to 1; iii) application on keratin fibers of a composition (D), comprising one or more amino alkoxysilanes selected from compounds of formula (I) or (F) as defined above, their oligomers and / or mixtures thereof; it being understood that: - step i') is implemented between steps i) and ii); and - step iii) is implemented after step ii); and - Composition (A) is different from compositions (B) and (C); and - Composition (D) is different from compositions (B) and (C); and - composition (D) is different from or identical to composition (A), preferably identical to composition (A). Composition (A)

[0221] Composition (A) comprises one or more amino alkoxysilanes selected from compounds of formula (I) or (F) as defined above, their oligomers and / or mixtures thereof.

[0222] Among the alkoxysilanes of formula (I), their oligomers and / or mixtures, particular examples include 3-aminopropyltriethoxysilane (APTES), 3-aminopropylmethyldiethoxysilane (APMDES), 3-ureidopropyltrimethoxysilane and N-cyclohexylaminomethyltriethoxysilane.

[0223] APTES can, for example, be purchased from the company DOW CORNING under the name XIAMETER OFS-6011 SILANE or with the company MOMENTIVE PERFORMANCE MATERIALS under the name SILSOFT A-1100 or with the company SHIN ETSU under the name KBE-903.

[0224] The compounds of formula (I) may also refer to DYNASYLAN SIVO 210 or DYNASYLAN 1505 sold by the company EVONIK.

[0225] 3-ureidopropyltrimethoxysilane can for example be purchased from the company Gelest under the name SIU9058.0.

[0226] N-cyclohexylaminomethyl triethoxysilane can for example be purchased from the company WACKER under the name GENIOSIL XL 926.

[0227] Among the alkoxysilanes of formula (!'), their oligomers and / or mixtures thereof, we may in particular mention N,N-Bis[3-(trimethoxysilyl)propyl]ethylenediamine (CAS RN: 74956-86-8), Nl,Nl-Bis[3-(triethoxysilyl)propyl]-l,2-ethanediamine (CAS RN: 457065-96-2), 1,2-ethanediamine, Nl-[3-(triethoxysilyl)propyl]-Nl-[3-(trimethoxysilyl)propyl]- (CAS RN: 1638528-78-5), and their mixtures.

[0228] Preferably, the alkoxysilane(s) of formula (I) are chosen from the following compounds of formula (I): in which: - Ra represents an alkyl group having from 1 to 10 carbon atoms, in particular from 1 to 4 carbon atoms and in particular from 1 to 2 carbon atoms, preferably a methyl, or an alkoxy group having from 1 to 4 carbon atoms, preferably from 1 to 2 carbon atoms, preferably an ethoxy; - Rb and Rc, identical or different, represent an alkyl group having from 1 to 10 carbon atoms, preferably from 1 to 4 carbon atoms like an ethyl; - Rd and Re, identical, represent a hydrogen atom or Rd designates a hydrogen atom and Re designates a C5-C6 cycloalkyl radical such as cyclohexyl; - A independently represents an alkylene group having from 1 to 10 linear or branched carbon atoms, which can be interrupted by at least one heteroatom chosen from O, S, NH or a carbonyl group (CO), preferably NH; - r denotes an integer equal to 0.

[0229] Preferably, the alkoxysilane(s) of formula (I) are chosen from compounds of formula (I) in which Ra represents an ethoxy group, Rb and Rc are identical and represent an ethyl, Rd and Re represent a hydrogen atom, A represents a propylene and r denotes an integer equal to 0.

[0230] According to a preferred embodiment, the alkoxysilane of formula (I) is 3-aminopropyItriethoxy silane (APTES).

[0231] Preferably, the amino alkoxysilane(s) of formula (I) and / or formula (!'), their oligomers and / or mixtures thereof are present in composition (A) in a total content ranging from 0.1% to 60% by weight, more preferably from 0.1% to 40% by weight, more preferably from 0.5% to 30% by weight, better from 0.75% to 25% in weight, even better from 1% to 20% in weight, always better from 5% to 15% in weight, relative to the total weight of the composition (A).

[0232] Preferably, the alkoxysilane(s) of formula (I), their oligomers and / or mixtures thereof, are present in composition (A) in a total quantity ranging from 0.1% to 60% by weight, more preferably 0.1% to 40% by weight, more preferably still from 0.5% to 30% by weight, better from 0.75% to 25% by weight, better still from 1% to 20% by weight, even better from 5% to 15% by weight, relative to the total weight of composition (A).

[0233] Preferably, the total content of 3-aminopropyltriethoxysilane in composition (A) ranges from 0.1% to 60% by weight, more preferably from 0.1% to 40% by weight, more preferably from 0.5% to 30% by weight, better from 0.75% to 25% by weight, better still from 1% to 20% by weight, always better from 5% to 15% by weight, relative to the total weight of composition (A).

[0234] According to a particular embodiment of the invention, composition (A) comprises one or more amino alkoxysilanes selected from compounds of formula (I) or (!') as described above, their oligomers and / or mixtures thereof, and one or more non-amino alkoxysilanes selected from compounds of formula (II) below, their oligomers and / or mixtures thereof: in which: - Ra represents an alkyl group having from 1 to 20 carbon atoms, preferably from 1 to 10 carbon atoms, more preferably from 1 to 4 carbon atoms and in particular from 1 to 2 carbon atoms such as a methyl, said alkyl group possibly being substituted by an aryl group; an alkoxy group having from 1 to 10 carbon atoms, preferably from 1 to 4 carbon atoms and in particular from 1 to 2 carbon atoms such as an ethoxy; or an aryl group having from 6 to 12 carbon atoms; - Rb represents a hydrogen atom or an alkyl group having from 1 to 20 carbon atoms, preferably from 1 to 6 carbon atoms and in particular from 1 to 4 carbon atoms, in particular an ethyl group; - Rc represents an alkyl group having from 1 to 20 carbon atoms, preferably from 1 to 10 carbon atoms, more preferably from 1 to 4 carbon atoms, and in particular from 1 to 2 carbon atoms, such as a methyl group, said alkyl group possibly being substituted by an aryl group; an alkoxy group having from 1 to 10 carbon atoms, preferably from 1 to 4 carbon atoms and in particular from 1 to 2 carbon atoms such as an ethoxy; or an aryl group having from 6 to 12 carbon atoms; it being understood that if Ra and Rc do not represent an alkoxy group, then Rb cannot represent a hydrogen atom; - k denotes an integer ranging from 0 to 5, preferably ranging from 0 to 3; - Rf represents a hydrogen atom; an alkyl group having from 1 to 10 carbon atoms and in particular from 1 to 4 carbon atoms; or a group with the following formula (lia): H, (lkl) in which Rn represents a hydroxyl group (OH); an alkyl group having from 1 to 10 carbon atoms, preferably a methyl.

[0235] Among the non-amino alkoxysilanes of formula (II), their oligomers and / or mixtures thereof, particular examples include tetraethoxysilane (TEOS), methyltrimethoxysilane (MTMS), methyltriethoxysilane (MTES), dimethyltriethoxysilane (DMDES), diethyltriethoxysilane, dipropyltriethoxysilane, propyltriethoxysilane, isobutyltriethoxysilane, phenyltriethoxysilane, phenylmethyltriethoxysilane, diphenyltriethoxysilane, benzyltriethoxysilane, benzylmethyltriethoxysilane, dibenzyltriethoxysilane, acetoxymethyltriethoxysilane, octytriethoxysilane (OTES), and mixtures thereof.

[0236] TEOS can for example be purchased from the company EVONIK under the name Dynasylan® A or Dynasylan® A SQ.

[0237] MTES can for example be purchased from the company EVONIK under the name Dynasylan® MTES.

[0238] The DMDES can for example be purchased from the company GELEST under the reference SID3404.0.

[0239] Preferably, the non-amino alkoxysilane(s) of formula (II), their oligomers and / or mixtures thereof are such that: - Ra represents an alkoxy group having from 1 to 10 carbon atoms, preferably from 1 to 4 carbon atoms and in particular from 1 to 2 carbon atoms such as a methoxy or an ethoxy; or an alkyl group having from 1 to 10 carbon atoms possibly substituted by an aryl group, preferably 1 to 2 carbon atoms possibly substituted by an aryl group; - Rb represents an alkyl group having from 1 to 10 carbon atoms, preferably from 1 to 4 carbon atoms, in particular from 1 to 2 carbon atoms such as a methyl or an ethyl; - Rc represents an alkoxy group having from 1 to 10 carbon atoms, preferably from 1 to 4 carbon atoms and in particular from 1 to 2 carbon atoms such as a methoxy or an ethoxy - k denotes an integer from 0 to 3, preferably equal to 0; - Rf represents a hydrogen atom or an alkyl group having from 1 to 10 carbon atoms and in particular from 1 to 4 carbon atoms such as a methyl or an ethyl.

[0240] More preferably, the non-amino alkoxysilane(s) of formula (II), their oligomers and / or mixtures thereof are such that: - Ra represents an alkyl group having from 1 to 10 carbon atoms, preferably from 1 to 4 carbon atoms, in particular from 1 to 2 carbon atoms such as a methyl or an ethyl; - Rb represents an alkyl group having from 1 to 10 carbon atoms, preferably from 1 to 4 carbon atoms, in particular from 1 to 2 carbon atoms such as a methyl or an ethyl; - Rc represents an alkoxy group having from 1 to 10 carbon atoms, preferably from 1 to 4 carbon atoms and in particular from 1 to 2 carbon atoms such as a methoxy or an ethoxy - k denotes an integer equal to 0; - Rf represents an alkyl group having from 1 to 10 carbon atoms and in particular from 1 to 4 carbon atoms such as a methyl or an ethyl.

[0241] According to a preferred embodiment, the non-amino alkoxysilane(s) of formula (II) are methyltrimethoxysilane (MTMS), octytriethoxysilane (OTES), methyltriethoxysilane (MTES), and mixtures thereof; more preferably methyltrimethoxysilane (MTMS) and / or methyltriethoxysilane (MTES).

[0242] According to another particular embodiment of the invention, the composition (A) comprises one or more amino alkoxysilanes selected from the compounds of formula (I) as described above, their oligomers and / or mixtures thereof, and one or more non-amino alkoxysilanes selected from the compounds of formula (II), their oligomers and / or mixtures thereof. In this embodiment, the composition (A) preferably comprises one or more amino alkoxysilanes selected from compounds of formula (I) as described above, and one or more non-amino alkoxysilanes selected from compounds of formula (II). In this embodiment, the composition (A) more preferably comprises 3-aminopropyltriethoxysilane as the amine alkoxysilane, and one or more non-amine alkoxysilanes selected from methyltrimethoxysilane, methyltriethoxysilane, roctytriethoxysilane, and mixtures thereof. In this embodiment, the composition (A) more particularly comprises 3-aminopropyltriethoxysilane as an amino alkoxysilane, and methyltriethoxysilane as a non-amino alkoxysilane.

[0243] When present, preferably, the non-amino alkoxysilane(s) of formula (II), its oligomers and / or mixtures thereof are present in composition (A) in a total content ranging from 0.1% to 20% by weight, more preferably from 0.5% to 15%, more preferably still from 1% to 10% by weight, better from 1% to 5% by weight, relative to the total weight of composition (A).

[0244] Preferably, when composition (A) comprises methyltrimethoxysilane (MTMS), methyltriethoxysilane (MTES), octytriethoxysilane (OTES) or mixtures thereof, the total content of methyltrimethoxysilane (MTMS), methyltriethoxysilane (MTES), octytriethoxysilane (OTES) and / or mixtures thereof, in composition (A) ranges from 0.1% to 20% by weight, more preferably from 0.5% to 15%, more preferably still from 1% to 10% by weight, better from 1% to 5% by weight, relative to the total weight of composition (A).

[0245] More preferably, the amino alkoxysilane(s) in composition (A) (and / or composition (D)) are chosen from compounds of formula (I), their oligomers, and mixtures thereof.

[0246] For the purposes of this invention, "oligomer" means the compound or compounds comprising at least 2 silicon atoms obtained by oligomerization or polymerization of compounds of formula (I), (I') or (II).

[0247] Preferably, the total alkoxysilane content in composition (A) ranges from 0.1% to 60% by weight, more preferably from 1% to 50% by weight, more preferably still from 2% to 40% by weight, better from 3% to 30% by weight, even better from 5% to 20% by weight, relative to the total weight of composition (A).

[0248] Preferably, when the alkoxysilane(s) in composition (A) are chosen from 3-aminopropyltriethoxysilane, methyltrimethoxysilane, methyltriethoxysilane, octytriethoxysilane (OTES), and mixtures thereof, the total content of alkoxysilanes in composition A is from 1% to 50% by weight, more preferably from 2% to 40% by weight, better from 3% to 30% by weight, better still from 5% to 20% by weight, relative to the total weight of composition (A).

[0249] Preferably, the composition (A) implemented in the process according to the invention may further comprise one or more organic solvents.

[0250] Examples of organic solvents include C1-C4 alkanols such as ethanol and isopropanol; polyols and polyol ethers such as glycerol, 2-butoxyethanol, propylene glycol, propylene glycol monomethyl ether, diethylene glycol monoethyl ether and monomethyl ether, as well as aromatic alcohols such as benzyl alcohol or phenoxyethanol, and mixtures thereof.

[0251] Preferably, the organic solvent(s) are selected from ethanol, isopropanol, glycerol, 2-butoxyethanol, propylene glycol, propylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol monomethyl ether, benzyl alcohol, phenoxyethanol, and mixtures thereof.

[0252] More preferably, the organic solvent is ethanol.

[0253] When present, preferably the organic solvent(s) are present in composition (A) in a total content of 1% to 30% by weight, preferably 2% to 20% by weight, more preferably 5% to 15% by weight, relative to the total weight of composition (A).

[0254] Preferably, composition (A) comprises water.

[0255] Preferably, the total water content in composition (A) ranges from 10% to 98% in weight, more preferably from 40% to 95% by weight, more preferably from 50% to 92% by weight, better from 60% to 90% by weight, and even better from 70% to 90% by weight, relative to the total weight of the composition (A). Composition (D)

[0256] Composition (D) comprises one or more amino alkoxysilanes selected from compounds of formula (I) or (!') as defined above, their oligomers and / or mixtures thereof.

[0257] The preferences and embodiments described for composition (A) also apply to composition (D) according to the invention.

[0258] In particular, the composition (D) according to the invention comprises one or more amino alkoxysilanes selected from the compounds of formula (I) or (!') as described above, more preferably of formula (I), their oligomers and / or mixtures thereof, and optionally in addition at least one non-amino alkoxysilane selected from the compounds of formula (II) as described above, their oligomers and / or mixtures thereof.

[0259] More particularly, the composition (D) according to the invention preferably comprises one or more amino alkoxysilanes selected from compounds of formula (I) or (I') as described above, more preferably of formula (I), and optionally in addition one or more non-amino alkoxysilanes selected from compounds of formula (II) as described above.

[0260] Preferably, the amino alkoxysilane(s) of formula (I), their oligomers and / or mixtures thereof, are present in the composition (D) in a total content ranging from 0.1% to 60% by weight, more preferably from 0.1% to 40% by weight, more preferably still from 0.5% to 30% by weight, better from 0.75% to 25% by weight, even better from 1% to 20% by weight, always better from 5% to 15% by weight, relative to the total weight of the composition (D). Preferably, the total content of 3-aminopropyltriethoxysilane in composition (D) ranges from 0.1% to 60% by weight, more preferably from 0.1% to 40% by weight, more preferably still from 0.5% to 30% by weight, better from 0.75% to 25% by weight, even better from 1% to 20% by weight, always better from 5% to 15% by weight, relative to the total weight of composition (D).

[0261] Preferably, when present, the non-amine alkoxysilane(s) of formula (II), its oligomers and / or mixtures thereof are present in composition (D) in a total content ranging from 0.1% to 20% by weight, more preferably from 0.5% to 15%, more preferably still from 1% to 10% by weight, better from 1% to 5% by weight, relative to the total weight of composition (D).

[0262] Preferably, when composition (D) comprises methyltrimethoxysilane (MTMS), methyltriethoxysilane (MTES), octytriethoxysilane (OTES) and / or mixtures thereof, the total content of methyltrimethoxysilane (MTMS), methyltriethoxysilane (MTES), octytriethoxysilane (OTES) and / or mixtures thereof in composition (D) ranges from 0.1% to 20% by weight, more preferably from 0.5% to 15%, more preferably still from 1% to 10% by weight, better from 1% to 5% by weight, relative to the total weight of composition (D).

[0263] Preferably, the composition (D) implemented in the process according to the invention may further comprise at least one organic solvent as described above for composition (A).

[0264] When composition (A) and / or composition (D) according to the invention comprises (include) water, the pH of composition (A) and / or composition (D) is preferably alkaline; more preferably, the pH of composition (A) and / or composition (D) is between 7 and 12, better between 7.5 and 11.5; even better between 8 and 11, always better between 9 and 10.5.

[0265] For the purpose of adjusting the pH, composition (A) and / or composition (D) may further include an alkaline agent.

[0266] According to one embodiment of the invention, composition (A) and / or composition (D) according to the invention comprises an alkaline agent.

[0267] The pH of the compositions is measured at room temperature.

[0268] Examples of alkaline agents include ammonia, alkanolamines, and / or basic amino acids.

[0269] Preferably, the alkanolamine(s) are chosen from monoethanolamine, triethanolamine, monoisopropanolamine, diisopropanolamine, N-dimethylaminoethanolamine, 2-amino-2-methyl-l-propanol, triisopropanolamine, 2-amino-2-methyl-l,3-propanediol, 3-amino-l,2-propanediol, 3-dimethylamino-1,2-propanediol, trishydroxymethylaminomethane.

[0270] More preferably, the alkanolamine(s) are chosen from monoethanolamine and / or 2-amino-2-methyl-l-propanol.

[0271] For the purposes of this invention, "amino acid" means organic compounds having two functional groups: both a carboxyl group -COOH or carboxylate and an amine group -NH2, the amine group optionally being methylated, i.e. in the form -NR2 or N+R3, where at least one R=CH3.

[0272] Preferably, the amino acid or acids are chosen from aminocarboxylic acids such as alpha-aminocarboxylic acid.

[0273] By "basic amino acid", we mean amino acids having an isoelectric point greater than 7.

[0274] Preferably, the basic amino acid(s) are chosen from arginine, lysine, ornithine and / or histidine, more preferably arginine and / or lysine.

[0275] According to a particular embodiment, composition (A) and / or composition (D) may include an inorganic alkali agent, preferably selected from ammonium hydroxide, sodium hydroxide, potassium hydroxide, calcium hydroxide, barium hydroxide, sodium phosphate, potassium phosphate, sodium silicate, sodium metasilicate, potassium silicate, sodium carbonate and / or potassium carbonate.

[0276] Composition (A) and / or composition (D) may also include acidifying agents to adjust the pH.

[0277] Preferably, the acidifying agents are chosen from citric acid, lactic acid, acetic acid and / or mineral acids such as hydrochloric acid, sulfuric acid, phosphoric acid and mixtures thereof.

[0278] Composition (A) and / or composition (B) and / or composition (D) according to the invention may also contain any adjuvant or additive commonly used in cosmetic compositions intended for the treatment of keratin fibers.

[0279] Among the additives that may be contained in the composition are reducing agents, softeners, antifoaming agents, moisturizing agents, clays, mineral fillers, plasticizers, UV filters, peptizers, perfumes, anionic, cationic, non-ionic or amphoteric surfactants, proteins, vitamins, and polymers other than the CP copolymers previously mentioned. described, the preservatives, the amino silicones, the waxes other than silicones in wax form, and their mixtures.

[0280] Additional features of the process according to the invention

[0281] Step i) of the process according to the present invention can be carried out on dry or wet keratin fibers, in particular on dry or wet hair, as well as on all types of hair, light or dark, natural or colored, permed, bleached or straightened.

[0282] Preferably, a rinsing, wringing, and / or drying step is carried out on the keratin fibers after step i) and before step ii) or i') when the latter is present. More preferably, a drying step is carried out after step i) and before step ii) or i') when the latter is present. Advantageously, a rinsing step is carried out after step i) and before step ii) or i') when the latter is present.

[0283] The application of composition (C) to keratin fibers can be carried out by any conventional means, in particular by means of a comb, a brush, a sponge or the fingers.

[0284] The application of composition (C) on keratin fibers is generally carried out at room temperature (between 15°C and 25°C).

[0285] After step i) and before step ii) or i') when the latter is present, one can wait between 1 minute and 6 hours, in particular between 1 minute and 2 hours, more particularly between 1 minute and 1 hour, more preferably between 1 minute and 45 minutes, before for example a drying step.

[0286] After step i) and before step ii) or i') where the latter is present, the keratin fibers may be left to dry or dried, for example at a temperature greater than or equal to 30 °C.

[0287] The coloring process may thus include a step of applying heat to the keratin fibers using a heating tool after step i) and before step ii) or i') when the latter is present.

[0288] The heat application step can be carried out using a helmet, a hair dryer, a straightening or curling iron, a climazon, etc. Preferably, the heat application step is carried out using a hair dryer after step i) and before step ii) or i') when the latter is present.

[0289] During the heat application step on the keratin fibers, after step i), a mechanical action on the strands can be exerted such as combing, brushing, passing with fingers.

[0290] When the step of applying heat to the keratin fibers after step i) and before step ii) or i') when the latter is present, is carried out using When using a helmet or hair dryer, the temperature is preferably between 30°C and 110°C, preferably between 50°C and 90°C.

[0291] Preferably, if the keratin fibers are dried, they are dried not only with heat but also with an airflow. This airflow during drying improves the individualization of the treated keratin fibers.

[0292] Steps i') and / or ii) and / or iii) of the process according to the present invention can be carried out on keratin fibers, in particular on dry or wet hair, as well as on all types of hair, light or dark.

[0293] The application of composition (A) and / or (B) and / or (D) to keratin fibers can be carried out by any conventional means, in particular by means of a comb, a brush, a sponge or the fingers.

[0294] The application on keratin fibers is generally carried out at room temperature (between 15°C and 25°C).

[0295] Between steps i') and ii) and / or between steps ii) and iii) and / or after step iii), the keratin fibers may be left to dry or dried, for example at a temperature greater than or equal to 30 °C.

[0296] Preferably, the process according to the invention may further include a step of applying heat to the keratin fibers using a heating tool between steps i') and ii) and / or between steps ii) and iii) and / or after step iii).

[0297] The heat application step can be carried out using a helmet, a hair dryer, a straightening or curling iron, a climazon, etc. Preferably, the heat application step is carried out using a hair dryer between steps i') and ii) and / or between steps ii) and iii) and / or after step iii).

[0298] During the heat application step on the keratin fibers, between steps i') and ii) and / or between steps ii) and iii) and / or after step iii), a mechanical action on the strands may be exerted such as combing, brushing, passing with fingers.

[0299] When the heat application step on the keratin fibers between steps i') and ii) and / or between steps ii) and iii) and / or after step iii), is carried out using a helmet or a hair dryer, the temperature is preferably between 30°C and 110°C, preferably between 50°C and 90°C.

[0300] Preferably, if the keratin fibers are dried, they are dried not only with heat but also with an airflow. This airflow during drying improves the individualization of the treated keratin fibers.

[0301] Advantageously, the coloring process according to the invention may optionally include further a step iv) of rinsing the keratin fibers.

[0302] The term "rinsing step" refers to the application of water to the keratin fibers.

[0303] Preferably, a rinsing step iv) is carried out after step i) and before step ii) or i') when the latter is present.

[0304] According to one embodiment of the invention, after the application of composition (C) to the keratin fibers, it is preferable to respect a setting time of 1 minute to 60 minutes, in particular from 5 minutes to 45 minutes, preferably from 10 minutes to 30 minutes of composition (C) on the keratin fibers.

[0305] According to a preferred embodiment of the invention, the process for coloring keratin fibers, preferably hair, according to the invention, comprises the following steps in order: (i) application to keratin fibers of a composition (C) as defined above; and ivO rinsing of keratin fibers; and (vi) application of heat to the keratin fibers using a heating device; and (i) possibly application to the keratin fibers of a composition (A) as defined above; and iv2) when step i') is present, rinsing of the keratin fibers; and ii) application to the keratin fibers of a composition (B) as defined above, different from composition (C); and (Vü) application of heat to keratin fibers using a heating device; and iii) possibly application to the keratin fibers of a composition (D) as defined previously. Examples

[0306] The following examples provide a better understanding of the invention without, however, being limiting in nature.

[0307] Example 1: _ Preparation of the CPI copolymer - Isobutyl acrylate / Tertiobutyl acrylate / Acetoxyethyl methacrylate (25 / 65 / 10)

[0308] In a controlled IL reactor, 62.5 g of isobutyl acrylate, 162.5 g of tert-butyl acrylate, 25 g of acetoacetoxyethyl methacrylate, 2.5 g of the radical initiator Trigonox T21S, and 360 g of a 50 / 50 isododecane / ethyl acetate solvent are introduced. The mixture is degassed with argon and then heated to 90°C with stirring. The reaction mixture is maintained at 90°C for 7 hours. Stripping is then performed with 300 mL of isododecane to remove residual monomers.

[0309] At the end of the reaction, a CPI copolymer is obtained in solution in isododecane. Example 2

[0310] The L'Oréal Paris© Préférence hair color product, shade 6.66, is used in the following examples. The composition Cla corresponds to the color gel of this product. It contains coloring agents, bases, and oxidation couplers. The Clb composition corresponds to the developer milk, which contains hydrogen peroxide.

[0311] Composition C2 corresponds to the L'Oréal Professionnel direct coloring product, Nuancelle Blue, which contains violet and blue direct colorants.

[0312] Composition Cla was then mixed with composition Clb at a mass ratio of 1 / 1.5 to obtain composition Cl. In addition, compositions Al, B1, and DI as described below were prepared: quantities are expressed in g of raw material as is / 100 g, unless otherwise stated. Thus, quantities can be expressed in g of active material (ma) / 100 g.

[0313] [Tables 1] Composition: Al 3-Aminopropyltriethoxysilane (APTES)(1) 10 pH adjuster Qs pH 10.0 Water Qsp 100

[0314] [Tables2] Composition B1 Copolymer CPI (2'8 (as active) Ethanol 13 Polydimethylsiloxane (3'6) Polymethylsilsesquioxane (4'6) Hexylene glycol 20.1 Butyl acetate 26.8 Isododecane q.s. 100

[0315] [Tables3] Composition: DI 3-Aminopropyltriethoxysilane (APTES)(1) 10 pH adjuster Qs pH 10.0 Water Qsp 100 1. Sold under the trade name KBE-903 by the company Shin Etsu; 2. Statistical copolymer isobutyl acrylate / tert-butyl acrylate / acetoacetoxyethyl methacrylate (25 / 65 / 10) obtained according to the preparation process described above in Example 1, in solution at 58.8% by weight in isododecane; 3. Marketed under the reference Belsil ® DM 60000 by the company Wacker; 4. Marketed under the reference BELSIL® PMS MK POWDER by the company Wacker.

[0316] Evaluation of the persistence of color with shampoos. Coloring processes.

[0317] Eight hair coloring processes were implemented. PI Process (Comparative): Cl alone

[0318] According to the PI process, the colorant composition Cl was applied using a coloring brush to a strand of moderately sensitized hair (SA20), at a rate of 5 g of composition per gram of strand. The pre-colored strand was left for 15 minutes on one side and then 15 minutes on the other side, on a heating plate at 31°C. The strand was then rinsed with water before being dried with a hairdryer. Process P2 (Invention): Cl then B1

[0319] According to process P 2, colorant composition Cl was applied with a coloring brush to a strand of moderately sensitized hair (SA20) at a rate of 5 g of composition per gram of strand. The pre-colored strand was left for 15 minutes on one side and then 15 minutes on the other side on a heated plate at 31°C. The strand was then rinsed with water before being blow-dried. Composition B1 was then applied to the strand with a finger at a rate of 0.6 g of composition per gram of strand. The strand was then left for 3 minutes at room temperature. The strand was not rinsed. The strand was then blow-dried for 1 minute. Process P3 (Invention): Cl then Al then B1

[0320] According to process P 3, the colorant composition Cl was applied using a coloring brush to a strand of moderately sensitized hair (SA20), at a rate of 5 g of composition per gram of strand. The pre-colored strand was left for 15 minutes on one side and then 15 minutes on the other side, on a heating plate at 31°C. The strand was then rinsed with water before being dried with a hairdryer.

[0321] Composition Al was then applied to the wick with a finger, at a rate of 0.6 g of composition per gram of wick. The wick was then left for 5 min at room temperature. The strand was then rinsed and blow-dried for 1 minute.

[0322] Composition B1 was then applied to the strand with a finger, at a rate of 0.6 g of composition per gram of strand. The strand was then left at room temperature for 3 minutes. The hair strand was not rinsed. The strand was then dried with a hairdryer for 1 minute. Process P4 (Invention): Cl then B1 then DI

[0323] According to process P4, the colorant composition Cl was applied using a coloring brush to a strand of moderately sensitized hair (SA20), at a rate of 5 g of composition per gram of strand. The pre-colored strand was left for 15 minutes on one side and then 15 minutes on the other side, on a heating plate at 31°C. The strand was then rinsed with water before being dried with a hairdryer.

[0324] Composition B1 was then applied to the strand with a finger, at a rate of 0.6 g of composition per gram of strand. The strand was left at room temperature for 3 minutes. The strand was not rinsed. The strand was then dried with a hairdryer for 1 minute.

[0325] The DI composition was then applied to the strand with a finger, at a rate of 0.6 g of composition per gram of strand. The strand was then left at room temperature for 5 minutes. The hair strand was not rinsed. It was then dried with a hairdryer for 1 minute. Process P5 (Comparative): C2 alone

[0326] According to process P5, the colorant composition C2 was applied using a coloring brush to a strand of moderately sensitized hair (SA20), at a rate of 5 g of composition per gram of strand. The pre-colored strand was left for 15 minutes on one side and then 15 minutes on the other side, on a heating plate at 31°C. The strand was then rinsed with water before being dried with a hairdryer. Process P6 (Invention): C2 then B1

[0327] According to process P6, the colorant composition C2 was applied using a coloring brush to a strand of moderately sensitized hair (SA20), at a rate of 5 g of composition per gram of strand. The pre-colored strand was left for 15 minutes on one side and then 15 minutes on the other side, on a heating plate at 31°C. The strand was then rinsed with water before being dried with a hairdryer.

[0328] Composition B1 was then applied to the wick with a finger, at a rate of 0.6 g of composition per gram of wick. The wick was then left for 3 min at temperature ambient temperature. The strand was not rinsed. The strand was then blow-dried for 1 minute. Process P7 (Invention): C2 then Al then B1

[0329] According to process P7, the colorant composition C2 was applied using a coloring brush to a strand of moderately sensitized hair (SA20), at a rate of 5 g of composition per gram of strand. The pre-colored strand was left for 15 minutes on one side and then 15 minutes on the other side, on a heating plate at 31°C. The strand was then rinsed with water before being dried with a hairdryer.

[0330] Composition Al was then applied to the strand with a finger, at a rate of 0.6 g of composition per gram of strand. The strand was then left at room temperature for 5 minutes. The strand was then rinsed and blow-dried for 1 minute.

[0331] Composition B1 was then applied to the strand with a finger, at a rate of 0.6 g of composition per gram of strand. The strand was then left at room temperature for 3 minutes. The hair strand was not rinsed. The strand was then dried with a hairdryer for 1 minute. Process P8 (Invention): C2 then B1 then DI

[0332] According to process P8, the colorant composition C2 was applied using a coloring brush to a strand of moderately sensitized hair (SA20), at a rate of 5 g of composition per gram of strand. The pre-colored strand was left for 15 minutes on one side and then 15 minutes on the other side, on a heating plate at 31°C. The strand was then rinsed with water before being dried with a hairdryer.

[0333] Composition B1 was then applied to the strand with a finger, at a rate of 0.6 g of composition per gram of strand. The strand was left at room temperature for 3 minutes. The strand was not rinsed. The strand was then dried with a hairdryer for 1 minute.

[0334] The DI composition was then applied to the strand with a finger, at a rate of 0.6 g of composition per gram of strand. The strand was then left at room temperature for 5 minutes. The hair strand was not rinsed. It was then dried with a hairdryer for 1 minute.

[0335] The eight processes implemented are summarized in the table below:

[0336] [Tables4] Process: Applied compositions: PI Cl P2 Cl then B1 P3 Cl then Al then B1 P4 Cl then B1 then DI P5 C2 P6 C2 then B1 P7 C2 then Al then B1 P8 C2 then B1 then DI

[0337] The different strands of hair treated by the PI to P8 processes were then subjected to a test of several repeated shampoos in order to evaluate the tenacity (the persistence) of the color obtained with the shampoos, according to the shampoo protocol described below. Shampooing protocol:

[0338] The colored hair strands are combed, moistened under water at 35°C before being passed between the fingers 5 times for 5 seconds. The hair strands are then squeezed dry between two fingers.

[0339] A standard shampoo (Garnier Ultra Doux) is applied evenly to the colored strands at a rate of 0.4g of standard shampoo per gram of strands, gently massaging the strands of hair along their length (6 passes) for 15 seconds, from root to tip.

[0340] The strands of hair are then placed in a watch glass and left to rest for 1 minute.

[0341] Next, the hair strands are rinsed with water by passing the strand between the fingers (15 passes). The hair strands are then squeezed dry between two fingers before the next shampoo.

[0342] Once the tests of several shampoos have been carried out, the strands of hair are combed and dried with a hairdryer.

[0343] Protocol for evaluating the persistence of hair color with shampoos

[0344] The color retention of the highlights was evaluated in the CIE L*a*b* system, using a Konica Minolta CM3600A spectrophotometer (illuminant D65, angle 10°, specular component included).

[0345] 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.

[0346] The permanence of the color is evaluated by the color difference AE between measurements taken on colored strands before shampooing, and then after 5 shampoos according to the protocol described above. The lower the AE value, the more the color persists through shampooing.

[0347] The value of AE is calculated according to the following equation:

[0348] In this equation, L*, a*, b* represent the values ​​measured after hair coloring and after shampooing, and Lo*, a0*, b0* represent the values ​​measured after hair coloring but before shampooing.

[0349] The results are summarized in the table below.

[0350] [Tables5] Process After coloring After 5 shampoos AE Lo* a0* bo* L* a* b* PI (Comparative) 26.0 26.1 12.7 28.7 28.6 16.0 4.9 P2 (Invention) 23.4 27.9 14.8 24.9 29.2 16.4 2.5 P3 (Invention) 23.4 28.5 15.3 24.7 29.7 16.9 2.4 P4 (Invention) 26.8 30.1 17.6 26.0 30.2 18.1 0.9 P5 (Comparative) 30.8 -1.7 -9.6 37.3 -1.2 -3.5 8.9 P6 (Invention) 28.0 -1.9 -11.5 30.1 -0.8 -10.7 2.5 P7 (Invention) 28.5 -2.1 -11.0 29.2 -1.6 -11.2 0.9 P8 (Invention) 33.6 -2.2 -11.7 30.0 -1.0 -10.4 4.0

[0351] Hair strands treated with the P2 to P4 process according to the invention and washed with five shampoos show improved shampoo retention compared to hair strands treated with the comparative PI process.

[0352] Similarly, hair strands treated with the P6 to P8 process according to the invention and washed with five shampoos show improved shampoo retention compared to hair strands treated with the comparative P5 process.

[0353] Thus, the application of composition B1 and possibly composition Al or DI to hair that has undergone prior coloring improves the permanence of the coloring.

Claims

Demands

1. A process for staining keratin fibers comprising the following steps i) and ii): (i) application to the keratin fibers of a coloring composition (C) comprising one or more coloring agents selected from direct dyes, oxidation dye precursors, and mixtures thereof, and optionally at least one or more chemical oxidizing agents; then ii) application to the keratin fibers of a composition (B), different from composition (C) comprising: a) one or more polymers P comprising repeating units derived from at least one monomer B of formula (I):

2.

3. in which: • Ra represents a hydrogen atom or a (Ci-C4)alkyl group, linear or branched, preferably Ra represents a methyl group, • Rb and Rc, identical or different, represent a hydrogen atom or a (Ci-C4)alkyl group, linear or branched, preferably Rb and Rc represent a hydrogen atom, • Rd represents a (Ci-C4)alkyl group, linear or branched, preferably Rd represents a methyl group, and • L represents a (Ci-C6)alkylene group, linear or branched, or cycloalkylene, in particular L represents a (CrC4)alkylene group, preferably L represents ethylene. A process according to the preceding claim, wherein the oxidation dye precursors are selected from oxidation bases, oxidation couplers, and mixtures thereof. A process according to claim 2, wherein the oxidation bases are selected from para-phenylenediamines, bis(phenyl)alkylenediamines, para-aminophenols, ortho-aminophenols, heterocyclic bases, their salts, their solvates, and mixtures thereof.

4. A process according to claim 2 or 3, wherein the oxidation couplers are selected from meta-phenylenediamines, meta-aminophenols, meta-diphenols, naphthalene-based coupling agents and heterocyclic coupling agents, their salts, their solvates, and mixtures thereof.

5. A method according to any one of the preceding claims, wherein the direct dyes are selected from azo direct dyes; (poly)methine dyes such as cyanines, hemicyanines and styryls; carbonyl dyes; azine dyes; nitro(hetero)aryl dyes; tri(hetero)arylmethane dyes; porphyrin dyes; phthalocyanine dyes, natural direct dyes, and mixtures thereof.

6. A method according to any one of the preceding claims, wherein the coloring agent(s) selected from direct dyes, oxidation dye precursors, and mixtures thereof, are present in composition (C) in a content ranging from 0.001% to 20% by weight, preferably from 0.005% to 15% by weight, relative to the total weight of composition (C).

7. A process according to any one of the preceding claims, wherein the polymer(s) P are selected from the copolymers CP obtained by the polymerization of: - 0% to 99% by weight, relative to the total weight of the monomers, of at least one monomer A selected from 2-ethylhexyl acrylate, 2-ethylhexyl methacrylate, isobornyl acrylate, isobornyl methacrylate, and mixtures thereof; - 1% to 20% by weight, relative to the total weight of the monomers, of at least one monomer B of formula (I): [[ac, o ryvT oy H° (D]] in which: • Ra represents a hydrogen atom or a linear or branched (Ci-C4)alkyl group, preferably Ra represents a methyl group, • Rb and Rc, identical or different, represent a hydrogen atom or a (Ci-C4)alkyl group, linear or branched, preferably Rb and Rc represent a hydrogen atom, • Rd represents a (Ci-C4)alkyl group, linear or branched, preferably Rd represents a methyl group, and • L represents a (Ci-C6)alkylene group, linear or branched, or cycloalkylene, in particular L represents a (CrC4)alkylene group, preferably L represents ethylene; and - 0% to 99% by weight relative to the total weight of the monomers, of at least one monomer C selected from CrC4 alkyl acrylates, CrC4 alkyl methacrylates, silicone macromonomers, and mixtures thereof; it being understood that CP copolymers are obtained by polymerization of at least one monomer B with at least one monomer A and / or at least one monomer C.

8. A method according to the preceding claim, wherein the CP copolymers are devoid of monomer(s) A.

9. A process according to claim 7 or 8, wherein the CP copolymers comprise as monomer C at least one monomer selected from CrC4 alkyl acrylates and / or Ci-C4 alkyl methacrylates, preferably at least one monomer selected from isobutyl acrylate, tert-butyl acrylate, isobutyl methacrylate, and mixtures thereof.

10. A process according to any one of claims 7 to 9, wherein the CP copolymers comprise as monomer B at least one monomer selected from acetoacetoxyethyl acrylate, acetoacetoxyethyl methacrylate, and mixtures thereof, preferably acetoacetoxyethyl methacrylate.

11. A process according to any one of claims 7 to 10, wherein the CP copolymers are obtained by copolymerization of: - 2-ethylhexyl acrylate, isobornyl acrylate and acetoacetoxyethyl methacrylate, preferably in a mass ratio of 2-ethylhexyl acrylate / isobornyl acrylate / acetoacetoxyethyl methacrylate of 30 / 60 / 10; or - isobutyl acrylate, tert-butyl acrylate and acetoacetoxyethyl methacrylate, preferably in a mass ratio

12.

13. isobutyl acrylate / tert-butyl acrylate / acetoacetoxyethyl methacrylate of 25 / 65 / 10; or - of isobutyl methacrylate, isobutyl acrylate and acetoacetoxyethyl methacrylate, preferably in a mass ratio of isobutyl methacrylate / isobutyl acrylate / acetoacetoxyethyl methacrylate of 70 / 20 / 10; or - of isobornyl acrylate and acetoacetoxyethyl methacrylate, preferably in an isobornyl acrylate / acetoacetoxyethyl methacrylate mass ratio of 95 / 5, preferably by copolymerization of isobutyl acrylate, tert-butyl acrylate and acetoacetoxyethyl methacrylate, preferably in an isobutyl acrylate / tert-butyl acrylate / acetoacetoxyethyl methacrylate mass ratio of 25 / 65 / 10. A process according to any one of the preceding claims, wherein the composition (B) comprises the polymer(s) P in a total content of 1% to 30% by weight, preferably 2% to 20% by weight, and more preferably 5% to 15% by weight, relative to the total weight of the composition (B). A method according to any one of the preceding claims, further comprising the following steps i') and / or iii): i') application to the keratin fibers of a composition (A) comprising one or more amino alkoxysilanes selected from the following compounds of formula (I) or (iii), their oligomers and / or mixtures thereof: in which: - Ra represents an alkyl group having from 1 to 20 carbon atoms, preferably from 1 to 10 carbon atoms, more preferably from 1 to 4 carbon atoms and in particular from 1 to 2 carbon atoms such as a methyl, said alkyl group possibly being substituted by an aryl group; an alkoxy group having from 1 to 10 carbon atoms, preferably from 1 to 4 carbon atoms and in particular from 1 to 2 carbon atoms such as an ethoxy; or an aryl group having from 6 to 12 carbon atoms; - Rb and Rc; identical or different represent a hydrogen atom; an alkyl group having from 1 to 20 carbon atoms, preferably from 1 to 6 carbon atoms and in particular from 1 to 4 carbon atoms, in particular an ethyl group, it being understood that if Ra does not represent an alkoxy group, then Rb and Rc cannot simultaneously represent a hydrogen atom; - Rd and Re, identical or different, represent a hydrogen atom; an alkyl group having from 1 to 20 carbon atoms, preferably from 1 to 6 carbon atoms and in particular from 1 to 4 carbon atoms; a cycloalkyl group having from 3 to 20 carbon atoms; an aryl group having from 6 to 12 carbon atoms; an aminoalkyl group having from 1 to 20 carbon atoms; - A independently represents an alkylene group having from 1 to 10 linear or branched carbon atoms, which can be interrupted by at least one heteroatom chosen from O, S, NH or a carbonyl group (CO), preferably NH; - Q represents a carbonyl group (CO); - r denotes an integer ranging from 0 to 1; iii) application on keratin fibers of a composition (D), comprising one or more amino alkoxysilanes selected from compounds of formula (I) or (!') as defined above, their oligomers and / or mixtures thereof; it being understood that: - step i') is implemented between steps i) and ii); and - step iii) is implemented after step ii); and - composition (A) is different from compositions (B) and (C); and - composition (D) is different from compositions (B) and (C); and - composition (D) is different from or identical to composition (A), preferably identical to composition (A).

14. A method according to the preceding claim, wherein the compound(s) of formula (I) in composition (A) and / or composition (D) are selected from compounds of formula (I) for which: - Ra represents an alkyl group having from 1 to 10 carbon atoms, in particular from 1 to 4 carbon atoms and in particular from 1 to 2 carbon atoms, preferably a methyl, or an alkoxy group having from 1 to 4 carbon atoms, preferably from 1 to 2 carbon atoms, preferably an ethoxy; - Rb and Rc, identical or different, represent an alkyl group having from 1 to 10 carbon atoms, preferably from 1 to 4 carbon atoms such as an ethyl; - Rd and Re, identical, represent a hydrogen atom or Rd designates a hydrogen atom and Re designates a C5-C6 cycloalkyl radical such as cyclohexyl;- A independently represents an alkylene group having from 1 to 10 linear or branched carbon atoms, which may be interrupted by at least one heteroatom chosen from O, S, NH or a carbonyl group (CO), preferably NH; - r denotes an integer equal to 0; preferably from compounds of formula (I) for which: - Ra represents an ethoxy group; - Rb and Rc are identical and represent an ethyl; - Rd and Re represent a hydrogen atom; - A represents a propylene, and - r denotes an integer equal to 0.

15. A method according to claim 13 or 14, wherein the total content of amino alkoxysilanes of formula (I) and / or of formula (I'), their oligomers and / or mixtures thereof, in composition (A) or composition (D) is from 0.1% to 60% by weight, preferably from 0.1% to 40% by weight, more preferably from 0.5% to 30% by weight, more preferably still from 0.75% to 25% by weight, better from 1% to 20% by weight, even better from 5% to 15% by weight, relative to the total weight of composition (A) or composition (D).

16. A method according to any one of the preceding claims, wherein the composition (B) further comprises (b) one or more hydrocarbon compounds comprising from 6 to 16 carbon atoms and / or c) one or more oxygenated hydrocarbon compounds comprising from 4 to 30 carbon atoms and at least 2 oxygen atoms.

17. A process according to any one of the preceding claims, wherein the composition (B) further comprises one or more non-amine silicones; preferably selected from polydialkylsiloxanes, in particular cyclic polydialkylsiloxanes having 3 to 7 silicon atoms, polydimethylsiloxanes with trimethylsilyl terminal groups, polydimethylsiloxanes with dimethylsilanol terminal groups (dimethiconols); silicone resins, in particular MQ type resins and T type resins, in particular polymethylsilsesquioxane resins; and mixtures thereof.