FR2907671A1 - Composition useful for dyeing of keratinous fibers, particularly human hair, comprises an oxidation base and a coupler, or a direct dye, an ammonium salt and a ceramide type compound - Google Patents

Abstract

Composition for dyeing of keratinous fibers, particularly human hair, comprises an oxidation base and a coupler, or a direct dye, an ammonium salt (I) and a ceramide type compound, in a medium. Composition for dyeing of keratinous fibers, particularly human hair, comprises an oxidation base and a coupler, or a direct dye, an ammonium salt of formula (R-C(O)-X-N +>(R 1)(R 2)-Y 1)(Q ->) (I) and a ceramide type compound, in a medium. R : CH 3CH 2-CH(R 3)-CH 2-(CH 2) m-, preferably 8-40C alkyl; m : 0-30, preferably 16; R 30-30C alkyl, preferably -CH 3; R 1, R 2alkyl, alkenyl, alkoxy, alkenyloxy (all optionally interrupted by heteroatoms comprising O, S or N(Ralpha )) or aryl, preferably 1-8C alkyl/alkoxy; Ralpha : H or alkyl; X : aminoalkylene -N(R 4)-(CH 2) p-; R 4H or alkyl; p : 1-6; Y 1alkyl (optionally interrupted by heteroatoms comprising O, S or N(Ralpha )) or alkoxy, preferably 1-6C alkoxy/alkyl; and Q ->counter-ion associated with the quaternary ammonium. Independent claims are included for: (1) direct coloration of keratinous fibers comprising application of the composition optionally in the presence of an oxidizing agent; and (2) a device comprising the composition in a first compartment and an oxidizing agent in the second compartment.

Description

COMPOSITION FOR DYING KERATIN FIBERS COMPRISING AT LEAST

  The present invention relates to a composition for dyeing keratinous fibers, in particular human keratinous fibers such as the hair.  The invention also relates to the dyeing process employing this composition and a multi-compartment device containing the composition.  It is known to dye keratinous fibers and in particular human hair with dye compositions containing oxidation dye precursors, generally known as oxidation bases, such as ortho or para-phenylenediamines, ortho or para-aminophenols and heterocyclic compounds. .  These oxidation bases are colorless or weakly colored compounds which, when combined with oxidizing agents, can give rise to colored compounds by a process of oxidative condensation.  It is also known that the shades obtained with these oxidation bases can be varied by combining them with couplers or color modifiers, the latter being chosen in particular from aromatic meta-diamines, meta-aminophenols, meta-diphenols and certain heterocyclic compounds. such as indole compounds.  The variety of molecules involved in the oxidation bases and couplers makes it possible to obtain a rich palette of colors.  The so-called "permanent" coloration obtained with these oxidation dyes must also meet a certain number of requirements.  Thus, it must be harmless from the toxicological point of view, it must make it possible to obtain shades in the desired intensity and to have good resistance to external agents such as light, bad weather, washing, permanent ripples, sweating and friction.  The dyes must also make it possible to cover the white hairs, and finally be the least selective possible, that is to say make it possible to obtain the lowest possible color variations throughout the same keratin fiber ( unison stain), which is generally differently sensitized (i. e.  damaged) between its tip and its root.  Oxidizing agents for oxidative condensation can degrade the properties of the treated hair.  The hair becomes rough, difficult to disentangle and more fragile.  To overcome these drawbacks, in French Patent 2 270 846, it has already been proposed to use certain quaternary polyammoniums.  However, we have found that the polymers mentioned above do not sufficiently remedy these disadvantages while maintaining or improving the dyeing properties.  It is also known to dye keratinous fibers, and in particular human hair, with dyeing compositions containing direct dyes.  The conventional dyes which are used are, in particular, nitro-benzene, anthraquinone, nitropyridine, azo, cationic azo, xanthene, acridine-azine, nitro-benzene nitro-benzene dyes or natural dyes.  These dyes, which are colored and coloring molecules having an affinity for the fibers, are applied to the keratinous fibers for a time necessary to obtain the desired coloration, and then rinsed.  The resulting dyes are particularly chromatic colorations which are however temporary or semi-permanent because the nature of the interactions which bind the direct dyes to the keratinous fiber, and their desorption of the surface and / or the core of the fiber are responsible for their low dyeing power and their poor resistance to washes or perspiration.  These direct dyes are also generally sensitive to light because of the low resistance of the chromophore to photochemical attacks and lead over time to a fading of the hair coloring.  Ceramides or their analogues are known to protect and / or repair the skin and / or hair fibers from the aggressions of the various agents and treatments mentioned above.  In particular, they have a barrier effect that limit the leakage of proteins, they also strengthen the cuticular cohesion.  For example, patent application WO 00/44345 describes a means for improving cosmetic properties such as disentangling the hair by applying a composition comprising a ceramide-type compound such as N-oleoyldihydrosphingosine. in combination with hydrogenated sunflower wax and behenyl trimethyl ammonium chloride in water.  The object of the present invention is to develop dyeing compositions with improved cosmetic properties, which also make it possible to obtain powerful and chromatic (luminous) shades with low selectivities and good remanence with respect to chemical agents (shampoos, permanent. . . ) or natural (light, perspiration. . . ).  This object is achieved with the present invention which relates to a composition for the oxidation dyeing of keratinous fibers, in particular human keratinous fibers such as the hair, comprising, in a medium suitable for dyeing: i) at least one oxidation base and at least one coupler; or at least one direct dye; ii) at least one ammonium salt of formula (I): ## STR2 ## in which: R represents a CH 3 CH 2 -CH (R 3) -CH 2 - (CH 2) group with R3 representing an alkyl or alkenyl group, and m representing an integer inclusive of 0 to 30; R 1 and R 2, which are identical or different, represent a group chosen from i) alkyl; ii) alkenyl; iii) alkoxy and iv) alkenyloxy and v) aryl; the alkyl or alkenyl group of the groups of i) to iv) which can be interrupted by one or more heteroatoms, identical or different, selected from oxygen, sulfur or N (Ra) with Ra representing a hydrogen atom or a grouping alkyl; X represents the aminoalkylene group according to N (R4) - (CH2) p, with R4 representing a hydrogen atom or a linear or branched alkyl group, preferably a hydrogen atom, and p representing an integer inclusive between 1 and 6, preferably 3; Y is an alkyl or alkoxy group; the alkyl group of the alkyl or alkoxy groups which may be interrupted by one or more heteroatoms, which may be identical or different, chosen from oxygen, sulfur or N (Ra) with Ra as defined above; • Q "represents the anionic counterion associated with the quaternary ammonium, and iii) at least one ceramide-type compound.  The invention also relates to a particularly direct dyeing process for keratinous fibers, and in particular human keratinous fibers such as the hair of applying the composition of the invention.  The invention furthermore aims at a process for the oxidation dyeing of keratinous fibers, and in particular for human keratinous fibers such as the hair, which consists in applying the composition to the fibers in the presence of at least one oxidizing agent.  The invention also relates to a multi-compartment dyeing device or "kit" for the oxidation dyeing of keratinous fibers, in particular human keratinous fibers such as the hair comprising a first compartment which comprises the composition of the invention; and a second compartment comprising at least one oxidizing agent.  The composition of the present invention makes it possible to obtain a coloration of the keratinous fibers of very good quality in terms of potency, homogeneity and tenacity and, furthermore, having, after coloration, a particularly pleasant feel on the fibers, in particular on the fibers. dry fibers.  In addition, the disentangling of the fibers is facilitated and the particularly brilliant appearance of the keratin fibers is very aesthetic.  For the purposes of the present invention, and unless a different indication is given: an alkyl radical is a linear or branched C 1 -C 16 hydrocarbon radical, preferably a C 1 -C 4 hydrocarbon radical; An alkenyl radical is a linear or branched C2-C16 hydrocarbon radical comprising from 1 to 5 conjugated or unsubstituted, preferably C 1 -C 6 double bonds, comprising one or two double bonds; an alkoxy radical is an alkyloxy radical (Alkyl-O-) for which the alkyl radical is a hydrocarbon radical, linear or branched, C1-C16, preferably C1-C6; an alkenyloxy radical is an alkenyl-oxy radical for which the alkenyl radical is a radical as defined previously; an aryl radical represents a mono or polycyclic group, condensed or not, comprising from 6 to 19 carbon atoms, and of which at least one ring is aromatic; preferably the aryl radical is phenyl, biphenyl, naphthyl, xylyl, anthracyl, phenanthryl, indenyl, or tetrahydronaphthyl; the aryl radical may be substituted by one or more substituents selected from a halogen atom; an alkyl group; an alkoxy group preferably C1-4; a hydroxyl group: OH; a nitro group: NO2; a nitroso group: NO; a cyano group: CN; a group RO-C (O) - or R-C (O) O- with R representing a C1-alkyl group. 4 or hydroxy; a carbamoyl group R2N-C (O) -NR'- with R, R ', which may be identical or different, representing a hydrogen atom or a preferentially C 1 -C 4 alkyl group; a sulfamoyl group; a trihaloalkyl group preferentially CF3; an aminoalkoxy group: an amino, alkylamino, and dialkylamino group; a heterocyclic radical is a non-aromatic, monocyclic radical containing from 5 to 6 members, comprising from 1 to 3 heteroatoms chosen from nitrogen, oxygen and sulfur; preferentially, the heterocycles are chosen from pyridyl, piperazyl, morpholinyl, piperidyl and pyrolidynyl groups; A counterion is an anion or an anionic group associated with the cationic charge of ammonium; more particularly the anionic counterion is chosen from i) halides such as: chloride, bromide; ii) nitrates; iii) sulfonates, including C1-C6 alkylsulfonates: Alk-S (O) 2Otels such as methylsulfonate and ethylsulfonate; iv) arylsulfonates: Ar-S (O) 2O- such as benzenesulfonate and toluenesulfonate; v) citrate; vi) succinate; (vii) tartrate; viii) lactate; ix) alkyl sulphates: Alk-O-S (O) O- such as methysulfate and ethylsulfate; x) arylsulfates: Ar-O-S (O) O- such as benzenesulphate and toluenesulphate; xi) alkoxysulfates: Alk-O-S (O) 2O- such as methoxy sulfate and ethoxysulfate; xii) aryloxysulfates: Ar-O-S (O) 20-; (xiii) phosphate; (xiv) acetate; xv) triflate; and xvi) borates such as tetrafluoroborate.  The composition may contain at least one oxidation base.  Such a base may be chosen from among those conventionally known in oxidation dyeing, and among which may especially be mentioned ortho and para-phenylenediamines, double bases, ortho- and para-aminophenols, the following heterocyclic bases and their salts. addition with an acid.  The following may especially be mentioned: (A) the para-phenylenediamines of the following formula (A) and their addition salts with an acid or with an alkali: (A) NH 2 formula (A) in which: R represents a hydrogen atom, hydrogen, a C1-C4 alkyl radical, C1-C4 monohydroxyalkyl, C2-C4 polyhydroxyalkyl, C1-C4 (C1-C7) alkoxy (C1-C4) alkyl, C1-C4 alkyl substituted by a nitrogen group, phenyl or 4'-aminophenyl; R 2 is hydrogen, C 1 -C 4 alkyl, C 1 -C 4 monohydroxyalkyl or C 2 -C 4 polyhydroxyalkyl, C 1 -C 4 alkoxy (C 1 -C 4) alkyl or C 1 -C 4 alkyl substituted with nitrogenous group; R 1 and R 2 may also form, with the nitrogen atom carrying them, a 5- or 6-membered nitrogenous heterocycle optionally substituted by one or more alkyl, hydroxyl or ureido groups; R3 represents a hydrogen atom, a halogen atom such as a chlorine atom, a C1-C4 alkyl, sulfo, carboxy, C1-C4 monohydroxyalkyl or C1-C4 hydroxyalkoxy, C1-C4 acetylaminoalkoxy radical; C4, mesylaminoalkoxy C1-C4 or carbamoylaminoalkoxy C1-C4, R4 represents a hydrogen atom, halogen or a C1-C4 alkyl radical.  Among the nitrogen groups of the formula (A) above, mention may be made in particular of amino, monoalkyl (C 1 -C 4) amino, dialkyl (C 1 -C 4) amino, trialkyl (C 1 -C 4) amino, monohydroxyalkyl (C 1) radicals. -C4) amino, imidazolinium and ammonium.  Among the paraphenylenediamines of formula (A) above, mention may be made more particularly of paraphenylenediamine, paratoluylenediamine or 1-methyl-2,5-diaminobenzene, 2-chloro-para-phenylenediamine, 2,3-dimethylparapenylenediamine, and 2-chloro-para-phenylenediamine. , 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 (13-hydroxyethyl) -paraphenylenediamine, 4-N, N-bis- (33-hydroxyethyl) amino-2-methyl-aniline, 4 N, N-bis- (13-hydroxyethyl) -amino-2-chloroaniline, 2-3-hydroxyethyl-para-phenylenediamine, 2-fluoro-para-phenylenediamine, 2-isopropyl-para-phenylenediamine, N- (13-hydroxypropyl) ) -paraphenylenediamine, 2-hydroxymethyl-para-phenylenediamine, N, N-dimethyl-3-methyl-para-phenylenediamine, N, N- (ethyl, 13-hydroxy) ethyl) -paraphenylenediamine, N- (3, γ-dihydroxypropyl) -paraphenylenediamine, N- (4'-aminophenyl) -paraphenylenediamine, N-phenyl-para-phenylenediamine, 2-33-hydroxyethyloxy-para-phenylenediamine, 2-33-hydroxyethyloxy-para-phenylenediamine, acetylaminoethyloxy-para-phenylenediamine, N- (33-methoxyethyl) -paraphenylenediamine, 2-methyl-1-N- (3-hydroxyethyl-para-phenylenediamine), and their addition salts with an acid.  Among the paraphenylenediamines of formula (A) above, paraphenylenediamine, paratoluylenediamine, 2-isopropyl-para-phenylenediamine, 2-3-hydroxyethyl-para-phenylenediamine, 2-3-hydroxyethyloxy-para-phenylenediamine, 2-paraphenylenediamine are particularly preferred. 6-dimethyl-para-phenylenediamine, 2,6-diethyl-para-phenylenediamine, 2,3-dimethyl-para-phenylenediamine, N, N-bis- (33-hydroxyethyl) -paraphenylenediamine, 2-chloro-para-phenylenediamine, and their salts addition with an acid or a base.  (B) According to the invention, the term "double bases" is intended to mean compounds comprising at least two aromatic rings bearing amino and / or hydroxyl groups.  Among the double bases which can be used as oxidation bases in the dye compositions in accordance with the invention, there may be mentioned the compounds corresponding to the following formula (B), and their addition salts with an acid: NR9R10 NR11R12 Y (B) in which formula (B): Z1 and Z2, which may be identical or different, represent a hydroxyl radical or -NH2 may be substituted by a C1-C4 alkyl radical or by a Y linkage arm; the linking arm Y represents an alkylene chain comprising from 1 to 14 carbon atoms, linear or branched, which may be interrupted or terminated by one or more nitrogen groups and / or by one or more heteroatoms such as oxygen atoms, sulfur or nitrogen, and optionally substituted with one or more hydroxyl or C1-C6 alkoxy radicals; R 5 and R 6 represent a hydrogen or halogen atom, a C 1 -C 4 alkyl, C 1 -C 4 monohydroxyalkyl, C 2 -C 4 polyhydroxyalkyl, C 1 -C 4 aminoalkyl or a Y linkage arm; R7, R8, R9, R19, R8 and R12, which may be identical or different, represent a hydrogen atom, a linking arm Y or a C1-C4 alkyl radical; it being understood that the compounds of formula (B) have only one Y linker per molecule.  Among the nitrogen groups of formula (B) above, mention may be made especially of amino, monoalkyl (C 1 -C 4) amino, dialkyl (C 1 -C 4) amino, trialkyl (C 1 -C 4) amino, monohydroxyalkyl (C 1) radicals. -C4) amino, imidazolinium and ammonium.  Among the double bases of formulas (B) above, mention may be made more particularly of N, N'-bis (p-hydroxyethyl) -N, N'-bis (4'-aminophenyl) -1,3- diamino-propanol, N, N'-bis-03-hydroxyethyl) -N, N'-bis- (4'-aminophenyl) ethylenediamine, N, N'-bis- (4-aminophenyl) -tetramethylenediamine, N N, N'-bis- (3-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, 1,8-bis (2,5-diaminophenoxy) -3,5-dioxaoctane, and their addition salts with an acid.  Of these double bases of formula (B), N, N'-bis- (33-hydroxyethyl) -N, N'-bis- (4'-aminophenyl) -1,3-diamino-propanol, 1, 8-bis (2,5-diaminophenoxy) -3,5-dioxaoctane or an acid addition salt thereof are particularly preferred.  (C) para-aminophenols corresponding to the following formula (C), and their addition salts with an acid: OH (C) NH 2 formula (C) in which: R 13 represents a hydrogen atom, a halogen atom such as fluorine, a C1-C4 alkyl radical, a C1-C4 monohydroxyalkyl radical, a C1-C4 alkoxy (C1-C4) alkyl radical or a C1-C4 aminoalkyl radical or a C1-C4 hydroxyalkyl radical; C1-C4 aminoalkyl.  R 14 represents a hydrogen atom or a halogen atom such as fluorine, a C 1 -C 4 alkyl, C 1 -C 4 monohydroxyalkyl, C 2 -C 4 polyhydroxyalkyl, C 1 -C 4 aminoalkyl, C 1 -C 4 cyanoalkyl radical; or (C1-C4) alkoxy (C1-C4) alkyl.  Among the para-aminophenols of formula (C) above, mention may be made more particularly of para-aminophenol, 4-amino-3-methyl-phenol, 4-amino-3-fluoro-phenol and 4-amino. 3-hydroxymethyl-phenol, 4-amino-2-methyl-phenol, 4-amino-2-hydroxymethyl-phenol, 4-amino-2-methoxymethyl-phenol, 4-amino-2-aminomethyl-phenol, 4-amino-2-03-hydroxyethyl-aminomethyl) -phenol, and their addition salts with an acid.  (D) The ortho-aminophenols that can be used as oxidation bases in the context of the present invention are especially chosen from 2-amino-phenol, 2-amino-1-hydroxy-5-methyl benzene, 2-amino-1-hydroxy-6-methyl-benzene, 5-acetamido-2-aminophenol, and their addition salts with an acid.  (E) Among the heterocyclic bases which can be used as oxidation bases in the dyeing compositions in accordance with the invention, mention may be made more particularly of pyridine derivatives, pyrimidine derivatives and pyrazole derivatives, and their addition salts. with an acid.  Among the pyridine derivatives, mention may be made more particularly of the compounds described for example in patents GB 1 026 978 and GB 1 153 196, such as 2,5-diaminopyridine, 2- (4-methoxyphenyl) amino-3 amino-pyridine, 2,3-diamino-6-methoxy-pyridine, 2-03-methoxyethyl) amino-3-amino-6-methoxy pyridine, 3,4-diamino-pyridine, and their salts addition with an acid.  Among the pyrimidine derivatives, there may be mentioned more particularly the compounds described for example in German Patent DE 2,359,399 or Japanese JP 88-169,571 and JP 91-10659 or patent applications 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 pyrazolopyrimidine derivatives such as those mentioned in patent application FR-A-2,750,048 and among which mention may be made of pyrazolo [1,5-a] pyrimidine-3 7-diamine; 2,5-dimethyl-pyrazolo [1,5-a] pyrimidine-3,7-diamine; pyrazolo [1,5-a] pyrimidine-3,5-diamine 2,7-dimethyl-pyrazolo [1,5-a] pyrimidine-3,5-diamine; 3-amino-pyrazolo [1,5-a] pyrimidin-7-ol; 3-amino-pyrazolo [1,5-a] pyrimidin-5-ol; 2- (3-Amino-pyrazolo [1,5-a] pyrimidin-7-ylamino) -ethanol; 2- (7-amino-pyrazolo [1,5-a] pyrimidin-3-ylamino) ethanol; 2 - [(3-Amino-pyrazolo [1,5-a] pyrimidin-7-yl) - (2-hydroxy-ethyl) amino] ethanol; 2 - [(7-amino-pyrazolo [1,5-a] pyrimidin-3-yl) - (2-hydroxyethyl) amino] ethanol; 5,6-dimethyl-pyrazolo [1,5-a] pyrimidine-3,7-diamine; 2,6-dimethylpyrazolo [1,5-a] pyrimidine-3,7-diamine; 2,5-N7-N7-tetramethyl-pyrazolo [1,5-a] pyrimidine-3,7-diamine; 3-amino-5-methyl-7-imidazolylpropylamino-pyrazolo [1,5-a] pyrimidine; and their addition salts and tautomeric forms, when there is a tautomeric equilibrium and their acid addition salts.  Among the pyrazole derivatives, mention may be made more particularly of the compounds described in patents DE 3 843 892, DE 4 133 957 and patent applications WO 94/08969, WO 94/08970, FR-A-2 733 749 and DE 195. 43,988 such as 4,5-diamino-1-methyl-pyrazole, 3,4-diamino-pyrazole, 4,5-diamino-1- (4'-chlorobenzyl) -pyrazole, 4,5-diamino 1 3-dimethylpyrazole, 4,5-diamino-3-methyl-1-phenyl-pyrazole, 4,5-diamino-1-methyl-3-phenyl-pyrazole, 4-amino-1,3-dimethyl- 5-hydrazino-pyrazole, 1-benzyl-4,5-diamino-3-methylpyrazole, 4,5-diamino-3-tert-butyl-1-methyl-pyrazole, 4,5-diamino-1-tert -butyl-3-methyl-pyrazole, 4,5-diamino-1-03-hydroxyethyl-3-methyl-pyrazole, 4,5-diamino-1-β-hydroxyethyl-pyrazole, 4,5-diamino 1-ethyl-3-methyl-pyrazole, 4,5-diamino-1-ethyl-3- (4'-methoxyphenyl) -pyrazole, 4,5-diamino-1-ethyl-3-hydroxymethyl-pyrazole 4,5-diamino-3-hydroxymethyl-1-methyl-pyrazole, 4,5-diamino-3-hydroxymethyl-1-isopropyl 1-pyrazole, 4,5-diamino-3-methyl-1-isopropyl-pyrazole, 4-amino-5- (2'-aminoethyl) amino-1,3-dimethyl-pyrazole, 3,4,5 tri-amino-pyrazole, 1-methyl-3,4,5-triamino-pyrazole, 3,5-diamino-1-methyl-4-methylamino-pyrazole, 3,5-diamino-4- (13- hydroxyethyl) amino-1-methyl-pyrazole, and their addition salts with an acid.  According to the present invention, the oxidation bases preferably represent from 0.0001 to 20% by weight of the total weight of the composition and still more preferably from 0.005 to 10% by weight of this weight.  The couplers which can be used in the composition with the oxidation base according to the invention are those conventionally used in oxidation dyeing compositions, ie meta-aminophenols, metaphenylenediamines, meta-diphenols, naphthols. and heterocyclic couplers such as, for example, indole derivatives, indoline derivatives, sesamol and its derivatives, pyridine derivatives, pyrazolotriazole derivatives, pyrazolones, indazoles, benzimidazoles, benzothiazoles, benzoxazoles, benzodiazepines, quinolines and their addition salts with an acid.  These couplers are more particularly chosen from 1-03-hydroxyethyloxy) -2,4-diaminobenzene, 2-methyl-5-aminophenol, 5-N-O-hydroxyethyl) amino-2-methylphenol, 3-aminophenol or 1-hydroxy-3-aminobenzene, 1,3-dihydroxybenzene, 1,3-dihydroxy-2-methyl-benzene, 4-chloro-1,3-dihydroxybenzene, 2-amino 4-03-hydroxyethylamino) -1-methoxybenzene, 1,3-diaminobenzene, 1,3-bis (2,4-diaminophenoxy) propane, sesamol, 1-amino-2-methoxy-4, 5-methylenedioxybenzene, α-naphthol, 6-hydroxyindole, 4-hydroxyindole, 4-hydroxy-N-methylindole, 6-hydroxyindoline, 2,6-dihydroxy-4-methyl pyridine, 1-H-3-methyl-pyrazol-5-one, 1-phenyl-3-methyl-pyrazol-5-one, 2-amino-3-hydroxypyridine, 3,6-dimethylpyrazolo- [ 3,2-c] -1,2,4-triazole, 2,6-dimethyl-pyrazolo [1,5-b] -1,2,4-triazole and their addition salts with an acid.  These couplers preferably represent from 0.0001 to 20% by weight approximately of the total weight of the composition, and still more preferably from 0.005 to 10% by weight approximately.  In general, the acid addition salts of the oxidation bases and couplers are chosen in particular from hydrochlorides, hydrobromides, sulphates and tartrates, lactates and acetates.  The composition according to the invention may contain one or more direct dyes.  These direct dyes may in particular be chosen from neutral, cationic or anionic dyes.  By neutral direct dye is meant any direct dye which does not have in its molecular structure a quaternized nitrogen atom or of substituents COOR or SO3R with R denoting a hydrogen atom, or a cation derived from a metal or a amine, or an ammonium ion.  Neutral direct dyes that may especially be mentioned include benzene direct dyes, such as: 1,4-diamino-2-nitrobenzene, 1-amino-2-nitro-4-3-hydroxyethylaminobenzene, 1-amino-2-nitro-4- bis (13-hydroxyethyl) -aminobenzene, 1,4-bis ((3-hydroxyethylamino) -2-nitrobenzene, 1-33-hydroxyethylamino-2-nitro-4-bis-03-hydroxyethylamino) benzene, 1-3- hydroxyethylamino-2-nitro-4-aminobenzene, 1-33-hydroxyethylamino-2-nitro-4- (ethyl) (3-hydroxyethyl) -aminobenzene, 1-amino-3-methyl-4-3-hydroxyethylamino 6-nitrobenzene, 1-amino-2-nitro-4-33-hydroxyethylamino-5-chlorobenzene, 1,2-Diamino-4-nitrobenzene, 1-amino-2-3-hydroxyethylamino-5-nitrobenzene, 1, 2-Bis-O-hydroxyethylamino) -4-nitrobenzene, 1-amino-2-tris- (hydroxymethyl) methylamino-5-nitrobenzene, 1-hydroxy-2-amino-5-nitrobenzene, 1-hydroxy-2-amino 4-nitrobenzene, 1-hydroxy-3-nitro-4-aminobenzene, 1-hydroxy-2-amino-4,6-dinitrobenzene, 1-3-hydroxyethyloxy-2-3-hydroxyethylamino-5-nitrobenzene, 1-Methoxy-2-3-hydroxyethylamino-5-nitrobenzene, 1-33-hydroxyethyloxy-3-methylamino-4-nitrobenzene, 1- (3-yl-dihydroxypropyloxy-3-methylamino-4-nitrobenzene, 1-33-hydroxyethylamino 4- (3-yl-dihydroxypropyloxy-2-nitrobenzene, 1- (3-yl) dihydroxypropylamino-4-trifluoromethyl-2-nitrobenzene, 1-3-hydroxyethylamino-4-trifluoromethyl-2-nitrobenzene, 3-Hydroxyethylamino-3-methyl-2-nitro-benzene, 1-33-aminoethylamino-5-methoxy-2-nitrobenzene, 1-Hydroxy-2-chloro-6-ethylamino-4-nitrobenzene, 1-hydroxy-2- chloro-6-amino-4-nitrobenzene, 1-hydroxy-6-bis-03-hydroxyethyl) -amino-3-nitrobenzene, 1-3-hydroxyethylamino-2-nitrobenzene, 1-hydroxy-4-hydroxyethylamino-3 nitrobenzene.  As neutral azo dyes include Disperse Orange 3, Disperse Red 17, Disperse Black 9, HC Yellow 7.  As neutral quinone dyes include Disperse Violet 4, Disperse Blue 1, Disperse Violet 1, Disperse Blue 3, Disperse Blue 7, Natural Orange 6, HC Blue 14.  The cationic direct dyes usable in the invention have at least one quaternized atom in their structure constituting at least one permanent cationic charge.  This charge can be endocyclic or exocyclic.  By endocyclic charge is understood that the charge is on a heteroatom included in a ring.  Thus, of the preferred direct dyes of the invention, there may be mentioned cationic direct dyes which possess an endocyclic charge.  As exocyclic cationic direct dye, mention may be made of Basic Red 76, Basic Yellow 57, Basic Brown 16, asic Brown 17, Basic Blue 99, Basic Blue 22 ,.  As the endocyclic cationic direct dye, mention may be made of the azo, methine or azomethine direct dyes containing a quaternary ammonium group included in a ring: i) the dyestuffs described in the following patent application EP 1 025 834: of formula (II) 20 GN = NJ (II) in which: - the symbol G represents a group chosen from the following structures G, to G3: R 24 R26 R27 Ni.  Embedded image in which: R 24 denotes a C 1 -C 4 alkyl radical, a phenyl radical which may be substituted by a C 1 -C 4 alkyl radical or a halogen atom chosen from chlorine; bromine, iodine and fluorine; R 25 denotes a C 1 -C 4 alkyl radical or a phenyl radical; R 26 and R 27, which may be identical or different, represent a C 1 -C 4 alkyl radical or a phenyl radical, or together form in G 1 a benzene ring substituted by one or more C 1 -C 4 alkyl, C 1 -C 4 alkoxy or NO 2, or together form in G 2 a benzene ring optionally substituted with one or more C 1 -C 4 alkyl, C 1 -C 4 alkoxy or NO 2 radicals; R26 may further denote a hydrogen atom; Z denotes an oxygen atom, a sulfur atom or a group -NR25; M represents a group -CH, -CR (R denoting C1-C4 alkyl), or -NR28 (X-) r; K represents a group -CH, -CR (R denoting C1-C4 alkyl), or NR28 (X) r; P represents a group -CH, -CR (R denoting C1-C4 alkyl), or - NR28 (X-) r; r is zero or 1; - R28 represents a 0- atom, a C1-C4 alkoxy radical, or a C1-C4 alkyl radical; R29 and R30, which may be identical or different, represent a hydrogen or halogen atom chosen from chlorine, bromine, iodine and fluorine, a C1-C4 alkyl radical and a C1-C4 alkoxy radical; radical -NO2; X represents an anion preferably chosen from chloride, iodide, methyl sulfate, ethyl sulfate, acetate and perchlorate; The symbol J represents: a) a group of structure J, as follows: -p-R33 J, RR32 in which, - R31 represents a hydrogen atom, a halogen atom chosen from chlorine, bromine , iodine and fluorine, a C1-C4 alkyl radical, a C1-C4 alkoxy radical, a -OH, -NO2, -NHR34, -NR35R36, -NHCO-C1-C4 alkyl radical, or form with R32 a 5- or 6-membered ring containing or not one or more heteroatoms selected from nitrogen, oxygen or sulfur; R32 represents a hydrogen atom, a halogen atom chosen from chlorine, bromine, iodine and fluorine, a C1-C4 alkyl radical or a C1-C4 alkoxy radical or form with R33 or R34; a 5- or 6-membered ring containing or not one or more heteroatoms selected from nitrogen, oxygen or sulfur; R33 represents a hydrogen atom, an -OH radical, an -NHR34 radical, a -NR35R36 radical; - R34 represents a hydrogen atom, a C1-C4 alkyl radical, a C1-C4 monohydroxyalkyl radical, polyhydroxyalkyl 02-04, a phenyl radical; R35 and R36, which are identical or different, represent a C1-C4 alkyl radical, a C1-C4 monohydroxyalkyl or a C2-C4 polyhydroxyalkyl radical; b) a 5- or 6-membered nitrogen-containing heterocyclic group capable of containing other heteroatoms and / or carbonyl groups and which may be substituted by one or more C 1 -C 4 alkyl, amino or phenyl radicals, and in particular a structural group Following J2: wherein R37 and R38, which may be identical or different, represent a hydrogen atom, a C13-C10 alkyl radical or a phenyl radical, Y represents the radical -CO- or the radical ûC (CH3) =; - n represents 0 or 1, with, when n denotes 1, U denotes the radical -CO-; ii) of the following formula (III): R 12 B11N = N '' N R13 R15 X In which: R12 represents a hydrogen atom or a C1-C4 alkyl radical; R13 represents a hydrogen atom, an alkyl radical which may be substituted by a -CN radical or by an amino group, a radical; -aminophenyl or form with R12 an optionally oxygenated and / or nitrogenous heterocycle which can be substituted by a C1-C43 alkyl radical - R14 and R15, which may be identical or different, represent a hydrogen atom, a halogen atom such as bromine, chlorine, iodine or fluorine, a C1-alkyl radical; C.sub.4 or C.sub.1 -C.sub.4 alkoxy, a radical -CN.sub.20 -X- represents an anion preferably chosen from chloride, methyl sulfate and acetate; -B represents a group chosen by the following structures B1 to B6: R16 R16 R16 R16 + I + N N + S ~ S17 R16 R18 B1 B2 B3 R16 R16 and B4 B5 B6 B5 wherein R16 represents a C1-C4 alkyl radical, R17 and R18, which may be identical or different, represent a hydrogen atom or a C1-C4 alkyl radical; iii) the compounds of formulas (IV) and (V) below: R22 (V) in which: R19 represents a hydrogen atom, a C1-C4 alkoxy radical, a halogen atom such as bromine, chlorine, iodine or fluorine or an amino radical, R20 represents a hydrogen atom, a C1-C4 alkyl radical or forms, with a carbon atom of the benzene ring, an optionally oxygenated heterocycle and / or substituted by a or a plurality of C1-C4 alkyl groups; R21 represents a hydrogen or halogen atom such as bromine, chlorine, iodine or fluorine; R22 and R23, which are identical or different, represent an atom; of hydrogen or a C 1 -C 4 alkyl radical, 5-D 1 and D 2, which may be identical or different, represent a nitrogen atom or the group --CH 2 - m represents 0 or 1, it being understood that when R 19 represents an amino group unsubstituted, then D1 and D2 simultaneously represent a -CH group and m = 0, - X- represents an anion of Preferably selected from chloride, methyl sulfate and acetate, - E represents a group selected by the following structures E1 to E $: E2 E3 E4 N + N + R 'R' R 'R' N + and E6 E7 E8 in which R 'represents a C1-C4 alkyl radical; When m represents 0 and D 1 represents a nitrogen atom, then E may also denote a group of the following structure E 9: R '(N N + R' in which R 'represents a C 1 -C 4 alkyl radical; Z and D represent, identical or different, a nitrogen atom or the group -CH 2, R 7 and R 8, which may be identical or different, represent a hydrogen atom, a C 1 -C 4 alkyl radical which may be substituted by a radical -CN, -OH or -NH2 or form with a carbon atom of the benzene ring an optionally oxygenated or nitrogen heterocycle, which may be substituted by one or more C1-C4 alkyl radicals, a 4'-aminophenyl radical, R9 and R'9, which may be identical or different, represent a hydrogen or halogen atom chosen from chlorine, bromine, iodine and fluorine, a cyano, a C1-C4 alkyl or a C1-C4 alkoxy radical; or acetyloxy, X-represents an anion preferably selected from chloride, methyl sulfate e and the acetate, A represents a group chosen from the following structures Al to A19: iv) the compounds of the following formula (VI): ## STR2 ## Rio A2 Rio A3 Rio / R10 R10 R10 A5 Rio A6 A4 Rio Rio A7 Rio A5 Rio A9 A11 Rio Rio A10 5 Rio Rio IN + + S ~ S Rio A13 A14 A15 2907671 22 Rio NOS Rio Rio A16 A17 Al8 and 5 in which R10, identical or different, represent an alkyl radical C1-C4 may be substituted by a hydroxyl radical and R11 represents a C1-C4 alkoxy radical, v) dyes described in the patent application EP 714 954 of formulas 10 (VII), (VIII), or (IX) ANZ-N_X AN-z1-N = N-KK (VII) ## STR1 ## in which 15 - A and A1, independently of one another, are the radicals of the formula: ## STR2 ## Z represents an aliphatic or aromatic diamine residue; R 1 and R 2, independently of one another, represent a hydrogen atom or a C 1 -C 6 alkyl group; -C4 or may form together e with 2 nitrogen atoms to which they are attached or with Z and Z2 a 5-, 6- or 7-membered ring, - X represents the remainder of a bridge member, - n represents an integer 2, 3 or 4, - Z, represents an aromatic diamine residue, - Z2 represents an aliphatic diamine residue, 10 - KK represents a remainder of the coupler compound, - R3 and R4, independently of each other, represent an atom of hydrogen or a C1-C4 alkyl group, - R5 and R6, independently of each other, represent a hydrogen atom, a C1-C4 alkyl group or a C1-C4 alkoxy group, -An represents a colorless anion, as well as the cationic dyes described in patent applications WO 95/01772, WO 95/15144, EP 714 954, EP 1 170 000, EP 1 166 753, EP 1 166 754 and EP 1 170; 001, different from the above dyes.  The passage of these applications devoted to cationic dyes is incorporated herein.  Preferably, the Basic Red 51 dyes of following formula: Basic Blue Yellow 87 having the following formula: CH3SO4- and the Basic Orange 31 of the following formula: 2907671 24 As examples of dyestuffs with charge endocyclic cationic according to the invention include the following dyes: - cationic dyes with xanthene rings such as Basic Red 1, Basic 5 Red 3, Basic Red 4, Basic Violet 10 and Basic Purple 11; cationic dyes with acridine rings such as Basic Orange 15, Basic Orange 16, Basic Orange 17; cationic dyes with benzothiazole rings, such as the Basic Blue 41 and the Basic Blue 67; Cationic dyes with phenothiazine rings such as the Basic Blue 9; cationic dyes with triazole rings such as the Basic Red 22 and the Basic Red 46; cationic dyes with thiazole rings such as Basic Red 29; cationic dyes with phenazine rings such as Basic Red 2; Indolenin ring cationic dyes such as Basic Red 14, Basic Yellow 13, Basic Yellow 28 and Basic Yellow 29; cationic dyes with phenoxazine rings such as the Basic Blue 6.  The anionic or acidic direct dyes that can be used according to the invention have, in their structure, at least one CO2R or SO3R group with R denoting a hydrogen atom or a cation derived from a metal or an amine, or an ammonium ion.  The anionic dyes may be selected from acidic nitro dyes, acidic azo dyes, acidic azine dyes, acidic triarylmethane dyes, acidic indoamine dyes, acidic anthraquinone dyes, indigoids and acidic natural dyes.  As acid dyes according to the invention, mention may be made of the dyes of formulas (XII), (XII '), (XIII), (XIII'), (XIV), (XIV '), (XV), (XV' ), (XVI), (XVII), 30 (XVIII) and (XIX): NH 2 2907671 a) the diaryl anionic azo dyes of formula (XII) or (XII '): R' R'7 10 (XII ') Wherein R7, R8, R9, R10, R'7, R'8, R'9 and R'10, which may be identical or different, represent a hydrogen atom or a group chosen from: - alkyl; alkoxy, alkylthio; Hydroxy, mercapto; nitro, nitroso; - R -C (X) -X'-, R -X'-C (X) -, R -X'-C (X) -X "-with R representing a hydrogen atom, an alkyl or aryl group X, X 'and X ", which may be identical or different, representing an oxygen, sulfur or NR atom with R 15 representing a hydrogen atom or an alkyl group; - (0) 2S (O -) -, M + with M + representing a hydrogen atom or a cationic counterion; - (0) CO--, M + with M + as defined above; - R "-S (O) 2-, with R" representing a hydrogen atom, an alkyl group, an aryl, (di) (alkyl) amino, aryl (alkyl) amino group; preferentially a phenylamino or phenyl group; - R "'- S (O) 2 -X'-with R"' representing an alkyl group, optionally substituted aryl, X 'as defined above; - (di) (alkyl) amino; Aryl (alkyl) amino optionally substituted with one or more groups selected from i) nitro; ii) nitroso; iii) (O) 2 S (O -) -, M + and iv) alkoxy with M + as previously defined; optionally substituted heteroaryl; preferentially a benzothiazolyl group; cycloalkyl; in particular cyclohexyl, - Ar-N = N- with Ar representing an optionally substituted aryl group; preferably a phenyl optionally

substituted by one or more

  alkyl groups, (0) 2S (O -) -, M + or phenylamino; 10 - or two contiguous groups R, with R8 or R8 with R9 or R9 with Rio together form a fused group benzo A '; and R'7 with R'8 or R'8 with R'9 or R'9 with R ', o together form a fused group benzo B'; with A 'and B' optionally substituted with one or more groups selected from i) nitro; ii) nitroso; iii) 15 (O) 2 S (O -) -, M +; iv) hydroxy; (v) mercapto; vi) (di) (alkyl) amino; vii) R -C (X) -X'-; viii) R -X'-C (X) -; ix) R -X'-C (X) -X "-; x) Ar-N = N- and xi) aryl (alkyl) amino optionally substituted, with M +, R, X, X ', X" and Ar such as previously defined; W represents a sigma link a, an oxygen atom, sulfur atom, or a divalent radical i) --NR- with R as defined above, or ii) methylene -C (Ra) (Rb) - with Ra and Rb identical or different, representing a hydrogen atom or an aryl group, or else Ra and Rb together with the carbon atom carrying them a cycloalkyl spiro; preferentially W represents a sulfur atom or Ra and Rb together form a cyclohexyl; it being understood that the formulas (XII) and (XII ') comprise at least one sulfonate radical (O) 2S (O -) -, M + or a carboxylate radical (O) CO--, M + on one of the rings A, A' , B, B 'or C; preferentially sodium sulphonate; By way of example of dyes of formula (XII), mention may be made of: Acid Red 1, Acid Red 4, Acid Red 13, Acid Red 14, Acid Red 18, Acid Red 27, Acid Red 32, Acid Red 33, Acid Red 35, Acid Red 37, Acid Red 40, Acid Red 41, Acid Red 42, Acid Red 44, Acid Red 68, Acid Red 73, Acid Red 135, Acid Red 138, Red Acid 184, Food Red 1, Food Red 13 , Acid Orange 6, Acid Orange 7, Acid Orange 10, Acid Orange 2907671 27 19, Acid Orange 20, Acid Orange 24, Acid Yellow 9, Acid Yellow 36, Acid Yellow 199, Food Yellow 3; Acid Violet 7, Acid Violet 14, Acid Blue 113, Acid Blue 117, Acid Black 1, Acid Brown 4, Acid Brown 20, Acid Black 26, Acid Black 52, Food Black 1, Food Black 2; And by way of example of dyes of formula (XII ') that may be mentioned: Acid Red 111, Acid Red 134, Acid yellow 38; b) the azo anionic pyrrazolone dyes of formula (X111) and (X111 '): R16 R16 R17 R13 R21 R21 14 12 R13 formulas (X111) and (X111') in which: • R11, R12 and R13, which are identical or different, represent a hydrogen atom, halogen, an alkyl group or - (O) 2S (O-), M + with M + as defined above; R14 represents a hydrogen atom, an alkyl group or a group -C (O) O-, M + with M + as defined above; R15 represents a hydrogen atom; • R16 represents an oxo group in which case R'16 is absent, or else R15 with R16 together form a double bond; R 17 and R 18, which are identical or different, represent a hydrogen atom, or a group chosen from: - (O) 2 S (O -) -, M + with M + as defined previously; With Ar representing an optionally substituted aryl group; preferentially a phenyl optionally substituted with one or more alkyl groups; R 19 and R 20 together form either a double bond or an optionally substituted benzo D 'group; R'16, R'19 and R'20, identical or different, represent a hydrogen atom or an alkyl group, or hydroxy; R21 represents a hydrogen atom, an alkyl group, or alkoxy; Ra and Ra, which are identical or different, are as defined previously, preferably Ra represents a hydrogen atom and Rb represents an aryl group; Y is either a hydroxy group or an oxo group; Represents a single bond when Y is an oxo group; and represents a double bond when Y is a hydroxy group; it being understood that the formulas (X111) and (X111 ') comprise at least one sulfonate (O) 2S (O -) -, M + radical or a carboxylate radical -C (O) O-, M + on one of the D or E rings ; preferentially sodium sulphonate; By way of example of dyes of formula (X111), mention may be made of: Acid Red 195, Acid Yellow 23, Acid Yellow 27, Acid Yellow 76, and by way of example of dyes of formula (X111 '), mention may be made of: Acid Yellow 17; C) the anthraquinone dyes of formula (XIV) and (XIV '): R26 R27 formulas (XIV) and (XIV') in which: R22, R23, R24, R25, R26 and R27, identical or different , represent a hydrogen atom, a halogen atom or a group chosen from: 5-alkyl; hydroxy, mercapto; alkoxy, alkylthio; aryloxy or optionally substituted arylthio, preferably substituted with one or more groups selected from alkyl and 10 (O) 2S (O -) -, M + with M + as defined above; aryl (alkyl) amino optionally substituted by one or more groups selected from alkyl and (O) 2S (O -) -, M + with M + as defined above; - (di) (alkyl) amino; - (di) (hydroxyalkyl) amino - (O) 2S (O -) -, M + with M + as previously defined; Z 'represents a hydrogen atom or a group NR28R29 with R28 and R29, which may be identical or different, represent a hydrogen atom or a group chosen from: alkyl; polyhydroxyalkyl such as hydroxyethyl; aryl optionally substituted by one or more groups especially i) alkyl such as methyl, n-dodecyl, n-butyl; ii) (0) 2S (O -) -, M + with M + as previously defined; iii) R -C (X) -X'-, 2907671 R -X'-C (X) -, R-X'-C (X) -X "- with R, X, X 'and X" such as defined above, preferably R represents an alkyl group; cycloalkyl; in particular cyclohexyl; Z 2 represents a group chosen from hydroxy and NR '28 R' 29 with R '28 and R' 29, which are identical or different, represent the same atoms or groups as R 28 and R 29 as defined above; it being understood that formulas (XIV) and (XIV ') comprise at least one sulfonate (O) 2S (O -) -, M + radical or a carboxylate radical -C (O) O-, M +; preferentially sodium sulphonate; By way of example of dyes of formula (XIV), mention may be made of Acid Blue 25, Acid Blue 43, Acid Blue 62, Acid Blue 78, Acid Blue 129, Acid Blue 138, Acid Blue 140, Acid Blue 251 and Acid Green. 25, Acid Green 41, Acid Violet 42, Violet Acid 43, Red Mordant 3; and by way of example of dyes of formula (XIV ') that may be mentioned: Acid Black 48; d) the nitro dyes of formula (XV) and (XV '): (XV) (R 30 p 20 NO 2 W 2 ALK 1 SO 3 MIL (XV') formulas (XV) and (XV ') in which: R 30, R 31 and R 32, which are identical or different, represent a hydrogen atom, halogen, or a group selected from: alkyl; alkoxy optionally substituted with one or more hydroxyl groups, alkylthio optionally substituted with one or more hydroxyl groups; 5-hydroxy, mercapto; nitro, nitroso, polyhaloalkyl, R -C (X) -X'-, R -X'-C (X) -, R -X'-C (X) -X "- with R; X, X and X "as defined above; 10 - (O) 2S (O -) -, M + with M + as defined above; - (0) CO--, M + with M + as previously defined; - (di) ( alkyl) amino; - (di) (hydroxyalkyl) amino; heterocycloalkyl such as piperidino, piperazino or morpholino; especially R 30, R 31 and R 32 represent a hydrogen atom; Rc and Rd, which may be identical or different, represent a hydrogen atom; hydrogen or a gro alkylation • W is as defined previously; W particularly represents a group -NH 2; ALK represents a divalent alkylene group, linear or branched, C1-C6; particularly ALK represents a group -CH2-CH2-; ^ nvaut l or 2; ^ p represents an integer inclusive between 1 and 5; q and t represent an integer inclusive between 1 and 4; U is 0 or 1; when n is 1, J is a nitro or nitroso group; especially nitro; When n is 2, J represents an oxygen atom, sulfur atom or a divalent radical (S) (m) with m representing an integer 1 or 2; preferably, J represents an ûSO 2 u radical; M 'represents a hydrogen atom or a cationic counterion; • 1 present or absent represents a benzo group optionally substituted with one or more R30 group as defined above; It being understood that the formulas (XV) and (XV ') comprise at least one sulfonate (O) 2S (O -) -, M + radical or a carboxylate radical -C (O) O-, M +; preferentially sodium sulphonate; By way of example of dyes of formula (XV), mention may be made of: Acid Brown 13; Orange Acid 3; by way of example of dyes of formula (XV '), mention may be made of: Acid Yellow 1, 2,4-dinitro-1-naphthol-7-sulfonic acid sodium salt, 2-piperidino 5-nitro benzene acid sulfonic acid, 2 (4'-N, N - (2 "-hydroxyethyl) amino-2'-nitro) aniline ethanesulfonic acid, 4-33-hydroxyethylamino-3-nitrobenzene sulfonic acid, d) triarylmethane dyes of formula (XVI) Wherein R 43, R 34, R 35 and R 36, which may be identical or different, represent a hydrogen atom or a group chosen from alkyl, optionally substituted aryl and optionally substituted arylalkyl, particularly an alkyl group; and benzyl optionally substituted with a group 20 (O) n, S (O-) -, M + with M + and m as defined above; R37, R38, R39, R40, R41, R42, R43 and R44, same or different , represent a hydrogen atom or a group selected from: - alkyl; - alkoxy, alkylthio; - (di) (alkyl) amino; - hydroxy, mercapto; nitro, nitroso; (XVI) R -C (X) -X'-, R-X'-C (X) -, R-X'-C (X) -X "- with R representing a hydrogen atom, an alkyl or aryl group; X, X 'and X ", which may be identical or different, representing an oxygen, sulfur or NR atom with R representing a hydrogen atom or an alkyl group; 5 - (O) 2S (O -) -, M + with M + representing a hydrogen atom or a cationic counterion; - (0) CO--, M + with M + as defined above; - or two contiguous groups R41 with R42 or R42 with R43 or R43 with R44 together form a benzo: fused group with optionally substituted with one or more groups selected from i) nitro; ii) nitroso; iii) (O) 2S (O -) -, M +; iv) hydroxy; v) mercapto; vi) (di) (alkyl) amino; vii) R -C (X) -X'-; viii) R -X'-C (X) -; ix) R -X'-C (X) -X " -; with M +, R, X, X ', X "as defined above, particularly R37 to R40 represent a hydrogen atom, and R41 to R44, which are identical or different, represent a hydroxyl group or (0) 2S (O-) -, M +, and when R43 with R44 together form a benzo group, it is preferably substituted by a group (O) 2S (O -) -; 20 it being understood that at least one of the rings G, H, I or comprise at least one (O) 2S (O-) - sulphonate radical or a carboxylate -C (O) O-, preferably sulphonate radical: By way of example of dyes of formula (XVI), mention may be made of: Acid Blue 1; Acid Blue Blue 3, Acid Blue 7, Acid Blue 9, Acid Violet 49, Acid Green 50, e) the xanthene-derived dyes of formula (XVII): R 45 R 47 (XVII) R 51 2907 671 formula (XVII) in which: • R 45 R46, R47 and R48, which may be identical or different, represent a hydrogen atom or a halogen atom; R49, R50, R51 and R52, which may be identical or different, represent an atom of hydrogen, halogen, or a group selected from: - alkyl; alkoxy, alkylthio; hydroxy, mercapto; nitro, nitroso; - (O) 2 S (O -) -, M + with M + representing a hydrogen atom or a cationic counterion; - (0) CO--, M + with M + as defined above; especially R53 R54, R55 and R48 represent a hydrogen or halogen atom; G represents an oxygen or sulfur atom or a NRe group with Re as defined above; especially G represents an oxygen atom; L represents an O-, M + alkoxide; a thioalkoxide S-, M + or a group NRf, with Rf representing a hydrogen atom or an alkyl group, and M + as defined above; M + is especially sodium or potassium; L 'represents an oxygen atom, sulfur atom or an ammonium group: N + RfRg, with Rf and Rg, identical or different, representing a hydrogen atom, an optionally substituted alkyl or aryl group; L 'is particularly an oxygen atom or a phenylamino group optionally substituted with one or more alkyl groups or (0) n, S (O -) -, M + with m and M + as defined above; • Q and Q ', identical or different, represent an oxygen or sulfur atom; Q and Q 'particularly represent an oxygen atom; M + is as defined above; By way of example of dyes of formula (XVII), mention may be made of: Acid Yellow 73; Acid Red 51; Acid Red 87; Acid Red 92; Acid Red 95; Purple Acid 9; F) the dyes derived from indole of formula (XVIII): R53 G R1 R60 N (XVIII) N • R53, R54, R55, R56, R57, R58, R59 and R60, which may be identical or different, represent a hydrogen atom or a group selected from: 5-alkyl; alkoxy, alkylthio; hydroxy, mercapto; nitro, nitroso; - R -C (X) -X'-, R -X'-C (X) -, R -X'-C (X) -X "- with R representing a hydrogen atom, an alkyl group or aryl; X, X 'and X ", which may be identical or different, representing an oxygen, sulfur or NR atom with R representing a hydrogen atom or an alkyl group; - (0) 2S (O -) -, M + with M + representing a hydrogen atom or a cationic counterion; - (0) CO--, M + with M + as previously defined; G represents an oxygen atom, sulfur atom or a NRe group with Re as defined above; especially G represents an oxygen atom; • R; and Rh, identical or different, represent a hydrogen atom or an alkyl group; it being understood that formula (XVIII) comprises at least one sulfonate (O) 2S (O -) -, M + radical or a carboxylate radical -C (O) O-, M +; Preferred examples of dyestuffs of formula (XVIII) are: Acid Blue 74. g) quinoline-derived dyes of formula (XIX): ## STR2 ## hydrogen, halogen or an alkyl group; R 61, R 63, and R 64, which may be identical or different, represent a hydrogen atom or a (O) 2 S (O -) - group, M + with M + representing a hydrogen atom or a cationic counterion; or R61 with R62, or R61 with R64, together form a benzo group optionally substituted with one or more (O) 2S (O -) - groups, M + with M + representing a hydrogen atom or a cationic counterion ; it being understood that the formula (XIX) comprises at least one sulfonate (O) 2S (O -) -, M + radical, preferably sodium sulphonate. By way of example of dyes of formula (XIX), mention may be made of: Acid Yellow 2, Acid Yellow 3 and Acid Yellow 5. More particularly, the dyes of formula (XII) to (XVII) useful for the invention are chosen from (CI 45380) Acid Red 87 (XVII) (CI 10316) Sodium salt of 2,4-dinitro-1-naphthol-7-sulfonic acid (XV ') (CI 10383) Acid Orange 3 (XV) ( IC 13015) Acid Yellow 9 / Food Yellow 2 (XII) (CI 14780) / Direct Red 45 / Food Red 13 (XII) (CI 13711) Acid Black 52 (XII) (CI 13065) Acid Yellow 36 (XII) (CI 14700) 1-Hydroxy-2- (2 ', 4'-xylyl-5-sufonatoazo) -naphthalene-4-sulfonic acid sodium salt / Food Red 1 (X11) (CI 14720) Acid Red 14 / Food Red 3 / Mordant Blue 79 (XII) 2907671 37 (CI 14805) Sodium salt of 4-hydroxy-3 - [(2-methoxy-5-nitrophenyl) diaza] -6- (phenylamino) naphthalene-2-acid -Sulphonic acid / Acid Brown 4 (XII) (CI 15510) Acid Orange 7 / Pigment Orange 17 / Solvent Orange 49 (XII) (CI 15985) Food Yellow 3 / Pigment Yellow 104 (XII) (C 16185) Acid Red 27 / Food Red 9 (XII) (C.I. 16230) Acid Orange 10 / Food Orange 4 (XII) (Cl 16250) Acid Red 44 (XII) (Cl 17200) Acid Red 33 / Food Red 12 (XII) (Cl 15685) Acid Red 184 (XII) (Cl 19125) Acid Violet 3 (XII) (CI 18055) Sodium salt of 1-hydroxy-2- (4'-acetamido phenylazo) -8-acetamido-naphthalene-3,6-disulfonic acid / Acid Violet 7 / Food Red 11 (XIII) (Cl 18130) Acid Red 135 (XII) (Cl 19130) Acid Yellow 27 (X111) (Cl 19140) Acid Yellow 23 / Food Yellow 4 (X111) (Cl 20170) 4 '- (sulphonato-2 ", 4 "-dimethyl) -bis- (2,6-phenylazo) -1,3-dihydroxybenzene / Acid Orange 24 (XII) (Cl 20470) Sodium salt of 1-amino-2- (4'-amino acid) nitrophenylazo) -7-phenylazo-8-hydroxy-naphthalene-3,6-disulfonic acid / Acid Black 1 (XII) (CI 23266) (4 - ((4-methylphenyl) sulfonyloxy) -phenylazo) 2,2'-dimethyl- 4 - ((2-Hydroxy-5,8-disulfonato) naphthylazo) biphenyl / Acid Red 111 (XII ') (Cl 27755) Food Black 2 (XII) (Cl 25440) 1- (4'-sulphonatophenylazo) -4- (2 "-hydroxy-3" -acetylamino-6 ", 8" -disulfonato) naphthylazo) -6-sul fonatonaphthalene (tetrasodium salt) / Food Black 1 (XII) (C.I. 42090) Acid Blue 9 (XVI) (Cl 60730) Acid Violet 43 (XIV) (Cl 61570) Acid Green 25 (XIV) (Cl 62045) Sodium salt of 1-amino-4-cyclohexylamino-9, 10-Anthraquinone 2-sulfonic acid / Acid Blue 62 (XIV) (CI 62105) Acid Blue 78 (XIV) 2907671 38 (CI 14710) Sodium salt of 4-hydroxy-3 ((2-methoxyphenyl) azo 1-Naphthalene sulfonic acid / Acid Red 4 (XII) 2-piperidino-5-nitro benzene sulfonic acid (XV ') 2-Acetate (4'-N, N (2 "-hydroxyethyl) amino-2'-nitro) aniline ethane sulfonic acid (XV ') 4- [3-hydroxyethylamino-3-nitrobenzene sulfonic acid (XV') (Cl 42640) Acid Violet 49 (XVI) (Cl 42080) Acid Blue 7 (XVI) (Cl 58005) Sodium salt from 1 2-dihydroxy-3-sulfo-anthraquinone / Mordant Red 3 (XIV) (CI 62055) 1-Amino-9,10-dihydro-9,10-dioxo-4- (phenylamino) sodium salt 2 -anthracenesulfonic acid / Acid Blue 25 (XIV) (CI 14710) 4-Hydroxy-3 - ((2-methoxyphenyl) azo) -1-naphthalenesulfonic acid / Acid Red 4 (XII) sodium salt Most of these colors In particular, the Color Index published by The Society of Dyers and Colorists, P.O. Box 244, Perkin House, 82 Grattan Road, Bradford, Yorkshire, BD1 2JBN England.

The most preferred anionic dyes are the dyes designated in the Color Index under code CI 58005 (monosodium salt of 1,2-dihydroxy-9,10-anthraquinone-3-sulphonic acid), CI 60730 (monosodium salt of 2 - [(9,10-dihydro-4-hydroxy-9,10-dioxo-1-anthracenyl) -amino] -5-methyl-benzenesulfonic acid), CI 15510 (monosodium salt of acid 410 [ (2-hydroxy-1-naphthalenyl) -azo] -benzene sulfonic acid), CI 15985 (disodium salt of 6-hydroxy-5 - [(4-sulphophenyl) azo] -2-naphthalenesulfonic acid), CI 17200 (Disodium salt of 5-amino-4-hydroxy-3- (phenylazo) -2,7-naphthalene disulfonic acid), CI 20470 (disodium salt of 1-amino-2- (4'-nitrophenylazo) 7-phenylazo-8-hydroxy-3,6-naphthalenesulphonic acid), CI 42090 (disodium salt of N-ethyl-N- [4 - [[4- [ethyl [3-sulphophenyl) methyl] amino] phenyl] (2-sulfophenyl) methylene] -2,5-cyclohexadien-1-ylidene] -3-sulfobenzenemethanaminium hydroxide, internal salt), CI 61570 (disodium salt) 2,2 '- [(9,10-dihydro-9,10-dioxo-1,4-anthracenediyl) -diimino] -bis- [5-methyl] -benzene sulfonic acid.

Compounds corresponding to the mesomeric, tautomeric forms of structures (XII) to (XIX) can also be used.

Among the natural direct dyes that may be used according to the invention, lawsone, juglone, alizarin, purpurine, carminic acid, kermesic acid, purpurogalline, protocatechaldehyde, indigo, isatin, curcumin, spinulosin, apigenidine. It is also possible to use the extracts or decoctions containing these natural dyes, in particular poultices or extracts based on henna. The direct dyes according to the invention, when they are included in the composition, are in the weight ratio of 0.001 to 20% and preferably 0.01 to 10% of the total weight of the composition.

The composition of the invention also contains at least one ammonium salt of formula (I) as defined above. According to one particular embodiment of the invention, the ammonium salt of formula (I) has a group R representing an alkyl group comprising between 8 and 40 carbon atoms, m is an integer inclusive of between 3 and 25, advantageously between 10 and 20. Particularly the ammonium salt of formula (I) contains a group R 3 which represents an alkyl group comprising less than 12 carbon atoms, particularly from 1 to 6 carbon atoms, by way of example R 3 represents a Methyl group and R 1 and R 2 represent especially an alkyl or alkoxy group comprising from 1 to 8 carbon atoms, such as: ethoxy, polyethoxy, propoxy, polypropoxy or methyl. Another variant relates to the ammonium salt of formula (I) containing a group Y representing an alkoxy group such as: ethoxy, polyethoxy, propoxy, polypropoxy, or alkyl comprising from 1 to 6 carbon atoms. According to a particular embodiment, Y represents an ethyl group. Q- represents the counterion of the ammonium salt of formula (I), which may be chosen from halides, alkyl sulphates such as methyl sulphate and ethyl sulphate; or alkoxysulfates such as methoxysulfate and ethoxysulfate; phosphates, lactate, citrate, acetate, and tartrate. According to a particular embodiment, the ammonium salt of formula (I) is 18MEA in quaternized form which has a group R from 18-methylicosanoic acid, ie R3 is methyl and m is 16. By 18MEA in quaternized form is meant a quaternary ammonium salt derived from methylicosanoic fatty acid (Methyl Eicosanoic Acid - 18MEA). Such a compound 18MEA in quaternized form is marketed by CRODA (Incroquat Behenyl 18 MEA). More specifically, the quaternized 18MEA corresponds to the quaternized eicosanoic acid derivatives of the C10-C40 methosulphate Isoalkylamidopropylethyldimonium: RC (O) -NH- (CH2) 3-N + (Me) 2Et, CH3CH2-OSO3- with R representing the grouping following alkyl: CH3CH2-CH (CH3) -CH2- (CH2) 16i.

The ammonium salt of formula (I) above is in the composition of the invention in an amount of between 0.001 and 2% by weight relative to the total weight of the composition. Especially between 0.01 and 1%. Advantageously, the ammonium salt is present in the composition in an amount of between 0.02 and 0.4%.

The composition of the invention also contains at least one ceramide compound. According to the present invention, the term ceramide-type compound is understood to mean the ceramides and / or the glycoceramides and / or the pseudoceramides and / or the neoceramides, natural or synthetic, of formula (I) below. Ceramide-type compounds are for example described in the patent applications DE4424530, DE4424533, DE4402929, DE4420736, WO95 / 23807, EP-A-0646572, WO95 / 16665, FR-2 673 179, EP-A-0227994 and WO 94 / 07844, WO94 / 24097, WO94 / 10131, the teachings of which are hereby incorporated by reference. The ceramide-type compounds which can be used according to the present invention correspond to the following general formula (XX): R18 (XX) in formula (XX) in which: R14 denotes: i) a linear or branched, saturated or unsaturated hydrocarbon radical , C 1 -050, preferably C 5 -050, this radical may be substituted by one or more hydroxyl groups optionally esterified with an acid R19COOH, with R19 being a hydrocarbon radical, saturated or unsaturated, linear or branched, optionally mono or polyhydroxy, C1-C35, the hydroxyl group (s) of the radical R1 9 which can be esterified with a linear or branched, optionally mono or polyhydroxylated, C 1 -C 35 saturated or unsaturated fatty acid; ii) a radical R "- (NR-CO) q-R ', with R denoting a hydrogen atom or a hydrocarbon radical C1-C20, mono or polyhydroxylated, preferably monohydroxylated, R' and R" are hydrocarbon radicals wherein the sum of the carbon atoms is between 9 and 30, R 'being a divalent radical, q is 0 or 1; or iii) a radical R20-O-CO- (CH2) p, R20 denotes a C1-C20 hydrocarbon radical, p is an integer inclusive of 1 and 12; R 15 is chosen from a hydrogen atom, a saccharide radical, in particular a (glycosyl) n, (galactosyl) m or sulphogalactosyl radical, a sulphate or phosphate residue, a phosphorylethylamine radical and a phosphorylethylammonium radical, where n is an integer inclusive of 1 to 4, and m is an integer inclusive of 1 to 8; R16 denotes a saturated or unsaturated, saturated or unsaturated hydrocarbon-based C1-C33 hydrocarbon radical, the hydroxyl group or groups which can be esterified with a mineral acid or an R19COOH acid, R19 having the same meanings as above, the group or groups; hydroxy capable of being etherified with a (glycosyl) n, (galactosyl) m, sulfogalactosyl, phosphorylethylamine or phosphorylethylammonium radical, R16 also being substituted by one or more C1-C14 alkyl radicals; preferably, R16 denotes a C15-C26 α-hydroxyalkyl radical, the hydroxyl group optionally being esterified with a C16-C30 α-hydroxy acid; R 17 denotes a hydrogen atom, a linear or branched, optionally hydroxylated C 3 -C 50, saturated or unsaturated hydrocarbon radical, such as a methyl or ethyl radical, or an R 21 -O-CO- (CH 2) radical; p, R8 denotes a C1-C20 hydrocarbon radical, p is an integer ranging from 10 1 to 12; in particular R 17 represents a C 10 -C 20 alkyl group; R18 denotes a hydrogen atom or a linear or branched, optionally mono or polyhydroxylated, saturated or unsaturated C 1 -C 30 hydrocarbon radical, the hydroxyl group or groups which may be etherified with a (glycosyl) n (galactosyl) m radical, sulfogalactosyl, phosphorylethylamine or phosphorylethylammonium, particularly R18 represents a hydrogen atom. Of the compounds of formula (XX), ceramides and / or glycoceramides, the structure of which is described by DOWNING in Journal of Lipid Research Vol. 35, 2060-2068, 1994, or those described in the French patent application FR-2,673,179, the teachings of which are hereby incorporated by reference. The ceramide-type compounds that are more particularly preferred according to the invention are the compounds of formula (XX) for which R 14 denotes an alkyl or alkenyl derived from optionally hydroxylated C 14 -C 22 fatty acids; Particularly R14 is a C12-C20 alkenyl chain, having one or two double bonds n, preferably one; R15 denotes a hydrogen atom; and R16 denotes a linear C11-C17 radical optionally hydroxylated and preferably C13-C15, more particularly R16 represents an alkyl group such as methyl or ethyl hydroxylated with one or more hydroxy groups, preferably with a hydroxyl group. Such compounds are, for example: 2-N-linoleoylaminooctadecane-1,3-diol, 2-N-oleoylaminooctadecane-1,3-diol, 2-N-palmitoylaminooctadecane 1,3-diol, 2-N-stearoylamino-octadecane-1,3-diol, 5-2-N-behenoylamino-octadecane-1,3-diol, 2-N- [2-hydroxy -Palmitoyl] -amino-octadecane-1,3-diol, - 2-N-stearoyl aminooctadecane-1,3,4-triol and especially N-stearoyl phytosphingosine, - 2-N-palmitoylamino-hexadecane 1,3-diol, or mixtures thereof. It is also possible to use specific mixtures such as, for example, mixtures of ceramide (s) 2 and ceramide (s) according to the DOWNING classification. The compounds of formula (XX) for which R 14 denotes a saturated or unsaturated alkyl radical derived from C 12 -C 22 fatty acids can also be used; R15 denotes a galactosyl or sulfogalactosyl radical; and Ri6 denotes a saturated or unsaturated C12-C22 hydrocarbon radical and preferably a CH (OH) -CH = CH- (CH2) 12 -CH3 group. By way of example, mention may be made of the product consisting of a mixture of glycoceramides sold under the trade name GLYCOCER by the company WAITAKI INTERNATIONAL BIOSCIENCES. The compounds of formula (XX) described in patent applications EP-A-0227994 and WO 94/07844 may also be used. Such compounds are, for example, QUESTAMIDE H (bis- (N-hydroxyethyl N-cetyl) malonamide) sold by the company QUEST. N-docosanoyl N-methyl-D-glucamine described in patent application WO94 / 24097 can also be used. The concentration of ceramide-type compounds may vary between 0.0001% and 20% by weight approximately relative to the total weight of the composition, and preferably between 0.001 and 10% approximately and even more preferably between 0.01 and 3%. in weight.

The medium suitable for dyeing, also known as a dyeing medium, generally consists of water or a mixture of water and at least one organic solvent to solubilize compounds that are not sufficiently soluble in water. . Examples of organic solvents that may be mentioned are C1-C4 lower alkanols, such as ethanol and isopropanol; polyols and polyol ethers such as 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.

The solvents are preferably present in proportions preferably of between 1 and 40% by weight approximately relative to the total weight of the dyeing composition, and even more preferably between 5 and 30% by weight approximately. The dye composition in accordance with the invention may also contain various adjuvants conventionally used in compositions for dyeing the hair, such as anionic, cationic surfactants other than those of formula (I), nonionic, amphoteric, zwitterionic or mixtures thereof, anionic, cationic, nonionic, amphoteric or zwitterionic polymers or mixtures thereof, mineral or organic thickeners, and in particular associative thickeners, anionic, cationic, nonionic and amphoteric polymers, antioxidants , penetrating agents, sequestering agents, perfumes, buffers, dispersing agents, conditioning agents such as, for example, volatile or non-volatile silicones, modified or unmodified, film-forming agents, preserving agents, opacifying agents. The composition according to the invention may also contain one or more fatty alcohols: R "" - OH with R "" representing an alkyl or alkenyl group, having from 8 to 30 carbon atoms, these fatty alcohols being introduced in pure form or from mixed. These include, in particular, alcohols (auric, cetyl, stearyl, oleic and mixtures thereof) The adjuvants above are generally present in an amount for each of them ranging from 0.01% to 20% by weight relative to weight of the composition.

The composition of the invention may also contain reducing agents or antioxidants. These may be chosen in particular from sodium sulphite, thioglycolic acid, thiolactic acid, sodium bisulfite, dehydroascorbic acid, hydroquinone, 2-methyl-hydroquinone and tert-butylhydroquinone. and the homogentisic acid, and they are then generally present in amounts ranging from about 0.05 to 1.5% by weight relative to the total weight of the composition. Of course, those skilled in the art will take care to choose this or these optional additional compounds in such a way that the advantageous properties intrinsically attached to the oxidation dyeing composition according to the invention are not, or not substantially, altered by the addition or additions envisaged. The pH of the dye composition according to the invention is generally between 3 and 12 approximately, and preferably between 6 and 11.5 approximately. It can be adjusted to the desired value by means of acidifying or alkalizing agents usually used for dyeing keratin fibers or else using conventional buffer systems. Among the alkalinizing agents, mention may be made, for example, of ammonia, alkaline carbonates, alkanolamines such as mono-, di- and triethanolamines and their derivatives, hydroxyalkylamines and ethylenediamines which are oxyethylenated and / or oxypropylenated. sodium or potassium hydroxides and compounds of the following formula (XXI): embedded image in which: W is a propylene residue optionally substituted by a hydroxyl group or a C1-C4 alkyl radical; Ra, Rb, Rd and Rd, which may be identical or different, represent a hydrogen atom, a C1-C4 alkyl radical or a C1-C4 hydroxyalkyl radical. The acidifying agents are conventionally, by way of example, inorganic or organic acids such as hydrochloric acid, orthophosphoric acid, carboxylic acids such as tartaric acid, citric acid, lactic acid and the like. , or sulfonic acids.

The dyeing composition according to the invention may be in various galenical forms, such as in the form of a liquid, lotion, cream, gel, or in any other form suitable for dyeing keratinous fibers. It can also be packaged under pressure in aerosol bottle 10 in the presence of a propellant and form a foam. The present invention also relates to a dyeing process from the composition described above. According to one particular embodiment, the dyeing process according to the invention consists in applying to keratinous fibers, and in particular human keratinous fibers such as the hair, the composition which comprises: i) at least one oxidation base, at at least one coupler, ii) at least one ammonium salt of formula (I) and iii) at least one ceramide; in the presence of an oxidizing agent.

In this process, the mixture can be prepared extemporaneously, ie at the time of use, on dry or moist keratinous fibers, and allowed to act for a varying pause, generally from 1 to 60 minutes, and preferably from About 10 to 45 minutes, rinsing the fibers, then washing them with shampoo, then rinsing them again, and drying them. The oxidizing agent is preferably chosen from hydrogen peroxide, urea peroxide, alkali metal bromates or ferricyanides, persalts such as perborates and persulfates. The use of hydrogen peroxide is particularly preferred.

This oxidizing agent is advantageously constituted by a hydrogen peroxide solution whose title may vary, more particularly, from approximately 1 to 40 volumes, and even more preferably from approximately 5 to 40.

One or more oxidation-reduction enzymes such as laccases, peroxidases and 2-electron oxidoreductases such as uricase may also be used as the oxidizing agent, if appropriate in the presence of their respective donor or cofactor.

According to another embodiment, the dyeing process consists in applying to keratinous fibers, and in particular human keratinous fibers such as the hair, the composition which comprises i) at least one direct dye, ii) at least one dyeing salt, ammonium of formula (I) and iii) at least one ceramide. During this process, the mixture can be made extemporaneously, at the time of use, on the dry or moist keratinous fibers and left to act for a varying pause, generally from 1 to 60 minutes, and preferably from 10 to 45 minutes, rinse the fibers, then wash them with shampoo, rinse again, and dry.

Concrete examples illustrating the invention are given below without being limiting in nature.

EXAMPLES The following compositions were prepared: Coloring compositions: (expressed as a percentage by mass such as) Compositions 1 2 1-methyl-2,5-diaminobenzene 1.7 g% 0.5 g% 1-hydroxy-4-aminobenzene 0.4 g% 1.3 1,2-dihydroxybenzene lg% 0.25 g% 1-hydroxy-3-aminobenzene 0.07 g% 1-33-Hydroxyethyloxy-2,4-dichlorohydrate 0.03 g% diaminobenzene 2-methyl-1,3-dihydroxybenzene 0.5 g% 0.3 g% 1- Methyl-2-hydroxy-4-aminobenzene 0.25 g% 1-methyl-2-hydroxy-4-33-hydroxyethyl-0.05 g% aminobenzene 6-hydroxy-indole 0.01 g% Cetyl-stearyl alcohol 50/50 18 g% 18 g% 2-octyldodecanol 3 g % 3 g% Cetylstearyl alcohol oxyethylenated 15 EO 3 g% 3 g% Hexadimethrin chloride, Mexomere PO, 1.5 g% 1.5 g% 60% CHIMEX MA 30% ammonium lauryl sulfate MA 12 g% 12 g% Antioxidant reducing agent, sequestrant, perfume qs qs Ammonia at 20% NH3 12 g% 12 g% INCROQUAT BEHENYL 18 MEA (CRODA) 3.1 g% 3.1 g% Mexanyl GZ (DVS 603) Chimex 0.1 g% 0.1 g% Demineralized water qs 100 g 100 g 5 2907671 49 Compositions 3 4 1-methyl-2,5-diaminobenzene 2 g% 2- (4,5-Diamino-1H-pyrazol-1 - 2.15 g% yl) hydrochloride ethanol 1-hydroxy-3-aminobenzene 0.5 g % 1.1 g% Sulfate monohydrate N, N-bis (2-0.4 g% hydroxylethyl) -p-phenylenediamine 1,3-dihydroxybenzene 1.2g% 1-33-hydroxyethyloxy-2,40.6 g% diaminobenzene 6-hydroxybenzomorpholine dihydrochloride 0.15 g% cetylstearyl alcohol 50/50 18 g% 18 g% 2-octyldodecanol 3 g% 3 g% oxyethylated cetylstearyl alcohol 15 EO 3 g% 3 g% Hexadimethrin chloride, Mexomere PO, 1.5 g% 1.5 g% 60% CHIMEX MA Lauryl ammonium sulphate 30% MA 12 g% 12 g% Antioxidant, sequestering agent, perfume qs qs Ammonia at 20% NH3 12 g% 12 g% INCROQUAT BEHENYL 18 MEA (CRODA) 3.1 g% 3.1 g% Mexanyl GZ (DVS 603) Chimex 0.1 g% 0.1 g% Demineralized water qs 100 g 100 g Application method The coloring compositions are diluted extemporaneously with the oxidizing agent 5 at the rate of 1 part of coloring composition for 1, 5 part d e oxidizing composition. The oxidizing compositions consisting of hydrogen peroxide (pH of 2-3) to 20 volumes. The mixtures thus produced are applied to gray hair which is 90% white and permed. After 20 minutes break the hair is rinsed, washed with a standard shampoo and dried.

The hair colored in chestnut (composition 1), dark coppery mahogany (composition 2), black (composition 3) or intense red (composition 4) with these compositions have good dyeing properties, a very good feel especially on dry hair .

Claims (17)

  1. Composition for the oxidation dyeing of keratinous fibers, comprising, in a medium suitable for dyeing: i) at least one oxidation base and at least one coupler; or at least one direct dye; ii) at least one ammonium salt of formula (I): ## STR2 ## in which: R represents a CH 3 CH 2 -CH (R 3) -CH 2 - (CH 2) m group; with R3 representing an alkyl or alkenyl group, and m representing an integer inclusive of 0 to 30; R 1 and R 2, which are identical or different, represent a group chosen from i) alkyl; ii) alkenyl; iii) alkoxy and iv) alkenyloxy and v) aryl; the alkyl or alkenyl group of the groups of i) to iv) which can be interrupted by one or more heteroatoms, identical or different, selected from oxygen, sulfur or N (Ra) with Ra representing a hydrogen atom or a alkyl group; X represents the aminoalkylene group according to N (R4) - (CH2) p, with R4 representing a hydrogen atom or a linear or branched alkyl group, preferably a hydrogen atom, and p representing an integer inclusive between 1 and 6, preferentially 3; Y represents an alkyl or alkoxy group; the alkyl group of the alkyl or alkoxy groups which can be interrupted by one or more heteroatoms, which are identical or different, chosen from oxygen, sulfur or N (Ra) with Ra as defined above; • Q "represents the anionic counterion associated with the quaternary ammonium, and iii) at least one ceramide-type compound.   2. Composition according to the preceding claim, wherein the oxidation base is chosen from the following para-phenylenediamines of formula (A) and their addition salts with an acid or an alkali: NH 2 formula (A) in which: R represents a hydrogen atom, a C 1 -C 4 alkyl, C 1 -C 4 monohydroxyalkyl, C 2 -C 4 polyhydroxyalkyl, C 1 -C 4 alkoxy (C 1 -C 4) alkyl, C 1 -C 4 alkyl substituted by a nitrogen group; phenyl or 4'-aminophenyl; R 2 represents a hydrogen atom, a C 1 -C 4 alkyl, C 1 -C 4 monohydroxyalkyl or C 2 -C 4 polyhydroxyalkyl, C 1 -C 4 alkoxy (C 1 -C 4) alkyl or C 1 -C 4 alkyl substituted by a grouping nitrogen; R 1 and R 2 may also form, with the nitrogen atom carrying them, a 5- or 6-membered nitrogenous heterocycle optionally substituted with one or more alkyl, hydroxyl or ureido groups; R3 represents a hydrogen atom, a halogen atom such as a chlorine atom, a C1-C4 alkyl, sulfo, carboxy, C1-C4 monohydroxyalkyl or C1-C4 hydroxyalkoxy, C1-C4 acetylaminoalkoxy radical; C4, mesylaminoalkoxy C1-C4 or carbamoylaminoalkoxy C1-C4, R4 represents a hydrogen atom, halogen or a C1-C4 alkyl radical.   3. Composition according to the preceding claim, wherein the oxidation base is at a concentration of 0.0001 to 20% by weight of the total weight of the composition.   4. Composition according to any one of the preceding claims, in which the coupler is chosen from meta-aminophenols, meta-phenylenediamines, meta-diphenols, naphthols and heterocyclic couplers such as indole derivatives and indoline derivatives. , sesamol and its derivatives, pyridine derivatives, pyrazolotriazole derivatives, pyrazolones, indazoles, benzimidazoles, benzothiazoles, benzoxazoles, 1,3-benzodioxoles, quinolines and their addition salts with an acid.   5. Composition according to the preceding claim, wherein the coupler is at a concentration of 0.0001 to 20% by weight of the total weight of the composition.   The composition of claim 1, wherein the direct dye is neutral, cationic or anionic. 15   7. Composition according to the preceding claim, wherein the cationic direct dye has at least one endocyclic charge.   8. Composition according to any one of claims 1, 6 or 7 wherein the direct dye is at a concentration of 0.001 to 20% by weight of the total weight of the composition   A composition according to any one of the preceding claims, wherein the ammonium salt of formula (I) comprises a group R representing an alkyl group which comprises between 8 and 40 carbon atoms, m is an integer inclusive of between 3 and 25 .   10. Composition according to any one of the preceding claims wherein the ammonium salt of formula (I) comprises an R 3 alkyl group comprising less than 12 carbon atoms, and R 1 and R 2 representing an aryl, alkyl or alkoxy group comprising from 1 to 8 carbon atoms. 2907671 53   11. Composition according to any one of the preceding claims wherein the ammonium salt of formula (I) comprises a group Y alkoxy, or alkyl comprising 1 to 6 carbon atoms. 5   12. A composition according to any one of the preceding claims wherein the ammonium salt of formula (I) comprises a group R wherein R3 is methyl and m is 16.   13. A composition according to any one of the preceding claims wherein the ammonium salt of formula (I) is a quaternized eicosanoic acid derivative of C10-C40 methosulphate Isoalkylamidopropylethyldimonium.   14. Composition according to any one of the preceding claims wherein the ammonium salt of formula (I) is in the composition of the invention in an amount of between 0.002 and 2% by weight relative to the composition.   15. Composition according to any one of the preceding claims, in which the ceramide-type compound is of formula (XX): ## STR2 ## in which: R 14 denotes: i) a radical linear or branched, saturated or unsaturated, C1-C50, preferably C5-C50 hydrocarbonaceous radical, this radical possibly being substituted by one or more hydroxyl groups optionally esterified with an R19COOH acid, with R1 being a saturated hydrocarbon radical; or unsaturated, linear or branched, optionally mono or polyhydroxyl, C1-C35, the hydroxyl group (s) of the radical R1 g can be esterified with a saturated or unsaturated fatty acid, linear or branched, optionally mono or polyhydroxylated, in C1- C35; (Ii) a radical R "- (NR-CO) q-R ', with R denoting a hydrogen atom or a hydrocarbon radical C1-C20, mono or polyhydroxylated, preferably monohydroxylated, R' and R" are hydrocarbon radicals whose sum of carbon atoms is between 9 and 30, R 'being a divalent radical, q is 0 or 1; or iii) a radical R20-O-CO- (CH2) p, R20 denotes a C1-C20 hydrocarbon radical, p is an integer inclusive of 1 and 12; R 15 is chosen from a hydrogen atom, a saccharide radical, in particular a (glycosyl) n, (galactosyl) m or sulphogalactosyl radical, a sulphate or phosphate residue, a phosphorylethylamine radical and a phosphorylethylammonium radical, where n is an integer inclusive of 1 to 4, and m is an integer inclusive of 1 to 8; R 16 denotes a saturated or unsaturated, saturated or unsaturated hydrocarbon-based C1-C33 hydrocarbon radical, the hydroxyl group or groups which may be esterified with a mineral acid or an R19COOH acid, R19 having the same meanings as above, the one or more groups; hydroxy capable of being etherified with a (glycosyl) n, (galactosyl) m, sulfogalactosyl, phosphorylethylamine or phosphorylethylammonium radical, R16 also being substituted by one or more C1-C14 alkyl radicals; preferably, R16 denotes a C15-C26 α-hydroxyalkyl radical, the hydroxyl group optionally being esterified with a C16-C30 α-hydroxy acid; R 17 denotes a hydrogen atom, a saturated or unsaturated, linear or branched, optionally hydroxylated C 3 -C 50 hydrocarbon-based radical, such as a methyl or ethyl radical, or an R 21 -O-CO- (CH 2) radical; p, R8 denotes a C1-C20 hydrocarbon radical, p is an integer ranging from 1 to 12; R18 denotes a hydrogen atom or a saturated or unsaturated, linear or branched, optionally mono or polyhydroxylated C1-C30 hydrocarbon radical, the one or more hydroxyl groups which can be etherified by a (glycosyl) n (galactosyl) radical; m, sulfogalactosyl, phosphorylethylamine or phosphorylethylammonium.   16. Composition according to the preceding claim, wherein the ceramide-type compound is of formula (XX) in which R14 denotes a C12-C20 alkenyl chain, comprising one or two double bonds n; R15 denotes a hydrogen atom; R16 denotes an optionally hydroxylated C11-C17 linear radical; R17 represents a C10-C20 alkyl group and R18 represents a hydrogen atom. 10   17. Composition according to any one of the preceding claims, in which the ceramide-type compound is chosen from: 2-N-linoleoylamino-octadecane-1,3-diol, 2-N-oleoylamino-octadecane-1,3- diol, 2-N-palmitoylaminooctadecane-1,3-diol, 2-N-stearoylaminooctadecane-1,3-diol, 2-N-behenoylaminooctadecane-1,3-diol 2-N- [2-hydroxy-palmitoyl] -amino-octadecane-1,3-diol, 2-N-stearoyl aminooctadecane-1,3,4-triol and in particular N-stearoyl phytosphingosine, 2-N-palmitoylamino-hexadecane-1,3-diol, or the mixture of these compounds. 25. The composition of any one of claims 1 to 5 and 9 to 17 which further comprises the oxidizing agent. 26. A method for direct dyeing of keratin fibers comprising applying to the fibers a composition as defined in one of claims 1, 6 to 17. 27. A process for the oxidation dyeing of keratinous fibers consisting in applying to the fibers a composition such as as defined in any one of claims 1 to 5 and 9 to 17 in the presence of at least one oxidizing agent. 21. Use of an association comprising i) at least one oxidation base and at least one coupler as defined in any one of claims 1 to 5, or at least one direct dye as defined in any one of Claims 1, 6 to 8; ii) at least one ammonium salt of formula (I) as defined in any one of claims 1 and 9 to 13; iii) at least one ceramide-type compound as defined in any one of claims 1, 15 to 17; for the coloration of keratinous fibers, and in particular human keratinous fibers such as the hair. 22. A device comprising a first compartment comprising the composition according to any one of claims 1 to 5 and 9 to 17 and a second compartment containing at least one oxidizing agent.