Classifications

• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
  • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
  • A61K8/41—Amines
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
  • A61Q5/00—Preparations for care of the hair
  • A61Q5/10—Preparations for permanently dyeing the hair
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
  • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
  • A61K8/41—Amines
  • A61K8/411—Aromatic amines, i.e. where the amino group is directly linked to the aromatic nucleus
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
  • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
  • A61K8/41—Amines
  • A61K8/415—Aminophenols
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
  • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
  • A61K8/4906—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
  • A61K8/4913—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having five membered rings, e.g. pyrrolidone carboxylic acid
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
  • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
  • A61K8/4906—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
  • A61K8/4913—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having five membered rings, e.g. pyrrolidone carboxylic acid
  • A61K8/492—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having five membered rings, e.g. pyrrolidone carboxylic acid having condensed rings, e.g. indol
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
  • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
  • A61K8/4906—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
  • A61K8/4926—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having six membered rings
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
  • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
  • A61K8/494—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom

Definitions

• the subject of the invention is a composition for the oxidation dyeing of keratin fibers, and in particular human keratin fibers such as the hair comprising, in a medium suitable for dyeing, at least one first oxidation base chosen from among certain substituted derivatives of paraphenylenediamine and their addition salts with an acid and at least a second selected oxidation base, as well as the dyeing process using this composition.
• oxidation bases it is known to dye keratin fibers and in particular human hair with dye compositions containing oxidation dye precursors, in particular ortho or paraphenylenediamines, ortho or paraaminophenols, heterocyclic bases, generally called oxidation bases.
• oxidation dye precursors in particular ortho or paraphenylenediamines, ortho or paraaminophenols, heterocyclic bases, generally called oxidation bases.
• the precursors of oxidation dyes, or oxidation bases are colorless or weakly colored compounds which, associated with oxidizing products, can give rise, through an oxidative condensation process, to colored and coloring compounds.
• couplers or color modifiers the latter being chosen in particular from aromatic metadiamines, metaaminophenols, metadiphenols and certain heterocyclic compounds.
• the dyes must also make it possible to cover white hair, and finally be the least selective possible, that is to say allow to obtain the smallest possible color differences throughout the same keratin fiber, which can be differently sensitized effect (ie damaged) between its tip and its root.
• compositions for the oxidation dyeing of keratin fibers containing, as oxidation dye precursors, certain substituted derivatives of paraphenylenediamine.
• the colorings obtained by using these compositions are not always powerful enough, chromatic or resistant to the various aggressions that the hair can undergo.
• the first object of the invention is therefore a composition for the oxidation dyeing of keratin fibers and in particular human keratin fibers such as the hair, characterized in that it comprises, in a medium suitable for dyeing: at least one first oxidation base chosen from substituted derivatives of paraphenylenediamine of formula (I) below, and their addition salts with an acid:
• Ri and R 2 simultaneously represent a radical - (CH 2 ) 2 CHOHCH 2 OH; or ii) Ri represents a radical -CH 2 (CHOH) 4 CH 2 OH and R 2 represents a hydrogen atom, an alkyl, aryl radical or a heterocycle; or iii) R ⁇ represents an alkyl or aryl radical or a heterocycle and R 2 represents an alkylene radical - (CH 2 ) m - in which m is an integer equal to 2 or 3, said alkylene radical forming a ring together with nitrogen atom, the carbon atom of the benzene ring carrying the nitrogen atom and one of the two carbon atoms of the benzene ring which are adjacent to it, it being understood that when R 1 is an alkyl or aryl radical, then either Ri or said alkylene radical is substituted by a radical containing at least one nitrogen, oxygen or sulfur atom; iv) R- ⁇ represents a radical - (CH 2 CH 2 O)
• said alkyl radicals having from 1 to 25 carbon atoms and which may be linear, branched or cyclic and be substituted by one or more radicals and then represent a mono or polyhydroxyalkyl, alkoxyalkyl, aminoalkyl radical optionally substituted on the nitrogen atom, carboxyalkyl , alkylcarboxyalkyle, thioalkyle, alkylthioalkyle, cyanoalkyle, trifluoroalkyle, sulfoalkyle, phosphoalkyle, or haloalkyle; said alkoxy radicals having from 1 to 25 carbon atoms and which may be linear, branched or cyclic; said aryl radicals containing from 6 to 26 carbon atoms and which can be substituted by one or more radicals chosen from alkyl, substituted alkyl or alkoxy radicals; the heterocycles being mono or polycyclic, each cycle comprising 3, 4, 5 or 6 members and possibly containing one or more heteroatoms, it being understood
• - n is an integer between 0 and 4; it being understood that when n is greater than 1, then the radicals R 3 may be identical or different and form between them a saturated or unsaturated ring with 3, 4, 5, or 6 links;
• At least one second oxidation base chosen from heterocyclic oxidation bases, double bases, paraaminophenols substituted, orthoaminophenols, paraphenylenediamine derivatives of formula (II) below, and their addition salts with an acid:
• R 5 represents a hydrogen atom, an alkyl radical in CrC, monohydroxyalkyle in CC, polyhydroxyalkyle in C 2 -C 4 , alkoxy (d- C) alkyl (C ⁇ -C 4 ), alkyl in dC substituted by a nitrogen group , phenyl or 4'-aminophenyl;
• - Re represents a hydrogen atom, an alkyl radical in C ⁇ -C 4 , monohydroxyalkyle in CrC 4 , polyhydroxyalkyle in C 2 -C 4 , alkoxy (Cr C 4 ) alkyl (CC) or alkyl in C ⁇ -C 4 substituted by a nitrogen group;
• R 7 represents a hydrogen atom, a halogen atom such as a chlorine, bromine, iodine or fluorine atom, a C1-C4 alkyl radical, C 1 -C 4 monohydroxyalkyl, hydroxyalkoxy in dC 4 , acetylaminoalkoxy in C ⁇ -C 4 , mesylaminoalkoxy in C1-C4 or carbamoylaminoalkoxy in C ⁇ -C 4 ,
• R ⁇ represents a hydrogen atom, a halogen atom or a C ⁇ -C alkyl radical
• R 7 denotes neither a hydrogen atom, nor a chlorine atom, nor a methyl radical.
• the dye composition in accordance with the invention leads to coloring in various shades, chromatic, powerful, aesthetic, having a low selectivity and excellent resistance properties both with respect to atmospheric agents such as light and bad weather. and with regard to perspiration and the various treatments that the hair can undergo.
• the oxidation base is chosen from the substituted paraphenylenediamine derivatives of formula (I) below, and their addition salts with an acid:
• Ri and R 2 simultaneously represent a radical - (CH 2 ) 2 CHOHCH 2 OH; or ii) Ri represents a radical -CH 2 (CHOH) 4 CH 2 OH and R 2 represents a hydrogen atom, an alkyl radical; or iv) R ⁇ represents a radical - (CH 2 Cr.
• R 4 in which p is an integer between 2 and 8 inclusive, R 4 and R, identical or different, represent a hydrogen atom, a alkyl radical; v) Ri and R 2 together with the nitrogen atom to which they are attached a saturated 5, 6 or 7 membered ring, said heterocycle being substituted with at least one radical containing at least one carbon atom, or nitrogen, or oxygen, not located in the meta position relative to the nitrogen atom of the heterocycle; - R 3 represents a halogen atom, an alkyl or aryl radical, a heterocycle, - n is an integer 0, 1 or 2;
• the groups R1 and R2 form a heterocycle comprising a single heteroatom, nitrogen, for example a pyrolidinic heterocycle.
• substituted paraphenylenediamine derivatives of formula (I) above mention may be made particularly of 1-N, N-bis- (3 ', 4'-dihydroxybutyl) paraphenylenediamine, 1-N, N-bis- ( 3 ', 4'-dihydroxybutyl) -3-methyl paraphenylenediamine, 1-N, N-bis- (3', 4'-dihydroxybutyl) -3-ethyl paraphenylenediamine, 1-N, N-bis- (3 ' , 4'-dihydroxybutyl) -3-propyl paraphenylenediamine, 1 -N, N-bis- (3 ', 4'-dihydroxybutyl) -3-methoxy paraphenylenediamine, 1-N, N-bis- (3', 4 '-dihydroxybutyl) -3-
• the oxidation base is chosen from 1-N, N-bis- (3 ', 4'- dihydroxybutyl) paraphenylenediamine, 1-N, N-bis- (3', 4'-dihydroxybutyl) - 3- methyl paraphenylenediamine, 1-N, N-bis- (3 ', 4'-dihydroxybutyl) -3-ethyl paraphenylenediamine, 1-N, N-bis- (3', 4'-dihydroxybutyl) -3- propyl paraphenylenediamine, 1-N- (2 ⁇ 3 ', 4', 5 ', 6'-pentahydroxyhexyl) paraphenylenediamine, 1-N- (2', 3 ⁇ 4 ⁇ 5 ', 6'-pentahydroxyhexyl) -methyl paraphenylenediamine, 1-N- (2 ⁇ 3 ', 4', 5 ', 6'-pentahydroxyhexyl) -3-isopropy
• 6-amino-2,2-dimethyl-7-chloro-1,2,3,4-tetrahydroquinoline-1-propyisulfonique la 6-amino-1- (4'-pyridinyl) -2,2,7-trimethyl- 1,2,3,4-tetrahydroquinoline, 6-amino- 1- (3 ', 4'-dihydroxybutyl) -2,2,4,7-tetramethyl-1,2,3,4-tetrahydroquinoline,
• the oxidation base is chosen from 1- (4'-amino-3'-methylphenyl) -3-hydroxyethyloxy pyrrolidine, 1- (4'-amino-3'-methylphenyl) -4-hydroxy- 2-methyl pyrrolidine, 1- (4'-amino-3'-methylphenyl) -3- methylsulfonamido pyrrolidine, 1- (4'-amino-3'-phenoxyphenyl) -3- methylsulfonamido pyrrolidine, 1- (4 '-aminophenyl) -2- (4 "-aminophenoxymethyl) piperidine, 1- (4'-aminophényi) -2- (hydroxyethyl) piperidine, 1- (4'-amino-3'- isopropylphenyl) -2-hydroxymethyl piperidine, 1- (4'-aminophenyl) -4-methyl piperidine, 1- (4'-aminophenyl) -2,7-dimethyl
• the para-phenylenediamine derivative (s) of formula (I) used as oxidation base in the dye composition according to the invention preferably represent from 0.0001 to 20% by weight approximately, more preferably from 0.001 to 15% weight and even more preferably from 0.01 to 10% by weight relative to the total weight of the composition.
• paraphenylenediamines of formula (II) which can be used as a second oxidation base in the dye composition according to the invention
• paraphenylenediamines of formula (II) above very particularly preferred is 2-isopropyl paraphenylenediamine, 2- ⁇ -hydroxyethyl paraphenylenediamine, 2- ⁇ -hydroxyethyloxy paraphenylenediamine, 2,6-dimethyl paraphenylenediamine, 2,6 -diethyl paraphenylenediamine, 2,3-dimethyl paraphenylenediamine, N, N-bis- ( ⁇ -hydroxyethyl) paraphenylenediamine, 2- ⁇ -acetylaminoethyloxy paraphenylenediamine, and their addition salts with an acid.
• paraphenylenediamines of formula (II) above 2- ⁇ -hydroxyethyl paraphenylenediamine, N, N-bis- ( ⁇ -hydroxyethyl) paraphenylenediamine and their addition salts with an acid are preferred.
• double bases is intended to mean compounds comprising at least two aromatic rings on which are carried amino and / or hydroxyl groups.
• double bases which can be used as second oxidation base in the dye composition in accordance with the invention, mention may in particular be made of the compounds of formula (III) below, and their addition salts with an acid:
• - Zi and Z 2 identical or different, represent a hydroxyl radical or -NH 2 which can be substituted by an alkyl radical in CC or by a linking arm
• link arm Y represents an alkylene chain comprising from 1 to 14 carbon atoms, linear or branched which can 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 C ⁇ -C 6 hydroxyl or alkoxy radicals;
• R 9 and Rio represent a hydrogen or halogen atom, an alkyl radical in C ⁇ -C 4 , monohydroxyalkyl in CrC, polyhydroxyalkyl in C 2 -C, aminoalkyl in dC 4 or a link arm Y;
• R11, R12, R-I3, Ru, R15 and R ⁇ 6 identical or different, represent a hydrogen atom, a connecting arm Y or a C ⁇ -C alkyl radical;
• nitrogen groups of formula (III) above there may be mentioned in particular the amino, monoalkyl (C ⁇ -C) amino, dialkyl (C ⁇ -C) amino, trialkyl (C ⁇ -C 4 ) amino, monohydroxyalkyl (C ⁇ ) radicals -C 4 ) amino, imidazolinium and ammonium.
• N, N'-bis- ( ⁇ -hydroxyethyl) N, N'-bis- (4'-aminophenyl) 1, 3-diamino propanol N, N'-bis- ( ⁇ -hydroxyethyl) N, N'-bis- (4'-aminophenyl) ethylenediamine, N, N'-bis- (4-aminophenyl) tetramethylenediamine, N, N'- bis- ( ⁇ -hydroxyethyl) N, N'-bis- (4-aminophenyl) tetramethylenediamine, N, N'-bis- (4-methyl-aminophenyl) tetramethylenediamine, N, N'-bis- (ethyl) N , N'-bis- (4'-amino, 3'-methylphenyl) ethylenediamine, 1, 8-bis- (2,5-diaminophenoxy)
• N, N'-bis- ( ⁇ -hydroxyethyl) N, N'-bis- (4'-aminophenyl) 1, 3-diamino propanol, 1, 8-bis- (2,5-diaminophenoxy) -3,5-dioxaoctane or one of their addition salts with an acid are particularly preferred.
• R ⁇ 7 represents a hydrogen or halogen atom, an alkyl radical in CC 4 , monohydroxyalkyl in C1-C4, alkoxy (C 1 -C 4 ) alkyl (C 1 -C), aminoalkyl in CC 4 or hydroxyalkyl ( CrC 4 ) C1-C4 aminoalkyl,
• - Ris represents a hydrogen or halogen atom, an alkyl radical DC monohydroxyalkyl, C 1 -C 4 polyhydroxyalkyl, C 2 -C 4 aminoalkyl, C 1 -C 4 cyanoalkyl or alkoxy CC (C ⁇ - C 4 ) alkyl (C ⁇ -C 4 ), it being understood that at least one of the radicals R17 or R ⁇ 8 is different from a hydrogen atom.
• para-aminophenols of formula (IV) above mention may more particularly be made of para-aminophenol, 4-amino 3-methyl phenol, 4-amino 3-fluoro phenol, 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- ( ⁇ -hydroxyethyl aminomethyl) phenol , 4-amino 2-fluoro phenol, and their acid addition salts.
• orthoaminophenols which can be used as oxidation bases in the dye compositions in accordance with the invention, mention may more particularly be made of 2-amino phenol, 2-amino 5-methyl phenol, 2-amino 6-methyl phenol, 5-acetamido 2-amino phenol, and their addition salts with an acid.
• heterocyclic bases which can be used as oxidation bases in the dye compositions in accordance with the invention, mention may more particularly be made of pyridine derivatives, pyrimidine derivatives, pyrazole derivatives, and their addition salts with an acid.
• pyridine derivatives mention may more particularly be made of the compounds described, for example, in patents GB 1 026 978 and GB 1 153 196, such as 2,5-diamino pyridine, 2- (4-methoxyphenyl) amino 3-amino pyridine , 2,3-diamino 6-methoxy pyridine, 2- ( ⁇ -methoxyethyl) amino 3-amino 6-methoxy pyridine, 3,4-diamino pyridine, and their addition salts with an acid.
• pyrimidine derivatives mention may more particularly be made of the compounds described for example in patents DE 2,359,399; JP 88-169,571; JP 05 163 124; EP 0 770 375 or patent application WO 96/15765 such as 2,4,5,6-tetra-aminopyrimidine, 4-hydroxy 2,5,6-triaminopyrimidine, 2-hydroxy 4,5,6-triaminopyrimidine, 6-hydroxy 2,4,5-triaminopyrimidine, 2,4-dihydroxy 5,6-diaminopyrimidine, 2,5,6-triaminopyrimidine, and pyrazolo-pyrimidine derivatives such as those mentioned in the 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; pyra
• pyrazole derivatives mention may more particularly be made 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-dimethyl pyrazole, 4,5-diamino 1 - ( ⁇ -hydroxyethyl) pyrazole, 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-methyl pyrazole, 4,5-diamin
• the dye composition contains at least one coupler.
• couplers can in particular be chosen from metaphenylenediamines, meta-aminophenols, metadiphenols and heterocyclic couplers such as, for example, indole derivatives, indoline derivatives, benzimidazole derivatives, benzomorpholine derivatives, sesamol derivatives, derivatives pyridinics, pyrimidinics and pyrazolics, and their acid addition salts.
• couplers are more particularly chosen from 2-methyl 5-amino phenol, 5-N- ( ⁇ -hydroxyethyl) amino 2-methyl phenol, 3-amino phenol, 1, 3-dihydroxy benzene, 1, 3 -dihydroxy 2-methyl benzene, 4-chloro 1, 3-dihydroxy benzene, 2,4-diamino l- ( ⁇ -hydroxyethyloxy) benzene, 2-amino 4- ( ⁇ -hydroxyethylamino) 1-methoxy benzene, 1, 3-diamino benzene, 1, 3-bis- (2,4-diaminophenoxy) propane, sesamol, 1-amino 2-methoxy 4,5-methylenedioxy benzene, ⁇ -naphthol, 2-methyl -1-naphthol, 6-hydroxy indole, 4-hydroxy indole, 4-hydroxy N-methyl indole, 6-hydroxy indoline, 2,6-dihydroxy 4-methyl pyridine, 1-H 3-me
• the coupler (s) preferably represent from 0.0001 to 15% by weight approximately relative to the total weight of the composition.
• the dye composition according to the invention may, in addition, contain one or more additional oxidation bases different from the oxidation bases described above and / or one or more direct dyes.
• additional oxidation bases which can be used according to the invention, mention may be made of paraphenylenediamines other than those of formula (I) and (II) defined above, such as for example paraphenylenediamine, paratoluylenediamine, 2-chloro paraphenylenediamine, and paraaminophenols other than those of formula (IV) defined above, such as 4-amino phenol, and their addition salts with an acid.
• the additional oxidation base (s) preferably represent from 0.0001 to 15% by weight approximately relative to the total weight of the composition.
• addition salts with an acid which can be used in the context of the dye compositions of the invention are in particular chosen from hydrochlorides, hydrobromides, sulfates, tartrates, lactates and acetates.
• the medium suitable for dyeing generally consists of water or a mixture of water and at least one organic solvent to dissolve the compounds which are not sufficiently soluble in water.
• organic solvent of lower CrC 4 alkanols, such as ethanol and isopropanol; glycerol, glycols and glycol ethers such as 2-butoxyethanol, propylene glycol, propylene glycol monomethyl ether, monoethyl ether and monomethyl ether of diethylene glycol, as well as aromatic alcohols such as benzyl alcohol or phenoxyethanol, analogues and their mixtures.
• the solvents may be present in proportions preferably of between 1 and 40% by weight approximately relative to the total weight of the dye composition, and even more preferably between 5 and 30% by weight approximately.
• the pH of the dye composition according to the invention is generally between 3 and 12. It can be adjusted to the desired value using agents acidifying or basifying agents usually used in dyeing keratin fibers.
• acidifying agents there may be mentioned, by way of example, mineral or organic acids such as hydrochloric acid, orthophosphoric acid, carboxylic acids such as tartaric acid, citric acid, lactic acid, sulfonic acids.
• mineral or organic acids such as hydrochloric acid, orthophosphoric acid, carboxylic acids such as tartaric acid, citric acid, lactic acid, sulfonic acids.
• basifying agents there may be mentioned, by way of example, ammonia, alkali carbonates, alkanolamines such as mono-, di- and triethanolamines as well as their derivatives, hydroxyalkylamines and ethylenediamines oxyethylenated and / or oxypropylenes, sodium or potassium hydroxides and the compounds of formula (V) below:
• R is a propylene residue optionally substituted by a hydroxyl group or a C ⁇ -C 4 alkyl radical
• R 21 and R 22, identical or different, represent a hydrogen atom, an alkyl radical in C1-C4 or hydroxyalkyl, C1-C4.
• the acidifying agents are conventionally, for example, mineral or organic acids such as hydrochloric acid, orthophosphoric acid, carboxylic acids such as tartaric acid, citric acid, lactic acid, or acids sulfonic.
• 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, nonionic, amphoteric, zwitterionic surfactants or mixtures thereof, anionic polymers, cationic, non-ionic, amphoteric, zwitterionic or mixtures thereof, mineral or organic thickening agents, agents reducing agents or antioxidants, penetration agents, sequestering agents, perfumes, buffers, dispersing agents, conditioning agents such as for example silicones, film-forming agents, preserving agents, opacifying agents, silicone UV filters or not silicones, vitamins or provitamins.
• adjuvants conventionally used in compositions for dyeing the hair, such as anionic, cationic, nonionic, amphoteric, zwitterionic surfactants or mixtures thereof, anionic polymers, cationic, non-ionic, amphoteric, zwitterionic or mixtures thereof, mineral or organic thickening agents, agents reducing agents
• the reducing or antioxidant agents can be chosen in particular from sodium sulfite, thioglycolic acid, thiolactic acid, sodium bisulfite, dehydroascorbic acid, hydroquinone, 2-methyl-hydroquinone, ter- butyl-hydroquinone and homogentisic acid, and they are then generally present in amounts which can vary between 0.05 and 1.5% by weight approximately relative to the total weight of the composition.
• the dye composition in accordance with the invention contains at least one nonionic surfactant in a proportion preferably varying between 0.1 and 20% by weight approximately relative to the total weight of the composition, and at least a cationic or amphoteric substantive polymer in a proportion preferably varying between 0.05 and 10% by weight relative to the total weight of the composition.
• the dye composition in accordance with the invention contains at least one thickening polymer comprising at least one hydrophilic unit and at least one fatty chain in a proportion preferably varying between 0.05 and 10% by weight relative to the total weight of the composition.
• the dye composition in accordance with the invention may be in various forms, such as in the form of liquids, creams, gels, or in any other suitable form for dyeing keratin fibers, and in particular human hair.
• Another subject of the invention is a process for the oxidation dyeing of keratin fibers and in particular human keratin fibers such as the hair, using the dye composition as defined above.
• At least one dye composition as defined above is applied to the fibers, the color being revealed at acidic, neutral or alkaline pH using an oxidizing agent which is added just at the time of use. the dye composition or which is present in an oxidizing composition applied simultaneously or sequentially separately.
• the dye composition as defined above is mixed, at the time of use, with an oxidizing composition containing, in a medium suitable for dyeing. , at least one oxidizing agent present in an amount sufficient to develop a coloration.
• the mixture obtained is then applied to the keratin fibers and left to stand for 3 to 50 minutes approximately, preferably 5 to 30 minutes approximately, after which it is rinsed, washed with shampoo, rinsed again and dried.
• the oxidizing agent can be chosen from the oxidizing agents conventionally used for the oxidation dyeing of keratin fibers, and among which mention may be made of hydrogen peroxide, urea peroxide, alkali metal bromates, persalts such as as perborates and persulfates, and oxidative enzymes such as peroxidases, laccases, tyrosynases and oxidoreductases among which there may be mentioned in particular pyranose oxidases, glucose oxidases, glycerol oxidases, lactate oxidases, pyruvate oxidases, and uricases, said enzymes being optionally associated with their respective donors.
• the pH of the oxidizing composition containing the oxidizing agent as defined above is such that after mixing with the dye composition, the pH of the resulting composition applied to the keratin fibers preferably varies between 3 and 12 approximately and even more preferably between 5 and 11. It is adjusted to the desired value by means of acidifying or basifying agents usually used in dyeing keratin fibers and as defined above.
• the oxidizing composition as defined above may also contain various adjuvants conventionally used in compositions for dyeing the hair and as defined above.
• composition which is finally applied to the keratin fibers can be in various forms, such as in the form of liquids, creams, gels, or in any other form suitable for dyeing keratin fibers, and in particular human hair. .
• Another subject of the invention is a device with several compartments or "kit” for dyeing with several compartments or any other packaging system with several compartments in which a first compartment contains the dye composition as defined above and a second compartment contains the oxidizing composition as defined above.
• These devices can be equipped with a means enabling the desired mixture to be delivered to the hair, such as the devices described in patent FR-2,586,913 in the name of the applicant.
• Alkyl C ⁇ -Cio polyglucoside in 60% aqueous solution sold under the name ORAMIX CG 110 ® by the company SEPPIC 5.4 g
• Pentasodium salt of diethylene triamine pentacetic acid in 40% aqueous solution sold under the name
• the dye compositions described above were mixed weight for weight with a 20 volume hydrogen peroxide solution (6% by weight).
• the mixtures thus produced were applied for 30 minutes to locks of permanent natural gray hair containing 90% white hairs.
• the locks were then rinsed, washed with a standard shampoo, rinsed again and then dried.
• the hair was dyed in the following shades

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• 2000
  • 2000-03-06 FR FR0002858A patent/FR2805738B1/fr not_active Expired - Fee Related
• 2001
  • 2001-03-06 CN CN01801178A patent/CN1372457A/zh active Pending
  • 2001-03-06 HU HU0202007A patent/HUP0202007A2/hu unknown
  • 2001-03-06 BR BR0105561-5A patent/BR0105561A/pt not_active IP Right Cessation
  • 2001-03-06 WO PCT/FR2001/000663 patent/WO2001066072A1/fr not_active Application Discontinuation
  • 2001-03-06 KR KR1020017014180A patent/KR20010113913A/ko not_active Application Discontinuation
  • 2001-03-06 PL PL01352292A patent/PL352292A1/xx unknown
  • 2001-03-06 CZ CZ20014324A patent/CZ20014324A3/cs unknown
  • 2001-03-06 JP JP2001564725A patent/JP2003525889A/ja active Pending
  • 2001-03-06 EP EP01913934A patent/EP1181004A1/de not_active Withdrawn
  • 2001-03-06 CA CA002373099A patent/CA2373099A1/fr not_active Abandoned
  • 2001-03-06 AU AU39341/01A patent/AU752948B2/en not_active Ceased
  • 2001-10-31 ZA ZA200108983A patent/ZA200108983B/en unknown

Non-Patent Citations (2)

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