Pyrazoline-3, 5-dione-containing compositions for dyeing keratin fibres; their use in dyeing as couplers; dyeing process
AssigneeL'oreal
InventorsLaurent Vidal, Gerard Malle
Life of this patent
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Abstract
The present invention relates to a composition for dyeing keratin fibres, in particular human hair, containing, in a medium which is suitable for dyeing: as coupler, at least one compound of formula: 1 or one of the addition salts thereof with an acid, in which: R2 denotes, in particular, hydrogen, halogen, alkoxy, aryloxy, acetylamido, etc. R1 and R3, which are independent, denote, in, particular: hydrogen, alkyl, aryl, a heterocycle, etc. it being understood that when R2 and R1 simultaneously represent a hydrogen atom, then R1 is other than a hydrogen atom, a C1-C5 alkyl radical or a phenyl radical; and at least one oxidation base.
Claims23
Composition for dyeing keratin fibres, and in particular human keratin fibres such as :he hair, characterized in that it comprises, in a medium which is suitable for dyeing:
- as coupler, at least one pyrazoline-3,5-dione compound of formula (I) below, or one of addition salts thereof with an acid:
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- in which:
- R2 represents:
- a hydrogen atom;
- a halogen atom such as bromine, chlorine or florine;
- an acetylamido group;
- an alkoxy radical;
- an acyloxy radical;
- an aryloxy radical;
- an arylthio radical, an alkylthio radical;
- a heteroarylthio radical;
- a heteroaryloxy radical;
- a thiocyano radical;
- an N,N-diethylthiocarbonylthio radical;
- a dodecyloxythlocarbonylthio radical;
- a benzenesulphonamido radical;
- an N-ethyltoluenesulphonamido radical;
- a pentafluorobutanamido radical;
- a 2,3,4,5,6-pentafluorobenzamido radical;
- a p-cyanophenylureido radical, an N,N-diethylsulphamoylamino radical;
- a pyrazolyl radical;
- an imidazolyl radical;
- a triazolyl radical;
- a tetrazolyl radical;
- a benzimidazolyl radical;
- a 1-benzyl-5-ethoxy-3-hydantoinyl radical;
- a 1-benzyl-3-hydantoinyl radical;
- 5,5-dimethyl-2,4-dioxo-3-oxazolidinyl;
- a 2-oxy-1,2-dihydro-1-pyridyl radical;
- an alkylamido;
- an arylamido;
- a radical NRIIIRIV with RIII and RIV, which may be identical or different, representing a C1-C4 alkyl, a hydroxyalkyl;
- a carboxyl;
- or an alkoxycarboxylic radical;
- R1 and R3 represent a hydrogen atom;
- a linear or branched C1-C5 alkyl radical;
- a C2-C4 mono- or polyhydroxyalkyl radical;
- a C2-C4 aminoalkyl radical;
- a phenyl radical;
- a phenyl radical substituted with a halogen atom or a C1-C4 alkyl, C1-C4 alkoxy, nitro, trifluoromethyl, amino or C1-C4 alkylamino radical;
- a.benzyl radical;
- a benzyl radical substituted with a halogen atom or with a C1-C4 alkyl, C1-C4 alkoxy, methylenedioxy or amino radical;
- or a radical
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- in which m and n are integers, which may be identical or different, between 1 and 3 inclusive, X represents an oxygen atom or an NH group, Y represents a hydrogen atom or a methyl radical, and Z represents a methyl radical, a group OR or NRR′ in which R and R′, which may be identical or different, denote a hydrogen atom, a methyl radical or an ethyl radical;
- an amino radical;
- a C1-C4 alkylamino;
- a carboxyl radical;
- an alkoxycarbonyl radical;
- an aryloxycarbonyl radical;
- a 5- or 6-membered heterocycle with at least one nitrogen, sulphur or oxygen atom;
- an acyl radical;
- a sulphonyl group;
- a phosphonyl group;
- it being understood that when R2 and R3 simultaneously represent a hydrogen atom, then R1 is other than a hydrogen atom, a C1-C5 alkyl radical or a phenyl radical;
- at least one oxidation base.
Composition according to any one of the preceding claims, characterized in that the addition salts with an acid for the compounds of formula (I) are chosen from the hydrochlorides, hydrobromides, sulphates, tartrates, benzenesulphonates, lactates, tosylates and acetates.
Composition according to any one of the preceding claims, characterized in that the compound(s) of formula (I) represent(s) from 0.0005 to 12% by weight relative to the total weight of the dye composition.
Composition according to any one of the preceding claims, characterized in that the oxidation base(s) is(are) chosen from para-phenylenediamines, bis(phenyl)alkylenediamines, para-aminophenols, ortho-aminophenols and heterocyclic bases, and the addition salts thereof with an acid.
Composition according to any one of the preceding claims, characterized in that the oxidation base(s) represent(s) from 0.0005 to 12% by weight approximately relative to the total weight of the dye composition.
Composition according to any one of the preceding claims, characterized in that it also contains one or more additional couplers other than the compounds of formula (I) and/or one or more direct dyes.
Composition according to any one of the preceding claims, characterized in that the medium which is suitable for dyeing (or the support) consists of water or a mixture of water and at least one organic solvent chosen from lower C1-C4 alcohols, glycerol, glycols and glycol ethers, aromatic alcohols, similar products and mixtures thereof.
Composition according to any one of the preceding claims, characterized in that it has a pH of between 3 and 12.
Composition according to any one of the preceding claims, characterized in that it is in the form of liquids, creams or gels or is in any other form which is suitable for dyeing keratin fibres, and in particular human hair.
Dependencies are inferred from the claim text.