Dyeing composition for keratinous fibres comprising a particular dicationic diazo dye
AssigneeL'oreal
InventorLaurent Vidal
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Abstract
The invention concerns a dyeing composition for dyeing keratinous fibres, in particular human keratinous fibres and more particularly hair, comprising a dicationic diazo dye of formula W1—N═N—W2—N═N—W3 as well as the dyeing method using same and the novel compounds of formula (I).
Claims30
A composition for dyeing keratin fibers and in particular human keratin fibers such as the hair, comprising at least one dicationic diazo dye of formula (I) below:
- W1—N═N—W2—N═N—W3
- in which
- W1 and W3, independently of each other, a heteroaromatic radical represented by the formulae (II) and (III) below:
- 10
- W2 represents a carbon-based, pyridine-based or pyridazine-based aromatic group of formula (IV)
- 11
- in which formulae (ii), (iii), (iv):
- X1 represents a nitrogen atom or a radical CR5,
- X2 represents a nitrogen atom or a radical CR6,
- Z1 represents an oxygen or sulfur atom or a radical NR8,
- Z2 represents a nitrogen atom or a radical CR9.,
- Z3 represents a nitrogen atom or a radical CR12,
- Z4 represents a nitrogen atom or a radical CR13,
- the bond a of the 5-membered cationic ring of formula (II) is linked to the azo group of formula (I),
- the bond b of the 6-membered cationic ring of formula (III) is linked to the azo group of formula (I),
- R3, R4, R5, R6, R7, R9, R10, R11, R12;
- R13, represent, together or independently of each other, a hydrogen atom, a linear or branched C1-C16 hydrocarbon-based chain, that can form one or more 3- to 6-membered carbon-based rings, and that can be saturated or unsaturated, one or more carbon atoms of the carbon-based chain of which may be replaced with an oxygen, nitrogen or sulfur atom or with an SO2 group, and the carbon atoms of which may be substituted, independently of each other, with one or more halogen atoms;
- R3, R4, R5, R6, R7, R9, R10, R11, R12, R13, not comprising a peroxide bond or diazo or nitroso radicals,
- R7 with R9, R10 with R11 and R12 with R13 forms a carbon-based aromatic ring,
- X is an organic or mineral anion.
The composition as claimed in any one of the preceding claims, characterized in that the diazo dicationic dyes of formula (I) are chosen from the group formed by the following compounds:
- 1,3-dimethyl-2-[4-(1,3-dimethyl(imidazol-1-ium)-2-ylazo)phenylazo]imidazol-1-ium,
- 1,4-dimethyl-3-[4-(1,4-dimethyl(triazol-2-ium)-3-ylazo)phenylazo]triazol-2-ium,
- 1-methyl-2-[4-(1-methyl(pyridin-1-ium)-2-ylazo)-phenylazo]pyridin-1-ium,
- 1-methyl-3-[4-(1-methyl(pyridin-1-ium)-3-ylazo)-phenylazo]pyridin-1-ium,
- 1,3-dimethyl-2-[4-(3-methyl(thiazol-3-ium)-2-ylazo)phenylazo]imidazol-1-ium,
- 1,4-dimethyl-3-[4-(3-methyl(thiazol-3-ium)-2-ylazo)phenylazo]triazol-2-ium,
- 1,3-dimethyl-2-[4-(1,4-dimethyl(triazol-2-ium)-3-ylazo)phenylazo]imidazol-1-ium,
- 1-methyl-2-[4-(3-methyl(thiazol-3-ium)-2-ylazo)phenylazo]pyridin-1-ium,
- 1-methyl-3-[4-(3-methyl(thiazol-3-ium)-2-ylazo)phenylazo]pyridin-1-ium,
- 1,3-dimethyl-2-[4-(1-methyl(pyridin-1-ium)-2-ylazo)phenylazo]imidazol-1-ium,
- 1,4-dimethyl-3-[4-(1-methyl(pyridin-1-ium)-2-ylazo)phenylazo]triazol-2-ium,
- 1,3-dimethyl-2-[4-(1-(2-hydroxyethyl)(pyridin-1-ium)-2-ylazo)phenylazo]imidazol-1-ium,
- 1,4-dimethyl-3-[4-(1-(2-hydroxyethyl)(pyridin-1-ium)-2-ylazo)phenylazo]triazol-2-ium,
- 1,3-dimethyl-2-[4-(1-methyl(pyridin-1-ium)-3-ylazo)phenylazo]imidazol-1-ium,
- 1,4-dimethyl-3-[4-(1-methyl(pyridin-1-ium)-3-ylazo)phenylazo]triazol-2-ium,
- 1,3-dimethyl-2-[4-(1-(2-hydroxyethyl)(pyridin-1-ium)-3-ylazo)phenylazo]imidazol-1-ium,
- 1,4-dimethyl-3-[4-(1-(2-hydroxyethyl)(pyridin-1-ium)-3-ylazo)phenylazo]triazol-2-ium,
- 1,3-dimethyl-2-[4-(1,3-dimethyl(imidazol-1-ium)-2-ylazo)-3-methoxyphenylazo]imidazol-1-ium,
- 1,3-dimethyl-2-[4-(1,4-dimethyl(triazol-2-ium)-3-ylazo)-3-methoxyphenylazo]imidazol-1-ium,
- 1,3-dimethyl-2-[4-(1-methyl(pyridin-1-ium)-2-ylazo)-3-methoxyphenylazo]imidazol-1-ium.
The composition as claimed in any one of the preceding claims, in which the dicationic diazo dye(s) of formula (I) is(are) present in a concentration ranging from 0.001% to 5% and preferably from 0.05% to 2% by weight relative to the total weight of the composition.
The composition as claimed in any one of the preceding claims, also comprising an oxidation base.
The composition as claimed in any one of the preceding claims, comprising at least one coupler.
The composition as claimed in any one of the preceding claims, also comprising at least one direct dye other than those of formula (I), chosen from neutral, acidic or cationic nitrobenzene direct dyes, neutral, acidic or cationic azo direct dyes, neutral, acidic or cationic quinone and in particular anthraquinone direct dyes, azine direct dyes, methine direct dyes, triarylmethane direct dyes, indoamine direct dyes and natural direct dyes.
The composition as claimed in any one of the preceding claims, also comprising an oxidizing agent, preferably hydrogen peroxide.
Dependencies are inferred from the claim text.