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US 5,733,343 AGranted
Process for dyeing keratin-containing fibres with cationic dyes
AssigneeCiba Specialty Chemicals Corporation
InventorPeter Mockli
Life of this patent
Estimating the term…
Abstract
Keratin-containing fibres, in particular human hair, are dyed using dyes of formulae (1) to (6) indicated in claim 1. These dyes make it possible to dye by the trichromatic principle even in dark shades.
Claims22
A process for dyeing fibres of human hair, which comprises treating the fibres with a tinctorially effective amount of a dye of the formula ##STR88## where X is ##STR89## Y is --CH.dbd. or ##STR90## R is hydrogen, C.sub.1 -C.sub.4 alkyl, Cl or nitro, R' is hydrogen, C.sub.1 -C.sub.4 alkyl, Cl, nitro, amino, C.sub.1 -C.sub.4 monoalkylamino or di-C.sub.1 -C.sub.4 alkylamino,
- R.sub.1 and R.sub.2 are each independently of the other unsubstituted C.sub.1 -C.sub.4 alkyl or OH--, C.sub.1 -C.sub.4 alkoxy-, halogen-, CN--, amino-, C.sub.1 -C.sub.4 monoalkylamino- or di-C.sub.1 -C.sub.4 alkylamino-substituted C.sub.1 -C.sub.4 alkyl,
- R.sub.3 is hydrogen, C.sub.1 -C.sub.4 alkyl or CN,
- R.sub.4 is unsubstituted C.sub.1 -C.sub.4 alkyl or OH--, or CN-substituted C.sub.1 -C.sub.4 alkyl,
- R.sub.5 is hydrogen or C.sub.1 -C.sub.4 alkyl,
- R.sub.6 and R.sub.7 are each independently of the other hydrogen, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy, or
- R.sub.5 and R.sub.6 together with the nitrogen and carbon atoms joining them together form a 5- or 6-membered ring,
- R.sub.8, R.sub.9, R.sub.10 and R.sub.11 are each independently of the others hydrogen or C.sub.1 -C.sub.4 alkyl, with the proviso that at least one of these 4 substituents is C.sub.1 -C.sub.4 alkyl and that not all four substituents are ethyl,
- R.sub.12 and R.sub.13 are each independently of the other hydrogen, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy,
- K is the radical of a coupling component of the aniline or phenol series or the radical of a heterocyclic coupling component,
- K.sub.1 is the radical of an amine of the formula ##STR91## where R.sub.15 and R.sub.16 are each independently of the other hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy or halogen,
- R.sub.17 and R.sub.18 are each independently of the other hydrogen, unsubstituted C.sub.1 -C.sub.4 alkyl or OH--, C.sub.1 -C.sub.4 alkoxy-, halogen-, CN--, amino-, C.sub.1 -C.sub.4 monoalkylamino- or di-C.sub.1 -C.sub.4 alkylamino-substituted C.sub.1 -C.sub.4 alkyl, or
- R.sub.17 and R.sub.18 together with the nitrogen atom joining them together form a 5- or 6-membered ring, or
- R.sub.15 and R.sub.17 together with the nitrogen and carbon atoms joining them together form a 5- or 6-membered ring, or
- R.sub.16 and R.sub.18 together with the nitrogen and carbon atoms joining them together form a 5- or 6-membered ring, and
- R.sub.19 is hydrogen or unsubstituted C.sub.1 -C.sub.4 alkyl or OH--, C.sub.1 -C.sub.4 alkoxy-, halogen-, CN--, amino-, C.sub.1 -C.sub.4 monoalkylamino- or di-C.sub.1 -C.sub.4 alkylamino-substituted C.sub.1 -C.sub.4 alkyl, and
- An.sup..crclbar. is a colourless anion.
13 more elements
A process for dyeing fibres of human hair, wherein the fibres are treated with a tinctorially effective amount of a mixture of cationic dyes of at least two of the formulae ##STR94## where X is ##STR95## Y is --CH.dbd. or ##STR96## R is hydrogen, C.sub.1 -C.sub.4 alkyl, Cl or nitro, R' is hydrogen, C.sub.1 -C.sub.4 alkyl, Cl, nitro, amino, C.sub.1 -C.sub.4 monoalkylamino or di-C.sub.1 -C.sub.4 alkylamino,
- R.sub.1 and R.sub.2 are each independently of the other unsubstituted C.sub.1 -C.sub.4 alkyl or OH--, C.sub.1 -C.sub.4 alkoxy-, halogen-, CN--, amino-, C.sub.1 -C.sub.4 monoalkylamino- or di-C.sub.1 -C.sub.4 alkylamino-substituted C.sub.1 -C.sub.4 alkyl,
- R.sub.3 is hydrogen, C.sub.1 -C.sub.4 alkyl or CN,
- R.sub.4 is unsubstituted C.sub.1 -C.sub.4 alkyl or OH-- or CN-substituted C.sub.1 -C.sub.4 alkyl,
- R.sub.5 is hydrogen or C.sub.1 -C.sub.4 alkyl,
- R.sub.6 and R.sub.7 are each independently of the other hydrogen, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy, or
- R.sub.5 and R.sub.6 together with the nitrogen and carbon atoms joining them together form a 5- or 6-membered ring,
- R.sub.8, R.sub.9, R.sub.10 and R.sub.11 are each independently of the others hydrogen or C.sub.1 -C.sub.4 alkyl,
- R.sub.12 and R.sub.13 are each independently of the other hydrogen, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy,
- K is the radical of a coupling component of the aniline series or the radical of a heterocyclic coupling component,
- K.sub.1 the radical of an amine of the formula ##STR97## where R.sub.15 and R.sub.16 are each independently of the other hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy or halogen,
- R.sub.17 and R.sub.18 are each independently of the other hydrogen, unsubstituted C.sub.1 -C.sub.4 alkyl or OH--, C.sub.1 -C.sub.4 alkoxy-, halogen-, CN--, amino-, C.sub.1 -C.sub.4 monoalkylamino- or di-C.sub.1 -C.sub.4 alkylamino-substituted C.sub.1 -C.sub.4 alkyl, or
- R.sub.17 and R.sub.18 together with the nitrogen atom joining them together form a 5- or 6-membered ring, or
- R.sub.15 and R.sub.17 together with the nitrogen and carbon atoms joining them together form a 5- or 6-membered ring, or
- R.sub.16 and R.sub.18 together with the nitrogen and carbon atoms joining them together form a 5- or 6-membered ring, and
- R.sub.19 is hydrogen or unsubstituted C.sub.1 -C.sub.4 alkyl or OH--, C.sub.1 -C.sub.4 alkoxy-, halogen-, CN--, amino-, C.sub.1 -C.sub.4 monoalkylamino- or di-C.sub.1 -C.sub.4 alkylamino-substituted C.sub.1 -C.sub.4 alkyl, and
- An.sup..crclbar. is a colourless anion.
13 more elements
A process for dyeing fibres of human hair, wherein the fibres are treated with a tinctorially effective amount of a mixture of cationic dyes of at least two of the formulae ##STR98## where R is hydrogen, C.sub.1 -C.sub.4 alkyl, Cl or nitro,
- R.sub.1 and R.sub.2 are each independently of the other unsubstituted C.sub.1 -C.sub.4 alkyl or OH--, C.sub.1 -C.sub.4 alkoxy-, halogen-, CN--, amino-, C.sub.1 -C.sub.4 monoalkylamino- or di-C.sub.1 -C.sub.4 alkylamino-substituted C.sub.1 -C.sub.4 alkyl,
- R.sub.3 is hydrogen, C.sub.1 -C.sub.4 alkyl or CN,
- R.sub.4 is unsubstituted C.sub.1 -C.sub.4 alkyl or OH-- or CN-substituted C.sub.1 -C.sub.4 alkyl,
- R.sub.5 is hydrogen or C.sub.1 -C.sub.4 alkyl,
- R.sub.6 and R.sub.7 are each independently of the other hydrogen, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy, or
- R.sub.5 and R.sub.6 together with the nitrogen and carbon atoms joining them together form a 5- or 6-membered ring,
- R.sub.8, R.sub.9, R.sub.10 and R.sub.11 are each independently of the others hydrogen or C.sub.1 -C.sub.4 alkyl,
- R.sub.12 and R.sub.13 are each independently of the other hydrogen, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy,
- K is the radical of a coupling component of the aniline series or the radical of a heterocyclic coupling component,
- K.sub.1 is the radical of an aromatic or heterocyclic amine, and
- An.sup..crclbar. is a colourless anion.
8 more elements
Dependencies are inferred from the claim text.