Use of cationic azacyanine dyes for coloring keratin fibers

An agent for coloring keratin fibers comprising cationic azacyanine dyes of the general formula (Ia) or (Ib),

• where A, B and Z is the group required to form an aromatic carbocyclic or heterocyclic 5- or 6-membered ring to which, with or without structural incorporation of R1 or R2, further carbocyclic or heterocyclic 5- or 6-membered rings can be fused, and the tertiary or quaternary nitrogen can be located either in the ring directly following the aza bridge, or else in a fused ring;
• furthermore, the tertiary or quaternary nitrogen in the molecular moiety Z corresponding to the general formula (Ib) may also be extracyclic;
• R1 and R2, independently of one another, may be identical or different and are a substituted or unsubstituted, saturated or unsaturated (C1-C10)-alkyl group, a substituted or unsubstituted aryl group or a substituted or unsubstituted benzyl group, or act as a member of a fused carbocyclic or heterocyclic 5- or 6-membered ring;
• and An− is an anion;
• wherein the azacyanine dye of the formula (Ia) or (Ib) is chosen from 3-{[5-benzylamino)-1-isopropyl-1H-pyrazol-4-yl]imino}-1-methyl-2-phenyl-3H-indolium hydrogensulfate, 1-methyl-3-[(1-methyl-2-phenyl-1H-indol-3-yl)imino]-2-phenyl-3H-indolium perchlorate, 1-methyl-3-[(1-methyl-2-phenyl-3-indolizinyl)imino]-2-phenyl-3H-indolizinium chloride, 3-{[5-(benzylamino)-1-isopropyl-1H-pyrazol-4-yl]imino}-1-methyl-2-phenyl-3H-indolium hydrogensulfate, 1-methyl-3-[(1-methyl-2-phenyl-3-indolizinyl)imino]-2-phenyl-3H-indolizinium perchlorate, 1-methyl-3-[(3-methyl-2-phenyl-1-indolizinyl)imino]-2-phenyl-3H-indolizinium perchlorate, 2-{[3-(4-methoxy-phenyl)-1-indolizinyl]imino}-1,3-dimethyl-2H-indolizinium acetate,
• 2-[(1,3-dimethyl-2-indolizinyl)imino]-1,3-dimethyl-2H-indolizinium chloride, 1,2-dimethyl-3-[(2-phenyl-3-indolizinyl)imino]-3H-indolium bromide,
• 2-[(1,3-dimethyl-1H-indol-2-yl)imino]-1,3-dimethyl-2H-indolizinium chloride, 1,2-dimethyl-3-[(1-methyl-1H-indazol-3-yl)imino]-3H-indolium bromide,
• 1,2-dimethyl-3-[(2-methyl-2H-indazol-3-yl)imino]-3H-indolium hydrogensulfate, 1-methyl-3-[(2-methyl-2H-indazol-3-yl)imino]-3H-indazol-1-ium hydrogensulfate, 1-methyl-3-[(1-methyl-1H-indazol-3-yl)imino]-3H-indazol-1-ium hydrogensulfate, 1-[(1,2-dimethyl-1H-indol-3-yl)imino]-2,3-dimethyl-1H-isoindolium hydrogensulfate, 3-{[5-(dimethylamino)-1-methyl-1H-pyrazol-4-yl]imino}-1,2-dimethyl-3H-indolium bromide, 1-methyl-2-[(1-methyl-1H-indol-2-yl)imino]-2H-indolium hydrogensulfate, 2-[(5-methoxy-1-methyl-1H-benzimidazol-2-yl)imino]-1-methyl-2H-benzimidazol-1-ium chloride, 2-[(1,3-dimethyl-1H-indol-2-yl)imino]-1-methyl-2H-benzimidazol-1-ium chloride, 2-[(1,2-dimethyl-3-indolizinyl)imino]-1-methyl-2H-benzimidazol-1-ium bromide, 2-[(1,3-dimethyl-2-indolizinyl)imino]-1-methyl-2H-benzimidazol-1-ium chloride, 2-{[3-(4-bromophenyl)-1-indolizinyl]imino}-1-methyl-2H-benzimidazol-1-ium bromide, (2Z)-2-[(2-ethyl-3-methyl-2H-isoindol-1-yl)imino]-1-(4-fluorobenzyl)-2H-benzimidazol-1-ium bromide, 2-{[5-(dimethylamino)-1-methyl-1H-pyrazol-4-yl]imino}-1-methyl-2H-benzimidazol-1-ium bromide, 5-(dimethylamino)-4-{[5-(dimethylamino)-1-methyl-1H-pyrazol-4-yl]imino}-1-methyl-4H-pyrazol-1-ium bromide, 5-anilino-4-[(5-anilino-1-isopropyl-1H-pyrazol-4-yl)imino]-1-isopropyl-4H-pyrazol-1-ium hydrogensulfate, 2,4-dimethyl-3-[(1-methyl-2-phenyl-3-indolizinyl)imino]-3H-pyrrolo[3,2-b]pyridin-4-ium chloride,
• 3-[(1,3-dimethyl-1H-indazol-5-yl)imino]-1-methyl-2-phenyl-3H-indolizinium chloride, 1,4-dimethyl-3-[(3-methyl-2-phenyl-1-indolizinyl)imino]-2-oxo-2,3-dihydro-1H-pyrrolo[3,2-b]pyridin-4-ium bromide, 2-methoxy-4-methyl-3-[(1-methyl-2-phenyl-3-indolizinyl)imino]-3H-pyrrolo[3,2-b]pyridin-4-ium hydrogensulfate, 3-{[4-(dimethylamino)phenyl]imino}-1,2-dimethyl-3H-indolium bromide, 3-[(1,6-dimethyl-2-oxo-2,6-dihydro-1H-pyrrolo[2,3-c]pyridin-3-yl)imino]-1,4-dimethyl-2-oxo-2,3-dihydro-1H-pyrrolo[3,2-b]pyridin-4-ium bromide, 3-{[5-amino-1-(2-hydroxyethyl)-1H-pyrazol-4-yl]imino}-1-methyl-2-phenyl-3H-indolizinium bromide, 3-{[5-amino-1-(2-hydroxyethyl)-1H-pyrazol-4-yl]imino}-2-phenyl-3H-indolizinium bromide, 3-{[5-amino-1-(2-hydroxyethyl)-1H-pyrazol-4-yl]imino}-1,2-diphenyl-3H-indolizinium bromide, 3-{[5-amino-1-(2-hydroxyethyl)-1H-pyrazol-4-yl]imino}-2-ethyl-1-phenyl-3H-indolizinium bromide, 3-{[5-amino-1-(2-hydroxyethyl)-1H-pyrazol-4-yl]imino}-2-ethyl-1-methyl-3H-indolizinium bromide, 3-{[5-amino-1-(2-hydroxyethyl)-1H-pyrazol-4-yl]imino}-2-(1,1-dimethylethyl)-1-phenyl-3H-indolizinium bromide, 3-{[5-amino-1-(2-hydroxyethyl)-1H-pyrazol-4-yl]imino}-2-(1,1-dimethylethyl)-1-methyl-3H-indolizinium bromide, 3-{[5-(benzylamino)-1-(2-hydroxyethyl)-1H-pyrazol-4-yl]imino}-1-methyl-2-phenyl-3H-indolizinium bromide, 3-{[5-hydroxy-1-(2-hydroxyethyl)-1H-pyrazol-4-yl]imino}-1-methyl-2-phenyl-3H-indolizinium bromide, 3-{[5-(benzyloxy)-1-(2-hydroxyethyl)-1H-pyrazol-4-yl]imino}-1-methyl-2-phenyl-3H-indolizinium bromide, 1-methyl-3-[(1-methyl-2-phenyl-1H-indol-3-yl)imino]-2-phenyl-3H-indolizinium bromide and 1-methyl-2-phenyl-3-[(2-phenyl-3-indolizinyl)imino]-3H-indolium bromide.