1:2 Metal complexes of azo compounds having 1-hydroxynaphthalene-3-sulfonic acid coupling component radicals at least one of which is a disazo compound

A complex of the formula ##STR27## or a salt thereof, or a mixture of such complexes in free acid or salt form,

• wherein
• each A is independently 1,2-phenylene;
• 1,2-phenylene substituted by 1 or 2 substituents each of which is independently C.sub.1-4 alkyl, C.sub.1-4 alkoxy, halo, nitro, sulfo or carboxy;
• 1,2-naphthylene or 1,2-naphthylene substituted by 1 or 2 substituents each of which is independently C.sub.1-4 alkyl, C.sub.1-4 alkoxy, halo, nitro, sulfo or carboxy,
• Q is --N.dbd.N--B, formamido or (C.sub.1-4 alkyl)carbonylamino,
• each X is independently --O-- or --COO--,
• each B is independently a coupling component radical selected from substituted phenyl each substituent of which is independently hydroxy, --NR.sub.1 R.sub.2, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, halo, acetamido or sulfo, with the proviso that at least one substituent is hydroxy or --NR.sub.1 R.sub.2 ;
• ##STR28## wherein R.sub.1 is hydrogen, C.sub.1-6 alkyl or C.sub.2-4 hydroxyalkyl, R.sub.2 is hydrogen, C.sub.1-6 alkyl, phenyl, (C.sub.1-6 alkyl)phenyl or C.sub.2-4 hydroxyalkyl,
• R.sub.12 is C.sub.1-4 alkyl, C.sub.1-4 alkoxy or ##STR29## wherein R.sub.13 is hydrogen, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, chloro or sulfo, and
• R.sub.14 is hydrogen, chloro or C.sub.2-4 alkyl, and
• n is 0, 1 or 2, with the proviso that when Q is formamido or (C.sub.1-4 alkyl)carbonylamino, B is substituted phenyl each substituent of which is independently hydroxy, --NR.sub.1 R.sub.2, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, halo, acetamido or sulfo, with the proviso that at least one substituent is hydroxy or --NR.sub.1 R.sub.2,
• M is a metal forming 1:2 metal complexes, and
• Y.sup..sym. is hydrogen or a non-chromophoric cation.