GB820990A - Copper complexes of trisazo dyestuffs - Google Patents

Abstract

The invention comprises copper complexes of dyestuffs of formula <FORM:0820990/IV(c)/1> where X is alkoxy or carboxy, R is the residue of an hydroxy compound of the benzene or heterocyclic series which is capable of being coupled but does not contain any salicylic acid group and R1 is the aryl residue of a diazo compound. They may be made by the conventional coppering of dyestuffs obtainable by coupling an appropriate 4,41-tetrazodiphenyl with the requisite components containing R and R1. The R1 component is made by acid coupling a diazo compound containing an aryl residue with a 1 - amino - 8 - naphthol - disulphonic acid. During coppering a triazole ring may be formed out of the azo group of R1 and the o-amino group of the naphthylamine. Specified for R are phenol, o-, m- and p-cresol, acetoacetic acid anilide, o-toluidide, o-anisidide, 3-methyl-5-pyrazolone, 1-phenyl-, -(21-chloro-, 31- and 41-amino-, 41-acetylamino-, 41-sulpho-, 31-sulphamido- and 21-methyl-41-sulpho-phenyl) - and - (61 - sulpho - 21 - naphthyl) - 3 - methyl - 5 - pyrazolones, 1 - (21 - sulphophenyl) - 3 - phenyl - 5-pyrazolone, 1-phenyl- and -(31-aminophenyl) - 5 - pyrazolone - 3 - carboxylic acid, 1 - phenyl - 5 - pyrazolone - 3 - carboxylic acid ethyl ester and amide, 5-amino- and 1-phenyl-3-methyl-5-amino - pyrazoles, a - methylindole, barbituric acid, citrazinic acid and 2,4-di-hydroxyquinoline and N-alkyl derivatives thereof. Indicated for R1 are diazo benzene or naphthalene sulphonic acids, diazoaryl sulphamides which may contain methyl, halogen, methoxy, carboxylic or sulphonic acid, nitro or acylamino groups or dehydrothiotoluidine disulphonic acid. 4,41-Diamino-diphenyl-3,31-dicarboxylic acid and 4,41-diamino-3,31-dimethoxydiphenyl are specified diphenyls. Preferably the products have at least three solubilizing groups. The products show blue, red or green shades. In examples, illustrative of the preparation of the dyestuffs and their use in dyeng cotton and rayon, certain of the above-specified components are used together with 1-amino-8-naphthol-3,6- and and -4,6-disulphonic acids as the naphthalene sulphonic acid components, additional values for R being derived from 1-(21-methyl- and 31-sulpho-phenyl)-3-methyl-5-pyrazolones, the values for R1 being obtained from aniline-2-, -3- and -4-sulphonic acids, 1-amino-2-methylbenzene - 4 - and -5-, 1 - amino - 4 - methylbenzene - 2 - and- 3 -, 1 - amino - 2,4 - dimethylbenzene - 6 -, 1 - amino - 2 - methoxy-benzene - 4 - and - 5 - and 1 - amino - 4 - methoxybenzene-3-sulphonic acids, 2-, 3- and 4-aminobenzoic acids, 2-aminobenzoic acid-4- and -5-sulphonic acids, aniline-3-sulphamide, 1-amino - 2 - methoxybenzene - 5 - sulphamide and sulpho-methylamide, 1-amino-4-methoxybenzene - 2 - sulphamide, 1 - amino - 2 - methylbenzene - 5 - sulphamide, 1 - naphthylamine-2, -4-, -5-, -6-, -7- and 8-mono- and -3,6-, -3,8- and -4,8-di-, 2-naphthylamine-1-, -5-, -6-, -7- and -8-mono- and -3,6-, -6,8- and -4,8-disulphonic acids, 1-naphthylamine-5-sulphamide and sulpho-methylamide and dehydrothiotoluidine disulphonic acid. Specification 771,330 is referred to.