GB586840A - Manufacture of disazo-dyestuffs - Google Patents

Abstract

Disazo-dyestuffs are made by coupling a diazo-compound of an amino-azo-dyestuff of the general formula <FORM:0586840/IV/1> where X represents a connecting member (other than an azo-group) containing at least one nitrogen atom directly attached to the naphthalene nucleus, and R1 and R2 each represent an aryl residue, with 8-oxyquinoline or a derivative thereof, the components being so chosen that the products contain not more than two sulphonic acid groups in the molecule. They may be treated in substance, in the dyebath or on the fibre with agents yielding metal, complex copper tartrates being specified. The amino-azo-dyestuffs of the above general formula are obtained by coupling a diazotised amine of the formula R1NH2 in alkaline medium with a 5-naphthol-7-sulphonic acid substituted in the 2-position by -X-R2-NH2. R1 may be substituted, e.g. by sulphonic or carboxylic acid, hydroxy, alkoxy or carboxy-alkoxy groups, and first components specified are: 2 - amino - 1 - methoxy -, 2 - amino - 6 - chloro- 1 - oxy -, 6 - nitro - 2 - amino - 1 - oxy - and 2 - amino - 1 - oxy - benzene - 4 - sulphonic acid, 2 - aminophenol - and 2 - amino - 1 - phenoxyacetic acid - 4 - sulphonamide, 2- and 4-aminobenzoic acid, 2-amino-3-naphthoic acid, 1 - amino - 2 - methyl -, 2 - chloro - 4 - amino - and 4 - amino - 5 - phenoxyacetic acid, 2-amino-1-methoxy-4-methylbenzene, 4-chloro-2 - amino - 1 - oxy - and 4 - nitro - 2 - amino - 1 - oxy-benzene-6-sulphonic acid, 4-aminophenol-2-carboxylic acid, and the sulphonic acids obtained by sulphonation of 4-chloro- and 4 - methyl - 2 - amino - 1 - methoxybenzene and o-toluidine respectively. The connecting member X may be, e.g. an acid amide group or may be part of a ring as in the case of the corresponding imidazoles, thiazoles or triazines, and specified middle components are 2-(41- or 31-aminobenzoyl) - amino - 5 - naphthol - 7 - sulphonic acid, 2-phenyl- and 2-(41-carboxyphenyl) - 3 - (411 - aminophenyl) - 7 - hydroxy - 1 : 2 : 4 - naphthisotriazin - 9 - sulphonic acid, 2 - (31 - aminophenyl) - 6 - hydroxy - b - naphthimidazol - 8 - sulphonic acid and 41 - aminophenyl - 5 - oxy - 7 - sulpho - 1 : 2 - naphthothiazole. End components specified are 8-oxyquinoline and its 5-chloro-, 5- or 7-sulphonic acid and 7-carboxylic acid derivatives. The dyestuffs can be used for dyeing or printing, e.g. wool, silk, leather, cotton, linen, artificial silk or staple fibre of regenerated cellulose and in Example 5 cotton is dyed red by dyeing with 2 - amino - 1 - methoxy - benzene - 4 - sulphonic acid --> 2 - (41 - aminobenzoyl) - amino - 5 - naphthol - 7 - sulphonic acid --> 8-oxyquinoline and after-treating with an alkaline complex copper tartrate solution. Specifications 166,033, [Class 2 (iii)], 406,778 and 455,274 are referred to.