GB543100A - Manufacture of dyestuffs of the triazole series - Google Patents

Abstract

543,100. Dyes. SOC. OF CHEMICAL INDUSTRY IN BASLE. Aug. 7, 1940, Nos. 12684 and 12685. Convention dates, July 29, 1939, and June 26, 1940. [Classes 2 (iii) and 15 (ii)] Azo dyes containing the triazole group are obtained by oxidizing to the corresponding triazole a dyestuff of the general formula wherein A represents the residue of an azo dyestuff, B represents the residue of a diazo component, and at least one of the residues A and B carries a salicylic acid grouping on a terminal benzene nucleus. The oxidation may be effected by means of a copper compound, in which case the product may be treated, e.g. with hydrochloric acid or a soluble sulphide, to remove copper combined in complex union. The products are applicable for dyeing and printing animal and vegetable fibres, e.g. cotton, linen, -and regenerated cellulose fibres. In examples, (1) the dyestuff, salicylic acid #benzidine# (acid)-J-acid (alkaline) #4-nitro-2-aminophenol, is oxidized with ammoniacal copper sulphate and the resulting copper complex is boiled with dilute hydrochloric acid to remove the copper; the product dyes cotton from a Glauber salt bath brownish shades becoming red-brown, fast to washing and to light, on after-treatment with copper salts ; the benzidine may be replaced by 4<SP>1</SP> - aminobenzoyl - p - phenylenediamine and the salicylic by o-cresotinic acid ; (2) the dyestuff of (1) with replacement of 4-nitro-2- aminophenol by 4-chloro-6-nitro-2-aminophenol is similarly oxidized ; the product dyes cotton greenish shades becoming a fast brown on after-coppering ; (3) the dyestuff of (1) with replacement of the benzidine by p-phenylenediamine and of the 4-nitro-2-aminophenol by 5-nitro-2-aminophenol is similarly oxidized ; the product dyes cotton brownish shades becoming a fast intense dark brown on after-coppering ; (4) the dyestuff of (1) with replacement of the 4-nitro-2-aminophenol by anthranilic or 5-nitro-2-aminobenzoic acid is similarly oxidized ; the products dye cotton brown-red or brown shades respectively which are made fast by after-coppering : (5) the dyestuff of (1) with replacement of the benzidine by dianisidine is similarly oxidized to obtain a similar product; (6) the dyestuff, 5 - amino - 2 - hydroxybenzoic acid# 2 : 5 - dimethoxyaniline# (alkaline) J-acid (acid) # J - acid (alkaline) #5-nitro-2-aminophenol, is similarly oxidized ; the product dyes cotton grey-blue shades which are made fast by aftercoppering ; (7) the dyestuff, 5-amino-2-hydroxybenzoic acid# 2 : 5-dimethoxyaniline# (alkaline) J-acid (acid) #4-(4<SP>1</SP>-aminobenzoyl)- aminoaniline - 2 - sulphonic acid# salicylic acid, is similarly oxidized ; the product dyes cotton blue-green shades becoming fast and yellower on after-coppering ; (8) the dyestuff, 5-amino- 2-hydroxybenzoic acid# (alkaline) J-acid (acid) #benzidine# salicylic acid, is similarly oxidized ; the product dyes cotton yellow-brown shades becoming a fast brown on aftercoppering. Examples of the dyeing process for cotton are also given. The dyeing processes of Specifications 455,274 and 468,362 are referred to.