GB813906A - New mono-azo dyes - Google Patents

Abstract

Coupling components for dyestuff manufacture (see Group IV (c)) of formula <FORM:0813906/IV (b)/1> where R2 is an acyl residue of an aliphatic carboxylic acid in which the O atom is attached to the b C atom of the N ethyl substituent and X is H or a non-reactive substituent which does not interfere with the initial formation of dyestuff during the coupling reaction may be made by acylating the corresponding N-b -hydroxyethyl-N-a -cyanoethylaniline. A preferred component is made by reacting N-b -hydroxyethyl-N-b -cyanoethyl-aniline with acetic anhydride at 125-30 DEG C. for 3 hours. Other components mentioned are the corresponding propionate and butyrate.ALSO:The invention comprises dyestuffs of formula <FORM:0813906/IV (c)/1> where R1 is the residue of an aromatic amine excluding an aromatic amine having an -SO2F group in the 2-position, or a benzothiazole, R2 is an acyl residue of an aliphatic carboxylic acid in which the O atom is attached to the b C atom of the N ethyl substituent and X is H or a non-reactive substituent on the benzene nucleus which does not interfere with the initial formation of the dyestuff. They may be made by coupling appropriate diazo compounds with the required acylated cyanoethylanilines. Indicated amines are aniline and its nitro and chloro derivatives, toluidines, phenetidine, cresidines, naphthylamines and amino benzothiazoles. The dyestuffs dye fibres of cellulose acetate, synthetic polyamides, polyesters and acrylonitrile copolymers. In examples, dyestuffs are made which colour cellulose acetate and acetate rayon fibres in red and orange shades the dyestuffs being prepared from the following amines: 4-nitro-, 2,4-dinitro- and 2-chlor-4-nitro-anilines and 2-amino-6-methyl-, methoxy-, chloro-, nitro- and methyl-sulphonyl-benzothiazoles and the following coupling components: the acetate, propionate and butyrate of N - b - hydroxyethyl - N - b - cyanoethyl - aniline. Specification 744,877 is referred to.