GB877293A - New water-insoluble monoazo-dyestuffs - Google Patents

Abstract

The invention comprises dyes, free from acid groups imparting solubility in water, of formula: A-N=N-B where A is the residue of a benzenic or heterocyclic diazo-component and B is a benzene residue which contains in p-position to the azo link an amino group of which at least one H atom has been replaced by a cyanalkoxy-alkyl group. The dyes are made in conventional fashion from appropriate diazo and coupling components or by treating an appropriate N-oxyalkyl amino dye with acrylonitrile. Representative of indicated diazo components are aniline which may contain methyl, trifluoromethyl, acetyl, cyanethoxy, chlorine, carboxymethoxy, carboxylic acid amide, cyan, thiocyano, nitro, acylamino, methylsulphone and cyanethylsulphone groups, 2-amino-6-nitro- and -methoxy-benzthiazoles, 2-amino- 5-cyanothiazole and 2-amino-4-phenyl-thio (1)-diazole (3, 4). Preferred coupling components have the formula:- <FORM:0877293/IV(c)/1> where R1 is H, alkyl, oxyalkyl, alkoxyalkyl, acyloxy-alkyl, halogen- or cyano-alkyl or -CH2CH2OCH2CH2CNR2 is H, Hlg, alkyl CF3, alkoxy, cyanethoxy or acylamino and R3 is H, alkyl or alkoxy. Preferred are dyes in which A is:- <FORM:0877293/IV(c)/2> where V is N or <FORM:0877293/IV(c)/3> where R is a substituent and Z is the residue required to make I an aliphatic or aromatic five-membered ring. The dyes colour fibres and fabrics of cellulose esters or ethers, especially cellulose acetate and triacetate, fibres of linear polyesters and superpoly-urethanes or -amides. Examples are provided of the preparation of the dyes and their use in dyeing processes to produce red, blue and yellow shades.