GB329961A - Manufacture of new azo dyes and their application to the dyeing of regenerated cellulose materials - Google Patents

Abstract

329,961. Imperial Chemical Industries, Ltd., and Brightman, R. Feb. 25, 1929. Azo dyes are made by coupling diazotized m. nitraniline or a non-hydroxylated derivative thereof with a phenol or naphthol or a sulphonic or carboxylic derivative thereof, or with an N- aryl substituted aminonaphthol sulphonic acid (the N-substituent free from sulphonic groups), reducing the nitroazo dyestuff produced, diazotizing and coupling in alkaline solution with a mdiamine of the benzine series or with 2 : 5- and 2 : 8-aryl- or aroylaminonaphtholsulphonic acids (the N-substituent free from sulphonic groups), or with 1: 8-aminonaphtholsulphonic acids or 1 :5 -aminonaphthol-7-sulphonic acid. Alternatively, a diazotized m-aminoacetanilide or a non- hydroxylated derivative thereof is coupled with the above first coupling components, the acylaminoazo compound hydrolyzed, diazotized and coupled with the above second coupling components. Viscose rayon is dyed in yellow or red to violet or blue shades. In examples, the dyestuffs (1) m-nitraniline # salicylic acid (reduced) # N-phenyl-J-acid (or N-phenyl- 2 : 8: 6-acid) and (2) 4-nitro-2-anisidine # N- phenyl-2 : 8: 6-acid (reduced) # H-acid are described. In a table the shades or viscose of dyestuffs from the following additional components are described :-4-nitro-o-toluidine and maminoacetanilide; #-oxynaphthoic acid, 1-naphthol-4-sulphonic acid, phenyl-J-acid, 2-naphthol- 7-sulphonic acid; m-phenylenediamine, 1: 8- aminonaphthol-2 : 4-disulphonic acid, 1: 8-amino. naphthol-4-sulphonic acid, benzoyl-2: 8: 6-acid, 1-amino-5-naphthol-7-sulphonic acid and benzoyl- J-acid. Specification 329,014 is referred to. The Provisional Specification comprises also the azo dyes from m-nitroanilines in general, the above first coupling components and second coupling components in general.