Patent GB-419599-A (GB)
Title: Improvements in the manufacture and production of azo dyestuffs
IPC: C09B45/16
Filed: 1933-05-10
Abstract: Monazo-, disazo-, and polyazo dyes are prepared by coupling 8-oxyquinaldine or its derivatives (including 8-oxyquinophthalone) with diazo or tetrazo compounds of any kind and selecting the components so that the dyestuffs contain at least one sulphonic acid group and if desired, after-treating the dyestuffs with agents supplying metals, preferably chromium.  The dyestuffs may be used with advantage for dyeing in neutral baths containing chromium salts; they may be employed as substantive dyes for cotton, acid wool dyes and in some cases as lake dyestuffs.  Suitable diazo compounds are aniline and its halogen, sulpho, nitro and alkoxy derivatives, benzidine, naphthylamine and substituted derivatives thereof.  In examples: (1) 3.6-disulphoaniline is diazotised and coupled with 8-oxyquinophthalone (prepared by melting 8 - oxyquinaldine with phthalic acid anhydride at about 170 DEG  C.); the product yields red-orange dyeings on wool turning to orange shades on treatment with bichromate (alternatively dyeing on chromemordanted wool yields orange dyeings); (2) 1 - oxy - 2 - amino - 4 - chlorbenzene - 6 - sulphonic acid is diazotised and coupled with 8-oxyquinaldine; wool is dyed yellow-brown shades which by after-treatment with bichromate or dyeing on chrome-mordanted fibre turn to brown shades; (3) 1-naphthylamine-4-sulphonic acid is diazotised and coupled with 8-oxyquinaldine; wool is dyed brown shades changed to red-brown by after-treatment with bichromate or by dyeing on chrome-mordanted wool; (4) 1 - amino - 3 - chlorbenze - 6 - sulphonic acid is diazotised and coupled with 8-oxyquinaldine; it dyes wool orange shades scarcely changed by treatment with bichromate or by dyeing on chrome-mordanted wool; on boiling with chromium formate a red-orange dye for wool or leather is obtained; the foregoing diazo body can be replaced by those from 1 - amino - 2 - chlorbenze - 5 - sulphonic acid, 1 - amino - 4 - chlorbenze - 2 - or 3 - sulphonic acids to give similar shades; (5) the diazo body from 1-amino-2,5-dichlorbenzene is coupled with 8-oxyquinaldine-5-sulphonic acid; it dyes wool red shades changed by after-treatment with bichromate or by dyeing on chrome-mordanted wool to orange shades; (6) the diazo body from 2-nitro-4<1>.4<1>-diaminodiphenyl is coupled with 8-oxyquinaldine-5-sulphonic acid; wool is dyed blue-red shades changed by after-chroming or by dyeing on chrome-mordanted wool to red-orange; cotton is dyed blue-red shades changed to orange by after-treatment with copper sulphate; (7) diazotised metanilic p acid is coupled with 8-oxy quinaldine; wool is dyed orange shades shades scarcely changed by after-chroming; (8) diazobenzene is coupled with 8-oxyquinaldine-5-sulphonic; wool is dyed yellow-red shades changed to orange by after-treatment with bichromate. Reference is also made to 8 - oxy - 5 - chloro - or - 5 - methylquinaldines as coupling components and 8 - oxyquinaldine and its derivatives in general may be prepared according to the method described in Specification 395,063.  Specification 406,778 also is referred to.