Patent GB-470436-A (GB)
Title: Process for dyeing cellulose ester and cellulose ether textile materials
IPC: D06P3/34
Filed: 1936-07-27
Abstract: Cellulose esters or ethers dyeing.--Cellulose ester or ether textile materials are dyed in readily dischargeable fast red-yellow to greenish yellow shades with azo dyestuffs, sparingly soluble or insoluble in water, obtainable by coupling any diazo component free from groups imparting solubility in water with a hydroaromatic b -diketone containing an enolizable keto group or with such dyestuffs in which the enol group has been alkylated. Specified diazo components are aniline, o-, m- and p-toluidines, m- and p-xylidines, 2-aminocymene, mesidine, o-, m- and p-nitranilines, 4-amino-3-nitrotoluene, mono- and di-chloranilines, 5- and 6-chloro-2-toluidines, 2 : 4-dimethyl-6-isobutylaniline, 4-chloro-2-nitraniline, 2-chloro-4-nitraniline, p-phenetidine, o- and p-anisidines, 3-amino-4-b -oxyethoxytoluene, aminohydroquinone-di-(b -oxyethyl) ether, 2-aminophenyl-2<1>-tolyl ether, 3-amino - 4 - benzyloxytoluene, 3 - amino-4-methoxy- and ethoxy-toluenes, 4- and 5-nitro-2-anisidines, 1- and 2-naphthylamines, 4-aminoazobenzene and aminoazotoluene.  Specified coupling components are dimethyldihydroresorcinolcarboxylic acid ethyl ester (from malonic acid ethyl ester and mesityl oxide), dimethyldihydroresorcinol (obtainable by saponification of the ester and elimination of carbon dioxide), phenyldihydroresorcinolcarboxylic acid ethyl ester (from malonic acid ethyl ester and benzalacetone) and its p-dimethylamino derivative (from malonic acid ethyl ester and p-dimethylaminobenzalacetone) monomethyldihydroresorcinoldicarboxylic acid ethyl ester (from malonic acid ethyl ester and a -acetylcrotonic acid ethyl ester), 5-methyldihydroresorcinol (obtainable by saponification of the ester and elimination of carbon dioxide), 5-phenyldihydroresorcinoldicarboxylic acid ethyl ester (from malonic acid ethyl ester and benzalacetoacetic ester), 5-phenyldihydroresorcinol (obtainable by saponification of the ester and elimination of carbon dioxide), dihydroresorcinol and its 4-methyl derivative.  In an example an acetylcellulose textile material is dyed by treatment for \ba1/2\be to 1 hour in an aqueous bath at 60--70 DEG  C. containing the dyestuff dispersed, e.g. with soap, sulphite waste liquor or a sulphonated higher fatty alcohol.  3 - Amino - 4 - b  - oxyethoxytoluene is obtained by condensing 2-nitro-4-methylphenol with glycol chlorhydrin at 50--60 DEG  C. in presence of alkali and reducing the nitro group.  Aminohydroquinone - di - b  - oxyethyl ether is obtained by condensing hydroquinone with glycol chlorhydrin in alkali at 60--70 DEG  C., nitrating the product and reducing the nitro group.  3 - Amino - 4 - benzyloxytoluene is obtained by condensing 2-nitro-4-methylphenol with benzyl chloride in presence of alkali and reducing the nitro group.  The Specification as open to inspection under Sect. 91 comprises also the use as diazo components of 6-bromo-2 : 4-dimethylaniline, the p-toluenesulphonic acid ester of 4-methyl-2-aminophenol and the methyl,ethyl and butyl esters of anthranilic acid and (cf. Specification 3836/37) the use of the dyestuffs for colouring cellulose ester or ether lacquers.  This subject-matter does not appear in the Specification as accepted.