GB191020217A - Manufacture of New Ortho-aminoazo-dyestuffs. - Google Patents

Abstract

20,217. Bloxam, A. G., [Akt.-Ges. f³r Anilin-Fabrikation]. Aug. 30. Samples furnished. o-Aminoazo dyes are obtained by combining diazo or tetrazo compounds in acid solution with m - aminophenylethers of the general formula where X=an alkyl or substituted alkyl group, and Y = an alkyl, oxyalkyl, acidylamino, halogen, sulphonic, carboxylic, &c. group. The following combinations are described in examples:-(1) a monoazo dye dyeing wool orange shades from sulphanilic acid and 2-p-toluenesulphamino-5-amino-1-methoxybenzene; (2) a monoazo dye dyeing wool olive tints in presence of sodium bichromate and ammonium sulphate from picramic acid and 5-amino-2-methylphenyl- 1-glycollic acid; (3) a monoazo dye dyeing wool violet-red from 1-amino-8-naphthol-3:6-disulphonic acid and 5-amino-2-chlor-1-methoxybenzene; (4) a disazo dye from benzidine, 5-amino- 2-methyl-1-methoxybenzene, and 2-naphthol-3:6- disulphonic acid; (5) a disazo dye dyeing cotton red from 4:4<1>-diaminostilbene-2:2<1>-disulphonic acid and 5-amino-2-methyl-1-methoxybenzene; the last two products can be diazotized on the fibre and developed with #-naphthol. Diazo compounds from monamines of the benzene and naphthalene series, from diamines of the benzidine and diaminostilbene series, and from mono- and di-amines of the diarylamine, diarylether, and arylazoaryl series may be used. When tetrazo bodies are used, mixed disazo dyes from two different m-aminophenolethers, or one of these bodies and one molecular proportion of another component may be obtained. o-Sulpho-m-aminophenylethers are produced from the corresponding bases by known methods of preparing amino snlphonic acids, such as by heating the acid sulphates. Carboxylic acids.-o-Carboxyl-m-aminophenyl ethers are prepared by oxidizing the corresponding nitroacidylaminotoluene to the carboxylic acid, removing the acidyl group, substituting the hydroxyl group for the amino group ,by the diazo-reaction, etherifying the product, and finally reducing the nitro group. 2-p-Toluenesulphamino-5-amino-1-methoxybenzene is produced by treating p-toluene sulphochloride with 2-anisidine, and then nitrating and subsequently reducing the p-toluenesulphaminomethoxybenzene thus produced. 5-Amino-2-methylphenylglycollic acid is produced by converting 4-nitro-2-aminotoluene into 4-nitrocresol by the diazo-reaction, treating this compound with chloracetic acid, and finally reducing the nitro compound.