GB336938A - Manufacture of azo-dyestuffs - Google Patents

Abstract

336,938. Groves, W. W., (I. G. Farbenindustrie Akt.-Ges.). July 10, 1929. Azo dyes are made by coupling a. diazo-, tetrazo, or diazoazo compound free from sulphonic, hydroxy and carboxy groups with a 2' : 3<1>-oxynaphthoyl- 4 - amino - 1 - alkoxymethylbenzene of the general formula : wherein one X = hydrogen and the other X = CH3. In examples, (1) diazotized 4-chlor-2- toluidine is coupled with the 1-methoxy-2-methyl compound; the dye gives clear red lakes. Dyestuffs from the following additional components and shades are tabulated :-m-xylidine, m-chloraniline, 3: 5-, 2: 5-and 2: 4-dichloraniline, 4-, 5- and 6-chlor-2-toluidine, 4 ; 6-dichlor-3-toluidine, 2- and 3-nitraniline, 5- and 4-chlor-2- nitraniline, 3-nitro-4-toluidine, 4- and 5-nitro-2- toluidine, 4- and 5-nitro-2-anisidine, 3-nitro-4- anisidine, 1-aminoanthraquinone, o-aminoazotoluene, 4-amino - 4<1> - nitro - 2 : 5 - dimethoxyazobenzene, dianisidine (subsequently treated with copper), 2 : 5-dichlor-4-toluidine, 4-chlor-2-aminodiphenyl ether, 2 : 4: 5-trichloraniline, 4-chlor-5- brom-2-toluidine, 5-nitro-2-anisidine, 4-chlor-2- anisidine, 4- and 5-brom-2-toluidine, 3-amino-4- chloracetophenone, 4 : 5-dichlor - 2 - toluidine, 3- amino-4-chloro-6-benzoylaminotoluene, 1-amino-4- chloranthraquinone, 4-amino-2 : 3<1>-dichloro-5 : 6'- dimethoxya.zobenzene, and 2 - phenetoleazo - anaphthylamine as diazo components; the 3- methyl-1-ethoxy and 3-methyl-1-n-butyloxy derivatives as coupling components. Specifications 6379/12 and 17279/13, [Class 15 (ii), Dyeing, Processes &c. for], are referred to. 2<1> : 3<1> - Hydroxynaphthoyl-4-amino-1-alkoxy-2- or-3-methylbenzenes are prepared according to customary methods. 3-Amino-4-chloracetaphenone is made by nitrating 4-chloracetaphenone and reducing. Reference has been directed by the Comptroller to Specifications 6379/12; 17279/13, [Class 15 (ii), Dyeing, Processes &c. for], 195,600 and 200,739.