GB248946A - Manufacture of new azo-dyestuffs and intermediate products therefor - Google Patents

Abstract

248,946. Bloxam, A. G., (Chemische Fabrik Griesheim-Elektron). April 15, 1925. Di-2: 3-oxynaphthol-diamino-azo. or -azoxy compounds are obtained either by condensing 2: 3-oxynaphthoyl chloride or its O-acyl derivative with diaminoazo or diaminoazoxy compounds and subsequently saponifying the O-acyl group, or by reducing a nitroarylamide of 2 : 3-oxynaphthoic acid in alkaline solution with dextrose, arsenious acid, zinc dust, formaldehyde, &c. Examples are given of the condensation of 2: 3- oxynaphthoyl chloride with p : p'-diaminoazobenzene, and of the reduction of 2 : 3-oxynaphthoyl-mnitraniline or 4-nitro-2-toluidine with dextrose, zinc dust, or sodium sulphide to the corresponding azoxy body: the 2 : 3-oxynaphthoyl derivatives of the following amines are also specified as parent materials:-p-nitraniline, 5-nitro-2-toluidine, 4- or 5-nitro-2-chloraniline, 4- or 5-nitro-2-anisidine, 4-chlor-5-nitro-2-anisidine, 4-chlor-6-nitro-3-anisidine, 5-nitro-2-amino- 4-cresolmethylether, 5-nitro-2-aminohydroquinonedimethylether. Azo dyes. - The above described di-2 : 3-oxynaphthoyl-diaminoazo or diaminoazoxy compounds yield azo dyes when coupled with diazo compounds. According to examples, diazotized p-chloraniline is coupled with di-2: 3-oxynaphthoyl-m: m<1>-diaminoazoxybenzene, and diazotized 3-nitro-4-toluidine is coupled with di-2: 3- oxynapthoyl-m : m<1>-diamino-p : p<1>-dimethylazoxybenzene. A table is given showing the tints obtainable from the following components : as diazo components :-m-xylidine, o-aminodiphenylether, 4-chlor-2-aminodiphenylether, mchloraniline, 2: 4- and 2 : 5-dichloraniline, mnitraniline, 4- or 5-nitro-2-toluidine, 3-nitro-4- toluidine, 4-chlor-2-nitraniline, 4- or 5-nitro-2- anisidine, 4-chlor-2-anisidine, a-aminoanthraquinone, o-aminoazotoluene, o-phenetole-azo-1- naphthylamine, dianisidine (after treated with copper) : as coupling components the di-2 : 3- oxynaphthoyl derivatives of p : p<1>-diamino-azo- or azoxy-benzene, m : m<1>-diaminoazoxybenzene, m : m<1>-diamino-p : p<1>-dimethylazoxybenzene, and m :m<1>-diamino-p : p<1>-dimethoxy-azo- or azpxybenzene.