Patent GB-271897-A (GB)
Title: Process for producing fast tints on vegetable fibres
IPC: C09B45/06
Filed: 1927-05-27
Abstract: 271,897. Soc. of Chemical Industry in Basle. May 27, 1926, [Convention date]. Azo dyes, soluble chromium compounds of.- Chromium compounds of azo dyes (other than those containing an o-oxycarboxylic grouping) from o-oxydiazo compounds or diazotized oaminocarboxylic acids are used to dye vegetable fibres in tints fast to light and washing. In an example, cotton is dyed blue-green with the chromium compound of the dyestuff from 2-amino-4- chlor-5-nitrophenol and 2: 5: 7-aminonaphthol sulphonic acid (acid coupling). The tints produced on cotton from the chromium compounds of the following dyestuffs are tabulated:-2- aminophenol-4-sulphonic acid # acetoacetic ester, acetoacetic p-chloranilide, o-toluidide, or oanisidide, 1 - oxynaphthalene - 4 - phenyl-ketone, 2: 4-diaminodiphenylether, m-phenylenediamine, m-toluylenediamine and 4-chlor-1 : 3-phenylenediamine; 2-aminophenol-4-chlor-5-sulphonic acid # acetoacetic ester, acetoacetic-o-xylidide or o- or m-toluidide, and 1-oxynaphthalene-4-phenylketone; 4-nitro-2-aminophenol # acetoacetic ester; 5-nitro-2-aminophenol # 2 : 5 : 7-aminonaphthol sulphonic acid (acid coupling); 4-chlor-2- aminophenol-6-sulphonic acid # acetoacetic ester and anilide; 4-nitro-2-ammophenol-6-sulphonic acid #acetoacetic anilide; 2-amino-4- acetylaminophenol-6-sulphonic acid # acetoacetic anilide; 2-amino-4-methylphenol-5-sulphcnic acid # acetoacetic anilide; 2-aminophenol-4-sulphamide # 1-3<1>-sulphamino-phenyl- 3-methyl-5-pyrazolone, 1 : 5-dioxynaphthalene, and 2 : 4 diaminodiphenylether-4<1>-sulphonic acid; 2-amino-4-chlorphenol # N-methylsulphonic acid of 1-m-aminophenyl-3-methyl-5-pyrazolone, 2: 2<1> - dinaphthylamine- 5 : 5<1>-dioxy-7 : 7<1>-disulphonic acid, and the sulphonic acid of 2: 4-diamino-4<1>-chlordiphenylether; 1: 2-aminonaphthol- 4-sulphonic acid # 1-m-aminophenyl-3-methyl- 5-pyrazolone, and alpha-naphthol; 1:2-aminonaphthol-4-sulphonic acid (2 mols.) # urea of 1-maminophenyl-3-methyl-5-pyrazolone (1 mol.); 2- amino-4-chlor-5-nitrophenol # #-naphthylamine; 4: 6-dinitro-2-aminophenol # 2:8: 6 or 1: 8: 4-aminonaphtholsulphonic acids (alkaline coupling): 4: 6-dinitro-2-aminophenol (alkaline) # 2:5: 7-acid # 1-aminophenyl-2-ptolylsulphone (acid) ; 4 : 6-dichlor-2-ammophenol # 2 : 2<1> - dinaphthylamine - 5 : 5<1>-dioxy-7 : 7<1>- disulphonic acid; 4-chloraniline (acid) # 2: 5: 7-acid # 4 : 6-dinitro-2-aminophenol (alkaline) ; and nitrated diazo compound of 1 : 2- aminonaphthol-4-sulphonic acid # 5: 8-dichlor- 1-naphthol, and acetoacetic o-toluidide, o-chloranilide, or o- or m-xylidide. Specification 26460/12 is referred to. The Specification as open to inspection under Sect. 91 (3) (a) comprises also the use of dyes containing an o-oxycarboxylic grouping, the chromium compounds of the following dyes with such groupings being specified :-2-aminophenol-4- sulpho-6.carboxylic acid # acetoacetic anilide, o-toluidide, p-dichloranilide, alpha-naphthylamide, oanisidide, or p-chloranilide, the primary condensation product from H-acid and cyanuric chloride, and the secondary condensation product from H- acid, cyanuric chloride and aniline, and 4-nitro-2- aminophenol-6-carboxylic acid # acetoacetic anilide. This subject-matter does not appear in the Specification as accepted. Pyrazolones.-The N-methylsulphonic acid and the urea of 1-m-aminophenyl-3-methyl-5-pyrazolone are made by treating the pyrazolone with formaldehyde-bisulphite and with phosgene respectively. 2 : : 4-Diamino-4<1>-chlordiphenylether and its sulphonic acid are obtained by condensing p-chlorphenol with 2 : 4-dinitrochlorbenzene, sulphonating if the sulphonic acid is desired, and reducing the nitro groups. 2: 4-Diaminodiphenylether-4<1>-sulphonic acid is made by condensing phenol with 2 : 4-dinitrochlorbenzene, sulphonating, and reducing the nitro groups.