Patent GB-214516-A (GB)
Title: Manufacture of corinth coloured to black azo-dyestuffs
IPC: C09B31/06
Filed: 1923-07-11
Abstract: Azo dyes are obtained by coupling, either in substance or on the fibre, 2 : 3-oxynaphthoic arylamides with diazotized non-sulphonated aminoazo compounds formed by combining diazo compounds not containing an auxochrome with bodies of the general formula <FORM:0214516/2/1> where X means an atom or group such as halogen, alkyl, acidylamino, or alkyloxy.  The corinth to black products yield lakes and pigments suitable for distemper colours; the shades on the fibre are rendered faster to light by after-treatment with copper salts.  The first components, not containing an auxochrome, mentioned are aniline, its homologues and substitution products such as toluidines, xylidines, aminophenolalkylethers, chloro- and nitro-anilines, nitroxylidines, chlorand nitro-aminophenol-alkylethers, a , and b -naphthylamine, aminonaphtholether, aminomethylnaphthalene, and chlor- or nitro-naphthylamines : middle components of the above general formula are aminocresol-alklyethers, amino-acetylamino-phenol-alkylethers, and aminohydroquinone-dialkylethers; the arylamides mentioned are the anilide, toluidides, anisidides, phenetidides, a - and b -naphthalides, chlor- or nitro-arylides, 2 : 3-oxynaphthoyl-amino-thiazol, di-2 : 3-oxynaphthoyl-m-toluylene- and p-phenylene-diamines.  In examples a bluish-black dyestuff yielding lakes by the usual methods is prepared by coupling the aminoazo body from a -naphthylamine and aminohydroquinone-dimethylether with 2 : 3-oxynaphthoic anilide and reddish-black or bluish-black shades are obtained on fibre impregnated with the a -naphthalide by dyeing with the aminoazo compound from a -naphthylamine and m-amino-p-cresolmethylether, or from a - or b -naphthylamine and aminohydroquinone dimethylether, or from o-phenetidine and aminohydroquinone diethylether.  A table is also given of shades on the fibre produced from the following arylides:-anilide, o-toluidide, o- and p-methoxyanilide, m-nitroanilide, p-ethoxyanilide, a - and b -naphthalides, and the aminoazo compounds from the following pairs of components:-aniline, or o-phenetidine, and 2-amino-hydroquinone-1-methyl4-benzyl-ether; m-toluidine, o-phenetidine, 3 amino-4-cresol-ethylether, or 3- or 5-nitro-2-toluidine, and 2-aminohydroquinone-diethylether; o-phenetidine, 3-amino-4-cresolethylether, amino-hydroquinone-dimethylether, 4-nitro-2-toluidine, 5-nitro-2-aminohydroquinone-dimethylether, m-or p-nitroaniline, 5-nitro-p-xylidine, 4-nitro-2-aminophenolethylether, 3-amino-6-nitro-4-cresol methylether, or a - or b -naphthylamine, and amino-hydroquinone dimethylether; 5-nitro-2-amino hydroquinonedimethylether, 4-nitro-1-naphthylamine, 3-amino-4-cresolmethylether, o-aminothiophenol-methylether, 5-nitro-2-toluidine, 3-amino-6-nitro-4-cresolmethylether, a -naphthylamine, 4-aminobenzyl-dimethylamine, o-nitraniline, or 4-nitro-2-aminophenolmethylether, and 3-amino-4-cresolmethylether; 3-amino-6-nitro-4-cresol methylether, or 5-nitro-2-aminohydroquinonedimethylether, and 4-acetylamino-2-aminophenolmethylether.  Specification 203,032 is referred to.  Amino-hydroquinone-diethylether is obtained by reducing the corresponding nitro compound. 2-Aminohydroquinone-1-methyl-4-benzylether is obtained by benzylating 3-nitrohydroquinonemonomethylether and reducing. 4-Acetylamino-2-aminophenol-methylether is obtained by reducing 2-nitro-4-acetylaminophenolmethylether.ALSO:Corinth to black shades are produced upon the fibre by impregnating with 2 : 3-oxynaphthoic arylamides and developing with diazotized non-sulphonated aminoazo compounds formed by combining diazo compounds not containing an auxochrome with bodies of the general formula <FORM:0214516/15/1> where X means an atom or group such as halogen, alkyl, acidylamino, or alkyloxy.  The shades are rendered faster to light by after-treatment with copper salts.  The first components, not containing an auxochrome, mentioned are aniline, its homologues and substitution products such as toluidines, xylidines, aminophenolalkylethers, chlor- and nitro-anilines, nitroxylidines, chlor- and nitro-aminophenolalkylethers, a - and b -naphthylamine, aminonaphtholether, aminomethylnaphthalene, and chlor- or nitro-naphthylamines: middle components of the above general formula are aminocresol-alkylethers, amino-acetylaminophenol-alkylethers, and aminohydroquinone-dialkylethers; the arylamides mentioned are the anilide, toluidides, anisidides, phenetidides, a - and b -naphthalides, chlor- or nitro-arylides, 2 : 3-oxynaphthoyl-amino-thiazol, and di- 2 : 3-oxynaphthoyl-m-toluylene and p-phenylenediamines.  In examples, reddish-black or bluish-black shades are obtained on fibre impregnated with the a -naphthalide by dyeing with the aminoazo compound from a -naphthylamine and m-amino-p-cresolmethylether, or from a - or b -naphthylamine and aminohydroquinone dimethylether, or from o-phenetidine and aminohydroquinone diethylether.  A table is also given of shades on the fibre produced from the following arylides:-anilide, o-toluidide, o- and p-methoxyanilide, m-nitroanilide, p-ethoxyanilide, a - and b -napthalides, and the aminoazo compounds from the following pairs of components:-aniline or o-phenetidine, and 2-amino-hydroquinone-1-methyl-4-benzyl-ether; m-toluidine, o-phenetidine, 3-amino-4-cresol-ethylether or 3- or 5-nitro-2-toluidine, and 2-aminohydroquinone-diethylether; o-phenetidine, 3-amino-4-cresolethylether, aminohydroquinone-dimethylether, 4-nitro-2-toluidine, 5-nitro-2-aminohydroquinone-dimethylether, m- or p-nitroaniline, 5-nitro-p-xylidine, 4-nitro-2-aminophenolethylether, 3-amino-6-nitro-4-cresolmethylether, or a - or b -naphthylamine, and amino-hydroquinone dimethylether; 5-nitro-2-aminohy-droquinone dimethylether, 4-nitro-1-naphthylamine, 3-amino-4-cresolmethylether, o-aminothiophenol-methylether, 5-nitro-2-toluidine, 3-amino-6-nitro-4-cresolmethylether, a -naphthylamine, 4-aminobenzyl-dimethylamine, o-nitraniline, or 4-nitro-2-aminophenolmethylether, and 3-amino-4-cresolmethylether; 3-amino-6-nitro-4-cresolmethylether or 5-nitro-2-aminohydroquinone-dimethylether, and 4 - acetylamino - 2-aminophenolmethylether.  Specification 203,032 is referred to