Patent GB-459053-A (GB)
Title: Improvements in or relating to the manufacture and production of colouring matter compositions
IPC: C09B67/42
Filed: 1935-06-26
Abstract: A colouring-matter composition, free from water and suitable for incorporation in lacquers, varnishes, oils, fats, waxes, rubber, cellulose derivatives, polishes, shoe creams and natural or artificial resins, comprises a colouring matter and an ester of a sulphonic acid of an aromatic hydrocarbon, such ester being of the general formula R--SO2--O--R<1>, wherein R represents any aromatic hydrocarbon radicle and R<1> represents a hydrocarbon radicle.  Thus R may be a hydrocarbon radicle of the benzene, naphthalene, diphenyl or anthracene series and the sulphonic acid may be esterified with an aliphatic, hydroaromatic or aromatic alcohol or a phenol or naphthol. The esters have advantageous properties in that they do not crystallize out from resin or cellulose ester or ether varnishes, are stable to light and do not affect the fastness to light of the colouring matters.  The following examples are specified: (1) 5 parts of one of the azo dyestuffs, o-anisidine --> b -naphthol, aniline --> 1-phenyl-3-methyl-5-pyrazolone, aminoazobenzene --> b -naphthol or p-toluidine --> dimethylaniline, are intimately mixed with 1--2 parts of the phenyl ester of p-toluenesulphonic acid and the mixture is incorporated in a nitrocellulose lacquer; (2) 4 parts of 1 : 4-diaminoanthraquinone, 1 : 4-diphenylamido-5-oxyanthraquinone or 1 - methylamino - 4 - phenylamidoanthraquinone are mixed with 1 part of the phenyl ester of b -naphthalene sulphonic acid; the mixture is suitable for incorporation in wax preparations, such as candles and polishes, or in lacquers or oils; (3) 3 parts of Auramine base are mixed with 1 part of the methyl ester of a -naphthalenesulphonic acid; the mixture is suitable for incorporation in spirit varnishes; (4) 4 parts of Spirit blue are mixed with 1 part of the ethyl ester of diphenyl-4-sulphonic acid; the mixture is suitable for incorporation in spirit varnishes; (5) 3,5 parts of Chrysoidine are mixed with 0,7 part of the phenyl ester of p-toluenesulphonic acid and 0,8 part of the phenyl ester of b -naphthalenesulphonic acid; the mixture is suitable for colouring fats; (6) 10 parts of the dyestuff, 3-nitro-4-aminotoluene --> b -naphthol, are mixed with 2 parts of the phenyl ester of p-toluenesulphonic acid; the mixture is suitable for incorporation in oil varnishes.  Other specified colouring matters are the calcium and barium salts of the azo dyestuff 4-aminotoluene-3-sulphonic acid --> 2 : 3-oxynaphthoic acid, the azo dyestuffs, 4-chloro-2-nitraniline --> acetoacetic acid-2-chloranilide and 5-chloro-2-aminotoluene --> 2-(2<1> : 3<1>-oxynaphthoyl) amino-5-chlorotoluene, 1 : 2<1> : 1<1> : 2-anthraquinone-dihydroazine, indigo, Prussian blue and lead chromate.ALSO:A colouring-matter composition, free from water and suitable for incorporation in lacquers, varnishes, oils, fats, waxes, rubber, cellulose derivatives, polishes, shoe creams and natural or artificial resins, comprises a colouring matter and an ester of a sulphonic acid of an aromatic hydrocarbon, such ester being of the general formula R--SO2--O--R<1>, wherein R represents any aromatic hydrocarbon radicle and R<1> represents a hydrocarbon radicle.  Thus R may be a hydrocarbon radicle of the benzene, naphthalene, diphenyl or anthracene series and the sulphonic acid may be esterified with an aliphatic, hydroaromatic or aromatic alcohol or a phenol or naphthol. The esters have advantageous properties in that they do not crystallize out from resin or cellulose ester or ether varnishes, are stable to light and do not affect the fastness to light of the colouring matters.  The following examples are specified: (1) 5 parts of one of the azo dyestuffs, o-anisidine --> b -naphthol, aniline --> 1-phenyl-3-methyl-5-pyrazolone, aminoazobenzene --> b -naphthol or p-toluidine --> dimethylaniline, are intimately mixed with 1-2 parts of the phenyl ester of p-toluenesulphonic acid and the mixture is incorporated in a nitrocellulose lacquer; (2) 4 parts of 1 : 4-diaminoanthraquinone, 1 : 4 - di - phe ylamido - 5 - oxyanthraquinone or 1-methylamino - 4 - phenylamidoanthraquinone are mixed with 1 part of the phenyl ester of b -naphthalene sulphonic acid, the mixture is suitable for incorporation in wax preparations, such as candles and polishes, or in lacquers or oils; (3) 3 parts of Auramine base are mixed with 1 part of the methyl ester of a -naphthalene sulphonic acid; the mixture is suitable for incorporation in spirit varnishes; (4) 4 parts of Spirit blue are mixed with 1 part of the ethyl ester of diphenyl-4-sulphonic acid; the mixture is suitable for incorporation in spirit varnishes; (5) 3,5 parts of Chrysoidine are mixed with 0,7 part of the phenyl ester of p-toluene sulphonic acid and 0.8 part of the phenyl ester of b -naphthalenesulphonic acid, the mixture is suitable for colouring fats; (6) 10 parts of the dyestuff, 3-nitro-5-aminotoluene --> b -naphthol, are mixed with 2 parts of the phenyl ester of p-toluene sulphonic acid; the mixture is suitable for incorporation in oil varnishes.  Other specified colouring matters are the calcium and barium salts of the azo dyestuff 4-amino-toluene-3-sulphonic acid --> 2 : 3-oxynaphthoic acid, the azo dyestuffs, 4-chloro-2-nitraniline --> acetoacetic acid-2-chloranilide or 5-chloro-2-aminotoluene --> 2-(2<1> : 3<1>-oxynaphthoyl) amino-5-chlorotoluene, 1 : 2<1> : 1<1> - 2-anthraquinonedihydroazine, indigo, Prussian blue and lead chromate.ALSO:A colouring-matter composition, free from water and suitable for incorporation in rubber, comprises a colouring matter and an ester of a sulphonic acid of an aromatic hydrocarbon, such ester being of the general formula R-SO2-O-R1, wherein R represents any aromatic hydrocarbon radicle and R1 represents a hydrocarbon radicle.  Thus R may be a hydrocarbon radicle of the benzene, naphthalene, diphenyl or anthracene series and the sulphonic acid may be esterified with an aliphatic, hydroaromatic or aromatic alcohol or a phenol or naphthol.  The esters have advantageous properties in that they are stable to light and do not affect the fastness to light of the colouring matters.  In examples, the following compositions are specified:-(1) 5 parts of one of the azo dyestuffs, o-anisidine --> b -naphthol, aniline --> 1-phenyl-3-methyl-5-pyrazolone, aminoazobenzene --> b -naphthol or p-toluidine --> dimethylaniline, intimately mixed with 1-2 parts of the phenyl ester of p-toluenesulphonic acid; (2) 4 parts of 1 : 4-diaminoanthraquinone, 1 : 4-di-phenylamino-5-oxyanthraquinone or 1-methylamino-4-phenylamidoanthraquinone mixed with 1 part of the phenyl ester of b -naphthalenesulphonic acid; (3) 3 parts of Auramine base mixed with 1 part of the methyl ester of a -naphthalenesulphonic acid; (4) 4 parts of Spirit blue mixed with 1 part of the ethyl ester of diphenyl-4-sulphonic acid; (5) 3,5 parts of Chrysoidine mixed with 0,7 part of the phenyl ester of p-toluenesulphonic acid and 0,8 part of the phenyl ester of b -naphthalenesulphonic acid; (6) 10 parts of the dyestuff, 3-nitro-5-amino-toluene --> b -naphthol, mixed with 2 parts of the phenyl ester of p-toluenesulphonic acid.  Other specified colouring matters are the calcium and barium salts of the azo dyestuff 4-amino-toluene-3-sulphonic acid --> 2 : 3-oxynaphthoic acid, the azo dyestuffs, 4-chloro-2-nitraniline --> acetoacetic acid-2-chloranilide or 5-chloro-2-aminotoluene --> 2-(21 : 31-oxynaphthoyl)amino-5-chlorotoluene, 1 : 21 : 11 : 2-anthraquinonedihydroazine, indigo, prussian blue and lead chromate.