Patent GB-516417-A (GB)
Title: Improvements in the manufacture of coloured plastic compositions and coloured objects
IPC: C08K5/42
Filed: 1938-03-24
Abstract: 516,417. Cellulose ester and resinous compositions; dye, preparations. ARMSTRONG, J. J. V. (Compagnie Nationale de Matieres Colorantes et Manufactures de Produits Chimiques du Nord Reunies Etablissements Kuhlmann). March 24, 1938, No. 2216. [Classes 2 (ii) and 2 (iii)] Plastic compositions, e.g. such as have a basis of a cellulose ester or a natural'or artificial resin, are coloured for the production therefrom of coloured objects, e.g. artificial fibres or films, by incorporating therein a lacquer, varnish or collodion (other than such as contain as solvents only hydrocarbons or their halogen derivatives) having dissolved therein a free sulphonic acid of a dyestuff which is not a metal complex compound or an azo dyestuff derived from a diazotized o-aminophenol, o-aminonaphthol or o-aminocarboxylic acid or from an o-hydroxycarboxylic acid as coupling component. The use of the free sulphonic. acids of the naphthophenosafranines of Specification 385,409 is excluded. Specified dyestuffs of which the free sulphonic acids are used are: (a) monoazo dyes, aniline-2-3- or 4- sulphonic acid, 'o-toluidine-msulphonic acid, 1:4-, 1:5- or 2:6-naphthylaminesulphonic acid or 1-amino-2-methoxynaphthalene-6-sulphonic acid # 2-naphthol, aniline-4- sulphonic acid # 1-naphthol, aniline, 2-, 3-.or 4-toluidine, 2-, 3- or 4-nitraniline, 4-aminobenzoylcyclohexylamine (cf. Specification 495,662), m-xylidine, o-anisidine, p-cresidine, or 1- or 2-naphthylamine # 2:6-naphtholsulphonic acid, aniline, o- or p-nitraniline or m-toluidine - 1:5-naphtholsulphonic acid, aniline # 1-(4<1>- sulpho), phenyl-3-methyl-5-pyrazolone, aniline, o-, m- or p-toluidine, o- or p-anisidine, pcresidine, m-xylidine, o-, m- or p-nitraniline, o-, m- or p-chloraniline, p-chloro-o-toluidine, 5-chloro-2-aminotoluene, 2:5-dichloraniline, 4:2- or 3:4-nitroaminotoluene, 4-nitro-5-amino-1:3- xylene, 5-chloro-2-aminoanisol, 4- or 5-nitro-2- aminoanisol, 2-chloro-4-nitraniline, 4-aminobenzoylcyclohexylamine or 1- or 2-naphthylamine # 1-(2<1>-chloro-5<1>-sulpho) phenyl-3-methyl-5- pyrazolone, aniline # 1:8:3:6-dihydroxynaphthalenedisulphonic acid, aniline, o-toluidine, o-chloraniline, 5-chloro-2-toluidine or 1- or 2-naphthylamine # 1-hydroxy-2-benzyloxynaphthalene-3:6-disulphonic acid (cf. Specification3495/93), aniline or 1-naphthylamine#2:6:8- naphtholdisulphonic acid, 2-anisidine # the mixed urea from 2:5:7-aminonaphtholsulphonic acid and 4-aminoacetanilide, 1:4-naphthylam inesulphonic acid # 1:4-naphtholsulphonic acid, 4-aminoacetanilide # 2-phenylamino-5- naphthol-7-sulphonic acid, 4-nitraniline- (acid) 2:8:6-aminonaphtholsulphonic acid, 1:8:3:6-aminonaphtholsulphonic acid # 1- phenyl (or p-tolyl)aminonaphthalene-8-sulphonic acid, 2-aminonaphthalene-6-sulphonic acid # p-cresol; (b) disazo dyes, m-tolidine ## 1- phenyl-3-methyl-5-pyrazolone (1 mol.) or o-chloroacetoacetanilide (1 mol.) or o- or p-cresol (1 mol.) or 2-naphthol (1 mol.) or 2:6-naphtholsulphonic acid (1 mol.) or the anilide, N-ethyl-o-toluidide or ethyl ester of 2:3-hydroxynaphthoic acid (1 mol.) or N- phenyl-2:8:6-aminonaphtholsulphonic acid (1 mol.) and 1- (2<1>-chloro-5<1>-sulpho) phenyl-3- methyl-5-pyrazolone (1 mol.), benzidine-2:21- disulphonic acid ## 1-phenyl-3-methyl-5-pyrazolone or 2-naphthol (2 mols.), dianisidine-2:2<1>- disulphonic acid ## acetoacetanilide (2 mols.), m-tolidine or 4:41-diaminodiphenyl ether ; 1-(2<1>-chloro-5<1>-sulpho) phenyl-3-methyl-5-pyrazolone (2 mols.), 2:2<1>-dichlorobenzidine ## 1-(2<1>-chloro-5<1>-sulpho) phenyl-3-methyl-5-pyrazolone (1 mol.) and, o-chloroacetoacetanilide (1 mol.) or phenol-p-toluenesulphonic acid ester (1 mol.) or 1:4-naphtholsulphonic acid (1 mol.), m-tolidine ## 1:4-naphtholsulphonic acid (1 mol.) and 1-phenyl-3-methyl-5-pyrazolone (Imol.) or2- naphthol (1 mol.), m-tolidine # 2:6-naphtholsulphonic acid (1 mol.) and 2-naphthol (1 mol.), 2:2<1>:5:5<1>-tetramethylbenzidine or 4:4-diaminodiphehylmethane ## 1- (2<1> - chloro - 5<1> - sulpho) phenyl-3-methyl-5-pyrazolone (1 mol.), and 1:4-naphtholsulphonic acid (1 mol.), dianisidine # (alkaline) 1:8:2:4-aminonaphthol sulphonic acid (2 mols.), benzidine-2:21-sulphone-5:151 disulphonic acid ## 2-ethylaminonaphthalene (2 mols.), aminoazobenzene or aminoazotoluene # 2:6:8-naphtholdisulphonic acid or.1-hydroxy-8- benzyloxynaphthalene-3:6-disulphonic acid, aniline # the urea of 2:5:7-aminonaphtholdisulphonic acid # 4-aminoacetanilide, 2:8:6- aminonaphtholsulphonic acid # o-toluidine # 2-naphthol or its 6:8-disulphonic acid, aminoazobenzene # 1:8:3:6-dihydroxynaphthalenedisulphonic acid, 4-amino-1:3-xylene-5-sulphonic acid or aniline-4-sulphonic acid # p-cresidine # 2-phenylamino-5-naphthol-7-sulphonic acid, aniline-3-sulphonic acid # 1-naphthylamine # 1-p-tolylaminonaphthalene-8-sulphonic acid, aniline # (alkaline) 1:8:3:6-aminonaphtholdisulphonic acid (acid) # 4-nitraniline, m-nitroo-toluidine, 2-chloro-4-nitraniline or 2:5-dichloraniline, 4-amino-benzoylcyclohexylamine or 2-anisidine # (alkaline) 1:8:3:6-aminonaphtholsulphonic acid (acid) # 4-nitraniline, 2- anisidine # (alkaline) 1:8:3:6-aminonaphtholdisulphonic acid or 1:8:4-aminonaphtholsulphonic acid (acid) # 2:5-dichloraniline, aniline # (alkaline) 1:8:4-aminonaphtholsulphonic acid (acid) # 2:5-dichloraniline, 1-naphthylamine # (alkaline) 1:8:3:6-aminonaphtholdisulphonic acid (acid) # 2:5-dichloraniline, 1-naphthylamine or 5-chloro-2-aminotoluene # (alkaline) 1:8:3:6-aminonaphtholsulphonic acid (acid) # 2-chloro-4-nitraniline, m-xylidine # resorcinol # aniline-4-sulphonic acid ; (c) trisazo dyes, 2- or 4-nitraniline, 2-chloro-4-nitraniline or 2:5-dichloraniline # (acid) 1:8:3:6-aminonaphtholdisulphonic acid (alkaline) # m-tolidine # phenol, 2-naphthol or 1-phenyl-3-methyl-5- pyrazolone, 2-nitraniline # (acid) 1:8:3:6- aminonaphtholdisulphonic acid (alkaline) - m-tolidine # acetoacetic ester, acetoacetanilide .or 1-(2<1>-chloro-5<1>-sulpho)phenyl-3-methyl-5-pyrazolone ; (d) aminoanthraquinone dyes, 1:4-di- (m-disulpho-p-toluidino)-anthraquinone, 1- amino-2-bromo (or 2-methyl)-4-m-sulpho-ptoluidino-anthraquinone, 1-hydroxyanthraquinone-2:4-di-anilinosulphonic acid; (e) phthalein dyes, di-o-tolylrhodaminesulpbonic acid. Alcohol is specified as solvent for the duestuff sulphonic acids.