Patent GB-680511-A (GB)
Title: Improvements in the manufacture of polynuclear nitrogenous compounds
IPC: C07C209/02
Filed: 1950-12-19
Abstract: Polynuclear nitrogen compounds are made by reacting hydroxylamine or salts of hydroxylamine or hydroxylamine disulphonic acid or N-acylated hydroxylamines or oximes at elevated temperatures with solutions in molten anhydrous aluminium chloride of polynuclear compounds containing at least one of the groups C=O or C=N.  A substance may be added to the aluminium chloride to lower the melting point, e.g. an alkali or alkaline earth salt, an amidosulphonic acid, or p-toluene sulphonamide. Polynuclear materials specified are naphthoic acid, naphthindenones, anthraquinones, 1.2- or 2.3-benzanthraquinones, benzanthrones, dibenzanthrones, isodibenzanthrones, pyranthrones, dibenzpyrenequinones, anthanthrones, anthraquinone-1 : 2 : 21 : 11-dihydroazine, the dyestuff of Specifications 24604/08, [Class 2] and 337,741, [Class 2 (iii)], anthraquinone oxazoles or thiazoles, Specifications 220,216 and 298,545, [both in Class 2 (iii)], anthraquinone acridones and diacridones, indigo, thioindigo, triphenylmethane derivatives, and phthalocyanines.  The hydroxylamine may be in the form of its sulphate or hydrochloride, or as hydroxylamine disulphonic acid or its alkali salts, benzhydroxamic acid, or benzaldoxime.  In examples, hydroxylamine hydrochloride is reacted in aluminium chloride melt containing potassium and sodium chlorides or sodium sulphite with isodibenzanthrone, cobalt phthalocyanine, or one of the following: 1-amino-4-hydroxyanthraquinone, 1.4-diaminoanthraquinone, 2-hydroxyanthraquinone, 1-aminoanthraquinone-2-carboxylic acid, 1.2-benzanthraquinone, benzanthrone, violanthrone, pyranthrone, dibenzpyrenequinone, anthanthrone, anthraquinone-1.2.21.11-dihydroazine, anthraquinone-2.1(N). 11.21(N)-benzene- or naphthalene acridone, indigo, crystal violet, 1-amino-2-anthraquinonyl-21-31-anthraquinone-oxazole.ALSO:Dyes are made by reacting hydroxylamine or salts of hydroxylamine or hydroxylamine disulphonic acid or N-acylated hydroxylamines or oximes at elevated temperatures with solutions in molten anhydrous aluminium chloride of polynuclear compounds containing at least one of the groups >C=O or >C=N.  A substance may be added to the aluminium chloride to lower the melting point, e.g. an alkali or alkaline earth salt, an amidosulphonic acid, or p-toluene sulphonamide.  Polynuclear materials specified are naphthoic acid, naphthindenones, anthraquinones, 1,2-or 2,3-benzanthraquinones, benzanthrones, di-benzanthrones, isodibenzanthrones, pyranthrones, dibenzpyrenequinones, anthananthrones, anthraquinone - 1,2,21,11 - dihydroazine, the dyestuff of Specifications 24604/08, [Class 2], and 337,741, [Class 2 (iii)], anthraquinone oxazoles or thiazoles. Specifications 220,216 and 298,545, [both in Class 2 (iii)], acridones, and diacridones, indigo, thioindigo, triphenylmethane derivatives, and phthalocyanines.  The hydroxylamine may be in the form of its sulphate or hydrochloride, or as hydroxylamine disulphonic acid or its alkali salts, benzhydroxamic acid, or benzaldoxime.  In examples, hydroxylamine hydrochloride is reacted in aluminium chloride melt containing potassium and sodium chlorides or sodium sulphite with isodibenzanthrone, cobalt phthalocyanine, or one of the following: 1-amino-4-hydroxyanthraquinone, 1,4 - diaminoanthraquinone, 2 - hydroxyanthraquinone, 1 - amino-anthraquinone - 2 - carboxylic acid, 1,2 - benzanthraquinone, benzanthrone, violanthrone, pyranthrone, dibenzpyrenequinone, anthanthrone, anthraquinone - 1,2,21,11 - dihydroazine anthraquinone - 2,1(N), 11,21(N)-benzene-or naphthalene acridone, indigo, crystal violet, 1 - amino - 2 - anthraquinonyl - 21,31 - anthraquinone-oxazole.