Patent GB-303184-A (GB)
Title: Improvements in the manufacture and production of vat dyestuffs
IPC: C09B3/76
Filed: 1927-06-27
Abstract: 303,184. Johnson, J. Y., (I. G. Farbenindustrie Akt.-Ges.). June 27, 1927. Allo-ms-naphthdianthrones having the structure are obtained from 2 2<1>-dimethyl-ms-benzdianthrones by the action of alkaline condensing agents. Halogenated derivatives are obtained by direct halogenation with or without solvents or catalysts, or alternatively by alkaline condensation of halogenated 2 : 2<1>-dimethyl-ms-benzdianthrones. As a class, the allo-ms-naphthdianthrones dissolve in strong sulphuric acid with a green to blue colour, give violet to blue vats, and dye orange to red shades. In examples, 2 : 2<1>-dimethyl-ms-benzidianthrone and 4 : 4<1>-dichlor-2 : 2<1>-dimethyl-ms-benzdianthrone are condensed to allo-ms-naphthdianthrone and 4 : 41- dichlor-allo - ms - naphthdianthrone respectively; allo-ms-naphthdianthrone is chlorinated to a dichlor derivative and brominated to di- and tetrabrom derivatives; dichlordibrom derivatives are prepared by chlorination and subsequent bromination with or without isolation of the dichlorderivative, or by bromination of the 4 : 4<1>-dichlorallo-ms-naphthdianthrone. ms-Anthradianthrones having the structure are obtained from the allo-ms-naphthdianthrones by the action of acid condensing agents, or by the action of oxidizing agents or light in sulphuric acid solution, and also from 2 : 2<1>-dimethyl-msnaphthdianthrones by the action of alkaline condensing agents. Halogenated derivatives are obtained by direct halogenation, by the above process from halogenated starting materials, or from allo-ms-naphthdianthrones by simultaneous condensation and halogenation by means of halogen under pressure, or in the presence of sulphur under oxidizing conditions. As a class the ms-anthradianthrones dissolve in sulphuric acid with a violet to blue colour and dye yellow to orange shades from violet to blue vats. In examples : Allo-ms-naphthdianthrone is condensed to ms-anthradianthrone bv aluminium chloride with and without a solvent, by man ganese dioxide in sulphuric acid solution, lead dioxide, lead tetra-acetate and saltpetre being also mentioned as oxidizing agents, and by the action of light in sulphuric acid solution; 4 : 4<1>- dichlor-allo-ms-naphthdianthrone is condensed with aluminium chloride to 4 : 4<1>-dichlor-msanthradianthrone, and the dibrom-allo-ms-naphthdianthrone prepared by direct bromination is condensed with aluminium chloride to a dibromms-anthradianthrone; 2 : 2<1>-dimethyl-ms-naphthdianthrone and 4 : 4<1>-dichlor 2 : 2<1>-dimethyl-msnaphthdianthrone are condensed with the usual alkaline condensing agents to ms-anthradianthrone and its 4 : 4<1>-dichlor derivative respectively. ms-Anthradianthrone is chlorinated to a monochlor derivative and brominated to a dibrom derivative; allo-ms-naphthdianthrone is treated with bromine under pressure or in a chlorsulphonic acid solution in presence of sulphur, giving dibrominated derivatives of ms-anthradianthrone. 4 : 4<1> - Dichlor - 2-:2<1> - dimethyl - ms - benzdianthrone is obtained from 1-amino-2-methyl-4- chloranthraquinone by the usual method, via 4 : 4<1>- dichlor-2: 2<1> - dimethyl - 1 : 1<1> - dianthraquinonyl. 2 : 2<1>-Dimethyl - ms - naphthdianthrone is obtained from 2 : 2<1>-dimethyl-ms-benzdianthrone by condensation with the aid of aluminium chloride. 4: 4<1>-Dichlor - 2 : 2<1> - dimethyl - ms - naphthdianthrone is obtained from the corresponding msbenzdianthrone by condensation with the aid of aluminium chloride.