Patent GB-307364-A (GB)
Title: Manufacture and production of vat dyestuffs
IPC: C09B3/74
Filed: 1927-09-03
Abstract: 307,364. Johnson, J. Y., (1, G. Farbenindustrie Akt.-Ges Sept. 3, 1927. Samples furnished. Anthrone derivatives.-Vat dyestuffs are obtained by condensing halogenated mo-benzdianthrones, ms-naphthodianthrones, allo-ms.naphthodianthrones, or ms-anthradianthrones (see Specifications 303,095 and 303,184) with ammonia or nitrogenous organic compounds containing a reactive hydrogen atom attached to the nitrogen atom; suitable component are aminoanthraquinones or their derivatives, carbazole, isatin, cr p-toluenesulphonamide. The reaction is effected in presence of solvents or diluents of high boiling-point, e.g. nitrobenzene or naphthalene, used in presence of catalysts such as copper or its compounds, or acid-fixing agents, or both. When using polyhalogenated anthrone compounds, the halogen may be replaced wholly or partially. According to examples, dyestuffs are prepared from the following components :-tetrabrom-msbenzdianthrone (1 mol.) and l-aminoanthraquinone (4 mols.) (dyes violet); tribrom-ws-benzdianthrone (1 mol.) and 1-aminoanthraquinone (3 mols.) (dyes violet); tribrom-ms-benzdianthrone (1 mol.) and l-amino-4-methoxyanthraquinone (3 mols.) (dyes greyish-blue) trichlor-ms-beuzdianthrone (1 mol.) and 1-aminoanthraquinone (2 mols.) (dyes violet); tribrom.ms-benzdianthrone (1 mol.) and 2-aminoanthraquinone (3 mols.) (dyes copper-red); 4 : 4'.dichlor-2 : 2'-dimethylms-benzdianthrone (obtained by reduction of 4 : 4'-dichlor-2 : 2<1>-dimethyl - 1 11 - dianthraquinonyl in acid solution) (1 mol.) and 1-ammoanthraquinone (2 mols.) (dyes violet); tribromms-naphthodianthrone (obtained by heating tribrom-ms-benzdianthrone with aluminium chloride) (1 mol.) and 1-aminoanthraquinone (2 mols.) (dyes reddish-violet); tetrabrom-ws-na-phthodianthrone (obtained by treating tetrabrom-msbenzdianthrone with aluminium chloride) (1 mol.) and 1-aminoanthraquinone (4 mols.) (dyes redviolet); tetrabrom-ms-naphthodianthroue (1 mol.) and 2-ammoanthraquinone (4 mols.) (dyes yellowbrown); dichlor-ms-naphthodianthrone (1 mol.) and 1-aminoanthraquinone (2 mols.) (dyes claret); dibrom-2 : 2<1>-dimethyl-ms-naphthodianthrone (obtained by treating 2 : 2<1>-dimethyl-ms-benzdianthrone with aluminium chloride and brominating the product) (1 mol.) and 1-amino-4-methoxyan thraquinone (2 mols.) (dyes olive-green); tetrabrom-ms-naphthodianthrone (1 mol.) and 1- amino-4-methoxyanthraquinone (4 mols.) (dyes dark blue); tetrabrom-allo-ms-naphthodianthrone (1 mol.) and 1-aminoanthraquinone (2 mols.) (dyes navy-blue); dibrom-allo-nas-naphthodianthrone (1 mol.) and 1-aminoanthraquinone (2 mols.) (dyes navy-blue); dichlor-allo-ms-naphthodianthrone (1 mol.) and 1-amino-4-methoxyanthraquinone (2 mols.) (dyes black); dichlor-alloms-naphthodianthrone (1 mol.) and 2-aminoanthraquinone (2 mols.) (dyes copper-red); dichlorallo-ms-naphthodianthrone (1 mol .) and ptoluenesulphonamide (2 mols.), the product being hydrolyzed to the diamino body by concentrated sulphonic acid (dyes violet); dichlor-allo-ms-naphthodianthrone (1 mol.) and 1 : 5-diaminoanthraquinone (2 mols.) (dyes violet black); tetrabromallo-ms-naphthodianthron (1 mol.) and 1-amino- 2-methylanthraquinone (4 mols.) (dyes dark blue); dibrom-ms-anthradianthone (1 mol.) and 1-aminoanthraquinone (2 mols.) (dyes violet); chlor-ms,anthradianthrone (1 mol.) and 2-aminoanthraquinone (2 mols.) (dyes brown); dibromms-anthradianthrone (1 mol.) and 1-amino-4- methoxyanthraquinone (2 mols.) (dyes greyish. blue); dibrom-ms-anthradianthrone (1 mol.) and p-toluenesulphonamide (2 mols.), the product being hydrolyzed to the diamine body by concentrated sulphuric acid (dyes violet).