GB510901A - Improvements in the manufacture and production of carboxylic acid chlorides and carboxylic acids - Google Patents

Abstract

510,901. Carboxylic acids and acid chlorides ; dyes. JOHNSON, G. W. (I.G. Farbenindustrie Akt.-Ges.). Feb. 19, 1938, No. 5236. [Class ' 2 (iii)] . Carboxylic acid chlorides and carboxylic acids of cyclic compounds having at least four rings are manufactured by causing phosgene to act on cyclic compounds having at least four rings, dissolved in fused anhydrous aluminium chloride or a fused mixture of anhydrous aluminium chloride and alkali halide and/or alkaline-earth halide. Suitable initial materials are the phthalocyamines, e.g., iron, cobalt, nickel, copper or metal-free phthalocyanines, indigo and its derivatives, and the high molecular derivatives of anthraquinone, e.g., benzanthrones, anthraquinoneazines and -hydroazines, anthraquinoneacridones azabenzanthrones, dibenzanthrones, isodibenzanthrones, anthanthrones and dibenypyrenequinones. In examples: (1) phosgene is passed into a solution of copper phthalocyanine in a melt of arihydrous aluminium chloride and sodium chloride (or potassium chloride or other alkali or alkaline-earth metal halide) ; the resulting acid chloride may be recovered by sublimation or converted into the acid by pouring the melt on to ice; (2) phosgene is passed into a solution of metal-free phthalocyanine in a melt of anhydrous aluminiumchloride and sodium chloride, producing tetracarboxylic acid of aluminium phthalocyanine ; (3) phosgene is passed into a solution of 4:4<1>:4<11>: 4<111>-tetrabenzoyl-copper-phthalocyanine in a melt of anhydrous aluminium chloride and. lithium chloride ; (4) phosgene is passed into a solution of benzanthrone in a melt of anhydrous aluminium chloride and potassium fluoride; (5) phosgene is passed into a solution of anthanthrone in a melt. of anhydrous aluminium chloride, sodium chloride and potassium. fluoride (or lithium iodide) ; (6) phosgene is passed into a solution of allomeso-naphthodianthrone in a melt of anhydrous aluminium chloride, sodium chloride and rubidium chloride ; (7) phosgene is passed -into a melt of 8-azabenzanthrone and anhydrous aluminium chloride; (8) phosgene is passed into a melt of N-dihydro-1:2:2<1>:1<1>-anthraquinoneazine, anhydrous aluminium chloride and anhydrous magnesium chloride (or strontium or barium chloride) ; (9) phosgene is passed into a melt-of indigo, anhydrous aluminium chloride and sodium bromide with or without potassium chloride ; (10) phosgene is passed into a solution of 3:4:8:9-dibenzpyrene- 5:10-quinone in a melt of anhydrous aluminium chloride and sodium chloride ; (11) pyranthrone is similarly treated ; (12) phosgene is passed into a melt of BZ1-bromobenzanthrone, anhydrous aluminium chloride, potassium chloride and sodium bromide ; BZ1:BZ1<1>- dibenzanthronyl sulphide may be similarly treated ; (13) phosgene is passed into a melt of 6:BZ1-dibromobenzanthrone, anhydrous aluminium chloride and sodium bromide; 6:7-dichlorobenzanthrone may be similarly treated ; (14) phosgene is passed into a melt of isodibenzanthrone, anhydrous aluminium chloride, potassium chloride and potassium fluoride ; anthraquinone-2(N):1-benzacridone may be similarly treated. Specifications 490,744 and 496,970 are referred to.