GB521800A - Process for the manufacture of wool dyestuffs of the anthraquinone series - Google Patents

Abstract

521,800. Dyes. I. G. FARBENINDUSTRIE AKT.-GES. Nov. 23, 1938, No. 34114. Convention date, Nov..24, 1937. [Class 2 (iii)] New dyes are made by reacting a 1-amino-4- bromanthraquinone-2-sulphonic acid with 1 mol. of a phenylene diamino derivative one hydrogen atom of one amino group of which is replaced by a acyl radicle of an aliphatic or cycloaliphatic acid of at least six carbon atoms, or by reacting a 1-amino-2.4-dibromo-anthraquinone with such a phenylene-diamino derivative followed by reaction with alkali sulphite. The reaction may be carried out in water or an organic hydroxylic solvent such as ethyl alcohol or glycol or a mixture of both and in presence of an acid-binding agent and a copper salt, or in pyridine in the case of the 1-amino- 2.4-dibromoanthraquinone. In examples, (1) 1 - amino - 4 - bromanthraquinone - 2 - sulphonic acid is reacted with (a) 1-amino-4-hexahydrobenzoylamino-benzene (blue shades on wool), (b) 1 - amino - 4 - undecanoylaminobenzene (greenish-blue shades) ; (2) 1-amino-2.4-dibromoanthraquinone is reacted with 1-amino- 4-isoheptoylaminobenzene, followed by reaction of the product with sodium sulphite in phenol (blue shades). 1 - Amino - 4 - hexahydrobenzoylaminobenzene is made by condensing 4-nitraniline with hexahydrobenzoyl chloride followed by reduction. 1 - Amino - 4 - undecanoylaminobenzene is made by condensing 4-nitraniline with undecylenic acid chloride with subsequent reduction. 1 - Amino - 4 - isoheptoylaminobenzene is made by reacting p-nitraniline with isoheptoyl chloride followed by reduction.