GB303838A - Process for the manufacture of monoazo dyestuffs - Google Patents

Abstract

303,838. I. G. Farbenindustrie Akt.- Ges. Jan. 10, 1928, [Convention date]. Samples furnished. Monazo dyes.-Monazo dyes giving fast clear blue to violet dyeings are produced in substance or on the fibre by coupling arylides of 2 : 3-oxynaphthoic acid with diazotized 1 : 4-phenylenediamines, or homologues or substitution products thereof, substituted in one amino group by an acidyl group from an aromatic carboxylic acid, e.g. benzoic acid, its homologues or substitution products, naphthoic acids, or terephtbalic acid. In an example cotton yarn is dyed a clear bluish violet by impregnation with the 5<1>-chloro-2<1>- toluidide of 2 : 3-oxynaphthoic acid and development with diazotized 1-amino-4-(1<1>-naphthoyl)- amino-2-methoxy-5-methylbenzene. Specifications 6379/12; and 17279/13. [Class 15 (ii), Dyeing, Processes &c. for], are referred to. The Specification as open to inspection under Sect. 91 (3) (a) comprises also the following additional examples. (1) A violet dyeing is obtained when the diazo component in the above example is replaced by the reduced condensation product from 1 mol. of isophthaloyldichloride and 2 mols. of 1-amino-4-nitro 2- methoxy-5-methylbenzene. (2) Cotton varn is dyed a clear blue, fast to washing, chlorine, and kier-boiling, by impregnation with the 2<1>-toludide of 2 : -3-oxynaphthoic acid and development with diazotized 1-amino-4- benzoylamino-2:5- diethoxybenzene. (3) Cotton yarn is dyed a clear violet by impregnation with the anilide of 2 : 3-oxynaphthoic aid and development with diazotized 1-amino-4-benzoylamino-5-methyl-2- n-jethoxvbenzeno. This subject-matter does not appear in the Specification as accepted. 1-Amino-4- (1<1>-naphthoyl)-amino-2-methoxy-5- methylbenzene is obtained by by acetylation of 1- amino-4-nitro-2-methoxy-5-methylbenzene, reduction of the nitro group, treatment of the resulting amine with 1-naphthoyl chloride, and saponification to remove the acetyl group.