Contribution of Annellation in the Thermal Stability of Some Colouring Matters

Abstract

In connection with the synthesis of disperse dyes and pigments, the contribution of annellation in the thermal stability of some colouring matters have been studied.
Benzimidazole, phthaloperinone, 3'-hydroxyquinophthalone, quinazolone-phthalone and their annellation derivatives were prepared by the reaction of substituted phthalic or 2, 3-naphthalenedicarboxylic anhydride with o-phenylenediamine, 1, 8-diaminonaphthalene, 3-hydroxy-4-carboxyquinaldine or 2-methyl-4-quinazolone. The fastness to sublimation for these compounds on polyester fibre and to migration on polyvinylchloride sheet, and the thermal behavior by thermal gravimetric analysis (TGA) were tested. The thermal stabilities for the annellation derivatives prepared from 2, 3-naphthalenedicarboxylic anhydride are excellent in comparison with those for the derivatives from phthalic anhydride. These facts remarkably suggest annellation effect to the thermal stabilities of colouring matters. Further, an annellation effect to colour and lightfastness of these colouring matters also were discussed.