Self-condensation of aromatic tetraamines and their polycondensation with some tetrachloro compounds

Abstract

Several ladder and partial ladder polymers have been synthesized by self-condensation reactions of 1,2,4,5-tetraaminobenzene, 3,3′,4,4′-tetraaminodiphenylether, 3,3′-diamino-benzidine and 3,3′, 4,4′-tetraaminodiphenyl sulfone in polyphosphoric acid. These products are highly colored and have good thermal stability. Polyquinoxaline or dihydrophenazine or a mixture of these two recurring units seem to form these compounds. These compounds are slightly soluble in methanesulfonic acid and concenterated sulfuric acid and have inherent viscosities in the 0.2–0.4 range. Also, new ladder and partial lader aromatic heteropolymers have been obtained from 1,2,5,6-tetraaminoanthraquinione with 2,3,7,8-tetrachloro-1,4,6,9-tetraazaanthracene, 2,2′,3,3′-tetrachloro-6,6′-diquinoxaline, 2,2′,3,3′-tetrachloro-6,6′-di-quinoxalylether and 2,2′,3,3′-tetrachloro-6,6′-diquinoxalyl sulfone. In these cases poly-condensation was carried out both in solution and in melt. Their inherent viscosities were in the range of 0.1–0.44. These polymers were also highly colored, have good thermal stability, and were soluble in methanesulfonic acid and concentrated sulfuric acid.