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The structure of poly(phthalidylidenearylene)s, synthesized by electrophilic substitution reactions, was studied using 'H and 13C NMR spectroscopy. Homopolycondensation of 3-aryl-3chlorophthalides 1 ad in nitrobenzene leads to para-substituted linear polymers 2ad, whereas polycondensation of phthaloyl dichloride and bis[4-(3-chloro-3-phthalidyl)phenyl] ether (6) with diphenyl ether results in polymers 5 containing irregular units. 0025-1 16X/85/%03.00