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Polymerization of 4-(4-tetrabromophthalimidophenyl)-1,2,4- triazolidin-3,5-dion with diisocyanates

Hossein Nasr-Isfahani, Mohammad Bakherad, Zahra Kalantar, Somayye Yousefi, Hossein Mighani

The reaction of 4-(4-aminophenyl)urazole (1) with tetrabromophthalic anhydride (2) in a mixture of pyridine and acetic acid (3:2) as a solvent led to the related amic acid. The amic acid was heated in the same solvent mixture to give 4-(4-tetrabromo-phthalimidophenyl)-1,2,4-triazolidine-3,5-dione (3). Solution polycondensation reactions of monomer (3) with hexamethylene diisocyanate (HMDI) and isophorone diisocyanate (IPDI) were performed in DMF in the presence of pyridine as a catalyst; and lead to the formation of novel aliphatic polyureas. The polymerization reactionwith tolylene-2,4- diisocyanate (TDI) gave novel aromatic polyurea. These novel polyureas have inherent viscosities in a range of 0.17-0.25 dLg-1 inDMF at 25oC. Some structural characterization and physical properties of these novel polymers are reported.