Synthesis and characterization of new optically active and organosoluble copoly amides containing phthalimide rings as a pendent group

Abstract

AbstractA series of new optically active and organosoluble copoly aimides 10a–f were synthesized through the direct polycondensation reaction of N‐phthalimido‐L‐aspartic acid 4 with 4,4′‐diamino diphenyl ether 8, 4,4′‐diamino diphenyl sulfone 9 in the presence of adipic acid 5, fumaric acid 6 and terephthalic acid 7 as a second diacid in a medium consisting of N‐methyl‐2‐pyrrolidone, triphenyl phosphite, calcium chloride and pyridine. Phthalimide rings as a bulky pendent group in the polymer chains disturb inter‐ and intrachain interactions and make these PAs readily soluble in polar aprotic solvents such as N,N‐dimethyl acetamide (DMAc), N,N‐dimethyl formamide (DMF), dimethyl sulfoxide (DMSO), N‐methyl‐2‐pyrrolidone (NMP) and solvents such as sulfuric acid. The resulted polymers were fully characterized by means of FTIR spectroscopy, elemental analyses, inherent viscosity, solubility tests and UV‐vis spectroscopy. Thermal properties of the CoPAs 10d–f were investigated using thermal gravimetric analysis (TGA). Copyright © 2010 Curtin University of Technology and John Wiley & Sons, Ltd.