Thermally Stable and Optically Active New Organosoluble Copolyamides based on N-Phthaloyl-L-glutamic Acid in the Main Chain Synthesis and Characterization

摘要

A new-type of dicarboxylic acid 3 was synthesized from the reaction of phthalic anhydride 1 with L-glutamic acid 2 in a solution of glacial acetic acid at refluxing temperature. New copolyamides 9a-f were synthesized through the direct polycondensation reaction of N-Phthaloyl-L-glutamic acid 3 with 1,5-naphthalene diamine 4, 3,4-diaminobenzophenon 5 in the presence of adipic acid 6, fumaric acid 7 and terephthalic acid 8 as a second diacid in a medium consisting of N-methyl-2-pyrrolidone, triphenyl phosphite, calcium chloride and pyridine. The resulting polymers were fully characterized by means of FTIR spectroscopy, UV-vis spectroscopy, elemental analyses, inherent viscosity, specific rotation and thermal properties of these polymers were investigated using thermal gravimetric analysis (TGA) and differential thermal gravimerty (DTG). Phthalimide rings as a bulky pendent group in the polymer chains disturb interchain and intrachain interactions and make these PAs readily soluble in polar aprotic solvents.