Hossein Nasr ISFAHANI, Atena IZADKHAH, Khalil FAGHIHI, Meisam SHABANIAN

Synthesis and characterization of new optically active and heat resistant poly (amide-imide)s derived from N,N'-bicyclo[2,2,2]oct-7-ene-2,3,5,6-tetracarboxylic)-bis-L-leucine and aromatic diamines

A series of new optically active and thermally stable poly(amide-imide)s (6a-e) were synthesized by direct polycondensation reaction of N,N' -(bicyclo[2,2,2]oct-7-ene-2,3,5,6-tetracarboxylic)-bis-L-leucine (4) with various aromatic diamines using polar aproptic solvents such as N-methyl-2-pyrolidone (NMP). In this technique triphenylphosphite (TPP) and pyridine were used as condensing agents to form poly(amideimide) through the N-phosphonium salts of pyridine. The resulting new polymers (6a-e) were obtained in high yields, with inherent viscosities between 0.21 and 0.32 dL/g, and were characterized by $^1H$-NMR, FTIR spectroscopy, elemental analysis, specific rotation, gel permeation chromatography (GPC), and thermogravimetric analysis (TGA and DTG). The solubility of these polymers was good in polar aprotic solvents such as N,N-dimethyl acetamide (DMAc), N,N-dimethyl formamide (DMF), dimethyl sulfoxide (DMSO), NMP (N-methyl-2-pyrolidone), and solvents such as sulfuric acid. The diimide-diacide 4 was prepared by condensing reaction of bicyclo[2,2,2]oct-7-ene-2,3,5,6-tetracarboxylic dianhydride 1 with Lleucine 2 in the acetic acid solution.

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