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New optically active and thermally stable poly(amide-imide)s containing N,N'-(Bicyclo[2,2,2]oct-7-ene-2,3,5,6-tetracarboxylic)-bis-L-alanine and aromatic diamines: synthesis and characterization

DOI: 10.1590/S0103-50532009001000024

Keywords: poly(amide-imide)s, optically active polymers, l-alanine.

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Abstract:

five new optically active poly(amide-imide)s (pais) 6a-e were prepared by direct polycondensation reaction of the newly synthesized n,n′-(bicyclo[2,2,2]oct-7-ene-2,3,5,6-tetra carboxylic)-bis-l-alanine 4 with various aromatic diamines 5a-e using polar aprotic solvents such as n-methyl-2-pyrrolidone (nmp). in this technique triphenyl phosphite (tpp) and pyridine were used as condensing agents to form poly(amide-imide)s through the n-phosphonium salts of pyridine. all of the polymers were obtained in quantitative yields with inherent viscosities between 0.29-0.46 dl g-1 and were highly 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. they were fully characterized by means of 1h nmr, ftir spectroscopy, elemental analyses, inherent viscosity, solubility test, specific rotation and thermal properties of these polymers were investigated using thermogravimetric analysis techniques (tga and dtg).

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