Preparation and Characterization of Novel Optically Active Poly(Amide-Ester-Imide)s Based on Bis(p-aminobezoic acid)-Ntrimellitylimido-S-valine via Direct Polyesterification.

N-TrimellitYlimido-s -valine was reacted with thionyl chloride, and N-trimellitylimidoS-valine diacid chloride was obtained in quantitative yield. The reaction of this diacid chloride with p-amino benzoic acid was performed in dry tetrahydrofuran, and bis(p-aminobenzoic acid)-N-trimellitilylimido-S-valine (6) was obtained as a novel optically active aromatic amide-imide diacid monomer in high yield. The direct polycondensation reaction of the monomer amide-imide diacide (6) with bisphenol A, phenol phethalein, hydroquinone, 4,6-dihydroxypirimidine, bis(4-hydroxyphenyl) sulphone, bis(4hydroxyphenyl) sulphide, biphenyl-2,2 -diol, 1,5-naphtalene diol, 4,6-dihydroxytoluene, and 2,4-dihydroxyacetophenone was carried out, respectively in tosyl chloride (TsCI)/pyridine (Py)/dimethyl formamide (DMF) system. The effect of the amount of dimethyl formamide, aging time, reaction temperature, and reaction time was studied on the reaction yields and polymer viscosities. The resulting novel optically active poly(amide-esterimide) with inherent viscosities ranging 0.36-0.71 dLg-1 were obtained in high yield. All of these polymers were fully characterized with FTIR spectroscopy and specific rotation techniques. Some elemental analysis, thermal properties and 1H NMR of these new optically active poly(amide-ester-imide)s are reported.