SYNTHESIS OF POLYAMIDES THROUGH ACTIVE DIESTERS

Polycondensation reactions of active diesters including several aromatic or heterocyclic nuclei with hexamethylenediamine were carried out in order to investigate the enhancement of reactivity of active diesters for nucleophilic replacement to form polyamide for synthesis of polyamides under moderate condition. These active diesters easily induce polycondensation reaction in solutions, forming polyamides at room temperature. Solvents have a considerable influence on the rate of the polycondensation. The reactivity of these active diesters toward aminolysis is strongly controlled by the structure of the alcohol formed. The reactivity enhancement of active ester group toward amine could be attributed either to the polarization of carbonyl group or to the resonance effect of the alkoxy group.