Novel condensation functional polymers having highly basic groups

The cardo polyimides and polyamides having highly nucleophilic quinuclidine groups have been synthesized with the usage of 3,3-bis(4-aminophenyl)quinuclidine as amine monomer. The latter has been obtained by the condensation of quinuclidone-3 with aniline. The characterization of such amine, including quaternization reaction, is performed. Polyimides have been derived from this monomer and various tetracarboxylic dianhydrides by one- and two-step polycyclization. Quinuclidine moieties enhance the one-step polyimide formulation leading to high molecular polymers including corresponding poly-1,4,5,8-naphthoyleneimides even without any added catalyst. It is stated that polyamic acid formation is hindered by the side tertiary-amine-COOH salt formation. The latter reaction is eliminated by the preliminary quaternization of amine monomer. The high molecular polyamides have been prepared by low-temperature solution polycondensation of cited monomer and diacid chlorides. The obtained polymers are characterized by high thermal properties, solubility in organic solvents and represent the quite efficient catalysts for polyamic acid imidation in homo- and heterogeneous systems.