Synthesis, characterization and functionalization of thermally stable hyperbranched polyamide-ethers based on 6-hydroxy-2,4-bis(4′-nitrobenzamide)pyrimidine

Thermally stable hyperbranched polyamide-ethers (HBPAEs) containing pyrimidine moieties were synthesized using new AB2 type monomer, 6-hydroxy-2,4-bis(4′-nitrobenzamide)pyrimidine (NAL), which was prepared through amidation and its structural characterization was made by FTIR, 1H, 13C NMR spectrometry and elemental analysis. Polymerization of NAL proceeded homogeneously to yield a gel-free polymer (HBPAE 1). End group derivatization of nitro-terminated HBPAE 1 yielded HBPAE 2 and 3. FTIR confirmed the structure and complete modification of ensuing polymers. DB and inherent viscosity (ηinh) of HBPAE 1 was found to be 0.41 and 0.23 dL/g, respectively. Modified HBPAE 2 and 3 were soluble in various organic solvents including NMP, DMAc and DMSO but amorphous HBPAE 1 was partially soluble in DMF. Glass transition temperature (Tg) of thermally stable HBPAEs was affected by nature of end groups as well as introduction of pyrimidine rings.