Synthesis of organosoluble and transparent phenolphthalein-based cardo poly(ether sulfone imide)s via aromatic nucleophilic substitution polymerization

A series of cardo poly(ether sulfone imide)s (PESI-C) containing bulky phthalide groups were prepared via aromatic nucleophilic substitution reaction of phenolphthalein with 4,4-difluorodiphenyl sulfone and 4,4-bis(4-fluorophthalimido)diphenyl ether (BFPI). The glass transition temperatures and 5% weight loss temperatures in nitrogen of the resulting PESI-C increased from 258 degrees C to 278 degrees C and from 468 degrees C to 495 degrees C with increasing the content of imide moiety in the polymer chain, respectively. These PESI-C films were transparent and essentially colorless and exhibited good mechanical properties with tensile strengths of 91-124 MPa, elongations at break of 6.9-12.8%, and tensile moduli of 2.2-2.8 GPa, respectively. It is noted that the tensile strengths, elongations at break, and tensile moduli of PESI-C also increased with increasing the content of BFPI in the copolymerization, indicating that the properties could be adjusted by controlling the ratio of BFPI and 4,4-difluorodiphenyl sulfone.