Synthesis and functionalization of bromomethylated poly(phenylene sulfide)

摘要

A soluble poly(phenylene sulfide) (PPS) derivative was synthesized by oxidative polymerization of bis(3,5-dimethylphenyl) disulfide. The obtained poly(thio-2,6-dimethyl-1,4-phenylene) (I) (M-bar_w=22900, M-bar_n=8400) was brominated by the reaction with N-bromosuccinimide (NBS). The bromomethyl substituents on PPS are reactive and were converted quantitatively to hydroxymethyl groups by hydrolysis in NMP at 100deg C. The reaction of the bromomethylated PPS with tertiary amines gave the quaternized polymer, which is stable up to 145deg C in the solid state and in refluxing methanol.