Syntheses of Soluble Tert-Butyl substituted Poly(p-Oxybenzoate)s

Abstract

Soluble poly(p-oxybenzoate)s (POBs) were synthesized by direct solution polycondensation using thionyl chloride and pyridine as condensation agents starting from tert-butyl substituted p-hydroxybenzoic acids (3-tert-butyl-4-hydroxybenzoic acid (BuHB) and 3, 5-di-tert-butyl-4-hydroxybenzoic acid (Bu₂HB)). Tert-butyl substituted homopolymers (homo-POBs) had poor solubility in organic solvents, whereas solubility of resulting copolymers (co-POBs) was improved in comparison with that of homo-POBs. In particular, the co-POBs with the weight average molecular weight (Mωw) value of 20 000 from BuHB/Bu₂HB in the monomer feed ratio of 40/60–50/50 were soluble in various organic solvents such as tetrahydrofuran, chloroform, N, N-dimethylformamide, and 10 wt% loss and glass transition temperatures of co-POBs in nitrogen were at 375 °C and 190 °C, respectively.

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