Synthesis of fully lower‐rim, carbonate‐bridged calix[8]arenes and their curing behavior

Abstract

Novel fully lower-rim, carbonate-bridged calix [8]arene derivatives were successfully synthesized in high yield by the condensation of p-alkyl substituted calix[8]arenes with triphosgene. Different bases and catalysts were used for the preparation depending on the p-alkyl substituted groups of the calix[8]arenes. The conformational features of the derivatives were examined by 1 H NMR analysis. Thermosetting formulations were prepared from a mixture of bisphenol A polycarbonate with calix[8]arene carbonate derivatives using sodium benzoate as a catalyst. Their crosslinking behaviors were studied using differential thermal/thermogravimetric analysis. No glass-transition temperatures were observed after annealing at 280 -300°C . EXPERIMENTAL Materials and InstrumentsReagent-grade solvents and chemicals were used as received unless otherwise indicated. 4-t-Butyl phenol and p-cresol were purchased from Aldrich.