Melt-Phase Synthesis and Properties of Triptycene-Containing Copolyesters

作者:Liu Yanchun; Turner S Richard*; Wilkes Garth
来源:Macromolecules, 2011, 44(11): 4049-4056.
DOI:10.1021/ma2004025

摘要

A new triptycene diol (TD), triptycene-1,4-hydroquinonebis(2-hydroxyethyl) ether, was synthesized and was used to prepare a series of copolyesters with dimethyl 1,4-cyclohexanedicarboxylate (1,4-DMCD) by melt polycondensation. Straight chain aliphatic spacers, including ethylene glycol (EG), 1,4-butanediol (BD), and 1,6-hexanediol (HD), were used as codiols with TD to explore the effects of straight chain flexible spacers on copolyester properties. A concomitant series of non-triptycene copolyesters based on hydroquinone bis(2-hydroxyethyl) ether (HBE), bis[4-(2-hydroxyethoxy)phenyl] sulfone (BHPS), 1,1-bis[4-(2-hydroxyethoxy)phenyl] cyclohexane (BHPC), or 1,1-bis(2-hydroxyethoxy)phenyl-3,3,5-trimethylcyclohexane (BHPT) were prepared for comparison. The results demonstrated that the triptycene-containing polyesters in this study have higher thermal stability and higher glass transition temperatures (T(g)'s) than the corresponding non-triptycene analogues. For triptycene-containing copolyesters, the mechanical properties were found to be dependent on the types and compositions of comonomer diols. A 1,4-butanediol-based triptycene copolyester was observed to have a significant increase in T(g) and modulus while maintaining high elongation at ambient temperature (23 degrees C). However, all the studied 1,4-butanediol-based copolyesters were brittle and had comparable modulus values at low temperatures (-25 or -40 degrees C).

  • 出版日期2011-6-14
  • 单位美国弗吉尼亚理工大学(Virginia Tech)