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Keywords:

  • poly(arylene ether sulfone)s;
  • gas permeation;
  • phthalimide;
  • cardo;
  • synthesis

Abstract

Novel bisphenol monomers (1a-d) containing phthalimide groups were synthesized by the reaction of phenolphthalein with ammonia, methylamine, aniline, and 4-tert-butylanilne, respectively. A series of cardo poly(arylene ether sulfone)s was synthesized via aromatic nucleophilic substitution of 1a-d with dichlorodiphenylsulfone, and characterized in terms of thermal, mechanical and gas transport properties to H2, O2, N2, and CO2. The polymers showed high glass transition temperature in the range 230–296°C, good solubility in polar solvents as well as excellent thermal stability with 5% weight loss above 410°C. The most permeable membrane studied showed permeability coefficients of 1.78 barrers to O2 and 13.80 barrers to CO2, with ideal selectivity factors of 4.24 for O2/N2 pair and 28.75 for CO2/CH4 pair. Furthermore, the structure–property relationship among these cardo poly(arylene ether sulfone)s had been discussed on solubility, thermal stability, mechanical, and gas permeation properties. The results indicated that introducing 4-tert-butylphenyl group improved the gas permeability of polymers evidently. © 2007 Wiley Periodicals, Inc. J Appl Polym Sci 2007