Thermal Stability of High Performance Poly (aryl ether sulfones): Structure/Reactivity Relationships in the Pyrolysis of Oligomeric Model Compounds

Linda J. Broadbelt, Michael T. Klein*, Barry D. Dean, Stephen M. Andrews

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

4 Scopus citations

Abstract

The model oligomers 2,2-bis[[4-(phenylsulfonyl)phenoxy]phenyl]propane (ISO) and 4,4′-bis[4- (phenylsulfonyl)phenoxy]-1,1′ -biphenyl (BP) were reacted neat in argon at 425 °C to compare the thermal stability of poly (aryl ether sulfones). Sulfur dioxide was the major gas product, BP generating a slightly higher evolution rate. The weight-average molecular weight increased with reaction time for both oligomers, but after 60 min, the rate of increase was higher for BP. A quantitative molecular level explanation of these observations focuses on the reactive isopropylidene link in ISO. Fission of the weak Ph-SO2-Ph bond produces phenyl radicals that abstract hydrogen and add to the oligomer backbone. The latter reaction results in increases in Mw and a net weakening of the aryl-SO2 bond, which leads to increased rates of SO2 evolution. The value of the relative rate, Rrel, of radical addition to H-abstraction was higher for BP than for ISO due to easily abstractable isopropylidene hydrogens.

Original languageEnglish (US)
Pages (from-to)2265-2271
Number of pages7
JournalIndustrial and Engineering Chemistry Research
Volume33
Issue number10
DOIs
StatePublished - Oct 1 1994

ASJC Scopus subject areas

  • Chemistry(all)
  • Chemical Engineering(all)
  • Industrial and Manufacturing Engineering

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