Fluorinated poly(aryl thioether)s and poly(aryl sulfone)s derived from 2,3,4,5,6-pentafluorobenzoic acid

Shunsuke Masaki, Natsuko Sato, Ai Nishichi, Shinichi Yamazaki, Kunio Kimura

Research output: Contribution to journalArticle

8 Citations (Scopus)

Abstract

Poly(aryl thioether)s (F-PTEs) containing 2,3,5,6-tetrafluoro-1,4-phenylene moiety and polar moiety, such as 1,3,4-ozadiazole, ether ketone, and amide groups, were synthesized by nucleophilic aromatic substitution reaction of aryl fluorides and 4,4′-thiobisbenzenthiol. F-PTEs were amorphous with good thermal properties including high glass transition temperature (Tg) and thermal stability, solubility, and hydrophobicity. F-PTEs were transformed into poly(aryl sulfone)s (F-PSs) by the oxidation reaction with hydrogen peroxide in acetic acid. Because of the sulfone group, the Tgs of the F-PSs were 30-40°C higher than those of the corresponding F-PTEs. F-PSs maintained solubility in polar aprotic solvents and exhibited hydrophobicity in spite of the content of polar sulfone groups due to the highly substituted fluorine atoms. These F-PTEs and F-PSs were a new class of high-performance polymers.

Original languageEnglish
Pages (from-to)498-503
Number of pages6
JournalJournal of Applied Polymer Science
Volume108
Issue number1
DOIs
Publication statusPublished - Apr 5 2008

Keywords

  • Fluoropolymers
  • High-performance polymers
  • Pentafluorobenzoic acid
  • Poly(aryl sulfone)
  • Poly(aryl thioether)

ASJC Scopus subject areas

  • Chemistry(all)
  • Surfaces, Coatings and Films
  • Polymers and Plastics
  • Materials Chemistry

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