Preparation of poly(ether ketone)s derived from 2,5-furandicarboxylic acid via nucleophilic aromatic substitution polymerization

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Abstract

From the viewpoint of the suppression of the petroleum consumption, aromatic poly(ether ketone)s (PEKs) were prepared by the nucleophilic aromatic substitution polymerization of 2,5-bis(4-fluorobenzoyl)furan (BFBF) synthesized from biomass and aromatic bisphenols. The model reaction of BFBF and p-methoxyphenol revealed that BFBF possessed enough reactivity for the nucleophilic aromatic substitution reactions. The polymerizations of BFBF and aromatic bisphenols afforded high molecular weight polymers with good yields in N-methylpyrrolidone and diphenyl sulfone for several hours. The longer polymerization time brought about the formation of insoluble parts in any solvents and reduction of molecular weight. The obtained PEKs were thermoplastics and exhibited good thermal stability, mechanical properties, and chemical resistance comparable to common high-performance polymers. The thermal properties were tunable with the structure of bisphenols.

Original languageEnglish
Pages (from-to)3094-3101
Number of pages8
JournalJournal of Polymer Science, Part A: Polymer Chemistry
Volume54
Issue number19
DOIs
Publication statusPublished - 2016

Keywords

  • 2,5-furandicarboxylic acid
  • aromatic poly(ether ketone)
  • biomass
  • high-performance polymer
  • nucleophilic aromatic substitution

ASJC Scopus subject areas

  • Polymers and Plastics
  • Organic Chemistry
  • Materials Chemistry

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