Selective preparation of poly(p-oxybenzoyl) by using fractional polycondensation

Kunio Kimura, Shin Ichiro Kohama, Junya Kuroda, Yasuo Shimizu, Toshimitsu Ichimori, Yuhiko Yamashita

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6 Citations (Scopus)

Abstract

Selective preparation of poly (p-oxybenzoyl) (POB) in the copolymerization system of p-acetoxybenzoic acid (p-ABA) and m-acetoxybenzoic acid (m-ABA) was examined by using reaction-induced crystallization of oligomers. Polymer crystals mainly composed of p-oxybenzoyl moiety were precipitated when the content of m-ABA in the feed was 30 mol %. The formation of the polymer crystals was attributed to both the reactivity of monomer and the phase-separation behavior of oligomer. Reactivity of p-ABA was twice higher than that of m-ABA, and thereby, the homooligomers of p-oxybenzoyl moiety were more rapidly formed in solution than do cooligomers at the early stage in polymerization. They were selectively precipitated by crystallization to form crystals because of low miscibility. Co-oligomers containing m-oxybenzoyl moiety were also formed in solution, but they were unable to be phase-separated because of higher miscibility. Further polycondensation occurred between oligomers in the precipitated crystals, leading to the formation of POB. This polymerization proceeded with selecting certain monomers by crystallization and afforded a new methodology for fractional polycondensation.

Original languageEnglish
Pages (from-to)2732-2743
Number of pages12
JournalJournal of Polymer Science, Part A: Polymer Chemistry
Volume44
Issue number8
DOIs
Publication statusPublished - Apr 15 2006

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Keywords

  • Crystallization
  • Oligomers
  • Phase separation
  • Polycondensation
  • Polyesters

ASJC Scopus subject areas

  • Polymers and Plastics
  • Organic Chemistry
  • Materials Chemistry

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