The effect of fluorine substituents on the polymerization mechanism of 2-methylene-1,3-dioxolane and properties of the polymer products

Y. Okamoto, F. Mikeš, Y. Yang, Y. Koike

Research output: Contribution to journalArticle

14 Citations (Scopus)

Abstract

Perfluoro-2-methylene-1,3-dioxolane (III) was synthesized and polymerized with an initiator, perfluoro dibenzoyl peroxide, and a white solid product III-P was quantitatively isolated. The polymer was insoluble in organic solvents including fluorinated solvents such as Fluorinert FC 75 and hexafluorobenzene, but dissolved in hexafluorobenzene by heating at around 140 °C in a sealed ampoule. The X-ray measurement showed that III-P was semi-crystalline and melted at 230 °C. The IR spectrum of III-P indicated that the polymer obtained did not show carbonyl peak and it was the vinyl addition product. When the solid product was heated above the melting temperature and pressed under 100-200 kg/cm2, we obtained an amorphous and flexible film, which is transparent from the UV region to the near IR region. The glass transition temperature was 110 °C and refractive indexes were 1.3443, 1.3434 and 1.3373 at 633, 839 and 1544 nm, respectively. The film did not degrade in concentrated sulfuric acid and aqueous sodium hydroxide solutions even heated at 80-90 °C for 2 days. The film was thermally stable and began to decompose at 300 °C under air atmosphere.

Original languageEnglish
Pages (from-to)202-206
Number of pages5
JournalJournal of Fluorine Chemistry
Volume128
Issue number3
DOIs
Publication statusPublished - 2007 Mar 1

Keywords

  • Amorphous
  • Free radical polymerization
  • Perfluoro 2-methylene-1,3-dioxolane
  • Thermally and chemically stable polymer

ASJC Scopus subject areas

  • Biochemistry
  • Environmental Chemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

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