Synthesis of colorless and high-refractive-index sulfoxide-containing polymers by the oxidation of poly(phenylene sulfide) derivatives

Seigo Watanabe, Teru Takayama, Hiromichi Nishio, Kanta Matsushima, Yoko Tanaka, Seiya Saito, Yushun Sun, Kenichi Oyaizu*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

Abstract

Highly refractive, thermostable, and transparent poly(phenylene sulfide) (PPS) derivatives partially including S 00000000 00000000 00000000 00000000 11111111 00000000 11111111 00000000 00000000 00000000 O bonds were reported. The polymers were prepared by m-chloroperbenzoic acid (mCPBA) oxidation of the corresponding PPS derivatives, affording sulfoxide or sulfone-containing polymers with high oxidation selectivity. After the oxidation, the transparency and glass-transition temperature (Tg) of the polymers enhanced while maintaining their high refractive indices (nD = 1.66-1.71), owing to the introduction of rigid sulfoxide/sulfone moieties. This bleaching of the bulk films was due to the loss of the lone pairs on the sulfur atom in the sulfide bonds through the formation of the SO bonds, which led to a smaller conjugation length and weaker absorption in the near-UV region. From the viewpoint of both molar refraction and molecular volume, incorporating the sulfoxide moiety is the best way to enhance transparency and maintain a suitable Tg with a high refractive index.

Original languageEnglish
Pages (from-to)1705-1711
Number of pages7
JournalPolymer Chemistry
Volume13
Issue number12
DOIs
Publication statusPublished - 2022 Feb 25

ASJC Scopus subject areas

  • Bioengineering
  • Biochemistry
  • Organic Chemistry
  • Polymers and Plastics

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