Oxidative polymerization of diphenyl disulfides with quinones. Formation of ultrapure poly(p-phenylene sulfide)s

Eishun Tsuchida, Kimihisa Yamamoto, Mitsutoshi Jikei, Hiroyuki Nishide

Research output: Contribution to journalArticle

44 Citations (Scopus)

Abstract

Poly(p-phenylene sulfide)s are prepared through the oxidative polymerization of diphenyl disulfides or thiophenol with quinones at room temperature. The formed polymer is isolated as a white and pure powder having a 1,4-conjugated structure. The oxidative polymerization preferentially proceeds through a novel cationic mechanism. Diphenyl disulfide forms a charge-transfer complex with quinones and is oxidized to a sulfonium cation. The cation electrophilically substitutes on the phenyl ring to yield poly(p-phenylene sulfide). Influences of the quinones on this polymerization are discussed in connection with their redox potentials.

Original languageEnglish
Pages (from-to)930-934
Number of pages5
JournalMacromolecules
Volume23
Issue number4
Publication statusPublished - 1990 Jan 1

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Quinones
Sulfides
Polymerization
Cations
Positive ions
Powders
Charge transfer
Polymers
diphenyl disulfide
poly-para-phenylene
Temperature

ASJC Scopus subject areas

  • Materials Chemistry

Cite this

Oxidative polymerization of diphenyl disulfides with quinones. Formation of ultrapure poly(p-phenylene sulfide)s. / Tsuchida, Eishun; Yamamoto, Kimihisa; Jikei, Mitsutoshi; Nishide, Hiroyuki.

In: Macromolecules, Vol. 23, No. 4, 01.01.1990, p. 930-934.

Research output: Contribution to journalArticle

Tsuchida, Eishun ; Yamamoto, Kimihisa ; Jikei, Mitsutoshi ; Nishide, Hiroyuki. / Oxidative polymerization of diphenyl disulfides with quinones. Formation of ultrapure poly(p-phenylene sulfide)s. In: Macromolecules. 1990 ; Vol. 23, No. 4. pp. 930-934.
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