Ring-opening polymerization of proxyl-substituted epoxide derivatives and their redox property

Kentaro Yoshimura, Takeo Suga, Hiroyuki Nishide

Research output: Chapter in Book/Report/Conference proceedingConference contribution

Abstract

Nitroxide radical electrochemically can be oxidized to oxoammonium cation(p-type doping) and reduced reversively. Based on these redox properties, we have reported the application of nitroxide radical to an electrode-active material. In this report, we synthesized polyethyleneoxide derivatives bearing 2,2,5,5-tetramethylpirrolidine-N-oxyl(proxyl radical) and studied their redox properties. 2,2,5-trimethyl-5-oxiranylmethylpyrrolidin-1-yloxy was synthesized from 2-nitropropane via four step reactions. The obtained proxyl-substituted epoxide was polymerized by ring-opening polymerization. Poly(proxyl radical)s were identified by IR, ESR, SQUID measurement, and elemental analysis. Redox properties of these polyradicals were examined by cyclic voltammetry. The formal potential was 0.75V.

Original languageEnglish
Title of host publicationPolymer Preprints, Japan
Pages4111
Number of pages1
Volume54
Edition2
Publication statusPublished - 2005
Event54th SPSJ Symposium on Macromolecules - Yamagata
Duration: 2005 Sep 202005 Sep 22

Other

Other54th SPSJ Symposium on Macromolecules
CityYamagata
Period05/9/2005/9/22

Fingerprint

Ring opening polymerization
Derivatives
Bearings (structural)
SQUIDs
Cyclic voltammetry
Paramagnetic resonance
Positive ions
Doping (additives)
Electrodes
Chemical analysis
Oxidation-Reduction

Keywords

  • Epoxide
  • Nitroxide radical
  • Radical polymer
  • Ring-opening polymerization
  • Secondary battery

ASJC Scopus subject areas

  • Engineering(all)

Cite this

Ring-opening polymerization of proxyl-substituted epoxide derivatives and their redox property. / Yoshimura, Kentaro; Suga, Takeo; Nishide, Hiroyuki.

Polymer Preprints, Japan. Vol. 54 2. ed. 2005. p. 4111.

Research output: Chapter in Book/Report/Conference proceedingConference contribution

Yoshimura, K, Suga, T & Nishide, H 2005, Ring-opening polymerization of proxyl-substituted epoxide derivatives and their redox property. in Polymer Preprints, Japan. 2 edn, vol. 54, pp. 4111, 54th SPSJ Symposium on Macromolecules, Yamagata, 05/9/20.
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AB - Nitroxide radical electrochemically can be oxidized to oxoammonium cation(p-type doping) and reduced reversively. Based on these redox properties, we have reported the application of nitroxide radical to an electrode-active material. In this report, we synthesized polyethyleneoxide derivatives bearing 2,2,5,5-tetramethylpirrolidine-N-oxyl(proxyl radical) and studied their redox properties. 2,2,5-trimethyl-5-oxiranylmethylpyrrolidin-1-yloxy was synthesized from 2-nitropropane via four step reactions. The obtained proxyl-substituted epoxide was polymerized by ring-opening polymerization. Poly(proxyl radical)s were identified by IR, ESR, SQUID measurement, and elemental analysis. Redox properties of these polyradicals were examined by cyclic voltammetry. The formal potential was 0.75V.

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