Poly(vinyldibenzothiophenesulfone): Its Redox Capability at Very Negative Potential Toward an All-Organic Rechargeable Device with High-Energy Density

Kouki Oka, Ryo Kato, Kenichi Oyaizu, Hiroyuki Nishide

Research output: Contribution to journalArticle

6 Citations (Scopus)

Abstract

Dibenzothiophenesulfone undergoes a two-electron reduction in a single step at a very negative potential of −1.8 V (versus Ag/AgCl) in organic electrolytes, due to the electron-withdrawing sulfone group and the stability of the resulting dianion. The heterogeneous electron-transfer rate constant for the reduction is approximately 10−1cm s−1, which is significantly faster than most redox-active species. The results presented herein suggest that dibenzothiophenesulfone is a potential candidate for use as an anode-active material with high-energy density. In addition, radical polymerization of vinyldibenzothiophenesulfone yielded poly(vinyldibenzothiophenesulfone) with a high molecular weight. A rechargeable device is fabricated with only organic compounds; poly(vinyldibenzothiophenesulfone) as the anode, 2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPO)-substituted poly(methacrylate) as the cathode, and tetraethylammonium salt and organic solvent as the electrolyte. This device yields a maximum output voltage of 2.6 V in these organic devices, and the active component of the anode displays a very high-energy density of >500 mWh g−1.

Original languageEnglish
Article number1805858
JournalAdvanced Functional Materials
DOIs
Publication statusAccepted/In press - 2018 Jan 1

Fingerprint

Anodes
anodes
flux density
Electrolytes
Electrons
electrolytes
Sulfones
Tetraethylammonium
sulfones
Methacrylates
Free radical polymerization
organic compounds
Organic compounds
Organic solvents
molecular weight
Rate constants
electron transfer
Cathodes
electrons
polymerization

Keywords

  • organic electrodes
  • rechargeable device
  • redox polymers
  • sulfone

ASJC Scopus subject areas

  • Chemistry(all)
  • Materials Science(all)
  • Condensed Matter Physics

Cite this

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abstract = "Dibenzothiophenesulfone undergoes a two-electron reduction in a single step at a very negative potential of −1.8 V (versus Ag/AgCl) in organic electrolytes, due to the electron-withdrawing sulfone group and the stability of the resulting dianion. The heterogeneous electron-transfer rate constant for the reduction is approximately 10−1cm s−1, which is significantly faster than most redox-active species. The results presented herein suggest that dibenzothiophenesulfone is a potential candidate for use as an anode-active material with high-energy density. In addition, radical polymerization of vinyldibenzothiophenesulfone yielded poly(vinyldibenzothiophenesulfone) with a high molecular weight. A rechargeable device is fabricated with only organic compounds; poly(vinyldibenzothiophenesulfone) as the anode, 2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPO)-substituted poly(methacrylate) as the cathode, and tetraethylammonium salt and organic solvent as the electrolyte. This device yields a maximum output voltage of 2.6 V in these organic devices, and the active component of the anode displays a very high-energy density of >500 mWh g−1.",
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author = "Kouki Oka and Ryo Kato and Kenichi Oyaizu and Hiroyuki Nishide",
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T2 - Its Redox Capability at Very Negative Potential Toward an All-Organic Rechargeable Device with High-Energy Density

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AU - Kato, Ryo

AU - Oyaizu, Kenichi

AU - Nishide, Hiroyuki

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Y1 - 2018/1/1

N2 - Dibenzothiophenesulfone undergoes a two-electron reduction in a single step at a very negative potential of −1.8 V (versus Ag/AgCl) in organic electrolytes, due to the electron-withdrawing sulfone group and the stability of the resulting dianion. The heterogeneous electron-transfer rate constant for the reduction is approximately 10−1cm s−1, which is significantly faster than most redox-active species. The results presented herein suggest that dibenzothiophenesulfone is a potential candidate for use as an anode-active material with high-energy density. In addition, radical polymerization of vinyldibenzothiophenesulfone yielded poly(vinyldibenzothiophenesulfone) with a high molecular weight. A rechargeable device is fabricated with only organic compounds; poly(vinyldibenzothiophenesulfone) as the anode, 2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPO)-substituted poly(methacrylate) as the cathode, and tetraethylammonium salt and organic solvent as the electrolyte. This device yields a maximum output voltage of 2.6 V in these organic devices, and the active component of the anode displays a very high-energy density of >500 mWh g−1.

AB - Dibenzothiophenesulfone undergoes a two-electron reduction in a single step at a very negative potential of −1.8 V (versus Ag/AgCl) in organic electrolytes, due to the electron-withdrawing sulfone group and the stability of the resulting dianion. The heterogeneous electron-transfer rate constant for the reduction is approximately 10−1cm s−1, which is significantly faster than most redox-active species. The results presented herein suggest that dibenzothiophenesulfone is a potential candidate for use as an anode-active material with high-energy density. In addition, radical polymerization of vinyldibenzothiophenesulfone yielded poly(vinyldibenzothiophenesulfone) with a high molecular weight. A rechargeable device is fabricated with only organic compounds; poly(vinyldibenzothiophenesulfone) as the anode, 2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPO)-substituted poly(methacrylate) as the cathode, and tetraethylammonium salt and organic solvent as the electrolyte. This device yields a maximum output voltage of 2.6 V in these organic devices, and the active component of the anode displays a very high-energy density of >500 mWh g−1.

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