Reversible Hydrogen Releasing and Fixing with Poly(Vinylfluorenol) through a Mild Ir-Catalyzed Dehydrogenation and Electrochemical Hydrogenation

Ryo Kato, Kouki Oka, Keisuke Yoshimasa, Masataka Nakajima, Hiroyuki Nishide, Kenichi Oyaizu

Research output: Contribution to journalArticle

Abstract

The radical polymerization of 2-vinylfluorenol, an alcohol derivative of vinylfluorene, gives poly(vinylfluorenol), which quantitatively releases hydrogen gas (≈110 mL per gram polymer at standard temperature and pressure) by simply warming at 100 °C with an iridium catalyst. A high population of fluorenol units in the polymer accomplishes a large formula-weight-based theoretical hydrogen density (1.0 wt%). The dehydrogenated ketone derivative, poly(vinylfluorenone), exhibits reversible negative-charge storage with a high density of 260 mAh g−1. The electrolytically reduced poly(vinylfluorenone) is momentarily hydrogenated in the presence of an electrolyte with water as the hydrogen source to be converted to the original poly(vinylfluorenol). The formed poly(vinylfluorenol) almost quantitatively evolves hydrogen gas similar to the starting poly(vinylfluorenol). Both hydrogen and charge storage with the organic fluorenol/fluorenone polymer suggest a new type of energy-storage configuration.

Original languageEnglish
Article number1900139
JournalMacromolecular rapid communications
DOIs
Publication statusPublished - 2019 Jan 1

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Dehydrogenation
Hydrogenation
Hydrogen
Polymers
Gases
Derivatives
Iridium
Free radical polymerization
Ketones
Energy storage
Electrolytes
Alcohols
Catalysts
Water
Temperature

Keywords

  • energy storage
  • fluorenol
  • hydrogen storage
  • radical polymerization
  • redox polymers

ASJC Scopus subject areas

  • Organic Chemistry
  • Polymers and Plastics
  • Materials Chemistry

Cite this

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title = "Reversible Hydrogen Releasing and Fixing with Poly(Vinylfluorenol) through a Mild Ir-Catalyzed Dehydrogenation and Electrochemical Hydrogenation",
abstract = "The radical polymerization of 2-vinylfluorenol, an alcohol derivative of vinylfluorene, gives poly(vinylfluorenol), which quantitatively releases hydrogen gas (≈110 mL per gram polymer at standard temperature and pressure) by simply warming at 100 °C with an iridium catalyst. A high population of fluorenol units in the polymer accomplishes a large formula-weight-based theoretical hydrogen density (1.0 wt{\%}). The dehydrogenated ketone derivative, poly(vinylfluorenone), exhibits reversible negative-charge storage with a high density of 260 mAh g−1. The electrolytically reduced poly(vinylfluorenone) is momentarily hydrogenated in the presence of an electrolyte with water as the hydrogen source to be converted to the original poly(vinylfluorenol). The formed poly(vinylfluorenol) almost quantitatively evolves hydrogen gas similar to the starting poly(vinylfluorenol). Both hydrogen and charge storage with the organic fluorenol/fluorenone polymer suggest a new type of energy-storage configuration.",
keywords = "energy storage, fluorenol, hydrogen storage, radical polymerization, redox polymers",
author = "Ryo Kato and Kouki Oka and Keisuke Yoshimasa and Masataka Nakajima and Hiroyuki Nishide and Kenichi Oyaizu",
year = "2019",
month = "1",
day = "1",
doi = "10.1002/marc.201900139",
language = "English",
journal = "Macromolecular Rapid Communications",
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publisher = "Wiley-VCH Verlag",

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TY - JOUR

T1 - Reversible Hydrogen Releasing and Fixing with Poly(Vinylfluorenol) through a Mild Ir-Catalyzed Dehydrogenation and Electrochemical Hydrogenation

AU - Kato, Ryo

AU - Oka, Kouki

AU - Yoshimasa, Keisuke

AU - Nakajima, Masataka

AU - Nishide, Hiroyuki

AU - Oyaizu, Kenichi

PY - 2019/1/1

Y1 - 2019/1/1

N2 - The radical polymerization of 2-vinylfluorenol, an alcohol derivative of vinylfluorene, gives poly(vinylfluorenol), which quantitatively releases hydrogen gas (≈110 mL per gram polymer at standard temperature and pressure) by simply warming at 100 °C with an iridium catalyst. A high population of fluorenol units in the polymer accomplishes a large formula-weight-based theoretical hydrogen density (1.0 wt%). The dehydrogenated ketone derivative, poly(vinylfluorenone), exhibits reversible negative-charge storage with a high density of 260 mAh g−1. The electrolytically reduced poly(vinylfluorenone) is momentarily hydrogenated in the presence of an electrolyte with water as the hydrogen source to be converted to the original poly(vinylfluorenol). The formed poly(vinylfluorenol) almost quantitatively evolves hydrogen gas similar to the starting poly(vinylfluorenol). Both hydrogen and charge storage with the organic fluorenol/fluorenone polymer suggest a new type of energy-storage configuration.

AB - The radical polymerization of 2-vinylfluorenol, an alcohol derivative of vinylfluorene, gives poly(vinylfluorenol), which quantitatively releases hydrogen gas (≈110 mL per gram polymer at standard temperature and pressure) by simply warming at 100 °C with an iridium catalyst. A high population of fluorenol units in the polymer accomplishes a large formula-weight-based theoretical hydrogen density (1.0 wt%). The dehydrogenated ketone derivative, poly(vinylfluorenone), exhibits reversible negative-charge storage with a high density of 260 mAh g−1. The electrolytically reduced poly(vinylfluorenone) is momentarily hydrogenated in the presence of an electrolyte with water as the hydrogen source to be converted to the original poly(vinylfluorenol). The formed poly(vinylfluorenol) almost quantitatively evolves hydrogen gas similar to the starting poly(vinylfluorenol). Both hydrogen and charge storage with the organic fluorenol/fluorenone polymer suggest a new type of energy-storage configuration.

KW - energy storage

KW - fluorenol

KW - hydrogen storage

KW - radical polymerization

KW - redox polymers

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