Fused Tetrathiafulvalene and Benzoquinone Triads: Organic Positive‐Electrode Materials Based on a Dual Redox System
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- Yohji Misaki
- Department of Applied Chemistry Graduate School of Science and Engineering Ehime University 3 Bunkyo-cho Matsuyama 790-8577 Japan
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- Shigenobu Noda
- Department of Applied Chemistry Graduate School of Science and Engineering Ehime University 3 Bunkyo-cho Matsuyama 790-8577 Japan
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- Minami Kato
- Department of Applied Chemistry Graduate School of Science and Engineering Ehime University 3 Bunkyo-cho Matsuyama 790-8577 Japan
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- Tomokazu Yamauchi
- Department of Applied Chemistry Graduate School of Science and Engineering Ehime University 3 Bunkyo-cho Matsuyama 790-8577 Japan
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- Toko Oshima
- Department of Applied Chemistry Graduate School of Science and Engineering Ehime University 3 Bunkyo-cho Matsuyama 790-8577 Japan
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- Aya Yoshimura
- Department of Applied Chemistry Graduate School of Science and Engineering Ehime University 3 Bunkyo-cho Matsuyama 790-8577 Japan
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- Takashi Shirahata
- Department of Applied Chemistry Graduate School of Science and Engineering Ehime University 3 Bunkyo-cho Matsuyama 790-8577 Japan
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- Masaru Yao
- Research Institute of Electrochemical Energy National Institute of Advanced Industrial Science and Technology (AIST) 1-8-31 Midorigaoka Ikeda Osaka 563-8577 Japan
Description
<jats:title>Abstract</jats:title><jats:p>Fused donor–acceptor triads composed of two tetrathiafulvalenes (TTFs) and benzoquinone (BQ; <jats:bold>1</jats:bold>) or naphthoquinone (NQ; <jats:bold>2</jats:bold>) were successfully synthesized. X‐ray structure analysis of the bis(<jats:italic>n‐</jats:italic>butylthio) derivative revealed that the molecules are stacked in a head‐to‐tail manner. The bis(<jats:italic>n</jats:italic>‐hexylthio)‐<jats:bold>1</jats:bold> exhibited six‐pairs of one‐electron transfer waves in the cyclic voltammogram, corresponding to the formation of both reduction and oxidation states from −2 to +4. The unsubstituted and bis(methylthio) derivatives of <jats:bold>1</jats:bold> and <jats:bold>2</jats:bold> were active materials in positive electrodes for rechargeable batteries, several of which displayed energy densities exceeding 800 mWh g<jats:sup>−1</jats:sup>. The bis(methylthio)‐<jats:bold>2</jats:bold> also functions as a positive electrode material for a rechargeable sodium‐ion battery.</jats:p>
Journal
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- ChemSusChem
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ChemSusChem 13 (9), 2312-2320, 2020-04-24
Wiley
