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Fused Tetrathiafulvalene and Benzoquinone Triads: Organic Positive-Electrode Materials Based on a Dual Redox System
Yohji Misaki1,2,3, Shigenobu Noda1, Minami Kato1
1Department of Applied Chemistry, Graduate School of Science and Engineering, Ehime University, 3 Bunkyo-cho, Matsuyama, 790-8577, Japan.
Abstract:
Fused donor-acceptor triads composed of two tetrathiafulvalenes (TTFs) and benzoquinone (BQ; 1) or naphthoquinone (NQ; 2) were successfully synthesized. X-ray structure analysis of the bis(n-butylthio) derivative revealed that the molecules are stacked in a head-to-tail manner. The bis(n-hexylthio)-1 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 1 and 2 were active materials in positive electrodes for rechargeable batteries, several of which displayed energy densities exceeding 800 mWh g-1 . The bis(methylthio)-2 also functions as a positive electrode material for a rechargeable sodium-ion battery.
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