Fused Tetrathiafulvalene and Benzoquinone Triads: Organic Positive‐Electrode Materials Based on a Dual Redox System
Yohji Misaki, Shigenobu Noda, Minami Kato, Tomokazu Yamauchi, Toko Oshima, Aya Yoshimura, Takashi Shirahata, Masaru Yao
Abstract
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.