Synthesis, Structure, and Electrochemical Properties of Extended Tetrathiafulvalene Dimers Linked by Flexible Butylene Chain

DOI PDF Research Data 6 Citations 35 References
  • Yuji Kawasaki
    Depertment of Applied Chemistry, Graduate School of Science and Engineering, Ehime University, 3 Bunkyo-cho, Matsuyama, Ehime 790-8577 , Japan
  • Ryo Sakakibara
    Depertment of Applied Chemistry, Graduate School of Science and Engineering, Ehime University, 3 Bunkyo-cho, Matsuyama, Ehime 790-8577 , Japan
  • Masahiro Fujisaki
    Depertment of Applied Chemistry, Graduate School of Science and Engineering, Ehime University, 3 Bunkyo-cho, Matsuyama, Ehime 790-8577 , Japan
  • Masaki Yamashita
    Depertment of Applied Chemistry, Graduate School of Science and Engineering, Ehime University, 3 Bunkyo-cho, Matsuyama, Ehime 790-8577 , Japan
  • Aya Yoshimura
    Depertment of Applied Chemistry, Graduate School of Science and Engineering, Ehime University, 3 Bunkyo-cho, Matsuyama, Ehime 790-8577 , Japan
  • Takashi Shirahata
    Depertment of Applied Chemistry, Graduate School of Science and Engineering, Ehime University, 3 Bunkyo-cho, Matsuyama, Ehime 790-8577 , Japan
  • 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
  • Yohji Misaki
    Depertment of Applied Chemistry, Graduate School of Science and Engineering, Ehime University, 3 Bunkyo-cho, Matsuyama, Ehime 790-8577 , Japan

Description

<jats:title>Abstract</jats:title> <jats:p>Tetrathiafulvalene derivatives bridged by butylene units were successfully synthesized. X-ray structure analysis of the dimeric EBDT 1 revealed that C–C bonds have staggered arrangement and all substituents are arranged anti to each other in the butylene bridge. Cyclic voltammograms of the molecules 1 and the fused TTF analog 2 consisted of two-pairs of two-electron and four pairs of two-electron redox waves, respectively. X-ray structure analysis and calculation of overlap integrals of a dicationic salt of unsubstituted-1 (1Aa) indicated that the EBDT units are stacked with strong dimerization. Coin-type cells using the molecule 2 (2Ce) as a positive electrode material showed initial discharge capacity of 179 mAh g−1, initial energy density of 600 mWh g−1, and an average voltage of 3.35 V.</jats:p>

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