Conductive Salts of Tropylium Ions with Tetracyanoquinodimethan Anion Radical (TCNQ<SUP>\ ewdot</SUP>) and Bisthiadiazolotetracyanoquinodimethan Anion Radical (BTDA–TCNQ<SUP>\ ewdot</SUP>)

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  • Yamashita Yoshiro
    Department of Chemistry, Faculty of Science, Tohoku University
  • Hagiya Koji
    Department of Chemistry, Faculty of Science, Tohoku University
  • Saito Gunzi
    Institute for Solid State Physics, The University of Tokyo
  • Mukai Toshio
    Department of Chemistry, Faculty of Science, Tohoku University

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  • Conductive Salts of Tropylium Ions with Tetracyanoquinodimethan Anion Radical (TCNQ\ewdot) and Bisthiadiazolotetracyanoquinodimethan Anion Radical (BTDA–TCNQ\ewdot)

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Tropylium ions have been found to be good cations for forming highly conductive salts of TCNQ\newdot. Tropylium ions with different reduction potentials were prepared. The first reduction potentials which are correlated with the substituent constants σp+ control the formation of the salts. The cations with higher reduction potentials underwent a reaction with TCNQ\newdot to give neutral TCNQ and coupling products. The molar ratios of the initially formed salts are also dependent on the reduction potentials. The simple salts are only formed when the reduction potentials are lower than −0.43 V. This fact is rationalized by the difference in the ease of electron transfer from TCNQ\newdot to tropylium ions which is determined by the reduction potentials. Some simple salts show significantly low electrical resistivities compared with usual TCNQ\newdot simple salts. BTDA–TCNQ\newdot also gave conductive salts of tropylium ions, indicating that BTDA–TCNQ is useful for forming organic semiconductors.

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