Charge‐Segregated Stacking Structure with Anisotropic Electric Conductivity in NIR‐Absorbing and Emitting Positively Charged π‐Electronic Systems

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  • Kazuhisa Yamasumi
    Department of Applied Chemistry College of Life Sciences Ritsumeikan University Kusatsu 525-8577 Japan
  • Kentaro Ueda
    Department of Applied Chemistry College of Life Sciences Ritsumeikan University Kusatsu 525-8577 Japan
  • Yohei Haketa
    Department of Applied Chemistry College of Life Sciences Ritsumeikan University Kusatsu 525-8577 Japan
  • Yusuke Hattori
    Department of Molecular Engineering Graduate School of Engineering Kyoto University Kyoto 615-8510 Japan
  • Masayuki Suda
    Department of Molecular Engineering Graduate School of Engineering Kyoto University Kyoto 615-8510 Japan
  • Shu Seki
    Department of Molecular Engineering Graduate School of Engineering Kyoto University Kyoto 615-8510 Japan
  • Hayato Sakai
    Department of Chemistry Faculty of Science and Technology Keio University Yokohama 223-8522 Japan
  • Taku Hasobe
    Department of Chemistry Faculty of Science and Technology Keio University Yokohama 223-8522 Japan
  • Ryoya Ikemura
    Department of Applied Chemistry Faculty of Science and Engineering Kindai University Higashi Osaka 577-8502 Japan
  • Yoshitane Imai
    Department of Applied Chemistry Faculty of Science and Engineering Kindai University Higashi Osaka 577-8502 Japan
  • Yukihide Ishibashi
    Department of Materials Science and Biotechnology Graduate School of Science and Engineering Ehime University Matsuyama 790-8577 Japan
  • Tsuyoshi Asahi
    Department of Materials Science and Biotechnology Graduate School of Science and Engineering Ehime University Matsuyama 790-8577 Japan
  • Kazuto Nakamura
    Yokkaichi Research Center JSR Corporation Yokkaichi 510-8552 Japan
  • Hiromitsu Maeda
    Department of Applied Chemistry College of Life Sciences Ritsumeikan University Kusatsu 525-8577 Japan

書誌事項

公開日
2023-01-17
資源種別
journal article
権利情報
  • http://onlinelibrary.wiley.com/termsAndConditions#vor
DOI
  • 10.1002/ange.202216013
  • 10.1002/anie.202216013
公開者
Wiley

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<jats:title>Abstract</jats:title><jats:p>Squarylium‐based π‐electronic cation with an augmented dipole was synthesized by methylation of zwitterionic squarylium. The cation formed various ion pairs in combination with anions, and the ion pairs exhibited distinct photophysical properties in the dispersed state, ascribed to the formation of J‐ and H‐aggregates. The ion pairs provided solid‐state assemblies based on cation stacking. It is noteworthy that complete segregation of cations and anions was observed in a pseudo‐polymorph of the ion pair with pentacyanocyclopentadienide as a π‐electronic anion. In the crystalline state, the ion pairs exhibited photophysical properties and electric conductivity derived from cation stacking. In particular, the charge‐segregated ion‐pairing assembly induces an electric conductive pathway along the stacking axis. The charge‐segregated mode and fascinating properties were derived from the reduced electrostatic repulsion between adjacent π‐electronic cations via dipole–dipole interactions.</jats:p>

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