π-Conjugated Oligothiophene-Based Polycatenar Liquid Crystals: Self-Organization and Photoconductive, Luminescent, and Redox Properties

Authors

  • Takuma Yasuda,

    Corresponding author
    1. Department of Chemistry and Biotechnology, School of Engineering The University of Tokyo Hongo, Bunkyo-ku, Tokyo 113-8656 (Japan)
    • Department of Chemistry and Biotechnology, School of Engineering The University of Tokyo Hongo, Bunkyo-ku, Tokyo 113-8656 (Japan).
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  • Hirotaka Ooi,

    1. Department of Chemistry and Biotechnology, School of Engineering The University of Tokyo Hongo, Bunkyo-ku, Tokyo 113-8656 (Japan)
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  • Jun Morita,

    1. Graduate School of Bio-Applications and Systems Engineering Tokyo University of Agriculture and Technology Nakacho, Koganei, Tokyo 184-8588 (Japan)
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  • Yusuke Akama,

    1. Graduate School of Bio-Applications and Systems Engineering Tokyo University of Agriculture and Technology Nakacho, Koganei, Tokyo 184-8588 (Japan)
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  • Kiyoshi Minoura,

    1. Graduate School of Bio-Applications and Systems Engineering Tokyo University of Agriculture and Technology Nakacho, Koganei, Tokyo 184-8588 (Japan)
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  • Masahiro Funahashi,

    1. Department of Chemistry and Biotechnology, School of Engineering The University of Tokyo Hongo, Bunkyo-ku, Tokyo 113-8656 (Japan)
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  • Takeshi Shimomura,

    1. Graduate School of Bio-Applications and Systems Engineering Tokyo University of Agriculture and Technology Nakacho, Koganei, Tokyo 184-8588 (Japan)
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  • Takashi Kato

    Corresponding author
    1. Department of Chemistry and Biotechnology, School of Engineering The University of Tokyo Hongo, Bunkyo-ku, Tokyo 113-8656 (Japan)
    • Department of Chemistry and Biotechnology, School of Engineering The University of Tokyo Hongo, Bunkyo-ku, Tokyo 113-8656 (Japan).
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Abstract

A series of liquid-crystalline (LC) π--conjugated oligothiophenes bearing three or two alkoxy chains at their extremities has been designed and synthesized. These polycatenar oligothiophenes form various LC nanostructures including smectic, columnar, and micellar cubic phases. These properties depend on the number and length of the terminal alkoxy chains. The hole mobilities for the oligothiophenes have been measured. The layered smectic and columnar structures are capable of transporting holes, leading to mobilities of up to 0.01 cm2 V−1 s−1. The columnar LC assemblies have also been explored to produce linearly polarized light-emission. Fine red polarized fluorescence is observed from a uniaxially aligned film of the oligothiophenes. The redox properties of the oligothiophenes both in solutions and in films have been examined. The oligothiophenes exhibit electrochromism upon applying an oxidative potential. The present design strategy is useful for fabricating a variety of functional electro-active molecular assemblies.

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