Fluorescent Ferroelectrics of Hydrogen-Bonded Pyrene Derivatives

Hayato Anetai, Yoshifumi Wada, Takashi Takeda, Norihisa Hoshino, Shunsuke Yamamoto, Masaya Mitsuishi, Taishi Takenobu, Tomoyuki Akutagawa

    Research output: Contribution to journalArticle

    30 Citations (Scopus)

    Abstract

    Organic materials with diverse molecular designs show multifunctional properties such as coupled ferroelectric, optical, ferromagnetic, and transport properties. We report the design of an alkylamide-substituted pyrene derivative displaying fluorescent ferroelectric properties coupled with electron transport properties. In solution phase, this compound displayed concentration-dependent fluorescence, whereas in xerogels, a fluorescent green organogel (>0.1 mM) and entangled nanofibers were observed. A discotic hexagonal columnar liquid crystalline phase was observed above 295 K due to intermolecular hydrogen bonding and π-stacking interactions. The direction of the hydrogen-bonded chains could be inverted by the application of an external electric field along the π-stacked column, resulting in ferroelectric polarization-electric field (P-E) hysteresis. The local electric field arising from the ferroelectric macrodipole moment arrangement along the π-stacking direction affected the electron transport properties on the π-stack of pyrenes, thus confirming the current-switching phenomena according to P-E hysteresis. We report that multifunctional properties such as ferroelectricity, fluorescence, and electron transport switching were successfully achieved in hydrogen-bonded dynamic π-molecular assemblies. (Graph Presented).

    Original languageEnglish
    Pages (from-to)1813-1818
    Number of pages6
    JournalJournal of Physical Chemistry Letters
    Volume6
    Issue number10
    DOIs
    Publication statusPublished - 2015 May 21

    Fingerprint

    Pyrene
    pyrenes
    Ferroelectric materials
    Hydrogen
    Electric fields
    Derivatives
    Electron transport properties
    hydrogen
    electric fields
    transport properties
    Hysteresis
    Pyrenes
    Fluorescence
    Polarization
    Ferroelectricity
    Xerogels
    hysteresis
    Nanofibers
    fluorescence
    electrons

    ASJC Scopus subject areas

    • Materials Science(all)

    Cite this

    Anetai, H., Wada, Y., Takeda, T., Hoshino, N., Yamamoto, S., Mitsuishi, M., ... Akutagawa, T. (2015). Fluorescent Ferroelectrics of Hydrogen-Bonded Pyrene Derivatives. Journal of Physical Chemistry Letters, 6(10), 1813-1818. https://doi.org/10.1021/acs.jpclett.5b00703

    Fluorescent Ferroelectrics of Hydrogen-Bonded Pyrene Derivatives. / Anetai, Hayato; Wada, Yoshifumi; Takeda, Takashi; Hoshino, Norihisa; Yamamoto, Shunsuke; Mitsuishi, Masaya; Takenobu, Taishi; Akutagawa, Tomoyuki.

    In: Journal of Physical Chemistry Letters, Vol. 6, No. 10, 21.05.2015, p. 1813-1818.

    Research output: Contribution to journalArticle

    Anetai, H, Wada, Y, Takeda, T, Hoshino, N, Yamamoto, S, Mitsuishi, M, Takenobu, T & Akutagawa, T 2015, 'Fluorescent Ferroelectrics of Hydrogen-Bonded Pyrene Derivatives', Journal of Physical Chemistry Letters, vol. 6, no. 10, pp. 1813-1818. https://doi.org/10.1021/acs.jpclett.5b00703
    Anetai H, Wada Y, Takeda T, Hoshino N, Yamamoto S, Mitsuishi M et al. Fluorescent Ferroelectrics of Hydrogen-Bonded Pyrene Derivatives. Journal of Physical Chemistry Letters. 2015 May 21;6(10):1813-1818. https://doi.org/10.1021/acs.jpclett.5b00703
    Anetai, Hayato ; Wada, Yoshifumi ; Takeda, Takashi ; Hoshino, Norihisa ; Yamamoto, Shunsuke ; Mitsuishi, Masaya ; Takenobu, Taishi ; Akutagawa, Tomoyuki. / Fluorescent Ferroelectrics of Hydrogen-Bonded Pyrene Derivatives. In: Journal of Physical Chemistry Letters. 2015 ; Vol. 6, No. 10. pp. 1813-1818.
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