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Triarylamine-Substituted Imidazole- and Quinoxaline-Fused Push–Pull Porphyrins for Dye-Sensitized Solar Cells

Authors

  • Dr. Hironobu Hayashi,

    1. Department of Molecular Engineering, Graduate School of Engineering, Kyoto University, Nishikyo-ku, Kyoto 615-8510 (Japan)
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  • Dr. Abeda Sultana Touchy,

    1. Institute for Integrated Cell-Material Sciences (WPI-iCeMS), Kyoto University, Nishikyo-ku, Kyoto 615-8510 (Japan), Fax: (+81) 75-383-2571
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  • Yuriko Kinjo,

    1. Department of Molecular Engineering, Graduate School of Engineering, Kyoto University, Nishikyo-ku, Kyoto 615-8510 (Japan)
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  • Prof. Kei Kurotobi,

    1. Institute for Integrated Cell-Material Sciences (WPI-iCeMS), Kyoto University, Nishikyo-ku, Kyoto 615-8510 (Japan), Fax: (+81) 75-383-2571
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  • Yuuki Toude,

    1. Department of Molecular Engineering, Graduate School of Engineering, Kyoto University, Nishikyo-ku, Kyoto 615-8510 (Japan)
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  • Prof. Seigo Ito,

    1. Department of Electrical Engineering and Computer Sciences, Graduate School of Engineering, University of Hyogo, 2167 Shosha, Himeji, Hyogo 671-2280 (Japan)
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  • Hanna Saarenpää,

    1. Department of Chemistry and Bioengineering, Tampere University of Technology, P.O. Box 541, FIN-33101 Tampere (Finland)
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  • Prof. Nikolai V. Tkachenko,

    1. Department of Chemistry and Bioengineering, Tampere University of Technology, P.O. Box 541, FIN-33101 Tampere (Finland)
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  • Prof. Helge Lemmetyinen,

    1. Department of Chemistry and Bioengineering, Tampere University of Technology, P.O. Box 541, FIN-33101 Tampere (Finland)
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  • Prof. Hiroshi Imahori

    Corresponding author
    1. Department of Molecular Engineering, Graduate School of Engineering, Kyoto University, Nishikyo-ku, Kyoto 615-8510 (Japan)
    2. Institute for Integrated Cell-Material Sciences (WPI-iCeMS), Kyoto University, Nishikyo-ku, Kyoto 615-8510 (Japan), Fax: (+81) 75-383-2571
    • Department of Molecular Engineering, Graduate School of Engineering, Kyoto University, Nishikyo-ku, Kyoto 615-8510 (Japan)
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Abstract

We have prepared a push–pull porphyrin with an electron-donating triarylamino group at the β,β′-edge through a fused imidazole group and an electron-withdrawing carboxyquinoxalino anchoring group at the opposite β,β′-edge (ZnPQI) and evaluated the effects of the push–pull structure of ZnPQI on optical, electrochemical, and photovoltaic properties. ZnPQI showed red-shifted Soret and Q bands relative to a reference porphyrin with only an electron-withdrawing group (ZnPQ), thus demonstrating the improved light-harvesting property of ZnPQI. The optical HOMO–LUMO gap was consistent with that estimated by DFT calculations. The ZnPQI-sensitized solar cell exhibited a relatively high power conversion efficiency (η) of 6.8 %, which is larger than that of the ZnPQ-sensitized solar cell (η=6.3 %) under optimized conditions. The short-circuit current and fill factor of the ZnPQI-sensitized solar cell are larger than those of the ZnPQ-sensitized solar cell, whereas the open circuit potential of the ZnPQI-sensitized cell is smaller than that of the ZnPQ-sensitized cell, leading to an overall improved cell performance of ZnPQI. Such fundamental information provides a new tool for the rational molecular design of highly efficient dye-sensitized solar cells based on push–pull porphyrins.

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