Photoinduced Energy and Electron Transfer in Phenylethynyl-Bridged Zinc Porphyrin–Oligothienylenevinylene–C60 Ensembles

Authors

  • Dr. Maxence Urbani,

    1. Instituto de Nanociencia, Nanotecnología y Materiales Moleculares (INAMOL), University of Castilla-La Mancha Campus de la Fábrica de Armas, Toledo 45072 (Spain)
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  • Dr. Kei Ohkubo,

    1. Department of Material and Life Science, Graduate School of Engineering, Osaka University and ALCA, Japan Science and Technology Agency (JST), 2-1 Yamada-oka, Suita, Osaka 565-0871 (Japan), Fax: (+81) 6-6879-7370
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  • Dr. D. M. Shafiqul Islam,

    1. Department of Material and Life Science, Graduate School of Engineering, Osaka University and ALCA, Japan Science and Technology Agency (JST), 2-1 Yamada-oka, Suita, Osaka 565-0871 (Japan), Fax: (+81) 6-6879-7370
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  • Prof. Dr. Shunichi Fukuzumi,

    Corresponding author
    1. Department of Material and Life Science, Graduate School of Engineering, Osaka University and ALCA, Japan Science and Technology Agency (JST), 2-1 Yamada-oka, Suita, Osaka 565-0871 (Japan), Fax: (+81) 6-6879-7370
    2. Department of Bioinspired Science, Ewha Womans University, Seoul, 120-750 (Korea)
    • Department of Material and Life Science, Graduate School of Engineering, Osaka University and ALCA, Japan Science and Technology Agency (JST), 2-1 Yamada-oka, Suita, Osaka 565-0871 (Japan), Fax: (+81) 6-6879-7370
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  • Prof. Dr. Fernando Langa

    Corresponding author
    1. Instituto de Nanociencia, Nanotecnología y Materiales Moleculares (INAMOL), University of Castilla-La Mancha Campus de la Fábrica de Armas, Toledo 45072 (Spain)
    • Instituto de Nanociencia, Nanotecnología y Materiales Moleculares (INAMOL), University of Castilla-La Mancha Campus de la Fábrica de Armas, Toledo 45072 (Spain)
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Abstract

Donor–bridge–acceptor triad (Por-2TV-C60) and tetrad molecules ((Por)2-2TV-C60), which incorporated C60 and one or two porphyrin molecules that were covalently linked through a phenylethynyl-oligothienylenevinylene bridge, were synthesized. Their photodynamics were investigated by fluorescence measurements, and by femto- and nanosecond laser flash photolysis. First, photoinduced energy transfer from the porphyrin to the C60 moiety occurred rather than electron transfer, followed by electron transfer from the oligothienylenevinylene to the singlet excited state of the C60 moiety to produce the radical cation of oligothienylenevinylene and the radical anion of C60. Then, back-electron transfer occurred to afford the triplet excited state of the oligothienylenevinylene moiety rather than the ground state. Thus, the porphyrin units in (Por)-2TV-C60 and (Por)2-2TV-C60 acted as efficient photosensitizers for the charge separation between oligothienylenevinylene and C60.

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