Synthesis and Photoinduced Energy- and Electron-Transfer Processes of C60–Oligothienylenevinylene–C70 Dumbbell Compounds

Authors

  • Dr. Maxence Urbani,

    1. Instituto de Nanociencia, Nanotecnología y Materiales Moleculares (INAMOL), Universidad de Castilla-La Mancha, 45071-Toledo (Spain), Fax: (+34) 925-268-840
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  • Beatriz Pelado,

    1. Instituto de Nanociencia, Nanotecnología y Materiales Moleculares (INAMOL), Universidad de Castilla-La Mancha, 45071-Toledo (Spain), Fax: (+34) 925-268-840
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  • Dr. Pilar de la Cruz,

    1. Instituto de Nanociencia, Nanotecnología y Materiales Moleculares (INAMOL), Universidad de Castilla-La Mancha, 45071-Toledo (Spain), Fax: (+34) 925-268-840
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  • Ken-ichi Yamanaka,

    1. Toyota Central R&D Labs., Inc. Nagakute, Aichi 480-1192 (Japan)
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  • Prof. Osamu Ito,

    Corresponding author
    1. Fullerene Group, National Institute of Material Science, Namiki, Tsukuba
    2. CarbonPhotoScience Laboratory, Kita-Nakayama, Izumi-Ku, Sendai, 981-3215 (Japan), Fax:(+81) 22-376-5970
    • Fullerene Group, National Institute of Material Science, Namiki, Tsukuba
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  • Fernando Langa

    Corresponding author
    1. Instituto de Nanociencia, Nanotecnología y Materiales Moleculares (INAMOL), Universidad de Castilla-La Mancha, 45071-Toledo (Spain), Fax: (+34) 925-268-840
    • Instituto de Nanociencia, Nanotecnología y Materiales Moleculares (INAMOL), Universidad de Castilla-La Mancha, 45071-Toledo (Spain), Fax: (+34) 925-268-840
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Abstract

Unsymmetric dumbbell molecules based on N-methylpyrrolidine[60]fullerene, oligothienylenevinylenes (nTV; n=2, 4), and N-methylpyrrolidine[70]fullerene, namely, C60-nTV-C70 were synthesized and their photophysical properties were studied. In nonpolar solvents, photoinduced energy-transfer process predominantly takes place from the singlet excited state of nTV to C60 and C70, as was confirmed by time-resolved emission and transient absorption spectroscopy. In polar solvent, charge-separation processes take place instead of energy transfer. The generated charge-separated radical-ion pairs decay to the neutral molecules by a fast charge-recombination process; for n=4, a rate constant of 2×107 s−1 and lifetime of 50 ns were evaluated.

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