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    Photoinduced Electron Transfer in Self-Assembled Monolayers of Porphyrin-Fullerene Dyads on ITO

    Year: 2005

    Journal: Langmuir 2005, 21, 6385-6391, 20111221

    Authors: Vladimir Chukharev,* Tommi Vuorinen, Alexander Efimov, Nikolai V. Tkachenko, Makoto Kimura, Shunichi Fukuzumi, Hiroshi Imahori, Helge Lemmetyinen

    Organizations: aInstitute of Materials Chemistry, Tampere University of Technology, P.O. Box 541, 33101 Tampere, Finland bDepartment of Material and Life Science, Graduate School of Engineering, Osaka University, SORST, Japan Science and Technology Agency (JST), Suita, Osaka 565-0871, Japan cDepartment of Molecular Engineering, Graduate School of Engineering, Kyoto University, PRESTO, Japan Science and Technology Agency (JST), Katsura, Nishikyo-ku, Kyoto 615-8510, Japan cInstitute of Materials Chemistry, Tampere University of Technology, P.O. Box 541, 33101 Tampere, Finland

    Twoporphyrin-fullerene dyads were synthesized to form self-assembled monolayers (SAMs) on indiumtin oxide (ITO) electrode, with either ITO-porphyrin-fullerene or ITO-fullerene-porphyrin orientations. The dyads contain two linkers for connecting the porphyrin and fullerene moieties and enforcing them essentially to similar geometries of the donor-acceptor pair, and two linkers to ensure the attachment of the dyads to the ITO surface with two desired opposite orientations. The transient photovoltage responses (Maxwell displacement charge) were measured for the dyad films covered by insulating LB films, thus ensuring that the dyads interact only with the ITO electrode. The direction of the electron transfer was from the photoexcited dyad to ITO independent of the dyad orientation. The response amplitude for the ITO fullerene-porphyrin structure, where the primary intramolecular electron-transfer direction coincides with the direction of the final electron transfer from the dyad to ITO, was 25 times stronger than that for the opposite ITO-porphyrin-fullerene orientation of the dyad. Static photocurrent measurements in a liquid electrochemical cell, however, show only a minor orientation effect, indicating that the photocurrent generation is controlled by the processes at the SAM-liquid interface.