Photoinduced electron transfer in self-assembled monolayers of porphyrin-fullerene dyads on ITO

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

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Two porphyrin-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.

Original languageEnglish
Pages (from-to)6385-6391
Number of pages7
Issue number14
StatePublished - 5 Jul 2005


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