Efficient Solution-Processed Bulk Heterojunction Solar Cells by Antiparallel Supramolecular Arrangement of Dipolar Donor–Acceptor Dyes

Authors

  • Hannah Bürckstümmer,

    1. Universität Würzburg, Institut für Organische Chemie and Röntgen Research Center for Complex Material Systems, Am Hubland, 97074 Würzburg (Germany)
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  • Dr. Elena V. Tulyakova,

    1. Universität Würzburg, Institut für Organische Chemie and Röntgen Research Center for Complex Material Systems, Am Hubland, 97074 Würzburg (Germany)
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  • Manuela Deppisch,

    1. Universität Würzburg, Institut für Organische Chemie and Röntgen Research Center for Complex Material Systems, Am Hubland, 97074 Würzburg (Germany)
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  • Martin R. Lenze,

    1. Department of Chemistry, Universität zu Köln, Luxemburger Strasse 116, 50939 Köln (Germany)
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  • Dr. Nils M. Kronenberg,

    1. Department of Chemistry, Universität zu Köln, Luxemburger Strasse 116, 50939 Köln (Germany)
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  • Marcel Gsänger,

    1. Universität Würzburg, Institut für Organische Chemie and Röntgen Research Center for Complex Material Systems, Am Hubland, 97074 Würzburg (Germany)
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  • Dr. Matthias Stolte,

    1. Universität Würzburg, Institut für Organische Chemie and Röntgen Research Center for Complex Material Systems, Am Hubland, 97074 Würzburg (Germany)
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  • Prof. Dr. Klaus Meerholz,

    Corresponding author
    1. Department of Chemistry, Universität zu Köln, Luxemburger Strasse 116, 50939 Köln (Germany)
    • Department of Chemistry, Universität zu Köln, Luxemburger Strasse 116, 50939 Köln (Germany)
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  • Prof. Dr. Frank Würthner

    Corresponding author
    1. Universität Würzburg, Institut für Organische Chemie and Röntgen Research Center for Complex Material Systems, Am Hubland, 97074 Würzburg (Germany)
    • Universität Würzburg, Institut für Organische Chemie and Röntgen Research Center for Complex Material Systems, Am Hubland, 97074 Würzburg (Germany)
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  • We gratefully acknowledge funding of our project by the German Ministry of Science and Education (BMBF, OPEG project) and the German Science Foundation (DFG, priority programme SPP1355 “Elementary Processes of Organic Photovoltaics”).

Abstract

A series of dipolar donor–acceptor (D–A) chromophores with aminothiophene donor and different heterocyclic acceptor units is reported. By modulation of the acceptor strength, absorption bands over the whole visible spectrum are accessible as well as adjustment of the frontier molecular orbital levels. The performance of the chromophores in blends with fullerene acceptors in solution-processed bulk heterojunction solar cells was studied and related to the molecular properties of the dyes. In particular, the effect of the large ground-state dipole moments of these dyes was investigated by single crystal X-ray analysis, which revealed antiparallel dimers, resulting in an annihilation of the dipole moments. This specific feature of supramolecular organization explains the excellent performance of merocyanine dyes in organic solar cells. With blends of HB366:PC71BM, the most efficient solar cell with a VOC of 1.0 V, a JSC of 10.2 mA cm−2, and a power-conversion efficiency of 4.5 % was achieved under standard AM1.5, 100 mW cm−2 conditions. Under reduced lighting conditions, even higher efficiencies up to 5.1 % was obtained.

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