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Metal-Free and Fluorescent Diketopyrrolopyrrole Fluorophores for Dye-Sensitized Solar Cells

Authors

  • Delphine Hablot,

    1. Laboratoire de Chimie Moléculaire et Spectroscopies Avancées (LCOSA), UMR 7515 au CNRS, Ecole Européenne de Chimie, Polymères et Matériaux, 25 rue Becquerel, 67087 Strasbourg Cedex 02 (France) http://www-lmspc.u-strasbg.fr/lcosa
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  • Dr. Ashraful Islam,

    Corresponding author
    1. Advanced Photovoltaics Center, National Institute for Materials Science (NIMS), 1-2-1 Sengen, Tsukuba, Ibaraki 305-0047 (Japan)
    • Advanced Photovoltaics Center, National Institute for Materials Science (NIMS), 1-2-1 Sengen, Tsukuba, Ibaraki 305-0047 (Japan)
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  • Liyuan Han,

    1. Advanced Photovoltaics Center, National Institute for Materials Science (NIMS), 1-2-1 Sengen, Tsukuba, Ibaraki 305-0047 (Japan)
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  • Dr. Raymond Ziessel

    Corresponding author
    1. Laboratoire de Chimie Moléculaire et Spectroscopies Avancées (LCOSA), UMR 7515 au CNRS, Ecole Européenne de Chimie, Polymères et Matériaux, 25 rue Becquerel, 67087 Strasbourg Cedex 02 (France) http://www-lmspc.u-strasbg.fr/lcosa
    • Laboratoire de Chimie Moléculaire et Spectroscopies Avancées (LCOSA), UMR 7515 au CNRS, Ecole Européenne de Chimie, Polymères et Matériaux, 25 rue Becquerel, 67087 Strasbourg Cedex 02 (France) http://www-lmspc.u-strasbg.fr/lcosa
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Abstract

Novel metal-free and fluorescent dipyrrolopyrrole (DPP) dyes consisting of a central bis(lactam)-bearing pendent benzyl or branched hydrocarbon groups as solubilizing fragments and two orthogonal side arms (dimethylaminopropyne and benzoate anion) have been designed and synthesized. The UV/Vis absorption spectra recorded in THF are dominated by intense low-energy π–π* absorptions centered at 488 nm or 602 nm, respectively, for the phenyl- or thiophene-based DPP dyes. The fluorescence spectra also display broad bands at 555 nm (ΦF=0.57 and τF=4.6 ns) for the phenyl- and at 624 nm (ΦF=0.31 and τF=3.5 ns) for the thiophene-based molecular structures. Under standard global AM 1.5G irradiation a maximum photon-to-electron conversion efficiency of 2.54 % was achieved with dye-sensitized solar cells based on nanocrystalline TiO2 (Jsc=7.5 mA cm−2, Voc=0.49 V, and FF=0.70) for the phenyl-based DPP dye and 1.89 % (Jsc=7.1 mA cm−2, Voc=0.41 V, and FF=0.65) for the thiophene-based DPP dye.

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