Opp-Dibenzoporphyrins as a Light-Harvester for Dye-Sensitized Solar Cells

Authors

  • Rohit Deshpande,

    1. Department of Chemistry and Biochemistry, Miami University, 701 East High Street, Oxford, OH 45056 (USA), Fax: (+1) 513-529-5715
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  • Bo Wang,

    1. Department of Chemistry and Biochemistry, Miami University, 701 East High Street, Oxford, OH 45056 (USA), Fax: (+1) 513-529-5715
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  • Lin Dai,

    1. Department of Chemistry and Biochemistry, Miami University, 701 East High Street, Oxford, OH 45056 (USA), Fax: (+1) 513-529-5715
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  • Lin Jiang,

    1. Department of Chemistry and Biochemistry, Miami University, 701 East High Street, Oxford, OH 45056 (USA), Fax: (+1) 513-529-5715
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  • Prof. C. Scott Hartley,

    1. Department of Chemistry and Biochemistry, Miami University, 701 East High Street, Oxford, OH 45056 (USA), Fax: (+1) 513-529-5715
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  • Prof. Shouzhong Zou,

    1. Department of Chemistry and Biochemistry, Miami University, 701 East High Street, Oxford, OH 45056 (USA), Fax: (+1) 513-529-5715
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  • Prof. Hong Wang,

    Corresponding author
    1. Department of Chemistry and Biochemistry, Miami University, 701 East High Street, Oxford, OH 45056 (USA), Fax: (+1) 513-529-5715
    • Hong Wang, Department of Chemistry and Biochemistry, Miami University, 701 East High Street, Oxford, OH 45056 (USA), Fax: (+1) 513-529-5715

      Lei Kerr, Department of Paper and Chemical Engineering, Miami University, 701 East High Street, Oxford, OH 45056 (USA), Fax: (+1) 513-529-0768

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  • Prof. Lei Kerr

    Corresponding author
    1. Department of Paper and Chemical Engineering, Miami University, 701 East High Street, Oxford, OH 45056 (USA), Fax: (+1) 513-529-0768
    • Hong Wang, Department of Chemistry and Biochemistry, Miami University, 701 East High Street, Oxford, OH 45056 (USA), Fax: (+1) 513-529-5715

      Lei Kerr, Department of Paper and Chemical Engineering, Miami University, 701 East High Street, Oxford, OH 45056 (USA), Fax: (+1) 513-529-0768

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Abstract

New opp-dibenzoporphyrins were prepared in a concise method that was based on a Pd0-catalyzed cascade reaction. These porphyrins, which contained carboxylic-acid linker groups on benzene rings that were fused to the porphyrin at their β,β′-positions, were examined as sensitizers for dye-sensitized solar cells for the first time. Whereas all of the porphyrins showed solar-energy-to-electricity conversion, an opp-dibenzoporphyrin with conjugated carboxylic-acid linkers displayed the highest conversion efficiency and an exceptionally high Jsc value. Cyclic voltammetry of these porphyrins suggested that the fusion of two aromatic benzene rings onto the periphery of the porphyrin lowered the HOMO–LUMO energy gap; the incorporation of a conjugated carboxylic-acid linker group decreased the HOMO–LUMO gap even further. These CV data are consistent with DFT calculations for these porphyrins and agree well with the UV/Vis absorption- and fluorescence spectra of these porphyrins.

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