Quinoxaline-fused porphyrins for dye-sensitized solar cells

Seunghun Eu, Shinya Hayashi, Tomokazu Umeyama, Yoshihiro Matano, Yasuyuki Araki, Hiroshi Imahori

Research output: Contribution to journalArticlepeer-review

176 Citations (Scopus)


5,10,15,20-Tetrakis(2,4,6-trimethylphenyl)-6′-carboxyquinoxalino[2, 3-β]porphyrinatozinc (II) (ZnQMA) and 5,10,15,20-tetrakis(2,4,6- trimethylphenyl)-6′,7′-dicarboxyquinoxalino[2,3-β] porphyrinatozinc (II) (ZnQDA) have been synthesized to evaluate the effects of β,β′-carboxyquinoxalino moieties on the structure and optical, electrochemical, and photovoltaic properties of the porphyrins. Both ZnQMA and ZnQDA exhibited broadened and red-shifted light absorption in UV-visible absorption spectra compared with 5,10,15,20-tetrakis(2,4,6-trimethylphenyl) porphyrinatozinc (II) (ZnP). ZnQMA and ZnQDA also showed decrease in the highest occupied molecular orbital-lowest unoccupied molecular orbital (HOMO-LUMO) gap due to the extension of the porphyrin π-system. From the results of 1H NMR spectroscopy and DFT calculations, ZnQMA and ZnQDA were found to adopt saddle and planar structures, respectively. ZnQMA-sensitized TiO 2 solar cell with TiO2 nanoparticles (P25) revealed the power conversion efficiency (η) of 5.2%, whereas ZnQDA-sensitized cell showed η = 4.0%. The superior performance of the ZnQMA-sensitized solar cell to the ZnQDA-sensitized one is originated from both the more favorable electron injection and charge collection efficiency.

Original languageEnglish
Pages (from-to)4396-4405
Number of pages10
JournalJournal of Physical Chemistry C
Issue number11
Publication statusPublished - 2008 Mar 20


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