Novel zinc porphyrin sensitizers for dye-sensitized solar cells: Synthesis and spectral, electrochemical, and photovoltaic properties

Cheng Wei Lee, Hsueh Pei Lu, Chi Ming Lan, Yi Lin Huang, You Ren Liang, Wei Nan Yen, Yen Chun Liu, You Shiang Lin, Wei-Guang Diau, Chen Yu Yeh

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346 Scopus citations

Abstract

Novel meso- or β-derivatized porphyrins with a carboxyl group have been designed and synthesized for use as sensitizers in dye-sensitized solar cells (DSSCs). The position and nature of a bridge connecting the porphyrin ring and carboxylic acid group show significant influences on the spectral, electrochemical, and photovoltaic properties of these sensitizers. Absorption spectra of porphyrins with a phenylethynyl bridge show that both Soret and Q bands are red-shifted with respect to those of porphyrin 6. This phenomenon is more pronounced for porphyrins 3 and 4, which have a π-conjugated electron-donating group at the meso position opposite the anchoring group. Upon introduction of an ethynylene group at the meso position, the potential at the first oxidation alters only slightly whereas that for the first reduction is significantly shifted to the positive, thus indicating a decreased HOMO-LUMO gap. Quantum-chemical (DFT) results support the spectroelectrochemical data for a derealization of charge between the porphyrin ring and the amino group in the first oxidative state of diarylaminosubstituted porphyrin 5, which exhibits the best photovoltaic performance among all the porphyrins under investigation. From a comparison of the cell performance based on the same TiO2 films, the devices made of porphyrin 5 coadsorbed with chenodeoxycholic acid (CDCA) on TiO2 in ratios [5]/[CD-CA] = 1:1 and 1:2 have efficiencies of power conversion similar to that of an N3-based DSSC, which makes this green dye a promising candidate for colorful DSSC applications.

Original languageEnglish
Pages (from-to)1403-1412
Number of pages10
JournalChemistry - A European Journal
Volume15
Issue number6
DOIs
StatePublished - 26 Jan 2009

Keywords

  • Cross-coupling
  • Donoracceptor systems
  • Electrochemistry
  • Porphyrinoids
  • Solar cells

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    Lee, C. W., Lu, H. P., Lan, C. M., Huang, Y. L., Liang, Y. R., Yen, W. N., Liu, Y. C., Lin, Y. S., Diau, W-G., & Yeh, C. Y. (2009). Novel zinc porphyrin sensitizers for dye-sensitized solar cells: Synthesis and spectral, electrochemical, and photovoltaic properties. Chemistry - A European Journal, 15(6), 1403-1412. https://doi.org/10.1002/chem.200801572