b-Functionalized Push?Pull Porphyrin Sensitizers in Dye-Sensitized Solar Cells: Effect of p-Conjugated Spacers
- b-Functionalized Push?Pull Porphyrin Sensitizers in Dye-Sensitized Solar Cells: Effect of p-Conjugated Spacers
- Masatoshi Ishida; 황대섭; Zhan Zhang; 최용일; 오주원; Vincent M. Lynch; 김동영; Jonanthan L. Sessler; 김동호
- cross-coupling; density functional calculations; solar cells; porphyrins; donor?acceptor systems
- Issue Date
- VOL 8, NO 17, 2967-2977
- A series of new beta-functionalized push-pull-structured porphyrin dyes were synthesized so as to investigate the effect of the p-conjugated spacer on the performance of dye-sensitized solar cells (DSSCs). Suzuki-and Heck-type palladium-catalyzed coupling methodologies were used to obtain various beta-functionalized porphyrins and beta-benzoic acid (ZnPHn) and beta-vinylbenzoic acid (ZnPVn) derivatives from beta-borylated porphyrin precursors. Photophysical studies of the resulting porphyrins revealed a clear dependence on the nature of the beta linker. In particular, it was found that a beta-vinylene linkage perturbs the electronic structure of the porphyrin core; this is less true for a beta-phenyl linkage. Theoretical analyses provided support for the intrinsic intramolecular charge-transfer character of the beta-functionalized, push-pull porphyrins of this study. The extent of charge transfer depends on the nature of the beta-conjugated linkage. The photovoltaic performances of the cells sensitized with beta-phenylenevinylene ZnPVn exhibited higher power conversion efficiency values than those bearing beta-phenyl linkages (ZnPHn). This was ascribed to differences in light-harvesting efficiency. Furthermore, compared to the use of a standard iodine-based electrolyte, the DSSC performance of cells made from the present porphyrins was improved by more than 1% upon using a cobalt(II/III)-based electrolyte. Under standard AM 1.5 illumination, the highest efficiency, 8.2 %, was obtained by using cells made from the doubly beta-butadiene-linked porphyrin.
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