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Issue 21, 2016
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N-Annulated perylene substituted zinc–porphyrins with different linking modes and electron acceptors for dye sensitized solar cells

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Abstract

Three new N-annulated perylene (NP) substituted porphyrin dyes WW-7–WW-9 with different linking modes and accepting groups were synthesized and applied in Co(II)/(III) based dye sensitized solar cells (DSCs). The bay-linked porphyrins WW-7 and WW-8 exhibited moderate power conversion efficiency (PCE = 4.4% and 4.8%, respectively), while the peri-linked porphyrin dye WW-9 showed a PCE up to 9.2% which is slightly lower than that of our reference dye WW-6. Detailed physical measurements (optical and electrochemical), DFT calculations, and photovoltaic characterizations were performed to understand how the structural changes affect their light-harvesting ability, molecular orbital profile, energy level alignment, and eventually the photovoltaic performance. It turned out that the lower efficiencies of the cells based on WW-7 and WW-8 could be ascribed to the weak π-conjugation between the bay-substituted NP and phenylethynyl substituted porphyrin unit. The introduction of a benzothiadiazole acceptor at the anchoring group has induced a significant red shift of the IPCE action spectra of WW-8 and WW-9, by about 90 nm and 50 nm as compared to that of WW-7 and WW-6, respectively. However, less efficient electron injection was observed. Our studies gave some insight into the important role of electronic interactions between different components when one designs a dye for high-efficiency DSCs.

Graphical abstract: N-Annulated perylene substituted zinc–porphyrins with different linking modes and electron acceptors for dye sensitized solar cells

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Supplementary files

Article information


Submitted
25 Mar 2016
Accepted
30 Apr 2016
First published
03 May 2016

J. Mater. Chem. A, 2016,4, 8428-8434
Article type
Paper

N-Annulated perylene substituted zinc–porphyrins with different linking modes and electron acceptors for dye sensitized solar cells

J. Luo, J. Zhang, K. Huang, Q. Qi, S. Dong, J. Zhang, P. Wang and J. Wu, J. Mater. Chem. A, 2016, 4, 8428
DOI: 10.1039/C6TA02509A

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