Marked effects of indolyl vs. indolinyl substituent on solid-state structure, carrier mobility and photovoltaic efficiency of asymmetrical squaraine dyes

Lin Yang, Qianqian Yang, Daobin Yang, Qian Luo, Youqin Zhu, Yan Huang, Suling Zhao, Zhiyun Lu

Journal of Materials Chemistry A · 2014 · 27 citations · 39 references

Concepts

Abstract

Two solution-processed asymmetrical squaraines (ASQs) with cyclopenta[b]indolinyl (1a) and cyclopenta[b]indolyl (1b) as end cappers have been designed and synthesized. Although the internal molecular structure variations are minimal, the presence of the cyclopenta[b]indolinyl group endows 1a more planar molecular structure, which results in a much more compact solid-state structure (density is 1.317 g cm−3 for 1a but is 1.187 g cm−3 for 1b), dramatically affecting charge transport in the thin films. The hole mobility of 1a:PC71BM blended film is about 7 times higher than that of 1b:PC71BM. Consequently, the maximum power conversion efficiency (PCE) value of the organic photovoltaic cells (OPVs) based on 1a of up to 4.1%, approximately 80% higher than that of 1b, is one of the highest PCEs achieved for ASQ-based bulk-heterojunction (BHJ) OPVs.

References

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