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Marked Alkyl- vs Alkenyl-Substitutent Effects on Squaraine Dye Solid-State Structure, Carrier Mobility, and Bulk-Heterojunction Solar Cell Efficiency
Abstract
We report two new squaraine dyes substituted at the pyrrolic rings with n-hexyl (squaraine 1) or n-hexenyl (squaraine 2) chains. Although internal molecular structure variations are minimal, the presence of the terminal double bond results in a much more compact solid-state structure, dramatically affecting charge transport in the thin films; the hole mobility of 2 is approximately 5x that of 1, and the BHJ OPV power conversion efficiency (PCE) of 2 is approximately 2x that of 1. PCEs surpassing 2% for ambient solution-processed devices are demonstrated, the largest so far achieved for squaraine-based organic solar cells.
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Citations
Cited by
Small Molecule Organic Semiconductors on the Move: Promises for Future Solar Energy Technology
Mishra, A., & Bäuerle, P. (2012) · Angewandte Chemie International Edition · doi:10.1002/anie.201102326 · Cited by 1,816
Small molecule semiconductors for high-efficiency organic photovoltaics
Lin, Y., Li, Y., & Zhan, X. (2012) · Chemical Society Reviews · doi:10.1039/c2cs15313k · Cited by 1,751
Small Molecule Solution-Processed Bulk Heterojunction Solar Cells
Walker, B., Kim, C., & Nguyen, T.-Q. (2011) · Chemistry of Materials · doi:10.1021/cm102189g · Cited by 933
Molecular Materials for Organic Photovoltaics: Small is Beautiful
Roncali, J., Leriche, P., & Blanchard, P. (2014) · Advanced Materials · doi:10.1002/adma.201305999 · Cited by 586
Agarwala, P., & Kabra, D. (2017) · Journal of Materials Chemistry A · doi:10.1039/c6ta08449d · Cited by 384
Metadata
- Authors
- Bagnis, D., Beverina, L., Huang, H., Silvestri, F., Yao, Y., Yan, H., Pagani, G. A., Marks, T. J., & Facchetti, A.
- Venue
- Journal of the American Chemical Society
- Publisher
- American Chemical Society (ACS)
- Published
- 2010-03-05
- Volume
- 132
- Issue
- 12
- Pages
- 4074-4075
- ISSN
- 0002-7863 (ISSN-L)
- 1520-5126
- OpenAlex
- W1971459820
- Cited by
- 188
- References
- 0
- FWCI
- 23.67
- Type
- journal article
- Language
- en
- Open access
- closed
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- CoChat. (2026). Citation check: Marked Alkyl- vs Alkenyl-Substitutent Effects on Squaraine Dye Solid-State Structure, Carrier Mobility, and Bulk-Heterojunction Solar Cell Efficiency. https://app.cochat.ai/papers/10.1021/ja100520q
- The paper
- Bagnis, D., Beverina, L., Huang, H., Silvestri, F., Yao, Y., Yan, H., Pagani, G. A., Marks, T. J., & Facchetti, A. (2010). Marked Alkyl- vs Alkenyl-Substitutent Effects on Squaraine Dye Solid-State Structure, Carrier Mobility, and Bulk-Heterojunction Solar Cell Efficiency. Journal of the American Chemical Society. https://doi.org/10.1021/ja100520q
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Contains information from the Semantic Scholar Academic Graph Datasets, made available under the ODC Attribution License (ODC-BY 1.0).
Semantic Scholar’s data is described in: Kinney, R., et al. (2023). The Semantic Scholar Open Data Platform. arXiv:2301.10140.
