Near-Infrared Non-Fullerene Electron Acceptors Based on Terrylene Diimides for Organic Solar Cells
Ningning Liang a, Kai Sun a, Jianhui Hou a, Zhaohui Wang a
a Institute of Chemistry, Chinese Academy of Science, Beijing 100190, PR China
International Conference on Hybrid and Organic Photovoltaics
Proceedings of International Conference on Hybrid and Organic Photovoltaics (HOPV18)
Benidorm, Spain, 2018 May 28th - 31st
Organizers: Emilio Palomares and Rene Janssen
Poster, Ningning Liang, 210
Publication date: 21st February 2018

Among the investigated organic materials, rylene diimides combined p-type rylene aromatic cores with strong electron-withdrawing diimides substituents appear to be one type of the most promising n-type semiconductors, especially for perylene diimides (PDI).1,2 As the π systems extended, the higher homologue of PDI in the series of rylene diimides, terrylene diimides (TDI) have similar outstanding properties with PDI molecules, such as excellent photochemical stabilities, the strong intermolecular interactions resulting in ordered supramolecular structures and high charge carrier mobilities.3,4 Thus, a series of rylene diimides based terrylene diimides (TDIs), were designed, synthesized and characterized in this work. In comparison to bare TDI molecule, the bay-functionalized with additional phenyl or thiophene units were obtained, namely ph-TDI and th-TDI. These molecules exhibit nonplanar molecular conformation, significantly broadened absorption spectra to near-infrared region and proper aggregation morphology. For ph-TDI, the molecule possesses enhanced ambipolar property with higher electron and hole mobilities of 0.028 and 0.023 cm2 V-1 s-1, respectively, due to the suppressed aggregates and favorable grain boundaries. The environment-friendly processed PBDB-T:ph-TDI based solar cells exhibit a power conversion efficiency (PCE) of 5.10%. The excellent solar cell performance and charge transport property in TDI series were obtained via a simple chemical modification and simple device engineering demonstrate that this new molecular skeleton with narrow band gap is promising candidate for electronic acceptors in organic solar cells.

Reference

1. Jiang, W.; Li, Y.; Wang, Z. Heteroarenes as high performance organic semiconductors. Chem. Soc. Rev. 2013, 42, 6113-6127.

2. Wurthner, F.; Stolte, M. Naphthalene and perylene diimides for organic transistors. Chem. Commun. 2011, 47, 5109-5115.

3. Weil, T.; Vosch, T.; Hofkens, J.; Peneva, K.; Müllen, K. The Rylene Colorant Family-Tailored Nanoemitters for Photonics Research and Applications. Angew. Chem., Int. Ed. 2010, 49, 9068-9093.

4. Feng, J.; Liang, N.; Jiang, W.; Meng, D.; Xin, R.; Xu, B; Zhang, J.; Wei, Z.; Hou, J.; Wang, Z. Twisted terrylene dyes: sunthesis and application in organi solar cells. Orc. Chem. Front. 2017, 4, 811-816.

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