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Influence of N-Substituents on Photovoltaic Properties of Singly Bay-Linked Dimeric Perylene Diimides |
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| Authors: | Dr Seiichiro Izawa Kentaro Uchida Mayuko Nakamura Dr Keisuke Fujimoto Jérémy Roudin Ji-Hyun Lee Dr Toshiyasu Inuzuka Takumi Nakamura Prof Dr Masami Sakamoto Dr Yasuo Nakayama Prof Dr Masahiro Hiramoto Prof Dr Masaki Takahashi |
| Institution: | 1. Institute for Molecular Science, 5-1 Higashiyama, Myodaiji, Okazaki, Aichi, 444-8787 Japan;2. Department of Applied Chemistry, Faculty of Engineering, Shizuoka University, 3-5-1 Johoku, Naka-ku, Hamamatsu, Shizuoka, 432-8561 Japan;3. Institute for Molecular Science, 5-1 Higashiyama, Myodaiji, Okazaki, Aichi, 444-8787 Japan
École Nationale Supérieure de Chimie de Paris, 11, Rue Pierre et Marie Curie, 75005 Paris, France;4. Institute for Molecular Science, 5-1 Higashiyama, Myodaiji, Okazaki, Aichi, 444-8787 Japan The Graduate University for Advanced Studies (SOKENDAI), 5-1 Higashiyama, Myodaiji, Okazaki, Aichi, 444-8787 Japan;5. Division of Instrumental Analysis, Life Science Research Center, Gifu University, 1-1 Yanagido, Gifu, 501-1193 Japan;6. Department of Applied Chemistry and Biotechnology, Graduate School of Engineering, Chiba University, 1-33 Yayoi-cho, Inage-ku, Chiba, 263-8522 Japan;7. Department of Pure and Applied Chemistry, Faculty of Science and Technology, Tokyo University of Science, Noda, Chiba, 278-8510 Japan |
| Abstract: | The influence of N-substituents on the photovoltaic properties of singly bay-linked perylene diimides (diPDIs) was systematically investigated to understand the aromatic-aliphatic balance, which is beneficial for achieving high device performance in organic photovoltaic (OPV) systems. The synthesis of various N-substituted diPDIs was successfully achieved using a newly developed one-step procedure, resulting in sufficiently high yields. Detailed investigations of seven variants of diPDIs demonstrated that the primary alkyl substituents, particularly the 2-ethylhexyl group, induce the self-organized growth of thin films with high crystallinity. This is beneficial for enhancing the device performance of bulk heterojunction (BHJ) systems. The results presented herein reveal the important roles of alkyl side chains as hydrophobic solubilizing auxiliaries or primary determinants in the control of the active layer nanomorphology. This offers a valuable guideline that is essential for developing high-performance organic semiconductor materials for future practical applications. |
| Keywords: | non-fullerene acceptor organic photovoltaics perylene diimide |