Systematic Control of the Excited‐State Dynamics and Carrier‐Transport Properties of Functionalized Benzo[ghi]perylene and Coronene Derivatives |
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| Authors: | Sunao Hirayama Dr Hayato Sakai Prof Yasuyuki Araki Minako Tanaka Masaki Imakawa Prof Takehiko Wada Prof Taishi Takenobu Prof Taku Hasobe |
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| Institution: | 1. Department of Chemistry, Faculty of Science and Technology, Keio University, Yokohama, Kanagawa 223‐8522 (Japan), Fax: (+81)?45‐566‐1697;2. Institute of Multidisciplinary Research for Advanced Materials, Tohoku University, 2‐1‐1 Katahira, Aoba‐ku, Sendai 980‐8577 (Japan), Fax: (+81)?22‐217‐5608;3. Department of Applied Physics, Waseda University, 3‐4‐1, Okubo, Shinjuku, Tokyo 169‐8555 (Japan), Fax: (+81)?3‐5286‐2981 |
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| Abstract: | A series of benzoghi]perylene (Bp) and coronene (Cor) derivatives substituted with electron‐withdrawing methoxycarbonyl (COOMe) or electron‐donating methoxyl (MeO) groups was synthesized. The electrochemical, spectroscopic, and photophysical properties of these compounds were investigated by cyclic voltammetry, steady‐state and time‐resolved spectroscopy, and quantum‐yield measurements. Introduction of suitable substituents onto the aromatic rings enabled control of electrochemical and spectroscopic behavior. Examination of excited‐state dynamics revealed that fluorescence quantum yields increased with increasing number of COOMe groups in both Bp and Cor derivatives, consistent with the findings of DFT calculations. Single‐crystal analysis allowed the performance of field‐effect transistors containing single crystals of the derivatives to be rationalized. |
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| Keywords: | device fabrication electrochemistry fluorescence polycycles solid‐state structures |
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