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Dodecatwistarene Imides with Zigzag-Twisted Conformation for Organic Electronics |
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| Authors: | Guogang Liu Chengyi Xiao Prof. Fabrizia Negri Prof. Yan Li Prof. Zhaohui Wang |
| Affiliation: | 1. Key Laboratory of Organic Solids, Institute of Chemistry, Chinese Academy of Sciences, Beijing, 100190 China School of Chemistry and Chemical Engineering, University of Chinese Academy of Sciences, Beijing, 100049 China;2. State Key Laboratory of Organic-Inorganic Composites, Beijing University of Chemical Technology, Beijing, 100029 China;3. Dipartimento di Chimica “G. Ciamician”, Università di Bologna, Via F. Selmi, 2, 40126 Bologna, Italy;4. Key Laboratory of Organic Solids, Institute of Chemistry, Chinese Academy of Sciences, Beijing, 100190 China;5. Key Laboratory of Organic Solids, Institute of Chemistry, Chinese Academy of Sciences, Beijing, 100190 China Key Laboratory of Organic Optoelectronics and Molecular Engineering, Department of Chemistry, Tsinghua University, Beijing, 100084 China |
| Abstract: | 1D nonplanar graphene nanoribbons generally have three possible conformers: helical, zigzag, and mixed conformations. Now, a kind of 1D nonplanar graphene nanoribbon, namely dodecatwistarene imides featuring twelve linearly fused benzene rings, was obtained by bottom-up synthesis of palladium-catalyzed Stille coupling and C−H activation. Single-crystal X-ray diffraction analyses revealed that it displays a zigzag-twisted conformation caused by steric hindrance between imide groups and neighboring annulated benzene rings with the pendulum angle of 53°. This conformation is very stable and could not convert into other conformations even when heated up to 250 °C for 6 h. Despite of the highly twisted topology, organic field-effect transistor based on it exhibits electron mobility up to 1.5 cm2 V−1 s−1 after annealing. |
| Keywords: | Dodecatwistarenimid Optoelektronische Eigenschaften Organische Feldeffekttransistoren Röntgenbeugung Zickzack gedrehte Konformation |