https://scholars.lib.ntu.edu.tw/handle/123456789/598128
標題: | An asymmetric 2,3-fluoranthene imide building block for regioregular semiconductors with aggregation-induced emission properties | 作者: | Sun X Liao M.-Y Yu X Wu Y.-S Zhong C Chueh C.-C Li Z Li Z. CHU-CHEN CHUEH |
關鍵字: | Field effect transistors;Hole mobility;Molecules;Quantum theory;Synthesis (chemical);Aggregation-induced emissions;Building blockes;Electron-deficient;Electron-rich;Emission properties;Fluoranthene;Organic molecules;Regio-regular;Solid state emission;Synthetic routes;Thiophene | 公開日期: | 2022 | 卷: | 13 | 期: | 4 | 起(迄)頁: | 996-1002 | 來源出版物: | Chemical Science | 摘要: | For organic semiconductors, the development of electron-deficient building blocks has lagged far behind that of the electron-rich ones. Moreover, it remains a significant challenge to design organic molecules with efficient charge transport and strong solid-state emission simultaneously. Herein, we describe a facile synthetic route toward a new π-acceptor imide building block, namely 2,3-fluoranthene imide, based on which four regioregular small molecules (F1-F4) are synthesized by tuning the imide orientations and the central linkage bridges. All molecules exhibit attractive aggregation-induced emission (AIE) characteristics with strong far-red emission in the powder state, and F3 shows the highest photoluminescence quantum yield of 5.9%. F1 and F3 with a thiophene bridge present an obvious p-type characteristic, while for F3 with an outward imide orientation, the maximum hole mobility from a solution-processed field-effect transistor (FET) device reaches 0.026 cm2 V-1 s-1, being ?104 times higher than the value of F1 with an inward imide orientation. By using a fluorinated thiophene bridge, the resulting F2 and F4 can be turned into n-type semiconductors, showing an electron mobility of ?1.43 × 10-4 and ?3.34 × 10-5 cm2 V-1 s-1, respectively. Our work not only demonstrates that asymmetric 2,3-fluoranthene imide is a promising building block for constructing organic materials with high carrier mobility and strong solid-state emission, but also highlights the importance of regioregular structures in the materials' properties. ? 2022 The Royal Society of Chemistry. |
URI: | https://www.scopus.com/inward/record.uri?eid=2-s2.0-85123681594&doi=10.1039%2fd1sc06807e&partnerID=40&md5=04de69179573dfc06c5cd46daf648e26 https://scholars.lib.ntu.edu.tw/handle/123456789/598128 |
ISSN: | 20416520 | DOI: | 10.1039/d1sc06807e |
顯示於: | 化學工程學系 |
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