Sila-annulated terrylene diimides for balanced ambipolar transporting |
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| Institution: | 1. Key Laboratory for Advanced Materials and Institute of Fine Chemicals, School of Chemistry & Molecular Engineering, East China University of Science and Technology, Shanghai 200237, China;2. School of Science, China University of Geosciences (Beijing), Beijing 100083, China;3. Key Laboratory of Organic Optoelectronics and Molecular Engineering, Department of Chemistry, Tsinghua University, Beijing 100084, China;1. State Key Laboratory for Modification of Chemical Fibers and Polymer Materials and College of Materials Science and Engineering, Donghua University, Shanghai 201620, China;2. National Engineering Research Center for Carbohydrate Synthesis/Key Lab of Fluorine and Silicon for Energy Materials and Chemistry of Ministry of Education, College of Chemistry and Chemical Engineering, Jiangxi Normal University, Nanchang 330022, China;3. Department of Physics, Chinese University of Hong Kong, New Territories, Hong Kong 999077, China;1. BGRIMM Technology Group, Beijing 100160, China;2. Department of Chemistry, City University of Hong Kong, Hong Kong 999077, China;1. Key Laboratory of Molecule Synthesis and Function Discovery, and Fujian Provincial Key Laboratory of Electrochemical Energy Storage Materials, College of Chemistry, Fuzhou University, Fuzhou 350116, China;2. College of Materials Science and Engineering, Fuzhou University, Fuzhou 350116, China |
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| Abstract: | The key building blocks, tetrachlorinated terrylene diimides and the targeted sila-annulated terrylene diimides (Si-TDIs and 2Si-TDIs) were synthesized for the first time. Single-crystal analysis verified the almost planar molecular configurations of both Si-TDIs and 2Si-TDIs. They exhibited intriguing optical properties including red-shifted absorption and near-infrared emission properties with excellent fluorescence quantum yields, as well as precisely controlled HOMO/LUMO energy levels by Si-heteroannulation. The single-crystal organic field-effect transistors based on 2Si-TDI 5a featuring long and branched alkyl chains demonstrated well-balanced ambipolar transporting properties with electron/hole mobilities of 0.10/0.18 cm2 V?1 s?1. |
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