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Thieno[3,2‐b]thiophene‐Diketopyrrolopyrrole‐Based Quinoidal Small Molecules: Synthesis,Characterization, Redox Behavior,and n‐Channel Organic Field‐Effect Transistors
Authors:Chao Wang  Yaping Zang  Yunke Qin  Qian Zhang  Yuanhui Sun  Dr Chong‐an Di  Prof Wei Xu  Prof Daoben Zhu
Institution:1. Beijing National Laboratory for Molecular Sciences, Key Laboratory of Organic Solids, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190 (P.R. China), Fax: (+86)?10‐62569349;2. University of Chinese Academy of Sciences, Beijing 100049 (P.R. China)
Abstract:We report the synthesis, characterization, redox behavior, and n‐channel organic field‐effect (OFET) characteristics of a new class of thieno3,2‐b]thiophene‐diketopyrrolopyrrole‐based quinoidal small molecules 3 and 4 . Under ambient atmosphere, solution‐processed thin‐film transistors based on 3 and 4 exhibit maximum electron mobilities up to 0.22 and 0.16 cm2 V?1 s?1, respectively, with on‐off current ratios (Ion/Ioff) of more than than 106. Cyclic voltammetry analysis showed that this class of quinoidal derivatives exhibited excellent reversible two‐stage reduction behavior. This property was further investigated by a stepwise reductive titration of 4 , in which sequential reduction to the radical anion and then the dianion were observed.
Keywords:conjugation  thin films  electron transport  redox chemistry  semiconductors
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