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题名: Synthesis, characterization, and field-effect performance of the halogenated indolone derivatives
作者: Wei, Congyuan1; Zou, Jiabin2; Zhu, Rui1; Huang, Jianyao3; Gao, Dong3; Wang, Liping2; Zhang, Weifeng3; Liao, Yi1; Yu, Gui3
关键词: Donor-acceptor compound ; Mobility ; Indole-2-one ; Organic field-effect transistors
刊名: DYES AND PIGMENTS
发表日期: 2017
卷: 136, 页:434-440
收录类别: SCI
英文摘要: In this paper we present the design and synthesis of three arc-extended indolone derivatives, namely (3Z,3'Z)-3,3'-((5,5'-((E)-ethene-1,2-diy1)bis(thiophene-2,5-diy1))bis(methanylylidene))bis(1-octylindolin-2-one) (3a), (3Z,3'Z)-3,3'-((5,5'-((E)-ethene-1,2-diy1)bis(thiophene-2,5-diy1))bis(methanylylidene))bis(5-fluoro-1-octylindolin-2-one) (3b) and (3Z,3W-3,3'4(5,5'-((E)-ethene-1,2-diy1)bis(thiophene-2,5-diy1))bis(methanylylidene))bis(5-chloro-1-octylindolin-2-one (3c), with (E)-1,2-di(thiophen2-yl)ethene as the donor and indolin-2-ones as the acceptors. All of the three acceptor-donor acceptor type molecules have high conjugations and planar energy-minimized conformations, which are beneficial to forming ordered molecular packing and facilitating charge transport in thin films. Additionally, to study the effect of halogenation, fluorine and chlorine atoms were introduced in terms of microscale and mesoscale molecular engineering. 3b and 3c show obviously different features of crystalline tendencies and morphologies compared with those of 3a. Organic field-effect transistors based on the three small molecules display typical p-channel charge transport characteristics under ambient conditions. Fluorinated 3b affords the highest mobility of 0.1 cm(2) V-1 s(-1) among the three analogues, demonstrating that fluorination is a useful strategy to optimize the solid-state arrangement and device performances. (C) 2016 Elsevier Ltd. All rights reserved.
语种: 英语
内容类型: 期刊论文
URI标识: http://ir.iccas.ac.cn/handle/121111/35711
Appears in Collections:有机固体实验室_期刊论文

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作者单位: 1.Capital Normal Univ, Dept Chem, Beijing 100048, Peoples R China
2.Univ Sci & Technol Beijing, Sch Mat Sci & Engn, Beijing 100083, Peoples R China
3.Chinese Acad Sci, Beijing Natl Lab Mol Sci, Inst Chem, Beijing 100190, Peoples R China
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