Synthesis, characterization, and field-effect performance of the halogenated indolone derivatives

	Synthesis, characterization, and field-effect performance of the halogenated indolone derivatives
	Wei, Congyuan 1; Zou, Jiabin 2; Zhu, Rui 1; Huang, Jianyao 3; Gao, Dong 3; Wang, Liping 2; Zhang, Weifeng 3; Liao, Yi 1; Yu, Gui 3
刊名	DYES AND PIGMENTS
	2017
卷号	136 页码:434-440
关键词	Donor-acceptor compound Mobility Indole-2-one Organic field-effect transistors
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.
收录类别	SCI
语种	英语
内容类型	期刊论文
源URL	[http://ir.iccas.ac.cn/handle/121111/35711]
专题	化学研究所_有机固体实验室
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
推荐引用方式 GB/T 7714	Wei, Congyuan,Zou, Jiabin,Zhu, Rui,et al. Synthesis, characterization, and field-effect performance of the halogenated indolone derivatives[J]. DYES AND PIGMENTS,2017,136:434-440.
APA	Wei, Congyuan.,Zou, Jiabin.,Zhu, Rui.,Huang, Jianyao.,Gao, Dong.,...&Yu, Gui.(2017).Synthesis, characterization, and field-effect performance of the halogenated indolone derivatives.DYES AND PIGMENTS,136,434-440.
MLA	Wei, Congyuan,et al."Synthesis, characterization, and field-effect performance of the halogenated indolone derivatives".DYES AND PIGMENTS 136(2017):434-440.