Thieno[3,2-b]thiophene-Diketopyrrolopyrrole-Based Quinoidal Small Molecules: Synthesis, Characterization, Redox Behavior, and n-Channel Organic Field-Effect Transistors

被引：40
|
作者：
Wang, Chao [1 ,2 ]
Zang, Yaping [1 ,2 ]
Qin, Yunke [1 ,2 ]
Zhang, Qian [1 ,2 ]
Sun, Yuanhui [1 ,2 ]
Di, Chong-an [1 ]
Xu, Wei [1 ]
Zhu, Daoben [1 ]
机构：
[1] Chinese Acad Sci, Inst Chem, Key Lab Organ Solids, Beijing Natl Lab Mol Sci, Beijing 100190, Peoples R China
[2] Univ Chinese Acad Sci, Beijing 100049, Peoples R China
来源：
CHEMISTRY-A EUROPEAN JOURNAL | 2014年 / 20卷 / 42期
基金：
中国国家自然科学基金;
关键词：
conjugation; thin films; electron transport; redox chemistry; semiconductors; THIN-FILM TRANSISTORS; HIGH-PERFORMANCE AMBIPOLAR; DONOR-ACCEPTOR POLYMER; ACTIVE-MATRIX DISPLAYS; HIGH-MOBILITY; ELECTRONIC DISPLAYS; SEMICONDUCTORS; DERIVATIVES; QUINODIMETHANE; STABILITY;
D O I：
10.1002/chem.201403037
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
We report the synthesis, characterization, redox behavior, and n-channel organic field-effect (OFET) characteristics of a new class of thieno[3,2-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 0.16cm(2)V(-1)s(-1), respectively, with on-off current ratios (I-on/I-off) of more than than 10(6). 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.
引用
收藏
页码：13755 / 13761
页数：7
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