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

被引：42

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

页码：13755 / 13761

页数：7

共 55 条

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