title: Thieno[3,2-b]thiophene-diketopyrrolopyrrole-based quinoidal small molecules: synthesis, characterization, redox behavior, and n-channel organic field-effect transistors.
abstract: 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 0.16 cm(2) V(-1) s(-1) , respectively, with on-off current ratios (Ion /Ioff ) 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.
authors.affiliation: 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; University of Chinese Academy of Sciences, Beijing 100049 (P.R. China).
authors.forename: Chao
authors.initials: C
authors.lastname: Wang
authors.forename: Yaping
authors.initials: Y
authors.lastname: Zang
authors.forename: Yunke
authors.initials: Y
authors.lastname: Qin
authors.forename: Qian
authors.initials: Q
authors.lastname: Zhang
authors.forename: Yuanhui
authors.initials: Y
authors.lastname: Sun
authors.forename: Chong-An
authors.initials: CA
authors.lastname: Di
authors.forename: Wei
authors.initials: W
authors.lastname: Xu
authors.forename: Daoben
authors.initials: D
authors.lastname: Zhu
keywords: conjugation; electron transport; redox chemistry; semiconductors; thin films