Stable 7,14-disubstituted-5,12-dithiapentacenes with quinoidal conjugation

Type
Article
Authors
Ye, Qun
Chang, Jingjing
Shi, Xueliang
Dai, Gaole
Zhang, Wenhua
Huang, Kuo-Wei cc
Chi, Chunyan
KAUST Department
Chemical Science Program
Homogeneous Catalysis Laboratory (HCL)
KAUST Catalysis Center (KCC)
Physical Science and Engineering (PSE) Division
Date
2014-07-14
Online Publication Date
2014-07-14
Print Publication Date
2014-08
Permanent link to this record
http://hdl.handle.net/10754/563682

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Abstract
Two 7,14-disubstituted-5,12-dithiapentacenes (1 and 2) with quinoidal conjugation were synthesized. Their ground-state quinoidal structures were proven by X-ray crystallographic analysis. They showed very different electronic and optical properties from those of the corresponding pentacene derivatives with diene conjugation, and their stability was significantly improved. Organic field effect transistors based on solution processed thin films of 1 and 2 exhibited a hole mobility of up to 0.032 cm-2 V-1 s -1. © 2014 American Chemical Society.
Sponsors
C.C. acknowledges financial support from the NUS Start-Up grant (R-143-000-486-133) and MOE AcRF Tier 1 grants (R-143-000-510-112 and R-143-000-573-112). K.H. acknowledges financial support from KAUST.
Publisher
American Chemical Society (ACS)
Journal
Organic Letters
DOI
10.1021/ol5017756
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Collections
Articles; Physical Science and Engineering (PSE) Division; Chemical Science Program; KAUST Catalysis Center (KCC)