Published in
American Chemical Society, Organic Letters, 12(14), p. 2964-2967, 2012
DOI: 10.1021/ol300914k
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Stepwise cyanation of naphthalene diimide for n-channel field-effect transistors
,
Qun Ye,
Kuo-Wei Huang ,
Jie Zhang,
Zhikuan Chen,
Jishan Wu,
Chunyan Chi
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- Must obtain written permission from Editor
- Must not violate ACS ethical Guidelines
- Must obtain written permission from Editor
- Must not violate ACS ethical Guidelines
Abstract
Stepwise cyanation of tetrabromonaphthalenediimide (NDI) 1 gave a series of cyanated NDIs 2-5 with the monocyanated NDI 2 and dicyanated NDI 3 isolated. The tri- and tetracyano- NDIs 4 and 5 show intrinsic instability toward moisture because of their extremely low-lying LUMO energy levels. The partially cyanated intermediates can be utilized as air-stable n-type semiconductors with OFET electron mobility up to 0.05 cm 2 V -1 s -1. © 2012 American Chemical Society.