Revisiting zethrene: synthesis, reactivity and semiconductor properties

Zethrene, a unique polycyclic aromatic hydrocarbon with formally fixed C-C double bonds, is predicted to have interesting properties and potential applications as an optical and electronic material. Here we report a novel synthesis of zethrene with improved yield, which presumably involves dinaphtho...

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Veröffentlicht in:Chemical science (Cambridge) 2013-07, Vol.4 (8), p.3294-3297
Hauptverfasser: Shan, Liang, Liang, Zhixiong, Xu, Xiaomin, Tang, Qin, Miao, Qian
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creator Shan, Liang
Liang, Zhixiong
Xu, Xiaomin
Tang, Qin
Miao, Qian
description Zethrene, a unique polycyclic aromatic hydrocarbon with formally fixed C-C double bonds, is predicted to have interesting properties and potential applications as an optical and electronic material. Here we report a novel synthesis of zethrene with improved yield, which presumably involves dinaphtho[10]-annulene as an unstable intermediate. With this convenient access to zethrene, we used zethrene as a p-type semiconductor in thin film transistors for the first time. It is found that Diels-Alder addition to the bay region of zethrene leads to new derivatives of benzo[pqr]naphtho[8,1,2-bcd]peryl ene, which behave as n-type organic semiconductors.
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source Royal Society Of Chemistry Journals 2008-
subjects Carbon-carbon composites
Derivatives
Electronic materials
N-type semiconductors
Optical properties
P-type semiconductors
Semiconductors
Synthesis
title Revisiting zethrene: synthesis, reactivity and semiconductor properties
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