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Molecules 2012, 17(4), 4625-4633; doi:10.3390/molecules17044625
Article

An Improved Synthesis of Pentacene: Rapid Access to a Benchmark Organic Semiconductor

 and *
Received: 20 March 2012; in revised form: 6 April 2012 / Accepted: 6 April 2012 / Published: 20 April 2012
(This article belongs to the Section Organic Synthesis)
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Abstract: Pentacene is an organic semiconductor used in a variety of thin-film organic electronic devices. Although at least six separate syntheses of pentacene are known (two from dihydropentacenes, two from 6,13-pentacenedione and two from 6,13-dihydro-6,13-dihydroxypentacene), none is ideal and several utilize elevated temperatures that may facilitate the oxidation of pentacene as it is produced. Here, we present a fast (~2 min of reaction time), simple, high-yielding (≥90%), low temperature synthesis of pentacene from readily available 6,13-dihydro-6,13-dihydroxypentacene. Further, we discuss the mechanism of this highly efficient reaction. With this improved synthesis, researchers gain rapid, affordable access to high purity pentacene in excellent yield and without the need for a time consuming sublimation.
Keywords: pentacene; acene; semiconductor; organic semiconductor; thin-film; organic electronic pentacene; acene; semiconductor; organic semiconductor; thin-film; organic electronic
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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MDPI and ACS Style

Pramanik, C.; Miller, G.P. An Improved Synthesis of Pentacene: Rapid Access to a Benchmark Organic Semiconductor. Molecules 2012, 17, 4625-4633.

AMA Style

Pramanik C, Miller GP. An Improved Synthesis of Pentacene: Rapid Access to a Benchmark Organic Semiconductor. Molecules. 2012; 17(4):4625-4633.

Chicago/Turabian Style

Pramanik, Chandrani; Miller, Glen P. 2012. "An Improved Synthesis of Pentacene: Rapid Access to a Benchmark Organic Semiconductor." Molecules 17, no. 4: 4625-4633.


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