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Solar Cells from a Solution Processable Pentacene with Improved Air Stability

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Department of Chemistry
Department of Electrical Engineering
§ The Nanoscience Center
Columbia University, New York, New York 10027
*Corresponding author. E-mail: [email protected]
Cite this: Chem. Mater. 2009, 21, 18, 4090–4092
Publication Date (Web):August 26, 2009
https://doi.org/10.1021/cm9016134
Copyright © 2009 American Chemical Society

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    Typical atomic force microscopy image of a 6,13-di(2-thienyl)pentacene film; normalized external quantum efficiency spectra of a 6,13-di(2-thienyl)pentacene device; evolution of the efficiency and short circuit current for a device repeatedly tested over a period of 10 h (PDF). This material is available free of charge via the Internet at http://pubs.acs.org.

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    31. Benedikt Neue, Juan F. Araneda, Warren E. Piers, Masood Parvez. BN‐Dibenzo[ a , o ]picenes: Analogues of an Unknown Polycyclic Aromatic Hydrocarbon. Angewandte Chemie 2013, 125 (38) , 10150-10153. https://doi.org/10.1002/ange.201302911
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    36. Jean‐Yves Balandier, Noham Sebaihi, Pol Boudard, Vincent Lemaur, Florence Quist, Claude Niebel, Sara Stas, Benoît Tylleman, Roberto Lazzaroni, Jérôme Cornil, Yves Henri Geerts. Anthradithiophene Derivatives Substituted at the 2,8‐Positions by Formyl and Triphenylamine Units: Synthesis, Optical, and Electrochemical Properties. European Journal of Organic Chemistry 2011, 2011 (17) , 3131-3136. https://doi.org/10.1002/ejoc.201100401
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