Semiconductor behavior of 2,5-aromatic disubstituted pyrroles, viewed from an experimental and theoretical perspective.pdfVIP

Materials Chemistry and Physics 124 (2010) 257–263 Contents lists available at ScienceDirect Materials Chemistry and Physics journal homepage: /locate/matchemphys Semiconductor behavior of 2,5-aromatic disubstituted pyrroles, viewed from an experimental and theoretical perspective Lioudmila Fomina, Gerardo Zaragoza Galán, Monserrat Bizarro, Jorge Godínez Sánchez, Irineo P. Zaragoza, Roberto Salcedo ? Instituto de Investigaciones en Materiales, Universidad Nacional Autónoma de México, Circuito Exterior s/n, Coyoacán 04510, México DF, Mexico article info Article history: Received 21 May 2009 Received in revised form 8 June 2010 Accepted 13 June 2010 Keywords: Semiconductor polymers Thin ?lms Computer modeling and simulation abstract Theoretical calculations were performed on 2,5-aromatic substituted pyrroles which have a nitrobenzene or a cyano-benzene link to the nitrogen atom of the pyrrole fragment. The molecules manifested interesting semiconductor behavior that was con?rmed when thin ?lms were prepared and their corresponding electrical characterization was undertaken. The reason for this behavior is discussed, with reference to the electron-withdrawing feature of the substituents in the benzene chain. ? 2010 Elsevier B.V. All rights reserved. 1. Introduction Thin ?lm transistors, made of inorganic semiconductor materials have dominated the electronics industry, since the ?rst transistor was invented by J. Bardeen, W. Shockley, and W. Brattain in 1947. Recently, organic materials have started to play an important role in electronic and photonic technologies. Organic semiconductors are very useful because they have electrical properties similar to those of inorganic semiconductors, but manifest the same properties as plastic (low cost, easily processed, ?exibility and versatility of chemical synthesis). Interest in organic semiconductors began, following reports describing the electrical conductivity of the organic compound violanthrone in 1950, by Akamatu and Ino