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Synthesis of highly regioregular poly[3‐(4‐alkoxyphenyl)‐thiophene]s by oxidative catalysis using copper complexes
Authors:Laura Ricciotti  Fabio Borbone  Antonio Carella  Roberto Centore  Antonio Roviello  Mario Barra  Giuseppina Roviello  Claudio Ferone  Carla Minarini  Pasquale Morvillo
Affiliation:1. Department of Chemical Sciences, University of Naples “Federico II”, , Naples, I‐80126 Italy;2. Department of Physics Science, CNR‐SPIN, University of Naples “Federico II”, , Naples, 80125 Italy;3. Department of Technology, Faculty of Engineering, University of Naples “Parthenope”, , Naples, 80143 Italy;4. Italian National Agency for New Technologies, Energy and Sustainable Economic Development (ENEA), Portici Research Centre, , Portici, 80055 Italy
Abstract:A novel, easy, and cost‐effective synthetic procedure is reported for the production of very highly regioregular poly[3‐(4‐alkoxyphenyl)thiophene]s by means of oxidative coupling. Four copper complexes were synthesized and used as catalysts to obtain polymers with higher regioregularity compared to the previous oxidative coupling methodologies reported in the literature and similar to that obtained by McCullough and Rieke methods in the synthesis of poly‐3‐alkylthiophenes. The regioregularity of the synthesized polymers was investigated by UV–Visible characterization on polymer thin films and 1H NMR analysis. The remarkable potentialities of these polymers have emerged from field‐effect transistor mobility measurements operated on devices with bottom‐contact configuration and hexamethyldisilazane‐treated SiO2 gate dielectric, showing a well‐defined p‐type field‐effect response and maximum mobility values in air higher than 10?4 cm2 V?1 s?1. © 2013 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2013, 51, 4351–4360
Keywords:catalysis  conducting polymers  conjugated polymers  OFET  polythiophene  regioregularity  synthesis
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