Synthesis of highly regioregular poly[3-(4-alkoxyphenyl)-thiophene]s by oxidative catalysis using copper complexes

TitleSynthesis of highly regioregular poly[3-(4-alkoxyphenyl)-thiophene]s by oxidative catalysis using copper complexes
Publication TypeArticolo su Rivista peer-reviewed
Year of Publication2013
AuthorsRicciotti, L., Borbone F., Carella A., Centore R., Roviello A., Barra M., Roviello G., Ferone C., Minarini Carla, and Morvillo P.
JournalJournal of Polymer Science, Part A: Polymer Chemistry
Volume51
Pagination4351-4360
ISSN0887624X
KeywordsAir mobility, Bottom-contact, Catalysis, Conducting polymers, Conjugated polymers, Copper, Copper complexes, Field effect transistors, Gate dielectrics, Organic field effect transistors, Oxidative couplings, Poly-thiophene, Polymer thin films, Regioregularity, Synthesis (chemical), Synthesized polymers, Synthetic procedures, Thiophene
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 SiO 2 gate dielectric, showing a well-defined p-type field-effect response and maximum mobility values in air higher than 10-4 cm 2 V-1 s-1. © 2013 Wiley Periodicals, Inc.

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URLhttps://www.scopus.com/inward/record.uri?eid=2-s2.0-84884291195&doi=10.1002%2fpola.26849&partnerID=40&md5=83f22f53be893de7689cb4cc71193891
DOI10.1002/pola.26849