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^ cm^2^ V^-1^ s^-1^.
Synthesis of Highly Regioregular Poly[3-(4-alkoxyphenyl)-thiophene]s by Oxidative Catalysis using Copper Complexes / Laura, Ricciotti; Borbone, Fabio; Carella, Antonio; Centore, Roberto; Roviello, Antonio; Mario, Barra; Giuseppina, Roviello; Claudio, Ferone; Carla, Minarini; Pasquale, Morvillo. - In: JOURNAL OF POLYMER SCIENCE. PART A, POLYMER CHEMISTRY. - ISSN 1099-0518. - 51:(2013), pp. 4351-4360. (Intervento presentato al convegno XX Convegno Italiano di Scienza e Tecnologia delle Macromolecole tenutosi a Terni nel 4-8 settembre 2011) [10.1002/pola.26849].
Synthesis of Highly Regioregular Poly[3-(4-alkoxyphenyl)-thiophene]s by Oxidative Catalysis using Copper Complexes
BORBONE, FABIO;CARELLA, ANTONIO;CENTORE, ROBERTO;ROVIELLO, ANTONIO;
2013
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^ cm^2^ V^-1^ s^-1^.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.