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Synthesis of poly(3-methylthiophene) in the presence of 1-(2-Pyrrolyl)-2-(2-thienyl) ethylene by electropolymerization
Authors:G R Kiani  N Arsalani  M G Hosseini  A A Entezami
Institution:1. Polymer Research Laboratory, Department of Organic Chemistry, Faculty of Chemistry, University of Tabriz, Tabriz, Iran
2. Electrochemistry Research Laboratory, Department of Physical Chemistry, Faculty of Chemistry, University of Tabriz, Tabriz, Iran
Abstract:In this study, the electropolymerization of 3-methylthiophene (3-MT) was preformed in the presence of a catalytic amount 1- (2-pyrrolyl)-2-(2-thienyl) ethylene (PTE) by cyclic voltammetry in acetonitrile as a solvent and lithium perchlorate as the electrolyte on a glassy carbon (GC) electrode. First, PTE was synthesized via the Wittig reaction. The addition of a catalytic amount of PTE during the electropolymerization of 3-MT changes the cyclic voltammograms such that the analysis of cyclic voltammograms of poly(3-MT) shows a considerable increase in the electroactivity and redoxability. Furthermore, the presence of PTE during the electropolymerization of 3-MT increases the polymerization rate. The CV measurement of the electron transfer ferro/ferricyanide redox system using different modified GC electrodes shows that the rate of charge transfer for poly(3-MT) in the presence of PTE is greater than that of poly(3-MT) alone. The conductivity of the obtained polymers was determined by electrochemical impedance spectroscopy (EIS) in 3.5% NaCl (w/v) solutions. With the application of Zview(II) software to the EIS, we estimate the parameters of the proposed equivalent circuit, based on a physical model for the electrochemical behavior of coatings on the GC electrode, to be 15739 ohm cm2 for the charge transfer resistance (Rct) for poly(3-MT) alone and 9700 ohm cm2 for poly(3-MT) in the presence of PTE. Thus, the film of poly(3-MT) formed in the presence of PTE is more conductive.
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