A new approach for synthesis of electroactive phenol based polymer: 4-(2,5-Di(thiophen-2-yl)-1H-pyrrol-1-yl)phenol and its oxidative polymer

In this study, the 4-(2,5-di(thiophen-2-yl)-1H-pyrrol-1-yl)phenol (4-DTPP) was synthesized by the reaction of 1,4-di(2-thienyl)-1,4-butanedione and 4-aminophenol. This monomer was electrochemically polymerized in the presence of LiClO4 as the supporting electrolyte in acetonitrile (AN). The copolymerization were achieved in the presence of thiophene (Th) with 3,4-ethylenedioxythiophene (EDOT) in 0.1 M LiClO4/AN electrolyte-solvent couple. The polymer of 4-(2.5-di(thiophen-2-yl)-1H-pyrrol-1-yl)phenol was synthesized by oxidative polycondensation reaction in an aqueous alkaline medium using NaOCl (30%) as oxidant. The structures of compounds were confirmed by FT-IR, UV-vis, and H-1-NMR techniques. The characterizations of compounds were made by TG-DTA, DSC, gel permeation chromatography (GPC) and solubility tests. Electrical conductivities of the synthesized monomer and polymer were measured by four-point probe technique using a Keithley 2400 electrometer. Fluorescence measurements were carried out in various solvents. (C) 2011 Elsevier B.V. All rights reserved.