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Synthesis and characterization of thiophen-3-yl-acetic acid 4-pyrrol-1-yl-phenyl ester and its conducting polymers

Bingöl, Bahar
Thiophen-3-yl acetic acid 4-pyrrol-1-yl phenyl ester (TAPE) monomer was synthesized by the reaction of thiophene acetic acid with thionyl chloride, and further reaction of thiophen-3-yl-acetyl chloride with 4-pyrrol-1-yl phenol. Electrochemical behavior of this monomer (TAPE) was determined by cyclic voltammetry. Homopolymers were achieved both by using electrochemical and chemical polymerization techniques. Copolymers of TAPE in the presence of bithiophene and pyrrole were synthesized by potentiostatic electrochemical polymerization in acetonitrile-tetrabutylammonium tetrafluoroborate (TBAFB) solvent-electrolyte couple. The chemical structures were confirmed both by Nuclear Magnetic Resonance Spectroscopy (NMR) and Fourier Transform Infrared Spectroscopy (FTIR). Differential Scanning Calorimetry (DSC) and Thermal Gravimetry Analysis (TGA) were used to examine the thermal behavior of synthesized conducting homopolymers and copolymers. The morphologies of the films were investigated by Scanning Electron Microscope (SEM). Two-probe technique was used to measure the conductivities of the samples. Moreover, investigations of electrochromic and spectroelectrochemical properties of poly(TAPE) and TAPE/BiTh copolymer were done. Keywords: Conducting copolymers, electrochromic properties