Synthesis and Characterization of Thiophen-3-yl Acetic Acid 4-Pyrrol-1-yl Phenyl Ester and its Conducting Polymers

Abstract

pagesThiophen-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 iv 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.

Synthesis and characterization of poly(thiophen‐3‐yl acetic acid 4‐pyrrol‐1‐yl phenyl ester‐co‐N‐methylpyrrole) and its application in an electrochromic device

“…Synthesis of TAPE monomer was reported earlier12 via the esterification reaction of thiophen‐3‐yl‐acetyl chloride with 4‐pyrrol‐1‐yl‐phenol in the presence of triethylamine in dichloromethane at 0°C. Copolymer of TAPE in the presence of NMPy was synthesized via constant potential electrolysis (Solatron 1285 potentiostat/galvanostat) in a one compartment cell.…”

“…In a previous publication, we described the synthesis and characterization of thiophen‐3‐yl acetic acid 4‐pyrrol‐1‐yl phenyl ester (TAPE), its homopolymer, and its copolymers with pyrrole and bithiophene 12. Moreover, the characteristics of dual‐type ECD based on poly(TAPE‐ co ‐BiTh) and poly(3,4‐ethylenedioxythiophene) (PEDOT) were reported.…”

Electropolymerization of Thiophene on Stainless Steel and using for Anticorrosion

“…Anodic electrochemical oxidation is the best broadly utilized technique to prepare poly heterocycles of high-level conductivity (Bingol et al, 2005). It's a good way to create smooth thin films from polymers on conductive surfaces.…”