Abstract

A novel monomer of S-2-mercaptoethyl 2-(thiophen-3-yl)ethanethioate (MTE) were synthesized via esterification reaction between 2-(thiophen-3-yl)acetic and ethane-1,2-dithiol in the presence of dicyclohexyl-carbodiimide (DCC) and N,N’-dimethylpyridin-4-amine (4-DMAP) as catalytic system. The structure of monomer was characterized via MS, 1H-NMR and 13C-NMR spectroscopies. The electrochemical polymerization of MTE monomer was performed in acetonitrile using lithium perchlorate (LiClO4) as electrolyte agent. The obtained polymer film (PMTE) was characterized via cyclic voltammetry and it exhibited the main oxidation peaks centered at +2V.

Highlights

  • Since the discovery of oxidized polyacetylene that could For example, incorporation of flexible pendant chains into achieve a very high electrical conductivity, the field of the backbone improves the processability and solubility, conducting polymers has developed enormously

  • This study aims to synthesize new conducting thiophene-based monomer and researched over the several decades, polythiophenes containing functional thiol group based on S-2-mercaptoethyl and their derivatives are one of the most interesting 2-(thiophen-3-yl)ethanethioate (MTE)

  • The mechanism of the reaction between 2-(thiophen‐3‐yl) acetic and ethane-1,2-dithiol is described in Scheme 1. 3-thiophene acetic acid reacts with DCC to form N,N’‐dicyclohexylcarbamimidic 3-thiophene acetic acid anhydride which again reacts with another 3-thiophene acetic acid to create 3-thiophene acetic acid anhydride and release 1,3-dicyclohexylurea (DCU)

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Summary

Introduction

Since the discovery of oxidized polyacetylene that could For example, incorporation of flexible pendant chains into achieve a very high electrical conductivity, the field of the backbone improves the processability and solubility, conducting polymers has developed enormously. Some other types of substituents their derivatives Due to their extremely high conductivity, reveal thermalchromic, photoluminence behaviors and which results from the delocalization of electrons along electrochromic properties[13,14,15]. Gold-thiol self-assembled applied potential, and binding to other molecules Both the monolayers (SAMs) have been widely studied[18,19,20] because changes in conductivity and color of conjugated polymers it has high molar absorptivity in the visible region, making are induced by twisting of the polymer backbone and disrupting conjugation, making them attractive for their use as responsive electrical and optical devices[1,2,3,4]. Environmentally and thermally stability[5] The applications of these conducting polymers include non-linear optical devices, polymer light emitting diodes, sensors, organic field 2. The synthesis of new thiophene derivatives through substitution to the 3 and/or 4 position has opened

Materials
Characterization
Electrochemical polymerization
Results and Discussions
Electropolymerization
Conclusions
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