A Direct Route to a Polybromothiophene as a Precursor for Functionalized Polythiophene by Electrooxidative Polymerization

A reactive π-conjugated polymer, bromo-substituted polythiophene, was synthesized by constant potential electrooxidative polymerization of 3-bromo-4-dodecylthiophene in an acetonitrile solution of Bu4NPF6. The resulting polymer was applied as a reactive precursor for functional polythiophenes. The p...

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Bibliographic Details
Main Authors: Hazuki GOTO, Bungo OCHIAI, Yoshimasa MATSUMURA
Format: Article
Language:English
Published: The Electrochemical Society of Japan 2023-11-01
Series:Electrochemistry
Subjects:
Online Access:https://www.jstage.jst.go.jp/article/electrochemistry/91/11/91_23-67008/_html/-char/en
Description
Summary:A reactive π-conjugated polymer, bromo-substituted polythiophene, was synthesized by constant potential electrooxidative polymerization of 3-bromo-4-dodecylthiophene in an acetonitrile solution of Bu4NPF6. The resulting polymer was applied as a reactive precursor for functional polythiophenes. The protonation via lithiation of the polybromothiophene proceeded quantitatively. The phenylation of the polybromothiophene by the Kumada-Tamao coupling reaction also proceeded with a 70 % efficiency. The changes in optical and electronic properties of the polymers by their reactions are discussed by the results of UV-vis absorption spectroscopy, photoluminescence spectroscopy, and cyclic voltammetric analysis. The emission colors of the bromo-substituted, protonated, and phenylated polymers were green, yellow, and blue, respectively, demonstrating the tunability of this approach.
ISSN:2186-2451