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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| Format: | Article |
| Language: | English |
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The Electrochemical Society of Japan
2023-11-01
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| Series: | Electrochemistry |
| Subjects: | |
| Online Access: | https://www.jstage.jst.go.jp/article/electrochemistry/91/11/91_23-67008/_html/-char/en |
| _version_ | 1797447921078108160 |
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| author | Hazuki GOTO Bungo OCHIAI Yoshimasa MATSUMURA |
| author_facet | Hazuki GOTO Bungo OCHIAI Yoshimasa MATSUMURA |
| author_sort | Hazuki GOTO |
| collection | DOAJ |
| description | 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. |
| first_indexed | 2024-03-09T14:02:55Z |
| format | Article |
| id | doaj.art-6129da6ba77f4deeb361f4e449014b80 |
| institution | Directory Open Access Journal |
| issn | 2186-2451 |
| language | English |
| last_indexed | 2024-03-09T14:02:55Z |
| publishDate | 2023-11-01 |
| publisher | The Electrochemical Society of Japan |
| record_format | Article |
| series | Electrochemistry |
| spelling | doaj.art-6129da6ba77f4deeb361f4e449014b802023-11-30T06:15:00ZengThe Electrochemical Society of JapanElectrochemistry2186-24512023-11-01911111200411200410.5796/electrochemistry.23-67008electrochemistryA Direct Route to a Polybromothiophene as a Precursor for Functionalized Polythiophene by Electrooxidative PolymerizationHazuki GOTO0Bungo OCHIAI1https://orcid.org/0000-0002-4376-8875Yoshimasa MATSUMURA2https://orcid.org/0000-0001-9127-862XGraduate School of Science and Engineering, Yamagata UniversityGraduate School of Science and Engineering, Yamagata UniversityDepartment of Applied Chemistry, Faculty of Engineering, Osaka Institute of TechnologyA 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.https://www.jstage.jst.go.jp/article/electrochemistry/91/11/91_23-67008/_html/-char/enπ-conjugated polymerpolymer reactionpolythiopheneelectropolymerization |
| spellingShingle | Hazuki GOTO Bungo OCHIAI Yoshimasa MATSUMURA A Direct Route to a Polybromothiophene as a Precursor for Functionalized Polythiophene by Electrooxidative Polymerization Electrochemistry π-conjugated polymer polymer reaction polythiophene electropolymerization |
| title | A Direct Route to a Polybromothiophene as a Precursor for Functionalized Polythiophene by Electrooxidative Polymerization |
| title_full | A Direct Route to a Polybromothiophene as a Precursor for Functionalized Polythiophene by Electrooxidative Polymerization |
| title_fullStr | A Direct Route to a Polybromothiophene as a Precursor for Functionalized Polythiophene by Electrooxidative Polymerization |
| title_full_unstemmed | A Direct Route to a Polybromothiophene as a Precursor for Functionalized Polythiophene by Electrooxidative Polymerization |
| title_short | A Direct Route to a Polybromothiophene as a Precursor for Functionalized Polythiophene by Electrooxidative Polymerization |
| title_sort | direct route to a polybromothiophene as a precursor for functionalized polythiophene by electrooxidative polymerization |
| topic | π-conjugated polymer polymer reaction polythiophene electropolymerization |
| url | https://www.jstage.jst.go.jp/article/electrochemistry/91/11/91_23-67008/_html/-char/en |
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