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Rearrangement Strategy for the Preparation of Polymers With π-Conjugated Structures

π-Conjugated polymers are usually prepared by polymerization only. In this perspective article, typical synthesis methods of conjugated polymers are briefly summarized, and a novel strategy for preparing conjugated polymers by rearrangement is proposed. During the metalation process, many conjugated...

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Autores principales: Tang, Jian, Xie, Tinghao, Geng, Jieting, Hua, Jing, Wang, Zhaobo
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Frontiers Media S.A. 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8049560/
https://www.ncbi.nlm.nih.gov/pubmed/33869147
http://dx.doi.org/10.3389/fchem.2021.665877
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author Tang, Jian
Xie, Tinghao
Geng, Jieting
Hua, Jing
Wang, Zhaobo
author_facet Tang, Jian
Xie, Tinghao
Geng, Jieting
Hua, Jing
Wang, Zhaobo
author_sort Tang, Jian
collection PubMed
description π-Conjugated polymers are usually prepared by polymerization only. In this perspective article, typical synthesis methods of conjugated polymers are briefly summarized, and a novel strategy for preparing conjugated polymers by rearrangement is proposed. During the metalation process, many conjugated structures were generated in polybutadiene by double bond migration. The effects of reaction time, temperature, and catalyst dosage on the product structure were investigated. Moreover, the structure of the products was confirmed by FTIR, (1)H NMR, and 2D HSQC NMR spectra. Thus, a possible reaction mechanism was proposed, in which polybutadiene generates allylic carbanions in the presence of n-butyllithium, and then the double bonds migrate through the carbanions rearrangement to generate many conjugated structures in the backbone chain. The method shows promise in facile and low-cost synthesis of conjugated polymers without the need for precious metal catalysts.
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spelling pubmed-80495602021-04-16 Rearrangement Strategy for the Preparation of Polymers With π-Conjugated Structures Tang, Jian Xie, Tinghao Geng, Jieting Hua, Jing Wang, Zhaobo Front Chem Chemistry π-Conjugated polymers are usually prepared by polymerization only. In this perspective article, typical synthesis methods of conjugated polymers are briefly summarized, and a novel strategy for preparing conjugated polymers by rearrangement is proposed. During the metalation process, many conjugated structures were generated in polybutadiene by double bond migration. The effects of reaction time, temperature, and catalyst dosage on the product structure were investigated. Moreover, the structure of the products was confirmed by FTIR, (1)H NMR, and 2D HSQC NMR spectra. Thus, a possible reaction mechanism was proposed, in which polybutadiene generates allylic carbanions in the presence of n-butyllithium, and then the double bonds migrate through the carbanions rearrangement to generate many conjugated structures in the backbone chain. The method shows promise in facile and low-cost synthesis of conjugated polymers without the need for precious metal catalysts. Frontiers Media S.A. 2021-04-01 /pmc/articles/PMC8049560/ /pubmed/33869147 http://dx.doi.org/10.3389/fchem.2021.665877 Text en Copyright © 2021 Tang, Xie, Geng, Hua and Wang. https://creativecommons.org/licenses/by/4.0/This is an open-access article distributed under the terms of the Creative Commons Attribution License (CC BY). The use, distribution or reproduction in other forums is permitted, provided the original author(s) and the copyright owner(s) are credited and that the original publication in this journal is cited, in accordance with accepted academic practice. No use, distribution or reproduction is permitted which does not comply with these terms.
spellingShingle Chemistry
Tang, Jian
Xie, Tinghao
Geng, Jieting
Hua, Jing
Wang, Zhaobo
Rearrangement Strategy for the Preparation of Polymers With π-Conjugated Structures
title Rearrangement Strategy for the Preparation of Polymers With π-Conjugated Structures
title_full Rearrangement Strategy for the Preparation of Polymers With π-Conjugated Structures
title_fullStr Rearrangement Strategy for the Preparation of Polymers With π-Conjugated Structures
title_full_unstemmed Rearrangement Strategy for the Preparation of Polymers With π-Conjugated Structures
title_short Rearrangement Strategy for the Preparation of Polymers With π-Conjugated Structures
title_sort rearrangement strategy for the preparation of polymers with π-conjugated structures
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8049560/
https://www.ncbi.nlm.nih.gov/pubmed/33869147
http://dx.doi.org/10.3389/fchem.2021.665877
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