Study on the Mechanism of a Side Coupling Reaction during the Living Anionic Copolymerization of Styrene and 1-(Ethoxydimethylsilyphenyl)-1-phenylethylene (DPE-SiOEt)

A 1,1-diphenylethylene (DPE) derivative with an alkoxysilyl group (DPE-SiOEt) was synthesized. It was end-capped with poly(styryl)lithium (PSLi) and then copolymerized with styrene via living anionic polymerization (LAP) in a non-polar solvent at room temperature. The observed side coupling reaction...

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Detalles Bibliográficos
Autores principales: Liu, Pibo, Ma, Hongwei, Shen, Heyu, Han, Li, Chang, Shuang, Zang, Long, Bian, Yiyu, Bai, Yu, Li, Yang
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2017
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Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6432263/
https://www.ncbi.nlm.nih.gov/pubmed/30970850
http://dx.doi.org/10.3390/polym9050171
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author Liu, Pibo
Ma, Hongwei
Shen, Heyu
Han, Li
Chang, Shuang
Zang, Long
Bian, Yiyu
Bai, Yu
Li, Yang
author_facet Liu, Pibo
Ma, Hongwei
Shen, Heyu
Han, Li
Chang, Shuang
Zang, Long
Bian, Yiyu
Bai, Yu
Li, Yang
author_sort Liu, Pibo
collection PubMed
description A 1,1-diphenylethylene (DPE) derivative with an alkoxysilyl group (DPE-SiOEt) was synthesized. It was end-capped with poly(styryl)lithium (PSLi) and then copolymerized with styrene via living anionic polymerization (LAP) in a non-polar solvent at room temperature. The observed side coupling reaction was carefully investigated by end-capping the polymer. Changes in molecular weight support the plausibility of a mechanism involving living anionic species (PSLi or lithiated DPE-end-capped polystyrene, PSDLi) and the alkoxysilyl groups. Through a series of copolymerizations with different feed ratios, the kinetics of the side coupling reaction were also studied. The results showed that the side reactions could be controlled using an excess feed of DPE-SiOEt, a potentially useful strategy for the synthesis and application of well-defined alkoxysilyl-functionalized polymers via LAP.
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spelling pubmed-64322632019-04-02 Study on the Mechanism of a Side Coupling Reaction during the Living Anionic Copolymerization of Styrene and 1-(Ethoxydimethylsilyphenyl)-1-phenylethylene (DPE-SiOEt) Liu, Pibo Ma, Hongwei Shen, Heyu Han, Li Chang, Shuang Zang, Long Bian, Yiyu Bai, Yu Li, Yang Polymers (Basel) Article A 1,1-diphenylethylene (DPE) derivative with an alkoxysilyl group (DPE-SiOEt) was synthesized. It was end-capped with poly(styryl)lithium (PSLi) and then copolymerized with styrene via living anionic polymerization (LAP) in a non-polar solvent at room temperature. The observed side coupling reaction was carefully investigated by end-capping the polymer. Changes in molecular weight support the plausibility of a mechanism involving living anionic species (PSLi or lithiated DPE-end-capped polystyrene, PSDLi) and the alkoxysilyl groups. Through a series of copolymerizations with different feed ratios, the kinetics of the side coupling reaction were also studied. The results showed that the side reactions could be controlled using an excess feed of DPE-SiOEt, a potentially useful strategy for the synthesis and application of well-defined alkoxysilyl-functionalized polymers via LAP. MDPI 2017-05-11 /pmc/articles/PMC6432263/ /pubmed/30970850 http://dx.doi.org/10.3390/polym9050171 Text en © 2017 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Liu, Pibo
Ma, Hongwei
Shen, Heyu
Han, Li
Chang, Shuang
Zang, Long
Bian, Yiyu
Bai, Yu
Li, Yang
Study on the Mechanism of a Side Coupling Reaction during the Living Anionic Copolymerization of Styrene and 1-(Ethoxydimethylsilyphenyl)-1-phenylethylene (DPE-SiOEt)
title Study on the Mechanism of a Side Coupling Reaction during the Living Anionic Copolymerization of Styrene and 1-(Ethoxydimethylsilyphenyl)-1-phenylethylene (DPE-SiOEt)
title_full Study on the Mechanism of a Side Coupling Reaction during the Living Anionic Copolymerization of Styrene and 1-(Ethoxydimethylsilyphenyl)-1-phenylethylene (DPE-SiOEt)
title_fullStr Study on the Mechanism of a Side Coupling Reaction during the Living Anionic Copolymerization of Styrene and 1-(Ethoxydimethylsilyphenyl)-1-phenylethylene (DPE-SiOEt)
title_full_unstemmed Study on the Mechanism of a Side Coupling Reaction during the Living Anionic Copolymerization of Styrene and 1-(Ethoxydimethylsilyphenyl)-1-phenylethylene (DPE-SiOEt)
title_short Study on the Mechanism of a Side Coupling Reaction during the Living Anionic Copolymerization of Styrene and 1-(Ethoxydimethylsilyphenyl)-1-phenylethylene (DPE-SiOEt)
title_sort study on the mechanism of a side coupling reaction during the living anionic copolymerization of styrene and 1-(ethoxydimethylsilyphenyl)-1-phenylethylene (dpe-sioet)
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6432263/
https://www.ncbi.nlm.nih.gov/pubmed/30970850
http://dx.doi.org/10.3390/polym9050171
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