Studying the Ring-Opening Polymerization of 1,5-Dioxepan-2-one with Organocatalysts

Three different organocatalysts, namely, 1-tert-butyl-4,4,4-tris(dimethylamino)-2,2-bis[tris (dimethylamino) phosphoranylidenamino]-2Λ(5),4Λ(5)-catenadi(phosphazene) (t-BuP(4)), 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD) and 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU), have been used as 1,5-dioxepan-2-o...

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Autores principales: Xu, Jinbao, Chen, Yang, Xiao, Wenhao, Zhang, Jie, Bu, Minglu, Zhang, Xiaoqing, Lei, Caihong
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2019
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6835244/
https://www.ncbi.nlm.nih.gov/pubmed/31658721
http://dx.doi.org/10.3390/polym11101642
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author Xu, Jinbao
Chen, Yang
Xiao, Wenhao
Zhang, Jie
Bu, Minglu
Zhang, Xiaoqing
Lei, Caihong
author_facet Xu, Jinbao
Chen, Yang
Xiao, Wenhao
Zhang, Jie
Bu, Minglu
Zhang, Xiaoqing
Lei, Caihong
author_sort Xu, Jinbao
collection PubMed
description Three different organocatalysts, namely, 1-tert-butyl-4,4,4-tris(dimethylamino)-2,2-bis[tris (dimethylamino) phosphoranylidenamino]-2Λ(5),4Λ(5)-catenadi(phosphazene) (t-BuP(4)), 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD) and 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU), have been used as 1,5-dioxepan-2-one (DXO) ring-opening polymerization (ROP) catalysts at varied reaction conditions. (1)H NMR spectra, size exclusion chromatography (SEC) characterizations, and kinetic studies prove that the (co)polymerizations are proceeded in a controlled manner with the three organocatalysts. It is deduced that t-BuP(4) and DBU catalysts are in an initiator/chain end activated ROP mechanism and TBD is in a nucleophilic ROP mechanism.
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spelling pubmed-68352442019-11-25 Studying the Ring-Opening Polymerization of 1,5-Dioxepan-2-one with Organocatalysts Xu, Jinbao Chen, Yang Xiao, Wenhao Zhang, Jie Bu, Minglu Zhang, Xiaoqing Lei, Caihong Polymers (Basel) Article Three different organocatalysts, namely, 1-tert-butyl-4,4,4-tris(dimethylamino)-2,2-bis[tris (dimethylamino) phosphoranylidenamino]-2Λ(5),4Λ(5)-catenadi(phosphazene) (t-BuP(4)), 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD) and 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU), have been used as 1,5-dioxepan-2-one (DXO) ring-opening polymerization (ROP) catalysts at varied reaction conditions. (1)H NMR spectra, size exclusion chromatography (SEC) characterizations, and kinetic studies prove that the (co)polymerizations are proceeded in a controlled manner with the three organocatalysts. It is deduced that t-BuP(4) and DBU catalysts are in an initiator/chain end activated ROP mechanism and TBD is in a nucleophilic ROP mechanism. MDPI 2019-10-10 /pmc/articles/PMC6835244/ /pubmed/31658721 http://dx.doi.org/10.3390/polym11101642 Text en © 2019 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
Xu, Jinbao
Chen, Yang
Xiao, Wenhao
Zhang, Jie
Bu, Minglu
Zhang, Xiaoqing
Lei, Caihong
Studying the Ring-Opening Polymerization of 1,5-Dioxepan-2-one with Organocatalysts
title Studying the Ring-Opening Polymerization of 1,5-Dioxepan-2-one with Organocatalysts
title_full Studying the Ring-Opening Polymerization of 1,5-Dioxepan-2-one with Organocatalysts
title_fullStr Studying the Ring-Opening Polymerization of 1,5-Dioxepan-2-one with Organocatalysts
title_full_unstemmed Studying the Ring-Opening Polymerization of 1,5-Dioxepan-2-one with Organocatalysts
title_short Studying the Ring-Opening Polymerization of 1,5-Dioxepan-2-one with Organocatalysts
title_sort studying the ring-opening polymerization of 1,5-dioxepan-2-one with organocatalysts
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6835244/
https://www.ncbi.nlm.nih.gov/pubmed/31658721
http://dx.doi.org/10.3390/polym11101642
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