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Organocatalyzed ring-opening copolymerization of α-bromo-γ-butyrolactone with ε-caprolactone for the synthesis of functional aliphatic polyesters – pre-polymers for graft copolymerization
Diphenyl phosphate (DPP) was exploited as an organocatalyst to synthesize copolymers by ring-opening polymerization with α-bromo-γ-butyrolactone (αBrγBL) and ε-caprolactone (εCL) as monomers and polyethylene glycol (PEG) as initiator. The conversion rates of monomers and molecular weights of copolym...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Taylor & Francis
2018
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6282472/ https://www.ncbi.nlm.nih.gov/pubmed/30532666 http://dx.doi.org/10.1080/15685551.2018.1550288 |
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author | Gao, Chen Tsou, Chi-Hui Zeng, Chun-Yan Yuan, Li Peng, Rui Zhang, Xue-Mei |
author_facet | Gao, Chen Tsou, Chi-Hui Zeng, Chun-Yan Yuan, Li Peng, Rui Zhang, Xue-Mei |
author_sort | Gao, Chen |
collection | PubMed |
description | Diphenyl phosphate (DPP) was exploited as an organocatalyst to synthesize copolymers by ring-opening polymerization with α-bromo-γ-butyrolactone (αBrγBL) and ε-caprolactone (εCL) as monomers and polyethylene glycol (PEG) as initiator. The conversion rates of monomers and molecular weights of copolymers synthesized under different conditions were determined by (1)H-NMR. The (1)H-NMR results showed that the copolymers of αBrγBL and εCL initiated by PEG (PEGCB) were successfully synthesized and the conversions of εCL were relatively high (>70%), while the conversions of αBrγBL were relatively low (<26%). The highest molar ratio of αBrγBL to εCL units in these copolymers is 0.17, when the copolymerization was carried out at 100℃ for 17h. The bromine atoms hanged on the chain of the copolymers PEGCB provide a good opportunity to construct graft copolymers via atom transfer radical polymerization (ATRP). The subsequent grafting of 2-(dimethylamino)ethyl methacrylate (DMAEMA) was conducted by using PEGCB3 as macroinitiator, CuBr/N,N’,N’,N”,N”- pentamethyldiethylenetriamine (PMDETA) as catalysts and toluene/anisole as solvents via ATRP. According to the analysis of (1)H-NMR, the grafting efficiency, grafting ratio and grafting frequency were 22.4%, 160.7% and 1133.8, respectively. |
format | Online Article Text |
id | pubmed-6282472 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2018 |
publisher | Taylor & Francis |
record_format | MEDLINE/PubMed |
spelling | pubmed-62824722018-12-07 Organocatalyzed ring-opening copolymerization of α-bromo-γ-butyrolactone with ε-caprolactone for the synthesis of functional aliphatic polyesters – pre-polymers for graft copolymerization Gao, Chen Tsou, Chi-Hui Zeng, Chun-Yan Yuan, Li Peng, Rui Zhang, Xue-Mei Des Monomers Polym Article Diphenyl phosphate (DPP) was exploited as an organocatalyst to synthesize copolymers by ring-opening polymerization with α-bromo-γ-butyrolactone (αBrγBL) and ε-caprolactone (εCL) as monomers and polyethylene glycol (PEG) as initiator. The conversion rates of monomers and molecular weights of copolymers synthesized under different conditions were determined by (1)H-NMR. The (1)H-NMR results showed that the copolymers of αBrγBL and εCL initiated by PEG (PEGCB) were successfully synthesized and the conversions of εCL were relatively high (>70%), while the conversions of αBrγBL were relatively low (<26%). The highest molar ratio of αBrγBL to εCL units in these copolymers is 0.17, when the copolymerization was carried out at 100℃ for 17h. The bromine atoms hanged on the chain of the copolymers PEGCB provide a good opportunity to construct graft copolymers via atom transfer radical polymerization (ATRP). The subsequent grafting of 2-(dimethylamino)ethyl methacrylate (DMAEMA) was conducted by using PEGCB3 as macroinitiator, CuBr/N,N’,N’,N”,N”- pentamethyldiethylenetriamine (PMDETA) as catalysts and toluene/anisole as solvents via ATRP. According to the analysis of (1)H-NMR, the grafting efficiency, grafting ratio and grafting frequency were 22.4%, 160.7% and 1133.8, respectively. Taylor & Francis 2018-11-29 /pmc/articles/PMC6282472/ /pubmed/30532666 http://dx.doi.org/10.1080/15685551.2018.1550288 Text en © 2018 The Author(s). Published by Informa UK Limited, trading as Taylor & Francis Group. http://creativecommons.org/licenses/by/4.0/ This is an Open Access article distributed under the terms of the Creative Commons Attribution License (http://creativecommons.org/licenses/by/4.0/), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. |
spellingShingle | Article Gao, Chen Tsou, Chi-Hui Zeng, Chun-Yan Yuan, Li Peng, Rui Zhang, Xue-Mei Organocatalyzed ring-opening copolymerization of α-bromo-γ-butyrolactone with ε-caprolactone for the synthesis of functional aliphatic polyesters – pre-polymers for graft copolymerization |
title | Organocatalyzed ring-opening copolymerization of α-bromo-γ-butyrolactone with ε-caprolactone for the synthesis of functional aliphatic polyesters – pre-polymers for graft copolymerization |
title_full | Organocatalyzed ring-opening copolymerization of α-bromo-γ-butyrolactone with ε-caprolactone for the synthesis of functional aliphatic polyesters – pre-polymers for graft copolymerization |
title_fullStr | Organocatalyzed ring-opening copolymerization of α-bromo-γ-butyrolactone with ε-caprolactone for the synthesis of functional aliphatic polyesters – pre-polymers for graft copolymerization |
title_full_unstemmed | Organocatalyzed ring-opening copolymerization of α-bromo-γ-butyrolactone with ε-caprolactone for the synthesis of functional aliphatic polyesters – pre-polymers for graft copolymerization |
title_short | Organocatalyzed ring-opening copolymerization of α-bromo-γ-butyrolactone with ε-caprolactone for the synthesis of functional aliphatic polyesters – pre-polymers for graft copolymerization |
title_sort | organocatalyzed ring-opening copolymerization of α-bromo-γ-butyrolactone with ε-caprolactone for the synthesis of functional aliphatic polyesters – pre-polymers for graft copolymerization |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6282472/ https://www.ncbi.nlm.nih.gov/pubmed/30532666 http://dx.doi.org/10.1080/15685551.2018.1550288 |
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