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Methylenelactide: vinyl polymerization and spatial reactivity effects
The first detailed study on free-radical polymerization, copolymerization and controlled radical polymerization of the cyclic push–pull-type monomer methylenelactide in comparison to the non-cyclic monomer α-acetoxyacrylate is described. The experimental results revealed that methylenelactide underg...
Autores principales: | , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Beilstein-Institut
2016
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5238530/ https://www.ncbi.nlm.nih.gov/pubmed/28144306 http://dx.doi.org/10.3762/bjoc.12.232 |
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author | Britner, Judita Ritter, Helmut |
author_facet | Britner, Judita Ritter, Helmut |
author_sort | Britner, Judita |
collection | PubMed |
description | The first detailed study on free-radical polymerization, copolymerization and controlled radical polymerization of the cyclic push–pull-type monomer methylenelactide in comparison to the non-cyclic monomer α-acetoxyacrylate is described. The experimental results revealed that methylenelactide undergoes a self-initiated polymerization. The copolymerization parameters of methylenelactide and styrene as well as methyl methacrylate were determined. To predict the copolymerization behavior with other classes of monomers, Q and e values were calculated. Further, reversible addition fragmentation chain transfer (RAFT)-controlled homopolymerization of methylenelactide and copolymerization with N,N-dimethylacrylamide was performed at 70 °C in 1,4-dioxane using AIBN as initiator and 2-(((ethylthio)carbonothioyl)thio)-2-methylpropanoic acid as a transfer agent. |
format | Online Article Text |
id | pubmed-5238530 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2016 |
publisher | Beilstein-Institut |
record_format | MEDLINE/PubMed |
spelling | pubmed-52385302017-01-31 Methylenelactide: vinyl polymerization and spatial reactivity effects Britner, Judita Ritter, Helmut Beilstein J Org Chem Full Research Paper The first detailed study on free-radical polymerization, copolymerization and controlled radical polymerization of the cyclic push–pull-type monomer methylenelactide in comparison to the non-cyclic monomer α-acetoxyacrylate is described. The experimental results revealed that methylenelactide undergoes a self-initiated polymerization. The copolymerization parameters of methylenelactide and styrene as well as methyl methacrylate were determined. To predict the copolymerization behavior with other classes of monomers, Q and e values were calculated. Further, reversible addition fragmentation chain transfer (RAFT)-controlled homopolymerization of methylenelactide and copolymerization with N,N-dimethylacrylamide was performed at 70 °C in 1,4-dioxane using AIBN as initiator and 2-(((ethylthio)carbonothioyl)thio)-2-methylpropanoic acid as a transfer agent. Beilstein-Institut 2016-11-14 /pmc/articles/PMC5238530/ /pubmed/28144306 http://dx.doi.org/10.3762/bjoc.12.232 Text en Copyright © 2016, Britner and Ritter https://creativecommons.org/licenses/by/4.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms) |
spellingShingle | Full Research Paper Britner, Judita Ritter, Helmut Methylenelactide: vinyl polymerization and spatial reactivity effects |
title | Methylenelactide: vinyl polymerization and spatial reactivity effects |
title_full | Methylenelactide: vinyl polymerization and spatial reactivity effects |
title_fullStr | Methylenelactide: vinyl polymerization and spatial reactivity effects |
title_full_unstemmed | Methylenelactide: vinyl polymerization and spatial reactivity effects |
title_short | Methylenelactide: vinyl polymerization and spatial reactivity effects |
title_sort | methylenelactide: vinyl polymerization and spatial reactivity effects |
topic | Full Research Paper |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5238530/ https://www.ncbi.nlm.nih.gov/pubmed/28144306 http://dx.doi.org/10.3762/bjoc.12.232 |
work_keys_str_mv | AT britnerjudita methylenelactidevinylpolymerizationandspatialreactivityeffects AT ritterhelmut methylenelactidevinylpolymerizationandspatialreactivityeffects |