Continuous dimethyldioxirane generation for polymer epoxidation

© The Royal Society of Chemistry 2021. Post-polymerization modification of commodity polymers yields new applications for materials already produced industrially. Incorporation of small amounts of epoxides into unsaturated polymers such as polybutadiene expands their use for grafting and compatibili...

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Main Authors: Ahlqvist, Grace P., Burke, Eileen G, Johnson, Jeremiah A., Jamison, Timothy F
Other Authors: Massachusetts Institute of Technology. Department of Chemistry
Format: Article
Language:English
Published: Royal Society of Chemistry (RSC) 2022
Online Access:https://hdl.handle.net/1721.1/134438.2
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author Ahlqvist, Grace P.
Burke, Eileen G
Johnson, Jeremiah A.
Jamison, Timothy F
author2 Massachusetts Institute of Technology. Department of Chemistry
author_facet Massachusetts Institute of Technology. Department of Chemistry
Ahlqvist, Grace P.
Burke, Eileen G
Johnson, Jeremiah A.
Jamison, Timothy F
author_sort Ahlqvist, Grace P.
collection MIT
description © The Royal Society of Chemistry 2021. Post-polymerization modification of commodity polymers yields new applications for materials already produced industrially. Incorporation of small amounts of epoxides into unsaturated polymers such as polybutadiene expands their use for grafting and compatibilization applications, but controlled epoxidation of these polymers in a safe, scalable manner presents a challenge. Herein we describe the development of a reactor for the continuous flow generation and use of dimethyldioxirane (DMDO) and its application to the low-level epoxidation of unsaturated polymers. A continuous stirred tank reactor (CSTR) prevents reactor clogging by allowing solid precipitates to settle, enabling the pumping of a homogeneous solution of oxidant. Modification of relative concentrations, flow rates, and temperatures achieves variable epoxidation levels. This method has been demonstrated on gram scale.
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spelling mit-1721.1/134438.22022-01-11T15:59:19Z Continuous dimethyldioxirane generation for polymer epoxidation Ahlqvist, Grace P. Burke, Eileen G Johnson, Jeremiah A. Jamison, Timothy F Massachusetts Institute of Technology. Department of Chemistry © The Royal Society of Chemistry 2021. Post-polymerization modification of commodity polymers yields new applications for materials already produced industrially. Incorporation of small amounts of epoxides into unsaturated polymers such as polybutadiene expands their use for grafting and compatibilization applications, but controlled epoxidation of these polymers in a safe, scalable manner presents a challenge. Herein we describe the development of a reactor for the continuous flow generation and use of dimethyldioxirane (DMDO) and its application to the low-level epoxidation of unsaturated polymers. A continuous stirred tank reactor (CSTR) prevents reactor clogging by allowing solid precipitates to settle, enabling the pumping of a homogeneous solution of oxidant. Modification of relative concentrations, flow rates, and temperatures achieves variable epoxidation levels. This method has been demonstrated on gram scale. NSF (Grant 1122374) 2022-01-11T15:59:18Z 2021-10-27T20:05:00Z 2022-01-11T15:59:18Z 2021 2021-03-11T14:21:13Z Article http://purl.org/eprint/type/JournalArticle https://hdl.handle.net/1721.1/134438.2 en 10.1039/d0py01676d Polymer Chemistry Creative Commons Attribution Noncommercial 3.0 unported license https://creativecommons.org/licenses/by-nc/3.0/ application/octet-stream Royal Society of Chemistry (RSC) Royal Society of Chemistry (RSC)
spellingShingle Ahlqvist, Grace P.
Burke, Eileen G
Johnson, Jeremiah A.
Jamison, Timothy F
Continuous dimethyldioxirane generation for polymer epoxidation
title Continuous dimethyldioxirane generation for polymer epoxidation
title_full Continuous dimethyldioxirane generation for polymer epoxidation
title_fullStr Continuous dimethyldioxirane generation for polymer epoxidation
title_full_unstemmed Continuous dimethyldioxirane generation for polymer epoxidation
title_short Continuous dimethyldioxirane generation for polymer epoxidation
title_sort continuous dimethyldioxirane generation for polymer epoxidation
url https://hdl.handle.net/1721.1/134438.2
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