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  4. Living Polymerization of 2-Ethylthio-2-oxazoline and Postpolymerization Diversification

Living Polymerization of 2-Ethylthio-2-oxazoline and Postpolymerization Diversification

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sword-2020-01-14T14:05:02.original.xml (130 B)
Original SWORD entry document
Author(s)
Wu, You-Chi
•
Swager, Timothy Manning
Date Issued
July 2019
Journal
Journal of the American Chemical Society
Publisher
American Chemical Society (ACS)
Citation
Wu, You-Chi Mason and Swager, Timothy M. "Living Polymerization of 2-Ethylthio-2-oxazoline and Postpolymerization Diversification." Journal of the American Chemical Society 141, 32 (August 2019): 12498-12501 ©2019 American Chemical Society.
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Final published version
Abstract
The postpolymerization modification of polymers produced by living polymerization is an attractive method to create precision nanomaterials. We describe the living cationic ring-opening polymerization of a 2-alkylthio-2-oxazoline to furnish a polythiocarbamate. The polythiocarbamate is activated toward substitution by N- and S-nucleophiles via oxidation of the S to an SO2. Mild substitution conditions provide broad functional group tolerance, constituting a versatile postpolymerization modification platform with access to a diversity of polyureas and polythiocarbamates. We further demonstrate the utility of this strategy by synthesizing and functionalizing block copolymers. Keywords: Colloid and Surface Chemistry; Biochemistry; General Chemistry; Catalysis
MIT Department
Massachusetts Institute of Technology. Department of Chemistry
Terms of Use
Creative Commons Attribution-NonCommercial-NoDerivs License
http://creativecommons.org/licenses/by-nc-nd/4.0/
Persistent DSpace Link
https://hdl.handle.net/1721.1/125058
DOI of Published Version
https://doi.org/10.1021/jacs.9b06009
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