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

Author(s)
Wu, You-Chi; Swager, Timothy Manning
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Creative Commons Attribution-NonCommercial-NoDerivs License http://creativecommons.org/licenses/by-nc-nd/4.0/
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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
Date issued
2019-07
URI
https://hdl.handle.net/1721.1/125058
Department
Massachusetts Institute of Technology. Department of Chemistry
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.
Version: Final published version
ISSN
0002-7863
1520-5126

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