Living Polymerization of 2-Ethylthio-2-oxazoline and Postpolymerization Diversification
Name
jacs.9b06009.pdf
Description
Published version
Size
1.34 MB
Format
Adobe PDF
Checksum (MD5)
0371e75692b9abc5650936cedf2825c1
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.
Version
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
Persistent DSpace Link
DOI of Published Version
https://doi.org/10.1021/jacs.9b06009