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Poly(2-oxazoline) with pendant hydroxyl groups via a silyl ether-based protecting group
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Kim, Jungyeon, Beyer, Valentin and Becer, C. Remzi (2022) Poly(2-oxazoline) with pendant hydroxyl groups via a silyl ether-based protecting group. Macromolecules, 55 (23). pp. 10651-10661. doi:10.1021/acs.macromol.2c02050 ISSN 0024-9297 .
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Official URL: https://doi.org/10.1021/acs.macromol.2c02050
Abstract
The introduction of a functionality onto a poly(2-oxazoline) (POx) chain has been widely explored, yet reports of POx bearing hydroxyl side chains in a well-defined manner have not. Here, we report a simple yet elegant approach for the synthesis of POx with pendant hydroxyl groups through use of silyl protecting groups. First, a hydroxyl group containing 2-oxazoline monomer was synthesized from ε-caprolactone, which on its own results in poorly defined polymers. Moreover, protecting the hydroxy group with silyl ether-based protecting group led to well-defined polymers with free hydroxyl groups on the side chains upon deprotection. Finally, copolymers with 2-ethyl-2-oxazoline resulted in polymers with tunable hydrophilicity, and copolymers with 2-n-propyl-2-oxazoline resulted in polymers with tunable thermoresponsive behavior in water.
Item Type: | Journal Article | ||||
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Subjects: | Q Science > QD Chemistry | ||||
Divisions: | Faculty of Science, Engineering and Medicine > Science > Chemistry | ||||
SWORD Depositor: | Library Publications Router | ||||
Library of Congress Subject Headings (LCSH): | Hydroxy acids, Hydroxides, Ether, Polymers | ||||
Journal or Publication Title: | Macromolecules | ||||
Publisher: | American Chemical Society | ||||
ISSN: | 0024-9297 | ||||
Official Date: | 28 November 2022 | ||||
Dates: |
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Volume: | 55 | ||||
Number: | 23 | ||||
Page Range: | pp. 10651-10661 | ||||
DOI: | 10.1021/acs.macromol.2c02050 | ||||
Status: | Peer Reviewed | ||||
Publication Status: | Published | ||||
Access rights to Published version: | Open Access (Creative Commons) | ||||
Date of first compliant deposit: | 10 January 2023 | ||||
Date of first compliant Open Access: | 10 January 2023 |
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