Poly(2-oxazoline) with Pendant Hydroxyl Groups via a Silyl Ether-Based Protecting Group

Jungyeon Kim, Valentin Beyer, C.R. Becer

Research output: Contribution to journalArticlepeer-review

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.
Original languageEnglish
Number of pages11
JournalMacromolecules
Volume55
Issue number23
DOIs
Publication statusPublished - 28 Nov 2022

Bibliographical note

Copyright © 2022 The Authors. Published by American Chemical Society. This publication is licensed under CC-BY 4.0 (https://creativecommons.org/licenses/by/4.0/).

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