Hydrolysis of hydrophobic poly(2-oxazoline)s and their subsequent modification via aza-Michael addition

Partially hydrolysed poly(2-oxazoline)s possess unique properties. However, much of the focus in this area has been on water soluble poly(2-oxazoline)s. Where hydrophobic poly(2-oxazoline)s have been used, this is often for selective hydrolysis. However, hydrolysis of very hydrophobic polymers could...

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Main Authors: Ben A. Drain, Remzi C. Becer
Format: Article
Language:English
Published: Taylor & Francis Group 2023-12-01
Series:Designed Monomers and Polymers
Subjects:
Online Access:http://dx.doi.org/10.1080/15685551.2023.2267232
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author Ben A. Drain
Remzi C. Becer
author_facet Ben A. Drain
Remzi C. Becer
author_sort Ben A. Drain
collection DOAJ
description Partially hydrolysed poly(2-oxazoline)s possess unique properties. However, much of the focus in this area has been on water soluble poly(2-oxazoline)s. Where hydrophobic poly(2-oxazoline)s have been used, this is often for selective hydrolysis. However, hydrolysis of very hydrophobic polymers could lead to interesting solution behaviour. Herein, we describe universal conditions for the hydrolysis of poly(2-alkyl-2-oxazoline)s suitable for both hydrophobic and hydrophilic 2-oxazolines. We show that the system utilised gives comparable rates to that of water alone for poly(2-ethyl-2-oxazoline). In addition, poly(2-fatty acid-2-oxazoline) was hydrolysed using the developed system and was found to proceed in a controlled manner allowing the targeting of specific degrees of hydrolysis, albeit much slower than for poly(2-ethyl-2-oxazoline). Finally, we demonstrate the partial functionalisation of poly(2-oxazoline)-poly(ethylene imine) co-polymers via aza-Michael addition.
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spelling doaj.art-22acfdfadf0a46d3adcfe22c650011492023-12-13T15:41:09ZengTaylor & Francis GroupDesigned Monomers and Polymers1385-772X1568-55512023-12-0126121422210.1080/15685551.2023.22672322267232Hydrolysis of hydrophobic poly(2-oxazoline)s and their subsequent modification via aza-Michael additionBen A. Drain0Remzi C. Becer1University of WarwickUniversity of WarwickPartially hydrolysed poly(2-oxazoline)s possess unique properties. However, much of the focus in this area has been on water soluble poly(2-oxazoline)s. Where hydrophobic poly(2-oxazoline)s have been used, this is often for selective hydrolysis. However, hydrolysis of very hydrophobic polymers could lead to interesting solution behaviour. Herein, we describe universal conditions for the hydrolysis of poly(2-alkyl-2-oxazoline)s suitable for both hydrophobic and hydrophilic 2-oxazolines. We show that the system utilised gives comparable rates to that of water alone for poly(2-ethyl-2-oxazoline). In addition, poly(2-fatty acid-2-oxazoline) was hydrolysed using the developed system and was found to proceed in a controlled manner allowing the targeting of specific degrees of hydrolysis, albeit much slower than for poly(2-ethyl-2-oxazoline). Finally, we demonstrate the partial functionalisation of poly(2-oxazoline)-poly(ethylene imine) co-polymers via aza-Michael addition.http://dx.doi.org/10.1080/15685551.2023.2267232poly(2-oxazoline)cationic ring-opening polymerizationhydrolysis of polymerspoly(ethylene imine)
spellingShingle Ben A. Drain
Remzi C. Becer
Hydrolysis of hydrophobic poly(2-oxazoline)s and their subsequent modification via aza-Michael addition
Designed Monomers and Polymers
poly(2-oxazoline)
cationic ring-opening polymerization
hydrolysis of polymers
poly(ethylene imine)
title Hydrolysis of hydrophobic poly(2-oxazoline)s and their subsequent modification via aza-Michael addition
title_full Hydrolysis of hydrophobic poly(2-oxazoline)s and their subsequent modification via aza-Michael addition
title_fullStr Hydrolysis of hydrophobic poly(2-oxazoline)s and their subsequent modification via aza-Michael addition
title_full_unstemmed Hydrolysis of hydrophobic poly(2-oxazoline)s and their subsequent modification via aza-Michael addition
title_short Hydrolysis of hydrophobic poly(2-oxazoline)s and their subsequent modification via aza-Michael addition
title_sort hydrolysis of hydrophobic poly 2 oxazoline s and their subsequent modification via aza michael addition
topic poly(2-oxazoline)
cationic ring-opening polymerization
hydrolysis of polymers
poly(ethylene imine)
url http://dx.doi.org/10.1080/15685551.2023.2267232
work_keys_str_mv AT benadrain hydrolysisofhydrophobicpoly2oxazolinesandtheirsubsequentmodificationviaazamichaeladdition
AT remzicbecer hydrolysisofhydrophobicpoly2oxazolinesandtheirsubsequentmodificationviaazamichaeladdition