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Issue 30, 2016
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Cationic ring-opening polymerization of protected oxazolidine imines resulting in gradient copolymers of poly(2-oxazoline) and poly(urea)

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Abstract

Poly(urea)s are a polymer class widely used in industry. Their utilization in biomedical applications is already described, however, the use of controlled polymerization methods instead of polycondensation approaches would allow a better control over the degree of polymerization and the dispersity of the resulting polymers, improving their suitability for this particular field of application. Cationic ring-opening polymerization (CROP) as a chain growth polymerization enables those requirements and, additionally, allows the copolymerization with 2-oxazolines, which are generally known for their biocompatibility. In this report, a Boc protected oxazolidine imine monomer is synthesized and polymerized in a homopolymerization, as well as in a copolymerization with 2-ethyl-2-oxazoline (EtOx) via CROP. The synthesized polymers were analyzed regarding their chemical and physical properties, using NMR, GC, MALDI-MS, SEC, TGA and DSC. Copolymerization kinetics revealed the formation of quasi-block copolymers, able to self-assemble in aqueous solution as indicated by DLS.

Graphical abstract: Cationic ring-opening polymerization of protected oxazolidine imines resulting in gradient copolymers of poly(2-oxazoline) and poly(urea)

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Supplementary files

Article information


Submitted
04 May 2016
Accepted
24 Jun 2016
First published
24 Jun 2016

Polym. Chem., 2016,7, 4924-4936
Article type
Paper

Cationic ring-opening polymerization of protected oxazolidine imines resulting in gradient copolymers of poly(2-oxazoline) and poly(urea)

M. N. Leiske, M. Hartlieb, F. H. Sobotta, R. M. Paulus, H. Görls, P. Bellstedt and U. S. Schubert, Polym. Chem., 2016, 7, 4924
DOI: 10.1039/C6PY00785F

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