Synthesis, solubility and optical activity of chiral poly(2,4-disubstituted-2-oxazoline)s
Mengshi Yang*, Robert Luxenhofer
Functional Polymer Materials, Chair for Chemical Technology of Material Synthesis and the Bavarian Polymer Institute, University of Würzburg, Röntgenring 11, 97070 Würzburg, Germany
Poly(2-oxazoline)s are regarded as a kind of pseudo-polypeptides, and considered to have potential biomedical applications, for instance, in drug delivery systems. We have synthesized a wide range of chiral poly(2,4-disubstituted-2-oxazoline)s via living cationic ring-opening polymerization, and investigated their water-solubility and optical activity as well as their thermal properties. Introduction of chirality via the alkyl substituents in the main chain in chiral poly(2,4-disubstituted-2-oxazoline)s allows for the formation of secondary structure in aqueous and non-aqueous environments as well as in bulk.[1-2] This will be interesting in the context of drug delivery, as shown by stereocomplexes using stereoregular poly(lactic acid). Therefore, drug loading with respect to chirality is being tested and will be reported.
1. Luxenhofer, R.; Huber, S.; Hytry, J.; Tong, J.; Kabanov, A. V.; Jordan, R., Chiral and Water-Soluble Poly(2-oxazoline)s. Journal of Polymer Science Part a-Polymer Chemistry 2013, 51 (3), 732-738.
2. Bloksma, M. M.; Rogers, S.; Schubert, U. S.; Hoogenboom, R., Main-Chain Chiral Poly(2-oxazoline)s: Influence of Alkyl Side-chain on Secondary Structure Formation in Solution. Journal of Polymer Science Part a-Polymer Chemistry 2011, 49 (13), 2790-2801.