Becer, C. Remzi, Babiuch, Krzysztof, Pilz, David, Hornig, Stephanie, Heinze, Thomas, 1958-, Gottschaldt, Michael and Schubert, Ulrich S.. (2009) Clicking pentafluorostyrene copolymers : synthesis, nanoprecipitation, and glycosylation. Macromolecules, Vol.42 (No.7). pp. 2387-2394. ISSN 0024-9297

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Abstract

Glycopolymers consisting of styrene (St) and pentafluorostyrene (PFS) were synthesized by a combination of nitroxide-mediated polymerization and “click” chemistry. A series of well-defined homopolymers as well as block and random copolymers of St and PFS were obtained with different ratios by using Bloc Builder as an alkoxyamine initiator. Some copolymers showed self-assembly behavior into regular nanospheres with diameters ranging from 70 to 720 nm by applying the nanoprecipitation technique. In addition, a thiol−glycoside (2,3,4,6-tetra-O-acetyl-1-thio-β-d-glucopyranose) was reacted under ambient conditions with PFS moieties on the polymeric backbone utilizing a thiol−para fluoro “click” reaction. This nucleophilic substitution reaction was performed with high yields, and the reaction kinetic was monitored online with 19F NMR spectroscopy. Finally, the deacetylation of the protected glucose moieties was carried out to yield well-defined glycopolymers. The polymers were characterized in detail by 1H, 13C, and 19F NMR spectroscopy, size exclusion chromatography, and MALDI TOF-MS.

Item Type:	Journal Article
Subjects:	Q Science > QD Chemistry Q Science > QP Physiology
Divisions:	Faculty of Science > Chemistry
Library of Congress Subject Headings (LCSH):	Copolymers, Glycomics, Glycosylation, Polymerization
Journal or Publication Title:	Macromolecules
Publisher:	American Chemical Society
ISSN:	0024-9297
Date:	2009
Volume:	Vol.42
Number:	No.7
Page Range:	pp. 2387-2394
Identification Number:	10.1021/ma9000176
Status:	Peer Reviewed
Publication Status:	Published
Funder:	Dutch Polymer Institute (DPI)
Grant number:	502 (DPI)
URI:	http://wrap.warwick.ac.uk/id/eprint/40259

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