A Sugar Decorated Macromolecular Bottle Brush by Carbohydrate Initiated Cationic Ring Opening Polymerization
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Weber, Christine; Czaplewska, Justyna; Baumgärtel, Anja; Altuntas, Esra; Gottschaldt, Michael; Hoogenboom, Richard; Schubert, Ulrich S.
- Abstract:
- The capability of a range of protected glucose- (Glc),
galactose- (Gal), and fructose- (Fru) based tosylates and triflates to
initiate the living cationic ring-opening polymerization of 2-ethyl-2-
oxazoline (EtOx) was investigated by detailed kinetic studies utilizing
1H and 19F NMR spectroscopy and SEC as well as MALDI and ESI
TOF mass spectrometry. The Glc and Gal tosylates and a sterically
hindered Fru triflate revealed slow and incomplete initiation, whereas
the Glc and Gal triflates resulted in living polymerizations. Welldefined
Glc as well as Gal α-end-functionalized PEtOx was obtained
after deprotection. Functionalization of the living oxazolinium chain ends with methacrylate anions resulted in a macromonomer
that was applied for RAFT polymerization. Deprotection resulted in a comb polymer that is selectively functionalized with Glc at
the ends of all side chains (DPbackbone = 13, DPside chains = 10, PDI = 1.11).
- Year:
- 2012
- Type of Publication:
- Article
- Journal:
- Macromolecules
- Volume:
- 45
- Pages:
- 46-55