Well-defined glycopolymers from RAFT polymerization: Poly(methyl 6-O-methacryloyl-α-D-glucoside) and Its Block Copolymer with 2-Hydroxyethyl Methacrylate

Albertin, L., Stenzel, M., Barner-Kowollik, C., Foster, L. J. R., & Davis, T. P. (2004) Well-defined glycopolymers from RAFT polymerization: Poly(methyl 6-O-methacryloyl-α-D-glucoside) and Its Block Copolymer with 2-Hydroxyethyl Methacrylate. Macromolecules, 37(20).

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Abstract

The glycomonomer methyl 6-O-methacryloyl-α-D-glucoside was prepared by lipase-catalyzed transesterification of vinyl methacrylate with methyl α-D-glucoside in dry acetonitrile. The desired 6-O regioisomer was obtained in good yield and its structure confirmed by 1H- 1H and 1H-13C correlation NMR spectroscopy. Reversible addition-fragmentation chain transfer (RAFT) polymerization of the unprotected monomer was performed directly in aqueous solution using (4-cyanopentanoic acid)-4-dithiobenzoate as the chain transfer agent to give poly(methyl 6-O-methacryloyl-α-D-glucoside) with Mn between 16 and 103 kDa (1H NMR) and polydispersities as low as 1.10. Chain extension of one of these polymers with 2-hydroxyethyl methacrylate afforded the novel hydrophilic-hydrophilic block copolymer poly [(methyl 6-O-methacryloyl-α-D-glucoside)-block-(2-hydroxyethyl methacrylate)].

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ID Code: 99078
Item Type: Journal Article
Refereed: Yes
Additional Information: Cited By :120
Export Date: 5 September 2016
CODEN: MAMOB
Correspondence Address: Stenzel, M.; Ctr. for Adv. Macromolecular Design, Sch. of Chem. Eng. and Indust. Chem., University of New South Wales, Sydney, NSW 2052, Australia
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Keywords: Catalysis, Complexation, Coordination reactions, Enzymes, Hydrophilicity, Isomers, Molecular weight, Nuclear magnetic resonance spectroscopy, Organic acids, Polymerization, Polymethyl methacrylates, Solutions, Synthesis (chemical), Chain transfer, Glycopolymers, Living coordination polymerization, Living radical polymerization (LRP), Block copolymers
DOI: 10.1021/ma049129
ISSN: 00249297
Divisions: Current > Schools > School of Chemistry, Physics & Mechanical Engineering
Current > Institutes > Institute for Future Environments
Current > QUT Faculties and Divisions > Science & Engineering Faculty
Deposited On: 22 Sep 2016 04:50
Last Modified: 22 Sep 2016 04:50

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