RAFT chemistry and huisgen 1,3-dipolar cycloaddition: A route to block copolymers of vinyl acetate and 6-O-methacryloyl mannose?

Ting, S. R. S., Granville, A. M., Quémener, D., Davis, T. P., Stenzel, M. H., & Barner-Kowollik, C. (2007) RAFT chemistry and huisgen 1,3-dipolar cycloaddition: A route to block copolymers of vinyl acetate and 6-O-methacryloyl mannose? Australian Journal of Chemistry, 60(6).

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The present communication explores a novel avenue to glycopolymer-block- poly(vinyl acetate) polymers by a combination of reversible addition fragmentation chain transfer (RAFT) chemistry and Huisgen 1,3-dipolar cycloaddition (i.e., so-called ?click' chemistry) under mild reaction conditions. Such block copolymers are?because of the strongly disparate reactivity of the two monomers?otherwise not obtainable. Poly(vinyl acetate) that has an azide end group (Mn 6800 g mol?1, PDI 1.15) was treated with poly(6-O-methacryloyl mannose) (Mn 7600 g mol ?1, PDI 1.11) in the presence of 1,8-diaza[5,4,0]bicycloundec-7-ene and copper(i) iodide. The resulting poly(vinyl acetate)-block-poly(6-O- methacryloyl mannose) had a number-average molecular weight of 15 400 g mol ?1 and a PDI of 1.48, which indicates that while the cycloaddition had occurred the resulting polymer distribution featured a considerable width. The resulting slightly amphiphilic block copolymer was subsequently investigated with regard to its self-assembly in aqueous solution. Dynamic light scattering studies indicated a hydrodynamic diameter of close to 200 nm. Transmission electron microscopy studies indicate the formation of rods as well as spheres with transitions between these two phases. However, the segregation between core and shell in the spheres is not pronounced; such behaviour is expected for weakly amphiphilic block copolymers. © CSIRO 2007.

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ID Code: 99162
Item Type: Journal Article
Refereed: Yes
Additional Information: Cited By :71
Export Date: 5 September 2016
Correspondence Address: Barner-Kowollik, C.; Centre for Advanced Macromolecular Design, School of Chemical Sciences and Engineering, University of New South Wales, Sydney, NSW 2052, Australia; email: camd@unsw.edu.au
Keywords: Block copolymers, Hydrodynamics, Molecular weight, Monomers, Polyvinyl acetates, Self assembly, Amphiphilic block copolymers, Poly(6-O-methacryloyl mannose), Reversible addition fragmentation chain transfer (RAFT), Cycloaddition
DOI: 10.1071/CH07089
ISSN: 00049425
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: 02 May 2017 23:24

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