Synthesis of star and H-shape polymers via a combination of cobalt-mediated radical polymerization and nitrone-mediated radical coupling reactions

Detrembleur, C., Debuigne, A., Altintas, O., Conradi, M., Wong, E. H. H., Jérôme, C., Barner-Kowollik, C., & Junkers, T. (2012) Synthesis of star and H-shape polymers via a combination of cobalt-mediated radical polymerization and nitrone-mediated radical coupling reactions. Polymer Chemistry, 3(1).

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Abstract

Via consecutive cobalt-mediated radical polymerization (CMRP), nitrone-mediated radical coupling (NMRC) and copper catalyzed azide-alkyne cycloaddition (CuAAC), polymers with mikto-arm star and H-shape architecture were synthesized. Poly(vinyl acetate)40-block-poly(acrylonitrile) 78-Co(acac)2 polymers were synthesized via CMRC and subsequently coupled using an alkyne functional nitrone. The coupling efficiency of the NMRC process was assessed employing N-tert-butyl α-phenyl nitrone (PBN), which is structurally very similar to the later employed coupling agent. Generally, coupling efficiencies of close to 90% or higher were observed in all cases. Since the coupling reaction yields triblock copolymers bearing an alkoxyamine functionality (and thus also an alkyne group) in the middle of the chain, well defined PEG conjugates could be obtained via CuAAC. Miktoarm star polymers of the structure (PVAc-b-PAN)2-PEG were generated as well as H-shaped material of the structure (PVAc-b-PAN)2-PEG-(PVAc-b-PAN) 2via conjugation with bifunctional PEG. In all cases, very narrow molecular weight material was obtained. Molecular weight analysis of the intermediate and the final products reveals that the hydrodynamic volume of the miktoarm star and the H-shaped materials is not substantially increased during the final conjugation reaction despite the fact that the absolute molecular weight increases by more than a factor of two in the latter case. Success of the conjugation reactions was confirmed via composition analysis via NMR.

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ID Code: 99305
Item Type: Journal Article
Refereed: Yes
Additional Information: Cited By :28
Export Date: 5 September 2016
Correspondence Address: Detrembleur, C.; Center for Education and Research on Macromolecules (CERM), University of LiegeBelgium; email: Christophe.Detrembleur@ulg.ac.be
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Keywords: Alkoxyamines, Alkyne groups, Azide-alkyne cycloaddition, Bifunctional, Composition analysis, Copper catalyzed, Coupling efficiency, Coupling reaction, H-shaped, Hydrodynamic volumes, Miktoarm star polymers, Molecular weight analysis, Nitrones, Radical coupling, Radical coupling reactions, Acetylene, Atom transfer radical polymerization, Block copolymers, Cobalt, Coupling agents, Functional polymers, Molecular weight, Polyethylene glycols, Polyethylene oxides, Polymerization, Reaction intermediates, Stars, Synthesis (chemical), Polyvinyl acetates
DOI: 10.1039/c1py00297j
ISSN: 17599954
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: 04 Oct 2016 04:02

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