Access to multiblock copolymers via supramolecular host-guest chemistry and photochemical ligation

Hirschbiel, A. F., Konrad, W., Schulze-Sünninghausen, D., Wiedmann, S., Luy, B., Schmidt, B. V.K.J. and Barner-Kowollik, C. (2015) Access to multiblock copolymers via supramolecular host-guest chemistry and photochemical ligation. ACS Macro Letters, 4(10), pp. 1062-1066. (doi:10.1021/acsmacrolett.5b00485)

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Abstract

We combine supramolecular host–guest interactions of β-cyclodextrin (CD) with light-induced Diels–Alder reactions of 2-methoxy-6-methylbenzaldehyde (photoenol, PE) for the formation of multiblock copolymers. Via the synthesis of a new bifunctional chain transfer agent (CTA) and subsequent reversible addition–fragmentation chain transfer (RAFT) polymerization, we introduce a supramolecular recognition unit (tert-butyl phenyl) and a photoactive unit (photoenol) to a polymer chain in order to obtain an α,ω-functionalized polymeric center block, having orthogonal recognition units at each chain end. Multiblock copolymers are formed via the light-induced reaction of the photoenol with a maleimide-functionalized polymer chain and the supramolecular self-assembly of the tert-butyl phenyl group with the β-CD end group of a third polymer chain. By employing the fast and efficient photoinduced Diels–Alder reaction in combination with supramolecular host–guest interactions, a novel method for macromolecular modular ligation is introduced.

Item Type:Articles
Status:Published
Refereed:Yes
Glasgow Author(s) Enlighten ID:Schmidt, Dr Bernhard
Authors: Hirschbiel, A. F., Konrad, W., Schulze-Sünninghausen, D., Wiedmann, S., Luy, B., Schmidt, B. V.K.J., and Barner-Kowollik, C.
College/School:College of Science and Engineering > School of Chemistry
Journal Name:ACS Macro Letters
Publisher:American Chemical Society
ISSN:2161-1653
ISSN (Online):2161-1653
Published Online:08 September 2015

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