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Journal Article

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


Schmidt,  Bernhard V. K. J.
Bernhard Schmidt, Kolloidchemie, Max Planck Institute of Colloids and Interfaces, Max Planck Society;

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

Cite as: http://hdl.handle.net/11858/00-001M-0000-0028-79ED-2
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.