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

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

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Citation

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
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.