Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 22, Issue 29, Pages 10150-10154Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201600750
Keywords
dick chemistry; imprinting; iniferters; nanoparticles; polymerisation
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Funding
- Region of Picardy, France
- CPER
- Nanotoxiscreen project
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The multi-step synthesis of a new water-soluble dithiocarbamate iniferter platform for the preparation of nanoparticles and-gels in aqueous solvents by photoinduced living-radical polymerisation is described herein. The water solubility of the dithiocarbamate iniferter was achieved by incorporating two unprotected glucose units into the iniferter structure by copper(I)-catalysed azide-alkyne cycloaddition (click chemistry'). Molecularly imprinted nano particles (MIPs) specific for 2,4-dichlorophenoxyacetic acid and the corresponding non-imprinted particles (NIPs) were prepared in pure water by using the prepared iniferter as photoinitiator. Radioligand binding tests confirmed a high imprinting factor, and the living character of the iniferter was demonstrated by re-initiating a second photochemical polymerisation on the NIP nanoparticles in water by using ethylene glycol methacrylate phosphate. Our newly synthesised structure is a promising tool for iniferter-mediated photopolymerisations in aqueous media for the preparation of biocompatible nanomaterials with high potential for biomedical applications in a bottom-up fashion.
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