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Light-responsive terpolymers based on polymerizable photoacids

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Abstract

We present the synthesis and characterization of amphiphilic terpolymers containing photoacids based on 1-naphthol using reversible addition fragmentation chain transfer radical polymerization (RAFT). The respective poly(methyl methacrylate-co-2-(N,N-dimethylamino)ethyl methacrylate-co-1-naphthol methacrylate/methacrylamide) P[MMAx-co-DMAEMAy-co-NMAz/NMAmz] terpolymers were prepared starting from 1-naphthol derived monomers tNMA and tNMAm via RAFT polymerization und subsequent deprotection of the hydroxyl groups. The resulting materials were characterized using size exclusion chromatography and UV/Vis absorption spectroscopy, the latter also enabling the determination of pKa in the ground as well as the excited state Image ID:c7py00571g-t1.gif of the monomers (NMA and NMAm). Afterwards, nanoprecipitation led to the formation of nanoparticles in aqueous media, which exhibited photo-responsive behavior upon UV-irradiation. Nile Red was encapsulated into the nanoparticles as a model hydrophobic guest molecule and we could demonstrate light-triggered release.

Graphical abstract: Light-responsive terpolymers based on polymerizable photoacids

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Publication details

The article was received on 05 Apr 2017, accepted on 11 Apr 2017 and first published on 12 Apr 2017


Article type: Paper
DOI: 10.1039/C7PY00571G
Citation: Polym. Chem., 2017, Advance Article
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    Light-responsive terpolymers based on polymerizable photoacids

    F. Wendler, K. R. A. Schneider, B. Dietzek and F. H. Schacher, Polym. Chem., 2017, Advance Article , DOI: 10.1039/C7PY00571G

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