Issue 19, 2017
From the journal:

Polymer Chemistry

Light-responsive terpolymers based on polymerizable photoacids†

Felix Wendler,ab   Kilian R. A. Schneider,cd   Benjamin Dietzekbcd  and  Felix H. Schacher ORCID logo *ab  

* Corresponding authors

a Institute of Organic and Macromolecular Chemistry (IOMC), Friedrich Schiller University, Jena, Humboldtstrasse 10, 07743 Jena, Germany
E-mail: felix.schacher@uni-jena.de

b Jena Center for Soft Matter (JCSM), Friedrich Schiller University Jena, Philosophenweg 7, 07743 Jena, Germany

c Leibniz Institute of Photonic Technology (IPHT) Jena e. V., Department Functional Interfaces, Albert-Einstein-Strasse 9, Jena 07745, Germany

d Institute for Physical Chemistry and Abbe Center of Photonics, Friedrich Schiller University Jena, Helmholtzweg 4, Jena 07743, Germany

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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Article information

DOI
https://doi.org/10.1039/C7PY00571G
Article type
Paper
Submitted
05 Apr 2017
Accepted
11 Apr 2017
First published
12 Apr 2017

Polym. Chem., 2017,8, 2959-2971

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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, 8, 2959 DOI: 10.1039/C7PY00571G

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