Molecularly Imprinted Polymer Microspheres Containing Photoswitchable Spiropyran-Based Binding Sites

Tibor Renkecz; Gunter Mistlberger; Marcin Pawlak; Viola Horvath; Eric Bakker

doi:10.1021/am401958e

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Molecularly Imprinted Polymer Microspheres Containing Photoswitchable Spiropyran-Based Binding Sites

Journal article

Open access

Peer reviewed

Molecularly Imprinted Polymer Microspheres Containing Photoswitchable Spiropyran-Based Binding Sites

Tibor Renkecz, Gunter Mistlberger, Marcin Pawlak, Viola Horvath and Eric Bakker

ACS Applied Materials and Interfaces, Vol.5(17), pp.8537-8545

2013

DOI: https://doi.org/10.1021/am401958e

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Abstract

Chemical Engineering

Macromolecular and Materials Chemistry

Physical Chemistry (incl. Structural)

photoswitching

spiropyran

molecularly imprinted polymer

triazine

precipitation polymerization

A versatile approach for the preparation of photoswitchable molecularly imprinted polymers (MIPs) is proposed where the selective recognition and the photoresponsive function are assumed by two different monomers. As a proof of concept, MIP microspheres were synthesized by precipitation polymerization for recognizing terbutylazine, a triazine-type herbicide. Formation of the selective binding sites was based upon H-bonding interactions between the template and the functional monomer methacrylic acid, whereas a polymerizable spiropyran unit was incorporated into the polymer matrix to provide light-controllable characteristics. A trifunctional monomer, trimethylolpropane trimethacrylate, was used as a cross-linker. The imprinted particles exhibited considerable morphological differences compared to their nonimprinted counterparts as observed by scanning electron microscopy. The imprinting effect was confirmed by equilibrium rebinding studies. The photoresponsiveness of the polymer particles was visualized by fluorescence microscopy and further characterized by spectroscopy. The template binding behavior could be regulated by alternating UV and visible light illumination when analyte release and uptake was observed, respectively. Binding isotherms fitted by the Freundlich model revealed the photomodulation of the number of binding sites and their average affinity. This facile synthetic approach may give an attractive starting point to endow currently existing highly selective MIPs with photoswitchable properties, thereby extending the scope of spiropyran-based photoresponsive smart materials.

Details

Title: Molecularly Imprinted Polymer Microspheres Containing Photoswitchable Spiropyran-Based Binding Sites
Authors: Tibor Renkecz (Author) - University of Geneva, Switzerland
Gunter Mistlberger (Author) - University of Geneva, Switzerland
Marcin Pawlak (Author) - University of Geneva, Switzerland
Viola Horvath (Author) - Budapest University of Technology and Economics, Hungary
Eric Bakker (Author) - University of Geneva, Switzerland
Publication details: ACS Applied Materials and Interfaces, Vol.5(17), pp.8537-8545
Publisher: American Chemical Society
Date published: 2013
DOI: 10.1021/am401958e
ISSN: 1944-8244
Copyright note: Copyright © 2013 The Authors. This is an open access article published under an ACS AuthorChoice License, which permits copying and redistribution of the article or any adaptations for non-commercial purposes.
Organisation Unit: University of the Sunshine Coast, Queensland
Language: English
Record Identifier: 99450081702621
Output Type: Journal article

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Collaboration types: Domestic collaboration; International collaboration
Web Of Science research areas: Materials Science, Multidisciplinary; Nanoscience & Nanotechnology

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