Synthesis and Evaluation of a Molecularly Imprinted Polymer Selective to 2,4,6-Trichloroanisole
Lachlan Schwarz A , Michael C. Bowyer B C , Clovia I. Holdsworth A and Adam McCluskey A CA Discipline of Chemistry, School of Environmental and Life Sciences, University of Newcastle, Callaghan NSW 2308, Australia.
B School of Applied Sciences, University of Newcastle, Ourimbah NSW 2258, Australia.
C Corresponding authors. Email: adam.mccluskey@newcastle.edu.au; chmcb@cc.newcastle.edu.au
Australian Journal of Chemistry 59(2) 129-134 https://doi.org/10.1071/CH05318
Submitted: 22 November 2005 Accepted: 17 January 2006 Published: 7 March 2006
Abstract
In the wine industry 2,4,6-trichloroanisole (TCA) has been identified as the primary contaminant responsible for ‘cork taint’. A molecularly imprinted polymer (MIP) selective for TCA was prepared in three porogens (hexane, acetonitrile, and dichloromethane) of varying polarities using non-covalent molecular imprinting techniques. Target rebinding to the MIP was found to be most effective in its porogenic solvent and highest in dichloromethane (imprinting factor = 3.65). Competitive binding assays performed against a range of close structural analogues demonstrated a preference for the target molecule.
Acknowledgments
The authors thank the Grape and Wine Research and Development Corporation for financial support (UN98/1). L.S. thanks the GWRDC for scholarship support.
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* Other solvents were investigated but could not be used because of low solubility of TCA.