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Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

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 C
+ Author Affiliations
- Author Affiliations

A 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.


References


[1]   P. Fuller, Aust. NZ Wine Ind. J. 1995, 10,  58.
         
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* Other solvents were investigated but could not be used because of low solubility of TCA.