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Reference type: Journal
Authors: Luo Y, Liu L, Li LH, Deng QY
Article Title: Chromatographic Separation of the Enantiomers of a Series of C2-Asymmetric Bi-Naphthyl Compounds by Molecularly Imprinted Polymers.
Publication date: 2006
Journal: Chromatographia
Volume: 64
Issue: (7-8)
Page numbers: 393-397.
DOI: 10.1365/s10337-006-0017-5
Alternative URL: http://www.springerlink.com/content/n0503p081202477p

Abstract: The aim of this study was to observe the chiral separation of a series of C2-asymmetric bi-naphthyl compounds on molecularly imprinted polymers (MIPs) using 1,1'-bi-2-naphthol (BINOL) as template. MIP prepared using 4-vinylpyridine as the functional monomer showed better chiral recognition for the template than the MIPs prepared using acrylamide, 2-(diethylamino)ethylmethacrylate and 2-vinylpyridine, respectively. 1H-NMR was used for comparison of the interactions between template and functional monomers. For chromatographic analysis the effects of mobile phase and temperature on the chiral separation were investigated. When 4-vinylpyridine was employed as the functional monomer, chiral separation of 1,1'-bi-2-naphthol and its analogues were studied. The MIP also demonstrated an ability to discriminate between enantiomers of structurally related compounds that had not been imprinted. The thermodynamic parameters of interactions between substrates and MIP in acetonitrile based mobile phase were investigated by the Van't Hoff equation. In this study, the specific hydrogen-bonding interactions seemed to be the key factor to achieve chiral separation.
Template and target information: 1,1'-bi-2-naphthol, BINOL
Author keywords: polymer, MIP, template, 4-vinylpyridine, Recognition, temperature


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