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Reference type: Journal
Authors: Sellergren B
Article Title: Molecular imprinting by noncovalent interactions - enantioselectivity and binding-capacity of polymers prepared under conditions favoring the formation of template complexes.
Publication date: 1989
Journal: Makromolekulare Chemie-Macromolecular Chemistry And Physics
Volume: 190
Issue: (11)
Page numbers: 2703-2711.
DOI: 10.1002/macp.1989.021901104

Abstract: A molecular imprinting procedure based on electrostatic and hydrogen bonding interactions was developed, resulting in polymers of high selectivity for complexing of L-phenylalanine anilide. The polymerization conditions were chosen in such a way that the formation of solution complexes between methacrylic acid (MAA) and the template (L-phenylalanine anilide) prior to polymerization would be favored. Thus, by increasing the ratio of MAA to the crosslinker (ethylene dimethacrylate, EDMA), polymers of a higher enantioselectivity and binding capacity were obtained. In the chromatographic mode, a high chiral separation factor (a = 3,4) was observed even for polymers prepared in presence of nearly 50 mol-% MAA in the monomer mixture. However, the use of polymers prepared by initiating at a lower temperature (40 instead of 60C) and polymers prepared using porogens of lower polarity (benzene instead of acetonitrile) only resulted in higher capacity factors (K'). The association constant for the binding of L-phenylalanine anilide to the sites of an imprinted polymer as well as the number of accessible sites of the latter were estimated from a binding study using a batch and a chromatographic procedure


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