Molecular Imprinting by 4-Hydroxybenzoic Acid: A Two-Site Model

4-Hydroxybenzoic acid (4HBA) imprinted polymer was synthesized with the functional monomer, acrylamide, and the crosslinking agent, ethylene glycol dimethacrylate, in acetonitrile. Hydrogen bonding between the template and the monomer not only controls the template molecules in and out of the bindin...

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Bibliographic Details
Published in:Separation science and technology 2010-11, Vol.45 (16), p.2337-2344
Main Authors: Hu, Lucy Yue, Orwoll, Robert A.
Format: Article
Language:English
Subjects:
4-hydroxybenzoic acid (4HBA)
Affinity
binding affinity
Binding sites
Ethylene glycol
Hydrogen bonding
Isomers
molecular imprinting
Monomers
Polymers
Resins
two-site model
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Summary:4-Hydroxybenzoic acid (4HBA) imprinted polymer was synthesized with the functional monomer, acrylamide, and the crosslinking agent, ethylene glycol dimethacrylate, in acetonitrile. Hydrogen bonding between the template and the monomer not only controls the template molecules in and out of the binding sites, but also contributes to special binding sites in the resulting polymer resin. Batch analyses showed that the 4HBA-imprinted polymer has a special affinity for the para-substituted hydroxybenzoic acid, but not for its meta-substituted isomer (3HBA), nor for benzoic acid (BA). The binding behavior of 4HBA can be interpreted with a simple two-site model with one kind of site in the resin being special for 4HBA and the other kind being general with similar affinities for 4HBA, 3HBA, and BA. These general binding sites found in both the imprinted resin and the non-imprinted reference resin have greater affinity, but are less numerous than the sites unique to the imprinted resin.
ISSN:0149-6395
1520-5754
DOI:10.1080/01496395.2010.491811