Abstract
A dopamine-imprinted polymer (MIP) was prepared in aqueous methanol solution at 60(o)C by free-radical cross-linking polymerization of methacrylic acid in the presence of ethylene glycol dimethacrylate as the cross-linker and dopamine hydrochloride as the template molecule. Its ability to isolate dopamine was evaluated as the basis of a solid phase extraction procedure and compared with that of a non-imprinted polymer(NIP). The binding of dopamine was 84.1% and 29.1% for MIP and NIP, respectively. Various reported post-polymerization treatments to reduce template bleeding were examined. In our case the lowest bleeding was achieved after applying a combined procedure: continuous extraction in a Soxhlet apparatus (CE), followed by microwave-assisted extraction (ME) to a level of 0.061 microg/mL. A simplified model of the template-monomer complexes allowed rationalization of monomer choice based on the heats of complex formation at a PM3 level of theory.
Highlights
Several scientific groups have developed computational approaches to preselect the functional monomers used in the synthesis of Molecularly imprinted polymers (MIPs) [25,26,27,28]
In this paper we report a simple and facile theoretical analysis of the intermolecular interactions in the complexes between dopamine hydrochloride as a template and two functional monomers − acrylonitrile (AN) and methacrylic acid (MAA) − assuming that a higher energy of binding, ΔE, could indicate a more suitable monomer for use in the synthetic procedure
We report various post-polymerization treatments of the imprinted polymer aimed at elimination of DA hydrochloride (DAh) bleeding at a level that would allow a direct use of MIPs for analytical purposes
Summary
Several scientific groups have developed computational approaches to preselect the functional monomers used in the synthesis of MIPs [25,26,27,28]. In this paper we report a simple and facile theoretical analysis of the intermolecular interactions in the complexes between dopamine hydrochloride as a template and two functional monomers − acrylonitrile (AN) and methacrylic acid (MAA) − assuming that a higher energy of binding, ΔE, could indicate a more suitable monomer for use in the synthetic procedure. On this basis we chose the functional monomer and prepared the resin for SPE.
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