OMNiMIPs: ONE MONOMER MOLECULARLY IMPRINTED POLYMERS
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1
Louisiana State University, United States
There is a tremendous interest in the analytical applications of molecularly imprinted polymers (MIPs), which can serve as the molecular recognition element of sensors, immunoassays, and separation media. However, difficulties with formulation variables and the need for empirical optimization have inhibited the widespread use of MIPs by the general scientific community. While investigating new crosslinkers for molecular imprinting, we have recently discovered a much simpler approach to MIP formation which utilizes a single crosslinking monomer, NOBE, in addition to template, solvent and initiator. This new formulation eliminates variables such as choice of functional monomer (FM) and crosslinker (XL), the ratio of functional monomer/crosslinker (FM/XL), and the ratio of functional monomer/template which normally complicates MIP design. Thus we refer to this type of imprinted material as an OMNiMIP, which stands for One MoNomer Molecularly Imprinted Polymer.
Herein we report that another crosslinking monomer, N-acetyl glycine (NAG) has shown improved enantioselectivity when used in conjunction with the functional monomer methacrylic acid. Initial studies on using NAG as an OMNiMIP have indicated that it might show improvement over NOBE under thermal polymerization conditions. The origins of the enhanced selectivity could arise from both molecular and macromolecular contributions. At the molecular level, selectivity of template binding may be enhanced by cooperative 1,3 interactions of the amide and carbonyl group of NAG, versus the more distant 1,5 interaction of NOBE. From a materials point of view, the shorter length of NAG may provide a better resolved binding site by wrapping more snugly around the template molecule. The synthesis of the NAG monomer and its performance for chiral selectivity will be presented.
Keywords:
Enanatioselectivity,
N-acetyl glycine (NAG),
N, O-Bismethacryloyl ethanolamine (NOBE),
Molecular recognition element,
molecularly imprinted polymer
Conference:
National Organization for the Professional Advancement of Black Chemists and Chemical Engineers (NOBCChE) 45th Annual Conference , Orlando, Florida, United States, 17 Sep - 20 Sep, 2018.
Presentation Type:
Poster Presentation
Topic:
Organic Chemistry
Citation:
Hasan
M,
Pandey
A and
Spivak
D
(2019). OMNiMIPs: ONE MONOMER MOLECULARLY IMPRINTED POLYMERS.
Front. Chem.
Conference Abstract:
National Organization for the Professional Advancement of Black Chemists and Chemical Engineers (NOBCChE) 45th Annual Conference .
doi: 10.3389/conf.fchem.2018.01.00043
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Received:
19 Oct 2018;
Published Online:
17 Jan 2019.
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Correspondence:
Dr. David Spivak, Louisiana State University, Baton Rouge, United States, dspivak@lsu.edu