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Development of a novel molecularly imprinted polymer for the retention of 4,6-dimethyldibenzothiophene

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Abstract

Several molecularly imprinted polymers (MIPs) for the retention of 4,6-dimethyldibenzothiophene (4,6-DMDBT) were prepared. The first was a polymer prepared non-covalently with methacrylic acid and ethylene glycol dimethacrylate polymerized in the presence of 4,6-DMDBT. After extraction of 4,6-DMDBT, the selectivity of the imprinted polymer was evaluated by HPLC and compared to a non-imprinted control polymer prepared without 4,6-DMDBT. The imprinted polymer retained 4,6-DMDBT slightly longer than the control polymer. The second polymer was prepared using nickel (II)-methacryloylhistidinedihydrate monomer which was combined with 4,6-DMDBT, and polymerized with ethylene glycol dimethacrylate. This is a novel use of this monomer for retention of sulfur-containing organic compounds. Selectivity for 4,6-DMDBT was much greater in this polymer compared to the first, and retention in acetonitrile was more than three times greater on the imprinted polymer compared to a control polymer. Results indicate the potential use of this novel MIP for the removal of organosulfur compounds from fuel.

Chromatograms of a solution of acetone and 10 ppm 4,6-DMDBT in acetonitrile, evaluated on a non-imprinted control (dashed line) and imprinted test (solid line) polymers. Peak at 1.5 min on control column are acetone and 4,6-DMDBT. Peak at 1.5 min on test column is acetone and at 2.5 min is 4,6-DMDBT.

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Acknowledgement

We are grateful to Susquehanna University for funding and supporting this project.

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Authors and Affiliations

  1. Chemistry Department, Susquehanna University, 514 University Avenue, Selinsgrove, PA, 17870, USA

    Lou Ann Tom, Chelsea L. Gerard, Colin M. Hutchison & Amanda S. Brooker

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  1. Lou Ann Tom
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  2. Chelsea L. Gerard
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  3. Colin M. Hutchison
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  4. Amanda S. Brooker
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Correspondence to Lou Ann Tom.

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Tom, L.A., Gerard, C.L., Hutchison, C.M. et al. Development of a novel molecularly imprinted polymer for the retention of 4,6-dimethyldibenzothiophene. Microchim Acta 176, 375–380 (2012). https://doi.org/10.1007/s00604-011-0730-0

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  • DOI: https://doi.org/10.1007/s00604-011-0730-0

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