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Tailor-made molecularly imprinted polymers for dimethoate and deltamethrin recognition: synthesis, characterization and chromatographic evaluation

Abstract

This work concerns the development of molecularly imprinted polymers (MIPs) for the selective extraction of dimethoate (dmt) and deltamethrin (dm) from food matrices. To achieve this goal, the non-covalent methodology has been applied for the preparation of MIPs using metacrylic acid (MAA) as a functional monomer and ethylene glycol dimethacrylate (EGDMA) and triethylene glycol dimethacrylate (TEGDMA) as cross-linkers in order to evaluate the influence of the nature of the cross-linker on the efficiency and selectivity of those MIPs for the target pesticides. Non-imprinted polymers (NIPs), which do not contain template, have been also prepared in parallel with the MIP synthesis using the same synthetic protocol to assess the specificity of the interactions. Chemical and physical characterization was carried out using conventional techniques, such as Fourier transform infrared (FTIR) spectroscopy, nuclear magnetic resonance (NMR) spectroscopy and thermogravimetric analysis (TGA). Morphological characterization of MIPs and NIPs has been also performed using scanning electron microscopy (SEM) in order to assess the polymer’s surface topography. The performance of each polymer was evaluated by conducting binding property measurements, namely imprinting factor determinations and adsorption studies using high performance liquid chromatography (HPLC). The results obtained in this study seem to show that there is a correlation between the polymer structure (including its physical characteristics) and their binding properties.

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Acknowledgments

This work is funded by FEDER Funds through the Operational Programme for Competitiveness Factors–COMPETE and National Funds through FCT–Foundation for Science and Technology under the Strategic Projects PEst-C/Agr/UI0115/2011 and PEst-OE/QUI/UI0619/2011 and Project PTDC/AGR-ALI/117544/2010. Prof. Peter Carrott and Ms. Louisa Marques are acknowledged for their assistance with the TGA study. Laboratory HERCULES at the University of Évora is acknowledged for the SEM analyses. Prof. João Rocha and the solid state NMR service at CICECO, University of Aveiro, Portugal are thanked for the solid state MAS-31P NMR study.

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Correspondence to Raquel Garcia.

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Simões, M., Martins, N., Cabrita, M.J. et al. Tailor-made molecularly imprinted polymers for dimethoate and deltamethrin recognition: synthesis, characterization and chromatographic evaluation. J Polym Res 21, 368 (2014). https://doi.org/10.1007/s10965-014-0368-9

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  • DOI: https://doi.org/10.1007/s10965-014-0368-9

Keywords

  • Molecularly imprinted polymer (MIP)
  • Dimethoate
  • Deltamethrin
  • Scanning electron microscopy (SEM)
  • Rebinding studies