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A strategy of utilizing Zn(II) as metallic pivot in room temperature ionic liquid to prepare molecularly imprinted polymers for compound with intramolecular hydrogen bonds

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Abstract

A method of preparing molecularly imprinted polymers (MIPs) with Zn(II) as a metallic pivot was adopted to solve the problem of imprinting compound with intramolecular hydrogen bonds by forming stronger coordination binding interaction among the template–functional monomer-Zn2+ complex. A ternary porogenic system including dimethyl sulfoxide, dimethylformamide, and room temperature ionic liquid 1-butyl-3-methylimidazolium tetrafluoroborate was employed to fabricate imprinted monolith with high porosity and good flow-through properties, in which chicoric acid (CA), zinc acetate, 4-vinylpyridine (4-VP), and ethylene glycol dimethacrylate (EDMA) was the template, metallic ion, functional monomer, as well as crosslinker, respectively. The influence of polymerization factors including the 4-VP-CA ratio, monomer-crosslinker ratio, template-Zn2+ ratio on imprinting factors was systematically investigated. When the ratio of 4-VP to CA was 24:1, the greatest IF value (24.81) was achieved on the CA-MIP prepared with zinc acetate. In addition, off-line SPE with the optimal MIPs monolith led to high purity of CA (98.0% ± 0.5%) from extraction of Cichorium intybus L. roots with the recovery of 77.5% ± 2.5% (n = 6). As a conclusion, the strategy of introducing metal ions as metal pivot to prepare MIPs was a powerful method for the MIPs synthesis to the template molecules with intramolecular hydrogen bonds.

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Acknowledgements

This work was supported by the Joint Funds of the National Natural Science Foundation of China (grant no. U1303202), and the High Technology Research and Development Program of Xinjiang (no. 2016B03044-2).

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Authors and Affiliations

  1. Xinjiang Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Urumqi, Xinjiang, 830011, China

    Ya Kun Sun, Man Jia, Jian Yang, Yan-Ping Huang, Zhao-Sheng Liu & Haji Akber Aisa

  2. State Key Laboratory Basis of Xinjiang Indigenous Medicinal Plants Resource Utilization, Xinjiang Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Urumqi, Xinjiang, 830011, China

    Ya Kun Sun, Man Jia, Jian Yang, Yan-Ping Huang, Zhao-Sheng Liu & Haji Akber Aisa

  3. University of Chinese Academy of Sciences, Beijing, 100039, China

    Ya Kun Sun, Man Jia & Jian Yang

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  1. Ya Kun Sun
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Correspondence to Zhao-Sheng Liu or Haji Akber Aisa.

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Sun, Y.K., Jia, M., Yang, J. et al. A strategy of utilizing Zn(II) as metallic pivot in room temperature ionic liquid to prepare molecularly imprinted polymers for compound with intramolecular hydrogen bonds. Anal Bioanal Chem 410, 349–359 (2018). https://doi.org/10.1007/s00216-017-0765-0

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