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Preparation of water-compatible molecularly imprinted polymers for caffeine with a novel ionic liquid as a functional monomer

Authors

  • Xubiao Luo,

    1. Key Laboratory of Jiangxi Province for Ecological Diagnosis, Remediation and Pollution Control, Nanchang 330063, People's Republic of China
    2. College of Environmental and Chemical Engineering, Nanchang Hangkong University, Nanchang 330063, People's Republic of China
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  • Ruizhi Dong,

    1. Key Laboratory of Jiangxi Province for Ecological Diagnosis, Remediation and Pollution Control, Nanchang 330063, People's Republic of China
    2. College of Environmental and Chemical Engineering, Nanchang Hangkong University, Nanchang 330063, People's Republic of China
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  • Shenglian Luo,

    Corresponding author
    1. Key Laboratory of Jiangxi Province for Ecological Diagnosis, Remediation and Pollution Control, Nanchang 330063, People's Republic of China
    2. College of Environmental and Chemical Engineering, Nanchang Hangkong University, Nanchang 330063, People's Republic of China
    • Key Laboratory of Jiangxi Province for Ecological Diagnosis, Remediation and Pollution Control, Nanchang 330063, People's Republic of China
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  • Youcai Zhan,

    1. Key Laboratory of Jiangxi Province for Ecological Diagnosis, Remediation and Pollution Control, Nanchang 330063, People's Republic of China
    2. College of Environmental and Chemical Engineering, Nanchang Hangkong University, Nanchang 330063, People's Republic of China
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  • Xinman Tu,

    1. Key Laboratory of Jiangxi Province for Ecological Diagnosis, Remediation and Pollution Control, Nanchang 330063, People's Republic of China
    2. College of Environmental and Chemical Engineering, Nanchang Hangkong University, Nanchang 330063, People's Republic of China
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  • Lixia Yang

    1. Key Laboratory of Jiangxi Province for Ecological Diagnosis, Remediation and Pollution Control, Nanchang 330063, People's Republic of China
    2. College of Environmental and Chemical Engineering, Nanchang Hangkong University, Nanchang 330063, People's Republic of China
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Abstract

Water-compatible molecularly imprinted polymers (MIPs) for caffeine were synthesized in aqueous medium with a new functional monomer, 1-(α-methyl acrylate)-3-methylimidazolium bromide (1-MA-3MI-Br), which had π–π and hydrogen-bonding interactions. Caffeine-imprinted polymers were prepared in suspension polymerization with 1-MA-3MI-Br and methacrylic acid (MAA), which only had hydrogen bonding, as a functional monomer. For the specific binding characteristics of the new functional monomer 1-MA-3MI-Br, the adsorption capacity and relative separation factor (β) of MIPs for caffeine were significantly enhanced. The maximum adsorption capacities of 1-MA-3MI-Br–MIP and MAA–MIP imprinted microspheres for caffeine were 53.80 and 28.90 μmol/g, respectively. Moreover, the relative separation factors were measured by comparison of the separation characteristics under competitive adsorption conditions. The results showed that the β of MAA–MIP for caffeine relative to theophylline was only 1.65; this showed a very poor recognition selectivity for caffeine, but β of 1-MA-3MI-Br–MIP for caffeine with respect to theophylline was remarkably enhanced to 3.19; this showed an excellent recognition selectivity and binding affinity toward caffeine molecules in an aqueous environment. © 2012 Wiley Periodicals, Inc. J. Appl. Polym. Sci., 2013

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