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Development and application of a new 25,27-bis(l-phenylalaninemethylester-N-carbonylmethoxy)-26,28-dihydroxy-para-tert-butylcalix[4]arene stationary phase

Authors

  • Kai Hu,

    1. College of Chemistry and Molecular Engineering, Key Laboratory of Chemical Biology and Organic Chemistry of Henan, Zhengzhou University, Zhengzhou, P. R. China
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  • Yanhao Zhang,

    1. College of Chemistry and Molecular Engineering, Key Laboratory of Chemical Biology and Organic Chemistry of Henan, Zhengzhou University, Zhengzhou, P. R. China
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  • Junwei Liu,

    1. College of Chemistry and Molecular Engineering, Key Laboratory of Chemical Biology and Organic Chemistry of Henan, Zhengzhou University, Zhengzhou, P. R. China
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  • Kangkang Chen,

    1. College of Chemistry and Molecular Engineering, Key Laboratory of Chemical Biology and Organic Chemistry of Henan, Zhengzhou University, Zhengzhou, P. R. China
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  • Wenjie Zhao,

    Corresponding author
    1. College of Chemistry and Molecular Engineering, Key Laboratory of Chemical Biology and Organic Chemistry of Henan, Zhengzhou University, Zhengzhou, P. R. China
    • School of Chemistry and Chemical Engineering, Henan University of Technology, Zhengzhou, P. R. China
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  • Weixia Zhu,

    1. College of Chemistry and Molecular Engineering, Key Laboratory of Chemical Biology and Organic Chemistry of Henan, Zhengzhou University, Zhengzhou, P. R. China
    2. Center of Technology, Henan Entry-Exit Inspection & Quarantine Bureau, Zhengzhou, P. R. China
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  • Zhichao Song,

    1. Institute of Henan Veterinary Drug Control, Zhengzhou, P. R. China
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  • Baoxian Ye,

    1. College of Chemistry and Molecular Engineering, Key Laboratory of Chemical Biology and Organic Chemistry of Henan, Zhengzhou University, Zhengzhou, P. R. China
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  • Shusheng Zhang

    Corresponding author
    • College of Chemistry and Molecular Engineering, Key Laboratory of Chemical Biology and Organic Chemistry of Henan, Zhengzhou University, Zhengzhou, P. R. China
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Correspondence: Dr. Shusheng Zhang, College of Chemistry and Molecular Engineering, Key Laboratory of Chemical Biology and Organic Chemistry of Henan, Zhengzhou University, Daxue Road 75, Zhengzhou 450052, P. R. China

E-mail: zsszz@126.com

Additional correspondence: Wenjie Zhao,

E-mail: wjzhao@haut.edu.cn

Abstract

A 25,27-bis(l-phenylalaninemethylester-N-carbonylmethoxy)-26,28-dihydroxy- para-tert-butylcalix[4]arene-bonded silica gel stationary phase was synthesized, structurally characterized and used for LC. Its separation mechanism was studied and compared with octadecyl-bonded stationary phase, as well as our previously prepared para-tert-butylcalix[4]arene-1,2-crown-4 stationary phase. Meanwhile, the chromatographic behaviors were investigated by using polycyclic aromatic hydrocarbons, monosubstituted benzenes, anilines, phenols, Tanaka tests solutes, fluoroquinolones, and flavonoids as probes. Mechanisms involved in the chromatographic separation included hydrophobic, π-π and π-electron transfer, hydrogen bonding, and inclusion interactions. Moreover, the column was successfully employed for the analysis of the illegal additive of melamine in milk product.

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