Citation: DENG Huiyun, WANG Bin, WU Mao, WEN Ruizhi, MA Qiang, GUO Yaping, DENG Bin, XIE Lianwu. Preparation and Selective Recognition Property of Magnetic Surface Molecularly Imprinted Polymers with Gallic Acid as Template[J]. Chinese Journal of Applied Chemistry, ;2018, 35(5): 600-608. doi: 10.11944/j.issn.1000-0518.2018.05.170138 shu

Preparation and Selective Recognition Property of Magnetic Surface Molecularly Imprinted Polymers with Gallic Acid as Template

  • Corresponding author: XIE Lianwu, xiecsu@126.com
  • Received Date: 27 April 2017
    Revised Date: 9 June 2017
    Accepted Date: 3 July 2017

    Fund Project: the Hunan Provincial Key Laboratory Special Foundation of China 2014FJ3011the Hunan Provincial Key Laboratory Special Foundation of China 2016XGJSYB01Supported by the Technology Foundation for Selected Overseas Chinese Scholar of Ministry of Human Resources and Social Security of China(No.2016-176), the Hunan Provincial Key Laboratory Special Foundation of China(No.2014FJ3011, No.2016XGJSYB01, No.2015TP4021-5), the Hu′nan Provincial Colleges and Universities "twelve-five planning" Professional Comprehensive Reform Pilot Project(No.2012-266)the Hu'nan Provincial Colleges and Universities "twelve-five planning" Professional Comprehensive Reform Pilot Project 2012-266the Hunan Provincial Key Laboratory Special Foundation of China 2015TP4021-5the Technology Foundation for Selected Overseas Chinese Scholar of Ministry of Human Resources and Social Security of China 2016-176

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  • Hydroxybenzoic acid compounds are used widely and have strong polarity. The separation, purification and analysis of their analogues in complex aqueous solution are very difficult. In this paper, magnetic surface molecularly imprinted polymer(MIP) was prepared using nano magnetic Fe3O4 as the carrier and gallic acid(GA) as the template molecule, and characterized by transmission electron microscopy, infrared spectroscopy and magnetic intensity measurement. Then its adsorption properties and adsorptive selectivity were studied by the static adsorption and dynamic adsorption experiments to compare the adsorption properties of GA on MIP with those of 2, 4-dihydroxybenzoic acid, salicylic acid and benzoic acid. The results show that the MIP with GA as the template has a core-shell structure with a strong bonding effect, the adsorption process belongs to Langmuir monolayer adsorption and the adsorption kinetics can satisfy the pseudo-second-order kinetic equation model. The MIP exhibits an excellent selectivity for GA, and its adsorption capacity(37.736 mg/g at 318 K) is much higher than those of other structural analogues. The MIP prepared by this method can not only recognize the template molecule, but also be magnetically controlled. The high separation efficiency is applicable to the solid phase extraction.
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    1. [1]

      Chan K, Chui S H, Wong D Y. Protective Effects of Danshensu from the Aqueous Extract of Salvia Miltiorrhiza(Danshen) Against Homocysteine-induced Endothelial Dysfunction[J]. Life Sci, 2004,75(26):3157-3171. doi: 10.1016/j.lfs.2004.06.010

    2. [2]

      ZHU Ying, CHEN Xuan, ZHENG Feilang. Application of Three-phase Hollow Fiber Liquid-phase Microextraction for Analysis of Hydroxybenzoic Acids[J]. Chinese J Chromatogr, 2009,27(6):769-775.  

    3. [3]

      Beer D D, Joubert E, Gelderblom W C A. Antioxidant Activity of South African Red and White Cultivar Wines:Free Radical Scavenging[J]. J Agric Food Chem, 2003,51(4):902-909. doi: 10.1021/jf026011o

    4. [4]

      Daduang J, Palasap A, Daduang S. Gallic Acid Enhancement of Gold Nanoparticle Anticancer Activity in Cervical Cancer Cells[J]. Asian Pac J Cancer Prev, 2015,16(1):169-174. doi: 10.7314/APJCP.2015.16.1.169

    5. [5]

      Paolini A, Curti V, Pasi F. Gallic Acid Exerts a Protective or an Anti-proliferative Effect on Glioma T98G Cells via Dose-dependent Epigenetic Regulation Mediated by miRNAs[J]. Int J Oncol, 2015,46(4):1491-1497. doi: 10.3892/ijo.2015.2864

    6. [6]

      Kang N, Lee J H, Lee W, et al. Gallic Acid Isolated from Spirogyra sp. Improves Cardiovascular Disease Through a Vasorelaxant and Antihypertensive Effect[J]. Environ Toxiol Pharmacol, 2015, 39(2): 764-772.

    7. [7]

      Gil-Longo J, Gonzlez-Vzquez C. Vascular Pro-oxidant Effects Secondary to the Autoxidation of Gallic Acid in Rat Aorta[J]. J Nutr Biochem, 2010,21(4):304-309. doi: 10.1016/j.jnutbio.2009.01.003

    8. [8]

      ZHAO La. Research Advance on Preparation of Gallic Acid from Chinese Nutgall[J]. Chem Bioeng, 2008,25(5):5-7.  

    9. [9]

      CHANG Lianju, ZHANG Zonghe, HUANG Jialing. Review on Preparation and Application of Gallic Acid[J]. Biomass Chem Eng, 2010,44(4):48-52.  

    10. [10]

      CHEN Jiahong, WANG Yongmei, WU Dongmei. Study and Application of Purification Technology for Tannic Acid[J]. Chinese J Appl Chem, 2008,28(2):301-304.  

    11. [11]

      Wulff G. Forty Years of Molecular Imprinting in Synthetic Polymers:Origin, Features and Perspectives[J]. Microchim Acta, 2013,180(15):1359-1370.  

    12. [12]

      LI Yuting, ZHENG Jingjing, FANG Guijie. The Characteristics and Elution Approaches of Protein Bulk Imprinting[J]. J Anal Sci, 2011,27(6):785-790.  

    13. [13]

      Bie Z J, Chen Y, Ye J. Boronate-Affinity Glycan-Oriented Surface Imprinting:A New Strategy to Mimic Lectins for the Recognition of an Intact Glycoprotein and Its Characteristic Fragments[J]. Angew Chem Int Ed, 2015,54(35):10211-10215. doi: 10.1002/anie.201503066

    14. [14]

      SHANG Jiaobo, SONG Yanqun, ZHANG Yuanyuan. Preparation of Fe/Si/Al Molecularly Imprinted Particlesand Selective Adsorption Performance for Acid Orange[J]. Acta Sci Circumst, 2016,36(1):185-192.  

    15. [15]

      Strikovsky A, Hradil J, Wulff G. Catalytically Active, Molecularly Imprinted Polymers in Bead Form[J]. React Funct Polym, 2003,54(1/2/3):49-61.  

    16. [16]

      Mayes A G, Mosbach K. Molecularly Imprinted Polymer Beads:Suspension Polymerization Using a Liquid Perfluorocarbon as the Dispersing Phase[J]. Anal Chem, 2003,68(21):3769-3774.  

    17. [17]

      MUHAMMAD Kipayem, MUHAMMAD Turghun, TURAHUN Yunusjan. Screening the Best Functional Monomer for Preparation of Molecularly Imprinted Polymer of 4-Nitrophenol and Its Application on Solid Phase Extraction of Water Sample[J]. Chinese J Appl Chem, 2014,31(4):482-488.  

    18. [18]

      Wang S S, Ye J, Bie Z J. Affinity-tunable Specific Recognition of Glycoproteins via Boronate Affinity-based Controllable Oriented Surface Imprinting[J]. Chem Sci, 2013,5(3):1135-1140.  

    19. [19]

      Xu Z, Ding L, Long Y J. Preparation and Evaluation of Superparamagnetic Surface Molecularly Imprinted Polymer Nanoparticles for Selective Extraction of Bisphenol A in Packed Food[J]. Anal Methods-UK, 2011,3(8):1737-1744. doi: 10.1039/c1ay05206c

    20. [20]

      Xing R R, Wang S S, Bie Z J. Preparation of Molecularly Imprinted Polymers Specific to Glycoproteins, Glycans and Monosaccharides via Boronate Affinity Controllable-oriented Surface Imprinting[J]. Nat Protoc, 2017,12(5):964-987. doi: 10.1038/nprot.2017.015

    21. [21]

      TANG Ting, TANG Chuangui, ZENG Yanbo. Preparation of Surface Molecularly Imprinted Polymer Based on CNTs/SiO2 and Its Application in Electrochemical Detecting Rutin[J]. J Instrum Anal, 2015,34(11):1253-1258. doi: 10.3969/j.issn.1004-4957.2015.11.007

    22. [22]

      ZHU Lili, CAO Yuhua, CAO Guangqun. Preparation and Application of Core-Shell Magnetic Imprinted Nanoparticles for Bisphenol A[J]. Chinese J Anal Chem, 2013,41(11):1724-1728.  

    23. [23]

      FU Qingtao, HE Tingting, YU Lianqing. Preparation and Application of Silica Microspheres with Magnetic Core/Mesoporous Silica Shell[J]. Prog Chem, 2010,22(6):1116-1124.  

    24. [24]

      WU Yunxia, HUANG Jing, YIN Zhengzhi. Properties of Rhodamine B' Magnetic Molecularly Imprinted Polymers Prepared from the Suspension Polymerization Method[J]. Chinese J Appl Chem, 2013,30(12):1481-1488.  

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