Molecular Imprinted of Nylon 6 for Selective Separation of Procaine by Solid-Phase Extraction

https://doi.org/10.22146/ijc.66997

Muhammed Emad Abood(1), Sumayha Muhammed Abbas(2*)

(1) Department of Chemistry, College of Education for Pure Science Ibn Al-Haitham, University of Baghdad, Baghdad, Iraq
(2) Department of Chemistry, College of Education for Pure Science Ibn Al-Haitham, University of Baghdad, Baghdad, Iraq
(*) Corresponding Author

Abstract


The study is based on the selective binding ability of the drug compound procaine (PRO) on a surface imprinted with nylon 6 (N6) polymer. Physical characterization of the polymer template was performed by X-ray diffraction and DSC thermal analysis. The imprinted polymer showed a high adsorption capacity to trap procaine (237 µg/g) and excellent recognition ability with an imprinted factor equal to 3.2. The method was applied to an extraction column simulating a solid-phase extraction to separate the drug compound in the presence of tinoxicam and nucleosimide separately and in a mixture of them with a recovery rate more than the presence of tinoxicam and nucleosimide separately and in a mixture of them with a recovery rate of more than 82%. Separation efficiency and excellent selectivity for procaine were ensured using a mixed solution injected into an HPLC technique consisting of a C18 column with a mobile phase mixture of water-acetonitrile (75:25) at pH 3.3. The study of drug control using an imprinted polymer with procaine compound showed that the complete drug release process is faster at pH1 in a maximum period of 80 min. The proposed method was successfully applied on some of the available pharmaceuticals, and it showed high selectivity for the separation of PRO, RE % was < 1.18, and RSD was less than 0.447.

Keywords


imprinting polymer; nylon 6; phase inversion method; solid-phase extraction; procaine

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References

[1] Fleckenstein, J., König, M., and Banzer, W., 2018, Neural therapy of an athlete's chronic plantar fasciitis: A case report and review of the literature, J. Med. Case Rep., 12 (1), 233.

[2] Plotycya, S., Strontsitska, O., Pysarevska, S., Blazheyevskiy, M., and Dubenska, L., 2018, A new approach for the determination of benzocaine and procaine in pharmaceuticals by single-sweep polarography, Int. J. Electrochem., 2018, 1376231.

[3] Lu, L., Yue, X., Lin, F., Huang, F., Zhang, B., and Lin, Z., 2015, Template-synthesized ultra-thin molecularly imprinted polymers membrane for the selective preconcentration of dyes, J. Mater. Chem. A, 3 (20), 10959–10968.

[4] Xu, X., Chen, X., Yang, L., Zhao, Y., Zhang, X., Shen, R., Sun, D., and Qian, J., 2020, Film-like bacterial cellulose-based molecularly imprinted materials for highly efficient recognition and adsorption of cresol isomers, Chem. Eng. J., 382, 123007.

[5] Bereli, N., Akgönüllü, S., Asliyüce, S., Çimen, D., Göktürk, İ., Türkmen, D., Yavuz, H., and Denizli, A., 2020, Molecular imprinting technology for biomimetic assemblies, Hacettepe J. Biol. Chem., 48 (5), 575–601.

[6] Li, D.W., Zhai, W.L., Li, Y.T., and Long, Y.T., 2014, Recent progress in surface-enhanced Raman spectroscopy for the detection of environmental pollutants, Microchim. Acta, 181 (1), 23–43.

[7] Chen, L., Wang, X., Lu, W., Wu, X., and Li, J., 2016, Molecular imprinting: Perspectives and applications, Chem. Soc. Rev., 45 (8), 2137–2211.

[8] Herrera-Chacón, A., Cetó, X., and del Valle, M., 2021, Molecularly imprinted polymers-towards electrochemical sensors and electronic tongues, Anal. Bioanal. Chem., 413 (24), 6117–6140.

[9] Saylan, Y., Yilmaz, F., Özgür, E., Derazshamshir, A., Yavuz, H., and Denizli, A., 2017, Molecular imprinting of macromolecules for sensor applications, Sensors, 17 (4), 898.

[10] Yang, Q., Li, J., Wang, X., Peng, H., Xiong, H., and Chen, L., 2018, Strategies of molecular imprinting-based fluorescence sensors for chemical and biological analysis, Biosens. Bioelectron., 112, 54–71.

[11] Zhang, Y., Wang, H.Y., He, X.W., Li, W.Y., and Zhang, Y.K., 2021, Homochiral fluorescence responsive molecularly imprinted polymer: Highly chiral enantiomer resolution and quantitative detection of L-penicillamine, J. Hazard. Mater., 412, 125249.

[12] Ashley, J., Wu, K., Hansen, M.F., Schmidt, M.S., Boisen, A., and Sun, Y., 2017, Quantitative detection of trace-level cloxacillin in food samples using magnetic molecularly imprinted polymer extraction and surface-enhanced Raman spectroscopy nanopillars, Anal. Chem., 89 (21), 11484–11490.

[13] Zhao, X., Cui, Y., He, Y., Wang, S., and Wang, J., 2020, Synthesis of multi-mode quantum dots encoded molecularly imprinted polymers microspheres and application in quantitative detection for dopamine, Sens. Actuators, B, 304, 127265.

[14] Wang, C., Hu, X., Guan, P., Wu, D., Qian, L., Li, J., and Song, R., 2015, Separation and purification of thymopentin with molecular imprinting membrane by solid-phase extraction disks, J. Pharm. Biomed. Anal., 102, 137–143.

[15] Yang, Z., Wang, J., Shah, T., Liu, P., Ahmad, M., Zhang, Q., and Zhang, B., 2021, Development of surface imprinted heterogeneous nitrogen-doped magnetic carbon nanotubes as promising materials for protein separation and purification, Talanta, 224, 121760.

[16] Shi, W., Zhang, S.Q., Li, K.B., Jia, W.P., and Han, D.M., 2018, Integration of mixed-mode chromatography and molecular imprinting technology for double recognition and selective separation of proteins, Sep. Purif. Technol., 202, 165–173.

[17] Dmitrienko, E.V., Bulushev, R.D., Haupt, K., Kosolobov, S.S., Latyshev, A.V., Pyshnaya, I.A., and Pyshnyi, D.V., 2013, A simple approach to prepare molecularly imprinted polymers from nylon‐6, J. Mol. Recognit., 26 (8), 368–375.

[18] Vogel, A.I., Mendham, J., Denney, R.C., Barnes, J.D., and Thomas, M.J.K., 2000, Vogel's Textbook of Quantitative Chemical Analysis, 6th Ed., Prentice Hall, Harlow, UK.

[19] Ma, X., Lin, H., Zhang, J., Zhou, X., Han, J., She, Y., Qiu, C., He, Q., Wang, J., and Rabah, T., 2018, Preparation and characterization of dummy molecularly imprinted polymers for separation and determination of farrerol from Rhododendron aganniphum using HPLC, Green Chem. Lett. Rev., 11 (4), 513–522.

[20] Zhang, W., She, X., Wang, L., Fan, H., Zhou, Q., Huang, X., and Tang, J.Z., 2017, Preparation, characterization and application of a molecularly imprinted polymer for selective recognition of sulpiride, Materials, 10 (5), 475.

[21] Meenan, P.A., Anderson, S.R., and Klug, D.L., 2002, “The Influence of Impurities and Solvents on Crystallization” in Handbook of Industrial Crystallization, 2nd Ed., Eds. Myerson, A.S., Butterworth–Heinemann, Oxford, UK, 67–100.

[22] Olcer, Y.A., Demirkurt, M., Demir, M.M., and Eroglu, A.E., 2017, Development of molecularly imprinted polymers (MIPs) as solid-phase extraction (SPE) sorbent for the determination of ibuprofen in water, RSC Adv., 7 (50), 31441–31447.

[23] Saeed, A., Sharif, M., and Iqbal, M., 2010 Application potential of grapefruit peel as dye sorbent: Kinetics, equilibrium, and mechanism of crystal violet adsorption, J. Hazard. Mater., 179 (1-3), 564–572.

[24] Zabihi, M., Asl, A.H., and Ahmadpour, A., 2010, Studies on adsorption of mercury from aqueous solution on activated carbons prepared from walnut shell, J. Hazard. Mater., 174 (1-3), 251–256.

[25] Komiyama, M., Takeuchi, T., Mukawa, T., and Asanuma, H., 2003, Molecular Imprinting: From Fundamentals to Applications, Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

[26] Tao, Y., Dai, J., Kong, Y., and Sha, Y., 2014, Temperature-sensitive electrochemical recognition of tryptophan enantiomers based on β-cyclodextrin self-assembled on poly (L-glutamic acid), Anal. Chem., 86 (5), 2633–2639.

[27] Surikumaran, H., Mohamad, S., and Sarih, N.M., 2014, Molecularly imprinted polymer of methacrylic acid functionalised β-cyclodextrin for selective removal of 2,4-dichlorophenol, Int. J. Mol. Sci., 15 (4), 6111–6136.

[28] Ruela, A.L.M., Figueiredo, E.C., and Pereira, G.R., 2014, Molecularly imprinted polymers as nicotine transdermal delivery systems, Chem. Eng. J., 248, 1–8.



DOI: https://doi.org/10.22146/ijc.66997

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