Solid-phase extraction of organophosphates from polluted waters on a matrix-imprinted sorbent
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Bandar R. Alsehli
Abstract
The study aims to synthesize a selective matrix imprinted sorbent for the extraction of parathion and malathion. The structural unit of the polymeric framework was 2-methylpropanoic acid, the intermolecular crosslinker was ethylene glycol dimethacrylate, the polymerization initiator was azobisisobutyronitrile, the porogen was xylene, and the analyte was parathion. The synthesis was carried out under conditions of heating the reaction mixture to 65 °C, after which the matrix was washed with methanol to remove the analyte. For comparison purposes, non-imprinted control polymer was used as a negative control, which was prepared similarly, but without the addition of the analyte. The identification and quantification of organophosphates were performed by gas chromatography, and the morphological characteristics of the sorbents were evaluated by scanning electron microscopy. The optimal buffer for the purification of organophosphates was acetate buffer with a pH of 4; the optimal organic eluent was methanol. The limit of detection for para- and malathion was 0.1 μg/ml; the limit of quantification was 0.3 μg/ml. Linearity in the extraction conditions was observed in the range of 0.1–1 μg/ml for parathion and 0.1–2 μg/ml for malathion. The developed method will enable quick, selective, and cost-effective extraction of organophosphates from various substrates.
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Research ethics: Not applicable.
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Author contributions: The author has accepted responsibility for the entire content of this manuscript and approved its submission.
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Competing interests: The author states no conflict of interest.
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Research funding: None declared.
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Data availability: Not applicable.
References
1. Rebelo, P.; Costa-Rama, E.; Seguro, I.; Pacheco, J. G.; Nouws, H. P. A.; Cordeiro, M. N. D. S.; Delerue-Matos, C. Molecularly Imprinted Polymer-Based Electrochemical Sensors for Environmental Analysis. Biosens. Bioelectron. 2021, 172, 112719; https://doi.org/10.1016/j.bios.2020.112719.Search in Google Scholar PubMed
2. Gama, M. R.; Bottoli, C. B. G. Molecularly Imprinted Polymers for Bioanalytical Sample Preparation. J. Chromatogr. B 2017, 1043, 107–121; https://doi.org/10.1016/j.jchromb.2016.09.045.Search in Google Scholar PubMed
3. Cheng, G.; Zhao, J.; Wang, X.; Yang, C.; Li, S.; Lu, T.; Li, X.; Wang, X.; Zhu, G. A Highly Sensitive and Selective Method for the Determination of Ceftiofur Sodium in Milk and Animal-Origin Food Based on Molecularly Imprinted Solid-phase Extraction Coupled with HPLC-UV. Food Chem. 2021, 347, 129013; https://doi.org/10.1016/j.foodchem.2021.129013.Search in Google Scholar PubMed
4. Neng, J.; Wang, J.; Wang, Y.; Zhang, Y.; Chen, P. Trace Analysis of Food by Surface-Enchanced Raman Spectroscopy Combined with Molecular Imprinting Technology: Principle, Application, Challenges, and Prospects. Food Chem. 2023, 429, 136883; https://doi.org/10.1016/j.foodchem.2023.136883.Search in Google Scholar PubMed
5. Rahman, S.; Bozal-Palabiyik, B.; Unal, D. N.; Erkmen, C.; Siddiq, M.; Shah, A.; Uslu, B. Molecularly Imprinted Polymers (MIPs) Combined with Nanomaterials as Electrochemical Sensing Applications for Environmental Pollutants. Trends Environ. Anal. Chem. 2022, 36, e00176; https://doi.org/10.1016/j.teac.2022.e00176.Search in Google Scholar
6. Melekhin, A. O.; Tolmacheva, V. V.; Goncharov, N. O.; Apyari, V. V.; Dmitrienko, S. G.; Shubina, E. G.; Grudev, A. I. Multi-class, Multi-Residue Determination of 132 Veterinary Drugs in Milk by Magnetic Solid-phase Extraction Based on Magnetic Hypercrosslinked Polystyrene Prior to Their Determination by High-Performance Liquid Chromatography-Tandem Mass Spectrometry. Food Chem. 2022, 387, 132866; https://doi.org/10.1016/j.foodchem.2022.132866.Search in Google Scholar PubMed
7. El-Akaad, S.; Mohamed, M. A.; Abdelwahab, N. S.; Abdelaleem, E. A.; De Saeger, A.; Beloglazova, N. Capacitive Sensor Based on Molecularly Imprinted Polymers for Detection of the Insecticide Imidacloprid in Water. Sci. Rep. 2020, 10, 14479; https://doi.org/10.1038/s41598-020-71325-y.Search in Google Scholar PubMed PubMed Central
8. Abdalla, N. S.; Amr, A. E. G. E.; El-Tantawy, A. S. M.; Al-Omar, M. A.; Kamel, A. H.; Khalifa, N. M. Tailor-made Specific Recognition of Cyromazine Pesticide Integrated in a Potentiometric Strip Cell for Environmental and Food Analysis. Polymers 2019, 11 (9), 1526; https://doi.org/10.3390/polym11091526.Search in Google Scholar PubMed PubMed Central
9. Kamel, A. H.; Amr, A. E. G. E.; Al-Omar, M. A.; Almehizia, A. A. Solid-state Membrane Sensors Based on Man-Tailored Biomimetic Receptors for Selective Recognition of Isoproturon and Diuron Herbicides. Membranes 2020, 10 (10), 279; https://doi.org/10.3390/membranes10100279.Search in Google Scholar PubMed PubMed Central
10. Megahed, S. H.; Abdel-Halim, M.; Hefnawy, A.; Handoussa, H.; Mizaikoff, B.; El Gohary, N. A. Molecularly Imprinted Solid Phase Extraction Strategy for Quinic Acid. Polymers 2022, 14 (16), 3339; https://doi.org/10.3390/polym14163339.Search in Google Scholar PubMed PubMed Central
11. Özyurt, E.; Özyurt, Ö.; Ölcer, Y.; Eroğlu, A. E.; Boyaci, E.; Shahwan, T. A Molecularly Imprinted Polymer as Solid Phase Extraction Sorbent for Ketoprofen Determination in Water and Artificial Serum Prior to HPLC. Turk. J. Chem. 2022, 46 (6), 1853–1865; https://doi.org/10.55730/1300-0527.3485.Search in Google Scholar PubMed PubMed Central
12. Fazelirad, H.; Taher, M. A.; Ashkenani, H. Use of Nanoporous Cu(II) Ion Imprinted Polymer as a New Sorbent for Preconcentration of Cu(II) in Water, Biological, and Agricultural Samples and its Determination by Electrothermal Atomic Absorption Spectrometry. J. AOAC Int. 2014, 97 (4), 1159–1166; https://doi.org/10.5740/jaoacint.13-205.Search in Google Scholar PubMed
13. Ojha, A. Materials in Electrochemical Detection of Water Pollutants. In Sensors in Water Pollutants Monitoring: Role of Material; Springer: Singapore, 2020; pp. 161–185.10.1007/978-981-15-0671-0_10Search in Google Scholar
14. Bagheri, A. R.; Arameshm, N.; Khan, A. A.; Gul, I.; Ghotekar, S.; Bilal, M. Molecularly-imprinted Polymers-Based Adsoroption and Photocatalytic Approaches for Mitigation of Environmentaly-Hazardous Pollutants – A Review. J. Environ. Chem. Eng. 2021, 9 (1), 104879; https://doi.org/10.1016/j.jece.2020.104879.Search in Google Scholar
15. Tawab, M. A. H. A.; El-Moghny, M. G.; El Nashar, R. M. Computational Design of Molecularly Imprinted Polymer for Electrochemical Sensing and Stability Indicating Study of Sofosbuvir. Microchem. J. 2020, 158, 105180; https://doi.org/10.1016/j.microc.2020.105180.Search in Google Scholar
16. Metwally, M. G.; Benhawy, A. H.; Khalifa, R. M.; El Nashar, R. M.; Trojanowicz, M. Application of Molecularly Imprinted Polymers in the Analysis of Waters and Wastewaters. Molecules 2021, 26 (21), 6515; https://doi.org/10.3390/molecules26216515.Search in Google Scholar PubMed PubMed Central
17. Guc, M.; Schroeder, G. The Molecularly Imprinted Polymers. Influence of Monomers on the Properties of Polymers – A Review. World J. Res. Rev. 2017, 5 (6), 36–47.Search in Google Scholar
18. Speltini, A.; Scalabrini, A.; Maraschi, F.; Sturini, M.; Profumo, A. Newest Applications of Molecularly Imprinted Polymers for Extraction of Contaminants from Environmental and Food Matrices: A Review. Anal. Chim. Acta 2017, 974, 1–26; https://doi.org/10.1016/j.aca.2017.04.042.Search in Google Scholar PubMed
19. BelBruno, J. J. Molecularly Imprinted Polymers. Chem. Rev. 2019, 119 (1), 94–119; https://doi.org/10.1021/acs.chemrev.8b00171.Search in Google Scholar PubMed
20. Xu, W.; Wang, Q.; Huang, W.; Yang, W. Construction of a Novel Electrochemical Sensor Based on Molecularly Imprinted Polymers for the Selective Determination of Chlorpyrifos in Real Samples. J. Separ. Sci. 2017, 40 (24), 4839–4846; https://doi.org/10.1002/jssc.201701004.Search in Google Scholar PubMed
21. Yola, M. L.; Atar, N. A Highly Efficient Nanomaterial with Molecular Imprinting Polymer: Carbon Nitride Nanotubes Decorated with Graphene Quantum Dots for Sensitive Electrochemical Determination of Chlorpyrifos. J. Electrochem. Soc. 2017, 164 (6), B223; https://doi.org/10.1149/2.1411706jes.Search in Google Scholar
22. Sun, X.; Gao, C.; Zhang, L.; Yan, M.; Yu, J.; Ge, S. Photoelectrochemical Sensor Based on Molecularly Imprinted Film Modified Hierarchical Branched Titanium Dioxide Nanorods for Chlorpyrifos Detection. Sensor. Actuator. B Chem. 2017, 251, 1–8; https://doi.org/10.1016/j.snb.2017.04.130.Search in Google Scholar
23. Li, J. W.; Wang, Y. L.; Yan, S.; Li, X. J.; Pan, S. Y. Molecularly Imprinted Calixarene Fiber for Solid-phase Microextraction of Four Organophosphorous Pesticides in Fruits. Food Chem. 2016, 192, 260–267; https://doi.org/10.1016/j.foodchem.2015.07.018.Search in Google Scholar PubMed
24. Zhang, M.; Zeng, J.; Wang, Y.; Chen, X. Developments and Trends of Molecularly Imprinted Solid-phase Microextraction. J. Chromatogr. Sci. 2013, 51 (7), 577–586; https://doi.org/10.1093/chromsci/bms260.Search in Google Scholar PubMed
25. Zhang, D.; Yu, D.; Zhao, W.; Yang, Q.; Kajiura, H.; Li, Y.; Zhou, T.; Shi, G. A Molecularly Imprinted Polymer Based on Functionalized Multiwalled Carbon Nanotubes for the Electrochemical Detection of Parathion-Methyl. Analyst 2012, 137 (11), 2629–2636; https://doi.org/10.1039/c2an35338e.Search in Google Scholar PubMed
26. Ahmed, R. K.; Saad, E. M.; Fahmy, H. M.; El Nashar, R. M. Design and Application of Molecularly Imprinted Polypyrrole/Platinum Nanoparticles Modified Platinum Sensor for the Electrochemical Detection of Vardenafil. Microchem. J. 2021, 171, 106771; https://doi.org/10.1016/j.microc.2021.106771.Search in Google Scholar
27. Hu, T.; Chen, R.; Wang, Q.; He, C.; Liu, S. Recent Advances and Applications of Molecularly Imprinted Polymers in Solid-phase Extraction for Real Sample Analysis. J. Separ. Sci. 2021, 44 (1), 274–309; https://doi.org/10.1002/jssc.202000832.Search in Google Scholar PubMed
28. Farooq, S.; Xu, L.; Ostovan, A.; Qin, C.; Liu, Y.; Pan, Y.; Ping, J.; Ying, Y. Assessing the Greenification Potential of Cyclodextrin-Based Molecularly Imprinted Polymers for Pesticides Detection. Food Chem. 2023, 429, 136822; https://doi.org/10.1016/j.foodchem.2023.136822.Search in Google Scholar PubMed
29. Mugo, S. M.; Lu, W.; Robertson, S. V. Molecularly Imprinted Polymer-Modified Microneedle Sensor for the Detection of Imidacloprid Pesticides in Food Samples. Sensors 2022, 22 (21), 8492; https://doi.org/10.3390/s22218492.Search in Google Scholar PubMed PubMed Central
30. Han, Y.; Wang, Z.; Jia, J.; Bai, L.; Liu, H.; Shen, S.; Yan, H. Newly Designed Molecularly Imprinted 3-Aminophenol-Glyoxal-Urea Resin as Hydrophilic Solid-phase Extraction Sorbent for Specific Simultaneous Determination of Three Plant Growth Regulators in Green Bell Peppers. Food Chem. 2020, 311, 125999; https://doi.org/10.1016/j.foodchem.2019.125999.Search in Google Scholar PubMed
31. Zhu, G.; Li, W.; Wang, P.; Cheng, G.; Chen, L.; Zhang, K.; Li, X. One-step Polymerization of Hydrophilic Ionic Liquid Imprinted Polymer in Water for Selective Separation and Detection of Levofloxacin from Environmental Matrices. J. Separ. Sci. 2020, 43 (3), 639–647; https://doi.org/10.1002/jssc.201900813.Search in Google Scholar PubMed
32. Villarreal-Lucio, D. S.; Vargas-Berrones, K. X.; de León-Martínez, L. D.; Flores-Ramíez, R. Molecularly Imprinted Polymers for Environmental Adsorption Applications. Environ. Sci. Pollut. Res. Int. 2022, 29 (60), 89923–89942; https://doi.org/10.1007/s11356-022-24025-1.Search in Google Scholar PubMed
© 2024 Walter de Gruyter GmbH, Berlin/Boston
Articles in the same Issue
- Frontmatter
- Unveiling the multifaceted roles of protonated 1,2-bis(4-pyridyl)ethylene (HBpe+) ligand in metal-driven supramolecular assembly: a comprehensive structural review
- Advanced synthetic routes of metal organic frameworks and their diverse applications
- Carbon materials derived by crystalline porous materials for capacitive energy storage
- BiVO4-based heterojunction nanophotocatalysts for water splitting and organic pollutant degradation: a comprehensive review of photocatalytic innovation
- Synthesis, characterization, thermal, theoretical studies, antimicrobial, antioxidant activity, superoxide dismutase-like activity and catalase mimetics of metal(II) complexes derived from sugar and Schiff base
- Solid-phase extraction of organophosphates from polluted waters on a matrix-imprinted sorbent
- Reduction mechanism and energy transfer between Eu3+ and Eu2+ in Eu-doped materials synthesized in air atmosphere
- Green synthesis and applications of mono/bimetallic nanoparticles on mesoporous clay: a review
- Hydroxyapatite biomaterials: a comprehensive review of their properties, structures, clinical applications, and producing techniques
- Water desalination, and energy consumption applications of 2D nano materials: hexagonal boron nitride, graphenes, and quantum dots
- Transformative applications of “click” chemistry in the development of MOF architectures − a mini review
- A review of carbon-based adsorbents for the removal of organic and inorganic components
- Mercury removal from water: insights from MOFs and their composites
- Organometallic complexes and reaction methods for synthesis: a review
- Comprehensive review of metal-based coordination compounds in cancer therapy: from design to biochemical reactivity
Articles in the same Issue
- Frontmatter
- Unveiling the multifaceted roles of protonated 1,2-bis(4-pyridyl)ethylene (HBpe+) ligand in metal-driven supramolecular assembly: a comprehensive structural review
- Advanced synthetic routes of metal organic frameworks and their diverse applications
- Carbon materials derived by crystalline porous materials for capacitive energy storage
- BiVO4-based heterojunction nanophotocatalysts for water splitting and organic pollutant degradation: a comprehensive review of photocatalytic innovation
- Synthesis, characterization, thermal, theoretical studies, antimicrobial, antioxidant activity, superoxide dismutase-like activity and catalase mimetics of metal(II) complexes derived from sugar and Schiff base
- Solid-phase extraction of organophosphates from polluted waters on a matrix-imprinted sorbent
- Reduction mechanism and energy transfer between Eu3+ and Eu2+ in Eu-doped materials synthesized in air atmosphere
- Green synthesis and applications of mono/bimetallic nanoparticles on mesoporous clay: a review
- Hydroxyapatite biomaterials: a comprehensive review of their properties, structures, clinical applications, and producing techniques
- Water desalination, and energy consumption applications of 2D nano materials: hexagonal boron nitride, graphenes, and quantum dots
- Transformative applications of “click” chemistry in the development of MOF architectures − a mini review
- A review of carbon-based adsorbents for the removal of organic and inorganic components
- Mercury removal from water: insights from MOFs and their composites
- Organometallic complexes and reaction methods for synthesis: a review
- Comprehensive review of metal-based coordination compounds in cancer therapy: from design to biochemical reactivity
