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Ionic liquid-modified magnetic polymeric microspheres as dispersive solid phase extraction adsorbent: a separation strategy applied to the screening of sulfamonomethoxine and sulfachloropyrazine from urine

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Abstract

Ionic liquid-modified magnetic polymeric microspheres (ILMPM) were prepared based on Fe3O4 magnetic nanoparticles (MNPs) and ionic liquids (ILs) incorporated into a polymer. The composites were characterized using scanning electron microscopy, Fourier transform infrared analysis, thermogravimetric analysis, X-ray diffraction, and vibrating magnetometer, which indicated that ILMPM had a regularly spherical shape and strong magnetic property. The obtained ILMPM were successfully applied as a special adsorbent of magnetic dispersive solid phase extraction (MDSPE) for the rapid extraction and isolation of sulfamonomethoxine sodium and sulfachloropyrazine sodium in urine. The factors that affected extraction efficiency, such as adsorption conditions, desorption conditions, washing and elution solvents, and pH of the sample solution, were optimized. Under the optimum condition, good linearity in the range of 0.005–2.0 μg g−1 (r ≥ 0.9996) was obtained for the two sulfonamides (SAs); the average recoveries at three spiked levels ranged from 86.9 to 102.1 %, with relative standard deviations of ≤4.3 %. The presented ILMPM-MDSPE method combined the advantages of ILs, MNPs, and MDSPE and therefore could be potentially applied for rapid screening of SAs in urine.

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References

  1. Chen L, Liu J, Zeng Q, Wang H, Yu A, Zhang H, Ding L (2009) Preparation of magnetic molecularly imprinted polymer for the separation of tetracycline antibiotics from egg and tissue samples. J Chromatogr A 1216:3710–3719

    Article  CAS  Google Scholar 

  2. Xu X, Su R, Zhao X, Liu Z, Zhang Y, Li D, Li X, Zhang H, Wang Z (2011) Ionic liquid-based microwave-assisted dispersive liquid–liquid microextraction and derivatization of sulfonamides in river water, honey, milk, and animal plasma. Anal Chim Acta 707:92–99

    Article  CAS  Google Scholar 

  3. Gehring TA, Griffin B, Williams R, Geiseker C, Rushing LG, Siitonen PH (2006) Multiresidue determination of sulfonamides in edible catfish, shrimp and salmon tissues by high-performance liquid chromatography with post column derivatization and fluorescence detection. J Chromatogr B 840:132–138

    Article  CAS  Google Scholar 

  4. Fuh MRS, Chu SY (2003) Quantitative determination of sulfonamide in meat by solid-phase extraction and capillary electrophoresis. Anal Chim Acta 499:215–221

    Article  CAS  Google Scholar 

  5. Wen Y, Zhang M, Zhao Q, Feng YQ (2005) Monitoring of five sulfonamide antibacterial residues in milk by in-tube solid-phase microextraction coupled to high-performance liquid chromatography. J Agric Food Chem 53:8468–8473

    Article  CAS  Google Scholar 

  6. Rezazadeh M, Yamini Y, Seidi S, Ebrahimpour B (2013) Electromembrane surrounded solid phase microextraction: a novel approach for efficient extraction from complicated matrices. J Chromatogr A 1280:16–22

    Article  CAS  Google Scholar 

  7. Song XY, Shi YP, Chen J (2013) Carbon nanotubes reinforced hollow fiber solid phase microextraction for the determination of strychnine and brucine in urine. Talanta 116:188–194

    Article  CAS  Google Scholar 

  8. Posyniak A, Zmudzki J, Mitrowska K (2005) Dispersive solid-phase extraction for the determination of sulfonamides in chicken muscle by liquid chromatography. J Chromatogr A 1087:259–264

    Article  CAS  Google Scholar 

  9. Kishida K, Furusawa N (2001) Matrix solid-phase dispersion extraction and high-performance liquid chromatographic determination of residual sulfonamides in chicken. J Chromatogr A 937:49–55

    Article  CAS  Google Scholar 

  10. Barfi B, Asghari A, Rajabi M, Barfi A, Saeidi I (2013) Simplified miniaturized ultrasound-assisted matrix solid phase dispersion extraction and high performance liquid chromatographic determination of seven flavonoids in citrus fruit juice and human fluid samples: hesperetin and naringenin as biomarkers. J Chromatogr A 1311:30–40

    Article  CAS  Google Scholar 

  11. Rallis GN, Sakkas VA, Boumba VA, Vougiouklakis T, Albanis TA (2012) Determination of organochlorine pesticides and polychlorinated biphenyls in post-mortem human lung by matrix solid-phase dispersion with the aid of response surface methodology and desirability function. J Chromatogr A 1227:1–9

    Article  CAS  Google Scholar 

  12. Wen YY, Li JH, Zhang WW, Chen LX (2011) Dispersive liquid–liquid microextraction coupled with capillary electrophoresis for simultaneous determination of sulfonamides with the aid of experimental design. Electrophoresis 32:2131–2138

    Article  CAS  Google Scholar 

  13. Lin CY, Huang SD (2008) Application of liquid–liquid–liquid microextraction and high-performance liquid-chromatography for the determination of sulfonamides in water. Anal Chim Acta 612:37–43

    Article  CAS  Google Scholar 

  14. Zhu X, Cai J, Yang J, Su Q, Gao Y (2006) Films coated with molecular imprinted polymers for the selective stir bar sorption extraction of monocrotophos. J Chromatogr A 1131:37–44

    Article  CAS  Google Scholar 

  15. Yan H, Qiao F, Row KH (2007) Molecularly imprinted-matrix solid-phase dispersion for selective extraction of five fluoroquinolones in eggs and tissue. Anal Chem 79:8242–8248

    Article  CAS  Google Scholar 

  16. He Z, Liu D, Li R, Zhou Z, Wang P (2012) Magnetic solid-phase extraction of sulfonylurea herbicides in environmental water samples by Fe3O4@dioctadecy ldimethyl ammonium chloride@silica magnetic particles. Anal Chim Acta 747:29–35

    Article  CAS  Google Scholar 

  17. Wang X, Wang L, He X, Zhang Y, Chen L (2009) A molecularly imprinted polymer-coated nanocomposite of magnetic nanoparticles for estrone recognition. Talanta 78:327–332

    Article  CAS  Google Scholar 

  18. Liu J, Qiao SZ, Hu QH, Lu GQ (2011) Magnetic nanocomposites with mesoporous structures: synthesis and applications. Small 7:425–443

    Article  CAS  Google Scholar 

  19. Hu Y, Liu R, Zhang Y, Li G (2009) Improvement of extraction capability of magnetic molecularly imprinted polymer beads in aqueous media via dual-phase solvent system. Talanta 79:576–582

    Article  CAS  Google Scholar 

  20. Hu Y, Li Y, Liu R, Tan W, Li G (2011) Magnetic molecularly imprinted polymer beads prepared by microwave heating for selective enrichment of β-agonists in pork and pig liver samples. Talanta 84:462–470

    Article  CAS  Google Scholar 

  21. Sun L, Chen LG, Sun X, Du XB, Yue YS, He DQ, Xu HY, Zeng QL, Wang H, Ding L (2009) Analysis of sulfonamides in environmental water samples based on magnetic mixed hemimicelles solid-phase extraction coupled with HPLC-UV detection. Chemosphere 77:1306–1312

    Article  CAS  Google Scholar 

  22. Sun L, Sun X, Du XB, Yue YS, Chen LG, Xu HY, Zeng QL, Wang H, Ding L (2010) Determination of sulfonamides in soil samples based on alumina-coated magnetite nanoparticles as adsorbents. Anal Chim Acta 665:185–192

    Article  CAS  Google Scholar 

  23. Zhang Y, Liu R, Hu Y, Li G (2009) Microwave heating in preparation of magnetic molecularly imprinted polymer beads for trace triazines analysis in complicated samples. Anal Chem 81:967–976

    Article  CAS  Google Scholar 

  24. **g T, **a H, Guan Q, Lu W, Dai Q, Niu J, Lim JM, Hao Q, Lee YI, Zhou Y, Mei S (2011) Rapid and selective determination of urinary lysozyme based on magnetic molecularly imprinted polymers extraction followed by chemiluminescence detection. Anal Chim Acta 692:73–79

    Article  CAS  Google Scholar 

  25. Guo L, Deng Q, Fang G, Gao W, Shuo W (2011) Preparation and evaluation of molecularly imprinted ionic liquids polymer as sorbent for on-line solid-phase extraction of chlorsulfuron in environmental water samples. J Chromatogr A 1218:6271–6277

    Article  CAS  Google Scholar 

  26. Bideau JL, Viau L, Vioux A (2011) Ionogels, ionic liquid based hybrid materials. Chem Soc Rev 40:907–925

    Article  Google Scholar 

  27. Zhou X, Li ZJ, Yuan R, Liu HZ (2006) A novel room temperature ionic liquid extraction spectrophotometric determination of trace germanium in natural water with methybenzeneazosalicylfluorone. Anal Lett 39:863–877

    Article  Google Scholar 

  28. Meindersma GW, Podt AJG, de Haan AB (2005) Selection of ionic liquids for the extraction of aromatic hydrocarbons from aromatic/aliphatic mixtures. Fuel Process Technol 87:59–70

    Article  Google Scholar 

  29. Ye CL, Zhou QX, Wang XM (2006) Headspace liquid-phase microextraction using ionic liquid as extractant for the preconcentration of dichlorodiphenyltrichloroethane and its metabolites at trace levels in water samples. Anal Chim Acta 572:165–171

    Article  CAS  Google Scholar 

  30. Marszałł MP, Markuszewski MJ, Kaliszan RJ (2006) Separation of nicotinic acid and its structural isomers using 1-ethyl-3-methylimidazolium ionic liquid as a buffer additive by capillary electrophoresis. Pharm Biomed Anal 41:329–332

    Article  Google Scholar 

  31. Herrera-Herrera AV, Hernández-Borges J, Rodríguez-Delgado MÁ (2009) Fluoroquinolone antibiotic determination in bovine, ovine and caprine milk using solid-phase extraction and high-performance liquid chromatography-fluorescence detection with ionic liquids as mobile phase additives. J Chromatogr A 1216:7281–7287

    Article  CAS  Google Scholar 

  32. Ho TD, Yu HL, Cole WTS, Anderson JL (2012) Ultraviolet photoinitiated on-fiber copolymerization of ionic liquid sorbent coatings for headspace and direct immersion solid-phase microextraction. Anal Chem 84:9520–9528

    CAS  Google Scholar 

  33. Ho TD, Joshi MD, Silver MA, Anderson JL (2012) Selective extraction of genotoxic impurities and structurally alerting compounds using polymeric ionic liquid sorbent coatings in solid-phase microextraction: alkyl halides and aromatics. J Chromatogr A 1240:29–44

    Article  CAS  Google Scholar 

  34. Vidal L, Riekkola ML, Canals A (2012) Ionic liquid-modified materials for solid-phase extraction and separation: a review. Anal Chim Acta 715:19–41

    Article  CAS  Google Scholar 

  35. Tian M, Bi W, Row KH (2011) Molecular imprinting in ionic liquid-modified porous polymer for recognitive separation of three tanshinones from Salvia miltiorrhiza Bunge. Anal Bioanal Chem 399:2495–2502

    Article  CAS  Google Scholar 

  36. Zhang R, Li N, Wang C, Bai Y, Ren R, Gao S, Yu W, Zhao T, Zhang H (2011) Ionic liquid foam floatation coupled with solid phase extraction for separation and determination of hormones by high-performance liquid chromatography. Anal Chim Acta 704:98–109

    Article  CAS  Google Scholar 

  37. Jiang HL, Ying LY, Zhou SC, Ying M, Shen W, Qiu DH (2011) Chromatographic determination of biogenic amines in wines after treatment with ionic liquids as novel media. J Sep Sci 34:1055–1062

    Article  CAS  Google Scholar 

  38. Tao Y, Liu JF, Hu XL, Li HC, Wang T, Jiang GB (2009) Hollow fiber supported ionic liquid membrane microextraction for determination of sulfonamides in environmental water samples by high-performance liquid chromatography. J Chromatogr A 1216:6259–6266

    Article  CAS  Google Scholar 

  39. Han J, Wang Y, Liu Y, Li YF, Lu Y, Yan YS, Ni L (2013) Ionic liquid-salt aqueous two-phase extraction based on salting-out coupled with high-performance liquid chromatography for the determination of sulfonamides in water and food. Anal Bioanal Chem 405:1245–1255

    Article  CAS  Google Scholar 

  40. Galán-Cano F, Alcudia-León MC, Lucena R, Cárdenas S, Valcárcel M (2013) Ionic liquid coated magnetic nanoparticles for the gas chromatography/mass spectrometric determination of polycyclic aromatic hydrocarbons in waters. J Chromatogr A 1300:134–140

    Article  Google Scholar 

  41. Shi X, Meng Y, Liu J, Sun A, Li D, Yao C, Lu Y, Chen J (2011) Group-selective molecularly imprinted polymer solid-phase extraction for the simultaneous determination of six sulfonamides in aquaculture products. J Chromatogr B 879:1071–1076

    Article  CAS  Google Scholar 

  42. Arvand M, Alirezanejad F (2011) Sulfamethoxazole-imprinted polymeric receptor as ionophore for potentiometric transduction. Electroanalysis 23:1948–1957

    Article  CAS  Google Scholar 

  43. Evgenév MI, Garmonov SY, Shakirova LS, Levinson FS (2000) Spectrophotometric and chromatographic determination of sulfanilamides in biological fluids and pharmaceuticals. J Anal Chem 55:799–805

    Article  Google Scholar 

  44. Iammarino M, Palermo C, Nardiello D, Muscarella M (2011) Optimization and validation of a confirmatory method for determination of ten sulfonamides in feeds by LC and UV-diode array detection. Chromatographia 73:75–82

    Article  CAS  Google Scholar 

  45. Kong X, Gao R, He X, Chen L, Zhang Y (2012) Synthesis and characterization of the core–shell magnetic molecularly imprinted polymers (Fe3O4@MIPs) adsorbents for effective extraction and determination of sulfonamides in the poultry feed. J Chromatogr A 1245:8–16

    Article  CAS  Google Scholar 

  46. Maciel JC, Andrad PL, Neri DFM, Carvalho LB Jr, Cardoso CA, Calazans GMT, Aguiar JA, Silva MPC (2012) Preparation and characterization of magnetic levan particles as matrix for trypsin immobilization. J Magn Magn Mater 324:1312–1316

    Article  CAS  Google Scholar 

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Acknowledgments

The project was sponsored by the National Natural Science Foundation of China (21175031, 31301464) and the Natural Science Foundation of Hebei (B2012201052).

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Authors and Affiliations

  1. Key Laboratory of Pharmaceutical Quality Control of Hebei Province & College of Pharmacy, Hebei University, Baoding, 071002, China

    Hongyuan Yan, Mengmeng Gao & Chen Yang

  2. Key Laboratory of Medicinal Chemistry and Molecular Diagnosis of Ministry of Education, Hebei University, Baoding, 071002, China

    Hongyuan Yan & Mande Qiu

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  1. Hongyuan Yan
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Correspondence to Hongyuan Yan.

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Yan, H., Gao, M., Yang, C. et al. Ionic liquid-modified magnetic polymeric microspheres as dispersive solid phase extraction adsorbent: a separation strategy applied to the screening of sulfamonomethoxine and sulfachloropyrazine from urine. Anal Bioanal Chem 406, 2669–2677 (2014). https://doi.org/10.1007/s00216-014-7665-3

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  • DOI: https://doi.org/10.1007/s00216-014-7665-3

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