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A simple and fast method based on mixed hemimicelles coated magnetite nanoparticles for simultaneous extraction of acidic and basic pollutants

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Abstract

One of the considerable and disputable areas in analytical chemistry is a single-step simultaneous extraction of acidic and basic pollutants. In this research, a simple and fast coextraction of acidic and basic pollutants (with different polarities) with the aid of magnetic dispersive micro-solid phase extraction based on mixed hemimicelles assembly was introduced for the first time. Cetyltrimethylammonium bromide (CTAB)-coated Fe3O4 nanoparticles as an efficient sorbent was successfully applied to adsorb 4-nitrophenol and 4-chlorophenol as two acidic and chlorinated aromatic amines as basic model compounds. Using a central composite design methodology combined with desirability function approach, the optimal experimental conditions were evaluated. The opted conditions were pH = 10; concentration of CTAB = 0.86 mmol L−1; sorbent amount = 55.5 mg; sorption time = 11.0 min; no salt addition to the sample, type, and volume of the eluent = 120 μL methanol containing 5 % acetic acid and 0.01 mol L−1 HCl; and elution time = 1.0 min. Under the optimum conditions, detection limits and linear dynamic ranges were achieved in the range of 0.05–0.1 and 0.25–500 μg L−1, respectively. The percent of extraction recoveries and relative standard deviations (n = 5) were in the range of 71.4–98.0 and 4.5–6.5, respectively. The performance of the optimized method was certified by coextraction of other acidic and basic compounds. Ultimately, the applicability of the method was successfully confirmed by the extraction and determination of the target analytes in various water samples, and satisfactory results were obtained.

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References

  1. Zhang T, Lang Q, Yang D, Li L, Zeng L, Zheng C, Li T, Wei M, Liu A (2013) Simultaneous voltammetric determination of nitrophenol isomers at ordered mesoporous carbon modified electrode. Electrochim Acta 106:127–134

    Article  CAS  Google Scholar 

  2. Moradi M, Yamini Y, Kakehmam J, Esrafili A, Ghambarian M (2011) A new strategy to simultaneous microextraction of acidic and basic compounds. J Chromatogr A 1218:3945–3951

    Article  CAS  Google Scholar 

  3. Yang J, Liu H-C (2000) IR chemical sensor for detection of chlorinated anilines in aqueous solutions based on ATR waveguides coated with derivatized polystyrene. Analyst 125:1605–1610

    Article  CAS  Google Scholar 

  4. Wu H, Du LM (2007) Spectrophotometric determination of anilines based on charge-transfer reaction. Spectrochim Acta A 67:976–979

    Article  Google Scholar 

  5. Yang Q, Chen X, Jiang X (2013) Liquid-liquid microextraction of nitrophenols using supramolecular solvent and their determination by HPLC with UV detection. Chromatographia 76:1641–1647

    Article  CAS  Google Scholar 

  6. Kataoka H (1996) Derivatization reactions for the determination of amines by gas chromatography and their applications in environmental analysis. J Chromatogr A 733:19–34

    Article  CAS  Google Scholar 

  7. Young A, Lai G, Hung B, Yuen A, He Y (2011) Determination of trace chloroanilines in environmental water samples using hollow fiber-based liquid phase microextraction. Chromatographia 74:83–88

    Article  CAS  Google Scholar 

  8. Zhu L, Zhu L, Lee HK (2001) Liquid-liquid-liquid microextraction of nitrophenols with a hollow fiber membrane prior to capillary liquid chromatography. J Chromatogr A 924:407–414

    Article  CAS  Google Scholar 

  9. Edison TJ, Sethuraman MG (2013) Biogenic robust synthesis of silver nanoparticles using Punica granatum peel and its application as a green catalyst for the reduction of an anthropogenic pollutant 4-nitrophenol. Spectrochim Acta A Mol Biomol Spectrosc 104:262–264

    Article  CAS  Google Scholar 

  10. Rodríguez I, Llompart MP, Cela R (2000) Solid-phase extraction of phenols. J Chromatogr A 885:291–304

    Article  Google Scholar 

  11. Dong J, Fan H, Sui D, Li L, Sun T (2014) Sampling 4-chlorophenol in water by DGT technique with molecularly imprinted polymer as binding agent and nylon membrane as diffusive layer. Anal Chim Acta 822:69–77

    Article  CAS  Google Scholar 

  12. Cao XN, Li JH, Xu HH, Zhan JR, Lin L, Yamamoto K, Jin LT (2004) Simultaneous determination of aromatic amines by liquid chromatography coupled with carbon nanotubes/poly (3-methylthiophene) modified dual electrode. Chromatographia 59:167–172

    CAS  Google Scholar 

  13. Farajzadeh MA, Nouri N (2012) Simultaneous derivatization and dispersive liquid-liquid microextraction of anilines in different samples followed by gas chromatography-flame ionization detection. Talanta 99:1004–1010

    Article  CAS  Google Scholar 

  14. Dimou AD, Sakkas VA, Albanis TA (2004) Photodegradation of trifluralin in natural waters and soils: degradation kinetics and influence of organic matter. Int J Environ Anal Chem 84:173–182

    Article  CAS  Google Scholar 

  15. Tong C, Guo Y, Liu W (2010) Simultaneous determination of five nitroaniline and dinitroaniline isomers in wastewaters by solid-phase extraction and high-performance liquid chromatography with ultraviolet detection. Chemosphere 81:430–435

    Article  CAS  Google Scholar 

  16. Patsias J, Papadopoulou-Mourkidou E (2000) Development of an automated on-line solid-phase extraction-high performance liquid chromatographic method for the analysis of aniline, phenol, caffeine and various selected substituted aniline and phenol compounds in aqueous matrices. J Chromatogr A 904:171–188

    Article  CAS  Google Scholar 

  17. Zhu Y, Wang M, Du H, Wang F, Mou S, Haddad PR (2002) Organic analysis by ion chromatography 1. Determination of aromatic amines and aromatic diisocyanates by cation-exchange chromatography with amperometric detection. J Chromatogr A 956:215–220

    Article  CAS  Google Scholar 

  18. Cai M-Q, Wei X-Q, Du C-H, Ma X-M, Jin M-C (2014) Novel amphiphilic polymeric ionic liquid–solid phase microextraction membrane for the preconcentration of aniline as degradation product of azo dye Orange G under sonication by liquid chromatography-tandem mass spectrometry. J Chromatogr A 1349:24–29

    Article  CAS  Google Scholar 

  19. Jáuregui O, Galceran MT (1997) Determination of phenols in water by on-line solid-phase disk extraction and liquid chromatography with electrochemical detection. Anal Chim Acta 340:191–199

    Article  Google Scholar 

  20. Sarafraz-Yazdi A, Sayyar Ardaki M, Amiri A (2013) Determination of monocyclic aromatic amines using headspace solid-phase microextraction based on sol–gel technique prior to GC. J Sep Sci 36:1629–1635

    Article  CAS  Google Scholar 

  21. Mishra S, Singh V, Jain A, Verma KK (2001) Simultaneous determination of ammonia, aliphatic amines, aromatic amines and phenols at? g L-1 levels in environmental waters by solid-phase extraction of their benzoyl derivatives and gas chromatography–mass spectrometry. Analyst 126:1663–1668

    Article  CAS  Google Scholar 

  22. Knapp CM, Breen JJ (1998) Effects of tetraalkylammonium salts on the micellar electrokinetic chromatography of aniline and substituted anilines. J Chromatogr A 799:289–299

    Article  CAS  Google Scholar 

  23. Guo X, Lv J, Zhang W, Wang Q, He P, Fang Y (2006) Separation and determination of nitroaniline isomers by capillary zone electrophoresis with amperometric detection. Talanta 69:121–125

    Article  CAS  Google Scholar 

  24. Asgharinezhad AA, Mollazadeh N, Ebrahimzadeh H, Mirbabaei F, Shekari N (2014) Magnetic nanoparticles based dispersive micro-solid-phase extraction as a novel technique for coextraction of acidic and basic drugs from biological fluids and waste water. J Chromatogr A 1338:1–8

    Article  CAS  Google Scholar 

  25. Zhou Q, Jiang G, Liu J, Cai Y (2004) Combination of microporous membrane liquid-liquid extraction and capillary electrophoresis for the analysis of aromatic amines in water samples. Anal Chim Acta 509:55–62

    Article  CAS  Google Scholar 

  26. Li N, Lee HK (2001) Solid-phase extraction of polycyclic aromatic hydrocarbons in surface water: negative effect of humic acid. J Chromatogr A 921:255–263

    Article  CAS  Google Scholar 

  27. Asgharinezhad AA, Ebrahimzadeh H, Mirbabaei F, Mollazadeh N, Shekari N (2014) Dispersive microsolid-phase extraction of benzodiazepines from biological fluids based on polyaniline/magnetic nanoparticles composite. Anal Chim Acta 844:80–89

    Article  CAS  Google Scholar 

  28. Basheer C, Chong HG, Hii TM, Lee HK (2007) Application of porous membrane-protected micro-solidphase extraction combined with HPLC for the analysis of acidic drugs in wastewater. Anal Chem 79:6845–6850

    Article  CAS  Google Scholar 

  29. Meng J, Bu J, Deng C, Zhang X (2011) Preparation of polypyrrole-coated magnetic particles for micro solid-phase extraction of phthalates in water by gas chromatography–mass spectrometry analysis. J Chromatogr A 1218:1585–1591

    Article  CAS  Google Scholar 

  30. Xie L, Jiang R, Zhu F, Liu H, Ouyang G (2014) Application of functionalized magnetic nanoparticles in sample preparation. Anal Bioanal Chem 406:377–399

    Article  CAS  Google Scholar 

  31. Zhang XL, Niu HY, Zhang SX, Cai YQ (2010) Preparation of a chitosan-coated C18-functionalized magnetite nanoparticle sorbent for extraction of phthalate ester compounds from environmental water samples. Anal Bioanal Chem 397:791–798

    Article  CAS  Google Scholar 

  32. Meng J, Shi C, Wei B, Yu W, Deng C, Zhang X (2011) Preparation of Fe3O4@C@PANI magnetic microspheres for the extraction and analysis of phenolic compounds in water samples by gas chromatography–mass spectrometry. J Chromatogr A 1218:2841–2847

    Article  CAS  Google Scholar 

  33. Chen L, Wang T, Tong J (2011) Application of derivatized magnetic materials to the separation and the preconcentration of pollutants in water samples. Trends Anal Chem 30:1095–1108

    Article  CAS  Google Scholar 

  34. Kim TY, Yamazaki Y, Hirano T (2004) Magneto-optical properties of Bi-YIG nanoparticle with polymethacrylate matrix materials. Phys Stat Solidi B 241:1601–1604

    Article  CAS  Google Scholar 

  35. Sounderya N, Zhang Y (2008) Use of core/shell structured nanoparticles for biomedical applications. Recent Pat Biomed Eng 1:34–42

    Article  CAS  Google Scholar 

  36. Sun L, Zhang C, Chen L, Liu J, Jin H, Xu H, Ding L (2009) Preparation of alumina-coated magnetite nanoparticle for extraction of trimethoprim from environmental water samples based on mixed hemimicelles solid-phase extraction. Anal Chim Acta 638:162–168

    Article  CAS  Google Scholar 

  37. Sun L, Chen L, Sun X, Du X, Yue Y, He D, Xu H, Zeng Q, 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 

  38. Faraji M, Yamini Y, Saleh A, Rezaee M, Ghambarian M, Hassani R (2010) A nanoparticle-based solidphase extraction procedure followed by flow injection inductively coupled plasma-optical emission spectrometry to determine some heavy metal ions in water samples. Anal Chim Acta 659:172–177

    Article  CAS  Google Scholar 

  39. Faraji M, Yamini Y, Rezaee M (2010) Extraction of trace amounts of mercury with sodium dodecyle sulphate-coated magnetite nanoparticles and its determination by flow injection inductively coupled plasmaoptical emission spectrometry. Talanta 81:831–836

    Article  CAS  Google Scholar 

  40. Bagheri H, Zandi O, Aghakhani A (2011) Extraction of fluoxetine from aquatic and urine samples using sodium dodecyl sulfate-coated iron oxide magnetic nanoparticles followed by spectrofluorimetric determination. Anal Chim Acta 692:80–84

    Article  CAS  Google Scholar 

  41. Cantero M, Rubio S, Pérez-Bendito D (2005) Determination of non-ionic polyethoxylated surfactants in wastewater and river water by mixed hemimicelle extraction and liquid chromatography-ion trap mass spectrometry. J Chromatogr A 1067:161–170

    Article  CAS  Google Scholar 

  42. Zhao XL, Shi YL, Wang T, Cai YQ, Jiang GB (2008) Preparation of silica magnetite nanoparticle mixed hemimicelle sorbents for extraction of several typical phenolic compounds from environmental water samples. J Chromatogr A 1188:140–147

    Article  CAS  Google Scholar 

  43. Ebrahimzadeh H, Shekari N, Saharkhiz Z, Asgharinezhad AA (2012) Simultaneous determination of chloropheniramine maleate and dextromethorphan hydrobromide in plasma sample by hollow fiber liquid phase microextraction and high performance liquid chromatography with the aid of chemometrics. Talanta 94:77–83

    Article  CAS  Google Scholar 

  44. Ebrahimzadeh H, Asgharinezhad AA, Adlnasab L, Shekari N (2012) Optimization of ion-pair based hollow fiber liquid phase microextraction combined with HPLC-UV for the determination of methimazole in biological samples and animal feed. J Sep Sci 35:2040–2047

    Article  CAS  Google Scholar 

  45. Fernández P, Vázquez C, Lorenzo RA, Carro AM, Álvarez I, Cabarcos P (2010) Experimental design for optimization of microwave-assisted extraction of benzodiazepines in human plasma. Anal Bioanal Chem 397:677–685

    Article  Google Scholar 

  46. Derringer G, Suich R (1980) Simultaneous optimization of several response variables. 12:214–219

  47. Calderón-Preciado D, Jiménez-Cartagena C, Peñuela G, Bayona JM (2009) Development of an analytical procedure for the determination of emerging and priority organic pollutants in leafy vegetables by pressurized solvent extraction followed by GC-MS determination. Anal Bioanal Chem 394:1319–1327

    Article  Google Scholar 

  48. Heidari H, Razmi H, Jouyban A (2014) Desirability function approach for the optimization of an insyringe ultrasound-assisted emulsification-microextraction method for the simultaneous determination of amlodipine and nifedipine in plasma samples. J Sep Sci 37:1467–1474

    Article  CAS  Google Scholar 

  49. Dejaegher B, Vander Heyden Y (2009) The use of experimental design in separation science. Acta Chromatogr 21:161–201

    Article  CAS  Google Scholar 

  50. Asgharinezhad AA, Jalilian N, Ebrahimzadeh H, Panjali Z (2015) A simple and fast method based on new magnetic ion imprinted polymer nanoparticles for the selective extraction of Ni(II) ions in different food samples. RSC Adv 5:45510–45519

    Article  CAS  Google Scholar 

  51. Qu J, Liu G, Wang Y, Hong R (2010) Preparation of Fe3O4-chitosan nanoparticles used for hyperthermia. Adv Powder Technol 21:461–467

    Article  CAS  Google Scholar 

  52. Maddah B, Shamsi J (2012) Extraction and preconcentration of trace amounts of diazinon and fenitrothion from environmental water by magnetite octadecylsilane nanoparticles. J Chromatogr A 1256:40–45

    Article  CAS  Google Scholar 

  53. Tahmasebi E, Yamini Y, Seidi S, Rezazadeh M (2013) Extraction of three nitrophenols using polypyrrole-coated magnetic nanoparticles based on anion exchange process. J Chromatogr A 1314:15–23

    Article  CAS  Google Scholar 

  54. Asgharinezhad AA, Ebrahimzadeh H (2015) Coextraction of acidic, basic and amphiprotic pollutants using multiwalled carbon nanotubes/magnetite nanoparticles@polypyrrole composite. J Chromatogr A 1412:1–11

    Article  CAS  Google Scholar 

  55. Stephan DD, Werner J, Yeater RP (1998–2001) Essential Regression and Experimental Design for Chemists and Engineers, MS Excel Add in Software Package

  56. de Llanos AM, De Zan MM, Culzoni MJ, Espinosa-Mansilla A, Cañada-Cañada F, de la Peña AM, Goicoechea HC (2011) Determination of marker pteridines in urine by HPLC with fluorimetric detection and second-order multivariate calibration using MCR-ALS. Anal Bioanal Chem 399:2123–2135

    Article  Google Scholar 

  57. Moradi M, Yamini Y, Rezaei F, Tahmasebi E, Esrafili A (2012) Development of a new and environment friendly hollow fiber-supported liquid phase microextraction using vesicular aggregate-based supramolecular solvent. Analyst 137:3549–3557

    Article  CAS  Google Scholar 

  58. Wang K-D, Chen P-S, Huang S-D (2014) Simultaneous derivatization and extraction of chlorophenols in water samples with up-and-down shaker-assisted dispersive liquid-liquid microextraction coupled with gas chromatography/mass spectrometric detection. Anal Bioanal Chem 406:2123–2131

    Article  CAS  Google Scholar 

  59. Guo L, Lee HK (2011) Ionic liquid based three-phase liquid-liquid-liquid solvent bar microextraction for the determination of phenols in seawater samples. J Chromatogr A 1218:4299–4306

    Article  CAS  Google Scholar 

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Correspondence to Homeira Ebrahimzadeh.

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Asgharinezhad, A.A., Ebrahimzadeh, H. A simple and fast method based on mixed hemimicelles coated magnetite nanoparticles for simultaneous extraction of acidic and basic pollutants. Anal Bioanal Chem 408, 473–486 (2016). https://doi.org/10.1007/s00216-015-9114-3

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