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A nanocomposite consisting of poly(methyl methacrylate), graphene oxide and Fe3O4 nanoparticles as a sorbent for magnetic solid-phase extraction of aromatic amines

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Abstract

Graphene oxide (GO) was conjugated to magnetite nanoparticles and then coated with poly(methyl methacrylate) to obtain a nanomaterial of the type PMMA@GO-Fe3O4, which is shown to be a viable sorbent for magnetic solid-phase extraction. The nanocomposite was characterized by SEM, TEM, XRD, VSM and FTIR spectroscopy. It was applied to the extraction of the aromatic amines aniline, N,N-dimethylaniline, o-toluidine, and 3-chloroaniline. Under optimal conditions, the preconcentration factors range from 139 to 173. Following desorption with dichloromethane, the amines were quantified by GC. Analytical figures of merit include (a) a linear range extending from 0.007–100 ng mL−1, (b) detection limits between 2 and 6 pg mL−1; and (c) relative standard deviations between 5.9 and 8.6% (for n = 5; at 0.05, 5.0 and 50 ng mL−1 levels, respectively). The method was successfully applied to the determination of aromatic amines in spiked real water samples and gave recoveries in the range of 90.3%–99.0%.

A magnetic sorbent was fabricated by deposition of poly(methyl methacrylate) onto Fe3O4-magnetized graphene oxide. It was applied to the extraction and preconcentration of aromatic amines from water samples prior to their gas chromatography–flame ionization detector (GC–FID) determination.

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References

  1. Jurado-Sánchez B, Ballesteros E, Gallego M (2011) Gas chromatographic determination of N-nitrosamines, aromatic amines, and melamine in milk and dairy products using an automatic solid-phase extraction system. J Agric Food Chem 59:7519–7526

    Article  Google Scholar 

  2. Sun Y, Liang L, Zhao X, Yu L, Zhang J, Shi G, Zhou T (2009) Determination of aromatic amines in water samples by capillary electrophoresis with amperometric detection. Water Res 43:41–46

    Article  CAS  Google Scholar 

  3. Tan C, Wang Y, Deng Z, Xu N, Song X, Liu H, Rong M, Chen X (2014) A nanocomposite disk prepared from reduced graphene oxide and gold nanoparticles for the preconcentration of heterocyclic aromatic amines prior to their determination by HPLC. Microchim Acta 181:821–828

    Article  CAS  Google Scholar 

  4. Zhou Q, Ye C (2008) Ionic liquid for improved single-drop microextraction of aromatic amines in water samples. Microchim Acta 162:153–159

    Article  CAS  Google Scholar 

  5. Jalilian N, Ebrahimzadeh H, Asgharinezhad AA (2017) Dispersive micro-solid phase extraction of aromatic amines based on an efficient sorbent made from poly(1,8-diaminonaphtalen) and magnetic multiwalled carbon nanotubes composite. J Chromatogr A 1499:38–47

    Article  CAS  Google Scholar 

  6. Sarafraz-Yazdi A, Ardaki MS, 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 

  7. Amiri A, Baghayeri M, Kashmari M (2016) Magnetic nanoparticles modified with polyfuran for the extraction of polycyclic aromatic hydrocarbons prior to their determination by gas chromatography. Microchim Acta 183:149–156

    Article  CAS  Google Scholar 

  8. Amiri A, Baghayeri M, Nori S (2015) Magnetic solid-phase extraction using poly(para-phenylenediamine) modified with magnetic nanoparticles as adsorbent for analysis of monocyclic aromatic amines in water and urine samples. J Chromatogr A 1415:20–26

    Article  CAS  Google Scholar 

  9. Amiri A, Saadati-Moshtaghin HR, Zonoz FM, Targhoo A (2017) Preparation and characterization of magnetic wells–Dawson heteropoly acid nanoparticles for magnetic solid-phase extraction of aromatic amines in water samples. J Chromatogr A 1483:64–70

    Article  CAS  Google Scholar 

  10. Han D, Yan H, Row KH (2011) Ionic liquid-based dispersive liquid–liquid microextraction for sensitive determination of aromatic amines in environmental water. J Sep Sci 34:1184–1189

    Article  CAS  Google Scholar 

  11. Vasconcelos I, Fernandes C (2017) Magnetic solid phase extraction for determination of drugs in biological matrices. Trends Anal Chem 89:41–52

    Article  CAS  Google Scholar 

  12. Zhang W, Yan Z, Gao J, Tong P, Liu W, Zhang L (2015) Metal–organic framework UiO-66 modified magnetite@silica core–shell magnetic microspheres for magnetic solid-phase extraction of domoic acid from shellfish samples. J Chromatogr A 1400:10–18

    Article  CAS  Google Scholar 

  13. Safari M, Yamini Y, Masoomi MY, Morsali A, Mani-Varnosfaderani A (2017) Magnetic metal-organic frameworks for the extraction of trace amounts of heavy metal ions prior to their determination by ICP-AES. Microchim Acta 184:1555–1564

    Article  CAS  Google Scholar 

  14. Bagheri H, Roostaie A, Baktash MY (2014) A chitosan–polypyrrole magnetic nanocomposite as μ-sorbent for isolation of naproxen. Anal Chim Acta 816:1–7

    Article  CAS  Google Scholar 

  15. Tahmasebi E, Yamini Y (2014) Polythiophene-coated Fe3O4 nanoparticles as a selective adsorbent for magnetic solid-phase extraction of silver(I), gold(III), copper(II) and palladium(II). Microchim Acta 181:543–551

    Article  CAS  Google Scholar 

  16. Qin X, AbdAlkhalig A, Bakheet A, Zhu X (2017) Fe3O4@ionic liquid-β-cyclodextrin polymer magnetic solid phase extraction coupled with HPLC for the separation/analysis of congo red. J Iran Chem Soc 14:2017–2022

    Article  CAS  Google Scholar 

  17. Cai Q, Yang Z, Chen N, Zhou X, Hong J (2015) Selective capture and rapid identification of Panax notoginseng metabolites in rat faeces by the integration of magnetic molecularly imprinted polymers and high-performance liquid chromatography coupled with orbitrap mass spectrometry. J Chromatogr A 1455:65–73

    Article  Google Scholar 

  18. Moreno V, Zougagh M, Ríos Á (2016) Hybrid nanoparticles based on magnetic multiwalled carbon nanotube-nanoC18SiO2 composites for solid phase extraction of mycotoxins prior to their determination by LC-MS. Microchim Acta 183:871–880

    Article  CAS  Google Scholar 

  19. Abbasi S, Sarafraz-Yazdi A, Amiri A, Ghaemi F (2017) Development of novel magnetic solid-phase extraction sorbent based on Fe3O4/carbon nanosphere/polypyrrole composite and their application to the enrichment of polycyclic aromatic hydrocarbons from water samples prior to GC–FID analysis. J Iran Chem Soc In Press. https://doi.org/10.1007/s13738-017-1218-6

  20. Rezvani-Eivari M, Amiri A, Baghayeri M, Ghaemi F (2016) Magnetized graphene layers synthesized on the carbon nanofibers asnovel adsorbent for the extraction of polycyclic aromatic hydrocarbons from environmental water samples. J Chromatogr A 1465:1–8

    Article  CAS  Google Scholar 

  21. Jalilian N, Ebrahimzadeh H, Asgharinezhad AK, Molaei K (2017) Extraction and determination of trace amounts of gold(III), palladium(II), platinum(II) and silver(I) with the aid of a magnetic nanosorbent made from Fe3O4-decorated and silica-coated graphene oxide modified with a polypyrrole-polythiophene copolymer. Microchim Acta 184:2191–2200

    Article  CAS  Google Scholar 

  22. Asgharinezhad AK, Ebrahimzadeh H (2016) Poly(2-aminobenzothiazole)-coated graphene oxide/magnetite nanoparticles composite as an efficient sorbent for determination of non-steroidal anti-inflammatory drugs in urine sample. J Chromatogr A 1435:18–29

    Article  CAS  Google Scholar 

  23. Asgharinezhad AK, 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 

  24. Wang X, Liu B, Lu Q, Qu Q (2014) Graphene-based materials: fabrication and application for adsorption in analytical chemistry. J Chromatogr A 1362:1–15

    Article  CAS  Google Scholar 

  25. Su S, Chen B, He M, Hu B, **ao Z (2014) Determination of trace/ultratrace rare earth elements in environmental samples by ICP-MS after magnetic solid phase extraction with Fe3O4@SiO2@polyaniline–graphene oxide composite. Talanta 119:458–466

    Article  CAS  Google Scholar 

  26. Mehdinia A, Khodaee N, Jabbari A (2015) Fabrication of graphene/Fe3O4@polythiophene nanocomposite and its application in the magnetic solid-phase extraction of polycyclic aromatic hydrocarbons from environmental water samples. Anal Chim Acta 868:1–9

    Article  CAS  Google Scholar 

  27. Miao J, Zhang F, Takieddin M, Mousa S, Linhardt RJ (2012) Adsorption of doxorubicin on poly(methyl methacrylate)−chitosan−heparin-coated activated carbon beads. Langmuir 28:4396–4403

    Article  CAS  Google Scholar 

  28. Mittal A, Ahmad R, Hasan I (2016) Poly(methyl methacrylate)-grafted alginate/Fe3O4 nanocomposite: synthesis and its application for the removal of heavy metal ions. Desalin Water Treat 57:19820–19833

    Article  CAS  Google Scholar 

  29. Marcano DC, Kosynkin DV, Berlin JM, Sinitskii A, Sun Z, Slesarev A, Alemany LB, Lu W, Tour JM (2010) Improved synthesis of Graphene oxide. ACS Nano 4:4806–4814

    Article  CAS  Google Scholar 

  30. Pham VH, Dang TT, Hur SH, Kim EJ, Chung JS (2012) Highly conductive poly(methyl methacrylate) (PMMA)-reduced Graphene oxide composite prepared by self-assembly of PMMA latex and Graphene oxide through electrostatic interaction. ACS Appl Mater Interfaces 4:2630–2636

    Article  CAS  Google Scholar 

  31. Ali U, Karim KJBA, Buang NA (2015) A review of the properties and applications of poly (methyl methacrylate) (PMMA). Polym Rev 55:678–705

    Article  CAS  Google Scholar 

  32. Ai Y, Zhao F, Zeng B (2015) Novel proton-type ionic liquid doped polyaniline for the headspace solid-phase microextraction of amines. Anal Chim Acta 880:60–66

    Article  CAS  Google Scholar 

  33. Zeng Z, Qiu W, Yang M, Wei X, Huang Z, Li F (2001) Solid-phase microextraction of monocyclic aromatic amines using novel fibers coated with crown ether. J Chromatogr A 934:51–57

    Article  CAS  Google Scholar 

  34. Minjia H, Chao T, Qunfang Z, Guibin J (2004) Preparation of polyaniline coating on a stainless-steel wire using electroplating and its application to the determination of six aromatic amines using headspace solid-phase microextraction. J Chromatogr A 1048:257–262

    Article  Google Scholar 

  35. Reddy-Noone K, Jain A, Verma KK (2007) Liquid-phase microextraction and GC for the determination of primary, secondary and tertiary aromatic amines as their iodo-derivatives. Talanta 73:684–691

    Article  CAS  Google Scholar 

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Correspondence to Amirhassan Amiri.

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Bashtani, E., Amiri, A. & Baghayeri, M. A nanocomposite consisting of poly(methyl methacrylate), graphene oxide and Fe3O4 nanoparticles as a sorbent for magnetic solid-phase extraction of aromatic amines. Microchim Acta 185, 14 (2018). https://doi.org/10.1007/s00604-017-2587-3

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