Advertisement

Microchimica Acta

, 186:131 | Cite as

Hybrid nanocomposites prepared from a metal-organic framework of type MOF-199(Cu) and graphene or fullerene as sorbents for dispersive solid phase extraction of polycyclic aromatic hydrocarbons

  • Amirhassan AmiriEmail author
  • Ferial Ghaemi
  • Behrooz Maleki
Original Paper
  • 24 Downloads

Abstract

Different types of hybrid nanocomposites were prepared from a copper-based metal-organic framework (MOF-199) and graphene (Gr) or fullerene (Fl). The porosity and quality of the nanocomposites were studied by scanning electron microscopy, transmission electron microscopy and BET surface area analysis. The nanocomposites are shown to be viable sorbents for the dispersive micro solid phase extraction of polycyclic aromatic hydrocarbons (PAHs) from environmental water samples. This is due to (a) the presence of MOF-199 which leads to improved adsorption capacity, and (b) the presence of Gr or Fl on the surface of MOF-199 which enhances the interaction with PAHs. Specifically, acenaphthene, anthracene, benz[a]anthracene, fluorene, naphthalene, 2-methylnaphthalene, and pyrene were studied. A comparison of the sorbents shows MOF-199/Gr to possess the highest adsorption affinity and to be most durable, probably a result of the high porosity of graphene. Following desorption with acetonitrile, the PAHs were quantified by GC with FID detection. Under the optimum conditions, limits of detection (at an S/N ratio of 3) range from 3 to 10 pg mL−1, and the analytical ranges are linear at 0.01–100 ng mL−1 of PAHs. The relative standard deviations for five replicates at two spiking levels (0.03 and 50 ng mL−1) range from 5.0 to 7.4%. The applicability of this method was confirmed by analyzing spiked real water samples, and recoveries are between 91.9 and 99.5%.

Graphical abstract

Different types of the hybrid nanocomposites of the copper-based metal-organic framework MOF-199 with graphene or fullerene were synthesized and used as sorbent for the dispersive micro solid phase extraction of polycyclic aromatic hydrocarbons in environmental water samples.

Keywords

Nanomaterial Copper nitrate trihydrate 1,3,5-benzenetricarboxylic acid Gas chromatography Adsorption River water, well water, tap water, wastewater 

Notes

Acknowledgments

The authors thank the Research Council of Hakim Sabzevari University for their financial support.

Compliance with ethical standards

The author(s) declare that they have no competing interests.

Supplementary material

604_2019_3246_MOESM1_ESM.docx (1 mb)
ESM 1 (DOCX 1.00 mb)

References

  1. 1.
    Sarafraz-Yazdi A, Amiri A (2010) Liquid-phase microextraction. Trends Anal Chem 29:1–14CrossRefGoogle Scholar
  2. 2.
    Amiri A (2016) Solid-phase microextraction-based sol–gel technique. Trends Anal Chem 75:57–74CrossRefGoogle Scholar
  3. 3.
    Piri-Moghadam H, Alam MN, Pawliszyn J (2017) Review of geometries and coating materials in solid phase microextraction: opportunities, limitations, and future perspectives. Anal Chim Acta 984:42–65PubMedCrossRefGoogle Scholar
  4. 4.
    Khezeli T, Daneshfar A (2017) Development of dispersive micro-solid phase extraction based on micro and nano sorbents. Trends Anal Chem 89:99–118CrossRefGoogle Scholar
  5. 5.
    Anastassiades M, Lehotay SJ, Štajnbaher D, Schenck FJ (2003) Fast and easy multiresidue method employing acetonitrile extraction/partitioning and “dispersive solid-phase extraction” for the determination of pesticide residues in produce. J AOAC Int 86:412–431PubMedGoogle Scholar
  6. 6.
    Lou C, Wu C, Zhang K, Guo D, Jiang L, Lu Y, Zhu Y (2018) Graphene-coated polystyrene-divinylbenzene dispersive solid-phase extraction coupled with supercritical fluid chromatography for the rapid determination of 10 allergenic disperse dyes in industrial wastewater samples. J Chromatogr A 1550:45–56PubMedCrossRefGoogle Scholar
  7. 7.
    Ghazaghi M, Mousavi HZ, Rashidi AM, Shirkhanloo H, Rahighi R (2016) Innovative separation and preconcentration technique of coagulating homogenous dispersive micro solid phase extraction exploiting graphene oxide nanosheets. Anal Chim Acta 902:33–42PubMedCrossRefGoogle Scholar
  8. 8.
    Rajabi M, Arghavani-Beydokhti S, Barfi B, Asghari A (2017) Dissolvable layered double hydroxide as an efficient nanosorbent for centrifugeless air-agitated dispersive solid-phase extraction of potentially toxic metal ions from bio-fluid samples. Anal Chim Acta 957:1–9PubMedCrossRefGoogle Scholar
  9. 9.
    Soltani R, Shahvar A, Dinari M, Saraji M (2018) Environmentally-friendly and ultrasonic-assisted preparation of two-dimensional ultrathin Ni/co-NO3 layered double hydroxide nanosheet for micro solid-phase extraction of phenolic acids from fruit juices. Ultrason Sonochem 40:395–401PubMedCrossRefGoogle Scholar
  10. 10.
    Peng Y, Xie Y, Luo J, Nie L, Chen Y, Chen L, Du S, Zhang Z (2010) Molecularly imprinted polymer layer-coated silica nanoparticles toward dispersive solid-phase extraction of trace sulfonylurea herbicides from soil and crop samples. Anal Chim Acta 674:190–200PubMedCrossRefGoogle Scholar
  11. 11.
    Amiri A, Saadati-Moshtaghin HR, Zonoz FM (2018) A hybrid material composed of a polyoxometalate of type BeW12O40 and an ionic liquid immobilized onto magnetic nanoparticles as a sorbent for the extraction of organophosphorus pesticides prior to their determination by gas chromatography. Microchim Acta 185:176CrossRefGoogle Scholar
  12. 12.
    Targhoo A, Amiri A, Baghayeri M (2018) Magnetic nanoparticles coated with poly(p-phenylenediamine-co-thiophene) as a sorbent for preconcentration of organophosphorus pesticides. Microchim Acta 185:15CrossRefGoogle Scholar
  13. 13.
    Amiri A, Baghayeri M, Hamidi E (2018) Poly (pyrrole-co-aniline)@ graphene oxide/Fe3O4 sorbent for the extraction and preconcentration of polycyclic aromatic hydrocarbons from water samples. New J Chem 42:16744–16751CrossRefGoogle Scholar
  14. 14.
    Bashtani E, Amiri A, Baghayeri M (2018) 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 185:14CrossRefGoogle Scholar
  15. 15.
    Yaghi OM, O’Keeffe M, Ockwig NW, Chae HK, Eddaoudi M, Kim J (2003) Reticular synthesis and the design of new materials. Nature 423:705–714PubMedCrossRefGoogle Scholar
  16. 16.
    Li JR, Sculley J, Zhou HC (2011) Metal-organic frameworks for separations. Chem Rev 112:869–932PubMedCrossRefGoogle Scholar
  17. 17.
    Zhou HC, Long JR, Yaghi OM (2012) Introduction to metal-organic frameworks. Chem Rev 112:673–674PubMedCrossRefGoogle Scholar
  18. 18.
    Li Y, Zhu N, Chen T, Ma Y, Li Q (2018) A green cyclodextrin metal-organic framework as solid-phase extraction medium for enrichment of sulfonamides before their HPLC determination. Microchem J 138:401–407CrossRefGoogle Scholar
  19. 19.
    Liang L, Wang X, Sun Y, Ma P, Li X, Piao H, Jiang Y, Song D (2018) Magnetic solid-phase extraction of triazine herbicides from rice using metal-organic framework MIL-101(Cr) functionalized magnetic particles. Talanta 179:512–519PubMedCrossRefGoogle Scholar
  20. 20.
    Ma X, Zhou X, Yu A, Zhao W, Zhang W, Zhang S, Wei L, Cook DJ, Roy A (2018) Functionalized MOF nanocomposites for dispersive solid phase extraction and enantioselective capture of chiral drug intermediates. J Chromatogr A 1537:1–9PubMedCrossRefGoogle Scholar
  21. 21.
    Huang Z, Liu S, Xu J, Yin L, Sun F, Zhou N, Ouyang G (2018) Fabrication of 8-aminocaprylic acid doped UIO-66 as sensitive solid-phase microextraction fiber for nitrosamines. Talanta 178:629–635PubMedCrossRefGoogle Scholar
  22. 22.
    Yu Y, Ren Y, Shen W, Deng H, Gao Z (2013) Applications of metal-organic frameworks as stationary phases in chromatography. Trends Anal Chem 50:33–41CrossRefGoogle Scholar
  23. 23.
    Zhang Z, Huang Y, Ding W, Li G (2014) Multilayer interparticle linking hybrid MOF-199 for noninvasive enrichment and analysis of plant hormone ethylene. Anal Chem 86:3533–3540PubMedCrossRefGoogle Scholar
  24. 24.
    Petit C, Burress J, Bandosz TJ (2011) The synthesis and characterization of copper-based metal–organic framework/graphite oxide composites. Carbon 49:563–572CrossRefGoogle Scholar
  25. 25.
    Liu S, Sun L, Xu F, Zhang J, Jiao C, Li F, Li Z, Wang S, Wang Z, Jiang X, Zhou H, Yang L, Schick C (2013) Nanosized cu-MOFs induced by graphene oxide and enhanced gas storage capacity. Energy Environ Sci 6:818–823CrossRefGoogle Scholar
  26. 26.
    Ghaemi F, Amiri A, Yunus R (2014) Methods for coating solid-phase microextraction fibers with carbon nanotubes. Trends Anal Chem 59:133–143CrossRefGoogle Scholar
  27. 27.
    Lin S, Song Z, Che G, Ren A, Li P, Liu C, Zhang J (2014) Adsorption behavior of metal-organic frameworks for methylene blue from aqueous solution. Microporous Mesoporous Mater 193:27–34CrossRefGoogle Scholar
  28. 28.
    Zhang G, Zang X, Li Z, Wang C, Wang Z (2014) Polydimethylsiloxane/metal-organic frameworks coated fiber for solid-phase microextraction of polycyclic aromatic hydrocarbons in river and lake water samples. Talanta 129:600–605PubMedCrossRefGoogle Scholar
  29. 29.
    Zanjani MRK, Yamini Y, Shariati S, Jonsson JA (2007) A new liquid-phase microextraction method based on solidification of floating organic drop. Anal Chim Acta 585:286–293CrossRefGoogle Scholar
  30. 30.
    Shariati-Feizabadi S, Yamini Y, Bahramifar N (2003) Headspace solvent microextraction and gas chromatographic determination of some polycyclic aromatic hydrocarbons in water samples. Anal Chim Acta 489:21–31CrossRefGoogle Scholar
  31. 31.
    Wei MC, Jen JF (2007) Determination of polycyclic aromatic hydrocarbons in aqueous samples by microwave assisted headspace solid-phase microextraction and gas chromatography/flame ionization detection. Talanta 72:1269–1274PubMedCrossRefGoogle Scholar
  32. 32.
    Saleh A, Yamini Y, Faraji M, Rezaee M, Ghambarian M (2009) Ultrasound-assisted emulsification microextraction method based on applying low density organic solvents followed by gas chromatography analysis for the determination of polycyclic aromatic hydrocarbons in water samples. J Chromatogr A 1216:6673–6679PubMedCrossRefGoogle Scholar
  33. 33.
    Mollahosseini A, Rokue M, Mojtahedi MM, Toghroli M, Kamankesh M, Motaharian A (2016) Mechanical stir bar sorptive extraction followed by gas chromatography as a new method for determining polycyclic aromatic hydrocarbons in water samples. Microchem J 126:431–437CrossRefGoogle Scholar
  34. 34.
    Yu C, Yao Z, Hu B (2009) Preparation of polydimethylsiloxane/β-cyclodextrin/divinylbenzene coated “dumbbell-shaped” stir bar and its application to the analysis of polycyclic aromatic hydrocarbons and polycyclic aromatic sulfur heterocycles compounds in lake water and soil by high performance liquid chromatography. Anal Chim Acta 641:75–82PubMedCrossRefGoogle Scholar
  35. 35.
    Kolahgar B, Hoffmann A, Heiden AC (2002) Application of stir bar sorptive extraction to the determination of polycyclic aromatic hydrocarbons in aqueous samples. J Chromatogr A 963:225–230PubMedCrossRefGoogle Scholar
  36. 36.
    Yamaguchi C, Lee W-Y (2010) A cost effective, sensitive, and environmentally friendly sample preparation method for determination of polycyclic aromatic hydrocarbons in solid samples. J Chromatogr A 1217:6816–6823PubMedPubMedCentralCrossRefGoogle Scholar
  37. 37.
    Zhou Q, Lei M, Li J, Liu Y, Zhao K, Zhao D (2017) Magnetic solid phase extraction of N-and S-containing polycyclic aromatic hydrocarbons at ppb levels by using a zerovalent iron nanoscale material modified with a metal organic framework of type Fe@ MOF-5, and their determination by HPLC. Microchim Acta 184:1029–1036CrossRefGoogle Scholar
  38. 38.
    Wang R, Chen Z (2017) A covalent organic framework-based magnetic sorbent for solid phase extraction of polycyclic aromatic hydrocarbons, and its hyphenation to HPLC for quantitation. Microchim Acta 184:3867–3874CrossRefGoogle Scholar
  39. 39.
    Wang W, Li Z, Wang W, Zhang L, Zhang S, Wang C, Wang Z (2018) Microextraction of polycyclic aromatic hydrocarbons by using a stainless steel fiber coated with nanoparticles made from a porous aromatic framework. Microchim Acta 185:20CrossRefGoogle Scholar

Copyright information

© Springer-Verlag GmbH Austria, part of Springer Nature 2019

Authors and Affiliations

  1. 1.Department of Chemistry, Faculty of SciencesHakim Sabzevari UniversitySabzevarIran
  2. 2.Institute of Tropical Forestry and Forest ProductsUniversiti Putra MalaysiaSerdangMalaysia

Personalised recommendations