Adsorptive removal of bisphenol A from aqueous solution using metal-organic frameworks

Desalination and Water Treatment

Volumn 54, Issue 1, 2015, Pages 93-102

  Qin, Feng Xiang ^a   Jia, Shao Yi ^a   Liu, Yong ^b   Li, Hao Yang ^a   Wu, Song Hai ^a  

^a TIANJIN UNIVERSITY   (China)

^b TIANJIN UNIVERSITY OF TECHNOLOGY   (China)

Author keywords

Adsorption; Bisphenol A(BPA); Endocrine disrupting chemicals (EDCs); Kinetics; Metal organic framework (MOF)

Indexed keywords

EID: 84924624730     PISSN: 19443994     EISSN: 19443986     Source Type: Journal    
DOI: 10.1080/19443994.2014.883331     Document Type: Article

References (60)

1. Z.-H. Liu, Y. Kanjo, S. Mizutani, Removal mechanisms for endocrine disrupting compounds (EDCs) in wastewater treatment – Physical means, biodegradation, and chemical advanced oxidation: A review, Sci. Total Environ. 407 (2009) 731–748.10.1016/j.scitotenv.2008.08.039
2. C. Bicchi, T. Schilirò, C. Pignata, E. Fea, C. Cordero, F. Canale, G. Gilli, Analysis of environmental endocrine disrupting chemicals using the E-screen method and stir bar sorptive extraction in wastewater treatment plant effluents, Sci. Total Environ. 407 (2009) 1842–1851.10.1016/j.scitotenv.2008.11.039
3. C.A. Staples, P.B. Dome, G.M. Klecka, S.T. Oblock, L.R. Harris, A review of the environmental fate, effects, and exposures of bisphenol A, Chemosphere 36 (1998) 2149–2173.10.1016/S0045-6535(97)10133-3
4. Y.B. Wetherill, B.T. Akingbemi, J. Kanno, J.A. Mclachlan, A. Nadal, C. Sonnenschein, C.S. Watson, R.T. Zoeller, S.M. Belcher, In vitro molecular mechanisms of bisphenol A action, Reprod. Toxicol. 24 (2007) 178–198.10.1016/j.reprotox.2007.05.010
5. M. Muñoz-De-Toro, C.M. Markey, P.R. Wadia, E.H. Luque, B.S. Rubin, C. Sonnenschein, A.M. Soto, Perinatal exposure to bisphenol-A alters peripubertal mammary gland development in mice, Endocrinology 146 (2005) 4138–4147.10.1210/en.2005-0340
6. T. Suzuki, Y. Nakagawa, I. Takano, K. Yaguchi, K. Yasuda, Environmental fate of bisphenol A and its biological metabolites in river water and their xeno-estrogenic activity, Environ. Sci. Technol. 38 (2004) 2389–2396.10.1021/es030576z
7. M. Deborde, S. Rabouan, J.-P. Duguet, B. Legube, Kinetics of aqueous ozone-induced oxidation of some endocrine disruptors, Environ. Sci. Technol. 39 (2005) 6086–6092.10.1021/es0501619
8. E.J. Rosenfeldt, K.G. Linden, Degradation of endocrine disrupting chemicals bisphenol A, ethinyl estradiol, and estradiol during UV photolysis and advanced oxidation processes, Environ. Sci. Technol. 38 (2004) 5476–5483.10.1021/es035413p
9. I. Bautista-Toledo, M.A. Ferro-García, J. Rivera-Utrilla, C. Moreno-Castilla, F.J. Vegas Fernández, Bisphenol A removal from water by activated carbon. Effects of carbon characteristics and solution chemistry, Environ. Sci. Technol. 39 (2005) 6246–6250.10.1021/es0481169
10. G. Liu, J. Ma, X. Li, Q. Qin, Adsorption of bisphenol A from aqueous solution onto activated carbons with different modification treatments, J. Hazard. Mater. 164 (2009) 1275–1280.10.1016/j.jhazmat.2008.09.038
11. W.-T. Tsai, C.-W. Lai, T.-Y. Su, Adsorption of bisphenol-A from aqueous solution onto minerals and carbon adsorbents, J. Hazard. Mater. 134 (2006) 169–175.10.1016/j.jhazmat.2005.10.055
12. B. Pan, D. Lin, H. Mashayekhi, B. Xing, Adsorption and hysteresis of bisphenol A and 17α-ethinyl estradiol on carbon nanomaterials, Environ. Sci. Technol. 42 (2008) 5480–5485.10.1021/es8001184
13. L. Joseph, Q. Zaib, I.A. Khan, N.D. Berge, Y.-G. Park, N.B. Saleh, Y. Yoon, Removal of bisphenol A and 17α-ethinyl estradiol from landfill leachate using single-walled carbon nanotubes, Water Res. 45 (2011) 4056–4068.10.1016/j.watres.2011.05.015
14. M. Clara, B. Strenn, E. Saracevic, N. Kreuzinger, Adsorption of bisphenol-A, 17β-estradiole and 17α-ethinylestradiole to sewage sludge, Chemosphere 56 (2004) 843–851.10.1016/j.chemosphere.2004.04.048
15. Y. Zhou, P. Lu, J. Lu, Application of natural biosorbent and modified peat for bisphenol A removal from aqueous solutions, Carbohydr. Polym. 88 (2012) 502–508.10.1016/j.carbpol.2011.12.034
16. J. Li, B. Zhou, Y. Liu, Q. Yang, W. Cai, Influence of the coexisting contaminants on bisphenol A sorption and desorption in soil, J. Hazard. Mater. 151 (2008) 389–393.10.1016/j.jhazmat.2007.06.001
17. Q. Sui, J. Huang, Y. Liu, X. Chang, G. Ji, S. Deng, T. Xie, G. Yu, Rapid removal of bisphenol A on highly ordered mesoporous carbon, J. Environ. Sci. 23 (2011) 177–182.10.1016/S1001-0742(10)60391-9
18. J. Lee, O.K. Farha, J. Roberts, K.A. Scheidt, S.T. Nguyen, J.T. Hupp, Metal-organic framework materials as catalysts, Chem. Soc. Rev. 38 (2009) 1450–1459.10.1039/b807080f
19. 4 nanocomposites for phenol degradation, Mater. Lett. 101 (2013) 93–95.10.1016/j.matlet.2013.03.085
20. J.R. Li, J. Sculley, H.C. Zhou, Metal-organic frameworks for separations, Chem. Rev. 112 (2011) 869–932.
21. 4 separations, Ind. Eng. Chem. Res. 50 (2011) 12606–12616.10.1021/ie201885s
22. P. Horcajada, T. Chalati, C. Serre, B. Gillet, C. Sebrie, T. Baati, J.F. Eubank, D. Heurtaux, P. Clayette, C. Kreuz, J.-S. Chang, Y.K. Hwang, V. Marsaud, P.-N. Bories, L. Cynober, S. Gil, G. Ferey, P. Couvreur, R. Gref, Porous metal-organic-framework nanoscale carriers as a potential platform for drug delivery and imaging, Nat. Mater. 9 (2010) 172–178.10.1038/nmat2608
23. P. Horcajada, C. Serre, M. Vallet-Regi, M. Sebban, F. Taulelle, G. Ferey, Metal-organic frameworks as efficient materials for drug delivery, Angew. Chem. Int. Ed. 45 (2006) 5974–5978.10.1002/(ISSN)1521-3773
24. D. Zhao, S. Tan, D. Yuan, W. Lu, Y.H. Rezenom, H. Jiang, L.-Q. Wang, H.-C. Zhou, Surface functionalization of porous coordination nanocages via click chemistry and their application in drug delivery, Adv. Mater. 23 (2011) 90–93.10.1002/adma.v23.1
25. D. Frahm, M. Fischer, F. Hoffmann, M. Froba, An interpenetrated metal-organic framework and its gas storage behavior: Simulation and experiment, Inorg. Chem. 50 (2011) 11055–11063.10.1021/ic201596x
26. L.J. Murray, M. Dinca, J.R. Long, Hydrogen storage in metal-organic frameworks, Chem. Soc. Rev. 38 (2009) 1294–1314.10.1039/b802256a
27. H.-L. Jiang, Y. Tatsu, Z.-H. Lu, Q. Xu, Non-, micro-, and mesoporous metal−organic framework isomers: Reversible transformation, fluorescence sensing, and large molecule separation, J. Am. Chem. Soc. 132 (2010) 5586–5587.10.1021/ja101541s
28. F.-X. Qin, S.-Y. Jia, F.-F. Wang, S.-H. Wu, J. Song, Y. Liu, Hemin@metal-organic framework with peroxidase-like activity and its application to glucose detection, Catal. Sci. Technol. 3 (2013) 2761–2768.
29. K.A. Cychosz, A.G. Wong-Foy, A.J. Matzger, Liquid phase adsorption by microporous coordination polymers: Removal of organosulfur compounds, J. Am. Chem. Soc. 130 (2008) 6938–6939.10.1021/ja802121u
30. 2-loaded porous vanadium benzenedicarboxylate for benzothiophene, Angew. Chem. Int. Ed. 124 (2012) 1224–1227.10.1002/ange.201105113
31. E. Haque, J.E. Lee, I.T. Jang, Y.K. Hwang, J.-S. Chang, J. Jegal, S.H. Jhung, Adsorptive removal of methyl orange from aqueous solution with metal-organic frameworks, porous chromium-benzenedicarboxylates, J. Hazard. Mater. 181 (2010) 535–542.10.1016/j.jhazmat.2010.05.047
32. C. Chen, M. Zhang, Q. Guan, W. Li, Kinetic and thermodynamic studies on the adsorption of xylenol orange onto MIL-101(Cr), Chem. Eng. J. 183 (2012) 60–67.10.1016/j.cej.2011.12.021
33. S.-H. Huo, X.-P. Yan, Metal-organic framework MIL-100(Fe) for the adsorption of malachite green from aqueous solution, J. Mater. Chem. 22 (2012) 7449–7455.10.1039/c2jm16513a
34. M. Maes, M. Trekels, M. Boulhout, S. Schouteden, F. Vermoortele, L. Alaerts, D. Heurtaux, Y.-K. Seo, Y.K. Hwang, J.-S. Chang, I. Beurroies, R. Denoyel, K. Temst, A. Vantomme, P. Horcajada, C. Serre, D.E. De Vos, Selective removal of n-heterocyclic aromatic contaminants from fuels by lewis acidic metal-organic frameworks, Angew. Chem. Int. Ed. 123 (2011) 4296–4300.10.1002/ange.v123.18
35. S.H. Jhung, J.H. Lee, J.W. Yoon, C. Serre, G. Férey, J.S. Chang, Microwave synthesis of chromium terephthalate MIL-101 and its benzene sorption ability, Adv. Mater. 19 (2007) 121–124.10.1002/(ISSN)1521-4095
36. 2+ from water, J. Hazard. Mater. 196 (2011) 36–43.10.1016/j.jhazmat.2011.08.069
37. M. Maes, S. Schouteden, L. Alaerts, D. Depla, D.E. De Vos, Extracting organic contaminants from water using the metal-organic framework CrIII(OH)·{O2C-C6H4-CO2}, Phys. Chem. Chem. Phys. 13 (2011) 5587–5589.10.1039/c0cp01703e
38. Z. Hasan, J. Jeon, S.H. Jhung, Adsorptive removal of naproxen and clofibric acid from water using metal-organic frameworks, J. Hazard. Mater. 209–210 (2012) 151–157.10.1016/j.jhazmat.2012.01.005
39. C.-X. Yang, X.-P. Yan, Selective adsorption and extraction of C70 and higher fullerenes on a reusable metal-organic framework MIL-101(Cr), J. Mater. Chem. 22 (2012) 17833–17841.10.1039/c2jm31886e
40. N.A. Khan, Z. Hasan, S.H. Jhung, Adsorptive removal of hazardous materials using metal-organic frameworks (MOFs): A review, J. Hazard. Mater. 244–245 (2013) 444–456.10.1016/j.jhazmat.2012.11.011
41. A.A. Adeyemo, I.O. Adeoye, O.S. Bello, Metal organic frameworks as adsorbents for dye adsorption: Overview, prospects and future challenges, Toxicol. Environ. Chem. 94 (2012) 1846–1863.10.1080/02772248.2012.744023
42. G. Ferey, C. Mellot-Draznieks, C. Serre, F. Millange, J. Dutour, S. Surble, I. Margiolaki, A chromium terephthalate-based solid with unusually large pore volumes and surface area, Science 309 (2005) 2040–2042.10.1126/science.1116275
43. P. Horcajada, S. Surble, C. Serre, D.-Y. Hong, Y.-K. Seo, J.-S. Chang, J.-M. Greneche, I. Margiolaki, G. Ferey, Synthesis and catalytic properties of MIL-100(Fe), an iron(III) carboxylate with large pores, Chem. Commun. (2007) 2820–2822.10.1039/b704325b
44. D.-Y. Hong, Y.K. Hwang, C. Serre, G. Férey, J.-S. Chang, Porous chromium terephthalate MIL-101 with coordinatively unsaturated sites: Surface functionalization, encapsulation, sorption and catalysis, Adv. Funct. Mater. 19 (2009) 1537–1552.10.1002/adfm.v19:10
45. S.-H. Huo, X.-P. Yan, Metal-organic framework MIL-100(Fe) for the adsorption of malachite green from aqueous solution, J. Mater. Chem. 22 (2012) 7449–7455.10.1039/c2jm16513a
46. E.Y. Park, Z. Hasan, N.A. Khan, S.H. Jhung, Adsorptive removal of bisphenol-a from water with a metal-organic framework, a porous chromium-benzenedicarboxylate, J. Nanosci. Nanotechnol. 13 (2013) 2789–2794(2786).10.1166/jnn.2013.7411
47. M. Zhou, Y.-N. Wu, J. Qiao, J. Zhang, A. Mcdonald, G. Li, F. Li, The removal of bisphenol A from aqueous solutions by MIL-53(Al) and mesostructured MIL-53(Al), J. Colloid Interface Sci. 405 (2013) 157–163.10.1016/j.jcis.2013.05.024
48. O.I. Lebedev, F. Millange, C. Serre, G. Van Tendeloo, G. Férey, First direct imaging of giant pores of the metal−organic framework MIL-101, Chem. Mater. 17 (2005) 6525–6527.10.1021/cm051870o
49. P. Horcajada, S. Surble, C. Serre, D.Y. Hong, Y.K. Seo, J.S. Chang, J.M. Greneche, I. Margiolaki, G. Ferey, Synthesis and catalytic properties of MIL-101(Fe), an iron(III) carboxylate with large pores, Chem. Commun. (2007) 2820–2822.10.1039/b704325b
50. Y.S. Ho, G. Mckay, Pseudo-second order model for sorption processes, Process Biochem. 34 (1999) 451–465.10.1016/S0032-9592(98)00112-5
51. B.H. Hameed, A.A. Rahman, Removal of phenol from aqueous solutions by adsorption onto activated carbon prepared from biomass material, J. Hazard. Mater. 160 (2008) 576–581.10.1016/j.jhazmat.2008.03.028
52. Z. Hasan, J. Jeon, S.H. Jhung, Adsorptive removal of naproxen and clofibric acid from water using metal-organic frameworks, J. Hazard. Mater. 209–210 (2012) 151–157.10.1016/j.jhazmat.2012.01.005
53. E. Haque, J.W. Jun, S.H. Jhung, Adsorptive removal of methyl orange and methylene blue from aqueous solution with a metal-organic framework material, iron terephthalate (MOF-235), J. Hazard. Mater. 185 (2011) 507–511.10.1016/j.jhazmat.2010.09.035
54. I.A.W. Tan, A.L. Ahmad, B.H. Hameed, Adsorption isotherms, kinetics, thermodynamics and desorption studies of 2,4,6-trichlorophenol on oil palm empty fruit bunch-based activated carbon, J. Hazard. Mater 164 (2009) 473–482.10.1016/j.jhazmat.2008.08.025
55. G. Xiao, L. Fu, A. Li, Enhanced adsorption of bisphenol a from water by acetylaniline modified hyper-cross-linked polymeric adsorbent: Effect of the cross-linked bridge, Chem. Eng. J. 191 (2012) 171–176.10.1016/j.cej.2012.02.092
56. A.T. Mohd Din, B.H. Hameed, A.L. Ahmad, Batch adsorption of phenol onto physiochemical-activated coconut shell, J. Hazard. Mater. 161 (2009) 1522–1529.10.1016/j.jhazmat.2008.05.009
57. V. Fierro, V. Torné-Fernández, D. Montané, A. Celzard, Adsorption of phenol onto activated carbons having different textural and surface properties, Microporous Mesoporous Mater. 111 (2008) 276–284.10.1016/j.micromeso.2007.08.002
58. Y. Yoon, P. Westerhoff, S.A. Snyder, M. Esparza, Hplc-fluorescence detection and adsorption of bisphenol a, 17β-estradiol, and 17α-ethynyl estradiol on powdered activated carbon, Water Res. 37 (2003) 3530–3537.10.1016/S0043-1354(03)00239-2
59. Y. Dong, D. Wu, X. Chen, Y. Lin, Adsorption of bisphenol A from water by surfactant-modified zeolite, J. Colloid Interface Sci. 348 (2010) 585–590.10.1016/j.jcis.2010.04.074
60. G. Newcombe, M. Drikas, Adsorption of nom onto activated carbon: Electrostatic and non-electrostatic effects, Carbon 35 (1997) 1239–1250.10.1016/S0008-6223(97)00078-X