Abstract
In this work, the MIL-101(Fe) derived carbon prepared by direct carbonization under N2 atmosphere followed by acidic treatment (TC-MIL-101(Fe)) was evaluated as an adsorbent of low concentrations of naproxen (NPX) in an aqueous solution. The adsorption performance of TC-MIL-101(Fe) was compared with its analog without acidic treatment (C-MIL-101(Fe) and pristine MIL-101(Fe). The prepared materials were characterized by X-ray diffraction (XRD), nitrogen physisorption, scanning electron microscopy with energy dispersive spectroscopy (SEM–EDS), X-ray photoelectron spectroscopy (XPS), and Raman spectroscopy. The TC-MIL-101(Fe) improved its textural and physicochemical properties. The increase of specific surface area, broad pore size distribution, and low residual level of Fe particles, and graphitization index turned this material into a potential adsorbent of pharmaceutical compounds. The NPX adsorption experiments onto TC-MIL-101(Fe) showed complete removal in 15 min, and 63.30 mg/g adsorption capacity in equilibrium compared to 22.94, and 22.72 mg/g achieved using pristine MIL-101(Fe) and C-MIL-101(Fe). The NPX adsorption using MIL-101(Fe) and their derived carbon materials was associated with a pseudo-second order (R2 ≥ 0.995) and Langmuir (R2 ≥ 0.938) models. Moreover, the thermodynamic parameters were calculated, suggesting the spontaneous and exothermic adsorption mechanism. These results evidenced the potential application of TC-MIL-101(Fe) adsorbent associated with its good textural properties and modulable porosity.
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References
M. Ding, X. Cai, H.L. Jiang, Improving MOF stability: approaches and applications. Chem. Sci. 10, 10209–10230 (2019). https://doi.org/10.1039/c9sc03916c
V.V. Butova, M.A. Soldatov, A.A. Guda, K.A. Lomachenko, C. Lamberti, Metal-organic frameworks: structure, properties, methods of synthesis and characterization. Russ. Chem. Rev. 85, 280–307 (2016). https://doi.org/10.1070/RCR4554
W. Chaikittisilp, K. Ariga, Y. Yamauchi, A new family of carbon materials: synthesis of MOF-derived nanoporous carbons and their promising applications. J. Mater. Chem. A 1, 14–19 (2013). https://doi.org/10.1039/c2ta00278g
T. Rasheed, M. Bilal, A.A. Hassan, F. Nabeel, R.N. Bharagava, L.F. Romanholo Ferreira, H.N. Tran, H.M.N. Iqbal, Environmental threatening concern and efficient removal of pharmaceutically active compounds using metal-organic frameworks as adsorbents. Environ. Res. 185, 109436 (2020). https://doi.org/10.1016/j.envres.2020.109436
B. Liu, K. Vikrant, K.H. Kim, V. Kumar, S.K. Kailasa, Critical role of water stability in metal-organic frameworks and advanced modification strategies for the extension of their applicability. Environ. Sci. Nano 7, 1319–1347 (2020). https://doi.org/10.1039/c9en01321k
S.J. Yang, T. Kim, J.H. Im, Y.S. Kim, K. Lee, H. Jung, C.R. Park, MOF-derived hierarchically porous carbon with exceptional porosity and hydrogen storage capacity. Chem. Mater. 24, 464–470 (2012). https://doi.org/10.1021/cm202554j
K. Shen, X. Chen, J. Chen, Y. Li, Development of MOF-derived carbon-based nanomaterials for efficient catalysis. ACS Catal. 6, 5887–5903 (2016). https://doi.org/10.1021/acscatal.6b01222
F. Maya, C. Palomino Cabello, R.M. Frizzarin, J.M. Estela, G. Turnes Palomino, V. Cerdà, Magnetic solid-phase extraction using metal-organic frameworks (MOFs) and their derived carbons. Trends Anal. Chem. 90, 142–152 (2017). https://doi.org/10.1016/j.trac.2017.03.004
Y. Liu, Z. Gao, R. Wu, Z. Wang, X. Chen, T.W.D. Chan, Magnetic porous carbon derived from a bimetallic metal–organic framework for magnetic solid-phase extraction of organochlorine pesticides from drinking and environmental water samples. J. Chromatogr. A 1479, 55–61 (2017). https://doi.org/10.1016/j.chroma.2016.12.014
J. Tang, R.R. Salunkhe, J. Liu, N.L. Torad, M. Imura, S. Furukawa, Y. Yamauchi, Thermal conversion of core-shell metal-organic frameworks: a new method for selectively functionalized nanoporous hybrid carbon. J. Am. Chem. Soc. 137, 1572–1580 (2015). https://doi.org/10.1021/ja511539a
A. Farisabadi, M. Moradi, S. Hajati, M.A. Kiani, J.P. Espinos, Controlled thermolysis of MIL-101(Fe, Cr) for synthesis of FexOy/porous carbon as negative electrode and Cr2O3/porous carbon as positive electrode of supercapacitor. Appl. Surf. Sci. 469, 192–203 (2019). https://doi.org/10.1016/j.apsusc.2018.11.053
A. Mestre, M. Galhetas, M. Andrade, Micropore size distribution of activated carbons: a key factor for a deeper understanding of the adsorption mechanism of pharmaceuticals. Boletín Del Grup. Español Del Carbón. (2016) 22–27.
D. Salazar-Beltrán, C.P. Cabello, J.L. Guzmán-Mar, L. Hinojosa-Reyes, G.T. Palomino, F. Maya, Nanoparticle@metal-organic frameworks as a template for hierarchical porous carbon sponges. Chemistry 24, 13450–13456 (2018). https://doi.org/10.1002/chem.201802545
C. Palomino Cabello, M.F.F. Picó, F. Maya, M. del Rio, G. Turnes Palomino, UiO-66 derived etched carbon/polymer membranes: high-performance supports for the extraction of organic pollutants from water. Chem. Eng. J. 346, 85–93 (2018). https://doi.org/10.1016/j.cej.2018.04.019
M. Valsecia, Analgésicos antipiréticos y antiinflamatorios no esteroides (AINEs), Jano. (2010) 112–132. http://med.unne.edu.ar/catedras/farmacologia/temas_farma/volumen4/cap7_aines.pdf.
A. Peña-Álvarez, A. Castillo-Alanís, Identificación y cuantificación de contaminantes emergentes en aguas residuales por microextracción en fase sólida-cromatografía de gases-espectrometría de masas (MEFS-CG-EM). Tip 18, 29–42 (2015). https://doi.org/10.1016/j.recqb.2015.05.003
L.I. Castro-Pastrana, M.I. Baños-Medina, M. Argelia López-Luna, B.L. Torres-García, Ecofarmacovigilancia en México: perspectivas para su implementación Ecopharmacovigilance in Mexico: prospects of its implementation. Rev Mex Cienc Farm. 46(3), 16–40 (2015)
V.C. Moreno-Ortiz, J.M. Martínez-Núñez, J. Kravzov-Jinich, L.A. Pérez-Hernández, C. Moreno-Bonett, M. Altagracia-Martínez, Los medicamentos de receta de origen sintético y su impacto en el medio ambiente. Rev. Mex. Ciencias Farm. 44, 17–29 (2013)
G. Peña-Velasco, L. Hinojosa-Reyes, M. Escamilla-Coronado, G. Turnes-Palomino, C. Palomino-Cabello, J.L. Guzmán-Mar, Iron metal-organic framework supported in a polymeric membrane for solid-phase extraction of anti-inflammatory drugs. Anal. Chim. Acta 1136, 157–167 (2020). https://doi.org/10.1016/j.aca.2020.09.049
K. Kwak, K. Ji, Y. Kho, P. Kim, J. Lee, J. Ryu, K. Choi, Chronic toxicity and endocrine disruption of naproxen in freshwater waterfleas and fish, and steroidogenic alteration using H295R cell assay. Chemosphere 204, 156–162 (2018). https://doi.org/10.1016/j.chemosphere.2018.04.035
T. Segakweng, N.M. Musyoka, J. Ren, P. Crouse, H.W. Langmi, Comparison of MOF-5- and Cr-MOF-derived carbons for hydrogen storage application. Res. Chem. Intermed. 42, 4951–4961 (2016). https://doi.org/10.1007/s11164-015-2338-1
H. Khazri, I. Ghorbel-Abid, R. Kalfat, M. Trabelsi-Ayadi, Removal of ibuprofen, naproxen and carbamazepine in aqueous solution onto natural clay: equilibrium, kinetics, and thermodynamic study. Appl. Water Sci. 7, 3031–3040 (2017). https://doi.org/10.1007/s13201-016-0414-3
P.W. Seo, B.N. Bhadra, I. Ahmed, N.A. Khan, S.H. Jhung, Adsorptive removal of pharmaceuticals and personal care products from water with functionalized metal-organic frameworks: remarkable adsorbents with hydrogen-bonding abilities. Sci. Rep. 6, 1–11 (2016). https://doi.org/10.1038/srep34462
P. Senthil Kumar, S. Ramalingam, C. Senthamarai, M. Niranjanaa, P. Vijayalakshmi, S. Sivanesan, Adsorption of dye from aqueous solution by cashew nut shell: studies on equilibrium isotherm, kinetics and thermodynamics of interactions. Desalination 261, 52–60 (2010). https://doi.org/10.1016/j.desal.2010.05.032
E.C. Lima, A. Hosseini-Bandegharaei, J.C. Moreno-Piraján, I. Anastopoulos, A critical review of the estimation of the thermodynamic parameters on adsorption equilibria. Wrong use of equilibrium constant in the Van’t Hoof equation for calculation of thermodynamic parameters of adsorption. J. Mol. Liq. 273, 425–434 (2019). https://doi.org/10.1016/j.molliq.2018.10.048
L. Yang, Y. Bai, H. Zhang, J. Geng, Z. Shao, B. Yi, Nitrogen-doped porous carbon derived from Fe-MIL nanocrystals as an electrocatalyst for efficient oxygen reduction. RSC Adv. 7, 22610–22618 (2017). https://doi.org/10.1039/c6ra27834e
S. Peng, S. Wang, G. Hao, C. Zhu, Y. Zhang, X. Lv, Y. Hu, W. Jiang, Preparation of magnetic flower-like carbon-matrix composites with efficient electromagnetic wave absorption properties by carbonization of MIL-101(Fe). J. Magn. Magn. Mater. 487, 165306 (2019). https://doi.org/10.1016/j.jmmm.2019.165306
Q. Xie, Y. Li, Z. Lv, H. Zhou, X. Yang, J. Chen, H. Guo, Effective adsorption and removal of phosphate from aqueous solutions and eutrophic water by Fe-based MOFs of MIL-101. Sci. Rep. 7, 3316 (2017). https://doi.org/10.1038/s41598-017-03526-x
Y. Luo, J. Zhang, M. Kiani, Y. Chen, J. Chen, G. Wang, S.H. Chan, R. Wang, Synthesis of MOF-derived nonprecious catalyst with high electrocatalytic activity for oxygen reduction reaction. Ind. Eng. Chem. Res. 57, 12087–12095 (2018). https://doi.org/10.1021/acs.iecr.8b02744
D.W. Kim, H.G. Kim, D.H. Cho, Catalytic performance of MIL-100 (Fe, Cr) and MIL-101 (Fe, Cr) in the isomerization of endo-to exo-dicyclopentadiene. Catal. Commun. 73, 69–73 (2016). https://doi.org/10.1016/j.catcom.2015.10.006
W. Guo, W. Sun, L.P. Lv, S. Kong, Y. Wang, Microwave-assisted morphology evolution of Fe-based metal-organic frameworks and their derived Fe2O3 nanostructures for li-ion storage. ACS Nano 11, 4198–4205 (2017). https://doi.org/10.1021/acsnano.7b01152
D. Němeček, G.J. Thomas, Raman spectroscopy of viruses and viral proteins. Front. Mol. Spectrosc. (2009). https://doi.org/10.1016/B978-0-444-53175-9.00016-7
J. Li, R. Lu, B. Dou, C. Ma, Q. Hu, Y. Liang, F. Wu, S. Qiao, Z. Hao, Porous graphitized carbon for adsorptive removal of benzene and the electrothermal regeneration. Environ. Sci. Technol. 46, 12648–12654 (2012). https://doi.org/10.1021/es303069j
J.C. Wang, J. Ren, H.C. Yao, L. Zhang, J.S. Wang, S.Q. Zang, L.F. Han, Z.J. Li, Synergistic photocatalysis of Cr(VI) reduction and 4-Chlorophenol degradation over hydroxylated α-Fe2O3 under visible light irradiation. J. Hazard. Mater. 311, 11–19 (2016). https://doi.org/10.1016/j.jhazmat.2016.02.055
L. Wang, B. Wen, H. Yang, Y. Qiu, N. He, Hierarchical nest-like structure of Co/Fe MOF derived CoFe@ C composite as wide-bandwidth microwave absorber. Composites Part A 135, 105958 (2020). https://doi.org/10.1016/j.compositesa.2020.105958
S.L. Zhang, B.Y. Guan, X.W. Lou, Co–Fe alloy/N-doped carbon hollow spheres derived from dual metal-organic frameworks for enhanced electrocatalytic oxygen reduction. Small 15, 1–6 (2019). https://doi.org/10.1002/smll.201805324
R.A.W. Sing, K.S.W. Everet, D.H. Haul, Provisional international union of pure and applied chemistry commission on colloid and surface chemistry subcommittee on reporting gas adsorption data reporting physisorption data for gas/solid systems with special reference to the determination of surface area and porosity. Pure Appl. Chem. 57, 603–619 (1985)
K. Aguilar-Arteaga, J.A. Rodriguez, J.M. Miranda, J. Medina, E. Barrado, Determination of non-steroidal anti-inflammatory drugs in wastewaters by magnetic matrix solid phase dispersion-HPLC. Talanta 80, 1152–1157 (2010). https://doi.org/10.1016/j.talanta.2009.08.042
Z. Zhao, B. Liang, M. Wang, Q. Yang, M. Su, S. Liang, Microporous carbon derived from hydroxyl functionalized organic network for efficient adsorption of flumequine: adsorption mechanism and application potentials. Chem. Eng. J. 427, 130943 (2022). https://doi.org/10.1016/j.cej.2021.130943
W. Xiong, Z. Zeng, G. Zeng, Z. Yang, R. Xiao, X. Li, J. Cao, C. Zhou, H. Chen, M. Jia, Y. Yang, W. Wang, X. Tang, Metal-organic frameworks derived magnetic carbon-ΑFe/Fe3C composites as a highly effective adsorbent for tetracycline removal from aqueous solution. Chem. Eng. J. 374, 91–99 (2019). https://doi.org/10.1016/j.cej.2019.05.164
H.T. Minh Thanh, T.T. Thu Phuong, P.T. Le Hang, T.T. Tam Toan, T.N. Tuyen, T.X. Mau, D.Q. Khieu, Comparative study of Pb(II) adsorption onto MIL-101 and Fe-MIL-101 from aqueous solutions. J. Environ. Chem. Eng. 6, 4093–4102 (2018). https://doi.org/10.1016/j.jece.2018.06.021
Y. Li, Y. Wang, L. He, L. Meng, H. Lu, X. Li, Preparation of poly(4-vinylpyridine)-functionalized magnetic Al-MOF for the removal of naproxen from aqueous solution. J. Hazard. Mater. 383, 121144 (2020). https://doi.org/10.1016/j.jhazmat.2019.121144
B.A. Fil, M. Korkmaz, C. Özmetin, An empirical model for adsorption thermodynamics of copper (II) from solutions onto illite clay-batch process design. J. Chil. Chem. Soc. 59, 2686–2691 (2015). https://doi.org/10.4067/s0717-97072014000400012
Acknowledgements
The authors aknowledge funding from the Facultad de Ciencias Químicas, Universidad Autónoma de Nuevo León (CN1283-20, PAICyT program) and Ciencia de Frontera-CONACyT-México (1727980). Peña-Velasco G. thanks her doctoral scholarship support (378684) from CONACyT-México.
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Peña-Velasco, G., Hinojosa-Reyes, L., Hernández-Ramírez, A. et al. Enhanced Removal of Low Concentrations of Anti-inflammatory Drugs in Water Using Fe-MOF Derived Carbon Treated by Acidic Leaching: Characterization and Performance. J Inorg Organomet Polym 32, 4204–4215 (2022). https://doi.org/10.1007/s10904-022-02426-6
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DOI: https://doi.org/10.1007/s10904-022-02426-6