Can metal organic frameworks outperform adsorptive removal of harmful phenolic compound 2-chlorophenol by activated carbon?

Mohd Azmi, Luqman Hakim; Williams, Daryl; LADEWIG, Bradley Paul

doi:10.1016/j.cherd.2020.03.017

Article (Scientific journals)

Can metal organic frameworks outperform adsorptive removal of harmful phenolic compound 2-chlorophenol by activated carbon?

Mohd Azmi, Luqman Hakim; Williams, Daryl; LADEWIG, Bradley Paul

2020 • In Chemical Engineering Research and Design, 158, p. 102 - 113

Peer Reviewed verified by ORBi

Permalink
https://hdl.handle.net/10993/59867

DOI
10.1016/j.cherd.2020.03.017

Files (1)Send to Details Statistics Bibliography Similar publications

Files

Full Text

1-s2.0-S0263876220301192-main.pdf

Author postprint (1.68 MB)

Download

All documents in ORBilu are protected by a user license.

Send to

RIS BibTex APA Chicago Permalink X Linkedin

Details

Keywords :

2-Chlorophenol; Activated carbon; Liquid adsorption; Metal organic frameworks; Organic pollutant removal; 2-chlorophenols; Adsorption capacities; Adsorptive removal; High surface area; Persistent organic compounds; Phenolic compounds; Washing cycle; Water stability; Chemistry (all); Chemical Engineering (all); General Chemical Engineering; General Chemistry

Abstract :

[en] Removal of persistent organic compounds from aqueous solutions is generally achieved using adsorbent like activated carbon (AC) but it suffers from limited adsorption capacity due to low surface area. This paper describes a pioneering work on the adsorption of an organic pollutant, 2-chlorophenol (2-CP) by two MOFs with high surface area and water stability; MIL-101 and its amino-derivative, MIL-101-NH2. Although MOFs have higher surface area than AC, the latter was proven better having the highest equilibrium 2-CP uptake (345 mg g−1), followed by MIL-101 (121 mg g−1) and MIL-101-NH2 (84 mg g−1). Used MIL-101 could be easily regenerated multiple times by washing with ethanol and even showed improved adsorption capacity after each washing cycle. These results can open the doors to meticulous adsorbent selection for treating 2-CP-contaminated water.

Disciplines :

Chemical engineering

Author, co-author :

Mohd Azmi, Luqman Hakim ; Barrer Centre, Department of Chemical Engineering, Imperial College London, South Kensington Campus, London, United Kingdom ; Grantham Institute – Climate Change and the Environment, Imperial College London, South Kensington Campus, London, United Kingdom ; Surfaces and Particle Engineering Laboratory, Department of Chemical Engineering, Imperial College London, United Kingdom

Williams, Daryl; Surfaces and Particle Engineering Laboratory, Department of Chemical Engineering, Imperial College London, United Kingdom

LADEWIG, Bradley Paul ; University of Luxembourg > Faculty of Science, Technology and Medicine (FSTM) > Department of Engineering (DoE) ; Barrer Centre, Department of Chemical Engineering, Imperial College London, South Kensington Campus, London, United Kingdom ; Institute for Micro Process Engineering (IMVT), Karlsruhe Institute of Technology, Eggenstein-Leopoldshafen, Germany

External co-authors :

yes

Language :

English

Title :

Can metal organic frameworks outperform adsorptive removal of harmful phenolic compound 2-chlorophenol by activated carbon?

Publication date :

June 2020

Journal title :

Chemical Engineering Research and Design

ISSN :

0263-8762

eISSN :

1744-3563

Publisher :

Institution of Chemical Engineers

Volume :

158

Pages :

102 - 113

Peer reviewed :

Peer Reviewed verified by ORBi

Additional URL :

https://api.elsevier.com/content/article/PII:S0263876220301192?httpAccept=text/xml

Funders :

Yayasan Khazanah

Available on ORBilu :

since 15 January 2024

Statistics

Number of views

112 (1 by Unilu)

Number of downloads

91 (0 by Unilu)

More statistics

Scopus citations^®

Scopus citations^®
without self-citations

OpenCitations

OpenAlex citations

WoS citations^™

Bibliography

Akiyama, G., Matsuda, R., Sato, H., Hori, A., Takata, M., Kitagawa, S., Effect of functional groups in MIL-101 on water sorption behavior. Microporous Mesoporous Mater. 157 (2012), 89–93, 10.1016/j.micromeso.2012.01.015.
Aksu, Z., Yener, J., A comparative adsorption/biosorption study of mono-chlorinated phenols onto various sorbents. Waste Manag. 21 (2001), 695–702.
Aktaş, Ö., Çeçen, F., Adsorption, desorption and bioregeneration in the treatment of 2-chlorophenol with activated carbon. J. Hazard. Mater. 141 (2007), 769–777.
Alderman, S.L., Dellinger, B., FTIR investigation of 2-chlorophenol chemisorption on a silica surface from 200 to 500°C. J. Phys. Chem. A 109 (2005), 7725–7731.
Andini, S., Cioffi, R., Montagnaro, F., Pisciotta, F., Santoro, L., Simultaneous adsorption of chlorophenol and heavy metal ions on organophilic bentonite. Appl. Clay Sci. 31 (2006), 126–133.
Arasteh, R., Masoumi, M., Rashidi, A.M., Moradi, L., Samimi, V., Mostafavi, S.T., Adsorption of 2-nitrophenol by multi-wall carbon nanotubes from aqueous solutions. Appl. Surf. Sci. 256 (2010), 4447–4455.
Bazan, A., Nowicki, P., Półrolniczak, P., Pietrzak, R., Thermal analysis of activated carbon obtained from residue after supercritical extraction of hops. J. Therm. Anal. Calorim. 125 (2016), 1199–1204.
Bernt, S., Guillerm, V., Serre, C., Stock, N., Direct covalent post-synthetic chemical modification of Cr-MIL-101 using nitrating acid. Chem. Commun. (Camb.) 47 (2011), 2838–2840, 10.1039/c0cc04526h.
Bhadra, B.N., Cho, K.H., Khan, N.A., Hong, D.Y., Jhung, S.H., Liquid-phase adsorption of aromatics over a metal-organic framework and activated carbon: effects of hydrophobicity/hydrophilicity of adsorbents and solvent polarity. J. Phys. Chem. C 119 (2015), 26620–26627, 10.1021/acs.jpcc.5b09298.
Burgher, F., Mathieu, L., Lati, E., Gasser, P., Peno-Mazzarino, L., Blomet, J., Hall, A.H., Maibach, H.I., Experimental 70% hydrofluoric acid burns: histological observations in an established human skin explants ex vivo model. Cutan. Ocul. Toxicol. 30 (2011), 100–107.
Chemviron Carbon, Filtrasorb ® 400 Agglomerated Coal Based Granular Activated Carbon. 2013.
Chuang, Y.H., Tzou, Y.M., Wang, M.K., Liu, C.H., Chiang, P.N., Removal of 2-chlorophenol from aqueous solution by Mg/Al layered double hydroxide (LDH) and modified LDH. Ind. Eng. Chem. Res. 47 (2008), 3813–3819.
Czaplicka, M., Sources and transformations of chlorophenols in the natural environment. Sci. Total Environ. 322 (2004), 21–39.
Dąbrowski, A., Podkościelny, P., Hubicki, Z., Barczak, M., Adsorption of phenolic compounds by activated carbon—a critical review. Chemosphere 58 (2005), 1049–1070.
Dobaradaran, S., Nodehi, R.N., Yaghmaeian, K., Jaafari, J., Niari, M.H., Bharti, A.K., Agarwal, S., Gupta, V.K., Azari, A., Shariatifar, N., Catalytic decomposition of 2-chlorophenol using an ultrasonic-assisted Fe3O4–TiO2@ MWCNT system: influence factors, pathway and mechanism study. J. Colloid Interface Sci. 512 (2018), 172–189.
European Communities, Decision No. 2455/2001/EC of the European Parliament and of the Council of 20 November 2001 establishing the list of priority substances in the field of water policy and amending Directive 2000/60/EC. Off. J. Eur. Commun. 44 (2001), 1–5.
Evans, J.D., Garai, B., Reinsch, H., Li, W., Dissegna, S., Bon, V., Senkovska, I., Fischer, R.A., Kaskel, S., Janiak, C., Metal–organic frameworks in Germany: from synthesis to function. Coord. Chem. Rev. 380 (2019), 378–418.
Fierro, V., Torné-Fernández, V., Montané, D., Celzard, A., Adsorption of phenol onto activated carbons having different textural and surface properties. Microporous Mesoporous Mater. 111 (2008), 276–284.
Foo, K.Y., Hameed, B.H., Insights into the modeling of adsorption isotherm systems. Chem. Eng. J. 156 (2010), 2–10.
Freundlich, H.M.F., Over the adsorption in solution. J. Phys. Chem. 57 (1906), 1100–1107.
Gan, L., Li, B., Guo, M., Weng, X., Wang, T., Chen, Z., Mechanism for removing 2, 4-dichlorophenol via adsorption and Fenton-like oxidation using iron-based nanoparticles. Chemosphere 206 (2018), 168–174.
Gao, L., Li, C.-Y.V., Yung, H., Chan, K.-Y., A functionalized MIL-101 (Cr) metal–organic framework for enhanced hydrogen release from ammonia borane at low temperature. Chem. Commun. (Camb.) 49 (2013), 10629–10631.
Gorner, T., Villiéras, F., Polakovič, M., De Donato, P., Garnier, C., Paiva-Cabral, M., Bersillon, J.L., Inverse liquid chromatography investigation of adsorption on heterogeneous solid surfaces: phenylalanine on activated carbon. Langmuir 18 (2002), 8546–8552, 10.1021/la0261139.
Gu, Z.-Y., Yang, C.-X., Chang, N., Yan, X.-P., Metal–organic frameworks for analytical chemistry: from sample collection to chromatographic separation. Acc. Chem. Res. 45 (2012), 734–745, 10.1021/ar2002599.
Hadjltaief, H.B., Sdiri, A., Ltaief, W., Da Costa, P., Galvez, M.E., Zina, M.Ben, Efficient removal of cadmium and 2-chlorophenol in aqueous systems by natural clay: adsorption and photo-Fenton degradation processes. Comptes Rendus Chim. 21 (2018), 253–262.
Haghseresht, F., Lu, G.Q., Adsorption characteristics of phenolic compounds onto coal-reject-derived adsorbents. Energy Fuels 12 (1998), 1100–1107.
Hamdaoui, O., Naffrechoux, E., Modeling of adsorption isotherms of phenol and chlorophenols onto granular activated carbon: Part I. Two-parameter models and equations allowing determination of thermodynamic parameters. J. Hazard. Mater. 147 (2007), 381–394.
Han, S., Lah, M.S., Simple and efficient regeneration of MOF-5 and HKUST-1 via acid–base treatment. Cryst. Growth Des. 15 (2015), 5568–5572.
Hasan, Z., Jhung, S.H., Removal of hazardous organics from water using metal-organic frameworks (MOFs): plausible mechanisms for selective adsorptions. J. Hazard. Mater. 283 (2015), 329–339, 10.1016/j.jhazmat.2014.09.046.
Hasan, Z., Jeon, J., Jhung, S.H., 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.
Hasan, Z., Choi, E.J., Jhung, S.H., Adsorption of naproxen and clofibric acid over a metal–organic framework MIL-101 functionalized with acidic and basic groups. Chem. Eng. J. 219 (2013), 537–544, 10.1016/j.cej.2013.01.002.
Heinke, L., Gu, Z., Wöll, C., The surface barrier phenomenon at the loading of metal-organic frameworks. Nat. Commun., 5, 2014, 4562.
Hinz, C., Description of sorption data with isotherm equations. Geoderma 99 (2001), 225–243.
Ho, Y.S., Second-order kinetic model for the sorption of cadmium onto tree fern: a comparison of linear and non-linear methods. Water Res. 40 (2006), 119–125.
Ho, Y.S., Review of second-order models for adsorption systems. J. Hazard. Mater. 136 (2006), 681–689.
Hong, D.Y., Hwang, Y.K., Serre, C., Férey, G., Chang, J.S., 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.200801130.
Hu, Y., Song, C., Liao, J., Huang, Z., Li, G., Water stable metal-organic framework packed microcolumn for online sorptive extraction and direct analysis of naproxen and its metabolite from urine sample. J. Chromatogr. A 1294 (2013), 17–24, 10.1016/j.chroma.2013.04.034.
Huang, C.Y., Song, M., Gu, Z.Y., Wang, H.F., Yan, X.P., Probing the adsorption characteristic of metal-organic framework MIL-101 for volatile organic compounds by quartz crystal microbalance. Environ. Sci. Technol. 45 (2011), 4490–4496, 10.1021/es200256q.
Ismail, A.F., Khulbe, K.C., Matsuura, T., Gas Separation Membranes: Polymeric and Inorganic. 2015, Springer International Publishing.
Jang, H.M., Yoo, S., Choi, Y.-K., Park, S., Kan, E., Adsorption isotherm, kinetic modeling and mechanism of tetracycline on Pinus taeda-derived activated biochar. Bioresour. Technol. 259 (2018), 24–31.
Jhung, S.H., Lee, J.H., Yoon, J.W., Serre, C., Férey, G., Chang, J.S., Microwave synthesis of chromium terephthalate MIL-101 and its benzene sorption ability. Adv. Mater. 19 (2007), 121–124, 10.1002/adma.200601604.
Jung, M.-W., Ahn, K.-H., Lee, Y., Kim, K.-P., Rhee, J.-S., Park, J.T., Paeng, K.-J., Adsorption characteristics of phenol and chlorophenols on granular activated carbons (GAC). Microchem. J. 70 (2001), 123–131.
Karikkethu Prabhakaran, P., Deschamps, J., Doping activated carbon incorporated composite MIL-101 using lithium: impact on hydrogen uptake. J. Mater. Chem. A 3:13 (2015), 7014–7021, 10.1039/c4ta07197b.
Khan, N.A., Jung, B.K., Hasan, Z., Jhung, S.H., Adsorption and removal of phthalic acid and diethyl phthalate from water with zeolitic imidazolate and metal-organic frameworks. J. Hazard. Mater. 282 (2015), 194–200, 10.1016/j.jhazmat.2014.03.047.
Kim, J.-H., Shin, W.S., Kim, Y.-H., Choi, S.-J., Jo, W.-K., Song, D.-I., Sorption and desorption kinetics of chlorophenols in hexadecyltrimethyl ammonium-montmorillonites and their model analysis. Korean J. Chem. Eng. 22 (2005), 857–864.
Kirchon, A., Day, G.S., Fang, Y., Banerjee, S., Ozdemir, O.K., Zhou, H.C., Suspension processing of microporous metal-organic frameworks: a scalable route to high-quality adsorbents. iScience 5 (2018), 30–37.
Ko, N., Choi, P.G., Hong, J., Yeo, M., Sung, S., Cordova, K.E., Park, H.J., Yang, J.K., Kim, J., Tailoring the water adsorption properties of MIL-101 metal–organic frameworks by partial functionalization. J. Mater. Chem. A 3:5 (2015), 2057–2064, 10.1039/C4TA04907A.
Kolpin, D.W., Furlong, E.T., Meyer, M.T., Thurman, E.M., Zaugg, S.D., Barber, L.B., Buxton, H.T., Pharmaceuticals, hormones, and other organic wastewater contaminants in US streams, 1999−2000: a national reconnaissance. Environ. Sci. Technol. 36 (2002), 1202–1211.
Krahnstöver, T., Plattner, J., Wintgens, T., Quantitative detection of powdered activated carbon in wastewater treatment plant effluent by thermogravimetric analysis (TGA). Water Res. 101 (2016), 510–518.
Kumar, K.V., Linear and non-linear regression analysis for the sorption kinetics of methylene blue onto activated carbon. J. Hazard. Mater. 137 (2006), 1538–1544.
Langmuir, I., The constitution and fundamental properties of solids and liquids. Part I. Solids. J. Am. Chem. Soc. 38 (1916), 2221–2295.
Li, L., Quinlivan, P.A., Knappe, D.R.U., Effects of activated carbon surface chemistry and pore structure on the adsorption of organic contaminants from aqueous solution. Carbon 40 (2002), 2085–2100.
Li, J., Chen, Y., Wu, Q., Wu, J., Xu, Y., Synthesis of sea-urchin-like Fe 3 O 4/SnO 2 heterostructures and its application for environmental remediation by removal of p-chlorophenol. J. Mater. Sci. 54 (2019), 1341–1350.
Liang, J., Fang, X., Lin, Y., Wang, D., A new screened microbial consortium OEM2 for lignocellulosic biomass deconstruction and chlorophenols detoxification. J. Hazard. Mater. 347 (2018), 341–348.
Liu, B., Yang, F., Zou, Y., Peng, Y., Adsorption of phenol and p-nitrophenol from aqueous solutions on metal–organic frameworks: effect of hydrogen bonding. J. Chem. Eng. Data 59 (2014), 1476–1482.
Lu, Q., Sorial, G.A., The effect of functional groups on oligomerization of phenolics on activated carbon. J. Hazard. Mater. 148 (2007), 436–445.
Luo, Y., Su, Y., Lin, R., Shi, H., Wang, X., 2-Chlorophenol induced ROS generation in fish Carassius auratus based on the EPR method. Chemosphere 65 (2006), 1064–1073.
Martínez-Jardines, M., Martínez-Hernández, S., Texier, A.-C., Cuervo-López, F., 2-Chlorophenol consumption by cometabolism in nitrifying SBR reactors. Chemosphere 212 (2018), 41–49.
Moreno-Castilla, C., Adsorption of organic molecules from aqueous solutions on carbon materials. Carbon 42 (2004), 83–94.
Morlay, C., Pilshofer, M., Quivet, E., Faure, R., Joly, J., Adsorption Isotherms of an Imidazolinone Herbicide on Activated Carbon. 2005, Abstracts of Papers of the American Chemical Society p. U851.
Moura, F.C.C., Rios, R.D.F., Galvão, B.R.L., Emerging contaminants removal by granular activated carbon obtained from residual Macauba biomass. Environ. Sci. Pollut. Res. 25 (2018), 26482–26492.
Namasivayam, C., Kavitha, D., Adsorptive removal of 2-chlorophenol by low-cost coir pith carbon. J. Hazard. Mater. 98 (2003), 257–274.
Okolo, B., Park, C., Keane, M.A., Interaction of phenol and chlorophenols with activated carbon and synthetic zeolites in aqueous media. J. Colloid Interface Sci. 226 (2000), 308–317.
Olaniran, A.O., Igbinosa, E.O., Chlorophenols and other related derivatives of environmental concern: properties, distribution and microbial degradation processes. Chemosphere 83 (2011), 1297–1306.
Omorogie, M.O., Babalola, J.O., Unuabonah, E.I., Regeneration strategies for spent solid matrices used in adsorption of organic pollutants from surface water: a critical review. Desalin. Water Treat. 57 (2016), 518–544.
Özkaya, B., Adsorption and desorption of phenol on activated carbon and a comparison of isotherm models. J. Hazard. Mater. 129 (2006), 158–163.
Perrich, J.R., Activated Carbon Adsorption For Wastewater Treatment. 2018, CRC Press.
Rallapalli, P., Raj, M.C., Senthilkumar, S., Somani, R.S., Bajaj, H.C., HF‐free synthesis of MIL‐101 (Cr) and its hydrogen adsorption studies. Environ. Prog. Sustain. Energy 35 (2016), 461–468.
Rideh, L., Wehrer, A., Ronze, D., Zoulalian, A., Modelling of the kinetic of 2-chlorophenol catalytic photooxidation. Catal. Today 48 (1999), 357–362.
Seo, P.W., Khan, N.A., Hasan, Z., Jhung, S.H., Adsorptive removal of artificial sweeteners from water using metal-organic frameworks functionalized with urea or melamine. ACS Appl. Mater. Interfaces 8 (2016), 29799–29807, 10.1021/acsami.6b11115.
Serra-Crespo, P., Ramos-Fernandez, E.V., Gascon, J., Kapteijn, F., Synthesis and characterization of an amino functionalized MIL-101 (Al): separation and catalytic properties. Chem. Mater. 23 (2011), 2565–2572.
Shang, N.C., Yu, Y.H., Ma, H.W., Chang, C.H., Liou, M.L., Toxicity measurements in aqueous solution during ozonation of mono-chlorophenols. J. Environ. Manage. 78 (2006), 216–222.
Sharma, S., Mukhopadhyay, M., Murthy, Z.V.P., Treatment of chlorophenols from wastewaters by advanced oxidation processes. Sep. Purif. Rev. 42 (2013), 263–295.
Smolin, S.K., Self-regeneration of a fixed bed of biologically activated carbon during removal of 2-chlorophenol from water. J. Water Chem. Technol. 40 (2018), 258–264.
Sonnauer, A., Hoffmann, F., Fröba, M., Kienle, L., Duppel, V., Thommes, M., Serre, C., Férey, G., Stock, N., Giant pores in a chromium 2, 6‐naphthalenedicarboxylate open‐framework structure with MIL‐101 topology. Angew. Chem. 121 (2009), 3849–3852.
Stockholm Convention Secretariat United Nations Environment, The 16 New POPs, Stockholm Convention on Persistent Organic Pollutants (POPs). 2017, UN Environment, 1–25.
Sühnholz, S., Kopinke, F.D., Weiner, B., Hydrothermal treatment for regeneration of activated carbon loaded with organic micropollutants. Sci. Total Environ. 644 (2018), 854–861.
Sun, Z., Zhang, J., Yang, J., Li, J., Wang, J., Hu, X., Acclimation of 2-chlorophenol-biodegrading activated sludge and microbial community analysis. Water Environ. Res. 90 (2018), 2083–2089.
The United Kingdom Parliamentary Office of Science and Technology, Persistent Chemical Pollutants. 2018.
Tian, N., Jia, Q., Su, H., Zhi, Y., Ma, A., Wu, J., Shan, S., The synthesis of mesostructured NH2-MIL-101 (Cr) and kinetic and thermodynamic study in tetracycline aqueous solutions. J. Porous Mater. 23 (2016), 1269–1278.
United Nations World Water Assessment Programme, The United Nations World Water Development Report 2018: Nature-Based Solutions for Water, UN Water Report., 2018, UNESCO, Paris.
United States Environmental Protection Agency, Priority Pollutant List, Effluent Guidelines. 2014.
Van de Voorde, B., Bueken, B., Denayer, J., De Vos, D., Adsorptive separation on metal–organic frameworks in the liquid phase. Chem. Soc. Rev. 43 (2014), 5766–5788, 10.1039/C4CS00006D.
Vashi, H., Iorhemen, O.T., Tay, J.H., Aerobic granulation: a recent development on the biological treatment of pulp and paper wastewater. Environ. Technol. Innov. 9 (2018), 265–274.
Villacañas, F., Pereira, M.F.R., Órfão, J.J.M., Figueiredo, J.L., Adsorption of simple aromatic compounds on activated carbons. J. Colloid Interface Sci. 293 (2006), 128–136.
Vo, T.K., Kim, J.H., Kwon, H.T., Kim, J., Cost-effective and eco-friendly synthesis of MIL-101 (Cr) from waste hexavalent chromium and its application for carbon monoxide separation. J. Ind. Eng. Chem. 80 (2019), 345–351.
Weber, T.W., Chakravorti, R.K., Pore and solid diffusion models for fixed‐bed adsorbers. AIChE J. 20 (1974), 228–238.
World Health Organization, Chlorophenols in drinking-water. Guidelines for Drinking Water Quality, 2003, 10.1016/j.kjms.2011.05.002 Geneva.
Zhang, J., Tian, B., Wang, L., Xing, M., Lei, J., Heterogeneous photo-fenton technology. Photocatalysis 100 (2018), 241–258.
Zhao, T., Jeremias, F., Boldog, I., Nguyen, B., Henninger, S.K., Janiak, C., High-yield, fluoride-free and large-scale synthesis of MIL-101(Cr). Dalton Trans. 44 (2015), 16791–16801, 10.1039/C5DT02625C.
Zhao, T., Yang, L., Feng, P., Gruber, I., Janiak, C., Liu, Y., Facile synthesis of nano-sized MIL-101 (Cr) with the addition of acetic acid. Inorganica Chim. Acta 471 (2017), 440–445.