The adsorptive properties of UiO-66 towards organic dyes: A record adsorption capacity for the anionic dye Alizarin Red S.

doi:10.1016/j.cjche.2017.07.014

摘要/Abstract

摘要： In order to decisively determine the adsorption selectivity of zirconium MOF (UiO-66) towards anionic versus cationic species, the adsorptive removal of the anionic dyes (Alizarin Red S. (ARS), Eosin (E), Fuchsin Acid (FA) and Methyl Orange (MO)) and the cationic dyes (Neutral Red (NR), Fuchsin Basic (FB), Methylene Blue (MB), and Safranine T (ST)) has been evaluated. The results clearly reveal a significant selectivity towards anionic dyes. Such an observation agrees with a plethora of reports of UiO-66 superior affinity towards other anionic species (Floride, PO₄^3-, Diclofenac sodium, Methylchlorophenoxy-propionic acid, Phenols, CrO₄^2-, SeO₃^2-, and AsO₄^-). The adsorption process of ARS as an example has been optimized using the central composite design (CCD). The resultant statistical model indicates a crucial effect of both pH and sorbent mass. The optimum conditions were determined to be initial dye concentration 11.82 mg.L^-1, adsorbent amount 0.0248 g, shaking time of 36 min and pH 2. The adsorption process proceeds via pseudo-second order kinetics (R²=0.999). The equilibrium data were fit to Langmuir and Tempkin models (R²=0.999 and 0.997 respectively). The results reveal an exceptional removal for the anionic dye (Alizarin Red S.) with a record adsorption capacity of 400 mg·g^-1. The significantly high adsorption capacity of UiO-66 towards ARS adds further evidence to the recently reported exceptional performance of MOFs in pollutants removal from water.

关键词: Adsorption, Metal-organic frameworks, Alizarin Red S., Dye removal, UiO-66, Central composite design

Abstract: In order to decisively determine the adsorption selectivity of zirconium MOF (UiO-66) towards anionic versus cationic species, the adsorptive removal of the anionic dyes (Alizarin Red S. (ARS), Eosin (E), Fuchsin Acid (FA) and Methyl Orange (MO)) and the cationic dyes (Neutral Red (NR), Fuchsin Basic (FB), Methylene Blue (MB), and Safranine T (ST)) has been evaluated. The results clearly reveal a significant selectivity towards anionic dyes. Such an observation agrees with a plethora of reports of UiO-66 superior affinity towards other anionic species (Floride, PO₄^3-, Diclofenac sodium, Methylchlorophenoxy-propionic acid, Phenols, CrO₄^2-, SeO₃^2-, and AsO₄^-). The adsorption process of ARS as an example has been optimized using the central composite design (CCD). The resultant statistical model indicates a crucial effect of both pH and sorbent mass. The optimum conditions were determined to be initial dye concentration 11.82 mg.L^-1, adsorbent amount 0.0248 g, shaking time of 36 min and pH 2. The adsorption process proceeds via pseudo-second order kinetics (R²=0.999). The equilibrium data were fit to Langmuir and Tempkin models (R²=0.999 and 0.997 respectively). The results reveal an exceptional removal for the anionic dye (Alizarin Red S.) with a record adsorption capacity of 400 mg·g^-1. The significantly high adsorption capacity of UiO-66 towards ARS adds further evidence to the recently reported exceptional performance of MOFs in pollutants removal from water.

Key words: Adsorption, Metal-organic frameworks, Alizarin Red S., Dye removal, UiO-66, Central composite design

Marwa S. Embaby, Saber D. Elwany, Widiastuti Setyaningsih, Mohamed R. Saber. The adsorptive properties of UiO-66 towards organic dyes: A record adsorption capacity for the anionic dye Alizarin Red S.[J]. Chinese Journal of Chemical Engineering, 2018, 26(4): 731-739.

参考文献

[1] G. Crini, Non-conventional low-cost adsorbents for dye removal:a review, Bioresour. Technol. 97(2006) 1061-1085.

[2] X. Zhao, D. Liu, H. Huang, W. Zhang, Q. Yang, C. Zhong, The stability and defluoridation performance of MOFs in fluoride solutions, Microporous Mesoporous Mater. 185(2014) 72-78.

[3] I. Uzun, Kinetics of the adsorption of reactive dyes by chitosan, Dyes Pigments 70(2006) 76-83.

[4] V.S. Mane, I.D. Mall, V.C. Srivastava, Use of bagasse fly ash as an adsorbent for the removal of brilliant green dye from aqueous solution, Dyes Pigments 73(2007) 269-278.

[5] S.J. Allen, G. McKay, K.Y.H. Khader, The adsorption of acid dye onto peat from aqueous solution-solid diffusion model, J. Colloid Interface Sci. 126(1988) 517-524.

[6] N.K. Amin, Removal of reactive dye from aqueous solutions by adsorption onto activated carbons prepared from sugarcane bagasse pith, Desalination 223(2008) 152-161.

[7] I.C. Goncalves, A.C. Gomes, R. Bras, M.I.A. Ferra, Biological treatment of effluent containing textile dyes, J. Soc. Dye. Colour. 116(2000) 393-397.

[8] S. Elwany, M.F. Elshhat, N. Burham, Green purification of different natural water samples in Fayoum governorate by using a novel and safe modified rice husk, Int. J. Adv. Res. 2(2014) 502-522.

[9] D. Couillard, The use of peat in wastewater treatment, Water Res. 28(1994) 1261-1274.

[10] H. Furukawa, K.E. Cordova, M. O'Keeffe, O.M. Yaghi, The chemistry and applications of metal-organic frameworks, Science 341(2013) 1230444.

[11] G. Ferey, Hybrid porous solids:past, present, future, Chem. Soc. Rev. 37(2008) 191-214.

[12] J. Klinowski, F.A. Paz, P. Silva, J. Rocha, Microwave-assisted synthesis of metal-organic frameworks, Dalton Trans. 40(2011) 321-330.

[13] N. Stock, S. Biswas, Synthesis of metal-organic frameworks (MOFs):routes to various MOF topologies, morphologies, and composites, Chem. Rev. 112(2012) 933-969.

[14] M. Eddaoudi, J. Kim, N. Rosi, D. Vodak, J. Wachter, M. O'Keeffe, O.M. Yaghi, Systematic design of pore size and functionality in isoreticular MOFs and their application in methane storage, Science 295(2002) 469-472.

[15] M.R. Saber, A.V. Prosvirin, B.F. Abrahams, R.W. Elliott, R. Robson, K.R. Dunbar, Magnetic coupling between metal spins through the 7,7,8,8-tetracyanoquinodimethane (TCNQ) dianion, Chemistry 20(2014) 7593-7597.

[16] X. Zhang, M.R. Saber, A.P. Prosvirin, J.H. Reibenspies, L. Sun, M. Ballesteros-Rivas, H. Zhao, K.R. Dunbar, Magnetic ordering in TCNQ-based metal-organic frameworks with host-guest interactions, Inorg. Chem. Front. 2(2015) 904-911.

[17] J.R. Li, R.J. Kuppler, H.C. Zhou, Selective gas adsorption and separation in metal-organic frameworks, Chem. Soc. Rev. 38(2009) 1477-1504.

[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.

[19] L.E. Kreno, K. Leong, O.K. Farha, M. Allendorf, R.P. Van Duyne, J.T. Hupp, Metal-organic framework materials as chemical sensors, Chem. Rev. 112(2012) 1105-1125.

[20] A.C. McKinlay, R.E. Morris, P. Horcajada, G. Ferey, R. Gref, P. Couvreur, C. Serre, BioMOFs:metal-organic frameworks for biological and medical applications, Angew. Chem. 49(2010) 6260-6266.

[21] A. Maleki, B. Hayati, M. Naghizadeh, S.W. Joo, Adsorption of hexavalent chromium by metal organic frameworks from aqueous solution, J. Ind. Eng. Chem. 28(2015) 211-216.

[22] N. Bakhtiari, S. Azizian, Adsorption of copper ion from aqueous solution by nanoporous MOF-5:a kinetic and equilibrium study, J. Mol. Liq. 206(2015) 114-118.

[23] J. Li, Y.N. Wu, Z. Li, M. Zhu, F. Li, Characteristics of arsenate removal from water by metal-organic frameworks (MOFs), Water Sci. Technol. 70(2014) 1391-1397.

[24] Q. Zhang, J.C. Yu, J.F. Cai, L. Zhang, Y.J. Cui, Y. Yang, B.L. Chen, G.D. Qian, A porous Zrcluster-based cationic metal-organic framework for highly efficient Cr₂O₇^2- removal from water, Chem. Commun. 51(2015) 14732-14734.

[25] E. Garcia, R. Medina, M. Lozano, I. Hernandez Perez, M. Valero, A. Franco, Adsorption of azo-dye orange Ⅱ from aqueous solutions using a metal-organic framework material:iron-benzenetricarboxylate, Materials 7(2014) 8037-8057.

[26] 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.

[27] 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.

[28] Y.S. Seo, N.A. Khan, S.H. Jhung, Adsorptive removal of methylchlorophenoxypropionic acid from water with a metal-organic framework, Chem. Eng. J. 270(2015) 22-27.

[29] 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.

[30] S. Pu, L. Xu, L. Sun, H. Du, Tuning the optical properties of the zirconium-UiO-66 metal-organic framework for photocatalytic degradation of methyl orange, Inorg. Chem. Commun. 52(2015) 50-52.

[31] Z. Sha, J.S. Wu, Enhanced visible-light photocatalytic performance of BiOBr/UiO-66(Zr) composite for dye degradation with the assistance of UiO-66, RSC Adv. 5(2015) 39592-39600.

[32] Z. Sha, J.L. Sun, H.S.O. Chan, S. Jaenicke, J.S. Wu, Bismuth tungstate incorporated zirconium metalorganic framework composite with enhanced visible-light photocatalytic performance, RSC Adv. 4(2014) 64977-64984.

[33] Z. Sha, H.S. Chan, J. Wu, Ag₂CO₃/UiO-66(Zr) composite with enhanced visible-light promoted photocatalytic activity for dye degradation, J. Hazard. Mater. 299(2015) 132-140.

[34] A.J. Howarth, M.J. Katz, T.C. Wang, A.E. Platero-Prats, K.W. Chapman, J.T. Hupp, O.K. Farha, High efficiency adsorption and removal of selenate and selenite from water using metal-organic frameworks, J. Am. Chem. Soc. 137(2015) 7488-7494.

[35] C. Wang, X. Liu, J.P. Chen, K. Li, Superior removal of arsenic from water with zirconium metal-organic framework UiO-66, Sci. Rep. 5(2015) 16613.

[36] K.-Y.A. Lin, S.-Y. Chen, A.P. Jochems, Zirconium-based metal organic frameworks:highly selective adsorbents for removal of phosphate from water and urine, Mater. Chem. Phys. 160(2015) 168-176.

[37] H. Saleem, U. Rafique, R.P. Davies, Investigations on post-synthetically modified UiO-66-NH₂ for the adsorptive removal of heavy metal ions from aqueous solution, Microporous Mesoporous Mater. 221(2016) 238-244.

[38] Q. Chen, Q. He, M. Lv, Y. Xu, H. Yang, X. Liu, F. Wei, Selective adsorption of cationic dyes by UiO-66-NH₂, Appl. Surf. Sci. 327(2015) 77-85.

[39] Q. He, Q. Chen, M. Lü, X. Liu, Adsorption behavior of rhodamine B on UiO-66, Chin. J. Chem. Eng. 22(2014) 1285-1290.

[40] M. Taddei, P.V. Dau, S.M. Cohen, M. Ranocchiari, J.A. van Bokhoven, F. Costantino, S. Sabatini, R. Vivani, Efficient microwave assisted synthesis of metal-organic framework UiO-66:optimization and scale up, Dalton Trans. 44(2015) 14019-14026.

[41] J.K. Im, I.H. Cho, S.K. Kim, K.D. Zoh, Optimization of carbamazepine removal in O₃/UV/H₂O₂ system using a response surface methodology with central composite design, Desalination 285(2012) 306-314.

[42] R. Tabaraki, A. Nateghi, Optimization of ultrasonic-assisted extraction of natural antioxidants from rice bran using response surface methodology, Ultrason. Sonochem. 18(2011) 1279-1286.

[43] F. Ragon, P. Horcajada, H. Chevreau, Y.K. Hwang, U.H. Lee, S.R. Miller, T. Devic, J.S. Chang, C. Serre, In situ energy-dispersive X-ray diffraction for the synthesis optimization and scale-up of the porous zirconium terephthalate UiO-66, Inorg. Chem. 53(2014) 2491-2500.

[44] J.B. DeCoste, G.W. Peterson, H. Jasuja, T.G. Glover, Y.G. Huang, K.S. Walton, Stability and degradation mechanisms of metal-organic frameworks containing the Zr₆O₄(OH)(4) secondary building unit, J. Mater. Chem. A 1(2013) 5642-5650.

[45] G. Akkaya, A. Ozer, Biosorption of Acid Red 274(AR 274) on Dicranella varia:determination of equilibrium and kinetic model parameters, Process Biochem. 40(2005) 3559-3568.

[46] A. El Nemr, A. El-Sikaily, A. Khaled, O. Abdelwahab, Removal of toxic chromium from aqueous solution, wastewater and saline water by marine red alga Pterocladia capillacea and its activated carbon, Arab. J. Chem. 8(2015) 105-117.

[47] Y.S. Ho, G. McKay, Kinetic models for the sorption of dye from aqueous solution by wood, Process. Saf. Environ. Prot. 76(1998) 183-191.

[48] P.B. Wagh, A. Shrivastava, Removal of alizarin red-S dye from aqueous solution by sorption on coconut shell activated carbon, J. Sci. Res. Rep. 3(2014) 2197-2215.

[49] J. Samusolomon, A. Devaprasath, Removal of alizarin red S (dye) from aqueous media by using Cynodon dactylon as an adsorbent, J. Chem. Pharm. Res. 3(2011) 478-490.

[50] F. Fu, Z. Gao, L. Gao, D. Li, Effective adsorption of anionic dye, alizarin red S, from aqueous solutions on activated clay modified by iron oxide, Ind. Eng. Chem. Res. 50(2011) 9712-9717.

[51] S. Homaeigohar, A.U. Zillohu, R. Abdelaziz, M.K. Hedayati, M. Elbahri, A novel nanohybrid nanofibrous adsorbent for water purification from dye pollutants, Materials 9(2016) 848.

[52] R. Lin, B. Chen, G. Chen, J. Wu, H. Chiu, S. Suen, Preparation of porous PMMA/Na+ montmorillonite cation-exchange membranes for cationic dye adsorption, J. Membr. Sci. 326(2009) 117-129.

[53] H. Roopaei, A.R. Zohdi, Z. Abbasi, M. Bazrafkan, Preparation of new photocatalyst for removal of alizarin red-S from aqueous solution, Indian J. Sci. Technol. 7(2014) 1882-1887.

[54] K.M. Joshi, S.V. Shrivastava, Degradation of alizarine red-S (a textiles dye) by photocatalysis using ZnO and TiO₂ as photocatalyst, Int. J. Environ. Sci. 2(2011) 8.

[55] H.V. Jadhav, S.M. Khetre, S.R. Bamane, Removal of alizarin red-S from aqueous solution by adsorption on nanocrystalline Cu_0.5Zn_0.5Ce₃O₅, Pelagia Res. Libr. 2(2011) 68-75.

[56] M. Ghaedi, A. Hassanzadeh, S.N. Kokhdan, Multiwalled carbon nanotubes as adsorbents for the kinetic and equilibrium study of the removal of alizarin red S and morin, J. Chem. Eng. Data 56(2011) 2511-2520.

[57] Z. Hasan, N.A. Khan, S.H. Jhung, Adsorptive removal of diclofenac sodium from water with Zr-based metal-organic frameworks, Chem. Eng. J. 284(2016) 1406-1413.

[58] H.B. Shang, C.X. Yang, X.P. Yan, Metal-organic framework UiO-66 coated stainless steel fiber for solid-phase microextraction of phenols in water samples, J. Chromatogr. A 1357(2014) 165-171.