Frood Shojaeipoor1, Bakhshali Masoumi1, Mohammad Hossain Banakar2, Javad Rastegar2
Frood Shojaeipoor1, Bakhshali Masoumi1, Mohammad Hossain Banakar2, Javad Rastegar2
摘要： Herein a novel aminopropyl-containing ionic liquid based organosilica (ILOS-NH2) is prepared, characterized and applied as effective adsorbent for removal of crystal violet (CV) dye from wastewater. The ILOS-NH2 material was synthesized by hydrolysis and co-condensation of 1,3-bis-(3-trimethoxysilylpropyl)-imidazolium chloride (BTMSPIC) under acidic conditions followed by treatment with 3-aminopropyl-trimethoxysilane in toluene under reflux conditions. This material was characterized using scanning electron microscopy (SEM), diffuse reflectance infrared Fourier transform spectroscopy (DRIFTS), thermal gravimetric analysis (TGA) and energy dispersive X-ray analysis (EDAX). The material was effectively used in the removal of crystal violet at ambient temperature and showed high capacity and stability under applied conditions. The efficacy of pH, contact time, adsorbent dose, initial dye concentration, temperature, and isotherm studies and the applicability of pseudo-first, second order and Elovich kinetic models have also been investigated.
|  M.C.S. Reddy, L. Sivaramakrishna, A. Varada Reddy, The use of an agricultural waste material, Jujuba seeds for the removal of anionic dye (Congo red) from aqueous, J. Hazard. Mater. 203-204(2012) 118-127.
 V.S. Mane, P.V. Vijay Babu, Kinetic and equilibrium studies on the removal of Congo red from aqueous solution using eucalyptus wood (eucalyptus globules) saw dust, J. Taiwan Inst. Chem. Eng. 44(2013) 81-88.
 M. Roosta, M. Ghaedi, M. Mohammadi, Removal of Alizarin Red S by gold nanoparticles loaded on activated carbon combined with ultrasound device:Optimization by experimental design methodology, Powder Technol. 267(2014) 134-144.
 S. Mona, A. Kaushik, C.P. Kaushik, Waste biomass of Nostoc linckia as adsorbent of crystal violet dye:Optimization based on statistical model, Int. Biodeterior. Biodegrad. 65(2011) 513-521.
 J.S. Do, M.L. Chen, Decolourization of dye-containing solutions by electrocoagulation, J. Appl. Electrochem. 24(1994) 785-790.
 W. Au, S. Pathak, C.I. Collie, T.S. Hsu, Cytogenetic toxicity of gentian violet and crystal violet on mammalian cells in vitro, Mutat. Res. 58(1978) 269-276.
 M. Baek, C. Olakitan Ijagbemi, S. Jin, D. Kim, Removal of malachite green from aqueous solution using degreased coffee bean, J. Hazard. Mater. 176(2010) 820-828.
 F.D. Ardejani, K.H. Badii, N.Y. Limaee, N.M. Mahmoodi, M. Arami, S.Z. Shafaei, A.R. Mirhabibi, Numerical modeling and laboratory studies on the removal of Direct Red 23 and Direct Red 80 dyes from textile effluents using orange peel, a low cost adsorbent, Dyes Pigments 73(2007) 178-185.
 E. Bayram, E. Ayranci, Electrochemically enhanced removal of polycyclic aromatic basic dyes from dilute aqueous solutions by activated carbon cloth electrodes, Environ. Sci. Technol. 44(2010) 6331-6336.
 A. Deriszadeh, M.M. Husein, T.G. Harding, Produced water treatment by micellarenhanced ultrafiltration, Environ. Sci. Technol. 44(2010) 1767-1772.
 C. Kaewprasit, E. Hequet, N. Abidi, J.P. Gourlot, Application of methylene blue adsorption to cotton fiber specific surface area measurement:Part I. Methodology, J. Cotton Sci. 2(1998) 164-173.
 K. Kannan, M.M. Sundaram, Kinetics and mechanism of removal of methylene blue by adsorption on various carbons-A comparative study, Dyes Pigments 51(2001) 25-40.
 R. Han, D. Ding, Y. Xu, W. Zou, Y. Wang, Y. Li, L. Zou, Use of rice husk for the adsorption of Congo red from aqueous solution in column mode, Bioresour. Technol. 99(2008) 2938-2946.
 S.C.R. Santos, V.J.P. Vilar, R.A.R. Boaventura, Waste metal hydroxide sludge as adsorbent for a reactive dye, J. Hazard. Mater. 153(2008) 999-1008.
 Z. Bekci, Y. Seki, L. Cavas, Removal of malachite green by using an invasive marine alga Caulerpa racemosa var. Cylindracea, J. Hazard. Mater. 161(2009) 1454-1460.
 W. Cheng, S.G. Wang, L. Lu, W.X. Gong, X.W. Liu, B.Y. Gao, H.Y. Zhang, Removal of malachite green (MG) from aqueous solutions by native and heat-treated anaerobic granular sludge, Biochem. Eng. J. 39(2008) 538-546.
 A. Mahdavi Talarposhti, T. Donnelly, G.K. Anderson, Color removal from a simulated dye wastewater using a two-phase anaerobic packed bed reactor, Water Res. 35(2001) 425-432.
 M. Petkovic, K.R. Seddon, L.P.N. Rebelo, C.S. Pereira, Ionic liquids:A pathway to environmental acceptability, Chem. Soc. Rev. 40(2011) 1383-1403.
 A.B. Dos Santos, F.J. Cervantes, J.B. Van Lier, Review paper on current technologies for decolourisation of textile wastewaters:Perspectives for anaerobic biotechnology, Bioresour. Technol. 98(2007) 2369-2385.
 C. Chiappe, D. Pieraccini, Ionic liquids:Solvent properties and organic reactivity, J. Phys. Org. Chem. 18(2005) 275-297.
 H. Weingartner, Understanding ionic liquids at the molecular level:Facts, problems, and controversies, Angew. Chem. Int. Ed. 47(2008) 654-670.
 I. Cota, R. Gonzalez-Olmos, M. Iglesias, F. Medina, New short aliphatic chain ionic liquids:Synthesis, physical properties, and catalytic activity in aldol condensations, Phys. Chem. B 111(2007) 12468-12477.
 B. Karimi, D. Elhamifar, J.H. Clark, A.J. Hunt, Ordered mesoporous organosilica with ionic-liquid framework:An efficient and reusable support for the palladiumcatalyzed Suzuki-Miyaura coupling reaction in water, Chem. Eur. J. 16(2010) 8047-8053.
 B. Karimi, D. Elhamifar, O. Yari, M. Khorasani, H. Vali, J.H. Clark, A.J. Hunt, Synthesis and characterization of alkyl-imidazolium based periodic mesoporous organosilicas:A versatile host for immobilization of perruthenate (RuO4-) in aerobic oxidation of alcohols, Chem. Eur. J. 18(2012) 13520-13530.
 D. Elhamifar, B. Karimi, J. Rastegar, M.H. Banakar, Palladium-containing ionic liquidbased ordered mesoporous organosilica:An efficient and reusable catalyst for the heck reaction, ChemCatChem 5(2013) 2418-2424.
 D. Elhamifar, A. Shábani, Manganese-containing periodic mesoporous organosilica with ionic-liquid framework (Mn@PMO-IL):A powerful, durable, and reusable nanocatalyst for the Biginelli reaction, Chem. Eur. J. 20(2014) 3212-3217.
 D. Elhamifar, B. Karimi, A. Moradi, J. Rastegar, Synthesis of sulfonic acid containing ionic-liquid-based periodic mesoporous organosilica and study of its catalytic performance in the esterification of carboxylic acids, ChemPlusChem 79(2014) 1147-1152.
 D. Elhamifar, M. Nasr-Esfahani, B. Karimi, R. Moshkelgosha, A. Shábani, Ionic liquid and sulfonic acid based bifunctional periodic mesoporous organosilica (BPMO-IL-SO3H) as a highly efficient and reusable nanocatalyst for the Biginelli reaction, ChemCatChem 6(2014) 2593-2599.
 D. Elhamifar, F. Hosseinpoor, B. Karimi, S. Hajati, Ionic liquid-based ordered mesoporous organosilica-supported copper as a novel and efficient nanocatalyst for the one-pot synthesis of Biginelli products, Microporous Mesoporous Mater. 204(2015) 269-275.
 B. Karimi, A. Maleki, D. Elhamifar, J.H. Clark, A.J. Hunt, Self-assembled organic-inorganic hybrid silica with ionic liquid framework:A novel support for the catalytic enantioselective Strecker reaction of imines using Yb(OTf)3-pybox catalyst, Chem. Commun. 46(2010) 6947-6949.
 D. Elhamifar, F. Shojaeipoor, M. Roosta, Self-assembled ionic-liquid based organosilica (SAILBO) as a novel and powerful adsorbent for removal of malachite green from aqueous solution, J. Taiwan Inst. Chem. Eng. 59(2016) 267-274.
 B. Jankovic, I. Smiciklas, J. Stajic-Trosic, D. Antonovic, Thermal characterization and kinetic analysis of non-isothermal decomposition process of Bauxite red mud. Estimation of density distribution function of the apparent activation energy, Int. J. Miner. Process. 123(2013) 46-59.
 M.K. Sahu, S. Mandal, S.S. Dash, P. Badhai, R.K. Patel, Removal of Pb (Ⅱ) from aqueous solution by acid activated red mud, J. Environ. Chem. Eng. 1(2013) 1315-1324.
 C. Kannan, T. Sundaram, T. Palvannan, Environmentally stable adsorbent of tetrahedral silica and non-tetrahedral alumina for removal and recovery of malachite green dye from aqueous solution, J. Hazard. Mater. 157(2008) 137-145.
 A.A. Jalil, S. Triwahyono, M.R. Yaakob, Z.Z.A. Azmi, N. Sapawe, N.H.N. Kamarudin, H.D. Setiabudi, N.F. Jaafar, S.M. Sidik, S.H. Adam, B.H. Hameed, Utilization of bivalve shell-treated Zea mays L. (maize) husk leaf as a low-cost biosorbent for enhanced adsorption of malachite green, Bioresour. Technol. 120(2012) 218-224.
 W. Ma, X.Y. Song, Y.Q. Pan, Z.H. Cheng, G. Xin, B.D. Wang, X.G. Wang, Adsorption behavior of crystal violet onto opal and reuse feasibility of opal-dye sludge for binding heavy metals from aqueous solutions, Chem. Eng. J. 193(2012) 381-390.
 M. Roosta, M. Ghaedi, A. Daneshfar, R. Sahraei, A. Asghari, Optimization of the ultrasonic assisted removal of methylene blue by gold nanoparticles loaded on activated carbon using experimental design methodology, Ultrason. Sonochem. 21(2014) 242-252.
 M. Ghaedi, D. Elhamifar, M. Roosta, R. Moshkelgosha, Ionic liquid based periodic mesoporous organosilica:An efficient support for removal of sunset yellow from aqueous solutions under ultrasonic conditions, J. Ind. Eng. Chem. 20(2014) 1703-1712.
 Y.S. Ho, G. McKay, D.A.J. Wase, C.F. Foster, Study on the sorption of divalent metal ions onto peat, Adsorpt. Sci. Technol. 18(2000) 639-650.
 H.M.F. Freundlich, U ber die adsorption in losungen, Z. Phys. Chem. 57(1906) 385-470.
 S.K. Theydan, M.J. Ahmed, Adsorption of methylene blue onto biomass-based activated carbon by FeCl3 activation:Equilibrium, kinetics, and thermodynamic studies, J. Anal. Appl. Pyrolysis 97(2012) 116-122.
 M.J. Temkin, V. Pyzhev, Kinetics of ammonia synthesis on promoted iron catalyst, Acta Physicochim. URSS 12(1940) 327-356.
 S. Lagergren, A bout the theory of so called adsorption of soluble substances, Ksver. Veterskapsakad. Handl. 24(1898) 1-6.
 S. Azizian, Kinetic models of sorption:A theoretical analysis, J. Colloid Interface Sci. 276(2004) 47-52.
 S. Azizian, R. Naviri-fallah, A new empirical rate equation for adsorption kinetics at solid/solution interface, Appl. Surf. Sci. 256(2010) 5153-5156.
 S. Azizian, H. Bashiri, Adsorption kinetics at the solid/solution interface:Statistical rate theory at initial times of adsorption and close to equilibrium, Langmuir 24(2008) 11669-11676.
 M.M. Brdar, A.A. Takaci, M.B. Sciban, D.Z. Rakic, Isotherms for the adsorption of Cu (Ⅱ) onto lignin:Comparison of linear and non-linear methods, Hem. Ind. 66(2012) 497-503.
 S. Khansorthong, M. Hunsom, Remediation of wastewater from pulp and paper mill industry by the electrochemical technique, Chem. Eng. J. 151(2009) 228-234.
 M. Alkan, M. Dogan, Y. Turhan, O. Demirbaş, P. Turan, Adsorption kinetics and mechanism of maxilon blue 5G dye on sepiolite from aqueous solutions, Chem. Eng. J. 139(2008) 213-223.
 A. Mittal, J. Mittal, A. Malviya, D. Kaur, V.K. Gupta, Adsorption of hazardous dye crystal violet from wastewater by waste materials, J. Colloid Interface Sci. 343(2010) 463-473.
 R. Malarvizhi, Y.S. Ho, The influence of pH and the structure of the dye molecules on adsorption isotherm modeling using activated carbon, Desalination 264(2010) 97-101.
 T.C.R. Bertolini, J.C. Izidoro, C.P. Magdalena, D.A. Fungaro, Adsorption of crystal violet dye from aqueous solution onto zeolites from coal fly and bottom ashes, Orbital Electron. J. Chem. 5(2013) 179-191.
 R. Gandhimathi, S.T. Ramesh, V. Sindhu, P.V. Nidheesh, Single and tertiary system dye removal from aqueous solution using bottom ash:Kinetic and isotherm studies, Iran J. Energy Environ. 3(2012) 52-62.
 E. Eren, B. Afsin, Investigation of a basic dye adsorption from aqueous solution onto raw and pre-treated sepiolite surfaces, Dyes Pigments 73(2007) 162-167.
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