Degradation of refractory dibutyl phthalate by peroxymonosulfate activated with novel catalysts cobalt metal-organic frameworks: Mechanism, performance, and stability

Neta, 1988, Rate constants for reactions of inorganic radicals in aqueous solution, J. Phys. Chem. Chem., 17, 1027 Ribeiro, 2015, An overview on the advanced oxidation processes applied for the treatment of water pollutants defined in the recently launched Directive 2013/39/EU, Environ. Int., 75, 33, 10.1016/j.envint.2014.10.027 Li, 2016, Reaction pathway and oxidation mechanisms of dibutyl phthalate by persulfate activated with zero-valent iron, Sci. Total Environ., 56, 889, 10.1016/j.scitotenv.2016.04.093 Wang, 2008, Decomposition of polycyclic aromatic hydrocarbons in atmospheric aqueous droplets through sulfate anion radicals: an experimental and theoretical study, Sci. Total Environ., 393, 64, 10.1016/j.scitotenv.2007.11.036 Rastogi, 2009, Sulfate radical-based ferrous–peroxymonosulfate oxidative system for PCBs degradation in aqueous and sediment systems, Appl. Catal. B., 85, 171, 10.1016/j.apcatb.2008.07.010 Li, 2014, Influence of particle size of zero-valent iron and dissolved silica on the reactivity of activated persulfate for degradation of acid orange 7, Chem. Eng. J., 237, 487, 10.1016/j.cej.2013.10.035 Tekin, 2006, Use of Fenton oxidation to improve the biodegradability of a pharmaceutical wastewater, J. Hazard. Mater., 136, 258, 10.1016/j.jhazmat.2005.12.012 Xie, 2015, Impact of UV/persulfate pretreatment on the formation of disinfection byproducts during subsequent chlorination of natural organic matter, Chem. Eng. J., 269, 203, 10.1016/j.cej.2015.01.043 Li, 2014, New insights into the role of zero-valent iron surface oxidation layers in persulfate oxidation of dibutyl phthalate solutions, Chem. Eng. J., 250, 137, 10.1016/j.cej.2014.03.092 Anipsitakis, 2003, Degradation of organic contaminants in water with sulfate radicals generated by the conjunction of peroxymonosulfate with cobalt, Environ. Sci. Technol., 37, 4790, 10.1021/es0263792 Zhang, 2016, Oxidation of dyes by alkaline-activated peroxymonosulfate, J. Environ. Eng., 04016003, 1 Anipsitakis, 2004, Radical generation by the interaction of transition metals with common oxidants, Environ. Sci. Technol., 38, 3705, 10.1021/es035121o Deng, 2013, CoFe2O4 magnetic nanoparticles as a highly active heterogeneous catalyst of oxone for the degradation of diclofenac in water, J. Hazard. Mater., 262, 836, 10.1016/j.jhazmat.2013.09.049 Fernandez, 2004, Photobleaching and mineralization of Orange II by oxone and metal-ions involving fention-like chemistry under visible light, J. Photochem. Photobiol. A, 161, 185, 10.1016/S1010-6030(03)00293-4 Pagano, 2012, Perxymonosulfate-Co(II) oxidation system for the removal of the nonionic surfactant Brji 35 from aqueous solution, Chemosphere, 86, 329, 10.1016/j.chemosphere.2011.09.010 Shukla, 2011, Co-SBA-15 for heterogeneous oxidation of phenol with sulfate radical for wastewater treatment, Catal. Today, 175, 380, 10.1016/j.cattod.2011.03.005 Chen, 2008, Performance of nanoCo3O4/peroxymonosulfate system: kinetics and mechanism study using Acid Orange 7 as a model compound, Appl. Catal. B: Environ., 80, 116, 10.1016/j.apcatb.2007.11.009 Shi, 2011, Co3O4 nanocrystals on graphene oxide as a synergistic catalyst for degradation of Orange II in water by advanced oxidation technology based on sulfate radicals, Catal. Today, 175, 380 Rowsell, 2004, Metal-organic frameworks: a new class of porous materials, Microporous Mesoporous Mater., 73, 3, 10.1016/j.micromeso.2004.03.034 Kuppler, 2009, Potential applications of metal-organic frameworks, Coord. Chem. Rev., 253, 3042, 10.1016/j.ccr.2009.05.019 Andrew Lin, 2015, Iron-based metal organic framework MIL-88A, as a heterogeneous persulfate catalyst for decolorization of Rhodamine B in water, RSC Adv., 5, 32520, 10.1039/C5RA01447F Du, 2011, New photocatalysts based on MIL-53 metal-organic frameworks for the decolorization of methylene blue dye, J. Hazard. Mater., 190, 945, 10.1016/j.jhazmat.2011.04.029 Wang, 2015, Fe-based metal-organic frameworks for highly selective photocatalytic benzene hydroxylation to phenol, ACS Catal., 5, 6852, 10.1021/acscatal.5b01949 Yang, 2005, Oxidative degradation of diethyl phthalate by photochemically-enhanced Fenton reaction, J. Hazard. Mater. B, 126, 112, 10.1016/j.jhazmat.2005.06.014 Jaworska, 1995, Quantitative structure-toxicity relationships and volume fraction analyses for selected esters, Arch. Environ. Contam. Toxicol., 29, 86, 10.1007/BF00213091 Lyche, 2009, Reproductive and developmental toxicity of phthalates, J. Toxicol. Environ. Health Part B: Crit. Rev., 12, 225, 10.1080/10937400903094091 Ejlertsson, 1997, Influence of water solubility side-chain degradability, and side-chain structure on the degradation of phthalic acid esters under methanogenic conditions, Environ. Sci. Technol., 31, 2761, 10.1021/es961055x Yaghi, 1996, Construction of porous solids from hydrogenbonded metal complexes of 1,3,5-benzenetricarboxylic acid, J. Am. Chem. Soc., 118, 9096, 10.1021/ja960746q Yaghi, 1998, Synthetic strategies structure patterns, and emerging properties in the chemistry of modular porous solids, Acc. Chem. Res., 31, 474, 10.1021/ar970151f Tan, 2015, Simple preparation of crystal Co3(BTC)2∙12H2O and its catalytic activity in CO oxidation reaction, J. Wuhan Univ. Technol. Mater. Sci. Ed., 71, 10.1007/s11595-015-1103-z Seo, 2012, Large scale fluorine-free synthesis of hierarchically porous iron (III) trimesate MIL-100(Fe) with a zeolite MTN topology, Microporous Mesoporous Mater., 157, 137, 10.1016/j.micromeso.2012.02.027 Lin, 2014, Adsorption behavior of metal-organic frameworks for methylene blue from aqueous solution, Microporous Mesoporous Mater., 193, 27, 10.1016/j.micromeso.2014.03.004 Crane, 2015, Hydrothermal synthesis and characterization of a metal-organic framework by thermogravimetric analysis, powder X-ray diffraction, and infrared spectroscopy: an integrative inorganic chemistry experiment, J. Chem. Educ., 92, 373, 10.1021/ed5000839 Lv, 2015, Efficient degradation of high concentration azo-dye wastewater by heterogeneous Fenton process with iron-based metal-organic framework, J. Mol. Catal. A Chem., 400, 81, 10.1016/j.molcata.2015.02.007 Yun, 2013, Formation of a metal-organic framework with high surface area and gas uptake by Breaking edges off truncated cuboctahedral cages, Angew. Chem. Int. Ed., 52, 11282, 10.1002/anie.201302715 Khan, 2009, Facile syntheses of metal-organic framework Cu3(BTC)2(H2O)3 under ultrasound, Bull. Korean Chem. Soc., 30, 2921, 10.5012/bkcs.2009.30.12.2921 Dinca, 2005, Strong H2 binding and selective gas adsorption within the microporous coordination solid Mg3(O2C-C10H6-CO2)3, J. Am. Chem. Soc., 127, 9376, 10.1021/ja0523082 Ma, 2007, Ultramicroporous metal-organic framework based on 9, 10-anthracenedicarboxylate for selective gas adsorption, Inorg. Chem., 46, 8499, 10.1021/ic701507r Ji, 2013, Efficient performance of porous Fe2O3 in heterogeneous activation of peroxymonosulfate for decolorization of Rhodamine B, Chem. Eng. J., 231, 434, 10.1016/j.cej.2013.07.053 Gong, 2015, An effective heterogeneous iron-based catalyst to activate peroxymonosulfate for organic contaminants removal, Chem. Eng. J., 267, 102, 10.1016/j.cej.2015.01.010 Furman, 2010, Mechanism of base activation of Persulfate, Environ. Sci. Technol., 44, 6423, 10.1021/es1013714 Guan, 2011, Influence of pH on the formation of sulfate and hydroxyl radicals in the UV/peroxymonosulfate system, Environ. Sci. Technol., 45, 9308, 10.1021/es2017363 Feng, 2015, Efficient degradation of sulfamethazine with CuCo2O4 spinel nanocatalysts for peroxymonosulfate activation, Chem. Eng. J., 280, 514, 10.1016/j.cej.2015.05.121 Su, 2013, Heterogeneous activation of Oxone by CoxFe3-xO4 nanocatalysts for degradation of rhodamine B, J. Hazard. Mater., 244–245, 736, 10.1016/j.jhazmat.2012.11.005 Huang, 2009, Efficient decolorization of azo dye Reactive Black B involving aromatic fragment degradation in buffered Co2+/PMS oxidative processes with a ppb level dosage of Co2+ −catalyst, J. Hazard. Mater., 170, 1110, 10.1016/j.jhazmat.2009.05.091 Lü, 2014, MOF-templated synthesis of porous Co3O4 concave nanocubes with high specific surface area and their gas sensing properties, ACS Appl. Mater. Interfaces, 6, 4186, 10.1021/am405858v Yu, 2007, Accelerated photodegradation (minute range) of the commercial azo-dye Orange II mediated by Co3O4/Raschig rings in the presence of oxone, J. Mol. Catal. A: Chem., 272, 11, 10.1016/j.molcata.2007.03.023 Zhang, 2016, Oxidation of refractory benzothiazoles with PMS/CuFe2O4: kinetics and transformation intermediates, Environ. Sci. Technol. Song, 2015, Porous Co nanobeads/rGO nanocomposites derived from rGO/Co-metal organic frameworks for glucose sensing, Sens. Actuators B Chem., 220, 1056, 10.1016/j.snb.2015.06.052 Yang, 2015, Lithium ion battery application of porous composite oxide microcubes prepared via metal-organic frameworks, J. Power Sources, 284, 109, 10.1016/j.jpowsour.2015.02.155