Oxidative degradation of triclosan by potassium permanganate: Kinetics, degradation products, reaction mechanism, and toxicity evaluation

Abdelraheem, 2015, Degradation and mineralization of organic UV absorber compound 2-phenylbenzimidazole-5-sulfonic acid (PBSA) using UV-254 nm/H2O2, J. Hazard. Mater, 282, 233, 10.1016/j.jhazmat.2014.07.041 Bedoux, 2012, Occurrence and toxicity of antimicrobial triclosan and by-products in the environment, Environ. Sci. Pollut. Res., 19, 1044, 10.1007/s11356-011-0632-z Brausch, 2011, A review of personal care products in the aquatic environment: environmental concentrations and toxicity, Chemosphere, 82, 1518, 10.1016/j.chemosphere.2010.11.018 Buth, 2009, Aquatic photochemistry of chlorinated triclosan derivatives: potential source of polychlorodibenzo-p-dioxins, Environ. Toxicol. Chem., 28, 2555, 10.1897/08-490.1 Chen, 2005, The mechanisms of potassium permanganate on algae removal, Water Res., 39, 4420, 10.1016/j.watres.2005.08.032 Chen, 2008, NDMA formation during chlorination and chloramination of aqueous diuron solutions, Environ. Sci. Technol., 42, 1072, 10.1021/es072044e Chen, 2012, Ozonation products of triclosan in advanced wastewater treatment, Water Res., 46, 2247, 10.1016/j.watres.2012.01.039 Chen, 2014, Triclosan as a surrogate for household biocides: an investigation into biocides in aquatic environments of a highly urbanized region, Water Res., 58, 269, 10.1016/j.watres.2014.03.072 Cowman, 1995, Effect of bromide ion on haloacetic acid speciation resulting from chlorination and chloramination of aquatic humic substances, Environ. Sci. Technol., 30, 16, 10.1021/es9406905 Dai, 2015, Treatment of halogenated phenolic compounds by sequential tri-metal reduction and laccase-catalytic oxidation, Water Res., 71, 64, 10.1016/j.watres.2014.12.047 Dann, 2011, Triclosan: environmental exposure, toxicity and mechanisms of action, J. Appl. Toxicol., 31, 285, 10.1002/jat.1660 Dash, 2009, Oxidation by permanganate: synthetic and mechanistic aspects, Tetrahedron, 65, 707, 10.1016/j.tet.2008.10.038 Dayan, 2007, Risk assessment of triclosan [Irgasan®] in human breast milk, Food Chem. Toxicol., 45, 125, 10.1016/j.fct.2006.08.009 Del Castillo, 2012, Self-bioremediation of cork-processing wastewaters by (chloro) phenol-degrading bacteria immobilised onto residual cork particles, Water Res., 46, 1723, 10.1016/j.watres.2011.12.038 Fu, 2016, Meta-analysis of biosolid effects on persistence of triclosan and triclocarban in soil, Environ. Pollut., 210, 137, 10.1016/j.envpol.2015.12.003 Guan, 2010, Application of permanganate in the oxidation of micropollutants: a mini review, Front. Environ. Sci. Eng., 4, 405, 10.1007/s11783-010-0252-8 Halden, 2005, Co-occurrence of triclocarban and triclosan in US water resources, Environ. Sci. Technol., 39, 1420, 10.1021/es049071e Han, 2013, Capturing hormones and bisphenol A from water via sustained hydrogen bond driven sorption in polyamide microfiltration membranes, Water Res., 47, 197, 10.1016/j.watres.2012.09.055 Ji, 2013, Photochemical degradation of sunscreen agent 2-phenylbenzimidazole-5-sulfonic acid in different water matrices, Water Res., 47, 5865, 10.1016/j.watres.2013.07.009 Jiang, 2009, Oxidation of triclosan by permanganate (Mn (VII)): importance of ligands and in situ formed manganese oxides, Environ. Sci. Technol., 43, 8326, 10.1021/es901663d Kim, 2011, Triclosan susceptibility and co-metabolism–a comparison for three aerobic pollutant-degrading bacteria, Bioresour. Technol., 102, 2206, 10.1016/j.biortech.2010.10.009 Kim, 2013, On-line solid-phase microextraction of triclosan, bisphenol A, chlorophenols, and selected pharmaceuticals in environmental water samples by high-performance liquid chromatography–ultraviolet detection, Anal. Bioanal. Chem., 405, 377, 10.1007/s00216-012-6490-9 Latch, 2005, Aqueous photochemistry of triclosan: formation of 2, 4-dichlorophenol, 2, 8-dichlorodibenzo-p-dioxin, and oligomerization products, Environ. Toxicol. Chem., 24, 517, 10.1897/04-243R.1 Levy, 1999, Molecular basis of triclosan activity, Nature, 398, 383, 10.1038/18803 Li, 2016, Aqueous photofate of crystal violet under simulated and natural solar irradiation: kinetics, products, and pathways, Water Res., 88, 173, 10.1016/j.watres.2015.10.007 Liu, 2009, Kinetics and mechanism for degradation of dichlorvos by permanganate in drinking water treatment, Water Res., 43, 3435, 10.1016/j.watres.2009.05.001 Loos, 2010, Occurrence of polar organic contaminants in the dissolved water phase of the Danube River and its major tributaries using SPE-LC-MS 2 analysis, Water Res., 44, 2325, 10.1016/j.watres.2009.12.035 Lu, 2009, Evaluation of disinfection by-products formation during chlorination and chloramination of dissolved natural organic matter fractions isolated from a filtered river water, J. Hazard. Mater, 162, 140, 10.1016/j.jhazmat.2008.05.058 Novo, 2013, Antibiotic resistance, antimicrobial residues and bacterial community composition in urban wastewater, Water Res., 47, 1875, 10.1016/j.watres.2013.01.010 Pintado-Herrera, 2014, Determining the distribution of triclosan and methyl triclosan in estuarine settings, Chemosphere, 95, 478, 10.1016/j.chemosphere.2013.09.101 Qiao, 2014, Faster photodegradation rate and higher dioxin yield of triclosan induced by cationic surfactant CTAB, J. Hazard. Mater, 275, 210, 10.1016/j.jhazmat.2014.05.012 Reiss, 2002, An ecological risk assessment for triclosan in lotic systems following discharge from wastewater treatment plants in the United States, Environ. Toxicol. Chem., 21, 2483, 10.1002/etc.5620211130 Rodríguez, 2007, Oxidative elimination of cyanotoxins: comparison of ozone, chlorine, chlorine dioxide and permanganate, Water Res., 41, 3381, 10.1016/j.watres.2007.03.033 Rule, 2005, Formation of chloroform and chlorinated organics by free-chlorine-mediated oxidation of triclosan, Environ. Sci. Technol., 39, 3176, 10.1021/es048943+ Singer, 2002, Triclosan: occurrence and fate of a widely used biocide in the aquatic environment: field measurements in wastewater treatment plants, surface waters, and lake sediments, Environ. Sci. Technol., 36, 4998, 10.1021/es025750i Sirés, 2007, Electro-Fenton degradation of antimicrobials triclosan and triclocarban, Electrochim. Acta, 52, 5493, 10.1016/j.electacta.2007.03.011 Suarez, 2007, Kinetics of triclosan oxidation by aqueous ozone and consequent loss of antibacterial activity: relevance to municipal wastewater ozonation, Water Res., 41, 2481, 10.1016/j.watres.2007.02.049 Toms, 2011, Triclosan in individual human milk samples from Australia, Chemosphere, 85, 1682, 10.1016/j.chemosphere.2011.08.009 Wacławek, 2016, Remediation of hexachlorocyclohexanes by electrochemically activated persulfates, Environ. Sci. Pollut. Res., 23, 765, 10.1007/s11356-015-5312-y Waldemer, 2006, Kinetics of contaminant degradation by permanganate, Environ. Sci. Technol., 40, 1055, 10.1021/es051330s Wu, 2012, Oxidative removal of selected endocrine-disruptors and pharmaceuticals in drinking water treatment systems, and identification of degradation products of triclosan, Sci. Total Environ., 439, 18, 10.1016/j.scitotenv.2012.08.090 Yan, 1999, Oxidative degradation and kinetics of chlorinated ethylenes by potassium permanganate, J. Contam. Hydrol., 37, 343, 10.1016/S0169-7722(98)00166-1 Yang, 2011, Oxidation of triclosan by ferrate: reaction kinetics, products identification and toxicity evaluation, J. Hazard. Mater., 186, 227, 10.1016/j.jhazmat.2010.10.106 Young, 2008, Ab initio and in situ comparison of caffeine, triclosan, and triclocarban as indicators of sewage-derived microbes in surface waters, Environ. Sci. Technol., 42, 3335, 10.1021/es702591r Zhang, 2003, Oxidative transformation of triclosan and chlorophene by manganese oxides, Environ. Sci. Technol., 37, 2421, 10.1021/es026190q