Kinetic and mechanistic investigations of the degradation of sulfamethazine in heat-activated persulfate oxidation process

Journal of Hazardous Materials

Volumn 300, Issue , 2015, Pages 39-47

  Fan, Yan ^a   Ji, Yuefei ^a   Kong, Deyang ^b   Lu, Junhe ^a   Zhou, Quansuo ^a  

^a NANJING AGRICULTURAL UNIVERSITY   (China)

^b NANJING INSTITUTE OF ENVIRONMENTAL SCIENCES   (China)

Author keywords

Heat activated persulfate oxidation; Reaction products; Sulfamethazine; Sulfate radical; Transformation mechanisms

Indexed keywords

AGRICULTURE; AMIDES; ANILINE; ELECTROSPRAY IONIZATION; FREE RADICAL REACTIONS; GROUNDWATER; LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; PHASE SEPARATION; RATE CONSTANTS; REACTION PRODUCTS; SULFUR COMPOUNDS; SURFACE WATERS;

ACTIVATED PERSULFATE; LIQUID CHROMATOGRAPHY ELECTROSPRAY; PSEUDO FIRST ORDER RATE CONSTANTS; PSEUDO-FIRST ORDER REACTIONS; SULFAMETHAZINE; SULFATE RADICALS; TRANSFORMATION MECHANISMS; TRIPLE-QUADRUPOLE MASS SPECTROMETRY;

OXIDATION;

ANILINE; RADICAL; SULFADIMIDINE; SULFONAMIDE; WATER; ANTIINFECTIVE AGENT; PEROXYDISULFATE POTASSIUM; POTASSIUM DERIVATIVE; SULFATE; WATER POLLUTANT;

ANTIBIOTICS; AQUEOUS SOLUTION; CHEMICAL ANALYSIS; CHEMICAL REACTION; CONCENTRATION (COMPOSITION); DEGRADATION; EXPERIMENTAL STUDY; ORGANIC POLLUTANT; ORGANIC SULFUR COMPOUND; OXIDATION; POLLUTANT REMOVAL; RADICAL; REACTION KINETICS; SCAVENGING (CHEMISTRY); SULFATE; TRANSFORMATION;

AQUEOUS SOLUTION; ARTICLE; CHEMICAL REACTION; DEGRADATION KINETICS; ELECTROSPRAY; HEAT; LIQUID CHROMATOGRAPHY; OXIDATION; PH; QUADRUPOLE MASS SPECTROMETRY; RATE CONSTANT; SMILES TYPE REARRANGEMENT; SOLID PHASE EXTRACTION; CHEMISTRY; ELECTROSPRAY MASS SPECTROMETRY; KINETICS; OXIDATION REDUCTION REACTION; PROCEDURES; TANDEM MASS SPECTROMETRY; WATER MANAGEMENT; WATER POLLUTANT;

ANTI-INFECTIVE AGENTS; CHROMATOGRAPHY, LIQUID; HOT TEMPERATURE; HYDROGEN-ION CONCENTRATION; KINETICS; OXIDATION-REDUCTION; POTASSIUM COMPOUNDS; SOLID PHASE EXTRACTION; SPECTROMETRY, MASS, ELECTROSPRAY IONIZATION; SULFAMETHAZINE; SULFATES; TANDEM MASS SPECTROMETRY; WATER POLLUTANTS, CHEMICAL; WATER PURIFICATION;

EID: 84934756800     PISSN: 03043894     EISSN: 18733336     Source Type: Journal    
DOI: 10.1016/j.jhazmat.2015.06.058     Document Type: Article

References (52)

1. Walsh C. Antibiotics: Action, Origins, Resistance 2003, ASM Press, Washington, DC.
2. Kümmerer K. Antibiotics in the aquatic environment-a review - Part I. Chemosphere 2009, 75:417-434.
3. Boxall A., Kolpin D., Holling-Sorensen B., Tolls J. Are veterinary medicines causing environmental risks?. Environ. Sci. Technol. 2003, 37:287A-294A.
4. Managaki S., Murata A., Takada T., Cach Tuyen B., Chiem N.H. Distribution of macrolines, sulfonamides, and trimethoprim in tropical waters: ubiquitous occurrence of veterinary antibiotics in the Mekong Delta. Environ. Sci. Technol. 2007, 41:8004-8010.
5. Yan C., Yang Y., Zhou J., Liu M., Nie M., Shi H., Gu L. Antibiotics in the surface water of the Yangtze Estuary: occurrence, distribution and risk assessment. Environ. Pollut. 2013, 175:22-29.
6. Jiang L., Hu X., Yin D., Zhang H., Yu Z. Occurrence, distribution and seasonal variation of antibiotics in the Huangpu River, Shanghai, China. Chemosphere 2011, 82:822-828.
7. Li B., Zhang T. Biodegradation and adsorption of antibiotics in the activated sludge process. Environ. Sci. Technol. 2010, 44:3468-3473.
8. 2 extrusion photoproducts. Environ. Sci. Technol. 2005, 39:3630-3638.
9. Carstens K.L., Gross A.D., Moorman T.B., Coats J.R. Sorption and photodegradation processes govern distribution and fate of sulfamethazine in freshwater-sediment microcosms. Environ. Sci. Technol. 2013, 47:10877-10883.
10. Gao J., Hedman C., Liu C., Guo T., Pedersen J.A. Transformation of sulfamethazine by manganese oxide in aqueous solution. Environ. Sci. Technol. 2012, 46:2642-2651.
11. Kümmerer K. Antibiotics in the aquatic environment-a review - Part II. Chemosphere 2009, 75:435-441.
12. Mezyk S.P., Neubauer T.J., Cooper W.J., Peller J.R. Free-radical-induced oxidative and reductive degradation of sulfa drugs in water: absolute kinetics and efficiencies of hydroxyl radical and hydrated electron reactions. J. Phys. Chem. A 2007, 111:9019-9024.
13. Pignatello J.J., Oliveros E., MacKay A. Advanced oxidation processes for organic contaminant destruction based on the Fenton reaction and related chemistry. Crit. Rev. Environ. Sci. Technol. 2006, 36:1-84.
14. Oturan M.A., Aaron J.-J. Advanced oxidation processes in water/wastewater treatment: principles and applications. A review. Crit. Rev. Environ. Sci. Technol 2014, 44:2577-2641.
15. Tistonaki A., Petri B., Crimi M., Mosbæk H., Siegrist R.L., Bjerg P.L. In situ chemical oxidation of contaminated soil and groudwater using persulfate: a review. Crit. Rev. Environ. Sci. Technol. 2010, 40:55-91.
16. ™-) in aqueous solution. J. Phys. Chem. Ref. Data 1988, 17:513-886.
17. ™- with aromatic compounds. J. Am. Chem. Soc. 1977, 99:163-164.
18. Ji Y., Dong C., Kong D., Lu J., Zhou Q. Heat-activated persulfate oxidation of atrazine: implications for remediation of groundwater contaminated by herbicides. Chem. Eng. J. 2015, 263:45-54.
19. Tan C., Gao N., Deng Y., An N., Deng J. Heat-activated persulfate oxidation of diuron in water. Chem. Eng. J. 2012, 203:294-300.
20. Waldemer R.H., Tratnyek P.G., Johnson R.L., Nurmi J.T. Oxidation of chlorinated ethenes by heat-activated persulfate: kinetics and products. Environ. Sci. Technol. 2007, 41:1010-1015.
21. Gu X., Lu S., Li L. Oxidation of 1,1,1-trichloroethane stimulated by thermally activated persulfate. Ind. Eng. Chem. Res. 2011, 19:11029-11036.
22. Nie M., Yang Y., Zhang Z., Yan C., Wang X., Li H., Dong W. Degradation of chloramphenicol by thermally activated persulfate in aqueous solution. Chem. Eng. J. 2014, 246:373-382.
23. Ghauch A., Tuqan A.M., Kibbi N. Ibuprofen removal by heated persulfate in aqueous solution: a kinetics study. Chem. Eng. J. 2012, 197:483-492.
24. Johnson R.L., Tratnyek P.G., O'brien Johnson R. Persulfate persistence under thermal activation conditions. Environ. Sci. Technol. 2008, 42:9350-9356.
25. - transfer mechanisms. Appl. Catal. B: Environ. 2010, 96:290-298.
26. Kolthoff I.M., Miller I.K. The chemistry of persulfate. I. The kinetics and mechanism of the decompostition of the persulfate ion in aqueous medium. J. Am. Chem. Soc. 1951, 73:3055-3059.
27. ™- with some substituted benzenes in aqueous solution. J. Chem. Soc. Faraday Trans. 1994, 90:597-604.
28. Dodd M.C., Buffle M.-O., von Gunten U. Oxidation of antibacterial molecules by aqueous ozone: moiety-specific reaction kinetics and application to ozone-based wastewater treatment. Environ. Sci. Technol. 2006, 40:1969-1977.
29. Dogliotti L., Hayon E. Flash photolysis of persulfate ions in aqueous solutions. Study of the sulfate and ozonide radical anions. J. Phys. Chem. 1967, 71:2511-2516.
30. Zhao D., Liao X., Yan X., Huling S.G., Chai T., Tao H. Effect and mechanism of persulfate activated by different methods for PAHs removal in soil. J. Hazard. Mater. 2013, 254-255:228-235.
31. Anipsitakis G.P., Dionysiou D.D. Radical generation by the interaction of transition metals with common oxidants. Environ. Sci. Technol. 2004, 38:3705-3712.
32. Jesús García-Galán M., Silvia Díaz-Cruz M., Barceló D. Kinetic studies and characterization of photolytic products of sulfamethazine, sulfapyridine and their acetylated metabolites in water under simulated solar irradiation. Water Res. 2012, 46:711-722.
33. Gao Y., Gao N., Deng Y., Yang Y., Ma Y. Ultraviolet (UV) light-activated persulfate oxidation of sulfamethazine in water. Chem. Eng. J. 2012, 195-196:248-253.
34. Jesús García-Galán M., Silvia Díaz-Cruz M., Barceló D. Identification and determination of metabolites and degradation products of sulfonamide antibiotics. Trends Anal. Chem. 2008, 27:1008-1022.
35. Xie X., Zhang Y., Huang W., Huang S. Degradation kinetics and mechanism of aniline by heat-assisted persulfate oxidation. J. Environ. Sci. 2012, 24:821-826.
36. Tentscher P.R., Eustis S.N., McNeill K., Arey J.S. Aqueous oxidation of sulfonamide antibiotics: aromatic nucleophilic substitution of an aniline radical cation. Chem. Eur. J. 2013, 19:11216-11223.
37. Mahdi Ahmed M., Barbati S., Doumenq P., Chiron S. Sulfate radical anion oxidation of diclofenac and sulfamethoxazole for water decontamination. Chem. Eng. J. 2012, 197:440-447.
38. Liang C., Wang Z., Mohanty N. Influence of carbonate and chloride ions on persulfate oxidation of trichloroethylene at 20°C. Sci. Total Environ. 2006, 370:271-277.
39. Bennedsen L.R., Muff J., Søgaard E.G. Influence of chloride and carbonates on the reactivity of activated persulfate. Chemosphere 2012, 86:1092-1097.
40. -™) as a reactive intermediate in water chemistry: kinetics and modeling. Acta Hydrochim. Hydrobiol. 1999, 27:214-222.
41. Canonica S., Kohn T., Mac M., Real F.J., Wirz J., von Gunten U. Photosensitizer method to determine rate constants for the reaction of carbonate radical with organic compounds. Environ. Sci. Technol. 2005, 39:9182-9188.
42. Larson R.A., Zepp R.G. Reactivity of the carbonate radical with aniline derivatives. Environ. Toxicol. Chem. 1988, 7:265-274.
43. Huang J., Mabury S.A. Steady-state concentrations of carbonate radicals in field waters. Environ. Toxicol. Chem. 2000, 19:2181-2188.
44. 2 photocatalysis. Water Res. 2007, 41:2612-2626.
45. Yang Y., Pignatello J.J., Ma J., Mitch W.A. Comparison of halide impacts on the efficiency of contaminant degradation by sulfate and hydroxyl radical-based advanced oxidation processes (AOPs). Environ. Sci. Technol. 2014, 48:2344-2351.
46. Anipsitakis G.P., Dionysiou D.D., Gonzalez M.A. Cobalt-mediated activation of peroxymonosulfate and sulfate radical attack on phenolic compounds. Implications of chloride ions. Environ. Sci. Technol. 2006, 40:1000-1007.
47. Westerhoff P., Mezyk S.P., Cooper W.J. Electron pulse radiolysis determination of hydroxyl radical rate constants with Suwannee river fulvic acid and other dissolved organic matter isolates. Environ. Sci. Technol. 2007, 41:4640-4646.
48. David Gara P.M., Bosio G.N., Gonzalez M.C., Russo N., del Carmen Michelini M., Pis Diez R., Mártire D.O. A combined theoretical and experimental study on the oxidation of fulvic acid by the sulfate radical anion. Photochem. Photobiol. Sci. 2009, 8:992-997.
49. Wenk J., Canonica S. Phenolic antioxidants inhibit the triplet-induced transformation of anilines and sulfonamide antibiotics in aqueous solution. Environ. Sci. Technol. 2012, 46:5455-5462.
50. Canonica S., Laubscher H.-U. Inhibitory effect of dissolved organic matter on triplet-induced oxidation of aquatic contaminants. Photochem. Photobiol. Sci. 2008, 7:547-551.
51. Purohit V., Basu A.K. Mutagenicity of nitroaromatic compounds. Chem. Res. Toxicol. 2000, 13:673-692.
52. Dirany A., Sirés I., Oturan N., özcan A., Oturan M.A. Electrochemical treatment of the antibiotic sulfachloropyridazine: kinetics, reaction pathways, and toxicity evolution. Environ. Sci. Technol. 2012, 46:4074-4082.