Degradation kinetics and mechanism of oxytetracycline by hydroxyl radical-based advanced oxidation processes

Chemical Engineering Journal

Volumn 284, Issue , 2016, Pages 1317-1327

  Liu, Yiqing ^a,b   He, Xuexiang ^b   Fu, Yongsheng ^a   Dionysiou, Dionysios D ^b  

^a SOUTHWEST JIAOTONG UNIVERSITY   (China)

^b UNIVERSITY OF CINCINNATI   (United States)

Author keywords

Advanced oxidation processes (AOPs); Hydroxyl radical; Mechanism; Oxytetracycline; UV 254nm H2O2

Indexed keywords

BYPRODUCTS; MECHANISMS; ORGANIC CARBON; OXIDATION; RATE CONSTANTS;

ADVANCED OXIDATION PROCESS; ADVANCED OXIDATION PROCESSES; DEGRADATION BY-PRODUCTS; HYDROXYL RADICALS; OXYTETRACYCLINES (OTC); PSEUDO FIRST ORDER RATE CONSTANTS; TRANSFORMATION MECHANISMS; UV-254NM/H2O2;

DEGRADATION;

EID: 84944145604     PISSN: 13858947     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.cej.2015.09.034     Document Type: Article

References (70)

1. Kummerer K. Antibiotics in the aquatic environment - a review - Part I. Chemosphere 2009, 75:417-434.
2. Kummerer K. Antibiotics in the aquatic environment - a review - Part II. Chemosphere 2009, 75:435-441.
3. Khetan S.K., Collins T.J. Human pharmaceuticals in the aquatic environment: a challenge to green chemistry. Chem. Rev. 2007, 107:2319-2364.
4. Hirsch R., Ternes T., Haberer K., Kratz K.-L. Occurrence of antibiotics in the aquatic environment. Sci. Total Environ. 1999, 225:109-118.
5. Sarmah A.K., Meyer M.T., Boxall A.B.A. A global perspective on the use, sales, exposure pathways, occurrence, fate and effects of veterinary antibiotics (VAs) in the environment. Chemosphere 2006, 65:725-759.
6. Kemper N. Veterinary antibiotics in the aquatic and terrestrial environment. Ecol. Indic. 2008, 8:1-13.
7. Yang S., Calson K. Evolution of antibiotic occurrence in a river through pristine, urban and agricultural landscapes. Water Res. 2003, 37:4645-4656.
8. Mompelat S., Le Bot B., Thomas O. Occurrence and fate of pharmaceutical products and by-products, from resource to drinking water. Environ. Int. 2009, 35:803-814.
9. Michael I., Rizzo L., McArdell C.S., Manaia C.M., Merlin C., Schwartz T., Dagot C., Fatta-Kassinos D. Urban wastewater treatment plants as hotspots for the release of antibiotics in the environment: a review. Water Res. 2013, 47:957-995.
10. Kolpin D.W., Furlong E.T., Meyer M.T., Thurman E.M., Zaugg S.D., Barber L.B., Buxton H.T. Pharmaceuticals, hormones, and other organic wastewater contaminants in U.S. streams, 1999-2000: a national reconnaissance. Environ. Sci. Technol. 2002, 36:1202-1211.
11. Li K., Yediler A., Yang M., Schulte-Hostede S., Wong M.H. Ozonation of oxytetracycline and toxicological assessment of its oxidation by-products. Chemosphere 2008, 72:473-478.
12. Martinez J.L. Environmental pollution by antibiotics and by antibiotic resistance determinants. Environ. Pollut. 2009, 157:2893-2902.
13. Rizzo L., Manaia C.M., Merlin C., Schwartz T., Dagot C., Ploy M.C., Michael I., Fatta-Kassinos D. Urban wastewater treatment plants as hotspots for antibiotic resistant bacteria and genes spread into the environment: a review. Sci. Total Environ. 2013, 447:345-360.
14. Watkinson A.J., Murby E.J., Costanzo S.D. Removal of antibiotics in conventional and advanced wastewater treatment: implications for environmental discharge and wastewater recycling. Water Res. 2007, 41:4164-4176.
15. Ternes T.A., Meisenheimer M., McDowell D., Sacher F., Brauch H.-J., Haist-Gulde B., Preuss G., Wilme U., Zulei-Seibert N. Removal of pharmaceuticals during drinking water treatment. Environ. Sci. Technol. 2002, 36:3855-3863.
16. Klavarioti M., Mantzavinos D., Kassinos D. Removal of residual pharmaceuticals from aqueous systems by advanced oxidation processes. Environ. Int. 2009, 35:402-417.
17. -. Chem. Eng. J. 2014, 252:393-403.
18. Shah N.S., He X., Khan H.M., Khan J.A., O'Shea K.E., Boccelli D.L., Dionysiou D.D. Efficient removal of endosulfan from aqueous solution by UV-C/peroxides: a comparative study. J. Hazard. Mater. 2013, 263:584-592.
19. 8 under UV-254nm irradiation. J. Hazard. Mater. 2014, 279:375-383.
20. -) in aqueous solution. J. Phys. Chem. Ref. Data 1988, 17:513-886.
21. Baxendale J.H., Wilson J.A. The photolysis of hydrogen peroxide at high light intensities. Trans. Faraday Soc. 1957, 53:344-356.
22. 2. Water Res. 2009, 43:1766-1774.
23. Wols B.A., Hofman-Caris C.H.M. Review of photochemical reaction constants of organic micropollutants required for UV advanced oxidation processes in water. Water Res. 2012, 46:2815-2827.
24. 2 processes for the removal of pharmaceuticals detected in secondary effluent of a sewage treatment plant in Japan. J. Hazard. Mater. 2009, 166:1134-1140.
25. 2 treatments. Chemosphere 2009, 77:518-525.
26. 2 oxidation processes. J. Chem. Technol. Biotechnol. 2010, 85:1325-1333.
27. 2 process. J. Hazard. Mater. 2011, 185:1256-1263.
28. Jeong J., Song W., Cooper W.J., Jung J., Greaves J. Degradation of tetracycline antibiotics: mechanisms and kinetic studies for advanced oxidation/reduction processes. Chemosphere 2010, 78:533-540.
29. 2 under natural and simulated solar radiation. Sol. Energy 2011, 85:2732-2740.
30. Liu Y., He X., Duan X., Fu Y., Dionysiou D.D. Photochemical degradation of oxytetracycline: influence of pH and role of carbonate radical. Chem. Eng. J. 2015, 276:113-121.
31. Allen A.O., Hochanadel C.J., Ghormley J.A., Davis T.W. Decomposition of water and aqueous solutions under mixed fast neutron and gamma radiation. J. Phys. Chem. 1952, 56:575-586.
32. 2 in synthetic and natural water samples. Water Res. 2012, 46:1501-1510.
33. 2 decolourisation of acid blue 74. Dyes Pigm. 2005, 66:129-134.
34. 2 and UV/Fe (II) processes. Chem. Eng. J. 2010, 160:226-231.
35. Jayson G.G., Parsons B.J. Some simple, highly reactive, inorganic chlorine derivatives in aqueous solution. J. Chem. Soc. Faraday Trans. 1973, 1(69):1597-1607.
36. Neta P., Huie R.E., Ross A.B. Rate constants for reactions of inorganic radicals in aqueous solution. J. Phys. Chem. Ref. Data 1988, 17:1027-1284.
37. 2/UV process. Chemosphere 2001, 44:1193-1200.
38. 2) treatment. J. Hazard. Mater. 2009, 164:640-645.
39. 3) radicals in aqueous solutions. J. Phys. Chem. 1986, 90:4644-4648.
40. Mark G., Korth H.-G., Schuchmann H.-P., von Sonntag C. The photochemistry of aqueous nitrate ion revisited. J. Photochem. Photobiol. A 1996, 101:89-103.
41. Vartanian V.H., Goolsby B., Brodbelt J.S. Identification of tetracycline antibiotics by electrospray ionization in a quadrupole ion trap. J. Am. Soc. Mass Spectrom. 1998, 9:1089-1098.
42. 2+. J. Environ. Sci. 2011, 23:1634-1639.
43. Moffett J.W., Zika R.G. Reaction kinetics of hydrogen peroxide with copper and iron in seawater. Environ. Sci. Technol. 1987, 21:804-810.
44. Walling C. Fenton's reagent revisited. Acc. Chem. Res. 1975, 8:125-131.
45. 3+-catalyzed degradation of chlorophenoxy herbicides by hydrogen peroxide. Environ. Sci. Technol. 1992, 26:944-951.
46. 2/UV. Environ. Sci. Technol. 1993, 27:304-310.
47. Faust B.C., Hoigne J. Photolysis of Fe (III)-hydroxy complexes as sources of OH radicals in clouds, fog and rain. Atmos. Environ. 1990, 24A:79-89.
48. Soler J., Garcia-Ripoll A., Hayek N., Miro P., Vicente R., Arques A., Amat A.M. Effect of inorganic ions on the solar detoxification of water polluted with pesticides. Water Res. 2009, 43:4441-4450.
49. Nichela D.A., Berkovic A.M., Costante M.R., Juliarena M.P., Garcia Einschlag F.S. Nitrobenzene degradation in fenton-like systems using Cu (II) as catalyst. Comparison between Cu (II)- and Fe (III)-based systems. Chem. Eng. J. 2013, 228:1148-1157.
50. Millero F.J., Sharma V.K., Kam B. The rate of reduction of copper (II) with hydrogen peroxide in seawater. Mar. Chem. 1991, 36:71-83.
51. Liao C.-H., Gurol M.D. Chemical oxidation by photolytic decomposition of hydrogen peroxide. Environ. Sci. Technol. 1995, 29:3007-3014.
52. 2+ processes: a comparative study. Chem. Eng. J. 2013, 218:376-383.
53. Westerhoff P., Mezyk S.P., Cooper W.J., Minakata D. 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.
54. Antoniou M.G., Shoemaker J.A., de la Cruz A.A., Dionysiou D.D. Unveiling new degradation intermediates/pathways from the photocatalytic degradation of microcystin-LR. Environ. Sci. Technol. 2008, 42:8877-8883.
55. Broszkiewicz R.K., Soeylemez T., Schulte-Frohlinde D. Reactions of OH radicals with acetylacetone in aqueous solution. Z. Naturforsch. 1982, 37b:368-375.
56. Land E.J., Ebert M. Pulse radiolysis studies of aqueous phenol. Water elimination from dihydroxycyclohexadienyl radicals to form phenoxyl. Trans. Faraday Soc. 1967, 63:1181-1190.
57. Simic M., Neta P., Hayon E. Pulse radiolytic investigation of aliphatic amines in aqueous solution. Int. J. Radiat. Phys. Chem. 1971, 3:309-320.
58. ) reaction rate constants. Environ. Sci. Technol. 2009, 43:6220-6227.
59. Kamel A.M., Fouda H.G., Brown P.R., Munson B. Mass spectral characterization of tetracyclines by electrospray ionization, H/D exchange, and multiple stage mass spectrometry. J. Am. Soc. Mass Spectrom. 2002, 13:543-557.
60. He X., de la Cruz A.A., Hiskia A., Kaloudis T., O'Shea K.E., Dionysiou D.D. Destruction of microcystins (cyanotoxins) by UV-254 nm-based direct photolysis and advanced oxidation processes (AOPs): influence of variable amino acids on the degradation kinetics and reaction mechanisms. Water Res. 2015, 74:227-238.
61. 2 process. Environ. Sci. Technol. 2014, 48:4495-4504.
62. Choudhury T.K., Lin M.C. Homogeneous pyrolysis of acetylacetone at high temperatures in shock waves. Int. J. Chem. Kinet. 1990, 20:491-504.
63. Upadhyaya H.P., Kumar A., Naik P.D. Photodissociation dynamics of enolic-acetylacetone at 266, 248, and 193nm. J. Chem. Phys. 2003, 118:2590-2598.
64. Baker L.A., Horbury M.D., Greenough S.E., Coulter P.M., Karsili T.N.V., Roberts G.M., Orr-Ewing A.J., Ashfold M.N.R., Stavros V.G. Probing the ultrafast energy dissipation mechanism of the sunscreen oxybenzone after UVA irradiation. J. Phys. Chem. Lett. 2015, 6:1363-1368.
65. Haag R., Wirz J., Wagner P.J. The photoenolization of 2-methylacetophenone and related compounds. Helv. Chim. Acta 1977, 60:2595-2607.
66. Wagner P.J., Chen C.-P. A rotation-controlled excited-state reaction. The photoenolization of ortho alkyl phenyl ketones. J. Am. Chem. Soc. 1976, 98:239-241.
67. Wagner P.J. Chemistry of excited triplet organic carbonyl compounds. Top Curr. Chem. 1976, 66:1-52.
68. Benson S.W., Kistiakowsky G.B. The photochemical decomposition of cyclic ketones. J. Am. Chem. Soc. 1942, 64:80-86.
69. Blacet F.E., Miller A. The photochemical decomposition of cyclohexanone, cyclopentanone and cyclobutanone. J. Am. Chem. Soc. 1957, 79:4327-4329.
70. Hasan T., Allen M., Cooperman B.S. Anhydrotetracycline is a major product of tetracycline photolysis. J. Org. Chem. 1985, 50:1755-1757.