Photochemical degradation of oxytetracycline: Influence of pH and role of carbonate radical

Chemical Engineering Journal

Volumn 276, Issue , 2015, Pages 113-121

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

^a SOUTHWEST JIAOTONG UNIVERSITY   (China)

^b UNIVERSITY OF CINCINNATI   (United States)

Author keywords

4 Chlorophenol; Carbonate radical; Hydroxyl radical; Oxytetracycline; UV C direct photolysis; UV C H2< inf>O2< inf>

Indexed keywords

PHOTODEGRADATION; PHOTOLYSIS; RATE CONSTANTS;

4-CHLOROPHENOL; CARBONATE RADICAL; DIRECT PHOTOLYSIS; HYDROXYL RADICALS; OXYTETRACYCLINES (OTC);

CARBONATION;

EID: 84928665143     PISSN: 13858947     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.cej.2015.04.048     Document Type: Article

References (66)

1. Halling-Sorensen B., Nors Nielsen S., Lanzky P.F., Ingerslev F., Holten Lutzhoft H.C., Jorgensen S.E. Occurrence, fate and effects of pharmaceutical substances in the environment-a review. Chemosphere 1998, 36:357-393.
2. Hirsch R., Ternes T., Haberer K., Kratz K.-L. Occurrence of antibiotics in the aquatic environment. Sci. Total Environ. 1999, 225:109-118.
3. Kummerer K. Antibiotics in the aquatic environment-a review-Part I. Chemosphere 2009, 75:417-434.
4. Kummerer K. Antibiotics in the aquatic environment-a review-Part II. Chemosphere 2009, 75:435-441.
5. Khetan S.K., Collins T.J. Human pharmaceuticals in the aquatic environment: a challenge to green chemistry. Chem. Rev. 2007, 107:2319-2364.
6. 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.
7. Kemper N. Veterinary antibiotics in the aquatic and terrestrial environment. Ecol. Indic. 2008, 8:1-13.
8. Fritz J.W., Zuo Y. Simultaneous determination of tetracycline, oxytetracycline, and 4-epitetracycline in milk by high-performance liquid chromatography. Food Chem. 2007, 105:1297-1301.
9. Lindsey M.E., Meyer M., Thurman E.M. Analysis of trace levels of sulfonamide and tetracycline antimicrobials in groundwater and surface water using solid-phase extraction and liquid chromatography/mass spectrometry. Anal. Chem. 2001, 73:4640-4646.
10. Samuelsen O.B. Degradation of oxytetracycline in seawater at two different temperatures and light intensities, and the persistence of oxytetracycline in the sediment from a fish farm. Aquaculture 1989, 83:7-16.
11. Pei R., Cha J., Carlson K.H., Pruden A. Response of antibiotic resistance genes (ARG) to biological treatment in dairy lagoon water. Environ. Sci. Technol. 2007, 41:5108-5113.
12. Auerbach E.A., Seyfried E.E., McMahon K.D. Tetracycline resistance genes in activated sludge wastewater treatment plants. Water Res. 2007, 41:1143-1151.
13. Gao P., Munir M., Xagoraraki I. Correlation of tetracycline and sulfonamide antibiotics with corresponding resistance genes and resistant bacteria in a conventional municipal wastewater treatment plant. Sci. Total Environ. 2012, 421-422:173-183.
14. Martinez J.L. Environmental pollution by antibiotics and by antibiotic resistance determinants. Environ. Pollut. 2009, 157:2893-2902.
15. Batt A.L., Kim S., Aga D.S. Comparison of the occurrence of antibiotics in four full-scale wastewater treatment plants with varying designs and operations. Chemosphere 2007, 68:428-435.
16. 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.
17. Chen Y., Hu C., Qu J., Yang M. Photodegradation of tetracycline and formation of reactive oxygen species in aqueous tetracycline solution under simulated sunlight irradiation. J. Photochem. Photobiol. A. 2008, 197:81-87.
18. Maroga Mboula V., Hequet V., Gru Y., Colin R., Andres Y. Assessment of the efficiency of photocatalysis on tetracycline biodegradation. J. Hazard. Mater. 2012, 209-210:355-364.
19. Kim T.-H., Kim S.D., Kim H.Y., Lim S.J., Lee M., Yu S. Degradation and toxicity assessment of sulfamethoxazole and chlortetracycline using electron beam, ozone and UV. J. Hazard. Mater. 2012, 227-228:237-242.
20. Lopez-Penalver J.J., Sanchez-Polo M., Gomez-Pacheco C.V., Rivera-Utrilla J. Photodegradation of tetracyclines in aqueous solution by using UV and UV/H2O2 oxidation processes. J. Chem. Technol. Biotechnol. 2010, 85:1325-1333.
21. Yuan F., Hu C., Hu X., Wei D., Chen Y., Qu J. Photodegradation and toxicity changes of antibiotics in UV and UV/H2O2 process. J. Hazard. Mater. 2011, 185:1256-1263.
22. Gomez-Pacheco C.V., Sanchez-Polo M., Rivera-Utrilla J., Lopez-Penalver J.J. Tetracycline degradation in aqueous phase by ultraviolet radiation. Chem. Eng. J. 2012, 187:89-95.
23. Zhao C., Deng H., Li Y., Liu Z. Photodegradation of oxytetracycline in aqueous by 5A and 13X loaded with TiO2 under UV irradiation. J. Hazard. Mater. 2010, 176:884-892.
24. Wang Y., Zhang H., Zhang J., Lu C., Huang Q., Wu J., Liu F. Degradation of tetracycline in aqueous media by ozonation in an internal loop-lift reactor. J. Hazard. Mater. 2011, 192:35-43.
25. Rahmah A.U., Harimurti S., Omar A.A., Murugesan T. Kinetics and thermodynamic studies of oxytetracycline mineralization using UV/H2O2. Clean-Soil Air Water 2014, 42:1-8.
26. Figueroa R.A., Leonard A., Mackay A.A. Modeling tetracycline antibiotic sorption to clays. Environ. Sci. Technol. 2004, 38:476-483.
27. Jiao S., Zheng S., Yin D., Wang L., Chen L. Aqueous oxytetracycline degradation and the toxicity change compounds in photoirradiation process. J. Environ. Sci. 2008, 20:806-813.
28. Zhao C., Pelaez M., Duan X., Deng H., O'Shea K., Fatta-Kassinos D., Dionysiou D.D. Role of pH on photolytic and photocatalytic degradation of antibiotic oxytetracycline in aqueous solution under visible/solar light: kinetics and mechanism studies. Appl. Catal. B: Environ. 2013, 134-135:83-92.
29. Mazellier P., Leroy E., De Laat J., Legube B. Transformation of carbendazim induced by the H2O2/UV system in the presence of hydrogenocarbonate ions: involvement of the carbonate radical. New J. Chem. 2002, 26:1784-1790.
30. Vione D., Khanra S., Man S.C., Maddigapu P.R., Das R., Arsene C., Olariu R.-I., Maurino V., Minero C. Inhibition vs. enhancement of the nitrate-induced phototransformation of organic substrates by the OH scavengers bicarbonate and carbonate. Water Res. 2009, 43:4718-4728.
31. Busset C., Mazellier P., Sarakha M., De Laat J. Photochemical generation of carbonate radicals and their reactivity with phenol. J. Photochem. Photobiol. A. 2007, 185:127-132.
32. Mazellier P., Busset C., Delmont A., De Laat J. A comparison of fenuron degradation by hydroxyl and carbonate radicals in aqueous solution. Water Res. 2007, 41:4585-4594.
33. Wu C., Linden K.G. Phototransformation of selected organophosphorus pesticides: roles of hydroxyl and carbonate radicals. Water Res. 2010, 44:3585-3594.
34. Dell'Arciprete M.L., Soler J.M., Santos-Juanes L., Arques A., Martire D.O., Furlong J.P., Gonzalez M.C. Reactivity of neonicotinoid insecticides with carbonate radicals. Water Res. 2012, 46:3479-3489.
35. Cope V.W., Chen S.-N., Hoffman M.Z. Intermediates in the photochemistry of carbonato-amine complexes of cobalt (III). CO3- radicals and the aquocarbonato complex. J. Am. Chem. Soc. 1973, 95:3116-3121.
36. Behar D., Czapski G., Duchovny I. Carbonate radical in flash photolysis and pulse radiolysis of aqueous carbonate solutions. J. Phys. Chem. 1970, 74:2206-2210.
37. 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.
38. 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.
39. Chen S.-N., Cope V.W., Hoffman M.Z. Behavior of CO3- radicals generated in the flash photolysis of carbonatoamine complexes of cobalt (III) in aqueous solution. J. Phys. Chem. 1973, 77:1111-1116.
40. Chen S.-N., Hoffman M.Z., Parsons G.H. Reactivity of the carbonate radical toward aromatic compounds in aqueous solution. J. Phys. Chem. 1975, 79:1911-1912.
41. Huang J., Mabury S.A. The role of carbonate radical in limiting the persistence of sulfur-containing chemicals in sunlit natural waters. Chemosphere 2000, 41:1775-1782.
42. Huang J., Mabury S.A. A new method for measuring carbonate radical reactivity toward pesticides. Environ. Toxicol. Chem. 2000, 19:1501-1507.
43. 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.
44. Buxton G.V., Greenstock C.L., Phillip Helman W., Ross A.B. Critical review of rate constants for reactions of hydrated electrons, hydrogen atoms and hydroxyl radicals (OH/O-) in aqueous solution. J. Phys. Chem. Ref. Data 1988, 17:513-886.
45. Huang J., Mabury S.A. Steady-state concentrations of carbonate radicals in field waters. Environ. Toxicol. Chem. 2000, 19:2181-2188.
46. Bolton J.R., Stefan M.I. Fundamental photochemical approach to the concepts of fluence (UV dose) and electrical energy efficiency in photochemical degradation reactions. Res. Chem. Intermed. 2002, 28:857-870.
47. He X., Pelaez M., Westrick J.A., O'Shea K.E., Hiskia A., Triantis T., Kaloudis T., Stefan M.I., de la Cruz A.A., Dionysiou D.D. Efficient removal of microcystin-LR by UV-C/H2O2 in synthetic and natural water samples. Water Res. 2012, 46:1501-1510.
48. He X., de la Cruz A.A., Dionysiou D.D. Destruction of cyanobacterial toxin cylindrospermopsin by hydroxyl radicals and sulfate radicals using UV-254 nm activation of hydrogen peroxide, persulfate and peroxymonosulfate. J. Photochem. Photobiol. A. 2013, 251:160-166.
49. De Laat J., Chramosta N., Dore M., Suty H., Pouillot M. Rate constants for reaction of hydroxyl radicals with some degradation by-products of atrazine by O3 or O3/H2O2. Environ. Technol. 1994, 15:419-428.
50. Parsons S. Advanced Oxidation Processes for Water and Wastewater Treatment 2004, IWA Publishing, New York.
51. He X., Mezyk S.P., Michael I., Fatta-Kassinos D., Dionysiou D.D. Degradation kinetics and mechanism of β-lactam antibiotics by the activation of H2O2 and Na2S2O8 under UV-254 nm irradiation. J. Hazard. Mater. 2014, 279:375-383.
52. Baxendale J.H., Wilson J.A. The photolysis of hydrogen peroxide at high light intensities. Trans. Faraday Soc. 1957, 53:344-356.
53. Khan J.A., He X., Shah N.S., Khan H.M., Hapeshi E., Fatta-Kassinos D., Dionysiou D.D. Kinetic and mechanism investigation on the photochemical degradation of atrazine with activated H2O2, S2O82- and HSO5-. Chem. Eng. J. 2014, 252:393-403.
54. Lati J., Meyerstein D. Oxidation of first-row bivalent transition-metal complexes containing ethylenediaminetetra-acetate and nitrilotriacetate ligands by free radicals: a pulse-radiolysis study. J. Chem. Soc. Dalton Trans. 1978, 1105-1118.
55. Wang P., Keller A.A. Sorption and desorption of atrazine and diuron onto water dispersible soil primary size fractions. Water Res. 2009, 43:1448-1456.
56. Park J.-S., Choi H., Cho J. Kinetic decomposition of ozone and para-chlorobenzoic acid (pCBA) during catalytic ozonation. Water Res. 2004, 38:2285-2292.
57. 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.
58. Zhong Y., Lim P.K. The copper-catalyzed redox reaction between aqueous hydrogen peroxide and hydrazine. 1. New experimental results and observations. J. Am. Chem. Soc. 1989, 111:8398-8404.
59. Christensen H., Sehested K., Corfitzen H. Reaction of hydroxyl radicals with hydrogen peroxide at ambient and elevated temperatures. J. Phys. Chem. 1982, 86:1588-1590.
60. 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.
61. Pelaez M., de la Cruz A.A., O'Shea K., Falaras P., Dionysiou D.D. Effects of water parameters on the degradation of microcystin-LR under visible light-activated TiO2 photocatalyst. Water Res. 2011, 45:3787-3796.
62. Grebel J.E., Pignatello J.J., Mitch W.A. Effect of halide ions and carbonates on organic contaminant degradation by hydroxyl radical-based advanced oxidation processes in saline waters. Environ. Sci. Technol. 2010, 44:6822-6828.
63. Pandiyan T., Martinez Rivas O., Orozco Martinez J., Burillo Amezcua G., Martinez-Carrillo M.A. Comparison of methods for the photochemical degradation of chlorophenols. J. Photochem. Photobiol. A. 2002, 146:149-155.
64. Lipczynska-Kochany E., Bolton J.R. Flash photolysis/HPLC method for studying the sequence of photochemical reactions: applications to 4-chlorophenol in aerated aqueous solution. J. Photochem. Photobiol. A. 1991, 58:315-322.
65. Lipczynska-Kochany E., Bolton J.R. Flash photolysis/high-performance liquid chromatography method for studying the sequence of photochemical reactions: direct photolysis of phenol. Environ. Sci. Technol. 1992, 26:2524-2527.
66. Sulzberger B., Canonica S., Egli T., Giger W., Klausen J., von Gunten U. Oxidative transformations of contaminants in natural and in technical systems. Chimia 1997, 51:900-907.