Impact of persulfate and ultraviolet light activated persulfate pre-oxidation on the formation of trihalomethanes, haloacetonitriles and halonitromethanes from the chlor(am)ination of three antibiotic chloramphenicols

Water Research

Volumn 93, Issue , 2016, Pages 48-55

  Chu, Wenhai ^a   Chu, Tengfei ^a,b   Bond, Tom ^c   Du, Erdeng ^b   Guo, Yingqing ^b   Gao, Naiyun ^a  

^a Tongji University   (China)

^b CHANGZHOU UNIVERSITY   (China)

^c IMPERIAL COLLEGE LONDON   (United Kingdom)

Author keywords

Chloramphenicols; Haloacetonitriles; Halonitromethanes; Trihalomethanes; Ultraviolet persulfate

Indexed keywords

ANTIBIOTICS; CHLORINATION; DISINFECTION; OXIDATION; POLLUTION CONTROL; POTABLE WATER; ULTRAVIOLET RADIATION; WASTEWATER TREATMENT; WATER DISTRIBUTION SYSTEMS; WATER TREATMENT;

CHLORAMPHENICOLS; HALOACETONITRILES; HALONITROMETHANES; TRIHALOMETHANES; ULTRAVIOLET/PERSULFATE;

WATER POLLUTION CONTROL;

CHLORAMPHENICOL; CHLOROFORM; CHLOROPICRIN; DRINKING WATER; FLORFENICOL; HALOACETONITRILE; HALONITROMETHANE; ORGANOHALOGEN DERIVATIVE; PERSULFATE; SULFATE; THIAMPHENICOL; TRIHALOMETHANE; UNCLASSIFIED DRUG; ACETONITRILE DERIVATIVE; CHLORINATED HYDROCARBON; CHLORINE; DISINFECTANT AGENT; METHANE; NITROALKANE; NITROMETHANE; PERSULFIDES; SULFIDE; WATER POLLUTANT;

ANTIBIOTICS; CHEMICAL POLLUTANT; CHLORINATION; CONCENTRATION (COMPOSITION); DISINFECTION; DRINKING WATER; ULTRAVIOLET RADIATION; WATER TREATMENT;

ARTICLE; CHEMICAL STRUCTURE; CHLORINATION; ELECTRON; OXIDATION; PRIORITY JOURNAL; ULTRAVIOLET RADIATION; WASTE WATER; ANALOGS AND DERIVATIVES; CHEMISTRY; DISINFECTION; HALOGENATION; ISOLATION AND PURIFICATION; OXIDATION REDUCTION REACTION; PROCEDURES; RADIATION RESPONSE; WATER MANAGEMENT; WATER POLLUTANT;

ACETONITRILES; CHLORAMPHENICOL; CHLORINE; DISINFECTANTS; DISINFECTION; HALOGENATION; HYDROCARBONS, CHLORINATED; METHANE; NITROPARAFFINS; OXIDATION-REDUCTION; SULFIDES; THIAMPHENICOL; TRIHALOMETHANES; ULTRAVIOLET RAYS; WATER POLLUTANTS, CHEMICAL; WATER PURIFICATION;

EID: 84958231045     PISSN: 00431354     EISSN: 18792448     Source Type: Journal    
DOI: 10.1016/j.watres.2016.02.013     Document Type: Article

References (72)

1. Akron The Chemical Database 2009, The Department of Chemistry at the University of Akron, and search on CAS number. Last accessed: 30.9.09. http://ull.chemistry.uakron.edu/erd.
2. Antoniou M.G., de la Cruz A.A., Dionysiou D.D. Intermediates and reaction pathways from the degradation of microcystin-LR with sulfate radicals. Environ. Sci. Technol. 2010, 44(19):7238-7244.
3. Bellar T.A., Lichtenberg J.J., Kroner R.C. The occurrence of organohalides in chlorinated drinking waters. J. Am. Water Works Assoc. 1974, 66(12):703-706.
4. Benotti M.J., Trenholm R.A., Vanderford B.J., Holady J.C., Stanford B.D., Snyder S.A. Pharmaceuticals and endocrine disrupting compounds in US drinking water. Environ. Sci. Technol. 2009, 43(3):597-603.
5. Bolton J.R., Linden K.G. Standardization of methods for fluence (UV dose) determination in bench-scale UV experiments. J. Environ. Eng. 2003, 129(3):209-215.
6. Bond T., Mokhtar Kamal N.H., Bonnisseau T., Templeton M.R. Disinfection by-product formation from the chlorination and chloramination of amines. J. Hazard Mater 2014, 278:288-296.
7. Carlsson C., Johansson A.-K., Alvan G., Bergman K., Kühler T. Are pharmaceuticals potent environmental pollutants?: part I: environmental risk assessments of selected active pharmaceutical ingredients. Sci. Total Environ. 2006, 364(1):67-87.
8. Choi K., Kim Y., Jung J., Kim M.H., Kim C.S., Kim N.H., Park J. Occurrences and ecological risks of roxithromycin, trimethoprim, and chloramphenicol in the Han River, Korea. Environ. Toxicol. Chem. 2008, 27(3):711-719.
9. Chu W.H., Gao N.Y., Deng Y., Krasner S.W. Precursors of dichloroacetamide, an emerging nitrogenous DBP formed during chlorination or chloramination. Environ. Sci. Technol. 2010, 44(10):3908-3912.
10. Chu W.H., Li D.M., Gao N.Y., Templeton M.R., Tan C.Q., Gao Y.Q. The control of emerging haloacetamide DBP precursors with UV/persulfate treatment. Water Res. 2015, 72:340-348.
11. Chu W.H., Li X., Bond T., Gao N.Y., Yin D.Q. The formation of haloacetamides and other disinfection by-products from non-nitrogenous low-molecular weight organic acids during chloramination. Chem. Eng. J. 2016, 285:164-171.
12. Chu W.H., Chu T.F., Du E.D., Deng Y., Guo Y.Q., Gao N.Y. Increased formation of halomethanes during chlorination of chloramphenicol in drinking water by UV irradiation, persulfate oxidation, and combined UV/persulfate pre-treatments. Ecotoxicol. Ment. Safe 2016, 124:147-154.
13. Chu W.H., Krasner S., Gao N.Y., Templeton M., Yin D.Q. Contribution of the antibiotic chloramphenicol and its analogues as precursors of dichloroacetamide and other disinfection byproducts in drinking water. Environ. Sci. Technol. 2016, 50(1):388-396.
14. Csay T., Rácz G., Takács E., Wojnárovits L. Radiationinduced degradation of pharmaceutical residues in water: chloramphenicol. Radiat. Phys. Chem. 2012, 81(9):1489-1494.
15. Deborde M., Von Gunten U. Reactions of chlorine with inorganic and organic compounds during water treatment-kinetics and mechanisms: a critical review. Water Res. 2008, 42(1-2):13-51.
16. Fang G.D., Dionysiou D.D., Zhou D.M., Wang Y., Zhu X.-D., Fan J.-X., Cang L., Wang Y.J. Transformation of polychlorinated biphenyls by persulfate at ambient temperature. Chemosphere 2013, 90(5):1573-1580.
17. Frisch M., Trucks G., Schlegel H.B., Scuseria G., Robb M., Cheeseman J., Scalmani G., Barone V., Mennucci B., Petersson G. Gaussian 09, Revision a. 02 2009, 200. Gaussian. Inc., Wallingford, CT.
18. Fu X., Mueller D.M., Heinecke J.W. Generation of intramolecular and intermolecular sulfenamides, sulfinamides, and sulfonamides by hypochlorous acid: a potential pathway for oxidative cross-linking of low-density lipoprotein by myeloperoxidase. Biochemistry 2002, 41(4):1293-1301.
19. Gao Y.Q., Gao N.Y., Deng Y., Yang Y.Q., Ma Y. Ultraviolet (UV) light-activated persulfate oxidation of sulfamethazine in water. Chem. Eng. J. 2012, 195-196:248-253.
20. Glezer V., Harris B., Tal N., Iosefzon B., Lev O. Hydrolysis of haloacetonitriles: linear free energy relationship, kinetics and products. Water Res. 1999, 33(8):1938-1948.
21. Huerta-Fontela M., Galceran M.T., Ventura F. Occurrence and removal ofpharmaceuticals and hormones through drinking water treatment. Water Res. 2011, 45(3):1432-1442.
22. Hou Y., Chu W., Ma M. Carbonaceous and nitrogenous disinfection by-product formation in the surface and ground water treatment plants using Yellow River as water source. J. Environ. Sci. 2012, 24(7):1204-1209.
23. Italia M.P., Uden P.C. Comparison of volatile halogenated compounds formed in the chloramination and chlorination of humic acid by gas chromatography- electron-capture detection. J. Chromatogr. A 1988, 449:326-330.
24. 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(6):822-828.
25. Jolley R.L., Brungs W.A., Cumming R.B. Water Chlorination: Environmental Impact and Health Effects 1980, vol. 3.
26. Jones-Lepp T. Occurrence, effects, and methods for antibiotics and illicit drugs in the environment. Pharmaceutical Accumulation in the Environment: Prevention, Control, Health Effects, and Economic Impact 2014, 43-63. W.E. Goldstein (Ed.).
27. Joo S.H., Mitch W.A. Nitrile, aldehyde, and halonitroalkane formation during chlorination/chloramination of primary amines. Environ. Sci. Technol. 2007, 41(4):1288-1296.
28. Kramer W.G., Rensimer E.R., Ericsson C.D., Pickering L.K. Comparative bioavailability of intravenous and oral chloramphenicol in adults. J. Clin. Pharmacol. 1984, 24(4):181.
29. Krasner S.W., Weinberg H.S., Richardson S.D., Pastor S.J., Chinn R., Sclimenti M.J., Onstad G.D., Thruston A.D. Occurrence of a new generation of disinfection byproducts. Environ. Sci. Technol. 2006, 40(23):7175-7185.
30. Lai H.T., Hou J.H., Su C.I., Chen C.L. Effects of chloramphenicol, florfenicol, and thiamphenicol on growth of algae Chlorella pyrenoidosa, Isochrysis galbana, and Tetraselmis chui. Ecotoxicol. Environ. Saf. 2009, 72(2):329-334.
31. Liew D., Linge K.L., Joll C.A., Heitz A., Charrois J.W.A. Determination of halonitromethanes and haloacetamides: an evaluation of sample preservation and analyte stability in drinking water. J. Chromatogr. A 2012, 1241:117-122.
32. Liu J., Zhang X.R. Comparative toxicity of new halophenolic DBPs in chlorinated saline wastewater effluents against a marine alga: halophenolic DBPs are generally more toxic than haloaliphatic ones. Water Res. 2014, 65:64-72.
33. Liu H., Zhang G., Liu C.-Q., Li L., Xiang M. The occurrence of chloramphenicol and tetracyclines in municipal sewage and the Nanming River, Guiyang City, China. J. Environ. Monit. 2009, 11(6):1199-1205.
34. Lu T., Chen F. Multiwfn: a multifunctional wavefunction analyzer. J. Comput. Chem. 2012, 33(5):580-592.
35. Mitch W.A., Sedlak D.L. Formation of N-Nitrosodimethylamine (NDMA) from dimethylamine during chlorination. Environ. Sci. Technol. 2002, 36(4):588-595.
36. Muellner M.G., Wagner E.D., McCalla K., Richardson S.D., Woo Y.-T., Plewa M.J. Haloacetonitriles vs. regulated haloacetic acids: are nitrogen-containing DBPs more toxic?. Environ. Sci. Technol. 2007, 41(2):645-651.
37. Plewa M.J., Wagner E.D., Jazwierska P., Richardson S.D., Chen P.H., McKague A.B. Halonitromethane drinking water disinfection Byproducts: chemical characterization and mammalian cell cytotoxicity and genotoxicity. Environ. Sci. Technol. 2004, 38(1):62-68.
38. Postigo C., Richardson S.D. Transformation of pharmaceuticals during oxidation/disinfection processes in drinking water treatment. J. Hazard. Mater. 2014, 279:461-475.
39. Proia L., Von Schiller D., Sànchez-Melsió A., Sabater S., Borrego C.M., Rodríguez-Mozaz S., Balcazar J.L. Occurrence and persistence of antibiotic resistance genes in river biofilms after wastewater inputs in small rivers. Environ. Pollut. 2015, 210:121-128.
40. Reckhow D.A., Linden K.G., Kim J., Shemer H., Makdissy G. Effect of UV treatment on DBP formation. J. Am. Water Works Assoc. 2010, 102(6):100-113.
41. Reckhow D.A., Platt T.L., MacNeill A., McClellan J.N. Formation and degradation of DCAN in drinking waters. J. Water Supply Rest. 2001, 50(1):1-13.
42. Richardson S.D., Plewa M.J., Wagner E.D., Schoeny R., DeMarini D.M. Occurrence, genotoxicity, and carcinogenicity of regulated and emerging disinfection by-products in drinking water: a review and roadmap for research. Mutat. Res. Rev. Mutat. Res. 2007, 636(1-3):178-242.
43. Richardson S.D., Ternes T.A. Water analysis: emerging contaminants and current issues. Anal. Chem. 2011, 83(12):4614-4648.
44. Rodriguez-Mozaz S., Chamorro S., Marti E., Huerta B., Gros M., Sànchez-Melsió A., Borrego C.M., Barceló D., Balcázar J.L. Occurrence of antibiotics and antibiotic resistance genes in hospital and urban wastewaters and their impact on the receiving river. Water Res. 2015, 69(1):234-242.
45. Rook J.J. Formation of haloforms during chlorination of natural waters. Water Treat. Exam. 1974, 23:234-243.
46. Sapkota A., Sapkota A.R., Kucharski M., Burke J., McKenzie S., Walker P., Lawrence R. Aquaculture practices and potential human health risks: current knowledge and future priorities. Environ. Int. 2008, 34(8):1215-1226.
47. 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(5):725-759.
48. Shah A.D., Dotson A.D., Linden K.G., Mitch W.A. Impact of UV disinfection combined with chlorination/chloramination on the formation of halonitromethanes and haloacetonitriles in drinking water. Environ. Sci. Technol. 2011, 45(8):3657-3664.
49. Shah A.D., Mitch W.A. Halonitroalkanes, halonitriles, haloamides, and N-Nitrosamines: a critical review of nitrogenous disinfection byproduct formation pathways. Environ. Sci. Technol. 2012, 46(1):119-131.
50. 2 nanoparticles. Environ. Technol. 2013, 34:1161-1166.
51. Snyder S.A., Westerhoff P., Yoon Y., Sedlak D.L. Pharmaceuticals, personal care products, and endocrine disruptors in water: implications for the water industry. Environ. Eng. Sci. 2003, 20(5):449-469.
52. Song H., Addison J.W., Hu J., Karanfil T. Halonitromethanes formation in wastewater treatment plant effluents. Chemosphere 2010, 79(2):174-179.
53. Stephen P.M., Kimberly A.R., Garrett M., Charlotte M.H., Xuexiang H., Dionysios D.D. Aquatic Redox Chemistry 2011, 247-263. American Chemical Society.
54. USEPA Measurement of Purgeable Organic Compounds in Water by Capillary Column Gas Chromatography/mass Spectrometry 1992, (Washington, D.C).
55. Vande Riet J.M., Potter R.A., Christie-Fougere M., Burns B.G. Simultaneous determination of residues of chloramphenicol, thiamphenicol, florfenicol, and florfenicol amine in farmed aquatic species by liquid chromatography/mass spectrometry. J. AOAC Int. 2003, 86(3):510-514.
56. Watkinson A., Murby E., Costanzo S. Removal of antibiotics in conventional and advanced wastewater treatment: implications for environmental discharge and wastewater recycling. Water Res. 2007, 41(18):4164-4176.
57. Watkinson A.J., Murby E.J., Kolpin D.W., Costanzo S.D. The occurrence of antibiotics in an urban watershed: from wastewater to drinking water. Sci. Total Environ. 2009, 407(8):2711-2723.
58. Westerhoff P., Yoon Y., Snyder S., Wert E. Fate of endocrine-disruptor, pharmaceutical, and personal care product chemicals during simulated drinking water treatment processes. Environ. Sci. Technol. 2005, 39(17):6649-6663.
59. Xi C., Zhang Y., Marrs C.F., Ye W., Simon C., Foxman B., Nriagu J. Prevalence of antibiotic resistance in drinking water treatment and distribution systems. Appl. Environ. Microb. 2009, 75(17):5714-5718.
60. Xie P., Ma J., Liu W., Zou J., Yue S. Impact of UV/persulfate pretreatment on the formation of disinfection byproducts during subsequent chlorination of natural organic matter. Chem. Eng. J. 2015, 269:203-211.
61. Xu W.H., Zhang G., Zou S.C., Li X.D., Liu Y.C. Determination of selected antibiotics in the Victoria Harbour and the Pearl River, South China using high-performance liquid chromatography-electrospray ionization tandem mass spectrometry. Environ. Pollut. 2007, 145(3):672-679.
62. Xu W., Zhang G., Li X., Zou S., Li P., Hu Z., Li J. Occurrence and elimination of antibiotics at four sewage treatment plants in the Pearl River Delta (PRD), South China. Water Res. 2007, 41(19):4526-4534.
63. Xu W.H., Zhang G., Zou S.C., Li X.D., Liu Y.C. Determination of selected antibiotics in the Victoria Harbour and the Pearl River, South China using high-performance liquid chromatography-electrospray ionization tandem mass spectrometry. Environ. Pollut. 2007, 145(3):672-679.
64. 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.
65. Yan M., Korshin G.V., Chang H.S. Examination of disinfection by-product (DBP) formation in source waters: a study using log-transformed differential spectra. Water Res. 2014, 50:179-188.
66. Yang S., Carlson K. Evolution of antibiotic occurrence in a river through pristine, urban and agricultural landscapes. Water Res. 2003, 37(19):4645-4656.
67. Yang X., Fan C., Shang C., Zhao Q. Nitrogenous disinfection byproducts formation and nitrogen origin exploration during chloramination of nitrogenous organic compounds. Water Res. 2010, 44(9):2691-2702.
68. Zhao Q., Shang C., Zhang X.R., Ding G., Yang X. Formation of halogenated organic byproducts during medium-pressure UV and chlorine coexposure of model compounds, NOM and bromide. Water Res. 2011, 45(19):6545-6554.
69. Zhang Q.Q., Ying G.-G., Pan C.G., Liu Y.S., Zhao J.-L. Comprehensive evaluation of antibiotics emission and fate in the river basins of China: source analysis, multimedia modeling, and linkage to bacterial resistance. Environ. Sci. Technol. 2015, 49(11):6772-6782.
70. Zhang Q., Jia A., Wan Y., Liu H., Wang K., Peng H., Dong Z., Hu J. Occurrences of three classes of antibiotics in a natural river basin: association with antibiotic-resistant Escherichia coli. Environ. Sci. Technol. 2014, 48(24):14317-14325.
71. Zhou L.J., Ying G.-G., Liu S., Zhang R.Q., Lai H.J., Chen Z.F., Pan C.G. Excretion masses and environmental occurrence of antibiotics in typical swine and dairy cattle farms in China. Sci. Total Environ. 2013, 444:183-195.
72. Zhou L.J., Ying G.G., Liu S., Zhao J.L., Yang B., Chen Z.F., Lai H.J. Occurrence and fate of eleven classes of antibiotics in two typical wastewater treatment plants in South China. Sci. Total Environ. 2013, 452:365-376.