Transformation of bisphenol A in water distribution systems: A pilot-scale study

Chemosphere

Volumn 125, Issue , 2015, Pages 86-93

  Li, Cong ^a   Wang, Zilong ^a   Yang, Y Jeffrey ^b   Liu, Jingqing ^a   Mao, Xinwei ^a   Zhang, Yan ^a  

^a ZHEJIANG UNIVERSITY   (China)

^b U S ENVIRONMENTAL PROTECTION AGENCY   (United States)

Author keywords

Bisphenol A; Halogenations; Mechanism; Water distribution system

Indexed keywords

BENZENE; BROMINE; CAST IRON; CAST IRON PIPE; CHLORINE; HALOGENATION; MECHANISMS; PHENOLS; WATER DISTRIBUTION SYSTEMS;

2 , 4 , 6-TRICHLOROPHENOL; BIS-PHENOL A; DUCTILE CAST IRONS; HALOGENATED COMPOUNDS; OXIDATION MECHANISMS; PILOT-SCALE STUDY; SODIUM HYPOCHLORITES; TETRACHLOROBISPHENOL-A;

REACTION INTERMEDIATES;

2 BROMOBISPHENOL A; 2 CHLOROBISPHENOL A; 2,2' ,6,6' TETRACHLOROBISPHENOL A; 2,2',6 TRICHLOROBISPHENOL A; 2,4,6 TRICHLOROPHENOL; 4,4' ISOPROPYLIDENEDIPHENOL; BENZENE; BROMINE; BROMOCHLOROBISPHENOL A; CARBON; CEMENT; CHLORINE; DICHLOROBISPHENOL A; HALIDE; HYDROGEN; HYPOCHLORITE SODIUM; IRON; PHENOL; TRIHALOMETHANE; UNCLASSIFIED DRUG; WATER; 2,4,6-TRICHLOROPHENOL; BENZHYDRYL DERIVATIVE; CHLOROPHENOL; PHENOL DERIVATIVE; WATER POLLUTANT;

CONCENTRATION (COMPOSITION); HYDROGEN; OXIDATION; PHENOL; TRANSFORMATION; WATER SUPPLY; WATER TREATMENT;

ARTICLE; CHEMICAL BOND; DEGRADATION KINETICS; GAS CHROMATOGRAPHY; HALOGENATION; OXIDATION; SUBSTITUTION REACTION; TUBE; WATER SUPPLY; ANALYSIS; CHEMISTRY; MASS FRAGMENTOGRAPHY; PILOT STUDY; PROCEDURES; WATER MANAGEMENT; WATER POLLUTANT;

BENZHYDRYL COMPOUNDS; BROMINE; CHLORINE; CHLOROPHENOLS; GAS CHROMATOGRAPHY-MASS SPECTROMETRY; HALOGENATION; PHENOLS; PILOT PROJECTS; SODIUM HYPOCHLORITE; TRIHALOMETHANES; WATER POLLUTANTS, CHEMICAL; WATER PURIFICATION; WATER SUPPLY;

EID: 84923594278     PISSN: 00456535     EISSN: 18791298     Source Type: Journal    
DOI: 10.1016/j.chemosphere.2014.11.047     Document Type: Article

References (36)

1. Azevedod D.D., Lacorte S., Viana P.V. Occurrence of nonylphenol and bisphenol A in surface water from Portugal. J. Brazil. Chem. Soc. 2001, 12:532-537.
2. Benotti M.J., Trenholm R.A., van Derford B.J., Holady J.C., Stanford B.D., Snyder S.A. Pharmaceuticals and endocrine distrupting compounds in U.S. drinking water. Environ. Sci. Technol. 2009, 43:597-603.
3. Bolz U., Hagenmaier H., Korner W. Phenolic xenoestrogens in surface water, sediments, and sewage sludge from Baden-Wiirttemberg, South-west Germany. Environ. Pollut. 2001, 115:291-301.
4. Chen H.W., Liang C.H., Wu Z.M., Chang E.E., Lin T.F., Chiang P.C., Wang G.S. Occurrence and assessment of treatment efficiency of nonylphenol, octyphenol and bisphenol-A in drinking water in Taiwan. Sci. Total Environ. 2013, 449:20-48.
5. 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, 42:13-51.
6. Deborde M., Rabouan S., Mazellier P., Duguet J.-P., Legube B. Oxidation of bisphenol A by ozone in aqueous solution. Water Res. 2008, 42:4299-4308.
7. Dupuis A., Migeot V., Cariot A., Albouy-Llaty M., Legube B., Rabouan S. Qualification of bisphenol A, 353-nonylphenol and their chlorinated derivatives in drinking water plants. Environ. Sci. Pollut. Res. 2012, 19:4193-4205.
8. Fan Z.L., Hu J.Y., An W., Yang M. Detection and occurrence of chlorinated byproducts of bisphenol A, nonylphenol, and estrogens in drinking water of China: comparison to the parent compounds. Environ. Sci. Technol. 2013, 47:10841-10850.
9. Gallard H., von Gunten U. Chlorination of phenols: kinetics and formation of chloroform. Environ. Sci. Technol. 2002, 36:884-890.
10. Gallard H., Pellizzari F., Croué J.P., Legube B. Rate constrants of reactions of bromine with phenols in aquous solution. Water Res. 2003, 27:2883-2892.
11. Gallard H., Leclercq A., Croué J.-P. Chlorination of bisphenol A: kinerics and by-products formation. Chemosphere 2004, 56:465-473.
12. Gallart-Ayala H., Moyano E., Galceran M.T. On-line solid phase extraction fast liquid chromatography-tandem mass spectrometry for the analysis of bisphenol A and its chlorinated derivatives in water samples. J. Chromatogr. 2010, A1217:3511-3518.
13. Ge F., Zhu L.Z., Chen H. Effects of pH on the chlorination process of phenols in drinking water. J. Hazard. Mater. 2006, 1-3:99-105.
14. Guo G., Lin F. The bromination kinetics of phenolic compounds in aqueous solution. J. Hazard. Mater. 2009, 170:645-651.
15. Hendriks A.J., Maasd J.L., Noordsij A. Monitoring response of XAD-concentrated water in the Rhine Delta: a major part of the toxic compounds remains unidentified. Water Res. 1994, 28:581-598.
16. Hu J.Y., Aizawa T., Ookubo S. Products of aqueous chlorination of bisphenol A and their estrogenic activity. Environ. Sci. Technol. 2002, 36:1980-1987.
17. Hu J.Y., Aizawa T. Quantitative structure-activity relationships for estrogen receptor binding affinity of phenolic chemicals. Water Res. 2003, 37:1213-1222.
18. Jensen J.S., Lam Y.F., Heriz G.R. Role of Amide Nitrogen in water chlorination: proton NMR evidence. Environ. Sci. Technol. 1999, 33:3568-3573.
19. Kleywegt S., Pileggi V., Yang P., Hao C., Zhao X., Rocks C., Thach S., Cheung P., Whitehead B. Pharmaceuticals, hormones and bisphenol A in untreated source and finished drinking water in Ontario, Canada - and treatment efficiency. Sci. Total Environ. 2011, 409:1481-1488.
20. Klečka G.M., Staples C.A., Clark K.E., van der Hoeven N., Thomas D.E., Hentges S.G. Exposure analysis of Bisphenol A in surface water systems in North America and Europe. Environ. Sci. Technol. 2009, 43:6145-6150.
21. Li C., Li X., Graham N. The aqueous chlorination of bisphenol A and steroidestrogens by ferrate. Water Res. 2008, 42:109-120.
22. Li C., Li X., Graham N. A study of the preparation and reactivity of potassium ferrate. Chemosphere 2005, 61:537-543.
23. Li X.L., Zou S.C., Luan T.G. Distribution of the three phenolic endocrine disrupting chemicals in the water of the Pearl River Estuary, Guang dong. J. Safety Environ. 2010, 10:96-101. (in Chinese).
24. Liu Y., Zhao S.L., Li Q.B. Electrochemical oxidation of phenol in chloride-ion system. Environ. Sci. Technol. 2006, 11:21-22.
25. Ma X.Y., Gao N.Y., Li Q.S. SPE-HPLC determination of trace endocrine disrupting chemicals in raw water. Water Wastewater Eng. 2006, 32:6-10. (in Chinese).
26. Nagel S.C., vom Saal F.S., Thayer K.A., Dhar M.G., Boechler M., Welshons W.V. Relative binding affinity serum modified access (RBA-SMA) assay predicts the relative in vivo bioactivity of the xenoestrogens bisphenol A and octylphenol. Environ. Health Persp. 1997, 105:70-76.
27. Peller J.R., Mezyk S.P., Cooper W.J. Bisphenol A reactions with hydroxyl radicals: diverse pathways determined between water and tertiary treated wastewater solutions. Res. Che. Intermed. 2009, 35:21-34.
28. Rule K.L., Ebbett V.R., Vikesland P.J. Formation of chloroform and chlorinated organics by free-chlorine-mediated oxidation of triclosan. Environ. Sci. Technol. 2005, 39:3176-3185.
29. Shao X.L., Ma J., Wen G. Investigation of endocrine disrupting chemicals in a drinking water work located in Songhua River Basin. Environ. Sci. 2008, 29:2723-2728. (in Chinese).
30. U.S. EPA. Bisphenol-a Action Plan. < > (accessed 24.10.12). http://www.epa.gov/oppt/existing%20chemicals/pubs/action%20plans/bpa_action_plan.pdf.
31. Vikesland P.J., Fiss E.M., Wigginton K.R., McNeil K., Arnold W.A. Halogenation of bisphenol-A, triclosan, and phenols in chlorinated water containing iodide. Environ. Sci. Technol. 2013, 47:6764-6772.
32. Wenk J., von Gunten U., Canonica S. Effect of dissolved organic matter on the transformation of contaminants induced by excited triplet states and the hydroxyl radical. Environ. Sci. Technol. 2011, 45:1334-1340.
33. Zhang H.F., Hu J.Y., Chang H. Determination of bisphenol A in surface and drinking water in Hangzhou by SPE-LC-MS method. Environ. Chem. 2004, 23:584-586. (in Chinese).
34. Zhai H., Zhang X. Formation and decomposition of new and unknown polar brominated disinfection byproducts during chlorination. Environ. Sci. Technol. 2011, 45:2194-2201.
35. Zhang S.L., Liu D. Oxidation of phenol by sodium hypochlorite in ammonia nitrogen system. Environ. Sci. Technol. 2010, 11:70-74.
36. Zhao Y.H., Guo D.S. Analysis to the content of di-n-butyl phthalate. Nonylphenol, and bisphenol A in the water of Yellow River. Environ. Monitor. China 2007, 23:19-21. (in Chinese).