Ozonation of wastewater: Removal and transformation products of drugs of abuse

Science of the Total Environment

Volumn 487, Issue 1, 2014, Pages 763-770

  Rodayan, Angela ^a   Segura, Pedro Alejandro ^a   Yargeau, Viviane ^a  

^a MCGILL UNIVERSITY   (Canada)

Author keywords

Amphetamines; Cocaine; Drugs of abuse; High resolution mass spectrometry; Ozone; Wastewater

Indexed keywords

DRUG PRODUCTS; MASS SPECTROMETRY; OZONE; OZONIZATION; WASTEWATER;

AMPHETAMINES; COCAINE; DRUGS OF ABUSE; HIGH RESOLUTION MASS SPECTROMETRY; METHYLENEDIOXYMETHAMPHETAMINE; OXIDATION TRANSFORMATIONS; STRUCTURAL ELUCIDATION; TRANSFORMATION PRODUCTS;

OZONE WATER TREATMENT;

3,4 METHYLENEDIOXYMETHAMPHETAMINE; AMPHETAMINE; BENZOYLECGONINE; COCAINE; KETAMINE; METHAMPHETAMINE; OXYCODONE;

CONCENTRATION (COMPOSITION); DRUG; MASS SPECTROMETRY; OZONE; WASTEWATER;

ARTICLE; CONCENTRATION (PARAMETERS); DRUG STRUCTURE; MASS SPECTROMETRY; OZONATION; PHYSICAL CHEMISTRY; PRIORITY JOURNAL; WASTE COMPONENT REMOVAL; WASTE WATER MANAGEMENT; WASTE WATER TREATMENT PLANT;

AMPHETAMINES; COCAINE; DRUGS OF ABUSE; HIGH RESOLUTION MASS SPECTROMETRY; OZONE; WASTEWATER;

OZONE; STREET DRUGS; WASTE DISPOSAL, FLUID; WASTE WATER; WATER POLLUTANTS, CHEMICAL;

EID: 84900791497     PISSN: 00489697     EISSN: 18791026     Source Type: Journal    
DOI: 10.1016/j.scitotenv.2013.11.023     Document Type: Article

References (74)

1. Akmehmet Balcioǧlu I., Arslan Alaton I., Ötker M., Bahar R., Bakar N., Ikiz M. Application of advanced oxidation processes to different industrial wastewaters. J Environ Sci Health A 2003, 38:1587-1596.
2. Bader H., Hoigne J. Determination of ozone in water by the indigo method. Water Res 1981, 15:449-456.
3. Baker D.R., Kasprzyk-Hordern B. Multi-residue analysis of drugs of abuse in wastewater and surface water by solid-phase extraction and liquid chromatography-positive electrospray ionisation tandem mass spectrometry. J Chromatogr A 2011, 1218:1620-1631.
4. Bartelt-Hunt S.L., Snow D.D., Damon T., Shockley J., Hoagland K. The occurrence of illicit and therapeutic pharmaceuticals in wastewater effluent and surface waters in Nebraska. Environ Pollut 2009, 157:786-791.
5. Bijlsma L., Sancho J.V., Pitarch E., Ibáñez M., Hernández F. Simultaneous ultra-high-pressure liquid chromatography-tandem mass spectrometry determination of amphetamine and amphetamine-like stimulants, cocaine and its metabolites, and a cannabis metabolite in surface water and urban wastewater. J Chromatogr A 2009, 1216:3078-3089.
6. Bijlsma L., Emke E., Hernández F., de Voogt P. Investigation of drugs of abuse and relevant metabolites in Dutch sewage water by liquid chromatography coupled to high resolution mass spectrometry. Chemosphere 2012, 89:1399-1406.
7. Bijlsma L., Emke E., Hernández F., de Voogt P. Performance of the linear ion trap Orbitrap mass analyzer for qualitative and quantitative analysis of drugs of abuse and relevant metabolites in sewage water. Anal Chim Acta 2013, 768:102-110.
8. Boleda M.R., Galceran M.T., Ventura F. Trace determination of cannabinoids and opiates in wastewater and surface waters by ultra-performance liquid chromatography-tandem mass spectrometry. J Chromatogr A 2007, 1175:38-48.
9. Boleda M.R., Galceran M.T., Ventura F. Monitoring of opiates, cannabinoids and their metabolites in wastewater, surface water and finished water in Catalonia, Spain. Water Res 2009, 43:1126-1136.
10. Boleda M.R., Huerta-Fontela M., Ventura F., Galceran M.T. Evaluation of the presence of drugs of abuse in tap waters. Chemosphere 2011, 84:1601-1607.
11. Bolong N., Ismail A.F., Salim M.R., Matsuura T. A review of the effects of emerging contaminants in wastewater and options for their removal. Desalination 2009, 239:229-246.
12. Bones J., Thomas K.V., Paull B. Using environmental analytical data to estimate levels of community consumption of illicit drugs and abused pharmaceuticals. J Environ Monitor 2007, 9.
13. Boxall A.B.A., Rudd M.A., Brooks B.W., Caldwell D.J., Choi K., Hickmann S., et al. Pharmaceuticals and personal care products in the environment: what are the big questions?. Environ Health Perspect 2012, 120:1221.
14. Camacho-Muñoz M.D., Santos J.L., Aparicio I., Alonso E. Presence of pharmaceutically active compounds in Doñana Park (Spain) main watersheds. J Hazard Mater 2010, 177:1159-1162.
15. Castiglioni S., Bagnati R., Fanelli R., Pomati F., Calamari D., Zuccato E. Removal of pharmaceuticals in sewage treatment plants in Italy. Environ Sci Technol 2006, 40:357-363.
16. Castiglioni S., Zuccato E., Crisci E., Chiabrando C., Fanelli R., Bagnati R. Identification and measurement of illicit drugs and their metabolites in urban wastewater by liquid chromatography-tandem mass spectrometry. Anal Chem 2006, 78:8421-8429.
17. Celiz M.D., Tso J., Aga D.S. Pharmaceutical metabolites in the environment: analytical challenges and ecological risks. Environ Toxicol Chem 2009, 28:2473-2484.
18. Chiaia A.C., Banta-Green C., Field J. Eliminating solid phase extraction with large-volume injection LC/MS/MS: analysis of illicit and legal drugs and human urine indicators in US wastewaters. Environ Sci Technol 2008, 42:8841-8848.
19. Comninellis C., Kapalka A., Malato Sixto, Parsons S.A., Poulios I., Mantzavinos D. Advanced oxidation processes for water treatment: advances and trends for R&D. J Chem Technol Biotechnol 2008, 83:769-776.
20. Dantas R.F., Canterino M., Marotta R., Sans C., Esplugas S., Andreozzi R. Bezafibrate removal by means of ozonation: primary intermediates, kinetics, and toxicity assessment. Water Res 2007, 41:2525-2532.
21. de Jongh C.M., Kooij P.J.F., de Voogt P., ter Laak T.L. Screening and human health risk assessment of pharmaceuticals and their transformation products in Dutch surface waters and drinking water. Sci Total Environ 2012, 427-428:70-77.
22. Decoret C., Royer J., Legube B., Dore M. Experimental and theoretical studies of the mechanism of the initial attack of ozone on some aromatics in aqueous medium. Environ Technol Lett 1984, 5:207-218.
23. Gheorghe A., van Nuijs A., Pecceu B., Bervoets L., Jorens P.G., Blust R., et al. Analysis of cocaine and its principal metabolites in waste and surface water using solid-phase extraction and liquid chromatography-ion trap tandem mass spectrometry. Anal Bioanal Chem 2008, 391:1309-1319.
24. Gogate P.R., Pandit A.B. A review of imperative technologies for wastewater treatment II: hybrid methods. Adv Environ Res 2004, 8:553-597.
25. Gomez-Ramos M., Mezcua M., Aguera A., Fernandez-Alba A.R., Gonzalo S., Rodriguez A., et al. Chemical and toxicological evolution of the antibiotic sulfamethoxazole under ozone treatment in water solution. J Hazard Mater 2011, 192:18-25.
26. Gonzalez-Marino I., Benito Quintana J., Rodriguez I., Cela R. Determination of drugs of abuse in water by solid-phase extraction, derivitisation and gas chromatography-ion trap-tandem mass spectrometry. J Chromatogr A 2010, 1217:1748-1760.
27. González-Mariño I., Quintana J.B., Rodríguez I., González-Díez M., Cela R. Screening and selective quantification of illicit drugs in wastewater by mixed-mode solid-phase extraction and quadrupole-time-of-flight liquid chromatography-mass spectrometry. Anal Chem 2011, 84:1708-1717.
28. Halling-Sørensen B., Nors Nielsen S., Lanzky P.F., Ingerslev F., Holten Lützhøft H.C., Jørgensen S.E. Occurrence, fate and effects of pharmaceutical substances in the environment - a review. Chemosphere 1998, 36:357-393.
29. Hollender J., Zimmermann S.G., Koepke S., Krauss M., Mcardell C.S., Ort C., et al. Elimination of organic micropollutants in a municipal wastewater treatment plant upgraded with a full scale post-ozonation followed by sand filtration. Environ Sci Technol 2009, 43:7862-7869.
30. Huber M.M., Canonica S., Park G.-Y., Von Gunten U. Oxidation of pharmaceuticals during ozonation and advanced oxidation processes. Environ Sci Technol 2003, 37:1016-1024.
31. Huber M.M., Gobel A., Joss A., Herrmann N., Loffler D., Mcardell C., et al. Oxidation of pharmaceuticals during ozonation of municipal wastewater effluents: a pilot study. Environ Sci Technol 2005, 39:4290-4299.
32. Huerta-Fontela M., Galceran M.T., Ventura F. Ultraperformance liquid-chromatography-tandem mass spectrometry analysis of stimulatory drugs of abuse in wastewater and surface waters. Anal Chem 2007, 79:3821-3829.
33. Huerta-Fontela M., Galceran M.T., Ventura F. Stimulatory drugs of abuse in surface waters and their removal in a conventional drinking water treatment plant. Environ Sci Technol 2008, 42:6809-6816.
34. Huerta-Fontela M., Pineda O., Ventura F., Galceran M.T. New chlorinated amphetamine-type-stimulants disinfection-by-products formed during drinking water treatment. Water Res 2012, 46:3304-3314.
35. Hummel D., Loeffler D., Fink G., Ternes T.A. Simultaneous determination of psychoactive drugs and their metabolites in aqueous matrices by liquid chromatography mass spectrometry. Environ Sci Technol 2006, 40.
36. Irvine R.J., Kostakis C., Felgate P.D., Jaehne E.J., Chen C., White J.M. Population drug use in Australia: a wastewater analysis. Forensic Sci Int 2011, 210:69-73.
37. Jones-Lepp T.L., Alvarez D.A., Petty J.D., Huckins J.N. Polar organic chemical integrative sampling and liquid chromatography-electrospray/ion-trap mass spectrometry for assessing selected prescription and illicit drugs in treated sewage effluents. Arch Environ Contam Toxicol 2004, 47:427-439.
38. Joss A., Siegrist H., Ternes T.A. Are we about to upgrade wastewater treatment for removing organic micropollutants. Water Sci Technol 2008, 57:251-255.
39. Kantiani L., Farre M., Postigo C., de Alda MJ Lopez, Barcelo D. Aquatic ecotoxicity assessment of illicit drugs by Daphnia magna, Selenastrum capricornutum and Vibrio fisheri. SETAC 2010 2010, Seville, Spain.
40. Kasprzyk-Hordern B., Dinsdale R.M., Guwy A.J. Illicit drugs and pharmaceuticals in the environment - forensic applications of environmental data. Part 1: estimation of the usage of drugs in local communities. Environ Pollut 2009, 157:1773-1777.
41. Kasprzyk-Hordern B., Vishnu V.R.K., Baker D.R. Enantioselective occurrence of chiral drugs of abuse in the environment. SETAC 2010 2010, Seville, Spain.
42. Klavarioti M., Mantzavinos D., Kassinos D. Removal of residual pharmaceuticals from aqueous systems by advanced oxidation processes. Environ Int 2009, 35:402-417.
43. Kolpin D.W., Furlong E., Meyer M.T., Thurman E., Zaugg S., Barber L., et al. Pharmaceuticals, hormones, and other organic wastewater contaminants in US streams 1999-2000: a national reconnaissance. Environ Sci Technol 2002, 36:1202-1211.
44. Larcher S., Yargeau V. The effect of ozone on the biodegradation of 17α-ethinylestradiol and sulfamethoxazole by mixed bacterial cultures. Appl Microbiol Biotechnol 2013, 97:2201-2210.
45. Martínez Bueno M.J., Uclés S., Hernando M.D., Fernández-Alba A.R. Development of a solvent-free method for the simultaneous identification/quantification of drugs of abuse and their metabolites in environmental water by LC-MS/MS. Talanta 2011, 85:157-166.
46. McDowell D., Huber M.M., Wagner M., Von Guntern U., Ternes T.A. Ozonation of carbamazepine in drinking water: identification and kinetic study of major oxidation products. Environ Sci Technol 2005, 39:8014-8022.
47. Metcalfe C.D., Koenig B.G. Occurrence of neutral and acidic drugs in the effluents of Canadian sewage treatment plants. Environ Toxicol Chem 2003, 22:2872-2880.
48. Metcalfe C., Tindale K., Li H., Rodayan A., Yargeau V. Illicit drugs in Canadian municipal wastewater and estimates of community drug use. Environ Pollut 2010, 158:3179-3185.
49. Nakada N., Shinohara H., Murata A., Kiri K., Managaki S., Sato N., et al. Removal of selected pharmaceuticals and personal care products (PPCPs) and endocrine-disrupting chemicals (EDCs) during sand filtration and ozonation at a municipal sewage treatment plant. Water Res 2007, 41:4373-4382.
50. Nasuhoglu D., Rodayan A., Berk D., Yargeau V. Removal of the antibiotic levofloxacin (LEVO) in water by ozonation and TiO2 photocatalysis. Chem Eng J 2012, 189-190:41-48.
51. Nuijs A.N., Tarcomnicu I., Bervoets L., Blust R., Jorens P., Neels H., et al. Analysis of drugs of abuse in wastewater by hydrophilic interaction liquid chromatography-tandem mass spectrometry. Anal Bioanal Chem 2009, 395:819-828.
52. Oneby M.A., Bromley C.O., Borchardt J.H., Harrison D.S. Ozone treatment of secondary effluent at U.S. municipal wastewater treatment plants. Ozone Sci Eng 2010, 32:43-55.
53. Pal R., Megharaj M., Kirkbride K.P., Naidu R. Illicit drugs and the environment - a review. Sci Total Environ 2013, 463-464:1079-1092.
54. Pedrouzo M., Borrull F., Pocurull E., Marce R. Drugs of abuse and their metabolites in waste and surface waters by liquid chromatography tandem mass spectrometry. J Sep Sci 2011, 34:1091-1101.
55. Pedrouzo M., Borrull F., Pocurull E., Marcé R.M. Drugs of abuse and their metabolites in waste and surface waters by liquid chromatography-tandem mass spectrometry. J Sep Sci 2011, 34:1091-1101.
56. Postigo C., de Alda MJ Lopez, Barcelo D. Drugs of abuse and their metabolites in the Ebro River Basin: occurrence in sewage and surface water, sewage treatment plants removal efficiency, and collective drug usage estimation. Environ Pollut 2010, 36:75-84.
57. Postigo C., Lopez de Alda M.J., Barcelo D. Occurrence of illicit drugs in wastewater in Spain. Illicit drugs in the environment: occurrence, analysis, and fate using mass spectrometry 2011, 117-136. John Wiley & Sons Inc., Hobokenm, New Jersey. S. Castiglioni, E. Zuccato, R. Fanelli (Eds.).
58. Ried A., Mielcke J., Wieland A. The potential use of ozone in municipal wastewater. Ozone Sci Eng 2009, 31:415-421.
59. Rodayan A., Roy R., Yargeau V. Oxidation products of sulfamethoxazole in ozonated secondary effluent. J Hazard Mater 2010, 177:237-243.
60. Rosal R., Rodríguez A., Perdigón-Melón J.A., Petre A., García-Calvo E., Gómez M.J., et al. Occurrence of emerging pollutants in urban wastewater and their removal through biological treatment followed by ozonation. Water Res 2010, 44:578-588.
61. Segura P., Kaplan P., Yargeau V. Identification and structural elucidation of ozonation transformation products of estrone. Chem Cent J 2013, 7:74.
62. Ternes T.A. Occurrence of drugs in German sewage treatment plants and rivers. Water Res 1998, 32.
63. Ternes T.A., Stuber J., Hermann N., McDowell D., Ried A., Kampmann M., et al. Ozonation: a tool for removal of pharmaceuticals, contrast media and musk fragrances from wastewater?. Water Res 2003, 37:1976-1982.
64. Terzic S., Senta I., Ahel M. Illicit drugs in wastewater of the city of Zagreb (Croatia) - estimation of drug abuse in a transition country. Environ Pollut 2010, 158:2686-2693.
65. UNODC World Drug Report 2008 2008, United Nations Office on Drugs and Crime, Vienna, Austria.
66. Valcárcel Y., Martínez F., González-Alonso S., Segura Y., Catalá M., Molina R., et al. Drugs of abuse in surface and tap waters of the Tagus River basin: heterogeneous photo-Fenton process is effective in their degradation. Environ Int 2012, 41:35-43.
67. van Nuijs A.L.N., Mougel J.-F., Tarcomnicu I., Bervoets L., Blust R., Jorens P.G., et al. A one year investigation of the occurrence of illicit drugs in wastewater from Brussels, Belgium. J Environ Monit 2011, 13:1008-1016.
68. von Gunten U. Ozonation of drinking water: part I. Oxidation kinetics and product formation. Water Res 2003, 37:1443-1467.
69. Wert E.C., Rosario-Ortiz F.L., Snyder S.A. Effect of ozone exposure on the oxidation of trace organic contaminants in wastewater. Water Res 2009, 43:1005-1014.
70. Yargeau V, Taylor B, Li H, Rodayan A, Metcalfe C. Analysis of drugs of abuse in wastewater from two Canadian cities. Sci Total Environ 2013: Unpublished results.
71. Zuccato E., Castiglioni S. Illicit drugs in the environment. Philos Trans R Soc A 2009, 367:3965-3978.
72. Zuccato E., Chiabrando C., Castiglioni S., Calamari D., Bagnati R., Schiarea S., et al. Cocaine in surface waters: a new evidence-based tool to monitor community drug abuse. Environ Health 2005, 4.
73. Zuccato E., Castiglioni S., Bagnati R., Chiabrando C., Brassi P., Fanelli R. Illicit drugs, a novel group of environmental contaminants. Water Res 2008, 42:961-968.
74. Zwiener C., Frimmel F.H. Oxidative treatment of pharmaceuticals in water. Water Res 2000, 34:1881-1885.