Photodegradation kinetics of p-tert-octylphenol, 4-tert-octylphenoxy-acetic acid and ibuprofen under simulated solar conditions in surface water

Chemosphere

Volumn 85, Issue 5, 2011, Pages 790-796

  Xu, Yonglan ^a,b   Nguyen, Tung Viet ^b   Reinhard, Martin ^c   Gin, Karina Yew Hoong ^d  

^a SOOCHOW UNIVERSITY   (China)

^b NANYANG TECHNOLOGICAL UNIVERSITY   (Singapore)

^c Stanford University   (United States)

^d NATIONAL UNIVERSITY OF SINGAPORE   (Singapore)

Author keywords

4 Octylphenoxy acetic acid (OP1EC); Hydroxyl radical; Ibuprofen (IBU); Octylphenol (OP); Photolysis

Indexed keywords

KINETICS; NITRATES; ORGANIC CARBON; PHOTOLYSIS; RATE CONSTANTS;

4-OCTYLPHENOXY-ACETIC ACID (OP1EC); BIMOLECULAR RATE CONSTANTS; DISSOLVED ORGANIC CARBON; FIRST ORDER KINETICS; HYDROXYL RADICALS; IBUPROFEN (IBU); OCTYLPHENOLS; PHOTODEGRADATION KINETICS;

SURFACE WATERS;

4 OCTYLPHENOXY ACETIC ACID; 4 TERT OCTYLPHENOL; ACETIC ACID; DISSOLVED ORGANIC MATTER; HUMIC ACID; HYDROGEN PEROXIDE; HYDROXYL RADICAL; IBUPROFEN; NITRATE; NITRIC OXIDE; NITRITE; ORGANIC CARBON; SURFACE WATER; UNCLASSIFIED DRUG;

ACETIC ACID; HYDROXYL RADICAL; LABORATORY METHOD; PHENOL; PHOTODEGRADATION; PHOTOLYSIS; STEADY-STATE EQUILIBRIUM; SURFACE WATER; WATER POLLUTION;

ARTICLE; CONCENTRATION (PARAMETERS); HALF LIFE TIME; KINETICS; PHOTODEGRADATION; PHOTOLYSIS; PHOTOREACTIVITY; PREDICTION; SINGAPORE; SUNLIGHT;

SINGAPORE [SOUTHEAST ASIA];

EID: 80755139665     PISSN: 00456535     EISSN: 18791298     Source Type: Journal    
DOI: 10.1016/j.chemosphere.2011.06.069     Document Type: Article

References (44)

1. Ahel M., Scully F.E., Hoigne J., Giger W. Photochemical degradation of nonylphenol and nonylphenol polyethoxylates in natural-waters. Chemosphere 1994, 28:1361-1368.
2. Andreozzi R., Raffaele M., Nicklas P. Pharmaceuticals in STP effluents and their solar photodegradation in aquatic environment. Chemosphere 2003, 50:1319-1330.
3. Boreen A.L., Arnold W.A., McNeill K. Photodegradation of pharmaceuticals in the aquatic environment: a review. Aquat. Sci. 2003, 65:320-341.
4. Borghesi D., Vione D., Maurino V., Minero C. Transformations of benzene photoinduced by nitrate salts and iron oxide. J. Atmos. Chem. 2005, 52:259-281.
5. Brand N., Mailhot G., Sarakha M., Bolte M. Primary mechanism in the degradation of 4-octylphenol photoinduced by Fe(III) in water-acetonitrile solution. J. Photochem. Photobiol. A 2000, 135:221-228.
6. Brezonik P.L., Fulkerson-Brekken J. Nitrate-induced photolysis in natural waters: controls on concentrations of hydroxyl radical photo-intermediates by natural scavenging agents. Environ. Sci. Technol. 1998, 32:3004-3010.
7. Buser H.R., Poiger T., Muller M.D. Occurrence and fate of the pharmaceutical drug diclofenac in surface waters: rapid photodegradation in a lake. Environ. Sci. Technol. 1998, 32:3449-3456.
8. Buxton G.V., Mulazzani Q.G., Ross A.B. Critical review of rate constants for reactions of transients from metal ions and metal-complexes in aqueous solution. J. Phys. Chem. Ref. Data 1995, 24:1055-1349.
9. Canonica S., Jans U., Stemmler K., Hoigne J. Transformation kinetics of phenols in water - photosensitization by dissolved natural organic material and aromatic ketones. Environ. Sci. Technol. 1995, 29:1822-1831.
10. Carlsson C., Johansson A.K., Alvan G., Bergman K., Kuhler T. Are pharmaceuticals potent environmental pollutants? Part I: environmental risk assessments of selected active pharmaceutical ingredients. Sci. Total Environ. 2006, 364:67-87.
11. Chen L., Zhou H.Y., Deng Q.Y. Photolysis of nonylphenol ethoxylates: the determination of the degradation kinetics and the intermediate products. Chemosphere 2007, 68:354-359.
12. Chen Y., Hu C., Hu X.X., Qu J.H. Indirect photodegradation of amine drugs in aqueous solution under simulated sunlight. Environ. Sci. Technol. 2009, 43:2760-2765.
13. Dulin D., Mill T. Development and evaluation of sunlight actinometers. Environ. Sci. Technol. 1982, 16:815-820.
14. Dzengel J., Theurich J., Bahnemann D.W. Formation of nitroaromatic compounds in advanced oxidation processes: photolysis versus photocatalysis. Environ. Sci. Technol. 1999, 33:294-300.
15. Faust B.C., Hoigne J. Sensitized photo-oxidation of phenols by fulvic-acid and in natural-waters. Environ. Sci. Technol. 1987, 21:957-964.
16. Fujita Y., Reinhard M. Identification of metabolites from the biological transformation of the nonionic surfactant residue octylphenoxyacetic acid and its brominated analog. Environ. Sci. Technol. 1997, 31:1518-1524.
17. Gurr C.J., Reinhard M. Harnessing natural attenuation of pharmaceuticals and hormones in rivers. Environ. Sci. Technol. 2006, 40:2872-2876.
18. Haag W.R., Hoigne J. Photo-sensitized oxidation in natural-water via OH radicals. Chemosphere 1985, 14:1659-1671.
19. Harries J.E., Sheahan D.A., Jobling S., Matthiessen P., Neall M., Sumpter J.P., Taylor T., Zaman N. Estrogenic activity in five United Kingdom rivers detected by measurement of vitellogenesis in caged male trout. Environ. Toxicol. Chem. 1997, 16:534-542.
20. 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.
21. Lin A.Y.C., Plumlee M.H., Reinhard M. Natural attenuation of pharmaceuticals and alkylphenol polyethoxylate metabolites during river transport: photochemical and biological transformation. Environ. Toxicol. Chem. 2006, 25:1458-1464.
22. Lin A.Y.C., Reinhard M. Photodegradation of common environmental pharmaceuticals and estrogens in river water. Environ. Toxicol. Chem. 2005, 24:1303-1309.
23. Mack J., Bolton J.R. Photochemistry of nitrite and nitrate in aqueous solution: a review. J. Photochem. Photobiol. A. 1999, 128:1-13.
24. Maddigapu P.R., Minella M., Vione D., Maurino V., Minero C. Modeling phototransformation reactions in surface water bodies: 2,4-dichloro-6-nitrophenol as a case study. Environ. Sci. Technol. 2011, 45:209-214.
25. Mazellier P., Leverd J. Transformation of 4-tert-octylphenol by UV irradiation and by an H2O2/UV process in aqueous solution. Photochem. Photobiol. Sci. 2003, 2:946-953.
26. Mitchell R., Gu J. Environmental Microbiology 2010, Wiley-Blackwell, Hoboken, New Jersey, 322-323.
27. Minero C., Chiron S., Falletti G., Maurino V., Pelizzetti E., Ajassa R., Carlotti M.E., Vione D. Photochemincal processes involving nitrite in surface water samples. Aquat. Sci. 2007, 69:71-85.
28. Mol, H.G.J., Sunarto, S., Steijger, O.M., 1999. Determination of endocrine disruptors in water after derivatization with N-methyl-N-(tert.-butyldimethyltrifluoroacetamide) using gas chromatography with mass spectrometric detection. In: 7th symposium on the chemistry and fate of modern pesticides. Elsevier Science Bv, Lawrence, Kansas, pp. 97-112.
29. Molander L., Agerstrand M., Ruden C. WikiPharma - a freely available, easily accessible, interactive and comprehensive database for environmental effect data for pharmaceuticals. Regul. Toxicol. Pharm. 2009, 55:367-371.
30. Neamtu M., Frimmel F.H. Photodegradation of endocrine disrupting chemical nonylphenol by simulated solar UV-irradiation. Sci. Total. Environ. 2006, 369:295-306.
31. Neamtu M., Popa D.M., Frimmel F.H. Simulated solar UV-irradiation of endocrine disrupting chemical octylphenol. J. Hazard. Mater. 2009, 164:1561-1567.
32. Ning B., Graham N.J.D., Zhang Y.P. Degradation of octylphenol and nonylphenol by ozone - part II: indirect reaction. Chemosphere 2007, 68:1173-1179.
33. Packer J.L., Werner J.J., Latch D.E., McNeill K., Arnold W.A. Photochemical fate of pharmaceuticals in the environment: Naproxen, diclofenac, clofibric acid, and ibuprofen. Aquat. Sci. 2003, 65:342-351.
34. Pal A., Gin K.Y., Lin A.Y.-C., Reinhard M. Impacts of emerging organic contaminants on freshwater resources: review of recent occurrences, sources, fate and effects. Sci. Total. Environ. 2010, 408:6062-6069.
35. Rene P., Schwarzenbach P.M.G., Dieter M.I. Environmental Organic Chemistry 2003, John Wiley & Sons Inc., Wiley Interscience, New Jersey.
36. Tixier C., Singer H.P., Oellers S., Müller S.R. Occurrence and fate of carbamazepine, clofibric acid, diclofenac, ibuprofen, ketoprofen, and naproxen in surface waters. Environ. Sci. Technol. 2003, 37:1061-1068.
37. Torres R.A., Pétrier C., Combet E., Moulet F., Pulgarin C. Bisphenol A mineralization by integrated ultrasound-UV-iron (II) treatment. Environ. Sci. Technol. 2007, 41:297-302.
38. Vione D., Maurino V., Minero C., Vincenti M., Pelizzetti E. Formation of nitrophenols upon UV irradiation of phenol and nitrate in aqueous solutions and in TiO2 aqueous suspensions. Chemosphere 2001, 44:237-248.
39. Walse S.S., Morgan S.L., Kong L., Ferry J.L. Role of dissolved organic matter, nitrate, and bicarbonate in the photolysis of aqueous fipronil. Environ. Sci. Technol. 2004, 38:3908-3915.
40. Xu H., Cooper W.J., Jung J., Song W. Photosensitized degradation of amoxicillin in natural organic matter isolate solutions. Water Res. 2011, 45:632-638.
41. Xu Y., Luo F., Pal A., Gin K.Y., Reinhard M. Occurrence of emerging organic contaminants in a tropical urban catchment in Singapore. Chemosphere 2011, 83:963-969.
42. Yuan F., Hu C., Hu X.X., Qu J.H., Yang M. Degradation of selected pharmaceuticals in aqueous solution with UV and UV/H2O2. Water Res. 2009, 43:1766-1774.
43. Zafiriou O.C., Joussotdubien J., Zepp R.G., Zika R.G. Photochemistry of natural-waters. Environ. Sci. Technol. 1984, 18:358-371.
44. Zepp R.G., Hoigne J., Bader H. Nitrate-induced photooxidation of trace organic-chemicals in water. Environ. Sci. Technol. 1987, 21:443-450.