Photosensitized degradation of 2,4',5-trichlorobiphenyl (PCB 31) by dissolved organic matter

Journal of Hazardous Materials

Volumn 201-202, Issue , 2012, Pages 1-6

  Chen, Lei ^a,b   Tang, Xianjin ^a   Shen, Chaofeng ^a,c   Chen, Chen ^a   Chen, Yingxu ^a,b,c  

^a ZHEJIANG UNIVERSITY   (China)

^b Key Laboratory for Water Pollution Control and Environmental Safety   (China)

^c ZHEJIANG UNIVERSITY   (China)

Author keywords

Dissolved organic matter (DOM); Intra DOM; Phototransformation; Polychlorinated biphenyls (PCBs); Reactive substances

Indexed keywords

4-CHLOROBENZOIC ACIDS; AQUATIC SYSTEM; DEGRADATION PATHWAYS; DEGRADATION PRODUCTS; DICHLOROBIPHENYLS; DISSOLVED ORGANIC MATTERS; HUMIC ACID; HYDROPHOBIC ORGANIC CONTAMINANT; HYDROXYL RADICALS; INTRA-DOM; ORGANIC CONTAMINANT; PHOTODEGRADATION RATE; PHOTOSENSITIZED DEGRADATION; PHOTOTRANSFORMATIONS; PSEUDO-FIRST-ORDER RATE CONSTANT; REACTIVE SUBSTANCES; SINGLET OXYGEN; SOLAR IRRADIATION; TRIPLET STATE;

BIOGEOCHEMISTRY; BIOLOGICAL MATERIALS; DEGRADATION; DISSOLUTION; DISSOLVED OXYGEN; ORGANIC ACIDS; ORGANIC POLLUTANTS; PHOTOLYSIS; POLYCHLORINATED BIPHENYLS; RATE CONSTANTS; SODIUM;

PHOTODEGRADATION;

2,4',5 TRICHLOROBIPHENYL; 4 CHLOROBENZOIC ACID; BIPHENYL DERIVATIVE; CHLOROBENZOIC ACID DERIVATIVE; DISSOLVED ORGANIC MATTER; HUMIC ACID; HUMIC ACID SODIUM; HYDROXYL RADICAL; UNCLASSIFIED DRUG;

DISSOLVED ORGANIC MATTER; HYDROXYL RADICAL; IRRADIANCE; ORGANIC POLLUTANT; PCB; PHOTODEGRADATION; PHOTOLYSIS; SOLAR RADIATION;

ARTICLE; CONCENTRATION (PARAMETERS); CONTROLLED STUDY; IRRADIATION; MASS FRAGMENTOGRAPHY; PHOTODEGRADATION; PHOTOLYSIS; PROCESS OPTIMIZATION; RIVER;

BIODEGRADATION, ENVIRONMENTAL; CHINA; HUMIC SUBSTANCES; OXIDATION-REDUCTION; PHOTOCHEMICAL PROCESSES; POLYCHLORINATED BIPHENYLS; REACTIVE OXYGEN SPECIES; RIVERS; SOLUBILITY; SUNLIGHT; WATER POLLUTANTS, CHEMICAL;

EID: 84855357415     PISSN: 03043894     EISSN: 18733336     Source Type: Journal    
DOI: 10.1016/j.jhazmat.2011.10.061     Document Type: Article

References (48)

1. Bedard D.L. Polychlorinated biphenyls in aquatic sediments: environmental fate and outlook for biological treatment. Dehalogenation: Microbial Processes and Environmental Applications 2003, 443-465. Kluwer Academic Publishers, Boston, MA. M.M. Haggblom, I.D. Bossert (Eds.).
2. Guvenius M.D., Hassanzadeh P., Bergman å., Norén K. Metabolites of polychlorinated biphenyls in human liver and adipose tissue. Environ. Toxicol. Chem. 2002, 21:2264-2269.
3. Hornbuckle K.C., Carlson D.L., Swackhamer D.L., Baker J.E., Eisenreich S.J. Polychlorinated biphenyls in the Great Lake. Persistent Organic Pollutants in the Great Lakes, Handbook of Environmental Chemistry 2006, 13-70. Springer-Verlag, Berlin. R.A. Hites (Ed.).
4. Wong M.H., Wu S.C., Deng W.J., Yu X.Z., Luo Q., Leung A.O.W., Wong C.S.C., Luksemburg W.J., Wong A.S. Export of toxic chemicals - a review of the case of uncontrolled electronic-waste recycling. Environ. Pollut. 2007, 149:131-140.
5. Zhao G., Xu Y., Li W., Han G., Ling B. PCBs and OCPs in human milk and selected foods from Luqiao and Pingqiao in Zhejiang, China. Sci. Total Environ. 2007, 378:281-292.
6. Chen L., Yu C., Shen C., Zhang C., Liu L., Shen K., Tang X., Chen Y. Study on adverse impact of e-waste disassembly on surface sediment in East China by chemical analysis and bioassays. J. Soil Sediment. 2010, 10:359-367.
7. Miao X.S., Chu S.G., Xu X.B. Degradation pathways of PCBs upon UV irradiation in hexane. Chemosphere 1999, 39:1639-1650.
8. Li X., Fang L., Huang J., Yu G. Photolysis of mono- through deca-chlorinated biphenyls by ultraviolet irradiation in n-hexane and quantitative structure-property relationship analysis. J. Environ. Sci. 2008, 20:753-759.
9. Hawari J., Demeter A., Samson R. Sensitized photolysis of polychlorobiphenyls in alkaline 2-propanol: dechlorination of Aroclor 1254 in soil samples by solar radiation. Environ. Sci. Technol. 1992, 26:2022-2027.
10. Epling G.A., Wang Q., Qiu Q. Efficient utilization of visible light in the photoreduction of chloroaromatic compounds. Chemosphere 1991, 22:959-962.
11. Lin Y., Gupta G., Baker J. Photodegradation of Aroclor 1254 using simulated sunlight and various sensitizers. Bull. Environ. Contam. Toxicol. 1996, 56:566-570.
12. Izadifard M., Langford C.H., Achari G. Photocatalytic dechlorination of PCB 138 using leuco-methylene blue and visible light: reaction conditions and mechanisms. J. Hazard. Mater. 2010, 181:393-398.
13. Wetzel R.G. Limnology: Lake and River Ecosystems 2001, Academic Press, San Diego. 3rd edition.
14. Steinberg C.E.W., Kamara S., Prokhotskaya V.Y., Manusadzianas L., Karasyova T.A., Timofeyev M.A., Jie Z., Paul A., Meinelt T., Farjalla V.F., Matsuo A.Y.O., Burnison B.K., Menzel R. Dissolved humic substances - ecological driving forces from the individual to the ecosystem level. Freshwater Biol. 2006, 51:1189-1210.
15. Chin Y.P., Miller P.L., Zeng L., Cawley K., Weavers L.K. Photosensitized degradation of bisphenol A by dissolved organic matter. Environ. Sci. Technol. 2004, 38:5888-5894.
16. Chen Y., Hu C., Hu X., Qu J. Indirect photodegradation of amine drugs in aqueous solution under simulated sunlight. Environ. Sci. Technol. 2009, 43:2760-2765.
17. Draper W.M., Crosby D.G. The photochemical generation of hydrogen peroxide in natural waters. Arch. Environ. Contam. Toxicol. 1983, 12:121-126.
18. Haag W.R., Hoigné J. Singlet oxygen in surface waters. 3. Photochemical formation and steady-state concentrations in various types of waters. Environ. Sci. Technol. 1986, 20:341-348.
19. Zepp R.G., Braun A.M., Hoigné J., Leenheer J.A. Photoproduction of hydrated electrons from natural organic solutes in aquatic environments. Environ. Sci. Technol. 1987, 21:485-490.
20. Vaughan P.P., Blough N.V. Photochemical formation of hydroxyl radical by constituents of natural waters. Environ. Sci. Technol. 1998, 32:2947-2953.
21. Goldstone J.V., Voelker B.M. Chemistry of superoxide radical in seawater: CDOM associated sink of superoxide in coastal waters. Environ. Sci. Technol. 2000, 34:1043-1048.
22. Richard C., Canonica S. Aquatic phototransformation of organic contaminants induced by coloured dissolved natural organic matter. Handb. Environ. Chem. 2005, 2m:299-323.
23. Hoigné J. Formulation and calibration of environmental reaction kinetics: oxidations by aqueous photooxidants as an example. Aquatic Chemical Kinetics 1990, 43-70. Wiley, New York. W. Stumm (Ed.).
24. al Housari F., Vione D., Chiron S., Barbati S. Reactive photoinduced species in estuarine waters. Characterization of hydroxyl radical, singlet oxygen and dissolved organic matter triplet state in natural oxidation processes. Photochem. Photobiol. Sci. 2010, 9:78-86.
25. Latch D.E., McNeill K. Microheterogeneity of singlet oxygen distributions in irradiated humic acid solutions. Science 2006, 311:1743-1747.
26. Grandbois M., Latch D.E., McNeill K. Microheterogeneous concentrations of singlet oxygen in natural organic matter isolate solutions. Environ. Sci. Technol. 2008, 42:9184-9190.
27. Durjava M.K., ter Lank T.L., Hermens J.M., Struijs J. Distribution of PAHs and PCBs to dissolved organic matter: high distribution coefficients with consequences for environmental fate modeling. Chemosphere 2007, 67:990-997.
28. Hassett J.P. Dissolved natural organic matter as a microreactor. Science 2006, 311:1723-1724.
29. Halladja S., Ter Halle A., Aguer J.P., Boulkamh A., Richard C. Inhibition of humic substances mediated photooxygenation of furfuryl alcohol by 2,4,6-trimethylphenol: evidence for reactivity of the phenol with humic triplet excited states. Environ. Sci. Technol. 2007, 41:6066-6073.
30. Leech D.M., Snyder M.T., Wetzel R.G. Natural organic matter and sunlight accelerate the degradation of 17β-estradiol in water. Sci. Total Environ. 2009, 407:2087-2092.
31. 2 in water and estrogenic activity of their intermediates. Environ. Sci. Technol. 2005, 15:8762-8769.
32. Lindsey M.E., Tarr M.A. Inhibition of hydroxyl radical reaction with aromatics by dissolved natural organic matter. Environ. Sci. Technol. 2000, 34:444-449.
33. Cory R.M., Cotner J.B., McNeill K. Quantifying interactions between singlet oxygen and aquatic fulvic acids. Environ. Sci. Technol. 2009, 43:718-723.
34. Ge L., Chen J., Wei X., Zhang S., Qiao X., Cai X., Xie Q. Aquatic photochemistry of fluoroquinolone antibiotics: kinetics, pathways, and multivariate effects of main water constituents. Environ. Sci. Technol. 2010, 44:2400-2405.
35. Chin Y.P., Aiken G.R., Loughlin E.O. Molecular weight, polydispersity, and spectroscopic properties of aquatic humic substances. Environ. Sci. Technol. 1994, 28:1853-1858.
36. Chin Y.P., Aiken G.R., Danielsen K. Binding of pyrene to aquatic and commercial humic substances: the role of molecular weight and aromaticity. Environ. Sci. Technol. 1997, 31:1630-1635.
37. McKnight D.M., Boyer E., Westerhoff P.K. Spectrofluorometric characterization of dissolved organic matter for indication of precursor organic material and aromaticity. Limnol. Ocean. 2001, 46:38-48.
38. E.M. White, Determination of photochemical production of hydroxyl radical by dissolved organic matter and associated iron complexes in natural waters, M.Sc. Thesis, The Ohio State University, 2000, pp. 1-118.
39. Guerard J.J., Chin Y.P., Mash H., Hadad C.M. Photochemical fate of sulfadimethoxine in aquaculture waters. Environ. Sci. Technol. 2009, 43:8587-8592.
40. Chu W., Chan K.H., Kwan C.Y., Jafvert C.T. Acceleration and quenching of the photolysis of PCB in the presence of surfactant and humic materials. Environ. Sci. Technol. 2005, 39:9211-9216.
41. 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.
42. Aguer J.P., Richard C., Andreux F. Effect of light on humic substances: production of reactive species. Analusis 1999, 27:387-390.
43. Haag W.R., Hoigné J., Gassman E., Braun A.M. Singlet oxygen in surface waters. Part 1: furfuryl alcohol as a trapping agent. Chemosphere 1984, 13:631-640.
44. Tratnyek P.G., Hoigné J. Photo-oxidation of 2,4,6-trimethylphenol in aqueous laboratory solutions and natural waters: kinetics of reaction with singlet oxygen. J. Photochem. Photobiol. A 1994, 84:153-160.
45. Larson R.A., Weber E.J. Reaction Mechanisms in Environmental Organic Chemistry 1994, CRC Press, Boca Raton, FL.
46. Marulanda V., Bolaños G. Supercritical water oxidation of a heavily PCB-contaminated mineral transformer oil: laboratory-scale data and economic assessment. J. Supercrit. Fluids 2010, 54:258-265.
47. McLean M.R., Bauer U., Amaro A.R., Robertson L.W. Identification of catechol and hydroquinone metabolites of 4-monochlorobiphenyl. Chem. Res. Toxicol. 1996, 9:158-164.
48. Amaro A.R., Oakley G.G., Bauer U., Spielmann H.P., Robertson L.W. Metabolic activation of PCBs to quinones: reactivity toward nitrogen and sulfur nucleophiles and influence of superoxide dismutase. Chem. Res. Toxicol. 1996, 9:623-629.