General transformation law of chlorinated acetanilide herbicides by reactive oxidative species (ROSs) during photocatalytic process

Journal of Water Process Engineering

Volumn 8, Issue , 2015, Pages e66-e74

  Yang, Hai ^a   Yang, Liping ^b   Hu, Zhibin ^c   Liu, Huajie ^a   Pang, Huailin ^c   Yi, Bing ^a  

^a HUNAN INSTITUTE OF ENGINEERING   (China)

^b SOUTH CHINA INSTITUTE OF ENVIRONMENTAL SCIENCES   (China)

^c National Engineering Research Center for Agrochemicals   (China)

Author keywords

Chlorinated acetanilide herbicides; Mechanism; Photocatalytic degradation; Reactive oxidative species (ROSs); Transformation law

Indexed keywords

EID: 84949625953     PISSN: 22147144     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jwpe.2014.11.009     Document Type: Article

References (54)

1. Ikehata K., El-Din M.G. Aqueous pesticide degradation by ozonation and ozone-based advanced oxidation processes. A review (Part II). Ozone Sci. Eng. 2005, 27:173-202.
2. Caquet T., Roucaute M., Mazzella N., Delmas F., Madigou C., Farcy E., Burgeot T., Allenou J.P., Gabellec R. Risk assessment of herbicides and booster biocides along estuarine continuums in the Bay of Vilaine area (Brittany, France). Environ. Sci. Pollut. Res. 2013, 20:651-666.
3. Tasmin R., Shimasaki Y., Tsuyama M., Qiu X.C., Khalil F., Okino N., Yamada N., Fukuda S., Kang I.J., Oshima Y. Elevated water temperature reduces the acute toxicity of the widely used herbicide diuron to a green alga, Pseudokirchneriella subcapitata. Environ. Sci. Pollut. Res. 2014, 21:1064-1070.
4. Odukkathil G., Vasudevan N. Toxicity and bioremediation of pesticides in agricultural soil. Rev. Environ. Sci. Biol. 2013, 12:421-444.
5. Zhang K., Wei Y.L., Zeng E.Y. A review of environmental and human exposure to persistent organic pollutants in the Pearl River Delta, South China. Sci. Total Environ. 2013, 463:1093-1110.
6. Zhao Z.H., Zhang L., Wu J.L., Fan C.X. Residual levels, tissue distribution and risk assessment of organochlorine pesticides (OCPs) in edible fishes from Taihu Lake, China. Environ. Monit. Assess. 2013, 185:9265-9277.
7. Wasi S., Tabrez S., Ahmad M. Toxicological effects of major environmental pollutants: an overview. Environ. Monit. Assess. 2013, 185:2585-2593.
8. Diepens N.J., Pfennig S., Van den Brink P.J., Gunnarsson J.S., Ruepert C., Castillo L.E. Effect of pesticides used in banana and pineapple plantations on aquatic ecosystems in Costa Rica. J. Environ. Biol. 2014, 35:73-84.
9. Wijekoon K.C., Hai F.I., Kang J.G., Price W.E., Guo W.S., Ngo H.H., Nghiem L.D. The fate of pharmaceuticals, steroid hormones, phytoestrogens, UV-filters and pesticides during MBR treatment. Bioresour. Technol. 2013, 144:247-254.
10. How V., Hashim Z., Ismail P., Said S.M., Omar D., Tamrin S.B.M. Exploring cancer development in adulthood: cholinesterase depression and genotoxic effect from chronic exposure to organophosphate pesticides among rural farm children. J. Agromed. 2014, 19:35-43.
11. Ikehata K., El-Din M.G. Aqueous pesticide degradation by hydrogen peroxide/ultraviolet irradiation and Fenton-type advanced oxidation processes: a review. J. Environ. Eng. Sci. 2006, 5:81-135.
12. Carlson D.L., Than K.D., Roberts A.L. Acid- and base-catalyzed hydrolysis of chloroacetamide herbicides. J. Agric. Food Chem. 2006, 54:4740-4750.
13. Saha S., Dutta D., Karmakar R., Ray D.P. Structure-toxicity relationship of chloroacetanilide herbicides: relative impact on soil microorganisms. Environ. Toxicol. Pharmacol. 2012, 34:307-314.
14. Slaba M., Szewczyk R., Piatek M.A., Dlugonski J. Alachlor oxidation by the filamentous fungus Paecilomyces marquandii. J. Hazard. Mater. 2013, 261:443-450.
15. Oliveira R.S., Koskinen W.C., Graff C.D., Anderson J.L., Mulla D.J., Nater E.A., Alonso D.G. Acetochlor persistence in surface and subsurface soil samples. Water Air Soil Pollut. 2013, 224:11-25.
16. Fang H., Yu Y.L., Wang X.G., Chu X.Q., Yang X.E. Persistence of the herbicide butachlor in soil after repeated applications and its effects on soil microbial functional diversity. J. Environ. Sci. Health B 2009, 44:123-129.
17. Haarstad K., Braskerud B.C. Pesticide retention in the watershed and in a small constructed wetland treating diffuse pollution. Water Sci. Technol. 2005, 51:143-150.
18. Syversen N., Haarstad K. Retention of pesticides and nutrients in a vegetated buffer root zone compared to soil with low biological activity. Int. J. Environ. Anal. Chem. 2005, 85:1175-1187.
19. Gianelli V.R., Bedmar F., Costa J.L., Persistence Sorption of imazapyr in three argentinean soils. Environ. Toxicol. Chem. 2014, 33:29-34.
20. Souissi Y., Bouchonnet S., Bourcier S., Kusk K.O., Sablier M., Andersen H.R. Identification and ecotoxicity of degradation products of chloroacetamide herbicides from UV-treatment of water. Sci. Total Environ. 2013, 458:527-534.
21. Coffinet S., Rifai A., Genty C., Souissi Y., Bourcier S., Sablier M., Bouchonnet S. Characterization of the photodegradation products of metolachlor: structural elucidation, potential toxicity and persistence. J. Mass Spectrom. 2012, 47:1582-1593.
22. Zheng H.H., Ye C.M. Photodegradation of acetochlor in water and UV photoproducts identified by mass spectrometry. J. Environ. Sci. 2003, 15:783-790.
23. Dimou A.D., Sakkas V.A., Albanis T.A. Metolachlor photodegradation study in aqueous media under natural and simulated solar irradiation. J. Agric. Food Chem. 2005, 53:694-701.
24. Liu C.S., Shih K., Sun C.X., Wang F. Oxidative degradation of propachlor by ferrous and copper ion activated persulfate. Sci. Total Environ. 2012, 416:507-512.
25. Wang S.R., Li H.S., Lin C.X. Physiological, biochemical and growth responses of Italian ryegrass to butachlor exposure. Pestic. Biochem. Physiol. 2013, 106:21-27.
26. Renata R., Rita F. The effect of alginite on the decomposition of the herbicide propisochlor. J. Environ. Sci. Health B 2012, 47:670-676.
27. Calvo L., Gilarranz M.A., Casas J.A., Mohedano A.F., Rodriguez J.J. Hydrodechlorination of alachlor in water using Pd, Ni and Cu catalysts supported on activated carbon. Appl. Catal. B: Environ. 2008, 78:259-266.
28. Xu J., Yang M., Dai J.Y., Cao H., Pan C.P., Qiu X.H., Xu M.Q. Degradation of acetochlor by four microbial communities. Bioresour. Technol. 2008, 99:7797-7802.
29. Vryzas Z., Papadakis E.N., Oriakli K., Moysiadis T.P., Papadopoulou-Mourkidou E. Biotransformation of atrazine and metolachlor within soil profile and changes in microbial communities. Chemosphere 2012, 89:1330-1338.
30. Zhang J., Zheng J.W., Liang B., Wang C.H., Cai S., Ni Y.Y., He J., Li S.P. Biodegradation of chloroacetamide herbicides by Paracoccus sp. FLY-8 in vitro. J. Agric. Food Chem. 2011, 59:4614-4621.
31. Munoz A., Koskinen W.C., Cox L., Sadowsky M.J., Biodegradation Mineralization of metolachlor and alachlor by Candida xestobii. J. Agric. Food Chem. 2011, 59:619-627.
32. Xu J., Qiu X.H., Dai J.Y., Cao H., Yang M., Zhang J., Xu M.Q. Isolation and characterization of a Pseudomonas oleovorans degrading the chloroacetamide herbicide acetochlor. Biodegradation 2006, 17:219-225.
33. An T.C., Yang H., Li G.Y., Song W.H., Cooper W.J., Nie X.P. Kinetics and mechanism of advanced oxidation processes (AOPs) in degradation of ciprofloxacin in water. Appl. Catal. B: Environ. 2010, 94:288-294.
34. 2 heterogeneous catalysis. J. Phys. Chem. A 2010, 114:2569-2575.
35. El Madani M., Guillard C., Perol N., Chovelon J.M., El Azzouzi M., Zrineh A., Herrmann J.M. Photocatalytic degradation of diuron in aqueous solution in presence of two industrial titania catalysts, either as suspended powders or deposited on flexible industrial photoresistant papers. Appl. Catal. B: Environ. 2006, 65:70-76.
36. Perez M.H., Penuela G., Maldonado M.I., Malato O., Fernandez-Ibanez P., Oller I., Gernjak W., Malato S. Degradation of pesticides in water using solar advanced oxidation processes. Appl. Catal. B: Environ. 2006, 64:272-281.
37. Lhomme L., Brosillon S., Wolbert D., Dussaud J. Photocatalytic degradation of a phenylurea, chlortoluron, in water using an industrial titanium dioxide coated media. Appl. Catal. B: Environ. 2005, 61:227-235.
38. 2 aqueous solution: kinetics using design of experiments and mechanism by HPLC/MS/MS. J. Environ. Sci. 2013, 25:1680-1686.
39. 2 dispersion. J. Hazard. Mater. 2013, 197:229-236.
40. 2: a case of beta-blockers. J. Hazard. Mater. 2010, 179:834-839.
41. 2: a case of sulfa drugs. Catal. Today 2010, 153:200-207.
42. 2/Ti photoelectrodes. J. Hazard. Mater. 2011, 192:1812-1818.
43. 2 in simulated sunlight. Res. Chem. Intermed. 2014, 40:225-238.
44. Yang H., Liu H., Hu Z., Liang J., Pang H., Yi B. Consideration on degradation kinetics and mechanism of thiamethoxam by reactive oxidative species (ROSs) during photocatalytic process. Chem. Eng. J. 2014, 245:24-33.
45. Zhang C., Zhao Y., Bai J., Gong C., Sun X. Mechanism and kinetic study on the OH-initiated degradation of 2,3,7,8-tetrachlorinated dibenzofuran in atmosphere. Sci. Total Environ. 2012, 435-436:53-60.
46. Hatipoglua A., Vione D., Yalcin Y., Minero C., Cinar Z. Photo-oxidative degradation of toluene in aqueous media by hydroxyl radicals. J. Photochem. Photobiol. A: Chem. 2010, 215:59-68.
47. Prasanthkumar K.P., Suresh C.H., Aravindakumar C.T. Theoretical study of the addition and abstraction reactions of hydroxyl radical withuracil. Radiat. Phys. Chem. 2010, 81:267-272.
48. 2 advanced oxidation process. Chemosphere 2010, 78:517-526.
49. Haiyan L., Jiuhui Q., Huijuan L. Decomposition of alachlor by ozonation and its mechanism. J. Environ. Sci. 2007, 19:769-775.
50. Słaba M., Szewczyk R., Piatek M.A., Długoński J. Alachlor oxidation by the filamentous fungus Paecilomyces marquandii. J. Hazard. Mater. 2013, 261:443-450.
51. Wang X., Zhang Y. Degradation of alachlor in aqueous solution by using hydrodynamic cavitation. J. Hazard. Mater. 2009, 161:202-207.
52. Bouchonnet S., Kinani S., Souissi Y., Bourcier S., Sablier M., Roche P., Boireau V., Ingrand V. Investigation of the dissociation pathways of metolachlor, acetochlor and alachlor under electron ionization - application to the identification of ozonation products. Rapid Commun. Mass Spectrom. 2011, 25:93-103.
53. 2 photocatalysts. Appl. Catal. B: Environ. 2004, 49:195-205.
54. Liu C.S., Shih K., Wei L., Wang F., Li F.B. Kinetics and mechanism of propachlor reductive transformation through nucleophilic substitution by dithionite. Chemosphere 2011, 85:1438-1443.