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DEGRADATION OF BENZOTHIOPHENE BY ULTRASONIC IRRADIATION : INTERMEDIATES AND PARAMETERS

  • Published : 2003.04.30

Abstract

Keywords

References

  1. Eastmond, D, A, Booth, G. M., and Lee, M. L., "Toxicity, Accumulation, and Elimination of Polycyclic Aromatic Sulfur Heterocycles in Daphnia-Magna," Areh. Environ. Contarn. Toxieol., 13, 105 (1974).
  2. Karcher, W., Nelen, A, Depans, R., Van E. J., Glande, P., and Jacob, J., Polynuclear Hydrocarbons: Chemical Analysis and Biological Fate, Columbus, OH, p. 317 (1981).
  3. McFall, T., Booth, G. M., Lee, M. L., Tominaga, Y., Pratap, R., Tedjamulia, M., and Castle, R. N., "Mutagenic Activity of Methyl-Substituted Tricyclic and Tetracyclic Aromatic Sulfur Heterocycles," Mutat. Res., 135, 97 (1984). https://doi.org/10.1016/0165-1218(84)90161-7
  4. Smith, J. H., Mabey, W. R., Bohonos, N., Holt, B. R., Lee, S. S., Chou, T W., Bomberger, D. C., and Mill, T, Environmental Pathways of Selected Chemicals in Freshwater Systems, Part II. EPA-60017-78074 (1978).
  5. Dillon, T M., Neff, J. M., and Warner, J. S., "Toxicity and Sublethal Effects of No-2 Fuel Oil on Supralittoral Isopod LygiaExotica," Environ. Contarn. Tox., 20(3), 320 (1978). https://doi.org/10.1007/BF01683527
  6. Vassilaros, D. L., Stoker, P. W., Booth, G. M., and Lee, M. L., "Capillary Gas Chromatograpic Determination of Polycyclic Aromatic- Compound in Vertebrate Fish Tissue," Anal. Chem., 54(1), 106 (1982). https://doi.org/10.1021/ac00238a031
  7. Boehm, P. D., Fiest, D. L., and Elskus, A, In Amoco Cadiz: Fates and effects of the oil spill. Proceedings, International Symposium Centre Oceanologique de Bretagne. Brest; Ie Centre National pour IExploration des Oceans; Paris, p. 159 (1981).
  8. Ogata, M. and Fujisawa, K., "Organic Sulfur-Compounds and Polycyclic-Hydrocarbons transferred to Oyster and Mussel from Petroleum suspension-Identification by Gas-Chromatography and Capillary Mass Chromatography," Water Res., 19, 107 (1985). https://doi.org/10.1016/0043-1354(85)90331-8
  9. Petrasek, A. C., Kugelman, I. J., Austem, B. M., Thomas, A. P., Winslow, L. A., and Wise, R. H., "Fate of Toxie Organic Compounds in Wastewater Treatment Plants," J. WPCF, 55(10), 1286 (1983).
  10. Berthou, F., Gourmelun, Y., Dreano, Y., and Friocourt, M. P., "Application of Gas-Chromatography on Glass-Capillary Columns to the Analysis of Hydrocarbon Pollutants from the Amoco Cadiz Oil-Spill," J Chromatogr., 203, 279 (1981). https://doi.org/10.1016/S0021-9673(00)80301-5
  11. Teal, J. M., Burns, K., and Farrington, J., "Analysis of aromatic-hydrocarbons in intertidal sediments resulting from 2 spills of No. 2 fuel oil in Buzzards bay, Massachusetts," Can. J Fish. Res., 35, 510 (1978). https://doi.org/10.1139/f78-095
  12. Gondrexon, N., Renaudin, V., Bemis, A., Gonthier Y., and Boldo, P., "Ultrasonic Degradation Kinetic Study of Chlorophenol Aqueous Solution," Environ. Technol', 14, 587 (1993). https://doi.org/10.1080/09593339309385327
  13. Huang, C. K., and Hao O. J., "Degradation of Monochlorophenols by Sonochemical Process," Proceedings, 25th Mid-Atlantic Industrial Waste Conference, Sup., Vol. 61 (1994).
  14. Kim, I. K., Huang, C. P., and Chiu, P. C., "Sonochernical Decomposition of Dibenzothiophene in Aqueous Solution," Water Res., 35(18), 4370 (2001) https://doi.org/10.1016/S0043-1354(01)00176-2
  15. Kotronatou, A., Mills, G., and Hoffmann, H. R., "Ultrasonic Irradiation of p-Nitrophenol in Aqueous Solution," J. Phys. Chem., 95, 3630 (1991). https://doi.org/10.1021/j100162a037
  16. Petrier, c, Micolle, M., Merlin, G., Luche, J.-L., and Reverdy, G., "Characteristics of Pentachlorophenate Degradation in AqueousSolution by Means of Ultrasound," Environ. Sci. Technol., 26, 1639 (1992). https://doi.org/10.1021/es00032a023
  17. Hoffmann, M. R., Hua, I., and Hochemer, R., "Application of Ultrasonic Irradiation for the Degradation of Chemical Contaminants in Water," Ultrasonics Sonochemistry. 3(3), S163 (1996). https://doi.org/10.1016/S1350-4177(96)00022-3
  18. Hua, I. and Hoffmann, M. R, "Kinetics and Mechanism of the Sonolytic Degradation of $CCl_4$: Intermediates and Byproducts: Intermediates and Byproducts,' Environ. Sci. Technol., 30(3), 864 (1996). https://doi.org/10.1021/es9502942
  19. Hua, I. and Hoffmann, M. R., "Optimization of Ultrasonic Irradiation as an Advanced Oxidation Technology," Environ. Sci. Technol., 31(8), 2237 (1997). https://doi.org/10.1021/es960717f
  20. Kang, J. W. and Hoffmann, M. R., "Kinetics and Mechanism of the Sonolytic Destruction of Methy Tert-Butyl Ether by Ultrasonic Irradiation in the presence of Ozone," Environ. Sci. Technol., 32(20), 3194 (1998). https://doi.org/10.1021/es970874u
  21. Kang, J. W., Hung, H. M., Lin, A., and Hoffmann, M. R, "Sonolytic Destruction of Methyl Tert-Butyl Ether by ultrasonic Irradiation: the Role of $O_3,\;H_2O_2$, Frequency and Power Density," Environ. Sci. Technol., 33(18), 3199 (1999). https://doi.org/10.1021/es9810383
  22. Weavers, L. K., Ling, F. H., and Hoffmann, M. R., "Aromatic Compound Degradation in Water using a Combination of Sonolysis and Ozonolysis," Environ. Sci. Technol., 32(18), 2727 (1998). https://doi.org/10.1021/es970675a
  23. Weavers, L. K., Malmstadt, N., and Hoffmann, M. R, "Kinetics and Mechanism of Pentachlorophenol Degradation by Sonication, Ozonation, and Sonolytic Ozonation," Environ. Sci. Technol', 34(7), 1280 (2000). https://doi.org/10.1021/es980795y
  24. Colussi, A. J., Hung, H. M., and Hoffmann, M. R., "Sonochemical Degradation Rates of Volatile Solutes," J. Phys. Chem. A, 103, 2696 (1999). https://doi.org/10.1021/jp984272o
  25. Destaillats, H., Hung, H. M., and Hoffmann, M. R., "Degradation of Alkylphenol Ethoxylate Surfactants in Water with Ultrasonic Irradiation," Environ. Sci. Technol., 34(2), 311I (2000). https://doi.org/10.1021/es990384x
  26. Zhang, G. and Hua, I., "Cavitation Chemistry of Polychlorinated Biphenyls: Decomposition Mechanisms and Rates," Environ. Sci. Technol., 34(8), 1529 (2000). https://doi.org/10.1021/es981127f
  27. Beckett, M. A. and Hua, I., "Elucidation of the 1,4-dioxane Decomposition Pathway at Discrete ultrasonic Frequencies," Environ. Sci. Technol', 34(18), 3944 (2000). https://doi.org/10.1021/es000928r
  28. Mason, T. J. and Lorimer, J. P., Sonochemistry, Ellis Horwood Ltd. New York, NY, p. 252 (1998).
  29. Riesz, P., Kondo, T, and Krisna, C. M., "Sonochemistry of Volatile and Nonvolatile Solutes in Aqueous-Solutions-EPR and Spin Trapping Studies," Ultrasonics., 28, 295 (1990). https://doi.org/10.1016/0041-624X(90)90035-M
  30. Suslick, K. S., Ultrasound, Its Chemical, Physical and Biological Effects, VCR Publ, New York, NY, p. 138 (1986).
  31. Petrier, C, Jiang, Y., and Lamy, M. F., "Ultrasound and Environment: Sonochemical Destruction of Chloroaromatic Derivatives," Environ. Sci. Technol., 32(9), 1316 (1998). https://doi.org/10.1021/es970662x
  32. Nagata, Y., Hirai, K., Bandow, H., and Maeda, Y., "Decomposition of Hydroxybenzoic and Humic Acids in Water by Ultrasonic Irradiation," Environ. Sci. Technol., 30(4), 1133 (1996). https://doi.org/10.1021/es950336m
  33. Jardim, W. F., Pasquini, C., Guimaraes, J. R., and Del-aria, L. C., "Short-Term Toxicity Test using Echerichia coli: Monitoring $CO_2$ Production by Flow Injection Analysis," Water Res., 24(3), 351 (1990). https://doi.org/10.1016/0043-1354(90)90012-U
  34. Mason, T J., Chemistry with Ultrasound, Elsevier Appl'd. Sci., New York, NY., p. 8 (1990).
  35. Koszalka, D. P., Soodsma, J. F., and Bever, R. A., Ultrasonic Decomposition of Groundwater, Paper presented at the AIChE Summer National Meeting, Minneapolis, MN., (1992)
  36. Haque, R., Lindstrom, F. T., Freed, V. H., and Sexton, R, "Kinetic Study of the Sorption of 2,4-D on some Clays," Environ. Sci. Technol', 2, 207 (1968). https://doi.org/10.1021/es60015a002
  37. Leenheer, J. A. and Ahlrichs, J. L., "A Kinetic and Equilibrium Study of the Adsorption of Carbaryl and parathion upon Soil Organic Matter Surfaces," Soil Sci. Soc. Am. Proc., 35, 700 (1971). https://doi.org/10.2136/sssaj1971.03615995003500050022x
  38. Khan, S. U., "Equilibrium and Kinetic Studies on the Adsorption of 2,4-D and Picloram on Humic Acid," Can. J. Soil Sci., 53, 429 (1973). https://doi.org/10.4141/cjss73-060
  39. Bloom, P. R. and Erich, M. S., "Effect of Solution Composition on the Rte and Mechanism of Gibbsite Dissolution in Acid Solutions," Soil Sci. Soc. Am. J., 51, 1131 ( 1987). https://doi.org/10.2136/sssaj1987.03615995005100050007x
  40. Xu, J. and Farrington, G. C, "Microelectrode Studies of the Li/$Li^+$ Couple in Low-Molecular-Weight Liquid Polyether Electrolytes," Solid State lonics ., 74, 125 (1994). https://doi.org/10.1016/0167-2738(94)90201-1
  41. Xu, J. and Farrington, G. C., "A Microelectrode Study of lithium Electrokinetics in Poly(ethylene glycol dimethyl ether) and 1,2-Dimethoxyethane," J. Electrochem. Soc., 142(10), 3303 (1995). https://doi.org/10.1149/1.2049978
  42. Sparks, D. L., "Kinetics of Ionic Reactions in Clay Minerals and Soils," Adv. Agron., 38, 231 (1985).
  43. Sparks, D. L., Environmental Organic Chemistry, Academic Press, London, UK, p. 175 (1995).
  44. Laidler, K. J., Chemical Kinetics, McGrawHill, NY (1965).
  45. Wu, J. M., Huang, H. H., and Linergood, C. D., "Ultrasound Destruction of Chlorinated Compounds in Aqueous Solutions," Environ. Progress., 11, 195 (1992). https://doi.org/10.1002/ep.670110313
  46. Henglein, A., In Advances in Sonochemistry, Mason, T. J., (Ed.); JAI Press: Greenwich, CT (1990).
  47. Jung, O. J., Kim, S. H., Jo, 1. E., and Hwang, C. H., "Photocatalytic Degradation of 2-Chlorophenol Using $TiO_2$ Thin Films Prepared by Chemical Vapor Deposition and ion beam Sputtering Method," Environ. Eng. Res., 7(4), 227 (2002). https://doi.org/10.4491/eer.2002.7.4.227
  48. Fedorak, P. M. and Grbic-Galic, D., "Aerobic Microbial Cometabolism of Benzothiophene and 3-Methylbenzothiophene," Appl. Environ. Microbiol., 57, 932 (1991).
  49. Eaton, R. W. and Nitterauer, J. D., "Biotransformation of Benzothiophene by Isopropylbenzene- Degrading Bacteria," J. Bacteriol., 176(13), 3992 (1994). https://doi.org/10.1128/jb.176.13.3992-4002.1994
  50. Andersson, J. T. and Bobinger, S., "Poly- cyclic Aromatic Sulfur Heterocycles. II. Photochemical Oxidation of Benzothiophene in Aqueous Solution," Chemosphere, 24, 383 (1992). https://doi.org/10.1016/0045-6535(92)90412-K
  51. Bobinger, S. and Andersson, J. T., "Degradation of the Petroleum Components Monomethylbenzothiophenes on Exposure to Light," Chemosphere, 36( 12), 2569 (1998). https://doi.org/10.1016/S0045-6535(97)10219-3
  52. Solomons, T. W. G., Organic Chemistry, 4th ed. Wiley, New York, NY, p. 137 (1988).
  53. Fringuel, F., Marino, G., Taticchi, A., and GrandoIi, G., "Comparative Study of Aromatic Character of Furan, Thiophene, Selenophen, and Tellurophen," J. Chemical Society-Perkin Transactions, 4, 332 (1974).
  54. Eisenhauer, H., "The Oxidation of Phenolic Wastes," J. Water Pollut. Control Fed, 40 (11), 1887 (1998).