Decomposition of dinitrotoluene isomers and 2,4,6-trinitrotoluene in spent acid from toluene nitration process by ozonation and photo-ozonation

Journal of Hazardous Materials

Volumn 147, Issue 1-2, 2007, Pages 97-104

  Chen, Wen Shing ^a   Juan, Chien Neng ^a   Wei, Kuo Ming ^b  

^a NATIONAL YUNLIN UNIVERSITY OF SCIENCE AND TECHNOLOGY   (Taiwan)

^b CPC CORPORATION   (Taiwan)

Author keywords

2,4,6 Trinitrotoluene; Dinitrotoluene; Ozonation; Spent acid; UV O3

Indexed keywords

DINITROTOLUENE; MINERALIZE DINITROTOLUENE (DNT); PHOTO-OZONATION; SPENT ACID;

DEGRADATION; IRRADIATION; MASS SPECTROMETERS; ORGANIC COMPOUNDS; OZONIZATION; PHOTOLYSIS; ULTRAVIOLET RADIATION;

ISOMERS;

DINITROTOLUENE; HYDROXYL RADICAL; NITROTOLUENE; OZONE; SULFURIC ACID; TOLUENE DERIVATIVE; TRINITROTOLUENE; UNCLASSIFIED DRUG;

DEGRADATION; IRRADIATION; ISOMERS; MASS SPECTROMETERS; ORGANIC COMPOUNDS; OZONIZATION; PHOTOLYSIS; ULTRAVIOLET RADIATION;

DECOMPOSITION; EXPERIMENTAL STUDY; GAS CHROMATOGRAPHY; HYDROXYL RADICAL; IRRADIATION; MASS SPECTROMETRY; MINERALIZATION; ORGANIC COMPOUND; OXIDATION; OZONE; PHOTODEGRADATION; TOLUENE; TRINITROTOLUENE; ULTRAVIOLET RADIATION;

ARTICLE; DECOMPOSITION; DEVICE; GAS CHROMATOGRAPHY; MASS SPECTROMETER; NITRATION; OXIDATION; OZONATION; TEMPERATURE; ULTRAVIOLET IRRADIATION;

ACIDS; INDUSTRIAL WASTE; ISOMERISM; NITRATES; OZONE; PHOTOLYSIS; TOLUENE; TRINITROTOLUENE; ULTRAVIOLET RAYS;

EID: 34447620280     PISSN: 03043894     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jhazmat.2006.12.052     Document Type: Article

References (40)

1. Weissermel K., and Arpe H.-J. Industrial Organic Chemistry. Ullmann's Encyclopedia of Industrial Chemistry (1972), VCH, Weinheim, New York pp. 326-331
2. W.J. Mazzafro, S.I. Clarke, P.N. Taylor, US Patent No. 5,275,701: Process for Purification and Concentration of Sulfuric Acid, 1994.
3. Chen W.S., Juan C.N., and Wei K.M. Recovery of high purity 2,4-dinitrotoluene from spent mixed acid in toluene nitration process. Sep. Purif. Technol. 41 (2005) 57-63
4. Chen W.S., Juan C.N., and Wei K.M. Recovery of dinitrotoluenes and trinitrotoluene from spent acid of toluene nitration process by solvent extraction. Sep. Purif. Technol. 43 (2005) 95-101
5. K. Bodenbenner, G. Muller, H. Muller, US Patent No. 4,157,381: Process for Regeneration of Sulfuric Acid, 1979.
6. B. Milligan, D.-S. Huang, US Patent No. 4,257,986: Process for Refining Aqueous Acid Mixtures Utilized in Nitration of Aromatics, 1981.
7. H.V. Plessen, S. Schiessler, US Patent No. 3,972,987: Process for Regenerating Sulfuric Acid, 1976.
8. H.V. Plessen, E. Fischer, S. Schiessler, US Patent No. 4,010,240: Process for the Regeneration of Sulfuric Acid, 1977.
9. D.L. Parks, C.J. Martin, US Patent No. 5,006,325: Process for the Recovery of Nitric Acid, 1991.
10. T.-C. Chou, Y.-L. Chen, US Patent No. 5,547,655: Recovery and Regeneration of Sulfuric Acid, 1996.
11. T.-C. Chou, C.-S. Chou, Y.-L. Chen, US Patent No. 5,888,920: Integrated Process using in situ Regenerated Sulfuric Acid as Catalyst, 1999.
12. Won W.D., Di Salvo L.H., and Ng J. Toxicity and mutagenicity of 2,4,6-trinitrotoluene and its metabolites. Appl. Environ. Microbiol. 31 (1976) 576-580
13. Kaplan D.L., and Kaplan A.M. 2,4,6-Trinitrotoluene surfactant complexes: decomposition, mutagenicity, and soil leaching studies. Environ. Sci. Technol. 16 (1982) 566-571
14. Mohanty N.R., and Wei I.W. Oxidation of 2,4-dinitrotoluene using Fenton's reagent: reaction mechanisms and their practical applications. Hazard. Waste Hazard. Mater. 10 (1993) 171-183
15. 2, Fenton reagent, and titanium dioxide-assisted photocatalysis. Hazard. Waste Hazard. Mater. 10 (1993) 107-149
16. Li Z.M., Peterson M.M., Comfort S.D., Horst G.L., Shea P.J., and Oh B.T. Remediating TNT-contaminated soil by soil washing and Fenton oxidation. Sci. Total Environ. 204 (1997) 107-115
17. Li Z.M., Comfort S.D., and Shea P.J. Destruction of 2,4,6-trinitritoluene by Fenton oxidation. J. Environ. Qual. 26 (1997) 480-487
18. Oh S.-Y., Chiu P.C., Kim B.J., and Cha D.K. Enhancing Fenton oxidation of TNT and RDX through pretreatment with zero-valent iron. Water Res. 37 (2003) 4275-4283
19. Ho P.C. Photooxidation of 2,4-dinitrotoluene in aqueous solution in the presence of hydrogen peroxide. Environ. Sci. Technol. 20 (1986) 260-267
20. Dillert R., Fornefett I., Siebers U., and Bahnemann D. Photocatalytic degradation of trinitrotoluene and trinitrobenzene: influence of hydrogen peroxide. J. Photochem. Photobiol. A 94 (1996) 231-236
21. Rodgers J.D., and Bunce N.J. Treatment methods for the remediation of nitroaromatic explosives. Water Res. 35 (2001) 2101-2111
22. 2. J. Hazard. Mater. B108 (2004) 61-67
23. Li Z.M., Shea P.J., and Comfort S.D. Nitrotoluene destruction by UV-catalyzed Fenton oxidation. Chemosphere 36 (1998) 1849-1865
24. Beltrán F.J., Encinar J.M., and Alonso M.A. Nitroaromatic hydrocarbon ozonation in water. 1. Single ozonation. Ind. Eng. Chem. Res. 37 (1998) 25-31
25. Beltrán F.J., Encinar J.M., and Alonso M.A. Nitroaromatic hydrocarbon ozonation in water. 2. Combined ozonation with hydrogen peroxide or UV radiation. Ind. Eng. Chem. Res. 37 (1998) 32-40
26. Liou M.-J., Lu M.-C., and Ohen J.-N. Oxidation of explosives by Fenton and photo-Fenton process. Water Res. 37 (2003) 3172-3179
27. Chen W.S., Juan C.N., and Wei K.M. Mineralization of dinitrotoluenes and trinitrotoluene of spent acid in toluene nitration process by Fenton oxidation. Chemosphere 60 (2005) 1072-1079
28. Sotelo J.L., and Beltrán F.J. Henry's law constant for the ozone-water system. Water Res. 23 (1989) 1239-1246
29. Glaze W.H. Drinking-water treatment with ozone. Environ. Sci. Technol. 21 (1987) 224-230
30. Staehelin J., and Hoigné J. Decomposition of ozone in water: rate of initiation by hydroxide ions and hydrogen peroxide. Environ. Sci. Technol. 16 (1982) 676-681
31. 4) as chain intermediates. J. Phys. Chem. 88 (1984) 5999-6004
32. Glaze W.H., and Kang J.W. Advanced oxidation processes: description of a kinetic model for the oxidation of hazardous materials in aqueous media with ozone and hydrogen peroxide in a semibatch reactor. Ind. Eng. Chem. Res. 28 (1989) 1573-1580
33. Haag W.R., and Yao C.C.D. Rate constants for reactions of hydroxyl radicals with several drinking water contaminants. Environ. Sci. Technol. 26 (1992) 1005-1013
34. Legrinl O., Oliveros E., and Braun A.M. Photochemical processes for water treatment. Chem. Rev. 93 (1993) 671-698
35. Mcphee W., Wagg L., and Martin P. Advanced oxidation processes of the destruction of ordnance and propellant compounds using Rayox. Solarchem Environment Systems. Ontario, Canada (1993) pp. 249-265
36. Peyton G.R., and Glaze W.H. Destruction of pollutants in water with ozone in combination with ultraviolet radiation. 3. Photolysis of aqueous ozone. Environ. Sci. Technol. 22 (1988) 761-767
37. Larson R.A., Miller P.L., and Crowley T.O. Borohydride photoreduction of nitroaromatic compounds related to military ordance constituents. Environ. Sci. Technol. 30 (1996) 1192-1197
38. Schmidt A., and Butte W. Photocatalytic degradation of reduction products of 2,4,6-trinitrotoluene (TNT). Chemosphere 38 (1999) 1293-1298
39. Larson R.A., Jafvert C.T., Bosca F., Marley K.A., and Miller P.L. Effects of surfactants on reduction and photolysis (>290 nm) of nitroaromatic compounds. Environ. Sci. Technol. 34 (2000) 505-508
40. Moffett J.W., and Zika R.G. Reaction kinetics of hydrogen peroxide with copper and iron in seawater. Environ. Sci. Technol. 21 (1987) 804-810