Degradation of 2,4-dihydroxibenzoic acid by vacuum UV process in aqueous solution: Kinetic, identification of intermediates and reaction pathway

Journal of Hazardous Materials

Volumn 237-238, Issue , 2012, Pages 71-78

  Azrague, Kamal ^a,b   Pradines, Vincent ^a,c   Bonnefille, Eric ^a,c   Claparols, Catherine ^c,d   Maurette, Marie Thérèse ^a   Benoit Marquié, Florence ^a  

^a UNIVERSITÉ DE TOULOUSE   (France)

^b SINTEF   (Norway)

^c CNRS   (France)

^d UNIVERSITÉ PAUL SABATIER   (France)

Author keywords

2,4 Dihydroxybenzo c acid; AOP; Chemical pathway; Intermediates; Vacuum UV

Indexed keywords

ANALYTICAL TECHNIQUES; AOP; CHEMICAL PATHWAYS; DEGRADATION KINETICS; GLYOXALIC ACID; HPLC-UV; INTERMEDIATES; LOW CONCENTRATIONS; MALONIC ACID; NATURAL WATERS; OXALIC ACID; PHOTOREACTORS; PSEUDO-FIRST-ORDER; REACTION PATHWAYS; RING OPENING; SUCCINIC ACIDS; TIO; VACUUM UV;

CARBOXYLIC ACIDS; DEGRADATION; PHOTOCATALYSIS; PHOTOLYSIS; TITANIUM DIOXIDE; VACUUM; WATER POLLUTION; WATER QUALITY; WATER TREATMENT; XENON;

PHOTODEGRADATION;

2,4 DIHYDROXIBENZOIC ACID; BENZENE DERIVATIVE; BENZOIC ACID DERIVATIVE; GLYOXYLIC ACID; HYDROXYL RADICAL; MALEIC ACID; MALIC ACID; MALONIC ACID; OXALIC ACID; OXYGEN; SUCCINIC ACID; TRIHYDROXYBENZENE DERIVATIVE; TRIHYDROXYBENZOIC ACID; UNCLASSIFIED DRUG;

AQUEOUS SOLUTION; CATALYSIS; CHEMICAL POLLUTANT; IRRADIATION; OXYGEN; PHOTOLYSIS; PROBE; REACTION KINETICS; TEMPERATURE EFFECT; ULTRAVIOLET RADIATION; WATER POLLUTION; WATER QUALITY;

AQUEOUS SOLUTION; ARTICLE; DEGRADATION; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; KINETICS; LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; PHOTOLYSIS; PHOTOREACTOR; REACTOR; TEMPERATURE; ULTRAVIOLET RADIATION; VACUUM; WATER POLLUTION;

HYDROXYBENZOATES; KINETICS; PHOTOLYSIS; SOLUTIONS; ULTRAVIOLET RAYS; VACUUM; WATER POLLUTANTS, CHEMICAL; WATER PURIFICATION;

EID: 84866840366     PISSN: 03043894     EISSN: 18733336     Source Type: Journal    
DOI: 10.1016/j.jhazmat.2012.07.046     Document Type: Article

References (39)

1. Oller I., Malato S., Sánchez-Pérez J.A. Combination of advanced oxidation processes and biological treatments for wastewater decontamination-A review. Sci. Total Environ. 2011, 409:4141-4166.
2. Vogelsang C., Grung M., Jantsch T.G., Tollefsen K.E., Liltved H. Occurrence and removal of selected organic micropollutants at mechanical, chemical and advanced wastewater treatment plants in Norway. Water Res. 2006, 40:3559-3570.
3. 3-BAC processes for removing refractory and hazardous pollutants in raw water. J. Hazard. Mater. 2006, 128:145-149.
4. Di Iaconi C., Del Moro G., De Sanctis M., Rossetti S. A chemically enhanced biological process for lowering operative costs and solid residues of industrial recalcitrant wastewater treatment. Water Res. 2010, 44:3635-3644.
5. EC, Directive 2000/60/EC of the European Parliament and of the Council of the 23 October 2000 establishing a framework for Community action in the field of water policy, Off. J. Eur. Commun. 12-22 (2000) L 327.
6. Legrini O., Oliveros E., Braun A.M. Photochemical processes for water treatment. Chem. Rev. 1993, 93:671-698.
7. Gonzalez M.G., Oliveros E., Wörner M., Braun A.M. Vacuum-ultraviolet photolysis of aqueous reaction systems. J. Photochem. Photobiol. C 2004, 5:225-246.
8. Azrague K., Bonnefille E., Pradines V., Pimienta V., Oliveros E., Maurette M.T., Benoit-Marquié F. Hydrogen peroxide evolution during V-UV photolysis of water. Photochem. Photobiol. Sci. 2005, 4:406-408.
9. Azrague K., Puech-Costes E., Aimar P., Mayrette M.T., Benoit-Marquie F. Membrane photoreactor (MPR) for the mineralisation of organic pollutants from turbid effluents. J. Membr. Sci. 2005, 258:71-77.
10. Li Q.R., Gu C.Z., Di Y., Yin H., Zhang J.Y. Photodegradation of nitrobenzene using 172nm excimer UV lamp. J. Hazard. Mater. 2006, 133:68-74.
11. Cao M.H., Wang B.B., Yu H.S., Wang L.L., Yuan S.H., Chen J. Photochemical decomposition of perfluorooctanoic acid in aqueous periodate with V-UV and UV light irradiation. J. Hazard. Mater. 2010, 179:1143-1146.
12. Imoberdorf G., Mohseni M. Degradation of natural organic matter in surface water using vacuum-UV irradiation. J. Hazard. Mater. 2011, 186:240-246.
13. Baus C., Schaber K., Gassiot-Pintori I., Braun A. Separation and oxidative degradation of organic pollutants in aqueous systems by pervaporation and vacuum-ultraviolet-photolysis. Sep. Purif. Technol. 2002, 28:125-140.
14. Monneyron P., De La Guardia A., Manero M.H., Oliveros E., Maurette M.T., Benoit-Marquié F. Co-treatment of industrial air streams using A.O.P. and adsorption processes. Int. J. Photoenergy 2003, 5:167-174.
15. 2 on the VOC degradation efficiency. J. Adv. Oxid. Technol. 2010, 13:107-115.
16. Biomorgi J., Oliveros E., Coppel Y., Benoit-Marquié F., Maurette M.T. Effect of V-UV-radiation on VOCs-saturated zeolites. J. Photochem. Photobiol. A 2010, 214:194-202.
17. Heit G., Neuner A., Saugy P.Y., Braun A.M., Vacuum U.V. (172nm) actinometry. The quantum yield of the photolysis of water. J. Phys. Chem. A 1998, 102:5551-5561.
18. El-Gohary F.A., Badawy M.I., El-Khateeb M.A., El-Kalliny A.S. Integrated treatment of olive mill wastewater (OMW) by the combination of Fenton's reaction and anaerobic treatment. J. Hazard. Mater. 2009, 162:1536-1541.
19. Mills A., Holland C.E., Davies R.H., Worsley D. Photomineralization of salicylic acid: a kinetic study. J. Photochem. Photobiol. A 1994, 83:257-263.
20. Tournaire C., Croux S., Maurette M.T., Beck I., Hocquaux M., Braun A.M., Oliveros E. Antioxidant activity of flavonoids: efficiency of singlet oxygen (1Δg) quenching. J. Photochem. Photobiol. B 1993, 19:205-215.
21. Canfora L., Iamarino G., Rao M.A., Gianfreda L. Oxidative transformation of natural and synthetic Phenolic mixtures by trametes versicolor Laccase. J. Agric. Food Chem. 2008, 56:1398-1407.
22. Bolton J.L., Trush M.A., Penning T.M., Dryhurst G., Monks T.J. Role of quinones in toxicology. Chem. Res. Toxicol. 2000, 13:135-160.
23. Benoit-Marquié F., Puech-Costes E., Braun A.M., Oliveros E., Maurette M.T. photocatalytic degradation of 2,4-dihydroxibenzoic acid in water: efficiency optimization and mechanistic investigations. J. Photochem. Photobiol. A: Chem. 1997, 108:65-71.
24. Rajagolapan S., Seshadri T.R. A new synthesis of asaronic acid and aldehyde and their derivatives. Proc. Indian Acad. Sci. 1949, A30:265-270.
25. Eisenberg G.M. Colorimetric determination of hydrogen peroxide. Ind. Eng. Chem. 1943, 15:327-328.
26. Getoff N., Schenck G.O. Photochem. Photobiol. 1968, 8:167-178.
27. Gauduel Y., Pommeret S., Antonnetti A. Early formation of electron-radical pairs in a polar protic solvent: evidence of ultrafast concerted electron-proton transfers. J. Phys. Chem. 1993, 97:134-142.
28. Turro N.J., Jockusch S., Lei X.G. Supramolecular effects on the dynamics of radicals in MFI Zeolites: a direct EPR investigation. J. Org. Chem. 2002, 67:5779-5782.
29. Sawyer D.T., Valentine J.S. How super is superoxide?. Acc. Chem. Res. 1981, 14:393-400.
30. Myhre Lund C.E., Nielsen C.J. Optical properties in the UV and visible spectral region of organic acids relevant to tropospheric aerosols. Atm. Chem. Phys. 2004, 4:1759-1769.
31. Sato S. Photo-Kolbe reaction at gas-solid interfaces. J. Phys. Chem. 1983, 87:3531-3537.
32. Li X., Cubbage J.W., Tetzlaff T.A., Jenks W.S. Photocatalytic degradation of 4-chlorophenol. 1. The hydroquinone pathway. J. Org. Chem. 1999, 64:8509-8524.
33. Bouquet-Somrani C., Finiels A., Graffin P., Olive J.L. Photocatalytic degradation of hydroxylated biphenyl compounds. Appl. Catal. B 1996, 8:101-106.
34. de Lima Leite R.H., Cognet P., Wilhelm A.M., Delmas H. Anodic oxidation of 2,4-dihydroxybenzoic acid for wastewater treatment: study of ultrasound activation. Chem. Eng. Sci. 2002, 57:767-778.
35. Franch I., Ayllon J.A., Peral J., Domenech X. Photocatalytic degradation of short-chain organic diacids. Catal. Today 2002, 76:221-223.
36. Karpel Vel Leitner N., Dore M. Hydroxyl radical induced decomposition of aliphatic acids in oxygenated and deoxygenated aqueous solutions. J. Photochem. Photobiol. A 1996, 99:137-143.
37. Hermann J.M., Tahiri H., Guillard C., Pichat P. Photocatalytic degradation of aqueous hydroxy-butandioic acid (malic acid) in contact with powdered and supported titania in water. Catal. Today 1999, 54:131-141.
38. Stefan M.I., Bolton J.R. Mechanism of the degradation of 1,4-dioxane in dilute aqueous solution using the UV/Hydrogen peroxide process. Environ. Sci. Technol. 1998, 32:1588-1595.
39. 2 systems. Water Res. 1997, 31:1383-1397.