Plasma-assisted oxidation of benzoic acid
Anna Khlyustova, Nikolay Sirotkin
Plasma-assisted oxidation of benzoic acid
Plasma-assisted oxidation of organic compounds is one of the developing technologies for wastewater treatment. Plasmas effectively accelerate degradation processes due to plasma generated reactive species and ultra-violet radiation. Oxidation of BA in aqueous solutions by the atmospheric pressure glow discharge and underwater diaphragm discharge was studied and monitored by fluorescence and spectrophotometric methods. Discharge type and solution pH affect the formation rates of mono- and dihydroxybenzoic acids. Dihydroxyl derivatives were formed only by glow discharge action. The yields of hydroxyl radical were estimated on the kinetics data for the hydroxylation of benzoic acid. The steps of the hydroxylation processes and further oxidation were described.
atmospheric pressure glow discharge / underwater diaphragm discharge / oxidation / benzoic acid / hydroxyl radical
[1] |
Moreira F C, Boaventura R A, Brillas E, Vilar V J. Electrochemical advanced oxidation processes: A review on their application to synthetic and real wastewaters. Applied Catalysis B: Environmental, 2017, 202: 217–261
CrossRef
Google scholar
|
[2] |
Antonopoulou M, Evgenidou E, Lambropoulou D, Konstantinou I. A review on advanced oxidation processes for the removal of taste and odor compounds from aqueous media. Water Research, 2014, 53: 215–234
CrossRef
Google scholar
|
[3] |
Oturan M A, Aaron J J. Advanced oxidation processes in water/wastewater treatment: Principles and applications. A review. Critical Reviews in Environmental Science and Technology, 2014, 44(23): 2577–2641
CrossRef
Google scholar
|
[4] |
Chaplin B P. Critical review of electrochemical advanced oxidation processes for water treatment applications. Environmental Science. Processes & Impacts, 2014, 16(6): 1182–1203
CrossRef
Google scholar
|
[5] |
Bruggeman P J, Kushner M J, Locke B R, Gardeniers J G E, Graham W G, Graves D B, Hofman-Caris R C, Maric D, Reid J P, Ceriani E, et al. Plasma-liquid interactions: A review and roadmap. Plasma Sources Science & Technology, 2016, 25(5): 053002
CrossRef
Google scholar
|
[6] |
Hoeben W F L M, van Veldhuizen E M, Rutgers W R, Kroesen G M W. Gas phase corona discharges for oxidation of phenol in an aqueous solution. Journal of Physics. D, Applied Physics, 1999, 32(24): L133–L137
CrossRef
Google scholar
|
[7] |
Hoeben W F L M, van Veldhuizen E M, Rutgers W R, Cramers C A M G, Kroesen G M W. The degradation of aqueous phenol solutions by pulsed positive corona discharges. Plasma Sources Science & Technology, 2000, 9(3): 361–369
CrossRef
Google scholar
|
[8] |
Bobkova E S, Sungurova A V, Rybkin V V. Mechanism of phenol degradation processes induced by direct-current atmospheric-pressure discharge in air. High Energy Chemistry, 2013, 47(4): 198–200
CrossRef
Google scholar
|
[9] |
Magureanu M, Bradu C, Piroi D, Mandache N B, Parvulescu V. Pulsed corona discharge for degradation of methylene blue in water. Plasma Chemistry and Plasma Processing, 2013, 33(1): 51–64
CrossRef
Google scholar
|
[10] |
Jiang B, Zheng J, Qiu S, Wu M, Zhang Q, Yan Z, Xue Q. Review on electrical discharge plasma technology for wastewater remediation. Chemical Engineering Journal, 2014, 236: 348–368
CrossRef
Google scholar
|
[11] |
García M C, Mora M, Esquivel D, Foster J E, Rodero A, Jimenez-Sanchidrian C, Romero-Salguero F J. Microwave atmospheric pressure plasma jets for wastewater treatment: Degradation of methylene blue as a model dye. Chemosphere, 2017, 180: 239–246
CrossRef
Google scholar
|
[12] |
Bansode A S, More S E, Siddiqui E A, Satpute S, Ahmad A, Bhoraskar S V, Mathe V L. Effective degradation of organic water pollutants by atmospheric non-thermal plasma torch and analysis of degradation process. Chemosphere, 2017, 167: 396–405
CrossRef
Google scholar
|
[13] |
Khlyustova A V, Maksimov A I, Panova D S. Effect of electric discharges and oxidizing agents on aqueous solutions of a mixture of two organic dyes. Surface Engineering and Applied Electrochemistry, 2013, 49(4): 272–277
CrossRef
Google scholar
|
[14] |
Khlyustova A V, Maksimov A I. Plasma-assisted oxidative degradation of organic dyes in solution by the joint action of underwater discharge and ozone. High Energy Chemistry, 2013, 47(3): 140–143
CrossRef
Google scholar
|
[15] |
Joshi A A, Locke B R, Arce P, Finney W C. Formation of hydroxyl radicals, hydrogen peroxide and aqueous electrons by pulsed streamer corona discharge in aqueous solution. Journal of Hazardous Materials, 1995, 41(1): 3–30
CrossRef
Google scholar
|
[16] |
Lukes P, Locke B R. Degradation of substituted phenols in a hybrid gas-liquid electrical discharge reactor. Industrial & Engineering Chemistry Research, 2005, 44(9): 2921–2930
CrossRef
Google scholar
|
[17] |
Zhang J F, Chen J R, Li X Y. Remove of phenolic compounds in water by low-temperature plasma: A review of current research. Journal of Water Resource and Protection, 2009, 1(2): 99–109
CrossRef
Google scholar
|
[18] |
Marotta E, Schiorlin M, Ren X, Rea M, Paradisi C. Advanced oxidation process for degradation of aqueous phenol in a dielectric barrier discharge reactor. Plasma Processes and Polymers, 2011, 8(9): 867–875
CrossRef
Google scholar
|
[19] |
Naddeo V, Landi M, Belgiorno V, Napoli R M A. Wastewater disinfection by combination of ultrasound and ultraviolet irradiation. Journal of Hazardous Materials, 2009, 168(2-3): 925–929
CrossRef
Google scholar
|
[20] |
Denaro A R, Hough K O. Polymerization by glow discharge electrolysis. Electrochimica Acta, 1973, 18(11): 863–868
CrossRef
Google scholar
|
[21] |
Harada K, Iwasaki T. Syntheses of amino acids from aliphatic carboxylic acid by glow discharge electrolysis. Nature, 1974, 250(5465): 426–428
CrossRef
Google scholar
|
[22] |
Munegumi T. Chemical evolution of simple amino acids to asparagine under discharge onto the primitive hydrosphere: Simulation experiments using contact glow discharge. Bulletin of the Chemical Society of Japan, 2014, 87(11): 1208–1215
CrossRef
Google scholar
|
[23] |
Gupta S B, Bluhm H. Pulsed underwater corona discharges as a source of strong oxidants: OH• and H2O2. Water Science and Technology, 2007, 55(12): 7–12
CrossRef
Google scholar
|
[24] |
Bian W, Zhou M, Lei L. Formation of active species and by-products in water by pulsed-high voltage discharge. Plasma Chemistry and Plasma Processing, 2007, 27(3): 337–348
CrossRef
Google scholar
|
[25] |
Guo Y, Liao X, Ye D. Detection of hydroxyl radical in plasma reaction on toluene removal. Journal of Environmental Sciences, 2008, 20(12): 1429–1432
CrossRef
Google scholar
|
[26] |
Liao X B, Guo Y F, He J H, Ou W J, Ye D Q. Hydroxyl radicals formation in dielectric barrier discharge during decomposition of toluene. Plasma Chemistry and Plasma Processing, 2010, 30(6): 841–853
CrossRef
Google scholar
|
[27] |
Li S, Hu S, Zhang H. Formation of hydroxyl radicals and hydrogen peroxide by a novel nanosecond pulsed plasma power in water. IEEE Transactions on Plasma Science, 2012, 40(1): 63–67
CrossRef
Google scholar
|
[28] |
Tang S, Lu N, Shang K, Li J, Wu Y. Detection of hydroxyl radicals during regeneration of granular activated carbon in dielectric barrier discharge plasma system. Journal of Physics: Conference Series, 2013, 418: 012104
CrossRef
Google scholar
|
[29] |
Albarran G, Schuler R H. Concerted effects in the reaction of OH radicals with aromatics: Radiolytic oxidation of salicylic acid. Radiation Physics and Chemistry, 2003, 67(3-4): 279–285
CrossRef
Google scholar
|
[30] |
Khlyustova A, Khomyakova N, Sirotkin N, Marfin Y. The effect of pH on OH radical generation in aqueous solutions by atmospheric pressure glow discharge. Plasma Chemistry and Plasma Processing, 2016, 36(5): 1229–1238
CrossRef
Google scholar
|
[31] |
Khlyustova A, Sirotkin N, Evdokimova O, Prysiazhnyi V, Titov V. Efficacy of underwater AC diaphragm discharge in generation of reactive species in aqueous solutions. Journal of Electrostatics, 2018, 96: 76–84
CrossRef
Google scholar
|
[32] |
Sirotkin N A, Titov V A. Experimental study of heating of a liquid cathode and transfer of its components into the gas phase under the action of a DC discharge. Plasma Physics Reports, 2018, 44(4): 462–467
CrossRef
Google scholar
|
[33] |
Armstrong W, Black B A, Grant D W. The radiolysis of aqueous calcium benzoate and benzoic acid solutions. Journal of Physical Chemistry, 1960, 64(10): 1415–1419
CrossRef
Google scholar
|
[34] |
Armstrong W, Grant D W. The aqueous benzoate system as a sensitive dosimeter for ionizing radiations. Canadian Journal of Chemistry, 1960, 38(6): 845–850
CrossRef
Google scholar
|
[35] |
Downes A M. The radiation chemistry of aqueous solutions of benzoic and salicylic acids. Australian Journal of Chemistry, 1958, 11(2): 154–167
CrossRef
Google scholar
|
[36] |
Loebl H, Stein G, Weiss J. Chemical action of ionizing radiations of aqueous solutions. Part VIII. Hydroxylation of benzoic acid by free radicals produced by X-rays. Journal of the Chemical Society, 1951: 405–407
CrossRef
Google scholar
|
[37] |
Collado S, Garrido L, Laca A, Diaz M. Wet oxidation of salicylic acid solutions. Environmental Science & Technology, 2010, 44(22): 8629–8635
CrossRef
Google scholar
|
[38] |
Eisenberg G. Colorimetric determination of hydrogen peroxide. Industrial & Engineering Chemistry. Analytical Edition, 1943, 15(5): 327–328
CrossRef
Google scholar
|
[39] |
Guinea E, Arias C, Cabot P L, Garrido J A, Rodriguez R M, Centellas F, Brillas E. Mineralization of salicylic acid in acidic aqueous medium by electrochemical advanced oxidation processes using platinum and boron-doped diamond as anode and cathodically generated hydrogen peroxide. Water Research, 2008, 42(1-2): 499–511
CrossRef
Google scholar
|
[40] |
Henley E J, Johnson E R. The Chemistry and Physics of High Energy Reactions. Washington: Washington Press, 1969, 223–226
|
[41] |
Khlyustova A V, Maksimov A I. Double electrical layer at the plasma-solution interface. Contributions to Plasma Physics, 2013, 53(6): 481–491
CrossRef
Google scholar
|
[42] |
Lee C, Lee Y, Yoon J. Oxidative degradation of dimethylsulfoxide by locally concentrated hydroxyl radicals in streamer corona discharge processes. Chemosphere, 2006, 65(7): 1163–1170
CrossRef
Google scholar
|
[43] |
Maximov A I, Kuz’micheva L A, Khlustova A V, Titova V, Dydykin M G. Transfer of solution components to a plasma zone in chemical reactions initiated by a glow discharge in electrolyte solutions. Mendeleev Communications, 2007, 17(5): 294–295
CrossRef
Google scholar
|
[44] |
Maksimov A I, Khlustova A V. Low-voltage underwater electric discharges: Physical properties and application possibilities. Plasma Physics Reports, 2013, 39(13): 1099–1103
CrossRef
Google scholar
|
[45] |
Clayden J, Greeves N, Warren S. Organic Chemistry. 2nd ed. New York: Oxford University Press Inc., 2012, 471–527
|
[46] |
Augood D R, Hey D H, Nechvatal A, Williams G H. Homolytic aromatic substitution. Nature, 1951, 167(4253): 725–725
CrossRef
Google scholar
|
[47] |
Mijangos F, Varona F, Villota N. Changes in solution color during phenol oxidation by Fenton reagent. Environmental Science & Technology, 2006, 40(17): 5538–5543
CrossRef
Google scholar
|
[48] |
Tomizawa S, Tezuka M. Kinetics and mechanism of the organic degradation in aqueous solution irradiated with gaseous plasma. Plasma Chemistry and Plasma Processing, 2007, 27(4): 486–495
CrossRef
Google scholar
|
[49] |
Rabbani F, Abdollahi H, Hormozi-Nazhad M R. A second-order advantage achieved with the aid of gold nanoparticle catalytic activity. Determination of nitrophenols isomers in binary mixtures. RSC Analytical Methods, 2014, 6(9): 3056–3064
CrossRef
Google scholar
|
[50] |
Gazi S, Ananthakrishnan R. Semi-quantitative determination of hydroxyl radicals by benzoic acid hydroxylation: An analytical methodology for photo-Fenton system. Current Analytical Chemistry, 2012, 8(1): 143–149
CrossRef
Google scholar
|
[51] |
Kuz’micheva L A, Titova V, Maximov A I. Generation of chemically active oxidative particles in electrolyte solutions under the action of glow and diaphragm discharges. Surface Engineering and Applied Electrochemistry, 2007, 43(2): 90–93
CrossRef
Google scholar
|
[52] |
Ogata Y, Tomizawa K, Yamashita Y. Photoinduced oxidation of benzoic acid with aqueous hydrogen peroxide. Journal of the Chemical Society, Perkin Transactions, 1980, 2(4): 616–619
CrossRef
Google scholar
|
[53] |
Mantzavinos D. Removal of benzoic acid derivatives from aqueous effluents by the catalytic decomposition of hydrogen peroxide. Process Safety and Environmental Protection, 2003, 81(2): 99–106
CrossRef
Google scholar
|
[54] |
Oturan M A, Pinson J. Hydroxylation by electrochemical generated OH radicals. Mono- and polyhydroxylation of benzoic acid: Products and isomers distributions. Journal of Physical Chemistry, 1995, 99(38): 13948–13954
CrossRef
Google scholar
|
[55] |
Jen J F, Leu M F, Yang T C. Determination of hydroxyl radicals in an advanced oxidation processes with salicylic acid trapping and liquid chromatography. Journal of Chromatography A, 1998, 796(2): 283–288
CrossRef
Google scholar
|
[56] |
Hayon E. Solute scavenging effects in regions of high radical concentration produced in radiation chemistry. Transactions of the Faraday Society, 1965, 61: 723–733
CrossRef
Google scholar
|
/
〈 | 〉 |