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Decomposition of 3,5-dinitrobenzamide in aqueous solution during UV/H2O2 and UV/TiO2 oxidation processes

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Abstract

3,5-Dinitrobenzamide has been widely used as a feed additive to control coccidiosis in poultry, and part of the added 3,5-dinitrobenzamide is excreted into wastewater and surface water. The removal of 3,5-dinitrobenzamide from wastewater and surface water has not been reported in previous studies. Highly reactive hydroxyl radicals from UV/hydrogen peroxide (H2O2) and UV/titanium dioxide (TiO2) advanced oxidation processes (AOPs) can decompose organic contaminants efficiently. In this study, the decomposition of 3,5-dinitrobenzamide in aqueous solution during UV/H2O2 and UV/TiO2 oxidation processes was investigated. The decomposition of 3,5-dinitrobenzamide fits well with a fluence-based pseudo-first-order kinetics model. The decomposition in both two oxidation processes was affected by solution pH, and was inhibited under alkaline conditions. Inorganic anions such as NO3 , Cl, SO4 2−, HCO3 , and CO3 2− inhibited the degradation of 3,5-dinitrobenzamide during the UV/H2O2 and UV/TiO2 oxidation processes. After complete decomposition in both oxidation processes, approximately 50% of 3,5-dinitrobenzamide was decomposed into organic intermediates, and the rest was mineralized to CO2, H2O, and other inorganic anions. Ions such as NH4 +, NO3 , and NO2 were released into aqueous solution during the degradation. The primary decomposition products of 3,5-dinitrobenzamide were identified using time-of-flight mass spectrometry (LCMS-IT-TOF). Based on these products and ions release, a possible decomposition pathway of 3,5-dinitrobenzamide in both UV/H2O2 and UV/TiO2 processes was proposed.

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References

  • Ahmed S, Rasul MG, Brown R, Hashib MA (2011) Influence of parameters on the heterogeneous photocatalytic degradation of pesticides and phenolic contaminants in wastewater: a short review. J Environ Manag 92:311–330

    Article  CAS  Google Scholar 

  • Appavoo IA, JY H, Huang Y, Li SFY, Ong SL (2014) Response surface modeling of Carbamazepine (CBZ) removal by Graphene-P25 nanocomposites/UVA process using central composite design. Water Res 57:270–279

    Article  Google Scholar 

  • Autin O, Hart J, Jarvis P, MacAdam J, Parsons SA, Jefferson B (2012) Comparison of UV/H2O2 and UV/TiO2 for the degradation of metaldehyde: kinetics and the impact of background organics. Water Res 46:5655–5662

    Article  CAS  Google Scholar 

  • Baran W, Adamek E, Ziemianska J, Sobczak A (2011) Effects of the presence of sulfonamides in the environment and their influence on human health. J Hazard Mater 196:1–15

    Article  CAS  Google Scholar 

  • Carbonaro S, Sugihara MN, Strathmann TJ (2013) Continuous-flow photocatalytic treatment of pharmaceutical micropollutants: activity, inhibition, and deactivation of TiO2 photocatalysts in wastewater effluent. Appl Catal B-Environ 129:1–12

    Article  CAS  Google Scholar 

  • Cavalcante RP, Dantas RF, Wender H, Bayarri B, Gonzalez O, Gimenez J, Esplugas S, Machulek A Jr (2015) Photocatalytic treatment of metoprolol with B-doped TiO2: effect of water matrix, toxicological evaluation and identification of intermediates. Appl Catal B-Environ 176:173–182

    Article  Google Scholar 

  • Chen B, Yang C, Goh NK (2006) Photolysis pathway of nitroaromatic compounds in aqueous solutions in the UV/H2O2 process. J Environ Sci-China 18:1061–1064

    Article  CAS  Google Scholar 

  • Chiesa L, Nobile M, Arioli F, Britti D, Trutic N, Pavlovic R, Panseri S (2015) Determination of veterinary antibiotics in bovine urine by liquid chromatography-tandem mass spectrometry. Food Chem 185:7–15

    Article  CAS  Google Scholar 

  • Chong MN, Jin B, Chow CWK, Saint C (2010) Recent developments in photocatalytic water treatment technology: a review. Water Res 44:2997–3027

    Article  CAS  Google Scholar 

  • Chu W, Lau TK, Fung SC (2006) Effects of combined and sequential addition of dual oxidants (H2O2/S2O8 2−) on the aqueous carbofuran photodegradation. J Agric Food Chem 54:10047–10052

    Article  CAS  Google Scholar 

  • Gao NY, Deng Y, Zhao DD (2009) Ametryn degradation in the ultraviolet (UV) irradiation/hydrogen peroxide (H2O2) treatment. J Hazard Mater 164:640–645

    Article  CAS  Google Scholar 

  • Giri RR, Ozaki H, Takayanagi Y, Taniguchi S, Takanami R (2011) Efficacy of ultraviolet radiation and hydrogen peroxide oxidation to eliminate large number of pharmaceutical compounds in mixed solution. Int J Environ Sci Technol 8:19–30

    Article  CAS  Google Scholar 

  • Guo ZB, Zhou F, Zhao YF, Zhang CZ, Liu FL, Bao CX, Lin MY (2012) Gamma irradiation-induced sulfadiazine degradation and its removal mechanisms. Chem Eng J 191:256–262

    Article  CAS  Google Scholar 

  • Hokanson D, Li K, Trussell R (2016) A photolysis coefficient for characterizing the response of aqueous constituents to photolysis. Front Environ Sci Eng 10:428–437

    Article  CAS  Google Scholar 

  • Huang AZ, Wang N, Lei M, Zhu LH, Zhang YY, Lin ZF, Yin DQ, Tang HQ (2013) Efficient oxidative debromination of decabromodiphenyl ether by TiO2-mediated photocatalysis in aqueous environment. Environ Sci Technol 47:518–525

    Article  CAS  Google Scholar 

  • Kan E, Koh CI, Lee K, Kang J (2015) Decomposition of aqueous chlorinated contaminants by UV irradiation with H2O2. Front Environ Sci Eng 9:429–435

    Article  CAS  Google Scholar 

  • Khan JA, He X, Shah NS, Khan HM, Hapeshi E, Fatta-Kassinos D, Dionysiou DD (2014) Kinetic and mechanism investigation on the photochemical degradation of atrazine with activated H2O2, S2O8 2− and HSO5. Chem Eng J 252:393–403

    Article  CAS  Google Scholar 

  • Khue DN, Chat NV, Minh DB, Lam TD, Lan PH, Loi VD (2013) Degradation and mineralization of 2,4,6-trinitroresorcine in various photochemical systems. Mater Sci Eng C-Mater Biol Appl 33:1975–1982

    Article  CAS  Google Scholar 

  • Kuo CS, Lin CF, Hong PKA (2015) Photocatalytic degradation of methamphetamine by UV/TiO2-kinetics, intermediates, and products. Water Res 74:1–9

    Article  CAS  Google Scholar 

  • Liu N, Sijak S, Zheng M, Tang L, Xu G, MH W (2015) Aquatic photolysis of florfenicol and thiamphenicol under direct UV irradiation, UV/H2O2 and UV/Fe(II) processes. Chem Eng J 260:826–834

    Article  CAS  Google Scholar 

  • Liu Y, Liu H, Li Y (2008) Comparative study of the electrocatalytic oxidation and mechanism of nitrophenols at Bi-doped lead dioxide anodes. Appl Catal B-Environ 84:297–302

    Article  CAS  Google Scholar 

  • Lopez-Penalver JJ, Sanchez-Polo M, Gomez-Pacheco CV, Rivera-Utrilla J (2010) Photodegradation of tetracyclines in aqueous solution by using UV and UV/H2O2 oxidation processes. J Chem Technol Biotechnol 85:1325–1333

    Article  CAS  Google Scholar 

  • Lu DL, Ji F, Wang W, Yuan SJ, ZH H, Chen TH (2014) Adsorption and photocatalytic decomposition of roxarsone by TiO2 and its mechanism. Environ Sci Pollut Res 21:8025–8035

    Article  CAS  Google Scholar 

  • Mijin D, Savic M, Snezana P, Smijanic A, Glavaski O, Jovanovic M, Petrovic S (2009) A study of the photocatalytic degradation of metamitron in ZnO water suspensions. Desalination 249:286–292

    Article  CAS  Google Scholar 

  • Mouamfon MVN, Li WZ, SG L, Chen N, Qiu ZF, Lin KF (2011) Photodegradation of sulfamethoxazole applying UV- and VUV-based processes. Water Air Soil Pollut 218:265–274

    Article  Google Scholar 

  • Muruganandham M, Swaminathan M (2004) Photochemical oxidation of reactive azo dye with UV–H2O2 process. Dyes Pigments 62:269–275

    Article  CAS  Google Scholar 

  • Neppolian B, Choi HC, Sakthivel S, Arabindoo B, Murugesan V (2002) Solar/UV-induced photocatalytic degradation of three commercial textile dyes. J Hazard Mater 89:303–317

    Article  CAS  Google Scholar 

  • Organization WH (2014) Antimicrobial resistance: global report on surveillance. Australasian Med J 7:695–704

    Google Scholar 

  • Perez-Estrada LA, Agueera A, Hernando MD, Malato S, Fernandez-Alba AR (2008) Photo degradation of malachite green under natural sunlight irradiation: kinetic and toxicity of the transformation products. Chemosphere 70:2068–2075

    Article  CAS  Google Scholar 

  • Rathi A, Rajor HK, Sharma RK (2003) Photodegradation of direct yellow-12 using UV/H2O2/Fe2+. J Hazard Mater 102:231–241

    Article  CAS  Google Scholar 

  • Rincon AG, Pulgarin C (2004) Effect of pH, inorganic ions, organic matter and H2O2 on E-coli K12 photocatalytic inactivation by TiO2—implications in solar water disinfection. Appl Catal B-Environ 51:283–302

    Article  CAS  Google Scholar 

  • Romero V, Gonzalez O, Bayarri B, Marco P, Gimenez J, Esplugas S (2015) Performance of different advanced oxidation technologies for the abatement of the beta-blocker metoprolol. Catal Today 240:86–92

    Article  CAS  Google Scholar 

  • Sakkas VA, Calza P, Vlachou AD, Medana C, Minero C, Albanis T (2011) Photocatalytic transformation of flufenacet over TiO2 aqueous suspensions: identification of intermediates and the mechanism involved. Appl Catal B-Environ 110:238–250

    Article  CAS  Google Scholar 

  • Shappell NW, Larsen GL, Bakke JE (1999) Identification of the major urinary and fecal metabolites of 3,5-dinitrobenzamide in chickens and rats. Chemosphere 38:1757–1762

    Article  CAS  Google Scholar 

  • Shendy AH, Al-Ghobashy MA, Gad Alla SA, Lotfy HM (2016) Development and validation of a modified QuEChERS protocol coupled to LC-MS/MS for simultaneous determination of multi-class antibiotic residues in honey. Food Chem 190:982–989

    Article  CAS  Google Scholar 

  • Tan CQ, Gao NY, Deng Y, Zhang YJ, Sui MH, Deng J, Zhou SQ (2013) Degradation of antipyrine by UV, UV/H2O2 and UV/PS. J Hazard Mater 260:1008–1016

    Article  CAS  Google Scholar 

  • Tan CQ, Gao NY, Zhou SQ, Xiao YL, Zhuang ZZ (2014) Kinetic study of acetaminophen degradation by UV-based advanced oxidation processes. Chem Eng J 253:229–236

    Article  CAS  Google Scholar 

  • Venable R, Haynes C, Cook JM (2014) Reported prevalence and quantitative LC-MS methods for the analysis of veterinary drug residues in honey: a review. Food Addit Contam Part a-Chem Anal Control Expo Risk Assess 31:621–640

    Article  CAS  Google Scholar 

  • Wang PH, Zhou T, Wang R, Lim TT (2011) Carbon-sensitized and nitrogen-doped TiO2 for photocatalytic degradation of sulfanilamide under visible-light irradiation. Water Res 45:5015–5026

    Article  CAS  Google Scholar 

  • Wenk J, von Gunten U, Canonica S (2011) Effect of dissolved organic matter on the transformation of contaminants induced by excited triplet states and the hydroxyl radical. Environ Sci Technol 45:1334–1340

    Article  CAS  Google Scholar 

  • Wols BA, Harmsen DJH, Beerendonk EF, Hofman-Caris CHM (2015) Predicting pharmaceutical degradation by UV (MP)/H2O2 processes: a kinetic model. Chem Eng J 263:336–345

    Article  CAS  Google Scholar 

  • Xiong P, Hu JY (2012) Degradation of acetaminophen by UVA/LED/TiO2 process. Sep Purif Technol 91:89–95

    Article  CAS  Google Scholar 

  • Xu J, Hao ZN, Guo CS, Zhang Y, He Y, Meng W (2014) Photodegradation of sulfapyridine under simulated sunlight irradiation: kinetics, mechanism and toxicity evolvement. Chemosphere 99:186–191

    Article  CAS  Google Scholar 

Download references

Acknowledgements

This research was partially supported by the National Science Foundation of China (51578205, 51538012) and the Fundamental Research Funds for the Central Universities (JZ2016HGTB0722).

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Correspondence to Feng Ji or Zhen-Hu Hu.

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Responsible editor: Vítor Pais Vilar

Yingjie Yan and Qi-Nan Liao contributed equally to this paper.

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Yan, Y., Liao, QN., Ji, F. et al. Decomposition of 3,5-dinitrobenzamide in aqueous solution during UV/H2O2 and UV/TiO2 oxidation processes. Environ Sci Pollut Res 24, 5360–5369 (2017). https://doi.org/10.1007/s11356-016-8245-1

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