Advertisement

Environmental Science and Pollution Research

, Volume 21, Issue 14, pp 8387–8397 | Cite as

Efficient removal of insecticide “imidacloprid” from water by electrochemical advanced oxidation processes

  • Meral TurabikEmail author
  • Nihal Oturan
  • Belgin Gözmen
  • Mehmet A. Oturan
Electrochemical advanced oxidation processes for removal of toxic/persistent organic pollutants from water

Abstract

The oxidative degradation of imidacloprid (ICP) has been carried out by electrochemical advanced oxidation processes (EAOPs), anodic oxidation, and electro-Fenton, in which hydroxyl radicals are generated electrocatalytically. Carbon-felt cathode and platinum or boron-doped diamond (BDD) anodes were used in electrolysis cell. To determine optimum operating conditions, the effects of applied current and catalyst concentration were investigated. The decay of ICP during the oxidative degradation was well fitted to pseudo-first-order reaction kinetics and absolute rate constant of the oxidation of ICP by hydroxyl radicals was found to be k abs(ICP) = 1.23 × 109 L mol−1 s−1. The results showed that both anodic oxidation and electro-Fenton process with BDD anode exhibited high mineralization efficiency reaching 91 and 94 % total organic carbon (TOC) removal at 2 h, respectively. For Pt-EF process, mineralization efficiency was also obtained as 71 %. The degradation products of ICP were identified and a plausible general oxidation mechanism was proposed. Some of the main reaction intermediates such as 6-chloronicotinic acid, 6-chloronicotinaldehyde, and 6-hydroxynicotinic acid were determined by GC-MS analysis. Before complete mineralization, formic, acetic, oxalic, and glyoxylic acids were identified as end-products. The initial chlorine and organic nitrogen present in ICP were found to be converted to inorganic anions Cl, NO3 , and NH4 +.

Keywords

Anodic oxidation Electro-Fenton Imidacloprid Reaction intermediates Hydroxyl radicals Water treatment 

Abbreviations

ICP

Imidacloprid

EF-Pt

Pt anode/carbon felt cathode cell

BDD

Boron-doped diamond

EF-BDD

BDD anode/carbon felt cathode cell

AO-BDD

Anodic oxidation with BDD anode/carbon felt cathode with H2O2 production

TOC

Total organic carbon

References

  1. Almeida LC, Garcia-Segura S, Arias C, Bocchi N, Brillas E (2012) Electrochemical mineralization of the azo dye acid red 29 (chromotrope 2R) by photoelectron-Fenton process. Chemosphere 89:751–758CrossRefGoogle Scholar
  2. Anhalt JC, Moorman TB, Koskinen WC (2007) Biodegradation of imidacloprid by an isolated soil microorganism. J Environ Sci Heal B 42:509–514CrossRefGoogle Scholar
  3. Banks KE, Hunter TDH, Wachal DJ (2005) Diazinon in surface waters before and after a federally mandated ban. Sci Total Environ 350:86–93CrossRefGoogle Scholar
  4. Beltran-Heredia J, Torregrosa J, Dominquez JR, Peres JA (2001) Kinetic model for phenolic compound oxidation by Fenton’s reagent. Chemosphere 45:85–90CrossRefGoogle Scholar
  5. Benitez FJ, Real FJ, Acero JL, Garcia C, Llanos EM (2007) Kinetics of phenylurea herbicides oxidation by Fenton and photo-Fenton processes. J Chem Technol Biot 82:65–73CrossRefGoogle Scholar
  6. Bourgin M, Violleauc F, Debrauwerd L, Albeta J (2011) Ozonation of imidacloprid in aqueous solutions: reaction monitoring and identification of degradation products. J Hazard Mater 190:60–68CrossRefGoogle Scholar
  7. Boye B, Dieng MM, Brillas E (2002) Degradation of herbicide 4-chlorophenoxyacetic acid by advanced electrochemical oxidation methods. Environ Sci Technol 36:3030–3035CrossRefGoogle Scholar
  8. Brillas E, Sirés I, Oturan MA (2009) Electro-Fenton process and related electrochemical technologies based on Fenton’s reaction chemistry. Chem Rev 109:6570–6631CrossRefGoogle Scholar
  9. Cernigoj U, Stangar UL, Trebs P (2007) Degradation of neonicotinoid insecticides by different advanced oxidation processes and studying the effect of ozone on TiO2 photocatalysis. Appl Catal B Environ 75:229–238CrossRefGoogle Scholar
  10. Cox C (2001) Imidacloprid J Pestic Reforms 21:15–21Google Scholar
  11. Daneshvar N, Aber S, Khani A, Khataee AR (2007) Study of imidaclopride removal from aqueous solution by adsorption onto granular activated carbon using an on-line spectrophotometric analysis system. J Hazard Mater 144:47–51CrossRefGoogle Scholar
  12. Daneshvar N, Aber S, Vatanpour V, Rasoulifard MH (2008) Electro-Fenton treatment of dye solution containing orange II: influence of operational parameters. J Electroanal Chem 615:165–174CrossRefGoogle Scholar
  13. Dell’Arciprete ML, Santos-Juanes L, Sanz AA, Vicente R, Amat AM, Furlong JP, Martire DO, Gonzalez MC (2009) Reactivity of hydroxyl radicals with neonicotinoid insecticides: mechanism and changes in toxicity. Photochem Photobiol Sci 8:1016–1023CrossRefGoogle Scholar
  14. Diagne M, Oturan N, Oturan MA (2007) Removal of methyl parathion from water by electrochemically generated Fenton's reagent. Chemosphere 66:841–848CrossRefGoogle Scholar
  15. Dirany A, Sirés I, Oturan N, Oturan MA (2010) Electrochemical abatement of the antibiotic sulfamethoxazole from water. Chemosphere 81:594–602CrossRefGoogle Scholar
  16. Dirany A, Sirés I, Oturan N, Özcan A, Oturan MA (2012) Electrochemical treatment of sulfachloropyridazine: kinetics, reaction pathways, and toxicity evolution. Environ Sci Technol 46:4074–4082CrossRefGoogle Scholar
  17. EU Directive 2000/60/EC of the Council and the European Parliament of 23 October 2000, OJL 237.Google Scholar
  18. Endocrine disruptor Screening Program: Tier 1 Screening Order Issuing Announcement. Federal Register Notice, Oct 21, 2009. Vol. 74, No. 202, pp. 54422–54428.Google Scholar
  19. Flox C, Ammar S, Arias C, Brillas E, Vargas-Zavala AV, Abdelhedi R (2006) Electro-Fenton and photoelectro-Fenton degradation of indigo carmine in acidic aqueous medium. Appl Catal B Environ 67:93–104CrossRefGoogle Scholar
  20. Guan H, Chi D, Yu J, Li X (2008) A novel photodegradable insecticide: preparation, characterization and properties evaluation of nano imidacloprid. Pestic Biochem Phys 92:83–91CrossRefGoogle Scholar
  21. Hammami S, Oturan N, Bellakhal N, Dachraoui M, Oturan MA (2007) Oxidative degradation of direct orange 61 by electro-Fenton process using a carbon felt electrode: application of the experimental design methodology. J Electroanal Chem 610:75–84CrossRefGoogle Scholar
  22. Ishii Y, Kobori I, Araki Y, Kurogochi S, Iwaya K, Kagabu S (1994) HPLC determination of the new insecticide Imidacloprid (chloronicotinyl insecticides), and its behavior in rice and cucumber. J Agric Food Chem 42:2917–2921CrossRefGoogle Scholar
  23. Kitsiou V, Filippidis N, Mantzavinos D, Poulios I (2009) Heterogeneous and homogeneous photocatalytic degradation of the insecticide imidacloprid in aqueous solutions. Appl Catal B Environ 86:27–35CrossRefGoogle Scholar
  24. Kopling DW, Thurman EM, Goosby DA (1996) Occurrence of selected pesticides and their metabolites in near-surface aquifers of the Midwestern United States. Environ Sci Technol 30:335–340CrossRefGoogle Scholar
  25. Mahmoodi NM, Arami M, Limaee NY, Gharanjig K (2007) Photocatalytic degradation of agricultural N-heterocyclic organic pollutants using immobilized nanoparticles of titania. J Hazard Mater 145:65–71CrossRefGoogle Scholar
  26. Malato S, Caceres DJ (2001) Degradation of imidacloprid in water by photo-Fenton and TiO2 photocatalysis at a solar pilot plant: a comparative study. Environ Sci Technol 35:4359–4366CrossRefGoogle Scholar
  27. Marselli B, Garcia-Gomez J, Michaud PA, Rodrigo MA, Comninellis C (2003) Electrogeneration of hydroxyl radicals on boron-doped diamond electrodes. J Electrochem Society 150:79–83CrossRefGoogle Scholar
  28. Martínez-Huitle CA, Brillas E (2009) Decontamination of wastewaters containing synthetic organic dyes by electrochemical methods: a general review. Appl Catal B Environ 87:105–145CrossRefGoogle Scholar
  29. Martínez-Huitle CA, Ferro S (2006) Electrochemical oxidation of organic pollutants for the wastewater treatment: direct and indirect processes. Chem Soc Rev 35:1324–1340CrossRefGoogle Scholar
  30. Martins AF, da S, Frank C, Wilde ML (2007) Treatment of a trifluraline effluent by means of oxidation-coagulation with Fe(VI) and combined Fenton processes. Clean-Soil, Air, Water 35:88–99CrossRefGoogle Scholar
  31. Meyer MT, Thurman EM (1996) Herbicide metabolites in surface water and ground water. ACS Symposium Series 630; American Chemical Society, Washington, DC, p 318CrossRefGoogle Scholar
  32. Michaud PA, Panizza M, Ouattara L, Diaco T, Foti G, Comninellis C (2003) Electrochemical oxidation of water on synthetic boron-doped diamond thin film anodes. J Appl Electrochem 33:151–154CrossRefGoogle Scholar
  33. Moza PN, Hustert K, Feicht E, Kettrup A (1998) Photolysis of imidacloprid in aqueous solution. Chemosphere 36:497–502CrossRefGoogle Scholar
  34. Nidheesh PV, Gandhimathi R (2012) Trends in electro-Fenton process for water and wastewater treatment: an overview. Desalination 299:1–15CrossRefGoogle Scholar
  35. Oturan MA (2000) An ecologically effective water treatment technique using electrochemically generated hydroxyl radicals for in situ destruction of organic pollutants: application to herbicide 2,4-D. J Appl Electrochem 30:477–482CrossRefGoogle Scholar
  36. Oturan MA, Guivarch E, Oturan N, Sirés I (2008) Oxidation pathways of malachite green by Fe3+-catalized electro-Fenton process. Appl Catal B Environ 82:244–254CrossRefGoogle Scholar
  37. Oturan N, Hamza M, Ammar S, Abdelhdi R, Oturan MA (2011) Oxidation/mineralization of 2-nitrophenol in aqueous medium by electrochemical advanced oxidation processes using Pt/carbon-felt and BDD/carbon-felt cells. J Electroanal Chem 661:66–71CrossRefGoogle Scholar
  38. Oturan N, Brillas E, Oturan MA (2012) Unprecedented total mineralization of atrazine and cyanuric acid by anodic oxidation and electro-Fenton with a boron-doped diamond anode. Environ Chem Lett 10:165–170CrossRefGoogle Scholar
  39. Ozcan A, Şahin Y, Koparal AS, Oturan MA (2008) Degradation of picloram by the electro-Fenton process. J Hazard Mater 153:718–727CrossRefGoogle Scholar
  40. Ozcan A, Şahin Y, Koparal AS, Oturan MA (2009) A comparative study on the efficiency of electro-Fenton process in the removal of propham from water. Appl Catal B Environ 89:620–626CrossRefGoogle Scholar
  41. Pandey G, Dorrian SJ, Russell RJ, Oakeshott JG (2009) Biotransformation of the neonicotinoid insecticides Imidacloprid and thiamethoxam by Pseudomonas sp. 1G. Biochem Biophys Res Comm 380:710–714CrossRefGoogle Scholar
  42. Panizza M, Cerisola G (2009) Direct and mediated anodic oxidation of organic pollutants. Chem Rev 109:6541–6569CrossRefGoogle Scholar
  43. Philippidis N, Sotiropoulosa S, Efstathioub A, Poulios I (2009) Photoelectrocatalytic degradation of the insecticide imidacloprid using TiO2/Ti electrodes. J Photochem Photobiol A Chem 204:129–136CrossRefGoogle Scholar
  44. Rouvalis A, Karadima C, Zioris IV, Sakkas VA, Albanis T, Iliopoulou-Georgudaki J (2009) Determination of pesticides and toxic potency of rainwater samples in western Greece. Ecotox Environ Safe 72:828–833CrossRefGoogle Scholar
  45. Scippers N, Schwack W (2008) Photochemistry of imidacloprid in model systems. J Agric Food Chem 56:8023–8029CrossRefGoogle Scholar
  46. Segura C, Zaror C, Mansilla HD, Mondaca MA (2008) Imidacloprid oxidation by photo-Fenton reaction. J Hazard Mater 150:679–686CrossRefGoogle Scholar
  47. Sirés I, Garrido JA, Rodríguez RM, Cabot PL, Centellas F, Arias C, Brillas E (2006) Electrochemical degradation of paracetamol from water by catalytic action of Fe2+, Cu2+, and UVA light on electrogenerated hydrogen peroxide. J Electrochem Soc 153:D1–D9CrossRefGoogle Scholar
  48. Sirés I, Centellas F, Garrido JA, Rodríguez RM, Arias C, Cabot PL, Brillas E (2007a) Mineralization of clofibric acid by electrochemical advanced oxidation processes using a boron-doped diamond anode and Fe2+ and UVA light as catalysts. Appl Catal B Environ 72:373–381CrossRefGoogle Scholar
  49. Sirés I, Arias C, Cabot PL, Centellas F, Garrido JA, Rodriguez RM, Brillas E (2007b) Degradation of clofibric acid in acidic aqueous medium by electro-Fenton and photoelectro-Fenton. Chemosphere 66:1660–1669CrossRefGoogle Scholar
  50. Sirés I, Guivarch E, Oturan N, Oturan MA (2008) Efficient removal of triphenylmethane dyes from aqueous medium by in situ electrogenerated Fenton’s reagent at carbon-felt cathode. Chemosphere 72:592–600CrossRefGoogle Scholar
  51. Suchail S, Guez D, Belzunces LP (2011) Discrepancy between acute and chronic toxicity induced by imidacloprid and its metabolites in Apis mellifera. Environ Toxicol Chem 20:2482–2486CrossRefGoogle Scholar
  52. Wamhoff H, Schneider V (1999) Photodegradation of imidacloprid. J Agric Food Chem 47:1730–1734CrossRefGoogle Scholar
  53. Zahoor M, Mahramanlioglu M (2011) Adsorption of imidacloprid on powdered activated carbon and magnetic activated carbon. Chem Biochem Eng Quarterly 25:55–63Google Scholar
  54. Zapata A, Velegraki T, Sanchez-Perez JA, Mantzavinos D, Maldonado MI, Malato S (2009) Solar photo-Fenton treatment of pesticides in water: effect of iron concentration on degradation and assessment of ecotoxicity and biodegradability. Appl Catal B Environ 88:448–454CrossRefGoogle Scholar
  55. Zapata A, Malato S, Sánchez-Pérez JA, Oller I, Maldonado MI (2010) Scale-up strategy for a combined solar photo-Fenton/biological system for remediation of pesticide-contaminated water. Catal Today 151:100–106CrossRefGoogle Scholar

Copyright information

© Springer-Verlag Berlin Heidelberg 2014

Authors and Affiliations

  • Meral Turabik
    • 1
    • 2
    Email author
  • Nihal Oturan
    • 1
  • Belgin Gözmen
    • 3
  • Mehmet A. Oturan
    • 1
  1. 1.Laboratoire Géomatériaux et Environnement (LGE)Université Paris-EstMarne-la-ValléeFrance
  2. 2.Technical Science Vocational School, Chemical ProgramMersin UniversityMersinTurkey
  3. 3.Department of Chemistry, Arts and Sciences FacultyMersin UniversityMersinTurkey

Personalised recommendations