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Environmental Science and Pollution Research

, Volume 25, Issue 28, pp 27808–27818 | Cite as

Fluorene oxidation by solar-driven photo-Fenton process: toward mild pH conditions

  • Isabelli N. DiasEmail author
  • João Paulo Bassin
  • Márcia Dezotti
  • Vítor J. P. VilarEmail author
New Challenges in the Application of Advanced Oxidation Processes
  • 1.3k Downloads

Abstract

Polycyclic aromatic hydrocarbons (PAHs) are on the list of priority pollutants to be eliminated from the environment due to their carcinogenic and mutagenic action, chemical stability, and resistance to biodegradation. The aim of this study was to evaluate the degradation of fluorene, a well-known PAH, in aqueous solutions (0.03 and 0.08 mg L−1), by means of a solar-driven conventional (PF) and modified photo-Fenton mediated by ferrioxalate complexes (PFF). Photolysis was also employed for comparison purposes. PF reaction was evaluated at different pH values (2.8, 3.5, and 4.0) and iron concentrations (2, 5, 10, and 20 mg L−1). On the other hand, PFF studies were conducted at mild pH conditions (4.0, 5.0, and 6.0) and iron content of 2 mg L−1, keeping initial iron/oxalate molar ratio at 1:3. In both PF and PFF, the initial hydrogen peroxide/iron molar ratio was maintained at 5. In the presence of methanol as cosolvent for fluorene dissolution, the PF reaction was hampered and no consumption of H2O2 was observed during the reaction carried out at constant pH (2.8). This led to low degradation rates, similar to those achieved by photolysis. Under the same pH but using acetonitrile as cosolvent for fluorene dissolution, fluorene degradation was found to be proportional to the iron content used in the PF experiments. On the other hand, at an invariable iron concentration of 5 mg Fe2+ L−1, the increase in pH was accompanied by a decrease in the molar fraction of the most photoactive iron complex (FeOH2+) and ferric hydroxides precipitation, leading to a reduction in the fluorene degradation rate. With regard to the PFF tests, similar fluorene degradation performance was achieved at pH 4 and 5, while at pH 6 iron precipitation became relevant and the degradation rate was slightly slower. PFF has shown to be more efficient than the PF under the same pH (4) and iron concentration (2 mg L−1). Moreover, even at near neutral pH (6), fluorine degradation was shown to be feasible by using ferrioxalate complexes.

Keywords

Fluorene Advanced oxidation processes Photo-Fenton Ferrioxalate complexes Compound parabolic collectors 

Notes

Acknowledgements

Dias N.I. acknowledges his PhD scholarship supported by Program Brazil/Portugal CAPES/FCT 308/11 (Research grant-BEX Process: 8989/11-7). V.J.P. Vilar acknowledges the FCT Investigator 2013 Program (IF/00273/2013).

Funding information

This work was financially supported by Project POCI-01-0145-FEDER-006984—Associate Laboratory LSRE-LCM funded by FEDER through COMPETE2020-Programa Operacional Competitividade e Internacionalização (POCI)—and by national funds through FCT-Fundação para a Ciência e a Tecnologia.

Supplementary material

11356_2018_2939_MOESM1_ESM.docx (333 kb)
ESM 1 (DOCX 333 kb)

References

  1. Abdel-Shafy HI, Mansour MSM (2016) A review on polycyclic aromatic hydrocarbons: source, environmental impact, effect on human health and remediation. Egypt J Pet 25:107–123CrossRefGoogle Scholar
  2. An YJ, Carraway ER (2002) PAH degradation by UV/H2O2 in perfluorinated surfactant solutions. Water Res 36:309–314CrossRefGoogle Scholar
  3. Bendouz M, Tran LH, Coudert L et al (2017) Degradation of polycyclic aromatic hydrocarbons in different synthetic solutions by Fenton’s oxidation. Environ Technol (United Kingdom) 38:116–127Google Scholar
  4. Bernal-Martinez A, Patureau D, Delgenès J-P, Carrère H (2009) Removal of polycyclic aromatic hydrocarbons (PAH) during anaerobic digestion with recirculation of ozonated digest sludge. J Hazard Mater 62:1145–1150CrossRefGoogle Scholar
  5. Bolong N, Ismail AF, Salim MR, Matsuura T (2009) A review of the effects of emerging contaminants in wastewater and options for their removal. Desalination 239:229–246CrossRefGoogle Scholar
  6. Braun A, Maurette M-T, Oliveros E (1991) Photochemical technology. John Wiley ProfessioGoogle Scholar
  7. Brizzolari A, Campisi GM, Santaniello E, Razzaghi-Asl N, Saso L, Foti MC (2017) Effect of organic co-solvents in the evaluation of the hydroxyl radical scavenging activity by the 2-deoxyribose degradation assay: the paradigmatic case of α-lipoic acid. Biophys Chem 220:1–6CrossRefGoogle Scholar
  8. Bruzzoniti MC, Fungi M, Sarzanini C (2010) Determination of EPA’s priority pollutant polycyclic aromatic hydrocarbons in drinking waters by solid phase extraction-HPLC. Anal Methods 2:739CrossRefGoogle Scholar
  9. Celino JJ, Corseuil HX, Fernandes M, Garcia KS (2010) Distribution and sources of polycyclic aromatic hydrocarbons in the aquatic environment: a multivariate analysis. Rem Rev Esc Minas 63:211–218CrossRefGoogle Scholar
  10. Choi H, Harrison R, Komulainen H, Saborit J (2010) Polycyclic aromatic hydrocarbons. In: Organization WH (ed) WHO guidelines for indoor air quality: selected pollutants. Geneva,Google Scholar
  11. Dias IN, Souza BS, Pereira JHOS, Moreira FC, Dezotti M, Boaventura RAR, Vilar VJP (2014) Enhancement of the photo-Fenton reaction at near neutral pH through the use of ferrioxalate complexes: a case study on trimethoprim and sulfamethoxazole antibiotics removal from aqueous solutions. Chem Eng J 247:302–313CrossRefGoogle Scholar
  12. Faust BC, Zepp RG (1993) Photochemistry of aqueous iron (III)-polycarboxylate complexes: roles in the chemistry of atmospheric and surface waters. Environ Sci Technol 27:2517–2522CrossRefGoogle Scholar
  13. Fim de FC (2007) Novo Catalisador de Zircônio para a Polimerização de Olefinas. Federal University of Rio Grande do SulGoogle Scholar
  14. Gogate P, Pandit A (2004) A review of imperative technologies for wastewater treatment II: hybrid methods. Adv Environ Res 8:553–597CrossRefGoogle Scholar
  15. Goi A, Trapido M (2004) Degradation of polycyclic aromatic hydrocarbons in soil: the Fenton reagent versus ozonation. Environ Technol 25:155–164CrossRefGoogle Scholar
  16. Goldstein S, Aschengrau D, Diamant Y, Rabani J (2007) Photolysis of aqueous H2O2: quantum yield and applications for polychromatic UV actinometry in photoreactors. Environ Sci Technol 41:7486–7490CrossRefGoogle Scholar
  17. Gollnick K, Franken T, Schade G, Dörhöfer G (1970) Photosensitized oxygenation as a function of the triplet energy of sensitizers. Ann N Y Acad Sci 171:89–107CrossRefGoogle Scholar
  18. González N, Simarro R, Molina M et al (2012) Effect of surfactants on PAH biodegradation by a bacterial consortium and on the dynamics of the bacterial community during the process. Bioresour Technol 102:9438–9446CrossRefGoogle Scholar
  19. Hoigné J (1998) Chemistry of aqueous ozone and transformation of pollutants by ozonation and advanced oxidation processes. In: Hrubec J (ed) Quality and treatment of drinking water II. Springer, Berlin, Heidelberg, pp 83–141CrossRefGoogle Scholar
  20. Homem V, Dias Z, Santos L, Alves A (2009) Preliminary feasibility study of benzo (a) pyrene oxidative degradation by Fenton treatment. J Environ Public Health 2009:1–6CrossRefGoogle Scholar
  21. Hussain A, Al-Barakah F, Al-Sewailem M et al (2017) Oxidative Photodegradation of pyrene and fluoranthene by Fe-based and Zn-based Fenton reagents. Sustainability 9:870CrossRefGoogle Scholar
  22. IPCS IP on CS (1998) Selected non-heterocyclic polycyclic aromatic hydrocarbons. World Health OrganizationGoogle Scholar
  23. ISO IS (1988) Water quality. Determination of iron. Spectrometric method using 1,10-phenanthroline. ISO Int. StandGoogle Scholar
  24. Kim J, Lee M (2005) Removal and photodecomposition of haloacetonitriles of disinfection byproducts. J Korean Soc Study Educ 27:224–227Google Scholar
  25. Kolpin DW, Barbash JE, Gilliom RJ (2000) Pesticides in ground water of the United States, 1992-1996. Ground Water 38:858–863CrossRefGoogle Scholar
  26. Kolpin DW, Schnoebelen DJ, Thurman EM (2004) Degradates provide insight to spatial and temporal trends of herbicides in ground water. Ground Water 42:601–608CrossRefGoogle Scholar
  27. Maier M, Maier D, Lloyd B (2000) Factors influencing the mobilisation of polycyclic aromatic hydrocarbons (PAHs) from the coal-tar lining of water mains. Water Res 34:773–786CrossRefGoogle Scholar
  28. Manoli E, Samara C (2008) The removal of polycyclic aromatic hydrocarbons in the wastewater treatment process: experimental calculations and model predictions. Environ Pollut 151:477–485CrossRefGoogle Scholar
  29. Milano JC, Tallone-Maesano E, Vernet J-L (1999) Elimination des hydrocarbures polyaromatiques a groupement methylene presents dans les eaux par oxydation photochimique elimination of polyaromatic hydrocarbons with methylene group in water by photochemical oxidation. Environ Technol 20:1019–1032CrossRefGoogle Scholar
  30. Miller JS, Olejnik D (2001) Photolysis of polycyclic aromatic hydrocarbons in water. Water Res 35:233–243CrossRefGoogle Scholar
  31. Mitroka S, Zimmeck S, Troya D, Tanko JM (2010) How solvent modulates hydroxyl radical reactivity in hydrogen atom abstractions. J Am Chem Soc 132:2907–2913CrossRefGoogle Scholar
  32. Moran MJ, Zogorski JS, Squillace PJ (2005) MTBE and gasoline hydrocarbons in ground water of the United States. Ground Water 43:615–627CrossRefGoogle Scholar
  33. Muruganandham M, Suri RPS, Jafari S et al (2014) Recent developments in homogeneous advanced oxidation processes for water and wastewater treatment. Int J Photoenergy 2014:21CrossRefGoogle Scholar
  34. Nadarajah N, Van Hamme J, Pannu J et al (2002) Enhanced transformation of polycyclic aromatic hydrocarbons using a combined Fenton’s reagent, microbial treatment and surfactants. Appl Microbiol Biotechnol 59:540–544CrossRefGoogle Scholar
  35. Neyens E, Baeyens J (2003) A review of classic Fenton’s peroxidation as an advanced oxidation technique. J Hazard Mater 98:33–50CrossRefGoogle Scholar
  36. Nisbet IC, LaGoy PK (1992) Toxic equivalency factors (TEFs) for polycyclic aromatic hydrocarbons (PAHs). Regul Toxicol Pharmacol 16:290–300CrossRefGoogle Scholar
  37. Nogueira R, Oliveira M, Paterlini W (2005) Simple and fast spectrophotometric determination of H2O2 in photo-Fenton reactions using metavanadate. Talanta 66:86–91CrossRefGoogle Scholar
  38. Pignatello JJ, Oliveros E, MacKay A (2006) Advanced oxidation processes for organic contaminant destruction based on the Fenton reaction and related chemistry. Crit Rev Environ Sci Technol 36:1–84CrossRefGoogle Scholar
  39. Rivas FJ, Beltran FJ, Gimeno O, Carbajo M (2006) Fluorene oxidation by coupling of ozone, radiation, and semiconductors: a mathematical approach to the kinetics. Ind Eng Chem Res 45:166–174CrossRefGoogle Scholar
  40. Rocha ORS, Dantas RF, Bezerra Duarte MMM et al (2013) Solar photo-Fenton treatment of petroleum extraction wastewater. Desalin Water Treat 51:5785–5791CrossRefGoogle Scholar
  41. Rubio-Clemente A, Torres-Palma RA, Peñuela GA (2014) Removal of polycyclic aromatic hydrocarbons in aqueous environment by chemical treatments: a review. Sci Total Environ 478:201–225CrossRefGoogle Scholar
  42. Ruppert G, Bauer R, Heisler G, Novalic S (1993) Mineralization of cyclic organic water contaminants by the photo-Fenton reaction — influence of structure and substituents. Chemosphere 27:1339–1347CrossRefGoogle Scholar
  43. Sabaté J, Bayona JM, Solanas AM (2001) Photolysis of PAHs in aqueous phase by UV irradiation. Chemosphere 44:119–124CrossRefGoogle Scholar
  44. Santos-Juanes L, Amat AA, Arques A (2017) Strategies to drive photo-Fenton process at mild conditions for the removal of xenobiotics from aqueous systems. Curr Org Chem 21:1074–1083CrossRefGoogle Scholar
  45. Schecher WD, McAvoy DC (2003) MINEQL+: a chemical equilibrium modeling system; version 4.5 for Windows, User’s Manual, 2a Ed. Environmental Research Software, Hallowell, MaineGoogle Scholar
  46. Soares PA, Silva TFCV, Manenti DR, Souza SMAGU, Boaventura RAR, Vilar VJP (2014) Insights into real cotton-textile dyeing wastewater treatment using solar advanced oxidation processes. Environ Sci Pollut Res 21:932–945CrossRefGoogle Scholar
  47. Tian L, Zhao Y, He S, Wei M, Duan X (2012) Immobilized Cu–Cr layered double hydroxide films with visible-light responsive photocatalysis for organic pollutants. Chem Eng J 184:261–267CrossRefGoogle Scholar
  48. Veetil DP, Mercier G, Blais J-F et al (2013) Simultaneous removal of cu and PAHs from dredged sediments using flotation. J Soils Sediments 13:1502–1514CrossRefGoogle Scholar
  49. Veignie E, Rafin C, Landy D, Fourmentin S, Surpateanu G (2009) Fenton degradation assisted by cyclodextrins of a high molecular weight polycyclic aromatic hydrocarbon benzo [a]pyrene. J Hazard Mater 168:1296–1301CrossRefGoogle Scholar
  50. Vela N, Martínez-Menchón M, Navarro G, Pérez-Lucas G, Navarro S (2012) Removal of polycyclic aromatic hydrocarbons (PAHs) from groundwater by heterogeneous photocatalysis under natural sunlight. J Photochem Photobiol A Chem 232:32–40CrossRefGoogle Scholar
  51. Venny GS, Ng HK (2012) Modified Fenton oxidation of polycyclic aromatic hydrocarbon (PAH)-contaminated soils and the potential of bioremediation as post-treatment. Sci Total Environ 419:240–249CrossRefGoogle Scholar
  52. Vulliet E, Cren-Olivé C, Grenier-Loustalot M-F (2011) Occurrence of pharmaceuticals and hormones in drinking water treated from surface waters. Environ Chem Lett 9:103–114CrossRefGoogle Scholar
  53. Zhao J, Zhang Y, Quan X, Chen S (2010) Enhanced oxidation of 4-chlorophenol using sulfate radicals generated from zero-valent iron and peroxydisulfate at ambient temperature. Sep Purif Technol 71:302–307CrossRefGoogle Scholar

Copyright information

© Springer-Verlag GmbH Germany, part of Springer Nature 2018

Authors and Affiliations

  1. 1.Laboratory of Separation and Reaction Engineering-Laboratory of Catalysis and Materials (LSRE-LCM), Departamento de Engenharia Química, Faculdade de EngenhariaUniversidade do PortoPortoPortugal
  2. 2.School of ChemistryFederal University of Rio de JaneiroRio de JaneiroBrazil
  3. 3.Chemical Engineering Program – COPPEFederal University of Rio de JaneiroRio de JaneiroBrazil

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