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Abstract

The pesticide persistence, in particular in soils, often significantly exceeding the declarations of their manufacturers is surprising. There are many publications devoted to the explanation of this phenomenon in the field literature, but the diverse research methodologies used may lead to the ambiguous conclusions. On the basis of the collected literature, the attempt was made to systematize the available information on the interactions of commonly used groups of pesticides with individual soil components. The complex mechanisms of interactions between pesticides and soil based on van der Waals forces, ionic and covalent bonding, ligand exchange and charge transfer complexes formation were demonstrated. It was also proved that the nature of interactions is strictly dependent on the structure of the pesticide molecule. The conclusion of the review may contribute to the choice of plant protection products that, in addition to their effectiveness, are as little ballast for the environment as possible.

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Authors and Affiliations

Hanna Barchańska
1
Marianna Czaplicka
2
ORCID: ORCID
Joanna Kyzioł-Komosińska
2

  1. Silesian University of Technology, Poland
  2. Institute of Environmental Engineering, Polish Academy of Sciences
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Abstract

This article focuses on discussing the adsorption process of phenol and its chloro-derivatives on the HDTMA-modified halloysite. Optimized chemical structures of phenol, 2-, 3-, 4-chlorophenol, 2,4-dichloro-, and 2,4,6-trichlorophenol were obtained with computational calculation (the Scigress program). Charge distributions and the hypothetical structure of the system HDTMA-modified halloysite are among their key features. The above-mentioned calculations are applied in order to explain adsorption mechanism details of chlorophenols on the HDTMA-modified halloysite in aqueous solutions. The results of electron density distribution and solvent accessible surface area calculations for phenol and chlorophenols molecules illustrate the impact of chlorine substitution position in a phenol molecule, both on the mechanism and the kinetics of their adsorption in aqueous solutions. Experimental adsorption data were sufficiently represented using the Langmuir multi-center adsorption model for all adsorbates. In addition, the relations between adsorption isotherm parameters and the adsorbate properties were discussed. This study also targets at explaining the role of meta position as a chlorine substituent for mono-chloro derivatives. Given the above findings, two possible mechanisms were utilized as regards chlorophenol adsorption on the HDTMA-modified halloysite, i.e., electrostatic and partition interactions when the chlorophenols exist in a molecular form.
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Bibliography

  1. Ali, I., Asim M. & Khan, T.A. (2012). Low cost adsorbents for the removal of organic pollutants from wastewater. J. Environ. Manag. 113, 170. DOI:10.1016/j.jenvman.2012.08.028
  2. Berland, K., Cooper, V.R., Lee, K., Schröder, E., Thonhauser, T., Hyldgaard, P. & Lundqvist, B. I. (2015). Van der Waals forces in density functional theory: A review of the vdW-DF method. Rep. Prog. Phys. 78, 066501. DOI:10.1088/0034-4885/78/6/066501
  3. Bodzek, M., Konieczny, K. & Kwiecińska-Mydlak A. (2021). New generation of semipermeable membranes with carbon nanotubes for water and wastewater treatment: Critical review. Arch. Environ. Protect. 47, pp. 3–27. DOI:10.24425/aep.2021.138460
  4. Cavallaro, G. Lazzara, G. Milioto, S. & Parisi, F. (2015). Hydrophobically Modified Halloysite Nanotubes as reverse Micelles for Water-in-Oil Emulsion. Langmuir 31, 7472–8. DOI:10.1021/acs.langmuir.5b01181
  5. Chen, C., Geng, X. & Huang W. (2017). Adsorption of 4-chlorophenol and aniline by nanosized activated carbons. Chem. Eng. J. 327, 941. DOI:10.1016/j.cej.2017.06.183
  6. Cruz-Guzmán, M., Celis, R., Hermosín, M.C., Koskinen, W.C. & Cornejo, J. (2005). Adsorption of pesticides from water by functionalized organobentonites. J. Agric. Food. Chem. 53, pp. 7502–7511. DOI:10.1021/jf058048p
  7. Czaplicka, M. (2004). Sources and transformations of chlorophenols in the natural environment. Sci. Total Environ. 322, 21. DOI:10.1016/j.scitotenv.2003.09.015
  8. Czaplicka M. & Czaplicki, A. (2006). Photodegradation of 2,3,4,5-tetrachlorophenol in water/methanol mixture. J. Photochem. Photobiol. A 178, 90. DOI:10.1016/j.jphotochem.2005.07.005
  9. Damjanović, L., Rakić, V., Rac, V., Stošić, D. & Auroux, A. (2010). The investigation of phenol removal from aqueous solutions by zeolites as solid adsorbents. J. Hazard. Mater. 184, 477. DOI:10.1016/j.jhazmat.2010.08.059
  10. Djebbar, M., Djafri, F., Bouchekara, M. & Djafri, A. (2012). Adsorption of phenol on natural clay. Appl. Water Sci. 2, 77. Doi: 10.1007/s13201-012-0031-8
  11. Garba, Z.N., Zhou, W., Lawan, I., Xiao, W., Zhang, M., Wang, L., Chen, L. & Yuan Z. (2019). An overview of chlorophenols as contaminants and their removal from wastewater by adsorption: A review. J. Environ. Manage. 241, 59. DOI:10.1016/j.jenvman.2019.04.004.
  12. Grimme, S. (2006). Semiempirical GGA-type density functional constructed with a long-range dispersion correction. J. Comput. Chem. 27, 1787. DOI:10.1002/jcc.20495
  13. Honda, M. & Kannan, K. (2018). Biomonitoring of chlorophenols in human urine from several Asian countries, Greece and the United States. Environ. Pollut. 232, 487. DOI:10.1016/j.envpol.2017.09.073
  14. Hu, X., B. Wang, Yan, G. & Ge B. (2012). Simultaneous removal of phenol and Cu(II) from wastewater by tallow dihydroxyethyl betaine modified bentonite. Arch. Environ. Protect. 48, pp. 37–47. DOI:10.24425/aep.2022.142688
  15. Huang, J., Jin, X. & Deng, S. (2012). Phenol adsorption on an N-methylacemetamide-modified hypercrosslinked resin from aqueous solutions. Chem. Eng. J. 192, 192. DOI:10.1016/j.cej.2012.03.078
  16. Issabayeva, G., Hang, S.Y., Wong M.C. & Aroua, M. K. (2018). A review on the adsorption of phenols from wastewater onto diverse groups of adsorbents. Rev. Chem. Eng. 34, pp. 855–873. DOI:10.1515/revce-2017-0007
  17. Joussein, E., Petit, S., Churchman, G. J., Theng, B. K. G., Righi, D. & Delvaux, B. (2005). Halloysite clay minerals-a review. Clay Clay Miner. 40, 383. DOI:10.1180/0009855054040180
  18. Lin, S.S., Chang, D.J., Wang, C.H. & Chen, C.C. (2003). Catalytic wet air oxidation of phenol by CeO2 catalyst-effect of reaction conditions. Water Res. 37, pp. 793–800. DOI:10.1016/s0043-1354(02)00422-0
  19. Madannejad, S., Rashidi, A., Sadeghhassani, S., Shemirani, F. & Ghasemy, E. (2018) Removal of 4-chlorophenol from water using different carbon nanostructures: a comparison study. J. Mol. Liq. 249, 877. DOI:10.1016/j.molliq.2017.11.089
  20. Majlesi, M. & Hashempour Y. (2017). Removal of 4-chlorophenol from aqueous solution by granular activated carbon/nanoscale zero valent iron based on Response Surface Modeling. Arch. Environ. Protect. 43, pp. 13–25. DOI:10.1515/aep-2017-0035
  21. Nafees, M. & Waseem, A. (2014). Organoclays as Sorbent Material for Phenolic Compounds: A Review. Clean – Soil, Air, Water 41, pp. 1-9. DOI:10.1002/clen.201300312
  22. Ocampo-Perez, R., Leyva-Ramos, R., Mendoza-Barron, J. & Guerrero-Coronado, R. M. (2011). Adsorption rate of phenol from aqueous solution onto organobentonite: Surface diffusion and kinetic models. J. Colloid Interf. Sci. 364, 195. DOI:10.1016/j.jcis.2011.08.032
  23. Pandey, G., Munguambe, D. M., Tharmavaram, M., Rawtani, D. & Agrawal, Y.K. (2017). Halloysite nanotubes - An efficient ‘nano-support’ for the immobilization of α-amylase. App. Clay Sci. 136, pp. 184–191. DOI:10.1016/j.clay.2016.11.034
  24. Pandey, G., Tharmavaram, M., Khatri, N. & Rawtani, D. (2022). Mesoporous halloysite nanotubes as nano-support system for cationic dyes: An equilibrium, kinetic and thermodynamic study for latent fingerprinting. Micropor. Mesopor. Mat. 346, 112288. DOI:10.1016/j.micromeso.2022.112288
  25. Pandey, G., Tharmavaram, M., Phadke, G., Rawtani, D., Ranjan, M. & Sooraj K.P. (2022). Silanized halloysite nanotubes as ‘nano-platform’ for the complexation and removal of Fe(II) and Fe(III) ions from aqueous environment. Sep. Purif. Technol. 29, 121141. DOI:10.1016/j.seppur.2022.121141
  26. Park, Y., Ayoko, G.A., Kurdi, R., Horváth, E., Kristóf, J. & Frost, R.L. (2013). Adsorption of phenolic compounds by organoclays: Implications for the removal of organic pollutants from aqueous media, J. Colloid Interf. Sci. 406, 196. DOI:10.1016/j.jcis.2013.05.027
  27. Pasbakhsh, P.. Churchman, G.J. & Keeling, J.L. (2013). Characterisation of properties of various halloysites relevant to their use as nanotubes and microfibre fillers. Appl. Clay Sci. 74, 47. DOI:10.1016/j.clay.2012.06.014
  28. Paul, D.R., Zeng, Q.H., Yu, A.B. & Lu, G.Q. (2005). The interlayer swelling and molecular packing in organoclays, J. Colloid Interface Sci. 292, pp. 462–468. DOI:10.1016/j.jcis.2005.06.024
  29. Qiu, X., Li, N., Ma, X., Yang, S., Xu, Q., Li, H. & Lu, J. (2014). Facile preparation of acrylic ester-based crosslinked resin and its adsorption of phenol at high concentration. J. Environ. Chem. Eng. 2, 745. DOI:10.1016/j.jece.2013.11.016
  30. Raczyńska-Żak, M. PhD Thesis, supervisor P. Słomkiewicz, Kielce, Poland, 2018
  31. Rawajfih, Z. & Nsour, N. (2006). Characteristics of phenol and chlorinated phenols sorption onto surfactant-modified bentonite. J. Colloid Interface Sci. 298, pp. 39–49. DOI:10.1016/j.jcis.2005.11.063
  32. Sarkar, B., Xi, Y., Megharaj, M., Krishnamurti, G.S.M., Rajarathnam, D. & Naidu, R. (2010). Remediation of hexavalent chromium through adsorption by bentonite based Arquad® 2HT-75 organoclays. J. Hazard. Mater. 183, 87. DOI:10.1016/j.jhazmat.2010.06.110
  33. Setter, O. P., Dahan, L., Hamad, H. A. & Segal, E. (2022). Acid-etched Halloysite nanotubes as superior carriers for ciprofloxacin. App. Clay Sci. 228, 106629. DOI:10.1016/j.clay.2022.106629
  34. Sinha, B,. Ghosh, U.K., Pradhan, N.C. & Adhikari, B. (2006). Separation of phenol from aqueous solution by membrane pervaporation using modified polyurethaneurea membranes. J. Appl. Polym. Sci. 10, pp. 1857–1865. DOI:10.1002/app.23566
  35. Słomkiewicz, P., Szczepanik, B. & Czaplicka, M. (2020). Adsorption of Phenol and Chlorophenols by HDTMA Modified Halloysite Nanotubes, Materials 13, 3309 DOI:10.3390/ma13153309
  36. Smith, J.A. & Galan, A. (1995). Sorption of nonionic organic contaminants to single and dual organic cation bentonites from water. Environ. Sci. Technol. 29, pp. 685–692. DOI:10.1021/es00003a016
  37. Su, J., Lin, H.-F., Wang, Q.-P., Xie, Z.M. & Chen, Z.L. (2011). Adsorption of phenol from aqueous solutions by organomontmorillonite, Desalination, 269, 163. DOI:10.1016/j.desal.2010.10.056
  38. Tamijani, A.A., Salam, A. & de Lara-Castells, M. P. (2016). Adsorption of Noble-Gas Atoms on the TiO2(110) Surface: An Ab Initio-Assisted Study with van der Waals-Corrected DFT. J. Phys. Chem. C. 120, 18126. DOI:10.1021/acs.jpcc.6b05949
  39. Tana, D., Yuan, P., Liu, D. & Du, P. Modifications of Halloysite, Chapter 8 in Developments in Clay Science, December 2016
  40. Tharmavaram, M., Pandey, G. & Rawtani, D. (2018). Surface modified halloysite nanotubes: A flexible interface for biological, environmental and catalytic applications. Adv. Colloid Interface Sci. 261, 82–101. DOI:10.1016/j.cis.2018.09.001
  41. Tharmavaram, M., Pandey, G., Bhatt, P., Prajapati, P., Rawtani, D., Sooraj, K.P. & Ranjan, M. (2021). Chitosan functionalized Halloysite Nanotubes as a receptive surface for laccase and copper to perform degradation of chlorpyrifos in aqueous environment. Int. J. Biol. Macromol. 191, pp. 1046–1055. DOI:10.1016/j.ijbiomac.2021.09.098
  42. Tharmavaram, M., Pandey, G., Khatri, N. & Rawtani, D. (2023). L-arginine-grafted halloysite nanotubes as a sustainable excipient for antifouling composite coating. Mater. Chem. Phys. 293, 126937. DOI:10.1016/j.matchemphys.2022.126937
  43. Wu, J. & Yu, H.Q. (2006). Biosorption of 2,4-dichlorophenol from aqueous solution by Phanerochaete chrysosporium biomass: isotherms, kinetics and thermodynamics. J. Hazard. Mater. 137, pp. 498–508. DOI:10.1016/j.jhazmat.2006.02.026
  44. Xie, J., Meng, W., Wu, D., Zhang, Z. & Kong, H. (2012). Removal of organic pollutants by surfactant modified zeolite: Comparison between ionizable phenolic compounds and non‐ionizable organic compounds. J. Hazard. Mater. 231, 57. DOI:10.1016/j.jhazmat.2012.06.035
  45. Yang, Q., Gao, M. & Zang, W. (2017). Comparative study of 2,4,6-trichlorophenol adsorption by montmorillonites functionalized with surfactants differing in the number of head group and alkyl chain. Colloid. Surf. Physicochem. Eng. Asp. 520, 805. DOI:10.1016/j.colsurfa.2017.02.057
  46. Yousef, R.I. & El-Eswed B. (2009). The effect of pH on the adsorption of phenol and chlorophenols onto natural zeolite. Colloid Surf. A 334, pp. 92–99. DOI:10.1016/j.colsurfa.2008.10.004
  47. Yu, J.-Y., Shin, M.Y., Noh, J.-H. & Seo, J.J. (2004). Adsorption of phenol and chlorophenols on Ca-montmorillonite in aqueous. Geosci. J. 8, 185. DOI:10.1007/BF02910194
  48. Yuan, G. (2004). Natural and modified nanomaterials as sorbents of environmental contaminants. J. Environ. Sci. Health. Part A 39, pp. 2661–2670. DOI:10.1081/ESE-200027022
  49. Zhang, L., Zhang, B., Wu, T., Sun, D. & Li, Y. (2015). Adsorption behavior and mechanism of chlorophenols onto organoclays in aqueous solution. Colloids Surf. A Physicochem. Eng. Asp. 484, 118. DOI:10.1016/j.colsurfa.2015.07.055
  50. Zhou, Q., Frost, R.L., He, H., Xi, Y. & Zbik, M. (2007). TEM, XRD, and thermal stability of adsorbed paranitrophenol on DDOAB organoclay. J. Colloid Interface Sci. 311, pp. 24–37. DOI:10.1016/j.jcis.2007.02.039
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Authors and Affiliations

Beata Szczepanik
1
Anna Kołbus
1
Piotr Słomkiewicz
1
Marianna Czaplicka
2
ORCID: ORCID

  1. Institute of Chemistry, Jan Kochanowski University, Kielce, Poland
  2. Institute of Environmental Engineering Polish Academy of Sciences, Zabrze, Poland

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