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Determination of diuron, terbuthylazine, and terbutryn in wastewater and soil by micellar liquid chromatography

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Abstract

An analytical method for the quantification of the herbicides and algaecides diuron, terbuthylazine, and terbutryn in wastewater and soil by micellar liquid chromatography was developed. The sample preparation was expedited to reduce the number of intermediate steps and the use of chemicals. The analytes in soils were recovered by ultrasonication in the mobile phase. The obtained supernatant and the water samples were directly injected, thus avoiding intermediate steps. The chromatographic behavior of the analytes, depending on the surfactant and alcohol was studied, in order to optimize the chromatographic run, by a chemometrical approach. The herbicides were resolved in <16 min using a C18 column and a mobile phase of 0.07 M sodium dodecyl sulfate/6% 1-pentanol phosphate buffered at pH 3, running under isocratic mode at 1 mL/min. The detection absorbance wavelength was set to 240 nm. The method was successfully validated in terms of selectivity, detection limit (0.06 mg/L in water and 0.3 mg/kg in soil), quantitation range (0.2–2 mg/L in water and 1–10 mg/kg in soil), trueness (−6.1 to +5.0%), precision (<9.4%), and ruggedness (<8.3%). The procedure was reliable, practical, easy-to-handle, available, short-time and ecofriendly and useful for routine analysis. Its applicability to real samples was evaluated by analyzing several wastewater, decorative reservoir, and soil samples from agricultural and urban sources.

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References

  1. Lingenfelter DD, Hartwig NL. Introduction to weeds and herbicides. State College, PA, USA: Pennsylvania State University; 2003.

    Google Scholar 

  2. Harmful algal blooms. In: Nutrient pollution. US Environmental Protection Agency. 2015. https://www.epa.gov/nutrientpollution/harmful-algal-blooms Accessed 25 Nov 2016.

  3. The Pesticide Properties Database (PPD). University of Hertfordshire. 2007. http://sitem.herts.ac.uk/aeru/ppdb/en/index.htm Accessed 25 Nov 2016.

  4. Reregistration Eligibility Decision for diuron. US Environmental Protection Agency. 2003. https://archive.epa.gov/pesticides/reregistration/web/pdf/diuron_red-2.pdf Accessed 25 Nov 2016.

  5. Reregistration Eligibility Decision (RED) Terbuthylazine. US Environmental Protection Agency. 1995. https://archive.epa.gov/pesticides/reregistration/web/pdf/2645.pdf Accessed 25 Nov 2016.

  6. EXTOXNET Extension Toxicology Network. In: Pesticide active ingredient information. Cornell University. 2015. http://pmep.cce.cornell.edu/profiles/extoxnet/index.html. Accessed 25 Nov 2016.

  7. Musgrave H, Tattersall C, Clarke S, Comber S. Technical support for the impact assessment of the review of priority substances under Directive 2000/60/EC (Substance assessment: terbutryn). Entec UK Limited. 2011. https://circabc.europa.eu/webdav/CircaBC/env/wfd/Library/framework_directive/thematic_documents/priority_substances/supporting_substances/substance_impacts/Terbutryn.pdf. Accessed 25 Nov 2016.

  8. European Food Safety Authority. Conclusion on the peer review of the pesticide risk assessment of the active substance terbuthylazine. EFSA J. 2011;9:1969 (133 pages). http://www.efsa.europa.eu/sites/default/files/scientific_output/files/main_documents/1969.pdf. Accessed 25 Nov 2016.

  9. PAN Pesticide Database. Pesticide Action Network North America. 2014. http://www.pesticideinfo.org Accessed 25 Nov 2016.

  10. Thornton I, Butler D, Docx P, Hession M, Makropoulos C, McMullen M, et al. Pollutants in urban waste water and sewage sludge. Luxembourg: Office for Official Publications of the European Communities; 2001.

    Google Scholar 

  11. Belmonte Vega A, Garrido Frenich A, Martínez Vidal JL. Monitoring of pesticides in agricultural water and soil samples from Andalusia by liquid chromatography coupled to mass spectrometry. Anal Chim Acta. 2005;538:117–27.

    Article  CAS  Google Scholar 

  12. Helmer R, Hespanhol I. Water pollution control—a guide to the use of water quality management principles. London, UK: E & FN Spon; 1997.

    Google Scholar 

  13. Allinson G, Zhang P, Bui A, Allinson M, Rose G, Marshall S, et al. Pesticide and trace metal occurrence and aquatic benchmark exceedances in surface waters and sediments of urban wetlands and retention ponds in Melbourne, Australia. Environ Sci Pollut Res. 2015;22:10214–26.

    Article  CAS  Google Scholar 

  14. Dores EFGC, Spadotto CA, Weber OLS, Carbo L, Vecchiato AB, Pinto AA. Environmental behaviour of metolachlor and diuron in a tropical soil in the central region of Brazil. Water Air Soil Pollut. 2009;197:175–83.

    Article  CAS  Google Scholar 

  15. Köck-Schulmeyer M, Ginebreda A, Postigo C, Garrido T, Fraile J, López de Alda M, et al. Four-year advanced monitoring program of polar pesticides in groundwater of Catalonia (NE-Spain). Sci Total Environ. 2014;470–471:1087–98.

    Article  Google Scholar 

  16. List of emerging substances. NORMAN NETWORK. 2016. http://www.norman-network.net/?q=node/19 Accessed 25 Nov 2016.

  17. Székács A, Mörtl M, Darvas B. Monitoring pesticide residues in surface and ground water in Hungary: surveys in 1990–2015. J Chem. 2015;2015: ID 717948 (15 pages).

  18. Singer H, Jaus S, Hanke I, Lück A, Hollender J, Alder AC. Determination of biocides and pesticides by on-line solid phase extraction coupled with mass spectrometry and their behaviour in wastewater and surface water. Environ Pollut. 2010;158:3054–64.

    Article  CAS  Google Scholar 

  19. Fuhrmann A, Gans O, Weiss S, Haberhauer G, Gerzabek MH. Determination of bentazone, chloridazon and terbuthylazine and some of their metabolites in complex environmental matrices by liquid chromatography–electrospray ionization–tandem mass spectrometry using a modified QuEChERS method: an optimization and validation study. Water Air Soil Pollut. 2014;225:1944 (15 pages).

    Article  Google Scholar 

  20. Esteve-Romero J, Albiol-Chiva J, Peris-Vicente J. A review on development of analytical methods to determine monitorable drugs in serum and urine by micellar liquid chromatography using direct injection. Anal Chim Acta. 2016;926:1–16.

    Article  CAS  Google Scholar 

  21. Campíns-Falcó P, Verdú-Andrés J, Sevillano-Cabeza A, Herráez-Hernández R, Molins-Legua C, Moliner-Martinez Y. In-tube solid-phase microextraction coupled by in valve mode to capillary LC-DAD: improving detectability to multiresidue organic pollutants analysis in several whole waters. J Chromatogr A. 2010;1217:2695–702.

    Article  Google Scholar 

  22. Stasinakis AS, Kotsifa S, Gatidou G, Mamais D. Diuron biodegradation in activated sludge batch reactors under aerobic and anoxic conditions. Water Res. 2009;43:1471–9.

    Article  CAS  Google Scholar 

  23. Alister C, Araya M, Kogan M. Effects of physicochemical soil properties of five agricultural soils on herbicide soil adsorption and leaching. Cienc Inv Agr. 2011;38:243–51.

    Article  Google Scholar 

  24. Bicalho STT, Langenbach T, Rodrigues RR, Correia FV, Hagler AN, Matallo MB, et al. Herbicide distribution in soils of a riparian forest and neighboring sugar cane field. Geoderma. 2010;158:392–7.

    Article  CAS  Google Scholar 

  25. Lourencetti C, Rodrigues de Marchi MR, Ribeiro ML. Determination of sugar cane herbicides in soil and soil treated with sugar cane vinasse by solid-phase extraction and HPLC-UV. Talanta. 2008;77:701–9.

    Article  CAS  Google Scholar 

  26. Rose MT, Sanchez-Bayo F, Crossan AN, Kennedy IR. Pesticide removal from cotton farm tailwater by a pilot-scale ponded wetland. Chemosphere. 2006;63:1849–58.

    Article  CAS  Google Scholar 

  27. Molins C, Hogendoorn EA, Dijkman E, Heusinkveld HAG, Baumann RA. Determination of linuron and related compounds in soil by microwave-assisted solvent extraction and reversed-phase liquid chromatography with UV detection. J Chromatogr A. 2000;869:487–96.

    Article  CAS  Google Scholar 

  28. Pinto JSS, Lanças FM. Construction and evaluation of a simple pressurized solvent extraction system. J Braz Chem Soc. 2009;20:913–7.

    Article  CAS  Google Scholar 

  29. Wu S, Xu Z, Tang Y, Zuo X, Lai J. Recognition characteristics of molecularly imprinted microspheres for triazine herbicides using hydrogen-bond array strategy and their analytical applications for corn and soil samples. J Chromatogr A. 2011;1218:1340–6.

    Article  CAS  Google Scholar 

  30. Kaur M, Rani S, Malik AK, Aulakh JS. Microextraction by packed sorbent–high-pressure liquid chromatographic–ultra violet analysis of endocrine disruptor pesticides in various matrices. J Chromatogr Sci. 2014;52:977–84.

    Article  CAS  Google Scholar 

  31. Shah J, Jan MR, Ara B, Shehzad FN. Quantification of triazine herbicides in soil by microwave-assisted extraction and high-performance liquid chromatography. Environ Monit Assess. 2011;178:111–9.

    Article  CAS  Google Scholar 

  32. Gałuszka A, Migaszewski Z, Namiesnik J. The 12 principles of green analytical chemistry and the SIGNIFICANCE mnemonic of green analytical practices. TrAC Trend Anal Chem. 2013;50:78–84.

    Article  Google Scholar 

  33. Beltrán-Martinavarro B, Peris-Vicente J, Rambla-Alegre M, Marco-Peiró S, Esteve-Romero J, Carda-Broch S. Quantification of melamine in drinking water and wastewater by micellar liquid chromatography. J AOAC Int. 2013;96:870–4.

    Article  Google Scholar 

  34. Romero-Cano R, Kassuha D, Peris-Vicente J, Roca-Genovés P, Carda-Broch S, Esteve-Romero J. Analysis of thiabendazole, 4-tert-octylphenol and chlorpyrifos in waste and sewage water by direct injection–micellar liquid chromatography. Analyst. 2015;40:1739–46.

    Article  Google Scholar 

  35. Peris-Vicente J, Marzo-Mas A, Roca-Genovés P, Carda-Broch S, Esteve-Romero J. Use of micellar liquid chromatography for rapid monitoring of fungicides post harvest applied to citrus wastewater. J Environ Sci. 2016;42:284–92.

    Article  Google Scholar 

  36. Chin-Chen ML, Rambla-Alegre M, Durgbanshi A, Bose D, Mourya SK, Esteve-Romero J, et al. Determination of carbamate pesticides using micellar liquid chromatography. Int J Anal Chem. 2012; 2012:ID 809513 (7 pages).

  37. Boichenko AP, Loginova LP, Kulikov AU. Micellar liquid chromatography (review). Part 1. Fundamentals, retention models and optimization of separation. Methods Objects Chem Anal. 2007;2:92–116.

    Google Scholar 

  38. The FEM Method Validation Team. Validation and Peer Review of U.S. Environmental Protection Agency Chemical Methods of Analysis. U.S. Environmental Protection Agency. 2005. http://www2.epa.gov/sites/production/files/2015-01/documents/chemmethod_validity_guide.pdf Accessed 25 Nov 2016.

  39. Garrido-Cano I, García-García A, Peris-Vicente J, Ochoa-Aranda E, Esteve-Romero J. A method to quantify several tyrosine kinase inhibitors in plasma by micellar liquid chromatography and validation according to the European Medicines Agency guidelines. Talanta. 2015;144:1287–95.

    Article  CAS  Google Scholar 

  40. Beltán-Martinavarro B, Peris-Vicente J, Carda-Broch S, Esteve-Romero J. Development and validation of a micellar liquid chromatography based method to quantify melamine in swine kidney. Food Control. 2014;46:168–73.

    Article  Google Scholar 

  41. Pezzullo JC. Nonlinear least squares regression (curve fitter). In: Interactive statistical calculations. JCP Home Page. 2015. http://statpages.org/nonlin.html Accessed 25 Nov 2016.

  42. García-Alvarez-Coque MC, Ruiz-Angel MJ, Carda-Broch S. Micellar liquid chromatography: fundamentals. Anal Sep Sci. 2015;2:I:3:371–406.

  43. Snyder LR, Kirkland JJ. Introduction to modern liquid chromatography. 2nd ed. New York: Wiley; 1979.

  44. Dolan JW, Alsehli B. The role of the injection solvent. LCGC Eur. 2012;25:898–902.

  45. Miller JN, Miller JC. Statistics and chemometrics for analytical chemistry. 6th ed. Harlow, UK: Pearson Education Limited; 2010.

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Acknowledgments

This work was supported by the projects P1-1B2012-36 (Universitat Jaume I) and 11I358.01 (FACSA).

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Authors and Affiliations

  1. Departamento de Química Física i Analítica, ESTCE, Universitat Jaume I, Campus de Riu Sec, 12071, Castelló, Spain

    Susana Pitarch-Andrés, Pasqual Roca-Genovés, Juan Peris-Vicente & Josep Esteve-Romero

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  1. Susana Pitarch-Andrés
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  2. Pasqual Roca-Genovés
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  3. Juan Peris-Vicente
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Correspondence to Juan Peris-Vicente.

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Pitarch-Andrés, S., Roca-Genovés, P., Peris-Vicente, J. et al. Determination of diuron, terbuthylazine, and terbutryn in wastewater and soil by micellar liquid chromatography. Anal Bioanal Chem 409, 2037–2049 (2017). https://doi.org/10.1007/s00216-016-0151-3

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  • DOI: https://doi.org/10.1007/s00216-016-0151-3

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