Abstract
Electrochemistry can be a valuable instrument to preserve the aquatic environment, first, by elucidating the oxidation-reduction mechanisms of substances having toxicological potential at laboratory scale; second, by aiding through extrapolation to comprise the evolution and fate in the environment of these pollutants and, finally, by establishing the basis of some electrochemical deactivation processes at industrial scale. In this way, this paper deals on studies of a type of highly pollutant substances for the aquatic media such as the S-triazines. The first part of the paper is focused to show the electrochemical reduction behavior of some S-triazines (eleven compounds have been studied). Later, the probable consequences at natural scale of these electroreductive processes are evaluated. Thus, the electrochemical reduction of diluted solutions of s-triazine herbicides and parent compounds takes place at potentials of −0.90 to −1.20 V, at very acidic pH values. The electroreduction products generated in all cases have loss the aromaticity and, depending on the compound, the chlorine atom or the –SCH3 group. So, the resulting molecules present lower toxicity than the original compounds. For this reason, the electroreductive way can be an efficient option for the detoxification of S-triazine polluted waters. On the other hand, the natural deactivation of the s-triazines present in natural waters, in addition to the conventional photooxidative route taking place in well illuminated and oxygenated waters, could take place through the reductive process when the waters are essentially anoxic, acidic, and rich in suspended materials. This natural reduction, moreover, could favour the later oxidation or metabolization of the byproducts emanating of the original plaguicides. Finally, the reduction of S-triazines, both forced (industrial water depuration via electrochemical reduction) and no forced (natural aquatic media) requires more negative redox potentials, that is, more reductive environments as the molecules become more complex.
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References
Arnold, S. M., Hickey, W. J. and Harris, R. F.: 1995, ‘Degradation of atrazine using Fenton’s reagent: Condition optimization, transformation kinetics and product identification’, Environ. Sci. Technol. 29, 2083–2089.
BeltrÁn, F. J., GonzÁlez, M. and Álvarez, P.: 1997, ‘Tratamiento de aguas mediante oxidaciÓn avanzada (I): Procesos con ozono, radiaciÓn ultravioleta, y combinaciÓn ozono/radiaciÓn ultravioletay’, IngenieryÍa QuÍmica 330, 161–167.
CaÑizares, P., GarcÍa-GÓmez, J., Lobato, J. and Rodrigo, M. A.: 2003, ‘Viabilidad econÓmica de los tratamientos electroquÍmicos de efluentes acuosos industriales contaminados con materia orgÁnica’, QuÍmica e Industria 50(9), 574–590.
Capafons Ros C., OrÚs Lacort Ma. A. and Tusell Ossourd, E.: 2004, ‘Incidencia de la toxicidad en los vertidos industriales’, XXIV Technical Workshop of the Spanish Water Supplier Assoc. (AEAS), Acts-Vol. I, 185–199, Barcelona.
Experts Comission of the European Union. Directorate-General XI. Environment, Nuclear Safety and Civil Protection: 1998, ‘Prioritisation of substances dangerous to the aquatic environment; Minutes of the experts meeting of 2 and 3 July 1998’, M0207WD3, Brussels (Belgium).
Higuera, M. J., Ruiz Montoya, M., MarÍn GalvÍn, R. and RodrÍguez Mellado, J. M.: 1999, ‘A contribution to he study of the electroreduction of 2-choro-4,6-di(ethylamino)-1,3,5 triazine (simazine) on mercury electrodes’, J. Electroanal. Chem. 474(2), 174–181.
Higuera, M. J., Ruiz Montoya, M., MarÍyn GalvÍyn, R. and RodrÍyguez Mellado, J. M.: 1999,‘A contribution to he study of the electroreduction of 2-choro-4,6-di(ethylamino)-1,3,5 triazine (simazine) on mercury electrodes’J. Electroanal. Chem. 474(2), 174–181.
Higuera, M. J., Ruiz Montoya, M. and RodrÍguez Mellado, J. M.: 1999b, ‘On the electroreduction mechanism of 4-chloro-2,6-diisopropylamino-s-triazine (propazine) on mercury electrodes’, Electrochem. Commun. 1, 184–189.
Higuera, M. J.: 2003, ‘Contaminantes antropogÉnicos del medio ambiente: Comportamiento electroquÍmico de herbicidas s-triazÍnicos’, Doctoral Thesis, Faculty of Sciences, University of CÓrdoba.
Higuera, M., Ruiz Montoya, M., MarÍn GalvÍn, R. and RodrÍguez Mellado, J. M.: 2003, ‘Some aspects on the electrochemical behaviour atrazine and propazine on mercury electrodes’, Bulletin of Electrochemistry 19(11), 513–520.
Larson, R. A., Schlauch, M. B. and Marley, K. A.: 1991, ‘Ferric ion promoted photodecomposition of triazines’, J. Agric. Food Chem. 39, 2057–2062.
MarÍn GalvÍn, R.: 1995, ‘AnÁlisis de Aguas y Ensayos de Tratamiento: Principios y Aplicaciones’, Ed. GPESA, Barcelona (Spain).
MarÍn GalvÍn, R.: 2003, ‘FisicoquÍmica y MicrobiologÍa de los Medios AcuÁticos. Tratamiento y Control de Calidad de Aguas’, Ed. DÍaz de Santos, Madrid (Spain).
MarÍn GalvÍn, R., Alonso PÉrez de Siles, L., Chamber PÉrez, I. and JimÉnez Perona, I.: 2005, ‘AplicaciÓn del biotest de la bioluminiscencia a algunos efluentes industriales de la ciudad de CÓrdoba’ (in press).
MarÍn GalvÍn, R.: unpublished results.
MarÍn GalvÍn, R. and RodrÍguez Mellado, J. M.: 1993, ‘A note on the use of chlorine dioxide vs chlorine for potable water treatment’, Water SA 19(3), 231–234 (an references cited therein).
MarÍn GalvÍn, R., Angulo, M. and RodrÍguez Mellado, J. M.: 1995, ‘A contribution to the study of the natural dynamics of pyrithione (2-mercaptopyridine N-oxide)’, Europ. Water Pollut. Control 5(3), 27–29.
MarÍn GalvÍn, R., RodrÍguez Mellado, J. M. and Ruiz Montoya, M. 1998a, ‘A contribution to the study of the natural dynamics of pyrithione (2-mercaptopyridine N-oxide) (II): Deactivation by direct chemical and adsorptive oxidation’, Europ. Water Management 51(4), 61– 64.
MarÍn GalvÍn, R. and RodrÍguez Mellado, J. M. 1998b, ‘Potassium permanganate as pre-oxidant in a reverse osmosis water plant’, Water SA 24(4), 361–364 (an references cited therein).
MarÍn GalvÍn, R., RodrÍguez Mellado, J. M., Higuera, M. J. and Ruiz Montoya, M.: 2000, ‘ContaminaciÓn de aguas por herbicidas S-triazÍnicos. Estudio electroquÍmico de la desactivaciÓn reductiva de simazina y propazina’, TecnologÍa del Agua 199, 25–31.
MarÍn GalvÍn, R., RodrÍguez Mellado, J. M., Higuera, M. J. and Ruiz Montoya, M.: 2001, ‘Reductive detoxification of the S-triazine herbicides simazine and propazine at laboratory scale’, Bulletin of Electrochemistry 17(2), 49–55.
MarÍn GalvÍn, R., RodrÍguez Mellado, J. M. and Angulo Lucena, M.: 2001b, ‘AplicaciÓn de tÉcnicas electroquÍmicas en estudios de desactivaciÓn de contaminantes orgÁnicos de las aguas: PiritiÓn, Simazina y Propazina’, XVth Technical Meeting of the Andalusian Assoc. of Water and Wastewater Suppliers, http://www.asociacion-asa.es/ModuloIV/Jornadas/56/MARIN.
MarÍn GalvÍn, R., RodrÍguez Mellado, J. M. and Angulo Lucena, M.: 2002, ‘DescontaminaciÓn de aguas por herbicidas S-triazÍnicos. Proceso electroquÍmico para la desactivaciÓn de la prometrina, desmetrina y terbutrina’, TecnologÍa del Agua 221, 49–54.
MarÍn GalvÍn, R., RodrÍguez Mellado, J. M. and Ruiz Montoya, M.: 2004, ‘Herbicidas y precursores S-triazÍnicos en aguas: comportamiento electroquÍmico y posibilidades de su desactivaciÓn reductiva’, Tecnol. Agua 252, 56–66.
Pelizzeti, E., Maurino, V., Minero, C., Carlin, V., Parmauro, E., Zerbinati, O. and Tosato, M.: 1990, ‘Photocatalytic degradation of atrazine and other s-triazine herbicides’, Environ. Sci. Technol. 24, 1559–1565.
PÉrez Morales, R.: 2002, ‘CaracterizaciÓn electroquÍmica y espectroscÓpica de compuestos s-triazÍnicos: Precursores de herbicidas de la familia de la atrazina’, Doctoral Tesis, Faculty of Sciences, University of CÓrdoba.
PÉrez, R., MarÍn GalvÍn, R., RodrÍguez Mellado, J. M. and Ruiz Montoya, M.: 2002, ‘A contribution to the study of the electroreduction of 2,4-1,3,5-diamino triazine on mercury electrodes’, J. of the Electrochemical Society 149(8), E306–E310.
PÉrez, R., MarÍn GalvÍn, R., RodrÍguez Mellado, J.M. and Ruiz Montoya, M.: 2003, ‘On the electroreduction mechanism of 2-chloro-4,6-diamino-1,3,5-triazine on mercury electrodes’, J. of the Electrochemical Society 150(8), E389–E395.
Rivera, J., Fraisse, D., Ventura, F., Caixach, J., Figueras, A. and Guardiola, J.: 1987, ‘GC/MS, HPLC and FAB mass spectrometric analysis of organic micropollutants in Barcelona’s water supply’, Fresenius A. Anal. Chem. 328, 257–277.
RodrÍguez Mellado, J. M.: 2000, ‘The use of DP polarography in the elucidation of organic electrode reactions’, Electrochem. Commun. 2, 612–617 and references therein cited.
RodrÍguez Mellado, J. M. and MarÍn GalvÍn, R.: 1999, FÍsicoquÍmica de Aguas, Ed. DÍaz de Santos, Madrid (Spain).
RodrÍguez Mellado, J. M., MarÍn GalvÍn, R., Higuera, M. J. and Ruiz Montoya, M.: 2002, ‘Electrochemical reduction of triazine herbicides and parent compounds’, Trends in Heterocyclic Chemistry, vol. 8, Ed. Council of Scientific Research Integration, Trivadrum (India), 155–167.
RodrÍguez Mellado, J. M., MarÍn GalvÍn, R. and Ruiz Montoya, M.: 2004, ‘Anthropogenic pollutants of the environment: electrochemical studies on herbicides and fungicides’, Trends in Electrochemistry and Corrosion at the Beginning of the 21st Century, Ed. Publications i Edicions de la Universitat de Barcelona, Barcelona (Spain), 335–357.
Spanish Environmental Ministry. RD 995/2000, of june-2-2.000, about quality objectives to certains pollutants substances (Madrid, BOE 147, June-20-2.000).
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GalvÍn, R., Montoya, M.R., Higuera, M.J. et al. Possibility of Reductive Deactivation of S-Triazines and Parent Compounds on Waters and Sediments. Water Air Soil Pollut 165, 347–364 (2005). https://doi.org/10.1007/s11270-005-6913-8
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DOI: https://doi.org/10.1007/s11270-005-6913-8