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Interactions of pesticides with clays and layered double hydroxides: a review

  • J. Cornejo (a1), R. Celis (a1), I. Pavlovic (a2) and M. A. Ulibarri (a2)

Abstract

The increasing presence of pesticides in natural ecosystems has stimulated research to look for improved adsorbent materials which can be used to remediate and prevent soil and water contamination by these compounds. Among the different materials that have been assayed as adsorbents of pesticides are natural clay minerals, particularly 2:1 phyllosilicates and their structurally complementary synthetic analogues layered double hydroxides (LDHs). The great interest in natural clays and LDHs as adsorbent materials is mainly related to the large specific surface areas associated with their layered structure, the ease with which they are obtained or synthesized, and the possibility of modifying their surfaces to increase their affinity for specific adsorbates. This review summarizes the adsorptive properties of natural clays and LDHs for pesticides and related organic compounds. Particular emphasis is given to the surface modification of clay minerals and LDHs with organic ions as a strategy to improve the efficiency of these materials as pesticide adsorbents. Potential applications of unmodified and modified clays and LDHs as adsorbents to prevent and remediate soil and water contamination by pesticides are also discussed.

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Aguer, J.P., Hermosín, M.C., Calderón, M.J. & Cornejo, J. (2000) Fenuron sorption by homoionic natural and modified smectites. Journal of Environmental Science and Health Part B, 35, 279296.
Akçay, G. & Yurdakoç, K. (2000) Removal of various phenoxyalkanoic acid herbicides from water by organo-clays. Acta Hydrochimica et Hydrobiologica, 28, 300304.
Amin, S. & Jayson, G.G. (1996) Humic substance uptake by hydrotalcites and PILCs. Water Research, 30, 299977.
Anirudhan, T.S. & Ramachandran, M. (2006) Adsorptive removal of tannin from aqueous solutions by cationic surfactant-modified bentonite clay. Journal of Colloid and Interface Science, 299, 116124.
Bailey, G.W., White, J.L. & Rothberg, T. (1968) Adsorption of organic herbicides by montmorillonite: role of pH and chemical character of adsorbate. Soil Science Society of America Proceedings, 32, 222234.
Barrer, R.M. & Reay, J.S.S. (1957) Sorption and intercalation by methyl-ammonium montmorillonites. Transactions of the Faraday Society, 53, 12531261.
bin Hussein, M.Z., Yahaya, A.H., Zainal, Z. & Kian, L.H. (2005) Nanocomposite-based controlled release formulation of a herbicide, 2, 4-dichlorophenoxyacetate incapsulated in zinc-aluminium-layered double hydroxide. Science and Technology of Advanced Materials, 6, 956962.
Boyd, S.A., Shaobai, S., Lee, J.F. & Mortland, M.M. (1988) Pentachlorophenol sorption by organo-clays. Clays and Clay Minerals, 36, 125130.
Boyd, S.A., Jaynes, W.F. & Ross, B.S. (1991) Immobilization of organic contaminants by organoclays: application to soil restoration and hazardous waste containment. Pp. 181200 in: Organic Substances and Sediments in Water (Baker, R.A., editor). Vol 1. CRC Press, Boca Raton, Florida, USA.
Brixie, J.M. & Boyd, S.A. (1994) Treatment of contaminated soils with organoclays to reduce leachable pentachlorophenol. Journal of Environmental Quality, 23, 12831290.
Bruna, F., Pavlovic, I., Barriga, C., Cornejo, J. & Ulibarri, M.A. (2006) Adsorption of pesticides carbetamide and metamitron on organohydrotalcite. Applied Clay Science, 33, 116124.
Cardoso, L.P., Celis, R., Cornejo, J. & Valim, J.B. (2006) Layered double hydroxides as supports for the slow release of acid herbicides. Journal of Agricultural and Food Chemistry, 54, 59685975.
Cardoso, E. & Valim, J.B. (2006) Study of acids herbicides removal by calcined Mg-Al-CO3-LD. Journal of Physics and Chemistry of Solids, 67, 987993.
Carmody, O., Frost, R., Xi, Y.F. & Kokot, S. (2007) Adsorption of hydrocarbons on organo-clays: implications for oil spill remediation. Journal of Colloid and Interface Science, 305, 1724.
Carrizosa, M.J., Calderón, M.J., Hermosín, M.C. & Cornejo, J. (2000) Organosmectite as sorbent and carrier of the herbicide bentazone. Science of the Total Environment, 247, 285293.
Carrizosa, M.J., Koskinen, W.C., Hermosín, M.C. & Cornejo, J. (2001) Dicamba adsorption-desorption on organoclays. Applied Clay Science, 18, 223231.
Cavani, F., Trifiro, F. & Vaccari, A. (1991) Hydrotalcite-type anionic clays: preparation, properties and applications. Catalysis Today, 11, 173301.
Celis, R., Cornejo, J., Hermosín, M.C. & Koskinen, W.C. (1997) Sorption-desorption of atrazine and simazine by model soil colloidal components. Soil Science Society of America Journal, 61, 436443.
Celis, R., Koskinen, W.C., Cecchi, A., Bresnahan, G., Carrisoza, M.J., Ulibarri, M.A., Pavlovic, I. & Hermosín, M.C. (1999) Sorption of the ionizable pesticide imazamox by organoclays and organohydrotalcites. Journal of Environmental Science and Health Part B, 34, 929941.
Celis, R., Koskinen, W.C., Hermosín, M.C., Ulibarri, M.A. & Cornejo, J. (2000a) Triadimefon interactions with organoclays and organohydrotalcites. Soil Science Society of America Journal, 64, 3643.
Celis, R., Hermosín, M.C. & Cornejo, J. (2000b) Heavy metal adsorption by functionalized clays. Environmental Science and Technology, 34, 45934599.
Celis, R., Hermosín, M.C., Carrizosa, M.J. & Cornejo, J. (2002a) Inorganic and organic clays as carriers for controlled release of the herbicide hexazinone. Journal of Agricultural and Food Chemistry, 50, 23242330.
Celis, R., Hermosín, M.C., Cornejo, L., Carrizosa, M.J. & Cornejo, J. (2002b) Clay-herbicide complexes to retard picloram leaching in soil. International Journal of Environmental Analytical Chemistry, 82, 503517.
Chisem, I.C. & Jones, W. (1994) Ion-exchange properties of lithium aluminum layered double hydroxides. Journal of Materials Chemistry, 4, 17371744.
Choy, J.H., Choi, S.J., Oh, J.M. & Park, T. (2007) Clay minerals and layered double hydroxides for novel biological applications. Applied Clay Science, 36, 122132.
Clearfield, A., Kieke, M., Kwan, J., Colon, J.L. & Wang, R.C. (1991) Intercalation of dodecyl-sulfate into layered double hydroxides. Journal of Inclusion Phenomena and Molecular Recognition in Chemistry, 11, 361378.
Cornejo, J., Celis, R., Cox, L. & Hermosín, M.C. (2004) Pesticide-clay interactions and formulations. Pp. 247266 in: Clay Surfaces: Fundamentals and Applications (Wypych, F. & Satyanarayana, K.G., editors). Elsevier, Amsterdam.
Cowan, C.T. & White, D. (1963) Adsorption by organoclay complexes. Pp. 459467 in: The Ninth National Conference on Clays and Clay Minerals (Swineford, A., editor). Pergamon Press, New York.
Cox, L., Hermosín, M.C. & Cornejo, J. (1995) Adsorption mechanisms of thiazafluron in mineral soil clay components. European Journal of Soil Science, 46, 431438.
Cruz-Guzmán, M., Celis, R., Hermosín, M.C. & Cornejo, J. (2004) Adsorption of the herbicide simazine by montmorillonite modified with natural organic cations. Environmental Science and Technology, 38, 180186.
Cruz-Guzmán, M., Celis, R., Hermosín, M.C., Koskinen, W.C. & Cornejo, J. (2005) Adsorption of pesticides from water by functionalized organobentonites. Journal of Agricultural and Food Chemistry, 53, 75027511.
Cruz-Guzmán, M., Celis, R., Hermosín, M.C., Koskinen, W.C., Nater, E.A. & Cornejo, J. (2006) Heavy metal adsorption by montmorillonites modified with natural organic cations. Soil Science Society of America Journal, 70, 215221.
Daza, L., Mendioroz, S. & Pajares, J.A. (1991) Mercury adsorption by sulfurized fibrous silicates. Clays and Clay Minerals, 39, 1421.
de Roy, A., Forano, C., El Malki, K. & Besse, J.P. (1992) Expanded clays and other microporous solids. Pp. 108169 in: Synthesis of Microporous Materials (Occeli, M.L. and Robson, H.E., editors). Van Nostrand Reinhold, New York.
del Arco, M., Fernández, A., Martín, C. & Rives, V. (2007) Intercalation of mefenamic and meclofenamic acid anions in hydrotalcite-like matrixes. Applied Clay Science, 36, 133140.
Dias, N.L., Gushikem, Y. & Polito, W.L. (1995) 2- Mercaptobenzothiazole clay as matrix for sorption and preconcentration of some heavy metals from aqueous solution. Analytica Chimica Acta, 306, 167172.
El-Nahhal, Y., Nir, S., Polubesova, T., Margulies, L. & Rubin, B. (1998) Leaching, phytotoxicity, and weed control of new formulations of alachlor. Journal of Agricultural and Food Chemistry, 46, 33053313.
El-Nahhal, Y., Nir, S., Serban, C., Rabinovitz, O. & Rubin, B. (2001) Organo-clay formulation of acetochlor for reduced movement in soil. Journal of Agricultural and Food Chemistry, 49, 53645371.
Esumi, K. & Yamamoto, S. (1998) Adsorption of sodium dodecyl sulfate on hydrotalcite and adsolubilization of 2-naphtol. Colloids and Surfaces A, 137, 385388.
Farmer, V.C. & Mortland, M.M. (1966) An infrared study of the co-ordination of pyridine and water to exchangeable cations in montmorillonite and saponite. Journal of the Chemical Society A, 3, 344351.
Fernández-Pérez, M., Villafranca-Sánchez, M., Flores-Céspedes, F., Garrido-Herrera, F.J. & Pérez-García, S. (2005) Use of bentonite and activated carbon in controlled release formulations of carbofuran. Journal of Agricultural and Food Chemistry, 53, 66976703.
Fetter, G., Ramos, E., Olguin, M.T., Bosh, P., Lopez, T. & Bulbulian, S. (1997) Sorption of I-by hydrotalcites. Journal of Radioanalytical and Nuclear Chemistry, 222, 6366.
Frenkel, M. (1973) Surface acidity of montmorillonites. Clays and Clay Minerals, 22, 435441.
Gerstl, Z., Nasser, A. & Mingelgrin, U. (1998) Controlled release of pesticides into soils from clay-polymer formulations. Journal of Agricultural and Food Chemistry, 46, 37973802.
Gevao, B., Semple, K.T. & Jones, K.C. (2000) Bound pesticide residues in soils: a review. Environmental Pollution, 108, 314.
Giles, C.H., MacEwan, T.H., Nakhwa, S.N. & Smith, D. (1960) Studies in adsorption. Part XI. A system of classification of solution adsorption isotherms and its use in diagnosis of adsorption mechanisms and in measurement of the specific surface areas of solids. Journal of the Chemical Society, 3, 39733993.
Gonen, Y. & Rytwo, G. (2006) Using the dual-mode model to describe adsorption of organic pollutants onto an organoclay. Journal of Colloid and Interface Science, 299, 95101.
González-Pradas, E., Villafranca-Sánchez, M., Gallego-Campo, A., Ureña-Amate, D. & Fernández-Pérez, M. (1997) Removal of atrazine from aqueous solution by natural and activated bentonite. Journal of Environmental Quality, 26, 12881291.
González-Pradas, E., Villafranca-Sánchez, M., Gallego-Campo, A., Ureña-Amate, D. & Fernández-Pérez, M. (1999) Removal of linuron from water by natural and activated bentonite. Journal of Chemical Technology and Biotechnology, 74, 4954.
Groisman, L., Rav-Acha, C., Gerstl, Z. & Mingelgrin, U. (2004a) Sorption of organic compounds of varying hydrophobicities from water and industrial wastewater by long- and short-chain organoclays. Applied Clay Science, 24, 159166.
Groisman, L., Rav-Acha, C., Gerstl, Z. & Mingelgrin, U. (2004b) Sorption and detoxification of toxic compounds by a bifunctional organoclay. Journal of Environmental Quality, 33, 19301936.
Haque, R. & Sexton, R. (1968) Kinetic and equilibrium study of the adsorption of 2,4-dichlorophenoxy acetic acid on some surfaces. Journal of Colloid and Interface Science, 27, 818827.
Hermosín, M.C. & Cornejo, J. (1992) Removing 2,4-D from water by organo-clays. Chemosphere, 24, 14931503.
Hermosín, M.C. & Cornejo, J. (1993) Binding mechanism of 2,4-dichlorophenoxyacetic acid by organoclays. Journal of Environmental Quality, 22, 325331.
Hermosín, M.C., Pavlovic, I., Ulibarri, M.A. & Cornejo, J. (1993) Trichlorophenol adsorption on layered double hydroxide: a potential sorbent. Journal of Environmental Science and Health Part A, 28, 18751888.
Hermosín, M.C., Pavlovic, I., Ulibarri, M.A. & Cornejo, J. (1996) Hydrotalcite as sorbent for trinitrophenol: sorption capacity and mechanism. Water Research, 30, 171177.
Hermosín, M.C. & Rodríguez, J.L.P. (1981) Interaction of chlordimeform with clay minerals. Clays and Clay Minerals, 29, 143152.
Hermosín, M.C., Ulibarri, M.A., Mansour, M. & Cornejo, J. (1992) Assaying sorbents for 2,4-dichlorophenoxyacetic acid from water. Fresenius Environmental Bulletin, 1, 472481.
Hernández-Moreno, M.J., Ulibarri, M.A., Rendón, J.L. & Serna, C. (1985) IR characteristics of hydrotalcitelike compounds. Physics and Chemistry of Minerals, 12, 3438.
Houri, B., Legrouri, A., Barroug, A., Forano, C. & Besse, J.P. (1998). Use of the ion-exchange properties of layered double hydroxides for water purification. Czechoslovak Chemical Communications, 63, 732740.
Hundal, L.S., Thompson, M.L., Laird, D.A. & Carmo, A.M. (2001) Sorption of phenanthrene by reference smectites. Environmental Science and Technology, 35, 34563461.
Inacio, J., Taviot-Guého, C., Forano, C. & Besse, J.P. (2001) Adsorption of MCPA pesticide by MgAllayered double hydroxides. Applied Clay Science, 18, 255264.
Jaynes, W.F. & Boyd, S.A. (1991a) Clay mineral type and organic compound sorption by hexadecyltrimethy-lammonium-exchanged clays. Soil Science Society of America Journal, 55, 4348.
Jaynes, W.F. & Boyd, S.A. (1991b) Hydrophobicity of siloxane surfaces in smectites as revealed by aromatic hydrocarbon adsorption from water. Clays and Clay Minerals, 39, 428436.
Jaynes, W.F. & Vance, G.F. (1996) BTEX sorption by organo-clays: cosorptive enhancement and equivalence of interlayer complexes. Soil Science Society of America Journal, 60, 17421749.
Jones, T.R. (1983) The properties and uses of clays which swell in organic solvents. Clay Minerals, 18, 399410.
Jordan, J.W. (1949) Organophilic bentonites. I. Swelling in organic liquids. Journal of Physical and Colloid Chemistry, 53, 294306.
Kanezaki, E. (2004) Preparation of layered double hydroxides. Pp. 345373 in: Clay Surfaces: Fundamentals and Applications (Wypych, F. & Satyanarayana, K.G., editors). Elsevier, Amsterdam.
Khan, S.U. (1980) Physicochemical processes affecting pesticides in soil. Pp. 29118 in: Pesticides in the Soil Environment (Wakeman, R.J., editor). Elsevier, Amsterdam.
Klumpp, E., Contreras-Ortega, C., Klahre, P., Tino, F.J., Yapar, S., Portillo, C., Stegan, S., Queirolo, F. & Schwuger, M.J. (2004) Sorption of 2,4-dichlorophenol on modified hydrotalcite. Colloids and Surfaces A, 230, 111116.
Koskinen, W.C. & Harper, S.S. (1990) The retention process: mechanisms. Pp. 5177 in: Pesticides in the Soil Environment: Processes, Impacts and Modeling (Cheng, H.H., editor). Soil Science Society of America, Madison, U.S.A.
Kovanda, F., Kovacsova, E. & Kolousek, D. (1999) Removal of anions from solution by hydrotalcite and regeneration of used sorbent in repeated calcinationrehydratation- anion exchange processes. Collection of Czechoslovak Chemical Communications, 64, 15171528.
Lagaly, G. (1982) Layer charge heterogeneity in vermiculites. Clays and Clay Minerals, 30, 215222.
Lagaly, G. (1986) Smectitic clays as ionic macromolecules. Pp. 77140 in: Developments of Ionic Polymers (Wilson, A.D. & Prosser, H.J., editors). Vol. 2, Elsevier, London.
Lagaly, G. (2001) Pesticide-clay interactions and formulations. Applied Clay Science, 18, 205209.
Lagaly, G. & Beneke, K. (1991) Intercalation and exchange reactions of clay minerals and non-clay layer compounds. Colloid and Polymer Science, 269, 11981211.
Laird, D.A. (1996) Interactions between atrazine and smectite surfaces. Pp. 86100 in: Herbicide Metabolites in Surface Water and Ground Water. (Meyer, M.T. & Thurman, E.M., editors). ACS Symposium Series, American Chemical Society, Washington D.C.
Lakraimi, M., Legrouri, A., Barroug, A., de Roy, A. & Besse, J.P. (2000) Preparation of a new stable hybrid material by chloride-2,4-dichlorophenoxyacetate ion exchange into the zinc-aluminium-chloride layered double hydroxide. Journal of Materials Chemistry, 10, 10071011.
Lee, J.J., Choi, J. & Park, J.W. (2002) Simultaneous sorption of lead and chlorobenzene by organobentonite. Chemosphere, 49, 13091315.
Lee, J.F., Crum, J.R. & Boyd, S.A. (1989) Enhanced retention of organic contaminants by soils exchanged with organic cations. Environmental Science and Technology, 23, 13651372.
Lee, J.F., Mortland, M.M., Chiou, C.T., Kile, D.E. & Boyd, S.A. (1990) Adsorption of benzene, toluene, and xylene by two tetramethylammonium-smectites having different layer charge densities. Clays and Clay Minerals, 38, 113120.
Lemke, S.L., Grant, P.G. & Phillips, T.D. (1998) Adsorption of searalenone by organophilic montmorillonite clay. Journal of Agricultural and Food Chemistry, 46, 37893796.
Li, F., Zhang, F.H., Evans, D.G., Forano, C. & Duan, X. (2004) Structure and thermal evolution of Mg-Al layered double hydroxide containing interlayer organic glyphosate anions. Thermochimica Acta, 424, 1523.
Margulies, L., Stern, T. & Rubin, B. (1994) Slow release of s-ethyl dipropylcarbamothioate from clay surfaces. Journal of Agricultural and Food Chemistry, 42, 12231227.
Mercier, L. & Detellier, C. (1995) Preparation, characterization and applications as heavy metals sorbents of covalently grafted thiol functionalities on the inter-lamellar surface of montmorillonite. Environmental Science and Technology, 29, 13181323.
Meyn, M., Beneke, K. & Lagaly, G. (1990) Anion-exchange reactions of layered double hydroxides. Inorganic Chemistry, 29, 52015207.
Mishael, Y.G., Undabeytia, T., Rytwo, G., Papahadjopoulos-Sternberg, B., Rubin, B. & Nir, S. (2002a). Sulfometuron incorporation in cationic micelles adsorbed on montmorillonite. Journal of Agricultural and Food Chemistry, 50, 28562863.
Mishael, Y.G., Undabeytia, T., Rabinovitz, O., Rubin, B. & Nir, S. (2002b). Slow release formulations of sulfometuron incorporated in micelles adsorbed on montmorillonite. Journal of Agricultural and Food Chemistry, 50, 28642869.
Miyata, S. (1975) The syntheses of hydrotalcite-like compounds and their structures and physico-chemical properties. I. The systems Mg2+Al3+-NO3 , Mg2+Al3+-Cl, Mg2+Al3+-ClO4 , Ni2+Al3+-Cl and Zn2+Al3+-Cl . Clays and Clay Minerals, 23, 369375.
Miyata, S. (1980) Physicochemical properties of synthetic hydrotalcites in relation to composition. Clays and Clay Minerals, 28, 5056.
Miyata, S. (1983) Anion-exchange properties of hydrotalcite- like compounds. Clays and Clay Minerals, 31, 311319.
Moronta, A. (2004) Catalytic and adsorption properties of modified clay surfaces. Pp. 321344 in: Clay Surfaces: Fundamentals and Applications (Wypych, F. & Satyanarayana, K.G., editors). Elsevier, Amsterdam.
Mortland, M.M. (1970) Clay-organic interactions. Advances in Agronomy, 23, 75117.
Mortland, M.M. & Raman, K.V. (1968) Surface acidity of smectites in relation to hydration, exchangeable cation, and structure. Clays and Clay Minerals, 16, 393398.
Mortland, M.M., Shaobai, S. & Boyd, S.A. (1986) Clayorganic complexes as adsorbents for phenol and chlorophenols. Clays and Clay Minerals, 34, 581585.
Nir, S., Undabeytia, T., Yaron-Marcovich, D., El-Nahhal, Y., Polubesova, T., Serban, C., Rytwo, G., Lagaly, G. & Rubin, B. (2000) Optimization of adsorption of hydrophobic herbicides on montmorillonite preadsorbed by monovalent organic cations: interaction between phenyl rings. Environmental Science and Technology, 34, 12691274.
Pavan, P.C., Crepaldi, E.L., Gomes, G.A. & Valim, J.B. (1999) Adsorption of sodium dodecylsulfate on a hydrotalcite-like compound. Effect of temperature, pH and ionic strength. Colloids and Surfaces A, 154, 399410.
Pavlovic, I., Barriga, C., Hermosín, M.C., Cornejo, J. & Ulibarri, M.A. (2005) Adsorption of acidic pesticides 2,4-D, Clopyralid and Picloram on calcined hydrotalcite. Applied Clay Science, 30, 125133.
Pavlovic, I., Ulibarri, M.A., Hermosín, M.C. & Cornejo, J. (1996) Pesticide adsorption on organo-hydrotalcites. Pp. 4244 in: Advances in Clay Minerals (Ortega-Huertas, M., López-Galindo, A. & Palomo-Delgado, I., editors). Universidad de Granada, Granada, Spain.
Pavlovic, I., Ulibarri, M.A., Hermosín, M.C. & Cornejo, J. (1997) Sorption of an anionic surfactant from water by a calcined hydrotalcite-like sorbent. Fresenius Environmental Bulletin, 6, 266271.
Pernyeszi, T., Kasteel, R., Witthuhn, B., Klahre, P., Vereecken, H. & Klumpp, E. (2006) Organoclays for soil remediation: adsorption of 2,4-dichlorophenol on organoclay/aquifer material mixtures studied under static and flow conditions. Applied Clay Science, 32, 179189.
Polubesova, T., Nir, S., Rabinovitz, O., Borisover, M. & Rubin, B. (2003) Sulfentrazone adsorbed on micellemontmorillonite complexes for slow release in soil. Journal of Agricultural and Food Chemistry, 51, 34103414.
Ragavan, A., Khan, A. & O’Hare, D. (2006) Selective intercalation of chlorophenoxyacetates into the layered double hydroxide [LiAl2(OH)6]Cl·xH2O. Journal of Materials Chemistry, 16, 41554159.
Reichle, W.T. (1986) Synthesis of anionic clay minerals (mixed metal hydroxides, hydrotalcite). Solid State Ionics, 22, 135141.
Rives, V. (2001) Layered Double Hydroxides: Present and Future. Nova Science Publishers Inc., New York.
Rives, V. & Ulibarri, M.A. (1999) Layered double hydroxides (LDH) intercalated with metal coordination compounds and oxometalates. Coordination Chemistry Reviews, 181, 61120.
Roberts, M.G., Li, H., Teppen, J. & Boyd, S.A. (2006) Sorption of nitroaromatics by ammonium- and organic ammonium-exchanged smectite: shifts from adsorption/complexation to a partition-dominated processes. Clays and Clay Minerals, 54, 426434.
Rodríguez-Cruz, M.S., Sanchez-Martín, M.J., Andrades, M.S., Sánchez-Camazano, M. (2007) Modification of clay barriers with a cationic surfactant to improve the retention of pesticides in soils. Journal of Hazardous Materials Part B, 319, 363372.
Rytwo, G., Nir, S. & Margulies, L. (1995) Interactions of monovalent organic cations with montmorillonite: adsorption studies and model calculations. Soil Science Society of America Journal, 59, 554564.
Rytwo, G., Tavasi, M., Afuta, S. & Nir, S. (2004) Adsorption of difenzoquat on montmorillonite: model calculations and increase in hydrophobicity. Applied Clay Science, 24, 149157.
Sánchez-Martín, M.J., Rodríguez-Cruz, M.S., Andrades, M.S. & Sánchez-Camazano, M.S. (2006) Efficiency of different clay minerals modified with a cationic surfactant in the adsorption of pesticides: influence of clay type and pesticide hydrophobicity. Applied Clay Science, 31, 216228.
Sánchez-Martín, M.J., Villa, M.V. & Sánchez-Camazano, M. (1999) Glyphosate-hydrotalcite interaction as influenced by pH. Clays and Clay Minerals, 47, 777783.
Sato, T., Kato, K., Endo, T. & Shimada, M. (1986) Preparation and chemical properties of magnesium aluminium oxide solid solutions. Reactivity of Solids, 2, 253-260.
Serna, C.J., Rendón, J.L. & Iglesias, J. (1982) Crystal-chemical study of layered [Al2Li(OH)6]+X·nH2O. Clays and Clay Minerals, 30, 180184.
Serratosa, J.M., Johns, W.D. & Shimoyama, A. (1970) I. R. study of alkyl-ammonium vermiculite complexes. Clays and Clay Minerals, 18, 107113.
Sheng, G., Xu, S. & Boyd, S.A. (1999) A dual function organoclay sorbent for lead and chlorobenzene. Soil Science Society of America Journal, 63, 7378.
Smith, J.A., Jaffé, P.R. & Chiou, C.T. (1990) Effect often quaternary ammonium cations on tetrachloro-methane sorption to clay from water. Environmental Science and Technology, 24, 11671172.
Ulibarri, M.A., Pavlovic, I., Hermosín, M.C. & Cornejo, J. (1995) Hydrotalcite-like compounds as potential sorbents of phenols from water. Applied Clay Science, 10, 131145.
Undabeytia, T., Nir, S. & Rubin, B. (2000) Organo-clay formulations of the hydrophobic herbicide norflurazon yield reduced leaching. Journal of Agricultural and Food Chemistry, 48, 47674779.
Villa, M.V., Sánchez-Martín, M.J. & Sánchez-Camazano, M. (1999) Hydrotalcites and organohydrotalcites as sorbents for removing pesticides from water. Journal of Environmental Science and Health Part B, 34, 509525.
Walker, G.F. (1967) Interactions of n-alkylammonium ions with mica-type layer lattices. Clay Minerals, 7, 129143.
Wang, B., Zhang, H., Evans, D. & Duan, X. (2005) Surface modification of layered double hydroxides and incorporation of hydrophobic organic compounds. Materials Chemistry and Physics, 92, 190196.
Weber, J.B., Perry, P.W. & Upchurch, R.P. (1965) The influence of temperature and time on the adsorption of paraquat, diquat, 2,4-D and prometone by clays, charcoal, and an anion-exchange resin. Soil Science Society of America Proceedings, 29, 678688.
Weber, J.B. & Weed, S.B. (1968) Adsorption and desorption of diquat, paraquat and prometone by montmorillonitic and kaolinitic clay minerals. Soil Science Society of America Proceedings, 32, 485487.
Wu, J., Harwell, J.H. & O’Rear, E.A. (1987) Twodimensional reaction solvents: surfactant bilayers in the formulation of ultrathin films. Langmuir, 3, 531537.
Xi, Y., Frost, R.L. & He, H. (2007) Modification of the surfaces of Wyoming montmorillonite by the cationic surfactants alkyl trimethyl, dialkyl dimethyl, and trialkyl methyl ammonium bromides. Journal of Colloid and Interface Science, 305, 150158.
Xu, S. & Boyd, S.A. (1995) Cationic surfactant sorption to a vermiculitic subsoil via hydrophobic bonding. Environmental Science and Technology, 29, 312320.
Xu, S., Sheng, G. & Boyd, S.A. (1997) Use of organoclays in pollution abatement. Advances in Agronomy, 59, 2562.
You, Y., Zhao, H. & Vance, G.F. (2002a) Adsorption of Dicamba (3,6-dichloro-2-metoxy benzoic acid) in aqueous solution by calcined-layered double hydroxide. Applied Clay Science, 21, 217226.
You, Y., Zhao, H. & Vance, G.F. (2002b) Surfactant enhanced adsorption of organic compounds by layered double hydroxides. Colloids and Surfaces A, 205, 161172.
Zhang, X., Zhang, H., Wei, M., Evans, D.G. & Duan, X. (2004) Release properties of glyphosate from a supramolecular glyphosate intercalated MgAl-LDH. Chemical Journal of Chinese University, 25, 18691874.
Zhang, Z.Z., Sparks, D.L. & Scrivner, N.C. (1993) Sorption and desorption of quaternary amine cations on clays. Environmental Science and Technology, 27, 16251631.
Zhao, H., Jaynes, W.F. & Vance, G.F. (1996) Sorption of the ionisable organic compound, dicamba (3,6- dichloro-2-methoxy benzoic acid), by organoclays. Chemosphere, 33, 20892100.
Zheng, W., Papiernik, S.K., Guo, M.X., Dungan, R.S. & Yates, S.R. (2005) Construction of a reactive surface barrier to reduce fumigant 1,3-dichloropropene emissions. Environmental Toxicology and Chemistry, 24, 18671874.

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Interactions of pesticides with clays and layered double hydroxides: a review

  • J. Cornejo (a1), R. Celis (a1), I. Pavlovic (a2) and M. A. Ulibarri (a2)

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