Preparation of Berberine-montmorillonite-metolachlor formulations from hydrophobic/hydrophilic mixtures

Applied Clay Science

Volumn 41, Issue 1-2, 2008, Pages 47-60

  Rytwo, Giora ^a,b   Gonen, Yotam ^a,c   Afuta, Shmulik ^a,c  

^a TEL HAI COLLEGE   (Israel)

^b MIGAL GALILEE TECHNOLOGY CENTER   (Israel)

^c HEBREW UNIVERSITY OF JERUSALEM   (Israel)

Author keywords

Adsorption; Berberine; Clay organic interactions; Herbicide; Metolachlor

Indexed keywords

ADSORPTION; CHLORINE COMPOUNDS; CONCENTRATION (PROCESS); DESORPTION; DISSOLUTION; GROUNDWATER; HYDROGEOLOGY; HYDROPHOBICITY; LEACHING; LOADING; OFFSHORE OIL WELL PRODUCTION; ORGANOCLAY; PEST CONTROL; POLYETHYLENE TEREPHTHALATES; REGIONAL PLANNING; SILICA; SILICATE MINERALS; WATER WELLS; WEED CONTROL; WELLS;

BERBERINE; CLAY-ORGANIC INTERACTIONS; HERBICIDE; METOLACHLOR;

HERBICIDES;

ADSORPTION; DESORPTION; HERBICIDE; HYDROPHOBICITY; MONTMORILLONITE; ORGANOCLAY; SOLUBILITY;

EID: 50349093320     PISSN: 01691317     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.clay.2007.09.006     Document Type: Article

References (56)

1. Ahrens W.H. Herbicide Handbook. 7th ed. (1994), Weed Science Society of America, Lawrence, KS
2. An J.H., and Dultz S. Adsorption of tannic acid on chitosan-montmorillonite as a function of pH and surface charge properties. Appl. Clay Sci. 36 (2007) 256-264
3. Bosetto M., Arfaioli P., and Fusi P. Interactions of alachlor with homoionic montmorillonites. Soil Sci. 155 (1993) 105-113
4. Brown D.W., Floyd A.J., and Sainsbury M. Infrared spectroscopy. Organic Spectroscopy (1988), John Wiley & Sons, Chichester, UK 24-53
5. Carrizosa M.J., Koskinen W.C., Hermosin M.C., and Cornejo J. Dicamba adsorption-desorption on organoclays. Appl. Clay Sci. 18 (2001) 223-231
6. Casal B., Merino J., Serratosa J.M., and Ruiz-Hitzky E. Sepiolite based materials for the photo and thermal stabilization of pesticides. Appl. Clay Sci. 18 (2001) 223-231
7. Coates J. Interpretation of infrared spectra, a practical approach. In: Meyers R.A. (Ed). Encyclopedia of Analytical Chemistry (2000), John Wiley & Sons Ltd, Chichester 10815-10837
8. Cohen E., Joseph T., Lapides I., and Yariv S. The adsorption of berberine by montmorillonite and thermo-XRD analysis of the organoclay complex. Clay Miner. 40 (2005) 223-232
9. Cohen E., Joseph T., and Wassermann-Golan M. Photostabilization of biocontrol agents by berberine. Int. J. Pest Manag. 47 (2001) 63-67
10. Darder M., Colilla M., and Ruiz-Hitzky E. Biopolymer-clay nanocomposites based on chitosan intercalated in montmorillonite. Chem. Mater. 15 (2003) 3774-3780
11. Dultz S., and Rytwo G. Effects of different organic cations on the electrokinetic surface charge from organo-montmorillonites - consequences for the adsorption properties. "Clays of Geotechnical and Economical Interest." Swiss, Austrian and German Clay Group - DTTG Annual Meeting. Celle, Germany, October 5th-8th, 2005, DTTG Reports 11 (2005) 6-14
12. El-Nahhal Z.Y., Nir S., Polubesova T., Margulies L., and Rubin B. Organo-clay formulations of alachlor: reduced leaching and improved efficacy. Proc. Brighton Crop Protection Conference - Weeds 1 (1997) 21-26
13. El-Nahhal Y., Nir S., Polubesova T., Margulies L., and Rubin B. Movement of metolachlor in soils: effect of new organo-clay formulation. Pestic. Sci. 55 (1999) 857-864
14. El-Nahhal Z.Y., Nir S., Serban C., Rabinovitch O., and Rubin B. Montm-orilonite-phenyltrimethylammonium yields environmentally improved formulation of hydrophobic herbicides. J. Agric. Food Chem. 48 (2000) 4791-4801
15. El-Nahhal Y., Undabeytia T., Polubesova T., Mishael Y.G., Nir S., and Rubin B. Organoclay formulations of pesticides: reduced leaching and photodegredation. Appl. Clay Sci. 18 (2001) 309-326
16. EXTOXNET, 1993. Metolachlor, extension toxicology network pesticide information profiles offices of Cornell University, Oregon State University, University of Idaho, University of California at Davis, and Institute for Environmental Toxicology, Michigan State University. Available at: http://pmep.cce.cornell.edu/profiles/extoxnet/metiram-propoxur/metolachlor-ext.html#12
17. Hunter R. Introduction to Modern Colloid Science (1993), Oxford Science 338 p
18. Gilliom R.J., Barbash J.E., Kolpin D.W., and Larson S.J. Testing water quality for pesticide pollution. Environ. Sci. Technol. 33 7 (1999) 164A-169A
19. Jang M.J., Jwa M., Kim J.H., and Song K. Selective inhibition of MAPKK Wis1 in the stress-activated MAPK cascade of Schizosaccharomyces pombe by novel berberine derivatives. J. Biol. Chem. 277 (2002) 12388-12395
20. Jaynes W.F., and Boyd S.A. Clay mineral type and organic compound sorption by hexadecyl trimethylammonium-exchanged clays. Soil Sci. Soc. Am. J. 55 (1991) 43-48
21. Johnston C.T. Sorption of organic compounds on clay minerals: a surface functional group approach. In: Sahwney B. (Ed). CMS Workshop Lectures. Organic Pollutants in the Environment vol. 8 (1996), The Clay Mineral Society, Boulder, CO 1-44
22. Kong W., Wei J., Abidi P., Lin M., Inaba S., Li C., Wang Y., Wang Z., Si S., Pan H., Wang S., Wu J., Wang Y., Li Z., Liu J., and Jiang J.D. Berberine is a novel cholesterol-lowering drug working through a unique mechanism distinct from statins. Nat. Med. 10 (2004) 1344-1351
23. Larson, S.J., Gilliom, R.J., Capel, P.D., 1999. Pesticides in streams of the United States - initial results from the national water-quality assessment program U.S. Geological Survey Water-Resources Investigations Report 98-4222, 92 p. Sacramento, CA. Available at: http://ca.water.usgs.gov/pnsp/rep/wrir984222/
24. Lagaly G. Characterization of clays by organic compounds. Clay Miner. 16 (1981) 1-21
25. Lagaly G. Layer charge heterogeneity in vermiculites. Clays Clay Miner. 30 (1982) 215-222
26. Liu W., Gan J., Papiernik S.K., and Yates S.R. Structural influences in relative sorptivity of chloroacetanilide herbicides on soil. J. Agric. Food Chem. 48 (2000) 4320-4325
27. Liu W., Gan J., and Yates S.R. Influence of herbicide structure, clay acidity, and humic acid coating on acetanilide herbicide adsorption on homoionic clays. J. Agric. Food Chem. 50 (2002) 4003-4008
28. MacEwan D.M.C., and Wilson M.J. Interlayer and intercalation complexes of clay minerals. In: Brindley G.W., and Brown G. (Eds). Crystal Structures of Clay Minerals and Their X-Ray Identification (1980), Mineralogical Society, London 197-248
29. Manne S., and Aksay I.A. Thin films and nanolaminates incorporating organic/inorganic interfaces. Curr. Opin. Solid State Mater. Sci. 2 (1997) 358-364
30. Margulies L., Stern T., Rubin B., and Ruzo L.O. Photostabilization of trifluralin on a clay matrix. J. Agric. Food. Chem. 40 (1992) 152
31. Margulies L., Rozen H., Stern T., Rytwo G., Rubin B., Ruzo L.O., Nir S., and Cohen E. Photostabilization of pesticides by clays and chromophores. Arch. Insect Biochem. Physiol. 22 (1993) 467-486
32. Margulies L., Stern T., and Rubin B. Slow release of S-ethyl dipropylcarbonate from clay surfaces. J. Agric. Food Chem. 42 (1994) 1223-1227
33. Mishael Y.G., Rytwo G., Nir S., Crespin M., Annabi-Bergaya F., and Van Damme H. Interactions of monovalent organic cations with pillared clays. J. Colloid Interface Sci. 209 (1999) 123-128
34. Mishael Y.G., Undabeytia T., Rabinovitz O., Rubin B., and Nir S. Sulfosulfuron incorporated in micelles adsorbed on montmorillonite for slow release formulations. J. Agric. Food Chem. 51 (2003) 2253-2259
35. Myers D. Electrokinetic phenomena. Surfaces, Interfaces, and Colloids: Principles and Applications. 2nd ed. (1999), Wiley-VCH, New York, NY 91-92
36. Nennemann A., Mishael Y.G., Nir S., Rubin B., Polubesova T., Bergaya F., van Damme H., and Lagaly G. Clay-based formulations of metolachlor with reduced leaching. Appl. Clay Sci. 18 (2001) 265-275
37. Nir S., Undabeytia T., Marcovich D., El-Nahhal Y., Polubesova T., Serban C., Rytwo G., Lagaly G., and Rubin B. Optimization of sorption of hydrophobic herbicides on montmorillonite preadsorbed by monovalent organic cations: interaction between phenyl rings. Environ. Sci. Technol. 34 (2000) 1269-1274
38. Nir S., El-Nahhal Y., Undabeytia T., Rytwo G., Polubesova T., Mishael Y., Rabinovitz O., and Rubin B. Clays and pesticides. In: Bergaya F., Theng B.K.G., and Lagaly G. (Eds). Handbook of Clay Science (2006), Elsevier Ltd., Amsterdam 685-699
39. Novak S.M., Portal J.M., and Schiavon M. Effects of soil type upon metolachlor losses in subsurface drainage. Chemosphere 42 (2001) 235-244
40. Obrigawitch T., Hons F.M., Abernathy J.R., and Gipson J.R. Adsorption desorption and mobility of metolachlor in soils. Weed Sci. 29 (1981) 332-336
41. Polubesova T., Nir S., Rabinovitz O., and Rubin B. Mepiquat-acetochlor formulations: sorption and leaching. Appl. Clay Sci. 18 (2001) 299-307
42. Rytwo G., Nir S., and Margulies L. Adsorption and interactions of diquat and paraquat with montmorillonite. Soil Sci. Soc. Am. J. 60 (1996) 601-610
43. Rytwo G. The use of clay-organic interactions to improve efficacy of contact herbicides: addition of monovalent organocations to divalent herbicides. Proceedings of the 1st Latin-American Clay Conference "Clays in Volcanic Environments" 1 (2000), Madeira, Funchal 332-344
44. Rytwo G., and Ruiz Hitzky E. Enthalpies of adsorption of methylene blue and crystal violet to montmorillonite. J. Therm. Anal. Calorim. 71 (2003) 751-759. http://dx.doi.org/10.1023/A:1023309806214 http://dx.doi.org/10.1023/A:1023309806214
45. Rytwo G., Serban C., Nir S., and Margulies L. Use of methylene blue and crystal violet for determination of exchangeable cations in montmorillonite. Clays Clay Miner. 39 (1991) 551-555
46. Rytwo G., Nir S., and Margulies L. Interactions of monovalent organic cations with montmorillonite: adsorption and model calculations. Soil Sci. Soc. Am. J. 59 (1995) 554-564
47. Rytwo G., Tavasi M., Afuta S., and Nir S. Adsorption of difenzoquat on montmorillonite and the influence on the hydrophobicity of the complex. Appl. Clay Sci. 24 (2004) 149-157 10.1016/j.clay.2003.03.005
48. Rytwo G., Gonen Y., Afuta S., and Dultz S. Interactions of pendimethalin with an organo-montmorillonite complex. Appl. Clay Sci. 28 (2005) 67-77. http://authors.elsevier.com/sd/article/S0169131704000584 Available at http://authors.elsevier.com/sd/article/S0169131704000584
49. Rytwo G., Huterer-Harari R., Dultz S., and Gonen Y. Adsorption of fast green and erythrosine-B to montmorillonite modified with crystal violet. J. Therm. Anal. Calorim. 84 (2006) 225-231 10.1007/s10973-005-7187-5
50. Rytwo G., Kohavi Y., Botnick I., and Gonen Y. Use of CV- and TPP-motmorillonite for the removal of priority pollutants from water. Appl. Clay Sci. 36 (2007) 182-190 10.1016/j.clay.2006.04.016
51. Singh N., Kloeppel H., and Klein W. Movement of metolachlor and terbuthylazine in core and packed soil columns. Chemosphere 47 (2002) 409-415
52. Sparks D.L. Environmental Soil Chemistry (1995), Academic Press, Inc., London UK
53. Tsai P.L., and Tsai T.H. Hepatobiliary excretion of Berberine. Drug Metab. Dispos. 32 (2004) 405-412
54. Weber J.B., McKinnon E.J., and Swain L.R. Sorption and mobility of 14 C-labeled imazaquin and metolachlor in four soils as influenced by soil properties. J. Agric. Food Chem. 51 (2003) 5752-5759
55. Wilkinson R.E. Metolachlor influence on growth and terpenoid synthesis. Pestic. Biochem. Physiol. 16 (1981) 63-71
56. Zeng X.H., Zeng X.J., and Li Y.Y. Efficacy and safety of Berberine for congestive heart failure secondary to ischemic or idiopathic dilated cardiomyopathy. Am. J. Cardiol. 92 (2003) 173-176