Using~(19)F NMR Spectroscopy to Determine Trifluralin Binding to Soil

Mark Strynar; Jerzy Dec; Alan BenesiA.Daniel JonesRoderick A.FryJean-Marc Bollag

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Using~(19)F NMR Spectroscopy to Determine Trifluralin Binding to Soil

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Trifluralin is a widely used herbicide for the control of broad leaf weeds in a variety of crops.Its binding to soil may result in significant losses in herbicidal activity and a delayed pollution problem.To investigate the nature of soil-bound trifluralin residues,~(14)C-labeled herbicide was incubated for 7 weeks with four soils under anoxic conditions.As determined by radiocounting,trifluralin binding ranged between 10 and 53 of the initial ~(14)C depending on the soil tested.~(19)F NMR analyses of the methanol extracts and different fractions of the extracted soil suggested that bound residue formation largely involved reduced metabolites of the herbicide.A 2,6-diamino product of trifluralin reduction with zero-valent iron(Fe-TR),and the standard of a 1,2-diaminotrifluralin derivative(TR6)formed covalent bonds with fulvic acid(FA),as indicated by the ~(19)F NMR spectra taken periodically over a 3-week contact time.At short contact times,TR6 and Fe-TR formed weak physical bonds with FA,as the respective spin-lattice relaxation times(T_1)decreased from the range 1300-1831 ms for TR6 or Fe-TR analyzed in the absence of FA to the range 150-410 ms for TR6/FA or Fe-TR/FA mixtures.In general,the results indicated that trifluralin immobilization involved a variety of mechanisms(covalent binding,adsorption,sequestration),and with time it became increasingly stable.

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《Environmental Science & Technology: ES&T》 |2004年第24期|6645-6655|共11页
作者
Mark Strynar; Jerzy Dec; Alan BenesiA.Daniel JonesRoderick A.FryJean-Marc Bollag;
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作者单位

National Exposure Research Laboratory,U.S.EPA,Research Triangle Park,North Carolina 27711,Laboratory of Soil Biochemistry,Penn State Institutes of the Environment,107 Research Building C,University Park,Pennsylvania 16802,and Department of Chemistry,;

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正文语种英语
中图分类环境化学;
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Using~(19)F NMR Spectroscopy to Determine Trifluralin Binding to Soil

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