Adsorption Mechanisms of Imazamethabenz-Methyl on Homoionic Montmorillonite

Pusino, Alba; Gelsomino, Antonio; Gessa, C.

doi:10.1346/ccmn.1995.0430309

Cited by 15 publications

(8 citation statements)

References 21 publications

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“…Nevertheless, the concentration was probably below the limit of detection to show any trace of residual or sorbed MCPA on the soil. In contrast to Pusino et al ( 1995 ), the adsorbed herbicide could not be detected with FTIR. Yet, the most prominent features of the spectra of both pure MCPA and soils can be distinguished, i.e., the bands of carboxylic and carbonyl groups are located around 1,745 cm −1 (MCPA dimer) and 1,710 cm −1 (monomer), and 1,650 cm −1 in soils.…”

Section: Resultscontrasting

confidence: 94%

Differences in sorption behavior of the herbicide 4-chloro-2-methylphenoxyacetic acid on artificial soils as a function of soil pre-aging

et al. 2012

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PurposeThe sorption behavior of the herbicide 4-chloro-2-methylphenoxyacetic acid (MCPA) to three different artificial soil mixtures was investigated. Artificial soils serve as model systems for improving understanding of sorption phenomena.Materials and methodsThe soils consisted of quartz, ferrihydrite, illite, montmorillonite, and charcoal. In a previous study, several selected mixtures had been inoculated with organic matter, and microbial aging (incubation) had been performed for different periods of time (3, 12, and 18 months) before conducting the sorption experiments. The effect of this pre-incubation time on the sorption behavior was determined. Interaction of MCPA with soil surfaces was monitored by aqueous phase sorption experiments, using high-performance liquid chromatography/ultraviolet and in selected cases Fourier-transformed infrared spectroscopy.Results and discussionThe sorption behavior showed large differences between differently aged soils; Freundlich and linear sorption model fits (with sorption constants Kf, 1/n exponents, and Kd values, respectively) were given for pH = 3 and the unbuffered pH of ∼7. The largest extent of sorption from diluted solutions was found on the surfaces with a pre-incubation time of 3 months. Sorption increased at acidic pH values.ConclusionsRegarding the influence of aging of artificial soils, the following conclusions were drawn: young artificial soils exhibit stronger sorption at lower concentrations, with a larger Kf value than aged soils. A correlation with organic carbon content was not confirmed. Thus, the sorption characteristics of the soils are more influenced by the aging of the organic carbon than by the organic carbon content itself.

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Section: Resultscontrasting

confidence: 94%

Differences in sorption behavior of the herbicide 4-chloro-2-methylphenoxyacetic acid on artificial soils as a function of soil pre-aging

et al. 2012

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“…Similarly, in sorption studies on NACs, significantly more sorption occurred on smectites exchanged with weakly hydrated monovalent cations (i.e., Cs + and K + ) relative to more strongly hydrated divalent cations (e.g., Ca 2+ ). The preference of organic solutes for K-over Ca-saturated clays has also been observed for thiazaluron (40), imazamethabenz-methyl (41), and the nitroaromatic compounds dinitro-o-cresol and dinoseb (19). For the NACs, FTIR spectra of the clay-organic complexes showed that the -NO2 groups interacted directly with weakly hydrated exchangeable cations (i.e., K + and Cs + ) (18,20,33).…”

Section: Resultsmentioning

confidence: 76%

Spectroscopic Study of Carbaryl Sorption on Smectite from Aqueous Suspension

Oliveira

Johnston

Premachandra

et al. 2005

Environ. Sci. Technol.

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Sorption of carbaryl (1-naphthyl-N-methyl-carbamate) from aqueous suspension to smectite was studied using Fourier transform infrared (FTIR), high-performance liquid chromatography (HPLC) (for batch sorption), and quantum chemical methods. The amount of carbaryl sorbed was strongly dependent on the surface-charge density of the smectite with more sorption occurring on the two "low" surface-charge density smectites (SHCa-1 and SWy-2) compared to that of the high surface-charge SAz-1 smectite. In addition, the amount of carbaryl sorbed was strongly dependent on the nature of the exchangeable cation and followed the order of Ba approximately Cs approximately Ca > Mg approximately K > Na approximately Li for SWy-2. A similartrend was found for hectorite (SHCa-1) of Cs > Ba > Ca > K approximately Mg > Na approximately Li. Using the shift of the carbonyl stretching band as an indicator of the strength of interaction between carbaryl and the exchangeable cation, the observed order was Mg > Ca > Ba approximately K > Na > Cs. The position of the carbonyl stretching band shifted to lower wavenumbers with increasing ionic potential of the exchangeable cation. Density functional theory predicted a cation-induced lengthening of the C=O bond, resulting from the carbonyl group interacting directly with the exchangeable cation in support of the spectroscopic observations. Further evidence was provided by a concomitant shift in the opposite direction by several vibrational bands in the 1355-1375 cm(-1) region assigned to stretching bands of the carbamate N-Ccarbonyl and Oether-Ccarbonyl bonds. These data indicate that carbaryl sorption is due, in part, to site-specific interactions between the carbamate functional group and exchangeable cations, as evidenced by the FTIR data. However, these data suggest that hydrophobic interactions also contribute to the overall amount of carbaryl sorbed. For example, the FTIR data indicated thatthe weakest interaction occurred when Cs+ was the exchangeable cation. In contrast, the highest amount of carbaryl sorption was observed on Cs-exchanged smectite. Of all the cations studied, Cs has the lowest enthalpy of hydration. It is suggested that this low hydration energy provides the carbaryl with greater access to the hydrophobic regions of the siloxane surface.

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“…HPLC Analyses. The concentrations of IMZM and IMZA were determined by HPLC (Pusino et al, 1995). A Waters 510 liquid chromatograph, equipped with a 250 × 4 mm i.d.…”

Section: Methodsmentioning

confidence: 99%

Effect of Imazamethabenz-methyl on Nitrate Uptake in Wheat (Triticum durum L.)

Sidari

Pusino

Gessa

et al. 1998

J. Agric. Food Chem.

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The effect of the herbicide imazamethabenz-methyl (IMZM), a mixture of the two isomers methyl (±)-2-[4,5-dihydro-4-methyl-4-(1-methylethyl)-5-oxo-1H-imidazol-2-yl]-4-methylbenzoate (para isomer) and methyl (±)-2-[4,5-dihydro-4-methyl-4-(1-methylethyl)-5-oxo-1H-imidazol-2-yl]-5-methylbenzoate (meta isomer), on the uptake of nitrate by wheat grown hydroponically was studied. IMZM stimulates the nitrate uptake in both “induced” (NO3 --pretreated) and “uninduced” (NO3 --starved) seedlings, most likely as a response to a plant stress. The decrease in acetohydroxy acid synthase (AHAS; EC 4.1.3.18) activity and in protein content of IMZM-treated roots supports this hypothesis. The presence of valine, leucine, isoleucine, and IMZM prevents the effects of the herbicide treatment in both induced and uninduced plants. The addition of IMZM to humic acid enhances the nitrate uptake, although to a lower extent than with the herbicide alone. Possible traces of imazamethabenz acid (IMZA) in growing units do not seem to be responsible for the greater N demand observed. Keywords: Nitrate uptake; imazamethabenz-methyl; herbicides; humic acid; adsorption

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Adsorption Mechanisms of Imazamethabenz-Methyl on Homoionic Montmorillonite

Cited by 15 publications

References 21 publications

Differences in sorption behavior of the herbicide 4-chloro-2-methylphenoxyacetic acid on artificial soils as a function of soil pre-aging

Differences in sorption behavior of the herbicide 4-chloro-2-methylphenoxyacetic acid on artificial soils as a function of soil pre-aging

Spectroscopic Study of Carbaryl Sorption on Smectite from Aqueous Suspension

Effect of Imazamethabenz-methyl on Nitrate Uptake in Wheat (Triticum durum L.)

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