The effect of gallic acid interactions with iron-coated clay on surface redox reactivity

Levy, Lior; Gurov, A V; Radian, Adi

doi:10.1016/j.watres.2020.116190

Cited by 25 publications

(8 citation statements)

References 49 publications

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“…3), as methanol is expected to extract more efficiently scopoletin loosely bound as protonated species than scopoletin anions more strongly sorbed as outer/inner sphere surface complexes or through multivalent cation bridges (Kim et al 2012(Kim et al , 2013. Oxidative and polymerization reactions, a well-known transformation pathway of phenolic compounds in the presence of clay minerals and metal oxides (Wang et al 1978;Sawhney et al 1984;Shindo and Huang 1984;McBride and Kung 1991), could have also contributed to the interaction of scopoletin anions with soil minerals and would also be compatible with the observed resistance to desorption from the alkaline soils and model minerals (Blum et al 1999;Clausen et al 2001;Cecchi et al 2004;Polubesova et al 2010;Levy et al 2020).…”

Section: Postprint Of: Biology and Fertility Of Soils (2021) Article ...mentioning

confidence: 62%

Determining the effect of soil properties on the stability of scopoletin and its toxicity to target plants

2021

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The sorption of the allelochemical scopoletin (7-hydroxy-6-methoxycoumarin) was studied in eight agricultural soils and different model sorbents. We also determined its degradation in selected soils and related sorption and degradation results to the expression of scopoletin phytotoxicity in soil towards two model plant species, Eruca vesicaria and Hordeum vulgaris.Scopoletin was sorbed to a greater extent in acid soils than in alkaline soils. Correlations with soil properties indicated that the soil pH and fine (silt/clay) fraction played a primary role in the sorption of scopoletin by soils. Weak interactions controlled its sorption in acid soils, whereas stronger interactions, probably with mineral clay constituents, became more relevant in alkaline clay soils. Dissipation of scopoletin in the soils was microbial-mediated and occurred more slowly in acid than alkaline soils. As a result, the phytotoxic activity of scopoletin was expressed in acid but not in alkaline soil. The results point to the influence that soil properties are expected to exert on the expression of the phytotoxicity of scopoletin in natural and agricultural ecosystems.

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Section: Postprint Of: Biology and Fertility Of Soils (2021) Article ...mentioning

confidence: 62%

Determining the effect of soil properties on the stability of scopoletin and its toxicity to target plants

2021

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“…The final precipitate was freeze-dried (lyophilized) for 48 h. The iron content of Fe−MMT was measured after dissolution of the clay with 2.5 M H 2 SO 4 by inductively coupled plasma (ICP)−atomic emission spectroscopy (iCAP 6300 ICP spectrometer, Thermo Scientific). 46 The amount of iron found was 40 mg Fe g −1 clay.…”

Section: Methodsmentioning

confidence: 96%

“…Following the ion exchange and precipitation, the clays were washed in a dialysis bag for 7 days to ensure the washing of excessive salt ions. The final precipitate was freeze-dried (lyophilized) for 48 h. The iron content of Fe–MMT was measured after dissolution of the clay with 2.5 M H 2 SO 4 by inductively coupled plasma (ICP)–atomic emission spectroscopy (iCAP 6300 ICP spectrometer, Thermo Scientific) . The amount of iron found was 40 mg Fe g –1 clay.…”

Section: Methodsmentioning

confidence: 99%

Iron–Montmorillonite–Cyclodextrin Composites as Recyclable Sorbent Catalysts for the Adsorption and Surface Oxidation of Organic Pollutants

Kundu

Manor

Radian

2020

ACS Appl. Mater. Interfaces

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Iron–clay–cyclodextrin composites were designed as sorbent catalysts to adsorb and oxidize pollutants from water. The clay–iron backbone served as a mechanical support and as a heterogeneous Fenton catalyst, and the cyclodextrin monomers or polymers cross-linked with polyfluorinated aromatic molecules were used to accommodate adsorption of the pollutants. The composite based on iron–clay–cyclodextrin–polymers (Fe–MMT−βCD–DFB) exhibited superior adsorption and degradation of the model pollutants, bisphenol A (BPA), carbamazepine (CBZ), and perfluorooctanoic acid (PFOA), compared to the monomer-based composite and the native iron clay. The variety of adsorption sites, such as the polyfluorinated aromatic cross-linker, cyclodextrin toroid, and iron–clay surface, resulted in high adsorption affinity toward all pollutants; BPA was primarily adsorbed to the cyclodextrin functional groups, CBZ showed high affinity toward the Fe–MMT surface and the Fe–MMT−βCD–DFB composite, whereas PFOA was adsorbed mainly to the βCD–DFB polymer. Degradation, using H2O2, was highly efficient, reaching over 90% degradation in 1 h for BPA and CBZ and ∼80% for PFOA. The composite also showed excellent degradation efficiency in a multicomponent system with all three model pollutants. Furthermore, the composite’s activity remained steady for five consecutive cycles of adsorption and degradation. The ability to remediate a broad range of pollutants, and the high overall removal exhibited by this novel material, demonstrates the potential for future application in water remediation technologies.

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“…Gallic acid (GA), protocatechuic acid (PA), catechol (CT), and hydroquinone (HQ) are common low-molecular-weight-phenolic compounds in soils. These phenolic compounds could be derived from the plant polyphenols and the intermediates of microbial metabolism of anthropogenic organic compounds. , They have been identified as a building block in the formation of humic substances. − Therefore, these phenolic compounds were selected as model phenolic compounds. The principal objectives of this work were (1) to investigate the effects of model phenolic compounds on the fates of PAHs at dry soil–air interfaces, including kinetics, transformed products, and bioavailability of PAHs residues and (2) to investigate the reactive sites and free radicals involved in the reaction and to elucidate the underlying mechanisms.…”

Section: Introductionmentioning

confidence: 99%

Roles of Natural Phenolic Compounds in Polycyclic Aromatic Hydrocarbons Abiotic Attenuation at Soil–Air Interfaces through Oxidative Coupling Reactions

Sun

Chu

Wang

et al. 2023

Environ. Sci. Technol.

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Little information is available on the roles of natural phenolic compounds in polycyclic aromatic hydrocarbons (PAHs) attenuation at dry soil–air interfaces. The purpose of this study was to determine the roles of model phenolic constituents of soil organic matter (SOM) on the abiotic attenuation of PAHs. The phenolic compounds can significantly change the attenuation rates of PAHs, among which hydroquinone was the most effective in promoting anthracene and benzo[a]anthracene attenuation. Product identification and sequential extraction experiments revealed hydroquinone enhanced the formation of oxidative coupling products and promoted the incorporation of PAHs into humic analogues, thereby reducing potential risks to humans and ecosystems. Electron paramagnetic resonance spectroscopy analyses showed both PAHs and phenolic compounds could donate electrons to Lewis acid sites of soil minerals, resulting in the generation of persistent free radicals (PFRs). PFRs could promote the generation of ·OH to enhance PAH oxidation and could cross-couple with PAHs, resulting in high-molecular-weight oxidative coupling products. This study revealed for the first time the reaction mechanism between PAHs and phenolic components of SOM under relatively dry conditions and provided new insights into promoting PAHs detoxification in soils but also a potential strategy to increase the organic carbon sequestration.

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The effect of gallic acid interactions with iron-coated clay on surface redox reactivity

Cited by 25 publications

References 49 publications

Determining the effect of soil properties on the stability of scopoletin and its toxicity to target plants

Determining the effect of soil properties on the stability of scopoletin and its toxicity to target plants

Iron–Montmorillonite–Cyclodextrin Composites as Recyclable Sorbent Catalysts for the Adsorption and Surface Oxidation of Organic Pollutants

Roles of Natural Phenolic Compounds in Polycyclic Aromatic Hydrocarbons Abiotic Attenuation at Soil–Air Interfaces through Oxidative Coupling Reactions

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