Role of pH in partitioning and cation exchange of aromatic amines on water-saturated soils

Lee, Linda; Fábrega, José; Jafvert, Chad T.

doi:10.1016/s0045-6535(00)00511-7

Cited by 38 publications

(41 citation statements)

References 24 publications

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“…Similarly, the K d value of 1-naphthylamine was much higher than phenylamine due to its greater (Table 1). This is also similar to the previous observation showing the stronger affinity of cation exchange sites for 1-naphthylamine than for phenylamine when pH ≤pK a and the prior selectivity for the compound with the increasing number of fused rings (Li et al 2001). …”

Section: Isotherms Of Organic Amines In a Single-solute Systemsupporting

confidence: 92%

“…The K d varied a lot, ranging from 0.164 to 23.9 ( Table 2). The K d values of 1-naphthylamine and phenylamine were lower than those of previous studies, where the pH of geosorbents was lower (Li et al 2001;Zhu et al 2005).…”

Section: Isotherms Of Organic Amines In a Single-solute Systemcontrasting

confidence: 74%

“…Sheng et al (2010) have investigated the adsorption of 1-naphthylamine on oxidized MWCNTs and found that the sorption increased by over one order of magnitude when the pH increased in the range of 3-7 and yet slightly decreased when the pH further increased. Li et al (2001) reported that, for amines, the sorption usually reduced with increasing system pH due to amine speciation that shifted to the non-dissociation form, and the distributed parameter model used in that study showed that cationic exchange plays a significant role in aromatic amine sorption even at pH values two to three units greater than the pK a .…”

Section: Introductionmentioning

confidence: 86%

“…The adsorption of both of phenylamine and 1-naphthylamine were hydrophobic partition, but the K d values of phenylamine were 0.198 (0.2 S w ) and 0.164 (0.8 S w ), much lower than those of 1-naphthylamine 1.42 (0.2 S w ) and 1.01 (0.8 S w) . Sorption studies on a binary-solute system of 1-naphthylamine and phenylamine showed that the sorption of 1-naphthylamine was not impacted quantitatively by phenylamine under pH=2.7 or 6.7, while phenylamine's sorption was notably reduced by 1-naphthylamine and the largest reduction occurred in the soil with the lowest pH (Li et al 2001;Sheng et al 2010). Donaldson and Nyman (2005) have studied the adsorption of benzidine and 3,3′-dichlorobenzidine to sediments and found that the contribution of partition for 3,3′-dichlorobenzidine adsorption were often greater than that of benzidine, which has relatively higher solubility and lower logK ow value than 3,3′-dichlorobenzidine.…”

Section: Effect Of Neutral Organic Amines On the Sorption Of Phementioning

confidence: 98%

“…Ionic organic compounds (IOCs) differ from non-ionic chemicals and can exist either as nondissociated or dissociated forms in an aqueous phase, which is dependent on hydrochemical conditions, especially the pH of the solution. The dissociated forms, either as cations or as anions, may have other interactions with the sorbent except those above, and electrostatic repulsion (or attraction) may become the primary process for sorption (Fabrega et al 1998;Li et al 2001).…”

Section: Introductionmentioning

confidence: 99%

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Sorption of Ionizable Organic Amines on Soil and Their Effects on Phenanthrene Sorption

Sun

Wang

Feng

et al. 2015

Water Air Soil Pollut

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Sorption of four ionizable organic amines, nhexylamine, trimethylamine, 1-naphthylamine, and phenylamine, on a soil sample were measured, and their effects on the sorption of phenanthrene (PHE) to the same adsorbent were studied. The aim of this study was to better clarify sorption mechanisms of chemicals with different polarity and ionization characteristics in a single-solute system and in a polar/nonpolar binary system. In the single system, cationic organic amines exhibited greater sorption than those in a neutral form, and the sorption increased with hydrophobicity for amines with the same form. In the binary system, the sorption of PHE was promoted in the presence of nhexylamine and the solid-water distribution coefficient (K d ) increased with increasing amine concentrations. This may be explained by the elevated amount of hydrophobic organic sites provided by the head-on adsorption of cationic n-hexylamine to the negatively charged sorbent surface, which are probably more favorable for the sorption of PHE compared with natural organic matters. Contrarily, the neutral amine, 1-naphthylamine, might compete with PHE for the mutually available hydrophobic sites and hence inhibited PHE sorption.On the other hand, both trimethylamine and phenylamine had little effects on PHE sorption due to their relatively high solubility and weak hydrophobicity. Therefore, either in single or binary system, both the form and the solubility/hydrophobicity of the compound play important roles in the sorption of ionizable organic amines and their effects on the sorption of nonpolar cosolute.

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Section: Isotherms Of Organic Amines In a Single-solute Systemsupporting

confidence: 92%

Section: Isotherms Of Organic Amines In a Single-solute Systemcontrasting

confidence: 74%

Section: Introductionmentioning

confidence: 86%

Section: Effect Of Neutral Organic Amines On the Sorption Of Phementioning

confidence: 98%

Section: Introductionmentioning

confidence: 99%

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Sorption of Ionizable Organic Amines on Soil and Their Effects on Phenanthrene Sorption

Sun

Wang

Feng

et al. 2015

Water Air Soil Pollut

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Sources and Fate of the Antiandrogenic Fluorescent Dye 4‐Methyl‐7‐Diethylaminocoumarin in Small River Systems

Muschket

Brack

Inostroza

et al. 2021

Enviro Toxic and Chemistry

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Recently, the potent antiandrogen 4‐methyl‐7‐diethylaminocoumarin (C47) and its potential transformation products 4‐methyl‐7‐ethylaminocoumarin (C47T1) and 4‐methyl‐7‐aminocoumarin (C47T2) were identified as novel environmental contaminants. We assessed for the first time the sources, distribution, and fate of these compounds in aquatic systems using the Holtemme River (Saxony‐Anhalt, Germany), which is a hotspot for these contaminants. To this end, wastewater‐treatment plant (WWTP) influent and effluent samples, surface water samples over 3 years, and the longitudinal profiles in water, sediment, and gammarids were analyzed. From the longitudinal profile of the river stretch, the WWTP of Silstedt was identified as the sole point source for these compounds in the River Holtemme, and exposure concentrations in the low micrograms per liter range could be recorded continuously over 3 years. Analysis of WWTP influent and effluent showed a transformation of approximately half of the C47 into C47T1 and C47T2 but no complete removal. A further attenuation of the three coumarins after discharge into the river could be largely attributed to dilution, while transformation was only approximately 20%, thus suggesting a significant persistence in aquatic systems. Experimentally derived partitioning coefficients between water and sediment organic carbon exceeded those predicted using the OPERA quantitative structure–activity relationship tools and polyparameter linear free‐energy relationships by up to 93‐fold, suggesting cation binding as a significant factor for their sorption behavior. Near‐equilibrium conditions between water and sediment were not observed close to the emitting WWTP but farther downstream in the river. Experimental and predicted bioaccumulation factors for gammarids were closely matching, and the concentrations in field‐sampled gammarids were close to steady state with exposure concentrations in the water phase of the river. Environ Toxicol Chem 2021;40:3078–3091. © 2021 The Authors. Environmental Toxicology and Chemistry published by Wiley Periodicals LLC on behalf of SETAC.

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Soil Sorption and Degradation Studies of Pharmaceutical Compounds Present in Recycled Wastewaters Based on Enantiomeric Fractionation

Brienza

Huerta

Manasfi

et al. 2020

The Handbook of Environmental Chemistry

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Role of pH in partitioning and cation exchange of aromatic amines on water-saturated soils

Cited by 38 publications

References 24 publications

Sorption of Ionizable Organic Amines on Soil and Their Effects on Phenanthrene Sorption

Sorption of Ionizable Organic Amines on Soil and Their Effects on Phenanthrene Sorption

Sources and Fate of the Antiandrogenic Fluorescent Dye 4‐Methyl‐7‐Diethylaminocoumarin in Small River Systems

Soil Sorption and Degradation Studies of Pharmaceutical Compounds Present in Recycled Wastewaters Based on Enantiomeric Fractionation

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