Solubilization of polycyclic aromatic hydrocarbons in C16E7 nonionic surfactant solutions

Takeuchi, Emi; Matsuoka, K.; Ishii, Shigeaki; Ishikawa, Sho; Honda, Chikako; Endo, Kazutoyo

doi:10.1016/j.colsurfa.2013.09.011

Cited by 24 publications

(12 citation statements)

References 33 publications

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“…Solubilized organic molecules can be located in three regions of the micelles formed by the ionic surfactants, namely, the micellar core, palisade layer, and micelle surface (Takeuchi et al, ; Yang et al, ). We determined the location of the benzoic acid and aniline derivatives in the SDS micelles by measuring the chemical shifts of the SDS protons using 1 H NMR spectroscopy.…”

Section: Resultsmentioning

confidence: 99%

Removal of Organic Compounds Containing a Benzene Ring from Water by Adsorptive Micellar Flocculation

Wang

Tian

et al. 2018

J Surfact & Detergents

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The removal of low‐molecular‐weight benzoic acid (benzoic acid, p‐toluic acid, and salicylic acid)‐derived and aniline (aniline, 4‐chloroaniline, and 2,6‐dimethylaniline)‐derived organic compounds through adsorptive micellar flocculation (AMF) with anionic surfactants (sodium dodecyl sulfate, SDS) and aluminum sulfate was demonstrated. The interactions between SDS and the organic compounds were studied using 1H nuclear magnetic resonance (NMR) spectroscopy. Batch AMF experiments were conducted to study the influence of several factors on target pollutant removal. For benzoic acid derivatives, the removal rate was improved by increasing the SDS and Al concentrations, while increases in the concentrations of the organic pollutant tended to decrease the removal rate. The highest removal efficiencies were observed with p‐toluic acid (95.4%) > salicylic acid (84.5%) > benzoic acid (76.5%) under weakly acidic conditions due to the greater hydrophobicity of p‐toluic acid and the complexation of the Al salts and the salicylic acid. The removal rates of the aniline derivatives were positively related to the SDS concentration and negatively related to the pH. At a pH of 3.0, the highest removal rates of aniline, 4‐chloroaniline, and 2,6‐dimethylaniline (91.3%, 98.0%, and 97.6%, respectively) were observed. For aniline compounds, charge neutralization between the SDS anions and aniline cations dominated the removal process. These findings provide new insights for the development of further applications of AMF for the removal of benzoic acid and aniline derivatives.

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Section: Resultsmentioning

confidence: 99%

Removal of Organic Compounds Containing a Benzene Ring from Water by Adsorptive Micellar Flocculation

Wang

Tian

et al. 2018

J Surfact & Detergents

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“…In the case of polyaromatic hydrocarbons (PAHs), Bernardez [47] demonstrated that PAHs, which are slightly water soluble, are solubilized into the shell of nonionic surfactants (Brij Ò 35, Brij Ò 30, Tween Ò 80, Triton Ò X-100 and Tergitol Ò NP-10) between the EO groups at low PAH concentrations and deep into the core of the micelles at high PAH concentrations. Moreover, Takeuchi et al [32] reported nuclear magnetic resonance spectroscopy results confirming that naphthalene is located in the palisade or EO region of heptyl ethoxylated monohexadecyl ether (C 16 EO 7 ).…”

Section: Locus Of Pe In the Micellesmentioning

confidence: 99%

“…At concentrations above the critical micelle concentration (CMC), surfactants can form micelles and cause less polar or nonpolar compounds to solubilize within the micelle [29]. Many researchers have observed that the solubilization of low-water-soluble organic compounds can be enhanced in water in the presence of a nonionic surfactant [30][31][32][33]. An increase of the hydrophilic moiety in surfactant molecules with the same hydrophobic moiety can increase the solubilization of polar compounds; by contrast, nonpolar compound solubilization is dependent on the hydrophobic component of the surfactant [29,30].…”

Section: Introductionmentioning

confidence: 99%

Solubilization Behavior of Phorbol Esters from Jatropha Oil in Surfactant Micellar Solutions

Phasukarratchai

Damrongsiri

Tongcumpou

2015

J Surfact & Detergents

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Phorbol esters (PEs) are important toxic compounds found in Jatropha curcas oil and pressed seeds. These compounds are tumor promoters; thus, their removal prior to further utilization of the pressed seed is important. This work aimed to investigate the solubilization behavior of PEs and Jatropha oil in nonionic [effect of the ethylene oxide number (EON), carbon‐chain length and temperature] and anionic (NaCl addition) surfactant systems. The results reveal that an increase in the EON of the nonionic surfactant molecules, rather than an increase in the carbon‐chain length, enhances PE solubilization. The hydrophile‐lipophile balance (HLB) value was correlated with PE solubilization for nonionic surfactant solutions. The solubilization of PEs decreased slightly with increasing temperature, in contrast to solubilization of the oil. Moreover, the mole fraction of PE solubilized in the micelle decreased with increasing electrolyte concentration in anionic surfactant solutions. The solubilization behavior of PEs in both nonionic and anionic solutions indicates that PE acts more like a polar compound than a nonpolar compound. In addition, the PEs in nonionic micelles are likely located in the palisade region (i.e., between the head group and the first few carbon atoms of the tail), whereas those in anionic micelles are likely near the outer core of the head group. This finding suggests that a nonionic surfactant with a higher EON has a greater potential to extract PE from Jatropha seeds. If an anionic surfactant is combined as co‐surfactant, a small amount of electrolyte should be added to increase PE solubilization.

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“…The concentration of hydrophobic compounds increases with the addition of surfactants in the water phase by solubilization or emulsification [24,25]. In recent years, a considerable amount of research has been conducted on the SER of PAHs [26][27][28][29][30][31]. Most of the work on surfactant solubilization of hydrophobic organic compounds (HOCs) has focused on the conventional monomeric anionic, cationic and nonionic surfactants.…”

Section: Introductionmentioning

confidence: 99%

Solubilization of polycyclic aromatic hydrocarbons in structurally different gemini and monomeric surfactants: A comparative study

Yadav

Kumar

Lakra

et al. 2015

Journal of Molecular Liquids

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Solubilization of polycyclic aromatic hydrocarbons in C16E7 nonionic surfactant solutions

Cited by 24 publications

References 33 publications

Removal of Organic Compounds Containing a Benzene Ring from Water by Adsorptive Micellar Flocculation

Removal of Organic Compounds Containing a Benzene Ring from Water by Adsorptive Micellar Flocculation

Solubilization Behavior of Phorbol Esters from Jatropha Oil in Surfactant Micellar Solutions

Solubilization of polycyclic aromatic hydrocarbons in structurally different gemini and monomeric surfactants: A comparative study

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