Journal
ENVIRONMENTAL SCIENCE AND POLLUTION RESEARCH
Volume 28, Issue 10, Pages 12909-12917Publisher
SPRINGER HEIDELBERG
DOI: 10.1007/s11356-020-11298-7
Keywords
Phenol; Ionic liquids; Ozonation; [Bmim]BF4; Hydrogen bonds
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Funding
- doctoral research startup project of Yan'an University [YDBK2020-02]
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Ionic liquids (ILs) are a promising type of extractant for removing undesirable organics, and regenerated successfully through ozonation in this study. Phenol was efficiently degraded in [Bmim]BF4 by ozone treatment, demonstrating ILs' stability and recycling capability. The hydrogen bonds between [Bmim](+) and O-3 enhanced phenol degradation efficiency by increasing nucleophilicity, showing ILs' potential for synergistic removal of organics.
Ionic liquids (ILs) are a kind of promising extractants for removing undesirable organics from industrial wastewater and crude oil, etc. Herein, IL regeneration by ozonation was proposed for its recycling. 1-Butyl-3-methylimidazolium tetrafluoroborate ([Bmim]BF4) and phenol were used as the representative IL and organic matter, respectively. The regeneration performance, stability of [Bmim]BF4, and roles of hydrogen bonds between O-3 and [Bmim]BF4 in the phenol removal were studied. The experimental results showed that 90.2% of phenol was degraded in [Bmim]BF4 after ozonation treatment for 30 min with the O-3 concentration of 1.2 mg/L. The nonvolatility of [Bmim]BF4-made phenol was adequately degraded, while the concentration of phenol increased during ozone treatment in the conventional extractants (ethanol, ethyl acetate, and dichloromethane) due to their high volatility. The reuse experiments, spectra of Fourier transform infrared spectroscopy and H-1 nuclear magnetic resonance spectroscopy indicated that [Bmim]BF4 was steady under the ozonation process. Density functional theory simulation confirmed that hydrogen bonds between [Bmim](+) and O-3 could be formed, and calculational results of Hirshfeld charges indicated that the nucleophilicity of O-3 was enhanced by the hydrogen bonds. The enhanced nucleophilicity resulted in the increase of phenol degradation efficiency by ozonation, and the synergistic effect between O-3 and ILs was proportional to the hydrogen bond donor ability of ILs.
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