Anionic structural effect in liquid–liquid separation of phenol from model oil by choline carboxylate ionic liquids

Li, Zhiyong; Li, Ruipeng; Yuan, Xiaoqing; Pei, Yuanchao; Zhang, Xiaochen; Wang, Jianji

doi:10.1016/j.gee.2019.01.011

Cited by 37 publications

(17 citation statements)

References 32 publications

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“…Room temperature ionic liquid (RTIL) was a kind of promising green solvent compared to conventional organic solvents, due to its advantages of low melting points, negligible volatility, and tunable properties. [ 22,23 ] Rogers et al . [ 24 ] first demonstrated RTIL as media for clean liquid–liquid extraction was feasible, which avoided the use of volatile organic compounds (VOCs).…”

Section: Background and Originality Contentmentioning

confidence: 99%

Efficient Extraction of Lithium Ions from High Mg/Li Ratio Brine through the Synergy of TBP and Hydroxyl Functional Ionic Liquids

et al. 2020

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of main observation and conclusion The extraction of Li + from the high Mg/Li ratio brine was performed using hydroxyl functional ionic liquids (ILs) as the coextractant and tributyl phosphate (TBP) as the extractant. Firstly, the extractive system, 1-(2-hydroxyethyl)-3-methylimidazolium bis(trifluoromethylsulfonyl)imide ([HOEmim][NTf2]) + TBP was proved to exhibit the highest extraction efficiency of Li + (88.15%) from LiCl aqueous solutions among the extractants composed of different ILs, TBP, and ILs + TBP. Effects of various extraction parameters on the extraction efficiencies of Li + and Mg 2+ were then investigated. 95.01% of Li + was extracted and the Li/Mg separation factor reached 405.76 in a single-stage at 278.15 K and O/A of 2 : 1. The extraction complexes were determined by the slope analysis method and ESI-MS analysis, and the metal complexes in the organic phase were indicated to be mainly [Li•2 TBP][NTf2]. The striping study showed that 92.86% of Li + was stripped with 1.0 mol•L-1 HCl. 98% extraction capacity of the synergy extractants was remained after 5 regeneration cycles. The thermodynamic parameters (ΔG°, ΔH°, and ΔS°), together with the mechanism of the Li + extraction were further demonstrated finally. According to the results, [HOEmim][NTf2] + TBP extraction system showed promising performance in extracting lithium from salt lake brine with high Mg/Li ratio.

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Section: Background and Originality Contentmentioning

confidence: 99%

Efficient Extraction of Lithium Ions from High Mg/Li Ratio Brine through the Synergy of TBP and Hydroxyl Functional Ionic Liquids

et al. 2020

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“…The results showed that the removal efficiency (RE) was above 86%. 11 Sidek et al prepared three benzylimidazolium-based ILs as candidates for removing phenol from a hexane model oil. 12 They changed the substituents of cations (allyl, benzyl and vinyl) to explore the effect on phenol extraction.…”

Section: Introductionmentioning

confidence: 99%

“…19 Because the oxygen atom is highly electronegative, ILs containing COO and OH tend to form hydrogen bonds with phenol. 11,20 Hence, 1-hydroxyethyl-3-methylimidazolium propionate ([EtOHmim][Pro]) was chosen as an extractant for recovering phenol.…”

Section: Introductionmentioning

confidence: 99%

Extraction performance evaluation and theoretical analysis of removal of phenol from oil mixture using a dual‐functionalized ionic liquid: 1‐hydroxyethyl‐3‐methylimidazolium propionate

Al-Haimi

et al. 2021

J of Chemical Tech & Biotech

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BACKGROUND: Phenol is an important chemical and has many applications in industry. It is mainly produced from coal tar. At present, the commonly used method in industry is caustic washing, which produces a lot of wastewater containing phenolic components, resulting in environmental contamination. Herein, a dual-functionalized ionic liquid, 1-hydroxyethyl-3-methylimidazolium propionate, was synthesized as a candidate for recovering phenol from a coal tar oil mixture. RESULTS:The performance of the ionic liquid was investigated by extraction experiments with various factors, including phase ratio, contact temperature and contact time. The optimal separation conditions for removing phenol using the ionic liquid were as follows: m DFIL :m oil = 1:5; contact temperature, 25°C; contact time, 30 min. The corresponding removal efficiency was 95.9%. The intermolecular interaction for separating phenol with the ionic liquid was verified to be hydrogen bond attraction using quantum chemical calculations and Fourier transform infrared spectrometry. CONCLUSIONS:The experimental and calculated results showed that 1-hydroxyethyl-3-methylimidazolium propionate was a suitable extractant for removal of phenol from the oil mixture. This provides a reference for the dephenolization process of coal tar in industry.

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“…In the last two decades, ionic liquids (ILs) have been widely used in chemical reactions, 19,20 separation science, 21,22 biomass processing, 23 gas capture, 24,25 material preparation [26][27][28][29] and energy production, [30][31][32] because of their tunable physical and chemical properties with a judicious design of the structures of cations and anions. [33][34][35][36][37] More interestingly, hydrophilic ILs can be used as a phase component to form ATPSs. [38][39][40][41] The various structures of ILs bring great opportunities for the tuning of microscopic structures and physico-chemical properties of ATPSs, [42][43][44][45][46] and this also provides the possibility for the fabrication of stimulus-responsive ATPSs.…”

Section: Introductionmentioning

confidence: 99%

Light-Triggered Switchable Ionic Liquid Aqueous Two-Phase Systems

Li¹,

Feng²,

Liu

et al. 2020

ACS Sustainable Chem. Eng.

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Aqueous two-phase systems (ATPSs) consist of two immiscible aqueous phases where the mole fraction of water in both upper and bottom phases is higher than 0.8. ATPS has been widely used in many different fields since its discovery in 1896. However, easy control of phase transition is highly desired in many cases, which is still a challenge. Herein, we report the first work for the reversible switching of transition between two-phase ATPSs and single phase solution by light irradiation. It was found that azobenzene-based ionic liquids and inorganic salts in water systems could be reversibly switched between two-phase ATPS and homogeneous solution at ambient conditions by alternatively UV and visible light irradiation.Mechanism studies reveal that cationic isomerization of the azobenzene-based ionic liquids and size change of their micelles by UV and visible light irradiation is the main driving force for such reversible phase transition of ATPSs. This unique phase behavior has bridged the gap between ATPSs and chemical reactions, which is useful to create new chemistry in ATPSs. As an example of applications, highly efficient and selective aza-Michael reactions were performed in this novel kind of switchable ATPSs, which was well integrated with heterogeneous product 2 separation, and the phase components could be easily reused. This work opens a new way to conduct reactions efficiently with easy separation process.

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Anionic structural effect in liquid–liquid separation of phenol from model oil by choline carboxylate ionic liquids

Cited by 37 publications

References 32 publications

Efficient Extraction of Lithium Ions from High Mg/Li Ratio Brine through the Synergy of TBP and Hydroxyl Functional Ionic Liquids

Efficient Extraction of Lithium Ions from High Mg/Li Ratio Brine through the Synergy of TBP and Hydroxyl Functional Ionic Liquids

Extraction performance evaluation and theoretical analysis of removal of phenol from oil mixture using a dual‐functionalized ionic liquid: 1‐hydroxyethyl‐3‐methylimidazolium propionate

Light-Triggered Switchable Ionic Liquid Aqueous Two-Phase Systems

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