Synthesis and properties of switchable polarity ionic liquids based on organic superbases and fluoroalcohols

Liu, Zhichang; Hu, Pengcheng; Meng, Xianghai; Zhang, Rui; Yue, Huiqing; Chen, Xu; Hu, Yufeng

doi:10.1016/j.ces.2013.12.040

Cited by 24 publications

(21 citation statements)

References 35 publications

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“…As the SS was exposed to CO 2 , a new peak was observed at 1639 cm −1 , which is ascribed to ν(C═O) of carbonate stretching. After exposure of SS to CO 2 a broad peak appeared at 3344 cm −1 attributed to OH stretching, which might be due to the presence of aqueous medium (H 2 O) (Figure b), and after the removal of CO 2 all peaks reappear in Figure (c), as shown in Figure (a) …”

Section: Resultsmentioning

confidence: 82%

A innovative switchable polarity solvent, based on 1,8‐diazabicyclo‐[5.4.0]‐ undec‐7‐ene and decanol was prepared for enrichment of aluminum in biological sample prior to analysis by flame atomic absorption spectrometry

Arain

Kazi

Afridi

et al. 2017

Applied Organom Chemis

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A novel switchable solvent (SS) extraction methodology has been used for the enrichment of aluminium (Al) in acid‐digested blood samples of patients with neurological disorders before proceeding to flame atomic absorption spectrometry. 1,8‐Diazabicyclo[5.4.0]undec‐7‐ene and decanol in combination made a SS which reversibly changes from hydrophobic (nonpolar) to hydrophilic (polar) according to switch‐on and switch‐off phenomena in aqueous medium by exposure to anti‐solvent trigger (CO2). The SS polar micro‐emulsion was switched on by bubbling CO2, and switched off by heating from 40 to 70°C with exposure to N2 gas. The changes obtained in the structure and physical properties of the SS due to switching from lower polarity to higher polarity were investigated using Fourier transform infrared spectroscopic analysis. The SS was effectively analysed as an extractive medium for hydrophobic chelate of Al with 3,5,7,2,4‐pentahydroxyflavone (morin) and extracted in SS. Then hydrophobic enriched Al‐morin‐SS was treated with 1.0 M HNO3 and CO2 purging at various time intervals, switch to a miscible polar hydrophilic monophase state. The SS was easily recycled up to six times for further enrichment process. For the developed method, various parameters were optimized such as pH, volume of chelating reagent, CO2 purging time and pressure, and rate of heating. Under favourable conditions, enhancement factor and limit of detection were observed as 25 and 0.47 μg l−1, respectively, for 10 ml of samples/standards solution. The accuracy of the developed method was determined using certified reference material (SRM 3101a), with a standard addition procedure. The method was used for the pre‐concentration of Al in blood samples of patients with neurological disorders.

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Section: Resultsmentioning

confidence: 82%

A innovative switchable polarity solvent, based on 1,8‐diazabicyclo‐[5.4.0]‐ undec‐7‐ene and decanol was prepared for enrichment of aluminum in biological sample prior to analysis by flame atomic absorption spectrometry

Arain

Kazi

Afridi

et al. 2017

Applied Organom Chemis

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“…Under similar reaction conditions, Liu et al. confirmed that the formation of TFEA‐CO 2 adduct A is plausible . The mixture was stirred at 0 °C for 1 h, and then 2,2,2‐trifluoroethyl triflate ( 3 a ) was added to the mixture, which was stirred for a further 16 h at 0 °C to provide the desired compound 1 in 51 % yield (Table , entry 1).…”

Section: Resultsmentioning

confidence: 99%

“…This nicely explains why 1 was obtained in higher yield with DBU (p K BH =24.2 in MeCN) or MTBD (p K BH =25.5 in MeCN) than with TMG (p K BH =20.8 in MeCN) . Afterwards, the TFEA–CO 2 adduct A is generated through nucleophilic addition of B to CO 2 (confirmed by in situ IR spectroscopy) . In the last step, A reacts with 3 a to afford 1 .…”

Section: Resultsmentioning

confidence: 99%

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Synthesis of Fluorinated Dialkyl Carbonates from Carbon Dioxide as a Carbonyl Source

et al. 2020

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Fluorinated dialkyl carbonates (DACs), which serve as environmentally benign phosgene substitutes, were produced successfully from carbon dioxide either directly or indirectly. Nucleophilic addition of 2,2,2‐trifluoroethanol to carbon dioxide and subsequent reaction with 2,2,2‐trifluoroethyltriflate (3 a) afforded bis(2,2,2‐trifluoroethyl) carbonate (1) in up to 79 % yield. Additionally, carbonate 1 was obtained through the stoichiometric reaction of 3 a and cesium carbonate. Although bis(1,1,1,3,3,3‐hexafluoro‐2‐propyl) carbonate (4) was difficult to obtain by either of the above two methods, it could be synthesized through the transesterification of carbonate 1.

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“…solvents which can be changed to either ionic state or neutral state by introducing an external stimulus have also being studied. 26,30 SILs can be synthesized 13,26,[30][31] by using molecular liquids i.e. from molecular liquid to highly polar ionic liquid [26][27] , also alter properties such as conductivity, polarity, viscosity and solubilizing capacity [28][29] , as a consequence these ILs can be employed for recycling or recovery processes.…”

Section: Introductionmentioning

confidence: 99%

Effect of DBU (1,8-Diazobicyclo[5.4.0]undec-7-ene) Based Protic Ionic Liquid on the Volumetric and Ultrasonic Properties of Ascorbic Acid in Aqueous Solution

Singh

Gardas

2015

Ind. Eng. Chem. Res.

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In order to understand the strength and type of interactions involved in ternary solutions, the effect of solute or cosolute concentration and temperature is needed, as an understanding of these interactions are helpful in biochemical and biophysical chemistry. In this regard, we have studied the volumetric and ultrasonic properties of one of the most important vitamin i.e. ascorbic acid in water and in presence of newly synthesized protic ionic liquid (1,8diazabicyclo[5.4.0]undec-7-en-8-ium trifluroacetate) at temperatures, (293.15 K to 328.15 K)and at atmospheric pressure. The experimentally measured density and speed of sound data were used to calculate apparent molar volume and isentropic compressibility, infinite dilution partial molar volume and partial molar isentropic compressibility. Volume of transfer (∆ t V 2 º and ∆ t K º s,2 ), expansion coefficients, pair and triplet volumetric interaction coefficients were also evaluated and discussed in terms of various interactions occurring between ascorbic acid and PIL on the basis of structural interaction model. . Tian, M.; Cheng, R.; Ye, J.; Liu, X.; Jia, Q. Preparation And Evaluation Of Ionic Liquid-Calixarene Solid-Phase Microextraction Fibres For the Determination of Triazines in Fruit and Vegetable Samples.

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Synthesis and properties of switchable polarity ionic liquids based on organic superbases and fluoroalcohols

Cited by 24 publications

References 35 publications

A innovative switchable polarity solvent, based on 1,8‐diazabicyclo‐[5.4.0]‐ undec‐7‐ene and decanol was prepared for enrichment of aluminum in biological sample prior to analysis by flame atomic absorption spectrometry

A innovative switchable polarity solvent, based on 1,8‐diazabicyclo‐[5.4.0]‐ undec‐7‐ene and decanol was prepared for enrichment of aluminum in biological sample prior to analysis by flame atomic absorption spectrometry

Synthesis of Fluorinated Dialkyl Carbonates from Carbon Dioxide as a Carbonyl Source

Effect of DBU (1,8-Diazobicyclo[5.4.0]undec-7-ene) Based Protic Ionic Liquid on the Volumetric and Ultrasonic Properties of Ascorbic Acid in Aqueous Solution

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