Physical and electrochemical properties of 1-butyl-3-methylimidazolium bromide, 1-butyl-3-methylimidazolium iodide, and 1-butyl-3-methylimidazolium tetrafluoroborate

Kim, Ki-Sub; Shin, Bae-Kun; Lee, Huen

doi:10.1007/bf02705586

Cited by 125 publications

(78 citation statements)

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“…This trend was in agreement with a previous study (Lo et al, 2003;Kim et al, 2004) wherein the oxidation of thiophene and its derivatives results to a more efficient extraction of the oxidized products (sulfoxides and sulfones) into the IL phase. This increase in efficiency can be attributed to the increased polarity of sulfoxides and sulfones (Lo et al, 2003;Kim et al, 2004;Chen et al, 2006;Dekhordi et al, 2009) which better complements the polar ionic liquids used.…”

Section: It Has Been Observed In Both Oxidative and Non-oxidative Dessupporting

confidence: 82%

“…This trend is in agreement with previous studies (Lo et al, 2003;Kim et al, 2012) wherein the oxidation of thiophene and its derivatives leads to a more efficient extraction of the oxidized products (sulfoxides and sulfones of thiophene) into the ionic liquid phase. This increase in efficiency can be attributed to a better complementarity of the polarity of the ionic liquids with those of the sulfoxides and sulfones (Lo et al, 2003;Kim et al, 2004;Chen et al, 2006;Dekhordi et al, 2009) (Chen et al, 2006;Dehkordi et al, 2009;Lu et al, 2007;Ahosseini and Scurto, 2008;Gardas and Countinho, 2008;Pereiro et al, 2009). It is apparent that an increase in the viscosity of the IL decreases the extraction efficiency; an increase in the viscosity of the IL decreases its extent of contact with the model oil.…”

Section: It Has Been Observed In Both Oxidative and Non-oxidative Desmentioning

confidence: 99%

“…The recyclability (Lo et al, 2003;Kim et al, 2004;Dupont et al, 2002;Ziyauddin et al, 2009) (Table 2). This observation is in agreement with literature (Kim et al, 2004).…”

Section: It Has Been Observed In Both Oxidative and Non-oxidative Desmentioning

confidence: 99%

“…For purposes of comparison, a non-oxidative desulfurization of the model oil was also performed. The extraction efficiencies of the above ionic liquids were evaluated relative to acetonitrile-a solvent which is typically used in desulfurization (Kim et al, 2004).…”

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confidence: 99%

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Efficient Oxidative Desulfurization of Model Oil at Room Temperature with Ionic Liquid as Extraction Solvent

Chiu

Arco

Ping³

et al. 2013

KIMIKA

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The oxidative desulfurization of model oil (hexane solution of thiophene) was carried out at room temperature in a two-step method involving: 1) the acetic acid catalyzed oxidation of thiophene with hydrogen peroxide and 2) the subsequent extraction of the oxidized products with three 1-alkyl-3-methylimidazolium bromide [RMIM]Br ionic liquids of varying alkyl substituent R chain length (R: C2, C4, C6) and with acetonitrile as control. For purposes of comparison, a non-oxidative extractive desulfurization of model oil with the above ionic liquid and with acetonitrile was also performed. The thiophene extraction efficiencies of the ionic liquids and that of the control in both the oxidative and non-oxidative procedures were determined by means of gas chromatography. The ionic liquid of the shortest alkyl substituent chain length (R: C2), [EMIM] Br exhibited the highest extraction efficiency in the oxidative desulfurization of the model oil; the extraction efficiency of [EMIM] Br was also observed to exceed that of acetonitrile. In general, the oxidative desulfurization with the above [RMIM]Br's is apparently a more efficient method of thiophene removal from the model oil as compared to a non-oxidative procedure with the same extraction solvents. The extraction efficiency of [RMIM]Br's was observed to decrease with the lengthening of the alkyl substituent chain. The same trend is observed in the non-oxidative extractive desulfurization of the model oil. Recyclability analysis of [EMIM]Br showed that [EMIM]Br can be recycled thrice with no significant decrease in extraction efficiency.

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Section: It Has Been Observed In Both Oxidative and Non-oxidative Dessupporting

confidence: 82%

Section: It Has Been Observed In Both Oxidative and Non-oxidative Desmentioning

confidence: 99%

“…The recyclability (Lo et al, 2003;Kim et al, 2004;Dupont et al, 2002;Ziyauddin et al, 2009) (Table 2). This observation is in agreement with literature (Kim et al, 2004).…”

Section: It Has Been Observed In Both Oxidative and Non-oxidative Desmentioning

confidence: 99%

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confidence: 99%

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Efficient Oxidative Desulfurization of Model Oil at Room Temperature with Ionic Liquid as Extraction Solvent

Chiu

Arco

Ping³

et al. 2013

KIMIKA

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“…There are some theoretical and experimental studies of the thermal stability and decomposition mechanism of EMImBr. [15][16][17] In dynamic measurements EMImBr shows high stability up to temperatures 249• C. [15][16][17] Besides the possible use as the electrolytes in energy storage devices, the ionic liquids containing bromide anions have been reported as good corrosion inhibitors.18,19 For Au(hkl) electrodes in I − and Br − containing room temperature ionic liquids (RTIL) mixtures, the adsorption step charge transfer resistance was non-zero. 11,20,21 All mentioned properties established for EMImBr promise a good practical outcome for electrochemical devices.…”

mentioning

confidence: 99%

Electrochemical Investigation of 1-Ethyl-3-methylimidazolium Bromide and Tetrafluoroborate Mixture at Bi(111) Electrode Interface

Siimenson

Lembinen

Oll

et al. 2016

J. Electrochem. Soc.

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Electrochemical characterization of the interface between Bi(111) surface and ionic liquid mixtures of 1-ethyl-3-methylimidazolium tetrafluoroborate with 1-ethyl-3-methylimidazolium bromide (EMImBF 4 + x% EMImBr) has been evaluated by using the electrochemical impedance spectroscopy, cyclic voltammetry methods and density functional theory calculations. Dependence of the experimental data on the bromide concentration and on the electrode potential has been analyzed. Comparison of adsorption data with Bi(111) | EMImBF 4 + x% EMImI interface shows that adsorption activity of halide ions from EMImBF 4 follows a similar trend as from the aqueous and organic electrolyte solutions. The adsorption activity of anions increases in order Cl − < Br − < I − , despite the fact that the solvation properties of relevant media are significantly different. We discuss this trend in the light of a possible application of the RTIL mixtures as an electrolyte for electrochemical energy storage devices like supercapacitors. The ionic liquids as electrolytes have been studied since the early 20 th century, but there is still much to be understood regarding some fundamental aspects. [1][2][3][4][5][6] Theoretical models that explain the dependence of the differential capacitance values on the electrode potentials have been worked out for the aqueous and non-aqueous electrolytes and molten salts. 7,8 However, in the case of the specific adsorption, there are no detailed models for the electrical double layer capacitance, that analyze the influence of the surface-active anion concentration and electrode potential on the specific interaction energy (including charge transfer) and on the distance of the closest approach of anions onto the metal electrode surface.5,9,10 Therefore, the detailed analysis and characterization of these complex electrode | ionic liquid interfaces (with the addition of ions that might have strong chemical interactions and high interaction energies with electrode surface layer atoms, demonstrating very negative Gibbs adsorption energy values, so-called strong specific adsorption properties) is considered our high priority. Bismuth, as an electrode material, has been studied widely and has shown good electrochemical stability and high reproducibility of the data. The properties are inevitable for detailed investigation of interfacial adsorption and faradaic charge transfer processes. The amount of previously measured adsorption data from different electrolytes (including electrochemical impedance spectroscopy and in situ STM methods) enables to develop more realistic, i.e. complex models for the electrical double layer capacitance, that analyze the influence of the surface-active anion addition on the inner layer structure, dielectric permittivity, effective dipoles moment for dipole created at metal|RTIL interface, etc. 7,[11][12][13][14] To continue with the systematic research of halide ions, 1-ethyl-3-methylimidazolium bromide (EMImBr) was selected for the source of bromide ions. There are some theoretical and e...

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Influence of ionic liquid counterions on activity and selectivity of ethylene trimerization using chromium‐based catalysts in biphasic media

Marefat

Ahmadi

Mohamadnia

2020

Applied Organom Chemis

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In recent years ionic liquids (ILs) have attracted much interest because of their widespread use in various fields. Several trimerization and oligomerization catalysts have been evaluated in ILs with different organic–inorganic hybrid structures. High catalytic activity and selectivity, easy product separation, and recycling of the catalyst are the advantages of a biphasic catalyst system compared to the homogeneous catalysts. In this study, the influence of IL counter‐anions on activity and selectivity of the ethylene trimerization catalysts based on Cr‐SNS‐R was investigated. All synthesized materials were characterized using Fourier‐transform infrared spectroscopy, 1H NMR, 13C NMR, UV–Vis. spectroscopy, thin‐layer chromatography, and elemental analysis (CHNS). In ethylene trimerization reaction, the dodecyl substituent in the SNS ligand exhibited better activity and selectivity than the butyl substituent. The results revealed that the presence of BF4− as a counter‐anion in the IL led to an increase in activity and selectivity compared to Br− and I− counter‐anions. It was found that the BF4− counter‐anion plays a conclusive role in the development of 1‐hexene activity and selectivity to a maximum amount of 71,132 g1‐C6/(gCr × h) and more than 99%, respectively. Finally, the catalyst was reused thrice without losing its 1‐hexene selectivity.

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Physical and electrochemical properties of 1-butyl-3-methylimidazolium bromide, 1-butyl-3-methylimidazolium iodide, and 1-butyl-3-methylimidazolium tetrafluoroborate

Cited by 125 publications

References 10 publications

Efficient Oxidative Desulfurization of Model Oil at Room Temperature with Ionic Liquid as Extraction Solvent

Efficient Oxidative Desulfurization of Model Oil at Room Temperature with Ionic Liquid as Extraction Solvent

Electrochemical Investigation of 1-Ethyl-3-methylimidazolium Bromide and Tetrafluoroborate Mixture at Bi(111) Electrode Interface

Influence of ionic liquid counterions on activity and selectivity of ethylene trimerization using chromium‐based catalysts in biphasic media

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