- Synthesis and Thermophysical Properties of Ether-Functionalized Sulfonium Ionic Liquids as Potential Electrolytes for Electrochemical Applications
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During this work, a novel series of hydrophobic room temperature ionic liquids (ILs) based on five ether functionalized sulfonium cations bearing the bis{(trifluoromethyl)sulfonyl}imide, [NTf2]? anion were synthesized and characterized. Their physicochemical properties, such as density, viscosity and ionic conductivity, electrochemical window, along with thermal properties including phase transition behavior and decomposition temperature, have been measured. All of these ILs showed large liquid range temperature, low viscosity, and good conductivity. Additionally, by combining DFT calculations along with electrochemical characterization it appears that these novel ILs show good electrochemical stability windows, suitable for the potential application as electrolyte materials in electrochemical energy storage devices.
- Coadou, Erwan,Goodrich, Peter,Neale, Alex R.,Timperman, Laure,Hardacre, Christopher,Jacquemin, Johan,Anouti, Mérièm
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- Degradation of Sulfur Mustard on KF/Al2O3: The Role of Organic Solvents and Active Species
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Solvent effects on the ability of KF/Al2O3 supports to degrade the warfare agent sulfur mustard (HD) were explored. RP-KF/Al2O3 possessing hydroxide ions and ECUF/KF/Al2O3 holding fluoride
- Fridkin, Gil,Columbus, Ishay,Yehezkel, Lea,Zafrani, Yossi
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p. 10541 - 10545
(2018/07/25)
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- Molecular Addition Compounds. 17. Borane and Chloroborane Adducts with Organic Sulfides for Hydroboration
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The following sulfides have been examined as borane carriers in comparison with dimethyl sulfide and 1,4-oxathiane: tert-butyl methyl sulfide, isoamyl methyl sulfide, ethyl isoamyl sulfide, tert-butyl isoamyl sulfide, diisoamyl sulfide, tetrahydrothiophene, tetrahydro-thiopyran, thioanisole, 3-ethylthiotetrahydrofuran, bis(3-tetrahydrofuryl) sulfide, and bis(2-methoxyethyl) sulfide. Their complexing ability toward borane increases in the following order: thioanisole 3, is stable over prolonged periods at room temperature. The sulfide can be recovered from hydroboration-oxidation products by distillation. Consequently, diisoamyl sulfide is a new promising borane carrier. Bis(2-methoxyethyl) sulfide, easily synthesized from the low cost thiodiethanol, is three times more soluble in water than 1,4-oxathiane. Its borane adduct is 6.0 M in BH3 and can substitute for more expensive borane-1,4-oxathiane in hydroboration reactions. Applications of these new borane adducts in the synthesis of mono- and dichloroborane adducts was also studied. The equilibrium ratios observed for the new chloroborane adducts were similar to that observed for dimethyl sulfide adducts. However, the hydroboration of 1-octene with these new chloroborane adducts are much faster than the corresponding adducts of dimethyl sulfide, which are currently used extensively.
- Zaidlewicz, Marek,Kanth, Josyula V. B.,Brown, Herbert C.
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p. 6697 - 6702
(2007/10/03)
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- Reactions of 2-Chloroethyl sulfides: III. Mechanism of methanolysis of 2-Chloroethyl sulfides
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The products and kinetics of methanolysis of 2-chloroethyl methyl sulfide, 2-chloroethyl 2-methoxyethyl sulfide, 2,2′-dichlorodiethyl sulfide, and 2-chloroethyl phenyl sulfide (at a concentration of 0.05-0.2 M) were studies by 13C NMR spectroscopy and gas-liquid chromatography. The rate of methanolysis decreases in the following series: methyl > methoxyethyl > 2-chloroethyl > phenyl. The amount of sulfonium dimers among the products decreases in the same series; the rate of dimerization of 2-chloroethyl methyl sulfide exceeds the rate of methanolysis. The reaction of 2-chloroethyl sulfides in methanol with a strong neutral nucleophile, thiourea, is of the second order. The rate constants of this reaction show a correlation with the constants σ* of substituents on the sulfur, which is similar to that found for the hydrolysis. This correlation indicates formation of intermediate ethylenesulfonium ion. Unlike the hydrolysis process, the rate-determining stage in the methanolysis is the reaction of ethylsulfonium ion with the nucleophile rather than ionization of 2-chloroethyl sulfide.
- Fomina,Vishnyakov,Glushkov
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p. 1282 - 1288
(2007/10/03)
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- Borane-sulfide hydroboration agents
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A borane-sulfide represented by the formula wherein B is boron, H is hydrogen, R1 and R2 each are straight or branched chain alkyl or alkoxy with at least one R being a branched chain when both R1 and R2 are alkyl, and S is sulfur. The compounds are hydroboration agents.
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- REACTIONS OF 2-CHLOROETHYL SULFIDES II. KINETICS OF SOLVOLYSIS OF 2-CHLOROETHYL 2-METHOXYETHYL SULFIDE IN WATER-METHANOL MEDIA
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The kinetics of the solvolysis of 2-chloroethyl 2-methoxyethyl sulfide in various water-methanol mixtures, corresponding to a monomolecular mechanism, are described by mathematical modeling.
- Kalminskii, S. L.,Fomina, O. S.,Glushkov, R. K.
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p. 1290 - 1293
(2007/10/02)
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- REACTIONS OF 2-CHLOROETHYL SULFIDES 1. MECHANISM OF METHANOLYSIS OF 2-CHLOROETHYL 2-METHOXYETHYL SULFIDE
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The kinetics of the solvolysis of 2-chloroethyl 2-methoxyethyl sulfide in anhydrous methanol and also in the presence of hydrogen chloride and thiourea were investigated by capillary gas chromatography.Solvolysis takes place by two reaction paths, i.e., monomolecular and bimolecular.The monomolecular mechanism predominates at the beginning of the reaction, and the dimeric sulfonium salt is formed in addition to dimethoxydiethyl sulfide.As the Cl- ions accumulate in the reaction mixture the first stage of the monomolecular mechanism (the formation of the intermediate ethylenesulfonium ion) is suppressed, and the reaction only takes place through direct bimolecular interaction with the methanol, as demonstrated by the acceleration of the process in the presence of a strong neutral nucleophile (thiourea).
- Vishnyakov, G. M.,Fomina, O. S.,Glushkov, R. G.
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- THE CHEMISTRY OF 1,1'-THIOBIS(2-CHLOROETHANE) (SULPHUR MUSTARD) PART I: SOME SIMPLE DERIVATIVES
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Some derivatives of 1,1'-thiobis(2-chloroethane) (sulphur mustard) have been synthesized for use as reference compounds in a wide range of studies embracing analysis, metabolism, environmental degradation and decontamination.Compounds include products formed by hydrolysis, substitution and elimination reactions and their oxidised sulphoxide and sulphone analogues.A comprehensive series of methylthio, methylsulphinyl and methylsulphonyl derivatives has been synthesised in support of metabolic studies. Key words: Thiobis(2-chloroethane) and derivatives; analysis; metabolism; environmental degradation; decontamination
- Black, R. M.,Brewster, K.,Harrison, J. M.,Stansfield, N.
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