108203-70-9Relevant academic research and scientific papers
Stability of the zwitterionic liquid butyl-methyl-imidazol-2-ylidene borane
Tr?ger-Müller, Steffen,Antonietti, Markus,Liedel, Clemens
, p. 11437 - 11443 (2018)
Modification of the C2 position of the standard 1-butyl-3-methyl imidazolium cation by a borohydride group leads to a zwitterionic liquid (ZIL). The resulting imidazol-2-ylidene borane ZIL is liquid at room temperature. Dynamic viscosity as well as thermal and electrochemical stability are investigated. Thermal decomposition follows a similar pathway as in comparable imidazolium ionic liquids. The surprisingly low viscosity and good reductive stability make it a promising candidate for electrochemical applications.
Synthesis and structural characterization of 1-butyl-2,3-dimethylimid- azolium bromide and iodide
Kutuniva, Johanna,Oilunkaniemi, Raija,Laitinen, Risto S.,Asikkala, Janne,K?rkk?inen, Johanna,Lajunen, Marja K.
, p. 868 - 870 (2007)
1-Butyl-2,3-dimethylimidazolium bromide {(bdmim)Br} (1) and iodide {(bdmim)I} (2) were prepared conveniently by the reaction of 1,2-dimethylimidazole and the corresponding 1-halobutane. The compounds were characterized by 1H and 13C{1H} NMR spectroscopy as well as by X-ray single crystal crystallography. 1 crystallizes in the monoclinic crystal system, space group P21/n, with Z = 4, and unit cell dimensions a = 8.588(2), b = 11.789(1), c = 10.737(2) ?, β= 91.62(3)°. Compound 2 crystallizes in the monoclinic crystal system, space group P21/c, with Z = 8, and unit cell dimensions a = 10.821(2), b = 14.221(3), c = 15.079(2) ?, β= 90.01(3)°. The lattices of the salts are built up of 1-butyl-2,3-dimethylimidazolium cations and halide anions. The cations of 1 form a double layer with the imidazolium rings stacked together due to n interactions. The Br- anions lie approximately in the plane of the imidazolium ring, and the closest interionic Br?H contacts span a range of 2.733(1) - 2.903(1) ?. Compound 2 shows no π stacking interactions. The closest interionic I?H contacts are 2.914(1)-3.196(1)?.
Lithium-coordinating ionic conductor for solid-state dye-sensitized solar cells
Li, Juan,Wang, Zhong-Sheng
, p. 56967 - 56973 (2015)
A new solid-state ionic conductor is synthesized by linking an ether group to the nitrogen-atom of 1,2-dimethylimidazole with an iodide counter anion, and the single crystal structure is determined using X-ray crystallographic analysis. Replacement of the
Alkali stability excellent imidazole and imidazolium cation
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Paragraph 0243-0244; 0305-0307, (2018/04/13)
and membranes and devices comprising the polymers. Also provided are methods of making the inventive compounds and polymers.
Imidazolium Cations with Exceptional Alkaline Stability: A Systematic Study of Structure-Stability Relationships
Hugar, Kristina M.,Kostalik, Henry A.,Coates, Geoffrey W.
supporting information, p. 8730 - 8737 (2015/07/27)
Highly base-stable cationic moieties are a critical component of anion exchange membranes (AEMs) in alkaline fuel cells (AFCs); however, the commonly employed organic cations have limited alkaline stability. To address this problem, we synthesized and characterized the stability of a series of imidazolium cations in 1, 2, or 5 M KOH/CD3OH at 80 °C, systematically evaluating the impact of substitution on chemical stability. The substituent identity at each position of the imidazolium ring has a dramatic effect on the overall cation stability. We report imidazolium cations that have the highest alkaline stabilities reported to date, >99% cation remaining after 30 days in 5 M KOH/CD3OH at 80 °C.
A simple halide-to-anion exchange method for heteroaromatic salts and ionic liquids
Alcalde, Ermitas,Dinares, Immaculada,Ibanez, Anna,Mesquida, Neus
experimental part, p. 4007 - 4027 (2012/07/28)
A broad and simple method permitted halide ions in quaternary heteroaromatic and ammonium salts to be exchanged for a variety of anions using an anion exchange resin (A- form) in non-aqueous media. The anion loading of the AER (OH- form) was examined using two different anion sources, acids or ammonium salts, and changing the polarity of the solvents. The AER (A- form) method in organic solvents was then applied to several quaternary heteroaromatic salts and ILs, and the anion exchange proceeded in excellent to quantitative yields, concomitantly removing halide impurities. Relying on the hydrophobicity of the targeted ion pair for the counteranion swap, organic solvents with variable polarity were used, such as CH3OH, CH3CN and the dipolar nonhydroxylic solvent mixture CH3CN:CH2Cl 2 (3:7) and the anion exchange was equally successful with both lipophilic cations and anions.
Nucleophilicity in ionic liquids. 2.1 Cation effects on halide nucleophilicity in a series of bis(trifluoromethylsulfonyl)imide ionic liquids
Llewellyn Lancaster,Salter, Paul A.,Welton, Tom,Brent Young
, p. 8855 - 8861 (2007/10/03)
In this work, the nucleophilicities of chloride, bromide, and iodide have been determined in the ionic liquids [bmim] [N(Tf)2], [bm2im][N(Tf)2], and [bmpy][N(Tf)2] (where bmim = 1-butyl-3-methylimidazolium, bm2im = 1-butyl-2,3-dimethylimidazolium, bmpy = 1-butyl-l-methylpyrrolidinium, and N(Tf)2 = bis(trifluoromethylsulfonyl)imide). It was found that in the [bmim]+ ionic liquid, chloride was the least nucleophilic halide, but that changing the cation of the ionic liquid affected the relative nucleophilicities of the halides. The activation parameters ΔH?, ΔS?, and ΔG? have been estimated for the reaction of chloride in each ionic liquid, and compared to a similar reaction in dichloromethane, where these parameters were found for reaction by both the free ion and the ion pair.
