1-己基-2,3-二甲基咪唑鎓双(三氟甲磺酰基)酰亚胺 | 384347-22-2

• 物质功能分类: 有机原料 - 杂环化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 1-己基-2,3-二甲基咪唑鎓双(三氟甲磺酰基)酰亚胺
• 中文别名: 1-己基-2,3-二甲基咪唑双(三氟甲磺酰基)亚胺盐
• 英文名称: 1-hexyl-2,3-dimethylimidazolium bis(trifluoromethylsulfonyl)imide
• 英文别名: 3-Hexyl-1,2-dimethyl-1H-imidazolium salt with 1,1,1-trifluoro-N-[(trifluoromethyl)sulfonyl]methanesulfonamide；bis(trifluoromethylsulfonyl)azanide;1-hexyl-2,3-dimethylimidazol-3-ium
• CAS: 384347-22-2
• 化学式: C₂F₆NO₄S₂*C₁₁H₂₁N₂
• 分子量: 461.45
• InChiKey: MOGRWIKMHQNYNZ-UHFFFAOYSA-N

物化性质

• 密度：
  1.358188 g/cm3(Temp: 20.00 °C)

计算性质

• 辛醇/水分配系数(LogP)：
  3.26
• 重原子数：
  28
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  94.8
• 氢给体数：
  0
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  1,2-二甲基咪唑 以 水 为溶剂， 生成 1-己基-2,3-二甲基咪唑鎓双(三氟甲磺酰基)酰亚胺
  参考文献：
  名称：

  High-Pressure Phase Behavior of Carbon Dioxide with Imidazolium-Based Ionic Liquids

  摘要：

  Previously we have shown that supercritical carbon dioxide can be used to extract organics from ionic liquids (ILs). Subsequently, ionic liquids/carbon dioxide biphasic solutions have been used for a variety of homogeneously catalyzed reactions. Therefore, an understanding of the phase behaviour of carbon dioxide with ionic liquids is needed to design extraction and reaction processes necessary for these applications. We present measurements of the solubility of carbon dioxide in 10 different imidazolium-based ionic liquids at 25, 40, and 60 degreesC and pressures to 150 bar. As expected, the solubility increases with increasing pressure and decreases with increasing temperature for all the ILs investigated. To investigate the influence of the anion, seven of the ILs studied have 1-butyl-3-methylimidazolium ([bmim]) as the cation. The anions are dicyanamide ([DCA]), nitrate ([NO3]), tetrafluoroborate ([BF4]), hexafluorophosphate ([PF6]), trifucromethanesulfonate ([TfO]), bis(trifluoromethylsulfonyl)imide ([Tf2N]), and tris(trifluoromethylsulfonyl)methide ([methide]). The other ILs considered in the study, chosen to investigate the influence of varying number and length of alkyl chains on the cation, include 1-hexyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide ([hmim][Tf2N]), 2,3-dimethyl-1-hexylimidazolium bis(trifluoromethylsulfonyl)imide ([hmmim][Tf2N]), and 1-octyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide ([omim][Tf2N]). Results show that the solubility of carbon dioxide is strongly dependent on the choice of anion. In particular, CO2 solubility is greater in ILs with anions, such as [Tf2N] and [methide], which contain fluoroalkyl groups. Also, we observe that an increase in the alkyl chain length on the cation increases the CO2 solubility marginally.

  DOI：

  10.1021/jp046895+

文献信息

• Experimental Densities and Calculated Fractional Free Volumes of Ionic Liquids with Tri- and Tetra-substituted Imidazolium Cations
  作者：Shuwen Yue、John D. Roveda、Max S. Mittenthal、Matthew S. Shannon、Jason E. Bara

  DOI：10.1021/acs.jced.7b01033

  日期：2018.7.12

  an initial expedition into these “uncharted waters” and have synthesized imidazolium-based ILs with one more functional group(s) at the C(2), C(4), and/or C(5) positions of the imidazolium ring (as well as N(1) and N(3)). This manuscript reports the synthesis and experimental densities of these tri- and tetra-functionalized ILs as well as calculated densities and fractional free volumes from COSMOTherm

  尽管据估计，至少有100万种离子液体（IL）可以使用市售的起始原料来获得，但围绕各种应用进行了实验合成，表征和研究的大部分ILs仍在使用中相对简单的1- n-烷基-3-甲基咪唑鎓（[C nmim]）阳离子基序。然而，对于为什么三或四官能化的咪唑鎓阳离子受到较少关注没有根本的限制或原因。仅有很少的基于三官能化咪唑鎓的IL的物理性质数据存在，实际上没有关于四官能化IL的数据。因此，IL的“图”上存在广阔的实验空间，而这些空间在很大程度上尚待探索。我们试图对这些“未知水域”进行初步考察，并合成了基于咪唑鎓的IL，在其C（2），C（4）和/或C（5）位置带有一个或多个官能团。咪唑环（以及N（1）和N（3））。该手稿报告了这些三功能和四功能化IL的合成和实验密度，以及根据COSMOTherm计算得出的密度和自由体积分数。
• Effect of Hydroxyl Groups in a Cation Structure on the Properties of Ionic Liquids
  作者：V. G. Krasovskiy、E. A. Chernikova、L. M. Glukhov、G. I. Kapustin、A. A. Koroteev

  DOI：10.1134/s0036024418120245

  日期：2018.12

  which differ by the presence of a hydroxyl group at the ω-position of the alkyl substituent in the cation structure (nC = 2–8). The properties of the liquids were studied by DSC, TGA, and IR and NMR spectroscopy. Their thermal stability was studied, and the melting points, viscosity, and volatility in vacuum were measured. The effect of OH groups in the structure of the ionic liquid on its properties

  合成了带有双（三氟甲基磺酰基）酰亚胺阴离子的两个咪唑鎓离子液体，它们的区别在于阳离子结构中烷基取代基的ω-位置存在羟基（n C = 2-8）。通过DSC，TGA，IR和NMR光谱研究了液体的性质。研究了它们的热稳定性，并测量了熔点，粘度和真空挥发度。评估了离子液体结构中的OH基团对其性能的影响。
• The Viscosity and Density of Ionic Liquid + Tetraglyme Mixtures and the Effect of Tetraglyme on CO₂ Solubility
  作者：Joseph J. Fillion、Joshua Edward Bennett、Joan F. Brennecke

  DOI：10.1021/acs.jced.6b00596

  日期：2017.2.9

  tetraglyme (TG), which is a low viscosity liquid with relatively low vapor pressure, is effective in reducing the viscosity of ionic liquids (ILs). In particular, we measure the viscosities of mixtures of 18 ionic liquids with tetraglyme at temperatures between 278.15 and 323.15 K, with a focus on mixtures that are primarily ionic liquid. Thirteen of the ionic liquids contain aprotic heterocyclic anions

  我们表明，添加四甘醇二甲醚 (TG) 是一种具有相对低蒸气压的低粘度液体，可有效降低离子液体 (ILs) 的粘度。特别是，我们测量了 18 种离子液体与四甘醇二甲醚在 278.15 和 323.15 K 之间的温度下的混合物的粘度，重点是主要是离子液体的混合物。13 种离子液体包含与四烷基鏻和咪唑鎓阳离子配对的非质子杂环阴离子 (AHA IL)，我们已开发出这些离子液体用于共流体蒸汽压缩制冷和燃烧后 CO2 捕集应用。包括三种双（三氟甲基磺酰基）酰胺（[Tf2N]-）离子液体以进行比较，以及乙酸三己基十四烷基鏻和双氰胺三己基十四烷基鏻（[P66614][乙酸盐]和[P66614][DCA]）。此外，
• Isoamyl acetate synthesis in imidazolium-based ionic liquids using packed bed enzyme microreactor
  作者：Marina Cvjetko、Jasna Vorkapić-Furač、Polona Žnidaršič-Plazl

  DOI：10.1016/j.procbio.2012.04.028

  日期：2012.9

  The acylation of isoamyl alcohol with acetic anhydride catalyzed by immobilized Candida antarctica lipase B was studied in ionic liquids (ILs) based on quaternary imidazolium cations with alkyl, alkenyl, alkynyl, benzyl, alkoxyl or N-aminopropyl side chains. Among the tested ILs, the highest enzyme activity together with the highest isoamyl acetate yield were obtained in [C(7)mmim][Tf2N].No loss of lipase B activity was observed during one-month incubation in this hydrophobic IL without the presence of substrates. Isoamyl acetate synthesis using [C(7)mmim][Tf2N] as solvent was further studied in a continuously operated miniaturized enzymatic packed bed reactor at various flow rates and temperatures. Up to 92% isoamyl acetate yield could be obtained within 15 min by using 0.5 M acetic anhydride and 1.5 M isoamyl alcohol inlet concentrations at 55 degrees C, corresponding to the volumetric productivity of 61 mmol l(-1) min(-1), which to the best of our knowledge is the highest reported so far for this reaction. No decrease in productivity was experienced during the subsequent runs of continuous microbioreactor operation performed within 14 consecutive days. The benefits of reactor miniaturization along with the green solvent application were therefore successfully exploited for the development of a sustainable flavour ester production. (C) 2012 Elsevier Ltd. All rights reserved.