1-methyl-3-(1H,1H,2H,2H-perfluorooctyl)imidazolium iodide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-methyl-3-(1H,1H,2H,2H-perfluorooctyl)imidazolium iodide
• 英文别名: 1-methyl-3-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl)imidazolium iodide；1-methyl-3-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl)-2H-1λ4,3λ4-imidazol-2-ylium iodide；1-methyl-3-(1H,1H,2H,2H-perfluorooctyl)imidazol-2-ylium iodide；1-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl)-3-methylimidazolium iodide；1-methyl-3-(8,8,8,7,7,6,6,5,5,4,4,3,3-tridecafluorooctan-1-yl)-1H-imidazolium iodide；[C8H4F13mim][I]；1-methyl-3-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl)imidazol-1-ium;iodide
• 化学式: C₁₂H₁₀F₁₃N₂*I
• 分子量: 556.109
• InChiKey: GVVIHROHNFVLMV-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  1.45
• 重原子数：
  28
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  8.8
• 氢给体数：
  0
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  1-methyl-3-(1H,1H,2H,2H-perfluorooctyl)imidazolium iodide 在 氢氟酸 作用下， 生成
  参考文献：
  名称：

  Effects of the polyfluoroalkyl side-chain on the properties of 1-methyl-3-polyfluoroalkylimidazolium fluorohydrogenate ionic liquids

  摘要：

  A series of 1-methyl-3-polyfluoroalkylimidazolium fluorohydrogenate salts (C(3F3)MIm(FH)(1.7)F, C(4F5)MIm(FH)(1.7)F, C(6)F(9)MIm(FH)(1.8)F, C(8F13)MIm(FH)(2.0)F, and C(10F17)MIm(FH)(2.0)F; the subscript numbers denote the number of carbon and fluorine atoms in the side-chain, respectively, with which the two carbon atoms from the root of the side-chain are not fluorinated) were synthesized and their physicochemical properties, including decomposition temperature, phase transition temperature, density, viscosity, ionic conductivity, and electrochemical stability, were measured. The three salts with relatively short side-chain have melting points below room temperature: C(3F3)MIm(FH)(1.7)F (T-m: 274 K), C(4F5)MIm(FH)(1.7)F (T-g: 186 K), and C(6F9)MIm(FH)(1.8)F (T-m,: 276 K). The other salts, C(8F13)MIm(FH)(2.0)F and C(10F17)MIm(FH)(2.0)F, are in the crystal phase at room temperature. The obtained salts are miscible with water and hydrophobic fluorohydrogenate ionic liquids were not obtained in the present series. Introduction of fluorine atoms results in the increase in the density and viscosity, decrease in the ionic conductivity, and decrease in electrochemical stability against reduction. The liquid crystal phase was observed for C(8F13)MIm(FH)(2.0)F and C(10F17)MIm(FH)(2.0)F according to polarized optical microscopy and X-ray diffraction analysis. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2013.02.004
• 作为产物：
  描述：

  N-甲基咪唑 、 1-碘-1H,1H,2H,2H-全氟辛烷 以 甲苯 为溶剂， 反应 36.0h， 生成 1-methyl-3-(1H,1H,2H,2H-perfluorooctyl)imidazolium iodide
  参考文献：
  名称：

  全氟烷基链对1-甲基咪唑双（三氟甲磺酰基）酰亚胺离子液体表面性能的影响

  摘要：

  合成了一系列具有不同全氟侧链长度的1-（1 H，1 H，2 H，2 H-全氟烷基-）-3-甲基咪唑鎓双（三氟甲烷磺酰基）酰亚胺离子液体，它们的一些重要物理性质将其性质与其非氟化类似物进行比较。发现它们具有高的热稳定性，宽的液体范围和更高或相当的极性。此外，发现了在本体离子液体中形成氟结构域的证据。使用高精度液滴形状分析（HPDSA）方法确定了它们在各种基材上的接触角，发现它们在所有研究的表面上均表现出极大的改变。

  DOI：

  10.1016/j.molliq.2016.01.011

文献信息

• Anisotropic ionic conductivity in fluorinated ionic liquid crystals suitable for optoelectronic applications
  作者：Antonio Abate、Annamaria Petrozza、Gabriella Cavallo、Guglielmo Lanzani、Francesco Matteucci、Duncan W. Bruce、Nikolay Houbenov、Pierangelo Metrangolo、Giuseppe Resnati

  DOI：10.1039/c3ta10990a

  日期：——

  In this work, we report a library of thirteen fluorinated ionic liquids consisting of iodide salts of 1-alkyl-3-polyfluoroalkyl-imidazolium cations. By changing the length of the alkyl and polyfluoroalkyl pendants, we discovered that particular combinations of these result in compounds showing a mesophase. The nature and the molecular arrangement of the mesophase are characterised by polarised optical microscopy and powder X-ray diffraction analysis, among others. We demonstrate that, after the addition of I2 to generate the I−/I3− redox couple, anisotropic ionic conductivity takes place along preferential pathways in the lamellar structure of the mesophase. Notably, the addition of I2 does not suppress the mesophase temperature range, contrary to previously reported systems. Furthermore, the tendency of these materials to supercool allows the molecular arrangement in the mesophase to be retained in a solid film at ambient temperatures. Finally, we demonstrate their applicability as a quasi-solid electrolyte by preparing dye-sensitised solar cells with power conversion efficiencies comparable to the previous reports.

  在这项工作中，我们报道了一系列包含碘化物盐的十三种氟化离子液体，这些盐由1-烷基-3-多氟烷基咪唑鎓阳离子组成。通过改变烷基和多氟烷基侧链的长度，我们发现特定的组合会产生表现出介观相的化合物。介观相的性质和分子排列通过偏光显微镜和粉末X射线衍射分析等进行表征。我们证明，在添加I2生成I−/I3−氧化还原对后，各向异性的离子传导会在介观相的层状结构中的优先路径中发生。值得注意的是，与之前报道的系统不同，添加I2并不抑制介观相的温度范围。此外，这些材料易于过冷，使得介观相中的分子排列能在室温下的固态薄膜中得以保留。最后，我们通过制备与之前报道的效率相当的染料敏化太阳能电池，证明了它们的准固态电解质的适用性。
• New fluorous ionic liquids function as surfactants in conventional room-temperature ionic liquids
  作者：Travis L. Merrigan、Eleanor D. Bates、Scott C. Dorman、James H. Davis Jr.

  DOI：10.1039/b005418f

  日期：——

  Ionic liquids formulated from imidazole cations with appended fluorous tails function as surfactants when added to conventional ionic liquids, facilitating the emulsification of fluoroalkanes with IL phases.

  由带有氟化尾部的咪唑阳离子配制的离子液体在添加到常规离子液体时，作为表面活性剂起作用，从而促进了氟烷烃与离子液相的乳化。
• Fluorinated imidazolium salts having liquid crystal characteristics
  作者：Isabella Zama、Giacomo Gorni、Valerio Borzatta、Maria Cristina Cassani、Cristina Crupi、Gaetano Di Marco

  DOI：10.1016/j.molliq.2016.08.101

  日期：2016.11

  A family of fluorinated imidazolium salts showing liquid–crystalline properties in a wide temperature range was developed. These fluorinated ionic liquid crystals, due to their intrinsic hydrophobicity, high thermal stability and good conductivity, are suitable candidates to be used as electrolytes in electrochemical devices such as Dye Sensitized Solar Cell (DSSC) or lithium batteries.

  开发了在宽温度范围内显示液晶性质的氟化咪唑鎓盐家族。这些氟化离子液晶，由于其固有的疏水性，高的热稳定性和良好的导电性，是适合用作电化学装置如染料敏化太阳能电池（DSSC）或锂电池中的电解质的候选物。
• Preparation of poly(tetramethylene) glycol
  申请人：Harmer Andrew Mark

  公开号：US20070066852A1

  公开（公告）日：2007-03-22

  This invention relates to a process comprising using ionic liquids for preparing poly(tetramethylene) glycol from tetrahydrofuran.

  该发明涉及一种使用离子液体制备聚(四亚甲基)乙二醇的过程，该乙二醇是从四氢呋喃中制备而来的。
• Alkylation of aromatic compounds
  申请人：Harmer Andrew Mark

  公开号：US20070100184A1

  公开（公告）日：2007-05-03

  The present invention relates to the synthesis of alkylated aromatic compounds using ionic liquids as the solvent. Alkylated aromatic compounds are synthesized by reacting an aromatic compound with a monoolefin in the presence of an acid catalyst.

  本发明涉及使用离子液体作为溶剂合成烷基芳香化合物。通过在酸催化剂的存在下将芳香化合物与单烯烃反应来合成烷基芳香化合物。