1-hexyl-3-(10,10,10,9,9,8,8,7,7,6,6,5,5,4,4-heptadecafluorodecan-1-yl)-1H-imidazolium iodide | 1258271-80-5

• 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-hexyl-3-(10,10,10,9,9,8,8,7,7,6,6,5,5,4,4-heptadecafluorodecan-1-yl)-1H-imidazolium iodide
• 英文别名: 1-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-Heptadecafluorodecyl)-3-hexylimidazol-3-ium;iodide；1-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)-3-hexylimidazol-3-ium;iodide
• CAS: 1258271-80-5
• 化学式: C₁₉H₂₀F₁₇N₂*I
• 分子量: 726.259
• InChiKey: FHCLBIUXBIRMAD-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  4.76
• 重原子数：
  39
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.84
• 拓扑面积：
  8.8
• 氢给体数：
  0
• 氢受体数：
  18

反应信息

• 作为产物：
  描述：

  1-碘己烷 在 potassium hydroxide 作用下， 以 甲苯 、 乙腈 为溶剂， 反应 30.0h， 生成 1-hexyl-3-(10,10,10,9,9,8,8,7,7,6,6,5,5,4,4-heptadecafluorodecan-1-yl)-1H-imidazolium iodide
  参考文献：
  名称：

  Anisotropic ionic conductivity in fluorinated ionic liquid crystals suitable for optoelectronic applications

  摘要：

  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。

  DOI：

  10.1039/c3ta10990a

文献信息

• NEW IMIDAZOLIUM SALTS HAVING LIQUID CRYSTAL CHARACTERISTICS, USEFUL AS ELECTROLYTES
  申请人：Resnati Giuseppe

  公开号：US20120135316A1

  公开（公告）日：2012-05-31

  Novel imidazolium salts of formula (I) are described in which R is a C 1 -C 14 alkyl group, optionally substituted by one or more fluorine atoms, or a C 2 -C 18 alkoxyalkyl group, R′ is an alkyl group containing at least 8 carbon atoms, at least 6 of which are partially or entirely fluorinated, R″ is hydrogen or C 1 -C 3 alkyl, Z is an organic or inorganic anion, and Q is further defined. The compounds of formula (I) are liquid crystals over a wide temperature range, and are characterised by high conductivity, hydrophobicity and stability. These properties made them ideally suitable for use in devices based on electrochemical reactions, such as solar cells, fuel cells, electrochemical sensors, lithium batteries and capacitors, etc.

  本发明涉及公式（I）的新型咪唑盐，其中R是C1-C14烷基，可选地被一个或多个氟原子取代，或C2-C18烷氧基烷基，R'是至少含有8个碳原子的烷基，其中至少6个部分或全部氟化，R"是氢或C1-C3烷基，Z是有机或无机阴离子，Q进一步定义。公式（I）化合物在广泛的温度范围内是液晶，并具有高电导性，疏水性和稳定性。这些特性使它们非常适合用于基于电化学反应的设备，例如太阳能电池，燃料电池，电化学传感器，锂电池和电容器等。
• Imidazolium salts having liquid crystal characteristics, useful as electrolytes
  申请人：Politecnico di Milano

  公开号：EP2261217A1

  公开（公告）日：2010-12-15

  Novel imidazolium salts of formula (I) are described in which R is a C1-C14 alkyl group, optionally substituted by one or more fluorine atoms, or a C2-C18 alkoxyalkyl group, R' is an alkyl group containing at least 8 carbon atoms, at least 6 of which are partially or entirely fluorinated, R" is hydrogen or C1-C3 alkyl, Z is an organic or inorganic anion, and Q is further defined. The compounds of formula (I) are liquid crystals over a wide temperature range, and are characterised by high conductivity, hydrophobicity and stability. These properties made them ideally suitable for use in devices based on electrochemical reactions, such as solar cells, fuel cells, electrochemical sensors, lithium batteries and capacitors, etc.

  描述了式 (I) 的新型咪唑鎓盐，其中 R 是可选被一个或多个氟原子取代的 C1-C14 烷基或 C2-C18 烷氧基烷基，R'是含有至少 8 个碳原子的烷基，其中至少 6 个部分或全部氟化，R "是氢或 C1-C3 烷基，Z 是有机或无机阴离子，Q 是进一步定义的。式（I）化合物在很宽的温度范围内都是液晶，具有高导电性、疏水性和稳定性。这些特性使它们非常适合用于基于电化学反应的设备，如太阳能电池、燃料电池、电化学传感器、锂电池和电容器等。
• US9932316B2
  申请人：——

  公开号：US9932316B2

  公开（公告）日：2018-04-03
• 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。