1-allyl-3-(1-hexyl)imidazolium chloride | 1217895-95-8

• 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-allyl-3-(1-hexyl)imidazolium chloride
• 英文别名: 1-allyl-3-hexylimidazolium chloride；1-Allyl-3-hexyl-1H-imidazol-3-ium chloride；1-hexyl-3-prop-2-enylimidazol-1-ium;chloride
• CAS: 1217895-95-8
• 化学式: C₁₂H₂₁N₂*Cl
• 分子量: 228.765
• InChiKey: MUQBSTJBMAECBC-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.45
• 重原子数：
  15
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  8.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-allyl-3-(1-hexyl)imidazolium chloride 、 sodium dicyanamide 以 水 为溶剂， 反应 24.0h， 生成
  参考文献：
  名称：

  Hydrophobic 1-allyl-3-alkylimidazolium dicyanamide ionic liquids with low densities

  摘要：

  制备并表征了九种1-烯丙基-3-烷基咪唑双氰胺([ACnIm]DCA)或1-乙烯基-3-烷基咪唑双氰胺([VCnIm]DCA)，并详细研究了它们的物理化学性质。除了[AVIm]DCA和[AC4Im]DCA外，阳离子带有己基或更长烷基的其他双氰胺表现出疏水性特征。其中，[AC8Im]DCA和[AC10Im]DCA的密度与水相似，分别为1.007 g cm−3和0.988 g cm−3（25°C）。有趣的是，随着温度的变化，观察到了[AC8Im]DCA/H2O混合物的可逆相变。这些环境友好的液体材料有望作为导电高分子材料合成的前驱体。

  DOI：

  10.1039/c1jm10491h
• 作为产物：
  描述：

  1-溴戊烷 在 sodium 作用下， 以 乙醇 为溶剂， 反应 5.0h， 生成 1-allyl-3-(1-hexyl)imidazolium chloride
  参考文献：
  名称：

  β-Carotene: A green, inexpensive, and convenient solvatochromic probe for the determination of solvent polarizability

  摘要：

  Solvent polarizability has been previously determined by using the solvatochromic probe 3,20-di-tert-butyl-2,2,21,21-tetramethyl-3,5,7,9,11,13,15,17,19-docosanonaene whose synthesis involves 15 steps. We show here that the natural dye beta-carotene, 1,1'-(3,7,12,16-tetramethyl-1,3,5,7,9,11,13,15.17-octadecanonaene-1,18-diyl)bis[2,6,6-trimethylcyclohexene], can be conveniently employed for the accurate determination of the same solvent property. This conclusion is based on both theoretical calculations and experimental data. The former includes free energies of solvation, and the wavenumber of the longest wavelength (i.e., the solvatochromic) transition. Both quantities for beta-carotene correlate linearly with the corresponding values of the docosanonaene, with slopes and correlation coefficients of practically unity. The plot of experimentally calculated solvent polarizability of beta-carotene versus that of the docosanonaene was found to be linear for 68 solvents. Previously unknown solvent polarizability values are reported for eight ROCH2CH2OH (R = C-1 to C-10) and four 1-allyl-3-R-imidazolium chloride ionic liquids (R = C-6 to C-10). The dependence of solvent polarizability on the number of carbon atoms in the hydrocarbon chains of several classes of solvents is calculated, it shows the importance of van der Waals interactions in ionic liquids. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2012.07.017

文献信息

• Thermo-solvatochromism in binary mixtures of water and ionic liquids: on the relative importance of solvophobic interactions
  作者：Bruno M. Sato、Carolina G. de Oliveira、Clarissa T. Martins、Omar A. El Seoud

  DOI：10.1039/b921391k

  日期：——

  The thermo-solvatochromism of 2,6-dibromo-4-[(E)-2-(1-methylpyridinium-4-yl)ethenyl] phenolate, MePMBr2, has been studied in mixtures of water, W, with ionic liquids, ILs, in the temperature range of 10 to 60 °C, where feasible. The objectives of the study were to test the applicability of a recently introduced solvation model, and to assess the relative importance of solute–solvent solvophobic interactions. The ILs were 1-allyl-3-alkylimidazolium chlorides, where the alkyl groups are methyl, 1-butyl, and 1-hexyl, respectively. The equilibrium constants for the interaction of W and the ILs were calculated from density data; they were found to be linearly dependent on NC, the number of carbon atoms of the alkyl group; van’t Hoff equation (log K versus 1/T) applied satisfactorily. Plots of the empirical solvent polarities, ET (MePMBr2) in kcal mol−1, versus the mole fraction of water in the binary mixture, χw, showed non-linear, i.e., non-ideal behavior. The dependence of ET (MePMBr2) on χw, has been conveniently quantified in terms of solvation by W, IL, and the “complex” solvent IL-W. The non-ideal behavior is due to preferential solvation by the IL and, more efficiently, by IL-W. The deviation from linearity increases as a function of increasing NC of the IL, and is stronger than that observed for solvation of MePMBr2 by aqueous 1-propanol, a solvent whose lipophilicity is 12.8 to 52.1 times larger than those of the ILs investigated. The dependence on NC is attributed to solute–solvent solvophobic interactions, whose relative contribution to solvation are presumably greater than that in mixtures of water and 1-propanol.

  2,6-二溴-4-[(E)-2-(1-甲基吡啶-4-基)乙烯基]酚，MePMBr2的热溶剂效应已在水（W）和离子液体（IL）混合物中研究，温度范围为10至60°C。研究的目的在于测试最近提出的溶剂化模型的适用性，并评估溶质-溶剂之间的溶剂疏水相互作用的重要性。所用的IL是1-烯丙基-3-烷基咪唑盐氯化物，其中烷基群分别为甲基、1-丁基和1-己基。W与IL之间的相互作用的平衡常数是根据密度数据计算得出的，发现它们与烷基组的碳原子数（NC）呈线性相关；van't Hoff方程（log K与1/T的关系）适用性良好。经验性溶剂极性ET（MePMBr2，以kcal mol−1为单位）与二元混合物中水的摩尔分数χw的关系图显示了非线性，即非理想行为。ET（MePMBr2）对χw的依赖关系已方便地用水、IL和“复合”溶剂IL-W的溶剂化量化。非理想行为是由于IL的优先溶剂化，更有效的是IL-W。随着IL的NC增加，偏离线性的程度也随之增加，这种程度强于MePMBr2与水和1-丙醇的溶剂化，后者的亲脂性比所研究的IL高出12.8到52.1倍。对NC的依赖被归因于溶质-溶剂的疏水相互作用，其对溶剂化的相对贡献大于水和1-丙醇混合物中的贡献。
• Investigations about dissolution of cellulose in the 1-allyl-3-alkylimidazolium chloride ionic liquids
  作者：De-tao Liu、Kun-feng Xia、Wei-hua Cai、Ren-dang Yang、Li-qin Wang、Bin Wang

  DOI：10.1016/j.carbpol.2011.08.026

  日期：2012.1

  In this work, the 1-allyl-3-alkylimidazolium chloride ionic liquids were synthesized and characterized by increasing carbon atoms (n <= 6) of alkyl chains on a cationic 3-imidazole ring. The results indicated that 1-allyl-3-alkylimidazolium chloride with asymmetrical structure on the two sides of a cationic 3-imidazole ring (i.e., n=1, 2, 6) exhibited alkalinity and lower thermal stabilities, and showed better solubility to the cellulose samples at 60-120 degrees C than those with symmetrical structures (n = 3, 4). The cellulose samples treated by 20% (w/w) ethylenediamine solution showed better solubility in 1-allyl-3-ethyl, hexyl-imidazolium chloride ionic liquids than that treated with 20% (w/w) NaOH solution at 5 degrees C for 72 h. XRD and TG analysis indicated that 002 plane apparent crystallite size as well as thermal stability of the regenerated cellulose samples from the ionic liquids decreased significantly compared with the untreated cellulose samples. (C) 2011 Elsevier Ltd. All rights reserved.
• CURABLE AND CURED SILICONE RUBBER COMPOSITIONS AND METHODS FOR THEIR PREPARATION USING FUNCTIONALISED SILICA
  申请人：Momentive Performance Materials Inc.

  公开号：EP2178889B1

  公开（公告）日：2013-10-02
• CURABLE SILICON-CONTAINING COMPOSITIONS POSSESSING HIGH TRANSLUCENCY
  申请人：Momentive Performance Materials Inc.

  公开号：EP2178983A2

  公开（公告）日：2010-04-28
• Curable silicon-containing compositions possessing high translucency
  申请人：Correia Reuben

  公开号：US20090018260A1

  公开（公告）日：2009-01-15

  The invention relates to curable, storage-stable silicon-containing compositions reinforced with functionalized silica useful as one and two-part sealant and adhesive systems. The cured compositions provide silicon-containing rubber having excellent translucency, physical properties and primerless adhesion.