N-ethoxyethyl-N-methylmorpholiniumbis(trifluoromethanesulfonyl)imide | 663628-48-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: N-ethoxyethyl-N-methylmorpholiniumbis(trifluoromethanesulfonyl)imide
• 英文别名: 4-(2-ethoxyethyl)-4-methylmorpholinium bis(trifluoromethylsulfonyl)amide；4-(2-Ethoxyethyl)-methylmorpholinium bis(trifluoromethanesulfonyl)imide；bis(trifluoromethylsulfonyl)azanide;4-(2-ethoxyethyl)-4-methylmorpholin-4-ium
• CAS: 663628-48-6
• 化学式: C₂F₆NO₄S₂*C₉H₂₀NO₂
• 分子量: 454.412
• InChiKey: PTKCXBJKBOTLPX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.56
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  105
• 氢给体数：
  0
• 氢受体数：
  13

反应信息

• 作为产物：
  描述：

  N-甲基吗啉 在 次溴酸乙酯 作用下， 以 环己烷 、 水 为溶剂， 反应 24.0h， 生成 N-ethoxyethyl-N-methylmorpholiniumbis(trifluoromethanesulfonyl)imide
  参考文献：
  名称：

  新型以醚官能化的基于吗啉和哌啶的离子液体作为锂和锂离子电池中的电解质成分

  摘要：

  此处有两种离子液体，N-乙氧基乙基-N-甲基吗啉双（三氟甲磺酰基）酰亚胺（M 1,2O2 TFSI）和N-乙氧基乙基-N-甲基哌啶双（三氟甲磺酰基）酰亚胺（P 1,2O2合成并比较。分析了基本的相关特性，例如热和电化学稳定性，密度和离子电导率，以评估由侧链和/或有机阳离子环中醚键的存在引起的影响。添加锂盐后，发现了两种适用于锂电池的电解质。当使用LiFePO 4（LFP）锂电池中的阴极进行测试时，哌啶基电解质的较高导电性能导致增强的循环性能。混合P 1,2O2时TFSI / LiTFSI电解质采用量身定制的碳酸烷基酯混合物，大大改善了Li和Li-离子电池的循环性能，延长了循环能力，可提供非常稳定的容量值，与Li / LFP电池配置的理论值一样高。

  DOI：

  10.1002/cssc.201700346

文献信息

• The effect of ether-functionalisation in ionic liquids analysed by DFT calculation, infrared spectra, and Kamlet–Taft parameters
  作者：A. Tsurumaki、F. Trequattrini、O. Palumbo、S. Panero、A. Paolone、M. A. Navarra

  DOI：10.1039/c7cp08134k

  日期：——

  2O2][TFSI]) and N-ethoxyethyl-N-methylmorpholinium bis(trifluoromethanesulfonyl)imide ([M1,2O2][TFSI]). The results are analysed taking into consideration their ion conformers, electronegativity and hardness, and the IR active vibrations obtained by means of DFT calculations. From the evaluation of Kamlet–Taft parameters, the ether-functionalisation in the cationic ring is found to improve the polarity and hydrogen

  基于Kamlet-Taft参数和N-乙氧基乙基-N-甲基哌啶双（三氟甲磺酰基）酰亚胺（[P 1,2O2 ] [TFSI] ）和N-乙氧基乙基-N-甲基吗啉双（三氟甲磺酰基）酰亚胺（[M 1,2O2] [TFSI]）。分析结果时要考虑到它们的离子构象，电负性和硬度，以及通过DFT计算获得的IR主动振动。通过对Kamlet-Taft参数的评估，发现阳离子环中的醚官能化可改善IL的极性和氢键酸度。这与计算结果相关，该计算结果表明阳离子环中的氧原子增加了阳离子的电负性。与通过实验和计算获得的IR光谱的比较表明，与[P 1,2O2 ] [TFSI]相比，优选在[M 1,2O2 ] [TFSI]中形成反式- [TFSI]。尽管Kamlet–Taft参数表明[M 1,2O2] [TFSI]具有较高的极性，该IL优选采用反式-[TFSI]，其通常被具有较低极性的阳离子稳定。这可能是由于阳离子环中存在氧，这
• Ether-Bond-Containing Ionic Liquids and the Relevance of the Ether Bond Position to Transport Properties
  作者：Marcelo J. Monteiro、Fernanda F. Camilo、Mauro C. C. Ribeiro、Roberto M. Torresi

  DOI：10.1021/jp104419k

  日期：2010.10.7

  The ionic liquids (ILs) 1-ethoxyethyl-2,3-dimethylimidazolium bis(trifluoromethanesulfonyl)imide, [EtO-(CH2)(2)MMI][Tf2N], and N-(ethoxyethyl)-N-methylmorpholinium bis(trifluoromethanesulfonyl)imide, [EtO(CH2)(2)MMor][Tf2N] were synthesized, and relevant properties, such as thermal stability, density, viscosity, electrochemical behavior, ionic conductivity, and self-diffusion coefficients for both ionic species, were measured and compared with those of their alkyl counterparts, 1-n-butyl-2,3-dimethylimidazolium bis(trifluoromethanesulfonyl)imide, [BMMI][Tf2N], and N-n-butyl-N-methylpiperidinium bis(trifluoromethanesulfonyl)imide,[BMP][Tf2N] and N-n-butyl-N-methylmorpholinium bis(trilfuoromethanesulfonyl)imide [BMMor][Tf2N][. This comparison was done to evaluate the effects caused by the presence of the ether bond in either the side chain or in the organic cation ring. The salt, LiTf2N, was added to the systems to estimate IL behavior with regard to lithium cation transport. Pure [EtO(CH2)(2)MMI][Tf2N] and their LiTf2N solutions showed low viscosity and the highest conductivity among the ILs studied. The H-R (AC conductivity/NMR calculated conductivity ratio) values showed that, after addition of LiTf2N, ILs containing the ether bond seemed to have a greater number of charged species. Structural reasons could explain these high observed HR values for [EtO(CH2)(2)MMor][Tf2N].