N-[2-(methacryloyloxy)ethyl]-N,N,N-trimethylammonium bis(trifluoromethylsulfonyl)imide | 676257-10-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-[2-(methacryloyloxy)ethyl]-N,N,N-trimethylammonium bis(trifluoromethylsulfonyl)imide
• 英文别名: Bis(trifluoromethylsulfonyl)azanide;trimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]azanium
• CAS: 676257-10-6
• 化学式: C₂F₆NO₄S₂*C₉H₁₈NO₂
• 分子量: 452.396
• InChiKey: WITWBUJPGJIFEA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.87
• 重原子数：
  27
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  112
• 氢给体数：
  0
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  N-[2-(methacryloyloxy)ethyl]-N,N,N-trimethylammonium bis(trifluoromethylsulfonyl)imide 、 巯丙基三甲氧基硅烷 以 乙腈 为溶剂， 反应 5.0h， 以96.7%的产率得到N-[2-{3-(3-trimethoxysilylpropylthio)-2-methylpropionyloxy}ethyl]-N,N,N-trimethylammonium bis(trifluoromethanesulfonyl)imide
  参考文献：
  名称：

  具有三烷氧基甲硅烷基烷基的鎓盐

  摘要：

  一种式(1)所示的鎓盐： (所述式(1)中所示出的季鎓阳离子以如下方式表述：(式中，Q + 表示氮阳离子或磷阳离子。R 1 ～R 3 表示碳数1～6的烷基。R 1 和R 2 可在末端相互结合形成吡咯烷环、哌啶环、吡啶环、磷杂环戊烷环、磷杂环己烷环或磷杂苯环。其中，在形成吡啶环或磷杂苯环的情况下，不存在R 3 。R 4 表示碳数1～4的烷基。D表示CH 2 、CH(CH 3 )或CH(CH 3 )CH 2 。E表示NH或硫原子。m为0～3的整数，n为1～4的整数)。A - 表示阴离子)。

  公开号：

  CN103596965B
• 作为产物：
  描述：

  甲基丙烯酸二甲氨乙酯 以 甲基叔丁基醚 、 水 为溶剂， 反应 192.0h， 生成 N-[2-(methacryloyloxy)ethyl]-N,N,N-trimethylammonium bis(trifluoromethylsulfonyl)imide
  参考文献：
  名称：

  阴离子催化基团转移聚合合成传统和离子型聚甲基丙烯酸甲酯

  摘要：

  疏水离子液体1-丁基-1-甲基吡咯烷鎓双（三氟甲基磺酰基）亚胺已成功用作传统甲基丙烯酸酯（甲基丙烯酸甲酯，甲基丙烯酸正丁酯和甲基丙烯酸苄酯）和离子液体甲基丙烯酸酯（ILMAs）的基团转移聚合的溶剂。这表明该离子液体可形成反应条件，而无需使用超干溶剂。ILMA是N- [2-（甲基丙烯酰氧基）乙基] N，N-二甲基-N-烷基铵双带有甲基，乙基，丙基，丁基或己基取代基的（三氟甲基磺酰基）酰亚胺。在离子液体甲基丙烯酸酯和由它们衍生的聚合物的情况下，阳离子上烷基取代基尺寸的增加导致玻璃化转变温度的降低。此外，与离子液体甲基丙烯酸酯相比，这些聚合物的玻璃化转变温度明显更高，并且随着烷基取代基尺寸的增加，玻璃化转变温度降低的效果对于聚合物而言更强。提出了解释用于聚合的溶剂的离子液体的催化功能的机理。©2015 Wiley Periodicals，Inc. J. Polym。科学，A部分：Polym。化学

  DOI：

  10.1002/pola.27760

文献信息

• Solid-state, individual dispersion of single-walled carbon nanotubes in ionic liquid-derived polymers and its impact on thermoelectric properties
  作者：Motohiro Nakano、Yoshiyuki Nonoguchi、Takuya Nakashima、Kenji Hata、Tsuyoshi Kawai

  DOI：10.1039/c5ra25490f

  日期：——

  The enhanced thermoelectric properties of single-walled carbon nanotubes exfoliated in an ionic liquid polymer is reported.

  单壁碳纳米管在离子液体聚合物中剥离后的增强热电性能已被报道。
• A new application of ionic liquids: hydrophobic properties of tetraalkylammonium-based poly(ionic liquid)s
  作者：Paola Cardiano、Placido G. Mineo、Fortunato Neri、Sandra Lo Schiavo、Pasquale Piraino

  DOI：10.1039/b801227j

  日期：——

  The potential of using poly(ionic liquid)s as a new family of hydrorepellent materials has been explored. Free-radical polymerization of a series of ionic liquids based on the polymerizable cation [2-(methacryloyloxy)ethyl]trimethylammonium and on the hydrophobic anions bis(trifluoromethylsulfonyl)imide, nonafluoro-1-butanesulfonate and dodecylbenzenesulfonate led to the corresponding poly(ionic liquid)s that were characterized by TGA and DSC analysis, SEM, MALDI-TOF and XPS spectroscopy. Contact angle investigations show that the nature of the surface of the poly(ionic liquid)s based on the nonafluoro-1-butanesulfonate and dodecylbenzenesulfonate anions are featured by remarkable hydrophobic properties with advancing contact angles (θadv) lying in the range 113–118°, while to the polymer poly[2-(methacryloyloxy)ethyl]trimethylammonium bis(trifluoromethylsulfonyl)imide is associated poor hydrorepellent activity (θadv = 76°). The tensiometric measurements also experience receding contact angles (θrec) lying in the range 16–20° and a consequent high hysteresis suggesting that, on the outermost layers of the polymers, very high and very low-energy surface portions are present.

  我们探索了使用聚（离子液体）作为新型憎水材料家族的潜力。以可聚合阳离子[2-（甲基丙烯酰氧基）乙基]三甲基铵和疏水阴离子双（三氟甲基磺酰基）亚胺、壬氟-1-丁烷磺酸盐和十二烷基苯磺酸盐为基础，对一系列离子液体进行自由基聚合，得到了相应的聚（离子液体），并通过 TGA 和 DSC 分析、扫描电子显微镜、MALDI-TOF 和 XPS 光谱进行了表征。接触角研究表明，基于非氟-1-丁烷磺酸盐和十二烷基苯磺酸盐阴离子的聚（离子液体）表面具有显著的疏水特性，其推进接触角（θadv）在 113-118° 之间、而聚合物聚[2-（甲基丙烯酰氧基）乙基]三甲基双（三氟甲基磺酰基）亚胺的憎水性较差（θadv = 76°）。张力测量结果还显示，接触角（θrec）在 16-20° 范围内逐渐减小，并随之出现高滞后，这表明在聚合物的最外层，存在着高能量和低能量的表面部分。
• Microwave-synthesized poly(ionic liquid) particles: a new material with high electrorheological activity
  作者：Yuezhen Dong、Jianbo Yin、Xiaopeng Zhao

  DOI：10.1039/c4ta00828f

  日期：——

  Poly(ionic liquid) particles, which are synthesized by microwave-assisted dispersion polymerization, show high electrorheological activity due to large dielectric polarization of the high-density of cation/anion parts.

  由微波辅助分散聚合合成的聚离子液体颗粒，由于高密度的阳离子/阴离子部分的大电介质极化，表现出高电流变活性。
• Bis(trifluoromethylsulfonyl)amide based “polymeric ionic liquids”: Synthesis, purification and peculiarities of structure–properties relationships
  作者：Alexander S. Shaplov、Elena I. Lozinskaya、Denis O. Ponkratov、Inna A. Malyshkina、Frederic Vidal、Pierre-Henri Aubert、Ol’ga V. Okatova、George M. Pavlov、Lidiya I. Komarova、Christine Wandrey、Yakov S. Vygodskii

  DOI：10.1016/j.electacta.2011.06.041

  日期：2011.12

  A series of bis(trifluoromethylsulfonyl)amide based "polymeric ionic liquids" (PILs) as high molecular mass analogues of the corresponding imidazolium, ammonium and pyrrolidinium ionic liquids (ILs) was synthesized with high purity and fully characterized including electrochemical properties. The PILs differed by the nature of the cation, the quantity of the ionic centers in each monomer repeating unit, and the alkyl length of the spacer. Two novel ionic liquid like monomers (ILMs), namely 1,3-bis(N,N,N-trimethylammonium)-2-propylmethacrylate bis(trifluoromethylsulfonyl) amide (ILM-2) and N-[(2-methacryloyloxy)-ethyl]-N-methylpyrrolidinium bis(trifluoromethylsulfonyl)amide (ILM-4) were synthesized and characterized. Optimal conditions for the free-radical polymerization of the ILMs were identified for the first time. It was demonstrated that, among the tested organic solvents, 1-methyl-3-ethylimidazolium bis(trifluoromethylsulfonyl)amide IL was the best reaction medium in terms of the achievement of high polymer yields and molecular masses. For the first time, the influence of the residual monomer presence inside the PIL film on the resultant conductivity was clearly shown. The impact of the molecular mass of the PILs on the ionic conductivity was firstly studied as well. Finally, the copolymerization of ILMs with poly(ethylene glycol)dimethacrylate (PEGDM) was carried out yielding tight elastic films with the highest conductivity equal to 3.2 x 10(-6) S/cm at 25 degrees C. (C) 2011 Elsevier Ltd. All rights