3-hydroxyethyl-1-vinylimidazolium bromide | 98387-79-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-hydroxyethyl-1-vinylimidazolium bromide
• 英文别名: 1-(2-Hydroxyl-ethyl)-3-vinyl imidazolium bromide；2-(3-ethenylimidazol-1-ium-1-yl)ethanol;bromide
• CAS: 98387-79-2
• 化学式: Br*C₇H₁₁N₂O
• 分子量: 219.081
• InChiKey: IWIVGKAKBWXINR-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -3.13
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  29
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-hydroxyethyl-1-vinylimidazolium bromide 、 bis(trifluoromethane)sulfonimide lithium 以 水 为溶剂， 以91%的产率得到1-(2-hydroxyethyl)-3-vinyl-1H-imidazol-3-ium bis((trifluoromethyl)sulfonyl)amide
  参考文献：
  名称：

  Hydroxyalkyl-Containing Imidazolium Homopolymers: Correlation of Structure with Conductivity

  摘要：

  Conventional free radical polymerization of (hydroxy)alkyl-containing vinylimidazolium ionic liquid monomers generated high molecular weight polymers. A study of these materials was undertaken to relate chemical composition to macromolecular properties. Varying the substituent chain length and functionality of these polymerized ionic liquids (PILs) significantly influenced numerous polymer properties. Incorporation of a hydroxyl group at the terminus of the alkyl substituent lowered the glass transition temperature (T-g) of the PILs similar to 50 degrees C and increased homopolymer thermal stability compared to the respective alkyl analogue. X-ray scattering demonstrated that (hydroxy)alkyl chain length influenced polymer backbone-to-backbone spacing. More importantly, X-ray scattering showed hydroxyl incorporation diminished the local compositional heterogeneity present in the alkyl-functionalized vinylimidazolium homopolymers. Solid-state NMR quantified ratios of locally ordered versus disordered components. Ionic conductivity of the imidazolium homopolymers increased over an order of magnitude upon hydroxyl group incorporation due to the hydroxyl group polarity solvating homopolymer electrostatic interactions. Effectively controlling homopolymer chemical composition enabled tuning of thermal properties and polymer morphology for improved ionic conductivity.

  DOI：

  10.1021/ma302537f
• 作为产物：
  描述：

  1-乙烯基咪唑 、 2-溴乙醇 以 乙醇 为溶剂， 反应 24.0h， 生成 3-hydroxyethyl-1-vinylimidazolium bromide
  参考文献：
  名称：

  Efficient heterogeneous functionalized polymer ionic liquid catalyst for the synthesis of ethylene carbonate via the coupling of carbon dioxide with ethylene oxide

  摘要：

  合成了一系列功能化聚合物离子液体（PILs），并将其固定在4Å分子筛上。研究了所得异相催化剂在环加成反应中催化氧化乙烯（EO）与二氧化碳（CO2）合成碳酸乙烯酯（EC）的活性。系统研究了反应条件如反应温度、压力、时间及催化剂用量的影响。在优化条件下可获得高产率的EC和优良的选择性。该催化剂具有热稳定性，并表现出良好的重复使用性。基于实验结果，提出了一种合理的催化反应机制。

  DOI：

  10.1039/c4ra02689f

文献信息

• Hydrogen bonding induced UCST phase transition of poly(ionic liquid)-based nanogels
  作者：Yong Zuo、Zhenqian Jiao、Li Ma、Pengfei Song、Rongmin Wang、Yubing Xiong

  DOI：10.1016/j.polymer.2016.06.048

  日期：2016.8

  thermo-responsive nanogels were facilely fabricated via ternary cross-linking copolymerization of ionic liquid (IL)-based monomers and cross-linker in methanol. To achieve the thermo-responsive performance of nanogels, monomers with hydroxyl or carboxyl group which can contribute to hydrogen (H)-bonding interaction is the key point of this strategy. The thermo-responsive behavior of poly(ionic liquid)s (PIL)-based

  在这项研究中，通过基于离子液体（IL）的单体和交联剂在甲醇中的三元交联共聚，可以轻松地制备新型的热响应纳米凝胶。为实现纳米凝胶的热响应性能，具有羟基或羧基基团的单体（可促进氢键与氢键相互作用）是该策略的重点。使用动态光散射（DLS），比浊法和差示扫描量热法（DSC）测量来验证基于聚（离子液体）（PIL）的纳米凝胶的热响应行为。结果表明，随着温度的变化，这些新型纳米凝胶呈现出可逆的上临界溶液温度（UCST）相变。并且它们的UCST可以通过基于IL的单体和交联剂的进料比进行调节。还使用扫描电子显微镜（SEM），热重分析（TGA）和傅里叶变换红外光谱（FT-IR）技术测量了纳米凝胶。另外，基于上述结果，提出了热响应性能的可能机理。结果，我们的发现为制造热响应性聚合物纳米材料提供了一个有效且适用的平台。
• Efficient fixation of CO2 into cyclic carbonates catalyzed by hydroxyl-functionalized poly(ionic liquids)
  作者：Tian-Yuan Shi、Jin-Quan Wang、Jian Sun、Ming-Hui Wang、Wei-Guo Cheng、Suo-Jiang Zhang

  DOI：10.1039/c3ra21872d

  日期：——

  A series of hydroxyl-functionalized poly(ionic liquids) (PILs) were synthesized and employed as catalysts for the synthesis of cyclic carbonates from CO2 and epoxides without the use of any co-catalyst or organic solvent. It was demonstrated that hydroxyl and bromide anion had an excellent synergetic effect on promoting the reaction, and the PILs catalysed co-polymerization of 1-vinyl-3-carboxyethylimidazolium bromide with the cross-linker divinylbenzene (DVB) was observed to be the most efficient, with nearly a 99% yield of propylene carbonate and 100% selectivity. The effects of temperature, pressure and reaction time on the reaction were also investigated. Moreover, the catalysts can be easily recovered and reused more than five times with only a slight decline in catalytic activity. This process carries huge industrial applications due to the reactions high efficiency and the ease of catalyst separation and recycling, which could be profitably applied to the development of fixed-bed continuous flow reactors.

  一系列羟基功能化的聚离子液体（PILs）被合成，并用作从CO2和环氧化物合成环状碳酸酯的催化剂，无需任何助催化剂或有机溶剂。研究表明，羟基和溴阴离子对促进反应具有卓越的协同效应，而PILs催化的1-乙烯基-3-羧乙基咪唑鎓溴化物与交联剂二乙烯基苯（DVB）的共聚合反应显示出最高效率，丙烯碳酸酯的产率接近99%，选择性达到100%。此外，还研究了温度、压力和反应时间对反应的影响。此外，这些催化剂可以轻松回收并重复使用超过五次，催化活性仅稍有下降。由于反应高效以及催化剂分离和回收的简便性，这一过程在工业应用中具有巨大潜力，可有利于固定床连续流反应器的开发。
• METHOD OF MANUFACTURING CYCLIC CARBONATE BY USING IONIC LIQUID POLYMER
  申请人：HORNG Shiey-Shiun

  公开号：US20130274485A1

  公开（公告）日：2013-10-17

  A method of manufacturing cyclic carbonate comprises a step of “preparation,” by preparing an ionic liquid polymer; and a step of “cyclization,” by feeding carbon dioxide and epoxide into a reactor containing the ionic liquid polymer to conduct a cyclization of the carbon dioxide and the epoxide in a batch or continuous reaction manner under the catalysis of the ionic liquid polymer, and finally to produce cyclic carbonate.

  一种制备环状碳酸酯的方法包括以下步骤：“制备”步骤，通过制备离子液体聚合物；以及“环化”步骤，通过将二氧化碳和环氧化物送入含有离子液体聚合物的反应器中，在离子液体聚合物的催化下以批量或连续反应方式进行二氧化碳和环氧化物的环化反应，最终生产环状碳酸酯。
• Hydrogen bond donor functionalized poly(ionic liquid)s for efficient synergistic conversion of CO₂ to cyclic carbonates
  作者：Haibin Gou、Xifei Ma、Qian Su、Lei Liu、Ting Ying、Wei Qian、Li Dong、Weiguo Cheng

  DOI：10.1039/d0cp06041k

  日期：——

  catalyze the cycloaddition of CO2 into cyclic carbonates. The yield of propylene carbonate (PC) reached 94% (at 105 °C, 2 MPa CO2, 3 h), which far exceeded poly(ionic liquid)s without HBDs functionalization (PC yield 72%), and even approached bulk ionic liquids (PC yield 95%). Moreover, HBD-functionalized poly(ionic liquid)s (HPILs) exhibited excellent recyclability after five runs and afforded wide substrate

  无金属，高效和可回收催化剂的开发在将CO 2转化为高附加值产品（例如环状碳酸酯）方面起着关键作用。在本文中，我们通过自由基聚合将氢键供体（HBD）基团引入了聚（离子液体）中，该基团成功地将HBD和离子液体（ILs）组合为一种非均相催化剂。HBD可以与羟基官能化的离子液体协同活化环氧化物，并有效催化CO 2环化成环状碳酸酯。碳酸亚丙酯（PC）的产率达到94％（在105°C，2 MPa CO 2的条件下，3 h），远远超过没有HBDs功能化的聚离子液体（PC产率72％），甚至接近本体离子液体（PC产率95％）。而且，HBD官能化的聚离子液体（HPIL）在五次运行后表现出出色的可回收性，并提供了广泛的基材范围。根据实验结果，1 H NMR光谱和密度泛函理论（DFT）计算表明，甲基丙烯酸2-羟乙酯（HEMA）和IL的羟基将与环氧化物形成强H键，有助于环氧化物的开环过程，并且提出了一种可能的HBD和
• The Counterion Effect of Imidazolium‐Type Poly(ionic liquid) Brushes on Carbon Dioxide Adsorption
  作者：Na Li、Rong Qu、Xiaoyu Han、Weiran Lin、Haining Zhang、Zhenyu J. Zhang

  DOI：10.1002/cplu.201800636

  日期：2019.3

  Imidazolium-based poly(ionic liquid) brushes were attached to spherical silica nanoparticles bearing various functionalities by using a surface-initiated atom transfer radical polymerization ("grafting from" technique). A temperature-programmed desorption process was applied to evaluate and analyze the carbon dioxide adsorption performance of the synthesized polymer brushes. The confined structure

  通过使用表面引发的原子转移自由基聚合（“接枝”技术），将基于咪唑鎓盐的聚（离子液体）刷连接到带有各种功能的球形二氧化硅纳米颗粒上。采用程序升温脱附工艺来评估和分析合成聚合物刷对二氧化碳的吸附性能。表面附着的聚合物链的受限结构有利于气体的传输和吸附，与纯聚合物粉末相比，二氧化碳分子的吸附能力增强。二氧化碳吸附后，合成聚合物刷的程序升温脱附曲线表明，咪唑环的3位氮原子上的取代基 以及相关的阴离子会显着影响功能化聚（离子液体）刷的吸附能力。在测试样品中，与六氟磷酸根离子缔合的胺官能化聚（离子液体）刷在25°C和0.2的二氧化碳分压下表现出最高的2.56 mmol g-1（112.64 mg g-1）二氧化碳吸附能力。酒吧。