3-(1-vinyl-3-imidazolio)propanesulfonate | 46348-09-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-(1-vinyl-3-imidazolio)propanesulfonate
• 英文别名: 3-(1-Vinyl-3-imidazolio)-propanesulfonate；3-(3-ethenylimidazol-1-ium-1-yl)propane-1-sulfonate
• CAS: 46348-09-8
• 化学式: C₈H₁₂N₂O₃S
• 分子量: 216.261
• InChiKey: NUYSYBDIPXEBHS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  74.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(1-vinyl-3-imidazolio)propanesulfonate 在 硫酸 作用下， 以 水 为溶剂， 生成 1-vinyl-3-(3-sulfopropyl)imidazolium hydrogen sulfate
  参考文献：
  名称：

  硅胶固定化布朗斯台德酸性离子液体的非均相酯化催化剂

  摘要：

  使用四乙氧基硅烷（TEOS）作为二氧化硅源，将布朗斯台德酸性离子液体1-（3-磺酸丙酯）乙烯基咪唑鎓硫酸氢盐（[（CH 2）3 SO 3 HVIm] HSO 4）固定在硅胶上。通过FT-IR，元素分析和TG表征了样品的性质。结果表明，[（CH 2）3 SO 3 HVIm] HSO 4已成功地将其固定在硅胶上，并且固定的离子液体催化剂（IL /硅胶）具有良好的热稳定性。而且，IL /硅胶对一系列酯化反应显示出高催化活性，并且可以容易地从反应混合物中分离出来。循环使用7次后，它对于乙酸正丁酯的合成也保持令人满意的催化活性。

  DOI：

  10.1016/j.catcom.2010.10.014
• 作为产物：
  描述：

  2-乙烯咪唑 、 1,3-丙烷磺内酯 反应 24.0h， 生成 3-(1-vinyl-3-imidazolio)propanesulfonate
  参考文献：
  名称：

  Deep oxidation desulfurization with a new imidazole-type acidic ionic liquid polymer

  摘要：

  通过酸性离子液体低聚物与二乙烯基苯(DVB)的共聚合成了一种新型固体酸性离子液体聚合物(PIL)。通过氧化苯并噻吩考察其氧化活性。结果表明，PIL对苯并噻吩的氧化非常有效，在323 K、20 min时氧化能力达到95.5%。氧化活性相当高，因此反应可以在非常温和的条件下同时发生。 PIL具有高活性和高稳定性的优点。

  DOI：

  10.1039/c4ra10577j

文献信息

• Chitosan grafted with a heteropolyanion-based ionic liquid as an effective and reusable catalyst for acetalization
  作者：Wei-Hong Zhang、Shan-Shan Liu、Ping Liu、Jie Xu、Bing Xue、Xian-Yong Wei、Yong-Xin Li

  DOI：10.1039/c6ra02169g

  日期：——

  Chitosan immobilized with an acidic ionic liquid (CS–VImPS–PW) was fabricated via a radical addition reaction of N-vinylimidazoliumpropane sulfonate and chitosan, followed by acidification with a heteropolyacid. It was characterized by a Fourier transform infrared spectrometer, solid-state 13C nuclear magnetic resonance spectrometer, thermogravimetric analyzer, elemental analyzer, and Hammett indicator

  脱乙酰壳多糖固定有酸性离子液体（CS-VImPS-PW），制作通过的自由基加成反应Ñ -vinylimidazoliumpropane磺酸盐和壳聚糖，然后用杂多酸的酸化。它的特征在于傅立叶变换红外光谱仪，固态13 C核磁共振光谱仪，热重分析仪，元素分析仪和Hammett指示器。对一些缩醛化反应进行了研究，以评估CS–VImPS–PW的催化活性。结果表明，CS–VImPS–PW对乙缩醛化反应具有很高的活性，乙缩醛收率高，介于83.2％至96.2％之间，可重复使用8次而活性没有明显降低。
• Selective dehydration of sorbitol to 1,4-anhydro-<scp>d</scp>-sorbitol catalyzed by a polymer-supported acid catalyst
  作者：Yuhe Xiu、Angjun Chen、Xuerui Liu、Chen Chen、Jizhong Chen、Li Guo、Ran Zhang、Zhenshan Hou

  DOI：10.1039/c5ra01371b

  日期：——

  Novel polymer-supported Brønsted acid polymer catalysts have been employed for highly selective dehydration of sorbitol to 1,4-anhydro-D-sorbitol.

  新型聚合物支持的Brønsted酸聚合物催化剂已被用于高选择性地将山梨醇脱水成为1,4-无水-D-山梨醇。
• Selective hydrogenation of phenol and derivatives over an ionic liquid-like copolymer stabilized palladium catalyst in aqueous media
  作者：Aibing Chen、Guoying Zhao、Jinzhu Chen、Limin Chen、Yifeng Yu

  DOI：10.1039/c3ra21663b

  日期：——

  A combination of “water soluble” palladium nanoparticles stabilized by an ionic liquid-like copolymer and phosphotungstic acid synergistically promotes selective hydrogenation of phenol to cyclohexanone. The nanocatalyst preparation and selective phenol hydrogenation are successfully combined into a one-pot process in this research. Conversion exceeding 99% was achieved with >99% selectivity under an atmospheric pressure of hydrogen in aqueous media. Moreover, even at room temperature, >99% conversion and >99% selectivity could still be obtained. The generality of the catalyst system for this reaction was demonstrated by selective hydrogenation of other hydroxylated aromatic compounds with similar performance.

  一种由“水溶性”钯纳米粒子与离子液体类共聚物和磷钨酸结合的催化剂，在选择性加氢苯酚转化为环己酮的过程中协同促进了反应。本研究成功将纳米催化剂的制备与选择性苯酚加氢结合为一个一锅法的过程。在水相介质中，氢气在常压下的转化率超过99%，选择性超过99%。此外，即使在室温下，仍然可以获得超过99%的转化率和选择性。通过选择性加氢其他羟基芳香化合物，展示了该催化剂体系在此反应中的普遍适用性，并表现出相似的催化性能。
• High-density assembly of gold nanoparticles with zwitterionic carbon nanotubes and their electrocatalytic activity in oxygen reduction reaction
  作者：Youn Soo Kim、Areum Cha、Ju Yeon Shin、Hyun Ji Jeon、Jun Ho Shim、Chongmok Lee、Sang-gi Lee

  DOI：10.1039/c2cc34785g

  日期：——

  Gold nanoparticles (AuNPs) were assembled with high density onto multi-walled carbon nanotubes, which were functionalized with zwitterionic poly(imidazoliumsulfonate). The AuNP/zwitterionic CNT hybrids exhibited decent electrocatalytic activity in oxygen reduction reaction as the AuNP-based catalysts.

  金纳米粒子（AuNPs）被高密度地组装在多壁碳纳米管上，而多壁碳纳米管则被聚咪唑鎓磺酸盐（zwitterionic poly(imidazoliumsulfonate)）功能化。与基于 AuNP 的催化剂一样，AuNP/齐聚物 CNT 混合物在氧还原反应中表现出良好的电催化活性。
• Ion conduction in zwitterionic-type molten salts and their polymers
  作者：Masahiro Yoshizawa、Michiko Hirao、Kaori Ito-Akita、Hiroyuki Ohno

  DOI：10.1039/b101079o

  日期：——

  We synthesized a series of imidazolium cations containing covalently-bound anionic sites, such as sulfonate or sulfonamide groups. These zwitterionic imidazolium salts were found to form molten salts just like ordinary imidazolium salts. However, regardless of the high ion density, these ions cannot migrate along potential gradients induced in the bulk. This is a new and unique characteristic in molten salts. When other salts were added to this, the ions generated from the newly added salts were able to behave as carrier ions. The ionic conductivity of a pure molten salt was 10−9 S cm−1 at 25 °C, but jumped to 10−5 S cm−1 by adding an equimolar amount of lithium bis(trifluoromethanesulfonyl)imide (LiTFSI) at 50 °C. The zwitterionic salt having a sulfonamide group instead of sulfonate had an ionic conductivity of 10−4 S cm−1 at 50 °C after adding an equimolar amount of LiTFSI. These zwitterionic imidazolium salts having vinyl groups were synthesized and polymerized. In spite of their rubber-like properties they showed excellent ionic conductivities of around 10−5 S cm−1 at 50 °C following the addition of an equimolar amount of LiTFSI to the imidazolium cation unit.

  我们合成了一系列含有共价结合阴离子位点的咪唑阳离子，例如磺酸盐或磺酰胺基团。这些两亲性咪唑盐被发现能够像普通的咪唑盐一样形成熔融盐。然而，尽管离子密度很高，这些离子却无法沿着在体内诱导的电势梯度迁移。这是熔融盐中的一个新颖且独特的特性。当其他盐添加到其中时，新加入盐生成的离子能够作为载流子离子。纯熔融盐在25°C时的离子导电率为10^-9 S cm^-1，但在50°C时通过添加当量的锂双（三氟甲磺酰）亚胺（LiTFSI）后跳升至10^-5 S cm^-1。含有磺酰胺基团而不是磺酸盐的两亲性盐在加入当量的LiTFSI后，在50°C时的离子导电率为10^-4 S cm^-1。这些含有乙烯基基团的两亲性咪唑盐被合成并聚合。尽管它们具有类似橡胶的特性，但在向咪唑阳离子单元添加当量的LiTFSI后，它们在50°C时显示出约10^-5 S cm^-1的优秀离子导电率。