4-acryloxyphenyldimethylsulfonium triflate | 889850-14-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 英文名称: 4-acryloxyphenyldimethylsulfonium triflate
• CAS: 889850-14-0
• 化学式: CF₃O₃S*C₁₁H₁₃O₂S
• 分子量: 358.359
• InChiKey: CRXARILEXMOFJK-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  2.07
• 重原子数：
  22.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  83.5
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  (4-羟基苯基)-二甲基锍氯化物 在 sodium hydroxide 作用下， 以 甲醇 、 丙酮 、 乙腈 为溶剂， 反应 2.5h， 生成 4-acryloxyphenyldimethylsulfonium triflate
  参考文献：
  名称：

  一种(4-(丙烯酰氧基)苯基)二甲基锍三氟甲磺酸盐的制备方法

  摘要：

  本发明公开了一种(4‑(丙烯酰氧基)苯基)二甲基锍三氟甲磺酸盐的制备方法，以苯酚、二甲基亚砜、氯化氢和三氟甲磺酸钠为原料，反应制得(4‑羟基苯基)二甲基氯化锍，接着将产物依次与三氟甲磺酸钠、氢氧化钠、丙烯酰氯反应制得(4‑(丙烯酰氧基)苯基)二甲基锍三氟甲磺酸盐；本发明的制备方法绿色环保，操作简便，能耗低，所使用的药品价格低廉，产品收率较高，同时产物是以结晶的形式析出，产物的纯度较高，适于可持续、大规模的工业化生产。

  公开号：

  CN118307457A

文献信息

• Changing the Reactivity of Polymeric Activated Esters by Temperature: On–Off Switching of the Reactivity of Poly(4-acryloxyphenyldimethylsulfonium triflate)
  作者：Ryohei Kakuchi、Patrick Theato

  DOI：10.1021/ma202175z

  日期：2012.2.14

  RAFT polymerization of 4-acryloxyphenyldimethylsulfonium triflate (SR-AEM) using pentafluorophenyl-(4-phenylthiocarbonyl-thio-4-cyanovalerate) as the chain transfer agent and AIBN as a radical source in acetonitrile at 90 degrees C yielded poly(4-acryloxyphenyldimethylsulfonium triflate) (poly(SR-AEM))s in high yields with well-controlled molecular weights and polydispersity indices. The reactive polymer poly(SR-AEM) was converted using an excess amount of amines, e.g., isopropylamine yielding predominantly poly(N-isopropylacrylamide) with defects of poly(4-acryloxyphenyl methylsulfide) in a minor ration of less than 16%. Furthermore, poly(SR-AEM) could be converted by thermo-triggered release of methyl group at dimethylsulfonium ion group to afford poly(4-acryloxyphenyl methylsulfide) (poly(APM)) as proved by H-1 NMR measurements, which did not react with amines anymore. To the best of our knowledge, this represents the first temperature-induced "on-off switching" of the reactivity of an activated ester by using 4-dimethylsulfonim phenol as the stimuli-responsive leaving group.