2-[(ethylthio)carbonothioyl]sulfanyl-propionic acid ethyl ester

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-[(ethylthio)carbonothioyl]sulfanyl-propionic acid ethyl ester
• 英文别名: 2-ethylsulfanylthiocarbonyl sulfanyl-propionic acid ethyl ester；Ethyl 2-(((ethylthio)carbonothioyl)thio)propanoate；ethyl 2-ethylsulfanylcarbothioylsulfanylpropanoate
• 化学式: C₈H₁₄O₂S₃
• 分子量: 238.396
• InChiKey: XFPYKPBVPIMHSQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  13
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  109
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-巯基丙酸乙酯 、 N,N'-硫羰基二咪唑 、 乙硫醇 在 氢氧化钾 作用下， 以 甲苯 为溶剂， 反应 12.0h， 以62%的产率得到2-[(ethylthio)carbonothioyl]sulfanyl-propionic acid ethyl ester
  参考文献：
  名称：

  用于RAFT / MADIX活性自由基聚合的三硫代碳酸酯，黄原酸酯和二硫代氨基甲酸酯的选择性一锅合成。

  摘要：

  [反应：见正文]我们报告了通过黄锅酸酯（MADIX）聚合反应的交换，通过一锅法反应，生产用于可逆加成断裂链转移（RAFT）和大分子设计的链转移剂的简便方法。当1,1'-硫代羰基二咪唑（TCDI）与仲硫醇或醇反应时，会经历受控的单取代。咪唑-N-硫代羧酸的中间体S / O-酯可与多种伯硫醇，醇和胺有效反应，分别形成不对称的二硫代碳酸酯，三硫代碳酸酯和二硫代氨基甲酸酯。该合成通过可逆的加成-断裂链转移（RAFT）机制为乙烯基单体的受控自由基聚合提供了一种简便的方法。

  DOI：

  10.1021/ol0525617

文献信息

• Polymerizable sulfonamide compounds and polymers thereof
  申请人：Massachusetts Institute of Technology

  公开号：US11155674B2

  公开（公告）日：2021-10-26

  Methods, compositions, reagents, and systems that allow for the preparation and utilization of sulfonamide salt polymer electrolytes are disclosed herein. Methods and reagents to prepare sulfonamide salt monomers are also disclosed herein. The sulfonamide salt polymer electrolytes can be used as components in energy storage devices, conductive materials, electrochemical cells, gels, adhesives, and drug delivery vehicles.

  本文公开了允许制备和利用磺胺盐聚合物电解质的方法、组合物、试剂和系统。本文还公开了制备磺胺盐单体的方法和试剂。磺胺盐聚合物电解质可用作能量存储设备、导电材料、电化学电池、凝胶、粘合剂和药物输送载体中的组件。
• Investigation of the Experimental Factors Affecting the Trithiocarbonate-Mediated RAFT Polymerization of Methyl Acrylate
  作者：Murray R. Wood、David J. Duncalf、Paul Findlay、Steven P. Rannard、Sébastien Perrier

  DOI：10.1071/ch07171

  日期：——

  The reversible addition–fragmentation chain transfer polymerization of acrylates, using methyl acrylate (MA) as a monomer model, mediated by a trithiocarbonate was tested under several conditions where the experimental parameters were systematically altered. The most significant parameter in controlling the rate and control of the polymerization was found to be the ratio of chain transfer agent (CTA) to initiator. Decreasing this ratio increased the rate of polymerization and had little noticeable effect on the control over molecular weight distribution. A ratio of CTA to initiator of unity was shown to give the best compromise between rate and control of the polymerization. Targeted degrees of polymerization (equivalent to ratios of monomer to CTA) had negligible effect on the rate of polymerization and polydispersity index (PDI). Performing the polymerization in the presence of solvent (up to 41.2% (w/w) in toluene) had no negative effect on the rate of polymerization. Indeed, marginally higher conversions and lower PDIs than for bulk polymerization were achieved for similar reaction times. A higher amount of toluene (66.6% (w/w)) induced a lower rate of polymerization, but the evolution of molecular weight and PDI were unaffected. Polymerizations performed in the presence of toluene, N,N′-dimethylformamide, and methyl ethyl ketone showed that solvent polarity and aromaticity had no observable effect on the rate of polymerization and over the control of molecular weight distribution. The optimum conditions for the polymerization of MA, mediated by 2-ethylthiocarbonylsulfanyl-propionic acid ethyl ester at 50°C were found to be [CTA]/[AIBN] = 1/1 and ~40% solvent (w/w).

  以丙烯酸甲酯（MA）为单体模型，以三硫代碳酸盐为介质的丙烯酸酯可逆加成-断裂链转移聚合反应在多种条件下进行了测试，并系统地改变了实验参数。结果发现，控制聚合速率和聚合控制的最重要参数是链转移剂（CTA）与引发剂的比例。降低这一比例可提高聚合速度，但对分子量分布的控制影响不大。CTA 与引发剂的比例为 1 时，聚合速率和聚合控制之间的折衷效果最好。目标聚合度（相当于单体与 CTA 的比率）对聚合速率和多分散指数（PDI）的影响微乎其微。在有溶剂（甲苯中溶剂含量高达 41.2%（重量比））的情况下进行聚合对聚合速率没有负面影响。事实上，在反应时间相近的情况下，聚合反应的转化率和 PDI 值都略高于散装聚合反应。更高的甲苯用量（66.6%（重量比））会导致聚合速率降低，但分子量和 PDI 的变化不受影响。在甲苯、N,N′-二甲基甲酰胺和甲基乙基酮存在下进行的聚合显示，溶剂极性和芳香性对聚合速率和分子量分布控制没有明显影响。在 2-乙基硫代甲酰硫基丙酸乙酯的介导下，在 50°C 下聚合 MA 的最佳条件为[CTA]/[AIBN] = 1/1 和 ~40% 溶剂（w/w）。
• Polymers and uses thereof
  申请人：Massachusetts Institute of Technology

  公开号：US11034788B2

  公开（公告）日：2021-06-15

  The present invention provides polymers and methods of preparing the same. In certain embodiments, the polymers comprise acrylate repeating units that have been derivatized (e.g., reduced and/or substituted) to form new polymeric structures. In certain embodiments, the polymers described herein self-assemble to form well-defined nanostructures. In some instances, the nanostructures exhibit relatively small d-spacing (e.g., a d-spacing value of 10 nm or less). Due to their properties, the polymers described herein are useful in a variety of applications including functional materials and biomedical applications.

  本发明提供聚合物及其制备方法。在某些实施方案中，聚合物包含丙烯酸酯重复单元，这些单元经过衍生化（如还原和/或取代）后形成新的聚合物结构。在某些实施例中，本文所述聚合物可自组装形成定义明确的纳米结构。在某些情况下，纳米结构的 d 间距相对较小（例如，d 间距值为 10 nm 或更小）。由于其特性，本文所述聚合物可用于多种应用，包括功能材料和生物医学应用。
• Reactions enabled by thermoresponsive and photoresponsive gels
  申请人：Massachusetts Institute of Technology

  公开号：US11041026B2

  公开（公告）日：2021-06-22

  Disclosed are methods, compositions, kits, and reagents to prepare compounds (e.g. polymers and small molecules) via radical reactions by utilizing thermoresponsive and photoresponsive gels. This invention discloses the preparation of polymers via controlled radical polymerizations from an iniferter or initiator, one or more reactant monomer, and a thermoresponsive and photoresponsive gel. Embodiments of the invention show that the polymerization is reversibly activated and/or deactivated by controlling one or more of the following external control stimuli: temperature, light, and catalyst presence. This invention also relates the preparation of Gel-PTH, a heterogeneous thermoresponsive and photoresponsive gel.

  本发明公开了利用热致伸缩性和光致伸缩性凝胶通过自由基反应制备化合物（如聚合物和小分子）的方法、组合物、试剂盒和试剂。本发明公开了通过受控自由基聚合制备聚合物的方法，其原料包括一种增效剂或引发剂、一种或多种反应物单体以及一种热致伸缩性和光致伸缩性凝胶。本发明的实施例表明，通过控制以下一个或多个外部控制刺激因素，可逆地激活和/或停止聚合：温度、光和催化剂的存在。本发明还涉及一种异相热致和光致凝胶 Gel-PTH 的制备。
• POLYMERS AND USES THEREOF
  申请人：Massachusetts Institute of Technology

  公开号：US20180208699A1

  公开（公告）日：2018-07-26

  The present invention provides polymers and methods of preparing the same. In certain embodiments, the polymers comprise acrylate repeating units that have been derivatized (e.g., reduced and/or substituted) to form new polymeric structures. In certain embodiments, the polymers described herein self-assemble to form well-defined nanostructures. In some instances, the nanostructures exhibit relatively small d-spacing (e.g., a d-spacing value of 10 nm or less). Due to their properties, the polymers described herein are useful in a variety of applications including functional materials and biomedical applications.