S,S'-bis(α,α'-dimethyl-α''-propargylacetate)trithiocarbonate | 1239344-10-5

• 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: S,S'-bis(α,α'-dimethyl-α''-propargylacetate)trithiocarbonate
• 英文别名: Prop-2-ynyl 2-methyl-2-(2-methyl-1-oxo-1-prop-2-ynoxypropan-2-yl)sulfanylcarbothioylsulfanylpropanoate
• CAS: 1239344-10-5
• 化学式: C₁₅H₁₈O₄S₃
• 分子量: 358.504
• InChiKey: DVSPPEBRTXFQKW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  22
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  135
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2-(1-Chloro-2-methyl-1-oxopropan-2-yl)sulfanylcarbothioylsulfanyl-2-methylpropanoyl chloride 、 2-丙炔-1-醇 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以65%的产率得到S,S'-bis(α,α'-dimethyl-α''-propargylacetate)trithiocarbonate
  参考文献：
  名称：

  Poly(N-isopropylacrylamide) hydrogels fabricated via click chemistry: well-defined α,ω-bis propargyl linear poly(N-isopropylacrylamide)s as crosslinkers

  摘要：

  这项工作提供了一种简便的方法，通过调整交联剂的链长或引入其他功能基团，来调控点击聚（异丙基丙烯酰胺）（PNIPA）水凝胶的膨胀性能和/或赋予特殊功能。

  DOI：

  10.1039/c4ra07987f

文献信息

• Reactive triblock copolymer micelles induced by click reaction: A platform for RAFT polymerization
  作者：Jie Jin、Jia Tian、Xueming Lian、Pingchuan Sun、Hanying Zhao

  DOI：10.1039/c1sm06225e

  日期：——

  In this manuscript in situRAFT polymerization inside reactive triblock copolymer micelles were reported. Poly(ethylene glycol)-block-poly(2-hydroxyethyl methacrylate)-block-poly(tert-butyl acrylate) (PEG-b-PHEMA-b-PtBA) triblock copolymer was synthesized through two-step ATRP of HEMA and tBA by using ATRP initiator terminated PEG as macroinitiator. The pendant azide groups were introduced to the short mid-blocks by reactions of the triblock copolymer with 2-bromoisobutyryl bromide and sodium azide, respectively. Click reaction between the azido-modified triblock and dialkynetrithiocarbonate results in the formation of the reactive micelles with cross-linked cores and PtBA/PEG coronae. The size of the micellar aggregates is determined by initial polymer concentration. The entrapped reversible addition-fragmentation chain transfer (RAFT) agent molecules in the cores were used in RAFT polymerization of N-isopropylacrylamide (NIPAM). After RAFT polymerization, polymeric micelles with cross-linked PNIPAM cores and PEG/PtBA coronae were obtained. FTIR, 1H NMR, dynamic light scattering and transmission electron microscopy were used to characterize the structures of the micelles before and after RAFT polymerization. The degradation of the micelles was also investigated in this research. This type of micelles can be used as a platform for RAFT polymerization.

  本手稿报告了在反应型三嵌段共聚物胶束内进行原位RAFT 聚合的情况。以 ATRP 起始剂终止的 PEG 为大起始剂，通过 HEMA 和 tBA 的两步 ATRP 合成了聚乙二醇-嵌段-聚（2-羟乙基甲基丙烯酸酯）-嵌段-聚（丙烯酸叔丁酯）（PEG-b-PHEMA-b-PtBA）三嵌段共聚物。通过将三嵌段共聚物分别与 2-溴异丁酰溴和叠氮化钠反应，在短中嵌段上引入了悬挂的叠氮基团。叠氮改性三嵌段与二炔四硫代碳酸酯之间的点击反应可形成具有交联核心和 PtBA/PEG 冠层的活性胶束。胶束聚集体的大小由初始聚合物浓度决定。核心中夹带的可逆加成-断裂链转移（RAFT）剂分子被用于 N-异丙基丙烯酰胺（NIPAM）的 RAFT 聚合。经过 RAFT 聚合，得到了具有交联 PNIPAM 核心和 PEG/PtBA 冠层的聚合物胶束。傅立叶变换红外光谱、1H NMR、动态光散射和透射电子显微镜用于表征 RAFT 聚合前后胶束的结构。本研究还考察了胶束的降解情况。这种胶束可用作 RAFT 聚合的平台。