6-(triethoxysilyl)hexyl α-bromophenylacetate | 1344059-13-7

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: 6-(triethoxysilyl)hexyl α-bromophenylacetate
• CAS: 1344059-13-7
• 化学式: C₂₀H₃₃BrO₅Si
• 分子量: 461.469
• InChiKey: HJXAQSOZQHMMNR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.27
• 重原子数：
  27.0
• 可旋转键数：
  15.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  53.99
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  二硫化碳 、 6-(triethoxysilyl)hexyl α-bromophenylacetate 、 sodium thiomethoxide 以 乙醚 、 水 为溶剂， 反应 4.0h， 以100%的产率得到6-(triethoxysilyl)hexyl 2-(((Methylthio)carbonothioyl)thio)-2-phenylacetate
  参考文献：
  名称：

  Surface-Initiated Reversible Addition–Fragmentation Chain Transfer (RAFT) Polymerization from Fine Particles Functionalized with Trithiocarbonates

  摘要：

  Monodisperse silica particles (SiPs) were surface-modified with a newly designed reversible addition fragmentation chain transfer (RAFT) agent having a triethoxysilane moiety, 6-(triethoxysilyl) 2-(((methylthio)carbonothioyl)thio)-2-phenylacetate (EHT). Surface-initiated RAFT polymerization of styrene was carried out with the EHT-modified SiPs in the presence of a free RAFT agent. The polymerization proceeded in a living manner, producing SiPs coated with well-defined polystyrene of a target molecular weight with a graft density as high as 0.3 chains/nm(2). Similarly, polymerizations of methyl methacrylate (MMA), N-isopropylacrylamide, and n-butyl acrylate were conducted, providing SiPs grafted with concentrated (high-density) polymer brushes. In all examined cases, the hybrid particles were highly dispersible in solvents for graft polymers, without causing any aggregations. Owing to exceptionally high uniformity and perfect dispersibility, these hybrid particles formed two- and three-dimensionally ordered arrays at the air water interface and in suspension, respectively. In addition to the surface-grafting on SiPs, the versatility of this technique was demonstrated by carrying out surface-initiated RAFT polymerization of styrene from iron oxide nanoparticles modified with EHT.

  DOI：

  10.1021/ma202105y
• 作为产物：
  描述：

  5-己烯-1-醇 在 4-二甲氨基吡啶 、 铂(0)-1,3-二乙烯-1,1,3,3-四甲基二硅氧烷 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 48.5h， 生成 6-(triethoxysilyl)hexyl α-bromophenylacetate
  参考文献：
  名称：

  Surface-Initiated Reversible Addition–Fragmentation Chain Transfer (RAFT) Polymerization from Fine Particles Functionalized with Trithiocarbonates

  摘要：

  Monodisperse silica particles (SiPs) were surface-modified with a newly designed reversible addition fragmentation chain transfer (RAFT) agent having a triethoxysilane moiety, 6-(triethoxysilyl) 2-(((methylthio)carbonothioyl)thio)-2-phenylacetate (EHT). Surface-initiated RAFT polymerization of styrene was carried out with the EHT-modified SiPs in the presence of a free RAFT agent. The polymerization proceeded in a living manner, producing SiPs coated with well-defined polystyrene of a target molecular weight with a graft density as high as 0.3 chains/nm(2). Similarly, polymerizations of methyl methacrylate (MMA), N-isopropylacrylamide, and n-butyl acrylate were conducted, providing SiPs grafted with concentrated (high-density) polymer brushes. In all examined cases, the hybrid particles were highly dispersible in solvents for graft polymers, without causing any aggregations. Owing to exceptionally high uniformity and perfect dispersibility, these hybrid particles formed two- and three-dimensionally ordered arrays at the air water interface and in suspension, respectively. In addition to the surface-grafting on SiPs, the versatility of this technique was demonstrated by carrying out surface-initiated RAFT polymerization of styrene from iron oxide nanoparticles modified with EHT.

  DOI：

  10.1021/ma202105y