6-(chloro(dimethyl)silyl)hexyl 2-bromo-2-methylpropanoate | 400002-70-2

• 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-(chloro(dimethyl)silyl)hexyl 2-bromo-2-methylpropanoate
• 英文别名: 6-[Chloro(dimethyl)silyl]hexyl 2-bromo-2-methylpropanoate；6-[chloro(dimethyl)silyl]hexyl 2-bromo-2-methylpropanoate
• CAS: 400002-70-2
• 化学式: C₁₂H₂₄BrClO₂Si
• 分子量: 343.764
• InChiKey: LBFQCTRJVYFVHZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.71
• 重原子数：
  17
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-(2-bromo-2-methyl)propionyloxy-5-hexene 、 二甲基一氯硅烷 在 10 % platinum on carbon 作用下， 反应 18.0h， 以90.4%的产率得到6-(chloro(dimethyl)silyl)hexyl 2-bromo-2-methylpropanoate
  参考文献：
  名称：

  Room Temperature, Aqueous Post-Polymerization Modification of Glycidyl Methacrylate-Containing Polymer Brushes Prepared via Surface-Initiated Atom Transfer Radical Polymerization

  摘要：

  This manuscript reports on the post-polymerization modification of poly(glycidyl methacrylate) (PGMA) and PGMA-co-poly(2-(diethylamino)ethyl methacrylate) (PGMA(x)-co-PDEAEMA(y)) (co)polymer brushes prepared via surface-initiated atom transfer radical polymerization (SI-ATRP). The aim of this study was to evaluate the ability of tertiary amine groups incorporated in the polymer brush to accelerate the ring-opening of the epoxide groups by primary amines and to facilitate the aqueous, room temperature post-polymerization modification of the brushes. Using Fourier transform infrared (FTIR) spectroscopy to monitor the ring-opening reaction of the epoxide groups, it was found that the incorporation of 2-(diethylamino)ethyl methacrylate (DEAEMA) groups in the PGMA brushes significantly accelerated the rate of the post-polymerization modification reaction with several model amines. The rate enhancement was dependent on the fraction of DEAEMA units incorporated in the copolymer brush. For example, whereas 24 h was necessary to obtain a conversion of approximately 40% for PGMA brushes immersed in a 1 M propylamine solution in water, the same conversion was reached, in identical reaction conditions, after 8 and 2 h with copolymer brushes containing 10 mol % and 25 mol % of DEAEMA along the copolymer chains, respectively. In a final series of proof-of-concept experiments, the feasibility of the glycidyl methacrylate containing brushes to act as substrates for protein immobilization was studied. Using FTIR spectroscopy and quartz crystal microbalance with dissipation (QCM-D) experiments, it could be demonstrated that the incorporation of DEAEMA units not only enhanced the rate of the protein immobilization reaction, but also resulted in higher protein binding capacities as compared to a PGMA homopolymer brush. These features make PGMAx-co-PDEAEMAy brushes very attractive candidates for the development of protein microarrays, among others.

  DOI：

  10.1021/la102400z