allyl (3-(diethoxy(methyl)silyl)propyl)carbamate | 1357560-97-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物
• 英文名称: allyl (3-(diethoxy(methyl)silyl)propyl)carbamate
• 英文别名: prop-2-enyl N-[3-[diethoxy(methyl)silyl]propyl]carbamate
• CAS: 1357560-97-4
• 化学式: C₁₂H₂₅NO₄Si
• 分子量: 275.42
• InChiKey: VHNNQNSGWNHYAT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.43
• 重原子数：
  18
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  56.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-(二乙氧基甲基硅基)丙胺 、 氯甲酸烯丙酯 在 三乙胺 作用下， 反应 3.0h， 以82%的产率得到allyl (3-(diethoxy(methyl)silyl)propyl)carbamate
  参考文献：
  名称：

  硫醇-烯官能化硅氧烷的合成和表征及其交联网络特性的评价。

  摘要：

  合成了三种线性硫醇官能化硅氧烷低聚物和三种烯官能化低聚物，然后进行光聚合。在每种类型的硫醇官能化低聚物中，硫醇重复单元与非反应性苯基重复单元的比率是变化的，以通过 π-π 堆积来控制交联密度和次级相互作用的程度。类似地，三种烯官能化低聚物的重复单元由烯丙基官能单体、苯官能单体和辛基官能单体组成，苯：辛基比例不同，但烯丙基部分的比例恒定。硅氧烷低聚物的结构组成在观察到的通过硫醇-烯光聚合形成的网络的材料特性中起着关键作用。与具有较低硫醇浓度的网络相比，具有高浓度硫醇官能团的网络表现出更高的橡胶模量、极限强度和杨氏模量。此外，能够通过氢键或 π-π 堆积参与二次相互作用的官能团的浓度直接影响网络玻璃化转变温度和弹性。低交联密度和高二次相互作用的组合产生具有最大韧性的网络。最后，辛基重复的比例与网络的疏水性有关。© 2012 Wiley Periodicals, Inc. J Polym Sci

  DOI：

  10.1002/pola.26245

文献信息

• Evaluation of thiol-ene click chemistry in functionalized polysiloxanes
  作者：Megan A. Cole、Christopher N. Bowman

  DOI：10.1002/pola.26551

  日期：2013.4.15

  AbstractPolysiloxanes are commonly used in a myriad of applications, and the “click” nature of the thiol‐ene reaction is well suited for introducing alternative functionalities or for crosslinking these ubiquitous polymers. As such, understanding of the thiol‐ene reaction in the presence of silicones is valuable and would lead to enhanced methodologies for modification and crosslinking. Here, the thiol‐ene reaction kinetics were investigated in functionalized oligosiloxanes having varying degrees of thiol functionalization (SH), π–π interactions (from diphenyls, DP), and ene types (CC). In the ene‐functionalized oligomers, π–π interactions were controlled through the use of dioctyl repeats (DO). The polymerization rate and rate‐limiting steps were determined for all systems containing an allyl‐functionalized oligomer, and rates ranging from 0.10 to 0.54 mol L−1 min−1 were seen. The rate‐limiting step varied with the oligomer composition; examples of rate‐limited propagation (5:3:2 CC:DP:DO/1:1 SH:DP) or chain transfer (5:3:2 CC:DP:DO/3:1 SH:DP) were found in addition to cases with similar reaction rate constants (5:2:3 CC:DP:DO/1:1 SH:DP). None of the siloxanes were found to exhibit autoacceleration despite their relatively high viscosities. Instead, the allyl‐, vinyl‐, and acrylate‐functionalized siloxanes were all found to undergo unimolecular termination based on their high α scaling values (0.98, 0.95, and 0.82, respectively) in the relation Rp ∝ Riα. © 2013 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2013