octadecyl N-[4-[[4-(3,3-dimethyl-2,4-dioxoazetidin-1-yl)phenyl]methyl]phenyl]carbamate | 1117726-51-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: octadecyl N-[4-[[4-(3,3-dimethyl-2,4-dioxoazetidin-1-yl)phenyl]methyl]phenyl]carbamate
• CAS: 1117726-51-8
• 化学式: C₃₇H₅₄N₂O₄
• 分子量: 590.847
• InChiKey: FXBLLWOGGAHXJL-UHFFFAOYSA-N

物化性质

• 熔点：
  108 °C
• 密度：
  1.060±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  12.2
• 重原子数：
  43
• 可旋转键数：
  22
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  75.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  octadecyl N-[4-[[4-(3,3-dimethyl-2,4-dioxoazetidin-1-yl)phenyl]methyl]phenyl]carbamate 、 二乙烯三胺 以 四氢呋喃 为溶剂， 反应 2.0h， 以85%的产率得到dioctadecyl (((((3,3'-((azanediylbis(ethane-2,1-diyl))bis(azanediyl))bis(2,2-dimethyl-3-oxopropanoyl))bis(azanediyl))bis(4,1-phenylene))bis(methylene))bis(4,1-phenylene))dicarbamate
  参考文献：
  名称：

  Side chain dendritic polyurethanes with shape-memory effect

  摘要：

  本研究利用氢键增强物理相互作用，开发出了具有形状记忆效应的热可逆聚氨酯（PUs）。研究人员合成了两种不同类型的聚氨酯：（1）线性聚氨酯，其硬段由二对苯二甲异氰酸酯（MDI）和二乙二醇（DEG）组成，软段由聚酯多元醇 Tone 0260 多元醇制成；（2）侧链树枝状聚氨酯，用不同代树枝状链延伸剂取代二乙二醇。通过在树枝状结构中加入外围长烷基链（范德华力很强），可显著提高软硬片段之间的相溶性。因此，侧链树枝状聚氨酯的氢键强化硬段（丙二酰胺连接）可大大提高机械性能和形状记忆效果。在循环形状记忆测试中，其中一个系列可以毫不费力地在不到 10 秒的时间内实现完全恢复，而不会出现任何缺陷。

  DOI：

  10.1039/b910614f
• 作为产物：
  描述：

  4-isocyanate-4-(3,3-dimethyl-2,4-dioxo-azetidine)diphenyl methane 、 二乙醇胺 以 四氢呋喃 为溶剂， 反应 2.0h， 以86.7%的产率得到octadecyl N-[4-[[4-(3,3-dimethyl-2,4-dioxoazetidin-1-yl)phenyl]methyl]phenyl]carbamate
  参考文献：
  名称：

  Honeycomb-like polymeric films from dendritic polymers presenting reactive pendent moieties

  摘要：

  In this paper we describe the fabrication of honeycomb-shaped polyurethane films from dendritic side-chain polymers presenting reactive pendent units. Two novel functional polyurethanes, poly(urethane-co-acylurea) (PU-PACY) and polyurethane-co-azetidine-2,4-dione containing polyurethane (PU-PAZ), were synthesized. The waxy dendrons featured focal urea/malonamide linkages favorable for hydrogen bonding and peripheral alkyl chains. These intermolecular forces caused two functional PUs to undergo phase separation and self-assembly. This resulted in honeycomb-like films with well-controlled surface roughness characterized in terms of the ratio of rim width (W) to the pore size (D), i.e. W/D. The PU-PAZ film had a higher contact angle (CA) and a lower value of W/D than did the PU-PACY analogue, due to the presence of relatively more hydrophobic azetidine-2, 4-dione functionalities in the former film. Subsequent chemical modification of the PU-PAZ films through reaction with a hydrophobic poly(oxyalkylene) amine enhanced the CA from 113 to 134 degrees. Further physical modification through a peeling-off process rendered the film surface with a three-dimensional (3D) rod-co-valley-structure having feature dimensions on a submicrometer scale. The 3D rod-co-valley like film exhibited superhydrophobicity with a CA of 151 degrees. The films also displayed excellent solvent-resistance after crosslinking with a diamine. Through hydrophobic or hydrophilic chemical modification, we could readily manipulate the surface properties of these honeycomb-like films with controllable surface roughnesses and reactive functionalities. (c) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.polymer.2014.01.032