3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl 2-(2,3-dihydro-[1,4]dioxino[2,3-c]pyrrol-6-yl)acetate | 1237740-13-4

• 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: 3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl 2-(2,3-dihydro-[1,4]dioxino[2,3-c]pyrrol-6-yl)acetate
• CAS: 1237740-13-4
• 化学式: C₁₆H₁₂F₁₃NO₄
• 分子量: 529.255
• InChiKey: JPZOYGUWPMAHCV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.93
• 重原子数：
  34.0
• 可旋转键数：
  9.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  49.69
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  3,3,4,4,5,5,6,6,7,7,8,8,8-十三氟-1-辛醇 、 2-(2,3-dihydro-1,4-dioxino[2,3-c]pyrrol-7(2H)-yl)acetic acid 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 48.5h， 以10%的产率得到3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl 2-(2,3-dihydro-[1,4]dioxino[2,3-c]pyrrol-6-yl)acetate
  参考文献：
  名称：

  Connector Ability To Design Superhydrophobic and Oleophobic Surfaces from Conducting Polymers

  摘要：

  In the aim of creating superoleophobic surfaces using monomers with short perfluorinated chains, to avoid drawbacks associated with PFOA, original semifluorinated (C4F9, C6F13) 3,4-ethylenedioxypyrrole derivatives were synthesized. These monomers were obtained using the faster synthetic method than previously described with some analogues, characterized and electrochemically polymerized on gold plates. The obtained surfaces exhibited superhydrophobic (contact angle with water of 157 degrees and 158 degrees, respectively) and oleophobic properties (contact angle with hexadecane: 88 degrees and 108 degrees, respectively). The comparison between these new monomers and already published analogue EDOP6 confirms the importance of the bipolaronic form of conductive polymer for obtaining surface nanoporosity and as a consequence improving surface oleophobicity. Thus, little change in the molecule design of the connector and the spacer of the monomer can have a significant influence on the surface oleophobicity.

  DOI：

  10.1021/la101734s