N-(1,4,7,10,13-pentaoxacyclopentadecan-2-ylmethyl)-2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-pentadecafluorooctanamide | 1228010-22-7

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 卤代烷
• 英文名称: N-(1,4,7,10,13-pentaoxacyclopentadecan-2-ylmethyl)-2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-pentadecafluorooctanamide
• 英文别名: 2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-pentadecafluoro-N-(1,4,7,10,13-pentaoxacyclopentadec-2-ylmethyl)octanamide
• CAS: 1228010-22-7
• 化学式: C₁₉H₂₂F₁₅NO₆
• 分子量: 645.363
• InChiKey: PQRKNJLYJZYDLY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  41
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  75.2
• 氢给体数：
  1
• 氢受体数：
  21

反应信息

• 作为产物：
  描述：

  全氟辛酰氯 、 2-氨基甲基-15-冠-5 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 19.75h， 以96%的产率得到N-(1,4,7,10,13-pentaoxacyclopentadecan-2-ylmethyl)-2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-pentadecafluorooctanamide
  参考文献：
  名称：

  Synthesis of novel fluorous surfactants for microdroplet stabilisation in fluorous oil streams

  摘要：

  The synthesis of a number of potential fluorous surfactants, prepared with a view to stabilising microdroplets in microfluidic systems is described. The surfactants comprised compounds with both perfluoropolyether (PFPE) and perfluoroalkyl (PFA) tails with three classes of hydrophilic head group, including crown ethers and hexaethylene glycol. Hydrophilic head groups and alkyl fluorous-based tails were coupled together via amide, ester and ether linkages to afford the fluorous surfactant candidates in good yields. The resulting molecules show promise in forming and stabilising both aqueous and nonaqueous microdroplets in fluorous oil streams within poly(dimethylsiloxane) (PDMS) devices to a greater degree than the pseudosurfactants commonly employed in microdroplet research. Crown Copyright (C) 2009 Published by Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2009.12.010

文献信息

• Synthesis of novel fluorous surfactants for microdroplet stabilisation in fluorous oil streams
  作者：Daniel J. Holt、Richard J. Payne、Chris Abell

  DOI：10.1016/j.jfluchem.2009.12.010

  日期：2010.3

  The synthesis of a number of potential fluorous surfactants, prepared with a view to stabilising microdroplets in microfluidic systems is described. The surfactants comprised compounds with both perfluoropolyether (PFPE) and perfluoroalkyl (PFA) tails with three classes of hydrophilic head group, including crown ethers and hexaethylene glycol. Hydrophilic head groups and alkyl fluorous-based tails were coupled together via amide, ester and ether linkages to afford the fluorous surfactant candidates in good yields. The resulting molecules show promise in forming and stabilising both aqueous and nonaqueous microdroplets in fluorous oil streams within poly(dimethylsiloxane) (PDMS) devices to a greater degree than the pseudosurfactants commonly employed in microdroplet research. Crown Copyright (C) 2009 Published by Elsevier B.V. All rights reserved.