15,15,16,16,17,17,18,18,19,19,20,20,20-tridecafluoro-3,6,9,12-tetraoxaicosan-1-ol | 1663471-34-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 15,15,16,16,17,17,18,18,19,19,20,20,20-tridecafluoro-3,6,9,12-tetraoxaicosan-1-ol
• 英文别名: 15,15,16,16,17,17,18,18,19,19,20,20,20-Tridecafluoro-3,6,9,12-tetraoxaicosane-1-ol；2-[2-[2-[2-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctoxy)ethoxy]ethoxy]ethoxy]ethanol
• CAS: 1663471-34-8
• 化学式: C₁₆H₂₁F₁₃O₅
• 分子量: 540.319
• InChiKey: UYENJBXPKVMORF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  34
• 可旋转键数：
  18
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  57.2
• 氢给体数：
  1
• 氢受体数：
  18

反应信息

• 作为反应物：
  描述：

  15,15,16,16,17,17,18,18,19,19,20,20,20-tridecafluoro-3,6,9,12-tetraoxaicosan-1-ol 在 甲醇 、 三乙胺 、 乙酰氯 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 39.75h， 生成 15,15,16,16,17,17,18,18,19,19,20,20,20-tridecafluoro-3,6,9,12-tetraoxaicosane-1-thiol
  参考文献：
  名称：

  Perfluoroalkylated poly(oxyethylene) thiols: Synthesis, adsorption dynamics and surface activity at the air/water interface, and bubble stabilization behaviour

  摘要：

  We report the synthesis of four new perfluoroalkylated thiols, CnF2n+1(CH2)(2)(OCH2CH2)(y)SH (FnH2(OE)(y) with n = 4 and 6; y = 4 and 6, that have a hydrophilic poly(oxyethylene) (POE) segment inserted between the hydrophobic fluorinated chain and the thiol functional group. The dynamics of adsorption and surface activity of these compounds at the air/water interface were studied using bubble profile analysis tensiometry. The adsorption kinetics profiles show that all compounds diffuse rapidly to the air/water interface and decrease the interfacial tension of water to values ranging from 16.5 to 31.6 mN m(-1), which qualifies them as potential components of microbubble shells. Their ability to self-assemble and stabilize gaseous microbubbles in the presence or absence of a fluorocarbon gas (perfluorohexane) was investigated by optical microscopy. Three out of the four compounds (the two F6 derivatives and F4H2(OE)(6)) were able to form and stabilize microbubbles. Microbubbles based on both F6 PEG thiols are more stable than those based on the F4 derivative. The number of oxyethylene (OE) groups substantially influences bubble stability; the higher the number of OEs, the more stable the microbubbles. Finally, the most important stabilising effect was obtained by introducing an internal fluorocarbon gas, whose presence in the bubble increases bubble stability from 6 h to 5 days for the most promising candidate, F6H2(OE)(6)SH. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2014.10.020
• 作为产物：
  描述：

  1-phenyl-2,5,8,11-tetraoxatridecan-13-yl 4-methylbenzenesulfonate 在 palladium 10% on activated carbon 、 氢气 、 potassium hydroxide 作用下， 以 1,4-二氧六环 、 甲醇 为溶剂， 反应 48.0h， 生成 15,15,16,16,17,17,18,18,19,19,20,20,20-tridecafluoro-3,6,9,12-tetraoxaicosan-1-ol
  参考文献：
  名称：

  Perfluoroalkylated poly(oxyethylene) thiols: Synthesis, adsorption dynamics and surface activity at the air/water interface, and bubble stabilization behaviour

  摘要：

  We report the synthesis of four new perfluoroalkylated thiols, CnF2n+1(CH2)(2)(OCH2CH2)(y)SH (FnH2(OE)(y) with n = 4 and 6; y = 4 and 6, that have a hydrophilic poly(oxyethylene) (POE) segment inserted between the hydrophobic fluorinated chain and the thiol functional group. The dynamics of adsorption and surface activity of these compounds at the air/water interface were studied using bubble profile analysis tensiometry. The adsorption kinetics profiles show that all compounds diffuse rapidly to the air/water interface and decrease the interfacial tension of water to values ranging from 16.5 to 31.6 mN m(-1), which qualifies them as potential components of microbubble shells. Their ability to self-assemble and stabilize gaseous microbubbles in the presence or absence of a fluorocarbon gas (perfluorohexane) was investigated by optical microscopy. Three out of the four compounds (the two F6 derivatives and F4H2(OE)(6)) were able to form and stabilize microbubbles. Microbubbles based on both F6 PEG thiols are more stable than those based on the F4 derivative. The number of oxyethylene (OE) groups substantially influences bubble stability; the higher the number of OEs, the more stable the microbubbles. Finally, the most important stabilising effect was obtained by introducing an internal fluorocarbon gas, whose presence in the bubble increases bubble stability from 6 h to 5 days for the most promising candidate, F6H2(OE)(6)SH. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2014.10.020

文献信息

• Compositions of fluorocarbon nanoemulsion, and methods of preparation and use thereof
  申请人：NuvOx Pharma LLC

  公开号：US11304899B2

  公开（公告）日：2022-04-19

  The invention provides novel compositions of fluorocarbon nanoemulsions comprising one or more of fluorosurfactants and phospholipids, and methods of preparation and use thereof for enhanced oxygen delivery.

  本发明提供了包含一种或多种含氟表面活性剂和磷脂的新型碳氟化合物纳米乳液组合物及其制备和使用方法，用于增强氧气输送。
• COMPOSITIONS OF FLUOROCARBON NANOEMULSION, AND METHODS OF PREPARATION AND USE THEREOF
  申请人：NuvOx Pharma LLC

  公开号：US20220401364A1

  公开（公告）日：2022-12-22

  The invention provides novel compositions of fluorocarbon nanoemulsions comprising one or more of fluorosurfactants and phospholipids, and methods of preparation and use thereof for enhanced oxygen delivery.