1,4-dibromo-2-((perfluoroundecyl)methoxy)-5-(dodecyloxy)benzene | 1312185-58-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1,4-dibromo-2-((perfluoroundecyl)methoxy)-5-(dodecyloxy)benzene
• 英文别名: 1,4-Dibromo-2-dodecoxy-5-(2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12,12-tricosafluorododecoxy)benzene；1,4-dibromo-2-dodecoxy-5-(2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12,12-tricosafluorododecoxy)benzene
• CAS: 1312185-58-2
• 化学式: C₃₀H₂₉Br₂F₂₃O₂
• 分子量: 1018.33
• InChiKey: VOBXTJQFANADEJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  16.7
• 重原子数：
  57
• 可旋转键数：
  24
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  25

反应信息

• 作为产物：
  描述：

  2,5-dibromo-4-dodecyloxyphenol 、 1-perfluoroundecylmethylnonaflate 在 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.67h， 以3.9 g的产率得到1,4-dibromo-2-((perfluoroundecyl)methoxy)-5-(dodecyloxy)benzene
  参考文献：
  名称：

  Effect of the Molecular Structure on the Hierarchical Self-Assembly of Semifluorinated Alkanes at the Air/Water Interface

  摘要：

  Semifluorinated alkanes (CnF2n+1CmH2m+1), short FnHm display local phase separation of mutually incompatible hydrocarbon and fluorocarbon chain moieties, which has been utilized as a structure-forming motif in supramolecular architectures. The packing of semifluorinated alkanes, nominally based on dodecyl subunits, such as perfluoro(dodecyl)dodecane (F12H12) and perfluoro(dodecyl)eicosane (F12H20), as well as a core extended analogue, 1,4-dibromo-2-((perfluoroundecyl)methoxy)-5-(dodecyloxy)benzene) (F11H1-core-H12), was studied at the air/water interface. Langmuir monolayers were investigated by means of neutron reflectivity directly at the air/water interface and scanning force microscopy after transfer to silicon wafers. Narrowly disperse surface micelles formed in all three cases; however, they were found to bear different morphologies with respect to molecular orientation and assembly dimensionality, which gives rise to different hierarchical aggregate topologies. For F12H12, micelles of ca. 30 nm in diameter, composed of several circular or "spherical cap" substructures, were observed and a monolayer model with the fluorocarbon block oriented toward air is proposed. F12H20 molecules formed larger (ca. 50 nm diameter) hexagonally shaped surface micelles that were hexagonally, densely packed, besides more elongated but tightly interlocked wormlike structures. Conversely, F11H1-core-H12 films organized into linear rows of elongated surface micelles with comparable width, but an average length of ca. 400 nm, apparently formed by antiparallel molecular packing.

  DOI：

  10.1021/la201377f

文献信息

• Effect of the Molecular Structure on the Hierarchical Self-Assembly of Semifluorinated Alkanes at the Air/Water Interface
  作者：Laurence de Viguerie、Rabea Keller、Ulrich Jonas、Rüdiger Berger、Christopher G. Clark、Christopher O. Klein、Thomas Geue、Klaus Müllen、Hans-Jürgen Butt、Dimitris Vlassopoulos

  DOI：10.1021/la201377f

  日期：2011.7.19

  Semifluorinated alkanes (CnF2n+1CmH2m+1), short FnHm display local phase separation of mutually incompatible hydrocarbon and fluorocarbon chain moieties, which has been utilized as a structure-forming motif in supramolecular architectures. The packing of semifluorinated alkanes, nominally based on dodecyl subunits, such as perfluoro(dodecyl)dodecane (F12H12) and perfluoro(dodecyl)eicosane (F12H20), as well as a core extended analogue, 1,4-dibromo-2-((perfluoroundecyl)methoxy)-5-(dodecyloxy)benzene) (F11H1-core-H12), was studied at the air/water interface. Langmuir monolayers were investigated by means of neutron reflectivity directly at the air/water interface and scanning force microscopy after transfer to silicon wafers. Narrowly disperse surface micelles formed in all three cases; however, they were found to bear different morphologies with respect to molecular orientation and assembly dimensionality, which gives rise to different hierarchical aggregate topologies. For F12H12, micelles of ca. 30 nm in diameter, composed of several circular or "spherical cap" substructures, were observed and a monolayer model with the fluorocarbon block oriented toward air is proposed. F12H20 molecules formed larger (ca. 50 nm diameter) hexagonally shaped surface micelles that were hexagonally, densely packed, besides more elongated but tightly interlocked wormlike structures. Conversely, F11H1-core-H12 films organized into linear rows of elongated surface micelles with comparable width, but an average length of ca. 400 nm, apparently formed by antiparallel molecular packing.