4,4’-bis(2,2-dimethyl-1,3-dioxolane-4-ylmethoxy)-3-[2,2-bis(12,12,13,13,14,14,15,15,15-nonafluoropentadecyl)ethoxy]biphenyl | 1606129-32-1

• 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: 4,4’-bis(2,2-dimethyl-1,3-dioxolane-4-ylmethoxy)-3-[2,2-bis(12,12,13,13,14,14,15,15,15-nonafluoropentadecyl)ethoxy]biphenyl
• CAS: 1606129-32-1
• 化学式: C₅₆H₇₆F₁₈O₇
• 分子量: 1203.19
• InChiKey: ZTGRTFQPYHMVIQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  18.93
• 重原子数：
  81.0
• 可旋转键数：
  38.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  64.61
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  4,4’-bis(2,2-dimethyl-1,3-dioxolane-4-ylmethoxy)-3-[2,2-bis(12,12,13,13,14,14,15,15,15-nonafluoropentadecyl)ethoxy]biphenyl 在 盐酸 作用下， 以 甲醇 为溶剂， 反应 3.0h， 以62%的产率得到3-{4’-(2,3-dihydroxypropoxy)-3-[2,2-bis(12,12,13,13,14,14,15,15,15-nonafluoropentadecyl)ethoxy]biphenyl-4-yloxy}propane-1,2-diol
  参考文献：
  名称：

  Skeletal Cubic, Lamellar, and Ribbon Phases of Bundled Thermotropic Bolapolyphiles

  摘要：

  A series of T-shaped polyphilic molecules composed of a rigid linear biphenyl core with a polar glycerol group at each end and one swallow-tail semi-perfluorinated lateral chain were synthesized and their thermotropic liquid crystalline (LC) phases were investigated by X-ray diffraction, calorimetry, and microscopy. The compounds have a long alkyl spacer between the aromatic core and the fluorinated CnF2n+1 ends, where n = 4, 6, 8, and 10. Upon melting, all compounds start with lamellar LC phases, followed on heating by a rectangular columnar ribbon phase with c2mm symmetry. Unusually, a ribbon is a flat bundle of molecular cores highly aligned parallel to the ribbon axis. On further heating, for n = 8 and 10, this phase is succeeded by a bicontinuous cubic phase with Ia (3) over bard symmetry. This is a new variant of the "gyroid" phase, with axially oriented rod-like molecular cores forming the skeleton of the two infinite networks and junctions separated by exactly two molecular lengths. In this tricontinuous core-shell structure (aromatic-aliphatic-perfluoroalkyl), the polar glycerol domains of appreciable size, contained within the skeleton, can be considered as micellar.

  DOI：

  10.1021/ja502410e
• 作为产物：
  描述：

  16-bromomethyl-1,1,1,2,2,3,3,4,4,28,28,29,29,30,30,31,31,31-octadecafluorohentriacontane 、 4,4’-bis(2,2-dimethyl-1,3-dioxolane-4-ylmethoxy)biphenyl-3-ol 在 四丁基碘化铵 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 以64%的产率得到4,4’-bis(2,2-dimethyl-1,3-dioxolane-4-ylmethoxy)-3-[2,2-bis(12,12,13,13,14,14,15,15,15-nonafluoropentadecyl)ethoxy]biphenyl
  参考文献：
  名称：

  Skeletal Cubic, Lamellar, and Ribbon Phases of Bundled Thermotropic Bolapolyphiles

  摘要：

  A series of T-shaped polyphilic molecules composed of a rigid linear biphenyl core with a polar glycerol group at each end and one swallow-tail semi-perfluorinated lateral chain were synthesized and their thermotropic liquid crystalline (LC) phases were investigated by X-ray diffraction, calorimetry, and microscopy. The compounds have a long alkyl spacer between the aromatic core and the fluorinated CnF2n+1 ends, where n = 4, 6, 8, and 10. Upon melting, all compounds start with lamellar LC phases, followed on heating by a rectangular columnar ribbon phase with c2mm symmetry. Unusually, a ribbon is a flat bundle of molecular cores highly aligned parallel to the ribbon axis. On further heating, for n = 8 and 10, this phase is succeeded by a bicontinuous cubic phase with Ia (3) over bard symmetry. This is a new variant of the "gyroid" phase, with axially oriented rod-like molecular cores forming the skeleton of the two infinite networks and junctions separated by exactly two molecular lengths. In this tricontinuous core-shell structure (aromatic-aliphatic-perfluoroalkyl), the polar glycerol domains of appreciable size, contained within the skeleton, can be considered as micellar.

  DOI：

  10.1021/ja502410e