1-(2-perfluorooctyl)-ethoxy-4-methoxybenzene

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-(2-perfluorooctyl)-ethoxy-4-methoxybenzene
• 英文别名: 1-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-Heptadecafluorodecoxy)-4-methoxybenzene；1-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecoxy)-4-methoxybenzene
• 化学式: C₁₇H₁₁F₁₇O₂
• 分子量: 570.246
• InChiKey: JOWBCQKRVXAUBO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8
• 重原子数：
  36
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  19

反应信息

• 作为反应物：
  描述：

  1-(2-perfluorooctyl)-ethoxy-4-methoxybenzene 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以87%的产率得到1-(2-全氟辛基)-乙氧基-4-羟基苯
  参考文献：
  名称：

  Smectic C Mesogens with Terminal Perfluoroalkyl Chains

  摘要：

  The fluorocarbon derivatives were synthesized. Liquid crystalline states were studied by DSC and microscopic observation. T-NI of those compounds were from 161.2 degrees C to 191.7 degrees C, which represented those compounds had very good liquid crystalline stability. Smectic C temperature range was 91.7 degrees C for F8H2OPMB, 54.9 degrees C for F8H2OPCB, 41.1 degrees C for F8H2OPMB-F, 36.2 degrees C for F8H2OMB, 27.4 degrees C for F8H2OPCB-F, and 10.8 degrees C for F6H2OMB. The structures of F8H2OPCB and F8H2OPCB-F at room temperature were tilted herringbone packing of two aromatic ring ester cores (smectic K phase) and perfluoroalkyl chains were located up and down alternatively. Smectic K was proved by high intensity of 003 and 004 reflections in X-ray diffraction.

  DOI：

  10.1080/15421406.2014.915634
• 作为产物：
  描述：

  1H,1H,2H,2H-全氟-1-癸醇 在 palladium on activated charcoal 氢气 、 potassium carbonate 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 乙醇 、 甲苯 为溶剂， 反应 168000.0h， 生成 1-(2-perfluorooctyl)-ethoxy-4-methoxybenzene
  参考文献：
  名称：

  Gelation of 1-Alkoxy-4-(2-Perfluoroalkyl)Ethoxybenzenes in Organic Solvents

  摘要：

  This paper describes preparation and physico-chemical properties of 1-alkoxy-4-(2-perfluoroalkyl)ethoxybenzenes (FmOOCn). For FmOOCn, 4-F(CF2)(m)CH2CH2O-phenyl-O-(CH2)(n)H, three homologues, m = 8 (n = 1, 2) and m = 10 (n = 1) reveal monotropic smectic A and unidentified smectic phases, respectively. Simultaneously, most of the homologous are possible to gelatinize various organic solvents such as octane, cyclohexane, DMF, ethanol, and so on. The gelation ability increases with increasing the carbon number of the perfluoroalkyl chain. The formed gel is transparent, semitransparent or opaque, and the phase transition between the gel phase and the isotropic fluid is thermally reversible. The images of gel observed with scanning electron microscope (SEM) show gathered fibrous aggregates.

  DOI：

  10.1080/15421400590957107

文献信息

• Smectic C Mesogens with Terminal Perfluoroalkyl Chains
  作者：Jun Yeol Jang、Young Wook Park

  DOI：10.1080/15421406.2014.915634

  日期：2015.1.2

  The fluorocarbon derivatives were synthesized. Liquid crystalline states were studied by DSC and microscopic observation. T-NI of those compounds were from 161.2 degrees C to 191.7 degrees C, which represented those compounds had very good liquid crystalline stability. Smectic C temperature range was 91.7 degrees C for F8H2OPMB, 54.9 degrees C for F8H2OPCB, 41.1 degrees C for F8H2OPMB-F, 36.2 degrees C for F8H2OMB, 27.4 degrees C for F8H2OPCB-F, and 10.8 degrees C for F6H2OMB. The structures of F8H2OPCB and F8H2OPCB-F at room temperature were tilted herringbone packing of two aromatic ring ester cores (smectic K phase) and perfluoroalkyl chains were located up and down alternatively. Smectic K was proved by high intensity of 003 and 004 reflections in X-ray diffraction.
• Gelation of 1-Alkoxy-4-(2-Perfluoroalkyl)Ethoxybenzenes in Organic Solvents
  作者：Yuki Morita、Takeyasu Tasaka、Kosuke Kawabe、Hiroaki Okamoto、Shunsuke Takenaka、Hidetoshi Kita

  DOI：10.1080/15421400590957107

  日期：2005.6

  This paper describes preparation and physico-chemical properties of 1-alkoxy-4-(2-perfluoroalkyl)ethoxybenzenes (FmOOCn). For FmOOCn, 4-F(CF2)(m)CH2CH2O-phenyl-O-(CH2)(n)H, three homologues, m = 8 (n = 1, 2) and m = 10 (n = 1) reveal monotropic smectic A and unidentified smectic phases, respectively. Simultaneously, most of the homologous are possible to gelatinize various organic solvents such as octane, cyclohexane, DMF, ethanol, and so on. The gelation ability increases with increasing the carbon number of the perfluoroalkyl chain. The formed gel is transparent, semitransparent or opaque, and the phase transition between the gel phase and the isotropic fluid is thermally reversible. The images of gel observed with scanning electron microscope (SEM) show gathered fibrous aggregates.