9,9-bis(4-hydroxy-3,5-dimethoxyphenyl)fluorene | 1331742-99-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 9,9-bis(4-hydroxy-3,5-dimethoxyphenyl)fluorene
• 英文别名: 9,9-bis(3,5-dimethoxy-4-hydroxyphenyl)fluorene；4-[9-(4-Hydroxy-3,5-dimethoxyphenyl)fluoren-9-yl]-2,6-dimethoxyphenol；4-[9-(4-hydroxy-3,5-dimethoxyphenyl)fluoren-9-yl]-2,6-dimethoxyphenol
• CAS: 1331742-99-4
• 化学式: C₂₉H₂₆O₆
• 分子量: 470.522
• InChiKey: QUZZKWKLDGXSSN-UHFFFAOYSA-N

物化性质

• 沸点：
  628.2±55.0 °C(Predicted)
• 密度：
  1.278±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  35
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  77.4
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-氟-5-硝基甲苯 、 9,9-bis(4-hydroxy-3,5-dimethoxyphenyl)fluorene 在 5%-palladium/activated carbon 、 potassium carbonate 、 一水合肼 作用下， 以 N-甲基吡咯烷酮 、 乙二醇二甲醚 、 乙醇 为溶剂， 反应 16.5h， 生成 9,9-bis[3,5-dimethoxy-4-(2-methyl-4-aminophenoxy)phenyl]fluorene
  参考文献：
  名称：

  两种同时含甲氧基芴和甲基结构的芳香二胺单体及其制备方法

  摘要：

  本发明公开了两种同时含甲氧基芴和甲基结构的芳香二胺单体，即为9,9‑双[3,5‑二甲氧基‑4‑(2‑甲基‑4‑胺基苯氧基)苯基]芴和9,9‑双[3,5‑二甲氧基‑4‑(3‑甲基‑4‑胺基苯氧基)苯基]芴，其化学结构式分别为：和其熔点分别在259～260和262～263℃。还公开了两种同时含甲氧基芴和甲基结构的芳香二胺单体的制备方法。本发明合成工艺路线简单、产率高、易于纯化，并具有多个取代侧基和大的自由体积，可进一步与芳香二酐、芳香二酸缩聚制备得到高性能聚酰亚胺和聚芳酰胺膜材料。

  公开号：

  CN114349649A
• 作为产物：
  描述：

  2,6-二甲氧基苯酚 、 9-芴酮 在 硫酸 作用下， 以 甲苯 为溶剂， 反应 0.5h， 以56%的产率得到9,9-bis(4-hydroxy-3,5-dimethoxyphenyl)fluorene
  参考文献：
  名称：

  Fluorene-Based Poly(arylene ether sulfone)s Containing Clustered Flexible Pendant Sulfonic Acids as Proton Exchange Membranes

  摘要：

  A new bisphenol monomer, 9,9-bis(3,5-dimethoxy-4-hydroxyphenyl) fluorene, was synthesized and polymerized to form fluorene-based poly(arylene ether sulfone) copolymers containing tetra-methoxy groups (MPAES). After converting the methoxy group to the reactive hydroxyl group, the respective side-chain type sulfonated copolymers (SPAES) were obtained by sulfobutylation. The polymers were characterized by (1)H NMR, thermogravimetric analysis (TGA), water uptake, and proton and methanol transport for fuel cell applications. These SPAES copolymers had good overall properties as polymer electrolyte membrane (PEM) materials, having high proton conductivity in the range of 0.061-0.209 and 0.146-0.365 S/cm at 30 and 80 degrees C (under hydrated conditions), respectively. SPAES-39 (IEC = 1.93 mequiv/g) showed higher or comparable proton conductivity than that of Nafion 117 at 50-95% RH (relative humidity). The methanol permeabilities of these membranes were in the range of 3.22 to 13.1 x 10(-7) cm(2)/s, which is lower than Nafion (15.5 x 10(-7) cm(2)/s). In comparison with some reported sulfonated poly(arylene ether sulfone)s containing pendent sulfophenyl groups, the present fluorene-based SPAES containing clustered flexible pendent aliphatic sulfonic acid groups displayed better properties, such as lower water uptake and higher proton conductivities. A combination of high proton conductivities, low water uptake, and low methanol permeabilities for selected SPAES indicates that they are good candidate proton exchange membrane materials for evaluation in fuel cell applications.

  DOI：

  10.1021/ma2015968

文献信息

• Fluorene-Based Poly(arylene ether sulfone)s Containing Clustered Flexible Pendant Sulfonic Acids as Proton Exchange Membranes
  作者：Chenyi Wang、Nanwen Li、Dong Won Shin、So Young Lee、Na Rae Kang、Young Moo Lee、Michael D. Guiver

  DOI：10.1021/ma2015968

  日期：2011.9.27

  A new bisphenol monomer, 9,9-bis(3,5-dimethoxy-4-hydroxyphenyl) fluorene, was synthesized and polymerized to form fluorene-based poly(arylene ether sulfone) copolymers containing tetra-methoxy groups (MPAES). After converting the methoxy group to the reactive hydroxyl group, the respective side-chain type sulfonated copolymers (SPAES) were obtained by sulfobutylation. The polymers were characterized by (1)H NMR, thermogravimetric analysis (TGA), water uptake, and proton and methanol transport for fuel cell applications. These SPAES copolymers had good overall properties as polymer electrolyte membrane (PEM) materials, having high proton conductivity in the range of 0.061-0.209 and 0.146-0.365 S/cm at 30 and 80 degrees C (under hydrated conditions), respectively. SPAES-39 (IEC = 1.93 mequiv/g) showed higher or comparable proton conductivity than that of Nafion 117 at 50-95% RH (relative humidity). The methanol permeabilities of these membranes were in the range of 3.22 to 13.1 x 10(-7) cm(2)/s, which is lower than Nafion (15.5 x 10(-7) cm(2)/s). In comparison with some reported sulfonated poly(arylene ether sulfone)s containing pendent sulfophenyl groups, the present fluorene-based SPAES containing clustered flexible pendent aliphatic sulfonic acid groups displayed better properties, such as lower water uptake and higher proton conductivities. A combination of high proton conductivities, low water uptake, and low methanol permeabilities for selected SPAES indicates that they are good candidate proton exchange membrane materials for evaluation in fuel cell applications.
• 两种同时含甲氧基芴和甲基结构的芳香二胺单体及其制备方法
  申请人：镇江微电智能科技有限公司

  公开号：CN114349649A

  公开（公告）日：2022-04-15

  本发明公开了两种同时含甲氧基芴和甲基结构的芳香二胺单体，即为9,9‑双[3,5‑二甲氧基‑4‑(2‑甲基‑4‑胺基苯氧基)苯基]芴和9,9‑双[3,5‑二甲氧基‑4‑(3‑甲基‑4‑胺基苯氧基)苯基]芴，其化学结构式分别为：和其熔点分别在259～260和262～263℃。还公开了两种同时含甲氧基芴和甲基结构的芳香二胺单体的制备方法。本发明合成工艺路线简单、产率高、易于纯化，并具有多个取代侧基和大的自由体积，可进一步与芳香二酐、芳香二酸缩聚制备得到高性能聚酰亚胺和聚芳酰胺膜材料。