dimethyl 2-fluorobiphenyl-4,4'-dicarboxylate | 1155408-24-4

• 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: dimethyl 2-fluorobiphenyl-4,4'-dicarboxylate
• 英文别名: Methyl 3-fluoro-4-[4-(methoxycarbonyl)phenyl]benzoate；methyl 3-fluoro-4-(4-methoxycarbonylphenyl)benzoate
• CAS: 1155408-24-4
• 化学式: C₁₆H₁₃FO₄
• 分子量: 288.275
• InChiKey: TZEPKOAATCRICF-UHFFFAOYSA-N

物化性质

• 熔点：
  142.5-143 °C(Solv: hexane (110-54-3))
• 沸点：
  406.6±45.0 °C(Predicted)
• 密度：
  1.228±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  dimethyl 2-fluorobiphenyl-4,4'-dicarboxylate 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以99%的产率得到2-fluorobiphenyl-4,4'-diyldimethanol
  参考文献：
  名称：

  Synthesis and properties of luminophores derived from fluorinated biphenyls

  摘要：

  A procedure was developed for the synthesis of dimethyl 2-fluoro- and 2,2 '-difluorobiphenyl-4-4 '-dicarboxylates. The latter were converted into fluorinated 4,4 ' bis[(E)-2-(1,3-benzoxazol-2-yl)ethenyl]- and 4,4 '-bis[5-(4-octyloxyphenyl)-1,3,4-oxadiazol-2-bl]biphenyls which showed strong luminescence in the crystalline state and in solution their spectral properties were examined.

  DOI：

  10.1134/s1070428008080113
• 作为产物：
  描述：

  dimethyl 2-amino-[1,1'-biphenyl]-4,4'-dicarboxylate 在 盐酸 、 tetrafluoroboric acid 、 sodium nitrite 、 sodium hydroxide 作用下， 以 水 为溶剂， 反应 1.17h， 以85%的产率得到dimethyl 2-fluorobiphenyl-4,4'-dicarboxylate
  参考文献：
  名称：

  Synthesis and properties of luminophores derived from fluorinated biphenyls

  摘要：

  A procedure was developed for the synthesis of dimethyl 2-fluoro- and 2,2 '-difluorobiphenyl-4-4 '-dicarboxylates. The latter were converted into fluorinated 4,4 ' bis[(E)-2-(1,3-benzoxazol-2-yl)ethenyl]- and 4,4 '-bis[5-(4-octyloxyphenyl)-1,3,4-oxadiazol-2-bl]biphenyls which showed strong luminescence in the crystalline state and in solution their spectral properties were examined.

  DOI：

  10.1134/s1070428008080113

文献信息

• Enhanced Orientation of Liquid Crystals Inside Micropores of Metal–Organic Frameworks Having Thermoresponsivity
  作者：Shizuka Anan、Takuya Kurihara、Masaki Yamaguchi、Hirotsugu Kikuchi、Kenta Kokado

  DOI：10.1002/chem.202303277

  日期：2024.3

  With the aim of controlling the orientation of liquid crystals (LCs) toward realizing external stimuli–responsive materials with tunable functionalities, we synthesized a composite of LCs and metal–organic frameworks (MOFs) by filling LCs into the pores of MOFs (LC@MOFs) for the first time. The included LCs interact with the MOFs through coordination bonds between the cyano groups of the LCs and the metal ions of the MOFs, enabling the orientation of the LC molecules inside the pores of the MOFs and the realization of birefringence of LC@MOFs. The three‐dimensional nanometer interstice frameworks maintained the LC orientation even at temperatures much higher than the isotropic phase transition temperature of bulk LCs. Furthermore, the orientational state changed upon heating or cooling, inducing temperature‐dependent birefringence. This study provides a new approach to the development of stimuli–responsive optical materials and stimuli–responsive MOFs.

  摘要为了控制液晶（LCs）的取向以实现具有可调功能的外部刺激响应材料，我们首次将液晶填充到金属有机框架（MOFs）的孔隙中，合成了液晶和金属有机框架的复合材料（LC@MOFs）。其中的低聚物通过低聚物的氰基和 MOFs 的金属离子之间的配位键与 MOFs 相互作用，实现了低聚物分子在 MOFs 孔隙内的定向，并实现了 LC@MOFs 的双折射。即使在远高于块状低聚物各向同性相变温度的条件下，三维纳米间隙框架仍能保持低聚物的取向。此外，加热或冷却时取向状态会发生变化，从而产生随温度变化的双折射。这项研究为开发刺激响应光学材料和刺激响应 MOFs 提供了一种新方法。