4-tetradecyloxyphenylboronic acid | 173392-89-7

• 英文名称: 4-tetradecyloxyphenylboronic acid
• 英文别名: (4-tetradecoxyphenyl)boronic acid
• CAS: 173392-89-7
• 化学式: C₂₀H₃₅BO₃
• 分子量: 334.307
• InChiKey: YAHUVMADYWQOKH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.45
• 重原子数：
  24
• 可旋转键数：
  15
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  49.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(4-((4-bromophenyl)diazenyl)phenoxy)-1,2-propanediol 、 4-tetradecyloxyphenylboronic acid 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 四氢呋喃 为溶剂， 反应 72.0h， 以73%的产率得到3-(4-(4′-tetradecyloxy-[1,1′-biphenyl]-4-azo)phenoxy)-1,2-propanediol
  参考文献：
  名称：

  Diol monomers carrying an alkyloxy-phenyleneazobenzene group: Synthesis, phase transitions and structural characteristics

  摘要：

  Five new diol monomers carrying an alkyloxy-phenyleneazobenzene group were synthesized and their thermotropic liquid-crystalline properties were characterized by differential scanning calorimetry (DSC), polarizing optical microscopy (POM) and X-ray diffraction (XRD). The combination of these techniques let us determine the presence of smectic phases over broad temperature ranges. By X-ray diffraction it was deduced that the smectic order corresponds to bilayer structures in which the diol monomers are either tilted or orthogonal with respect to the smectic plane, depending on their chemical structure. Such bilayer arrangements arise from hydrogen bond interactions occurring between the OH groups of diol monomers, which may be oriented head-to-head from one smectic layer to the other. Some hypothetical models are proposed for the arrangements of the diol monomers within the smectic layers. (C) 2016 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molliq.2016.07.126
• 作为产物：
  描述：

  镁 、 4-Bromo-1-tetradecyloxybenzene 、 硼酸三甲酯 、 盐酸 在 1,2-二溴乙烷 氮 、 乙醚 、 水 、 magnesium sulfate 作用下， 以 四氢呋喃 为溶剂， 反应 19.0h， 生成 4-tetradecyloxyphenylboronic acid
  参考文献：
  名称：

  Chiral cyclohexyl compounds

  摘要：

  本发明描述了适用于液晶器件的液晶化合物，包括利用电致伸缩效应的液晶器件。

  公开号：

  US05853613A1

文献信息

• Synthesis and Liquid Crystalline Self‐Assembly of Concave Diindoles with a Hydropentalene Core
  作者：Andrea Bühlmeyer、Philipp Ehni、Dustin Ullmann、Wolfgang Frey、Angelika Baro、Sabine Laschat

  DOI：10.1002/ejoc.202001656

  日期：2021.3.5

  The indole‐containing concave‐shaped calamitic liquid crystals, accessible from Weiss diketone and bromophenylhydrazine in three steps involving Fischer indole, N‐protection, and Suzuki cross‐coupling, formed N and SmA mesophases whose range and type depended on the substituent R.

  魏斯二酮和溴苯肼可通过费歇尔吲哚，N保护和Suzuki交叉偶联三个步骤从含魏斯二酮和溴苯肼获得的含吲哚的凹形钙钛矿液晶形成N和SmA中间相，它们的范围和类型取决于取代基R.
• Synthesis and thermotropic liquid crystalline properties of calamitic molecules with laterally attached hydrophilic groups: Y-shaped three-block molecules which can form smectic and columnar mesophases
  作者：Rene Plehnert、Jörg Andreas Schröter、Carsten Tschierske

  DOI：10.1039/a803043j

  日期：——

  The synthesis and the thermotropic liquid crystalline properties of calamitic mesogens (p-terphenyl derivatives, a biphenyl and a p-quintaphenyl derivative) with a laterally attached hydrophilic group (1,2-diol groups, primary and secondary amides, polyether chains, crown ether units, carbohydrate units, a hydrazide, a quaternary ammonium salt, a carboxylic acid and a sodium carboxylate) are reported. The compounds were investigated by means of polarizing microscopy and calorimetry. The influence of the type of the polar group, of the length of the rigid core and the position of the connection of the hydrophilic group with the rod-like rigid core have been investigated. Many of these amphiphilic molecules can form monolayer S A phases. If a sufficient amount of hydrogen bonding is available their mesophase stability can be higher than that of related compounds with other lateral substituents. Rectangular columnar mesophases can be found for compounds with rather large and flexible polar lateral substituents (polyether chains) fixed to the center of the rigid terphenyl unit. These columnar phases should represent ribbon phases resulting from the collapse of the smectic layers (modulated smectic phases). The proposed model is also related to that suggested for supermolecular structures of triblock copolymers. Thus, these molecules can be regarded as low molecular weight block compounds consisting of three different and incompatible molecular parts.

  报道了带有侧向亲水基团（如1,2-二醇基、初级和次级酰胺、聚醚链、冠醚单元、糖单位、肼、季铵盐、羧酸和钠盐）的柱状液晶 (p-三苯基衍生物、联苯和p-五苯基衍生物) 的合成及其热驱动液晶特性。通过偏振光显微镜和热量计对这些化合物进行了研究。探讨了极性基团的类型、刚性核心的长度以及亲水基团与杆状刚性核心连接位置的影响。这些两性分子中的许多可以形成单层 S_A 相。如果有足够的氢键相互作用，它们的介相稳定性可能高于其他侧向取代基的相关化合物。对于那些带有较大且灵活的极性侧向取代基（聚醚链）并固定在刚性三苯基单元中心的化合物，可以观察到矩形柱状介相。这些柱状相应代表了由层状相 collapse 所形成的带状相（调制层状相）。所提出的模型也与对三嵌段共聚物超分子结构的建议相关。因此，这些分子可以被视为由三部分不同且不相容的低分子量嵌段化合物。