4-n-tetradecyloxybenzyloxybenzene | 67399-89-7

• 英文名称: 4-n-tetradecyloxybenzyloxybenzene
• 英文别名: 4-n-Tetradecyloxy-1-benzyloxybenzol；1-phenylmethoxy-4-tetradecoxybenzene
• CAS: 67399-89-7
• 化学式: C₂₇H₄₀O₂
• 分子量: 396.613
• InChiKey: RHSZNSQVLPQOHT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.35
• 重原子数：
  29.0
• 可旋转键数：
  17.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  4-n-tetradecyloxybenzyloxybenzene 在 palladium on activated charcoal 氢气 作用下， 生成 4-十四烷氧基苯酚
  参考文献：
  名称：

  Reentrant SmCP_Aphases: unusual polymorphism variant SmA–SmC_SP_A–Col_ob–SmC_SP_Aobserved in new bent-core mesogens

  摘要：

  本文介绍了一种新的非手性五环弯核介质同源系列。研究人员通过偏振显微镜、差示扫描量热法、X 射线衍射和电光测量等方法对介相行为进行了研究。具有较短末端链（C8、C12）的同系物形成 SmCPA 相，而具有较长末端链（C14、C16、C18）的同系物则显示出液晶四态性，其序列为 SmAâSmCSPAâColobâSmCSPA。SmCPA 相的结构完全相同，只是在极性切换机制上有所不同。高温 SmCSPA 相的切换是通过分子绕其长轴的集体旋转实现的，而在再入射 SmCSPA 相中，切换则是基于绕倾斜锥的定向旋转。通过施加电场，Colob 相可以不可逆地转变为 SmCPA 相。在有限的温度范围内，SmA 相在电场的诱导下可逆地转变为 SmCSPF 相。根据这些相的结构特征讨论了介相的电光响应。

  DOI：

  10.1039/b516189d
• 作为产物：
  描述：

  对苯二酚 在 potassium carbonate 作用下， 以 丙酮 、 丁酮 为溶剂， 反应 11.0h， 生成 4-n-tetradecyloxybenzyloxybenzene
  参考文献：
  名称：

  Synthesis and Liquid Crystal Property of New Fluoro Coumarin Carboxylates

  摘要：

  New liquid crystalline 4-alkoxyphenyl-coumarin-3-carboxylates 6ae, 7ag, 8ae, and 9ae were prepared by reacting various coumarin-3-carboxylic acids 5ad with 4-(alkoxy) phenols 4ag in the presence of 1(3-dimethylaminopropyl-3-ethylcarbodiimide/dimethyl amino pyridine (EDCI/DMAP) as a coupling agent. The structures of the new coumarin derivatives were confirmed by spectral analysis and the liquid crystalline property was established by polarizing optical microscope and by differential scanning calorimetric techniques. The diethyl amine and morpholine were taken as electron-donating and CF3 as electron-withdrawing groups at the seventh position of the coumarin-3-carboxylic acids to check the mesomorphic property in all new 4-alkoxyphenyl-coumarin-3-carboxylates. Among them, only 4-alkoxyphenyl-7-triflouromethyl-coumarin-3-carboxylates 7ag exhibited liquid crystalline SmA phase.

  DOI：

  10.1080/15421406.2012.704824

文献信息

• 4-Methylresorcinol based bent-core liquid crystals with azobenzene wings – a new class of compounds with dark conglomerate phases
  作者：Mohamed Alaasar、Marko Prehm、Marcel Brautzsch、Carsten Tschierske

  DOI：10.1039/c4tc00533c

  日期：——

  Stochastic achiral symmetry breaking in soft matter systems, leading to conglomerates of macroscopically chiral domains (so-called dark conglomerate = DC phases) is of contemporary interest from a fundamental scientific point of view as well as for numerous potential applications in chirality sensing and non-centrosymmetric materials. Herein we report the synthesis and investigation of first azobenzene containing bent-core mesogens derived from 4-methylresorcinol forming DC phases with a new structure, distinct from the known fluid sponge-like distorted smectic phases as well as from the helical nano-filament phases (HNF phases, B4 phases). The effects of chain length and other structural modifications on achiral symmetry breaking were investigated. Homologues with relatively short alkyl chains form achiral intercalated lamellar LC phases (B6 phases), but on increasing the chains, these are replaced by the chiral and optically isotropic DC phases. Compounds with the longest alkyl chains form low birefringent crystalline conglomerates which represent less distorted versions of the optically isotropic DC-phases. Introducing additional peripheral substituents at both outer rings removes the DC phases. The DC phases were also removed and replaced by modulated smectic phases if the azo groups were replaced by ester units, showing that azo groups favour DC phase formation with new nanostructures, distinct from the previously known types.

  软物质体系中的随机非手性对称破缺会导致宏观手性域的集合体（即所谓的暗集合体 = DC 相），从基础科学的角度以及手性传感和非中心对称材料中的众多潜在应用来看，这种破缺具有时代意义。在此，我们报告了第一种由 4-甲基间苯二酚衍生的含弯核中间体偶氮苯的合成与研究，这些中间体形成了具有新结构的 DC 相，有别于已知的流体海绵状扭曲构造相以及螺旋状纳米纤维相（HNF 相，B4 相）。我们研究了链长和其他结构修饰对非手性对称性破坏的影响。烷基链相对较短的同系物形成了非手性夹层片状低浓相（B6 相），但随着烷基链的增加，这些同系物被手性和光学各向同性的 DC 相所取代。烷基链最长的化合物会形成低双折射结晶团块，代表光学各向同性 DC 相的较小变形版本。在两个外环上引入额外的外围取代基可以消除直流相。如果将偶氮基团替换为酯单元，则直流相也会消失，取而代之的是调制的平滑相，这表明偶氮基团有利于形成具有新纳米结构的直流相，不同于之前已知的类型。