4-(6-[4′-cyanobiphenyl-4-yloxy]hexyloxy)benzaldehyde | 213464-66-5

• 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: 4-(6-[4′-cyanobiphenyl-4-yloxy]hexyloxy)benzaldehyde
• CAS: 213464-66-5
• 化学式: C₂₆H₂₅NO₃
• 分子量: 399.489
• InChiKey: FJACWGKPIXTEHP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.06
• 重原子数：
  30.0
• 可旋转键数：
  11.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  59.32
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  4-(6-[4′-cyanobiphenyl-4-yloxy]hexyloxy)benzaldehyde 在 chromium(VI) oxide 、 4-二甲氨基吡啶 、 硫酸 、 水 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成
  参考文献：
  名称：

  一种低摩尔质量的单分散弯杆二聚体，显示双轴向列相和近晶相。

  摘要：

  DOI：

  10.1002/anie.200453908
• 作为产物：
  描述：

  1,6-二溴己烷 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 42.0h， 生成 4-(6-[4′-cyanobiphenyl-4-yloxy]hexyloxy)benzaldehyde
  参考文献：
  名称：

  控制非手性材料中的自发手性：液晶低聚物和螺旋扭曲向列相

  摘要：

  液晶低聚物，即二聚体、三聚体和四聚体，由氰基联苯和亚苄基苯胺基介晶单元组成，通过直链或弯曲的烷氧基或烷基间隔物连接。这些材料虽然由非手性分子构成，但显示出自发的手性螺旋扭曲向列相 (N TB )。我们报告了低聚物的形状与 N TB相稳定性、螺旋螺距长度和倾斜角的温度依赖性、双折射和弹性常数之间的关系。

  DOI：

  10.1039/d1cc07012f

文献信息

• Symmetric and non-symmetric liquid crystal dimers with branched terminal alkyl chains: racemic and chiral
  作者：Andrew E. Blatch、Ian D. Fletcher、Geoffrey R. Luckhurst

  DOI：10.1039/a602980i

  日期：——

  Two new series of racemic dimeric liquid crystals containing terminal alkyl chains with methyl branches are presented; in one the dimers are symmetric and in the other they are non-symmetric. Comparisons are made with the structurally isomeric series with no methyl branches in their terminal alkyl chains. The stability and clearing temperatures of the liquid crystal phases are markedly reduced for the dimers with methyl branches, particularly for the symmetric dimers. Chiral analogues of both series were also examined. The liquid crystal behaviour of the non-symmetric dimers is of particular interest. Four homologues were studied with the number of methylene units in the spacer ranging from six to nine. An odd–even effect was observed for the chiral properties of these materials. Blue phase I behaviour was exhibited by the heptane and nonane homologues but not by the even membered hexane and octane members of the series.

  本文介绍了两个新的外消旋二聚液晶系列，其中一个系列中的二聚物是对称的，另一个系列中的二聚物是不对称的。并与末端烷基链中没有甲基分支的结构异构系列进行了比较。有甲基支链的二聚体，尤其是对称二聚体，液晶相的稳定性和清澈温度明显降低。我们还研究了这两个系列的手性类似物。非对称二聚体的液晶行为尤其引人关注。我们研究了四种同系物，其间隔中亚甲基单位的数量从六个到九个不等。观察到这些材料的手性具有奇偶效应。该系列中的庚烷和壬烷同系物表现出蓝色 I 相行为，而偶数成员的己烷和辛烷则没有。
• Liquid crystal tetramers
  作者：Corrie T. Imrie、David Stewart、Catherine Rémy、David W. Christie、I. W. Hamley、R. Harding

  DOI：10.1039/a901899i

  日期：——

  The first homologous series of liquid crystal tetramers in which four mesogenic groups are linked via three alkyl spacers has been synthesised and characterised. The length of the outer two spacers is varied from 3 to 12 methylene units while the central spacer is held at 8 methylene units. All the members of the series exhibit enantiotropic nematic behaviour except for the decyl and dodecyl homologues which exhibit exclusively smectic A behaviour. In addition, smectic A behavior is observed for the hexyl to dodecyl homologues. The transitional properties, namely the clearing temperatures and associated entropy changes, exhibit a dramatic odd–even effect as the length and parity of the outer spacers are varied. This behaviour is interpreted in terms of how the spacers control the average molecular shape. The ratio of the smectic periodicity to the estimated all trans molecular length for the nonyl homologue is just 0.27. Three differing local packing arrangements are suggested to account for this surprising result.

  我们合成了第一个同源系列的液晶四聚体，其中四个介原基团通过三个烷基间隔物连接。外侧两个间隔物的长度从 3 个亚甲基单位到 12 个亚甲基单位不等，而中央间隔物则保持在 8 个亚甲基单位。除了癸基和十二烷基同系物只表现出共晶 A 行为外，该系列的所有成员都表现出对映向列行为。此外，从己基到十二烷基的同系物也具有共晶 A 行为。随着外间隔物长度和奇偶性的变化，过渡特性，即清除温度和相关熵变，表现出显著的奇偶效应。我们可以从间隔物如何控制平均分子形状的角度来解释这种行为。壬基同源物的构型周期性与估计的全反式分子长度之比仅为 0.27。为了解释这一令人惊讶的结果，我们提出了三种不同的局部堆积排列方式。
• Novel liquid crystal aldoximes and aldoxime ethers: Synthesis, characterization and liquid crystal behavior
  作者：Onder Alici、Ibrahim Karatas

  DOI：10.1016/j.molliq.2015.04.016

  日期：2016.9

  This study describes synthesis and characterization of new liquid crystal aldoximes and aldoxime ethers in detail. Firstly, 4'-(6-bromohexyloxy)bipheny1-4-carbonitrile, 4'-(8-bromooctylox)bipheny1-4-carbonitrile and 4'-(10-bromoodecyloxy)bipheny1-4-carbonitrile derivatives were synthesized, respectively. Then, with this compound, condensation reaction was determined to p-hydroxybenzaldehyde and new aldehyde derivatives were synthesized. This aldehyde derivatives were converted to new oxime derivatives, not found in the literature. Then, these new oxime derivatives were converted to oxime ether derivatives with iodomethane. All of the obtained products were characterized by a combination of FT-IR, H-1 NMR,C-13 NMR and elemental analysis. Then, the liquid crystal properties of these new compounds were determined by using DSC and POM techniques. (C) 2015 Elsevier B.V. All rights reserved.