cholesteryl 6-(4'-hydroxybiphenyl-4-yloxy)hexanoate | 303173-72-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: cholesteryl 6-(4'-hydroxybiphenyl-4-yloxy)hexanoate
• CAS: 303173-72-0
• 化学式: C₄₅H₆₄O₄
• 分子量: 669.001
• InChiKey: RZKIQDACPOFQDI-SEBMQHPPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.95
• 重原子数：
  49.0
• 可旋转键数：
  14.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  55.76
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  4-十一氧基苯甲酸 、 cholesteryl 6-(4'-hydroxybiphenyl-4-yloxy)hexanoate 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以82%的产率得到4′-((6-cholesteryloxy-6-oxohexyl)oxy)biphenyl-4-yl 4-(undecyloxy)benzoate
  参考文献：
  名称：

  Synthesis and characterization of novel chiral dimers exhibiting highly frustrated liquid crystal phases

  摘要：

  Two novel series of optically active dimers comprising cholesterol and biphenyl-4-yl 4-(n-alkoxy)benzoate cores interlinked though either an odd-parity/even-parity spacer have been prepared and characterized. They stabilize an extremely complex, frustrated liquid crystalline state viz., the twist grain boundary (TGB) phase with chiral smectic C structure, denoted as TGBC* phase, over a wide (50-110 degrees C) temperature range. Notably, the dimers with an odd-parity spacer show an additional frustrated liquid crystal phase namely, the blue phase (BP). The presence of such frustrated phases suggests that the synthesized dimers are characterized by high enantiomeric excess and strong molecular chirality. Thus, 12 new optically active, nonsymmetric dimers reported herein constitute new examples of rarely found strongly chiral, optically pure dimers showing frustrated liquid crystal phase over an adequately wide thermal range. (C) 2014 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2014.05.072
• 作为产物：
  描述：

  6-溴己酰氯 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 cholesteryl 6-(4'-hydroxybiphenyl-4-yloxy)hexanoate
  参考文献：
  名称：

  呈现柱状相的单分散不对称四聚体

  摘要：

  通过柔性间隔物（或多个间隔物）轴向连接两个或多个介晶段而形成的低聚液晶，从基础研究和实际应用的角度来看，似乎都是有趣的材料，因为它们的多功能特性和性质类似于那些聚合物，同时保持与低摩尔质量液晶相关的流动性、粘度等。此处详细介绍了两种新型单分散不对称四晶胞的介晶行为的合成和评估。这些四甲基原的分子设计包含胆固醇酯（作为手性实体）、联苯（作为介晶的支持实体）、偶氮苯（作为光敏介晶）、和 tolan（作为半圆盘）段通过偶-偶-奇和奇-偶-奇亚烷基间隔物相互连接。目标液晶四聚体已通过采用方便的合成策略实现，包括制备两个重要的不对称二聚体，最后将它们缩合。所有中间体和不对称四聚体的分子结构已通过光谱分析表征。两种不对称四聚体的介晶性质已通过光学显微、量热和 X 射线衍射研究进行评估。我们的研究表明，两种低聚物都显示出相同的中间相。虽然 X 射线研究表明中间相的结构类似于矩形柱状 (Col r ) 中

  DOI：

  10.1080/714965611

文献信息

• Ferroelectric liquid crystalline polyoxetanes bearing chiral dimesogenic pendants
  作者：Jun-Woo Lee、Dong Keun Oh、C. V. Yelamaggad、S. Anitha Nagamani、Jung-Il Jin

  DOI：10.1039/b202594a

  日期：2002.7.26

  Two new polyoxetanes bearing dimesogenic pendants were prepared and their liquid crystalline properties were studied by differential scanning calorimetry (DSC), polarizing microscopy, and X-ray diffractometry. The dimesogens consist of cholesterol and biphenyl moieties connected through polymethylene spacers. Their biphenyl ends were attached to the oxetane monomer through a hexamethylene unit and the dimesogenic monomers were subjected to cationic ring-opening polymerization. The molecular weights of the polymers were very low and the degree of polymerization was only about 6. The two polymers were found to be thermotropic and formed only the chiral smectic C (Sc*) phase and, thus, their ferroelectricity was studied. Their spontaneous polarization values at the Sc* phase were about 20 nC cm−2 with responsive times of around 0.3 ms at 7 °C below the clearing temperature.

  制备了两种新的聚氧杂环丁烷衍生物，并通过差示扫描量热法（DSC）、偏振显微镜和X射线衍射法研究了它们的液晶性质。这些衍生物由胆固醇和联苯部分组成，通过聚亚甲基间隔物连接。它们的联苯端通过六亚甲基单元连接到氧杂环丁烷单体上，然后对衍生物单体进行阳离子开环聚合。聚合物的分子量非常低，聚合度仅为6左右。这两种聚合物具有热致性，仅形成手性层状C（Sc*）相，因此对其铁电性进行了研究。在Sc*相下，它们的自发极化值约为20 nC cm-2，响应时间约为0.3 ms，低于澄清温度7°C。