1,4:3,6-dianhydro-D-sorbitol-2,5-bis(4-(4-(hexyloxy)benzoyloxy)benzoate) | 201794-01-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 缩酚酸和缩酚酸环醚类
• 英文名称: 1,4:3,6-dianhydro-D-sorbitol-2,5-bis(4-(4-(hexyloxy)benzoyloxy)benzoate)
• 英文别名: [4-[[(3S,3aR,6R,6aR)-6-[4-(4-hexoxybenzoyl)oxybenzoyl]oxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-3-yl]oxycarbonyl]phenyl] 4-hexoxybenzoate
• CAS: 201794-01-6
• 化学式: C₄₆H₅₀O₁₂
• 分子量: 794.896
• InChiKey: FKAJVINJLSDHNW-SZRGUQLDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.3
• 重原子数：
  58
• 可旋转键数：
  24
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  142
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  4-acetoxybenzoyl chloride 在 吡啶 、 sodium hydroxide 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 24.0h， 生成 1,4:3,6-dianhydro-D-sorbitol-2,5-bis(4-(4-(hexyloxy)benzoyloxy)benzoate)
  参考文献：
  名称：

  Tuning Helical Twisting Power of Isosorbide-Based Chiral Dopants by Chemical Modifications

  摘要：

  Isosorbide-based chiral dopants (ICD) with various substituent groups were newly synthesized to control their helical twisting powers (HTP). Phase transition behaviors of ICD molecules were first investigated by combined techniques of differential scanning calorimetry, wide-angle X-ray diffraction, and cross-polarized optical microscopy. ICD with n-hexyloxy end groups formed the multiple ordered phases, and those with methoxy or acetoxy end groups exhibited a simple crystal-to-isotropic transition. Energy-minimized chemical conformations of ICD molecules revealed that all the ICDs had twisted conformations and that the extension of the benzoyl ester moiety induced a higher twisted conformation. By varying substitution groups, HTPs of ICDs were controlled from 26.6 to 80.2m-1. Particularly, ICD with an acetoxy end group (ICD-2) showed the largest HTP. It was also realized that by controlling the content of ICD-2 from 3.0 to 4.5mol%, the helical pitch length of cholesteric LC mixture was adjusted to reflect a specific visible light.

  DOI：

  10.1080/15421406.2010.526523

文献信息

• Properties and structural coloured film preparation of some chiral dopants derived from D-Isosorbide
  作者：Shun Wang、Fengmei Fang、Yongmin Guo、Yi Li、Baozong Li、Yonggang Yang

  DOI：10.1080/15421406.2020.1864571

  日期：2021.6.13

  Abstract A series of chiral dopants derived from D-isosorbide were synthesized. Some of them exhibita monotropicsmecticA phase. Comparison of the melting points of these chiral dopants, the decrease of them is mainly driven by the large entropy change. The helical twisting power (HTP) values of these chiral dopants with branched alkyl chains, lateral fluoro-substituents and double bonds are lower than

  摘要 合成了一系列衍生自 D-异山梨醇的手性掺杂剂。它们中的一些表现出单向性近晶A相。比较这些手性掺杂剂的熔点，它们的降低主要是由大的熵变驱动的。这些具有支链烷基链、侧向氟取代基和双键的手性掺杂剂的螺旋扭曲力 (HTP) 值低于具有己氧基链的手性掺杂剂。使用这些手性掺杂剂制备具有右手螺旋的结构彩色聚合物薄膜。