3,9-Bis(3,4-didecyloxyphenyl)-2,4,8,10-tetraoxaspiro[5.5]undecane

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3,9-Bis(3,4-didecyloxyphenyl)-2,4,8,10-tetraoxaspiro[5.5]undecane
• 化学式: C₅₉H₁₀₀O₈
• 分子量: 937.438
• InChiKey: FNZQREJKVOEUMF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  17.54
• 重原子数：
  67.0
• 可旋转键数：
  42.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  73.84
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  3,9-Bis(3,4-didecyloxyphenyl)-2,4,8,10-tetraoxaspiro[5.5]undecane 在 sodium tetrahydroborate 、 三氟乙酸 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 以79%的产率得到2,2-Bis(3,4-didecyloxybenzyloxymethyl)-1,3-propanediol
  参考文献：
  名称：

  The Importance of Micro Segregation for Mesophase Formation: Thermotropic Columnar Mesophases of Tetrahedral and other Low-Aspect-Ratio Organic Materials

  摘要：

  Several low-aspect-ratio organic molecules [tetrahedral pentaerythritol derivatives, peracylated polyhydroxy compounds and aminoalcohols, a tetraphenylmethane derivative, a tetraphenylstannane, and a tetrahedral zinc bis(1,3-diketonate) all carrying long aliphatic chains] have been synthesized. These compounds were investigated by polarizing optical microscopy and differential scanning calorimetry, and some of them by X-ray diffraction. Most compounds show columnar liquid-crystalline mesophases. Their mesogenic properties are neither caused by a specific anisometric shape of these molecules nor by a strong amphiphilicity as known from conventional liquid crystals. Instead their mesogenity is mainly driven by micro segregation of the incompatible molecular parts (polar central regions and lipophilic alkyl chains) into well-organized different microdomains. It is shown that, in analogy to block copolymers, the mesophase stability rises on enlarging the number of repeat units connected with each other and on increasing the degree of incompatibility between the incompatible segments. During the process of self-organization the average conformation of the molecules is changed in such a way that it allows a most efficient packing of the molecules. Consequently, rigid molecules with a fixed tetrahedral geometry are not mesogenic. The molecules described herein can be regarded as the most simple star-shaped low-aspect-ratio block molecules that form liquid-crystalline phases. They bridge the gap between classical amphiphilic mesogens, several nonconventional dendritic and oligomeric liquid crystals, and mesomorphic block copolymers.

  DOI：

  10.1002/(sici)1521-3765(19990503)5:5<1643::aid-chem1643>3.0.co;2-t
• 作为产物：
  描述：

  季戊四醇 、 3',4'-(二葵氧荃)苯甲醛 在 4-甲基苯磺酸吡啶 作用下， 以 苯 为溶剂， 反应 20.0h， 以69%的产率得到3,9-Bis(3,4-didecyloxyphenyl)-2,4,8,10-tetraoxaspiro[5.5]undecane
  参考文献：
  名称：

  The Importance of Micro Segregation for Mesophase Formation: Thermotropic Columnar Mesophases of Tetrahedral and other Low-Aspect-Ratio Organic Materials

  摘要：

  Several low-aspect-ratio organic molecules [tetrahedral pentaerythritol derivatives, peracylated polyhydroxy compounds and aminoalcohols, a tetraphenylmethane derivative, a tetraphenylstannane, and a tetrahedral zinc bis(1,3-diketonate) all carrying long aliphatic chains] have been synthesized. These compounds were investigated by polarizing optical microscopy and differential scanning calorimetry, and some of them by X-ray diffraction. Most compounds show columnar liquid-crystalline mesophases. Their mesogenic properties are neither caused by a specific anisometric shape of these molecules nor by a strong amphiphilicity as known from conventional liquid crystals. Instead their mesogenity is mainly driven by micro segregation of the incompatible molecular parts (polar central regions and lipophilic alkyl chains) into well-organized different microdomains. It is shown that, in analogy to block copolymers, the mesophase stability rises on enlarging the number of repeat units connected with each other and on increasing the degree of incompatibility between the incompatible segments. During the process of self-organization the average conformation of the molecules is changed in such a way that it allows a most efficient packing of the molecules. Consequently, rigid molecules with a fixed tetrahedral geometry are not mesogenic. The molecules described herein can be regarded as the most simple star-shaped low-aspect-ratio block molecules that form liquid-crystalline phases. They bridge the gap between classical amphiphilic mesogens, several nonconventional dendritic and oligomeric liquid crystals, and mesomorphic block copolymers.

  DOI：

  10.1002/(sici)1521-3765(19990503)5:5<1643::aid-chem1643>3.0.co;2-t