2-(3,4-Didecyloxybenzyloxymethyl)-2-hydroxymethyl-1,3-propanediol | 233661-01-3

• 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: 2-(3,4-Didecyloxybenzyloxymethyl)-2-hydroxymethyl-1,3-propanediol
• CAS: 233661-01-3
• 化学式: C₃₂H₅₈O₆
• 分子量: 538.809
• InChiKey: SNNSFIYANYYAKN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.21
• 重原子数：
  38.0
• 可旋转键数：
  27.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  88.38
• 氢给体数：
  3.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  3,4-Didecyloxybenzoic acid 、 2-(3,4-Didecyloxybenzyloxymethyl)-2-hydroxymethyl-1,3-propanediol 在 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 72.0h， 以37%的产率得到1,3-Bis(3,4-didecyloxybenzoyloxy)-2-(3,4-didecyloxybenzoyloxymethyl)-2-(3,4-didecyloxybenzyloxymethyl)propane
  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：

  4-(hydroxymethyl)-1-methyl-2,6,7-trioxabicyclo[2.2.2]octane 在 盐酸 、 水 、 sodium hydride 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 生成 2-(3,4-Didecyloxybenzyloxymethyl)-2-hydroxymethyl-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