13-hydroxy-1-(4-hydroxyphenyl)-2-(4-hydroxy-4''-p-terphenylyl)tridecane | 170892-59-8

• 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: 13-hydroxy-1-(4-hydroxyphenyl)-2-(4-hydroxy-4''-p-terphenylyl)tridecane
• 英文别名: 4-[13-Hydroxy-2-[4-[4-(4-hydroxyphenyl)phenyl]phenyl]tridecyl]phenol；4-[13-hydroxy-2-[4-[4-(4-hydroxyphenyl)phenyl]phenyl]tridecyl]phenol
• CAS: 170892-59-8
• 化学式: C₃₇H₄₄O₃
• 分子量: 536.755
• InChiKey: YQIYEVADEXLTJM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.8
• 重原子数：
  40
• 可旋转键数：
  16
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  60.7
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  13-hydroxy-1-(4-hydroxyphenyl)-2-(4-hydroxy-4''-p-terphenylyl)tridecane 在 sodium hydroxide 、 四溴化碳 、 四丁基氢氧化铵 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 反应 14.0h， 生成
  参考文献：
  名称：

  Rational Design of the First Nonspherical Dendrimer Which Displays Calamitic Nematic and Smectic Thermotropic Liquid Crystalline Phases

  摘要：

  The synthesis of the racemic AB(2) rodlike mesogenic monomer based on conformational isomerism, 13-hydroxy-1-(4-hydroxyphenyl)-2-(4-hydroxy-4 ''-p-terphenylyl)tridecane (5), and the preparation via the convergent approach of its first our generations of monodendrons and dendrimers are described. All monodendrons and dendrimers exhibit thermotropic cybotactic nematic, smectic, and crystalline phases which are generated from the anti conformation of the structural repeat unit derived from 5, and therefore, they do not exhibit a spherical shape. The dependence of various transition temperatures on the generation number or on the molecular weight of these monodendrons and dendrimers follows trends similar to those of linear main chain liquid crystalline polymers containing rodlike mesogenic units. However, at similar molecular weights the viscosity of the nematic phase of these dendrimers is lower than that of the corresponding hyperbranched and linear polymers. This novel class of liquid crystalline dendrimers opens many new synthetic, theoretic, and practical opportunities in the fields of dendrimers and molecular, macromolecular, and supramolecular liquid crystals.

  DOI：

  10.1021/ja00151a008
• 作为产物：
  描述：

  3-hydroxy-1-(4-methoxyphenyl)-2-(4-methoxy-4''-p-terphenylyl)tridecane 在 甲基碘化镁 作用下， 以 乙醚 为溶剂， 反应 2.0h， 以94%的产率得到13-hydroxy-1-(4-hydroxyphenyl)-2-(4-hydroxy-4''-p-terphenylyl)tridecane
  参考文献：
  名称：

  Rational Design of the First Nonspherical Dendrimer Which Displays Calamitic Nematic and Smectic Thermotropic Liquid Crystalline Phases

  摘要：

  The synthesis of the racemic AB(2) rodlike mesogenic monomer based on conformational isomerism, 13-hydroxy-1-(4-hydroxyphenyl)-2-(4-hydroxy-4 ''-p-terphenylyl)tridecane (5), and the preparation via the convergent approach of its first our generations of monodendrons and dendrimers are described. All monodendrons and dendrimers exhibit thermotropic cybotactic nematic, smectic, and crystalline phases which are generated from the anti conformation of the structural repeat unit derived from 5, and therefore, they do not exhibit a spherical shape. The dependence of various transition temperatures on the generation number or on the molecular weight of these monodendrons and dendrimers follows trends similar to those of linear main chain liquid crystalline polymers containing rodlike mesogenic units. However, at similar molecular weights the viscosity of the nematic phase of these dendrimers is lower than that of the corresponding hyperbranched and linear polymers. This novel class of liquid crystalline dendrimers opens many new synthetic, theoretic, and practical opportunities in the fields of dendrimers and molecular, macromolecular, and supramolecular liquid crystals.

  DOI：

  10.1021/ja00151a008

文献信息

• Rational Design of the First Nonspherical Dendrimer Which Displays Calamitic Nematic and Smectic Thermotropic Liquid Crystalline Phases
  作者：Virgil Percec、Peihwei Chu、Goran Ungar、Jianping Zhou

  DOI：10.1021/ja00151a008

  日期：1995.11

  The synthesis of the racemic AB(2) rodlike mesogenic monomer based on conformational isomerism, 13-hydroxy-1-(4-hydroxyphenyl)-2-(4-hydroxy-4 ''-p-terphenylyl)tridecane (5), and the preparation via the convergent approach of its first our generations of monodendrons and dendrimers are described. All monodendrons and dendrimers exhibit thermotropic cybotactic nematic, smectic, and crystalline phases which are generated from the anti conformation of the structural repeat unit derived from 5, and therefore, they do not exhibit a spherical shape. The dependence of various transition temperatures on the generation number or on the molecular weight of these monodendrons and dendrimers follows trends similar to those of linear main chain liquid crystalline polymers containing rodlike mesogenic units. However, at similar molecular weights the viscosity of the nematic phase of these dendrimers is lower than that of the corresponding hyperbranched and linear polymers. This novel class of liquid crystalline dendrimers opens many new synthetic, theoretic, and practical opportunities in the fields of dendrimers and molecular, macromolecular, and supramolecular liquid crystals.