5-(4-hydroxyphenyl)-2-(1-nonyloxy)pyrimidine | 119388-60-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 5-(4-hydroxyphenyl)-2-(1-nonyloxy)pyrimidine
• 英文别名: 4-(2-Nonyloxy-pyrimidin-5-yl)-phenol；4-(2-nonoxypyrimidin-5-yl)phenol
• CAS: 119388-60-2
• 化学式: C₁₉H₂₆N₂O₂
• 分子量: 314.428
• InChiKey: VPFVRMCHSVKMEU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  23
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  55.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-(4-hydroxyphenyl)-2-(1-nonyloxy)pyrimidine 、 1-bromo-12,12,14,14,16,16-hexamethyl-12,14,16-trisilaheptadecane 在 caesium carbonate 作用下， 以 丙酮 为溶剂， 生成 [Dimethyl-[11-[4-(2-nonoxypyrimidin-5-yl)phenoxy]undecyl]silyl]methyl-dimethyl-(trimethylsilylmethyl)silane
  参考文献：
  名称：

  Design of liquid crystals with ‘de Vries-like’ properties: carbosilane-terminated 5-phenylpyrimidine mesogens suitable for chevron-free FLC formulations

  摘要：

  碳硅烷终止的5-苯基嘧啶向列液晶在“de Vries-like”液晶中名列前茅。

  DOI：

  10.1039/c4tc00393d
• 作为产物：
  描述：

  2-chloro-5-(4-((tetrahydro-2H-pyran-2-yl)oxy)phenyl)pyrimidine 在 sodium hydride 作用下， 以 四氢呋喃 、 mineral oil 为溶剂， 生成 5-(4-hydroxyphenyl)-2-(1-nonyloxy)pyrimidine
  参考文献：
  名称：

  Design of liquid crystals with ‘de Vries-like’ properties: carbosilane-terminated 5-phenylpyrimidine mesogens suitable for chevron-free FLC formulations

  摘要：

  碳硅烷终止的5-苯基嘧啶向列液晶在“de Vries-like”液晶中名列前茅。

  DOI：

  10.1039/c4tc00393d

文献信息

• Design of Liquid Crystals with “de Vries-like” Properties: Frustration between SmA- and SmC-Promoting Elements
  作者：Jeffrey C. Roberts、Nadia Kapernaum、Qingxiang Song、Dorothee Nonnenmacher、Khurshid Ayub、Frank Giesselmann、Robert P. Lemieux

  DOI：10.1021/ja9087727

  日期：2010.1.13

  According to a new design strategy for "de Vries-like" liquid crystal materials, which are characterized by a maximum layer contraction of <= 1% upon transition from the SmA phase to the SmC phase, we report the synthesis and characterization of two homologous series of organosiloxane mesogens. The design of these new materials is based on a frustration between one structural element that promotes the formation of a SmC phase (a trisiloxane-terminated side-chain) and one that promotes the formation of a SmA phase (either a chloro-terminated side-chain or a 5-phenylpyrimidine core). Measurements of smectic layer spacing d as a function of temperature by small-angle X-ray scattering (SAXS) combined with optical tilt angle measurements revealed that the mesogens 5-(4-(11-(1,1,1,3,3,5,5-heptamethyltrisiloxanyl)-undecyloxy)phenyl)-2-(1-alkyloxy)pyrimidine (3(n)) undergo SmA-SmC phase transitions with maximum layer contractions ranging from 0.5% to 1.4%. A comparison of reduction factors R and f suggests that this behavior is due in part to a pronounced negative thermal expansion in the SmC phase that counterbalances the layer contraction caused by increasing tilt. SAXS measurements also revealed that compounds 3(n) are characterized by low orientational and high translational order, which is consistent with theoretical predictions that such materials should exhibit de Vries-like properties. The R values for series 3(n) are comparable to, and even lower than, those reported for established de Vries-like materials such as the perfluorinated 2-phenylpyrimidine material 3M 8422.
• Flüssigkristalline 5-Phenylpyrimidin-Derivate mit Sc- oder Sc(Stern)-Phase und Verfahren zu ihrer Herstellung
  申请人：HOECHST AKTIENGESELLSCHAFT

  公开号：EP0295370B1

  公开（公告）日：1993-08-11
• US4906752A
  申请人：——

  公开号：US4906752A

  公开（公告）日：1990-03-06
• Design of liquid crystals with ‘de Vries-like’ properties: carbosilane-terminated 5-phenylpyrimidine mesogens suitable for chevron-free FLC formulations
  作者：Christopher P. J. Schubert、Andreas Bogner、Jan H. Porada、Khurshid Ayub、Tamer Andrea、Frank Giesselmann、Robert P. Lemieux

  DOI：10.1039/c4tc00393d

  日期：——

  Carbosilane-terminated 5-phenylpyrimidine mesogens rank among the best ‘de Vries-like’ liquid crystals.

  碳硅烷终止的5-苯基嘧啶向列液晶在“de Vries-like”液晶中名列前茅。