4,4'-di-n-octyloxyazobenzene | 126889-66-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 偶氮苯
• 英文名称: 4,4'-di-n-octyloxyazobenzene
• CAS: 126889-66-5
• 化学式: C₂₈H₄₂N₂O₂
• 分子量: 438.654
• InChiKey: IJRWJURMLVDRNN-QVIHXGFCSA-N

物化性质

• 熔点：
  99-100 °C(Solv: ethyl acetate (141-78-6); hexane (110-54-3))
• 沸点：
  553.4±25.0 °C(Predicted)
• 密度：
  0.98±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.58
• 重原子数：
  32.0
• 可旋转键数：
  18.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  43.18
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  4,4'-di-n-octyloxyazobenzene 生成 Bis-(4-octyloxy-phenyl)-diazene
  参考文献：
  名称：

  Photochemical Control of Properties of Ferroelectric Liquid Crystals. 2. Effect of the Structure of Guest Photoresponsive Molecules on the Photochemical Switching of Polarization

  摘要：

  The photochemical switching of polarization of ferroelectric liquid crystals (FLCs) was investigated for various structures of guest photoresponsive molecules. The structure of the photoresponsive molecules affected significantly the efficiency of inducing the switching of polarization. It was found that azobenzenes with a structure similar to the host FLC induced the photochemical switching of polarization quite effectively.

  DOI：

  10.1021/j100034a047
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 以 四氢呋喃 为溶剂， 反应 3.0h， 以18.7%的产率得到4,4'-di-n-octyloxyazobenzene
  参考文献：
  名称：

  Aryliminodimagnesium Reagents. XV. Condensation with Nitrobenzene. Formation of Unsymmetrical Azobenzenes Favored by Long-Chainp-Alkoxy-Substituted Reagents

  摘要：

  在p-MeC6H4N(MgBr)2与p-烷氧基硝基苯的反应中，烷氧基链长对偶氮和氧化偶氮产物的相对产率没有影响。相反，在p-烷氧基-C6H4N(MgBr)2与p-硝基甲苯的反应中，C12和C18烷氧基链导致相应的非对称偶氮苯以出乎意料的高产率生成。这一结果源于高效的缩合与脱氧过程，其解释涉及通过长链的新颖束缚效应辅助的分子聚集，分子间的协同作用。

  DOI：

  10.1246/bcsj.62.915

文献信息

• PHOTORESPONSIVE MATERIAL, ADHESIVE, OPTICAL SWITCHING MATERIAL, TONER, AND IMAGE FORMING METHOD
  申请人：Konica Minolta, Inc.

  公开号：US20210332272A1

  公开（公告）日：2021-10-28

  A composition includes an isomerized polymer containing a structural unit containing an isomerized structure and an isomerized low molecular weight compound, the composition being fluidized by light irradiation from a solid state and being reversibly non-fluidized.

  一种组合物包括含有异构化结构单元和异构化低分子量化合物的异构化聚合物，该组合物通过固态光照而变为流动状态，并可可逆地变为非流动状态。
• TONER AND IMAGE FORMATION METHOD
  申请人：KONICA MINOLTA, INC.

  公开号：US20180217518A1

  公开（公告）日：2018-08-02

  The present invention provides means for improving the softening rate in photoirradiation and image fixation property. The toner according to the present invention includes an azobenzene derivative represented by the following chemical formula (1), and in the chemical formula (1), R 1 to R 10 in the following are groups defined in claim 1.

  本发明提供了提高光照软化速率和图像固定性能的方法。根据本发明的调色剂包括以下化学式（1）所表示的偶氮苯衍生物，在化学式（1）中，R1至R10如下所述是权利要求1中定义的基团。
• Toner and image formation method
  申请人：KONICA MINOLTA, INC.

  公开号：US10324391B2

  公开（公告）日：2019-06-18

  The present invention provides means for improving the softening rate in photoirradiation and image fixation property. The toner according to the present invention includes an azobenzene derivative represented by the following chemical formula (1), and in the chemical formula (1), R1 to R10 in the following are groups defined in claim 1.

  本发明提供了提高光辐射软化率和图像固定性能的方法。 根据本发明的调色剂包括由以下化学式（1）表示的偶氮苯衍生物，在化学式（1）中，R1 至 R10 是权利要求 1 中定义的基团。
• Molecular Mechanism of Anomalous Increase in the Helical Pitch of Cholesteric Liquid Crystals Induced by Achiral Dopants
  作者：Masatoshi Kidowaki、Masaya Moriyama、Momoyo Wada、Nobuyuki Tamaoki

  DOI：10.1021/jp034916e

  日期：2003.11.1

  A dopant-induced anomalous increase in the helical pitch of dicholesteryl 10,12-docosadiynedioate 1 is explained by generation of smectic clusters in the cholesteric phase where the dopants act as promoters of smectic domains. The dopants, having a mesogenic core and the proper length of alkyl chains on both their molecular sides, such as 4,4'-dialkylazobenzenes, 4,4'-dialkylazoxybenzenes and 4,4'-dialkylbiphenyls, considerably increase the pitch. However, dopants having benzene or a binaphthyl structure in the molecular center, an alkyl chain at one side of the molecules and Z-isomers of azobenzene and azoxybenzene derivatives, slightly decrease the pitch by acting as impurities that decrease the transition temperature of the host. An X-ray diffraction study of the cholesterics revealed that the pitch increases with an increase in size and amount of the smectic domains induced by the appropriate dopants.
• Photochemical Control of Properties of Ferroelectric Liquid Crystals. 3. Photochemically Induced Reversible Change in Spontaneous Polarization and Electrooptic Property
  作者：Takeo Sasaki、Tomiki Ikeda

  DOI：10.1021/j100034a048

  日期：1995.8

  The photochemical control of spontaneous polarization (Ps) and the electrooptic properties of ferroelectric liquid crystals (FLCs) was studied. The photoisomerization of photochromic molecules (azobenzene and spiropyran derivatives) in FLCs caused the disorganization of the liquid crystalline phase with concomitant change in the interaction of FLC molecules and alignment layer and induced a reversible change in physical properties of the FLC. The rate and efficiency of the change in properties are discussed in connection with the structures of FLCs.