4-(4-(6-bromohexyloxy)phenylazo)benzonitrile | 114043-49-1

• 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-(6-bromohexyloxy)phenylazo)benzonitrile
• 英文别名: 4-(6-Bromohexyloxy)-4'-cyanoazobenzene；4-[[4-(6-bromohexoxy)phenyl]diazenyl]benzonitrile
• CAS: 114043-49-1
• 化学式: C₁₉H₂₀BrN₃O
• 分子量: 386.291
• InChiKey: FIJNBGAVXGXQFD-UHFFFAOYSA-N

物化性质

• 沸点：
  532.9±40.0 °C(Predicted)
• 密度：
  1.25±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  24
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  57.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(4-(6-bromohexyloxy)phenylazo)benzonitrile 在 sodium iodide 作用下， 以 丙酮 为溶剂， 反应 3.0h， 以88%的产率得到4-cyano-4'-(6-iodohexyloxy)azobenzene
  参考文献：
  名称：

  Synthesis and Association Behavior of Telechelic Poly(N-isopropylacrylamides) with Azobenzene End Groups

  摘要：

  A telechelic poly(N-isopropylacrylamide) (PNIPAM) with azobenzene end-groups (telechelic Az-PNIPAM) was prepared by reversible addition-fragmentation chain transfer (RAFT) free radical polymerization of NIPAM. This polymer self-assembles in cold water forming nanoparticles with a hydrodynamic radius (RH) of 8nm and an aggregation number of 29 chains. The thermoresponsive behavior of Az-PNIPAM in water was investigated by turbidimetry and light scattering. In addition, the photoresponsive behavior of aqueous Az-PNIPAM was investigated by monitoring the changes with temperature of the solution and transmittance at 650nm before and after irradiation at 366nm.

  DOI：

  10.1080/15421406.2010.495899
• 作为产物：
  描述：

  对硝基苯甲腈 在 tetrafluoroboric acid 、 potassium carbonate 、 sodium hydroxide 、 sodium nitrite 作用下， 以 水 、 N,N-二甲基甲酰胺 、 苯酚 为溶剂， 生成 4-(4-(6-bromohexyloxy)phenylazo)benzonitrile
  参考文献：
  名称：

  Synthesis and Association Behavior of Telechelic Poly(N-isopropylacrylamides) with Azobenzene End Groups

  摘要：

  A telechelic poly(N-isopropylacrylamide) (PNIPAM) with azobenzene end-groups (telechelic Az-PNIPAM) was prepared by reversible addition-fragmentation chain transfer (RAFT) free radical polymerization of NIPAM. This polymer self-assembles in cold water forming nanoparticles with a hydrodynamic radius (RH) of 8nm and an aggregation number of 29 chains. The thermoresponsive behavior of Az-PNIPAM in water was investigated by turbidimetry and light scattering. In addition, the photoresponsive behavior of aqueous Az-PNIPAM was investigated by monitoring the changes with temperature of the solution and transmittance at 650nm before and after irradiation at 366nm.

  DOI：

  10.1080/15421406.2010.495899

文献信息

• 含咪唑基的化合物的制备方法
  申请人：天津工业大学

  公开号：CN106243043B

  公开（公告）日：2019-02-15

  本发明公开了一种含咪唑基的化合物的制备方法，包括将含羟基的联苯类化合物或含羟基的偶氮联苯类化合物、二卤代烷烃和缚酸剂在丙酮中反应得到反应产物A，经过除杂操作后将反应产物A在乙酸乙酯和石油醚的混合溶剂进行重结晶，得到中间体；然后将所述中间体与过量的N‑烷基咪唑在乙腈中反应得到反应产物B，将反应产物B中剩余的N‑烷基咪唑除去，得到所述含咪唑基的化合物。本发明的制备方法反应条件温和，处理方法简单，同时产率和纯度相对较高。
• Method and apparatus for providing optical anisotropy to polymeric film and optical anisotropic medium
  申请人：Fuji Xerox Co., Ltd.

  公开号：US06512085B1

  公开（公告）日：2003-01-28

  A method of providing a polymeric film with optical anisotropy by applying a polarized light to a polymeric film is disclosed. In the method, a photoisomerizable group or a photoisomerizable molecule has a T (thermal) type photochromic property capable of being isomerized by a thermal back reaction after the isomerization by light. The method includes two successive steps, that is, a step of applying a polarized light to the polymeric film and a step of shutting off a polarized light and leaving the film as it is, and controls the temperature of the polymeric film for enhancing the orientation of the photoisomerizable group or the photoisomerizable molecule induced by the thermal back reaction. An apparatus for practicing the method and an optical anisotropic medium having the polymeric film with high optical anisotropy obtained by the method are also provided.

  本发明公开了一种通过对聚合物薄膜施加偏振光来提供具有光学各向异性的聚合物薄膜的方法。在该方法中，具有T（热）型光致变色性能的光致异构基团或光致异构分子能够在光致异构后通过热反应发生异构化。该方法包括两个连续的步骤，即对聚合物薄膜施加偏振光的步骤和关闭偏振光并将薄膜保持原样的步骤，并控制聚合物薄膜的温度以增强热反应诱导的光致异构基团或光致异构分子的取向。还提供了用于实施该方法的装置以及通过该方法获得的具有高光学各向异性的聚合物薄膜的光各向异性介质。
• Thermal Properties of Liquid-Crystalline Diols and Corresponding Bis-Urethanes with Mesogenic Groups of Various Structures in Side Chains
  作者：M. Kašpar、V. Hamplová、V. Novotná、M. Studenovský、M. Ilavský

  DOI：10.1080/15421400390193954

  日期：2003.1.1

  The liquid-crystalline diols with mesogenic groups of different structures were synthetized and their temperature behavior and existence of mesophases were determined. These compounds were also reacted with phenylisocyanate to form bis-urethanes at the ratio of reactive groups [OH]/[NCO] = 1/1. The changes of phase transition temperatures due to the change of H-O-H to H-N-H interactions have been investigated. Generally, the introduction of a phenylurethane group into the molecule suppresses the occurence of mesophases; in the case of simple mesogens the mesophases disappear completely. Stiff substituents bound to mesogen as end groups (such as the phenyl group, alkoxy group, etc.) stabilize the mesophases to such a degree that the negative influence of urethane group is compensated and the LC properties are recovered.
• Synthesis and Association Behavior of Telechelic Poly(<i>N</i>-isopropylacrylamides) with Azobenzene End Groups
  作者：Norihito Ishii、Rodolphe Obeid、Xing-Ping Qiu、Jun-ichi Mamiya、Tomiki Ikeda、Françoise M. Winnik

  DOI：10.1080/15421406.2010.495899

  日期：2010.10.8

  A telechelic poly(N-isopropylacrylamide) (PNIPAM) with azobenzene end-groups (telechelic Az-PNIPAM) was prepared by reversible addition-fragmentation chain transfer (RAFT) free radical polymerization of NIPAM. This polymer self-assembles in cold water forming nanoparticles with a hydrodynamic radius (RH) of 8nm and an aggregation number of 29 chains. The thermoresponsive behavior of Az-PNIPAM in water was investigated by turbidimetry and light scattering. In addition, the photoresponsive behavior of aqueous Az-PNIPAM was investigated by monitoring the changes with temperature of the solution and transmittance at 650nm before and after irradiation at 366nm.