5-(4-((6-((4'-hydroxy-[1,1'-biphenyl]-4-yl)oxy)hexyl)(methyl)amino)styryl)thiophene-2-carbaldehyde | 1478603-32-5

• 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: 5-(4-((6-((4'-hydroxy-[1,1'-biphenyl]-4-yl)oxy)hexyl)(methyl)amino)styryl)thiophene-2-carbaldehyde
• CAS: 1478603-32-5
• 化学式: C₃₂H₃₃NO₃S
• 分子量: 511.685
• InChiKey: CQZKITZKXGWPQC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.18
• 重原子数：
  37.0
• 可旋转键数：
  13.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  49.77
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  5-(4-((6-((4'-hydroxy-[1,1'-biphenyl]-4-yl)oxy)hexyl)(methyl)amino)styryl)thiophene-2-carbaldehyde 、 2-(3-氰基-4,5,5-三甲基呋喃-2(5H)-亚甲基)丙二腈 以 甲醇 为溶剂， 反应 4.0h， 以74%的产率得到2-(3-cyano-4-(2-(5-(4-((6-((4'-hydroxy-[1,1'-biphenyl]-4-yl)oxy)hexyl)(methyl)amino)styryl)thiophen-2-yl)vinyl)-5,5-dimethylfuran-2(5H)-ylidene)malononitrile
  参考文献：
  名称：

  A nunchaku-like nonlinear optical chromophore for improved temporal stability of guest–host electro-optic materials

  摘要：

  A novel nunchaku-like organic second order nonlinear optical chromophore containing a D-pi-A backbone and a rigid biphenylene unit was prepared. The UV vis absorption spectra studies demonstrated that the large rigid structure could suppress dipole dipole interactions effectively. The electro-optic coefficient of a poled film containing 20% wt of the new dye doped in amorphous polycarbonate afforded a value of 39 pm/V at 1310 nm. Compared with results obtained from a similar D-pi-A chromophore without the rigid isolated group, the new dye gave better performance. Moreover, the electrooptic film prepared with the new dye gave greater temporal stability, compared to a similar D-pi-A doped poled film that was reported previously. These results indicated that the introduction of a biphenylene group could effectively reduce the intermolecular electrostatic interactions and aid the alignment of the chromophores. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2013.06.034
• 作为产物：
  描述：

  在 正丁基锂 、 potassium carbonate 、 potassium iodide 作用下， 以 四氢呋喃 、 正己烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 14.0h， 生成 5-(4-((6-((4'-hydroxy-[1,1'-biphenyl]-4-yl)oxy)hexyl)(methyl)amino)styryl)thiophene-2-carbaldehyde
  参考文献：
  名称：

  A nunchaku-like nonlinear optical chromophore for improved temporal stability of guest–host electro-optic materials

  摘要：

  A novel nunchaku-like organic second order nonlinear optical chromophore containing a D-pi-A backbone and a rigid biphenylene unit was prepared. The UV vis absorption spectra studies demonstrated that the large rigid structure could suppress dipole dipole interactions effectively. The electro-optic coefficient of a poled film containing 20% wt of the new dye doped in amorphous polycarbonate afforded a value of 39 pm/V at 1310 nm. Compared with results obtained from a similar D-pi-A chromophore without the rigid isolated group, the new dye gave better performance. Moreover, the electrooptic film prepared with the new dye gave greater temporal stability, compared to a similar D-pi-A doped poled film that was reported previously. These results indicated that the introduction of a biphenylene group could effectively reduce the intermolecular electrostatic interactions and aid the alignment of the chromophores. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2013.06.034