2-[3-cyano-4-[(E,3E)-3-[3-[(E)-2-[4-[ethyl-[2-(methoxymethoxy)ethyl]amino]phenyl]ethenyl]-2-(2-hydroxyethyl)-5,5-dimethylcyclohex-2-en-1-ylidene]prop-1-enyl]-5-phenyl-5-(trifluoromethyl)furan-2-ylidene]propanedinitrile | 885691-46-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 2-[3-cyano-4-[(E,3E)-3-[3-[(E)-2-[4-[ethyl-[2-(methoxymethoxy)ethyl]amino]phenyl]ethenyl]-2-(2-hydroxyethyl)-5,5-dimethylcyclohex-2-en-1-ylidene]prop-1-enyl]-5-phenyl-5-(trifluoromethyl)furan-2-ylidene]propanedinitrile
• CAS: 885691-46-3
• 化学式: C₄₂H₄₃F₃N₄O₄
• 分子量: 724.823
• InChiKey: KYHGUACRXIECNN-KWQJSTRGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  53
• 可旋转键数：
  14
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  123
• 氢给体数：
  1
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  2-[3-cyano-4-[(E,3E)-3-[3-[(E)-2-[4-[ethyl-[2-(methoxymethoxy)ethyl]amino]phenyl]ethenyl]-2-(2-hydroxyethyl)-5,5-dimethylcyclohex-2-en-1-ylidene]prop-1-enyl]-5-phenyl-5-(trifluoromethyl)furan-2-ylidene]propanedinitrile 、 3,5-双三氟甲基苯甲酰氯 以 四氢呋喃 为溶剂， 反应 8.0h， 以48%的产率得到2-[(6E)-2-[(E)-2-[4-[2-[3,5-bis(trifluoromethyl)benzoyl]oxyethyl-ethylamino]phenyl]ethenyl]-6-[(E)-3-[4-cyano-5-(dicyanomethylidene)-2-phenyl-2-(trifluoromethyl)furan-3-yl]prop-2-enylidene]-4,4-dimethylcyclohexen-1-yl]ethyl 3,5-bis(trifluoromethyl)benzoate
  参考文献：
  名称：

  Facile Synthesis of Highly Efficient Phenyltetraene-Based Nonlinear Optical Chromophores for Electrooptics

  摘要：

  A facile synthetic route has been developed to convert an electron-rich, sterically hindered dialkylaminodienone into a conjugated dialkylaminotrienal with good yield. The derived dialkylaminotetraene-type nonlinear optical chromophores possess an all-trans conformation and can be functionalized with fluoro-dendron to provide proper shape modification for poling. Polymers doped with two examples of these chromophores in high concentrations have been poled to afford ultra-large electrooptic coefficients (r(33)) of 208 and 262 pm/N, respectively, at the measuring wavelength of 1.31 mu m.

  DOI：

  10.1021/ol060178b
• 作为产物：
  描述：

  [3-((E)-2-{4-[Ethyl-(2-methoxymethoxy-ethyl)-amino]-phenyl}-vinyl)-2-(2-hydroxy-ethyl)-5,5-dimethyl-cyclohex-2-en-(E)-ylidene]-acetonitrile 在 二异丁基氢化铝 作用下， 以 乙醇 、 正己烷 、 甲苯 为溶剂， 反应 3.5h， 生成 2-[3-cyano-4-[(E,3E)-3-[3-[(E)-2-[4-[ethyl-[2-(methoxymethoxy)ethyl]amino]phenyl]ethenyl]-2-(2-hydroxyethyl)-5,5-dimethylcyclohex-2-en-1-ylidene]prop-1-enyl]-5-phenyl-5-(trifluoromethyl)furan-2-ylidene]propanedinitrile
  参考文献：
  名称：

  Facile Synthesis of Highly Efficient Phenyltetraene-Based Nonlinear Optical Chromophores for Electrooptics

  摘要：

  A facile synthetic route has been developed to convert an electron-rich, sterically hindered dialkylaminodienone into a conjugated dialkylaminotrienal with good yield. The derived dialkylaminotetraene-type nonlinear optical chromophores possess an all-trans conformation and can be functionalized with fluoro-dendron to provide proper shape modification for poling. Polymers doped with two examples of these chromophores in high concentrations have been poled to afford ultra-large electrooptic coefficients (r(33)) of 208 and 262 pm/N, respectively, at the measuring wavelength of 1.31 mu m.

  DOI：

  10.1021/ol060178b

文献信息

• Facile Synthesis of Highly Efficient Phenyltetraene-Based Nonlinear Optical Chromophores for Electrooptics
  作者：Jingdong Luo、Yen-Ju Cheng、Tae-Dong Kim、Steven Hau、Sei-Hum Jang、Zhengwei Shi、Xing-Hua Zhou、Alex K-Y. Jen

  DOI：10.1021/ol060178b

  日期：2006.3.1

  A facile synthetic route has been developed to convert an electron-rich, sterically hindered dialkylaminodienone into a conjugated dialkylaminotrienal with good yield. The derived dialkylaminotetraene-type nonlinear optical chromophores possess an all-trans conformation and can be functionalized with fluoro-dendron to provide proper shape modification for poling. Polymers doped with two examples of these chromophores in high concentrations have been poled to afford ultra-large electrooptic coefficients (r(33)) of 208 and 262 pm/N, respectively, at the measuring wavelength of 1.31 mu m.