(E)-4-(4-ethynylstyryl)-N,N-diphenylaniline | 916771-24-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (E)-4-(4-ethynylstyryl)-N,N-diphenylaniline
• 英文别名: (E)-4-diphenylamino-4'-ethynylstilbene；4-[(E)-2-(4-ethynylphenyl)ethenyl]-N,N-diphenylaniline
• CAS: 916771-24-9
• 化学式: C₂₈H₂₁N
• 分子量: 371.481
• InChiKey: LBHDMHXYIPBBCU-ISLYRVAYSA-N

物化性质

• 沸点：
  538.8±39.0 °C(Predicted)
• 密度：
  1.16±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (E)-4-(4-ethynylstyryl)-N,N-diphenylaniline 、 (E)-C-4-iodostyryl-p-carborane 在 PdCl₂ 、 Cu(CH₃COO)2(H₂O) 、 P(C₆H₅)3 作用下， 以 四氢呋喃 、 三乙胺 为溶剂， 以42%的产率得到(E,E)-4-Ph2NC6H4CHCHC6H4-4-CCC6H4-4-CHCHC2B10H11
  参考文献：
  名称：

  含硼的两光子吸收发色团。3. （1）含对-碳硼烷的荧光生物探针的一光子和二光子光物理性质

  摘要：

  含硼的吸收双光子的荧光团已被制备为新的双功能分子，潜在地可用于双光子激发显微镜（TPEM）和硼中子捕获疗法。它们基于一维共轭体系，该一维共轭体系在分子的一端包含对-碳戊烷实体，在另一端包含各种含氧或氮原子的供电子基团。我们研究了它们的一光子和二光子的光物理性质。他们在其中的两种溶剂中以及在有机溶剂以及水中均显示出有效的荧光，从而可以在细胞培养物中进行显微镜检查。在700-900 nm范围内确定了较高的双光子吸收截面。使用这些新的p获得了TPEM图像-含碳硼烷的荧光团，激光强度在亚毫瓦范围内。

  DOI：

  10.1021/ic102043v
• 作为产物：
  描述：

  4-溴苄基亚磷酸二乙酯 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 potassium tert-butylate 、 potassium carbonate 、 三乙胺 、 三苯基膦 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 20.5h， 生成 (E)-4-(4-ethynylstyryl)-N,N-diphenylaniline
  参考文献：
  名称：

  Functionalized Ruthenium Dialkynyl Complexes with High Second-Order Nonlinear Optical Properties and Good Potential as Dye Sensitizers for Solar Cells

  摘要：

  Various dipolar p-delocalized Ru(II) dialkynyl complexes were prepared and characterized. Their second-order nonlinear optical (NLO) properties were investigated by the electric-field-induced second harmonic generation (EFISH) technique working in CH2Cl2 solution with an incident wavelength of 1907 nm, whereas the dipole moments were determined by density functional theory (DFT) calculations. All the investigated complexes are characterized by a negative value of mu beta 1.907 EFISH, in agreement with a negative value of Delta mu eg (difference of the dipole moment in the excited and ground state) upon excitation. Their second-order NLO response can be easily modulated by the nature of the alkynyl substituents. Besides, the most promising pushpull ruthenium diacetylide complex, adequately functionalized for anchoring to TiO2, was tested as photosensitizer in dye-sensitized solar cells (DSSCs).

  DOI：

  10.1021/om5009378

文献信息

• EMISSIVE AND BROADBAND NONLINEAR ABSORBING METAL COMPLEXES AND LIGANDS AS OLED, OPTICAL SWITCHING OR OPTICAL SENSING MATERIALS
  申请人：Sun Wenfang

  公开号：US20120100628A1

  公开（公告）日：2012-04-26

  Platinum (II) terdentate or bidentate complexes with non-linear optical properties are provided. The complexes have a broadband spectral and temporal response, and strong reverse saturable absorption and two-photon absorption in the visible and the near-IR region. As such, the complexes are useful for organic light-emitting diodes and optical-switching or sensing devices.

  提供具有非线性光学性质的铂(II)三齿或二齿配合物。这些配合物具有宽带谱和时间响应，以及在可见光和近红外区域具有强反饱和吸收和双光子吸收。因此，这些配合物可用于有机发光二极管和光开关或传感器装置。
• Boron-Containing Two-Photon-Absorbing Chromophores: Electronic Interaction through the Cyclodiborazane Core
  作者：Ali Hayek、Jean-François Nicoud、Frédéric Bolze、Cyril Bourgogne、Patrice L. Baldeck

  DOI：10.1002/anie.200602266

  日期：2006.10.6
• Functionalized Ruthenium Dialkynyl Complexes with High Second-Order Nonlinear Optical Properties and Good Potential as Dye Sensitizers for Solar Cells
  作者：Filippo Nisic、Alessia Colombo、Claudia Dragonetti、Eleonora Garoni、Daniele Marinotto、Stefania Righetto、Filippo De Angelis、Maria Grazia Lobello、Paolo Salvatori、Paolo Biagini、Fabio Melchiorre

  DOI：10.1021/om5009378

  日期：2015.1.12

  Various dipolar p-delocalized Ru(II) dialkynyl complexes were prepared and characterized. Their second-order nonlinear optical (NLO) properties were investigated by the electric-field-induced second harmonic generation (EFISH) technique working in CH2Cl2 solution with an incident wavelength of 1907 nm, whereas the dipole moments were determined by density functional theory (DFT) calculations. All the investigated complexes are characterized by a negative value of mu beta 1.907 EFISH, in agreement with a negative value of Delta mu eg (difference of the dipole moment in the excited and ground state) upon excitation. Their second-order NLO response can be easily modulated by the nature of the alkynyl substituents. Besides, the most promising pushpull ruthenium diacetylide complex, adequately functionalized for anchoring to TiO2, was tested as photosensitizer in dye-sensitized solar cells (DSSCs).
• Boron-Containing Two-Photon-Absorbing Chromophores. 3. One- and Two-Photon Photophysical Properties of <i>p</i>-Carborane-Containing Fluorescent Bioprobes
  作者：Jean-François Nicoud、Frédéric Bolze、Xiao-Hua Sun、Ali Hayek、Patrice Baldeck

  DOI：10.1021/ic102043v

  日期：2011.5.16

  molecules, potentially useful in two-photon excited microscopy (TPEM) and boron neutron capture therapy. They are based on a one-dimensional conjugated system containing a p-carborane entity at one end of the molecule and various electron-donating groups containing oxygen or nitrogen atoms at the other end. We investigated their one- and two-photon photophysical properties. They showed efficient fluorescence

  含硼的吸收双光子的荧光团已被制备为新的双功能分子，潜在地可用于双光子激发显微镜（TPEM）和硼中子捕获疗法。它们基于一维共轭体系，该一维共轭体系在分子的一端包含对-碳戊烷实体，在另一端包含各种含氧或氮原子的供电子基团。我们研究了它们的一光子和二光子的光物理性质。他们在其中的两种溶剂中以及在有机溶剂以及水中均显示出有效的荧光，从而可以在细胞培养物中进行显微镜检查。在700-900 nm范围内确定了较高的双光子吸收截面。使用这些新的p获得了TPEM图像-含碳硼烷的荧光团，激光强度在亚毫瓦范围内。