1,2-bis((E)-2-pyridin-4-ylvinyl)-4,5-bis{(E)-2-[p-N,N-bis(2-tert-butyldimethylsiloxyethyl)aminophenyl]ethenyl}benzene | 823791-46-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 1,2-bis((E)-2-pyridin-4-ylvinyl)-4,5-bis{(E)-2-[p-N,N-bis(2-tert-butyldimethylsiloxyethyl)aminophenyl]ethenyl}benzene
• 英文别名: 1,2-bis[(E)-2-pyridin-4-ylvinyl]-4,5-bis{(E)-2-[p-N,N-bis(2-tert-butyldimethylsiloxyethyl)aminophenyl]ethenyl}benzene；4-[(E)-2-[2-[(E)-2-[4-[bis[2-[tert-butyl(dimethyl)silyl]oxyethyl]amino]phenyl]ethenyl]-4,5-bis[(E)-2-pyridin-4-ylethenyl]phenyl]ethenyl]-N,N-bis[2-[tert-butyl(dimethyl)silyl]oxyethyl]aniline
• CAS: 823791-46-4
• 化学式: C₆₈H₁₀₂N₄O₄Si₄
• 分子量: 1151.92
• InChiKey: HCUGGJVOCICPAC-KIKKXMHKSA-N

物化性质

• 熔点：
  199-200 °C(Solvent: Acetone)
• 沸点：
  984.2±65.0 °C(predicted)
• 密度：
  1.032±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  18.86
• 重原子数：
  80
• 可旋转键数：
  30
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  69.2
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  三氟甲烷磺酸甲酯 、 1,2-bis((E)-2-pyridin-4-ylvinyl)-4,5-bis{(E)-2-[p-N,N-bis(2-tert-butyldimethylsiloxyethyl)aminophenyl]ethenyl}benzene 以 二氯甲烷 为溶剂， 反应 0.17h， 以100%的产率得到
  参考文献：
  名称：

  Self-Assembled Electrooptic Thin Films with Remarkably Blue-Shifted Optical Absorption Based on an X-Shaped Chromophore

  摘要：

  An "X-shaped" two-dimensional electrooptic (EO) chromophore with extended orthogonal conjugation was designed and synthesized. Self-assembled thin films of this chromophore were fabricated via layer-by-layer chemisorptive siloxane-based self-assembly. The films exhibit a dramatically blue-shifted optical maximum (325 nm) while maintaining a large EO response (chi33(2) approximately 232 pm/V at 1064 nm; r33 approximately 43 pm/V at 1550 nm).

  DOI：

  10.1021/ja045043k
• 作为产物：
  描述：

  [(4,5-dibromo-1,2-phenylene)bis(methylene)]bisphosphonic acid tetraethyl ester 在 sodium methylate 、 lead acetate 、 三苯基膦 作用下， 以 四氢呋喃 、 甲醇 、 三乙胺 为溶剂， 反应 73.0h， 生成 1,2-bis((E)-2-pyridin-4-ylvinyl)-4,5-bis{(E)-2-[p-N,N-bis(2-tert-butyldimethylsiloxyethyl)aminophenyl]ethenyl}benzene
  参考文献：
  名称：

  X-Shaped Electro-optic Chromophore with Remarkably Blue-Shifted Optical Absorption. Synthesis, Characterization, Linear/Nonlinear Optical Properties, Self-Assembly, and Thin Film Microstructural Characteristics

  摘要：

  A novel type of "X-shaped" two-dimensional electro-optic (EO) chromophore with extended conjugation has been synthesized and characterized. This chromophore is found to exhibit a remarkably blue-shifted optical maximum (357 nm in CH2Cl2) while maintaining a very large first hyperpolarizability (beta). Hyper-Rayleigh Scattering (HRS) measurements at 800 nm provide a beta(zzz) value of 1840 x 10(-30) esu. Self-assembled thin films of this chromophore were fabricated via a layer-by-layer chemisorptive siloxane-based approach. The chromophoric multilayers have been characterized by transmission optical spectroscopy, advancing contact angle measurements, synchrotron X-ray reflectivity, atomic force microscopy, and angle-dependent polarized second harmonic generation spectroscopy. The self-assembled chromophoric films exhibit a dramatically blue-shifted optical maximum ( 325 nm) while maintaining a large EO response (chi((2))(333) similar to 232 pm/V at 1064 nm; r(33) similar to 45 pm/V at 1310 nm). This work demonstrates an attractive approach to developing EO materials offering improved nonlinearity-transparency trade-offs.

  DOI：

  10.1021/ja060185v

文献信息

• X-Shaped Electro-optic Chromophore with Remarkably Blue-Shifted Optical Absorption. Synthesis, Characterization, Linear/Nonlinear Optical Properties, Self-Assembly, and Thin Film Microstructural Characteristics
  作者：Hu Kang、Guennadi Evmenenko、Pulak Dutta、Koen Clays、Kai Song、Tobin J. Marks

  DOI：10.1021/ja060185v

  日期：2006.5.1

  A novel type of "X-shaped" two-dimensional electro-optic (EO) chromophore with extended conjugation has been synthesized and characterized. This chromophore is found to exhibit a remarkably blue-shifted optical maximum (357 nm in CH2Cl2) while maintaining a very large first hyperpolarizability (beta). Hyper-Rayleigh Scattering (HRS) measurements at 800 nm provide a beta(zzz) value of 1840 x 10(-30) esu. Self-assembled thin films of this chromophore were fabricated via a layer-by-layer chemisorptive siloxane-based approach. The chromophoric multilayers have been characterized by transmission optical spectroscopy, advancing contact angle measurements, synchrotron X-ray reflectivity, atomic force microscopy, and angle-dependent polarized second harmonic generation spectroscopy. The self-assembled chromophoric films exhibit a dramatically blue-shifted optical maximum ( 325 nm) while maintaining a large EO response (chi((2))(333) similar to 232 pm/V at 1064 nm; r(33) similar to 45 pm/V at 1310 nm). This work demonstrates an attractive approach to developing EO materials offering improved nonlinearity-transparency trade-offs.
• Self-Assembled Electrooptic Thin Films with Remarkably Blue-Shifted Optical Absorption Based on an X-Shaped Chromophore
  作者：Hu Kang、Peiwang Zhu、Yu Yang、Antonio Facchetti、Tobin J. Marks

  DOI：10.1021/ja045043k

  日期：2004.12.1

  An "X-shaped" two-dimensional electrooptic (EO) chromophore with extended orthogonal conjugation was designed and synthesized. Self-assembled thin films of this chromophore were fabricated via layer-by-layer chemisorptive siloxane-based self-assembly. The films exhibit a dramatically blue-shifted optical maximum (325 nm) while maintaining a large EO response (chi33(2) approximately 232 pm/V at 1064 nm; r33 approximately 43 pm/V at 1550 nm).