(E)-3-(4-(di-p-tolylamino)phenyl)acrylaldehyde | 925452-57-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (E)-3-(4-(di-p-tolylamino)phenyl)acrylaldehyde
• 英文别名: (E)-3-[4-(4-methyl-N-(4-methylphenyl)anilino)phenyl]prop-2-enal
• CAS: 925452-57-9
• 化学式: C₂₃H₂₁NO
• 分子量: 327.426
• InChiKey: VEAPOHJVOUAJLT-ONEGZZNKSA-N

物化性质

• 沸点：
  520.1±50.0 °C(Predicted)
• 密度：
  1.123±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (E)-3-(4-(di-p-tolylamino)phenyl)acrylaldehyde 在 四(三苯基膦)钯 、 potassium tert-butylate 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 47.5h， 生成 5-(3,5-bis((1E,3E)-4-(4-(di-p-tolylamino)phenyl)buta-1,3-dienyl)-4-(octyloxy)phenyl)-3-hexylthiophene-2-carbaldehyde
  参考文献：
  名称：

  Synthesis and photovoltaic properties of new branchlike organic dyes containing benzothiadiazole or triphenylamine-linked consecutive vinylenes units

  摘要：

  Two novel branchlike organic dyes (WD1 and FD1) based on 4,7-bis-(4-hexylthiophen-2-yl)benzo[1,2,5]thiadiazole (DTBT) and triphenylamine, containing vinylenes and consecutive vinylenes as pi-conjugated unit, respectively, were designed and synthesized for dye-sensitized solar cells (DSSCs). The photophysical, electrochemical and photovoltaic properties of the dyes were investigated. The introduction of consecutive vinylenes into two branches of the FD1 molecule leads to a remarkably red-shifted absorption and higher molar extinction coefficient compared with the reference dye D2. The DSSCs based on FD1 and WD1 dyes exhibited the power conversion efficiency of 7.04% and 2.18% under AM1.5G irradiation (100 mW/cm(2)). (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2013.01.009
• 作为产物：
  描述：

  4-二对甲苯胺基苯甲醛 在 potassium tert-butylate 、 三氯氧磷 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 41.0h， 生成 (E)-3-(4-(di-p-tolylamino)phenyl)acrylaldehyde
  参考文献：
  名称：

  Synthesis and photovoltaic properties of new branchlike organic dyes containing benzothiadiazole or triphenylamine-linked consecutive vinylenes units

  摘要：

  Two novel branchlike organic dyes (WD1 and FD1) based on 4,7-bis-(4-hexylthiophen-2-yl)benzo[1,2,5]thiadiazole (DTBT) and triphenylamine, containing vinylenes and consecutive vinylenes as pi-conjugated unit, respectively, were designed and synthesized for dye-sensitized solar cells (DSSCs). The photophysical, electrochemical and photovoltaic properties of the dyes were investigated. The introduction of consecutive vinylenes into two branches of the FD1 molecule leads to a remarkably red-shifted absorption and higher molar extinction coefficient compared with the reference dye D2. The DSSCs based on FD1 and WD1 dyes exhibited the power conversion efficiency of 7.04% and 2.18% under AM1.5G irradiation (100 mW/cm(2)). (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2013.01.009

文献信息

• Electroluminescent device containing a butadiene derivative
  申请人：Helber J. Margaret

  公开号：US20070141388A1

  公开（公告）日：2007-06-21

  An OLED device comprises a cathode, an anode and a light-emitting layer therebetween, wherein the light-emitting layer comprises a host containing an anthracene nucleus and a light-emitting material comprising a 1,3-butadiene nucleus, wherein the butadiene nucleus is substituted in the 1 and 4 positions with independently selected aromatic groups, and wherein at least one of said aromatic groups is further substituted with an amino group, and wherein said amino group is further substituted with two independently selected aryl or heteroaryl groups.
• Synthesis and photovoltaic properties of new branchlike organic dyes containing benzothiadiazole or triphenylamine-linked consecutive vinylenes units
  作者：Changwei Wang、Yan Fang、Zhencai Cao、Hui Huang、Bin Zhao、Haohao Li、Ying Liu、Songting Tan

  DOI：10.1016/j.dyepig.2013.01.009

  日期：2013.6

  Two novel branchlike organic dyes (WD1 and FD1) based on 4,7-bis-(4-hexylthiophen-2-yl)benzo[1,2,5]thiadiazole (DTBT) and triphenylamine, containing vinylenes and consecutive vinylenes as pi-conjugated unit, respectively, were designed and synthesized for dye-sensitized solar cells (DSSCs). The photophysical, electrochemical and photovoltaic properties of the dyes were investigated. The introduction of consecutive vinylenes into two branches of the FD1 molecule leads to a remarkably red-shifted absorption and higher molar extinction coefficient compared with the reference dye D2. The DSSCs based on FD1 and WD1 dyes exhibited the power conversion efficiency of 7.04% and 2.18% under AM1.5G irradiation (100 mW/cm(2)). (c) 2013 Elsevier Ltd. All rights reserved.