4-(4-(bis(4-(hexyloxy)phenyl)amino)styryl)-2,5-dimethoxybenzaldehyde | 1360743-99-2

• 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: 4-(4-(bis(4-(hexyloxy)phenyl)amino)styryl)-2,5-dimethoxybenzaldehyde
• CAS: 1360743-99-2
• 化学式: C₄₁H₄₉NO₅
• 分子量: 635.844
• InChiKey: OIMSOVKCMPZEDK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.07
• 重原子数：
  47.0
• 可旋转键数：
  20.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.34
• 拓扑面积：
  57.23
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  4-(4-(bis(4-(hexyloxy)phenyl)amino)styryl)-2,5-dimethoxybenzaldehyde 、 氰乙酸 在 哌啶 作用下， 以 乙腈 为溶剂， 反应 10.0h， 以54%的产率得到4-((bis(4-(hexyloxy)phenyl)amino)styryl)-2,5-(dimethoxyphenyl)-2-cyanoacrylic acid
  参考文献：
  名称：

  Alkyloxy substituted organic dyes for high voltage dye-sensitized solar cell: Effect of alkyloxy chain length on open-circuit voltage

  摘要：

  Three novel organic dyes (SB1, SB2, and SB3) containing 4-(hexyloxy)-N-(4-(hexyloxy)phenyl)-N-phenylaniline as electron donor and cyanoacrylic acid as electron acceptor bridged by alkyloxy (methyl = SB1, propyl = SB2 and hexyl = SB3) substituted p-phenylenevinylene linkers have been synthesized. Density functional theory (DFT) has employed to study electron distribution and intramolecular charge transfer. Increase in alkyl chain length in alkyloxy substituent leads to increase in open-circuit voltage (V-OC), which is found to be related to the increased electron lifetime at open-circuit condition. Under AM 1.5 G 1 sun light illumination (100 mW/cm(2)), an optimized SB3-sensitized cell show a short-circuit photocurrent density (J(SC)) of 12.83 mA/cm(2), an open-circuit voltage (V-OC) of 0.745 V and a fill factor (FF) of 0.64, corresponding to an overall conversion efficiency (eta) of 6.12%. Little degradation in eta observed over 40 days is indicative of long-term stability of the SB-series dyes. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2011.10.014
• 作为产物：
  描述：

  溴己烷 在 1,10-菲罗啉 、 trans-di(μ-acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II) 、 potassium tert-butylate 、 potassium carbonate 、 copper(l) chloride 、 potassium hydroxide 、 三甲胺 、 三氯氧磷 作用下， 以 四氢呋喃 、 乙醇 、 N,N-二甲基乙酰胺 、 甲苯 为溶剂， 反应 164.0h， 生成 4-(4-(bis(4-(hexyloxy)phenyl)amino)styryl)-2,5-dimethoxybenzaldehyde
  参考文献：
  名称：

  Alkyloxy substituted organic dyes for high voltage dye-sensitized solar cell: Effect of alkyloxy chain length on open-circuit voltage

  摘要：

  Three novel organic dyes (SB1, SB2, and SB3) containing 4-(hexyloxy)-N-(4-(hexyloxy)phenyl)-N-phenylaniline as electron donor and cyanoacrylic acid as electron acceptor bridged by alkyloxy (methyl = SB1, propyl = SB2 and hexyl = SB3) substituted p-phenylenevinylene linkers have been synthesized. Density functional theory (DFT) has employed to study electron distribution and intramolecular charge transfer. Increase in alkyl chain length in alkyloxy substituent leads to increase in open-circuit voltage (V-OC), which is found to be related to the increased electron lifetime at open-circuit condition. Under AM 1.5 G 1 sun light illumination (100 mW/cm(2)), an optimized SB3-sensitized cell show a short-circuit photocurrent density (J(SC)) of 12.83 mA/cm(2), an open-circuit voltage (V-OC) of 0.745 V and a fill factor (FF) of 0.64, corresponding to an overall conversion efficiency (eta) of 6.12%. Little degradation in eta observed over 40 days is indicative of long-term stability of the SB-series dyes. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2011.10.014