10-(2-decyltetradecyl)-7-(pyrrolidin-1-yl)-10H-phenothiazine-3-carbaldehyde | 1370461-55-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻嗪类
• 英文名称: 10-(2-decyltetradecyl)-7-(pyrrolidin-1-yl)-10H-phenothiazine-3-carbaldehyde
• 英文别名: 10-(2-Decyltetradecyl)-7-pyrrolidin-1-ylphenothiazine-3-carbaldehyde；10-(2-decyltetradecyl)-7-pyrrolidin-1-ylphenothiazine-3-carbaldehyde
• CAS: 1370461-55-4
• 化学式: C₄₁H₆₄N₂OS
• 分子量: 633.038
• InChiKey: GPIOJAINKALYEB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  15.6
• 重原子数：
  45
• 可旋转键数：
  24
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  48.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-羧甲基绕丹宁 、 10-(2-decyltetradecyl)-7-(pyrrolidin-1-yl)-10H-phenothiazine-3-carbaldehyde 在 ammonium acetate 、 溶剂黄146 作用下， 反应 5.0h， 以82%的产率得到(Z)-2-(5-((10-(2-decyltetradecyl)-7-(pyrrolidine-1-yl)-10H-phenothiazine-3-yl)-methylene)-4-oxo-2-thioxothiazolidine-3-yl)acetic acid
  参考文献：
  名称：

  Phenothiazinyl Rhodanylidene Merocyanines for Dye-Sensitized Solar Cells

  摘要：

  Phenothiazinyl rhodanylidene acetic acid merocyanine dyes with variable substitution pattern on the peripheral benzene ring were synthesized in good to excellent yields by Knoevenagel condensation of the corresponding phenothiazinyl aldehydes and rhodanine-N-acetic acid. The electronic properties were investigated by cyclic voltammetry, absorption, and fluorescence spectroscopy. Electron releasing substitution leads to an appreciable lowering of the oxidation potential, bathochromic shift of the absorption band, and minimization of the emission quantum yield. Not least as a consequence of these properties, the compounds are interesting for use as chromophores in dye-sensitized solar cells (DSSC). DSSCs were constructed and successfully tested by determining the characteristic parameters such as incident-photon-to-electron conversion efficiency (IPCE), fill factor (FF), and overall efficiency.

  DOI：

  10.1021/jo202608w
• 作为产物：
  描述：

  10-(2-decyltetradecyl)-10H-phenothiazine-3-carbaldehyde 在 copper(l) iodide 、 溴 、 potassium carbonate 、 溶剂黄146 、 L-脯氨酸 作用下， 以 二甲基亚砜 为溶剂， 反应 54.0h， 生成 10-(2-decyltetradecyl)-7-(pyrrolidin-1-yl)-10H-phenothiazine-3-carbaldehyde
  参考文献：
  名称：

  Phenothiazinyl Rhodanylidene Merocyanines for Dye-Sensitized Solar Cells

  摘要：

  Phenothiazinyl rhodanylidene acetic acid merocyanine dyes with variable substitution pattern on the peripheral benzene ring were synthesized in good to excellent yields by Knoevenagel condensation of the corresponding phenothiazinyl aldehydes and rhodanine-N-acetic acid. The electronic properties were investigated by cyclic voltammetry, absorption, and fluorescence spectroscopy. Electron releasing substitution leads to an appreciable lowering of the oxidation potential, bathochromic shift of the absorption band, and minimization of the emission quantum yield. Not least as a consequence of these properties, the compounds are interesting for use as chromophores in dye-sensitized solar cells (DSSC). DSSCs were constructed and successfully tested by determining the characteristic parameters such as incident-photon-to-electron conversion efficiency (IPCE), fill factor (FF), and overall efficiency.

  DOI：

  10.1021/jo202608w

文献信息

• Phenothiazinyl Rhodanylidene Merocyanines for Dye-Sensitized Solar Cells
  作者：Tim Meyer、Daniel Ogermann、Andrea Pankrath、Karl Kleinermanns、Thomas J. J. Müller

  DOI：10.1021/jo202608w

  日期：2012.4.20

  Phenothiazinyl rhodanylidene acetic acid merocyanine dyes with variable substitution pattern on the peripheral benzene ring were synthesized in good to excellent yields by Knoevenagel condensation of the corresponding phenothiazinyl aldehydes and rhodanine-N-acetic acid. The electronic properties were investigated by cyclic voltammetry, absorption, and fluorescence spectroscopy. Electron releasing substitution leads to an appreciable lowering of the oxidation potential, bathochromic shift of the absorption band, and minimization of the emission quantum yield. Not least as a consequence of these properties, the compounds are interesting for use as chromophores in dye-sensitized solar cells (DSSC). DSSCs were constructed and successfully tested by determining the characteristic parameters such as incident-photon-to-electron conversion efficiency (IPCE), fill factor (FF), and overall efficiency.