10-(2-decyltetradecyl)-10H-phenothiazine-3-carbaldehyde | 1370461-50-9

• 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)-10H-phenothiazine-3-carbaldehyde
• 英文别名: 10-(2-Decyltetradecyl)phenothiazine-3-carbaldehyde；10-(2-decyltetradecyl)phenothiazine-3-carbaldehyde
• CAS: 1370461-50-9
• 化学式: C₃₇H₅₇NOS
• 分子量: 563.932
• InChiKey: NSGVEVOXASADAH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  15
• 重原子数：
  40
• 可旋转键数：
  23
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  45.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  10-(2-decyltetradecyl)-10H-phenothiazine-3-carbaldehyde 在 溴 、 溶剂黄146 作用下， 反应 10.0h， 以88%的产率得到7-bromo-10-(2-decyltetradecyl)-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
• 作为产物：
  描述：

  吩噻嗪 在 potassium tert-butylate 、 三氯氧磷 作用下， 以 四氢呋喃 、 1,2-二氯乙烷 为溶剂， 反应 67.17h， 生成 10-(2-decyltetradecyl)-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

• Three-Component Suzuki–Knoevenagel Synthesis of Merocyanine Libraries and Correlation Analyses of Their Oxidation Potentials and Optical Band Gaps
  作者：Tim Meyer、Roxanne Krug、Thomas J. J. Müller

  DOI：10.3390/molecules26175149

  日期：——

  The Suzuki coupling Knoevenagel condensation one-pot synthesis of boronic acids/esters, (hetero)aromatic bromo aldehydes and methylene active compounds is a highly practical consecutive three-component process to provide substance libraries with 60 donor-π-bridge-acceptor molecules, i.e., merocyanines in a broader sense, in moderate to excellent yield. As already seen with the naked eye, a broad variation

  Suzuki 偶联 Knoevenagel 缩合一锅法合成硼酸/酯、（杂）芳族溴醛和亚甲基活性化合物是一种非常实用的连续三组分工艺，可提供具有 60 个供体-π-桥-受体分子的物质库，即，更广泛意义上的部花青，产量中等至极好。正如肉眼所见，使用这种实用的合成工具可以实现光学特性的广泛变化。更系统地，在绘制光学带隙与近亲系列氧化还原活性系统的第一氧化电位时的相关性分析提供了线性相关性，并且通过扩展，两个参数图（氧化电位和发射最大值）与光学带隙平面相关性。
• 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.