5-(4-(10H-phenoxazin-10-yl)phenyl)thiophene-2-carbaldehyde | 1507401-59-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 5-(4-(10H-phenoxazin-10-yl)phenyl)thiophene-2-carbaldehyde
• 英文别名: 5-(4-Phenoxazin-10-ylphenyl)thiophene-2-carbaldehyde
• CAS: 1507401-59-3
• 化学式: C₂₃H₁₅NO₂S
• 分子量: 369.444
• InChiKey: STZHBQAKFBIOJG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  27
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  57.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-(4-(10H-phenoxazin-10-yl)phenyl)thiophene-2-carbaldehyde 、 氰乙酸 在 哌啶 作用下， 以50%的产率得到3-(5-(4-(10H-phenoxazin-10-yl)phenyl)thiophen-2-yl)-2-cyanoacrylic acid
  参考文献：
  名称：

  A comparative study on properties of two phenoxazine-based dyes for dye-sensitized solar cells

  摘要：

  Two phenoxazine (POZ)-based organic D-pi-A sensitizers (POZ-1 and POZ-2) were synthesized. Then these two dyes were applied in dye-sensitized solar cells (DSSCs) to investigate the influence of different conjugated direction, extra phenyl ring and alkyl chain on the light-harvesting, energy level and photovoltaic properties through a joint spectral, electrochemical and photovoltaic study. The result shows that dye POZ-2 exhibits higher power conversion efficiency (eta = 6.5%) than dye POZ-1 (eta = 2.4%) under standard illumination (Global Air Mass 1.5). Besides, the geometries of the dyes were optimized to gain insight into the molecular structure and electron distribution. The charge extraction and transient photovoltage decay measurements were further performed to understand the alterative order of efficiency. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2013.09.039
• 作为产物：
  描述：

  对溴碘苯 在 四(三苯基膦)钯 、 potassium acetate 、 铜 、 potassium carbonate 作用下， 以 四氢呋喃 为溶剂， 反应 31.0h， 生成 5-(4-(10H-phenoxazin-10-yl)phenyl)thiophene-2-carbaldehyde
  参考文献：
  名称：

  A comparative study on properties of two phenoxazine-based dyes for dye-sensitized solar cells

  摘要：

  Two phenoxazine (POZ)-based organic D-pi-A sensitizers (POZ-1 and POZ-2) were synthesized. Then these two dyes were applied in dye-sensitized solar cells (DSSCs) to investigate the influence of different conjugated direction, extra phenyl ring and alkyl chain on the light-harvesting, energy level and photovoltaic properties through a joint spectral, electrochemical and photovoltaic study. The result shows that dye POZ-2 exhibits higher power conversion efficiency (eta = 6.5%) than dye POZ-1 (eta = 2.4%) under standard illumination (Global Air Mass 1.5). Besides, the geometries of the dyes were optimized to gain insight into the molecular structure and electron distribution. The charge extraction and transient photovoltage decay measurements were further performed to understand the alterative order of efficiency. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2013.09.039

文献信息

• Rational Molecular Design of Efficient Heavy‐Atom‐Free Photosensitizers for Cancer Photodynamic Therapy
  作者：Van‐Nghia Nguyen、Jeongsun Ha、Hyunsun Jeong、Moonyeon Cho、Gyongmi Kim、Juyoung Yoon

  DOI：10.1002/cplu.202200086

  日期：2022.7

  Donor–π-acceptor–type-based heavy-atom-free photosensitizers (PTZ-CN and PXZ-CN) were developed using malononitrile as the electron acceptor and functionalized phenothiazine/phenoxazine as the electron donor. Both PTZ-CN and PXZ-CN exhibit bright fluorescence and excellent ROS generation and hold great potential as photosensitizers for fluorescence imaging-guided photodynamic therapy.

  以丙二腈为电子受体，功能化吩噻嗪/吩恶嗪为电子供体，开发了供体-π-受体型无重原子光敏剂（PTZ-CN和PXZ-CN ）。PTZ-CN和PXZ -CN都表现出明亮的荧光和优异的 ROS 生成，并具有作为荧光成像引导光动力治疗的光敏剂的巨大潜力。