7-[5-N,N-bis(4-hexyloxyphenyl)aminothiophen-2-yl]-2,1,3-benzothiadiazole-4-carbaldehyde | 1393653-93-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻二唑类
• 英文名称: 7-[5-N,N-bis(4-hexyloxyphenyl)aminothiophen-2-yl]-2,1,3-benzothiadiazole-4-carbaldehyde
• 英文别名: 4-[5-(4-hexoxy-N-(4-hexoxyphenyl)anilino)thiophen-2-yl]-2,1,3-benzothiadiazole-7-carbaldehyde
• CAS: 1393653-93-4
• 化学式: C₃₅H₃₉N₃O₃S₂
• 分子量: 613.845
• InChiKey: KLHIVMOSRRATRE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.8
• 重原子数：
  43
• 可旋转键数：
  17
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.34
• 拓扑面积：
  121
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  7-[5-N,N-bis(4-hexyloxyphenyl)aminothiophen-2-yl]-2,1,3-benzothiadiazole-4-carbaldehyde 、 氰乙酸 在 ammonium acetate 、 溶剂黄146 作用下， 反应 2.0h， 以90%的产率得到2-cyano-3-{7-[5-N,N-bis(4-hexyloxyphenyl)aminothiophen-2-yl]-2,1,3-benzothiadiazol-4-yl}acrylic acid
  参考文献：
  名称：

  2,1,3-Benzothiadiazole-containing donor–acceptor–acceptor dyes for dye-sensitized solar cells

  摘要：

  A series of organic dyes with a donor-acceptor-acceptor (D-A-A) configuration, in which various diarylthienylamine donors and a cyanoacrylic acid acceptor are bridged by a low-band-gap 2,1,3-benzothiadiazole acceptor, have been synthesized, characterized, and employed as photosensitizers for dye-sensitized solar cells (DSSCs). The adoption of 2,1,3-benzothiadiazole as the bridging acceptor endowed these tailor-made dyes with superior light-harvesting capabilities in comparison to their previously reported pyrimidine-based analogs. After fine-tuning the fabrication conditions, DSSCs based on these dyes showed solar spectral responses extending to the near-IR region and achieved power conversion efficiencies (PCEs) of up to 3.16% (OHexDPTB) under simulated AM 1.5G irradiation (100 mW cm(-2)). (C) 2012 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2012.05.052
• 作为产物：
  描述：

  在 二异丁基氢化铝 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 7-[5-N,N-bis(4-hexyloxyphenyl)aminothiophen-2-yl]-2,1,3-benzothiadiazole-4-carbaldehyde
  参考文献：
  名称：

  2,1,3-Benzothiadiazole-containing donor–acceptor–acceptor dyes for dye-sensitized solar cells

  摘要：

  A series of organic dyes with a donor-acceptor-acceptor (D-A-A) configuration, in which various diarylthienylamine donors and a cyanoacrylic acid acceptor are bridged by a low-band-gap 2,1,3-benzothiadiazole acceptor, have been synthesized, characterized, and employed as photosensitizers for dye-sensitized solar cells (DSSCs). The adoption of 2,1,3-benzothiadiazole as the bridging acceptor endowed these tailor-made dyes with superior light-harvesting capabilities in comparison to their previously reported pyrimidine-based analogs. After fine-tuning the fabrication conditions, DSSCs based on these dyes showed solar spectral responses extending to the near-IR region and achieved power conversion efficiencies (PCEs) of up to 3.16% (OHexDPTB) under simulated AM 1.5G irradiation (100 mW cm(-2)). (C) 2012 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2012.05.052

文献信息

• 2,1,3-Benzothiadiazole-containing donor–acceptor–acceptor dyes for dye-sensitized solar cells
  作者：Li-Yen Lin、Chih-Hung Tsai、Francis Lin、Tsung-Wei Huang、Shu-Hua Chou、Chung-Chih Wu、Ken-Tsung Wong

  DOI：10.1016/j.tet.2012.05.052

  日期：2012.9

  A series of organic dyes with a donor-acceptor-acceptor (D-A-A) configuration, in which various diarylthienylamine donors and a cyanoacrylic acid acceptor are bridged by a low-band-gap 2,1,3-benzothiadiazole acceptor, have been synthesized, characterized, and employed as photosensitizers for dye-sensitized solar cells (DSSCs). The adoption of 2,1,3-benzothiadiazole as the bridging acceptor endowed these tailor-made dyes with superior light-harvesting capabilities in comparison to their previously reported pyrimidine-based analogs. After fine-tuning the fabrication conditions, DSSCs based on these dyes showed solar spectral responses extending to the near-IR region and achieved power conversion efficiencies (PCEs) of up to 3.16% (OHexDPTB) under simulated AM 1.5G irradiation (100 mW cm(-2)). (C) 2012 Published by Elsevier Ltd.