2-[3-(4-(N-(4-formylphenyl)-N-phenyl)amino)phenyl-4-hexylthiophen-2-yl]-5-(3-formyl-4-hexylthiophen-2-yl)thiazolo[5,4-d]thiazole | 1446137-44-5

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-[3-(4-(N-(4-formylphenyl)-N-phenyl)amino)phenyl-4-hexylthiophen-2-yl]-5-(3-formyl-4-hexylthiophen-2-yl)thiazolo[5,4-d]thiazole
• CAS: 1446137-44-5
• 化学式: C₄₃H₄₃N₃OS₄
• 分子量: 746.098
• InChiKey: JXGWGVBXQDNJHF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.4
• 重原子数：
  51.0
• 可旋转键数：
  17.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  46.09
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  2-[3-(4-(N-(4-formylphenyl)-N-phenyl)amino)phenyl-4-hexylthiophen-2-yl]-5-(3-formyl-4-hexylthiophen-2-yl)thiazolo[5,4-d]thiazole 、 氰乙酸乙酯 在 哌啶 、 溶剂黄146 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 48.0h， 以55%的产率得到2-[3-(4-(N-((2-Ethoxycarbonyl-2-nitryl)vinyl)phenyl-N-phenyl)amino)phenyl-4-hexylthiophen-2-yl]-5-(4-hexylthiophen-2-yl)thiazolo[5,4-d]thiazole
  参考文献：
  名称：

  An unusual thiazolo[5,4-d]thiazole sensitizer for dye-sensitized solar cells

  摘要：

  A novel unsymmetrical thiazolo[5,4-d]thiazole, TZ1, endowed with an unusual pi-D-A structure featuring a highly conjugated light-harvesting backbone, has been synthesized and characterized from the photo- and electrochemical point of view. Although its structure did not resemble that of typical organic sensitizers, the new compound showed properties compatible with its employment in dye-sensitized solar cells. The experimental findings were supported by the results of DFT calculations. Indeed, when tested as a sensitizer in dye-sensitized solar cells, compound TZ1 gave rise to a high average open-circuit voltage (V-oc) of 0.712 V and an average short-circuit current (J(sc)) of 7.0 mA cm(-2), resulting in a power conversion efficiency (eta) of 2.55%. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.05.059
• 作为产物：
  描述：

  2,5-bis(4-hexylthiophen-2-yl)thiazolo[5,4-d]thiazole 在 N-溴代丁二酰亚胺(NBS) 、 四(三苯基膦)钯 、 sodium carbonate 、 溶剂黄146 、 三氯氧磷 作用下， 以 二氯甲烷 、 氯仿 、 水 、 1,2-二氯乙烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.5h， 生成 2-[3-(4-(N-(4-formylphenyl)-N-phenyl)amino)phenyl-4-hexylthiophen-2-yl]-5-(3-formyl-4-hexylthiophen-2-yl)thiazolo[5,4-d]thiazole
  参考文献：
  名称：

  An unusual thiazolo[5,4-d]thiazole sensitizer for dye-sensitized solar cells

  摘要：

  A novel unsymmetrical thiazolo[5,4-d]thiazole, TZ1, endowed with an unusual pi-D-A structure featuring a highly conjugated light-harvesting backbone, has been synthesized and characterized from the photo- and electrochemical point of view. Although its structure did not resemble that of typical organic sensitizers, the new compound showed properties compatible with its employment in dye-sensitized solar cells. The experimental findings were supported by the results of DFT calculations. Indeed, when tested as a sensitizer in dye-sensitized solar cells, compound TZ1 gave rise to a high average open-circuit voltage (V-oc) of 0.712 V and an average short-circuit current (J(sc)) of 7.0 mA cm(-2), resulting in a power conversion efficiency (eta) of 2.55%. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.05.059