2-Methylhexan-2-yl 4-[5,7-bis(5-bromothiophen-2-yl)-3-[4-(2-methylhexan-2-yloxycarbonyl)phenyl]thieno[3,4-b]pyrazin-2-yl]benzoate | 1207460-64-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 双噻吩和低聚噻吩
• 英文名称: 2-Methylhexan-2-yl 4-[5,7-bis(5-bromothiophen-2-yl)-3-[4-(2-methylhexan-2-yloxycarbonyl)phenyl]thieno[3,4-b]pyrazin-2-yl]benzoate
• CAS: 1207460-64-7
• 化学式: C₄₂H₄₂Br₂N₂O₄S₃
• 分子量: 894.812
• InChiKey: JHHJIGNSVOSTIV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.5
• 重原子数：
  53
• 可旋转键数：
  16
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  163
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  2-Methylhexan-2-yl 4-[3-[4-(2-methylhexan-2-yloxycarbonyl)phenyl]-5,7-di(thiophen-2-yl)thieno[3,4-b]pyrazin-2-yl]benzoate 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 四氢呋喃 为溶剂， 生成 2-Methylhexan-2-yl 4-[5,7-bis(5-bromothiophen-2-yl)-3-[4-(2-methylhexan-2-yloxycarbonyl)phenyl]thieno[3,4-b]pyrazin-2-yl]benzoate
  参考文献：
  名称：

  Photovoltaic Performance of Polymers Based on Dithienylthienopyrazines Bearing Thermocleavable Benzoate Esters

  摘要：

  Thermocleavable low-band-gap polymers based on dithienylthienopyrazines were prepared and copolymerized with different donor units like dialkoxybenzene, fluorene, thiophene, and cyclopentadithiophene (CPDT) using both Stille and Suzuki cross-coupling reactions. In the solid state the band gaps are in the range of 1.17-1.37eV. The polymers were explored as donor materials in bulk heterojunction solar cells together with PCBM as the acceptor material where they were shown to exhibit a photoresponse in the full absorption range up to 900 nm and power conversion efficiencies of up to 1.21% under I sun irradiation. A red shift of the absorption edge on going from solution to the solid film was observed for all the polymers. Thermogravimetric analysis of the polymers in the temperature range from 25 to 500 degrees C showed a weight loss at just above 200 degrees C, corresponding to loss of the tertiary ester groups, and a second weight loss above 400 degrees C, corresponding to loss of CO(2) and decomposition. Upon thermocleavage the power conversion efficiency decreased for all the polymers while the polymer films became insoluble which was desired in the context of multilayer film processing. Thermocleavable low-band-gap materials can potentially offer better light harvesting, better operational stability, and a higher level of permissible processing conditions due to the insolubility of thermocleaved films in all solvents.

  DOI：

  10.1021/ma9024812