4,7-bis(2-(trimethylsilyl)ethynyl)-5,6-bis(octyloxy)benzo[c][1,2,5]thiadiazole | 1427163-47-0

• 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: 4,7-bis(2-(trimethylsilyl)ethynyl)-5,6-bis(octyloxy)benzo[c][1,2,5]thiadiazole
• CAS: 1427163-47-0
• 化学式: C₃₂H₅₂N₂O₂SSi₂
• 分子量: 585.014
• InChiKey: MPMWMTHHHHOHEL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.63
• 重原子数：
  39.0
• 可旋转键数：
  16.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  44.24
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  4,7-bis(2-(trimethylsilyl)ethynyl)-5,6-bis(octyloxy)benzo[c][1,2,5]thiadiazole 在 四丁基氟化铵 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以74%的产率得到4,7-diethynyl-5,6-bis(octyloxy)benzo[c][1,2,5]thiadiazole
  参考文献：
  名称：

  Ethynylene-containing donor-acceptor alternating conjugated polymers: Synthesis and photovoltaic properties

  摘要：

  AbstractFour ethynylene‐containing donor‐acceptor alternating conjugated polymers P1–P4 with 2,5‐bis(dodecyloxy) substituted phenylene or carbazole as the donor unit and benzothiadiazole (BTZ) as the acceptor unit were synthesized and used as donor polymers in bulk heterojunction polymer solar cells. The optical, electrochemical, and photovoltaic properties of these four polymers with the ethylene unit located at different positions of the polymer chains were systematically investigated. Our results demonstrated that absorption spectra and the HOMO and LUMO energy levels of polymers could be tuned by varying the position of the ethynylene unit in the polymer chains. Photovoltaic devices based on polymer/PC71BM blend films spin coated from chloroform and dichlorobenzene solutions were investigated. For all four polymers, open circuit voltages (Voc) higher than 0.8 V were obtained. P4, with ethynylene unit between BTZ and thiophene, shows the best performance among these four polymers, with a Voc of 0.94 V, a Jsc of 4.2 mA/cm2, an FF of 0.40, and a PCE of 1.6%. © 2012 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2013

  DOI：

  10.1002/pola.26396
• 作为产物：
  描述：

  4,7-二溴-5,6-双(辛氧基)-2,1,3-苯并噻二唑 、 三甲基乙炔基硅 在 copper(l) iodide 、 四(三苯基膦)钯 、 三乙胺 作用下， 反应 24.0h， 以92%的产率得到4,7-bis(2-(trimethylsilyl)ethynyl)-5,6-bis(octyloxy)benzo[c][1,2,5]thiadiazole
  参考文献：
  名称：

  Ethynylene-containing donor-acceptor alternating conjugated polymers: Synthesis and photovoltaic properties

  摘要：

  AbstractFour ethynylene‐containing donor‐acceptor alternating conjugated polymers P1–P4 with 2,5‐bis(dodecyloxy) substituted phenylene or carbazole as the donor unit and benzothiadiazole (BTZ) as the acceptor unit were synthesized and used as donor polymers in bulk heterojunction polymer solar cells. The optical, electrochemical, and photovoltaic properties of these four polymers with the ethylene unit located at different positions of the polymer chains were systematically investigated. Our results demonstrated that absorption spectra and the HOMO and LUMO energy levels of polymers could be tuned by varying the position of the ethynylene unit in the polymer chains. Photovoltaic devices based on polymer/PC71BM blend films spin coated from chloroform and dichlorobenzene solutions were investigated. For all four polymers, open circuit voltages (Voc) higher than 0.8 V were obtained. P4, with ethynylene unit between BTZ and thiophene, shows the best performance among these four polymers, with a Voc of 0.94 V, a Jsc of 4.2 mA/cm2, an FF of 0.40, and a PCE of 1.6%. © 2012 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2013

  DOI：

  10.1002/pola.26396