3'-dodecyl-2,2'-bithiophene-5-carbaldehyde | 1252574-70-1

• 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: 3'-dodecyl-2,2'-bithiophene-5-carbaldehyde
• CAS: 1252574-70-1
• 化学式: C₂₁H₃₀OS₂
• 分子量: 362.601
• InChiKey: MQKXDHPIMXWOCM-UHFFFAOYSA-N

物化性质

• 沸点：
  489.2±45.0 °C(Predicted)
• 密度：
  1.056±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.75
• 重原子数：
  24.0
• 可旋转键数：
  13.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  17.07
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  肌氨酸 、 3'-dodecyl-2,2'-bithiophene-5-carbaldehyde 、 足球烯 以 氯苯 为溶剂， 以28%的产率得到
  参考文献：
  名称：

  Small-Molecule Thiophene-C₆₀ Dyads As Compatibilizers in Inverted Polymer Solar Cells

  摘要：

  This study details the synthesis and characterization of thiophene-C-60 derivatives, nT-C-60, as compatibilizers for inverted bulk-heterojunction organic solar cells comprising poly(3-hexylthiophene), P3HT, and [6,6]-phenyl-C-61-butyric acid methyl ester, PCBM. We find that the extent with which these compatibilizers can reduce interfacial energy and prevent domain coarsening and macrophase separation in active layers depends strongly on their molecular architecture. 4T-C-60 is the most effective among the derivatives tested; its incorporation at 5 wt % to P3HT and PCBM effectively suppresses macrophase separation, even upon extended thermal annealing of the active layers. In sharp contrast to 4T-C-60, 8T-C-60 is miscible with P3HT. The addition of 8T-C-60 to active layers of inverted solar cells therefore does not arrest macrophase separation on extended annealing. 2T-C-60 is also ineffective as a compatibilizing agent, presumably because its thiophene segment is too short so its presence at the interface between P3HT and PCBM does not increase interfacial adhesion.

  DOI：

  10.1021/cm102126a
• 作为产物：
  描述：

  5-溴噻吩-2-甲醛 、 2-溴-3-十二烷基噻吩 在 正丁基锂 、 三丁基氯化锡 作用下， 以 四氢呋喃 为溶剂， 反应 7.0h， 以296.6 mg的产率得到3'-dodecyl-2,2'-bithiophene-5-carbaldehyde
  参考文献：
  名称：

  Small-Molecule Thiophene-C₆₀ Dyads As Compatibilizers in Inverted Polymer Solar Cells

  摘要：

  This study details the synthesis and characterization of thiophene-C-60 derivatives, nT-C-60, as compatibilizers for inverted bulk-heterojunction organic solar cells comprising poly(3-hexylthiophene), P3HT, and [6,6]-phenyl-C-61-butyric acid methyl ester, PCBM. We find that the extent with which these compatibilizers can reduce interfacial energy and prevent domain coarsening and macrophase separation in active layers depends strongly on their molecular architecture. 4T-C-60 is the most effective among the derivatives tested; its incorporation at 5 wt % to P3HT and PCBM effectively suppresses macrophase separation, even upon extended thermal annealing of the active layers. In sharp contrast to 4T-C-60, 8T-C-60 is miscible with P3HT. The addition of 8T-C-60 to active layers of inverted solar cells therefore does not arrest macrophase separation on extended annealing. 2T-C-60 is also ineffective as a compatibilizing agent, presumably because its thiophene segment is too short so its presence at the interface between P3HT and PCBM does not increase interfacial adhesion.

  DOI：

  10.1021/cm102126a