2-bromo-5-(5-bromo-4-(4-(n-octyl)phenyl)thiophen-2-yl)-3-(4-(n-octyl)phenyl)thiophene | 1315611-59-6

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 2-bromo-5-(5-bromo-4-(4-(n-octyl)phenyl)thiophen-2-yl)-3-(4-(n-octyl)phenyl)thiophene
• CAS: 1315611-59-6
• 化学式: C₃₆H₄₄Br₂S₂
• 分子量: 700.685
• InChiKey: IFFXZMMTASWOSV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.14
• 重原子数：
  40.0
• 可旋转键数：
  17.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  2-bromo-3-(4-(n-octyl)phenyl)thiophene 在 potassium fluoride 、 二(氰基苯)二氯化钯 、 silver nitrate 作用下， 以 二甲基亚砜 为溶剂， 以28%的产率得到2-bromo-5-(5-bromo-4-(4-(n-octyl)phenyl)thiophen-2-yl)-3-(4-(n-octyl)phenyl)thiophene
  参考文献：
  名称：

  Steric Control of the Donor/Acceptor Interface: Implications in Organic Photovoltaic Charge Generation

  摘要：

  The performance of organic photovoltaic (OPV) devices is currently limited by modest short-circuit current densities. Approaches toward improving this output parameter may provide new avenues to advance OPV technologies and the basic science of charge transfer in organic semiconductors. This work highlights how steric control of the charge separation interface can be effectively tuned in OPV devices. By introducing an octylphenyl substituent onto the investigated polymer backbones, the thermally relaxed charge-transfer state, and potentially excited charge-transfer states, can be raised in energy. This decreases the barrier to charge separation and results in increased photocurrent generation. This finding is of particular significance for nonfullerene OPVs, which have many potential advantages such as tunable energy levels and spectral breadth, but are prone to poor exciton separation efficiencies. Computational, spectroscopic, and synthetic methods were combined to develop a structure-property relationship that correlates polymer substituents with charge-transfer state energies and, ultimately, device efficiencies.

  DOI：

  10.1021/ja203235z