4,7-bis(5-bromo-2-thienyl)[1,2,5]oxadiazolo[3,4-c]pyridine | 1007128-67-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: 4,7-bis(5-bromo-2-thienyl)[1,2,5]oxadiazolo[3,4-c]pyridine
• 英文别名: 4,7-Bis(5-bromothiophen-2-yl)-[1,2,5]oxadiazolo[3,4-c]pyridine；4,7-bis(5-bromothiophen-2-yl)-[1,2,5]oxadiazolo[3,4-c]pyridine
• CAS: 1007128-67-7
• 化学式: C₁₃H₅Br₂N₃OS₂
• 分子量: 443.142
• InChiKey: LZBZULKULSVPFT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  108
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4,7-bis(5-bromo-2-thienyl)[1,2,5]oxadiazolo[3,4-c]pyridine-6-carboxylic acid 以 various solvent(s) 为溶剂， 反应 0.5h， 以74%的产率得到4,7-bis(5-bromo-2-thienyl)[1,2,5]oxadiazolo[3,4-c]pyridine
  参考文献：
  名称：

  Toward a Rational Design of Poly(2,7-Carbazole) Derivatives for Solar Cells

  摘要：

  On the basis of theoretical models and calculations, several alternating polymeric structures have been investigated to develop optimized poly(2,7-carbazole) derivatives for solar cell applications. Selected low band gap alternating copolymers have been obtained via a Suzuki coupling reaction. A good correlation between DFT theoretical calculations performed on model compounds and the experimental HOMO, LUMO, and band gap energies of the corresponding polymers has been obtained. This study reveals that the alternating copolymer HOMO energy level is mainly fixed by the carbazole moiety, whereas the LUMO energy level is mainly related to the nature of the electron-withdrawing comonomer. However, solar cell performances are not solely driven by the energy levels of the materials. Clearly, the molecular weight and the overall organization of the polymers are other important key parameters to consider when developing new polymers for solar cells. Preliminary measurements have revealed hole mobilities of about 1 x 10(-3) cm(2).V-1.s(-1) and a power conversion efficiency (PCE) up to 3.6%. Further improvements are anticipated through a rational design of new symmetric low band gap poly(2,7-carbazole) derivatives.

  DOI：

  10.1021/ja0771989

文献信息

• Toward a Rational Design of Poly(2,7-Carbazole) Derivatives for Solar Cells
  作者：Nicolas Blouin、Alexandre Michaud、David Gendron、Salem Wakim、Emily Blair、Rodica Neagu-Plesu、Michel Belletête、Gilles Durocher、Ye Tao、Mario Leclerc

  DOI：10.1021/ja0771989

  日期：2008.1.1

  On the basis of theoretical models and calculations, several alternating polymeric structures have been investigated to develop optimized poly(2,7-carbazole) derivatives for solar cell applications. Selected low band gap alternating copolymers have been obtained via a Suzuki coupling reaction. A good correlation between DFT theoretical calculations performed on model compounds and the experimental HOMO, LUMO, and band gap energies of the corresponding polymers has been obtained. This study reveals that the alternating copolymer HOMO energy level is mainly fixed by the carbazole moiety, whereas the LUMO energy level is mainly related to the nature of the electron-withdrawing comonomer. However, solar cell performances are not solely driven by the energy levels of the materials. Clearly, the molecular weight and the overall organization of the polymers are other important key parameters to consider when developing new polymers for solar cells. Preliminary measurements have revealed hole mobilities of about 1 x 10(-3) cm(2).V-1.s(-1) and a power conversion efficiency (PCE) up to 3.6%. Further improvements are anticipated through a rational design of new symmetric low band gap poly(2,7-carbazole) derivatives.