1,3-dibromo-5,7-dihexyl-4H,8H-benzo[1,2-c:4,5-c']dithiophene-4,8-dione | 1379515-89-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,3-dibromo-5,7-dihexyl-4H,8H-benzo[1,2-c:4,5-c']dithiophene-4,8-dione
• CAS: 1379515-89-5
• 化学式: C₂₂H₂₆Br₂O₂S₂
• 分子量: 546.387
• InChiKey: OQHXVXHHRQYEOE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.36
• 重原子数：
  28.0
• 可旋转键数：
  10.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  34.14
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  2,5-dihexylthiophene 、 2,5-dibromothiophene-3,4-dicarbonyl dichloride 在 aluminum (III) chloride 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以74%的产率得到1,3-dibromo-5,7-dihexyl-4H,8H-benzo[1,2-c:4,5-c']dithiophene-4,8-dione
  参考文献：
  名称：

  Synthesis, Properties, and Photovoltaic Performances of Donor–Acceptor Copolymers Having Dioxocycloalkene-Annelated Thiophenes As Acceptor Monomer Units

  摘要：

  New donor acceptor-type copolymers containing dioxocycloalkene-annelated thiophenes as electron-accepting units have been designed and synthesized for application to p-type organic semiconducting materials in organic photovoltaics. The investigation of their photophysical and electrochemical properties revealed that these copolymers possessed low optical bandgaps (from 1.63 to 1.92 eV) and low-lying HOMO energy levels (from -5.41 to -5.33 eV). Organic field-effect transistor measurements revealed that these copolymers had hole-transporting characteristics with mobilities on the order of 10(-7)-10(-4) cm(2) V-1 s(-1). The bulk-heterojunction photovoltaic devices fabricated from blends of these copolymers with fullerene derivatives as acceptors showed high power conversion efficiencies of up to 4.87%, with an open-circuit voltage of 0.90 V, a short-circuit current of 11.46 mA cm(-2), and a fill factor of 0.48 under air mass 1.5 simulated solar illumination.

  DOI：

  10.1021/ma300742r