monomer 2,6-bis(7-bromobenzo[c][1,2,5]thiadiazol-4-yl)-4-(undecan-6-yl)-4H-dithieno[3,2-b:2',3'-d]pyrrole | 1403780-61-9

• 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: monomer 2,6-bis(7-bromobenzo[c][1,2,5]thiadiazol-4-yl)-4-(undecan-6-yl)-4H-dithieno[3,2-b:2',3'-d]pyrrole
• 英文别名: 4,10-Bis(4-bromo-2,1,3-benzothiadiazol-7-yl)-7-undecan-6-yl-3,11-dithia-7-azatricyclo[6.3.0.02,6]undeca-1(8),2(6),4,9-tetraene；4,10-bis(4-bromo-2,1,3-benzothiadiazol-7-yl)-7-undecan-6-yl-3,11-dithia-7-azatricyclo[6.3.0.02,6]undeca-1(8),2(6),4,9-tetraene
• CAS: 1403780-61-9
• 化学式: C₃₁H₂₉Br₂N₅S₄
• 分子量: 759.677
• InChiKey: FSEMKXHYAGGJER-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12
• 重原子数：
  42
• 可旋转键数：
  11
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  169
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  4,7-二溴-2,1,3-苯并噻二唑 、 2,6-bis(trimethylstannyl)-4-(undecan-6-yl)-4H-dithieno[3,2-b:2',3'-d]pyrrole 在 copper(l) iodide 、 四(三苯基膦)钯 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以35%的产率得到monomer 2,6-bis(7-bromobenzo[c][1,2,5]thiadiazol-4-yl)-4-(undecan-6-yl)-4H-dithieno[3,2-b:2',3'-d]pyrrole
  参考文献：
  名称：

  Synthesis and photovoltaic properties of a donor-acceptor polymer containing both dithieno[3,2-b:2′,3′-d]pyrrole and fluorene as donor units

  摘要：

  A new donor-acceptor polymer (PDTPDBF), containing both dithieno[3,2-b:2',3'-d]pyrrole (DTP) and fluorene as electron-donating units and benzo-2,1,3-thiadiazole (BT) as electron-accepting unit, was synthesized by Suzuki coupling reaction. Its optical, thermal, electrochemical and photovoltaic properties have been investigated. Compared with typical DTP-based donor-acceptor polymers, PDTPDBF showed a distinct low HOMO level (-5.47 eV). Theoretical calculation attributed this low-lying HOMO level to both the weaker electron-donating ability of the fluorene unit and the moderately twisted conformation between the fluorene unit and the BT unit. Polymer solar cells (PSCs) based on PDTPDBF and PC71BM (1:2, w/w) exhibited an open circuit voltage of 0.84 V and a power conversion efficiency (PCE) of 4.2%, both of which are relatively high values for DTP-based photovoltaic polymers. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.polymer.2012.09.013