N,N′-bis(2-decyl-1-tetradecyl)-2,6-bis(5′-bromo-4′-hexylthiophenyl)naphthalene-1,4,5,8-tetracarboxylic acid bisimide | 1415964-45-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: N,N′-bis(2-decyl-1-tetradecyl)-2,6-bis(5′-bromo-4′-hexylthiophenyl)naphthalene-1,4,5,8-tetracarboxylic acid bisimide
• 英文别名: 2,9-Bis(5-bromo-4-hexylthiophen-2-yl)-6,13-bis(2-decyltetradecyl)-6,13-diazatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),2,4(16),8,10-pentaene-5,7,12,14-tetrone
• CAS: 1415964-45-2
• 化学式: C₈₂H₁₂₈Br₂N₂O₄S₂
• 分子量: 1429.87
• InChiKey: APPQURPKUAFNSO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  35.4
• 重原子数：
  92
• 可旋转键数：
  56
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  131
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  N,N′-bis(2-decyl-1-tetradecyl)-2,6-bis(4′-hexylthiophenyl)-naphthalene-1,4,5,8-tetracarboxylic acid bisimide 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 四氢呋喃 为溶剂， 反应 16.0h， 以93%的产率得到N,N′-bis(2-decyl-1-tetradecyl)-2,6-bis(5′-bromo-4′-hexylthiophenyl)naphthalene-1,4,5,8-tetracarboxylic acid bisimide
  参考文献：
  名称：

  All-Polymer Solar Cells Based on Fully Conjugated Block Copolymers Composed of Poly(3-hexylthiophene) and Poly(naphthalene bisimide) Segments

  摘要：

  Fully conjugated donor acceptor block copolymers composed of poly(3-hexylthiophene) and poly(naphthalene bisimide) segments, P3HT-PNBI-P3HTs, were synthesized using quasi-living Grignard metathesis polymerization and the Yamamoto coupling reaction. Broad absorption in a range of 350-850 nm, which corresponded to the optical band gap of 1.46 eV, was observed for the P3HT-PNBI-P3HT thin films. In addition, the optical band gap decreased to 1.38 eV (the light absorption band extended to 893 nm) by thermal annealing, which was much smaller than those of previously reported donor-acceptor block copolymers (1.6-1.8 eV). The annealed P3HT:P3HT-PNBI-P3HT blend film (1:1 by weight) also exhibited broad absorption in the range of 350-950 nm. Cyclic voltammetry demonstrated that the P3HT-PNBI-P3HT thin films exhibited the oxidation and reduction properties derived from the P3HT and PNBI segments. The HOMO and LUMO levels were in the range of 5.57-5.60 and 4.22-4.27 eV, respectively. All-polymer solar cells using the P3HT:P3HT-PNBI-P3HT blend films achieved a power conversion efficiency of 1.28% with open-circuit voltage of 0.56 V, short-current of 4.57 mA/cm(2), and fill factor of 0.50.

  DOI：

  10.1021/ma302170e