3,3'-(5,5'-(9,9-dioctyl-9H-fluorene-2,7-diyl)bis(thiophene-5,2-diyl))bis(2-(2-ethylhexyl)-4-(2-ethylhexyloxy)-6-(thiophen-2-yl)-pyrrolo[3,4-c]pyrrol-1(2H)-one) | 1380497-23-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 3,3'-(5,5'-(9,9-dioctyl-9H-fluorene-2,7-diyl)bis(thiophene-5,2-diyl))bis(2-(2-ethylhexyl)-4-(2-ethylhexyloxy)-6-(thiophen-2-yl)-pyrrolo[3,4-c]pyrrol-1(2H)-one)
• 英文别名: 3-(2-Ethylhexoxy)-4-[5-[7-[5-[3-(2-ethylhexoxy)-5-(2-ethylhexyl)-6-oxo-1-thiophen-2-ylpyrrolo[3,4-c]pyrrol-4-yl]thiophen-2-yl]-9,9-dioctylfluoren-2-yl]thiophen-2-yl]-5-(2-ethylhexyl)-1-thiophen-2-ylpyrrolo[3,4-c]pyrrol-6-one
• CAS: 1380497-23-3
• 化学式: C₈₉H₁₁₈N₄O₄S₄
• 分子量: 1436.2
• InChiKey: NGWHLBGJROCFCZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  28.2
• 重原子数：
  101
• 可旋转键数：
  46
• 环数：
  11.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  197
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  3-(5-bromothiophen-2-yl)-2-(2-ethylhexyl)-4-(2-ethylhexyloxy)-6-(thiophen-2-yl)pyrrolo[3,4-c]pyrrol-1(2H)-one 、 9,9-二辛基芴-2,7-双(硼酸频哪醇酯) 在 四(三苯基膦)钯 、 potassium carbonate 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 18.0h， 以50%的产率得到3,3'-(5,5'-(9,9-dioctyl-9H-fluorene-2,7-diyl)bis(thiophene-5,2-diyl))bis(2-(2-ethylhexyl)-4-(2-ethylhexyloxy)-6-(thiophen-2-yl)-pyrrolo[3,4-c]pyrrol-1(2H)-one)
  参考文献：
  名称：

  Family of Diazapentalene Chromophores and Narrow-Band-Gap Polymers: Synthesis, Halochromism, Halofluorism, and Visible–Near Infrared Photodetectivity

  摘要：

  A family of pyrrolo[3,4-c]pyrrol-1(2H)-one (PPO) and 2,5-diazapentalene (DAP) chromophores and DAP-containing polymers were synthesized, and their optical and electrochemical properties were studied. PPO and DAP chromophores are readily obtained by chemical transformation of the lactam unit in diketopyrrolopyrrole (DPP) dyes and can be used as versatile building blocks for construction of a variety of conjugated low-band-gap compounds and polymers. In comparison with the DPP chromophores, PPO and DAP chromophores have narrower energy gaps and low-lying HOMO levels in the order DPP > PPO > DAP. Interestingly, the PPO and DAP chromophores exhibit unique visible and near-infrared halochromic and halofluoric properties. The emission spectrum of DAP-containing polymer 6d covers the telecommunication window including the wavelength of 1310 nm. The photodetector with a device configuration of ITO/PEDOT:PSS (35 nm)/active layer (100 nm)/Al (100 nm) was fabricated using a blend of polymer 6d and [6,6]-phenyl-C-61-butyric acid methyl ester (PC61BM) in a weight ratio of 1:3 as the active layer and exhibited photocurrent spectral response from 400 to 1000 nm and the detectivity in an order of 10(11) Jones at 800 nm.

  DOI：

  10.1021/cm300938s