1,4-bis(5-(6-ethoxynaphthalen-2-yl)thiophen-2-yl)-3,6-bis(2-ethylhexylthio)pyrrolo[3,4-c]pyrrole | 1370507-72-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1,4-bis(5-(6-ethoxynaphthalen-2-yl)thiophen-2-yl)-3,6-bis(2-ethylhexylthio)pyrrolo[3,4-c]pyrrole
• 英文别名: 1,4-Bis[5-(6-ethoxynaphthalen-2-yl)thiophen-2-yl]-3,6-bis(2-ethylhexylsulfanyl)pyrrolo[3,4-c]pyrrole；1,4-bis[5-(6-ethoxynaphthalen-2-yl)thiophen-2-yl]-3,6-bis(2-ethylhexylsulfanyl)pyrrolo[3,4-c]pyrrole
• CAS: 1370507-72-4
• 化学式: C₅₄H₆₀N₂O₂S₄
• 分子量: 897.347
• InChiKey: YEYALATVBZDQFP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  17.3
• 重原子数：
  62
• 可旋转键数：
  22
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  150
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  1,4-bis(2-ethylhexylthio)-3,6-di(thiophen-2-yl)pyrrolo[3,4-c]-pyrrole 在 potassium phosphate 、 N-溴代丁二酰亚胺(NBS) 、 四(三苯基膦)钯 、 甲基三辛基氯化铵 作用下， 以 氯仿 、 甲苯 为溶剂， 反应 24.0h， 生成 1,4-bis(5-(6-ethoxynaphthalen-2-yl)thiophen-2-yl)-3,6-bis(2-ethylhexylthio)pyrrolo[3,4-c]pyrrole
  参考文献：
  名称：

  近红外热致变色二氮杂戊烯染料

  摘要：

  可见一系列具有可调能隙的含2,5-二氮杂戊烯的染料，对各种酸的近红外卤代变色，其质子化的对应物代表一类新的热致变色材料，其近红外吸收在室温下开启，在高于室温时关闭50°C。

  DOI：

  10.1002/adma.201104711

文献信息

• Family of Diazapentalene Chromophores and Narrow-Band-Gap Polymers: Synthesis, Halochromism, Halofluorism, and Visible–Near Infrared Photodetectivity
  作者：Gang Qian、Ji Qi、James A. Davey、James S. Wright、Zhi Yuan Wang

  DOI：10.1021/cm300938s

  日期：2012.6.26

  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.