5-(6-bromohexyl)-10,11-dihydro-5H-dibenzo[b,f]azepine | 675585-17-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯氮卓类
• 英文名称: 5-(6-bromohexyl)-10,11-dihydro-5H-dibenzo[b,f]azepine
• 英文别名: 11-(6-bromohexyl)-5,6-dihydrobenzo[b][1]benzazepine
• CAS: 675585-17-8
• 化学式: C₂₀H₂₄BrN
• 分子量: 358.321
• InChiKey: RZVPMGDCXIZBCD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.88
• 重原子数：
  22.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  3.24
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  5-(6-bromohexyl)-10,11-dihydro-5H-dibenzo[b,f]azepine 在 N-溴代丁二酰亚胺(NBS) 、 四(三苯基膦)钯 、 水 、 potassium carbonate 、 三氯氧磷 作用下， 以 四氢呋喃 、 水 、 二甲基亚砜 、 1,2-二氯乙烷 、 甲苯 为溶剂， 反应 144.25h， 生成 5-(8-(4-(diphenylamino)phenyl)-5-(6-hydroxyhexyl)-10,11-dihydro-5H-dibenzo[b,f]azepin-2-yl)thiophene-2-carbaldehyde
  参考文献：
  名称：

  Synthesis and photovoltaic performance of dihydrodibenzoazepine-based sensitizers with additional lateral anchor

  摘要：

  Three novel metal-free organic dyes with dihydro-5H-dibenzo[b,f]azepine as a donor and cyanoacrylic acid as an anchoring unit were designed as an innovative linear skeleton of D-D-pi-A type of organic dyes. The conversion efficiency of the derived dye-sensitized solar cells is moderate. Among them, the dye with a hydroxy group as an additional anchoring moiety exhibited the highest UV-Vis absorption with a maximum molar extinction coefficient of 24,136 M-1 cm(-1) at lambda(max) = 458 nm and the best photovoltaic performance with an overall power conversion efficiency of 4.88%, while the dye with a carboxy group as an additional anchoring moiety exhibited the lowest conversion efficiency (4.52%). The results show that the dye loading on the film and photovoltaic performance of the dyes were influenced by the additional anchoring units. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2013.08.023
• 作为产物：
  描述：

  1,6-二溴己烷 、 亚氨基二苄 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以73.4%的产率得到5-(6-bromohexyl)-10,11-dihydro-5H-dibenzo[b,f]azepine
  参考文献：
  名称：

  Synthesis and photovoltaic performance of dihydrodibenzoazepine-based sensitizers with additional lateral anchor

  摘要：

  Three novel metal-free organic dyes with dihydro-5H-dibenzo[b,f]azepine as a donor and cyanoacrylic acid as an anchoring unit were designed as an innovative linear skeleton of D-D-pi-A type of organic dyes. The conversion efficiency of the derived dye-sensitized solar cells is moderate. Among them, the dye with a hydroxy group as an additional anchoring moiety exhibited the highest UV-Vis absorption with a maximum molar extinction coefficient of 24,136 M-1 cm(-1) at lambda(max) = 458 nm and the best photovoltaic performance with an overall power conversion efficiency of 4.88%, while the dye with a carboxy group as an additional anchoring moiety exhibited the lowest conversion efficiency (4.52%). The results show that the dye loading on the film and photovoltaic performance of the dyes were influenced by the additional anchoring units. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2013.08.023