2,7-dibromo-N-hexadecylcarbazole | 544436-48-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,7-dibromo-N-hexadecylcarbazole
• 英文别名: 2,7-dibromo-9-hexadecyl-9H-carbazole；2,7-Dibromo-9-hexadecylcarbazole
• CAS: 544436-48-8
• 化学式: C₂₈H₃₉Br₂N
• 分子量: 549.432
• InChiKey: MKRVJWDJQURYLA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.4
• 重原子数：
  31
• 可旋转键数：
  15
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  4.9
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  2,7-dibromo-N-hexadecylcarbazole 、 (1,2,2-triphenylvinyl)boronic acid 在 四(三苯基膦)钯 、 四丁基溴化铵 、 potassium carbonate 作用下， 以 水 、 甲苯 为溶剂， 反应 48.0h， 以5.7%的产率得到2-bromo-9-hexadecyl-7-(1,2,2-triphenylvinyl)-9H-carbazole
  参考文献：
  名称：

  Luminescent nanofibers fabricated from triphenylvinyl substituted carbazole derivatives via organogelation for sensing gaseous nitroaromatics

  摘要：

  New triphenylvinyl substituted carbazole derivatives TPEICE, TPEC and TPECBr have been synthesized. They could self-assemble into nanofibers via organogelation processes in some organic solvents. Notably, the obtained xerogel-based films could emit strong fluorescence although the three compounds were non-emissive in solutions, indicating AIE in gel phases. The emission of TPEICE and TPEC in xerogel-based films could be quenched significantly upon exposed to gaseous DNT and TNT, while TPECBr could not sense nitro compounds on account of its poor electron donating ability. We also found that reversibility of the fluorescence response of TPEC was better than TPEICE because the photo-induced electron transfer would happen during the recognition of nitroaromatics for TPEICE and TPEC, except for the formation of charge transfer complex between TPEICE and nitro compounds. Therefore, the different fluorescence response behaviors of TPEICE, TPEC and TPECBr towards nitroaromatics were resulted from their different electron donating abilities. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2015.02.022
• 作为产物：
  描述：

  2,7-二溴咔唑 、 溴代十六烷 、 sodium hydroxide 在 1-Butanaminium,N,N,N-tributyl-, sulfide (1:1) 丙酮 、 甲苯 、 氯化钠 、 magnesium sulfate 、 silica gel 60—hexane 作用下， 以 丙酮 为溶剂， 反应 5.0h， 以to give 2,7-dibromo-9-hexadecylcarbazole as a colourless powder (11.32 g, 86% yield)的产率得到2,7-dibromo-N-hexadecylcarbazole
  参考文献：
  名称：

  2, 7-Substituted carbazoles and oligomers, polymers and co-polymers thereof

  摘要：

  式I中的一个carbazole，其中R1和R2各自独立地是卤素、B（OH）2、B（OR7）2、Sn（R6）、C1-20烃基或含有一个或多个杂原子的C1-20烃基，R3为H、卤素、C1-20烃基、含有一个或多个杂原子的C1-20烃基或氰基，R4和R5各自独立地是H、卤素、C1-20烃基、含有一个或多个杂原子的C1-20烃基或氰基，R7和R8各自独立地是C1-20烃基，但当R3为正辛基时，R4和R5不能同时为H，并且还包括其共轭寡聚物、聚合物和共聚物。例如，这些寡聚物、聚合物和共聚物的实施形式可以形成薄膜，这些薄膜可以用于电子器件中。

  公开号：

  US20050119491A1

文献信息

• Luminescent nanofibers fabricated from triphenylvinyl substituted carbazole derivatives via organogelation for sensing gaseous nitroaromatics
  作者：Peng Gong、Jingbo Sun、Pengchong Xue、Chong Qian、Zhenqi Zhang、Jiabao Sun、Ran Lu

  DOI：10.1016/j.dyepig.2015.02.022

  日期：2015.7

  New triphenylvinyl substituted carbazole derivatives TPEICE, TPEC and TPECBr have been synthesized. They could self-assemble into nanofibers via organogelation processes in some organic solvents. Notably, the obtained xerogel-based films could emit strong fluorescence although the three compounds were non-emissive in solutions, indicating AIE in gel phases. The emission of TPEICE and TPEC in xerogel-based films could be quenched significantly upon exposed to gaseous DNT and TNT, while TPECBr could not sense nitro compounds on account of its poor electron donating ability. We also found that reversibility of the fluorescence response of TPEC was better than TPEICE because the photo-induced electron transfer would happen during the recognition of nitroaromatics for TPEICE and TPEC, except for the formation of charge transfer complex between TPEICE and nitro compounds. Therefore, the different fluorescence response behaviors of TPEICE, TPEC and TPECBr towards nitroaromatics were resulted from their different electron donating abilities. (C) 2015 Elsevier Ltd. All rights reserved.
• 2, 7 - SUBSTITUTED CARBAZOLES AND OLIGOMERS, POLYMERS AND CO-POLYMERS THEREOF
  申请人：THE UNIVERSITY OF SHEFFIELD

  公开号：EP1453802A1

  公开（公告）日：2004-09-08
• [EN] 2, 7 - SUBSTITUTED CARBAZOLES AND OLIGOMERS, POLYMERS AND CO-POLYMERS THEREOF<br/>[FR] CARBAZOLES 2,7-SUBSTITUES ET LEURS OLIGOMERES, POLYMERES ET COPOLYMERES
  申请人：UNIV SHEFFIELD

  公开号：WO2003050086A1

  公开（公告）日：2003-06-19

  A carbazole of formula I wherein R1 and R2 are each independently halo, B(OH)2, B(OR7)2, Sn(R8)3, C1-20 hydrocarbyl, or C1-20 hydrocarbyl comprising one or more hetero atoms, R3 is H, halo, C1-20 hydrocarbyl, C1-20 hydrocarbyl comprising one or more heteroatoms, or cyano, R4 and R5 are each independently H, halo, C1-20 hydrocarbyl, C1-20 hydrocarbyl comprising one or more heteroatoms, or cyano, and R7 and R8 are each independently C1-20 hydrocarbyl, provided that R4 and R5 are not both H when R3 is n-octyl, and conjugated oligomers, polymers and co-polymers thereof. Embodiments of the oligomers, polymers and co-polymers can, for example, be formed into films which can be incorporated into electronic devices.
• 2, 7-Substituted carbazoles and oligomers, polymers and co-polymers thereof
  申请人：Iraqi Ahmed

  公开号：US20050119491A1

  公开（公告）日：2005-06-02

  A carbazole of formula I wherein R 1 and R 2 are each independently halo, B(OH) 2 , B(OR 7 ) 2 , Sn(R 6 ), C 1-20 hydrocarbyl, or C 1-20 hydrocarbyl comprising one or more hetero atoms, R 3 is H, halo, C 1-20 hydrocarbyl, C 1-20 hydrocarbyl comprising one or more heteroatoms, or cyano, R 4 and R 5 are each independently H, halo, C 1-20 hydrocarbyl, C l-20 hydrocarbyl comprising one or more heteroatoms, or cyano, and R 7 and R 8 are each independently C 1-20 hydrocarbyl, provided that R 4 and R 5 are not both H when R 3 is n-octyl, and conjugated oligomers, polymers and co-polymers thereof. Embodiments of the oligomers, polymers and co-polymers can, for example, be formed into films which can be incorporated into electronic devices.

  式I中的一个carbazole，其中R1和R2各自独立地是卤素、B（OH）2、B（OR7）2、Sn（R6）、C1-20烃基或含有一个或多个杂原子的C1-20烃基，R3为H、卤素、C1-20烃基、含有一个或多个杂原子的C1-20烃基或氰基，R4和R5各自独立地是H、卤素、C1-20烃基、含有一个或多个杂原子的C1-20烃基或氰基，R7和R8各自独立地是C1-20烃基，但当R3为正辛基时，R4和R5不能同时为H，并且还包括其共轭寡聚物、聚合物和共聚物。例如，这些寡聚物、聚合物和共聚物的实施形式可以形成薄膜，这些薄膜可以用于电子器件中。