4-[3,5-bis(4-bromophenyl)-4H-1,2,4-triazol-4-yl]-N,N-diphenylaniline | 1151695-71-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4-[3,5-bis(4-bromophenyl)-4H-1,2,4-triazol-4-yl]-N,N-diphenylaniline
• 英文别名: 3,5-bis-(4-bromophenyl)-4-([4-(N,N-di(phenyl)amino)]phen-1-yl)-1,2,4-triazole；4-[3,5-bis(4-bromophenyl)-1,2,4-triazol-4-yl]-N,N-diphenylaniline
• CAS: 1151695-71-4
• 化学式: C₃₂H₂₂Br₂N₄
• 分子量: 622.361
• InChiKey: JFLAXCIOHFEQKV-UHFFFAOYSA-N

物化性质

• 熔点：
  >250 °C
• 沸点：
  722.3±70.0 °C(predicted)
• 密度：
  1.44±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9
• 重原子数：
  38
• 可旋转键数：
  6
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  34
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-[3,5-bis(4-bromophenyl)-4H-1,2,4-triazol-4-yl]-N,N-diphenylaniline 、 庚酰氯 在 aluminum (III) chloride 作用下， 以 二氯甲烷 为溶剂， 反应 0.08h， 以59%的产率得到3,5-bis-(4-bromophenyl)-4-([4-(N,N-di(4-heptanoylphen-1-yl)amino)]phen-1-yl)-1,2,4-triazole
  参考文献：
  名称：

  Conjugated polymers containing electron-deficient main chains and electron-rich pendant groups: Synthesis and application to electroluminescence

  摘要：

  Two novel conjugated polymers denoted TAZF2 and TAZBTF, having electron-deficient main chains and electron-rich triphenylamine pendant groups, were designed and synthesized. While TAZF2 was constructed with fluorene and electron-deficient 1,2,4-triazole as the major components of the main chain, fluorene, 1,2,4-triazole, and 2,1,3-benzothiadiazole were employed to form TAZBTF. The number-average molecular weights (M-w) of the polymers fell in the range of 1.28 x 10(4)-2.56 x 10(4) with polydispersity indexes (PDI = M-w/M-n) of 1.49-1.95. The polymers had glass transition temperatures (T-g) in the range of 153-185 degrees C. While TAZF2 exhibited blue photoluminescence, TAZBTF exhibited yellow-green emission. Thermal stability of the conjugated polymers was enhanced due to the introduction of rigid bipolar components. The incorporation of 2,1,3-benzothiadiazole into TAZBTF reduced the coplanarity of the conjugated polymer, which prohibited the polymer from aggregation. Intramolecular and intermolecular energy transfer was clearly evidenced by the shift in light emission to the yellow-green region. TAZBTF exhibited maximum electroluminescence efficiency as high as 2.60 cd/A, demonstrating that a good balance of charge carriers is injected into our devices. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.orgel.2011.03.020
• 作为产物：
  描述：

  4-bromo-N'-(4-bromobenzoyl)benzohydrazide 在 五氯化磷 作用下， 以 5,5-dimethyl-1,3-cyclohexadiene 为溶剂， 反应 72.0h， 生成 4-[3,5-bis(4-bromophenyl)-4H-1,2,4-triazol-4-yl]-N,N-diphenylaniline
  参考文献：
  名称：

  Conjugated polymers containing electron-deficient main chains and electron-rich pendant groups: Synthesis and application to electroluminescence

  摘要：

  Two novel conjugated polymers denoted TAZF2 and TAZBTF, having electron-deficient main chains and electron-rich triphenylamine pendant groups, were designed and synthesized. While TAZF2 was constructed with fluorene and electron-deficient 1,2,4-triazole as the major components of the main chain, fluorene, 1,2,4-triazole, and 2,1,3-benzothiadiazole were employed to form TAZBTF. The number-average molecular weights (M-w) of the polymers fell in the range of 1.28 x 10(4)-2.56 x 10(4) with polydispersity indexes (PDI = M-w/M-n) of 1.49-1.95. The polymers had glass transition temperatures (T-g) in the range of 153-185 degrees C. While TAZF2 exhibited blue photoluminescence, TAZBTF exhibited yellow-green emission. Thermal stability of the conjugated polymers was enhanced due to the introduction of rigid bipolar components. The incorporation of 2,1,3-benzothiadiazole into TAZBTF reduced the coplanarity of the conjugated polymer, which prohibited the polymer from aggregation. Intramolecular and intermolecular energy transfer was clearly evidenced by the shift in light emission to the yellow-green region. TAZBTF exhibited maximum electroluminescence efficiency as high as 2.60 cd/A, demonstrating that a good balance of charge carriers is injected into our devices. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.orgel.2011.03.020

文献信息

• 聚集诱导发光有机荧光小分子材料及其在 DNT和TNT气体荧光检测中的应用
  申请人：吉林大学

  公开号：CN108865117B

  公开（公告）日：2021-03-16

  聚集诱导发光有机荧光小分子材料及其在DNT和TNT气体荧光检测中的应用，属于荧光传感技术领域。具体涉及以3,4,5‑三苯基‑4H‑1,2,4‑三氮唑为结构中心，连接四苯乙烯、三苯胺或咔唑的AIE型荧光传感材料。这类材料在稀溶液中的荧光微弱，而在聚集过程或固态时表现出强的荧光。四苯乙烯作为该荧光分子的核心构筑单元，不但使材料具有AIE特性，而且其可自由旋转的苯环对构建多孔结构的薄膜有促进作用，即可形成多空穴结构的薄膜又可以与NACS类爆炸物形成π‑π堆积，保证了该荧光材料对于DNT和TNT检测不但具有极高的选择性和灵敏度，且响应快速。