4-[3,5-bis(4-fluorophenyl)-1,2,4-triazol-4-yl]-N,N-diphenylaniline | 1091602-96-8

• 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-fluorophenyl)-1,2,4-triazol-4-yl]-N,N-diphenylaniline
• CAS: 1091602-96-8
• 化学式: C₃₂H₂₂F₂N₄
• 分子量: 500.55
• InChiKey: YVJITGGZNIRNIU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.8
• 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：
  5

反应信息

• 作为反应物：
  描述：

  4-[3,5-bis(4-fluorophenyl)-1,2,4-triazol-4-yl]-N,N-diphenylaniline 、 对氨基苯酚 在 potassium carbonate 作用下， 以 甲苯 为溶剂， 反应 60.0h， 以48%的产率得到
  参考文献：
  名称：

  Chemical linkage functions of poly(ether imide)s on the resistive switching memory effects

  摘要：

  A series of aromatic poly(ether imide)s, AZTA-PEIs containing triphenylamine and 1,2, 4-triazole moieties are prepared and characterized. All the polymers with inherent viscosity from 0.58 to 1.1 dL/g show glass transition temperatures in the range of 250-278 degrees C. Resistive switching memory devices are constructed based on the processable poly(ether imide) (AZTA-PEIa). The device can be switched from the initial OFF state to the ON state under either positive or negative electrical sweep at about +/- 3.2 V. The ON state is nonvolatile and can maintain the high conducting state even turning off the electrical power and applying a reverse bias. The device fulfills the requirements of a write-once read-many times memory (WORM) with a high ON/OFF current ratio up to 10(5) and a long retention time in both ON and OFF states. The bistable switching effects of the polymer result from the conformation-coupled charge transfer from electron donors (triazole-substituted triphenylamine moieties) to electron acceptors (phthalimide moieties). By comparing with the memory behaviors of analogue polymers, the functions of ether and imide in the chemical polymer structure on the memory behaviors are discussed. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.orgel.2014.10.050
• 作为产物：
  描述：

  二苯胺 在 sodium hydride 、 tin(ll) chloride 作用下， 以 5,5-dimethyl-1,3-cyclohexadiene 、 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 4-[3,5-bis(4-fluorophenyl)-1,2,4-triazol-4-yl]-N,N-diphenylaniline
  参考文献：
  名称：

  Chemical linkage functions of poly(ether imide)s on the resistive switching memory effects

  摘要：

  A series of aromatic poly(ether imide)s, AZTA-PEIs containing triphenylamine and 1,2, 4-triazole moieties are prepared and characterized. All the polymers with inherent viscosity from 0.58 to 1.1 dL/g show glass transition temperatures in the range of 250-278 degrees C. Resistive switching memory devices are constructed based on the processable poly(ether imide) (AZTA-PEIa). The device can be switched from the initial OFF state to the ON state under either positive or negative electrical sweep at about +/- 3.2 V. The ON state is nonvolatile and can maintain the high conducting state even turning off the electrical power and applying a reverse bias. The device fulfills the requirements of a write-once read-many times memory (WORM) with a high ON/OFF current ratio up to 10(5) and a long retention time in both ON and OFF states. The bistable switching effects of the polymer result from the conformation-coupled charge transfer from electron donors (triazole-substituted triphenylamine moieties) to electron acceptors (phthalimide moieties). By comparing with the memory behaviors of analogue polymers, the functions of ether and imide in the chemical polymer structure on the memory behaviors are discussed. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.orgel.2014.10.050

文献信息

• Bipolar copoly(aryl ether) containing distyrylbenzene, triphenylamine, and 1,2,4-triazole moieties: Synthesis and optoelectronic properties
  作者：Chia-Shing Wu、Shawn-Lin Lee、Yun Chen

  DOI：10.1002/pola.24747

  日期：2011.7.15

  A novel copoly(aryl ether) (P1) consisting of alternate emitting segments (distyrylbenzene) and a bipolar moiety composed of directly linked electron‐transporting aromatic 1,2,4‐triazole and hole‐transporting triphenylamine was synthesized. The copoly(aryl ether) is readily soluble in common organic solvents and exhibit good thermal stability with thermal decomposition temperature above 450 °C. The

  合成了一种新型的由交替发射链段（二苯乙烯基苯）和由直接连接的电子传输的芳香族1,2,4-三唑和空穴传输的三苯胺组成的双极性部分组成的共聚（芳基醚）（P1）。共聚（芳基醚）易溶于常见的有机溶剂，并在450℃以上的热分解温度下具有良好的热稳定性。共聚物的发射和光致发光量子产率主要由具有更长发射波长的发射链段（二苯乙烯基苯）决定。引入分离的双极单元后，P1的电子亲和力明显增强，这一点可以通过相对于P0降低的最低未占据分子轨道能级（–2.77 eV）来证实没有双极性单位（–2.34 eV）。由于电荷注入和传输更加平衡，聚合物发光二极管（铟锡氧化物/聚（3,4-乙撑二氧噻吩）：聚（苯乙烯磺酸盐）/ P1 / LiF / Ca / Al）的发射效率得以提高。 。将P1与聚（9,9-二己基芴）（PF）掺混可进一步提高设备的效率。对于PF / P1 = 20 / 0.8（w / w），可获得最佳性能，最大亮度和最大亮度效率分别从380