9,9’-(pyridine-2,4-diylbis(3,1-phenylene))bis(carbazole) | 1262678-75-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 9,9’-(pyridine-2,4-diylbis(3,1-phenylene))bis(carbazole)
• 英文别名: 9-[3-[2-(3-Carbazol-9-ylphenyl)pyridin-4-yl]phenyl]carbazole
• CAS: 1262678-75-0
• 化学式: C₄₁H₂₇N₃
• 分子量: 561.685
• InChiKey: QPEDAYXVDYRAGS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.3
• 重原子数：
  44
• 可旋转键数：
  4
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  22.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  9,9’-(pyridine-2,4-diylbis(3,1-phenylene))bis(carbazole) 、 碘甲烷 在 六氟磷酸钾 作用下， 以 neat (no solvent) 为溶剂， 反应 18.0h， 以59%的产率得到
  参考文献：
  名称：

  Purely organic pyridium-based materials with thermally activated delayed fluorescence for orange-red light-emitting electrochemical cells

  摘要：

  DOI：

  10.1016/j.dyepig.2022.110346
• 作为产物：
  描述：

  1-溴-3-碘苯 在 potassium phosphate 、 tris-(dibenzylideneacetone)dipalladium(0) 、 potassium acetate 、 铜 、 potassium carbonate 、 三环己基膦 作用下， 以 1,4-二氧六环 、 水 、 N,N-二甲基甲酰胺 为溶剂， 生成 9,9’-(pyridine-2,4-diylbis(3,1-phenylene))bis(carbazole)
  参考文献：
  名称：

  RGB Phosphorescent Organic Light-Emitting Diodes by Using Host Materials with Heterocyclic Cores: Effect of Nitrogen Atom Orientations

  摘要：

  A series of host materials 1-7 containing various heterocyclic cores, like pyridine, pyrimidine, and pyrazine, were developed for RGB phosphorescent organic light-emitting diodes (OLEDs). Their energy levels can be tuned by the change of heterocyclic cores and their nitrogen atom orientations, and decrease of singlet-triplet exchange energy (Delta E-ST) was achieved with introducing one or two nitrogen atoms into the central arylene; this is also consistent with density functional theory calculations. Their carrier mobilities can also be tuned by the choice of heterocyclic cores, giving improved bipolarity compared with that without any heterocyclic cores. Due to the high triplet energy level of the developed host materials, well confinement of triplet excitons of blue emitter iridium(III) bis(4,6-(difluorophenyl)pyridinato-N,C-2') picolinate (FIrpic) was achieved except for 7 due to its low E-T. In contrast, triplet energy can be well confined on green emitter fac-tris-(2-phenylpyridine) iridium (Ir(PPy)(3)) and red emitter tris(1-phenylisoquinolinolato-C-2,N)iridium(III) (Ir(piq)(3)) for all the hosts, giving comparable lifetime (tau), photoluminescent quantum efficiency (eta(PL)), and radiative and nonradiative rate constants (k(r) and k(nr)). Highly efficient blue and green phosphorescent OLEDs were achieved for 2, exhibiting one of the highest ever efficiencies to date, especially at much brighter luminance for lighting applications. In comparison, the highest efficiencies hitherto were achieved for the red phosphorescent OLED based on 6, which can be attributed to its lower-lying LUMO level and the smallest Delta E-ST, giving improved electron injection and carrier balance. Different from the blue and green phosphorescent OLEDs based on FIrpic and Ir(PPy)(3), the host materials with lower-lying LUMO levels seem to be better hosts for a red emitter Ir(piq)(3), achieving improved efficiency and reduced efficiency roll-off at high current density.

  DOI：

  10.1021/cm102975d

文献信息

• [EN] LIGHT-EMITTING ELEMENT, DISPLAY DEVICE, ELECTRONIC DEVICE, AND LIGHTING DEVICE<br/>[FR] ÉLÉMENT ÉLECTROLUMINESCENT, DISPOSITIF D'AFFICHAGE, DISPOSITIF ÉLECTRONIQUE, ET DISPOSITIF D'ÉCLAIRAGE
  申请人：SEMICONDUCTOR ENERGY LAB

  公开号：WO2017199163A1

  公开（公告）日：2017-11-23

  A light-emitting element having low driving voltage and high emission efficiency is provided. In the light-emitting element, a combination of a guest material and a host material forms an exciplex. The guest material is capable of converting triplet excitation energy into light emission. Light emission from the light-emitting layer includes light emission from the guest material and light emission from the exciplex. The percentage of the light emission from the exciplex to the light emission from the light-emitting layer is greater than 0 percent and less than or equal to 60 percent. The energy after subtracting the energy of light emission from the exciplex from the energy of light emission from the guest material is greater than 0 eV and less than or equal to 0.23 eV.