2,4-diphenyl-1,3,5-triazapenta-1,3-diene | 4476-07-7

• 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: 2,4-diphenyl-1,3,5-triazapenta-1,3-diene
• 英文别名: N'-(benzenecarboximidoyl)benzenecarboximidamide
• CAS: 4476-07-7
• 化学式: C₁₄H₁₃N₃
• 分子量: 223.277
• InChiKey: YXPTVRSLFFMBFW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  62.2
• 氢给体数：
  2
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2,4-diphenyl-1,3,5-triazapenta-1,3-diene 在 三乙胺 作用下， 以 乙醚 、 苯 为溶剂， 反应 1.0h， 生成
  参考文献：
  名称：

  ESR studies of nitrogen-centered free radicals. 39. N1,N5-bis(arylthio)-2,4-diphenyl-1,3,5-triazapenta-1,3-dienyl radicals. An electron spin resonance study

  摘要：

  A new class of nitrogen-centered free radicals, N1,N5-bis(arylthio)-2,4-diphenyl-1,3,5-triazapenta-1,3-dienyl radicals 1 have been generated by hydrogen atom abstraction from N1,N5-bis(arylthio)-2,4-diphenyl-1,3,5-triazapenta-1,3-dienes 2 or by photolysis of 2 or N1,N5,N5-tris(arylthio)-2,4-diphenyl-1,3,5-triazapenta-1,3-dienes 3 using a UV or xenon lamp. Radicals 1 persist in solution and can be isolated as a diamagnetic dimer which, in solution, dissociates in part into 1 at room temperature. The thermodynamic parameters for the 4 reversible 2(1) equilibrium are 87.5 kJ mol-1 (DELTA-H-degrees) and 153 J K-1 mol-1 (DELTA-S-degrees), respectively. Radicals 1 have afforded the ESR spectra that show a(N1) (and a(N5) 0.400-0.431, a(N3) 0.278-0.312, a33S 0.48, and a(H) (due to the protons of the arylthiyl groups) 0.022-0.076 mT. On the basis of these ESR results, it is concluded that in 1 the unpaired electron resides mainly on the three nitrogen and two sulfur atoms.

  DOI：

  10.1021/jo00012a032
• 作为产物：
  描述：

  2,4-diphenyl-1,3,5-triazapenta-1,3-diene hydrochloride 在 potassium carbonate 作用下， 以 乙醚 为溶剂， 生成 2,4-diphenyl-1,3,5-triazapenta-1,3-diene
  参考文献：
  名称：

  ESR studies of nitrogen-centered free radicals. 39. N1,N5-bis(arylthio)-2,4-diphenyl-1,3,5-triazapenta-1,3-dienyl radicals. An electron spin resonance study

  摘要：

  A new class of nitrogen-centered free radicals, N1,N5-bis(arylthio)-2,4-diphenyl-1,3,5-triazapenta-1,3-dienyl radicals 1 have been generated by hydrogen atom abstraction from N1,N5-bis(arylthio)-2,4-diphenyl-1,3,5-triazapenta-1,3-dienes 2 or by photolysis of 2 or N1,N5,N5-tris(arylthio)-2,4-diphenyl-1,3,5-triazapenta-1,3-dienes 3 using a UV or xenon lamp. Radicals 1 persist in solution and can be isolated as a diamagnetic dimer which, in solution, dissociates in part into 1 at room temperature. The thermodynamic parameters for the 4 reversible 2(1) equilibrium are 87.5 kJ mol-1 (DELTA-H-degrees) and 153 J K-1 mol-1 (DELTA-S-degrees), respectively. Radicals 1 have afforded the ESR spectra that show a(N1) (and a(N5) 0.400-0.431, a(N3) 0.278-0.312, a33S 0.48, and a(H) (due to the protons of the arylthiyl groups) 0.022-0.076 mT. On the basis of these ESR results, it is concluded that in 1 the unpaired electron resides mainly on the three nitrogen and two sulfur atoms.

  DOI：

  10.1021/jo00012a032

文献信息

• [EN] NOVEL ORGANIC ELECTROLUMINESCENCE COMPOUNDS AND ORGANIC ELECTROLUMINESCENCE DEVICE COMPRISING THE SAME<br/>[FR] NOUVEAUX COMPOSÉS ORGANIQUES ÉLECTROLUMINESCENTS ET DISPOSITIF ORGANIQUE ÉLECTROLUMINESCENT COMPRENANT LESDITS COMPOSÉS
  申请人：ROHM & HAAS ELECT MAT

  公开号：WO2013073859A1

  公开（公告）日：2013-05-23

  The present invention relates to novel organic electroluminescence compounds and an organic electroluminescence device comprising the same. The organic electroluminescence compound according to the present invention has an advantage of manufacturing an OLED device having long operating lifespan due to its high luminous efficiency compared with conventional materials, and having reduced power consumption induced by improved power efficiency.

  本发明涉及新型有机电致发光化合物以及包括该化合物的有机电致发光装置。根据本发明的有机电致发光化合物具有制造具有长寿命的OLED装置的优点，因为与传统材料相比，其具有较高的发光效率，并且由于改善的功率效率而减少了由此引起的功耗。
• [EN] ORGANIC ELECTROLUMINESCENT COMPOUND AND ORGANIC ELECTROLUMINESCENT DEVICE COMPRISING THE SAME<br/>[FR] COMPOSÉ ÉLECTROLUMINESCENT ORGANIQUE ET DISPOSITIF ÉLECTROLUMINESCENT ORGANIQUE LE COMPRENANT
  申请人：ROHM & HAAS ELECT MATERIALS KOREA LTD

  公开号：WO2017099516A1

  公开（公告）日：2017-06-15

  The present disclosure relates to an organic electroluminescent compound and an organic electroluminescent device comprising the same. The organic electroluminescent compound according to the present disclosure is capable of producing an organic electroluminescent device with reasonably improved color purity and efficiency.

  本公开涉及一种有机电致发光化合物和包括该化合物的有机电致发光器件。根据本公开的有机电致发光化合物能够制备出具有较好色纯度和效率的有机电致发光器件。
• [EN] NOVEL ORGANIC ELECTROLUMINESCENT COMPOUNDS AND AN ORGANIC ELECTROLUMINESCENT DEVICE USING THE SAME<br/>[FR] NOUVEAUX COMPOSÉS ÉLECTROLUMINESCENTS ORGANIQUES ET DISPOSITIF ÉLECTROLUMINESCENT ORGANIQUE L'UTILISANT
  申请人：ROHM & HAAS ELECT MAT

  公开号：WO2013073874A1

  公开（公告）日：2013-05-23

  The present invention relates to a novel organic electroluminescent compound and an organic electroluminescent device containing the same. The organic electroluminescent compound according to the present invention has an advantage of manufacturing an OLED device having long operating lifespan due to its excellent lifespan characteristics, lower driving voltages, high luminous efficiency, and reduced power consumption induced by improved power efficiency.

  本发明涉及一种新型有机电致发光化合物以及包含该化合物的有机电致发光器件。根据本发明的有机电致发光化合物具有制造具有长寿命的OLED器件的优点，因为它具有优异的寿命特性、较低的驱动电压、高的发光效率以及由提高的功率效率引起的降低功耗。
• [EN] ORGANIC ELECTROLUMINESCENT COMPOUND AND ORGANIC ELECTROLUMINESCENT DEVICE COMPRISING THE SAME<br/>[FR] COMPOSÉ ÉLECTROLUMINESCENT ORGANIQUE ET DISPOSITIF ÉLECTROLUMINESCENT ORGANIQUE COMPRENANT CE COMPOSÉ
  申请人：ROHM & HAAS ELECT MATERIALS KOREA LTD

  公开号：WO2017099360A1

  公开（公告）日：2017-06-15

  The present disclosure relates to an organic electroluminescent compound and an organic electroluminescent device comprising the same. By using the organic electroluminescent compound of the present disclosure, it is possible to provide an organic electroluminescent device having low driving voltage and/or excellent power efficiency and/or improved driving lifespan.

  本公开涉及一种有机电致发光化合物和包括该化合物的有机电致发光器件。通过使用本公开的有机电致发光化合物，可以提供具有低驱动电压和/或优秀功率效率和/或改善驱动寿命的有机电致发光器件。
• [EN] 4H-IMIDAZO[1,2-A]IMIDAZOLES FOR ELECTRONIC APPLICATIONS<br/>[FR] 4H-IMIDAZO[1,2-A]IMIDAZOLES POUR DES APPLICATIONS ÉLECTRONIQUES
  申请人：BASF SE

  公开号：WO2013068376A1

  公开（公告）日：2013-05-16

  The present invention relates to compounds of formula (I), a process for their production and their use in electronic devices, especially electroluminescent devices. When used as electron transport and/or host material for phosphorescent emitters in electroluminescent devices, the compounds of formula I may provide improved efficiency, stability, manufacturability, or spectral characteristics of electroluminescent devices.

  本发明涉及公式（I）的化合物，其生产过程以及它们在电子器件中的使用，特别是电致发光器件。当作为电子传输和/或主体材料用于电致发光器件中的磷光发射体时，公式（I）的化合物可能提供电致发光器件的效率、稳定性、可制造性或光谱特性的改进。