4,4',6,6'-tetraphenyl-2,2'-bipyrimidine | 135587-61-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 4,4',6,6'-tetraphenyl-2,2'-bipyrimidine
• 英文别名: 2-(4,6-Diphenylpyrimidin-2-yl)-4,6-diphenylpyrimidine
• CAS: 135587-61-0
• 化学式: C₃₂H₂₂N₄
• 分子量: 462.553
• InChiKey: AYBJDBTYVJCJQK-UHFFFAOYSA-N

物化性质

• 熔点：
  257-259 °C
• 沸点：
  740.8±70.0 °C(Predicted)
• 密度：
  1.189±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  36
• 可旋转键数：
  5
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  51.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  tetrakis(actonitrile)copper(I) hexafluorophosphate 、 4,4',6,6'-tetraphenyl-2,2'-bipyrimidine 以 乙腈 为溶剂， 以93%的产率得到[Cu(4,4',6,6'-tetraphenyl-2,2'-bipyrimidine)2]PF6
  参考文献：
  名称：

  Evaluation of Diimine Ligand Exchange on Cu(I)

  摘要：

  Four ligands have been prepared, 8,8-dimethyl-6,7,9-trihydropyrido [1,2-b]acridine and three 4,4',6,6'-tetrasubstituted derivatives of 2,2'-bipyrimidine where the substituents are methyl, phenyl, and p-tolyl. The corresponding [CuL2](+) salts of these ligands evidence nonequivalent NMR signals that allow an estimation of the ligand exchange barrier in both acetonitrile and chloroform solution. Lower barriers are found in the former solvent and attributed to solvent participation in the exchange process. Corresponding differences in the oxidation potentials of the complexes are explained in a similar manner. The electronic absorption properties of the complexes are also consistent with the steric and electronic properties of the ligands. [Cu(2c)(2)](PF6), where 2c = 4,4',6,6'-tetraphenyl-2, 2'-bipyrimidine, was analyzed by X-ray diffraction and found to crystallize in the space group Pccn with a = 14.761(2) Angstrom, b = 15.007(2) Angstrom, c = 24.407(4) Angstrom, and Z = 4. The internal and external phenyl rings are disposed quite differently, with the internal rings interacting strongly with the orthogonal ligand.

  DOI：

  10.1021/ic0000606
• 作为产物：
  描述：

  2-溴-4,6-二苯基嘧啶 在 三苯基膦 、 nickel dichloride 、 锌 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 以80%的产率得到4,4',6,6'-tetraphenyl-2,2'-bipyrimidine
  参考文献：
  名称：

  2-卤代嘧啶与 2,2'-双嘧啶的有效偶联

  摘要：

  摘要 2-氯嘧啶、2-氯-和2-溴-4,6-二甲基嘧啶、2-氯-和2-溴-4,6-二苯基嘧啶已经以良好的产率二聚为相应的2,2'-联嘧啶Tiecco 在 DMF 中使用 NiCl2、三苯基膦和锌的方法。

  DOI：

  10.1080/00397919108019774

文献信息

• [EN] BISPYRIMIDINES FOR ELECTRONIC APPLICATIONS<br/>[FR] BISPYRIMIDINES POUR APPLICATIONS ÉLECTRONIQUES
  申请人：BASF SE

  公开号：WO2012080052A1

  公开（公告）日：2012-06-21

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

  本发明涉及式(I)或(II)的化合物，以及它们的制备方法及在电子器件中的应用，特别是在电致发光器件中的应用。当作为电子传输材料在电致发光器件中使用时，式(I)或(II)的化合物可能会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。
• BISPYRIMIDINES FOR ELECTRONIC APPLICATIONS
  申请人：Schäfer Thomas

  公开号：US20120149904A1

  公开（公告）日：2012-06-14

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

  本发明涉及公式的化合物的制备过程及其在电子设备中的应用，特别是电致发光装置。在电致发光装置中作为电子输运材料使用时，公式I或II的化合物可能提供电致发光装置的效率、稳定性、可制造性或光谱特性的改善。
• Pyrimidine-Core Extended π-Systems:  General Synthesis and Interesting Fluorescent Properties
  作者：Kenichiro Itami、Daisuke Yamazaki、Jun-ichi Yoshida

  DOI：10.1021/ja044923w

  日期：2004.12.1

  We have developed a simple but powerful synthetic strategy that permits the assembly of pi-systems onto a pyrimidine core in a programmable and diversity-oriented format. The nucleophilic addition of ArLi to 2-methylthiopyrimidine, followed by 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) oxidation, resulted in the production of 4-aryl-2-methylthiopyrimidines. The iterative reaction sequence then

  我们开发了一种简单但功能强大的合成策略，允许以可编程和面向多样性的格式将 pi 系统组装到嘧啶核上。ArLi 与 2-甲基硫代嘧啶的亲核加成，然后是 2,3-二氯-5,6-二氰基-1,4-苯醌 (DDQ) 氧化，产生 4-芳基-2-甲基硫代嘧啶。然后重复反应序列得到4,6-二芳基-2-甲基硫代嘧啶。在NiCl 2 (dppe)的催化作用下，所得加合物进一步与ArMgBr反应，得​​到2,4,6-三芳基嘧啶。通过遵循这种合成方案，有趣的嘧啶核 pi 系统以可编程方式快速构建。成功发现了许多有趣的荧光材料和特性（例如，
• ORGANIC ELECTROLUMINESCENT DEVICE
  申请人：Merck Patent GmbH

  公开号：US20170077418A1

  公开（公告）日：2017-03-16

  The present invention relates to organic electroluminescent devices, the emitting layer thereof containing a blend of a luminescent material having a narrow singlet-triplet gap and a fluorescent emission material having high steric shielding.

  本发明涉及有机电致发光器件，其中发光层包含具有狭窄单重-三重能隙的发光材料和具有高立体屏蔽的荧光发射材料的混合物。
• LIGHT EMITTING DEVICE MATERIAL AND LIGHT EMITTING DEVICE
  申请人：Nagao Kazumasa

  公开号：US20140070204A1

  公开（公告）日：2014-03-13

  The present invention provides an organic thin-film light emitting device having both high luminance efficiency and durability due to the use of a light emitting device material containing a compound having a specific carbazole skeleton.

  本发明提供了一种有机薄膜发光装置，由于使用了含有特定咔唑骨架化合物的发光装置材料，因此具有高光亮效率和耐久性。