N-(4-(5-(1-(4-tert-butylphenyl)-1H-phenanthro[9,10-d]-imidazol-2-yl)thiophen-2-yl)phenyl)-N-phenylbenzenamine | 1313372-14-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-(4-(5-(1-(4-tert-butylphenyl)-1H-phenanthro[9,10-d]-imidazol-2-yl)thiophen-2-yl)phenyl)-N-phenylbenzenamine
• 英文别名: TPA-TPI；4-[5-[3-(4-tert-butylphenyl)phenanthro[9,10-d]imidazol-2-yl]thiophen-2-yl]-N,N-diphenylaniline
• CAS: 1313372-14-3
• 化学式: C₄₇H₃₇N₃S
• 分子量: 675.897
• InChiKey: RHKBJFPDZDDCRD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.6
• 重原子数：
  51
• 可旋转键数：
  7
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  49.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  菲醌 在 四(三苯基膦)钯 、 ammonium acetate 、 sodium carbonate 、 溶剂黄146 作用下， 以 乙醇 、 水 、 甲苯 为溶剂， 反应 48.0h， 生成 N-(4-(5-(1-(4-tert-butylphenyl)-1H-phenanthro[9,10-d]-imidazol-2-yl)thiophen-2-yl)phenyl)-N-phenylbenzenamine
  参考文献：
  名称：

  Synthesis and characterization of phenanthroimidazole derivatives for applications in organic electroluminescent devices

  摘要：

  我们合成了一系列菲咯咪唑衍生物，对其进行了表征，并将其用作有机发光器件中的非掺杂发光体。这些化合物显示出高达 0.75 的荧光量子产率以及良好的热性能和成膜能力。这些化合物的晶体结构是通过 X 射线晶体学确定的。研究了材料的光电特性、能级和分子结构之间的相关性。研究发现，在菲咯咪唑的 C2 位上引入噻吩环可有效降低化合物的电离电位（Ip）。研究发现，材料的荧光特性与不同取代基化合物的二面角有关。材料的低 Ip（从 5.00 到 5.21 eV）使得空穴传输层能够有效地注入空穴，从而实现低开启电压（<2.7 V）和低工作电压（<5.5 V，1000 cd m-2）。

  DOI：

  10.1039/c1jm10326a

文献信息

• ORGANIC MOLECULES FOR USE IN OPTOELECTRONIC DEVICES
  申请人：CYNORA GMBH

  公开号：US20190177303A1

  公开（公告）日：2019-06-13

  The invention relates to an organic molecule for the use in optoelectronic devices. According to the invention, the organic molecule has a first chemical moiety with a structure of formula I, and two second chemical moieties with a structure of formula II, wherein # represents the binding site of a single bond linking the first chemical moiety to the second chemical moiety; V is selected from the group consisting of CN and CF 3 ; and W is the bond linking the first chemical moiety to one of the two second chemical moieties.

  本发明涉及一种用于光电子器件的有机分子。根据本发明，该有机分子具有一个具有公式I结构的第一化学基团和两个具有公式II结构的第二化学基团，其中#表示将第一化学基团与第二化学基团连接的单键结合位点；V选自CN和CF3组成的群体；W是将第一化学基团与两个第二化学基团之一连接的键。
• High Efficiency Nondoped Deep-Blue Organic Light Emitting Devices Based on Imidazole-π-triphenylamine Derivatives
  作者：Ying Zhang、Shiu-Lun Lai、Qing-Xiao Tong、Ming-Fai Lo、Tsz-Wai Ng、Mei-Yee Chan、Zhi-Chun Wen、Jun He、Kc-Sham Jeff、Xiang-Lin Tang、Wei-Min Liu、Chi-Chiu Ko、Peng-Fei Wang、Chun-Sing Lee

  DOI：10.1021/cm201789u

  日期：2012.1.10

  High-performance deep-blue emitting phenanthroimidazole derivatives with a structure of donor-linker-acceptor were designed and synthesized. By using different linkers and different linking positions, four deep-blue emitters were obtained and used as emitters or bifunctional hole-transporting emitters in OLEDs. Such devices show low turn-on voltages (as low as 2.8 V), high efficiency (2.63 cd/A, 2.53 lm/W, 3.08%), little efficiency roll-off at high current densities, and stable deep-blue emissions with CIEy < 0.10. Performances are among the best comparing to recently reported deep-blue emitting devices with similar structures. The results suggest that the combination of the phenanthroimidazole and the donor-linker-acceptor structure can be an important approach for developing high performance deep-blue emitters in particular for lighting applications.
• Synthesis and characterization of phenanthroimidazole derivatives for applications in organic electroluminescent devices
  作者：Ying Zhang、Shiu-Lun Lai、Qing-Xiao Tong、Mei-Yee Chan、Tsz-Wai Ng、Zhi-Chun Wen、Guo-Qiang Zhang、Shuit-Tong Lee、Hoi-Lun Kwong、Chun-Sing Lee

  DOI：10.1039/c1jm10326a

  日期：——

  A series of phenanthroimidazole derivatives have been synthesized, characterized and applied as non-doped emitters in organic light-emitting devices. The compounds show high fluorescent quantum yields up to 0.75 as well as good thermal and film-forming abilities. Crystal structures of the compounds were determined by X-ray crystallography. Correlations between optoelectronic properties, energy levels and molecular structures of the materials were investigated. It was found that introduction of a thiophene ring on the C2-position of phenanthroimidazole can effectively decrease the ionization potentials (Ip) of the compounds. Fluorescent properties of the materials were found to be related to the dihedral angles in the compounds with different substituents. The low Ip (from 5.00 to 5.21 eV) of the materials enables efficient hole-injection from the hole-transporting layer and results in low turn-on (<2.7 V) and operation voltages (<5.5 V to give 1000 cd m−2).

  我们合成了一系列菲咯咪唑衍生物，对其进行了表征，并将其用作有机发光器件中的非掺杂发光体。这些化合物显示出高达 0.75 的荧光量子产率以及良好的热性能和成膜能力。这些化合物的晶体结构是通过 X 射线晶体学确定的。研究了材料的光电特性、能级和分子结构之间的相关性。研究发现，在菲咯咪唑的 C2 位上引入噻吩环可有效降低化合物的电离电位（Ip）。研究发现，材料的荧光特性与不同取代基化合物的二面角有关。材料的低 Ip（从 5.00 到 5.21 eV）使得空穴传输层能够有效地注入空穴，从而实现低开启电压（<2.7 V）和低工作电压（<5.5 V，1000 cd m-2）。