1,4-dicyano-2,3,5,6-tetrakis(3,6-diphenylcarbazol-9-yl)benzene | 1416881-55-4

• 物质功能分类: 有机原料 - 杂环化合物
• 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: 1,4-dicyano-2,3,5,6-tetrakis(3,6-diphenylcarbazol-9-yl)benzene
• 英文别名: 2,3,5,6-tetrakis(3,6-diphenylcarbazol-9-yl)-1,4-dicyanobenzene；1,4-Benzenedicarbonitrile, 2,3,5,6-tetrakis(3,6-diphenyl-9H-carbazol-9-yl)-；2,3,5,6-tetrakis(3,6-diphenylcarbazol-9-yl)benzene-1,4-dicarbonitrile
• CAS: 1416881-55-4
• 化学式: C₁₀₄H₆₄N₆
• 分子量: 1397.69
• InChiKey: SOXGZQQJNNPTNZ-UHFFFAOYSA-N

物化性质

• 密度：
  1.23±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  26.7
• 重原子数：
  110
• 可旋转键数：
  12
• 环数：
  21.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  67.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3,6-二苯基咔唑 、 四氟对苯二腈 在 sodium hydride 作用下， 以 四氢呋喃 、 mineral oil 为溶剂， 反应 10.5h， 以79%的产率得到1,4-dicyano-2,3,5,6-tetrakis(3,6-diphenylcarbazol-9-yl)benzene
  参考文献：
  名称：

  Highly efficient organic light-emitting diodes from delayed fluorescence

  摘要：

  我们设计了一类无金属有机电致发光分子，其中单态激子和三态激子都有助于发光，从而使固有荧光效率超过 90%，外部电致发光效率可与基于高效磷光的有机发光二极管媲美。提高有机发光二极管（OLED）效率的一个成功方法是加入额外的磷光金属有机分子，这些分子由通常不发光的 "三重 "激子（三重激子通常占注入电荷载流子的 75%）提供能量。现在，Hiroki Uoyama 及其同事描述了一种替代策略，即通过分子设计调整有机宿主材料的电子特性，从而在无需添加磷光实体的情况下实现相同的净结果。这种新方法利用了无金属有机电致发光分子，通过设计使单态和三态激发态之间的能隙最小化，从而使三态激子有效地转化为能有效促进整体发射的状态。他们的设备效率超过 19%，可与基于磷光的有机发光二极管相媲美。分子设计所固有的灵活性在过去二十年里加速了各种有机半导体的发展。特别是在有机发光二极管（OLED）材料的开发方面，从早期基于荧光分子1 的器件到使用磷光分子2,3 的器件，都取得了长足的进步。在有机发光二极管中，电注入的电荷载流子以 1:3 的比例重新结合形成单态激子和三态激子1；磷光金属有机复合物的使用利用了通常非辐射的三态激子，从而提高了整体电致发光效率2,3。在这里，我们报告了一类无金属有机电致发光分子，它们通过设计最大限度地减小了单重态和三重态激发态之间的能隙4，从而促进了从非辐射三重态到辐射单重态的高效自旋上转换，同时保持了每秒超过 106 次的高辐射衰变率。换句话说，这些分子利用单重态和三重态激子通过荧光衰变通道发光，从而实现了超过 90% 的固有荧光效率和超过 19% 的极高外部电致发光效率，与基于磷光的高效有机发光二极管的效率相当3。

  DOI：

  10.1038/nature11687

文献信息

• ORGANIC MIXTURE AND APPLICATION THEREOF IN ORGANIC ELECTRONIC DEVICES
  申请人：GUANGZHOU CHINARAY OPTOELECTRONIC MATERIALS LTD.

  公开号：US20200317646A1

  公开（公告）日：2020-10-08

  The present invention relates to an organic mixture and an application thereof in organic electronic devices. The organic mixture comprises a spirofluorene organic compound containing a fused heterocyclic ring and an aromatic fused heterocyclic organic compound containing an electron-donating group. A combination of the two materials may be used as a host material of a phosphorescent organic light-emitting diode (OLED), which may use the energy of excitons and balance the charge transport to the greatest extent and which may effectively reduce the concentration of excitons and the operating voltage of a corresponding device, thereby effectively improving the efficiency and service life of the related electronic device in order to provide an effective solution for improving the overall performance of an organic electronic device.

  本发明涉及一种有机混合物及其在有机电子器件中的应用。该有机混合物包括含有螺环异芳烃环的螺芴有机化合物和含有供电子给体基团的芳香融合杂环有机化合物。这两种材料的组合可用作磷光有机发光二极管（OLED）的主体材料，该二极管可以利用激子的能量并最大程度地平衡电荷传输，从而有效降低激子的浓度和相应器件的工作电压，从而有效提高相关电子器件的效率和使用寿命，为改善有机电子器件的整体性能提供有效解决方案。
• ORGANOMETALLIC COMPLEX AND APPLICATION THEREOF IN ELECTRONIC DEVICES
  申请人：GUANGZHOU CHINARAY OPTOELECTRONIC MATERIALS LTD.

  公开号：US20190241590A1

  公开（公告）日：2019-08-08

  Disclosed are an organometallic complex comprising a new six-membered N-heterocyclic ligand, and an application thereof in an organic electronic device, especially in a phosphorescent organic light-emitting diode. The present invention further relates to an organic electronic device comprising the organometallic complex according to the present invention, especially an organic light-emitting diode, and an application thereof in display and illumination technology. In the present invention, the device structure is optimized and the concentration of the metal complex in the substrate is changed, so that the device achieves the optimal performance, and an OLED device having high efficiency, high luminance and high stability is achieved, thereby providing a better choice of materials for full-colour display and illumination application.

  揭示了一种含有新的六元N-杂环配体的有机金属络合物，以及其在有机电子器件中的应用，特别是在磷光有机发光二极管中的应用。本发明还涉及一种含有根据本发明的有机金属络合物的有机电子器件，特别是有机发光二极管，以及其在显示和照明技术中的应用。在本发明中，优化了器件结构并改变了基板中金属络合物的浓度，使得器件实现了最佳性能，并实现了具有高效率、高亮度和高稳定性的OLED器件，从而为全彩显示和照明应用提供了更好的材料选择。
• Organic light-emitting device, and light-emitting material and compound used therefor
  申请人：KYUSHU UNIVERSITY NATIONAL UNIVERSITY CORPORATION

  公开号：US09502668B2

  公开（公告）日：2016-11-22

  An organic light-emitting device having a light-emitting layer containing a compound represented by the general formula below has a high light emission efficiency. In the general formula, at least one of R1 to R5 represents a cyano group, at least one of R1 to R5 represents a 9-carbazolyl group, a 1,2,3,4-tetrahydro-9-carbazolyl group, a 1-indolyl group or a diarylamino group, and the balance of R1 to R5 represents a hydrogen atom or a substituent.

  含有以下一般式所代表化合物的发光层的有机发光器件具有高的发光效率。在一般式中，R1至R5中至少有一个代表氰基，至少有一个代表9-咔唑基、1,2,3,4-四氢-9-咔唑基、1-吲哚基或二芳基氨基基团，而R1至R5的余下部分代表氢原子或取代基。
• ORGANIC COMPOUND, ORGANIC LIGHT EMITTING DIODE AND ORGANIC LIGHT EMITTING DEVICE INCLUDING THE ORGANIC COMPOUND
  申请人：LG DISPLAY CO., LTD.

  公开号：US20210070740A1

  公开（公告）日：2021-03-11

  The present disclosure relates to an organic compound having the following structure, and an organic light emitting diode (OLED) and an organic light emitting device including the organic compound. Applying the organic compound into an emissive layer makes the OLED and the organic light emitting device lower their driving voltage, improves their luminous efficiency and color purity.

  本公开涉及一种具有以下结构的有机化合物，以及包括该有机化合物的有机发光二极管（OLED）和有机发光装置。将该有机化合物应用于发光层可使OLED和有机发光装置降低驱动电压，提高其发光效率和色彩纯度。
• ORGANIC COMPOUND, ORGANIC LIGHT EMITTING DIODE AND ORGANIC LIGHT EMITTING DEVICE INCLUDING THE COMPOUND
  申请人：LG DISPLAY CO., LTD.

  公开号：US20210167300A1

  公开（公告）日：2021-06-03

  The present disclosure relates to an organic compound having the following structure of Chemical Formula 1, and an organic light emitting diode (OLED) and an organic light emitting device including the organic compound. The organic compound is a bipolar organic compound having a p-type moiety and an n-type moiety. The organic compound has a high excited triplet energy level, a wide energy bandgap and excellent thermal stability. When the organic compound is introduced into an emitting material layer (EML) of the OLED, holes and electrons are recombined in the whole area of the EML, thus the OLED can improve its luminous efficiency and luminous lifetime.

  本公开涉及一种具有化学式1结构的有机化合物，以及包括该有机化合物的有机发光二极管（OLED）和有机发光装置。该有机化合物是具有p型基团和n型基团的双极有机化合物。该有机化合物具有高的激发三重态能级、宽的能带隙和优异的热稳定性。当将该有机化合物引入OLED的发光材料层（EML）中时，空穴和电子在整个EML区域内重新组合，从而提高了OLED的发光效率和发光寿命。