2,6-bis(9,9-dimethyl-9,10-dihydroacridin-10-yl)anthraquinone

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2,6-bis(9,9-dimethyl-9,10-dihydroacridin-10-yl)anthraquinone
• 英文别名: 2,6-Bis(9,9-dimethylacridin-10-yl)anthracene-9,10-dione；2,6-bis(9,9-dimethylacridin-10-yl)anthracene-9,10-dione
• 化学式: C₄₄H₃₄N₂O₂
• 分子量: 622.766
• InChiKey: OREIBTOFGWSNSS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.1
• 重原子数：
  48
• 可旋转键数：
  2
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  40.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N-苯基邻氨基苯甲酸 在 氯化亚砜 、 [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl) palladium(II) dichloride 、 sodium t-butanolate 作用下， 以 乙醚 、 甲苯 为溶剂， 反应 97.0h， 生成 2,6-bis(9,9-dimethyl-9,10-dihydroacridin-10-yl)anthraquinone
  参考文献：
  名称：

  Anthraquinone-Based Intramolecular Charge-Transfer Compounds: Computational Molecular Design, Thermally Activated Delayed Fluorescence, and Highly Efficient Red Electroluminescence

  摘要：

  Red fluorescent molecules suffer from large, non-radiative internal conversion rates (k(IC)) governed by the energy gap law. To design efficient red thermally activated delayed fluorescence (TADF) emitters for organic light-emitting diodes (OLEDs), a large fluorescence rate (k(F)) as well as a small energy difference between the lowest singlet and triplet excited states (Delta E-ST) is necessary. Herein, we demonstrated that increasing the distance between donor (D) and acceptor (A) in intramolecular-charge-transfer molecules is a promising strategy for simultaneously achieving small Delta E-ST and large k(F). Four D-Ph-A-Ph-D-type molecules with an anthraquinone acceptor, phenyl (Ph) bridge, and various donors were designed, synthesized, and compared with corresponding D-A-D-type molecules. Yellow to red TADF was observed from all of them. The k(F) and Delta E-ST values determined from the measurements of quantum yield and lifetime of the fluorescence and TADF components are in good agreement with those predicted by corrected time-dependent density functional theory and are approximatively proportional to the square of the cosine of the theoretical twisting angles between each subunit. However, the introduction of a Ph-bridge was found to enhance k(F) without increasing Delta E-ST. Molecular simulation revealed a twisting and stretching motion of the NC bond in the D-A-type molecules, which is thought to lower Delta E-ST and k(F) but raise k(IC), that was experimentally confirmed in both solution and doped film. OLEDs containing D-Ph-A-Ph-D-type molecules with diphenylamine and bis(4-biphenyl)amine donors demonstrated maximum external quantum efficiencies of 12.5% and 9.0% with emission peaks at 624 and 637 nm, respectively.

  DOI：

  10.1021/ja510144h

文献信息

• 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。
• FUSED RING COMPOUND, HIGH POLYMER, MIXTURE, COMPOSITION, AND ORGANIC ELECTRONIC COMPONENT
  申请人：GUANGZHOU CHINARAY OPTELECTRONIC MATERIALS LTD.

  公开号：US20190330152A1

  公开（公告）日：2019-10-31

  Disclosed in the present invention are a fused ring compound and applications thereof in organic electronic components, particularly in organic electroluminescent diodes. Also disclosed in the present invention are an organic electronic component comprising the fused ring compound, and applications thereof in organic electroluminescent diodes and in display and lighting technologies. Further disclosed in the present invention are a formulation comprising the fused ring compound, and applications thereof in the preparation of organic electronic components. By optimizing the component structure, good component performance can be achieved, and especially a high-performance OLED component can be implemented, which provide good material and preparation technology choices for full-color display and lighting applications.

  本发明公开了一种融合环化合物及其在有机电子元件中的应用，特别是在有机电致发光二极管中的应用。本发明还公开了一种包括融合环化合物的有机电子元件，以及其在有机电致发光二极管、显示和照明技术中的应用。本发明还公开了一种包括融合环化合物的配方，并在有机电子元件制备中的应用。通过优化元件结构，可以实现良好的元件性能，特别是可以实现高性能的OLED元件，为全彩显示和照明应用提供了良好的材料和制备技术选择。
• NITROGEN-CONTAINING FUSED HETEROCYCLIC RING COMPOUND AND APPLICATION THEREOF
  申请人：GUANGZHOU CHINAPAY OPTOELECTRONIC MATERIALS LTD.

  公开号：US20200223857A1

  公开（公告）日：2020-07-16

  The present invention relates to a nitrogen-containing fused heterocyclic ring compound and application thereof. The compound has the structural formula (I): using the described compound, it is possible to fabricate a device having higher stability and a longer service life.

  本发明涉及一种含氮融合杂环环化合物及其应用。该化合物具有结构式（I）：利用所述化合物，可以制造具有更高稳定性和更长寿命的设备。
• AROMATIC AMINE DERIVATIVES, PREPARATION METHODS THEREFOR, AND USES THEREOF
  申请人：GUANGZHOU CHINARAY OPTOELECTRONIC MATERIALS LTD.

  公开号：US20190315675A1

  公开（公告）日：2019-10-17

  The present disclosure relates to an aromatic amine derivative represented by general formula (I). The aromatic amine derivative has fluorescence emission at a short light emission wavelength, and the light-emission spectrum of the aromatic amine derivative has a narrow half-peak width, and accordingly, the material has deep-blue fluorescence emission and has a very-high light emission efficiency. An organic electroluminescent component prepared by using the aromatic amine derivative has deep-blue color coordinates, a high light emission efficiency and a long life-span.

  本公开涉及一种由通式（I）表示的芳香胺衍生物。该芳香胺衍生物在短波长下有荧光发射，且其光发射光谱具有窄的半峰宽度，因此该材料具有深蓝色荧光发射并具有非常高的光发射效率。使用该芳香胺衍生物制备的有机电致发光组件具有深蓝色坐标、高光发射效率和长寿命。
• FUSED RING COMPOUND, HIGH POLYMER, MIXTURE, COMPOSITION AND ORGANIC ELECTRONIC COMPONENT
  申请人：GUANGZHOU CHINARAY OPTOELECTRONIC MATERIALS LTD.

  公开号：US20210114954A1

  公开（公告）日：2021-04-22

  A fused ring compound and applications thereof in organic electronic components, particularly in organic electroluminescent diodes; an organic electronic component comprising the fused ring compound, and applications thereof in organic electroluminescent diodes and in display and lighting technologies; and a formulation comprising the fused ring compound, and applications thereof in the preparation of organic electronic components. By optimizing the component structure, good component performance can be achieved, and especially, a high-performance OLED component can be implemented, which provide good material and preparation technology choices for full-color display and lighting applications.

  一种融合环化合物及其在有机电子元件中的应用，特别是在有机电致发光二极管中的应用；包括该融合环化合物的有机电子元件，在有机电致发光二极管和显示与照明技术中的应用；以及包含该融合环化合物的配方，在有机电子元件的制备中的应用。通过优化元件结构，可以实现良好的元件性能，尤其是可以实现高性能的OLED元件，为全彩显示和照明应用提供了良好的材料和制备技术选择。