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Anthraquinone general formula compound and application thereof

A compound of the general formula and a selected technology, applied in the field of organic electroluminescent devices, can solve problems such as efficiency roll-off, reduce the efficiency roll-off, improve rigidity, and realize the effect of narrow-spectrum luminescence

Inactive Publication Date: 2019-11-05
BEIJING ETERNAL MATERIAL TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, the main problem of TADF materials is the serious efficiency roll-off of doped devices at high current densities. Therefore, there is still much room for improvement in the luminescence performance of existing organic electroluminescent materials, and the industry urgently needs to develop new organic electroluminescent materials. electroluminescent materials

Method used

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  • Anthraquinone general formula compound and application thereof
  • Anthraquinone general formula compound and application thereof
  • Anthraquinone general formula compound and application thereof

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0049] Preparation of intermediate M1:

[0050] In a 500mL three-necked flask, add 2-fluoro-4-bromobenzonitrile (10g, 50mmol), phenol (4.94g, 52.5mmol) and K 2 CO 3 (13.8g, 100mmol) and DMF (120mL), heated at 140°C for 4 hours under the protection of nitrogen. TLC monitored the reaction to completion. The reaction solution was cooled to room temperature, diluted with toluene (100mL), washed with water (50mL*2), separated to remove the water phase, and the organic phase was dried with anhydrous sodium sulfate and concentrated to a small volume. White solid, filtered to obtain intermediate M1 13.2g.

[0051] Preparation of Intermediate M2:

[0052] Intermediate M1 (63g, 229mmol) was dissolved in EtOH (500mL), NaOH (27g, 689mmol) was added, heated to 100°C under nitrogen protection, and refluxed for 5h. TLC monitored until the reaction was complete. After cooling down, filter to obtain a solid. Adjust the system to PH=1 with hydrochloric acid (1N), extract the aqueous phas...

Embodiment approach

[0100] The organic light emitting diode includes a first electrode and a second electrode on the substrate, and an organic material between the electrodes, and a hole transport layer, a light-emitting layer, and an electron transport layer are included between the first electrode and the second electrode.

[0101] The substrate is the substrate used in organic light emitting displays, such as glass, polymer materials, and glass and polymer materials with TFT components.

[0102] The anode material can be indium tin oxide (ITO), indium zinc oxide (IZO), tin dioxide (SnO 2 ), zinc oxide (ZnO) and other transparent conductive materials, also metal materials such as silver and its alloys, aluminum and its alloys, organic conductive materials such as PEDOT, and multilayer structures of the above materials.

[0103] The device can also include a hole injection layer positioned between the hole transport layer and the anode, including but not limited to one or more combinations of HI...

Embodiment 2

[0132] ITO(150nm) / HI-2(10nm) / HT-2(40nm) / HT-28(20nm) / TDH14:20%C2(30nm) / ET-34(20nm) / LiF(0.5nm) / Al( 150nm)

[0133] Wherein 5% means that the weight ratio of C1 relative to TDH14 is 20%, and the following examples are also expressed in this manner.

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PUM

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Abstract

The invention discloses an anthraquinone general formula compound and application thereof. The general formula compound is shown in a formula in the specification, in the formula, Y represents an oxygen atom or a sulfur atom, X1 to X8 represent C, CR or N, when any one or any two of X1 to X8 represent C, the C atom is connected with L, R is selected from a hydrogen atom, alkyls of C1 to C10, substituted or unsubstituted aryls of C6 to C30, or substituted or unsubstituted heteroaryl groups of C3 to C30, adjacent R can form a ring, L is selected from substituted or unsubstituted heterocyclic arylenes of C3 to C12, Ar is selected from substituted or unsubstituted aryls of C6 to C30 or substituted or unsubstituted heteroaryl groups of C3 to C30, n is an integer of 1 to 2, and when n is 2, twoL groups in the formula are the same or different, and two Ar groups are the same or different. When serving as a light-emitting material in an organic light-emitting device (OLED), the compound showsexcellent device performance and stability; and meanwhile, the OLED made of the general formula compound is within the scope of patent right.

Description

technical field [0001] The invention relates to the field of organic electroluminescent materials, in particular to a novel general formula compound and an organic electroluminescent device using the general formula compound. Background technique [0002] The earliest dyes used in OLEDs are pure organic small molecule light-emitting materials. Devices based on these materials have long lifetimes and low efficiency roll-off. However, the material can only use 25% of S1 to emit light, and 75% of T1 can only be lost through non-radiative transitions due to spin prohibition. In 1998, Forrest et al. from Princeton University reported for the first time PHOLEDs based on T1 emission. Utilizing the spin-orbit coupling effect caused by the heavy metal Pt atoms, T1 can emit light effectively at room temperature, so that the internal quantum efficiency of 100% can be theoretically achieved. Currently, most phosphorescent dyes are based on Ir complexes. The hexahedral configuration ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D405/14C07D491/052C07D405/04C07D409/14C07D409/04C07D491/147C07D413/14C07D417/14C07D495/04C07D487/04C07D491/048C09K11/06C09B57/00H01L51/50H01L51/54
CPCC07D405/14C07D491/052C07D405/04C07D409/14C07D409/04C07D491/147C07D413/14C07D417/14C07D495/04C07D487/04C07D491/048C09K11/06C09B57/00C09K2211/1007C09K2211/1011C09K2211/1029C09K2211/1088C09K2211/1092C09K2211/1044C09K2211/1033C09K2211/1037H10K85/615H10K85/654H10K85/6576H10K85/6574H10K85/657H10K85/6572H10K50/11
Inventor 高文正杜倩张春雨任雪艳
Owner BEIJING ETERNAL MATERIAL TECH
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