An organic electroluminescent device containing acridone compound and its application

An electroluminescent device and compound technology, applied in the field of organic electroluminescent devices, can solve the problems of difficult and high exciton utilization rate, high fluorescence radiation efficiency, efficiency roll-off, low S1 state radiation transition rate and the like

Active Publication Date: 2019-12-03
JIANGSU SUNERA TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] (1) The T1 and S1 states of the designed molecule have strong CT features and a very small S1-T1 state energy gap, although high T can be achieved by the TADF process 1 →S 1 State exciton conversion rate, but at the same time lead to low S1 state radiative transition rate, therefore, it is difficult to have both (or simultaneously achieve) high exciton utilization rate and high fluorescence radiation efficiency;
[0007] (2) Even if doped devices have been used to alleviate the T-exciton concentration quenching effect, the efficiency of most TADF material devices has a serious roll-off at high current densities

Method used

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  • An organic electroluminescent device containing acridone compound and its application
  • An organic electroluminescent device containing acridone compound and its application
  • An organic electroluminescent device containing acridone compound and its application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0064] The synthesis of embodiment 1 compound 1

[0065]

[0066] The concrete synthetic route of this compound is provided now:

[0067]

[0068] In a 250ml four-neck flask, under a nitrogen atmosphere, add 0.01mol 2-bromo-9,9-dimethyl-10-phenyl-9,10-dihydro-acridine, 0.025mol acridone, 0.03mol sodium tert-butoxide, 1×10 -4 mol Pd 2 (dba) 3 , 1×10 -4 mol of tri-tert-butylphosphine, 150ml of toluene, heated to reflux for 24 hours, sampling plate, reaction complete, natural cooling, filtration, filtrate rotary evaporation, silica gel column to obtain the target product with a purity of 99.56% and a yield of 55.32%.

[0069] HPLC-MS: The molecular weight of the material is 478.20, and the measured molecular weight is 478.39.

Embodiment 2

[0070] The synthesis of embodiment 2 compound 2

[0071]

[0072] The concrete synthetic route of this compound is provided now:

[0073]

[0074] In a 250ml four-necked flask, add 0.01mol 10-(4-bromophenyl)-9,9-dimethyl-9,10-dihydro-acridine and 0.025mol acridone under nitrogen atmosphere , 0.03mol sodium tert-butoxide, 1×10 -4 mol Pd 2 (dba) 3 , 1×10 - 4 mol of tri-tert-butylphosphine, 150ml of toluene, heated to reflux for 24 hours, sampling point plate, complete reaction, natural cooling, filtration, filtrate rotary evaporation, silica gel column, to obtain the target product with a purity of 99.81% and a yield of 65.20%.

[0075] HPLC-MS: The molecular weight of the material is 478.20, and the measured molecular weight is 478.62.

Embodiment 3

[0076] The synthesis of embodiment 3 compound 3

[0077]

[0078] The concrete synthetic route of this compound is provided now:

[0079]

[0080] In a 250ml four-necked flask, add 0.01mol 10-(3-bromophenyl)-9,9-dimethyl-9,10-dihydro-acridine and 0.025mol acridone under nitrogen atmosphere , 0.03mol sodium tert-butoxide, 1×10 -4 mol Pd 2 (dba) 3 , 1×10 - 4 mol of tri-tert-butylphosphine, 150ml of toluene, heated to reflux for 24 hours, sampling plate, reaction complete, natural cooling, filtration, filtrate rotary evaporation, silica gel column, to obtain the target product with a purity of 98.95% and a yield of 78.00%.

[0081] HPLC-MS: The molecular weight of the material is 478.20, and the measured molecular weight is 478.59.

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Abstract

The invention discloses an organic electroluminescent device containing an acridone compound. The device comprises a hole transport layer, a light-emitting layer, and an electron transport layer. The material of the light-emitting layer of the device includes a compound containing an acridone group. The structural formula of the compound is shown in general formula (1). Because the acridone material of the present invention has a smaller triplet state and singlet state energy difference, it is easy to realize the energy transfer between the host and guest materials, so that the energy originally lost in the form of heat is easy to be used, and the radiation transition efficiency of the light-emitting layer is improved. , so that it is easier to obtain high efficiency of the device, and further, when the dopant material is selected as a fluorescent material, it is easier to obtain the luminescent radiation of the dopant material, so that it is easier to obtain a long life of the material.

Description

technical field [0001] The invention relates to the technical field of semiconductors, in particular to an organic electroluminescent device whose light-emitting layer material is acridone compound and its application. Background technique [0002] Organic electroluminescent (OLED: Organic Light Emission Diodes) device technology can be used to manufacture new display products and also can be used to make new lighting products, which is expected to replace the existing liquid crystal display and fluorescent lighting, and has a wide application prospect. [0003] The OLED light-emitting device is like a sandwich structure, including electrode material film layers, and organic functional materials sandwiched between different electrode film layers. Various functional materials are superimposed on each other according to the application to form an OLED light-emitting device. As a current device, when a voltage is applied to the electrodes at both ends of the OLED light-emitting...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): H01L51/50H01L51/54
CPCH10K85/615H10K85/6572H10K85/657H10K50/11
Inventor 徐凯张兆超王立春
Owner JIANGSU SUNERA TECH CO LTD
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