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Organic light emission diode device containing acridone compound and application thereof

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

Active Publication Date: 2017-08-18
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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  • Organic light emission diode device containing acridone compound and application thereof
  • Organic light emission diode device containing acridone compound and application thereof
  • Organic light emission diode device containing acridone compound and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0064] Example 1 Synthesis of Compound 1

[0065]

[0066] The specific synthetic route of the compound is now provided:

[0067]

[0068] In a 250ml four-necked flask, add 0.01mol 2-bromo-9,9-dimethyl-10-phenyl-9,10-dihydro-acridine and 0.025mol acridinone under a nitrogen atmosphere. 0.03mol sodium tert-butoxide, 1×10 -4 mol Pd 2 (dba) 3 , 1×10 -4 mol of tri-tert-butyl phosphine, 150ml of toluene, heating and refluxing for 24 hours, sampling point plate, reaction complete, natural cooling, filtering, rotary evaporation of the filtrate, and 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] Example 2 Synthesis of Compound 2

[0071]

[0072] The specific synthetic route of the compound is now provided:

[0073]

[0074] In a 250ml four-neck flask, add 0.01mol 10-(4-bromophenyl)-9,9-dimethyl-9,10-dihydro-acridine and 0.025mol acridinone under a nitrogen atmosphere , 0.03mol sodium tert-butoxide, 1×10 -4 mol Pd 2 (dba) 3 , 1×10 - 4 mol of tri-tert-butyl phosphine, 150ml of toluene, heating and refluxing for 24 hours, sampling point plate, reaction complete, natural cooling, filtration, rotary evaporation of the filtrate, and 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] Example 3 Synthesis of Compound 3

[0077]

[0078] The specific synthetic route of the compound is now provided:

[0079]

[0080] In a 250ml four-neck flask, add 0.01mol 10-(3-bromophenyl)-9,9-dimethyl-9,10-dihydro-acridine and 0.025mol acridinone under a nitrogen atmosphere , 0.03mol sodium tert-butoxide, 1×10 -4 mol Pd 2 (dba) 3 , 1×10 - 4 mol of tri-tert-butyl phosphine, 150 ml of toluene, heating and refluxing for 24 hours, sampling point plate, complete reaction, natural cooling, filtration, rotary evaporation of the filtrate, and 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 light emission diode device containing an acridone compound. The device comprises a hole transport layer, a light emission layer and an electron transport layer. The material of the light emission layer of the device comprises a compound containing an acridone group, and the structural formula of the compound is shown in the general formula (1). According to the acridone material, due to a small triplet and singlet energy difference, energy transfer between host and guest materials can be realized easily, energy that is originally lost in a heat form is easily available, the radiative transition efficiency of the light emission layer is enhanced, and the high efficiency of the device can be acquired more easily. Further, when a fluorescent material is selected as a doped material, light emission radiation of the doped material is acquired more easily, and a long service life of the material can be acquired more easily.

Description

Technical field [0001] The present invention relates to the field of semiconductor technology, in particular to an organic electroluminescence device whose light-emitting layer material is an acridone compound and its application. Background technique [0002] Organic Light Emission Diodes (OLED: Organic Light Emission Diodes) device technology can be used to manufacture new display products as well as new lighting products. It is expected to replace the existing liquid crystal display and fluorescent lighting, and has a broad 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 purpose 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 device, and the ...

Claims

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Application Information

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Patent Type & Authority Applications(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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