A kind of organic electroluminescent device and its application

An electroluminescent device and luminescent technology, applied in the field of semiconductors, can solve the problems of efficiency roll-off, difficult high exciton utilization rate and high fluorescence radiation efficiency, low S1 state radiation transition rate, etc., to achieve efficiency and lifetime improvement, high efficiency effect

Active Publication Date: 2018-10-02
VALIANT 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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  • A kind of organic electroluminescent device and its application
  • A kind of organic electroluminescent device and its application
  • A kind of organic electroluminescent device and its application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0069] Example 1 Compound 1

[0070] The concrete synthetic route of this compound is provided now:

[0071]

[0072] Add 0.01mol 3,6-dibromo-1,8-diaza-9-fluorenone, 0.025mol 10H-phenoxazine, 0.03mol sodium tert-butoxide to a 250ml four-necked flask under nitrogen atmosphere , 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, the reaction was complete; naturally cooled, filtered, the filtrate was rotary evaporated, and passed through a silica gel column to obtain the target product with a purity of 99.2% and a yield of 75.00%.

[0073] Elemental analysis structure (molecular formula C 35 h 20 N 4 o 3 ): theoretical value C, 77.20; H, 3.70; N, 10.29; O, 8.81; test value: C, 77.29;

[0074] HPLC-MS: The molecular weight of the material is 544.15, and the measured molecular weight is 544.62.

Embodiment 2

[0075] Example 2 Compound 4

[0076]

[0077] The preparation method of compound 4 is the same as that of Example 1, except that the raw material 9,10-dihydro-9,9-dimethylacridine is used instead of 10H-phenoxazine.

Embodiment 3

[0078] Example 3 Compound 7

[0079] The concrete synthetic route of this compound is provided now:

[0080]

[0081] In a 250ml four-necked flask, add 0.01mol 3,6-bis-(4-bromophenyl)-1,8-diaza-9-fluorenone, 0.025mol 5-phenyl -10-hydrophenazine, 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, sampled and plated, the reaction was complete; naturally cooled, filtered, the filtrate was rotary evaporated, and passed through a silica gel column to obtain the target product with a purity of 99.5% and a yield of 72.00%.

[0082] Elemental analysis structure (molecular formula C 59 h 38 N 6 O): theoretical value C, 83.67; H, 4.52; N, 9.92; O, 1.89; tested value: C, 83.73; H, 4.39; N, 9.90;

[0083] HPLC-MS: The molecular weight of the material is 846.31, and the measured molecular weight is 846.40.

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Abstract

The invention discloses an organic electroluminescent device and its application. 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 comprises 1,8-diaza-9-fluorenone group The compound of group, described compound structural formula is as shown in general formula (1). Because the 1,8-diaza-9-fluorenone material of the present invention has a small energy difference between the triplet state and the singlet state, it is easy to realize energy transfer between the host and guest materials, so that the energy originally dissipated in the form of heat is easily It can be used to improve the radiative transition efficiency of the light-emitting layer, so that it is easier to obtain high efficiency of the device. Further, when the 1,8-diaza-9-fluorenone compound material is directly used as a doping material, or 1,8 When a diaza-9-fluorenone compound is used as the host material and a fluorescent material is selected as the dopant material, it is easier to obtain the luminescent radiation of the doped material, and thus it is easier to obtain the long life of the material.

Description

technical field [0001] The invention relates to the technical field of semiconductors, in particular to an organic electroluminescence device in which the light-emitting layer material is a 1,8-diaza-9-fluorenone compound and an application thereof. 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 ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): H01L51/52H01L51/54C07D471/04C07D519/00
CPCC07D471/04C07D519/00H10K85/657H10K85/6572H10K50/11
Inventor 李崇徐凯张兆超
Owner VALIANT CO LTD
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