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Organic electroluminescent device containing triazine compound and application thereof

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

Inactive Publication Date: 2017-03-01
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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  • Organic electroluminescent device containing triazine compound and application thereof
  • Organic electroluminescent device containing triazine compound and application thereof
  • Organic electroluminescent device containing triazine compound and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0093] Example 1 Synthesis of Compound 1

[0094]

[0095] In a 250ml four-necked flask, add 0.01mol 2-(4-bromopyridin-2-yl)-4,6-diphenyl-[1,3,5]triazine, 0.015mol12 under a nitrogen atmosphere. ,12-Dimethyl-12,14-dihydrobenzofuran[2,3-h]indole[2,1-b]carbazole, 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, reaction complete, natural cooling, filtration, rotary evaporation of the filtrate, and silica gel column to obtain the target product with a purity of 99.20% and a yield of 45.39%.

[0096] HPLC-MS: The molecular weight of the material is 681.25, and the measured molecular weight is 681.53.

Embodiment 2

[0097] Example 2 Synthesis of Compound 12

[0098]

[0099] In a 250ml four-necked flask, add 0.01mol 2-(4-bromophenyl)-4-naphthyl-2-yl-6-pyridin-3-yl-[1,3,5 under a nitrogen atmosphere ] Triazine, 0.015molM1, 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, reaction complete, natural cooling, filtration, rotary evaporation of the filtrate, and silica gel column to obtain the target product with a purity of 98.36% and a yield of 52.23%.

[0100] HPLC-MS: The molecular weight of the material is 737.21, and the measured molecular weight is 737.23.

Embodiment 3

[0101] Example 3 Synthesis of Compound 16

[0102]

[0103] In a 250ml four-necked flask, add 0.01mol 2-(3-bromophenyll)-4,6-diphenyl-[1,3,5]triazine, 0.015molM2, 0.03mol under a nitrogen atmosphere 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, reaction complete, natural cooling, filtration, rotary evaporation of the filtrate, and silica gel column to obtain the target product with a purity of 98.96% and a yield of 36.98%.

[0104] HPLC-MS: The molecular weight of the material is 736.26, and the measured molecular weight is 736.38.

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Abstract

The invention discloses an organic electroluminescent device containing a triazine compound and application thereof. The device comprises a hole transport layer, a luminescent layer and an electron transfer layer. The luminescent layer material of the device contains a compound containing a triazine group. The structural formula of the compound is as shown in the general formula (1). As the triazine material has small triplet state and singlet energy difference, it is easy to realize energy transfer between host-guest materials, energy originally lost in the form of heat is easy to utilize, radiative transition efficiency of the luminescent layer is enhanced, and high efficiency of the device is easier to obtain. When a doped material is selected as a fluorescent material, luminous radiation of the doped material is easier to obtain, and long life of the material is easier to realize.

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 a triazine 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 their uses 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 po...

Claims

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Application Information

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IPC IPC(8): C07D403/14C07D403/10C07D491/048C07D491/153C07D498/14C07D471/14C07D413/14C07D417/14C07D405/14C07D495/04C07D487/04C07D491/147C07D409/14C07D403/04C07D401/14C07D487/14C09K11/06H01L51/50H01L51/54
CPCC09K11/06C07D401/14C07D403/04C07D403/10C07D403/14C07D405/14C07D409/14C07D413/14C07D417/14C07D471/14C07D487/04C07D487/14C07D491/048C07D491/147C07D491/153C07D495/04C07D498/14C09K2211/1044C09K2211/1059C09K2211/1033C09K2211/1037C09K2211/1088C09K2211/1092C09K2211/1029H10K85/654H10K85/6576H10K85/6574H10K85/657H10K85/6572H10K50/00
Inventor 李崇徐凯张兆超叶中华王立春
Owner VALIANT CO LTD
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