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Compound taking triazine as core and application of compound on organic electroluminescent device

A compound and compound structure technology, applied in the fields of electric solid-state devices, electrical components, organic chemistry, etc., can solve the problems of difficult exciton utilization, high fluorescence radiation efficiency, low S1 state radiation transition rate, 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

[0005] Although theoretically TADF materials can achieve 100% exciton utilization, there are actually the following problems: (1) The T1 and S1 states of the designed molecules have strong CT characteristics, and the very small S1-T1 state energy gap, although it can High T through TADF process 1 →S 1 state exciton conversion rate, but at the same time lead to a low S1 state radiative transition rate, therefore, it is difficult to have both (or simultaneously achieve) high exciton utilization efficiency and high fluorescence radiation efficiency; (2) Even if doped devices have been used to alleviate the T excitation Subconcentration quenching effect, the efficiency of most TADF material devices has a serious roll-off at high current densities

Method used

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  • Compound taking triazine as core and application of compound on organic electroluminescent device
  • Compound taking triazine as core and application of compound on organic electroluminescent device
  • Compound taking triazine as core and application of compound on organic electroluminescent device

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0067] The synthesis of embodiment 1 compound 1

[0068]

[0069] The concrete synthetic route of this compound is provided now:

[0070]

[0071] In a 250ml four-neck flask, add 0.01mol 2-(4-bromopyridin-2-yl)-4,6-diphenyl-[1,3,5]triazine, 0.015mol12 ,12-Dimethyl-12,14-dihydrobenzofuro[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 tri-tert-butylphosphine, 150ml toluene, heating and reflux for 24 hours, sampling point plate, reaction complete, natural cooling, filtration, filtrate rotary evaporation, silica gel column, to obtain the target product with a purity of 99.20% and a yield of 45.39%.

[0072] HPLC-MS: The molecular weight of the material is 681.25, and the measured molecular weight is 681.53.

Embodiment 2

[0073] The synthesis of embodiment 2 compound 12

[0074]

[0075] The concrete synthetic route of this compound is provided now:

[0076]

[0077] In a 250ml four-neck flask, under an atmosphere of nitrogen gas, add 0.01mol 2-(4-bromophenyl)-4-naphthyl-2-yl-6-pyridin-3-yl-[1,3,5 ] Triazine, 0.015molM1, 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 98.36% and a yield of 52.23%.

[0078] HPLC-MS: The molecular weight of the material is 737.21, and the measured molecular weight is 737.23.

Embodiment 3

[0079] The synthesis of embodiment 3 compound 16

[0080]

[0081] The concrete synthetic route of this compound is provided now:

[0082]

[0083] In a 250ml four-necked flask, add 0.01mol 2-(3-bromophenyll)-4,6-diphenyl-[1,3,5]triazine, 0.015molM2, 0.03mol under nitrogen atmosphere Sodium tert-butoxide, 1 x 10 -4 mol Pd 2 (dba) 3 , 1×10 -4 mol tri-tert-butylphosphine, 150ml toluene, heated to reflux for 24 hours, sampling plate, reaction complete, natural cooling, filtration, filtrate rotary evaporation, silica gel column, the target product was obtained with a purity of 98.96% and a yield of 36.98%.

[0084] 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 a compound taking triazine as a core and an application of the compound on an organic electroluminescent device. The compound takes triazine as the core, which has the characteristics of difficult crystallization among molecules, difficult aggregation and good film forming ability. When the compound is taken as a luminescent layer main material of the organic electroluminescent device for usage, current efficiency, power efficiency and external quantum efficiency of the device are greatly improved; at the same time, the device life can be obviously increased.

Description

technical field [0001] The invention relates to the technical field of semiconductors, in particular to a compound with triazine as the core and its application as a light-emitting layer material in an organic light-emitting diode. 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 l...

Claims

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Application Information

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IPC IPC(8): C07D401/14C07D403/04C07D403/10C07D403/14C07D405/14C07D409/14C07D413/14C07D417/14C07D471/14C07D487/04C07D491/048C07D491/052C07D491/147C07D491/153C07D495/04C07D498/14H01L51/54
CPCC07D401/14C07D403/04C07D403/10C07D403/14C07D405/14C07D409/14C07D413/14C07D417/14C07D471/14C07D487/04C07D491/048C07D491/052C07D491/147C07D491/153C07D495/04C07D498/14H10K85/636H10K85/633H10K85/631H10K85/654H10K85/6576H10K85/6574H10K85/657H10K85/6572
Inventor 李崇徐凯张兆超叶中华王立春
Owner VALIANT CO LTD
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