A kind of organic compound, display panel and display device

An organic compound and display panel technology, applied in the field of display panels, display devices, and organic compounds, can solve the problems of high production cost, efficiency roll-off of phosphorescent materials, poor stability of phosphorescent devices, etc., and achieves low cost and high efficiency. Effect

Active Publication Date: 2022-04-19
WUHAN TIANMA MICRO ELECTRONICS CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, phosphorescent materials are basically heavy metal complexes such as Ir, Pt, Os, Re, Ru, etc., and the production cost is high, which is not conducive to large-scale production.
At high current density, there is a serious efficiency roll-off phenomenon in phosphorescent materials, and the stability of phosphorescent devices is not good.
[0016] Triplet-triplet annihilation (TTA) materials: two adjacent triplet excitons, recombine to generate a higher-energy singlet excited state molecule and a ground state molecule, but two triplet excitons produce a singlet exciton , so the theoretical maximum internal quantum yield can only reach 62.5%
However, few TADF materials have been discovered so far, and new TADF materials that can be used in OLED devices need to be developed urgently.

Method used

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  • A kind of organic compound, display panel and display device
  • A kind of organic compound, display panel and display device
  • A kind of organic compound, display panel and display device

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0096]

[0097] Add compound A (11.68g, 20mmol), THF 100ml and magnesium strips 1.2g sequentially into a 250ml three-neck flask, replace with nitrogen, heat and stir for 30min. Dissolve the compound dimethyltin chloride (4.38g, 20mmol) in 60ml of toluene, slowly add the solution dropwise to the reaction system, after the dropwise addition, naturally rise to room temperature and react for 6h, after the reaction is completed, add 60ml of ice water to quench the reaction , the reaction solution was extracted with DCM (100ml*3) and saturated brine (100ml*2) respectively, the organic phase was rotary evaporated to obtain an oil, and the solid B was obtained by recrystallization using TOL / EtOH.

[0098] The structural confirmation data is as follows: MALDI-TOF: 573.01;

[0099] 1 H NMR (400MHz, Chloroform) δ7.55(s,2H),7.37(s,2H),7.33(s,2H),7.23(d,J=10.0Hz,4H),7.15(s,2H),7.08 (s,2H),7.00(s,2H),6.51(s,2H),1.64(s,6H).

[0100] 13 C NMR (100MHz, Chloroform) δ146.93(d, J=1.3Hz), 1...

Embodiment 2

[0123]

[0124] Add compound 2-1 (11.68g, 20mmol), THF 100ml and magnesium bar 1.2g in sequence to a 250ml three-neck flask, replace with nitrogen, heat and stir for 30min. Dissolve the compound dimethyltin chloride (4.38g, 20mmol) in 60ml of toluene, slowly add the solution dropwise to the reaction system, after the dropwise addition, naturally rise to room temperature and react for 6h, after the reaction is completed, add 60ml of ice water to quench the reaction , the reaction solution was extracted with DCM (100ml*3) and saturated brine (100ml*2) respectively, the organic phase was rotary evaporated to obtain an oil, and the solid 3-1 was obtained by recrystallization using TOL / EtOH.

[0125] The structural confirmation data is as follows: MALDI-TOF: 573.01;

[0126] 1 H NMR (400MHz, Chloroform) δ7.55(s,2H),7.37(s,2H),7.33(s,2H),7.23(d,J=10.0Hz,4H),7.15(s,2H),7.08 (s,2H),7.00(s,2H),6.51(s,2H),1.64(s,6H).

[0127] 13 C NMR (100MHz, Chloroform) δ146.93(d, J=1.3Hz), 143...

Embodiment 3

[0140]

[0141] Add compound M3-1 (11.68g, 20mmol), THF 100ml and magnesium bar 1.2g in sequence to a 250ml three-neck flask, replace with nitrogen, heat and stir for 30min. Dissolve the compound dimethyltin chloride (4.38g, 20mmol) in 60ml of toluene, slowly add the solution dropwise to the reaction system, after the dropwise addition, naturally rise to room temperature and react for 6h, after the reaction is completed, add 60ml of ice water to quench the reaction , the reaction solution was extracted with DCM (100ml*3) and saturated brine (100ml*2) respectively, the organic phase was rotary evaporated to obtain an oil, and the solid M3-2 was obtained by recrystallization using TOL / EtOH.

[0142] The structural confirmation data is as follows: MALDI-TOF: 573.01;

[0143] 1 H NMR (400MHz, Chloroform) δ7.55(s,2H),7.37(s,2H),7.33(s,2H),7.23(d,J=10.0Hz,4H),7.15(s,2H),7.08 (s,2H),7.00(s,2H),6.51(s,2H),1.64(s,6H).

[0144] 13 C NMR (100MHz, Chloroform) δ146.93(d, J=1.3Hz), 1...

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Abstract

The application discloses an organic compound having the following general structural formula: R 1 , R 2 , R 3 , R 4 independently selected from hydrogen, substituted or unsubstituted C4-C40 aryl, substituted or unsubstituted C4-C40 heteroaryl, substituted or unsubstituted C4-C40 condensed aryl, substituted or unsubstituted C4-C40 Fused heteroaryl. The organic compound of the present invention is a material with thermally activated delayed fluorescence properties. As the light-emitting layer of an organic electroluminescent device, but not limited to the host or guest material of the light-emitting layer, because the material can use triplet energy, it can greatly improve device performance.

Description

technical field [0001] The present application relates to the technical field of organic electroluminescence materials, in particular to an organic compound, a display panel and a display device. Background technique [0002] According to the light-emitting mechanism, there are mainly four kinds of materials that can be used for OLED light-emitting layer: [0003] 1. Fluorescent material [0004] The singlet excited state S1 of the material returns to the ground state S0 by radiative transition. [0005] 2. Phosphorescent materials [0006] The triplet excited state T1 directly radiatively decays to the ground state S0 (Nature, 1998, 395, 151). [0007] 3. Triplet-triplet annihilation (TTA) materials [0008] Two triplet excitons interact to generate a singlet exciton, which transitions back to the ground state S0 through radiative transition (Adv. Funct. Mater., 2013, 23, 739). [0009] 4. Thermally Active Delayed Fluorescence (TADF) materials [0010] When the energy...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F5/02C09K11/06H01L51/54
CPCC07F5/02C09K11/06C09K2211/1096C09K2211/1029C09K2211/1033C09K2211/1088C09K2211/1014C09K2211/1011C09K2211/1092H10K85/623H10K85/653H10K85/622H10K85/655H10K85/636H10K85/631H10K85/615H10K85/654H10K85/6576H10K85/6574H10K85/6572H10K85/657
Inventor 汪奎
Owner WUHAN TIANMA MICRO ELECTRONICS CO LTD
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