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Organic compound, OLED device and application thereof

An organic compound, selected technology, applied in organic chemistry, electrical solid-state devices, semiconductor devices, etc., can solve the problems of improving process difficulty, too fast lateral mobility, poor cleaning effect of evaporation mask, etc., to improve luminous efficiency and lifespan, improving electron transport capability, and optimizing the effect of light-emitting display performance

Pending Publication Date: 2022-04-29
WUHAN TIANMA MICRO ELECTRONICS CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] There are several problems in the existing electron transport material technology. First, the solubility of the material is not good, which will lead to poor cleaning effect of the vapor deposition Mask (mask) during mass production; second, the mobility of the material is low, such as The traditional electron transport material 8-hydroxyquinoline aluminum (Alq 3 ), with an electron mobility of 10 -6 cm 2 / Vs or so, the overall voltage of the device will increase, and the electron transport and hole transport will be unbalanced
Third, the mobility of the material is too fast, especially the lateral mobility is too fast, resulting in crosstalk between adjacent pixels (Cross talk)
Fourth, the energy level of the material does not match, it cannot effectively block the migration of holes that may cross the light-emitting layer, and it cannot effectively realize the transmission of electrons in RGB three colors at the same time, increasing the number of Masks and increasing the difficulty of the process
Fifth, the glass transition temperature of commercially available electron transport materials and hole blocking materials is low, and the thermal stability and film-forming properties of the materials are not good. The Joule heat generated during the operation of the device will cause the molecular structure of the material to change, making the The efficiency of the device is reduced, the life is shortened, and the reliability is insufficient

Method used

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  • Organic compound, OLED device and application thereof
  • Organic compound, OLED device and application thereof
  • Organic compound, OLED device and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0105] A kind of organic compound H3, the structure is This organic compound H The preparation method is as follows:

[0106] (1)

[0107] Under nitrogen flow, after dissolving 30mmol of H3-1 and 33mmol of reactant A3 in tetrahydrofuran THF, 70mmol of potassium carbonate aqueous solution was added, heated and stirred. Under reflux state, add 0.5mmol catalyst tetraphenylphosphine palladium Pd (PPh 3 ) 4 , heating and stirring for 8h. After the reaction, the temperature was lowered to room temperature, and the potassium carbonate solution was removed and filtered. The filtered solid was washed with ethanol to afford H3-2.

[0108] (2)

[0109] Under nitrogen flow, after dissolving 30mmol of H3-2 and 33mmol of reactant B3 in THF, 70mmol of potassium carbonate aqueous solution was added, heated and stirred. Under reflux state, add 0.5mmol catalyst Pd (PPh 3 ) 4, Heating to reflux and stirring for 8h. After the reaction, the temperature was lowered to room temperatur...

Embodiment 2

[0113] A kind of organic compound H6, the structure is The preparation method of this organic compound H6 is as follows:

[0114]

[0115] The difference with Example 1 is only that H3-1 and A3 in step (1) are replaced by equimolar amounts of H6-1 and A6 respectively, and H3-2 and B3 in step (2) are replaced by equal Molar amounts of H6-2 and B6; other raw materials, dosages and process parameters are the same as in Example 1 to obtain the target product H6.

[0116] MALDI-TOF: Calculated m / z: C 62 h 35 N 5 , 849.29; found value: 849.12.

[0117] Compound elemental analysis results (%): calculated value: C 87.61, H 4.15, N 8.24; test value: C 87.58, H 4.16, N 8.26.

Embodiment 3

[0119] A kind of organic compound H25, the structure is The preparation method of this organic compound H25 is as follows:

[0120]

[0121] The difference from Example 1 is only that A3 in step (1) is replaced by A25 in equimolar amounts, and H3-2 and B3 in step (2) are replaced by H25-2 and B25 in equimolar amounts respectively; Other raw materials, dosage and process parameters are the same as in Example 1 to obtain the target product H25.

[0122] MALDI-TOF: Calculated m / z: C 68 h 39 N 5 , 925.32; found value: 925.46.

[0123] Compound elemental analysis results (%): calculated value: C 88.19, H 4.24, N 7.56, test value: C 88.15, H 4.26, N 7.59.

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Abstract

The invention provides an organic compound, an OLED (Organic Light Emitting Diode) device and application thereof, the organic compound has a structure as shown in a formula I, the organic compound has proper LUMO and HOMO energy levels through design and interaction of a specific skeleton structure and groups, the electron transmission capability can be improved, and the transition of holes can be blocked; the organic electroluminescent material has a high triplet state energy level, can effectively block exciton transmission, limit excitons in a luminescent layer and improve electron transmission efficiency, has high electron mobility, excellent thermal stability and film stability, facilitates evaporation processing, improves luminescent efficiency and prolongs the service life of a device. The organic compound has good dissolvability, and the spiro stereo configuration can effectively avoid material crystallization and improve the stability of a device. The organic compound is used for an OLED device, is especially suitable for a hole blocking material and / or an electron transport material, and can improve the luminous efficiency, reduce the driving voltage, improve the stability and prolong the service life of the device.

Description

technical field [0001] The invention belongs to the technical field of organic electroluminescent materials, and in particular relates to an organic compound, an OLED device and applications thereof. Background technique [0002] Organic electroluminescent technology is an emerging optoelectronic technology. Since the report of Organic Light Emitting Diode (OLED) in 1987, it has attracted the attention of the industry and is considered to be the most competitive display technology. Compared with traditional inorganic electroluminescent devices, OLED devices have the advantages of self-luminescence, high contrast, fast response, high luminous efficiency, full color, bendable, ultra-thin, and simple production process. , solid-state lighting and automotive display industries have been widely used. [0003] The OLED device has a laminated structure, including a cathode, an anode, and an organic layer disposed between the two electrodes. When a voltage is applied to the electro...

Claims

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Application Information

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IPC IPC(8): C07D471/10C09K11/06H01L51/54H01L51/50
CPCC07D471/10C09K11/06C09K2211/1029C09K2211/1007C09K2211/1011C09K2211/1059C09K2211/1092C09K2211/1088C09K2211/1033H10K85/626H10K85/615H10K85/654H10K85/6576H10K85/6574H10K85/6572H10K85/657H10K50/16H10K50/18
Inventor 邓东阳过宇阳高威
Owner WUHAN TIANMA MICRO ELECTRONICS CO LTD