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A kind of organic compound, electroluminescent material and application thereof

A technology of electroluminescent materials and organic compounds, which is applied in the field of organic compounds and electroluminescent materials, can solve the problems that restrict the development of full-color OLED display devices, the types of blue light-induced phosphorescent devices are few, and the device efficiency is not high enough, so as to improve the luminescence Efficiency and external quantum efficiency, balanced carrier transport performance, and reduced turn-on voltage and energy consumption

Active Publication Date: 2022-04-26
WUHAN TIANMA MICRO ELECTRONICS CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] In the current research status of organic electrophosphorescent materials, green photophosphorescent devices and red photophosphorescent devices have reached the level of commercial application in terms of efficiency, color purity and stability, but there are few types of blue photophosphorescent devices. , and there are shortcomings such as low lifespan, poor device stability, lack of pure blue light materials, and insufficient device efficiency, which greatly restrict the further development of full-color OLED display devices.

Method used

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  • A kind of organic compound, electroluminescent material and application thereof
  • A kind of organic compound, electroluminescent material and application thereof
  • A kind of organic compound, electroluminescent material and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0101] This embodiment provides an organic compound M1 with the following structure:

[0102]

[0103] The preparation method of this organic compound M1 comprises the steps:

[0104] (1)

[0105] Add 4.02g (10mmol) of Compound A, 1.91g (20mmol) of Compound B, 150mL of toluene, sodium tert-butoxide NaOt-Bu (2.88g, 30mmol), tris(dibenzyl Dipalladium Pd 2 (dba) 3 (0.18g, 0.2mmol) and tri-tert-butylphosphine P(t-Bu) 3 (1 mL of 10% toluene solution), and then reacted at 120° C. for 24 h under a nitrogen atmosphere. Cool to room temperature, pour the reaction solution into 200 mL of ice water, extract three times with dichloromethane, combine the organic phases, spin into silica gel, and perform column chromatography (the mobile phase is a mixed solution of dichloromethane and n-hexane with a volume ratio of 1:1) Separate and purify to obtain compound C.

[0106] Characterization results of compound C:

[0107] 1 H-NMR (400MHz, CDCl 3 ): δ8.30(d, J=7.5Hz, 2H), 8.20-8....

Embodiment 2

[0130] This embodiment provides an organic compound M2 with the following structure:

[0131]

[0132] The preparation method of this organic compound M2 comprises the steps:

[0133]

[0134] Under an Ar atmosphere, 1.6 g (24 mmol) of zinc powder and 40 mL of THF were added to a three-necked flask equipped with a magnetic stirrer. The mixture was cooled to -5 °C and the TiCl 4 1.3 mL (12 mmol) was added slowly keeping the temperature below 10 °C. The suspended mixture was warmed to room temperature and stirred for 0.5 h, then heated to reflux for 2.5 h. Compound G 7.25g (20mmol, the preparation method is the same as in Example 1) and Compound H-2 3.69g (20mmol) were dissolved in 15mL THF, and then slowly added dropwise to the suspended mixture, after the addition, the reaction mixture was heated to reflux, Until the carbonyl compound is consumed (monitored by TLC) (about 14h). After cooling down, use 10% K 2 CO 3 The reaction was quenched with aqueous solution an...

Embodiment 3

[0139] This embodiment provides an organic compound M3 with the following structure:

[0140]

[0141] The preparation method of this organic compound M3 comprises the steps:

[0142]

[0143] Under an Ar atmosphere, 1.6 g (24 mmol) of zinc powder and 40 mL of THF were added to a three-necked flask equipped with a magnetic stirrer. The mixture was cooled to -5 °C and the TiCl 4 1.3 mL (12 mmol) was added slowly keeping the temperature below 10 °C. The suspended mixture was warmed to room temperature and stirred for 0.5 h, then heated to reflux for 2.5 h. Compound G 7.25g (20mmol, the preparation method is the same as in Example 1) and Compound H-3 5.69g (20mmol) were dissolved in 15mL THF, then slowly added dropwise to the suspended mixture, and the reaction mixture was heated to reflux after the addition , until the carbonyl compound was consumed (monitored by TLC) (about 14h). After cooling down, use 10% K 2 CO 3 The reaction was quenched with aqueous solution a...

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Abstract

The invention provides an organic compound, an electroluminescent material and applications thereof. The organic compound has a structure shown in formula I, is a carbazole-like olefin compound, and the intramolecular group has a non-planar configuration, which can improve the Amorphous properties, thermal stability and glass transition temperature. The organic compound has proper HOMO energy level, LUMO energy level and higher triplet state energy level, which can suppress the reverse flow of triplet state energy from the guest to the host, and reduce the driving voltage of the device. As the host material, the organic compound has a high carrier transport rate and balanced carrier transport performance, which is beneficial to the balance of hole and electron currents in the device, and obtains a wider carrier recombination area, which significantly improves the performance of the device. Excellent luminous efficiency and external quantum efficiency, reducing the turn-on voltage and energy consumption 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 electroluminescent material and applications thereof. Background technique [0002] Organic electroluminescence (EL) is an emerging technology that is becoming increasingly mature and has great application prospects in the field of optoelectronic devices. Since the rise of organic electroluminescent materials and devices (organic lightemitting diode, OLED) in 1987, it has attracted the attention of the scientific community. It is considered to be the most competitive technology in the field of new generation display due to the high attention and active research and development of the industry and the industry. OLED technology has the characteristics of low power consumption, fast response, easy bending, wide viewing angle, large-area display, and full-color luminescence, and can be compatible with various existing s...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D487/22C09K11/06H01L51/54
CPCC07D487/22C09K11/06C09K2211/1074C09K2211/1059C09K2211/1088C09K2211/1029C09K2211/1048C09K2211/1092C09K2211/1044H10K85/654H10K85/6576H10K85/6574H10K85/6572H10K85/657H10K85/656C09K2211/1018H10K50/11H10K2101/10
Inventor 汪奎高优
Owner WUHAN TIANMA MICRO ELECTRONICS CO LTD
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