Compounds, display panel and display device

A compound and connection position technology, which is applied in the field of organic electroluminescence materials, can solve the problems of large free volume, decrease in luminous efficiency, breakage, etc., and achieve the effects of improving fluorescence quantum efficiency, increasing luminous efficiency, and reducing device voltage

Active Publication Date: 2019-09-10
WUHAN TIANMA MICRO ELECTRONICS CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] (1) The wide energy band (3.0eV) of the blue light material limits the conjugation length of the aromatic compound, the molecule cannot have a large conjugated structure, and the molecular size of the luminescent material cannot be too large, but the small molecular structure will make The thermal stability of the luminescent material is not high;
[0006] (2) A large rigid molecular structure is a necessary condition for obtaining high-efficiency blue light, but it is difficult to obtain a phase-stable film material if the rigid molecular structure is too large;
[0007] (3) The wide energy band makes the simultaneous injection of electrons and holes extremely difficult, which will break the balance of electrons and holes, resulting in a decrease in luminous efficiency
[0010] Although this type of compound with a propeller structure can well avoid quantum quenching caused by agglomeration, its free volume is large, which makes the glass transition temperature of the material drop, and the final thermal stability cannot meet the requirements.

Method used

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  • Compounds, display panel and display device
  • Compounds, display panel and display device
  • Compounds, display panel and display device

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0095] Synthesis of Compound M1

[0096]

[0097] Add 12.48g (80mmol) of Compound A into a 200mL three-necked flask, add 0.5g of anhydrous aluminum trichloride to Compound A and mix well, and add 3.08g of dry Compound B in portions while stirring at 30-40°C (20mmol), and then continue to stir until the reaction is no longer exothermic, the steam is kept at 70-80°C, and the mixture is refluxed until the hydrogen chloride escapes gently. Add 20mL of 6mol / L hydrochloric acid into benzene, mix evenly, and add the above mixed solution in portions under rapid stirring to carry out hydrolysis reaction, and control the hydrolysis temperature below 40°C. Separate the benzene layer, dilute the water layer with ice water, and extract several times with benzene, combine the extracts, dry with anhydrous calcium chloride, decolorize with activated carbon, filter and cool to crystallize. The crystals were dissolved in a mixed solvent of benzene and petroleum ether with a little chloroace...

Embodiment 2

[0106] Synthesis of compound M6

[0107]

[0108] Add 12.48g (80mmol) of Compound A into a 200mL three-necked flask, add 0.5g of anhydrous aluminum trichloride to Compound A and mix well, and add 3.08g of dry Compound B in portions while stirring at 30-40°C (20mmol), and then continue to stir until the reaction is no longer exothermic, the steam is kept at 70-80°C, and the mixture is refluxed until the hydrogen chloride escapes gently. Add 20mL of 6mol / L hydrochloric acid into benzene, mix evenly, and add the above mixed solution in portions under rapid stirring to carry out hydrolysis reaction, and control the hydrolysis temperature below 40°C. Separate the benzene layer, dilute the water layer with ice water, and extract several times with benzene, combine the extracts, dry with anhydrous calcium chloride, decolorize with activated carbon, filter and cool to crystallize. The crystals were dissolved in a mixed solvent of benzene and petroleum ether with a little chloroace...

Embodiment 3

[0120] Synthesis of Compound M7

[0121]

[0122] Add 12.48g (80mmol) of Compound A into a 200mL three-necked flask, add 0.5g of anhydrous aluminum trichloride to Compound A and mix well, and add 3.08g of dry Compound B in portions while stirring at 30-40°C (20mmol), and then continue to stir until the reaction is no longer exothermic, the steam is kept at 70-80°C, and the mixture is refluxed until the hydrogen chloride escapes gently. Add 20 mL of 6 mol / L hydrochloric acid to benzene, mix well, and add the above mixed solution in portions under rapid stirring to carry out hydrolysis reaction, and control the hydrolysis temperature below 40°C. Separate the benzene layer, dilute the water layer with ice water, and extract several times with benzene, combine the extracts, dry with anhydrous calcium chloride, decolorize with activated carbon, filter and cool to crystallize. The crystals were dissolved in a mixed solvent of benzene and petroleum ether with a little chloroacety...

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Abstract

The invention relates to the technical field of OLEDs, and provides compounds having TADF properties. The compounds have a structure represented by a formula (1) shown in the description, wherein L1 and L2 are each independently selected from the group consisting of a hydrogen atom, phenyl, naphthyl, anthryl, pyridyl, pyrimidinyl, and pyrazinyl; and R1 and R2 are each independently selected from aromatic or heteroaryl groups such as substituted or unsubstituted carbazolyl and a derivative group of the substituted or unsubstituted carbazolyl, acridinyl and a derivative group of the acridinyl, diarylamino and a derivative group of the diarylamino. According to the compounds provided by the invention, the bis-boron heterocyclic structure is used not only as an electron acceptor group but alsoas a linking group; and in the compounds, a large-steric-hindrance group is linked to a boron atom of a boron heterocyclic ring, so that aggregation of the compound molecules is avoided, pi-aggregation or an excimer is prevented from being formed due to direct accumulation of a conjugate plane, and the luminous efficiency is improved.

Description

technical field [0001] The invention relates to the technical field of organic electroluminescent materials, in particular to a compound, a display panel and a display device including the compound. Background technique [0002] The light-emitting materials used in traditional OLEDs mainly include fluorescent materials and phosphorescent materials. Fluorescent materials can only use singlet light emission, which can achieve an internal quantum efficiency of 25%. Phosphorescent materials can simultaneously utilize their singlet and triplet luminescence to achieve 100% internal quantum efficiency. However, the efficiency of phosphorescent materials is severely attenuated, and most of them contain precious metals platinum and iridium, which greatly limits their development. [0003] In recent years, pure organic thermally induced delayed fluorescent materials (TADF) have made up for the shortcomings of phosphorescent and traditional fluorescent materials at the same time. Thi...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F5/02C09K11/06H01L51/50H01L51/54
CPCC07F5/027C09K11/06C09K2211/1029C09K2211/1033C09K2211/1037C09K2211/1096C09K2211/1007C09K2211/1014C09K2211/1011H10K85/626H10K85/654H10K85/6572H10K85/657H10K50/11H10K85/615H10K85/631H10K85/322H10K85/342H10K85/40H10K2101/10C09K2211/1022
Inventor 张凯波汪奎叶添昇
Owner WUHAN TIANMA MICRO ELECTRONICS CO LTD
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