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Compound containing 1, 3-diketone ligand, application of compound and organic electroluminescent device

A compound and ligand technology, applied in the field of organic electroluminescent devices, can solve the problems of low luminous efficiency and large efficiency roll-off, and achieve the effects of improving luminous efficiency, increasing lifespan, and reducing concentration quenching

Active Publication Date: 2022-05-13
BEIJING GREEN GUARDEE TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] The purpose of the present invention is to overcome the problems of large efficiency roll-off and low luminous efficiency in existing organic electroluminescent devices

Method used

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  • Compound containing 1, 3-diketone ligand, application of compound and organic electroluminescent device
  • Compound containing 1, 3-diketone ligand, application of compound and organic electroluminescent device
  • Compound containing 1, 3-diketone ligand, application of compound and organic electroluminescent device

Examples

Experimental program
Comparison scheme
Effect test

specific Embodiment approach 1-3

[0075] According to particularly preferred embodiments 1-3 , in Ir(L A )(L B ) 2 In the structure shown,

[0076] In formula (IA), R 1 , R 2 , R 3 , R 4 each independently selected from H, C 1- C 7 Alkyl, C 6- C 10 Aryl; or R 1 with R 2 combination of and R 3 with R 4 At least one combination of the combinations is ring-closed to form a 4-6 membered saturated ring;

[0077] In formula (IB), X is C or N,

[0078] Q ring is selected from substituted or unsubstituted benzene ring, substituted or unsubstituted quinoline ring, substituted or unsubstituted isoquinoline ring, substituted or unsubstituted naphthalene ring, substituted or unsubstituted phenanthrene ring, substituted or unsubstituted Substituted benzothiophene ring, substituted or unsubstituted benzofuran ring, substituted or unsubstituted indole ring, substituted or unsubstituted benzothiazole ring, substituted or unsubstituted benzoxazole ring, substituted or unsubstituted Substituted benzimidazole r...

specific Embodiment approach 1-4

[0083] According to particularly preferred embodiments 1-4 , in Ir(L A )(L B ) 2 In the structure shown,

[0084] In formula (IA), R 1 , R 2 , R 3 , R 4 each independently selected from H, methyl, ethyl, C 3 straight chain alkyl, C 3 branched chain alkyl, C 3 Cycloalkyl, C 4 straight chain alkyl, C 4 branched chain alkyl, C 4 Cycloalkyl, C 5 straight chain alkyl, C 5 branched chain alkyl, C 5 Cycloalkyl, C6 straight chain alkyl, C 6 branched chain alkyl, C 6 Cycloalkyl, C 7 straight chain alkyl, C 7 branched chain alkyl, C 7 Cycloalkyl, phenyl; or R 1 with R 2 combination of and R 3 with R 4 At least one combination of the combinations is ring-closed to form a 4-6 membered saturated ring;

[0085] In formula (IB), X is C or N,

[0086] Q ring is selected from substituted or unsubstituted benzene ring, substituted or unsubstituted quinoline ring, substituted or unsubstituted isoquinoline ring, substituted or unsubstituted naphthalene ring, substituted ...

preparation example 1

[0132] Preparation Example 1: Compounds shown in the preparation formula M1

[0133]

[0134] Synthesis of intermediate M1-1: under nitrogen protection, dissolve the activated zinc powder (0.4mol) in 30ml of anhydrous THF, then add trimethylchlorosilane (25ml), stir for 15min, then add 4-iodobutyl Ethyl acetate (0.4mol), stirred at 30°C for 12h, cooled to -10°C, then added copper cyanide (0.2mol) and lithium chloride (0.4mol) in THF solvent (200ml), heated to 0°C , stirred for 10 min, and cooled to -78°C to obtain No. 1 solution.

[0135] 2-Cyclohexen-1-one (0.28mol) and trimethylchlorosilane (0.66mol) were dissolved in ether (250ml), then slowly added dropwise to No. 1 solution, stirred at -78°C for 3h, Warm up to room temperature and react for 12h. Add saturated NH 4 Cl (450ml) and saturated NH 4 OH (50ml) was used to quench the reaction, extracted three times with ethyl acetate, the organic phase was combined, the organic phase was removed by rotary evaporation, and ...

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Abstract

The invention relates to the field of organic electroluminescent devices, and discloses a compound containing a 1, 3-diketone ligand, application of the compound and an organic electroluminescent device. The compound has a structure as shown in Ir (LA) (LB) 2, LA has a structure as shown in a formula (IA), and LB is a structure as shown in a formula (IB), a structure as shown in LB310, a structure as shown in LB311, a structure as shown in LB312, a structure as shown in LB313 or a structure as shown in LB314. The compound containing the 1, 3-diketone ligand provided by the invention has the advantages of small synthesis difficulty and easy purification, has excellent luminescence performance when being used as an organic electrophosphorescent material, can prolong the service life of a device, can increase the solubility of the phosphorescent material, and can reduce the probability of triplet state-triplet state quenching.

Description

technical field [0001] The invention relates to the field of organic electroluminescent devices, in particular to a compound containing 1,3-diketone ligand and application thereof, and an organic electroluminescent device. Background technique [0002] Compared with traditional liquid crystal technology, organic electroluminescent technology does not require backlight illumination and color filters, and pixels can emit light by themselves on a color display panel. Moreover, it has ultra-high contrast, ultra-wide viewing angle, and curved surface. , thin and other characteristics. [0003] In 1987, Dr. Deng Qingyun of Kodak Company reported two organic semiconductor materials based on 8-hydroxyquinoline aluminum with high fluorescence efficiency and good electron transport properties and aromatic diamine with good hole transport properties, which promoted organic electroluminescence. Materials research. [0004] In 1997, Professor Forrest of Princeton University in the Unit...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F15/00C09K11/06H01L51/50H01L51/54
CPCC07F15/0033C09K11/06C09K2211/185H10K85/342
Inventor 吕瑶范洪涛冯美娟
Owner BEIJING GREEN GUARDEE TECH
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