Compound, application thereof, and organic light-emitting device comprising the compound

A compound and an independent technology, applied in the field of organic electroluminescent devices, can solve the problems that the performance needs to be further improved

Active Publication Date: 2020-07-07
BEIJING ETERNAL MATERIAL TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The organic electroluminescent device prepared by using the thermally activated delayed fluorescent material has an external quantum efficiency of 8.54%

Method used

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  • Compound, application thereof, and organic light-emitting device comprising the compound
  • Compound, application thereof, and organic light-emitting device comprising the compound
  • Compound, application thereof, and organic light-emitting device comprising the compound

Examples

Experimental program
Comparison scheme
Effect test

preparation example 1

[0128] Synthesis of compound M1:

[0129]

[0130] (1) Synthesis of intermediate M1-1

[0131] Add 3.1 g (20 mmol) of bromobenzene and 50 mL of dry toluene into a 250 mL two-necked flask, replace with nitrogen three times and then add to an ice-water bath. Maintaining the ice-water bath, 15 mL (1.6 M, 24 mmol) n-BuLi was added dropwise, and after the addition was completed, it was slowly warmed to room temperature and stirred for 6 h. Weighed 5.4 g (20 mmol) of compound 1 in the glove box, dissolved it in 50 mL of dry toluene solution and added it to the reaction system of the previous step, and continued stirring at room temperature for 20 h. After the reaction was completed, 50 mL of saturated ammonium chloride solution was added to the reaction system to quench, and then extracted with dichloromethane / water. The organic phase was dried and concentrated and then subjected to column chromatography with dichloromethane:petroleum ether=1:10 as the eluent to obtain 4.5 g of...

preparation example 2

[0143] The difference from Preparation Example 1 is that 9,9-dimethylacridine was replaced by 9,9-diphenylacridine in an equivalent amount to obtain 1.0 g of product M2 with a yield of 51.8%.

[0144] The molecular mass determined by mass spectrometry is: 599.35 (calculated value: 599.24); theoretical element content (%) C 44 h 30 BNO: C, 88.15; H, 5.04; B, 1.80; N, 2.34; O, 2.67. Measured element content (%): C, 88.11; H, 5.05; N, 2.29.

[0145] The above analysis results indicated that the obtained product was the expected product.

preparation example 3

[0147] The difference from Preparation Example 1 is that bromobenzene is replaced by 2-bromo-1,3,5-trimethylbenzene of the same amount to obtain 1.2g of product M5 with a yield of 58.6%.

[0148] The molecular mass determined by mass spectrometry is: 517.30 (calculated value: 517.26); theoretical element content (%) C 37 h 32 BNO: C, 85.88; H, 6.23; B, 2.09; N, 2.71; O, 3.09. Measured element content (%): C, 85.89; H, 6.25; N, 2.69.

[0149] The above analysis results indicated that the obtained product was the expected product.

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PUM

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Abstract

The invention provides a compound, applications thereof, and an organic light-emitting device comprising the compound. The compound has a structure as shown in a formula (I), wherein carbonyl and arylboron are jointly used as acceptor groups; the application of the compound is as a material of a luminescent layer in an organic electroluminescent device; the organic electroluminescent device comprises a first electrode, a second electrode and an organic layer between the first electrode and the second electrode; the compound is contained in the organic layer. The compound has good electron transport capability, proper carrier mobility and low injection energy barrier, and can effectively reduce the turn-on voltage and improve the luminous efficiency when used in organic electroluminescentdevices.

Description

technical field [0001] The invention relates to the technical field of organic electroluminescence, in particular to a compound and its application, and an organic electroluminescence device containing it. Background technique [0002] Organic light-emitting diodes (OLEDs) have many advantages such as self-illumination, wide viewing angle, low power consumption, and high contrast, so they have a wide range of applications in white lighting, flexible displays, ultra-thin displays, and transparent displays. [0003] Due to the large energy level difference between the singlet state and the triplet state, traditional fluorescent materials can only use 25% of the singlet state excitons to emit light, and OLEDs consume a lot of power. Phosphorescent materials containing heavy metals can simultaneously utilize singlet and triplet excitons to emit light due to the spin-orbit coupling effect of the heavy atom effect, and the internal quantum utilization rate can reach up to 100%. C...

Claims

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Application Information

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IPC IPC(8): C07F5/02C07F7/08C09K11/06H01L51/50H01L51/54
CPCC07F5/027C07F7/0816C09K11/06C09K2211/1007C09K2211/1014C09K2211/1029C09K2211/1033C09K2211/1037C09K2211/104C09K2211/1096H10K85/636H10K85/631H10K85/6572H10K85/657H10K85/40H10K50/11
Inventor 魏金贝高文正李国孟孙磊
Owner BEIJING ETERNAL MATERIAL TECH
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