Anthracene-containing compound, synthesis method thereof, and organic light-emitting device (OLED) therefrom

An organic light-emitting device and compound technology, applied in the field of organic optoelectronic materials, can solve the problems of device carrier imbalance, reduced luminous efficiency, uneven light color, etc. System stabilization effect

Inactive Publication Date: 2018-01-19
CHANGCHUN HYPERIONS TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Due to the large difference in the transport speed of the carrier holes and electrons, the carrier imbalance of the device is caused, and the recombination area of ​​electrons and holes tends to be biased towards one electrode, which leads to the quenching of excitons and loss of light, and the luminous efficiency is reduced. It will cause uneven light color and shorten the lifespan

Method used

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  • Anthracene-containing compound, synthesis method thereof, and organic light-emitting device (OLED) therefrom
  • Anthracene-containing compound, synthesis method thereof, and organic light-emitting device (OLED) therefrom
  • Anthracene-containing compound, synthesis method thereof, and organic light-emitting device (OLED) therefrom

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0050] [Example 1] Synthesis of Compound 2

[0051]

[0052] Step1: Under nitrogen protection, add 2-bromoanthracene (2.16g, 8.4mmol), phenylboronic acid (1.12g, 9.2mmol), tetrakistriphenylphosphine palladium (0.09g, 0.08mmol), potassium carbonate (3.48 g, 25.2mmol), toluene 60mL, ethanol 20mL and distilled water 20mL, stirred at 120°C for 3h. After the reaction was finished, stop the reaction with distilled water, extract with ethyl acetate, and use MgSO 4 After drying, the solvent was distilled off under reduced pressure, and then purified by silica gel column chromatography to obtain Intermediate 2-1 (1.45 g, 68%).

[0053] Step2: Under the condition of nitrogen and no light, add 2-1 (2.54g, 10.0mmol), 60mL of DMF solution, 60mL of glacial acetic acid, 50mL of chloroform into the reactor, add NBS (2.22g, 12.5mmol), stir at room temperature for 2h, The crude product was precipitated, filtered and washed with methanol to obtain intermediate 2-2 (2.63 g, 79%).

[0054] S...

Embodiment 2

[0057] [Example 2] Synthesis of compound 34

[0058] According to the synthetic method of compound 2, compound 34 (3.28 g, 65%) was obtained.

[0059]

Embodiment 3

[0060] [Example 3] Synthesis of compound 36

[0061]

[0062] Step1: Add 5-bromo-2-phenylpyrimidine (1.88, 8mmol) in toluene, 2-phenylpyrimidin-5-amine (1.14g, 6.67mmol), Pd 2 (dba) 3 (0.17g, 0.2mmol), P(t-Bu)3 (0.14, 0.67mmol), NaOt-Bu (2.24g, 20mmol), 100mL of toluene solution, reacted at 100°C for 24h, after the reaction was completed, diethyl ether and water Extract the organic phase, dry the organic layer with MgSO4, concentrate the organic matter, go through column chromatography, and recrystallize to obtain intermediate 36-1 (1.74 g, 80%).

[0063] Step2: According to the synthesis method of compound 2-1, intermediate 36-2 was obtained.

[0064] Step3: According to the synthesis method of compound 2-2, intermediate 36-3 was obtained.

[0065] Step4: According to the synthesis method of compound 2-3, intermediate 36-4 was obtained.

[0066] Step5: According to the synthesis method of compound 2-4, intermediate 36-5 was obtained.

[0067] Step6: According to the s...

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Abstract

The invention provides an anthracene-containing compound, a synthesis method thereof, and an OLED therefrom, and relates to the technical field of organic photoelectric materials. In the invention, different ligands are connected to a main structure formed by connecting anthracene and acridine, thus regulating molecular weight, [pi]-conjugation degree and electrophilicity of the material, so thatthe compound is high in carrier transport capability, makes charge transmission easy, is increased in glass transition temperature, is not liable to crystallize and has good film forming performance.The synthesis method is simple and easy to carry out. The compound can be used for producing the OLED, especially as an electron transfer layer in the OLED. The OLED has high luminous efficiency and long service life.

Description

technical field [0001] The invention relates to the technical field of organic photoelectric materials, in particular to an anthracene-containing compound, a synthesis method thereof, and an organic light-emitting device. Background technique [0002] Organic light-emitting device (OLED), as a new type of flat panel display, has self-illumination, wide viewing angle, full curing, full-color, fast response, high brightness, low driving voltage, thin thickness, light weight, and can be produced in large In recent years, OLED has been more and more used in the display market, and has become the most potential panel display technology at present. [0003] The structure of an organic light-emitting device generally includes a cathode, an anode, and an organic layer between the two. The organic layer mainly includes a light-emitting layer and each organic layer for balancing carrier injection and transport. The organic layer mainly includes: Injection materials, carrier transport...

Claims

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Application Information

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Patent Type & AuthorityApplications(China)
IPC IPC(8): C07D219/02C07D401/14C07D405/14C07D409/14C07D417/14C07F7/08C07F9/64H01L51/54
Inventor蔡辉董秀芹
OwnerCHANGCHUN HYPERIONS TECH CO LTD