Anthracene compound, synthesis method thereof and organic light emitting device

A technology of organic light-emitting devices and compounds, applied in the field of organic photoelectric materials, can solve the problems of low electron and hole recombination efficiency, low luminous efficiency of light-emitting devices, and inability to effectively balance carriers, etc., to achieve enhanced charge transfer directionality, Difficult to crystallize and reduce planarity

Inactive Publication Date: 2017-12-22
CHANGCHUN HYPERIONS TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Because the transport speed of electrons in carriers is lower than that of holes, the recombination efficiency of electrons and holes is low and the recombination area is shifted, which leads to low luminous efficiency, uneven light color and long life of organic electroluminescent devices. Low, the carrier transport of each functional layer i...

Method used

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  • Anthracene compound, synthesis method thereof and organic light emitting device
  • Anthracene compound, synthesis method thereof and organic light emitting device
  • Anthracene compound, synthesis method thereof and organic light emitting device

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0053] [Example 1] Synthesis of Compound 2

[0054]

[0055] Step1: Under the protection of nitrogen, add 2-bromoanthracene (2.16g, 8.4mmol), 1-phenyl-1H-benzimidazole boronic acid (2.19g, 9.2mmol), tetrakistriphenylphosphine palladium (0.09g , 0.08mmol), potassium carbonate (3.48g, 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 2-2 (2.04 g, 67%).

[0056] Step2: Under nitrogen and light-free conditions, add 2-2 (3.7g, 10.0mmol), DMF solution 60mL, glacial acetic acid 60mL, chloroform 50mL, add NBS (2.22g, 12.5mmol) into the reactor, stir at room temperature for 2h, The crude product was precipitated, filtered and washed with methanol to obtain intermediate 2-3 (3.46 g, 77%)...

Embodiment 2

[0060] [Example 2] Synthesis of compound 8

[0061]

[0062] Step1: Add 9,9-dimethyl-9H-fluoren-3-amine (1.67g, 8mmol) in toluene solution, 4-bromopyridine (1.05g, 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 The organic phase was extracted, and the organic layer was washed with MgSO 4 Drying, concentration of organic matter, column chromatography and recrystallization gave intermediate 8-1 (1.43 g, 75%).

[0063] Step2: Obtain intermediate 8-2 according to the synthesis method of intermediate 2-2.

[0064] Step3: Obtain intermediate 8-3 according to the synthesis method of intermediate 2-3.

[0065] Step4: Obtain intermediate 8-4 according to the synthesis method of intermediate 2-4.

[0066] Step5: Obtain intermediate 8-5 according to the synthesis method of intermediate 2-5.

[0067] Step6: Intermediate 8 (3...

Embodiment 3

[0068] [Example 3] Synthesis of compound 12

[0069] Compound 12 (4.05 g, 65%) was obtained according to the synthesis method of compound 8.

[0070]

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Abstract

The invention provides an anthracene compound, a synthesis method thereof and an organic light emitting device, relating to the technical field of organic photoelectric materials. Different ligands are connected on a main structure of anthracene, and the molecular weight, pi conjugated degree and electrophilicity of a material are adjusted, so that the anthracene compound is enhanced in charge transfer capability and improved in glass state temperature, is difficult to crystallize, is good in film-forming property, and is more stable. The synthesis method is easy to operate. The anthracene compound can be used for preparing organic light emitting devices, and particularly, the anthracene compound can be used as an electron transfer layer material of the organic light emitting device, and the organic light emitting device has advantages of high light emitting 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 compound, a synthesis method thereof, and an organic light-emitting device. Background technique [0002] Organic electroluminescent device (OLED), as a new type of flat panel display, has the characteristics of self-illumination, wide viewing angle, full curing, full color, fast response, high brightness, low driving voltage, thin thickness, light weight, and In recent years, OLED has been more and more used in the display market due to the characteristics of making large-size and curved panels, 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, wherein the organic layer mainly includes a light-emitting layer and a hole injection layer that balances carrier injection and transport, a hol...

Claims

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Application Information

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IPC IPC(8): C07D235/18C07D401/12C07D405/14C07D409/14C07D403/14C07F9/6506C07F7/10C07F401/14C07F417/14C07F519/00C07F401/10C07F403/10C07F409/10C07F405/10H01L51/50H01L51/54
CPCC07D235/18C07D401/12C07D403/14C07D405/14C07D409/14C07F7/10C07F9/6506H10K85/653H10K85/622H10K85/655H10K85/626H10K85/654H10K85/657H10K85/6576H10K85/6574H10K85/6572H10K50/00H10K2102/00H10K2102/301
Inventor 蔡辉董秀芹
Owner CHANGCHUN HYPERIONS TECH CO LTD
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