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Organic phosphorescence material and preparation method thereof and organic electroluminescent device

A technology of optical materials and organophosphorus, applied in luminescent materials, electrical solid devices, organic chemistry, etc., can solve the problems of luminous color purity, luminous efficiency, insufficient attenuation of device efficiency, short life, poor stability, etc., and achieve good energy Effects of transmission efficiency, improvement of luminous performance, and low processing cost

Inactive Publication Date: 2014-09-24
OCEANS KING LIGHTING SCI&TECH CO LTD +2
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] At present, the current blue phosphorescent materials have deficiencies in luminous color purity, luminous efficiency, and device efficiency attenuation, and have poor stability and short life.

Method used

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  • Organic phosphorescence material and preparation method thereof and organic electroluminescent device
  • Organic phosphorescence material and preparation method thereof and organic electroluminescent device
  • Organic phosphorescence material and preparation method thereof and organic electroluminescent device

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0047] Example 1: An organic phosphorescent material complex tris(4-methyl-2',6'-dichloro-2,3'-bipyridine-N,C 4 ') The preparation method of iridium organic phosphorescent material, comprises the steps:

[0048] (1) Provide compound C1 and compound D1 represented by the following structural formula respectively:

[0049]

[0050] (2) Synthesis of 2,6-dichloro-4'-methyl-3,2'-bipyridine

[0051]

[0052] Under nitrogen protection, (1.03g, 6.00mmol) 2-bromo-4-picoline, (1.38g, 7.20mmol) 2,6-dichloro-3-pyridineboronic acid, (3.04g, 22mmol) K 2 CO 3 and (0.35g,0.30mmol)Pd(PPh 3 ) 4 Dissolve in a mixed solution of 30mL toluene and 5mL water, heat to reflux, and stir for 20h. After cooling to room temperature, the aqueous phase in the reaction mixture was separated and extracted three times with 100 mL of ethyl acetate, and the organic phases were combined. The combined organic phases were washed with saturated brine and dried over anhydrous magnesium sulfate. After filtra...

Embodiment 2

[0061] Example 2: An organic phosphorescent material complex tris(4-tert-butyl-2',6'-dichloro-2,3'-bipyridine-N,C 4 ') The preparation method of iridium organic phosphorescent material, comprises the steps:

[0062] (1) Provide compound C2 and compound D2 represented by the following structural formula respectively:

[0063]

[0064] (2) Synthesis of 2,6-dichloro-4'-tert-butyl-3,2'-bipyridine

[0065]

[0066] Under nitrogen protection, (1.28g, 6.00mmol) 2-bromo-4-tert-butylpyridine, (1.73g, 9.00mmol) 2,6-dichloro-3-pyridineboronic acid, (0.48g, 12mmol) NaOH and (0.07g,0.06mmol)Pd(PPh 3 ) 4 Dissolve in a mixed solution of 60mL toluene and 5mL water, heat to reflux, and stir for 10h. After cooling to room temperature, the aqueous phase in the reaction mixture was separated and extracted three times with 100 mL of ethyl acetate, and the organic phases were combined. The combined organic phases were washed with saturated brine and dried over anhydrous magnesium sulfate...

Embodiment 3

[0074] Example 3: An organic phosphorescent material complex tris(4-n-hexyl-2',6'-dichloro-2,3'-bipyridine-N,C 4 ') The preparation method of iridium organic phosphorescent material, comprises the steps:

[0075] (1) Provide compound C3 and compound D3 represented by the following structural formulas respectively:

[0076]

[0077] (2) Synthesis of 2,6-dichloro-4'-n-hexyl-3,2'-bipyridine

[0078]

[0079] Under nitrogen protection, (1.45g, 6.00mmol) 2-bromo-4-tert-butylpyridine, (1.73g, 9.00mmol) 2,6-dichloro-3-pyridineboronic acid, (0.48g, 12mmol) NaOH and (0.07g,0.06mmol)Pd(PPh 3 ) 4 Dissolve in a mixed solution of 60mL DMF and 5mL water, heat to reflux, and stir for 10h. After cooling to room temperature, the aqueous phase in the reaction mixture was separated and extracted three times with 100 mL of ethyl acetate, and the organic phases were combined. The combined organic phases were washed with saturated brine and dried over anhydrous magnesium sulfate. After ...

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Abstract

The invention provides an organic phosphorescence material shown in a structural formula (I), in the formula, R is C1-C6 alkyl or alkyloxy, X and Y are respectively C1 or F, or X and Y are same as C1. According to the invention, a compound A and tri(acetylacetone)iridium are reacted under anhydrous anoxic condition to obtain the organic phosphorescence material shown in the structural formula (I). The material can obtain good energy transfer efficiency and appropriate blue light emission wavelength, and can be widely used for preparing the blue light electroluminescent device, so that the device has good luminescence performance.

Description

technical field [0001] The invention belongs to the field of organic luminescent materials, and in particular relates to an organic phosphorescent material, a preparation method thereof and an organic electroluminescent device. Background technique [0002] Organic phosphorescent materials can be classified into fluorescent materials and phosphorescent materials. In fluorescent electroluminescent devices, due to the limitation of spin prohibition, the excited singlet state that produces fluorescence only accounts for 25% of the total excitation, which makes the device's luminous efficiency not high. However, using the phosphorescent material as the phosphorescent material can effectively utilize both the singlet state and the triplet state excitons, and improve the external quantum efficiency. Generally, the introduction of heavy metal atoms into organic phosphorescent materials can enhance the spin-orbit coupling and increase the transition rate constant of electron spin f...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09K11/06C07D213/61C07D213/68H01L51/54
Inventor 周明杰王平张娟娟张振华
Owner OCEANS KING LIGHTING SCI&TECH CO LTD
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