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, poor stability, short life, etc., and achieve processing costs Inexpensive, easy to control the preparation process, and good luminescent performance

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

However, the current blue phosphorescent materials have insufficient luminous color purity, luminous efficiency, and device efficiency attenuation, and have poor stability and short lifetime.

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

[0048]Example 1: An organic phosphorescent material complex tris(2',6'-dichloro-4-amino-2,3'-bipyridine-N,C2') iridium, as shown in the following structural formula:

[0049]

[0050] The preparation method of the above-mentioned organic phosphorescent material comprises the following steps:

[0051] (1) Provide compound C1 and compound D1 represented by the following structural formula respectively:

[0052]

[0053] (2) Synthesis of 2,6-dichloro-4'-amino-3,2'-bipyridine

[0054]

[0055] Under nitrogen protection, (1.04g, 6.00mmol) 4-amino-2-bromopyridine, (1.38g, 7.20mmol) 2,6-dichloro-3-pyridineboronic acid, (0.35g, 0.30mmol) Pd(PPh 3 ) 4 After dissolving in 30mL toluene, add 22mmol mass fraction of 5% K 2 CO 3 Aqueous solution, heated to reflux, stirred for 24h. After cooling to room temperature, distilled water was added and extracted three times with 100 mL of ethyl acetate. The organic phases were combined and dried over anhydrous magnesium sulfate. Filt...

Embodiment 2

[0070] Example 2: An organic phosphorescent material complex tris(2'-fluoro-6'-chloro-4-amino-2,3'-bipyridine-N,C 2 ') iridium, as shown in the following structural formula:

[0071]

[0072] The preparation method of the above-mentioned organic phosphorescent material comprises the following steps:

[0073] (1) Provide compound C2 and compound D2 represented by the following structural formula respectively:

[0074]

[0075] (2) Synthesis of 2-fluoro-6-chloro-4'-amino-2',3-bipyridine

[0076]

[0077] Under nitrogen protection, (1.04g, 6.00mmol) 4-amino-2-bromopyridine, (1.58g, 9.00mmol) 2-fluoro-6-chloro-3-pyridineboronic acid, (0.07g, 0.06mmol) Pd( PPh 3 ) 4 After dissolving in 60mL toluene, add 12mmol mass fraction of 5% K 2 CO 3 Aqueous solution, heated to reflux, stirred for 24h. After cooling to room temperature, distilled water was added and extracted three times with 100 mL of ethyl acetate. The organic phases were combined and dried over anhydrous mag...

Embodiment 3

[0091] Example 3: An organic phosphorescent material complex tris(2'-chloro-6'-fluoro-4-amino-2,3'-bipyridine-N,C 2 ') iridium, as shown in the following structural formula:

[0092]

[0093] The preparation method of the above-mentioned organic phosphorescent material comprises the following steps:

[0094] (1) Provide compound C3 and compound D3 represented by the following structural formulas respectively:

[0095]

[0096] (2) Synthesis of 2-chloro-6-fluoro-4'-amino-2',3-bipyridine

[0097]

[0098] Under nitrogen protection, (1.04g, 6.00mmol) 4-amino-2-bromopyridine, (1.58g, 9.00mmol) 2-chloro-6-fluoro-3-pyridineboronic acid, (0.07g, 0.06mmol) Pd( After PPh3)4 was dissolved in 60mL DMF, 12mmol mass fraction of 5% K was added 2 CO 3 Aqueous solution, heated to reflux, stirred and reacted for 26h. After cooling to room temperature, distilled water was added and extracted three times with 100 mL of ethyl acetate. The organic phases were combined and dried over ...

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Abstract

The invention provides an organic phosphorescence material shown in a structural formula (I), in the formula, R is amino, dimethylamino or dibenzyl amino, 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): C09K11/06C07F15/00H01L51/54
Inventor 周明杰王平张娟娟张振华
Owner OCEANS KING LIGHTING SCI&TECH CO LTD
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