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Bipolar blue-ray phosphor compound, as well as preparation method and organic electroluminescent device thereof

A compound and bipolar technology, applied in the field of organic electroluminescent materials, can solve the problems of high triplet energy level, lack of carrier transport performance, etc., achieve good thermal stability, excellent hole transport performance, and improve luminescence efficiency effect

Inactive Publication Date: 2015-05-20
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, there are few efficient blue phosphorescent devices, mainly due to the lack of host materials with good carrier transport performance and high triplet energy level (ET).

Method used

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  • Bipolar blue-ray phosphor compound, as well as preparation method and organic electroluminescent device thereof
  • Bipolar blue-ray phosphor compound, as well as preparation method and organic electroluminescent device thereof
  • Bipolar blue-ray phosphor compound, as well as preparation method and organic electroluminescent device thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0035] Example 1: The bipolar blue phosphorescent compound of this example is: 9-(4-(3,5-bis(4-(9H-carbazole)phenyl)-4H-1,2,4-tri Azol-4-yl)phenyl)-9H-carbazole, the structural formula is as follows:

[0036]

[0037] The preparation process of this compound is as follows:

[0038]

[0039] Under nitrogen protection, 9-(4-(3,5-bis(4-bromophenyl)-4H-1,2,4-triazol-4-yl)phenyl)-9H-carbazole (49.6 g, 80mmol) was dissolved in 200mL N,N-dimethylformamide (DMF) solution, then added 9H-carbazole (26.7g, 160mmol), potassium carbonate (22.1g, 160mmol), cuprous iodide (1.52g ,8mmol). The mixture was stirred and reacted at 120°C for 6 hours. The reaction was stopped and cooled to room temperature, filtered, and the solid was washed three times with distilled water. The crude product was separated by silica gel column chromatography using n-hexane as the eluent, and then dried under vacuum at 50°C for 24 hours to obtain a gray-white solid bipolar blue phosphorescent compound. The...

Embodiment 2

[0041] Example 2: The bipolar blue light phosphorescent compound of this example is: 9-(4-(3,5-bis(4-(9H-carbazole)phenyl)-4H-1,2,4-tri Azol-4-yl)phenyl)-9H-carbazole, the structural formula is as follows:

[0042]

[0043] The preparation process of this compound is as follows:

[0044]

[0045] Under nitrogen protection, 9-(4-(3,5-bis(4-bromophenyl)-4H-1,2,4-triazol-4-yl)phenyl)-9H-carbazole (49.6 g, 80mmol) was dissolved in 200mL toluene (Tol) solution, then 9H-carbazole (29.4g, 176mmol), cesium carbonate (57.2g, 176mmol), copper powder (0.768g, 12mmol) were added. The mixture was stirred and reacted at 110°C for 9 hours. The reaction was stopped and cooled to room temperature, filtered, and the solid was washed three times with distilled water. The crude product was separated by silica gel column chromatography using n-hexane as the eluent, and then dried under vacuum at 50°C for 24 hours to obtain a gray-white solid bipolar blue phosphorescent compound. The yield...

Embodiment 3

[0046]Example 3: The bipolar blue phosphorescent compound of this example is: 9-(4-(3,5-bis(4-(9H-carbazole)phenyl)-4H-1,2,4-tri Azol-4-yl)phenyl)-9H-carbazole, the structural formula is as follows:

[0047]

[0048] The preparation process of this compound is as follows:

[0049]

[0050] Under nitrogen protection, 9-(4-(3,5-bis(4-bromophenyl)-4H-1,2,4-triazol-4-yl)phenyl)-9H-carbazole (49.6 g, 80mmol) was dissolved in 200mL of acetonitrile (MeCN) solution, and then 9H-carbazole (32.0g, 192mmol), potassium phosphate (39g, 184mmol), cuprous oxide (2.3g, 16mmol) were added. The mixture was stirred and reacted at 90°C for 12 hours. The reaction was stopped and cooled to room temperature, filtered, and the solid was washed three times with distilled water. The crude product was separated by silica gel column chromatography using n-hexane as the eluent, and then dried under vacuum at 50°C for 24 hours to obtain a gray-white solid bipolar blue phosphorescent compound. The ...

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Abstract

The invention belongs to the field of organic electroluminescent materials, and discloses a bipolar blue-ray phosphor compound, as well as a preparation method and an organic electroluminescent device thereof. The compound has a structural formula as shown in the specification. In the bipolar blue-ray phosphor compound, carbazole is of an n-heterocyclic structure, and has excellent hole transmission performance and relatively high thermal stability and high triplet state level; triazole is an electron transmission unit; therefore the compound has hole transmission property and electron transmission property, hole and electron transmission in a luminescent layer is balanced, and the luminescence efficiency is greatly improved.

Description

technical field [0001] The invention relates to the field of organic electroluminescent materials, in particular to a bipolar blue phosphorescent compound and a preparation method thereof. The invention also relates to an organic electroluminescent device using the bipolar blue phosphorescent compound as a host material of a light-emitting layer. Background technique [0002] Organic electroluminescent devices have the advantages of low driving voltage, fast response speed, wide viewing angle range, rich colors through fine-tuning of chemical structure, easy realization of high resolution, light weight, and large-area flat-panel display. 21st Century Flat Panel Display Technology" has become a research hotspot in the fields of materials, information, physics and flat panel display. Future efficient commercial OLEDs will likely contain organometallic phosphors because they can trap both singlet and triplet excitons, thereby achieving 100% internal quantum efficiency. Howeve...

Claims

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Application Information

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IPC IPC(8): C09K11/06C07D403/14H01L51/54
Inventor 周明杰张振华王平黄辉
Owner OCEANS KING LIGHTING SCI&TECH CO LTD
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