Carbazolyl blue phosphorescent host material as well as preparation method and application thereof

A phosphorescent host and host material technology, which is applied in the direction of luminescent materials, chemical instruments and methods, semiconductor/solid-state device manufacturing, etc., can solve problems such as shortage, and achieve the effects of reduced manufacturing cost, simple synthesis route, and high hole mobility

Inactive Publication Date: 2015-03-18
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 both good carrier transport performance and high triplet energy level (E T ) of the host material

Method used

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  • Carbazolyl blue phosphorescent host material as well as preparation method and application thereof
  • Carbazolyl blue phosphorescent host material as well as preparation method and application thereof
  • Carbazolyl blue phosphorescent host material as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025] Example 1: The carbazolyl blue phosphorescent host material of this example, namely 1,3-bis(3-(3,6-di-tert-butyl-9H-carbazol-9-yl)phenyl)cyclohexane , the structural formula is as follows:

[0026]

[0027] The preparation process of this compound is as follows:

[0028]

[0029] Under argon protection, 1,3-dibromocyclohexane (48 mg, 0.2 mmol), 3,6-di-tert-butyl-9-(3-pinacol borate phenyl)-9H-carbazole (192mg, 0.4mmol) was added to a flask containing 10ml of toluene solvent, and after fully dissolving, potassium carbonate (2mL, 2mol / L) solution was added to the flask, vacuumed to remove oxygen and filled with argon, and then added bistriphenyl Phosphine palladium dichloride (5.6mg, 0.008mmol); the flask was heated to 120°C for Suzuki coupling reaction for 24h. Stop the reaction and cool to room temperature, combine the organic phases after extracting with dichloromethane several times, then dry the organic phases with anhydrous magnesium sulfate and spin dry to ...

Embodiment 2

[0031] Example 2: The carbazolyl blue phosphorescent host material of this example, namely 1,3-bis(3-(3,6-di-tert-butyl-9H-carbazol-9-yl)phenyl)cyclohexane , the structural formula is as follows:

[0032]

[0033] The preparation process of this compound is as follows:

[0034]

[0035] Under the protection of mixed gas of nitrogen and argon, 1,3-dibromocyclohexane (73 mg, 0.3 mmol), 3,6-di-tert-butyl-9-(3-pinacol borate phenyl)- 9H-carbazole (317mg, 0.66mmol) and 15mL tetrahydrofuran were added into a 50mL two-necked bottle, fully dissolved, and then a mixture of nitrogen and argon was introduced to exhaust the air for about 20 minutes, and tetrakistriphenylphosphine palladium (4mg, 0.003mmol) into it, fully dissolved and then added sodium bicarbonate (3mL, 2mol / L) solution. Then, the mixed gas of nitrogen and argon was exhausted for about 10 minutes, and the two-neck flask was added to 70°C for Suzuki coupling reaction for 48 hours. Stop the reaction and cool to roo...

Embodiment 3

[0036] Example 3: The carbazolyl blue phosphorescent host material of this example, namely 1,3-bis(3-(3,6-di-tert-butyl-9H-carbazol-9-yl)phenyl)cyclohexane , the structural formula is as follows:

[0037]

[0038] The preparation process of this compound is as follows:

[0039]

[0040] Under nitrogen protection, 1,3-dibromocyclohexane (73 mg, 0.3 mmol), 3,6-di-tert-butyl-9-(3-pinacol borate phenyl)-9H-carbazole ( 346mg, 0.72mmol), palladium acetate (3.5mg, 0.015mmol) and three (o-methoxyphenyl) phosphine (21mg, 0.06mmol) were added to the flask containing 12mL of N,N-dimethylformamide , after fully dissolving, add potassium carbonate (3mL, 2mol / L) solution, then blow nitrogen into the flask and exhaust the air for about 30min; heat the flask to 130°C for Suzuki coupling reaction for 12h. Stop the reaction and cool to room temperature, combine the organic phases after extracting with dichloromethane several times, then dry the organic phases with anhydrous magnesium su...

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Abstract

The invention belongs to the field of organic semiconductor materials and discloses a carbazolyl blue phosphorescent host material as well as a preparation method and application thereof. A structural formula of the material is shown in the specification. The carbazolyl blue phosphorescent host material provided by the invention has the advantages that the host material has hole transport property and electron transport property at the same time, so that holes and electrons in a luminescent layer are balanced in transport; the host material also has a higher triplet energy level, so that energy is effectively prevented from being transferred back to the host material in the luminescence process, thus greatly improving the luminescence efficiency.

Description

technical field [0001] The invention relates to the field of organic semiconductor materials, in particular to a carbazole-based blue phosphorescence host material and its preparation method and application. 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. However, due to the relatively long lifetime of excited-state excitons in transition metal complexes, the unwanted triplet-triplet (T 1 -T 1 ) are...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09K11/06C07D209/86H01L51/54
Inventor 周明杰张振华王平陈吉星
Owner OCEANS KING LIGHTING SCI&TECH CO LTD
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