Phosphorescent host material and preparation method thereof, and organic electroluminescent device

A technology of phosphorescent host and object materials, applied in luminescent materials, electric solid-state devices, semiconductor devices, etc., can solve the problems of low thermal stability and unsatisfactory carrier transport performance, etc.

Active Publication Date: 2013-09-18
OCEANS KING LIGHTING SCI&TECH CO LTD +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the thermal stability of current bipolar phosphorescent host materials is low and the carrier transport performance is still not ideal. Therefore, the development of bipolar phosphorescent host materials with excellent performance has practical significance for the development of OLEDs.

Method used

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  • Phosphorescent host material and preparation method thereof, and organic electroluminescent device
  • Phosphorescent host material and preparation method thereof, and organic electroluminescent device
  • Phosphorescent host material and preparation method thereof, and organic electroluminescent device

Examples

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preparation example Construction

[0038] see figure 1 , a method for preparing a phosphorescent host material in an embodiment, comprising the following steps:

[0039] Step S110: In an inert gas atmosphere, add m-2,6-diformyl chloride pyridine to bromobenzene at a molar ratio of 10:1 to 15:1, stir and heat to 80°C to 100°C in the presence of the first catalyst Afterwards, the stirring reaction was continued for 2 to 4 hours to obtain 2,6-bis(4-bromobenzoyl)pyridine.

[0040] The reaction formula of step S110 is:

[0041]

[0042] After adding m-2,6-diformyl chloride pyridine to bromobenzene, then adding anhydrous aluminum trichloride (AlCl 3 ) as the first catalyst, the molar ratio of anhydrous aluminum trichloride to 2,6-diformyl chloride pyridine is 2:1-2.5:1. Stir at room temperature for 8 to 12 hours, heat to 80°C to 100°C, and continue stirring for 2 to 4 hours to generate 2,6-bis(4-bromobenzoyl)pyridine (abbreviated as 1a).

[0043] Step S110 is performed in an inert gas atmosphere such as nitrog...

Embodiment 1

[0087] Phosphorescent host material 1 with the structure shown below:

[0088]

[0089] The preparation route is as follows:

[0090]

[0091] Synthesis of 2,6-bis(4-bromobenzoyl)pyridine (1a)

[0092] Into a 250mL three-neck flask with stirring and nitrogen gas, add 15g (74mmol) m-2,6-diformyl chloride pyridine and 100mL bromobenzene at a molar ratio of 1:13, and then add 20.7g (155mmol) anhydrous Tris aluminum chloride. The molar ratio of anhydrous aluminum trichloride to m-2,6-diformyl chloride pyridine is 2.1:1. Stir at room temperature for 9 hours, then heat to 90°C and continue stirring for 2 hours. After cooling to room temperature, pour into ice-cold methanol and filter to obtain white crystals. The crude product was purified by recrystallization from toluene to obtain 2,6-bis(4-bromobenzoyl)pyridine (1a) as white crystals with a yield of 92%.

[0093] Synthesis of 2,6-bis(9-(4-bromophenyl)fluorenyl)pyridine (1b)

[0094]Add 3.49g (15mmol) 2-bromobiphenyl an...

Embodiment 2

[0098] Phosphorescent host material 2 with the structure shown below:

[0099]

[0100] Preparation of phosphorescent host material 2 with the structure shown below:

[0101]

[0102] Synthesis of 2,6-bis(4-bromobenzoyl)pyridine (1a)

[0103] In a 250mL three-necked flask with stirring and nitrogen, add 19.4g (95.5mmol) m-2,6-diformylchloride pyridine and 100mL bromobenzene in a molar ratio of 1:10, and then add 25.5g (191mmol) Aluminum trichloride water. The molar ratio of anhydrous aluminum trichloride to m-2,6-diformyl chloride pyridine is 2:1. Stir at room temperature for 9 hours, then heat to 80°C and continue stirring for 4 hours. After cooling to room temperature, pour into ice-cold methanol and filter to obtain white crystals. The crude product was purified by recrystallization from toluene to obtain 2,6-bis(4-bromobenzoyl)pyridine (1a) as white crystals with a yield of 88%.

[0104] Synthesis of 2,6-bis(9-(4-bromophenyl)fluorenyl)pyridine (1b)

[0105] Add ...

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Abstract

The invention provides a phosphorescent host material. The phosphorescent host material has a structural formula as described in the specification; in the structural formula, R is one selected from the group consisting of an H atom and C1-C10 alkyl groups or phenyl groups. The phosphorescent host material is pyridine-substituted difluorene prepared by bonding fluorene containing a carbazole group with pyridine, fluorene and pyridine have high heat stability, the carbazole group has a good hole transport property, and pyridine has a good electron transport property, so the phosphorescent host material has high heat stability and good carrier transport performance. Furthermore, the invention also provides a preparation method for the phosphorescent host material, and the preparation method has simple process. Moreover, the invention further provides an organic electroluminescent device using the phosphorescent host material, and the organic electroluminescent device has high performance.

Description

technical field [0001] The invention relates to the technical field of electroluminescent materials, in particular to a phosphorescent host material, a preparation method thereof and an electroluminescent device using the phosphorescent host material. Background technique [0002] Phosphorescent materials can utilize triplet and singlet excitons, so that the internal quantum efficiency of phosphorescent organic light-emitting diodes (OLEDs) can theoretically reach 100%, which has attracted great attention from the industry. However, due to the concentration quenching and triplet-triplet annihilation effects of phosphorescent materials, the phosphorescent quantum efficiency is reduced. In order to avoid concentration quenching and triplet-triplet annihilation effects to obtain high-performance organic electrophosphorescent devices, phosphorescent emitters containing heavy metals are usually doped into suitable host materials. [0003] In recent years, host materials based on...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D401/14C09K11/06H01L51/54
Inventor 周明杰王平张振华陈吉星
Owner OCEANS KING LIGHTING SCI&TECH CO LTD
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