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A kind of organic molecular electron transport material with high triplet energy level and its preparation method and application

A technology for electron transport materials and organic molecules, applied in the field of organic molecule electron transport materials and their preparation, to achieve the effects of excellent electron injection, easy purification, and simple synthesis

Inactive Publication Date: 2018-05-15
SOUTH CHINA UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

At present, there are still few reports on multifunctional organic molecular electron transport materials.

Method used

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  • A kind of organic molecular electron transport material with high triplet energy level and its preparation method and application
  • A kind of organic molecular electron transport material with high triplet energy level and its preparation method and application
  • A kind of organic molecular electron transport material with high triplet energy level and its preparation method and application

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0035] The structural formula of the organic molecular electron transport material of the present embodiment is as follows:

[0036]

[0037] The preparation method of the organic molecular electron transport material Phen-m-PhDPO with high triplet energy level of the present embodiment may further comprise the steps:

[0038] Step 1, the preparation of (3-bromophenyl) diphenylphosphine (1)

[0039]

[0040] in N 2 Under atmosphere, 1,3-dibromobenzene (3.5 g, 15.04 mmol) was dissolved in dry tetrahydrofuran (200 mL) and cooled to -78°C. Subsequently, n-butyllithium (2.5M in n-hexane, 7.8 mL, 19.55 mmol) was added dropwise via syringe. After 20 minutes diphenylphosphine chloride (4.1 mL, 22.56 mmol)) was added via syringe. The mixture was returned to room temperature and stirred overnight. After the reaction was completed, ethanol was added to terminate the reaction. After the solvent was removed under reduced pressure, the reaction mixture was poured into water and e...

Embodiment 2

[0079] In this embodiment, except that the reaction temperature in step 1 is -70° C., other features are the same as those in embodiment 1, and the test results are similar to those in embodiment 1, which will not be repeated here.

Embodiment 3

[0081] In this embodiment, except the following features, all the other features are the same as in Embodiment 1:

[0082] The molar ratio of m-dibromobenzene, n-butyllithium and diphenylphosphine chloride in step 1 is 1:1.1:1.3; step;

[0083] The molar ratio of (3-bromophenyl)diphenylphosphine oxide, bis(triphenylphosphine)palladium dichloride and dipivaloyl diboron in step 3 is 1:0.02:1.3.

[0084] The test results of this embodiment are similar to those of Embodiment 1, and will not be repeated here.

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Abstract

The invention discloses an organic molecular electron transport material with a high triplet energy level. At the same time, an electron-withdrawing nitrogen heterocycle and diphenylphosphine are introduced, and an aryl group or a condensed ring aryl group is connected to the functional groups at both ends. Weaker degree of location linkage. The invention also discloses the preparation method and application of the above-mentioned organic molecule electron transport material with high triplet energy level. The organic molecular electron transport material with high triplet energy level of the present invention also has the advantages of easy synthesis and purification, higher glass transition temperature, deeper LUMO and HOMO energy levels, and the compatibility with cathode materials such as metals or metal oxides. strong interaction.

Description

technical field [0001] The invention relates to an organic molecular electron transport material, in particular to an organic molecular electron transport material with a high triplet energy level and its preparation method and application. Background technique [0002] Organic light-emitting diodes (OLEDs) have important application prospects in the field of new electroluminescent displays and lighting. Among them, the introduction of organic molecular electron transport materials can enhance electron injection into the light-emitting layer, block holes, balance electrons and holes in the device, and improve device efficiency and stability. [0003] High-efficiency OLED devices usually use organic phosphorescent materials or delayed fluorescent materials as the light-emitting layer. In order to effectively confine triplet excitons in the active layer, it is particularly important to use organic molecular electron transport materials with high triplet energy levels. Howeve...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F9/6561H01L51/54
CPCC07F9/6561H10K85/6572H10K50/00
Inventor 朱旭辉谭婉怡邹建华高栋雨彭俊彪曹镛
Owner SOUTH CHINA UNIV OF TECH
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