Organic molecule electron transmission material with high triplet level and preparing method and application thereof

An electron transport material and organic molecule technology, applied in the field of organic molecular electron transport material and its preparation, to achieve the effects of high triplet energy level, good thermal stability, and excellent electron injection

Inactive Publication Date: 2016-06-22
SOUTH CHINA UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

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

Method used

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  • Organic molecule electron transmission material with high triplet level and preparing method and application thereof
  • Organic molecule electron transmission material with high triplet level and preparing method and application thereof
  • Organic molecule electron transmission material with high triplet level and preparing method and application thereof

Examples

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 molecule electron transmission material with a high triplet level. Electrophilic n-heterocyclic and diphenylphosphine oxide are introduced at the same time, aryl or fused ring aryl is connected with functional groups at two ends, and connection is conducted at the position with low conjugate degree. The invention further discloses a preparing method and application of the organic molecule electron transmission material with a high triplet level. The organic molecule electron transmission material with a high triplet level has the advantages of being easy to synthesize and purify, high in glass-transition temperature and high in LUMO and HOMO energy level, and can interact with cathode materials including metal and metallic oxides strongly.

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 Applications(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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