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Pyrene organic compound and application thereof

A technology of organic compounds and pyrenes, which is applied in the field of organic electroluminescence, can solve the problems of low luminous efficiency, fast roll-off of efficiency and high cost of luminescent materials, and achieves the improvement of luminous efficiency and life, low manufacturing cost and low roll-off. Effect

Pending Publication Date: 2022-04-22
GUANGZHOU CHINARAY OPTOELECTRONICS MATERIALS
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] In view of the deficiencies in the prior art above, the object of the present invention is to provide a pyrene-based organic compound and its application, aiming to solve the problems of high cost, fast efficiency roll-off under high brightness, and short lifespan of existing phosphorescent materials, and Solve the problems of low luminous efficiency and short life of luminescent materials

Method used

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  • Pyrene organic compound and application thereof
  • Pyrene organic compound and application thereof
  • Pyrene organic compound and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0152] The synthetic route of compound (1) is as follows:

[0153]

[0154] Synthesis of Intermediates 1-3:

[0155] Under nitrogen protection atmosphere, in a dry three-necked flask, add 10mmol of intermediate 1-1 and 30mmol of intermediate 1-2 respectively, add 150ml of concentrated sulfuric acid to dissolve it, heat to 80°C until the reaction solution is refluxed, and react for 12 hours , until the reaction is complete, add water to extract the reaction, and simultaneously extract the organic phase with dichloromethane, combine and wash the organic phase several times, dry with anhydrous magnesium sulfate, filter, and spin evaporate to dryness to obtain a crude product. Purified to obtain intermediate 1-3 with a molar weight of 8.65 mmol and a yield of 86.5%. MS (ASAP) = 327.0.

[0156] Synthesis of Intermediates 1-5:

[0157] Under nitrogen protection atmosphere, in a dry three-necked flask, add 1mmol of intermediate 1-3 and 1mmol of intermediate 1-4 respectively, po...

Embodiment 2

[0161] The synthetic route of compound (2) is as follows:

[0162]

[0163]

[0164] Synthesis of Intermediate 2-3:

[0165] Under nitrogen protection atmosphere, in a dry three-necked flask, add 10mmol of intermediate 2-1 and 60mmol of intermediate 2-2 respectively, add 150ml of concentrated sulfuric acid to dissolve it, heat to 80°C until the reaction solution is refluxed, and react for 12 hours , until the reaction is complete, add water to extract the reaction, and simultaneously extract the organic phase with dichloromethane, combine and wash the organic phase several times, dry with anhydrous magnesium sulfate, filter, and spin evaporate to dryness to obtain a crude product. Purified to obtain intermediate 2-3 with a molar weight of 8.36 mmol and a yield of 83.6%. MS (ASAP) = 565.5.

[0166] Synthesis of Intermediates 2-5:

[0167] Under nitrogen protection atmosphere, in a dry three-necked flask, add 1mmol of intermediate 2-3 and 2.5mmol of intermediate 2-4 res...

Embodiment 3

[0171] The synthetic route of compound (3) is as follows:

[0172]

[0173] Synthesis of Intermediate 3-3:

[0174] Under nitrogen protection atmosphere, in a dry three-necked flask, add 10mmol of intermediate 3-1 and 30mmol of intermediate 3-2 respectively, add 150ml of concentrated sulfuric acid to dissolve it, heat to 80°C until the reaction solution is refluxed, and react for 12 hours , until the reaction is complete, add water to extract the reaction, and simultaneously extract the organic phase with dichloromethane, combine and wash the organic phase several times, dry with anhydrous magnesium sulfate, filter, and spin evaporate to dryness to obtain a crude product. The intermediate 3-3 was purified to obtain 8.12 mmol in molar mass, and the yield was 81.2%. MS (ASAP) = 327.0.

[0175] Synthesis of intermediates 3-5:

[0176] Under nitrogen protection atmosphere, in a dry three-necked flask, add 1mmol of intermediate 3-3 and 1mmol of intermediate 3-4 respectively, ...

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Abstract

The invention discloses a pyrene organic compound and application thereof. The pyrene organic compound has a structure as shown in a general formula (1), when the pyrene organic compound is used in a light-emitting layer of an organic electronic device, the light-emitting efficiency of an electroluminescent device can be improved, the service life of the electroluminescent device can be prolonged, and a solution of the light-emitting device which is low in manufacturing cost, high in efficiency, long in service life and low in roll-off is provided.

Description

technical field [0001] The invention relates to the technical field of organic electroluminescence, in particular to pyrene organic compounds and applications thereof. Background technique [0002] Organic semiconductor materials have the advantages of diversity in synthesis, relatively low manufacturing cost, and excellent optical and electrical properties. Organic light-emitting diodes (OLEDs) have great potential in the application of optoelectronic devices (such as flat panel displays and lighting) . [0003] In order to improve the luminous efficiency of organic light-emitting diodes, various light-emitting material systems based on fluorescence and phosphorescence have been developed. Organic light-emitting diodes using fluorescent materials have the characteristics of high reliability, but their internal electroluminescence quantum The efficiency is limited to 25% because of the 1:3 branching ratio of the singlet excited state to the triplet excited state of the exci...

Claims

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Application Information

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IPC IPC(8): C07F5/02C09K11/06H01L51/50H01L51/54
CPCC07F5/027C09K11/06C09K2211/1011C09K2211/1014C09K2211/104C09K2211/1088C09K2211/1029H10K85/622H10K85/626H10K85/615H10K85/322H10K85/654H10K85/6574H10K85/657H10K50/11
Inventor 宋鑫龙何锐锋宋晶尧
Owner GUANGZHOU CHINARAY OPTOELECTRONICS MATERIALS
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