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Novel electroluminescent material and application thereof

A technology of electroluminescent materials and electroluminescent devices, which is applied in the direction of luminescent materials, circuits, electrical components, etc., can solve the problems of low luminous efficiency, short service life, affecting the development of organic electroluminescent devices, etc. mass, increased molecular thermal stability, and good electroluminescent properties

Active Publication Date: 2013-12-04
烟台九目化学股份有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, red light-emitting materials and green light-emitting materials have been able to meet the needs of practical use, but there are still few efficient and stable blue light-emitting materials, and there are problems such as low luminous efficiency and relatively short service life. Influencing the development of organic electroluminescent devices

Method used

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  • Novel electroluminescent material and application thereof
  • Novel electroluminescent material and application thereof
  • Novel electroluminescent material and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0039] Example 1 Preparation and properties of luminescent material BECz:

[0040] 1 Synthesis of luminescent material BECz

[0041] In a 250mL three-necked flask, add 1.3g 2,6-di-tert-butyl-9,10-dibromoanthracene (2.9mmol) and 2.5g N-phenyl-3-carbazole borate (6.8mmol), add the mixed solvent (70mL toluene, 35mL ethanol), then add 20mL K 2 CO 3 Aqueous solution (2M), stirred with nitrogen for 1 hour to remove oxygen in the reaction flask, added Pd(PPh 3 ) 4 0.183g (0.158mmol), reflux under strong stirring, continuous reaction for 24h. Add 50mL deionized water and 150mL ethyl acetate to the reaction liquid, separate the liquid, collect the organic phase, concentrate under reduced pressure, and purify the crude product by column chromatography, the eluent is ethyl acetate:n-hexane (1:10) 1.8g of yellow solid was obtained, which was recrystallized using tetrahydrofuran: absolute ethanol (1:2) to obtain 1.5g of light yellow solid, which was further sublimated and purified usi...

Embodiment 2

[0045] Example 2 Application of luminescent material BECz in organic electroluminescent devices

[0046] This embodiment prepares blue organic electroluminescent device according to the following method:

[0047] a) Clean ITO (indium tin oxide) glass: ultrasonically clean the ITO glass with deionized water, acetone, and ethanol for 30 minutes each, and then treat it in a plasma cleaner for 5 minutes;

[0048] b) Vacuum-evaporated hole transport layer NPB on the anode ITO glass with a thickness of 50nm;

[0049] c) On the hole-transporting layer NPB, vacuum-evaporate the light-emitting layer BECz with a thickness of 30nm;

[0050] d) On top of the light-emitting layer BECz, an electron transport layer TPBI is vacuum-evaporated with a thickness of 30 nm;

[0051] e) On top of the electron transport layer TPBI, the electron injection layer LiF is vacuum evaporated with a thickness of 1 nm;

[0052] f) On top of the electron injection layer LiF, a cathode Al is vacuum-evaporated ...

Embodiment 3

[0054] Example 3 Preparation and properties of luminescent material BEP:

[0055] 1 Synthesis of luminescent material BEP

[0056] In a 500mL three-necked flask, add 1.2g 2,6-di-tert-butyl-9,10-dibromoanthracene (2.67mmol) and 2.84g 4-carbazolephenylboronic acid (6.4mmol), add a mixed solvent (75mL toluene, 38mL ethanol ), then add 25mL K 2 CO 3 Aqueous solution (2M), stirred with nitrogen for 1 hour to remove oxygen in the reaction flask, added Pd(PPh 3 ) 4 0.21g, reflux under strong stirring, continuous reaction for 36h. Add 70mL deionized water and 150mL ethyl acetate to the reaction liquid, separate the liquid, collect the organic phase, concentrate under reduced pressure, and purify the crude product by column chromatography, the eluent is chloroform:n-hexane (1:3) 1.6g of crude product was obtained, which was recrystallized using chloroform: ethyl acetate (1:10) to obtain 1.2g of a white solid, which was further sublimated and purified using a chemical vapor deposit...

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Abstract

The invention relates to a novel electroluminescent material and application thereof, particularly to the micromolecule luminescent material containing 2, 6-di-tert-butyl-anthracene and N-phenylcarbazole, and relates to the application of the material in the field of organic electroluminescence. The material uses 2, 6-di-tert-butyl-anthracene and N-phenylcarbazole as the center, and combines the advantages of the two, wherein the anthracene structure has relatively good color purity, can effectively avoids the aggregation between molecules by introducing two tert-butyl with large steric hindrance, and can increase the quality of the molecules, improve the glass transition temperature, and increase molecule thermal stability by introducing a carbazole group with relatively large conjugated structure. Additionally, with the certain hole transmission property and non-coplanarity, the carbazole unit can effectively reduce the production of exciplex; with suitable molecular energy level, the material can be used as the luminescent material in an OLED (Organic Light-Emitting Device).

Description

technical field [0001] The invention relates to a novel electroluminescent material and its application, in particular to a small molecule luminescent material containing 2,6-di-tert-butylanthracene and N-phenylcarbazole, and to the application of the material in organic electroluminescence field applications. Background technique [0002] In recent years, organic electroluminescent devices (OLEDs), as a display technology with great application prospects, have attracted more and more attention. Due to its inherent characteristics, such as self-illumination, wide viewing angle, fast response speed, flexible display and many other advantages, it has become the most favorable competitor for the next generation of display technology. Due to the continuous investment and unremitting efforts of all walks of life over the years, organic electroluminescent technology has developed greatly. Nowadays, many products based on OLED display technology have been industrialized. Neverthe...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09K11/06C07D209/86H01L51/54
Inventor 盛磊张江峰肖立新陈志坚龚旗煌高志峰
Owner 烟台九目化学股份有限公司
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