Novel boron-containing organic electroluminescent material and application thereof

A technology selected from compounds of the general formula, applied in the field of boron-containing organic compounds, can solve problems such as weak electron transport ability, achieve the effect of improving electron transport ability and benefiting luminous efficiency

Pending Publication Date: 2020-12-04
BEIJING ETERNAL MATERIAL TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] CN107851724A discloses a class of B-N resonance materials in the prior art, and the electron transport ability of the disclosed compounds is relatively weak

Method used

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  • Novel boron-containing organic electroluminescent material and application thereof
  • Novel boron-containing organic electroluminescent material and application thereof
  • Novel boron-containing organic electroluminescent material and application thereof

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0041] Preparation of Intermediate M5-1:

[0042]Add carbazole (38.1g, 227.9mmol, 2.2eq), 1-fluoro-3,5-dibromobenzene (20g, 103.60mmol, 1eq), cesium carbonate (148.5g, 455.8mmol, 4.5eq), N,N-dimethylformamide (600ml), reacted overnight at 120°C under nitrogen protection. (PE:EA=40:1, product Rf=0.5)

[0043] Stop heating, after cooling to room temperature, add 500ml of water and stir for 10min, a large amount of light white solid precipitates, suction filtration, PE:EA=40:1, column chromatography, 38.6g of white solid is obtained.

[0044] Preparation of Intermediate M5-2:

[0045] At room temperature, M5-1 (60.9g, 125mmol, 2.5eq), 3,3-alpha-carboline (16.6g, 50mmol, 1eq), Pd 2 (dba) 3 (2.54g, 2.5mmol, 0.05eq), s-Phos (2.05g, 5mmol, 0.1eq), sodium tert-butoxide (21.6g, 225mmol, 4.5eq), xylene (500ml) joins in the 1000ml one-necked bottle, Nitrogen gas was pumped three times, heated to 130°C and reacted overnight. The reaction solution was cooled to room temperature, mixe...

Embodiment approach

[0079]The OLED includes a first electrode and a second electrode, and a layer of organic material between the electrodes. The organic material can in turn be divided into regions. For example, the organic material layer may include a hole transport region, a light emitting layer, and an electron transport region.

[0080] In particular embodiments, a substrate may be used either below the first electrode or above the second electrode. The substrates are all glass or polymer materials with excellent mechanical strength, thermal stability, water resistance and transparency. In addition, a thin-film transistor (TFT) may be provided on a substrate for a display.

[0081] The first electrode may be formed by sputtering or depositing a material used as the first electrode on the substrate. When the first electrode is used as the anode, oxide transparent conductive materials such as indium tin oxide (ITO), indium zinc oxide (IZO), tin dioxide (SnO2), zinc oxide (ZnO) and any combi...

Embodiment 1

[0102] The preparation process of the organic electroluminescent device in this example is as follows:

[0103] The glass plate coated with the ITO transparent conductive layer is ultrasonically treated in a commercial cleaning agent, rinsed in deionized water, ultrasonically degreased in acetone: ethanol mixed solvent, baked in a clean environment until the water is completely removed, and then cleaned with ultraviolet light. Light and ozone cleaning, and bombardment of the surface with a beam of low-energy cations;

[0104] Place the above-mentioned glass substrate with the anode in a vacuum chamber, and evacuate to 1×10 -5 ~9×10 -3 Pa, vacuum-deposit HI-3 on the above-mentioned anode layer film as a hole injection layer, the evaporation rate is 0.1nm / s, and the evaporation film thickness is 10nm;

[0105] Vacuum-deposit HT-2 on the hole injection layer as the hole transport layer of the device, the evaporation rate is 0.1nm / s, and the total film thickness is 80nm;

[010...

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Abstract

The invention relates to a novel organic compound having a structure represented by formula (1), wherein: the dashed line represents a single bond connection or a non-connection, L1 and L2 are each independently selected from a single bond, a substituted or unsubstituted C6-C30 arylene group, or a substituted or unsubstituted C3-C30 heteroarylene group, and X1-X40 is independently selected from CH, C, or N, R1-R10 is respectively and independently selected from one or more of H, halogen, cyano, alkyl or cycloalkyl of C1-C10, alkenyl of C2-C6, alkoxy or thioalkoxy of C1-C6, substituted or unsubstituted aryl of C6-C30 and substituted or unsubstituted heteroaryl of C3-C30. When the compound provided by the invention is used as a luminescent dye in an OLED device, excellent device performanceand stability are shown.The invention also discloses an organic light-emitting device adopting the compound with the general formula.

Description

technical field [0001] The invention relates to a boron-containing organic compound, which can be used as a light-emitting layer material of an organic electroluminescent device; the invention also relates to the application of the compound in the organic electroluminescent device. Background technique [0002] The research on organic electroluminescent materials and devices began in the 1960s. According to different luminescent principles, organic electroluminescence can be divided into two categories: electroluminescence and electrophosphorescence. The triplet excitons of fluorescent materials are subject to spin prohibition, and can only return to the ground state in a non-radiative form to generate photons, resulting in the internal quantum efficiency of electroluminescence being limited to within 25%. Electrophosphorescence can make full use of the energy of singlet excitons and triplet excitons, so theoretically the internal quantum efficiency of phosphorescent device...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F5/02C09K11/06H01L51/50H01L51/54
CPCC07F5/027C09K11/06C09K2211/1029C09K2211/104C09K2211/1092H10K85/655H10K85/657H10K85/6572H10K50/11
Inventor 李国孟魏金贝徐超
Owner BEIJING ETERNAL MATERIAL TECH
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