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A New Type of Electroluminescent Material and Its Application

An electroluminescent material, a new type of technology, applied in the direction of luminescent materials, circuits, electrical components, etc., to achieve the effect of good efficiency

Active Publication Date: 2017-10-24
VALIANT CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] The research on organic electroluminescent materials first began in the 1960s, but it has not been paid attention to by people.

Method used

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  • A New Type of Electroluminescent Material and Its Application
  • A New Type of Electroluminescent Material and Its Application
  • A New Type of Electroluminescent Material and Its Application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0040] The preparation of embodiment 1 intermediate 7-bromonaphthophenanthroline (M5)

[0041]

[0042] In a 500mL three-necked flask, add 5-bromophenanthroline (10.24g, 0.04mol), bis-boronic acid pinacol ester (11.18g, 0.044mol), potassium carbonate (16.60g, 0.12mol), toluene (100g ), industrial methanol (100g), H 2 O (150g), stirred under nitrogen protection for 30min, added Pd(PPh 3 ) 4 (0.46g, 0.4mmol), reflux for 8h. After cooling down to room temperature, the water phase was separated, the organic phase was washed once with 200 g of water, the organic phase was passed through a silica gel column to remove residual catalyst and mechanical impurities, and the column liquid was decompressed to remove the solvent to obtain 10.52 g of intermediate M1 with a crude yield of 86%. Next reaction.

[0043] In a 500mL three-necked flask, add o-bromoiodobenzene (11.28g, 0.04mol), trimethylsilylacetylene (3.92g, 0.04mol), triethylamine (200g), Pd(PPh 3 ) 4 Cl 2 (0.28g, 0.4mm...

Embodiment 2

[0047] Example 2 Preparation of Compound 1

[0048]

[0049] Add intermediate M5 (1.8g, 5mmol) prepared in Example 1, phenylboronic acid (0.67g, 5.5mmol), potassium carbonate (1.38g, 10mmol), tetrakis (triphenylphosphine) palladium (0.28 g) in the 100ml there-necked flask g, 0.25mmol), toluene (15mL), absolute ethanol (15mL), H 2 O (10mL), reflux reaction under nitrogen protection for 8h. After cooling down to room temperature, the reaction solution was spin-dried to obtain 1.28 g of white solid with a yield of 72% by column chromatography. MS (m / z): [M + ]=355.21, molecular formula C 26 h 16 N 2 , the theoretical value is 356.13.

Embodiment 3

[0050] Example 3 Preparation of Compound 3

[0051]

[0052] In the 100ml there-necked flask, add the intermediate M5 (1.8g, 5mmol) prepared in Example 1, 4-phenyl 1-naphthalene boronic acid (1.36g, 5.5mmol), potassium carbonate (1.38g, 10mmol), tetrakis(triphenyl Phosphine) palladium (0.28g, 0.25mmol), toluene (15mL), absolute ethanol (15mL), H 2 O (10mL), reflux reaction under nitrogen protection for 8h. After cooling down to room temperature, the reaction solution was spin-dried to obtain 1.22 g of a white solid with a yield of 51% by column chromatography. MS (m / z): [M + ]=481.29, molecular formula C 36 h 22 N 2 , the theoretical value is 482.18.

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PUM

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Abstract

The present invention relates to a novel electroluminescent material and its application. The novel electroluminescent material is mainly composed of naphthophenanthroline and connected with different aryl groups, heteroaryl groups or nitrogen-containing groups. The present invention provides Naphthophenanthroline derivatives have good electron transport properties and hole blocking properties, and also have high triplet energy levels, which can be used as excellent phosphorescent host materials.

Description

technical field [0001] The invention relates to a novel electroluminescent material and its application, in particular to naphthophenanthroline derivatives and its application in organic light-emitting diodes. Background technique [0002] As a new generation of display technology, organic electroluminescent materials (OLED) have the following characteristics: a wide range of material selection, which can realize any color display from red to blue; low driving voltage, only 3-12V DC voltage; luminous brightness and luminous High efficiency; wide luminous viewing angle, fast response speed; in addition, it has the advantages of being ultra-thin and can be made on a flexible panel. [0003] The research on organic electroluminescent materials first began in the 1960s, but has not been paid attention to by people. Until 1987, Tang et al. from Eastern Kodak Company invented the device with a sandwich structure, using an organic small molecule material with high fluorescence eff...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C09K11/06H01L51/54
CPCC09K11/06C09K2211/1018H10K85/00H10K50/11
Inventor 石宇王兵张司南崔明迟鹏利杨腾
Owner VALIANT CO LTD
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