Pyridoimidazole derivatives and application thereof in organic light-emitting devices (OLEDs)

A technology of organic boronic acid and reaction, which is applied in the field of organic electroluminescence materials, and can solve the problem that the position of the emission peak is biased towards ultraviolet

Inactive Publication Date: 2013-09-11
TECHNICAL INST OF PHYSICS & CHEMISTRY - CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, due to the fact that the emission peak position of the current pyridoimidazole derivatives is biased towards the ultraviolet, there are few reports on using them as OLED host materials.

Method used

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  • Pyridoimidazole derivatives and application thereof in organic light-emitting devices (OLEDs)
  • Pyridoimidazole derivatives and application thereof in organic light-emitting devices (OLEDs)
  • Pyridoimidazole derivatives and application thereof in organic light-emitting devices (OLEDs)

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1、1

[0075] Embodiment 1,1,3, the preparation of 5-three-(3-(2-phenylpyridoimidazolyl)) benzene

[0076]

[0077] The first step: take 2-phenylpyridimidazole and elemental iodine with a molar ratio of 1:1.5 as raw materials, dissolve the above-mentioned raw materials in pyridine, stir at 50° C. for 6 hours, add a large amount of water, and dichloromethane After extracting and merging the organic phases, the organic phases were washed with water, saturated sodium thiosulfate solution and brine successively, and the organic phases were spin-dried and separated and purified by silica gel column chromatography (eluent was dichloromethane) to obtain the corresponding iodine Substitutes, the yield is about 85%.

[0078] The second step: under the protection of nitrogen, put the iodide obtained in the first step and 1,3,5-triphenylboronic acid (the molar ratio is 5:1) into a two-necked bottle, and add a catalytic amount of tetrakis(triphenyl) Phosphine palladium) and mixed solvent (so...

Embodiment 2

[0091] Embodiment 2, the preparation of 4-[(3-(2-phenylpyridoimidazolyl))-1,3,5-triphenyl]benzene

[0092]

[0093] The first step: take 2-phenylpyridimidazole and elemental iodine with a molar ratio of 1:1.5 as raw materials, dissolve the above-mentioned raw materials in pyridine, stir at 50° C. for 6 hours, add a large amount of water, and dichloromethane After extracting and merging the organic phases, the organic phases were washed with water, saturated sodium thiosulfate solution and brine successively, and the organic phases were spin-dried and separated and purified by silica gel column chromatography (eluent was dichloromethane) to obtain the corresponding iodine Substitutes, the yield is about 85%.

[0094]The second step: under the protection of nitrogen, put the iodide obtained in the first step and 4-(1,3,5-triphenyl) phenylboronic acid (the molar ratio is 5:1) into a two-necked bottle, and add a catalytic amount of Tetrakis (triphenyl) phosphine palladium) and...

Embodiment 3

[0105] Preparation of Example 3.4-[(3-(2-naphthylpyridoimidazolyl))-1,3,5-triphenyl]benzene

[0106]

[0107] The first step: take 2-naphthylpyridoimidazole and elemental iodine with a molar ratio of 1:1.5 as raw materials, dissolve the above raw materials in pyridine, stir at 50°C for 6 hours, add a large amount of water, and dichloromethane After extracting and merging the organic phases, the organic phases were washed with water, saturated sodium thiosulfate solution and brine successively, and the organic phases were spin-dried and separated and purified by silica gel column chromatography (eluent was dichloromethane) to obtain the corresponding iodine Substitutes, the yield is about 85%.

[0108] The second step: under the protection of nitrogen, put the product obtained in the first step and 4-(1,3,5-triphenyl)phenylboronic acid (the molar ratio is 5:1) into a two-necked bottle, and add a catalytic amount of four (triphenyl) phosphine palladium) and mixed solvent (so...

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Abstract

The invention discloses pyridoimidazole derivatives and application thereof in organic light-emitting devices (OLEDs). The structural formula of the compounds is shown in the formula I in the specification. As organic light-emitting materials, the compounds can be used for preparing the OLEDs. The OLEDs comprise light-emitting layers, wherein the light-emitting layers contain at least a pyridoimidazole derivative to serve as the main material and contain pyridoimidazole derivatives or a light-emitting layer formed by the pyridoimidazole derivatives, pyridoimidazole derivatives or an electron transport layer formed by the pyridoimidazole derivatives and pyridoimidazole derivatives or a hole blocking layer formed by the pyridoimidazole derivatives. The invention further relates to equipment comprising the OLEDs. The pyridoimidazole derivatives provided by the invention have appropriate triplet energy levels and obviously improve energy utilization, and when the pyridoimidazole derivatives are used for preparing the OLEDs, the prepared devices have satisfactory brightness, current density and efficiency under high current density.

Description

technical field [0001] The invention belongs to the field of organic electroluminescent materials, and in particular relates to a class of pyridoimidazole derivatives and a synthesis method thereof, as well as the use of the compounds in preparing organic electroluminescent devices. Background technique [0002] In recent years, the research on white light organic electroluminescent materials and devices has received great attention from international academic circles, governments and industries. Countries and regions such as the United States, Europe, Japan, etc. have launched major research programs (Next Generation Lighting Initiative in the United States, OLLA in the European Union). , Japan 21Century Lighting Program) to strengthen research in this field, the reasons are: First, white organic electroluminescent technology (WOLED), together with inorganic LED technology, may be one of the most important solid-state light source technologies in the new generation. Accordi...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D471/04C09K11/06H01L51/50H01L51/54
Inventor 张晓宏万婧郑才俊欧雪梅
Owner TECHNICAL INST OF PHYSICS & CHEMISTRY - CHINESE ACAD OF SCI
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