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Electron transport material and application thereof

An electron transport material, alkyl technology, applied in circuits, electrical components, electrical solid devices, etc., can solve the problem of rare electron transport materials, and achieve the effects of high efficiency, good thermal stability, and improved efficiency

Active Publication Date: 2012-10-31
VALIANT CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] Although there are many electron transport materials for organic light-emitting devices, there are not many electron transport materials that can meet the above conditions.

Method used

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  • Electron transport material and application thereof
  • Electron transport material and application thereof
  • Electron transport material and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0043] Example 1 Preparation of electron transport material DNPF

[0044] 1) Synthesis of 2,7-dibromo-9,9-dimethylfluorene (compound 1)

[0045] Under the protection of nitrogen, dissolve 2,7-dibromofluorene (26.6g, 0.082mol) and sodium methoxide powder (12.5g, 0.231mol) in 500ml DMF, and slowly drip into the reaction system at 0~10℃ Methyl iodide (32.8g, 0.231mol). The reaction system is kept at this temperature and stirred for 6-12 hours. After the reaction is completed, water is added to the reaction system to quench the reaction, and the crude product is obtained after extraction with ethyl acetate. The silica gel column chromatography is used as the eluent. Ethyl acetate : V N-hexane =1:40 purification and separation to obtain a white solid 2,7-dibromo-9,9-dimethylfluorene with a yield of 85.5%.

[0046] 2) Synthesis of 2,7-diboric acid-9,9-dimethyl fluorene pinacolate (compound 2)

[0047] Under the protection of nitrogen, 2,7-dibromo-9,9-dimethylfluorene (10.56, 0.03mol) wa...

Embodiment 2

[0054] Example 2 Preparation of electron transport material DNPA

[0055] 1) Synthesis of 9,10-bis(3-acetylbenzene)anthracene (compound 7)

[0056] Weigh 9,10-dibromoanthracene (3.12g, 9mmol) and 3-acetylphenylboronic acid (3.35g, 20mmol) into a three-necked flask, and then add 200ml of toluene and 100ml of sodium carbonate aqueous solution (2mol / L). Under the protection of nitrogen, Pd(PPh3)4 (102 mg, 0.088 mmol) was added under reflux with stirring, and the mixture was refluxed and reacted for 12 hours. After the reaction is completed, 100 ml of water is added to the system for liquid separation. After the organic phase is desolventized, the crude product is obtained, silica gel column chromatography, and the eluent is V Ethyl acetate : V Toluene =1:20 Purification and separation, the white solid obtained is 9,10-bis(3-acetylbenzene)anthracene, the yield is 78%.

[0057] 2) Synthesis of electron transport material DNPA (Compound 8)

[0058] Dissolve 2-amino-3-pyridinecarboxaldeh...

Embodiment 3

[0059] Example 3 Preparation of electron transport material TNPB

[0060] 1) Synthesis of 1,3,5,7-tetrakis(3-acetylbenzene)benzene (compound 9)

[0061] Weigh 1,3,5,7-tetrabromobenzene (0.984g, 2.5mmol) and 3-acetylphenylboronic acid (1.81g, 11mmol) into a three-necked flask, then add 200ml of toluene and 100ml of sodium carbonate aqueous solution (2mol / L ). Under the protection of nitrogen, Pd(PPh3)4 (102mg, 0.088mmol) was added with stirring under reflux, and reacted for 24 hours under reflux. After the reaction is completed, 100 ml of water is added to the system for liquid separation. After the organic phase is desolventized, the crude product is obtained, silica gel column chromatography, and the eluent is V Ethyl acetate : V Toluene =1:20 purification and separation, the white solid obtained is 1,3,5,7-tetrakis(3-acetylbenzene)benzene, the yield is 86.5%.

[0062] 2) Synthesis of electron transport material TNPB (compound 10)

[0063] Dissolve 2-amino-3-pyridinecarboxaldehy...

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Abstract

The invention relates to the technical field of organic photoelectric materials, particularly an electron transport material and application thereof in organic electroluminescent devices. In the electron transport material, naphthyridine is used as the core, aryl groups or groups derived from aromatic heterocyclic ring or aromatic ring are connected in the middle, high steric hindrance enables the mutually distorted arrangement of the aromatic rings, and the whole molecule is in a non-planar structure, thereby avoiding intermolecular aggregation and interaction, and having high energy band. The material has high heat stability, favorable electron transport capacity and favorable hole blocking capacity, is used as an electron transport layer of an organic electroluminescent device, and obviously enhances the efficiency of the device.

Description

Technical field [0001] The present invention relates to the technical field of organic photoelectric materials, in particular to an electron transport material and the application of the material in organic electroluminescent devices. Background technique [0002] In recent years, organic light emitting diode (OLED) has become a very popular emerging flat panel display at home and abroad. Now many research institutions and companies all over the world have invested a lot of energy to research and develop organic electroluminescent devices. Many key problems have not been really solved, which makes the organic electroluminescent device have a short life and low efficiency. [0003] In order to improve the performance of organic electroluminescent devices, the research on electron transport materials is very important. The selection of electron transport materials must meet the following requirements: 1. Reversible electrochemical reduction and sufficient reduction potential, becaus...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D513/00H01L51/54
Inventor 张江峰白晨陈志坚肖立新刘立
Owner VALIANT CO LTD
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