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Aromatic amine derivative containing dibenzo-carbazole structure and organic electroluminescence device thereof

An electroluminescent device, benzocarbazole technology, applied in the field of aromatic amine derivatives and organic electroluminescent devices, can solve the problems of side reactions, high-purity material difficulties, etc.

Inactive Publication Date: 2018-01-26
CHANGCHUN HYPERIONS TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] The synthesis methods of organic electroluminescent materials are various, and the reaction methods and reaction mechanisms are also different, and side reactions are easily produced, so it is difficult to obtain high-purity materials.

Method used

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  • Aromatic amine derivative containing dibenzo-carbazole structure and organic electroluminescence device thereof
  • Aromatic amine derivative containing dibenzo-carbazole structure and organic electroluminescence device thereof
  • Aromatic amine derivative containing dibenzo-carbazole structure and organic electroluminescence device thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0049]

[0050] Preparation of Intermediate A-1

[0051] 4-bromo-1-iodo-naphthalene reacts with mixed acid (concentrated nitric acid and mixed sulfuric acid mixture) to generate 4-bromo-1-iodo-2-nitronaphthalene, take 37.8g, 100mmol of 4-bromo-1-iodo-2- Add nitronaphthalene to a three-necked flask equipped with toluene, ethanol, and a mixed solvent of water, and add naphthaleneboronic acid (17.2g, 100mmol) under nitrogen protection, potassium carbonate (41.4g, 300mmol)), tetrakistriphenylphosphopalladium (1.154 g, 1mmol), and reacted for 5h at reflux temperature. After the reaction, add deionized water, extract and wash the organic phase with water, combine and dry the organic phase, concentrate, and pass the obtained crude product through a silica gel column to obtain product intermediate A-1 (27.6 g, yield 80%). Mass Spectrum m / z: 346.23 (calculated: 346.22). Theoretical element content (%)C 20 h 12 BrN: C, 69.38; H, 3.49; Br, 23.08; N, 4.05 Measured element content (...

Embodiment 2

[0057] In Example 1, methyl iodide was replaced with equimolar bromobenzene, and the other steps were the same to obtain compound TM5. Mass Spectrum m / z: 775.97 (calculated: 775.93). Theoretical element content (%)C 58 h 37 N 3 : C, 89.78; H, 4.81; N, 5.42 The measured element content (%): C, 89.78; H, 4.81; N, 5.41. The above results confirmed that the obtained product was the target product.

Embodiment 3

[0059] In Example 1, methyl iodide was replaced with equimolar 3-bromopyridine, and the other steps were the same to obtain compound TM7. Mass Spectrum m / z: 777.99 (calculated: 777.91). Theoretical element content (%)C 56 h 35 N 5 : C, 86.46; H, 4.53; N, 9.00 Measured element content (%): C, 86.47; H, 4.52; N, 9.01. The above results confirmed that the obtained product was the target product.

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PUM

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Abstract

The invention provides an aromatic amine derivative containing a dibenzo-carbazole structure and an organic electroluminescence device thereof and relates to the technical field of organic photoelectric materials. The dibenzo-carbazole structure has hole transport ability, and rigid, asymmetric and dense structures of condensed rings are introduced, so that the prepared aromatic amine derivative in the invention is high in heat stability and excellent in film-forming property, can be used for preparing the organic electroluminescence device, particularly serves as a hole transport material ora principal material in the organic electroluminescence device, has the advantages of being high in efficiency, low in driving voltage and difficult to crystallize, and is better than the conventionalcommon organic electroluminescence device (OLED).

Description

technical field [0001] The invention relates to the technical field of organic photoelectric materials, in particular to an aromatic amine derivative containing a dibenzocarbazole structure and an organic electroluminescence device thereof. Background technique [0002] In recent years, organic light-emitting diodes (Organic Light-Emitting Diodes, electroluminescence) have become a very popular emerging flat panel display industry at home and abroad. It has outstanding advantages such as vivid color, high definition, high luminous efficiency, low operating voltage (3-10V), thin panel thickness (less than 2mm), large-size and flexible panels, and simple production process. With its application background and many characteristics superior to those of inorganic thin-film devices, organic electroluminescent materials have attracted the attention of the world and more and more academic institutions and companies. One of the results. [0003] The synthesis methods of organic ele...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D209/80C07D401/14H01L51/54C09K11/06
Inventor 刘喜庆蔡辉
Owner CHANGCHUN HYPERIONS TECH CO LTD