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Triarylamine organic compound and organic light-emitting device thereof

An organic compound and triarylamine technology, which is applied in the field of triarylamine organic compounds and their organic light-emitting devices, can solve problems such as electron/hole migration mismatch, achieve enhanced electron donating ability, reduce total reflection loss and waveguide loss, Effect of excellent hole transport performance

Active Publication Date: 2021-09-28
CHANGCHUN HYPERIONS TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] The object of the present invention is to provide a triarylamine organic compound and its organic light-emitting device on the basis of the prior art, with the aim of industrialization. The organic light-emitting device prepared by using the triarylamine organic compound solves the problem of organic materials. The problem of electron / hole migration mismatch in the layer, and then significantly improve the comprehensive performance of the device in terms of luminous efficiency, voltage, color coordinates, etc.; as the main component of the hole transport layer in organic light-emitting devices, it solves the above problems. Its general molecular structure is as shown in Formula I:

Method used

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  • Triarylamine organic compound and organic light-emitting device thereof
  • Triarylamine organic compound and organic light-emitting device thereof
  • Triarylamine organic compound and organic light-emitting device thereof

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preparation example Construction

[0159] The preparation and formation methods of each layer in the organic light-emitting device are not particularly limited, and vacuum evaporation method, spin coating method, vapor deposition method, blade coating method, laser thermal transfer method, electrospray coating method, slit coating method can be used. Either of the cloth method and the dip coating method, the method of vacuum vapor deposition is preferably used in the present invention.

[0160] The organic light-emitting device of the present invention can be widely used in the fields of panel display, lighting source, flexible OLED, electronic paper, organic solar cell, organic photoreceptor or organic thin film transistor, signboard, signal lamp and the like.

Embodiment 1

[0167] [Example 1] Synthesis of Compound 1

[0168]

[0169] Synthesis of Intermediate A-1

[0170] Under the protection of nitrogen, toluene (600mL), a-1 (8.83g, 60mmol), b-1 (23.84g, 60mmol), palladium acetate (0.20g, 0.90mmol), tert-butanol were added successively to the 1L reaction flask Sodium (11.53 g, 120 mmol) and tri-tert-butylphosphine (8 mL in toluene). And react under the condition of reflux for 2 hours. After the reaction stopped, the mixture was cooled to room temperature, filtered with diatomaceous earth, the filtrate was concentrated, recrystallized with methanol, filtered with suction and rinsed with methanol to obtain a recrystallized solid to obtain intermediate A-1 (21.70 g, yield 78%) , HPLC detection solid purity ≧ 99.7%.

[0171] Synthetic compound 1

[0172] Under nitrogen protection, toluene solvent (600mL), c-1 (9.83g, 36mmol), intermediate A-1 (16.69g, 36mmol), Pd 2 (dba) 3 (0.33g, 0.36mmol), BINAP (0.67g, 1.08mmol) and sodium tert-butoxide ...

Embodiment 2

[0174] [Example 2] Synthesis of Compound 9

[0175]

[0176] Using the same method as in Synthesis Example 1, replacing c-1 with equimolar c-9, compound 9 (17.26 g) was synthesized, and the solid purity was detected by HPLC > 99.8%. Mass Spectrum m / z: 705.3361 (Theoretical: 705.3396). Theoretical element content (%)C 54 h 43 N: C, 91.88; H, 6.14; N, 1.98. Measured element content (%): C, 91.93H, 6.10; N, 2.03.

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Abstract

The invention provides a triarylamine organic compound and an organic light-emitting device thereof, and relates to the technical field of organic photoelectric materials. According to the invention, triarylamine is taken as a center and connected with a benzo alicyclic group, so that the electron donating ability of the compound is further enhanced, and the compound has the advantages of excellent hole transport performance, high luminous efficiency and low driving voltage, and is a good hole transport material. The triarylamine organic compound provided by the invention is applied to the organic light-emitting device as a covering layer material, and the light extraction efficiency can be improved, so that the light-emitting efficiency of the organic light-emitting device is improved. The triarylamine organic compound disclosed by the invention is good in film-forming property, high in glass transition temperature (Tg), relatively good in stability, simple in synthesis and easy to operate, and can be widely applied to the fields of panel display, lighting sources, organic solar cells, organic photoreceptors or organic thin film transistors and the like.

Description

[0001] This application claims the priority of the Chinese patent application CN202110653987.7 with the filing date of June 11, 2021. This application cites the full text of the above-mentioned Chinese patent application. technical field [0002] The invention relates to the technical field of organic photoelectric materials, in particular to a triarylamine organic compound and an organic light-emitting device thereof. Background technique [0003] With the progress of the information industry, traditional displays can no longer meet people's requirements, such as: cathode ray tube (CRT) displays have large volume and high driving voltage; liquid crystal displays (liquid crystal display, LCD) have low brightness and narrow viewing angles. , The operating temperature range is small; the plasma display panel (PDP) is expensive, the resolution is not high, and the power consumption is large. Organic Light-Emitting Diode (OLED) has the characteristics of energy saving, fast res...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C211/61H01L51/54
CPCC07C211/61H10K85/622H10K85/624H10K85/633H10K85/615Y02E10/549
Inventor 韩春雪赵倩鲁秋
Owner CHANGCHUN HYPERIONS TECH CO LTD
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