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Condensed ring-containing triarylamine compound and organic light-emitting device thereof

A triarylamine and compound technology, applied in the field of organic optoelectronic materials, achieves the effects of good stability, high injection efficiency, and reduced total reflection loss and waveguide loss

Pending Publication Date: 2021-11-09
CHANGCHUN HYPERIONS TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Generally speaking, the future direction of organic light-emitting devices is to develop high-efficiency, long-life, low-cost white light devices and full-color display devices, but the industrialization process of this technology still faces many key problems

Method used

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  • Condensed ring-containing triarylamine compound and organic light-emitting device thereof
  • Condensed ring-containing triarylamine compound and organic light-emitting device thereof
  • Condensed ring-containing triarylamine compound and organic light-emitting device thereof

Examples

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Effect test

preparation example Construction

[0161] 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.

[0162] 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

[0169] [Example 1] Synthesis of Compound 4

[0170]

[0171] Synthesis of Intermediate A-1

[0172] Under the protection of nitrogen, toluene (600mL), a-1 (10.60g, 72mmol), b-1 (28.61g, 72mmol), palladium acetate (0.24g, 1.08mmol), tert-butanol were added successively to the 1L reaction flask Sodium (13.45 g, 140 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 (20.71g, yield 77%) , HPLC detection solid purity ≧ 99.7%.

[0173] Synthesis of compound 4

[0174] Under nitrogen protection, toluene solvent (500mL), c-1 (10.92g, 40mmol), intermediate A-1 (14.93g, 40mmol), Pd 2 (dba) 3 (0.37g, 0.40mmol), BINAP (0.75g, 1.20mmol) and sodium tert-butox...

Embodiment 2

[0175] [Example 2] Synthesis of compound 9

[0176]

[0177] Using the same method as in Synthesis Example 1, replacing c-1 with equimolar c-9, compound 9 (20.14 g) was synthesized, and the solid purity was detected by HPLC > 99.7%. Mass Spectrum m / z: 689.3092 (Theoretical: 689.3083). Theoretical element content (%)C 53 h 39 N: C, 92.27; H, 5.70; N, 2.03. Measured element content (%): C, 92.20; H, 5.65; N, 2.09.

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Abstract

The invention provides a condensed ring-containing triarylamine compound and an organic light-emitting device thereof, and relates to the technical field of organic photoelectric materials. The condensed ring-containing triarylamine compound has excellent hole transport performance, has the advantages of high luminous efficiency and low driving voltage, is a good hole transport material, and can improve the luminous efficiency of an organic light-emitting device, prolong the service life of the organic light-emitting device and reduce the driving voltage of the device; and the condensed ring-containing triarylamine compound provided by the invention is applied to the organic light-emitting device as a covering layer material, so that the light extraction efficiency can be improved, the light-emitting efficiency of the organic light-emitting device is improved, and meanwhile, the service life of the device can be prolonged. The triarylamine organic compound is simple to synthesize 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

technical field [0001] The invention relates to the technical field of organic photoelectric materials, in particular to a triarylamine compound containing condensed rings and an organic light-emitting device thereof. Background technique [0002] With the advent of the 5G ultra-high-speed network communication era, human demand for information will grow explosively, and the requirements for randomness and timeliness of information acquisition will also become higher and higher. Portable, large-size display technology is a necessary condition to meet this demand. From the perspective of current technological development, organic light-emitting diodes (organic light-emitting diodes, OLEDs), which use organic semiconductors as functional materials, have the most potential. This is due to the wide viewing angle, fast response speed, and Energy saving, color stability, strong environmental adaptability, no radiation, light weight, thin thickness, wide adaptable display temperat...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C211/61C07D307/91C07D311/96C07D333/76C07D307/77C07D209/80C07D333/50H01L51/54
CPCC07C211/61C07D307/91C07D311/96C07D333/76C07D307/77C07D209/80C07D333/50C07B2200/05C07C2603/97C07C2603/54C07C2603/40C07C2603/52H10K85/622H10K85/623H10K85/624H10K85/625H10K85/626H10K85/6574H10K85/6576H10K85/6572Y02E10/549
Inventor 李梦茹刘喜庆陆影韩春雪
Owner CHANGCHUN HYPERIONS TECH CO LTD
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