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A fluorene-containing organic compound and its organic light-emitting device

A technology of organic light-emitting devices and organic compounds, which is applied in the field of fluorene-containing organic compounds and organic light-emitting devices, which can solve the problems of unsatisfactory effects and single types, reduce light escape, increase recombination rate, and simple preparation methods Effect

Active Publication Date: 2020-02-07
CHANGCHUN HYPERIONS TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, at present, the types of optical extraction materials are relatively single, and the effect is not ideal.

Method used

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  • A fluorene-containing organic compound and its organic light-emitting device
  • A fluorene-containing organic compound and its organic light-emitting device
  • A fluorene-containing organic compound and its organic light-emitting device

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0081] [Example 1] Synthesis of Compound 1

[0082]

[0083] Step1: add aniline (0.75g, 8mmol), 2-bromo-triphenylene (2.05g, 6.67mmol), Pd in ​​the reactor 2 (dba) 3 (0.17g, 0.2mmol), P(t-Bu) 3 (0.14, 0.67mmol), NaOt-Bu (2.24g, 20mmol), 100mL toluene solution, reacted at 100°C for 24h, extracted the organic phase with ether and water after the reaction, and used MgSO 4 Drying, concentration of organic matter, column chromatography and recrystallization gave intermediate 1-a (1.56 g, 73%).

[0084] Step2: Add aniline (0.75g, 8mmol), 3-bromo-9,9 dimethylfluorene (1.82g, 6.67mmol), Pd into the reactor 2 (dba) 3 (0.17g, 0.2mmol), P(t-Bu) 3 (0.14, 0.67mmol), NaOt-Bu (2.24g, 20mmol), 100mL toluene solution, reacted at 100°C for 24h, extracted the organic phase with ether and water after the reaction, and used MgSO 4 Drying, concentration of organic matter, column chromatography and recrystallization gave intermediate 1-b (1.43 g, 75%).

[0085] Step3: Add intermediate 1-a ...

Embodiment 2

[0088] [Example 2] Synthesis of Compound 4

[0089] According to the synthetic method of compound 1, compound 4 (4.45 g, 62%) was obtained.

[0090]

[0091] Mass Spectrum m / z: 854.38 (calculated: 854.37). Theoretical element content (%)C 65 h 46 N 2 : C, 91.30; H, 5.42; N, 3.28 Measured element content (%): C, 91.31; H, 5.40; N, 3.29. The above results confirmed that the obtained product was the target product.

Embodiment 3

[0092] [Example 3] Synthesis of Compound 5

[0093] According to the synthetic method of compound 1, compound 5 (4.80 g, 63%) was obtained.

[0094]

[0095] Mass Spectrum m / z: 906.41 (calculated: 906.40). Theoretical element content (%)C 44 h 28 N 2 : C, 91.36; H, 5.56; N, 3.09 Measured element content (%): C, 91.36; H, 5.57; N, 3.08. 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 a fluorene-containing organic compound and an organic light-emitting device thereof, and relates to the technical field of organic photoelectric materials. In the present invention, a fluorene-containing organic compound is obtained by connecting substituted or unsubstituted triphenylene, fluorene and its derivatives on the main body of aromatic amines, which has strong hole transport ability, electron blocking ability and good thermal stability. , good film-forming properties, simple synthesis and easy operation, it can be applied in organic light-emitting devices as a cover layer or hole transport layer, which can effectively solve the problems of unbalanced carrier transport and low light extraction rate in organic light-emitting devices, its organic The light emitting device has the advantages of high luminous efficiency and long life.

Description

technical field [0001] The invention relates to the technical field of organic photoelectric materials, in particular to a fluorene-containing organic compound and an organic light-emitting device thereof. Background technique [0002] In 1987, Tang et al. of Kodak Company invented a sandwich-type organic double-layer thin-film light-emitting device. This breakthrough made people see the huge potential of OLED technology to be practical and commercialized, and set off a research boom of organic light-emitting diodes. Over the past 30 years, OLED technology has achieved rapid development, and has moved from laboratory research to industrial production. [0003] At present, the development of OLED materials has reached a relatively mature stage, and material companies at home and abroad provide hundreds of innovative materials for selection. Among them, hole transport materials, electron transport materials, host materials, fluorescent light emitting materials and phosphoresc...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C211/61H01L51/54
CPCC07C211/61H10K85/626H10K85/633H10K85/631
Inventor 董秀芹韩春雪
Owner CHANGCHUN HYPERIONS TECH CO LTD
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