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Fluorene derivative and organic luminescent device thereof

An organic light-emitting device and a technology of fluorene derivatives, which are applied in the field of fluorene derivatives and organic light-emitting devices, can solve problems such as inability to provide satisfactory light-emitting properties, and achieve good hole transport performance, high hole mobility, The effect of high luminous efficiency and luminous brightness

Inactive Publication Date: 2018-02-02
CHANGCHUN HYPERIONS TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

For the hole transport layer, the traditionally used materials usually cannot provide satisfactory luminescence characteristics. Therefore, it is still necessary to design new hole transport materials with better performance to improve the performance of OLEDs.

Method used

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  • Fluorene derivative and organic luminescent device thereof
  • Fluorene derivative and organic luminescent device thereof
  • Fluorene derivative and organic luminescent device thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0059] Preparation of Compound III-1

[0060]

[0061] Add compound I-1 (12.5g, 73.8mmol), compound II-1 (20.9g, 73.8mmol), t-BuONa (10.7g, 111mmol), Pd(OAc) in turn to the round bottom flask 2 (0.33g, 1.47mmol) and ultrasonically deoxygenated toluene (1.5L), refluxed overnight under nitrogen protection, treated the reaction solution with ethyl acetate and water after cooling, and the obtained organic layer was washed with MgSO 4 After drying, the solvent was evaporated under reduced pressure to obtain the crude product of compound III-1. With silica gel as the stationary phase and dichloromethane / hexane as the eluent, the crude product was subjected to column chromatography to obtain compound III-1 (18.7 g, 78 %). Mass spectrum m / z: theoretical value: 324.22; found value: 326.31. Theoretical element content (%)C 18 h 14 BrN: C, 66.68; H, 4.35; Br, 24.64; N, 4.32; Measured element content (%): C, 66.64; H, 4.38; Br, 24.62; N, 4.31. The above results confirmed that the ...

Embodiment 2

[0069] Preparation of Compound III-2

[0070]

[0071] Add compound I-2 (23.7g, 73.8mmol), compound II-2 (20.9g, 73.8mmol), t-BuONa (10.7g, 111mmol), Pd(OAc) in turn to the round bottom flask 2 (0.33g, 1.47mmol) and ultrasonically deoxygenated toluene (1.5L), refluxed overnight under nitrogen protection, treated the reaction solution with ethyl acetate and water after cooling, and the obtained organic layer was washed with MgSO 4 After drying, the solvent was evaporated under reduced pressure to obtain the crude product of compound III-2. With silica gel as the stationary phase and dichloromethane / hexane as the eluent, the crude product was subjected to column chromatography to obtain compound III-2 (28.8g, 82 %). Mass spectrum m / z: theoretical value: 476.41; found value: 478.54. Theoretical element content (%)C 30 h 22 BrN: C, 75.63; H, 4.65; Br, 16.77; N, 2.94; measured element content (%): C, 75.61; H, 4.68; Br, 16.75; N, 2.93. The above results confirmed that the o...

Embodiment 3

[0079] Preparation of Compound III-3

[0080]

[0081] Add compound I-3 (19.9g, 73.8mmol), compound II-3 (20.9g, 73.8mmol), t-BuONa (10.7g, 111mmol), Pd(OAc) in turn to the round bottom flask 2 (0.33g, 1.47mmol) and ultrasonically deoxygenated toluene (1.5L), refluxed overnight under nitrogen protection, treated the reaction solution with ethyl acetate and water after cooling, and the obtained organic layer was washed with MgSO 4 After drying, the solvent was evaporated under reduced pressure to obtain the crude product of compound III-3. With silica gel as the stationary phase and dichloromethane / hexane as the eluent, the crude product was subjected to column chromatography to obtain compound III-3 (23.5 g, 75 %). Mass spectrum m / z: theoretical value: 424.33; found value: 426.47. Theoretical element content (%)C 26 h 18 BrN: C, 73.59; H, 4.28; Br, 18.83; N, 3.30; measured element content (%): C, 73.54; H, 4.31; Br, 18.82; N, 3.27. The above results confirmed that the ...

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Abstract

The invention discloses fluorene derivative and an organic luminescent device thereof and relates to the technical field of organic photoelectric materials. The fluorene derivative disclosed by the invention has a larger conjugated system, so that the fluorene derivative has a higher hole mobility and shows better hole transmission performance. In addition, the fluorene derivative disclosed by theinvention further has better thermal stability and solubility, so that material film formation is facilitated. When the fluorene derivative is utilized as an organic luminescent device of an organismlayer, the fluorene derivative has lower driving voltage and higher luminous efficiency and luminance and further has longer service life.

Description

technical field [0001] The invention relates to the technical field of organic photoelectric materials, in particular to a fluorene derivative and an organic light-emitting device thereof. Background technique [0002] Organic optoelectronic materials are organic materials with photon and electron generation, conversion and transport properties. At present, organic photoelectric materials have been applied to organic light-emitting devices (Organic Light-Emitting Diode, OLED). OLED refers to a device in which organic photoelectric materials emit light under the action of current or electric field, which can directly convert electrical energy into light energy. In recent years, OLED as a new generation of flat panel display and solid-state lighting technology is receiving more and more attention. Compared with liquid crystal display technology, OLED is more and more used in the field of display and lighting due to its low power consumption, active light emission, fast respo...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C211/54C07C211/58C07D213/38C07C217/84C07D209/88C07C211/61C07C211/60C07F7/10C07D213/74C07D333/76C07D307/91C07F9/50C07F5/02C07D409/14C07D215/06C07D239/26C07D215/38C07D401/12H01L51/50H01L51/54
CPCC07C211/54C07C211/58C07C211/60C07C211/61C07C217/84C07D209/88C07D213/38C07D213/74C07D215/06C07D215/38C07D239/26C07D307/91C07D333/76C07D401/12C07D409/14C07F5/027C07F7/10C07F9/5022H10K85/649H10K85/626H10K85/633H10K85/615H10K85/631H10K85/654H10K85/6576H10K85/6574H10K85/6572H10K85/40H10K50/00H10K2102/00H10K2102/301
Inventor 蔡辉孙敬
Owner CHANGCHUN HYPERIONS TECH CO LTD
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