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Organic electroluminescent device taking anthracene as core compound, and applications thereof

A technology of electroluminescent devices and compounds, applied in the fields of electric solid devices, electrical components, organic chemistry, etc., can solve different problems

Inactive Publication Date: 2018-05-08
VALIANT CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In addition, for the collocation of OLED devices with different structures, the photoelectric functional materials used have strong selectivity, and the performance of the same material in devices with different structures may be completely different.

Method used

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  • Organic electroluminescent device taking anthracene as core compound, and applications thereof
  • Organic electroluminescent device taking anthracene as core compound, and applications thereof
  • Organic electroluminescent device taking anthracene as core compound, and applications thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0078] Embodiment 1: the synthesis of intermediate VII in general formula (2):

[0079]

[0080] Take the synthesis of intermediate A1 as an example:

[0081]

[0082] 1) In a 250ml three-neck flask, under nitrogen protection, add 0.05mol 3-bromo-9H-carbazole, 0.06mol iodobenzene, 150ml toluene and stir to mix, then add 0.015mol Cu, 0.15mol potassium carbonate, and heat to 150°C , reflux reaction for 24 hours, sampling point plate, showing no 3-bromo-9H-carbazole remaining, the reaction is complete; naturally cool to room temperature, filter, and the filtrate is subjected to vacuum rotary evaporation (-0.09MPa, 85°C), over neutral Silica gel column to obtain 3-bromo-9-phenyl-9H-carbazole, HPLC purity 99.3%, yield 78.8%;

[0083] Elemental analysis structure (molecular formula C 18 h 12 BrN): Theoretical C, 67.10; H, 3.75; Br, 24.80; N, 4.35; Found: C, 67.12; H, 3.74; N, 4.34.

[0084] HPLC-MS: The molecular weight of the material is 321.02, and the measured molecular...

Embodiment 2

[0098] Embodiment 2: the synthesis of compound 2:

[0099] synthetic route:

[0100]

[0101] In a 250ml three-neck flask, under the protection of nitrogen, add 0.01mol 2,3-dimethyl-9,10-dibromoanthracene, 0.024mol intermediate A1, 150ml toluene, stir and mix, then add 0.04mol sodium tert-butoxide, 1×10 -4 molPd 2 (dba) 3 , 1×10 -4 mol of tri-tert-butylphosphine, heated to 105°C, refluxed for 24 hours, sampling plate, showed no remaining bromide, the reaction was complete; naturally cooled to room temperature, filtered, and the filtrate was rotary evaporated under reduced pressure (-0.09MPa, 85°C ), through a neutral silica gel column to obtain the target product, with a HPLC purity of 99.2%, and a yield of 66.3%;

[0102] Elemental analysis structure (molecular formula C 64 h 46 N 4 ): theoretical value C, 88.25; H, 5.32; N, 6.43; test value: C, 88.24; H, 5.34; N, 6.42.

[0103] HPLC-MS: The molecular weight of the material is 870.37, and the measured molecular we...

Embodiment 3

[0104] Embodiment 3: the synthesis of compound 6:

[0105] synthetic route:

[0106]

[0107] In a 250ml three-neck flask, under the protection of nitrogen, add 0.01mol 2,6-di-tert-butyl-9,10-dibromoanthracene, 0.024mol intermediate A1, 150ml toluene and stir to mix, then add 0.04mol sodium tert-butoxide , 1×10 -4 molPd 2 (dba) 3 , 1×10 -4 mol of tri-tert-butylphosphine, heated to 105°C, refluxed for 24 hours, sampling plate, showed no remaining bromide, the reaction was complete; naturally cooled to room temperature, filtered, and the filtrate was rotary evaporated under reduced pressure (-0.09MPa, 85°C ), through a neutral silica gel column, to obtain the target product, HPLC purity 99.1%, yield 67.6%;

[0108] Elemental analysis structure (molecular formula C 70 h 58 N 4 ): theoretical value C, 88.01; H, 6.12; N, 5.87; test value: C, 88.02; H, 6.13; N, 5.85.

[0109] HPLC-MS: The molecular weight of the material is 954.47, and the measured molecular weight is 95...

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Abstract

The invention discloses an organic electroluminescent device taking anthracene as core compound, and applications thereof. The organic electroluminescent device taking anthracene as core compound comprises a cavity transmission layer, a luminescent layer, and an electron transmission layer; and anthracene is taken as the core compound. Anthracene is combined with a branch chain structure represented by general structure (2), so that it is convenient for energy transmission among host and guest materials, and device high efficiency can be achieved easily; and in addition, the core compound possesses relatively high glass transition temperature and molecule heat stability, and appropriate HOMO and LUMO energy level, device structure optimization is capable of improving OLED device photoelectric properties and prolonging OLED device service life effectively.

Description

technical field [0001] The invention relates to the technical field of semiconductors, in particular to an organic electroluminescent device whose light-emitting layer material is an anthracene-based compound and its application. Background technique [0002] Organic electroluminescence (OLED: Organic Light Emission Diodes) device technology can be used to manufacture new display products and new lighting products, and it is expected to replace the existing liquid crystal display and fluorescent lighting, and has a wide application prospect. [0003] The OLED light-emitting device is like a sandwich structure, including electrode material film layers, and organic functional materials sandwiched between different electrode film layers. Various functional materials are superimposed on each other according to the application to form an OLED light-emitting device. As a current device, when a voltage is applied to the electrodes at both ends of the OLED light-emitting device, and...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D209/88H01L51/50
CPCC07D209/88H10K50/11
Inventor 唐丹丹李崇张兆超张小庆王立春
Owner VALIANT CO LTD
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