Monoanthracene derivative blue electroluminescent material, preparation and use in electroluminescent device manufacture

A technology of electroluminescent materials and anthracene derivatives, which is applied in the direction of luminescent materials, electrical solid devices, electrical components, etc., can solve the problems of blue light materials to be developed, and achieve the effect of excellent luminous performance and novel structure

Inactive Publication Date: 2009-01-28
IRICO
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] Red, green and blue light-emitting materials as the three primary colors are the basis of OLED display technology. At present, green and red light materials with excellent performance have been widely reported, but blue light materials with excellent performance still need to be developed

Method used

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  • Monoanthracene derivative blue electroluminescent material, preparation and use in electroluminescent device manufacture
  • Monoanthracene derivative blue electroluminescent material, preparation and use in electroluminescent device manufacture
  • Monoanthracene derivative blue electroluminescent material, preparation and use in electroluminescent device manufacture

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Experimental program
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preparation example Construction

[0052] The preparation method of luminescent material of the present invention; comprises the following steps:

[0053] The first step: compound (2) is synthesized according to the following reaction formula:

[0054]

[0055] Dissolve 4-bromotriphenylamine (3.24g, 10mmol) in redistilled tetrahydrofuran (30mL), cool down to -78°C under nitrogen atmosphere, add n-butyllithium (4.8mL, 12mmol), keep the low temperature for about 1h, add iso Propoxy pinacid borate (2.45 mL, 12 mmol), warmed up to room temperature and stirred overnight. After the reaction was completed, the solvent was removed by rotary evaporation, and a white solid product was obtained by silica gel column chromatography, namely 2.2 g of 4-dianilinophenylboronic acid pinacolate of the intermediate compound (2).

[0056] The second step: compound (3) is synthesized according to the following reaction formula:

[0057]

[0058]Compound (2) (1.86g, 5mmol), 9,10-dibromoanthracene (5.04g, 15mmol), tetrahydrofu...

Embodiment 1

[0062] Embodiment 1: the synthesis of compound 2, synthetic route is as follows:

[0063]

[0064] Dissolve 9-benzanthracene (1.5g, 5.9mmol) in acetic acid (80mL), heat to reflux at 65°C under nitrogen, dissolve bromine (0.34mL, 6.5mmol) in 20mL acetic acid, and add dropwise gradually. After the bromine was added dropwise, it was lowered to room temperature, and a shiny yellow solid was obtained by filtration. The solvent was removed from the filtrate under reduced pressure to obtain a yellow solid, which was purified by recrystallization with acetic acid. The two parts of solids were combined to obtain compound (1), 1.8 g of 9-bromo-10-benzanthracene.

[0065] Mix compound (1) (1g, 3mmol) and compound (2) (1.655g, 3mmol) in a three-neck flask, add redistilled tetrahydrofuran (50mL), potassium carbonate solution (2.0M, 30mL), a few drops of aliquat336, catalyst Tetrakis(triphenylphosphine)palladium (100mg), heated to reflux at 100°C for 48h under nitrogen atmosphere. Afte...

Embodiment 2

[0067] Embodiment 2: the synthesis of compound 3, synthetic route is as follows:

[0068]

[0069] Compound (2) (3g, 5.5mmol), 9,10-dibromoanthracene (845mg, 2.5mmol), redistilled tetrahydrofuran (100mL), potassium carbonate aqueous solution (2.0M, 50mL), a few drops of aliquat336, catalyst four ( Triphenylphosphine) palladium (100 mg) was added into a three-necked flask, and heated to 100° C. under nitrogen atmosphere and heated to reflux for 48 h. After the reaction, separate the liquids, wash the aqueous phase twice with tetrahydrofuran, combine the organic phases, concentrate under reduced pressure, a precipitate precipitates out of the solution, and after filtration, a yellow-green solid 9,10-bis(4-dianilinophenyl ) anthracene (compound 3) 1.18g, yield 71.0%.

[0070] Application of the compound of general formula 1 of the present invention in the preparation of organic electroluminescent devices:

[0071] The ITO glass is washed with detergent, deionized water, acet...

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Abstract

The invention discloses a single anthracene derivative blue electroluminescence material, as well as a preparation method and application in preparing electroluminescence devices. Due to the excellent hole injection and transmission capability of triphenylamine groups, the invention obtains a derivative series blue electroluminescence material based on 9-(4-dianiline phenyl) anthracene by virtue of the preparation method of changing substituent and synthesizing intermediate compounds in advance and applies the material to preparing a blue electroluminescence device with excellent luminous performance.

Description

technical field [0001] The invention relates to a monoanthracene derivative blue electroluminescent material, a preparation method, and an application in the preparation of an organic electroluminescent device Background technique [0002] Since Organic Light Emitting Diode (OLED) was reported in 1987 (C.W.Tang, S.A. VanSlyke, Appl. Phys. Lett. 1987, 51, 913), it has achieved rapid development so far. It has a series of advantages such as self-illumination, low driving voltage, high brightness, low cost, adjustable luminescence, and rich colors. Compared with the current popular liquid crystal displays, OLED does not require a backlight source, has a wider viewing angle, and consumes less energy. The response speed is faster, therefore, OLED display technology will have broad application prospects. [0003] Red, green and blue light-emitting materials as the three primary colors are the basis of OLED display technology. At present, green and red light materials with excelle...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09K11/06C07C211/54C07C209/68H01L51/54H01L51/56
Inventor 矫士博
Owner IRICO
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