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Derivative compound treating dibenzofuran as core framework, and its application in OLED (organic light emission diode)

A technology of dibenzofuran and compound, which is applied in the field of derivative compounds, can solve the problem of inability to produce high-performance light-emitting devices, and achieve the effect of increasing driving life, improving efficiency and life.

Inactive Publication Date: 2013-01-02
李崇
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

For OLED devices, although breakthroughs have been made in the individual indicators of individual colors (pure efficiency, or lifespan), it is impossible to produce high-performance light-emitting devices with excellent overall performance.

Method used

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  • Derivative compound treating dibenzofuran as core framework, and its application in OLED (organic light emission diode)
  • Derivative compound treating dibenzofuran as core framework, and its application in OLED (organic light emission diode)
  • Derivative compound treating dibenzofuran as core framework, and its application in OLED (organic light emission diode)

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0063] Synthesis of 2,8-bis(N,N-biphenylamino)dibenzofuran

[0064]

[0065] 100 ml four-necked bottle under nitrogen protection, add about 1.99 g of raw material 1, about 4.3 g of raw material 2, 1.3 g of sodium tert-butoxide, Pd 2 (dba) 3 0.2 g, P(t-Bu) 3 0.5 milliliters, 70 milliliters of solvent toluene, heat up to reflux, reflux temperature 115 degrees, reflux for one hour, point plate detection, the reaction is complete, turn off the heating, cool the reaction solution and spin dry, the spin-dried solids are washed twice with 50 ml water respectively , filtered, washed twice with 50ml water, filtered, the filter cake was washed twice with 50ml ethanol, filtered, and the filter cake was dried to obtain 5.9 grams of crude product, yield 98%, crude product purity 89.79%.

[0066] The above crude material was passed through a silica gel column, the eluent ratio was petroleum ether:dichloromethane=5:1, and after sublimation and purification, a product with a purity of 99...

Embodiment 2

[0074] 2,8-bis(4-dibenzofuryl)dibenzofuran

[0075]

[0076] 100 ml of four-necked bottle under nitrogen protection, sequentially add about 1.63 g of raw material 1, about 2.33 g of raw material 2, 0.15 g of catalyst tetrakis(triphenylphosphine) palladium, 2.4 g of sodium carbonate, 25 ml of solvent toluene, ethanol, and water each, and heat up To reflux, the reflux temperature is 80 degrees, reflux for three hours, spot the plate, the raw materials are basically reacted completely, turn off the heating, cool naturally, filter after cooling, and wash the filter cake twice with 30ml water and twice with 30ml ethanol. The filter cake was dried to obtain about 2 grams of off-white solid, with a yield of 80% and a purity of 94.87%. The above crude material was passed through a silica gel column, the eluent ratio was petroleum ether:dichloromethane=3:1, and after sublimation and purification, a product with a purity of 99.87% was obtained. The product was used for chemical analy...

Embodiment 3

[0084] 2,8-bis((3,5-diphenyl)phenyl)dibenzofuran

[0085]

[0086] 100 ml four-necked bottle under nitrogen protection, add about 0.52 g of raw material 1, about 0.97 g of raw material 2, 0.05 g of tetrakis(triphenylphosphine) palladium, 0.77 g of sodium carbonate, solvent toluene, ethanol, water, 10 ml each, and heat up To reflux, the reflux temperature is 79 degrees, and after 12 hours of reflux, the board is spotted. The raw material 1 has reacted completely, but there are three product spots, indicating that there may be intermediate products. Add 0.05 grams of catalyst, and then reflux for 12 hours, and the board is tested. Basically After the reaction was complete, turn off the heating, filter after cooling, wash the filter cake twice with 10 ml of water and twice with 10 ml of ethanol, and dry the filter cake to obtain about 0.88 g of a gray solid with a crude yield of 88% and a purity of 90%. The above crude material was passed through a silica gel column, the eluen...

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Abstract

The invention discloses a derivative compound treating dibenzofuran as a core framework, and its application in OLED. The structure of the derivative compound treating the dibenzofuran as the core framework is represented by general formula 1; and in the general formula 1, the outside of the dibenzofuran is connected with an Ar1 function group and an Ar2 function group through C-C bonds or C-N bonds. The efficiency and the life are increased and simultaneously the driving life is greatly increased after the derivative compound treating the dibenzofuran as the core framework is used in the OLED.

Description

technical field [0001] The invention discloses a derivative compound with dibenzofuran as the core skeleton, and the application of the derivative compound with dibenzofuran as the core skeleton in OLEDs. Background technique [0002] As a self-luminous electronic component, organic electroluminescent OLED (Organic Light Emission Diodes) display lighting principle is a new type of optoelectronics that converts electrical energy directly into light energy with the help of organic semiconductor functional materials under the action of a DC electric field. A type of information technology. Its luminous color can be red, green, blue alone or combined into white. The biggest feature of OLED light-emitting display technology is that it is ultra-thin, light-weight, and surface-emitting. It can be used to manufacture monochrome or full-color displays. As a new light source technology, it can also be used to manufacture lighting products or as a new backlight technology for liquid c...

Claims

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Application Information

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IPC IPC(8): C07D405/14C07D307/91C07D409/14C07D519/04C07D417/14C07D413/14C07D519/00H01L51/54
Inventor 李崇
Owner 李崇
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