Organic electroluminescence material and organic luminescent device thereof

An electroluminescent material and organic technology, applied in the direction of luminescent materials, electric solid devices, electrical components, etc., can solve the problems of unsatisfactory luminous performance, high driving voltage, low luminous efficiency, etc., and achieve strong carrier transport ability, The effect of low driving voltage and high luminous efficiency

Inactive Publication Date: 2018-01-19
CHANGCHUN HYPERIONS TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] Fluorene compounds are a commonly used host material, but the common fluorene materials have unsatisfactory luminous properties, such as low luminous efficiency and high driving voltage.

Method used

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  • Organic electroluminescence material and organic luminescent device thereof
  • Organic electroluminescence material and organic luminescent device thereof
  • Organic electroluminescence material and organic luminescent device thereof

Examples

Experimental program
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preparation example Construction

[0052] The preparation method of a kind of organic electroluminescent material described in the present invention, comprises that shown raw material generates a kind of organic electroluminescent material shown in formula I by following route reaction:

[0053]

[0054] Among them, R 1One selected from substituted or unsubstituted C6-C50 aryl, substituted or unsubstituted C6-C50 arylamine, substituted or unsubstituted C6-C50 aryl ether, substituted or unsubstituted C3-C50 heteroaryl ;

[0055] R 2 , R 3 independently selected from hydrogen, deuterium, cyano, substituted or unsubstituted C6-C50 sulfone group, substituted or unsubstituted C12-C50 phosphineoxy, substituted or unsubstituted C25-C50 tetraphenylmethyl, substituted Or one of the unsubstituted C18-C50 silaryl groups;

[0056] The heteroatom in the heteroaryl group is at least one of B, N, O, S, Si or P.

[0057] The present invention also provides an organic light emitting device, and the organic light emittin...

Embodiment 1

[0058] Embodiment 1: the preparation of compound 1

[0059]

[0060] Step1. Add 100 mmol of 3-bromofluorenone to a mixed solvent of solvent ethanol and toluene, add 3 equivalents of Raney nickel and 3 equivalents of hydrazine hydrate. Stir at room temperature for 5 hours, filter, concentrate the filtrate, and pass through column chromatography to obtain 75 mmol of product 1-1.

[0061] Step2. Dissolve 1-1 75mmol in anhydrous THF, cool down to -78 degrees Celsius, slowly add 150mmol of n-butyllithium dropwise, naturally warm up to room temperature, and react overnight. The next day, add 100mmol of triphenylchlorosilane and stir at room temperature 3h. Slowly warming up to reflux reaction for 3h. After the reaction was completed, it was passed through a silica gel column to obtain 1-2 55 mmol.

[0062] Step3. To 1-2 55mmol, add 60mmol of bromobenzene, 165mmol cesium carbonate, 0.6mmol palladium acetate, DMF, replace with argon three times, add 0.6mmol tricyclohexylphosphin...

Embodiment 2

[0063] Embodiment 2: the preparation of compound 2

[0064]

[0065] Step1. Add 100 mmol of 3,6-dibromo-9H-fluorenone to a mixed solvent of solvent ethanol and toluene, add 3 equivalents of Raney nickel and 3 equivalents of hydrazine hydrate. Stir at room temperature for 5 hours, filter, concentrate the filtrate, and pass through column chromatography to obtain 2-175 mmol of the product.

[0066] Step2. Dissolve 2-1 75mmol in anhydrous THF, cool down to -78 degrees Celsius, slowly add 225mmol of n-butyl lithium dropwise, naturally warm up to room temperature, and react overnight, the next day, add 200mmol of triphenylchlorosilane, room temperature Stir for 3h. Slowly warming up to reflux reaction for 3h. After the reaction was completed, it was passed through a silica gel column to obtain 2-2 55 mmol.

[0067] Step3. To 2-2 55mmol, add 60mmol of bromobenzene, 165mmol cesium carbonate, 0.6mmol palladium acetate, DMF, replace with argon three times, add 0.6mmol tricyclohex...

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Abstract

The invention provides an organic electroluminescence material and an organic luminescent device thereof, and belongs to the technical field of organic photoelectric materials. The organic electroluminescence material structure contains a fluorene structure, the material is different from common 9,9-diphenylfluorene or 9,9-dimethyl-9H-fluorene, the compound structure has a smaller conjugate scope,triplet state has higher energy level, and the product has higher carrier transport capability. At the same time, a rigid structure is introduced into the structure, vitrification transfer temperature of the compounded is effectively raised, and compared with the prior art, the technical problems of low luminescence efficiency, higher driving voltage, bad luminescence property and the like of theorganic photoelectric materials in the prior art are solved. Compared with the prior art, the organic electroluminescent device has obviously improved organic electroluminescent device driving voltage and luminescence efficiency parameter performance.

Description

technical field [0001] The invention relates to the technical field of organic photoelectric materials, in particular to an organic electroluminescence material and an organic light emitting device thereof. Background technique [0002] Organic electroluminescence refers to the phenomenon that organic materials are excited by electric current and electric field to emit light under the action of electric field. Organic light-emitting diodes (OLEDs) are a next-generation display technology that utilizes this phenomenon to realize displays. Since Tang C.W. and Vanslyke S.A. of American Kodak Company produced the first organic electroluminescent device with excellent performance in 1987, organic electroluminescent displays have attracted great interest due to their advantages. [0003] Organic electroluminescent materials can be divided into two generations according to technological updates. The first generation is fluorescent materials, whose internal quantum efficiency can o...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F7/08C07C13/567C07C211/54C07D209/86C07D213/06C07D239/26C07D251/24C07D213/38C07D401/10C07D403/10C07F9/53C07C317/14C07C317/36C07F9/572C07F9/58C07F9/6521C07D213/32C07F9/6512C07D403/12C09K11/06H01L51/50H01L51/54
Inventor 孙可一蔡辉
Owner CHANGCHUN HYPERIONS TECH CO LTD
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