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Organic photoelectrical material as well as preparation method and application thereof

An organic optoelectronic material, electromechanical technology, applied in the directions of luminescent materials, organic chemistry, chemical instruments and methods, etc., to achieve the effects of simple preparation method, good industrialization prospects, and high luminous efficiency

Inactive Publication Date: 2017-10-20
CHANGCHUN HYPERIONS TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, in order for OLEDs to be practical, it is necessary to solve problems such as reducing costs, improving luminous efficiency, and prolonging luminous life.

Method used

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  • Organic photoelectrical material as well as preparation method and application thereof
  • Organic photoelectrical material as well as preparation method and application thereof
  • Organic photoelectrical material as well as preparation method and application thereof

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Experimental program
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preparation example Construction

[0041] The present invention also provides a preparation method of an organic photoelectric material, the preparation route is as follows:

[0042]

[0043] Among them, R 1 One selected from C1-C10 alkyl, C6-C10 substituted or unsubstituted aryl; R 2 C6-C50 substituted or unsubstituted aryl, substituted or unsubstituted five-membered heterocycle, substituted or unsubstituted six-membered heterocycle, C10-C30 substituted or unsubstituted condensed ring, C8-C30 One of substituted or unsubstituted fused heterocycles; R 3 One selected from a hydrogen atom, a C1-C10 alkyl group, and a C6-C10 substituted or unsubstituted aryl group.

[0044] According to the present invention, the compound shown in Intermediate A is prepared according to the following method:

[0045] Under the protection of nitrogen, triphenylphosphine palladium is used as the catalyst, and potassium carbonate is used as the base, the intermediate A is obtained through Buchwald-Hartwig coupling reaction betwe...

Embodiment A

[0051] Example A: Synthesis of Intermediate A

[0052] (A1) Preparation of intermediate A1

[0053]

[0054] Tri-tert-butylphosphine (3 mL of a 1.0 M solution in toluene, 7.32 mmol), palladium acetate (0.4 g, 1.83 mmol) and sodium tert-butoxide (37.0 g, 402 mmol) were added to aniline (17.3 g, 186 mmol) and 2 - A solution of bromo-9,9-dimethylfluorene (49.7 g, 183 mmol) in degassed toluene (500 mL), and the mixture was heated at reflux for 2 hours. The reaction mixture was cooled to room temperature, diluted with toluene and filtered through celite. The filtrate was diluted with water and extracted with toluene, and the combined organic phases were evaporated under vacuum. The residue was filtered through silica gel and recrystallized to obtain intermediate A1 (45.8 g, yield 88%).

[0055] Mass Spectrum m / z: 285.19 (calculated: 285.15). Theoretical element content (%)C 21 h 19 N: C, 88.38; H, 6.71; N, 4.91 Measured element content (%): C, 88.37; H, 6.72; N, 4.91. The...

Embodiment A2

[0061] Example A2: Mass Spectrum m / z: 409.19 (calculated: 409.18). Theoretical element content (%)C 31 h 23 N: C, 90.92; H, 5.66; N, 3.42 Measured element content (%): C, 90.93; H, 5.65; N, 3.42. The above results confirmed that the obtained product was the target product.

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Abstract

The invention provides an organic photoelectrical material as well as a preparation method and application thereof, and relates to the technical field of organic photoelectrical materials. The organic photoelectrical material has the advantages that by introducing a rigid fluorene structure, the glass transition temperature of compound is increased; by introducing an imidazopyridine structure, the driving voltage of an organic electroluminescence device is reduced; when the organic photoelectrical material is used as a cavity transmission material of the organic electroluminescence device, the light emitting efficiency is high, and the service life is long. The invention also provides a preparation method of the organic photoelectrical material. The preparation method has the advantages that the preparation method is simple, and the obtaining of raw materials is easy.

Description

technical field [0001] The invention relates to the technical field of organic photoelectric materials, in particular to an aromatic amine organic photoelectric material and its preparation method and application. Background technique [0002] Organic electroluminescent device (OLED) is a new type of flat display device, which has the characteristics of energy saving, fast response, stable color, strong environmental adaptability, no radiation, long life, light weight and thin thickness. [0003] The principle of organic electroluminescence can be simply divided into three steps to explain. First, under the action of an external bias voltage, holes and electrons overcome the interface barrier and are injected from the anode and cathode into the hole transport material in the device ( The HOMO energy level of HTL) and the LUMO energy level of electron transport material (ETL), and then the charges are transported and reach the light-emitting layer driven by an external electr...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D471/04C09K11/06H01L51/50H01L51/54
CPCC09K11/06C07D471/04C09K2211/1044C09K2211/1029C09K2211/1014C09K2211/1007C09K2211/1011H10K85/636H10K85/633H10K85/631H10K85/654H10K85/6572H10K50/15
Inventor 刘喜庆蔡辉
Owner CHANGCHUN HYPERIONS TECH CO LTD