Organic compound based on pyridine and benzoxadiazole and application of the compound

A technology of organic compounds and benzoxadiazoles, applied in the fields of organic chemistry, chemical instruments and methods, electrical components, etc., can solve the problems of complex manufacturing process, affecting the angular distribution of OLED radiation spectrum, etc., to achieve high density and improve structural stability. the effect of high refractive index

Active Publication Date: 2020-03-10
JIANGSU SUNERA TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The first two structures will affect the angular distribution of the radiation spectrum of the OLED. The third structure is complicated to manufacture, and the process of using a surface covering layer is simple, and the luminous efficiency is increased by more than 30%, which is particularly concerned by people.

Method used

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  • Organic compound based on pyridine and benzoxadiazole and application of the compound
  • Organic compound based on pyridine and benzoxadiazole and application of the compound
  • Organic compound based on pyridine and benzoxadiazole and application of the compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0073] Embodiment 1: the synthesis of compound 1

[0074]

[0075] In a 250mL three-neck flask, blow nitrogen gas, add 0.02mol raw material A-1 and dissolve in 100mL tetrahydrofuran (THF), then add 0.024mol raw material B, 0.0002mol (1,1'-bis(diphenylphosphine) Iron) dichloropalladium (II) and 0.05mol potassium acetate are added, the mixture is stirred, and the mixed solution of the above reactants is heated to reflux at a reaction temperature of 80°C for 5 hours; after the reaction is completed, cool and add 100mL of water, and filter the mixture and dried in a vacuum oven. The obtained residue was separated and purified by silica gel column to obtain intermediate M-1.

[0076] In a 250mL three-neck flask, blow nitrogen gas, add 0.02mol raw material C, 150mL DMF, 0.072mol intermediate M-1 and 0.0006mol palladium acetate, stir, and then add 0.09mol K 3 PO 4 The aqueous solution was heated to 150°C, refluxed for 10 hours, sampled and plated, and the reaction was complete....

Embodiment 2

[0077] Embodiment 2: the synthesis of compound 12

[0078]

[0079] In a 250mL three-neck flask, blow nitrogen gas, add 0.02mol raw material A-2 and dissolve in 100mL tetrahydrofuran (THF), then add 0.024mol raw material B, 0.0002mol (1,1'-bis(diphenylphosphine) Iron) dichloropalladium (II) and 0.05mol potassium acetate are added, the mixture is stirred, and the mixed solution of the above reactants is heated to reflux at a reaction temperature of 80°C for 5 hours; after the reaction is completed, cool and add 100mL of water, and filter the mixture and dried in a vacuum oven. The obtained residue was separated and purified by silica gel column to obtain intermediate M-2.

[0080] In a 250mL three-neck flask, blow nitrogen gas, add 0.02mol raw material C, 150mL DMF, 0.024mol intermediate M-2 and 0.0002mol palladium acetate, stir, and then add 0.03mol K 3 PO 4 The aqueous solution was heated to 150°C, refluxed for 10 hours, sampled and plated, and the reaction was complete...

Embodiment 3

[0082] Embodiment 3: the synthesis of compound 16

[0083]

[0084] In a 250mL three-neck flask, blow nitrogen gas, add 0.02mol raw material A-3 and dissolve in 100mL tetrahydrofuran (THF), then add 0.024mol raw material B, 0.0002mol (1,1'-bis(diphenylphosphine) Iron) dichloropalladium (II) and 0.05mol potassium acetate are added, the mixture is stirred, and the mixed solution of the above reactants is heated to reflux at a reaction temperature of 80°C for 5 hours; after the reaction is completed, cool and add 100mL of water, and filter the mixture and dried in a vacuum oven. The obtained residue was separated and purified by silica gel column to obtain intermediate M-3.

[0085] In a 250mL three-neck flask, blow nitrogen gas, add 0.02mol raw material C, 150mL DMF, 0.024mol intermediate M-3 and 0.0002mol palladium acetate, stir, and then add 0.03mol K 3 PO 4 The aqueous solution was heated to 150°C, refluxed for 10 hours, sampled and plated, and the reaction was complete...

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Abstract

The invention discloses an organic compound based on pyridine and benzoxadiazole and an application of the compound and belongs to the technical field of semiconductors, wherein the compound has the structure of the general formula (I). The invention also discloses an application of the compound. The compound has high glass transition temperature and molecular thermal stability, is low in absorption and high in refractive index in visible light area. When being applied to a CPL layer of an OLED, the organic compound can improve the light extraction efficiency of the OLED. The compound also hasa deep HOMO energy level and high electron mobility, so that the compound can be used for a hole-blocking or electron transfer layer in the OLED, and can effectively stop the holes or energy from being transmitted from the luminescent layer to the electron layer side, thereby improving the composition efficiency of the holes and electrons in the luminescent layer, and further improving the luminescent efficiency and prolonging service life of the OLED.

Description

technical field [0001] The invention relates to an organic compound based on azabenzene and benzoxadiazole and an application thereof, belonging to the technical field of semiconductors. Background technique [0002] Organic electroluminescent (OLED: Organic Light Emission Diodes) device technology can be used to manufacture new display products and also can be used to make new lighting products, which is expected to replace the existing liquid crystal display and fluorescent lighting, and has a wide application prospect. 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. OLED light-emitting devices are current devices. When a voltage is applied to the electrodes at both ends, and the positive and negative charges i...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D413/14C07D413/10C07D519/00C09K11/06H01L51/50H01L51/54
CPCC07D413/14C07D413/10C07D519/00C09K11/06C09K2211/1007C09K2211/1011C09K2211/1029C09K2211/1033C09K2211/1044C09K2211/1059C09K2211/1088H10K85/6565H10K85/636H10K85/626H10K85/631H10K85/615H10K85/654H10K85/6574H10K85/6572H10K85/657H10K50/11Y02E10/549
Inventor 李崇陈海峰张兆超徐浩杰
Owner JIANGSU SUNERA TECH CO LTD
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