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A self-hosted organic light-emitting small molecule material and its preparation method and application

A small molecule, main body technology, applied in the fields of luminescent materials, organic chemistry, thioether preparation, etc., can solve the problems of increasing the complexity of device preparation process, poor transmission performance, and increasing device turn-on voltage, and achieve easy sublimation and molecular weight. Determining and regulating the effect of conjugation length

Active Publication Date: 2019-12-10
SOUTH CHINA UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, after the introduction of the host-guest light-emitting layer system, the complexity of the device preparation process will increase.
At the same time, due to the generally poor transmission performance of the host material, the turn-on voltage of the device will also increase

Method used

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  • A self-hosted organic light-emitting small molecule material and its preparation method and application
  • A self-hosted organic light-emitting small molecule material and its preparation method and application
  • A self-hosted organic light-emitting small molecule material and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0043] This embodiment prepares intermediates 1 to 14 and compound P1:

[0044] The specific preparation steps of intermediate 1 are:

[0045]

[0046] Under nitrogen atmosphere, 11.7g (40.0mmol) of p-bromoiodobenzene, 5.8g (24.0mmol) of sodium sulfide nonahydrate, 336mg (0.1equ) of cuprous iodide (CuI), anhydrous carbonic acid Potassium 5.4g (40.0mmol), N,N-dimethylformamide (DMF) 80mL. Heated to 120°C, and stirred for 18 hours in the dark. After the reaction, the solvent in the reaction system was suspended to dryness, extracted three times with dichloromethane and water, and the organic phase was taken. Dichloromethane was distilled off under reduced pressure and purified by a silica gel column to obtain 7 g of the intermediate of structural formula 1 with a yield of 94% and C12H8Br2S M / Z=341.87. m / z: 343.87 (100.0%), 341.87 (51.4%), 345.87 (48.6%), 344.87 (9.7%), 346.87 (6.3%), 345.87 (4.5%), 342.87 (4.4%), 344.87 (3.2%) ), 343.87 (2.3%), 342.87 (2.2%), 347.86 (2.2%...

Embodiment 2

[0078] This embodiment prepares compound P2, and its structural formula and synthetic route are as follows:

[0079]

[0080] Intermediate 10 in Example 1 was replaced with an equivalent amount of Intermediate 8, and other raw materials and steps were the same as in Example 1 to obtain 1.50 g of the product of structural formula P2 with a yield of 76%. Molecular formula: C43H32N2OS; M / Z=624.22 Theoretical value: m / z: 624.22 (100.0%), 625.23 (46.5%), 626.23 (10.6%), 626.22 (4.5%), 627.22 (2.1%); Elemental analysis: C , 82.66; H, 5.16; N, 4.48; O, 2.56; S, 5.13.

Embodiment 3

[0082] This embodiment prepares compound P3, and its structural formula and synthetic route are as follows:

[0083]

[0084] The intermediate 10 in Example 1 was replaced by an equivalent amount of Intermediate 9, and other raw materials and steps were the same as in Example 1 to obtain 1.45 g of the product of structural formula P3, with a yield of 74%. Molecular formula: C43H32N2OS; M / Z=624.22 Theoretical value: m / z: 624.22 (100.0%), 625.23 (46.5%), 626.23 (10.6%), 626.22 (4.5%), 627.22 (2.1%); Elemental analysis: C , 82.66; H, 5.16; N, 4.48; O, 2.56; S, 5.13.

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Abstract

The invention discloses an organic light-emitting small molecule material with a self-organizing body, which is connected with a sulfur-containing non-conjugated unit by a carbonyl group, and a benzene ring is connected to each side to increase the reaction site. The invention also discloses the preparation method and application of the self-hosted organic luminescent small molecule material. The self-host organic light-emitting small molecule material of the present invention realizes intramolecular charge transfer, and its self-contained sulfur-containing non-conjugated unit can act as a part of the host, thereby exhibiting high device performance in a simplified device structure. The preparation method of the material of the invention is simple, and various target products can be obtained through a series of simple reactions. The material of the invention has definite molecular weight, single structure, high decomposition temperature and low sublimation temperature, and can be easily sublimated into a high-purity luminescent material.

Description

technical field [0001] The invention relates to the technical field of materials for organic electroluminescent devices, in particular to a self-organizing organic light-emitting small molecule material and its preparation method and application. Background technique [0002] Organic electroluminescent devices have been applied in the field of light-emitting displays. Compared with polymer luminescent materials, small molecule luminescent materials have the advantages of simple preparation, definite molecular weight, and single structure, so they have more potential to be promoted to wider commercial applications. At present, the technology of preparing multilayer devices based on evaporation or solution processing of small molecule materials is constantly developing and improving, and significant progress has been made. [0003] Significant progress has been made in the research of organic electroluminescent devices. When the organic light-emitting material is electro-exc...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C323/37C07C319/20C07D209/86C07D279/22C07D265/38C07D219/02C09K11/06H01L51/50H01L51/54
CPCC09K11/06C07C323/37C07D209/86C07D219/02C07D265/38C07D279/22C09K2211/1033C09K2211/1037C09K2211/1007C09K2211/1014C09K2211/1029H10K85/631H10K85/657H10K85/6572H10K50/00
Inventor 苏仕健徐志达高阔曹镛
Owner SOUTH CHINA UNIV OF TECH
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