Self-host organic light-emitting small molecule material and preparation method and application thereof

A technology of small molecules and autonomous agents, which is applied in the fields of luminescent materials, thioether preparation, organic chemistry, etc., can solve the problems of increased complexity of device manufacturing process, poor transmission performance, and increased device startup voltage, and achieve easy sublimation, molecular weight, etc. Determining and regulating the effect of conjugation length

Active Publication Date: 2018-06-15
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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  • Self-host organic light-emitting small molecule material and preparation method and application thereof
  • Self-host organic light-emitting small molecule material and preparation method and application thereof
  • Self-host organic light-emitting small molecule material and preparation method and application thereof

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%, 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] The intermediate 10 in Example 1 was replaced by 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 a self-host organic light-emitting small molecule material connected with a sulfur-containing non-conjugated unit by a carbonyl group, and increasing reaction sites by connecting benzene rings on two sides separately. The invention further discloses a preparation method and application of the self-host organic light-emitting small molecule material. The self-host organic light-emitting small molecule material disclosed by the invention realizes the intramolecular charge transfer function, and the sulfur-containing non-conjugate unit owned by the self-host organic light-emitting small molecule material can act as a part of a host to show high device performances in a simplified device structure. The self-host organic light-emitting small molecule material disclosed by the invention is simple in preparation method, and various target products are obtained through a series of simple reactions. Furthermore, the material disclosed by the invention is determined in molecular weight, single in structure, very high in decomposition temperature and lower in sublimation temperature, thereby being easily sublimated into a high-purity light-emitting 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 Applications(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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