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A kind of double acceptor organic light-emitting small molecule material and its preparation method and application

A small molecule, double acceptor technology, applied in the preparation of light-emitting materials, organic compounds, organic chemistry, etc., can solve the problem of low utilization of excitons, achieve the effect of determining molecular weight, simplifying device structure, and improving device performance

Active Publication Date: 2020-04-28
SOUTH CHINA UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The excitons of the singlet energy level of ordinary fluorescent materials are allowed to transition back to the ground state, while the excitons of the triplet energy level are forbidden to transition back to the ground state, so the exciton utilization rate is not high.

Method used

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  • A kind of double acceptor organic light-emitting small molecule material and its preparation method and application
  • A kind of double acceptor organic light-emitting small molecule material and its preparation method and application
  • A kind of double acceptor 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 preparation steps of intermediate 1 are:

[0045]

[0046] Under a 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%); elemen...

Embodiment 2

[0089] This embodiment prepares compound P2, and its structural formula and synthetic route are as follows:

[0090]

[0091] The specific implementation steps are:

[0092] Intermediate 14 in Example 1 was replaced with an equivalent amount of Intermediate 10, 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: C43H32N2O3S; M / Z=656.80 Theoretical value: m / z: 656.21 (100.0%), 657.22 (46.5%), 658.22 (10.6%), 658.21 (4.5%), 659.21 (2.1%); Elemental analysis: C , 78.63; H, 4.91; N, 4.27; O, 7.31; S, 4.88.

Embodiment 3

[0094] This embodiment prepares compound P3, and its structural formula and synthetic route are as follows:

[0095]

[0096] The specific implementation steps are:

[0097] The intermediate 14 in the preparation step of P1 in Example 1 was replaced with an equivalent amount of Intermediate 12, 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: C43H32N2O3S; M / Z=656.80 Theoretical value: m / z: 656.21 (100.0%), 657.22 (46.5%), 658.22 (10.6%), 658.21 (4.5%), 659.21 (2.1%); Elemental analysis: C , 78.63; H, 4.91; N, 4.27; O, 7.31; S, 4.88.

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Abstract

The invention discloses a double-acceptor organic light-emitting small molecule material. Carbonyl groups and sulfone groups are connected through benzene rings to form a novel double-acceptor skeleton unit, and a benzene ring is connected to each side to increase reaction sites. The invention also discloses a preparation method and application of the above-mentioned double acceptor organic luminescent small molecule material. The acceptor-linked luminescent material of the present invention can realize intramolecular charge transfer, and its bipolar transport characteristics reduce the problem of carrier imbalance of unipolar luminescent material, thereby simplifying the structure of the device and improving the performance of the device. performance. The preparation of the invention is simple, and various target products can be obtained through a series of simple reactions. The material has definite molecular weight, single structure, high decomposition temperature and low sublimation temperature, and can be applied in organic electroluminescent diodes.

Description

technical field [0001] The invention relates to the material technical field of organic electroluminescent device technology, in particular to a double-acceptor 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] Previous research on organic electroluminescent devices has made remarkable progress. When the organic light-emitting material is electro-ex...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C317/36C07C315/04C07D209/86C07D279/22C07D265/38C07D219/02C09K11/06H01L51/50H01L51/54
CPCC09K11/06C07C317/36C07D209/86C07D219/02C07D265/38C07D279/22C09K2211/1029C09K2211/1014C09K2211/1007C09K2211/1037C09K2211/1033H10K85/631H10K85/657H10K85/6572H10K50/00
Inventor 苏仕健徐志达高阔曹镛
Owner SOUTH CHINA UNIV OF TECH
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