Biceptor organic luminescence small molecule material as well as preparation method and application thereof

A small molecule, double acceptor technology, applied in the preparation of luminescent materials, organic compounds, organic chemistry, etc., can solve the problem of low utilization of excitons, and achieve good repeatability of multiple synthesis, single structure, and molecular weight determination. Effect

Active Publication Date: 2018-07-06
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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  • Biceptor organic luminescence small molecule material as well as preparation method and application thereof
  • Biceptor organic luminescence small molecule material as well as preparation method and application thereof
  • Biceptor organic luminescence small molecule material as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0044] This embodiment prepares intermediates 1 to 14 and compound P1:

[0045] The preparation steps of intermediate 1 are:

[0046]

[0047] 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

[0090] This embodiment prepares compound P2, and its structural formula and synthetic route are as follows:

[0091]

[0092] The specific implementation steps are:

[0093] 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

[0095] This embodiment prepares compound P3, and its structural formula and synthetic route are as follows:

[0096]

[0097] The specific implementation steps are:

[0098] 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 biceptor organic luminescence small molecule material. Carbonyl is connected with sulfuryl by a benzene ring to form a novel receptor framework unit; one benzene ring is connected to each of two sides of the novel receptor framework unit so as to add reactive sites. The invention also discloses a preparation method and application of the biceptor organic luminescence small molecule material. The luminescence material connected with a receptor can realize a transfer effect of intramolecular charges; with a bipolar transmission characteristic of the luminescence material, the unbalance of a unipolar luminescent material charge carrier is reduced, and the structure of a device is simplified and the performance of the device is improved. The biceptor organic luminescence small molecule material disclosed by the invention is simple in preparation; various target products are obtained by a series of simple reactions. The material has the advantages of determined molecular weight, single structure, high decomposition temperature and lower sublimation temperature, and can be applied to an organic light-emitting diode.

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 Applications(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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