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Luminescent material based on benzophenone and benzothiophene as well as preparation method and application of luminescent material

A technology of dibenzothiophene and luminescent materials, which is applied in the directions of luminescent materials, chemical instruments and methods, semiconductor/solid-state device manufacturing, etc., can solve the problems of complicated preparation process, achieve simple preparation method, improve internal quantum efficiency and low cost Effect

Inactive Publication Date: 2020-12-08
GUANGDONG UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0007] The present invention provides a luminescent material based on benzophenone and benzothiophene in order to overcome the defects of the complex preparation process described in the above prior art

Method used

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  • Luminescent material based on benzophenone and benzothiophene as well as preparation method and application of luminescent material
  • Luminescent material based on benzophenone and benzothiophene as well as preparation method and application of luminescent material
  • Luminescent material based on benzophenone and benzothiophene as well as preparation method and application of luminescent material

Examples

Experimental program
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Embodiment 1

[0052] This embodiment provides a luminescent material based on benzophenone and benzothiophene, the molecular formula is C 25 h 16 OS, the structural formula is shown in formula (I):

[0053]

[0054] The preparation method of the luminescent material is as follows:

[0055] S1. Add 2-bromodibenzothiophene, pinacol diborate, potassium acetate, [1,1'-bis(diphenylphosphino)ferrocene]palladium dichloride to a 100mL round bottom flask Methane complex and 1,4-dioxane-ethanol-water mixture, in which bromodibenzothiophene, pinacol diborate, potassium acetate, [1,1'-bis(diphenylphosphine) The molar ratio of ferrocene]palladium dichloride dichloromethane complex is 1:1:3:0.03. Under the condition of nitrogen protection, the above reactant was heated to 90°C and reacted for 20h. After the reaction was completed, the reaction liquid was cooled to room temperature, and extracted three times with dichloromethane and saturated brine. The organic phase was taken, and the crude produ...

Embodiment 2

[0062] This embodiment provides a luminescent material based on benzophenone and benzothiophene. The difference between the preparation method of the luminescent material and that of Example 1 is that:

[0063] In step S1, the molar ratio of bromodibenzothiophene, pinacol diboronate, potassium acetate, and [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium dichloromethane complex is 1:1:1:0.02; the molar ratio of 2-boronic acid pinacol ester-dibenzothiophene, 4-bromobenzophenone, sodium carbonate, and tetrakis(triphenylphosphine)palladium in step S2 is 1:2 :1:0.03.

Embodiment 3

[0065] This embodiment provides a luminescent material based on benzophenone and benzothiophene. The difference between the preparation method of the luminescent material and that of Example 1 is that:

[0066] In step S1, the molar ratio of bromodibenzothiophene, pinacol diboronate, potassium acetate, and [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium dichloromethane complex is 1:2:4:0.06; the molar ratio of 2-boronic acid pinacol ester-dibenzothiophene, 4-bromobenzophenone, sodium carbonate, and tetrakis(triphenylphosphine)palladium in step S2 is 4:6 :4:0.08.

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Abstract

The invention discloses a luminescent material based on benzophenone and benzothiophene as well as a preparation method and application of the luminescent material. The structural formula of the luminescent material is shown as a formula(I), and the molecular formula of the luminescent material is C25H16OS. The luminescent material provided by the invention has a donor-acceptor structure, a benzophenone unit is used as an electron acceptor, dibenzothiophene is used as an electron donor, the luminescent material has room-temperature phosphorescence and thermal activation delayed fluorescence dual-emission characteristics, and thermal activation delayed fluorescence and room-temperature phosphorescence can completely capture triplet excitons. Therefore, the internal quantum efficiency of anOLED device can be greatly improved. Meanwhile, the luminescent material is low in cost, simple in preparation method and suitable for industrial large-scale production.

Description

technical field [0001] The invention relates to the field of organic luminescent materials, more specifically, to a luminescent material based on benzophenone and benzothiophene, a preparation method and application thereof. Background technique [0002] Organic light-emitting materials have attracted a lot of research interest from scientists because their light-emitting properties such as light-emitting color, intensity, and lifetime can be effectively adjusted and changed through simple molecular structure design. The characteristics of organic luminescence are specifically manifested in the radiation decay process when the excitons in the singlet or triplet excited state transition from the excited state to the ground state, mainly including ordinary fluorescent type, delayed fluorescent type, room temperature phosphorescent type and so on. [0003] Room temperature phosphorescence emission refers to the process in which excitons excited to the singlet state enter the tr...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D333/76C09K11/06H01L51/54
CPCC07D333/76C09K11/06C09K2211/1092C09K2211/1007H10K85/6576
Inventor 霍延平陈丽芬熊靖雯籍少敏穆英啸
Owner GUANGDONG UNIV OF TECH