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High-temperature-resistant blue fluorescent material and preparation method thereof

A technology of blue fluorescence and high temperature resistance, applied in the direction of luminescent materials, chemical instruments and methods, etc., can solve the problems of poor thermal stability of blue light fluorescent materials, and achieve the effect of reducing non-radiation inactivation and good thermal stability

Inactive Publication Date: 2018-02-27
王歧燕
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0005] The purpose of the present invention is to provide a blue fluorescent material with high thermal stability and a preparation method thereof for the problem of poor thermal stability of the blue fluorescent material

Method used

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  • High-temperature-resistant blue fluorescent material and preparation method thereof
  • High-temperature-resistant blue fluorescent material and preparation method thereof
  • High-temperature-resistant blue fluorescent material and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] A method for preparing a blue light fluorescent material, comprising the following steps:

[0028] S1. Synthesis of precursor I: In a mixed solution containing potassium carbonate and toluene, add 4-cyanophenylboronic acid, 1,4-dibromobenzene, tetrakis(triphenylphosphine)palladium, and then heat at 80°C Reflux reaction for 27 hours, after extraction and purification, the solid 4-bromo-4'-cyanobiphenyl was collected to obtain the precursor I; wherein the 4-cyanophenylboronic acid, 1,4-dibromobenzene , The molar ratio of tetrakis(triphenylphosphine)palladium is 41:46:0.2.

[0029] S2. Synthesis of precursor II: In anhydrous 1,4-dioxane solution, add precursor I, bis(pinacolate) diboron, potassium acetate and 1,1'-bis(diphenyl Phosphine) ferrocene dichloride palladium dichloromethane complex, heated to reflux at 80°C for 25 hours, purified by extraction, collected solid 4'-cyano-[1,1'-biphenyl]-4- Borate ester, that is, to obtain precursor II; wherein, in molar ratio, th...

Embodiment 2

[0033] A method for preparing a blue light fluorescent material, comprising the following steps:

[0034] S1. Synthesis of precursor I: In a mixed solution containing potassium carbonate and toluene, add 4-cyanophenylboronic acid, 1,4-dibromobenzene, tetrakis(triphenylphosphine)palladium, and then heat at 75°C Reflux reaction for 24 hours, after extraction and purification, the solid 4-bromo-4'-cyanobiphenyl was collected to obtain the precursor I; wherein the 4-cyanophenylboronic acid, 1,4-dibromobenzene , The molar ratio of tetrakis(triphenylphosphine)palladium is 40:45:0.2.

[0035] S2. Synthesis of precursor II: In anhydrous 1,4-dioxane solution, add precursor I, bis(pinacolate) diboron, potassium acetate and 1,1'-bis(diphenyl Phosphine) ferrocene dichloride palladium dichloromethane complex, heated to reflux at 88°C for 22 hours, purified by extraction, collected solid 4'-cyano-[1,1'-biphenyl]-4- Borate ester, that is, to obtain precursor II; wherein, in molar ratio, th...

Embodiment 3

[0039] A method for preparing a blue light fluorescent material, comprising the following steps:

[0040] S1. Synthesis of precursor I: In a mixed solution containing potassium carbonate and toluene, add 4-cyanophenylboronic acid, 1,4-dibromobenzene, tetrakis(triphenylphosphine)palladium, and then heat at 85°C Refluxing reaction for 30 hours, after extraction and purification, solid 4-bromo-4'-cyanobiphenyl was collected to obtain precursor I; wherein the 4-cyanophenylboronic acid, 1,4-dibromobenzene , The molar ratio of tetrakis(triphenylphosphine)palladium is 42:47:0.3.

[0041] S2. Synthesis of precursor II: In anhydrous 1,4-dioxane solution, add precursor I, bis(pinacolate) diboron, potassium acetate and 1,1'-bis(diphenyl Phosphine) ferrocene dichloride palladium dichloromethane complex, heated and refluxed at 95°C for 28 hours, purified by extraction, collected solid 4'-cyano-[1,1'-biphenyl]-4- Borate ester, that is, to obtain precursor II; wherein, in molar ratio, the ...

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Abstract

The invention relates to the technical field of organic light emitting materials, in particular to a high-temperature-resistant blue fluorescent material and a preparation method thereof. The high-temperature-resistant blue fluorescent material is an organic material, namely 4'-(8-(4-(9H-carbazole-9-yl) phenyl) naphthalene-1-yl)-[1,1'-biphenyl]-4-formonitrile, the molecular formula of the materialis C41H21N2, 4-cyanobiphenyl is adopted as an electron acceptor, 4-(9H-carbazole-9-yl) phenylboronic acid is adopted as an electron donor, and the material is prepared through chemical reactions under catalysis of tetra(triphenylphosphine) palladium. A certain dihedral angle is formed between 4-cyanobiphenyl and N-phenylcarbazole of the high-temperature-resistant blue fluorescent material provided by the invention, so that conjugate blocking can be achieved for HOMO (Highest Occupied Molecular Orbital) and LUMO (Lowest Unoccupied Molecular Orbital), the maximum emission peak of the material is 440nm under excitation of light of 280nm, and dark blue light is emitted; meanwhile, the fluorescent material provided by the invention is good in thermal stability, and the decomposition temperature of the material is 409 DEG C. The high-temperature-resistant blue fluorescent material provided by the invention is good in thermal stability and blue fluorescent light emission function and has potential application prospects as a fluorescent material.

Description

【Technical field】 [0001] The invention relates to the technical field of organic luminescent materials, in particular to a high-temperature-resistant blue fluorescent material and a preparation method thereof. 【Background technique】 [0002] Organic light-emitting diodes (OLEDs) have attracted great attention due to their great potential for applications in flat panel displays and general lighting. In order to realize the white light display of OLED, the development of three primary color fluorescent materials is very important. Compared with the green and red light materials, the development of blue fluorescent materials is progressing slowly. In recent years, thermally induced delayed fluorescence (TADF) materials have become an important means for scientists to expand blue fluorescent materials due to their high internal quantum efficiency, good stability, and low cost. [0003] In order to design effective blue TADF materials, the material molecules should simultaneousl...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09K11/06C07D209/86
CPCC09K11/06C07D209/86C09K2211/1007C09K2211/1011C09K2211/1029
Inventor 王歧燕
Owner 王歧燕
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