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2,7-bis(2,4-dimethoxyphenyl)diphenylmethylene fluorene, trimer compound and preparation method and application thereof

A technology of dimethoxyphenyl and dibenzylidene fluorene, which is applied in the field of organic light-emitting materials, can solve problems such as light emission, and achieve the effects of expanding application range, high yield, and mild conditions

Active Publication Date: 2020-10-09
SHANGHAI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0007] In order to solve the problems of the prior art, the object of the present invention is to overcome the deficiencies in the prior art, and provide a 2,7-bis(2,4-dimethyl Oxyphenyl) dibenzylidene fluorene, trimer compounds and their preparation methods and applications, the novel macrocyclic compounds and monomers have good AIE luminescent properties, and they do not emit light in benign solvents. The gradual addition of poor solvents will cause luminescence, and the luminous intensity will be enhanced by nearly 1000 times. It belongs to a typical AIE material. Its manufacturing method is simple, its cost is low, its material advantages are obvious, and it has a significant application prospect.

Method used

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  • 2,7-bis(2,4-dimethoxyphenyl)diphenylmethylene fluorene, trimer compound and preparation method and application thereof
  • 2,7-bis(2,4-dimethoxyphenyl)diphenylmethylene fluorene, trimer compound and preparation method and application thereof
  • 2,7-bis(2,4-dimethoxyphenyl)diphenylmethylene fluorene, trimer compound and preparation method and application thereof

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Embodiment 1

[0042] In this embodiment, a kind of 2,7-bis(2,4-dimethoxyphenyl) dibenzylidene fluorene, the structural formula of its compound is:

[0043]

Embodiment 2

[0044] The preparation method of the present embodiment 2,7-bis(2,4-dimethoxyphenyl) dibenzylidene fluorene, the steps are as follows:

[0045] a. Preparation of intermediate product 2,7-bis(2,4-dimethoxyphenyl)fluorenone:

[0046] Using 2,7-dibromofluorenone and 2,4-dimethoxybiphenylboronic acid as reactant raw materials, 2,7-dibromofluorenone and 2,4-dimethoxybiphenylboronic acid are Dissolve in a solvent with a ratio of 1:2.5, the solvent is a mixed solvent of 1,4-dioxane and water mixed in a volume ratio of 4:1; then add anhydrous sodium carbonate and catalyst [1,1' -bis(diphenylphosphino)ferrocene]palladium dichloride to obtain a reactant solution, the addition of the catalyst [1,1'-bis(diphenylphosphino)ferrocene]palladium dichloride The amount is 2% mol according to the total mass of the reactant raw material, and the addition of the anhydrous sodium carbonate is to reflux the reactant solution for 12h according to the 3mol of the total mass of the reactant raw materia...

Embodiment 2

[0055] This embodiment is basically the same as Embodiment 1, especially in that:

[0056] In this embodiment, a trimer compound, its structural formula is:

[0057]

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Abstract

The invention discloses 2,7-bis(2,4-dimethoxyphenyl)diphenylmethylene fluorene, a trimer compound as well as a preparation method and application thereof. The 2,7-bis(2,4-dimethoxyphenyl)diphenyl methylene fluorene in an AIE material molecule is used for forming, through connection of methylene, a cyclic trimer blue light material molecule, wherein the tetraphenyl ethylene is a typical AIE molecule, and the performance and the application range of AIE can be greatly expanded by constructing the molecule containing the tetraphenyl ethylene skeleton. The monomer containing the tetraphenyl ethylene skeleton and the cyclic trimer can be used as AIE luminescent materials, the novel macrocyclic compound and the monomer have good AIE luminescent properties, and the emission wavelength of fluorescence is 373 nm. In addition, the material does not emit light in a benign solvent, a light emitting phenomenon can occur along with gradual addition of a benign solvent, when the benign solvent accounts for 70% of the total volume, the light emitting is strongest and is enhanced by nearly 1000 times, and the material belongs to a typical AIE material.

Description

technical field [0001] The invention relates to an AIE luminescent material and its preparation method and application, in particular to a material with tetraphenylethylene skeleton as its molecule, its preparation method and application, and belongs to the technical field of organic luminescent materials. Background technique [0002] Traditional fluorescent chromophores will weaken or even not emit light at high concentrations. This phenomenon is called "concentration quenching" effect. The main reason for concentration quenching is related to the formation of aggregates, so the concentration quenching effect is usually also called "aggregation-caused quenching (ACQ)". [0003] In 2001, Tang Benzhong and others discovered a strange phenomenon: some silole molecules hardly emit light in solution, but the light emission is greatly enhanced in the aggregated state or solid film. Because this luminescence enhancement is caused by aggregation, we vividly define this phenomenon...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C43/21C07C41/30C09K11/06
CPCC07C43/21C09K11/06C09K2211/1007C09K2211/1011Y02B20/00
Inventor 余承懋李春举崔雷
Owner SHANGHAI UNIV
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