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Fluorine-substituted biphenyl-containing stilbene derivative as well as preparation method and application thereof

A technology of stilbene and derivatives, applied in the field of stilbene derivatives and their preparation, can solve problems such as rare reports on electronic structure and photoelectric performance regulation research, and achieve the effect of increasing stability

Pending Publication Date: 2022-03-25
MINDU INNOVATION LAB +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

The currently reported blue-light materials are mainly molecules containing conjugated large π bond structures such as anthracene, carbazole, fluorene, and stilbene. Among them, the stilbene structural unit is often used as an organic electroluminescent material because of its unique photoelectrochemical properties. However, there are few reports on the regulation of the electronic structure and photoelectric properties of stilbene luminescent molecules through substituents

Method used

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  • Fluorine-substituted biphenyl-containing stilbene derivative as well as preparation method and application thereof
  • Fluorine-substituted biphenyl-containing stilbene derivative as well as preparation method and application thereof
  • Fluorine-substituted biphenyl-containing stilbene derivative as well as preparation method and application thereof

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Embodiment example

[0071] 1 Preparation of 4,4’-dimethyloctafluorobiphenyl

[0072] Dissolve 4,4'-dibromooctafluorobiphenyl (3.5g, 7.68mmol) in 7ml of anhydrous tetrahydrofuran, and add n-butyllithium in hexane (15.3ml, 1.5mol / L) dropwise at -78°C After the addition, continue to stir for half an hour, then add iodomethane (3.27g, 23.0mmol) dropwise, after the addition, it is naturally warmed to room temperature, and the reaction is continued for 8 hours. After the reaction was quenched with aqueous ammonium chloride, extracted with ethyl acetate, the organic phase was dried over anhydrous sodium sulfate, concentrated under reduced pressure to dryness to obtain a crude product, and then purified by column chromatography to obtain the product 4,4'-dimethyl octane Fluorobiphenyl 2.146g, white solid, yield 85.8%.

[0073] Mp 142-143°C; 1 H NMR (400MHz, CDCl 3 ):δ=2.39(t, J=2.1Hz, 6H); 19 F NMR (376MHz, CDCl 3 ): δ=-140.2(m, 4F), -142.8(m, 4F).

[0074] 2 Preparation of 4,4'-dibromomethyl octaf...

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Abstract

The invention provides a stilbene derivative containing fluorine-substituted biphenyl as well as a preparation method and application of the stilbene derivative. The stilbene derivative is selected from any one of compounds with a structural formula as shown in a formula I. Fluorine atoms are introduced into the biphenyl position of a famous organic blue light material 4, 4 '-di [4-(9-carbazolyl) styryl] biphenyl (BSBCz), so that the stilbene derivative containing the fluorine-substituted biphenyl is obtained, and the purpose of improving the stability of the material and regulating and controlling the electronic structure and the photoelectric property of the material is achieved through the introduced fluorine-substituted biphenyl structure.

Description

technical field [0001] The invention belongs to the technical field of organic luminescent materials, and provides a stilbene derivative containing fluorine-substituted biphenyl, a preparation method and an application thereof. Background technique [0002] Whether it is for full-color display or white lighting, red, green and blue materials with excellent performance are essential. At present, the research on red light and green light materials is relatively mature, and the performance of blue light materials is not satisfactory. Therefore, it has been a major challenge to develop blue light materials with high stability, high color purity, and high efficiency. The currently reported blue-light materials are mainly molecules containing conjugated large π bond structures such as anthracene, carbazole, fluorene, and stilbene. Among them, the stilbene structural unit is often used as an organic electroluminescent material because of its unique photoelectrochemical properties....

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D209/86C09K11/06
CPCC07D209/86C09K11/06C09K2211/1029C09K2211/1007
Inventor 边广岭孙兆峰苏辉宋玲赵晓凡
Owner MINDU INNOVATION LAB