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Phosphine oxide derivative of dibenzothiophene S, S dioxides and preparation method and application thereof

A technology of dibenzothiophene and dioxide, which is applied in the field of organic photoelectric functional materials and its preparation, can solve the problems of high driving voltage and low efficiency

Inactive Publication Date: 2015-03-11
HEILONGJIANG UNIV
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Problems solved by technology

[0004] The present invention aims to solve the technical problems of high driving voltage and low efficiency of organic electrophosphorescent devices prepared with dibenzothiophene aromatic phosphine oxides, and provides phosphine oxidation of dibenzothiophene S, S dioxide Derivatives and their preparation methods and applications

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  • Phosphine oxide derivative of dibenzothiophene S, S dioxides and preparation method and application thereof
  • Phosphine oxide derivative of dibenzothiophene S, S dioxides and preparation method and application thereof
  • Phosphine oxide derivative of dibenzothiophene S, S dioxides and preparation method and application thereof

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Embodiment Construction

[0037] Verify beneficial effect of the present invention with following test:

[0038] Test 1: The preparation method of the phosphine oxide derivative 2-DBSOSPO of dibenzothiophene S, S-dioxide is carried out according to the following steps: 1. Dissolve 1.84g dibenzothiophene in 20ml chloroform, add 0.5ml liquid bromine , use dichloromethane to extract, collect the organic layer after extraction and dry at room temperature, then use ethyl acetate as eluent to carry out column chromatography purification to obtain 2-bromodibenzothiophene; After mixing 0.263g of 2-bromodibenzothiophene and 5ml of tetrahydrofuran evenly, add 0.65ml of n-butyllithium, and then react for 10h under nitrogen protection at a temperature of -80°C to -85°C to obtain a mixture; Add 0.45ml of diphenylphosphine chloride, and then react for 10h under nitrogen protection at a temperature of -80°C to 85°C; a mixture is obtained; add 2ml of hydrogen peroxide to the mixture, and react for 5 to 6h in an ice-wa...

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Abstract

The invention relates to an organic photoelectric functional material and a preparation method and application thereof, in particular to a phosphine oxide derivative of dibenzothiophene S, S dioxides and a preparation method and application thereof, and aims to solve the technical problems of high driving voltage and low efficiency of a conventional organic electrophosphorescent device prepared from dibenzothiophene aromatic phosphine oxide compounds. The structural formula of the derivative is shown in the Specification, wherein a, b, c, d, e and f are H or diphenyl phosphine oxide groups. The derivative is prepared from dibenzothiophene, liquid bromine, n-butyllithium, diphenylpho-sphine chloride and hydrogen peroxide; after the derivative is dissolved in dichloromethane, meta-chloroperoxybenzoic acid is added for reaction, and thus a compound is obtained; or the derivative is prepared from dibenzothiophene S, S dioxides, N-bromosuccinimide, natrium aceticum, palladium acetate and diphenylphosphine; after the derivative is dissolved in dichloromethane, hydrogen peroxide is added for reaction, and thus the compound is obtained. The compound can be used in organic electrophosphorescent devices.

Description

technical field [0001] The invention relates to an organic photoelectric functional material and its preparation method and application, in particular to a preparation method and application of a class of phosphine oxidation derivatives of dibenzothiophene S, S dioxide. Background technique [0002] OLED luminescence refers to the phenomenon that under the action of an electric field, holes are injected from the positive electrode, electrons are injected from the negative electrode, transported to the light-emitting layer for recombination, thereby forming excitons, and then the excitons radiate, decay and emit light. Fluorescent materials rely on the attenuation of singlet exciton radiation to emit light. Theoretically, the internal quantum efficiency of the device will not exceed 25%, but the material of the light-emitting layer is single, which reduces the impact of doping on the color purity and lifetime attenuation of the device; Phosphorescent dyes doped with phosphore...

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Application Information

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IPC IPC(8): C07F9/6553C09K11/06H01L51/54
Inventor 许辉范超超
Owner HEILONGJIANG UNIV
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