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(2,5-difluorophenyl)diphenylphosphine oxide and preparation method thereof

A technology of diphenylphosphine oxide and difluorophenyl, which is applied in the field of diphenylphosphine oxide and its preparation, can solve the problems of few types of polymers and single structure, and achieves easy modification, high safety, excellent resistance to The effect of oxidation

Inactive Publication Date: 2020-12-01
SHANGHAI INST OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] However, the types of polymers covered by this prior art are relatively small, and the structure is relatively simple.

Method used

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  • (2,5-difluorophenyl)diphenylphosphine oxide and preparation method thereof
  • (2,5-difluorophenyl)diphenylphosphine oxide and preparation method thereof
  • (2,5-difluorophenyl)diphenylphosphine oxide and preparation method thereof

Examples

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preparation example Construction

[0027] A preparation method of (2,5-difluorophenyl) diphenylphosphine oxide, comprising the following steps:

[0028]

[0029] 1) Under the protection of an inert gas (nitrogen or argon), mix a solution containing 1-bromo-2,5-difluorobenzene (compound A) with a reaction solution containing Mg powder and conduct a grid at 0°C to room temperature reaction for 4h to obtain 2,5-difluorophenylmagnesium bromide (compound B); wherein, the molar ratio of 1-bromo-2,5-difluorobenzene to Mg powder is 1:1, containing 1-bromo- The solution of 2,5-difluorobenzene and the solvent of the reaction solution both include ether or tetrahydrofuran;

[0030] 2) Mix 2,5-difluorophenylmagnesium bromide (compound B) with ether or tetrahydrofuran solution containing diphenylphosphine chloride, and react at 0°C to room temperature for 12h, and use 0.5-1.5mol / L's dilute sulfuric acid, dilute hydrochloric acid or dilute phosphoric acid quench the reaction to obtain (2,5-difluorophenyl)diphenylphosphi...

Embodiment

[0037] A preparation method of (2,5-difluorophenyl) diphenylphosphine oxide, comprising the following steps:

[0038] 1) Under the protection of an inert gas (nitrogen or argon), add 1.2759g Mg powder and 20mL THF to cover the metal in a 250mL round-bottomed three-neck flask equipped with a stirring bar, an addition funnel, a condenser and a gas inlet, to obtain The reaction liquid of Mg powder;

[0039] 2) At room temperature, slowly add 100 mL of a THF solution containing 10.6749 g of 1-bromo-2,5-difluorobenzene to the continuously stirring reaction solution containing Mg powder, and continue to stir for 4 h to obtain 2, 5-difluorophenylmagnesium bromide solution;

[0040] 3) Transfer the 2,5-difluorophenylmagnesium bromide solution to the addition funnel, and add it dropwise to 50mL THF solution containing 11.1953g diphenylphosphine chloride at 0°C, stir for 12h, and then add to 100mL of 1mol / L dilute hydrochloric acid was quenched to obtain (2,5-difluorophenyl)diphenylph...

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Abstract

The invention relates to (2,5-difluorophenyl)diphenylphosphine oxide and a preparation method thereof. The structural formula of (2,5-difluorophenyl)diphenylphosphine oxide is shown in the specification. The preparation method comprises the following steps: under the protection of inert gas, subjecting a solution containing 1-bromo-2,5-difluorobenzene and a reaction solution containing Mg powder to mixing and a Grignard reaction; adding a solution containing diphenylphosphine chloride, carrying out mixing, and performing reacting at a temperature of 0 DEG C to room temperature; then conductingpurification treatment to obtain an oily product; and finally, sequentially carrying out oxidation and purification treatment on the oily product to obtain the (2,5-difluorophenyl)diphenylphosphine oxide. Compared with the prior art, the preparation method has the advantages of simple operation, no need for heating, usage of easily available raw materials, high safety and the like; and a phosphine oxide group of the obtained compound has good water absorption and moisture retention and oxidation resistance stability, and the compound can be applied to the fields of fuel cells, ion exchange resin, membrane separation, sensors and other functional materials.

Description

technical field [0001] The invention belongs to the technical field of organic synthesis, and relates to (2,5-difluorophenyl)diphenylphosphine oxide and a preparation method thereof. Background technique [0002] Proton exchange membrane fuel cell is a clean and efficient new resource with the fastest development in recent years. The proton exchange membrane is one of the core components of the proton exchange membrane fuel cell. It is a dense and selectively permeable functional polymer membrane that conducts protons, blocks fuel and oxygen, and supports catalysts in the battery. The proton exchange membranes widely used in the market are perfluorosulfonic acid proton exchange membranes, the most representative of which is a series of Nafion membranes developed by DuPont in the United States. Disadvantages such as sharp drop in conductivity and high methanol permeability. Therefore, sulfonated polyaromatic polymers, which have the advantages of easy availability of raw ma...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F9/53
CPCC07F9/5325
Inventor 廖慧英鲁晨毛松丽
Owner SHANGHAI INST OF TECH
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