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Quaternary phosphonium salt as well as preparation method and application thereof

A quaternary phosphonium salt and stirring reaction technology, applied in the field of antibacterial agents, can solve the problems of complex synthetic organic antibacterial agent process, difficult preparation, high cost, and achieve the effects of less steps, wide application range and short use time

Active Publication Date: 2013-09-04
JINAN UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] Another object of the present invention is to solve the problems of existing synthetic organic antibacterial agents such as complex process, difficult preparation, and high cost, and provide a simple preparation method for the above-mentioned quaternary phosphonium salt

Method used

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  • Quaternary phosphonium salt as well as preparation method and application thereof
  • Quaternary phosphonium salt as well as preparation method and application thereof
  • Quaternary phosphonium salt as well as preparation method and application thereof

Examples

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Effect test

Embodiment 1

[0030] (1) This example uses halogenated olefin and trialkylphosphine in a molar ratio of 1.13:1.0. Weigh 8g of triphenylphosphine, dissolve it in 28ml of N,N-dimethylformamide, transfer the mixture into the dropping funnel; then measure 3ml of allyl bromide, dissolve it in 35ml of N,N- Dimethylformamide, and then transfer it to a three-necked flask; drop triphenylphosphine solution into the three-necked flask at a rate of drop / 2s, stir and react at 65°C for 10 hours to obtain a crude quaternary phosphonium salt ;

[0031] (2) Cool the crude quaternary phosphonium salt to 20° C., filter, enrich it, rinse with ether several times, and dry to obtain 6.97 g of the product, with a yield of 60%.

[0032] (3) Determine the structure of the product by infrared spectroscopy and proton nuclear magnetic resonance spectroscopy:

[0033] ① Determination of the structure of quaternary phosphonium salts by infrared spectroscopy

[0034] Depend on figure 1 The contrast infrared spectrum ...

Embodiment 2

[0038] (1) This example uses halogenated olefin and trialkylphosphine in a molar ratio of 1.5:1.0. Weigh 3.51g of tributylphosphine and dissolve in 12ml of tetrahydrofuran, and dissolve 1.7ml of methallyl chloride in 16ml of tetrahydrofuran, stir and react at 55°C for 12h to obtain the crude quaternary phosphonium salt;

[0039] (2) After the crude quaternary phosphonium salt product is cooled to 25° C., it is filtered, enriched, washed with petroleum ether several times, and dried to obtain the product.

[0040] (3) The infrared spectrum and proton nuclear magnetic resonance spectrum of the product are the same as in Example 1, illustrating that the structure of the product is as shown in formula I.

Embodiment 3

[0042] (1) This example uses a 1.13:1.0 haloalkene and trialkylphosphine. Weigh 8g of triphenylphosphine, dissolve it in 28ml of benzene, and transfer the mixture to the dropping funnel; then measure 3ml of 3,3-dimethylallyl bromide, dissolve it in 35ml of benzene, and transfer it to into the three-necked flask; drip the triphenylphosphine solution into the three-necked flask at the speed of drops / 2s, stir and react at 75°C for 7h, and obtain the crude quaternary phosphonium salt;

[0043] (2) Cool the crude quaternary phosphonium salt product to 30° C., filter, enrich it, rinse with ether several times, and dry to obtain the product.

[0044] (3) The infrared spectrum and proton nuclear magnetic resonance spectrum of the product are the same as in Example 1, illustrating that the structure of the product is as shown in formula I.

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Abstract

The invention discloses a quaternary phosphonium salt as well as a preparation method and application thereof. The quaternary phosphonium salt is allyl triphenyl phosphonium bromide and has a structural formula I shown in the specification. The preparation method of the quaternary phosphonium salt comprises the following steps of: (1) adding alkenyl halide and trialkyl phosphine which have the mole ratio of 1.13-1.5:1.0 to a solvent, heating to 55-75 DEG C, and reacting for 7-12 hours so as to prepare a crude quaternary phosphonium salt product, wherein reactants need to be continuously stirred in the process; (2) after the crude quaternary phosphonium salt product is cooled to 20-30 DEG C, gathering the crude quaternary phosphonium salt product through a filtering method, and washing and purifying by using the solvent so as to obtain the quaternary phosphonium salt. The preparation method of the quaternary phosphonium salt has the advantages of simpleness, few steps, short time and high product yield; the obtained quaternary phosphonium salt has unsaturated structure, can be used for preparing novel materials by grafting with high-molecular materials, i.e. plastics, rubbers, and the like, can also be used as an antibacterial agent and a surface active agent and has wide application scope; and in addition, the invention increases the variety of the traditional antibacterial agent.

Description

technical field [0001] The invention relates to the field of antibacterial agents, in particular to a quaternary phosphonium salt and a preparation method and application thereof. Background technique [0002] With the improvement of material living standards, people's requirements for hygiene and health are also increasing rapidly, and the control and prevention of diseases are also becoming more and more important. This has not only created a large market for antibacterial products, but also promoted the development of antibacterial technology and antibacterial materials Rapid development. [0003] Antibacterial materials and antibacterial products are usually obtained by adding antibacterial agents, and antibacterial agents can be roughly divided into three categories: inorganic antibacterial agents, organic antibacterial agents, and composite antibacterial agents. Inorganic antibacterial agents are mainly silver-based antibacterial agents, which have the advantages of s...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F9/54A01N57/22A01N57/20A01P1/00B01F17/20C09K23/20
Inventor 敖宁建邱涛黎丹邓海娟韩中平潘燕婷
Owner JINAN UNIVERSITY
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