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Preparation method for diphenyl ether serial sulfonyl azide compounds

A technology of diphenyl ethers and sulfonyl azide, which is applied in the field of preparation of diphenyl ether sulfonyl azide compounds, can solve the problems of high treatment cost, large amount of acetic acid, and large waste water discharge, and is easy to recycle and apply , fast response, complete conversion effect

Active Publication Date: 2015-12-09
CHENGDU ORGANOCHEM CO LTD
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AI Technical Summary

Problems solved by technology

The process uses a large amount of acetic acid, produces a huge amount of waste acid, is difficult to recycle waste acid, has a huge amount of wastewater discharge, high treatment costs, and serious equipment corrosion, resulting in high manufacturing costs and is not suitable for industrial production.

Method used

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  • Preparation method for diphenyl ether serial sulfonyl azide compounds

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Embodiment Construction

[0020] Put the diphenyl ether-4,4′-bissulfonylhydrazide raw materials into a 250-mL three-necked flask, add the selected solvent and acid, stir and dissolve to form a solution. Slowly add an aqueous solution of sodium nitrite of appropriate concentration dropwise, and continue to react for 60 minutes after the dropwise addition until TLC shows that there is no raw material. Filtrate in vacuo, wash with normal water, and dry under reduced pressure to constant weight to obtain a white solid. If the product purity needs to be further improved, it can be purified by silica gel column chromatography. TLC analysis purity, product structure by 400MHz 1 HNMR (DMSO- d 6 ) analytical verification. The reaction process is as follows:

[0021] .

[0022] The specific conditions such as the starting material and the amount of feed intake, reaction solvent, acid and sodium nitrite of each preparation example operated by the above-mentioned method, the temperature of reaction and yie...

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Abstract

The invention discloses a preparation method for diphenyl ether serial sulfonyl azide compounds. The preparation method comprises taking a diphenyl ether sulfohydrazide compound (I) as a raw material, dropwise adding a sodium nitrite aqueous solution into an alcohol-acid solution system dissolving all of the raw materials, reacting, so as to directly obtain the corresponding diphenyl ether serial sulfonyl azide compound (II) target product. The alcohol in the alcohol-acid solution system is at least one of C1-4 alcohols, and the acid is at least one of hydrochloric acid, sulfuric acid, phosphoric acid, formic acid, acetate and propionic acid. The method avoids currently-used severely-toxic sodium azide and also avoids disadvantages of usage of a large amount of high-boiling-point organic acids, generation of a large amount of waste acid water, and the like. Because the reactions are all homogeneous reactions, the method possesses obvious advantages of being fast in reaction speed, high in yield, easy for recovery and recycling of low-boiling-point alcohol solvents, and the like.

Description

technical field [0001] The invention relates to a preparation method of a diphenyl ether sulfonyl azide compound. Background technique [0002] Diphenyl ether sulfonyl azide compound is a new substitute product of diphenyl ether sulfonyl hydrazide blowing agent. Diphenyl ether sulfonyl hydrazide compounds have been widely used as foaming agents in the fields of plastics and rubber. They have a wide processing temperature range, no odor when decomposed, no conductive impurities, and only nitrogen, water and sulfur-containing aromatic polymers. , the latter remains in the foamed product without polluting the product, and has anti-oxidation and plasticizing effects, and decomposes to produce very fine closed-cell bubbles during foaming. The foamed product has good physical and mechanical properties and electrical insulation properties ( Chen Shijing. The new CNOH blowing agent was successfully developed. "Natural Gas Chemical Industry" 1990 No. 6). [0003] However, the diphe...

Claims

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Application Information

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IPC IPC(8): C07C311/49C07C303/36
Inventor 谈平忠徐大勇谈平安周永恒
Owner CHENGDU ORGANOCHEM CO LTD
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