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Polymerization inhibiting method for (methyl) acryl aldehyde

A technology of acrolein and derivatives, applied in organic chemistry and other directions, can solve the problems of little industrial application, inability to reduce polymers, and unsatisfactory polymerization inhibition effect.

Active Publication Date: 2005-12-14
SHANGHAI HUAYI NEW MATERIAL
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] Traditionally, phenolic compounds (hydroquinone, hydroquinone monomethyl ether) are used as polymerization inhibitors for (meth)acrolein and its derivatives, but such polymerization inhibitors cannot be used in the rectification and purification process. In order to effectively reduce the formation of polymers, it is generally in the presence of oxygen that the polymerization can be effectively inhibited
In addition, metal salts or N-alkoxy piperidine compounds themselves have unsatisfactory inhibitory effects on the purification of (meth)acrolein and its derivatives
CN1403432A describes the use of mononitro derivatives as the polymerization inhibitor of acrolein (≥95% by weight), and the embodiments introduced in the patent are the results of the polymerization inhibition test within 20 hours, and the effective polymerization prevention time of the polymerization inhibitor is too long. Short, of little significance for industrial applications

Method used

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  • Polymerization inhibiting method for (methyl) acryl aldehyde

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1-7

[0013] In a 25ml hard glass tube, put the acrolein liquid (a mixture of about 95% acrolein, 3% water and 2% acetaldehyde) that has been distilled to remove the polymerization inhibitor in advance, and then add 50 ppm of the polymerization inhibitor to the test tube, Place in a constant temperature water bath at 45°C, and observe the polymerization induction period. The test results of HQ or PZ and ZJ-705 or ZJ-701 binary compound inhibitors on acrolein are shown in Table 1, and the test results of HQ, PZ and ZJ-705 or ZJ-701 ternary compound inhibitors on acrolein The results are shown in Table 2.

[0014] implement

[0015] implement

[0016] As can be seen from Examples 1-7, HQ, PZ, ZJ-705, ZJ-701 binary or ternary compound polymerization inhibitors have a good inhibitory effect on acrolein, and the polymerization induction period is long, all at 760 hours The effect of the above, especially the three-component compound is better, and the longest inducti...

Embodiment 8-14

[0026] In a 25ml hard glass tube, fill the methacrolein liquid (a mixture of about 95% methacrolein, 2% water and 3% acetaldehyde) that has been distilled to remove the polymerization inhibitor in advance, and then add 50ppm of acetaldehyde to the test tube The polymerization inhibitor was placed in a constant temperature water bath at 65°C, and the polymerization induction period was observed. The test results of HQ or PZ and ZJ-705 or ZJ-701 binary compound inhibitors on methacrolein are shown in Table 5, HQ, PZ and ZJ-705 or ZJ-701 ternary compound inhibitors on formaldehyde The test results of acrolein are shown in Table 6.

[0027] implement

[0028] implement

[0029] It can be seen from Examples 8-14 that HQ, PZ, ZJ-705, and ZJ-701 binary or ternary compound polymerization inhibitors have a good inhibitory effect on methacrolein, and the polymerization induction period is long. More than 1000 hours, especially the ternary compound effect is better, ...

Embodiment 15

[0035] In a rectification tower with 40 stainless steel trays at intervals of 300mm, there is a distillation pipe at the top of the tower, and a feed pipe at the bottom of the tower. The acrolein product is distilled and separated at a temperature of 90-95°C in the bottom of the tower. Use HQ+ZJ-701 composite polymerization inhibitor, HQ is 100ppm, ZJ-701 is 200ppm, add the composite polymerization inhibitor into the distillate from the top of the tower, after 7 days of continuous operation, stop the machine for inspection, no polymer is produced in the tower .

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Abstract

The polymerization inhibiting method for (methyl) acryl aldehyde and its derivative features that polymerization inhibitor is added into material containing (methyl) acryl aldehyde and its derivative to inhibit polymerization of (methyl) acryl aldehyde and its derivative during various physical or chemical treatment, storing, transportation and use. The polymerization inhibitor is one kind of mixture compounded with at least one kind of N-alkoxyl piperidine compounds and one or several of phenol compounds and phenothiazine compounds. The method of the present invention can eliminate polymerization of (methyl) acryl aldehyde and its derivative during various physical or chemical treatment, storing, transportation and use radically.

Description

technical field [0001] The present invention relates to the polymerization inhibition method of (meth)acrolein and its derivatives, specifically, the present invention relates to a method for adding a small amount of polymerization inhibitor to prevent (meth)acrolein and its derivatives from being produced, various The method of self-aggregation during physical and chemical treatment, storage and transportation or use. Background technique [0002] (Meth)acrolein and its derivatives are more and more widely used in industry. Acrolein is mainly used as a raw material for the synthesis of acrylic acid and its esters, methionine feed for livestock and poultry, glutaraldehyde disinfectant, polytrimethylene terephthalate (PTT) raw material 1,3-propanediol, pharmaceutical intermediates pyridine and quinoline, As well as spices such as privet aldehyde and blue halal, etc., in addition, acrolein itself is also a fast and efficient fungicide. As a raw material, methacrolein is main...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C47/22
Inventor 王月珍印俊张春雷刘树举
Owner SHANGHAI HUAYI NEW MATERIAL
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