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Polymerization inhibitor and polymerization inhibiting method for (methyl) acrolein, (methyl) acrylic acid and esters thereof

A technology of acrolein and acrylic acid, which is applied in the preparation of carboxylate, organic chemical methods, chemical instruments and methods, etc., can solve the problems of reducing catalytic activity, polluting resin, shortening the service life of catalyst, etc.

Inactive Publication Date: 2014-09-03
INST OF PROCESS ENG CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

When methacrylic acid and methanol are esterified to prepare MMA, ionic resin is used as a catalyst. The metal ions in the polymerization inhibitors of the above two patents will pollute the resin, reduce the catalytic activity, and shorten the service life of the catalyst. Therefore, other non-metallic resins should be selected. type of inhibitor

Method used

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  • Polymerization inhibitor and polymerization inhibiting method for (methyl) acrolein, (methyl) acrylic acid and esters thereof
  • Polymerization inhibitor and polymerization inhibiting method for (methyl) acrolein, (methyl) acrylic acid and esters thereof
  • Polymerization inhibitor and polymerization inhibiting method for (methyl) acrolein, (methyl) acrylic acid and esters thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1-6

[0013] Take the material composition at the top of the methacrolein separation tower as an example. In a 50ml glass tube, fill about 86.0% of methacrolein (MAL), about 4.3% of propionaldehyde (Prode), and about 9.7% of water (H2O), then add 100ppm of polymerization inhibitor to the test tube and place it at 50 In a constant temperature water bath at ℃, observe the appearance time of the polymer. Chloroquinone (CA), diethylamine (DEA), N-oxyl-4-hydroxy-2,2,6,6-tetramethylpiperidine (ZJ-701) and hydroquinone (HQ ), hydroquinone monomethyl ether (MQ), and phenothiazine (PZ) as a polymerization inhibitor. The experimental results are shown in Table 1.

[0014] Table 1 Composite polymerization inhibitor to the inhibition effect of methacrolein sample

[0015]

[0016] From the experimental results in Table 1, it can be seen that CA, DEA, ZJ-701 and HQ, MQ, PZ quaternary or quinary compound inhibitors have a good inhibition effect on methacrolein samples, and the inhibition ti...

Embodiment 7-12

[0018] Take the composition of the outlet of the methyl methacrylate esterification reactor as an example. Add about 80.0% of methyl methacrylate (MMA), 14.2% of water (H2O), 0.5% of methacrylic acid (MAA), and about 5.3% of methanol (CH3OH) into a 50ml glass tube, and then add 100ppm of resistance to the test tube. Polymerizing agent, placed in a constant temperature water bath at 80°C, and observe the polymer appearance time. The experimental results are shown in Table 2.

[0019] Table 2 Composite polymerization inhibitor is to the inhibition effect of methyl methacrylate sample

[0020]

[0021] As can be seen from the experimental results in Table 2, CA, DEA, ZJ-701 and HQ, MQ, PZ quaternary or quinary compound inhibitors have a good inhibitory effect on methyl methacrylate samples, and the inhibition time is very short. long, all above 1500 hours, especially the five-component compound has a better effect, and the polymerization inhibition time can reach 1924 hours....

Embodiment 13-18

[0023] Take the composition after extraction and separation of methacrylic acid as an example. Add about 42.7% of methacrylic acid (MAA), 3.0% of water (H2O), 2.0% of acetic acid (HAC), and about 52.3% of normal hexane (C6H14) in a 50ml glass tube, then add 100ppm of polymerization inhibitor in the test tube, Place in a constant temperature water bath at 40°C, and observe the appearance time of the polymer. The experimental results are shown in Table 3.

[0024] Table 3 Composite polymerization inhibitor to the inhibition effect of methacrylic acid sample

[0025]

[0026]

[0027] As can be seen from the experimental results in Table 3, CA, DEA, ZJ-701 and HQ, MQ, PZ quaternary or quinary composite polymerization inhibitors have a good inhibition effect on methacrylic acid samples, and the inhibition time is very long. All are above 500 hours, especially the quaternary compound of CA, DEA, ZJ-701 and PZ has a better effect, and the polymerization inhibition time can r...

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Abstract

The invention provides a polymerization inhibiting method for (methyl) acrolein, (methyl) acrylic acid and esters thereof in production, transportation and storage processes. The polymerization inhibiting method is characterized in that a novel compound polymerization inhibitor is added to the solutions of (methyl) acrolein, (methyl) acrylic acid and esters thereof. The compound polymerization inhibitor involved with the polymerization inhibiting method comprises compound active ingredients formed by blending a quinone compound, an amine compound, an N-oxo-compound, and one or more than one of phenolic compounds, phenothiazine compounds and nitro compounds. The polymerization inhibitor is more effective than a single compound in polymerization inhibition effect. The polymerization inhibitor has an excellent polymerization inhibition effect in the processes of synthesis, purification, recovery and the like of (methyl) acrolein, (methyl) acrylic acid and esters thereof.

Description

technical field [0001] The present invention relates to the polymerization inhibition method of (meth)acrolein, (meth)acrylic acid and ester thereof, and is characterized in that the present invention is that (meth)acrolein, (meth)acrylic acid and ester thereof are synthesized, purified, recovered A new type of compound inhibitor is provided during the polymerization process. Background technique [0002] (Meth)acrylic acid and its esters are one of the important organic raw materials, and the market prospect is very broad. Methyl methacrylate (MMA) is mainly used in the production of plexiglass, coatings, etc. Methacrolein and methacrylic acid are intermediate products in the process of synthesizing methyl methacrylate. These three substances contain carbon-carbon unsaturated double bonds and carbonyl groups. When the external conditions change, it is easy to polymerize. Factors such as light, temperature, and peroxides can all trigger their own polymerization, which is...

Claims

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Application Information

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IPC IPC(8): C07B63/04C07C45/86C07C47/22C07C51/50C07C57/075C07C67/62C07C69/54
Inventor 张锁江丁爽王蕾闫瑞一刁琰琰
Owner INST OF PROCESS ENG CHINESE ACAD OF SCI
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