Method for synthesizing acrylic alkoxy ethyl ester or methacrylate alkoxy ethyl ester

A technology of alkoxyethyl methacrylate and alkoxyethyl acrylate, which is applied in the field of synthesis of alkoxyethyl acrylate and alkoxyethyl methacrylate, can solve the problem of poor polymerization inhibition effect and product color Deep, large dosage and other problems, to achieve the effect of stable properties, low corrosion, and economical reaction

Active Publication Date: 2011-10-19
NANJING FORESTRY UNIV +2
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

These polymerization inhibitors are used in a large amount when used alone, and hydroquinone and p-hydroxyanisole have poor polymerization inhibition effects under the action of anaerobic
Although phenothiazine has good polymerization inhibition effect, it has a certain sublimation property at high temperature, and the product color is darker

Method used

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Examples

Experimental program
Comparison scheme
Effect test

example 1

[0029] Add ethylene glycol monomethyl ether (EM) 192g, acrylic acid (AA) 130.5g, newly prepared solid superacid SO 4 2- / TiO 2 25.7g, toluene 104g, phenothiazine-hydroquinone-copper powder composite polymerization inhibitor (mass ratio 1:1:1) 1g, control reaction temperature 120~~136 ℃, keep reactant in boiling state all the time, reflux After 7 hours of reaction, 328.6 g of crude product was obtained. The product is analyzed by gas chromatography, and the composition content is shown in the following table:

[0030] composition

[0031] The one-way esterification rate of acrylic acid is 97.4%.

example 2

[0033] Add ethylene glycol monomethyl ether (EM) 192g, acrylic acid (AA) 130g, newly prepared solid super acid SO 4 2- / TiO 2 32.2g, toluene 110g, phenothiazine-hydroquinone-copper powder composite inhibitor (mass ratio 1:1:1) 1g, control reaction temperature 120~134 ℃, keep reactant in boiling state all the time, reflux reaction 7h, 339.5g of crude product was obtained, and the product was analyzed by gas chromatography, and the composition and content were shown in the following table:

[0034] composition

[0035] The one-way esterification rate of acrylic acid is 99.2%.

example 3

[0037] Add 191.5 g of ethylene glycol monomethyl ether (EM) and 154.8 g of methacrylic acid (MAA) into a 1000 ml three-neck flask with a water separator, reflux condenser, and Φ20×130 packed tower, and newly prepared solid superacid SO 4 2- / TiO 2 20.8g, toluene 103.9g, phenothiazine 0.5g, control the reaction temperature at 120-138°C, keep the reactant in a boiling state, reflux for 7h, and get 311.2g of crude product, the product is analyzed by gas chromatography, the composition and content are shown in the table below :

[0038] composition

[0039] The one-way esterification rate of methacrylic acid was 89.0%.

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Abstract

The invention relates to a method for synthesizing acrylic alkoxy ethyl ester or methacrylic acid alkoxy ethyl ester. Under the action of SO4<2-> / TiO2 solid super acidic catalyst, phenothiazine inhibitor, phenothiazine-hydroquinone-copper powder composite inhibitor or toluene azeotropic dehydrating agent, acrylic acid or methacrylic acid and glycol monoalkyl ether are taken as raw materials and are directly esterified to acrylic alkoxy ethyl ester or methacrylic acid alkoxy ethyl ester. A preparation method of the solid super acidic catalyst SO4<2-> / TiO2 comprises the following steps that: reacting TiCl4 with ammonia water; aging precipitate, filtering, washing till no Cl<-> and drying to obtain a carrier TiO2; dipping the TiO2 carrier in H2SO4 with the concentration between 0.25 and 1.0 mol / L, washing, drying and calcining for 3 to 5 hours at a temperature between 400 and 600 DEG C so as to produce the solid super acidic SO4<2-> / TiO2 catalyst. The method has the advantages that the method is economical in reaction, easy to separate the catalyst from products, little in corrosiveness on equipment, clean and free from pollution.

Description

(1) Technical field [0001] The invention relates to a method for synthesizing alkoxyethyl acrylate and alkoxyethyl methacrylate. It belongs to the field of organic chemical technology. (2) Background technology [0002] The structural formula of alkoxyethyl (meth)acrylate is: CH 2 =C(R 1 ) COOCH 2 CH 2 OR 2 (R 1 = H, CH 3 , R 2 =CH 3 、C 2 h 5 ). Alkoxyethyl (meth)acrylate includes the following four products: methoxyethyl acrylate, methoxyethyl methacrylate, ethoxyethyl acrylate and ethoxyethyl methacrylate. Methoxyethyl acrylate chemical name (2-methoxy) ethyl acrylate, methoxyethyl methacrylate chemical name (2-methoxy) ethyl methacrylate, ethoxyethyl acrylate chemical name (2-ethoxy) ethyl acrylate, ethoxy ethyl methacrylate chemical name (2-ethoxy) ethyl methacrylate. Methoxyethyl acrylate is a colorless transparent liquid with active functional group carbon-carbon double bond. It is a highly active functional monomer. Its operating characteristics are weat...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C69/54C07C67/08
Inventor 朱新宝雷海琴刘准郭登峰曹惠庆
Owner NANJING FORESTRY UNIV
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