Method for synthesizing methacryloxyethyl isocyanate

A technology of methacryloyloxyethyl isocyanate and synthesis method, which is applied in the preparation of isocyanate derivatives, chemical instruments and methods, preparation of organic compounds, etc., can solve the problem of low product yield, low content, polymerization, carbonization and other problems, to achieve the effect of high product yield and high purity

Active Publication Date: 2013-11-06
JIANGSU KUAIDA AGROCHEM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] Some scientific research institutes in China have carried out research on the synthesis of this product or its intermediates, but the key technology bottleneck cannot be broken through: because the carbon, carbon double bond and isocyanate bond in methacryloyloxyethyl isocyanate are very active, the carbon , Carbon double bonds are prone to addition reactions with hydrogen chloride, and carbon, carbon double bonds, and isocyanate groups are prone to side reactions such as polymerization and carbonization at high temperatures during rectification. The product yield is low, the content is low, and it is difficult to separate and purify

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0023] (1) Put 500ml of toluene and 61g of ethanolamine (I) (1.0mol) into a 1000ml four-neck flask. While stirring, hydrogen chloride gas was introduced to saturation. Obtain ethanolamine hydrochloride (II) suspension in toluene.

[0024] (2) Add 2 g of 4-dimethylaminopyridine to the ethanolamine hydrochloride (II) toluene suspension prepared above, maintain the temperature at 40°C to 50°C, add 125g of methacryloyl chloride dropwise, and keep warm after dropping React for 2 to 3 hours. After the reaction is over, pass in phosgene at a speed of 1200ml / min to 1400 ml / min. The light passing temperature is 40°C to 50°C. After 2 hours of light passing, the material becomes clear and transparent, and the light passing is stopped. gas. Infuse nitrogen gas to drive away residual phosgene and hydrogen chloride gas to obtain methacryloyloxyethyl isocyanate (MOI) toluene liquid. The content of side reaction 3-chloromethyl-2-methacryloyloxyethyl isocyanate is 0.8%.

[0025] (3) Add 1....

Embodiment 2

[0028] Ethanolamine salt formation is the same as the step (1) of Example 1

[0029] (2) Add 125g of methacryloyl chloride dropwise to the toluene suspension of ethanolamine hydrochloride (II), maintain the dropwise addition temperature at 80°C-85°C, keep the reaction at this temperature for 2-3 hours after dropping, and the reaction is over , and then pass through phosgene at a speed of 1200ml / min to 1400 ml / min, and the light passing temperature is 80°C to 85°C. After 2 hours of light passing, the material becomes clear and transparent, and the passing of phosgene is stopped. Infuse nitrogen gas to drive away residual phosgene and hydrogen chloride gas to obtain methacryloyloxyethyl isocyanate (MOI) toluene liquid. The content of side reaction 3-chloromethyl-2-methacryloyloxyethyl isocyanate is 8.6%.

[0030] The precipitation and rectification are the same as the steps (3) and (4) of Example 1, and the obtained methacryloyloxyethyl isocyanate (MOI) is 127g, the content is ...

Embodiment 3

[0032] Salt formation, condensation, and light passage are the same as steps (1) and (2) of Example 1

[0033] Toluene is removed under reduced pressure and the polymerization inhibitor phenothiazine is not added during rectification. The operation method is the same as the steps (3) and (4) of Example 1, and the obtained methacryloyloxyethyl isocyanate (MOI) is 120g, with a content of 98.5%. , Yield 77.4% (based on ethanolamine, not discounted).

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PUM

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Abstract

The invention discloses a method for synthesizing methacryloxyethyl isocyanate. The method comprises the following steps of: salifying ethanolamine serving as an initial raw material with hydrogen chloride or hydrochloric acid in an organic solvent, performing a condensation reaction with methacryloyl chloride under the action of an organic alkali catalyst to obtain methacryloxyethyl amidohydrochloride; introducing phosgene into the methacryloxyethyl amidohydrochloride for reacting to generate a methacryloxyethyl isocyanate solution; and performing reduced pressure desolvation and reduced pressure rectification on the methacryloxyethyl isocyanate solution in the presence of a polymerization inhibitor to obtain a methacryloxyethyl isocyanate product. The method has the advantages of simple process, low production cost, high product purity and high yield.

Description

technical field [0001] The invention relates to a method for synthesizing methacryloxyethyl isocyanate. Background technique [0002] Methacryloyloxyethyl isocyanate (MOI), also known as isocyanoethyl methacrylate, 2-methyl-2-propene-2-isocyanatoethyl, is a new type of fine chemical new material, because It contains isocyanate and methacrylic acid genes, and has high monomer reactivity, which can make different functional compounds more curable when exposed to visible light, ultraviolet light and electron beam. Its monomer has been widely used in various electronic fields, such as liquid photoresist, thin film photoresist and adhesive, etc. It has a wide range of applications in photosensitive materials, liquid crystal displays, and various electronic components. [0003] Some scientific research institutes in China have carried out research on the synthesis of this product or its intermediates, but the bottleneck of key technology cannot be broken through: because the carb...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C265/04C07C263/10
Inventor 韩邦友李梅芳李强李云钱圣利
Owner JIANGSU KUAIDA AGROCHEM
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