Preparation method of metharcylic acid, 2-isocyanatoethyl ester

A technology for the dosage of methacryloyloxyethyl isocyanate and methacryloyl chloride, which is applied in the preparation of carbamate, organic chemistry, etc., can solve problems such as affecting the safety of production personnel and polluting the environment, so as to reduce potential safety hazards and reduce production costs. Safe, reducing the effect of toxic phosgene

Inactive Publication Date: 2013-05-22
ZHANGJIAGANG HICOMER CHEM CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] At present, in the process of preparing methacryloyloxyethyl isocyanate, ethanolamine is mainly used to form a salt and then undergo condensation reaction with methacryloyl chloride to generate methacryloyloxyamino salt, which is then combined with phosgene or solid phosgene to generate methyl Acryloyloxyethyl isocyanate, this method uses toxic gas phosgene to react, which not only affects the safety of production personnel, but also pollutes the environment

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0020] (1) Add 61g (1mol) of ethanolamine and 460g (5mol) of toluene to a three-necked flask equipped with stirring, thermometer, condenser and tail gas absorption device, stir and raise the temperature to 50°C, slowly add 94.5g (1mol) of methyl chloroformate dropwise ), after the dropwise addition, continue to react for 2 hours; (2) Add 0.5g of catalyst triethylamine to the flask, raise the temperature to 80°C, slowly add 104.5g (1mol) of methacryloyl chloride dropwise, after the dropwise addition, continue to react 3 hours; (3) then lower the temperature to about 50°C, add 208g (1mol) of phosphorus pentachloride to the flask, control the reaction temperature to remain at about 50°C, and continue stirring for 48 hours; (4) Cool the reactant obtained in step (3) to Filtrate at room temperature to obtain filtrate, carry out vacuum distillation, collect 70-80°C / 10mmHg fraction—147g of methacryloyloxyethyl isocyanate (content: 90.1%), the yield is 85.4%.

Embodiment 2

[0022] (1) Add 61g (1mol) of ethanolamine and 7700g (5mol) of carbon tetrachloride to a three-necked flask equipped with stirring, thermometer, condenser and tail gas absorption device, stir and raise the temperature to 60°C, slowly add methyl chloroformate 94.5 g (1mol), after the dropwise addition, continue to react for 4 hours; (2) Add 1g of catalyst DMF to the flask, raise the temperature to 80°C, slowly add 104.5g (1mol) of methacryloyl chloride dropwise, after the dropwise addition, continue to react for 5 hour; (3) add phosphorus pentachloride 208g (1mol) in the flask, control the reaction temperature and keep it at about 90°C, and keep stirring for 60 hours; (4) cool the reactant obtained in step (3) to room temperature and filter, obtain the filtrate, and carry out vacuum distillation , Collect 70~80℃ / 10mmHg fraction—158g of methacryloyloxyethyl isocyanate (86.4% content), the yield is 88.0%.

Embodiment 3

[0024] (1) Add 61g (1mol) of ethanolamine, 425g (5mol) of dichloromethane and 495g (5mol) of dichloroethane into a three-necked flask equipped with stirring, thermometer, condenser and tail gas absorption device, and stir to raise the temperature to 55°C. Slowly add 74.5g (1mol) of methyl chloroformate dropwise, after the dropwise addition, continue to react for 4 hours; (2) Add 1.5g of catalyst pyridine to the flask, raise the temperature to 100°C, and slowly dropwise add 104.5g (1mol) of methacryloyl chloride , after the dropwise addition, continue to react for 8 hours; (3) add phosphorus pentachloride 208g (1mol) in the flask, control the reaction temperature to remain at about 100°C, and continue stirring for 72 hours; (4) cool the reactant obtained in step (3) to room temperature Filtrate to obtain the filtrate, carry out vacuum distillation, and collect the 70-80°C / 10mmHg fraction—157g of methacryloyloxyethyl isocyanate (85.3% content), the yield is 86.4%.

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PUM

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Abstract

The invention discloses a preparation method of a binder, namely, metharcylic acid, 2-isocyanatoethyl ester. The preparation method comprises the following steps of: (1) adding ethanol amine and an organic solvent into a reactor with a stirrer, a thermometer and a condensing tube, slowly dropping methylclhlorofonmate at 50-60 DEG C, and after dropping, continuously reacting for 2-4 hours; (2) adding a catalyst into the reactor, slowly dropping methylacryloyl at 80-100 DEG C, and after dropping, continuously reacting for 3-8 hours; (3) adding phosphorus pentachloride into the reactor to react at 50-100 DEG C and reacting for 48-72 hours; and (4) carrying out solid-liquid separation on the reactant obtained in step (3), depressurizing and distilling the filtrate, and collecting the fraction so as to obtain the metharcylic acid, 2-isocyanatoethyl ester. By utilizing the method, the generation of toxic phosgene in the production process is greatly reduced, so that potential safety hazard is reduced; the total yield is over 85%; and the whole process is generally free of environmental pollution.

Description

technical field [0001] The invention relates to a preparation method of methacryloxyethyl isocyanate. Background technique [0002] Methacryloyloxyethyl isocyanate is mainly used in the field of various electronic components, and can be used as a binder for various new materials. The structural formula of methacryloxyethyl isocyanate is as follows: [0003] . [0004] At present, in the process of preparing methacryloyloxyethyl isocyanate, ethanolamine is mainly used to form a salt and then undergo condensation reaction with methacryloyl chloride to generate methacryloyloxyamino salt, which is then combined with phosgene or solid phosgene to generate methyl Acryloyloxyethyl isocyanate, this method adopts toxic gas phosgene to react, which not only affects the safety of production personnel, but also pollutes the environment. Contents of the invention [0005] The purpose of the present invention is to provide a method for preparing methacryloyloxyethyl isocyanate tha...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C265/04C07C263/04
Inventor 许国荣刘冬刘国红吴钦
Owner ZHANGJIAGANG HICOMER CHEM CO LTD
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