Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Synthesis method of alpha-methacryloylchloride

A technology for the synthesis of methacryloyl chloride, which is applied in chemical instruments and methods, preparation of organic compounds, preparation of carboxylate, etc., can solve problems such as low yield, achieve stable quality, simple operation, and avoid serious pollution Effect

Active Publication Date: 2010-09-01
山西新天源药业有限公司
View PDF1 Cites 7 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

But this method is a reversible reaction, and the yield is not high

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0019] Take 86g of α-methacrylic acid, 1.3g of triethylamine hydrochloride, and 0.5g of hydroquinone into the reaction flask, add 17.8g of solid phosgene in batches at 10-15°C under stirring, and control the addition within 0.5 hours . Slowly raise the temperature to 30-40°C for 2 hours, then raise the temperature to 50-60°C for 2 hours, and finally raise the temperature to 70-75°C for 3 hours. After the reaction is over, change to an atmospheric distillation device, slowly raise the temperature, start to receive positive boiling material at 95°C, stop distillation at 98°C, and obtain a colorless α-methacryloyl chloride liquid with a pungent smell. Add 0.6g of phenothiazine to the normal boil as a stabilizer. Sampling and analysis of the finished product, the content is 96.4% (GC), and the highest single impurity is 0.5%.

[0020] Take the distillate for IR analysis: δ ＝C-H 3030cm -1 , v C-H 2966cm -1 , 2930cm -1 ; v C＝O 1756cm -1 , 1736cm -1 ; v c＝c 1634cm -1 , 16...

Embodiment 2

[0022] Take 86g of α-methacrylic acid, 1.2g of 4-N-lutidine, and 0.3g of lithium chloride and add them into the reaction flask, add 11.9g of solid phosgene in batches at 10-15°C under stirring, and control the addition within 40 minutes. Finish. Slowly raise the temperature to 30-40°C for 1.5 hours, then raise the temperature to 50-60°C for 2 hours, and finally raise the temperature to 70-75°C for 2 hours. After the reaction is over, change to an atmospheric distillation device, slowly raise the temperature, and start to receive the positive boiling product at 95°C, stop the distillation at 98°C, add 0.6g of phenothiazine to the normal boiling material, and sample and analyze the finished product, the content is 96.7% (GC).

Embodiment 3

[0024] Take 86g of α-methacrylic acid, 0.5g of urea, and 1g of pyridine into the reaction flask, add 14.8g of solid phosgene in batches at 20-35°C under stirring, and control the addition within 40 minutes. Then slowly raise the temperature to 30-40°C for 2 hours, then raise the temperature to 50-60°C for 2 hours, and finally raise the temperature to 70-75°C for 3 hours. After the reaction, change to an atmospheric distillation device and slowly heat up to 95 Begin to receive the positive boiling material at ℃, stop distillation at 98 °C, add 0.6g phenothiazine to the normal boiling material, and sample and analyze the finished product, the content is 97.1% (GC).

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention relates to a synthesis method of alpha-methacryloylchloride. The method comprises the following steps of: adding an organic base catalyst accounting for 0.5-2 percent relative to the weight of alpha-methacrylic acid and a polymerization inhibitor accounting for 0.1-1 percent relative to the weight of the alpha-methacrylic acid in the alpha-methacrylic acid; adding solid phosgene or liquid phosgene within 1 hour at room temperature and reacting for 4-10 hours at 20-75 DEG C; carrying out atmospheric distillation; and collecting fractions of 95-98 DEG C to obtain the alpha-methacryloylchloride. In the invention, the solid phosgene or the liquid phosgene is used for replacing thionyl chloride and phosphorus trichloride to be used as an acylation and chlorination reagent, generated by-products are carbon dioxide and hydrogen chloride gas, and the hydrogen chloride gas can be utilized after being absorbed and is environmentally friendly, which can realize green production. The yield of the target product prepared by using the synthesis method can reach 69.3 percent, the product purity is higher than 97 percent, a single impurity is not more than 0.5 percent, and the quality of the product is stable.

Description

technical field [0001] The present invention relates to the synthesis method of α-methacryloyl chloride. The compound is mainly an important intermediate for synthesizing rubber antioxidants such as N-(4-anilinophenyl)methacrylamide (NAPM), and is also a functional monomer for synthesizing molecularly imprinted polymers. Background technique [0002] There are ethylenic bonds and acid chloride groups in the α-methacryloyl chloride molecule at the same time, so it can carry out the addition reaction of ethylenic bonds and different types of chemical reactions of acid chloride. It is a commonly used chemical industrial product and very popular in organic synthesis. Good synthetic intermediate. [0003] The bibliographical reports on the synthesis process of α-methacryloyl chloride generally use α-methacrylic acid as raw material, sulfur oxychloride or phosphorus trichloride, phosphorus oxychloride as the acid chloride reagent, and finally obtain α-methacrylic acid through dis...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
IPC IPC(8): C07C57/66C07C51/60
Inventor 苏斌林陈万成高志伟褚丕明苏蔚汤芝平康福堂
Owner 山西新天源药业有限公司
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com