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

Method for preparing ethylene 2-(methacryloyloxy)ethyl phosphate

A technology of methacryloyloxy and hydroxyethyl methacrylate, which is applied in the field of compound preparation, can solve the problems of affecting product quality, the reaction is not easy to be completed, and the reaction takes a long time, and achieves colorless and transparent high purity, fast reaction, and production The effect of process simplification

Active Publication Date: 2019-03-08
ANQING GOUYOU BIOMATERIALS TECH CO LTD
View PDF7 Cites 2 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The easiest way to synthesize ethylene 2-(methacryloyloxy)ethyl phosphate is to combine hydroxyethyl methacrylate (HEMA) with 2-chloro-2-oxo-1,3,2-phosphorus Heterocyclopentane (COP) is used for esterification, and triethylamine is used as an absorbent for hydrogen chloride to speed up the reaction (Ishihara K, Ueda T., Nakabayashi N., Polym.J., 1990, vol.22, 355-360) , or use diisopropylamine as a hydrogen chloride absorbent to accelerate the reaction (US5981786). Because triethylamine and diisopropylamine have higher boiling points, they are not easily evaporated rapidly in the concentration process, so higher temperatures and concentrations in the concentration process will Make it continue to react with residual 2-chloro-2-oxo-1,3,2-dioxaphospholane to generate a yellow product, which affects the quality of the later product; 2) the reaction takes a long time, and the reaction is not easy to complete, resulting in In the concentration process, amine salt will be generated again, that is, secondary filtration is required, and the steps are cumbersome

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

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Method for preparing ethylene 2-(methacryloyloxy)ethyl phosphate
  • Method for preparing ethylene 2-(methacryloyloxy)ethyl phosphate
  • Method for preparing ethylene 2-(methacryloyloxy)ethyl phosphate

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0037] 1 mole (142.4 grams) of 2-chloro-2-oxo-1,3,2-dioxaphospholane and 500 grams of ethyl acetate were introduced into the synthesis kettle to configure 2-chloro-2-oxo-1, 3,2-dioxaphospholane solution; 1 mole (130.1 grams) of hydroxyethyl methacrylate was added to the synthesis kettle, and stirred evenly; 320 grams of ethyl acetate was added to the frozen addition kettle, and the liquid temperature was controlled at - At 5°C, introduce 1.05 moles (62 grams) of trimethylamine gas. At this time, trimethylamine gas (boiling point: 3-4°C) has a high solubility in frozen ethyl acetate, so that trimethylamine can be dissolved in ethyl acetate to form liquefaction Trimethylamine solution; open the valve of the frozen feeding kettle and add it dropwise to the synthesis kettle. The reaction temperature is maintained at (-5~0°C) by the high and low temperature integrated machine. After the dropwise addition, stop freezing and raise the temperature to (15~25°C) to continue Stir for 60 ...

Embodiment 2

[0039] 10 moles (1424 grams) of 2-chloro-2-oxo-1,3,2-dioxaphospholane and 5000 grams of ethyl acetate were introduced into the synthesis kettle to configure 2-chloro-2-oxo-1, 3,2-dioxaphospholane solution; 1 mole (1301 grams) of hydroxyethyl methacrylate was added to the synthesis kettle, and stirred evenly; 3200 grams of ethyl acetate was added to the frozen feeding kettle, and the liquid temperature was controlled at - At 5°C, introduce 10.5 moles (621 grams) of trimethylamine gas. At this time, using the characteristics of high solubility of trimethylamine gas (boiling point 3-4°C) in frozen ethyl acetate, trimethylamine is dissolved in ethyl acetate to form liquefaction Trimethylamine solution; open the valve of the frozen feeding kettle and add it dropwise to the synthesis kettle. The reaction temperature is maintained at (-5~0°C) by the high and low temperature integrated machine. After the dropwise addition, stop freezing and raise the temperature to (15~25°C) to continu...

Embodiment 3

[0041]1 mole (142.4 grams) of 2-chloro-2-oxo-1,3,2-dioxaphospholane and 500 grams of ethyl acetate were introduced into the synthesis kettle to configure 2-chloro-2-oxo-1, 3,2-dioxaphospholane solution; add 1 mole (130.1 grams) of hydroxyethyl methacrylate into the synthesis kettle, stir evenly, control the liquid temperature at -5°C, and slowly introduce 1.05 moles (62 g) trimethylamine gas, the reaction temperature is maintained at (-5~0°C) by the high and low temperature integrated machine, after the introduction is completed, stop freezing, raise the temperature to (15~25°C) and continue stirring for 60 minutes; the trimethylamine salt formed after the reaction is completed The acid salt is removed by filtration through a filter device to obtain a colorless and transparent mother liquor; the mother liquor is introduced into a concentrated vacuum distillation device, and ethyl acetate is distilled off to obtain a colorless and transparent viscous product. Sampling Analysis,...

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 discloses a method for preparing ethylene 2-(methacryloyloxy)ethyl phosphate. Under the action of trimethylamine gas, hydroxyethyl methacrylate and 2-chloro-1,3,2-dioxaphospholane 2-oxide are subjected to esterification reaction. The method disclosed by the invention has the advantages of rapid reaction, high yield and high purity, simple technology and high repeatability; the technical difficulty that a synthetic product easily becomes yellow and forms salt for the second time is effectively solved, and industrialization is facilitated.

Description

technical field [0001] The invention belongs to the field of compound preparation, and more specifically relates to a method for preparing ethylene 2-(methacryloyloxy)ethyl phosphate. Background technique [0002] Ethylene 2-(methacryloyloxy)ethylphosphate (English name: Ethyene2-(methacryloyloxy)ethylphosphate, also known as: ethylene 2-(methacryloyloxy)ethylphosphate, abbreviated as: OPMA) is An important intermediate for synthesizing anticoagulant materials, hemocompatible materials, biocompatible materials, drug controlled release systems, phosphorylcholine drugs, high-end cosmetics, bio-friendly surfactants, and anti-biofouling materials. It is also the key raw material for the preparation of 2-methacryloyloxyethyl phosphorylcholine. The easiest way to synthesize ethylene 2-(methacryloyloxy)ethyl phosphate is to combine hydroxyethyl methacrylate (HEMA) with 2-chloro-2-oxo-1,3,2-phosphorus Heterocyclopentane (COP) is used for esterification, and triethylamine is used a...

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
Patent Type & Authority Applications(China)
IPC IPC(8): C07F9/6574
CPCC07F9/6574
Inventor 林晖郑学龙
Owner ANQING GOUYOU BIOMATERIALS TECH CO LTD
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