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2- methacroyloxyethyl phosphorylcholine synthesizing method

A technology of methacryloyloxyethylphosphorylcholine and hydroxyethyl methacrylate is applied in the field of synthesis of 2-methacryloyloxyethylphosphorylcholine, and can solve the problem of low yield, The problem of long route, etc., to achieve the effect of high product yield, simple and feasible process, simple and novel synthesis route

Inactive Publication Date: 2013-12-04
CHONGQING TECH & BUSINESS UNIV
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  • Summary
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  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

This patented technology provides an improved way to make certain types of compounds called 3-(trimethoxysily)propyltri (PO3), which can be used to modify surfaces or improve their properties such as adhesion to other molecules like proteins. These modifications are useful because they allow these modified surface layers to better interact with biomolecule receptive sites more easily than previously possible due to its simpler structure and lower cost relative to previous methods.

Problems solved by technology

This patented technical problem addressed by these inventions relates to improving the efficiency of producing biodegradable or soluble drugs called 2- methylacrrolate carboxilate (CAS) on solid supports such as silicon dioxynapolytectrospinning films.

Method used

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  • 2- methacroyloxyethyl phosphorylcholine synthesizing method

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Embodiment 1

[0020] Step a, synthesis of 2-chloro-2 oxo-1,3,2-dioxaphospholane

[0021] Take 161 g (1.05 moles) of phosphorus oxychloride and 100 ml of benzene in a dry three-necked flask, o 0.5 g of cuprous chloride was added at 0°C, and then 62 g (1 mole) of ethylene glycol was added dropwise, keeping the temperature at 5 o Below C, after the dropwise addition, at 5 o Stir at below C for 1 hour, then react at 40°C for 0.5 hour, and rectify the reaction liquid to obtain 2-chloro-2-oxo-1,3,2-dioxaphospholane product, the yield is 95%, and the product purity is Up to 99%.

[0022]

[0023] Step b, synthesis of 2-methacryloyloxyethyl phosphorylcholine

[0024] Take 26 g of hydroxyethyl methacrylate (0.2 mol), 35.5 g of trimethylamine (0.6 mol), 100 mL of tetrahydrofuran, and 100 mL of acetonitrile in a dry pressure reaction flask, at -20 o 28.5 g of 2-chloro-2-oxo-1,3,2-dioxaphospholane (0.2 mol) was slowly added dropwise at ℃, and after the dropwise addition was completed, ...

Embodiment 2

[0027] Step a, synthesis of 2-chloro-2 oxo-1,3,2-dioxaphospholane

[0028] Take 62 g (1 mole) of ethylene glycol and 100 ml of benzene in a dry three-necked flask, o 0.5 g of cuprous chloride was added at 0°C, and then 161 g (1.05 moles) of phosphorus oxychloride was added dropwise, keeping the temperature at 5 o Below C, after the dropwise addition, at 5 o Stir at below C for 1 hour, then react at 40°C for 0.5 hour, and rectify the reaction solution to obtain 2-chloro-2oxo-1,3,2-dioxaphospholane product with a yield of 93% and product purity Up to 99%.

[0029]

[0030] Step b, synthesis of 2-methacryloyloxyethyl phosphorylcholine

[0031] Take 130 g of hydroxyethyl methacrylate (1 mole), 177.5 g of trimethylamine (3 moles), 500 mL of tetrahydrofuran, and 500 mL of acetonitrile in a dry pressure reaction flask, at -20 o 142.5 g of 2-chloro-2-oxo-1,3,2-dioxaphospholane (1 mole) was slowly added dropwise at ℃, and after the dropwise addition was completed, ...

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Abstract

The invention discloses a 2-methacroyloxyethyl phosphorylcholine synthesizing method. The 2-methacroyloxyethyl phosphorylcholine synthesizing method comprises the following steps that ethanediol reacts with phosphorus oxychloride in the presence of catalysts to obtain 2-chlorine-2oxo-1, 3, 2-dioxaphospholane, and 2-methacroyloxyethyl phosphorylcholine is obtained by one-pot reaction of the 2-chlorine-2oxo-1, 3, 2-dioxaphospholane, hydroxyethyl methylacrylate and trimethylamine in a stress reaction flask. The 2-methacroyloxyethyl phosphorylcholine synthesizing method is simple in synthetic route, novel, simple and convenient in process, high in product yield and purity, and suitable for industrial production; the catalysts are low in price and easy to obtain; the environment is not affected.

Description

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Claims

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Application Information

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Owner CHONGQING TECH & BUSINESS UNIV
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