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

Solvent-free method for synthesizing water-soluble vitamin E polyethylene glycol succinic acid ester

A technology of polyethylene glycol succinate and water-soluble vitamins, applied in the direction of organic chemistry, etc., can solve the problems of affecting mass transfer and reaction rate, adverse effects on safety, complicated separation process, etc., to reduce recovery and rectification, No solvent consumption and easy subsequent separation

Active Publication Date: 2011-09-14
ZHEJIANG UNIV
View PDF3 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Due to the relatively low solubility of the raw material polyethylene glycol and the reaction product TPGS in organic solvents, which affects the mass transfer and reaction rate, the subsequent separation process is also relatively complicated, and the solvent has certain toxicity. When TPGS is used as a food and drug additive, it may affect the adverse effect on its safety

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

[0022] Take by weighing 5.6 gram purity to be the natural vitamin E succinate of 90%, 20 gram molecular weight is the polyethylene glycol 600 of 600, 0.8 gram mass percent concentration is the concentrated sulfuric acid of 98%, put into three-necked bottle, in 100 The reaction was stirred at constant temperature at ℃ for 2 hours, and cooled to room temperature after the reaction was completed. The reaction product was transferred to a round-bottomed flask, and then 150 ml of ethyl acetate was added to the round-bottomed flask to obtain a mixture. The mixture was transferred to a separatory funnel, extracted three times with saturated brine, and the organic phase was collected. The organic phase was evaporated to remove the solvent to obtain 8.3 grams of TPGS. The purity of the product obtained by HPLC was 90.1%, the conversion rate of vitamin E succinate was 89.2%, and the yield of TPGS was 79.2%.

Embodiment 2

[0024] Take by weighing 5.3 grams of natural vitamin E succinates with a purity of 95%, 20 grams of polyethylene glycol 1200 with a molecular weight of 1200, and 1.5 grams of concentrated hydrochloric acid with a concentration of 36% in a three-necked bottle. The reaction was stirred at constant temperature at ℃ for 3 hours, and cooled to room temperature after the reaction was completed. The reaction product was transferred to a round-bottomed flask, and then 150 ml of ethyl acetate was added to the round-bottomed flask to obtain a mixture. The mixture was transferred to a separatory funnel, extracted three times with saturated brine, and the organic phase was collected. The organic phase was evaporated to remove the solvent to obtain 13.5 grams of TPGS. The purity of the product obtained by HPLC was 93.5%, the conversion rate of vitamin E succinate was 92.7%, and the yield of TPGS was 83.7%.

Embodiment 3

[0026] Weigh 5.6 grams of synthetic vitamin E succinate with a purity of 85%, 35 grams of polyethylene glycol 800 with a molecular weight of 800, and 3.8 grams of p-toluenesulfonic acid, put them in a three-necked bottle, and stir at 110 ° C for reaction 4 hours, and cooled to room temperature after the reaction. The reaction mixture was transferred to a round-bottomed flask, and then 150 ml of ethyl acetate was added to the round-bottomed flask to obtain a mixture. The mixture was transferred to a separatory funnel, extracted three times with saturated brine, and the organic phase was collected. The organic phase was evaporated to remove the solvent to obtain 9.6 grams of TPGS. The purity of the product obtained by HPLC was 92.0%, the conversion rate of vitamin E succinate was 90.3%, and the yield of TPGS was 82.9%.

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 water-soluble vitamin E polyethylene glycol succinic acid ester. In the method, vitamin E succinic acid ester and polyethylene glycol are taken as raw materials and the method comprises the steps of performing an esterification reaction on the raw materials after catalysis reaction by using an acid catalyst, cooling the products to the room temperature and performing after-treatment on a reaction product to obtain the water-soluble vitamin E polyethylene glycol succinic acid ester. In the method, the water-soluble vitamin E polyethylene glycol succinic acid ester is synthesized by a one-step method without a reaction solvent, and has the advantages of no solvent consumption, readily available raw materials, high reaction concentration, capability of greatly accelerating reaction rate, few reaction steps, simple subsequent separation, high conversion rate, high yield, low production cost, high product quality and easy industrial production, reduction of the steps of organic solvent recovery, distillation and the like due to no use of other solvents in the reaction and environmental friendliness.

Description

technical field [0001] The invention belongs to the technical field of organic synthesis, and in particular relates to a method for synthesizing water-soluble vitamin E polyethylene glycol succinate without solvent. Background technique [0002] Vitamin E has significant functions of anti-aging, anti-tumor, preventing cardiovascular and cerebrovascular diseases, and improving immunity of the body. It is an indispensable vitamin in human life activities. Vitamin E contains phenolic hydroxyl groups in its structure, so it is easily oxidized. At the same time, because it is a fat-soluble vitamin, it has brought certain restrictions on the application in some occasions. [0003] Vitamin E polyethylene glycol succinate (Tocopheryl Polyethylene Glycol Succinate, TPGS) is a water-soluble derivative of vitamin E, which is formed by the esterification reaction of vitamin E succinate and polyethylene glycol (Polyethylene Glycol, PEG). From the structural point of view, it contains no...

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 Patents(China)
IPC IPC(8): C08G65/48C07D311/72
Inventor 杨亦文王靖媛苏宝根邢华斌任其龙苏云
Owner ZHEJIANG UNIV
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