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Preparation method and application of vitamin E polyethylene glycol disuccinate

A technology of polyethylene glycol and succinate, applied in the preparation of carboxylic acid amides, the preparation of organic compounds, chemical instruments and methods, etc., can solve the problems of low yield and purity, unstable diesters, unfavorable separation and the like, Achieve the effect of high content, improved reaction yield and low environmental protection cost

Active Publication Date: 2019-02-12
WUHAN JASON BIOTECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In addition, a large amount of catalyst is required in the prior art, which not only increases the cost, but also is not conducive to separation
Moreover, the applicant has also found that the presence of acid can lead to the instability of the diester, so that the yield and purity of the product obtained are all low

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030] Mix 121.9g of vitamin E succinate and 100g of polyethylene glycol 1000, heat and melt, add 2g of concentrated sulfuric acid, and react at 80°C under vacuum. After the reaction, add 800g of ethyl acetate to dissolve, and add 10wt% sodium hydroxide 30g of the solution was neutralized and extracted, and the organic layer was added to 100g of silica gel for adsorption, filtered, and the ethyl acetate was distilled off under reduced pressure to obtain 193.3g of polyethylene glycol vitamin E diester succinate with a content of 98.3%.

Embodiment 2

[0043] Mix 148.5g of vitamin E succinate and 80g of polyethylene glycol 800, heat and melt, add 10g of sodium bisulfate, and react at 100°C under vacuum. After the reaction, add 500g of petroleum ether and 100g of acetone to dissolve, and add 15wt% 40g of sodium bicarbonate solution was used for neutralization and extraction, the organic layer was taken and 80g of alumina was added for adsorption, filtered, petroleum ether and acetone were distilled off under reduced pressure to obtain 175.4g of polyethylene glycol vitamin E diester succinate with a content of 98.6%.

Embodiment 3

[0045] Mix 159g of vitamin E succinate and 60g of polyethylene glycol 600, heat and melt, add 15g of p-toluenesulfonic acid, and react at 120°C under vacuum. After the reaction, add 400g of butyl acetate to dissolve, and add 5wt% sodium carbonate 60g of aqueous solution was neutralized and extracted, the organic layer was taken and 150g of carbon molecular sieve was added for adsorption, filtered, and butyl acetate was evaporated under reduced pressure to obtain 195.9g of polyethylene glycol vitamin E diester succinate with a content of 98.8%.

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PUM

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Abstract

The invention discloses a preparation method of vitamin E polyethylene glycol disuccinate and application of the vitamin E polyethylene glycol disuccinate, and belongs to the technical field of synthesis. The method comprises the steps that after vitamin E succinate and polyethylene glycol are mixed, heated and molten, an acid catalyst is added, under a vacuum condition, at 50-150 DEG C, reactionis carried out, after the reaction is carried out, a solvent is added for dissolution, an alkaline solution is added for neutralization and extraction, an adsorbent is added for adsorption, filteringis conducted, and the solvent is vaporized to obtain the vitamin E polyethylene glycol disuccinate; a molar ratio of the vitamin E succinate to the polyethylene glycol is (2 to 3) to 1. According to the method, a simple technology is used for directly synthesizing di-esterization TPGS, and the content of the di-esterization TPGS obtained through the method can be up to 98% or above. By adding thevitamin E polyethylene glycol disuccinate into merchant TPGS, a ratio of monoester to biester of the merchant TPGS can be constant, so that the effect of the merchant TPGS is consistent. Compared withthe ordinary TPGS, the vitamin E polyethylene glycol disuccinate has better catalytic performance when used as a catalyst.

Description

technical field [0001] The invention belongs to the technical field of synthesis, and specifically discloses a preparation method and application of polyethylene glycol vitamin E diester succinate. Background technique [0002] Polyethylene glycol 1000 vitamin E succinate (TPGS) is a water-soluble derivative of natural vitamin E, which is produced by the esterification reaction of hydrophilic polyethylene glycol (PEG) and lipophilic vitamin E succinate. TPGS is mainly composed of monoesterified polyethylene glycol and a small amount of diesterified polyethylene glycol product, which has both the physiological activities of PEG and vitamin E. It is a white or light yellow waxy solid at room temperature, with a melting point of 37 ~41C, can exist stably in the air. TPGS was first developed and marketed by Eastman Company of the United States in 1950. Because it has both lipophilic groups of vitamin E and long-chain hydrophilic groups of polyethylene glycol, it has the propert...

Claims

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Application Information

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IPC IPC(8): C08G65/332B01J31/06C07C231/02C07C233/47
CPCB01J31/06C07C231/02C08G65/3328C07C233/47
Inventor 李海亮张进军周康梅李健雄
Owner WUHAN JASON BIOTECH CO LTD