Method for preparing high-purity natural vitamin E monomers by separating mixed tocopherol

A natural vitamin and tocopherol technology, applied in the direction of organic chemistry, can solve the problems of inability to obtain various monomers of tocopherol, difficulties in solvent selection and recovery, and inability to obtain purity.

Active Publication Date: 2012-05-02
ZHONGGU TIANKE TIANJIN BIOENG
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Because this method is not easy to control the switching time of valves in each interval, there are certain difficulties in the selection and recovery of solvents, especially the high cost of this equipment, and there is no report on the industrial separation of vitamin E in China.
[0004] CN101323067A discloses a method of using the deodorized distillate as a raw material, through esterification alcoholysis, cooling and crystallization to separate phytosterols, and recovering by short-path distillation, to prepare a tocopherol concentrate, and then to perform silica gel chromatography on the tocopherol concentrate Column separation, and then washing with different organic solvents to obtain fatty acid esters, high-content mixed tocopherols and phytosterols, but this method only obtains mixed tocopherols, and cannot obtain various monomers of tocopherols
[0005] CN1234703C discloses a method of taking deodorized distillate as raw material through hydrolysis acidification, methanol esterification, saponification, esterification, cooling, and finally separating fatty acid methyl ester through distillation, and then preparing mixed tocopherols by adsorption and separation, although this The purity of the tocopherol obtained by the method is more than 95%, but it is only a mixture of various tocopherol monomers, and various tocopherol monomers with higher purity cannot be obtained.

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0022] Take 100 grams of low-purity mixed tocopherols (total VE: 50.69%, of which d-α-tocopherol: 13.60%, d-(β+γ)-tocopherol: 29.07%, d-δ-tocopherol: 8.02% , sterol: 9.28%, others: 40.03%, specific optical rotation is +19°) and 400ml volume concentration of 95% ethanol aqueous solution are fully mixed and dissolved at 40°C, and put into a silica gel alumina reverse phase chromatography column (φ20mm*800mm) Carry out adsorption, then continue to enter the column with acetone 300ml until the effluent flows out, discard the effluent less than 10% of the effluent volume, collect the effluent from 10% of the effluent volume to 29% of the effluent volume as effluent-13.8 grams, The purity of d-α-tocopherol was detected to be 91.33%;

[0023] Collect 30% of the effluent volume to 69% of the effluent volume as 28.9 grams of effluent liquid. After removing the solvent, detect that the purity of d-γ-tocopherol is 91.85%, and collect the remaining effluent liquid as 8.1 grams of effluent...

Embodiment 2

[0025] Take 100 grams of low-purity mixed tocopherols (total VE: 48.10%, of which d-α-tocopherol: 15.34%, d-(β+γ)-tocopherol: 27.17%, d-δ-tocopherol: 5.59% , sterol: 9.51%, others: 42.39%, specific optical rotation is +16°) and 500ml of methanol are fully mixed and dissolved at 45°C, and then enter the polystyrene reverse phase chromatography column (φ20mm*800mm) for adsorption, and then use n-hexane and ethyl acetate (volume ratio is 1: 1) 400ml continue to enter the column until the effluent flows out, collect the first 10-30% effluent-15.8 grams, detect wherein the d-alpha-tocopherol purity is 91.26%, collect 30-70 % 27.5 grams of effluent liquid 2, wherein the purity of d-γ-tocopherol was detected to be 90.79%, and the remaining effluent liquid 3 was collected to be 5.7 grams, and the purity of d-δ-tocopherol was detected to be 85.81%. After molecular distillation, the purity of d-α-tocopherol in effluent 1 was 96.31%, the purity of d-γ-tocopherol in effluent 2 was 97.12%,...

Embodiment 3

[0027] A method for separating and preparing high-purity natural vitamin E monomer from mixed tocopherols, comprising the steps of:

[0028] 1) Adsorption: 1 part by volume of mixed tocopherols with a mass concentration of 30% was dissolved in 5 parts by volume of isopropanol at 45°C, and fully dissolved to obtain a sample solution;

[0029] In the reverse phase chromatography column, install the fixed reverse phase filler octylsilane bonded silica gel, add the sample solution at 45°C to the chromatography column, and let the sample solution pass through the filler;

[0030] 2) Analysis: add methanol 1 times the volume of the sample solution into the chromatographic column;

[0031] Discard the effluent that is less than 10% of the volume of the effluent, collect the effluent that is greater than or equal to 10% of the volume of the effluent, and the effluent that is less than 30% of the volume of the effluent is the effluent one. After removing the solvent, d-alpha-tocopherol...

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Abstract

The invention discloses a method for preparing high-purity natural vitamin E monomers by separating mixed tocopherol. The method comprises the following steps of: fully dissolving the mixed tocopherol in a mobile phase solvent I so as to obtain a loading solution; adding the loading solution into a reversed-phase chromatographic column; adding a mobile phase solvent II into the chromatographic column; and performing step-by-step collection to obtain effluent I of which the purity of d-alpha-tocopherol is more than or equal to 90 percent, effluent II of which the purity of d-gamma-tocopherol is more than or equal to 90 percent and effluent III of which the purity of d-delta-tocopherol is more than or equal to 85 percent. By the method, the one-time column loading and separation of raw materials can be realized under normal pressure so as to obtain three natural vitamin E monomers. A filler in the chromatographic column can be regenerated, the used solvents can be recovered, the cost is reduced, the method is convenient to operate, and the purity is high.

Description

technical field [0001] The invention relates to a method for separating and preparing high-purity natural vitamin E monomer from mixed tocopherols. Background technique [0002] Natural vitamin E, also known as tocopherol, is a mixed tocopherol that mainly contains 8 isomers, namely α, β, γ, and δ tocopherols and α, β, γ, and δ tocotrienols. Natural vitamin E mainly exists in natural vegetable oils, and current research has found that the deodorized distillates of oils (DD oil for short) are rich in natural vitamin E. Due to the complex components in the deodorized effluent and the minimal structural differences among the various isomers of vitamin E, mixed tocopherols are often obtained by using general methods, and it is difficult to obtain various single forms of high-purity natural vitamin E. In order to obtain high-purity vitamin E monomers, the raw materials must be processed first, so that the target products can be concentrated into various vitamin E monomers as muc...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D311/72
Inventor 曹玉平倪少利蒋一鸣陈学兵周学晋李鹏安然王琳王静
Owner ZHONGGU TIANKE TIANJIN BIOENG
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