Preparation of high content mixed tocopherols

A tocopherol, high-content technology, applied in the direction of organic chemistry, etc., can solve the problems of the fixed bed esterification effect is not very good, the service life is short, the operation steps are cumbersome, etc., to achieve easy large-scale industrial production, reduce production costs, reduce Effects of Environmental Pollution

Active Publication Date: 2008-12-17
ZHEJIANG MEDICINE CO LTD XINCHANG PHAMACEUTICAL FACTORY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In this method, the operation steps are relatively cumbersome, a variety of organic solvents are used, and the requirements for raw materials are high, and the effect of fixed bed esterification is not very good.
[0006] The method disclosed in CN1,234,703C is to remove free fatty acids through multiple esterification reactions, then remove sterols through twice freezing and crystallization after saponification, and finally obtain mixed tocopherols by adsorption method. This method has many steps, a large amount of solvent, and The yield of the product obtained is low
[0007] US3,122,565, US5,487,817 and US3,402,182 all use

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0019] 3000g of fatty acid oil deodorized distillate (the content of tocopherol is 5.30%) and 9000ml of methanol are fully stirred and mixed at 62°C, then 255g of methanol solution of 37% sodium methoxide is added dropwise, reacted at this temperature for 1.0hr, and 3000ml of deionized water, stirred lightly, allowed to stand for 20min, and separated into layers, removed the lower water layer, and recovered the methanol therein under reduced pressure. Freeze and crystallize the upper oil phase at -6°C for 6 hours and then filter with suction to obtain 176.7 g of crude sterol filter cake. After the crude sterol is dissolved in 8 times the amount of absolute ethanol to freeze and crystallize, 106.5 g of sterol crystals are obtained, with a sterol content of 89.4%. ; The mother liquor after the crude sterol filter cake was suction-filtered was recovered by short-path distillation to obtain 413.9 g of tocopherol concentrate, wherein the content of mixed tocopherols was 36.54%.

Embodiment 2

[0021] Take 135.0 g of the tocopherol concentrate obtained in Example 1, fully mix and dissolve it with 200 ml of cyclohexane, and put it into a silica gel chromatography column (glass column: 3 cm * 27 cm) for separation. After the column is installed, use about 360 ml of cyclohexane Equilibrate to drive away the bubbles therein, continue to elute with 400ml of cyclohexane after loading the sample, and collect the eluent I; then elute with a mixed solvent of cyclohexane and butanone (20:80, w / w), The amount of the mixed solvent was 600ml, and the eluent II was collected; finally, the eluent III was eluted with 600ml of butanone.

[0022] After recovering the organic solvents in the eluents I, II, and III under reduced pressure, fatty acid methyl esters, mixed tocopherols, and crude phytosterols were obtained respectively, wherein the content of mixed tocopherols was 75.4%, the quality was 60.4g, and the color was transparent , good fluidity; 48.5g of crude phytosterols, 32.1g...

Embodiment 3-5

[0024] Examples 3-5 are respectively taking the tocopherol concentrate in Example 1 and separating mixed tocopherols through a silica gel chromatography column. The results and the experimental results of Example 2 are shown in Table 1 below:

[0025] Table 1 embodiment 2-5 experimental result

[0026] project

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PUM

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Abstract

The invention discloses a method for extracting mixed tocopherols with high content form raw materials with low content of tocopherols. In the existing methods, the amount of some used solvents is too large, some methods have excessive requirements on equipment and some methods are too small in yield, thus being inapplicable to industrialized production. In the invention, deodorizing distillate of fatty acid oil is subjected to esterification and alcoholysis firstly and then freezing and crystallization are carried out to separate out phytosterol; then, after aliphatic ester in a filtrate is reclaimed by short-path distillation, a tocopherol concentrate is obtained and separated by silica gel column chromatography, and eluted with three organic solvents of different polarity so as to obtain the aliphatic ester, the mixed tocopherols with high content and phytosterol crude product. The method of the invention has low requirements on raw materials, is easy for large-scale industrialized production, and can obtain high content of mixed tocopherols and obtain fatty acid methyl ester and phytosterol.

Description

technical field [0001] The invention relates to the preparation of tocopherols, in particular to an industrialized method for extracting high-content mixed tocopherols from raw materials with low tocopherol content. Background technique [0002] Natural vitamin E (Vitamin E) is the most important fat-soluble vitamin, it can only be synthesized in plants, it is a very important dietary supplement for humans and animals, and sometimes it is also used as a medicine. Natural vitamin E can be divided into tocopherols and tocotrienols according to the presence or absence of double bonds on their side bond groups. Tocopherols generally exist in common vegetable oils (such as soybean oil, sunflower oil, corn germ oil and rapeseed oil). oil, etc.), while tocotrienols are higher in cereal seeds (such as oats, barley, rye, and rice bran), and are highest in palm oil. Both tocopherol and tocotrienol are a mixture containing four active isomers of α, β, γ, and δ. Since the content of n...

Claims

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Application Information

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IPC IPC(8): C07D311/72
Inventor 许新德张莉华冯华文俞益邵斌
Owner ZHEJIANG MEDICINE CO LTD XINCHANG PHAMACEUTICAL FACTORY
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