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Method for separating squalene and vitamin E

A separation method, the technology of squalene, applied in the field of separation of squalene and vitamin E, can solve the problems of high cost of separation, insufficient purity, low recovery rate, etc., and achieve low recovery cost and reusable performance The effect of stability and mild separation process conditions

Active Publication Date: 2016-11-09
HUIZHOU RES INST OF SUN YAT SEN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Hongtao Wan etc. utilize supercritical CO2 Extraction and separation of tocopherol and squalene in soybean oil, but the extraction operation process is complicated, the separation cost is expensive, the purity is not high, and the recovery rate is low (Industrial & Engineering Chemistry Research 2004 the 43rd volume 2753 -2758 pages)
Qudelin et al proposed a process route for extracting tocopherol from the deodorized distillate with low tocopherol content, including formylation, water washing, distillation, secondary formylation, secondary washing, secondary distillation, Methanol extraction, cooling and impurity removal, strong basic anion exchange resin treatment and other steps, the tocopherol content in the product can reach 50-60%. Although this process has a large processing capacity, the process is complicated, the recovery rate is low, and the purity does not meet the requirements ( Application number CN 1034367)
Posada et al. used molecular distillation technology to extract squalene from palm oil, and investigated the effects of distillation temperature and feed rate on the content of squalene in palm oil. The results showed that squalene can enter the light phase at low temperature Among them, the content is 3.94%, which has certain guiding significance for the extraction of squalene by molecular distillation (Separation and Purification Technology 2007, the second phase 220-229 pages). Although the processing capacity is large, the energy consumption is too large, the cost is too high, and the purity lower
In addition, the patent "process of fractional extraction of natural vitamin E by supercritical carbon dioxide fluid" (application number 02115535.6) and the patent "method of supercritical fluid extraction and concentration of natural vitamin E (application number 00103260.7) both have the disadvantages of complicated process operation and high cost.
The above-mentioned work related to the extraction and concentration of natural vitamin E and squalene is based on their respective methods, and there are great limitations, especially in the preparation of high-purity squalene and natural vitamin E, it is still difficult to achieve

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] Dissolve 1.135g of β-CD (1mmol) in deionized water to make a saturated solution, place it in a water bath at 35°C and stir, after the β-CD is completely dissolved, mix 0.0822g of squalene and 0.0860g of vitamin E The solution was added dropwise to the aqueous solution of β-CD. The reaction was performed at 180 rpm for 6 h, and then the reactant was frozen at 4°C for 24 h, vacuum filtered, and the filter cake was washed with deionized water and n-hexane, and dried in vacuum at low temperature. The inclusions were extracted by solvent extraction. At room temperature, the inclusions were added to 25ml of absolute ethanol for extraction, stirred for 2 hours under magnetic stirring, the extract was filtered, and the purity was obtained by vacuum distillation. Higher squalene and natural vitamin E have a purity of 87% and 83% through HPLC analysis, and a separation factor of 4.001.

Embodiment 2

[0026] Dissolve 1.135g β-CD (1mmol) in deionized water to make a saturated solution, place it in a water bath at 45°C and stir, after the β-CD is completely dissolved, mix 0.0822g squalene and 0.0860g vitamin E The solution was added dropwise to the aqueous solution of β-CD. The reaction was performed at 180 rpm for 6 h, and then the reactant was frozen at 4°C for 24 h, vacuum filtered, and the filter cake was washed with deionized water and n-hexane, and dried in vacuum at low temperature. The inclusions were extracted by solvent extraction. At room temperature, the inclusions were added to 25ml of absolute ethanol for extraction, stirred for 2 hours under magnetic stirring, the extract was filtered, and the purity was obtained by vacuum distillation. Higher squalene and natural vitamin E can be analyzed by HPLC with a purity of 84% and 79%, and a separation factor of 3.495.

Embodiment 3

[0028] Dissolve 1.135g β-CD (1mmol) into deionized water to make a saturated solution, place it in a water bath at 45°C and stir, after β-CD is completely dissolved, mix 0.1233g squalene and 0.1290g vitamin E The solution was added dropwise to the aqueous solution of β-CD. The reaction was performed at 180 rpm for 6 h, and then the reactant was frozen at 4°C for 24 h, vacuum filtered, and the filter cake was washed with deionized water and n-hexane, and dried in vacuum at low temperature. The inclusions were extracted by solvent extraction. At room temperature, the inclusions were added to 25ml of absolute ethanol for extraction, stirred for 2 hours under magnetic stirring, the extract was filtered, and the purity was obtained by vacuum distillation. Higher squalene and natural vitamin E can be analyzed by HPLC with a purity of 81% and 77%, and a separation factor of 3.415.

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Abstract

The invention discloses a method for separating squalene and vitamin E. The method comprises the steps that beta-cyclodextrin is used for inclusion separation of a mixture containing squalene and natural vitamin E, and the purposes of purification and separation are achieved through preferential adsorption of squalene under the mild condition by using the difference of the weak interaction force of different substrates of beta-cyclodextrin, squalene and natural vitamin E. A small quantity of the squalene and natural vitamin E mixture dissolved with ethyl alcohol is dropwise added into a saturate beta-cyclodextrin aqueous solution at a constant temperature, stirring is carried out at the constant temperature, an inclusion complex is separated out after cooling and standing, filtering and vacuum drying are carried out, and squalene and natural vitamin E in the inclusion complex are extracted out with absolute ethyl alcohol. The method has the advantages of being mild in separating condition, simple in process, capable of saving energy, environmentally friendly, capable of recycling a separation carrier and avoiding the oxidation phenomenon which is likely to occur as the heat sensitivity of substances, and the like.

Description

technical field [0001] The invention belongs to the field of separation and purification, and in particular relates to a method for separating squalene and vitamin E. Background technique [0002] Natural vitamin E, also known as tocopherol, is mainly derived from animal and vegetable oils. It is used to treat infertility, habitual abortion and threatened abortion. It is also an antioxidant and prevents the unsaturated bonds of peroxidase from binding on the cell membrane. , burns, age spots, pigmentation, dry skin, and prevent UV damage has important effects. Squalene, also known as squalene, tricosahexaene, squalene, molecular formula C 30 h 50 , molecular weight 410.71, is a highly unsaturated hydrocarbon compound, squalene also has significant antioxidant capacity. At present, natural vitamin E and squalene are mainly used in the health care products and cosmetics industries. With the improvement of the quality of life, the quality requirements for natural vitamin E a...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C11/21C07C7/00C07C7/10C07C7/152C07D311/72
CPCC07C7/00C07C7/005C07C7/10C07C7/152C07D311/72C07C11/21
Inventor 纪红兵李海波杨祖金
Owner HUIZHOU RES INST OF SUN YAT SEN UNIV
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