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Efficient synthesis and separation method of phytosterol ester

A phytosterol ester and separation method technology, applied in the field of high-efficiency synthesis and separation of phytosterol ester, can solve the problems of toxic solvents and food safety hazards, and achieve the effects of low freezing point, high safety, and low pollution

Active Publication Date: 2014-12-03
HANGZHOU YUHANG BOOST OILS & FATS CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although this method has good chemical stability and high extraction efficiency (>99%), adding a weak base in the deacidification step will cause the hydrolysis of the sterol ester to a certain extent. It cannot be completely separated, so in actual operation, it is very likely that fatty acid salts in the absolute ethanol phase will remain in the n-hexane phase. In addition, the use of toxic solvents also brings potential food safety hazards

Method used

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  • Efficient synthesis and separation method of phytosterol ester
  • Efficient synthesis and separation method of phytosterol ester
  • Efficient synthesis and separation method of phytosterol ester

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1～21

[0042] Step 1. Preparation of supported catalyst

[0043] Weigh 2g of NHAP (nano hydroxyapatite) carrier into a 100mL reactor, add 60mL of deionized water, at 120℃, pressure 1.2MPa, N 2 Under the protection conditions, the carrier steam expansion treatment for 2h. Then put it in a 110℃ vacuum oven to dry for 6 hours to remove moisture, and roast in a 600℃ muffle furnace for 4 hours to improve mechanical strength. After cooling to room temperature, vacuum for 30 minutes to remove the gas and moisture inside the porous material and facilitate the active assembly Points into the carrier channel.

[0044] Measure the saturated water absorption of the carrier first, and weigh the volume of 2g of NHAP that has been expanded and added to the water as V 1 , After immersing at room temperature for a period of time, use a straw to absorb excess water 2 , The saturated water absorption rate of every 2g carrier (V 1 -V 2 ) / 2, the amount of catalyst added is calculated based on the effective ac...

Embodiment 22～25

[0058] Using the same synthesis and separation method as in Example 4, the only difference is that after the reaction is completed, vacuum filtration is used to remove Cu(NO 3 ) 2 -NHAP, the separated Cu(NO 3 ) 2 -NHAP was cleaned by absolute ethanol and vacuum dried at 105°C and put into the next batch reaction. The above steps were repeated 4 times. After each reaction, the product esterification rate was used as an indicator to measure the change in catalyst activity, as shown in Table 3:

[0059] table 3

[0060]

[0061] Examples 22-25 refer to the changes in the esterification rate after one, two, three and four reactions under the optimal esterification reaction conditions, respectively. It can be seen that the repeated use of Cu(NO 3 ) 2 -After NHAP three times, the catalyst activity decreased significantly. The data showed that the reaction esterification rate fell below 80%, so the supported catalyst can be used repeatedly for at least three batch reactions.

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Abstract

The invention discloses an efficient synthesis and separation method of a phytosterol ester. The method comprises the following steps: mixing phytosterol, a fatty acid and a catalyst to carry out an esterification reaction so as to obtain a crude product of the phytosterol ester, wherein the catalyst is formed by taking Cu(NO3)2 as an active component and nano-hydroxyapatite as a carrier; and filtering the obtained crude product of the phytosterol ester, then mixing the crude product with a crystallizing solvent according to the molar ratio of 1-(1 to 10), carrying out adsorption bleaching and cooling crystallization at -18 DEG C to 10 DEG C for 18 to 30 hours so as to obtain the phytosterol ester. The crystallizing solvent can be of an octanoic acid, methyl caprylate, ethyl acetate or caprylic triglyceride. In a separation and purification process, the food-grade octanoic acid, methyl caprylate, ethyl acetate or caprylic triglyceride is selected as the crystallizing solvent, so that the safety is high, a crystallized product is high in purity, an organic solvent is not needed, and the crystallizing solvent can be repeatedly recycled. Thus, a novel simple, rapid, safe and environmental-friendly method for industrial production of the phytosterol ester is provided.

Description

Technical field [0001] The present invention relates to the technical field of organic synthesis, in particular to a method for efficient synthesis and separation of phytosterol esters. Background technique [0002] In recent years, the incidence of aging diseases represented by coronary heart disease has increased significantly, which has promoted people's cognition and research on plant sterols. Increased levels of total cholesterol and low-density lipoprotein cholesterol (LDL-C) in the human body will significantly increase the risk of coronary heart disease. Phytosterols are naturally occurring micro-components in foods. They are gradually known and valued by people because they can reduce the content of total cholesterol and LDL-C in the human body without affecting the level of high-density cholesterol (HDL-C). [0003] However, the solubility of phytosterols in water and oils is very poor, and they are in crystalline form at room temperature, so their application in the foo...

Claims

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Application Information

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IPC IPC(8): C07J9/00B01J27/18
Inventor 潘秋月郁听张斌
Owner HANGZHOU YUHANG BOOST OILS & FATS CO LTD
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