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A green process for preparing sterol fatty acid esters

A technology of fatty acid ester and green process, which is applied in the direction of carboxylate preparation, steroid preparation, chemical instruments and methods, etc. It can solve the problems of no product oxidation stability and reaction by-product monitoring, low catalyst safety, and equipment corrosion Strong and other problems, to achieve the effect of inhibiting the destruction of molecular structure and oxidation stability, increasing biologically active functional factors, and simplifying the process

Inactive Publication Date: 2012-02-08
INST OF OIL CROPS RES CHINESE ACAD OF AGRI SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0009] US6,413,571 B1 discloses that methyl conjugated linoleate and sterol are used as raw materials, and sodium methoxide is used as a catalyst to prepare sterol esters that can be used in food and pharmaceutical products under vacuum heating conditions. The conditions adopted are relatively mild. However, sodium methoxide is highly corrosive to equipment and unfavorable to production
[0010] Therefore, there are still shortcomings such as high temperature and long-term heating, low catalyst safety, and use of organic solvents in the existing patented technology for the purpose of preparing edible sterol fatty acid esters, and there is no oxidation stability and reaction by-products for the final product obtained. monitor

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0036]Preparation of sterol linoleate: Weigh 4 g of linoleic acid, weigh phytosterols according to the molar ratio of linoleic acid to phytosterols of 1.5:1, add 0.06% of the total weight of grape seed extract, and use vortex oscillation to mix evenly , placed in a microwave oven, heated at a heating intensity of 80W / g for 2min, immediately after taking it out, add 2% citric acid of its total weight to the mixture, vibrate vigorously with a vortex mixer, and heat intermittently under the condition of a microwave power of 110w / g , a single heating time is 4min / time, with an interval of 30 seconds between each time, and a total of 8 times of heating. After the reaction, add absolute ethanol accounting for 50% of the total reactant mass, stir and place in a refrigerator at 4°C overnight, filter to remove unreacted complete sterols, then remove absolute ethanol by rotary evaporation under vacuum at 60°C, and then add The white clay with 10% total weight of the reactants was heated...

Embodiment 2

[0038] Preparation of oleic acid sterol ester: Weigh 4 g of oleic acid, weigh phytosterol according to the molar ratio of oleic acid to phytosterol 1.2:1, add tea polyphenols accounting for 0.05% of the weight of the reactant, vortex and mix, and heat , Heated and melted under 50Pa vacuum conditions for 1h, cooled to 65°C and added Novozyme 435 accounting for 3% of the total reactant mass, vortexed and oscillated to mix well, reacted under 70°C, 40Pa vacuum heating conditions for 12h; after the reaction, added Dehydrated ethanol with 50% of the total reactant quality, stirred and placed in a refrigerator at 4°C overnight, filtered to remove unreacted complete sterols and lipase, then added 10% white clay and activated carbon accounting for the total reactant weight, at 60°C Heating, stirring and filtering, the decolorized product was further washed with water and heated for 5 minutes under 100W / g microwave heating intensity to dry and dehydrate to obtain a sterol fatty acid est...

Embodiment 3

[0040] Preparation of α-linolenic acid sterol ester: Weigh 4 g of α-linolenic acid, weigh phytosterols according to the molar ratio of α-linolenic acid to phytosterols of 1.3:1, and then add bamboo leaf flavonoids and tea polyphenols accounting for 0.1% of the total weight Mix the mixture evenly with a homogenizer, place it in a microwave oven, and heat it for 2 minutes at a heating intensity of 60W / g. After taking it out, add 3% of its total weight of sodium bisulfate to the mixture, and vibrate vigorously with a vortex mixer. React for 7 hours under 100°C and 10Pa vacuum heating conditions; the subsequent steps are the same as in Example 1 to obtain a sterol α-linolenic acid ester product with an esterification rate of 98.1%, a product peroxide value of 6.6meq / kg, and a trans fatty acid content of less than 0.1 %.

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Abstract

The invention relates to a green process for preparing sterol fatty acid ester. Use phytosterols, fatty acids or / and fatty acid esters, and antioxidants as raw materials. After mixing the raw materials evenly, heat and melt in vacuum or microwave radiation. After the above mixture is melted, add a catalyst. The amount of the catalyst added is 1% of the total weight of the reactants. 0.2% to 8%, after further thorough mixing, the esterification reaction is carried out for 3-20 hours at a temperature of 30-150 ° C, normal pressure or vacuum heating conditions of 10-100 Pa, or the esterification reaction is carried out by microwave radiation for 5-20 hours. For 30 minutes, the heating intensity of microwave radiation is 20W / mL~200W / mL, and the product after esterification reaction is separated, purified, and dried to obtain the sterol fatty acid ester product. Not only can the processing and reaction time be significantly shortened, the separation and purification steps can be simplified, the production efficiency can be improved, energy consumption can be saved, and the product has high biological activity and strong safety.

Description

technical field [0001] The invention relates to a green process for preparing sterol fatty acid ester. Background technique [0002] Phytosterols come from a wide range of sources, and more than 40 kinds have been found in nature, of which β-sitosterol, stigmasterol, and campesterol account for the vast majority. Sterols can prevent cardiovascular diseases and are one of the top ten functional nutrients recommended by the International Society of Nutrition in the future. However, the small solubility of free sterols in water and oil limits its application, and what is more prominent is that sterols are also difficult to dissolve in the micellar phase in the digestive organs of the human body, so that they cannot exert their physiological activity in the human body. On the other hand, Sterols have a relatively high melting point and tend to form crystals at low temperatures below 10°C, making it difficult to maintain the original structure in foods added with sterols. Ester...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07J75/00C12P15/00C07C67/08
Inventor 黄凤洪钮琰星邓乾春刘昌盛杨湄李文林郭萍梅万楚筠王明霞李江涛张品
Owner INST OF OIL CROPS RES CHINESE ACAD OF AGRI SCI
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