Method for preparing liposoluble tea polyphenol

A technology of fat-soluble tea polyphenols and tea polyphenols, which is applied in the direction of chemical instruments and methods, fat production, and chemical change-inhibiting compositions, etc., which can solve the problems of reduced antioxidant effect and loss of antioxidant active phenolic hydroxyl groups

Active Publication Date: 2008-09-24
SHANGHAI JIAODA ONLLY CO LTD +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

After catechin is esterified by oxyacylation, it will inevitably lose the phenolic hydro...

Method used

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  • Method for preparing liposoluble tea polyphenol
  • Method for preparing liposoluble tea polyphenol
  • Method for preparing liposoluble tea polyphenol

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0077] Weigh 104 grams (0.4mol) of palmitic acid, put it in a 250ml three-necked bottle (with stirring, feeding port, and condenser), and then add 36ml (0.49mol) of thionyl chloride. Repeatedly raise and lower the temperature between 20°C and 50°C, and at the same time stir the reaction until no bubbles are generated, and repeat the temperature rise and fall about 5 to 8 times. The reaction time is about 7 hours. After cooling, add 1.2ml DMF (0.0156mol), then gradually raise the temperature to 50°C, and react until there are no HCL bubbles (about 2 hours). After cooling, the reaction solution is a transparent solution without solids. Scanning (400nm ~ 200nm), there is no thionyl chloride absorption peak around 280nm.

[0078] Get 160ml of nitrobenzene and put it in a 500ml three-necked bottle (with stirring, feeding port, and condensation drying tube), while stirring, add 8.05 grams (0.061mol) of aluminum trichloride successively and the above reaction to obtain 18.88ml (0.061...

Embodiment 2

[0080] Weigh 104 grams (0.4mol) of palmitic acid, put it in a 250ml three-necked bottle (with stirring, feeding port, condenser), and then add 38.2ml (0.52mol) of thionyl chloride. Repeatedly raise and lower the temperature between 20°C and 50°C, and at the same time stir the reaction until no bubbles are generated, and repeat the temperature rise and fall about 5 to 8 times. The reaction time is about 5 hours. After cooling, add 1.6ml of DMF (0.021mol), then gradually raise the temperature to 50°C, and react until there are no bubbles (about 2 hours). After cooling, the reaction solution is a transparent solution without solids. Scan by UV (400nm~200nm) There is no thionyl chloride absorption peak around 280nm.

[0081] Get 180ml of nitrobenzene and put it in a 500ml three-necked bottle (with stirring, feeding port, and condensation drying tube), while stirring, add 9.71 grams of aluminum trichloride (0.074mol) and the above reaction to obtain 22.89ml (0.074mol) of palmitoyl ...

Embodiment 3

[0083]Weigh 104 grams (0.4mol) of palmitic acid, put it in a 250ml three-necked bottle (with stirring, feeding port, condenser), and then add 32.3ml (0.44mol) of thionyl chloride. Repeatedly raise and lower the temperature between 20°C and 50°C, and at the same time stir the reaction until no bubbles are generated, and repeat the temperature rise and fall about 5 to 8 times. The reaction time is about 10 hours. After cooling, add 2.6ml DMF (0.035mol), then gradually raise the temperature to 50°C, and react until there are no HCL bubbles (about 3 hours). After cooling, the reaction solution is a transparent solution without solids. Scanning (400nm~200nm) has no thionyl chloride absorption peak around 280nm.

[0084] Get 200ml of nitrobenzene and put it in a 500ml three-necked bottle (with stirring, feeding port, and condensation drying tube), while stirring, add 12.9 grams (0.098mol) of aluminum trichloride and the above reaction to obtain 30.3ml (0.098mol) of palmitoyl chlorid...

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Abstract

The present invention relates to a preparation method of fat-soluble tea polyphenol and aims to expand the use of the tea polyphenol by using the water-soluble tea polyphenol as raw material to prepare the fat-soluble tea polyphenol. In the preparation method, carbon acylation is used for preparing the fat-soluble tea polyphenol. More accurately, the preparation of the fat-soluble tea polyphenol causes no loss of phenolic hydroxyl of the raw material of tea polyphenol. Thus the product has improved fat-solubility and original antioxidant properties. The product can be dissolved in oil, fat and organic solvents but can not be dissolved in water. The antioxidant free group and anti-lipid overoxidation performance are similar to the tea polyphenol. The present invention also relates to a preparation method and conditions therefore for the esterification of class formation of catechin through carbon acylation. And the fat-soluble tea polyphenol has the performances that are superior to the products of the same class in the prior art.

Description

technical field [0001] The invention relates to a method for preparing fat-soluble tea polyphenols, in particular, the invention relates to preparing fat-soluble tea polyphenols by carbonylation. technical background [0002] Currently commonly used fat-soluble antioxidants mainly include: BHA (butyl hydroxyanisole), BHT (dibutyl hydroxy toluene), PG (propyl gallate) and TBHQ (tert-butyl hydroquinone), vitamin E, Vitamin C Palmitate, Rosemary Extract, etc. Among them, BHA, BHT, PG, and TBHQ are all chemically synthesized antioxidants, and TBHQ has the best antioxidant effect, and chemically synthesized antioxidants have certain toxicity. Among the natural antioxidants, the effect of rosemary extract is better. It is reported that in Japan, TBHQ is not allowed to be used in oil antioxidants, but rosemary extract is used. However, rosemary extract is expensive, and it is not easy to popularize and use it in China. Therefore, the existing antioxidants can no longer fully me...

Claims

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Application Information

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IPC IPC(8): C07D311/22C07H17/00C09K15/08C11B5/00
Inventor 邵卫樑杭晓敏张蔚胡天喜卢聪聪
Owner SHANGHAI JIAODA ONLLY CO LTD
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