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Method for preparing conjugated linoleic acid short-chain alcohol ester

A technology of conjugated linoleic acid and short-chain alcohol esters, which is applied to the preparation of carboxylic acid esters, chemical instruments and methods, and the preparation of organic compounds, and can solve the problems of high temperature and high pressure, high risk of organic solvent residues, and conjugated linoleic acid. Acid is easy to oxidize and deteriorate, and achieve the effect of low risk factor, increasing content, and avoiding the problem of organic solvent residue

Inactive Publication Date: 2017-09-01
ANHUI AGRICULTURAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] The purpose of the present invention is to overcome the deficiencies of the prior art and provide a method for preparing short-chain alcohol esters of conjugated linoleic acid to solve the problems of easy oxidation and deterioration of conjugated linoleic acid, residual organic solvents, high risk of high temperature and high pressure, etc. technical problem

Method used

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Examples

Experimental program
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Effect test

Embodiment 1

[0027] This embodiment provides a method for preparing short-chain alcohol esters of conjugated linoleic acid, comprising the following steps:

[0028] (1) Add 15g of potassium hydroxide to 75ml of propylene glycol and 1ml of water to form a mixed solution, add the reaction kettle, and replace the air in the reaction kettle with nitrogen, then heat up to alkali dissolution under nitrogen atmosphere; add 50g of safflower oil and heat up to 200 °C, after stirring for 4 hours with heat preservation, the saponified isomerization product was obtained;

[0029] (2) Lower the temperature of the saponified isomerization product to below 100°C, add hydrochloric acid, stir, adjust the pH to 3, stir and mix evenly, let it stand for layering, collect the oil phase product, wash the oil phase product with water until the pH is 6-7, Separate and collect the oil phase product;

[0030] (3) The oil phase product after acidification and water washing was frozen at 0°C for 5 hours, filtered wi...

Embodiment 2

[0033] This embodiment provides another method for preparing conjugated linoleic acid short-chain alcohol esters, comprising the following steps:

[0034] (1) Add 1.5g of sodium hydroxide and 6g of potassium hydroxide mixture into the mixed solution formed by 49ml of propylene glycol and 1ml of water, add to the reaction kettle, replace the air in the reaction kettle with nitrogen, and heat up to the alkali dissolution under nitrogen atmosphere; add 50g Microalgae oil was heated up to 140°C, and after insulated and stirred for 4 hours, the saponified isomerization product was obtained;

[0035] (2) Lower the temperature of the saponified isomerization product to below 100°C, add hydrochloric acid, stir, adjust the pH to 5, stir and mix evenly, and then let it stand for layering, collect the oil phase product, wash the oil phase product with water until the pH is 6-7, Separate and collect the oil phase product;

[0036] (3) The oil phase product after acidification and water w...

Embodiment 3

[0039] This embodiment provides another method for preparing short-chain alcohol esters of conjugated linoleic acid, comprising the following steps:

[0040] (1) Add 50g of sodium hydroxide to a mixed solution of 100ml of propylene glycol, 10ml of ethylene glycol and 1ml of water, add it to the reaction kettle, and replace the air in the reaction kettle with nitrogen, then heat up to alkali dissolution under nitrogen atmosphere; add 100g of microalgae oil And raise the temperature to 165 ° C, keep stirring for 8 hours to obtain saponification isomerization products;

[0041] (2) Lower the temperature of the saponified isomerization product to below 100°C, add oxalic acid, stir, adjust the pH to 1, stir and mix evenly, let it stand for stratification, collect the oil phase product, wash the oil phase product with water until the pH is 6-7, Separate and collect the oil phase product;

[0042] (3) The oil phase product after acidification and water washing was frozen at -1°C for...

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Abstract

The invention discloses a method for preparing conjugated linoleic acid short-chain alcohol ester. The method comprises the following steps: taking vegetable oil as a raw material; carrying out one-step saponification and isomerization under a normal-pressure nitrogen filling condition; acidifying and washing with water; centrifuging to prepare a conjugated linoleic acid crude product; freezing, refining and separating to obtain a conjugated linoleic acid refined product; mixing the conjugated linoleic acid refined product with alcohol and adding an acidic catalyst; neutralizing, filtering and carrying out rotary evaporation; filtering to obtain the conjugated linoleic acid short-chain alcohol ester. Compared with the prior art, a reaction speed is effectively controlled, the generation of trans fatty acids is extremely reduced, the quality of the product is improved, the time of reaction operation is greatly reduced and the preparation efficiency is improved; the method has a simple process and is easy to operate and needed equipment investment is small; the conjugated linoleic acid short-chain alcohol ester prepared by the method has high stability, is not easy to oxidize and has various important physiological functions of inhibiting cancers, losing weight, adjusting blood lipid, regulating blood glucose, regulating blood pressure, resisting atherosclerosis, regulating immunity and the like.

Description

technical field [0001] The invention relates to the technical field of natural product chemistry, in particular to a method for preparing conjugated linoleic acid short-chain alcohol esters. Background technique [0002] Conjugated linoleic acids (CLA) is a general term for several stereo and positional isomers of linoleic acid (Linoleic acids, LA) molecules. Enenoic acid. The double bond of CLA mainly has four positions on the carbon chain: 8,10-, 9,11-, 10,12- and 11,13-, and because the carbon atoms at both ends of the conjugated double bond have cis Formula (cis) and trans (trans) two geometric configurations, that is, each positional isomerism has four geometric isomers of cis-cis, cis-trans, trans-cis, and trans-trans, so CLA isomerism There are many types of bodies. Among them, c9, t11-CLA and t10, c12-CLA are the two main isomers with the most content and proved to have physiological activity. A large number of studies and experiments have proved that CLA and CLA...

Claims

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Application Information

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IPC IPC(8): C07C67/08C07C69/587
CPCC07C67/08C07C51/09C07C69/587C07C57/12
Inventor 田胜尼汪海波姚国峰叶爱华朱林
Owner ANHUI AGRICULTURAL UNIVERSITY
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