CN115466161A - Method for separating and purifying linolenic acid from cornus wilsoniana fruit oil - Google Patents
Method for separating and purifying linolenic acid from cornus wilsoniana fruit oil Download PDFInfo
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- C07C51/41—Preparation of salts of carboxylic acids
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- C07C51/42—Separation; Purification; Stabilisation; Use of additives
- C07C51/43—Separation; Purification; Stabilisation; Use of additives by change of the physical state, e.g. crystallisation
- C07C51/44—Separation; Purification; Stabilisation; Use of additives by change of the physical state, e.g. crystallisation by distillation
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- C07C51/47—Separation; Purification; Stabilisation; Use of additives by solid-liquid treatment; by chemisorption
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- C07C51/42—Separation; Purification; Stabilisation; Use of additives
- C07C51/48—Separation; Purification; Stabilisation; Use of additives by liquid-liquid treatment
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Abstract
The invention discloses a method for separating and purifying linolenic acid from cornus wilsoniana fruit oil, which relates to the technical field of separation and purification, and comprises the following steps of S1: ultrasonic coarse extraction; s2: saponification; s3: extracting and separating to obtain mixed fatty acid; s4: distilling under reduced pressure to obtain linolenic acid; s5: purifying linolenic acid with silica gel chromatographic column; compared with the separation and purification method in the prior art, the method for separating and purifying linolenic acid from cornus wilsoniana fruit oil provided by the application reduces the solvent consumption, consumes less and has high recovery rate; the high requirements on equipment are reduced, and the separation and purification cost is reduced; compared with the separation and purification method in the prior art, the separation and purification method has the advantage of low temperature, and the loss of linolenic acid caused by high temperature is avoided by adopting the separation and purification condition of low temperature change; the linolenic acid obtained by the separation and purification method provided by the application has high purity.
Description
Technical Field
The invention relates to the technical field of separation and purification, in particular to a method for separating and purifying linolenic acid from cornus wilsoniana fruit oil.
Background
Linolenic acid is known to be one of effective health-care foods for human, can degrade harmful pathological substances of human bodies such as low-density lipoprotein cholesterol, high triglyceride and the like, increases the content of high-density lipoprotein components, effectively prevents and treats hyperlipidemia, fatty liver, myocardial infarction and hypertension, inhibits thrombosis, dissolves thrombus, repairs thrombus scars, ensures blood oxygen required by blood vessels, recovers the elasticity of the blood vessels, and achieves the aim of softening the blood vessels; the current purification method of linolenic acid generally comprises the following steps: urea inclusion method, low-temperature crystallization method, supercritical fluid extraction method and the like, but the existing purification methods all have various defects: the urea inclusion method and the low-temperature crystallization method require a large amount of solvent, and have high consumption and low yield; the supercritical extraction needs to be operated under quite high pressure, the equipment requirement is high, and the processing cost is high; other separation and purification methods have high temperature and high loss of linolenic acid; the cornus wilsoniana is an important woody oil plant in the family of dogwood in dogwood, the oil content of the whole fruit is 30-36%, and because the content of linolenic acid in the cornus wilsoniana fruit oil is not high, reports on the separation and purification of the linolenic acid from the cornus wilsoniana fruit oil are few. Therefore, in order to realize high-value utilization of cornus wilsoniana and increase the added value of cornus wilsoniana fruit oil, it is urgently required to develop a method for separating and purifying linolenic acid from cornus wilsoniana fruit oil so as to meet the requirement of practical use.
Disclosure of Invention
In view of the above, the present invention provides a method for separating and purifying linolenic acid from cornus wilsoniana fruit oil, which avoids the loss of linolenic acid due to high temperature by using the separation and purification conditions of low temperature change; the linolenic acid obtained by the separation and purification method provided by the application has high purity.
In order to achieve the purpose, the invention adopts the following technical scheme:
a method for separating and purifying linolenic acid from cornus wilsoniana fruit oil comprises the following steps:
s1: ultrasonic coarse extraction: putting the cornus wilsoniana fruit oil into ultrasonic waves to perform ultrasonic extraction for 40-50 minutes, wherein the ultrasonic temperature is 30-50 ℃, and the ultrasonic pressure is normal pressure, and performing ultrasonic extraction to obtain a crude extract;
s2: saponification: carrying out saponification reaction on the crude extract obtained in the step S1 to obtain a saponification reaction product; adding alkali and ethanol or methanol into the crude extract obtained in the step S1, wherein the weight ratio of the crude extract to the ethanol or the methanol is 1:10-1:15, the addition amount of alkali is 0.5 to 3 times of the weight of the crude extract, the saponification reaction temperature is 45 to 50 ℃, and the reaction time is 1 to 2 hours; adding hydrochloric acid into the saponification reactant to adjust the pH to 4-5;
s3: extracting and separating to obtain mixed fatty acid: and (3) adding an aqueous phase and an organic phase into the saponification reactant obtained in the step (S2) for extraction, wherein the aqueous phase is saturated saline solution, and the organic phase is ethyl acetate and acetone, and the feed-liquid ratio of the saponification reactant to the organic phase is 1:4-1:2, the volume ratio of the ethyl acetate to the acetone is 7:1-9:1, the extraction temperature is 70-90 ℃, the extraction time is 30-50 min, extracted organic phases are obtained, and the organic phases are combined and concentrated to obtain mixed fatty acid;
s4: and (3) carrying out reduced pressure rectification separation to obtain linolenic acid: performing reduced pressure rectification on the mixed fatty acid obtained in the step S3, wherein the pressure of the reduced pressure rectification is 60-80 Pa, the temperature is 80-90 ℃, and the rectification is repeated twice to obtain linolenic acid;
s5: purifying linolenic acid by using a silica gel chromatographic column: eluting the linolenic acid obtained in the S4 by adopting a silica gel chromatographic column, wherein the stationary phase of the silica gel chromatographic column is silica gel and an acrylate polymer, the mobile phase of the silica gel chromatographic column is ethanol with the mass fraction of 70-90%, and the elution temperature of the silica gel chromatographic column is 30-40 ℃.
As a preferred embodiment: and drying the combined organic phases in the S3 by using anhydrous sodium sulfate, and concentrating to obtain the mixed fatty acid.
As a preferred embodiment: the material-liquid ratio of the saponification reactant to the organic phase in S3 is 1:3, the volume ratio of ethyl acetate to acetone is 8:1, the extraction temperature is 80 ℃, and the extraction time is 40min.
As a preferred embodiment: the concentration of ethanol or methanol in the S2 is 98%.
As a preferred scheme: the addition amount of the alkali in the S2 is 2 times of the weight of the crude extract, and the saponification reaction temperature is 48 ℃.
As a preferred embodiment: and the pressure of the vacuum rectification in the S4 is 70Pa, and the temperature is 85 ℃.
As a preferred embodiment: the mass ratio of the silica gel to the acrylate polymer in the S5 is 10:1.
as a preferred embodiment: the flow rate of the S5 mobile phase was 0.85 ml/min.
As a preferred scheme: and the alkali in the S2 is NaOH solution or KOH solution.
As a preferred embodiment: the mass fraction of the NaOH solution or the KOH solution is 2 to 5 percent.
Compared with the prior art, the method has obvious advantages and beneficial effects, and concretely, according to the technical scheme, compared with the separation and purification method in the prior art, the method for separating and purifying linolenic acid from cornus wilsoniana fruit oil provided by the application has the advantages that the solvent consumption is reduced, the consumption is low, and the recovery rate is high; the high requirements on equipment are reduced, and the separation and purification cost is reduced; compared with the separation and purification method in the prior art, the separation and purification method provided by the application has the advantage of low temperature, and the loss of linolenic acid caused by high temperature is avoided by adopting the separation and purification condition of low temperature change; the linolenic acid obtained by the separation and purification method provided by the application has high purity.
Detailed Description
Example 1:
s1: ultrasonic coarse extraction: putting the cornus wilsoniana fruit oil into ultrasonic waves for ultrasonic extraction for 40 minutes, wherein the ultrasonic temperature is 30 ℃, and the ultrasonic pressure is normal pressure, and the crude extract is obtained by ultrasonic extraction;
s2: saponification: carrying out saponification reaction on the crude extract obtained in the step S1 to obtain a saponification reaction product; adding alkali and 98% ethanol into the crude extract obtained in the step S1, wherein the weight ratio of the crude extract to the ethanol is 1:10, adding 0.5 time of alkali in the weight of the crude extract, wherein the saponification reaction temperature is 45 ℃, and the reaction time is 1h; adding hydrochloric acid into the saponification reactant to adjust the pH to 4; adding alkali to obtain NaOH solution with the mass fraction of 2%;
s3: extracting and separating to obtain mixed fatty acid: and (3) adding an aqueous phase and an organic phase into the saponification reactant obtained in the step (S2) for extraction, wherein the aqueous phase is saturated saline water, and the organic phase is ethyl acetate and acetone, and the feed-liquid ratio of the saponification reactant to the organic phase is 1:4, the volume ratio of the ethyl acetate to the acetone is 7:1, the extraction temperature is 70 ℃, the extraction time is 30min, an extracted organic phase is obtained, and the organic phase is combined and dried and concentrated by using anhydrous sodium sulfate to obtain mixed fatty acid;
s4: and (3) carrying out reduced pressure rectification separation to obtain linolenic acid: performing reduced pressure rectification on the mixed fatty acid obtained in the step S3, wherein the pressure of the reduced pressure rectification is 60Pa, the temperature is 80 ℃, and performing rectification twice to obtain linolenic acid;
s5: purifying linolenic acid by using a silica gel chromatographic column: eluting the linolenic acid obtained in the step S4 by using a silica gel chromatographic column, wherein the stationary phase of the silica gel chromatographic column is silica gel and an acrylate polymer, the mobile phase of the silica gel chromatographic column is ethanol with the mass fraction of 70%, the elution temperature of the silica gel chromatographic column is 30 ℃, and the mass ratio of the silica gel to the acrylate polymer in the step S5 is 10:1, the flow rate of the mobile phase in S5 is 0.85 ml/min; purifying to obtain linolenic acid with the purity of 95.8 percent.
Example 2:
s1: ultrasonic coarse extraction: ultrasonically extracting cornus wilsoniana fruit oil in ultrasonic waves for 45 minutes at 40 ℃ and normal pressure to obtain a crude extract;
s2: saponification: carrying out saponification reaction on the crude extract obtained in the step S1 to obtain a saponification reaction product; adding alkali and 98% ethanol into the crude extract obtained in the step S1, wherein the weight ratio of the crude extract to the ethanol is 1:12, adding 1 time of alkali in the weight of the crude extract, wherein the saponification reaction temperature is 48 ℃, and the reaction time is 1.5h; adding hydrochloric acid into the saponification reaction product to adjust the pH value to 4.5; the alkali is NaOH solution, and the mass fraction of the NaOH solution is 3%;
s3: extracting and separating to obtain mixed fatty acid: and (3) adding an aqueous phase and an organic phase into the saponification reactant obtained in the step (S2) for extraction, wherein the aqueous phase is saturated saline solution, the organic phase is ethyl acetate and acetone, and the feed-liquid ratio of the saponification reactant to the organic phase is 1:3, the volume ratio of the ethyl acetate to the acetone is 8:1, the extraction temperature is 80 ℃, the extraction time is 40min, an extracted organic phase is obtained, and the organic phase is combined and dried and concentrated by using anhydrous sodium sulfate to obtain mixed fatty acid;
s4: and (3) carrying out reduced pressure rectification separation to obtain linolenic acid: performing reduced pressure rectification on the mixed fatty acid obtained in the step S3, wherein the pressure of the reduced pressure rectification is 70PaPa, the temperature is 85 ℃, and performing rectification twice to obtain linolenic acid;
s5: purifying linolenic acid by using a silica gel chromatographic column: eluting the linolenic acid obtained in the S4 by using a silica gel chromatographic column, wherein the stationary phase of the silica gel chromatographic column is silica gel and an acrylate polymer, the mobile phase of the silica gel chromatographic column is ethanol with the mass fraction of 70-90%, the elution temperature of the silica gel chromatographic column is 30-40 ℃, and the mass ratio of the silica gel to the acrylate polymer is 10:1, the flow rate of the mobile phase is 0.85 ml/min; purifying to obtain linolenic acid with the purity of 96.2 percent.
Example 3:
s1: ultrasonic coarse extraction: putting the cornus wilsoniana fruit oil into ultrasonic waves for ultrasonic extraction for 48 minutes, wherein the ultrasonic temperature is 48 ℃, and the ultrasonic pressure is normal pressure, and the crude extract is obtained by ultrasonic extraction;
s2: saponification: carrying out saponification reaction on the crude extract obtained in the step S1 to obtain a saponification reaction product; adding alkali and 98% ethanol into the crude extract obtained in the step S1, wherein the weight ratio of the crude extract to the ethanol is 1:14, adding 2 times of alkali in weight of the crude extract, wherein the saponification reaction temperature is 48 ℃, and the reaction time is 2 hours; adding hydrochloric acid into the saponification reactant to adjust the pH to 5; the added alkali is NaOH solution, and the mass fraction of the NaOH solution is 4%;
s3: extracting and separating to obtain mixed fatty acid: and (3) adding an aqueous phase and an organic phase into the saponification reactant obtained in the step (S2) for extraction, wherein the aqueous phase is saturated saline water, and the organic phase is ethyl acetate and acetone, and the feed-liquid ratio of the saponification reactant to the organic phase is 1:3, the volume ratio of the ethyl acetate to the acetone is 8:1, the extraction temperature is 80 ℃, the extraction time is 40min, an extracted organic phase is obtained, and the organic phase is combined, dried and concentrated by using anhydrous sodium sulfate to obtain mixed fatty acid;
s4: and (3) carrying out reduced pressure rectification separation to obtain linolenic acid: performing reduced pressure rectification on the mixed fatty acid obtained in the step S3, wherein the pressure of the reduced pressure rectification is 70Pa, the temperature is 85 ℃, and the rectification is repeated twice to obtain linolenic acid;
s5: purifying linolenic acid by using a silica gel chromatographic column: eluting the linolenic acid obtained in the S4 by using a silica gel chromatographic column, wherein the stationary phase of the silica gel chromatographic column is silica gel and an acrylate polymer, the mobile phase of the silica gel chromatographic column is ethanol with the mass fraction of 85%, the elution temperature of the silica gel chromatographic column is 35 ℃, and the mass ratio of the silica gel to the acrylate polymer is 10:1, the flow rate of the mobile phase is 0.85 ml/min; purifying to obtain linolenic acid with the purity of 96.8 percent.
Example 4:
s1: ultrasonic coarse extraction: putting the cornus wilsoniana fruit oil into ultrasonic waves for ultrasonic extraction for 50 minutes, wherein the ultrasonic temperature is 50 ℃, and the ultrasonic pressure is normal pressure, and the crude extract is obtained by ultrasonic extraction;
s2: saponification: carrying out saponification reaction on the crude extract obtained in the step S1 to obtain a saponification reaction product; adding alkali and methanol with the concentration of 98% into the crude extract obtained in the step S1, wherein the weight ratio of the crude extract to the methanol is 1:15, adding 3 times of alkali in weight of the crude extract, wherein the saponification reaction temperature is 50 ℃, and the reaction time is 12 hours; adding hydrochloric acid into the saponification reactant to adjust the pH to 5; the alkali is KOH solution, and the mass fraction of the KOH solution is 5 percent;
s3: extracting and separating to obtain mixed fatty acid: and (3) adding an aqueous phase and an organic phase into the saponification reactant obtained in the step (S2) for extraction, wherein the aqueous phase is saturated saline water, and the organic phase is ethyl acetate and acetone, and the feed-liquid ratio of the saponification reactant to the organic phase is 1:2, the volume ratio of ethyl acetate to acetone is 9:1, the extraction temperature is 90 ℃, the extraction time is 50min, an extracted organic phase is obtained, and the organic phase is combined and dried and concentrated by anhydrous sodium sulfate to obtain mixed fatty acid;
s4: and (3) carrying out reduced pressure rectification separation to obtain linolenic acid: performing reduced pressure rectification on the mixed fatty acid obtained in the step S3, wherein the pressure of the reduced pressure rectification is 70Pa, the temperature is 85 ℃, and performing rectification twice to obtain linolenic acid;
s5: purifying linolenic acid by using a silica gel chromatographic column: eluting the linolenic acid obtained in the S4 by using a silica gel chromatographic column, wherein the stationary phase of the silica gel chromatographic column is silica gel and an acrylate polymer, the mobile phase of the silica gel chromatographic column is ethanol with the mass fraction of 90%, the elution temperature of the silica gel chromatographic column is 40 ℃, and the mass ratio of the silica gel to the acrylate polymer is 10:1, flow rate of mobile phase is 0.85 ml/min; purifying to obtain linolenic acid with the purity of 97.2 percent.
Example 5:
s1: ultrasonic coarse extraction: putting the cornus wilsoniana fruit oil into ultrasonic waves for ultrasonic extraction for 50 minutes, wherein the ultrasonic temperature is 50 ℃, and the ultrasonic pressure is normal pressure, and the crude extract is obtained by ultrasonic extraction;
s2: saponification: performing saponification reaction on the crude extract obtained in the step S1 to obtain a saponification reaction product; adding alkali and methanol with the concentration of 98% into the crude extract obtained in the step S1, wherein the weight ratio of the crude extract to the methanol is 1:15, adding 3 times of alkali in weight of the crude extract, wherein the saponification reaction temperature is 48 ℃, and the reaction time is 1h; adding hydrochloric acid into the saponification reactant to adjust the pH to 4; the added alkali is KOH solution, and the mass fraction of the KOH solution is 4 percent;
s3: extracting and separating to obtain mixed fatty acid: and (3) adding an aqueous phase and an organic phase into the saponification reactant obtained in the step (S2) for extraction, wherein the aqueous phase is saturated saline water, and the organic phase is ethyl acetate and acetone, and the feed-liquid ratio of the saponification reactant to the organic phase is 1:3, the volume ratio of the ethyl acetate to the acetone is 8:1, the extraction temperature is 80 ℃, the extraction time is 40min, an extracted organic phase is obtained, and the organic phase is combined and concentrated to obtain mixed fatty acid;
s4: and (3) carrying out reduced pressure rectification separation to obtain linolenic acid: performing reduced pressure rectification on the mixed fatty acid obtained in the step S3, wherein the pressure of the reduced pressure rectification is 70Pa, the temperature is 85 ℃, and performing rectification twice to obtain linolenic acid;
s5: purifying linolenic acid by using a silica gel chromatographic column: eluting the linolenic acid obtained in the S4 by using a silica gel chromatographic column, wherein the stationary phase of the silica gel chromatographic column is silica gel and an acrylate polymer, the mobile phase of the silica gel chromatographic column is ethanol with the mass fraction of 85%, the elution temperature of the silica gel chromatographic column is 35 ℃, and the mass ratio of the silica gel to the acrylate polymer is 10:1, the flow rate of the mobile phase is 0.85 ml/min; purifying to obtain linolenic acid with the purity of 98.1 percent.
Example 6:
s1: ultrasonic coarse extraction: ultrasonically extracting cornus wilsoniana fruit oil in ultrasonic waves for 45 minutes at the ultrasonic temperature of 45 ℃ and under the ultrasonic pressure of normal pressure to obtain a crude extract;
s2: saponification: carrying out saponification reaction on the crude extract obtained in the step S1 to obtain a saponification reaction product; adding alkali and methanol with the concentration of 98% into the crude extract obtained in the step S1, wherein the weight ratio of the crude extract to the methanol is 1:15, adding 2 times of alkali in weight of the crude extract, wherein the saponification reaction temperature is 48 ℃, and the reaction time is 2 hours; adding hydrochloric acid into the saponification reactant to adjust the pH to 5; the added alkali is KOH solution, and the mass fraction of the KOH solution is 5 percent;
s3: extracting and separating to obtain mixed fatty acid: and (3) adding an aqueous phase and an organic phase into the saponification reactant obtained in the step (S2) for extraction, wherein the aqueous phase is saturated saline solution, the organic phase is ethyl acetate and acetone, and the feed-liquid ratio of the saponification reactant to the organic phase is 1:3, the volume ratio of the ethyl acetate to the acetone is 8:1, the extraction temperature is 80 ℃, the extraction time is 40min, an extracted organic phase is obtained, and the organic phase is combined and concentrated to obtain mixed fatty acid;
s4: and (3) carrying out reduced pressure rectification separation to obtain linolenic acid: performing reduced pressure rectification on the mixed fatty acid obtained in the step S3, wherein the pressure of the reduced pressure rectification is 70Pa, the temperature is 85 ℃, and performing rectification twice to obtain linolenic acid;
s5: purifying linolenic acid by using a silica gel chromatographic column: eluting the linolenic acid obtained in the S4 by using a silica gel chromatographic column, wherein the stationary phase of the silica gel chromatographic column is silica gel and an acrylate polymer, the mobile phase of the silica gel chromatographic column is ethanol with the mass fraction of 90%, the elution temperature of the silica gel chromatographic column is 40 ℃, and the mass ratio of the silica gel to the acrylate polymer is 10:1, the flow rate of the mobile phase is 0.85 ml/min; purifying to obtain linolenic acid with the purity of 98.5 percent.
The method has the key design points that compared with the separation and purification method in the prior art, the method for separating and purifying linolenic acid from cornus wilsoniana fruit oil provided by the invention reduces the solvent consumption, consumes less and has high recovery rate; the high requirements on equipment are reduced, and the separation and purification cost is reduced; compared with the separation and purification method in the prior art, the separation and purification method provided by the application has the advantage of low temperature, and the loss of linolenic acid caused by high temperature is avoided by adopting the separation and purification condition of low temperature change; the linolenic acid obtained by the separation and purification method provided by the application has high purity.
The above description is only a preferred embodiment of the present invention, and is not intended to limit the technical scope of the present invention, so that any minor modifications, equivalent changes and modifications made to the above embodiment according to the technical spirit of the present invention are within the technical scope of the present invention.
Claims (10)
1. A method for separating and purifying linolenic acid from cornus wilsoniana fruit oil is characterized in that; the method comprises the following steps:
s1: ultrasonic coarse extraction: putting the cornus wilsoniana fruit oil into ultrasonic waves to perform ultrasonic extraction for 40-50 minutes, wherein the ultrasonic temperature is 30-50 ℃, and the ultrasonic pressure is normal pressure, and performing ultrasonic extraction to obtain a crude extract;
s2: saponification: carrying out saponification reaction on the crude extract obtained in the step S1 to obtain a saponification reaction product; adding alkali and ethanol or methanol into the crude extract obtained in the step S1, wherein the weight ratio of the crude extract to the ethanol or the methanol is 1:10-1:15, the adding amount of alkali is 0.5 to 3 times of the weight of the crude extract, the saponification reaction temperature is 45 to 50 ℃, and the reaction time is 1 to 2 hours; adding hydrochloric acid into the saponification reactant to adjust the pH to 4-5;
s3: extracting and separating to obtain mixed fatty acid: and (3) adding an aqueous phase and an organic phase into the saponification reactant obtained in the step (S2) for extraction, wherein the aqueous phase is saturated saline solution, and the organic phase is ethyl acetate and acetone, and the feed-liquid ratio of the saponification reactant to the organic phase is 1:4-1:2, the volume ratio of the ethyl acetate to the acetone is 7:1-9:1, the extraction temperature is 70-90 ℃, the extraction time is 30-50 min, extracted organic phases are obtained, and the organic phases are combined and concentrated to obtain mixed fatty acid;
s4: and (3) carrying out reduced pressure rectification separation to obtain linolenic acid: performing reduced pressure rectification on the mixed fatty acid obtained in the step S3, wherein the pressure of the reduced pressure rectification is 60-80 Pa, the temperature is 80-90 ℃, and the rectification is repeated twice to obtain linolenic acid;
s5: purifying linolenic acid by using a silica gel chromatographic column: eluting the linolenic acid obtained in the S4 by adopting a silica gel chromatographic column, wherein the stationary phase of the silica gel chromatographic column is silica gel and an acrylate polymer, the mobile phase of the silica gel chromatographic column is ethanol with the mass fraction of 70-90%, and the elution temperature of the silica gel chromatographic column is 30-40 ℃.
2. The method for separating and purifying linolenic acid from cornus wilsoniana fruit oil according to claim 1, wherein; and drying the combined organic phases in the S3 by using anhydrous sodium sulfate, and concentrating to obtain the mixed fatty acid.
3. The method for separating and purifying linolenic acid from cornus wilsoniana fruit oil according to claim 1, wherein; the material-liquid ratio of the saponification reactant to the organic phase in S3 is 1:3, the volume ratio of ethyl acetate to acetone is 8:1, the extraction temperature is 80 ℃, and the extraction time is 40min.
4. The method for separating and purifying linolenic acid from cornus wilsoniana fruit oil according to claim 1, wherein; the concentration of ethanol or methanol in the S2 is 98%.
5. The method for separating and purifying linolenic acid from cornus wilsoniana fruit oil according to claim 1, wherein; the addition amount of the alkali in the S2 is 2 times of the weight of the crude extract, and the saponification reaction temperature is 48 ℃.
6. The method for separating and purifying linolenic acid from cornus wilsoniana fruit oil according to claim 1, wherein; and the pressure of the vacuum rectification in the S4 is 70Pa, and the temperature is 85 ℃.
7. The method for separating and purifying linolenic acid from cornus wilsoniana fruit oil according to claim 1, wherein; the mass ratio of the silica gel to the acrylate polymer in the S5 is 10:1.
8. the method for separating and purifying linolenic acid from cornus wilsoniana fruit oil according to claim 1, wherein; the flow rate of the S5 mobile phase was 0.85 ml/min.
9. The method for separating and purifying linolenic acid from cornus wilsoniana fruit oil according to claim 1, wherein; and the alkali in the S2 is NaOH solution or KOH solution.
10. The method for separating and purifying linolenic acid from cornus wilsoniana fruit oil according to claim 9, wherein; the mass fraction of the NaOH solution or the KOH solution is 2 to 5 percent.
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Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101402558A (en) * | 2008-05-13 | 2009-04-08 | 山西中大科技有限公司右玉分公司 | Method for separating and purifying alpha-linolenic acid from cold pressed flax seed oil |
CN101892119A (en) * | 2010-06-29 | 2010-11-24 | 陕西师范大学 | Separation method of silkworm pupa oil polyunsaturated fatty acid by gradient freezing crystallization |
CN102433217A (en) * | 2011-10-25 | 2012-05-02 | 江西省粮油科学技术研究所 | Method for extracting edible cornus wilsoniana seed oil from fresh cornus wilsoniana seed fruits at low temperature |
CN103054018A (en) * | 2012-12-25 | 2013-04-24 | 广东省农业科学院蚕业与农产品加工研究所 | Preparation method for grains capable of assisting to improve memory function |
CN105441183A (en) * | 2015-12-28 | 2016-03-30 | 江苏经贸职业技术学院 | Method for preparing edible oil by taking Cornus wilsoniana seeds as raw materials |
CN105753689A (en) * | 2016-03-15 | 2016-07-13 | 宁夏大学 | Method of extracting purified Alpha-linolenic acid from linseed oil |
-
2022
- 2022-10-26 CN CN202211319210.8A patent/CN115466161A/en active Pending
Patent Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101402558A (en) * | 2008-05-13 | 2009-04-08 | 山西中大科技有限公司右玉分公司 | Method for separating and purifying alpha-linolenic acid from cold pressed flax seed oil |
CN101892119A (en) * | 2010-06-29 | 2010-11-24 | 陕西师范大学 | Separation method of silkworm pupa oil polyunsaturated fatty acid by gradient freezing crystallization |
CN102433217A (en) * | 2011-10-25 | 2012-05-02 | 江西省粮油科学技术研究所 | Method for extracting edible cornus wilsoniana seed oil from fresh cornus wilsoniana seed fruits at low temperature |
CN103054018A (en) * | 2012-12-25 | 2013-04-24 | 广东省农业科学院蚕业与农产品加工研究所 | Preparation method for grains capable of assisting to improve memory function |
CN105441183A (en) * | 2015-12-28 | 2016-03-30 | 江苏经贸职业技术学院 | Method for preparing edible oil by taking Cornus wilsoniana seeds as raw materials |
CN105753689A (en) * | 2016-03-15 | 2016-07-13 | 宁夏大学 | Method of extracting purified Alpha-linolenic acid from linseed oil |
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