CN106350233A - Preparation method of high-quality ethyl linolenate - Google Patents
Preparation method of high-quality ethyl linolenate Download PDFInfo
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- CN106350233A CN106350233A CN201610710733.3A CN201610710733A CN106350233A CN 106350233 A CN106350233 A CN 106350233A CN 201610710733 A CN201610710733 A CN 201610710733A CN 106350233 A CN106350233 A CN 106350233A
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- Prior art keywords
- ethyl
- ester
- fatty acid
- acid ethyl
- preparation
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Classifications
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11C—FATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
- C11C3/00—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom
- C11C3/04—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom by esterification of fats or fatty oils
- C11C3/10—Ester interchange
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11C—FATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
- C11C1/00—Preparation of fatty acids from fats, fatty oils, or waxes; Refining the fatty acids
- C11C1/08—Refining
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11C—FATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
- C11C1/00—Preparation of fatty acids from fats, fatty oils, or waxes; Refining the fatty acids
- C11C1/08—Refining
- C11C1/10—Refining by distillation
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- Life Sciences & Earth Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Microbiology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Fats And Perfumes (AREA)
Abstract
The invention relates to a preparation method of high-quality ethyl linolenate. The preparation method comprises the following preparation steps: filtering and drying original oil, uniformly mixing with an ethanol solution under the action of a KOH catalyst, stirring, heating, and refluxing to perform an ester exchange reaction, thus obtaining mixed fatty acid ethyl ester; separating saturated fatty acid ethyl ester from unsaturated fatty acid ethyl ester by virtue of a crystallization method, thus obtaining an unsaturated fatty acid ethyl ester semi-finished product; and evaporating the unsaturated fatty acid ethyl ester semi-finished product by using a film evaporator, separating excessive ethanol and light components in the material, enabling heavy phase to enter primary molecular distillation, separating the heavy phase in the material by virtue of heating separation, enabling a light phase to enter secondary molecular distillation, separating high-carbon ester in the material, and obtaining a product consisting of ethyl oleate, ethyl linoleate and ethyl linolenate at a light phase material outlet. The method is stable, reliable and simple in operation, and has the advantages of high purity, low cost and suitability for mass production.
Description
Technical field
The present invention relates to the technology of preparing of unsaturated fatty acid ethyl ester, it is specifically related to a kind of high-quality ethyl linolenate system
Preparation Method.
Background technology
Linoleic acid plus linolenic acid, is unsaturated fatty acid needed by human, and human body itself can not synthesize, and can only take the photograph from the external world
Take.Linoleic acid plus linolenic acid can be effectively reduced hyperlipidemia and hypertension, the formation of suppression thromboxane, mitigates arteriosclerosis,
Prevention and cure of cardiovascular disease etc.；Liver synthetic fatty acid and lipoprotein can also be suppressed, change blood viscosity, expansion of blood vessels, suppress blood
Platelet aggregation；And also there are anticancer, defying age, nootropics, cardioprotection etc. acts on.In view of the weight of linoleic acid plus linolenic acid
The property wanted and the situation of the universal Deficiency of Intake of the mankind, World Health Organization (WHO) and FAO's suggestion be special supplement linoleic acid and
Linolenic acid.
Content of the invention
The technical problem to be solved is to provide a kind of high-quality ethyl linolenate preparation method, from crude oil fat
The product containing ethyl oleate, Ethyl linoleate and ethyl linolenate extracting high-quality supplies human body to supplement.
For solving above-mentioned technical problem, the present invention provides a kind of technical scheme below: high-quality ethyl linolenate preparation side
Method, including following preparation process:
(1) by the crude oil fat containing ethyl linolenate through filtration, dried；
(2) the crude oil fat obtaining in step (1) is mixed homogeneously with ethanol solution under koh catalyst action, stirring, plus
Hot reflux carries out ester exchange reaction；After cooling, add water the dilute regulation ph of solution to acid, isolate oils and fatss, extractant extracts, then
Washing, dry, filtration, obtain the mixing-in fat acetoacetic ester containing saturated fat acetoacetic ester and unsaturated fatty acid ethyl ester；Wherein,
Saturated fat acetoacetic ester is made up of ethyl palmitate, ethyl stearte, and unsaturated fatty acid ethyl ester is by ethyl oleate, linoleic acid second
Ester and ethyl linolenate composition；
(3) utilize saturated fat acetoacetic ester different with the freezing point of unsaturated fatty acid ethyl ester, will be satisfied by crystallization method
Separate with fatty-acid ethyl ester and unsaturated fatty acid ethyl ester, obtain unsaturated fatty acid ethyl ester semi-finished product；
(4) the unsaturated fatty acid ethyl ester semi-finished product that step (3) obtains are evaporated, by material using membrane evaporator
In excess ethyl alcohol and light component separate, heavy phase enter next procedure pending；
(5) the heavy phase material that step (4) obtains is carried out first order molecular distillation in first order molecular distillator, heated point
From after the heavy phase in material is separated, light phase entrance next procedure pending；
(6) the light phase material that step (5) obtains is carried out secondary molecules distillation in secondary molecules distillator, by material
High carbon chain ethyl ester separate, light phase material outlet i.e. can get by ethyl oleate, Ethyl linoleate and ethyl linolenate
The product of composition.
On the basis of such scheme, the vacuum level requirements of the molecular distillation in described step (5) and step (6) are less than
1.0pa.
On the basis of such scheme, the crude oil fat in described step (1) is Semen Lini oil or perilla oil.
On the basis of such scheme, in described step (2), the amount of koh catalyst accounts for the 1～1.8% of former oil quality, former
Oils and fatss and ethanol solution mass volume ratio are 1: 2.5～4.
On the basis of such scheme, in described step (2), crude oil fat is heated to reflux carrying out adding of ester exchange reaction
Hot temperature is 50-60 DEG C, and reflux time is 2-5 hour.
On the basis of such scheme, described reflux time is 3 hours.
The present invention compared with prior art has the beneficial effect that the inventive method is reliable and stable, easy and simple to handle, has
Purity height, low cost, the advantage being suitable for large-scale production.
Specific embodiment
In order that the objects, technical solutions and advantages of the present invention become more apparent, with reference to embodiments, to the present invention
It is further elaborated.It should be appreciated that specific embodiment described herein, only in order to explain the present invention, is not used to
Limit the present invention.
A kind of high-quality ethyl linolenate preparation method, including following preparation process:
(1) by the crude oil fat containing ethyl linolenate through filtration, dried；Crude oil fat at this can be Semen Lini
Oil or perilla oil.
(2) the crude oil fat obtaining in step (1) is mixed homogeneously with ethanol solution under koh catalyst action, stirring,
It is heated to reflux at 50 DEG C 3 hours carrying out ester exchange reaction；After cooling, add water the dilute regulation ph of solution to acid, isolate oils and fatss, extraction
Agent is taken to extract, then washing, dry, filtration, obtain the mixing fat containing saturated fat acetoacetic ester and unsaturated fatty acid ethyl ester
Fat acetoacetic ester；Wherein, saturated fat acetoacetic ester is made up of ethyl palmitate, ethyl stearte, and unsaturated fatty acid ethyl ester is by oil
Acetoacetic ester, Ethyl linoleate and ethyl linolenate composition；Wherein, the amount of koh catalyst accounts for the 1.4% of former oil quality, crude oil
Fat and ethanol solution mass volume ratio are 1: 2.5.
(3) utilize saturated fat acetoacetic ester different with the freezing point of unsaturated fatty acid ethyl ester, will be satisfied by crystallization method
Separate with fatty-acid ethyl ester and unsaturated fatty acid ethyl ester, obtain unsaturated fatty acid ethyl ester semi-finished product.
(4) the unsaturated fatty acid ethyl ester semi-finished product that step (3) obtains are evaporated, by material using membrane evaporator
In excess ethyl alcohol and light component separate, heavy phase enter next procedure pending.
(5) the heavy phase material that step (4) obtains is carried out first order molecular distillation, molecular distillation in first order molecular distillator
Vacuum 0.8pa, after heated separation, the heavy phase in material is separated, light phase entrance next procedure pending.
(6) the light phase material that step (5) obtains is carried out secondary molecules distillation, molecular distillation in secondary molecules distillator
Vacuum 0.8pa, the high carbon chain ethyl ester in material is separated, light phase material outlet i.e. can get by ethyl oleate,
Ethyl linoleate and the product of ethyl linolenate composition.
Claims (6)
1. a kind of high-quality ethyl linolenate preparation method is it is characterised in that include following preparation process:
(1) by the crude oil fat containing ethyl linolenate through filtration, dried；
(2) the crude oil fat obtaining in step (1) is mixed homogeneously with ethanol solution under koh catalyst action, stirring, heat back
Stream carries out ester exchange reaction；After cooling, add water the dilute regulation ph of solution to acid, isolate oils and fatss, extractant extracts, Ran Houshui
Wash, be dried, filter, obtain the mixing-in fat acetoacetic ester containing saturated fat acetoacetic ester and unsaturated fatty acid ethyl ester；Wherein, satisfy
It is made up of ethyl palmitate, ethyl stearte with fatty-acid ethyl ester, unsaturated fatty acid ethyl ester is by ethyl oleate, Ethyl linoleate
With ethyl linolenate composition；
(3) utilize saturated fat acetoacetic ester different with the freezing point of unsaturated fatty acid ethyl ester, by crystallization method by saturated fat
Fat acetoacetic ester and unsaturated fatty acid ethyl ester separately, obtain unsaturated fatty acid ethyl ester semi-finished product；
(4) the unsaturated fatty acid ethyl ester semi-finished product that step (3) obtains are evaporated, by material using membrane evaporator
Excess ethyl alcohol and light component separate, and it is pending that heavy phase enters next procedure；
(5) the heavy phase material that step (4) obtains is carried out first order molecular distillation in first order molecular distillator, after heated separation
Heavy phase in material is separated, light phase entrance next procedure is pending；
(6) the light phase material that step (5) obtains is carried out secondary molecules distillation in secondary molecules distillator, by the height in material
Carbochain ethyl ester is separated, and can get in light phase material outlet and is made up of ethyl oleate, Ethyl linoleate and ethyl linolenate
Product.
2. high-quality ethyl linolenate preparation method according to claim 1 it is characterised in that described step (5) and step
Suddenly the vacuum level requirements of the molecular distillation in (6) are less than 1.0pa.
3. high-quality ethyl linolenate preparation method according to claim 1 is it is characterised in that in described step (1)
Crude oil fat is Semen Lini oil or perilla oil.
4. high-quality ethyl linolenate preparation method according to claim 1 is it is characterised in that koh in described step (2)
The amount of catalyst accounts for the 1～1.8% of former oil quality, and crude oil fat and ethanol solution mass volume ratio are 1: 2.5～4.
5. high-quality ethyl linolenate preparation method according to claim 1 is it is characterised in that incite somebody to action in described step (2)
The heating-up temperature that crude oil fat is heated to reflux carrying out ester exchange reaction is 50-60 DEG C, and reflux time is 2-5 hour.
6. high-quality ethyl linolenate preparation method according to claim 5 is it is characterised in that described reflux time
For 3 hours.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
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| CN201610710733.3A CN106350233A (en) | 2016-08-24 | 2016-08-24 | Preparation method of high-quality ethyl linolenate |
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| CN201610710733.3A CN106350233A (en) | 2016-08-24 | 2016-08-24 | Preparation method of high-quality ethyl linolenate |
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| CN201610710733.3A Pending CN106350233A (en) | 2016-08-24 | 2016-08-24 | Preparation method of high-quality ethyl linolenate |
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109337939A (en) * | 2018-09-30 | 2019-02-15 | 河北康睿达脂质有限公司 | A kind of preparation method of polyunsaturated fatty acid structured lipid |
| CN109369389A (en) * | 2018-12-20 | 2019-02-22 | 燕园泽龙(涿鹿)生物科技有限公司 | The preparation process of high-purity alpha-linolenic acid ethyl ester |
| CN110857270A (en) * | 2018-08-22 | 2020-03-03 | 大连医诺生物股份有限公司 | High-content conjugated linoleic acid triglyceride and preparation method thereof |
| CN111302940A (en) * | 2020-04-08 | 2020-06-19 | 燕园泽龙(涿鹿)生物科技有限公司 | Production method of high-purity α -ethyl linolenate |
Citations (3)
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|---|---|---|---|---|
| CN1394944A (en) * | 2001-07-11 | 2003-02-05 | 北京万博力科技发展有限公司 | Method for preparing alpha-ethyl linolenate from linseed oil by means of ester exchange |
| CN101139289A (en) * | 2007-08-22 | 2008-03-12 | 安阳化学工业集团有限责任公司 | Technique for producing alpha-linolenic acid ethyl with 90 percent more purity |
| CN102993011A (en) * | 2011-09-13 | 2013-03-27 | 丰宁京北第一草原原生态食品科技开发有限公司 | Method for preparing alpha-ethyl linolenate through using Fructus Perillae oil |
-
2016
- 2016-08-24 CN CN201610710733.3A patent/CN106350233A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1394944A (en) * | 2001-07-11 | 2003-02-05 | 北京万博力科技发展有限公司 | Method for preparing alpha-ethyl linolenate from linseed oil by means of ester exchange |
| CN101139289A (en) * | 2007-08-22 | 2008-03-12 | 安阳化学工业集团有限责任公司 | Technique for producing alpha-linolenic acid ethyl with 90 percent more purity |
| CN102993011A (en) * | 2011-09-13 | 2013-03-27 | 丰宁京北第一草原原生态食品科技开发有限公司 | Method for preparing alpha-ethyl linolenate through using Fructus Perillae oil |
Non-Patent Citations (1)
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110857270A (en) * | 2018-08-22 | 2020-03-03 | 大连医诺生物股份有限公司 | High-content conjugated linoleic acid triglyceride and preparation method thereof |
| CN110857270B (en) * | 2018-08-22 | 2022-11-29 | 大连医诺生物股份有限公司 | High-content conjugated linoleic acid triglyceride and preparation method thereof |
| CN109337939A (en) * | 2018-09-30 | 2019-02-15 | 河北康睿达脂质有限公司 | A kind of preparation method of polyunsaturated fatty acid structured lipid |
| CN109369389A (en) * | 2018-12-20 | 2019-02-22 | 燕园泽龙(涿鹿)生物科技有限公司 | The preparation process of high-purity alpha-linolenic acid ethyl ester |
| CN111302940A (en) * | 2020-04-08 | 2020-06-19 | 燕园泽龙(涿鹿)生物科技有限公司 | Production method of high-purity α -ethyl linolenate |
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Application publication date: 20170125 |