CN107473970A - It is a kind of to extract the linolenic method of high-purity alpha by raw material of linseed - Google Patents
It is a kind of to extract the linolenic method of high-purity alpha by raw material of linseed Download PDFInfo
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- CN107473970A CN107473970A CN201710830684.1A CN201710830684A CN107473970A CN 107473970 A CN107473970 A CN 107473970A CN 201710830684 A CN201710830684 A CN 201710830684A CN 107473970 A CN107473970 A CN 107473970A
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/08—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with the hydroxy or O-metal group of organic compounds
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/48—Separation; Purification; Stabilisation; Use of additives
- C07C67/52—Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/48—Separation; Purification; Stabilisation; Use of additives
- C07C67/52—Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation
- C07C67/54—Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation by distillation
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/48—Separation; Purification; Stabilisation; Use of additives
- C07C67/56—Separation; Purification; Stabilisation; Use of additives by solid-liquid treatment; by chemisorption
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/48—Separation; Purification; Stabilisation; Use of additives
- C07C67/62—Use of additives, e.g. for stabilisation
Abstract
The present invention discloses a kind of alpha linolenic acid ethyl ester preparation that the linolenic method of high-purity alpha and preparation are extracted using linseed as raw material, it is specifically that linseed is obtained into linseed oil by cold press, refining, dewaxing, linseed oil is dissolved in ethanol and carries out ethyl esterified reaction, obtain fatty acid mixed, then urea clathrate is carried out, slow cooling and evaporation and concentration, obtain the mixing unsaturated fatty acid ethyl ester of ethyl ester containing alpha linolenic acid more than 70%；Alpha linolenic acid ethyl ester is obtained into the alpha linolenic acid ethyl ester that purity is more than 85% through molecular distillation；Then the alpha linolenic acid ethyl ester Column chromatography that purity is more than 85% is purified to obtain the alpha linolenic acid ethyl ester containing alpha linolenic acid more than 95%.The present invention has the advantages of technique is simple, and production cost is low, good separating effect, purity are high, is adapted to large-scale production.The purity of the alpha linolenic acid ethyl ester formulation products prepared using the inventive method is high, reliable and stable, is easy to mass produce and uses, has wide application value.
Description
Technical field：
The invention belongs to linolenic preparing technical field, it is more particularly to a kind of using linseed be raw material extraction high-purity alpha-
Linolenic method.
Background technology：
Important is ω -3 it is polyunsaturated fatty acid in essential fatty acid, it is the core life for maintaining the evolution of mankind's brain
Material.Especially ω -3 is the parent alpha-linolenic acid of polyunsaturated fatty acid, is essential fatty acid, and human body itself can not close
Into, can only from the external world absorb.Material necessary to it is health, there are " plant docosapentaenoic acid ", the title of " hemotrophic nutrition element ".Such as
It is polyunsaturated fatty acid that fruit human body, which lacks ω -3, will cause bad big brain gray matter development, the reduction of optic nerve conduction of velocity, holds
The symptoms such as the easy allergy of fatiguability, skin.Moreover, the experimental results show, senile dementia, cancer, cardiovascular and cerebrovascular disease, height
The modern diseases such as blood pressure, high fat of blood, hyperglycaemia and ω -3 are that polyunsaturated fatty acid shortage has direct relation.As people live
Horizontal continuous improvement, health receive much concern, and we improve different crowd growth hair using alpha-linolenic acid as major product
Health during educating.Alpha-linolenic acid land resources is quite rare, and linseed is the raw material rich in alpha-linolenic acid, its α-Asia
Numb acid content is up to 50%~60%.The existence form of ethyl ester is stable compared with free acid, is easy to mass produce and uses.
At present, the method for isolating and purifying alpha-linolenic acid from linseed in the prior art mainly has：Urea adduct method, silver from
Sub- complexometry, column chromatography, molecularly distilled, also there is beta-cyclodextrin inclusion compound method, as disclosed in patent of invention CN102628003A
A kind of method of the extraction purification alpha-linolenic acid from linseed oil, it includes the preparation of linseed oil, the system of linseed oil fatty acid mixed
It is standby, beta-cyclodextrin inclusion compound method separating alpha-linolenic acid etc.；This method has the spy that yield is high, cost is low, simple and easy to do, green
Point, but the content of fatty acid highest of its alpha-linolenic acid separated is also only up to 70%.Therefore, to obtain higher purity
Alpha-linolenic acid, mainly with the existence form of ethyl ester be used for mass produce and use, there is provided one kind carried by raw material of linseed
The method for taking high-purity alpha-linolenic acid
The content of the invention：
The purpose of the present invention aims to provide that a kind of technique is simple, production cost is low, product purity is high, is adapted to scale metaplasia
The method that alpha-linolenic acid is extracted from linseed of production.
The α prepared it is a further object to provide a kind of method using the extraction alpha-linolenic acid from linseed-
Linolenic acid preparation.
To reach above-mentioned purpose, the present invention takes following technical scheme：
It is a kind of using linseed as raw material extract high-purity alpha-linolenic acid method, including cold press, refining, dewaxing, it is ethyl esterified,
Urea clathrate, molecular distillation, column chromatography, are comprised the following steps that：
1) linseed is obtained into linseed oil using machinery by cold press, refining, dewaxing technique；
2) NaOH or KOH ethanol solution is well mixed in a kettle with linseed oil, 65~85 DEG C of heating is ethyl esterified
Reaction 3~5 hours；N-hexane is separately added into again and deionized water treats that static layering is ester layer and water layer, ester layer is distilled, and is removed
N-hexane therein, fatty acid mixed is made；
3) urea alcoholic solution and obtained fatty acid mixed are flowed back 30~60 minutes at 50~70 DEG C until mixture
It is completely dissolved, after being down to room temperature, in 4~6 hours slow coolings to 0~-10 DEG C, separates out crystallization, then filter, filtrate hydrochloric acid
It is 2~3 that solution, which adjusts pH value, and concentration and recovery solvent is evaporated under reduced pressure, and produces the Alpha-ethyl linolenate crude product that purity is more than 70%；
4) by Alpha-ethyl linolenate crude product that purity is more than 70% through molecular distillation obtain α that purity is more than 85%-
Ethyl linolenate；
5) the Alpha-ethyl linolenate Column chromatography that purity is more than 85% is purified, obtains α-Asia that purity is more than 95%
Numb acetoacetic ester.
The weight ratio of NaOH or KOH and ethanol described in step 2) are 0.02~0.04:1；N-hexane and deionized water
Weight ratio is 1:0.15~0.35, ethanol is absolute ethyl alcohol.
Alcohol described in step 3) includes methanol, ethanol or isopropanol；The weight of urea and alcohol ratio is 1：1.5~4.
The Alpha-ethyl linolenate system of the method preparation of the present invention that high-purity alpha-linolenic acid is extracted using linseed as raw material
Agent be by the purity described in step 5) be more than 95% Alpha-ethyl linolenate by neutralizing, wash, after vacuum dehydration made of.
Above-mentioned Alpha-ethyl linolenate preparation is one kind in tablet, capsule.
The present invention has advantages below compared with prior art：
(1) present invention mainly extracts the alpha-linolenic acid of high-purity using linseed as raw material, and the alpha-linolenic acid of extraction is with ethyl ester
Free form exist, high purity more than 95%, this method technique is simple, and production cost is low, good separating effect, is easy to industry
Metaplasia is produced.
(2) purity of the Alpha-ethyl linolenate formulation products prepared using the inventive method is high, reliable and stable, is easy to advise greatly
Mould is produced and used, and has wide application value.
Embodiment：
Technical scheme is described in further detail with reference to embodiment.
Embodiment 1
It is a kind of using linseed as raw material extract high-purity alpha-linolenic acid method, including cold press, refining, dewaxing, it is ethyl esterified,
Urea clathrate, molecular distillation, column chromatography, its step are as follows：
1) linseed is obtained into linseed oil using machinery by cold press, refining, dewaxing technique；
2) 2.5%KOH ethanol solution is well mixed in a kettle with linseed oil, heats 65 DEG C of ethyl esterified reactions
3.5~4.5 hours；N-hexane and deionized water (1 are separately added into again：0.2) it is ester layer and water layer to treat static layering, and ester layer is steamed
Evaporate, remove n-hexane therein, fatty acid mixed is made；
3) fatty acid mixed made from 40% urea ethanol solution and step 2) is flowed back 30~40 points at 55~65 DEG C
Clock is until mixture is completely dissolved, and after being down to room temperature, in 4~6 hours slow coolings to 0~-10 DEG C, precipitation crystallizes, then mistake
Filter, filtrate adjust pH value 2~3 with hydrochloric acid solution, and concentration and recovery solvent is evaporated under reduced pressure, and produce the alpha-linolenic acid that purity is more than 70%
Ethyl ester；
4) the Alpha-ethyl linolenate crude product that purity is more than 70% is distilled to obtain purity to be more than 85% through secondary molecules
Alpha-ethyl linolenate；
5) the Alpha-ethyl linolenate Column chromatography that purity is more than 85% is purified, obtains α-Asia that purity is more than 95%
Numb acetoacetic ester；
6) Alpha-ethyl linolenate that step 5) purity is more than 95% is used often by neutralizing, wash, after vacuum dehydration
Alpha-ethyl linolenate soft capsule is made in the soft capsule production technology of rule.
Embodiment 2
Method according to embodiment 1, which passes through the Alpha-ethyl linolenate that purity is more than 95%, to be neutralized, washs, vacuum dehydration
Alpha-ethyl linolenate tablet is made using conventional tablet manufacturing technique afterwards.
Embodiment 3
It is a kind of using linseed as raw material extract high-purity alpha-linolenic acid method, including cold press, refining, dewaxing, it is ethyl esterified,
Urea clathrate, molecular distillation, column chromatography, its step are as follows：
1) linseed is obtained into linseed oil using machinery by cold press, refining, dewaxing technique；
2) 4%KOH ethanol solution is well mixed in a kettle with linseed oil, the ethyl esterified reaction 3.5 of 65 DEG C of heating
~4.5 hours；N-hexane and deionized water (1 are separately added into again：0.35) it is ester layer and water layer to treat static layering, and ester layer is distilled,
N-hexane therein is removed, fatty acid mixed is made；
3) fatty acid mixed made from 65% urea ethanol solution and step 2) is flowed back 30~40 points at 55~65 DEG C
Clock is until mixture is completely dissolved, and after being down to room temperature, in 4~6 hours slow coolings to 0~-10 DEG C, precipitation crystallizes, then mistake
Filter, filtrate adjust pH value 2~3 with hydrochloric acid solution, and concentration and recovery solvent is evaporated under reduced pressure, and obtain the alpha-linolenic acid second that purity is more than 70%
Ester crude product；
4) the Alpha-ethyl linolenate crude product that purity is more than 70% is distilled to obtain purity to be more than 85% through secondary molecules
Alpha-ethyl linolenate；
5) the Alpha-ethyl linolenate Column chromatography that purity is more than 85% is purified, obtains α-Asia that purity is more than 95%
Numb acetoacetic ester；
6) Alpha-ethyl linolenate that step 5) purity is more than 95% is used by neutralizing, wash, after vacuum dehydration normal
Alpha-ethyl linolenate soft capsule is made in the soft capsule production technology of rule.
Embodiment 4
Method according to embodiment 3, which passes through the Alpha-ethyl linolenate that purity is more than 95%, to be neutralized, washs, vacuum dehydration
Alpha-ethyl linolenate tablet is made using conventional tablet manufacturing technique afterwards.
Embodiment 5
It is a kind of using linseed as raw material extract high-purity alpha-linolenic acid method, including cold press, refining, dewaxing, it is ethyl esterified,
Urea clathrate, molecular distillation, column chromatography, its step are as follows：
1) linseed is obtained into linseed oil using machinery by cold press, refining, dewaxing technique；
2) 3.5%KOH ethanol solution is well mixed in a kettle with linseed oil, heats 65 DEG C of ethyl esterified reactions
3.5~4.5 hours；N-hexane and deionized water (1 are separately added into again：0.3) it is ester layer and water layer to treat static layering, and ester layer is steamed
Evaporate, remove n-hexane therein, fatty acid mixed is made；
3) fatty acid mixed made from 55% urea ethanol solution and step 2) is flowed back 30~40 points at 55~65 DEG C
Clock is until mixture is completely dissolved, and after being down to room temperature, in 4~6 hours slow coolings to 0~-10 DEG C, precipitation crystallizes, then mistake
Filter, filtrate adjust pH value 2~3 with hydrochloric acid solution, and concentration and recovery solvent is evaporated under reduced pressure, and obtain the alpha-linolenic acid second that purity is more than 70%
Ester crude product；
4) the Alpha-ethyl linolenate crude product that purity is more than 70% is distilled to obtain purity to be more than 85% through secondary molecules
Alpha-ethyl linolenate；
5) the Alpha-ethyl linolenate Column chromatography that purity is more than 85% is purified, obtains α-Asia that purity is more than 95%
Numb acetoacetic ester；
6) Alpha-ethyl linolenate that step 5) purity is more than 95% is used often by neutralizing, wash, after vacuum dehydration
Alpha-ethyl linolenate soft capsule is made in the soft capsule production technology of rule.
Claims (8)
1. a kind of method that high-purity alpha-linolenic acid is extracted using linseed as raw material, including cold press, refining, dewaxing, ethyl esterified, urine
Plain inclusion, molecular distillation, column chromatography, it is characterised in that：This method comprises the following steps：
1) linseed is obtained into linseed oil using machinery by cold press, refining, dewaxing technique；
2) NaOH or KOH ethanol solution is well mixed in a kettle with linseed oil, the ethyl esterified reaction 3 of 65~85 DEG C of heating
~5 hours；N-hexane is separately added into again and deionized water treats that static layering is ester layer and water layer, ester layer is distilled, and is removed wherein
N-hexane, be made fatty acid mixed；
3) urea alcoholic solution is flowed back at 50~70 DEG C 30~60 minutes with obtained fatty acid mixed until mixture is complete
Dissolving, after being down to room temperature, in 4~6 hours slow coolings to 0~-10 DEG C, crystallization is separated out, is then filtered, filtrate hydrochloric acid solution
It is 2~3 to adjust pH value, and concentration and recovery solvent is evaporated under reduced pressure, and produces the Alpha-ethyl linolenate crude product that purity is more than 70%；
4) the Alpha-ethyl linolenate crude product that purity is more than 70% is obtained into α-flax that purity is more than 85% through molecular distillation
Acetoacetic ester；
5) the Alpha-ethyl linolenate Column chromatography that purity is more than 85% is purified, obtains the alpha-linolenic acid that purity is more than 95%
Ethyl ester.
2. the method according to claim 1 that high-purity alpha-linolenic acid is extracted using linseed as raw material, it is characterised in that：Step
It is rapid 2) described in NaOH or the weight of KOH and ethanol ratio be 0.02~0.04:1.
3. the method according to claim 1 that high-purity alpha-linolenic acid is extracted using linseed as raw material, it is characterised in that：Step
It is rapid 2) described in n-hexane and deionized water weight ratio be 1:0.15~0.35, ethanol is absolute ethyl alcohol.
4. the method according to claim 1 that high-purity alpha-linolenic acid is extracted using linseed as raw material, it is characterised in that：Step
It is rapid 3) described in urea alcoholic solution in the weight of urea and alcohol ratio be 1：1.5~4.
5. the method according to claim 4 that high-purity alpha-linolenic acid is extracted using linseed as raw material, it is characterised in that：Step
It is rapid 3) described in urea alcoholic solution in alcohol include methanol, ethanol or isopropanol.
A kind of 6. Alpha-ethyl linolenate preparation prepared by method as described in any claim in claim 1 to 5.
7. the Alpha-ethyl linolenate preparation prepared according to claim 6, it is characterised in that：The Alpha-ethyl linolenate preparation
Be by the purity be more than 95% Alpha-ethyl linolenate by neutralizing, wash, being made after vacuum dehydration.
8. the Alpha-ethyl linolenate preparation prepared according to claim 7, it is characterised in that：The Alpha-ethyl linolenate preparation
For one kind in tablet, capsule.
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| CN201710830684.1A CN107473970A (en) | 2017-09-15 | 2017-09-15 | It is a kind of to extract the linolenic method of high-purity alpha by raw material of linseed |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108774580A (en) * | 2018-06-20 | 2018-11-09 | 张建春 | The extracting method of unsaturated fatty acid in a kind of Chinese fiber crops seed |
| CN110699185A (en) * | 2019-10-10 | 2020-01-17 | 齐鲁工业大学 | Method for refining fatty acid from oil and fat such as testa oryzae oil, quinoa bran oil, peony seed oil, fish oil, krill oil, bee pollen oil, etc |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6664405B2 (en) * | 2000-11-30 | 2003-12-16 | Lipozen, Inc. | Method for isolating high-purified unsaturated fatty acids using crystallization |
| 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 |
| CN104649895A (en) * | 2015-02-12 | 2015-05-27 | 湖北华龙生物制药有限公司 | Preparation method of alpha-linolenic acid with purity of 98% |
| CN106109436A (en) * | 2016-07-13 | 2016-11-16 | 甘肃长清生物科技有限责任公司 | A kind of preparation method of ethyl linolenate soft capsule |
-
2017
- 2017-09-15 CN CN201710830684.1A patent/CN107473970A/en active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6664405B2 (en) * | 2000-11-30 | 2003-12-16 | Lipozen, Inc. | Method for isolating high-purified unsaturated fatty acids using crystallization |
| 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 |
| CN104649895A (en) * | 2015-02-12 | 2015-05-27 | 湖北华龙生物制药有限公司 | Preparation method of alpha-linolenic acid with purity of 98% |
| CN106109436A (en) * | 2016-07-13 | 2016-11-16 | 甘肃长清生物科技有限责任公司 | A kind of preparation method of ethyl linolenate soft capsule |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108774580A (en) * | 2018-06-20 | 2018-11-09 | 张建春 | The extracting method of unsaturated fatty acid in a kind of Chinese fiber crops seed |
| CN108774580B (en) * | 2018-06-20 | 2022-03-22 | 张建春 | Method for extracting unsaturated fatty acid from hemp seeds |
| CN110699185A (en) * | 2019-10-10 | 2020-01-17 | 齐鲁工业大学 | Method for refining fatty acid from oil and fat such as testa oryzae oil, quinoa bran oil, peony seed oil, fish oil, krill oil, bee pollen oil, etc |
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Application publication date: 20171215 |