CN1050117C - Method for separation and preparation of nervonic acid - Google Patents
Method for separation and preparation of nervonic acid Download PDFInfo
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- CN1050117C CN1050117C CN96122232A CN96122232A CN1050117C CN 1050117 C CN1050117 C CN 1050117C CN 96122232 A CN96122232 A CN 96122232A CN 96122232 A CN96122232 A CN 96122232A CN 1050117 C CN1050117 C CN 1050117C
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Abstract
The present invention discloses a method for separating and preparing nervonic acid. Hodgsonia macrocarpa fruit oil is mixed with ethanol solutions of potassium hydroxide, etc., the reaction is carried out for 1 to 5 hours under the state of stir and reflux, and a fatty acid salt mixture is obtained. The fatty acid salt mixture is added in alcohol and is frozen at low temperature for 1 to 5 hours, coarse products of the fatty acid salt with high carbon number are obtained after decompression suction filtration, and the nervonic acid with high purity is obtained via acidifying, water washing and purifying. The method has the advantages of high product purity and high recovery rate and opens up a new production way for the industrial production of the nervonic acid.
Description
The present invention relates to animal oil and vegetables oil, fat, fatty substance and wax, the lipid acid of producing thus relates in particular to the method for separating and preparing of suitable-15-tetracosenoic acid (Selacholeic acid).
Along with improving constantly and medical science applied continuous progress of people's lives, requirement updates at aspects such as food, medicines, because of unsaturated fatty acids has the edible and medical value of its uniqueness, so have certain economic benefits and social benefit, caused people's extensive attention.
Selacholeic acid (Nervoic Acid) also is a kind of long-chain unsaturated fatty acid, foreign study shows that the growth to brain, neural myelinic formation plays a role, but external suitability for industrialized production not as yet so far, because main source has two aspects: one is chemosynthesis, but operational path is long, yield is very low, so cost an arm and a leg, can't realize industrialization; Two is extracting from shark oil shai, because of shark source less, also can't mass production.About the separation method of lipid acid, mainly contain precipitated metal method, vacuum precision partition method, urea inclusion method, low-temperature freezing, chromatographic separation method, molecular distillation method and emulsification partition method or the like at present.
The method for separating and preparing that the purpose of this invention is to provide the suitable-15-tetracosenoic acid of a kind of higher product purity and the rate of recovery.
The present invention takes following measures in order to achieve the above object: the method for separating and preparing of suitable-15-tetracosenoic acid, it comprises the following steps:
(1) saponification
Oil fruit oil or mountain paulownia fruit oil are mixed with the ethanolic soln of potassium hydroxide or sodium hydroxide, under the stirring and refluxing state, reacted 1～5 hour, obtain the soap mixture;
(2) an alkali metal salt precipitation
After soap mixture after the saponification added ethanol, cryogenic freezing 1～5 hour behind the decompress filter, obtained the raw product of high carbon number soap;
(3) acidifying
Higher aliphatic acid salt raw product, with sulfuric acid or hcl acidifying to PH=3～4, the higher aliphatic acid mixture;
(4) washing
Washing fatty acid mixt with water arrives for 3～4 times neutral;
(5) purify
Adopt rectification under vacuum separation or urea adduct method to separate above-mentioned higher aliphatic acid, or low-temperature freezing separate or chromatography column separates the Selacholeic acid that obtains higher degree.
Present method combines an alkali metal salt precipitator method respectively and constitutes new operational path with vacuum precision fractionating process, urea inclusion method, low-temperature freezing and chromatographic separation method.It is higher that this route has product purity, and rate of recovery advantage of higher is for the suitability for industrialized production of Selacholeic acid is opened up a new production route.
Be described in further detail below in conjunction with embodiment.
The method for separating and preparing of suitable-15-tetracosenoic acid, it comprises the following steps:
(1) saponification
Oil fruit oil or mountain paulownia fruit oil are mixed with the ethanolic soln of potassium hydroxide or sodium hydroxide, under the stirring and refluxing state, reacted 2～3 hours, obtain the soap mixture;
(2) an alkali metal salt precipitation
After soap mixture after the saponification added ethanol, cryogenic freezing 2～3 hours behind the decompress filter, obtained the raw product of high carbon number soap;
(3) acidifying
Higher aliphatic acid salt raw product, with sulfuric acid or hcl acidifying to PH=3～4, the higher aliphatic acid mixture;
(4) washing
Washing fatty acid mixt with water arrives for 3～4 times neutral;
(5) purify
Adopt rectification under vacuum separation or urea adduct method to separate above-mentioned higher aliphatic acid, or low-temperature freezing separate or chromatography column separates the Selacholeic acid that obtains higher degree.
The method for separating and preparing of suitable-15-tetracosenoic acid, it also comprises the following steps:
(1) saponification
Oil fruit oil or mountain paulownia fruit oil are mixed with the ethanolic soln of potassium hydroxide or sodium hydroxide, and reaction is 3 hours under the stirring and refluxing state, obtains the soap mixture;
(2) an alkali metal salt precipitation
After soap mixture after the saponification added ethanol, cryogenic freezing 3 hours behind the decompress filter, obtained the raw product of high carbon number soap;
(3) acidifying
Higher aliphatic acid salt raw product, with sulfuric acid or hcl acidifying to PH=3～4, the higher aliphatic acid mixture;
(4) washing
Washing fatty acid mixt with water arrives for 3～4 times neutral;
(5) purify
Adopt rectification under vacuum separation or urea adduct method to separate above-mentioned higher aliphatic acid, or low-temperature freezing separate or chromatography column separates the Selacholeic acid that obtains higher degree.
Embodiment 1
Get the oily 75g of oil fruit, use 75ml, 6% potassium hydroxide, one ethanolic soln heating for dissolving, 78 ℃ of following backflow saponification are after 3 hours, add 50ml ethanol, cryogenic freezing is after 3 hours, and decompress filter gets higher aliphatic acid salt, sulphuric acid soln with 40% concentration is acidified to PH=3, get higher aliphatic acid, wash 4 times to neutral, urea inclusion method purification Selacholeic acid gets 2.3g, purity reaches more than 85%, and the rate of recovery reaches 64%.
Embodiment 2
Get the oily 88g of oil fruit, with 900ml potassium hydroxide one ethanolic soln, saponification 3 hours, add ethanol 550ml, cryogenic freezing 3 hours, decompress filter in 80 ℃ of water-baths, is acidified to PH=3 with 40% sulphuric acid soln, wash 4 times with water to neutral, get Selacholeic acid with the rectification under vacuum method and get 27g, purity is 85%, and the rate of recovery reaches 65%.
Claims (3)
1. the method for separating and preparing of suitable-15-tetracosenoic acid is characterized in that it comprises the following steps:
(1) saponification
Oil fruit oil or mountain paulownia fruit oil are mixed with the ethanolic soln of potassium hydroxide or sodium hydroxide, under the stirring and refluxing state, reacted 1～5 hour, obtain the soap mixture;
(2) an alkali metal salt precipitation
After soap mixture after the saponification added ethanol, cryogenic freezing 1～5 hour behind the decompress filter, obtained the raw product of high carbon number soap;
(3) acidifying
High carbon number soap raw product, with sulfuric acid or hcl acidifying to pH=3～4, high carbon number fatty acid mixt;
(4) washing
Washing fatty acid mixt with water arrives for 3～4 times neutral;
(5) purify
Adopt rectification under vacuum separation or urea adduct method to separate in above-mentioned high carbon number lipid acid, or low-temperature freezing separate or chromatography column separates the Selacholeic acid that obtains higher degree.
2. according to claim 1 a kind of suitable-method for separating and preparing of 15-tetracosenoic acid, it is characterized in that the reaction times under the stirring and refluxing state in said step (1) saponification is 2～3 hours; The cryogenic freezing time in said step (2) an alkali metal salt precipitation is 2～3 hours.
3. according to claim 1 and 2 a kind of suitable-method for separating and preparing of 15-tetracosenoic acid, it is characterized in that the reaction times under the stirring and refluxing state in said step (1) saponification is 3 hours; The cryogenic freezing time in said step (2) an alkali metal salt precipitation is 3 hours.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN96122232A CN1050117C (en) | 1996-10-28 | 1996-10-28 | Method for separation and preparation of nervonic acid |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN96122232A CN1050117C (en) | 1996-10-28 | 1996-10-28 | Method for separation and preparation of nervonic acid |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1160037A CN1160037A (en) | 1997-09-24 |
| CN1050117C true CN1050117C (en) | 2000-03-08 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN96122232A Expired - Fee Related CN1050117C (en) | 1996-10-28 | 1996-10-28 | Method for separation and preparation of nervonic acid |
Country Status (1)
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| CN (1) | CN1050117C (en) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN100341839C (en) * | 2005-11-22 | 2007-10-10 | 陕西宝枫科技股份有限公司 | Method for extracting nervonic acid from acer truncatum buge oil |
| CN101486647B (en) * | 2009-02-11 | 2012-05-30 | 中国科学院山西煤炭化学研究所 | Method for extracting nervonate from nervonate and eruciate mixer |
| CN103156898A (en) * | 2013-04-12 | 2013-06-19 | 云南天秀植物科技开发有限公司 | Compound preparation of nervonic acid and panax notoginseng total saponins and preparation method of compound preparation |
| CN104058949B (en) * | 2014-06-30 | 2016-01-20 | 广西昊旺生物科技有限公司 | The method of cis carboxylic acid and trans carboxylic acids is isolated from the mixing acid with cis, trans carboxylic acids's isomer |
| CN107445826A (en) * | 2017-07-25 | 2017-12-08 | 天津泽达天健科技有限公司 | A kind of preparation method of neural acid esters |
| CN107441130A (en) * | 2017-08-04 | 2017-12-08 | 杨宇明 | A kind of composition of the anti-Alzheimer disease of effective extract containing malania oleifera and its application |
| CN108409555B (en) * | 2018-01-16 | 2021-08-10 | 杭州泽达健康科技有限公司 | Method for separating and refining nervonic acid |
| CN108863764A (en) * | 2018-07-20 | 2018-11-23 | 李明龙 | A kind of improvement memory improves the nervonic acid piece preparation method of sleep quality |
| CN112174811A (en) * | 2020-08-27 | 2021-01-05 | 菏泽中禾健元生物科技有限公司 | High-efficiency high-purity extraction process of nervonic acid, namely cis-15-tetracosenic acid |
| CN114874851B (en) * | 2022-04-24 | 2024-01-12 | 中国科学院植物研究所 | Method for separating nervonic acid from acer truncatum seed oil |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5921641A (en) * | 1982-07-28 | 1984-02-03 | Kureha Chem Ind Co Ltd | Method for concentrating and separating eicosapentaenoic acid and docosahexaenoic acid |
| EP0504069A2 (en) * | 1991-03-15 | 1992-09-16 | Elf Sanofi | Process for preparing E-2-propyl-2-pentenoic acid and intermediate products |
-
1996
- 1996-10-28 CN CN96122232A patent/CN1050117C/en not_active Expired - Fee Related
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5921641A (en) * | 1982-07-28 | 1984-02-03 | Kureha Chem Ind Co Ltd | Method for concentrating and separating eicosapentaenoic acid and docosahexaenoic acid |
| EP0504069A2 (en) * | 1991-03-15 | 1992-09-16 | Elf Sanofi | Process for preparing E-2-propyl-2-pentenoic acid and intermediate products |
Also Published As
| Publication number | Publication date |
|---|---|
| CN1160037A (en) | 1997-09-24 |
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