CN102864189A - Method for preparing alpha-linolenic acid based on urea envelope method of molecular distillation - Google Patents
Method for preparing alpha-linolenic acid based on urea envelope method of molecular distillation Download PDFInfo
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Abstract
The invention discloses a method for extracting purified alpha-linolenic acid by combining molecular distillation and a urea envelope method with perilla oil as raw materials and belongs to the technical field of profound processing and comprehensive utilization of fat. The method includes that the perilla oil on the market is used as raw materials, lipase is added for hydrolysis to obtain fatty acid mixture, the fatty acid mixture is initially purified through the molecular distillation technology, further purification is conducted through the urea envelope method, and alpha-linolenic acid products are obtained through operations such as petroleum ether extraction and reduced pressure distillation. In areas of north China, central China, northwest and the like, oil resources rich in polyunsaturated fatty acid are abundant, the method is applied to profound processing of the oil resources, not only good polyunsaturated fatty acid products can be provided, and simultaneously economical additional value of the oil crop is improved.
Description
Technical field
The present invention relates to fats and oils processing field, the method that specially a kind of urea clathrate method based on molecular distillation prepares purifying alpha-linolenic acid.
Background technology
Alpha-linolenic acid（α-LNA）One of important plant material be perillaseed.Perillaseed has purple perilla and common perilla two types, is alpha-linolenic acid content highest species in currently known plant, oil content is 45%~50%, and wherein alpha-linolenic acid content is 60% or so.Experiment shows that alpha-linolenic acid has different physiological roles.For example：Cardioprotection, liver, prevent cardiovascular and cerebrovascular disease, improve memory, and anti-aging is pre- anti-stroke, enhancing fertility etc..Therefore the extraction purification research to alpha-linolenic acid can be that the activity research of alpha-linolenic acid and application lay the foundation.
Alpha-linolenic acid is the straight chain fatty acid containing 18 carbon atoms, three double bonds, belongs to omega-3 polyunsaturated fatty acids series.Due to the unsaturation of its height, thus oxidation reaction easily occurs under the high temperature conditions；The isomerization reaction of position of double bond and configuration easily occurs in the basic conditions, Conjugated polyenoic acids are formed.So the physiologically active in order to effectively protect alpha-linolenic acid, the selection for preparing alpha-linolenic acid process conditions is particularly important.The preparation of alpha-linolenic acid includes two big processes, is to be prepared to mix aliphatic acid by raw oil material hydrolysis first, further extraction purification obtains leukotrienes.During fatty acid mixed is prepared, both at home and abroad generally using methods such as traditional saponification, acidolysis, polyunsaturated fatty acid can be aoxidized, polymerize, isomerization, certainly will influence alpha-linolenic acid functional characteristic due to reaction condition acutely.With the development of enzyme engineering technology, gradually increase using the research of enzymatic hydrolysis grease, have been reported that both at home and abroad.
For alpha-linolenic acid purification process, mainly have silver ion complexation, column chromatography, freeze crystallization, super-critical fluid extraction etc. at present, but these methods are present that such as dissolvent residual, purity be not high, yield is low, purification cycle length, environmental pollution, it is high to equipment requirement the shortcomings of.
Molecularly distilled refers to that in high vacuum conditions, liquid component escapes liquid level at a temperature of less than boiling point.Because the mean free path of light molecule is more than weight molecule mean free path, and evaporation rate is fast, so that the light molecule in mixture constantly escapes and realized the purpose of weight molecule separation.The characteristics of molecular distillation is that vacuum is high, vapo(u)rizing temperature is less than conventional vacuum distillation and material heated time is short, is conducive to protecting the physiologically active of alpha-linolenic acid, without organic solvent, environmental pollution is small.Using molecular size range come fractionation of fatty acid, the different aliphatic acid of carbon atom number can be separated, but the aliphatic acid different to the identical saturation degree of carbon number is then difficult to separate.And urea clathrate method is the method according to the separation of molecule saturation degree.The crystallization of urea is in tetragonal body, is changed into hexahedron crystal when being coexisted with straight chain fatty acid.Linear saturated fatty acids are easiest into the pipeline of hexahedron crystal, and form urea clathrate thing.And the double bond in unrighted acid is more, in the pipeline of crystal more difficult to get access, double bond increases molecular volume, it is more difficult to form urea clathrate thing.According to this property, high unsaturated fatty acid can be separated with saturation and low unrighted acid, reach the purpose of separating alpha-linolenic acid.
The present invention devises the testing program of purifying alpha-linolenic acid for the structure and property of alpha-linolenic acid, i.e., using biological hydrolysis method（Lipase hydrolysis method）, and binding molecule distillation and the technology such as urea clathrate method carry out separating-purifying to alpha-linolenic acid in vegetable oil.It is to use lipase hydrolysis raw oil material first, and fully removes the G ＆ W point in enzymolysis liquid, obtains the mixing aliphatic acid of concentration；During further extraction purification alpha-linolenic acid, molecular distillation technique and urea clathrate method are applied.Enzyme hydrolysis, three kinds of relatively mild techniques of condition of molecular distillation and urea clathrate method are combined, and can effectively prevent that the double bond of alpha-linolenic acid is not oxidized, so as to protect the functional characteristic of alpha-linolenic acid；Simultaneously, pass through the process of molecular distillation, the light component of a large amount of low molecule amounts is separated in fatty acid mixed, alpha-linolenic acid content is high in aliphatic acid concentrate, then less reagent is consumed in urea clathrate experiment obtain efficient envelope effect, while the alpha-linolenic acid is effectively purified, pollution is reduced, the purpose of energy-saving and emission-reduction has been reached.For the purifying of alpha-linolenic acid, being in the great majority for single use urea clathrate method or beta-cyclodextrin inclusion compound method is rarely reported using molecularly distilled purifying process, and especially molecular distillation and the use of urea clathrate method combined technology there are no document report.
Therefore it provides a kind of method that urea clathrate method based on molecular distillation prepares alpha-linolenic acid, the problem of be a urgent need to resolve.
The content of the invention
In order to overcome above-mentioned deficiency of the prior art, the invention provides a kind of method that urea clathrate method based on molecular distillation prepares alpha-linolenic acid.The enzyme hydrolysis condition of vegetable oil and the experiment condition of urea clathrate purifying alpha-linolenic acid are optimized by testing, the perilla herb oil rich in alpha-linolenic acid is chosen and prepares alpha-linolenic acid for raw material, its basic step is：The selection of raw material, lipase hydrolysis prepare fatty acid mixed, and fully remove the G ＆ W point in protease hydrolysate, molecularly distilled isolates light phase component with preliminary purification fatty acid mixed, then leukotrienes is further purified using urea clathrate method, hydrolysising condition and urea clathrate condition especially to lipase have carried out system research, obtain present invention：
The object of the present invention is achieved like this：
A kind of method that urea clathrate method based on molecular distillation prepares purifying alpha-linolenic acid, comprises the following steps：
（1）The selection of raw material：It is raw material to choose the perilla herb oil rich in alpha-linolenic acid, and commercially available perilla herb oil is directly used；
（2）Lipase hydrolysis prepare fatty acid mixed enzymolysis liquid：The hydrolysising condition of perilla herb oil is as follows, material ratio（Perilla herb oil:Lipase:Water）For 25:1:50( m:m:V), hydrolysis temperature is set to 45 DEG C, the h of hydrolysis time 6；
（3）The abundant removal of glycerine and moisture in enzymolysis liquid：Aqueous phase is isolated first with separatory funnel；Add after 30 DEG C of warm water slowly rock and stand in oil phase, second of separation of separatory funnel；5000r/min, centrifuge 5 minutes under the conditions of 0 DEG C, rotated evaporation removing moisture；
（4）Molecularly distilled preliminary purification fatty acid mixed：The fatty acid mixed that upper step is obtained separates concentration using molecularly distilled, discards light phase component：Distillation condition is scraper plate rotating speed 20r/min, 112 DEG C of temperature of heating plate, pressure 8mtorr；
（5）The further extraction purification alpha-linolenic acid of urea clathrate method：Envelope solvent is methanol or ethanol；Envelope requirement is that envelope ratio is 1:6:2、1:8:1、1:8:2、1:8:3 or 1:10:2, envelope temperature is -10 °C ~ 30 °C, and the envelope time is 2 ~ 12h；
In the step of urea clathrate method purifying alpha-linolenic acid, the envelope effect of methanol solvate is better than ethanol.
In the step of urea clathrate method purifying alpha-linolenic acid, optimal envelope requirement is：Envelope ratio is 1:8:2, envelope temperature is 0 °C, and the envelope time is 4h.
To sum up, the optimal scheme of preparation method is in the present invention：
Using perilla herb oil as raw material, material ratio（Perilla herb oil:Lipase:Water）For 25:1:50( m:m:V), 6h is hydrolyzed at a temperature of 45 DEG C, enzymolysis liquid must concentrate fatty acid mixed after fully removing G ＆ W point, and its acid value is about 140, yield 78%；Molecular distillation concentration is carried out under scraper plate rotating speed 20r/min, 112 DEG C of temperature of heating plate, pressure 8mtorr distillation condition（One or twice）, obtained fatty acid mixed acid value is 200 or so；On the basis of urea clathrate method experiment of single factor, design response surface analysis experiment, data analysis show three single factor tests to the reciprocal effect of result less, it is determined that optimum reaction condition be 0 DEG C of envelope temperature, the h of envelope time 4, envelope ratio aliphatic acid:Methanol:Urea (m:V:M) it is 1:8:When 2.Three checking tests at optimum conditions, the alpha-linolenic acid average content for obtaining product is 82.70%（I.e. alpha-linolenic acid content brings up to 82.70% by 55.34%）, yield is 52.2%.
Beneficial effect：
First, the mild condition that enzymatic hydrolysis oil plant and molecularly distilled are purified can effectively prevent that the double bond of alpha-linolenic acid is not oxidized, so as to protect the physiologically active of alpha-linolenic acid；
Second, pass through the process of molecular distillation, the light component of a large amount of low molecule amounts is separated in fatty acid mixed, alpha-linolenic acid content is high in the aliphatic acid concentrate of preliminary purification, urea clathrate experiment consumption is few, while the alpha-linolenic acid is effectively purified, pollution is reduced, the purpose of energy-conserving and environment-protective has been reached.
3rd, the extraction purification of the preparation, then progress alpha-linolenic acid that are first pure fatty acid mixed is prepared in the big step of alpha-linolenic acid two.Fatty acid mixed is generally prepared using traditional saponification, the method such as acidolysis both at home and abroad, polyunsaturated fatty acid can be aoxidized, polymerize due to reaction condition acutely, isomerization, alpha-linolenic acid functional characteristic certainly will be influenceed；With the development of enzyme engineering technology, gradually increase using the research of enzymatic hydrolysis grease, have been reported that both at home and abroad.For the purifying of alpha-linolenic acid, being in the great majority for single use urea clathrate method or beta-cyclodextrin inclusion compound method is rarely reported using the purifying process of molecularly distilled, and especially molecular distillation and the use of urea clathrate method combined technology there are no document report.
Embodiment
With reference to specific embodiment, the present invention is further illustrated：
Material used in the present invention is：Perilla herb oil（It is purchased in market）；Lipase（Guangzhou Ming Yuan companies）；Potassium hydroxide solution；Petroleum ether（60-90 DEG C of boiling range, break a seal chemical reagent head factory）；Ethanol（95%, Tianjin good fortune morning chemical reagent factory）；Anhydrous sodium sulfate（Tianjin Kermel Chemical Reagent Co., Ltd.）；Urea（Analyze pure, Luoyang chemical reagent factory）；BFEE（Chemical Reagent Co., Ltd., Sinopharm Group）；Methanol（Analyze pure, Luoyang City's chemical reagent factory）；Normal heptane（Tianjin Ke Miou chemical reagent Co., Ltd）；Sodium chloride（Analyze pure, Suzhou chemical reagent factory）.
The equipment that the present invention is used includes：Water-bath constant temperature oscillator SHA-C（Hua Feng Instrument Ltd. of Jintan City）；Cryogenic thermostat reactive bath technique DF-10L/40（Henan Zhi Wei developments in science and technology Co., Ltd）；Rotary evaporator RE-52A（Shanghai Yarong Biochemical Instrument Plant）；Circulating water type vavuum pump SHZ-D (III)（Yuhua Instrument Co., Ltd., Gongyi City）；Gas chromatograph 9790（FULI）；Hydrogen generator GHL-300（Converge good in Beijing）；Air generator（Converge good in Beijing）；Molecular distillation instrument Wiped-Film Hybrid Still System（POPE companies of the U.S.）.
The acid value determination method being related in the present invention uses GB/T 5530-2005：Weigh about 0.423g and uniformly mix aliphatic acid in conical flask, add diethylether-ethanol (2:1) mixed solvent 50mL, shake dissolves it；Drop phenolphthalein indicator of plus three, drops to blush with about 0.1mol/L potassium hydroxide solutions, and 30 seconds colour-fast, write down the potassium hydroxide solution volume V of consumption（mL）.
V (mL) is the volume of standard potassium hydroxide solution used in acid value (mgKOH/g oil)=V × c × 56.1/m formulas；C (mol/L) is the actual concentrations of standard potassium hydroxide solution used；M (g) is the quality of sample；56.1 (g/mol) are the molal weight of potassium hydroxide.
The distillation condition that the molecularly distilled preliminary purification alpha-linolenic acid that the present invention relates to is used for：Scraper plate rotating speed 20r/min；112 DEG C of temperature of heating plate；Pressure 8mtorr.Start charging after instrument normal work, the speed of charging is difficult too soon, otherwise to separate not exclusively.Light phase component is discarded after having separated, second is carried out if separation not exclusively and is operated.
The envelope test method that the present invention relates to is：The accurate fatty acid mixed weighed after enzymolysis, aliphatic acid, methanol or ethanol are sequentially added in different envelope ratios（95%）, urea, temperature is to be heated to reflux and constantly vibrate to the transparent clarification of solution at 75 DEG C, so as to urea dissolving and be uniformly sufficiently mixed with aliphatic acid and solvent；It is cooled to after room temperature, selection different temperatures and time carry out inclusion reaction；Taken out after the completion of inclusion reaction, rapid suction filtration, liquid phase is rich in linolenic fatty acid mixed.To wash away a small amount of urea being mixed into, add in the liquid phase after little water, use two volumes petroleum ether extraction；Washing 2-3 times is repeated, petroleum ether layer is collected, vacuum distillation removes solvent at 35 DEG C（Recycling）, fatty acid mixed is obtained, is weighed and calculated yield（Yield mixes the quality of aliphatic acid before quality/urea clathrate to mix aliphatic acid after urea clathrate）.
Gas chromatographic analysis operating process involved in the present invention is：Take about 350 mg oil samples to be put into 50 mL flasks, add 7 mL boron trifluoride methanol solution, add a zeolite and be heated to reflux 2 minutes, add 3.5 mL normal heptanes from condenser pipe upper end flows back one minute again.Burning things which may cause a fire disaster is withdrawn, flask is taken out, a certain amount of sodium chloride saturated solution, after gently turning upside down for several times, stratification is added into flask.About 2mL solution is taken out from the upper liquid in flask to be transferred in rub oral examination tube, is added appropriate anhydrous sodium sulfate to remove micro-moisture, is obtained esterification sample in case gas chromatographic analysis.GC conditions are：Sample size：0.2μL；Post case temperature：190℃；Using FID（Hydrogen ion flame）Detector, detection temperature：250℃；Aid in I temperature：250℃；Carrier gas nitrogen pressure 0.5MPa；Hydrogen Vapor Pressure is 0.1MPa；Air pressure is 0.13MPa.
The realization of the present invention comprises the following steps：
Step 1 Feedstock treating
Commercially available perilla herb oil is directly used.
Step 2 lipase hydrolysis prepare fatty acid mixed
Take 100g perilla herb oil, 4g lipase, 200 mL water are in 500 mL conical flask with cover.Water-bath constant temperature oscillator is put into after sealing, temperature setting is 45 DEG C.Taken out after 6 h, separatory funnel separates aqueous phase discarded, add after 30 DEG C of warm water slowly rock and stand in oil phase, separatory funnel isolates aqueous phase for the second time, oil phase is centrifuged 5 minutes under the conditions of 5000r/min, 0 DEG C, and the concentration fatty acid mixed of rotated evaporation removing moisture determines acid value using GB/T 5530-2005.
Enzyme hydrolysis temperature is 45 DEG C, wherein m（Perilla herb oil）:m（Lipase）:V（H2O）For 25:1:50, the fatty acid mixed acid value prepared is about 140, yield 78%.
Step 3 molecularly distilled preliminary purification fatty acid mixed
Distillation condition：Scraper plate rotating speed 20r/min；112 DEG C of temperature of heating plate；Pressure 8mtorr.Start charging after instrument normal work, the speed of charging is difficult too fast otherwise can separate not exclusively.Light phase product is collected after having separated.After being concentrated using molecular distillation, obtained fatty acid mixed acid value is 200 or so；This step obtains fatty acid mixed through gas chromatographic analysis, and the content of its alpha-linolenic acid is about 55.34%, and its gas-chromatography appearance time is 19 min；Linoleic content is 10.6%, and oleic acid content is 19.3%, and palmitic acid content is 9.7%.
Step 4 urea clathrate method is purified
The selection of envelope solvent
According to reference contrived experiment：Temperature is -6 DEG C, aliphatic acid:Methanol or ethanol（95%）:Urea (m/V/m) is 1:8:2（Hereinafter referred to as envelope ratio）.Experimental design such as table 1：
The experimental design condition of table 1
| Group | Solvent | Envelope ratio | Time (h) | Temperature (DEG C) |
| 1 | Methanol | 1:8:2 | 12 | -6 |
| 2 | Ethanol | 1:8:2 | 12 | -6 |
Obtained product is through the laggard promoting the circulation of qi analysis of hplc of esterification, and table 2 is the influence of methanol and alcohol solvent to envelope product yield and linolenic acid content.
The envelope solvent of table 2 is on experiment influence result
| Group | Solvent | Aliphatic acid quality (g) | Yield | Content |
| 1 | Methanol | 4.40 | 44.0% | 84.8% |
| 2 | Ethanol | 3.20 | 32.0% | 81.8% |
From table 2 it can be seen that methanol as solvent whether yield or alpha-linolenic acid content all than high with alcohol solvent.It can be seen that, it is better than ethanol using the effect of methanol solvate, this is consistent with document report, so tests below selection absolute methanol is envelope solvent.
For uric acid inclusion reaction, envelope time, envelope temperature, envelope ratio are to influence the principal element of envelope effect, therefore this experiment is optimized to these factors, to find optimum envelope condition.
The envelope time
Constant envelope temperature（-10℃）, aliphatic acid:Methanol:Urea=1:8:2, experimental design is as shown in table 3.
The experimental design condition of table 3
| Group | The envelope time (h) | Envelope ratio | Temperature (DEG C) |
| 1 | 2 | 1:8:2 | -10 |
| 2 | 4 | 1:8:2 | -10 |
| 3 | 6 | 1:8:2 | -10 |
| 4 | 8 | 1:8:2 | -10 |
| 5 | 12 | 1:8:2 | -10 |
Envelope product is through gas chromatographic analysis, and each set product linolenic acid content and corresponding yield are as shown in table 4.
Influence of the envelope time of table 4 to experimental result
| Group | The envelope time (h) | Fatty acid mixed quality (g) | Yield | Content |
| 1 | 2 | 4.96 | 49.6% | 85.8% |
| 2 | 4 | 4.46 | 44.6% | 86.2% |
| 3 | 6 | 4.23 | 42.3% | 86.2% |
| 4 | 8 | 3.63 | 36.3% | 83.9% |
| 5 | 12 | 3.13 | 31.3% | 85.0% |
* -10 DEG C of constant envelope temperature, envelope ratio 1:8:2
From table 4, it can be seen that when the envelope time is 4 h and 6 h, the content of alpha-linolenic acid reaches maximum.When the network time is 4 h, the content of alpha-linolenic acid is very high and yield is also higher, declines more than alpha-linolenic acid yield after 4 h a lot.Integrated comparative, it is believed that the envelope time 4, h was relatively good, its alpha-linolenic acid content is 86.2%, and yield is 44.6%.
Envelope temperature
The g of fatty acid mixed 10 is weighed, by 1:8:2（m:V:m）Ratio sequentially adds aliphatic acid, methanol, urea.Temperature is to be heated to reflux and constantly vibrate to the transparent clarification of solution at 75 DEG C.After cooling down at room temperature, the h of envelope 4 at different temperatures.Experimental design is as shown in table 5:：
The experimental design condition of table 5
| Group | Temperature (DEG C) | Envelope ratio | Time (h) |
| 1 | 30 | 1:8:2 | 4 |
| 2 | 20 | 1:8:2 | 4 |
| 3 | 10 | 1:8:2 | 4 |
| 4 | 0 | 1:8:2 | 4 |
| 5 | -10 | 1:8:2 | 4 |
Through gas chromatographic analysis, the linolenic acid content of envelope product and corresponding yield are as shown in table 6.
Influence of the envelope temperature of table 6 to experimental result
| Group | Temperature (DEG C) | Aliphatic acid quality (g) | Yield | Content |
| 1 | 30 | 6.18 | 61.8% | 73.3% |
| 2 | 20 | 4.36 | 43.6% | 78.9% |
| 3 | 10 | 4.80 | 48.0% | 80.9% |
| 4 | 0 | 4.96 | 49.6% | 80.6% |
| 5 | -10 | 3.20 | 32.0% | 81.1% |
* the h of constant envelope time 4, envelope ratio 1:8:2
As seen from Table 6：With the reduction of temperature, the increase of alpha-linolenic acid content.When in 10 DEG C, 0 DEG C, -10 DEG C, the content of alpha-linolenic acid is held essentially constant.When temperature is -10 DEG C, the yield of alpha-linolenic acid declines more.When crystallization temperature is relatively low, the content of alpha-linolenic acid is higher, because the formation of urea clathrate thing is the process of a heat release, during temperature drop, reacts and is carried out to the direction of generation urea clathrate thing.The yield highest of alpha-linolenic acid at 0 DEG C, it is more excellent temperature that Integrated comparative, which selects crystallization temperature to be 0 DEG C,.
Envelope ratio
- 6 DEG C of constant envelope temperature, the h of envelope time 12, in the different envelope ratios such as contrived experiment of table 7.
The experimental design condition of table 7
| Group | Envelope ratio | Time (h) | Temperature (DEG C) |
| 1 | 1:10:2 | 12 | -6 |
| 2 | 1:8:1 | 12 | -6 |
| 3 | 1:8:2 | 12 | -6 |
| 4 | 1:8:3 | 12 | -6 |
| 5 | 1:6:2 | 12 | -6 |
Through gas chromatographic analysis, the linolenic acid content of envelope product and corresponding yield are as shown in table 8.
Influence of the envelope ratio of table 8 to experimental result
| Group | Envelope ratio | Fatty acid mixed quality (g) | Yield | Content |
| 1 | 1:10:2 | 3.64 | 36.4% | 82.6% |
| 2 | 1:8:1 | 7.38 | 73.8% | 70.8% |
| 3 | 1:8:2 | 3.65 | 36.5% | 83.9% |
| 4 | 1:8:3 | 3.45 | 34.5% | 87.2% |
| 5 | 1:6:2 | 3.08 | 30.8% | 85.2% |
* the h of constant envelope time 12, -6 DEG C of envelope temperature
By table 8, compare the 1st, the 3rd, the 5th group of experiment is understood, with the increase of methanol usage, the changes of contents very little of alpha-linolenic acid, because the consumption of urea is to influence a notable factor of alpha-linolenic acid content.From experimental result it can also be seen that：The content and yield of alpha-linolenic acid are differed in different its liquid phase of envelope ratio.Take into account the two, it is believed that the 3rd group is aliphatic acid:Methanol:Urea=1:8:2 selection preferably, wherein alpha-linolenic acid content are 83.9%, and yield is 36.5%.
On the basis of single factor experiment, the content and yield using alpha-linolenic acid select envelope temperature as index（-10、0、10℃）, the envelope time（2、4、6h）With envelope ratio（1:8:1、1:8:2、1:8:3）For factor, tested according to 20 groups of response surfaces of response surface Software for Design.According to response surface analysis result, it is 1 to determine 0 DEG C of envelope temperature, the h of envelope time 4, envelope ratio:8:2 be optimum envelope reaction condition.Three confirmatory experiments are carried out on this condition, and the average content for obtaining alpha-linolenic acid is 82.7%, and average yield is 52.2%.
Above example is merely to illustrate the preferred embodiment of the present invention; but the present invention is not limited to above-mentioned embodiment; in the knowledge that the field those of ordinary skill possesses; any modification, equivalent substitute and improvement for being made within the spirit and principles in the present invention etc., it all should cover within the scope of claimed technical scheme of the invention.
Claims (3)
1. a kind of method that urea clathrate method based on molecular distillation prepares purifying alpha-linolenic acid, comprises the following steps：
（1）The selection of raw material：Raw material is the perilla herb oil rich in alpha-linolenic acid, and commercially available perilla herb oil is directly used；
（2）Lipase hydrolysis prepare fatty acid mixed enzymolysis liquid：The hydrolysising condition of perilla herb oil is as follows, material ratio（Perilla herb oil:Lipase:Water）For 25:1:50( m:m:V), hydrolysis temperature is set to 45 DEG C, the h of hydrolysis time 6；
（3）The abundant removal of glycerine and moisture in enzymolysis liquid：Aqueous phase is isolated first with separatory funnel；Add after 30 DEG C of warm water slowly rock and stand in oil phase, second of separation of separatory funnel；5000r/min, centrifuge 5 minutes under the conditions of 0 DEG C, rotated evaporation removing moisture；
（4）Molecularly distilled preliminary purification fatty acid mixed：The mixing-in fat acid-utilising molecularly distilled that upper step is obtained separates concentration, discards light phase component：Distillation condition is scraper plate rotating speed 20r/min, 112 DEG C of temperature of heating plate, pressure 8mtorr；
（5）The further extraction purification alpha-linolenic acid of urea clathrate method：Envelope solvent is methanol or ethanol；Envelope requirement is as follows, and envelope ratio is aliphatic acid（m, g）:Methanol (V, mL):Urea（m, g）For 1:6:2、1:8:1、1:8:2、1:8:3 or 1:10:2, envelope temperature is -10 °C ~ 30 °C, and the envelope time is 2 ~ 12h.
2. the method that a kind of urea clathrate method based on molecular distillation according to claim 1 prepares purifying alpha-linolenic acid, it is characterised in that：In the step of urea clathrate method purifies aliphatic acid, optimum envelope solvent is methanol.
3. the method that a kind of urea clathrate method based on molecular distillation according to claim 1 prepares purifying alpha-linolenic acid, it is characterised in that：In the step of urea clathrate method purifies aliphatic acid, envelope requirement is that envelope ratio is 1:8:2, envelope temperature is 0 °C, and the envelope time is 4 h.
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN104744235A (en) * | 2015-02-28 | 2015-07-01 | 陈学沛 | Process for preparing alpha-linolenic acid |
| CN105061189A (en) * | 2015-08-12 | 2015-11-18 | 江苏振宇环保科技有限公司 | Method for extracting linoleic acid from cucumber seeds |
| CN111848341A (en) * | 2020-07-20 | 2020-10-30 | 齐鲁工业大学 | Method for separating and purifying nervonic acid in acer truncatum buge oil by combining molecular distillation with urea inclusion method |
| CN115151628A (en) * | 2020-02-28 | 2022-10-04 | 株式会社钟化 | Process for producing long-chain fatty acid and use thereof |
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| CN101245359A (en) * | 2008-03-21 | 2008-08-20 | 河南工业大学 | Method for producing alpha-linolenic acid subsection enzyme hydrolysis, molecular distillation from oil and fat enriched in linolenic acid |
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| CN104744235A (en) * | 2015-02-28 | 2015-07-01 | 陈学沛 | Process for preparing alpha-linolenic acid |
| CN105061189A (en) * | 2015-08-12 | 2015-11-18 | 江苏振宇环保科技有限公司 | Method for extracting linoleic acid from cucumber seeds |
| CN115151628A (en) * | 2020-02-28 | 2022-10-04 | 株式会社钟化 | Process for producing long-chain fatty acid and use thereof |
| CN111848341A (en) * | 2020-07-20 | 2020-10-30 | 齐鲁工业大学 | Method for separating and purifying nervonic acid in acer truncatum buge oil by combining molecular distillation with urea inclusion method |
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