CN1429828A - Preparation method of high purity soyabean lecithin - Google Patents
Preparation method of high purity soyabean lecithin Download PDFInfo
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- CN1429828A CN1429828A CN 02147754 CN02147754A CN1429828A CN 1429828 A CN1429828 A CN 1429828A CN 02147754 CN02147754 CN 02147754 CN 02147754 A CN02147754 A CN 02147754A CN 1429828 A CN1429828 A CN 1429828A
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Abstract
A process for preparing high-purity soybean lecithin from the residue of soybean oil includes such steps as pretreating, adsorbing with silica gel column, and eluting with anhydrous methanol. Its advantages are high eluting power and selectivity, short period, and simplified post-treating.
Description
Technical field the present invention relates to a kind of preparation method of high-purity soybean lecithin, especially adopts the column chromatography technology to extract high-purity natural active matter---soybean lecithin from soybean oil residue.
The background technology natural phospholipid mainly is present in the protoplasma and film system of animal and plant, is one of main component that constitutes in cytolemma.
Since the seventies, along with the molecular biology development, having found that progressively phosphatide is the deposit form of numerous informational molecule precursors, is that neurocyte transmits information, the proteometabolic biologically active substance of synthetic fat; It also is the chemical mediator that numerous diseases such as the heart, brain, circulation, breathing, reproduction form.Phosphatide is the mixture of a class complexity, mainly is made up of Yelkin TTS (PC), kephalin (PF), lipositol (PI) and serine phosphatide (PS) etc.Phospholipid prod mainly is that the by product as oil and fat refining extracts from hydrated oil foot.As a kind of nutrition agent and emulsifying agent, industries such as food, medicine, makeup, feed, rubber, coating have been widely used at present.Along with phosphatide deepens continuously at the medicine and pharmacology area research, pharmacy industry increases day by day to the demand of high purity phosphorus fat prod.Especially high-purity-lecithin, it not only has important physical effects such as the atherosclerosis of minimizing, and can be used for preparing the vein fat milk transfusion; As the liposome of cancer therapy drug and gene drug carriers, aspect raising drug effect and the minimizing toxic side effect significant curative effect is being arranged; Also can be used as the penicillin additive, play the promotion drug absorption, ease the pain, increase curative effect, antianaphylactic effect.According to the data introduction, the market demand of domestic high-fat emulsion is 2,000 ten thousand bottles/year, and need 120 tons in Yelkin TTS: the Yelkin TTS demand as the penicillin additive is 300 tons/year.Therefore, exploitation preparation high-purity-lecithin has great market potential.The production of high-purity soybean lecithin is still blank at home, also have only several companies to produce abroad, but price is very high, the purity of producing as Avanti company is $175/g greater than 99% soybean lecithin, therefore, in the byproduct comprehensive utilization of oil plant, soybean lecithin is the very high product of added value.
The raw material of producing high-purity natural Yelkin TTS at present can be divided into animal and plant two big classes.The former mainly is yolk and animal tissues, and the latter is some vegetable oil materials such as soybean, vegetable seed etc.The quality of extracting high-purity-lecithin from yolk is better, but the cost height.And the phosphatide in the vegetable oil material is a kind of fatty accompaniment, and stripping separates with grease as oil foot in the aquation operation of oil and fat refining along with greasy extraction.These oil foots such as untimely processing are very easily grown microorganism and are caused environmental pollution, but if can be used, and then can turn waste into wealth, and prepare the phospholipid prod of high added value.Therefore, and be that raw material is compared with yolk, from soybean oil residue, extract phospholipid prod, it is more great that its meaning just seems.In these oil plants, the phospholipids content in the soybean is the highest, and quality is also better, and optimum is as the raw material that extracts phosphatide.About 1.77 hundred million tons/year of whole world soybean yields at present, China is 1,500 ten thousand tons/year, and wherein 85% is used for system oil, can extract in theory phosphatide about 5.1 ten thousand tons (with soybean oil-containing 16%, contain phosphatide 2.5% in the soya-bean oil), about 10,000 tons of Yelkin TTS (to contain Yelkin TTS 20% in the phosphatide).
The technology of preparing of high-purity-lecithin mainly contains: the inorganic salt precipitator method, acetylation method, supercritical fluid extraction, membrane separation process, tlc (TCL), high performance liquid chromatography (HPLC), column chromatography etc.The inorganic salt precipitator method and acetylation method are owing to added reaction reagent, and difficulty of post-processing strengthens; What use always in the supercutical fluid method is supercritical CO
2, the ability of the strong and dissolving phosphatide of its molten oily ability a little less than, only is fit to preparation mixed phosphatide product and is not suitable for the fractional separation purifying of various phosphatide, and cost of equipment is relatively more expensive; The material of membrane separation process, cost of equipment are also higher, realize that the classification of phosphatide also has certain technical difficulty; Tlc (TCL) and high performance liquid chromatography (HPLC) all can obtain purity height, the measured graded product of matter, but the treatment capacity of HPLC method is little, and equipment and maintenance cost are higher, and the TLC method is difficult for changing developping agent, used developping agent is a mixed solvent, and aftertreatment is more loaded down with trivial details; Column chromatography equipment is simple, and flexibly changing eluent intensity obtains optimal separating effect, and this method be easy to the extension, be to prepare the phosphatide graded product one of method of development potentiality is arranged most.
Column chromatography is used to prepare high-purity-lecithin, and key is the selection of stationary phase, eluent.Can this is related to obtain high-purity graded product, post-processing technology difficulty or ease, production cycle length etc., and these are important factors that can this method of decision scale amplify.In the prior art, sorbent material mostly is silica gel and aluminum oxide, and adopts the mode of mixed solvent gradient elution more, though the lecithin product purity that adopts these technology to produce is higher, but removing of solvent, postprocessing working procedures such as recovery and proportioning are difficult to control in large-scale industrialization is produced.Also there is the minority bibliographical information to adopt 95% ethanol, but, needs often to change sorbent material, so also be not suitable for suitability for industrialized production owing to the moisture sorbent material inactivation that makes in the eluent as eluent.
Summary of the invention problem to be solved by this invention provides a kind of preparation method of high-purity soybean lecithin, and this method is simple and be easy to suitability for industrialized production.
Technical scheme provided by the invention is: a kind of preparation method of high-purity soybean lecithin, obtaining crude lecithin with soybean oil residue after pre-treatment is starting material, is sorbent material with silica gel, carries out column chromatography with 90～100% (weight percent) methyl alcohol as eluent and separate and to obtain high-purity-lecithin.
Above-mentioned is anhydrous methanol; Sorbent material adopts 100-300 purpose silica gel.
The raw material oil foot at first obtains crude lecithin (containing more Yelkin TTS and a small amount of kephalin) after pre-treatment, be that sorbent material, 90～100% methyl alcohol carry out the column chromatography separation as eluent with silica gel then.90～100% methyl alcohol are as eluent, and not only elutive power is strong, and the separation selectivity height can shorten disengaging time greatly, reduce the eluent consumption, and simplified postprocessing working procedures such as the removing of solvent, recovery and recycle.
Description of drawings
The crude lecithin that Fig. 1 obtains after pre-treatment with soybean oil residue for the present invention is the process flow sheet of raw material preparing high-purity-lecithin;
Fig. 2 is a crude lecithin HPLC analysis chart;
Fig. 3 is a high-purity-lecithin HPLC analysis chart.
Embodiment is referring to Fig. 1, the present invention obtains crude lecithin with soybean oil residue after pre-treatment be starting material, is sorbent material, carries out the column chromatography separation, pure Yelkin TTS collection liquid is obtained high-purity-lecithin through vacuum precipitation, drying as eluent with 90～100% methyl alcohol with silica gel (100-300 order).
The also available crude lecithin that obtains from animal classes such as yolk of the present invention is that starting material prepare high-purity-lecithin as stated above.
The soybean oil residue pre-treatment can be adopted solvent extration (works of publishing referring to Chinese finance and economics press such as " comprehensive utilization of oil prodution industry byproduct " Zhang Genwang): contain 50% moisture in the soybean oil residue approximately, 33% phosphatide and 17% grease.Oil foot elder generation drying removes moisture, obtains concentrated phosphatide.Embathe 3～6 times with 1～2 times acetone again, remove behind the grease powder lecithin.95% ethanol with 2～4 times of amounts is light yellow to vat liquor 3～5 times in 60 ℃ of following lixiviate powder lecithins then, merges the vat liquor vacuum concentration after each lixiviate.The a small amount of ether dissolution of gained enriched material is removed solid impurity through centrifugation, adds acetone then and makes the Yelkin TTS precipitation.Sediment separate out and solvent, the gained precipitation gets crude lecithin after vacuum precipitation, drying standby.The HPLC analysis chart of crude lecithin is seen Fig. 2 (1 is solvent among the figure, and 2 is kephalin, and 3 is Yelkin TTS, and 4 is phosphatidic acid).Carry out column chromatography immediately as the soybean oil residue pre-treatment and separate, also can be moist, directly get final product with the anhydrous methanol dissolving.
Column chromatography is separated:
Column chromatography separate with chromatographic column be band piston glass column or be with band valve pillar that stainless steel column of valve or other materials make all can, length-to-diameter ratio is 10: 1～25: 1.Volume according to used chromatographic column takes by weighing a certain amount of silica gel (100～300 order), places 105～130 ℃ of baking ovens to activate 20～90 minutes.Be solvent wet method dress post with 90～100% methyl alcohol, standby after installing.
Take by weighing 1～3% crude lecithin of adsorbent weight, with going up sample behind 90～100% dissolve with methanol of 4～16 times of crude lecithin amounts.Use 90～100% methyl alcohol as eluent then, carry out column chromatography and separate, drip speed control 1～4 times/minute built in the crude lecithin amount.According to varying in size of column volume and treatment capacity, determine each volume number of collecting.Total principle is that total elution volume is 3～4 times of adsorbent medium volume, and collection frequence is no more than 20 times.Collect liquid after the HPLC method detects, pure Yelkin TTS is collected liquid merge, after vacuum precipitation, drying, can get high-purity-lecithin.The HPLC analysis chart of high-purity-lecithin is seen Fig. 3, (5 is solvent, and 6 is Yelkin TTS).
Above-mentioned chromatogram testing conditions: 4.6 * 150mm self-chambering silicagel column (5um silica gel); Moving phase: acetonitrile-methyl alcohol-phosphoric acid (90: 3: 1); Flow velocity: 0.7ml/min; UV-detector, the detection wavelength is 206nm.
Embodiment one: chromatographic column is φ 30 * 300mm band piston glass column.Take by weighing about 100 grams of silica gel (100～200 order), place 120 ℃ of baking oven activation 60 minutes, make solvent wet method dress post with 100% methyl alcohol.Take by weighing about 2 grams of crude lecithin, with last sample behind a small amount of 100% dissolve with methanol, and use 100% methanol-eluted fractions, drip speed control built in 2 ml/min, every 50ml collects one bottle, collects 15 bottles altogether.Detect through the HPLC method, pure Yelkin TTS is at the 7th～9 bottle.Merge and collect liquid, after vacuum concentration, drying, get high-purity-lecithin 0.6 gram.
Embodiment two: chromatographic column is the stainless steel column of φ 30 * 600mm band valve.Take by weighing about 100 grams of silica gel (200～300 order), place 105 ℃ of baking oven activation 80 minutes, make solvent wet method dress post with 93% methyl alcohol.Take by weighing about 1.5 grams of crude lecithin, with last sample behind a small amount of 93% dissolve with methanol, and use 93% methanol-eluted fractions, drip speed control built in 3 ml/min, every 50ml collects one bottle, collects 15 bottles altogether.Detect through the HPLC method, pure Yelkin TTS is at the 6th～7 bottle.Merge respectively and collect liquid, after vacuum concentration, drying, get high-purity-lecithin 0.42 gram.
Embodiment three: chromatographic column is φ 30 * 600mm band piston glass column.Take by weighing about 100 grams of silica gel (100～200 order).Place 130 ℃ of baking oven activation 25 minutes, make solvent wet method dress post with 98% methyl alcohol.Take by weighing about 3 grams of crude lecithin, with last sample behind a small amount of 98% dissolve with methanol, and use 98% methanol-eluted fractions, drip speed control built in 2 ml/min, every 50ml collects one bottle, collects 15 bottles altogether.Detect through the HPLC method, pure Yelkin TTS is at the 7th～11 bottle.Merge respectively and collect liquid, after vacuum concentration, drying, get high-purity-lecithin 0.93 gram.
Embodiment four: chromatographic column is φ 20 * 500mm band piston glass column.Take by weighing about 60 grams of silica gel (100～200 order).Place 120 ℃ of baking oven activation 60 minutes, make solvent wet method dress post with anhydrous methanol.Take by weighing about 1 gram of crude lecithin, go up sample with a small amount of anhydrous methanol dissolving back, and use the anhydrous methanol wash-out, drip speed control built in 4 ml/min, every 50ml collects one bottle, collects 15 bottles altogether.Detect through the HPLC method, pure Yelkin TTS is at the 5th～6 bottle.Merge respectively and collect liquid, after vacuum concentration, drying, get high-purity-lecithin 0.33 gram.
Claims (6)
1. to obtain crude lecithin with soybean oil residue after pre-treatment be starting material in the present invention, and to be sorbent material, the methyl alcohol with 90～100% with silica gel carry out column chromatography as eluent separates and obtain high-purity-lecithin.
2. measuring method according to claim 1 is characterized in that: used methyl alcohol is anhydrous methanol.
3. measuring method according to claim 1 is characterized in that: sorbent material adopts 100-300 purpose silica gel.
4. according to claim 1 or 2 or 3 described measuring methods, it is characterized in that: take by weighing 1～3% crude lecithin of adsorbent weight, with going up sample behind the dissolve with methanol of 4～16 times of crude lecithin amounts; Use methyl alcohol as eluent then, carry out column chromatography and separate, drip speed control 1～4 times/minute built in the crude lecithin amount, total elution volume is 3～4 times of adsorbent medium volume, and collection frequence is no more than 20 times; Collect liquid after the HPLC method detects, pure Yelkin TTS is collected liquid merge, through vacuum precipitation, the dry high-purity-lecithin that gets.
5. measuring method according to claim 4 is characterized in that: it is 10: 1～25: 1 that column chromatography is separated with the chromatographic column length-to-diameter ratio; Take by weighing the silica gel of volume 20～80% amounts of used chromatographic column, place 105～130 ℃ of baking ovens to activate 20～90 minutes; Get chromatographic column with 90～100% methyl alcohol for solvent wet method dress post.
6. measuring method according to claim 5 is characterized in that: chromatographic column is band piston glass column or the stainless steel column of band valve.
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Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102146094A (en) * | 2011-03-08 | 2011-08-10 | 南京工业大学 | Method for preparing soybean lecithin by adsorption method |
| CN104230982A (en) * | 2014-10-09 | 2014-12-24 | 陕西源邦生物技术有限公司 | Method for extracting high-content phosphatidylcholine from soybean powder phospholipids |
| CN104370955A (en) * | 2014-10-17 | 2015-02-25 | 南京工业大学 | Pretreatment process of phospholipid |
| CN106543218A (en) * | 2016-09-26 | 2017-03-29 | 合肥信达膜科技有限公司 | A kind of soybean lecithin process for extracting |
| CN108929344A (en) * | 2017-05-27 | 2018-12-04 | 浙江大学 | A kind of method of phosphatide monomer in poly ion liquid separating phospholipids homologue |
| CN108969768A (en) * | 2018-08-25 | 2018-12-11 | 江苏曼氏生物科技股份有限公司 | A kind of medicinal clear soy phosphatide and preparation method thereof |
-
2002
- 2002-11-28 CN CNB02147754XA patent/CN1179967C/en not_active Expired - Fee Related
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102146094A (en) * | 2011-03-08 | 2011-08-10 | 南京工业大学 | Method for preparing soybean lecithin by adsorption method |
| CN104230982A (en) * | 2014-10-09 | 2014-12-24 | 陕西源邦生物技术有限公司 | Method for extracting high-content phosphatidylcholine from soybean powder phospholipids |
| CN104370955A (en) * | 2014-10-17 | 2015-02-25 | 南京工业大学 | Pretreatment process of phospholipid |
| CN106543218A (en) * | 2016-09-26 | 2017-03-29 | 合肥信达膜科技有限公司 | A kind of soybean lecithin process for extracting |
| CN108929344A (en) * | 2017-05-27 | 2018-12-04 | 浙江大学 | A kind of method of phosphatide monomer in poly ion liquid separating phospholipids homologue |
| CN108929344B (en) * | 2017-05-27 | 2021-01-08 | 浙江大学 | Method for separating phospholipid monomers in phospholipid homologues through polyion liquid |
| CN108969768A (en) * | 2018-08-25 | 2018-12-11 | 江苏曼氏生物科技股份有限公司 | A kind of medicinal clear soy phosphatide and preparation method thereof |
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| CN1179967C (en) | 2004-12-15 |
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