CN102010358B - Industrial process for preparing high purity lutein ester from lutein oil resin - Google Patents
Industrial process for preparing high purity lutein ester from lutein oil resin Download PDFInfo
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- CN102010358B CN102010358B CN2010105574856A CN201010557485A CN102010358B CN 102010358 B CN102010358 B CN 102010358B CN 2010105574856 A CN2010105574856 A CN 2010105574856A CN 201010557485 A CN201010557485 A CN 201010557485A CN 102010358 B CN102010358 B CN 102010358B
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Abstract
The invention relates to a lutein purification method, in particular to an industrial process for preparing high purity lutein ester from lutein oil resin, comprising the following steps: (a) adding the lutein oil resin in an acetone solvent, stirring for 0.5-5 hours at the temperature of 50-80 DEG C to fully dissolve the lutein ester; (b) cooling the dissolved solution to 30-40 DEG C, pressurizing and filtering out the insoluble substance acetone; (c) continuously cooling the filtrate to 20-25 DEG, pressurizing and filtering out the low content lutein ester; (d) cooling the filtrate to 4-10 DEG C, refrigerating for 6-18 hours, pressurizing and filtering by filter cakes; (e) repeatedly flushing the filter cakes by an acetone solvent with the temperature of 4-10 DEG C; and (f) vacuumizing the filter cakes to obtain the high purity lutein ester. The industrial process in the invention is simple, has the advantages that only one organic solvent is used and the product unit content and yield are high, and is suitable for scaled industrialization production.
Description
Technical field
The present invention relates to the method for purification of lutein ester, particularly prepare the commercial run of high-content lutein ester from lutein oleoresin.
Background technology
Lutein ester is a kind of Huang～orange-yellow Powdered pigment, and the form with oleo-resinous in plant exists, and mainly is present in the petal of Flower of Aztec Marigold, and other is as also containing a small amount of lutein ester in orange, peach, mango and the vegetables.The general name of its fatty acid ester of lutein that to be xenthophylls and lipid acid such as palmitinic acid, tetradecanoic acid and LAURIC ACID 99 MIN exist with esterified form.For a long time, the oleoresin that from marigold flower, extracts is mainly used in animal-feed and food dye.In recent years, along with continually developing of the new function of xenthophylls, xenthophylls has been applied in the healthcare products industry.
The researchist finds: the contained natural carotenol of plant is a kind of function superior antioxidant; Mainly be used as effective quencher of singlet oxygen; Eliminate hydroxyl radical free radical, can prevent a series of diseases that human body causes because of organ senescence, like cardiovascula arteriosclerosis, coronary heart disease and tumor disease.Research is proof also: the visual deterioration that xenthophylls can prevent senile eyeball macula retinae to degenerate to cause is with blind.
Research to the xenthophylls chemical structure shows: it has 3 chiral centres, so 8 kinds of steric isomers (in fact only there is a kind of isomer in nature) are arranged.Because the chemical synthesis process complicacy is loaded down with trivial details, the xenthophylls of the synthetic individual isomer of industriallization is not success as yet so far.So from natural phant, extracting xenthophylls at present is the unique source of xenthophylls, and is the active substance that really has antioxygenation.
Lutein ester is the material that free lutein and lipid acid exist with esterified form; Because its specific ionization xenthophylls chemical property is stable; The time that in human body, shields is longer; And have the same physiological function of free lutein, therefore the research of lutein ester is more and more caused people's attention.
United States Patent(USP) No. 4,048, in 203, the Philips with Virahol dissolving oil resin, lets lutein ester precipitate under 15 ℃ condition to obtain the purity be 51% lutein ester under 75 ℃ condition then.The lutein ester unit content that this kind method is produced is lower, can not satisfy the demand of people to high-load lutein ester, and high temperature causes trans-lutein content to reduce greatly, has reduced the physiological function of lutein ester to a great extent.
United States Patent(USP) No. 6,191 is in 293; Levy utilizes the corolla of marigold flower to be raw material, utilizes varsol to extract, and removes solvent then; The crude extract that obtains with Virahol dissolving, is allowed to condition at recrystallization under the condition of room temperature then under the condition of room temperature, filtration can obtain lutein ester.Utilizing this method can access purity is 40%～70% lutein ester, and the content of trans-lutein ester is also very high.But the lutein ester yield of this method preparation is on the low side, between 50～60%, and also harsh to the requirement of raw material, restricted the scale operation of lutein ester.
United States Patent(USP) No. 6,737,535 utilize alkanone to come the handling oil resin, more feasible economically.The solvent that in oleo-resinous, adds 3～15 times stirs 10h under 15～30 ℃ of conditions, the sedimentary lutein ester of filtering separation, and after the novel solvent washing, vacuum-drying gets final product under the room temperature.The use of low boiling point solvent, extraction for a long time, filtration, washing cause this process uneconomical economically, but also want some special devices of investment buying, invest higher.
USP publication 2003/0130531 has been introduced the process of a multistep purifying lutein esters, and purity is not less than 70%.Oleo-resinous is used acetone solution under 50 ℃ condition, 20 ℃ of coolings, filtering precipitate.Reclaim under reduced pressure acetone obtains acetone-insoluble enriched material.This enriched material is cooled to 4 ℃ and reclaims the propyl carbinol dissolved impurity with propyl carbinol dissolving once more under 45 ℃ condition, the filtering separation throw out, and after the excess ethanol dispersion, filtering separation, vacuum-drying then once more.Multistep processes is complex process not only, and because propyl carbinol is a nerve toxicant, bigger to operator's infringement; The xenthophylls ester content is not high in the acetone enriched material, has influenced the yield of the finished product, and economic feasibility is poor.
Adopting the marigold flower particle in the disclosed patent of Dalian Innobioactives Co., Ltd. is raw material; Utilize acetone and normal butane to extract; Handle extracting solution with Virahol or butanols after adopting adsorbents adsorb impurity, adding the inhibitor after drying in the product that obtains, to obtain lutein ester content be about 90% product.The organic solvent kind that this patent relates to is many, and complex process, yield are not high, and the feasibility of scale operation is poor.Equally, application number be 02157804.4 Chinese patent because the organic solvent kind that relates to is many, poor practicability.
The name of beautiful Cole's bio tech ltd application is called a kind of patent that from lutein oleoresin, prepares the method for lutein ester and adopts alcohol as solvent; Centrifugal behind the extraction lutein ester from oleo-resinous; Air drying obtains the lutein ester product, expects that from former the yield of finished product reaches 65%.Not only dissolvent residual is higher for the lutein ester that this kind method is produced, and is edible harmful for a long time; And the spinning lutein ester is difficult, consuming time longer from alcohol.
Summary of the invention:
In order to overcome the shortcoming of prior art, the present invention provides a kind of and prepares the industrial process of high purity lutein ester by lutein oleoresin, and its technology is simple, only uses a kind of organic solvent, and the product unit content is high, and yield is high, is fit to industrial scale production.
The present invention solves the technical scheme that its technical problem takes: may further comprise the steps: (a), add lutein oleoresin in the acetone solvent, under 50～80 ℃ of conditions, stirred 0.5～5 hour, it is fully dissolved; (b), the solution after will dissolving is cooled to 30～40 ℃, pressurization removes by filter acetone insoluble matter; (c), will filtrate and continue to be cooled to 20～25 ℃, the pressurization, remove by filter the low levels lutein ester; (d), with filtrating be cooled to 4～10 ℃ refrigeration 6～18 hours, the pressurization, use cake filtration; (e), using temperature is 4～10 ℃ acetone solvent flush cake number time; (f), the dry high-content lutein ester that gets of filter cake in vacuum.
Said step (b), (c) and (d) in the pressure of pressurization be 0.2～0.5MPa; Filtering filter cloth order number is 100～300 orders in the step (b).
The consumption of acetone is 1/10～1/4 of the filtrating quality in the said step (e).
The exsiccant temperature is 30～60 ℃ in the said step (f), and the time is 2～12 hours.
It is simple that the present invention has technology, only uses a kind of organic solvent, and the product unit content is high, and yield is high, is fit to industrial scale production.
Embodiment
Embodiment 1
Get 20.2kg lutein ester content and be 40% lutein oleoresin, to wherein adding 300kg acetone, 50 ℃ were stirred after 0.5 hour; Cooling water temperature to 40 ℃, the insolubles on the filter cloth is removed in insulation pressure filtration; To filtrate and continue with cooling water temperature to 22 ℃, the lutein ester of low levels is removed in pressure filtration, and filtrating refrigeration under 5 ℃ condition was placed 12 hours; Pressure filtration; With 40kg6 ℃ acetone rinsing filter cake 3 times, with filter cake in 40 ℃ of vacuum, filled under the nitrogen condition dry 8 hours, promptly get the lutein ester of 5.6kg content 96%.
Embodiment 2
Get 20.0kg lutein ester content and be 40% lutein oleoresin, to the acetone that wherein adds 320kg, 55 ℃ were stirred after 1 hour; Cooling water temperature to 35 ℃, the insolubles on the filter cloth is removed in insulation pressure filtration; To filtrate and continue with cooling water temperature to 20 ℃, the lutein ester of low levels is removed in pressure filtration, and filtrating refrigeration under 5 ℃ condition was placed 12 hours; Pressure filtration; With 30kg5 ℃ of acetone rinsing filter cake 2 times, with filter cake in 40 ℃ of vacuum, filled under the nitrogen condition dry 8 hours, promptly get the lutein ester of 5.7kg content 95%.
Claims (4)
1. industrial process for preparing the high purity lutein ester by lutein oleoresin; It is characterized in that: may further comprise the steps: (a), add lutein oleoresin in the acetone solvent; Under 50～80 ℃ of conditions, stirred 0.5～5 hour, it is fully dissolved; (b), the solution after will dissolving is cooled to 30～40 ℃, pressurizes, removes by filter acetone insoluble matter; (c), will filtrate and continue to be cooled to 20～25 ℃, pressurize, remove by filter the low levels lutein ester; (d), with filtrating be cooled to 4～10 ℃ refrigeration 6～18 hours, add and depress, cake filtration; (e), using temperature is 4～10 ℃ acetone solvent flush cake number time; (f), the dry high-content lutein ester that gets of filter cake in vacuum.
2. according to claim 1ly prepare the industrial process of high purity lutein ester, it is characterized in that by lutein oleoresin: said step (b), (c) and (d) in the pressure of pressurization be 0.2～0.5MPa; Filtering filter cloth order number is 100～300 orders in the step (b).
3. according to claim 1ly prepare the industrial process of high purity lutein ester by lutein oleoresin, it is characterized in that: the consumption of acetone is 1/10～1/4 of the filtrating quality in the said step (e).
4. according to claim 1ly prepare the industrial process of high purity lutein ester by lutein oleoresin, it is characterized in that: the exsiccant temperature is 30～60 ℃ in the said step (f), and the time is 2～12 hours.
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| CN2010105574856A CN102010358B (en) | 2010-11-22 | 2010-11-22 | Industrial process for preparing high purity lutein ester from lutein oil resin |
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| CN2010105574856A CN102010358B (en) | 2010-11-22 | 2010-11-22 | Industrial process for preparing high purity lutein ester from lutein oil resin |
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| CN102010358B true CN102010358B (en) | 2012-08-22 |
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| CN103130699B (en) * | 2013-03-11 | 2015-07-22 | 大连医诺生物有限公司 | Food-grade high-content lutein ester and preparation method thereof |
| CN113527166A (en) * | 2021-08-26 | 2021-10-22 | 西安康诺化工有限公司 | Preparation method of water-soluble lutein ester |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1663951A (en) * | 2004-12-31 | 2005-09-07 | 浙江一新制药股份有限公司 | Method for preparing lutein from marigold oil resin |
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| JP2003201497A (en) * | 2002-01-08 | 2003-07-18 | Riken Vitamin Co Ltd | Method of production for concentrated lutein fatty acid ester |
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Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1663951A (en) * | 2004-12-31 | 2005-09-07 | 浙江一新制药股份有限公司 | Method for preparing lutein from marigold oil resin |
Non-Patent Citations (1)
| Title |
|---|
| 孟丽等.万寿菊油树脂制取高纯度叶黄素酯的工艺研究.《食品科学》.2009,第30卷(第18期),第71-74页. * |
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