CN106588733A - Method for preparing xanthophyll from marigold extract - Google Patents
Method for preparing xanthophyll from marigold extract Download PDFInfo
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- CN106588733A CN106588733A CN201611066197.4A CN201611066197A CN106588733A CN 106588733 A CN106588733 A CN 106588733A CN 201611066197 A CN201611066197 A CN 201611066197A CN 106588733 A CN106588733 A CN 106588733A
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- alcohol
- flos tagetis
- phylloxanthin
- tagetis erectae
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C403/00—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone
- C07C403/24—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by six-membered non-aromatic rings, e.g. beta-carotene
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- Coloring Foods And Improving Nutritive Qualities (AREA)
Abstract
The invention discloses a method for preparing xanthophyll from marigold extract. The method comprises the following steps: a, putting the marigold extract into alcohol liquid and carrying out uniform mixing so as to form mixed liquid x, wherein 1 to 7 g by mass of the marigold extract is put into each ml of the alcohol liquid; b, adding alkali lye with a concentration of 30 to 50% into the mixed liquid x at a uniform speed for a saponification reaction; c, subjecting a saponification production obtained after completion of the saponification reaction to washing with aqueous alcohol solutions with different concentrations three times so as to obtain a crystal y; and d, drying the obtained crystal y in vacuum at a temperature of 20 to 40 DEG C. The method provided by the invention overcomes the problems of low purity of prepared xanthophyll crystals, usage of toxic solvents in the process of preparation and complicated preparation process in the prior art.
Description
Technical field
The present invention relates to phylloxanthin extracts field, and in particular to a kind of method for preparing phylloxanthin from Flos Tagetis Erectae extract.
Background technology
Phylloxanthin is one kind of carotenoid, and it can be not only used for bird feed to improve the outward appearance color of birdss product
Pool and interior quality, can be also used for food color, and most critical can also prevent senile eyeball retina macular degeneration to cause
Visual deterioration and cataract.Nineteen ninety-five, U.S. FDA has been approved by phylloxanthin is used for food and drink as food supplement, and
" food additive new varieties and the food spice list " that China's Ministry of Public Health was issued in 2007 also clearly specifies phylloxanthin
Can apply in food as coloring agent and supplementary.
Phylloxanthin is respectively provided with very high-load in the flowers such as the leafy green vegetable such as Brassica Oleracea Var.Acephala and Herba Spinaciae and Flos Tagetis Erectae, therefore
Flos Tagetis Erectae is the primary raw material for extracting phylloxanthin.There is also some methods for preparing and extracting lutein crystal both at home and abroad now,
It is to use Propylene Glycol to dissolve phylloxanthin such as a kind of method of separation and Extraction lutein crystal from plant of KEMIN companies of the U.S.
Ointment, and at relatively high temperatures, add alkali liquor to carry out saponification, add water filtering for crystallizing, washs drying crystalline, finally obtains phylloxanthin
Crystal, because the method uses the higher Propylene Glycol of boiling point as solvent, therefore solvent recovery is more difficult, and product purity
Can only achieve 70% or so.There is a method in which recrystallization uses poisonous methylene chloride/methanol combined system, and soap
Consumption of organic solvent is big during change, and phylloxanthin separating difficulty is big, and product content is low, is unfavorable for product answering in food and medicine
With, therefore prepare lutein crystal with prior art and have that the lutein crystal purity prepared is low, preparation process complex process
The shortcomings of doing harm to the toxic solvent used in preparation process.
The content of the invention
It is an object of the invention to provide a kind of method for preparing phylloxanthin from Flos Tagetis Erectae extract, solves prior art system
It is standby go out lutein crystal purity is low, the problem of the toxic solvent evil that preparation process is used and complicated process of preparation.
To solve above-mentioned technical problem, the present invention is employed the following technical solutions：
A kind of method for preparing phylloxanthin from Flos Tagetis Erectae extract, comprises the steps：A. Flos Tagetis Erectae extract is put into into alcohol liquid,
Mixed liquor x is formed after mix homogeneously, it is 1～7g that the alcohol liquid per 1ml is put into the quality of Flos Tagetis Erectae extract；B. in mixed liquor x
Addition concentration at the uniform velocity carries out saponification for 30%～50% alkali liquor；C. after saponification terminates, obtain saponified, then divide three
The secondary alcohol solution of variable concentrations washs saponified, finally obtains crystal y；D. the crystal y for obtaining is put into into 20～40 DEG C
Vacuum in be dried.
Alcohol liquid in step a refers to any one in alcohol solution and liquid alcohol of the concentration more than 90%, if alcohol
Liquid select be alcohol solution of the concentration more than 90%, then the higher the better for concentration because the higher Flos Tagetis Erectae extract of concentration with
It is more abundant that alcohol liquid mixes, and can carry out place mat to improve saponification degree, and the alcohol liquid per 1ml is put into the matter of Flos Tagetis Erectae extract
Amount is 1～7g, and the amount of the amount less than Flos Tagetis Erectae extract of alcohol liquid is controlled here, and the main factor for considering is to make saponification quick
React, the effect of alcohol liquid there are two, first is the mobility for improving Flos Tagetis Erectae extract, second is, as medium, to allow alkali
Liquid and Flos Tagetis Erectae extract fully react, and so as to obtain phylloxanthin, if alcohol liquid addition is excessive or very few, can all hinder saponification
The carrying out of reaction, adds alkali liquor to carry out saponification in step b in mixed liquor x, and with thin layer chromatography saponification is detected
Whether terminate, add alkali liquor the lutein ester in mixed liquor x can be converted into into phylloxanthin, add alkali liquor process must at the uniform velocity,
Slowly, because heat can be discharged during saponification, if the excessive velocities for adding, can at short notice discharge substantial amounts of
Heat, causes local temperature too high, and the phylloxanthin that generated can be damaged, and the alkali liquor for selecting concentration to be 30%～50%, it is
Because the concentration low time that can extend saponification, concentration is high and can destroy phylloxanthin, reduces phylloxanthin yield, step c
In in three times successively with the alcohol solution of variable concentrations wash it is saponified be in order to more thoroughly remove it is saponified in impurity,
Crystal y is put in 20～40 DEG C of vacuum in step d is dried, the solvent of crystal y remained on surface can be removed, temperature is 20
～40 DEG C are because temperature less than 20 DEG C, and remaining in the solvent and moisture on crystal y surfaces cannot volatilize, and if temperature is higher than 40
DEG C, phylloxanthin is possible to destroyed.
Used as present invention further optimization, the alcohol in above-mentioned steps a in alcohol liquid is the lower alcohol of C1-C4, will in step a
During Flos Tagetis Erectae extract is put into the mixing of alcohol liquid, temperature is maintained at 45～85 DEG C.The lower alcohol containing 1-4 carbon is selected, it is main
To consider that the lower alcohol of C1-C4 is easy to get, and environmental protection, low toxicity.
Used as present invention further optimization, the amount that alkali liquor is added in above-mentioned steps b is according to ten thousand longevity added in step a
The amount of chrysanthemum extract often adds 1g Flos Tagetis Erectae extracts come what is determined, just the alkali liquor of 0.2～0.8ml of addition, and above-mentioned alkali liquor is
The aqueous solution of alkali metal hydroxide, the temperature control during saponification is at 45～85 DEG C.
The alkali liquor of the Flos Tagetis Erectae extract 0.2～0.8g of addition of 1g is often added, this is yellow according to the Flos Tagetis Erectae extract middle period
The amount of plain ester adds very few determining alkali liquor addition, then can extend saponification time, and addition is excessive, and it is unnecessary to bring
Waste, select alkali metal hydroxide to be because that alkali metal hydroxide is easy to get, and low price, by temperature control 45～
85 DEG C are because that saponification process can be very slow, although and temperature can improve saponification higher than 85 DEG C if temperature is less than 45 DEG C
Response speed, but and lutein crystal can be destroyed.
As present invention further optimization, washed with the alcohol solution of variable concentrations successively in three times in above-mentioned steps c
Wash saponified, concentration is 20% alcohol solution when washing saponified for the first time, it is Huang to wash to the alcohol solution for flowing out
Till color, concentration is 50% alcohol solution when washing saponified for the second time, and it is yellow to wash to the alcohol solution for flowing out
Till, concentration is 85% alcohol solution when washing saponified for the third time, wash to flow out alcohol solution be for yellow
Only.
Washed with the alcohol solution that concentration is 20% for the first time, low polarity or water miscible fatty acid and salt can be removed
Deng impurity；Washed with the alcohol solution that concentration is 50% for second, the main soap impurity for removing middle polarity, the 3rd
Secondary concentration is that 85% alcohol solution is washed, mainly remove the impurity such as the soap of big polarity, such to have gradient
Washing, can improve the content of phylloxanthin, compare with only being cleaned with a kind of alcohol solution of concentration, be removed using the method impurity
That what is gone is more thorough, and the alcohol solution of low concentration will not dissolve lutein crystal, can improve phylloxanthin yield.
Used as present invention further optimization, the alcohol in above-mentioned steps c in alcohol solution is the lower alcohol of C1-C4, washes
Temperature when washing is maintained at 45～85 DEG C.The lower alcohol containing 1-4 carbon, the lower alcohol for being mainly in view of C1-C4 is selected to be easy to get, and
And environmental protection, low toxicity.
Used as present invention further optimization, the vacuum drying time is 1～3 day in above-mentioned steps d.Drying time mistake
Short, the solvent and moisture on crystal y surfaces be not except totally, drying time is long, then waste of resource.
Compared with prior art, the present invention can at least reach in following beneficial effect：
1. the indices of product are effectively raised, and the content of trans-lutein can reach in the lutein crystal for finally obtaining
85～90%, the yield of phylloxanthin is 80～85%.
2. only use nontoxic solvent in the preparation process of whole lutein crystal, subtractive process equipment needed thereby simply,
Low cost, substantially free of waste gas, discharge of wastewater, has no adverse effect to environment.
3. process is simple is easily operated, can carry out large-scale industrial production.
Specific embodiment
In order that the objects, technical solutions and advantages of the present invention become more apparent, with reference to embodiments, to the present invention
It is further elaborated.It should be appreciated that specific embodiment described herein is not used to only to explain the present invention
Limit the present invention.
Specific embodiment 1：
A kind of method for preparing phylloxanthin from Flos Tagetis Erectae extract, comprises the steps：A. Flos Tagetis Erectae extract is put into into alcohol liquid,
Mixed liquor x is formed after mix homogeneously, it is 1～7g that the alcohol liquid per 1ml is put into the quality of Flos Tagetis Erectae extract；B. in mixed liquor x
Addition concentration at the uniform velocity carries out saponification for 30%～50% alkali liquor；C. after saponification terminates, obtain saponified, then divide three
The secondary alcohol solution of variable concentrations washs saponified, finally obtains crystal y；D. the crystal y for obtaining is put into into 20～40 DEG C
Vacuum in be dried.
Above-mentioned Flos Tagetis Erectae extract is marigold flower after drying, pelletize, normal hexane extraction and concentration and recovery normal hexane
The product for obtaining, the alcohol liquid in step a refers to any one in alcohol solution and liquid alcohol of the concentration more than 90%, such as
What fruit alcohol liquid was selected is alcohol solution of the concentration more than 90%, then the higher the better for concentration, because the higher Flos Tagetis Erectae of concentration is extracted
Thing is more abundant with what alcohol liquid mixed, can carry out place mat to improve saponification degree, and the alcohol liquid per 1ml is put into Flos Tagetis Erectae extract
Quality be 1～7g, control the amount of the amount less than Flos Tagetis Erectae extract of alcohol liquid here, the main factor that considers is to allow saponification
Fast reaction is complete, and the effect of alcohol liquid has two, and first is the mobility for improving Flos Tagetis Erectae extract, second be as medium,
Allow alkali liquor and Flos Tagetis Erectae extract fully to react, so as to obtain phylloxanthin, if alcohol liquid addition is excessive or very few, all can hinder
The carrying out of saponification, adds alkali liquor to carry out saponification in step b in mixed liquor x, and with thin layer chromatography saponification is detected
Whether reaction terminates, and adds alkali liquor the lutein ester in mixed liquor x can be converted into into phylloxanthin, adds the process of alkali liquor necessary even
It is fast, slow, because heat can be discharged during saponification, if the excessive velocities for adding, can discharge at short notice greatly
The heat of amount, causes local temperature too high, and the phylloxanthin that generated can be damaged, and selects the alkali that concentration is 30%～50%
Liquid, be because the concentration low time that can extend saponification, and concentration is high and can destroy phylloxanthin, reduces phylloxanthin yield,
In step c in three times successively with the alcohol solution of variable concentrations wash it is saponified be in order to more thoroughly remove it is saponified in
Impurity, crystal y is put in 20～40 DEG C of vacuum be dried in step d, can remove the solvent of crystal y remained on surface, temperature
Spend and be because temperature less than 20 DEG C for 20～40 DEG C, remaining in the solvent and moisture on crystal y surfaces cannot volatilize, and if temperature
Higher than 40 DEG C, phylloxanthin is possible to destroyed.
Specific embodiment 2：
The present embodiment is to have carried out further instruction to step a on the basis of specific embodiment 1, alcohol liquid in above-mentioned steps a
In alcohol for C1-C4 lower alcohol, in step a by Flos Tagetis Erectae extract be put into alcohol liquid mix during, temperature is maintained at 45
～85 DEG C.The lower alcohol containing 1-4 carbon, the lower alcohol for being mainly in view of C1-C4 is selected to be easy to get, and environmental protection, low toxicity.
Specific embodiment 3：
The present embodiment is to have carried out further instruction, above-mentioned steps to the alkali liquor in step b on the basis of specific embodiment 1
The amount that alkali liquor is added in b is to add 1g Flos Tagetis Erectaes to extract determining, often according to the amount of the Flos Tagetis Erectae extract added in step a
Thing, just adds the alkali liquor of 0.2～0.8ml, and above-mentioned alkali liquor is the aqueous solution of alkali metal hydroxide, during saponification
Temperature control is at 45～85 DEG C.
The alkali liquor of the Flos Tagetis Erectae extract 0.2～0.8g of addition of 1g is often added, this is yellow according to the Flos Tagetis Erectae extract middle period
The amount of plain ester adds very few determining alkali liquor addition, then can extend saponification time, and addition is excessive, and it is unnecessary to bring
Waste, select alkali metal hydroxide to be because that alkali metal hydroxide is easy to get, and low price, by temperature control 45～
85 DEG C are because that saponification process can be very slow, although and temperature can improve saponification higher than 85 DEG C if temperature is less than 45 DEG C
Response speed, but and lutein crystal can be destroyed.
Specific embodiment 4：
The present embodiment is that step c has been described in detail on the basis of specific embodiment 1, in above-mentioned steps c in three times
Wash saponified with the alcohol solution of variable concentrations successively, when washing saponified for the first time concentration be 20% alcohols it is water-soluble
Liquid, wash to flow out alcohol solution be yellow, when washing saponified for the second time concentration be 50% alcohols it is water-soluble
Liquid, wash to flow out alcohol solution be yellow, when washing saponified for the third time concentration be 85% alcohols it is water-soluble
Liquid, washs being yellow to the alcohol solution for flowing out.
Washed with the alcohol solution that concentration is 20% for the first time, low polarity or water miscible fatty acid and salt can be removed
Deng impurity；Washed with the alcohol solution that concentration is 50% for second, the main soap impurity for removing middle polarity, the 3rd
Secondary concentration is that 85% alcohol solution is washed, mainly remove the impurity such as the soap of big polarity, such to have gradient
Washing, can improve the content of phylloxanthin, compare with only being cleaned with a kind of alcohol solution of concentration, be removed using the method impurity
That what is gone is more thorough, and the alcohol solution of low concentration will not dissolve lutein crystal, can improve phylloxanthin yield.
Specific embodiment 5：
The present embodiment is to have carried out further instruction to step c on the basis of specific embodiment 1, alcohols in above-mentioned steps c
Alcohol in aqueous solution is the lower alcohol of C1-C4, and temperature during washing is maintained at 45～85 DEG C.The lower alcohol containing 1-4 carbon is selected,
The lower alcohol for being mainly in view of C1-C4 is easy to get, and environmental protection, low toxicity.
Specific embodiment 6：
The present embodiment is to have carried out further instruction, above-mentioned step to the drying time of step d on the basis of specific embodiment 1
The vacuum drying time is 1～3 day in rapid d.Drying time is too short, and the solvent and moisture on crystal y surfaces are dried not except clean
Overlong time, then waste of resource.
Although reference be made herein to invention has been described for multiple explanatory embodiments of the invention, however, it is to be understood that
Those skilled in the art can be designed that a lot of other modification and embodiment, and these modifications and embodiment will fall in this Shen
Please be within disclosed spirit and spirit.More specifically, in the range of disclosure and claim, can be to master
The building block and/or layout of topic composite configuration carries out various modifications and improvement.Except what is carried out to building block and/or layout
Deformation and improvement are outer, and to those skilled in the art, other purposes also will be apparent.
Claims (6)
1. a kind of method for preparing phylloxanthin from Flos Tagetis Erectae extract, it is characterised in that：Comprise the steps：A. Flos Tagetis Erectae is carried
Take thing and be put into alcohol liquid, mixed liquor x is formed after mix homogeneously, it is 1～7g that the alcohol liquid per 1ml is put into the quality of Flos Tagetis Erectae extract；
B. the addition concentration in mixed liquor x at the uniform velocity carries out saponification for 30%～50% alkali liquor；C. after saponification terminates, soap is obtained
Compound, then with the alcohol solution of variable concentrations washs saponified in three times, finally obtains crystal y；D. by the crystal y for obtaining
It is put in 20～40 DEG C of vacuum and is dried.
2. the method for preparing phylloxanthin from Flos Tagetis Erectae extract according to claim 1, it is characterised in that：Step a
Alcohol in middle alcohol liquid is the lower alcohol of C1-C4, and during Flos Tagetis Erectae extract is put into into the mixing of alcohol liquid in step a, temperature is protected
Hold at 45～85 DEG C.
3. the method for preparing phylloxanthin from Flos Tagetis Erectae extract according to claim 1, it is characterised in that：Step b
The middle amount for adding alkali liquor is to add 1g Flos Tagetis Erectaes to extract determining, often according to the amount of the Flos Tagetis Erectae extract added in step a
Thing, just adds the alkali liquor of 0.2～0.8ml, and described alkali liquor is the aqueous solution of alkali metal hydroxide, during saponification
Temperature control is at 45～85 DEG C.
4. the method for preparing phylloxanthin from Flos Tagetis Erectae extract according to claim 1, it is characterised in that：Step c
In with the alcohol solution of variable concentrations wash saponified successively in three times, concentration is 20% when washing saponified for the first time
Alcohol solution, washs being yellow to the alcohol solution for flowing out, and concentration is 50% alcohol when washing saponified for the second time
Class aqueous solution, washs being yellow to the alcohol solution for flowing out, and concentration is 85% alcohols when washing saponified for the third time
Aqueous solution, washs being yellow to the alcohol solution for flowing out.
5. the method for preparing phylloxanthin from Flos Tagetis Erectae extract according to claim 1, it is characterised in that：Step c
Alcohol in middle alcohol solution is the lower alcohol of C1-C4, and temperature during washing is maintained at 45～85 DEG C.
6. the method for preparing phylloxanthin from Flos Tagetis Erectae extract according to claim 1, it is characterised in that：Step d
In the vacuum drying time be 1～3 day.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201611066197.4A CN106588733A (en) | 2016-11-28 | 2016-11-28 | Method for preparing xanthophyll from marigold extract |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201611066197.4A CN106588733A (en) | 2016-11-28 | 2016-11-28 | Method for preparing xanthophyll from marigold extract |
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| CN106588733A true CN106588733A (en) | 2017-04-26 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201611066197.4A Pending CN106588733A (en) | 2016-11-28 | 2016-11-28 | Method for preparing xanthophyll from marigold extract |
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108294312A (en) * | 2018-03-14 | 2018-07-20 | 山东天音生物科技有限公司 | A kind of low solvent residue xanthophyll-oil preparation method |
| CN113200900A (en) * | 2021-05-20 | 2021-08-03 | 云南福彻生物科技有限公司 | Method for preparing lutein from marigold oleoresin |
| CN113797182A (en) * | 2021-10-14 | 2021-12-17 | 云南博瑞生物科技有限公司 | Method for preparing lutein oil suspension |
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| CN1603308A (en) * | 2004-06-03 | 2005-04-06 | 成都枫澜科技有限公司 | Method for preparing lutein crystal from marigold extractive |
| 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 |
| CN101168522A (en) * | 2007-11-21 | 2008-04-30 | 河北晨光天然色素有限公司 | Method for preparing high purity lutein crystal from marigold oil resin |
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Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN1603308A (en) * | 2004-06-03 | 2005-04-06 | 成都枫澜科技有限公司 | Method for preparing lutein crystal from marigold extractive |
| 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 |
| CN101168522A (en) * | 2007-11-21 | 2008-04-30 | 河北晨光天然色素有限公司 | Method for preparing high purity lutein crystal from marigold oil resin |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108294312A (en) * | 2018-03-14 | 2018-07-20 | 山东天音生物科技有限公司 | A kind of low solvent residue xanthophyll-oil preparation method |
| CN113200900A (en) * | 2021-05-20 | 2021-08-03 | 云南福彻生物科技有限公司 | Method for preparing lutein from marigold oleoresin |
| CN113797182A (en) * | 2021-10-14 | 2021-12-17 | 云南博瑞生物科技有限公司 | Method for preparing lutein oil suspension |
| CN113797182B (en) * | 2021-10-14 | 2023-03-10 | 云南博瑞生物科技有限公司 | Method for preparing lutein oil suspension |
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Application publication date: 20170426 |