CN106748947A - A kind of method that efficient joint prepares high-purity lutein ester and lutein - Google Patents
A kind of method that efficient joint prepares high-purity lutein ester and lutein Download PDFInfo
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- 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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Abstract
The invention discloses a kind of method combined and prepare high purity lutein and lutein ester, comprise the following steps：A. marigold extractum is dissolved in dichloromethane, is centrifuged off insoluble matter；B. add alcohol in centrifugate, stirring forms uniform solution, stands still for crystals, filter filter cake I and to reclaim filtrate；C. n-hexane and solid base are added after dichloromethane in recovery filtrate, saponification obtains saponification liquor.D. water is added in saponification liquor, is stirred, filter to obtain filter cake II；E. filter cake I (lutein ester) and filter cake II (lutein) are washed with alcoholic solution, vacuum drying obtains high-purity lutein ester and lutein.What the method innovatively realized high-purity lutein ester and lutein combines preparation, improves lutein transformation efficiency, and the product purity prepared is high, good crystalline；Used solvent boiling point is low, and residual is difficult after treatment, and product is applied to Yi Yao ﹑ Shi Pin ﹑ cosmetic fields；This method is simple to operate, and raw material availability is high, is easy to scale industrial production.
Description
Technical field
The invention belongs to medicine, food and technical field of phytochemistry, and in particular to a kind of efficient joint prepares high-purity
The method of lutein ester and lutein.
Background technology
Lutein is a kind of important carotenoid, and it is widely present in nature, at present in spinach, lettuce, jade
The presence of lutein is had been found that in the plants such as rice, pumpkin, marigold.Research find, lutein not only have anti-aging, anticancer,
The visual impairment for preventing senile eyeball retina macular disease to cause, strengthen immunity etc. are acted on, and lutein is originated
It is extremely extensive, therefore the fields such as Yi Yao ﹑ Shi Pin ﹑ cosmetics can be widely used in.
Lutein is a kind of major carotenoids in green vegetable and other various plants, there is lutein in plant
Two kinds of existence forms, free xanthophyll and lutein ester；Free lutein can be directly absorbed by the body utilization, and lutein ester
Could be absorbed after then must being in vivo hydrolyzed into free lutein, but human body is much high to the bioavailability of lutein ester
In free lutein, two kinds of importance of form lutein can not all despise, all have extensively in fields such as food, biological medicines
Application, therefore, separate and prepare free xanthophyll and the high-purity lutein ester of high-purity and turned into what countries in the world were studied
Focus.
So far, purifying prepares the patent document of lutein ester and mainly has：(one kind is by tagetes oil for CN101168522B
Resin-made for high purity lutein crystal method), CN101260071B (the isolation and purification method of lutein),
CN103772253B (a kind of preparation method of lutein), CN101486671B (preparation of high-purity lutein ester, stable state and
Its method for removing pollutant), CN102659653B (a kind of purification process of lutein extract to high-purity lutein ester) etc..
CN101168522B tetrahydrofurans extract that solid is saponified, and solid-liquid ratio is up to 1：20 (g/ml), organic solvent consumption
Excessively, and substantial length of operation temperature is too high, lutein isomer, alltrans lutein content is caused there was only 83%.
CN101260071B uses the repeated multiple times extraction lutein of dichloromethane-aqueous systems, and solvent consumption is more, and operation process is numerous
It is trivial, it is unfavorable for large-scale industrial production, and lutein crude product is washed using petroleum ether-ethyl acetate mixed solution, can make
Part lutein product is dissolved in mixed solution, causes overall productivity to reduce.CN103772253B reacts saponification process in Soxhlet
Completed in extractor, it is difficult to large-scale use；Recrystallization temperature is -5 DEG C, and crystallization time is up to 20h, and energy resource consumption is excessive, only
Prepared suitable for laboratory, the more difficult completion of industrial mass production.CN101486671B acetone dissolves lutein with normal butane
Medicinal extract, although the lutein ester powder of high-purity, but normal butane boiling point can be obtained up to 117.7 DEG C, even if being washed using low-carbon alcohols
And dry, still have larger problem of solvent residual and occur.Although CN102659653B is whole without heat treatment step, it is all-trans
Formula lutein ester content can increase, but after using ethyl acetate to dissolve lutein extract with alcohol mixed solvent, directly
The method that centrifugal deposition is reclaimed in centrifugation, has considerable lutein ester and is dissolved in mixed solution, it is impossible to separates out and reclaims, former
Material utilization rate is low, thereby results in and greatly wastes, and ultimate yield can also be influenceed by very big.
By consulting pertinent literature, the process combined and prepare free xanthophyll and lutein ester is not yet seen, pass
System method is and lutein and lutein ester is manufactured separately, for the preparation of lutein ester, the general technique using recrystallization.Knot
The yield of lutein ester is generally relatively low during crystalline substance, especially prepares the process of high-purity lutein ester, it is necessary to recrystallize repeatedly.
The process produces the waste material after a large amount of waste liquids containing lutein or concentration so that at the production of lutein ester and follow-up waste liquid
Reason cost is greatly improved, and raw material availability is extremely low.For reduces cost, competitiveness is improved, most enterprise's selections reduce crystallization time
Number, reduces the method for product purity and quality to improve raw material availability.Additionally, existing method generally existing lutein is yellow with leaf
Plain ester purity is compare Di ﹑ crystalline forms are bad, impurity parcel, the problems such as dissolvent residual is exceeded, it is difficult to reach Yi Yao ﹑ization Zhuan Pin ﹑ food
Use standard.Therefore, a kind of method that can effectively improve conversion ratio and product quality of development is needed badly.
The content of the invention
It is an object of the invention to overcome shortcomings and deficiencies present in prior art, there is provided a kind of suitable industrialized production
Can combine the production method for preparing high purity lutein and lutein ester.
The purpose of the present invention is achieved through the following technical solutions, and a kind of efficient joint prepares high-purity lutein ester and leaf is yellow
The method of element, comprises the following steps:
A be dissolved in lutein extract in dichloromethane solution by (), be stirred at reflux, and is centrifuged off insoluble matter, is centrifuged
Liquid.
B () adds lower alcohol in the centrifugate that step a is obtained, be stirred at reflux, and after forming uniform solution, stands still for crystals,
Filter cake I, i.e. lutein ester crude product are filtrated to get, and reclaim filtered fluid.
Dichloromethane in c filtered fluid that () recycling step b is obtained, adds solvent hexane and solid hydrogen in surplus solution
Sodium oxide molybdena, and nitrogen protection is filled with, saponification obtains saponification liquor under the conditions of 45~60 DEG C.
Deionized water is added in d saponification liquor that () step c is obtained, the agitating heating at 35~50 DEG C, and adjusted using acid
PH is 7.0~8.0, filters to obtain filter cake II, i.e. lutein crude product.
E () washs filter cake I and filter cake II with the mixed solution of deionized water and lower alcohol, and true under the conditions of 20~30 DEG C
Sky is dried, and obtains high-purity lutein ester and high purity lutein.
In technical scheme, dichloromethane adds the ratio of volume and lutein extract quality in the step a
It is 2：1~6：1 (g/ml), preferably, it is 4 that n-hexane adds the ratio of volume and lutein extract quality：1~2：1(g/
ml)。
In technical scheme, the addition volume of lower alcohol is the centrifugate that step a is obtained in the step b
0.8~3 times, preferably, the addition volume of lower alcohol is 0.8~1.5 times of the centrifugate that step a is obtained.
In technical scheme, lower alcohol is in Jia Chun ﹑ Yi Chun ﹑ Yi Bing Chun ﹑ propyl alcohol and butanol in the step b
The mixed alcohol that one or more lower alcohol is mixed with arbitrary proportion, preferably, lower alcohol is Jia Chun ﹑ Yi Chun ﹑
Any one in isopropanol.
In technical scheme, the n-hexane volume added in the step c adds volume with lower alcohol in step b
Ratio be 0.5：1~3：1, preferably, it is 2 that lower alcohol adds the ratio of volume in the n-hexane volume for adding and step b：
1~0.5：1.
In technical scheme, the NaOH quality and the ratio of lutein extract quality added in the step c
Example is 0.05：1~0.3：1, preferably, the ratio of the NaOH quality for adding and lutein extract quality is 0.05：1~
0.15：1.
In technical scheme, in the step d addition volume of deionized water for saponification liquor volume 0.4~
0.8 times, preferably, the addition volume of deionized water is 0.4~0.7 times of saponification liquor volume.
In technical scheme, the acid added in the step d is the one kind in Yi Suan ﹑ hydrochloric acid, preferably, plus
The acid for entering is hydrochloric acid.
In technical scheme, lower alcohol is the one kind in Jia Chun ﹑ Yi Chun ﹑ isopropanols in the step e, used as excellent
Choosing, lower alcohol is ethanol.
In technical scheme, the ratio of lower alcohol and deionized water is 1 in mixed solution in the step e：0.4
~1：3, preferably, the ratio of lower alcohol and deionized water is 1 in mixed solution：0.4~1：2.
Beneficial effects of the present invention are as follows：
1. the present invention is realized to combine and prepares high purity lutein and lutein ester, has saved cost, and raw material availability is obtained
To significantly improving.
2. preparation method of the invention, non-polar solven uses n-hexane and dichloromethane, its low boiling point, after vacuum drying
It is difficult the presence of problem of solvent residual, and whole process seals reflux operation, and easily-recovered organic solvent does not result in environmental pollution and asks
Topic.
3. preparation method of the invention, it is yellow that 1 kilogram of lutein extract (lutein ester content 32%) can prepare 251g leaves
Plain ester and 27g lutein, raw material overall utilization detect that its lutein ester contains up to 93.5% through ultraviolet-visible spectrophotometer
It is 89.97% to measure, and lutein purity is 92.68%；Detected through high performance liquid chromatograph, its alltrans lutein ester purity is
93.87%, alltrans lutein purity is 95.68%.
4. preparation method of the invention, process is simple is easy to operate, low cost, suitable large-scale industrial production.
5. preparation method of the invention, can obtain high purity lutein and lutein ester product, and product is applied to Yi Yao ﹑ization
The fields such as Zhuan Pin ﹑ food.
Brief description of the drawings
Fig. 1 is lutein ester crystal obtained in the inventive method observed under 400 power microscopes and reference substance lutein
Ester powder Reference figure (is from left to right respectively the prepared lutein crystalline esters ﹑ lutein esters of the present invention and compares the control of 1 ﹑ lutein esters
2)。
Specific embodiment
Specific embodiment of the invention is described in detail below by way of specific experiment example, tool described herein
Body implementation method is merely to illustrate and explain the present invention, and is not intended to limit the invention.
Embodiment 1：
A () takes 100g lutein extracts (lutein ester content 32%) and is dissolved in 300mL dichloromethane under the conditions of 35 DEG C
In solution, 0.5h is stirred at reflux, is centrifuged off insoluble matter, obtain centrifugate.
350ml ethanol is added in b centrifugate that () will obtain, 0.5h is stirred at reflux at 35 DEG C, after forming uniform solution
8h is stood still for crystals at 10 DEG C, filter cake I (lutein ester crude product) is filtrated to get, and reclaim filtered fluid.
C filtered fluid that () will obtain is transferred in reactor, and low boiling point solvent dichloromethane is reclaimed under the conditions of 40 DEG C, remaining
350ml solvent hexanes and 15g solid sodium hydroxides are added in solution, and is filled with nitrogen protection, the saponification 2h under the conditions of 60 DEG C
Obtain saponification liquor.
700ml deionized waters, the agitating heating 1h at 45 DEG C are added in d saponification liquor that () will obtain, and is adjusted using hydrochloric acid
Section PH is 7.6, filters to obtain filter cake II (lutein crude product).
E () uses the aqueous solution (ethanol of ethanol：Water=1:2) washing filter cake I (lutein ester crude product) and (lutein of filter cake II
Crude product), and 10h is vacuum dried under the conditions of 25 DEG C, -0.095MPa, obtain lutein ester 23.2g, lutein 3.3g.
Detected through ultraviolet-visible spectrophotometer, its lutein ester purity is 87.53%, lutein purity is
91.22%；Detected through high performance liquid chromatograph, its alltrans lutein ester purity is 92.36%, alltrans lutein purity is
94.17%.It is computed raw material overall utilization up to 91.45%.
Embodiment 2：
A () takes 500g lutein extracts (lutein ester content 32%) and is dissolved in 2000mL dichloromethanes under the conditions of 32 DEG C
In alkane solution, 0.5h is stirred at reflux, is centrifuged off insoluble matter, obtain centrifugate.
2500ml ethanol is added in b centrifugate that () will obtain, 0.5h is stirred at reflux at 32 DEG C, after forming uniform solution
8h is stood still for crystals at 8 DEG C, filter cake I (lutein ester crude product) is filtrated to get, and reclaim filtered fluid.
C filtered fluid that () will obtain is transferred in reactor, and low boiling point solvent dichloromethane is reclaimed under the conditions of 40 DEG C, remaining
1500ml solvent hexanes and 60g solid sodium hydroxides are added in solution, and is filled with nitrogen protection, the saponification under the conditions of 50 DEG C
5h obtains saponification liquor.
3500ml deionized waters, the agitating heating 1h at 40 DEG C are added in d saponification liquor that () will obtain, and is adjusted using acetic acid
Section PH is 7.5, filters to obtain filter cake II (lutein crude product).
E () uses the aqueous solution (ethanol of ethanol：Water=1:0.5) (leaf is yellow with filter cake II for washing filter cake I (lutein ester crude product)
Plain crude product), and 10h is vacuum dried under the conditions of 25 DEG C, -0.095MPa, obtain lutein ester 111.6g, lutein 19.3g.
Detected through ultraviolet-visible spectrophotometer, its lutein ester purity is 88.71%, lutein purity is
90.36；Detected through high performance liquid chromatograph, its alltrans lutein ester purity is 93.13%, alltrans lutein purity is
92.70%.It is computed raw material overall utilization up to 91.92%.
Embodiment 3：
A () takes 100g lutein extracts (lutein ester content 32%) and is dissolved in 250mL dichloromethane under the conditions of 33 DEG C
In solution, 0.5h is stirred at reflux, is centrifuged off insoluble matter, obtain centrifugate.
250ml methyl alcohol is added in b centrifugate that () will obtain, 0.5h is stirred at reflux at 33 DEG C, after forming uniform solution
10h is stood still for crystals at 10 DEG C, filter cake I (lutein ester crude product) is filtrated to get, and reclaim filtered fluid.
C filtered fluid that () will obtain is transferred in reactor, and low boiling point solvent dichloromethane is reclaimed under the conditions of 40 DEG C, remaining
350ml solvent hexanes and 13g solid sodium hydroxides are added in solution, and is filled with nitrogen protection, the saponification under the conditions of 50 DEG C
2.5h obtains saponification liquor.
600ml deionized waters, the agitating heating 0.5h at 45 DEG C are added in d saponification liquor that () will obtain, and uses acetic acid
Regulation PH is 7.4, filters to obtain filter cake II (lutein crude product).
E () uses the aqueous solution (isopropanol of ethanol：Water=1:1) (leaf is yellow with filter cake II for washing filter cake I (lutein ester crude product)
Plain crude product), and 10h is vacuum dried under the conditions of 25 DEG C, -0.095MPa, obtain lutein ester 24.93g, lutein 2.71g.
Detected through ultraviolet-visible spectrophotometer, its lutein ester purity is 86.68%, lutein purity is
89.01%；Detected through high performance liquid chromatograph, its alltrans lutein ester purity is 91.38%, alltrans lutein purity is
92.16%.It is computed raw material overall utilization up to 93.51%.
Embodiment 4：
A () takes 100g lutein extracts (lutein ester content 32%) and is dissolved in 600mL dichloromethane under the conditions of 25 DEG C
In solution, 0.3h is stirred at reflux, is centrifuged off insoluble matter, obtain centrifugate.
(mixed proportion is 1 to the mixed alcohol of addition 560ml isopropanols and propyl alcohol in b centrifugate that () will obtain:1), 25
0.1h is stirred at reflux at DEG C, 5h is stood still for crystals at 0 DEG C after forming uniform solution, be filtrated to get filter cake I (lutein ester crude product),
And reclaim filtered fluid.
C filtered fluid that () will obtain is transferred in reactor, and low boiling point solvent dichloromethane is reclaimed under the conditions of 40 DEG C, remaining
1680ml solvent hexanes and 5g solid sodium hydroxides are added in solution, and is filled with nitrogen protection, the saponification under the conditions of 45 DEG C
1.0h obtains saponification liquor.
890ml deionized waters, the agitating heating 0.1h at 35 DEG C are added in d saponification liquor that () will obtain, and uses acetic acid
Regulation PH is 7.0, filters to obtain filter cake II (lutein crude product).
E () uses the aqueous solution (methyl alcohol of methyl alcohol：Water=1:0.4) (leaf is yellow with filter cake II for washing filter cake I (lutein ester crude product)
Plain crude product), and 3h is vacuum dried under the conditions of 20 DEG C, -0.095MPa, obtain lutein ester 22.4g, lutein 3.0g.
Detected through ultraviolet-visible spectrophotometer, its lutein ester purity is 89.97%, lutein purity is
91.50%；Detected through high performance liquid chromatograph, its alltrans lutein ester purity is 93.87%, alltrans lutein purity is
95.68%.It is computed raw material overall utilization up to 88.25%.
Embodiment 5：
A () takes 100g lutein extracts (lutein ester content 32%) and is dissolved in 400mL dichloromethane under the conditions of 35 DEG C
In solution, 1h is stirred at reflux, is centrifuged off insoluble matter, obtain centrifugate.
900ml isopropanols are added in b centrifugate that () will obtain, 1h is stirred at reflux at 35 DEG C, after forming uniform solution
12h is stood still for crystals at 20 DEG C, filter cake I (lutein ester crude product) is filtrated to get, and reclaim filtered fluid.
C filtered fluid that () will obtain is transferred in reactor, and low boiling point solvent dichloromethane is reclaimed under the conditions of 40 DEG C, remaining
1350ml solvent hexanes and 15g solid sodium hydroxides are added in solution, and is filled with nitrogen protection, the saponification under the conditions of 60 DEG C
5h obtains saponification liquor.
1575ml deionized waters, the agitating heating 1h at 50 DEG C are added in d saponification liquor that () will obtain, and is adjusted using hydrochloric acid
Section PH is 8.0, filters to obtain filter cake II (lutein crude product).
E () uses the aqueous solution (ethanol of ethanol：Water=1:2) washing filter cake I (lutein ester crude product) and (lutein of filter cake II
Crude product), and 10h is vacuum dried under the conditions of 30 DEG C, -0.095MPa, obtain lutein ester 23.8g, lutein 2.9g.
Detected through ultraviolet-visible spectrophotometer, its lutein ester purity is 88.36%, lutein purity is
92.68%；Detected through high performance liquid chromatograph, its alltrans lutein ester purity is 94.39%, alltrans lutein purity is
95.16%.It is computed raw material overall utilization up to 91.03%.
Embodiment 6：
A () takes 100g lutein extracts (lutein ester content 32%) and is dissolved in 200mL dichloromethane under the conditions of 35 DEG C
In solution, 1.0h is stirred at reflux, is centrifuged off insoluble matter, obtain centrifugate.
(mixed proportion is 1 to the mixed alcohol of addition 900ml ethanol and butanol in b centrifugate that () will obtain:1), at 35 DEG C
Under be stirred at reflux 1h, stand still for crystals 12h at 20 DEG C after forming uniform solution, be filtrated to get filter cake I (lutein ester crude product), and
Reclaim filtered fluid.
C filtered fluid that () will obtain is transferred in reactor, and low boiling point solvent dichloromethane is reclaimed under the conditions of 40 DEG C, remaining
450ml solvent hexanes and 30g solid sodium hydroxides are added in solution, and is filled with nitrogen protection, the saponification under the conditions of 60 DEG C
5.0h obtains saponification liquor.
850ml deionized waters, the agitating heating 1h at 50 DEG C are added in d saponification liquor that () will obtain, and is adjusted using hydrochloric acid
Section PH is 8.0, filters to obtain filter cake II (lutein crude product).
E () uses the aqueous solution (isopropanol of isopropanol：Water=1:3) washing filter cake I (lutein ester crude product) and (leaf of filter cake II
Flavine crude product), and 10h is vacuum dried under the conditions of 30 DEG C, -0.095MPa, obtain lutein ester 24.12g, lutein 1.9g.
Detected through ultraviolet-visible spectrophotometer, its lutein ester purity is 87.97%, lutein purity is
91.50%；Detected through high performance liquid chromatograph, its alltrans lutein ester purity is 90.13%, alltrans lutein purity is
93.81%.It is computed raw material overall utilization up to 86.28%.
Embodiment 7：
A () takes the lutein ester crystal 0.1g of present invention acquisition；Control group 1：Lutein ester 0.1g is (according to patent of invention
The lutein obtained in the method for extracting and purifying high content lutein fatty acid ester of CN100368395C-from marigold oil resin
Ester product)；Control group 2：Lutein ester 0.1g (Xi'an Rui Ying bio tech ltd product, address：Xi'an City, Shanxi Province is high
New district Hope Chamber of the International).
B () three set products by more than are added separately in 10ml ethanol solutions, make its dispersed, a drop are drawn respectively molten
Drop is added on slide, covered, waits ethanol volatilization to finish.
(c) after ethanol volatilization is finished, in observing three groups of crystal formations of lutein ester under 400 power microscopes and record.Pass through
Picture we can see that lutein ester crystal habit obtained in the inventive method is good, crystal in the form of sheets；And compare 1 leaf Huang
Plain ester does not have well-regulated form with the lutein ester for compareing 2, and two control groups are not crystal, is that (Fig. 1 shows powder for 400
Lutein ester crystal obtained in the inventive method observed under micro mirror and purchase reference substance lutein ester powder Reference's figure, from a left side
The prepared lutein Jing Ti ﹑ lutein esters of the present invention are respectively to the right side compare the control of 1 ﹑ lutein esters 2).
Specific embodiment given by the present invention is in order to the present invention is explained further, rather than limitation model of the invention
Enclose.Although above-mentioned be described with reference to accompanying drawing to specific embodiment of the invention, not to the scope of the present invention
Limitation, one of ordinary skill in the art should be understood that on the basis of technical scheme those skilled in the art need not
The various modifications or deformation made by paying creative work are still within protection scope of the present invention.
Claims (10)
1. a kind of method that efficient joint prepares high-purity lutein ester and lutein, it is characterised in that：Comprise the following steps：
A be dissolved in lutein extract in dichloromethane solution by (), be stirred at reflux, and is centrifuged off insoluble matter, obtains centrifugate.
B () adds lower alcohol in the centrifugate that step a is obtained, be stirred at reflux, and after forming uniform solution, stands still for crystals, and filters
Filter cake I, i.e. lutein ester crude product are obtained, and reclaims filtered fluid.
Dichloromethane in c filtered fluid that () recycling step b is obtained, adds solvent hexane and solid hydroxide in surplus solution
Sodium, and nitrogen protection is filled with, saponification obtains saponification liquor under the conditions of 45~60 DEG C.
Deionized water is added in d saponification liquor that () step c is obtained, the agitating heating at 35~50 DEG C, and be using acid regulation PH
7.0~8.0, filter to obtain filter cake II, i.e. lutein crude product.
E () washs filter cake I and filter cake II with the mixed solution of deionized water and lower alcohol, and vacuum is done under the conditions of 20~30 DEG C
It is dry, obtain high-purity lutein ester and high purity lutein.
2. the method that efficient joint according to claim 1 prepares high-purity lutein ester and lutein, it is characterised in that：
It is 2 that dichloromethane adds the ratio of volume and lutein extract quality in the step a：1~6：1(g/ml).
3. the method that efficient joint according to claim 1 prepares high-purity lutein ester and lutein, it is characterised in that：
The addition volume of lower alcohol is 0.8~3 times of the centrifugate that step a is obtained in the step b.
4. the method that efficient joint according to claim 1 prepares high-purity lutein ester and lutein, it is characterised in that：
Lower alcohol is one or more the lower alcohol in Jia Chun ﹑ Yi Chun ﹑ Yi Bing Chun ﹑ propyl alcohol and butanol to appoint in the step b
The mixed alcohol that meaning ratio is mixed.
5. the method that efficient joint according to claim 1 prepares high-purity lutein ester and lutein, it is characterised in that：
It is 0.5 that lower alcohol adds the ratio of volume in the n-hexane volume and step b that are added in the step c：1~3：1.
6. the method that efficient joint according to claim 1 prepares high-purity lutein ester and lutein, it is characterised in that：
The NaOH quality and the ratio of lutein extract quality added in the step c are 0.05：1~0.3：1.
7. the method that efficient joint according to claim 1 prepares high-purity lutein ester and lutein, it is characterised in that：
The addition volume of deionized water is 0.4~0.8 times of saponification liquor volume in the step d.
8. the method that efficient joint according to claim 1 prepares high-purity lutein ester and lutein, it is characterised in that：
The acid added in the step d is the one kind in Yi Suan ﹑ hydrochloric acid.
9. the method that efficient joint according to claim 1 prepares high-purity lutein ester and lutein, it is characterised in that：
Lower alcohol is the one kind in Jia Chun ﹑ Yi Chun ﹑ isopropanols in the step e.
10. the method that efficient joint according to claim 1 prepares high-purity lutein ester and lutein, its feature exists
In：The ratio of lower alcohol and deionized water is 1 in mixed solution in the step e：0.4~1：3.
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| CN114369050A (en) * | 2022-01-21 | 2022-04-19 | 山东天音生物科技有限公司 | Method for separating and purifying lutein from marigold oleoresin |
| CN114478341A (en) * | 2022-01-23 | 2022-05-13 | 大连医诺生物股份有限公司 | Process for preparing lutein through tubular rapid saponification |
| WO2022155338A1 (en) | 2021-01-14 | 2022-07-21 | Kemin Industries, Inc. | Process for crystallization of high purity lutein esters from marigold extracts |
| WO2023125626A1 (en) | 2021-12-28 | 2023-07-06 | Innobio Corporation Limited | Carotenoid preparations, preparation methods, and application thereof |
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| WO2023125626A1 (en) | 2021-12-28 | 2023-07-06 | Innobio Corporation Limited | Carotenoid preparations, preparation methods, and application thereof |
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| CN114369050B (en) * | 2022-01-21 | 2023-08-25 | 山东天音生物科技有限公司 | Preparation method of lutein ester |
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| CN114478341B (en) * | 2022-01-23 | 2024-06-04 | 大连医诺生物股份有限公司 | Process for preparing lutein by tubular rapid saponification |
| DE202023104910U1 (en) | 2023-08-29 | 2023-10-30 | Innobio Corporation Limited | Lutein crystal, complex oil suspension and carotenoid preparation |
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