CN106720466A - It is a kind of while the method for extracting high phospholipid krill oil and astaxanthin ester krill oil high - Google Patents
It is a kind of while the method for extracting high phospholipid krill oil and astaxanthin ester krill oil high Download PDFInfo
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Abstract
The present invention relates to a kind of while the method for extracting high phospholipid krill oil and astaxanthin ester krill oil high, the method includes using mixed solvent to euphausia superba powder adverse current ultrasonic extraction, finally using three-stage filtration, shrimp slag is leached, the filtrate for obtaining as extract solution；Extract solution is evaporated under reduced pressure, and removes the organic solvent in extract solution, obtains crude oil；To the ethanol solution for adding isometric mass concentration to be 45%~75% in crude oil, stand to 2~4h of layering, upper liquid and subnatant are collected respectively；The antarctic krill oil for respectively obtaining high phospholipid content antarctic krill oil and content astaxanthin high is evaporated under reduced pressure respectively.The present invention is using the mixed solvent of n-hexane and ethanol composition come krill oil, substantially increase the dissolution rate and dissolution efficiency of krill oil, joint three-stage filtration and the sedimentation of 45%~75% ethanol solution, the krill oil purity for obtaining is high, two kinds of products of high phospholipid krill oil and astaxanthin ester krill oil high can once be obtained, and extraction process is simple, production cost.
Description
Technical field
A kind of method the present invention relates to extract antarctic krill oil in euphausia superba powder, it is specifically a kind of to extract high phosphorus simultaneously
The method of fat krill oil and astaxanthin ester krill oil high, belongs to functional food processing technique field.
Background technology
Krill (Euphausia superba Dana), lives in less than 0 DEG C free of contamination South Pole marine site for a long time,
With phytoplankton（Algae）It is food, is a kind of marine crustacean.Krill is the food chain of Southern Oceans marine organisms
Center, is the key for maintaining Southern Oceans marine ecology balance.Krill is the food of high protein, and it is rich in various battalion in vivo
Calcium, phosphorus, potassium, the sodium of foster metallic element, such as needed by human body are all very abundant.Meanwhile, krill is anti-oxidant with what is enriched
Nutrient, such as vitamin A, E, astaxanthin and class flavonoids.
Astaxanthin（astaxanthin）It is a kind of red natural carotenoid, chemical name is 3,3,- dihydroxy-β,
Beta carotene -4,4,- diketone, molecular formula C40H52O4.Because krill is with marine microalgae, phytoplankton, zooplankter
Food, so as to obtain substantial amounts of natural astaxanthin.Natural astaxanthin has special molecular machinery, and experiment in vitro finds that it is
The powerful quencher of singlet oxygen, the great ability with scavenging activated oxygen is a kind of very effective antioxidant.
The photooxidation of organism, physiological stress and normal function of immune system can all produce several harmful active oxygens,
Such as singlet oxygen and oxygen radical.These molecules contain the electronics of non-matching, with highly unstable property, can cause amino acid
The injury of the various kinds of cell such as oxidation, the degraded of protein and the damage of DNA.Oxygen radical can also be on attack cells film unsaturated lipid
Fat acid, the aliphatic acid of over oxidation can produce more fatty acid profiles by chain reaction.The presence for crossing polyradical is beaten
Organism free radical and antioxidant has been broken to balance, as cause rheumatic arthritis, heart disease, Parkinson Cotards,
The major reason of Alzheimer syndromes, kinds cancer and shock.
The antarctic krill oil extracted from euphausia superba powder contains abundant esterification of astaxanthin natural high, meanwhile, also cause
P elements in krill are enriched with.Phosphatide, is the material base of life, and cell membrane is made up of 30% or so phosphatide.
Phosphatide is made up of lecithin, lipositol, cephalin etc..These phosphatide play phase to each position and each organ of human body respectively
The function of answering.For summary, the basic function of phosphatide is：Enhancing is mental, enhance immunity and regeneration power, removing toxic substances, blood clean,
Vigorous and graceful skin, anti-aging, also as contain phosphatide type unrighted acid in krill oil, therefore, can using antarctic krill oil
The effects such as with prophylactic treatment angiocardiopathy, the pain that reduces inflammation, mitigation PMS.
At present, the existing pertinent literature of the extraction of antarctic krill oil discloses report, e.g., Canadian Patent document
The extracting method of antarctic krill oil disclosed in EP01417211B1, NEPTUNE companies are to extract shrimp sauce from chilled shrimp, and it is used
Krill grease is first dehydrated and extracted with acetone, then extracts remaining krill grease with ethyl acetate；Norway Aker is public
Department proposes antarctic krill oil supercritical extraction method；And for example, Chinese patent literature 201110022395.1 is disclosed from South Pole phosphorus
The shrimp sauce method of high phospholipid content is extracted in shrimp, it is used first extracts antarctic krill oil with n-hexane, then is enriched with phosphatide with ethanol
Shrimp sauce；A kind of krill oil of duo-sol extraction esterification of astaxanthin high phospholipid high disclosed in Chinese patent literature 201310649954.0
Method, document above has the following disadvantages：Extracting method can only obtain a kind of product, and krill oil, extraction process is complicated, has
Machine solvent usage amount is big, and production cost is high, and the krill oil purity for obtaining is low, and active ingredient is low in krill oil.
The content of the invention
In view of the shortcomings of the prior art, the present invention provides a kind of extraction high phospholipid krill oil and astaxanthin ester krill high simultaneously
The method of oil.The krill oil purity that the method for the present invention is obtained is high, can once obtain high phospholipid krill oil and astaxanthin ester high
Two kinds of products of krill oil.
The present invention is achieved through the following technical solutions：
It is a kind of while the method for extracting high phospholipid krill oil and astaxanthin ester krill oil high, including step is as follows:
（1）Extract：To adding the mixed solvent of 6~10 times of euphausia superba powder weight to be well mixed in euphausia superba powder, then
In adverse current ultrasonic extraction 1~6 hour at 0~15 DEG C, finally using three-stage filtration, shrimp slag is leached, the filtrate for obtaining is i.e.
It is extract solution；
（2）By step（1）The extract solution for obtaining carries out decompression steaming in 25~60 DEG C of temperature under vacuum -0.06~-0.09Mpa
Hair, removes the organic solvent in extract solution, obtains crude oil；
（3）To the ethanol solution for adding isometric mass concentration to be 45%~75% in crude oil, stand to 2~4h of layering, difference
Collect upper liquid and subnatant；
（4）Upper liquid, subnatant are evaporated under reduced pressure respectively at 25~60 DEG C of temperature under vacuum -0.06~-0.09MPa, point
Upper strata oil and lower floor's oil are not obtained, and upper strata oil is the antarctic krill oil of astaxanthin mass content >=1200ppm, and lower floor's oil is phosphatide
The antarctic krill oil of mass content >=550mg/g；Upper strata is oily and lower floor's oil leads to nitrogen or carbon dioxide in continuous respectively under normal temperature
Gas, removes the polar organic solvent of residual, respectively obtains the South Pole phosphorus of high phospholipid content antarctic krill oil and content astaxanthin high
Shrimp sauce.
It is currently preferred, step（1）Described in mixed solvent be the mixed liquor of n-hexane and ethanol, n-hexane and second
The volume ratio of alcohol is：（1~3）：（1~2）
It is further preferred that n-hexane is with the volume ratio of ethanol in described mixed solvent：3:2~2:1, it is highly preferred,
N-hexane is with the volume ratio of ethanol in described mixed solvent： 2:1.
Currently preferred, the addition of mixed solvent is 6~8 times of euphausia superba powder weight.
It is currently preferred, step（1）Middle adverse current ultrasonic extraction is small in adverse current ultrasonic extraction 1~4 at 8~15 DEG C of temperature
When, ultrasonication intensity is 0.2-20.0W/cm2, supersonic frequency is 19-80kHz.
It is currently preferred, step（1）Middle three-stage filtration is one-level of the mixture after extraction respectively through tandem compound
Filter, secondary filter and tertiary filter realize filtration operation；Wherein, grade one filter and secondary filter are often
The filter core aperture of rule cartridge filter, grade one filter and secondary filter is respectively 4.5~5 μm, 0.2~0.25 μm；Three-level
Filter is hollow fiber filter, and the molecular cut off of doughnut is 10000~30000 dalton.
It is currently preferred, step（2）Middle reduction vaporization temperature is 30~50 DEG C, vacuum -0.08~-0.09Mpa,
It is currently preferred, step（3）The mass concentration of middle ethanol solution is 60%~75%.
Raw materials used and equipment of the invention is prior art.
Advantages of the present invention is as follows：
Inventors be surprised to learn that, using the mixed solvent of n-hexane and ethanol composition come krill oil, substantially increase krill oil
Dissolution rate and dissolution efficiency, joint three-stage filtration and the sedimentation of 45%~75% ethanol solution, the krill oil purity for obtaining are high, and one
It is secondary to obtain two kinds of products of high phospholipid krill oil and astaxanthin ester krill oil high, and extraction process is simple, production cost into
This.
Specific embodiment
Below by specific embodiment, the present invention will be further described, but not limited to this.
Embodiment 1
It is a kind of while the method for extracting high phospholipid krill oil and astaxanthin ester krill oil high, including step is as follows:
（1）Extract：To adding the mixed solvent of 8 times of euphausia superba powder weight to be well mixed in euphausia superba powder, mixed solvent is
The mixed liquor of n-hexane and ethanol, n-hexane is with the volume ratio of ethanol： 2:1, then in adverse current ultrasonic extraction 1.5 at 12 DEG C
Hour, ultrasonication intensity is 10W/cm2, supersonic frequency is 40kHz.
Mixture after extraction comes real respectively through the grade one filter of tandem compound, secondary filter and tertiary filter
Existing filtration operation；Wherein, grade one filter and secondary filter are conventional cartridge filter, grade one filter and cascade filtration
The filter core aperture of device is respectively 4.5 μm, 0.25 μm；Tertiary filter is hollow fiber filter, the retention molecule of doughnut
It is 10000 dalton to measure, and shrimp slag is leached, the filtrate for obtaining as extract solution；
（2）By step（1）The extract solution for obtaining is evaporated under reduced pressure in 40 DEG C of temperature under vacuum -0.08Mpa, removes extraction
Organic solvent in liquid, obtains crude oil；
（3）To the ethanol solution for adding isometric mass concentration to be 75% in crude oil, stand to 2~4h of layering, collect respectively
Layer liquid and subnatant；
（4）Upper liquid, subnatant are evaporated under reduced pressure respectively at 40 DEG C of temperature under vacuum -0.08MPa, respectively obtain upper strata
Oil and lower floor oil, upper strata oil for astaxanthin mass content >=1200ppm antarctic krill oil, lower floor oil for phosphatide mass content >=
The antarctic krill oil of 550mg/g；Upper strata oil and lower floor's oil remove residual in continuously logical nitrogen or carbon dioxide gas is distinguished under normal temperature
Polar organic solvent, respectively obtain the antarctic krill oil of high phospholipid content antarctic krill oil and content astaxanthin high.
Embodiment 2
It is a kind of while the method for extracting high phospholipid krill oil and astaxanthin ester krill oil high, including step is as follows:
（1）Extract：To adding the mixed solvent of 6 times of euphausia superba powder weight to be well mixed in euphausia superba powder, mixed solvent is
The mixed liquor of n-hexane and ethanol, n-hexane is with the volume ratio of ethanol： 3:2, it is then small in adverse current ultrasonic extraction 1 at 15 DEG C
When, ultrasonication intensity is 20W/cm2, supersonic frequency is 60kHz.
Mixture after extraction comes real respectively through the grade one filter of tandem compound, secondary filter and tertiary filter
Existing filtration operation；Wherein, grade one filter and secondary filter are conventional cartridge filter, grade one filter and cascade filtration
The filter core aperture of device is respectively 4.5 μm, 0.25 μm；Tertiary filter is hollow fiber filter, the retention molecule of doughnut
It is 20000 dalton to measure, and shrimp slag is leached, the filtrate for obtaining as extract solution；
（2）By step（1）The extract solution for obtaining is evaporated under reduced pressure under temperature 50 C, vacuum -0.09Mpa, removes extraction
Organic solvent in liquid, obtains crude oil；
（3）To the ethanol solution for adding isometric mass concentration to be 70% in crude oil, stand to 2~4h of layering, collect respectively
Layer liquid and subnatant；
（4）Upper liquid, subnatant are evaporated under reduced pressure respectively under temperature 50 C, vacuum -0.09MPa, respectively obtain upper strata
Oil and lower floor oil, upper strata oil for astaxanthin mass content >=1200ppm antarctic krill oil, lower floor oil for phosphatide mass content >=
The antarctic krill oil of 550mg/g；Upper strata oil and lower floor's oil remove residual in continuously logical nitrogen or carbon dioxide gas is distinguished under normal temperature
Polar organic solvent, respectively obtain the antarctic krill oil of high phospholipid content antarctic krill oil and content astaxanthin high.
Embodiment 3
It is a kind of while the method for extracting high phospholipid krill oil and astaxanthin ester krill oil high, including step is as follows:
（1）Extract：To adding the mixed solvent of 7 times of euphausia superba powder weight to be well mixed in euphausia superba powder, mixed solvent is
The mixed liquor of n-hexane and ethanol, n-hexane is with the volume ratio of ethanol： 1:1, it is then small in adverse current ultrasonic extraction 4 at 12 DEG C
When, ultrasonication intensity is 5W/cm2, supersonic frequency is 30kHz.
Mixture after extraction comes real respectively through the grade one filter of tandem compound, secondary filter and tertiary filter
Existing filtration operation；Wherein, grade one filter and secondary filter are conventional cartridge filter, grade one filter and cascade filtration
The filter core aperture of device is respectively 4.5 μm, 0.25 μm；Tertiary filter is hollow fiber filter, the retention molecule of doughnut
It is 10000 dalton to measure, and shrimp slag is leached, the filtrate for obtaining as extract solution；
（2）By step（1）The extract solution for obtaining is evaporated under reduced pressure under temperature 60 C, vacuum -0.09MPa, removes extraction
Organic solvent in liquid, obtains crude oil；
（3）To the ethanol solution for adding isometric mass concentration to be 68% in crude oil, stand to 2~4h of layering, collect respectively
Layer liquid and subnatant；
（4）Upper liquid, subnatant are evaporated under reduced pressure respectively under temperature 60 C, vacuum -0.09MPa, respectively obtain upper strata
Oil and lower floor oil, upper strata oil for astaxanthin mass content >=1200ppm antarctic krill oil, lower floor oil for phosphatide mass content >=
The antarctic krill oil of 450mg/g；Upper strata oil and lower floor's oil remove residual in continuously logical nitrogen or carbon dioxide gas is distinguished under normal temperature
Polar organic solvent, respectively obtain the antarctic krill oil of high phospholipid content antarctic krill oil and content astaxanthin high.
Embodiment 4
It is a kind of while the method for extracting high phospholipid krill oil and astaxanthin ester krill oil high, including step is as follows:
（1）Extract：To adding the mixed solvent of 10 times of euphausia superba powder weight to be well mixed in euphausia superba powder, mixed solvent is
The mixed liquor of n-hexane and ethanol, n-hexane is with the volume ratio of ethanol： 1:2, it is then small in adverse current ultrasonic extraction 4 at 8 DEG C
When, ultrasonication intensity is 2W/cm2, supersonic frequency is 20kHz.
Mixture after extraction comes real respectively through the grade one filter of tandem compound, secondary filter and tertiary filter
Existing filtration operation；Wherein, grade one filter and secondary filter are conventional cartridge filter, grade one filter and cascade filtration
The filter core aperture of device is respectively 4.5 μm, 0.25 μm；Tertiary filter is hollow fiber filter, the retention molecule of doughnut
It is 10000 dalton to measure, and shrimp slag is leached, the filtrate for obtaining as extract solution；
（2）By step（1）The extract solution for obtaining is evaporated under reduced pressure in 30 DEG C of temperature under vacuum -0.06Mpa, removes extraction
Organic solvent in liquid, obtains crude oil；
（3）To the ethanol solution for adding isometric mass concentration to be 60% in crude oil, stand to 2~4h of layering, collect respectively
Layer liquid and subnatant；
（4）Upper liquid, subnatant are evaporated under reduced pressure respectively at 30 DEG C of temperature under vacuum -0.06MPa, respectively obtain upper strata
Oil and lower floor oil, upper strata oil for astaxanthin mass content >=1200ppm antarctic krill oil, lower floor oil for phosphatide mass content >=
The antarctic krill oil of 450 mg/g；Upper strata oil and lower floor's oil remove residual in continuously logical nitrogen or carbon dioxide gas is distinguished under normal temperature
The polar organic solvent for staying, respectively obtains the antarctic krill oil of high phospholipid content antarctic krill oil and content astaxanthin high.
Comparative example 1
It is a kind of that with embodiment 1, difference is while the method for extracting high phospholipid krill oil and astaxanthin ester krill oil high,
Step（1）Euphausia superba powder is leached with 90-100% ethanol, obtains extract solution, and other conditions are carried out by embodiment 1.
Comparative example 2
It is a kind of that with embodiment 1, difference is while the method for extracting high phospholipid krill oil and astaxanthin ester krill oil high,
Step（1）Euphausia superba powder is leached with n-hexane, obtains extract solution, and other conditions are carried out by embodiment 1.
Comparative example 3
It is a kind of that with embodiment 1, difference is while the method for extracting high phospholipid krill oil and astaxanthin ester krill oil high,
Step（1）In be filtered into common filtering.
Experimental example：
The antarctic krill oil of high phospholipid content antarctic krill oil and content astaxanthin high in comparative example 1-4 and comparative example 1-3
Transparency, recovery rate and content, as a result see the table below 1：
Transparency detection method：With reference to standard GB/T/T 5525-2008.
Table 1
The antarctic krill oil muddiness that comparative example 1-3 is obtained can be seen that by upper table contrast effect, impurity content is higher, and this
The antarctic krill oil of the acquisition of invention is transparent limpid, is settled by the ethanol solution for combining three-stage filtration and 45%~75%, greatly
It is big to reduce impurity content, and the antarctic krill oil content astaxanthin of the content astaxanthin high of present invention acquisition is high, improves
Recovery rate.
Claims (8)
1. a kind of while the method for extracting high phospholipid krill oil and astaxanthin ester krill oil high, including step is as follows:
（1）Extract：To adding the mixed solvent of 6~10 times of euphausia superba powder weight to be well mixed in euphausia superba powder, then
In adverse current ultrasonic extraction 1~6 hour at 0~15 DEG C, finally using three-stage filtration, shrimp slag is leached, the filtrate for obtaining is i.e.
It is extract solution；
（2）By step（1）The extract solution for obtaining carries out decompression steaming in 25~60 DEG C of temperature under vacuum -0.06~-0.09Mpa
Hair, removes the organic solvent in extract solution, obtains crude oil；
（3）To the ethanol solution for adding isometric mass concentration to be 45%~75% in crude oil, stand to 2~4h of layering, difference
Collect upper liquid and subnatant；
（4）Upper liquid, subnatant are evaporated under reduced pressure respectively at 25~60 DEG C of temperature under vacuum -0.06~-0.09MPa, point
Upper strata oil and lower floor's oil are not obtained, and upper strata oil is the antarctic krill oil of astaxanthin mass content >=1200ppm, and lower floor's oil is phosphatide
The antarctic krill oil of mass content >=550mg/g；Upper strata is oily and lower floor's oil leads to nitrogen or carbon dioxide in continuous respectively under normal temperature
Gas, removes the polar organic solvent of residual, respectively obtains the South Pole phosphorus of high phospholipid content antarctic krill oil and content astaxanthin high
Shrimp sauce.
2. according to claim 1 while the method for extracting high phospholipid krill oil and astaxanthin ester krill oil high, its feature
It is, step（1）Described in mixed solvent be the mixed liquor of n-hexane and ethanol, n-hexane is with the volume ratio of ethanol：（1
~3）：（1~2）.
3. according to claim 1 while the method for extracting high phospholipid krill oil and astaxanthin ester krill oil high, its feature
It is that n-hexane is in described mixed solvent with the volume ratio of ethanol：3:2~2:1, highly preferred, described mixing is molten
N-hexane is with the volume ratio of ethanol in agent： 2:1.
4. according to claim 1 while the method for extracting high phospholipid krill oil and astaxanthin ester krill oil high, its feature
It is that the addition of mixed solvent is 6~8 times of euphausia superba powder weight.
5. according to claim 1 while the method for extracting high phospholipid krill oil and astaxanthin ester krill oil high, its feature
It is, step（1）Middle adverse current ultrasonic extraction is in adverse current ultrasonic extraction 1~4 hour, ultrasonication intensity at 8~15 DEG C of temperature
It is 0.2-20.0W/cm2, supersonic frequency is 19-80kHz.
6. according to claim 1 while the method for extracting high phospholipid krill oil and astaxanthin ester krill oil high, its feature
It is, step（1）Middle three-stage filtration is grade one filter, secondary filter of the mixture respectively through tandem compound after extraction
Filtration operation is realized with tertiary filter；Wherein, grade one filter and secondary filter are conventional cartridge filter, one-level
The filter core aperture of filter and secondary filter is respectively 4.5~5 μm, 0.2~0.25 μm；Tertiary filter is doughnut mistake
Filter, the molecular cut off of doughnut is 10000~30000 dalton.
7. according to claim 1 while the method for extracting high phospholipid krill oil and astaxanthin ester krill oil high, its feature
It is, step（2）Middle reduction vaporization temperature is 30~50 DEG C, vacuum -0.08~-0.09Mpa.
8. according to claim 1 while the method for extracting high phospholipid krill oil and astaxanthin ester krill oil high, its feature
It is, step（3）The mass concentration of middle ethanol solution is 60%~75%.
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| CN107760439A (en) * | 2017-11-01 | 2018-03-06 | 浙江海洋大学 | A kind of method that ultrasonic assistant ethanol extraction prepares antarctic krill oil |
| CN107904009A (en) * | 2017-12-21 | 2018-04-13 | 山东师范大学 | A kind of method for extracting grease again from krill shrimp slag |
| CN107964453A (en) * | 2017-12-21 | 2018-04-27 | 山东师范大学 | The method for preparing grease again from the dry shrimp slag of krill degreasing |
| CN108004028A (en) * | 2017-12-21 | 2018-05-08 | 山东师范大学 | The method for extracting grease again using the dry shrimp slag of krill degreasing as raw material |
| CN108043571A (en) * | 2017-12-19 | 2018-05-18 | 山东师范大学 | A kind of method of the batch collection krill eyeball from euphausia superba powder |
| CN108659947A (en) * | 2018-06-12 | 2018-10-16 | 山东蓝奥生物技术有限公司 | A kind of method, antarctic krill oil and albumen powder preparing antarctic krill oil and albumen powder using krill |
| CN108998231A (en) * | 2018-08-06 | 2018-12-14 | 山东鲁华海洋生物科技有限公司 | A kind of method that two-step method prepares high content astaxanthin antarctic krill oil |
| CN109097190A (en) * | 2018-08-31 | 2018-12-28 | 山东鲁华海洋生物科技有限公司 | A method of it being enriched with phosphatide from krill oil |
| CN109735392A (en) * | 2019-01-28 | 2019-05-10 | 江南大学 | A kind of preparation method of high astaxanthin, high phospholipid shrimp sauce |
| CN110257166A (en) * | 2018-12-03 | 2019-09-20 | 中冠生物科技(珲春)有限公司 | A kind of preparation method of the antarctic krill oil of high phospholipid content, low viscosity |
| CN110669581A (en) * | 2019-11-04 | 2020-01-10 | 中粮工科(西安)国际工程有限公司 | Extraction method of microalgae total lipid and microalgae protein meal |
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| CN112126517A (en) * | 2020-09-30 | 2020-12-25 | 无锡定象改性硅胶材料有限公司 | Low-arsenic high-phospholipid process for improving quality of initial shrimp sauce |
| CN114073864A (en) * | 2022-01-19 | 2022-02-22 | 华南理工大学 | Method for synchronously extracting and separating multiple components in raw material by four-liquid-phase system |
| CN114304285A (en) * | 2021-12-18 | 2022-04-12 | 青岛市远洋捕捞有限公司 | Euphausia superba oil composition and application thereof |
| CN114717043A (en) * | 2020-12-22 | 2022-07-08 | 上海崇瀚生物科技有限公司 | Method for extracting phospholipid-rich Omega-3 fatty acid oil and/or selenium-rich small molecule peptide substances from Antarctic krill |
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| CN114717043A (en) * | 2020-12-22 | 2022-07-08 | 上海崇瀚生物科技有限公司 | Method for extracting phospholipid-rich Omega-3 fatty acid oil and/or selenium-rich small molecule peptide substances from Antarctic krill |
| CN114304285A (en) * | 2021-12-18 | 2022-04-12 | 青岛市远洋捕捞有限公司 | Euphausia superba oil composition and application thereof |
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