CN101376868B - Method for preparing fish oil ethyl ester from fish wastes - Google Patents
Method for preparing fish oil ethyl ester from fish wastes Download PDFInfo
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- CN101376868B CN101376868B CN2008101573575A CN200810157357A CN101376868B CN 101376868 B CN101376868 B CN 101376868B CN 2008101573575 A CN2008101573575 A CN 2008101573575A CN 200810157357 A CN200810157357 A CN 200810157357A CN 101376868 B CN101376868 B CN 101376868B
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- ethyl ester
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- grease
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- 235000021323 fish oil Nutrition 0.000 title claims abstract description 59
- 241000251468 Actinopterygii Species 0.000 title claims abstract description 50
- 125000004494 ethyl ester group Chemical group 0.000 title claims abstract description 35
- 238000000034 method Methods 0.000 title claims abstract description 23
- 239000002699 waste material Substances 0.000 title description 5
- 238000000605 extraction Methods 0.000 claims abstract description 25
- 239000000463 material Substances 0.000 claims abstract description 23
- 239000004519 grease Substances 0.000 claims abstract description 20
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 16
- 239000007788 liquid Substances 0.000 claims abstract description 16
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims abstract description 13
- 238000006243 chemical reaction Methods 0.000 claims abstract description 13
- 239000000203 mixture Substances 0.000 claims abstract description 13
- 239000003054 catalyst Substances 0.000 claims abstract description 11
- 238000000926 separation method Methods 0.000 claims abstract description 7
- 239000012535 impurity Substances 0.000 claims abstract description 6
- 238000000199 molecular distillation Methods 0.000 claims description 22
- 230000008014 freezing Effects 0.000 claims description 14
- 238000007710 freezing Methods 0.000 claims description 14
- 239000012634 fragment Substances 0.000 claims description 13
- 229960000935 dehydrated alcohol Drugs 0.000 claims description 12
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 10
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 9
- 238000004821 distillation Methods 0.000 claims description 8
- 238000005516 engineering process Methods 0.000 claims description 8
- 238000010298 pulverizing process Methods 0.000 claims description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 7
- 230000006837 decompression Effects 0.000 claims description 6
- 239000002994 raw material Substances 0.000 claims description 6
- 239000002253 acid Substances 0.000 claims description 5
- 230000001476 alcoholic effect Effects 0.000 claims description 5
- 235000011187 glycerol Nutrition 0.000 claims description 5
- 229910052757 nitrogen Inorganic materials 0.000 claims description 5
- 238000003815 supercritical carbon dioxide extraction Methods 0.000 claims 2
- 235000019198 oils Nutrition 0.000 abstract description 4
- 230000008901 benefit Effects 0.000 abstract description 3
- 235000021190 leftovers Nutrition 0.000 abstract description 3
- 239000002904 solvent Substances 0.000 abstract description 3
- 238000005406 washing Methods 0.000 abstract description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 abstract 4
- 229910002092 carbon dioxide Inorganic materials 0.000 abstract 4
- 239000001569 carbon dioxide Substances 0.000 abstract 1
- 235000019441 ethanol Nutrition 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- MBMBGCFOFBJSGT-KUBAVDMBSA-N docosahexaenoic acid Natural products CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCC(O)=O MBMBGCFOFBJSGT-KUBAVDMBSA-N 0.000 description 12
- 235000019197 fats Nutrition 0.000 description 12
- 238000002360 preparation method Methods 0.000 description 12
- 235000020673 eicosapentaenoic acid Nutrition 0.000 description 11
- 210000001835 viscera Anatomy 0.000 description 5
- 238000004332 deodorization Methods 0.000 description 4
- 238000003912 environmental pollution Methods 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 208000024172 Cardiovascular disease Diseases 0.000 description 2
- 108091005804 Peptidases Proteins 0.000 description 2
- 239000004365 Protease Substances 0.000 description 2
- 102100037486 Reverse transcriptase/ribonuclease H Human genes 0.000 description 2
- 208000011775 arteriosclerosis disease Diseases 0.000 description 2
- 238000010924 continuous production Methods 0.000 description 2
- 230000007812 deficiency Effects 0.000 description 2
- 239000000284 extract Substances 0.000 description 2
- 230000007062 hydrolysis Effects 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- 235000015097 nutrients Nutrition 0.000 description 2
- 235000020777 polyunsaturated fatty acids Nutrition 0.000 description 2
- 239000003531 protein hydrolysate Substances 0.000 description 2
- 102000004169 proteins and genes Human genes 0.000 description 2
- 108090000623 proteins and genes Proteins 0.000 description 2
- 238000000194 supercritical-fluid extraction Methods 0.000 description 2
- 206010003210 Arteriosclerosis Diseases 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical class [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 208000002177 Cataract Diseases 0.000 description 1
- 208000010412 Glaucoma Diseases 0.000 description 1
- 239000005905 Hydrolysed protein Substances 0.000 description 1
- 208000035150 Hypercholesterolemia Diseases 0.000 description 1
- 208000031226 Hyperlipidaemia Diseases 0.000 description 1
- 206010020772 Hypertension Diseases 0.000 description 1
- HXWJFEZDFPRLBG-UHFFFAOYSA-N Timnodonic acid Natural products CCCC=CC=CCC=CCC=CCC=CCCCC(O)=O HXWJFEZDFPRLBG-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 230000003213 activating effect Effects 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- JAZBEHYOTPTENJ-JLNKQSITSA-N all-cis-5,8,11,14,17-icosapentaenoic acid Chemical compound CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O JAZBEHYOTPTENJ-JLNKQSITSA-N 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
- 239000008280 blood Substances 0.000 description 1
- 210000004369 blood Anatomy 0.000 description 1
- 210000004204 blood vessel Anatomy 0.000 description 1
- 210000004556 brain Anatomy 0.000 description 1
- 210000004958 brain cell Anatomy 0.000 description 1
- 210000004027 cell Anatomy 0.000 description 1
- 208000026106 cerebrovascular disease Diseases 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- DVSZKTAMJJTWFG-UHFFFAOYSA-N docosa-2,4,6,8,10,12-hexaenoic acid Chemical compound CCCCCCCCCC=CC=CC=CC=CC=CC=CC(O)=O DVSZKTAMJJTWFG-UHFFFAOYSA-N 0.000 description 1
- 235000020669 docosahexaenoic acid Nutrition 0.000 description 1
- 230000002526 effect on cardiovascular system Effects 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 229960005135 eicosapentaenoic acid Drugs 0.000 description 1
- 235000004626 essential fatty acids Nutrition 0.000 description 1
- 230000004438 eyesight Effects 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 235000013332 fish product Nutrition 0.000 description 1
- 239000000796 flavoring agent Substances 0.000 description 1
- 235000019634 flavors Nutrition 0.000 description 1
- 210000003128 head Anatomy 0.000 description 1
- 235000020256 human milk Nutrition 0.000 description 1
- 210000004251 human milk Anatomy 0.000 description 1
- 230000000887 hydrating effect Effects 0.000 description 1
- 230000001900 immune effect Effects 0.000 description 1
- 208000010125 myocardial infarction Diseases 0.000 description 1
- 235000020660 omega-3 fatty acid Nutrition 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 238000003672 processing method Methods 0.000 description 1
- 230000000069 prophylactic effect Effects 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 210000001525 retina Anatomy 0.000 description 1
- 235000014102 seafood Nutrition 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 230000001256 tonic effect Effects 0.000 description 1
- 230000014616 translation Effects 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
Classifications
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/54—Improvements relating to the production of bulk chemicals using solvents, e.g. supercritical solvents or ionic liquids
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- Fats And Perfumes (AREA)
Abstract
The invention relates to a method for preparing a fish oil ethyl ester by using fish leftovers. In the method, the fish leftovers during fish processing are used as materials and are cut, frozen, cracked and then extracted by using supercritical carbon dioxide ( SC-CO2), thus obtaining a liquid grease mixture; the mixture is decompressed by CO2 for realizing oil separation and obtaining the grease with a purity of 69 to 78 percent; then the grease is extracted by the SC-CO2 added with the ethanol with a concentration of 5 to 20 percent, thus obtaining the grease with a purity of 86 to 95 percent; then fish oil and absolute ethyl alcohol are reacted under a basic catalyst condition according to a proportion of 1 : 2 to 4; after the reaction, impurities like glycerol are removed through washing, thus obtaining the fish oil ethyl ester; then the fish oil ethyl ester is distilled by multi-grades of molecules, thus obtaining the fish oil ethyl ester with high purity. The method has the advantages of low operation temperature, high product extraction rate and purity, non-solvent vestigital, non-environment pollution, high separation efficiency and being easy for the continuous industrialization production.
Description
Technical field
The present invention relates to a kind of technology of producing fish oil, especially a kind of method of utilizing the fish offal material to produce fish oil second fat.
Background technology
Along with the fast development of China's processing of aquatic products industry, the waste of generation also can get more and more.Mainly contain: the tankage that produce in the outlet fish products course of processing have fish head, fish-bone, fish-skin, fish viscera etc., and its weight accounts for the 35-55% of raw material greatly, and are general all as offal treatment.How effectively utilizing these resources, turn waste into wealth, will be a very important research topic.
We know that seafood prods such as fish are important sources of nutrient substances such as needed by human body high-quality protein, amino acid, fat, and its unique local flavor is subjected to liking of consumers in general deeply.Fish oil has tangible regulating blood fat function, can the prevention of arterial sclerosis.The fish oil that huge uptake is rich in ω-3 can have positive prophylactic effect to cardiovascular disorder.EPA and DHA are two kinds of unsaturated fatty acidss, DHA and EPA are timnodonic acid and docosahexenoic acid, belonging to the serial polyunsaturated fatty acid of Ω-3, is that human body self can not synthesize but indispensable important nutrient, therefore is called essential fatty acid.DHA is that brain cell forms growth and operates indispensable basic substance, simultaneously also can be helpful to activating weak retina cell, and mend the brain brain tonic and improve eyesight thereby rise, prevent bathomorphic effect.DHA also is a neccessary composition in the breast milk, can strengthen the human immunological competence.Fish oil is suitable for illness and comprises hypertension, hypercholesterolemia, hyperlipidemia, cerebrovascular disorder, myocardial infarction, arteriosclerosis, glaucoma, cataract etc.EPA is called as " blood vessel street cleaner ", and it has dredges the cardiovascular effect of cleaning, thereby prevents multiple cardiovascular disorder.
Existing disclosed treatment process to the fish processing fent has: disclose during the CN1432300A Chinese invention patent application on July 30th, 2003 openly illustrates a kind of " processing and utilizing of fish leftovers from deep processing ", the disclosure file has disclosed fish offal material (fresh), and to be divided into the solid substance that internal organ and mill solution filter out be a class, all the other are another kind of, wash respectively, chopping, enzymolysis, filter out residue after, reclaim fish oil in the hydrating solution with modified graphite absorption, institute is surplus to be feeding and can to eat (medical) hydrolysed protein soln.Filtering residue can be used for making organic biofertilizer, thereby constitutes a kind of processing method of full processing and utilizing of fish deep-processing factory tankage; Disclosed a kind of " enzymolysis process extracts the Technology of fish processing fent fish oil " in the disclosed CN101248821A Chinese invention patent ublic specification of application on August 27th, 2008, the disclosure file has been introduced and has been obtained fish oil and protolysate through protease hydrolysis, oily water separation after the fish processing fent cleans; Fish oil is through coming unstuck, obtaining refined fish oil after depickling, decolouring and the deodorization.With protease hydrolysis fish processing fent, destroy the marriage relation of protein and fat, thereby discharge grease, obtain high-quality fish oil through tubular-bowl centrifuge oily water separation.Can make full use of simultaneously protein production protolysate wherein, reach the purpose that turns waste into wealth, comprehensively, efficiently utilizes fish and processing fent resource.The method of above-mentioned disclosed extraction fish oil there is the low deficiency of fish oil yield and purity.
From economic and social benefit, the EPA, the DHA fish oil ethyl ester that extract high density from the tankage of fish are significant.At present, adopt technology such as supercritical extraction, molecular distillation from the fish offal material produce high density EPA, the DHA fish oil ethyl ester is not seen that report is arranged.
Summary of the invention
Utilize fish scrap extraction fish oil to exist fish oil yield and the low deficiency of purity in the prior art in order to overcome, the invention provides a kind of method of utilizing the fish offal material to produce fish oil ethyl ester, this method technology is reasonable, strong operability, product extraction rate and purity height, no solvent residue, non-environmental-pollution, the separation efficiency height is easy to the industrialization continuous production.
The technical solution adopted for the present invention to solve the technical problems is: a kind of method of utilizing the fish offal material to produce fish oil ethyl ester is characterized in that: through following technology
A, raw material are handled the fish offal material of choosing fish processing, and it is cut into fragment;
B, freezing fish offal material fragment with above-mentioned preparation carry out freezing treatment;
The fish offal material fragment after the freezing treatment is pulverized in c, pulverizing;
D, the single extraction fish offal material after with pulverization process utilizes supercritical co (SC-CO
2) extraction, controlled temperature is 25～55 ℃, and pressure is 13～40MPa, and the extraction time is 4h～10h, CO
2Flow is 1.5-2.0kgh
-1G
-1, get the liquid fat mixture;
E, decompression are adopted CO with the above-mentioned liquid fat mixture that makes
2Decompression realizes separating of oilly, obtains the grease that purity is 69-78%;
F, reextraction with the low-purity grease of above-mentioned preparation with having added 5～20% alcoholic acid SC-CO
2Extraction obtains the grease that purity is 86-95%;
Under the basic catalyst condition and the dehydrated alcohol reaction, the part by weight of its fish oil and dehydrated alcohol is 1 with the above-mentioned fish oil that makes for g, ethyl ester processing: 2-4, and after finishing, reaction washes impurity such as removal glycerine with water, obtain fish oil ethyl ester;
H, multiple-grade molecular distillation carry out one-level molecular distillation, secondary molecular distillation and three grades of molecule distillations respectively with the fish oil ethyl ester of above-mentioned preparation, control molecular distillation pressure is that 30～100Pa, temperature are 100～140 ℃, obtain highly purified fish oil ethyl ester, wherein EPA content is 51～59%, DHA content is 28～39%.
The freezing treatment of described fish offal is to carry out in liquid nitrogen.
Basic catalyst when described fish oil and dehydrated alcohol reaction is LDH/LDO, FeCl
36H
2A kind of among O, the NaOH.
The present invention adopts the polyunsaturated fatty acid in supercritical extraction technique and the molecular distillation technique extraction fish oil, both made full use of the waste of fish processing, reduced environmental pollution, utilized modern biochemical new technology again, produced fish oil ethyl ester product with high added value.It is low that this method has service temperature, product extraction rate and purity height, no solvent residue, non-environmental-pollution, the separation efficiency height is easy to the industrial continuous production advantage, also is fit to be applied to the purification that separates of crude fish oil processing later stage physiologically active substance EPA and DHA simultaneously.
Embodiment
The present invention will be further described below in conjunction with embodiment.
Embodiment one
A, raw material are handled a fish offal material fish 50kg who chooses fish processing, are cut into the fritter of 1 * 1cm in shears;
B, a freezing fish fragment with above-mentioned preparation are put into the liquid nitrogen freezer and are carried out freezing treatment;
C, pulverize and to freeze a real fish fragment and pulverize;
D, the single extraction fish offal material after with pulverization process utilizes supercritical co (SC-CO
2) extraction, controlled temperature is 40 ℃, pressure is 20MPa, CO
2Flow is 1.8kgh
-1G
-1, the extraction time is 6h, gets the liquid fat mixture;
E, decompression are adopted CO with the above-mentioned liquid fat mixture that makes
2Decompression, oil spins off, and obtains purity and be 72% grease;
F, reextraction with the low-purity grease of above-mentioned preparation with having added 10% alcoholic acid SC-CO
2Extraction obtains purity and is 90% grease;
G, ethyl ester processing with the above-mentioned fish oil that makes under the basic catalyst condition and the dehydrated alcohol reaction, the part by weight of its fish oil and dehydrated alcohol is 1: 3, wash impurity such as removing glycerine after reaction finishes with water, obtain fish oil ethyl ester, its basic catalyst is LDH/LDO;
H, multiple-grade molecular distillation change the fish oil ethyl ester of above-mentioned preparation over to molecular distillation apparatus, at 50Pa, 120 ℃ of condition next stage molecular distillations, at 50Pa, 130 ℃ of following secondary molecular distillations, under 80Pa, 140 ℃ of conditions, carry out three grades of molecule distillations, through three-stage distillation can decolour, deodorization, finally make EPA and DHA content reaches 55.4% and 32.6% fish oil ethyl ester respectively.
Embodiment two
A, raw material are handled the fish offal material fish viscera 10kg that chooses fish processing, are cut into the fritter of 1 * 1cm in special shears;
B, freezing fish viscera fragment with above-mentioned preparation are put into the liquid nitrogen freezer and are carried out freezing treatment;
C, pulverize and to freeze real fish viscera fragment and pulverize;
D, the single extraction fish-skin after with pulverization process utilizes supercritical co (SC-CO
2) extraction, controlled temperature is 25 ℃, pressure is 13MPa, CO
2Flow is 1.5kgh
-1G
-1, the extraction time is 4h, gets the liquid fat mixture;
E, decompression are adopted CO with the above-mentioned liquid fat mixture that makes
2Decompression, oil spins off, and obtains purity and be 69% grease;
F, reextraction with the low-purity grease of above-mentioned preparation with having added 5% alcoholic acid SC-CO
2Extraction obtains 86% grease;
Under the basic catalyst condition and the dehydrated alcohol reaction, the weight ratio of fish oil and dehydrated alcohol is 1: 2, washes impurity such as removal glycerine after reaction finishes with water, obtains fish oil ethyl ester with the above-mentioned fish oil that makes for g, ethyl ester processing, and its basic catalyst is FeCl
36H
2O.
H, multiple-grade molecular distillation change the fish oil ethyl ester of above-mentioned preparation over to molecular distillation apparatus, at 30Pa, 100 ℃ of condition next stage molecular distillations, at 30Pa, 110 ℃ of following secondary molecular distillations, under 60Pa, 140 ℃ of conditions, carry out three grades of molecule distillations, through three-stage distillation can decolour, deodorization, finally make EPA and DHA content reaches 51% and 28% fish oil ethyl ester respectively.
Embodiment three
A, raw material are handled the fish offal material fish-skin 100kg that chooses fish processing, are cut into the fritter of 2 * 2cm in shears;
B, freezing fish-skin fragment with above-mentioned preparation are put into the liquid nitrogen freezer and are carried out freezing treatment;
C, pulverize and to freeze real fish-skin fragment and pulverize;
D, the single extraction fish-skin after with pulverization process utilizes supercritical co (SC-CO
2) extraction, controlled temperature is 55 ℃, pressure is 40MPa, CO
2Flow is 2.0kgh
-1G
-1, the extraction time is 10h, gets the liquid fat mixture;
E, decompression are adopted CO with the above-mentioned liquid fat mixture that makes
2Decompression, oil spins off, and obtains purity and be 78% grease;
F, reextraction with the low-purity grease of above-mentioned preparation with having added 20% alcoholic acid SC-CO
2Extraction obtains 95% grease;
Under the basic catalyst condition and the dehydrated alcohol reaction, the weight ratio of its fish oil and dehydrated alcohol is 1: 4 with the above-mentioned fish oil that makes for g, ethyl ester processing, and the reaction impurity such as washing removal glycerine with water that finishes obtains fish oil ethyl ester, and its basic catalyst is NaOH.
H, multiple-grade molecular distillation change the fish oil ethyl ester of above-mentioned preparation over to molecular distillation apparatus, at 70Pa, 100 ℃ of condition next stage molecular distillations, at 70Pa, 120 ℃ of following secondary molecular distillations, under 100Pa, 140 ℃ of conditions, carry out three grades of molecule distillations, through three-stage distillation can decolour, deodorization, finally make EPA and DHA content reaches 59% and 39% fish oil ethyl ester respectively.
Claims (3)
1. a method of utilizing the fish offal material to produce fish oil ethyl ester is characterized in that: through following technology
A, raw material are handled the fish offal material of choosing fish processing, and it is cut into fragment;
Fish offal material fragment after b, freezing will the processing carries out freezing treatment;
The fish offal material fragment after the freezing treatment is pulverized in c, pulverizing;
D, the single extraction fish offal material after with pulverization process utilizes supercritical carbon dioxide extraction, and controlled temperature is 25～55 ℃, and pressure is 13～40MPa, and the extraction time is 4h～10h, CO
2Flow is 1.5-2.0kgh
-1G
-1, get the liquid fat mixture;
E, decompression are adopted CO with the liquid fat mixture that single extraction makes
2Decompression realizes separating of oilly, obtains the grease that purity is 69-78%;
The purity that f, reextraction make decompression separation be the grease of 69-78% with having added 5～20% alcoholic acid supercritical carbon dioxide extractions, obtain the grease that purity is 86-95%;
The fish oil that g, ethyl ester processing make reextraction is under the basic catalyst condition and the dehydrated alcohol reaction, and the part by weight of its fish oil and dehydrated alcohol is 1: 2-4, and after finishing, reaction washes impurity such as removal glycerine with water, obtain fish oil ethyl ester;
The fish oil ethyl ester that h, multiple-grade molecular distillation make the ethyl ester processing carries out one-level molecular distillation, secondary molecular distillation and three grades of molecule distillations respectively, control molecular distillation pressure is that 30～100Pa, temperature are 100～140 ℃, obtain highly purified fish oil ethyl ester, wherein EPA content is 51～59%, DHA content is 28～39%.
2. a kind of method of utilizing the fish offal material to produce fish oil ethyl ester according to claim 1 is characterized in that: the freezing treatment of described fish offal material fragment is to carry out in liquid nitrogen.
3. a kind of method of utilizing the fish offal material to produce fish oil ethyl ester according to claim 1 and 2 is characterized in that: the basic catalyst the during reaction of described fish oil and dehydrated alcohol is a kind of among LDH/LDO, the NaOH.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2008101573575A CN101376868B (en) | 2008-09-29 | 2008-09-29 | Method for preparing fish oil ethyl ester from fish wastes |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2008101573575A CN101376868B (en) | 2008-09-29 | 2008-09-29 | Method for preparing fish oil ethyl ester from fish wastes |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN101376868A CN101376868A (en) | 2009-03-04 |
| CN101376868B true CN101376868B (en) | 2010-11-17 |
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ID=40420607
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN2008101573575A Expired - Fee Related CN101376868B (en) | 2008-09-29 | 2008-09-29 | Method for preparing fish oil ethyl ester from fish wastes |
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Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101766238B (en) * | 2009-12-31 | 2012-04-25 | 山东三星玉米产业科技有限公司 | DHA-containing corn oil special for children and preparation method thereof |
| CN101940240B (en) * | 2010-07-01 | 2012-11-07 | 大连工业大学 | Method for preparing fish oil ethyl ester microcapsule from fish pomace |
| CN103509651B (en) * | 2012-06-27 | 2015-01-07 | 浙江海洋学院 | A method for extracting and enriching ethyl ester type fish oil from fish oil refining by-products |
| CN103056145B (en) * | 2012-12-24 | 2015-03-18 | 北京时代桃源环境科技有限公司 | Kitchen waste processing method |
| CN104046510A (en) * | 2013-03-17 | 2014-09-17 | 武汉普赛特膜技术循环利用有限公司 | Method for preparing collagen peptide from scaly fish skin |
| CN103242969B (en) * | 2013-05-24 | 2014-11-19 | 四川欣美加生物医药有限公司 | Preparation method of triglyceride type fish oil and prepared triglyceride type fish oil |
| CN103937617B (en) * | 2014-03-31 | 2016-04-20 | 中海海洋无锡海洋工程装备有限公司 | A kind of with depickling by product for the method for the fish oil ethyl ester product of EPA and/or DHA is rich in raw material preparation |
| CN104651032A (en) * | 2014-12-26 | 2015-05-27 | 化州市新海水产有限公司 | Fish oil extracting device |
| CN106281723A (en) * | 2016-08-31 | 2017-01-04 | 菏泽尧舜牡丹生物科技有限公司 | A kind of high ethyl esterified technique of acid value peony seed oil |
| CN113974120A (en) * | 2021-10-22 | 2022-01-28 | 上海海洋大学 | Oily flavor bag derived from fish liver and preparation method thereof |
| CN116508992A (en) * | 2023-05-09 | 2023-08-01 | 上海微卓医疗科技有限公司 | Specific formula fish oil product for controlling occurrence and development of teenager myopia |
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2008
- 2008-09-29 CN CN2008101573575A patent/CN101376868B/en not_active Expired - Fee Related
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|---|---|
| CN101376868A (en) | 2009-03-04 |
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