NO300507B1 - Fremgangsmåte for stabilisering av marine oljer - Google Patents
Fremgangsmåte for stabilisering av marine oljer Download PDFInfo
- Publication number
- NO300507B1 NO300507B1 NO941808A NO941808A NO300507B1 NO 300507 B1 NO300507 B1 NO 300507B1 NO 941808 A NO941808 A NO 941808A NO 941808 A NO941808 A NO 941808A NO 300507 B1 NO300507 B1 NO 300507B1
- Authority
- NO
- Norway
- Prior art keywords
- oil
- tocopherol
- silicon dioxide
- lecithin
- ascorbyl palmitate
- Prior art date
Links
- 239000003921 oil Substances 0.000 title claims description 97
- 238000000034 method Methods 0.000 title claims description 27
- 230000000087 stabilizing effect Effects 0.000 title claims description 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims abstract description 90
- 239000000377 silicon dioxide Substances 0.000 claims abstract description 45
- GVJHHUAWPYXKBD-IEOSBIPESA-N α-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-IEOSBIPESA-N 0.000 claims abstract description 35
- IIZPXYDJLKNOIY-JXPKJXOSSA-N 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC IIZPXYDJLKNOIY-JXPKJXOSSA-N 0.000 claims abstract description 28
- 239000000787 lecithin Substances 0.000 claims abstract description 28
- 235000010445 lecithin Nutrition 0.000 claims abstract description 28
- 229940067606 lecithin Drugs 0.000 claims abstract description 28
- 239000011786 L-ascorbyl-6-palmitate Substances 0.000 claims abstract description 25
- QAQJMLQRFWZOBN-LAUBAEHRSA-N L-ascorbyl-6-palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](O)[C@H]1OC(=O)C(O)=C1O QAQJMLQRFWZOBN-LAUBAEHRSA-N 0.000 claims abstract description 25
- 235000010385 ascorbyl palmitate Nutrition 0.000 claims abstract description 25
- 239000011732 tocopherol Substances 0.000 claims abstract description 21
- 229930003799 tocopherol Natural products 0.000 claims abstract description 20
- 229960001295 tocopherol Drugs 0.000 claims abstract description 18
- GVJHHUAWPYXKBD-UHFFFAOYSA-N d-alpha-tocopherol Natural products OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 claims abstract description 17
- 235000010384 tocopherol Nutrition 0.000 claims abstract description 17
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims description 33
- 239000000203 mixture Substances 0.000 claims description 32
- 235000012239 silicon dioxide Nutrition 0.000 claims description 27
- 238000004332 deodorization Methods 0.000 claims description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 11
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 9
- 239000002904 solvent Substances 0.000 claims description 8
- 229910052799 carbon Inorganic materials 0.000 claims description 4
- 235000013305 food Nutrition 0.000 claims description 4
- 239000000693 micelle Substances 0.000 claims description 4
- 230000006641 stabilisation Effects 0.000 claims description 3
- 238000011105 stabilization Methods 0.000 claims description 3
- 238000003756 stirring Methods 0.000 claims description 3
- 239000004215 Carbon black (E152) Substances 0.000 claims description 2
- 229930195733 hydrocarbon Natural products 0.000 claims description 2
- 150000002430 hydrocarbons Chemical class 0.000 claims description 2
- 238000010348 incorporation Methods 0.000 abstract description 3
- 235000019198 oils Nutrition 0.000 description 89
- 235000019640 taste Nutrition 0.000 description 13
- 230000006698 induction Effects 0.000 description 10
- 229940087168 alpha tocopherol Drugs 0.000 description 9
- 229960000984 tocofersolan Drugs 0.000 description 9
- 235000004835 α-tocopherol Nutrition 0.000 description 9
- 239000002076 α-tocopherol Substances 0.000 description 9
- 241000251468 Actinopterygii Species 0.000 description 6
- 239000003963 antioxidant agent Substances 0.000 description 6
- 235000006708 antioxidants Nutrition 0.000 description 6
- 235000019688 fish Nutrition 0.000 description 6
- 230000003078 antioxidant effect Effects 0.000 description 5
- 238000007670 refining Methods 0.000 description 5
- 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 4
- MBMBGCFOFBJSGT-KUBAVDMBSA-N all-cis-docosa-4,7,10,13,16,19-hexaenoic acid Chemical compound 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 4
- 235000020673 eicosapentaenoic acid Nutrition 0.000 description 4
- 229960005135 eicosapentaenoic acid Drugs 0.000 description 4
- JAZBEHYOTPTENJ-UHFFFAOYSA-N eicosapentaenoic acid Natural products CCC=CCC=CCC=CCC=CCC=CCCCC(O)=O JAZBEHYOTPTENJ-UHFFFAOYSA-N 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 4
- 230000003647 oxidation Effects 0.000 description 4
- 238000007254 oxidation reaction Methods 0.000 description 4
- 235000020669 docosahexaenoic acid Nutrition 0.000 description 3
- 230000009965 odorless effect Effects 0.000 description 3
- 239000000725 suspension Substances 0.000 description 3
- 235000019149 tocopherols Nutrition 0.000 description 3
- QUEDXNHFTDJVIY-UHFFFAOYSA-N γ-tocopherol Chemical class OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1 QUEDXNHFTDJVIY-UHFFFAOYSA-N 0.000 description 3
- YUFFSWGQGVEMMI-JLNKQSITSA-N (7Z,10Z,13Z,16Z,19Z)-docosapentaenoic acid Chemical compound CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCCCCC(O)=O YUFFSWGQGVEMMI-JLNKQSITSA-N 0.000 description 2
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 235000021294 Docosapentaenoic acid Nutrition 0.000 description 2
- -1 Norit CA1 Chemical compound 0.000 description 2
- ZTHYODDOHIVTJV-UHFFFAOYSA-N Propyl gallate Chemical compound CCCOC(=O)C1=CC(O)=C(O)C(O)=C1 ZTHYODDOHIVTJV-UHFFFAOYSA-N 0.000 description 2
- 241001125048 Sardina Species 0.000 description 2
- 239000003463 adsorbent Substances 0.000 description 2
- 239000012141 concentrate Substances 0.000 description 2
- 239000002537 cosmetic Substances 0.000 description 2
- 235000005911 diet Nutrition 0.000 description 2
- 229940090949 docosahexaenoic acid Drugs 0.000 description 2
- 235000010382 gamma-tocopherol Nutrition 0.000 description 2
- WIGCFUFOHFEKBI-UHFFFAOYSA-N gamma-tocopherol Natural products CC(C)CCCC(C)CCCC(C)CCCC1CCC2C(C)C(O)C(C)C(C)C2O1 WIGCFUFOHFEKBI-UHFFFAOYSA-N 0.000 description 2
- 235000013310 margarine Nutrition 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- 239000002478 γ-tocopherol Substances 0.000 description 2
- QUEDXNHFTDJVIY-DQCZWYHMSA-N γ-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1 QUEDXNHFTDJVIY-DQCZWYHMSA-N 0.000 description 2
- DVSZKTAMJJTWFG-SKCDLICFSA-N (2e,4e,6e,8e,10e,12e)-docosa-2,4,6,8,10,12-hexaenoic acid Chemical compound CCCCCCCCC\C=C\C=C\C=C\C=C\C=C\C=C\C(O)=O DVSZKTAMJJTWFG-SKCDLICFSA-N 0.000 description 1
- NJJFUIRLYRVDFM-UHFFFAOYSA-N 2,3,5,6-tetrabutylbenzene-1,4-diol Chemical compound CCCCC1=C(O)C(CCCC)=C(CCCC)C(O)=C1CCCC NJJFUIRLYRVDFM-UHFFFAOYSA-N 0.000 description 1
- GZJLLYHBALOKEX-UHFFFAOYSA-N 6-Ketone, O18-Me-Ussuriedine Natural products CC=CCC=CCC=CCC=CCC=CCC=CCCCC(O)=O GZJLLYHBALOKEX-UHFFFAOYSA-N 0.000 description 1
- 241000273930 Brevoortia tyrannus Species 0.000 description 1
- 241000251730 Chondrichthyes Species 0.000 description 1
- 241000252203 Clupea harengus Species 0.000 description 1
- 241001454694 Clupeiformes Species 0.000 description 1
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 1
- 238000010306 acid treatment Methods 0.000 description 1
- 235000019513 anchovy Nutrition 0.000 description 1
- 235000010323 ascorbic acid Nutrition 0.000 description 1
- 239000011668 ascorbic acid Substances 0.000 description 1
- 229960005070 ascorbic acid Drugs 0.000 description 1
- 238000010533 azeotropic distillation Methods 0.000 description 1
- 235000019658 bitter taste Nutrition 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000037213 diet Effects 0.000 description 1
- 230000000378 dietary effect Effects 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- KAUVQQXNCKESLC-UHFFFAOYSA-N docosahexaenoic acid (DHA) Natural products COC(=O)C(C)NOCC1=CC=CC=C1 KAUVQQXNCKESLC-UHFFFAOYSA-N 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 235000019197 fats Nutrition 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 125000005456 glyceride group Chemical group 0.000 description 1
- 235000019514 herring Nutrition 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 235000020978 long-chain polyunsaturated fatty acids Nutrition 0.000 description 1
- 230000002934 lysing effect Effects 0.000 description 1
- ZADYMNAVLSWLEQ-UHFFFAOYSA-N magnesium;oxygen(2-);silicon(4+) Chemical compound [O-2].[O-2].[O-2].[Mg+2].[Si+4] ZADYMNAVLSWLEQ-UHFFFAOYSA-N 0.000 description 1
- 239000003264 margarine Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 235000010746 mayonnaise Nutrition 0.000 description 1
- 239000008268 mayonnaise Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 235000016709 nutrition Nutrition 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 235000010388 propyl gallate Nutrition 0.000 description 1
- 239000000473 propyl gallate Substances 0.000 description 1
- 229940075579 propyl gallate Drugs 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 229940092258 rosemary extract Drugs 0.000 description 1
- 235000020748 rosemary extract Nutrition 0.000 description 1
- 239000001233 rosmarinus officinalis l. extract Substances 0.000 description 1
- 235000019512 sardine Nutrition 0.000 description 1
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 239000013589 supplement Substances 0.000 description 1
- 230000009967 tasteless effect Effects 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 150000003722 vitamin derivatives Chemical class 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
- C11B5/00—Preserving by using additives, e.g. anti-oxidants
- C11B5/0092—Mixtures
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23D—EDIBLE OILS OR FATS, e.g. MARGARINES, SHORTENINGS OR COOKING OILS
- A23D9/00—Other edible oils or fats, e.g. shortenings or cooking oils
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K15/00—Anti-oxidant compositions; Compositions inhibiting chemical change
- C09K15/04—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds
- C09K15/20—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds containing nitrogen and oxygen
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
- C11B3/00—Refining fats or fatty oils
- C11B3/10—Refining fats or fatty oils by adsorption
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
- C11B5/00—Preserving by using additives, e.g. anti-oxidants
- C11B5/0021—Preserving by using additives, e.g. anti-oxidants containing oxygen
- C11B5/0028—Carboxylic acids; Their derivates
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
- C11B5/00—Preserving by using additives, e.g. anti-oxidants
- C11B5/0021—Preserving by using additives, e.g. anti-oxidants containing oxygen
- C11B5/0035—Phenols; Their halogenated and aminated derivates, their salts, their esters with carboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
- C11B5/00—Preserving by using additives, e.g. anti-oxidants
- C11B5/0071—Preserving by using additives, e.g. anti-oxidants containing halogens, sulfur or phosphorus
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Wood Science & Technology (AREA)
- Emergency Medicine (AREA)
- Health & Medical Sciences (AREA)
- Microbiology (AREA)
- Materials Engineering (AREA)
- Polymers & Plastics (AREA)
- Food Science & Technology (AREA)
- Fats And Perfumes (AREA)
- Edible Oils And Fats (AREA)
- Lubricants (AREA)
- Anti-Oxidant Or Stabilizer Compositions (AREA)
- Cosmetics (AREA)
- Medicines Containing Material From Animals Or Micro-Organisms (AREA)
- Medicinal Preparation (AREA)
- Oscillators With Electromechanical Resonators (AREA)
- Amplifiers (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB919124267A GB9124267D0 (en) | 1991-11-15 | 1991-11-15 | Stabilization of marine oils |
| GB929210012A GB9210012D0 (en) | 1991-11-15 | 1992-05-08 | Stabilization of marine oils |
| PCT/EP1992/002543 WO1993010207A1 (en) | 1991-11-15 | 1992-11-06 | Stabilization of marine oils |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| NO941808L NO941808L (no) | 1994-05-13 |
| NO941808D0 NO941808D0 (no) | 1994-05-13 |
| NO300507B1 true NO300507B1 (no) | 1997-06-09 |
Family
ID=26299869
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO941808A NO300507B1 (no) | 1991-11-15 | 1994-05-13 | Fremgangsmåte for stabilisering av marine oljer |
Country Status (11)
| Country | Link |
|---|---|
| EP (1) | EP0612346B1 (is) |
| JP (1) | JP2956909B2 (is) |
| AT (1) | ATE123799T1 (is) |
| CA (1) | CA2123595C (is) |
| DE (1) | DE69202986T2 (is) |
| DK (1) | DK0612346T3 (is) |
| ES (1) | ES2073936T3 (is) |
| FI (1) | FI110005B (is) |
| IS (1) | IS3946A (is) |
| NO (1) | NO300507B1 (is) |
| WO (1) | WO1993010207A1 (is) |
Families Citing this family (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9213322D0 (en) * | 1992-06-23 | 1992-08-05 | Efamol Holdings | Antioxidant compositions |
| RU2109803C1 (ru) * | 1996-09-27 | 1998-04-27 | Виктор Ильич Гольденберг | Способ стабилизации жиров, масел, ненасыщенных соединений и содержащих их продуктов |
| NZ500703A (en) * | 1998-11-04 | 2001-06-29 | F | Preparation of food-grade marine edible oils by treatment with silica, vacuum steam deodorisation and addition of a herb extract |
| CA2260397A1 (en) * | 1999-01-29 | 2000-07-29 | Atlantis Marine Inc. | Method of converting rendered triglyceride oil from marine sources into bland, stable food oil |
| ES2158767B1 (es) * | 1999-01-29 | 2002-04-01 | Oiltuna S L | Composicion a base de aceites vegetales comestibles. |
| CN104138606A (zh) † | 2002-06-19 | 2014-11-12 | 帝斯曼知识产权资产管理有限公司 | 用于微生物细胞和微生物油的巴氏消毒方法 |
| DE602004018350D1 (de) * | 2003-10-21 | 2009-01-22 | Dsm Ip Assets Bv | Stabilisierung von esterkonzentraten von mehrfach ungesättigten fettsäuren |
| WO2005075613A1 (en) * | 2004-02-06 | 2005-08-18 | Adrien Beaudoin | Method for preventing the oxidation of lipids in animal and vegetable oils and compositions produced by the method thereof |
| US8404875B2 (en) | 2005-02-07 | 2013-03-26 | Adrien Beaudoin | Method for preventing the oxidation of lipids in animal and vegetable oils and compositions produced by the method thereof |
| NO322300B1 (no) * | 2005-06-27 | 2006-09-11 | Uni Pharma Holding As | Anvendelse av fullerene C60 som stabilisator av oljer. |
| US7977498B2 (en) | 2005-08-26 | 2011-07-12 | Ocean Nutrition Canada Limited | Reduction of sterols and other compounds from oils |
| EP2489265A3 (en) | 2006-09-18 | 2012-10-24 | Basf Se | Pesticidal mixtures comprising an anthranilamide insecticide and a fungicide |
| EP1992233A1 (en) * | 2007-05-11 | 2008-11-19 | DSMIP Assets B.V. | Stabilized marine oils and process of making them |
| EP2337834B1 (en) | 2008-09-19 | 2012-07-25 | Epax AS | Antioxidant composition for marine oils comprising tocopherol, rosemary extract, ascorbic acid and green tea extract |
| EP2279667A1 (en) | 2009-07-30 | 2011-02-02 | Brudy Technology, S.L. | Vegetable and marine oil or fat compositions enriched with DHA or EPA and C18 or higher fatty acid |
| CN102461677B (zh) * | 2010-11-19 | 2014-06-18 | 嘉里特种油脂（上海）有限公司 | 一种提高长链多不饱和脂肪酸稳定性的组合物及其用途 |
| EP3777547A1 (en) * | 2011-11-01 | 2021-02-17 | DSM IP Assets B.V. | Oxidatively stable polyunsaturated fatty acid containing oil |
| FR3012292B1 (fr) * | 2013-10-24 | 2016-07-15 | Polaris | Composition antioxydante destinee a la stabilisation oxydative des huiles marines, animales ou vegetales |
| US11147301B2 (en) | 2014-06-24 | 2021-10-19 | Kao Corporation | Manufacturing method for liquid seasoning containing oil phase and water phase |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB558922A (en) * | 1941-07-25 | 1944-01-27 | Nat Oil Prod Co | Improvements in or relating to the refining of vitamin-containing oils and concentrates |
| US2464927A (en) * | 1945-06-11 | 1949-03-22 | Griffith Laboratories | Antioxidant |
| DE2533612A1 (de) * | 1974-08-19 | 1976-03-04 | Pharmacia Ab | Parenteral verabreichbares oel und verfahren zu seiner herstellung |
| JPS5944344B2 (ja) * | 1978-11-17 | 1984-10-29 | 田辺製薬株式会社 | 抗酸化剤 |
| US5006281A (en) * | 1985-03-26 | 1991-04-09 | Century Laboratories, Inc. | Process for the production of a marine animal oil |
| GB8718523D0 (en) * | 1987-08-05 | 1987-09-09 | Unilever Plc | Marine/vegetable oil blend |
| CH676470A5 (is) * | 1988-02-03 | 1991-01-31 | Nestle Sa | |
| US4874629A (en) * | 1988-05-02 | 1989-10-17 | Chang Stephen S | Purification of fish oil |
| US5023100A (en) * | 1988-05-02 | 1991-06-11 | Kabi Vitrum Ab | Fish oil |
| DK164685C (da) * | 1990-01-22 | 1992-12-21 | Jon Katborg | Ikke-flydende fedtstofprodukt indeholdende vand og mindst en polyumaettet fedtsyre og fremgangsmaade til fremstilling af samme |
-
1992
- 1992-11-06 ES ES92923333T patent/ES2073936T3/es not_active Expired - Lifetime
- 1992-11-06 WO PCT/EP1992/002543 patent/WO1993010207A1/en not_active Ceased
- 1992-11-06 DE DE69202986T patent/DE69202986T2/de not_active Expired - Lifetime
- 1992-11-06 DK DK92923333.6T patent/DK0612346T3/da active
- 1992-11-06 JP JP5508934A patent/JP2956909B2/ja not_active Expired - Lifetime
- 1992-11-06 EP EP92923333A patent/EP0612346B1/en not_active Expired - Lifetime
- 1992-11-06 CA CA002123595A patent/CA2123595C/en not_active Expired - Lifetime
- 1992-11-06 AT AT92923333T patent/ATE123799T1/de not_active IP Right Cessation
- 1992-11-13 IS IS3946A patent/IS3946A/is unknown
-
1994
- 1994-05-13 FI FI942254A patent/FI110005B/fi not_active IP Right Cessation
- 1994-05-13 NO NO941808A patent/NO300507B1/no not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| EP0612346B1 (en) | 1995-06-14 |
| CA2123595C (en) | 1999-04-06 |
| FI942254L (fi) | 1994-05-13 |
| FI942254A0 (fi) | 1994-05-13 |
| EP0612346A1 (en) | 1994-08-31 |
| NO941808L (no) | 1994-05-13 |
| DE69202986D1 (de) | 1995-07-20 |
| NO941808D0 (no) | 1994-05-13 |
| ES2073936T3 (es) | 1995-08-16 |
| JP2956909B2 (ja) | 1999-10-04 |
| JPH07501355A (ja) | 1995-02-09 |
| DK0612346T3 (da) | 1995-08-07 |
| ATE123799T1 (de) | 1995-06-15 |
| IS3946A (is) | 1993-05-16 |
| FI110005B (fi) | 2002-11-15 |
| DE69202986T2 (de) | 1995-11-02 |
| WO1993010207A1 (en) | 1993-05-27 |
| CA2123595A1 (en) | 1993-05-27 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MK1K | Patent expired |