CA2083723A1 - Process for removing sterols from vegetable and animal fat - Google Patents
Process for removing sterols from vegetable and animal fatInfo
- Publication number
- CA2083723A1 CA2083723A1 CA 2083723 CA2083723A CA2083723A1 CA 2083723 A1 CA2083723 A1 CA 2083723A1 CA 2083723 CA2083723 CA 2083723 CA 2083723 A CA2083723 A CA 2083723A CA 2083723 A1 CA2083723 A1 CA 2083723A1
- Authority
- CA
- Canada
- Prior art keywords
- fat
- water
- cholesterol
- process according
- hydrocarbon
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Abandoned
Links
- 238000000034 method Methods 0.000 title claims abstract description 65
- 230000008569 process Effects 0.000 title claims abstract description 60
- 229930182558 Sterol Natural products 0.000 title claims abstract description 45
- 150000003432 sterols Chemical class 0.000 title claims abstract description 45
- 235000003702 sterols Nutrition 0.000 title claims abstract description 45
- 235000019871 vegetable fat Nutrition 0.000 title claims abstract description 6
- 235000019737 Animal fat Nutrition 0.000 title claims abstract description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 317
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 claims abstract description 266
- 235000012000 cholesterol Nutrition 0.000 claims abstract description 132
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- 150000002430 hydrocarbons Chemical class 0.000 claims abstract description 54
- 239000000203 mixture Substances 0.000 claims abstract description 53
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- 239000004215 Carbon black (E152) Substances 0.000 claims abstract description 44
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- 238000004821 distillation Methods 0.000 claims description 22
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- WHGYBXFWUBPSRW-FOUAGVGXSA-N beta-cyclodextrin Chemical compound OC[C@H]([C@H]([C@@H]([C@H]1O)O)O[C@H]2O[C@@H]([C@@H](O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O3)[C@H](O)[C@H]2O)CO)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H]3O[C@@H]1CO WHGYBXFWUBPSRW-FOUAGVGXSA-N 0.000 description 1
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- ZMJKQSSFLIFELJ-UHFFFAOYSA-N delta-hexadecalactone Chemical compound CCCCCCCCCCCC1CCCC(=O)O1 ZMJKQSSFLIFELJ-UHFFFAOYSA-N 0.000 description 1
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- MELGLHXCBHKVJG-UHFFFAOYSA-N dimethyl(dioctyl)azanium Chemical compound CCCCCCCC[N+](C)(C)CCCCCCCC MELGLHXCBHKVJG-UHFFFAOYSA-N 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- PRAKJMSDJKAYCZ-UHFFFAOYSA-N dodecahydrosqualene Natural products CC(C)CCCC(C)CCCC(C)CCCCC(C)CCCC(C)CCCC(C)C PRAKJMSDJKAYCZ-UHFFFAOYSA-N 0.000 description 1
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- NDFKTBCGKNOHPJ-UHFFFAOYSA-N hex-2-enal Natural products CCCCC=CC=O NDFKTBCGKNOHPJ-UHFFFAOYSA-N 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
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- 235000015243 ice cream Nutrition 0.000 description 1
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- 238000011835 investigation Methods 0.000 description 1
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- 125000003473 lipid group Chemical group 0.000 description 1
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- HCWCAKKEBCNQJP-UHFFFAOYSA-N magnesium orthosilicate Chemical compound [Mg+2].[Mg+2].[O-][Si]([O-])([O-])[O-] HCWCAKKEBCNQJP-UHFFFAOYSA-N 0.000 description 1
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- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 1
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- 229960003387 progesterone Drugs 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- ULWHHBHJGPPBCO-UHFFFAOYSA-N propane-1,1-diol Chemical compound CCC(O)O ULWHHBHJGPPBCO-UHFFFAOYSA-N 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
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- 150000004666 short chain fatty acids Chemical class 0.000 description 1
- 235000021391 short chain fatty acids Nutrition 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- KZJWDPNRJALLNS-VJSFXXLFSA-N sitosterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CC[C@@H](CC)C(C)C)[C@@]1(C)CC2 KZJWDPNRJALLNS-VJSFXXLFSA-N 0.000 description 1
- 235000015500 sitosterol Nutrition 0.000 description 1
- 229950005143 sitosterol Drugs 0.000 description 1
- NLQLSVXGSXCXFE-UHFFFAOYSA-N sitosterol Natural products CC=C(/CCC(C)C1CC2C3=CCC4C(C)C(O)CCC4(C)C3CCC2(C)C1)C(C)C NLQLSVXGSXCXFE-UHFFFAOYSA-N 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 229940031439 squalene Drugs 0.000 description 1
- TUHBEKDERLKLEC-UHFFFAOYSA-N squalene Natural products CC(=CCCC(=CCCC(=CCCC=C(/C)CCC=C(/C)CC=C(C)C)C)C)C TUHBEKDERLKLEC-UHFFFAOYSA-N 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- 239000003270 steroid hormone Substances 0.000 description 1
- 150000003431 steroids Chemical class 0.000 description 1
- HCXVJBMSMIARIN-PHZDYDNGSA-N stigmasterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)/C=C/[C@@H](CC)C(C)C)[C@@]1(C)CC2 HCXVJBMSMIARIN-PHZDYDNGSA-N 0.000 description 1
- 229940032091 stigmasterol Drugs 0.000 description 1
- 235000016831 stigmasterol Nutrition 0.000 description 1
- BFDNMXAIBMJLBB-UHFFFAOYSA-N stigmasterol Natural products CCC(C=CC(C)C1CCCC2C3CC=C4CC(O)CCC4(C)C3CCC12C)C(C)C BFDNMXAIBMJLBB-UHFFFAOYSA-N 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 239000002600 sunflower oil Substances 0.000 description 1
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- 238000012360 testing method Methods 0.000 description 1
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- 239000011782 vitamin Substances 0.000 description 1
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- QYSXJUFSXHHAJI-YRZJJWOYSA-N vitamin D3 Chemical compound C1(/[C@@H]2CC[C@@H]([C@]2(CCC1)C)[C@H](C)CCCC(C)C)=C\C=C1\C[C@@H](O)CCC1=C QYSXJUFSXHHAJI-YRZJJWOYSA-N 0.000 description 1
- 235000005282 vitamin D3 Nutrition 0.000 description 1
- 239000011647 vitamin D3 Substances 0.000 description 1
- 229940021056 vitamin d3 Drugs 0.000 description 1
- 150000003722 vitamin derivatives Chemical class 0.000 description 1
- 239000007762 w/o emulsion Substances 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
- C11B3/00—Refining fats or fatty oils
- C11B3/006—Refining fats or fatty oils by extraction
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Microbiology (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Fats And Perfumes (AREA)
- Edible Oils And Fats (AREA)
- Steroid Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19914139398 DE4139398C1 (de) | 1991-11-29 | 1991-11-29 | |
| DEP4139398.8 | 1991-11-29 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2083723A1 true CA2083723A1 (en) | 1993-05-30 |
Family
ID=6445924
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA 2083723 Abandoned CA2083723A1 (en) | 1991-11-29 | 1992-11-25 | Process for removing sterols from vegetable and animal fat |
Country Status (5)
| Country | Link |
|---|---|
| EP (1) | EP0545292A3 (de) |
| JP (1) | JPH05230494A (de) |
| AU (1) | AU2968692A (de) |
| CA (1) | CA2083723A1 (de) |
| DE (1) | DE4139398C1 (de) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4407933A1 (de) * | 1993-03-15 | 1994-09-22 | Sueddeutsche Kalkstickstoff | Verfahren zur Gewinnung von Lipidfraktionen aus pulverförmigen Eiprodukten |
| WO1997003566A1 (en) * | 1995-07-20 | 1997-02-06 | Unilever N.V. | Flavouring of edible oils |
| AU2956397A (en) * | 1996-05-15 | 1997-12-05 | Gist-Brocades B.V. | Sterol extraction with polar solvent to give low sterol, high triglyceride, microbial oil |
| DE19820032A1 (de) * | 1998-05-05 | 1999-11-11 | Aev Altmark Eiveredlung Gmbh | Eiprodukte mit stark reduziertem Cholesteringehalt und Verfahren zu deren Herstellung |
| DE10037515C1 (de) * | 2000-08-01 | 2002-02-28 | Sueddeutsche Kalkstickstoff | Verfahren zur Abtrennung von Sterinen und/oder deren Derivaten aus einer Lipidmatrix mit Hilfe komprimierter Kohlenwasserstoffe |
| JPWO2011081119A1 (ja) * | 2009-12-29 | 2013-05-13 | 不二製油株式会社 | グリセリド油脂中のクロロプロパノール類及びその形成物質の生成を抑制する方法 |
| WO2016096988A1 (en) * | 2014-12-19 | 2016-06-23 | Dsm Ip Assets B.V. | Method of extracting cholesterol from milk fat |
| JP6517180B2 (ja) * | 2016-12-07 | 2019-05-22 | マルハニチロ株式会社 | 魚介類エキスからの成分を有効成分として含む塩味増強用調味料及びその用途 |
| EP3625241A4 (de) * | 2017-09-14 | 2020-10-21 | Fermenta Biotech Limited | Lösungsmittelfreies verfahren zur extraktion von cholesterin aus milchfett |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR1360759A (fr) * | 1963-03-20 | 1964-05-15 | Eastman Kodak Co | Procédé de séparation des tocophérols et des stérols des boues de désodorisation et produits analogues |
| NZ223508A (en) * | 1988-02-12 | 1991-07-26 | New Zealand Dairy Res Inst | A method of reducing sterols in edible fats and oils |
-
1991
- 1991-11-29 DE DE19914139398 patent/DE4139398C1/de not_active Expired - Fee Related
-
1992
- 1992-11-25 CA CA 2083723 patent/CA2083723A1/en not_active Abandoned
- 1992-11-26 EP EP19920120234 patent/EP0545292A3/de not_active Withdrawn
- 1992-11-27 JP JP4318267A patent/JPH05230494A/ja active Pending
- 1992-11-27 AU AU29686/92A patent/AU2968692A/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| AU2968692A (en) | 1993-06-03 |
| JPH05230494A (ja) | 1993-09-07 |
| EP0545292A2 (de) | 1993-06-09 |
| DE4139398C1 (de) | 1993-01-14 |
| EP0545292A3 (en) | 1993-11-10 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FZDE | Dead |