CA1060041A - Degumming process for triglyceride oils - Google Patents
Degumming process for triglyceride oilsInfo
- Publication number
- CA1060041A CA1060041A CA247,475A CA247475A CA1060041A CA 1060041 A CA1060041 A CA 1060041A CA 247475 A CA247475 A CA 247475A CA 1060041 A CA1060041 A CA 1060041A
- Authority
- CA
- Canada
- Prior art keywords
- oil
- water
- acid
- process according
- added
- 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.)
- Expired
Links
- 239000003921 oil Substances 0.000 title claims abstract description 180
- 238000000034 method Methods 0.000 title claims abstract description 60
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 title claims abstract description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 78
- 239000002253 acid Substances 0.000 claims abstract description 55
- 239000000243 solution Substances 0.000 claims abstract description 34
- 239000000203 mixture Substances 0.000 claims abstract description 33
- 239000010802 sludge Substances 0.000 claims abstract description 21
- 150000008064 anhydrides Chemical class 0.000 claims abstract description 10
- 239000007864 aqueous solution Substances 0.000 claims abstract description 6
- 235000019198 oils Nutrition 0.000 claims description 174
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 141
- 235000012424 soybean oil Nutrition 0.000 claims description 17
- 239000003549 soybean oil Substances 0.000 claims description 17
- 238000000926 separation method Methods 0.000 claims description 10
- 238000010438 heat treatment Methods 0.000 claims description 6
- 235000019197 fats Nutrition 0.000 claims description 4
- 235000019484 Rapeseed oil Nutrition 0.000 claims description 3
- 239000008169 grapeseed oil Substances 0.000 claims description 3
- 239000000944 linseed oil Substances 0.000 claims description 3
- 235000021388 linseed oil Nutrition 0.000 claims description 3
- 239000007788 liquid Substances 0.000 claims description 3
- 235000020238 sunflower seed Nutrition 0.000 claims description 3
- 235000019482 Palm oil Nutrition 0.000 claims description 2
- 235000019483 Peanut oil Nutrition 0.000 claims description 2
- 235000019774 Rice Bran oil Nutrition 0.000 claims description 2
- 235000019485 Safflower oil Nutrition 0.000 claims description 2
- 235000003434 Sesamum indicum Nutrition 0.000 claims description 2
- 244000000231 Sesamum indicum Species 0.000 claims description 2
- 235000015076 Shorea robusta Nutrition 0.000 claims description 2
- 235000018936 Vitellaria paradoxa Nutrition 0.000 claims description 2
- 150000008065 acid anhydrides Chemical class 0.000 claims description 2
- 238000006243 chemical reaction Methods 0.000 claims description 2
- 239000003240 coconut oil Substances 0.000 claims description 2
- 235000019864 coconut oil Nutrition 0.000 claims description 2
- 235000012343 cottonseed oil Nutrition 0.000 claims description 2
- 239000002385 cottonseed oil Substances 0.000 claims description 2
- 239000003346 palm kernel oil Substances 0.000 claims description 2
- 235000019865 palm kernel oil Nutrition 0.000 claims description 2
- 239000002540 palm oil Substances 0.000 claims description 2
- 239000000312 peanut oil Substances 0.000 claims description 2
- 239000008165 rice bran oil Substances 0.000 claims description 2
- 235000005713 safflower oil Nutrition 0.000 claims description 2
- 239000003813 safflower oil Substances 0.000 claims description 2
- 235000015112 vegetable and seed oil Nutrition 0.000 claims description 2
- 235000005687 corn oil Nutrition 0.000 claims 1
- 235000015165 citric acid Nutrition 0.000 description 43
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 15
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 12
- 238000001816 cooling Methods 0.000 description 11
- 238000007670 refining Methods 0.000 description 11
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 9
- 238000002474 experimental method Methods 0.000 description 9
- 239000011574 phosphorus Substances 0.000 description 9
- 229910052698 phosphorus Inorganic materials 0.000 description 9
- 235000014786 phosphorus Nutrition 0.000 description 9
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Inorganic materials [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- 239000001993 wax Substances 0.000 description 9
- 239000010779 crude oil Substances 0.000 description 8
- 238000005406 washing Methods 0.000 description 8
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 7
- 238000003756 stirring Methods 0.000 description 7
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- 150000007513 acids Chemical class 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 6
- 238000006386 neutralization reaction Methods 0.000 description 6
- 239000012071 phase Substances 0.000 description 6
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 5
- 238000004061 bleaching Methods 0.000 description 5
- 239000011575 calcium Substances 0.000 description 5
- 229910001424 calcium ion Inorganic materials 0.000 description 5
- 229910001425 magnesium ion Inorganic materials 0.000 description 5
- 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 description 4
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 4
- 235000019486 Sunflower oil Nutrition 0.000 description 4
- 230000003247 decreasing effect Effects 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 4
- 239000000787 lecithin Substances 0.000 description 4
- 235000010445 lecithin Nutrition 0.000 description 4
- 229940067606 lecithin Drugs 0.000 description 4
- 239000011777 magnesium Substances 0.000 description 4
- 235000011007 phosphoric acid Nutrition 0.000 description 4
- 239000002600 sunflower oil Substances 0.000 description 4
- BHPQYMZQTOCNFJ-UHFFFAOYSA-N Calcium cation Chemical compound [Ca+2] BHPQYMZQTOCNFJ-UHFFFAOYSA-N 0.000 description 3
- JLVVSXFLKOJNIY-UHFFFAOYSA-N Magnesium ion Chemical compound [Mg+2] JLVVSXFLKOJNIY-UHFFFAOYSA-N 0.000 description 3
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 3
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 3
- 229910052791 calcium Inorganic materials 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 238000004332 deodorization Methods 0.000 description 3
- 235000021588 free fatty acids Nutrition 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 150000007524 organic acids Chemical class 0.000 description 3
- 235000000346 sugar Nutrition 0.000 description 3
- 150000008163 sugars Chemical class 0.000 description 3
- YASYEJJMZJALEJ-UHFFFAOYSA-N Citric acid monohydrate Chemical compound O.OC(=O)CC(O)(C(O)=O)CC(O)=O YASYEJJMZJALEJ-UHFFFAOYSA-N 0.000 description 2
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 2
- 239000004141 Sodium laurylsulphate Substances 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 2
- 240000008042 Zea mays Species 0.000 description 2
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 2
- 235000011054 acetic acid Nutrition 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 239000008346 aqueous phase Substances 0.000 description 2
- 230000009286 beneficial effect Effects 0.000 description 2
- 238000005119 centrifugation Methods 0.000 description 2
- 230000001419 dependent effect Effects 0.000 description 2
- 229910052500 inorganic mineral Inorganic materials 0.000 description 2
- 239000004310 lactic acid Substances 0.000 description 2
- 235000014655 lactic acid Nutrition 0.000 description 2
- 229910052749 magnesium Inorganic materials 0.000 description 2
- 239000011707 mineral Substances 0.000 description 2
- 235000010755 mineral Nutrition 0.000 description 2
- 230000003472 neutralizing effect Effects 0.000 description 2
- 235000005985 organic acids Nutrition 0.000 description 2
- 239000003208 petroleum Substances 0.000 description 2
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 2
- 229910052938 sodium sulfate Inorganic materials 0.000 description 2
- 235000011152 sodium sulphate Nutrition 0.000 description 2
- 239000001117 sulphuric acid Substances 0.000 description 2
- 235000011149 sulphuric acid Nutrition 0.000 description 2
- 239000011975 tartaric acid Substances 0.000 description 2
- 235000002906 tartaric acid Nutrition 0.000 description 2
- FZIPCQLKPTZZIM-UHFFFAOYSA-N 2-oxidanylpropane-1,2,3-tricarboxylic acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O.OC(=O)CC(O)(C(O)=O)CC(O)=O FZIPCQLKPTZZIM-UHFFFAOYSA-N 0.000 description 1
- 240000002791 Brassica napus Species 0.000 description 1
- 235000004977 Brassica sinapistrum Nutrition 0.000 description 1
- 244000068988 Glycine max Species 0.000 description 1
- 235000010469 Glycine max Nutrition 0.000 description 1
- 239000007832 Na2SO4 Substances 0.000 description 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
- 244000046052 Phaseolus vulgaris Species 0.000 description 1
- 235000010627 Phaseolus vulgaris Nutrition 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 1
- 235000016383 Zea mays subsp huehuetenangensis Nutrition 0.000 description 1
- 238000010306 acid treatment Methods 0.000 description 1
- 238000005054 agglomeration Methods 0.000 description 1
- 230000002776 aggregation Effects 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 229910001854 alkali hydroxide Inorganic materials 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 238000010923 batch production Methods 0.000 description 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 239000000306 component Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000010924 continuous production Methods 0.000 description 1
- 235000005822 corn Nutrition 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 230000002939 deleterious effect Effects 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 230000003467 diminishing effect Effects 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 229940035564 duration Drugs 0.000 description 1
- 239000008157 edible vegetable oil Substances 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 125000005456 glyceride group Chemical group 0.000 description 1
- BHEPBYXIRTUNPN-UHFFFAOYSA-N hydridophosphorus(.) (triplet) Chemical class [PH] BHEPBYXIRTUNPN-UHFFFAOYSA-N 0.000 description 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 1
- 235000019341 magnesium sulphate Nutrition 0.000 description 1
- 235000009973 maize Nutrition 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 239000000693 micelle Substances 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- 230000000050 nutritive effect Effects 0.000 description 1
- 239000011368 organic material Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 210000002741 palatine tonsil Anatomy 0.000 description 1
- 125000002467 phosphate group Chemical group [H]OP(=O)(O[H])O[*] 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 150000007519 polyprotic acids Polymers 0.000 description 1
- 229920000136 polysorbate Polymers 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000002335 preservative effect Effects 0.000 description 1
- WYVAMUWZEOHJOQ-UHFFFAOYSA-N propionic anhydride Chemical compound CCC(=O)OC(=O)CC WYVAMUWZEOHJOQ-UHFFFAOYSA-N 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 239000012266 salt solution Substances 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000012047 saturated solution Substances 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000010025 steaming Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 230000002311 subsequent effect Effects 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000002352 surface water Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 150000003626 triacylglycerols Chemical class 0.000 description 1
- 239000010913 used oil 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
- C11B3/02—Refining fats or fatty oils by chemical reaction
- C11B3/04—Refining fats or fatty oils by chemical reaction with acids
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Microbiology (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Fats And Perfumes (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB9862/75A GB1541017A (en) | 1975-03-10 | 1975-03-10 | Degumming process for triglyceride oils |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1060041A true CA1060041A (en) | 1979-08-07 |
Family
ID=9880163
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA247,475A Expired CA1060041A (en) | 1975-03-10 | 1976-03-09 | Degumming process for triglyceride oils |
Country Status (28)
| Country | Link |
|---|---|
| US (1) | US4049686A (en, 2012) |
| JP (1) | JPS5949278B2 (en, 2012) |
| AT (1) | AT356229B (en, 2012) |
| BE (1) | BE839399A (en, 2012) |
| BR (1) | BR7601409A (en, 2012) |
| CA (1) | CA1060041A (en, 2012) |
| CH (1) | CH617455A5 (en, 2012) |
| CS (1) | CS197206B2 (en, 2012) |
| DD (1) | DD123892A5 (en, 2012) |
| DE (1) | DE2609705C3 (en, 2012) |
| DK (1) | DK153228C (en, 2012) |
| ES (1) | ES445951A1 (en, 2012) |
| FI (1) | FI63438C (en, 2012) |
| FR (1) | FR2303849A1 (en, 2012) |
| GB (1) | GB1541017A (en, 2012) |
| IE (1) | IE42651B1 (en, 2012) |
| IN (1) | IN145068B (en, 2012) |
| IT (1) | IT1057708B (en, 2012) |
| LU (1) | LU74523A1 (en, 2012) |
| MX (1) | MX3253E (en, 2012) |
| NL (1) | NL168876C (en, 2012) |
| NO (1) | NO146435C (en, 2012) |
| PT (1) | PT64880B (en, 2012) |
| SE (1) | SE429346B (en, 2012) |
| SU (1) | SU786912A3 (en, 2012) |
| TR (1) | TR19480A (en, 2012) |
| YU (1) | YU37357B (en, 2012) |
| ZA (1) | ZA761405B (en, 2012) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4609500A (en) * | 1981-10-15 | 1986-09-02 | Cpc International Inc. | Refining of oil and product thereof |
Families Citing this family (95)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2544266C2 (de) * | 1975-10-03 | 1986-10-16 | Bernard Allentown Pa. Friedman | Verbesserung der Haltbarkeit von gebrauchten Kochölen |
| GB1585166A (en) * | 1976-09-10 | 1981-02-25 | Unilever Ltd | Oil purification by adding hydratable phosphatides |
| US4552702A (en) * | 1981-07-20 | 1985-11-12 | Henkel Kommanditgesellschaft Auf Aktien | Process for the preparation of fatty acid alkyl esters having improved processing properties |
| GB8307594D0 (en) * | 1983-03-18 | 1983-04-27 | Unilever Plc | Triglyceride oils |
| US4734226A (en) * | 1986-01-28 | 1988-03-29 | W. R. Grace & Co. | Method for refining glyceride oils using acid-treated amorphous silica |
| US4880574A (en) * | 1984-12-07 | 1989-11-14 | W. R. Grace & Co.-Conn. | Method for refining glyceride oils using partially dried amorphous silica hydrogels |
| GB8506907D0 (en) | 1985-03-18 | 1985-04-24 | Safinco Coordination Centre Nv | Removal of non-hydratable phoshatides from vegetable oils |
| US4939115A (en) * | 1986-01-28 | 1990-07-03 | W. R. Grace & Co.-Conn. | Organic acid-treated amorphous silicas for refining glyceride oils |
| DE3771670D1 (de) * | 1986-11-13 | 1991-08-29 | Cambrian Eng Group Ltd | Verfahren zum entschleimen von triglyceridoelen. |
| US4877765A (en) * | 1987-05-15 | 1989-10-31 | W. R. Grace & Co. | Adsorptive material for the removal of chlorophyll, color bodies and phospholipids from glyceride oils |
| US4781864A (en) * | 1987-05-15 | 1988-11-01 | W. R. Grace & Co.-Conn. | Process for the removal of chlorophyll, color bodies and phospholipids from glyceride oils using acid-treated silica adsorbents |
| AU598665B2 (en) * | 1987-05-15 | 1990-06-28 | W.R. Grace & Co.-Conn. | Adsorptive material and process for the removal of chlorophyll, color bodies and phospholipids from glyceride oils |
| US5286886A (en) * | 1988-06-21 | 1994-02-15 | Van Den Bergh Foods Co., Division Of Conopco, Inc. | Method of refining glyceride oils |
| GB8814732D0 (en) * | 1988-06-21 | 1988-07-27 | Unilever Plc | Method of refining clyceride oils |
| US5264597A (en) * | 1988-09-30 | 1993-11-23 | Van Den Bergh Foods, Co., Division Of Conopco, Inc. | Process for refining glyceride oil using precipitated silica |
| US5079208A (en) * | 1988-12-30 | 1992-01-07 | Van Den Bergh Foods Co., Division Of Conopco, Inc. | Synthetic, macroporous, amorphous alumina silica and a process for refining glyceride oil |
| GB8906443D0 (en) * | 1989-03-21 | 1989-05-04 | Unilever Plc | Process for refining glyceride oil using silica hydrogel |
| EP0456300B1 (en) * | 1990-05-04 | 1997-08-06 | Unilever N.V. | Method of refining glyceride oil |
| HU208037B (en) * | 1990-08-23 | 1993-07-28 | Noevenyolajipari Mososzergyart | Process for diminishing nonhydratable slime- and vax-content of plant-oils |
| JPH0774353B2 (ja) * | 1991-08-26 | 1995-08-09 | 日清製油株式会社 | 食用油の製造法 |
| EP0560121A3 (en) * | 1992-03-09 | 1994-07-27 | Vandemoortele Int Nv | Method for refining glyceride oil |
| EP0583648A3 (en) | 1992-08-19 | 1995-02-01 | Vandemoortele Int Nv | Continuous refining process with reduced waste flows. |
| US5382411A (en) * | 1993-01-05 | 1995-01-17 | Halliburton Company | Apparatus and method for continuously mixing fluids |
| US6033706A (en) * | 1995-11-02 | 2000-03-07 | Lipidia Holding S.A. | Refining of edible oil retaining maximum antioxidative potency |
| SE509358C2 (sv) * | 1996-07-05 | 1999-01-18 | Karlshamns Crushing & Feed Ab | Användning av vattenånga för framställning av glyceridolja med låg halt av icke-hydratiserbara fosfatider |
| CN1087339C (zh) * | 1997-07-09 | 2002-07-10 | 结晶及脱胶公司 | 从脂肪物质中除去金属以及粘合在所述金属上的树胶的方法 |
| MY124156A (en) * | 1997-08-29 | 2006-06-30 | Lipogenics Inc | Process for stabilization of oil from plant materials |
| US6423857B1 (en) | 1998-11-20 | 2002-07-23 | I.P. Holdings | Methods for recovering fatty acids |
| US6844458B2 (en) | 1998-11-20 | 2005-01-18 | Ip Holdings, L.L.C. | Vegetable oil refining |
| US6426423B1 (en) | 1998-11-20 | 2002-07-30 | I.P. Holdings | Methods for treating phosphatide-containing mixtures |
| US6172248B1 (en) | 1998-11-20 | 2001-01-09 | Ip Holdings, L.L.C. | Methods for refining vegetable oils and byproducts thereof |
| US6441209B1 (en) | 1998-11-20 | 2002-08-27 | Ip Holdings, L.L.C. | Method for treating organic acid-treated phosphatides |
| US6686487B2 (en) * | 1999-12-07 | 2004-02-03 | Franks Research Labs, Inc. | Triacylglycerol oligomer products and methods of making same |
| US6210732B1 (en) | 2000-02-03 | 2001-04-03 | James A. Papanton | Cooking oil additive and method of using |
| US7544820B2 (en) * | 2001-02-01 | 2009-06-09 | Carolina Soy Products Llc | Vegetable oil process |
| US6511690B1 (en) | 2001-02-01 | 2003-01-28 | Carolina Soy Products, Inc. | Soybean oil process |
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| US2881195A (en) * | 1955-04-15 | 1959-04-07 | Staley Mfg Co A E | Refining vegetable oils |
| US3590059A (en) * | 1969-09-11 | 1971-06-29 | Salador Huileries Antonin Roux | Process for the purification of edible oils |
-
1975
- 1975-03-10 GB GB9862/75A patent/GB1541017A/en not_active Expired
-
1976
- 1976-03-06 IN IN78/BOM/76A patent/IN145068B/en unknown
- 1976-03-08 FR FR7606501A patent/FR2303849A1/fr active Granted
- 1976-03-08 IE IE472/76A patent/IE42651B1/en unknown
- 1976-03-08 ZA ZA761405A patent/ZA761405B/xx unknown
- 1976-03-08 AT AT168176A patent/AT356229B/de not_active IP Right Cessation
- 1976-03-08 NO NO760789A patent/NO146435C/no unknown
- 1976-03-09 IT IT7667575A patent/IT1057708B/it active
- 1976-03-09 PT PT64880A patent/PT64880B/pt unknown
- 1976-03-09 SE SE7603132A patent/SE429346B/xx not_active IP Right Cessation
- 1976-03-09 DK DK101076A patent/DK153228C/da not_active IP Right Cessation
- 1976-03-09 JP JP51025494A patent/JPS5949278B2/ja not_active Expired
- 1976-03-09 CA CA247,475A patent/CA1060041A/en not_active Expired
- 1976-03-09 BR BR7601409A patent/BR7601409A/pt unknown
- 1976-03-09 FI FI760598A patent/FI63438C/fi not_active IP Right Cessation
- 1976-03-09 DE DE2609705A patent/DE2609705C3/de not_active Expired
- 1976-03-10 MX MX000060U patent/MX3253E/es unknown
- 1976-03-10 ES ES445951A patent/ES445951A1/es not_active Expired
- 1976-03-10 LU LU74523A patent/LU74523A1/xx unknown
- 1976-03-10 SU SU762334806A patent/SU786912A3/ru active
- 1976-03-10 NL NLAANVRAGE7602488,A patent/NL168876C/xx not_active IP Right Cessation
- 1976-03-10 YU YU0614/76A patent/YU37357B/xx unknown
- 1976-03-10 CH CH298776A patent/CH617455A5/de not_active IP Right Cessation
- 1976-03-10 BE BE165021A patent/BE839399A/xx not_active IP Right Cessation
- 1976-03-10 CS CS761570A patent/CS197206B2/cs unknown
- 1976-03-10 DD DD191780A patent/DD123892A5/xx unknown
- 1976-03-10 TR TR19480A patent/TR19480A/xx unknown
- 1976-03-10 US US05/665,526 patent/US4049686A/en not_active Expired - Lifetime
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4609500A (en) * | 1981-10-15 | 1986-09-02 | Cpc International Inc. | Refining of oil and product thereof |
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