WO2002008368A1 - Procede d'elimination de contaminants presents dans de l'huile vegetale et dans de la lecithine - Google Patents
Procede d'elimination de contaminants presents dans de l'huile vegetale et dans de la lecithine Download PDFInfo
- Publication number
- WO2002008368A1 WO2002008368A1 PCT/US2001/022842 US0122842W WO0208368A1 WO 2002008368 A1 WO2002008368 A1 WO 2002008368A1 US 0122842 W US0122842 W US 0122842W WO 0208368 A1 WO0208368 A1 WO 0208368A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- filter
- vegetable oil
- filtering
- cationic
- oil
- Prior art date
Links
- 235000015112 vegetable and seed oil Nutrition 0.000 title claims abstract description 136
- 239000008158 vegetable oil Substances 0.000 title claims abstract description 136
- 239000000356 contaminant Substances 0.000 title claims abstract description 122
- 238000000034 method Methods 0.000 title claims abstract description 57
- 239000000787 lecithin Substances 0.000 title claims abstract description 35
- 235000010445 lecithin Nutrition 0.000 title 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 title claims abstract description 34
- 229940067606 lecithin Drugs 0.000 title claims abstract description 34
- 125000002091 cationic group Chemical group 0.000 claims abstract description 70
- 239000000126 substance Substances 0.000 claims abstract description 59
- 238000001914 filtration Methods 0.000 claims abstract description 50
- 235000013311 vegetables Nutrition 0.000 claims abstract description 25
- 238000011045 prefiltration Methods 0.000 claims description 33
- 239000004677 Nylon Substances 0.000 claims description 24
- 239000011521 glass Substances 0.000 claims description 24
- 229920001778 nylon Polymers 0.000 claims description 24
- 239000011148 porous material Substances 0.000 claims description 18
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 13
- 229920000728 polyester Polymers 0.000 claims description 12
- 239000005909 Kieselgur Substances 0.000 claims description 11
- 241000701489 Cauliflower mosaic virus Species 0.000 claims description 7
- 230000004907 flux Effects 0.000 claims description 2
- 239000007787 solid Substances 0.000 description 33
- 239000003921 oil Substances 0.000 description 31
- 235000019198 oils Nutrition 0.000 description 30
- 239000012528 membrane Substances 0.000 description 21
- 235000010469 Glycine max Nutrition 0.000 description 17
- 244000068988 Glycine max Species 0.000 description 15
- 239000000463 material Substances 0.000 description 15
- 239000000047 product Substances 0.000 description 13
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 12
- 108090000623 proteins and genes Proteins 0.000 description 12
- 102000004169 proteins and genes Human genes 0.000 description 12
- 239000002904 solvent Substances 0.000 description 11
- 150000003904 phospholipids Chemical class 0.000 description 10
- 239000003549 soybean oil Substances 0.000 description 10
- 235000012424 soybean oil Nutrition 0.000 description 10
- 239000011248 coating agent Substances 0.000 description 8
- 238000000576 coating method Methods 0.000 description 8
- 238000000605 extraction Methods 0.000 description 8
- 238000007670 refining Methods 0.000 description 7
- 108020004707 nucleic acids Proteins 0.000 description 6
- 102000039446 nucleic acids Human genes 0.000 description 6
- 150000007523 nucleic acids Chemical class 0.000 description 6
- 125000000129 anionic group Chemical group 0.000 description 5
- 108091033319 polynucleotide Proteins 0.000 description 5
- 102000040430 polynucleotide Human genes 0.000 description 5
- 239000002157 polynucleotide Substances 0.000 description 5
- 230000002209 hydrophobic effect Effects 0.000 description 4
- 239000002245 particle Substances 0.000 description 4
- 241001164374 Calyx Species 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000004809 Teflon Substances 0.000 description 3
- 229920006362 Teflon® Polymers 0.000 description 3
- 238000004061 bleaching Methods 0.000 description 3
- 230000010154 cross-pollination Effects 0.000 description 3
- 230000001877 deodorizing effect Effects 0.000 description 3
- 239000008157 edible vegetable oil Substances 0.000 description 3
- 238000005516 engineering process Methods 0.000 description 3
- 230000007717 exclusion Effects 0.000 description 3
- 239000003925 fat Substances 0.000 description 3
- 235000019197 fats Nutrition 0.000 description 3
- 239000000835 fiber Substances 0.000 description 3
- 239000000706 filtrate Substances 0.000 description 3
- 239000012634 fragment Substances 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 229920000515 polycarbonate Polymers 0.000 description 3
- 239000004417 polycarbonate Substances 0.000 description 3
- 238000011084 recovery Methods 0.000 description 3
- 238000000638 solvent extraction Methods 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- 235000019483 Peanut oil Nutrition 0.000 description 2
- 235000019484 Rapeseed oil Nutrition 0.000 description 2
- 239000003463 adsorbent Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000008395 clarifying agent Substances 0.000 description 2
- 239000000470 constituent Substances 0.000 description 2
- 235000005687 corn oil Nutrition 0.000 description 2
- 239000002285 corn oil Substances 0.000 description 2
- 235000012343 cottonseed oil Nutrition 0.000 description 2
- 239000002385 cottonseed oil Substances 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- 235000013305 food Nutrition 0.000 description 2
- 235000003869 genetically modified organism Nutrition 0.000 description 2
- 125000005456 glyceride group Chemical group 0.000 description 2
- 239000000944 linseed oil Substances 0.000 description 2
- 235000021388 linseed oil Nutrition 0.000 description 2
- 150000002632 lipids Chemical class 0.000 description 2
- 239000000312 peanut oil Substances 0.000 description 2
- 238000002731 protein assay Methods 0.000 description 2
- 238000006430 Cargill rearrangement reaction Methods 0.000 description 1
- 229920001410 Microfiber Polymers 0.000 description 1
- 229920002302 Nylon 6,6 Polymers 0.000 description 1
- 235000019482 Palm oil Nutrition 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- 229930182558 Sterol Natural products 0.000 description 1
- 235000019486 Sunflower oil Nutrition 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 1
- 150000001720 carbohydrates Chemical class 0.000 description 1
- 235000014633 carbohydrates Nutrition 0.000 description 1
- 238000003889 chemical engineering Methods 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 235000019864 coconut oil Nutrition 0.000 description 1
- 239000003240 coconut oil Substances 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 238000000151 deposition Methods 0.000 description 1
- SHFGJEQAOUMGJM-UHFFFAOYSA-N dialuminum dipotassium disodium dioxosilane iron(3+) oxocalcium oxomagnesium oxygen(2-) Chemical compound [O--].[O--].[O--].[O--].[O--].[O--].[O--].[O--].[Na+].[Na+].[Al+3].[Al+3].[K+].[K+].[Fe+3].[Fe+3].O=[Mg].O=[Ca].O=[Si]=O SHFGJEQAOUMGJM-UHFFFAOYSA-N 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 230000008020 evaporation Effects 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
- 239000002657 fibrous material Substances 0.000 description 1
- 235000021588 free fatty acids Nutrition 0.000 description 1
- 244000037671 genetically modified crops Species 0.000 description 1
- 150000004676 glycans Chemical class 0.000 description 1
- 229930182470 glycoside Natural products 0.000 description 1
- 150000002338 glycosides Chemical class 0.000 description 1
- 239000008169 grapeseed oil Substances 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 235000012054 meals Nutrition 0.000 description 1
- 239000002207 metabolite Substances 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- 229910052752 metalloid Inorganic materials 0.000 description 1
- 150000002738 metalloids Chemical class 0.000 description 1
- NYGZLYXAPMMJTE-UHFFFAOYSA-M metanil yellow Chemical compound [Na+].[O-]S(=O)(=O)C1=CC=CC(N=NC=2C=CC(NC=3C=CC=CC=3)=CC=2)=C1 NYGZLYXAPMMJTE-UHFFFAOYSA-M 0.000 description 1
- 229940051142 metanil yellow Drugs 0.000 description 1
- 239000003658 microfiber Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 239000004006 olive oil Substances 0.000 description 1
- 235000008390 olive oil Nutrition 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000008520 organization Effects 0.000 description 1
- 239000003346 palm kernel oil Substances 0.000 description 1
- 235000019865 palm kernel oil Nutrition 0.000 description 1
- 239000002540 palm oil Substances 0.000 description 1
- 239000010451 perlite Substances 0.000 description 1
- 235000019362 perlite Nutrition 0.000 description 1
- 239000012466 permeate Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- -1 polypropylene Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229920001282 polysaccharide Polymers 0.000 description 1
- 239000005017 polysaccharide Substances 0.000 description 1
- 230000002028 premature Effects 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 108090000765 processed proteins & peptides Proteins 0.000 description 1
- 102000004196 processed proteins & peptides Human genes 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 239000012465 retentate Substances 0.000 description 1
- 239000003813 safflower oil Substances 0.000 description 1
- 235000005713 safflower oil Nutrition 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 150000003384 small molecules Chemical class 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 150000003432 sterols Chemical class 0.000 description 1
- 235000003702 sterols Nutrition 0.000 description 1
- 235000000346 sugar Nutrition 0.000 description 1
- 150000008163 sugars Chemical class 0.000 description 1
- 239000002600 sunflower oil Substances 0.000 description 1
- 235000020238 sunflower seed Nutrition 0.000 description 1
- 150000003505 terpenes Chemical class 0.000 description 1
- 235000007586 terpenes Nutrition 0.000 description 1
- 150000003626 triacylglycerols Chemical class 0.000 description 1
- 238000000108 ultra-filtration Methods 0.000 description 1
- 238000011144 upstream manufacturing Methods 0.000 description 1
Classifications
-
- 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
-
- 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
- A23D9/007—Other edible oils or fats, e.g. shortenings or cooking oils characterised by ingredients other than fatty acid triglycerides
- A23D9/013—Other fatty acid esters, e.g. phosphatides
-
- 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
- A23D9/02—Other edible oils or fats, e.g. shortenings or cooking oils characterised by the production or working-up
-
- 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
- C11B3/001—Refining fats or fatty oils by a combination of two or more of the means hereafter
-
- 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
- C11B3/008—Refining fats or fatty oils by filtration, e.g. including ultra filtration, dialysis
-
- 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
Definitions
- the invention relates to a method for removing contaminants, such as chemical contaminants, from vegetable oil and lecithin including processing oil by prefiltering and filtering through and/or adsorbing on a cationic filter.
- Edible vegetable oils are generally obtained by processing oil seeds. Crude vegetable oils can be obtained from vegetable seeds by solvent extraction. Hexane is a commonly used extraction solvent.
- the crude vegetable oils generally contain neutral triglycerides and a host of natural oil seed-derived contaminants including phosphatides, sulphurous compounds, free fatty acids, carbohydrates, peptides, proteins, nucleic acids, oxidized lipids, traces of lower aldehydes and ketones, glycosides of sterols and terpenes, and diverse types of color bodies or dyestuffs. Many of these contaminants are removed from the crude vegetable oils in the course of refining to render the vegetable oils palatable.
- soybean oil is conventionally extracted from dehuUed soybeans using hexane.
- the extractant which includes hexane and crude soybean oil can referred to as miscella and generally requires further processing to provide palatable soybean oil.
- Several techniques are available for processing the soybean oil.
- One technique involves evaporating the hexane from the miscella and degumming the resulting crude soybean oil.
- Degumming refers to the removal of phosphatides and other gums from the oil by adding water and/or acid thereto and centrifuging.
- the recovered oil can be further refined with water and alkaline (such as NaOH) and centrifuged to remove the fatty acids and gums.
- the oil resulting from the alkaline refining step can then be bleached to remove color bodies, hydrogenated to render the oils more stable, and deodorized.
- the techniques of degumming, alkaline refining, bleaching, hydrogenating, and deodorizing are well known in the art. It should be appreciated that each separation step, and particularly centrifuging, results in loss of oil.
- Other techniques for processing miscella are described in U.S. Patent Application Serial Nos. 09/231,692 and 09/483,346 which were filed with the U.S. Patent and Trademark Office on January 14, 1999 and January 14, 2000, respectively.
- the assignee of these two patent applications is Car gill, Inc., which is the assignee of the present patent application.
- U.S. Patent No. 4,093,540 to Sen Gupta describes refining crude glyceride oils by contacting a composition of glyceride oils and organic solvent under pressure with a semi- permeable ultrafiltration membrane to separate constituents of different molecular weight into retentate and permeate fractions, and contacting the composition or at least one of the fractions with a metal oxide or metalloid oxide adsorbent in a column containing the adsorbent.
- Additional references which describe the use of membrane technology for separating phospholipids from crude vegetable oils include: U.S. Patent No. 4,414,157 to Iwama et al.; U.S. Patent No.
- a method for removing chemical contaminants from a vegetable oil or lecithin by prefiltering and filtering through a cationic filter includes filtering a crude vegetable oil through a prefilter and through a cationic filter.
- the method includes prefiltering a crude vegetable oil through one or more prefilters to produce a clarified vegetable oil and filtering the clarified vegetable oil through one or more cationic filters.
- Prefiltering can include any type of filtering suitable for reducing the particulates in the crude vegetable oil to a level that does not unacceptably clog the cationic filter.
- Prefiltering can employ a plate frame filter with a cake of diatomaceous earth, a bag filter, or a combination thereof.
- the cationic filter can include a glass filter, a nylon membrane filter, a combination thereof, or any suitable modified polymeric or composite membrane that has a cationic surface charge on the filter.
- the glass filter and/or the nylon membrane filter are coated or chemically treated to increase the amount of cationic charge on the filter.
- the vegetable oil can be processed by any of a variety of conventional or known methods for recovery of lecithin, which has reduced levels of chemical contaminants.
- the invention also relates to an apparatus for removing contaminants, preferably chemical contaminants, from vegetable oil.
- the apparatus of the invention includes a prefilter and a cationic filter.
- To prefilter is adapted and configured for reducing a particulate in a crude vegetable oil to produce a clarified crude vegetable oil.
- the cationic filter is adapted and configured for removing a chemical contaminants from a clarified crude vegetable oil.
- a preferred prefilter includes one or more of a plate frame filter with a cake of diatomaceous earth and/or a bag filter.
- a preferred cationic filter includes one or more of a glass filter and/or a nylon filter, preferably coated or chemically treated to increase the cationic charge.
- the invention includes a reduced contaminant vegetable oil including a level of DNA of less than about l ⁇ g/mL, about 1 ng/ml, about lpg/ml, or about 1 fg/ml.
- the reduced contaminant vegetable oil includes a level of DNA that is undetectable by PCR employing up to about 10-30 cycles with a primer for detecting the 35S promoter from cauliflower mosaic virus.
- the reduced contaminant vegetable oil can be produced according to the method of the invention.
- the reduced contaminant vegetable oil also includes lecithin.
- the invention includes a reduced contaminant vegetable lecithin including a level of DNA of less than about l ⁇ g/mL, about 1 ng/ml, about lpg/ml, or about 1 fg/ml.
- the reduced contaminant vegetable lecithin includes a level of DNA that is undetectable by PCR employing up to about 10-30 cycles with a primer for detecting the 35S promoter from cauliflower mosaic virus.
- the reduced contaminant vegetable lecithin can be produced according to the method of the invention, preferably from reduced contaminant vegetable oil that includes lecithin.
- Figure 1 is a diagrammatic representation of a method for removing chemical contaminants from a vegetable oil or lecithin by prefiltering and filtering through a cationic filter according to the principles of the present invention.
- Figure 2 is a diagrammatic representation of a preferred method for removing chemical contaminants a vegetable oil or lecithin by prefiltering and filtering through a cationic filter according to the principles of the present invention.
- the invention relates to a method for removing chemical contaminants from a crude vegetable oil by prefiltering and filtering through a cationic filter.
- crude vegetable oil refers to any vegetable oil product in need of further processing to provide a desired vegetable oil product.
- Certain types of crude vegetable oil can be obtained by expelling oil from vegetable seeds, and other types of crude vegetable oil can be obtained from solvent extraction of vegetable oil seeds, followed by removing the solvent.
- Techniques for expelling oil from vegetable seeds and for solvent extraction of vegetable seeds are well known and are described, for example, in Bailey's Industrial Oil and Fat Products. 5 th Edition, edited by Y.H. Hui, New York, Wiley, 1996, and Handbook of Soy Oil Processing and Utilization. St. Louis, Mo., American Soybean Association, Champaign, 111, American Oil Chemists' Society, the disclosures of which are incorporated herein by reference.
- Oil seeds can be prepared for expelling or extracting using techniques well known in the art. This generally includes dehulling and/or grinding, in a dehuller and/or grinder, to yield ground oil seeds. Expelling can yield crude vegetable oil or another expelled vegetable oil product. In addition, cake from expelling can be extracted for eventual recovery of crude vegetable oil. Extraction produces an extracted vegetable oil product known as miscella, and which includes extraction solvent, vegetable oil, and phospholipid. Solvent can be removed from the miscella by methods known to those of skill in the art, such as evaporation and distillation. Removing the solvent from the miscella produces crude vegetable oil including phospholipid. In certain circumstances, expelled vegetable oil can be combined with miscella before removing solvent to produce crude vegetable oil including phospholipid.
- crude vegetable oil is prepared either by expelling or by extraction followed by solvent removal.
- the crude vegetable oil includes less than about 300 ppm to about 1000 ppm remaining extraction solvent.
- the extracted and/or expelled vegetable oil product can be processed further before crude vegetable oil is obtained.
- the expelled and/or extracted vegetable oil product can be degummed by methods known to those skilled in the art, and, if necessary, solvent removed.
- the degummed vegetable oil product is then considered crude vegetable oil.
- degumming before removing chemical contaminants can result in the chemical contaminants appearing in the lecithin or phospholipid produced by degumming.
- the extracted and/or expelled vegetable oil product can be further treated by steps of refining, bleaching, hydrogenating, and deodorizing to provide crude vegetable oil.
- Such techniques are known in the art and are described, for example, in the Handbook of Soy Oil Processing and Utilization, St. Louis, Mo., American Soybean Association, Champaign, 111, American Oil Chemists' Society.
- Reduced contaminant vegetable oil can be further processed to make a desired, salable vegetable oil product by any of a variety of steps known to those of skill in the art, including degumming, refining, bleaching, hydrogenating, and deodorizing.
- reduced contarninant vegetable oil can be further processed by known methods to produce vegetable lecithin referred to herein as “reduced contaminant vegetable lecithin” .
- Reduced contaminant vegetable lecithin can be recovered from reduced contaminant vegetable oil by known methods such as conventional degumming.
- Reduced contaminant vegetable lecithin can also be recovered from reduced contaminant vegetable oil, after converting this oil to miscella, by known methods for processing miscella, such as those described in U.S. Patent Application Serial Nos. 09/231,692 and 09/483,346 which were filed with the U.S. Patent and Trademark Office on January 14, 1999 and January 14, 2000, respectively.
- the preferred vegetable oils which can be processed according to the present invention are the edible vegetable oils which are well-known in the vegetable oil industry.
- Exemplary vegetable oils include coconut oil, palm oil, palm kernel oil, soya bean oil, corn oil, ground nut oil, olive oil, linseed oil, rapeseed oil, sunflower seed oil, saf flower seed oil, cottonseed oil, and grape seed oil.
- Preferred oils which can be recovered according to the invention include soya bean oil, rapeseed oil, ground nut oil, corn oil, sunflower oil, cottonseed oil, and linseed oil.
- Crude vegetable oil typically includes vegetable oil, residual extraction solvent, solids, phospholipids, and chemical contaminants.
- the solids can be referred to as fines and can be characterized as particulates.
- One source of particulates includes meal fines obtained from seed hulls, dirt, sand, and grit.
- the solids can also include aggregated chemical contaminants or chemical contaminants bound to or trapped in other solids.
- the solids are generally considered contaminants and it is desirable to remove the solids before separating phospholipids or chemical contaminants from the vegetable oil. In fact, extracting and expelling often include processes for removing solids. Nevertheless, the resulting crude vegetable oil typically includes solids that need to be removed before filtration for the removal of chemical contaminants.
- a prefilter system can remove the solids and/or aggregated chemical contaminants.
- the prefilter system can include one or more filters in series to provide reduction of the solids content of the crude vegetable oil.
- the prefilter can remove particulates in a targeted size range of greater than about 1 micron.
- the resulting crude vegetable oil has a reduced solids content and can be referred to as clarified crude vegetable oil.
- the filters used to remove solids from the crude vegetable oil have an average pore size in the range of down to less than about 1 micron.
- the prefilter system includes a series of prefilter s having decreasing pore size so that the upstream prefilters remove the relatively large solids and the downstream prefilters remove the smaller solids.
- the actual pore size of each filter depends on the solids content of the crude vegetable oil.
- the prefilter system can be provided as a single filter.
- the finer filters provided in the prefilter system preferably have an average pore size in the range of about 0.1 ⁇ to about 1 or 2 ⁇ .
- Prefiltration can be batch or continuous.
- the prefilter includes one or more dead end filters.
- Figure 1 schematically represents a method for prefiltering vegetable oil at reference number 10.
- the solids and aggregate of chemical contaminants can be removed from the crude vegetable oil 12 by feeding crude vegetable oil 12 through prefilter system 14.
- Prefilter system 14 can be provided in any form that can provide the desired degree of removal of solids and/or aggregated chemical contaminants.
- prefilter system 14 filters out particles of size greater than about 1 micron.
- prefilter 14 can be one or more of a bag filter, a plate frame filter, a precoat filter, or the like.
- Prefilter system 14 preferably includes pore sizes of between about 0.1 ⁇ to about 2 ⁇ .
- FIG. 2 schematically represents a preferred embodiment 18 of the method for prefiltering vegetable oil .
- Preferred embodiment 18 includes a prefilter system 14 with two prefilters, first prefilter 20 and second prefilter 22.
- First prefilter 20 preferably includes pore sizes of between about 20 ⁇ and about 30 ⁇ .
- Second prefilter 22 preferably includes pore sizes of between about 1 ⁇ and about 2 ⁇ .
- First prefilter 20 is preferably a precoat filter 24 and second prefilter 22 is preferably a bag filter 26.
- precoat filter 24 precedes the bag filter 26, and partially clarified crude vegetable oil 28 is fed from precoat filter 24 to bag filter 26.
- Precoat filter 24 can be a plate frame filter precoated with a medium suitable for removing the larger solids and contaminant aggregates from the crude vegetable oil 12.
- a suitable precoat filter 24 can be prepared by providing a depth material on a filter surface. The depth material can be provided by depositing deep bed filtering agents and/or clarifying agents on a filter surface. Exemplary deep bed filtering agents and/or clarifying agents include diatomaceous earth and per lite.
- precoat filter 24 is a plate frame precoated with diatomaceous earth, preferably an about 0.5 inch to about 1 inch cake of diatomaceous earth.
- the diatomaceous earth is flux calcined and filters out particles as small as 0.1 microns, although other diatomaceous earths can also be employed.
- Bag filter 26 can be any of a variety of bag filters suitable for removing small solids from a vegetable oil. Suitable types of bag filters include filters made from porous, woven, or fibrous material made of polymers such as polyester, polypropylene, or the like. Preferably, bag filter 26 employs a polyester fiber filter. Bag filter 26 can employ more than one filter bag either in series or parallel. Preferably bag filter 26 employs about 1 to about 7 filter bags, preferably about 3 to about 5 filter bags, preferably about four filter bags. Preferred filter bags are sold by GAF and designated PEXL (polyester extended life)-l-P2E, preferably in a 1 micron size. Additional suitable filter bags are sold by manufacturers such as Filtertech and Parker Hannifin.
- PEXL polyethylene extended life
- the prefiltered crude vegetable oil can be referred to as clarified crude vegetable oil 14, because it has been treated for the removal of solids and aggregated chemical contaminants.
- prefilter 14 provides a clarified crude vegetable oil 16 having a solids content of less than about 15 to about 30 ppm.
- the clarified crude vegetable oil 16 has an almost negligible solids content.
- the clarified crude vegetable oil 16 can include a solids content of greater than about 50 to about 100 ppm, but it is expected that the solids will cause premature clogging of the downstream cationic filter, which, in turn, would require more frequent cleaning or replacement of the filter.
- the crude vegetable oil 12 will include a solids content which, if directed to the cationic filter according to the invention, would fairly quickly clog the cationic filter.
- crude vegetable oil 12 typically contains a solids content of up to about 1000 ppm, although this amount can certainly be higher depending on the extraction operation. It should be understood that the steps of crude vegetable oil 12 preparation can yield a variety of solids contents, and the prefilter system is provided for reducing the solids content to avoid fouling of the cationic filter.
- the solids content of the crude vegetable oil 12 is between about 500 ppm and about 2000 ppm.
- the size of the solids which should be removed from the crude vegetable oil 12 are typically provided in a distribution between about 10 ⁇ and about 1000 ⁇ .
- Clarified crude vegetable oil typically includes chemical contaminants such as extraction solvent, phospholipids, and vegetable derived contaminants.
- the vegetable derived contaminants can include macromolecules, such as polysaccharides, proteins, and polynucleotides, and small molecules, such as lipids, sugars, and other metabolites.
- Such chemical contaminants can provide undesirable characteristics to the vegetable oil that render the oil unpalatable, unsalable, or that otherwise reduce the value of the vegetable oil.
- These contaminants can also provide undesirable characteristics to the phospholipids or lecithins derived from the crude vegetable oil.
- chemical contaminants can be removed from vegetable oil by filtration.
- Filtration to remove one or more chemical contaminants from vegetable oil can rely on properties of the chemical contaminants, such as size, charge, or hydrophobicity, that differentiate the contaminants from the vegetable oil.
- a cationic filtration medium can retain anionic chemical contaminants
- an anionic filtration medium can retain cationic chemical contaminants
- a size exclusion filtration medium can retain contaminants larger than the molecular constituents of soybean oil
- a hydrophobic filtration medium can retain contaminants more hydrophobic than soybean oil.
- the contaminant removal filtration system can include one or more filters in series to provide for reduction in the amount of one or more chemical contaminants in the vegetable oil.
- a series of different cationic filters can be employed to remove one or more anionic contaminants from the vegetable oil.
- the series of filters can include anionic, cationic, size exclusion, or hydrophobic filters in any number or order suitable for removing a particular chemical contaminant.
- a preferred filtration system for removing chemical contaminants from vegetable oil is a cationic filtration system.
- This preferred cationic filtration system can include one or more cationic filters in series.
- Such a cationic filtration system can be employed to remove chemical contaminants including species having a negative charge, e.g. a net negative charge or regions of negative charge, such as proteins and polynucleotides, from a vegetable oil, such as soybean oil.
- species having a negative charge e.g. a net negative charge or regions of negative charge, such as proteins and polynucleotides
- Polynucleotides or nucleic acids have a negative charge due to their sugar- phosphate backbone.
- Proteins can have a negative charge due, for example, to charged side chains of amino acids.
- a preferred cationic filtration system employs a cationic glass filter with a pore size of about 0.45 micron followed by a nylon membrane filter with a pore size of the range of about 0.1 to about 0.2 micron.
- Such a filter system not only, removes many chemical contaminants but can also remove fine solids, such as fine meal particulate, with sizes that can be less than 1 micron.
- Figure 1 schematically represents a method for removing chemical contaminants from vegetable oil at reference number 30.
- Chemical contaminants can be removed from the clarified crude vegetable oil 16 by feeding clarified crude vegetable oil 16 through chemical contaminant removal system 30.
- Chemical contaminant removal system 30 can be provided in any form suitable for the desired degree of removal of a particular chemical contaminant or contaminants.
- chemical contaminant removal system 30 can include one or more filters such as a cationic filter, an anionic filter, a size exclusion filter, a hydrophobic filter, or the like.
- Chemical contaminant removal system 30 provides reduced contaminant vegetable oil 32.
- Chemical contaminant removal system 30 preferably includes one or more cationic filters.
- the cationic filter can be constructed in any of a variety of configurations suitable for filtering a vegetable oil and can be made from any of a variety of materials for binding a negatively charged substance.
- the filter material itself can be suitable for binding a negatively charged substance, or the filter material can be coated or otherwise treated to impart such binding. Suitable materials include glass, glass treated fiber, nylon, nylon treated with a coating, polyester, polyester treated with a coating, Teflon, polycarbonate, or any chemically modified polymeric membrane containing a positive charge.
- Preferred cationic filters have a capacity to bind about 0.01 to about 1.5 ⁇ mol of a negatively charged species per square centimeter of filter area ( ⁇ mol/cm 2 ), preferably about .03 to about 0.5 ⁇ mol/cm 2 , preferably about 0.06 to about 0.3 ⁇ mol/cm 2 , preferably about 0.15 ⁇ mol/cm 2 .
- the cationic filters typically have a pore size of about 0.1 micron to about 0.45 micron.
- the capacity of a cationic filter can be measured by deterrmning the volume of a solution containing a known concentration of a charged solute that can pass through a cationic filter having a particular surface area before the charged solute begins to appear in the filtrate.
- a charged dye such as Metanil Yellow (which has a single negative charge) can be dissolved in water, and aliquots of the dye solution can be filtered through a selected filter material, such as treated nylon 66. After each aliquot has been filtered, the filtrate can be examined for discoloration by the dye.
- the volume of filtrate recovered up to and including the first colored aliquot represents the breakthrough volume, which is the volume of solution from which the dye has been bound by the cationic membrane.
- the breakthrough volume, the concentration of the dye solution, and the surface area of the membrane yield the capacity of an area of membrane to bind a quantity of charged dye. This can be expressed in units of moles of charge bound per unit of membrane area, such as ⁇ mol/cm 2 .
- Figure 2 schematically represents a preferred embodiment 32 of chemical contaminant removal system 30.
- Preferred embodiment 32 includes a cationic filter system 36 with two cationic filters, the first cationic filter 38 and second cationic filter 40.
- First cationic filter 38 preferably includes a pore sizes of between about 0.45 micron and about 0.8 micron and preferably has a capacity to bind about 0.01 to about 1.5 ⁇ mol of a negatively charged species per square centimeter of filter area ( ⁇ mol/cm 2 ).
- First cationic filter 38 can be any cationic filter suitable for filtering or adsorbing any particles or molecules having a negative charge, e.g. a net negative charge or regions of negative charge.
- Suitable materials for first cationic filter 38 include glass, glass treated fiber, nylon, nylon treated with a coating, polyester, polyester treated with a coating, teflon, or polycarbonate. The material can have a variety of configurations, such as a membrane or pleated membrane.
- First cationic filter 40 can include pore sizes of between about 0.45 micron and about 0.8 micron and can have a capacity of about .03 to about 0.5 ⁇ mol/cm 2 .
- Second cationic filter 40 can be any cationic filter suitable for filtering or adsorbing residual amounts of a chemical contaminant, such as DNA or DNA fragments.
- Suitable materials for second cationic filter 40 include nylon, nylon treated with a coating, polyester, polyester treated with a coating, Teflon, or polycarbonate. The material can have a variety of configurations, such as a membrane or pleated membrane.
- Second cationic filter 40 can include pore sizes of between about 0.1 micron and about 0.2 micron and can have a capacity to bind about 0.01 to about 1.5 ⁇ mol of a negatively charged species per square centimeter of filter area ( ⁇ mol/cm 2 ), preferably about .03 to about 0.5 ⁇ mol/cm 2 , preferably about 0.06 to about 0.3 ⁇ mol/cm 2 , preferably about 0.15 ⁇ mol/cm 2 .
- First cationic filter 38 preferably includes a glass filter 42, which is cationic due to the surface charge of the glass material, or a coating on the glass material that imparts a surface charge, and has a pore size of about 0.45 micron.
- Preferred glass filters 42 also include also include an absolute filter or an electronic grade particle rejection (e.g. 99.99%) filter.
- a preferred glass filter 42 is generally cylindrical, pleated, and has a size of about 4 feet by about 2.5 inches in diameter and a surface area of about 22 square feet.
- Suppliers of preferred glass filters and filter materials include Parker Hannifin, Osmonics, and MSI, who sell glass filters under designations such as Calyx CG glass microfiber cartridges (MSI), Inphorm process filters (Parker Hannifin), and Fulflo ® Glass-Mate cartridges (Parker Hannifin).
- Second cationic filter 40 preferably includes a nylon filter 44, which is cationic due to a surface coating and a pore size of about 0.1 to about 0.2 microns.
- the second cationic filter is preferably generally cylindrical, pleated, and has a length of about 4 feet and diameter of about 2.5 inches.
- Suitable nylon filters 44 also include an O-ring seal assembly, preferable a 222 or 226 assembly.
- a preferred nylon filter 44 has a size of about 4 feet by about 2.5 inches in diameter.
- Suppliers of preferred nylon filters and filter materials include Osmonics, MSI, Parker Hannifin, and U.S. Filter, under designations such as Calyx PH Nylon cartridges (MSI), Calyx CN Nylon cartridges (MSI), AdvantageTM TM filter cartridges (Parker Hannifin), and Ultra Pure membranes (Parker Hannifin).
- the crude vegetable oil processed through the chemical contaminant removal system 30 can be referred to as reduced contaminant vegetable oil 32, because it has been treated for the removal of chemical contaminants.
- chemical contaminant removal system 30 provides a reduced contaminant vegetable oil 32 with levels of chemical contaminants reduced below a level of about 10, 3, 1, 0.3, 0.1, 0.03, or 0.01 ⁇ g/mL or below about 3, 1, 0.3, or 0.1 ng/mL.
- the reduced contaminant vegetable oil includes levels of protein and polynucleotides that cannot be detected by typically sensitive PCR or commercial dye or stain based protein assays.
- chemical contaminant removal system 30 provides a reduced contaminant vegetable oil 32 with levels of DNA reduced below a level of about 10, 3, 1, 0.3, 0.1, 0.03, or 0.01 ⁇ g/mL, below about 3, 1, 0.3, 0.1, 0.03, 0.01 ng/mL, below about 3, 1, 0.3, 0.1, 0.03, 0.01 pg/mL, or below about 3, 1, 0.3, 0.1, 0.03, 0.01, 0.003, 0.001, 0.0003, or 0.0001 fg/mL; more preferably less than about l ⁇ g/mL, about O. l ⁇ g/mL, about O.Ol ⁇ g/mL, or about 1 ng/ml.
- these levels of DNA refer to levels of DNA having about 88 or more bases, with unspecified amounts of smaller DNA fragments.
- the reduced contaminant vegetable oil includes a level of DNA that is undetectable by PCR employing typically sensitive conditions and primers for finding DNA in a food product.
- PCR can run for about 10 to about 30 cycles with primers for DNA typically found in a genetically modified organism, e.g. the 35S promoter from cauliflower mosaic virus. Suitable methods for such PCR are known to those of skill in the art and are described in references such as:
- Reduced contaminant vegetable oil can be processed by conventional degumming, or by converting to miscella and using known methods for processing miscella, to produce lecithin that has been treated for the removal of chemical contaminants, which can be referred to as reduced contaminant vegetable lecithin 46.
- chemical contaminant removal system 30 and subsequent processing of reduced contaminant vegetable oil provide a reduced contaminant vegetable lecithin 46 with levels of chemical contaminants reduced below a level of about 10, 3, 1, 0.3, 0.1, 0.03, or 0.01 ⁇ g/mL or below about 3, 1, 0.3, or 0.1 ng/mL.
- the reduced contaminant vegetable lecithin 46 includes levels of protein and polynucleotides that cannot be detected by typically sensitive PCR or commercial dye or stain based protein assays.
- chemical contaminant removal system 30 and subsequent processing provides a reduced contaminant vegetable lecithin 46 with levels of DNA reduced below a level of about 10, 3, 1, 0.3, 0.1, 0.03, or 0.01 ⁇ g/mL, below about 3, 1, 0.3, 0.1, 0.03, 0.01 ng/mL, below about 3, 1, 0.3, 0.1, 0.03, 0.01 pg/mL, or below about 3, 1, 0.3, 0.1, 0.03, 0.01, 0.003, 0.001, 0.0003, or 0.0001 fg/mL; more preferably less than about l ⁇ g/mL, about O.l ⁇ g/mL, about O.Ol ⁇ g/mL, or about 1 ng/ml.
- these levels of DNA refer to levels of DNA having about 88 or more bases, with unspecified amounts of smaller DNA fragments.
- the reduced contaminant vegetable lecithin 46 includes a level of DNA that is undetectable by PCR employing typically sensitive conditions and primers for finding DNA in a food product.
- PCR can run for about 10 to about 30 cycles with primers for DNA typically found in a genetically modified organism, e.g. the 35S promoter from cauliflower mosaic virus. Suitable methods for such PCR are described hereinabove.
- the method was employed with a feed rate of 8 liters per minute through a filter with a surface area of 90 square feet.
- the level of DNA was reduced below a level detectable by PCR employing primers specific for soybean DNA or for cauliflower mosaic virus 35S promoter and NOS terminator. PCR was conducted by the testing organization Genescan, Germany employing proprietary, but commercially available, methods.
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Microbiology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Food Science & Technology (AREA)
- Polymers & Plastics (AREA)
- Fats And Perfumes (AREA)
Abstract
Priority Applications (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP01954795A EP1301581A1 (fr) | 2000-07-21 | 2001-07-20 | Procede d'elimination de contaminants presents dans de l'huile vegetale et dans de la lecithine |
AU2001277016A AU2001277016A1 (en) | 2000-07-21 | 2001-07-20 | Method for removing contaminants from vegetable oil and lecithin |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US62116100A | 2000-07-21 | 2000-07-21 | |
US09/621,161 | 2000-07-21 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2002008368A1 true WO2002008368A1 (fr) | 2002-01-31 |
Family
ID=24488989
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/US2001/022842 WO2002008368A1 (fr) | 2000-07-21 | 2001-07-20 | Procede d'elimination de contaminants presents dans de l'huile vegetale et dans de la lecithine |
Country Status (4)
Country | Link |
---|---|
EP (1) | EP1301581A1 (fr) |
AR (1) | AR032468A1 (fr) |
AU (1) | AU2001277016A1 (fr) |
WO (1) | WO2002008368A1 (fr) |
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE102006060107A1 (de) * | 2006-12-08 | 2008-06-12 | Westfalia Separator Ag | Verfahren zur Abscheidung von Feststoffen aus einem fließfähigen Produkt |
WO2011088806A2 (fr) | 2010-01-19 | 2011-07-28 | Zentiva, K.S. | Procédé de production industrielle d'une forme amorphe d'atorvastatine ayant une grande surface spécifique et utilisation de cette dernière dans une forme pharmaceutique. |
WO2013068443A1 (fr) | 2011-11-09 | 2013-05-16 | Sondboe Sverre | Procédés membranaires pour la diminution d'au moins une impureté et fabrication d'un concentré comprenant au moins un composant naturel à partir d'un mélange huileux d'acides gras non marins, et compositions en résultant |
WO2014099726A1 (fr) * | 2012-12-20 | 2014-06-26 | Cargill, Incorporated | Procédé de purification de lécithine |
US9150836B2 (en) | 2003-11-12 | 2015-10-06 | E I Du Pont De Nemours And Company | Delta-15 desaturases suitable for altering levels of polyunsaturated fatty acids in oilseed plants and oleaginous yeast |
CN110106215A (zh) * | 2019-05-10 | 2019-08-09 | 武汉友谊兴泰科技有限公司 | 一种果糖生产过程中糖化、过滤工艺及其设备 |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0320050A1 (fr) * | 1987-12-04 | 1989-06-14 | Frysafe Drijfholt b.v. | Procédé et appareil pour récurer les huiles et graisses de cuisson épuisées ainsi qu'une friteuse à cuisson pourvue d'un tel appareil |
US5128162A (en) * | 1990-07-31 | 1992-07-07 | Kraft General Foods, Inc. | Method for removing cholesterol from edible oils |
US5660984A (en) * | 1994-12-09 | 1997-08-26 | Davis; Thomas E. | DNA isolating apparatus comprising a non-porous DNA binding, anion exchange resin and methods of use thereof |
FR2760756A1 (fr) * | 1997-03-17 | 1998-09-18 | Richard De Nyons | Procede de production des huiles vegetales hypoallergeniques |
WO2000040697A1 (fr) * | 1999-01-06 | 2000-07-13 | Invitrogen Corporation | Procedes et compositions permettant d'isoler des molecules d'acide nucleique |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
NL8701450A (nl) * | 1987-06-22 | 1989-01-16 | Solvay | Werkwijze voor het transformeren van cellen. |
-
2001
- 2001-07-20 WO PCT/US2001/022842 patent/WO2002008368A1/fr not_active Application Discontinuation
- 2001-07-20 EP EP01954795A patent/EP1301581A1/fr not_active Ceased
- 2001-07-20 AU AU2001277016A patent/AU2001277016A1/en not_active Abandoned
- 2001-07-23 AR ARP010103504A patent/AR032468A1/es unknown
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0320050A1 (fr) * | 1987-12-04 | 1989-06-14 | Frysafe Drijfholt b.v. | Procédé et appareil pour récurer les huiles et graisses de cuisson épuisées ainsi qu'une friteuse à cuisson pourvue d'un tel appareil |
US5128162A (en) * | 1990-07-31 | 1992-07-07 | Kraft General Foods, Inc. | Method for removing cholesterol from edible oils |
US5660984A (en) * | 1994-12-09 | 1997-08-26 | Davis; Thomas E. | DNA isolating apparatus comprising a non-porous DNA binding, anion exchange resin and methods of use thereof |
FR2760756A1 (fr) * | 1997-03-17 | 1998-09-18 | Richard De Nyons | Procede de production des huiles vegetales hypoallergeniques |
WO2000040697A1 (fr) * | 1999-01-06 | 2000-07-13 | Invitrogen Corporation | Procedes et compositions permettant d'isoler des molecules d'acide nucleique |
Non-Patent Citations (4)
Title |
---|
MEYER, R.: "Development and application of DNA analytical methods for the detction of GMOs in food.", FOOD CONTROL., vol. 10, 1999, BUTTERWORTH, LONDON., GB, pages 391 - 399, XP002185239, ISSN: 0956-7135 * |
PAULI, U., LINIGER, M., AND ZIMMERMAN, A.: "Detection of DNA in soybean oil", ZEITSCHRIFT FUER LEBENSMITTEL-UNTERSUCHUNG UND -FORSCHUNG. A, EUROPEAN FOOD RESEARCH AND TECHNOLOGY, vol. 207, 1998, SPRINGER, HEIDELBERG, DE, pages 264 - 267, XP001041833, ISSN: 1431-4630 * |
See also references of EP1301581A1 * |
VAITILINGON, M., PIJNENBURG, H., GNEDRE, F., AND BRIGNON, P.: "Real-time quantitative PCR detection of genetically modified maximizer maize and roundup ready soybean in some representatative foods", JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY., vol. 47, 1999, AMERICAN CHEMICAL SOCIETY. WASHINGTON., US, pages 5261 - 5266, XP002185240, ISSN: 0021-8561 * |
Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US9150836B2 (en) | 2003-11-12 | 2015-10-06 | E I Du Pont De Nemours And Company | Delta-15 desaturases suitable for altering levels of polyunsaturated fatty acids in oilseed plants and oleaginous yeast |
DE102006060107A1 (de) * | 2006-12-08 | 2008-06-12 | Westfalia Separator Ag | Verfahren zur Abscheidung von Feststoffen aus einem fließfähigen Produkt |
WO2011088806A2 (fr) | 2010-01-19 | 2011-07-28 | Zentiva, K.S. | Procédé de production industrielle d'une forme amorphe d'atorvastatine ayant une grande surface spécifique et utilisation de cette dernière dans une forme pharmaceutique. |
WO2013068443A1 (fr) | 2011-11-09 | 2013-05-16 | Sondboe Sverre | Procédés membranaires pour la diminution d'au moins une impureté et fabrication d'un concentré comprenant au moins un composant naturel à partir d'un mélange huileux d'acides gras non marins, et compositions en résultant |
WO2014099726A1 (fr) * | 2012-12-20 | 2014-06-26 | Cargill, Incorporated | Procédé de purification de lécithine |
US9328314B2 (en) | 2012-12-20 | 2016-05-03 | Cargill, Incorporated | Method for the purification of lecithin |
US9605009B2 (en) | 2012-12-20 | 2017-03-28 | Cargill, Incorporated | Method for the purification of lecithin |
CN110106215A (zh) * | 2019-05-10 | 2019-08-09 | 武汉友谊兴泰科技有限公司 | 一种果糖生产过程中糖化、过滤工艺及其设备 |
Also Published As
Publication number | Publication date |
---|---|
AR032468A1 (es) | 2003-11-12 |
AU2001277016A1 (en) | 2002-02-05 |
EP1301581A1 (fr) | 2003-04-16 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
EP1144562B1 (fr) | Procede de traitement de miscella d'huile vegetale | |
CA1046424A (fr) | Methode de purification | |
Lin et al. | Bench-scale membrane degumming of crude vegetable oil: process optimization | |
EP0526954B1 (fr) | Procédé pour raffiner les huiles glycéridiques | |
US6833149B2 (en) | Method and apparatus for processing vegetable oil miscella, method for conditioning a polymeric microfiltration membrane, membrane, and lecithin product | |
WO2002008368A1 (fr) | Procede d'elimination de contaminants presents dans de l'huile vegetale et dans de la lecithine | |
EP0182396A2 (fr) | Procédé de traitement d'huiles triglycéridiques | |
WO2001058467A1 (fr) | Extraction d'une proteine de mais (zeine) d'un plat contenant du gluten | |
DE60312225T2 (de) | Filtrierhilfsmittel auf basis von säureaktiviertem lehm | |
Hafidi et al. | Adsorptive fouling of inorganic membranes during microfiltration of vegetable oils | |
US2632012A (en) | Process for separating oil-soluble substances | |
EP1416037B1 (fr) | Traitment physique d'huile d'olives | |
RU2805083C1 (ru) | Способ двухступенчатой рафинационной очистки растительных масел с поэтапным внесением адсорбентов | |
Selvamuthukumaran | Membrane Technology for Degumming, Dewaxing and Decolorization of Crude Oil | |
CN112239701B (zh) | 植物油的机械化学提取方法 | |
US2857411A (en) | Double soak filtration-extraction of vegetable oil-bearing materials | |
Spadaro et al. | Pilot-plant fractionation of cottonseed. III. Process development of differential settling | |
JPS62179598A (ja) | 油脂の抽出方法 | |
CN1654615A (zh) | 无机膜净化植物混合油的方法 | |
EF et al. | Separating the Fractions of Cottonseed | |
JPS58107140A (ja) | 精製リン脂質の製造方法 | |
RU99121648A (ru) | Способ и устройство для очистки жидкостей, содержащих загрязнения | |
HU195532B (en) | Process for yielding weeds |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
AK | Designated states |
Kind code of ref document: A1 Designated state(s): AE AG AL AM AT AU AZ BA BB BG BR BY BZ CA CH CN CO CR CU CZ DE DK DM DZ EC EE ES FI GB GD GE GH GM HR HU ID IL IN IS JP KE KG KP KR KZ LC LK LR LS LT LU LV MA MD MG MK MN MW MX MZ NO NZ PL PT RO RU SD SE SG SI SK SL TJ TM TR TT TZ UA UG UZ VN YU ZA ZW |
|
AL | Designated countries for regional patents |
Kind code of ref document: A1 Designated state(s): GH GM KE LS MW MZ SD SL SZ TZ UG ZW AM AZ BY KG KZ MD RU TJ TM AT BE CH CY DE DK ES FI FR GB GR IE IT LU MC NL PT SE TR BF BJ CF CG CI CM GA GN GQ GW ML MR NE SN TD TG |
|
121 | Ep: the epo has been informed by wipo that ep was designated in this application | ||
DFPE | Request for preliminary examination filed prior to expiration of 19th month from priority date (pct application filed before 20040101) | ||
WWE | Wipo information: entry into national phase |
Ref document number: 2001954795 Country of ref document: EP |
|
WWP | Wipo information: published in national office |
Ref document number: 2001954795 Country of ref document: EP |
|
REG | Reference to national code |
Ref country code: DE Ref legal event code: 8642 |
|
ENP | Entry into the national phase |
Ref document number: 2003129229 Country of ref document: RU Kind code of ref document: A Format of ref document f/p: F Ref document number: 2003129230 Country of ref document: RU Kind code of ref document: A Format of ref document f/p: F Ref document number: 2003129231 Country of ref document: RU Kind code of ref document: A Format of ref document f/p: F |
|
NENP | Non-entry into the national phase |
Ref country code: JP |
|
WWR | Wipo information: refused in national office |
Ref document number: 2001954795 Country of ref document: EP |
|
WWW | Wipo information: withdrawn in national office |
Ref document number: 2001954795 Country of ref document: EP |