JPS63191899A - トリグリセリド油の脱ガム化方法 - Google Patents
トリグリセリド油の脱ガム化方法Info
- Publication number
- JPS63191899A JPS63191899A JP28760487A JP28760487A JPS63191899A JP S63191899 A JPS63191899 A JP S63191899A JP 28760487 A JP28760487 A JP 28760487A JP 28760487 A JP28760487 A JP 28760487A JP S63191899 A JPS63191899 A JP S63191899A
- Authority
- JP
- Japan
- Prior art keywords
- oil
- acid
- citric acid
- triglyceride
- phosphorus
- 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.)
- Pending
Links
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 title claims description 24
- 239000003921 oil Substances 0.000 claims description 163
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid group Chemical group C(CC(O)(C(=O)O)CC(=O)O)(=O)O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 99
- 238000000034 method Methods 0.000 claims description 83
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 41
- 229910052698 phosphorus Inorganic materials 0.000 claims description 41
- 239000011574 phosphorus Substances 0.000 claims description 41
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 26
- 238000004061 bleaching Methods 0.000 claims description 24
- 239000002253 acid Substances 0.000 claims description 23
- 239000000203 mixture Substances 0.000 claims description 21
- 239000007864 aqueous solution Substances 0.000 claims description 17
- 239000010802 sludge Substances 0.000 claims description 16
- 239000004927 clay Substances 0.000 claims description 15
- 238000003756 stirring Methods 0.000 claims description 14
- 239000001993 wax Substances 0.000 claims description 14
- 150000001875 compounds Chemical class 0.000 claims description 10
- 150000008065 acid anhydrides Chemical class 0.000 claims description 9
- 238000005119 centrifugation Methods 0.000 claims description 9
- 239000007788 liquid Substances 0.000 claims description 9
- 150000007524 organic acids Chemical class 0.000 claims description 9
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims description 4
- 239000002994 raw material Substances 0.000 claims description 4
- 238000000926 separation method Methods 0.000 claims description 4
- 235000013311 vegetables Nutrition 0.000 claims description 4
- 239000007844 bleaching agent Substances 0.000 claims description 3
- 235000013305 food Nutrition 0.000 claims description 2
- 239000002199 base oil Substances 0.000 claims 2
- 239000006193 liquid solution Substances 0.000 claims 1
- 235000019198 oils Nutrition 0.000 description 123
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 14
- 239000000047 product Substances 0.000 description 14
- 235000021588 free fatty acids Nutrition 0.000 description 13
- 150000003904 phospholipids Chemical class 0.000 description 12
- 239000000344 soap Substances 0.000 description 9
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 7
- 238000012545 processing Methods 0.000 description 7
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 150000003626 triacylglycerols Chemical class 0.000 description 6
- 238000004332 deodorization Methods 0.000 description 5
- 238000006386 neutralization reaction Methods 0.000 description 5
- 238000004042 decolorization Methods 0.000 description 4
- 238000000605 extraction Methods 0.000 description 4
- 238000001914 filtration Methods 0.000 description 4
- 239000003549 soybean oil Substances 0.000 description 4
- 235000012424 soybean oil Nutrition 0.000 description 4
- 239000007921 spray Substances 0.000 description 4
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 3
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 3
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 3
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 3
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 3
- 239000005642 Oleic acid Substances 0.000 description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- 235000019484 Rapeseed oil Nutrition 0.000 description 3
- 238000007796 conventional method Methods 0.000 description 3
- 230000001877 deodorizing effect Effects 0.000 description 3
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 3
- 239000002244 precipitate Substances 0.000 description 3
- 238000000638 solvent extraction Methods 0.000 description 3
- 235000014698 Brassica juncea var multisecta Nutrition 0.000 description 2
- 235000006008 Brassica napus var napus Nutrition 0.000 description 2
- 235000006618 Brassica rapa subsp oleifera Nutrition 0.000 description 2
- 244000188595 Brassica sinapistrum Species 0.000 description 2
- 235000004977 Brassica sinapistrum Nutrition 0.000 description 2
- 235000019486 Sunflower oil Nutrition 0.000 description 2
- 235000013252 Viburnum trilobum Nutrition 0.000 description 2
- 244000306586 Viburnum trilobum Species 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 239000008157 edible vegetable oil Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 230000000977 initiatory effect Effects 0.000 description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
- 235000019645 odor Nutrition 0.000 description 2
- 150000003018 phosphorus compounds Chemical class 0.000 description 2
- 238000000746 purification Methods 0.000 description 2
- 235000011121 sodium hydroxide Nutrition 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000002600 sunflower oil Substances 0.000 description 2
- POXUQBFHDHCZAD-MHTLYPKNSA-N (2r)-2-[(4s)-2,2-dimethyl-1,3-dioxolan-4-yl]-3,4-dihydroxy-2h-furan-5-one Chemical compound O1C(C)(C)OC[C@H]1[C@@H]1C(O)=C(O)C(=O)O1 POXUQBFHDHCZAD-MHTLYPKNSA-N 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 235000019568 aromas Nutrition 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000005352 clarification Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 230000003750 conditioning effect Effects 0.000 description 1
- 239000000356 contaminant Substances 0.000 description 1
- 239000002285 corn oil Substances 0.000 description 1
- 235000005687 corn oil Nutrition 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 238000009775 high-speed stirring Methods 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 238000009434 installation Methods 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 239000004310 lactic acid Substances 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- 125000002743 phosphorus functional group Chemical group 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 238000007670 refining Methods 0.000 description 1
- 235000014102 seafood Nutrition 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 238000001256 steam distillation Methods 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- 238000003828 vacuum filtration Methods 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000002699 waste material 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
- C11B3/001—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
- C11B3/02—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)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Microbiology (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Fats And Perfumes (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US92988986A | 1986-11-13 | 1986-11-13 | |
US929889 | 1992-08-11 |
Publications (1)
Publication Number | Publication Date |
---|---|
JPS63191899A true JPS63191899A (ja) | 1988-08-09 |
Family
ID=25458645
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP28760487A Pending JPS63191899A (ja) | 1986-11-13 | 1987-11-13 | トリグリセリド油の脱ガム化方法 |
Country Status (4)
Country | Link |
---|---|
EP (1) | EP0269277B1 (fr) |
JP (1) | JPS63191899A (fr) |
DE (1) | DE3771670D1 (fr) |
DK (1) | DK579887A (fr) |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH041296A (ja) * | 1990-04-19 | 1992-01-06 | Nisshin Oil Mills Ltd:The | 植物油の脱ロウ法 |
JPH0551593A (ja) * | 1991-08-26 | 1993-03-02 | Nisshin Oil Mills Ltd:The | 食用油の製造法 |
JP2009536970A (ja) * | 2006-02-28 | 2009-10-22 | グレース・ゲーエムベーハー・ウント・コムパニー・カーゲー | バイオディーゼル燃料を製造するための吸着剤粒子を用いる物理的精製方法 |
JP2022515784A (ja) * | 2018-12-28 | 2022-02-22 | ネステ オサケ ユキチュア ユルキネン | 脂質材料を処理するための方法 |
WO2022270596A1 (fr) * | 2021-06-24 | 2022-12-29 | 不二製油グループ本社株式会社 | Procédé de production d'huile et de matière grasse alimentaire |
Families Citing this family (16)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
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 |
DE69127127T2 (de) * | 1990-05-04 | 1998-01-08 | Unilever Nv | Verfahren zur Raffination eines Glyceridols |
HU208037B (en) * | 1990-08-23 | 1993-07-28 | Noevenyolajipari Mososzergyart | Process for diminishing nonhydratable slime- and vax-content of plant-oils |
AU672858B2 (en) * | 1992-12-03 | 1996-10-17 | Unilever Plc | Process for the refining of edible oils |
DE102006061603A1 (de) * | 2006-12-27 | 2008-07-03 | Alois Dotzer | Kraftstoff |
FR2935709B1 (fr) * | 2008-09-05 | 2011-06-03 | Veolia Proprete | Procede de traitement de dechets gras |
DE102008048009A1 (de) | 2008-09-19 | 2010-03-25 | Rmenergy Umweltverfahrenstechnik Gmbh | Vorrichtung zur dezentralen Aufbereitung nativer Öle und Fette zur Nutzung als Kraftstoff oder als Rohstoff für die Biodieselherstellung |
DE102009049950A1 (de) | 2009-10-19 | 2011-04-21 | Lurgi Gmbh | Verfahren zur Aufarbeitung von leicht verseifbarem Rohöl pflanzlicher oder tierischer Herkunft, für die Weiterverarbeitung zu Biodiesel |
DE102010048367A1 (de) | 2010-10-13 | 2012-04-19 | Süd-Chemie AG | Verfahren zur Entfernung von Phosphor-haltigen Verbindungen aus Triglycerid-haltigen Zusammensetzungen |
DE102010055969A1 (de) | 2010-12-23 | 2012-06-28 | Süd-Chemie AG | Verfahren zur Aufreinigung von organischen Flüssigkeiten |
CN103635564B (zh) | 2011-04-14 | 2015-07-01 | 魄勒欧米茄公司 | 一种分离磷脂的方法 |
CA3026848A1 (fr) | 2016-06-10 | 2017-12-14 | Drei Lilien Pvg Gmbh & Co. Kg | Procede d'extraction aqueuse pour obtenir des substances mucilagineuses et induire une separation d'emulsion |
CN109259237B (zh) * | 2018-10-22 | 2021-11-09 | 辽渔南极磷虾科技发展有限公司 | 一种高epa/dha型南极磷虾油磷脂丸及其制备方法 |
CN109439430B (zh) * | 2018-10-22 | 2021-10-08 | 辽渔南极磷虾科技发展有限公司 | 一种南极磷虾油的精炼方法 |
CN109198042B (zh) * | 2018-10-22 | 2021-10-08 | 辽渔南极磷虾科技发展有限公司 | 一种高epa/dha型南极磷虾油磷脂口服液及其制备方法 |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3590059A (en) * | 1969-09-11 | 1971-06-29 | Salador Huileries Antonin Roux | Process for the purification of edible oils |
GB1541017A (en) * | 1975-03-10 | 1979-02-21 | Unilever Ltd | Degumming process for triglyceride oils |
CA1157883A (fr) * | 1981-01-26 | 1983-11-29 | United Oilseed Products Ltd. | Demucilagination des huiles vegetales brutes par procede chimique |
-
1987
- 1987-10-29 DE DE8787309597T patent/DE3771670D1/de not_active Expired - Lifetime
- 1987-10-29 EP EP19870309597 patent/EP0269277B1/fr not_active Revoked
- 1987-11-04 DK DK579887A patent/DK579887A/da not_active Application Discontinuation
- 1987-11-13 JP JP28760487A patent/JPS63191899A/ja active Pending
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH041296A (ja) * | 1990-04-19 | 1992-01-06 | Nisshin Oil Mills Ltd:The | 植物油の脱ロウ法 |
JPH0551593A (ja) * | 1991-08-26 | 1993-03-02 | Nisshin Oil Mills Ltd:The | 食用油の製造法 |
JP2009536970A (ja) * | 2006-02-28 | 2009-10-22 | グレース・ゲーエムベーハー・ウント・コムパニー・カーゲー | バイオディーゼル燃料を製造するための吸着剤粒子を用いる物理的精製方法 |
JP2022515784A (ja) * | 2018-12-28 | 2022-02-22 | ネステ オサケ ユキチュア ユルキネン | 脂質材料を処理するための方法 |
WO2022270596A1 (fr) * | 2021-06-24 | 2022-12-29 | 不二製油グループ本社株式会社 | Procédé de production d'huile et de matière grasse alimentaire |
JPWO2022270596A1 (fr) * | 2021-06-24 | 2022-12-29 |
Also Published As
Publication number | Publication date |
---|---|
EP0269277B1 (fr) | 1991-07-24 |
DE3771670D1 (de) | 1991-08-29 |
EP0269277A2 (fr) | 1988-06-01 |
EP0269277A3 (en) | 1988-07-06 |
DK579887A (da) | 1988-05-14 |
DK579887D0 (da) | 1987-11-04 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
JPS63191899A (ja) | トリグリセリド油の脱ガム化方法 | |
US5239096A (en) | Degumming process for plant oils | |
US5696278A (en) | Degumming of crude glyceride oils not exposed to prior enzymatic activity | |
EP1201737B1 (fr) | Procédé de purification d'huile végétale | |
EP0348004B1 (fr) | Procédé pour raffiner les huiles glycéridiques | |
US4280962A (en) | Methods for refining oils and fats | |
DK153228B (da) | Fremgangsmaade til afgummiering af triglyceridolier | |
US4162260A (en) | Oil purification by adding hydratable phosphatides | |
EP0737238B1 (fr) | Procede d'elimination d'impuretes ayant la couleur de la chlorophylle presentes dans des huiles vegetales | |
JP2709736B2 (ja) | 油脂の精製方法 | |
EP0122727B1 (fr) | Procédé relatif aux huiles triglycéridiques | |
US3943155A (en) | Simultaneous refining and dewaxing of crude vegetable oil | |
US6376689B1 (en) | Removal of gum and chlorophyll-type compounds from vegetable oils | |
EP0389057B1 (fr) | Procédé pour raffiner les huiles glycéridiques au moyen d'hydrogel de silice | |
KR890001463B1 (ko) | 유(油)의 정제방법 | |
Forster et al. | Physical refining | |
EP0170242B1 (fr) | Elimination par étapes de cires d'huiles végétales comestibles | |
JPS6243476B2 (fr) | ||
US10329514B2 (en) | Enzymatic degumming | |
JP2000119682A (ja) | 米ぬか油の製造方法 | |
JPS62256894A (ja) | 油脂の精製法 | |
JP3949901B2 (ja) | リン含有分の低い米ぬか油の製造方法 | |
GB2162530A (en) | Bleaching and dewaxing vegetable oils | |
WO2023122596A1 (fr) | Procédé d'élimination d'impuretés d'une huile végétale | |
JPS6314759B2 (fr) |