EP0507363B1 - Process for the continuous removal of a gum phase from triglyceride oil - Google Patents
Process for the continuous removal of a gum phase from triglyceride oil Download PDFInfo
- Publication number
- EP0507363B1 EP0507363B1 EP92200543A EP92200543A EP0507363B1 EP 0507363 B1 EP0507363 B1 EP 0507363B1 EP 92200543 A EP92200543 A EP 92200543A EP 92200543 A EP92200543 A EP 92200543A EP 0507363 B1 EP0507363 B1 EP 0507363B1
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- EP
- European Patent Office
- Prior art keywords
- oil
- stage
- gum phase
- centrifugal separator
- process according
- Prior art date
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
- C11B3/00—Refining fats or fatty oils
- C11B3/006—Refining fats or fatty oils by extraction
-
- 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
- C11B3/16—Refining fats or fatty oils by mechanical means
Definitions
- the present invention relates to a process for the continuous removal of a gum phase from triglyceride oil resulting in a gum phase with low oil content and a degummed oil which after bleaching may be physically refined.
- the present process comprises the following stages:
- Crude triglyceride oils as obtained by pressing and/or extracting oil seeds or animal matter contain several compounds other than triglycerides. Some of these compounds such as phosphatides, free fatty acids, odours, colouring matter, waxes and metal compounds must be removed because they adversely affect taste, smell, appearance and keepability of the refined oil.
- the process disclosed in FR-A-1.108.998 is a process for refining crude triglyceride oil in which, in a first stage, the crude oil is water-degummed with water comprising salts and one centrifuge, and in a second stage the water-degummed oil is alkali refined with sodium hydroxide and one centrifuge.
- the soapstock resulting from the second stage is discarded while the wet gum phase resulting from the first stage is fed to a holding tank in which the gums are separated from the water comprising salts by gravity.
- the effluent water is finally recycled for subsequent degumming.
- the degumming stage itself is operated by one single centrifugal separator.
- the invention relates to a process for the continuous removal of a gum phase from triglyceride oil resulting in a gum phase with low oil content and a degummed oil which after bleaching may be physically refined.
- the process according to the invention is a process for the continuous removal of a gum phase from triglyceride oil, comprising the following stages:
- the process according to the invention can advantageously be used in the degumming process according to US-A-4,698,185.
- water degummed vegetable oils are treated with finely dispersed aqueous acid whereupon this acid is partially neutralised so that a gum phase is formed. If such oils containing a gum phase are processed according to the present invention, the oils thus obtained may be physically refined.
- the process according to the invention can advantageously be applied to degum oils treated by the process according to GB-A-1 565 569.
- This process entails adding an acid to crude oil, allowing a contact time of approximately 10 min., partially neutralising this acid with a base and then allowing an extended contact time for the development of a separate gum phase which is finally to be removed from the oil.
- the process according to the invention can also advantageously be applied to degum oils treated by the process according to US-A-4,049,686.
- US-A-4,049,686 a process is described in which oil is treated with an acid and cooled to below 40°C whereupon the nonhydratable phospholipids form gums in a form that can be removed from the oil e.g. by centrifuge.
- the type of oil to be degummed by the process according to the invention is not critical.
- edible triglyceride oils like soybean oil, sunflowerseed oil, rapeseed oil, palm oil and other vegetable oils as well as animal oils and fats can all be successfully processed provided the gum phase has been successfully developed before the oil is fed to the first centrifugal separator.
- the washing water to be mixed into the oil obtained from the first centrifugal separator can be water, diluted non-toxic acid, e.g. citric acid, water containing salts, demineralized water or effluent water resulting from the optional washing stage.
- the amount of washing water to be mixed into the oil leaving the first centrifugal separator generally ranges from 0.05 to 10 wt.%, preferably between 1 and 5 wt.%.
- the oil - washing water mixture is then optionally passed to a holding vessel.
- This holding time generally ranges from 10 seconds to 30 minutes, preferably from 0.5 to 15 minutes.
- the temperature in said holding vessel is preferably between 60 and 110 °C.
- the whole process according to the present invention is preferably operated at a temperature ranging from 60 to 110°C, even more preferable at a temperature in the range of 80 to 100°C.
- the centrifugal separators to be used in the process according to the invention can be disc centrifuges, decanters or other equipment capable of continuously separating a gum phase from an oil phase.
- the performance of such equipment can commonly be adjusted to yield either a gum stream with low oil content or an oil stream with low gum content as set out in EP-A-349 718.
- the oil phase obtained by the process according to the invention may further be dried and bleached with commonly known bleaching means prior to being physically refined or refined by alkali neutralisation.
- the feed consisted of water-degummed soybean oil having a temperature of approximately 90°C, a residual phosphorus content of approximately 120 ppm and an iron content of approximately 1.15 ppm.
- the separate gum phase was formed according to US-A-4,698,185 applying 0.20 vol.% phosphoric acid of 80 % strength, a contact time equal to 2.5 min. (at a throughput of 9.3 tons/h.) and a 50 % neutralization of the phosphoric acid with 12°Bé caustic soda.
- the soybean oil comprising a separate gum phase was, in the first stage of the process according to the invention, fed to a centrifugal separator, resulting into a gum phase having a triglyceride oil content of approximately 19 wt.% (calculated on dry matter) and triglyceride oil which still contained a fraction of the phosphatides originally present in the feed.
- the above table also shows that the moisture content of oil resulting from the second centrifugal separator does not increase when operating in accordance with the invention. It also demonstrates, that the first centrifugal separator is able to remove the extra water introduced into the oil at the stage in between the centrifugal separators.
- the feed consisted of partially water-degummed rapeseed oil having a temperature of approximately 90°C, a residual phosphorus content of approximately 158 ppm and an iron content of approximately 1.58 ppm.
- the separate gum phase was formed according to US-A-4,698,185 applying 0.16 vol.% phosphoric acid of 80 % strength, a contact time equal to 2.5 min. (at a throughput of 9.0 tons/h.) and a 50 % neutralization of the phosphoric acid with 12°Bé caustic soda.
- the rapeseed oil comprising a separate gum phase was, in the first stage of the process according to the invention, fed to a centrifugal separator, resulting into a gum phase having a triglyceride oil content of approximately 14 wt.% (calculated on dry matter) and triglyceride oil which still contained a fraction of the phosphatides originally present in the feed.
- the same rapeseed oil, in which the separate gum phase was formed as mentioned above, was treated by the process according to EP-A-0 349 718, including two washing stages.
- the oil content of the gum phase obtained by the process according to EP-A-349 718 was approximately 12.6 % (calculated on dry matter).
- oils thus obtained were bleached with 0.5 wt.% bleaching earth ( Tonsil ACCFF, Süd Chemie, Kunststoff, Germany) at 100°C under vacuum for 30 minutes whereupon the oil was allowed to cool to below 90°C before the bleaching earth was filtered off. Subsequently, the bleached oils were physically refined at 240°C for 2 hours at a vacuum below 400 Pa (30 mmHg). Both oils had a bland neutral taste and showed excellent keepability.
- Tonsil ACCFF Tonsil ACCFF, Süd Chemie, Kunststoff, Germany
- the above table 2 clearly illustrates that the residual phosphorus content of the oil resulting from the second centrifugal separator is much lower when operating in accordance to the invention rather than according to EP-A-0 349 718. Furthermore, the above table shows that the oil according to the invention can, after drying, be bleached with the usual amount of bleaching earth in order to obtain a high quality refined oil.
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- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Wood Science & Technology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Microbiology (AREA)
- Organic Chemistry (AREA)
- Mechanical Engineering (AREA)
- Fats And Perfumes (AREA)
- Peptides Or Proteins (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Centrifugal Separators (AREA)
- Treatment Of Liquids With Adsorbents In General (AREA)
Abstract
Description
- The present invention relates to a process for the continuous removal of a gum phase from triglyceride oil resulting in a gum phase with low oil content and a degummed oil which after bleaching may be physically refined. The present process comprises the following stages:
- a) in a first stage the oil containing a separate gum phase is subjected to centrifugal separation in a first centrifugal separator to yield a gum phase with minimal oil content and an oil that still contains a fraction of the gums originally present in the feed;
- b) in a second stage an amount of washing water is mixed into the oil obtained from the first centrifugal separator, which mixture is optionally passed to a holding vessel;
- c) in a third stage the mixture obtained at stage b) is subjected to centrifugal separation in a second centrifugal separator to yield oil with a minimum residual gum content and a wet gum phase with a much higher oil content than the gum phase obtained at stage a);
- d) in a fourth stage the wet gum phase obtained at stage c) is recycled into the oil stream fed to the first centrifugal separator.
- Crude triglyceride oils as obtained by pressing and/or extracting oil seeds or animal matter contain several compounds other than triglycerides. Some of these compounds such as phosphatides, free fatty acids, odours, colouring matter, waxes and metal compounds must be removed because they adversely affect taste, smell, appearance and keepability of the refined oil.
- Several processes for the removal of these unwanted compounds are known and frequently discussed in the literature.
- The degumming process disclosed in the Journal of the American Oil Chemists' Society, vol. 24, 1947, Pages 261-264 comprises two centrifugal separators, the latter of which removes washing water added between both centrifugal separators. In this process both centrifugal separation stages involve significant triglyceride oil losses and the process does not allow to recover the triglyceride oil entrained with the effluent phases.
- The process disclosed in FR-A-1.108.998 is a process for refining crude triglyceride oil in which, in a first stage, the crude oil is water-degummed with water comprising salts and one centrifuge, and in a second stage the water-degummed oil is alkali refined with sodium hydroxide and one centrifuge. The soapstock resulting from the second stage is discarded while the wet gum phase resulting from the first stage is fed to a holding tank in which the gums are separated from the water comprising salts by gravity. The effluent water is finally recycled for subsequent degumming. The degumming stage itself is operated by one single centrifugal separator.
- A process for the continuous removal of a gum phase from triglyceride oil is described in EP-A-0 348 004. This process involves in a first stage degumming the oil by any conventional degumming method causing phosphatides to be hydrated, and, in a second stage, separating the undissolved and originally non-centrifugable particles from the degummed oil after optional agglomeration, by microfiltration, filtration, centrifugation, sedimentation or decantation. The main disadvantage of this process is the important loss of triglyceride oil entrained during removal of both gum phases.
- Another process for the continuous removal of a separate gum phase from triglyceride oil is described in EP-A-349 718. In a first stage of this process, the oil containing a separate gum phase is subjected to centrifugal separation to yield gums with minimal oil content and an oil that still contains a fraction of the gums originally present in the feed. In a second stage of this process, the oil obtained from the first stage is subjected to a second centrifugal separation to yield oil with a minimum residual gum content and a gum phase with a much higher oil content than the gums obtained in the first stage, which gums are recycled as such. This recycling results in a decreased loss of triglyceride oil.
- Finally, if sale of degummed oil and thus a low phosphorus content is aimed at, one or more washing stages are recommended, because the oil leaving the second centrifugal separator still has a phosphorus content that is considered to be unduly high.
- These washing stages require additional centrifugal separators and cause an effluent stream, and accordingly increase investment and processing costs.
- Therefore it is an object of the invention to provide an alternative process for the continuous removal of a gum phase from triglyceride oil resulting in gums with low oil content and degummed oil with low phosphorus content.
- It is an additional object of the invention to provide a process for the continuous removal of a gum phase from triglyceride oil, which process does not entail high investment and processing costs.
- It is also an object of the invention to provide a process for the continuous removal of a gum phase from triglyceride oil, avoiding polluting effluents.
- These and other objects and advantages of the invention will become apparent as the description of the invention proceeds.
- The invention relates to a process for the continuous removal of a gum phase from triglyceride oil resulting in a gum phase with low oil content and a degummed oil which after bleaching may be physically refined. The process according to the invention is a process for the continuous removal of a gum phase from triglyceride oil, comprising the following stages:
- a) in a first stage the oil containing a separate gum phase is subjected to centrifugal separation in a first centrifugal separator to yield a gum phase with minimal oil content and an oil that still contains a fraction of the gums originally present in the feed;
- b) in a second stage an amount ranging from 0.05 to 10 wt.%, preferably 1 to 5 wt.% of washing water is mixed into the oil obtained from the first centrifugal separator, which mixture is optionally passed to a holding vessel;
- c) in a third stage the mixture obtained at stage b) is subjected to centrifugal separation in a second centrifugal separator to yield oil with a minimum residual gum content and a wet gum phase with a much higher oil content than the gum phase obtained at stage a), and
- d) in a fourth stage the wet gum phase obtained at stage c) is recycled into the oil stream fed to the first centrifugal separator.
- It has surprisingly been found, that mixing an amount of washing water into the oil obtained from the first centrifugal separator prior to being fed to the second centrifugal separator does not affect triglyceride oil content of the gum phase leaving the first centrifugal separator. It has also surprisingly been found that this additional amount of water does not affect the water content of the oil leaving the second centrifugal separator, in that the first centrifugal separator can effectively remove the additional amount of water that has been recycled together with the gum phase from the second centrifugal separator. This additional amount of water further causes the oil obtained from the second centrifugal separator to have a much lower phosphorus content.
- It has also been found, that a usual amount of bleaching earth is required for bleaching the oil obtained according to the present invention, to provide bleached oils having a phosphorus level which is considered to be acceptable.
- It is thus an advantage of the process according to the invention over the process disclosed in EP-A-0 349 718 that one or both washing stages can be omitted, as a result of which loss of triglyceride oil entrained during these washing stages, effluent problems and investments in washing centrifuges are avoided.
- In order that the invention may be fully understood, the accompanying figure schematically represents a process line.
- The process according to the invention can advantageously be used in the degumming process according to US-A-4,698,185. In this process water degummed vegetable oils are treated with finely dispersed aqueous acid whereupon this acid is partially neutralised so that a gum phase is formed. If such oils containing a gum phase are processed according to the present invention, the oils thus obtained may be physically refined.
- Similarly the process according to the invention can advantageously be applied to degum oils treated by the process according to GB-A-1 565 569. This process entails adding an acid to crude oil, allowing a contact time of approximately 10 min., partially neutralising this acid with a base and then allowing an extended contact time for the development of a separate gum phase which is finally to be removed from the oil.
- The process according to the invention can also advantageously be applied to degum oils treated by the process according to US-A-4,049,686. In US-A-4,049,686 a process is described in which oil is treated with an acid and cooled to below 40°C whereupon the nonhydratable phospholipids form gums in a form that can be removed from the oil e.g. by centrifuge.
- The type of oil to be degummed by the process according to the invention is not critical. Thus edible triglyceride oils like soybean oil, sunflowerseed oil, rapeseed oil, palm oil and other vegetable oils as well as animal oils and fats can all be successfully processed provided the gum phase has been successfully developed before the oil is fed to the first centrifugal separator.
- The washing water to be mixed into the oil obtained from the first centrifugal separator can be water, diluted non-toxic acid, e.g. citric acid, water containing salts, demineralized water or effluent water resulting from the optional washing stage.
- The amount of washing water to be mixed into the oil leaving the first centrifugal separator generally ranges from 0.05 to 10 wt.%, preferably between 1 and 5 wt.%.
- The oil - washing water mixture is then optionally passed to a holding vessel. This holding time generally ranges from 10 seconds to 30 minutes, preferably from 0.5 to 15 minutes. The temperature in said holding vessel is preferably between 60 and 110 °C. As a matter of fact, the whole process according to the present invention is preferably operated at a temperature ranging from 60 to 110°C, even more preferable at a temperature in the range of 80 to 100°C.
- The centrifugal separators to be used in the process according to the invention can be disc centrifuges, decanters or other equipment capable of continuously separating a gum phase from an oil phase. The performance of such equipment can commonly be adjusted to yield either a gum stream with low oil content or an oil stream with low gum content as set out in EP-A-349 718.
- The oil phase obtained by the process according to the invention may further be dried and bleached with commonly known bleaching means prior to being physically refined or refined by alkali neutralisation.
- The invention is now illustrated by the following examples.
- In this example the continuous removal of a gum phase from triglyceride oil according to the invention is illustrated.
- The feed consisted of water-degummed soybean oil having a temperature of approximately 90°C, a residual phosphorus content of approximately 120 ppm and an iron content of approximately 1.15 ppm. The separate gum phase was formed according to US-A-4,698,185 applying 0.20 vol.% phosphoric acid of 80 % strength, a contact time equal to 2.5 min. (at a throughput of 9.3 tons/h.) and a 50 % neutralization of the phosphoric acid with 12°Bé caustic soda.
- The soybean oil comprising a separate gum phase was, in the first stage of the process according to the invention, fed to a centrifugal separator, resulting into a gum phase having a triglyceride oil content of approximately 19 wt.% (calculated on dry matter) and triglyceride oil which still contained a fraction of the phosphatides originally present in the feed.
- Into the oil resulting from the first centrifugal separator, 4.10 % of washing water was mixed, which mixture was passed to a holding vessel and allowed to stand for approximately 2 minutes prior to being fed to the second centrifuge.
- During the second centrifugal stage, a wet gum phase was removed from the triglyceride oil, which gum phase was fully recycled into the oil fed to the first centrifugal separator over a second holding vessel, which allowed a holding time of approximately 1 hour. The flow rate of this recycled stream was estimated at 2,3 tons/h.
- In a comparative example, the same soybean oil, in which the separate gum phase was formed as mentioned above, was treated by the process according to EP-A-0 349 718, including two washing stages.
-
- The above table clearly illustrates that the residual phosphorus content of the oil resulting from the second centrifugal separator is much lower when operating in accordance to the invention rather than according to EP-A-0 349 718. Besides, the phosphorus content of the oil obtained according to the invention is about the same as the phosphorus content of the oil obtained according to EP-A-0 349 718, which process included two washing stages. This example thus illustrates that both washing stages can be omitted when processing in accordance to the invention.
- The above table also shows that the moisture content of oil resulting from the second centrifugal separator does not increase when operating in accordance with the invention. It also demonstrates, that the first centrifugal separator is able to remove the extra water introduced into the oil at the stage in between the centrifugal separators.
- In this example the continuous removal of a gum phase from triglyceride oil according to the invention is illustrated.
- The feed consisted of partially water-degummed rapeseed oil having a temperature of approximately 90°C, a residual phosphorus content of approximately 158 ppm and an iron content of approximately 1.58 ppm. The separate gum phase was formed according to US-A-4,698,185 applying 0.16 vol.% phosphoric acid of 80 % strength, a contact time equal to 2.5 min. (at a throughput of 9.0 tons/h.) and a 50 % neutralization of the phosphoric acid with 12°Bé caustic soda.
- The rapeseed oil comprising a separate gum phase was, in the first stage of the process according to the invention, fed to a centrifugal separator, resulting into a gum phase having a triglyceride oil content of approximately 14 wt.% (calculated on dry matter) and triglyceride oil which still contained a fraction of the phosphatides originally present in the feed.
- Into the oil resulting from the first centrifugal separator, 2 % of washing water was mixed, which mixture was passed to a holding vessel and allowed to stand for approximately 2 minutes prior to being fed to the second centrifuge.
- During the second centrifugal stage, a wet gum phase was removed from the triglyceride oil, which gum phase was fully recycled into the oil fed to the first centrifugal separator over a second holding vessel, which allowed a holding time of approximately 30 minutes. The flow rate of this recycled stream was estimated at 2,4 tons/h.
- In a comparative example, the same rapeseed oil, in which the separate gum phase was formed as mentioned above, was treated by the process according to EP-A-0 349 718, including two washing stages. The oil content of the gum phase obtained by the process according to EP-A-349 718 was approximately 12.6 % (calculated on dry matter).
- The oils thus obtained were bleached with 0.5 wt.% bleaching earth ( Tonsil ACCFF, Süd Chemie, Munich, Germany) at 100°C under vacuum for 30 minutes whereupon the oil was allowed to cool to below 90°C before the bleaching earth was filtered off. Subsequently, the bleached oils were physically refined at 240°C for 2 hours at a vacuum below 400 Pa (30 mmHg). Both oils had a bland neutral taste and showed excellent keepability.
-
- The above table 2 clearly illustrates that the residual phosphorus content of the oil resulting from the second centrifugal separator is much lower when operating in accordance to the invention rather than according to EP-A-0 349 718.
Furthermore, the above table shows that the oil according to the invention can, after drying, be bleached with the usual amount of bleaching earth in order to obtain a high quality refined oil.
Claims (7)
- Process for the continuous removal of a gum phase from triglyceride oil comprising the following stages:a) in a first stage the oil containing a separate gum phase is subjected to centrifugal separation in a first centrifugal separator to yield a gum phase with minimal oil content and an oil that still contains a fraction of the gums originally present in the feed;b) in a second stage an amount ranging from 0.05 to 10 wt.%, preferably 1 to 5 wt.% of washing water is mixed into the oil obtained from the first centrifugal separator, which mixture is optionally passed to a holding vessel;c) in a third stage the mixture obtained at stage b) is subjected to centrifugal separation in a second centrifugal separator to yield oil with a minimum residual gum content and a wet gum phase with a much higher oil content than the gum phase obtained at stage a), andd) in a fourth stage the wet gum phase obtained at stage c) is recycled into the oil stream fed to the first centrifugal separator.
- Process according to claim 1, characterized in that the washing water is selected from the group consisting of water, diluted non-toxic acid and water containing salts.
- Process according to any of the preceding claims, characterized in that the washing water is demineralized water.
- Process according to claims 1 or 2, characterized in that the washing water is diluted non-toxic acid, preferably citric acid.
- Process according to claim 1, characterized in that the washing water is the effluent resulting from treating the oil obtained at stage c) in a subsequent water washing stage.
- Process according to any of the preceding claims, characterized in that the mixture in stage b) is passed through a holding vessel and allowed to stand for 10 seconds to 30 minutes, preferably for 0.5 to 15 minutes.
- Process according to any of the preceding claims, characterized in that the temperature during the processing ranges between 60 and 110°C, preferably between 80 and 100°C.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
AT92200543T ATE89599T1 (en) | 1991-04-02 | 1992-02-26 | PROCESS FOR CONTINUOUS DEGUMPING OF A GLYCERID OIL. |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP91105198 | 1991-04-02 | ||
EP91105198 | 1991-04-02 |
Publications (2)
Publication Number | Publication Date |
---|---|
EP0507363A1 EP0507363A1 (en) | 1992-10-07 |
EP0507363B1 true EP0507363B1 (en) | 1993-05-19 |
Family
ID=8206595
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP92200543A Expired - Lifetime EP0507363B1 (en) | 1991-04-02 | 1992-02-26 | Process for the continuous removal of a gum phase from triglyceride oil |
Country Status (13)
Country | Link |
---|---|
EP (1) | EP0507363B1 (en) |
JP (1) | JPH05117685A (en) |
AT (1) | ATE89599T1 (en) |
CA (1) | CA2063929A1 (en) |
CZ (1) | CZ289672B6 (en) |
DE (1) | DE69200004T2 (en) |
DK (1) | DK0507363T3 (en) |
ES (1) | ES2055634T3 (en) |
HU (1) | HU212977B (en) |
MX (1) | MX9201460A (en) |
PL (1) | PL169760B1 (en) |
RU (1) | RU2008328C1 (en) |
SK (1) | SK279220B6 (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US8278351B2 (en) | 2001-07-27 | 2012-10-02 | Neptune Technologies & Bioressources, Inc. | Natural marine source phospholipids comprising polyunsaturated fatty acids and their applications |
US8586567B2 (en) | 2009-10-29 | 2013-11-19 | Acasti Pharma, Inc. | Concentrated therapeutic phospholipid compositions |
Families Citing this family (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
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 streams. |
ID19109A (en) * | 1996-01-05 | 1998-06-18 | Grow Green Pty Ltd | PROTEIN RAW MATERIALS, COMPOSITIONS AND METHODS AND EQUIPMENT TO PRODUCE IT |
CN1087339C (en) | 1997-07-09 | 2002-07-10 | 结晶及脱胶公司 | Method for eliminating metals from fatty substances and method for binding gus on said metals |
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 |
WO2009132463A1 (en) * | 2008-05-02 | 2009-11-05 | Neptune Technologies & Bioressources Inc. | New deodorization method and organoleptic improvement of marine oil extracts |
DE102008048009A1 (en) | 2008-09-19 | 2010-03-25 | Rmenergy Umweltverfahrenstechnik Gmbh | Device for decentralized processing of native oils and fat for the utilization as fuel or raw material for producing bio-diesel, has three containers, and three arrangements for feeding reaction starting material into containers |
JP6801958B2 (en) * | 2015-12-24 | 2020-12-16 | 日清オイリオグループ株式会社 | Method for producing roasted oil and method for producing edible oil and fat composition |
CN107011991B (en) * | 2017-04-12 | 2021-04-13 | 西北大学 | A kind of cation resin dephosphorization method of grease |
WO2021124444A1 (en) * | 2019-12-17 | 2021-06-24 | 株式会社Ihi原動機 | Degumming device for crude plant oil |
WO2021124443A1 (en) * | 2019-12-17 | 2021-06-24 | 株式会社Ihi原動機 | Power-generation system |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
BE507650A (en) * | ||||
GB481580A (en) * | 1935-06-29 | 1938-03-11 | Sharples Specialty Co | Improvements in or relating to the treatment of fatty oils |
FR1108998A (en) * | 1954-07-10 | 1956-01-19 | Separation Sa Franc Pour La | Improvements in the treatment of vegetable oils |
MX7580E (en) * | 1981-10-15 | 1989-11-23 | Cpc International Inc | PROCEDURE FOR THE REFINING OF RAW VEGETABLE OILS |
US4927544A (en) * | 1988-07-06 | 1990-05-22 | N.V. Vandemoortele International | Process for the continuous removal of a gum phase from triglyceride oil |
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1992
- 1992-02-26 DK DK92200543.4T patent/DK0507363T3/en active
- 1992-02-26 EP EP92200543A patent/EP0507363B1/en not_active Expired - Lifetime
- 1992-02-26 DE DE9292200543T patent/DE69200004T2/en not_active Expired - Lifetime
- 1992-02-26 ES ES92200543T patent/ES2055634T3/en not_active Expired - Lifetime
- 1992-02-26 AT AT92200543T patent/ATE89599T1/en not_active IP Right Cessation
- 1992-03-25 CA CA002063929A patent/CA2063929A1/en not_active Abandoned
- 1992-03-31 MX MX9201460A patent/MX9201460A/en unknown
- 1992-03-31 CZ CS1992957A patent/CZ289672B6/en not_active IP Right Cessation
- 1992-03-31 JP JP4108595A patent/JPH05117685A/en active Pending
- 1992-03-31 SK SK957-92A patent/SK279220B6/en unknown
- 1992-04-01 HU HU9201094A patent/HU212977B/en not_active IP Right Cessation
- 1992-04-01 PL PL92294068A patent/PL169760B1/en unknown
- 1992-04-01 RU SU925011279A patent/RU2008328C1/en active
Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US8278351B2 (en) | 2001-07-27 | 2012-10-02 | Neptune Technologies & Bioressources, Inc. | Natural marine source phospholipids comprising polyunsaturated fatty acids and their applications |
US8383675B2 (en) | 2001-07-27 | 2013-02-26 | Neptune Technologies & Bioressources, Inc. | Natural marine source phospholipids comprising polyunsaturated fatty acids and their applications |
US8680080B2 (en) | 2001-07-27 | 2014-03-25 | Neptune Technologies & Bioressources, Inc. | Natural marine source phospholipids comprising polyunsaturated fatty acids and their applications |
US10028968B2 (en) | 2001-07-27 | 2018-07-24 | Aker Biomarine Antarctic As | Natural marine source phospholipids comprising polyunsaturated fatty acids and their applications |
US8586567B2 (en) | 2009-10-29 | 2013-11-19 | Acasti Pharma, Inc. | Concentrated therapeutic phospholipid compositions |
US9475830B2 (en) | 2009-10-29 | 2016-10-25 | Acasti Pharma Inc. | Concentrated therapeutic phospholipid compositions |
US10130644B2 (en) | 2009-10-29 | 2018-11-20 | Acasti Pharma Inc. | Concentrated therapeutic phospholipid compositions |
US10617702B2 (en) | 2009-10-29 | 2020-04-14 | Acasti Pharma Inc. | Concentrated therapeutic phospholipid compositions |
Also Published As
Publication number | Publication date |
---|---|
PL294068A1 (en) | 1992-12-14 |
MX9201460A (en) | 1992-10-01 |
HUT62646A (en) | 1993-05-28 |
EP0507363A1 (en) | 1992-10-07 |
ES2055634T3 (en) | 1994-08-16 |
DK0507363T3 (en) | 1993-08-30 |
CZ289672B6 (en) | 2002-03-13 |
SK279220B6 (en) | 1998-08-05 |
CS95792A3 (en) | 1992-10-14 |
HU212977B (en) | 1997-01-28 |
HU9201094D0 (en) | 1992-06-29 |
DE69200004D1 (en) | 1993-06-24 |
JPH05117685A (en) | 1993-05-14 |
ATE89599T1 (en) | 1993-06-15 |
CA2063929A1 (en) | 1992-10-03 |
RU2008328C1 (en) | 1994-02-28 |
PL169760B1 (en) | 1996-08-30 |
DE69200004T2 (en) | 1993-09-09 |
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