WO2018156013A1 - Procédé de production d'huile de fruit de palmier raffinée - Google Patents
Procédé de production d'huile de fruit de palmier raffinée Download PDFInfo
- Publication number
- WO2018156013A1 WO2018156013A1 PCT/MY2018/000009 MY2018000009W WO2018156013A1 WO 2018156013 A1 WO2018156013 A1 WO 2018156013A1 MY 2018000009 W MY2018000009 W MY 2018000009W WO 2018156013 A1 WO2018156013 A1 WO 2018156013A1
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- WIPO (PCT)
- Prior art keywords
- oil
- palm fruit
- fruit oil
- crude
- process according
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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
- C11B3/008—Refining fats or fatty oils by filtration, e.g. including ultra filtration, dialysis
-
- 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
- C11B3/10—Refining fats or fatty oils by adsorption
-
- 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
- C11B3/12—Refining fats or fatty oils by distillation
- C11B3/14—Refining fats or fatty oils by distillation with the use of indifferent gases or vapours, e.g. steam
Definitions
- the present invention relates to a process for refining crude palm fruit oil, such as crude palm oil or crude palm kernel oil,
- Free 3-monochioropropane-l,2-diOl (3-MCPD) has been identified as a contaminant in various foods like liquid seasoning (e.g. soy sauce) and bakery products that have been heated to high temperatures. This substance is formed when fat- and chloride salt- containing foods are processed at high temperatures.
- 3-MCPD fatty acid esters in refined oils, such as refined palm oil.
- 3-MCPD fatty acid esters are believed to be formed at high temperatures following a reaction between fats and chloride ions.
- 3-MCPD fatty acid esters are believed to be formed predominantly during deodorisation, the last stage in refining wherein undesirable odorous and taste-bearing substances are removed.
- 2-MCPD fatty acid esters and giycidyl fatty acid esters have also been identified in these refined palm fruit oils.
- WO 2010/063450 describes a method for reducing the 3-MCPD content of refined vegetable oil by using a refining method wherein a crude oil is degummed, the degummed oil is admixed with a bleaching earth and bleached, the bleaching earth is separated off from the bleached oil, and so a filter oil is obtained and the filter oil is deodorised, characterised in that water is added to the crude oil for the degumming, and the degumming is carried out without addition of acid at a temperature of below 70°C, the degummed oil is heated to a temperature in the range from 80 to 100°C and the bleaching earth is added to the heated degummed oil in an amount of greater than 1.5% by weight, and the bleaching is carried out at a temperature in the range from 80 to 100°C
- WO 2011/069028 describes a method of removing glycidyl esters from oil, the method comprising: contacting the oil with an adsorbent; and, subsequently steam refining the oil.
- adsorbents mentioned include magnesium silicate, silica gel, and bleaching clay.
- Example 1 E of WO 2011/069028 describes an experiment in which deodorised palm oil was contacted with adsorbents and redeodorised. Deodorised palm oil was incubated with the adsorbents at 70°C for 30 min under 125 mm Hg vacuum.
- Adsorbents included magnesium silicate (Magnesol R60TM, Dallas Group, Whitehouse, HI), silica gel (Fisher Scientific No. S736-1), acidic alumina (Fisher Scientific No. A948- 500), and acid washed activated carbon (ADP(TM) carbon, Calgon Corp., Pittsburg, PA).
- WO 2013/093093 describes a method of removing glycidyl esters from a vegetable oil comprising contacting the oil with at least 0.5 % by weight of the oil of an acid-activated bleaching earth and deodorising the oil at a temperature of less than 200°C for at least 30 minutes.
- WO 2015/174820 Al relates to a process of refined palm fruit oil products that yieids a refined oil product having an exceptional low content of 3-MCPD fatty acid esters.
- the process of refining a crude palm fruit oil products comprised of (a) removing phospholipids and/or free fatty acids from a crude palm fruit oil product by subjecting the oil product to a pretreatment, thereby producing a pretreated palm fruit oil product with a reduced phospholipid content and/or a reduced free fatty acid content; (b) simultaneously or sequentially contacting the pretreated palm fruit oil product with a bleaching earth and a porous silica material to produce a bleached palm fruit oil product, said porous silica material having a surface area of at feast 10 m /g and being selected from the group consisting of silica, amorphous silicate, zeolite and combinations thereof; and (c) deodorizing the bleached palm fruit oil product to produce a refined palm fruit oil product; wherein the pre
- WO 2014/081279 Al relates to a process of refining palm oil in order to produce low level of 3-MCPD fatty esters in refined palm oil. Accordingly, the process comprises the steps of water degumming of crude palm oil, removal of aqueous phase by centrifugation, followed by acid degumming at lower temperature. Subsequently, bleaching is conducted with an activated bleaching earth and silicate adsorbent (for example magnesium silicate, calcium silicate and aluminum silicate) as filter aid and final adsorption of the 3-MCPD fatty esters precursors prior to deodorization step.
- silicate adsorbent for example magnesium silicate, calcium silicate and aluminum silicate
- the invention further provides for a crude palm oil in which a free chloride content is reduced to 2 ppm or less, and refined palm oil in which a content of 3-monochloropropane- 1,2-diol fatty acid esters is 1 mg/kg or less by refining the crude palm oil.
- WO 2014/058294 Al relates to a process for degumming of crude paim oil using polyvinyltdene fluoride (PVDF) ultrafiltration membrane.
- the process comprises the steps of providing a feed oil comprises a crude paim oil containing phosphorus, heating the feed oil and feeding into a membrane processing module comprising PVDF ultrafiltration membrane and passing the feed oil through the PVDF ultrafiltration membrane at pressure in a range of 2 x 10 ⁇ 5 to 5 x 10 ⁇ 5 Pa to obtain a permeate fraction having a phosphorus content which is less than the phosphorus content of the feed oil.
- PVDF polyvinyltdene fluoride
- WO 2015/053609 Al relates to a system and process for producing refined oils and fats using a membrane system.
- the process involves pre-treating a crude oil or and fat using a series of membrane units to remove undesirable constituents with the view of improving the quality and stability of the refined oil and fat.
- Each series of the membrane units comprises a plurality of membrane modules, with each membrane module containing 1,000 to 3,000 fibers, and wherein the plurality of membrane modules in at least one of the series of the membrane units are polyvinylidene ftuoride (PVDF) ultrafiltration membrane modules.
- PVDF polyvinylidene ftuoride
- the membrane- treated oils and fats are further refined by subjecting the oils and fats to bleaching and deodorization processes to produce the desired refined oils and fats. Zulkurnain et a/.
- the phosphoric acid dosage had a greater effect on the development of chloroesters than did the different types of bleaching adsorbents.
- the increase in acid dosage had no significant effect on the 3- MCPD fatty ester level (p > 0.05), with the exceptions of the activated carbon and magnesium silicate conditions (Musfirah et a/. (20X2); The effects of physical refining on the formation of 3-monochtoropropane-l,2-diol esters in relation to palm oil minor components", Food Chem., 135:799-805),
- the present invention provides a process of refining crude palm fruit oil that yields a refined palm fruit oil having a low content of 3-monochloropropane-l,2-diol (3-MCPD) and a low chlorine content.
- the process for producing a refined palm fruit oil according to the present invention includes the steps of:
- ultrafiltration step used to degum the crude paim fruit oil by removing phospholipids also removes organochlorine substances that give rise to the formation of 3-MCPD esters during deodorisation.
- the degummed palm fruit oil is subsequently refined by bleaching and deodorisation.
- the deodorisation of the bleached palm fruit oil is carried out under conditions that minimize formation of 3-MCPD esters.
- the present invention relates to a process for producing refined palm fruit oil according to the present invention includes the steps of:
- oil whenever used herein encompasses oils that are liquid, semi-solid or solid at 20°C.
- the crude palm fruit oil employed in the present process usually contains solid fat.
- the present invention also encompasses the use of fractions of palm fruit oil that are completely liquid at ambient conditions and that are passed through the UF membrane without prior heating.
- 3-MCPD fatty esters content of oils is described in AOCS Official Method Cd 29a- 13.
- Glycidyl esters are converted to 3- monobromopropanediol (3-M8PD) monoesters in an acid solution containing a bromide salt.
- 3-MBPD esters, together with 2- and 3-MCPD fatty esters, are then converted into the free (non-esterified) form in acid methanolic solution.
- the fatty acid methyl esters generated during the reaction are extracted from the sample; 3-MCPD and 3-MBPD, are then derivatized with phenylboronic acid prior to GC-MS analysis.
- the total chlorine content of oils can be suitably determined by Mitsubishi NSX-2100 H, Trace Elemental Analyzer in accordance to standard ASTM D4929.
- the trace elemental analyzer is a furnace system with a micro-coulometric detector that was used for measuring and detecting total chlorine whether in organic or inorganic form.
- the crude palm fruit oil used in the present process typically contains at least 80 wt% triglycerides, more preferably at least 90 wt. % of triglycerides.
- Examples of crude palm fruit oils that may be refined by the present process include crude palm oil, crude palm oil fraction, crude palm kernel oil, crude palm oil fraction, crude coconut oil, crude coconut oil fraction and combinations thereof.
- fractions of palm oils that may be refined by the present process are palm olein with iodine value of 56-60, palm super olein with iodine value above 60, palm stearin with iodine value between 30-37, hard palm stearin with iodine value between 22-29, palm super stearin with iodine value less than 14, palm mid fraction with iodine value between 37-48 and combinations thereof.
- the process for producing refined palm fruit oil according to the invention includes the step of passing a molten crude palm fruit oil through an UF membrane to produce a degummed palm fruit oil.
- the oil should be completely liquid when it is passed through the UF membrane, meaning that usually the crude palm fruit oil needs to be heated to completely melt the oil before it is passed through the ultrafiltration membrane.
- the crude palm oil is heated to a temperature between 38°C to 90°C, more preferably 45°C to 85°C, even more preferably 50°C to 70°C.
- the UF membrane degumming can be conducted with or without the use of phosphoric acid or citric acid.
- the UF membrane degumming is conducted without the use of phosphoric acid or citric acid.
- the ultrafiltration membrane used in the process according to the invention is selected from ceramic membrane such as polyvinylidene fluoride (PVDF) membrane, polymeric membrane such as multi-channel tubular Zirconia/a-Alumina ceramic membrane or any combination thereof. More preferably, the ultrafiltration membrane used herein is PVDF membrane.
- the degumming of the crude palm fruit oil is preferably conducted as described in WO 2014/058294 Al (A Process for Degumming or Crude Palm Oil) and WO 2015/053609 Al (A Membrane Pre -treatment System and Process for Producing Refined Oils & Fats). After UF membrane degumming, the degummed palm fruit oil has a low phospholipids content, which can be measured in the form of phosphorus content.
- the phosphorus content is between 0 to S ppm, more preferably between 0 to 3 ppm, and even more preferably between 0 to 2 ppm.
- a bleaching adsorbent is used in order to further remove contaminants, such as colour pigments, metal tons, oxidation products and chlorinated compounds to produce a bleached oil.
- an amount of bleaching adsorbent between 0.75% to 3%, preferably 1% to 2.5%, more preferably 1.2% to 2.0%, by weight of degummed palm fruit oil is used in the bleaching step.
- the bleaching adsorbent used in the present process preferably selected from bentonite clay, palygorskite clay, montmorillonite clay, smectite clay or any combination thereof.
- the bleaching adsorbent is in the form of naturally active clay or thermal activated clay, and even more preferably, thermal activated clay.
- the degummed palm fruit oil is contacted with the bleaching adsorbent at temperatures between 85°C to 130°C, preferably 90°C to 125°C, more preferably 95°C to 120°C, for 20 minutes to 90 minutes, preferably 30 minutes to 50 minutes.
- the degummed bleached oil contains between 0.2 ppm to 3 ppm total chlorine content, preferably 0.35 ppm to 2.5 ppm, more preferably 0.5 ppm to 2.0 ppm, prior to the deodorization step.
- the bleached palm fruit oil obtained using naturally active clay typically has a chlorine content that is 50% to 90% reduced compared to the original crude palm fruit oil.
- the bleached palm fruit oil obtained using acid activated clay typically has a chlorine content that is 15% to 65% reduced compared to the original crude palm fruit oil.
- the bleached palm fruit oil obtained using thermally activated clay typically has a chlorine content that is 55% to 90% reduced compared to the original crude palm fruit oil.
- the bleached palm fruit oil is deodorised at temperatures between 200°C to 245°C for a time period of between 90 minutes to 200 minutes to produce a refined palm fruit oil.
- Qeodorization of the bleached palm fruit oil is preferably carried out at a temperature between 210°C and 245°C, more preferably between 220°C and 245 °C
- deodorisation according to the invention is carried out at a pressure in the range of between 0 mbar to 5 mbar.
- the present process produces a refined palm fruit oil having a 3-MCPD ester content between 0.1 to 1.5 ppm, preferably 0.1 to 1 ppm, more preferably at most 0.5 ppm.
- the invention is further illustrated by the following non-limiting examples.
- CPO Crude palm oil having 1.12% free fatty acid (FFA), 15.56 meq 0 ? /kg peroxide value (PV), 2.86 of degree of bleachability index (DOBI) and 4.26ppm Total Chlorine (TC) were refined using the degummlng, bleaching and deodorization conditions shown in Table 1.
- BPO-1C had produced the lowest TC (1.16 ppm) after membrane degumming and bleaching processes as well as the lowest total chlorine (0.86 ppm) and 3-MCPD Fatty acid esters (0.54 ppm) in refined palm oil (RBDPO-1C).
- CPO Crude palm oil having 1.5% free fatty acid (FFA), 0 meq 02/kg peroxide value (PV), 3.63 of degree of bleachability index (DOB1) and 3.80 ppm Total Chlorine (TC) were refined using the degumming, bleaching and deodorization conditions shown in Table 3.
- FFA free fatty acid
- PV peroxide value
- DOB1 degree of bleachability index
- TC Total Chlorine
- Table 4 shows the results of heat stability study of RBDPO conducted according to Example 1.
- RBDPO-2C produced from a combination of membrane degumming and thermal clay bleaching adsorbent had the most stable oil performance especially for FFA and colour after 5 days storage.
- CPO Crude palm oil having 1.8% free fatty add (FFA), 0 meq 02/kg peroxide value (PV), 2.98 of degree of bleachability index (DOBI) and 3.46 ppm Total Chlorine (TC) were refined using the degumming, bleaching and deodorization conditions shown in Table 3.
- Table 6 shows the results of heat stability study of RBDPO conducted according to Example 1.
- RBDPO-3C produced from a combination of membrane degumming and thermal clay bleaching adsorbent had the most stable oil performance especially for FFA and colour after 5 days storage.
- Experiment 1 was repeated to examine the refining performance using a combination of membrane degumming and acid clay bleaching adsorbent as compared to conventional degumming process as shown in Table 7. Two batches refining process were conducted using different quality of CPO.
- Experiment 4A-1 and 4B-1 used feed CPO comprised of 2.57%FFA, 2.79 DOBI, 6.28 meq 0 2 /kg PV and 3.58ppm TC.
- experiment 4A- 2 and 4B-2 used feed CPO comprised of 3.84%FFA, 2.75 DOBI, 5.25 meq 0 2 /kg PV and 3.27ppm TC.
- both RBDPO 4B-1 and RBDPO 4B-2 had lower TC and 3-MCPD as compared to conventional refining process (refer to Table 7) with better oil stability performance especially on FFA and colour after 5 days storage at 90°C (refer to Table 8).
- the 3-MCPD level obtained from a combination of membrane degumming and acid clay adsorbent not as good as RBDPO- 1C, RBDPO-2C and RBDPO-3C; most likely it demonstrated that the quality of feed CPO and less/no acidic refining condition are very important in producing low-3MCPD palm oil.
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Abstract
L'invention concerne un procédé de production d'huile de fruit de palmier raffinée ayant une teneur réduite en 3-monochloropropane-1,2-diol (3-MCPD) et en chlore. Le présent procédé comprend les étapes suivantes : a) chauffer une huile de fruit de palmier brute jusqu'à sa fonte complète ; b) faire passer l'huile de fruit de palmier brute fondue par une membrane d'ultrafiltration pour obtenir une huile de fruit de palmier l'huile démucilaginée ; c) décolorer l'huile de fruit de palmier démucilaginée par mise en contact de l'huile de fruit de palmier l'huile démucilaginée avec un adsorbant décolorant ; et d) désodoriser l'huile de fruit de palmier décolorée à des températures comprises entre 200 et 245 °C pendant 90 à 200 minutes pour obtenir une huile de fruit de palmier raffinée.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| MYPI2017700584 | 2017-02-21 | ||
| MYPI2017700584 | 2017-02-21 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| WO2018156013A1 true WO2018156013A1 (fr) | 2018-08-30 |
Family
ID=62528795
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/MY2018/000009 Ceased WO2018156013A1 (fr) | 2017-02-21 | 2018-02-21 | Procédé de production d'huile de fruit de palmier raffinée |
Country Status (1)
| Country | Link |
|---|---|
| WO (1) | WO2018156013A1 (fr) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2020126131A1 (fr) * | 2018-12-19 | 2020-06-25 | Société des Produits Nestlé S.A. | Purification d'huiles triacylglycéridiques par un lavage auxiliaire |
| WO2023108366A1 (fr) * | 2021-12-13 | 2023-06-22 | Cargill, Incorporated | Procédé permettant de retarder le trouble d'une huile contenant de l'huile de palme et huile alimentaire préparée selon ce procédé |
| WO2023126478A1 (fr) * | 2021-12-30 | 2023-07-06 | Neste Oyj | Nouveau procédé d'élimination de composés de chlorure inorganique à partir d'une charge d'alimentation |
| US11992822B2 (en) | 2021-07-19 | 2024-05-28 | Active Minerals International, Llc | Thermally activated bleaching clay product for oil bleaching |
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| WO2010063450A1 (fr) | 2008-12-02 | 2010-06-10 | Süd-Chemie AG | Procédé de réduction de la teneur en 3-mcpd dans des huiles végétales raffinées |
| WO2011069028A1 (fr) | 2009-12-04 | 2011-06-09 | Archer Daniels Midland Company | Réduction d'esters de glycidyle dans l'huile |
| WO2012165397A1 (fr) | 2011-06-01 | 2012-12-06 | 昭和産業株式会社 | Procédé de production d'huile de palme comprenant une étape d'élimination du chlore libre |
| WO2013093093A1 (fr) | 2011-12-23 | 2013-06-27 | Loders Croklaan B.V. | Procédé de traitement d'une huile végétale |
| WO2014058294A1 (fr) | 2012-10-09 | 2014-04-17 | Sime Darby Malaysia Berhad | Procédé de dégommage d'huile de palme brute |
| WO2014081279A1 (fr) | 2012-11-21 | 2014-05-30 | Universiti Putra Malaysia | Procédé de raffinage d'huile de palme perfectionné |
| WO2015053609A1 (fr) | 2013-10-08 | 2015-04-16 | Sime Darby Malaysia Berhad | Système de pré-traitement à membrane et procédé de production d'huiles et de graisses raffinées |
| WO2015174820A1 (fr) | 2014-05-16 | 2015-11-19 | Sime Darby Malaysia Berhad | Procédé de raffinage d'un produit d'huile de fruit de palme brute |
-
2018
- 2018-02-21 WO PCT/MY2018/000009 patent/WO2018156013A1/fr not_active Ceased
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| WO2010063450A1 (fr) | 2008-12-02 | 2010-06-10 | Süd-Chemie AG | Procédé de réduction de la teneur en 3-mcpd dans des huiles végétales raffinées |
| WO2011069028A1 (fr) | 2009-12-04 | 2011-06-09 | Archer Daniels Midland Company | Réduction d'esters de glycidyle dans l'huile |
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| ZULKURNAIN ET AL.: "The effects of physical refining on the formation of 3-monochloropropane-1,2-diol esters in relation to palm oil minor components", FOOD CHEMISTRY, vol. 135, 2012, pages 799 - 805, XP028427206, DOI: doi:10.1016/j.foodchem.2012.04.144 |
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2020126131A1 (fr) * | 2018-12-19 | 2020-06-25 | Société des Produits Nestlé S.A. | Purification d'huiles triacylglycéridiques par un lavage auxiliaire |
| CN113574153A (zh) * | 2018-12-19 | 2021-10-29 | 雀巢产品有限公司 | 通过辅助洗涤纯化三酰基甘油酯油 |
| US11629310B2 (en) | 2018-12-19 | 2023-04-18 | Societe Des Produits Nestle S.A. | Purification of triacylglyceride oils by auxiliary washing |
| CN113574153B (zh) * | 2018-12-19 | 2024-06-11 | 雀巢产品有限公司 | 通过辅助洗涤纯化三酰基甘油酯油 |
| US11992822B2 (en) | 2021-07-19 | 2024-05-28 | Active Minerals International, Llc | Thermally activated bleaching clay product for oil bleaching |
| WO2023108366A1 (fr) * | 2021-12-13 | 2023-06-22 | Cargill, Incorporated | Procédé permettant de retarder le trouble d'une huile contenant de l'huile de palme et huile alimentaire préparée selon ce procédé |
| WO2023126478A1 (fr) * | 2021-12-30 | 2023-07-06 | Neste Oyj | Nouveau procédé d'élimination de composés de chlorure inorganique à partir d'une charge d'alimentation |
| FI130348B9 (en) * | 2021-12-30 | 2025-05-06 | Neste Oyj | A new method for removing or reducing inorganic chloride compounds from a feedstock |
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