EP1585801B1 - Reducing the odor of oil components by means of adsorption with polymeric adsorbing agents - Google Patents
Reducing the odor of oil components by means of adsorption with polymeric adsorbing agents Download PDFInfo
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- EP1585801B1 EP1585801B1 EP03789354A EP03789354A EP1585801B1 EP 1585801 B1 EP1585801 B1 EP 1585801B1 EP 03789354 A EP03789354 A EP 03789354A EP 03789354 A EP03789354 A EP 03789354A EP 1585801 B1 EP1585801 B1 EP 1585801B1
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- oil components
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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
- C11B3/10—Refining fats or fatty oils by adsorption
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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
- C11B3/001—Refining fats or fatty oils by a combination of two or more of the means hereafter
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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
- C11B3/12—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
- a process for odor reduction in oil components is claimed, which is characterized in that the oil components are additionally purified by adsorption on polymeric adsorbents in addition to the deodorization by carrier vapor or carrier gas distillation.
- Oil components are widely used in the cosmetics and food industries. In the production of these products, however, arise in addition to the target product still various undesirable by-products, which are often subject to a disturbing odor. Especially in the sensitive cosmetics and food markets, the sensory properties of raw materials are very important.
- the use of conventional adsorbents such as activated carbons and bleaching earths was not expedient, since these adsorbents pollute the filter presses during the cleaning of the oil components, for example, and thus the carryover of impurities is possible.
- the document JP-A - 08 302 382 discloses a method of purifying fish oil in which a synthetic adsorbent having a specific surface area of 450-550 m 2 / g or an ion exchanger is added.
- the invention therefore relates to a process for odor reduction in oil components, characterized in that the oil components are additionally purified for deodorization by carrier vapor or carrier gas distillation by adsorption to polymeric adsorbents.
- the oil components are freed as before in a first purification step by carrier vapor distillation or carrier gas distillation of secondary components. Subsequently, adsorption is carried out with a suitable polymeric adsorbent.
- oil components which are selected from the group formed by 2-octyldodecanol, 2-ethylhexyl palmitic acid stearate, triglycerides with fatty acid chain lengths of 6 to 12 carbon atoms, din-octyl ether and glyceryl caprylate-caprate cocoate.
- the adsorption can be carried out as a stirring method, fixed bed process or as a fluidized bed or floating bed process.
- the adsorption on polymeric adsorbents in the fixed bed process or stirring process is claimed.
- the method which is characterized in that the adsorption to polymeric adsorption at temperatures of 0 to 100 ° C, preferably at 20 to 90 ° C, in particular at 40 to 80 ° C is performed.
- adsorption to polymeric adsorbents in the fixed bed process at temperatures of 20 to 80 ° C. and atmospheric pressure.
- adsorption on polymeric adsorbents in the stirring process at temperatures of 20 to 80 ° C and atmospheric pressure.
- polymeric adsorbents for example ion exchange resins having an inner surface of 900 to 1500 m 2 / g, are used.
- Particularly suitable here are the adsorbent Purolite® MN 100, whose tailored inner surface is comparable to that of an activated carbon. Unlike activated carbon, the polymeric adsorbent is easily removed from the purified product.
- a 80 cm high double-walled glass column is filled with the adsorbent (about 110 ml).
- the bed is held down by a frit and fixed at the top by glass balls.
- the nonan / Decanklandriglyceridgemisch to be cleaned is placed in a heated to 50 ° double-walled template. With 5 bed volumes per hour (550ml / h), the triglyceride mixture is fed from below into the bed.
- a Sartorius diaphragm pump is used for this purpose.
- the temperature in the column is also 50 ° C.
- Odor samples show that the octane / Decanklandretriglyceridgemisch after passing through the column has a much weaker odor than the non-purified substance.
- the loaded adsorbent is desorbed with acetone at room temperature.
- 3 bed volumes (BV) of acetone are added to the column from top to bottom at a rate of 2 BV / h.
- the last bed volume of acetone is allowed to stand on the column for one hour.
- 2 bed volumes are added to the column at a rate of 2BV / h.
- only clear acetone leaves the column.
- the acetone is first displaced with water at room temperature.
- the column is rinsed with water at 80 ° C for several hours to rinse out acetone residues. Thereafter, the column can be used again to improve the odor of the nonane / Dekankladriglyceridgemischs.
- octyldodecanol 100g is placed in a 250ml amber glass bottle with propeller stirrer and heated to 40 ° C on a hot plate with constant stirring. 1g Purolite MN 100 is added. After 30 minutes, the stirrer is switched off and the mixture is filtered with a Sartorius 0.45 ⁇ m disposable syringe filter. The filtered octyldodecanol has a much weaker odor than the non-purified starting material.
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- Chemical & Material Sciences (AREA)
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- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
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Description
Es wird ein Verfahren zur Geruchsminderung in Ölkomponenten beansprucht, welches dadurch gekennzeichnet ist, dass die Ölkomponenten zusätzlich zur Desodorierung durch Trägerdampf- oder Trägergasdestillation noch mittels Adsorption an polymeren Adsorbentien aufgereinigt werden.A process for odor reduction in oil components is claimed, which is characterized in that the oil components are additionally purified by adsorption on polymeric adsorbents in addition to the deodorization by carrier vapor or carrier gas distillation.
Ölkomponenten werden vielfach im Kosmetik- und Lebensmittelbereich eingesetzt. Bei der Herstellung dieser Produkte entstehen jedoch außer dem Zielprodukt noch verschiedene unerwünschte Nebenprodukte, die vielfach mit einem störenden Eigengeruch behaftet sind. Gerade in den sensiblen Kosmetik- und Lebensmittelmärkten sind die sensorischen Eigenschaften von Ausgangsprodukten sehr wichtig.Oil components are widely used in the cosmetics and food industries. In the production of these products, however, arise in addition to the target product still various undesirable by-products, which are often subject to a disturbing odor. Especially in the sensitive cosmetics and food markets, the sensory properties of raw materials are very important.
Um diese störenden Nebenprodukte also den störenden Geruch der Ölkomponenten zu eliminieren wird im allgemeinen eine sogenannte Desodorierung durchgeführt. Dabei werden störende Substanzen durch Trägerdampf- oder Trägergasdestillation abgetrennt. Häufig weisen die Ölkomponenten auch nach diesem Trennschritt noch einen charakteristischen Eigengeruch auf.In order to eliminate these interfering byproducts so the disturbing smell of the oil components, a so-called deodorization is generally carried out. Disturbing substances are separated by carrier vapor or carrier gas distillation. Often, the oil components still have a characteristic odor even after this separation step.
Aufgabe war es nun ein Verfahren zu entwickeln, bei dem durch den Einsatz von einfach zu handhabenden, möglichst auch regenerierbaren Hilfsstoffen der Geruch von Ölkomponenten deutlich verbessert wird und die aufgereinigten Produkte eine hohe Reinheit aufweisen.The task was now to develop a process in which the use of easy-to-use, possibly also regenerable excipients significantly improves the odor of oil components and the purified products have a high purity.
Der Einsatz von herkömmlichen Adsorbentien wie Aktivkohlen und Bleicherden war nicht zielführend, da diese Adsobentien beim Aufreinigen der Ölkomponenten z.B. die Filterpressen verschmutzen und dadurch eine Verschleppung von Verunreinigungen möglich ist. Das Dokument JP-A-08 302 382 offenbart ein Verfahren zur Reinigung von Fischöl, bei dem ein synthetische Adsorbens mit einer spezifischen Oberfläche von 450-550 m2/g oder ein Ionenaustauscher elugesetzt wird.The use of conventional adsorbents such as activated carbons and bleaching earths was not expedient, since these adsorbents pollute the filter presses during the cleaning of the oil components, for example, and thus the carryover of impurities is possible. The document JP-A - 08 302 382 discloses a method of purifying fish oil in which a synthetic adsorbent having a specific surface area of 450-550 m 2 / g or an ion exchanger is added.
Die Aufgabe konnte jedoch gelöst werden, indem die Ölkomponenten zusätzlich zur Desodorierung über polymere Adsobentien aufgereinigt werden, die eine innere Oberfläche von 900 bis 1500 m2/g aufweisen.However, the problem could be solved by the oil components are cleaned in addition to the deodorization on polymeric Adsobentien having an inner surface of 900 to 1500 m2 / g.
Gegenstand der Erfindung ist daher ein Verfahren zur Geruchsminderung in Ölkomponenten, dadurch gekennzeichnet, dass die Ölkomponenten zusätzlich zur Desodorierung durch Trägerdampf- oder Trägergasdestillation mittels Adsorption an polymeren Adsorbentien aufgereinigt werden.The invention therefore relates to a process for odor reduction in oil components, characterized in that the oil components are additionally purified for deodorization by carrier vapor or carrier gas distillation by adsorption to polymeric adsorbents.
Die Ölkomponenten werden wie bisher in einem ersten Reinigungsschritt durch Trägerdampfdestillation oder Trägergasdestillation von Nebenkomponenten befreit. Anschließend wird eine Adsorption mit einem geeigneten polymeren Adsorbens durchgeführt.The oil components are freed as before in a first purification step by carrier vapor distillation or carrier gas distillation of secondary components. Subsequently, adsorption is carried out with a suitable polymeric adsorbent.
Als Ölkomponenten im Sinne der Erfindung sind nachfolgende Verbindungen zu verstehen:
- Guerbetalkohole auf Basis von Fettalkoholen mit 6 bis 18, vorzugsweise 8 bis 10 Kohlenstoffatomen,
- Ester von linearen C6-C22-Fettsäuren mit linearen oder verzweigten C6-C22-Fettalkoholen, bzw.
- Ester von verzweigten C6-C13-Carbonsäuren mit linearen oder verzweigten C6-C22-Fettalkoholen, wie z.B. Myristylmyristat, Myristylpalmitat, Myristylstearat, Myristylisostearat, Myristyloleat, Myristylbehenat, Myristylerucat, Cetylmyristat, Cetylpalmitat, Cetylstearat, Cetylisostearat, Cetyloleat, Cetylbehenat, Cetylerucat, Stearylmyristat, Stearylpalmitat, Stearylstearat, Stearylisostearat, Stearyloleat, Stearylbehenat, Stearylerucat, Isostearylmyristat, Isostearylpalmitat, Isostearylstearat, Isostearylisostearat, Isostearyloleat, Isostearylbehenat, Isostearyloleat, O-leylmyristat, Oleylpalmitat, Oleylstearat, Oley-lisostearat, Oleyloleat, Oleylbehenat, Oleylerucat, Behenylmyristat, Behenylpalmitat, Behenylstearat, Behenylisostearat, Behenyloleat, Behenylbehenat, Behenylerucat, Erucylmyristat, Erucylpalmitat, Erucylstearat, Erucylisostearat, Erucyloleat, Erucylbehenat und Erucylerucat,
- Ester von linearen C6-C22-Fettsäuren mit verzweigten Alkoholen, insbesondere 2-Ethylhexanol,
- Ester von C18-C38-Alkylhydroxycarbonsäuren mit linearen oder verzweigten C6-C22-Fettalkoholen insbesondere Dioctyl Malate,
- Triglyceride auf Basis C6-C10-Fettsäuren,
- flüssige Mono-/Di-/Triglyceridmischungen auf Basis von C6-C18-Fettsäuren,
- Ester von C2-C12-Dicarbonsäuren mit linearen oder verzweigten Alkoholen mit 1 bis 22 Kohlenstoffatomen oder Polyolen mit 2 bis 10 Kohlenstoffatomen und 2 bis 6 Hydroxylgruppen,
- pflanzliche Öle
- lineare und verzweigte C6-C22-Fettalkoholcarbonate, wie z.B. Dicaprylyl Carbonate (Cetiol® CC),
- Guerbetcarbonate auf Basis von Fettalkoholen mit 6 bis 18, vorzugsweise 8 bis 10 C Atomen,
- lineare oder verzweigte, symmetrische oder unsymmetrische Dialkylether mit 6 bis 22 Kohlenstoffatomen pro Alkylgruppe, wie z.B. Dicaprylyl Ether (Cetiol® OE).
- Guerbet alcohols based on fatty alcohols having 6 to 18, preferably 8 to 10 carbon atoms,
- Esters of linear C6-C22 fatty acids with linear or branched C6-C22 fatty alcohols, or
- Esters of branched C6-C13 carboxylic acids with linear or branched C6-C22 fatty alcohols, such as myristyl myristate, myristyl palmitate, myristyl stearate, myristyl isostearate, myristyl oleate, myristyl behenate, myristyl erucate, cetyl myristate, cetyl palmitate, cetyl stearate, cetyl isostearate, cetyl oleate, cetyl behenate, cetyl erucate, stearyl myristate, stearyl palmitate, stearyl stearate, Stearylisostearat, stearyl oleate, stearyl behenate, Stearylerucat, isostearyl, isostearyl palmitate, Isostearylstearat, isostearyl isostearate, Isostearyloleat, isostearyl behenate, Isostearyloleat, O-leylmyristat, oleyl palmitate, oleyl stearate, Oley-lisostearat, oleyl oleate, Oleylbehenat, oleyl erucate, behenyl myristate, behenyl palmitate, behenyl, Behenylisostearate, behenyl oleate, behenyl behenate, behenyl erucate, erucyl myristate, erucyl palmitate, erucyl stearate, erucyl isostearate, erucyl oleate, erucyl behenate and erucyl erucate,
- Esters of linear C6-C22 fatty acids with branched alcohols, in particular 2-ethylhexanol,
- Esters of C18-C38-alkylhydroxycarboxylic acids with linear or branched C6-C22 fatty alcohols, in particular dioctyl malate,
- Triglycerides based on C6-C10 fatty acids,
- liquid mono- / di- / triglyceride mixtures based on C6-C18 fatty acids,
- Esters of C 2 -C 12 -dicarboxylic acids with linear or branched alcohols having 1 to 22 carbon atoms or polyols having 2 to 10 carbon atoms and 2 to 6 hydroxyl groups,
- vegetable oils
- linear and branched C6-C22 fatty alcohol carbonates, such as dicaprylyl carbonates (Cetiol® CC),
- Guerbet carbonates based on fatty alcohols having 6 to 18, preferably 8 to 10 C atoms,
- linear or branched, symmetrical or unsymmetrical dialkyl ethers having 6 to 22 carbon atoms per alkyl group, such as dicaprylyl ether (Cetiol® OE).
Insbesondere geeignet für die Aufreinigung mittels polymeren Adsorbentien sind jedoch Ölkomponenten, die ausgewählt sind aus der Gruppe, die gebildet wird von 2-Octyldodecanol, Palmitinsäure-Stearinsäure-2-ethylhexylester, Triglyceride mit Fettsäurekettenlängen von 6 bis 12 Kohlenstoffatomen, Din-octylether und Glyceryl-caprylat-Caprat-Cocoat.However, particularly suitable for the purification by means of polymeric adsorbents are oil components which are selected from the group formed by 2-octyldodecanol, 2-ethylhexyl palmitic acid stearate, triglycerides with fatty acid chain lengths of 6 to 12 carbon atoms, din-octyl ether and glyceryl caprylate-caprate cocoate.
Die Adsorption kann als Rührverfahren, Festbettverfahren oder als Wirbel- oder Schwebebettverfahren durchgeführt werden. In einer besonderen Ausführungsform wird die Adsorption an polymeren Adsorbentien im Festbettverfahren oder Rührverfahren beansprucht.The adsorption can be carried out as a stirring method, fixed bed process or as a fluidized bed or floating bed process. In a particular embodiment, the adsorption on polymeric adsorbents in the fixed bed process or stirring process is claimed.
Bevorzugt ist ein Verfahren, welches dadurch gekennzeichnet ist, dass die Adsorption an polymeren Adsorbentien bei Atmosphärendruck durchgeführt wird.Preference is given to a process which is characterized in that the adsorption on polymeric adsorbents is carried out at atmospheric pressure.
Besonders bevorzugt ist das Verfahren welches dadurch gekennzeichnet ist, dass die Adsorption an polymeren Adsorbention bei Temperaturen von 0 bis 100 °C, vorzugsweise bei 20 bis 90 °C, insbesondere bei 40 bis 80 °C durchgeführt wird.Particularly preferred is the method which is characterized in that the adsorption to polymeric adsorption at temperatures of 0 to 100 ° C, preferably at 20 to 90 ° C, in particular at 40 to 80 ° C is performed.
Insbesondere bevorzugt ist die Adsorption an polymeren Adsorbentien im Festbettverfahren bei Temperaturen von 20 bis 80 °C und Atmosphärendruck. Ebenfalls bevorzugt ist die Adsorption an polymeren Adsorbentien im Rührverfahren bei Temperaturen von 20 bis 80 °C und Atmosphärendruck.Particular preference is given to adsorption to polymeric adsorbents in the fixed bed process at temperatures of 20 to 80 ° C. and atmospheric pressure. Also preferred is the adsorption on polymeric adsorbents in the stirring process at temperatures of 20 to 80 ° C and atmospheric pressure.
Im Sinne der Erfindung werden polymere Adsorbentien z.B. Ionenaustauscherharze mit einer inneren Oberfläche von 900 bis 1500 m2/g eingesetzt. Hierbei eignen sich besonders das Adsorbens Purolite® MN 100, dessen maßgeschneiderte innere Oberfläche der einer Aktivkohle zu vergleichen ist. Anders als Aktivkohle läßt sich das polymere Adsorbens leicht vom aufgereinigten Produkt entfernen.For the purposes of the invention, polymeric adsorbents, for example ion exchange resins having an inner surface of 900 to 1500 m 2 / g, are used. Particularly suitable here are the adsorbent Purolite® MN 100, whose tailored inner surface is comparable to that of an activated carbon. Unlike activated carbon, the polymeric adsorbent is easily removed from the purified product.
Reinigung eines Octansäure/Decansäuretriglycerids mit einem hochvernetzten polymeren Adsorbens auf Basis von Polystyrol in einer Festbettsäule 65g Purolite MN100 (innere Oberfläche ca. 1000 m2/g), wasserfeucht wie vom Hersteller geliefert, wird zunächst dreimal mit 70°C warmen Wasser gewaschen um herstellungsbedingte Verunreinigungen zu entfernen und anschließend bei 60°C im Trockenschrank getrocknet.Purification of an Octanoic Acid / Decanoic Acid Triglyceride Using a Highly Crosslinked Polymeric Adsorbent Based on Polystyrene in a Fixed Bed Column 65g Purolite MN100 (inner surface ca. 1000 m2 / g), water-wet as supplied by the manufacturer, is first washed three times with 70 ° C warm water for manufacturing-related impurities and then dried at 60 ° C in a drying oven.
Eine 80cm hohe doppelwandige Glassäule wird mit dem Adsorbens (ca. 110 ml) gefüllt. Die Schüttung wird unten durch eine Fritte gehalten und oben durch Glaskugeln fixiert. Das zu reinigende Nonan/Decansäuretriglyceridgemisch wird in eine auf 50° beheizte doppelwandige Vorlage gegeben. Mit 5 Bettvolumen pro Stunde (550ml/h) wird das Triglyceridgemisch von unten in die Schüttung gefahren. Dazu wird eine Sartorius Membranpumpe benutzt. Die Temperatur in der Säule beträgt ebenfalls 50°C.A 80 cm high double-walled glass column is filled with the adsorbent (about 110 ml). The bed is held down by a frit and fixed at the top by glass balls. The nonan / Decansäuretriglyceridgemisch to be cleaned is placed in a heated to 50 ° double-walled template. With 5 bed volumes per hour (550ml / h), the triglyceride mixture is fed from below into the bed. A Sartorius diaphragm pump is used for this purpose. The temperature in the column is also 50 ° C.
Geruchsproben ergeben, dass das Octan/Decansäuretriglyceridgemisch nach Durchlaufen der Säule einen wesentlich schwächeren Geruch hat als die nichtgereinigte Substanz.Odor samples show that the octane / Decansäuretriglyceridgemisch after passing through the column has a much weaker odor than the non-purified substance.
Das beladene Adsorbens wird mit Aceton bei Raumtemperatur desorbiert. Dazu werden 3 Bettvolumen (BV) Aceton mit einer Geschwindigkeit von 2 BV/h von oben nach unten auf die Säule gegeben. Das letzte Bettvolumen Aceton wird eine Stunde lang auf der Säule stehengelassen. Dann werden wieder 2 Bettvolumen mit einer Geschwindigkeit von 2BV/h auf die Säule gegeben. Danach verlässt nur noch klares Aceton die Säule. Das Aceton wird zunächst mit Wasser bei Raumtemperatur verdrängt. Dann wird die Säule mit Wasser bei 80°C mehrere Stunden lang gespült um Acetonreste auszuspülen. Danach kann die Säule wieder zur Geruchsverbesserung des Nonan/Dekansäuretriglyceridgemischs eingesetzt werden.The loaded adsorbent is desorbed with acetone at room temperature. For this purpose, 3 bed volumes (BV) of acetone are added to the column from top to bottom at a rate of 2 BV / h. The last bed volume of acetone is allowed to stand on the column for one hour. Then again 2 bed volumes are added to the column at a rate of 2BV / h. Then only clear acetone leaves the column. The acetone is first displaced with water at room temperature. Then the column is rinsed with water at 80 ° C for several hours to rinse out acetone residues. Thereafter, the column can be used again to improve the odor of the nonane / Dekansäuretriglyceridgemischs.
Reinigung von Octyldodecanol mit einem hochvernetzten polymeren Adsorbens auf Basis von Polystyrol in einem Rührbehälter Purolite MN 100 (innere Oberfläche ca.1000 m2/g) wird wie im Beispiel 1 gereinigt.Purification of octyldodecanol with a highly cross-linked polymeric adsorbent based on polystyrene in a stirred tank Purolite MN 100 (inner surface approx. 1000 m2 / g) is purified as in Example 1.
100g Octyldodecanol wird in eine 250ml Braunglasflasche mit Propellerrührer gegeben und auf einer Heizplatte unter ständigem Rühren auf 40°C aufgeheizt. 1g Purolite MN 100 wird zugegeben. Nach 30 min wird der Rührer abgeschaltet und das Gemisch mit einem Sartorius 0,45 µm Einmalspritzenfilter filtriert. Das filtrierte Octyldodecanol hat einen wesentlich schwächeren Geruch als die nicht gereinigte Ausgangssubstanz.100g octyldodecanol is placed in a 250ml amber glass bottle with propeller stirrer and heated to 40 ° C on a hot plate with constant stirring. 1g Purolite MN 100 is added. After 30 minutes, the stirrer is switched off and the mixture is filtered with a Sartorius 0.45 μm disposable syringe filter. The filtered octyldodecanol has a much weaker odor than the non-purified starting material.
Claims (7)
- A process for reducing odor in oil components, characterized in that, in addition to deodorization by carrier vapor or carrier gas distillation, the oil components are purified by adsorption onto polymeric adsorbents, whereby highly crosslinked polymers with an inner surface of 900 to 1,500 m2/g are used as the polymeric adsorbents.
- A process as claimed in claim 1, characterized in that the oil components are selected from the group consisting of 2-octyl dodecanol, palmitic acid/stearic acid-2-ethyl hexyl ester, triglycerides with fatty acid chain lengths of 6 to 12 carbon atoms, di-n-octyl ether and glyceryl caprylate caprate cocoate.
- A process as claimed in claim 1 or 2, characterized in that the adsorption onto polymeric adsorbents is carried out as a fixed bed process or an agitation process.
- A process as claimed in any of claims 1 to 3, characterized in that the adsorption onto polymeric adsorbents is carried out at atmospheric pressure.
- A process as claimed in any of claims 1 to 4, characterized in that the adsorption onto polymeric adsorbents is carried out at temperatures in the range from 0 to 100°C, preferably at temperatures in the range from 20 to 90°C and more particularly at temperatures in the range from 40 to 80°C.
- A process as claimed in any of claims 1 to 5, characterized in that the adsorption onto polymeric adsorbents is carried out as a fixed bed process at temperatures in the range from 20 to 80°C and at atmospheric pressure.
- A process as claimed in any of claims 1 to 5, characterized in that the adsorption onto polymeric adsorbents is carried out as an agitation process at temperatures of 20 to 80°C and at atmospheric pressure.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE10302299A DE10302299A1 (en) | 2003-01-22 | 2003-01-22 | Deodorization of oils comprises treatment with a polymeric adsorbent in addition to distillation with steam or a carrier gas |
| DE10302299 | 2003-01-22 | ||
| PCT/EP2003/014597 WO2004065532A1 (en) | 2003-01-22 | 2003-12-19 | Reducing the odor of oil components by means of adsorption with polymeric adsorbing agents |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EP1585801A1 EP1585801A1 (en) | 2005-10-19 |
| EP1585801B1 true EP1585801B1 (en) | 2007-03-21 |
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| Application Number | Title | Priority Date | Filing Date |
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| EP03789354A Expired - Fee Related EP1585801B1 (en) | 2003-01-22 | 2003-12-19 | Reducing the odor of oil components by means of adsorption with polymeric adsorbing agents |
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| Country | Link |
|---|---|
| US (1) | US7459574B2 (en) |
| EP (1) | EP1585801B1 (en) |
| DE (2) | DE10302299A1 (en) |
| WO (1) | WO2004065532A1 (en) |
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| DE102005037707A1 (en) * | 2005-08-10 | 2007-02-15 | Cognis Ip Management Gmbh | Process for the processing of fatty substances |
| DE102008042149A1 (en) | 2008-09-17 | 2010-03-18 | Evonik Goldschmidt Gmbh | Cosmetic and dermatological formulations containing phenoxyalkyl esters |
| US8741186B2 (en) | 2008-10-16 | 2014-06-03 | Ragasa Industrias, S.A. De C.V. | Vegetable oil of high dielectric purity, method for obtaining same and use in an electrical device |
| EP3808831A1 (en) * | 2019-10-17 | 2021-04-21 | The Procter & Gamble Company | Methods of making purified fatty acid compositions |
| CN112473181B (en) * | 2020-12-21 | 2022-05-03 | 苏州硒诺唯新新材料科技有限公司 | Method for removing odor of biological extract |
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|---|---|---|---|---|
| GB880412A (en) * | 1958-06-30 | 1961-10-18 | Unilever Ltd | Lubricants |
| DE2731520C3 (en) * | 1977-07-12 | 1980-04-10 | Karlheinz Ing.(Grad.) 3450 Holzminden Schrader | Deodorant |
| JPS5820152A (en) * | 1981-07-27 | 1983-02-05 | Hakugen:Kk | Antioxidant for edible oil |
| JPS5984992A (en) * | 1982-11-04 | 1984-05-16 | 第一クロ−ダケミカルズ株式会社 | Purification of oil and fat |
| JPS61257945A (en) * | 1985-05-10 | 1986-11-15 | Kikkoman Corp | Production of ethyl ester of fatty acid |
| JP2618313B2 (en) * | 1992-06-23 | 1997-06-11 | 雪印乳業株式会社 | Method for improving flavor of reconstituted liquid milk fat |
| JPH08302382A (en) * | 1995-05-09 | 1996-11-19 | Nippon Synthetic Chem Ind Co Ltd:The | Method for refining fish oil |
| WO1998043500A1 (en) * | 1997-04-03 | 1998-10-08 | Bucher-Alimentech Ltd. | Process for reducing the patulin concentration in fruit juices |
| JP3598025B2 (en) * | 1999-08-12 | 2004-12-08 | 日清オイリオグループ株式会社 | Reactive linseed oil composition and method for producing the same |
| DE10059208C5 (en) * | 2000-11-29 | 2013-01-10 | Cognis Ip Management Gmbh | Process for the preparation of lower iodine and carbonyl Guerbet alcohols |
-
2003
- 2003-01-22 DE DE10302299A patent/DE10302299A1/en not_active Withdrawn
- 2003-12-19 EP EP03789354A patent/EP1585801B1/en not_active Expired - Fee Related
- 2003-12-19 WO PCT/EP2003/014597 patent/WO2004065532A1/en active IP Right Grant
- 2003-12-19 DE DE50306878T patent/DE50306878D1/en not_active Expired - Lifetime
- 2003-12-19 US US10/542,486 patent/US7459574B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| DE50306878D1 (en) | 2007-05-03 |
| EP1585801A1 (en) | 2005-10-19 |
| DE10302299A1 (en) | 2004-07-29 |
| US7459574B2 (en) | 2008-12-02 |
| WO2004065532A1 (en) | 2004-08-05 |
| US20060165737A1 (en) | 2006-07-27 |
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