EP0671461A1 - Verfahren zur Gewinnung eines Öls mit hohem Carotingehalt - Google Patents

Verfahren zur Gewinnung eines Öls mit hohem Carotingehalt Download PDF

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Publication number
EP0671461A1
EP0671461A1 EP95301329A EP95301329A EP0671461A1 EP 0671461 A1 EP0671461 A1 EP 0671461A1 EP 95301329 A EP95301329 A EP 95301329A EP 95301329 A EP95301329 A EP 95301329A EP 0671461 A1 EP0671461 A1 EP 0671461A1
Authority
EP
European Patent Office
Prior art keywords
oil
carotene
ppm
steam
producing
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.)
Withdrawn
Application number
EP95301329A
Other languages
English (en)
French (fr)
Inventor
Masahisa Ibuki
Yoko Imamura
Tsugio Nishimoto
Tsugio Izumi
Hayoto Kubota
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Fuji Oil Co Ltd (fka Fuji Oil Holdings Inc)
Original Assignee
Fuji Oil Co Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Fuji Oil Co Ltd filed Critical Fuji Oil Co Ltd
Publication of EP0671461A1 publication Critical patent/EP0671461A1/de
Withdrawn legal-status Critical Current

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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
    • C11B3/12—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
    • 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
    • C11B7/00—Separation of mixtures of fats or fatty oils into their constituents, e.g. saturated oils from unsaturated oils
    • C11B7/0008—Separation of mixtures of fats or fatty oils into their constituents, e.g. saturated oils from unsaturated oils by differences of solubilities, e.g. by extraction, by separation from a solution by means of anti-solvents

Definitions

  • the present invention relates to a process for producing a high carotene content oil. More specifically, it relates to a process for producing a high carotene content oil which is cheap and has a palatable flavor.
  • Carotenes are carotenoid hydrocarbons and there are ⁇ -, ⁇ - and ⁇ -isomers. They have been known as provitamin A.
  • Carotenes used in these products are produced by a synthetic method starting from ⁇ -ionone or by concentration of, or extraction from natural products such as carrot and palm oil.
  • natural carotenes are chosen and carrot carotenes and palm carotenes have been much more noted.
  • JP-A 2-40358 discloses a process for producing a carotene concentrated oil, wherein unrefined palm oil is subjected to interesterification, following by further addition of unrefined palm oil and removal of esters by distillation.
  • this carotene concentrated oil has a significant odor and is not suitable for use in foods.
  • JP-A 64-38061 discloses a method wherein a carotene containing oil is subjected to alcoholysis, followed by extraction and isolation with a hydrophilic organic solvent and water.
  • JP-A 62-241970 discloses the separation of carotenes by silica gel chromatography with a mixed solvent of acetone and hexane.
  • chromatography is expensive and the carotene product obtained such a method still has a bad flavor and is not suitable for foods.
  • the present inventors have intensively looked for methods for the concentration or extraction of carotene which are cheap and can provide carotene having a palatable flavor.
  • a high carotene content oil having a palatable flavor can be obtained by adding a commercially available carotene preparation to an oil and deodorizing with steam under specific temperature conditions.
  • the present inventors have found a novel process for producing a carotene concentrated oil which can be fed to the above deodorizing step by subjecting crude palm oil to solvent fractionation under specific conditions and recovering a non-crystalline part.
  • the present invention was discovered.
  • the main object of the present invention is to provide a process for producing a high carotene content oil which is cheap and can provide a carotene oil having a palatable flavor.
  • a process for producing a high carotene content oil which comprises blowing steam through an oil containing carotene in an amount of at least 500 ppm under a reduced pressure of not higher than 10 Torr whilst maintaining the temperature at 110 to 150°C.
  • the present invention also provides a process for producing a carotene concentrated oil which comprises dissolving crude palm oil in an organic solvent at a concentration of 5 to 30% by weight, cooling the resulting solution at a cooling rate of, at the highest, 1°C/min. to precipitate a crystalline part of the oil and recovering a non-crystalline part.
  • carotene includes ⁇ -, ⁇ - and ⁇ -isomers and mixtures thereof.
  • the oil containing carotene in an amount of at least 500 ppm to be used in the present invention can be obtained by, if necessary, adding a carotene containing material such as a commercially available carotene preparation to an edible oil.
  • a carotene containing material such as a commercially available carotene preparation
  • the edible oil is not specifically limited and any oil produced by known oil refining steps such as degumming, deacidification and bleaching can be used.
  • a carotene concentrated oil as described hereinafter can be used. When the carotene concentrated oil is used, there is no need to add a carotene containing material and therefore an economic process can be achieved.
  • the carotene concentrated oil is preferably subjected to deacidification and bleaching according to a conventional method.
  • steam is blown through the oil under specific temperature and pressure conditions to deodorize the oil.
  • the deodorizing temperature is 110 to 150°C, preferably 135 to 145°C.
  • the deodorizing temperature is lower than 110°C the resulting concentrated oil has a bad flavor and when the temperature is higher than 150°C decomposition of carotene takes place and recovery of carotene is reduced.
  • the deodorizing pressure is a reduced pressure of 10 Torr or lower, preferably, 5 Torr or lower.
  • 10 Torr a reduced pressure of 10 Torr or lower, preferably, 5 Torr or lower.
  • the amount of steam to be blown through and the deodorizing time are not specifically limited. Normally, when 3.3% by weight of steam based on the oil per hour is blown through, the deodorizing time is 30 to 200 minutes, preferably 70 to 180 minutes. When the deodorizing time is shorter than 30 minutes the desired deodorization cannot be expected. On the other hand, when the deodorizing time exceeds 200 minutes no improvement of deodorization effect is obtained and decomposition of carotene even takes place.
  • Any steam deodorizer can be used. Examples thereof include a Girdler semi continuous deodorizer.
  • the high carotene content oil thus obtained normally contains carotene in an amount of at least 500 ppm, preferably 1,000 ppm to 30,000 ppm and has a palatable flavor. It can be used for the production of foods such as drinks, ice cream, stuffings and margarine without deterioration of food flavor. In addition, the oil can be used as it is or encapsulated as health foods.
  • the carotene concentrated oil of the present invention is produced by dissolving crude palm oil in an organic solvent at a concentration of 5 to 30% by weight, cooling the resulting solution at a cooling rate of 1°C or less per minute to precipitate a crystalline part of the oil and recovering a non-crystalline part.
  • the crude palm oil to be used in the present invention is an oil obtained from fruits of oil palms as it is.
  • Oil palms are palm trees and their variety is not specifically limited but examples thereof include the Dura species, Tenera species and Pisifera species.
  • the crude palm oil contains 500 ppm to 3,000 ppm of carotene and up to about 90% thereof are ⁇ -carotene and ⁇ -carotene.
  • the crude palm oil thus obtained is completely dissolved in an organic solvent for example by warming.
  • organic solvent examples include ethanol, acetone, hexane and a mixtures thereof.
  • the concentration of the crude palm oil in the solution is 5 to 30% by weight, preferably 10 to 20% by weight.
  • concentration is less than 5% by weight, a facility for producing the carotene concentrated oil and recovery of the solvent becomes expensive.
  • the concentration exceeds 30% by weight, fractionation by cooling cannot be carried out and recovery of carotene is significantly lowered.
  • the cooling operation itself is not specifically limited.
  • the cooling rate should be 1°C or less per minute, preferably 0.8°C or less per minute, more preferably 0.8°C to 0.3°C per minute.
  • the rate of precipitation of fine crystals becomes too fast and carotene is incorporated into the fine crystals, which makes recovery of carotene difficult.
  • the precipitation of fine crystals is also influenced by the stirring rate of the solution.
  • the stirring rate is selected according to the oil content of the solution and therefore the stirring rate is not limited in the present invention.
  • the end point temperature of cooling is selected according to the solvent and the concentration of the dissolved oil. For example, when hexane is used as the solvent and the solution is cooled to -20°C, 98% or more of carotene can be recovered.
  • Recovery of the non-crystalline part can be carried out by a conventional method. For example, after separation of solids (crystals) from a liquid fraction by suction filtration, the recovered crystals on the filter are washed with the solvent used and the filtrate is combined with the liquid fraction. Since the recovered non-crystalline part contains the solvent, the solvent is removed by a conventional method such as distillation.
  • the carotene content of the carotene concentrated oil thus obtained varies according to the particular crude palm oil used, normally the carotene concentrated oil contains about 2 to 4 times more carotene than the starting oil, i.e., a carotene concentration of 1,000 to 15,000 ppm.
  • Hexane from the non-crystalline part was removed by distillation and then activated clay was added in an amount of 1% based on the weight of the oil.
  • Bleaching was carried out at 100°C under a reduced pressure of 5 Torr and steam was blown through at 140°C for 180 minutes under a reduced pressure of 2 Torr to obtain a carotene concentrated oil.
  • the carotene concentrated oil contained 2,250 ppm of carotene and was tasteless and odorless.
  • an emulsion drink was prepared according to the formulation as shown in Table 1 and its flavor was organoleptically evaluated by 10 panelists.
  • Table 1 Formulation of emulsion Ingredient Amount (%) Carotene concentrated oil 6.0 Skimmed milk powder 10.0 Refined sugar 1.0 Lecithin 0.03 Carrageenan 0.5 Sodium hydrogen phosphate 0.05 Sodium polyphosphate 0.25 Salt 0.03 Water up to 100
  • the carotene concentrated oil produced by the process of the present invention is tasteless and odorless and, when it is used in a drink, clearly it does not diminish the flavor or taste of the drink.
  • Table 2 Flavor evaluation panel test Flavor of carotene concentrated oil Flavor of drink (number of persons who felt it palatable) Example 1 tasteless oderless 9 Comparative Example 1 solvent odor 1
  • Refined palm oil 70 parts was mixed with refined coconut oil (30 parts).
  • Commercially available palm carotene 30% concentrate so that the final concentration of carotene became 5,000 ppm.
  • Steam was blown through at a deodorizing temperature of 120°C for 60 minutes under a reduced pressure of 1 Torr to obtain a carotene concentrated oil containing 4,958 ppm of carotene.
  • ice cream was prepared according to the formulation as shown in Table 3 and its flavor was organoleptically evaluated by 10 panelists.
  • ice cream was prepared and its flavor was organoleptically evaluated by 10 panelists except that the carotene concentrated oil prepared by addition of the commercially acceptable palm carotene 30% concentrate in a concentration of 5,000 ppm was not subjected to the deodorization step.
  • Example 2 when a frozen confection such as ice cream is prepared by using the carotene concentrated oil of the present invention (Example 2), the oil does not diminish the flavor of the food material.
  • Table 3 Formulation of ice cream Ingredient Amount (%) Carotene concentrated oil 10.0 Skimmed milk powder 5.6 Refined sugar 1.3 Thick malt syrup 10.0 Condensed milk 18.5 Butter 2.0 Water up to 100 Table 4
  • Flavor evaluation panel test Flavor of carotene concentrated oil Flavor of drink (number of persons who felt it palatable)
  • Example 2 tasteless odorless 10 Comparative Example 2 solvent odor 0
  • Crude palm oil (carotene content: 720 ppm) (450 g) was dissolved in hexane (2,550 g) at 60°C so that the oil content became 60% and the solution was cooled to -20°C at the cooling rate of 0.5°C/min. After cooling, the crystalline part was removed by suction filtration and then hexane was removed to obtain a carotene concentrated oil (244 g, carotene content: 1,326 ppm). This carotene content corresponded to about 1.84 times the concentration of the carotene content of the starting oil and recovery of carotene was about 99.9%.
  • a carotene concentrated oil was prepared except that the cooling rate was 5°C/min.
  • a carotene concentrated oil (215 g, carotene content: 760 ppm)
  • only about 1.06 times the carotene concentration of the starting oil was obtained.
  • Recovery of carotene was about 50.4%.
  • the concentration of carotene was reduced and recovery of carotene was reduced. This became impractical.
  • the high carotene content oil which is cheap and has a palatable flavor can be obtained. Therefore, the high carotene content oil can be generally used in the production of foods.

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  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Microbiology (AREA)
  • Analytical Chemistry (AREA)
  • Fats And Perfumes (AREA)
  • Confectionery (AREA)
EP95301329A 1994-03-09 1995-03-01 Verfahren zur Gewinnung eines Öls mit hohem Carotingehalt Withdrawn EP0671461A1 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP6038395A JPH07247495A (ja) 1994-03-09 1994-03-09 高カロテン含有油脂の製造法
JP38395/94 1994-03-09

Publications (1)

Publication Number Publication Date
EP0671461A1 true EP0671461A1 (de) 1995-09-13

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Family Applications (1)

Application Number Title Priority Date Filing Date
EP95301329A Withdrawn EP0671461A1 (de) 1994-03-09 1995-03-01 Verfahren zur Gewinnung eines Öls mit hohem Carotingehalt

Country Status (2)

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EP (1) EP0671461A1 (de)
JP (1) JPH07247495A (de)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7557146B2 (en) 2005-04-19 2009-07-07 Eduardo Sabio Rey Method of preparing lycopene-enriched formulations that are free of organic solvents, formulations thus obtained, compositions comprising said formulations and use of same
WO2011110967A1 (en) * 2010-03-12 2011-09-15 Danisco A/S Process
US9039898B2 (en) 2011-11-15 2015-05-26 Engineering Research Associates, Inc. Method for separating components in natural oil
CN115003171A (zh) * 2019-11-15 2022-09-02 巴斯夫欧洲公司 食品添加剂和其制备方法

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
MY188429A (en) * 2009-01-08 2021-12-08 Sime Darby Plantation Berhad Refining of edible oil
JP5914967B2 (ja) * 2011-01-06 2016-05-11 不二製油株式会社 シューケース
JP5914966B2 (ja) * 2011-01-06 2016-05-11 不二製油株式会社 シューケース用油脂組成物
JP6222260B2 (ja) * 2016-03-14 2017-11-01 不二製油株式会社 シューケース用油脂組成物
JP6222261B2 (ja) * 2016-03-14 2017-11-01 不二製油株式会社 シューケース

Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5271509A (en) * 1975-12-11 1977-06-15 Asahi Denka Kogyo Kk Purification of palm oil
GB2141438A (en) * 1983-06-15 1984-12-19 Inst Penyelidikan Minyak Kelap Deodorization and stabilisation of palm oil and palm oil fractions
DE3839017A1 (de) * 1988-11-18 1990-05-23 Henkel Kgaa Verfahren zum destillativen abtrennen unerwuenschter bestandteile natuerlicher fette/oele und ihrer derivate
AU632272B2 (en) * 1988-03-11 1992-12-24 Malaysian Palm Oil Board Refining of edible oil
EP0529107A1 (de) * 1991-07-19 1993-03-03 DEUTSCHE GESELLSCHAFT FÜR TECHNISCHE ZUSAMMENARBEIT( GTZ) GmbH Verfahren zur Gewinnung eines Öls mit einstellbarem Carotingehalt aus Palmöl
JPH05247364A (ja) * 1992-02-13 1993-09-24 T Hasegawa Co Ltd カロチノイド含有水溶性製剤
WO1994012596A1 (en) * 1992-12-03 1994-06-09 Unilever N.V. Process for the refining of edible oils

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5271509A (en) * 1975-12-11 1977-06-15 Asahi Denka Kogyo Kk Purification of palm oil
GB2141438A (en) * 1983-06-15 1984-12-19 Inst Penyelidikan Minyak Kelap Deodorization and stabilisation of palm oil and palm oil fractions
AU632272B2 (en) * 1988-03-11 1992-12-24 Malaysian Palm Oil Board Refining of edible oil
DE3839017A1 (de) * 1988-11-18 1990-05-23 Henkel Kgaa Verfahren zum destillativen abtrennen unerwuenschter bestandteile natuerlicher fette/oele und ihrer derivate
EP0529107A1 (de) * 1991-07-19 1993-03-03 DEUTSCHE GESELLSCHAFT FÜR TECHNISCHE ZUSAMMENARBEIT( GTZ) GmbH Verfahren zur Gewinnung eines Öls mit einstellbarem Carotingehalt aus Palmöl
JPH05247364A (ja) * 1992-02-13 1993-09-24 T Hasegawa Co Ltd カロチノイド含有水溶性製剤
WO1994012596A1 (en) * 1992-12-03 1994-06-09 Unilever N.V. Process for the refining of edible oils

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
DATABASE WPI Week 3077, Derwent World Patents Index; AN 77-53198Y *
DATABASE WPI Week 4393, Derwent World Patents Index; AN 93-339910 *

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7557146B2 (en) 2005-04-19 2009-07-07 Eduardo Sabio Rey Method of preparing lycopene-enriched formulations that are free of organic solvents, formulations thus obtained, compositions comprising said formulations and use of same
WO2011110967A1 (en) * 2010-03-12 2011-09-15 Danisco A/S Process
CN102844418A (zh) * 2010-03-12 2012-12-26 杜邦营养生物科学有限公司 方法
CN102844418B (zh) * 2010-03-12 2015-11-25 杜邦营养生物科学有限公司 方法
US9039898B2 (en) 2011-11-15 2015-05-26 Engineering Research Associates, Inc. Method for separating components in natural oil
CN115003171A (zh) * 2019-11-15 2022-09-02 巴斯夫欧洲公司 食品添加剂和其制备方法

Also Published As

Publication number Publication date
JPH07247495A (ja) 1995-09-26

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