WO2013145397A1 - Procédé de fabrication d'une composition de glycérides - Google Patents

Procédé de fabrication d'une composition de glycérides Download PDF

Info

Publication number
WO2013145397A1
WO2013145397A1 PCT/JP2012/076794 JP2012076794W WO2013145397A1 WO 2013145397 A1 WO2013145397 A1 WO 2013145397A1 JP 2012076794 W JP2012076794 W JP 2012076794W WO 2013145397 A1 WO2013145397 A1 WO 2013145397A1
Authority
WO
WIPO (PCT)
Prior art keywords
glyceride composition
oil
water vapor
mass
glyceride
Prior art date
Application number
PCT/JP2012/076794
Other languages
English (en)
Japanese (ja)
Inventor
一郎 日▲高▼
明子 佐々木
西山　佳孝
勇馬 小笠
浩 平井
Original Assignee
日清オイリオグループ株式会社
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 日清オイリオグループ株式会社 filed Critical 日清オイリオグループ株式会社
Publication of WO2013145397A1 publication Critical patent/WO2013145397A1/fr

Links

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
    • 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 method for producing a glyceride composition.
  • Patent Document 1 a glyceride fatty acid ester or the like in a glyceride composition is obtained by deodorizing a glyceride composition containing 3-chloropropane-1,2-diol or the like under a specific temperature condition.
  • a method of reducing is disclosed.
  • Patent Document 2 discloses a re-refined palm having a specific flavor and having a good flavor by further performing a decoloring treatment and a deodorizing treatment on a refined palm soft oil subjected to at least a deodorizing treatment.
  • a method for obtaining a soft oil is disclosed.
  • the refined fats and oils are generally stored at a low temperature.
  • a “returning substance” that causes deterioration of the flavor of fats and oils is generated during low-temperature storage.
  • the details of the “returning substance” are not known, the presence of this substance in the refined fat and oil causes the flavor of the fat and oil to return to the state prior to purification, resulting in a flavor deterioration called “returning odor”. It is.
  • RBD oil refined Bleached Deodorized
  • the present invention has been made in view of the circumstances as described above, and provides a method for suppressing the deterioration of the flavor of fats and oils during storage at low temperatures.
  • the present inventors have found that by decolorizing the raw glyceride composition while blowing a predetermined amount of water vapor under reduced pressure conditions, it is possible to suppress the production of “returning substances” that occur during storage at low temperatures, and the present invention. It came to complete. Specifically, the present invention provides the following.
  • a decolorization step of decolorizing the raw glyceride composition while blowing steam under reduced pressure conditions, and in the steam blowing, 0.3% by mass or more of water vapor with respect to the total mass of the raw glyceride composition A method for producing a glyceride composition, which is blown into the raw material glyceride composition.
  • the glyceride is an ester bond of 1 to 3 fatty acids to glycerin.
  • triacylglycerol which is the main component of fats and oils
  • diglyceride diacylglycerol
  • monoglyceride monoacylglycerol
  • the production method of the present invention is characterized by including a decolorization step of decolorizing the raw glyceride composition while blowing a predetermined amount of water vapor under reduced pressure.
  • the flavor deterioration of fats and oils may be caused by the following mechanism. That is, in the decolorization process of fats and oils, peroxides having hydroperoxide groups (—OOH) present in the fats and oils are decomposed when heated in the presence of clay or the like to produce 2-nonenal.
  • the inventors of the present invention have identified that 2-nonenal and / or its derivative produced in the decolorization step is one of the substances that cause the flavor deterioration of fats and oils during low-temperature storage, that is, one of the “returning substances”. It was also found that 2-nonenal and / or its derivatives once produced in the decolorization process remained in the oil even after further deodorization process.
  • the raw 2-glyceride composition is decolorized while blowing a predetermined amount of water vapor under reduced pressure conditions, so that the generated 2-nonenal is converted into the raw material glyceride composition by water vapor. It was found to be removed from As a result, it is possible to obtain a glyceride composition in which the return odor is suppressed even during low-temperature storage.
  • the raw glyceride composition is decolored while steam is blown into the raw glyceride composition described below under reduced pressure.
  • blowing steam In blowing water vapor, 0.3% by mass or more of water vapor is blown into the raw glyceride composition with respect to the total mass of the raw glyceride composition.
  • the amount of water vapor in the blowing of water vapor is 0.3 mass% to 2.0 mass%, 0.3 mass% to 1.5 mass%, 0.5 mass% to 1 mass with respect to the total mass of the raw glyceride composition. It may be in the range of 5% by mass.
  • the amount of water vapor in the steam blowing is less than 0.3% by mass, the removal effect of 2-nonenal may not be sufficient.
  • the amount of water vapor in the blowing of water vapor exceeds 2.0% by mass, the hydrolysis of the raw material glyceride composition is promoted, or the raw material glyceride composition is scattered by an excessive amount of water vapor, and the resulting glyceride composition is recovered. There is a possibility that the amount will decrease (that is, the yield rate will decrease).
  • the above-mentioned steam blowing is performed under reduced pressure conditions.
  • the depressurization condition of the decoloring step in the present invention may be a vacuum degree of 0.1 to 100 Torr, and preferably a vacuum degree of 1 to 20 Torr. It is preferable that the degree of vacuum is in the above range from the viewpoint of further enhancing the effect of removing 2-nonenal by blowing water vapor.
  • vacuum degree in the present invention is expressed on the basis of absolute pressure. This value indicates how close to an ideal vacuum state (absolute vacuum) is, with zero absolute vacuum.
  • the temperature condition of the decoloring step in the present invention may be such that the temperature (oil temperature) of the raw glyceride composition may be 90 to 180 ° C., preferably 95 to 140 ° C. It is preferable that the temperature of the raw glyceride composition is 180 ° C. or lower in that hydrolysis of the raw glyceride composition is suppressed and a decrease in the amount of recovered glyceride composition (that is, yield) can be suppressed. It is preferable that the temperature of the raw glyceride composition is 90 ° C. or higher because the decoloring effect can be maintained and further improved.
  • conditions in the decolorization step are not particularly limited, and may be conditions used in a normal method for producing fats and oils. For example, after adding clay such as acid clay, activated clay or alkali clay to the glyceride composition, it may be heated for 15 to 30 minutes. After the decolorization is completed, the white clay can be removed by filtration or the like to obtain a decolorized oil.
  • clay such as acid clay, activated clay or alkali clay
  • the temperature condition in the deodorization step the temperature condition used in the usual method for producing fats and oils can be used.
  • it may be 180 to 270 ° C., preferably 210 to 250 ° C., more preferably 215 to 245 ° C.
  • the deodorization time may be 15 to 150 minutes, preferably 40 to 100 minutes.
  • the glyceride composition is obtained by decolorizing the raw glyceride composition under the above conditions.
  • Refined oil may be used and non-refined oil may be used.
  • the glyceride composition obtained from the production method of the present invention preferably suppresses the production of “returning substance” even after low-temperature storage, regardless of whether the raw glyceride composition is a refined oil or a non-refined oil. Yes.
  • Examples of the refined oil include rapeseed oil, soybean oil, rice oil, safflower oil, grape oil, sunflower oil, wheat germ oil, corn oil, cottonseed oil, sesame oil, peanut oil, flux oil, Edible oils such as sesame oil, olive oil, palm oil, palm kernel oil, coconut oil, mixed vegetable oils mixed with two or more of these, or palm olein, palm stearin, palm super olein, palm mid fraction, etc.
  • edible oils produced by a direct esterification reaction such as medium-chain fatty acid triglycerides can be used.
  • vegetable oils with an elevated melting point of 10 ° C or higher especially palm oils (palm oil, palm kernel oil, palm olein, palm stearin, palm super olein, palm mid fraction, etc.) And its fractionated oils are preferred.
  • save by a "returning substance” can be preferably suppressed also in the blend fats and oils which mix
  • Plant oil purification methods include chemical refining (chemical refining) and physical refining (physical refining), and any refining method may be used.
  • the former chemical refining is a method usually used for refining vegetable oils. Crude oil obtained by squeezing and extracting the plant as raw material is degummed, deoxidized, decolorized, and dewaxed. After being deodorized, it is refined and becomes refined oil.
  • the latter physical refining is a method that is often performed with palm oil, palm oil or the like, and crude oil obtained by pressing palm or palm as a raw material is degummed, decolorized, or deoxidized. After being deodorized, it is refined and becomes refined oil.
  • the glyceride composition obtained by physical refining is called RBD oil (Refined Bleached Deodorized).
  • Whether the return odor of the glyceride composition obtained by the production method of the present invention is suppressed can be confirmed by the following method. 20 to 70 g of the glyceride composition is taken into a 100 ml sample bottle, sealed and stored in a cool dark place at 5 ° C. After storage (for example, after storage for 7 days), take out the sample bottle, dissolve it by heating at 50 to 80 ° C, and perform sensory evaluation (determination of deterioration odor or return odor) with a few grams in the mouth. .
  • the glyceride composition is separated into a head space vial, and a volatile substance generated when heated at 50 to 100 ° C. for 30 to 100 minutes is adsorbed by an adsorbent.
  • the adsorbent is reheated at 200 to 250 ° C. for 1 to 10 minutes at the gas chromatography inlet, and the volatile substance is applied to the gas chromatography column.
  • each isolated component is detected with a detector in a column, and 2-nonenal is identified, and then quantified with a reagent manufactured by Wako Pure Chemical Industries (Wako First Grade).
  • the amount of 2-nonenal produced in the resulting glyceride composition is, for example, 30 ppm or less immediately after the decolorization step.
  • the amount of 2-nonenal produced in the glyceride composition is, for example, 0.10 ppm or less after 3 days from the deodorization step.
  • Example 1 RBD palm oil (Made in Malaysia or / and Indonesia, mass: 1.7 kg) under reduced pressure in the presence of clay while blowing steam (1.1% by mass with respect to the total mass of RBD palm oil) The decolorization step was performed at 95 ° C. for 20 minutes (about 8 Torr). Subsequently, the white clay was removed by filtration to obtain a glyceride composition of Example 1.
  • the temperature condition indicates the oil temperature of RBD palm oil.
  • Example 2 The decolorization step was performed by the same method as in Example 1 except that the decolorization step was performed at 115 ° C. while blowing water vapor (0.9% by mass with respect to the total mass of RBD palm oil), and the glyceride composition of Example 2 I got a thing.
  • Example 3 The decolorization process is performed at 127 ° C. while blowing water vapor (1.0 mass% with respect to the mass of RBD palm oil), and the decolorization step is performed by the same method as in Example 1, and the glyceride composition of Example 3 Got.
  • Example 4 The decolorization process was performed by the method equivalent to Example 3 except performing a decoloring process at 137 degreeC, and the glyceride composition of Example 4 was obtained.
  • Example 5 The decolorization process is performed at 105 ° C. while blowing water vapor (1.3% by mass with respect to the total mass of RBD palm oil), and the decolorization step is performed in the same manner as in Example 1, and the glyceride composition of Example 5 I got a thing.
  • Example 6 The decolorization process was performed by the same method as in Example 1 except that the decolorization process was performed at 127 ° C. while blowing water vapor (1.1 mass% with respect to the total mass of the RBD palm oil). Next, a deodorizing step was performed at 257 ° C. for 80 to 100 minutes under reduced pressure while blowing water vapor into the obtained glyceride composition, followed by filtration to obtain a glyceride composition of Example 6.
  • Each glyceride composition was dispensed in an amount of 20 to 70 g in a 100 ml sample bottle, sealed, and stored in a cool dark place at 5 ° C. On the 7th day after storage, the sample bottle was taken out and dissolved by heating at 50 to 80 ° C., and then sensory evaluation was performed with a few grams in the mouth. In this case, the five-step evaluation was in accordance with the criteria described in Table 1.
  • Example 1 to 10 g of glyceride compositions of Examples and Comparative Examples were dispensed into headspace vial tubes.
  • the glyceride compositions of Examples 1 to 5 were collected immediately after the decolorization step.
  • Example 6 and Comparative Examples 1 to 3 the samples were collected immediately after the decoloring step, at 3 and 7 days after the deodorizing step.
  • Each glyceride composition thus separated was adsorbed by an adsorbent with volatile substances generated when heated at 50 to 100 ° C. for 30 to 100 minutes.
  • the adsorbent was reheated at 200 to 250 ° C. for 1 to 10 minutes at the gas chromatography inlet, and the volatile substance was applied to a gas chromatography column.
  • each component isolated by the column was detected by a detector to identify 2-nonenal, and then quantified with a reagent manufactured by Wako Pure Chemical Industries (Wako First Grade). The results are shown in Tables 2 and 3.

Landscapes

  • Life Sciences & Earth Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Microbiology (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Fats And Perfumes (AREA)

Abstract

L'invention concerne un procédé qui permet de réduire la dégradation de la saveur d'une huile/matière grasse lorsqu'elle est conservée à basse température. Ce procédé de fabrication d'une composition de glycérides, qui contient une étape de blanchiment lors de laquelle une composition de glycérides de base est blanchie pendant l'infusion de vapeur d'eau dans ladite composition de glycérides de base sous pression réduite, est caractérisé en ce que la quantité de vapeur d'eau infusée dans la composition de glycérides de base représente au moins 0,3 % de la masse totale de la composition de glycérides de base. La quantité de vapeur d'eau infusée dans la composition de glycérides de base peut être de 0,3 % à 2,0 % de la masse totale de la composition de glycérides de base.
PCT/JP2012/076794 2012-03-29 2012-10-17 Procédé de fabrication d'une composition de glycérides WO2013145397A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2012-076514 2012-03-29
JP2012076514A JP5917975B2 (ja) 2012-03-29 2012-03-29 グリセリド組成物の製造方法

Publications (1)

Publication Number Publication Date
WO2013145397A1 true WO2013145397A1 (fr) 2013-10-03

Family

ID=49258737

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/JP2012/076794 WO2013145397A1 (fr) 2012-03-29 2012-10-17 Procédé de fabrication d'une composition de glycérides

Country Status (3)

Country Link
JP (1) JP5917975B2 (fr)
MY (1) MY162023A (fr)
WO (1) WO2013145397A1 (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2016123331A (ja) * 2014-12-26 2016-07-11 ミヨシ油脂株式会社 食用油脂の製造方法

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS53114805A (en) * 1977-02-24 1978-10-06 Nisshin Oil Mills Ltd:The Production of palm oil
JPS5488904A (en) * 1977-12-27 1979-07-14 Nisshin Oil Mills Ltd:The Preparation of palm oil
JP2006316254A (ja) * 2005-04-13 2006-11-24 J-Oil Mills Inc 加熱着色を抑制したパーム油類およびその製造方法
JP2011030482A (ja) * 2009-07-31 2011-02-17 Nisshin Oillio Group Ltd 再精製パーム軟質油並びに該再精製パーム軟質油を含有する食用油脂組成物及び飲食品
WO2011074574A1 (fr) * 2009-12-15 2011-06-23 花王株式会社 Procédé de fabrication de graisse ou d'huile raffinée
JP2011195621A (ja) * 2010-03-17 2011-10-06 Kao Corp 精製油脂の製造方法

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS53114805A (en) * 1977-02-24 1978-10-06 Nisshin Oil Mills Ltd:The Production of palm oil
JPS5488904A (en) * 1977-12-27 1979-07-14 Nisshin Oil Mills Ltd:The Preparation of palm oil
JP2006316254A (ja) * 2005-04-13 2006-11-24 J-Oil Mills Inc 加熱着色を抑制したパーム油類およびその製造方法
JP2011030482A (ja) * 2009-07-31 2011-02-17 Nisshin Oillio Group Ltd 再精製パーム軟質油並びに該再精製パーム軟質油を含有する食用油脂組成物及び飲食品
WO2011074574A1 (fr) * 2009-12-15 2011-06-23 花王株式会社 Procédé de fabrication de graisse ou d'huile raffinée
JP2011195621A (ja) * 2010-03-17 2011-10-06 Kao Corp 精製油脂の製造方法

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2016123331A (ja) * 2014-12-26 2016-07-11 ミヨシ油脂株式会社 食用油脂の製造方法

Also Published As

Publication number Publication date
JP5917975B2 (ja) 2016-05-18
MY162023A (en) 2017-05-31
JP2013203962A (ja) 2013-10-07

Similar Documents

Publication Publication Date Title
JP7250765B2 (ja) 不要な不純物の抑制によって野菜油を精製するためのプロセス
US9217120B2 (en) Method of treating a vegetable oil
EP2738243B1 (fr) Composition glycéridique purifiée et son procédé de production
JP5955119B2 (ja) 食用油脂の製造方法
JP5399544B1 (ja) 精製油脂の製造方法
TWI556744B (zh) Manufacture of grease
JP6639149B2 (ja) 精製油脂の製造方法
JP5917975B2 (ja) グリセリド組成物の製造方法
JP6021382B2 (ja) グリセリド組成物の製造方法
JP5924755B2 (ja) グリセリド組成物の製造方法
JP6253729B2 (ja) 油脂の製造方法
JP6857017B2 (ja) 油脂組成物
WO2013145808A1 (fr) Procédé de fabrication d'une composition glycéridique purifiée
JP5917976B2 (ja) グリセリド組成物の製造方法、及び第１の精製工程後のグリセリド組成物に対する第２の精製工程の必要性を判断する判断方法
JP2016169391A (ja) パーム系油脂
JP2018058997A (ja) 油脂の精製方法

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 12873410

Country of ref document: EP

Kind code of ref document: A1

NENP Non-entry into the national phase

Ref country code: DE

122 Ep: pct application non-entry in european phase

Ref document number: 12873410

Country of ref document: EP

Kind code of ref document: A1