WO2008053838A1 - Agent de modification du fractionnement pour la graisse - Google Patents

Agent de modification du fractionnement pour la graisse Download PDF

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Publication number
WO2008053838A1
WO2008053838A1 PCT/JP2007/071029 JP2007071029W WO2008053838A1 WO 2008053838 A1 WO2008053838 A1 WO 2008053838A1 JP 2007071029 W JP2007071029 W JP 2007071029W WO 2008053838 A1 WO2008053838 A1 WO 2008053838A1
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Prior art keywords
fatty acid
oil
carbon atoms
fat
fractionation
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PCT/JP2007/071029
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English (en)
Japanese (ja)
Inventor
Juhei Kuriyama
Takuya Murai
Yoshiro Miyamoto
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Sakamoto Yakuhin Kogyo Co., Ltd.
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Application filed by Sakamoto Yakuhin Kogyo Co., Ltd. filed Critical Sakamoto Yakuhin Kogyo Co., Ltd.
Priority to JP2008542101A priority Critical patent/JP5411505B2/ja
Publication of WO2008053838A1 publication Critical patent/WO2008053838A1/fr

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Classifications

    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23D—EDIBLE OILS OR FATS, e.g. MARGARINES, SHORTENINGS, COOKING OILS
    • A23D9/00—Other edible oils or fats, e.g. shortenings, cooking oils
    • A23D9/007—Other edible oils or fats, e.g. shortenings, cooking oils characterised by ingredients other than fatty acid triglycerides

Definitions

  • the present invention reduces the time required for separation and improves the quality and yield of the separated oil and fat.
  • the present invention relates to an oil / fat fractionation modifier to be added.
  • Oils and fats such as palm oil are a mixture of a component that is liquid at normal temperature (liquid portion) and a component that is solid at normal temperature (solid portion). Such fats and oils may be used as they are, but they are divided into a liquid part and a solid part. Depending on the intended application, each part (hereinafter, each part obtained by separation is classified as ⁇ separated ''. "Oil" is sometimes used.)
  • Patent Document 1 and Patent Document 2 oil and fat fractionation (emulsification for use) mainly comprising sucrose fatty acid ester whose main constituent fatty acid is stearic acid (Patent Document 1) or palmitic acid (Patent Document 2). ) Agent is added to and mixed with fats and oils, and a method for fractionating fats and oils is disclosed. According to this method, it is stated that high-quality fractionated fats and oils can be obtained in high yield in a short cooling time. .
  • Patent Document 1 Japanese Patent Laid-Open No. 5-125389
  • Patent Document 2 JP-A-6-181686
  • the present invention provides an oil / fat separation / modification agent that is added to and mixed with fats and oils in order to obtain high-quality separated oils and fats in a short cooling time in the step of separating the oils and fats into a liquid part and a solid part. Therefore, an object is to provide a novel fractionation modifier.
  • the present inventor has a process of fractionating fats and oils by adding a polyglycerin ester power of a specific saturated fatty acid, and a separation modifier such as palm oil to fats and oils.
  • a polyglycerin ester power of a specific saturated fatty acid and a separation modifier such as palm oil to fats and oils.
  • a separation modifier such as palm oil
  • the present invention as a means for solving the above-mentioned problems, comprises a polyglycerin fatty acid ester containing a fatty acid having 8 to 22 carbon atoms as a main constituent fatty acid. (Claim 1) is provided.
  • the polyglycerol fatty acid ester constituting the oil / fat separation modifier of the present invention is characterized in that a fatty acid having 8 to 22 carbon atoms is a main constituent fatty acid.
  • “to be a main constituent fatty acid” means that all or most of the fatty acids constituting the polyglycerol fatty acid ester are composed of the fatty acids.
  • other fatty acids may be used as long as the object and effect of the present invention are achieved (for example, the content is less than 10% by weight).
  • the main constituent fatty acid is composed of one or two or more fatty acids whose fatty acid power of 8 to 22 carbon atoms is also selected.
  • Examples of the fatty acids having 8 to 22 carbon atoms include saturated prillic acid, strong puric acid, lauric acid, myristic acid, palmitic acid, stearic acid, and behenic acid, and other saturated fatty acids, palmitoleic acid, and olein. Mention may be made of unsaturated fatty acids such as acids, linoleic acid, linolenic acid and L-force acid.
  • JP-A-3-31397 describes a fat and oil fractionation accelerator comprising polyglycerin fatty acid ester as an essential component.
  • this fractionation accelerator is used to promote the filtration of fats and oils in the wintering process and to stabilize the filtration speed (line 4 to 2 from the lower left column on the first page of the same publication).
  • the ring process is a method for removing only a wax component and a small amount of a high melting point component in fats and oils, and is different from the fractionation in the present invention for the purpose of separating a liquid part and a solid part to obtain both. .
  • the polyglycerin fatty acid ester constituting this fractionation accelerator has an esterification rate of 80% or more, the constituent fatty acid is 45% or less of fatty acid having 18 carbon atoms, and has 20 to 24 carbon atoms. It is described that it is desirable to remove saturated fatty acids and unsaturated fatty acids having a fatty acid content of 55% or more and having 16 or less carbon atoms as much as possible in view of the effect (see page 7, upper left column of the same publication). ⁇ ; Line 13).
  • the fractionation in the present invention includes a fatty acid having a small number of carbon atoms and a low esterification rate, unlike the case of the wintering as described above. Even so, they have found that it is an excellent fractionation modifier that gives high-quality fractionated fats and oils in a short cooling time.
  • the esterification rate of the polyglycerin fatty acid ester is usually 15 to 100%. That is, even when the esterification rate is less than 80%, the effect of the present invention (the effect of improving the quality of the separated oil and fat in a short cooling time in the separation of the oil and fat) can be obtained.
  • the invention according to claim 2 is an oil / fat separation modifier characterized by comprising a polyglycerin fatty acid ester having a fatty acid having 8 to 18 carbon atoms as a main constituent fatty acid.
  • a polyglycerin fatty acid ester containing a fatty acid having 8 to 18 carbon atoms as a main constituent fatty acid is used as a fractionation modifier. Is preferable because a higher-quality fractionated fat is obtained.
  • the esterification rate when it exceeds 70%, by using a fatty acid having 8 to 18 carbon atoms as the main constituent fatty acid, a fatty acid having 19 to 22 carbon atoms is used as the main constituent fatty acid. Excellent effect can be obtained.
  • the esterification rate exceeds 90%, the effect of using a fatty acid having 8 to 18 carbon atoms as the main constituent fatty acid is more effective than the effect of using a fatty acid having 19 to 22 carbon atoms as the main constituent fatty acid. Remarkably superior.
  • fatty acids having 8 to 18 carbon atoms fatty acids having 14 to 18 carbon atoms are more preferable.
  • the main constituent fatty acid in claim 2 has the same meaning as described above, but among them, those containing 90% by weight or more of one or more selected from fatty acids having 8 to 18 carbon atoms are preferable. More preferably, it is a case containing 90% by weight or more of one or more selected from fatty acids having 14 to 18 carbon atoms.
  • the invention according to claim 3 is an oil or fat characterized by comprising a polyglycerin fatty acid ester having a fatty acid having 19 to 22 carbon atoms as a main constituent fatty acid and an esterification rate in the range of 15 to 85%.
  • This is a fractionation modifier.
  • a fatty acid having 19 to 22 carbon atoms is used as the main constituent fatty acid, high-quality fractionated fats and oils can be obtained by setting the esterification rate of the polyglycerol fatty acid ester in the range of 15 to 85%. In particular, by setting the content within the range of 50 to 70%, it is possible to obtain higher quality fractionated fats and oils.
  • fatty acid having 19 to 22 carbon atoms one or a mixture of two or more selected from fatty acids having a carbon number in this range is used, among which behenic acid having 22 carbon atoms is preferably used. .
  • the average carbon number of the saturated fatty acid having 8 to 18 carbon atoms is 12 to 17
  • An oil and fat separation modifier characterized by comprising a polyglycerol fatty acid ester having a mixed fatty acid as a constituent fatty acid.
  • the invention according to claim 5 provides:
  • It comprises a polyglycerin fatty acid ester comprising a mixed fatty acid containing glycerin as a constituent fatty acid.
  • the saturated fatty acid having 19 to 22 carbon atoms is a force S in which one or a mixture of two or more selected from fatty acids having this range of carbon atoms is used. 22 behenic acids are preferably used.
  • the saturated fatty acid having 8 to 18 carbon atoms mixed with the saturated fatty acid having 19 to 22 carbon atoms is The average carbon number is 12 to 17; When the average carbon number exceeds 17, the effectiveness as a fractionation modifier is reduced.
  • the average carbon number is obtained by multiplying the carbon number of each fatty acid constituting the saturated fatty acid having 8 to 18 carbon atoms by the composition ratio and averaging.
  • the mixed fatty acid contains 15 to 70% by weight of saturated fatty acid having 19 to 22 carbon atoms and 15 to 70% by weight of unsaturated fatty acid having 18 to 22 carbon atoms, 12 to 18 carbon atoms; Fatty acids may be mixed up to 60% by weight V (ie in the case of claim 5).
  • the saturated fatty acid having 12 to 18 carbon atoms may be composed of only a saturated fatty acid having 18 carbon atoms, that is, stearic acid.
  • the polyglycerin constituting the polyglycerin fatty acid ester is not particularly limited, and those having a 1S average polymerization degree (n) of 2 to 15 are preferred (claim 6).
  • the average degree of polymerization (n) is 2 to 10;
  • the average degree of polymerization (n) is a value calculated from the hydroxyl value obtained by terminal analysis.
  • the average degree of polymerization (n) is calculated from the following formulas (Formula 1) and (Formula 2). Is done.
  • the hydroxyl value in the above is a numerical value that is an index of the number of hydroxyl groups contained in the esterified product.
  • the number of milligrams of potassium hydroxide required to neutralize the required acetic acid is calculated according to the Japan Oil Chemists 'Society edited by “The Japan Oil Chemists' Society, Standard Oil Analysis Test Method (1), 2003 version”.
  • the polyglycerin fatty acid ester constituting the oil / fat separation modifier of the present invention is, for example, by heating and esterifying a mixed solution of the fatty acid, the polyglycerin, and sodium hydroxide. The ability to synthesize is possible. Also, the force S obtained by synthesizing the ester by a known method is controlled.
  • the fat to which the oil / fat separation modifier of the present invention is applied is a mixture of a liquid part and a solid part, and many of them are so-called semi-solid fats that are semi-solid and semi-liquid at room temperature. is there.
  • a typical example of such fats and oils is palm oil (Claim 7).
  • the amount of use of the oil / fat separation modifier of the present invention is usually 0.0; When the amount is less than 01% by weight, the intended effect of the present invention may not be sufficiently exhibited. On the other hand, when the amount exceeds 5% by weight, the effect corresponding to the increase in the amount used is not improved, and the amount of the separation modifier mixed in the separation fat increases, resulting in a quality problem. There is a case. In order to prevent such a problem and exhibit a sufficient effect, the range of 0.05 to 0.5% by weight is preferable. [0033] The desired amount of the fractionation modifier of the present invention is added to the oil or fat to be classified.
  • Oils and fats to be separated are oils and fats composed of a mixture of a liquid part and a solid part, and many of them, for example, palm oil is a so-called semi-solid oil and fat that is semi-solid and semi-liquid at room temperature.
  • palm oil is a so-called semi-solid oil and fat that is semi-solid and semi-liquid at room temperature.
  • the oil is first heated and completely melted and mixed uniformly, and then gradually cooled in the same manner as in the normal natural fractionation method.
  • a liquid part (palm olein in the case of palm oil) and a solid part can be obtained.
  • This separation can be done using force S, using conventional means such as filtration.
  • the appropriate cooling time varies depending on the required quality (IV, etc.) of the fractionated oil and fat, and is not particularly limited.
  • the shorter the cooling time the higher the productivity, but the quality of the fractionated fat tends to decrease (the IV of the liquid part decreases and the IV of the solid part increases), so depending on the required quality of the fractionated fat
  • This determination can be easily made by a simple preliminary experiment.
  • the preferred range of the crystallization temperature that is, the final cooling temperature, varies depending on the type of oil.
  • fractionation modifier of the present invention when used, fine crystals are formed in a short time, so that the solid part and the liquid part can be easily separated by filtration.
  • the fractionated fats and oils thus obtained can be used for various applications.
  • the solid fat portion is used as a raw oil for fats such as shortening and chocolate.
  • the liquid part is used as a raw oil for frying oil and mayonnaise.
  • the invention's effect [0040] In the step of separating oil and fat such as palm oil into its liquid part and solid part, when the separation modifier of the present invention is added to and mixed with the oil and fat, high quality separated oil and fat can be obtained even in a short cooling time. You can power to get. Since the cooling time in the separation process is short, the time of the separation process can be shortened and productivity is improved.
  • the high-quality fractionated fats and oils mean a solid part in which the liquid part is hardly mixed, a liquid part in which the solid part is hardly mixed!
  • the liquid part is composed mainly of unsaturated fatty acid triacyl glyceride, and the solid part is composed mainly of saturated fatty acid triacylglycerol. It means a liquid part with a high IV) and a solid part with a low IV.
  • the fat is palm oil
  • palmolein (liquid part) and palm stearin (solid part) are obtained by fractionation, but the addition of the fractionation modifier of the present invention promotes crystallization of palm stearin. Therefore, the time required for separation can be shortened, and high IV permolein and low IV palm stearin can be obtained in high yield.
  • the polyglycerin fatty acid ester used in the examples was synthesized by the method shown below.
  • Palmitic acid was used alone, and a mixture of decaglycerin (Sakamoto Yakuhin Kogyo Co., Ltd.) 12: 1 (molar ratio) was prepared.
  • decaglycerin Sakamoto Yakuhin Kogyo Co., Ltd. 12: 1 (molar ratio) was prepared.
  • Polyglycerin fatty acid ester 2 in the same manner as in Synthesis Example 1. (Esterification rate: approx. 100%)
  • mixed fatty acid consisting of equimolar palmitic acid, stearic acid and oleic acid mixed fatty acid consisting of equimolar palmitic acid and stearic acid was used, and 10: 1 (moles) of decaglycerin (manufactured by Sakamoto Yakuhin Kogyo Co., Ltd.) was used.
  • the polyglycerin fatty acid ester 3 was prepared in the same manner as in Synthesis Example 1 except that the mixture of the ratio was prepared. (Esterification rate: about 83%)
  • mixed fatty acid consisting of equimolar palmitic acid, stearic acid and oleic acid
  • mixed fatty acid consisting of equimolar stearic acid, oleic acid and behenic acid
  • Polyglycerin fatty acid ester 7 was prepared in the same manner as in Synthesis Example 1, except that a mixture of 12: 1 (molar ratio) was prepared. (Esterification rate: approx. 100%)
  • Example 1 b Synthesis example 1 C18: 1 1 00 1 1 6 6 1. 0
  • Example 2 Synthesis Example 2 C 16 1 00 9 6 6 3.
  • Example 3 Synthesis Example 3 CI 6 / C18 1 00 9 6 6 1.
  • Example 4 Synthesis Example 4 C18 9 2 9 6 6 3.2
  • Example 5 Synthesis Example 5 C22 1 00 9 6 5 9.2
  • Example 6 Synthesis Example 6 C22 5 8 9 6 64. 9
  • Example 7 Synthesis Example 7 C 18 / C 22/1 00 9 6 6 5. 2 Example 7 b C 18: 1 1 3 24 6 6. 3 Comparative Example 1 9 6 5 9.0 Comparative Example 1 b Blank 1 1 6 5 8. 7 Comparative Example 1 c 1 3 24 5 9. 8
  • the same crystallization temperature and cooling time can give a high-quality fractionated fat with a higher IV in the liquid part than in the comparative example in which the fractionation modifier was not added. It is shown.
  • Example 4 a high-quality fractionated fat with a high IV in the liquid part was obtained compared to Example 5 in which behenic acid (22 carbon atoms) was used as the fatty acid. Yes.
  • the polyglycerol fatty acid ester used in Examples;! To 4 has a fatty acid having 8 to 18 carbon atoms (particularly a fatty acid having 14 to 18 carbon atoms) as a main constituent fatty acid.
  • Oil / fat fractionation reformer comprising a polyglycerin fatty acid ester having a primary fatty acid of 8 to 18 as a main constituent fatty acid (particularly a polyglycerol fatty acid ester having a fatty acid of 14 to 18 as a main constituent fatty acid) (claim) (Corresponding to the invention described in 2) shows that it is particularly excellent among the oil and fat fractionation modifiers of the present invention.
  • Example 5 and Example 6 are compared, the example in which the esterification rate is 58% is higher than that in Example 5 in which the esterification rate is 100% at the same cooling time (6 hours).
  • high-quality fractionated fats and oils with higher liquid part IV were obtained.
  • Examples 5 and 6 are both examples using behenic acid (22 carbon atoms) as a fatty acid, but in Example 6, it is as high as or higher than in Examples 1 to 4 above. IV (liquid part), high-quality fractionated fats and oils are obtained.
  • Example 7 is an example using a mixed fatty acid composed of oleic acid, which is an unsaturated fatty acid, together with behenic acid and stearic acid, and is the same as or similar to those in Examples 1 to 4 and Example 6 above.
  • the above high IV (liquid part), high quality fractionated fats are obtained. That is, from this result, even when a fatty acid having a large carbon number such as behenic acid (fatty acid having 19 to 22 carbon atoms) is used, the fatty acid has a saturated fatty acid such as stearic acid and an unsaturated fatty acid such as oleic acid. It has been shown that by using a polyglyceryl fatty acid ester having a mixed fatty acid as a main constituent fatty acid, a particularly excellent fractionation modifier can be obtained among the oil and fat fractionation modifiers of the present invention.
  • fatty acids having carbon numbers shown in Table 2 were mixed at a mixing ratio shown in Table 2 to obtain mixed fatty acids.
  • a 12: 1 (molar ratio) mixture of this mixed fatty acid and decaglycerin (manufactured by Sakamoto Pharmaceutical Co., Ltd.) was prepared.
  • polyglycerin fatty acid Esters were prepared. The esterification rate is about 100%.
  • the average carbon number of the saturated fatty acid having 8 to 18 carbon atoms is 12 to 17
  • a fat and oil fractionation modifier characterized by comprising a polyglycerin fatty acid ester having a mixed fatty acid as a constituent fatty acid.
  • this fractionation Compared to the comparative example lb with the same crystallization temperature and cooling time and no fractionation modifier added, the quality is much higher (additional IV in the liquid part) It is shown that a fractionated oil is obtained.
  • the IV values (Table 2) of the liquid parts in Examples 8 to 22 are the same crystallization temperature and crystallization time (11 ° C, 6 hours, respectively), and polydariserin used for the synthesis of polydariserin fatty acid ester. Is much higher than IV ⁇ t (Table 1) of the liquid part in Example lb. From this result, it can be said that the fractionation modifier according to claim 4 has a more excellent effect than the fractionation modifier according to claim 2.
  • fatty acids having the number of carbon atoms shown in Table 3 were mixed at the mixing ratio shown in Table 3 to obtain mixed fatty acids.
  • a 6: 1 (molar ratio) mixture of this mixed fatty acid and tetraglycerin manufactured by Sakamoto Pharmaceutical Co., Ltd.
  • a polyglycerol fatty acid ester was prepared in the same manner as in Synthesis Example 1. The esterification rate is about 100%.
  • the fractionation modifier used in Examples 23 to 25 is also included in the fractionation modifier according to claim 4.
  • Table 3 by adding this fractionation modifier, the same crystallization temperature and cooling time were used, compared to the comparative example lb that was fractionated without addition of the fractionation modifier.
  • high-quality fractionated fats high IV in the liquid part
  • Example lb Table 1 with the same crystallization temperature and crystallization time (11 ° C, 6 hours, respectively) and Even when compared, an excellent effect (high liquid part, IV value) is obtained!
  • fatty acids having carbon numbers shown in Table 4 were mixed at a mixing ratio shown in Table 4 to obtain mixed fatty acids.
  • a 12: 1 (molar ratio) mixture of this mixed fatty acid and decaglycerin manufactured by Sakamoto Pharmaceutical Co., Ltd.
  • a polyglycerol fatty acid ester was prepared in the same manner as in Synthesis Example 1. The esterification rate is about 100%.
  • the fractionation modifier used in Examples 26 to 33 is the fractionation modifier according to claim 5, that is, 15 to 70% by weight of a saturated fatty acid having 19 to 22 carbon atoms,
  • fatty acids having carbon numbers shown in Table 5 were mixed at a mixing ratio shown in Table 5 to obtain mixed fatty acids.
  • a 6: 1 (molar ratio) mixture of this mixed fatty acid and tetraglycerin manufactured by Sakamoto Pharmaceutical Co., Ltd.
  • a polyglycerol fatty acid ester was prepared in the same manner as in Synthesis Example 1. The esterification rate is about 100%.
  • the fractionation modifier used in Examples 34 to 38 is also included in the fractionation modifier according to claim 5.
  • the same crystallization temperature and cooling time were used, compared to the comparative example lb that was fractionated without addition of the fractionation modifier.
  • high-quality (high IV of liquid part) fractionated fats and oils are obtained.
  • excellent effects high liquid part, IV value
  • the fatty acids having carbon numbers shown in Table 6 were mixed at the mixing ratio shown in Table 6 to obtain mixed fatty acids.
  • a 12: 1 (molar ratio) mixture of this mixed fatty acid and decaglycerin manufactured by Sakamoto Pharmaceutical Co., Ltd.
  • a polyglycerol fatty acid ester was prepared in the same manner as in Synthesis Example 1. The esterification rate is about 100%.
  • Examples 39 to 43 and Comparative Example 2 are fractionation modifiers included in the scope of claim 4 of the present invention.
  • Polyglycerol fatty acid esters with esterification rates of 45%, 53%, 68%, and 80% were prepared in the same manner as in Synthesis Example 5 except that the molar ratio of behenic acid and decaglycerol was changed.
  • Example 4 7 C22 4 5 6 1.2 From the results shown in Table 7 and the results of Example 6 in Table 1 above, polyglycerin containing a fatty acid having a large number of carbon atoms such as benoic acid as a main constituent fatty acid. Even when fatty acid esters are used, it has been shown that particularly excellent fractionation modifiers can be obtained when the esterification rate is in the range of 50 to 70%. For example, so-called double fractionation In the case of a crystallization temperature of 10 ° C or less, it can be seen that a fractionated oil of palm oil having an IV (iodine value) of 62 to 3 or more can be obtained with a cooling time shorter than about 10 hours.
  • IV iodine value

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  • Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Food Science & Technology (AREA)
  • Polymers & Plastics (AREA)
  • Fats And Perfumes (AREA)

Abstract

L'invention concerne un nouvel agent de modification du fractionnement pour les graisses, qui doit être ajouté à et mélangé avec une graisse, par exemple, l'huile de palme, dans l'étape consistant à séparer la graisse en une fraction liquide et une fraction solide, de façon à obtenir une huile fractionnée de qualité supérieure en un temps de refroidissement court. L'agent de modification du fractionnement pour les graisses est caractérisé par le fait qu'il comprend un polyester de glycérol/acide gras comprenant un acide gras en C8-22 en tant qu'acide gras constitutif principal.
PCT/JP2007/071029 2006-10-31 2007-10-29 Agent de modification du fractionnement pour la graisse WO2008053838A1 (fr)

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Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2010047634A (ja) * 2008-08-19 2010-03-04 Fuji Oil Co Ltd 油脂の微細結晶析出方法
JP2011195704A (ja) * 2010-03-19 2011-10-06 Sakamoto Yakuhin Kogyo Co Ltd 油脂の分別改質剤
JP2012082236A (ja) * 2010-10-06 2012-04-26 Taiyo Kagaku Co Ltd 油脂固化剤
JP2012188584A (ja) * 2011-03-11 2012-10-04 Adeka Corp 油脂のドライ分別方法
WO2013099830A1 (fr) * 2011-12-28 2013-07-04 花王株式会社 Procédé de production d'une composition de graisse et d'huile
WO2014109313A1 (fr) * 2013-01-11 2014-07-17 日清オイリオグループ株式会社 Procédé de production d'huile ou de graisse
JP2015000042A (ja) * 2013-06-17 2015-01-05 阪本薬品工業株式会社 食用液体油脂
WO2020218315A1 (fr) * 2019-04-25 2020-10-29 阪本薬品工業株式会社 Accélérateur de cristallisation pour huile et graisse

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH01289897A (ja) * 1988-05-16 1989-11-21 Sakamoto Yakuhin Kogyo Kk 液体油脂の製造法

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP3384967B2 (ja) * 1997-08-07 2003-03-10 花王株式会社 脂肪酸類からの飽和脂肪酸の低減方法
JP4157733B2 (ja) * 2002-07-15 2008-10-01 花王株式会社 油脂類の製造法

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH01289897A (ja) * 1988-05-16 1989-11-21 Sakamoto Yakuhin Kogyo Kk 液体油脂の製造法

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
MARUO K. ET AL: "Palm-yu no Kesshoka ni Oyobosu Polyglycerol Behenic Acid Ester no Tenka Koka", SOCIETY NENKAI KOEN YOSHISHU, 19 September 2002 (2002-09-19), pages 143, XP003022094 *

Cited By (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2010047634A (ja) * 2008-08-19 2010-03-04 Fuji Oil Co Ltd 油脂の微細結晶析出方法
JP2011195704A (ja) * 2010-03-19 2011-10-06 Sakamoto Yakuhin Kogyo Co Ltd 油脂の分別改質剤
JP2012082236A (ja) * 2010-10-06 2012-04-26 Taiyo Kagaku Co Ltd 油脂固化剤
JP2012188584A (ja) * 2011-03-11 2012-10-04 Adeka Corp 油脂のドライ分別方法
EP2799532A4 (fr) * 2011-12-28 2015-08-12 Kao Corp Procédé de production d'une composition de graisse et d'huile
WO2013099830A1 (fr) * 2011-12-28 2013-07-04 花王株式会社 Procédé de production d'une composition de graisse et d'huile
US10231468B2 (en) 2011-12-28 2019-03-19 Kao Corporation Method for producing fat and oil composition
CN104053761A (zh) * 2011-12-28 2014-09-17 花王株式会社 油脂组合物的制造方法
CN104640963B (zh) * 2013-01-11 2016-12-07 日清奥利友集团株式会社 油脂的制造方法
CN104640963A (zh) * 2013-01-11 2015-05-20 日清奥利友集团株式会社 油脂的制造方法
EP2944684A4 (fr) * 2013-01-11 2016-08-24 Nisshin Oillio Group Ltd Procédé de production d'huile ou de graisse
JP2014133850A (ja) * 2013-01-11 2014-07-24 Nisshin Oillio Group Ltd 油脂の製造方法
WO2014109313A1 (fr) * 2013-01-11 2014-07-17 日清オイリオグループ株式会社 Procédé de production d'huile ou de graisse
JP2015000042A (ja) * 2013-06-17 2015-01-05 阪本薬品工業株式会社 食用液体油脂
WO2020218315A1 (fr) * 2019-04-25 2020-10-29 阪本薬品工業株式会社 Accélérateur de cristallisation pour huile et graisse
JPWO2020218315A1 (ja) * 2019-04-25 2021-12-09 阪本薬品工業株式会社 油脂の結晶化促進剤
JP7083070B2 (ja) 2019-04-25 2022-06-09 阪本薬品工業株式会社 油脂の結晶化促進剤

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