WO2010073899A1 - Fat and method for producing fat - Google Patents

Fat and method for producing fat Download PDF

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Publication number
WO2010073899A1
WO2010073899A1 PCT/JP2009/070487 JP2009070487W WO2010073899A1 WO 2010073899 A1 WO2010073899 A1 WO 2010073899A1 JP 2009070487 W JP2009070487 W JP 2009070487W WO 2010073899 A1 WO2010073899 A1 WO 2010073899A1
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Prior art keywords
oil
lauric
fats
fat
oils
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PCT/JP2009/070487
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French (fr)
Japanese (ja)
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淳志 小原
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日清オイリオグループ株式会社
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Priority to KR1020117017032A priority Critical patent/KR101483336B1/en
Priority to CN200980151513XA priority patent/CN102257107B/en
Publication of WO2010073899A1 publication Critical patent/WO2010073899A1/en

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    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23DEDIBLE OILS OR FATS, e.g. MARGARINES, SHORTENINGS, COOKING OILS
    • A23D9/00Other edible oils or fats, e.g. shortenings, cooking oils
    • A23D9/02Other edible oils or fats, e.g. shortenings, cooking oils characterised by the production or working-up
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11BPRODUCING, 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
    • C11B7/00Separation of mixtures of fats or fatty oils into their constituents, e.g. saturated oils from unsaturated oils
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23DEDIBLE OILS OR FATS, e.g. MARGARINES, SHORTENINGS, COOKING OILS
    • A23D9/00Other edible oils or fats, e.g. shortenings, cooking oils
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23GCOCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
    • A23G1/00Cocoa; Cocoa products, e.g. chocolate; Substitutes therefor
    • A23G1/30Cocoa products, e.g. chocolate; Substitutes therefor
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23GCOCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
    • A23G1/00Cocoa; Cocoa products, e.g. chocolate; Substitutes therefor
    • A23G1/30Cocoa products, e.g. chocolate; Substitutes therefor
    • A23G1/32Cocoa products, e.g. chocolate; Substitutes therefor characterised by the composition containing organic or inorganic compounds
    • A23G1/36Cocoa products, e.g. chocolate; Substitutes therefor characterised by the composition containing organic or inorganic compounds characterised by the fats used
    • A23G1/38Cocoa butter substitutes
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11BPRODUCING, 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
    • C11B7/00Separation of mixtures of fats or fatty oils into their constituents, e.g. saturated oils from unsaturated oils
    • C11B7/0075Separation of mixtures of fats or fatty oils into their constituents, e.g. saturated oils from unsaturated oils by differences of melting or solidifying points
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11CFATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
    • C11C3/00Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11CFATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
    • C11C3/00Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom
    • C11C3/04Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom by esterification of fats or fatty oils
    • C11C3/10Ester interchange

Definitions

  • the present invention relates to fats and oils and a method for producing the fats, and particularly relates to a no-temper type hard butter having a low trans fatty acid content and a low lauric acid content, and a method for producing the same.
  • Hard butter used as a substitute for cocoa butter is generally classified into temper type and no temper type.
  • Temper type hard butter is made from a similar fat having a symmetric triglyceride structure similar to that of cocoa butter, so it can be easily blended with cocoa butter and is called CBE (cocoa butter equivalent).
  • no temper type hard butter has similar melting properties to cocoa butter, but the oil and fat structure is completely different, and can be broadly divided into lauric acid type and non-lauric acid type. Both lauric acid type and non-lauric acid type have low compatibility with cocoa butter, but it is cheaper than cocoa butter and does not require cumbersome tempering work. Widely used.
  • lauric acid type hard butters are known that are typically hardened by hydrogenating a hard part (palm kernel stearin) obtained by fractionating palm kernel oil.
  • the melting properties of this type of hard butter are extremely sharp, but the compatibility with cocoa butter is extremely poor, so the mixing ratio of cocoa butter must be reduced as much as possible. It will be poor.
  • 50% or more of the fatty acids constituting the hard butter is lauric acid, there is a problem that the flavor is extremely deteriorated when hydrolysis occurs due to poor storage conditions.
  • non-lauric acid type hard butters are also referred to as trans acid type hard butters.
  • liquid oils such as low melting point palm olein or soybean oil are hydroisomerized and further required
  • a hard part or a medium melting point part obtained by fractionating a product obtained by adding isomerized hydrogen according to the above is known.
  • Non-lauric acid type hard butter is slightly sharper in melting properties than lauric acid type, but has better compatibility with cocoa butter than lauric acid type, and contains relatively more cocoa butter than lauric acid type. can do.
  • non-lauric acid type hard butter contains a large amount of trans fatty acid, its use has been avoided since the adverse health effects of trans fatty acid have been recognized.
  • a hard butter for example, a hard butter composed of a mixture of a slightly hydrogenated oil of fat rich in SUS type triglyceride and a fat rich in SSU type triglyceride is known (see Patent Document 1).
  • the hard butter described in Patent Document 1 is a non-lauric acid type, it is not superior in melting properties (melting in the mouth) than the conventional non-lauric acid type hard butter and still contains a trans fatty acid.
  • an object of the present invention is to provide a no-temper type hard butter having a good melting property (melted in the mouth) and compatibility with cacao butter, a low content of trans fatty acid and a low content of lauric acid, and a method for producing the same. .
  • the present invention obtains a mixed oil by mixing a lauric raw material fat and a non-lauric raw material fat, and then separates the mixed oil to obtain a mixed oil soft part and / or mixed oil.
  • a method for producing an oil or fat characterized in that a hard part is obtained.
  • the present invention provides a method for producing fats and oils characterized in that the mixed oil soft part (not temper type hard butter) is obtained.
  • the present invention provides 2 to 12% by mass of a triglyceride (CN28 to 36TG) having an iodine number of 6 to 24 and a total of 28 to 36 carbon atoms of constituent fatty acid residues.
  • the mass ratio ((CN38-46TG) / (CN48-56TG)) of the triglyceride having a total carbon number of the constituent fatty acid residues of 38 to 46 and the triglyceride having a total carbon number of the constituent fatty acid residues of 48 to 56 is
  • the oil and fat (no temper type hard butter) is 0.6 to 2.0.
  • a no-temper type hard butter having a good melting property (melted in the mouth) and compatibility with cacao butter, a low trans fatty acid content and a low lauric acid type content, and a method for producing the same.
  • the mixed oils are separated and mixed oil soft parts and / or A step of obtaining a mixed oil hard portion.
  • the lauric raw material fat is preferably lauric fat, transesterified oil of lauric fat and non-lauric fat, and / or a fractionated soft oil thereof.
  • lauric fats and / or transesterified oils of lauric fats and non-lauric fats may be referred to as “raw oil A”.
  • FIG. 1 is a diagram showing an outline of a manufacturing flow of fats and oils according to the first embodiment
  • FIG. 2 is a diagram showing an outline of a manufacturing flow of fats and oils according to the second embodiment
  • FIG. 3 is a reference diagram showing an outline of a typical production flow of palm middle-melting fractionated oil or trans acid type hard butter that can be used as a substitute for cocoa butter.
  • a lauric raw material fat soft part obtained by fractionating raw material fat A (fractionated olein a)
  • a non-lauric raw material fat raw material fat B
  • mixed oil is obtained by mixing lauric raw material fat (raw fat A) and non-lauric raw fat (raw fat B) in the second embodiment shown in FIG.
  • the hard butter that is the target is obtained in the soft part (fractionated olein).
  • the first embodiment shown in FIG. 1 is more preferable in that a mixed oil soft part having a good melting property (melting in the mouth) is obtained.
  • the hard part (medium melting point part) which is a target object is obtained by fractionation.
  • the quality tends to vary depending on the amount of the soft part remaining in the hard part (oil crystal) during fractionation. This is particularly noticeable in dry fractionation. Since the hard butter in the production method of the present invention is obtained in the soft part, the quality of the obtained soft part is stable even if there is some fluctuation in the yield due to the crystalline state during fractionation. And is particularly suitable for dry fractionation.
  • the lauric raw material fat (raw raw material fat A) is a fat having a lauric acid content of 10% by mass or more among the fatty acids constituting the fat. And / or transesterified oils of lauric fats and non-lauric fats and oils.
  • the lauric fats and oils are fats and oils in which lauric acid is 30% by mass or more among fatty acids constituting the fats and oils, such as palm oil, palm kernel oil, palm kernel olein obtained by separating them, palm kernel stearin and the like. Fractionated oils, oils and fats obtained by transesterifying them, and hardened oils thereof (for example, palm kernel extremely hardened oil, palm kernel olein extremely hardened oil), and the like. In this Embodiment, 1 type, or 2 or more types chosen from these can be used.
  • the lauric fats and oils that are commercially available may be used.
  • product name refined palm oil commercially available from Nisshin Oillio Group Co., Ltd.
  • trade name palm kernel hydrogenated oil commercially available from Nisshin Oillio Group Ltd.
  • product name: RBD Palm Some nuclear oils are commercially available from Mitsubishi Corporation.
  • the non-lauric fats and oils are fats and fats that make up fats and oils, and fatty acids having 16 or more carbon atoms exceed 90% by mass.
  • 1 type, or 2 or more types chosen from these can be mixed and used.
  • Non-lauric fats and oils are preferably cured (hydrogenated) to increase the saturated fatty acid content in order to obtain hardness, and the cured (hydrogenated) treatment has an iodine value of less than 2 in order to suppress the production of trans fatty acids. It is preferable to be extremely cured.
  • palm-based fats and oils are preferable because they have a low iodine value, so that hydrogen consumption can be reduced during extreme curing.
  • palm oil and palm oil fractionation oil can be used as the palm oil and fat.
  • palm olein and palm stearin which are one-stage fractionated oils of palm oil
  • palm olein palm super olein
  • palm oils include mid-fraction
  • palm olein soft palm
  • palm stearin hard stearin
  • the palm oils are used after being extremely cured until the iodine value becomes less than 2.
  • palm extremely hardened oil and palm stearin extremely hardened oil are preferable.
  • palm stearin (iodine value 5 to 25, preferably 5 to 15) having a saturated fatty acid content of 16 or more carbon atoms can be used without being extremely cured.
  • the lauric raw material fat is a transesterified oil of the lauric fat and the non-lauric fat.
  • the lauric oil / fat is preferably palm core hardened oil, palm core olein hardened oil, or palm core stearin
  • the non-lauric fat / oil is palm hardened oil, palm stearin hardened oil, or palm.
  • it is stearin (iodine value 5-25).
  • a transesterified oil of a palm kernel extremely hardened oil (laurin oil) and a palm extremely hardened oil (non-laurin oil) or a palm kernel olein extremely hardened oil (laurin oil) and a palm stearin extremely hardened oil non- Transesterified oils with lauric fats and oils, and transesterified oils of palm kernel stearin (lauric fats and oils) with palm stearin (non-lauric fats and oils) having an iodine value of 5 to 25 are preferred.
  • the mixing ratio of the lauric fat and non-lauric fat during transesterification is preferably 30:70 to 70:30, more preferably 40:60 to 60:40, and most preferably 45:50. 55-55: 45. It is preferable for the mixing ratio to be in the above-mentioned range since it is easy to balance the melting of the mouth and the heat resistance.
  • Transesterified oil of lauric fat and non-lauric fat as lauric raw fat is a saturated fatty acid having 12 to 34% by mass of lauric acid as a fatty acid constituting transesterified fat and oil and having 16 or more carbon atoms. Is 45 to 75% by mass, and the iodine value is preferably 0 to 20.
  • the fatty acid composition of fats and oils can be measured by gas chromatography according to AOCS Ce1f-96.
  • the method of transesterification is not particularly limited and can be carried out by a conventional method. Either transesterification using a synthetic catalyst such as sodium methoxide or enzymatic transesterification using lipase as a catalyst is performed. be able to.
  • Enzymatic transesterification can be carried out either by transesterification with a high 1,3-specificity or transesterification with poor positional specificity.
  • Examples of the lipase preparation capable of performing transesterification with a high 1,3-position specificity include immobilized lipases derived from Rhizom Coalmy High (Lipozyme TLIM, Lipozyme RMIM, etc. manufactured by Novozymes).
  • lipase preparations capable of performing transesterification with poor position specificity include lipases derived from Alcaligenes genus (for example, lipase QLM, lipase PL, etc., manufactured by Meisei Sangyo Co., Ltd.), lipases derived from Candida genus (for example, Sangyo Co., Ltd. lipase OF).
  • Alcaligenes genus for example, lipase QLM, lipase PL, etc., manufactured by Meisei Sangyo Co., Ltd.
  • lipases derived from Candida genus for example, Sangyo Co., Ltd. lipase OF.
  • the chemical transesterification is performed, for example, by sufficiently drying the raw oil and fat, adding 0.1 to 1% by mass of sodium methoxide to the raw oil and fat, and then reducing the pressure at 80 to 120 ° C. for 0.5 to 1 hour.
  • the reaction can be carried out with stirring.
  • lipase powder or immobilized lipase is added in an amount of 0.02 to 10% by mass, preferably 0.04 to 5% by mass, and then 40 to 80 ° C., preferably 40 to 40%.
  • the reaction can be carried out with stirring at 70 ° C. for 0.5 to 48 hours, preferably 0.5 to 24 hours.
  • lauric raw material fats and oils soft part obtained by separating raw oil and fat A (fractionated olein a)
  • a soft part fractionated olein a obtained by fractionating the raw material fats and oils A, in particular, transesterified oils of lauric fats and non-lauric fats and oils. It is done.
  • the separation method is not particularly limited, but can be carried out by dry fractionation, emulsification fractionation, solvent fractionation, etc., and particularly economically by dry fractionation.
  • Dry fractionation generally cools the fractionated raw oil and fat while stirring in a tank to precipitate crystals, and then compresses and / or filters the hard part (crystal fraction) and the soft part (liquid fraction). It can be done by obtaining.
  • the fractionation temperature varies depending on the required properties of the fractionated fat and oil, but can be carried out at 33 to 43 ° C.
  • dry fractionation is performed on a transesterified oil obtained by transesterifying a palm core hardened oil (lauric oil) and a palm hardened oil (non-lauric oil) at a 50:50 (mass ratio)
  • Soft part (fractionated olein a) (melting point: about 40 ° C) obtained by fractionating temperature 38-41 ° C, or palm kernel olein extremely hardened oil (lauric oil) and palm stearin extremely hardened oil (non-lauric)
  • soft part (fractionated olein a) melting point: about 40 ° C) obtained by dry fractionation (separation temperature 38-41 ° C) of the transesterified oil obtained by transesterification with 50:50 (mass ratio)
  • soft part (fractionated olein a) (melting point: about 40 ° C) obtained by dry fractionation (separation temperature 38-41 ° C) of the transesterified oil obtained by transesterification with 50:50
  • the non-lauric raw material fat (raw fat B) is the total content of palmitic acid and stearic acid in which the constituent fatty acids are one or more of the above-mentioned non-lauric fats and oils. 55-80 mass% (preferably 60-80 mass%), oleic acid content 10-40 mass% (preferably 15-40 mass%), polyunsaturated fatty acid content 0-15 mass% (preferably 0-10) (Mass%). It is preferable that the non-lauric raw material fat contains transesterified oil.
  • the constituent fatty acid is in the above range, when only the transesterified oil is used as the non-lauric raw material fat, the production of the monosaturated diunsaturated triglyceride can be reduced with respect to the disaturated monounsaturated triglyceride after the transesterification.
  • fractionating after mixing with lauric raw material fats and oils it is easy to obtain hard butter having an appropriate hardness in the soft part.
  • the raw material fat of the transesterified fat is a mixed oil of a non-lauric fat and a non-hardened oil and / or a palm fat.
  • a mixed oil of a non-lauric fat and a non-hardened oil and / or a palm fat is obtained by appropriately mixing palm oil and fat and adjusting the iodine value to 15 to 45.
  • it can be obtained by mixing an extremely hardened oil of non-lauric fat and oil with a fat having a oleic acid content of 50% by mass or more with non-lauric fat and oil and adjusting the iodine value to 15 to 45.
  • the non-lauric raw material fat has an iodine value of 15 to 45 (preferably 20 to 35), palm stearin, or a mixed oil of palm stearin and other palm fats
  • the transesterified oil is preferably used. Further, it is preferably an oil and fat obtained by transesterification of a mixed oil having a mass ratio of 65:35 to 85:15 between the extremely hardened oil of palm oil and the rapeseed oil having an oleic acid content of 50% by mass or more.
  • the method of mixing the lauric raw material fat and the non-lauric raw material fat to obtain the mixed oil is not particularly limited, but the mixing ratio (mass ratio) of the lauric raw material fat and the non-lauric raw material fat Is preferably 20:80 to 80:20, more preferably 30:70 to 70:30, and still more preferably 40:60 to 60:40.
  • the mixing is preferably performed in a state where the fats and oils are completely dissolved.
  • Step of separating mixed oil The method of fractionation in the step of obtaining the mixed oil soft part and / or mixed oil hard part by fractionating the mixed oil is not particularly limited, but can be performed by dry fractionation, emulsification fractionation, solvent fractionation, etc., in particular, dry fractionation. Can be economical.
  • the dry fractionation method can be performed in the same manner as described above.
  • the fractionation temperature is suitably 35 to 41 ° C.
  • the mixed oil soft part (fractionated olein b in FIG. 1, fractionated olein c in FIG. 2) and / or the mixed oil hard part (fractionated stearin b in FIG. 1, fractionated stearin c in FIG. 2) Obtainable.
  • the obtained mixed oil hard part has a melting point of 44 to 58 ° C., a trans fatty acid content of 5% by mass or less, and a lauric acid content of 3 to 17% by mass.
  • the melting point is 48 to 55 ° C.
  • the trans fatty acid content is 1% by mass or less
  • the lauric acid content is 5 to 15% by mass.
  • the said mixed oil hard part can be used as hard fats and oils for plastic fat compositions, such as margarine, shortening, filling, etc., for example.
  • the obtained mixed oil soft part has a melting point of 32 to 42 ° C., a trans fatty acid content of 5% by mass or less, and a lauric acid content of 10 to 25% by mass.
  • the melting point is 33 to 39 ° C.
  • the trans fatty acid content is 1% by mass or less
  • the lauric acid content is 13 to 22% by mass.
  • the mixed oil soft part can be used as a substitute fat or oil for cocoa butter, that is, as a no-temper type hard butter.
  • the mixed oil soft part (not temper type hard butter) can be used for oily foods such as creams, fillings and coatings in addition to chocolates, and can be used in an amount of 5 to 100% by mass in fats and oils of oily foods.
  • the obtained mixed oil soft part has an iodine value of 6 to 24, 2 to 12% by mass of triglycerides (CN28 to 36TG) having 28 to 36 carbon atoms in total, and the constituent fatty acid residues.
  • the mass ratio ((CN38-46TG) / (CN48-56TG)) of triglycerides having a total carbon number of residues of 38 to 46 and triglycerides having a total carbon number of constituent fatty acid residues of 48 to 56 is 0. 6 to 2.0.
  • the mixed oil soft part that is, triglyceride (i.e., iodine value is 6 to 24, and the total number of carbon atoms of constituent fatty acid residues is 28 to 36) CN28 to 36TG) 2 to 12% by mass, triglyceride (CN38 to 46TG) having a total carbon number of 38 to 46 of the constituent fatty acid residues 35 to 60% by mass, and the total carbon number of the constituent fatty acid residues of 48 to 56 Triglyceride (CN48-56TG) 30-55% by mass, the mass ratio of triglycerides having a total of 38 to 46 carbon atoms of constituent fatty acid residues to triglycerides having a total of 48 to 56 carbon atoms of constituent fatty acid residues ((CN38 -46TG) / (CN48-56TG)) is
  • the fats and oils preferably have an iodine value of 8 to 20, triglycerides (CN28 to 36TG) having a total of 28 to 36 carbon atoms and 3 to 10% by weight of constituent fatty acids. 40-56% by mass of triglycerides (CN38-46TG) having a total carbon number of residues of 38-46, 30-52% by mass of triglycerides (CN48-56TG) having a total of 48-56 carbon atoms of constituent fatty acid residues, The mass ratio ((CN38-46TG) / (CN48-56TG)) of triglycerides having a total carbon number of constituent fatty acid residues of 38 to 46 and triglycerides having a total carbon number of constituent fatty acid residues of 48 to 56 is 0.8 to 1.8.
  • the triglyceride composition according to carbon number based on the number of carbon atoms of the constituent fatty acid residue is JAOCS. vol. 70, 11, 1111
  • the fat preferably has a mass ratio of SUS to S2U (SUS / S2U) of 0.34 to 0.94, more preferably 0.34 to 0.74.
  • it is 0.34 to 0.54 (wherein S is a saturated fatty acid having 16 or more carbon atoms, U is an unsaturated fatty acid having 16 or more carbon atoms, and SUS is 1,3 of triglycerides)
  • S is a saturated fatty acid having 16 or more carbon atoms
  • U is an unsaturated fatty acid having 16 or more carbon atoms
  • SUS 1,3 of triglycerides
  • the fatty acid constituting the position is S and the fatty acid constituting the 2 position is U
  • S2U represents a triglyceride composed of 2 S and 1 U as the constituent fatty acid irrespective of the position).
  • a mass ratio of SUS to S2U in the above range is preferable because good mouth melting and bloom resistance can be obtained.
  • the SUS / S2U ratio is described in J. High Resolut. Chromatogr. , 18, 105-107 (1995), and SUS and SSU (the fatty acid constituting the 1,2-, 2-, or 3-position of triglyceride is S, and it constitutes the 3- or 1-position by silver ion column chromatography) It is calculated
  • the fat and oil (no temper type hard butter) preferably has an SFC at 25 ° C. of 45 to 70%, more preferably 48 to 67%, and most preferably 52 to 65%.
  • the SFC at 30 ° C. is preferably 23 to 48%, more preferably 25 to 46%, most preferably 30 to 40%, and the SFC at 35 ° C. is preferably 5 to 25%, more preferably Is 5-20%, most preferably 8-20%.
  • the value of SFC can be measured according to the IUPAC method 2.150a Solid determination Fats by NMR.
  • the no-temper type hard butter according to the present embodiment has a low lauric acid content, the compatibility with cocoa butter, which is a disadvantage inherent in lauric acid-rich substitute fats, is improved, and chocolate with a rich cocoa flavor is obtained. Moreover, it becomes difficult to generate a soapy odor (an unpleasant odor that is generated when oils and fats are hydrolyzed for some reason to produce free fatty acids), which is the same defect.
  • the manufacturing method according to the first embodiment shown in FIG. 1 and the manufacturing method according to the second embodiment shown in FIG. Therefore, it is possible to produce oils and fats satisfying various physical properties such as a meltable mouth type (a snapping property is required) and a coating type (a certain stickiness is required) (the first embodiment is (The second embodiment is suitable for manufacturing a coating type).
  • the mixed oil hard part manufactured together with the mixed oil soft part can be used as a hard fat for margarine or the like, it is possible to provide an efficient (having cost merit) method for manufacturing the mixed oil soft part.
  • a no-temper type hard butter having a good melting property (melted in the mouth) and compatibility with cocoa butter, a low trans fatty acid content and a low lauric acid content, and a method for producing the same are provided. can do.
  • a transesterified oil (raw material fat A) or a raw material obtained by transesterifying a mixed oil of palm stearin (iodine value 36) extremely hardened oil 50% by mass and palm kernel olein extremely hardened oil 50% by weight
  • the fractioned olein a of fat / oil A was used, and as the non-lauric raw material fat / oil (raw fat / oil B), palm stearin (iodine value 23, total content of palmitic acid and stearic acid 75.6% by mass, oleic acid content 18.0)
  • Transesterified oil (mass%, polyunsaturated fatty acid content 4.1 mass%) transesterified oil (hereinafter referred to as B1) or mixed oil of palm stearin (iodine value 25) and palm olein (iodine value 56) (mass ratio 70) : 30, iodine value 34, total content of palmitic acid and stearic acid
  • the raw material fats and oils are sufficiently dried, sodium methoxide is added in an amount of 0.2% by mass to the raw material fats and oils, and the mixture is stirred at 80 to 120 ° C. for 0.5 to 1 hour under reduced pressure. The reaction was carried out.
  • Example 1 will be described below as an example.
  • raw oil A is dry fractionated at 38-41 ° C. to obtain a soft part (fractionated olein a), and 70% by mass of the soft part (fractionated olein a) and raw oil B (B1) 30% by mass was completely dissolved and mixed to obtain a mixed oil (iodine number 7.5, melting point 45.5 ° C.).
  • the mixed oil was subjected to dry fractionation at 36 to 39 ° C. to obtain a mixed oil soft part (fractionated olein b) and a mixed oil hard part (fractionated stearin b).
  • Examples 2, 3, and 6 were mixed oil soft parts ( Fractionated olein b) and mixed oil hard part (fractionated stearin b) were produced.
  • the mixed oil soft part (fractionated olein c) and mixed oil hard part (fractionated stearin c) was manufactured.
  • Reference Example 1 is an example of a typical high trans acid type hard butter
  • Reference Example 2 is an example of a typical lauric acid type hard butter.
  • the mixed oil soft parts (fractionated oleins b and c) obtained in Examples 1 to 6 have a low trans fatty acid content and a low lauric acid type content. I understand. Further, from the measurement results (SFC values) shown in Tables 4 to 6, the mixed oil soft parts (fractionated oleins b and c) obtained in Examples 1 to 6 have good melting properties (melted in the mouth). I understand.
  • Example 2 As shown in FIG. 4, for Example 2 and Reference Example 1 in which the SFC values are very similar, a chocolate was prototyped according to the formulation in Table 7, and tasting evaluation was conducted by five specialized panelists. The chocolate used in Example 2 was evaluated to have a good melt in the mouth at least as much as the chocolate used in Reference Example 1.
  • Table 8 and Table 9 show that the mixed oil soft part (fractionated olein b) obtained in Example 2 has better compatibility with cocoa butter than the hard butter of Reference Example 2.

Abstract

Provided is a non-tempered hard butter which has good melting properties (meltability in mouth), is highly compatible with cacao fat, and has a small trans fatty acid content and a small lauric acid content. Also provided is a method for producing the same. A laurin-based starting fat material (starting fat material (A) or a soft fraction (fractionated olein (a)) obtained by fractionating starting fat material (A)) is mixed with a non-laurin starting fat material (starting fat material (B)) to give a mixed fat. Next, the mixed fat is fractionated to give a mixed soft fat fraction (fractionated olein (b)) that can be used as a non-tempered hard butter and a mixed hard fat fraction (fractionated stearin (b)) that can be used in margarine and so on.

Description

油脂及び油脂の製造方法Oil and fat and method for producing oil and fat
 本発明は、油脂及び油脂の製造方法に関するものであり、特に、トランス脂肪酸含量が低く、かつラウリン酸含量が低いノーテンパー型ハードバター及びその製造方法に関するものである。 The present invention relates to fats and oils and a method for producing the fats, and particularly relates to a no-temper type hard butter having a low trans fatty acid content and a low lauric acid content, and a method for producing the same.
 カカオ脂の代用として使用されるハードバターは、一般に、テンパー型とノーテンパー型に分類される。 ハ ー ド Hard butter used as a substitute for cocoa butter is generally classified into temper type and no temper type.
 テンパー型ハードバターは、カカオ脂とよく似た対称型トリグリセリドの構造を持つ類似脂から作られるので、カカオ脂との配合が容易であり、CBE(cocoa butter equivalent)と呼ばれている。 Temper type hard butter is made from a similar fat having a symmetric triglyceride structure similar to that of cocoa butter, so it can be easily blended with cocoa butter and is called CBE (cocoa butter equivalent).
 一方、ノーテンパー型ハードバターは、カカオ脂と融解性状は似ているが、油脂構造は全く異なるものであり、ラウリン酸型と非ラウリン酸型に大きく分けられる。ラウリン酸型及び非ラウリン酸型の何れもカカオ脂との相溶性は低いが、カカオ脂と比べて価格的に安く、煩雑なテンパリング作業が不要で作業性が良いため、製菓・製パン領域にて広く使用されている。 On the other hand, no temper type hard butter has similar melting properties to cocoa butter, but the oil and fat structure is completely different, and can be broadly divided into lauric acid type and non-lauric acid type. Both lauric acid type and non-lauric acid type have low compatibility with cocoa butter, but it is cheaper than cocoa butter and does not require cumbersome tempering work. Widely used.
 ノーテンパー型ハードバターの内、ラウリン酸型ハードバターは、典型的にはパーム核油を分別して得られる硬質部(パーム核ステアリン)を水素添加して極度硬化したものが知られている。この種のハードバターの融解性状は極めてシャープであるが、カカオ脂との相溶性が極端に悪いため、カカオ脂の配合率を極力少なくしなければならないことから、これを使用したチョコレートはカカオ風味に乏しいものとなる。また、ハードバターを構成する脂肪酸の50%以上がラウリン酸であることから、保存状態が悪くて加水分解が起こると風味が極端に悪くなるという難点がある。 Among the no-temper type hard butters, lauric acid type hard butters are known that are typically hardened by hydrogenating a hard part (palm kernel stearin) obtained by fractionating palm kernel oil. The melting properties of this type of hard butter are extremely sharp, but the compatibility with cocoa butter is extremely poor, so the mixing ratio of cocoa butter must be reduced as much as possible. It will be poor. In addition, since 50% or more of the fatty acids constituting the hard butter is lauric acid, there is a problem that the flavor is extremely deteriorated when hydrolysis occurs due to poor storage conditions.
 ノーテンパー型ハードバターの内、非ラウリン酸型ハードバターは、トランス酸型ハードバターとも言われ、典型的には、低融点パームオレイン又は大豆油等の液体油を異性化水素添加したもの、更に必要に応じて異性化水素添加したものを分別した硬質部又は中融点部が知られている。非ラウリン酸型ハードバターは、融解性状はラウリン酸型と比較してややシャープさに欠けるものの、カカオ脂との相溶性はラウリン酸型よりは良く、カカオ脂をラウリン酸型よりも比較的多く配合することができる。しかしながら、非ラウリン酸型ハードバターは、多量のトランス脂肪酸を含有するため、トランス脂肪酸の健康への悪影響が認識されるようになって以来、使用が敬遠されている。 Among non-temper type hard butters, non-lauric acid type hard butters are also referred to as trans acid type hard butters. Typically, liquid oils such as low melting point palm olein or soybean oil are hydroisomerized and further required A hard part or a medium melting point part obtained by fractionating a product obtained by adding isomerized hydrogen according to the above is known. Non-lauric acid type hard butter is slightly sharper in melting properties than lauric acid type, but has better compatibility with cocoa butter than lauric acid type, and contains relatively more cocoa butter than lauric acid type. can do. However, since non-lauric acid type hard butter contains a large amount of trans fatty acid, its use has been avoided since the adverse health effects of trans fatty acid have been recognized.
 従って、融解性状(口溶け)及びカカオ脂との相溶性が良好で、トランス脂肪酸含量が低く、かつラウリン酸含量が低いノーテンパー型ハードバターの開発が求められている。 Therefore, there is a demand for the development of a no-temper type hard butter that has good melting properties (melted in the mouth) and compatibility with cocoa butter, low trans fatty acid content, and low lauric acid content.
 このようなハードバターとしては、例えば、SUS型トリグリセリドに富む油脂の微水素添加油とSSU型トリグリセリドに富む油脂との混合からなるハードバターが知られている(特許文献1参照)。 As such a hard butter, for example, a hard butter composed of a mixture of a slightly hydrogenated oil of fat rich in SUS type triglyceride and a fat rich in SSU type triglyceride is known (see Patent Document 1).
WO2005/094598号公報WO2005 / 094598
 しかしながら、特許文献1記載のハードバターは、非ラウリン酸型ではあるものの、従来の非ラウリン酸型ハードバターよりも融解性状(口溶け)に優れず、また依然としてトランス脂肪酸を含有するものであった。 However, although the hard butter described in Patent Document 1 is a non-lauric acid type, it is not superior in melting properties (melting in the mouth) than the conventional non-lauric acid type hard butter and still contains a trans fatty acid.
 従って、本発明の目的は、融解性状(口溶け)及びカカオ脂との相溶性が良好で、トランス脂肪酸含量が低く、かつラウリン酸含量が低いノーテンパー型ハードバター及びその製造方法を提供することである。 Accordingly, an object of the present invention is to provide a no-temper type hard butter having a good melting property (melted in the mouth) and compatibility with cacao butter, a low content of trans fatty acid and a low content of lauric acid, and a method for producing the same. .
 本発明は、上記目的を達成するために、ラウリン系原料油脂と、非ラウリン系原料油脂とを混合して混合油を得た後、前記混合油を分別して混合油軟質部及び/又は混合油硬質部を得ることを特徴とする油脂の製造方法を提供する。
 特に、上記混合油軟質部(ノーテンパー型ハードバター)を得ることを特徴とする油脂の製造方法を提供する。
In order to achieve the above object, the present invention obtains a mixed oil by mixing a lauric raw material fat and a non-lauric raw material fat, and then separates the mixed oil to obtain a mixed oil soft part and / or mixed oil. Provided is a method for producing an oil or fat characterized in that a hard part is obtained.
In particular, the present invention provides a method for producing fats and oils characterized in that the mixed oil soft part (not temper type hard butter) is obtained.
 また、本発明は、上記目的を達成するために、ヨウ素価が6~24であり、構成脂肪酸残基の炭素数の合計が28~36のトリグリセリド(CN28~36TG)2~12質量%、構成脂肪酸残基の炭素数の合計が38~46のトリグリセリド(CN38~46TG)35~60質量%、構成脂肪酸残基の炭素数の合計が48~56のトリグリセリド(CN48~56TG)30~55質量%、構成脂肪酸残基の炭素数の合計が38~46のトリグリセリドと構成脂肪酸残基の炭素数の合計が48~56のトリグリセリドとの質量比((CN38~46TG)/(CN48~56TG))が、0.6~2.0であることを特徴とする油脂(ノーテンパー型ハードバター)を提供する。 In order to achieve the above object, the present invention provides 2 to 12% by mass of a triglyceride (CN28 to 36TG) having an iodine number of 6 to 24 and a total of 28 to 36 carbon atoms of constituent fatty acid residues. 35-60 mass% of triglycerides (CN38-46TG) having a total carbon number of fatty acid residues of 38-46, and 30-55 mass% of triglycerides (CN48-56TG) having a total of 48-56 carbon atoms of constituent fatty acid residues The mass ratio ((CN38-46TG) / (CN48-56TG)) of the triglyceride having a total carbon number of the constituent fatty acid residues of 38 to 46 and the triglyceride having a total carbon number of the constituent fatty acid residues of 48 to 56 is The oil and fat (no temper type hard butter) is 0.6 to 2.0.
 本発明によると、融解性状(口溶け)及びカカオ脂との相溶性が良好で、トランス脂肪酸含量が低く、かつラウリン酸型含量が低いノーテンパー型ハードバター及びその製造方法を提供することができる。 According to the present invention, it is possible to provide a no-temper type hard butter having a good melting property (melted in the mouth) and compatibility with cacao butter, a low trans fatty acid content and a low lauric acid type content, and a method for producing the same.
第1の実施の形態に係る油脂の製造フローの概略を示す図である。It is a figure which shows the outline of the manufacturing flow of the fats and oils which concern on 1st Embodiment. 第2の実施の形態に係る油脂の製造フローの概略を示す図である。It is a figure which shows the outline of the manufacturing flow of the fats and oils which concern on 2nd Embodiment. カカオ脂の代用となるパーム中融点分別油やトランス酸型ハードバターの典型的な製造フローの概略を示す参考図である。It is a reference figure which shows the outline of the typical manufacturing flow of the intermediate melting | fusing point fractionation oil and trans acid type hard butter used as a substitute for cocoa butter. 実施例2及び参考例1のSFC値を示すグラフである。It is a graph which shows the SFC value of Example 2 and Reference Example 1.
〔本発明の実施の形態に係る油脂の製造方法〕
 本発明の実施の形態に係る油脂の製造方法は、ラウリン系原料油脂と、非ラウリン系原料油脂とを混合して混合油を得た後、当該混合油を分別して混合油軟質部及び/又は混合油硬質部を得る工程を有する。ここで、ラウリン系原料油脂は、ラウリン系油脂、ラウリン系油脂と非ラウリン系油脂とのエステル交換油、及び/又は、これらの分別軟質油であることが好ましい。以下、ラウリン系油脂、及び/又は、ラウリン系油脂と非ラウリン系油脂とのエステル交換油を「原料油脂A」と記載することがある。
[Method for Producing Oils and Fats According to Embodiment of the Present Invention]
In the method for producing fats and oils according to the embodiment of the present invention, after mixing lauric raw material fats and non-lauric raw material fats and oils to obtain mixed oils, the mixed oils are separated and mixed oil soft parts and / or A step of obtaining a mixed oil hard portion. Here, the lauric raw material fat is preferably lauric fat, transesterified oil of lauric fat and non-lauric fat, and / or a fractionated soft oil thereof. Hereinafter, lauric fats and / or transesterified oils of lauric fats and non-lauric fats may be referred to as “raw oil A”.
 図1は、第1の実施の形態に係る油脂の製造フローの概略を示す図であり、図2は、第2の実施の形態に係る油脂の製造フローの概略を示す図である。また、図3は、カカオ脂の代用となるパーム中融点分別油やトランス酸型ハードバターの典型的な製造フローの概略を示す参考図である。 FIG. 1 is a diagram showing an outline of a manufacturing flow of fats and oils according to the first embodiment, and FIG. 2 is a diagram showing an outline of a manufacturing flow of fats and oils according to the second embodiment. Moreover, FIG. 3 is a reference diagram showing an outline of a typical production flow of palm middle-melting fractionated oil or trans acid type hard butter that can be used as a substitute for cocoa butter.
 図1に示す第1の実施の形態では、ラウリン系原料油脂(原料油脂Aを分別して得た軟質部(分別オレインa))と非ラウリン系原料油脂(原料油脂B)とを混合して混合油を得ているのに対し、図2に示す第2の実施の形態では、ラウリン系原料油脂(原料油脂A)と非ラウリン系原料油脂(原料油脂B)とを混合して混合油を得ている点で相違しているが、目的物であるハードバターはどちらも軟質部(分別オレイン)に得られる。融解性状(口溶け)が良好な混合油軟質部を得るという点においては、図1に示す第1の実施の形態の方がより好ましい。 In the first embodiment shown in FIG. 1, a lauric raw material fat (soft part obtained by fractionating raw material fat A (fractionated olein a)) and a non-lauric raw material fat (raw material fat B) are mixed and mixed. In the second embodiment shown in FIG. 2, mixed oil is obtained by mixing lauric raw material fat (raw fat A) and non-lauric raw fat (raw fat B) in the second embodiment shown in FIG. However, the hard butter that is the target is obtained in the soft part (fractionated olein). The first embodiment shown in FIG. 1 is more preferable in that a mixed oil soft part having a good melting property (melting in the mouth) is obtained.
 また、図3に示す参考例の形態では、パーム油もしくは選択的水素添加された大豆油等の原料油脂(原料油脂C)から、第1の分別で得た軟質部(分別オレインd)を更に分別して目的物である硬質部(中融点部)を得るものである。目的物であるハードバターが硬質部として得られる場合、分別の際に硬質部(油脂結晶)に残存する軟質部の量により、品質のバラつきが生じ易い。特にこれはドライ分別において顕著である。本発明の製造方法におけるハードバターは軟質部に得られるため、分別の際の結晶状態によって収率に多少のぶれが生じることがあっても、得られる軟質部の品質は安定しているという利点があり、特にドライ分別に適したものである。 Moreover, in the form of the reference example shown in FIG. 3, the soft part (fractionated olein d) obtained by 1st fractionation from raw material fats and oils (raw material fats and oils C), such as palm oil or the selectively hydrogenated soybean oil, is further The hard part (medium melting point part) which is a target object is obtained by fractionation. When the target hard butter is obtained as a hard part, the quality tends to vary depending on the amount of the soft part remaining in the hard part (oil crystal) during fractionation. This is particularly noticeable in dry fractionation. Since the hard butter in the production method of the present invention is obtained in the soft part, the quality of the obtained soft part is stable even if there is some fluctuation in the yield due to the crystalline state during fractionation. And is particularly suitable for dry fractionation.
[ラウリン系原料油脂(原料油脂A)]
 本発明の実施の形態において、ラウリン系原料油脂(原料油脂A)とは、油脂を構成する脂肪酸のうちラウリン酸含量が10質量%以上の油脂であり、好ましい態様の1つとして、ラウリン系油脂、及び/または、ラウリン系油脂と非ラウリン系油脂とのエステル交換油が挙げられる。
[Laurin-based raw oil and fat (raw oil and fat A)]
In the embodiment of the present invention, the lauric raw material fat (raw raw material fat A) is a fat having a lauric acid content of 10% by mass or more among the fatty acids constituting the fat. And / or transesterified oils of lauric fats and non-lauric fats and oils.
 上記ラウリン系油脂とは、油脂を構成する脂肪酸のうちラウリン酸が30質量%以上の油脂であり、例えば、ヤシ油、パーム核油、これらを分別して得られるパーム核オレイン、パーム核ステアリン等の分別油、これらをエステル交換した油脂、及びこれらの硬化油(例えば、パーム核極度硬化油、パーム核オレイン極度硬化油)等が挙げられる。本実施の形態においては、これらから選ばれる1種又は2種以上を用いることができる。 The lauric fats and oils are fats and oils in which lauric acid is 30% by mass or more among fatty acids constituting the fats and oils, such as palm oil, palm kernel oil, palm kernel olein obtained by separating them, palm kernel stearin and the like. Fractionated oils, oils and fats obtained by transesterifying them, and hardened oils thereof (for example, palm kernel extremely hardened oil, palm kernel olein extremely hardened oil), and the like. In this Embodiment, 1 type, or 2 or more types chosen from these can be used.
 ラウリン系油脂は、市販されているもの等を使用してもよい。例えば、商品名:精製ヤシ油で日清オイリオグループ(株)から市販されているもの、商品名:パーム核硬化油で日清オイリオグループ(株)から市販されているもの、商品名:RBDパーム核油で三菱商事(株)から市販されているもの等がある。 The lauric fats and oils that are commercially available may be used. For example, product name: refined palm oil commercially available from Nisshin Oillio Group Co., Ltd., trade name: palm kernel hydrogenated oil commercially available from Nisshin Oillio Group Ltd., product name: RBD Palm Some nuclear oils are commercially available from Mitsubishi Corporation.
 上記非ラウリン系油脂とは、油脂を構成する脂肪酸のうち炭素数16以上の脂肪酸が90質量%を超える油脂であり、具体的には、菜種油、大豆油、コーン油、紅花油、綿実油、ヒマワリ油、パーム系油脂等を例示することができる。本実施の形態においては、これらから選ばれる1種又は2種以上を混合して用いることができる。非ラウリン系油脂は、硬さを得るため飽和脂肪酸含量を高める硬化(水素添加)処理をするのが好ましく、硬化(水素添加)処理は、トランス脂肪酸の生成を抑えるため、ヨウ素価2未満となるまで極度硬化するのが好ましい。特に、パーム系油脂はヨウ素価が低いので、極度硬化の際、水素の消費が少なくて済むので好ましい。 The non-lauric fats and oils are fats and fats that make up fats and oils, and fatty acids having 16 or more carbon atoms exceed 90% by mass. Specifically, rapeseed oil, soybean oil, corn oil, safflower oil, cottonseed oil, sunflower oil Examples thereof include oil and palm oil. In this Embodiment, 1 type, or 2 or more types chosen from these can be mixed and used. Non-lauric fats and oils are preferably cured (hydrogenated) to increase the saturated fatty acid content in order to obtain hardness, and the cured (hydrogenated) treatment has an iodine value of less than 2 in order to suppress the production of trans fatty acids. It is preferable to be extremely cured. In particular, palm-based fats and oils are preferable because they have a low iodine value, so that hydrogen consumption can be reduced during extreme curing.
 上記パーム系油脂としては、パーム油及びパーム油の分別油であれば何れも使用することができる。具体的には、(1)パーム油の1段分別油であるパームオレイン及びパームステアリン、(2)パームオレインを分別した分別油(2段分別油)であるパームオレイン(パームスーパーオレイン)及びパームミッドフラクション、(3)パームステアリンを分別した分別油(2段分別油)であるパームオレイン(ソフトパーム)及びパームステアリン(ハードステアリン)、等が例示できる。パーム系油脂は、飽和脂肪酸含量を高め、トランス脂肪酸の生成を抑えるため、ヨウ素価が2未満となるまで極度硬化して使用することが好ましい。具体的には、パーム極度硬化油、パームステアリン極度硬化油が好ましい。ただし、炭素数16以上の飽和脂肪酸含量の高いパームステアリン(ヨウ素価5~25、好ましくは5~15)は、極度硬化せずに用いることができる。 Any palm oil and palm oil fractionation oil can be used as the palm oil and fat. Specifically, (1) palm olein and palm stearin, which are one-stage fractionated oils of palm oil, (2) palm olein (palm super olein), which is a fractionated oil obtained by fractionating palm olein (two-stage fractionated oil), and palm Examples include mid-fraction, (3) palm olein (soft palm) and palm stearin (hard stearin), which are fractionated oils obtained by fractionating palm stearin (two-stage fractionated oil). In order to increase the saturated fatty acid content and suppress the production of trans fatty acids, it is preferable that the palm oils are used after being extremely cured until the iodine value becomes less than 2. Specifically, palm extremely hardened oil and palm stearin extremely hardened oil are preferable. However, palm stearin (iodine value 5 to 25, preferably 5 to 15) having a saturated fatty acid content of 16 or more carbon atoms can be used without being extremely cured.
 ラウリン系原料油脂(原料油脂A)として特に好ましいものとしては、上記ラウリン系油脂と上記非ラウリン系油脂とのエステル交換油が挙げられる。ラウリン系油脂と非ラウリン系油脂とのエステル交換油を用いることにより、ラウリン酸含量を低減しても良好な口溶けが得られる他、耐熱性も向上する。ここで、ラウリン系油脂は、パーム核極度硬化油、パーム核オレイン極度硬化油、又はパーム核ステアリンであることが好ましく、非ラウリン系油脂は、パーム極度硬化油、パームステアリン極度硬化油、又はパームステアリン(ヨウ素価5~25)であることが好ましい。 Particularly preferred as the lauric raw material fat (raw fat A) is a transesterified oil of the lauric fat and the non-lauric fat. By using the transesterified oil of lauric oil and non-lauric oil, good mouth-melting can be obtained even if the lauric acid content is reduced, and the heat resistance is also improved. Here, the lauric oil / fat is preferably palm core hardened oil, palm core olein hardened oil, or palm core stearin, and the non-lauric fat / oil is palm hardened oil, palm stearin hardened oil, or palm. Preferably it is stearin (iodine value 5-25).
 中でも、パーム核極度硬化油(ラウリン系油脂)とパーム極度硬化油(非ラウリン系油脂)とのエステル交換油、或いは、パーム核オレイン極度硬化油(ラウリン系油脂)とパームステアリン極度硬化油(非ラウリン系油脂)とのエステル交換油、パーム核ステアリン(ラウリン系油脂)とヨウ素価5~25のパームステアリン(非ラウリン系油脂)とのエステル交換油が好ましい。 Among them, a transesterified oil of a palm kernel extremely hardened oil (laurin oil) and a palm extremely hardened oil (non-laurin oil) or a palm kernel olein extremely hardened oil (laurin oil) and a palm stearin extremely hardened oil (non- Transesterified oils with lauric fats and oils, and transesterified oils of palm kernel stearin (lauric fats and oils) with palm stearin (non-lauric fats and oils) having an iodine value of 5 to 25 are preferred.
 エステル交換時のラウリン系油脂と、非ラウリン系油脂の混合比は、質量比30:70~70:30が好ましく、質量比40:60~60:40がより好ましく、最も好ましくは質量比45:55~55:45である。混合比が、上記範囲にあると、口溶けと耐熱性とのバランスが取り易くなるので好ましい。 The mixing ratio of the lauric fat and non-lauric fat during transesterification is preferably 30:70 to 70:30, more preferably 40:60 to 60:40, and most preferably 45:50. 55-55: 45. It is preferable for the mixing ratio to be in the above-mentioned range since it is easy to balance the melting of the mouth and the heat resistance.
 ラウリン系原料油脂(原料油脂A)としてのラウリン系油脂と非ラウリン系油脂とのエステル交換油は、エステル交換油脂を構成する脂肪酸としてラウリン酸が12~34質量%、炭素数16以上の飽和脂肪酸が45~75質量%であり、ヨウ素価0~20であることが好ましい。
 なお、油脂の脂肪酸組成は、AOCS Ce1f-96に準じて、ガスクロマトグラフィー法で測定できる。
Transesterified oil of lauric fat and non-lauric fat as lauric raw fat (raw fat A) is a saturated fatty acid having 12 to 34% by mass of lauric acid as a fatty acid constituting transesterified fat and oil and having 16 or more carbon atoms. Is 45 to 75% by mass, and the iodine value is preferably 0 to 20.
In addition, the fatty acid composition of fats and oils can be measured by gas chromatography according to AOCS Ce1f-96.
 エステル交換の方法は、特に制限はなく、通常の方法により行うことができ、ナトリウムメトキシド等の合成触媒を使用した化学的エステル交換、リパーゼを触媒とした酵素的エステル交換のどちらの方法でも行うことができる。 The method of transesterification is not particularly limited and can be carried out by a conventional method. Either transesterification using a synthetic catalyst such as sodium methoxide or enzymatic transesterification using lipase as a catalyst is performed. be able to.
 酵素的エステル交換は、1,3位特異性の高いエステル交換反応、又は、位置特異性の乏しいエステル交換反応のどちらでも行うことができる。1,3位特異性の高いエステル交換反応を行うことのできるリパーゼ製剤としては、リゾムコールミーハイ由来の固定化リパーゼ(ノボザイムズ社製のリポザイムTLIM、リポザイムRMIM等)等が挙げられる。位置特異性の乏しいエステル交換反応を行うことのできるリパーゼ製剤としては、アルカリゲネス属由来リパーゼ(例えば、名糖産業株式会社製のリパーゼQLM、リパーゼPL等)、キャンディダ属由来リパーゼ(例えば、名糖産業株式会社製のリパーゼOF等)等が挙げられる。 Enzymatic transesterification can be carried out either by transesterification with a high 1,3-specificity or transesterification with poor positional specificity. Examples of the lipase preparation capable of performing transesterification with a high 1,3-position specificity include immobilized lipases derived from Rhizom Coalmy High (Lipozyme TLIM, Lipozyme RMIM, etc. manufactured by Novozymes). Examples of lipase preparations capable of performing transesterification with poor position specificity include lipases derived from Alcaligenes genus (for example, lipase QLM, lipase PL, etc., manufactured by Meisei Sangyo Co., Ltd.), lipases derived from Candida genus (for example, Sangyo Co., Ltd. lipase OF).
 化学的エステル交換は、例えば、原料油脂を十分に乾燥させ、ナトリウムメトキシドを原料油脂に対して0.1~1質量%添加した後、減圧下、80~120℃で0.5~1時間攪拌しながら反応を行うことができる。 The chemical transesterification is performed, for example, by sufficiently drying the raw oil and fat, adding 0.1 to 1% by mass of sodium methoxide to the raw oil and fat, and then reducing the pressure at 80 to 120 ° C. for 0.5 to 1 hour. The reaction can be carried out with stirring.
 酵素的エステル交換は、例えば、リパーゼ粉末又は固定化リパーゼを原料油脂に対して0.02~10質量%、好ましくは0.04~5質量%添加した後、40~80℃、好ましくは40~70℃で0.5~48時間、好ましくは0.5~24時間攪拌しながら反応を行うことができる。 In the enzymatic transesterification, for example, lipase powder or immobilized lipase is added in an amount of 0.02 to 10% by mass, preferably 0.04 to 5% by mass, and then 40 to 80 ° C., preferably 40 to 40%. The reaction can be carried out with stirring at 70 ° C. for 0.5 to 48 hours, preferably 0.5 to 24 hours.
 なお、パーム核油とパーム油とをエステル交換した後に極度硬化した油脂のように、エステル交換後に極度硬化しても同様にラウリン系原料油脂(原料油脂A)として好適に使用できる。硬化(水素添加)の方法は、特に制限はなく、通常の方法により行うことができる。水素添加は、例えば、ニッケル触媒の下、水素圧0.02~0.3Mpa、160~200℃の条件にて行うことができる。 In addition, even if it hardens | cures extremely after transesterification like the fats and oils hardened | cured very much after transesterifying palm kernel oil and palm oil, it can be used suitably as a lauric-type raw material fat (raw material fat A) similarly. There is no restriction | limiting in particular in the method of hardening (hydrogenation), It can carry out by a normal method. Hydrogenation can be performed, for example, under the conditions of a hydrogen pressure of 0.02 to 0.3 Mpa and 160 to 200 ° C. under a nickel catalyst.
[ラウリン系原料油脂(原料油脂Aを分別して得る軟質部(分別オレインa))]
 ラウリン系原料油脂の別の好ましい態様の1つとしては、上記の原料油脂A、特にラウリン系油脂と非ラウリン系油脂とのエステル交換油、を分別して得られる軟質部(分別オレインa)が挙げられる。
[Laurin-based raw oil and fat (soft part obtained by separating raw oil and fat A (fractionated olein a))]
Another preferred embodiment of the lauric raw material fats and oils is a soft part (fractionated olein a) obtained by fractionating the raw material fats and oils A, in particular, transesterified oils of lauric fats and non-lauric fats and oils. It is done.
 分別の方法は、特に限定されないが、ドライ分別、乳化分別、溶剤分別等により行なうことができ、特に、ドライ分別により経済的に行なうことができる。 The separation method is not particularly limited, but can be carried out by dry fractionation, emulsification fractionation, solvent fractionation, etc., and particularly economically by dry fractionation.
 ドライ分別は、一般的には槽内で攪拌しながら分別原料油脂を冷却し、結晶を析出させた後、圧搾及び/又はろ過によって硬質部(結晶画分)と軟質部(液状画分)を得ることにより行なうことができる。分別温度は、求められる分別油脂の性状によっても異なるが33~43℃で行なうことができる。 Dry fractionation generally cools the fractionated raw oil and fat while stirring in a tank to precipitate crystals, and then compresses and / or filters the hard part (crystal fraction) and the soft part (liquid fraction). It can be done by obtaining. The fractionation temperature varies depending on the required properties of the fractionated fat and oil, but can be carried out at 33 to 43 ° C.
 本実施の形態においては、例えば、パーム核極度硬化油(ラウリン系油脂)とパーム極度硬化油(非ラウリン系油脂)とを50:50(質量比)でエステル交換したエステル交換油をドライ分別(分別温度38~41℃)することで得られる軟質部(分別オレインa)(融点:約40℃)、或いは、パーム核オレイン極度硬化油(ラウリン系油脂)とパームステアリン極度硬化油(非ラウリン系油脂)とを50:50(質量比)でエステル交換したエステル交換油をドライ分別(分別温度38~41℃)することで得られる軟質部(分別オレインa)(融点:約40℃)を好適に使用することができる。 In the present embodiment, for example, dry fractionation is performed on a transesterified oil obtained by transesterifying a palm core hardened oil (lauric oil) and a palm hardened oil (non-lauric oil) at a 50:50 (mass ratio) ( Soft part (fractionated olein a) (melting point: about 40 ° C) obtained by fractionating temperature 38-41 ° C, or palm kernel olein extremely hardened oil (lauric oil) and palm stearin extremely hardened oil (non-lauric) Suitable for the soft part (fractionated olein a) (melting point: about 40 ° C) obtained by dry fractionation (separation temperature 38-41 ° C) of the transesterified oil obtained by transesterification with 50:50 (mass ratio) Can be used for
[非ラウリン系原料油脂(原料油脂B)]
 本発明の実施の形態において、非ラウリン系原料油脂(原料油脂B)とは、上述した非ラウリン系油脂の1種又は2種以上を原料油脂とした構成脂肪酸がパルミチン酸とステアリン酸の合計含量55~80質量%(好ましくは60~80質量%)、オレイン酸含量10~40質量%(好ましくは15~40質量%)、多価不飽和脂肪酸含量0~15質量%(好ましくは0~10質量%)である油脂である。非ラウリン系原料油脂は、エステル交換油が含まれることが好ましい。構成脂肪酸が上記範囲であると、非ラウリン系原料油脂としてエステル交換油のみを使用する場合において、エステル交換後にジ飽和モノ不飽和トリグリセリドに対してモノ飽和ジ不飽和トリグリセリドの生成を少なくできるので、ラウリン系原料油脂と混合後分別する場合、軟質部に適度な硬度を有するハードバターを得やすい。
[Non-lauric raw material fat (raw fat B)]
In the embodiment of the present invention, the non-lauric raw material fat (raw fat B) is the total content of palmitic acid and stearic acid in which the constituent fatty acids are one or more of the above-mentioned non-lauric fats and oils. 55-80 mass% (preferably 60-80 mass%), oleic acid content 10-40 mass% (preferably 15-40 mass%), polyunsaturated fatty acid content 0-15 mass% (preferably 0-10) (Mass%). It is preferable that the non-lauric raw material fat contains transesterified oil. When the constituent fatty acid is in the above range, when only the transesterified oil is used as the non-lauric raw material fat, the production of the monosaturated diunsaturated triglyceride can be reduced with respect to the disaturated monounsaturated triglyceride after the transesterification. When fractionating after mixing with lauric raw material fats and oils, it is easy to obtain hard butter having an appropriate hardness in the soft part.
 上記の構成脂肪酸を満たすため、エステル交換油脂の原料油脂としては、非ラウリン系油脂の極度硬化油と非硬化油との混合油、及び/又は、パーム系油脂であることが好ましい。具体的には、例えば、パーム系油脂を適宜混合し、ヨウ素価を15~45に調整することにより得られる。また、非ラウリン系油脂の極度硬化油と非ラウリン系油脂でオレイン酸含量が50質量%以上の油脂とを混合し、ヨウ素価を15~45に調整することにより得られる。 In order to satisfy the above-described constituent fatty acids, it is preferable that the raw material fat of the transesterified fat is a mixed oil of a non-lauric fat and a non-hardened oil and / or a palm fat. Specifically, for example, it can be obtained by appropriately mixing palm oil and fat and adjusting the iodine value to 15 to 45. Further, it can be obtained by mixing an extremely hardened oil of non-lauric fat and oil with a fat having a oleic acid content of 50% by mass or more with non-lauric fat and oil and adjusting the iodine value to 15 to 45.
 より具体的には、非ラウリン系原料油脂(原料油脂B)は、ヨウ素価15~45(好ましくは20~35)である、パームステアリン、又は、パームステアリンとその他パーム系油脂との混合油、のエステル交換油であることが好ましい。また、パーム系油脂の極度硬化油とオレイン酸含量が50%質量%以上の菜種油との質量比65:35~85:15の混合油をエステル交換した油脂であることが好ましい。 More specifically, the non-lauric raw material fat (raw fat B) has an iodine value of 15 to 45 (preferably 20 to 35), palm stearin, or a mixed oil of palm stearin and other palm fats, The transesterified oil is preferably used. Further, it is preferably an oil and fat obtained by transesterification of a mixed oil having a mass ratio of 65:35 to 85:15 between the extremely hardened oil of palm oil and the rapeseed oil having an oleic acid content of 50% by mass or more.
[混合油を得る混合工程]
 ラウリン系原料油脂と、非ラウリン系原料油脂とを混合して混合油を得る方法は、特に限定されるものではないが、ラウリン系原料油脂と非ラウリン系原料油脂との混合割合(質量比)が20:80~80:20であることが好ましく、30:70~70:30であることがより好ましく、40:60~60:40であることが更に好ましい。混合は油脂が完全に溶解した状態で行うことが好ましい。
[Mixing step to obtain mixed oil]
The method of mixing the lauric raw material fat and the non-lauric raw material fat to obtain the mixed oil is not particularly limited, but the mixing ratio (mass ratio) of the lauric raw material fat and the non-lauric raw material fat Is preferably 20:80 to 80:20, more preferably 30:70 to 70:30, and still more preferably 40:60 to 60:40. The mixing is preferably performed in a state where the fats and oils are completely dissolved.
[混合油を分別する工程]
 上記混合油を分別して混合油軟質部及び/又は混合油硬質部を得る工程における分別の方法は、特に限定されないが、ドライ分別、乳化分別、溶剤分別等により行なうことができ、特に、ドライ分別により経済的に行なうことができる。ドライ分別の方法は、前述した方法と同様に行なうことができる。軟質部に一般的なハードバターを得る場合、分別温度は35~41℃が適当である。
[Step of separating mixed oil]
The method of fractionation in the step of obtaining the mixed oil soft part and / or mixed oil hard part by fractionating the mixed oil is not particularly limited, but can be performed by dry fractionation, emulsification fractionation, solvent fractionation, etc., in particular, dry fractionation. Can be economical. The dry fractionation method can be performed in the same manner as described above. When obtaining a general hard butter for the soft part, the fractionation temperature is suitably 35 to 41 ° C.
 以上の工程を経ることにより、混合油軟質部(図1の分別オレインb、図2の分別オレインc)及び/又は混合油硬質部(図1の分別ステアリンb、図2の分別ステアリンc)を得ることができる。 Through the above steps, the mixed oil soft part (fractionated olein b in FIG. 1, fractionated olein c in FIG. 2) and / or the mixed oil hard part (fractionated stearin b in FIG. 1, fractionated stearin c in FIG. 2) Obtainable.
[混合油硬質部]
 得られた混合油硬質部は、融点が44~58℃であり、トランス脂肪酸含量が5質量%以下であり、かつラウリン酸含量が3~17質量%である。好ましくは、融点が48~55℃であり、トランス脂肪酸含量が1質量%以下であり、かつラウリン酸含量が5~15質量%である。当該混合油硬質部は、例えば、マーガリン、ショートニング、フィリング等、可塑性油脂組成物用の硬質油脂として使用できる。
[Mixed oil hard part]
The obtained mixed oil hard part has a melting point of 44 to 58 ° C., a trans fatty acid content of 5% by mass or less, and a lauric acid content of 3 to 17% by mass. Preferably, the melting point is 48 to 55 ° C., the trans fatty acid content is 1% by mass or less, and the lauric acid content is 5 to 15% by mass. The said mixed oil hard part can be used as hard fats and oils for plastic fat compositions, such as margarine, shortening, filling, etc., for example.
[混合油軟質部]
 得られた混合油軟質部は、融点が32~42℃であり、トランス脂肪酸含量が5質量%以下であり、かつラウリン酸含量が10~25質量%である。好ましくは、融点が33~39℃であり、トランス脂肪酸含量が1質量%以下であり、かつラウリン酸含量が13~22質量%である。当該混合油軟質部は、カカオ脂の代用の油脂、すなわち、ノーテンパー型ハードバターとして使用できる。当該混合油軟質部(ノーテンパー型ハードバター)は、チョコレート類の他、クリーム、フィリング、コーティング等の油性食品に使用でき、油性食品の油脂中に5~100質量%使用できる。
[Mixed oil soft part]
The obtained mixed oil soft part has a melting point of 32 to 42 ° C., a trans fatty acid content of 5% by mass or less, and a lauric acid content of 10 to 25% by mass. Preferably, the melting point is 33 to 39 ° C., the trans fatty acid content is 1% by mass or less, and the lauric acid content is 13 to 22% by mass. The mixed oil soft part can be used as a substitute fat or oil for cocoa butter, that is, as a no-temper type hard butter. The mixed oil soft part (not temper type hard butter) can be used for oily foods such as creams, fillings and coatings in addition to chocolates, and can be used in an amount of 5 to 100% by mass in fats and oils of oily foods.
 また、得られた混合油軟質部は、ヨウ素価が6~24であり、構成脂肪酸残基の炭素数の合計が28~36のトリグリセリド(CN28~36TG)2~12質量%、構成脂肪酸残基の炭素数の合計が38~46のトリグリセリド(CN38~46TG)35~60質量%、構成脂肪酸残基の炭素数の合計が48~56のトリグリセリド(CN48~56TG)30~55質量%、構成脂肪酸残基の炭素数の合計が38~46のトリグリセリドと構成脂肪酸残基の炭素数の合計が48~56のトリグリセリドとの質量比((CN38~46TG)/(CN48~56TG))が、0.6~2.0である。 Further, the obtained mixed oil soft part has an iodine value of 6 to 24, 2 to 12% by mass of triglycerides (CN28 to 36TG) having 28 to 36 carbon atoms in total, and the constituent fatty acid residues. 35 to 60% by mass of triglycerides (CN38 to 46TG) having a total carbon number of 38 to 46, 30 to 55% by mass of triglycerides (CN48 to 56TG) having a total of 48 to 56 carbon atoms in the constituent fatty acid residues, and constituent fatty acids The mass ratio ((CN38-46TG) / (CN48-56TG)) of triglycerides having a total carbon number of residues of 38 to 46 and triglycerides having a total carbon number of constituent fatty acid residues of 48 to 56 is 0. 6 to 2.0.
〔本発明の実施の形態に係る油脂(ノーテンパー型ハードバター)〕
 上述した通り、本実施の形態に係る上記油脂の製造方法により、上記混合油軟質部、すなわち、ヨウ素価が6~24であり、構成脂肪酸残基の炭素数の合計が28~36のトリグリセリド(CN28~36TG)2~12質量%、構成脂肪酸残基の炭素数の合計が38~46のトリグリセリド(CN38~46TG)35~60質量%、構成脂肪酸残基の炭素数の合計が48~56のトリグリセリド(CN48~56TG)30~55質量%、構成脂肪酸残基の炭素数の合計が38~46のトリグリセリドと構成脂肪酸残基の炭素数の合計が48~56のトリグリセリドとの質量比((CN38~46TG)/(CN48~56TG))が、0.6~2.0である油脂(ノーテンパー型ハードバター)を得ることができる。
[Oil and fat according to an embodiment of the present invention (no temper type hard butter)]
As described above, according to the method for producing fats and oils according to the present embodiment, the mixed oil soft part, that is, triglyceride (i.e., iodine value is 6 to 24, and the total number of carbon atoms of constituent fatty acid residues is 28 to 36) CN28 to 36TG) 2 to 12% by mass, triglyceride (CN38 to 46TG) having a total carbon number of 38 to 46 of the constituent fatty acid residues 35 to 60% by mass, and the total carbon number of the constituent fatty acid residues of 48 to 56 Triglyceride (CN48-56TG) 30-55% by mass, the mass ratio of triglycerides having a total of 38 to 46 carbon atoms of constituent fatty acid residues to triglycerides having a total of 48 to 56 carbon atoms of constituent fatty acid residues ((CN38 -46TG) / (CN48-56TG)) is 0.6-2.0, it is possible to obtain fats and oils (no temper type hard butter).
 当該油脂(ノーテンパー型ハードバター)は、好ましくは、ヨウ素価が8~20であり、構成脂肪酸残基の炭素数の合計が28~36のトリグリセリド(CN28~36TG)3~10質量%、構成脂肪酸残基の炭素数の合計が38~46のトリグリセリド(CN38~46TG)40~56質量%、構成脂肪酸残基の炭素数の合計が48~56のトリグリセリド(CN48~56TG)30~52質量%、構成脂肪酸残基の炭素数の合計が38~46のトリグリセリドと構成脂肪酸残基の炭素数の合計が48~56のトリグリセリドとの質量比((CN38~46TG)/(CN48~56TG))が、0.8~1.8である。
 なお、構成脂肪酸残基の炭素数による炭素数別トリグリセリド組成は、JAOCS.vol.70,11,1111-1114(1993)に準じて、ガスクロマトグラフィー法で測定できる。
The fats and oils (not temper type hard butter) preferably have an iodine value of 8 to 20, triglycerides (CN28 to 36TG) having a total of 28 to 36 carbon atoms and 3 to 10% by weight of constituent fatty acids. 40-56% by mass of triglycerides (CN38-46TG) having a total carbon number of residues of 38-46, 30-52% by mass of triglycerides (CN48-56TG) having a total of 48-56 carbon atoms of constituent fatty acid residues, The mass ratio ((CN38-46TG) / (CN48-56TG)) of triglycerides having a total carbon number of constituent fatty acid residues of 38 to 46 and triglycerides having a total carbon number of constituent fatty acid residues of 48 to 56 is 0.8 to 1.8.
In addition, the triglyceride composition according to carbon number based on the number of carbon atoms of the constituent fatty acid residue is JAOCS. vol. 70, 11, 1111-1114 (1993), and can be measured by gas chromatography.
 また、当該油脂(ノーテンパー型ハードバター)は、SUSとS2Uとの質量比(SUS/S2U)が0.34~0.94であることが好ましく、0.34~0.74であることがより好ましく、0.34~0.54であることが最も好ましい(ただし、Sは炭素数16以上の飽和脂肪酸であり、Uは炭素数16以上の不飽和脂肪酸であり、SUSはトリグリセリドの1,3位置を構成する脂肪酸がSであり、2位置を構成する脂肪酸がUであるトリグリセリドであり、S2Uは位置に関係なく、構成脂肪酸としてSが2個とUが1個からなるトリグリセリドを表す)。SUSとS2Uとの質量比が上記の範囲の場合、良好な口溶けとブルーム耐性が得られるので好ましい。
 なお、SUS/S2U比は、J.High Resolut.Chromatogr.,18,105-107(1995)に準じて、銀イオンカラムクロマトグラフィーによりSUSとSSU(トリグリセリドの1,2位もしくは2,3位を構成する脂肪酸がSであり、3位もしくは1位を構成する脂肪酸がUであるトリグリセリド)との組成比を分析することにより求められる。
Further, the fat (no temper type hard butter) preferably has a mass ratio of SUS to S2U (SUS / S2U) of 0.34 to 0.94, more preferably 0.34 to 0.74. Preferably, it is 0.34 to 0.54 (wherein S is a saturated fatty acid having 16 or more carbon atoms, U is an unsaturated fatty acid having 16 or more carbon atoms, and SUS is 1,3 of triglycerides) The fatty acid constituting the position is S and the fatty acid constituting the 2 position is U, and S2U represents a triglyceride composed of 2 S and 1 U as the constituent fatty acid irrespective of the position). A mass ratio of SUS to S2U in the above range is preferable because good mouth melting and bloom resistance can be obtained.
The SUS / S2U ratio is described in J. High Resolut. Chromatogr. , 18, 105-107 (1995), and SUS and SSU (the fatty acid constituting the 1,2-, 2-, or 3-position of triglyceride is S, and it constitutes the 3- or 1-position by silver ion column chromatography) It is calculated | required by analyzing a composition ratio with the triglyceride whose fatty acid to perform is U.
 また、本実施の形態に係る油脂(ノーテンパー型ハードバター)は、25℃におけるSFCが45~70%であることが好ましく、より好ましくは48~67%、最も好ましくは52~65%であり、30℃におけるSFCが23~48%であることが好ましく、より好ましくは25~46%、最も好ましくは30~40%であり、35℃におけるSFCが5~25%であることが好ましく、より好ましくは5~20%、最も好ましくは8~20%である。SFCの値はIUPAC法2.150a Solid Content determination in Fats by NMRに準じて測定することができる。 Further, the fat and oil (no temper type hard butter) according to the present embodiment preferably has an SFC at 25 ° C. of 45 to 70%, more preferably 48 to 67%, and most preferably 52 to 65%. The SFC at 30 ° C. is preferably 23 to 48%, more preferably 25 to 46%, most preferably 30 to 40%, and the SFC at 35 ° C. is preferably 5 to 25%, more preferably Is 5-20%, most preferably 8-20%. The value of SFC can be measured according to the IUPAC method 2.150a Solid determination Fats by NMR.
〔本発明の実施の形態の効果〕
 本発明の実施の形態によれば、以下の効果を奏する。
(1)ラウリン酸含量がラウリン酸型ハードバターの半分以下でありながら融解性状(口溶け)が良好で、加工適性に優れた(テンパリング作業が不要)ノーテンパー型ハードバター及びその製造方法を提供することができる。
[Effect of the embodiment of the present invention]
According to the embodiment of the present invention, the following effects can be obtained.
(1) To provide a no-temper type hard butter having a good lauric acid content but less than half of lauric acid type hard butter, having good melting properties (melting in the mouth) and excellent workability (no tempering work required), and a method for producing the same. Can do.
(2)本実施の形態に係るノーテンパー型ハードバターは、ラウリン酸含量が低いため、ラウリン酸リッチな代用脂特有の欠点であるカカオ脂との相溶性が改善され、カカオ風味が豊かなチョコレートを実現でき、また、同欠点であるソーピー臭(油脂が何等かの原因で加水分解され、遊離脂肪酸が生成すると発生する不快臭)が発生しにくくなる。 (2) Since the no-temper type hard butter according to the present embodiment has a low lauric acid content, the compatibility with cocoa butter, which is a disadvantage inherent in lauric acid-rich substitute fats, is improved, and chocolate with a rich cocoa flavor is obtained. Moreover, it becomes difficult to generate a soapy odor (an unpleasant odor that is generated when oils and fats are hydrolyzed for some reason to produce free fatty acids), which is the same defect.
(3)本実施の形態に係るノーテンパー型ハードバターは、トランス脂肪酸含量が低いため、トランス脂肪酸による健康への悪影響を心配する必要が無い。 (3) Since the no-temper type hard butter according to the present embodiment has a low trans fatty acid content, there is no need to worry about adverse health effects due to the trans fatty acid.
(4)用途によってチョコレートに要求される適性(物性)は異なるが、図1に示す第1の実施の形態に係る製造方法と図2に示す第2の実施の形態に係る製造方法とを使い分けることで、口溶けタイプ(パッキッと割れるスナップ性が要求される)やコーティングタイプ(ある種のねばりが要求される)等、各種物性を満たす油脂を製造することができる(第1の実施の形態は口溶けタイプの製造に好適であり、第2の実施の形態はコーティングタイプの製造に好適である)。 (4) Although the suitability (physical properties) required for chocolate differs depending on the application, the manufacturing method according to the first embodiment shown in FIG. 1 and the manufacturing method according to the second embodiment shown in FIG. Therefore, it is possible to produce oils and fats satisfying various physical properties such as a meltable mouth type (a snapping property is required) and a coating type (a certain stickiness is required) (the first embodiment is (The second embodiment is suitable for manufacturing a coating type).
(5)混合油軟質部と共に製造される混合油硬質部をマーガリン用などの硬質油脂として利用できるため、効率がよい(コストメリットがある)混合油軟質部の製造方法を提供できる。 (5) Since the mixed oil hard part manufactured together with the mixed oil soft part can be used as a hard fat for margarine or the like, it is possible to provide an efficient (having cost merit) method for manufacturing the mixed oil soft part.
 したがって、本発明の実施の形態によれば、融解性状(口溶け)及びカカオ脂との相溶性が良好で、トランス脂肪酸含量が低く、かつラウリン酸含量が低いノーテンパー型ハードバター及びその製造方法を提供することができる。 Therefore, according to the embodiment of the present invention, a no-temper type hard butter having a good melting property (melted in the mouth) and compatibility with cocoa butter, a low trans fatty acid content and a low lauric acid content, and a method for producing the same are provided. can do.
 次に実施例により本発明を説明するが、本発明はこれらの実施例により限定されるものではない。 Next, the present invention will be described with reference to examples, but the present invention is not limited to these examples.
〔混合油軟質部及び混合油硬質部の製造〕
 図1(第1の実施の形態に係る実施例)及び図2(第2の実施の形態に係る実施例)の製造フローに従って、表1~3に記載の条件下で、実施例1~6の混合油軟質部及び混合油硬質部の製造を行なった。
[Manufacture of mixed oil soft part and mixed oil hard part]
In accordance with the manufacturing flow of FIG. 1 (Example according to the first embodiment) and FIG. 2 (Example according to the second embodiment), Examples 1 to 6 under the conditions described in Tables 1 to 3 The mixed oil soft part and mixed oil hard part were manufactured.
 ラウリン系原料油脂としては、パームステアリン(ヨウ素価36)極度硬化油50質量%とパーム核オレイン極度硬化油50質量%の混合油をエステル交換して得たエステル交換油(原料油脂A)又は原料油脂Aの分別オレインaを使用し、非ラウリン系原料油脂(原料油脂B)としては、パームステアリン(ヨウ素価23、パルミチン酸とステアリン酸の合計含量75.6質量%、オレイン酸含量18.0質量%、多価不飽和脂肪酸含量4.1質量%)のエステル交換油(以下、B1と言う)又はパームステアリン(ヨウ素価25)とパームオレイン(ヨウ素価56)との混合油(質量比70:30、ヨウ素価34、パルミチン酸とステアリン酸の合計含量64.7質量%、オレイン酸含量26.4質量%、多価不飽和脂肪酸含量6.7質量%)のエステル交換油(以下、B2と言う)を使用した。 As the lauric raw material fats and oils, a transesterified oil (raw material fat A) or a raw material obtained by transesterifying a mixed oil of palm stearin (iodine value 36) extremely hardened oil 50% by mass and palm kernel olein extremely hardened oil 50% by weight The fractioned olein a of fat / oil A was used, and as the non-lauric raw material fat / oil (raw fat / oil B), palm stearin (iodine value 23, total content of palmitic acid and stearic acid 75.6% by mass, oleic acid content 18.0) Transesterified oil (mass%, polyunsaturated fatty acid content 4.1 mass%) transesterified oil (hereinafter referred to as B1) or mixed oil of palm stearin (iodine value 25) and palm olein (iodine value 56) (mass ratio 70) : 30, iodine value 34, total content of palmitic acid and stearic acid 64.7% by mass, oleic acid content 26.4% by mass, polyunsaturated fatty acid content 6.7 The amount%) interesterified oil (hereinafter, using say B2).
 エステル交換は、常法に従い、原料油脂を十分に乾燥させ、ナトリウムメトキシドを原料油脂に対して0.2質量%添加した後、減圧下、80~120℃で0.5~1時間攪拌しながら反応を行った。 In the transesterification, according to a conventional method, the raw material fats and oils are sufficiently dried, sodium methoxide is added in an amount of 0.2% by mass to the raw material fats and oils, and the mixture is stirred at 80 to 120 ° C. for 0.5 to 1 hour under reduced pressure. The reaction was carried out.
 実施例1を例として以下に説明する。
 まず、図1の製造フローに従って、原料油脂Aを38~41℃でドライ分別して軟質部(分別オレインa)を得て、この軟質部(分別オレインa)70質量%と原料油脂B(B1)30質量%を完全に溶解混合して混合油(ヨウ素価7.5、融点45.5℃)を得た。次に、当該混合油を36~39℃でドライ分別して、混合油軟質部(分別オレインb)及び混合油硬質部(分別ステアリンb)を得た。
Example 1 will be described below as an example.
First, according to the production flow of FIG. 1, raw oil A is dry fractionated at 38-41 ° C. to obtain a soft part (fractionated olein a), and 70% by mass of the soft part (fractionated olein a) and raw oil B (B1) 30% by mass was completely dissolved and mixed to obtain a mixed oil (iodine number 7.5, melting point 45.5 ° C.). Next, the mixed oil was subjected to dry fractionation at 36 to 39 ° C. to obtain a mixed oil soft part (fractionated olein b) and a mixed oil hard part (fractionated stearin b).
 表1~3に示した原料油脂A又はその分別オレインaと原料油脂Bの配合にて、実施例2,3,6は、実施例1と同様に図1のフローに従って、混合油軟質部(分別オレインb)及び混合油硬質部(分別ステアリンb)を製造し、実施例4,5は、図2のフローに従って、混合油軟質部(分別オレインc)及び混合油硬質部(分別ステアリンc)の製造を行なった。 In the blending of raw material fat A or its fractionated olein a and raw material fat B shown in Tables 1 to 3, Examples 2, 3, and 6 were mixed oil soft parts ( Fractionated olein b) and mixed oil hard part (fractionated stearin b) were produced. In Examples 4 and 5, according to the flow of FIG. 2, the mixed oil soft part (fractionated olein c) and mixed oil hard part (fractionated stearin c) Was manufactured.
 参考例1は、典型的な高トランス酸型のハードバターの例であり、参考例2は、典型的なラウリン酸型ハードバターの例である。 Reference Example 1 is an example of a typical high trans acid type hard butter, and Reference Example 2 is an example of a typical lauric acid type hard butter.
 実施例1~6で得られた混合油軟質部(分別オレインb,c)及び混合油硬質部(分別ステアリンb,c)について、収率、脂肪酸組成、炭素数別トリグリセリド組成、SUS/S2U比、ジグリセリド含量、ヨウ素価、及び融点の測定を行い、測定結果を表1~3に示した。また、参考例1,2の脂肪酸組成、ヨウ素価、及び融点を表3に示した。
 なお、脂肪酸組成はAOCS Ce1f-96、炭素数別トリグリセリド組成及びジグリセリド含量はJAOCS.vol.70,11,1111-1114(1993)、SUS/S2U比はJ.High Resolut.Chromatogr.,18,105-107(1995)、にそれぞれ準拠した方法により測定した。
 また、IUPAC法2.150a Solid Content determination in Fats by NMRに従って、SFCの測定を行い、測定結果を表4~6に示した。
About the mixed oil soft part (fractionated olein b, c) and mixed oil hard part (fractionated stearin b, c) obtained in Examples 1 to 6, yield, fatty acid composition, triglyceride composition by carbon number, SUS / S2U ratio The diglyceride content, iodine value, and melting point were measured, and the measurement results are shown in Tables 1 to 3. In addition, Table 3 shows the fatty acid composition, iodine value, and melting point of Reference Examples 1 and 2.
The fatty acid composition is AOCS Ce1f-96, the triglyceride composition by carbon number and the diglyceride content are JAOCS. vol. 70, 11, 1111-1114 (1993), and the SUS / S2U ratio is described in J. Org. High Resolut. Chromatogr. 18, 105-107 (1995), respectively.
Further, SFC measurement was performed according to IUPAC method 2.150a Solid Content determination in Fats by NMR, and the measurement results are shown in Tables 4-6.
Figure JPOXMLDOC01-appb-T000001
Figure JPOXMLDOC01-appb-T000001
Figure JPOXMLDOC01-appb-T000002
Figure JPOXMLDOC01-appb-T000002
Figure JPOXMLDOC01-appb-T000003
Figure JPOXMLDOC01-appb-T000003
Figure JPOXMLDOC01-appb-T000004
Figure JPOXMLDOC01-appb-T000004
Figure JPOXMLDOC01-appb-T000005
Figure JPOXMLDOC01-appb-T000005
Figure JPOXMLDOC01-appb-T000006
Figure JPOXMLDOC01-appb-T000006
 表1~3に示した測定結果より、実施例1~6で得られた混合油軟質部(分別オレインb,c)は、トランス脂肪酸含量が低く、かつラウリン酸型含量が低いものであることが分かる。また、表4~6に示した測定結果(SFC値)より、実施例1~6で得られた混合油軟質部(分別オレインb,c)は、融解性状(口溶け)が良好であることが分かる。 From the measurement results shown in Tables 1 to 3, the mixed oil soft parts (fractionated oleins b and c) obtained in Examples 1 to 6 have a low trans fatty acid content and a low lauric acid type content. I understand. Further, from the measurement results (SFC values) shown in Tables 4 to 6, the mixed oil soft parts (fractionated oleins b and c) obtained in Examples 1 to 6 have good melting properties (melted in the mouth). I understand.
〔口溶け評価試験〕
 図4に示したようにSFC値が非常に近似している実施例2及び参考例1について、表7の配合に従ってチョコレートの試作を行い、専門パネラ5名により試食評価したところ、パネラ全員が実施例2使用のチョコレートは参考例1使用のチョコレートと同等以上に口溶けが良好であると評価した。
[Melting evaluation test]
As shown in FIG. 4, for Example 2 and Reference Example 1 in which the SFC values are very similar, a chocolate was prototyped according to the formulation in Table 7, and tasting evaluation was conducted by five specialized panelists. The chocolate used in Example 2 was evaluated to have a good melt in the mouth at least as much as the chocolate used in Reference Example 1.
Figure JPOXMLDOC01-appb-T000007
Figure JPOXMLDOC01-appb-T000007
〔カカオ脂との相溶性の評価試験〕
 実施例2及び参考例2について、カカオ脂との相溶性の評価をハードバターとカカオ脂との混合比(ハードバター/カカオ脂)が95/5、90/10、85/15、80/20における各測定温度において測定したSFCに基づいて以下の式に従って相溶度を計算した。各混合比、各温度における相溶度が高いほどカカオ脂との相溶性が良好である。
相溶度(%)=(各混合比各温度における実測SFC)/(該温度におけるハードバター実測SFCとカカオ脂実測SFCとに基づく、該混合比による加重平均SFC)×100
評価結果(測定結果)を表8及び表9に示す。
[Evaluation test of compatibility with cocoa butter]
Regarding Example 2 and Reference Example 2, the compatibility with cocoa butter was evaluated by mixing ratios of hard butter and cocoa butter (hard butter / cocoa butter) to 95/5, 90/10, 85/15, and 80/20. Based on the SFC measured at each measurement temperature, the compatibility was calculated according to the following formula. The higher the compatibility at each mixing ratio and temperature, the better the compatibility with cocoa butter.
Compatibility (%) = (Measured SFC at each mixing ratio at each temperature) / (Weighted average SFC by the mixing ratio based on the measured hard butter SFC and the measured cacao butter at that temperature) × 100
The evaluation results (measurement results) are shown in Table 8 and Table 9.
Figure JPOXMLDOC01-appb-T000008
Figure JPOXMLDOC01-appb-T000008
Figure JPOXMLDOC01-appb-T000009
Figure JPOXMLDOC01-appb-T000009
 表8及び表9より、実施例2で得られた混合油軟質部(分別オレインb)は、参考例2のハードバターより良好なカカオ脂との相溶性を有することが分かる。 Table 8 and Table 9 show that the mixed oil soft part (fractionated olein b) obtained in Example 2 has better compatibility with cocoa butter than the hard butter of Reference Example 2.

Claims (14)

  1.  ラウリン系原料油脂と、非ラウリン系原料油脂とを混合して混合油を得た後、前記混合油を分別して混合油軟質部及び/又は混合油硬質部を得ることを特徴とする油脂の製造方法。 A mixed oil is obtained by mixing a lauric raw material fat and a non-lauric raw material fat to obtain a mixed oil, and then the mixed oil is separated to obtain a mixed oil soft part and / or a mixed oil hard part. Method.
  2.  前記ラウリン系原料油脂は、ラウリン系油脂、及び/又は、ラウリン系油脂と非ラウリン系油脂とのエステル交換油であることを特徴とする請求項1記載の油脂の製造方法。 The method for producing fats and oils according to claim 1, wherein the lauric raw material fats and oils are lauric fats and / or transesterified oils of lauric fats and non-lauric fats and oils.
  3.  前記ラウリン系原料油脂は、ラウリン系油脂の分別軟質油、及び/又は、ラウリン系油脂と非ラウリン系油脂とのエステル交換油の分別軟質油であることを特徴とする請求項1記載の油脂の製造方法。 2. The oil / fat according to claim 1, wherein the lauric raw material oil / fat is a fractionated soft oil of lauric oil / fat and / or a fractionated soft oil of transesterified oil of lauric oil / non-lauric oil / fat. Production method.
  4.  前記ラウリン系油脂は、パーム核極度硬化油、パーム核オレイン極度硬化油又はパーム核ステアリンであることを特徴とする請求項2又は請求項3に記載の油脂の製造方法。 The method for producing fats and oils according to claim 2 or 3, wherein the lauric fats and oils are palm kernel extremely hardened oil, palm kernel olein extremely hardened oil or palm kernel stearin.
  5.  前記非ラウリン系油脂は、パーム極度硬化油、パームステアリン極度硬化油又はヨウ素価5~25のパームステアリンであることを特徴とする請求項2~4のいずれか1項に記載の油脂の製造方法。 The method for producing fats and oils according to any one of claims 2 to 4, wherein the non-lauric fats and oils are palm hardened oil, palm stearin hardened oil, or palm stearin having an iodine value of 5 to 25. .
  6.  前記非ラウリン系原料油脂は、エステル交換油であり、構成脂肪酸がパルミチン酸とステアリン酸の合計含量55~80質量%、オレイン酸含量10~40質量%、多価不飽和脂肪酸含量0~15質量%であることを特徴とする請求項1~5のいずれか1項に記載の油脂の製造方法。 The non-lauric raw material fat is transesterified oil, and the constituent fatty acids are a total content of palmitic acid and stearic acid of 55 to 80% by mass, an oleic acid content of 10 to 40% by mass, and a polyunsaturated fatty acid content of 0 to 15%. The method for producing fats and oils according to any one of claims 1 to 5, wherein
  7.  前記非ラウリン系原料油脂は、ヨウ素価15~45のパーム系油脂を原料油脂としたエステル交換油であることを特徴とする請求項1~6のいずれか1項に記載の油脂の製造方法。 The method for producing fats and oils according to any one of claims 1 to 6, wherein the non-lauric raw material fats and oils are transesterified oils using palm fats and oils having an iodine value of 15 to 45 as raw material fats and oils.
  8.  前記ラウリン系原料油脂と前記非ラウリン系原料油脂との混合割合(質量比)は、20:80~80:20であることを特徴とする請求項1~7のいずれか1項に記載の油脂の製造方法。 The fats and oils according to any one of claims 1 to 7, wherein a mixing ratio (mass ratio) of the lauric raw material fats and non-lauric raw material fats is 20:80 to 80:20. Manufacturing method.
  9.  前記混合油硬質部は、融点が44~58℃であり、トランス脂肪酸含量が5質量%以下であり、かつラウリン酸含量が3~17質量%であることを特徴とする請求項1~8のいずれか1項に記載の油脂の製造方法。 The mixed oil hard part has a melting point of 44 to 58 ° C, a trans fatty acid content of 5% by mass or less, and a lauric acid content of 3 to 17% by mass. The manufacturing method of the fats and oils of any one of Claims 1.
  10.  前記混合油軟質部は、融点が32~42℃であり、トランス脂肪酸含量が5質量%以下であり、かつラウリン酸含量が10~25質量%であることを特徴とする請求項1~9のいずれか1項に記載の油脂の製造方法。 10. The mixed oil soft part has a melting point of 32 to 42 ° C., a trans fatty acid content of 5% by mass or less, and a lauric acid content of 10 to 25% by mass. The manufacturing method of the fats and oils of any one of Claims 1.
  11.  ヨウ素価が6~24であり、
     構成脂肪酸残基の炭素数の合計が28~36のトリグリセリド(CN28~36TG)2~12質量%、
     構成脂肪酸残基の炭素数の合計が38~46のトリグリセリド(CN38~46TG)35~60質量%、
     構成脂肪酸残基の炭素数の合計が48~56のトリグリセリド(CN48~56TG)30~55質量%、
     構成脂肪酸残基の炭素数の合計が38~46のトリグリセリドと構成脂肪酸残基の炭素数の合計が48~56のトリグリセリドとの質量比((CN38~46TG)/(CN48~56TG))が、0.6~2.0であることを特徴とする油脂。
    Iodine number is 6-24,
    2 to 12% by mass of triglycerides (CN28 to 36TG) having 28 to 36 carbon atoms in the constituent fatty acid residues,
    35-60 mass% of triglycerides (CN38-46TG) having 38 to 46 carbon atoms in total as constituent fatty acid residues,
    30 to 55% by mass of triglycerides (CN48 to 56TG) having 48 to 56 carbon atoms in total as constituent fatty acid residues,
    The mass ratio ((CN38-46TG) / (CN48-56TG)) of triglycerides having a total carbon number of constituent fatty acid residues of 38 to 46 and triglycerides having a total carbon number of constituent fatty acid residues of 48 to 56 is Oils and fats characterized by being 0.6 to 2.0.
  12.  SUSとS2Uとの質量比(SUS/S2U)が0.34~0.94であることを特徴とする請求項11記載の油脂。
    (ただし、Sは炭素数16以上の飽和脂肪酸であり、Uは炭素数16以上の不飽和脂肪酸であり、SUSはトリグリセリドの1,3位置を構成する脂肪酸がSであり、2位置を構成する脂肪酸がUであるトリグリセリドであり、S2Uは位置に関係なく、構成脂肪酸としてSが2個とUが1個からなるトリグリセリドを表す)
    The fat and oil according to claim 11, wherein the mass ratio of SUS to S2U (SUS / S2U) is 0.34 to 0.94.
    (However, S is a saturated fatty acid having 16 or more carbon atoms, U is an unsaturated fatty acid having 16 or more carbon atoms, and SUS is the fatty acid constituting the 1,3-position of triglyceride, and constitutes the 2-position. (The fatty acid is a triglyceride which is U, and S2U represents a triglyceride consisting of two S and one U as a constituent fatty acid, regardless of position)
  13.  融点が32~42℃であり、トランス脂肪酸含量が5質量%以下であり、かつラウリン酸含量が10~25質量%であることを特徴とする請求項11又は請求項12に記載の油脂。 The fat or oil according to claim 11 or 12, wherein the oil or fat has a melting point of 32 to 42 ° C, a trans fatty acid content of 5% by mass or less, and a lauric acid content of 10 to 25% by mass.
  14.  請求項1~10のいずれか1項に記載の油脂の製造方法により得られる前記混合油軟質部、又は、請求項11~13のいずれか1項に記載の油脂、を含有することを特徴とする油性食品。

                                                                                   
    The mixed oil soft part obtained by the method for producing fats and oils according to any one of claims 1 to 10, or the fat or oil according to any one of claims 11 to 13, Oily food.

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