WO2016133004A1 - Transesterified oil and fat and chocolate using transesterified oil and fat - Google Patents
Transesterified oil and fat and chocolate using transesterified oil and fat Download PDFInfo
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- WO2016133004A1 WO2016133004A1 PCT/JP2016/054051 JP2016054051W WO2016133004A1 WO 2016133004 A1 WO2016133004 A1 WO 2016133004A1 JP 2016054051 W JP2016054051 W JP 2016054051W WO 2016133004 A1 WO2016133004 A1 WO 2016133004A1
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- oil
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- fatty acids
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Classifications
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- 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
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- 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
- A23D9/02—Other edible oils or fats, e.g. shortenings, cooking oils characterised by the production or working-up
-
- 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
- A23D9/013—Other fatty acid esters, e.g. phosphatides
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- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23G—COCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
- A23G1/00—Cocoa; Cocoa products, e.g. chocolate; Substitutes therefor
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- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23G—COCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
- A23G1/00—Cocoa; Cocoa products, e.g. chocolate; Substitutes therefor
- A23G1/30—Cocoa products, e.g. chocolate; Substitutes therefor
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23G—COCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
- A23G1/00—Cocoa; Cocoa products, e.g. chocolate; Substitutes therefor
- A23G1/30—Cocoa products, e.g. chocolate; Substitutes therefor
- A23G1/32—Cocoa products, e.g. chocolate; Substitutes therefor characterised by the composition containing organic or inorganic compounds
- A23G1/36—Cocoa products, e.g. chocolate; Substitutes therefor characterised by the composition containing organic or inorganic compounds characterised by the fats used
Definitions
- the present invention relates to a transesterified oil and fat and chocolate using the transesterified oil and fat.
- Hard butter which is an alternative fat to cocoa butter used in the manufacture of chocolate, is generally classified into a temper type and a non-temper type.
- Temper type hard butter is made from similar fats with a symmetrical triacylglycerol molecular structure similar to cocoa butter. Therefore, temper type hard butter is easily blended with cacao butter. Therefore, the temper type hard butter is called CBE (cocoa butter equivalent).
- non-tempered hard butter has melting properties similar to cocoa butter.
- the molecular structure of the fat is completely different from that of cacao butter.
- Non-temper type hard butter is roughly classified into a lauric acid type and a non-lauric acid type. Both the lauric acid type and the non-lauric acid type have low compatibility with cocoa butter. However, it is cheaper than cocoa butter.
- a troublesome tempering operation is unnecessary, the workability of manufacturing chocolate using a non-temper type hard butter is good. Therefore, non-temper type hard butter is widely used in the confectionery and bread making fields.
- lauric acid type hard butters are typically known to be obtained by extremely curing a hard part (palm kernel stearin) obtained by fractionating palm kernel oil by hydrogenation. Yes.
- the melting properties of this type of hard butter are very sharp.
- the compatibility with cocoa butter is extremely poor. Therefore, the blending ratio of cocoa butter must be reduced as much as possible. Therefore, the chocolate obtained by using the lauric acid type hard butter has a poor cacao flavor.
- lauric acid accounts for 50% or more of the constituent fatty acids of hard butter. For this reason, there is a problem that the flavor of chocolate becomes extremely worse when hydrolysis of the hard butter occurs due to poor storage of chocolate.
- Patent Document 1 In order to improve such difficulties of lauric acid type hard butter, hard butter obtained by transesterification using lauric oil and non-lauric oil has been developed (see Patent Document 1). However, there is a problem that the gloss of chocolate obtained using the hard butter of Patent Document 1 becomes poor over time.
- hard butters As hard butter obtained by transesterification using lauric fats and non-lauric fats and oils, hard butters whose constituent fatty acids include fatty acids having 20 or more carbon atoms have been developed (see Patent Document 2).
- the said hard butter contains the extremely hardened oil of Hyerucinate rapeseed oil as non-lauric fats and oils. Chocolate obtained by using this tends to be excellent in maintaining gloss.
- it has become difficult to obtain high erucic acid rapeseed oil stably. That is, there is a difficulty that such high erucic acid rapeseed oil is not available everywhere.
- transesterified fats and oils hard butter that can maintain the gloss of chocolate for a long period of time without containing a significant amount of fatty acids having 20 or more carbon atoms as constituent fatty acids.
- the object of the present invention is to provide a transesterified oil and fat that can maintain the gloss of the produced chocolate for a long period of time when used in the production of chocolate, even if it does not contain a significant amount of fatty acids having 20 or more carbon atoms as constituent fatty acids. (Hard butter).
- the present inventors have found that the above problems can be solved when the constituent fatty acids of the transesterified fats and oils have a specific composition, and have completed the present invention.
- a transesterified oil and fat that satisfies the following conditions (a) to (e).
- (D) The unsaturated fatty acid content in the total constituent fatty acids is 13 to 30% by mass.
- E The content of fatty acids having 20 or more carbon atoms in all the constituent fatty acids is 2% by mass or less.
- the ratio of unsaturated fatty acid content (unsaturated fatty acid content / stearic acid content) to stearic acid content in all the constituent fatty acids is 5.0 or less.
- the transacyl oil has a diacylglycerol content of 3.0 to 10% by mass.
- the fat or oil contained in the raw oil or fat of the transesterified fat or oil contains 15 to 35% by mass of diacylglycerol, and the stearic acid content in the constituent fatty acid is 20 to 75% by mass.
- transesterified fats and oils that can maintain the gloss of chocolate for a long period of time when used in the production of chocolate without containing a significant amount of fatty acids having 20 or more carbon atoms as constituent fatty acids.
- the chocolate excellent in lipstick can be provided by using the said transesterified oil and fat.
- the transesterified oil and fat according to the embodiment of the present invention satisfies the following conditions (a) to (e).
- the unsaturated fatty acid content in the total constituent fatty acids is 13 to 30% by mass.
- E The content of fatty acids having 20 or more carbon atoms in all the constituent fatty acids is 2% by mass or less.
- the content of fatty acids having 12 or less carbon atoms in all the constituent fatty acids of the transesterified oil and fat according to the embodiment of the present invention is 15 to 30% by mass (condition (a)).
- the content of fatty acids having 12 or less carbon atoms in the total constituent fatty acids is preferably 18 to 27% by mass, more preferably 19 to 26% by mass.
- the content of lauric acid in the total constituent fatty acids is preferably 12 to 28% by mass, more preferably 16 to 25% by mass, and still more preferably 17 to 24% by mass. It is.
- the content of fatty acids having 12 or less carbon atoms in all the constituent fatty acids is within the above range, the mouthfeel of the chocolate obtained using the transesterified oil and fat is good.
- the palmitic acid content in the total constituent fatty acids of the transesterified oil according to the embodiment of the present invention is 26 to 52% by mass (condition (b)).
- the palmitic acid content in the total constituent fatty acids is preferably 35 to 50% by mass, more preferably 39 to 48% by mass.
- the stearic acid content in all the constituent fatty acids of the transesterified oil and fat according to the embodiment of the present invention is 4 to 22% by mass (condition (c)).
- the stearic acid content in the total constituent fatty acids is preferably 5 to 16% by mass, and more preferably 6.0 to 12.0% by mass.
- the content of unsaturated fatty acids in all the constituent fatty acids of the transesterified oil and fat according to the embodiment of the present invention is 13 to 30% by mass (condition (d)).
- the unsaturated fatty acid content in the total constituent fatty acids is preferably 16 to 26% by mass, more preferably 15 to 24% by mass.
- the number of carbon atoms of the unsaturated fatty acid is preferably 16 to 18, and more preferably 18.
- the ratio (unsaturated fatty acid content / stearic acid content) of the unsaturated fatty acid content to the stearic acid content in the total constituent fatty acids of the transesterified fat according to the embodiment of the present invention is 5.0 or less. Is preferable (condition (f)). The ratio is more preferably 1.0 to 4.0, and still more preferably 1.5 to 3.5.
- the content of fatty acids having 20 or more carbon atoms in all the constituent fatty acids of the transesterified oil and fat according to the embodiment of the present invention is 2% by mass or less (condition (e)).
- the content of fatty acids having 20 or more carbon atoms in all the constituent fatty acids is more preferably 1% by mass or less (0 to 1% by mass).
- the analysis of fatty acids in fats and oils can be carried out by measurement using a gas chromatography method in accordance with AOCS Ce1f-96.
- the trans fatty acid content of the transesterified oil according to the embodiment of the present invention is preferably 0 to 5% by mass.
- the content is more preferably 0 to 3% by mass, and still more preferably 0 to 1% by mass.
- the content of diacylglycerol (hereinafter also referred to as DG) in the transesterified oil and fat according to the embodiment of the present invention is preferably 3.0 to 10% by mass (condition (g)).
- the diacylglycerol content of the transesterified oil / fat is more preferably 4.0 to 6.0% by mass.
- the gloss of the chocolate obtained using the transesterified oil and fat is good.
- the analysis of diacylglycerol content in fats and oils can be performed according to AOCS CD 11B-91.
- the transesterified oil according to the embodiment of the present invention satisfies the above conditions (a) to (e). Thereby, the chocolate obtained by using the transesterified oil has a good mouthfeel and maintains a good gloss. Furthermore, when the conditions (f) and / or (g) are satisfied, the above characteristics are more excellent.
- any edible fat may be used as the raw fat as long as the above conditions (a) to (e) are satisfied.
- raw oils and fats include soybean oil, rapeseed oil, corn oil, cottonseed oil, rice oil, sunflower oil, safflower oil, sesame oil, cocoa butter, shea fat, monkey fat, palm oil, palm kernel oil, coconut oil, beef tallow, Examples include various vegetable oils and animal fats such as pork fat, milk fat, fish oil, and whale oil.
- the processed fats and oils obtained by applying 1 or 2 or more processes selected from hydrogenation, fractionation, and transesterification to these vegetable fats and animal fats are mentioned.
- a combination of one or more of the above edible oils and fats may be used as the raw oil and fat.
- Naturallyable raw material fats and oils of the transesterified fat and oil according to the embodiment of the present invention include mixed fats and oils of lauric fats and non-lauric fats and oils.
- the lauric acid content in the constituent fatty acids of the lauric fat is 30% by mass or more.
- lauric fats and oils for example, palm oil, palm kernel oil, fractionated oils such as palm kernel olein and palm kernel stearin obtained by fractionating them, fats and oils obtained by transesterification using these, and hardened oils thereof ( For example, palm kernel extremely hardened oil, palm kernel olein extremely hardened oil).
- 1 type, or 2 or more types chosen from these lauric fats and oils can be used.
- the content of fatty acids having 16 or more carbon atoms in the constituent fatty acids of the non-lauric fats and oils exceeds 90% by mass.
- specific examples of non-lauric oils include rapeseed oil, soybean oil, corn oil, safflower oil, cottonseed oil, sunflower oil, cocoa butter, shea fat, monkey fat, and palm oil.
- the process fats and oils obtained by applying the process of 1 or 2 or more selected from hydrogenation, fractionation, and transesterification to these can be illustrated. In this Embodiment, 1 type, or 2 or more types chosen from these can be mixed and used.
- non-lauric fats and oils contain palm fats and / or 15 to 35% by mass (preferably 20 to 30% by mass) of diacylglycerol, and the stearic acid content in the constituent fatty acids is 20%. It is preferable that the oil / fat in an amount of ⁇ 75 mass% (preferably 30 to 70 mass%) is included.
- the non-lauric oil / fat preferably contains, for example, palm oil / fat and fractionated oil such as oil / fat obtained by transesterifying high oleic sunflower oil and stearic acid.
- palm oil and palm oil fractionated oil can be used as the palm oil.
- palm olein and palm stearin which are one-stage fractionated oils of palm oil
- palm olein palm super olein
- palm olein which is a fractionated oil obtained by fractionating palm olein (two-stage fractionated oil)
- palm Examples include mid fractions
- palm olein (soft palm) and palm stearin (hard stearin) which are fractionated oils obtained by fractionating palm stearin (two-stage fractionated oil).
- palm oil and fat palm stearin (iodine value of 5 to 40, preferably 10 to 30), palm extremely hardened oil, and palm stearin extremely hardened oil are preferable. You may mix and use 2 or more types of palm fats and oils as palm fats and oils.
- the mixing ratio of both fats and oils in the mixed fats and oils of lauric fats and non-lauric fats is preferably a mass ratio of 30:70 to 60:40, more preferably a mass ratio of 35:65 to 55:45. More preferably, the mass ratio is 40:60 to 50:50.
- the transesterification method used for producing the transesterified oil according to the embodiment of the present invention is not particularly limited. Conventional transesterification methods can be used.
- the transesterified oil and fat according to the embodiment of the present invention is produced by using either a chemical transesterification using a synthetic catalyst such as sodium methoxide or an enzymatic transesterification using a lipase as a catalyst. be able to.
- Enzymatic transesterification can be performed either by transesterification with high specificity at the 1 and 3 positions or transesterification with poor positional specificity.
- a lipase preparation capable of performing a transesterification reaction with a high 1,3-specific transesterification it is derived from Rhizopus oryzae and / or Rhizopus derma (for example, described in WO2009 / 031679), and immobilized from Rhizomucormy high Lipase (Lipozyme TLIM, Lipozyme RMIM, etc. manufactured by Novozymes) and the like.
- lipase preparations capable of performing transesterification with poor positional specificity include lipases derived from Alkaligenes (for example, lipase QLM, lipase PL, etc., manufactured by Meisho Sangyo Co., Ltd.), lipases derived from Candida (for example, Meisho Sangyo) Lipase OF manufactured by the same company).
- Alkaligenes for example, lipase QLM, lipase PL, etc., manufactured by Meisho Sangyo Co., Ltd.
- lipases derived from Candida for example, Meisho Sangyo
- the chemical transesterification for example, 0.1 to 1% by mass of sodium methoxide is added to a sufficiently dried raw material fat and oil with respect to the raw material fat and oil. Thereafter, the transesterification reaction can be carried out under stirring at 80 to 120 ° C. for 0.5 to 1 hour. After completion of the transesterification reaction, after removing the catalyst by washing with water or the like, decolorization and deodorization treatment performed in a normal edible oil / fat refining step can be applied.
- the transesterification reaction for example, 0.02 to 10% by mass, preferably 0.04 to 5% by mass of lipase powder or immobilized lipase is added to the raw material fats and oils. Thereafter, the transesterification reaction can be carried out with stirring at 40 to 80 ° C., preferably 40 to 70 ° C. for 0.5 to 48 hours, preferably 0.5 to 24 hours. After completion of the transesterification reaction, the catalyst is removed from the reaction product by filtration or the like. Then, the decoloring and deodorizing process performed in the refinement
- the content of the transesterified oil and fat according to the embodiment of the present invention in the fat and oil contained in the chocolate according to the embodiment of the present invention is 70% by mass or more.
- the content is preferably 80 to 100% by mass, and more preferably 85 to 100% by mass.
- chocolate is not limited to chocolates stipulated in the “Fair Competition Rules for the Display of Chocolates” (National Chocolate Industry Fair Trade Council) or laws and regulations.
- the chocolate in the present invention contains edible fats and oils, saccharides and sugars as main raw materials. If necessary, cacao ingredients (cocoa mass, cocoa powder, etc.), dairy products, fragrances, or emulsifiers are added to the main raw material.
- cacao ingredients cocoa mass, cocoa powder, etc.
- dairy products dairy products
- fragrances fragrances
- emulsifiers are added to the main raw material.
- Such chocolate is manufactured through chocolate manufacturing steps (all or part of the mixing step, atomization step, scouring step, molding step, cooling step, etc.).
- the chocolate in this invention contains white chocolate and color chocolate other than dark chocolate and milk chocolate.
- the non-tempered chocolate means a chocolate manufactured without performing any of tempering and seeding as an alternative.
- the chocolate according to the embodiment of the present invention is preferably non-tempered chocolate.
- fats and oils contained in chocolate are all fats and oils in chocolate.
- the total fats and oils also include fats and oils (cocoa butter, milk fats and the like) in the oil-containing raw materials (cocoa mass, cocoa powder, whole fat milk powder, and the like).
- the raw material fats and oils other than the transesterified fat and oil according to the embodiment of the present invention used for the chocolate according to the embodiment of the present invention have a blending amount of 70% of the above transesterified fat and oil in the fat and oil contained in the chocolate. There is no particular limitation as long as the condition of mass% or more is satisfied.
- Normal edible fats and oils such as cocoa butter, palm oil, palm fractionated oil (palm olein, palm super olein, palm middle melting point, etc.), shea fat, shea fractionated oil, monkey fat, monkey fractionated oil, iripe fat, coconut fat , Mango fat, Mango fractionated oil, soybean oil, rapeseed oil, cottonseed oil, safflower oil, sunflower oil, rice oil, corn oil, sesame oil, olive oil, beef tallow, lard, and milk fat You can select and use. Alternatively, these animal and vegetable oils and fats may be used by selecting one or more of processed oils and fats obtained by applying one or more treatments such as mixing, fractionation, transesterification, and hydrogenation. Can do.
- cocoa butter content in the fats and oils contained in the chocolate according to the embodiment of the present invention is preferably 2 to 10% by mass, more preferably 2 to 8% by mass, and further preferably 2 to 6% by mass. It is. When the content of cocoa butter is within the above range, a chocolate with good flavor and excellent gloss can be obtained.
- cocoa butter also includes cocoa butter derived from oil-containing raw materials such as cacao mass and cocoa powder.
- the fat content in the chocolate according to the embodiment of the present invention is preferably 28 to 68% by mass, more preferably 31 to 60% by mass, and further preferably 33 to 55% by mass.
- the molten chocolate containing the melted fat crystals exhibits appropriate fluidity.
- Such chocolate is suitable for coating applications such as cookies and biscuits.
- raw materials generally blended in chocolate can be used for manufacturing chocolate according to the embodiment of the present invention.
- sucrose sucrose, powdered sugar
- lactose glucose, fructose, maltose
- reduced starch saccharified liquid sugar
- enzyme-converted starch syrup isomerized liquid sugar
- sucrose-bound starch syrup reduced sugar polydextrose
- oligosaccharide sorbitol Sugars such as reduced lactose, trehalose, xylose, xylitol, maltitol, erythritol, mannitol, raffinose, and dextrin can be used.
- ingredients include dairy products such as whole milk powder and skim milk powder, cacao ingredients such as cacao mass and cocoa powder, soy flour, soy protein, processed fruit products, processed vegetable products, matcha tea powder, coffee powder, etc.
- dairy products such as whole milk powder and skim milk powder
- cacao ingredients such as cacao mass and cocoa powder
- soy flour soy protein
- processed fruit products processed vegetable products
- matcha tea powder, coffee powder etc.
- Various powders, gums, starches, lecithin, lysolecithin, enzymatically decomposed lecithin, sucrose fatty acid ester, polyglycerin condensed ricinoleic acid ester, polyglycerin fatty acid ester, sorbitan fatty acid ester and other emulsifiers, antioxidants, colorants, and A fragrance can be mentioned.
- the chocolate according to the embodiment of the present invention can be manufactured without performing any of tempering and seeding as an alternative.
- seeding is a method of adding stable crystals of cocoa butter or cocoa butter substitute fat (CBE) instead of tempering.
- the chocolate according to the embodiment of the present invention is manufactured, for example, using fats and oils, cacao components, and saccharides as raw materials, through a mixing process, an atomization process (refining), a scouring process (conching), a molding process, and a cooling process. can do.
- the chocolate according to the embodiment of the present invention has a good lipstick and maintains a good gloss for a long time. Moreover, since complicated tempering is not required in the manufacturing process, handling of the chocolate raw material is easy.
- the chocolate according to the embodiment of the present invention is easily molded into a block shape, a plate shape, a granular shape and the like.
- the chocolate according to the embodiment of the present invention is used as it is to produce a baked confectionery product such as bread, cake, confectionery, baked confectionery, donut, shoe confectionery, etc. It can be used as a coating material, a filling material, and a chip material mixed into the dough.
- Oleic acid as a by-product in the process of producing oleic acid
- DG content 22% by mass
- stearic acid content 69% by mass of constituent fatty acids, manufactured by Malaysia ISF
- oil 8 RBD Palm kernel olein extremely hardened oil, iodine value of 1 or less, manufactured by Malaysia ISF Co., Ltd.
- oil 9 RBD palm stearin extremely hardened oil, iodine value of 1 or less, DG content 3 mass%, stearic acid content in constituent fatty acids 34 mass %, Made by Malaysia ISF
- transesterification reaction was carried out by the following method using fats and oils obtained by mixing according to Tables 1 and 2.
- the transesterified oils and fats of Examples 1 to 5 and Comparative Examples 1 to 2 were produced by purifying the obtained reaction product by a conventional method.
- Tables 1 and 2 show each fatty acid content (conditions (a) to (e)), specific fatty acid content ratio (condition (f)), and diacylglycerol content (condition (g)) of each transesterified oil and fat.
- ⁇ Chemical transesterification method> According to a conventional method, 0.45% by mass of sodium methoxide was added to the raw material fats and oils with respect to the sufficiently dried raw material fats and oils.
- a 10% aqueous solution of deodorized whole fat soybean powder (fat content: 23% by mass, trade name: Alpha Plus HS-600, manufactured by Nisshin Cosmo Foods Co., Ltd.) was autoclaved and then cooled to about room temperature. Three times the amount of the deodorized whole fat soybean powder aqueous solution was added to the enzyme solution while stirring. The ph of the resulting mixture was adjusted to 7.8 with 0.5N NaOH solution. Thereafter, a powder lipase composition 1 (90% by mass or more having a particle size of 1 to 100 ⁇ m) was obtained by spray drying (Tokyo Science Instrument Co., Ltd., SD-1000 type).
- evaluation method and evaluation criteria for mouth opening "Evaluation methods” In accordance with the following evaluation criteria, five expert panelists who sampled the samples evaluated them comprehensively. "Evaluation criteria” 1: Good 2: Slight mouth feel 3: Mouth feel
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Abstract
Description
〔1〕以下の条件(a)~(e)を満たす、エステル交換油脂。
(a)全構成脂肪酸に占める炭素数12以下の脂肪酸含有量が15~30質量%である。
(b)全構成脂肪酸に占めるパルミチン酸含有量が26~52質量%である。
(c)全構成脂肪酸に占めるステアリン酸含有量が4~22質量%である。
(d)全構成脂肪酸に占める不飽和脂肪酸含有量が13~30質量%である。
(e)全構成脂肪酸に占める炭素数20以上の脂肪酸含有量が2質量%以下である。
〔2〕さらに以下の条件(f)を満たす、〔1〕のエステル交換油脂。
(f)全構成脂肪酸に占める、ステアリン酸含有量対する不飽和脂肪酸含有量(不飽和脂肪酸含有量/ステアリン酸含有量)の割合が、5.0以下である。
〔3〕さらに以下の条件(g)を満たす、〔1〕または〔2〕のエステル交換油脂。
(g)前記エステル交換油脂のジアシルグリセロール含有量が3.0~10質量%である。
〔4〕前記エステル交換油脂の原料油脂に含まれる油脂が、15~35質量%のジアシルグリセロールを含有し、かつ、その構成脂肪酸に占めるステアリン酸含有量が20~75質量%である、〔1〕~〔3〕の何れか1つのエステル交換油脂。
〔5〕〔1〕~〔4〕の何れか1つのエステル交換油脂を70質量%以上含有する油脂を含有するチョコレート。 That is, the present invention provides the following.
[1] A transesterified oil and fat that satisfies the following conditions (a) to (e).
(A) The content of fatty acids having 12 or less carbon atoms in the total constituent fatty acids is 15 to 30% by mass.
(B) The palmitic acid content in the total constituent fatty acids is 26 to 52% by mass.
(C) The stearic acid content in the total constituent fatty acids is 4 to 22% by mass.
(D) The unsaturated fatty acid content in the total constituent fatty acids is 13 to 30% by mass.
(E) The content of fatty acids having 20 or more carbon atoms in all the constituent fatty acids is 2% by mass or less.
[2] The transesterified oil and fat according to [1], which further satisfies the following condition (f).
(F) The ratio of unsaturated fatty acid content (unsaturated fatty acid content / stearic acid content) to stearic acid content in all the constituent fatty acids is 5.0 or less.
[3] The transesterified oil or fat according to [1] or [2], which further satisfies the following condition (g).
(G) The transacyl oil has a diacylglycerol content of 3.0 to 10% by mass.
[4] The fat or oil contained in the raw oil or fat of the transesterified fat or oil contains 15 to 35% by mass of diacylglycerol, and the stearic acid content in the constituent fatty acid is 20 to 75% by mass. ] The transesterified oil or fat according to any one of [3] to [3].
[5] A chocolate containing fat and oil containing 70% by mass or more of the transesterified fat or oil according to any one of [1] to [4].
(a)全構成脂肪酸に占める炭素数12以下の脂肪酸含有量が15~30質量%である。
(b)全構成脂肪酸に占めるパルミチン酸含有量が26~52質量%である。
(c)全構成脂肪酸に占めるステアリン酸含有量が4~22質量%である。
(d)全構成脂肪酸に占める不飽和脂肪酸含有量が13~30質量%である。
(e)全構成脂肪酸に占める炭素数20以上の脂肪酸含有量が2質量%以下である。 The transesterified oil and fat according to the embodiment of the present invention satisfies the following conditions (a) to (e).
(A) The content of fatty acids having 12 or less carbon atoms in the total constituent fatty acids is 15 to 30% by mass.
(B) The palmitic acid content in the total constituent fatty acids is 26 to 52% by mass.
(C) The stearic acid content in the total constituent fatty acids is 4 to 22% by mass.
(D) The unsaturated fatty acid content in the total constituent fatty acids is 13 to 30% by mass.
(E) The content of fatty acids having 20 or more carbon atoms in all the constituent fatty acids is 2% by mass or less.
なお、油脂の脂肪酸の分析は、AOCS Ce1f-96に準じて、ガスクロマトグラフィー法を用いた測定により、行うことができる。 The content of fatty acids having 20 or more carbon atoms in all the constituent fatty acids of the transesterified oil and fat according to the embodiment of the present invention is 2% by mass or less (condition (e)). The content of fatty acids having 20 or more carbon atoms in all the constituent fatty acids is more preferably 1% by mass or less (0 to 1% by mass).
The analysis of fatty acids in fats and oils can be carried out by measurement using a gas chromatography method in accordance with AOCS Ce1f-96.
なお、油脂中のジアシルグリセロール含有量の分析はAOCS CD 11B-91に準じて行うことができる。 The content of diacylglycerol (hereinafter also referred to as DG) in the transesterified oil and fat according to the embodiment of the present invention is preferably 3.0 to 10% by mass (condition (g)). The diacylglycerol content of the transesterified oil / fat is more preferably 4.0 to 6.0% by mass. When the diacylglycerol content is within the above range, the gloss of the chocolate obtained using the transesterified oil and fat is good.
The analysis of diacylglycerol content in fats and oils can be performed according to AOCS CD 11B-91.
なお、本発明においてココアバターは、カカオマス及びココアパウダー等の含油原料由来のココアバターも含む。 The cocoa butter content in the fats and oils contained in the chocolate according to the embodiment of the present invention is preferably 2 to 10% by mass, more preferably 2 to 8% by mass, and further preferably 2 to 6% by mass. It is. When the content of cocoa butter is within the above range, a chocolate with good flavor and excellent gloss can be obtained.
In the present invention, cocoa butter also includes cocoa butter derived from oil-containing raw materials such as cacao mass and cocoa powder.
〔油脂の脂肪酸分析方法〕
油脂の脂肪酸の分析は、AOCS Ce1f-96に準じて、ガスクロマトグラフィー法を用いた測定により、実施した。
〔油脂のジアシルグリセロール分析方法〕
油脂のジアシルグリセロールの分析は、AOCS CD 11B-91に準じて行った。 EXAMPLES Next, although an Example demonstrates this invention, this invention is not limited by these Examples.
[Fatty acid analysis method for fats and oils]
The analysis of fatty acids in fats and oils was carried out by measurement using a gas chromatography method according to AOCS Ce1f-96.
[Method for analyzing diacylglycerol in fats and oils]
Analysis of diacylglycerol in fats and oils was performed according to AOCS CD 11B-91.
エステル交換油脂の原料油脂として以下の油脂を使用した。
(油脂1) RBDパームステアリン、ヨウ素価12、マレーシアISF社製
(油脂2) RBDパームステアリン、ヨウ素価20、マレーシアISF社製
(油脂3) RBDパームステアリン、ヨウ素価32、マレーシアISF社製
(油脂4) RBDパーム核ステアリン、ヨウ素価7、構成脂肪酸に占めるラウリン酸の含有量53質量%、マレーシアISF社製
(油脂5) RBDパーム核油、ヨウ素価17、構成脂肪酸に占めるラウリン酸の含有量44質量%、マレーシアISF社製
(油脂6) RBDシアオレイン、ヨウ素価65、DG含有量24質量%、構成脂肪酸に占めるステアリン酸の含有量30質量%、マレーシアISF社製
(油脂7) StOSt脂肪分別ステアリン(高オレイン酸ヒマワリ油に1,3選択性リパーゼを用いてステアリン酸をトリグリセロールの1,3位に選択的に結合させたエステル交換油脂から、高融点部及び低融点部を除去することにより、カカオ脂代替脂としてのStOSt脂肪(St:ステアリン酸、O:オレイン酸)を生産する過程で副生する高融点部(ステアリン部))、DG含有量22質量%、構成脂肪酸に占めるステアリン酸の含有量69質量%、マレーシアISF社製
(油脂8) RBDパーム核オレイン極度硬化油、ヨウ素価1以下、マレーシアISF社製
(油脂9) RBDパームステアリン極度硬化油、ヨウ素価1以下、DG含有量3質量%、構成脂肪酸に占めるステアリン酸の含有量34質量%、マレーシアISF社製 [Raw oil for transesterified oil]
The following fats and oils were used as raw material fats and oils for transesterified fats and oils.
(Oil 1) RBD palm stearin, iodine value 12, made by Malaysia ISF (oil 2) RBD palm stearin, iodine value 20, made by Malaysia ISF (oil 3) RBD palm stearin, iodine value 32, made by Malaysia ISF (oil) 4) RBD palm kernel stearin, iodine value 7, content of lauric acid in the constituent fatty acid 53% by mass, manufactured by Malaysia ISF (Oil 5) RBD palm kernel oil, iodine value 17, content of lauric acid in the constituent fatty acid 44% by mass, manufactured by Malaysia ISF (Oil 6) RBD shea olein, iodine value 65, DG content 24% by mass, stearic acid content in constituent fatty acids 30% by mass, manufactured by Malaysia ISF (Oil 7) StOSt fat fractionation Stearin (high oleic sunflower oil with 1,3-selective lipase StOSt fat (St: stearic acid, O2) as a substitute oil for cocoa butter by removing the high melting point and low melting point from the transesterified oil and fat obtained by selectively binding the phosphoric acid to the 1,3-position of triglycerol. : Oleic acid) as a by-product in the process of producing oleic acid), DG content 22% by mass, stearic acid content 69% by mass of constituent fatty acids, manufactured by Malaysia ISF (oil 8) RBD Palm kernel olein extremely hardened oil, iodine value of 1 or less, manufactured by Malaysia ISF Co., Ltd. (oil 9) RBD palm stearin extremely hardened oil, iodine value of 1 or less, DG content 3 mass%, stearic acid content in constituent fatty acids 34 mass %, Made by Malaysia ISF
表1及び2に従って混合することにより得られた油脂を用いて以下の方法により、エステル交換反応を実施した。常法により、得られた反応生成物の精製を行うことにより、実施例1~5及び比較例1~2のエステル交換油脂を製造した。表1及び2に、各エステル交換油脂の、各脂肪酸含有量(条件(a)~(e))、特定の脂肪酸含有量比(条件(f))及びジアシルグリセロール含有量(条件(g))を記載した。
<化学的エステル交換方法>
常法に従い、十分に乾燥させた原料油脂に対して0.45質量%のナトリウムメトキシドを当該原料油脂に添加した。その後、減圧下、115℃で0.5時間攪拌しながら反応を行った。原料油脂に対して10質量%の10質量%クエン酸水溶液を添加することにより、反応を終了させた。
<酵素的エステル交換方法>
(粉末リパーゼ組成物1の調製)
天野エンザイム社の商品:リパーゼDF“Amano”15-K(リパーゼDともいう)の酵素溶液(150000U/ml)を用意した。また、脱臭全脂大豆粉末(脂肪含有量が23質量%、商品名:アルファプラスHS-600、日清コスモフーズ(株)社製)10%水溶液をオートクレーブ滅菌した後、室温程度に冷却した。上記酵素溶液に3倍量の上記脱臭全脂大豆粉末水溶液を攪拌しながら加えた。得られた混合物のphを、0.5N NaOH溶液で7.8に調整した。その後、噴霧乾燥(東京理科器械(株)社、SD-1000型)により、粉末リパーゼ組成物1(90質量%以上が粒径1~100μmである)が得られた。
(エステル交換方法)
原料油脂に対して0.3質量%の上記粉末リパーゼ組成物1を当該原料油脂に添加した。その後、70℃で8時間攪拌しながら反応を行った。エステル交換反応終了後、濾過により反応生成物から触媒が除去された。 [Production of transesterified oil and fat]
A transesterification reaction was carried out by the following method using fats and oils obtained by mixing according to Tables 1 and 2. The transesterified oils and fats of Examples 1 to 5 and Comparative Examples 1 to 2 were produced by purifying the obtained reaction product by a conventional method. Tables 1 and 2 show each fatty acid content (conditions (a) to (e)), specific fatty acid content ratio (condition (f)), and diacylglycerol content (condition (g)) of each transesterified oil and fat. Was described.
<Chemical transesterification method>
According to a conventional method, 0.45% by mass of sodium methoxide was added to the raw material fats and oils with respect to the sufficiently dried raw material fats and oils. Then, it reacted, stirring at 115 degreeC under reduced pressure for 0.5 hour. The reaction was terminated by adding 10% by mass of a 10% by mass citric acid aqueous solution to the raw material fats and oils.
<Enzymatic transesterification method>
(Preparation of powder lipase composition 1)
A product of Amano Enzyme: Enzyme solution (150,000 U / ml) of lipase DF “Amano” 15-K (also referred to as lipase D) was prepared. Further, a 10% aqueous solution of deodorized whole fat soybean powder (fat content: 23% by mass, trade name: Alpha Plus HS-600, manufactured by Nisshin Cosmo Foods Co., Ltd.) was autoclaved and then cooled to about room temperature. Three times the amount of the deodorized whole fat soybean powder aqueous solution was added to the enzyme solution while stirring. The ph of the resulting mixture was adjusted to 7.8 with 0.5N NaOH solution. Thereafter, a powder lipase composition 1 (90% by mass or more having a particle size of 1 to 100 μm) was obtained by spray drying (Tokyo Science Instrument Co., Ltd., SD-1000 type).
(Transesterification method)
0.3% by mass of the above powder lipase composition 1 was added to the raw material fats and oils. Thereafter, the reaction was carried out with stirring at 70 ° C. for 8 hours. After completion of the transesterification reaction, the catalyst was removed from the reaction product by filtration.
表3の配合に従って、常法(混合、微粒化、精練、及び冷却)により、ただし、テンパリングを行わずに、実施例1~7及び比較例1~3のエステル交換油脂をそれぞれ使用して、実施例8~14及び比較例4~6のチョコレート(ノンテンパー型チョコレート)を製造した。 [Manufacture of chocolate]
According to the composition of Table 3, using the transesterified oils and fats of Examples 1 to 7 and Comparative Examples 1 to 3 by ordinary methods (mixing, atomization, scouring, and cooling), but without tempering, The chocolates of Examples 8 to 14 and Comparative Examples 4 to 6 (non-tempered chocolate) were produced.
以下の評価方法及び評価基準に従って、実施例8~14及び比較例4~6のチョコレートの有する口どけ及び光沢を評価した。評価結果を表4及び5に示した。 [Evaluation of chocolate]
According to the following evaluation method and evaluation criteria, the mouthfeel and gloss of the chocolates of Examples 8 to 14 and Comparative Examples 4 to 6 were evaluated. The evaluation results are shown in Tables 4 and 5.
「評価方法」
以下の評価基準に従って、試料を試食した5名の専門パネラが総合的に評価した。
「評価基準」
1:良好
2:若干口残り感がある
3:口残り感がある (Evaluation method and evaluation criteria for mouth opening)
"Evaluation methods"
In accordance with the following evaluation criteria, five expert panelists who sampled the samples evaluated them comprehensively.
"Evaluation criteria"
1: Good 2: Slight mouth feel 3: Mouth feel
「評価方法」
チョコレートでコーティングされたパイを20℃で、1、3、及び6ヵ月保存した。その後、パイ表面のチョコレートの光沢を以下の評価基準に従って、5名の専門パネラが総合的に評価した。
「評価基準」
1:光沢あり
2:若干光沢がなくなる
3:若干くすむ
4:くすむ
5:ブルーム発生 (Glossy evaluation method and evaluation criteria)
"Evaluation methods"
The chocolate-coated pie was stored at 20 ° C. for 1, 3, and 6 months. After that, five professional panelists comprehensively evaluated the gloss of chocolate on the pie surface according to the following evaluation criteria.
"Evaluation criteria"
1: Glossy 2: Slightly lost 3: Slightly dull 4: Dulled 5: Bloom generated
Claims (5)
- 以下の条件(a)~(e)を満たす、エステル交換油脂。
(a)全構成脂肪酸に占める炭素数12以下の脂肪酸含有量が15~30質量%である。
(b)全構成脂肪酸に占めるパルミチン酸含有量が26~52質量%である。
(c)全構成脂肪酸に占めるステアリン酸含有量が4~22質量%である。
(d)全構成脂肪酸に占める不飽和脂肪酸含有量が13~30質量%である。
(e)全構成脂肪酸に占める炭素数20以上の脂肪酸含有量が2質量%以下である。 A transesterified oil and fat satisfying the following conditions (a) to (e).
(A) The content of fatty acids having 12 or less carbon atoms in the total constituent fatty acids is 15 to 30% by mass.
(B) The palmitic acid content in the total constituent fatty acids is 26 to 52% by mass.
(C) The stearic acid content in the total constituent fatty acids is 4 to 22% by mass.
(D) The unsaturated fatty acid content in the total constituent fatty acids is 13 to 30% by mass.
(E) The content of fatty acids having 20 or more carbon atoms in all the constituent fatty acids is 2% by mass or less. - さらに以下の条件(f)を満たす、請求項1に記載のエステル交換油脂。
(f)全構成脂肪酸に占める、ステアリン酸含有量対する不飽和脂肪酸含有量(不飽和脂肪酸含有量/ステアリン酸含有量)の割合が、5.0以下である。 Furthermore, the transesterified fats and oils of Claim 1 which satisfy | fill the following conditions (f).
(F) The ratio of unsaturated fatty acid content (unsaturated fatty acid content / stearic acid content) to stearic acid content in all the constituent fatty acids is 5.0 or less. - さらに以下の条件(g)を満たす、請求項1または2に記載のエステル交換油脂。
(g)前記エステル交換油脂のジアシルグリセロール含有量が3.0~10質量%である。 The transesterified oil and fat according to claim 1 or 2, further satisfying the following condition (g).
(G) The transacyl oil has a diacylglycerol content of 3.0 to 10% by mass. - 前記エステル交換油脂の原料油脂に含まれる油脂が、15~35質量%のジアシルグリセロールを含有し、かつ、その構成脂肪酸に占めるステアリン酸含有量が20~75質量%である、請求項1~3の何れか1項に記載のエステル交換油脂。 The fat or oil contained in the raw oil or fat of the transesterified fat or oil contains 15 to 35% by mass of diacylglycerol, and the stearic acid content in the constituent fatty acid is 20 to 75% by mass. The transesterified oil or fat according to any one of the above.
- 請求項1~4の何れか1項に記載のエステル交換油脂を70質量%以上含有する油脂を含有するチョコレート。 Chocolate containing fats and oils containing 70% by mass or more of the transesterified fats and oils according to any one of claims 1 to 4.
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JP2016541690A JP6075741B2 (en) | 2015-02-17 | 2016-02-12 | Transesterified oil and fat and chocolate using the transesterified oil and fat |
RU2017132152A RU2017132152A (en) | 2015-02-17 | 2016-02-12 | RE-ETERIFIED OILS AND FATS, AND CHOCOLATE CONTAINING RE-ETERIFIED OILS AND FATS |
KR1020177021995A KR102591200B1 (en) | 2015-02-17 | 2016-02-12 | Transesterified fat and oil and chocolate using the transesterified fat and oil |
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WO2018181159A1 (en) * | 2017-03-31 | 2018-10-04 | 不二製油グループ本社株式会社 | Transesterified fat or oil |
WO2020022337A1 (en) * | 2018-07-24 | 2020-01-30 | 不二製油グループ本社株式会社 | Chocolate-like food |
JP2020156415A (en) * | 2019-03-27 | 2020-10-01 | 不二製油株式会社 | Bloom suppressing oil/fat composition and oily/fatty confectionery using the same |
WO2021182501A1 (en) * | 2020-03-11 | 2021-09-16 | 天野エンザイム株式会社 | Method for producing fat/oil |
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CN108289469A (en) * | 2015-12-02 | 2018-07-17 | 日清奥利友集团株式会社 | Cladding fat or oil composition |
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JP6788238B1 (en) * | 2019-05-22 | 2020-11-25 | 不二製油株式会社 | Frozen dessert oil and fat composition and chocolates for frozen dessert |
WO2021193972A1 (en) * | 2020-03-26 | 2021-09-30 | 株式会社Adeka | Oil or fat composition for confectionery |
KR102656476B1 (en) | 2022-11-09 | 2024-04-12 | 롯데웰푸드 주식회사 | Development of interesterification oil using fractionated palm oil and chocolate using it |
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WO2018181159A1 (en) * | 2017-03-31 | 2018-10-04 | 不二製油グループ本社株式会社 | Transesterified fat or oil |
US11910806B2 (en) | 2017-03-31 | 2024-02-27 | Fuji Oil Holdings Inc. | Transesterified fat or oil |
WO2020022337A1 (en) * | 2018-07-24 | 2020-01-30 | 不二製油グループ本社株式会社 | Chocolate-like food |
JP2020156415A (en) * | 2019-03-27 | 2020-10-01 | 不二製油株式会社 | Bloom suppressing oil/fat composition and oily/fatty confectionery using the same |
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WO2021182501A1 (en) * | 2020-03-11 | 2021-09-16 | 天野エンザイム株式会社 | Method for producing fat/oil |
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RU2017132152A (en) | 2019-03-18 |
KR20170118063A (en) | 2017-10-24 |
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CN107205418B (en) | 2020-09-11 |
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