WO2009123337A1 - Emulsified oleaginous composition - Google Patents
Emulsified oleaginous composition Download PDFInfo
- Publication number
- WO2009123337A1 WO2009123337A1 PCT/JP2009/057025 JP2009057025W WO2009123337A1 WO 2009123337 A1 WO2009123337 A1 WO 2009123337A1 JP 2009057025 W JP2009057025 W JP 2009057025W WO 2009123337 A1 WO2009123337 A1 WO 2009123337A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- bread
- acid
- oil
- weight
- organic acid
- Prior art date
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Classifications
-
- A—HUMAN NECESSITIES
- A21—BAKING; EDIBLE DOUGHS
- A21D—TREATMENT, e.g. PRESERVATION, OF FLOUR OR DOUGH, e.g. BY ADDITION OF MATERIALS; BAKING; BAKERY PRODUCTS; PRESERVATION THEREOF
- A21D2/00—Treatment of flour or dough by adding materials thereto before or during baking
- A21D2/08—Treatment of flour or dough by adding materials thereto before or during baking by adding organic substances
- A21D2/14—Organic oxygen compounds
- A21D2/16—Fatty acid esters
-
- 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
- A23D7/00—Edible oil or fat compositions containing an aqueous phase, e.g. margarines
- A23D7/01—Other fatty acid esters, e.g. phosphatides
-
- A—HUMAN NECESSITIES
- A21—BAKING; EDIBLE DOUGHS
- A21D—TREATMENT, e.g. PRESERVATION, OF FLOUR OR DOUGH, e.g. BY ADDITION OF MATERIALS; BAKING; BAKERY PRODUCTS; PRESERVATION THEREOF
- A21D13/00—Finished or partly finished bakery products
-
- 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
- A23D7/00—Edible oil or fat compositions containing an aqueous phase, e.g. margarines
- A23D7/005—Edible oil or fat compositions containing an aqueous phase, e.g. margarines characterised by ingredients other than fatty acid triglycerides
- A23D7/0053—Compositions other than spreads
Definitions
- the present invention relates to an emulsified oil / fat composition for improving a baker's product such as bread.
- the bread production process consists of a mix of mashing, fermentation, bench, molding, whirling, etc.
- the quality of the bread after baking is greatly influenced by the physical properties and quality of the dough in the fermentation and molding processes. .
- the quality of bread is required to change little over time.
- the scale of production varies widely from small-scale households to large-scale production aimed at wide-area sales, but the mass production method occupies a large proportion due to the market distribution volume.
- the mechanical load during the manufacturing process is large, and the fabric is easily damaged especially in the molding process.
- the quality tends to change over time due to the distribution process.
- ground improvers are used to prepare bread dough with good mechanical resistance, and improvers such as anti-aging agents are used to maintain the quality of the distribution process.
- emulsifiers such as monoacylglycerol, monoacylglycerol succinate or monoacylglycerol diacetyl tartrate, monoacylglycerol, stearoyl calcium lactate or lecithin are widely used.
- monoacylglycerol is more complex with damaged starch of wheat flour.
- the stickiness of the bread dough is suppressed, and not only the adhesion to the machine is reduced, but also the starch aging after baking is prevented, and the shelf life of the bread is improved. is there. For this reason, it is widely used as the main ingredient of bread improvers (JP-A 2-1 240 5 2 and JP-A4-1 97 1 30).
- organic acid monoacylglycerols such as monoacylglycerol succinate and diacetyl monocyldariserol tartrate act on gluten in wheat flour, and the gluten network becomes dense and the dough extensibility is improved. For this reason, it is used as the main component of mechanized bread improvers for mass production (JP-A 5-2 3 6 9 1 9 and JP-A 7-7 96 8 7).
- the present invention provides an emulsified oil / fat composition containing the following components (A) and (B) and having a (B) / (A) (weight ratio) of 1.5 to 4.
- monoacylglycerol or organic acid monoacylglycerol has been added to improve performance such as aging prevention and fabric extensibility.
- powdered preparations using monoacylglycerol and organic acid monoacylglycerol in combination When the emulsion formulation is used, the monoacylglycerol may crystallize, resulting in performance degradation such as a decrease in volume during fermentation or baking of bread dough.
- a stable emulsified oil / fat composition can be prepared by combining the water phase at a specific ratio.
- the volume is improved during fermentation of bread dough and after baking, the dough extensibility and mechanical resistance are good, the texture of bread after baking can be improved, and aging can be prevented. .
- the triacylglycerol (hereinafter referred to as “TAG”) used in the present invention is not particularly limited.
- vegetable oils such as soybean oil, olive oil, safflower oil, corn oil, and cottonseed oil have a flavor, It is preferable from the viewpoint of emulsion stability. Also, from the viewpoint of emulsion stability, it is preferable to use the following T A G having an ascending melting point of 5 and the following.
- the content of TAG in the oil phase is 10 to 50% by weight (hereinafter simply referred to as “%”), and further 15 to 45%, especially 20 to 40%, especially 25 to 25%. It is preferably 40% from the viewpoints of emulsification stability and workability during preparation of bread dough.
- the organic acid monoacylglycerol used in the present invention is monoacylglycerol (glucose). This is a compound in which the —OH group at the 3-position of a glycerin fatty acid monoester (hereinafter referred to as “MAG”) is esterified with an organic acid.
- the “organic acid” in the organic acid MAG of the present invention is, for example, a monocarboxylic acid composed of lower fatty acids such as acetic acid, butyric acid and propionic acid; and an aliphatic saturated dicarboxylic acid such as oxalic acid and succinic acid.
- the organic acid preferably has 10 or less carbon atoms (more preferably 4 to 8 carbon atoms).
- citrate, succinate, tartaric acid, and diacetyl tartrate are preferred.
- citrate, succinate, and diacetyl tartrate are preferred.
- the commercially available organic acid MAG preferably contains 13 to 40% (more preferably 20 to 3 ⁇ %) organic acid.
- the fatty acid constituting the acyl group other than the organic acid in the organic acid MAG is preferably a saturated fatty acid having 14 to 22 carbon atoms.
- Examples of the saturated fatty acid having 14 to 22 carbon atoms include myristic acid, palmitic acid, stearic acid, arachidic acid, and behenic acid. These fatty acids may be composed of one kind, or two or more kinds may be mixed.
- Organic acid MAG has completely different emulsifying properties and physical properties to dough compared to normal MAG that has not been esterified with organic acids, and is recognized as a separate emulsifier.
- the content of organic acid MAG in the oil phase is 10 to 50%, and further 15 to 45%, especially 20 to 40%, especially 25 to 40%, which improves fabric stretchability and mechanical resistance. From the viewpoint of improving the texture of bread after baking and preventing aging.
- the content of unsaturated fatty acids is preferably 90% or more, and more preferably 93 to 100% In particular, 93 to 98% and especially 94 to 98% are preferable in terms of good melting feeling, improved moist feeling, physiological effect, and industrial productivity of fats and oils.
- the unsaturated fatty acid preferably has 14 to 24 carbon atoms, more preferably 16 to 22 carbon atoms in view of physiological effects.
- the content of oleic acid is 20 to 65%, preferably 25 to 60%, particularly 30 to 50%, especially 30 to 45%. It is preferable in terms of physiological effects and oxidation stability. Furthermore, from the same point, the content of olein 1 year old DAG is preferably less than 45%, particularly preferably 0 to 40%.
- DAG is the same as the organic acid MAG in that it has two acyl groups in the glycerin skeleton
- the DAG referred to in the present invention includes the “organic acid” exemplified in the organic acid MAG as a constituent fatty acid. They are not, and they are clearly distinguished.
- the content of linoleic acid among the fatty acids constituting DAG is 15 to 65%, more preferably 20 to 60%, particularly 30 to 55%, and particularly 35 to 50%.
- the content weight ratio of linoleic acid Z oleic acid is 0.0 1-2, preferably 0.1-1: 1.8, especially 0.8. 3 to: I. 7 is preferable.
- the content weight ratio of linoleic acid Z-oleic acid is preferably 2 or less, and preferably 0.01 or more from the viewpoint of essential fatty acid intake.
- the content of linolenic acid among the fatty acids constituting DAG is less than 15%, more preferably 0 to: L 3%, particularly 1 to 10%, especially 2 to 9%. From the viewpoint of oxidation stability and physiological effect. Linolenic acid has ⁇ -lino as an isomer. Although renoic acid and arlenolenic acid are known, ⁇ _linolenic acid is preferred in terms of physiological effects.
- the content of saturated fatty acid is preferably 0 to 10%, more preferably 0 to 7%, particularly 2 to ⁇ %, particularly 2 to 6%. It is preferable in terms of flavor, oxidation stability, melting in the mouth, physiological effects, and industrial productivity of fats and oils.
- the saturated fatty acid those having 14 to 24 carbon atoms, particularly 16 to 22 carbon atoms are preferred, and palmitic acid and stearic acid are most preferred.
- the content of fatty acids having 12 or less carbon atoms is preferably 5% or less in terms of flavor, more preferably 0 to 2%, in particular 0 to 1%, substantially free Is most preferred.
- the remaining constituent fatty acids preferably have 14 to 24 carbon atoms, particularly 16 to 22 carbon atoms.
- the ratio of 1,3-DAG in DAG is 50% or more, more preferably 52 to: 100%, particularly It is preferred to use DAG which is 54 to 90%, especially 5 6 to 80%.
- DAG 1, 2 (2, 3) in DAG —
- the proportion of DAG is preferably 30% or less, more preferably 0 to 25%, especially 5 to 25%, especially 10 to 20%. It is preferable from the viewpoints of flavor, physiological effect, and industrial productivity of fats and oils.
- DAG is preferably used as a DAG-rich oil and fat from the viewpoint of industrial productivity.
- Oils with high DAG content are fats and oils that contain many unsaturated fatty acid residues in the constituent fatty acids, such as rapeseed oil, soybean oil, sunflower oil, safflower oil, olive oil, cottonseed oil, corn oil, and palm oil.
- animal fats such as lard, beef tallow and butter as raw materials.
- these fats and oils are adjusted to have a desired fatty acid composition by methods such as fractionation, mixing, and ester exchange, and then the fats and fats and glycerin are mixed and subjected to a transesterification reaction in the presence of a catalyst, or the above Fats and oils
- the latter method is preferable from the viewpoint of reducing saturated fatty acids.
- the esterification reaction in the latter method is preferably carried out under mildly enzymatic conditions using a 1,3-position selective lipase or the like in terms of flavor and the like.
- the DAG content in the DAG-rich oil thus produced is preferably 70 to 90, more preferably 75 to 90%, and particularly preferably 80 to 90%.
- Other components may include TAG, MAG, and the like.
- the TAG content in the DAG-rich oil is preferably 10 to 28%, more preferably 10 to 23.5%, and particularly preferably 10 to 19%.
- the content of the trans-type unsaturated fatty acid is preferably 0 to 5%, more preferably 0.1 to 4.5%, and particularly preferably 0.2 to 4.1%, especially 0.5 to 3.5% is preferable from the viewpoint of flavor, physiological effect, and industrial productivity of fats and oils.
- the DAG content in the oil phase is a force of 5 to 30%. Further, it is 5 to 25%, particularly 10 to 25%, particularly 10 to 20%. This contributes to suppression of crystallization and crystallization, and as a result, the volume of bread dough is improved during fermentation and after baking, and the dough extensibility and mechanical resistance are good, improving the texture of bread after baking and preventing aging. To preferred.
- the MAG used in the present invention is a monoester of glycerin and a fatty acid, and further excludes the “organic acid MAG” in which an organic acid is ester-bonded.
- a saturated fatty acid from the viewpoint of emulsion stability.
- the position where the fatty acid in MAG binds may be either the a or j8-position, and preferably a saturated fatty acid bonded to the ⁇ -position is used.
- the saturated fatty acid residue of MAG having a chain length of 14 to 22 carbon atoms is preferably 60% or more, and more preferably 90% or more to improve the texture of bread after baking and prevent aging. It is preferable from the viewpoint of stopping.
- saturated fatty acid having 14 to 22 carbon atoms examples include saturated fatty acids such as myristic acid, palmitic acid, stearic acid, arachidic acid, and behenic acid. These fatty acids may be composed of a single compound or a mixture of two or more.
- the content of MAG in the oil phase is 5 to 30%, further 5 to 28%, especially 5 to 25%, and especially 5 to 20%. It is preferable from the viewpoint of improving texture and preventing aging.
- Examples of the phospholipid used in the present invention include phosphatidylcholine, phosphatidylethanolamine, phosphatidylinositol, phosphatidic acid, and the like, and one selected from these. Two or more types can be used.
- lecithin as the phospholipid-containing substance, and representative examples include plant-derived soybean lecithin and animal-derived egg yolk lecithin.
- the phospholipid content of the emulsified oil / fat composition of the present invention is a force of 1 to 15% in the oil phase, further 1 to 14%, particularly 2 to 14%, especially 2 to 13%. Contributes to emulsification stability and crystallization suppression. As a result, the volume of the dough is improved during fermentation and after baking, and the dough stretchability and mechanical resistance are good, improving the texture of the bread after baking and preventing aging. It is preferable because it can be performed.
- containing 1 to 25% of calcium stearoyl and / or sodium stearoyl lactate in the oil phase improves the dough extensibility and mechanical resistance, and improves the texture of bread after baking. It is preferable from the point.
- Stearoyl lactate calci The content in the oil phase of rum and Z or stearoyl lactate sodium is further preferably 1 to 23%, particularly preferably 2 to 20%.
- the oil phase of the emulsified oil / fat composition of the present invention comprises TAG 10-50%, organic acid MAG 10-50%, DAG 5-30%, MAG 5-30% and phospholipid 1- Contains 5%, but for emulsification stability and crystallization control, (A 1) organic acid MAG and MAG (except organic acid MAG), (A 2) DAG, and ( A3)
- (Al) Z (A2) is more preferably 2.2 to 4.5, still more preferably 2.3 to 4.4, and particularly preferably 2.5 to 4.4.
- ⁇ (A 1) + (A 2) ⁇ Z (A3) is more preferably 4 to 23, still more preferably 4 to 20, and particularly preferably 4 to: 17.
- the aqueous phase contains saccharides, water and an emulsifier of HL B 11 or more.
- the saccharides used in the present invention are monosaccharides such as glucose, maltose, fructose, sucrose, lactose, trehalose, maltotriose, maltotetraose, sorbitol, xylitol, erythritol, maltitol, disaccharides, etc. , Trisaccharides, tetrasaccharides, pentasaccharides, hexasaccharides or starch hydrolysates, and sugar alcohols obtained by reducing these. Moreover, those 1 type or a mixture of 2 or more types, and various water tanks are illustrated.
- the sugar content is 39 to 70% in the aqueous phase, but it is further 39 to 65%, especially 40 to 60%, and more particularly 40 to 55%. ) And storage stability (preservation).
- the water in the present invention has a force of 20 to 60% in the aqueous phase, and further 30 to 60%, particularly 40 to 60%, and particularly 40 to 55%. ) Point To preferred.
- sucrose fatty acid ester examples include sucrose fatty acid ester, polysorbate, polyglycerin fatty acid ester, lecithin derivative (such as lysolecithin) and the like.
- sucrose fatty acid esters are preferred in view of water dispersibility and emulsion stability.
- HL B is 11 or more, but HL B 1 1 to: 1 5, especially HL B 1;! To 14, especially HLB 11 1 to 1 3 is preferable from the viewpoint of emulsion stability.
- the content of the emulsifier of HLB 11 or more is a force of 1 to 10% in the aqueous phase, more preferably 1 to 8%, particularly 1 to 7%, especially 2 to 7%. From the viewpoint of emulsion stability.
- the weight ratio of the oil phase (A) to the water phase (B) is the force at which (B) / (A) is 1.5 to 4, and further 1.5 to 3.9, especially 1.5 to 3 8, In particular 1.5 to 3.7 is preferable from the viewpoint of emulsion stability.
- the emulsified oil / fat composition of the present invention is preferably an oil-in-water emulsified oil / fat composition. Further, when the emulsified oil / fat composition of the present invention is used for a bakery product such as bread, 1 emulsified oil / fat composition is added to 100 parts by weight of flour (hereinafter simply referred to as “part”). ⁇ 10 parts are preferred, but 1-8 parts, especially 1-6 parts, especially 1-4 parts, the volume of bread dough during fermentation and after baking is improved, and dough extensibility ( This is preferable because it can achieve both improvement in mechanical resistance and texture (prevention of bread aging).
- the method for producing the emulsified oil / fat composition of the present invention can be produced, for example, by the following method.
- An emulsifier is added to an aqueous solution containing sugar, and this is heated to prepare an aqueous phase.
- TAG, organic acid MAG, DAG, MAG and phospholipid are heated and melted to prepare the oil phase. It can be prepared by adding an aqueous phase portion to the oil phase portion while stirring with a homomixer and emulsifying and mixing.
- Oil droplets by such a preparation method It is preferable to use an emulsified oil and fat composition in which the organic acids MAG and MAG are present in a liquid crystal state at the interface. The presence of a liquid crystal layer at the interface of the oil droplets can be confirmed from the analysis pattern using X-ray diffraction.
- the form of the emulsion is preferably an oil-in-water emulsified oil / fat composition.
- the emulsified oil and fat composition of the present invention can be added to various foods using wheat flour and used for bakery products such as bread.
- a generally used method for producing bread can be applied as it is. Examples include the straight plate method (straight method), the medium seed method, and the liquid seed method.
- Bread includes bread stuffed with fillings such as strawberry, jam, butter cream, whipped cream, and flower paste, and includes bread, special bread, prepared bread, and sweet bread.
- Examples of bread include white bread, black bread, French bread, variety bread, and rolls (table rolls, buns, butter rolls, etc.), and special breads include muffins.
- Examples of cooking bread include hot dogs and hamburgers.
- Examples of sweet bread include jam bread, banban, cream bread, raisin bread, melon bread, sweet rolls, and rich goods (croissants, brioche, Danish, pastries, etc.).
- Rapeseed white oil, succinic acid MAG (trade name: Step SS, Kao Corporation), MAG (trade name: Exel T 1 95, Kao Corporation), DAG and lecithin (trade name: lecithin DX, Nissin) Oilio Co., Ltd.) is mixed in the amount shown in Table 1 or 2 and heated and dissolved in 7 5 A coconut oil phase was obtained.
- sorbitol (trade name: sorbitol 70W, Kao Corporation), oligosaccharide (trade name: Fuji Oligo # 450, Nippon Shokuhin Kako Co., Ltd.), sucrose fatty acid ester (S-1 1 7 0 or S— 7 70, Mitsubishi Chemical Corporation), and water were mixed in the amounts shown in Table 1 or 2 and heated to 70 to form an aqueous phase.
- the water phase liquid was added to the oil phase liquid while stirring, and the mixture was emulsified and mixed with a homomixer (Special Machine Industries Co., Ltd.) at 4000 rpm for 5 minutes. After emulsification and mixing, the mixture was cooled to 45 to obtain an oil-in-water emulsified fat composition.
- Confectionery bread was produced according to the formulation shown in the table below.
- Nonfat dry milk 2. 0
- the bread dough was baked for 10 minutes in a 2 10 oven. After baking, it was cooled at room temperature (20.0 ° C) for 30 minutes, then placed in a plastic bag, sealed, and stored at 20.0 for 24 hours to obtain a confectionery bread sample.
- Dough is slightly sticky and stretchability is slightly inferior, but there is no problem in breadmaking work.
- ⁇ Dough is sticky, breadth is poor, and breadmaking work is difficult.
- the fabric has good skin and good extensibility
- a panel of 10 specialists evaluated the appearance, internal phase, moist feeling, softness, and mouth-melting sensation of whether or not they were good, and judged the following criteria.
- the polyume is improved at the time of fermentation of bread dough or after baking in the most powerful products such as bread, and the dough stretchability and machine It was confirmed that it had good tolerance and improved texture such as moist feeling, softness, and melting in the mouth after baking.
- the oil phase raw materials shown in Table 3 were blended, and heated and dissolved in 75 to obtain an oil phase.
- the water phase raw materials shown in Table 3 were mixed and heated to 70 to form an aqueous phase.
- the water phase liquid was added to the oil phase liquid while stirring, and the mixture was emulsified and mixed with a homomixer (Special Machine Industries, Ltd.) for 4 minutes at 400 rpm. After the emulsification and mixing, the mixture was cooled to 45 to obtain an oil-in-water emulsified oil / fat composition.
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- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Food Science & Technology (AREA)
- Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Polymers & Plastics (AREA)
- Bakery Products And Manufacturing Methods Therefor (AREA)
- Edible Oils And Fats (AREA)
- Colloid Chemistry (AREA)
Abstract
Description
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Priority Applications (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
KR1020107021646A KR101525278B1 (en) | 2008-03-31 | 2009-03-31 | Emulsified oleaginous composition |
CN200980111973.XA CN101983012B (en) | 2008-03-31 | 2009-03-31 | Emulsified oleaginous composition |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
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JP2008-091519 | 2008-03-31 | ||
JP2008091519A JP5242219B2 (en) | 2008-03-31 | 2008-03-31 | Emulsified oil and fat composition |
Publications (1)
Publication Number | Publication Date |
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WO2009123337A1 true WO2009123337A1 (en) | 2009-10-08 |
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ID=41135688
Family Applications (1)
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PCT/JP2009/057025 WO2009123337A1 (en) | 2008-03-31 | 2009-03-31 | Emulsified oleaginous composition |
Country Status (6)
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JP (1) | JP5242219B2 (en) |
KR (1) | KR101525278B1 (en) |
CN (1) | CN101983012B (en) |
MY (1) | MY157705A (en) |
TW (1) | TWI465197B (en) |
WO (1) | WO2009123337A1 (en) |
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
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JP2011072272A (en) * | 2009-09-30 | 2011-04-14 | Kao Corp | Emulsified oil-and-fat composition |
JP2012210178A (en) * | 2011-03-31 | 2012-11-01 | Mitsubishi-Kagaku Foods Corp | Laminated dough |
WO2013083066A1 (en) * | 2011-12-09 | 2013-06-13 | Zhou Jiyuan | Phospholipid-containing edible oil, and preparation method thereof |
JP2014100113A (en) * | 2012-11-21 | 2014-06-05 | Mc Food Specialties Inc | Method for manufacturing a composition by reacting emulsifier with gluten |
JP2016189718A (en) * | 2015-03-31 | 2016-11-10 | 奥野製薬工業株式会社 | Emulsified oil and fat, and manufacturing method and application method therefor |
WO2021028507A1 (en) * | 2019-08-14 | 2021-02-18 | Givaudan Sa | Method of extending bread shelf life |
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JP5601900B2 (en) * | 2010-06-25 | 2014-10-08 | 花王株式会社 | Oil composition for bakery |
JP5944115B2 (en) * | 2010-06-25 | 2016-07-05 | 花王株式会社 | Oil composition for bakery |
JP5859282B2 (en) * | 2010-11-26 | 2016-02-10 | 株式会社Adeka | Water-in-oil emulsified fat composition for kneading bread |
JP2013042691A (en) * | 2011-08-23 | 2013-03-04 | Kao Corp | Cake using rice flour |
CA2986627A1 (en) * | 2015-05-25 | 2016-12-01 | Mycell Technologies, Llc | Mono and di-glyceride esters of omega-3 fatty acid emulsions |
JP7103732B2 (en) * | 2017-11-24 | 2022-07-20 | 株式会社Adeka | Oil-in-water emulsified oil composition |
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- 2009-03-31 WO PCT/JP2009/057025 patent/WO2009123337A1/en active Application Filing
- 2009-03-31 CN CN200980111973.XA patent/CN101983012B/en active Active
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JP2011072272A (en) * | 2009-09-30 | 2011-04-14 | Kao Corp | Emulsified oil-and-fat composition |
JP2012210178A (en) * | 2011-03-31 | 2012-11-01 | Mitsubishi-Kagaku Foods Corp | Laminated dough |
WO2013083066A1 (en) * | 2011-12-09 | 2013-06-13 | Zhou Jiyuan | Phospholipid-containing edible oil, and preparation method thereof |
JP2014100113A (en) * | 2012-11-21 | 2014-06-05 | Mc Food Specialties Inc | Method for manufacturing a composition by reacting emulsifier with gluten |
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WO2021028507A1 (en) * | 2019-08-14 | 2021-02-18 | Givaudan Sa | Method of extending bread shelf life |
CN114222500A (en) * | 2019-08-14 | 2022-03-22 | 奇华顿股份有限公司 | Method for prolonging shelf life of bread |
Also Published As
Publication number | Publication date |
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JP2009240240A (en) | 2009-10-22 |
TW200942178A (en) | 2009-10-16 |
TWI465197B (en) | 2014-12-21 |
KR20110000645A (en) | 2011-01-04 |
CN101983012B (en) | 2012-12-19 |
KR101525278B1 (en) | 2015-06-02 |
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