CN102822327A - Oil and fat composition - Google Patents
Oil and fat composition Download PDFInfo
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- CN102822327A CN102822327A CN201180017397XA CN201180017397A CN102822327A CN 102822327 A CN102822327 A CN 102822327A CN 201180017397X A CN201180017397X A CN 201180017397XA CN 201180017397 A CN201180017397 A CN 201180017397A CN 102822327 A CN102822327 A CN 102822327A
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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
- A23D9/007—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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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11C—FATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
- C11C3/00—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom
- C11C3/04—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom by esterification of fats or fatty oils
- C11C3/06—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom by esterification of fats or fatty oils with glycerol
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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
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- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
- A23L33/10—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
- A23L33/115—Fatty acids or derivatives thereof; Fats or oils
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
- C11B3/00—Refining fats or fatty oils
- C11B3/12—Refining fats or fatty oils by distillation
- C11B3/14—Refining fats or fatty oils by distillation with the use of indifferent gases or vapours, e.g. steam
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- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Food Science & Technology (AREA)
- Polymers & Plastics (AREA)
- Chemical Kinetics & Catalysis (AREA)
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- Health & Medical Sciences (AREA)
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- Edible Oils And Fats (AREA)
- Fats And Perfumes (AREA)
- General Chemical & Material Sciences (AREA)
Abstract
Provided is an oil and fat composition. When determined by the German Society for Fat Science (DGF) standard method C-III 18(09), the oil and fat composition has an MCPD-FS content (ppm) of 5 ppm or less, a diacylglycerol content of 5 mass% or greater, and a monoacylglcyerol content of 1 to 35 mass%. The oil and fat composition is a composition that has been subjected to a deodorization treatment.
Description
Technical field
The present invention relates to a kind of fat or oil composition that is suitable for emulsification.
Background technology
Grease is integral as the nutritive element of health and the supply source of energy (first function), in addition, satisfies hobby such as taste and fragrance property as providing, and the material of promptly so-called sensory function (second function) is important.And the known grease that contains DG with high density ground has physiological actions (the 3rd function) such as fat combustion effect.
Become to grade from the grease that directly squeezing obtains such as the seed of plant, plumule, pulp, comprising lipid acid, monoacylglycerol, stink.In addition, when the processing grease, meeting process heating process in transesterification reaction, esterification, hydrotreatment etc., thus producing trace ingredients, local flavor reduces.For these greases are used as edible oil, must improve local flavor through removing these trace ingredientss.As its means, what carry out usually is that so-called deodorization is handled, that is, under the high temperature decompression, make grease contact (japanese kokai publication sho 59-68398) with water vapour.
In addition; For the grease that contains the high-content DG; In order to make good local flavor, before the decolouring processing and deodorization processing that the usefulness porousness sorbent material that carries out usually carries out, in being rich in the grease of DG, add organic acid (japanese kokai publication hei 4-261497).In addition, for the grease that contains the high-content DG, be used for oil-in-water emulsion or water-in-oil emulsion (japanese kokai publication sho 63-301743, japanese kokai publication hei 3-91451) according to its characteristic.
Summary of the invention
The present invention provides a kind of fat or oil composition; Its content (ppm) with the MCPD-FS that DGF standard law C-III 18 (09) is measured is below the 5ppm; The content of DG is more than the 5 quality %, and the content of monoacylglycerol is 1 ~ 35 quality %, and has implemented the deodorization processing.
Embodiment
Carry out under low temperature if above-mentioned deodorization is handled, then the stink composition heat up in a steamer that effect is little, the local flavor variation, therefore must at high temperature carry out usually.As a result, the grease that contains DG (below, be also referred to as " DAG ") is handled before it flavor through this deodorization and is become and do not have oil smelly.
On the other hand,, handles grease the situation that then has trans unsaturated fatty acids to increase if at high temperature carrying out deodorization.In addition, at high temperature the grease that contains DAG or monoacylglycerol (below, be also referred to as " MAG ") is carried out that deodorization is handled and the grease that obtains has and pointed out that local flavor, particularly aftertaste become heavy situation slightly.DAG in greasy glyceryl ester is formed or MAG content is high, constitute in the high fat or oil composition of linoleic acid content in the greasy lipid acid situation that produces these tendencies is arranged.In addition, " preceding flavor " in this specification sheets is meant " local flavor that the initial stage is felt in mouth ", greasy " local flavor thick and heavy " is meant that " sensation that in mouth, snarls ", " aftertaste " are meant " residual local flavor in mouthful " stickyly.
Thus; About containing the grease of DAG or MAG,, can not make local flavor become good without exception even change the condition that deodorization is handled; In addition; For having used so greasy emulsified fat compsn that contains DAG or MAG,, thereby require the more excellent fat or oil composition of local flavor owing to greasy local flavor influence.
Therefore; Present inventors discuss refining step for the improvement of local flavor; The result finds, " local flavor thick and heavy " is correlated with the MCPD-FS (ppm) that measures with association of German lipid section (below, be also referred to as " DGF ") standard law C-III 18 (09); Find that also the content at said composition is under the situation below the 5ppm, it is excellent that local flavor becomes.
According to the present invention, can obtain containing DG and monoacylglycerol, and be suitable for the excellent fat or oil composition of local flavor of emulsification.
Fat or oil composition of the present invention contain 5 quality % (below; Single with " % " expression) above DG; In the past flavor does not have that oil is smelly, pastel smooth and easy, the sapid viewpoint of aftertaste is set out, and is preferably more than 8.8%, further preferably contains more than 10%, further more preferably contains more than 11.7%, further more preferably contains more than 15%, further more preferably contains more than 15.6%, further more preferably contains more than 20%, further more preferably contains more than 25%, further more preferably contains more than 25.1%.The upper limit is not stipulated especially; But from the viewpoint of industrial production property, be preferably below 60%, more preferably below 50%, further more preferably below 45%, further more preferably below 44.6%, further more preferably less than 40%, further more preferably below 38.6%.
In addition, " grease " among the present invention not only comprises triacyl glycerol, also comprises DG and monoacylglycerol.In addition, from the viewpoint of the emulsifying stability of water-in-oil emulsion, fat or oil composition of the present invention preferably contains 40 ~ 60% DG, more preferably contains 40.3 ~ 44.6% DG.
Fat or oil composition of the present invention can be with any one of vegetative grease, animal raw fat as raw material.As concrete raw material; For example can enumerate VT 18, rapeseed oil, Thistle oil, Rice pollard oil, Semen Maydis oil, plam oil, sunflower seed oil, Oleum Gossypii semen, sweet oil, til, purple perilla wet goods vegetative grease; And animal raw fat such as fish oil, lard, tallow, butter fat, or these greasy ester-exchanged oils, hydrogenated oil, classification wet goods oils.
Greasy lipid acid for constituting in the fat or oil composition of the present invention does not limit especially, can be any one of sfas or unsaturated fatty acids.From the viewpoint of physiologic effect, the carbonatoms of unsaturated fatty acids is preferably 14～24, further is preferably 16～22.As sfas, carbonatoms is preferably 14～24, more preferably 16～22, further more preferably palmitinic acid, Triple Pressed Stearic Acid.
Naturally occurring unsaturated fatty acids with two keys is generally the cis type, but has thermal history to cause that isomery turns to the situation of trans type.Constitute in the greasy lipid acid in the fat or oil composition of the present invention; Become the oleic acid of trans type; Be the content of elaidic acid (elaidic acid), be preferably below 1%, more preferably below 0.5%, further be preferably below 0.3% from the viewpoint of physiologic effect.
In addition; The carbonatoms that has 2 two keys and contain the two keys of trans type is that 18 lipid acid (being called " trans type linolic acid ") is the ratio of 18 lipid acid (being called " full linolic acid ") with respect to the carbonatoms with 2 two keys; With the value (being called " trans body burden (%) ") that percentage is represented, the tendency that has the degree with refinement treatment to uprise pro rata usually.Trans body containing ratio is preferably below 4%, more preferably below 3%, further be preferably below 2.5%.
From the viewpoint of physiologic effect, greasy industrial production property, outward appearance, the fat or oil composition among the present invention further preferably contains 4.9～89.9%, further preferably contain 20～79.9%, especially preferably contain 40～74.9% triacyl glycerol.In addition, from the viewpoint of physiologic effect, greasy industrial production property, the formation lipid acid of triacyl glycerol is preferably the formation lipid acid identical with DG.
Fat or oil composition among the present invention contains 1～35% monoacylglycerol; From the viewpoint of local flavor, outward appearance, greasy industrial production property, preferably contain 1.3 ~ 23.8%, more preferably contain 1.5～20%, further more preferably contain 1.7 ~ 14.1%, further more preferably contain 2 ~ 10%, further more preferably contain 2.5 ~ 9.1%, further more preferably contain 2～8% monoacylglycerol.In addition, from the viewpoint of the emulsifying stability of water-in-oil emulsion, fat or oil composition of the present invention preferably contains the monoacylglycerol that surpasses below 2% and 25%.From the viewpoint of greasy industrial production property, the formation lipid acid of monoacylglycerol is preferably the formation lipid acid identical with DG.
In the fat or oil composition in the present invention; The total content of DG and monoacylglycerol is 10 ~ 80%; From the viewpoint of the emulsifying stability of water-in-oil emulsion, be preferably 11.6 ~ 80%, more preferably 20 ~ 70%, further more preferably 20.1 ~ 68.0%, further more preferably 25 ~ 65%, further more preferably 25.2 ~ 60.6%, further more preferably 45 ~ 60%.
In addition, from the viewpoint of local flavor, greasy industrial production property, the content of the free fatty acids (salt) that the fat or oil composition among the present invention is contained is preferably below 5%, further is preferably 0 ~ 2%, is preferably 0 ~ 1% especially.
In addition; From improving the thick and heavy viewpoint of local flavor; Fat or oil composition of the present invention is with German lipid (DGF) standard law C-of association of section III 18 (09) (DGF standard law 2009 (14. appendix) C-III 18 (09); 3-chloro-1, the ester bond of 2-Ucar 35 (3-MCPD ester) and Racemic glycidol (glycidyl ester); DGF Standard Methods 2009 (14.Supplement) .C-III 18 (09); Ester-bound 3-chloropropane-1; 2-diol (3-MCPD esters) andglycidol (glycidyl esters)) content of the MCPD-FS that measures is preferably below the 5ppm, more preferably below the 4.6ppm, further more preferably below the 4ppm, further more preferably below 0.3 ~ 3.6ppm, further more preferably below 0.3 ~ 3.1ppm, further more preferably below the 3ppm, further 0.3 ~ 1.8ppm more preferably.
DGF standard law C-III 18 (09) is the greasy microanalysis that carries out through GC-MS (GCMS), is 3-chloro-1, the measuring method of 2-Ucar 35 and its ester (MCPD ester) and Racemic glycidol and its ester.The content total of these four kinds of compositions is measured as the analytical value of MCPD-FS.
In the present invention, use the option A (mensuration of total ester bond of 7.1 option A:3-MCPD and Racemic glycidol of these standard law 7.1 records; 7.1Option method A:Determination of the sum of ester-bound 3-MCPD and glycidol).The detailed content of measuring method is recorded among the embodiment.
Fat or oil composition of the present invention can be through carrying out lipid acid that fat hydrolysis obtains and glycerolysis reaction of glycerine esterification reaction, grease and glycerine etc., and obtain carrying out refinement treatment thereafter.Said reaction roughly is divided into by catalyzer: oxide compound, oxyhydroxide or the carbonatoms that uses basic metal or its alloy, basic metal or alkaline-earth metal be 1 ~ 3 chemical catalysts such as alkoxide chemical method with; The enzyme process of enzyme catalysts such as use lypase can carry out with any one method.
Fat or oil composition of the present invention can suitably carry out MCPD-FS refinement treatment as index and obtains, and preferably handles and obtaining through implementing deodorization.It is grease to be carried out the reduced steam distillatory handle that deodorization is handled, and treatment temp can be carried out under 120～270 ℃, more preferably 150～260 ℃, be preferably 180～250 ℃ especially.In addition, the treatment time can carry out 1～300 minute, more preferably 3～180 minutes, be preferably 5～110 minutes especially.
In the present invention, from the viewpoint that makes greasy local flavor become good, handle particularly preferably in implementing deodorization in the final operation of refinement treatment.The treatment condition of this moment preferably adopt thermal history to become and handle the condition of lower low thermal history (gentleness) than common deodorization.
Common deodorization handle carry out under 190～220 ℃ 120～300 minutes, carrying out under 220～250 ℃ 30～180 minutes or under 250～270 ℃, carrying out 5～60 minutes etc.; On the other hand, the deodorization under the situation of low thermal history is handled under 120～230 ℃, more preferably under 175～230 ℃, carried out 1～110 minute, more preferably 5～110 minutes.
Particularly, from the viewpoint that makes greasy local flavor become good, be more than 120 ℃ and under the situation below 205 ℃ (A) in treatment temp, the treatment time is preferably 5～110 minutes, more preferably 15～70 minutes; (B) under treatment temp surpasses the situation below 205 ℃ and 215 ℃, the treatment time is preferably 5～50 minutes, more preferably 8～45 minutes, be preferably 12～40 minutes especially; (C) under treatment temp surpasses the situation below 215 ℃ and 230 ℃, the treatment time is preferably 5～30 minutes, more preferably 7～27 minutes, be preferably 10～24 minutes especially.
In addition, from the viewpoint that makes greasy local flavor become good, pressure is preferably 0.01 ~ 4kPa, 0.03 ~ 1kPa more preferably.From same viewpoint, the amount of water vapour is preferably 0.1 ~ 20%, more preferably 0.5 ~ 10% with respect to grease.
In deodorization is handled, can import water and replace water vapour, in device, contact as water vapour.In addition, replacing water vapour also can contact rare gas element handles.As rare gas element, can enumerate nitrogen, helium, argon etc., preferred nitrogen.The preferably same condition of treatment condition of contact rare gas element with water vapour.
Grease is carried out the qualification especially of method that deodorization is handled, can wait with batch-type, semi continuous, continous way and carry out.In the greasy amount that should handle is preferably under a spot of situation to use batch-type, if the greasy amount that should handle is in a large number then preferably use semi continuous or continous way.
As the semi continuous device, for example can enumerate the Girdl of the deodorization tower composition that possesses multistage column plate
eR formula deodorization device etc.As the continous way device, can enumerate that water vapour is contacted with the grease of film like, be filled with the film deodorization device of works etc.
In addition, as the refining step of fat or oil composition of the present invention, can also use the refining step that uses for grease usually.Specifically, can enumerate topping (top-cut) distillation process, s.t. operation, bleaching process, washing step, deodorization procedures, thin film evaporation treatment process etc.
The topping operation is meant the operation of removing light by-products such as lipid acid through the distilled oil oil/fat composition.
The s.t. operation is meant through sequestrants such as interpolation in grease, mixing Hydrocerol As, carries out the operation that oily water separation or decompression dehydration are removed moisture and removed impurity again.The amount of sequestrant is preferably 0.001～5%, more preferably 0.01～1% with respect to grease.
Bleaching process is to make contact such as sorbent material grease, thus the operation that the form and aspect of making, local flavor become better.As sorbent material, preferred porous matter sorbent material for example can be enumerated gac, silicon-dioxide and solid acid sorbent material.As the solid acid sorbent material, can enumerate acidic white earth, atlapulgite, activated alumina, silica gel, silica alumina (silica-alumina), pure aluminium silicate (aluminum-silicate) etc.These sorbent materials can use separately or use more than 2 kinds.Wherein, from the viewpoint that reduces content of by-products, the viewpoint that makes local flavor and form and aspect become good, preferred solid acid sorbent material, special preferred acidic carclazyte, atlapulgite.From the good viewpoint of viewpoint, productivity that makes form and aspect, local flavor become better, the usage quantity of sorbent material with respect to grease be preferably less than 2%, further be preferably 0.1% ~ less than 2%, be preferably 0.2 ~ 1.5% especially, especially be preferably 0.3 ~ 1.3%.
Washing step is the operation of instigating water contact grease and carrying out the operation of oily water separation.Can remove water miscible impurity through washing.Washing step preferably repeats repeatedly (for example 3 times).
The thin film evaporation treatment process is distillating material to be processed film like heat, and from grease, evaporates light ends, obtains carrying out the greasy processing of processing as residual component.This processing uses the film type evaporation unit to carry out.As the film type evaporation unit,, can enumerate centrifugal thin film distillation device, falling film type water distilling apparatus, scraped film type evaporation unit (Wiped film distillation) etc. according to film forming method.
For fat or oil composition of the present invention, with common food oils likewise, can also be in order to improve keeping quality and flavor stability to wherein adding inhibitor.As inhibitor, can enumerate natural antioxidants, Viteolin, Quicifal, ascorbyl stearate, BHT, BHA, phosphatide etc.
In addition, from the food sense or the local flavor that improve the conditioning article, give the viewpoint of physiological function etc., can in fat or oil composition of the present invention, add emulsifying agent etc.As emulsifying agent etc., can enumerate poly-glycerol condensation ricinoleate ester, polyglycerol fatty acid ester, sucrose fatty ester, sorbitan-fatty acid ester, polyoxyethylene sorbitan fatty acid ester, polyhydric alcohol fatty acid ester, organic acid mono-glyceride, plant sterol, plant sterol ester etc. like propylene glycol fatty acid ester etc.
Fat or oil composition of the present invention can fully likewise use with common food oils, can be applicable to widely to use in the greasy various ingestas.For example, can be used in oil-in-water-type greases such as the sauce processed food of beverage, dessert, ice-creams, sauce (dressing), gravy with meat or vegetables poured over rice or noodles (topping), mayonnaise, coffee-mate, barbecue; Water-in-oil-type greases such as oleomargarine, smear type condiment processed food; Chip potato, grab a bite for a short time, processed foods such as cake, cooky are done, pie, bread, chocolate; Mix cake (bakery mix); Processing meat product; Freezing dish; Frozen product etc.
Embodiment
Following embodiment describes enforcement of the present invention.Embodiment describes illustration of the present invention, and is not used in qualification the present invention.
[analytical procedure]
(ⅰ) mensuration of MCPD-FS (according to German lipid (DGF) standard law C-of association of section III 18 (09) option A)
The oil sample of the about 100mg of metering in developmental tube with cover; After adding the sodium methylate of mark (3-MCPD-d5/ t-butyl methyl ether), 500 μ L t-butyl methyl ether/ethyl acetate mixtures (volume ratio 8:2) and 1mL 0.5N in the 50 μ L and stirring, left standstill 10 minutes.After adding 3mL hexane, 3mL 3.3% acetate/20% sodium chloride aqueous solution and stirring, remove the upper strata.After further adding the 3mL hexane and stirring, remove the upper strata.After adding 250 μ L phenyl-boron dihydroxide 1g/95% acetone 4mL mixed solutions and stirring, cover completely, 80 ℃ of heating 20 minutes down.After adding the 3mL hexane therein and stirring, the upper strata is supplied in GCMS (GC-MS), carry out MCPD-FS quantitatively.
(ⅱ) glyceryl ester is formed
In the glass sample bottle, add about 10mg oil sample and the agent of 0.5mL trimethyl silicone hydride (" silanizing agent TH ", Northeast chemistry is made), cover completely, heated 15 minutes down at 70 ℃.Add 1.0mL water and 1.5mL hexane therein, vibration.After leaving standstill, the upper strata is supplied in gc (GLC) analyzes.
(ⅲ) constituting lipid acid forms
" modulation method of fatty acid methyl ester (2.4.1-1996) " according in Japanese oiling association's volume " benchmark grease analytical test method " modulates fatty acid methyl ester; Sample to obtaining is measured through the official method (American Oil Chemists.Society Official Method Ce 1f-96, GLC method) of AOCS American Oil Chemists'Society.
[modulation of raw oil material]
(1) with the rapeseed oil of 1000 mass parts (below, single) and the glycerine mixing of 26 mass parts, carries out glycerolysis reaction, obtain containing the grease of DG with sodium methylate with " part " expression.The carboxylate that obtains is carried out s.t. (add 10% aqueous citric acid solution, its consumption is 2%) and washing (carrying out 3 times with zero(ppm) water), with the grease that obtains thus as " vegetable seed DAG washing oily 1 ".
Likewise, the glycerine of 1000 parts rapeseed oils and 56 parts is mixed, carry out glycerolysis reaction, obtain containing the grease of DG with sodium methylate.The carboxylate that obtains is carried out s.t. (add 10% aqueous citric acid solution, its consumption is 2%) and washing (carrying out 3 times with zero(ppm) water), with the grease that obtains thus as " vegetable seed DAG washing oily 2 ".
Likewise, the glycerine of 1000 parts plam oils and 27 parts is mixed, carry out glycerolysis reaction, obtain containing the grease of DG with sodium methylate.The carboxylate that obtains is carried out s.t. (add 10% aqueous citric acid solution, its consumption is 2%) and washing (carrying out 3 times with zero(ppm) water), with the grease that obtains thus as " palm DAG washes oily ".
On the other hand, the glycerine of 1000 parts rapeseed oil fatty acid and 150 parts is mixed, carry out esterification, obtain containing the grease of DG with enzyme.From the carboxylate that obtains, heat up in a steamer degrease acid and monoacylglycerol through distillation, obtain containing the grease (DG 90%) of DG.This is carried out s.t. (add 10% aqueous citric acid solution, its consumption is 2%) and washing (carrying out 3 times) with zero(ppm) water, with the grease that obtains thus as " vegetable seed DAG washing oily 3 ".In addition, the grease that from the lipid acid that heats up in a steamer and monoacylglycerol cut, has heated up in a steamer lipid acid is carried out s.t. (add 10% aqueous citric acid solution, its consumption is 2%) and washing (carrying out 3 times with zero(ppm) water), with it as vegetable seed MAG washing oil.
(2) for vegetable seed DAG washing oil 1; At pressure is that 9.3kPa, treatment temp are under 105 ℃, with the condition of atlapulgite (GALLEON EARTH V2R, marshy land chemical industry)/washing oil quality ratio=0.005; Make its contact atlapulgite 20 minutes, obtain bleached oil.Further, be that 400Pa, treatment temp are under 240 ℃ at pressure, make its contact with water steam 30 minutes with the condition of water vapour/deodorised oil mass ratio=0.03, obtain containing the fat A of high-content DG.Analytical value is shown in the table 1.
(3) for vegetable seed DAG washing oil 1; At pressure is that 9.3kPa, treatment temp are under 105 ℃; Condition with atlapulgite (GALLEON EARTH V2R, marshy land chemical industry)/washing oil quality ratio=0.005 makes its contact atlapulgite 20 minutes, obtains bleached oil.Further, be that 400Pa, treatment temp are under 180 ℃ at pressure, make its contact with water steam 30 minutes with the condition of water vapour/deodorised oil mass ratio=0.03, obtain containing the grease B of high-content DG.Analytical value is shown in the table 1.
(4) for vegetable seed DAG washing oil 2; At pressure is that 9.3kPa, treatment temp are under 105 ℃; Condition with atlapulgite (GALLEON EARTH V2R, marshy land chemical industry)/washing oil quality ratio=0.005 makes its contact atlapulgite 20 minutes, obtains bleached oil.Further, be that 400Pa, treatment temp are under 240 ℃ at pressure, make its contact with water steam 30 minutes with the condition of water vapour/deodorised oil mass ratio=0.03, obtain containing the grease C of high-content DG.Analytical value is shown in the table 1.
(5) for vegetable seed DAG washing oil 2; At pressure is that 9.3kPa, treatment temp are under 105 ℃; Condition with atlapulgite (GALLEON EARTH V2R, marshy land chemical industry)/washing oil quality ratio=0.005 makes its contact atlapulgite 20 minutes, obtains bleached oil.Further, be that 400Pa, treatment temp are under 180 ℃ at pressure, make its contact with water steam 30 minutes with the condition of water vapour/deodorised oil mass ratio=0.03, obtain containing the grease D of high-content DG.Analytical value is shown in the table 1.
(6) for palm DAG washing oil, using the scraped film type evaporation unit as the film type evaporation unit, is that 4Pa, distillation temperature are under 210 ℃ at pressure, with PM 3g supply with oil sample, on one side distill on one side, obtain handling oil.Then, to this handling oil, be that 400Pa, treatment temp are under 240 ℃ at pressure, make its contact with water steam 30 minutes with the condition of water vapour/raw material ratio=3%, obtain containing the grease E of high-content DG.Analytical value is shown in the table 1.
(7) for palm DAG washing oil, using the scraped film type evaporation unit as the film type evaporation unit, is that 4Pa, distillation temperature are under 210 ℃ at pressure, with PM 3g supply with oil sample, on one side distill on one side, obtain handling oil.Then, to this handling oil, be that 400Pa, treatment temp are under 180 ℃ at pressure, make its contact with water steam 30 minutes with the condition of water vapour/raw material ratio=3%, obtain containing the grease F of high-content DG.Analytical value is shown in the table 1.
(8), use the grease (grease G: day clear vegetable seed treated oil (Nisshin OilliO Ltd.), grease H:RBD plam oil (KECK SENG (MALAYSIA) BERHAD)) of composition with table 1 as grease G and H.
(9) for vegetable seed DAG washing oil 3; At pressure is that 9.3kPa, treatment temp are under 105 ℃; Condition with atlapulgite (GALLEON EARTH V2R, marshy land chemical industry)/washing oil quality ratio=0.005 makes its contact atlapulgite 20 minutes, obtains bleached oil.Further, be that 400Pa, treatment temp are under 180 ℃ at pressure, make its contact with water steam 30 minutes with the condition of water vapour/deodorised oil mass ratio=0.03, obtain containing the grease I of high-content DG.Analytical value is shown in the table 1.
(10) for vegetable seed MAG washing oil; At pressure is that 9.3kPa, treatment temp are under 105 ℃; Condition with atlapulgite (GALLEON EARTH V2R, marshy land chemical industry)/washing oil quality ratio=0.005 makes its contact atlapulgite 20 minutes, obtains bleached oil.Further, be that 400Pa, treatment temp are under 180 ℃ at pressure, make its contact with water steam 30 minutes with the condition of water vapour/deodorised oil mass ratio=0.03, obtain grease J.Analytical value is shown in the table 1.
Table 1:
Embodiment 1,2 and comparative example 1
Express the comparative result of the emulsifying stability of the fat or oil composition that has used grease B, D, G and I.
With the cooperation mixing oil phase shown in the Test Example of table 2; After 40 ℃ of following heated and stirred; On one side the water that is heated to 40 ℃ is slowly added in the oil phase, carries out stirring and emulsifying (7000rpm, 10 minutes) with impeller (special machine chemical industry is made) on one side, obtain water-in-oil emulsion., take 100ml in the emulsion test pipe thereafter, 45 ℃ of dehydrating amounts after following 4 hours relatively, with dehydrating amount be below the 3ml to be judged as emulsifying stability good.
Table 2:
Result by table 2 can know, the emulsifying stability of fat or oil composition of the present invention good (embodiment 1 and 2).Particularly confirmed,, then can further improve emulsifying stability (embodiment 2) if increase the content of DAG and MAG.Confirmed that on the other hand if MAG content is below 1%, then emulsifying stability reduces (comparative example 1).
Embodiment 3 ~ 18 and comparative example 2 ~ 9
The fat A, B, C, D, I and grease G, the J that contain the high-content DG with table 3, being used shown in 4 modulate soft applying butter (fat spread).Mix oil phase, after 40 ℃ of following heated and stirred, in oil phase slowly be heated to 40 ℃ water, on one side with impeller (special machine chemical industry manufacturing) carry out stirring and emulsifying (7000rpm, 10 minute) on one side, obtain water-in-oil emulsion.The result of analytical value and flavor evaluation is shown in the table 3 and 4.In addition, flavor evaluation carries out (all identical in following examples, comparative example) according to the method shown in following with benchmark.
[flavor evaluation]
Everyone eats 1～2g raw the evaluation group member of the evaluation of local flavor through 10 people, carries out sensory evaluation by the benchmark shown in following and carries out.In addition, the average score of preceding flavor and aftertaste to add up to the admissibility that is judged as the human consumer more than 5.0 good.
(ⅰ) preceding flavor
4: do not have oil smelly
3: little by little oil is smelly
2: have oil smelly slightly
1: oil is smelly
(ⅱ) aftertaste
4: pastel and happy
3: little by little thick and heavy and feel a little astringent taste
2: thick and heavy slightly and feel that astringent taste is arranged slightly
1: thick and heavy and feel astringent taste
Table 3:
Table 4:
Embodiment 19 ~ 21, comparative example 10 and 11
The grease E, F and grease G, the J that contain the high-content DG with being used shown in the table 5 modulate soft applying butter.Mix oil phase, after 40 ℃ of following heated and stirred, in oil phase slowly be heated to 40 ℃ water, on one side with impeller (special machine chemical industry manufacturing) carry out stirring and emulsifying (7000rpm, 10 minute) on one side, obtain water-in-oil emulsion.The result of analytical value and flavor evaluation is shown in the table 5.
Table 5:
Embodiment 22 ~ 24, comparative example 12 and 13
The fat A, B and the grease G that contain the high-content DG with being used shown in the table 6 modulate firm butter (butter cream) and use syrup.Mix water, and be heated to 80 ℃, while use impeller (special machine chemical industry is made) to carry out stirring and emulsifying (3000rpm), drip the oil mixture that is heated to 80 ℃.After dripping end, further under 7000rpm, carried out emulsifying 10 minutes.The result of analytical value and flavor evaluation is shown in the table 6.
Table 6:
Shown in table 3 ~ 6; The content that uses DG is more than 5%, the content of monoacylglycerol is 1 ~ 35%; And the emulsification of the fat or oil composition of content below 5ppm of the MCPD-FS that measures with DGF standard law C-III 18 (09) can be taken into account preceding flavor and the pastel happy aftertaste that does not have oil smelly, and local flavor is very excellent.
On the other hand; If the content of DG is more than 5%, the content of monoacylglycerol is 1 ~ 35%; And the content of MCPD-FS is processed emulsification more than the fat or oil composition of 5ppm, then has the aftertaste (comparative example 2,3,10 and 12) of the astringent taste of feeling thick and heavy.Used the content of DG to be less than the emulsification of 5% fat or oil composition, had the smelly preceding flavor of oil,, then not only had influence on preceding flavor, also had influence on the thick and heavy sense (comparative example 6,8 and 11) of aftertaste if further reduce DG.In addition, for monoacylglycerol, if it is less than 1% or surpass 35%, then thick and heavy two sides for the oily smelly and aftertaste of preceding flavor bring detrimentally affect (comparative example 4,5,7,9,11 and 13).
Claims (5)
1. fat or oil composition; Its content (ppm) with the MCPD-FS that German lipid (DGF) standard law C-of association of section III 18 (09) is measured is below the 5ppm; The content of DG is more than the 5 quality %, and the content of monoacylglycerol is 1 ~ 35 quality %, and has implemented the deodorization processing.
2. fat or oil composition as claimed in claim 1, wherein,
The content of said DG is more than the 10 quality %.
3. fat or oil composition as claimed in claim 1, wherein,
Carrying out deodorization through reduced steam distillation grease handles.
4. fat or oil composition as claimed in claim 3, wherein,
Under 120 ~ 270 ℃ temperature, carry out 1 ~ 300 minute reduced steam distillation.
5. fat or oil composition as claimed in claim 1, wherein,
In the final operation of grease refinement treatment, carrying out deodorization handles.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2010082433A JP5706094B2 (en) | 2010-03-31 | 2010-03-31 | Oil composition |
| JP2010-082433 | 2010-03-31 | ||
| PCT/JP2011/054233 WO2011122184A1 (en) | 2010-03-31 | 2011-02-25 | Oil and fat composition |
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| CN102822327A true CN102822327A (en) | 2012-12-12 |
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| JP (1) | JP5706094B2 (en) |
| KR (1) | KR101729363B1 (en) |
| CN (1) | CN102822327A (en) |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104694250A (en) * | 2013-12-10 | 2015-06-10 | 丰益(上海)生物技术研发中心有限公司 | Method for reducing 3-MCPD ester and/or glycidyl ester in oil |
| CN107418982A (en) * | 2017-09-25 | 2017-12-01 | 嘉必优生物技术（武汉）股份有限公司 | A kind of low chloropropyl alcohol microbial grease and preparation method thereof |
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| BR112012014688B1 (en) | 2009-12-15 | 2019-10-29 | Kao Corp | oil or fat composition |
| JP2011213852A (en) | 2010-03-31 | 2011-10-27 | Kao Corp | Oil and fat composition |
| GB201019639D0 (en) * | 2010-11-19 | 2010-12-29 | Loders Croklaan Bv | Method |
| JP6385634B2 (en) * | 2011-11-30 | 2018-09-05 | 日清オイリオグループ株式会社 | Oil and fat manufacturing method |
| KR101394644B1 (en) * | 2012-05-22 | 2014-05-12 | 주식회사농심 | Method for Preparing Low Bound 3-MCPD Edible Oil |
| JP5399544B1 (en) * | 2012-08-31 | 2014-01-29 | 日清オイリオグループ株式会社 | Method for producing refined fats and oils |
| JP2015142529A (en) * | 2014-01-31 | 2015-08-06 | 花王株式会社 | Oil and fat composition |
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| CN104694250B (en) * | 2013-12-10 | 2020-02-04 | 丰益(上海)生物技术研发中心有限公司 | Method for reducing 3-MCPD ester and/or glycidyl ester in grease |
| CN107418982A (en) * | 2017-09-25 | 2017-12-01 | 嘉必优生物技术（武汉）股份有限公司 | A kind of low chloropropyl alcohol microbial grease and preparation method thereof |
| CN107418982B (en) * | 2017-09-25 | 2020-05-08 | 嘉必优生物技术（武汉）股份有限公司 | Low-chloropropanol microbial oil and preparation method thereof |
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| TW201139651A (en) | 2011-11-16 |
| JP5706094B2 (en) | 2015-04-22 |
| KR101729363B1 (en) | 2017-04-21 |
| KR20130018715A (en) | 2013-02-25 |
| TWI527898B (en) | 2016-04-01 |
| JP2011213835A (en) | 2011-10-27 |
| WO2011122184A1 (en) | 2011-10-06 |
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