CN1711033A - Method of preventing flavor component from degradation - Google Patents

Method of preventing flavor component from degradation Download PDF

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Publication number
CN1711033A
CN1711033A CNA2003801034378A CN200380103437A CN1711033A CN 1711033 A CN1711033 A CN 1711033A CN A2003801034378 A CNA2003801034378 A CN A2003801034378A CN 200380103437 A CN200380103437 A CN 200380103437A CN 1711033 A CN1711033 A CN 1711033A
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strain
tocopherol
polyalcohol
beverage
product
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CN100456958C (en
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稻叶悦子
中村武嗣
柳正明
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Taiyo Kagaku KK
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Taiyo Kagaku KK
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Abstract

The present invention relates to a deterioration preventive for a flavor component, which is an oil-in-water and/or -polyhydric alcohol type emulsion, comprising an extracted tocopherol, wherein d-delta-tocopherol is contained in an amount of 45% by weight or more of a total tocopherol, ferulic acid and/or a derivative thereof, and a polyglycerol fatty acid ester; a deterioration preventive for a flavor component, which is an oil-in-water and/or -polyhydric alcohol type emulsion, comprising (A) the above-mentioned extracted tocopherol, (B) ferulic acid and/or a derivative thereof, and (C) an emulsifying agent having an HLB of 9 or more; a flavor for foodstuff, comprising the above-mentioned deterioration preventive; an emulsion flavor for foodstuff, comprising the above-mentioned extracted tocopherol, a catechin, and a polyglycerol fatty acid ester; and foodstuff comprising the above-mentioned deterioration preventive for a flavor component, the above-mentioned flavor for foodstuff, or the above-mentioned emulsion flavor for foodstuff.

Description

The anti-deterioration agent of flavor component
Technical field
The present invention relates to anti-deterioration agent (the following anti-deterioration agent that abbreviates as sometimes), the beverage/food spices of flavor component and contain the beverage/food of this spices.
Background technology
For beverage/food, fragrance is very important composition, is the material of giving the food feature, but also is to be easy to the composition of deterioration in time because of the various factors in processing, circulation and the preservation.The worsening reason of flavor component is varied, in each stages such as the circulation of manufacturing procedure such as sterilization or beverage/food, preservation, sale, is heated, the influence of oxygen, light etc. and obvious deterioration, and produces the peculiar smell foreign odor, and quality is descended.And, in recent years along with being contained in the beverage in the transparent or semitransparent plastic containers and being contained in popularizing of food in the transparent bag, and on the showcase of convenience store, sell etc., the chance that beverage/food is exposed in the light increases severely, and causes the deterioration of fragrance easily because of photoconduction.The beverage of particularly known oranges and tangerines series, also have the beverage/food etc. of milk composition to penetrate in illumination that the fragrance deterioration is violent down.Be contained in the heating sale of the beverage/food in the plastic containers etc. owing to carry out high temperature sale with the high container of oxygen permeability, thereby easily be heated, the influence of oxygen etc.
Known oranges and tangerines are that spices, coffee are that spices, milk are that beverage/food spices such as spices also easily is heated, the influence of oxygen, light etc., and deterioration takes place in time, occur flavor component variation, produce peculiar smell foreign odor etc.Natural perfume material has this tendency especially with the material that is similar to natural perfume material.
For solving this class problem, people have carried out sterilizing at short notice, circulate, develop functional container with UV absorbability at low temperatures, add various researchs such as antioxidant.Wherein, all use synthetized oxidation preventive agents such as dibutyl hydroxy toluene (BHT), butylated hydroxy anisole (BHA) and n-propyl gallate as the scheme of adding antioxidant all the time.But in recent years, these antioxidants are considered to that health is had harmful effect, and feasible use to these antioxidants becomes prudent.Therefore, for replacing these synthetized oxidation preventive agents, people have proposed the various antioxidant of natural materials, the anti-fragrance degradations of coming from.For example, people have proposed following various scheme: utilize to extract method [reference example such as Japanese kokai publication hei 4-27374 communique (3-5 page or leaf), Japanese kokai publication hei 6-38723 communique (2-7 page or leaf) that chlorogenic acid from bright coffee bean, caffeic acid etc. prevent beverage/food fragrance deterioration.], forulic acid and preceding anthocyanidin be used in combination [reference example such as Japanese kokai publication hei 6-38723 communique (2-7 page or leaf).], utilize enzyme to handle method [reference example such as Japanese kokai publication hei 4-36395 communique (2-5 page or leaf) that rutin sophorin prevents water soluble flavours composition deterioration.] etc.Yet great majority in these anti-deterioration agents need a large amount of uses just can work, and the local flavor that has an anti-deterioration agent itself produces dysgenic defective to the local flavor of beverage/food.Particularly forulic acid has bad local flavors such as fermented flavour, rice bran flavor or astringent taste.Therefore in addition, these anti-deterioration agents are water miscible mostly, though to being that the water soluble flavours of solvent is effective with ethanol, then can not obtain effect of sufficient to the emulsify perfume that oily perfume emulsification or dissolving are formed.So, be very limited in the application of food applications.And the crystallinity of forulic acid also is an obstruction to its use.Crystallization takes place in the forulic acid that adds in beverage or the food in the preservation process, make the product that is added no longer have commodity value, so though have the effect of antioxidant, present situation is the degree that does not also reach practical.
Be widely used in the oxidation resistant dl-of the having alpha-tocopherol of oily food or extract tocopherol.With POV or COV is that index has much about the report document of tocopherol to the antioxidation of oil, but about be used in combination with water miscible antioxidant prevent the flavor component deterioration report then seldom, the anti-deterioration effect to flavor component when in fact tocopherol uses separately is very weak.When grease resistance oxidants such as tocopherol are used for water system food, usually need in water or polyalcohol, form oily emulsion, but emulsification is unsettled in water or polyalcohol, be subjected to the influence of fragrance component, flavonoid class, catechin etc., tocopherol separates, and problems such as food appearance is impaired occur.So, as the anti-deterioration agent of fragrance,, nearly all do not possess the material of abundant effect and practicality so far though people have taked the whole bag of tricks, need do further exploitation to this.
Summary of the invention
The present invention finishes on the basis of above-mentioned prior art, purpose is to develop a kind of anti-deterioration agent, this anti-deterioration agent can beverage/food and beverage/food spices occur in the preservation process fragrance degradation inhibiting is to minimum degree, and the outward appearance of harmless beverage/food, local flavor, dispersed good in beverage/food and beverage/food spices, can not occur in the preservation process and the separating of oil phase, emulsion stability is good.The object of the present invention is to provide beverage/food spices and the beverage/food that deterioration is little, fragrance is good that cause because of the spices preservation.
The inventor furthers investigate for solving above-mentioned problem, found that: the anti-deterioration agent local flavor of making following (1) or (2) described emulsion is good, and can significantly suppress beverage/food, beverage/food spices processing or the preservation process in because of heat, oxygen, light etc. influence and the flavor component variation of generation, the generations of peculiar smell foreign odor etc., described (1) are to be formed in fine and stable oiliness emulsion in water and/or the polyalcohol for the extraction tocopherol of d-Delta-Tocopherol and forulic acid and/or its derivative with polyglyceryl fatty acid ester more than 45% weight in whole tocopherols; (2) be to be that emulsifying agent more than 9 is formed in the fine and stable oiliness emulsion in water and/or the polyalcohol with said extracted tocopherol and forulic acid and/or its derivative emulsifying agent, particularly HLB.
Also find to can further improve above-mentioned anti-degradation effects by this emulsion is used in combination with tea extraction again.
And find: said extracted tocopherol and catechin are made the beverage/food emulsify perfume of emulsion form with polyglyceryl fatty acid ester, same effect in the time of also obtaining and use above-mentioned anti-deterioration agent.
The present invention finishes on the basis of these cognitions, the anti-deterioration agent of (1) flavor component is provided, this anti-deterioration agent is the oiliness emulsion in water and/or polyalcohol, contains to be extraction tocopherol, forulic acid and the polyglyceryl fatty acid ester of d-Delta-Tocopherol in whole tocopherols more than 45% weight; (2) anti-deterioration agent of flavor component, this anti-deterioration agent is the oiliness emulsion in water and/or polyalcohol, contain (A) all in tocopherols 45% weight above for the extraction tocopherol of d-Delta-Tocopherol, (B) forulic acid and/or its derivative and (C) HLB be emulsifying agent more than 9.
The present invention provides and can further significantly suppress the deterioration of flavor component, the generation of peculiar smell foreign odor also by above-mentioned emulsion is used in combination with tea extraction, the anti-deterioration agent that still can continue to play a role through long preservation.
The present invention further provides the beverage/food spices that contains above-mentioned anti-deterioration agent, and provide beverage/food emulsify perfume, this spices to contain in whole tocopherols that 45% weight is above to be extraction tocopherol, catechin and the polyglyceryl fatty acid ester of d-Delta-Tocopherol.
The present invention and then provide contains above-mentioned anti-deterioration agent, above-mentioned beverage/food with spices or the above-mentioned beverage/food beverage/food with emulsify perfume.
The best mode that carries out an invention
Anti-deterioration agent of the present invention is meant and can significantly suppresses beverage/food and beverage/food spices influence the variation of the flavor component that takes place, the generation of peculiar smell foreign odor etc. because of heat, oxygen, light etc. in processing or preservation process preparation, not merely is antioxidant.As mentioned above, described anti-deterioration agent roughly comprises two classes.Below, be that anti-deterioration agent 1, second class are that anti-deterioration agent 2 describes with the first kind to anti-deterioration agent of the present invention.
[1] anti-deterioration agent 1
Anti-deterioration agent 1 of the present invention is the oiliness emulsion in water and/or polyalcohol, contains to be the extraction tocopherol of d-Delta-Tocopherol, forulic acid and/or its derivative and polyglyceryl fatty acid ester in whole tocopherols more than 45% weight.
Extracting tocopherol refers generally to from from the material that extracts the grease of plant material, purifying forms.Kind to the plant material that is extracted is not particularly limited, and representational example has soybean oil, wheat-germ oil, palm wet goods.Wherein, the extraction tocopherol that comes from soybean oil contains more d-Delta-Tocopherol than other plant, thereby is preferred in industrial supply side.
Extract to mix in the tocopherol and have d-α, beta, gamma, δ, but its component ratio is influenced by the kind, kind, the place of production of plant etc. also.The product that improves by the component ratio that specific homologue is formed on the market.
Extraction tocopherol of the present invention is not particularly limited, except that common extraction tocopherol, also comprises by common extraction tocopherol and deriving and next material.
Purification process to extraction tocopherol of the present invention is not particularly limited, but in whole tocopherols, it is essential containing the above d-Delta-Tocopherol of 45% weight, preferably contains the above d-Delta-Tocopherol of 70% weight, more preferably contains the above d-Delta-Tocopherol of 85% weight.In each homologue that extracts tocopherol, the d-Delta-Tocopherol has the effect that suppresses the fragrance deterioration especially, and in whole tocopherols, the ratio of d-Delta-Tocopherol is high more effective more.The d-Delta-Tocopherol is more than 45% weight in preferred all tocopherols, can have the effect of sufficient inhibition fragrance deterioration like this, can not produce peculiar smell, foreign odor.
D-Delta-Tocopherol of the present invention not only comprises the d-Delta-Tocopherol, also comprises its derivative.For example, the acetic acid esters of the d-Delta-Tocopherol that d-Delta-Tocopherol and acid esterification are formed, its stability increases, and can expect to have lasting fragrance degradation inhibiting effect, thereby more preferably.
Can measure the content that extracts each homologue in the tocopherol by the assay method of putting down in writing on the FAR (high performance liquid chromatography).
Extraction tocopherol content in the anti-deterioration agent of the present invention is not particularly limited, but is preferably 0.001-50% weight.More preferably 0.01-10% weight.If more than 0.001% weight, then can fully obtain expected effect, if below 50% weight, then can obtain good emulsifying stability, thereby preferred.
Used forulic acid shows structural formula under having among the present invention, extensively is distributed in the various organs of most of plant.
Figure A20038010343700081
Its origin is not particularly limited, and except that the material of natural origins such as clove tree, corn, coffee bean, barley, wheat, rice, rubber-resin, also can be the material of chemical synthesis.The example of forulic acid has: bud and the leaf of Myrtaceae clove tree are carried out the clove oil that steam distillation obtains; With the nutrient solution culture of bacteria (pseudomonas (Pseudomonas)) of the eugenol that contains caryophyllus oil or obtain by the clove oil purifying, the material that its nutrient solution of separation and purification obtains; Rice bran oil is distributed under room temperature, weak basic condition in hydrous ethanol and the hexane, and the γ-Hi-Z that will obtain from the hydrous ethanol part is used sulphuric acid hydrolysis, the material that obtains behind the purifying etc. under the pressurized, heated condition then.The forulic acid or derivatives thereof can be the purifying product, also can be purifying product not, but oxidation resistance depends on its purity, and therefore preferably using ferulaic acid content is more than 80% weight, the purified product that preferred 95% weight is above.
The derivative of forulic acid for example has: the reactive functional groups that utilizes forulic acid to have is the ferulic acid derivative that hydroxyl and carboxyl form.Derivative for example has salt, ester, amide compound of forulic acid etc.
The addition of forulic acid or derivatives thereof in anti-deterioration agent of the present invention is not particularly limited, but is preferably 0.005-10% weight.0.01-5% weight more preferably.If more than 0.005% weight, then can fully obtain expected effect, if below 10% weight, then can obtain the good stability of anti-deterioration agent, thereby preferred.
Preferred anti-deterioration agent of the present invention is the material that contains tea extraction, because of it prevents the effective of flavor component deterioration.Raw material to used tea extraction among the present invention is not particularly limited, can be with the leaf of the plant of theaceae tea on the botany (Camellia Sinensis) make for the green tea of azymic tealeaves, for the oolong of semi-fermented tea leaf, be the black tea of fermented tea.Wherein, the preferred green tea that uses to azymic tealeaves.Extract can be the material that is obtained by following compositions: the fannings after for example alcohols such as water or hot water or glycerine or ethanol extracts tealeaves or tealeaves and pulverizes and the composition that obtains, the composition that dissolves in ethyl acetate, acetone-insoluble one-tenth grade.More preferably at least a (+)-catechin, (-)-epicatechin, (+)-nutgall catechin, (-)-epigallocatechin, (-)-catechin and gallate (catechin of ガ レ-ト), (-)-L-Epicatechin gallate, (-)-nutgall catechin gallic acid ester, (-)-Epigallo-catechin gallate (EGCG) that is selected from.Content to above-mentioned catechin is not particularly limited, but contains more than 60% weight in the preferred used tea extraction, more preferably the above catechin of 70% weight.
The total content of these catechins can be measured by the colorimetric assay method of using tartaric acid iron, but in order to measure the composition of each catechin in detail, preferably adopts high effective liquid chromatography for measuring.
Content to the tea extraction in the anti-deterioration agent of the present invention is not particularly limited, but is preferably 0.005-20% weight.0.1-10% weight more preferably.If more than 0.005% weight, then can obtain effect of sufficient, and be below 20% weight, then the fragrance of anti-deterioration agent can not exert an influence to flavours in food products, can bring into play good usability, thereby preferred.About the content of catechin, preferably in following [2] spices 2 in the content range of catechin.
Used polyglyceryl fatty acid ester among the present invention is not particularly limited, following emulsification particle diameter is had a significant impact but distribute as the composition of the polyglycereol of raw material.Preferably in the composition of polyglyceryl fatty acid ester, being selected from glycerol acetonide right is that the content of polyglyceryl fatty acid ester at least a in three, four, five, six, seven, eight, nine and ten the polyglyceryl fatty acid ester is more than 35% weight, more preferably more than 45% weight.The degree of polymerization of preferably glycerine is more than three (3), and more preferably the degree of polymerization is more than four (4), and further preferred degree of polymerization is the polyglyceryl fatty acid ester more than five (5).
Contain the emulsion that extraction tocopherol and aqueous phase contain compounds such as flavonoid class compound or catechin in the oil phase, its emulsion stability is relatively poor usually, can produce the problem of separation of oil, but polyglyceryl fatty acid ester is effective to such emulsification.During polyglycereol is formed glycerol acetonide right be that the content of a kind of polyester three (3) or more is the polyglyceryl fatty acid ester more than 35% weight, particularly function admirable aspect emulsion stability, and solubilized is so can enlarge its range of application.For example, also can be used for transparent beverage etc.During further preferred polyglycereol is formed glycerol acetonide right be that the content of a kind of polyester more than five (5) is the polyglyceryl fatty acid ester more than 35%.
Mensuration for the polyglycereol degree of polymerization distribution is not particularly limited; can be with the polyglyceryl fatty acid ester hydrolysis; then gained polyglycereol part is analyzed by gas chromatography or liquid chromatography; but also can for example polyglycereol be carried out trimethylsilylization or carry out acetylation; make polyglycereol become derivative; carry out separation and quantitative by gas chromatography on this basis, obtain by area-method.
Polyglyceryl fatty acid ester content in the anti-deterioration agent 1 of this programme is not particularly limited, but is preferably 0.1-30% weight, more preferably 0.5-10% weight.
The aliphatic acid that constitutes the used polyglyceryl fatty acid ester of the present invention can be that for example carbon number is the saturated or unrighted acid of straight chain of 8-22, can be independent a kind of aliphatic acid, also can be the mixture of multiple aliphatic acid.The emulsifying agent that is used for this anti-deterioration agent of emulsification is not limited only to polyglyceryl fatty acid ester, also can be used in combination one or more other emulsifying agents.The example of such emulsifying agent has: a fatty acid glyceride, organic acid monoglyceryl ester, monoglyceride derivative, methyl glycol fatty acid ester, fatty acid esters of sorbitan, sucrose fatty ester, enzymolysis lecithin, soapbark extract, polyoxyethylene deriv etc.
The used polyalcohol of the present invention is the general name that has the compound of 2 above hydroxyls in 1 molecule, and its kind is not particularly limited.Glycerine, propane diols, sorbierite, maltitol, xylitol, erythrite, lactitol, anhydro sorbitol, wood sugar, arabinose, mannose, trehalose, lactose, granulated sugar, coupling sugar, glucose, enzymolysis syrup, acid saccharification syrup, malt syrup, maltose, isomerized sugar, fructose, reduction maltose, reduction starch syrup, honey etc. are for example arranged.Preferred glycerine, propane diols, sorbierite, reduction starch syrup etc.These polyalcohols can use separately, also can multiple mixing use, and can also use with aqueous solution form.In order to reduce the viscosity of anti-deterioration agent, make its easier use, in the scope that does not influence emulsification, can mixing water or ethanol etc.And, for improving surcharge, functional materials such as all right mixed colorant, vitamins or highly unsaturated fatty acid.
Polyalcohol content in the anti-deterioration agent 1 of this programme is not particularly limited, but is preferably 50-99% weight, more preferably 70-99% weight.
Used water is not particularly limited, and can be running water, distilled water, ion exchange water, ultra-pure water etc.Water constitutes the nubbin when making anti-deterioration agent reach 100% weight.
Oiliness anti-deterioration agent in water and/or polyalcohol of the present invention can prepare by following operation: the emulsifiers dissolve that with polyglyceryl fatty acid ester or with the polyglyceryl fatty acid ester is neccessary composition is in water and/or polyalcohol, add then and contain the oil phase that extracts tocopherol, make its emulsification with emulsifier unit.Emulsifier unit is not particularly limited, and object lesson has homogenizer, colloid mill, high pressure homogenizer, super-pressure homogenizer, vacuum emulsification machine etc.The method of adding the forulic acid or derivatives thereof is not particularly limited, before and after the emulsification all can, preferably before emulsification, add, it is fully dissolved in water and/or polyalcohol earlier.The method of adding tea extraction is not particularly limited, before and after the emulsification all can, the simplicity during from preparation is considered, preferably adds simultaneously with the forulic acid or derivatives thereof, and it is fully dissolved in water and/or polyalcohol.For preventing the raw material deterioration, improve stability of formulation, whole process is under the inert gas such as nitrogen, helium is prepared.
Preferably making the oiliness anti-deterioration agent in water and/or polyalcohol of the present invention become average grain diameter with polyglyceryl fatty acid ester is fine emulsified particles below the 1.0 μ m.By such modulation, oiliness antioxidant tocopherol will can not separate, and can suppress to be insoluble in the crystallization of the forulic acid or derivatives thereof of water, improve dispersed, thereby can under the situation of not damaging the beverage/food outward appearance, effectively prevent the deterioration of fragrance.Average grain diameter is preferably below the 0.6 μ m, more preferably below the 0.4 μ m, more preferably below the 0.2 μ m.By carrying out the fine emulsification below the 0.4 μ m, emulsion stability is more excellent, and below 0.2 μ m, then can dissolve, thereby can be used for transparent beverage.Average grain diameter is more little, and the surface area that anti-deterioration agent contacts with flavor component in the beverage/food is big more, thereby anti-degradation effects increases, and a small amount of interpolation can be brought into play sufficient effect.
(L-230) equigranular distribution recognizer that can adopt バ Star Network マ Application コ-Le -company to make, the average grain diameter when easily measuring the anti-deterioration agent that makes among the present invention and being scattered in the water.
For anti-deterioration agent of the present invention, extract tocopherol and forulic acid or derivatives thereof by containing, and form fine and stable emulsion with polyglyceryl fatty acid ester, can prevent the deterioration of flavor component, this is conclusive, and by the forulic acid or derivatives thereof being used for anti-deterioration agent of the present invention, the bad local flavors such as fermented flavour, rice bran flavor or astringent taste of forulic acid can have been suppressed to be derived from fully, thereby can be used in the beverage/food that is difficult to use separately forulic acid, enlarged the scope of application.
Be used in combination with tea extraction by containing the emulsion that extracts tocopherol and forulic acid or derivatives thereof and use polyglyceryl fatty acid ester to form, can improve above-mentioned effect, also can significantly improve the effect of the flavor component deterioration that prevents that heat, oxygen, light etc. from causing, the stench that produces because of long preservation or the inhibition effect of smell component to the forulic acid or derivatives thereof.
Anti-deterioration agent of the present invention is the extraction tocopherol of d-Delta-Tocopherol and forulic acid or derivatives thereof by containing more than 45% in whole tocopherols, and be formed in oiliness emulsion in water and/or the polyalcohol with polyglyceryl fatty acid ester, perhaps be used in combination with tea extraction again, can obtain required effect, also can also be used in combination with known antioxidant as required.Example has oil-soluble inhibitor (Licorice oil extract, the sesame oil unsaponifiable matter, γ-Hi-Z, the rapeseed oil extract, the L-acid ascorbyl ester), water soluble antioxidant (L-ascorbic acid, the L-sodium ascorbate, arabo-ascorbic acid, sodium isoascorbate, gallic acid, chlorogenic acid, enzyme treated rutin, grape kind seed extract, Rosmarinus officinalis extract, Helianthi extract, Quercetin, the red bayberry extract, the edible canna extract, blueberry extract etc.) or be insoluble in water, antioxidant (the houttuynia extract of oil, the cotton extract, the allspice extract), metal-chelator (gluconic acid, kojic acid, phytic acid, polyphosphoric acid, chitin, chitosan etc.), amino acids, organic acid or its esters such as citric acid, aurantiamarin, hesperetin etc., these materials can be used alone, and also can multiplely be used in combination.
[2] anti-deterioration agent 2
Anti-deterioration agent 2 of the present invention is the oiliness emulsions in water and/or polyalcohol, contain (A) all in tocopherols 45% weight above for the extraction tocopherol of d-Delta-Tocopherol, (B) forulic acid and/or its derivative and (C) HLB be emulsifying agent more than 9.
The employed extraction tocopherol of this programme, forulic acid and derivative thereof, water, polyalcohol, tea extraction, other one-tenth grade, all the situation with above-mentioned anti-deterioration agent 1 is the same for their preferred configuration and their content.
Used emulsifying agent is the general name of the compound of interior possess hydrophilic property group of same molecule and lipophile group, preferably hydrophilic compounds in this programme.The hydrophily of emulsifying agent, oil loving degree are realization the object of the invention with HLB (hydrophilic lipophilic balance) expression, and preferably HLB is more than 9, is preferably more than 12, more preferably more than 14.If HLB less than 9, then can not make the antioxidant composition fine dispersion in water, anti-degradation effects variation.Acquiring method to HLB is not particularly limited, and can utilize existing the whole bag of tricks.For example under the situation of ester type emulsifying agent, can obtain by following formula by saponification number and the acid number that constitutes aliphatic acid.
HLB＝20×(1-S/A)
S: saponification number
A: the acid number that constitutes aliphatic acid
Only having polyoxyethylene chain can obtain by following formula as the material of hydrophilic radical.
HLB＝E/5
E: the weight rate of polyoxyethylene groups
Except that these algorithmic approach, can also ask HLB by experiment.That is, emulsifying agent that HLB is known and the emulsifier combination of HLB the unknown, grease and water and milkization that HLB is known, the material of the mixing ratio that selected emulsified state is best is obtained by following formula.
{(Wu×HLBu)+(Wa×HLBa)｝/{Wu+Wa｝＝HLBo
The weight rate of the emulsifying agent of Wu:HLB the unknown
The weight rate of the emulsifying agent that Wa:HLB is known
The HLB of the emulsifying agent of HLBu:HLB the unknown (HLB of the emulsifying agent of asking)
The HLB of the emulsifying agent that HLBa:HLB is known
HLBo: the needed HLB of grease
HLB is that the common emulsifying agent example more than 9 has synthetic emulsifiers such as polyglyceryl fatty acid ester, sucrose fatty ester, stearoyl lactate, CSL, polyoxyethylene deriv, soap; also have enzymolysis lecithin, hydrogenation enzymolysis lecithin, hydroxylated lecithin, phosphatidyl glycerol, phosphatidic acid, acetylation lecithin etc. that the lecithin class of natural origin is carried out the lecithin derivative that obtains after chemistry or enzyme are handled, the saponins of natural origins such as soyasaponin, soapbark saponin(e etc.Can use soybean, rice, rapeseed, safflower etc. to come from the material of plant or yolk, brain etc. and come from the material of animal as the lecithin source.
The emulsifying agent of selling on the market normally contains the mixture of various molecular species, only contains minute quantity and possesses the composition of realizing the necessary function of purpose.Therefore, have to use a large amount of unnecessary emulsifying agents, this makes preparation become unstable on the contrary.In this case, the molecular species narrow distribution of sucrose fatty ester can obtain to contain the material of the molecular species that is suitable for realizing purpose in a large number, so especially preferably use.
Polyoxyethylene deriv can be introduced oily matter in its polyoxyethylene chain.Therefore, in order to bring into play the excellent effect that makes the miniaturization of emulsification particle diameter, the present invention especially preferably utilizes sucrose fatty ester and polyoxyethylene.
Sucrose fatty ester of the present invention is to have as combine with sucrose as the hydrophilic radical compound of the structure that forms of the aliphatic acid of lipophile group.The formation aliphatic acid of sucrose fatty ester is the saturated or unrighted acid of the straight or branched of carbon number 8-22, can be the unification compound, also can be mixture.Esterification degree is not particularly limited, but low esterification degree, material that monoester content is high are better.Preferred monoester content is the above material of 85% weight, and more preferably monoester content is the above material of 90% weight.Monoester content is more than 85% weight, and when then being used for transparent beverage, acidic beverages food, precipitation or muddy can not take place long preservation yet, so preferred.
Polyoxyethylene deriv of the present invention is the emulsifying agent that comprises lipophile group and hydrophilic radical, described lipophile group is made of the saturated or unsaturated alkyl of straight or branched, and described hydrophilic radical has polyoxyethylene chain or part-structure has polyoxyethylene chain.Compound in this category for example has: polyoxyethylene alkyl ether, polyoxyethylene alkyl phenyl ether, fatty acid polyethylene glycol ester, aliphatic acid polyethenoxy Isosorbide Dinitrate etc.Wherein, because of the completeness height of aliphatic acid polyethenoxy Isosorbide Dinitrate, so can preferably use.Constitute kind, addition molal quantity and the polyoxyethylene chain length of aliphatic acid by conversion, can prepare aliphatic acid polyethenoxy Isosorbide Dinitrate of different nature, its kind is not particularly limited, and HLB is that the material more than 9 for example can be emulsifying agents such as polysorbate 65, polyoxyethylene sorbitan monoleate, polysorbate 60, polysorbate 40, polysorbate 20.
The emulsifying agent that is used for this anti-deterioration agent of emulsification is not only limited to sucrose fatty ester or polyoxyethylene deriv, these two kinds of materials can be used in combination, or further be used in combination with one or more other emulsifying agents.Such emulsifying agent for example has a fatty acid glyceride, polyglyceryl fatty acid ester, organic acid monoglyceryl ester, monoglyceride derivative, methyl glycol fatty acid ester, fatty acid esters of sorbitan, enzymolysis lecithin, soapbark extract etc.
To HLB in this programme is that the content of emulsifying agent in anti-deterioration agent 2 more than 9 is not particularly limited, but is preferably 0.1-30% weight, more preferably 0.5-10% weight.
In the preparation section of above-mentioned anti-deterioration agent 1, by with above-mentioned HLB be any emulsifying agent more than 9 replace polyglyceryl fatty acid ester or with the polyglyceryl fatty acid ester be must composition emulsifying agent, can with the anti-deterioration agent 1 the same anti-deterioration agent 2 for preparing this programme.And the preferred form of the average grain diameter of emulsified particles and assay method thereof are too.By such preparation anti-deterioration agent 2, can obtain with anti-deterioration agent 1 in the identical effect of effect put down in writing.And described effect can be improved by being used in combination with tea extraction.As required, also can be used in combination aforesaid known antioxidant.
Next, beverage/food spices of the present invention is described.This spices can roughly be divided into two classes.Below, be that spices 1, second form are that spices 2 describes to beverage/food spices of the present invention with first form.
[1] spices 1
Spices 1 is the beverage/food spices that contains above-mentioned anti-deterioration agent.Beverage/food fragrance component used among the present invention is not particularly limited, for example can be with the spices that one or more are selected from essential oil, essential oil extract, oleo-resins, recovery essence, separate natural perfume material material such as spices or alcohols, the material of synthetic perfume raw materials such as ester class, aldehydes, ketone, lactone mixes, form can be spices such as oil-soluble spices, water soluble flavours, emulsify perfume, powder perfume for example.Oil-soluble, water soluble flavours composition can be distinguished use separately, also can be used in combination.The oil-soluble fragrance component is meant the material that is grouped into by water-fast one-tenth.
Mixed method to anti-deterioration agent of the present invention and these fragrance components is not particularly limited, but in order effectively to suppress the deterioration of fragrance component, can before the emulsification anti-deterioration agent, the oil-soluble fragrance component be mixed with the extraction tocopherol in advance, and the water soluble flavours composition is mixed after emulsification.
Mixed proportion to anti-deterioration agent of the present invention and these fragrance components is not particularly limited, this ratio is different and different according to the fragrance component composition of beverage/food spices, the kind of used beverage/food etc., can't stipulate without exception, but usually preferred fragrance component: anti-deterioration agent (weight ratio) is with 99: 1-1: 99 scope is mixed.
[2] spices 2
Spices 2 is emulsify perfume of beverage/food, contains to be extraction tocopherol, catechin and the polyglyceryl fatty acid ester of d-Delta-Tocopherol in whole tocopherols more than 45% weight.
In the spices 2 used extraction tocopherol, polyglyceryl fatty acid ester, other one-tenth grade and their preferred configuration all the situation with above-mentioned anti-deterioration agent 1 is the same.
Be not particularly limited extracting the content of tocopherol in spices 2, but consider, be preferably 0.01-10% weight from emulsion stability.0.1-5% weight more preferably.
Spices 2 is the same with above-mentioned spices 1, can use any spices of oil-soluble fragrance component or water soluble flavours composition, and oil-soluble, water soluble flavours composition can use separately separately, also can be used in combination.Preferred fragrance component is the oil-soluble fragrance component.The oil-soluble fragrance component is not particularly limited, the essential oil or the caffeol of oranges and tangerines series such as lemon, citrus essential oil, the wet goods of suckling are specifically arranged.Oil-soluble, water soluble flavours composition can be the composition that comes from natural materials, synthetic, and be unqualified to this.The method of adding fragrance component is not particularly limited, and the oil-soluble fragrance component can mix with the extraction tocopherol before emulsification in advance, and the water soluble flavours composition can add after emulsification.
Used catechin can contain at least a above following substances in the spices 2: (+)-catechin, (-)-epicatechin, (+)-nutgall catechin, (-)-epigallocatechin, (-)-catechin and gallate, (-)-L-Epicatechin gallate, (-)-nutgall catechin gallic acid ester, (-)-Epigallo-catechin gallate (EGCG).Kind as the plant of raw material is not particularly limited, and its representative example has tealeaves, avocado pericarp, cocoa bean, apple etc.Wherein be the tea catechin of raw material,, and consider it also is preferred from industrial supply side because of the catechin content height in the tealeaves with tealeaves.Catechin can use with the plant extracts form, this extract for example can with used the same preparation of tea extract in the above-mentioned anti-deterioration agent 1.Catechin content in this extract is not particularly limited, but contains more than 60% weight in the preferred extract, more preferably contain the above catechin of 70% weight.
Catechin content in the spices 2 is not particularly limited, considers, be preferably 0.01-10% weight from the emulsion stability of emulsify perfume.0.1-5% weight more preferably.
Polyglyceryl fatty acid ester content in this programme spices 2 is not particularly limited, is preferably 0.1-30% weight, more preferably 0.5-10% weight.
Preparation method to this programme spices 2 is not particularly limited, for example can preferably adopt and make polyglyceryl fatty acid ester or be that the emulsifiers dissolve of essential composition is in polyalcohol with the polyglyceryl fatty acid ester, add then and contain the oil phase that extracts tocopherol, the method for carrying out emulsification with emulsifier unit.Emulsifier unit is not particularly limited, can uses aforesaid various device.Interpolation catechin whenever that can be before and after the emulsification when adding after emulsification, adds after being dissolved in the polyalcohol etc. in advance relatively good again.Can also in the spices 2 of this programme, mix the known antioxidant put down in writing in the above-mentioned anti-deterioration agent 1, metal-chelator etc.
Below beverage/food of the present invention is described.
[1] beverage/food
Beverage/food of the present invention is to contain above-mentioned anti-deterioration agent or above-mentioned spices and the beverage/food that forms.
Among the present invention, beverage/food is not particularly limited, to all flavor components because of heat, oxygen, the influence of light etc. and the beverage/food of deterioration can both play a role, for example there is not the fruit juice beverage, contain fruit drink, vegetable beverage, sour milk beverage, tea beverage, soda, coffee beverage, soup juice beverage, alcoholic beverage, the beverage that contains mineral matter, the beverage that contains vitamin, the beverage classes such as beverage that contain functional food ingredient, soyabean milk beverage, milk beverage, sour milk beverage, acidified milk, condensed milk, concentrate breast, yogurt, breasts such as ice cream and be the goods of primary raw material with the breast, jelly, what the milk wet goods was made freezes dessert, various Dessert food such as pudding, chocolate, caramel, various cakes such as leisure snacks, seasoning soup juice, condiments juice, various flavorings such as baste, foods packed in carton containers food etc. have mixed up the food of flavor and other instant food etc.Anti-deterioration agent of the present invention or beverage/food spices can be preferred for various beverages, Dessert food.
The addition of anti-deterioration agent of the present invention in beverage/food is not particularly limited, can change according to composition purity, mixed proportion in the used anti-deterioration agent and the beverage/food kind of being added, the angle that fully suppresses the fragrance component deterioration of not associating is considered, the preferred usually 0.005-0.5% weight of adding in the composition of beverage/food.More preferably 0.01-0.3% weight.More than 0.005% weight, then can fully obtain required effect, below 0.5% weight, then the fragrance of anti-deterioration agent does not influence the taste of beverage/food, thereby preferred.
On the other hand, the addition of spices of the present invention in beverage/food is not particularly limited, addition with the fragrance component in the spices form, the kind of used beverage/food etc. is different and different, can not stipulate without exception, the angle that suitably embodies fragrance of not associating is considered, usually wish in the composition of beverage/food, to be 0.001-1.0% weight, be preferably 0.01-0.5% weight.
Below, the present invention is described in detail on the basis of embodiment, but the present invention has more than and is defined in these embodiment.Hereinafter " % " otherwise all is meant " % weight " unless otherwise indicated.
Embodiment 1-1
(sun chemistry (strain) is produced as the new penta triol mono-myristate of polyglyceryl fatty acid ester to add 2g in as the glycerine (Japanese grease (strain) production) of polyalcohol to 95g, the HLB value is 14, polyglycereol contains 45% new penta triol in forming) and the 2g forulic acid (ferulaic acid content is more than 98%, building food picked from the fields product industry (strain) produces), be heated to 65 ℃ of dissolvings.Get 1g and extract tocopherol ( マ biochemical (strain) production, d-Delta-Tocopherol content is 86%) as oil phase, it is joined in the polyalcohol, and the rotating speed of going up with 7000rpm at homogenizer (special machine chemical industry (strain) manufacturing) makes its emulsification, obtains the anti-deterioration agent of product 1 of the present invention.
Embodiment 1-2
(sun chemistry (strain) is produced as the new penta triol mono-myristate of polyglyceryl fatty acid ester to add 2g in as the glycerine (Japanese grease (strain) production) of polyalcohol to 95g, the HLB value is 14, polyglycereol contains 45% new penta triol in forming), (ferulaic acid content is more than 98% to the 1g forulic acid, building food picked from the fields product industry (strain) produces) and 1g green-tea extract (trade name: サ Application Off エ ノ Application BG, catechin content is 70%, sun chemistry (strain) is produced), be heated to 65 ℃ of dissolvings.Get 1g and extract tocopherol ( マ biochemical (strain) production, Delta-Tocopherol content is 86%) as oil phase, it is joined in the polyalcohol, and the rotating speed of going up with 7000rpm at homogenizer (special machine chemical industry (strain) manufacturing) makes its emulsification, obtains the anti-deterioration agent of product 2 of the present invention.
Embodiment 1-3
(sun chemistry (strain) is produced as the new penta triol mono-myristate of polyglyceryl fatty acid ester to add 2g in as the glycerine (Japanese grease (strain) production) of polyalcohol to 95g, the HLB value is 13, polyglycereol contains 15% new penta triol in forming), (ferulaic acid content is more than 98% to the 1g forulic acid, building food picked from the fields product industry (strain) produces) and 1g green-tea extract (trade name: サ Application Off エ ノ Application BG, catechin content is 70%, sun chemistry (strain) is produced), be heated to 65 ℃ of dissolvings.Get 1g and extract tocopherol ( マ biochemical (strain) production, Delta-Tocopherol content is 86%) as oil phase, it is joined in the polyalcohol, and the rotating speed of going up with 7000rpm at homogenizer (special machine chemical industry (strain) manufacturing) makes its emulsification, obtains the anti-deterioration agent of product 3 of the present invention.
Embodiment 1-4
(sun chemistry (strain) is produced as the new penta triol monooleate of polyglyceryl fatty acid ester to add 5g in as the glycerine (Japanese grease (strain) production) of polyalcohol to 80g, the HLB value is 14, polyglycereol contains 45% new penta triol in forming), (ferulaic acid content is more than 98% to the 2g forulic acid, building food picked from the fields product industry (strain) produces) and 3g green-tea extract (trade name: サ Application Off エ ノ Application BG, catechin content is 70%, sun chemistry (strain) is produced), be heated to 65 ℃ of dissolvings.Get 10g and extract tocopherol ( マ biochemical (strain) production, Delta-Tocopherol content is 86%) as oil phase, it is joined in the polyalcohol, and the rotating speed of going up with 7000rpm at homogenizer (special machine chemical industry (strain) manufacturing) makes its emulsification, obtains the anti-deterioration agent of product 4 of the present invention.
Comparative example 1-1
(sun chemistry (strain) is produced as the citric acid glyceryl monostearate of organic acid mono-glyceride to add 2g in as the glycerine (Japanese grease (strain) production) of polyalcohol to 95g, the HLB value is 8) and the 2g forulic acid (ferulaic acid content is more than 98%, building food picked from the fields product industry (strain) produces), be heated to 65 ℃ of dissolvings.Get 1g and extract tocopherol ( マ biochemical (strain) production, Delta-Tocopherol content is 86%) as oil phase, it is joined in the polyalcohol, and the rotating speed of going up with 7000rpm at homogenizer (special machine chemical industry (strain) manufacturing) makes its emulsification, obtains the anti-deterioration agent of comparative product 1.
Comparative example 1-2
(sun chemistry (strain) is produced to add the 2g soybean lecithin to 95g in as the glycerine (Japanese grease (strain) production) of polyalcohol, the HLB value is 7), (ferulaic acid content is more than 98% to the 1g forulic acid, building food picked from the fields product industry (strain) produces) and 1g green-tea extract (trade name: サ Application Off エ ノ Application BG, catechin content is 70%, sun chemistry (strain) is produced), be heated to 65 ℃ of dissolvings.Get 1g and extract tocopherol ( マ biochemical (strain) production, Delta-Tocopherol content is 86%) as oil phase, it is joined in the polyalcohol, and the rotating speed of going up with 7000rpm at homogenizer (special machine chemical industry (strain) manufacturing) makes its emulsification, obtains the anti-deterioration agent of comparative product 2.
Comparative example 1-3
(Off-ズ of Mitsubishi Chemical (strain) produces as the sucrose stearate of sucrose fatty ester to add 2g in as the glycerine (Japanese grease (strain) production) of polyalcohol to 95g, the HLB value is 8), (ferulaic acid content is more than 98% to the 1g forulic acid, building food picked from the fields product industry (strain) produces) and 1g green-tea extract (trade name: サ Application Off エ ノ Application BG, catechin content is 70%, sun chemistry (strain) is produced), be heated to 65 ℃ of dissolvings.Get 1g and extract tocopherol ( マ biochemical (strain) production, Delta-Tocopherol content is 86%) as oil phase, it is joined in the polyalcohol, and the rotating speed of going up with 7000rpm at homogenizer (special machine chemical industry (strain) manufacturing) makes its emulsification, obtains the anti-deterioration agent of comparative product 3.
Comparative example 1-4
To 95g add 2g gum arabic (three association's food industry (strain) are produced) in as the glycerine (Japanese grease (strain) production) of polyalcohol, (ferulaic acid content is more than 98% to the 1g forulic acid, building food picked from the fields product industry (strain) produces) and 1g green-tea extract (trade name: サ Application Off エ ノ Application BG, catechin content is 70%, sun chemistry (strain) is produced), be heated to 65 ℃ of dissolvings.Get 1g and extract tocopherol ( マ biochemical (strain) production, Delta-Tocopherol content is 86%) as oil phase, it is joined in the polyalcohol, and the rotating speed of going up with 7000rpm at homogenizer (special machine chemical industry (strain) manufacturing) makes its emulsification, obtains the anti-deterioration agent of comparative product 4.
Embodiment 1-5
10% fructose Glucose Liquid sugar, 0.25% citric acid and 0.05% natrium citricum are dissolved in 90% water, make Bx. and be 7.5, pH is 2.8 sour liquid glucose.Respectively gained product 1-4 of the present invention among the 0.1% embodiment 1-1 to 1-4 is added in this acid liquid glucose, be warming up to 93 ℃, carry out heat sterilization, hot charging obtains the sour liquid glucose of product 5-8 of the present invention after the cooling in water white vial then.In addition, add 0.1% comparative example 1-1 to 1-4 gained comparative product 1-4 respectively and replace product 1-4 of the present invention, obtain the sour liquid glucose of comparative product 5-8.
Test example 1
Contain the absorbance of sour liquid glucose under the 650nm wavelength of each anti-deterioration agent with spectrophotometric determination embodiment 1-5 gained, with this as its turbidity, its state of visual detection.(ベ Star Network マ Application コ-Le -society makes: L-230) measure its average grain diameter with sedimentograph.Should preserve for 2 weeks at 55 ℃ for the acid liquid glucose, same turbidity, the average grain diameter of measuring after preserving, its state of visual detection then.
Table 1
After the preparation immediately After 55 ℃ of 2 weeks of preservation
Turbidity (visual) Average grain diameter (μ m) Turbidity (visual) Average grain diameter (μ m)
Product 5 of the present invention (0.0028 transparent) ??0.087 (0.0026 transparent) ??0.085
Product 6 of the present invention (0.0030 transparent) ??0.09 (0.0031 transparent) ??0.089
Product 7 of the present invention (0.0401 translucent) ??0.525 (0.0453 translucent) ??0.529
Product 8 of the present invention (0.1027 translucent) ??0.846 (0.1045 translucent) ??0.852
Comparative product 5 (0.1846 precipitation is arranged) ??15.79 Separate, can't measure Separate, can't measure
Comparative product 6 (0.0610 precipitation is arranged) ??22.49 Separate, can't measure Separate, can't measure
Comparative product 7 (1.0781 gonorrhoea) ??1.547 (2.846 gonorrhoea, top adularescent separating layer) ??3.827
Comparative product 8 (1.3950 gonorrhoea) ??2.395 Separate, can't measure Separate, can't measure
As shown in Table 1, product of the present invention is compared with comparative product, and the emulsification particle diameter is below the 1 μ m, and separation after 55 ℃ of 2 weeks of preservation, also occurs and wait state, be stable.
The anti-deterioration agent of comparative product 1-4 becomes inhomogeneous in the preservation process, can see the acicular crystal that is considered to from forulic acid, and situations such as separation, crystallization do not appear in the anti-deterioration agent of product 1-4 of the present invention, are stable.
Comparative example 1-5
(sun chemistry (strain) is produced as the new penta triol mono-myristate of polyglyceryl fatty acid ester to add 2g in as the glycerine (Japanese grease (strain) production) of polyalcohol to 95g, the HLB value is 14, polyglycereol contains 45% new penta triol in forming) and the 3g forulic acid (ferulaic acid content is more than 98%, building food picked from the fields product industry (strain) produces), be heated to 65 ℃ of dissolvings.The rotating speed of going up with 7000rpm at homogenizer (special machine chemical industry (strain) manufacturing) makes its emulsification, obtains the anti-deterioration agent of comparative product 9.
Comparative example 1-6
(sun chemistry (strain) is produced as the new penta triol mono-myristate of polyglyceryl fatty acid ester to add 2g in as the glycerine (Japanese grease (strain) production) of polyalcohol to 95g, the HLB value is 14, polyglycereol contains 45% new penta triol in forming), be heated to 65 ℃ of dissolvings.Get 3g and extract tocopherol ( マ biochemical (strain) production, Delta-Tocopherol content is 86%) as oil phase, it is joined in the polyalcohol, and the rotating speed of going up with 7000rpm at homogenizer (special machine chemical industry (strain) manufacturing) makes its emulsification, obtains the anti-deterioration agent of comparative product 10.
Comparative example 1-7
(sun chemistry (strain) is produced as the new penta triol mono-myristate of polyglyceryl fatty acid ester to add 2g in as the glycerine (Japanese grease (strain) production) of polyalcohol to 95g, the HLB value is 14, polyglycereol contains 45% new penta triol in forming) and 3g green-tea extract (trade name: サ Application Off エ ノ Application BG, catechin content is 70%, sun chemistry (strain) is produced), be heated to 65 ℃ of dissolvings.The rotating speed of going up with 7000rpm at homogenizer (special machine chemical industry (strain) manufacturing) makes its emulsification, obtains the anti-deterioration agent of comparative product 11.
Comparative example 1-8
(sun chemistry (strain) is produced as the new penta triol mono-myristate of polyglyceryl fatty acid ester to add 2g in as the glycerine (Japanese grease (strain) production) of polyalcohol to 95g, the HLB value is 14, polyglycereol contains 45% new penta triol in forming) and (キ リ ヤ chemistry (strain) production of 2g enzyme treated rutin, enzyme treated rutin 50%), be heated to 65 ℃ of dissolvings.Get 1g and extract tocopherol ( マ biochemical (strain) production, Delta-Tocopherol content is 86%) as oil phase, it is joined in the polyalcohol, and the rotating speed of going up with 7000rpm at homogenizer (special machine chemical industry (strain) manufacturing) makes its emulsification, obtains the anti-deterioration agent of comparative product 12.
Comparative example 1-9
(sun chemistry (strain) is produced as the new penta triol mono-myristate of polyglyceryl fatty acid ester to add 2g in as the glycerine (Japanese grease (strain) production) of polyalcohol to 95g, the HLB value is 14, polyglycereol contains 45% new penta triol in forming) and (three Rong Yuan エ Off エ Off ア イ (dwarf) production of 2g red bayberry extract, red bayberry extract 20%), be heated to 65 ℃ of dissolvings.Get 1g and extract tocopherol ( マ biochemical (strain) production, Delta-Tocopherol content is 86%) as oil phase, it is joined in the polyalcohol, and the rotating speed of going up with 7000rpm at homogenizer (special machine chemical industry (strain) manufacturing) makes its emulsification, obtains the anti-deterioration agent of comparative product 13.
Embodiment 1-6
10% granulated sugar, 0.15% citric acid and 0.02% natrium citricum, 0.1% lemon extract are dissolved in 90% water, make Bx. and be 7.5, pH is 3 lemon beverage base-material.Respectively gained product 1-3 of the present invention among the 0.1% embodiment 1-1 to 1-3 is added in this lemon beverage base-material, be warming up to 93 ℃, carry out heat sterilization, hot charging obtains the lemon beverage of product 9-11 of the present invention after the cooling in water white polyester (PET) bottle then.In addition, add 0.1% comparative example 1-5 to 1-9 gained comparative product 9-13 respectively and replace product 1-3 of the present invention, obtain the lemon beverage of comparative product 14-18.The same operation makes the lemon beverage of the comparative product 19 that does not contain product 1 of the present invention.
Test routine 1-2
Each lemon beverage of embodiment 1-6 gained is placed 8 hours (23 ℃ of mean temperatures) under the sunlight direct projection, be standard with the test portion that is kept in 5 ℃ of refrigerators (lucifuge) then, fragrance carried out sensory evaluation with respect to the degradation of standard test portion by 10 judge personnel that experience all sorts of training.Its result is as shown in table 2.
Table 2
Sensory evaluation Citral survival rate (%)
Product 9 of the present invention ??4.2 ??85
Product 10 of the present invention ??4.8 ??90
Product 11 of the present invention ??4.3 ??81
Comparative product 14 ??1.3 ??42
Comparative product 15 ??1.9 ??28
Comparative product 16 ??3.0 ??49
Comparative product 17 ??2.4 ??34
Comparative product 18 ??2.1 ??30
Comparative product 19 ??1.2 ??26
The evaluation score of table 2 is the average marks by the personnel that respectively estimate of following benchmark marking.
(metewand)
The same with stored refrigerated test portion (no change): 5 minutes
Compare with stored refrigerated test portion, a little a little change: 4 minutes
Compare with stored refrigerated test portion, a small amount of variation is arranged: 3 minutes
Compare with stored refrigerated test portion, great changes have taken place: 2 minutes
Compare with stored refrigerated test portion, have significant change: 1 minute
Measure the amount of the peculiar flavor component-citrals of citrus such as lemon by high performance liquid chromatography (HPLC), with the degree of its survival rate as the local flavor deterioration.The survival rate of citral is high more, and expression local flavor deterioration is few more.Its result is as shown in table 2.
The condition determination of citral amount is as described below.
(condition determination)
Device: CLASS-LC10 (Shimadzu Seisakusho Ltd.'s manufacturing)
Post: CAPCELL PAK C18UG120 (SHISEUIDO)
Eluent: 60% methanol
Flow velocity: 1ml/ minute
Detect wavelength: UV 240nm
Calculate citral survival rate (%) with following formula.
The citral amount of stored refrigerated test portion: A
The citral amount of test portion: B is penetrated in illumination
(B/A) * 100=citral survival rate (%)
As shown in Table 2, product of the present invention is compared with comparative product, can effectively prevent the local flavor deterioration that causes because of light.Product of the present invention is compared with comparative product, and the survival rate height of flavor component-citral of lemon has effectively been kept the fresh flavor of lemon.
Embodiment 1-7
Add new penta triol monostearate (sun chemistry (strain) production of 5g to 80g in as the reduction starch syrup of polyalcohol (east and change into industry (strain) produce) as polyglyceryl fatty acid ester, the HLB value is 14, polyglycereol contains 45% new penta triol in forming) and the 5g forulic acid (ferulaic acid content is more than 98%, building food picked from the fields product industry (strain) produces), be heated to 65 ℃ of dissolvings.5g coffee oily perfume (ア イ エ Off エ Off Japan (strain) production) is extracted tocopherol with 5g, and ( マ biochemical (strain) produces, Delta-Tocopherol content is 86%) mix, with this as oil phase, it is joined in the polyalcohol, the rotating speed of going up with 7000rpm at homogenizer (special machine chemical industry (strain) manufacturing) makes its emulsification, obtains the coffee emulsify perfume of product 12 of the present invention.
Embodiment 1-8
Add new penta triol monostearate (sun chemistry (strain) production of 5g to 80g in as the reduction starch syrup of polyalcohol (east and change into industry (strain) produce) as polyglyceryl fatty acid ester, the HLB value is 14, polyglycereol contains 45% new penta triol in forming), (ferulaic acid content is more than 98% to the 2g forulic acid, building food picked from the fields product industry (strain) produces) and 3g green-tea extract (trade name: サ Application Off エ ノ Application BG, catechin content is 70%, sun chemistry (strain) is produced), be heated to 65 ℃ of dissolvings.5g coffee oily perfume (ア イ エ Off エ Off Japan (strain) production) is extracted tocopherol with 5g, and ( マ biochemical (strain) produces, Delta-Tocopherol content is 86%) mix, with this as oil phase, it is joined in the polyalcohol, the rotating speed of going up with 7000rpm at homogenizer (special machine chemical industry (strain) manufacturing) makes its emulsification, obtains the coffee emulsify perfume of product 13 of the present invention.
Comparative example 1-10
Add new penta triol monostearate (sun chemistry (strain) production of 5g to 90g in as the reduction starch syrup of polyalcohol (east and change into industry (strain) produce) as polyglyceryl fatty acid ester, the HLB value is 14, polyglycereol contains 45% new penta triol in forming), be heated to 65 ℃ of dissolvings.Get 5g coffee oily perfume (ア イ エ Off エ Off Japan (strain) production) as oil phase, it is joined in the polyalcohol, the rotating speed of going up with 7000rpm at homogenizer (special machine chemical industry (strain) manufacturing) makes its emulsification, obtains the coffee emulsify perfume of comparative product 20.
Comparative example 1-11
Add new penta triol monostearate (sun chemistry (strain) production of 5g to 80g in as the reduction starch syrup of polyalcohol (east and change into industry (strain) produce) as polyglyceryl fatty acid ester, the HLB value is 14, polyglycereol contains 45% new penta triol in forming) and the 10g forulic acid (ferulaic acid content is more than 98%, building food picked from the fields product industry (strain) produces), be heated to 65 ℃ of dissolvings.With 5g coffee oily perfume (ア イ エ Off エ Off Japan (strain) production) as oil phase, it is joined in the polyalcohol, the rotating speed of going up with 7000rpm at homogenizer (special machine chemical industry (strain) manufacturing) makes its emulsification, obtains the coffee emulsify perfume of comparative product 21.
Comparative example 1-12
Add new penta triol monostearate (sun chemistry (strain) production of 5g to 80g in as the reduction starch syrup of polyalcohol (east and change into industry (strain) produce) as polyglyceryl fatty acid ester, the HLB value is 14, polyglycereol contains 45% new penta triol in forming), be heated to 65 ℃ of dissolvings.5g coffee oily perfume (ア イ エ Off エ Off Japan (strain) production) is extracted tocopherol with 10g, and ( マ biochemical (strain) produces, Delta-Tocopherol content is 86%) mix, with this as oil phase, it is joined in the polyalcohol, the rotating speed of going up with 7000rpm at homogenizer (special machine chemical industry (strain) manufacturing) makes its emulsification, obtains the coffee emulsify perfume of comparative product 22.
Comparative example 1-13
Add new penta triol monostearate (sun chemistry (strain) production of 5g to 80g in as the reduction starch syrup of polyalcohol (east and change into industry (strain) produce) as polyglyceryl fatty acid ester, the HLB value is 14, polyglycereol contains 45% new penta triol in forming) and 10g green-tea extract (trade name: サ Application Off エ ノ Application BG, catechin content is 70%, sun chemistry (strain) is produced), be heated to 65 ℃ of dissolvings.Mix 5g coffee oily perfume (ア イ エ Off エ Off Japan (strain) production) as oil phase, it is joined in the polyalcohol, the rotating speed of going up with 7000rpm at homogenizer (special machine chemical industry (strain) manufacturing) makes its emulsification, obtains the coffee emulsify perfume of comparative product 23.
Comparative example 1-14
Add new penta triol monostearate (sun chemistry (strain) production of 5g to 80g in as the reduction starch syrup of polyalcohol (east and change into industry (strain) produce) as polyglyceryl fatty acid ester, the HLB value is 14, polyglycereol contains 45% new penta triol in forming) and (Chang Gu river spices (strain) production of the bright coffee bean extract of 10g, contain 30% chlorogenic acid), be heated to 65 ℃ of dissolvings.Get 5g coffee oily perfume (ア イ エ Off エ Off Japan (strain) production) as oil phase, it is joined in the polyalcohol, the rotating speed of going up with 7000rpm at homogenizer (special machine chemical industry (strain) manufacturing) makes its emulsification, obtains the coffee emulsify perfume of comparative product 24.
Comparative example 1-15
Add new penta triol monostearate (sun chemistry (strain) production of 5g to 80g in as the reduction starch syrup of polyalcohol (east and change into industry (strain) produce) as polyglyceryl fatty acid ester, the HLB value is 14, polyglycereol contains 45% new penta triol in forming) and 10g grape seed extract (キ ッ コ-マ Application (strain) production, preceding anthocyanidin is more than 38%), be heated to 65 ℃ of dissolvings.Get 5g coffee oily perfume (ア イ エ Off エ Off Japan (strain) production) as oil phase, it is joined in the polyalcohol, the rotating speed of going up with 7000rpm at homogenizer (special machine chemical industry (strain) manufacturing) makes its emulsification, obtains the coffee emulsify perfume of comparative product 25.
Test routine 1-3
The coffee emulsify perfume of gained comparative product 20-25 among product 12,13 of the present invention of gained among embodiment 1-7, the 1-8 and the comparative example 1-10 to 1-15 was preserved 2 months at 37 ℃, be standard to be kept at 5 ℃ of test portions in the refrigerator then, the fragrance degradation with respect to the standard test portion carried out sensory evaluation by 10 judge personnel that experience all sorts of training.Evaluation is given a mark according to the benchmark the same with test example 2.Its result is as shown in table 3.
Table 3
Coffee bean (PVC-Application ズ) mouthfeel Peculiar smell
Product 12 of the present invention ??4.2 ??4.1
Product 13 of the present invention ??4.5 ??4.8
Comparative product 20 ??1.3 ??1.2
Comparative product 21 ??2.1 ??2
Comparative product 22 ??2.6 ??3
Comparative product 23 ??2.4 ??2.3
Comparative product 24 ??2.4 ??2.5
Comparative product 25 ??1.9 ??1.7
As shown in Table 3, product of the present invention is compared with comparative product, can effectively prevent the fragrance deterioration in the preservation process, obviously suppresses the generation of peculiar smell foreign odor.
Embodiment 1-9
To 250g coffee bean (L value: add the boiling water of about 10 times of weight 18), obtain 2500g Bx. and be 2.5 coffee extract solution.Use this extract, according to following＜prescription 1 shown in ratio prepare coffee beverage.In this coffee beverage, add the coffee emulsify perfume of gained product 12,13 of the present invention among 0.1% embodiment 1-7, the 1-8 respectively, use homogenizer (150kg/cm then 2) make its homogeneous, carry out UHT sterilization (142 ℃, 30 seconds) after, be filled in the 350ml transparent polyester bottle, obtain being contained in the coffee beverage of the product of the present invention 14,15 in the polyester bottles.Add respectively that gained comparative product 20-25 replaces 0.1% product of the present invention 7,8 among the 0.1% comparative example 1-10 to 1-15, obtain being contained in the coffee beverage of the comparative product 26-31 in the polyester bottles.
＜prescription 1 〉
The raw material name Mixed proportion (%)
Coffee extract solution ??25
Granulated sugar ??6
Milk ??20
PH conditioning agent (sodium acid carbonate) ??0.06
Sugar ester (HLB:16) ??0.04
Water ??48.9
Add up to ??100.0
Test routine 1-4
Each coffee beverage that is contained in the polyester bottles of gained among the embodiment 1-9 is preserved 2 weeks, 1 month at 55 ℃, be standard with the test portion that is kept in 5 ℃ of refrigerators (lucifuge) then, the fragrance degradation with respect to the standard test portion carried out sensory evaluation by 10 judge personnel that experience all sorts of training.Evaluation is according to the benchmark marking the same with the routine 1-2 of test.Its result is as shown in table 4.
In addition, rein under the fluorescent lamp 20000 and preserved 1 month being contained in each coffee beverage in the polyester bottles, be standard with the test portion that is kept in 5 ℃ of refrigerators (lucifuge) then, the fragrance degradation with respect to the standard test portion carried out sensory evaluation by 10 judge personnel that experience all sorts of training.Evaluation is according to the benchmark marking the same with the routine 1-2 of test.Its result is as shown in table 4.
Table 4
55 ℃, 2 weeks 55 ℃, 2 months 20000 rein in, 1 month
Product 14 of the present invention ??4.6 ?4.0 ??4.6
Product 15 of the present invention ??4.8 ?4.6 ??4.7
Comparative product 26 ??1.3 ?1.0 ??1.1
Comparative product 27 ??1.8 ?1.2 ??2.9
Comparative product 28 ??3.1 ?2.6 ??2.8
Comparative product 29 ??2.4 ?1.7 ??2.7
Comparative product 30 ??2.2 ?1.5 ??2.7
Comparative product 31 ??1.6 ?1.1 ??1.7
As shown in Table 4, added the coffee flavour of the anti-deterioration agent of product of the present invention, can effectively prevent from the deterioration that causes because of light and heat from obviously to suppress the peculiar smell foreign odor that is produced by use.
After 2 months, its flavor variations is little 55 ℃ of preservations for product 15 of the present invention, even long preservation still can be given full play to anti-deterioration effect.
Embodiment 1-10
Add new penta triol monooleate (sun chemistry (strain) production of 2g to 91g in as the sorbierite of polyalcohol (east and change into industry (strain) produce) as polyglyceryl fatty acid ester, the HLB value is 13, polyglycereol contains 45% new penta triol in forming) and the 3g forulic acid (ferulaic acid content is more than 98%, building food picked from the fields product industry (strain) produces), be heated to 65 ℃ of dissolvings.1g coffee oily perfume (ア イ エ Off エ Off Japan (strain) production) is extracted tocopherol with 3g, and ( マ biochemical (strain) produces, Delta-Tocopherol content is 86%) mix, with this as oil phase, it is joined in the polyalcohol, the rotating speed of going up with 7000rpm at homogenizer (special machine chemical industry (strain) manufacturing) makes its emulsification, obtains the coffee emulsify perfume of product 16 of the present invention.
Embodiment 1-11
Add new penta triol monooleate (sun chemistry (strain) production of 2g to 91g in as the sorbierite of polyalcohol (east and change into industry (strain) produce) as polyglyceryl fatty acid ester, the HLB value is 13, polyglycereol contains 45% new penta triol in forming), (ferulaic acid content is more than 98% to the 2g forulic acid, building food picked from the fields product industry (strain) produces) and 1g green-tea extract (trade name: サ Application Off エ ノ Application BG, catechin content is 70%, sun chemistry (strain) is produced), be heated to 65 ℃ of dissolvings.1g milk oily perfume (ア イ エ Off エ Off Japan (strain) production) is extracted tocopherol with 3g, and ( マ biochemical (strain) produces, Delta-Tocopherol content is 86%) mix, with this as oil phase, it is joined in the polyalcohol, the rotating speed of going up with 7000rpm at homogenizer (special machine chemical industry (strain) manufacturing) makes its emulsification, obtains the coffee emulsify perfume of product 17 of the present invention.
Comparative example 1-16
Add new penta triol monooleate (sun chemistry (strain) production of 2g to 97g in as the sorbierite of polyalcohol (east and change into industry (strain) produce) as polyglyceryl fatty acid ester, the HLB value is 13, polyglycereol contains 45% new penta triol in forming), be heated to 65 ℃ of dissolvings.Get 1g milk oily perfume (ア イ エ Off エ Off Japan (strain) production) as oil phase, it is joined in the polyalcohol, the rotating speed of going up with 7000rpm at homogenizer (special machine chemical industry (strain) manufacturing) makes its emulsification, obtains the milk emulsify perfume of comparative product 32.
Comparative example 1-17
Add new penta triol monooleate (sun chemistry (strain) production of 2g to 91g in as the sorbierite of polyalcohol (east and change into industry (strain) produce) as polyglyceryl fatty acid ester, the HLB value is 14, polyglycereol contains 45% new penta triol in forming) and the 6g forulic acid (ferulaic acid content is more than 98%, building food picked from the fields product industry (strain) produces), be heated to 65 ℃ of dissolvings.Get 1g milk oily perfume (ア イ エ Off エ Off Japan (strain) production) as oil phase, it is joined in the polyalcohol, the rotating speed of going up with 7000rpm at homogenizer (special machine chemical industry (strain) manufacturing) makes its emulsification, obtains the milk emulsify perfume of comparative product 33.
Comparative example 1-18
Add new penta triol monooleate (sun chemistry (strain) production of 2g to 91g in as the sorbierite of polyalcohol (east and change into industry (strain) produce) as polyglyceryl fatty acid ester, the HLB value is 14, polyglycereol contains 45% new penta triol in forming), be heated to 65 ℃ of dissolvings.1g milk oily perfume (ア イ エ Off エ Off Japan (strain) production) is extracted tocopherol with 6g, and ( マ biochemical (strain) produces, Delta-Tocopherol content is 86%) mix, with this as oil phase, it is joined in the polyalcohol, the rotating speed of going up with 7000rpm at homogenizer (special machine chemical industry (strain) manufacturing) makes its emulsification, obtains the milk emulsify perfume of comparative product 34.
Comparative example 1-19
Add new penta triol monooleate (sun chemistry (strain) production of 2g to 91g in as the sorbierite of polyalcohol (east and change into industry (strain) produce) as polyglyceryl fatty acid ester, the HLB value is 14, polyglycereol contains 45% new penta triol in forming) and 6g green-tea extract (trade name: サ Application Off エ ノ Application BG, catechin content is 70%, sun chemistry (strain) is produced), be heated to 65 ℃ of dissolvings.Mix 1g milk oily perfume (ア イ エ Off エ Off Japan (strain) production), with this as oil phase, it is joined in the polyalcohol, and the rotating speed of going up with 7000rpm at homogenizer (special machine chemical industry (strain) manufacturing) makes its emulsification, obtains the milk emulsify perfume of comparative product 35.
Comparative example 1-20
Add new penta triol monooleate (sun chemistry (strain) production of 2g to 91g in as the sorbierite of polyalcohol (east and change into industry (strain) produce) as polyglyceryl fatty acid ester, the HLB value is 14, polyglycereol contains 45% new penta triol in forming) and (Mitsubishi Chemical's (strain) production of 3g Rosmarinus officinalis extract, contain 45% Rosmarinus officinalis extract), be heated to 65 ℃ of dissolvings.1g milk oily perfume (ア イ エ Off エ Off Japan (strain) production) is extracted tocopherol with 3g, and ( マ biochemical (strain) produces, Delta-Tocopherol content is 86%) mix, with this as oil phase, it is joined in the polyalcohol, the rotating speed of going up with 7000rpm at homogenizer (special machine chemical industry (strain) manufacturing) makes its emulsification, obtains the milk emulsify perfume of comparative product 36.
Comparative example 1-21
Add new penta triol mono-myristate (sun chemistry (strain) production of 2g to 91g in as the sorbierite of polyalcohol (east and change into industry (strain) produce) as polyglyceryl fatty acid ester, the HLB value is 14, polyglycereol contains 45% new penta triol in forming) and 3g ascorbic acid (limit, field pharmacy (strain) production), be heated to 65 ℃ of dissolvings.1g milk oily perfume (ア イ エ Off エ Off Japan (strain) production) is extracted tocopherol with 3g, and ( マ biochemical (strain) produces, Delta-Tocopherol content is 86%) mix, with this as oil phase, it is joined in the polyalcohol, the rotating speed of going up with 7000rpm at homogenizer (special machine chemical industry (strain) manufacturing) makes its emulsification, obtains the milk emulsify perfume of comparative product 37.
Embodiment 1-12
95g milk, 5g skimmed milk power are mixed, sterilize (90 ℃, 15 minutes), after the cooling (30-45 ℃), the inoculation starter.It is fermented to pH4.3, then the cooling, with it as the yogurt base-material.On the other hand, 16g granulated sugar, 1.2g pectin, 82.8g water are mixed, sterilize then (95 ℃, 5 minutes), with it as liquid syrup.When above-mentioned yogurt base-material is mixed with 1: 1 with liquid syrup, add the milk emulsify perfume of gained product 16,17 of the present invention among 0.1% embodiment 1-10, the 1-11 respectively, under germ-free condition with homogenizer and homogenizer (150kg/cm 2) homogenize.It is filled in the translucent plastic container (120ml), makes the sour cheese drink of product 18,19 of the present invention.Similarly, add respectively that gained comparative product 32-37 replaces 0.1% product of the present invention 16,17 among 0.1% the comparative example 1-16 to 1-21, obtain the sour cheese drink of comparative product 38-43.
Test routine 1-5
Each sour cheese drink of gained among the embodiment 1-12 is reined in preservation 2 weeks (5 ℃) under the fluorescent lamp 2000, be standard with the test portion that is kept in 5 ℃ of refrigerators (lucifuge) then, the fragrance degradation with respect to the standard test portion carried out sensory evaluation by 10 judge personnel that experience all sorts of training.Evaluation is according to the benchmark marking the same with the routine 1-2 of test.Its result is as shown in table 5.
Table 5
2000 rein in, 2 weeks
Product 18 of the present invention ??4.2
Product 19 of the present invention ??4.7
Comparative product 38 ??1.2
Comparative product 39 ??3.0
Comparative product 40 ??2.8
Comparative product 41 ??2.1
Comparative product 42 ??2.4
Comparative product 43 ??1.2
As shown in Table 5, compare, use the milk spices of the anti-deterioration agent added product of the present invention, can effectively prevent from the deterioration that causes because of light from significantly to suppress the peculiar smell foreign odor that is produced with comparative product.
Embodiment 1-13
With raw material according to following＜prescription 2 shown in ratio mix, heating for dissolving (90 ℃) is used homogenizer (150kg/cm then 2) carry out homogenize.The milk spices of gained product 16,17 of the present invention in wherein adding 0.1% embodiment 1-10,1-11 injects the plastic containers of 100ml capacity then, and what obtain product 20,21 of the present invention smears the tea napkin fourth.In addition, add respectively that gained comparative product 36-37 replaces 0.1% product of the present invention 16,17 among 0.1% the comparative example 1-16 to 1-21, what obtain comparative product 44-49 smears the tea napkin fourth.
＜prescription 2 〉
The raw material name Mixed proportion (%)
Milk ??30
Granulated sugar ??8
Skimmed milk power ??5.5
Whipping cream (constituents of milkfat 40%) ??4
Sweetened condensed whole milk ??0.5
Smear tea ??0.5
Gelling agent ??0.45
Salt ??0.05
Water ??51
Add up to ??100.0
Test routine 1-6
Gained among the embodiment 1-13 is respectively smeared the tea napkin fourth rein in 10 days (10 ℃) of preservation under the fluorescent lamp 2000, be standard with the test portion that is kept in 5 ℃ of refrigerators (lucifuge) then, the fragrance degradation with respect to the standard test portion carried out sensory evaluation by 10 judge personnel that experience all sorts of training.Evaluation is according to the benchmark marking the same with the routine 1-2 of test.Its result is as shown in table 6.
Table 6
2000 rein in, 10 days
Product 20 of the present invention ??4.4
Product 21 of the present invention ??4.8
Comparative product 44 ??1.5
Comparative product 45 ??2.3
Comparative product 46 ??3.0
Comparative product 47 ??2.1
Comparative product 48 ??2.4
Comparative product 49 ??1.7
As shown in Table 6, compare, use the milk spices of the anti-deterioration agent added product of the present invention, can effectively prevent from the deterioration that causes because of light from significantly to suppress the peculiar smell foreign odor that is produced with comparative product.
Embodiment 1-14
(sun chemistry (strain) is produced as the new penta triol monopalmitate of polyglyceryl fatty acid ester to add 3g in as the glycerine (Japanese grease (strain) production) of polyalcohol to 88g, the HLB value is 13, polyglycereol contains 45% new penta triol in forming) and the 3g forulic acid (ferulaic acid content is more than 98%, building food picked from the fields product industry (strain) produces), be heated to 65 ℃ of dissolvings.3g citrus essential oil (once field spices (strain) was produced) is extracted tocopherol with 3g, and ( マ biochemical (strain) produces, Delta-Tocopherol content is 86%) mix, with this as oil phase, it is joined in the polyalcohol, the rotating speed of going up with 7000rpm at homogenizer (special machine chemical industry (strain) manufacturing) makes its emulsification, obtains the citrus emulsify perfume of product 22 of the present invention.
Embodiment 1-15
(sun chemistry (strain) is produced as the new penta triol monopalmitate of polyglyceryl fatty acid ester to add 3g in as the glycerine (Japanese grease (strain) production) of polyalcohol to 88g, the HLB value is 13, polyglycereol contains 45% new penta triol in forming), (ferulaic acid content is more than 98% to the 2g forulic acid, building food picked from the fields product industry (strain) produces) and 2g green-tea extract (trade name: サ Application Off エ ノ Application BG, catechin content is 70%, sun chemistry (strain) is produced), be heated to 65 ℃ of dissolvings.3g citrus essential oil (once field spices (strain) was produced) is extracted tocopherol with 2g, and ( マ biochemical (strain) produces, Delta-Tocopherol content is 86%) mix, with this as oil phase, it is joined in the polyalcohol, the rotating speed of going up with 7000rpm at homogenizer (special machine chemical industry (strain) manufacturing) makes its emulsification, obtains the citrus emulsify perfume of product 23 of the present invention.
Comparative example 1-22
(sun chemistry (strain) is produced as the new penta triol monopalmitate of polyglyceryl fatty acid ester to add 3g in as the glycerine (Japanese grease (strain) production) of polyalcohol to 94g, the HLB value is 13, polyglycereol contains 45% new penta triol in forming), be heated to 65 ℃ of dissolvings., as oil phase it is joined in the polyalcohol with 3g citrus essential oil (once field spices (strain) was produced), the rotating speed of going up with 7000rpm at homogenizer (special machine chemical industry (strain) manufacturing) makes its emulsification, obtains the citrus emulsify perfume of comparative product 50.
Comparative example 1-23
(sun chemistry (strain) is produced as the new penta triol monopalmitate of polyglyceryl fatty acid ester to add 3g in as the glycerine (Japanese grease (strain) production) of polyalcohol to 88g, the HLB value is 13, polyglycereol contains 45% new penta triol in forming) and the 6g forulic acid (ferulaic acid content is more than 98%, building food picked from the fields product industry (strain) produces), be heated to 65 ℃ of dissolvings., as oil phase it is joined in the polyalcohol with 3g citrus essential oil (once field spices (strain) was produced), the rotating speed of going up with 7000rpm at homogenizer (special machine chemical industry (strain) manufacturing) makes its emulsification, obtains the citrus emulsify perfume of comparative product 51.
Comparative example 1-24
(sun chemistry (strain) is produced as the new penta triol monopalmitate of polyglyceryl fatty acid ester to add 3g in as the glycerine (Japanese grease (strain) production) of polyalcohol to 88g, the HLB value is 13, polyglycereol contains 45% new penta triol in forming), be heated to 65 ℃ of dissolvings.3g citrus essential oil (once field spices (strain) was produced) is extracted tocopherol with 6g, and ( マ biochemical (strain) produces, Delta-Tocopherol content is 86%) mix, with this as oil phase, it is joined in the polyalcohol, the rotating speed of going up with 7000rpm at homogenizer (special machine chemical industry (strain) manufacturing) makes its emulsification, obtains the citrus emulsify perfume of comparative product 52.
Comparative example 1-25
(sun chemistry (strain) is produced as the new penta triol monopalmitate of polyglyceryl fatty acid ester to add 3g in as the glycerine (Japanese grease (strain) production) of polyalcohol to 88g, the HLB value is 13, polyglycereol contains 45% new penta triol in forming) and 6g green-tea extract (trade name: サ Application Off エ ノ Application BG, catechin content is 70%, sun chemistry (strain) is produced), be heated to 65 ℃ of dissolvings.Get 3g citrus essential oil (once field spices (strain) was produced) and as oil phase, it is joined in the polyalcohol, the rotating speed of going up with 7000rpm at homogenizer (special machine chemical industry (strain) manufacturing) makes its emulsification, obtains the citrus emulsify perfume of comparative product 53.
Comparative example 1-26
(sun chemistry (strain) is produced as the new penta triol monostearate of polyglyceryl fatty acid ester to add 3g in as the glycerine (Japanese grease (strain) production) of polyalcohol to 88g, the HLB value is 13, polyglycereol contains 45% new penta triol in forming) and the 4g gallic acid, be heated to 65 ℃ of dissolvings.3g citrus essential oil (once field spices (strain) was produced) is extracted tocopherol with 2g, and ( マ biochemical (strain) produces, Delta-Tocopherol content is 86%) mix, with this as oil phase, it is joined in the polyalcohol, the rotating speed of going up with 7000rpm at homogenizer (special machine chemical industry (strain) manufacturing) makes its emulsification, obtains the citrus emulsify perfume of comparative product 54.
Comparative example 1-27
(sun chemistry (strain) is produced as the new penta triol monostearate of polyglyceryl fatty acid ester to add 3g in as the glycerine (Japanese grease (strain) production) of polyalcohol to 88g, the HLB value is 13, polyglycereol contains 45% new penta triol in forming) and the 4g sodium ascorbate, be heated to 65 ℃ of dissolvings.3g citrus essential oil (once field spices (strain) was produced) is extracted tocopherol with 2g, and ( マ biochemical (strain) produces, Delta-Tocopherol content is 86%) mix, with this as oil phase, it is joined in the polyalcohol, the rotating speed of going up with 7000rpm at homogenizer (special machine chemical industry (strain) manufacturing) makes its emulsification, obtains the citrus emulsify perfume of comparative product 55.
Embodiment 1-16
The juice (salinity=10%) that soaks that 80ml is commercially available mixes with 120ml grain vinegar (pure rice vinegar), makes the base-material of the Japanese local flavor baste of no oil type.To the embodiment 1-14, the 1-15 gained that wherein add 0.1% product 22,24 of the present invention, inject the plastic bottle of 100ml capacity then, obtain the Japanese local flavor baste of product 24,25 of the present invention.In addition, add respectively that gained comparative product 50-55 replaces 0.1% product of the present invention 22,23 among 0.1% the comparative example 1-22 to 1-27, obtain the Japanese local flavor citrus baste of comparative product 56-61.
Test routine 1-7
The citrus baste of each Japanese local flavor of gained among the embodiment 1-16 is reined in 2 months (10 ℃) of preservation under the fluorescent lamp 1500, be standard with the test portion that is kept in 5 ℃ of refrigerators (lucifuge) then, the fragrance degradation with respect to the standard test portion carried out sensory evaluation by 10 judge personnel that experience all sorts of training.Evaluation is according to the benchmark marking the same with the routine 1-2 of test.Its result is as shown in table 7.
In addition, the citrus baste of each Japanese local flavor of gained among the embodiment 1-16 was preserved 2 months at 37 ℃, carried out sensory evaluation by 10 judge personnel degree of experiencing all sorts of training then.Routine 1-2 is the same carries out with test for evaluation method.Its result is as shown in table 7.
Table 7
1500 rein in, 2 months 37 ℃, 2 months
Product 24 of the present invention ??4.3 ??4.4
Product 25 of the present invention ??4.5 ??4.7
Comparative product 56 ??1.0 ??1.1
Comparative product 57 ??2.3 ??1.5
Comparative product 58 ??2.4 ??2.8
Comparative product 59 ??2.2 ??2.3
Comparative product 60 ??2.0 ??2.4
Comparative product 61 ??2.1 ??2.5
As shown in Table 7, compare, use the citrus spices of the anti-deterioration agent added product of the present invention, can effectively prevent from the deterioration that causes because of light and heat from significantly to suppress the peculiar smell foreign odor that is produced with comparative product.In addition, product 24,25 of the present invention is reined under irradiation, 37 ℃ of 2 months the preservation situations 1500, and the variation of local flavor is all little, even long preservation still can be given full play to anti-deterioration effect.
Embodiment 2-1
(the first industrial pharmacy (strain) is produced as the DK ester SS of sucrose fatty ester to add 2g in as the glycerine (Japanese grease (strain) production) of polyalcohol to 95g, the HLB value is 19, monoester content is 95%) and the 2g forulic acid (ferulaic acid content is more than 98%, building food picked from the fields product industry (strain) produces), be heated to 65 ℃ of dissolvings.Get 1g extraction tocopherol ( マ biochemical (strain) produces, and d-Delta-Tocopherol content is 86%) and as oil phase, it is joined in the polyalcohol, the rotating speed of going up with 7000rpm at homogenizer (special machine chemical industry (strain) manufacturing) makes its emulsification, obtains anti-deterioration agent.
Embodiment 2-2
(the first industrial pharmacy (strain) is produced as the DK ester SS of sucrose fatty ester to add 2g in as the glycerine (Japanese grease (strain) production) of polyalcohol to 95g, the HLB value is 19, monoester content is 95%), (ferulaic acid content is more than 98% to the 1g forulic acid, building food picked from the fields product industry (strain) produces) and 1g green-tea extract (trade name: サ Application Off エ ノ Application BG, catechin content is 70%, sun chemistry (strain) is produced), be heated to 65 ℃ of dissolvings.Get 1g extraction tocopherol ( マ biochemical (strain) produces, and Delta-Tocopherol content is 86%) and as oil phase, it is joined in the polyalcohol, the rotating speed of going up with 7000rpm at homogenizer (special machine chemical industry (strain) manufacturing) makes its emulsification, obtains anti-deterioration agent.
Embodiment 2-3
Add レ オ De-Le TW-L120 (the polyoxyethylene coco-nut oil fatty acid Isosorbide Dinitrate (20 moles of ethylene oxide addition compound product) of 2g to 95g in as the glycerine (Japanese grease (strain) production) of polyalcohol as the aliphatic acid polyethenoxy Isosorbide Dinitrate, flower king (strain) produces, the HLB value is 16.7), (ferulaic acid content is more than 98% to the 1g forulic acid, building food picked from the fields product industry (strain) produces) and 1g green-tea extract (trade name: サ Application Off エ ノ Application BG, catechin content is 70%, sun chemistry (strain) is produced), be heated to 65 ℃ of dissolvings.Get 1g extraction tocopherol ( マ biochemical (strain) produces, and Delta-Tocopherol content is 86%) and as oil phase, it is joined in the polyalcohol, the rotating speed of going up with 7000rpm at homogenizer (special machine chemical industry (strain) manufacturing) makes its emulsification, obtains anti-deterioration agent.
Embodiment 2-4
Add レ オ De-Le TW-O120 (the monooleate Sorbitan ethoxylate (20 moles of ethylene oxide addition compound product) of 2g to 95g in as the glycerine (Japanese grease (strain) production) of polyalcohol as the aliphatic acid polyethenoxy Isosorbide Dinitrate, flower king (strain) produces, the HLB value is 15.0), (ferulaic acid content is more than 98% to the 1g forulic acid, building food picked from the fields product industry (strain) produces) and 1g green-tea extract (trade name: サ Application Off エ ノ Application BG, catechin content is 70%, sun chemistry (strain) is produced), be heated to 65 ℃ of dissolvings.Get 1g extraction tocopherol ( マ biochemical (strain) produces, and Delta-Tocopherol content is 86%) and as oil phase, it is joined in the polyalcohol, the rotating speed of going up with 7000rpm at homogenizer (special machine chemical industry (strain) manufacturing) makes its emulsification, obtains anti-deterioration agent.
Comparative example 2-1
(sun chemistry (strain) is produced to add the 2g soybean lecithin to 95g in as the glycerine (Japanese grease (strain) production) of polyalcohol, the HLB value is 7) and the 2g forulic acid (ferulaic acid content is more than 98%, building food picked from the fields product industry (strain) produces), be heated to 65 ℃ of dissolvings.Get 1g extraction tocopherol ( マ biochemical (strain) produces, and Delta-Tocopherol content is 86%) and as oil phase, it is joined in the polyalcohol, the rotating speed of going up with 7000rpm at homogenizer (special machine chemical industry (strain) manufacturing) makes its emulsification, obtains anti-deterioration agent.
Comparative example 2-2
(sun chemistry (strain) is produced as the citric acid glyceryl monostearate of organic acid mono-glyceride to add 2g in as the glycerine (Japanese grease (strain) production) of polyalcohol to 95g, the HLB value is 8.0), (ferulaic acid content is more than 98% to the 1g forulic acid, building food picked from the fields product industry (strain) produces) and 1g green-tea extract (trade name: サ Application Off エ ノ Application BG, catechin content is 70%, sun chemistry (strain) is produced), be heated to 65 ℃ of dissolvings.Get 1g extraction tocopherol ( マ biochemical (strain) produces, and Delta-Tocopherol content is 86%) and as oil phase, it is joined in the polyalcohol, the rotating speed of going up with 7000rpm at homogenizer (special machine chemical industry (strain) manufacturing) makes its emulsification, obtains anti-deterioration agent.
Comparative example 2-3
To 95g add 2g gum arabic (three association's food industry (strain) are produced) in as the glycerine (Japanese grease (strain) production) of polyalcohol, (ferulaic acid content is more than 98% to the 1g forulic acid, building food picked from the fields product industry (strain) produces) and 1g green-tea extract (trade name: サ Application Off エ ノ Application BG, catechin content is 70%, sun chemistry (strain) is produced), be heated to 65 ℃ of dissolvings.Get 1g extraction tocopherol ( マ biochemical (strain) produces, and Delta-Tocopherol content is 86%) and as oil phase, it is joined in the polyalcohol, the rotating speed of going up with 7000rpm at homogenizer (special machine chemical industry (strain) manufacturing) makes its emulsification, obtains anti-deterioration agent.
Test routine 2-1
10% fructose Glucose Liquid sugar, 0.25% citric acid and 0.05% natrium citricum are dissolved in 90% water, make Bx. and be 7.5, pH is 2.8 sour liquid glucose.Respectively gained anti-deterioration agent among 0.1% embodiment 2-1 to 2-4 and the comparative example 2-1 to 2-3 is added in this acid liquid glucose, be warming up to 93 ℃, carry out heat sterilization, hot charging obtains containing the sour liquid glucose of anti-deterioration agent after the cooling in water white vial then.Respectively contain the absorbance of sour liquid glucose under the 650nm wavelength of anti-deterioration agent with spectrophotometric determination, with this as its turbidity, its state of visual detection.(バ Star Network マ Application コ-Le -society makes: L-230) measure its average grain diameter with sedimentograph.Should preserve for 2 weeks at 55 ℃ for the acid liquid glucose, same turbidity, the average grain diameter of measuring after preserving, its state of visual detection then.The result is as shown in table 8.
Table 8
After the preparation immediately After 55 ℃ of 2 weeks of preservation
Turbidity (visual) Average grain diameter (μ m) Turbidity (visual) Average grain diameter (μ m)
Embodiment 2-1 (0.0035 transparent) ??0.078 (0.0033 transparent) ??0.082
Embodiment 2-2 (0.0049 transparent) ??0.091 (0.0044 transparent) ??0.086
Embodiment 2-3 (0.0207 translucent) ??0.525 (0.0310 translucent) ??0.529
Embodiment 2-4 (0.0533 translucent) ??0.683 (0.0495 translucent) ??0.701
Comparative example 2-1 (1.0236 gonorrhoea) ??23.55 Separate, can't measure Separate, can't measure
Comparative example 2-2 (1.3299 gonorrhoea) ??45.78 Separate, can't measure Separate, can't measure
Comparative example 2-3 (1.0781 gonorrhoea) ??1.547 (2.846 gonorrhoea, top adularescent separating layer) ??3.827
As shown in Table 8, product of the present invention is compared with comparative product, and the emulsification particle diameter is below the 1 μ m, and separation after 55 ℃ of 2 weeks of preservation, also occurs and wait state, be stable.
Embodiment 2-5
(the first industrial pharmacy (strain) is produced as the DK ester SS of sucrose fatty ester to add 2g in as the glycerine (Japanese grease (strain) production) of polyalcohol to 95g, the HLB value is 19, monoester content is 95%), (ferulaic acid content is more than 98% to the 1g forulic acid, building food picked from the fields product industry (strain) produces) and 1g green-tea extract (trade name: サ Application Off エ ノ Application BG, catechin content is 70%, sun chemistry (strain) is produced), be heated to 65 ℃ of dissolvings.(reason is ground E オ イ Le ス-パ-80 to get 1g extraction tocopherol, reason is ground PVC ミ Application (strain) production, and Delta-Tocopherol content is 46%) as oil phase, it is joined in the polyalcohol, the rotating speed of going up with 7000rpm at homogenizer (special machine chemical industry (strain) manufacturing) makes its emulsification, obtains anti-deterioration agent.
Comparative example 2-4
(the first industrial pharmacy (strain) is produced as the DK ester SS of sucrose fatty ester to add 2g in as the glycerine (Japanese grease (strain) production) of polyalcohol to 95g, the HLB value is 19, monoester content is 95%) and 3g green-tea extract (trade name: サ Application Off エ ノ Application BG, catechin content is 70%, sun chemistry (strain) is produced), be heated to 65 ℃ of dissolvings, obtain anti-deterioration agent.
Comparative example 2-5
(the first industrial pharmacy (strain) is produced as the DK ester SS of sucrose fatty ester to add 2g in as the glycerine (Japanese grease (strain) production) of polyalcohol to 95g, the HLB value is 19, monoester content is 95%), (ferulaic acid content is more than 98% to the 2g forulic acid, building food picked from the fields product industry (strain) produces) and 1g green-tea extract (trade name: サ Application Off エ ノ Application BG, catechin content is 70%, sun chemistry (strain) is produced), be heated to 65 ℃ of dissolvings, obtain anti-deterioration agent.
Comparative example 2-6
(the first industrial pharmacy (strain) is produced as the DK ester SS of sucrose fatty ester to add 2g in as the glycerine (Japanese grease (strain) production) of polyalcohol to 95g, the HLB value is 19, monoester content is 95%), (ferulaic acid content is more than 98% to the 1g forulic acid, building food picked from the fields product industry (strain) produces) and 1g green-tea extract (trade name: サ Application Off エ ノ Application BG, catechin content is 70%, sun chemistry (strain) is produced), be heated to 65 ℃ of dissolvings.(reason is ground E オ イ Le 800 to get 1g extraction tocopherol, reason is ground PVC ミ Application (strain) production, and Delta-Tocopherol content is 27%) as oil phase, it is joined in the polyalcohol, the rotating speed of going up with 7000rpm at homogenizer (special machine chemical industry (strain) manufacturing) makes its emulsification, obtains anti-deterioration agent.
Test routine 2-2
10% granulated sugar, 0.15% citric acid and 0.02% natrium citricum, 0.1% lemon extract are dissolved in 90% water, make Bx. and be 7.5, pH is 3 lemon beverage base-material.Respectively gained anti-deterioration agent among 0.1% embodiment 2-1,2-2,2-5 and comparative example 2-4,2-5, the 2-6 is added in this lemon beverage base-material, be warming up to 93 ℃, carry out heat sterilization, hot charging obtains lemon beverage after the cooling in water white polyester bottles then.The gained lemon beverage is placed 8 hours (23 ℃ of mean temperatures) under the sunlight direct projection, be standard with the test portion that is kept in 5 ℃ of refrigerators (lucifuge) then, fragrance carried out sensory evaluation with respect to the degradation of standard test portion by 10 judge personnel that experience all sorts of training.Its result is as shown in table 9.Evaluation score in the table 9 is by the average mark of respectively estimating personnel after the following benchmark marking.
(metewand)
The same with stored refrigerated test portion (no change): 5 minutes
Compare with stored refrigerated test portion, a little a little change: 4 minutes
Compare with stored refrigerated test portion, a small amount of variation is arranged: 3 minutes
Compare with stored refrigerated test portion, great changes have taken place: 2 minutes
Compare with stored refrigerated test portion, have significant change: 1 minute
In addition, measure the amount of the peculiar flavor component-citrals of citrus such as lemon by high performance liquid chromatography (HPLC), with the degree of its survival rate as the local flavor deterioration.The survival rate of citral is high more, and expression local flavor deterioration is few more.Its result is given in the table 9 with the sense organ testing result.The condition determination of citral amount is as described below.
(condition determination)
Device: CLASS-LC10 (Shimadzu Seisakusho Ltd.'s manufacturing)
Post: CAPCELL PAK C18 UG120 (SHISEIDO)
Eluent: 60% methanol
Flow velocity: 1ml/ minute
Detect wavelength: UV 240nm
Calculate citral survival rate (%) with following formula.
The citral amount of stored refrigerated test portion: A
The citral amount of test portion: B is penetrated in illumination
(B/A) * 100=citral survival rate (%)
Table 9
Sensory evaluation Citral survival rate (%)
Embodiment 2-1 ??4.5 ??90
Embodiment 2-2 ??4.8 ??95
Embodiment 2-5 ??4.4 ??85
Comparative example 2-4 ??1.3 ??28
Comparative example 2-5 ??2.5 ??43
Comparative example 2-6 ??3 ??58
By this result as can be known, product of the present invention is compared with comparative product, can effectively prevent the local flavor deterioration that causes because of light.Product of the present invention is compared with comparative product, and the survival rate height of flavor component-citral of lemon has effectively been kept the fresh flavor of lemon.
Embodiment 2-6
Add レ オ De-Le TW-O120 (the monooleate Sorbitan ethoxylate (20 moles of ethylene oxide addition compound product) of 4g to 89g in as the glycerine (Japanese grease (strain) production) of polyalcohol as the aliphatic acid polyethenoxy Isosorbide Dinitrate, flower king (strain) produces, the HLB value is 15.0), (ferulaic acid content is more than 98% to the 2g forulic acid, building food picked from the fields product industry (strain) produces) and 1g green-tea extract (trade name: サ Application Off エ ノ Application BG, catechin content is 70%, sun chemistry (strain) is produced), be heated to 65 ℃ of dissolvings.Get 3g and extract tocopherol ( マ biochemical (strain) production, Delta-Tocopherol content is 86%) and 1g milk oily perfume (ア イ エ Off エ Off Japan (strain) production) as oil phase, it is joined in the polyalcohol, the rotating speed of going up with 7000rpm at homogenizer (special machine chemical industry (strain) manufacturing) makes its emulsification, obtains containing the milk emulsify perfume of anti-deterioration agent.
Embodiment 2-7
Add レ オ De-Le TW-O120 (the monooleate Sorbitan ethoxylate (20 moles of ethylene oxide addition compound product) of 4g to 89g in as the glycerine (Japanese grease (strain) production) of polyalcohol as the aliphatic acid polyethenoxy Isosorbide Dinitrate, flower king (strain) produces, the HLB value is 15.0), (ferulaic acid content is more than 98% to the 2g forulic acid, building food picked from the fields product industry (strain) produces) and 1g green-tea extract (trade name: サ Application Off エ ノ Application BG, catechin content is 70%, sun chemistry (strain) is produced), be heated to 65 ℃ of dissolvings.Get 3g and extract tocopherol ( マ biochemical (strain) production, Delta-Tocopherol content is 86%) and 1g milk oily perfume (ア イ エ Off エ Off Japan (strain) production) as oil phase, it is joined in the polyalcohol, the rotating speed of going up with 7000rpm at homogenizer (special machine chemical industry (strain) manufacturing) makes its emulsification, obtains containing the milk emulsify perfume of anti-deterioration agent.
Comparative example 2-7
To 87g as the sorbierite of polyalcohol (east and change into industry (strain) produce) in interpolation 4g as レ オ De-Le TW-O120 (monooleate Sorbitan ethoxylate (20 moles of ethylene oxide addition compound product) of aliphatic acid polyethenoxy Isosorbide Dinitrate, flower king (strain) produces, the HLB value is 15.0), the 4g enzyme treated rutin (produce by キ リ ヤ chemistry (strain), enzyme treated rutin 50%) and 1g green-tea extract (trade name: サ Application Off エ ノ Application BG, catechin content is 70%, sun chemistry (strain) is produced), be heated to 65 ℃ of dissolvings.Get 3g and extract tocopherol ( マ biochemical (strain) production, Delta-Tocopherol content is 86%) and 1g milk oily perfume (ア イ エ Off エ Off Japan (strain) production) as oil phase, it is joined in the polyalcohol, the rotating speed of going up with 7000rpm at homogenizer (special machine chemical industry (strain) manufacturing) makes its emulsification, obtains containing the milk emulsify perfume of anti-deterioration agent.
Comparative example 2-8
To 81g as the sorbierite of polyalcohol (east and change into industry (strain) produce) in interpolation 4g as レ オ De-Le TW-O120 (monooleate Sorbitan ethoxylate (20 moles of ethylene oxide addition compound product) of aliphatic acid polyethenoxy Isosorbide Dinitrate, flower king (strain) produces, the HLB value is 15.0), (three Rong Yuan エ Off エ Off ア イ (strain) produce 10g red bayberry extract, red bayberry extract 20%) and 1g green-tea extract (trade name: サ Application Off エ ノ Application BG, catechin content is 70%, sun chemistry (strain) is produced), be heated to 65 ℃ of dissolvings.Get 3g and extract tocopherol ( マ biochemical (strain) production, Delta-Tocopherol content is 86%) and 1g milk oily perfume (ア イ エ Off エ Off Japan (strain) production) as oil phase, it is joined in the polyalcohol, the rotating speed of going up with 7000rpm at homogenizer (special machine chemical industry (strain) manufacturing) makes its emulsification, obtains containing the milk emulsify perfume of anti-deterioration agent.
Comparative example 2-9
To 87g as the sorbierite of polyalcohol (east and change into industry (strain) produce) in interpolation 4g as レ オ De-Le TW-O120 (monooleate Sorbitan ethoxylate (20 moles of ethylene oxide addition compound product) of aliphatic acid polyethenoxy Isosorbide Dinitrate, flower king (strain) produces, the HLB value is 15.0), (Mitsubishi Chemical's (strain) produces the 4g Rosmarinus officinalis extract, contain 45% Rosmarinus officinalis extract) and 1g green-tea extract (trade name: サ Application Off エ ノ Application BG, catechin content is 70%, sun chemistry (strain) is produced), be heated to 65 ℃ of dissolvings.Get 3g and extract tocopherol ( マ biochemical (strain) production, Delta-Tocopherol content is 86%) and 1g milk oily perfume (ア イ エ Off エ Off Japan (strain) production) as oil phase, it is joined in the polyalcohol, the rotating speed of going up with 7000rpm at homogenizer (special machine chemical industry (strain) manufacturing) makes its emulsification, obtains containing the milk emulsify perfume of anti-deterioration agent.
Test routine 2-3
95g milk, 5g skimmed milk power are mixed, sterilize (90 ℃, 15 minutes), after the cooling (30-45 ℃), the inoculation starter.It is fermented to pH4.3, then the cooling, with it as the yogurt base-material.On the other hand, 16g granulated sugar, 1.2g pectin, 82.8g water are mixed, sterilize then (95 ℃, 5 minutes), with it as liquid syrup.When above-mentioned yogurt base-material is mixed with 1: 1 with liquid syrup, add the milk emulsify perfume of 0.1% embodiment 2-6,2-7 and comparative example 2-7,2-8,2-9 respectively, under germ-free condition with homogenizer and homogenizer (150kg/cm 2) homogenize.It is filled in the translucent plastic container (120ml), as sour cheese drink.
Each sour cheese drink is reined in preservation 2 weeks (5 ℃) under the fluorescent lamp 2000, is standard with the test portion that is kept in 5 ℃ of refrigerators (lucifuge) then, by 10 judge personnel that experience all sorts of training the fragrance degradation with respect to the standard test portion is carried out sensory evaluation.Evaluation is according to the benchmark marking the same with the routine 2-2 of test.Its result is as shown in table 10.
Table 10
2000 rein in, 2 weeks
Embodiment 2-6 ??4.8
Embodiment 2-7 ??4.7
Comparative example 2-7 ??2.9
Comparative example 2-8 ??2.5
Comparative example 2-9 ??2.4
As shown in Table 10, compare, use the milk spices of the anti-deterioration agent added product of the present invention, can effectively prevent from the deterioration that causes because of light from significantly to suppress the peculiar smell foreign odor that is produced with comparative product.
Embodiment 3-1
Add 3g as new penta triol mono-myristate (sun chemistry (strain) production to 90g in as the reduction starch syrup of polyalcohol (east and change into industry (strain) produce) as polyglyceryl fatty acid ester, the HLB value is 13, polyglycereol contains 45% new penta triol in forming) and 1g as green-tea extract (sun chemistry (strain) production of catechin, catechin content is 70%), be heated to 60 ℃ of dissolvings.5g coffee oily perfume (ア イ エ Off エ Off Japan (strain) production) is extracted tocopherol with 1g, and ( マ biochemical (strain) produces, Delta-Tocopherol content is 86%) mix, with this as oil phase, it is joined in the polyalcohol, the rotating speed of going up with 6000rpm at homogenizer (special machine chemical industry (strain) manufacturing) makes its emulsification, obtains the coffee emulsify perfume of product 1 ' of the present invention.
Comparative example 3-1
Add new penta triol mono-myristate (sun chemistry (strain) production of 3g to 92g in as the reduction starch syrup of polyalcohol (east and change into industry (strain) produce) as polyglyceryl fatty acid ester, the HLB value is 13, polyglycereol contains 45% new penta triol in forming), be heated to 60 ℃ of dissolvings.5g coffee oily perfume (ア イ エ Off エ Off Japan (strain) production) is joined in the polyalcohol, and the rotating speed of going up with 6000rpm at homogenizer (special machine chemical industry (strain) manufacturing) makes its emulsification, obtains the coffee emulsify perfume of comparative product 1 '.
Comparative example 3-2
Add new penta triol mono-myristate (sun chemistry (strain) production of 3g to 90g in as the reduction starch syrup of polyalcohol (east and change into industry (strain) produce) as polyglyceryl fatty acid ester, the HLB value is 13, polyglycereol contains 45% new penta triol in forming), be heated to 60 ℃ of dissolvings.5g coffee oily perfume (ア イ エ Off エ Off Japan (strain) production) is extracted tocopherol with 2g, and ( マ biochemical (strain) produces, Delta-Tocopherol content is 86%) mix, with this as oil phase, it is joined in the polyalcohol, the rotating speed of going up with 6000rpm at homogenizer (special machine chemical industry (strain) manufacturing) makes its emulsification, obtains the coffee emulsify perfume of comparative product 2 '.
Comparative example 3-3
Add 3g as new penta triol mono-myristate (sun chemistry (strain) production to 90g in as the reduction starch syrup of polyalcohol (east and change into industry (strain) produce) as polyglyceryl fatty acid ester, the HLB value is 13, polyglycereol contains 45% new penta triol in forming) and 2g as green-tea extract (sun chemistry (strain) production of catechin, catechin content is 70%), be heated to 60 ℃ of dissolvings.5g coffee oily perfume (ア イ エ Off エ Off Japan (strain) production) is joined in the polyalcohol, and the rotating speed of going up with 6000rpm at homogenizer (special machine chemical industry (strain) manufacturing) makes its emulsification, obtains the coffee emulsify perfume of comparative product 3 '.
Comparative example 3-4
Add 3g as new penta triol mono-myristate (sun chemistry (strain) production to 90g in as the reduction starch syrup of polyalcohol (east and change into industry (strain) produce) as polyglyceryl fatty acid ester, the HLB value is 13, polyglycereol contains 45% new penta triol in forming) and (キ リ ヤ chemistry (strain) production of 2g enzyme treated rutin, enzyme treated rutin content is 50%), be heated to 60 ℃ of dissolvings.5g coffee oily perfume (ア イ エ Off エ Off Japan (strain) production) is joined in the polyalcohol, and the rotating speed of going up with 6000rpm at homogenizer (special machine chemical industry (strain) manufacturing) makes its emulsification, obtains the coffee emulsify perfume of comparative product 4 '.
Test routine 3-1
Gained coffee emulsify perfume in embodiment and the comparative example was preserved 2 months at 37 ℃, was standard to be kept at 4 ℃ of test portions in the refrigerator then, by 10 judge personnel that experience all sorts of training the fragrance degradation with respect to the standard test portion was carried out 5 grades of sensory evaluations.Its result is as shown in table 11.Evaluation score is 10 average marks of estimating personnel.
Table 11
The coffee bean mouthfeel Peculiar smell
Product 1 ' of the present invention ??4.5 ??4.8
Comparative product 1 ' ??1.3 ??1.2
Comparative product 2 ' ??2.1 ??2.0
Comparative product 3 ' ??2.8 ??2.7
Comparative product 4 ' ??2.3 ??2.2
Estimate and divide 5 the same with stored refrigerated test portion (no changes).
4 compare with stored refrigerated test portion, a little a little change.
3 compare with stored refrigerated test portion, and a small amount of variation is arranged.
2 compare with stored refrigerated test portion, and great changes have taken place.
1 compares with stored refrigerated test portion, has significant change.
As shown in Table 11, product of the present invention is compared with comparative product, can effectively prevent the fragrance deterioration in the preservation process, obviously suppresses the generation of peculiar smell foreign odor.
Embodiment 3-2
(sun chemistry (strain) is produced as the new penta triol mono-myristate as polyglyceryl fatty acid ester to add 3g to 90g in as the glycerine (Japanese grease (strain) production) of polyalcohol, the HLB value is 13, polyglycereol contains 45% new penta triol in forming) and 1g as green-tea extract (sun chemistry (strain) production of catechin, catechin content is 70%), be heated to 60 ℃ of dissolvings.5g lemon (ア イ エ Off エ Off Japan (strain) production) is extracted tocopherol with 1g, and ( マ biochemical (strain) produces, Delta-Tocopherol content is 86%) mix, with this as oil phase, it is joined in the polyalcohol, the rotating speed of going up with 6000rpm at homogenizer (special machine chemical industry (strain) manufacturing) makes its emulsification, obtains the lemon emulsify perfume of product 2 ' of the present invention.
Comparative example 3-5
(sun chemistry (strain) is produced as the new penta triol mono-myristate as polyglyceryl fatty acid ester to add 3g to 92g in as the glycerine (Japanese grease (strain) production) of polyalcohol, the HLB value is 13, polyglycereol contains 45% new penta triol in forming), be heated to 60 ℃ of dissolvings.5g lemon (ア イ エ Off エ Off Japan (strain) production) is joined in the polyalcohol, and the rotating speed of going up with 6000rpm at homogenizer (special machine chemical industry (strain) manufacturing) makes its emulsification, obtains the lemon emulsify perfume of comparative product 5 '.
Comparative example 3-6
(sun chemistry (strain) is produced as the new penta triol mono-myristate as polyglyceryl fatty acid ester to add 3g to 90g in as the glycerine (Japanese grease (strain) production) of polyalcohol, the HLB value is 13, polyglycereol contains 45% new penta triol in forming), be heated to 60 ℃ of dissolvings.5g lemon (ア イ エ Off エ Off Japan (strain) production) is extracted tocopherol with 2g, and ( マ biochemical (strain) produces, Delta-Tocopherol content is 86%) mix, with this as oil phase, it is joined in the polyalcohol, the rotating speed of going up with 6000rpm at homogenizer (special machine chemical industry (strain) manufacturing) makes its emulsification, obtains the lemon emulsify perfume of comparative product 6 '.
Comparative example 3-7
(sun chemistry (strain) is produced as the new penta triol mono-myristate as polyglyceryl fatty acid ester to add 3g to 90g in as the glycerine (Japanese grease (strain) production) of polyalcohol, the HLB value is 13, polyglycereol contains 45% new penta triol in forming) and 2g as green-tea extract (sun chemistry (strain) production of catechin, catechin content is 70%), be heated to 60 ℃ of dissolvings.5g lemon (ア イ エ Off エ Off Japan (strain) production) is joined in the polyalcohol, and the rotating speed of going up with 6000rpm at homogenizer (special machine chemical industry (strain) manufacturing) makes its emulsification, obtains the lemon emulsify perfume of comparative product 7 '.
Comparative example 3-8
(sun chemistry (strain) is produced as the new penta triol mono-myristate as polyglyceryl fatty acid ester to add 3g to 90g in as the glycerine (Japanese grease (strain) production) of polyalcohol, the HLB value is 13, polyglycereol contains 45% new penta triol in forming) and (Chang Gu river spices (strain) production of the bright coffee bean extract of 2g, chlorogenic acid content is 30%), be heated to 60 ℃ of dissolvings.Get 5g lemon (ア イ エ Off エ Off Japan (strain) production) and as oil phase, it is joined in the polyalcohol, the rotating speed of going up with 6000rpm at homogenizer (special machine chemical industry (strain) manufacturing) makes its emulsification, obtains the lemon emulsify perfume of comparative product 8 '.
Test routine 3-2
Gained lemon emulsify perfume in embodiment and the comparative example was preserved 2 months at 37 ℃, was standard to be kept at 4 ℃ of test portions in the refrigerator then, by 10 judge personnel that experience all sorts of training the fragrance degradation with respect to the standard test portion was carried out 5 grades of sensory evaluations.Its result is as shown in table 12.Evaluation score is 10 average marks of estimating personnel.
Table 12
Feeling of freshness Peculiar smell
Product 2 ' of the present invention ??4.5 ??4.6
Comparative product 5 ' ??1.2 ??1.1
Comparative product 6 ' ??2.3 ??2.1
Comparative product 7 ' ??2.8 ??2.9
Comparative product 8 ' ??3.0 ??3.2
Estimate and divide 5 the same with stored refrigerated test portion (no changes).
4 compare with stored refrigerated test portion, a little a little change.
3 compare with stored refrigerated test portion, and a small amount of variation is arranged.
2 compare with stored refrigerated test portion, and great changes have taken place.
1 compares with stored refrigerated test portion, has significant change.
As shown in Table 12, product of the present invention is compared with comparative product, can effectively prevent the fragrance deterioration in the preservation process, obviously suppresses the generation of peculiar smell foreign odor.
Embodiment 3-3
Add new penta triol monooleate (sun chemistry (strain) production of 3g to 90g in as the sorbierite of polyalcohol (east and change into industry (strain) produce) as polyglyceryl fatty acid ester, the HLB value is 13, polyglycereol contains 45% new penta triol in forming) and 1g as green-tea extract (sun chemistry (strain) production of catechin, catechin content is 70%), be heated to 60 ℃ of dissolvings.5g milk oily perfume (ア イ エ Off エ Off Japan (strain) production) is extracted tocopherol with 1g, and ( マ biochemical (strain) produces, Delta-Tocopherol content is 86%) mix, with this as oil phase, it is joined in the polyalcohol, the rotating speed of going up with 6000rpm at homogenizer (special machine chemical industry (strain) manufacturing) makes its emulsification, obtains the milk emulsify perfume of product 3 ' of the present invention.
Comparative example 3-9
Add new penta triol monooleate (sun chemistry (strain) production of 3g to 92g in as the sorbierite of polyalcohol (east and change into industry (strain) produce) as polyglyceryl fatty acid ester, the HLB value is 13, polyglycereol contains 45% new penta triol in forming), be heated to 60 ℃ of dissolvings.5g milk oily perfume (ア イ エ Off エ Off Japan (strain) production) is joined in the polyalcohol, and the rotating speed of going up with 6000rpm at homogenizer (special machine chemical industry (strain) manufacturing) makes its emulsification, obtains the milk emulsify perfume of comparative product 9 '.
Comparative example 3-10
Add new penta triol monooleate (sun chemistry (strain) production of 3g to 90g in as the sorbierite of polyalcohol (east and change into industry (strain) produce) as polyglyceryl fatty acid ester, the HLB value is 13, polyglycereol contains 45% new penta triol in forming), be heated to 60 ℃ of dissolvings.5g milk oily perfume (ア イ エ Off エ Off Japan (strain) production) is extracted tocopherol with 2g, and ( マ biochemical (strain) produces, Delta-Tocopherol content is 86%) mix, with this as oil phase, it is joined in the polyalcohol, the rotating speed of going up with 6000rpm at homogenizer (special machine chemical industry (strain) manufacturing) makes its emulsification, obtains the milk emulsify perfume of comparative product 10 '.
Comparative example 3-11
Add new penta triol monooleate (sun chemistry (strain) production of 3g to 90g in as the sorbierite of polyalcohol (east and change into industry (strain) produce) as polyglyceryl fatty acid ester, the HLB value is 13, polyglycereol contains 45% new penta triol in forming) and 2g as green-tea extract (sun chemistry (strain) production of catechin, catechin content is 70%), be heated to 60 ℃ of dissolvings.Get 5g milk oily perfume (ア イ エ Off エ Off Japan (strain) production) as oil phase, it is joined in the polyalcohol, the rotating speed of going up with 6000rpm at homogenizer (special machine chemical industry (strain) manufacturing) makes its emulsification, obtains the milk emulsify perfume of comparative product 11 '.
Comparative example 3-12
Add new penta triol monooleate (sun chemistry (strain) production of 3g to 90g in as the sorbierite of polyalcohol (east and change into industry (strain) produce) as polyglyceryl fatty acid ester, the HLB value is 13, polyglycereol contains 45% new penta triol in forming) and (three Rong Yuan エ Off エ Off ア イ (strain) production of 2g red bayberry extract, red bayberry extractive content 20%), be heated to 60 ℃ of dissolvings.5g milk oily perfume (ア イ エ Off エ Off Japan (strain) production) is joined in the polyalcohol, and the rotating speed of going up with 6000rpm at homogenizer (special machine chemical industry (strain) manufacturing) makes its emulsification, obtains the milk emulsify perfume of comparative product 12 '.
Test routine 3-3
Gained lemon emulsify perfume in embodiment and the comparative example was preserved 2 months at 37 ℃, was standard to be kept at 4 ℃ of test portions in the refrigerator then, by 10 judge personnel that experience all sorts of training the fragrance degradation with respect to the standard test portion was carried out 5 grades of sensory evaluations.Its result is as shown in table 13.Evaluation score is 10 average marks of estimating personnel.
Table 13
Feeling of freshness Peculiar smell
Product 3 ' of the present invention ??4.8 ??4.6
Comparative product 9 ' ??1.7 ??1.4
Comparative product 10 ' ??2.4 ??2.0
Comparative product 11 ' ??2.8 ??2.8
Comparative product 12 ' ??2.6 ??2.5
Estimate and divide 5 the same with stored refrigerated test portion (no changes).
4 compare with stored refrigerated test portion, a little a little change.
3 compare with stored refrigerated test portion, and a small amount of variation is arranged.
2 compare with stored refrigerated test portion, and great changes have taken place.
1 compares with stored refrigerated test portion, has significant change.
As shown in Table 13, product of the present invention is compared with comparative product, can effectively prevent the fragrance deterioration in the preservation process, obviously suppresses the generation of peculiar smell foreign odor.
Industrial applicability
The invention provides a kind of anti-deterioration agent, this anti-deterioration agent can suppress beverage food and the fragrance of beverage food spices in the preservation process is deteriorated, and the outward appearance of harmless beverage food, local flavor, dispersed good in beverage food and beverage food spices, can not occur in the preservation process and the separating of oil phase, emulsion stability is good. The present invention also provides the beverage food spices that deteriorated impact is little, fragrance is good and the beverage food that causes because of the spices preservation.

Claims (12)

1. the anti-deterioration agent of flavor component, this anti-deterioration agent is the oiliness emulsion in water and/or polyalcohol, contains above extraction tocopherol, forulic acid and/or its derivative and the polyglyceryl fatty acid ester for the d-Delta-Tocopherol of 45% weight in whole tocopherols and forms.
2. the anti-deterioration agent of the flavor component of claim 1, wherein said polyglyceryl fatty acid ester contain above at least a of 35% weight and be selected from following material: glycerol acetonide is right to be three, four, five, six, seven, eight, nine and ten polyglyceryl fatty acid ester.
3. the anti-deterioration agent of flavor component, this anti-deterioration agent is the oiliness emulsion in water and/or polyalcohol, contains: (A) all 45% weight is above in the tocopherols is the extraction tocopherol of d-Delta-Tocopherol; (B) forulic acid and/or its derivative; And (C) HLB is a emulsifying agent more than 9.
4. the anti-deterioration agent of the flavor component of claim 3, wherein said emulsifying agent is sucrose fatty ester and/or polyoxyethylene deriv.
5. the anti-deterioration agent of each flavor component among the claim 1-4, this anti-deterioration agent also contains tea extraction.
6. the anti-deterioration agent of the flavor component of claim 5, wherein said tea extraction is at least a following material that is selected from: (+)-catechin, (-)-epicatechin, (+)-nutgall catechin, (-)-epigallocatechin, (-)-catechin and gallate, (-)-L-Epicatechin gallate, (-)-Epigallo-catechin gallate (EGCG) and (-)-nutgall catechin gallic acid ester.
7. the anti-deterioration agent of each flavor component among the claim 1-6, when being scattered in it in water, the average grain diameter of emulsified particle is below the 1.0 μ m.
8. beverage/food spices, this spices contains the anti-deterioration agent of each flavor component among the claim 1-7.
9. the emulsify perfume of beverage/food, this emulsify perfume contain in whole tocopherols that 45% weight is above to be extraction tocopherol, catechin and the polyglyceryl fatty acid ester of d-Delta-Tocopherol.
10. the emulsify perfume of the beverage/food of claim 9, wherein said catechin is at least a following material that is selected from: (+)-catechin, (-)-epicatechin, (+)-nutgall catechin, (-)-epigallocatechin, (-)-catechin and gallate, (-)-L-Epicatechin gallate, (-)-nutgall catechin gallic acid ester and (-)-Epigallo-catechin gallate (EGCG).
Be selected from following material 11. the emulsify perfume of the beverage/food of claim 9 or 10, wherein said polyglyceryl fatty acid ester contain above at least a of 35% weight: glycerol acetonide is right to be three, four, five, six, seven, eight, nine and ten polyglyceryl fatty acid ester.
12. beverage/food, this beverage/food contain the emulsify perfume of each beverage/food among the beverage/food spices of anti-deterioration agent, claim 8 of each flavor component among the claim 1-7 or the claim 9-11.
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