WO2008004509A1

WO2008004509A1 - Squalene-containing oil composition and squalene-containing water-in-oil emulsion

Info

Publication number: WO2008004509A1
Application number: PCT/JP2007/063209
Authority: WO
Inventors: Masaaki Fujisawa; Keiko Tanaka; Keiichi Oyama
Original assignee: The Nisshin Oillio Group, Ltd.
Priority date: 2006-07-03
Filing date: 2007-07-02
Publication date: 2008-01-10
Also published as: JPWO2008004509A1; JP5150490B2

Abstract

Disclosed is a squalene-containing oil composition containing 1-60% by mass of squalene and 40-99% by mass of one or more polyglycerol fatty acid esters as an emulsifying agent. This squalene-containing oil composition is characterized in that the emulsifying agent in the squalene-containing oil composition has an HLB value of 6-15. Also disclosed is a squalene-containing water-in-oil emulsion which is characterized by being obtained by blending the squalene-containing oil composition with water or an aqueous solution. Further disclosed is a food or beverage characterized by containing the squalene-containing water-in-oil emulsion. Still further disclosed is a method for producing a squalene-containing water-in-oil emulsion, which is characterized by blending the squalene-containing oil composition with water or an aqueous solution.

Description

Specification

Squalene-containing oily composition and squalene-containing oil-in-water emulsion

Technical field

[0001] The present invention relates to a squalene-containing oily composition, a squalene-containing oil-in-water emulsion, foods and drinks using these as raw materials, and a method for producing a squalene-containing oil-in-water emulsion.

This application claims priority on July 3, 2006, based on Japanese Patent Application No. 2006-183333 filed in Japan, the contents of which are incorporated herein by reference.

Background art

[0002] Generally, in the production of beverages, oil-soluble raw materials such as oily fragrances, oil-soluble pigments, and animal and plant oils and fats are used for the purpose of giving preference, flavor, flavor, turbidity or color tone. Yes. However, because beverages are water-soluble, before adding these oil-soluble ingredients to water, add sucrose acetate isobutyrate (hereinafter abbreviated as SAIB) to the oil-soluble ingredients. Thus, it is necessary to emulsify after adjusting the specific gravity of the oil-soluble raw material. In many cases, emulsified fragrances using gum arabic, a vegetable natural gum, are used as emulsifiers.

However, emulsified fragrances using only gum arabic as an emulsifier sometimes separated or tallyed when left for a long time. For this reason, when such emulsified fragrance is distributed as it is as a raw material for beverages, there are cases in which it is difficult to preserve quality for a long period of time, compared to other beverage raw materials. In general, fats and oils have poor compatibility with SAIB, which is a specific gravity adjusting agent. Therefore, there has been a problem that SAIB itself precipitates during storage of emulsified fragrances.

[0003] Recently, as a means for preventing separation and oil ring, emulsified flavors combining SAIB, which is a specific gravity adjusting agent, and flavors are used in beverages. For example, an emulsion for citrus beverages in which a composition in which SAIB, citrus flavor and medium chain triglyceride are blended at a certain ratio is emulsified with an aqueous gum arabic solution has been developed (see Patent Document 1).

Patent Document 1: Japanese Patent Application Laid-Open No. 11 178551 Disclosure of the invention

Problems to be solved by the invention

[0004] However, the emulsion described in Patent Document 1 is intended only for citrus fragrance as a fragrance, and there is no description about a stable emulsion for beverages using fragrance other than citrus fragrance. It has not been.

In addition, SAIB has a very high viscosity of about 20,000 Pa's at room temperature, so that there is a problem that the workability during measurement, which is difficult to handle as it is, is reduced. Furthermore, SA AIB has poor compatibility with fats and oils, so there is a problem that the amount of fats and oils and SAIB that can be used is limited.

For these reasons, it is possible to easily prepare an emulsion, an emulsion, and such an emulsion that do not separate after storage for a long period of time regardless of the presence or absence of SAIB, and that do not cause precipitation or tarming. There has been a demand for a composition that can be produced and has high long-term storage stability.

[0005] In view of the above-mentioned problems of the prior art, an object of the present invention is to provide a composition that has long-term storage stability and can be stably and uniformly dispersed in water or an aqueous solution regardless of the presence or absence of SAIB. And an emulsion containing the composition and having long-term storage stability, and a method for producing the same.

Means for solving the problem

As a result of intensive studies, the present inventors have developed a squalene-containing oily composition and a squalene-containing oil-in-water emulsion by containing a specific amount of squalene and a specific polyglycerin fatty acid ester. And it discovered that the said subject could be solved by using these compositions and emulsions, and came to complete this invention.

[0007] That is, in order to solve the above problem,

The first aspect of the present invention, 1 to 60 mass squalene ^_0/0, a one or squalene-containing oil composition two or more polyglycerol fatty acid esters 40 to 99 weight ^_0/0 containing as emulsifier The squalene-containing oily composition is characterized in that the HLB value of the emulsifier in the squalene-containing oily composition is 6 to 15:

[0008] A second invention of the present invention is the at least one of the two or more polyglycerol fatty acid esters.

One type is a polyglycerin fatty acid ester (component A) with an HLB value of 6 to 10; Both are squalene-containing oily compositions according to the first invention, characterized in that they are polyglycerol fatty acid esters (component B) having an HLB value of 11 to 16 in the first class.

[0009] The third invention of the present invention is characterized in that the polyglycerol fatty acid ester (component A) having an HLB value of 6 to 10 contains 70% by mass or more of a polyglycerol fatty acid monoester. The squalene-containing oily composition according to the second invention.

[0010] The fourth invention of the present invention contains 5 to 60% by mass of squalene and an oil component, 40 to 95% by mass of one or more polyglycerol fatty acid esters as an emulsifier, and A squalene-containing oily composition having a mass ratio of oily components of 20: 80-99: 1, wherein the HLB value of the emulsifier in the squalene-containing oily composition is 6 to 15 It is an oily composition.

[0011] The fifth invention of the present invention provides at least one of the two or more polyglycerol fatty acid esters.

One type is a polyglycerin fatty acid ester (component A) having an HLB value of 6 to 10 and another polyglycerin fatty acid ester having a HLB value of 11 to 16 (component B). A squalene-containing oily composition as described in the fourth invention.

[0012] In a sixth aspect of the present invention, the oil component is soybean oil, cottonseed oil, sunflower oil, olive oil, kapok oil, safflower oil, rice oil, corn oil, rapeseed oil, palm oil, perilla oil, Sesame oil, poppy oil, hydrogenated oil, rice germ oil, brown rice germ oil, wheat germ oil, camellia oil, palm kernel oil, pearl barley oil, mackerel demian nut oil, garlic oil, apogad oil, amani oil, eucalyptus Oil, egg oil, egg yolk oil, cocoa butter, peanut oil, palm oil, evening primrose oil, borage oil, jojoba oil, fastaxanthin oil, lard, beef tallow, chicken oil, whale oil, tuna oil, sardine oil, mackerel oil, Saury oil, bonito oil, dicin oil, DHA, triglyceride containing DHA as a constituent fatty acid, triglyceride containing EPA, EPA as a constituent fatty acid, medium chain fatty acid triglyceride, diglyceride, vitamin A, vitamin A fat Fatty acid esters, vitamin D, vitamin D fatty acid ester, vitamin E, vitamin E fatty acid ester, vitamin, vitamin K fatty acid ester, vitamin Q, vitamin Q fatty acid ester, ascorbic acid fatty acid ester, and oily The squalene-containing oily composition according to the fourth or fifth invention, wherein the squalene-containing oily composition is one or more selected from fragrances.

[0013] A seventh invention of the present invention is the squalene-containing composition according to any one of the first to sixth inventions. A squalene-containing oil-in-water emulsion characterized by comprising an oily composition and water or an aqueous solution.

[0014] An eighth invention of the present invention is the squalene-containing oil-in-water emulsion according to the _seventh invention, wherein the average particle diameter of the emulsion is lOOnm or less.

[0015] A ninth invention of the present invention is a food or drink comprising the squalene-containing oil-in-water emulsion described in the seventh or eighth invention.

[0016] A tenth invention of the present invention is a squalene-containing water characterized by mixing the squalene-containing oily composition according to any one of the first to sixth inventions with water or an aqueous solution. This is a method for producing an oil-type emulsion.

The invention's effect

[0017] According to the present invention, by adding the squalene-containing oily composition to water or an aqueous solution, a squalene-containing oil-in-water emulsion having long-term storage stability and uniformly and stably dispersed can be obtained. Power S can be. Furthermore, since the squalene-containing oily composition of the present invention has long-term storage stability and excellent salt resistance and acid resistance regardless of the presence or absence of SAIB, it contains various salts or is acidic. It can also be used for certain types of foods and drinks, and can provide excellent quality foods and drinks.

[0018] The squalene-containing oily composition of the present invention may contain an oily component. Therefore, a water-insoluble emulsion can be obtained by uniformly dispersing a water-insoluble substance in water or an aqueous solution more stably. The squalene-containing oil-in-water emulsion containing an oily component obtained in this way is superior in salt resistance and acid resistance, so that it can be used in various foods and drinks to provide oily components such as nutritional components and flavors. It is possible to obtain an excellent quality food and drink.

Furthermore, since the squalene-containing oily composition of the present invention is oily, it is excellent in hygiene and can be stored for a long time. Therefore, it is excellent in terms of quality maintenance during distribution and storage, and can be widely used as an intermediate material for food and cosmetics. BEST MODE FOR CARRYING OUT THE INVENTION

Hereinafter, the present invention will be described in detail.

First, the squalene-containing oily composition of the present invention will be described. Squalene is abundant in shark liver oil, especially shark shark liver oil and black shark liver oil, and also in vegetable oils such as olive oil, rice bran oil, wheat germ oil, sesame oil, and soybean oil. In this invention, the concentrate obtained by concentrating squalene from these oils or the deodorized distillate of these oils can be used. Examples of the concentration treatment include solvent extraction and distillation. The resulting concentrate can be further purified by a column or the like to increase the squalene content.

For example, a rice bran extract with a high squalene content is obtained by adding sodium hydroxide to the deodorized distillate of rice bran oil, hydrolyzing it to remove the saponified product, and then concentrating by vacuum distillation. You can get power S.

Further, commercially available products may also be used, for example, Ltd. Kishimoto special liver Industries Ltd. of goods: squalene (squalene content 99 mass ^_0/0), and the like.

[0020] In order to further improve the emulsion stability of the squalene-containing oil-in-water emulsion produced using the squalene-containing oily composition of the present invention, the squalene raw material has a squalene content of 50% by mass or more, preferably 75%. A mass% or more, more preferably 90 mass% or more, particularly preferably 95 mass% or more is used.

[0021] squalene content of squalene-containing oily composition of the present invention is 1 to 60 mass ^_0/0, preferably from 18 to 60 wt%, more preferably 30 to 60 wt%, even more preferably 32 to 60 wt% Most preferably, it is 38 to 60% by mass.

[0022] In addition, the squalene-containing oily composition of the present invention can contain an oily component described later. When the oil component is contained, the content of the squalene and the oil component in the squalene-containing oil composition is preferably 5 to 60% by mass, more preferably 18 to 60% by mass, still more preferably 30 to 60% by mass, Most preferably, it is 38-60 mass%.

[0023] In this case, the mass ratio of squalene to the oil component is preferably 20:80 to 99: 1, and more preferably 50:50 to 99: 1. 60:40 to 99: 1 It is even more preferable that the ratio is 80:20 to 99: 1.

By making the squalene content in the above range, the particle size of the squalene-containing oil-in-water emulsion obtained by adding the squalene-containing oily composition to water or an aqueous solution can be reduced, and the emulsion stability is improved. be able to. [0024] Examples of the oil component used in the present invention include fats and oils or synthetic oils extracted and purified from animals, plants and microorganisms as raw materials. Specifically, soybean oil, cottonseed oil, castor oil, olive oil, kapok oil, safflower oil, rice oil, corn oil, rapeseed oil, palm oil, perilla oil, sesame oil, poppy oil, hardened oil, rice Germ oil, brown rice germ oil, wheat germ oil, camellia oil, palm kernel oil, pearl barley oil, mackerel demian nut oil, garlic oil oil, apogad oil, amani oil, eucalyptus oil, egg oil, egg yolk oil, cocoa butter, Peanut oil, coconut oil, evening primrose oil, borage oil, jojoba oil, axaxanthin oil, lard, beef tallow, chicken oil, whale oil, tuna oil, sardine oil, mackerel oil, saury oil, bonito oil, dicinned oil, Examples thereof include oils and fats such as DHA and EPA, triglycerides containing DHA as a constituent fatty acid, triglycerides containing EPA as a constituent fatty acid, synthetic triglycerides such as medium-chain fatty acid triglycerides, and diglycerides. These oily components can be used alone or in combination of two or more.

[0025] In addition, an oil-based reinforcing agent can be used as the oil-based component, and examples thereof include oil-soluble vitamins and vitamin derivatives. Specifically, vitamin A, vitamin A fatty acid ester, vitamin D, vitamin D fatty acid ester, vitamin E, vitamin E fatty acid ester, vitamin K, vitamin 脂肪酸 fatty acid ester, vitamin Q, vitamin Q fatty acid Examples include esters and fatty acid esters of ascorbic acid.

[0026] In addition, an oily fragrance can be used as an oily component, and examples thereof include natural fragrances and synthetic fragrances. Specifically, natural fragrances include rose oil, jasmine oil, neroli oil, lavender oil, ylang ylang oil, tuberose oil, clary sage oil, clove oil, peppermint oil, geranium oil, patch lily oil, sandalwood oil , Cinnamon oil, coriander oil, nutmeg oil, pepper oil, lemon oil, orange oil, bergamot oil, opoponax oil, vetiver oil, oris oil, oak moss oil, musk oil, cybet oil, castrium oil and mberberg oil Can be mentioned.

[0027] Synthetic fragrances include limonene, β-caryophyllene, cis-1-hexenol, linalool, farnesol, β-phenylethyl alcohol, 2, 6_nanogenal, citral, hexylcinnamic aldehyde , Β-ionone, 1_carvone, cyclopentadecanone, linalyl acetate, benolebenzoate, γ-undecalactone, digenol, rose oxide, indole, phenylacetaldehyde dimethylaceta , Auranthiol, geraniol, citronellol, terpineol, mentholanol, santalol, bacdanol, bramanol, liranolole, rigliall, damascon, methyloneonone, illon, isysuper, acetylcedren, muscone, benzylacetate, methyldihydro Examples include diasmonate, jasmine latathone, cyclopentadecanolide, ethylene brushate, galac solid, and ambroxan.

[0028] In the present invention, the polyglycerin fatty acid ester can be used both of a synthetic product and a commercially available product. In particular, polyglycerin having an average degree of polymerization of 2 or more and carbon number of 8

~ 18, preferably esters with fatty acids.

[0029] Examples of polyglycerin having an average degree of polymerization of 2 or more include diglycerin, triglycerin, tetraglycerin, pentaglycerin, hexaglycerin, decaglycerin and the like. Examples of the fatty acid having 8 to 18 carbon atoms include octanoic acid, decanoic acid, dodecanoic acid, tetradecanoic acid, palmitic acid, stearic acid, oleic acid, and linoleic acid. Examples of the ester include monoester, diester, triesterol, pentaester, and hexaester.

In the case of an ester other than a monoester, the combination of fatty acid residues in one molecule of polyglycerin fatty acid ester is not particularly limited. For example, all may be the same fatty acid residue or all different fatty acid residues.

In the squalene-containing oily composition of the present invention, one or more polyglycerol fatty acid esters can be used.

[0030] The polyglycerol fatty acid ester content in the squalene-containing oily composition of the present invention is 40

It is -99 mass%, Preferably it is 40-95 mass%, More preferably, it is 40-80 mass%, More preferably, it is 40-70 mass%, Most preferably, it is 40-60 mass%. This is because if the content of the polyglycerin fatty acid ester is less than 40% by mass, the particle size of the emulsion dispersed in the aqueous solution becomes large, causing tailing, precipitation, etc., resulting in loss of stability.

[0031] The HLB value of the emulsifier in the squalene-containing oily composition of the present invention must be in the range of 6 to 15; preferably 9 to 15; more preferably 10 to 14; most preferably 11-14.

When the HLB value of the emulsifier in the squalene-containing oily composition is in the range of 6 to 15: When the water-containing oily composition is added to water or an aqueous solution, the squalene-containing oil-in-water emulsion can be stably and uniformly dispersed in water or an aqueous solution. Furthermore, it has excellent salt resistance and acid resistance even under salt and acid conditions, and can stably and uniformly disperse a squalene-containing oil-in-water emulsion.

[0032] In the present invention, the HLB value refers to the balance between hydrophilicity and hydrophobicity that is usually used in the field of surfactants. This means the value calculated by the method.

[0033] Woman 1]

HLB value = 20 (1 _S / A)

(In the formula, S represents the ken valence of ester, and A represents the neutralization value of fatty acid.)

[0034] Even if the polyglycerin fatty acid ester used in the present invention has an HLB value outside of 6 to 15, the HLB value of the emulsifier in the squalene-containing oily composition can be increased by using it together with another emulsifier. If it is within the above range, it can be used. Specifically, a polyglycerol fatty acid ester having an HLB value of ¾ to 17 can be used.

[0035] Examples of polyglycerin fatty acid esters whose HLB values deviate from 6 to 15 include, for example, decadariline decaoleate (HLB value: 3 · 5), hexaglycerin pentaoleate ester (HLB value: 4). · 9), tetraglyceryl tristearate (HLB value: 4.5 · 5), strong glyceryl monostrength prillate (HLB value: 16), decaglycerin monolaurate ester (HLB value: 16.0), etc. Can be mentioned. When using these polyglycerin fatty acid esters, it is necessary to use in combination with other emulsifiers so that the HLB value of the emulsifier in the squalene-containing oily composition is finally in the range of 6 to 15 is there.

[0036] Examples of polyglycerol fatty acid esters having an HLB value of 6 to 15 include, for example, diglycerin monooleate (HLB value: 7.4), decaglycerol tristearate (HLB value: 9.8). Hexaglycerin monostearate (HLB value: 11.6), pentag lysine myristic acid ester (HLB value: 13.0), and the like.

[0037] When two or more kinds of polyglycerol fatty acid esters are used, at least one of them is a polyglycerol fatty acid ester (hereinafter abbreviated as component A) having an HLB value of 6 to 10; At least one polyglycerol fatty acid ester having an HLB value of 11 to 16 (hereinafter referred to as Preferably abbreviated as component B).

In addition, the HLB value of component A is preferably 6-9, most preferably 6-8. Also, the HLB value of component B is preferably a force S of 11 to 15 and most preferably 12 to 15.

[0038] Examples of component A include decaglycerin tristearic acid ester (HLB value: 9.8), hexaglycerin tristearic acid ester (HLB value: 7.0), tetraglycerin monostearic acid ester (HLB value). : 8.4), tetraglycerol monooleate (HLB value: 8.8), diglycerol monostearate (HLB value: 7.4), diglycerol monooleate ester (HLB value: 7) 4), diglycerin monomyristic acid ester (HLB value: 8.8) and the like.

[0039] Examples of component B include decaglycerin monolaurate (HLB value: 14.

8), hexaglycerol monolaurate (HLB value: 13.5), decaglycerol monostearate (HLB value: 14.0), decaglycerol monooleate (HLB value: 14.0), Hexaglycerin monostearate (HLB value: 11 · 6), Hexaglycerin monooleate acid ester (HLB value: 11.6), Pentaglycerin myristic acid ester (H LB value: 13 · 0), Decaglycerin monostrength purine Acid esters (HLB value: 15)

[0040] By combining component A and component B and setting the HLB value of the emulsifier in the squalene-containing oily composition within the range of 6 to 15: obtained by adding the squalene-containing oily composition to water or an aqueous solution The stability of the squalene-containing oil-in-water emulsion can be further enhanced.

[0041] In particular, component A preferably contains 70% by mass or more of the monoester. 80-: 100% by mass is more preferred. 85-: 100% by mass is most preferred. . As component A, by using the one containing the monoester 70 mass ^_0/0 or more, further enhance it the stability of squalene-containing oil-in-water emulsion obtained by adding the squalene-containing oil composition in water or an aqueous solution Can do.

[0042] As the component A containing 70% by mass or more of such a monoester, for example, diglycerin monooleic acid obtained by subjecting diglycerin and oleic acid to esterification by dehydration condensation and further molecular distillation. ester (HLB value: 7.4, monoester content 87 mass ^_0/0) And diglycerin monomyristic acid ester (HLB value: 8 · 8, monoester content 80% by mass) obtained in the same manner from diglycerin and myristic acid. Of these, diglycerin monooleate is more preferred.

Generally, glycerin fatty acid esters that are widely distributed have a wide distribution of ester composition, but by performing molecular distillation, column fractionation, etc., the content of any of monoester to hexaester is increased. The product is commercially available. In the present invention, as the component A, a commercially available product having an increased monoester content can be used.

[0043] The squalene-containing oily composition of the present invention can contain water, but in order to further improve hygiene, the water content is preferably 5% by mass or less. More preferably, it is mass%. Thus, by significantly reducing the amount of water in the squalene-containing oily composition, the stability of the squalene-containing oil-in-water emulsion obtained by adding the squalene-containing oily composition to water or an aqueous solution is further increased. be able to.

[0044] In addition, the squalene-containing oily composition of the present invention may contain a commonly known food additive as long as the effects of the present invention are not impaired. Such food additives include stabilizers, seasonings, acids, and salts. Furthermore, SAIB, which is a specific gravity adjusting agent, can be used as necessary.

[0045] In addition, one or more emulsifiers other than the polyglycerin fatty acid ester described above may be used. Examples of such an emulsifier include lecithin, saponin, sucrose fatty acid ester, sorbitan fatty acid ester, polyoxyethylene sorbitan fatty acid ester, and glycerin fatty acid monoester. In this case, as already explained, it is essential that the HLB value of the emulsifier in the squalene-containing oily composition is in the range of 6 to: 15, preferably 9 to 15, more preferably 10 to 14, Most preferably, it is 11-14. As described above, the stability of the squalene-containing oil-in-water emulsion obtained by adding the squalene-containing oily composition to water or an aqueous solution by setting the HLB value of the emulsifier in the squalene-containing oily composition within the above range. Can be further enhanced. In addition, since the squalene-containing oil-based composition is excellent in salt resistance and acid resistance, a highly stable squalene-containing oil-in-water emulsion can be obtained even in the presence of salt or in an acidic state. Obtainable. [0046] Next, a method for producing the squalene-containing oily composition of the present invention will be described.

The squalene-containing oily composition of the present invention is prepared, for example, by putting squalene and one or more polyglycerol fatty acid esters in a stainless beaker and heating at 75 to 85 ° C., followed by stirring at a stirring speed of 1000 to 5000 rpm. Can be manufactured. When oily ingredients and food additives are included, they can be manufactured together with squalene and polyglycerin in a stainless beaker.

A homomixer, a propeller stirrer, etc. can be used for stirring. There is no particular limitation on the stirring time.Also, depending on the production equipment used, it is preferable to stir for 10 to 30 minutes for small scale production. It is preferable to stir for 30 minutes to 2 hours.

[0047] Next, the squalene-containing oil-in-water emulsion will be described.

The squalene-containing oil-in-water emulsion can be produced by adding the squalene-containing oily composition of the present invention to water or an aqueous solution. The amount of squalene-containing oil-based composition used as a raw material for the squalene-containing oil-in-water emulsion is Ri preferably from 0.01 to 30% by mass, more preferably from 0.1 to 20 weight ^_0/0, most preferably 0. 1: 10 mass ^_0/0. This is because the stability of the squalene-containing oil-in-water emulsion can be further improved by setting the amount of the squalene-containing oily composition to 0.01 to 30% by mass.

[0048] The water used for the raw material of the squalene-containing oil-in-water emulsion is not particularly limited, and examples thereof include ordinary drinking water, purified water, and ion-exchanged water.

Examples of the water-soluble component contained in the aqueous solution include sugar, salt, isomerized liquid sugar, glucose, fructose, D-sorbitol, aspartame, ascorbic acid, citrate, tartaric acid, malic acid and the like. Although it can, it is not limited to these.

[0049] Further, in the squalene-containing oil-in-water emulsion of the present invention, the average particle size of the emulsified particles is preferably 100 nm or less, more preferably 60 nm or less, and more preferably 20 to 60 nm. Most preferred. By setting the average particle size to lOOnm or less, the emulsion can be dispersed more stably. In the present invention, the average particle diameter means that measured using a particle size measuring device by a dynamic light scattering method. Examples of the measuring device include COULTER N4Plus manufactured by Beckman Coulter. [0050] The squalene-containing oily composition and the squalene-containing oil-in-water emulsion of the present invention are appropriately selected according to the physical properties and used as a raw material for foods and drinks. Can be obtained. Examples of food include breads, biscuits, candies, jelly and other bakery products; processed foods such as daidal and ham; seasonings such as miso, sauce, sauce and dressing; processed foods such as tofu and noodles Oil and fat processed foods such as margarine, fat spread and shortening; powdered foods such as powdered drinks and powdered soups; health foods such as capsules, tablets, powders, and condyles.

[0051] The beverage includes, for example, a beverage containing at least one selected from minerals such as salt, acidulants, sweeteners, alcohol, vitamins, flavors, and fruit juices. Examples include sports drinks, carbonated drinks, fruit juice drinks, lactic acid bacteria drinks, alcoholic drinks, vitamins' mineral drinks, processed milk, soy milk, and beverages for improving the constitution.

[0052] The content of the squalene-containing oily composition used as a raw material for the squalene-containing food or drink is preferably 0.01 to 30% by mass, more preferably 0.:! To 20% by mass, and most preferably It is preferably 0.:! To 10% by mass. This is because the dispersion stability of the squalene-containing oil-in-water emulsion in food and drink can be further enhanced when the amount of the squalene-containing oily composition is within the range of 0.01-30% by mass.

[0053] A food / beverage blended with the squalene-containing oil-in-water emulsion can be produced by adding the squalene-containing oily composition of the present invention to the raw material of the food / beverage as it is, and then producing it by a known production method. it can. In that case, it is more preferable that the squalene-containing oily composition of the present invention is added and dispersed in water or an aqueous solution used as a raw material for food and drink.

[0054] An example of a method for producing a beverage containing the squalene-containing oil-in-water emulsion using the squalene-containing oily composition of the present invention will be specifically described below.

Add water-soluble ingredients such as sugar, salt, isomerized liquid sugar, glucose, fructose, D_sorbitol, aspartame, ascorbic acid, citrate, tartaric acid, malic acid to water and stir at 75-85 ° C After dissolving to make an aqueous solution, the squalene-containing oily composition of the present invention is added, It can be produced by stirring at 1000 to 500 (kpm).

It can also be produced using a squalene-containing oil-in-water emulsion produced by adding a squalene-containing oily composition to water or an aqueous solution. That is, the squalene-containing oil-in-water emulsion can be separately mixed with an aqueous solution and stirred at 75 to 85 ° C. at 1000 to 5000 rpm.

[0055] For the stirring, a device such as a homomixer or a propeller stirrer can be used. In addition, stirring is not particularly limited as long as it is performed for the time required for each component to be uniform, but for example, it is preferable to stir for 10 to 30 minutes in small scale production. In the production on a scale, it is preferable to stir for 30 minutes to 2 hours.

Note that the manufacturing method is not limited to those described here, but may be manufactured by setting optimum conditions as appropriate.

Example

[0056] Hereinafter, the present invention will be described in more detail with reference to specific examples. The present invention is not limited to the following examples.

(Example:! ~ 11)

Examples 1-: 500 g of the squalene-containing oily composition of 11 was prepared as follows.

First, each raw material was put into a stainless beaker with the blending amounts shown in Tables 1 and 2, and stirred at 80 ° C. for 30 minutes with a homomixer (3000 rpm) to be mixed and dissolved. After each component was uniformly dissolved, it was cooled to room temperature, and the squalene-containing oily compositions of Examples 1 to 11 were obtained. All raw materials were commercially available.

Specifically, squalene, Ltd. Kishimoto special cod-liver oil Industries, Ltd. under the trade: squalene (scan Kuwaren content 99 mass ^_0/0), or Komenu force extract (squalene content of 75 mass%) was used. This rice bran extract was obtained by adding sodium hydroxide to a deodorized distillate from bran oil, hydrolyzing it to remove saponified products, and then concentrating by vacuum distillation. The

In addition, as an oil component, soybean oil is a product manufactured by Nisshin Oillio Gunep Co., Ltd .: UNIE ICE 3, medium chain fatty acid triglyceride is a product manufactured by Nisshin Oillio Group Co., Ltd .: 〇DO, Astaxanthin oil is a product manufactured by Fuji Chemical Industry Co., Ltd .: Fastery Oil 50F, Vitamin Q is a product manufactured by Nisshin Falma Co., Ltd .: Coenzyme Q10, Ascorbic acid palmitate is a product manufactured by Sankyo Lifetech Co., Ltd. : Vitamin C palmitate was used. Incidentally, diglycerin mono-O maleic acid ester of HLB value 7.4 is monoester content was used in 87 mass ^_0/0.

[Table 1] Composition of oily composition koji (mass%)

[Table 2]

[0059] (Comparative example:! ~ 5)

The squalene-containing oily compositions of Comparative Examples 1 to 4 and the oily composition not containing squalene of Comparative Example 5 were produced in the same manner as in Examples 1 to 11 with the blending amounts shown in Table 3.

[0060] [Table 3]

Examples 1 to 11: The squalene-containing oily composition of 11; the squalene-containing oily composition of Comparative Examples 1 to 4; and the squalene-containing oil composition of Comparative Example 5; and the storage stability test of the oily composition. The following method was used.

Each produced oily composition was stored at 50 ° C, 40 ° C, 25 ° C, 5 ° C for 1 month and 2 months, and the condition after storage was visually observed. Evaluation criteria shown in Table 4 Was used to evaluate.

[0062] [Table 4] Evaluation criteria

s Qualitative good A

»Positively good

There are very few ¾ jobs are given;

Γ 籠 as a preparation)

汰 Den »C can be seen

[0063] Examples: Evaluation results of the squalene-containing oil compositions of! To 11 are shown in Tables 5 and 6, and Comparative Examples:! To 4 of the squalene-containing oil compositions and Comparative Example 5 of the oil composition not containing squalene Table 7 shows the evaluation results.

[0064] [Table 5]

[0065] [Table 6]

[0066] [Table 7]

[0067] From the results of the storage stability tests of the compositions of the respective oil compositions shown in Tables 5 to 7, the squalene-containing oil compositions of Examples 1 to 11 were the squalene-containing oil compositions of Comparative Examples 1 to 4. It was also found that the squalene containing no squalene of Comparative Example 5 was superior in storage stability compared to the oily composition.

[0068] <Production of squalene-containing oil-in-water emulsion (using purified water)>

(Example l_a to ll_a)

Examples 1-: After adding 11 squalene-containing oily compositions to 99 g of purified water at lg and 80 ° C, respectively, and stirring with a propeller for 10 minutes, Examples 1—a to lla squalene-containing oil-in-water types 100 g of each emulsion (using purified water) was produced.

[0069] (Comparative Examples 1 a to 5— a)

Using the squalene-containing oily composition of Comparative Examples 1 to 4 and the oily composition not containing squalene of Comparative Example 5 in the same manner as in Examples 1a to 11a, the squalene-containing water of Comparative Examples 1a to 4a An oil-type emulsion (using purified water) and Comparative Example 5- _a oil-in-water emulsion containing no squalene (using purified water) were produced.

[0070] <Average particle size measurement and storage stability test of each squalene-containing oil-in-water emulsion (with purified water)>

Example 1 _ a to 11 1 a and Comparative Example 1-a to 4 _ a squalene-containing oil-in-water emulsion (use of purified water) and Comparative Example 5—a oil-in-water emulsion not containing squalene (purification) Messenger Average particle size was measured using a particle size distribution analyzer (COULTER N4 Plus manufactured by Beckman Coulter, Inc.).

In addition, each oil-in-water emulsion (with purified water) is stored at 50 ° C, 40 ° C, 25 ° C, 5 ° C for 1 month and 2 months, and the state after storage is visually observed. The evaluation criteria shown in Table 8 were used for evaluation.

[Table 8]

[0072] Examples 1_a to 11-1 The average particle size measurement and storage stability test results of the squalene-containing oil-in-water emulsion (using purified water) of a are shown in Tables 9 and 10, and Comparative Examples 1_a to 4 Table 1 shows the average particle size measurement and storage stability test results of oil-in-water emulsion containing a squalene (a) using purified water and Comparative Example 5—a oil-in-water emulsion containing a squalene (using purified water). Shown in

[0073] [Table 9]

[0074] [Table 10] Average particle size measurement and storage stability test of oil-in-water emulsion (Use of purified water)

[0075] [Table 11]

[0076] Tables 9 to 11: From the results of the average particle size and storage stability test of the oil-in-water emulsions (using purified water) shown in Table 11, the squalene-containing oil-in-water emulsions of Examples 1 a to 1 1 a (Using purified water) was found to have a smaller average particle size of 60 nm or less than Comparative Examples 1a to 5-a, and excellent storage stability.

[0077] <Production of squalene-containing oil-in-water emulsion (using aqueous taenoic acid solution)> (Example 1 b-llb)

Examples 1 to 11: The squalene-containing oil compositions of 11 were added to 99 g of an 80 ° C. aqueous citrate solution adjusted to lg and pH 3, respectively, and then stirred with a propeller for 10 minutes, whereby Examples l-b to ll_b 100 g each of squalene-containing oil-in-water emulsion (using aqueous taenoic acid) was produced.

[0078] (Comparative Example l _b to 5— b)

Using the squalene-containing oily compositions of Comparative Examples 1 to 5 in the same manner as in Examples l _b to ll b, the squalene-containing oil-in-water emulsions of Comparative Examples 1 _b to 4 b (using aqueous solutions of taenoic acid) And Comparative Example 5 _b oil-in-water emulsions containing no squalene (using aqueous taenoic acid solution) were produced.

[0079] <Measurement of average particle size and storage stability test of each squalene-containing oil-in-water emulsion (using aqueous taenoic acid solution)>

Example 1 b to l 1 b and comparative example 1 b to 4 b squalene-containing oil-in-water emulsion (using quenate aqueous solution) and comparative example 5—b oil-in-water emulsion not containing squalene (quen acid aqueous solution) Used) was measured in the same manner as in Examples 1a to l1a.

In addition, the squalene-containing oil-in-water emulsions of Examples 1b to 1b and Comparative Examples 1b to 4b (using a taenoic acid aqueous solution) and the comparative example 5-b oil-in-water emulsions not containing squalene (Taen A storage stability test was conducted and evaluated in the same manner as in Examples 1a to lla.

Example 1 The average particle size measurement and storage stability test results of squalene-containing oil-in-water emulsions (using a taenoic acid aqueous solution) of b to l 1 b are shown in Tables 12 and 13, and squalene of Comparative Example 1_b to 4 b Table 14 shows the average particle size measurement and storage stability test results for the oil-in-water emulsions containing Taenic acid aqueous solution and Comparative Example 5 _b oil-in-water emulsions not containing the screen (using Taenoic acid aqueous solution). Show.

[0080] [Table 12]

[0081] [Table 13]

[0082] [Table 14]

[0083] Table 12 ~: From the results of the average particle size and the storage stability test of the oil-in-water emulsions (using a taenoic acid aqueous solution) shown in 14, the squalene-containing oil-in-water emulsions of Examples l _b to ll _b It was found that the product (using citrate aqueous solution) had a smaller average particle size of 60 nm or less than Comparative Examples l _b to 5 _b, and was excellent in storage stability and acid resistance.

[0084] <Manufacture of squalene-containing oil-in-water emulsion (use of saline)>

(Example l_c to ll_c)

Examples 1 to 11: Each of the squalene-containing oil compositions of 11 was added to 99 g of 1% by weight saline at lg and 80 ° C., respectively, and then stirred with a propeller for 10 minutes. 100 g of each squalene-containing oil-in-water emulsion (using saline) was produced.

[0085] (Comparative Example 1 c to 5— c)

Using the squalene-containing oily composition of Comparative Examples 1 to 4 and the oily composition not containing squalene of Comparative Example 5 in the same manner as in Examples 1c to llc, the squalene-containing water of Comparative Examples 1c to 4c oil type emulsion (saline used) and Comparative example _{5 c-water} type emulsion containing no squalene of (saline used) were prepared.

[0086] <Average particle size and storage stability test of each squalene-containing oil-in-water emulsion (using saline)>

Example 1_c-11 1 c and Comparative Example 1-c-4_c Squalene-containing oil-in-water emulsion ( The average particle size of the oil-in-water emulsion (using saline) was measured in the same manner as in Example 1 ll _a .

In addition, Example 1 c 11 c and Comparative Example 1 c 4 c Squalene-containing oil-in-water emulsion (use of saline) and Comparative Example 5-c Oil-in-water emulsion not containing squalene (use of saline) Example l_a˜: A storage stability test was conducted in the same manner as in 11_a and evaluated.

Example 1 _c l 1 c Average oil particle size measurement and storage stability test results of oil-in-water emulsion containing squalene (using saline solution) are shown in Tables 15 and 16, and Comparative Example l_c 4 c in squalene-containing water Table 17 shows the average particle size measurement and storage stability test results of the oil-type emulsion (using saline solution) and the oil-in-water emulsion containing no squalene of Comparative Example 5-c (using salt solution).

[Table 15]

[Table 16]

[0089] [Table 17]

[0090] Tables 15 to 17: From the results of the average particle size and storage stability test of the oil-in-water emulsion (use of saline solution) shown in 17, the squalene-containing oil-in-water emulsion of Example 1 c to llc (salt) Water use) was found to have a smaller average particle diameter of 60 nm or less than Comparative Examples 1c to 5-c, and was excellent in storage stability and salt resistance.

[0091] <Food and beverage production containing oil-in-water emulsion containing squalene> (Examples 12 and 13, Comparative Example 6)

Using the squalene-containing oily compositions of Examples 2 and 7, and Comparative Example 1, each raw material was blended in the blending amounts shown in Table 18 to produce a beverage containing a squalene-containing oil-in-water emulsion. Specifically, each raw material excluding the squalene-containing oily composition shown in Table 18 was heated and dissolved at 80 ° C, and then the squalene-containing oily composition was added and stirred with a propeller for 10 minutes. A beverage containing a squalene-containing oil-in-water emulsion was obtained.

[Table 18]

[0093] <Storage stability test of beverages containing each squalene-containing oil-in-water emulsion>

Beverages containing the squalene-containing oil-in-water emulsions of Examples 12 and 13 and Comparative Example 6 were subjected to a storage stability test in the same manner as in Examples 1 to 11 and evaluated. The results are shown in Table 19.

Based on the results of the storage stability test for each beverage shown in Table 19, the beverages containing the squalene-containing oil-in-water emulsions of Examples 12 and 13 generated oil rings compared to the beverage of Comparative Example 6. It has been found that it has excellent storage stability at various temperatures (50, 40, 25, 5. C).

[0094] [Table 19] W 200

[0095] From the above test results, the squalene-containing oily composition and the squalene-containing oil-in-water emulsion of the present invention are excellent in storage stability, acid resistance, and salt resistance, and the squalene-containing oil-in-water of the present invention. It was also confirmed that beverages containing mold emulsions are excellent in storage stability.

Industrial applicability

[0096] The present invention can be widely used in food, cosmetics and pharmaceutical fields.

Claims

The scope of the claims

[1] A squalene-containing oily composition containing 1 to 60% by mass of squalene and 40 to 99% by mass of ⁰ or ₀ of one or more polyglycerol fatty acid esters as an emulsifier,

The squalene-containing oily composition, wherein the emulsifier in the squalene-containing oily composition has an HLB value of 6 to 15:

[2] Polyglycerin fatty acid ester (component A) having at least one kind of two or more kinds of polyglycerin fatty acid esters of 6 to 10 and having at least one kind of HLB value of 11 to

2. The squalene-containing oily composition according to claim 1, which is 16 polyglycerol fatty acid esters (component B).

[3] The squalene-containing product according to claim 2, wherein the polyglycerol fatty acid ester (component A) having an HLB value of 6 to 10 contains 70% by mass or more of a polyglycerol fatty acid monoester. Oily composition.

[4] squalene and 5-60% by weight an oil component, one or more Poridari serine fatty acid esters 40 to 95 weight ^_0/0 containing as an emulsifier, and the weight ratio of squalene and oil component is 20: A squalene-containing oily composition that is 80 to 99: 1, wherein the emulsifier in the squalene-containing oily composition has an HLB value of 6 to 15.

[5] Polyglycerin fatty acid ester (component A) having at least one kind of HLB value of 6 to 10 of the two or more kinds of polyglycerol fatty acid esters, and having at least one other kind of HLB value of 11 to 16 5. The squalene-containing oily composition according to claim 4, which is a fatty acid ester (component B).

[6] The oil component is soybean oil, cottonseed oil, castor oil, olive oil, kapok oil, safflower oil, rice oil, corn oil, rapeseed oil, palm oil, perilla oil, sesame oil, poppy oil, hardened oil, Rice germ oil, brown rice germ oil, wheat germ oil, camellia oil, palm kernel oil, pearl barley oil, mackerel demian nut oil, garlic oil oil, apogad oil, amani oil, eucalyptus oil, egg oil, egg yolk oil, power Khao butter, peanut oil, palm oil, evening primrose oil, borage oil, jojoba oil, austaxanthin oil, pork fat, beef tallow, chicken oil, whale oil, tuna oil, sardine oil, mackerel oil, saury oil, bonito oil, herring Oil, DHA, Triglyceride containing DHA as constituent fatty acid, EPA, EPA constituent fat Triglycerides, acid-containing triglycerides, diglycerides, vitamin A, vitamin A fatty acid esters, vitamin D, vitamin D fatty acid esters, vitamin E, vitamin E fatty acid esters, vitamins, vitamin K fatty acid esters, vitamins 6. The squalene-containing oil composition according to claim 4 or 5, wherein the oil composition is one or more selected from Q, a fatty acid ester of vitamin Q, a fatty acid ester of ascorbic acid, and an oily fragrance.

[7] A squalene-containing oil-in-water emulsion comprising the squalene-containing oily composition according to any one of claims 1 to 6 and water or an aqueous solution.

[8] The squalene-containing oil-in-water emulsion according to claim 7, wherein the average particle size of the emulsion is lOOnm or less.

[9] A food and drink comprising the squalene-containing oil-in-water emulsion according to claim 7 or 8.

[10] A method for producing a squalene-containing oil-in-water emulsion, comprising mixing the squalene-containing oily composition according to any one of claims 1 to 6 with water or an aqueous solution.