JP2005247759A - Oil-in-water-type emulsion fragrance composition and method for producing the same - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a water-based fragrance having excellent application feeling and emulsion stability and meeting a dispenser specification and provide a method for producing the fragrance. <P>SOLUTION: The fragrance composition contains an oil phase containing 0.5-30 mass% fragrance and a silicone oil and a water phase containing a hydrophilic surfactant and water. The composition has an average emulsion particle diameter of 0.01-0.2 μm and a viscosity of ≤100 mPa s. The composition preferably further contains a polyhydric alcohol in the water phase, further preferably contains a film-forming agent as a component. The composition is produced by mixing and stirring an oil phase containing 0.5-30 mass% fragrance and a silicone oil and a water phase containing a hydrophilic surfactant and water to attain an average emulsion particle diameter of 0.01-0.2 μm and a viscosity of ≤100 mPa s. <P>COPYRIGHT: (C)2005,JPO&NCIPI

Description

  The present invention relates to an oil-in-water emulsified fragrance composition and a method for producing the same, and particularly to a low-viscosity oil-in-water emulsified fragrance composition and a method for producing the same.

In the fragrance composition, an aqueous fragrance in which 50% by mass or more of water is blended is a preferred form in terms of moisturizing the skin or less irritation to the skin. As water-based fragrances, transparent solubilized fragrances in which fragrances are solubilized with hydrophilic surfactants and emulsion fragrances in which fragrances are emulsified are known.
In the transparent solubilizing fragrance, the stability of the system is good, but in order to completely dissolve the fragrance, it is necessary to add a large amount of a surfactant, which causes problems in use feeling such as stickiness and slime. Sometimes. There may also be problems with the persistence of the scent.
On the other hand, as the emulsion fragrance, an oil-in-water emulsion is generally used because of its good feeling of use.

However, in the case of a dispenser type which is a preferable form as a fragrance, if the viscosity of the emulsion is high, it is difficult to inject uniformly in a mist form, and clogging occurs as the product is further used, resulting in poor injection properties. There was a case.
In addition, even when trying to reduce the viscosity, the emulsification method using a normal surfactant or polymer increases the particle size of the emulsified particles, which tends to cause creaming and coalescence of the emulsified particles, and the stability of the emulsified composition. May cause problems.
The present invention has been made in view of the above-described problems of the prior art, and an object thereof is to provide an aqueous fragrance excellent in use feeling and emulsification stability and capable of withstanding dispenser specifications, and a method for producing the same.

As a result of investigations by the present inventors to achieve the above object, a low-viscosity oil-in-water emulsion composition using a hydrophilic surfactant and silicone oil and having a reduced emulsion particle size by high-pressure emulsification or the like, The present inventors have found that it is excellent in use feeling and stability and can withstand the dispenser specification, and has completed the present invention.
That is, the first subject of the present invention is an oil phase containing 0.5 to 30% by mass of a fragrance and silicone oil,
An aqueous phase comprising a hydrophilic surfactant and water,
A perfume composition having an average emulsified particle diameter of 0.01 to 0.2 μm and a viscosity of 100 mPa · s or less.

In the composition, the hydrophilic surfactant is selected from higher fatty acid soap, sucrose fatty acid ester, N-long chain acyl acidic amino acid salt, polyoxyethylene hydrogenated castor oil, polyoxyalkylene alkyl ether, mono fatty acid polyoxyethylene glycerin. It is suitable that it is 1 type, or 2 or more types selected from the group which consists of.
The silicone oil is preferably one or more selected from the group consisting of chain polysiloxanes, cyclic polysiloxanes, and modified silicone oils.
In the composition, it is preferable that the aqueous phase further contains a polyhydric alcohol.
Further, it is preferable to further contain a film agent.
The second subject of the present invention is an oil phase comprising 0.5 to 30% by weight of perfume and silicone oil,
An oil-in-water emulsified fragrance composition characterized by mixing and stirring a hydrophilic surfactant and an aqueous phase containing water to have an average emulsified particle size of 0.01 to 0.2 μm and a viscosity of 100 mPa · s or less. It is a manufacturing method.

According to the present invention, a fragrance composition excellent in use feeling and stability can be obtained by using a hydrophilic surfactant and silicone oil and reducing the emulsion particle diameter by high-pressure emulsification or the like. Moreover, the fragrance | flavor composition concerning this invention is excellent also in the sustainability of fragrance, and can endure the dispenser specification which is easy to handle as a fragrance.
Furthermore, when polyhydric alcohol is blended, the emulsified particle size tends to be small. Moreover, when a film agent is blended, the scent persistence is improved.

<Fragrance>
Examples of the fragrance used in the present invention include natural fragrances obtained from animals or plants, synthetic fragrances produced by chemical synthesis means, and blended fragrances that are mixtures thereof, and are not particularly limited. In the present invention, any one or two or more of these fragrances can be used depending on the intended product.
The compounding quantity of a fragrance | flavor is 0.5-30 mass% normally with respect to the composition whole quantity, More preferably, it is 1-30 mass%, More preferably, it is 2-20 mass%. If it is less than 0.5% by mass, sufficient strength and sustainability of the fragrance cannot be obtained, and in order to obtain a sufficient scent as a fragrance composition, it is preferably 1% by mass or more. Further, a blending amount exceeding 30% by mass is practically unnecessary and uneconomical.
The fragrance composition of the present invention contains silicone oil, a hydrophilic surfactant, and water as essential components in addition to the fragrance described above.

<Silicone oil>
Silicone oils are linear polysiloxanes such as dimethylpolysiloxane, methylphenylpolysiloxane, methylhydrogenpolysiloxane, octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane, tetramethyltetrahydrogencyclotetra. Cyclic polysiloxanes such as siloxane, amino-modified silicone oil, epoxy-modified silicone oil, epoxy-polyether-modified silicone oil, polyether-modified silicone oil, carboxy-modified silicone oil, alcohol-modified silicone oil, alkyl-modified silicone oil, ammonium salt-modified silicone oil And silicone oils such as modified silicone oils such as fluorine-modified silicone oils, preferably chain polysiloxanes and cyclic polysiloxanes. It is.

<Hydrophilic surfactant>
Examples of the hydrophilic surfactant include higher fatty acid soap, sucrose fatty acid ester, N-long chain acyl acidic amino acid salt, polyoxyethylene hydrogenated castor oil, polyoxyalkylene alkyl ether, mono fatty acid polyoxyethylene glycerin, Preferred are higher fatty acid soaps, sucrose fatty acid esters, N-long chain acyl acidic amino acid salts, and polyoxyalkylene alkyl ethers. Of these, polyoxyethylene hydrogenated castor oil is very excellent in terms of stability, feel in use, etc. It is particularly preferable.

  As the higher fatty acid soap, those whose higher fatty acid is a linear or branched, saturated or unsaturated fatty acid having 12 to 22 carbon atoms can be used. For example, palmitic acid, stearic acid, behenic acid and the like can be mentioned. Examples of the counter ion of the higher fatty acid soap include metal ions such as potassium ion and sodium ion. It is more preferable to use a higher fatty acid soap having a longer carbon chain length and a combination of those having different chain lengths.

  As the sucrose fatty acid ester, linear or branched, saturated or unsaturated fatty acid having 12 to 22 carbon atoms can be used. Preferably, the purity of the diester in the sucrose fatty acid ester is 50% or more, but when the monoester and the triester other than the diester are in the range of mono: tri = 1: 3 to 1:20, the diester The purity may be 35% or more. Such a high-purity diester can be obtained by purifying a commercially available sucrose fatty acid ester (mixture of mono-, di-, and tri-forms) by solvent fractionation, column chromatography, or the like (see JP-A-7-25724).

  As the N-long chain acyl acidic amino acid salt, linear or branched, saturated or unsaturated, having 12 to 22 carbon atoms, preferably having 16 or more carbon atoms can be used. . Examples of such an acyl group include a stearoyl group, a palmitoyl group, a myristoyl group, a lauroyl group, and a cocoyl group. Examples of acidic amino acids include glutamic acid and aspartic acid. Examples of the salt include sodium, potassium, triethanolamine and the like. Preferred examples include sodium N-lauroyl glutamate, potassium N-lauroyl glutamate, sodium N-myristoyl glutamate, potassium N-myristoyl glutamate, sodium N-stearoyl glutamate, and potassium N-stearoyl glutamate. From the viewpoint of good use feeling, sodium N-stearoyl-L-glutamate is most preferable.

Examples of the polyoxyalkylene alkyl ether include polyoxyethylene (POE) C12-22 alkyl ether, polyoxypropylene (POP) C12-22 alkyl ether, and the like. The POE addition mole number is preferably 10-30. Preferred examples include POE (15) oleyl ether.
As the mono fatty acid POE glycerin, the fatty acid is linear or branched, saturated or unsaturated, having 12 to 22 carbon atoms, and having an HLB value of 8 or more is preferable. Specific examples include polyoxyethylene glyceryl isostearate.

The compounding amount of the hydrophilic surfactant is usually 0.2 to 3 times, preferably 0.5 to 2 times the amount of the fragrance.
Moreover, the blending ratio of the hydrophilic surfactant and the silicone oil can be appropriately adjusted within a range where the effects of the present invention are exhibited. For example, in the case of polyoxyethylene hydrogenated castor oil: silicone oil, the molar ratio is usually 1: 0.5 to 1: 2, preferably 1: 1 to 1: 1.5.
Furthermore, the blending ratio of the oil phase to the hydrophilic surfactant is preferably about oil ratio / hydrophilic surfactant = 2.5 in general mass ratio.

<Polyhydric alcohol>
It is preferable to add a polyhydric alcohol to the fragrance composition of the present invention because the emulsified particle size tends to be small.
Examples of the polyhydric alcohol include divalent alcohols (for example, ethylene glycol, propylene glycol, trimethylene glycol, 1,2-butylene glycol, 1,3-butylene glycol, tetramethylene glycol, 2,3-butylene glycol, Pentamethylene glycol, 2-butene-1,4-diol, hexylene glycol, octylene glycol, etc.); trivalent alcohol (eg, glycerin, trimethylolpropane, etc.); tetravalent alcohol (eg, 1,2,6) Pentaerythritol such as hexanetriol); pentahydric alcohol (eg, xylitol, etc.); hexavalent alcohol (eg, sorbitol, mannitol, etc.); polyhydric alcohol polymer (eg, diethylene glycol, dipropylene glycol, triethylene glycol, polypropylene Glycol, tetraethylene glycol, diglycerin, polyethylene glycol, triglycerin, tetraglycerin, polyglycerin, etc.); divalent alcohol alkyl ethers (for example, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monobutyl ether, ethylene) Glycol monophenyl ether, ethylene glycol monohexyl ether, ethylene glycol mono 2-methylhexyl ether, ethylene glycol isoamyl ether, ethylene glycol benzyl ether, ethylene glycol isopropyl ether, ethylene glycol dimethyl ether, ethylene glycol diethyl ether, ethylene glycol dibutyl ether, etc.) ; Dihydric alcohol alkyl ester Tellurium (for example, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol monobutyl ether, diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol butyl ether, diethylene glycol methyl ethyl ether, triethylene glycol monomethyl ether, triethylene glycol monoethyl ether, propylene glycol monomethyl ether , Propylene glycol monoethyl ether, propylene glycol monobutyl ether, propylene glycol isopropyl ether, dipropylene glycol methyl ether, dipropylene glycol ethyl ether, dipropylene glycol butyl ether, etc.); divalent alcohol Ether esters (eg, ethylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate, ethylene glycol monobutyl ether acetate, ethylene glycol monophenyl ether acetate, ethylene glycol diazinate, ethylene glycol disuccinate, diethylene glycol monoethyl ether acetate, diethylene glycol) Monobutyl ether acetate, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, propylene glycol monopropyl ether acetate, propylene glycol monophenyl ether acetate, etc .; glycerin monoalkyl ether (for example, xyl alcohol, ceralkyl alcohol) Sugar alcohol (for example, sorbitol, maltitol, maltotriose, mannitol, sucrose, erythritol, glucose, fructose, amylolytic sugar, maltose, xylitolose, amylolytic sugar reducing alcohol, etc.); Solid; Tetrahydrofurfuryl alcohol; POE-Tetrahydrofurfuryl alcohol; POP-Butyl ether; POP / POE-Butyl ether; Tripolyoxypropylene glycerin ether; POP-glycerin ether; POP-glycerin ether phosphate; POP / POE-pentane erythritol Ether, polyglycerin and the like can be used. Particularly preferred are glycerin, 1,3-butylene glycol, and dipropylene glycol.

In this invention, the compounding quantity of a polyhydric alcohol is although it does not specifically limit, Usually, 1-20 mass%, Preferably 5-10 mass% is mix | blended with respect to the fragrance | flavor composition whole quantity. If it is less than 1% by mass, the effect of adding polyhydric alcohol is not sufficiently exhibited, and even if it exceeds 20% by mass, an increase in effect commensurate with the blending amount cannot be expected, and stickiness, rarely irritation, etc. May cause problems.
Furthermore, when ethanol is added to the fragrance composition of the present invention, the stability at high temperature storage is particularly high. When blending ethanol, the blending amount is preferably 1 to 20% by mass with respect to the total amount of the composition. When it exceeds 20% by mass, with the volatilization of ethanol, a highly volatile component volatilizes during storage or at an early stage of use, and the fragrance tends to change drastically.

<Film agent>
It is preferable to add a film agent to the fragrance composition of the present invention because the fragrance sustainability is improved.
The coating agent used in the present invention is an aqueous emulsion such as vinyl acetate emulsion, vinyl pyrrolidone / vinyl acetate copolymer, polyvinyl acetate emulsion, carboxyvinyl polymer, acrylic acid / methacrylic acid resin, vinyl acetate resin, polyvinyl It is possible to use conventionally known ones such as pyrrolidone resins, cellulose derivative resins, polyvinyl alcohol resins, silicone resins, methoxyethylene maleic anhydride copolymers, cationized cellulose, polydimethylmethylene chloride and the like. it can. A polyvinyl alcohol resin is preferable.
The compounding quantity of a film agent is 0.1-5 mass% with respect to the composition whole quantity, Preferably it is 0.5-2 mass%. If it is less than 0.1% by mass, the effect of sustaining the fragrance is not sufficient, and if it exceeds 5% by mass, the usability tends to deteriorate.

The oil-in-water emulsified fragrance composition of the present invention can be made into a more stable emulsion by appropriately selecting and blending other oils in addition to the essential ingredients such as fragrance and silicone oil. Particularly effective are squalane and / or pentaerythrityl tetraoctanoate.
It does not specifically limit as an oil component mix | blended with an oil phase, Any liquid oil component, a solid oil component, and a semi-solid oil component can be mix | blended. Examples of oils include avocado oil, camellia oil, turtle oil, macadamia nut oil, corn oil, mink oil, olive oil, rapeseed oil, egg yolk oil, sesame oil, persic oil, wheat germ oil, sasanqua oil, castor oil, flaxseed oil, Safflower oil, cottonseed oil, evening primrose oil, eno oil, soybean oil, peanut oil, tea seed oil, kaya oil, rice bran oil, cinnagari oil, Japanese kiri oil, jojoba oil, germ oil, triglycerin, glyceryl trioctanoate, triiso Liquid fats such as glyceryl palmitate; cocoa butter, coconut oil, horse fat, hydrogenated coconut oil, palm oil, beef tallow, sheep fat, hardened beef tallow, palm kernel oil, pork tallow, beef bone fat, molasses kernel oil, hydrogenated oil, Solid fats such as beef leg fat, owl, hardened castor oil; beeswax, candelilla wax, cotton wax, carnauba wax, bayberry wax, ibota wax, whale wax, montanro , Nukarou, lanolin, kapok wax, lanolin acetate, liquid lanolin, sugarcane wax, lanolin fatty acid isopropyl, hexyl laurate, reduced lanolin, jojoballow, hard lanolin, shellac wax, POE lanolin alcohol ether, POE lanolin alcohol acetate, lanolin fatty acid polyethylene glycol, Waxes such as POE hydrogenated lanolin alcohol ether; hydrocarbons such as liquid paraffin, ozokerite, squalene, pristane, paraffin, ceresin, squalane, petrolatum, microcrystalline wax; isopropyl myristate, cetyl octanoate, octyldodecyl myristate, palmitic acid Isopropyl acid, butyl stearate, hexyl laurate, myristyl myristate, decyl oleate Hexyldecyl dimethyloctanoate, cetyl lactate, myristyl lactate, lanolin acetate, isocetyl stearate, isocetyl isostearate, cholesteryl 12-hydroxystearylate, ethylene glycol di-2-ethylhexylate, dipentaerythritol fatty acid ester, monoisostearic acid N -Alkyl glycol, neopentyl glycol dicaprate, diisostearyl malate, glycerin di-2-heptylundecanoate, trimethylolpropane tri-2-ethylhexylate, trimethylolpropane triisostearate, pentaerythritol tetra-2-ethylhexylate Glycerol tri-2-ethylhexylate, trimethylolpropane triisostearate, cetyl-2-ethylhexanoate, 2-ethyl Tilhexyl palmitate, glyceryl trimyristate, tri-2-heptylundecanoic acid glyceride, castor oil fatty acid methyl ester, oleic acid oil, cetostearyl alcohol, acetoglyceride, palmitic acid-2-heptylundecyl, diisopropyl adipate, N- Lauroyl-L-glutamic acid-2-octyldodecyl ester, di-2-heptylundecyl adipate, ethyl laurate, di-2-ethylhexyl sepatate, 2-hexyldecyl myristate, 2-hexyldecyl palmitate, Synthesis of adipic acid-2-hexyldecyl, diisopropyl sebacate, 2-ethylhexyl succinate, ethyl acetate, butyl acetate, amyl acetate, triethyl citrate, pentaerythrityl tetraoctanoate, etc. Tel and the like.

In addition to these oils, perfluorocarbons or perfluoropolyethers such as perfluorodecalin, perfluorohexane, triperfluoro-n-butylamine, vitamin A and its derivatives, vitamin D and its derivatives, vitamin E and its Derivatives, vitamins such as vitamin K and its derivatives, sterols and the like can also be blended.
Moreover, it is also possible to mix | blend the water-insoluble substance in an oil phase.

In the fragrance composition of the present invention, other components that are usually blended in cosmetics and the like can be blended as needed, as long as the object of the present invention is not impaired.
Specifically, for example, quince seed, carrageenan, pectin, mannan, curdlan, chondroitin sulfate, starch, galactan, dermatan sulfate, glycogen, gum arabic, heparan sulfate, hyaluronic acid, sodium hyaluronate, tragacanth gum, keratan sulfate, chondroitin , Xanthan gum, mucoitin sulfate, hydroxyethyl guar gum, carboxymethyl guar gum, guar gum, dextran, keratosulfuric acid, locust bean gum, succinoglucan, caronic acid, chitin, chitosan, carboxymethyl chitin, agar, etc .; , Antioxidants such as tocopherol and phytin; antibacterial agents such as benzoic acid, salicylic acid, sorbic acid, paraoxybenzoic acid alkyl ester, hexachlorophene; Organic acids such as sarcosine acid (eg, lauroyl sarcosine sodium), glutathione, citric acid, malic acid, tartaric acid, lactic acid; vitamin A and its derivatives, vitamin B6 hydrochloride, vitamin B6 tripalmitate, vitamin B6 dioctanoate, vitamin B2 and its Derivatives, vitamin B12 such as vitamin B12, vitamin B15 and derivatives thereof, ascorbic acid, ascorbic acid sulfate ester (salt), ascorbic acid phosphate ester (salt), vitamin C such as ascorbic acid dipalmitate, α-tocopherol, β -Vitamin E such as tocopherol, δ-tocopherol, vitamin E acetate, vitamin D, vitamin H, pantothenic acid, pantethine, etc .; nicotinamide, benzyl nicotinate, γ-oryzanol, allanto In, glycyrrhizic acid (salt), glycyrrhetinic acid and its derivatives, hinokitiol, bisabolol, eucalptone, thymol, inositol, saikosaponin, carrot saponin, hechisaponon, muclodisaponon, etc., pantothenyl ethyl ether, ethinyl estradiol, Various drugs such as tranexamic acid, arbutin, cephalanthin, and placenta extract; Extracts of plants such as mugwort, peonies, aloe, gardenia, sawara; pigments, sorbitan monolaurate, sorbitan monopalmitate, sorbitan sesquioleate, birds Sorbitan oleate, polyoxyethylene sorbitan monolaurate, polyoxetylene sorbitan monostearate, polyethylene glycol monooleate, polyoxyethylene alkyl ether, polyglycol diether, lauroyl diethanol amide, fatty acid isopropanol amide, maltitol hydroxy fatty acid ether, alkyl Nonionic active agents such as modified polysaccharides, alkyl glucosides, sugar esters, cationic surfactants such as stearyltrimethylammonium chloride, benzalkonium chloride, laurylamine oxide, sodium palmitate, sodium laurate, sodium laurate, lauryl Potassium sulfate, alkyl sulfate triethanolamine ether, funnel oil, linear dodecylbenzene sulfate , Polyoxyethylene hardened castor oil maleic acid, anionic surfactants such as acyl methyl taurine, amphoteric surfactants, neutralizing agents, antioxidants, humectants, preservatives, pigments, drugs and the like can be blended.

The fragrance composition according to the present invention can be produced, for example, according to the high pressure emulsification method described in Japanese Patent Publication No. 2684188. That is, the emulsifier capable of applying a shear force stronger than the homomixer to the mixed dispersion of the above essential components, such as a manton gourin, a French press, a microfluidizer, a colloid mill, an ultrasonic emulsifier, etc. It processes by a shear force and it is set as an average emulsion particle diameter of 0.01-0.2 micrometer and a viscosity of 100 mPa * s or less. When a high-pressure homogenizer such as Manton gourin, French press, or microfluidizer is used, emulsification is performed at a pressure of 1,000 psi or more, preferably 3,000 psi or more.
Such an emulsification treatment may be carried out for the entire amount of the system, or may be partially treated in some cases and then diluted with other compounds such as water or polyhydric alcohol.

By such an emulsification treatment, the emulsified particle size is reduced to 0.01 to 0.2 μm, and a substantial amount of the surfactant-perfume-silicone oil is present in the oil droplets of the oil-in-water emulsion composition, An oil-in-water emulsified fragrance composition having very good emulsification stability even with a low viscosity of 100 mPa · s can be obtained. The composition can then be dispensed.
The average emulsified particle diameter of the fragrance composition of the present invention is 0.01 to 0.2 μm, preferably 0.01 to 0.08 μm. If it exceeds 0.2 μm, creaming tends to occur.
The viscosity is preferably 100 mPa · s or less. When the viscosity is high, sprayability may be affected when filling a dispenser type container.

The fragrance composition of the present invention is used by spraying in a mist form with a bottle container with a stopper or a dispenser. The dispenser container is not particularly limited, and a commonly used one can be used.
In the above-mentioned Patent Publication No. 2684188 etc., a composition obtained by using a hydrophilic surfactant and silicone oil and reducing the emulsion particle size by a strong shearing force such as high-pressure emulsification is low in viscosity and stable over time. Although it has been reported that the property is good, its application to a case where a fragrance is blended in a large amount (1% by mass or more) like a fragrance has not been known so far.

Hereinafter, the present invention will be described in more detail with reference to examples. The present invention is not limited to these examples. Unless otherwise specified, the blending amount indicates mass%.
First, the test method used in the present invention will be described.
<Method for measuring average emulsified particle size>
The average particle diameter of the emulsion was measured by microscopic observation when the average particle diameter was 1 μm or more. When the average particle diameter was 1 μm or less, the measurement was performed by a dynamic light scattering method, specifically, NICOMP-270 (manufactured by HIAC / ROYCO).

<Viscosity measurement method>
Using “DIGITAL VISMETRON VDA (rotor No.1)” manufactured by Shibaura System Co., Ltd., rotating at 12 rpm, 60 sec. It measured on condition of this.
<Stability evaluation>
The samples were stored at 0 ° C., room temperature, 37 ° C., and 50 ° C. for 4 weeks, respectively, and then the stability was evaluated by visual observation of the state and, in the case of an emulsion composition, measurement of the emulsion particle diameter.
◎: Good ○: Some coalescence of emulsified particles is observed, but there is no problem in appearance △: Cohesion of emulsified particles is observed, and some oil floating is observed ×: Coalescence of emulsified particles is observed The oil phase separates

<Scent sustainability evaluation>
A certain amount of the sample was applied to the skin, and the intensity of the scent after 1 hour was evaluated by a specialized panel.
◎: Strong ○: Slightly strong △: Neither (normal level)
×: weak <evaluation of use>
The sample was applied to the forearm of 20 female panels at 1.2 mg / cm ^2, and a usability test (no stickiness, refreshing feeling) was performed, and evaluated as follows.
◎: 17 or more people are good ○ ○: 12 to 16 people are good △: 9 to 11 people are good ×: 5 to 8 people are good ××: 4 or less are good Answer

First, an oil-in-water emulsified composition or a transparent solubilized composition containing 2% by mass of a fragrance according to the formulation shown in Table 1 below was prepared using the floral blended fragrance A (* 1).
(Table 1)
――――――――――――――――――――――――――――――――――――
Test Example 1 Test Example 2 Test Example 3
――――――――――――――――――――――――――――――――――――
Oil-in-water type Transparent solubilization Oil-in-water type
Emulsified composition Composition Emulsified composition ――――――――――――――――――――――――――――――――――――
Water phase 1
Ion-exchanged water 15 Residue Residue Glycerin 3-3
Dipropylene glycol 5-5
Polyoxyethylene (60) hydrogenated castor oil 2-2
――――――――――――――――――――――――――――――――――――
Oil phase part or fragrance part Floral-type compound fragrance A 2 2 2
Dimethylpolysiloxane 3-* 3
Glycerin-0.5 *-
Dipropylene glycol-3 *-
Polyoxyethylene (60) hydrogenated castor oil-3 *-
――――――――――――――――――――――――――――――――――――
Water phase 2
Ion exchange water Residual--
――――――――――――――――――――――――――――――――――――
Average emulsified particle size (μm) 0.04-1 to 10
Viscosity (mPa · s) 10 12 15
Stability (0 ℃) ◎ ◎ ×
(Room temperature) ◎ ◎ ×
(37 ℃) ◎ ◎ ×
(50 ℃) ○ ◎ ×
Aroma persistence ○ △ −
Feel (no stickiness) ○ △ −
(Refreshing feeling) ○ △ −
――――――――――――――――――――――――――――――――――――

(Production method)
Test Example 1: The oil phase part was stirred and dissolved, and then added to the water phase part 1 heated and dissolved at 70 ° C. with stirring, and emulsified. The emulsion was emulsified using a high-pressure homogenizer at 70 to 80 ° C. under a pressure of 7,000 psi, and then the aqueous phase 2 was added and mixed to cool to obtain an oil-in-water emulsion composition.
Test Example 2: Polyoxyethylene (60) hydrogenated castor oil is stirred and mixed with glycerin and dipropylene glycol, and a fragrance is added to obtain a fragrance part. The above fragrance parts were added to the water phase part 1 and mixed by stirring to obtain a transparent solubilized composition (*: In the case of a transparent solubilized composition, a silicone oil that is difficult to solubilize was not blended, and the feeling of use was further improved. In general, the amount of polyhydric alcohol was reduced as much as possible.
Test Example 3: The oil phase part was stirred and dissolved, and then added to the water phase part 1 while performing homomixer treatment (9,000 rpm), emulsified, degassed and cooled to obtain an oil-in-water emulsion composition.

(* 1) Floral-type blended fragrance A
1. Orange oil 5
2. Dihydromilsenol 5
3. Rinaroll 7
4). Linalyl acetate 3
5). Benzyl acetate 5
6). Rose base 15
7). Hexylcinnamaldehyde 5
8). Methyl Yonon Gamma 5
9. Garaxoride 10
10. Edion 20
11. Lilianal 10
12 Other fragrances 10
―――――――――――――――――――――
Total 100

Test Example 2 is a transparent solubilized composition prepared by solubilizing a fragrance. Although this composition had good emulsification stability, the feeling of use was poor. Moreover, the persistence of the fragrance was inferior.
On the other hand, Test Example 1 is an oil-in-water emulsion composition prepared by high-pressure emulsification using a hydrophilic surfactant and silicone oil. This composition had a small emulsion particle size and viscosity, high emulsion stability, no stickiness, and a refreshing and good feeling of use. Moreover, compared with the transparent solubilized composition of Test Example 2, the fragrance persistence was high.
Test Example 3 is an oil-in-water emulsion composition having the same composition as Test Example 1, but prepared by a normal emulsification method. In this composition, coalescence of emulsified particles was observed, the oil phase was separated, and the stability was very poor.

  Unlike other oils, fragrances vary greatly in polarity. Floral-based blended fragrance A also includes various fragrances having different polarities, from orange oil with low polarity to rose base with high polarity. Therefore, good stability cannot be obtained by the conventional emulsification method. However, according to the production method of the present invention, it was confirmed that a stable emulsification system can be formed in spite of containing various fragrances having different polarities.

Next, it examined by changing the compounding quantity of a fragrance | flavor. An oil-in-water emulsion composition containing 7% by mass of a fragrance was prepared according to the production method of Test Example 1 with the formulation shown in Table 2 below.
(Table 2)
――――――――――――――――――――――――――――――――――――――
Test Example 4 Test Example 5 Test Example 6
――――――――――――――――――――――――――――――――――――――
Water phase 1
Ion exchange water 50 50 50
Glycerin 5--
Dipropylene glycol 5 2 2
1,3-butylene glycol 10 5 5
Polyoxyethylene (60) hydrogenated castor oil 7 7 7
――――――――――――――――――――――――――――――――――――――
Oil phase part floral blended fragrance A 7 7 7
Dimethylpolysiloxane 10 10 8
Pentaerythrityl tetraoctanoate --2
――――――――――――――――――――――――――――――――――――――
Water phase 2
Ion-exchanged water Residual Residual Residual Residual Residue ――――――――――――――――――――――――――――――――――――――
Average emulsified particle size (μm) 0.03 0.04 0.04
Viscosity (mPa · s) 40 30 30
Emulsification stability (0 ℃) ◎ ◎ ◎
(Room temperature) ◎ ◎ ◎
(37 ℃) ◎ ◎ ◎
(50 ℃) ◎ ○ ○
Aroma persistence ○ ○ ◎
Usability (no stickiness) △ ○ ○
(Refreshing feeling) △ ○ ○
――――――――――――――――――――――――――――――――――――――
Even when 7% by mass of the fragrance is blended, the blending amount of the surfactant and the silicone oil increases. However, by examining the combination / blending amount of the polyhydric alcohol and / or the oil, it is excellent in use feeling and stability. An oil-in-water emulsion composition was obtained.

Furthermore, an oil-in-water emulsion composition was prepared according to the production method of Test Example 1 with the formulation shown in Table 3 below with respect to the floral blended fragrance B (* 2).
(Table 3)
―――――――――――――――――――――――――――――――――――――
Test Example 7 Test Example 8 Test Example 9
―――――――――――――――――――――――――――――――――――――
Water phase 1
Ion exchange water 25 25 25
Glycerin 4 4 4
Dipropylene glycol 2 2 2
Polyoxyethylene (60) hydrogenated castor oil 2 2 2
N-stearoyl glutamate Na 0.03 0.03 0.03
―――――――――――――――――――――――――――――――――――――
Oil phase part floral blending fragrance B 2 2 2
Dimethylpolysiloxane 2.9 2.9 2.9
Squalane 0.1 0.1 0.1
―――――――――――――――――――――――――――――――――――――
Water phase 2
Ion-exchanged water Residue Residue Residue Ethanol − 10 −
Polyvinyl alcohol (low viscosity type) − − 1
―――――――――――――――――――――――――――――――――――――
Average emulsified particle size (μm) 0.04 0.05 0.04
Viscosity (mPa · s) 10 12 20
Emulsification stability (0 ℃) ◎ ◎ ◎
(Room temperature) ◎ ◎ ◎
(37 ℃) ○ ◎ ◎
(50 ℃) ○ ◎ ○
Aroma persistence ○ ○ ◎
Feeling of use (no stickiness) ○ ○ ○
(Refreshing feeling) ○ ○ ○
―――――――――――――――――――――――――――――――――――――
In all of Test Examples 7 to 9, the emulsion stability, the scent durability and the feeling of use were good. Moreover, since Test Example 8 further blended ethanol, the stability was further enhanced by high temperature storage. Moreover, since the test example 9 mix | blended the film | membrane agent (polyvinyl alcohol), the sustainability of fragrance became still higher.

(* 2) Floral-type blended fragrance B
1. Orange oil 4
2. Lemon oil 3
3. Dihydromilsenol 3
4). Linaroll 15
5). Rose base 10
6). Turpineol 5
7). Methyl Yonon Gamma 5
8). Beta Yonon 5
9. Weltfix 10
10. Edion 15
11. Florosa (FLOROSA, QUEST) 20
12 Other fragrances 5
―――――――――――――――――――――――
Total 100

Examples of the oil-in-water emulsified fragrance composition according to the present invention are shown below. All the compositions were excellent in use feeling and emulsion stability, and could withstand the dispenser specifications. The average emulsified particle size was 0.01 to 0.2 μm, and the viscosity was 100 mPa · s or less.
―――――――――――――――――――――――――――――――――――――
Test Example 10 Test Example 11 Test Example 12
―――――――――――――――――――――――――――――――――――――
Water phase 1
Ion exchange water 50 50 50
Glycerin 4 8 8
Dipropylene glycol 2--
Polyoxyethylene (60) hydrogenated castor oil 4 4 4
N-stearoyl glutamate Na 0.03 0.03 0.03
―――――――――――――――――――――――――――――――――――――
Oil phase fragrance B 10 20 30
Dimethylpolysiloxane 5 10 5
Methylphenylpolysiloxane 5 1 1
Decamethylcyclopentasiloxane 5-
―――――――――――――――――――――――――――――――――――――
Water phase 2
Ion-exchanged water Residual Residual Residual Residual Residual Residue
Average emulsified particle size (μm) 0.15 0.17 0.20
Viscosity (mPa · s) 20 30 55
Emulsification stability (0 ° C) ○ ○ ○
(Room temperature) ○ ○ ○
(37 ℃) ○ ○ ○
(50 ℃) ○ ○ ○
Aroma persistence ○ ○ ○
Feeling of use (no stickiness) ○ ○ ○
(Refreshing feeling) ○ ○ ○
―――――――――――――――――――――――――――――――――――――
(Production method)
After stirring and dissolving the oil phase part, the aqueous phase part 1 was added with stirring to an aqueous solution at 70 ° C. and emulsified. The emulsion was emulsified using a high-pressure homogenizer at 70 to 80 ° C. under a pressure of 7,000 psi, and then the aqueous phase 2 was added and mixed to cool to obtain an oil-in-water emulsion composition.

Claims (6)

An oil phase containing 0.5 to 30% by mass of a fragrance and silicone oil;
An aqueous phase comprising a hydrophilic surfactant and water,
An oil-in-water emulsified fragrance composition having an average emulsified particle diameter of 0.01 to 0.2 μm and a viscosity of 100 mPa · s or less.   The composition according to claim 1, wherein the hydrophilic surfactant is higher fatty acid soap, sucrose fatty acid ester, N-long chain acyl acidic amino acid salt, polyoxyethylene hydrogenated castor oil, polyoxyalkylene alkyl ether, mono fatty acid poly An oil-in-water emulsified fragrance composition, which is one or more selected from the group consisting of oxyethylene glycerin.   3. The oil-in-water emulsification according to claim 1, wherein the silicone oil is one or more selected from the group consisting of a chain polysiloxane, a cyclic polysiloxane, and a modified silicone oil. Perfume composition.   4. The oil-in-water emulsified fragrance composition according to claim 1, further comprising a polyhydric alcohol in the aqueous phase.   5. The oil-in-water emulsified fragrance composition according to claim 1, further comprising a film agent. An oil phase containing 0.5 to 30% by mass of a fragrance and silicone oil;
An oil-in-water emulsified fragrance composition characterized by mixing and stirring a hydrophilic surfactant and an aqueous phase containing water to have an average emulsified particle size of 0.01 to 0.2 μm and a viscosity of 100 mPa · s or less. Production method.