JP2010100553A - Emulsion composition - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide an emulsion composition containing a stably formulated material such as an ultraviolet absorber and a medicament, slightly soluble not only in water but also in a nonpolar oil while imparting freshening sense of use. <P>SOLUTION: The emulsion composition contains the following components (1) to (4): (1): one or more kinds of the material slightly soluble not only in the water but also in a nonpolar oil; (2): one or more kinds of polar oil components having 0.05-0.80 IOB value; (3) one or more kinds of fluorocompounds incompatible with the component (2) and liquid at normal temperature; and (4): water. <P>COPYRIGHT: (C)2010,JPO&INPIT

Description

  The present invention is an invention relating to an emulsified composition suitable for use as a cosmetic or an external preparation for skin, in which a substance that is sparingly soluble in water or nonpolar oil is blended with a refreshing feeling of use.

  In the emulsified composition, it is a very important matter to give a refreshing feeling to use. Therefore, in order to achieve this object, a silicone oil having a refreshing feeling of use is blended into an emulsified composition.

On the other hand, in cosmetics and compositions for external use, there is an increasing demand for blending ultraviolet absorbers for the purpose of shielding ultraviolet rays from the sun, stabilizing compounding components, etc. It is known that there is a difficulty in compatibility. Also, some medicinal ingredients that are desired to be incorporated into many products also have problems with compatibility with silicone oils.
JP 2004-75620 A

  The present invention is based on the above-mentioned background art, and provides a refreshing feeling of use, and is a substance such as an ultraviolet absorber or a drug that is hardly soluble in water or polar oil (hereinafter also referred to as a hardly soluble substance). Is an invention which has been made with the object of providing an emulsion composition stably formulated.

  The inventor of the present invention desires the above-mentioned problem by allowing a specific polar oil component in which a poorly soluble substance is compatible and a fluorine compound incompatible with the polar oil component to coexist in the oil phase of the emulsion composition. The present invention has been completed by finding that an emulsified composition with a refreshing feeling of use is provided.

That is, this invention is invention which provides the emulsion composition (henceforth this invention composition) containing following (1)-(4).
(1) One or more kinds of hardly soluble substances in both water and non-polar oils (2) One or more kinds of polar oils having an IOB value of 0.05 to 0.80 (3) One type or two or more types of fluorine compounds that are liquid at room temperature and are not compatible with the above (2) (4) water

The IOB value is defined by the “organic conceptual diagram”. “Organic Conceptual Diagram” was proposed by Satoshi Fujita, and its details are described in “Pharmaceutical Bulletin”, vol.2, 2, pp.163-173 (1954), “Chemical Field” vol.11, 10, pp. 719-725 (1957), “Fragrance Journal”, vol. 50, pp. 79-82 (1981). That is, the source of all organic compounds is methane (CH ₄ ), all other compounds are all regarded as derivatives of methane, and a certain numerical value is set for the number of carbon atoms, substituents, transformations, rings, etc. The score is added to obtain an organic value and an inorganic value, and these values are plotted on a diagram with the organic value on the X axis and the inorganic value on the Y axis. This organic conceptual diagram is also shown in “Organic Conceptual Diagram-Basics and Applications” (by Yoshio Koda, Sankyo Publishing, 1984). In the organic conceptual diagram, the IOB value means a ratio of the inorganic value (IV) to the organic value (OV) in the organic conceptual diagram, that is, “inorganic value (IV) / organic value (OV)”. .

  The composition of the present invention is an emulsified composition as described above, and the emulsified form can be freely selected. That is, the composition of the present invention may be a water-in-oil type emulsion, an oil-in-water type emulsion, or an emulsion form in which these are combined. The composition of the present invention is particularly characterized by the oil phase constituting the emulsion system. That is, the composition of the present invention is characterized in that the fluorine compound fraction that leads to a refreshing feeling during use and the polar oil fraction that is compatible with the hardly soluble substance are not compatible in the emulsification system. The feeling of use is exhibited by the fluorine compound fraction, and in the other polar oil fraction, the state in which the hardly soluble substance is stably dissolved is maintained, whereby the ultraviolet shielding effect of the hardly soluble substance is maintained. And its medicinal effects are sustained. Moreover, a water-soluble chemical | medical agent etc. can be dissolved and hold | maintained in a water phase. The emulsified form of the composition of the present invention is preferably in the form of a water-in-oil type because it generally tends to be excellent in stability.

  The composition of the present invention is typically used as a cosmetic or an external preparation for skin applicable to the skin or scalp and hair. Both cosmetics and external preparations for skin are forms that can be applied to the skin or scalp and hair, and they are overlapping concepts. In particular, being a cosmetic means that it is an external preparation for skin. Is. When it is a skin external preparation and not a cosmetic, the purpose of the skin external preparation is not “makeup” whose primary purpose is beauty, but “quasi-drug” or “pharmaceutical” whose primary priority is health This is the case. The IOB value indicates that the larger one is more polar than the smaller one.

  According to the present invention, an emulsified composition suitable for use as a cosmetic or skin external preparation, in which a substance that is sparingly soluble in water or nonpolar oil is blended in a stable state with a refreshing feeling of use. Provided.

[Required ingredients]
As described above, the essential components in the composition of the present invention are (1) water and nonpolar oils, hardly soluble substances (slightly soluble substances), and (2) IOB values of 0.05 to 0. .80 polar oil (hereinafter, unless otherwise specified, “polar oil” means polar oil here), (3) compatibility with (2) above Fluorine compound that is liquid at room temperature (hereinafter, unless otherwise specified, “fluorine compound” means a fluorine compound herein), and (4) water . And the emulsion of this invention composition takes the above structures. Hereinafter, among the essential components of the composition of the present invention, (1) to (3) will be described in particular.

(1) Slightly soluble substance As described above, a hardly soluble substance is a hardly soluble substance in both water and nonpolar oil. Here, “non-polar oil” means an oil component having an IOB value of less than 0.05. However, the definition of “non-polar oil” includes silicone oil. The hardly soluble substances include ultraviolet absorbers and drugs. Specifically, as the ultraviolet absorber, 2,4-bis-[{4- (2-ethylhexyloxy) -2-hydroxy} -phenyl is used. ] -6- (4-methoxyphenyl) -1,3,5-triazine, 2,4,6-trianilino- (p-carbo-2'-ethylhexyl-1'-oxy) -1,3,5-triazine 1- [4- (1,1-dimethylethyl) phenyl] -3- (4-methoxyphenyl) -1,3-propanedione, 4-methoxy-4′-t-butyldibenzoylmethane and the like. . Examples of the drug include indomethacin, trichlorocarbanilide and the like.

  These hardly soluble substances are merely examples, and the hardly soluble substances are not limited to those listed here.

  One or two or more hardly soluble substances can be blended in the composition of the present invention.

(2) Polar oils Examples of polar oils include 2-methoxyhexyl paramethoxycinnamate (IOB value: 0.28), 2-ethylhexyl 2-cyano-3,3-diphenylacrylate (IOB value: 0.33). ), Tripropylene glycol dipivalate (IOB value: 0.52), cetyl octoate (IOB value: 0.13), trimethylolpropane tri-2-ethylhexanoate (IOB value: 0.31), tetra-2-ethyl Hexanoic acid pentane erythritol (IOB value: 0.35), benzoic acid (12 to 15 carbon atoms) alkyl (IOB value: 0.19), tri (capryl / capric acid) glycerin (IOB value: 0.36) Phenethyl benzoate (IOB value: 0.30), di (capryl capric acid) propylene glycol (IOB value: 0.32), Examples include di-2-ethylhexyl succinate (IOB value: 0.32) and trioctanoin (IOB value: 0.36).

  One or more polar oils can be blended in the composition of the present invention.

(3) Fluorine compound Examples of the fluorine compound include perfluorohexane, perfluoromethylcyclopentane, perfluoromethylcyclohexane, perfluorodimethylcyclohexane, perfluorotrimethylcyclohexane, perfluorodecalin, perfluoromethyldecalin, perfluoroperhydro. Fluorine oils such as fluorene, perfluoroperhydrophenatrene, polyperfluoromethyl isopropyl ether, ethyl perfluorobutyl ether, and methyl perfluorobutyl ether are listed.

  One or more fluorine compounds can be blended in the composition of the present invention.

(4) Blending amount Among the blending amounts of the above components (1) to (3) in the composition of the present invention, the blending amount of the poorly soluble substance of (1) It is preferable to match the concentration at which the function required for the substance is exhibited. However, the upper limit is preferably such that the polar oil component (2) can sufficiently dissolve the hardly soluble substance. This amount is determined according to the type of each hardly soluble substance and polar oil, and if a specific amount is a person skilled in the art, an experiment for dissolving the hardly soluble substance desired in the polar oil used at room temperature will be performed. It is an item that can be easily grasped and performed easily.

  Further, the blending ratio of the polar oil component (2) and the fluorine compound (3) is preferably a mass ratio of (3) / (2) = 1/2 or more. Moreover, the compounding quantity in this invention composition of (3) is 5-50 mass% of a composition suitably.

  Moreover, the water of (4) is the remaining amount of all other components.

[Optional components]
In addition to the essential components described above, the composition of the present invention is usually mixed with other components in cosmetics and skin external preparations, such as powder components, liquid fats and oils, solid fats and oils, waxes, hydrocarbons, higher fatty acids, Higher alcohol, ester oil, silicone oil, anionic surfactant, cationic surfactant, amphoteric surfactant, nonionic surfactant, moisturizer, water-soluble polymer, thickener, film agent, UV absorber, metal Ion sequestering agent, lower alcohol, polyhydric alcohol, sugar, amino acid, organic amine, polymer emulsion, pH adjuster, skin nutrient, vitamin, antioxidant, antioxidant aid, fragrance, etc. And can be produced according to the intended dosage form.

  However, since the silicone oil tends to lower the solubility of the hardly soluble substance with respect to the polar oil due to the blending thereof, it is preferable to stop at 10% by mass or less (including 0% by mass) of the composition.

[Production of composition]
In the composition of the present invention, for example, the oil-soluble component is dissolved in the polar oil component phase so that the IOB value of the polar oil component phase is in the range of 0.05 to 0.80, and a hardly soluble substance is added thereto. Dissolve into a polar oil fraction, and the desired emulsified form in the presence of a surface active substance in the water phase in which the polar oil fraction, the fluorine compound fraction, and the water-soluble component are dissolved in water Can be produced by performing a conventional method.

  The composition of the present invention is preferably in the form of a product used as a water-in-oil emulsified composition such as a cream, milky lotion, cosmetic liquid, or ointment as a cosmetic or skin external preparation. Moreover, the hardly soluble substance mix | blended with this invention composition is 2,4-bis-[{4- (2-ethylhexyloxy-2-hydroxy} -phenyl] -6- (4-methoxyphenyl)-, for example. It is practically preferable that it is an ultraviolet absorber excellent in ultraviolet shielding ability such as 1,3,5-triazine, and is a sunscreen cosmetic or a sunscreen skin external preparation specialized for sunscreen applications. It is mentioned as a suitable aspect.

  Hereinafter, the present invention will be described more specifically with reference to examples. However, this example does not limit the scope of the present invention. The blending amount is mass% unless otherwise specified.

[Test method and evaluation method]
Test methods and evaluation methods performed for the test examples (Examples or Comparative Examples) disclosed below will be described.

(1) Actual use test for “fresh feel” The actual use test was conducted by 10 professional panelists on the fresh feel on the skin of the test product (also referred to as “fresh feel”). The evaluation criteria are as follows.
◎ ... More than 8 professional panelists admitted that the skin feels refreshed during use.
○… More than 6 panelists and less than 8 panelists recognized that the skin feels refreshed during use.
Δ: 3 or more and less than 6 professional panelists recognized that there was a refreshing feeling during use.
×: Less than 3 professional panelists recognized that there was a refreshing feeling during use.

(2) Test for Presence of Ultraviolet Absorber Precipitation After a test product containing a hardly soluble ultraviolet absorber was stored at 0 ° C. for 1 month, the presence or absence of crystal precipitation was confirmed with the naked eye and a microscope.
O ... No crystal precipitation was observed with both the naked eye and the microscope.
X: Crystallization was observed in the test product with the naked eye or under a microscope.

[Manufacture of test products]
Test articles (Examples 1 and 2, Comparative Examples 1 and 2) were manufactured according to the following manufacturing method, and the actual use test and the precipitation determination test were performed. Table 1 shows the formulation of the test product and the results of each test.

<Manufacturing method>
Part C [component (2)] and part E [component (1)] shown in Table 1 were mixed, heated to 70 ° C. and dissolved. Thereafter, parts B and D [component (3) in the examples] and F were added thereto and sufficiently dispersed by a homogenizer. On the other hand, part A was heated to 70 ° C. and dissolved uniformly. Then, emulsification was performed by gradually adding part A while stirring parts B to F with a homomixer, and a sunscreen emulsion was obtained by cooling to room temperature with cold water.

  As shown in Table 1, the products of the present invention (Examples 1 and 2) showed a refreshing feeling on the skin, and the preparation was stable even at low temperatures. On the other hand, in Comparative Example 1 in which ordinary silicone oil was blended as the D component and in Comparative Example 2 in which the D component itself was removed, problems were observed in usability or formulation stability.

  The following are examples of other inventive compositions. The tests performed in each example are the above tests (1) and (2).

[Example 3] Sunscreen emulsion
Compounding component amount (% by mass)
A. Aqueous phase 2-Phenylbenzimidazole-5-sulfonic acid 2.0
Dipropylene glycol 7.0
Triethanolamine 1.1
Residual ion exchange water B. Oil phase (polar oil fraction)
Phenethylbenzoate 10.0
2-Ethylhexyl paramethoxycinnamate 3.0
2-Ethylhexyl 2-cyano-3,3-diphenyl acrylate 2.0
{2- [4- (Diethylamino) -2-hydroxybenzoyl]
Benzoic acid hexyl ester 1.0
Lauryl PEG-9 polydimethylsiloxyethyl dimethicone 2.0
Preservative appropriate amount perfume appropriate amount Fluorine compound fraction Perfluorodecalin 27.0
D. Insoluble UV absorber
4-Methoxy-4'-t-butyldibenzoylmethane 2.0
2,4-bis {[4- (2-ethylhexyloxy)-
2-hydroxy] phenyl} -6- (4-methoxyphenyl)
1,3,5-triazine 3.0
E. Powder Titanium dioxide (hydrophobized product) 10.0
Zinc oxide (hydrophobized product) 10.0
Talc (hydrophobized product) 4.0
Organically modified montmorillonite 0.5

<Production method and evaluation>
Part B and part D were mixed and heated to 70 ° C. to dissolve. Thereafter, C and E parts were added thereto and dispersed sufficiently by a homogenizer. On the other hand, part A was heated to 70 ° C. and dissolved uniformly. After that, by emulsifying B part to E part by gradually adding A part while stirring with a homomixer, and cooling to room temperature with cold water, there is no precipitation of poorly soluble UV absorbers, and a refreshing sun feeling A screen emulsion was obtained.

[Example 4] Sunscreen emulsion
Compounding component amount (% by mass)
A. Aqueous phase Dipropylene glycol 5.0
Dipotassium glycyrrhizinate 0.02
Glutathione 1.0
Thiotaurine 0.05
Clara extract 1.0
Paraben appropriate amount Phenoxyethanol appropriate amount 2-Phenylbenzimidazole-5-sulfonic acid 1.0
Sodium hydroxide 0.15
Residual ion exchange water B. Oil phase (polar oil fraction)
Polyoxyethylene / methylpolysiloxane copolymer 1.0
Lauryl PEG-9 polydimethylsiloxyethyl dimethicone 1.0
Isononyl isononanoate 5.0
2-Ethylhexyl paramethoxycinnamate 3.0
Butylethylpropanediol 0.5
2-Ethylhexyl 2-cyano-3,3-diphenyl acrylate 2.0
Phenethylbenzoate 5.0
{2- [4- (Diethylamino) -2-hydroxybenzoyl]
Benzoic acid hexyl ester 1.0
C. Fluorine compound fraction Polyperfluoromethyl isopropyl ether 25.0
(Product name: FOMBLIN HC / 02)
D. Insoluble UV absorber
2,4,6-tris [p- (2′-ethylhexyl-1′-oxycarbonyl)
Anilino] 1,3,5-triazine 1.0
4-Methoxy-4'-t-butyldibenzoylmethane 1.0
2,4-bis {[4- (2-ethylhexyloxy)
-2-hydroxy] phenyl} -6- (4-methoxyphenyl)
1,3,5-triazine 2.0
E. Powder Dimethyl distearyl ammonium hectorite 0.5
Spherical polyalkyl acrylate powder 5.0
Hydrophobized zinc oxide or hydrophobically treated titanium oxide 15.0

<Production method and evaluation>
Part B and part D were mixed and heated to 70 ° C. to dissolve. Thereafter, C and E parts were added thereto and dispersed sufficiently by a homogenizer. On the other hand, part A was heated to 70 ° C. and dissolved uniformly. After that, emulsification by gradually adding A part while stirring B to E parts with a homomixer, and cooling to room temperature with cold water eliminates the precipitation of poorly soluble UV absorbers and provides a refreshing sunscreen. An emulsion was obtained.

[Example 5] Sunscreen oil-in-water emulsion
Compounding component amount (% by mass)
A. Aqueous phase <Citric acid 0.01
Sodium citrate 0.09
Paraben appropriate amount Phenoxyethanol appropriate amount Ethyl alcohol 5.0
Dynamite Glycerin 1.0
Succinoglucan 0.2
Cellulose gum 1.0
Phenethylbenzoate 5.0
Polyoxyethylene hydrogenated castor oil 1.0
Residual ion exchange water B. Oil phase (polar oil fraction)
Dimethicone copolyol 0.5
Isostearic acid 0.5
Phenyltrimethicone 1.0
2-Ethylhexyl paramethoxycinnamate 5.0
Alkyl-aryl 1,3-propanedione silicone derivatives 5.0
C. Fluorine compound fraction Ethyl perfluorobutyl ether 10.0
Perfluorodecalin 5.0
D. Insoluble UV absorber
2,4,6-tris [p- (2′-ethylhexyl-1 ′
-Oxycarbonyl) anilino] 1,3,5-triazine 3.0
E. Powder <br/> Hydrophobized titanium oxide 5.0
Silica 1.0

<Production method and evaluation>
Part B and part D were mixed and heated to 70 ° C. to dissolve. Thereafter, C and E parts were added thereto and dispersed sufficiently by a homogenizer. On the other hand, part A was heated to 70 ° C. and dissolved uniformly. Then, after mixing BE part and A part, and stirring with a homomixer, there was no precipitation of a hardly soluble ultraviolet absorber by cooling to room temperature with cold water, and the sunscreen emulsion of the refreshing feeling of use was obtained. .

  Example 5 is an oil-in-water emulsion composition. For example, by making full use of an underwater emulsifier method, the outer phase is an aqueous phase, and in the oil droplets constituting the inner phase with respect to the aqueous phase, the outer phase is It is also possible to produce an oil-in-water composition that is a fluorine compound and whose inner phase is a phase of a polar oil and a hardly soluble substance. However, this oil-in-water emulsion composition tends to have some problems with the stability over time compared to the water-in-oil emulsion composition.

Claims (10)

The emulsion composition containing following (1)-(4).
(1) One or more kinds of hardly soluble substances in both water and non-polar oils (2) One or more kinds of polar oils having an IOB value of 0.05 to 0.80 (3) One or more fluorine compounds that are not compatible with the above (2) and are liquid at room temperature (4) water The emulsified composition according to claim 1, wherein the hardly soluble substance (1) is a UV absorber that is solid at room temperature. UV absorber solid at room temperature is 2,4-bis-[{4- (2-ethylhexyloxy-2-hydroxy} -phenyl] -6- (4-methoxyphenyl) -1,3,5-triazine, 2,4,6-trianilino- (p-carbo-2′-ethylhexyl-1′-oxy) -1,3,5-triazine, 1- [4- (1,1-dimethylethyl) phenyl] -3- It is one or more ultraviolet absorbers selected from the group consisting of (4-methoxyphenyl) -1,3-propanedione and 4-methoxy-4'-t-butyldibenzoylmethane. 2. The emulsified composition according to 2. The emulsified composition according to claim 1, wherein the hardly soluble substance (1) is indomethacin or trichlorocarbanilide. The polar oil component having an IOB value of (2) of 0.05 to 0.80 is 2-methoxyhexyl paramethoxycinnamate, 2-ethylhexyl 2-cyano-3,3-diphenylacrylate, tripropylene glycol dipivalate , Cetyl octanoate, trimethylolpropane tri-2-ethylhexanoate, pentane erythritol tetra-2-ethylhexanoate, alkyl benzoate (12 to 15 carbon atoms), tri (caprylic / capric) glycerin, phenethylbenzoate, di (Capryle / Capric acid) One or more selected from the group consisting of polar oils consisting of propylene glycol, di-2-ethylhexyl succinate, and trioctanoin, according to any one of claims 1 to 4. Emulsified composition. The fluorine compound which is liquid at room temperature of (3) above is perfluorohexane, perfluoromethylcyclopentane, perfluoromethylcyclohexane, perfluorodimethylcyclohexane, perfluorotrimethylcyclohexane, perfluorodecalin, perfluoromethyldecalin, perfluoroperper 2. One or more selected from the group consisting of hydrofluorene, perfluoroperhydrophenatrene, polyperfluoromethylisopropyl ether, ethyl perfluorobutyl ether, and methyl perfluorobutyl ether. The emulsion composition in any one of -5. The emulsion composition in any one of Claims 1-6 whose compounding quantity of a silicone oil is 5 mass% or less (0 mass% is included) with respect to the whole composition. The emulsified composition according to any one of claims 1 to 7, wherein the emulsified form of the emulsified composition is a water-in-oil type. The emulsion composition in any one of Claims 1-8 whose form of an emulsion composition is cosmetics or a skin external preparation. The emulsified composition according to claim 1, 2, 3, 5, 6, 7, 8, or 9, wherein the emulsified composition is a sunscreen cosmetic or a sunscreen external preparation for skin.