TW200416045A - Oil-in-water emulsion composition and manufacturing method thereof - Google Patents

Abstract

The purpose of the present invention is to provide a water in oil (W/O) emulsion composition, which can stably emulsify an oil phase of the amphipathic lipid such as ceramide at a low concentration of surfactant and has excellent feeling in use, and a manufacturing method thereof. In order to achieve the above-mentioned purpose, the invented W/O emulsion composition comprises: (A) at least one kind of specified quaternary ammonium salt cation type surfactants, (B) an amphipathic lipid, (C) at least one of bivalent and trivalent alcohols, and (D) water, in which the cation type surfactant (A) is at a concentration of 0.1 to 1 mass %. Moreover, the manufacturing method of the invented W/O emulsion composition comprises mixing (A) at least one kind of specified quaternary ammonium salt cation type surfactants and (C) at least one of bivalent and trivalent alcohols, adding (B) an oil phase of an amphipathic lipid, and then adding (D) water medium.

Description

200416045 发明 Description of the invention: [Technical field to which the invention belongs] The present invention relates to an oil-in-water emulsion composition and a method for preparing the same. The oil-in-water emulsion composition contains amphiphilic lipids, even if the concentration of the surfactant is Amphiphilic lipids have good emulsification stability and excellent use feeling. [Prior art] In order to impart moistness and softness to the skin, mucous membranes, hair, etc., moisture in the horns is important, and this is well known. On the other hand, it is a well-known fact that the stratum corneum acts as a barrier layer of the living body and suppresses the evaporation of water from the skin (cuticle). In recent years, the fact that intercellular lipids existing in the stratum corneum of the skin has a significant correlation with the maintenance of keratin and the barrier effect has gradually been revealed. Therefore, in order to improve the moisturizing effect, it is continuously proposed to adjust The main component is ceramide and similar materials such as amphipathic lipids. However, since the solubility of amphiphilic lipids in water is low and the solid state is maintained below a considerable temperature, especially when it is to be stably formulated into an aqueous emulsion composition, a large amount of Surfactant. Phase> 5 Generally, the amount of surfactant (such as non-ionic surfactant) in cosmetic materials is expected to be reduced as much as possible. On the other hand, the normal skin of a person is covered by a weakly acidic sebum film. Generally, the contact of alkaline substances from the outside will naturally make skin pΗ. For example, washing the skin epidermis with fatty acid soap will become 312 / Invention Manual (Supplement) / 92-12 / 92126607 It is also a good layer, which retains water. The skin angle is equal to the oil in this case. The coverage is controlled to be weak. 5 200416045 Alkaline, but in normal skin, it is naturally neutralized by free fatty acids from sebum. . That is, it is suitable for external skin preparations or cosmetic materials, and as weak as possible, which is close to the normal skin of humans, it can have a good effect on the skin, especially for people who are sensitive to the skin. Therefore, in weakly acidic cosmetic materials, techniques for stably formulating intercellular lipid components with fewer surfactants are under review. A method is disclosed in Japanese Patent Application Laid-Open No. 2000-2-1 1 4 6 3 1 by dissolving amphipathic lipids such as neural amines in a melting point below 30 ° C. The oil content formed in the liquid oil and the aqueous medium are emulsified with a polyglycerol fatty acid ester to obtain a stable emulsified composition. However, in this method, if a stable emulsion is to be obtained, a large amount of polyglycerin fatty acid ester is required in an amount equivalent to that of the amphiphilic lipid, and if a weakly acidic emulsion is to be obtained, organic must be added. Acids such as acids to adjust p Η. Further, in Japanese Patent Application Laid-Open No. 4-119 3 8 14, attempts have been made to stabilize amphiphilic lipids by using a non-ionic surfactant and an anionic surfactant in combination. However, the amount of the surfactant used in this combination is also large, and in the acidic range of pH 6 or lower, the anionic surfactant tends to have difficulty in functioning as an emulsifier. Therefore, an object of the present invention is to provide a low-concentration surfactant that can stably emulsify an oil phase containing amphiphilic lipids such as ceramide, which is difficult to be formulated into an aqueous medium, and has excellent usability. Composition, and its manufacturing method. [Summary of the Invention] The inventors have discovered that by using a specific cationic surfactant in combination with 6 312 / Invention Specification (Supplement) / 92-12 / 92126607 200416045 a divalent or trivalent alcohol, a low concentration of interfacial activity can be achieved. The agent stably emulsifies amphiphilic lipids, and an oil-in-water emulsified composition having excellent usability can be obtained. That is, the present invention provides an oil-in-water emulsion composition, comprising: (A) at least one of a fourth-order ammonium salt type cationic surfactant represented by the following general formula (1), (B ) Amphiphilic lipid, (C) at least one of divalent and trivalent alcohols, and (D) water; the content of the aforementioned cationic surfactant (A) is 0.1 to 1% by mass.

Furthermore, the present invention provides a method for producing an oil-in-water emulsified composition, characterized in that (A) at least one of a fourth-order ammonium salt type cationic surfactant represented by the following general formula (1), After mixing with (C) at least one of divalent and trivalent alcohols, (B) adding an oil phase containing amphiphilic lipids, and then adding an aqueous medium.

(In the formula, R 1 and R 2 are independent saturated or unsaturated hydrocarbon groups of straight or branched carbon numbers of 16 to 22, and R 3 and R 4 are independent alkyl groups of 1 to 3 carbons. X # is a salt-forming anion.) [Embodiment] The contents of documents cited in this specification are a part of this specification by reference. The oil-in-water emulsion composition of the present invention comprises (B) an oil phase containing an amphiphilic lipid and (C) an alcohol (hereinafter, referred to as an alcohol (C) containing an alcohol selected from a divalent and a trivalent alcohol. )) In the aqueous continuous phase, as shown in Table 7 by (A) by the above general formula (1)

312 / Invention Specification (Supplement) / 92-12 / 92126607 200416045 The emulsified composition formed by emulsifying the fourth-stage ammonium salt type cationic surfactant (hereinafter, referred to as surfactant (A)). The cationic interfacial active lipid (B) in the emulsified composition of the present invention is formed into an liquid crystal (or an α-colloid structure) in an aqueous medium containing an alcohol (C) to form a thickened structure. The structure exhibits a viscous behavior, and can be stabilized with respect to the combination of oil droplets (c r e a m i n g). With such a low concentration of the ionic surfactant (A), a stable structure can also be formed. Therefore, the amount of the surfactant used can be reduced. This viscous structure has optical anisotropy, and a polarizing microscope can be used. Because the emulsified composition of the present invention is thixotropy, the above-mentioned tackified structure is a liquid crystal structure that is fixed in a static state, but it is easy to apply it. The liquid crystal structure is destroyed and spreads uniformly on the coating part, so it is refreshing and refreshing. Furthermore, the emulsified composition of the present invention is weakly acidic, and it is preferable to consider the viewpoint of sex and usability. Specifically, the above and less than 7 are preferable. In the present invention, by preparing the above-mentioned components (A), (B), and a combination, a weakly acidic emulsified composition can be obtained even if the pH is not adjusted by the addition of a pH adjuster. The cationic surfactant (A) used in the present invention is a cationic surfactant having a substituent and having two long-chain hydrocarbon groups in one molecule. As a cationic interface, especially from the viewpoint of skin affinity, an increase in the form of a cationic type: Agent 312 / Invention Specification (Supplement) / 92-12 / 92126607 can be used. Sticky, creamy combination, even if the positive two liquid crystal parts, due to increase confirmation. It keeps its manufacture with shake-solubility, can be thin and feels good. For skin irritation, p Η is 4 (C) and (D), which is acidic, and is a tongue-forming agent (A) that can also have a level 4 ammonium salt. _ Formula (1) 8 200416045 .

X— Formula (1) (where R 1 and R 2 are independent saturated or unsaturated hydrocarbon groups of straight or branched carbon number 1 6 to 2 2; R 3 and R 4 are independent carbon numbers 1 An alkyl group of ˜3, X ^ is a salt-forming anion.) Examples of the hydrocarbon groups R1 and R2 in the formula (1) include an alkyl group and an alkenyl group. Examples of the salt-forming anion include an iS element ion, a phosphate ion, an acetic acid ion, a lactic acid ion, and a monoalkyl sulfate ion. Specific examples of the cationic surfactant include diluxyl diammonium chloride, distearyl dimethyl ammonium chloride, diaralkyl dimethyl ammonium chloride, and dichloro chloride. Dimuhenyl (dibehenyl) and other ammonium. Among them, commercially available products of dicetyl dimethyl ammonium chloride and vaporized distearyl dimethyl ammonium include Varisoft TA-432CG, Varisoft TA-100 (manufactured by Goldschmidt), Qua rtamin D-86P (manufactured by Kao). Among these surfactants, from the viewpoint of their affinity to the skin, it is preferred to vaporize dicetyldimethylammonium, distearyldimethylammonium chloride, and the like. The content of the cationic surfactant (A) is considered from the viewpoint of forming a better liquid crystal structure together with the amphiphilic lipid (B) and alcohol (C) described later. The total composition is preferably 0.1 to 1 mass ° / 〇, and more preferably 0.5 to 1 mass%. The so-called amphiphilic lipid (B) in the present invention refers to a substance having both a hydrophilic portion and a hydrophobic portion in the molecule and being solid at 25 ° C. Examples of the two 312 / Invention (Supplement) / 92-12 / 92126607 9 200416045 The compatibilizing lipids (B) include, for example, cholesterols such as cholesterol, cholesterol esters, and bile sulfate; stearic acid and palmitic acid High-grade fatty fish such as benzyl alcohol, hard moon alcohol, behenyl alcohol, shark liver alcohol (baty 1 a 1 ch ο 1), alcohol (chimy 1 a 1 coho 1), and other higher alcohols and related compounds ; Fatty acid esters and so on. In addition, as amphiphilic lipids that are excellent in skin barrier effect and moisturizing effect and have excellent skin roughness improvement effects, amido compounds represented by the following general formulae (2) to (4): sterol acid ; 鲛 liver glycerin, and cited R11

-C—NHII I 〇HC—CH2-〇HI R12 — CH-OH Formula (2) (wherein R 11 is a carbon number of 8 to 50, which may be substituted by one or more hydroxyl groups. Saturated or unsaturated hydrocarbon group, or a group represented by R13-C00-R, R 13 is a saturated or sum hydrocarbon group of a straight or branched chain having 8 to 30 carbon atoms, and R14 is one or more hydroxyl groups. Substituted straight or branched carbon chain saturated or unsaturated divalent hydrocarbon group. R 12 is a straight or branched straight chain with a carbon number of 8 to 50 that is substituted by one or more hydroxyl groups. -Unsaturated 8 to 40 can be unsaturated or unsaturated hydrocarbon group R17 ^ I R15-C-N-CH2 0 HC-Y R16-CH2 Formula (3) (where the number of carbons that can also be substituted by more than one hydroxyl group 7 ~ 2 5 chain or branched saturated or unsaturated hydrocarbon group, R16 is a saturated or non-saturated straight or branched straight or branched chain with carbon number 8 ~ 2 6 which can also be substituted by 1 hydroxyl group 312 / Description of the Invention (Supplement) / 92-12 / 92126607 10 200416045. Hydrocarbyl or alkoxy. R 17 is a hydrogen atom, 2-hydroxyethyl or 2,3-dihydroxypropyl. Y is a hydrogen atom or a hydroxyl group.) Η ο Ο Μ R18—〇—R19—Ν— —C——R20—C——N——R19—O——R18 Formula (4) (where, R 18 is each independently and can be substituted by a hydroxyl group and / or an alkoxy group with 1 to 2 2 carbon atoms. A straight or branched hydrocarbon group, R 19 is an independent, straight or branched chain divalent hydrocarbon group having 1 to 12 carbon atoms, and R ^ is a straight or branched chain carbon group of 1 to 4 carbon atoms. Divalent hydrocarbon group.) In the general formula (2), preferably: R 11 is a straight or branched saturated or unsaturated hydrocarbon group having 8 to 30 carbon atoms, which may be substituted by one or more hydroxyl groups. , Or a group represented by R13-COO-R14-. Here, R13 is preferably a saturated or unsaturated hydrocarbon group having a straight or branched chain of 8 to 30 carbon atoms, and R 14 may be composed of one or more A linear or branched saturated or unsaturated divalent hydrocarbon group having 8 to 30 carbon atoms substituted by a group is preferred. R 12 is a straight chain having 8 to 30 carbon atoms which may be substituted by one or more hydroxyl groups. Or branched chain saturated or unsaturated hydrocarbon groups are preferred. In particular, R 11 and R 13 are straight-chain alkyl groups having 8 to 30 carbon atoms, and R 14 is a straight-chain alkylene group having 8 to 30 carbon atoms. It is preferred that it is a sulfonamide compound represented by the general formula (2) The best known is Robson K. J. eta 1., J. Lipid Res., 35, 2060 (1994), and Wertz PW et al., J. Lipid Res., 24, 759 (1983), etc. Neuraminamine of the described types 1 to 7. These can be extracted automatically by plants and modified by reaction, or produced by complete synthesis. In addition, as a commercially available product of the amidine compound represented by the formula (2), ... neuramin III, nerve salamander 11 312 / Invention Specification (Supplement) / 92-12 / 92126607 200416045 amine IIIB, nerve Tamine I II A, Neuramin IV, Fit Intercellular Lipid I (above manufactured by DEGUSSA), Neuramin II (made by Sederma), Neuramin TIC-01 (by Takasago Fragrance) . In the general formula (3), R 15 is a straight or branched saturated or unsaturated hydrocarbon group having a carbon number of 1 4 to 2 2 which may also be substituted by one or more hydroxyl groups, particularly a linear alkyl group. Better. Among them, pentadecyl and trihydroxypentadecyl are more preferred. R | 6 is preferably a linear alkyl group or alkoxy group having 8 to 24 carbon atoms. Among them, nonyl and hexadecyloxy are more preferred. Regarding the combination of R 16 and R 17, when R 17 is a hydrogen atom or 2-hydroxyethyl, R 16 is preferably a linear alkoxy group, and when R 17 is 2, 3 -dihydroxypropyl, R 11 is A linear alkyl group is preferred. Regarding the combination of Y and R17, when R17 is a hydrogen atom or 2-hydroxyethyl, Y is preferably a hydroxyl group, and when R17 is a 2,3-dihydroxypropyl group, Y is preferably a hydrogen atom. Specific examples of the amidine compounds represented by the general formula (3) include compounds represented by the following formulae (5), (6), and (7).

Equation (5)

31W Invention Specification (Supplement) / 92-12 / 92126607 12 200416045 In addition, the amidine compound of formula (3) can be produced by a method described in Japanese Patent Laid-Open No. 6 2-2 2 8 0 4 8 For example, a method of subjecting a reactant obtained from a glycidyl ether and ethanolamine to halogenation, and then selectively hydrolyzing an ester group. Among them, it is preferred that the stilbene amine compound represented by the general formula (5) is a trade name Sofcare ceramide SL_E (N-3-hexadecyloxy-2-propyl) -N-2 -hydroxyethyl Hexadecanylamine, Kao (stock)) are sold on the market. As R 18 of the amidine compound represented by the general formula (4), a straight chain of 1 to 2 2 carbon atoms which may be substituted by 1 to 3 groups selected from a hydroxyl group and an alkoxy group of 1 to 6 carbon atoms. Or a branched alkyl group is preferable, and a hydroxyl group and an alkoxy group may be substituted simultaneously. Preferred are, for example, an alkyl group having 1 to 18 carbon atoms, a mono- or dihydroxyalkyl group having 1 to 18 carbon atoms, and an alkyl group having 1 to 18 carbon atoms substituted with an alkoxy group having 1 to 6 carbon atoms. Alkyl groups, and alkyl groups having 1 to 18 carbon atoms substituted by a hydroxyl group and an alkoxy group having 1 to 6 carbon atoms. Especially preferred are alkyl groups having 1 to 18 carbons, mono or dihydroxyalkyl groups having 2 to 12 carbons, and alkane groups having 2 to 12 carbons substituted with alkoxy groups having 1 to 6 carbon atoms. And an alkyl group having 2 to 12 carbon atoms substituted with a hydroxyl group and an alkoxy group having 1 to 6 carbon atoms. Among them, R18 is more preferably 2-hydroxyethyl, methyl, lauryl, or 2-methoxyethyl. R 19 is preferably a linear or branched alkylene group having 1 to 12 carbon atoms, and more preferably a linear or branched alkylene group having 2 to 6 carbon atoms. Among them, ethylene and trimethylene are more preferable. R2 ° is preferably a straight or branched divalent hydrocarbon group having 2 to 3 carbons, and a straight or branched alkylene group having 2 to 3 4 carbons or 1 to 4 double bonds Alkenyl is more preferred, especially straight or branched alkylene with 2 to 2 carbon atoms or 13 312 / Invention Specification (Supplement) / 92-12 / 92126607 200416045 4 double Bonded alkenyl groups are particularly preferred. Among them, preferred are: 7,1 2 -diamidyl octadecyl, 7,1 2 -diamidyl-7,1 octadecadienyl, octadecyl, octyl , Decyl, eleven carbon, and thirteen carbon. As the amido compound represented by the general formula (4), a compound in which R 18, R 19, and R 21 are each a group in the above-mentioned preferable range is preferable. The amidine compound of the general formula (4) can be prepared, for example, by a method described in International Publication No. 0 0/6 1 0 97 and the like, by passing a corresponding dicarboxylic acid or a reactive derivative thereof (ester, acid) Halides, anhydrides, etc.) are efficiently produced by condensation with amines. As the amphipathic lipid used in the oil-in-water emulsion composition of the present invention, in particular, compounds represented by the following formulae (8) to (1 4) which belong to the amidine compound represented by the general formula (4) Especially good. Ησ

, ~ OH

O CH3 Η, ~ 〇Η Formula (9)

H CH3 〇 HO

.OH

HO

(1 1

O CH3 H Formula (1 2)] 4 3 H CH3 〇3] 2 / Invention (Supplement) / 92-] 2/92] 26607 200416045 〇ch3 Η ηΓ Η Formula (1 3) c12h25〇vN ^^ y ^^^ 〇; Na〇Ci2H25 12 25 H CH3 〇CH 〇 ~ 〜〇CH3 Formula (1 4) 3 H CH3 〇 (B) amphiphilic lipid content, in order to fully play the role of skin barrier and moisturizing 1 to 2 0% by mass of the total composition of the oil-based emulsified composition in water is preferred. If the balance between storage stability and stability is 0.1 to 2% by mass More preferably, 0. mass% is particularly preferred. In addition, the ratio (A ·· B) of the cationic surfactant (A) to the amphiphilic lipid (B) is considered from the viewpoint of exerting the effect on the skin and a better liquid crystal structure. 1 to 1: 2 0 is preferable, and 10: 1 to 1 is more preferable. In the present invention, the alcohols (C) selected from the group consisting of divalent and trivalent alcohols can be used to dissolve and disperse the aforementioned cationic surfactants when formulating in cosmetic materials. The cationic surfactant (A) is mixed with an alcohol (C) and mixed with an oily component containing an amphiphilic lipid (B). Even if the cationic surfactant is low in concentration, a better liquid crystal structure can be formed. body. Examples of such alcohols (C) include ethylene glycol, polyethylene glycol (molecular weight 200 to 400), propylene glycol, dipropylene glycol, 1,3-butanediol, and glycerol (polymerization degree 2 to 5) )Wait. Among them, glycerin and ethylene glycol are particularly preferred. The content of alcohols (C) is considered from the viewpoints of good usability, a liquid crystal structure that can be formed, and stable emulsions. In the total composition of the material, it is better to set it as 5 ~ 40% by mass. 312 / Invention Specification (Supplements) / 92-12 / 92126607 Screen Chengzhong to test the form of 10 mass: 10 to milk solution. The sub-world average oil is better than water, especially 15 200416045 is more preferably set to 5 to 20% by mass. In the oil-in-water emulsion composition of the present invention, in addition to the amphipathic lipid (B), it may contain liquid, semi-solid or solid synthetic and natural-source oily ingredients used in general cosmetic materials. , Such as hydrocarbon oils, ester oils, ether oils, polyoxyl oils, fluorine oils, and the like. Examples of the liquid oil include: vegetable oils such as jojoba oil; animal oils such as liquid lanolin; hydrocarbon oils such as flowing paraffin and squalane; diisostearate malate and octyl lactate Ester oils of dialkyl esters, isododecanoyl isononanoate, isopropyl isostearate, octyldodecyl myristate, neopentyl glycol didecanoate, etc .; glycerol derivatives, amino acid derivatives Polymer, difluorenyl polysiloxane, difluorenyl cyclopolysiloxane, methylphenyl polysiloxane, methylhydrodiene polysiloxane, higher alcohol modified organic polysiloxane, etc. Silicone oil; Fluorinated oils such as fluorinated polyether, perfluoroalkyl ether polysiloxane, etc. Examples of solid or semi-solid oily ingredients include vegetable waxes such as jojoba wax; alkyl glyceryl ethers such as glyceryl monostearyl ether and glyceryl monocetyl ether; petrolatum, lanolin, pure Earth waxes, microcrystalline waxes, carnauba waxes, cande 1 i 1 1 awax, etc. The content of these oily ingredients is usually 0. 1 to 3 0% by mass, and preferably 1 to 20% by mass in the total composition. In addition, the emulsified composition for the purpose of preventing ultraviolet (UV) cosmetic materials may suitably contain a UV protective agent called a UV absorber or a UV dispersant. As the UV absorber, p-methoxycinnamic acid-based, diphenyl ketone-based, 4-imidazole acrylic-based, p-amine'-phenylbenzoic acid-based, salicylic acid-based, phenylhydrazone 16 312 / Invention Specification (Supplementary Pieces) / 92-12 / 92126607 200416045 Methane-based, tertiary-based, o-aminobenzoic acid-based compounds, etc. As the dispersant, powders such as titanium dioxide, zinc oxide, and iron oxide can be used. The content of such a U V protective agent is usually 1 to 40% by mass, and preferably 1 to 20% by mass in the total composition. This UV-resistant cosmetic material is made of an oil-in-water emulsified composition in order to make it highly resistant to water and difficult to fall off due to sweat or water, and has good durability of UV protection effect. The content of continuous water (D) in the water phase for forming an oil-in-water emulsified composition in the present invention is usually 10 to 90% by mass, and preferably 40 to 90% by mass in the total composition. As a water phase component other than water, water-soluble components that can be used in general cosmetic materials other than the aforementioned alcohols, such as ethanol and water-soluble components, can be blended within a range of quality and quantity that does not impair the object and effect of the present invention. Sexual pharmacological agents, antioxidants, preservatives, fungicides, salts, base acids, sugars, chelating agents, thickeners, pigments, flavors, etc. The oil-in-water emulsified composition of the present invention is particularly preferably prepared through the following steps, which is: adding at least one of the cationic surfactant (A) to at least one of the alcohols (C) Step; adding an oily dispersed phase having amphiphilic lipid (B) which is additionally mixed, and adding it to the mixture obtained in the first step; and adding an aqueous medium to the mixture obtained in the second step The third step. A compound obtained by adding a cationic surfactant to an alcohol such as glycerol is mixed with an oil phase containing an amphiphilic lipid, and then added to an aqueous phase containing an aqueous component other than the type to emulsify. The oil phase containing amphiphilic lipids separates into a stable emulsified state. 312 / Instruction of the Invention (Supplement) / 92-12 / 92126607 UV-protective phase, and each ammonia is made to contain the blended alcohol. 17 200416045 That is, by preparing the emulsified composition in the above order, the cationic surface activity The agent and the amphiphilic lipid will form a thickened structure obtained from the liquid crystal structure in the polyhydric alcohol, and can become a state where the oil droplets are unified and frosted. Here, when the amphipathic lipid (B) is mixed with components such as an oily component, in order to improve the solubility or dispersibility, it may be heated if necessary. The oil-in-water emulsion composition of the present invention has an emulsion-like or frost-like appearance, and its viscosity at 25 ° C is preferably 1,000 to 100,000 mPa · s. The viscosity can be measured with a B-type viscometer. The oil-in-water emulsified composition of the present invention is useful as an external medicine or chemical, especially as a cosmetic material. Depending on its use, it can be used as an emulsion, gel, cream, UV-proof cosmetic material, jet beads, etc. Any of the dosage forms. (Examples) The present invention will be further explained by way of the following examples, and the embodiments of the invention will be clearly shown. However, the suggested embodiments are only for the purpose of illustration, and should not be interpreted to limit the inventor. The notes in the table are as follows: Wood 1: Kao (share), Sofcare ceram i de SL-E 氺 2: Goldschmidt company, Varisoft TA-100 氺 3: Goldschmidt company, Varisoft BT-85 * 4: Kao (share ), EXCEPARL DG-MI Wood 5: Shin-Etsu Chemical Co., Ltd., SILICONE KF-96A (10cs) (Evaluation item) 312 / Invention Specification (Supplement) / 92-12 / 92126607 Type boundary, and settle other The process of applying makeup to milk is to extract the solution of this certificate. 18 200416045 (1) Whether the thickened structure is formed. Put a small amount of emulsified composition on a glass slide, and cover it with a polarizing microscope ( Nikon Corporation, ECLIPSE E600 Confirmation of Optical Anisotropy. (2) The appearance of the emulsified composition was uniformly emulsified immediately after the preparation, and it was judged as "good", and it was seen that there was separation, "separation". Then, about 40 g of the emulsified composition was put into a 50-mL glass bottle, and the emulsified state was maintained in a thermostatic bath at 50 ° C and 5 ° C for one month to visually observe the emulsified state according to the following criteria. <Evaluation Criteria> 〇 : No separation can be seen △: Some separation can be seen X : Obvious separation can be seen (there is a problem in the characteristics of the finished product) (3) Viscosity measurement Put about 40 g of the emulsified composition into a 50 ml wide-mouth glass bottle 2 5 ° C water bath, place the bottle Immerse all parts except the cap, and keep it for 2 hours. After 2 hours, measure the glass bottle from water with a B-type viscometer (type B8R, manufactured by Tokyo Keiki Co., Ltd.), and determine the temperature at 2 5 ° C. (4) pH measurement The emulsified composition was placed in a glass bottle with a lid, immersed in a bath for 2 hours, and the glass bottle was taken out of the water bath, and then measured by (Horiba Corporation, pH METER F-22). 312 / Invention Manual (Supplements) / 92-12 / 92126607 (P0L of coverslips) The condition is judged as the wide mouth glass storage, the degree of wish is spooned), keep the bath in this state, and carry out the viscosity 2 5 Water at ° C in terms of p 19 19 200416045 (Example 1 and Comparative Example 1) In accordance with the composition of Table 1, an oil-in-water emulsified composition was produced and evaluated in the following procedure. The results are shown in Table 1 together. <Manufacturing method> The components (1) and (2) were uniformly dissolved and dispersed at 80 ° C to obtain an oil phase. In addition, the cationic surfactant of the component (3) or (4) is added to the alcohol of the component (5), uniformly dissolved at 80 ° C, and the above-mentioned oil phase is added while maintaining the temperature. . Furthermore, water of the component (6) was added and emulsified with a homogenizer while maintaining the temperature at 80 ° C to obtain an emulsified product. Allow to cool to room temperature (25 ° C) with stirring. Table 1 Example 1 and Comparative Example 1 Component Example 1 Comparative Example 1 Oil phase B 1 Formula (2) Amido compound * 1 1. 0 1. 0 2 Squalane 6. 0 6. 0 A 3 Gasification II Stearyl dimethylammonium * 2 0. 8 4 Gasified stearyl trimethylammonium * 3 0.8 Water phase C 5 Glycerin 10. 0 10. 0 6 Pure water balance remaining total 100.0 100.0 Evaluation increase Presence of formation of viscous structures (confirmed with a polarizing microscope) Viscosity after 2 hours of water bath immersion (mPa · s) 80 0 0 1 4 0 0 0 pH 5. 0 4.9 after water bath immersion Appearance (water bath After immersion for 2 hours) Good Good (50 ° C, 1 month) Δ (5 ° C, 1 month) 〇Δ (Example 2) The composition of the emulsion according to Table 2 was the same as that of Example 1 Prepare an emulsion. That is, the components (1) to (4) were uniformly dissolved and dispersed at 80 ° C to obtain an oil phase. Add the cationic surfactant of component (5) to the alcohol of component (6), dissolve uniformly at 80 ° C, and maintain the temperature 20 312 / Explanation of the Invention (Supplement) / 92 -12/92126607 200416045, add the above oil phase. In addition, the water phase obtained by mixing the components (7) to (8) at 80 ° C was added to the oil phase obtained above, and emulsified with a homogenizer while maintaining the temperature at 80 ° C to obtain an emulsion. Allow to cool to room temperature (2 5 ° C) with stirring. The obtained emulsion had a viscosity of 8000 mPa · s and a pH of 5.4. In addition, the emulsion stability after storage at 5 ° C and 50 ° C for one month was good. Table 2 Emulsion component mass% Oil phase 1 Amido compound of formula (2) * 1 1.0 2 Stearyl alcohol 1.03 Isostearyl tetradecyl glycerol * 4 6.0 4 Dimethylpolysiloxane * 5 1.0 5 Gasified distearyldimethylammonium * 2 0.5 Water phase 6 Glycerin 7. 5 7 Ethyl p-hydroxybenzoate 0.2 8 Pure water balance total 100.0 (Example 3) Composition of cream according to Table 3 The cream was prepared in the same procedure as in Example 2. The obtained cream had a viscosity of 50,000 mPa · s and a pH of 5.2. In addition, the emulsion stability after storage at 5 ° C and 50 ° C for one month was good. Table 3 Cream ingredients Quality! Oil phase 1 Amido compound of formula (2) * 1 3.0 2 behenyl alcohol 3.0 3 neopentyl glycol dicaprate 6. 0 4 difluorenyl polysiloxane * 5 3. 0 5 gasified distearyl Dimethylammonium * 2 0. 8 Water phase 6 Glycerin 10. 0 7 Ethyl p-hydroxybenzoate 0.1 8 Total balance of pure water 100.0 21 312 / Invention Specification (Supplement) / 92-12 / 92126607 200416045 (Implementation Example 4) A UV emulsion was prepared according to the composition of Table 4 in the same procedure as in Example 1. That is, the components (1) to (5) were uniformly dissolved and dispersed at 80 ° C to obtain an oil phase. Then, the cationic surfactant of the component (7) was added to the alcohol of the component (8), uniformly dissolved at 80 ° C, and the above-mentioned oil phase was added while maintaining the temperature. In addition, the water phase obtained by mixing the components (6) and (9) to (10) at 80 ° C was added to the oil phase obtained above, and emulsified with a homogenizer while maintaining at 80 ° C. An emulsion was obtained. Allow to cool to room temperature (25 ° C) while stirring. The viscosity of the obtained U V emulsion was 12 000 m P a · s, and p Η was 6.2. In addition, the emulsion stability was good after storage at 5 ° C and 50 ° C for one month. As a result of actual tests, the sustainability of UV protection performance is also good. Table 4 UV emulsion ingredients Quality! ¾ Oil phase 1 Amidine compound of formula (2) * 1 1.0 2 Elm alcohol 1. 0 3 Isostearyl tetradecyl glycerol * 4 6. 0 4 2-Ethylhexyl p-methoxycinnamate 3.0 5 Dimethylpolysiloxane * 5 7. 0 6 Titanium dioxide 3.0 7 Gasified distearyldimethylammonium * 2 0.5 Water phase 8 Glycerin 7. 5 9 Methyl parahydroxybenzoate 0.1 1 10 Total amount of pure water remaining 100.0 (Example 5) UV cream was prepared in the same procedure as in Example 1 according to the composition of Table 5. That is, the components (1) to (7) were uniformly dissolved and dispersed at 80 ° C to obtain an oil phase. Then, the cationic surfactant of the component (8) is added to the alcohol of the component 22 312 / Instruction of the Invention (Supplement) / 92-12 / 92126607 200416045 (9), and uniformly dissolved at 80 ° C, and The above-mentioned oil phase was added while maintaining the temperature. In addition, the water phase obtained by mixing the components (1 0) to (1 1) at 80 ° C was added to the oil phase obtained above, and emulsified with a homogenizer while maintaining at 80 ° C to obtain an emulsified product. . Allow to cool to room temperature (25 ° C) with stirring. The obtained cream had a viscosity of 44000 mPa · s and a pH of 4.9. In addition, the emulsion stability after storage at 5 ° C and 50 ° C for one month was good. As a result of actual tests, the sustainability of UV protection performance is also good. Table 5 Mass% of UV cream ingredients Oil phase 1 Amidine compound of formula (2) * 1 2.0 2 Elm alcohol 2. 0 3 Squalol 0.5 5 4 4_ Fourth butyl 4′-fluorenyloxybenzene Fluorenyl pinane 0.5 5 p-methoxycinnamic acid 2-ethylhexyl ester 5.0 6 isotridecyl isononanoate 3.0 7 dimethylpolysiloxane * 5 3. 0 8 gasified distearyl Dimethylammonium * 2 1. 0 Aqueous phase 9 Glycerin 15.0 10 Ethyl p-hydroxybenzoate 0.1 1 11 Total amount of pure water remaining 100.0 (Examples 6 to 8) The composition of an emulsion or cream according to Table 6 is An emulsion or cream was prepared in the same procedure as in Example 2. That is, the components (1) to (5) were uniformly dissolved and dispersed at 80 ° C to obtain an oil phase. Then, the cationic surfactant of the component (6) is added to the alcohol of the component (7), uniformly dissolved at 80 ° C, and the above-mentioned oil phase is added while maintaining the temperature. In addition, the water phase obtained by mixing the components (8) to (1 0) at 80 ° C was added to the oil phase obtained above, and emulsified with a homogenizer while maintaining the temperature at 80 ° C to obtain an emulsion. Then cool 23 312 / Invention Specification (Supplement) / 92-12 / 92126607 200416045 to room temperature (2 5 ° C) with stirring. The viscosity and pH of the obtained emulsion or cream are shown in Table 6. Emulsification was good in either case, and the emulsion stability after storage at 5 ° C and 50 ° C for one month was also good. Table 6 Emulsion or cream Example 6 7 8 Oil phase 1 Amidamine compound of formula (2) * 1 0.2. 2 1.0 2 behenyl alcohol 0.4 0.4 2.0 3 sharkyl alcohol 0.2 2 0. 2 1.0 4 Squalane 1. 5 1.5 3. 0 5 Dimethylpolysiloxane * 5--3.0 6 Gasified distearyldimethylammonium wood 2 0. 1 0. 2 0. 8 Water phase 7 Glycerin 7.5 7. 5 10. 0 8 Methyl parahydroxybenzoate 0.3 0. 3 0. 3 9 Appropriate amount of fragrance Appropriate amount 10 Appropriate amount of pure water Allowance of remaining margin Evaluation of viscosity (mPa.s) 4 0 0 0 7500 3 5 0 0 0 pH 5.0 4.8 5.2 (Industrial applicability) As described above, the oil-in-water emulsion composition of the present invention containing amphiphilic lipids such as neuraminamide will form a stable liquid crystal structure when it is left to stand. The thickening structure with good disintegrability and good disintegration properties during use such as coating, etc., has excellent emulsification stability during storage and excellent use feeling. Furthermore, since the surfactant is low in concentration and weakly acidic, it has little irritation to the skin. Therefore, the oil-in-water emulsified composition of the present invention is excellent in emulsification stability and feeling of use, and has little irritation to the skin, and is useful as a topical medicine or a cosmetic material, and particularly useful as a cosmetic material. In addition, the manufacturing method of the present invention is a preferred method for manufacturing the above-mentioned oil-in-water emulsified composition. The amphiphilic lipid can be emulsified stably with a small amount of a surfactant, and it can be formed with excellent usability. Shake 24 312 / Invention Manual (Supplement) / 92-12 / 92126607 200416045 Thickening structure. This production method can obtain a weakly acidic emulsified composition even if pH adjustment is not particularly performed, and is therefore very advantageous in terms of productivity. 25 312 / Invention Specification (Supplement) / 92-12 / 92126607

Claims (1)

200416045 Scope of patent application: 1. An oil-in-water emulsified composition, characterized in that it contains: (A) at least one of a class 4 ammonium salt type cationic surfactant represented by the following general formula (1) Species, (B) amphipathic lipids, (C) at least one of divalent and trivalent alcohols, and (D) water; the content of the aforementioned cationic surfactant (A) is 0.1 to 1 Mass%; BU 1 / R3 Λ (wherein R 1 and R 2 are independent or saturated or unsaturated hydrocarbon groups of straight or branched carbon number 16 to 22, and R 3 and R 4 are each independent carbon number 1 ~ 3 alkyl, X_ is an anion forming a salt). 2. The oil-in-water emulsion composition according to item 1 of the scope of patent application, whose pH is 4 or more and less than 7. 3. A method for producing an oil-in-water emulsified composition, characterized in that at least one of the fourth-order ammonium salt-type cationic surfactants represented by (A) in the following general formula (1) and (C ) After mixing at least one of the divalent and trivalent alcohols, add (B) the oil phase containing amphiphilic lipids, and then add the aqueous medium; R1 / / R3 X Formula (1) (where R 1 and R 2 are each a straight or branched chain of carbon number 1 6 ~ 2 2 26 312 / Description of the Invention (Supplement) / 92-12 / 92126607 200416045 The saturated or unsaturated hydrocarbon group of R 3, R1 And R4 are independently broken alkyl groups, and X_ is an anion forming a salt). 27 1 12 / Invention Specification (Supplement) / 92-12 / 92126607 200416045 柒. Designated Representative Map: (1) The designated representative map in this case is: (). (II) Brief description of the representative symbols of the components in this representative drawing: None. If there is a chemical formula in this case, please disclose the chemical formula that can best show the characteristics of the invention: None 4 312 / Invention Specification (Supplement) / 92-12 / 92126607