Oil-in-water emulsion composition

Abstract

To provide an oil-in-water emulsion composition comprising a novel compound having a phospholipid-like structure, functioning as an emulsifier.SOLUTION: An oil-in-water emulsion composition comprises: (A) a compound represented by formula (1) [where R1 and R4 each denote a C12-22 unsaturated or saturated hydrocarbon group, where at least one of R1 and R4 is a C12-22 unsaturated hydrocarbon group, and R2 and R3 are each selected from the group consisting of a C1-6 alkyl group, a C1-6 hydroxyalkyl group, and a C4-60 polyoxyalkylene group]; (B) at least one oil solution selected from the group consisting of an oil solution with a viscosity of 1000 mPa s or more at 20°C, and an oil solution that is semisolid at 20°C; and (C) at least one polymer selected from the group consisting of an acrylic acid polymer and a methacrylic acid polymer.SELECTED DRAWING: None

Description

[Technical Field]

[0001] The present invention relates to an oil-in-water emulsion composition containing a novel compound that functions as an emulsifier, and a method for stabilizing the emulsion. [Background technology]

[0002] In oil-in-water emulsion compositions, particularly oil-in-water emulsion cosmetics, various components have been incorporated to improve the stability of emulsion, the feel upon application, moisturizing properties, and other effects, and new compounds that can be used in such compositions are being researched on a daily basis. For example, phospholipids are natural surface-active substances with good affinity to the skin and high moisturizing effects, and are functional substances that can also be used as emulsifiers (surfactants). Furthermore, research is also being conducted on the development of compounds with phospholipid-like structures that further enhance the functionality of phospholipids.

[0003] As such a compound, Patent Document 1 discloses a compound containing a phosphorylcholine-like group similar to phospholipids. Furthermore, one specific example of a cosmetic ingredient containing this compound is behendimonium ethyl stearyl phosphate, which is currently in commercial use. However, while the compound in Patent Document 1 has both a hydrophilic group and a hydrophobic group, its purpose is to promote transdermal absorption and improve moisturizing properties, and it does not function very well as an emulsifier. Phospholipids are generally known to have weak emulsifying power, and the compound in Patent Document 1 also has weak emulsifying power (surface activity) due to its low solubility.

[0004] Therefore, the present applicant has begun research and development of novel compounds that have a structure similar to that of phospholipids and have improved surfactant properties. [Prior art documents] [Patent documents]

[0005] [Patent Document 1] Japanese Patent Application Laid-Open No. 2011-213602 Summary of the Invention [Problem to be solved by the invention]

[0006] Under the above circumstances, the present applicants developed novel compounds having a structure similar to phospholipids and improved surfactant properties, and further developed formulations of compositions (particularly oil-in-water emulsion compositions) using such novel compounds, resulting in the present invention. An object of the present invention is to provide an oil-in-water emulsion composition containing a novel compound having a phospholipid-like structure that functions as an emulsifier. Another object of the present invention is to provide a method for emulsion stabilization of an oil-in-water emulsion composition containing the compound that functions as an emulsifier. [Means for solving the problem]

[0007] The present invention includes, but is not limited to, the following embodiments. [1] The following components (A) to (C): (A) Formula (1): [ka] [In the formula, R 1 is an unsaturated or saturated hydrocarbon group having 12 to 22 carbon atoms, and R 4 is an unsaturated or saturated hydrocarbon group having 12 to 22 carbon atoms, where R 1 and R 4 at least one of R is an unsaturated hydrocarbon group having 12 to 22 carbon atoms; and 2 and R 3 may be the same or different and are each independently selected from the group consisting of an alkyl group having 1 to 6 carbon atoms, a hydroxyalkyl group having 1 to 6 carbon atoms, and a polyoxyalkylene group having 4 to 60 carbon atoms. A compound represented by (B) one or more oils selected from the group consisting of oils having a viscosity of 1000 mPa·s or more at 20°C and oils that are semi-solid at 20°C, and (C) one or more polymers selected from the group consisting of acrylic acid polymers and methacrylic acid polymers; An oil-in-water emulsion composition (hereinafter referred to as "the emulsion composition") comprising: [2] In equation (1), R 1 and R 4 The oil-in-water emulsion composition according to [1], wherein at least one of the groups is an unsaturated hydrocarbon group having 18 carbon atoms. [2-1] In formula (1), R 1 and R 4 The oil-in-water emulsion composition according to [1], wherein at least one of the groups is an unsaturated hydrocarbon group having 18 carbon atoms and 1 to 3 carbon-carbon double bonds. [3] In equation (1), R 2 and R 3 are each independently a methyl group or a hydroxyethyl group. [4] The oil-in-water emulsion composition according to any one of [1] to [3], wherein component (C) is one or more polymers selected from the group consisting of carboxyvinyl polymers and alkyl-modified carboxyvinyl polymers. [5] The oil-in-water emulsion composition according to any one of [1] to [4], wherein the ratio of component (A) to component (B) ((A) / (B)) is 0.1 or more in mass ratio. [6] The oil-in-water emulsion composition according to any one of [1] to [5], wherein the ratio of component (C) to component (A) ((C) / (A)) is 0.04 or more in mass ratio. [7] The oil-in-water emulsion composition according to any one of [1] to [6], wherein component (B) is an oily agent that is semi-solid at 20°C. [8] The oil-in-water emulsion composition according to any one of [1] to [7], further comprising a component (D) a surfactant. [9] The oil-in-water emulsion composition according to [8], wherein the ratio of component (D) to component (A) ((D) / (A)) is 0.01 or more in mass ratio.

[10] The oil-in-water emulsion composition according to [8] or [9], wherein component (D) is a nonionic surfactant.

[11] The oil-in-water emulsion composition according to

[10] , wherein the nonionic surfactant is a nonionic surfactant having a fatty acid residue having 12 to 22 carbon atoms and a polyoxyethylene group.

[12] The oil-in-water emulsion composition according to any one of [1] to

[11] , which is a cosmetic.

[13] A method for emulsifying and stabilizing an oil-in-water emulsion composition comprising the following components (A) and (B): (A) Formula (1): [ka] [In the formula, R 1 is an unsaturated or saturated hydrocarbon group having 12 to 22 carbon atoms, and R 4 is an unsaturated or saturated hydrocarbon group having 12 to 22 carbon atoms, where R 1 and R 4 at least one of R is an unsaturated hydrocarbon group having 12 to 22 carbon atoms; and 2 and R 3 may be the same or different and are each independently selected from the group consisting of an alkyl group having 1 to 6 carbon atoms, a hydroxyalkyl group having 1 to 6 carbon atoms, and a polyoxyalkylene group having 4 to 60 carbon atoms. and a compound represented by (B) one or more oils selected from the group consisting of oils having a viscosity of 1000 mPa·s or more at 20°C and oils that are semi-solid at 20°C; A method (hereinafter referred to as "the emulsion stabilization method") comprising blending component (C), one or more polymers selected from the group consisting of acrylic acid polymers and methacrylic acid polymers, together with components (A) and (B). [Effects of the Invention]

[0008] According to the present invention, there is provided an oil-in-water emulsion composition containing a novel compound having a phospholipid-like structure that functions as an emulsifier. The present invention also provides a method for emulsion stabilization of an oil-in-water emulsion composition containing the compound that functions as an emulsifier. DETAILED DESCRIPTION OF THE INVENTION

[0009] The oil-in-water emulsion composition of the present invention comprises the following components (A) to (C): (A) Formula (1): [ka] [In the formula, R 1 is an unsaturated or saturated hydrocarbon group having 12 to 22 carbon atoms, and R 4 is an unsaturated or saturated hydrocarbon group having 12 to 22 carbon atoms, where R 1 and R 4 at least one of R is an unsaturated hydrocarbon group having 12 to 22 carbon atoms; and 2 and R 3 may be the same or different and are each independently selected from the group consisting of an alkyl group having 1 to 6 carbon atoms, a hydroxyalkyl group having 1 to 6 carbon atoms, and a polyoxyalkylene group having 4 to 60 carbon atoms. (hereinafter referred to as "PC compound" in this specification), (B) one or more oils selected from the group consisting of oils having a viscosity of 1000 mPa·s or more at 20°C and oils that are semi-solid at 20°C, and (C) one or more polymers selected from the group consisting of acrylic acid polymers and methacrylic acid polymers; Contains: In this specification, (A) to (C) and (D) are symbols for the components, and hereinafter may be referred to as component (A), etc.

[0010] Component (A) As described above, component (A) is a compound containing a phosphorylcholine-like group (PC compound). In formula (1), R 1 is an unsaturated or saturated hydrocarbon group having 12 to 22 carbon atoms, i.e., R 1 is an unsaturated hydrocarbon group having 12 to 22 carbon atoms, or a saturated hydrocarbon group having 12 to 22 carbon atoms. 4 is an unsaturated or saturated hydrocarbon group having 12 to 22 carbon atoms, i.e., R 4is an unsaturated hydrocarbon group having 12 to 22 carbon atoms, or a saturated hydrocarbon group having 12 to 22 carbon atoms. 1 and R 4 At least one of R is an unsaturated hydrocarbon group having 12 to 22 carbon atoms. 1 and R 4 are unsaturated hydrocarbon groups having 12 to 22 carbon atoms, or R 1 is an unsaturated hydrocarbon group having 12 to 22 carbon atoms, and R 4 is a saturated hydrocarbon group having 12 to 22 carbon atoms, or R 1 is a saturated hydrocarbon group having 12 to 22 carbon atoms, and R 4 is an unsaturated hydrocarbon group having 12 to 22 carbon atoms. 1 and R 4 and (b) are not saturated hydrocarbon groups having 12 to 22 carbon atoms.

[0011] R 1 and R 4 In one preferred embodiment, one of the R groups is an unsaturated hydrocarbon group having 12 to 22 carbon atoms, and the other is a saturated hydrocarbon group having 12 to 22 carbon atoms. 1 is an unsaturated hydrocarbon group having 12 to 22 carbon atoms, and R 4 is a saturated hydrocarbon group having 12 to 22 carbon atoms, or R 1 is a saturated hydrocarbon group having 12 to 22 carbon atoms, and R 4 is preferably an unsaturated hydrocarbon group having 12 to 22 carbon atoms. In this case, emulsion stability can be further improved. 1 is an unsaturated hydrocarbon group having 12 to 22 carbon atoms, and R 4 is more preferably a saturated hydrocarbon group having 12 to 22 carbon atoms. In this case, the uniformity of the oil phase is more likely to be improved. Of course, R 1 and R 4and (C) may both be unsaturated hydrocarbon groups having 12 to 22 carbon atoms. Even in this case, the uniformity of the oil phase is more likely to be improved, especially when mixed with one or more highly viscous or semi-solid oils such as component (B). The compound of formula (1) has increased solubility due to the presence of an unsaturated bond in the molecule, which is presumed to enhance the interaction between the oil of component (B) and the polymer of component (C) and the lipophilic chain of the compound of formula (1), thereby further improving the stability of the emulsion. The saturated hydrocarbon group may be, for example, what is known as an alkyl group. The unsaturated hydrocarbon group may be, for example, what is known as an alkenyl group or an alkynyl group.

[0012] R 1 and R 4 In (R 1 and R 4 The unsaturated or saturated hydrocarbon group having 12 to 22 carbon atoms may be linear, branched, or cyclic. 1 and R 4 The unsaturated or saturated hydrocarbon group of R is preferably a linear or branched hydrocarbon group, more preferably a linear hydrocarbon group. 1 and R 4 Preferably, both R and R are linear or branched hydrocarbon groups, and more preferably, both are linear hydrocarbon groups. The unsaturated or saturated hydrocarbon group having 12 to 22 carbon atoms may be a hydrocarbon group (for example, an aliphatic alkyl group or alkenyl group) having a structure in which a hydroxy group (OH) is removed from a monohydric aliphatic alcohol. 1 and R 4 The saturated hydrocarbon group in the formula (I) more preferably has 16 to 22 carbon atoms, and further preferably has 18 to 22 carbon atoms.

[0013] R 1 and R 4The saturated hydrocarbon group having 12 to 22 carbon atoms in the formula (I) is not limited thereto, but examples of linear saturated hydrocarbon groups include lauryl (12 carbon atoms; also called dodecyl), myristyl (14 carbon atoms; also called tetradecyl), cetyl (16 carbon atoms; also called hexadecyl), stearyl (18 carbon atoms; also called octadecyl), and behenyl (22 carbon atoms; also called docosyl), and examples of branched saturated hydrocarbon groups include isostearyl (18 carbon atoms; also called 16-methylheptadecyl). Of these, stearyl and behenyl are preferred, with behenyl being more preferred.

[0014] R 1 and R 4 In the unsaturated hydrocarbon group having 12 to 22 carbon atoms, the unsaturation may be either a carbon-carbon double bond unsaturation or a carbon-carbon triple bond unsaturation, but is preferably a carbon-carbon double bond unsaturation. An unsaturated hydrocarbon group having a carbon-carbon double bond is also called an alkenyl group. The number of unsaturations is preferably 1 to 3, more preferably 1 or 2, and even more preferably 1. When the number of unsaturations is two or more, it is preferable that all of them are carbon-carbon double bond unsaturations. R 1 and R 4 The unsaturated hydrocarbon group preferably has 16 to 22 carbon atoms.

[0015] In formula (1), R 1 and R 4 It is more preferable that at least one of R is an unsaturated hydrocarbon group having 18 carbon atoms. In this case, the stability of the present emulsion composition can be further improved. 1 and R 4It is more preferable that at least one of them is an unsaturated hydrocarbon group having 18 carbon atoms and 1 to 3 carbon-carbon double bonds. This can further improve emulsion stability. The number of carbon-carbon double bonds is more preferably 1 or 2, and even more preferably 1. Examples of unsaturated hydrocarbon groups having 18 carbon atoms include an oleyl group, an elaidyl group, a linoleyl group (multiple unsaturated), and a linoleyl group (multiple unsaturated), and of these, an oleyl group is more preferable. The oleyl group is also called a cis-9-octadecenyl group.

[0016] R 1 and R 4 In one preferred embodiment, for example, one of them is an oleyl group and the other is a group selected from the group consisting of an oleyl group, a behenyl group, and a stearyl group.

[0017] R 1 and R 4 Specific combinations of (R 1 , R 4 ), examples of combinations include (oleyl group, oleyl group), (oleyl group, behenyl group), (behenyl group, oleyl group), (oleyl group, stearyl group), (stearyl group, oleyl group), etc. Among these, the combinations of (oleyl group, oleyl group), (oleyl group, behenyl group), and (behenyl group, oleyl group) are preferred, and the combinations of (oleyl group, behenyl group) and (behenyl group, oleyl group) are more preferred.

[0018] In formula (1), R 2 and R 3 (The following R 2 and R 3(The explanations for each of the above apply independently unless otherwise specified) are each independently selected from the group consisting of an alkyl group having 1 to 6 carbon atoms, a hydroxyalkyl group having 1 to 6 carbon atoms, and a polyoxyalkylene group having 4 to 60 carbon atoms. Here, the alkyl or alkylene moiety in the alkyl, hydroxyalkyl, and polyoxyalkylene may be linear or branched. Preferably, the alkyl or alkylene moiety is linear. R 2 and R 3 may be the same or different, but from the viewpoint of producing the PC compound, it is more preferable that they are the same.

[0019] R 2 and R 3 In the formula (I), examples of the alkyl group having 1 to 6 carbon atoms include, for example, linear methyl, ethyl, propyl, butyl, pentyl, and hexyl groups, and branched methyl groups include isopropyl and isobutyl groups. Preferred alkyl groups having 1 to 6 carbon atoms include a methyl group (-CH3), an ethyl group (-CH2CH3), and a propyl group (-CH2CH2CH3), with a methyl group (-CH3) being more preferred.

[0020] R 2 and R 3 In the formula (I), the hydroxyalkyl group having 1 to 6 carbon atoms is preferably a hydroxyalkyl group having a hydroxy group at its terminal. Examples of the hydroxyalkyl group having 1 to 6 carbon atoms include a hydroxymethyl group, a hydroxyethyl group, and a hydroxypropyl group. The hydroxyalkyl group having 1 to 6 carbon atoms is more preferably a hydroxyethyl group (-CHCHOH) having a hydroxy group at its terminal.

[0021] R 2 and R 3 In the formula, the polyoxyalkylene group having 4 to 60 carbon atoms is a group having a repeating oxyalkylene structure, and for example, the formula is -(alkylene-O) n-H) [wherein n is an integer of 2 or more]. This n is preferably 2 to 30, more preferably 2 to 10, and even more preferably 2 to 6. This alkylene may be linear or branched. Examples of polyoxyalkylene groups having 4 to 60 carbon atoms include polyoxyethylene groups and polyoxypropylene groups, and particularly, -(CH2CH2O) n H, -(CH2CH2CH2O) n H, -(CH2CH(CH3)O) n H, etc. (where n has the same meaning as above).

[0022] R 2 and R 3 are preferably each independently a methyl group or a hydroxyethyl group. In this case, emulsion stability can be further improved. 2 and R 3 and more preferably both are methyl groups or both are hydroxyethyl groups (particularly -CH2CH2OH).

[0023] In the compound of formula (1), R 1 and R 4 at least one of R is an unsaturated hydrocarbon group having 18 carbon atoms; 2 and R 3 are each independently a methyl group or a hydroxyethyl group (particularly -CH2CH2OH), in which case emulsion stability can be further improved.

[0024] R 1 , R 2 , R 3 and R 4 Specific combinations of (R 1 , R 2 , R 3 , R 4), examples of combinations include (oleyl group, methyl group, methyl group, oleyl group), (oleyl group, methyl group, methyl group, behenyl group), (behenyl group, methyl group, methyl group, oleyl group), (oleyl group, hydroxyethyl group, hydroxyethyl group, behenyl group), (behenyl group, hydroxyethyl group, hydroxyethyl group, oleyl group), etc.

[0025] The method for producing a PC compound will be described. The PC compound represented by formula (1) is obtained by reacting an alcohol represented by formula (2) with 2-chloro-2-oxo-1,3,2-dioxaphosphorane (hereinafter abbreviated as COP) in the presence of an organic base to obtain an intermediate, which is then ring-opened with a tertiary amine represented by formula (3). The obtained PC compound can be purified by common purification methods such as reprecipitation and recrystallization. [ka] [ka] R in Equation (2) and Equation (3) 1 , R 2 , R 3 and R 4 is the same as that in formula (1).

[0026] The PC compound represented by formula (1) has a structure similar to phosphorylcholine (-N + (CH3)2(CH2)2-O-PO3 -PC compounds are compounds having a - group (hereinafter referred to as a "phosphorylcholine-like group"). The phosphorylcholine-like group is a polar group that functions as a hydrophilic group. Furthermore, unsaturated or saturated hydrocarbon groups are attached to both sides of the phosphorylcholine-like group, and these hydrocarbon groups function as hydrophobic groups. Therefore, PC compounds can function as surface-active ingredients (surfactants, emulsifiers). More specifically, because PC compounds contain both cationic and anionic moieties, they can be classified as amphoteric surfactants (zwitterionic surfactants). Furthermore, PC compounds are gemini surfactants with two hydrophobic groups and two hydrophilic groups. In other words, PC compounds have a structure in which two molecules of a single-chain, single-hydrophilic group surfactant are covalently linked via a spacer. Furthermore, because PC compounds have a structure similar to phospholipids, they are believed to have high affinity for the skin. When this emulsion composition (especially a cosmetic) is applied to the skin, it can provide a pleasant sensation of use, such as a fresh feeling, and moisturizing properties.

[0027] Here, in formula (1), R 1 and R 4 In the case of a compound in which both R and R are saturated hydrocarbon groups having 12 to 22 carbon atoms, it is difficult to obtain emulsion stability as high as that of component (A). An example of such a compound is behendimonium ethyl stearyl phosphate. Behendimonium ethyl stearyl phosphate is a compound in which R 1 is a behenyl group, R 2 and R 3 are both methyl groups, and R 4is a compound containing a stearyl group and is not included in component (A). Compounds without an unsaturated hydrocarbon group, such as behendimonium ethyl stearyl phosphate, have problems such as low solubility in oil phases, which limits formulation and tends to leave a stiff film feeling on the skin after application of cosmetics. However, it has been discovered that the compound of formula (1) above has improved solubility in oil phases compared to behendimonium ethyl stearyl phosphate and the like, and can improve the stiff film feeling on the skin after application. Furthermore, the compound of formula (1) has a gemini structure and may also possess the advantages of behendimonium ethyl stearyl phosphate, such as a low CMC (critical micelle concentration) and a low Krafft point. When comparing oil-in-water emulsion compositions using the PC compound of formula (1) with those using a compound without an unsaturated hydrocarbon group, such as behendimonium ethyl stearyl phosphate, it has been demonstrated that the PC compound of formula (1) provides superior emulsion stability (see Examples).

[0028] Component (A) may consist of a single compound of formula (1), or may be a mixture containing a plurality of compounds of formula (1) with different structures.

[0029] The content of component (A) in the present emulsion composition (the total amount when multiple components are present) is not limited thereto, but from the viewpoint of emulsion stability and obtaining a good feel when used, it can be, for example, 0.01 to 10% by mass, preferably 0.1 to 5% by mass, relative to the total amount of the present emulsion composition (100% by mass). Furthermore, the content of component (A) is preferably 0.1 to 3% by mass, more preferably 0.5 to 3% by mass, and even more preferably 0.5 to 2% by mass, relative to the total amount of the present emulsion composition. In this case, an emulsion composition with high emulsion stability can be obtained.

[0030] Ingredient (B) Component (B) is one or more oils selected from the group consisting of oils with a viscosity of 1,000 mPa·s or more at 20° C. and oils that are semi-solid at 20° C. In the present invention, component (A) can be used to stably emulsify a composition that contains one or more highly viscous or semi-solid oils such as component (B), and even when a highly viscous or semi-solid oil is incorporated, it is possible to obtain an emulsion composition (particularly a cosmetic) that does not impair the fresh feeling of use and that provides a sustained moisturizing feeling and an appropriate film-like feel on the skin after application, which are derived from the highly viscous or semi-solid oil.

[0031] The viscosity of an oil agent (hereinafter referred to as "oil agent (B1)") having a viscosity of 1,000 mPa·s or more at 20°C can be measured using a Brookfield viscometer. There is no particular upper limit to the viscosity of oil agent (B1), but it may be, for example, 500,000 mPa·s or less. The viscosity of oil agent (B1) is particularly preferably 1,500 to 500,000 mPa·s.

[0032] In the case of an oil agent that is semi-solid at 20°C (hereinafter referred to as "oil agent (B2)"), the term "semi-solid" refers to a state that is different from a liquid but different from a solid, and has fluidity, that is, a state between a solid and a liquid. For example, the semi-solid state may be a state in which the viscosity is higher than the upper limit of measurable viscosity by the above-mentioned viscosity measurement method and cannot be measured, but still has fluidity. The oil agent (B2) is preferably an oil agent with a melting point of 30°C or higher and lower than 61°C. One embodiment of the semi-solid state may be a paste state.

[0033] Examples of the oil agent of component (B) include natural or synthetic ester oils, hydrocarbon oils, higher alcohols, fatty acids, etc., which have a viscosity of 1,000 mPa·s or more at 20°C or which are semi-solid at 20°C.

[0034] Examples of the oil (B1) having a viscosity of 1,000 mPa·s or more at 20°C include, but are not limited to, polyglyceryl-2 diisostearate (for example, viscosity (20°C): 1,160 mPa·s), di(phytosteryl / octyldodecyl) lauroyl glutamate (for example, viscosity (20°C): 1,650 mPa·s), diisostearyl malate (for example, viscosity (20°C): 2,520 mPa·s or 5,500 mPa·s), highly polymerized dimethylpolysiloxane (1 000,000 CS) (for example, viscosity (20°C): 1,412,000 mPa·s), polyglyceryl monoisostearate (for example, viscosity (20°C): 4,450 mPa·s), dipentaerythrityl tri-polyhydroxystearate (for example, viscosity (20°C): 10,300 mPa·s), hydrogenated polyisobutene (with a viscosity at 20°C of 1,000 mPa·s or more; for example, a viscosity (20°C) of 26,200 mPa·s or 44,100 mPa·s). These may be used alone or in combination of two or more.

[0035] Examples of the oil (B2) that is semi-solid at 20°C include, but are not limited to, di(octyldodecyl / phytosteryl / behenyl) lauroyl glutamate, di(cholesteryl / behenyl / octyldodecyl) lauroyl glutamate, phytosteryl / isostearyl / cetyl / stearyl / behenyl) dimer dilinoleate, petrolatum, phytosteryl isostearate, dipentaerythrityl hexa(hydroxystearate / stearic acid / rosinate), hydrogenated palm oil, cholesteryl hydroxystearate, etc. These may be used alone or in combination of two or more.

[0036] The oil of component (B) may be either an oil (B1) having a viscosity of 1,000 mPa·s or more at 20° C. or an oil (B2) that is semi-solid at 20° C., or it may contain both. Component (B) may be one of the above oils, or a combination of two or more of them.

[0037] The content of component (B) (the total amount when there are multiple components) is not limited to this, but from the viewpoint of obtaining an excellent feel when used and emulsion stability, it can be 0.1 to 20 mass % relative to the total amount of the emulsion composition (100 mass %), preferably 0.5 to 15 mass %, and more preferably 1 to 10 mass %.

[0038] Here, the ratio of component (A) to component (B) ((A) / (B)) is preferably 0.1 or more by mass. When the ratio of the content of component (A) to the content of component (B) is 0.1 or more, component (B) can be emulsified more satisfactorily, and the emulsion stability of the present emulsion composition can be further improved. From the viewpoint of emulsion stability and a good feel when used, the ratio of component (A) to component (B) ((A) / (B)) is preferably 30 or less by mass. This ratio ((A) / (B)) is preferably 0.1 to 30, and more preferably 0.2 to 15.

[0039] Ingredients (C) Component (C) is one or more polymers (macromolecules) selected from the group consisting of acrylic acid polymers and methacrylic acid polymers. In this emulsion composition, emulsion stability can be significantly improved by incorporating the polymer of component (C) when emulsifying the oil of component (B) with the surfactant of component (A). Specifically, when a composition containing one or more highly viscous or semi-solid oils such as component (B) is emulsified with a phospholipid analog, the emulsion stability can sometimes be insufficient. However, it was discovered that the stability of the resulting emulsion composition can be significantly improved by using component (A) as a surfactant and combining it with a specific polymer of component (C), leading to the invention. Furthermore, when used as a cosmetic, an emulsion composition combining components (A) to (C) can impart a pleasant feel during use, such as a moisturizing sensation and a moderate film-like texture to the skin after application. Thus, the present invention provides an oil-in-water emulsion composition containing components (A) to (C) that has high emulsion stability and an excellent feel during use.

[0040] The polymer of component (C) can typically be a water-soluble or hydrophilic polymer. Therefore, it is believed that this polymer is primarily dissolved or dispersed in the aqueous phase of the present emulsion composition. Furthermore, the polymer of component (C) can exhibit a thickening effect when dissolved or dispersed in water, for example. This thickening effect can further improve emulsion stability. Furthermore, the polymer of component (C) possesses ionicity derived from acrylic acid residues or methacrylic acid residues, and this ionicity enhances the thickening effect, further improving emulsion stability. Here, acrylic acid polymers and methacrylic acid polymers typically have a main lipophilic chain composed of a hydrocarbon chain, and it is believed that this lipophilic chain interacts with the lipophilic moiety of component (A), thereby enhancing stability.

[0041] Examples of component (C) include, but are not limited to, polyacrylic acid and its salts, carboxyvinyl polymers, alkyl-modified carboxyvinyl polymers, methacrylic acid polymers, alkyl-modified methacrylic acid polymers, acrylate copolymers, copolymers of acrylic acid and acryloyldimethyltaurate (e.g., sodium acrylate-sodium acryloyldimethyltaurate copolymer), copolymers of hydroxyethyl acrylate and acryloyldimethyltaurate, and polymers containing acryloyldimethyltaurate monomer units, such as copolymers of acrylic acid, acrylate, acrylamide and acryloyldimethyltaurate.

[0042] Component (C) is preferably one or more polymers selected from the group consisting of carboxyvinyl polymers and alkyl-modified carboxyvinyl polymers. In this case, emulsion stability can be significantly improved. Carboxyvinyl polymers are also called carbomers. Examples of alkyl-modified carboxyvinyl polymers include (acrylates / C10-30 alkyl acrylate) crosspolymers. Component (C) may be one of the above polymers or a combination of two or more of them.

[0043] The content of component (C) (the total amount when multiple components are present) is not limited to this, but from the viewpoint of obtaining high emulsion stability and an excellent feel when used, it can be 0.01 to 1 mass % relative to the total amount of the emulsion composition (100 mass %), preferably 0.03 to 0.5 mass %, and more preferably 0.04 to 0.4 mass %.

[0044] Here, the ratio of component (C) to component (A) ((C) / (A)) is preferably 0.04 or more by mass. When the ratio of the content of component (C) to the content of component (A) is 0.04 or more, the composition obtained by emulsifying component (B) with component (A) can be further stabilized, and the emulsion stability of the present emulsion composition can be further improved. From the viewpoint of emulsion stability and a good feel when used, the ratio of component (C) to component (A) ((C) / (A)) is preferably 20 or less by mass. This ratio ((C) / (A)) is preferably 0.04 to 20, and more preferably 0.04 to 10.

[0045] Ingredients (D) The present emulsion composition may further contain a surfactant as component (D). By incorporating a surfactant, the emulsion stability of the present emulsion composition can be further improved. Note that component (A) is not included in the surfactant as component (D). When component (A) is considered to be a surfactant, the surfactant as component (D) can be said to be a surfactant other than component (A).

[0046] Component (D) may be one or more surfactants selected from the group consisting of nonionic surfactants, anionic surfactants, cationic surfactants, and amphoteric surfactants. Component (D) is preferably a nonionic surfactant (hereinafter referred to as "(D1)"). In this case, high emulsion stability and an excellent feeling when used can be obtained. Furthermore, nonionic surfactant (D1) is preferably a nonionic surfactant having a fatty acid residue having 12 to 22 carbon atoms and a polyoxyethylene group (hereinafter referred to as "(D2)"). In this case, the interaction with components (A) to (C) is enhanced, making it possible to obtain even higher emulsion stability and an excellent feeling when used. Examples of fatty acid residues having 12 to 22 carbon atoms include oleic acid, stearic acid, myristic acid, and lauric acid.

[0047] Nonionic surfactants include, but are not limited to, POE-sorbitan fatty acid esters such as polyoxyethylene sorbitan monooleate (20E.O.) and polyoxyethylene sorbitan monosterate (20E.O.), POE sorbit fatty acid esters such as PEG-40 sorbit oleate, and POE-fatty acid esters such as PEG-150 stearate, PEG-55 stearate, PEG-40 stearate, and PEG-10 laurate. Examples of nonionic surfactants (D1) other than (D2) include POE-hydrogenated castor oils such as PEG-80 hydrogenated castor oil, PEG-60 hydrogenated castor oil, and PEG-40 hydrogenated castor oil; sorbitan fatty acid esters such as sorbion sesquiisostearate and sorbion palmitate; glyceryl fatty acid esters such as polyglyceryl-10 laurate, polyglyceryl-10 oleate, and polyglyceryl-10 diisostearate; and sucrose fatty acid esters.

[0048] When surfactants other than the nonionic surfactant (D1) are used, examples of the anionic surfactants include, but are not limited to, acylmethyltaurines of higher fatty acids such as sodium N-stearoyl-N-methyltaurate, acyl lactates such as sodium stearoyl lactylate, N-acylglutamates such as sodium N-stearoyl-L-glutamate, fatty acid soaps such as sodium distearoyl glutamate lysine, sodium dilauryl glutamate lysine, and sodium laurate, higher alkyl sulfates such as sodium lauryl sulfate, alkyl ether sulfates such as POE-lauryl triethanolamine sulfate, and phosphates such as sodium POE-oleyl ether phosphate. Examples of the cationic surfactants include, but are not limited to, quaternary ammonium salts such as behenyl PG trimonium chloride and lauryl trimethylammonium chloride, and amidoamine compounds such as behenic acid dimethylaminopropylamide. Examples of amphoteric surfactants include, but are not limited to, phospholipids, phospholipid analogues, alkyl betaine amphoteric surfactants such as lauryl dimethyl betaine, amidopropyl betaine amphoteric surfactants such as oleic acid amidopropyl betaine, and amino acid amphoteric surfactants such as sodium lauryl aminopropionate.

[0049] It is also preferable to incorporate phospholipids or phospholipid analogues (particularly compounds containing a phosphorylcholine analogue group other than the above-mentioned PC compounds) as surfactants as component (D). Phospholipids or phospholipid analogues have high affinity with the above-mentioned PC compounds and can further improve emulsion stability. Examples of phospholipids include hydrogenated soybean phospholipids, lecithin, and hydrogenated lecithin. Examples of phospholipid analogues include behendimonium ethyl stearyl phosphate. Component (D) may be one of the above surfactants or a combination of two or more of them.

[0050] When the present emulsion composition contains component (D), the content of component (D) (the total amount if there are multiple components) is not limited to this, but from the viewpoint of obtaining high emulsion stability and an excellent feel when used, it can be 0.01 to 10 mass%, preferably 0.1 to 5 mass%, and more preferably 0.3 to 5 mass% relative to the total amount of the present emulsion composition (100 mass%).

[0051] When component (D) is contained, the ratio of component (D) to component (A) ((D) / (A)) is preferably 0.01 or more by mass. When the ratio of the content of component (D) to the content of component (A) is 0.01 or more, the emulsifying power of component (A) and the emulsifying power of component (D) are combined, making the emulsifying power more effective, and the emulsion stability of the present emulsion composition can be further improved. From the viewpoint of a good feel when used, the ratio of component (D) to component (A) ((D) / (A)) is preferably 100 or less by mass. This ratio ((D) / (A)) is preferably 0.01 to 100, and more preferably 0.1 to 50.

[0052] In the present emulsion composition, component (D) is an optional component, and the present emulsion composition does not necessarily contain component (D). In other words, the present emulsion composition does not necessarily contain any surface-active components (surfactants) other than component (A). In the present emulsion composition, due to the surface activity of component (A), it is possible to obtain an oil-in-water emulsion composition (particularly a cosmetic) that has good emulsion stability and a good feel in use, even without blending other surfactants. However, as described above, the addition of component (D) not only improves emulsion stability and the feel in use, but also enables further variation in the formulation.

[0053] Other ingredients: Water The emulsion composition may contain water as an additional component. In the oil-in-water emulsion composition, the emulsion is in the form of an oil-in-water (O / W) emulsion, with the aqueous phase being the external phase and the oil phase being the internal phase. The aqueous phase may contain water-soluble substances and hydrophilic substances. The water is not limited to these, but purified water is preferably used.

[0054] The water content in the present oil-in-water emulsion composition is not limited to, but can be 1 to 99% by mass, preferably 10 to 98% by mass, more preferably 20 to 95% by mass, and even more preferably 30 to 90% by mass. Depending on the form of the formulation, the water content may be 50% by mass or more, or 60% by mass or more.

[0055] Other ingredients The present emulsion composition may contain various components that can be formulated as an oil-in-water emulsion composition (particularly a cosmetic preparation). Examples of such components include oils other than component (B), polymers (macromolecules) other than component (C), alcohols, moisturizers, thickeners, powders, pigments, film-forming agents, pH adjusters, anti-fading agents, antioxidants, anti-foaming agents, cosmetic ingredients, plant extracts, preservatives, and fragrances.

[0056] Examples of oils other than component (B) include natural or synthetic ester oils, hydrocarbon oils, higher alcohols, and fatty acids. Specific examples of oils include, but are not limited to, liquid paraffin, PG dicaprate, cetyl 2-ethylhexanoate, glyceryl tri-2-ethylhexanoate, isotridecyl isononanoate, ethyl oleate, di-2-ethylhexyl succinate, ethylhexyl methoxycinnamate, polysilicone-15, squalane, octyldodecanol, caprylic / capric triglyceride, trimethylolpropane triisostearate, pentaerythritol tetraisostearate, isohexadecane, isododecane, jojoba oil, macadamia nut oil, meadowfoam oil, hydrogenated coconut oil, olive oil, behenyl alcohol, cetostearyl alcohol, stearic acid, palmitic acid, isostearic acid, dimethicone, methylphenylpolysiloxane, diphenylsiloxyphenyl trimethicone, tritridecyl trimellitate, and ascorbyl tetrahexyldecanoate.

[0057] Examples of polymers (macromolecules) other than component (C) include natural or synthetic polymers or macromolecules, such as gums and cellulose-based polymers. Specific examples of polymers include, but are not limited to, xanthan gum, gellan gum, carrageenan, gum arabic, karaya gum, tragacanth gum, carob gum, quince seed, casein, dextrin, gelatin, sodium pectinate, methylcellulose, ethylcellulose, carboxymethylcellulose (CMC), hydroxyethylcellulose, hydroxypropylcellulose, hydroxypropylmethylcellulose, polyvinyl alcohol (PVA), polyvinyl methyl ether (PVM), PVP (polyvinylpyrrolidone), locust bean gum, guar gum, tamarind gum, and dialkyldimethylammonium cellulose sulfate.

[0058] The alcohols include water-soluble monohydric alcohols or polyhydric alcohols. Examples of water-soluble monohydric alcohols include, but are not limited to, ethanol, methanol, propanol, and isopropanol. Examples of polyhydric alcohols include, but are not limited to, glycerin, diglycerin, ethylhexylglycerin, 1,3-butylene glycol, and dipropylene glycol.

[0059] The present emulsion composition may contain a pH adjuster. The pH adjuster can be used to adjust the pH range suitable for cosmetics. Furthermore, when a pH adjuster is added, the viscosity can also be adjusted by the acrylic acid polymer and methacrylic acid polymer of component (C) described above. The pH adjuster is not particularly limited, but examples thereof include sodium hydroxide, potassium hydroxide, and triethanolamine.

[0060] The present emulsion composition may contain a preservative, including, but not limited to, phenoxyethanol, methyl parahydroxybenzoate (also known as methylparaben), and the like.

[0061] The present emulsion composition is preferably a cosmetic. The cosmetic may be a skin cosmetic or a hair cosmetic. The present emulsion composition is particularly preferably a skin cosmetic (oil-in-water emulsion cosmetic for skin). The present emulsion composition is also applicable to emulsion cosmetics for a variety of uses, including skin care products and makeup products. The present emulsion composition can provide a fresh feel when used, a sustained moisturizing feeling after application, and an appropriate film-like feel on the skin after application, making it possible to obtain an emulsion cosmetic with a good feel when used.

[0062] Skin cosmetics are not particularly limited as long as they are in the form of an oil-in-water emulsion, and can be used as cosmetics for a variety of purposes. Examples include emulsions, creams, serums, hand creams, eye creams, body creams, makeup cosmetics, concealers, blushers, eye shadows (eye colors), makeup bases, foundations (e.g., liquid foundations, solid foundations), and sunscreens. Methods for using skin cosmetics include applying them to hands or fingers, using cotton, impregnating nonwoven fabrics, and spraying or misting them.

[0063] The hair cosmetic is not particularly limited as long as it is in the form of an oil-in-water emulsion, and can be used as a cosmetic for a variety of purposes. Examples include cosmetics such as hair cream, hair wax, hair rinse, hair mask, hair treatment, and sunscreen for hair. Methods for using the hair cosmetic include applying it to the hands or fingers, or spraying it with a spray or mist.

[0064] The present emulsion composition (particularly the emulsion cosmetic) can be produced by mixing the above-mentioned components. For example, a method can be used in which a preheated and mixed aqueous component and a preheated and mixed oily component are mixed and emulsified, followed by cooling. In production, an appropriate emulsifier or kneader (e.g., a three-roller, homomixer, etc.) can be used. Of course, the method for producing the present emulsion composition is not limited to this.

[0065] This specification discloses a method for emulsion stabilization of an oil-in-water emulsion composition containing components (A) and (B), the method comprising blending component (C) with components (A) and (B). As described above, emulsion can be stabilized by further blending component (C) in an oil-in-water emulsion composition containing components (A) and (B). Furthermore, emulsion can be further stabilized by further blending component (D). Thus, the combination of components (A) to (C) and the combination of components (A) to (D) improves emulsion stability. [Example]

[0066] The oil-in-water emulsion composition according to the present invention will be described below with reference to examples, but the present invention is not limited to these examples.

[0067] NMR measurement The PC compounds obtained according to the synthesis examples were dissolved in deuterated chloroform containing tetramethylsilane (TMS) as an internal standard, and then the compounds were analyzed using JNM-AL600 (manufactured by JEOL Ltd.).

[0068] Synthesis of PC compounds Synthesis Example 1 (Synthesis of PC Compound 1) (R 1 , R 2 , R 3 , R 4 ) = combination of (oleyl group, hydroxyethyl group, hydroxyethyl group, behenyl group) A 1 L round flask equipped with a thermometer, dropping funnel, and stirrer was charged with 65.3 g (0.2 mol) of behenyl alcohol as the raw material alcohol, 20.2 g (0.2 mol) of triethylamine, and 280 g of tetrahydrofuran. The mixture was cooled to 4°C and stirred. Next, a mixed solution of 28.5 g (0.2 mol) of 2-chloro-2-oxo-1,3,2-dioxaphosphorane and 60 g of tetrahydrofuran was added dropwise to the cooled mixed solution using the dropping funnel. The dropping was carried out gradually over 2 hours while stirring the cooled mixed solution, ensuring that the reaction temperature did not exceed 10°C. After the dropping was completed, stirring was continued for another 1 hour. Subsequently, triethylamine hydrochloride, which precipitated as a by-product, was filtered off. The entire amount of the obtained filtrate was placed in a 2 L round-bottom flask equipped with a stirrer, and 142 g (0.4 mol) of N,N-diethanololeylamine as a tertiary amine and 380 g of acetonitrile were added, followed by stirring at 70 °C for 12 hours. The reaction solution was then cooled, and the resulting precipitate was filtered off and dried under reduced pressure at 70 °C to obtain crude crystals. The obtained crude crystals were recrystallized in a mixed solvent of tetrahydrofuran and acetonitrile to obtain 15.7 g of white crystals (yield 10%). The following is a summary of the PC compound 1 obtained: 1 H-NMR, 31 The results of P-NMR analysis are shown below. 1 H-NMR (δ(ppm)): 0.88(t, J(HH)=6.6Hz, 6H, ), 1.21-1.39(m, 60H), 1.58-1.63(m, 2H), 1.65-1.73(m, 2H), 1.93-2.1 (m, 4H), 3.6-3.65(m, 4H), 3.7-3.75(m, 2H), 3.8-3.85(m, 4H), 3.95-4,05(m, 4H)4.51-4.55(m, 2H), 5.3-5.4(m, 2H) 31 P-NMR(δ(ppm)):-2.1(s)

[0069] Synthesis Example 2 (Synthesis of PC Compound 2) (R 1 , R 2 , R 3 , R 4) = Combination of (oleyl group, methyl group, methyl group, behenyl group) The same procedure as in Synthesis Example 1 was carried out except that 118.2 g (0.4 mol) of N,N-dimethyloleylamine was used instead of N,N-diethanololeylamine as the raw material amine, to obtain 72.8 g (yield 50%) of white crystals. The following is a summary of the PC compound 2 obtained: 1 H-NMR, 31 The results of P-NMR analysis are shown below. 1 H-NMR(δ(ppm)): 0.88(t, J(HH)=7.2Hz, 6H, ), 1.2-1.34(m, 48H), 1.54-1.61(m, 2H), 1.63-1.7(m, 2H), 1 .93-2.09(m, 4H), 3.36(s, 6H), 3.43-3.47(m, 2H), 3.78-3.87(m, 4H), 4.29-4.32(m, 2H), 5.3-5.4(m, 2H) 31 P-NMR(δ(ppm)): 0.39(s)

[0070] Synthesis Example 3 (Synthesis of PC Compound 3) (R 1 , R 2 , R 3 , R 4 ) = (oleyl group, methyl group, methyl group, oleyl group) combination The same procedure as in Synthesis Example 1 was carried out except that 53.6 g (0.2 mol) of oleyl alcohol was used instead of behenyl alcohol as the raw material alcohol, and 118.2 g (0.4 mol) of N,N-dimethyloleylamine was used instead of N,N-diethanololeylamine as the raw material amine, to obtain 16.08 g (yield 12%) of white crystals. The following is a summary of the PC compound 3 obtained: 1 H-NMR, 31 The results of P-NMR analysis are shown below. 1H-NMR(δ(ppm)): 0.88(t, J(HH)=7.2Hz, 6H, ), 1.2-1.4(m, 48H), 1.56-1.62(m, 2H), 1.65-1.7(m, 2H), 1. 93-2.05(m, 4H), 3.34(s, 6H), 3.44-3.47(m, 2H), 3.76-3.84(m, 4H), 4.28-4.31(m, 2H), 5.3-5.4(m, 4H) 31 P-NMR(δ(ppm)): 0.56(s)

[0071] Synthesis Example 4 (Synthesis of PC Compound 4) (R 1 , R 2 , R 3 , R 4 ) = combination of (behenyl group, hydroxyethyl group, hydroxyethyl group, oleyl group) The same procedure as in Synthesis Example 1 was carried out except that 53.6 g (0.2 mol) of oleyl alcohol was used instead of behenyl alcohol as the raw material alcohol, and 165.4 g (0.4 mol) of N,N-diethanolbehenylamine was used instead of N,N-diethanololeylamine as the raw material amine, to obtain 15.5 g of white crystals (yield 10%). The following is a summary of the PC compound 4 obtained: 1 H-NMR, 31 The results of P-NMR analysis are shown below. 1 H-NMR(δ(ppm)): 0.88(t, J(HH)=6.6Hz, 6H, ), 1.2-1.38(m, 64H), 1.58-1.64(m, 2H), 1.67-1.72(m, 2H), 1.93-2.09( m, 4H), 3.7-3.76(m, 4H), 3.83-3.86(m, 2H), 3.92-3.96(m, 4H), 4.0-4,05(m, 2H)4.17-4.25(m, 4H), 5.3-5.4(m, 2H) 31 P-NMR(δ(ppm)):-1.1(s)

[0072] Synthesis Example 5 (Synthesis of PC Compound 5) (R 1 , R 2 , R3 , R 4 ) = combination of (behenyl group, methyl group, methyl group, oleyl group) The same procedure as in Synthesis Example 1 was carried out except that 53.6 g (0.2 mol) of oleyl alcohol was used instead of behenyl alcohol as the raw material alcohol, and 141.4 g (0.4 mol) of N,N-dimethylbehenylamine was used instead of N,N-diethanololeylamine as the raw material amine, to obtain 43.6 g (yield 30%) of white crystals. The following is a summary of the PC compound 5 obtained: 1 H-NMR, 31 The results of P-NMR analysis are shown below. 1 H-NMR (δ(ppm)): 0.88(t, J(HH)=7.2Hz, 6H, ), 1.3-1.5(m, 60H), 1.5-1.6(m, 2H), 1.65-1.7(m, 2H), 1.9 5-2.02(m, 4H), 3.3(s, 6H), 3.3-3.46(m, 2H), 3.78-3.84(m, 4H), 4.27-4.31(m, 2H), 5.31-5.38(m, 2H) 31 P-NMR(δ(ppm)): 0.56(s)

[0073] Examples 1 to 21, Comparative Examples 1 to 6 Oil-in-water emulsion composition (emulsion cosmetic) The PC compounds 1 to 5 thus produced were used to produce the following emulsion compositions.

[0074] Tables 1 and 2 show the components of the emulsion cosmetics (specifically, emulsions) of Examples 1 to 21 and Comparative Examples 1 to 6, their blending amounts (mass %), emulsion stability, and evaluation results of usability.

[0075] [Table 1]

[0076] [Table 2]

[0077] In the examples and comparative examples in Tables 1 and 2, the names of raw materials and the like that should be particularly noted are shown below. Dimer dilinoleic acid (phytosteryl / isostearyl / cetyl / stearyl / behenyl): PLANDOOL-S (Nippon Fine Chemicals Co., Ltd.), petrolatum: SNOW WHITE SPECIAL (SONNEBORN REFINED PRODUCTS BV), lauroyl glutamic acid di (phytosteryl / octyldodecyl): PLANDOOL-LG2 (Nippon Fine Chemicals Co., Ltd.).

[0078] The examples and comparative examples shown in Tables 1 and 2 were produced by the following methods. Manufacturing Methods of Examples 1 to 21 (1) Components (A), (B), (D) and liquid paraffin were mixed and heated to 75°C to dissolve, thereby obtaining a solution (oil phase). (2) Component (C), purified water, and sodium hydroxide were mixed and heated to 75°C to dissolve, thereby obtaining a solution (aqueous phase). (3) The solution (1) above was added to the solution (2) above and mixed to emulsify. (4) The mixture of (3) above was cooled to obtain an emulsion composition.

[0079] Manufacturing methods of comparative examples 1 to 6 In Comparative Example 1, an emulsified composition was obtained in the same manner as in Example 1, except that component (A) was not added (the same amount was replaced with purified water). In Comparative Example 2, an emulsion composition was obtained in the same manner as in Example 1, except that component (A) was not blended and instead behendimonium ethyl stearyl phosphate was blended. In Comparative Example 3, an emulsion composition was obtained in the same manner as in Example 1, except that component (B) was not added (the same amount was replaced with liquid paraffin). In Comparative Example 4, an emulsified composition was obtained in the same manner as in Example 1, except that component (C) was not added (the same amount was replaced with purified water). In Comparative Example 5, an emulsion composition was obtained in the same manner as in Example 1, except that component (C) was not blended and xanthan gum was blended instead. In Comparative Example 6, an emulsion composition was obtained in the same manner as in Example 1, except that component (C) was not blended and carrageenan was blended instead.

[0080] evaluation The cosmetics of the Examples and Comparative Examples shown in Tables 1 and 2 were evaluated by the following methods. Oil phase uniformity (70℃) A mixture of component (A), component (B) and liquid paraffin was heated to 70°C to prepare an oil phase (A + B + liquid paraffin), and the appearance of this oil phase was evaluated according to the following criteria. ◎: Transparent with no undissolved matter ◯: No undissolved matter is observed, but the solution is opaque △: A very small amount of undissolved matter was observed ×: Undissolved matter was observed

[0081] Emulsion stability (50°C, 30 days) The emulsion composition was left to stand in a thermostatic bath at 50°C for one month (30 days), and the presence or absence of changes in appearance such as separation was visually observed. The number of days until a change in appearance (phase separation, etc.) was observed was counted. ◎: No change in appearance was observed after 30 days ○: Changes in appearance were observed between 14 and 29 days △: Changes in appearance were observed between 2 and 13 days ×: Change in appearance was observed within 1 day after being left in the thermostatic chamber

[0082] Refreshing feeling when used A 20-member expert evaluation panel evaluated the product on a four-point scale using the absolute standards (scores) below, and the average score was calculated from the total scores of all panel members, and judged according to the following criteria. Specifically, each sample was placed on the skin and evaluated to see if it felt moisturizing when spread. <Score> 3: Feel the freshness 2: It feels fresh, but just a little insufficient 1: Not very fresh 0: Not fresh enough <Judgment criteria> (Average score): (Judgment) 2.5 points or above: ◎ 2 points or more and less than 2.5 points: Yes 1 point or more but less than 2 points: △ Less than 1 point: ×

[0083] Leaves skin with a moderate film-like feel (firmness) A 20-member expert evaluation panel evaluated the product on a four-point scale using the absolute standards (scores) below, and the average score was calculated from the total scores of all panel members, and judged according to the following criteria. Specifically, each sample was placed on the skin, spread, and then evaluated to see if it gave a firm feeling. A moderate film feeling on the skin after application means a comfortable firmness after application, and a stiff film feeling or a sticky film feeling was rated as poor (NG). <Score> 3: You can feel the firmness 2: Feels firm, but slightly insufficient 1: Feels firm, but also feels stiff or sticky 0: No firmness, stiffness or stickiness <Judgment criteria> (Average score): (Judgment) 2.5 points or above: ◎ 2 points or more and less than 2.5 points: Yes 1 point or more but less than 2 points: △ Less than 1 point: ×

[0084] Moisturizing feeling (moist feeling) 5 hours after application A 20-member expert evaluation panel evaluated the product on a four-point scale using the absolute standards (scores) below, and the average score was calculated from the total scores of all panel members, and judged according to the following criteria. Specifically, each sample was placed on the skin, spread, and then after 5 hours, it was evaluated whether the skin felt moist (having a moisturizing feeling) (or whether the skin felt dry). <Score> 3: Feels moisturized and doesn't feel dry at all 2: Slightly insufficient moisture, but no dryness 1: Not moisturizing enough, feels a little dry 0: No moisturizing sensation, feels dry <Judgment criteria> (Average score): (Judgment) 2.5 points or above: ◎ 2 points or more and less than 2.5 points: Yes 1 point or more but less than 2 points: △ Less than 1 point: ×

[0085] result Examples 1 to 21 containing components (A) to (C) were rated ◯ or ⊚ in all evaluation items (oil phase uniformity, emulsion stability, fresh feel in use, appropriate film-like feel on the skin after application, and moisturizing feel), indicating that both the stability and feel of the formulation were good. On the other hand, Comparative Example 1 exhibited unstable emulsion, and Comparative Example 2 exhibited poor oil phase uniformity and poor appropriate film-like feel on the skin after application. Comparative Example 3 also exhibited poor appropriate film-like feel on the skin after application, and Comparative Examples 4 to 6 exhibited poor emulsion stability. As shown in Comparative Examples 5 and 6, it is presumed that highly hydrophilic polymers, such as those having a sugar skeleton, have low interaction with the lipophilic portion of component (A), making it difficult for the stabilizing effect to be achieved.

[0086] Example (prescription example) The following examples were produced as oil-in-water emulsion compositions. In the following examples, the content refers to the blending ratio (% by mass), and the "remaining amount" refers to the amount that makes the total 100% by mass. All viscosities for component B1 are measured at 20°C. The viscosity was measured using a B-type viscometer (manufactured by Toki Sangyo Co., Ltd., Model TVB-10, measurement temperature: 20°C, measurement conditions: rotor numbers 2 to 4, rotation speed: 0.3 to 6.0 rpm, measurement time: 1 to 3 minutes).

[0087] Example 22: Emulsion (component) (mass%) 1.PC compound 1 (component A) 1.0% 2. Dimer dilinoleic acid (phytosteryl / isostearyl / cetyl / stearyl / behenyl) (ingredient B; B2) (*1) 0.2% 3. Phytosteryl Isostearate (ingredient B; B2) (*2) 0.5% 4. Phytosteryl / octyldodecyl lauroyl glutamate (ingredient B: B1; viscosity 1,650 mPa·s) (*3) 0.3% 5. Vaseline (ingredient B; B2) (*4) 1.0% 6. Polyglyceryl-2 diisostearate (Component B; B1; viscosity 1160 mPa·s) 1.0% 7. Di(octyldodecyl / phytosteryl / behenyl) lauroyl glutamate (ingredient B; B2) (*5) 0.4% 8. Di(cholesteryl / behenyl / octyldodecyl) lauroyl glutamate (ingredient B; B2) (*6) 0.1% 9. PG dicaprylate 1.0% 10. Glyceryl tri-2-ethylhexanoate 1.0% 11. Isotridecyl isononanoate 1.0% 12. Liquid paraffin 1.4% 13. Ethyl oleate 0.5% 14. Jojoba oil 0.5% 15. Glyceryl stearate (ingredient D; D1) 0.1% 16. Behenyl alcohol 0.5% 17. Cetostearyl alcohol 1.5% 18. Sorbion sesquistearate (ingredient D; D1) 0.1% 19. Polyglyceryl-10 monooleate (ingredient D; D1) 0.1% 20. Polyoxyethylene sorbitan monooleate (20E.O.) (Component D; D2) 0.2% 21. Carbomer (ingredient C) 0.05% 22. (Acrylates / C10-30 alkyl acrylate crosspolymer) (ingredient C) 0.15% 23. Xanthan gum 0.03% 24. Hydroxypropyl methylcellulose (*7) 0.02% 25. Gellan gum (*8) 0.01% 26.1,3-Butylene glycol 8.0% 27. Dipropylene glycol 2.0% 28. Glycerin 0.5% 29. Sodium hydroxide 0.06% 30. Ethanol 3.0% 31. Phenoxyethanol 0.5% 32. Mixture of Jasminum Sambac flower extract, Grape leaf extract, Mentha piperita leaf extract, Bifidobacterium culture lysate, Prunus satozakura flower extract, Polyquaternium-51, Rosa multiflora fruit extract, Rugosa rose flower extract, Rosa izayoi extract, Water-soluble collagen, Royal jelly extract, Angelica acutiloba root extract, Rosa centifolia flower extract, Rosa damascena flower water, Rosemary leaf extract, Acerola fruit extract, Acetyl glutamic acid, Theanine, Glycine, Hydrolyzed hyaluronic acid, and Sodium hyaluronate (mixture of beauty ingredients) 1.0% 33. Remaining purified water (*1) PLANDOOL-S (Nippon Fine Chemicals Co., Ltd.) (*2) PLANDOOL-ISS (Nippon Fine Chemicals Co., Ltd.) (*3) PLANDOOL-LG2 (Nippon Fine Chemicals Co., Ltd.) (*4)SNOW WHITE SPECIAL(SONNEBORN REFINED PRODUCTS BV) (*5) Eldew PS-304 (Ajinomoto Co., Inc.) (*6) Eldew CL-301 (Ajinomoto Co., Inc.) (*7)Metolose 60SH-4000 (Shin-Etsu Chemical Co., Ltd.) (*8) Kelcogel LT100 (Dainippon Pharmaceutical Co., Ltd.)

[0088] (Manufacturing method) (1) Components 1 to 18 were mixed and dissolved by heating at 75°C to obtain a solution (oil phase). (2) Components 19 to 28 were mixed, a portion of component 33 was added, and the mixture was heated to 75°C and mixed to obtain a solution. (3) To the solution of (2) above, component 29 and the remainder of component 33 were added to obtain a solution (aqueous phase). (4) The solution (1) above was added to the solution (3) above, and emulsified to obtain an emulsion. (5) After cooling the emulsion of (4) above, ingredients 30 and 31 were added, which had been uniformly mixed, and then ingredient 32 was added and mixed to obtain an emulsion composition. (evaluation) The emulsion of Example 22 was confirmed to have good oil phase uniformity, emulsion stability, a fresh feel when used, and a moderate film-like feel and moisturizing feel on the skin after use. The mass ratios were as follows: the total amount of component (A) was 1.0%, the total amount of component (B) was 3.5%, the total amount of component (C) was 0.2%, and the total amount of component (D) was 0.5%. Therefore, (A) / (B) was 0.286, (C) / (A) was 0.2, and (D) / (A) was 0.5.

[0089] Example 23: Emulsion (component) (mass%) 1.PC compound 1 (component A) 0.5% 2.PC compound 2 (component A) 0.5% 3.PC compound 3 (component A) 0.2% 4.PC compound 4 (component A) 0.2% 5. Hydrogenated soybean phospholipid (hydrogenated soybean lecithin) (ingredient D) 0.1% 6. Dimer dilinoleic acid (phytosteryl / isostearyl / cetyl / stearyl / behenyl) (ingredient B; B2) (*1) 1.0% 7. Phytosteryl / octyldodecyl lauroyl glutamate (ingredient B; B1; 1,650 mPa·s) (*9) 0.3% 8. Phytosteryl Isostearate (ingredient B; B2) (*2) 0.5% 9. Tridecyl Trimellitate (*10) 0.2% 10. Hydrogenated polyisobutene (component B; B1; 26,200 mPa·s) (*11) 0.5% 11. Vaseline (ingredient B; B2) (*4) 1.0% 12. Isotridecyl isononanoate 1.0% 13. Dipentaerythrityl Hexa(hydroxystearate / stearic acid / rosinate) (ingredient B; B2) (*12) 0.5% 14. Liquid Paraffin 3.5% 15. Dimethicone (6CS) 0.5% 16. Olive oil 0.5% 17. Jojoba oil 0.5% 18. Macadamia nut oil 0.2% 19. Meadowfoam oil 0.5% 20. Hydrogenated palm oil (component B; B2) 0.19% 21. Ceramide 2 0.01% 22. Ceramide 3 0.01% 23. Tocopherol acetate (component B; B1; 2,800 mPa·s) 0.01% 24. Glyceryl stearate (ingredient D; D1) 1.5% 25. Behenyl alcohol 0.5% 26. Cetostearyl alcohol 1.5% 27. Stearic acid 0.2% 28. Palmitic acid 0.1% 29. Isostearic acid 0.5% 30. Sucrose fatty acid ester (component D; D1) 0.1% 31. Polyoxyethylene sorbitan monooleate (20E.O.) (component D; D2) 0.2% 32. PEG-80 Hydrogenated Castor Oil (HLB: 15.0) (Component D; D1) 0.2% 33. PEG-40 Hydrogenated Castor Oil (HLB: 12.5) (Component D; D1) 0.1% 34. Sodium N-stearoyl-N-methyl taurate (ingredient D) 0.05% 35. Carbomer (ingredient C) 0.08% 36. (Acrylates / C10-30 alkyl acrylate crosspolymer) (ingredient C) 0.12% 37. Xanthan gum 0.03% 38. Sodium acrylate-sodium acryloyldimethyltaurate copolymer (ingredient C) 0.2% 39. Carrageenan 0.01% 40. Alcaligenes polysaccharides 0.01% 41. 1,3-Butylene glycol 8.0% 42. Dipropylene glycol 2.0% 43. Glycerin 0.5% 44. Sodium hydroxide 0.06% 45. Ethanol 3.0% 46. ​​Phenoxyethanol 0.5% 47. Ethylhexylglycerin 0.05% 48. Mixture of Elderberry Flower Extract, Tea Leaf Extract, Tea Extract, Jasminum Sambac Flower Extract, Polyquaternium-51, Rosa Multiflora Fruit Extract, Rugosa Rose Flower Extract, Rosa Izayoi Extract, Water-Soluble Collagen, Royal Jelly Extract, Angelica Root Extract, Rosa Centifolia Flower Extract, Rosa Damascena Flower Water, Rosemary Leaf Extract, Acerola Fruit Extract, Acetyl Glutamic Acid, Theanine, Glycine, Hydrolyzed Hyaluronic Acid, and Sodium Hyaluronate (Mixture of Cosmetic Ingredients) 2.0% 49. Remaining purified water (*9) Eldew PS-203 (Ajinomoto Co., Inc.) (*10)LIPONATE TDTM(LIPO CHEMICALS INC.) (*11) Pearleem 18 (NOF Corporation) (*12) Cosmoll 168ARNV (Nisshin Oillio Group Co., Ltd.)

[0090] (Manufacturing method) (1) Components 1 to 30 were mixed and dissolved by heating at 75°C to obtain a solution (oil phase). (2) Components 31 to 43 were mixed, a portion of component 49 was added, and the mixture was heated to 75°C and mixed to obtain a solution. (3) To the solution of (2) above, component 44 and the remainder of component 49 were added to obtain a solution (aqueous phase). (4) The above (1) was added to the solution of the above (3) and emulsified to obtain an emulsion. (5) After cooling the emulsion of (4) above, ingredients 45, 46, and 47 were added, which had been uniformly mixed, and then ingredient 48 was added and mixed to obtain an emulsion composition. (evaluation) The emulsion of Example 23 was confirmed to have good oil phase uniformity, emulsion stability, a fresh feel when used, and a moderate film-like feel and moisturizing feel on the skin after use. The mass ratios were as follows: the total amount of component (A) was 1.4%, the total amount of component (B) was 4.0%, the total amount of component (C) was 0.4%, and the total amount of component (D) was 2.25%. Therefore, (A) / (B) was 0.35, (C) / (A) was 0.286, and (D) / (A) was 1.61.

[0091] Example 24: Cream (component) (mass%) 1.PC compound 1 (component A) 1.5% 2.PC compound 2 (component A) 0.5% 3. Behendimonium ethyl stearyl phosphate (ingredient D) 0.1% 4. Dimer dilinoleic acid (phytosteryl / isostearyl / cetyl / stearyl / behenyl) (ingredient B; B2) (*1) 1.5% 5. Phytosteryl / octyldodecyl lauroyl glutamate (ingredient B; B1; 1,650 mPa·s) (*3) 0.7% 6. Hydrogenated polyisobutene (component B; B1; 26,200 mPa·s) (*11) 2.0% 7. Hydrogenated polyisobutene (Component B; B1; 678,000 mPa·s) (*13) 0.5% 8. Diisostearyl malate (ingredient B; B1; 2,520 mPa·s) (*14) 1.0% 9. Tridecyl Trimellitate (*10) 0.5% 10. PG dicaprylate 2.0% 11. Glyceryl tri-2-ethylhexanoate 2.0% 12. Liquid paraffin 3.5% 13. Ethyl oleate 0.5% 14. Methylphenylpolysiloxane 0.5% 15. Glyceryl stearate (ingredient D; D1) 0.9% 16. Behenyl alcohol 1.5% 17. Cetostearyl alcohol 2.5% 18. Ascorbyl Tetrahexyldecanoate 0.2% 19. PEG-60 hydrogenated castor oil (HLB: 14.0) (component D; D1) 0.1% 20. Sodium N-stearoyl-N-methyl taurate (ingredient D) 0.05% 21. Carbomer (ingredient C) 0.05% 22. (Acrylates / C10-30 alkyl acrylate crosspolymer) (ingredient C) 0.20% 23. Xanthan gum 0.03% 24. Hydroxypropyl methylcellulose 0.02% 25. Gellan Gum 0.01% 26. 1,3-Butylene glycol 5.0% 27. Dipropylene glycol 2.0% 28. Diglycerin 1.5% 29. Sodium hydroxide 0.075% 30. Ethanol 3.0% 31. Phenoxyethanol 0.5% 32. Methylparaben 0.05% 33. Mixture of Hydrolyzed Conchiolin Solution, Gentian Extract, Hydrolyzed Silk Solution, Hydrolyzed Rice Extract, Seaweed Extract, L-Serine, Iwashobu Leaf Extract, Artemisia Capillaris Flower Extract, Alpinia Speciosa Leaf Extract, Saccharomyces Cerevisiae Extract, Pomegranate Fruit Extract, Pomegranate Peel Extract, Arisaema Fruit Extract, Eggplant Fruit Extract, Harpagophytum Root Extract, Parsley Extract, Royal Jelly Extract, Rosa Alba Flower Extract, Avocado Extract, Gynostemma Pentaphyllum Extract, Chamomilla Recutita (Matricaria) Water, Barberry Fruit Extract, Apple Extract, Lemongrass Extract, Ichinoseki Extract, Asparagus Extract, Artemia Extract, Guava Extract, Coffee Extract, Eggplant Extract, Grape Leaf Extract, and Sanguisorba Officinalis (Bull's Worm) Extract (Mixture of Cosmetic Ingredients) 2.0% 34. Remaining purified water (ingredient F) (*13) Pearleem 46 (NOF Corporation) (*14) Cosmoll 222 (Nisshin Oillio Group Co., Ltd.)

[0092] (Manufacturing method) (1) Components 1 to 18 were mixed and dissolved by heating at 75°C to obtain a solution (oil phase). (2) Components 19 to 28 were mixed, a portion of component 34 was added, and the mixture was heated to 75°C and mixed to obtain a solution. (3) To the solution of (2) above, component 29 and the remainder of component 34 were added to obtain a solution (aqueous phase). (4) The above (1) was added to the solution of the above (3) and emulsified to obtain an emulsion. (5) After cooling the emulsion of (4) above, ingredients 30, 31, and 32 were added, which had been uniformly mixed, and then ingredient 33 was added and mixed to obtain an emulsion composition. (evaluation) The cream of Example 24 was confirmed to have good oil phase uniformity, emulsion stability, fresh feel when used, and a moderate film-like feel and moisturizing feel on the skin after use. The mass ratios were as follows: the total amount of component (A) was 2.0%, the total amount of component (B) was 5.7%, the total amount of component (C) was 0.25%, and the total amount of component (D) was 1.15%. Therefore, (A) / (B) was 0.351, (C) / (A) was 0.125, and (D) / (A) was 0.575.

[0093] Example 25: Cream (component) (mass%) 1.PC compound 1 (component A) 1.5% 2.PC compound 2 (component A) 0.5% 3. Behendimonium ethyl stearyl phosphate (ingredient D) 0.1% 4. Highly polymerized dimethylpolysiloxane (1 million CS) (Component B; B1; 1,412,000 mPa·s) 2.0% 5. Rice bran oil fatty acid phytosteryl (ingredient B; B2) (*15) 2.0% 6. Phytosteryl / octyldodecyl lauroyl glutamate (ingredient B: B1; viscosity 1,650 mPa·s) (*9) 3.5% 7. Di(2-ethylhexyl) succinate 1.5% 8. Liquid paraffin 3.5% 9. Methylphenylpolysiloxane 0.2% 10. Dimethicone (10CS) 0.2% 11. Behenyl alcohol 1.0% 12. Stearyl alcohol 2.5% 13. Behenyl PG trimonium chloride (ingredient D) 0.001% 14. Behenic acid dimethylaminopropylamide (ingredient D) 0.001% 15. (Acrylates / C10-30 alkyl acrylate crosspolymer) (ingredient C) 0.3% 16. Hydroxypropyl methylcellulose 0.2% 17. Tremella fuciformis polysaccharide 0.05% 18. Propylene Glycol 0.3% 19. Glycerin 1.0% 20. Glycosyltrehalose 1.0% 21. Sorbitol 1.0% 22. 1,3-Butylene Glycol 1.0% 23. Dipropylene glycol 1.0% 24. Diglycerin 0.5% 25. Sodium hydroxide 0.09% 26. Ethanol 3.0% 27. Phenoxyethanol 0.5% 28. Mixture of Sodium Hyaluronate, L-Proline, Sodium Hydrolyzed Conchiolin Solution, Gentian Extract, Hydrolyzed Silk Solution, Hydrolyzed Rice Extract, Seaweed Extract, L-Serine, Iwashobu Leaf Extract, Artemisia Capillaris Flower Extract, Alpinia Speciosa Leaf Extract, Saccharomyces Cerevisiae Extract, Pomegranate Fruit Extract, Pomegranate Peel Extract, Arisaema Fruit Extract, Eggplant Fruit Extract, Harpagophytum Root Extract, Parsley Extract, Royal Jelly Extract, Rosa Alba Flower Extract, Avocado Extract, Gynostemma Pentaphyllum Extract, Chamomilla Recutita (Matricaria) Water, Barberry Fruit Extract, Apple Extract, Lemongrass Extract, Ichinoseki Extract, Asparagus Extract, Artemia Extract, Guava Extract, Coffee Extract, Euonymus Root Extract, Grape Leaf Extract, and Sanguisorba Officinalis (Bull's Worm) Extract (Mixture of Cosmetic Ingredients) 2.0% 29. Remaining amount of purified water (ingredient F) (*15) Rice sterol ester (Tsukuno Rice Fine Chemicals Co., Ltd.)

[0094] (Manufacturing method) (1) Components 1 to 14 were heated and dissolved at 75°C to obtain a solution (oil phase). (2) Components 15 to 24 were mixed, a portion of component 29 was added, and the mixture was heated to 75°C and mixed to obtain a solution (aqueous phase). (3) To the solution of (2) above, component 25 and the remainder of component 29 were added to obtain a solution (aqueous phase). (4) The above (1) was added to the solution of the above (3) and emulsified to obtain an emulsion. (5) After cooling the emulsion of (4) above, ingredients 26 and 27 were added, which had been uniformly mixed, and then ingredient 28 was added and mixed to obtain an emulsion composition. (evaluation) The cream of Example 25 was confirmed to have good oil phase uniformity, emulsion stability, fresh feel when used, and a moderate film-like feel and moisturizing feel on the skin after use. The mass ratios were as follows: the total amount of component (A) was 2.0%, the total amount of component (B) was 7.5%, the total amount of component (C) was 0.3%, and the total amount of component (D) was 0.102%. Therefore, (A) / (B) was 0.267, (C) / (A) was 0.15, and (D) / (A) was 0.051.

[0095] Example 26: Sunscreen (component) (mass%) 1.PC compound 1 (component A) 0.4% 2.PC compound 2 (component A) 0.1% 3. Behendimonium ethyl stearyl phosphate (ingredient D) 0.1% 4. Hydrogenated soybean phospholipid (hydrogenated soybean lecithin) (ingredient D) 0.1% 5. Polyoxyethylene sorbitan monooleate (20E.O.) (component D; D2) 0.5% 6. PEG-5 Phytosterol (Component D; D1) 0.6% 7. PEG-30 Phytosterol (Component D; D1) 0.4% 8. Isostearic acid 1.0% 9. Ethylhexyl methoxycinnamate 7.0% 10. Diethylaminohydroxybenzoylhexyl benzoate 1.0% 11. Polysilicone-15 2.0% 12. Bis-ethylhexyloxyphenol methoxyphenyl triazine 1.5% 13. Glyceryl stearate (ingredient D; D1) 1.0% 14. Behenyl alcohol 1.5% 15. Cetostearyl alcohol 0.5% 16. Tocopherol acetate (component B; B1; 2,800 mPa·s) 0.2% 17. Ceramide 3 0.1% 18. Ascorbyl Tetrahexyldecanoate 0.1% 19. Squalane 2.0% 20. Liquid Paraffin 1.0% 21. Octyldodecanol 0.1% 22. Caprylic / Capric Triglyceride 0.5% 23. Polyglyceryl monoisostearate (ingredient B; B1; 4,450 mPa·s) 0.5% 24. Dipentaerythrityl tripolyhydroxystearate (ingredient B; B1; 10,300 mPa·s) 0.5% 25. Trimethylolpropane triisostearate 0.1% 26. Pentaerythritol tetraisostearate 0.1% 27. Cholesteryl hydroxystearate (ingredient B; B2) 1.2% 28. Isohexadecane 0.01% 29. Isododecane 0.01% 30. Diphenylsiloxyphenyl Trimethicone 0.5% 31. Dimethicone (6CS) 0.5% 32. Stearic acid 1.0% 33. (Acrylates / C10-30 alkyl acrylate crosspolymer) (ingredient C) 0.4% 34. Sodium acrylate-sodium acryloyldimethyltaurate copolymer (ingredient C) 0.4% 35. 1,3-Butylene glycol 6.0% 36. Glycerin 2.0% 37. Methylenebisbenzotriazolyltetramethylbutylphenol 1.0% 38. Sodium hydroxide 0.12% 39. Ethanol 5.0% 40. Phenoxyethanol 0.2% 41.Fragrance 0.1% 42. Isopropyl titanium triisostearate / hydrogen dimethicone-treated zinc oxide (average particle size 0.025 μm) 15.0% 43. (Vinyl Dimethicone / Methicone Silsesquioxane) Crosspolymer 0.5% 44. Polyhydroxystearic acid (Component B; B1; 2,670 mPa·s) 2.5% 45. Sorbitan sesquioleate (component D; D1) 0.5% 46. ​​Mixture of Elderberry Flower Extract, Tea Leaf Extract, Tea Extract, Jasminum Sambac Flower Extract, Polyquaternium-51, Rosa Multiflora Fruit Extract, Rugosa Rose Flower Extract, Rosa Izayoi Extract, Water-Soluble Collagen, Royal Jelly Extract, Angelica Root Extract, Rosa Centifolia Flower Extract, Rosa Damascena Flower Water, Rosemary Leaf Extract, Acerola Fruit Extract, Acetyl Glutamic Acid, Theanine, Glycine, Hydrolyzed Hyaluronic Acid, and Sodium Hyaluronate (Mixture of Cosmetic Ingredients) 1.0% 47. Remaining purified water (ingredient F)

[0096] (Manufacturing method) (1) Components 1 to 32 were heated and dissolved at 75°C to obtain a solution (oil phase). (2) The uniformly dispersed components 42 to 45 were added to the above (1) and mixed to obtain a solution (oil phase). (3) Components 33 to 36 were mixed, and a portion of component 47 was added to obtain a solution (aqueous phase). (4) Most of the components 37 and 47 were added to the solution in (3) above, and the mixture was heated to 75°C and mixed to obtain a solution (aqueous phase). (5) The above (2) was added to the solution of the above (4) and emulsified to obtain an emulsion. (6) After cooling the emulsion of (5) above, the remainder of component 38 and component 47 were added, and then components 39 to 41 and 46 were added and mixed to obtain an emulsion composition. (evaluation) The sunscreen of Example 26 was confirmed to have good oil phase uniformity, emulsion stability, a fresh feel when used, and a moderate film-like feel and moisturizing feel on the skin after application. The mass ratios were as follows: the total amount of component (A) was 0.5%, the total amount of component (B) was 4.9%, the total amount of component (C) was 0.8%, and the total amount of component (D) was 3.2%. Therefore, (A) / (B) was 0.102, (C) / (A) was 1.6, and (D) / (A) was 6.4.

[0097] Example 27: Foundation (component) (mass%) 1.PC compound 1 (component A) 0.5% 2.PC compound 2 (component A) 0.5% 3. Behendimonium ethyl stearyl phosphate (ingredient D) 0.1% 4. Hydrogenated soybean phospholipid (hydrogenated soybean lecithin) (ingredient D) 0.1% 5. Dipentaerythrityl hexa(hydroxystearate / stearic acid / rosinate) (ingredient B) (ingredient B; B2) (*12) 0.5% 6. Hydrogenated polyisobutene (Component B; B1; 44,100 mPa·s) (*16) 0.5% 7. Dimer dilinoleic acid (phytosteryl / isostearyl / cetyl / stearyl / behenyl) (ingredient B; B2) (*1) 0.5% 8. Glyceryl tri-2-ethylhexanoate 1.0% 9. Cetyl 2-ethylhexanoate 1.0% 10. Stearic acid 1.5% 11. Isostearic acid 2.0% 12. Ethylhexyl methoxycinnamate 5.0% 13. Diethylaminohydroxybenzoylhexyl benzoate 1.0% 14. Glyceryl stearate (ingredient D; D1) 0.4% 15. Behenyl alcohol 0.2% 16. Cetostearyl alcohol 0.6% 17. Squalane 2.0% 18. Liquid Paraffin 3.0% 19. Dimethicone 0.5% 20. Polyoxyethylene sorbitan monostearate (20E.O.) (ingredient D; D2) 0.3% 21. Carbomer (ingredient C) 0.1% 22. (Acrylates / C10-30 alkyl acrylate crosspolymer) (ingredient C) 0.2% 23. Xanthan gum 0.1% 24. Alcaligenes polysaccharides 0.01% 25. Carrageenan 0.01% 26. Sodium acrylate-sodium acryloyldimethyltaurate copolymer (ingredient C) 0.2% 27.1,3-Butylene glycol 7.0% 28. Triethanolamine 2.0% 29. Ethanol 3.0% 30. Phenoxyethanol 0.3% 31. 6.0% titanium dioxide (average particle size: 0.25 μm) treated with 0.5% lecithin and 3% aluminum hydroxide 32. Dimethicone, aluminum hydroxide, and hydrous silica-treated titanium dioxide (average particle size: 0.030 μm) 1.0% 33. Lecithin 0.5% treated red iron oxide 0.3% 34. Lecithin 0.5% treated yellow iron oxide 2.0% 35. Lecithin 0.5% processed black iron oxide 0.2% 36. Lecithin 1% treated talc (average particle size: 10.5 μm) 3.0% 37. Zinc oxide (average particle size 0.3 μm) (*17) 1.5% 38. Silica (*18) 0.2% 39. Silica (*19) 0.3% 40. Sorbitan sesquioleate (ingredient D) 0.5% 41. Polyoxyethylene sorbitan monooleate (20E.O.) (component D; D2) 0.8% 42. Mixture of Jasminum Sambac flower extract, Grape leaf extract, Mentha piperita leaf extract, Bifidobacterium culture lysate, Prunus satozakura flower extract, Polyquaternium-51, Rosa multiflora fruit extract, Rugosa rose flower extract, Rosa izayoi extract, Water-soluble collagen, Royal jelly extract, Angelica acutiloba root extract, Rosa centifolia flower extract, Rosa damascena flower water, Rosemary leaf extract, Acerola fruit extract, Acetyl glutamic acid, Theanine, Glycine, Hydrolyzed hyaluronic acid, and Sodium hyaluronate (mixture of beauty ingredients) 1.0% 43. Remaining purified water (*16) Pearleem 24 (NOF Corporation) (*17) XZ-300F (Sakai Chemical Industry Co., Ltd.) (*18) God Ball E-90C (Suzuki Oil & Fat Industries Co., Ltd.) (*19) Sylosphere C-1504 (Fuji Silysia Chemical Ltd.)

[0098] (Manufacturing method) (1) Components 1 to 19 were heated and dissolved at 75°C to obtain a solution (oil phase). (2) Components 20 to 27 were mixed, a portion of component 43 was added, and the mixture was heated to 75°C and mixed to obtain a solution (aqueous phase). (3) To the solution of (2) above, component 28 and the remainder of component 43 were added to obtain a solution (aqueous phase). (4) The above (1) was added to the solution of the above (3) and emulsified to obtain an emulsion. (5) After cooling the emulsion of (4) above, uniformly mixed ingredients 29 and 30 were added, followed by adding ingredient 42, and then uniformly dispersed ingredients 31 to 41, and mixing to obtain an emulsion composition. (evaluation) The foundation of Example 27 was confirmed to have good oil phase uniformity, emulsion stability, a fresh feel when used, and a moderate film-like feel and moisturizing feel on the skin after use. The mass ratios were as follows: the total amount of component (A) was 1.0%, the total amount of component (B) was 1.5%, the total amount of component (C) was 0.5%, and the total amount of component (D) was 2.2%. Therefore, (A) / (B) was 0.667, (C) / (A) was 0.5, and (D) / (A) was 2.2.

[0099] Example 28: Eye shadow (eye color) (component) (mass%) 1.PC compound 1 (component A) 0.5% 2.PC compound 2 (component A) 0.5% 3. Hydrogenated soybean phospholipid (hydrogenated soybean lecithin) (ingredient D) 0.1% 4. Hydrogenated polyisobutene (component B; B1; 44,100 mPa·s) (*16) 0.5% 5. Hydrogenated polyisobutene (Component B; B1; 678,000 mPa·s) (*13) 3.0% 6. Dimer dilinoleic acid (phytosteryl / isostearyl / cetyl / stearyl / behenyl) (ingredient B; B2) (*1) 1.0% 7. Dipentaerythrityl hexa(hydroxystearate / stearic acid / rosinate) (ingredient B; B2) (*12) 1.5% 8. Glyceryl tri-2-ethylhexanoate 1.0% 9. Stearic acid 1.0% 10. Glyceryl stearate (ingredient D; D1) 0.5% 11. Behenyl alcohol 0.4% 12. Cetostearyl alcohol 0.6% 13. Liquid paraffin 1.0% 14. Diphenylsiloxyphenyl Trimethicone 0.5% 15. Carbomer (ingredient C) 0.1% 16. (Acrylates / C10-30 alkyl acrylate crosspolymer) (ingredient C) 0.2% 17. Sodium acrylate-sodium acryloyldimethyltaurate copolymer (ingredient C) 0.2% 18. 1,3-Butylene glycol 7.0% 19. Triethanolamine 1.5% 20. Ethanol 5.0% 21. Phenoxyethanol 0.3% 22. Perfluorooctyltriethoxysilane 3% treated red iron oxide 0.2% 23. Perfluorooctyltriethoxysilane 3% treated yellow iron oxide 0.5% 24. Perfluorooctyltriethoxysilane 3% treated black iron oxide 0.05% 25. Perfluorooctyltriethoxysilane 3% treated sericite (average particle size 12.5 μm) 3.0% 26. Titanium oxide / tin oxide coated borosilicate (Ca / Al)(*20) 1.0% 27. Titanium dioxide / silica coated mica (*21) 3.0% 28. Titanium oxide / iron oxide coated mica (*22) 1.0% 29. Sorbitan sesquioleate (ingredient D) 0.5% 30. Polyoxyethylene sorbitan monooleate (20E.O.) (component D; D2) 0.8% 31. Mixture of Elderberry Flower Extract, Tea Leaf Extract, Tea Extract, Jasminum Sambac Flower Extract, Polyquaternium-51, Rosa Multiflora Fruit Extract, Rugosa Rose Flower Extract, Rosa Izayoi Extract, Water-Soluble Collagen, Royal Jelly Extract, Angelica Root Extract, Rosa Centifolia Flower Extract, Rosa Damascena Flower Water, Rosemary Leaf Extract, Acerola Fruit Extract, Acetyl Glutamic Acid, Theanine, Glycine, Hydrolyzed Hyaluronic Acid, and Sodium Hyaluronate (Mixture of Cosmetic Ingredients) 1.0% 32. Remaining purified water (*20) Microglass Metashine MT1080RS (Nippon Sheet Glass Co., Ltd.) (*21) TIMIRON SPLEMDID RED (Merck Ltd.) (*22) TIMICA RADIANT GOLD 222G (BASF Japan Ltd.)

[0100] (Manufacturing method) (1) Components 1 to 14 were heated and dissolved at 75°C to obtain a solution (oil phase). (2) Components 15 to 18 were mixed, a portion of component 32 was added, and the mixture was heated to 75°C and mixed to obtain a solution (aqueous phase). (3) To the solution of (2) above, component 19 and the remainder of component 32 were added to obtain a solution (aqueous phase). (4) The above (1) was added to the solution of the above (3) and emulsified to obtain an emulsion. (5) After cooling the emulsion of (4) above, uniformly mixed components 20 and 21 were added, followed by component 31, and then uniformly dispersed components 22 to 30 were added and mixed to obtain an emulsion composition. (evaluation) The eye shadow (eye color) of Example 28 was confirmed to have good oil phase uniformity, emulsion stability, a fresh feel when used, and a moderate film-like feel and moisturizing feel on the skin after application. The mass ratios were as follows: the total amount of component (A) was 1.0%, the total amount of component (B) was 6.0%, the total amount of component (C) was 0.5%, and the total amount of component (D) was 1.9%. Therefore, (A) / (B) was 0.167, (C) / (A) was 0.5, and (D) / (A) was 1.9.

Claims

1. The following components (A) to (C): 0.01 to 3 mass% of (A) formula (1): 【Chemical 1】 [In the formula, R １ is an unsaturated or saturated hydrocarbon group having 12 to 22 carbon atoms, and R ４ is an unsaturated or saturated hydrocarbon group having 12 to 22 carbon atoms, where R １ and R ４ at least one of R is an unsaturated hydrocarbon group having 12 to 22 carbon atoms; and ２ and R ３ may be the same or different and are each independently selected from the group consisting of an alkyl group having 1 to 6 carbon atoms, a hydroxyalkyl group having 1 to 6 carbon atoms, and a polyoxyalkylene group having 4 to 60 carbon atoms. A compound represented by 0.1 to 10 mass% of (B) one or more oil agents selected from the group consisting of oil agents having a viscosity of 1000 mPa s or more at 20°C and oil agents that are semi-solid at 20°C, and 0.01 to 0.4 mass% of (C) one or more polymers selected from the group consisting of acrylic acid polymers and methacrylic acid polymers; An oil-in-water emulsion composition comprising:

2. In formula (1), R １ and R ４ 2. The oil-in-water emulsion composition according to claim 1, wherein at least one of the following is an unsaturated hydrocarbon group having 18 carbon atoms.

3. In formula (1), R ２ and R ３ The oil-in-water emulsion composition according to claim 1 or 2, wherein each of the groups independently represents a methyl group or a hydroxyethyl group.

4. The oil-in-water emulsion composition according to any one of claims 1 to 3, wherein component (C) is one or more polymers selected from the group consisting of carboxyvinyl polymers and alkyl-modified carboxyvinyl polymers.

5. 5. The oil-in-water emulsion composition according to claim 1, wherein the ratio of component (A) to component (B) ((A) / (B)) is 0.1 or more in mass ratio.

6. 6. The oil-in-water emulsion composition according to claim 1, wherein the ratio of component (C) to component (A) ((C) / (A)) is 0.04 or more in mass ratio.

7. 7. The oil-in-water emulsion composition according to claim 1, wherein component (B) is an oily agent that is semi-solid at 20°C.

8. The oil-in-water emulsion composition according to any one of claims 1 to 7, further comprising a component (D) a surfactant.

9. 9. The oil-in-water emulsion composition according to claim 8, wherein the ratio of component (D) to component (A) ((D) / (A)) is 0.01 or more in mass ratio.

10. 10. The oil-in-water emulsion composition according to claim 8 or 9, wherein component (D) is a nonionic surfactant.

11. 11. The oil-in-water emulsion composition according to claim 10, wherein the nonionic surfactant is a nonionic surfactant having a fatty acid residue having 12 to 22 carbon atoms and a polyoxyethylene group.

12. The oil-in-water emulsion composition according to any one of claims 1 to 11, which is a cosmetic.

13. A method for emulsifying and stabilizing an oil-in-water emulsion composition comprising the following components (A) and (B): 0.01 to 3 mass% of (A) formula (1): 【Chemistry 2】 [In the formula, R １ is an unsaturated or saturated hydrocarbon group having 12 to 22 carbon atoms, and R ４ is an unsaturated or saturated hydrocarbon group having 12 to 22 carbon atoms, where R １ and R ４ at least one of R is an unsaturated hydrocarbon group having 12 to 22 carbon atoms; and ２ and R ３ may be the same or different and are each independently selected from the group consisting of an alkyl group having 1 to 6 carbon atoms, a hydroxyalkyl group having 1 to 6 carbon atoms, and a polyoxyalkylene group having 4 to 60 carbon atoms. and a compound represented by 0.1 to 10 mass% of (B) one or more oil agents selected from the group consisting of oil agents having a viscosity of 1000 mPa s or more at 20°C and oil agents that are semi-solid at 20°C; A method comprising blending 0.01 to 0.4% by weight of component (C) one or more polymers selected from the group consisting of acrylic acid polymers and methacrylic acid polymers together with components (A) and (B).

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