Skin cleansing composition

The skin cleansing composition addresses the challenge of balancing detergency and skin irritation by using a low concentration of surfactant in combination with an amphiphilic ester and a cooling component, achieving effective cleaning with reduced irritation and a pleasant cooling sensation for sensitive skin.

JP7690258B2Active Publication Date: 2025-06-10KOBAYASHI PHARMA CO LTD
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Patent Information

Application Number
JP2019118259
Authority / Receiving Office
JP · JP
Patent Type
Patents
Current Assignee / Owner
Filing Date
2019-06-26
Publication Date
2025-06-10
Estimated Expiration
2039-06-26

AI Technical Summary

Technical Problem

Conventional skin cleansing compositions, especially pump-former types, face challenges in balancing detergency with reduced skin irritation, particularly for sensitive skin like sunburned skin, which requires both effective cleaning and soothing properties.

Method used

A skin cleansing composition is formulated with a surfactant at a concentration of 0.025 to 2% by weight, combined with an amphiphilic ester and a cooling component like menthol or menthyl succinate, to achieve excellent detergency while minimizing skin irritation and providing a pleasant cooling sensation.

Benefits of technology

The composition effectively cleanses the skin with reduced irritation, suitable for sensitive skin conditions such as sunburned skin, and provides a comfortable cooling sensation, while maintaining stability and avoiding off-odors even at high temperatures.

✦ Generated by Eureka AI based on patent content.

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Abstract

To provide a skin cleanser composition which has excellent cleansing power, while being reduced in skin irritancy, and can give a comfortable cold sense.SOLUTION: A skin cleanser composition, which contains (A) a surfactant, (B) an amphiphilic ester and (C) a cold sense component with the content of component (A) of 0.025-2 wt.%, is able to exhibit excellent cleansing power, while being reduced in skin irritancy, and can give a comfortable cold sense. Consequently, a skin cleanser composition according to the present invention is suitable for use in cleansing of sensitive and flushing skin, such as sun burnt skin, with its barrier functions and moisture retainability deteriorating due to inflammation.SELECTED DRAWING: None
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Description

Technical Field

[0001] The present invention relates to a skin cleansing composition having reduced skin irritation, excellent detergency, and a comfortable cool feeling.

Background Art

[0002] As products for the purpose of cleansing the skin and keeping the skin clean, various skin cleansing compositions such as facial cleansers, body soaps, and shampoos are provided. In the mechanism by which a skin cleansing composition cleanses the skin, a surfactant adsorbs to dirt and reduces the surface tension between the dirt and water. Together with the mechanical force due to friction, the dirt is lifted up into the water. In order for such a cleaning mechanism to act effectively, it is necessary to blend the surfactant at a concentration equal to or higher than the critical micelle concentration.

[0003] On the other hand, there is also a current situation where the detergency of the surfactant is too strong, causing skin irritation, and as a result, skin troubles such as dry skin are caused. For this reason, various formulations have been proposed to devise the combination and blending amount of cleaning components for the purpose of making the action on the skin mild. Among them, since the foam formed during cleaning is recognized to reduce the friction generated by direct contact between the skin and the fingers, a formulation that improves the foam quality such as the bubble power and the foam retention power is generally considered to be an excellent formulation for making the action on the skin mild.

[0004] For this reason, in recent years, various pump-former type skin cleansers have been proposed. Not only is it easy to obtain high-quality foam, but also its gentleness to the skin has attracted attention. Specifically, Patent Document 1 discloses a liquid skin cleanser product comprising a former container and a liquid skin cleanser composition filled in the former container, wherein the liquid skin cleanser composition contains (A) 3 to 10% by mass of a specific fatty acid salt having a linear or branched monovalent hydrocarbon group with 7 to 21 carbon atoms, (B) a copolymer of a specific dimethyldiallylammonium chloride and acrylic acid and / or acrylamide, and (C) a sugar alcohol, and a liquid skin cleanser product in which the mass ratio (A) / (B) of the content of component (A) to the content of component (B) is 20 to 250 is disclosed. Further, Patent Document 2 discloses a skin cleanser composition characterized in that a cleanser containing (a) 2 to 9% by mass of a fatty acid salt, (b) 0.5 to 4% by mass of lauryldimethylaminoacetate betaine, and (c) one or more divalent alcohols in an amount of 1 to 10% by mass, and the sum (a)+(b) of the blending amounts (mass%) of component (a) and component (b) is 3 to 10% by mass, and the blending ratio (b) / (a) is 0.1 to 0.5 is filled in a former container. Furthermore, Patent Document 3 discloses a cleansing composition discharged from a former container containing (a) lauryldimethylaminoacetate betaine and (b) 4 to 15% by mass of a higher fatty acid soap formed from a fatty acid having 5 to 25 carbon atoms and having a specific composition.

[0005] On the other hand, sunburned skin has an inflammation that can be regarded as a kind of burn state, and its barrier function and moisture retention ability are lower than those of normal skin. As general treatments for sunburned skin, cooling the affected area with water or ice, applying an anti-inflammatory agent, etc. are carried out. Further, Patent Document 4 describes using a composition containing a coolant dissolved in a solvent containing (R)-1,2-propanediol for the treatment of sunburned skin, and Patent Document 5 describes using a specific hydrated hemitartrate benzimidazol-2-ylpyrimidine compound for the treatment of sunburned skin.

Prior Art Documents

Patent Documents

[0006] [Patent Document 1] International Publication No. 2014 / 003114 [Patent Document 2] Japanese Patent Application Laid-Open No. 2016-098182 [Patent Document 3] International Publication No. 2017 / 081897 [Patent Document 4] Japanese Patent Application Laid-Open No. 2014-508740 [Patent Document 5] Japanese Patent Application Laid-Open No. 2016-510752 [Summary of the Invention] [Problems to be Solved by the Invention]

[0007] In the pump-former type skin cleansing composition, the blending amount of the surfactant is relatively small, and in that respect, it is considered that the irritation to the skin tends to be reduced compared to solid or semi-solid skin cleansing compositions. On the other hand, since the pump-former type skin cleansing composition is premised on being discharged in the form of foam, it is inevitable in its configuration to blend the minimum amount of surfactant necessary to exhibit the foaming power.

[0008] The composition of such a conventional skin cleansing composition still causes a feeling of tightness due to irritation and insufficient moisturization to sensitive skin whose barrier function and moisture retention ability are reduced due to inflammation like sunburned skin. Therefore, a skin cleansing composition with less irritation to the skin than ever is considered necessary. Furthermore, for skin that is inflamed, it is required not only to keep it clean by washing but also to suppress the heat rash caused by the inflammation.

[0009] In order to further reduce the irritation to the skin, the present inventor significantly reduced the blending amount of the surfactant compared to the blending amount contained in the conventional skin cleansing composition. However, the skin cleansing composition containing such a significantly small amount of surfactant faced the problem that the detergency could not be obtained in exchange for the reduction of irritation to the skin.

[0010] Therefore, an object of the present invention is to provide a skin cleansing composition that has excellent detergency while reducing skin irritation and can impart a pleasant cool feeling.

Means for Solving the Problems

[0011] As a result of intensive studies, the present inventors have found that in a skin cleansing composition, by coexisting an amphiphilic ester with a small amount of a surfactant and further blending a cool feeling component, excellent detergency can be exhibited while reducing skin irritation, and a pleasant cool feeling can be imparted. The present invention has been completed by further studies based on this finding.

[0012] That is, the present invention provides an invention in the following aspects. Item 1. A skin cleansing composition containing (A) a surfactant, (B) an amphiphilic ester, and (C) a cool feeling component, wherein the content of the component (A) is 0.025 to 2% by weight. Item 2. The skin cleansing composition according to Item 1, wherein the component (B) is selected from the group consisting of dicarboxylic acid bis(polyoxyalkylene alkyl ether) ester, dicarboxylic acid dialkoxyalkyl ester, and (eicosanedioic acid / tetradecanedioic acid) polyglyceryl-10. Item 3. The skin cleansing composition according to Item 2, wherein the dicarboxylic acid bis(polyoxyalkylene alkyl ether) ester is cyclohexane-1,4-dicarboxylic acid bisethoxydiglycol. Item 4. The skin cleansing composition according to any one of Items 1 to 3, wherein the content of the component (A) is 0.025 to 0.9% by weight. Item 5. The skin cleansing composition according to any one of Items 1 to 4, wherein the component (C) is menthol and / or menthyl succinate. Item 6. The skin cleansing composition according to any one of Items 1 to 5, wherein the content of the component (C) is 0.001 to 0.5% by weight. Item 7. The skin cleansing composition according to any one of Items 1 to 6, which is applied to the skin after sunburn. Item 8. (A) A method for improving the detergency in a skin cleansing composition containing a surfactant and (C) a cooling component and containing 0.025 to 2% by weight of the (A) component, A method for improving detergency, wherein (B) an amphipathic ester is blended with the (A) component and the (C) component in the skin cleansing composition.

Effect of the Invention

[0013] According to the skin cleansing composition of the present invention, while reducing skin irritation, it can exhibit excellent detergency and impart a pleasant cooling sensation. Therefore, the skin cleansing composition of the present invention can be suitably used for cleansing the skin that has become hypersensitive due to inflammation, with a reduced barrier function and water retention ability, and is prone to sweating, such as the skin after sunburn.

Mode for Carrying Out the Invention

[0014] 1. Skin cleansing composition The skin cleansing composition of the present invention is characterized by containing (A) a surfactant (hereinafter sometimes referred to as the (A) component), (B) an amphipathic ester (hereinafter sometimes referred to as the (B) component), and (C) a cooling component (hereinafter sometimes referred to as the (C) component) in predetermined amounts. Hereinafter, the skin cleansing composition of the present invention will be described in detail.

[0015] (A) Surfactant The skin cleansing composition of the present invention contains a surfactant as the (A) component. The surfactant is not particularly limited, but from the viewpoint of suppressing irritation to the skin, preferably an anionic surfactant, a nonionic surfactant, an amphoteric surfactant, a natural surfactant, etc. can be mentioned. As the surfactant, one kind may be used alone from among anionic surfactants, nonionic surfactants, amphoteric surfactants, and natural surfactants, or two or more kinds may be used in any combination.

[0016] ​Examples of the anionic surfactant used in the present invention include surfactants such as carboxylic acid type, sulfonic acid type, sulfuric acid ester type, and phosphoric acid ester type.

[0017] Specific examples of the carboxylic acid type surfactant include saturated or unsaturated fatty acids having 6 to 22 carbon atoms such as octanoic acid, decanoic acid, lauric acid, myristic acid, palmitic acid, and stearic acid; N-acyl amino acids having a saturated or unsaturated N-acyl group having 8 to 24 carbon atoms such as octanoyl group, decanoyl group, lauroyl group, myristoyl group, palmitoyl group, and cocoil group (carboxylic acid type amino acid-based anionic surfactant). Examples of the N-acyl amino acid in the carboxylic acid type amino acid-based anionic surfactant include N-acyl sarcosine, N-acyl aspartic acid, N-acyl glutamic acid, lauroyl methyl-β-alanine, etc. More specific examples of the carboxylic acid type amino acid-based anionic surfactant include N-lauroyl sarcosine, N-lauroyl aspartic acid, cocoil glutamic acid, sodium lauroyl methyl-β-alanine, etc.

[0018] Specific examples of the sulfonic acid type surfactant include esters of fatty acids having 6 to 22 carbon atoms such as cocoil isethionic acid and isethionic acid; alkyl sulfonic acids having 6 to 22 carbon atoms such as hexane sulfonic acid, octane sulfonic acid, decane sulfonic acid, and dodecane sulfonic acid; alkyl benzene sulfonic acids having an alkyl group having 10 to 16 carbon atoms such as alkyl benzene sulfonic acid; N-acyl-N-methyl taurine having a saturated or unsaturated N-acyl group having 8 to 24 carbon atoms such as octanoyl group, decanoyl group, lauroyl group, myristoyl group, palmitoyl group, and cocoil group (sulfonic acid type amino acid-based anionic surfactant). More specific examples of the sulfonic acid type amino acid-based anionic surfactant include N-myristoyl-N-methyl taurine, N-lauroyl methyl taurine, cocoil methyl taurine, etc.

[0019] Examples of sulfate surfactants include esters of saturated or unsaturated fatty acids having 10 to 22 carbon atoms, such as lauryl sulfate and myristyl sulfate, and sulfuric acid. Examples of phosphate ester surfactants include esters of saturated or unsaturated fatty acids having 8 to 24 carbon atoms, such as lauryl phosphate, and phosphoric acid.

[0020] These anionic surfactants may be in the form of salts, for example, alkali metal salts such as sodium salts and potassium salts; triethanolamine (TEA) salts; ammonium salts and the like.

[0021] Among these anionic surfactants, from the viewpoint of better reducing skin irritation and detergency, carboxylic acid type surfactants and sulfonic acid type surfactants are preferably used. More preferably, lauric acid, N-lauroyl aspartic acid, cocooyl glutamic acid, cocooyl methyl taurine and their salts are included. Even more preferably, sodium laurate, sodium N-lauroyl aspartate, triethanolamine cocooyl glutamate, and sodium cocooyl methyl taurine are included. Among these, from the viewpoint of further improving skin irritation reduction, N-acyl glutamic acid having a saturated or unsaturated acyl group with 8 to 24 carbon atoms and fatty acid amide sulfonic acid having 8 to 22 carbon atoms and their salts are preferably used. More preferably, cocooyl glutamic acid, cocooyl methyl taurine and their salts are included. Even more preferably, triethanolamine cocooyl glutamate and sodium cocooyl methyl taurine are included. Also, from the viewpoint of further improving detergency, N-acyl aspartic acid having a saturated or unsaturated acyl group with 8 to 24 carbon atoms is preferably used. More preferably, N-lauroyl aspartic acid is included. Even more preferably, sodium N-lauroyl aspartate is included.

[0022] These anionic surfactants may be used alone or in combination of two or more.

[0023] Examples of the nonionic surfactant used in the present invention include surfactants such as ester type, ether type, ester-ether type, alkanolamide type, alkyl glycoside type, and alcohol type.

[0024] Specific examples of the ester type surfactant include mono- or diesters of glycerin and saturated or unsaturated fatty acids having 8 to 20 carbon atoms such as glycol dilaurate, glycol monostearate, glycol distearate, glyceryl monolaurate, glyceryl dilaurate, glyceryl monostearate, and glyceryl distearate; sorbitan fatty acid esters; sucrose fatty acid esters; and the like.

[0025] Specific examples of the ether type surfactant include polyoxyethylene alkyl ether, polyoxyethylene alkyl phenyl ether, polyoxyethylene polyoxypropylene glycol, and the like.

[0026] Specific examples of the ester-ether type surfactant include polyoxyethylene hydrogenated castor oil, polyoxyethylene sorbitan fatty acid ester, polyoxyethylene hexitan fatty acid ester, sorbitan fatty acid ester polyethylene glycol, and the like.

[0027] Specific examples of the alkanolamide type surfactant include cocoamide DEA (coconut fatty acid diethanolamide), lauric acid diethanolamide, oleic acid diethanolamide, stearic acid diethanolamide, and the like.

[0028] Specific examples of the alkyl glycoside type surfactant include octyl glucoside, decyl glucoside, lauryl glucoside, and the like.

[0029] Specific examples of the alcohol type surfactant include cetanol, stearyl alcohol, oleyl alcohol, and the like.

[0030] Among these nonionic surfactants, from the viewpoint of better reducing skin irritation and detergency, preferably, ester-ether type surfactants and alkanolamide type surfactants are mentioned. More preferably, polyoxyethylene hydrogenated castor oil and cocamide DEA are mentioned. Even more preferably, polyoxyethylene hydrogenated castor oil is mentioned.

[0031] These nonionic surfactants may be used alone or in combination of two or more.

[0032] Examples of the amphoteric surfactant used in the present invention include surfactants such as alkyl betaine type, fatty acid amide propyl betaine type, and amine oxide type.

[0033] Specific examples of the alkyl betaine type surfactant include lauryldimethylaminoacetic acid betaine, stearyldimethylaminoacetic acid betaine, octadecylaminomethyldimethylsulfopropyl betaine, and the like.

[0034] Specific examples of the fatty acid amide propyl betaine type amphoteric surfactant include amide betaines (amino acid type amphoteric surfactants) such as cocamidopropyl betaine, and sulfobetaines such as cocamidopropyl hydroxysultaine.

[0035] Specific examples of the amine oxide type amphoteric surfactant include lauryldimethylamine N-oxide, oleyl dimethylamine N-oxide, and the like.

[0036] In addition, these amphoteric surfactants may be in the form of salts, for example, alkali metal salts such as sodium salts and potassium salts; triethanolamine (TEA) salts; ammonium salts and the like.

[0037] Among these amphoteric surfactants, from the viewpoint of better reducing skin irritation and detergency, preferably a fatty acid amide propyl betaine type surfactant is mentioned, more preferably an amide betaine (amino acid type amphoteric surfactant) such as cocamidopropyl betaine, and even more preferably cocamidopropyl betaine is mentioned.

[0038] These amphoteric surfactants may be used alone or in combination of two or more.

[0039] Examples of the natural surfactant used in the present invention include lecithin and lysolecithin; saponins such as quillaia saponin, soybean saponin, yucca saponin, enju saponin, beet saponin, adzuki saponin, carrot saponin, tea seed saponin, loofah saponin, tubocapsicum saponin, etc.

[0040] Lecithin is a mixture of phospholipids such as phosphatidylcholine, phosphatidylethanolamine, phosphatidylserine, phosphatidylinositol, and components such as triglyceride, fatty acid, and carbohydrate from vegetable oil, and is a component known in pharmaceuticals, quasi-drugs, and cosmetics.

[0041] As lecithin, natural lecithin derived from animals and plants (for example, soybean lecithin, egg yolk lecithin, etc.) itself may be used, or a chemical treatment product of natural lecithin may be used, or a purified product of natural lecithin may be used. Examples of the chemical treatment product of natural lecithin include hydrogenated lecithin obtained by hydrogenation treatment (for example, fully hydrogenated lecithin and partially hydrogenated lecithin), hydroxylated lecithin obtained by hydroxylation treatment, etc. Examples of the purified product of natural lecithin include lecithin with an increased phosphatidylcholine content by a solvent such as acetone.

[0042] Examples of lysophosphatidylcholine include lysophosphatidylcholine of the above-mentioned phosphatidylcholine (natural phosphatidylcholine, chemically treated natural phosphatidylcholine, purified natural phosphatidylcholine). Lysophosphatidylcholine has a structure in which the fatty acid at the 2-position of phosphatidylcholine is removed by hydrolysis (dissolution) of phosphatidylcholine with an enzyme such as phospholipase A2.

[0043] Among these natural surfactants, from the viewpoint of better reducing skin irritation and detergency, phosphatidylcholine, lysophosphatidylcholine, and saponin are preferably mentioned, more preferably phosphatidylcholine and lysophosphatidylcholine, and even more preferably lysophosphatidylcholine.

[0044] These natural surfactants may be used alone or in combination of two or more.

[0045] The content of component (A) in the skin cleansing composition of the present invention is 0.025 to 2% by weight. Since the amount of the surfactant is small in this way, skin irritation can be reduced at each stage. In the present invention, by coexisting with component (B), excellent detergency can be exhibited, so that even a small amount of surfactant that cannot originally exhibit effective detergency can effectively exhibit detergency. Further, from the viewpoint of further suppressing the tight feeling due to skin irritation and insufficient moisturization, the upper limit of the above content range of component (A) is 1.5% by weight or less, preferably 1% by weight or less, more preferably 0.9% by weight or less, still more preferably 0.6% by weight or less, and even more preferably 0.2% by weight or less. On the other hand, from the viewpoint of obtaining better detergency, the lower limit of the above content range of component (A) is preferably 0.1% by weight or more, more preferably 0.5% by weight or more, still more preferably 1.5% by weight or more, and particularly preferably 1.8% by weight or more.

[0046] (B) Amphiphilic ester The skin cleansing composition of the present invention contains an amphiphilic ester as component (B). Although component (B) alone does not exhibit a cleansing effect, when coexisted with 0.025 to 2% by weight of component (A), the cleansing power of the skin cleansing composition can be improved while maintaining low irritation.

[0047] In the present invention, the amphiphilic ester is dissolved in ion-exchanged water adjusted to a conductivity of 70 to 110 μs / m at room temperature at 2% by mass or more, and is also dissolved in isononanoic acid isotridecyl (manufactured by Nisshin Oillio Group, Ltd., Saracos 913), which is an oil agent, at 10% by mass or more at room temperature (25°C). Ester-based surfactants are excluded.

[0048] The amphiphilic ester is not particularly limited, but from the viewpoints of reducing skin irritation and obtaining better detergency, it is preferably selected from the group consisting of dicarboxylic acid bis(polyoxyalkylene alkyl ether) esters, dicarboxylic acid dialkoxyalkyl esters, and (eicosanedioic acid / tetradecanedioic acid) polyglyceryl-10. As the amphiphilic ester, any one of dicarboxylic acid bis(polyoxyalkylene alkyl ether) esters, dicarboxylic acid dialkoxyalkyl esters, and (eicosanedioic acid / tetradecanedioic acid) polyglyceryl-10 may be used alone, or two or more thereof may be used in combination. Among these amphiphilic esters, from the viewpoints of reducing skin irritation and obtaining better detergency, dicarboxylic acid bis(polyoxyalkylene alkyl ether) esters are more preferred.

[0049] The dicarboxylic acid bis(polyoxyalkylene alkyl ether) ester used in the present invention is a diester compound of a dicarboxylic acid and a polyoxyalkylene alkyl ether. Specific examples of the dicarboxylic acid constituting the dicarboxylic acid bis(polyoxyalkylene alkyl ether) ester include, for example, oxalic acid, malonic acid, succinic acid, tartaric acid, malic acid, glutaric acid, adipic acid, pimelic acid, suberic acid, azelaic acid, sebacic acid, aspartic acid, glutamic acid, acetonedicarboxylic acid, phthalic acid, cyclohexane-1,4-dicarboxylic acid, and the like. Further, examples of the polyoxyalkylene alkyl ether constituting the diester compound include, for example, polyoxyethylene monoalkyl ether, and more specifically, diethylene glycol monoethyl ether, triethylene glycol monoethyl ether, and the like.

[0050] Among these dicarboxylic acid bis(polyoxyalkylene alkyl ether) esters, from the viewpoint of more favorably obtaining skin irritation reduction and detergency, preferably, a diester compound of cyclohexane-1,4-dicarboxylic acid and diethylene glycol monoethyl ether, specifically, a compound called bis-ethoxydiglycol cyclohexane 1,4-dicarboxylate represented by the INCI name (International Cosmetic Ingredient Dictionary and Handbook, 13th Edition, Volume 1, CTFA, 2010, p. 331), and a diester compound of succinic acid and diethylene glycol monoethyl ether, specifically, a compound called bis-ethoxydiglycol succinate represented by the INCI name (International Cosmetic Ingredient Dictionary and Handbook, 13th Edition, Volume 1, CTFA, 2010, pp. 331-332) are mentioned. More preferably, bis-ethoxydiglycol cyclohexane 1,4-dicarboxylate is mentioned.

[0051] In the present invention, specific examples of the bis(ethoxydiglycol) cyclohexane-1,4-dicarboxylate include, for example, "Neosolue-Aqulio (trade name)" manufactured by Nippon Fine Chemical Co., Ltd. Specific examples of the bis(ethoxydiglycol) succinate include, for example, "HyAquaStar DCS (trade name)" manufactured by Kao Alcohol Industry Co., Ltd.

[0052] These dicarboxylic acid bis(polyoxyalkylene alkyl ethers) esters may be used alone or in combination of two or more.

[0053] The dicarboxylic acid dialkoxyalkyl ester used in the present invention is a diester compound of a dicarboxylic acid and an alkoxy alcohol. Specific examples of the dicarboxylic acid constituting the diester compound of the dicarboxylic acid dialkoxyalkyl include, for example, oxalic acid, malonic acid, succinic acid, tartaric acid, malic acid, glutaric acid, adipic acid, pimelic acid, suberic acid, azelaic acid, sebacic acid, aspartic acid, glutamic acid, acetonedicarboxylic acid, phthalic acid, cyclohexane-1,4-dicarboxylic acid, and the like. Specific examples of the alkoxy alcohol constituting the diester compound include, for example, 2-methoxyethanol, 2-ethoxyethanol, and the like.

[0054] Among these dicarboxylic acid dialkoxyalkyl esters, from the viewpoint of further reducing skin irritation and obtaining better detergency, preferably, a diester compound of succinic acid and 2-ethoxyethanol, specifically, diethoxyethyl succinate, is mentioned.

[0055] These dicarboxylic acid dialkoxyalkyl esters may be used alone or in combination of two or more.

[0056] Examples of the (eicosanedioic acid / tetradecanedioic acid) polyglyceryl-10 used in the present invention are not particularly limited, and include, for example, "Neosolue-Aqua (trade name)" and "Neosolue-AquaS (trade name)" manufactured by Nippon Fine Chemical Co., Ltd.

[0057] The content of component (B) in the skin cleansing composition of the present invention is not particularly limited, and examples thereof include 0.1% by weight or more. From the viewpoint of obtaining better detergency and / or further reducing the tight feeling due to insufficient moisturization, the content of component (B) is preferably 0.5% by weight or more, more preferably 1.5% by weight or more, still more preferably 3% by weight or more. The upper limit of the content range of component (B) is not particularly limited, but from the viewpoint of stability such as suppressing precipitation after high-temperature storage of the skin cleansing composition, for example, it is 5% by weight or less, preferably 4% by weight or less, more preferably 2% by weight or less, still more preferably 1.2% by weight or less, and even more preferably 1% by weight or less.

[0058] In the skin cleansing composition of the present invention, the ratio of component (A) to component (B) is not particularly limited and is determined by the respective contents described above. From the viewpoint of reducing skin irritation and obtaining better detergency, for example, component (B) is 0.1 to 100 parts by weight with respect to 1 part by weight of component (A). Further, when the amount of component (A) is a small amount of about 0.5 to 1.5% by weight, from the viewpoint of obtaining better detergency, component (B) is preferably 2 to 100 parts by weight, preferably 2.5 to 50 parts by weight, more preferably 3 to 10 parts by weight with respect to 1 part by weight of component (A). Furthermore, from the viewpoint of further reducing the tight feeling due to insufficient moisturization, component (B) is preferably 2 to 100 parts by weight, more preferably 2.5 to 90 parts by weight, still more preferably 3 to 80 parts by weight with respect to 1 part by weight of component (A).

[0059] (C) Cooling component The skin cleansing agent composition of the present invention contains a cooling component as component (C). The cooling component is not particularly limited as long as it is a component that provides a cooling sensation. For example, menthol, cineole, menthane diol, menthyl lactate, menthyl succinate, menthyl glyceryl ether, menthyl ethylaminosuccinic acid, menthyl pyrrolidone carboxylic acid, menthyl succinate, menthyl glutarate, ethyl menthane carboxamide, menthane carbonyl glycine ethyl ester, menthol, menthol glycerin acetal, 2-sec-butylcyclohexanone, isopulegol, pulegol, N,2,3-trimethyl-2-isopropylbutanamide, thymol, eugenol, anethole, methyl salicylate, camphor, borneol, spiranthol, trimethylcyclohexanol, 3-menthoxy-2-methylpropane-1,2-diol, etc. may be mentioned. These cooling components may be used alone or in any combination of two or more.

[0060] Among these cooling components, from the viewpoint of more effectively obtaining a comfortable cooling sensation, preferably menthol and menthyl succinate are mentioned. From the viewpoint of making the cooling sensation more persistent, preferably a combination of menthol and menthyl succinate is mentioned.

[0061] As menthol, any of the d-form, l-form, and dl-form may be used, but preferably the l-form and dl-form are mentioned, and more preferably the l-form is mentioned. Further, as menthol, an essential oil containing menthol may be used.

[0062] Monomethyl menthyl succinate is an ester of succinic acid and menthol. As the menthol, any of the d-form, l-form, and dl-form may be used, but preferably the l-form and dl-form are mentioned, and more preferably the l-form is mentioned.

[0063] The content of the component (C) in the skin cleansing composition of the present invention may be appropriately determined according to the cool feeling to be imparted, and is not particularly limited. However, from the viewpoint of suppressing skin irritation caused by the cool feeling component while imparting a comfortable cool feeling, and from the viewpoint of stability such as suppressing abnormal odor after storage at high temperature, for example, 0.001 to 0.5% by weight can be mentioned. From the viewpoint of obtaining an even more comfortable cool feeling, the content of the component (C) is preferably 0.01 to 0.5% by weight, more preferably 0.1 to 0.5% by weight. From the viewpoint of further suppressing skin irritation caused by the cool feeling component or obtaining better stability after storage at high temperature, preferably 0.001 to 0.3% by weight, more preferably 0.001 to 0.2% by weight can be mentioned.

[0064] Other components In addition to the above components, the skin cleansing agent composition of the present invention may contain other bases and additives required for formulation and the like, as long as the effects of the present invention are not impaired. Such additives are not particularly limited as long as they are pharmaceutically acceptable. For example, water, lower alcohols having 1 to 5 carbon atoms (ethanol, isopropanol, etc.), and polyhydric alcohols (ethylene glycol, 1,3-butylene glycol (1,3-BG), propylene glycol, isoprene glycol, diethylene glycol, dipropylene glycol, polypropylene glycol, glycerin, etc.) and other aqueous bases; preservatives (phenoxyethanol, methylparaben, propylparaben, benzoic acid, sodium benzoate, sorbic acid, etc.), fragrances (citral, citronellal, farnesol, etc.), coloring agents (tar dyes (Brown No. 201, Blue No. 201, Yellow No. 4, Yellow No. 403, etc.), cocoa pigments, chlorophyll, aluminum oxide, etc.), thickeners (hydroxypropyl cellulose, hydroxyethyl cellulose, cross-linked acrylic acid polymer, carboxyvinyl polymer, hypromellose, polyvinyl pyrrolidone, sodium alginate, ethyl cellulose, sodium carboxymethyl cellulose, xanthan gum, carrageenan, etc.), pH adjusters (phosphoric acid, hydrochloric acid, citric acid, sodium citrate (trisodium citrate), succinic acid, tartaric acid, sodium hydroxide, potassium hydroxide, triethanolamine, triisopropanolamine, etc.), wetting agents (sodium dl-pyrrolidonecarboxylate solution, D-sorbitol solution, macrogol, etc.), stabilizers (dibutylhydroxytoluene, butylhydroxyanisole, sodium edetate, sodium metaphosphate, L-arginine, L-aspartic acid, DL-alanine, glycine, sodium erythorbate, propyl gallate, sodium sulfite, sulfur dioxide, chlorogenic acid, catechin, rosemary extract, etc.), antioxidants, ultraviolet absorbers, chelating agents, adhesives, buffers, solubilizing aids, solubilizers, preservatives, and other additives. These base materials and additives may be used alone or in combination of two or more. The content of these base materials and additives can be appropriately set according to the dosage form and the like.

[0065] In addition to the above components, the skin cleansing composition of the present invention may contain other pharmacological components as required, as long as the effects of the present invention are not impaired. Examples of such pharmacological components include vitamins (vitamin A, vitamin B1, vitamin B2, vitamin B5, vitamin B6, vitamin B12, vitamin C, vitamin D, vitamin K, niacins, folic acid, biotin, lycopene, etc.), antihistamines (diphenhydramine, diphenhydramine hydrochloride, etc.), local anesthetics (procaine, tetracaine, bupivacaine, mepivacaine, chloroprocaine, propoxycaine, meprilocaine or salts thereof, orthocaine, oxysezaine, oxy polyethoxydodecane, rooibos extract, percamide perse, tesitin desitin, etc.), anti-inflammatory agents (indomethacin, felbinac, diclofenac sodium, loxoprofen sodium, etc.), skin protectants (collodion, castor oil, etc.), blood circulation promoting components (nonyl vanillylamide, benzyl nicotinate, capsaicin, pepper extract, etc.), mucopolysaccharides (sodium chondroitin sulfate, glucosamine, hyaluronic acid, cationized hyaluronic acid (such as hyaluronic acid dihydroxypropyltrimonium, etc.)), etc. These pharmacological components may be used alone or in combination of two or more. When these pharmacological components are contained, the content thereof may be appropriately set according to the type of pharmacological component used, the expected effect, etc.

[0066] Form The form of the skin cleansing composition of the present invention is not particularly limited, and examples include liquid, cream, gel, etc., but preferably liquid or gel at normal temperature. When the skin cleansing composition of the present invention is liquid or gel, the viscosity thereof is 10,000 mPa·s or less at 20°C, preferably 5,000 mPa·s or less. The viscosity is a value measured by a BL viscometer (rotor No. 3, 6 rpm, 20°C). Further, the skin cleansing composition of the present invention may be in a form in which a liquid skin cleansing composition is impregnated in a sheet substrate such as cotton or non-woven fabric.

[0067] Container The container for housing the skin cleanser composition of the present invention is not particularly limited and may be appropriately selected depending on the form, use, etc., and examples thereof include a spray type container, a pour-down or drop-down type container (particularly a cleaning bottle), a pump type container, a tube type container, a packaging bag, a box-shaped container, etc. In particular, when the skin cleanser composition of the present invention is in a liquid form, the container is preferably a spray type container, a pour-down or drop-down type container (particularly a cleaning bottle), or a pump type container. Note that the pump type container in the present invention is a container that discharges the skin cleanser composition in a liquid state, and the spray type container is a container that discharges the contents in a mist state, and both are different from a pump foamer container that discharges the skin cleanser composition in a foam state. In addition, when the skin cleanser composition of the present invention is in a form impregnated into a sheet substrate, examples of the container include a packaging bag and a box-shaped container.

[0068] Among these containers, spray-type containers are particularly preferred in the present invention from the viewpoints of ease of application to the skin and avoidance of physical friction caused by the hands or the like during application. Examples of the container include a pump type spray container, which is a non-aerosol type spray container, and an aerosol type spray container. The diameter of the nozzle of the spray container (inner diameter of the nozzle) is, for example, 0.01 to 3 mmφ, preferably 0.1 to 1 mmφ. When the spray container is a pump type spray container, the amount of spray per push is, for example, 0.05 to 1.2 g, preferably 0.1 to 0.3 g.

[0069] Use The skin cleansing composition of the present invention is used to remove body fluids such as oil and grease, sweat, and dirt from the skin, and is not used as a makeup remover (cleansing). The skin cleansing composition of the present invention is used by applying it directly to the skin without diluting it with water or foaming it. The amount of use per application varies depending on the concentration of the surfactant and the level of dirt, but for example, when used for face washing, it is 0.5 to 3 g, preferably 1 to 2 g.

[0070] As a specific mode of use, when the skin cleanser composition of the present invention is contained in a pour-out or drop-type container (particularly a cleaning bottle), a pump-type container, a tube-type container, etc., the skin cleanser composition can be taken from the container once and applied to the area to be cleaned by hand. When the skin cleanser composition of the present invention is impregnated into a sheet substrate, the skin cleanser composition can be applied by taking the sheet substrate in the hand and applying it to the area to be cleaned.

[0071] As a particularly preferred mode of use, the skin cleanser composition contained in a spray container, pour-on or drop-on container (particularly a cleaning bottle), preferably a spray container, can be applied directly to the area to be cleaned without taking it in the hands. When the skin cleanser composition is applied directly to the area to be cleaned, cleaning is possible only by using the mechanical force of the liquid flow without applying any physical friction such as friction between the skin of the area to be cleaned and the hands, or between the skin of the area to be cleaned and air bubbles. Since the skin cleanser composition of the present invention is formulated to be low-irritating and has excellent cleaning power, cleaning using the mechanical force of the liquid flow without applying physical friction in this way significantly reduces the burden on the skin during cleaning, making it possible to perform a very gentle cleaning method. Note that the skin cleanser composition of the present invention is particularly suitable for a cleaning method that does not apply physical friction to the skin as described above, but does not exclude a method of use in which the skin cleanser composition is applied to the area to be cleaned and then scrubbed with hands or the like.

[0072] The site to be cleaned with the skin cleanser composition of the present invention is not particularly limited since any body part can be cleaned, and examples thereof include hands, hair, scalp, body, face, etc. Among these sites to be cleaned, the skin cleanser composition of the present invention is more suitable for use on the face, which is sensitive to irritation. The skin cleanser composition of the present invention is particularly suitable for skin conditions to be cleaned, such as skin with reduced barrier function, skin with reduced water retention ability, and skin that shows hot flashes. A preferred example of skin with reduced barrier function, reduced water retention ability, and skin that shows hot flashes is inflamed skin, and a more preferred example is skin after sunburn.

[0073] After washing, the skin cleansing composition can be rinsed off with water. When rinsing with water, it may be carried out in the same manner as ordinary face washing. However, from the viewpoint of reducing the burden on the skin, it is preferable to rinse using the mechanical force of the water flow without applying friction by hand.

[0074] In addition, since the surfactant concentration of the skin cleansing composition of the present invention is extremely low, it is not necessary to rinse it off after washing. Therefore, the skin cleansing composition of the present invention is also suitable for use in wiping applications in hospitals, skin cleansing procedures such as face washing in esthetic salons and beauty parlors, and disaster supplies applications. When not rinsing off, the skin cleansing composition remaining on the cleansing site may be removed by sucking it up using a water-absorbent substrate such as a towel or tissue.

[0075] Manufacturing method The skin cleansing composition of the present invention is produced by mixing the above-described component (A), component (B), and component (C), and other components optionally blended, and preparing them into a predetermined form.

[0076] 2. Method for improving detergency As described above, the amphiphilic ester can improve the detergency while maintaining low irritation to the skin in a skin cleansing composition containing 0.025 to 2% by weight of a surfactant and a cooling component. Therefore, the present invention further provides a method for improving the detergency in a skin cleansing composition containing 0.025 to 2% by weight of a surfactant as component (A) and a cooling component as component (C), the method comprising blending an amphiphilic ester as component (B) with the component (A) and the component (C) in the skin cleansing composition.

[0077] In the present invention, improving the detergency means exhibiting excellent detergency as compared with the case where the amphiphilic ester is not contained in a skin cleansing composition containing 0.025 to 2% by weight of a surfactant.

[0078] In the method for improving detergency, the types and amounts of components used, the form of the skin cleansing composition, etc. are as shown in the column of "1. Skin cleansing composition".

Examples

[0079] Examples are shown below to more specifically explain the present invention, but the present invention is not limited thereto.

[0080] [Reference test example] Skin cleansing agent compositions having the compositions shown in Tables 1 to 4 were prepared. The details of each component shown in Tables 1 to 4 are as follows. The skin cleansing agent compositions shown in Tables 1 to 4 are liquid, and the viscosities at 20°C (measured with a BL viscometer (Brookfield B-type viscometer), rotor No. 3, 6 rpm) were all in the range of 5000 mPa·s or less. · Sodium laurate ("Nonzal LN-1" (trade name), manufactured by NOF Corporation) · TEA cocoyl glutamate ("Amisoft CT-12S" (trade name), manufactured by Ajinomoto Co., Inc.) · Sodium cocoyl methyl taurate ("Daiapon K-SF" (trade name), manufactured by NOF Corporation) · Sodium N-lauroyl aspartate solution (20% by weight) ("Aminoformer FLDS-L" (trade name), manufactured by Asahi Kasei Fine Chemicals Corporation) · Polyoxyethylene lauryl ether acetate ("KAO-Akipo RLM-45" (trade name), manufactured by Kao Corporation) · Cocamide DEA ("Amisol CDE-G" (trade name), manufactured by Kawaaken Fine Chemicals Co., Ltd.) · PEG-60 hydrogenated castor oil (polyoxyethylene hydrogenated castor oil; "NIKKOL HCO-60" (trade name), manufactured by Nikko Chemicals Co., Ltd.) · Polyoxyethylene sorbitan monostearate (Kao Corporation's Leodol TW-S120V) · Glycerin mono-2-ethylhexyl ether ("sensiva SC 50 JP" (trade name), manufactured by SEPPIC) SC 50 JP(trade name)]] · Cocamidopropyl betaine (Softazoline CPB (trade name) manufactured by Kawaken Fine Chemicals Co., Ltd.) · Lauryl hydroxysulfobetaine solution (30% by weight) (Anhitol 20HD (trade name) manufactured by Kao Corporation) · Lysophosphatidylcholine (Lysophosphatidylcholine Kyowa (trade name) manufactured by Kyowa Hakko Bio Co., Ltd.) · Kiraya extract (Kiraya extract BG manufactured by Maruzen Pharmaceutical Co., Ltd., saponin content 5% by weight) · Bis(2-ethoxyethyl) cyclohexane-1,4-dicarboxylate (Neosolue-Aqulio (trade name) manufactured by Nippon Seika Chemical Co., Ltd.) · Bis(2-ethoxyethyl) succinate (High Aquoster DCS (trade name) manufactured by Kao Alcohol Industries Co., Ltd.)

[0081] <Detergency evaluation> For the prepared skin cleansing agent compositions, 10 professional cosmetic evaluation panelists conducted a detergency evaluation. Specifically, each skin cleansing agent composition was placed in a pump spray container (Z-155-C110 (trade name) manufactured by Takemoto Container Co., Ltd., injection volume per push: 0.15 g), and 1.5 g was applied by directly spraying it onto the face. After leaving it for about 5 seconds, it was then rinsed off with water without touching the face with hands. After blotting the water with a towel, the feeling of dirt removal from the skin was scored by conducting a sensory evaluation based on the following criteria.

[0082] 5 points: The feeling of dirt removal was strongly felt. 4 points: The feeling of dirt removal was felt. 3 points: Neither. 2 points: The feeling of dirt removal was hardly felt. 1 point: The feeling of dirt removal was not felt at all.

[0083] The total scores obtained by the 10 panelists were summed up, and the degree of detergency was evaluated according to the following classification. The results are shown in Tables 1 to 4. ◎: 45 points or more ○: 40 points or more and less than 45 points △: 35 points or more and less than 40 points ×: Less than 35 points

[0084] <Feeling of Tightness Evaluation> For the prepared skin cleansing agent compositions, 10 professional cosmetic evaluation panelists conducted a feeling of tightness evaluation. Specifically, each skin cleansing agent composition was contained in a pump spray container (``Z-155-C110 (product name)'' manufactured by Takemoto Container Co., Ltd. (the injection amount per push is 0.15 g)), and 1.5 g was applied by directly spraying it onto the face. After leaving it for about 5 seconds, it was then rinsed off with water so that the hands did not touch the face. After blotting the water from the face with a towel, the feeling of tightness was scored by conducting a sensory evaluation based on the following criteria. The stronger the feeling of tightness, the more it indicates insufficient moisturization.

[0085] 5 points: Feeling no tightness at all 4 points: Feeling almost no tightness 3 points: Feeling only a slight tightness 2 points: Feeling tightness 1 point: Feeling a strong tightness

[0086] The scores obtained by the 10 panelists were totaled, and the degree of tightness was evaluated according to the following classification. The results are shown in Tables 3 - 4. ◎: 45 points or more ○: 40 points or more and less than 45 points △: 35 points or more and less than 40 points ×: Less than 35 points

[0087] <Cooling Sensation Evaluation> For the prepared skin cleansing agent compositions, 10 people whose skin had sunburned and was flushed from spending time outdoors without using sunscreen during the day when ultraviolet rays were strong conducted a cooling sensation evaluation. Specifically, each skin cleansing agent composition was contained in a pump spray container (``Z-155-C110 (product name)'' manufactured by Takemoto Container Co., Ltd. (the injection amount per push is 0.15 g)), and 5 g was applied by directly spraying it onto the entire body. After leaving it for about 5 seconds, it was then rinsed off with water so that the hands did not touch the skin. After blotting the water from the skin with a towel, the cooling sensation was scored by conducting a sensory evaluation based on the following criteria.

[0088] 3 points: Feeling a very comfortable cooling sensation 2 points: Feeling a comfortable cool sensation 1 point: Slightly feeling a cool sensation 0 point: Not feeling a cool sensation and not feeling comfortable

[0089] The scores obtained by 10 people were totaled and averaged, and the degree of cool sensation was evaluated according to the following classification. The results are shown in Tables 1 to 4. ◎: 2.5 points or more ○: 1.5 points or more and less than 2.5 points △: 0.5 points or more and less than 1.5 points ×: Less than 0.5 points

[0090] <Cultured Epidermal Skin Irritation Test (In Vitro Evaluation of Skin Irritation)> For the prepared skin cleanser composition, the cultured epidermal skin irritation test was conducted as follows. 1. Preparation of the cultured epidermal model LabCyte EPI-MODEL24 The assay medium was warmed and 0.5 mL was added to each well of a 24-well assay plate. The cultured epidermal model LabCyte EPI-MODEL24 (lot number: LCE24-180226-A) was transferred to the 24-well assay plate to which the assay medium had been added. It was confirmed that there were no bubbles on the bottom surface of the culture cup, and it was left standing in the CO 2 incubator for at least 1 hour until the test substance was exposed.

[0091] 2. Application and washing of the test substance Of the 24 epidermal models, 12 were used (the rest were continuously pre-cultured until this test). The 24-well assay plate was taken out of the CO 2 incubator. The assay medium was warmed and 1.0 mL was added to the third row of the 24-well assay plate. The test substance (each skin cleanser composition) was dropped onto the cultured epidermis of the culture cup at 25 μL without using a pump-type spray container and spread over the whole to expose it. At 1 minute, 5 minutes, and 10 minutes after exposure, the test substance was aspirated and removed, and the cultured epidermal model in the cup was washed with phosphate buffer (PBS) and transferred to the third row of the 24-well assay plate.

[0092] 3. MTT test The MTT assay is a method for measuring the viable cell rate by extracting the formazan dye produced by the reduction of MTT [3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide] taken up into cells by dehydrogenases in mitochondria within the cells with an organic solvent and measuring the absorbance at 570 nm.

[0093] 10 mL of MTT medium was prepared at a final concentration of 0.5 mg / mL. The MTT medium was warmed and 0.5 mL was added to each well in the fourth row of a 24-well assay plate. The cultured epidermal model was transferred to the fourth row of the 24-well assay plate and placed in a CO2 incubator for a 3-hour MTT reaction. After the MTT reaction was completed, the cultured skin was picked up with forceps and transferred to a 1.5 mL microtube. 300 μL of isopropanol was added to the microtube to completely immerse the cultured epidermal model. Then it was left standing for 2 hours, and the microtube was vortexed to extract the dye. The extract (200 μL) was placed in each well of a 96-well plate. Also, as a blank (negative control), 200 μL of isopropanol was placed in A1. The absorbances at 570 nm and 650 nm were measured with a microplate reader. The value obtained by subtracting the absorbance at 650 nm from the absorbance at 570 nm was taken as the measured value, and the viable cell rate of the test substance was calculated from the following formula.

[0094]

Number

[0095] The viable cell rate was classified based on the following criteria to evaluate skin irritation. The results are shown in Tables 3 to 4. ◎: 90% or more ○: 75% or more and less than 90% △: 65% or more and less than 75% ×: 50% or more and less than 65% ××: Less than 50%

[0096] As shown in Tables 1 to 4, skin cleansing compositions containing a surfactant at a concentration exceeding 2% by weight (Reference Comparative Examples 16 to 19) showed skin irritation, and no detergency was observed in skin cleansing compositions containing a surfactant at a concentration of 0.025 to 2% by weight (Reference Comparative Examples 1 to 10). In contrast, skin cleansing compositions (Reference Examples 1 to 20) containing an amphiphilic ester that does not exhibit detergency alone (Reference Comparative Examples 11 to 15) together with 0.025 to 2% by weight of a surfactant showed an improvement in detergency. Moreover, as shown in Reference Examples 9 to 20, the skin cleansing composition of the present invention was shown to have improved detergency while being less irritating. On the other hand, none of the skin cleansing compositions of Reference Examples 1 to 20 and Reference Comparative Examples 1 to 19 provided a pleasant feeling due to a cooling sensation.

[0097] [Table 1]

[0098] [Table 2]

[0099] [Table 3]

[0100] [Table 4]

[0101] [Test Example] Skin cleansing compositions having the compositions shown in Tables 5 to 7 were prepared. The details of each component shown in Tables 5 to 7 are as shown in the reference test examples. Also, l-menthol was used as menthol, and an ester of succinic acid and l-menthol was used as menthyl succinate. The skin cleansing compositions shown in Tables 5 to 7 were liquids, and their viscosities (measured at 20 °C with a BL viscometer (Brookfield B-type viscometer), rotor No. 3, 6 rpm) were all in the range of 5000 mPa·s or less.

[0102] <Evaluation of detergency> Regarding the prepared skin cleansing agent composition, 10 people who had sunburned and felt hot after spending time outdoors without using sunscreen during the day when ultraviolet rays were strong evaluated the detergency. Specifically, each skin cleansing agent composition was placed in a pump spray container ("Z-155-C110 (trade name)" manufactured by Takemoto Container Co., Ltd., and the spraying amount per push was 0.15 g), and 5 g was applied by directly spraying it all over the body. After leaving it for about 5 seconds, it was then rinsed off with water so that the hands did not touch the skin. After blotting the water with a towel, the feeling of dirt removal from the skin was scored by conducting a sensory evaluation based on the following criteria. 3 points: The removal of dirt was felt strongly. 2 points: The removal of dirt was felt. 1 point: A slight feeling of dirt removal was felt. 0 point: No feeling of dirt removal was felt at all.

[0103] The scores obtained by the 10 people were totaled and averaged, and the degree of detergency was evaluated according to the following classification. The results are shown in Tables 5 to 7. ◎: 2.5 points or more ○: 1.5 points or more and less than 2.5 points △: 0.5 points or more and less than 1.5 points ×: Less than 0.5 points

[0104] <Evaluation of irritation> Regarding the prepared skin cleansing agent composition, 10 people who had sunburned and felt hot after spending time outdoors without using sunscreen during the day when ultraviolet rays were strong evaluated the irritation. Specifically, each skin cleansing agent composition was placed in a pump spray container ("Z-155-C110 (trade name)" manufactured by Takemoto Container Co., Ltd., (the spraying amount per push was 0.15 g), and 5 g was applied by directly spraying it all over the body. After leaving it for about 5 seconds, it was then rinsed off with water so that the hands did not touch the skin. After blotting the water with a towel, the irritation was scored by conducting a sensory evaluation based on the following criteria.

[0105] 3 points: No irritation was felt at all. 2 points: Only a slight irritation was felt. 1 point: Felt a sense of stimulation 0 point: Felt a strong sense of stimulation

[0106] The scores obtained by 10 people were totaled and averaged, and the degree of stimulation was evaluated according to the following classification. The results are shown in Tables 5 to 7. ◎: 2.5 points or more ○: 1.5 points or more and less than 2.5 points △: 0.5 points or more and less than 1.5 points ×: Less than 0.5 points

[0107] <Evaluation of tight feeling> Regarding the prepared skin cleansing agent composition, 10 people with sunburned and flushed skin who spent time outdoors without using sunscreen during the day when ultraviolet rays were strong conducted an evaluation of the tight feeling. Specifically, each skin cleansing agent composition was contained in a pump spray container ("Z-155-C110 (trade name)" manufactured by Takemoto Container Co., Ltd., injection volume per push: 0.15 g), and 5 g was applied by directly spraying it all over the body. After leaving it for about 5 seconds, it was then rinsed off with water so that the hands did not touch the skin. After pressing the skin with a towel to absorb the water, the tight feeling was scored by sensory evaluation based on the following criteria. The stronger the degree of tight feeling, the more it indicates insufficient moisturization.

[0108] 3 points: Felt no sense of tightness at all 2 points: Felt only a slight sense of tightness 1 point: Felt a sense of tightness 0 point: Felt a strong sense of tightness

[0109] The scores obtained by 10 people were totaled and averaged, and the degree of tight feeling was evaluated according to the following classification. The results are shown in Tables 5 to 7. ◎: 2.5 points or more ○: 1.5 points or more and less than 2.5 points △: 0.5 points or more and less than 1.5 points ×: Less than 0.5 points

[0110] <Evaluation of cool feeling> Regarding the prepared skin cleansing agent composition, the degree of cool feeling was evaluated in the same manner as in the reference test example. The results are shown in Tables 5 to 7.

[0111] <High-temperature stability evaluation> The prepared skin cleansing agent composition was stored at room temperature or under 50 °C conditions for one week. After storage, the differences in appearance and odor between the skin cleansing agent composition stored at room temperature and the skin cleansing agent composition stored under 50 °C conditions were visually observed, and the high-temperature stability was scored by evaluating it based on the following criteria. Note that the differences in appearance and odor evaluated the precipitation (specifically, the precipitation of bis(2-(2-ethoxyethoxy)ethyl) cyclohexane-1,4-dicarboxylate) and abnormal odor (specifically, the abnormal odor caused by menthol and menthyl succinate) in the skin cleansing agent composition stored under 50 °C conditions.

[0112] 3 points: No difference was observed at all. 2 points: Only a slight difference was observed. 1 point: A difference was observed. 0 point: A large difference was observed.

[0113] The scores obtained by 10 subjects were totaled and averaged, and the degree of formulation stability was evaluated according to the following classification. The results are shown in Tables 5 to 7. ◎: 2.5 points or more ○: More than 1.5 points and less than 2.5 points △: More than 0.5 points and less than 1.5 points ×: Less than 0.5 points

[0114] As shown in Tables 5 to 7, skin cleansing compositions containing a surfactant at a concentration exceeding 2% by weight (Comparative Examples 4 to 5) showed skin irritation, and in the skin cleansing composition containing a surfactant at a concentration of 0.025 to 2% by weight (Comparative Example 1), the cleaning power was not recognized because the concentration of the surfactant was too low. Further, in the skin cleansing composition (Comparative Example 2) containing an amphiphilic ester that does not show cleaning power alone (Comparative Example 3) together with a surfactant, even when the concentration of the surfactant was low, by simply applying it directly to the skin by spraying from a spray container without applying any physical friction, excellent cleaning power was obtained only by utilizing the mechanical force of the liquid flow, but it was not comfortable for sunburned and hot skin in terms of the cooling sensation. On the other hand, in the skin cleansing compositions (Examples 1 to 20) containing an amphiphilic ester that does not show cleaning power alone together with a surfactant and also containing a cooling component, even when the concentration of the surfactant is low, excellent cleaning power can be obtained only by utilizing the mechanical force of the liquid flow by simply applying it directly to the skin by spraying from a spray container without applying any physical friction, enabling gentle cleaning of the skin, and it can impart a comfortable cooling sensation to sunburned and hot skin.

[0115] In addition, all the skin cleansing compositions of the examples and comparative examples showed no precipitates and no off-odors at room temperature and were stable. On the other hand, regarding the high-temperature stability (formulation stability after storage at 50°C), precipitation of the amphiphilic ester was observed in the skin cleansing composition of Example 21, and an off-odor of menthol was observed in the skin cleansing composition of Example 22, but the skin cleansing compositions of Examples 1 to 20 were also excellent in terms of high-temperature stability.

[0116] [Table 5]

[0117] [Table 6]

[0118] [Table 7]

[0119] [Formulation Example] A liquid skin cleanser composition having the formulation shown in Table 8 was prepared. The skin cleanser compositions of all formulations had low skin irritation, excellent detergency, could impart a pleasant cool feeling, and also had excellent formulation stability at room temperature and high temperature.

[0120]

Table 8

Claims

1. A skin cleansing composition containing (A) an anionic surfactant, a nonionic surfactant, an amphoteric surfactant, and / or a natural surfactant, (B) bis(ethoxydiglycol) cyclohexane-1,4-dicarboxylate, (C) a cooling component, and water, wherein the content of the component (A) is 0.025 to 2% by weight (however, [i] those containing water, dipropylene glycol, PEG-7 (caprylic / capric acid) glycerides, PPG-14 polyglyceryl-2-ether, ascorbyl glucoside, allantoin, orange oil, chamomile flower extract, peppermint leaf extract, honey, sodium hyaluronate, polyquaternium-61, English lavender flower extract, water-soluble collagen, peat extract, butylene glycol, PEG-60 hydrogenated castor oil, octyldodeceth-20, citric acid, sodium citrate, glycerin, bis(ethoxydiglycol) cyclohexane-1,4-dicarboxylate, menthol, malic acid, sodium edetate, tocopherol, phenoxyethanol, ethylparaben, methylparaben, and fragrance; [ii] those containing water, alcohol, talc, bis(ethoxydiglycol) cyclohexane-1,4-dicarboxylate, (eicosanedioic acid / tetradecanedioic acid) polyglyceryl-10, butylene glycol, PEG-60 hydrogenated castor oil, menthol, aluminum potassium sulfate dried, methylparaben, propylparaben, sodium hyaluronate, and fragrance; and [iii] those containing ethanol and polyoxyalkylene glyceryl ether are excluded).

2. A skin cleansing composition containing (A) a surfactant as a cleansing component, (B) bis(ethoxydiglycol) cyclohexane-1,4-dicarboxylate, (C) a cooling component, and water, wherein the content of the component (A) is 0.025 to 2% by weight (however, [i] water, dipropylene glycol, PEG-7 (caprylic / capric acid) glycerides, PPG-14 polyglyceryl-2-ether, ascorbyl glucoside, allantoin, orange oil, chamomile flower extract, peppermint leaf extract, honey, sodium hyaluronate, polyquaternium-61, English lavender flower extract, water-soluble collagen, peat extract, butylene glycol, PEG-60 hydrogenated castor oil, octyldodeceth-20, citric acid, sodium citrate, glycerin, bis(ethoxydiglycol) cyclohexane-1,4-dicarboxylate, menthol, malic acid, sodium edetate, tocopherol, phenoxyethanol, ethylparaben, methylparaben, and fragrance; [ii] water, alcohol, talc, bis(ethoxydiglycol) cyclohexane-1,4-dicarboxylate, (eicosanedioic acid / tetradecanedioic acid) polyglyceryl-10, butylene glycol, PEG-60 hydrogenated castor oil, menthol, aluminum potassium sulfate dried, methylparaben, propylparaben, sodium hyaluronate, and fragrance; and [iii] excluding those containing ethanol and polyoxyalkylene glyceryl ether).

3. The skin cleansing composition according to claim 1 or 2, wherein the component (A) is an anionic surfactant selected from (A1) lauric acid, cocoyl glutamate, cocoyl methyl taurine, and salts thereof, (A2) an alkanolamide type nonionic surfactant, and an ester-ether type nonionic surfactant, (A3) a fatty acid amide propyl betaine type amphoteric surfactant, and (A4) lysophosphatidylcholine and saponin.

4. The skin cleansing composition according to any one of claims 1 to 3, wherein the content of the component (A) is 0.025 to 0.9% by weight.

5. The skin cleansing composition according to any one of claims 1 to 4, wherein the component (C) is menthol and / or menthyl succinate.

6. The skin cleansing composition according to any one of claims 1 to 5, wherein the content of the component (C) is 0.001 to 0.5% by weight.

7. The skin cleansing composition according to any one of claims 1 to 6, which is applied to the skin after sunburn.

8. A skin cleansing composition containing (A) an anionic surfactant, a nonionic surfactant, an amphoteric surfactant, and / or a natural surfactant, (C) a cooling component, and water, and containing 0.025 to 2% by weight of the component (A) (however, [i] water, dipropylene glycol, PEG-7 (caprylic / capric acid) glyceride, PPG-14 polyglyceryl-2-ether, ascorbyl glucoside, allantoin, orange oil, chamomile flower extract, peppermint leaf extract, honey, sodium hyaluronate, polyquaternium-61, English lavender flower extract, water-soluble collagen, peat extract, butylene glycol, PEG-60 hydrogenated castor oil, octyldodeceth-20, citric acid, sodium citrate, glycerin, cyclohexane-1,4-dicarboxylic acid bisethoxydiglycol, menthol, malic acid, sodium edetate, tocopherol, phenoxyethanol, ethylparaben, methylparaben, and fragrance; [ii] water, alcohol, talc, cyclohexane-1,4-dicarboxylic acid bisethoxydiglycol, (eicosanedioic acid / tetradecanedioic acid) polyglyceryl-10, butylene glycol, PEG-60 hydrogenated castor oil, menthol, dried potassium aluminum sulfate, methylparaben, propylparaben, sodium hyaluronate, and fragrance; and [iii] excluding those containing ethanol and polyoxyalkylene glyceryl ether), which is a method for improving the detergency in A method for improving detergency, wherein (B) cyclohexane-1,4-dicarboxylic acid bisethoxydiglycol is blended with the skin cleansing composition together with the component (A), the component (C), and water.

9. A method for improving the detergency in a skin cleansing composition containing (A) a surfactant as a cleansing component, (C) a cooling component, and water, and containing 0.025 to 2% by weight of the component (A) (however, [i] those containing water, dipropylene glycol, PEG-7 (caprylic / capric acid) glycerides, PPG-14 polyglyceryl-2-ether, ascorbyl glucoside, allantoin, orange oil, chamomile flower extract, peppermint leaf extract, honey, sodium hyaluronate, polyquaternium-61, English lavender flower extract, water-soluble collagen, peat extract, butylene glycol, PEG-60 hydrogenated castor oil, octyldodeceth-20, citric acid, sodium citrate, glycerin, cyclohexane-1,4-dicarboxylic acid bisethoxydiglycol, menthol, malic acid, sodium edetate, tocopherol, phenoxyethanol, ethylparaben, methylparaben, and fragrance; [ii] those containing water, alcohol, talc, cyclohexane-1,4-dicarboxylic acid bisethoxydiglycol, (eicosanedioic acid / tetradecanedioic acid) polyglyceryl-10, butylene glycol, PEG-60 hydrogenated castor oil, menthol, dried potassium aluminum sulfate, methylparaben, propylparaben, sodium hyaluronate, and fragrance; and [iii] those containing ethanol and polyoxyalkylene glyceryl ether are excluded). The method comprises adding (B) cyclohexane-1,4-dicarboxylic acid bisethoxydiglycol to the skin cleansing composition together with the component (A), the component (C), and water to improve the detergency. A method for improving detergency, which comprises adding (B) cyclohexane-1,4-dicarboxylic acid bisethoxydiglycol to a skin cleansing composition together with the component (A), the component (C), and water.

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