Skin cleanser composition

JP2024057923A5Pending Publication Date: 2025-09-30KAO CORP
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Patent Information

Application Number
JP2022164916
Authority / Receiving Office
JP · JP
Patent Type
Applications
Current Assignee / Owner
Filing Date
2022-10-13
Publication Date
2025-09-30

AI Technical Summary

Technical Problem

Conventional skin cleansing compositions with N-acyl amino acid salts exhibit poor foam elasticity and leave a feeling of tightness after washing, despite having good foaming properties.

Method used

A skin cleansing composition comprising diacylglutamic acid lysine salt in combination with N-acylglycine salt, N-acylalanine salt, and fatty acid polyglyceryl, which enhances foam elasticity and reduces skin tightness after rinsing, while maintaining stability against crystal precipitation due to temperature changes.

Benefits of technology

The composition achieves excellent foam elasticity, prevents skin tightness after rinsing, and maintains storage stability by preventing crystal precipitation, providing a superior skin feel and cleansing experience.

✦ Generated by Eureka AI based on patent content.

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Abstract

To provide a skin cleanser composition with excellent foam elasticity, no feeling of tightness after rinsing, and a good skin feel after cleansing.SOLUTION: A skin cleanser composition contains (A) an N-acylglycine salt represented by the general formula (1) in the figure, (B) an N-acylalanine salt represented by the general formula (2) in the figure, (C) a fatty acid polyglyceryl, (D) a diacylglutamate salt, and (E) water.SELECTED DRAWING: None
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Description

[Technical field]

[0001] The present invention relates to a skin cleansing composition. [Background technology]

[0002] 2. Description of the Related Art Skin cleansing compositions that are mild to the skin and have an excellent feel when used have been developed using N-acylamino acid salts as less irritating surfactants. For example, Patent Document 1 describes that a cream-type skin cleanser composition containing an N-acylglycine salt, an N-acylalanine salt, and a linear fatty acid polyglyceryl with an HLB of 16 or less is mild to the skin and has excellent foaming properties such as foaming. [Prior art documents] [Patent documents]

[0003] [Patent Document 1] Patent Publication No. 2021-50157 Summary of the Invention [Problem to be solved by the invention]

[0004] Conventional cleansing compositions have excellent foaming properties and foam volume, but have problems with poor foam elasticity.Furthermore, the skin feels tight after cleansing and is not fully satisfied with the texture. [Means for solving the problem]

[0005] The present inventors have discovered that by using a combination of an N-acylglycine salt, an N-acylalanine salt, a fatty acid polyglyceryl, and a diacylglutamic acid lysine salt, it is possible to obtain a skin cleansing composition which has excellent foam elasticity, is not tight after rinsing, and leaves a good skin feel after cleansing, and thus completed the present invention.

[0006] The present invention comprises the following components (A), (B), (C), (D) and (E): (A) General formula (1):

[0007] [ka]

[0008] (In the formula, R 1 represents a linear or branched alkyl or alkenyl group having 7 to 23 carbon atoms; M 1 indicates an alkali metal or alkanolamine) N-acylglycine salt represented by the formula: (B) General formula (2):

[0009] [ka]

[0010] (In the formula, R 2 represents a linear or branched alkyl or alkenyl group having 7 to 23 carbon atoms; M 2 indicates an alkali metal or alkanolamine) N-acylalanine salt represented by the formula: (C) fatty acid polyglyceryl, (D) diacylglutamate, (E)Water The present invention relates to a skin cleansing composition comprising the above-mentioned compound. Effect of the Invention

[0011] The skin cleansing composition of the present invention has excellent foam elasticity, does not leave a tight feeling after rinsing, and leaves a good feel on the skin after cleaning. In addition, it does not precipitate crystals even if there is a temperature change during storage, and has excellent storage stability. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0012] The component (A) used in the present invention is an N-acylglycine salt represented by the above general formula (1). In general formula (1), R 1 As the alkyl group, an alkyl group having 9 to 21 carbon atoms is preferable, and an alkyl group having 11 to 19 carbon atoms is more preferable. Specific examples of fatty acid residues constituting the acyl group of the N-acylglycine salt of component (A) include caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, isostearic acid, oleic acid, linoleic acid, behenic acid, etc., which may be derived from animals or plants, and examples include coconut oil fatty acid, palm oil fatty acid, hardened beef tallow fatty acid, etc. Among these, from the viewpoint of improving foam elasticity, it is preferable to contain one or more selected from lauric acid, myristic acid, palmitic acid, stearic acid, and coconut oil fatty acid, more preferably to contain one or more selected from lauric acid, myristic acid, and coconut oil fatty acid, and even more preferably to contain coconut oil fatty acid.

[0013] In general formula (2), M 1 Examples of the additives include alkali metals such as sodium and potassium, and alkanolamines such as monoethanolamine, diethanolamine, triethanolamine, etc. Among these, from the viewpoint of improving the elasticity of the foam, alkali metals are preferred, one or more selected from sodium and potassium are more preferred, and potassium is even more preferred.

[0014] Examples of the N-acylglycine salt of component (A) include alkali metal salts or alkanolamine salts of lauroyl glycine, myristoyl glycine, palmitoyl glycine, stearoyl glycine, coconut oil fatty acid acylglycine, palm oil fatty acid acylglycine, and the like. Among these, from the viewpoint of improving foam elasticity, it is preferable to contain one or more selected from lauroyl glycine, myristoyl glycine, palmitoyl glycine, stearoyl glycine, and alkali metal salts of coconut oil fatty acid acyl glycine, it is more preferable to contain one or more selected from lauroyl glycine, myristoyl glycine, and alkali metal salts of coconut oil fatty acid acyl glycine, it is even more preferable to contain alkali metal salts of coconut oil fatty acid acyl glycine, and it is even more preferable to contain potassium coconut oil fatty acid acyl glycine. Note that potassium coconut oil fatty acid acyl glycine is also called K cocoyl glycine.

[0015] One or more kinds of component (A) may be used, and the content is preferably 14 to 28 mass% of the total composition from the viewpoint of improving foam elasticity, more preferably 16 to 26 mass%, and even more preferably 18 to 24 mass%. The content of component (A) indicates the content as a salt.

[0016] The component (B) is an N-acylalanine salt represented by the above general formula (2). In general formula (2), R 2 As the alkyl group, an alkyl group having 9 to 21 carbon atoms is preferable, and an alkyl group having 11 to 19 carbon atoms is more preferable. Specific examples of the acyl group constituting the N-acylalanine salt of component (B) include fatty acids such as caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, isostearic acid, oleic acid, linoleic acid, and behenic acid, which may be derived from animals or plants, and examples of the fatty acids include coconut oil fatty acid, palm oil fatty acid, and hardened beef tallow fatty acid. Of these, it is preferable to include coconut oil fatty acid from the viewpoints of lathering and skin feel after washing.

[0017] In general formula (2), M 2 Examples of the ethanolamine include alkali metals such as sodium and potassium, and alkanolamines such as monoethanolamine, diethanolamine, triethanolamine, etc. Among these, sodium and triethanolamine are more preferred from the viewpoints of foaming and skin feel after washing.

[0018] Examples of the N-acylalanine salt of component (B) include alkali metal salts or alkanolamine salts of lauroylalanine, myristoylalanine, palmitoylalanine, stearoylalanine, coconut oil fatty acid acylalanine, palm oil fatty acid acylalanine, and the like. Among these, from the viewpoint of improving foam elasticity, it is preferable to contain one or more selected from alkanolamine salts of lauroylalanine, myristoylalanine, palmitoylalanine, stearoylalanine, coconut oil fatty acid acylalanine, palm oil fatty acid acylalanine, etc., more preferably to contain one or more selected from alkanolamine salts of lauroylalanine, myristoylalanine, coconut oil fatty acid acylalanine, more preferably to contain alkanolamine salts of coconut oil fatty acid acylalanine, and even more preferably to contain coconut oil fatty acid acylalanine triethanolamine. Note that coconut oil fatty acid acylalanine triethanolamine is also called cocoyl alanine TEA. Alanine may be any of L-, D- and DL-forms.

[0019] One or more kinds of component (B) can be used, and the content is preferably 0.5 to 8 mass% of the total composition, more preferably 1 to 6 mass%, and even more preferably 2 to 4 mass%, from the viewpoint of suppressing crystal precipitation due to temperature change during storage. The content of component (B) indicates the content as a salt.

[0020] The fatty acid polyglyceryl of component (C) is an ester of a fatty acid and polyglycerin. The degree of polymerization of the polyglycerin constituting the fatty acid polyglyceryl of component (C) is preferably 6 to 14, and more preferably 8 to 12, from the viewpoint of suppressing crystal precipitation due to temperature changes during storage. In addition, the fatty acid constituting the fatty acid polyglyceryl has preferably 12 to 18 carbon atoms, more preferably 12 to 16 carbon atoms, even more preferably 12 to 14 carbon atoms, and even more preferably 14 carbon atoms, from the viewpoint of suppressing crystal precipitation due to temperature change during storage. In addition, the fatty acid residue constituting the fatty acid polyglyceryl may be either linear or branched, but is preferably linear, from the viewpoint of suppressing crystal precipitation due to temperature change during storage. In addition, it may be either saturated or unsaturated, but is preferably saturated.

[0021] Examples of component (C) include hexaglyceryl laurate, decaglyceryl laurate, decaglyceryl myristate, and decaglyceryl stearate. As component (C), from the viewpoint of suppressing crystal precipitation due to temperature changes during storage, a monoester of polyglycerol having a polymerization degree of 6 to 14 and a linear saturated fatty acid having 12 to 18 carbon atoms is used. It is preferable to include one or more selected from the group consisting of monoesters of polyglycerol having a degree of polymerization of 8 to 12 and linear saturated fatty acids having 12 to 14 carbon atoms, and it is even more preferable to include decaglyceryl myristate.

[0022] Component (C) may be used alone or in combination with two or more kinds. From the viewpoint of suppressing crystal precipitation due to temperature changes during storage, the content is preferably 0.5 to 8 mass % of the total composition, more preferably 1 to 6 mass %, and even more preferably 2 to 4 mass %.

[0023] The diacylglutamic acid lysine salt of component (D) is a salt of an amphiphilic compound composed of a fatty acid and an amino acid. The fatty acid residue constituting the acyl group of the diacylglutamic acid lysine salt includes fatty acid residues having 8 to 22 carbon atoms, specifically including caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, isostearic acid, oleic acid, linoleic acid, behenic acid, etc., which may be derived from animals or plants, and examples thereof include coconut oil fatty acid, palm oil fatty acid, and hardened beef tallow fatty acid, etc. Among these, from the viewpoint of improving the elasticity of the foam, the fatty acid residue constituting the acyl group preferably includes one or more selected from lauric acid, myristic acid, palmitic acid, stearic acid, oleic acid, and linoleic acid, more preferably includes one or more selected from lauric acid, myristic acid, palmitic acid, and stearic acid, even more preferably includes one or more selected from lauric acid and myristic acid, and even more preferably includes lauric acid. Furthermore, examples of these salts include alkali metal salts such as sodium and potassium, organic amine salts such as triethanolamine salts, and basic amino acid salts such as arginine. From the viewpoint of reducing the tightness after rinsing, the alkali metal salts are preferred, and one or more selected from the sodium salt and the potassium salt are more preferred, with the sodium salt being even more preferred.

[0024] From the viewpoints of improving foam elasticity and reducing a feeling of tightness after rinsing, component (D) preferably contains one or more selected from sodium dilauroyl glutamate lysine, sodium dimyristoyl glutamate lysine, sodium distearoyl glutamate lysine, and sodium dilinoleoyl glutamate lysine, and more preferably contains sodium dilauroyl glutamate lysine.

[0025] Diacylglutamic acid lysine salt can be synthesized by reacting L-lysine hydrochloride with N-fatty acyl-L-glutamic acid anhydride. In addition, examples of commercially available diacylglutamic acid lysine salts that can be used include Pellicer L-30 (trade name) (sodium dilauroyl glutamate lysine, active content 29%, water 71%) and Pellicer LB-10 (trade name) (sodium dilauroyl glutamate lysine, active content 10%, 1,3-butylene glycol 10%, water 80%) manufactured by Asahi Kasei Chemicals Corporation.

[0026] Component (D) may be used alone or in combination of two or more, and the content is preferably 0.05 to 2.5 mass% of the total composition, more preferably 0.2 to 1.5 mass%, and even more preferably 0.3 to 0.8 mass%, from the viewpoints of improving foam elasticity and reducing tightness after rinsing. The content of component (D) indicates the content as a salt.

[0027] In the present invention, the mass ratio (A) / (D) of component (A) to component (D) is preferably 10 to 300, more preferably 15 to 200, and even more preferably 40 to 50, from the viewpoints of improving foam elasticity, reducing tightness after rinsing, and suppressing crystal precipitation due to temperature change during storage.

[0028] In the present invention, the mass ratio (C) / (D) of component (C) to component (D) is preferably 2 to 50, more preferably 2 to 40, and even more preferably 5 to 15, from the viewpoints of reducing the tightness after rinsing and suppressing the precipitation of crystals due to temperature changes during storage.

[0029] In the present invention, the water of component (E) constitutes the balance of each component, and from the viewpoint of improving foam elasticity, its content is preferably 14 to 26 mass% of the total composition, more preferably 16 to 24 mass%, and even more preferably 18 to 22 mass%.

[0030] The skin cleansing composition of the present invention may further contain (F) a tetrahydric alcohol, It improves the elasticity of the foam and reduces the feeling of tightness after rinsing. The tetrahydric alcohol of component (F) is a compound having four hydroxyl groups in the molecule, and may be any of those commonly used in skin cleansing compositions. The tetrahydric alcohol includes diglycerin, and diglycerin is preferred.

[0031] Component (F) may be used alone or in combination with two or more kinds. From the viewpoints of improving foam elasticity and reducing a feeling of tightness after rinsing, the content is preferably from 2 to 40 mass% of the total composition, more preferably from 4 to 35 mass%, and even more preferably from 10 to 25 mass%.

[0032] The skin cleansing composition of the present invention may further contain (G) a sugar alcohol, which can improve foam elasticity. The sugar alcohols of component (G) are obtained by reducing the reducing groups (aldehyde and ketone groups) of sugars having reducing groups to alcohol groups. Examples of the sugar alcohol of component (G) include xylitol, lactitol, paranititol, sorbitol, maltitol, mannitol, erythritol, trehalose, glucosyl trehalose, polyoxyethylene methyl glucoside, polyoxypropylene methyl glucoside, and other polyoxyalkylene alkyl glucosides. Of these, from the viewpoint of improving foam elasticity, it is preferable to contain one or more selected from sorbitol and polyoxyalkylene alkyl glucosides, and it is more preferable to contain polyoxyalkylene alkyl glucosides.

[0033] Here, examples of the alkyl group constituting the alkyl glucoside in the polyoxyalkylene alkyl glucoside include alkyl groups having 1 to 4 carbon atoms, such as a methyl group and an ethyl group. From the viewpoint of improving foam elasticity, one or more types selected from the methyl group and the ethyl group are preferred, and a methyl group is more preferred. As the polyoxyalkylene alkyl glucoside, polyoxyalkylene methyl glucoside is preferred from the viewpoint of improving foam elasticity. Polyoxyalkylene methyl glucoside is represented by the following general formula (3).

[0034] [ka]

[0035] (In the formula, A represents a linear or branched alkylene group having 2 to 4 carbon atoms, and a, b, c, and d represent the average number of moles of polyoxyalkylene chains added and are numbers of 2 to 30.) In general formula (3), from the viewpoint of improving foam elasticity, A is preferably a linear or branched alkylene group having 2 or 3 carbon atoms, and more preferably an alkylene group having 2 carbon atoms. Also, a linear alkylene group is preferable. In general formula (3), the total number of a, b, c, and d is preferably 8 to 25, more preferably 15 to 23, and even more preferably 20, from the viewpoint of improving foam elasticity. As the polyoxyalkylene methyl glucoside, from the viewpoint of improving foam elasticity, polyoxyethylene methyl glucoside is preferable. The average number of added moles of polyoxyethylene chains contained in the polyoxyethylene methyl glucoside is preferably 8 to 25, more preferably 15 to 23, and even more preferably 20. Examples of polyoxyethylene methyl glucoside include polyoxyethylene methyl glucoside (10 E.O.), which has an average number of added moles of polyoxyethylene chains of 10, and polyoxyethylene methyl glucoside (20 E.O.), which has an average number of added moles of polyoxyethylene chains of 20. As the polyoxyethylene methyl glucoside, polyoxyethylene methyl glucoside (20E.O.) is preferred from the viewpoint of improving foam elasticity.

[0036] The polyoxyalkylene alkyl glucoside may be commercially available. For example, polyoxyethylene methyl glucoside (20E.O.) may be Macbiobride MG-20E (manufactured by NOF Corporation), and polyoxyethylene methyl glucoside (10E.O.) may be Macbiobride MG-10E (manufactured by NOF Corporation) and Glucam E-10 LFG (manufactured by Lubrizol Japan).

[0037] Component (G) can be used alone or in combination of two or more kinds. From the viewpoint of improving foam elasticity, the content is preferably 0.05 to 13 mass % of the total composition, more preferably 0.5 to 12 mass %, and even more preferably 2 to 7 mass %.

[0038] The skin cleanser composition of the present invention may contain, in addition to the above-mentioned components, components used in ordinary skin cleanser compositions, such as surfactants other than the components (A), (B), (C) and (D), oily components, pH adjusters, bactericides, anti-inflammatory agents, preservatives, chelating agents, salts, pearlizing agents, scrubbing agents, fragrances, cooling agents, pigments, ultraviolet absorbing agents, antioxidants, plant extracts and the like.

[0039] The skin cleansing composition of the present invention can be produced according to a conventional method, for example, as follows. Add the remaining ingredients to the heated water, heat and stir, then cool.

[0040] The skin cleansing composition of the present invention is preferably in the form of a cream or a paste. From the viewpoint of improving foam elasticity, the skin cleansing composition of the present invention has a viscosity at 20° C. of preferably 100 to 2000 Pa·s, more preferably 200 to 1500 Pa·s, and even more preferably 300 to 1000 Pa·s. In the present invention, the viscosity is measured under the following conditions. Measuring equipment: Spindle viscometer (manufactured by Toki Sangyo Co., Ltd.), Measuring tool: TF, Rotation speed: 5 rpm, Measurement time: 60 seconds, Measurement temperature: 20℃

[0041] The skin cleansing composition of the present invention is used for cleansing the skin and can be used as a hand soap, a facial cleanser, a body soap, etc. The skin cleansing composition of the present invention can be used to cleanse the skin, for example, by lathering it, applying it to the skin, and then rinsing it off with water. EXAMPLES

[0042] Examples 1 to 7 and Comparative Example 1 Skin cleansing compositions having the compositions shown in Table 1 were prepared and evaluated for crystal stability, foam elasticity, and skin feel after cleansing (lack of tightness). The results are also shown in Table 1.

[0043] (Manufacturing method) Water and glycerin were heated to 70 to 90°C and stirred. Then, the components other than citric acid were added and stirred while heated to 70 to 90°C. Then, the mixture was cooled with stirring, and citric acid was added at 50°C and stirred until homogenous. The mixture was further cooled to 20 to 35°C with stirring to obtain a skin cleansing composition.

[0044] (Evaluation method) (1) Crystal stability: Each skin cleansing composition was stored for 2 weeks in a thermostatic chamber repeating the following temperature cycles: 6 hours at a constant temperature of -10°C, 6 hours of heating from -10°C to 45°C at a constant temperature increase rate, 6 hours at a constant temperature of 45°C, and 6 hours of cooling from 45°C to -10°C at a constant temperature decrease rate. After that, the skin cleansing composition stored at 20°C for 24 hours was observed for crystal precipitation using a polarizing microscope (Nikon, ECLIPSE LV100POL) and evaluated according to the following criteria. ○: No crystal precipitation (crystal diameter less than 100 μm). ×: Crystal precipitation observed (crystal diameter 100 μm or more).

[0045] (2) Foam elasticity: Three expert evaluators used 2 g of each skin cleansing composition, diluted 10 times with water, to create a lather in their hands for 30 seconds, and then pressed the palms of their hands together while holding the lather in that state. The elasticity of the lather was evaluated according to the following criteria. The results were shown as the total score of the three evaluators. 5: It has sufficient elasticity. 4: Elastic. 3: Slightly elastic. 2: No elasticity. 1: No elasticity at all.

[0046] (3) Skin feel after washing (no tightness): Three expert evaluators worked 2 g of each skin cleansing composition into foam using 10 times the amount of water for 30 seconds, washed their faces, rinsed thoroughly until all the foam disappeared, and then towel-dried the skin. The results were evaluated according to the following criteria. The total score of the three evaluators was shown. 5: No tightness. 4: Almost no tightness. 3: Somewhat tight. 2: Tight. 1: Very tight.

[0047] [Table 1]

[0048] *1: Amirite GCK-11(F), Ajinomoto Co., Inc. *2: Amirite ACT-12, Ajinomoto Co., Inc. (Cocoyl alanine TEA: 30% by mass, water: 70% by mass. The content in Table 1 indicates the amount of cocoyl alanine TEA) *3: S-Face M-1001, Sakamoto Pharmaceutical Co., Ltd. *4: Pellicer LB-10, Asahi Kasei Finechem Co., Ltd. (Sodium dilauroyl glutamate lysine: 10% by mass, 1,3-butylene glycol: 10% by mass, water: 80% by mass. The content in Table 1 indicates the amount of sodium dilauroyl glutamate lysine) *5: Diglycerin 801, Sakamoto Orient Chemicals Corporation, *6: MacbioBride MG-20E, NOF Corporation

[0049] Test Example 1 The storage modulus (G') was measured as an index of foam elasticity using Anton Paar Physica MCR301 for the skin cleansing compositions of Example 1 and Comparative Example 1. The measuring tool was a parallel plate PP-50, and the measuring temperature was 20°C. The G' value at a shear stress of 0.1 Pa was taken as the foam elasticity. As a result, in Example 1, G' was 32.6, and in Comparative Example 1, G' was 27.6. It was confirmed that the skin cleansing composition of Example 1 had a higher G' value and higher foam elasticity than Comparative Example 1.

[0050] Prescription Example 1 In the same manner as in Examples 1 to 7, skin cleansing compositions having the compositions shown in Table 2 were produced. The obtained skin cleansing composition has excellent foam elasticity, does not leave a tight feeling after rinsing, has a good feel on the skin after cleansing, and is also excellent in storage stability. The contents in the formulation examples all indicate the contents of raw materials.

[0051] [Table 2]

Claims

1. The following components (A), (B), (C), (D), and (E): (A) General formula (1): 【Chemical 1】 (In the formula, R 1 represents a linear or branched alkyl or alkenyl group having 7 to 23 carbon atoms; M 1 indicates an alkali metal or alkanolamine) N-acylglycine salts represented by the formula: (B) General formula (2): 【Chemistry 2】 (In the formula, R 2 represents a linear or branched alkyl or alkenyl group having 7 to 23 carbon atoms; M 2 indicates an alkali metal or alkanolamine) N-acylalanine salts represented by the formula: (C) fatty acid polyglyceryl, (D) diacylglutamate, (E) Water A skin cleansing composition comprising:

2. 2. The skin cleanser composition according to claim 1, wherein the mass ratio (A) / (D) of component (A) to component (D) is 10 to 300.

3. 3. The skin cleanser composition according to claim 1, wherein the mass ratio (C) / (D) of component (C) to component (D) is 2 to 50.

4. 3. The skin cleanser composition according to claim 1, wherein the content of component (D) is 0.05 to 2.5% by mass.

5. The skin cleanser composition according to claim 1 or 2, further comprising (F) a tetrahydric alcohol.

6. The skin cleanser composition according to claim 1 or 2, further comprising (G) a sugar alcohol.