Oil-in-water type emulsified cosmetic

The oil-in-water emulsion cosmetic formulation, featuring tranexamic acid, a specific copolymer, and diesters of dicarboxylic acids, addresses the challenges of poor texture and skin compatibility in high tranexamic acid cosmetics, resulting in improved moisturizing properties and makeup application.

JP2025085113AActive Publication Date: 2025-06-05FUAN KERU
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Patent Information

Application Number
JP2023198764
Authority / Receiving Office
JP · JP
Patent Type
Applications
Current Assignee / Owner
Filing Date
2023-11-24
Publication Date
2025-06-05
Estimated Expiration
2043-11-24

AI Technical Summary

Technical Problem

Oil-in-water emulsion cosmetics containing high levels of tranexamic acid often result in poor texture, reduced spreadability, and compromised skin compatibility, which can hinder the application of subsequent makeup.

Method used

An oil-in-water emulsion cosmetic formulation that includes tranexamic acid in the range of 0.1 to 5% by mass, combined with a 2-Methacryloyloxyethyl phosphorylcholine-stearyl methacrylate copolymer and diesters of dicarboxylic acids, to enhance moisturizing properties and improve makeup application.

Benefits of technology

The cosmetic formulation provides excellent moisturizing feel and usability, while allowing for smooth and even makeup application, addressing the issues of poor texture and skin compatibility associated with high tranexamic acid content.

✦ Generated by Eureka AI based on patent content.

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Abstract

To provide an oil-in-water type emulsified cosmetic having excellent moisturizing feeling and use feeling, and satisfactory makeup finish after application.SOLUTION: An oil-in-water type emulsified cosmetic contains (A) to (C): (A) tranexamic acid by 0.1 to 5 mass%; (B) 2-methacryloyloxyethyl phosphorylcholine / stearyl methacrylate copolymer; and (C) diester of dicarboxylic acid.SELECTED DRAWING: None
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Description

[Technical field]

[0001] The present invention relates to an oil-in-water emulsion cosmetic preparation. [Background technology]

[0002] In recent years, the functions required for skin care cosmetics have become more diverse, and in addition to moisturizing effects, they are also required to have functions such as whitening effects. Active whitening ingredients include vitamin C, vitamin E, kojic acid, arbutin, and tranexamic acid. Among them, tranexamic acid is an ingredient that has an "antiplasmin effect" that suppresses the enzyme "plasmin" in the body that causes inflammation, and has been attracting attention in recent years as an active whitening ingredient. In order to achieve the whitening effect of tranexamic acid, it is necessary to incorporate 0.5 to 2% by mass of tranexamic acid into the entire cosmetic. However, it is known that cosmetics containing a high amount of tranexamic acid have a poor texture when used, and it has been empirically recognized that a content of 0.5 to 2% by mass of the entire cosmetic results in a poor texture when used. In particular, the deterioration of texture when used is remarkable in oil-in-water emulsion cosmetics, and the deterioration of spreadability and skin compatibility, which are important design qualities of cosmetics, has often been a problem.

[0003] Techniques have been proposed for improving the feel of use in cosmetics containing a high content of tranexamic acid. For example, in Patent Document 1, the applicant has proposed an emulsion cosmetic that contains (A) 0.5 to 2 mass% of tranexamic acids and / or 3 to 10 mass% of niacinamide, (B) an oil containing one or more selected from silicone oil and tri(caprylic / capric)glyceryl having a kinetic viscosity of 50 cSt or less, (C) 1.5 to 6.5 mass% of silicic anhydride, (D) ethanol, (E) polyhydric alcohol, and (F) water, which has a fresh feel when applied to the skin, spreads well and blends well with the skin, and leaves the skin non-sticky and with an excellent smooth feel after application.

[0004] Generally, at the end of skin care, an oil-in-water emulsion cosmetic such as a lotion or cream is applied, and then makeup is applied. However, it has been found that applying an oil-in-water emulsion cosmetic containing a high content of tranexamic acid during skin care reduces the application of makeup such as foundation in the subsequent makeup application. [Prior art documents] [Patent documents]

[0005] [Patent Document 1] JP 2023-025315 A Summary of the Invention [Problem to be solved by the invention]

[0006] An object of the present invention is to provide an oil-in-water emulsion cosmetic which has an excellent moisturizing feeling and feeling in use and allows for good application of makeup thereafter. [Means for solving the problem]

[0007] The means for solving the problems of the present invention are as follows. 1. An oil-in-water emulsion cosmetic comprising (A) to (C). (A) Tranexamic acid 0.1 to 5% by mass (B) 2-Methacryloyloxyethyl phosphorylcholine-stearyl methacrylate copolymer (C) Diesters of dicarboxylic acids 2. The oil-in-water emulsion cosmetic preparation according to 1, wherein component (C) is a diester of a dicarboxylic acid having 4 to 8 carbon atoms and a monohydric alcohol having 4 to 18 carbon atoms. 3. The oil-in-water emulsion cosmetic according to 1. or 2., characterized in that component (C) is one or more selected from diisostearyl malate, diethylhexyl succinate, diethoxyethyl succinate, bis-ethoxydiglycol cyclohexanedicarboxylate, and bis-ethoxydiglycol succinate. Effect of the Invention

[0008] The oil-in-water emulsion cosmetic of the present invention has excellent moisturizing properties and a good feel when used. The oil-in-water emulsion cosmetic of the present invention has excellent makeup wear after application, and makeup can be applied smoothly after application of the oil-in-water emulsion cosmetic of the present invention. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0009] The oil-in-water emulsion cosmetic preparation (hereinafter also referred to as cosmetic preparation) of the present invention contains (A) to (C). (A) Tranexamic acid 0.1 to 5% by mass (B) 2-Methacryloyloxyethyl phosphorylcholine-stearyl methacrylate copolymer (C) Diesters of dicarboxylic acids In this specification, the expression "A to B (A and B are numerical values)" means a numerical range including both ends, that is, A or more and B or less.

[0010] (A) Tranexamic acid Tranexamic acid is an abbreviation of trans-4-aminomethylcyclohexane-1-carboxylic acid, and is mainly used in cosmetics as a whitening agent or anti-inflammatory agent. Commercially available products include "Japanese Pharmacopoeia Tranexamic Acid" (Maruzen Pharmaceutical Co., Ltd.). As tranexamic acid, tranexamic acid or its derivatives can be used, and as derivatives, tranexamic acid salts (metal salts such as magnesium salt, calcium salt, sodium salt, potassium salt, etc., phosphate salt, hydrochloride salt, hydrobromide salt, sulfate salt, etc.), tranexamic acid esters (vitamin esters such as vitamin A ester, vitamin E ester, vitamin C ester, alkyl esters), tranexamic acid amide, dimers of tranexamic acid, etc. can be used. In addition, one or more of tranexamic acid and tranexamic acid derivatives can be used. The blending ratio of (A) tranexamic acid is from 0.1% by mass to 5% by mass inclusive, preferably from 0.3% by mass or more, more preferably from 0.5% by mass or more, and preferably from 4% by mass or less, more preferably from 3% by mass or less, based on the total mass of the cosmetic composition of the present invention.

[0011] (B) 2-Methacryloyloxyethyl phosphorylcholine-stearyl methacrylate copolymer The phosphorylcholine group is the polar group of the phospholipids that compose the cell membrane. Component (B) is a copolymer of 2-methacryloyloxyethyl phosphorylcholine having a phosphorylcholine group and stearoyl methacrylate, and its cosmetic labeling name is Polyquaternium-61. Commercially available products of component (B) include "Lipidure-S", "Lipidure-NR", and "Lipidure-NA" (all manufactured by NOF Corporation). From the viewpoint of usability, the blending ratio of component (B) is preferably from 0.001% by mass to 0.2% by mass, more preferably from 0.002% by mass or more, even more preferably from 0.004% by mass or more, and more preferably from 0.16% by mass or less, even more preferably from 0.12% by mass or less, based on the entire cosmetic preparation of the present invention.

[0012] (C) Diesters of dicarboxylic acids The dicarboxylic acid component in the diester of dicarboxylic acid is not particularly limited, and examples thereof include oxalic acid, malonic acid, succinic acid, malic acid, maleic acid, fumaric acid, glutaric acid, adipic acid, pimelic acid, suberic acid, azelaic acid, sebacic acid, phthalic acid, isophthalic acid, terephthalic acid, cyclohexanedicarboxylic acid, etc., and one or more of these can be used. Among these, dicarboxylic acids having 4 to 8 carbon atoms are preferred, and among these, saturated dicarboxylic acids are more preferred. The alcohol component in the diester of dicarboxylic acid is not particularly limited, and examples thereof include octanol, 2-ethylhexanol, stearyl alcohol, isostearyl alcohol, ethoxyethanol, ethoxydiglycol, glycerin, polyglycerin, PEG, etc., and one or more of these can be used. Among these, monohydric alcohols having 4 to 18 carbon atoms are preferred, and among these, branched aliphatic alcohols having 8 to 18 carbon atoms or alcohols having 4 to 6 carbon atoms and an ether bond in the molecule are preferred.

[0013] As the diester of dicarboxylic acid, one or more kinds can be used. Specifically, diisostearyl malate, diethylhexyl succinate, diethoxyethyl succinate, bisethoxydiglycol cyclohexanedicarboxylate, and bisethoxydiglycol succinate are particularly preferred. From the viewpoint of usability, the blending ratio of component (C) is preferably from 0.5% by mass to 20% by mass, more preferably from 0.7% by mass or more, even more preferably from 0.9% by mass or more, and more preferably from 16% by mass or less, even more preferably from 12% by mass or less, based on the entire cosmetic preparation of the present invention.

[0014] In the oil-in-water emulsion cosmetic of the present invention, the mass ratio (A / B) of the component (A) to the component (B) is preferably 15 or more and 500 or less, more preferably 20 or more, and more preferably 400 or less, from the viewpoint of cosmetic application. In the oil-in-water emulsion cosmetic of the present invention, the mass ratio (A / C) of the component (A) to the component (C) is preferably 0.1 or more and 2.5 or less, more preferably 0.2 or more, and more preferably 2.0 or less, from the viewpoint of cosmetic application.

[0015] By containing components (A) to (C), the cosmetic of the present invention maintains the effects of tranexamic acid while providing excellent moisturizing feel and usability, as well as excellent application of makeup thereafter. The cosmetic preparation of the present invention may contain other ingredients used in cosmetics based on the desired use, effect, etc., so long as the effects of the present invention are not impaired. Examples of such other ingredients include active ingredients such as polyhydric alcohols, chelating agents, and anti-inflammatory agents, emollients, moisturizing agents, antioxidants, colorants, preservatives, fragrances (including essential oils), thickeners, pH adjusters, various oily components, and various aqueous components. EXAMPLES

[0016] The present invention will be described in detail below with reference to examples and comparative examples. (B) 2-Methacryloyloxyethyl phosphorylcholine-stearyl methacrylate copolymer 2-Methacryloyloxyethyl phosphorylcholine-stearyl methacrylate copolymer (NOF Corporation, Lipidure-S) (b)(B) Similar components 2-Methacryloyloxyethyl phosphorylcholine-butyl methacrylate copolymer (NOF Corporation, Lipidure-PMB) Oil Dimethicone (Dow Toray Industries, Inc., DOWSIL SH200C Fluid 10cSt) Surfactants Hydrogenated soybean phospholipid (NIKKOL Resinol S-10, manufactured by Nikko Chemicals Co., Ltd.) Thickener Acrylic acid / alkyl methacrylate copolymer (Sumitomo Seika Chemicals Co., Ltd., AQUPEC HV-701EDR)

[0017] Oil-in-water emulsion cosmetics were prepared to have the compositions shown in Tables 1 and 2, and were evaluated by the following methods. The results are shown in Tables 1 and 2. "Evaluation Method" Sensory evaluation Approximately 50 mg of the oil-in-water emulsion cosmetic was applied to the inside of the forearm and rubbed with the pad of a finger in a circular motion 40 times within an area of ​​approximately 30 x 30 mm. The feel during use and moisturizing sensation were evaluated by a panel of three experts according to the following criteria. (Feeling of use) -Spreadability when applied Spreadability upon application refers to the sensation of being able to spread the cosmetic onto the skin without any resistance. Evaluation criteria: ◎: Very good, ◯: Good, △: Slightly bad, ×: Bad Thickness when applied The thickness upon application refers to the sensation that, when applying the cosmetic to the skin, one does not feel as if one is touching the bare skin, but feels the presence of the cosmetic between the hand and the skin. Evaluation criteria: ◎: Very good, ◯: Good, △: Slightly bad, ×: Bad - Non-sticky "Non-sticky" refers to the absence of a sticky or tacky residual liquid feeling that is felt when the cosmetic is applied to the skin and then touched even after a certain period of time has passed. Evaluation criteria: ◎: Very good, ◯: Good, △: Slightly bad, ×: Bad (Moisturizing) The moisturizing sensation is the moist sensation felt when touching the skin after applying a cosmetic product to the skin. Evaluation criteria: ◎: Very good, ◯: Good, △: Slightly bad, ×: Bad

[0018] Cosmetic application evaluation Approximately 50 mg of the oil-in-water emulsion cosmetic was applied to the inside of the forearm and rubbed with the pad of a finger in a circular motion 40 times within an area of ​​approximately 30 x 30 mm. Next, approximately 20 mg of liquid foundation (FANCL Liquid Foundation Bright Up UVb 06) was applied to the area where the oil-in-water emulsion cosmetic had been applied, using the same application method as for the oil-in-water emulsion cosmetic. The spreadability and uniformity of the foundation were evaluated by a panel of three experts using the following criteria in a consensus evaluation. · Foundation spread Foundation spreadability refers to the feeling of being able to spread foundation onto the skin without any resistance when blending it. Evaluation criteria: ◎: Very good, ◯: Good, △: Slightly bad, ×: Bad · Foundation uniformity The uniformity of a foundation refers to the state in which the foundation is spread evenly on the skin without lumps or unevenness after application. Evaluation criteria: ◎: Very good, ◯: Good, △: Slightly bad, ×: Bad

[0019] [Table 1]

[0020] [Table 2]

[0021] The oil-in-water emulsion cosmetics containing components (A) to (C) and obtained in Examples 1 to 12 of the present invention were excellent in feel during use and moisturizing feeling, and also had excellent makeup application thereafter. The oil-in-water emulsion cosmetics obtained in Comparative Example 1, which did not contain component (B), and Comparative Examples 2 and 3, which used other water-soluble polymers instead of component (B), had poor makeup application and made it impossible to apply foundation evenly. The oil-in-water emulsion cosmetics obtained in Comparative Examples 4 and 5, which did not contain component (C), were inferior in moisturizing feeling and usability, and also showed slightly inferior makeup application.

[0022] An example of a prescription is shown below. <Formulation Example 1: Serum> (% by mass) Tranexamic acid 2 Diisostearyl malate 3 Caprylic / Capric Triglyceride 1 Neopentyl glycol dicaprate 1 Dipentaerythrityl hexa(hydroxystearic acid / stearic acid / rosin acid) 0.2 Cetyl palmitate 0.5 Polyoxyethylene sorbitan monostearate (20EO) 0.3 Sorbitan monostearate 0.2 Phytosterols 0.01 Ceramide II 0.01 2-Methacryloyloxyethyl phosphorylcholine-stearyl methacrylate copolymer 0.02 Alcaligenes polysaccharides 0.01 Sodium hyaluronate 0.01 Ethylhexylglycerin 0.1 Pentylene glycol 2 Concentrated Glycerin 7 Ethanol 3 Purified water 79.64

[0023] <Formulation Example 2: Emulsion> (% by mass) Tranexamic acid 2 Glycyrrhizic acid 2K 0.1 BG6 Dimethicone 5 Isotridecyl isononanoate 3.5 Concentrated glycerin 3 Hydrogenated soybean phospholipids 0.5 Sorbitan stearate 0.5 POE sorbitan stearate 0.3 Acrylic acid / alkyl methacrylate copolymer 0.3 2-Methacryloyloxyethyl phosphorylcholine-stearyl methacrylate copolymer 0.01 Carboxyvinyl polymer 0.05 Di(isostearyl / phytosteryl) dilinoleate 0.5 Ethylhexylglycerin 0.1 Pentylene glycol 2 POE(26)glyceryl 3 Diisostearyl malate 1 Purified water 72.14

[0024] <Formulation Example 3 Cream> (mass %) Tranexamic acid 2 Concentrated glycerin 15 Macadamia nut oil 4 Dimethicone 2 Glyceryl triethylhexanoate 4 Stearic acid 4 Vegetable Squalane 2 BG7 POE sorbitan stearate 2 Acrylic acid / alkyl methacrylate copolymer 0.05 2-Methacryloyloxyethyl phosphorylcholine-stearyl methacrylate copolymer 0.1 Carboxyvinyl polymer 0.05 Diisostearyl malate 5 Xanthan gum 0.05 Pentylene glycol 1.5 Diglycerin 3 Potassium hydroxide 0.01 Sorbitan stearate 1 Behenyl Alcohol 2 Purified water 45.24

Claims

1. An oil-in-water emulsion cosmetic comprising (A) to (C). (A) Tranexamic acid 0.1 to 5% by mass (B) 2-methacryloyloxyethyl phosphorylcholine / stearyl methacrylate copolymer (C) Diester of dicarboxylic acid

2. 2. The oil-in-water emulsion cosmetic according to claim 1, wherein component (C) is a diester of a dicarboxylic acid having 4 to 8 carbon atoms and a monohydric alcohol having 4 to 18 carbon atoms.

3. 3. The oil-in-water emulsion cosmetic according to claim 1, wherein component (C) is one or more selected from the group consisting of diisostearyl malate, diethylhexyl succinate, diethoxyethyl succinate, bis-ethoxydiglycol cyclohexanedicarboxylate, and bis-ethoxydiglycol succinate.

Citation Information

Patent Citations

  • Makeup cosmetic

    JP2001206812A

  • Skin external preparation

    JP2001240526A

  • Pack cosmetic

    JP2002053450A

  • Method for producing composition for external use containing physiologically acceptable salt of tranexamate

    JP2012036126A

  • Oil-in-water emulsion cosmetic

    JP2015071596A