Oil-in-water emulsified cosmetic

The oil-in-water emulsified cosmetic formulation with specific components addresses stability and resistance issues, providing superior UV protection and durability.

JP2025099910APending Publication Date: 2025-07-03NOEVIR CO LTD
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Patent Information

Application Number
JP2023216902
Authority / Receiving Office
JP · JP
Patent Type
Applications
Current Assignee / Owner
Filing Date
2023-12-22
Publication Date
2025-07-03

AI Technical Summary

Technical Problem

Existing cosmetics with ultraviolet absorbers face issues of stability, water resistance, and friction resistance, particularly in oil-in-water emulsions, limiting their effectiveness in daily use.

Method used

An oil-in-water emulsified cosmetic formulation containing oil-soluble acrylate homopolymer, organic ultraviolet absorber, and tripolyhydroxy fatty acid dipentaerythrityl, along with optional water-soluble polymers, humectants, and liquid oils, to enhance ultraviolet protection, stability, and friction resistance.

Benefits of technology

The formulation achieves excellent high ultraviolet protection, stability, and abrasion resistance, maintaining effectiveness even under water exposure and friction.

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Abstract

To provide an oil-in-water emulsified cosmetic having a superior ultraviolet protection effect, stability, water resistance, and friction resistance.SOLUTION: An oil-in-water emulsion cosmetic comprises (A) an oil-soluble acrylic ester-based homopolymer, (B) an organic ultraviolet absorber, and (C) tripolyhydroxy fatty acid dipentaerythritol.SELECTED DRAWING: None
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Description

Technical Field

[0001] The present invention relates to an oil-in-water type emulsified cosmetic.

Background Art

[0002] Conventionally, in order to protect the skin from the adverse effects of ultraviolet rays, various cosmetics containing ultraviolet absorbers have been developed. However, when formulating an ultraviolet absorber, there have been problems in stability such as easy aggregation. In recent years, there has been a demand to protect the skin from ultraviolet rays even in daily life, and cosmetics having an ultraviolet protection effect are desired even in ordinary skin care cosmetics. Cosmetics excellent in water resistance and friction resistance are required even in daily life. For example, an oil-in-water type emulsified ultraviolet protection cosmetic excellent in high ultraviolet protection effect and water resistance containing an acrylic acid-based water-soluble polymer is disclosed (Patent Document 1).

Prior Art Documents

Patent Documents

[0003]

Patent Document 1

Summary of the Invention

Problems to be Solved by the Invention

[0004] An object of the present invention is to provide an oil-in-water type emulsified cosmetic excellent in high ultraviolet protection effect, stability, water resistance and friction resistance.

Means for Solving the Problems

[0005] An oil-in-water type emulsified cosmetic containing the following (A) to (C). (A) Oil-soluble acrylate homopolymer (B) Organic ultraviolet absorber (C) Tripolyhydroxy fatty acid dipentaerythrityl

Effects of the Invention

[0006] The water-in-oil type emulsified cosmetic of the present invention exhibits the effects of excellent high ultraviolet ray protection effect, stability, water resistance, and abrasion resistance.

Mode for Carrying Out the Invention

[0007] Hereinafter, the mode for carrying out the present invention will be described.

[0008] [Oil-soluble acrylate-based homopolymer] The (A) oil-soluble acrylate-based homopolymer used in the present invention means an oil-soluble polymer composed of one or more repetitions of structural units derived from acrylate. As the residue of the fatty acid in the acrylate, a linear or branched saturated fatty acid residue is preferable. Further, from the viewpoints of ultraviolet ray protection effect, water resistance, abrasion resistance, and stability, the number of carbon atoms of the fatty acid residue is preferably 8 to 32, more preferably 10 to 30. As the acrylate, an alkyl acrylate is preferable. For example, decyl acrylate, isodecyl acrylate, lauryl acrylate, stearyl acrylate, isostearyl acrylate, behenyl acrylate, etc. may be mentioned. Among these, from the viewpoints of ultraviolet ray protection effect, water resistance, abrasion resistance, and stability, it is preferable to use stearyl acrylate and behenyl acrylate.

[0009] Commercially available products of the oil-soluble acrylate-based homopolymer include "TEGO SP 13-1" (stearyl-modified acrylate homopolymer), "TEGO SP 13-6" (behenyl-modified acrylate homopolymer), and "TEGO SP 13 SUNUP" (acrylate homopolymer modified with both stearyl and behenyl) (manufactured by Evonik Co., Ltd.), etc.

[0010] Note that the oil-soluble acrylate-based homopolymer may be used alone or in combination of two or more.

[0011] The (A) oil-soluble acrylate homopolymer used in the present invention is preferably blended in an amount of 0.01 to 3% by mass, more preferably 0.05 to 3% by mass, based on the total amount of the water-in-oil type emulsified cosmetic. If the blending amount is less than 0.01% by mass, problems may occur in the emulsion stability.

[0012] [Organic ultraviolet absorber] The (B) organic ultraviolet absorber used in the present invention is not particularly limited, and known organic ultraviolet absorbers can be used. Examples of the organic ultraviolet absorber include ethylhexyl methoxycinnamate, hexyl diethylaminohydroxybenzoyl benzoate, octyl salicylate, polysilicone-15, t-butyl methoxydibenzoylmethane, oxybenzone, methylene bisbenzotriazolyl tetramethylbutylphenol, bisethylhexyloxyphenol methoxyphenyltriazine, and octocrylene. One or more selected from these are used.

[0013] From the viewpoints of ultraviolet absorption ability and safety to the skin, it is preferable to use ethylhexyl methoxycinnamate. Further, in order to also have a UVA protection function, it is preferable to use a combination of hexyl diethylaminohydroxybenzoyl benzoate and ethylhexyl methoxycinnamate.

[0014] The (B) organic ultraviolet absorber used in the present invention is preferably blended in an amount of 1 to 30% by mass, particularly preferably 3 to 30% by mass, based on the total amount of the water-in-oil type emulsified cosmetic. If the blending amount is less than 1% by mass, the ultraviolet protection effect may not be sufficiently obtained. On the other hand, if the blending amount exceeds 30% by mass, it may cause stickiness or primary skin irritation.

[0015] [Tripolyhydroxy fatty acid dipentaerythrityl] (C) Tripolyhydroxy fatty acid dipentaerythrityl used in the present invention is not particularly limited as long as it is a triester of polyhydroxy fatty acid and dipentaerythritol. The polyhydroxy fatty acid is a polymer of hydroxy fatty acid. Examples of the hydroxy fatty acid include linear or branched hydroxy fatty acids having 12 to 22 carbon atoms such as hydroxylauric acid, hydroxymyristic acid, hydroxypalmitic acid, hydroxystearic acid, and hydroxybehenic acid. Among these, those having 16 to 20 carbon atoms are preferable, and hydroxystearic acid having 18 carbon atoms is more preferable. The degree of polymerization of the hydroxy fatty acid preferably has an average degree of polymerization of 2 to 12, more preferably 4 to 12, and still more preferably 6 to 12. Specific examples of tripolyhydroxy fatty acid dipentaerythrityl include tripolyhydroxylauric acid dipentaerythrityl, tripolyhydroxymyristic acid dipentaerythrityl, tripolyhydroxypalmitic acid dipentaerythrityl, tripolyhydroxystearic acid dipentaerythrityl, and trihydroxybehenic acid dipentaerythrityl. These can be used alone or in combination of two or more. Among these, in the present invention, tripolyhydroxystearic acid dipentaerythrityl, which is a triester of polyhydroxystearic acid and dipentaerythritol, is preferably used. Commercially available products include, for example, Saracos WO-6 (manufactured by Nisshin Oillio Group).

[0016] Tripolyhydroxy fatty acid dipentaerythrityl is preferably blended in an amount of 0.01 to 5% by mass based on the total amount of the water-in-oil type emulsified cosmetic. If the blending amount exceeds 5% by mass, it may cause stickiness.

[0017] In addition to the above components (A) to (C), the water-in-oil type emulsified cosmetic of the present invention can improve the freeze-thaw stability by using (D) a water-soluble polymer. Such a water-soluble polymer is not particularly limited as long as it can be used in cosmetics. For example, acrylic acid-based water-soluble polymers, gum-based water-soluble polymers, etc. can be mentioned. Examples of acrylic acid-based water-soluble polymers include polyacrylic acid and its salts, carbomers, (acrylates / acrylic acid alkyl (C10-30)) cross-polymers, acrylamide / acrylamide-2-methylpropanesulfonate copolymer, hydroxyethyl acrylate / acryloyldimethyltaurine salt copolymer, acrylate / acryloyldimethyltaurine copolymer, acrylamide / acrylic acid-2-methylpropanesulfonate copolymer, acryloyldimethyltaurine salt / vinylpyrrolidone copolymer, etc. Examples of gum-based water-soluble polymers include gum arabic, tragacanth gum, guar gum, gellan gum, cyam gum, carob gum, karaya gum, xanthan gum, etc. In the water-in-oil type emulsified cosmetic of the present invention, one of these can be used alone, or two or more can be used in combination. From the viewpoint of effects, it is preferable to use one or more selected from gum-based water-soluble polymers. Among them, it is preferable to use one or more selected from gum arabic and xanthan gum, and it is more preferable to use gum arabic and xanthan gum in combination.

[0018] When the water-soluble polymer is blended in the water-in-oil type emulsified cosmetic of the present invention, the blending amount is preferably 0.01 to 5% by mass, more preferably 0.01 to 2.5% by mass, based on the total amount of the cosmetic. If the blending amount exceeds 5% by mass, it may cause stickiness.

[0019] Other components that can be blended in the water-in-oil type emulsified cosmetic of the present invention will be described.

[0020] (Humectant component) In the water-in-oil type emulsified cosmetic of the present invention, a moisturizing component can be blended. Such a moisturizing component is not particularly limited as long as it can be blended in cosmetics. However, as long as it can be usually blended in cosmetics, it is not particularly limited. Examples include polyols and their polymers such as glycerin, 1,3-butylene glycol, propylene glycol, 3-methyl-1,3-butanediol, 1,3-propanediol, 2-methyl-1,3-propanediol, 1,2-pentanediol, trimethylolpropane, pentaerythritol, hexylene glycol, diglycerin, polyglycerin, diethylene glycol, polyethylene glycol, dipropylene glycol, polypropylene glycol, ethylene glycol-propylene glycol copolymer; glycol alkyl ethers such as diethylene glycol monoethyl ether (ethoxydiglycol), ethylene glycol monoethyl ether, ethylene glycol monobutyl ether, diethylene glycol dibutyl ether; sugar alcohols such as sorbitol, xylitol, erythritol, mannitol, maltitol; sugars and their derivatives such as glucose, fructose, galactose, mannose, threose, xylose, arabinose, fucose, ribose, deoxyribose, maltose, trehalose, sucrose, lactose, raffinose, gluconic acid, glucuronic acid, cyclodextrins (α-, β-, γ-cyclodextrin, and modified cyclodextrins such as maltosylated, hydroxyalkylated cyclodextrin), β-glucan, chitin, chitosan, heparin and its derivatives, pectin, arabinogalactan, dextrin, dextran, glycogen, ethyl glucoside, glucosyl ethyl methacrylate polymer or copolymer; natural polysaccharides such as hyaluronic acid, sodium hyaluronate, acetylated hyaluronic acid, sodium chondroitin sulfate, mucoitin sulfate, caronin sulfate, keratosulfate, dermatan sulfate, jellyfish polysaccharide, fucoidan, tuberose polysaccharide; organic acids such as citric acid, tartaric acid, lactic acid and their salts; urea, 2-pyrrolidone-5-carboxylic acid and its salts such as sodium salt; betaine (trimethylglycine), proline, hydroxyproline, arginine, lysine, serine, glycine, alanine, phenylalanine, tyrosine, β-alanine,Amino acids such as threonine, glutamic acid, glutamine, asparagine, aspartic acid, cysteine, cystine, methionine, leucine, isoleucine, valine, tryptophan, histidine, taurine and their salts, collagen and its derivatives and hydrolysates, elastin and its hydrolysates, hydrolyzed keratin, hydrolyzed conchiolin, silk proteolytic peptides, hydrolyzed silk, sodium lauroyl hydrolyzed silk, soy proteolytic peptides, wheat proteolytic peptides, hydrolyzed wheat protein, caseinolytic peptides, hydrolyzed eggshell membrane protein, acylated peptides and other protein peptides and their derivatives, rice fermentation broth, rice bran fermentation broth, sake lees extract, Japanese sake extract, palmitoyl oligopeptide, palmitoyl pentapeptide, palmitoyl tetrapeptide and other acylated peptides, silylated peptides, lactic acid bacteria culture solution, yeast extract, bovine submandibular gland mucin, hypotaurine, sesame lignan glycoside, glutathione, albumin, whey, choline chloride, phosphorylcholine, placenta extract, etc. Among these water-soluble humectants, one or more selected from glycerin, 1,3-butylene glycol, dipropylene glycol, propylene glycol, betaine, rice fermentation broth, rice bran fermentation broth, sake lees extract, Japanese sake extract can be used.

[0021] (Liquid oil) In the water-in-oil emulsion cosmetic of the present invention, a liquid oil can be blended. Such liquid oils are those usually used in cosmetics and can be used without particular limitation as long as they are liquid at 25°C. Such liquid oils include vegetable oils such as rapeseed oil, avocado oil, almond oil, olive oil, kukui nut oil, sesame oil, wheat germ oil, rice germ oil, rice bran oil, rice oil, safflower oil, sunflower oil, soybean oil, evening primrose oil, corn oil, rapeseed oil, peppermint oil, palm oil, palm kernel oil, castor oil, jojoba oil, grape seed oil, macadamia nut oil, meadowfoam oil, mung bean oil, coconut oil; Animal oils such as liquid horse oil, mink oil, liquid lanolin; Linear or branched hydrocarbon oils such as liquid paraffin, light isoparaffin, squalane, squalene; Higher fatty acids such as oleic acid, isostearic acid; Higher alcohols such as isostearyl alcohol, octyldodecanol, and hexyl decanol; Alkyl glyceryl ethers such as isostearyl glyceryl ether; Ester oils of linear fatty acids and lower alcohols such as isopropyl myristate, butyl myristate, isopropyl palmitate, ethyl stearate, butyl stearate, ethyl oleate, ethyl linoleate, and isopropyl linoleate; Ester oils of linear fatty acids and linear higher alcohols such as cetyl caprate, hexyl laurate, decyl myristate, myristyl myristate, cetyl myristate, cetyl palmitate, stearyl stearate, decyl oleate, and oleyl oleate; Ester oils of linear fatty acids and branched-chain alcohols such as isostearyl laurate, isotridecyl myristate, isocetyl myristate, isostearyl myristate, octyldodecyl myristate, 2-ethylhexyl palmitate, isocetyl palmitate, isostearyl palmitate, 2-ethylhexyl stearate, isocetyl stearate, isodecyl oleate, octyldodecyl oleate, and octyldodecyl ricinoleate; Ester oils of branched-chain fatty acids and lower alcohols such as ethyl isostearate and isopropyl isostearate; Ester oils of branched-chain fatty acids and linear higher alcohols such as cetyl 2-ethylhexanoate, cetostearyl 2-ethylhexanoate, stearyl 2-ethylhexanoate, hexyl isostearate, and 2-hexyldecyl isostearate; Ester oils of fatty acids and polyhydric alcohols such as ethylene glycol dioctanoate, ethylene glycol dioleate, propylene glycol dicaprylate, propylene glycol di(caprylate / caprate), propylene glycol dicaprate, dipropylene glycol dioleate, neopentyl glycol dicaprate, neopentyl glycol dioctanoate, glyceryl tricaprylate, glyceryl tri(2-ethylhexanoate), glyceryl tri(caprylate / caprate), glyceryl triisopalmitate, glyceryl diisostearate, trimethylolpropane tri(2-ethylhexanoate), trimethylolpropane triisostearate, pentaerythritol tetra(2-ethylhexanoate), pentaerythritol tetraisostearate, pentaerythritol tetra(2-ethylhexanoate), etc.; Ester oils of branched-chain fatty acids and branched-chain alcohols such as octyldodecyl neopentanoate, isocetyl octanoate, isostearyl octanoate, 2-ethylhexyl isopalmitate, hexyldecyl dimethyloctanoate, octyldodecyl dimethyloctanoate, 2-ethylhexyl isopalmitate, isostearyl isostearate, isostearyl octyldodecyl isostearate, etc.; Ester oils having a hydroxyl group such as lauryl lactate, myristyl lactate, cetyl lactate, octyldodecyl lactate, trioctyl citrate, triisocetyl citrate, trioctyldodecyl citrate, diisostearyl malate, etc.; Ester oils of dibasic acids such as dioctyl succinate, diisopropyl adipate, diisobutyl adipate, dioctyl adipate, diethyl sebacate, diisopropyl sebacate, dioctyl sebacate, etc.; Silicone oils such as dimethylpolysiloxane, dimethylcyclopolysiloxane, methylphenylpolysiloxane, methylhydrogenpolysiloxane, higher alcohol-modified silicone oil, etc.; Examples include fluorine oils such as fluoropolyether and perfluoroalkyl ether silicone.

[0022] ​In addition to the above components, the oil-in-water type emulsified cosmetic of the present invention can be formulated with optional components used in ordinary cosmetics and quasi-drugs to such an extent that the effects of the present invention are not inhibited. Specifically, examples thereof include oils, surfactants, thickeners, preservatives, fragrances, moisturizers, antioxidants, anti-inflammatory agents, antibacterial agents, and whitening agents.

[0023] The oil-in-water type emulsified cosmetic of the present invention can be prepared by a conventional method.

[0024] Examples of the dosage form of the oil-in-water type emulsified cosmetic of the present invention include liquid, emulsion, and cream forms.

Examples

[0025] Hereinafter, the present invention will be specifically described by way of examples, but the scope of the present invention is not limited thereby. The blending amounts are in mass % unless otherwise specified.

[0026] First, the evaluation methods for the examples and comparative examples of the present invention are shown. The examples and comparative examples were prepared by a conventional method.

[0027] [UV protection effect] The UV protection effect was measured in vitro using an SPF analyzer (UV-2000S, manufactured by Labsphere). The measurement conditions were as follows: each sample shown in Table 1 was uniformly applied to a Blendaerm surgical tape (manufactured by 3M) at a rate of 1 mg / cm 2 , and then the average value of the SPF values measured at 5 points in the range of 290 to 400 nm was calculated using the above measurement equipment, and the evaluation was performed as follows. The results are shown in Table 1. ◎: SPF 85 or more 〇: SPF 80 - 84 △: SPF 70 - 79 ×: Less than SPF 70

[0028] [Stability evaluation (freeze-thaw)] After allowing each sample shown in Table 1 to stand at -20°C for 12 hours, the state after allowing it to stand at room temperature and melt was visually confirmed. One cycle was defined as allowing it to stand after freezing at -20°C and melting at room temperature, and evaluation was performed as follows. The results are shown in Table 2. ◎: No significant thickening or aggregation was observed after 10 cycles. ○: Significant thickening or aggregation was observed after 7 to 9 cycles. △: Significant thickening or aggregation was observed after 2 to 6 cycles. ×: Significant thickening or aggregation was observed after 1 cycle.

[0029] [Water resistance and rubbing resistance tests] Each sample shown in Table 2 was uniformly applied to the inner part of the forearm at a rate of 2 mg / cm 2 , and the following tests were then performed. The remaining amount of each sample was photographed and evaluated using the UV imaging function of VISIA Evo (manufactured by Canfield Scientic). (Water resistance test) The forearm where the sample was applied was exposed to running water of a certain amount for 3 minutes, and the residual rate before and after was evaluated as follows. The results are shown in Table 1. ○: Residual rate of 95% or more △: Residual rate of 90 to 94% ×: Residual rate of less than 90% (Rubbing resistance test) A Kim towel was sandwiched between each sample applied to the forearm and the finger, and it was rubbed 20 times back and forth with a load of 100 g, and the residual rate before and after was evaluated as follows. The results are shown in Table 1. ○: Residual rate of 80% or more △: Residual rate of 70 to 79% ×: Residual rate of less than 70%

[0030]

Table 1

[0031] As shown in Table 1, Examples 1 to 4, which are the oil-in-water emulsified cosmetics of the present invention, were shown to have excellent high ultraviolet protection effects and stability.

[0032]

Table 2

[0033] As shown in Table 2, Examples 1 to 4, which are the oil-in-water emulsified cosmetics of the present invention, were shown to be excellent in water resistance and abrasion resistance.

[0034] From the above results, the oil-in-water emulsified cosmetics of the present invention exhibit the effects of excellent high UV protection effect, stability, water resistance and abrasion resistance.

Claims

【Claim 1】 An oil-in-water type emulsified cosmetic containing the following (A) to (C). (A) An oil-soluble acrylate-based homopolymer (B) An organic ultraviolet absorber (C) Tripolyhydroxy fatty acid dipentaerythrityl

Citation Information

Patent Citations

  • Oil-in-water emulsion UV protection cosmetics

    JP7309456B2