Oil-based emulsions in water

The oil-in-water emulsion composition with tocopheryl phosphate ester, polyglycerol fatty acid ester, and hydrogenated polyisobutene addresses stickiness and stability issues, ensuring stable and spreadable high-performance cosmetics.

JP2026088548APending Publication Date: 2026-05-29NIPPON MENARD COSMETIC CO

Patent Information

Authority / Receiving Office
JP · JP
Patent Type
Applications
Current Assignee / Owner
NIPPON MENARD COSMETIC CO
Filing Date
2024-11-19
Publication Date
2026-05-29

AI Technical Summary

Technical Problem

Topical skin preparations containing tocopheryl phosphate ester and/or its salt suffer from stickiness, stability issues, and difficulty in emulsification, which are unsuitable for high-performance cosmetics.

Method used

An oil-in-water emulsion composition comprising tocopheryl phosphate ester, polyglycerol fatty acid ester, and hydrogenated polyisobutene, specifically decaglyceryl pentahydroxystearate and hydrogenated polyisobutene with a kinematic viscosity of 100 to 5000 mm²/s, to enhance stability and spreadability.

Benefits of technology

The composition achieves excellent storage stability, non-stickiness, and maintains firmness until the next morning, providing a superior user experience.

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Abstract

To provide an oil-in-water emulsion composition containing tocopheryl phosphate ester and / or a salt thereof, which exhibits excellent storage stability, is non-sticky, spreads easily, and maintains a firming effect until the next morning. [Solution] The following components (a) to (c) (a) Tocopheryl phosphate esters and / or salts thereof (b) Polyglycerin fatty acid esters (c) Hydrogenated polyisobutene The present invention provides an oil-in-water emulsion composition characterized by containing (b) a fatty acid being hydroxystearic acid and (c) having a kinematic viscosity of 100 to 5000 mm² / s at 100°C, and offering excellent storage stability, non-stickiness, good spreadability, and the ability to maintain firmness until the next morning.
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Description

Technical Field

[0001] The present invention relates to an oil-in-water emulsion composition containing tocopheryl phosphate ester and / or its salt, which has excellent storage stability, no stickiness, good extensibility, and can maintain firmness until the next morning.

Background Art

[0002] Tocopheryl phosphate ester and / or its salt are known to exhibit physiological activities equivalent to or higher than those of tocopherol when metabolized in vivo. When these are incorporated into topical skin preparations, it has been reported that they exhibit effects such as anti-wrinkle effects (Patent Document 1), whitening effects (Patent Document 2), and active oxygen scavenging effects (Patent Document 3).

[0003] However, topical skin preparations containing tocopheryl phosphate ester and / or its salt have the drawback that an unpleasant stickiness occurs when applied to the skin. In addition, since tocopheryl phosphate ester and / or its salt have an amphiphilic function, they have a great influence on the stability of the composition, and aggregation, precipitation, phase separation, etc. are likely to occur.

[0004] As attempts to solve this problem, techniques such as containing tocopheryl phosphate ester and / or its salt and dextrin fatty acid ester, and techniques such as containing tocopheryl phosphate ester and / or its salt and acylmethyltaurine salt, higher alcohols, higher fatty acids, glycerin monoalkyl ethers have been studied (Patent Documents 4 to 6). According to these techniques, tocopheryl phosphate ester and / or its salt can be stably incorporated, and an emulsion composition excellent in usability can be obtained.

[0005] However, the former technology can cause problems in the manufacturing process, such as excessive viscosity of the oil phase and difficulty in emulsification, depending on the formulation. On the other hand, the latter technology, which incorporates a large amount of higher alcohols and higher fatty acids, may be difficult to apply to liquid emulsion compositions such as lotions. In addition, in today's market where consumers demand high-performance, high-value-added cosmetics, there is a need for further technologies that incorporate tocopheryl phosphate esters and / or salts thereof to achieve an even better user experience. [Prior art documents] [Patent Documents]

[0006] [Patent Document 1] Japanese Patent Publication No. 2008-007428 [Patent Document 2] Japanese Patent Publication No. 2004-026817 [Patent Document 3] Japanese Patent Publication No. 2006-232767 [Patent Document 4] Japanese Patent Publication No. 2006-169143 [Patent Document 5] Japanese Patent Publication No. 2020-203860 [Patent Document 6] Japanese Patent Publication No. 2023-069593 [Overview of the project] [Problems that the invention aims to solve]

[0007] The present invention aims to provide an oil-in-water emulsion composition containing tocopheryl phosphate ester and / or a salt thereof that exhibits excellent storage stability, is non-sticky, spreads easily, and maintains a firming sensation until the next morning. [Means for solving the problem]

[0008] As a result of diligent research into the above-mentioned problems, the inventors have found that an oil-in-water emulsion composition containing tocopheryl phosphate ester and / or a salt thereof, a specific polyglycerol fatty acid ester, and a specific hydrogenated polyisobutene can solve the above-mentioned problems, and have completed the present invention.

[0009] In other words, the present invention relates to the following components (a) to (c) (a) Tocopheryl phosphate esters and / or salts thereof (b) Polyglycerin fatty acid esters (c) Hydrogenated polyisobutene The present invention provides an oil-in-water emulsion composition characterized by containing (b) a hydroxystearic acid fatty acid and (c) having a kinematic viscosity of 100 to 5000 mm² / s at 100°C.

[0010] Furthermore, the present invention provides an oil-in-water emulsion composition characterized in that component (b) polyglycerin fatty acid ester is decaglyceryl pentahydroxystearate.

[0011] Furthermore, the present invention provides an oil-in-water emulsion composition characterized by having a content of 0.5 to 3% by weight of component (a) tocopheryl phosphate ester and / or its salt, a content of 0.1 to 2% by weight of component (b) polyglycerin fatty acid ester, and a content of 0.5 to 5% by weight of component (c) hydrogenated polyisobutene. [Effects of the Invention]

[0012] The present invention provides an oil-in-water emulsion composition containing tocopheryl phosphate ester and / or a salt thereof that not only has excellent storage stability but also exhibits non-stickiness, good spreadability, and the ability to maintain a firming sensation until the next morning. [Best Mode for Carrying Out the Invention]

[0013] The component (a) tocopheryl phosphate ester and / or salt thereof used in the present invention is not particularly limited, but is preferably a monoester, and the salt is a sodium salt, disodium salt, potassium salt, dipotassium salt, or triethanolamine salt. A sodium salt is even more preferred. Examples of commercially available products include "TPNa" (manufactured by Resonaq Corporation).

[0014] The content of component (a) tocopheryl phosphate ester and / or its salt is not particularly limited, but 0.5 to 3% by weight is preferred. Within this range, good storage stability, non-stickiness, good spreadability, and the effect of maintaining firmness until the next morning are sufficiently obtained.

[0015] The component (b) polyglycerol fatty acid ester used in the present invention uses hydroxystearic acid as the fatty acid. The degree of esterification of the fatty acid and the degree of polymerization of glycerol are not particularly limited, but decaglyceryl pentahydroxystearate is preferred. A commercially available product is "NIKKOL Decaglyn 5-HS" (manufactured by Nikko Chemicals Co., Ltd.).

[0016] The content of component (b) polyglycerin fatty acid ester is not particularly limited, but 0.1 to 2% by weight is preferred. Within this range, good storage stability, non-stickiness, good spreadability, and the effect of maintaining firmness until the next morning are sufficiently obtained.

[0017] The component (c) hydrogenated polyisobutene used in this invention has a kinematic viscosity of 100 to 5000 mm² / s at 100°C. Commercially available products include "Pearl Ream 18," "Pearl Ream 24," and "Pearl Ream 46" (manufactured by NOF Corporation). The kinematic viscosity can be measured using the test method specified in JIS K2283.

[0018] The content of the hydrogenated polyisobutene in component (c) is not particularly limited, but is preferably 0.5 to 5% by weight. Within these ranges, the storage stability is good, there is no stickiness, the elongation is good, and furthermore, the effect of maintaining the firmness until the next morning can be sufficiently obtained.

[0019] The oil-in-water type emulsion composition of the present invention can further contain various components according to the purpose of use. For example, UV absorbers, preservatives, antioxidants, whitening agents, vitamins, amino acids, hormones, peptides, physiologically active plant extracts, fluorescent materials, pigments, dyes, fragrances, scrubbing agents, binders, extenders, thickeners, saccharides, nutritional components, chelating agents, bactericides, horny layer improving agents, horny layer dissolving agents, antibiotics, skin penetration enhancers, blood circulation promoters, anti-inflammatory agents, cell activators, anti-inflammatory agents, analgesics, skin softening agents, skin soothing agents, wound healing agents, metabolism promoters, etc. can be contained within a range that does not impair the effects of the present invention.

[0020] The oil-in-water type emulsion composition of the present invention is applicable to skin lotions, milky lotions, creams, packs, etc. Note that the form of the oil-in-water type emulsion composition of the present invention may be any of a milky lotion form, a cream form, a solid form, etc.

Examples

[0021] The present invention will be specifically described below with reference to examples, but the technical scope of the present invention is not limited thereto. Note that the content is expressed in % by weight unless otherwise specified.

[0022] Oil-in-water type emulsion compositions having the compositions listed in Tables 1 to 3 below were prepared, and the storage stability and the feeling of use were evaluated.

[0023] (Method for evaluating storage stability) The obtained oil-in-water type emulsion composition was filled into a 70 ml glass bottle and stored in a constant temperature bath at 40°C for 10 months. The appearance changes after 6 months and 10 months were visually evaluated, and the changes in the emulsion particles were evaluated under a microscope and judged according to the following criteria. ◎: It is good with no change for 10 months. ○: Aggregation of emulsion particles is slightly recognized after 10 months. △: Aggregation and / or separation of emulsified particles are observed after 10 months. ×: Aggregation and / or separation of emulsified particles are observed after 6 months.

[0024] (Method for evaluating user experience) A usage test was conducted with a panel of 20 women. The obtained oil-in-water emulsion composition was used before going to bed, and the "non-stickiness," "spreadability," and "firmness" immediately after application, as well as the "firmness" the following morning, were evaluated according to the following criteria. (1) Non-sticky ◎: 18 or more people determined that they did not feel any stickiness. ○: 14 to 17 people determined that they did not feel any stickiness. △: 9 to 13 people determined that they did not feel any stickiness. ×: Fewer than 8 people reported not feeling any stickiness. (2) Good spreadability ◎: 18 or more people judged that it provided good stretch. ○: 14 to 17 people judged that they felt the material was stretchy. △: 9 to 13 people judged that they felt the product was good for stretching. ×: Fewer than 8 people judged that it had good stretchability. (3) Firmness ◎: 18 or more people reported feeling a firming sensation. ○: 14 to 17 people reported feeling a firming sensation. △: 9 to 13 people reported feeling a firming sensation. ×: Fewer than 8 people reported feeling firmness.

[0025] (Manufacturing method) Part A was uniformly mixed, and Part B, which had been uniformly heated and mixed, was gradually added while stirring and heated to 80°C. After heating the uniformly mixed Part C to 80°C, it was added to the A+B mixture and emulsified. Then, while stirring, it was cooled to 30°C to obtain an oil-in-water emulsion composition.

[0026] [Table 1]

[0027] As shown in Examples 1 to 4 of Table 1, the oil-in-water emulsion compositions of the present invention all exhibited excellent storage stability and performed well in all aspects of usability evaluation. In particular, the oil-in-water emulsion compositions of Examples 2 and 3, which contained 0.5 to 3% by weight of component (a) sodium tocopheryl phosphate, showed remarkably superior evaluation results in all evaluation items. On the other hand, the oil-in-water emulsion composition of Comparative Example 1, which did not contain component (a), had poor storage stability and did not yield satisfactory results in terms of usability.

[0028] [Table 2]

[0029] As shown in Examples 5-8 of Table 2, the oil-in-water emulsion compositions of the present invention all exhibited excellent storage stability and performed well in all aspects of usability evaluation. In particular, the oil-in-water emulsion compositions of Examples 6 and 7, which contained 0.1-2% by weight of component (b) decaglyceryl pentahydroxystearate, showed remarkably superior evaluation results in all evaluation items. On the other hand, the oil-in-water emulsion compositions of Comparative Examples 2-5, which did not contain component (b), had poor storage stability and did not yield satisfactory results in terms of usability.

[0030] [Table 3]

[0031] As shown in Examples 9-13 of Table 3, the oil-in-water emulsion compositions of the present invention all exhibited excellent storage stability and performed well in all aspects of usability evaluation. In particular, the oil-in-water emulsion compositions of Examples 10, 11, and 13, which contained 0.5-5% by weight of hydrogenated polyisobutene with a kinematic viscosity of 100-5000 mm² / s at 100°C, showed remarkably superior evaluation results in all evaluation items. On the other hand, the oil-in-water emulsion compositions of Comparative Examples 6-8, which did not contain component (c), exhibited poor storage stability and did not yield satisfactory results in terms of usability.

[0032] Example 14 (Ingredients) (Weight%) 1. Sodium tocopheryl phosphate *1 2.0 2. Glycerin 6.0 3. Decaglyceryl pentahydroxystearate*2 0.5 4. Hydrogenated polyisobutene (Kinematic viscosity at 100℃: 800 mm² / s) *3 4.0 5. Trimethylolpropane triisostearate 3.0 6. Isotridecyl isononanoate 3.0 7. Vaseline 3.0 8. Dextrin palmitate 1.0 9. Macadamia nut fatty acid phytosteryl 2.0 10.Purified water remainder 11. Carbomer 0.2 12. Xanthan gum 0.2 13.2-amino-2-methyl-1,3-propanediol 1.0 14.1,3-Butylene glycol 7.0 15. Diglycerin 5.0 16.Fragrance 0.1 17. Succinoyl Atelocollagen Solution 5.0 18. Water-soluble collagen solution 5.0

[0033] (Manufacturing method) Components 1 and 2 were uniformly mixed, and then components 3-9, which had been uniformly heated and mixed, were gradually added while mixing and heated to 80°C. After heating uniformly mixed components 10-15 to 80°C, they were added to components 1-9 and emulsified. Then, the mixture was cooled while stirring, component 16 was added at 70°C, components 17 and 18 were added at 50°C, and cooling was stopped at 30°C to obtain the emulsified composition.

[0034] The oil-in-water emulsion composition of Example 14 also exhibited excellent storage stability and yielded favorable results in all aspects of usability evaluation.

[0035] *1: TPNa: Manufactured by Resona Corporation *2: NIKKOL Decaglyn 5-HS: Manufactured by Nikko Chemicals Co., Ltd. *3: Pearl Cream 24: Manufactured by NOF Corporation *4: NIKKOL Decaglyn 1-SV: Manufactured by Nikko Chemicals Co., Ltd. *5: NIKKOL Decaglyn 5-SV: Manufactured by Nikko Chemicals Co., Ltd. *6: CITHROL DPHS: Manufactured by Croda Japan Co., Ltd. *7: Pearl Cream 18: Manufactured by Nichiyu Co., Ltd. *8: Pearl Cream 46: Manufactured by Nichiyu Co., Ltd. *9: Pearl Cream 6: Manufactured by Nichiyu Co., Ltd. *10: SQUALANE: Manufactured by Kishimoto Special Cod Liver Oil Industry Co., Ltd. *11: CROLATUM V: Manufactured by Croda Japan Co., Ltd. [Industrial applicability]

[0036] According to the present invention, an oil-in-water emulsion composition containing tocopheryl phosphate ester and / or a salt thereof can be provided that exhibits excellent storage stability, is non-sticky, spreads easily, and maintains a firming sensation until the next morning.

Claims

1. The following components (a) to (c) (a) Tocopheryl phosphate esters and / or salts thereof (b) Polyglycerol fatty acid esters (c) Hydrogenated polyisobutene An oil-in-water emulsion composition characterized by containing (b) wherein the fatty acid of (b) is hydroxystearic acid, and the kinematic viscosity of (c) at 100°C is 100 to 5000 mm² / s.

2. The oil-in-water emulsion composition according to claim 1, characterized in that component (b) is decaglyceryl pentahydroxystearate.

3. The oil-in-water emulsion composition according to claim 1 or 2, characterized in that the content of component (a) is 0.5 to 3% by weight, the content of component (b) is 0.1 to 2% by weight, and the content of component (c) is 0.5 to 5% by weight.