Oil-in-water emulsion composition

The oil-in-water emulsion composition with tocopheryl phosphate and specific additives provides enhanced stability and sensory benefits, achieving a rich texture, smooth glide, and firm skin feel.

JP7737138B2Active Publication Date: 2025-09-10NIPPON MENARD COSMETIC CO
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Patent Information

Application Number
JP2021181587
Authority / Receiving Office
JP · JP
Patent Type
Patents
Current Assignee / Owner
Filing Date
2021-11-08
Publication Date
2025-09-10
Estimated Expiration
2041-11-08

AI Technical Summary

Technical Problem

Existing oil-in-water emulsion compositions containing tocopheryl phosphate and/or its salt suffer from storage instability and lack a rich, full-bodied texture and smooth feel upon application, as well as insufficient skin firmness after application, particularly when higher alcohols and fatty acids are present.

Method used

An oil-in-water emulsion composition comprising tocopheryl phosphate or its salt, acylmethyl taurine salt, higher alcohols with 12 to 22 carbon atoms, higher fatty acids with 12 to 22 carbon atoms, and glycerin monoalkyl ether, with optional phospholipids, to enhance stability and sensory properties.

Benefits of technology

The composition achieves good storage stability, a rich, full-bodied texture upon application, smooth finger glide, and firm skin feel, addressing the limitations of previous formulations.

✦ Generated by Eureka AI based on patent content.

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Abstract

To provide an oil-in-water type emulsion composition having good storage stability, thick feeling and smooth finger slide during application and excellent skin elasticity after application in an emulsion composition comprising a tocopheryl phosphate ester and / or a salt thereof.SOLUTION: There is provided an oil-in-water type emulsion composition which comprises the following components (A) to (E): (A) a tocopheryl phosphate ester and / or a salt thereof, (B) an acyl methyl taurate, (C) a higher alcohol having 12 to 22 carbon atoms, (D) a higher fatty acid having 12 to 22 carbon atoms and (E) a glycerol monoalkyl ether and has good storage stability, thick feeling and smooth finger slide during application and excellent skin elasticity after application.SELECTED DRAWING: None
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Description

[Technical Field]

[0001] The present invention relates to an oil-in-water emulsion composition containing a tocopheryl phosphate and / or a salt thereof, which has good storage stability, and which has a rich, full-bodied texture when applied, a smooth feel when applied with the fingers, and leaves the skin feeling firm after application. [Background technology]

[0002] It is known that tocopheryl phosphate esters and / or salts thereof exhibit physiological activities equivalent to or greater than those of tocopherol through metabolism in the living body. It has been reported that when these are incorporated into topical skin preparations, they exhibit anti-wrinkle effects (Patent Document 1), whitening effects (Patent Document 2), and active oxygen scavenging effects (Patent Document 3). In addition, because tocopheryl phosphate esters and / or salts thereof are anionic amphiphilic substances, techniques for using them as emulsifiers have also been investigated (Patent Document 4).

[0003] However, when tocopheryl phosphate and / or its salt are included in an emulsion system, aggregation and precipitation occur, impairing the storage stability of the formulation. To address this issue, a technique has been proposed in which tocopheryl phosphate and / or its salt, dextrin fatty acid ester, an oil component that is liquid at 25°C, and an oil component that is solid and / or semi-solid at 25°C are included (Patent Document 5). By using this technique, an emulsion composition can be obtained that stably contains tocopheryl phosphate and / or its salt and also has excellent firmness and moisturizing properties. However, this technique has limitations on formulation because dextrin fatty acid ester is an essential component, and emulsification can be impaired if a large amount of higher alcohol and / or higher fatty acid is included.

[0004] An emulsion composition containing tocopheryl phosphate and / or its salt and a higher alcohol and / or higher fatty acid is described in the examples of a technology for incorporating ceramide, tocopheryl phosphate and / or its salt, and batyl alcohol (Patent Document 6). The emulsion composition was stable at 40°C for one month as described, but its long-term storage stability was sometimes insufficient. Furthermore, no investigation was conducted into the rich, full-bodied texture upon application, the smooth feel of the composition, or the firmness of the skin after application.

[0005] In oil-in-water emulsion compositions, higher alcohols and higher fatty acids thicken the emulsion composition by forming a periodic structure at the interface between the aqueous phase and the oil phase, imparting a rich, full-bodied feel to the composition upon application. In recent years, there has been a trend toward preference for a rich, full-bodied feel that imparts a luxurious feel upon application, and therefore, there has been a demand for a technology for stably incorporating tocopheryl phosphate and / or a salt thereof into oil-in-water emulsion compositions containing higher alcohols and / or higher fatty acids. [Prior art documents] [Patent documents]

[0006] [Patent Document 1] Japanese Patent Application Laid-Open No. 2008-007428 [Patent Document 2] Japanese Patent Application Laid-Open No. 2004-026817 [Patent Document 3] Japanese Patent Application Laid-Open No. 2006-232767 [Patent Document 4] Patent No. 3712673 [Patent Document 5] Japanese Patent Publication No. 2020-203860 [Patent Document 6] Japanese Patent Application Laid-Open No. 2011-016761 Summary of the Invention [Problem to be solved by the invention]

[0007] The objective of the present invention is to provide an oil-in-water emulsion composition containing a tocopheryl phosphate ester and / or a salt thereof, which has good storage stability, a rich body when applied, a smooth feel when applied to the finger, and leaves the skin feeling firm after application. [Means for solving the problem]

[0008] As a result of intensive research into the above-mentioned problems, the present inventors have found that the above-mentioned problems can be solved by an oil-in-water emulsion composition containing tocopheryl phosphate and / or a salt thereof, an acylmethyl taurine salt, a higher alcohol having 12 to 22 carbon atoms, a higher fatty acid having 12 to 22 carbon atoms, and a glycerin monoalkyl ether, and have thus completed the present invention.

[0009] That is, the present invention provides: (A) Tocopheryl phosphate ester and / or its salt (B) Acylmethyltaurine salt (C) Higher alcohols having 12 to 22 carbon atoms (D) Higher fatty acids with 12 to 22 carbon atoms (E) Glycerin monoalkyl ether The present invention provides an oil-in-water emulsion composition comprising:

[0010] The present invention also provides an oil-in-water emulsion composition, wherein component (B) is sodium stearoyl methyl taurate.

[0011] The present invention also provides an oil-in-water emulsion composition, wherein component (E) is glycerin monostearyl ether.

[0012] The present invention also provides an oil-in-water emulsion composition characterized by containing a phospholipid as component (F). [Effects of the Invention]

[0013] The present invention relates to an oil-in-water emulsion composition containing a tocopheryl phosphate ester and / or a salt thereof, which has good storage stability, and is excellent in rich body upon application, smooth finger sliding, and firmness of the skin after application. BEST MODE FOR CARRYING OUT THE INVENTION

[0014] The tocopheryl phosphate ester and / or salt thereof used as component (A) in the present invention is not particularly limited, but is preferably a monoester, and the salt is preferably a sodium salt, disodium salt, potassium salt, dipotassium salt, or triethanolamine salt. A commercially available product such as TPNa (manufactured by Showa Denko K.K.) is particularly preferred.

[0015] The content of component (A) used in the present invention is not particularly limited, but is preferably 0.05 to 3 wt % in the emulsion composition. Within this range, the emulsion composition has good storage stability and provides sufficient effects such as a rich, full-bodied feel upon application, a smooth feel on the fingers, and firm skin after application.

[0016] The acyl methyl taurine salt of component (B) used in the present invention is an anionic surfactant, preferably an acyl methyl taurine salt having an acyl group having 14 to 22 carbon atoms. Examples include stearoyl methyl taurine salt, palmitoyl methyl taurine salt, myristoyl methyl taurine salt, and lauroyl methyl taurine salt, with stearoyl methyl taurine salt being more preferred. Examples of the salt include alkali metal salts and alkaline earth metal salts, with sodium salts being particularly preferred. An example of a commercially available product is NIKKOL SMT (manufactured by Nikko Chemicals Co., Ltd.).

[0017] The content of component (B) used in the present invention is not particularly limited, but is preferably 0.01 to 2 wt %, more preferably 0.05 to 1 wt %, in the emulsion composition. Within this range, the emulsion composition has good storage stability and provides sufficient effects such as a rich, full-bodied texture upon application, a smooth feel over the fingers, and firm skin after application.

[0018] The higher alcohol having 12 to 22 carbon atoms in component (C) used in the present invention is not particularly limited, but examples include lauryl alcohol, myristyl alcohol, cetyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, arachyl alcohol, behenyl alcohol, etc., and one or more of these can be used in combination. Of these, it is preferable to use a mixture of two or more selected from behenyl alcohol, cetyl alcohol, and stearyl alcohol, and it is even more preferable to use a mixture of behenyl alcohol, cetyl alcohol, and stearyl alcohol.

[0019] The content of component (C) used in the present invention is not particularly limited, but is preferably 0.5 to 5 wt %, more preferably 1 to 3 wt %, in the emulsion composition. Within this range, the emulsion composition has good storage stability and provides sufficient effects such as a rich, full-bodied feel upon application, a smooth feel over the fingers, and firm skin after application.

[0020] The higher fatty acid having 12 to 22 carbon atoms in component (D) used in the present invention is not particularly limited, but examples thereof include lauric acid, myristic acid, palmitic acid, stearic acid, behenic acid, oleic acid, linoleic acid, linolenic acid, arachidonic acid, isostearic acid, etc., and one or more of these can be used in combination. Of these, stearic acid and behenic acid are preferred, with behenic acid being more preferred.

[0021] The content of component (D) used in the present invention is not particularly limited, but is preferably 0.5 to 5 wt %, more preferably 1 to 3 wt %, in the emulsion composition. Within this range, the emulsion composition has good storage stability and provides sufficient effects such as a rich, full-bodied texture upon application, a smooth feel over the fingers, and firm skin after application.

[0022] The glycerin monoalkyl ether, component (E) used in the present invention, has a structure in which an alkyl chain having 16 to 18 carbon atoms is bonded to glycerin via an ether bond. Examples include glycerin monocetyl ether (chimyl alcohol), glycerin monostearyl ether (batyl alcohol), and glycerin monooleyl ether (selachyl alcohol), and these can be used alone or in combination of two or more. Of these, glycerin monostearyl ether is preferred, and an example of a commercially available product is Batyl Alcohol EX (manufactured by Nikko Chemicals Co., Ltd.).

[0023] The content of component (E) used in the present invention is not particularly limited, but is preferably 0.5 to 5 wt %, more preferably 1 to 3 wt %, in the emulsion composition. Within this range, the emulsion composition has good storage stability and provides sufficient effects such as a rich, full-bodied texture upon application, a smooth feel over the fingers, and firm skin after application.

[0024] The phospholipids of component (F) used in the present invention have one or more hydrophobic groups consisting of a phosphate group and an acyl group and / or an alkyl group in the molecule. Examples include phosphatidylcholine, phosphatidylethanolamine, phosphatidylserine, phosphatidylinositol, phosphatidylglycerol, phosphatidic acid, and hydrogenated or enzyme-modified versions thereof. Any of these phospholipids, such as those derived from soybeans or egg yolks, that are commonly used in cosmetics, can be used, but hydrogenated soybean phospholipids are preferred. An example of a commercially available product is Coatsome NC-21 (manufactured by NOF Corporation).

[0025] The content of component (F) used in the present invention is not particularly limited, but is preferably 0.01 to 2 wt %, more preferably 0.05 to 1 wt %, in the emulsion composition. Within this range, the emulsion composition has good storage stability and provides sufficient effects such as a rich, full-bodied texture upon application, a smooth feel on the fingers, and firm skin after application.

[0026] The oil-in-water emulsion composition of the present invention can further contain various ingredients depending on the intended use, such as UV absorbers, preservatives, antioxidants, whitening agents, vitamins, amino acids, hormones, peptides, physiologically active plant extracts, fluorescent materials, pigments, dyes, fragrances, scrubbing agents, binders, bulking agents, thickeners, sugars, nutritional components, chelating agents, disinfectants, keratin improving agents, keratolytic agents, antibiotics, skin permeation enhancers, blood circulation enhancers, anti-inflammatory agents, cell activators, anti-inflammatory agents, analgesics, skin softeners, skin emollients, wound healing agents, and metabolism enhancers, within limits that do not impair the effects of the present invention.

[0027] The oil-in-water emulsion composition of the present invention can be used as a beauty serum, emulsion, cream, pack, etc. The oil-in-water emulsion composition of the present invention may be in any form, such as emulsion, cream, or solid. [Example]

[0028] The present invention will be described in more detail below with reference to examples, but the present invention is not limited to these examples. The contents are shown in % by weight.

[0029] Oil-in-water emulsion compositions having the formulations shown in Tables 1 to 5 below were prepared, and the storage stability and usability were evaluated.

[0030] (Storage stability evaluation method) The emulsion was stored in a constant temperature bath at 40°C for 6 months, and the emulsion particles were evaluated under a microscope after 3 months and 6 months and rated according to the following criteria. ◎: No change for 6 months and good condition. ○: No change for 3 months, good condition, but after 6 months, the emulsion particles have become slightly larger. △: After 3 months, the emulsion particles have become slightly larger. ×: Emulsified particles clearly increased in size after 3 months.

[0031] (Usability evaluation method) A use test was conducted by a female expert panel (20 people). The obtained oil-in-water emulsion composition was used and evaluated according to the following criteria for "rich body," "smoothness of finger sliding" when applied, and "skin firmness" after application. (1) Rich and full-bodied flavor ◎: 18 or more people judged it to have a rich, full-bodied flavor. ○: 14 to 17 people judged that it had a rich, full-bodied flavor. △: 9 to 13 people judged that it had a rich, full-bodied flavor. ×: Eight or fewer people judged that the flavor was rich and full-bodied. (2) Smooth finger movement ◎: 18 or more people judged that they felt smooth finger movement. ○: 14 to 17 people judged that they felt smooth finger movement. △: 9 to 13 people judged that they felt smooth finger movement. ×: Eight or fewer people judged that they felt smooth finger movement. (3) Skin firmness ◎: 18 or more people judged that they felt their skin was firmer. ○: 14 to 17 people judged that they felt their skin was firm. △: 9 to 13 people judged that they felt their skin was firm. ×: Eight or fewer people judged that they felt their skin was firm.

[0032] (Manufacturing method) After parts a and b were uniformly dispersed or dissolved at 80°C, parts a and b were mixed and emulsified using a homomixer, and the mixture was cooled to 30°C to obtain an oil-in-water emulsion composition.

[0033] [Table 1]

[0034] As can be seen from the results in Table 1, the compositions of Examples 1 to 7 of the present invention achieved satisfactory results in all of the evaluated items. In particular, the compositions (Examples 1, 2, 4, and 5) containing 0.05 to 3 wt% of component (A) sodium tocopheryl phosphate and 0.05 to 1 wt% of component (B) sodium stearoyl methyl taurate achieved significantly superior results in all of the evaluated items. On the other hand, the composition not containing component (B) (Comparative Example 1) and the compositions containing sodium stearoyl lactylate or sodium lauroyl methyl alanine instead of component (B) (Comparative Examples 2 and 3) did not achieve satisfactory results.

[0035] [Table 2]

[0036] As can be seen from the results in Table 2, the compositions of the present invention, Examples 8 to 15, achieved satisfactory results in all of the items evaluated. In particular, the compositions (Examples 9 and 10) that used behenyl alcohol, stearyl alcohol, or cetyl alcohol as component (C) at a content of 1 to 3 wt % achieved significantly superior results in all of the items evaluated. On the other hand, the composition not containing component (C) (Comparative Example 4) did not achieve satisfactory results.

[0037] [Table 3]

[0038] The results in Table 3 show that the compositions of Examples 16 to 20 of the present invention achieved satisfactory results in all of the evaluated items. In particular, the compositions (Examples 17 and 18) that used behenic acid as component (D) at a content of 1 to 3 wt % achieved significantly superior results in all of the evaluated items. On the other hand, the composition not containing component (D) (Comparative Example 5) did not achieve satisfactory results.

[0039] [Table 4]

[0040] As can be seen from the results in Table 4, the compositions of the present invention, Examples 21 to 25, achieved satisfactory results in all of the evaluated items. In particular, the compositions (Examples 22 and 23) that used glycerin monostearyl ether as component (E) at a content of 1 to 3 wt% achieved significantly superior results in all of the evaluated items. On the other hand, the composition not containing component (E) (Comparative Example 6) did not achieve satisfactory results.

[0041] [Table 5]

[0042] The results in Table 5 show that the compositions of the present invention, Examples 26 to 30, achieved satisfactory results in all of the evaluated items. In particular, the compositions containing 0.05 to 1 wt% of component (F) hydrogenated soybean phospholipid (Examples 28 and 29) achieved significantly superior results in all of the evaluated items.

[0043] Other embodiments of the present invention will be described below.

[0044] Example 31 (Ingredients) (Weight%) 1. Sodium tocopheryl phosphate 1.0 2. Sodium stearoyl methyl taurate 0.4 3. Diglycerin 2.0 4. Phenoxyethanol 0.5 5. 1,3-Butylene Glycol 12.0 6. Sodium hyaluronate 0.1 7. Xanthan gum 0.2g 8. Potassium hydroxide 0.1 9.Purified water remainder 10. Behenyl alcohol 0.5 11. Stearyl alcohol 0.7 12. Cetyl alcohol 0.3 13. Behenic acid 1.5 14. Stearic acid 0.5 15. Glycerin Monostearyl Ether 2.0 16. Dextrin palmitate 1.5 17. Beeswax 1.0 18. Vaseline 5.0 19. Diisostearyl Malate 5.0 20. Squalane 10.0 21. Isotridecyl isononanoate 5.0 22. Hydrogenated soybean phospholipid 0.2 23.Fragrance 0.1 24. Succinoyl Atelocollagen Solution*12 5.0 25. Water-soluble collagen liquid *13 5.0 (Manufacturing method) Components 1 to 9 were uniformly dispersed at 80°C and added to components 10 to 22 that had been dissolved at 80°C. This was then emulsified using a homomixer. The mixture was cooled with stirring, and component 23 was added at 70°C, followed by components 24 and 25 at 50°C. Cooling was stopped at 30°C to obtain an oil-in-water emulsion composition.

[0045] Example 31 also had excellent storage stability and provided satisfactory results in all evaluation items for the feeling of use.

[0046] *1: TPNa: Manufactured by Showa Denko *2: NIKKOL SMT: Manufactured by Nikko Chemicals Co., Ltd. *3: NIKKOL LMT: Manufactured by Nikko Chemicals *4: High Nol 22SS: Manufactured by Kokyu Alcohol Kogyo Co., Ltd. *5: Stearyl alcohol NX: manufactured by Kokyu Alcohol Kogyo Co., Ltd. *6: Cetyl Alcohol NX: Manufactured by Kokyu Alcohol Kogyo Co., Ltd. *7: NAA-222: NOF Corporation *8: Batyl alcohol EX: manufactured by Nikko Chemicals *9: Coatsome NC-21: NOF Corporation *10: NAA-1865: NOF Corporation *11: Chimyl alcohol 100: Manufactured by Nikko Chemicals *12: Seagem Collagen AS: manufactured by Katakura Chikkarin Co., Ltd. *13: Arfomarin-CL: manufactured by Technoble Co., Ltd. [Industrial Applicability]

[0047] According to the present invention, it is possible to provide an oil-in-water emulsion composition containing a tocopheryl phosphate and / or a salt thereof, which has good storage stability, has a rich body upon application, glides smoothly on the fingers, and leaves the skin feeling firm after application.

Claims

1. The following components (A) to (E): (A) Tocopheryl phosphate ester and / or its salt (B) Acylmethyltaurine salt (C) a higher alcohol having 12 to 22 carbon atoms (D) Higher fatty acids having 12 to 22 carbon atoms (E) Glycerin monoalkyl ether An oil-in-water emulsion composition comprising:

2. 2. The oil-in-water emulsion composition according to claim 1, wherein component (B) is sodium stearoyl methyl taurate.

3. 3. The oil-in-water emulsion composition according to claim 1, wherein the component (E) is glycerin monostearyl ether.

4. 4. The oil-in-water emulsion composition according to claim 1, further comprising a phospholipid as component (F).

Citation Information

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