A stratum corneum retention improving agent, a shine suppressing agent, and a topical skin composition containing the same.

Abstract

The present invention relates to a stratum corneum retention improving agent for improving the retention of functional components in the stratum corneum, comprising an esterified product of a polyhydric alcohol, dipentaerythritol, erythritol, or sorbitan, and one or more fatty acids selected from saturated fatty acids having 6 to 10 carbon atoms, wherein the functional component is a substance compatible with the esterified product, and to a shine inhibitor for suppressing shine caused by oily components, comprising an esterified product of a polyhydric alcohol, dipentaerythritol, or sorbitan, and one or more fatty acids selected from saturated fatty acids having 6 to 10 carbon atoms.

Description

Technical Field

[0001] The present invention relates to a topical skin composition containing an esterified product composed of a specific polyhydric alcohol and a fatty acid. More specifically, the present invention relates to an esterified product for improving the stratum corneum retention of functional components, an esterified product capable of suppressing greasiness when an oily component is applied to the skin, and a topical skin composition containing the esterified product. This application claims priority based on Japanese Patent Application No. 2024-232627 filed in Japan on December 27, 2024, and Japanese Patent Application No. 2025-055715 filed in Japan on March 28, 2025, and incorporates the contents herein.

Background Art

[0002] Generally, substances with a molecular weight of 500 or less easily penetrate the skin, while those with a molecular weight greater than 500 are difficult to penetrate the skin. In fact, many contact allergens have a molecular weight of 500 or less, and most pharmaceuticals for percutaneous absorption have a molecular weight of 500 or less (see Non-Patent Document 1). When the purpose is to penetrate and be retained in the stratum corneum of the skin, a larger molecular weight of 500 or more is relatively safer and preferable, but it is difficult to penetrate the skin and it is difficult to obtain sufficient effects.

[0003] In cosmetic raw materials, oily components are components that have the effect of suppressing water evaporation from the skin to maintain moisture and making the skin soft. However, when an external composition containing a large amount of an oily component is applied to the skin, a peculiar greasiness may occur on the skin. Since many users find this greasiness unpleasant, if the amount of the oily component is reduced to reduce the greasiness, the greasiness will be reduced, but the various effects of the oily component itself will also decrease.

[0004] On the other hand, esterified polyhydric alcohols have been developed and used as cosmetic ingredients. Specifically, for example, esterified dipentaerythritol, erythritol, or sorbitan with one or more fatty acids selected from straight-chain saturated fatty acids having 6 to 10 carbon atoms has been reported to have excellent moisturizing effects when applied to the skin (Patent Document 1). [Prior art documents] [Patent Documents]

[0005] [Patent Document 1] International Publication No. 2020 / 116411 [Non-patent literature]

[0006] [Non-Patent Document 1] Bos et al, Experimental Dermatology, 2000, vol.9, p.165-169. [Non-Patent Document 2] Taira, Osamu. Journal of the Japan Society of Cosmetic Scientists, 2024, Vol. 48, No. 2, pp. 97-102. [Overview of the Initiative] [Problems that the invention aims to solve]

[0007] The object of the present invention is to provide a stratum corneum retention enhancer for improving the retention of functional ingredients in the stratum corneum, an oiliness inhibitor for suppressing shine caused by specific oily components, and a topical skin composition containing these. [Means for solving the problem]

[0008] In view of the circumstances described above, the inventors diligently researched the functions of various oily substances and, as a result, discovered that certain esterified compounds have high retention capacity in the stratum corneum of the skin and can suppress greasiness caused by certain oily components, thus completing the present invention. Specifically, the present invention provides the following:

[0009] [1] A stratum corneum retention enhancer for improving the retention of functional ingredients in the stratum corneum, It consists of an esterified product of component A and component B, and the hydroxyl value of the esterified product is 0 to 160 mg KOH / g. A stratum corneum retention improving agent characterized in that the functional component is a substance that is compatible with the esterified product. Component A: A polyhydric alcohol, which is dipentaerythritol, erythritol, or sorbitan. Component B: One or more fatty acids selected from saturated fatty acids with 6 to 10 carbon atoms. [2] The stratum corneum retention improving agent according to [1], wherein the functional component is vitamins, vitamin derivatives, vegetable oils, plant extracts, lipid-soluble components that make up the skin, analogues of lipid-soluble components that make up the skin, coenzymes, or precursors of coenzymes. [3] The vegetable oil is one or more selected from jojoba oil, MCT oil, squalane, camellia oil, macadamia seed oil, olive oil, meadowfoam oil, evening primrose oil, rice bran oil, shea butter, grape seed oil, sesame oil, and argan oil. The stratum corneum retention improving agent according to [2], wherein the plant extract component is one or more selected from polyphenols, polyphenol derivatives, γ-oryzanol, essential oils, licorice extract, hop extract, dried tangerine peel extract, Japanese pepper extract, turmeric extract, ginger extract, angelica extract, chamomile, ginseng extract, gromwell root extract, and cinnamon extract. [4] The lipid-soluble components that make up the skin are one or more selected from ceramides, sphingosines, sterols, phospholipids, and fatty acids. The stratum corneum retention improving agent according to [2] or [3], wherein the lipid-soluble component similar to the skin is one or more selected from ceramide derivatives, sphingosine derivatives, sterol derivatives, phospholipid derivatives, and fatty acid derivatives. [5] A stratum corneum retention improving agent of any of the above [1] to [4], wherein component A is dipentaerythritol. [6] The stratum corneum retention improving agent according to any of [1] to [5] above, wherein the fatty acid of component B is one or more fatty acids selected from straight-chain saturated fatty acids having 6 to 10 carbon atoms. [7] The stratum corneum retention improving agent according to any of [1] to [5] above, wherein the fatty acid of component B is one or more fatty acids selected from branched-chain saturated fatty acids having 6 to 10 carbon atoms. [8] A stratum corneum retention improving agent according to any of [1] to [6] above, wherein the fatty acid of component B is one or more selected from caprylic acid, pelargonic acid, and capric acid. [9] A stratum corneum retention improving agent according to any of [1] to [5] and [7], wherein the fatty acid of component B is one or two selected from 2-ethylhexanoic acid or isononanoic acid.

[10] A stratum corneum retention improving agent, which is a raw material for a topical skin composition containing the functional ingredient, any of the above [1] to [9].

[11] The stratum corneum retention improving agent according to

[10] , which is incorporated into the topical skin composition such that the amount of the functional component in the topical skin composition is 0.001 to 500 parts by mass per 100 parts by mass of the stratum corneum retention improving agent in the topical skin composition.

[12] A method for producing a topical skin composition, Using one of the stratum corneum retention improving agents [1] to

[11] above and a functional ingredient as raw materials, A method for producing a topical skin composition, characterized in that the functional component is a substance that is compatible with the esterified product. .

[13] A method for producing the topical skin composition of

[12] , wherein the functional component is vitamins, vitamin derivatives, vegetable oils, plant extracts, lipid-soluble components that make up the skin, analogues of lipid-soluble components that make up the skin, coenzymes, or precursors of coenzymes.

[14] A method for producing the topical skin composition according to

[12] or

[13] , comprising blending the stratum corneum retention improving agent and the functional component into the topical skin composition such that the amount of the functional component in the topical skin composition is 0.001 to 500 parts by mass per 100 parts by mass of the stratum corneum retention improving agent in the topical skin composition.

[15] A shine inhibitor for suppressing shine caused by oily components, It consists of an esterified product of component A and component B, and the hydroxyl value of the esterified product is 0 to 160 mg KOH / g. A shine inhibitor characterized in that the oily component is one or more oily components selected from the group consisting of squalene, triolein, macadamia seed oil, trimethylolpropane triisostearate, pentaerythrityl tetraisostearate, hydrogenated polyisobutene, hydrogenated polydecene, (caprylic / capric acid) coconut alkyl, octyldodecyl myristate, and polyglyceryl-2 diisostearate. Component A: a polyhydric alcohol which is dipentaerythritol, erythritol, or sorbitan Component B: one or more fatty acids selected from saturated fatty acids having 6 to 10 carbon atoms

[16] The tecali inhibitor according to

[15] , wherein Component A is dipentaerythritol.

[17] The tecali inhibitor according to

[15] or

[16] , wherein the fatty acid of Component B is one or more fatty acids selected from linear saturated fatty acids having 6 to 10 carbon atoms.

[18] The tecali inhibitor according to

[15] or

[16] , wherein the fatty acid of Component B is one or more fatty acids selected from branched-chain saturated fatty acids having 6 to 10 carbon atoms.

[19] The tecali inhibitor according to any one of

[15] to

[17] , wherein the fatty acid of Component B is one or more selected from caprylic acid, pelargonic acid, and capric acid.

[20] The tecali inhibitor according to any one of

[15] ,

[16] , and

[18] , wherein the fatty acid of Component B is one or two selected from 2-ethylhexanoic acid or isononanoic acid.

[21] The tecali inhibitor according to any one of

[15] to

[20] , which is a raw material of a skin-external composition containing the oily component.

[22] The tecali inhibitor according to

[21] , which is formulated in the skin-external composition such that the content ratio of the tecali inhibitor to the oily component in the skin-external composition is 1:99 to 99:1.

[23] A method for producing a topical skin composition, The raw materials consist of an oily component and one of the shine inhibitors described in

[15] to

[22] above. A method for producing a topical skin composition, characterized in that the oily component is one or more oily components selected from the group consisting of squalene, triolein, macadamia seed oil, trimethylolpropane triisostearate, pentaerythrityl tetraisostearate, hydrogenated polyisobutene, hydrogenated polydecene, (caprylic / capric acid) coconut alkyl, octyldodecyl myristate, and polyglyceryl-2 diisostearate.

[24] A method for producing the

[23] topical skin composition, comprising blending the oily component and the shine inhibitor into the topical skin composition such that the content ratio of the shine inhibitor to the oily component in the topical skin composition is 1:99 to 99:1.

[25] Furthermore, using functional ingredients as raw materials, A method for producing the

[23] or

[24] topical skin composition, wherein the functional component is a substance compatible with the esterified product.

[26] A method for producing the

[25] topical skin composition, wherein the functional component is vitamins, vitamin derivatives, vegetable oils, plant extracts, lipid-soluble components that make up the skin, analogues of lipid-soluble components that make up the skin, coenzymes, or precursors of coenzymes. 27 A method of using an esterified product of the following Component A and Component B, having a hydroxyl value of 0 to 160 mgKOH / g, for improving the stratum corneum retention of a functional component. A method for improving the retention of a functional ingredient in the stratum corneum, wherein the functional ingredient is a substance that is compatible with the esterified product. Component A: A polyhydric alcohol, which is dipentaerythritol, erythritol, or sorbitan. Component B: One or more fatty acids selected from saturated fatty acids with 6 to 10 carbon atoms. [ 28 A method for suppressing shine caused by one or more oily components selected from the group consisting of squalene, triolein, macadamia seed oil, trimethylolpropane triisostearate, pentaerythrityl tetraisostearate, hydrogenated polyisobutene, hydrogenated polydecene, (caprylic / capric acid) coconut alkyl, octyldodecyl myristate, and polyglyceryl-2 diisostearate, which are esterified products of component A and component B with a hydroxyl value of 0 to 160 mgKOH / g. Component A: A polyhydric alcohol, which is dipentaerythritol, erythritol, or sorbitan. Component B: One or more fatty acids selected from saturated fatty acids with 6 to 10 carbon atoms. [ 29 This describes a method for using the esterified product of component A and component B, which has a hydroxyl value of 0 to 160 mg KOH / g. A method for using an esterified compound, comprising including the esterified compound together with the functional component in a topical skin composition, in order to improve the retention of the functional component in the stratum corneum when the topical skin composition containing the functional component is applied to the skin. Component A: A polyhydric alcohol, which is dipentaerythritol, erythritol, or sorbitan. Component B: One or more fatty acids selected from saturated fatty acids with 6 to 10 carbon atoms. [ 30 This describes a method for using an esterified product of component A and component B, having a hydroxyl value of 0 to 160 mg KOH / g. A method for using an esterified compound, comprising including the esterified compound together with the oily component in a topical skin composition, in order to suppress the shine caused by the oily component when the topical skin composition containing the oily component is applied to the skin. Component A: A polyhydric alcohol, which is dipentaerythritol, erythritol, or sorbitan. Component B: One or more fatty acids selected from saturated fatty acids with 6 to 10 carbon atoms. [ 31 This is for the production of a stratum corneum retention improving agent, which is an ester of component A and component B having a hydroxyl value of 0 to 160 mg KOH / g, and which improves the stratum corneum retention of functional components. A method for improving the retention of a functional ingredient in the stratum corneum, wherein the functional ingredient is a substance that is compatible with the esterified product. Component A: A polyhydric alcohol, which is dipentaerythritol, erythritol, or sorbitan. Component B: One or more fatty acids selected from saturated fatty acids with 6 to 10 carbon atoms. [ 32 For use in producing an anti-shininess agent that suppresses shine caused by one or more oily components selected from the group consisting of squalene, triolein, macadamia seed oil, trimethylolpropane triisostearate, pentaerythrityl tetraisostearate, hydrogenated polyisobutene, hydrogenated polydecene, (caprylic / capric acid) coconut alkyl, octyldodecyl myristate, and polyglyceryl-2 diisostearate, which are esterified products of component A and component B with a hydroxyl value of 0 to 160 mgKOH / g. Component A: A polyhydric alcohol, which is dipentaerythritol, erythritol, or sorbitan. Component B: One or more fatty acids selected from saturated fatty acids with 6 to 10 carbon atoms. [Effects of the Invention]

[0010] According to the present invention, it is possible to obtain a stratum corneum retention improving agent, which consists of a specific esterified compound, has excellent retention properties in the stratum corneum when applied to the skin, and can improve the retention of functional ingredients in the stratum corneum, and a topical skin composition containing the stratum corneum retention improving agent. Furthermore, the present invention provides an anti-shininess agent that can suppress shine caused by one or more oily components selected from the group consisting of specific esterified compounds, squalene, triolein, macadamia seed oil, trimethylolpropane triisostearate, pentaerythrityl tetraisostearate, hydrogenated polyisobutene, hydrogenated polydecene, (caprylic / capric acid) coconut alkyl, octyldodecyl myristate, and polyglyceryl-2 diisostearate, and a topical skin composition containing the anti-shininess agent. [Modes for carrying out the invention]

[0011] The embodiments of the present invention will be described in detail below.

[0012] In the present invention and this specification, "stratum corneum retention improving agent" means "a substance having a stratum corneum retention improving effect, used in a manner that exerts said effect." "Stratum corneum retention improving effect" means the effect of increasing the amount of a component applied to the skin surface that is stored in the stratum corneum.

[0013] The hydroxyl value (mgKOH / g) of esterified compounds can be measured according to section 2.3.6.2-1996, Hydroxyl Value (Pyridine-Acetic Anhydride Method), of the "Standard Test Methods for Analysis of Fats and Oils, 2013 Edition," published by the Japan Oil Chemists' Society.

[0014] Specifically, it is the amount of potassium hydroxide in milligrams required to neutralize the acetic acid bonded to the hydroxyl group when 1 g of the sample is acetylated. The hydroxyl value of the esterified product is measured by neutralization titration. More specifically, the acetylation reagent is added to the sample and heated in a glycerin bath for 1 hour. Then, 1 mL of water is added to convert the unreacted acetic anhydride to acetic acid, and phenolphthalein solution is added as an indicator. The mixture is then titrated with potassium hydroxide ethanol solution. The hydroxyl value is calculated from the amount of potassium hydroxide ethanol solution required to confirm the color development of phenolphthalein. The acetylation reagent is a solution prepared by adding pyridine to 25 g of acetic anhydride to make a total volume of 100 mL.

[0015] <Stratum corneum retention improver> The stratum corneum retention improving agent according to the present invention consists of an esterified product of component A and component B, wherein the hydroxyl value of the esterified product is 0 to 160 mgKOH / g. Component A: A polyhydric alcohol, which is dipentaerythritol, erythritol, or sorbitan. Component B: One or more fatty acids selected from saturated fatty acids with 6 to 10 carbon atoms.

[0016] The esterified product of component A and component B readily penetrates the stratum corneum from the skin surface and remains there for a relatively long period of time. Therefore, when a compound compatible with this esterified product is applied to the skin surface together with the esterified product, it penetrates and remains in the stratum corneum along with the esterified product. In other words, this esterified product has a stratum corneum retention-enhancing effect and functions as a carrier for functional components compatible with this esterified product into the stratum corneum.

[0017] The polyhydric alcohol component A is dipentaerythritol, erythritol, or sorbitan. Dipentaerythritol can be obtained from pentaerythritol by condensation reactions, etc., and is commercially available. Sorbitan can also be obtained from sorbitol by intramolecular condensation reactions, etc., and is commercially available. Commercially available dipentaerythritol products include Dipentaerythritol (90% GRADE) sold by Lee Changrong Chemical Co., Ltd., commercially available erythritol products include Erythritol sold by Bussan Food Science Co., Ltd., and commercially available sorbitan products include Sorbitan M-70 sold by Sanko Chemical Industry Co., Ltd. Dipentaerythritol is preferred as the polyhydric alcohol for component A because it provides a higher moisturizing effect.

[0018] The fatty acid in component B is a saturated fatty acid having 6 to 10 carbon atoms. This saturated fatty acid may be a straight-chain fatty acid or a branched fatty acid, but it is preferably a straight-chain fatty acid. Furthermore, if component B consists of two or more fatty acids, the fatty acids of component B may be two or more straight-chain saturated fatty acids, two or more branched saturated fatty acids, or a combination of one or more straight-chain saturated fatty acids and one or more branched saturated fatty acids. Among these, two straight-chain saturated fatty acids are preferred for component B.

[0019] When the fatty acid of component B is a straight-chain saturated fatty acid, specific examples of straight-chain saturated fatty acids having 6 to 10 carbon atoms include caproic acid (n-hexanoic acid: 6 carbon atoms), n-heptanoic acid (7 carbon atoms), caprylic acid (n-octanoic acid: 8 carbon atoms), pelargonic acid (n-nonanoic acid: 9 carbon atoms), and capric acid (n-decanoic acid: 10 carbon atoms). The fatty acid of component B is preferably one or more selected from caprylic acid, pelargonic acid, and capric acid, more preferably one or two selected from caprylic acid and capric acid, and even more preferably caprylic acid and capric acid.

[0020] When the fatty acid of component B is a branched-chain saturated fatty acid, examples of branched-chain saturated fatty acids with 6 to 10 carbon atoms include isononanoic acid such as 3,5,5-trimethylhexanoic acid, 2-ethylhexanoic acid, and 2-butyloctanoic acid. As the fatty acid of component B, 2-ethylhexanoic acid and isononanoic acid are particularly preferred, and 2-ethylhexanoic acid is more preferred.

[0021] The mass ratio of each constituent fatty acid residue in the esterified product of component A and component B can be determined by first preparing a derivative by methyl esterification of the fatty acid residues in the esterified product using a method equivalent to 2.4.1.1-2013 Methyl esterification method (sulfuric acid-methanol method) (published by the Japan Oil Chemists' Society, "Standard Test Methods for Analysis of Fats and Oils, 2013 Edition"), and then measuring the obtained derivative using a method equivalent to 2.4.2.3-2013 Fatty acid composition (capillary gas chromatography method) (published by the Japan Oil Chemists' Society, "Standard Test Methods for Analysis of Fats and Oils, 2013 Edition").

[0022] The stratum corneum retention improving agent according to the present invention consists of an esterified product in which at least a portion of the hydroxyl groups in the polyhydric alcohol of component A are replaced by fatty acid residues derived from the fatty acid of component B by an esterification reaction, and the hydroxyl value is 0 to 160 mgKOH / g. By setting the hydroxyl value of the esterified product within a specific range, the esterified product can be made to have a stratum corneum retention improving effect. Since a higher stratum corneum retention improving effect can be obtained, the hydroxyl value of the esterified product of the stratum corneum retention improving agent according to the present invention is preferably 0 to 110 mgKOH / g, more preferably 0 to 90 mgKOH / g, even more preferably 0 to 10 mgKOH / g, even more preferably 0 to 3 mgKOH / g, and particularly preferably 0 to 1 mgKOH / g. The lower limit of the hydroxyl value of the esterified product is not particularly limited; for example, a hydroxyl value of 0 mgKOH / g (a fully esterified dipentaerythritol, erythritol, or sorbitan in which all hydroxyl groups have been esterified) is also preferred.

[0023] The stratum corneum retention improving agent according to the present invention can provide a stratum corneum retention improving effect if the hydroxyl value of the esterified compound constituting it is between 0 and 160 mgKOH / g. By changing the hydroxyl value of the esterified compound constituting the stratum corneum retention improving agent according to the present invention, the viscosity and feel of the esterified compound can be adjusted to a desired state. Therefore, esterified compounds with different hydroxyl values ​​can be appropriately used as the stratum corneum retention improving agent according to the present invention depending on the application and formulation considerations.

[0024] In particular, when a stratum corneum retention improving agent that is non-greasy and easily absorbed by the skin is required, the hydroxyl value of the esterified product constituting the stratum corneum retention improving agent is preferably low, more preferably 0 to 10 mg KOH / g, even more preferably 0 to 3 mg KOH / g, and even more preferably 0 to 1 mg KOH / g.

[0025] The esterified keratin retention improving agent according to the present invention is an esterified product obtained by using component A and component B as reaction raw materials and performing an esterification reaction on these reaction raw materials such that the hydroxyl value is within a specific range.

[0026] The esterification reaction between component A and component B can be carried out, for example, as follows. Component A and component B are placed in a reaction vessel, and the esterification reaction is carried out in an inert organic solvent and / or gas at a temperature preferably 100°C to 250°C, more preferably 150°C to 250°C, even more preferably 160°C to 240°C, and even more preferably 190°C to 230°C, while removing the by-product water, to obtain the esterified product. As organic solvents, solvents known in the field of organic chemistry, such as those used in the esterification reaction of alcohols and fatty acids, can be applied.

[0027] A catalyst may be used in the esterification reaction as needed. Examples of catalysts include acid catalysts, alkali catalysts, and metal catalysts. Examples of acid catalysts include sulfuric acid, hydrochloric acid, and trifluoroacetic acid; examples of alkali catalysts include sodium hydroxide, potassium hydroxide, and triethylamine; and examples of metal catalysts include alkali metals, alkaline earth metals, transition metals in their elemental form, or alkoxides. When using an acid catalyst, alkali catalyst, or metal catalyst as a catalyst, the amount used is preferably about 0.001 to 1.0% by mass relative to the total mass of the reaction raw materials. After the reaction, known purification treatments such as washing with water, alkaline deoxidation, adsorption treatment, and distillation can be used to remove catalysts and unreacted raw materials. Furthermore, the resulting reaction product can be further purified by decolorization and deodorization treatments.

[0028] The esterified product of component A, dipentaerythritol, may contain fatty acid esters with a degree of esterification of 1 to 6. The composition ratio of the dipentaerythritol fatty acid esters with a degree of esterification of 1 to 6 is not particularly limited as long as the composition ratio results in a hydroxyl value of 0 to 160 mgKOH / g of the obtained esterified product. Preferably, the composition ratio results in a hydroxyl value of 0 to 110 mgKOH / g of the obtained esterified product, more preferably 0 to 90 mgKOH / g, even more preferably 0 to 10 mgKOH / g, even more preferably 0 to 3 mgKOH / g, and particularly preferably 0 to 1 mgKOH / g. This composition ratio can be adjusted by appropriately controlling the raw material charging ratio and the reaction conditions of the esterification reaction.

[0029] The esterified product of component A, erythritol, may contain fatty acid esters with a degree of esterification of 1 to 4. The composition ratio of the erythritol fatty acid esters with a degree of esterification of 1 to 4 is not particularly limited as long as the composition ratio results in a hydroxyl value of 0 to 160 mgKOH / g of the obtained esterified product. Preferably, the composition ratio results in a hydroxyl value of 0 to 110 mgKOH / g of the obtained esterified product, more preferably 0 to 90 mgKOH / g, even more preferably 0 to 10 mgKOH / g, even more preferably 0 to 3 mgKOH / g, and particularly preferably 0 to 1 mgKOH / g. This composition ratio can be adjusted by appropriately controlling the raw material charging ratio and the reaction conditions of the esterification reaction.

[0030] The esterified product of component A, sorbitan, may contain fatty acid esters with a degree of esterification of 1 to 4. The composition ratio of sorbitan fatty acid esters with a degree of esterification of 1 to 4 is not particularly limited as long as the composition ratio results in a hydroxyl value of 0 to 160 mgKOH / g of the obtained esterified product. Preferably, the composition ratio results in a hydroxyl value of 0 to 110 mgKOH / g of the obtained esterified product, more preferably 0 to 90 mgKOH / g, even more preferably 0 to 10 mgKOH / g, even more preferably 0 to 3 mgKOH / g, and particularly preferably 0 to 1 mgKOH / g. This composition ratio can be adjusted by appropriately controlling the raw material charging ratio and the reaction conditions of the esterification reaction.

[0031] The esterification reaction to obtain the esterified product of component A and component B, which is a stratum corneum retention improving agent according to the present invention, can be carried out, for example, by charging 1 mole of component A with the number of moles of component B necessary to achieve the desired hydroxyl value, or a larger number of moles, and reacting them at a temperature of 180 to 240°C, either without a catalyst or in the presence of a catalyst. As the catalyst, a catalyst known in the field of organic chemistry, such as an acid, alkali, or other catalyst used in the esterification reaction of alcohols and fatty acids, can be used. The reaction may be carried out in a solvent that does not adversely affect the esterification reaction, or without a solvent. As the solvent, a solvent known in the field of organic chemistry, such as one used in the esterification reaction of alcohols and fatty acids, can be used. The reaction time can usually be 10 to 20 hours. However, the reaction time may be less than 10 hours or more than 20 hours, as it is affected by the raw materials used (linear or branched chain), the presence or absence of a catalyst, the esterification temperature, or the excess amount of acid. After the reaction is complete, if a catalyst was used, it may be removed by filtration or adsorption treatment. Esterified products can be obtained from the reactants of an esterification reaction by conventional methods such as distillation to remove excess unreacted raw materials or by purification under alkaline conditions. Furthermore, if it is desired to improve the color of the esterified product, it can be decolorized using conventional methods.

[0032] Here, by adjusting the amounts of component A and component B used and calculating to achieve the desired hydroxyl value, an esterified product with a hydroxyl value close to the desired value can be obtained.

[0033] For example, when producing an esterified product in which component A is dipentaerythritol and the hydroxyl value is 0 mgKOH / g, that is, when producing a full fatty acid ester of dipentaerythritol (where fatty acids are esterified to all hydroxyl groups of dipentaerythritol), it can be produced by charging more than 6 moles of component B for every 1 mole of component A.

[0034] Furthermore, when producing an esterified product in which component A is erythritol or sorbitan and the hydroxyl value is 0 mgKOH / g, that is, when producing a full fatty acid ester of erythritol or sorbitan (where all fatty acids of erythritol or sorbitan are esterified), it can be produced by charging more than 4 moles of component B for every 1 mole of component A.

[0035] Furthermore, when producing an esterified product in which component A is dipentaerythritol and the hydroxyl value is greater than 0 mgKOH / g, that is, when producing a partial ester of the fatty acid of dipentaerythritol (in which a fatty acid is esterified to some of the hydroxyl groups of dipentaerythritol), it can be produced by charging less than 6 moles of component B for every 1 mole of component A and completing the reaction.

[0036] Furthermore, when producing an esterified product in which component A is erythritol or sorbitan and the hydroxyl value is greater than 0 mgKOH / g, that is, when producing a partial ester of the fatty acid of erythritol or sorbitan (where a fatty acid is esterified to some of the hydroxyl groups of erythritol or sorbitan), it can be produced by charging less than 4 moles of component B for every 1 mole of component A and completing the reaction.

[0037] Furthermore, regardless of whether component A is dipentaerythritol, erythritol, or sorbitan, in the production of a partial ester having the desired hydroxyl value, an esterified product with a hydroxyl value close to the desired value can also be obtained by charging a larger amount of component B than is needed and stopping the reaction midway while observing the change in acid value during the reaction. Furthermore, regardless of whether component A is dipentaerythritol, erythritol, or sorbitan, if the hydroxyl value of the resulting esterified product deviates from the desired hydroxyl value, the esterified product with the desired hydroxyl value can be obtained by adjusting the mixing ratio to account for the degree of the deviation.

[0038] The components A (dipentaerythritol, erythritol, sorbitan) and B (saturated fatty acids) may be chemically synthesized products or extracted from natural sources. Furthermore, commercially available products may be used for both components A and B.

[0039] One embodiment of the esterified stratum corneum retention improving agent according to the present invention is an esterified product of component A and component B, wherein component A is dipentaerythritol, erythritol, or sorbitan, and component B is one or more fatty acids selected from saturated fatty acids having 6 to 10 carbon atoms, and has a hydroxyl value of 0 to 160 mgKOH / g. Preferably, it is an esterified product of component A and component B, wherein component A is dipentaerythritol, erythritol, or sorbitan, and component B is one or more fatty acids selected from straight-chain saturated fatty acids having 6 to 10 carbon atoms, and has a hydroxyl value of 0 to 160 mgKOH / g, or an esterified product of component A and component B, wherein component A is dipentaerythritol, erythritol, or sorbitan, and component B is one or more fatty acids selected from branched-chain saturated fatty acids having 6 to 10 carbon atoms, and has a hydroxyl value of 0 to 160 mgKOH / g.

[0040] The esterified stratum corneum retention improving agent according to the present invention is preferably an esterified product of dipentaerythritol (component A) having a hydroxyl value of 0 to 160 mgKOH / g and one or more fatty acids (component B) selected from straight-chain saturated fatty acids having 6 to 10 carbon atoms, and more preferably an esterified product of dipentaerythritol (component A) having a hydroxyl value of 0 to 160 mgKOH / g and one or more fatty acids (component B) selected from caprylic acid, pelargonic acid, and capric acid.

[0041] The esterified stratum corneum retention improving agent according to the present invention is preferably an esterified product of erythritol (component A) having a hydroxyl value of 0 to 160 mgKOH / g and one or more fatty acids (component B) selected from straight-chain saturated fatty acids having 6 to 10 carbon atoms, and more preferably an esterified product of erythritol (component A) having a hydroxyl value of 0 to 160 mgKOH / g and one or more fatty acids (component B) selected from caprylic acid, pelargonic acid, and capric acid.

[0042] The esterified stratum corneum retention improving agent according to the present invention is preferably an esterified product of sorbitan (component A) having a hydroxyl value of 0 to 160 mgKOH / g and one or more fatty acids (component B) selected from straight-chain saturated fatty acids having 6 to 10 carbon atoms, and more preferably an esterified product of sorbitan (component A) having a hydroxyl value of 0 to 160 mgKOH / g and one or more fatty acids (component B) selected from caprylic acid, pelargonic acid, and capric acid.

[0043] The esterified stratum corneum retention improving agent according to the present invention is preferably an esterified product of dipentaerythritol (component A) having a hydroxyl value of 0 to 160 mgKOH / g and one or more fatty acids (component B) selected from branched-chain saturated fatty acids having 6 to 10 carbon atoms, and more preferably an esterified product of dipentaerythritol (component A) having a hydroxyl value of 0 to 160 mgKOH / g and 2-ethylhexanoic acid (component B).

[0044] The esterified stratum corneum retention improving agent according to the present invention is preferably an esterified product of erythritol (component A) having a hydroxyl value of 0 to 160 mgKOH / g and one or more fatty acids (component B) selected from branched-chain saturated fatty acids having 6 to 10 carbon atoms, and more preferably an esterified product of erythritol (component A) having a hydroxyl value of 0 to 160 mgKOH / g and 2-ethylhexanoic acid (component B).

[0045] The esterified agent for improving stratum corneum retention according to the present invention is preferably an esterified product of sorbitan (component A) and one or more fatty acids (component B) selected from branched-chain saturated fatty acids having 6 to 10 carbon atoms, having a hydroxyl value of 0 to 160 mgKOH / g, and more preferably an esterified product of sorbitan (component A) and 2-ethylhexanoic acid (component B), having a hydroxyl value of 0 to 160 mgKOH / g.

[0046] One embodiment of the esterified stratum corneum retention improving agent according to the present invention is an esterified product of component A and component B, wherein component A is dipentaerythritol, component B is caprylic acid, and the hydroxyl value is 140 mgKOH / g or less. Preferably, the esterified product is a mixture of dipentaerythritol (component A) and caprylic acid (component B) having a hydroxyl value of 110 mgKOH / g or less; more preferably, the esterified product is a mixture of dipentaerythritol (component A) and caprylic acid (component B) having a hydroxyl value of 90 mgKOH / g or less; even more preferably, the esterified product is a mixture of dipentaerythritol (component A) and caprylic acid (component B) having a hydroxyl value of less than 10 mgKOH / g; even more preferably, the esterified product is a mixture of dipentaerythritol (component A) and caprylic acid (component B) having a hydroxyl value of 3 mgKOH / g or less; and particularly preferably, the esterified product is a mixture of dipentaerythritol (component A) and caprylic acid (component B) having a hydroxyl value of 1 mgKOH / g or less.

[0047] One embodiment of the esterified stratum corneum retention improving agent according to the present invention is an esterified product of component A and component B, wherein component A is dipentaerythritol, component B is pelargonic acid, and the hydroxyl value is 140 mgKOH / g or less. Preferably, the esterified product is a mixture of dipentaerythritol (component A) and pelargonic acid (component B) having a hydroxyl value of 110 mgKOH / g or less; more preferably, the esterified product is a mixture of dipentaerythritol (component A) and pelargonic acid (component B) having a hydroxyl value of 90 mgKOH / g or less; even more preferably, the esterified product is a mixture of dipentaerythritol (component A) and pelargonic acid (component B) having a hydroxyl value of less than 10 mgKOH / g; even more preferably, the esterified product is a mixture of dipentaerythritol (component A) and pelargonic acid (component B) having a hydroxyl value of 3 mgKOH / g or less; and particularly preferably, the esterified product is a mixture of dipentaerythritol (component A) and pelargonic acid (component B) having a hydroxyl value of 1 mgKOH / g or less.

[0048] One embodiment of the esterified stratum corneum retention improving agent according to the present invention is an esterified product of component A and component B, wherein component A is dipentaerythritol, component B is capric acid, and the hydroxyl value is 140 mgKOH / g or less. Preferably, the esterified product is a mixture of dipentaerythritol (component A) and capric acid (component B) with a hydroxyl value of 110 mgKOH / g or less; more preferably, the esterified product is a mixture of dipentaerythritol (component A) and capric acid (component B) with a hydroxyl value of 90 mgKOH / g or less; even more preferably, the esterified product is a mixture of dipentaerythritol (component A) and capric acid (component B) with a hydroxyl value of less than 10 mgKOH / g; even more preferably, the esterified product is a mixture of dipentaerythritol (component A) and capric acid (component B) with a hydroxyl value of 3 mgKOH / g or less; and particularly preferably, the esterified product is a mixture of dipentaerythritol (component A) and capric acid (component B) with a hydroxyl value of 1 mgKOH / g or less.

[0049] One embodiment of the esterified stratum corneum retention improving agent according to the present invention is an esterified product of component A and component B, wherein component A is dipentaerythritol, component B is 2-ethylhexanoic acid, and the hydroxyl value is 140 mgKOH / g or less. Preferably, the esterified product is a mixture of dipentaerythritol (component A) and 2-ethylhexanoic acid (component B) having a hydroxyl value of 110 mgKOH / g or less; more preferably, the esterified product is a mixture of dipentaerythritol (component A) and 2-ethylhexanoic acid (component B) having a hydroxyl value of 90 mgKOH / g or less; even more preferably, the esterified product is a mixture of dipentaerythritol (component A) and 2-ethylhexanoic acid (component B) having a hydroxyl value of less than 10 mgKOH / g; even more preferably, the esterified product is a mixture of dipentaerythritol (component A) and 2-ethylhexanoic acid (component B) having a hydroxyl value of 3 mgKOH / g or less; and particularly preferably, the esterified product is a mixture of dipentaerythritol (component A) and 2-ethylhexanoic acid (component B) having a hydroxyl value of 1 mgKOH / g or less.

[0050] The stratum corneum retention improving agent according to the present invention can be used as a raw material for various topical skin compositions. By blending the stratum corneum retention improving agent and a functional component into various topical skin compositions, the stratum corneum retention improving effect of the functional component can be imparted to the topical skin composition. The content ratio of the stratum corneum retention improving agent according to the present invention to the functional component in a topical skin composition is not particularly limited. For example, the amount of the functional component blended with 100 parts by mass of the stratum corneum retention improving agent according to the present invention in a topical skin composition is preferably 0.001 to 500 parts by mass, more preferably 0.001 to 300 parts by mass, even more preferably 0.001 to 100 parts by mass, even more preferably 0.001 to 30 parts by mass, especially preferably 0.001 to 20 parts by mass, and most preferably 0.001 to 15 parts by mass.

[0051] <Functional ingredients> The functional component targeted by the stratum corneum retention improving agent according to the present invention is a substance that is compatible with the esterified product of component A and component B. When applied to the skin in a state of compatibility with the esterified product, it can penetrate and be stored in the stratum corneum together with the esterified product. The functional component is not particularly limited as long as it is compatible with the esterified product.

[0052] The functional components targeted by the stratum corneum retention improving agent according to the present invention include, for example, substances that have effective cosmetic functions for the skin and hair and are compatible with the esterified product of component A and component B. Effective cosmetic functions include, for example, moisturizing, cleansing, skin conditioning, skin improvement, skin protection, improvement of fine lines caused by dryness, whitening, acne prevention, sunburn prevention, anti-inflammatory, antioxidant, anti-glycation, heat rash prevention, chapped skin prevention, pore care, hair growth promotion, hair growth promotion, dandruff prevention, itching prevention, skin sterilization, skin disinfection, body odor prevention, and sweat odor prevention.

[0053] Functional ingredients specifically include, for example, vitamins, vitamin derivatives, vegetable oils, plant extracts, lipid-soluble components that make up the skin, analogues of lipid-soluble components that make up the skin, coenzymes, and coenzyme precursors. Vitamins and vitamin derivatives have functions such as moisturizing and whitening. Specifically, examples include vitamin A and its derivatives (retinol, retinoic acid, retinyl palmitate, etc.), vitamin C derivatives, vitamin E and its derivatives, vitamin K, astaxanthin, carotenes, lycopene, etc. Vegetable oils and plant extracts have moisturizing and anti-inflammatory functions. Specific examples of vegetable oils include jojoba oil, MCT oil, squalane, camellia oil, macadamia seed oil, olive oil, meadowfoam oil, evening primrose oil, rice bran oil, shea butter, grape seed oil, sesame oil, and argan oil, and one or more of these can be used. Specific examples of plant extracts include polyphenols, polyphenol derivatives, γ-oryzanol, essential oils, licorice extract, hop extract, dried tangerine peel extract, Japanese pepper extract, turmeric extract, ginger extract, angelica extract, chamomile extract, ginseng extract, gromwell root extract, and cinnamon extract, and one or more of these can be used. Lipid-soluble components that make up the skin, and components similar to lipid-soluble components that make up the skin, have functions such as moisturizing and improving the skin. Specifically, lipid-soluble components that make up the skin include ceramides, sphingosines, sterols, phospholipids, and fatty acids such as palmitic acid, and one or more of these can be used. Specifically, components similar to lipid-soluble components that make up the skin include derivatives of ceramides, derivatives of sphingosines, derivatives of sterols, derivatives of phospholipids, and derivatives of fatty acids, and one or more of these can be used. Examples of coenzymes include ubiquinone. Examples of coenzyme precursors include niacin derivatives.

[0054] Furthermore, the compatibility of the esterified product of component A and component B can be experimentally confirmed. For example, a small amount of the functional component and the esterified product are mixed in a test tube and observed after shaking. If a homogeneous solution is formed without phase separation, compatibility can be determined. If necessary, the mixture can be mixed while being heated or treated with ultrasound.

[0055] <Shine-reducing agent> The esterified product of component A and component B, when applied to the skin together with one or more oily components selected from the group consisting of squalene, triolein, macadamia seed oil, trimethylolpropane triisostearate, pentaerythrityl tetraisostearate, hydrogenated polyisobutene, hydrogenated polydecene, (caprylic / capric acid) coconut alkyl, octyldodecyl myristate, and polyglyceryl-2 diisostearate, can suppress the shine caused by these oily components. In other words, the esterified product of component A and component B is a shine inhibitor that suppresses the shine caused by one or more oily components selected from the group consisting of squalene, triolein, macadamia seed oil, trimethylolpropane triisostearate, pentaerythrityl tetraisostearate, hydrogenated polyisobutene, hydrogenated polydecene, (caprylic / capric acid) coconut alkyl, octyldodecyl myristate, and polyglyceryl-2 diisostearate.

[0056] Hereafter, an oily component whose shine is suppressed by the esterification of component A and component B, specifically "one or more oily components selected from the group consisting of squalene, triolein, macadamia seed oil, trimethylolpropane triisostearate, pentaerythrityl tetraisostearate, hydrogenated polyisobutene, hydrogenated polydecene, (caprylic / capric acid) coconut alkyl, octyldodecyl myristate, and polyglyceryl-2 diisostearate," may be referred to as "oily component T."

[0057] The reason why the esterified product of component A and component B can suppress the shine caused by these specific oily components is not clear, but it is presumed that the esterified product makes it easier for these oily components to accumulate in the stratum corneum, reducing the amount that remains on the skin surface.

[0058] The esterified product of component A and component B that constitute the shine-suppressing agent according to the present invention is the same esterified product as the esterified product that constitutes the stratum corneum retention-enhancing agent. The raw materials for the esterified product that constitutes the shine-suppressing agent according to the present invention, component A and component B, are both the same compounds as the raw materials for the esterified product that constitutes the stratum corneum retention-enhancing agent.

[0059] Dipentaerythritol is preferred as the polyhydric alcohol component A, which is a raw material for the esterified product that serves as a shine inhibitor according to the present invention, because it provides a higher shine inhibitory effect. The linear saturated fatty acid of component B, which is a raw material for the esterified product that serves as a shine inhibitor according to the present invention, is preferably one or more selected from caprylic acid, pelargonic acid, and capric acid, more preferably one or two selected from caprylic acid and capric acid, and even more preferably caprylic acid. Furthermore, as the branched-chain saturated fatty acid of component B, which is a raw material for the esterified product that serves as a shine inhibitor according to the present invention, one or more selected from isononanoic acid such as 3,5,5-trimethylhexanoic acid, 2-ethylhexanoic acid, and 2-butyloctanoic acid are preferred, one or more selected from 2-ethylhexanoic acid and isononanoic acid are more preferred, and 2-ethylhexanoic acid is even more preferred.

[0060] The gloss inhibitor according to the present invention consists of an esterified product in which at least a portion of the hydroxyl groups in the polyhydric alcohol of component A are replaced by fatty acid residues derived from the fatty acid of component B through an esterification reaction, and the hydroxyl value is 0 to 160 mgKOH / g. By setting the hydroxyl value of the esterified product within a specific range, the esterified product can be made to possess a gloss-inhibiting effect due to a specific oily component. To obtain a higher gloss-inhibiting effect, the hydroxyl value of the esterified product of the gloss inhibitor according to the present invention is preferably 110 mgKOH / g or less, more preferably 90 mgKOH / g or less, even more preferably less than 10 mgKOH / g, even more preferably 3 mgKOH / g or less, particularly preferably 1 mgKOH / g or less, and also preferably 0 mgKOH / g.

[0061] One embodiment of the esterified product which is a shine inhibitor according to the present invention is an esterified product of component A and component B, wherein component A is dipentaerythritol, erythritol, or sorbitan, and component B is one or more fatty acids selected from saturated fatty acids having 6 to 10 carbon atoms, and has a hydroxyl value of 0 to 160 mgKOH / g. Preferably, it is an esterified product of component A and component B, wherein component A is dipentaerythritol, erythritol, or sorbitan, and component B is one or more fatty acids selected from straight-chain saturated fatty acids having 6 to 10 carbon atoms, and has a hydroxyl value of 0 to 160 mgKOH / g, or an esterified product of component A and component B, wherein component A is dipentaerythritol, erythritol, or sorbitan, and component B is one or more fatty acids selected from branched-chain saturated fatty acids having 6 to 10 carbon atoms, and has a hydroxyl value of 0 to 160 mgKOH / g.

[0062] The esterified gloss inhibitor according to the present invention is preferably an esterified product of dipentaerythritol (component A) having a hydroxyl value of 0 to 160 mgKOH / g and one or more fatty acids (component B) selected from straight-chain saturated fatty acids having 6 to 10 carbon atoms, and more preferably an esterified product of dipentaerythritol (component A) having a hydroxyl value of 0 to 160 mgKOH / g and one or more fatty acids (component B) selected from caprylic acid, pelargonic acid, and capric acid.

[0063] The esterified oil-suppressing agent according to the present invention is preferably an esterified product of erythritol (component A) having a hydroxyl value of 0 to 160 mgKOH / g and one or more fatty acids (component B) selected from straight-chain saturated fatty acids having 6 to 10 carbon atoms, and more preferably an esterified product of erythritol (component A) having a hydroxyl value of 0 to 160 mgKOH / g and one or more fatty acids (component B) selected from caprylic acid, pelargonic acid, and capric acid.

[0064] The esterified gloss inhibitor according to the present invention is preferably an esterified product of sorbitan (component A) having a hydroxyl value of 0 to 160 mgKOH / g and one or more fatty acids (component B) selected from straight-chain saturated fatty acids having 6 to 10 carbon atoms, and more preferably an esterified product of sorbitan (component A) having a hydroxyl value of 0 to 160 mgKOH / g and one or more fatty acids (component B) selected from caprylic acid, pelargonic acid, and capric acid.

[0065] The esterified gloss inhibitor according to the present invention is preferably an esterified product of dipentaerythritol (component A) having a hydroxyl value of 0 to 160 mgKOH / g and one or more fatty acids (component B) selected from branched-chain saturated fatty acids having 6 to 10 carbon atoms, and more preferably an esterified product of dipentaerythritol (component A) having a hydroxyl value of 0 to 160 mgKOH / g and 2-ethylhexanoic acid (component B).

[0066] The esterified gloss inhibitor according to the present invention is preferably an esterified product of erythritol (component A) having a hydroxyl value of 0 to 160 mgKOH / g and one or more fatty acids (component B) selected from branched-chain saturated fatty acids having 6 to 10 carbon atoms, and more preferably an esterified product of erythritol (component A) having a hydroxyl value of 0 to 160 mgKOH / g and 2-ethylhexanoic acid (component B).

[0067] The esterified gloss inhibitor according to the present invention is preferably an esterified product of sorbitan (component A) having a hydroxyl value of 0 to 160 mgKOH / g and one or more fatty acids (component B) selected from branched-chain saturated fatty acids having 6 to 10 carbon atoms, and more preferably an esterified product of sorbitan (component A) and 2-ethylhexanoic acid (component B) having a hydroxyl value of 0 to 160 mgKOH / g.

[0068] One embodiment of the esterified product that is a gloss inhibitor according to the present invention is an esterified product of component A and component B, wherein component A is dipentaerythritol, component B is caprylic acid, and the hydroxyl value is 140 mgKOH / g or less. Preferably, the esterified product is a mixture of dipentaerythritol (component A) and caprylic acid (component B) having a hydroxyl value of 110 mgKOH / g or less; more preferably, the esterified product is a mixture of dipentaerythritol (component A) and caprylic acid (component B) having a hydroxyl value of 90 mgKOH / g or less; even more preferably, the esterified product is a mixture of dipentaerythritol (component A) and caprylic acid (component B) having a hydroxyl value of less than 10 mgKOH / g; even more preferably, the esterified product is a mixture of dipentaerythritol (component A) and caprylic acid (component B) having a hydroxyl value of 3 mgKOH / g or less; and particularly preferably, the esterified product is a mixture of dipentaerythritol (component A) and caprylic acid (component B) having a hydroxyl value of 1 mgKOH / g or less.

[0069] One embodiment of the esterified product that is a gloss inhibitor according to the present invention is an esterified product of component A and component B, wherein component A is dipentaerythritol, component B is pelargonic acid, and the hydroxyl value is 140 mgKOH / g or less. Preferably, the esterified product is a mixture of dipentaerythritol (component A) and pelargonic acid (component B) having a hydroxyl value of 110 mgKOH / g or less; more preferably, the esterified product is a mixture of dipentaerythritol (component A) and pelargonic acid (component B) having a hydroxyl value of 90 mgKOH / g or less; even more preferably, the esterified product is a mixture of dipentaerythritol (component A) and pelargonic acid (component B) having a hydroxyl value of less than 10 mgKOH / g; even more preferably, the esterified product is a mixture of dipentaerythritol (component A) and pelargonic acid (component B) having a hydroxyl value of 3 mgKOH / g or less; and particularly preferably, the esterified product is a mixture of dipentaerythritol (component A) and pelargonic acid (component B) having a hydroxyl value of 1 mgKOH / g or less.

[0070] One embodiment of the esterified product that is a gloss inhibitor according to the present invention is an esterified product of component A and component B, wherein component A is dipentaerythritol and component B is capric acid, and the hydroxyl value is 140 mgKOH / g or less. Preferably, the esterified product is a mixture of dipentaerythritol (component A) and capric acid (component B) with a hydroxyl value of 110 mgKOH / g or less; more preferably, the esterified product is a mixture of dipentaerythritol (component A) and capric acid (component B) with a hydroxyl value of 90 mgKOH / g or less; even more preferably, the esterified product is a mixture of dipentaerythritol (component A) and capric acid (component B) with a hydroxyl value of less than 10 mgKOH / g; even more preferably, the esterified product is a mixture of dipentaerythritol (component A) and capric acid (component B) with a hydroxyl value of 3 mgKOH / g or less; and particularly preferably, the esterified product is a mixture of dipentaerythritol (component A) and capric acid (component B) with a hydroxyl value of 1 mgKOH / g or less.

[0071] One embodiment of the esterified product that is a gloss inhibitor according to the present invention is an esterified product of component A and component B, wherein component A is dipentaerythritol, component B is 2-ethylhexanoic acid, and the hydroxyl value is 140 mgKOH / g or less. Preferably, the esterified product is a mixture of dipentaerythritol (component A) and 2-ethylhexanoic acid (component B) having a hydroxyl value of 110 mgKOH / g or less; more preferably, the esterified product is a mixture of dipentaerythritol (component A) and 2-ethylhexanoic acid (component B) having a hydroxyl value of 90 mgKOH / g or less; even more preferably, the esterified product is a mixture of dipentaerythritol (component A) and 2-ethylhexanoic acid (component B) having a hydroxyl value of less than 10 mgKOH / g; even more preferably, the esterified product is a mixture of dipentaerythritol (component A) and 2-ethylhexanoic acid (component B) having a hydroxyl value of 3 mgKOH / g or less; and particularly preferably, the esterified product is a mixture of dipentaerythritol (component A) and 2-ethylhexanoic acid (component B) having a hydroxyl value of 1 mgKOH / g or less.

[0072] The shine inhibitor according to the present invention can be used as a raw material for various topical skin compositions. By blending the shine inhibitor with a specific oily component that can suppress shine by the shine inhibitor into various topical skin compositions, the topical skin composition can be given a shine-suppressing effect by the oily component. The content ratio of the shine inhibitor according to the present invention to the specific oily component that can suppress shine by the shine inhibitor in a topical skin composition is not particularly limited. For example, the content ratio of the shine inhibitor according to the present invention to the specific oily component that can suppress shine by the shine inhibitor in a topical skin composition ([content of shine inhibitor]:[content of oily component]) is preferably 1:99 to 99:1, more preferably 10:90 to 99:1, even more preferably 20:80 to 99:1, and most preferably 30:70 to 99:1.

[0073] <Skin external composition> Next, the topical skin composition according to the present invention will be described. The topical skin composition according to the present invention contains an esterified product of component A and component B.

[0074] Herein, in the present invention and this specification, "external skin composition" means all external compositions applied externally to the body surface such as skin, nails, and hair, including cosmetics, cleansers, quasi-drugs, and topical pharmaceuticals.

[0075] If the topical skin composition according to the present invention contains an ester of component A and component B as a stratum corneum retention improving agent, that is, if it contains the stratum corneum retention improving agent according to the present invention, then the topical skin composition contains a functional component together with the ester of component A and component B. Hereafter, among the topical skin compositions according to the invention, a topical skin composition containing the stratum corneum retention improving agent according to the present invention may be referred to as a "stratum corneum retention improving agent-containing composition".

[0076] Compositions containing a stratum corneum retention enhancer contain the stratum corneum retention enhancer according to the present invention, and by applying them to the skin, they can improve the retention of functional components in the stratum corneum. In particular, the stratum corneum retention enhancer according to the present invention remains in the stratum corneum of the skin for a long period of time, even after being wiped off after application to the skin, and can retain functional components that are compatible with the stratum corneum retention enhancer in the stratum corneum for a long period of time together. For this reason, it is preferable that the stratum corneum retention enhancer-containing composition is a topical skin composition in which at least one of the purposes of use is to allow functional components to act on the surface tissue of the body of animals such as humans, such as the skin.

[0077] The stratum corneum retention improving agent-containing composition may, if necessary, contain other components in addition to the stratum corneum retention improving agent and functional component according to the present invention, to the extent that it does not impair the effects of the present invention. The other components are not particularly limited as long as they are components other than the esterified product and the functional component and do not excessively impair the stratum corneum retention improving effect of the esterified product, and various components commonly used in external skin compositions can be incorporated. Examples of such other components can be appropriately selected and used from various additives that are permitted to be included in cosmetics, cleansers, topical pharmaceuticals, etc. Specific examples of such other components include oily components (excluding the stratum corneum retention improving agent according to the present invention), aqueous components, polymer emulsions, anionic surfactants, cationic surfactants, amphoteric surfactants, lipophilic nonionic surfactants, hydrophilic nonionic surfactants, natural surfactants, humectants, thickeners, preservatives, powder components, pigments, pH adjusters, antioxidants, UV absorbers, fragrances, dyes, metal ion chelating agents, and purified water.

[0078] If the topical skin composition according to the present invention contains an ester of component A and component B as an oil-suppressing agent, that is, if it contains the oil-suppressing agent according to the present invention, then the topical skin composition contains, along with the ester of component A and component B, one or more oily components selected from the group consisting of squalene, triolein, macadamia seed oil, trimethylolpropane triisostearate, pentaerythrityl tetraisostearate, hydrogenated polyisobutene, hydrogenated polydecene, (caprylic / capric acid) coconut alkyl, octyldodecyl myristate, and polyglyceryl-2 diisostearate. Hereafter, among the skin topical compositions according to the invention, a skin topical composition containing the shine-suppressing agent according to the present invention may be referred to as a "shiny-suppressing agent-containing composition."

[0079] A topical skin composition containing an oil-suppressing agent, i.e., an oil-suppressing agent-containing composition, contains the oil-suppressing agent according to the present invention, and by applying it to the skin, it can suppress oiliness caused by oily component T. When applied to the skin, the oil-suppressing agent according to the present invention penetrates from the skin surface and is stably stored in the stratum corneum. Squalene, triolein, macadamia seed oil, trimethylolpropane triisostearate, pentaerythrityl tetraisostearate, hydrogenated polyisobutene, hydrogenated polydecene, (caprylic / capric acid) coconut alkyl, octyldodecyl myristate, and polyglyceryl-2 diisostearate tend to remain on the skin surface and cause oiliness when applied to the skin, but in the presence of the oil-suppressing agent according to the present invention, these substances easily penetrate from the skin surface into the interior together with the oil-suppressing agent, and the amount remaining on the skin surface is reduced. Therefore, the oil-suppressing agent-containing composition is preferably a topical skin composition that contains a relatively large amount of one or more oily components selected from the group consisting of squalene, triolein, macadamia seed oil, trimethylolpropane triisostearate, pentaerythrityl tetraisostearate, hydrogenated polyisobutene, hydrogenated polydecene, (caprylic / capric acid) coconut alkyl, octyldodecyl myristate, and polyglyceryl-2 diisostearate. More preferably, the main component of the oily components is an emulsified composition selected from the group consisting of squalene, triolein, macadamia seed oil, trimethylolpropane triisostearate, pentaerythrityl tetraisostearate, hydrogenated polyisobutene, hydrogenated polydecene, (caprylic / capric acid) coconut alkyl, octyldodecyl myristate, and polyglyceryl-2 diisostearate.

[0080] The gloss-suppressing agent-containing composition may, if necessary, contain other components in addition to the gloss-suppressing agent and oily component T according to the present invention, to the extent that they do not impair the effects of the present invention. These other components are not particularly limited, as long as they are components other than the esterified product and oily component T and do not excessively impair the gloss-suppressing effect of the esterified product. Various components commonly used in external skin compositions can be incorporated. These other components can be appropriately selected from, for example, various additives permitted for inclusion in cosmetics, cleansers, topical pharmaceuticals, etc. Therefore, the above-mentioned functional ingredients can also be incorporated into the oil-suppressing agent-containing composition, that is, the topical skin composition containing an oil-suppressing agent. Other ingredients include, specifically, oily components (excluding the shine inhibitor according to the present invention, squalene, triolein, macadamia seed oil, trimethylolpropane triisostearate, pentaerythrityl tetraisostearate, hydrogenated polyisobutene, hydrogenated polydecene, (caprylic / capric acid) coconut alkyl, octyldodecyl myristate, and polyglyceryl-2 diisostearate), aqueous components, alcohol, polymer emulsions, anionic surfactants, cationic surfactants, amphoteric surfactants, lipophilic nonionic surfactants, hydrophilic nonionic surfactants, natural surfactants, humectants, thickeners, viscosity modifiers, preservatives, powder components, pigments, pH adjusters, antioxidants, UV absorbers, fragrances, dyes, metal ion chelating agents, extracts, vitamins, and purified water.

[0081] Examples of the oily components include hydrocarbons (linear hydrocarbons, branched hydrocarbons, cyclic hydrocarbons, aromatic hydrocarbons), ester oils (fatty acid esters, triglycerides, etc.), fatty acids, higher alcohols, silicone oils (linear silicone oils, branched silicone oils, cyclic silicone oils), glycol-based oils, carbitol-based oils, fluorinated oils (fluorinated hydrocarbons, etc.), and derivatives thereof. Specifically, castor oil, olive oil, avocado oil, palm oil, cocoa oil, liquid paraffin, liquid branched paraffin, petrolatum, squalane, hydrogenated polyisobutene, hydrogenated polydecene, di(caprylate / caprate)propanediol, neopentyl glycol dicaprate, polyglyceryl-6 octacaprylate, caprylic / caprate triglyceride, triethylhexanoin, butyl stearate, ethylhexyl palmitate, (caprylate / caprate) coconut alkyl, (caprylate / caprate) caprylyl, octyldodecyl myristate Isopropyl myristate, isopropyl lanolinate, hexyl lanolinate, diisopropyl adipate, diisopropyl sebacate, isotridecyl isononanoate, isononyl isononanoate, polyglyceryl decaisostearate, 2-octyldodecanol, diisostearyl malate, polyglyceryl-2 dipolyhydroxystearate, polyglyceryl-2 triisostearate, polyglyceryl-2 diisostearate, dipentaerythrityl pentaisostearate, hexa(caprylic / capric acid) dipentaerythrityl, te Ditrimethylolpropane tracaprylate, (caprylic / capric / succinate) triglyceride, dipentaerythrityl tetraisostearate, pentaerythrityl tetraisostearate, trimethylolpropane triisostearate, dipentaerythrityl hexa(hydroxystearate / stearate / rosinate), cholesteryl hydroxystearate, phytosteryl macadamiate, bis(behenyl / isostearyl / phytosteryl) dimer dilinoleyl dimer dilinoleate, di(phyto) lauroyl glutamate (Steryl / Octyldodecyl / Behenyl), (Ethylhexanoate / Stearate / Adipic Acid) Glyceryl, Oleyl Alcohol, Dimethylpolysiloxane, Methylphenylpolysiloxane, Dimethylcyclopolysiloxane, Methylhydrogenpolysiloxane, Perfluoropolyether, Phytosteryl / Octyldodecyl Lauroyl Glutamate, Dipentaerythrityl Hexahydroxystearate, Dipentaerythrityl Tetrahydroxystearate / Isostearate, Dipentaerythrityl Tripolyhydroxystearate,Mineral oil, cetyl ethylhexanoate, phenyl trimethicone, cyclopentasiloxane, isododecane, sterols, sterol derivatives, phytosteryl sunflower seed oil fatty acids, phytosteryl rice bran oil fatty acids, phytosteryl macadamia nut fatty acids, phytosteryl oleate, phytosteryl isostearate, myristoyl methyl-β-alanine (phytosteryl / decyltetradecyl), di(octyldodecyl / phytosteryl / behenyl) lauroyl glutamate, di(phytosteryl / octyldodecyl) lauroyl glutamate, di(isostearyl / phytosteryl) dimer dilinoleate, dimer dilinoleyl Examples include sterol derivatives such as (behenyl / isostearyl / phytosteryl), dimer dilinoleyl (phytosteryl / isostearyl / cetyl / stearyl / behenyl), macadamia nut fatty acid cholesteryl, nonanoate cholesteryl, oleate cholesteryl, oleate dihydrocholesteryl, stearate cholesteryl, hydroxystearate cholesteryl, butyrate cholesteryl, butyrate dihydrocholesteryl, hexyldicarbamate cholesteryl pullulan, lanolin fatty acid cholesteryl, dimethicone, cyclopentasiloxane, diphenylsiloxyphenyl trimethicone, cyclohexasiloxane, cross-linked methylpolysiloxane, and dimethicone. These oily components may be used individually or in combination of two or more.

[0082] Examples of the aforementioned alcohols include monohydric alcohols such as methanol, ethanol, propanol, isopropanol, isobutyl alcohol, t-butyl alcohol, cetanol (cetyl alcohol, palmityl alcohol), stearyl alcohol (octadecyl alcohol), isostearyl alcohol (isooctadecanol), oleyl alcohol, cetostearyl alcohol, octyldodecanol, decyltetradecanol, hexyldecanol, behenyl alcohol, lauryl alcohol, lanolin alcohol, and hydrogenated lanolin alcohol; Examples of polyhydric alcohols include polypropylene glycol (1,2-propanediol), 1,3-propanediol, 1,3-butylene glycol (1,3-butanediol), pentylene glycol (1,2-pentanediol), neopentylene glycol (2,2-dimethyl-1,3-propanediol), isoprene glycol (3-methyl-1,3-butanediol), dipropylene glycol, glycerin, diglycerin, polyglycerin, polyethylene glycol, pentaerythritol, dipentaerythritol, sorbitol, sorbitan, and other polyhydric alcohols. These alcohols may be used individually or in combination of two or more.

[0083] Examples of the polymer emulsions include alkyl acrylate copolymer emulsions, alkyl methacrylate polymer emulsions, alkyl methacrylate copolymer emulsions, acrylic acid-alkyl acrylate copolymer emulsions, methacrylate-alkyl methacrylate copolymer emulsions, alkyl acrylate-styrene copolymer emulsions, alkyl methacrylate-styrene copolymer emulsions, vinyl acetate polymer emulsions, polyvinyl acetate emulsions, vinyl acetate-containing copolymer emulsions, vinylpyrrolidone-styrene copolymer emulsions, and silicone-containing copolymer emulsions. The polymer emulsions may be used individually or in combination of two or more types.

[0084] The surfactant may be any of the following: anionic surfactant, cationic surfactant, amphoteric surfactant, nonionic surfactant, or natural surfactant. These surfactants may be used individually or in combination of two or more.

[0085] Examples of anionic surfactants include sodium alkylbenzenesulfonate, sodium alkylnaphthalenesulfonate, α-olefin sulfonates, alkali salts of higher fatty acids, alkyl sulfates, alkyl ether sulfates and their ethylene oxide (EO) adducts, alkyl ether phosphates and their ethylene oxide (EO) adducts, phenyl ether sulfates, methyl taurates, alaninates and their salts, sulfosuccinates, ether sulfonates, ether carboxylic acids and their salts, alkyl sulfonic acids and their salts, as well as alkylbenzenesulfonic acids and their salts, alkylbenzenesulfonates, alkylnaphthalenesulfonates, polyoxyethylene alkyl ether sulfates, and polyoxyethylene lauryl ether phosphates. These anionic surfactants may be used individually or in combination of two or more.

[0086] Examples of cationic surfactants include quaternary ammonium salts represented by alkyltrimethylammonium chloride and dialkyldimethylammonium chloride, and their ethylene oxide (EO) adducts; amine salts represented by formulas such as [R-NH3]+[CH3COO]-, and their ethylene oxide (EO) adducts; diamines, and their ethylene oxide (EO) adducts; polyamines, and their ethylene oxide (EO) adducts; imidazolines; alkylglycines; and benzalkonium chloride. Primary, secondary, and tertiary amine salts and quaternary ammonium salts having aliphatic hydrocarbon groups may also be used. The cationic surfactants may be used alone or in combination of two or more types.

[0087] Examples of nonionic surfactants include ethylene oxide-added alkylphenols, ethylene oxide-added higher alcohols, sucrose fatty acid esters, polyoxyethylene-added polyoxypropylene glycols, alkanolamine-fatty acid condensates, alkyl alkanolamides, polyoxyethylene alkyl ethers, polyoxyethylene polyoxypropylene alkyl ethers, polyoxyethylene polyoxypropylene glycols, alkyl glyceryl ethers, polyoxyethylene glycol fatty acid esters, polyoxyethylene hydrogenated castor oil, glycerin fatty acid esters, polyglycerin fatty acid esters, propylene glycol fatty acid esters, sorbitan fatty acid esters, polyoxyethylene sorbitan fatty acid esters, polyoxyethylene sorbitan tetraoleate, dimethylpolysiloxane-polyoxyalkylene copolymers, dimethylpolysiloxane-monoalkylglyceryl ether copolymers, sorbitan sesquiisostearate, and nonionic surfactants containing fluorinated hydrocarbon groups. These nonionic surfactants may be used alone or in combination of two or more types.

[0088] Examples of amphoteric surfactants include N-lauroylaminopropyl-N,N-dimethylglycine, N-cocoylaminopropyl-N,N-dimethylglycine, N-lauroylaminopropyl-N-carboxymethyl-N-hydroxylethylglycine, N-oleylaminopropyl-N-carboxymethyl-N-hydroxylethylglycine, N-3-dodecyloxy-2-hydroxypropyl-N,N-dimethylglycine, N-cocoylaminopropyl-N-hydroxyethyl-3-aminopropionic acid, and tri-[3-(N-cocoylaminoethyl-N-hydroxyethyl-N-carboxymethyl)amino-2-hydroxypropanol]phosphate, sodium β-laurylaminopropionate, lauryldimethylaminoacetic acid betaine, and 2-alkyl-N-carboxymethyl-N-hydroxyethylimidazolinium betaine. These amphoteric surfactants may be used individually or in combination of two or more.

[0089] Examples of natural surfactants include lecithins such as lecithin, hydrogenated lecithin, hydroxylated lecithin, lysolecithin, and hydrogenated lysolecithin; saponins such as soybean saponins; sphingoglycolipids; and ceramides. Examples of hydrogenated lecithins include hydrogenated soybean phospholipids, hydrogenated rapeseed phospholipids, and hydrogenated egg yolk phospholipids. These natural surfactants may be used individually or in combination of two or more.

[0090] The thickening agent may be a natural water-soluble polymer, a semi-synthetic water-soluble polymer, or a synthetic water-soluble polymer. These thickening agents may be used individually or in combination of two or more types.

[0091] Examples of natural water-soluble polymers include plant-derived polymers such as agar, glucomannan, gum arabic, tragacanth gum, galactan, guar gum, carob gum, karaya gum, carrageenan, pectin, quince seed, algae colloid (quince extract), and starch (rice, corn, potato, wheat); microbial polymers such as xanthan gum, dextran, succinoglucan, and pullulan; and animal-derived polymers such as collagen, casein, albumin, and gelatin. These natural water-soluble polymers may be used individually or in combination of two or more.

[0092] Examples of semi-synthetic water-soluble polymers include starch-based polymers such as carboxymethyl starch and methylhydroxypropyl starch, cellulose-based polymers such as methylcellulose, nitrocellulose, methylhydroxypropylcellulose, sodium cellulose sulfate, hydroxyethylcellulose, hydroxypropylcellulose, carboxymethylcellulose, sodium carboxymethylcellulose, crystalline cellulose, and cellulose powder, and alginate-based polymers such as sodium alginate and propylene glycol alginate. These semi-synthetic water-soluble polymers may be used individually or in combination of two or more types.

[0093] Examples of synthetic water-soluble polymers include vinyl polymers such as polyvinyl alcohol, polyvinyl methyl ether, polyvinylpyrrolidone, and carboxyvinyl polymer; polyoxyethylene polymers such as polyethylene glycol 20,000, 40,000, and 60,000; polyoxyethylene polyoxypropylene copolymer polymers; acrylic polymers such as sodium polyacrylate, polyethyl acrylate, and polyacrylamide; polyethyleneimine; and cationic polymers. These synthetic water-soluble polymers may be used individually or in combination of two or more.

[0094] Examples of viscosity modifiers include polyvinyl alcohol (PVA), methylcellulose (MC), ethylcellulose, hydroxypropyl methylcellulose, hydroxypropyl ethylcellulose, other cellulose derivatives, polyvinylpyrrolidone (PVP), carboxymethylcellulose, xanthan gum, alginic acid or its salts, carrageenan, quince seed powder, Alcaligenes-producing polysaccharides, carboxyvinyl polymers, acrylates, and acrylic acid polymers (chain type, crosslinked type), acrylic acid / alkyl methacrylate copolymers, and the like. These viscosity modifiers may be used alone or in combination of two or more.

[0095] Examples of gelling agents include (behenate / eicosanedioic acid) glyceryl and (behenate / eicosanedioic acid) polyglyceryl-10, fatty acid metal salts, hydroxystearic acid, dextrin fatty acid esters, inulin fatty acid esters, sucrose fatty acid esters, acylated cerubiose, dibenzylidene monosorbitol, amino acid-based gelling agents, anhydrous silicic acid, organically modified clay minerals, fuming silica, alumina, cross-linked organopolysiloxanes, hydrocarbon waxes such as polyethylene wax and paraffin wax, vegetable waxes such as carnauba wax and candelilla wax, agar, and gelatin. These gelling agents may be used alone or in combination of two or more.

[0096] Examples of alkaline agents include ammonia, monoethanolamine (MEA), diethanolamine (DEA), triethanolamine (TEA), sodium hydroxide, potassium hydroxide, sodium carbonate, and potassium carbonate. These alkaline agents may be used individually or in combination of two or more.

[0097] Examples of pH adjusting agents include EDTA, disodium EDTA, citric acid, sodium citrate, sodium hydroxide, potassium hydroxide, and triethanolamine. pH adjusting agents may be used individually or in combination of two or more.

[0098] Examples of antioxidants include vitamin C and its derivatives and salts thereof, tocopherols and their derivatives and salts thereof, dibutylhydroxytoluene, butylhydroxyanisole, and gallic acid esters. Antioxidants may be used individually or in combination of two or more.

[0099] Examples of antioxidants include phosphoric acid, citric acid, maleic acid, malonic acid, succinic acid, fumaric acid, kephalin, hexametaphosphorate, phytic acid, and ethylenediaminetetraacetic acid. These antioxidants may be used individually or in combination of two or more.

[0100] Examples of preservatives include ethanol, ethylhexylglycerin, phenoxyethanol, methylparaben, ethylparaben, butylparaben, methyl parahydroxybenzoate, ethyl parahydroxybenzoate, butyl parahydroxybenzoate, and propyl parahydroxybenzoate. These preservatives may be used individually or in combination of two or more.

[0101] Examples of inorganic salts include sodium chloride, potassium chloride, magnesium chloride, sodium sulfate, potassium sulfate, and magnesium sulfate. These inorganic salts may be used individually or in combination of two or more types.

[0102] Examples of organic acid salts include citric acid, malic acid, tartaric acid, and their salts, ascorbic acid and its salts, ascorbic acid derivatives and their salts, etc. The organic acid salts may be used individually or in combination of two or more types.

[0103] Examples of metal ion sequestering agents include disodium edetate, edetate salts, and hydroxyethanediphosphonic acid. More specifically, examples include EDTA, NTA, DTPA, GLDA, HEDTA, GEDTA, TTHA, HIDA, and DHEG. These metal ion sequestering agents may be used individually or in combination of two or more.

[0104] Examples of powders include abrasives, extender pigments, coloring pigments, and pearl pigments. These powders may be used individually or in combination of two or more types.

[0105] Examples of abrasive powders include alumina, silica, kaolin, aluminum silicate, zeolite, bentonite, talc, montmorillonite, diatomaceous earth, cerium oxide, zirconium oxide, zirconium silicate, silicon carbide, titanium oxide, aluminum tripolyphosphate, aluminum hydroxide, barium sulfate, calcium silicate, and calcined products thereof.

[0106] Examples of extender pigments include inorganic pigments and composite powders thereof, such as silicic acid, anhydrous silicic acid, magnesium silicate, aluminum silicate, barium silicate, calcium silicate, talc, sericite, mica, kaolin, clay, bentonite, bismuth oxychloride, zirconium oxide, magnesium oxide, zinc oxide, aluminum oxide, calcium sulfate, barium sulfate, magnesium sulfate, calcium carbonate, magnesium carbonate, fluorapatite, hydroxyapatite, and ceramic powder; polyamides, polyesters, polypropylenes, polystyrenes, polyurethanes, nylons, silicone resins, vinyl resins, urea resins, phenolic resins, silicon resins, acrylic resins, melamine resins, epoxy resins, polycarbonate resins, divinylbenzene-styrene copolymers, silk powders, cellulose, Nε-lauroyl-L-lysine, long-chain alkyl phosphate metal salts, N-mono-long-chain alkylacyl basic amino acids, metal soaps, etc.; and composite powders thereof; and composite powders of the inorganic powders and organic powders. The particle shape of these powders may be spherical, plate-shaped, needle-shaped, granular, or irregular in shape.

[0107] Examples of coloring pigments include metal oxides such as titanium dioxide, zinc oxide, yellow iron oxide, red iron oxide, black iron oxide, Prussian blue, ultramarine blue, chromium oxide, and chromium hydroxide; metal complexes such as manganese violet and cobalt titanate; inorganic pigments such as carbon black; organic pigments such as tar-based dyes and lake pigments; and natural pigments such as carmine.

[0108] As pearl pigments, pearl pigments can be used that are made by coating mica, synthetic phlogopite, etc., with colorants such as titanium dioxide, iron oxide, silicon dioxide, Prussian blue, chromium oxide, carmine, or organic pigments. These powders may be used after undergoing various surface treatments such as water-repellent treatment or water-repellent / oil-repellent treatment by conventional methods.

[0109] Examples of UV absorbers include benzoic acid-based UV absorbers such as para-aminobenzoic acid (hereinafter abbreviated as PABA), PABA monoglycerol ester, N,N-dipropoxy PABA ethyl ester, N,N-diethoxy PABA ethyl ester, N,N-dimethyl PABA ethyl ester, N,N-dimethyl PABA butyl ester, and N,N-dimethyl PABA octyl ester; anthranilic acid-based UV absorbers such as homomenthyl-N-acetylanthranilate; amyl salicylate, menthyl salicylate, and homomenthyl Salicylic acid-based UV absorbers such as salicylate, octyl salicylate, phenyl salicylate, benzyl salicylate, p-isopropanolphenyl salicylate; octyl cinnamate, ethyl-4-isopropyl cinnamate, methyl-2,5-diisopropyl cinnamate, ethyl-2,4-diisopropyl cinnamate, methyl-2,4-diisopropyl cinnamate, propyl-p-methoxy cinnamate, isopropyl-p-methoxycinnamate, isoamyl-p-methoxycinnamate, octyl-p-methoxycinnamate Cinnamic acid-based UV absorbers such as xycinnamate (2-ethylhexyl-p-methoxycinnamate), 2-ethoxyethyl-p-methoxycinnamate, cyclohexyl-p-methoxycinnamate, ethyl-α-cyano-β-phenylcinnamate, 2-ethylhexyl-α-cyano-β-phenylcinnamate, glyceryl mono-2-ethylhexanoyl-diparamethoxycinnamate; 2,4-dihydroxybenzophenone, 2,2'-dihydroxy-4-methoxybenzophenone, 2,2'-dihydroxy-4,4'- Benzophenone-based UV absorbers such as dimethoxybenzophenone, 2,2',4,4'-tetrahydroxybenzophenone, 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-methoxy-4'-methylbenzophenone, 2-hydroxy-4-methoxybenzophenone-5-sulfonate, 4-phenylbenzophenone, 2-ethylhexyl-4'-phenylbenzophenone-2-carboxylate, 2-hydroxy-4-n-octoxybenzophenone, and 4-hydroxy-3-carboxybenzophenone;Examples include 3-(4'-methylbenzylidene)-d,l-camphor, 3-benzylidene-d,l-camphor, urocanic acid, ethyl urocanic acid, 2-phenyl-5-methylbenzoxazole, 2,2'-hydroxy-5-methylphenylbenzotriazole, 2-(2'-hydroxy-5'-t-octylphenyl)benzotriazole, 2-(2'-hydroxy-5'-methylphenyl)benzotriazole, dibenzarazine, dianisioylmethane, 4-methoxy-4'-t-butyldibenzoylmethane, 5-(3,3-dimethyl-2-norbornylidene)-3-pentan-2-one, and 2,4,6-trianilino-p-(carbo-2'-ethylhexyl-1'-oxy)1,3,5-triazine, 4-tert-butyl-4'-methoxydibenzoylmethane, etc. UV absorbers may be used alone or in combination of two or more types.

[0110] Examples of humectants include polyethylene glycol, propylene glycol, glycerin, 1,3-butylene glycol, xylitol, sorbitol, maltitol, chondroitin sulfate, hyaluronic acid, mucoitin sulfate, carotenoid acid, atelocollagen, cholesteryl-12-hydroxystearate, sodium lactate, urea, bile salts, dl-pyrrolidone carboxylate, short-chain soluble collagen, diglycerin (EO)PO adduct, Rosa japonica extract, Achillea millefolium extract, and Melilotus extract, raffinose, trehalose, and polyoxyethylene methyl glucoside. Humectants may be used alone or in combination of two or more.

[0111] Examples of extracts include plant extracts from aloe vera, witch hazel, witch hazel, cucumber, tomato, apple, lemon, lavender, and rose. These extracts may be used individually or in combination of two or more.

[0112] Examples of vitamins include vitamin A, vitamin B1, vitamin B2, vitamin B6, vitamin E, vitamin K and their derivatives, pantothenic acid and its derivatives, and biotin. These vitamins may be used individually or in combination of two or more.

[0113] Examples of pigments include chlorophyll, astaxanthin, caramel, gardenia yellow, safflower red, chili pepper fruit extract, β-carotene, Blue No. 1, Blue No. 204, Red No. 3, Red No. 202, and Yellow No. 201. Pigments may be used individually or in combination of two or more.

[0114] Examples of fragrances include plant-derived fragrances such as camphor oil, mandarin oil, peppermint oil, jasmine absolute, pine oil, lime oil, lavender oil, rose oil, and musk tincture, as well as synthetic fragrances such as limonene, citral, linalool, and eugenol. Fragrances may be used individually or in combination of two or more.

[0115] The topical skin composition according to the present invention can be manufactured by using an ester of component A and component B as a raw material. The ester of component A and component B can be easily compounded, similar to many oily raw materials. Since the ester of component A and component B is oily, when used as a raw material for a topical skin composition, the topical skin composition according to the present invention can be efficiently manufactured by mixing it with an oily component from other raw materials. It is also possible to manufacture a topical skin composition by dispersing the ester of component A and component B in an aqueous medium by emulsification or by solubilizing it in an aqueous medium, without mixing it with an oily component from other raw materials.

[0116] When the topical skin composition according to the present invention is a composition containing a stratum corneum retention improving agent, the amount of the stratum corneum retention improving agent according to the present invention in the stratum corneum retention improving agent-containing composition is not particularly limited, as long as it is an amount that can exert the stratum corneum retention improving effect of the functional component by the stratum corneum retention improving agent. The amount of the stratum corneum retention improving agent according to the present invention in a stratum corneum retention improving agent-containing composition can be appropriately determined considering other components, the type of stratum corneum retention improving agent-containing composition and its mode of use (whether it is applied to the skin and not intentionally removed from the skin surface, or whether it is removed from the skin surface within a certain period after application), etc. For example, the amount of the stratum corneum retention improving agent according to the present invention in a stratum corneum retention improving agent-containing composition can be appropriately determined within the range of 0.001 to 99.9% by mass relative to the total mass of the stratum corneum retention improving agent-containing composition. Furthermore, the content of functional ingredients in the stratum corneum retention improving agent-containing composition can be appropriately determined within the range of 0.00001 to 10% by mass relative to the total mass of the stratum corneum retention improving agent-containing composition.

[0117] When the external skin composition according to the present invention is a composition containing a shine inhibitor, the amount of the shine inhibitor according to the present invention in the composition containing the shine inhibitor may be any amount that can exert a shine-inhibiting effect on the oily component T by the shine inhibitor, and is not particularly limited. The amount of the shine inhibitor according to the present invention in the shine inhibitor-containing composition can be appropriately determined considering other components, the type of shine inhibitor-containing composition and its mode of use (whether it is applied to the skin and not intentionally removed from the skin surface, or whether it is removed from the skin surface within a certain period after application), etc. For example, the amount of the shine inhibitor according to the present invention in the shine inhibitor-containing composition can be appropriately determined within the range of 0.001 to 50% by mass of the total mass of the shine inhibitor-containing composition. Furthermore, the content of oily component T in the shine-suppressing agent-containing composition can be appropriately determined within a range of 1 to 50% by mass relative to the total mass of the shine-suppressing agent-containing composition. The ratio of the shine inhibitor to the oily component T in the shine inhibitor-containing composition according to the present invention ([shine inhibitor content]:[oily component T content]) is preferably 1:99 to 99:1, more preferably 10:90 to 99:1, even more preferably 20:80 to 99:1, and most preferably 30:70 to 99:1.

[0118] There are no particular restrictions on the use or dosage form of the topical skin composition according to the present invention; it may be a cosmetic, a cleanser, a quasi-drug, or a topical pharmaceutical. Furthermore, the topical skin composition according to the present invention may have any appearance, such as transparent (e.g., solubilized or dissolved), translucent (e.g., dispersed in fine particles), cloudy (e.g., dispersed or emulsified), or separated into two layers (e.g., separated into two layers). For example, the topical skin composition according to the present invention can be a wide variety of topical skin compositions that previously used oily components. Cosmetics include, specifically, skincare cosmetics such as emulsions, serums, creams, lotions, beauty gels, cosmetic oils (lip oil, lip balm, etc.), emollient creams, body milks, body powders, and hand creams; hair cosmetics such as rinses, hair conditioners, hair oils, hair waxes, hair creams, and cuticle protection gels; lip cosmetics such as lipsticks and lip glosses; eye makeup cosmetics such as mascaras, eyeshadows, eyeliners, eyebrow products, and eye colors; makeup cosmetics such as powder foundations, liquid foundations (emulsified foundations, two-layer liquid foundations, etc.), cream foundations, oil foundations, blushes, concealers, makeup bases (BB creams, etc.), eyebrow cosmetics, nail cosmetics (manicures, top coats, base coats, nail oils, etc.), and solvent-based nail care products; and sunscreen cosmetics such as sun oils, emulsified sunscreens, and emulsified sun care creams; and massage gels, bath oils, etc. Examples of cleansing agents include cleansing oils, cleansing creams, cleansing milks, cleansing liquids, cleansing gels, cleansing sheets, makeup removers, nail polish removers, facial cleansers, body washes, and hair washes such as shampoos. Examples of topical pharmaceuticals include topical preparations such as creams, ointments, and lotions, and adhesive patches such as poultices and plasters. There are no particular restrictions on the manufacturing method of these topical skin compositions, and they can be manufactured by known methods.

[0119] The topical skin composition according to the present invention is used by adhering it to the body surface of an animal. The body surface to which the topical skin composition is applied is not particularly limited and includes, for example, skin, nails, and hair. The manner in which the topical skin composition is applied to the body surface is not particularly limited and may be applied by coating the body surface or by spraying it.

[0120] The subjects to whom the topical skin composition according to the present invention is used are not particularly limited, but animals are preferred. Such animals may be humans or other animals.

[0121] When the topical skin composition according to the present invention is a composition containing a stratum corneum retention improving agent, it is preferable that the stratum corneum retention improving agent-containing composition be used for animals that require functional components to act on the skin, such as animals that require the treatment, prevention, or improvement of symptoms caused by skin dysfunction. For example, by applying a topical pharmaceutical such as a cosmetic containing the stratum corneum retention improving agent and a functional component according to the present invention, or an ointment containing the stratum corneum retention improving agent according to the present invention together with a functional component as a base, to the skin surface, it is expected that the functional component will function more effectively than when a cosmetic or topical pharmaceutical that does not contain the stratum corneum retention improving agent according to the present invention is applied.

[0122] One aspect of the present invention is a method comprising applying an effective amount of a topical skin composition (composition containing a stratum corneum retention enhancer) containing a stratum corneum retention enhancer and a functional component according to the present invention to the skin surface of a target where it is necessary for the functional component to act on the skin. The effective amount can be appropriately adjusted depending on the target to which the topical skin composition is applied and the environment in which the target exists, but for example, 1 cm² of one application site. 2The dosage per application is 0.1 mg to 20 mg, preferably 0.2 mg to 10 mg. It can be applied 1 to 10 times per day, preferably 1 to 5 times. The application period can be adjusted depending on the condition of the patient. It can be used continuously, but applications ranging from one day to several months, for example, from one day to six months, are examples. It may also be used as a single application, or if multiple applications are made, they may be applied on consecutive days, and the application period may include days without application. [Examples]

[0123] The present invention will be described in more detail below based on embodiments, but the present invention is not limited in any way to these descriptions. In the following, unless otherwise specified, "%" means mass percent. Also, a blank space in the content of each component in the formulation examples indicates that the content of that component is 0 mass percent.

[0124] Furthermore, subsequent evaluations were conducted by two or three blinded evaluators for each subject and body part, and re-evaluations were performed if there was any disagreement among the evaluators.

[0125] <Viscosity Measurement> In the following examples, the viscosity (mPa·s) of the oily component was measured at 20°C using a Type B viscometer (Model TV).

[0126] <Measuring refractive index> In the following examples, the refractive index of the oily component was measured at 25°C using an Elma Abbe refractometer (ER-98).

[0127] [Manufacturing Example 1] Production of Esterides Dipentaerythritol, caprylic acid, and capric acid were used as reaction raw materials. The molar ratios of dipentaerythritol, caprylic acid, and capric acid were adjusted so that the mass ratio of caprylic acid to capric acid at the time of charging was 75:25. An esterification reaction was carried out to produce an esterified product. Specifically, 125.1 g of caprylic acid, 41.8 g of capric acid, and 43.1 g of dipentaerythritol were placed in a four-necked flask and heated to 180-220°C under a nitrogen stream. The esterification reaction was carried out for approximately 8 hours while removing the water produced from the system. After the reaction was complete, excess acid was removed to obtain 175 g of the target esterified product. The resulting esterified product had an acid value of 0.1 mg KOH / g and a hydroxyl value of 0.8 mg KOH / g.

[0128] [Manufacturing Example 2] Production of Esterides An esterified product was produced by carrying out an esterification reaction using dipentaerythritol and 2-ethylhexanoic acid as reaction materials. Specifically, 642.6 g of 2-ethylhexanoic acid and 157.4 g of dipentaerythritol were first placed in a four-necked flask and heated to 170-230°C under a nitrogen stream. The esterification reaction was carried out for approximately 30 hours while removing the water produced from the system. After the reaction was complete, excess acid was removed to obtain 480 g of the target esterified product. The resulting esterified product had an acid value of 0.1 mg KOH / g and a hydroxyl value of 0.8 mg KOH / g.

[0129] [Test Example 1] The esterified products (oil components 1 and 9) obtained in Production Examples 1 and 2 were examined for their feel, shine, penetration into the stratum corneum, and retention. For comparison, the following eight oil components (oil components 2-8) were also examined for their feel, shine, penetration into the stratum corneum, and retention.

[0130] [Table 1]

[0131] The sample was applied to the inner forearm of the subjects, and its texture, sheen, penetration into the stratum corneum, and retention were examined.

[0132] First, the inner side of the subject's forearm was washed using a designated commercially available body soap. After washing, the subject rested for at least 30 minutes in an environmental testing room (a room adjusted to room temperature of 23±2℃ and humidity of 50±5%) to allow for acclimatization. After acclimatization, a 6.25 cm sample was applied to the inner side of the subject's forearm. 2 The measurement sites were determined, and the stratum corneum water content and transepidermal water loss were measured at those sites. After the measurements, the test personnel applied 28 μL of the sample to the measurement sites for stratum corneum penetration evaluation and 14 μL of the sample to the measurement sites for shine evaluation. The subjects remained at rest in the environmental testing room with the samples applied for 60 minutes for stratum corneum penetration evaluation and 30 minutes for shine evaluation.

[0133] <Sensory evaluation during application> The tactile feel of the samples during application was evaluated according to the following criteria. Samples that received an A rating according to the following evaluation criteria were judged to have a good tactile feel. The results are shown in Tables 2 and 3.

[0134] Evaluation criteria for tactile sensation during application A: It had a smooth feel with no creaking sensation. B: I could feel a slight creaking sound. C: I could hear a creaking sound.

[0135] <Evaluation of stratum corneum penetration by visual observation> In evaluating stratum corneum penetration, the appearance of the measurement site was visually observed 60 minutes after sample application and evaluated according to the following criteria. Samples that received an A rating according to the following evaluation criteria were judged to have a stratum corneum penetration effect. The results are shown in Tables 2 and 3.

[0136] Criteria for evaluating stratum corneum penetration A: Almost no oily components were found on the skin. B: A small amount of oily material was detected on the skin. C: Oily components were detected on the skin.

[0137] <Evaluation of glossiness based on external observation> In the shine evaluation, we examined whether excessive shine derived from oil remained on the skin surface after wiping. Specifically, 30 minutes after sample application, the appearance of the measurement area was visually observed from an oblique angle (application line angle of approximately 60°) at a distance of approximately 30 cm and evaluated according to the following criteria. Samples that received an A or B rating according to the following evaluation criteria were judged to have a shine-suppressing effect. The results are shown in Tables 2 and 3.

[0138] Criteria for evaluating shine A: No shine is observed. B: A slight sheen was observed. C: Shine was observed. D: A glaring shine was observed.

[0139] <Evaluation of glossiness using a gloss meter> Glossiness was measured using a gloss meter (GM-268A, Konica Minolta Corporation) to evaluate sheen. After washing the forearm with soap, the sample (14 μL) was applied to the measurement site (2.5 cm square). Thirty minutes after sample application, the glossiness at 60° was measured with the gloss meter. Sheen was evaluated based on the difference in glossiness (ΔGU) obtained by subtracting the glossiness before sample application, according to the following criteria. Samples that received an A or B rating according to the following evaluation criteria were judged to have a sheen-suppressing effect. The results are shown in Tables 2 and 3.

[0140] Criteria for evaluating shine A: ΔGU was less than 0.5. B: ΔGU was between 0.5 and less than 1.0. C:ΔGU was between 1.0 and less than 2.0. D:ΔGU was 2.0 or greater.

[0141] <Evaluation of stratum corneum retention using imaging mass spectrometry> After visual inspection, the measurement site was washed using a commercially available body soap specified by the testing institution. After washing, the subject rested in the environmental testing room for at least 60 minutes to acclimate. After acclimatization, the stratum corneum water content and transepidermal water loss were measured at the measurement site, and then stratum corneum samples were collected by the test personnel. Stratum corneum samples were collected by tape stripping, which involved applying and removing adhesive tape to the measurement site. Tape stripping was performed five times per measurement site, and each sample in the stratum corneum attached to the surface of each adhesive tape was detected by imaging mass spectrometry. Imaging mass spectrometry was performed using an imaging mass spectrometer (instrument name "timsTOF fleX", manufactured by Bruker). Imaging mass spectrometry of the stratum corneum was performed referring to the method described in Non-Patent Literature 2. The larger the amount of sample accumulated in the stratum corneum, the greater the number of adhesive tapes on which the sample was detected. Based on the number of adhesive tapes on which the sample was detected, the following criteria were used for evaluation. Samples that received an A rating based on the following criteria were judged to have a stratum corneum retention effect. The results are shown in Tables 2 and 3.

[0142] Criteria for evaluating stratum corneum retention A: The sample contained five pieces of adhesive tape, and the signal intensity was high, with the signal observed across the entire observation area. B: Although five pieces of adhesive tape were detected in the sample, the signal intensity was weak, and the signal was only observed in a portion of the observed area. C: The number of adhesive tapes in which samples were detected was approximately one.

[0143] In the evaluation criteria described above, if the sample is an oily component that does not contain a functional component, the "signal" is the signal of the oily component. If the sample is an oily component that contains a functional component, the "signal" is the signal of the functional component, not the signal of the oily component.

[0144] [Table 2]

[0145] [Table 3]

[0146] As can be seen from the results in Tables 2 and 3, the oily components of Comparative Examples 1 to 7 showed a decrease in both stratum corneum penetration and stratum corneum retention as their molecular weight increased. Specifically, the oily components of Comparative Examples 1 and 2, which had small molecular weights, were rated B or C for both stratum corneum penetration and stratum corneum retention, while the oily components of Comparative Examples 3 to 7, which had molecular weights of 450 or more, were rated C for both stratum corneum penetration and stratum corneum retention. In contrast, the oily components of Example 1 and Production Example 2 exhibited excellent stratum corneum penetration and stratum corneum retention despite having an average molecular weight exceeding 500.

[0147] Furthermore, the oily components of Comparative Examples 1-7 exhibited increased glossiness as their viscosity increased. The oily component of Comparative Example 1, which had low viscosity, received a B in appearance and an A in glossiness. The oily components of Comparative Examples 2-5, with viscosities of 20 or higher, received a C in appearance and a C in glossiness. The oily components of Comparative Examples 6 and 7, with viscosities of 100 or higher, received a D in appearance and C and D in glossiness, respectively. In contrast, the oily components of Example 1 and Manufacturing Example 2, despite having high viscosities of 100 or higher, exhibited no glossiness and had a good feel when applied.

[0148] [Test Example 2] The glossiness of the esterified product obtained in Production Example 1 (Oily component 1: esterified product of dipentaerythritol, caprylic acid, and capric acid) and the oily components 2 to 8 listed in Table 1, mixed in a mass ratio of 1:1, was evaluated using the same evaluation method as in Test Example 1 (Examples 3 to 9). The evaluation results are shown in Tables 4 and 5.

[0149] [Table 4]

[0150] [Table 5]

[0151] As can be seen from the results in Tables 2 to 5, in Comparative Examples 2 to 7, the glossiness appearance evaluation was C or D when only the oily components were used, but when mixed with oily component 1 (an ester of dipentaerythritol and caprylic and capric acid), the glossiness appearance evaluation improved to B. In addition, in Comparative Example 6, the glossiness evaluation was C when only the oily components were used, but when mixed with oily component 1, it improved to B. From this, it was confirmed that oily component 1 has the effect of suppressing the glossiness of the oily components in Comparative Examples 2 to 7.

[0152] [Test Example 3] The compatibility of the esterified product obtained in Production Example 1 (oil component 1: esterified product of dipentaerythritol with caprylic and capric acid) and the esterified product obtained in Production Example 2 (oil component 9: esterified product of dipentaerythritol with 2-ethylhexanoic acid) with various functional components was investigated (Examples 10-28).

[0153] [Table 6]

[0154] [Table 7]

[0155] [Table 8]

[0156] [Table 9]

[0157] [Table 10]

[0158] As can be seen from the results in Tables 6 to 10, when various functional components were added to oily component 1 (esterified dipentaerythritol with caprylic and capric acid) and oily component 9 (esterified dipentaerythritol with 2-ethylhexanoic acid), they dissolved transparently, indicating compatibility. From this, it is presumed that by dissolving functional components compatible with oily component 1 and oily component 9 in oily component 1 and oily component 9, which have stratum corneum penetration and stratum corneum retention functions, and incorporating this composition into a topical skin composition, and then applying the topical skin composition to the skin, the functional components, along with oily component 1 and oily component 9, will penetrate and be stored in the stratum corneum.

[0159] [Test Example 4] Samples were prepared by mixing the esterified product (oil component 1) obtained in Production Example 1 or oil component 7 listed in Table 1 with various functional components, and the stratum corneum retention properties were evaluated (Examples 29-30, Comparative Examples 8-9).

[0160] [Table 11]

[0161] As shown in the results in Table 11, when oily component 1 (esterified dipentaerythritol with caprylic and capric acid) was mixed with various functional components, the stratum corneum retention of the functional components was C in Comparative Examples 8 and 9, whereas the stratum corneum retention of the functional components was A in Examples 29 and 30. Note that the evaluation results for stratum corneum retention in Table 11 were based on the signals of functional components, not oily components.

[0162] [Example 31] Cleansing oil As one embodiment of the topical skin composition according to the present invention, a cleansing oil formulation example is shown that contains the esterified product obtained in Production Example 1 (oil component 1: esterified product of dipentaerythritol, caprylic acid, and capric acid) as a stratum corneum retention enhancer or shine inhibitor. These cleansing oil formulations can be manufactured by heating and dissolving components 1-18, mixing them uniformly, then cooling the resulting mixture to below 30°C, and finally adding component 19 and mixing it uniformly. If component 18 is a component that is easily degraded by heat, component 18 should not be heated and dissolved, but added together with component 19.

[0163] [Table 12]

[0164] [Example 32] Cleansing oil As one embodiment of the topical skin composition according to the present invention, a cleansing oil formulation example is shown that contains the esterified product obtained in Production Example 1 (oil component 1: esterified product of dipentaerythritol, caprylic acid, and capric acid) as a stratum corneum retention enhancer or shine inhibitor. These cleansing oil formulations can be manufactured by heating and dissolving ingredients 1-17, mixing them uniformly, then cooling the resulting mixture to below 30°C, and finally adding ingredient 18 and mixing it uniformly. If ingredient 17 is prone to degradation by heat, it should not be heated and dissolved, but added together with ingredient 18.

[0165] [Table 13]

[0166] [Example 33] Cleansing oil As one embodiment of the topical skin composition according to the present invention, a cleansing oil formulation example is shown that contains the esterified product obtained in Production Example 1 (oil component 1: esterified product of dipentaerythritol, caprylic acid, and capric acid) as a stratum corneum retention enhancer or shine inhibitor. These cleansing oil formulations can be manufactured by heating and dissolving ingredients 1-15, mixing them uniformly, then cooling the resulting mixture to below 30°C, and finally adding ingredient 16 and mixing it uniformly. If ingredient 15 is prone to degradation by heat, it should not be heated and dissolved, but added together with ingredient 16.

[0167] [Table 14]

[0168] [Example 34] Cleansing cream As one embodiment of the topical skin composition according to the present invention, a cleansing cream formulation example is shown that contains the esterified product obtained in Production Example 1 (oil component 1: esterified product of dipentaerythritol, caprylic acid, and capric acid) as a stratum corneum retention enhancer or shine inhibitor. These cleansing creams can be manufactured by first preparing mixture A, which is obtained by heating and dissolving ingredients 1-19 and mixing them uniformly, and mixture B, which is obtained by heating and mixing ingredients 20-26 uniformly. Then, at 80°C, mixture B is added to mixture A and emulsified, and after cooling to below 30°C, ingredient 27 is added and mixed uniformly. If ingredient 19 is an ingredient that is easily degraded by heating, ingredient 19 is not heated and dissolved, but added together with ingredient 27.

[0169] [Table 15]

[0170] [Example 35] Cleansing Milk As one embodiment of the topical skin composition according to the present invention, a cleansing milk formulation example is shown that contains the esterified product obtained in Production Example 1 (oil component 1: esterified product of dipentaerythritol, caprylic acid, and capric acid) as a stratum corneum retention enhancer or shine suppressant. These cleansing milk formulations can be manufactured by first preparing mixture A, which is obtained by heating and dissolving ingredients 1-16 and mixing them uniformly, and mixture B, which is obtained by heating and mixing ingredients 17-22. Then, at 80°C, mixture B is added to mixture A and emulsified, and after cooling to below 30°C, ingredient 23 is added and mixed uniformly. If ingredient 16 is an ingredient that is easily degraded by heating, ingredient 16 is not heated and dissolved, but added together with ingredient 23.

[0171] [Table 16]

[0172] [Example 36] Ointment base As one embodiment of the topical skin composition according to the present invention, an ointment-based formulation example is shown that contains the esterified product obtained in Production Example 1 (oily component 1: esterified product of dipentaerythritol, caprylic acid, and capric acid) as a stratum corneum retention enhancer or shine inhibitor. The ointment bases for these formulations can be manufactured by heating and mixing ingredients 1-17 until uniformly dissolved, and then cooling to below 30°C.

[0173] [Table 17]

[0174] [Example 37] Cosmetic Oil As one embodiment of the topical skin composition according to the present invention, a formulation example of a cosmetic oil containing the esterified product obtained in Production Example 1 (oil component 1: esterified product of dipentaerythritol, caprylic acid, and capric acid) as a stratum corneum retention enhancer or shine inhibitor is shown. These cosmetic oil formulations can be manufactured by dissolving and uniformly mixing ingredients 1-20. However, if ingredient 17 does not mix uniformly at room temperature, ingredients 1-17 should be heated to above 80°C to dissolve uniformly, then cooled to below 30°C, and then ingredients 17-20 should be added.

[0175] [Table 18]

[0176] [Example 38] Oil-in-water emulsion moisturizing cream As one embodiment of the topical skin composition according to the present invention, an example of a formulation of an oil-in-water emulsion moisturizing cream containing the esterified product obtained in Production Example 1 (oil component 1: esterified product of dipentaerythritol, caprylic acid, and capric acid) as a stratum corneum retention enhancer or shine inhibitor is shown. These oil-in-water emulsion moisturizing creams can be manufactured by first preparing mixture A, which is obtained by heating and dissolving components 1-20 and mixing them uniformly, and mixture B, which is obtained by heating and mixing components 21-26. Then, at 80°C, mixture B is added to mixture A and emulsified, and after cooling to below 30°C, component 27 is added and mixed uniformly. If component 20 is a component that is easily degraded by heating, component 20 is not heated and dissolved, but added together with component 27.

[0177] [Table 19]

[0178] [Example 39] Oil-in-water emulsion hand cream As one embodiment of the topical skin composition according to the present invention, an example of a formulation of an oil-in-water emulsion hand cream containing the esterified product obtained in Production Example 1 (oil component 1: esterified product of dipentaerythritol, caprylic acid, and capric acid) as a stratum corneum retention enhancer or shine inhibitor is shown. These oil-in-water emulsion hand creams can be manufactured by first preparing mixture A, which is obtained by heating and dissolving ingredients 1-19 and mixing them uniformly, and mixture B, which is obtained by heating and mixing ingredients 20-24 uniformly. Then, at 80°C, mixture B is added to mixture A and emulsified, and after cooling to below 30°C, ingredient 25 is added and mixed uniformly. If ingredient 19 is an ingredient that is easily degraded by heating, ingredient 19 is not heated and dissolved, but added together with ingredient 25.

[0179] [Table 20]

[0180] [Example 40] Multilayer water-in-oil emulsion sunscreen As one embodiment of the topical skin composition according to the present invention, a formulation example of a multilayer water-in-oil emulsion sunscreen containing the esterified product obtained in Production Example 1 (oily component 1: esterified product of dipentaerythritol, caprylic acid, and capric acid) as a stratum corneum retention enhancer or shine inhibitor is shown. These multilayer water-in-oil emulsion sunscreens can be manufactured by first preparing mixture A, which consists of components 1-21, and mixture B, which consists of components 22-27, then adding mixture B to mixture A and emulsifying it, and finally filling the resulting emulsion into a resin bottle containing a stainless steel ball. If component 21 does not mix uniformly at room temperature, components 1-21 may be heated to 80°C or higher to dissolve uniformly, and then cooled to 30°C or lower to obtain mixture A.

[0181] [Table 21]

[0182] [Example 41] Cream-type oil-in-water sunscreen As one embodiment of the topical skin composition according to the present invention, a formulation example of a cream-type oil-in-water sunscreen containing the esterified product obtained in Production Example 1 (oil component 1: esterified product of dipentaerythritol, caprylic acid, and capric acid) as a stratum corneum retention enhancer or shine inhibitor is shown. These cream-type oil-in-water sunscreen formulations can be manufactured by first preparing mixture A, which is obtained by heating components 1-21 to 70°C and mixing them uniformly, and mixture B, which is obtained by heating components 22-26 to 70°C and mixing them uniformly. Then, mixture B is added to mixture A and emulsified. After the resulting emulsion is cooled to room temperature, component 27 is added and mixed. If component 21 is a component that is easily degraded by heating, component 21 is not heated, but added together with component 27 and mixed uniformly.

[0183] [Table 22]

[0184] [Example 42] Water-in-oil sunscreen As one embodiment of the topical skin composition according to the present invention, an example of a water-in-oil sunscreen formulation is shown, which contains the esterified product obtained in Production Example 1 (oil component 1: esterified product of dipentaerythritol, caprylic acid, and capric acid) as a stratum corneum retention enhancer or shine inhibitor. These water-in-oil sunscreen formulations can be manufactured by first preparing mixture A, which is obtained by uniformly mixing ingredients 1 to 17 at room temperature, and mixture B, which is obtained by uniformly mixing ingredients 18 to 23 at room temperature, and then adding mixture B to mixture A and emulsifying it. If ingredient 17 is an ingredient that does not mix uniformly at room temperature, ingredients 1 to 17 are heated to 80°C or higher to dissolve uniformly, and then cooled to 30°C to obtain mixture A.

[0185] [Table 23]

[0186] [Example 43] Stick-type oil-based concealer As one embodiment of the topical skin composition according to the present invention, a formulation example of a stick-type oily concealer containing the esterified product obtained in Production Example 1 (oil component 1: esterified product of dipentaerythritol, caprylic acid, and capric acid) as a stratum corneum retention enhancer or shine inhibitor is shown. These stick-type oil-based concealers can be manufactured by preparing mixture A, which is made by heating ingredients 1-12 and 18-25 to 70°C and mixing them uniformly, then adding ingredients 13-17 and 26 and mixing them uniformly to prepare mixture B. Mixture B is heated and dissolved again, degassed, and the resulting product is filled into a stick container and cooled to room temperature.

[0187] [Table 24]

[0188] [Example 44] Water-in-oil foundation As one embodiment of the topical skin composition according to the present invention, an example of a water-in-oil foundation formulation is shown, which contains the esterified product obtained in Production Example 1 (oil component 1: esterified product of dipentaerythritol, caprylic acid, and capric acid) as a stratum corneum retention enhancer or shine suppressant. These water-in-oil foundation formulations are prepared by heating and mixing components 1-11 and 21-28, cooling to 40°C, adding components 12-20 and 35, and dispersing them in a homomixer to prepare dispersion A. Mixture B, in which components 29-34 and 36 are uniformly mixed, is added to dispersion A and emulsified. If component 35 does not mix uniformly at 40°C, component 35 is heated and mixed together with components 1-11 and 21-28.

[0189] [Table 25]

[0190] [Example 45] Water-in-oil type hand cream As one embodiment of the topical skin composition according to the present invention, a water-in-oil type hand cream formulation example is shown, which contains the esterified product obtained in Production Example 1 (oily component 1: esterified product of dipentaerythritol, caprylic acid, and capric acid) as a stratum corneum retention enhancer or shine inhibitor. These water-in-oil hand cream formulations are prepared by mixing ingredients 1-16 and 18, then adding ingredient 17 and dispersing in a disperser mixer to prepare dispersion A. Mixture B, which is a uniform mixture of ingredients 19-25, is added to dispersion A and emulsified. If ingredient 18 does not mix uniformly at room temperature, ingredients 1-16 and 18 are heated and mixed, then cooled, and ingredient 17 is added and dispersed in a disperser mixer to obtain dispersion A.

[0191] [Table 26]

[0192] [Example 46] Water-in-oil eyeshadow As one embodiment of the topical skin composition according to the present invention, an example of a water-in-oil eyeshadow formulation is shown, which contains the esterified product obtained in Production Example 1 (oil component 1: esterified product of dipentaerythritol, caprylic acid, and capric acid) as a stratum corneum retention enhancer or shine inhibitor. The water-in-oil type eye shadows of these formulations can be produced by mixing Components 1 to 18, adding Component 19, and dispersing with a disperser to prepare Dispersion A, and then adding Mixture B, which is a uniform mixture of Components 20 to 23, to Dispersion A and emulsifying. When Component 18 cannot be uniformly mixed at room temperature, Components 1 to 18 are heated and mixed, then cooled, and the product obtained by adding Component 19 and dispersing with a disperser is taken as Dispersion A.

[0193]

Table 27

[0194] [Example 47] Water-in-oil type mascara As one aspect of the skin external composition according to the present invention, a formulation example of a water-in-oil type mascara containing the esterified product (oil component 1: esterified product of dipentaerythritol, caprylic acid, and capric acid) obtained in Production Example 1 as a stratum corneum retention improver or a tecali inhibitor is shown. The water-in-oil type mascaras of these formulations can be produced by preparing Mixture A, which is a uniform mixture of Components 1 to 18, and Mixture B, which is a uniform mixture of Components 19 to 24, and adding Mixture B to Mixture A and emulsifying. When Component ۱۸ cannot be uniformly mixed at room temperature, Components 1 to 18 are heated and mixed and then cooled to be taken as Mixture A.

[0195]

Table 28

[0196] [Example 48] Solid powder foundation As one aspect of the skin external composition according to the present invention, a formulation example of a solid powder foundation containing the esterified product (oil component 1: esterified product of dipentaerythritol, caprylic acid, and capric acid) obtained in Production Example 1 as a stratum corneum retention improver or a tecali inhibitor is shown. These solid powder foundations can be manufactured by preparing a mixture A by heating and mixing components 1-11 and 19-24 at 50°C, and a dispersion B by mixing and dispersing components 12-18. After adding mixture A to dispersion B and mixing, the resulting mixture is pulverized and compressed into a dish. If component 23 does not mix uniformly at 50°C, components 1-11 and 19-24 are heated and mixed at 80°C, and then cooled to obtain mixture A.

[0197] [Table 29]

[0198] [Example 49] Solid powdered white powder As one embodiment of the topical skin composition according to the present invention, a formulation example of a solid powder face powder containing the esterified product obtained in Production Example 1 (oil component 1: esterified product of dipentaerythritol, caprylic acid, and capric acid) as a stratum corneum retention enhancer or shine inhibitor is shown. These solid powdered face powders can be manufactured by preparing a mixture A by mixing components 1-11 and 16-21, and a dispersion B by mixing and dispersing components 12-15, adding mixture A to dispersion B and mixing uniformly, then grinding the resulting mixture and compressing it into a dish. If component 20 is not uniformly mixed, components 1-11 and 16-21 are heated and mixed at 80°C, and then cooled to obtain mixture A.

[0199] [Table 30]

[0200] [Example 50] Solid powder cake foundation (using water) As one embodiment of the topical skin composition according to the present invention, a formulation example of a solid powder cake foundation (used with water) containing the esterified product obtained in Production Example 1 (oil component 1: esterified product of dipentaerythritol, caprylic acid, and capric acid) as a stratum corneum retention enhancer or shine inhibitor is shown. These solid powder cake foundations can be manufactured by preparing a mixture A by heating and mixing components 1-11, 20-23, 25, and 26 at 50°C, and a dispersion B by mixing and dispersing components 12-19 and 24. After adding mixture A to dispersion B and mixing uniformly, the resulting mixture is pulverized and compressed into a dish. If component 25 is not uniformly mixed, components 1-11, 20-23, 25, and 26 are heated and mixed at 80°C, then cooled to obtain mixture A.

[0201] [Table 31]

[0202] [Example 51] Powdered blush As one embodiment of the topical skin composition according to the present invention, a formulation example of a powdered blush containing the esterified product obtained in Production Example 1 (oil component 1: esterified product of dipentaerythritol, caprylic acid, and capric acid) as a stratum corneum retention enhancer or shine inhibitor is shown. These powdered blush formulations can be manufactured by preparing a mixture A, which is a uniform mixture of components 1 to 13, and a dispersion B, which is a mixed dispersion of components 14 to 19. After adding mixture A to dispersion B and mixing uniformly, the resulting mixture is pulverized and filled into a container. If component 13 does not dissolve at room temperature, components 1 to 13 are heated and mixed at 80°C, then cooled to room temperature to obtain mixture A.

[0203] [Table 32]

[0204] [Example 52] Powdered eye color As one embodiment of the topical skin composition according to the present invention, a formulation example of a powdered eye color containing the esterified product obtained in Production Example 1 (oil component 1: esterified product of dipentaerythritol, caprylic acid, and capric acid) as a stratum corneum retention enhancer or shine inhibitor is shown. These powdered eye colors of these formulations can be manufactured by preparing mixture A by uniformly mixing components 1 to 12, preparing dispersion B by mixing and dispersing components 13 to 18, adding mixture A to dispersion B and uniformly mixing them, then pulverizing the obtained mixture and filling it into a container. When component 12 does not dissolve at room temperature, components 1 to 13 are heated and mixed at 80°C and then cooled to room temperature to be used as mixture A.

[0205] [Table 33]

[0206] [Example 53] Hair Cream As one aspect of the skin-external composition according to the present invention, a formulation example of a hair cream containing the esterified product (oil component 1: esterified product of dipentaerythritol, caprylic acid and capric acid) obtained in Production Example 1 as a stratum corneum retention improver or a tecali inhibitor is shown. These hair creams of these formulations can be manufactured by mixing components 1 to 19 to prepare mixture A by mixing and dissolving while heating to 80°C, preparing mixture B by uniformly mixing and dissolving components 20 to 22 and 24 while heating to 80°C, adding mixture A to mixture B at 80°C and emulsifying, then cooling the obtained emulsion to 30°C or lower and adding component 23 and uniformly mixing.

[0207] [Table 34]

[0208] [Example 54] Hair Conditioner As one aspect of the skin-external composition according to the present invention, a formulation example of a hair conditioner containing the esterified product (oil component 1: esterified product of dipentaerythritol, caprylic acid and capric acid) obtained in Production Example 1 as a stratum corneum retention improver or a tecali inhibitor is shown. These hair conditioners can be manufactured by preparing mixture A, which is made by mixing ingredients 1 to 16 and dissolving them while heating to 80°C, and mixture B, which is made by uniformly mixing and dissolving ingredients 17 to 21 and 23 while heating to 80°C. Mixture A is then added to mixture B at 80°C and emulsified. After cooling the resulting emulsion to below 30°C, ingredient 22 is added and uniformly mixed.

[0209] [Table 35]

[0210] [Example 55] Lotion As one embodiment of the topical skin composition according to the present invention, a formulation example of a lotion containing the esterified product obtained in Production Example 1 (oil component 1: esterified product of dipentaerythritol, caprylic acid, and capric acid) as a stratum corneum retention enhancer or shine inhibitor is shown. These lotions can be manufactured by preparing a mixture A, which is a mixture of ingredients 1 to 14, and a mixture B, which is a uniform mixture of ingredients 15 to 20. Then, the mixture A is added to the mixture B while stirring, and the mixture is filled into a container.

[0211] [Table 36]

[0212] [Example 56] Beauty serum As one embodiment of the topical skin composition according to the present invention, a formulation example of a beauty serum containing the esterified product obtained in Production Example 1 (oil component 1: esterified product of dipentaerythritol, caprylic acid, and capric acid) as a stratum corneum retention enhancer or shine inhibitor is shown. These serum formulations can be manufactured by preparing mixture A, which is made by mixing ingredients 1 to 14 and dissolving them while heating to 80°C, and mixture B, which is made by mixing ingredients 15 to 20 and 23 while heating to 80°C. Mixture A is then added to mixture B at 80°C while stirring, and after cooling to below 30°C, ingredients 21 and 22 are added to the resulting cooled product while mixing.

[0213] [Table 37]

[0214] [Example 57] Shampoo As one embodiment of the topical skin composition according to the present invention, a shampoo formulation example is shown that contains the esterified product obtained in Production Example 1 (oil component 1: esterified product of dipentaerythritol, caprylic acid, and capric acid) as a stratum corneum retention enhancer or shine inhibitor. These shampoo formulations can be manufactured by uniformly mixing ingredients 1-20. If ingredient 17 does not dissolve at room temperature, mix while warming as needed.

[0215] [Table 38]

[0216] [Example 58] Body soap As one embodiment of the topical skin composition according to the present invention, a formulation example of a body soap containing the esterified product obtained in Production Example 1 (oily component 1: esterified product of dipentaerythritol, caprylic acid, and capric acid) as a stratum corneum retention enhancer or shine inhibitor is shown. These body wash formulations can be manufactured by uniformly mixing ingredients 1-21. If ingredient 18 does not dissolve at room temperature, mix while warming as needed.

[0217] [Table 39]

[0218] [Example 59] Facial cleansing cream As one embodiment of the topical skin composition according to the present invention, a facial cleansing cream formulation example is shown, which contains the esterified product obtained in Production Example 1 (oil component 1: esterified product of dipentaerythritol, caprylic acid, and capric acid) as a stratum corneum retention enhancer or shine inhibitor. Shin-Etsu Chemical Co., Ltd.'s product "KF-96H-6000cs" can be used as the highly polymerized dimethylpolysiloxane. These facial cleansing creams can be manufactured by preparing a mixture A by mixing and dissolving ingredients 1-18 while heating to 70°C, and a mixture B by mixing and dissolving ingredients 19-21 and 23 while heating to 70°C. Mixture A is then gradually added to mixture B at 70°C while stirring. After the saponification reaction is complete, the mixture is cooled to below 30°C while stirring, and ingredient 22 is added to the resulting cooled product while mixing.

[0219] [Table 40]

[0220] [Example 60] Gel-type facial cleanser As one embodiment of the topical skin composition according to the present invention, a formulation example of a gel-type facial cleanser containing the esterified product obtained in Production Example 1 (oil component 1: esterified product of dipentaerythritol, caprylic acid, and capric acid) as a stratum corneum retention enhancer or shine inhibitor is shown. These gel-type facial cleansers can be manufactured by preparing mixture A, which is a uniform mixture of ingredients 13-20, and mixture B, which is a uniform mixture of ingredients 1-12, and then adding mixture B to mixture A and mixing them uniformly. If ingredient 12 does not dissolve, mix B can be prepared by heating as needed while mixing.

[0221] [Table 41]

[0222] [Example 61] Paste-type peel-off pack As one embodiment of the topical skin composition according to the present invention, a formulation example of a paste-type peel-off pack containing the esterified product obtained in Production Example 1 (oil component 1: esterified product of dipentaerythritol, caprylic acid, and capric acid) as a stratum corneum retention enhancer or shine inhibitor is shown. Note that Kuraray's product "Kuraray Poval PVA217" can be used as the polyvinyl alcohol. These paste-type peel-off packs can be manufactured by preparing mixture A, which is a uniform mixture of components 1-14, and mixture B, which is a uniform mixture of components 15-18 and 21. Mixture B is added to mixture A, heated and stirred at 50°C, and then, after cooling, components 19 and 20 are added. If component 12 does not dissolve, mix while heating as appropriate to prepare mixture A.

[0223] [Table 42]

[0224] [Example 62] Cream Pack As one embodiment of the topical skin composition according to the present invention, a cream pack formulation example is shown that contains the esterified product obtained in Production Example 1 (oil component 1: esterified product of dipentaerythritol, caprylic acid, and capric acid) as a stratum corneum retention enhancer or shine inhibitor. Note that Kuraray's product "Kuraray Poval PVA217" can be used as the polyvinyl alcohol. These cream pack formulations can be manufactured by preparing mixture A, which is made by mixing and dissolving ingredients 1 to 17 while heating to 80°C, and mixture B, which is made by mixing and dissolving ingredients 18 to 22 and 24 while heating to 80°C. Mixture B is added to mixture A at 80°C and emulsified, and after the resulting emulsion is cooled to 30°C or below, ingredient 23 is added and mixed uniformly.

[0225] [Table 43]

[0226] [Example 63] Sheet-type pack (liquid portion) As one embodiment of the topical skin composition according to the present invention, a formulation example of a sheet pack (liquid portion) containing the esterified product obtained in Production Example 1 (oil component 1: esterified product of dipentaerythritol, caprylic acid, and capric acid) as a stratum corneum retention improving agent or shine suppressing agent is shown. Note that "Saracos PG-180," a product of Nisshin Oillio Group, can be used as polyglyceryl-10 monooleate, and "Saracos DG-180," a product of Nisshin Oillio Group, can be used as polyglyceryl-2 monooleate. These formulations can be manufactured by preparing a mixture A by mixing and dissolving components 1-14 while heating, and a mixture B by mixing and dissolving components 15-19 and 21 while heating. Mixture A is added to mixture B at 80°C and emulsified. After the resulting emulsion is cooled, component 20 is added and mixed. The resulting liquid mixture can then be impregnated into a nonwoven fabric.

[0227] [Table 44]

[0228] [Example 64], [Comparative Example 10] Emulsion As one embodiment of the topical skin composition according to the present invention, an emulsion containing the esterified compound obtained in Production Example 1 (oil component 1: esterified compound of dipentaerythritol, caprylic acid, and capric acid) as a stratum corneum retention enhancer or shine inhibitor, and an emulsion without said esterified compound were manufactured according to the following formulations. Tocopherol and ubiquinone in the formulation are functional ingredients. We used "LASEMUL92AE" from Industrial Quimica Lasems, SA as glyceryl stearate, "LASEMUL4000" from Industrial Quimica Lasems, SA as PEG-100 stearate, and "Carbopol 980" from Nikko Chemicals as carbomer. The emulsion was prepared by adding mixture A, which was obtained by heating and dissolving components 1-5 and mixing them uniformly, to mixture B, which was obtained by heating and mixing components 6-11, at 80°C to emulsify, and then cooling to below 30°C. Components 12-13 were then added to the cooled emulsion.

[0229] [Table 45]

[0230] The glossiness of the obtained emulsions was evaluated. A fixed amount of emulsion (approximately 0.2 g / area) was applied to the forearms of three subjects, left at room temperature (approximately 23°C) for 10 minutes, and then the degree of glossiness on the skin surface was evaluated in the same manner as in Test Example 1's <Evaluation of glossiness by visual observation>. As a result, the emulsion of Example 64 received an A rating, while the emulsion of Comparative Example 10 received a D rating.

[0231] [Example 65], [Comparative Example 11] Cleansing Cream As one embodiment of the topical skin composition according to the present invention, a cleansing cream containing the esterified compound obtained in Production Example 1 (oil component 1: esterified compound of dipentaerythritol, caprylic acid, and capric acid) as a stratum corneum retention enhancer or shine inhibitor, and a cleansing cream not containing said esterified compound were manufactured according to the following formulations. The tocopherol and ubiquinone contained in the formulation are functional ingredients. The same glyceryl stearate, PEG-100 stearate, and carbomer were used as in Example 64. Dimethicone 10cs was used as the dimethicone. These cleansing creams were manufactured by first preparing mixture A, which is obtained by heating and dissolving ingredients 1-8 and mixing them uniformly, and mixture B, which is obtained by heating and mixing ingredients 9-14 uniformly. Then, at 80°C, mixture B was added to mixture A and emulsified, and after cooling to below 30°C, ingredients 15-16 were added and mixed uniformly.

[0232] [Table 46]

[0233] The makeup removal, makeup blending, and shine control of the obtained cleansing creams were evaluated according to the following criteria. Lipstick was applied to the forearms of three subjects and left at room temperature for 10 minutes. A fixed amount (approximately 0.5g) of cleansing cream was then applied. After gently massaging with fingertips for 30 seconds, the cream was wiped off with a tissue and then evaluated.

[0234] (Evaluation criteria for how well makeup blends) Makeup blending ability was judged by how quickly the cleansing cream being evaluated mixed with makeup. A: It blends well with makeup (it quickly mixes with makeup). B: Makeup doesn't blend well (it takes a long time to blend with the makeup).

[0235] (Criteria for evaluating makeup removal) Makeup removal was judged based on whether the cleansing cream being evaluated could adequately remove makeup. A: It removes makeup well. B: Makeup doesn't come off easily.

[0236] (Shine after wiping with tissue): The shine after blotting with a tissue was evaluated by visual observation in the same manner as in Test Example 1, specifically by viewing the skin surface from an oblique angle (approximately 60° between the application area and the line of sight) at a distance of about 30 cm to determine whether excessive oil-derived gloss remained after wiping.

[0237] When the cleansing cream of Example 65, which contains oily component 1, was evaluated, it received an A rating for makeup blending, makeup removal, and shine control. On the other hand, when the cleansing cream of Comparative Example 11 was evaluated, it received a B rating for makeup blending and makeup removal, and a D rating for shine control.

[0238] [Example 66], [Comparative Example 12] Hair Oil As one embodiment of the topical skin composition according to the present invention, a hair oil containing the esterified compound obtained in Production Example 1 (oil component 1: esterified compound of dipentaerythritol, caprylic acid, and capric acid) as a stratum corneum retention enhancer or shine inhibitor, and a hair oil not containing said esterified compound were manufactured according to the following formulations. The tocopherol used in the formulation is a functional ingredient. Nisshin Oillio Group's "Cosmol 525" was used as neopentyl glycol diethylhexanoate, Nisshin Oillio Group's "Saracos 913" as isotridecyl isononanoate, and Nisshin Oillio Group's "Cosmol 168EV" as tetra(hydroxystearic acid / isostearate)dipentaerythrityl. These hair oil formulations were manufactured by stirring and mixing all ingredients except ingredient 5 at a heated temperature of 80°C, then cooling to room temperature, and finally adding ingredient 5 and stirring until homogenized.

[0239] [Table 47]

[0240] The shine, slipperiness, and smoothness (ease of combing) of the obtained hair oil were evaluated according to the following criteria. Hair strands from the sides of the heads of two subjects (two strands per subject, approximately 3g each, approximately 10-15cm in length) were washed with shampoo and towel-dried. Then, a fixed amount of hair oil (approximately 0.2g / strand) was applied to each strand and evenly distributed with the fingers. After blow-drying (warm air, approximately 2 minutes / strand), the hair was left at room temperature for 5 minutes before evaluation.

[0241] (Evaluation of shine) The surface of the hair after drying was evaluated by visual observation in the same manner as in Test Example 1, <Evaluation of gloss by visual observation>, by viewing the applied area from an oblique angle approximately 30 cm away (angle of the applied area to the line of sight approximately 60°).

[0242] (Slippery feeling) The feeling of stickiness was evaluated by whether or not excessive stickiness remained on the fingers or hair surface from immediately after application to after drying. A: It was smooth and not sticky. B: It was still sticky.

[0243] (Slippery feeling) The smoothness (how easily your fingers glide through) was evaluated by how easily and smoothly the fingers could glide through a strand of hair from root to tip after drying, minimizing snagging. A: It was very smooth to run my fingers through and didn't snag at all. B: I felt it was stiff and difficult to run my fingers through.

[0244] When the hair oil of Example 66, which contains oily component 1, was evaluated, it received an A rating for shine, greasiness, and smoothness. On the other hand, when the hair oil of Comparative Example 12 was evaluated, it received a B rating for greasiness and smoothness, and a D rating for shine.

[0245] [Example 67], [Comparative Example 13] Liquid Foundation As one embodiment of the topical skin composition according to the present invention, a liquid foundation containing the esterified compound obtained in Production Example 1 (oil component 1: esterified compound of dipentaerythritol, caprylic acid, and capric acid) as a stratum corneum retention enhancer or shine inhibitor, and a liquid foundation without said esterified compound were manufactured using the following formulations. The tocopherol used in the formulation is a functional ingredient. The same isotridecyl isononanoate used as in Example 66. Nisshin Oillio Group's "Saracos HS-6C" was used as polyhydroxystearic acid, Nisshin Oillio Group's "Saracos WO-6" as dipentaerythrityl tripolyhydroxystearate, Nisshin Oillio Group's "Cosmol 182V" as sorbitan sesquiisostearate, "Dimethicone 6cs" as dimethicone, and Nisshin Oillio Group's "Nomucoat SG" as tri(behenate / isostearate / eicosanedioate)glyceryl. These liquid foundation formulations were manufactured by first preparing mixture A, which is obtained by heating and mixing components 1-10 and then cooling and dispersing it at 40°C; and second mixture B, which is obtained by adding components 11-13 to a portion of mixture A and pasteuring it using a homomixer and bead mill; third mixture C, which is obtained by dispersing mixture A and mixture B using a homomixer and homogenizing it; and fourth mixture D, which is obtained by uniformly mixing components 14-20, and then emulsifying it by adding it to dispersion C.

[0246] [Table 48]

[0247] The shine of the liquid foundation was judged by whether an excessive oily gloss remained on the skin surface after application. A fixed amount (approximately 0.1g / area) of liquid foundation was uniformly applied to the forearms of three subjects, left at room temperature (approximately 23°C) for 10 minutes, and then evaluated by visual observation in the same manner as in Test Example 1's <Evaluation of Shine by Visual Observation>, from an oblique angle approximately 30cm away (angle of the application area and line of sight approximately 60°).

[0248] The shine of the liquid foundation in Example 67, which contained oily component 1, was rated A. On the other hand, the shine of the liquid foundation in Comparative Example 13 was rated D.

[0249] [Example 68], [Comparative Example 14] Conditioner As one embodiment of the topical skin composition according to the present invention, a conditioner containing the esterified compound obtained in Production Example 1 (oil component 1: esterified compound of dipentaerythritol, caprylic acid, and capric acid) as a stratum corneum retention enhancer or shine inhibitor, and a conditioner without said esterified compound were manufactured according to the following formulations. The tocopherol included in the formulation is a functional ingredient. These conditioners were manufactured by preparing mixture A, which is obtained by heating and mixing ingredients 1-2 at 80°C, and mixture B, which is obtained by uniformly heating and mixing ingredients 3-9 at 80°C. Mixture A was added to mixture B at 80°C and emulsified. After cooling the resulting emulsion to below 30°C, ingredients 10-11 were added and uniformly mixed.

[0250] [Table 49]

[0251] The shine, spread of hair strands, slipperiness, and smoothness (ease of combing) of the obtained conditioner were evaluated. Shine and smoothness were evaluated in the same manner as in Example 67. Spread of hair strands and slipperiness were evaluated according to the following criteria. Hair strands from the sides of the heads of two subjects (two strands on each side per subject, approximately 3g each, approximately 10-15cm in length) were washed with shampoo and towel-dried. Then, a fixed amount of conditioner (approximately 0.5g / strand) was applied to each hair strand, massaged in with fingers for 30 seconds, and then rinsed with lukewarm water for 15 seconds. After draining the water, towel-drying, and drying with a hairdryer, the conditioner was evaluated.

[0252] (Spread of hair strands) The degree of hair strand spread was judged by whether the hair strands remained together and didn't spread out after drying. A: The hair strands stayed together without spreading out. B: Spreading of the hair strands was observed.

[0253] (Slippery feeling) I judged whether there was any excessive slipperiness remaining on the surface of the hair immediately after rinsing. A: Immediately after rinsing, it felt smooth and there was no slimy feeling. B: It left a slimy residue that was difficult to wash off.

[0254] When the conditioner of Example 68, which contains oily component 1, was evaluated, it received an A rating for shine, hair bundle spread, greasiness, and smoothness. On the other hand, when the conditioner of Comparative Example 14 was evaluated, it received a B rating for hair bundle spread, greasiness, and smoothness, and a D rating for shine.

[0255] [Example 69] Nail oil As one embodiment of the topical skin composition according to the present invention, a formulation example of a nail oil containing the esterified product obtained in Production Example 1 (oil component 1: esterified product of dipentaerythritol, caprylic acid, and capric acid) as a stratum corneum retention enhancer or shine inhibitor is shown. The tocopherol contained in the formulation is a functional ingredient. These nail oil formulations can be manufactured by stirring and mixing all ingredients except ingredients 12, 20, and 21 at a temperature of 80°C, then cooling to room temperature, and finally adding ingredients 12, 20, and 21 to the resulting mixture and stirring until homogenized.

[0256] [Table 50]

[0257] [Example 70] Nail oil As one embodiment of the topical skin composition according to the present invention, a formulation example of a nail oil containing the esterified product obtained in Production Example 1 (oil component 1: esterified product of dipentaerythritol, caprylic acid, and capric acid) as a stratum corneum retention enhancer or shine inhibitor is shown. The tocopherol contained in the formulation is a functional ingredient. These nail oil formulations can be manufactured in the same manner as the nail oil of Example 69.

[0258] [Table 51]

[0259] [Example 71] Powdered body powder As one embodiment of the topical skin composition according to the present invention, a formulation example of a powdered body powder containing the esterified product obtained in Production Example 1 (oil component 1: esterified product of dipentaerythritol, caprylic acid, and capric acid) as a stratum corneum retention enhancer or shine inhibitor is shown. These powdered body powders can be manufactured by uniformly mixing and dispersing components 13-16, adding components 1-12 to the resulting dispersion and mixing uniformly, then grinding the resulting mixture and filling it into a container. If component 12 does not mix uniformly at room temperature, heat and mix components 1-12 into the dispersion, then cool it.

[0260] [Table 52]

[0261] [Example 72] Hair rinse (for rinsing) As one embodiment of the topical skin composition according to the present invention, a hair rinse (for rinsing) formulation example is shown, which contains the esterified product obtained in Production Example 1 (oil component 1: esterified product of dipentaerythritol, caprylic acid, and capric acid) as a stratum corneum retention improving agent or shine suppressing agent. These hair rinses (for rinsing) can be manufactured by the following method: Mixture A is obtained by uniformly dissolving and mixing components 1 to 15. If component 12 does not mix uniformly at room temperature, heat and mix components 1 to 15, then cool. Add mixture B, which is a uniform mixture of components 16 to 20, to mixture A at 80°C and emulsify, then add component 21 and mix.

[0262] [Table 53]

[0263] [Example 73] Cuticle protection gel As one embodiment of the topical skin composition according to the present invention, a cuticle protection gel formulation example is shown, which contains the esterified product obtained in Production Example 1 (oil component 1: esterified product of dipentaerythritol, caprylic acid, and capric acid) as a stratum corneum retention enhancer or shine inhibitor. These cuticle protection gels can be manufactured by the following method: Mix components 1-16 uniformly to obtain mixture A. If component 12 does not mix uniformly at room temperature, heat and mix components 1-16, then cool. Mix and disperse mixture B, which is a uniform mixture of components 17-22, into mixture A, then add component 23 to the resulting dispersion and mix uniformly.

[0264] [Table 54]

[0265] [Example 74] Oil-in-water emulsion mascara As one embodiment of the topical skin composition according to the present invention, an example of a formulation of an oil-in-water emulsion mascara containing the esterified product obtained in Production Example 1 (oil component 1: esterified product of dipentaerythritol, caprylic acid, and capric acid) as a stratum corneum retention enhancer or shine inhibitor is shown. These oil-in-water emulsion mascaras can be manufactured by the following method: Heat and dissolve components 1-19, add components 20-22 and mix uniformly to obtain mixture A. If component 12 deteriorates upon heating, add it at room temperature without heating and mix uniformly. Add mixture B, which consists of components 23-31 uniformly mixed, to mixture A and emulsify, then fill the resulting emulsion into a container.

[0266] [Table 55]

[0267] [Example 75] Water-in-oil emulsion mascara As one embodiment of the topical skin composition according to the present invention, an example of a water-in-oil emulsion mascara is shown, which contains the esterified product obtained in Production Example 1 (oil component 1: esterified product of dipentaerythritol, caprylic acid, and capric acid) as a stratum corneum retention enhancer or shine inhibitor. These water-in-oil emulsion mascaras can be manufactured by the following method: Heat and dissolve components 1-16 to obtain mixture A. If component 12 deteriorates upon heating, add it at room temperature without heating and mix uniformly. Add mixture B, which is a uniform mixture of components 17-22, to mixture A and emulsify, then fill the resulting emulsion into a container.

[0268] [Table 56]

[0269] [Example 76] Oil-in-water emulsion eyeliner As one embodiment of the topical skin composition according to the present invention, a formulation example of an oil-in-water emulsion eyeliner containing the esterified product obtained in Production Example 1 (oil component 1: esterified product of dipentaerythritol, caprylic acid, and capric acid) as a stratum corneum retention enhancer or shine inhibitor is shown. These oil-in-water emulsion eyeliner formulations can be manufactured by the following method: After heating and dissolving components 1-15, components 16 and 17 are added and mixed uniformly to obtain mixture A. If component 12 deteriorates upon heating, it is added at room temperature without heating and mixed uniformly. Mixture B, in which components 18-24 are uniformly mixed, is added to mixture A and emulsified, and the resulting emulsion is then filled into a container.

[0270] [Table 57]

[0271] [Example 77] Oil-in-water emulsion eyeshadow As one embodiment of the topical skin composition according to the present invention, a formulation example of an oil-in-water emulsion eyeshadow containing the esterified product obtained in Production Example 1 (oil component 1: esterified product of dipentaerythritol, caprylic acid, and capric acid) as a stratum corneum retention enhancer or shine inhibitor is shown. These oil-in-water emulsion eyeshadows can be manufactured by the following method: After heating and dissolving components 1-17, components 18 and 19 are added and mixed uniformly to obtain mixture A. If component 12 deteriorates upon heating, it is added at room temperature without heating and mixed uniformly. Mixture B, in which components 20-27 are uniformly mixed, is added to mixture A and emulsified, and the resulting emulsion is then filled into containers.

[0272] [Table 58]

[0273] [Example 78] Oil-in-water emulsion eyebrow As one embodiment of the topical skin composition according to the present invention, an example of an oil-in-water emulsion eyebrow formulation is shown, which contains the esterified product obtained in Production Example 1 (oil component 1: esterified product of dipentaerythritol, caprylic acid, and capric acid) as a stratum corneum retention enhancer or shine inhibitor. These oil-in-water emulsion eyebrow formulations can be manufactured by the following method: After heating and dissolving components 1-17, component 18 is added and mixed uniformly to obtain mixture A. If component 12 deteriorates upon heating, it is added at room temperature without heating and mixed uniformly. Mixture B, in which components 19-24 are uniformly mixed, is added to mixture A and emulsified, and the resulting emulsion is then filled into a container.

[0274] [Table 59]

[0275] [Example 79] Gel-type eye color As one embodiment of the topical skin composition according to the present invention, a formulation example of a gel-type eye color containing the esterified product obtained in Production Example 1 (oil component 1: esterified product of dipentaerythritol, caprylic acid, and capric acid) as a stratum corneum retention enhancer or shine inhibitor is shown. These gel-type eye colors can be manufactured by the following method: Mixture A is obtained by uniformly mixing and dissolving components 1 to 18. If component 12 does not mix uniformly at room temperature, heat it to mix and then cool it. Mixture B, in which components 19 to 22 are uniformly mixed and dissolved, is added to mixture A while stirring.

[0276] [Table 60]

[0277] [Example 80] Nail polish As one embodiment of the topical skin composition according to the present invention, a nail polish formulation example is shown that contains the esterified product obtained in Production Example 1 (oil component 1: esterified product of dipentaerythritol, caprylic acid, and capric acid) as a stratum corneum retention improving agent or shine suppressing agent. These nail polish formulations can be manufactured by the following method: Mix components 19-21, add components 1-12 to the resulting mixture and mix uniformly to obtain mixture A. If component 12 does not mix uniformly at room temperature, heat and mix, then cool. Add components 13-18 to mixture A and mix uniformly, then add components 22-26 to the resulting mixture B and mix uniformly, then fill into containers.

[0278] [Table 61]

[0279] [Example 81] Top Coat As one embodiment of the topical skin composition according to the present invention, a topcoat formulation example is shown that contains the esterified product obtained in Production Example 1 (oil component 1: esterified product of dipentaerythritol, caprylic acid, and capric acid) as a stratum corneum retention enhancer or shine inhibitor. These topcoats can be manufactured by the following method: Mix components 1-12 and 17-19 uniformly, then add components 13-16 to the resulting mixture and mix uniformly. If component 12 does not mix uniformly at room temperature, heat and mix, then cool. Fill the resulting mixture into containers.

[0280] [Table 62]

[0281] [Example 82] Base coat As one embodiment of the topical skin composition according to the present invention, a base coat formulation example is shown that contains the esterified product obtained in Production Example 1 (oil component 1: esterified product of dipentaerythritol, caprylic acid, and capric acid) as a stratum corneum retention enhancer or shine inhibitor. The base coats of these formulations can be manufactured by the following method: Mix components 1-12 and 16-18 uniformly, then add components 13-15 to the resulting mixture and mix uniformly. If component 12 does not mix uniformly at room temperature, heat and mix, then cool. Fill the resulting mixture into containers.

[0282] [Table 63]

[0283] [Example 83] Oil-based solid lip cosmetic As one embodiment of the topical skin composition according to the present invention, an example of a formulation of an oily solid lip cosmetic containing the esterified product obtained in Production Example 1 (oily component 1: esterified product of dipentaerythritol, caprylic acid, and capric acid) as a stratum corneum retention enhancer or shine inhibitor is shown. These oily solid lip cosmetics can be manufactured by the following method: Mixture A is obtained by heating components 1-12 and 17-27 to 90°C and mixing them uniformly, then adding components 13-16 and 28 and mixing them uniformly. If component 12 deteriorates upon heating, components 1-11 and 17-27 are heated to 90°C and mixed uniformly, then components 12-16 and 28 are added at room temperature and mixed uniformly. The resulting mixture A is heated again to dissolve, degassed, and then the resulting product is filled into stick containers and cooled to room temperature.

[0284] [Table 64]

[0285] [Example 84] Water-in-oil emulsion As one embodiment of the topical skin composition according to the present invention, a formulation example of a water-in-oil emulsion containing the esterified product obtained in Production Example 1 (oil component 1: esterified product of dipentaerythritol, caprylic acid, and capric acid) as a stratum corneum retention enhancer or shine inhibitor is shown. Note that Nisshin Oillio Group's "Saracos WO-6" can be used as dipentaerythrityl tripolyhydroxystearate, Nisshin Oillio Group's "Saracos 913" as isotridecyl isononanoate, Nisshin Oillio Group's "Cosmol 182V" as polyglyceryl-2 diisostearate, and Nisshin Oillio Group's "Nomcoat AG" as glycerin. These water-in-oil emulsions can be manufactured by the following method: Mixture A is obtained by heating and dissolving components 1 to 18 and mixing them uniformly. If component 12 deteriorates upon heating, it is added at room temperature without heating and mixed uniformly. Mixture B, in which components 19 to 24 are heated and mixed uniformly, is added to the obtained mixture A and emulsified, and the resulting emulsion is cooled to below 30°C.

[0286] [Table 65]

[0287] [Example 85] Water-in-oil cream As one embodiment of the topical skin composition according to the present invention, a formulation example of a water-in-oil cream containing the esterified product obtained in Production Example 1 (oil component 1: esterified product of dipentaerythritol, caprylic acid, and capric acid) as a stratum corneum retention enhancer or shine inhibitor is shown. Note that Nisshin Oillio Group's product "Saracos WO-6" can be used as dipentaerythrityl tripolyhydroxystearate, Nisshin Oillio Group's product "TIO" as triethylhexanoin, and Nisshin Oillio Group's products "Nomucoat HP-30" and "Nomucoat HP-100" as hydrogenated polydecene. These water-in-oil cream formulations can be manufactured by the following method: Mixture A is obtained by heating and dissolving components 1 to 18 and mixing them uniformly. If component 12 deteriorates upon heating, it is added at room temperature without heating and mixed uniformly. Mixture B, which is obtained by heating and uniformly mixing components 19 to 23, is added to the obtained mixture A at 80°C and emulsified, and the resulting emulsion is then cooled to below 30°C.

[0288] [Table 66]

[0289] [Example 86] BB cream As one embodiment of the topical skin composition according to the present invention, a BB cream formulation example is shown that contains the esterified product obtained in Production Example 1 (oil component 1: esterified product of dipentaerythritol, caprylic acid, and capric acid) as a stratum corneum retention enhancer or shine suppressant. Furthermore, the following products can be used: dipentaerythrityl tripolyhydroxystearate ("Saracos WO-6"), triethylhexanoin ("TIO"), ethylhexyl methoxycinnamate ("Nomucoat TAB"), cetyl ethylhexanoate ("Saracos 816T"), hydrogenated polydecene ("Nomucoat HP-30"), polyhydroxystearic acid ("Saracos HS-6C"), tocopherol ("Tocopherol 100"), and longan seed extract ("Aijitect") manufactured by Katakura Co-op Agri Co., Ltd. Furthermore, the following products can be used as titanium dioxide: "Cosmeserve WP-UF(V)" manufactured by Dainippon Kasei Co., Ltd. and "TIPAQUECR-50" manufactured by Ishihara Sangyo Co., Ltd.; "Cosmeserve WPA-STD(V)-2" manufactured by Dainippon Kasei Co., Ltd. as zinc oxide; "SI01-2 Talc JA-46R" manufactured by Asada Flour Milling Co., Ltd. as talc; and "SI01-2REDR-516L", "SI01-2BLACKBL-100", and "SI01-2YELLOWLLXLO" manufactured by Titanium Industries Co., Ltd. as iron oxide. These BB cream formulations can be manufactured by the following method: Mixture A is obtained by heating and dissolving ingredients 1-36 and mixing them uniformly. If ingredient 12 deteriorates when heated, it is added at room temperature without heating and mixed uniformly. Mixture B, which is obtained by heating and dissolving ingredients 37-40 and mixing them uniformly, is added to the obtained mixture A and emulsified, and the resulting emulsion is cooled to below 30°C.

[0290] [Table 67]

[0291] [Example 87] Oil-in-water liquid foundation As one embodiment of the topical skin composition according to the present invention, a formulation example of an oil-in-water liquid foundation containing the esterified product obtained in Production Example 1 (oil component 1: esterified product of dipentaerythritol, caprylic acid, and capric acid) as a stratum corneum retention enhancer or shine inhibitor is shown. Note that Nisshin Oillio Group's "Saracos WO-6" can be used as dipentaerythrityl tripolyhydroxystearate, Nisshin Oillio Group's "Cosmol 222" as diisostearyl malate, and Nisshin Oillio Group's "Saracos P-8" as ethylhexyl palmitate. These oil-in-water liquid foundations can be manufactured by the following method: Mixture A is obtained by heating and uniformly mixing components 1 to 21. If component 12 degrades when heated, it is added at room temperature without heating and uniformly mixed. Mixture B, which is obtained by heating and dissolving components 22 to 26 and uniformly mixing them, is added to the obtained mixture A at 80°C and emulsified, and the resulting emulsion is cooled to below 30°C.

[0292] [Table 68]

[0293] [Example 88] Two-layer liquid foundation As one embodiment of the topical skin composition according to the present invention, a formulation example of a two-layer liquid foundation containing the esterified product obtained in Production Example 1 (oil component 1: esterified product of dipentaerythritol, caprylic acid, and capric acid) as a stratum corneum retention enhancer or shine suppressant is shown. Nisshin Oillio Group's product "Saracos 99" can be used as the isononyl isononanoate. These two-layer liquid foundations can be manufactured by the following method: Mixture A is obtained by heating and uniformly mixing components 1-17, then adding and dissolving component 18, then sequentially adding and dispersing components 19-22, and finally adding component 23. Mixture B is obtained by dissolving components 25-28, 31-35, and 37-39 in component 24. After mixing mixture A and mixture B, components 29 and 30 are dispersed and homogenized in the resulting mixture, and then components 32, 33, and 36 are added. If component 12 deteriorates when heated, it should not be heated, but added at room temperature at the same time as components 32, 33, and 36, and uniformly mixed.

[0294] [Table 69]

[0295] [Example 89] Water-in-oil cream foundation As one embodiment of the topical skin composition according to the present invention, a formulation example of a water-in-oil cream foundation containing the esterified product obtained in Production Example 1 (oil component 1: esterified product of dipentaerythritol, caprylic acid, and capric acid) as a stratum corneum retention enhancer or shine inhibitor is shown. Note that Nisshin Oillio Group's "Saracos WO-6" can be used as dipentaerythrityl tripolyhydroxystearate, Nisshin Oillio Group's "Estemol N-01" as neopentyl glycol dicaprate, Nisshin Oillio Group's "Nomucoat HP-30" and "Nomucoat HP-100" as hydrogenated polydecene, and Nisshin Oillio Group's "Nomucoat TAB" as ethylhexyl methoxycinnamate. Furthermore, the following products can be used: "JA-13R" from Asada Flour Milling Co., Ltd. as talc, "TIPAQUECR-50" from Ishihara Sangyo Co., Ltd. as titanium dioxide, and "OTS-2YELLOWLLXLO," "OTS-2BLACKBL-100," and "OTS-2REDR-516-L" from Daito Chemical Industries, Ltd. as iron oxide. These water-in-oil cream foundations can be manufactured by the following method: Mixture A is obtained by heating and dissolving components 1-28 and mixing them uniformly. If component 12 deteriorates when heated, it is added at room temperature without heating and mixed uniformly. Mixture B, which is obtained by heating and uniformly mixing components 29-34, is added to mixture A at 80°C, the resulting mixture is emulsified, and then cooled to below 30°C.

[0296] [Table 70]

[0297] [Example 90] Oil Foundation As one embodiment of the topical skin composition according to the present invention, an example of an oil foundation formulation is shown that contains the esterified product obtained in Production Example 1 (oil component 1: esterified product of dipentaerythritol, caprylic acid, and capric acid) as a stratum corneum retention enhancer or shine inhibitor. Note that "Cosmoll 182V," a product manufactured by Nisshin Oillio Group, can be used as sorbitan sesquiisostearate. These oil foundation formulations can be manufactured by the following method: Mix all ingredients thoroughly by stirring at a temperature of 90°C until completely homogeneous. If ingredient 12 degrades with heating, add it at room temperature without heating and mix until homogeneous. After degassing the resulting mixture under reduced pressure, pour it into a metal dish and cool to below 20°C.

[0298] [Table 71]

[0299] [Example 91] Oil-in-water sunscreen As one embodiment of the topical skin composition according to the present invention, an example of a formulation of an oil-in-water sunscreen containing the esterified product obtained in Production Example 1 (oil component 1: esterified product of dipentaerythritol, caprylic acid, and capric acid) as a stratum corneum retention enhancer or shine inhibitor is shown. Note that Nisshin Oillio Group's "Cosmol 182V" can be used as sorbitan sesquiisostearate, Nisshin Oillio Group's "Saracos 913" as isotridecyl isononanoate, Nisshin Oillio Group's "Saracos 5408" as pentaerythrityl tetraethylhexanoate, and Nisshin Oillio Group's "Saracos GE-118" as PEG-20 glyceryl isostearate. These oil-in-water sunscreen formulations can be manufactured by the following method: Heat components 1-23 and mix them uniformly to obtain mixture A. If component 12 degrades upon heating, add it at room temperature without heating and mix it uniformly. Also, heat and dissolve components 24-32 and mix them uniformly to obtain mixture B. At 80°C, add mixture B to mixture A and emulsify, then cool to below 30°C.

[0300] [Table 72]

[0301] [Example 92] Oil-in-water type cleansing milk As one embodiment of the topical skin composition according to the present invention, a formulation example of an oil-in-water cleansing milk containing the esterified product obtained in Production Example 1 (oil component 1: esterified product of dipentaerythritol, caprylic acid, and capric acid) as a stratum corneum retention enhancer or shine inhibitor is shown. The tocopherol contained in the formulation is a functional ingredient. Furthermore, the following products can be used: "TIO" manufactured by Nisshin Oillio Group as triethylhexanoin, "Saracos PG-180T" manufactured by Nisshin Oillio Group as polyglyceryl-10 oleate, "Saracos 913" manufactured by Nisshin Oillio Group as isotridecyl isononanoate, "Nomucoat HP-30" manufactured by Nisshin Oillio Group as hydrogenated polydecene, and "Tocopherol 100" manufactured by Nisshin Oillio Group as tocopherol. These oil-in-water cleansing milk formulations can be manufactured by the following method: Heat ingredients 1-13 and 23-30 and mix them uniformly to obtain mixture A. If ingredient 12 deteriorates when heated, add it at room temperature without heating and mix it uniformly. Also, heat and dissolve ingredients 14-22 and mix them uniformly to obtain mixture B. Add mixture B to mixture A at 80°C and emulsify, then cool to below 30°C.

[0302] [Table 73]

[0303] [Example 93] Cleansing Liquid As one embodiment of the topical skin composition according to the present invention, a cleansing liquid formulation example is shown that contains the esterified product obtained in Production Example 1 (oil component 1: esterified product of dipentaerythritol, caprylic acid, and capric acid) as a stratum corneum retention enhancer or shine inhibitor. Nisshin Oillio Group's product "Saracos 913" can be used as isotridecyl isononanoate. These cleansing liquid formulations can be manufactured by the following method: Mixture A is obtained by heating components 1-18 to 60°C and dissolving them. If component 12 degrades when heated, it is added at room temperature without heating and mixed uniformly. Mixture B is obtained by heating components 19-23 to 60°C and dissolving them. Mixture A is gradually added to mixture B while stirring, then cooled to 30°C while stirring, and components 24-25 are added and mixed uniformly.

[0304] [Table 74]

[0305] [Example 94] Cleansing Liquid As one embodiment of the topical skin composition according to the present invention, a cleansing liquid formulation example is shown that contains the esterified product obtained in Production Example 1 (oil component 1: esterified product of dipentaerythritol, caprylic acid, and capric acid) as a stratum corneum retention enhancer or shine inhibitor. Note that "Saracos 816T," a product manufactured by Nisshin Oillio Group, can be used as cetyl ethylhexanoate. These cleansing liquid formulations can be manufactured by the following method: Mixture A is obtained by heating components 1-15 to approximately 65°C and dissolving them. If component 12 degrades when heated, it is added at room temperature without heating and mixed uniformly. Mixture B is obtained by heating components 16-18 to approximately 65°C and dissolving them. After adding mixture B to mixture A, it is cooled to near room temperature while stirring.

[0306] [Table 75]

[0307] [Example 95] Cleansing Gel As one embodiment of the topical skin composition according to the present invention, a cleansing gel formulation example is shown, which contains the esterified product obtained in Production Example 1 (oil component 1: esterified product of dipentaerythritol, caprylic acid, and capric acid) as a stratum corneum retention enhancer or shine inhibitor. Note that "Saracos PG-180T" manufactured by Nisshin Oillio Group Co., Ltd. can be used as polyglyceryl-10 oleate, "Saracos DG-180" manufactured by Nisshin Oillio Group Co., Ltd. can be used as polyglyceryl-2 oleate, "TIO" manufactured by Nisshin Oillio Group Co., Ltd. can be used as triethylhexanoin, and "Basis LS-60HR" manufactured by Nisshin Oillio Group Co., Ltd. can be used as mineral oil. These cleansing gel formulations can be manufactured by the following method: Mixture A is obtained by uniformly mixing ingredients 1-17. If ingredient 12 does not mix uniformly at room temperature, heat it to mix and then cool it to room temperature. Mixture B is obtained by dissolving ingredients 18-22 and uniformly mixing them. Mixture B is added to mixture A and homogenized.

[0308] [Table 76]

[0309] [Example 96] Cleansing Sheets As one embodiment of the topical skin composition according to the present invention, a cleansing sheet formulation example is shown that contains the esterified product obtained in Production Example 1 (oil component 1: esterified product of dipentaerythritol, caprylic acid, and capric acid) as a stratum corneum retention improving agent or shine suppressing agent. These cleansing sheets can be manufactured by the following method: Mix components 24-26, then add components 1-16 and homogenize to obtain mixture A. If component 12 does not mix uniformly at room temperature, heat and mix, then cool to room temperature. Alternatively, dissolve and disperse components 18-23 in component 17 and homogenize at room temperature to 40°C to obtain mixture B. Slowly add mixture A to mixture B and stir to homogenize, then add components 27-31 and mix. After defoaming the obtained mixture, filter it. Impregnate a nonwoven fabric with a predetermined amount of filtrate, then fill it into an aluminum-metallized laminate pouch or flip-top container and seal it.

[0310] [Table 77]

[0311] [Example 97] Makeup Remover As one embodiment of the topical skin composition according to the present invention, a makeup remover formulation example is shown that contains the esterified product obtained in Production Example 1 (oil component 1: esterified product of dipentaerythritol, caprylic acid, and capric acid) as a stratum corneum retention enhancer or shine inhibitor. Note that "Saracos 913," a product of Nisshin Oillio Group, can be used as isotridecyl isononanoate, and "Saracos EH," a product of Nisshin Oillio Group, can be used as ethylhexyl hydroxystearate. These makeup removers can be manufactured by the following method: Mix ingredients 1-15 uniformly to obtain mixture A. If ingredient 12 does not mix uniformly at room temperature, heat and mix it, then cool it. Also, mix ingredients 16-21 uniformly to obtain mixture B. Add mixture A to mixture B and homogenize it.

[0312] [Table 78]

[0313] [Example 98] Gel As one embodiment of the topical skin composition according to the present invention, a gel formulation example is shown in which the esterified product obtained in Production Example 1 (oil component 1: esterified product of dipentaerythritol, caprylic acid, and capric acid) is contained as a stratum corneum retention enhancer or shine inhibitor. These gel formulations can be manufactured by the following method: Mixture A is obtained by uniformly mixing components 1-16 at room temperature. If component 12 does not mix uniformly at room temperature, it is heated and mixed, then cooled. Alternatively, components 18-21 and 26-30 are dissolved in component 17, then component 22 is added to form a gel base, and components 23-25 ​​are added sequentially to obtain mixture B. Mixture A is added to mixture B in small amounts to make a uniform gel.

[0314] [Table 79]

[0315] [Example 99] Gel As one embodiment of the topical skin composition according to the present invention, a gel formulation example is shown that contains the esterified product obtained in Production Example 1 (oil component 1: esterified product of dipentaerythritol, caprylic acid, and capric acid) as a stratum corneum retention enhancer or shine inhibitor. Note that "Saracos 334," a product manufactured by Nisshin Oillio Group, can be used as the tri(caprylic / capric / myristic / stearic acid) glyceryl. These gel formulations can be manufactured by the following method: Mixture A is obtained by heating and mixing components 1-14 until homogenized. If component 12 does not mix homogenously at room temperature, heat and mix it, then cool it. Mixture B is obtained by dissolving components 15-28. Mixture A is added to mixture B little by little to make a homogenized gel.

[0316] [Table 80]

[0317] [Example 100] Lip balm As one embodiment of the topical skin composition according to the present invention, a lip balm formulation example is shown that contains the esterified product obtained in Production Example 1 (oil component 1: esterified product of dipentaerythritol, caprylic acid, and capric acid) as a stratum corneum retention enhancer or shine inhibitor. Note that "Cosmoll 222," a product manufactured by Nisshin Oillio Group, can be used as diisostearyl malate. These lip balms can be manufactured by heating and melting ingredients 1-19 and mixing them uniformly. If ingredient 12 degrades when heated, add it at room temperature without heating and mix it uniformly.

[0318] [Table 81]

[0319] [Example 101] Lip gloss As one embodiment of the topical skin composition according to the present invention, a lip gloss formulation example is shown that contains the esterified product obtained in Production Example 1 (oil component 1: esterified product of dipentaerythritol, caprylic acid, and capric acid) as a stratum corneum retention enhancer or shine inhibitor. Note that Nisshin Oillio Group's "Saracos DP-518N" can be used as dipentaerythrityl pentaisostearate, Nisshin Oillio Group's "Cosmol 222" as diisostearyl malate, Nisshin Oillio Group's "Saracos 5418V" as pentaerythrityl tetraisostearate, and Nisshin Oillio Group's "Nomucoat HK-G" as (behenate / eicosanedioic acid) glyceryl. These lip gloss formulations can be manufactured by heating and dissolving ingredients 13-16 and mixing them uniformly, then adding ingredients 1-12 at room temperature and mixing them uniformly. If ingredient 12 does not mix uniformly at room temperature, heat and mix it, then cool it.

[0320] [Table 82]

[0321] [Example 102] Nail polish remover As one embodiment of the topical skin composition according to the present invention, a nail polish remover formulation example is shown that contains the esterified product obtained in Production Example 1 (oil component 1: esterified product of dipentaerythritol, caprylic acid, and capric acid) as a stratum corneum retention enhancer or shine inhibitor. These nail polish removers can be manufactured by the following method: Mix components 1-16 uniformly at room temperature to obtain mixture A. If component 12 does not mix uniformly at room temperature, heat and mix it, then cool it. Add component 17 to mixture A and mix, then sequentially add components 18-19 to homogenize it. After confirming that it is homogeneous, fill it into a container.

[0322] [Table 83]

[0323] [Example 103] Body Milk As one embodiment of the topical skin composition according to the present invention, a formulation example of a body milk containing the esterified product obtained in Production Example 1 (oil component 1: esterified product of dipentaerythritol, caprylic acid, and capric acid) as a stratum corneum retention enhancer or shine inhibitor is shown. Furthermore, the following products can be used: "Saracos 334" manufactured by Nisshin Oillio Group as tri(caprylic / capric / myristic / stearic acid) glyceryl, "Nomucoat HP-30" manufactured by Nisshin Oillio Group as hydrogenated polydecene, "TIO" manufactured by Nisshin Oillio Group as triethylhexanoin, "Saracos 816T" manufactured by Nisshin Oillio Group as cetyl ethylhexanoate, "Tocopherol 100" manufactured by Nisshin Oillio Group as tocopherol, a 1% by mass aqueous solution of "Carbopol 980" manufactured by Nikko Chemicals as carbomer, "Moistfine Liquid" manufactured by Katakura Coop Agri as chitosan succinamide, a 1% by mass aqueous solution of "Nomucoat Z" manufactured by Nisshin Oillio Group as xanthan gum, and a 1% by mass aqueous solution of potassium hydroxide as potassium hydroxide. These body milk formulations can be manufactured by the following method: Heat ingredients 1-24 and mix them uniformly to obtain mixture A. If ingredient 12 deteriorates when heated, add it at room temperature without heating and mix it uniformly. Also, heat ingredients 25-34 and mix them uniformly to obtain mixture B. At 80°C, add mixture B to mixture A and emulsify to make it uniform.

[0324] [Table 84]

[0325] [Example 104] Massage Gel As one embodiment of the topical skin composition according to the present invention, a massage gel formulation example is shown that contains the esterified product obtained in Production Example 1 (oil component 1: esterified product of dipentaerythritol, caprylic acid, and capric acid) as a stratum corneum retention enhancer or shine inhibitor. Note that the product "TIO" manufactured by Nisshin Oillio Group can be used as triethylhexanoin. These massage gel formulations can be manufactured by the following method: Mix ingredients 1-14 uniformly at room temperature to obtain mixture A. If ingredient 12 does not mix uniformly at room temperature, heat and mix it, then cool it. Also, mix ingredients 15-16 uniformly at room temperature to obtain mixture B. Add mixture B to mixture A little at a time to make a uniform gel.

[0326] [Table 85]

[0327] [Example 105] Bath oil As one embodiment of the topical skin composition according to the present invention, a formulation example of a bath oil containing the esterified product obtained in Production Example 1 (oil component 1: esterified product of dipentaerythritol, caprylic acid, and capric acid) as a stratum corneum retention enhancer or shine inhibitor is shown. Note that "Saracos PG-180," a product of Nisshin Oillio Group, can be used as polyglyceryl-10 oleate, and "Saracos DG-180," a product of Nisshin Oillio Group, can be used as polyglyceryl-2 oleate. These bath oil formulations can be prepared by stirring and mixing all ingredients at room temperature. If ingredient 12 does not mix uniformly at room temperature, heat and mix it, then let it cool.

[0328] [Table 86] [Industrial applicability]

[0329] According to the present invention, it is possible to provide a stratum corneum retention enhancer that exhibits excellent retention in the stratum corneum when applied to the skin and can improve the retention of functional ingredients in the stratum corneum, as well as a topical skin composition containing the same. Furthermore, according to the present invention, it is possible to provide a shine inhibitor that can suppress shine caused by one or more oily components selected from the group consisting of squalene, triolein, macadamia seed oil, trimethylolpropane triisostearate, pentaerythrityl tetraisostearate, hydrogenated polyisobutene, hydrogenated polydecene, (caprylic / capric acid) coconut alkyl, octyldodecyl myristate, and polyglyceryl-2 diisostearate, as well as a topical skin composition containing the same.

Claims

1. A stratum corneum retention enhancer for improving the retention of functional ingredients in the stratum corneum, It consists of an esterified product of component A and component B, and the hydroxyl value of the esterified product is 0 to 160 mg KOH / g. A stratum corneum retention improving agent characterized in that the functional component is a substance that is compatible with the esterified product. Component A: A polyhydric alcohol, which is dipentaerythritol, erythritol, or sorbitan. Component B: One or more fatty acids selected from saturated fatty acids with 6 to 10 carbon atoms.

2. The stratum corneum retention improving agent according to claim 1, wherein the functional component is vitamins, vitamin derivatives, vegetable oils, plant extracts, lipid-soluble components that make up the skin, components similar to lipid-soluble components that make up the skin, coenzymes, or precursors of coenzymes.

3. The aforementioned vegetable oil is one or more selected from jojoba oil, MCT oil, squalane, camellia oil, macadamia seed oil, olive oil, meadowfoam oil, evening primrose oil, rice bran oil, shea butter, grape seed oil, sesame oil, and argan oil. The stratum corneum retention improving agent according to claim 2, wherein the plant extract component is one or more selected from polyphenols, polyphenol derivatives, γ-oryzanol, essential oils, licorice extract, hop extract, dried tangerine peel extract, Japanese pepper extract, turmeric extract, ginger extract, angelica extract, chamomile, ginseng extract, gromwell root extract, and cinnamon extract.

4. The lipid-soluble components constituting the skin are one or more selected from ceramides, sphingosines, sterols, phospholipids, and fatty acids. The stratum corneum retention improving agent according to claim 2, wherein the lipid-soluble component similar to the skin is one or more selected from ceramide derivatives, sphingosine derivatives, sterol derivatives, phospholipid derivatives, and fatty acid derivatives.

5. The stratum corneum retention improving agent according to claim 1, wherein component A is dipentaerythritol.

6. The stratum corneum retention improving agent according to claim 1, wherein the fatty acid of component B is one or more fatty acids selected from straight-chain saturated fatty acids having 6 to 10 carbon atoms.

7. The stratum corneum retention improving agent according to claim 1, wherein the fatty acid of component B is one or more fatty acids selected from branched-chain saturated fatty acids having 6 to 10 carbon atoms.

8. The stratum corneum retention improving agent according to claim 7, wherein the fatty acid of component B is one or more selected from caprylic acid, pelargonic acid, and capric acid.

9. The stratum corneum retention improving agent according to claim 7, wherein the fatty acid of component B is one or two selected from 2-ethylhexanoic acid or isononanoic acid.

10. The stratum corneum retention improving agent according to claim 1, which is a raw material for a topical skin composition containing the functional component.

11. The stratum corneum retention improving agent according to claim 10, wherein the amount of the functional component in the stratum corneum retention improving agent

12. A method for producing a topical skin composition, A stratum corneum retention improving agent according to any one of claims 1 to 11 and a functional component are used as raw materials. A method for producing a topical skin composition, characterized in that the functional component is a substance that is compatible with the esterified product.

13. A method for producing a topical skin composition according to claim 12, wherein the functional component is vitamins, vitamin derivatives, vegetable oils, plant extracts, lipid-soluble components that make up the skin, components similar to lipid-soluble components that make up the skin, coenzymes, or precursors of coenzymes.

14. A method for producing a topical skin composition according to claim 12, wherein the stratum corneum retention improving agent and the functional component are blended into the topical skin composition such that the amount of the functional component in the topical skin composition is 0.001 to 500 parts by mass per 100 parts by mass of the stratum corneum retention improving agent in the topical skin composition.

15. An anti-shine agent for suppressing shine caused by oily components, It consists of an esterified product of component A and component B, and the hydroxyl value of the esterified product is 0 to 160 mg KOH / g. A shine inhibitor characterized in that the oily component is one or more oily components selected from the group consisting of squalene, triolein, macadamia seed oil, trimethylolpropane triisostearate, pentaerythrityl tetraisostearate, hydrogenated polyisobutene, hydrogenated polydecene, (caprylic / capric acid) coconut alkyl, octyldodecyl myristate, and polyglyceryl-2 diisostearate. Component A: A polyhydric alcohol, which is dipentaerythritol, erythritol, or sorbitan. Component B: One or more fatty acids selected from saturated fatty acids with 6 to 10 carbon atoms.

16. The gloss inhibitor according to claim 15, wherein component A is dipentaerythritol.

17. The shine inhibitor according to claim 15, wherein the fatty acid of component B is one or more fatty acids selected from straight-chain saturated fatty acids having 6 to 10 carbon atoms.

18. The shine inhibitor according to claim 15, wherein the fatty acid of component B is one or more fatty acids selected from branched-chain saturated fatty acids having 6 to 10 carbon atoms.

19. The shine inhibitor according to claim 17, wherein the fatty acid of component B is one or more selected from caprylic acid, pelargonic acid, and capric acid.

20. The shine inhibitor according to claim 18, wherein the fatty acid of component B is one or two selected from 2-ethylhexanoic acid or isononanoic acid.

21. The shine inhibitor according to claim 15, which is a raw material for a topical skin composition containing the aforementioned oily component.

22. The shine inhibitor according to claim 21, which is incorporated into the topical skin composition such that the content ratio of the shine inhibitor to the oily component in the topical skin composition is 1:99 to 99:

1.

23. A method for producing a topical skin composition, The raw materials consist of an oily component and a shine inhibitor according to any one of claims 15 to 22. A method for producing a topical skin composition, characterized in that the oily component is one or more oily components selected from the group consisting of squalene, triolein, macadamia seed oil, trimethylolpropane triisostearate, pentaerythrityl tetraisostearate, hydrogenated polyisobutene, hydrogenated polydecene, (caprylic / capric acid) coconut alkyl, octyldodecyl myristate, and polyglyceryl-2 diisostearate.

24. A method for producing a topical skin composition according to claim 23, wherein the oily component and the shine inhibitor are blended into the topical skin composition such that the content ratio of the shine inhibitor to the oily component in the topical skin composition is 1:99 to 99:

1.

25. Furthermore, using a functional ingredient as a raw material, A method for producing a topical skin composition according to claim 23, wherein the functional component is a substance that is compatible with the esterified product.

26. The method for producing a topical skin composition according to claim 25, wherein the functional component is vitamins, vitamin derivatives, vegetable oils, plant extracts, lipid-soluble components that make up the skin, components similar to lipid-soluble components that make up the skin, coenzymes, or precursors of coenzymes.

27. This is a method for using an esterified product of component A and component B, having a hydroxyl value of 0 to 160 mg KOH / g, to improve the retention of the functional component in the stratum corneum. A method for improving the retention of a functional ingredient in the stratum corneum, wherein the functional ingredient is a substance that is compatible with the esterified product. Component A: A polyhydric alcohol, which is dipentaerythritol, erythritol, or sorbitan. Component B: One or more fatty acids selected from saturated fatty acids with 6 to 10 carbon atoms.

28. A method for suppressing shine caused by one or more oily components selected from the group consisting of squalene, triolein, macadamia seed oil, trimethylolpropane triisostearate, pentaerythrityl tetraisostearate, hydrogenated polyisobutene, hydrogenated polydecene, (caprylic / capric acid) coconut alkyl, octyldodecyl myristate, and polyglyceryl-2 diisostearate, which are esterified products of component A and component B having a hydroxyl value of 0 to 160 mg KOH / g. Component A: A polyhydric alcohol, which is dipentaerythritol, erythritol, or sorbitan. Component B: One or more fatty acids selected from saturated fatty acids with 6 to 10 carbon atoms.

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