Stratum corneum retention-enhancing agent, Anti-shine agent, and topical composition for skin containing said agents

Abstract

The present invention pertains to: a stratum corneum retention-enhancing agent for enhancing the retention of a functional ingredient in the stratum corneum, the stratum corneum retention-enhancing agent being characterized by comprising an esterified product of a polyhydric alcohol that is dipentaerythritol, erythritol, or sorbitan and one or more fatty acids selected from C6-10 saturated fatty acids, and characterized in that the functional ingredient is a substance miscible with the esterified product; and an anti-shine agent for reducing shine caused by oily ingredients, the anti-shine agent comprising an esterified product of a polyhydric alcohol that is dipentaerythritol, erythritol, or sorbitan and one or more fatty acids selected from C6-10 saturated fatty acids.

Description

Agent for improving stratum corneum retention, agent for suppressing greasiness, and topical skin composition containing them

[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 a functional component, 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 thereof herein by reference.

[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 aim 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 action effects.

[0003] In cosmetic raw materials, oily components are components that have the effect of suppressing water evaporation from the skin and maintaining 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 products of polyhydric alcohols have been developed and used as cosmetic raw materials. Specifically, for example, esterified products of dipentaerythritol, erythritol, or sorbitan and one or more fatty acids selected from linear saturated fatty acids having 6 to 10 carbon atoms have been reported to have an excellent moisturizing effect when applied to the skin (Patent Document 1).

[0005] International Publication No. 2020 / 116411

[0006] Bos et al, Experimental Dermatology, 2000, vol.9, p.165-169. Osamu Taira, Journal of the Japan Cosmetics Society, 2024, Volume 48, No. 2, Pages 97-102.

[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.

[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 improving agent for improving the retention of a functional ingredient in the stratum corneum, comprising an esterified product of component A and component B, wherein the hydroxyl value of the esterified product is 0 to 160 mg KOH / g, and the functional ingredient is a substance compatible with the esterified product. Component A: dipentaerythritol, erythritol, or sorbitan, a polyhydric alcohol. Component B: one or more fatty acids selected from saturated fatty acids having 6 to 10 carbon atoms. [2] The stratum corneum retention improving agent according to [1], wherein the functional ingredient is vitamins, vitamin derivatives, vegetable oils, plant extracts, lipid-soluble components constituting the skin, analogues of lipid-soluble components constituting the skin, coenzymes, or precursors of coenzymes. [3] The stratum corneum retention improving agent according to [2], wherein 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, and the plant extract 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 stratum corneum retention improving agent according to [2] or [3], wherein the lipid-soluble component constituting the skin is one or more selected from ceramides, sphingosines, sterols, phospholipids, and fatty acids, and the similar component of the lipid-soluble component constituting the skin is one or more selected from ceramide derivatives, sphingosines derivatives, sterol derivatives, phospholipid derivatives, and fatty acid derivatives. [5] The stratum corneum retention improving agent according to any of [1] to [4], wherein component A is dipentaerythritol. [6] The stratum corneum retention improving agent according to any of [1] to [5], 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], 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], 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 according to any of [1] to [9], which is a raw material for a topical skin composition containing the functional component.

[11] The stratum corneum retention improving agent according to

[10] , which is 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.

[12] The stratum corneum retention improving agent according to

[10] or

[11] , 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 15 parts by mass per 100 parts by mass of the stratum corneum retention improving agent in the topical skin composition.

[13] A topical skin composition comprising the stratum corneum retention improving agent according to any one of [1] to

[12] and a functional component, wherein the functional component is a substance compatible with the esterified product.

[14] The topical skin composition according to

[13] , wherein the topical skin composition is a cosmetic, a cleanser, or a topical pharmaceutical.

[15] A shine inhibitor for suppressing shine caused by oily components, comprising an esterified product of component A and component B, wherein the hydroxyl value of the esterified product is 0 to 160 mg KOH / g, and 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: dipentaerythritol, erythritol, or sorbitan, a polyhydric alcohol. Component B: one or more fatty acids selected from saturated fatty acids having 6 to 10 carbon atoms.

[16] The shine inhibitor of

[15] , wherein component A is dipentaerythritol.

[17] The shine inhibitor according to

[15] or

[16] , 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

[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 shine inhibitor according to any 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 shine inhibitor according to any of

[15] ,

[16] , or

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

[21] The shine inhibitor according to any of

[15] to

[20] , which is a raw material for a topical skin composition containing the oily component.

[22] The shine inhibitor according to

[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] The shine inhibitor according to

[21] or

[22] , 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 30:70 to 99:1.

[24] A topical skin composition comprising any of the shine inhibitors from

[15] to

[23] and a functional component, wherein the functional component is a substance compatible with the esterified product.

[25] The topical skin composition according to

[24] , wherein the topical skin composition is a cosmetic, a cleanser, or a topical pharmaceutical.

[26] A topical skin composition comprising any of the oil-suppressing agents described in

[15] to

[23] above, and 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.

[27] The topical skin composition according to

[26] , wherein the topical skin composition is a cosmetic, a cleanser, or a topical pharmaceutical.

[28] 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 a functional component in the stratum corneum, wherein the functional component is a substance compatible with the esterified product. Component A: dipentaerythritol, erythritol, or sorbitan, a polyhydric alcohol. Component B: one or more fatty acids selected from saturated fatty acids having 6 to 10 carbon atoms.

[29] A method for using an esterified product of component A and component B having a hydroxyl value of 0 to 160 mg KOH / g, wherein the esterified product is included in the topical skin composition together with the functional component 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. 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 mgKOH / g. A method for using an esterified product of component A and component B, wherein component A is a polyhydric alcohol which is dipentaerythritol, erythritol, or sorbitan, component B is one or more fatty acids selected from saturated fatty acids having 6 to 10 carbon atoms

[31] and the hydroxyl value is 0 to 160 mg KOH / g, wherein the esterified product is included in the topical skin composition together with the oily component 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: Dipentaerythritol, erythritol, or sorbitan, a polyhydric alcohol. Component B: One or more fatty acids selected from saturated fatty acids having 6 to 10 carbon atoms.

[32] The ester of component A and component B has a hydroxyl value of 0 to 160 mg KOH / g. This is a method for producing a stratum corneum retention improving agent for improving the stratum corneum retention of a functional component, wherein the functional component is a substance compatible with the ester. The use of an esterified product of component A and component B having a hydroxyl value of 0 to 160 mg KOH / g, wherein the esterified product is included in the topical skin composition together with the functional component 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: Dipentaerythritol, erythritol, or sorbitan, a polyhydric alcohol. Component B: One or more fatty acids selected from saturated fatty acids having 6 to 10 carbon atoms.

[34] Use for producing an anti-shininess agent that suppresses shine by using 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 esters of component A and component B having a hydroxyl value of 0 to 160 mg KOH / g. Component A: Dipentaerythritol, erythritol, or sorbitan, a polyhydric alcohol. Component B: One or more fatty acids selected from saturated fatty acids having 6 to 10 carbon atoms.

[35] The esterified product of component A and component B has a hydroxyl value of 0 to 160 mg KOH / g. The esterified product is included in the topical skin composition together with the oily component 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 having 6 to 10 carbon atoms.

[0010] According to the present invention, a stratum corneum retention enhancer consisting of specific esterified compounds, which exhibits excellent retention 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 said stratum corneum retention enhancer can be obtained. Furthermore, according to the present invention, a shine inhibitor consisting of specific esterified compounds, which 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, can be obtained, and a topical skin composition containing said shine inhibitor can be obtained.

[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 Established by the Japan Oil Chemists' Society, 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 improving agent> 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 mg KOH / g. Component A: Dipentaerythritol, erythritol, or sorbitan, a polyhydric alcohol. Component B: One or more fatty acids selected from saturated fatty acids having 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 a condensation reaction or the like, and is commercially available. Sorbitan can also be obtained from sorbitol by an intramolecular condensation reaction or the like, and is commercially available. Examples of commercially available dipentaerythritol include Dipentaerythritol (90% GRADE) sold by Lee Changrong Chemical Co., Ltd., examples of commercially available erythritol include Erythritol sold by Bussan Food Science Co., Ltd., and examples of commercially available sorbitan include Sorbitan M-70 sold by Sanko Chemical Industry Co., Ltd. Dipentaerythritol is preferred as the polyhydric alcohol component A because it provides a higher moisturizing effect.

[0018] The fatty acid of 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 the fatty acid of component B consists of two or more types of fatty acids, the fatty acid of component B may consist of 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, the fatty acid of component B is preferably two types of straight-chain saturated fatty acids.

[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 having 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 esterifying the fatty acid residues in the esterified product using a method corresponding 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 corresponding 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 mg KOH / 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 mg KOH / g, more preferably 0 to 90 mg KOH / g, even more preferably 0 to 10 mg KOH / g, even more preferably 0 to 3 mg KOH / g, and particularly preferably 0 to 1 mg KOH / 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 mg KOH / 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 the organic solvent, solvents known in the field of organic chemistry that are used in the esterification reaction of alcohols and fatty acids can be used.

[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, or alkoxides. When using an acid catalyst, alkali catalyst, or metal 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, the catalyst and unreacted raw materials can be removed by known purification treatments such as washing with water, alkaline deoxidation, adsorption treatment, and distillation. Furthermore, the obtained 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 hydroxyl value of the resulting esterified product is 0 to 160 mgKOH / g. Preferably, the composition ratio is such that the hydroxyl value of the resulting esterified product is 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. This composition ratio can be adjusted by appropriately adjusting the charging ratio of the raw materials 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 hydroxyl value of the resulting esterified product is 0 to 160 mgKOH / g. Preferably, the composition ratio is such that the hydroxyl value of the resulting esterified product is 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. This composition ratio can be adjusted by appropriately adjusting the charging ratio of the raw materials 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 adjusting the charging ratio of the raw materials 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 an esterified product of the 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 (in which 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 ester of the fatty acids 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 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. In addition, regardless of whether component A is dipentaerythritol, erythritol, or sorbitan, if the hydroxyl value of the obtained esterified product deviates from the desired hydroxyl value, the esterified product with the desired hydroxyl value can ultimately be obtained by adjusting the charging 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] As the esterified product which is a stratum corneum retention improver according to the present invention, preferably, it is 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 linear saturated fatty acids having 6 to 10 carbon atoms, and more preferably, it is 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] As the esterified product which is a stratum corneum retention improver according to the present invention, preferably, it is 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 linear saturated fatty acids having 6 to 10 carbon atoms, and more preferably, it is 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] As the esterified product which is a stratum corneum retention improver according to the present invention, preferably, it is 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 saturated fatty acids having 6 to 10 carbon atoms, and more preferably, it is an esterified product of dipentaerythritol (component A) having a hydroxyl value of 0 to 160 mgKOH / g and 2-ethylhexanoic acid (component B).

[0044] As the esterified product which is a stratum corneum retention improver according to the present invention, preferably, it is 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 saturated fatty acids having 6 to 10 carbon atoms, and more preferably, it is 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 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 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.

[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 mg KOH / 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 mg KOH / 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 mg KOH / 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 mg KOH / 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 mg KOH / g or less.

[0047] One embodiment of the esterified product, which is a horny layer 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 mg KOH / g or less. Preferably, it is an esterified product of dipentaerythritol (component A) and pelargonic acid (component B) with a hydroxyl value of 110 mg KOH / g or less, more preferably, an esterified product of dipentaerythritol (component A) and pelargonic acid (component B) with a hydroxyl value of 90 mg KOH / g or less, still more preferably, an esterified product of dipentaerythritol (component A) and pelargonic acid (component B) with a hydroxyl value of less than 10 mg KOH / g, even more preferably, an esterified product of dipentaerythritol (component A) and pelargonic acid (component B) with a hydroxyl value of 3 mg KOH / g or less, and particularly preferably, an esterified product of dipentaerythritol (component A) and pelargonic acid (component B) with a hydroxyl value of 1 mg KOH / g or less.

[0048] One embodiment of the esterified product, which is a horny layer 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 mg KOH / g or less. Preferably, it is an esterified product of dipentaerythritol (component A) and capric acid (component B) with a hydroxyl value of 110 mg KOH / g or less, more preferably, an esterified product of dipentaerythritol (component A) and capric acid (component B) with a hydroxyl value of 90 mg KOH / g or less, still more preferably, an esterified product of dipentaerythritol (component A) and capric acid (component B) with a hydroxyl value of less than 10 mg KOH / g, even more preferably, an esterified product of dipentaerythritol (component A) and capric acid (component B) with a hydroxyl value of 3 mg KOH / g or less, and particularly preferably, an esterified product of dipentaerythritol (component A) and capric acid (component B) with a hydroxyl value of 1 mg KOH / 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 mg KOH / 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 mg KOH / 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 mg KOH / 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 mg KOH / 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 mg KOH / 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 ingredient that improves the stratum corneum retention of the stratum corneum 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 ingredient 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 include, specifically, vitamins, vitamin derivatives, vegetable oils, plant extracts, lipid-soluble components that make up the skin, analogous components of lipid-soluble components that make up the skin, coenzymes, and coenzyme precursors. Vitamins and vitamin derivatives have functions such as moisturizing and whitening, and specifically include vitamin A and its derivatives (retinol, retinoic acid, retinyl palmitate, etc.), vitamin C derivatives, vitamin E and its derivatives, vitamin K, astaxanthin, carotenes, and lycopene. Vegetable oils and plant extracts have functions such as moisturizing and anti-inflammatory. 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. 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, ginseng extract, gromwell root extract, cinnamon extract, etc., and one or more of these can be used. Lipid-soluble components that make up the skin, and similar components that make up the skin, have functions such as moisturizing and improving the skin. Examples of lipid-soluble components that make up the skin include ceramides, sphingosines, sterols, phospholipids, palmitic acid and other fatty acids, and one or more of these can be used. Examples of similar components that make up the skin include ceramide derivatives, sphingosines, sterol derivatives, phospholipid derivatives, and fatty acid derivatives, and one or more of these can be used. Examples of coenzymes include ubiquinone, etc. Examples of coenzyme precursors include niacin derivatives, etc.

[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, mixing can also be performed while heating or sonication.

[0055] <Shine-inhibiting 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 shine caused by these oily components. In other words, the esterified product of component A and component B is 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.

[0056] Hereafter, an oily component whose shine is suppressed by the esterified product 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] As the polyhydric alcohol of component A, which is a raw material for the esterified product that serves as a shine inhibitor according to the present invention, dipentaerythritol is preferred because it provides a higher shine inhibitory effect. As 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, one or more selected from caprylic acid, pelargonic acid, and capric acid is preferred, one or more selected from caprylic acid and capric acid is more preferred, and caprylic acid is even more preferred. Furthermore, as the branched 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 is preferred, one or more selected from 2-ethylhexanoic acid and isononanoic acid is 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 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 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 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 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 mg KOH / 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 mg KOH / 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 mg KOH / 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 mg KOH / 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 mg KOH / 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 mg KOH / 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 mg KOH / 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 mg KOH / 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 mg KOH / 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 mg KOH / 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, 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) having a hydroxyl value of 110 mg KOH / g or less; more preferably, the esterified product is a mixture of dipentaerythritol (component A) and capric acid (component B) having a hydroxyl value of 90 mg KOH / g or less; even more preferably, the esterified product is a mixture of dipentaerythritol (component A) and capric acid (component B) having a hydroxyl value of less than 10 mg KOH / g; even more preferably, the esterified product is a mixture of dipentaerythritol (component A) and capric acid (component B) having a hydroxyl value of 3 mg KOH / g or less; and particularly preferably, the esterified product is a mixture of dipentaerythritol (component A) and capric acid (component B) having a hydroxyl value of 1 mg KOH / g or less.

[0071] One embodiment of the esterified product which 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 mg KOH / 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 mg KOH / 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 mg KOH / 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 mg KOH / 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 mg KOH / 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 Topical Composition> Next, the skin topical composition according to the present invention will be described. The skin topical 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] The stratum corneum retention-enhancing agent-containing composition contains the stratum corneum retention-enhancing agent according to the present invention, and by applying it to the skin, it can improve the retention of functional components in the stratum corneum. In particular, the stratum corneum retention-enhancing agent 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-enhancing agent in the stratum corneum for a long period of time together. For this reason, the stratum corneum retention-enhancing agent-containing composition is preferably 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. Such 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. Such other components can be appropriately selected and used from various additives that are permitted to be included in cosmetics, cleansers, topical pharmaceuticals, etc. Specifically, 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 a shine inhibitor, that is, if it contains the shine inhibitor 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 topical skin compositions according to the invention, a topical skin composition containing the shine inhibitor according to the present invention may be referred to as a "shine inhibitor-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, they 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 containing 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 shine-suppressing agent-containing composition may, if necessary, contain other components in addition to the shine-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 shine-suppressing effect of the esterified product. Various components commonly used in topical skin compositions can be incorporated. These other components can be appropriately selected from various additives permitted for inclusion in cosmetics, cleansers, topical pharmaceuticals, etc. Therefore, the above-mentioned functional components can also be incorporated into the shine-suppressing agent-containing composition, i.e., the topical skin composition containing the shine-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 emulsion, 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(caprylic / capric acid)propanediol, neopentyl glycol dicaprate, polyglyceryl-6 octacaprylate, caprylic / capric acid triglyceride, triethylhexanoin, butyl stearate, ethylhexyl palmitate, (caprylic (Capric Acid / Capric Acid) Coconut Alkyl, (Caprylic Acid / Capric Acid) Caprylyl, Octyldodecyl Myristate, Isopropyl Myristate, Isopropyl Lanolate, Hexyl Lanolate, Diisopropyl Adipate, Diisopropyl Sebacate, Isotridecyl Isononanoate, Isononyl Isononanoate, Polyglyceryl Decaisostearate, 2-Octyldodecanol, Diisostearyl Malate, Polyglyceryl Dipolyhydroxystearate Ceryl-2, Polyglyceryl-2 Triisostearate, Polyglyceryl-2 Diisostearate, Dipentaerythrityl Pentaisostearate, Dipentaerythrityl Hexa(Caprylate / Caprate), Ditrimethylolpropane Tetracaprylate, Triglyceryl (Caprylate / Caprate / Succinate), Dipentaerythrityl Tetraisostearate, Pentaerythrityl Tetraisostearate, Trimethylol Triisostearate Propane, Hexa(hydroxystearate / stearate / rosinate)dipentaerythrityl, Cholesteryl hydroxystearate, Phytosteryl macadamiate, Bis(behenyl / isostearyl / phytosteryl) dimer dilinoleyl dimer dilinoleate, Di(phytosteryl / octyldodecyl / behenyl) lauroyl glutamate, Glyceryl (ethylhexanoate / stearate / adipate), 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), Octyldodecyl Lauroyl Glutamate Examples include sterol derivatives such as phytosteryl / behenyl, phytosteryl / octyldodecyl lauroyl glutamate, diisostearyl / phytosteryl dimer dilinoleate, bis(behenyl / isostearyl / phytosteryl) dimer dilinoleyl dimer dilinoleate, phytosteryl / isostearyl / cetyl / stearyl / behenyl dimer dilinoleate, macadamia nut fatty acid cholesteryl, cholesteryl nonanoate, cholesteryl oleate, dihydrocholesteryl oleate, cholesteryl stearate, cholesteryl hydroxystearate, cholesteryl butyrate, dihydrocholesteryl butyrate, cholesteryl pullulan hexyldicarbamate, cholesteryl 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 such as 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, alkylalkanolamides, 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 types.

[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.

[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, fuzzy 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 chelating 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 chelating 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; organic powders consisting of polyamide, polyester, polypropylene, polystyrene, polyurethane, nylon, silicone resin, vinyl resin, urea resin, phenolic resin, silicon resin, acrylic resin, melamine resin, epoxy resin, polycarbonate resin, divinylbenzene-styrene copolymer, silk powder, cellulose, Nε-lauroyl-L-lysine, long-chain alkyl phosphate metal salts, N-monolong-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 monoglycerin 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, rose extract, yarrow extract, and sweet clover 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 effect of improving the stratum corneum retention of the functional components by the 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 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 the stratum corneum retention improving agent-containing composition can be appropriately determined within the range of 0.001 to 99.9% by mass of the total mass of the stratum corneum retention improving agent-containing composition. Furthermore, the content of functional components 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 may be any amount sufficient to exert the shine-inhibiting effect of 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 composition containing the shine inhibitor can be appropriately determined considering other components, the type of composition containing the shine inhibitor, 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). For example, the amount of the shine inhibitor according to the present invention in the composition containing the shine inhibitor can be appropriately determined within the range of 0.001 to 50% by mass of the total mass of the composition containing the shine inhibitor. In addition, the amount of the oily component T in the composition containing the shine inhibitor can be appropriately determined within the range of 1 to 50% by mass of the total mass of the composition containing the shine inhibitor. In the gloss-suppressing agent-containing composition, the content ratio of the gloss-suppressing agent according to the present invention to the oily component T ([content of gloss-suppressing agent]:[content of oily component T]) 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 a fine particle state), cloudy (e.g., dispersed or emulsified), or two-layer separated (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 conventionally 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 cm in one application area. 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 subject. It can be used continuously, but applications ranging from one day to several months, for example, from one day to six months, are exemplified. 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 non-application days.

[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] <Measurement of Viscosity> 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] <Measurement of 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] [Production Example 1] Production of Esterified Products 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. The 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 first charged into 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 completed, excess acid was removed to obtain 175 g of the target esterified product. The acid value of the obtained esterified product was 0.1 mg KOH / g, and the hydroxyl value was 0.8 mg KOH / g.

[0128] [Production Example 2] Production of Esterified Products Dipentaerythritol and 2-ethylhexanoic acid were used as reaction materials to carry out an esterification reaction to produce an esterified product. 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, and the esterification reaction was carried out for about 30 hours while removing the water produced from the system. After the reaction was completed, excess acid was removed to obtain 480 g of the target esterified product. The acid value of the obtained esterified product was 0.1 mg KOH / g and the hydroxyl value was 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. In addition, for comparison, the following eight oil components (oil components 2 to 8) were examined for their feel, shine, penetration into the stratum corneum, and retention.

[0130]

[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 a temperature of 23±2°C 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 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 feel. The results are shown in Tables 2 and 3.

[0134] Evaluation criteria for feel during application: A: Smooth feel with no squeaking sensation. B: Slight squeaking sensation. C: Squeaking sensation.

[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 detected on the skin. B: A small amount of oily components were detected on the skin. C: Oily components were detected on the skin.

[0137] <Evaluation of Shine by Visual Observation> In the evaluation of shine, 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 direction approximately 30 cm away (the angle of the application line was approximately 60°), 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] Shine evaluation criteria A: No shine observed. B: Slight shine observed. C: Shine observed. D: Slight, greasy shine observed.

[0139] <Evaluation of glossiness using a gloss meter> Glossiness was measured using a gloss meter (GM-268A, Konica Minolta Corporation) to evaluate glossiness. After washing the forearm with soap, the sample (14 μL) was applied to the measurement area (2.5 cm square). Thirty minutes after sample application, the glossiness at 60° was measured with the gloss meter. Based on the difference in glossiness (ΔGU) obtained by subtracting the glossiness before sample application, glossiness was 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 gloss-suppressing effect. The results are shown in Tables 2 and 3.

[0140] Shine evaluation criteria A: ΔGU was less than 0.5. B: ΔGU was 0.5 or more and less than 1.0. C: ΔGU was 1.0 or more and less than 2.0. D: ΔGU was 2.0 or more.

[0141] <Evaluation of stratum corneum retention by imaging mass spectrometry> After visual observation, 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 flexX", 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 stored in the stratum corneum, the greater the number of adhesive tapes on which the sample was detected. The samples were evaluated based on the number of adhesive tapes detected, according to the following criteria. Samples that received an A rating according to 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: Five pieces of adhesive tape were detected in the sample, the signal intensity was high, and the signal was observed throughout the entire observation area. B: Five pieces of adhesive tape were detected in the sample, but the signal intensity was weak, and the signal was observed only in a part of the observation area. C: Only about one piece of adhesive tape was detected in the sample.

[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]

[0145]

[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 evaluated as 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 evaluated as 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 to 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 to 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 a mixture of the esterified product obtained in Production Example 1 (oil component 1: esterified product of dipentaerythritol, caprylic acid, and capric acid) and the oil components 2 to 8 listed in Table 1 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]

[0150]

[0151] As can be seen from the results in Tables 2 to 5, in Comparative Examples 2 to 7, when only the oily components were used, the glossiness appearance evaluation was C or D. However, when mixed with oily component 1 (an ester of dipentaerythritol and caprylic and capric acid), the glossiness appearance evaluation improved to B. Similarly, in Comparative Example 6, when only the oily components were used, the glossiness evaluation was C, 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), the esterified product obtained in Production Example 2 (oil component 9: esterified product of dipentaerythritol with 2-ethylhexanoic acid), and various functional components was investigated (Examples 10-28).

[0153]

[0154]

[0155]

[0156]

[0157]

[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 and were found to be compatible. 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 applied 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]

[0161] As shown in Table 11, when oily component 1 (an ester of dipentaerythritol and 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, while 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 the functional components, not the signals of the oily components.

[0162] [Example 31] Cleansing Oil As one embodiment of the external 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. Cleansing oils of these formulations can be produced by heating and dissolving components 1 to 18, mixing them uniformly, cooling the resulting mixture to 30°C or below, and then adding component 19 and mixing it uniformly. If component 18 is a component that is easily degraded by heating, component 18 is not heated and dissolved, but added together with component 19.

[0163]

[0164] [Example 32] Cleansing Oil As one embodiment of the external 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. Cleansing oils of these formulations can be produced by heating and dissolving components 1 to 17, mixing them uniformly, cooling the resulting mixture to 30°C or below, and then adding component 18 and mixing it uniformly. If component 17 is a component that is easily degraded by heating, component 17 is not heated and dissolved, but added together with component 18.

[0165]

[0166] [Example 33] Cleansing Oil As one embodiment of the external 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. Cleansing oils of these formulations can be produced by heating and dissolving components 1 to 15, mixing them uniformly, cooling the resulting mixture to 30°C or below, and then adding component 16 and mixing it uniformly. If component 15 is a component that is easily degraded by heating, component 15 is not heated and dissolved, but added together with component 16.

[0167]

[0168] [Example 34] Cleansing Cream As one embodiment of the external 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. Cleansing creams of these formulations can be produced by first preparing a mixture A obtained by heating and dissolving components 1 to 19 and mixing them uniformly, and a mixture B obtained by heating and mixing components 20 to 26 uniformly, then adding mixture B to mixture A at 80°C and emulsifying, cooling to 30°C or below, and then adding component 27 and mixing it uniformly. If component 19 is a component that is easily degraded by heating, component 19 is not heated and dissolved, but added together with component 27.

[0169]

[0170] [Example 35] Cleansing Milk As one embodiment of the external 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. Cleansing milks of these formulations can be produced by first preparing a mixture A obtained by heating and dissolving components 1 to 16 and mixing them uniformly, and a mixture B obtained by heating and mixing components 17 to 22 uniformly, then adding mixture B to mixture A at 80°C and emulsifying, cooling to 30°C or below, and then adding component 23 and mixing it uniformly. If component 16 is a component that is easily degraded by heating, component 16 is not heated and dissolved, but added together with component 23.

[0171]

[0172] [Example 36] Ointment Base As one embodiment of the topical skin composition according to the present invention, an example of an ointment base formulation 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 improving agent or shine suppressing agent. The ointment bases of these formulations can be produced by heating and mixing components 1 to 17 until uniformly dissolved, and then cooling to 30°C or below.

[0173]

[0174] [Example 37] Cosmetic Oil As one embodiment of the external 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. Cosmetic oils of these formulations can be produced by dissolving components 1 to 20 and mixing them uniformly. However, if component 17 does not mix uniformly at room temperature, components 1 to 17 should be heated to 80°C or higher to dissolve uniformly, then cooled to 30°C or lower, and then components 17 to 20 should be added.

[0175]

[0176] [Example 38] Oil-in-Water Emulsified Moisturizing Cream As one embodiment of the external 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 improver or shine inhibitor is shown. These formulations of oil-in-water emulsion moisturizing creams can be produced by first preparing a mixture A obtained by heating and dissolving components 1 to 20 and mixing them uniformly, and a mixture B obtained by heating and mixing components 21 to 26 uniformly, then adding mixture B to mixture A at 80°C to emulsify, cooling to 30°C or below, and then adding component 27 and mixing it 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]

[0178] [Example 39] Oil-in-Water Emulsified Hand Cream As one embodiment of the external 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 formulations of oil-in-water emulsion hand creams can be produced by first preparing a mixture A obtained by heating and dissolving components 1 to 19 and mixing them uniformly, and a mixture B obtained by heating and mixing components 20 to 24 uniformly, then adding mixture B to mixture A at 80°C and emulsifying, cooling to 30°C or below, and then adding component 25 and mixing it uniformly. If component 19 is a component that is easily degraded by heating, component 19 is not heated and dissolved, but added together with component 25.

[0179]

[0180] [Example 40] Multilayer Water-in-Oil Emulsified Sunscreen As one embodiment of the skin external 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 (oil component 1: esterified product of dipentaerythritol, caprylic acid, and capric acid) as a stratum corneum retention improver or shine inhibitor is shown. These multilayer water-in-oil emulsion sunscreens can be manufactured by preparing a mixture A by uniformly mixing components 1 to 21 and a mixture B by uniformly mixing components 22 to 27, then adding mixture B to mixture A and emulsifying, and filling the resulting emulsion into a resin bottle with a stainless steel ball. If component 21 does not mix uniformly at room temperature, components 1 to 21 can be heated to 80°C or higher to dissolve uniformly, and then cooled to 30°C or lower to obtain mixture A.

[0181]

[0182] [Example 41] Creamy Oil-in-Water Sunscreen As one embodiment of the external skin composition according to the present invention, a formulation example of a creamy 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 formulations of creamy oil-in-water sunscreens can be produced by first preparing a mixture A obtained by heating components 1 to 21 to 70°C and mixing them uniformly, and a mixture B obtained by heating components 22 to 26 to 70°C and mixing them uniformly, then adding mixture B to mixture A and emulsifying it, cooling the resulting emulsion to room temperature, and then adding and mixing component 27. 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]

[0184] [Example 42] Water-in-Oil Sunscreen As one embodiment of the external skin composition according to the present invention, a formulation example of a water-in-oil 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 water-in-oil sunscreen formulations can be produced by preparing a mixture A obtained by uniformly mixing components 1 to 17 at room temperature, and a mixture B obtained by uniformly mixing components 18 to 23 at room temperature, and then adding mixture B to mixture A and emulsifying it. If component 17 is a component that does not mix uniformly at room temperature, components 1 to 17 are heated to 80°C or higher to dissolve uniformly, and then cooled to 30°C to obtain mixture A.

[0185]

[0186] [Example 43] Stick-type oily concealer As one embodiment of the external 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 improving agent or shine suppressing agent is shown. These formulations of stick-type oily concealers can be manufactured by heating components 1 to 12 and 18 to 25 to 70°C and uniformly mixing them to prepare mixture A, then adding components 13 to 17 and 26 and uniformly mixing them to prepare mixture B. Mixture B is heated and dissolved again, degassed, and the resulting processed product is filled into a stick container and cooled to room temperature.

[0187]

[0188] [Example 44] Water-in-Oil Foundation As one embodiment of the skin external 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 inhibitor. The water-in-oil foundations of these formulations can be produced by heating and mixing components 1 to 11 and 21 to 28, then cooling to 40°C, adding components 12 to 20 and 35, and dispersing them in a homomixer to prepare dispersion A. Mixture B, in which components 29 to 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 to 11 and 21 to 28.

[0189]

[0190] [Example 45] Water-in-Oil Hand Cream As one embodiment of the external skin composition according to the present invention, an example of a water-in-oil hand cream 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 hand cream formulations are prepared by mixing components 1 to 16 and 18, then adding component 17 and dispersing it in a disperser mixer to prepare dispersion A. Dispersion A can be produced by adding a mixture B, in which components 19 to 25 are uniformly mixed, and emulsifying it. If component 18 does not mix uniformly at room temperature, components 1 to 16 and 18 are heated and mixed, then cooled, component 17 is added, and the mixture is dispersed in a disperser mixer to obtain dispersion A.

[0191]

[0192] [Example 46] Water-in-oil eyeshadow As one embodiment of the skin external 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. These water-in-oil eyeshadow formulations are prepared by mixing components 1 to 18, then adding component 19 and dispersing it in a disperser mixer to prepare dispersion A. Dispersion A can be produced by adding mixture B, in which components 20 to 23 are uniformly mixed, and emulsifying it. If component 18 does not mix uniformly at room temperature, components 1 to 18 are heated and mixed, then cooled, component 19 is added, and the mixture is dispersed in a disperser mixer to obtain dispersion A.

[0193]

[0194] [Example 47] Water-in-oil Mascara As one embodiment of the external skin composition according to the present invention, an example of a water-in-oil mascara 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 mascaras can be produced by preparing a mixture A, which is a uniform mixture of components 1 to 18, and a mixture B, which is a uniform mixture of components 19 to 24, and then adding mixture B to mixture A and emulsifying. If component 18 does not mix uniformly at room temperature, components 1 to 18 may be heated and mixed, and then cooled to obtain mixture A.

[0195]

[0196] [Example 48] Solid Powder Foundation As one embodiment of the external skin composition according to the present invention, a formulation example of a solid powder 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. These formulations of solid powder foundation can be manufactured by preparing a mixture A obtained by heating components 1 to 11 and 19 to 24 to 50°C and mixing them, and a dispersion B obtained by mixing and dispersing components 12 to 18, adding mixture A to dispersion B and mixing, then pulverizing the resulting mixture and compressing it into a dish. If component 23 does not mix uniformly at 50°C, components 1 to 11 and 19 to 24 are heated and mixed at 80°C, and then cooled to obtain mixture A.

[0197]

[0198] [Example 49] Solid Powder Face Powder As one embodiment of the skin external 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 improving agent or shine suppressing agent is shown. The solid powder face powder of these formulations can be produced by preparing a mixture A by mixing components 1 to 11 and 16 to 21, and a dispersion B by mixing and dispersing components 12 to 15, adding mixture A to dispersion B and mixing uniformly, then pulverizing the resulting mixture and compressing it into a dish. If component 20 is not uniformly mixed, components 1 to 11 and 16 to 21 are heated and mixed at 80°C, and then cooled to obtain mixture A.

[0199]

[0200] [Example 50] Solid Powder Cake Foundation (Water-Based) As one embodiment of the skin external composition according to the present invention, a formulation example of a solid powder cake foundation (water-based) 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 improver or shine inhibitor is shown. These solid powder cake foundations can be manufactured by preparing a mixture A obtained by heating and mixing components 1 to 11, 20 to 23, 25, and 26 at 50°C, and a dispersion B obtained by mixing and dispersing components 12 to 19 and 24, adding mixture A to dispersion B and mixing uniformly, then pulverizing the resulting mixture and compressing it into a dish. If component 25 is not uniformly mixed, components 1 to 11, 20 to 23, 25, and 26 are heated and mixed at 80°C, and then cooled to obtain mixture A.

[0201]

[0202] [Example 51] Powdered blush As one embodiment of the external 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 improving agent or shine suppressing agent is shown. These formulations of powdered blush can be manufactured by preparing a mixture A obtained by uniformly mixing components 1 to 13 and a dispersion B obtained by mixing and dispersing components 14 to 19, adding mixture A to dispersion B and mixing uniformly, then pulverizing the resulting mixture and filling it into a container. If component 13 does not dissolve at room temperature, components 1 to 13 are heated and mixed at 80°C, and then cooled to room temperature to obtain mixture A.

[0203]

[0204] [Example 52] Powdered Eye Color As one embodiment of the external 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 improving agent or shine suppressing agent is shown. These formulations of powdered eye color can be manufactured by preparing a mixture A obtained by uniformly mixing components 1 to 12 and a dispersion B obtained by mixing and dispersing components 13 to 18, adding mixture A to dispersion B and mixing uniformly, then pulverizing the resulting mixture and filling it into a container. If 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 obtain mixture A.

[0205]

[0206] [Example 53] Hair Cream As one embodiment of the external skin composition according to the present invention, a hair 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 improving agent or shine suppressing agent. Hair creams of these formulations can be produced by preparing a mixture A obtained by mixing components 1 to 19 and mixing and dissolving them while heating to 80°C, and a mixture B obtained by uniformly mixing and dissolving components 20 to 22 and 24 while heating to 80°C, adding mixture A to mixture B and emulsifying it, then cooling the resulting emulsion to 30°C or below, and then adding component 23 and mixing it uniformly.

[0207]

[0208] [Example 54] Hair Conditioner As one embodiment of the external skin composition according to the present invention, a hair conditioner 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 improving agent or shine suppressing agent. Hair conditioners of these formulations can be produced by preparing a mixture A obtained by mixing components 1 to 16 and mixing and dissolving them while heating to 80°C, and a mixture B obtained by uniformly mixing and dissolving components 17 to 21 and 23 while heating to 80°C, adding mixture A to mixture B at 80°C and emulsifying, then cooling the resulting emulsion to 30°C or below, and then adding component 22 and mixing uniformly.

[0209]

[0210] [Example 55] Lotion As one embodiment of the external skin composition according to the present invention, an example of a lotion formulation 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 improving agent or shine suppressing agent. These lotions can be produced by preparing a mixture A obtained by mixing and dissolving components 1 to 14 and a mixture B obtained by uniformly mixing and dissolving components 15 to 20, adding mixture A to mixture B while stirring, and filling into a container.

[0211]

[0212] [Example 56] Beauty Serum As one embodiment of the external 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 improving agent or shine suppressing agent is shown. These beauty serum formulations can be produced by preparing a mixture A by mixing components 1 to 14 and mixing and dissolving them while heating to 80°C, and a mixture B by mixing and dissolving components 15 to 20 and 23 while heating to 80°C, adding mixture A to mixture B while stirring at 80°C, then cooling to 30°C or below, and adding components 21 and 22 to the resulting cooled product while mixing.

[0213]

[0214] [Example 57] Shampoo As one embodiment of the external skin composition according to the present invention, a shampoo 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 improving agent or shine suppressing agent. These shampoo formulations can be produced by uniformly mixing components 1 to 20. If component 17 does not dissolve at room temperature, mix while appropriately heating.

[0215]

[0216] [Example 58] Body soap As one embodiment of the external skin composition according to the present invention, a formulation example of a body soap 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. These body soap formulations can be produced by uniformly mixing components 1 to 21. If component 18 does not dissolve at room temperature, mix while appropriately heating.

[0217]

[0218] [Example 59] Facial Cleansing Cream As one embodiment of the external skin composition according to the present invention, a formulation example of a facial cleansing 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. As the highly polymerized dimethylpolysiloxane, the product "KF-96H-6000cs" manufactured by Shin-Etsu Chemical Co., Ltd. can be used. Facial cleansing creams of these formulations can be manufactured by preparing a mixture A obtained by mixing and dissolving components 1 to 18 while heating to 70°C, and a mixture B obtained by mixing and dissolving components 19 to 21 and 23 while heating to 70°C, gradually adding mixture A to mixture B while stirring at 70°C, and after the saponification reaction is completed, cooling to 30°C or below while stirring, and adding component 22 to the resulting cooled product while mixing.

[0219]

[0220] [Example 60] Gel-type facial cleanser As one embodiment of the external 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 improving agent or shine suppressing agent is shown. These gel-type facial cleansers can be produced by preparing a mixture A by uniformly mixing components 13 to 20 and a mixture B by uniformly mixing components 1 to 12, and then adding mixture B to mixture A and mixing uniformly. If component 12 does not dissolve, mix B can be prepared by heating as appropriate while mixing.

[0221]

[0222] [Example 61] Paste-type peel-off pack As one embodiment of the external 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 improver 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 produced by preparing a mixture A by uniformly mixing components 1 to 14 and a mixture B by uniformly mixing components 15 to 18 and 21, adding mixture B to mixture A, heating and stirring at 50°C, and then adding components 19 and 20 after cooling. If component 12 does not dissolve, mix while appropriately heating to prepare mixture A.

[0223]

[0224] [Example 62] Cream Pack As one embodiment of the external skin composition according to the present invention, an example of a cream pack formulation 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 Kuraray's product "Kuraray Poval PVA217" can be used as polyvinyl alcohol. These cream pack formulations can be manufactured by preparing a mixture A obtained by mixing and dissolving components 1 to 17 while heating to 80°C, and a mixture B obtained by mixing and dissolving components 18 to 22 and 24 while heating to 80°C, adding mixture B to mixture A at 80°C and emulsifying, cooling the resulting emulsion to 30°C or below, and then adding component 23 and mixing uniformly.

[0225]

[0226] [Example 63] Sheet-type pack (liquid portion) As one embodiment of the external skin composition according to the present invention, a formulation example of a sheet-type 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 monooleate-10, and "Saracos DG-180", a product of Nisshin Oillio Group, can be used as polyglyceryl monooleate-2. For the sheet-type pack (liquid portion) of these formulations, a mixture A is prepared by mixing and dissolving components 1 to 14 while heating, and a mixture B is prepared by mixing and dissolving components 15 to 19 and 21 while heating. Mixture A is added to mixture B at 80°C and emulsified, and after the resulting emulsion is cooled, component 20 is added and mixed. The resulting mixture can be manufactured by impregnating a nonwoven fabric with the liquid portion.

[0227]

[0228] [Example 64], [Comparative Example 10] Emulsion As one embodiment of the external skin composition according to the present invention, an 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 improving agent or shine suppressing agent, and an emulsion not containing the esterified product were manufactured according to the following formulations. The tocopherol and ubiquinone contained in the formulation are functional ingredients. As glyceryl stearate, "LASEMUL92AE" manufactured by Industrial Quimica Lasems, S.A. was used, as PEG-100 stearate, "LASEMUL4000" manufactured by Industrial Quimica Lasems, S.A. was used, and as carbomer, "Carbopol 980" manufactured by Nikko Chemicals was used. The emulsion was prepared by adding mixture A, which was obtained by heating and dissolving components 1 to 5 and mixing them uniformly, to mixture B, which was obtained by heating and mixing components 6 to 11, at 80°C to emulsify, and then cooling to below 30°C. Components 12 to 13 were then added to the cooled emulsion.

[0229]

[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 external skin composition according to the present invention, a cleansing 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, and a cleansing cream not containing the esterified product 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 to 8 and mixing them uniformly, and mixture B, which is obtained by heating and mixing ingredients 9 to 14 uniformly. Then, at 80°C, mixture B was added to mixture A and emulsified, and after cooling to below 30°C, ingredients 15 to 16 were added and mixed uniformly.

[0232]

[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 0.5 g) 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 Makeup Blending) Makeup blending was judged by how quickly the cleansing cream being evaluated mixed with makeup. A: Good makeup blending (mixes with makeup quickly). B: Poor makeup blending (mixes with makeup slowly).

[0235] (Evaluation Criteria for Makeup Removal) Makeup removal was judged based on whether the cleansing cream being evaluated could adequately remove the makeup. A: Good makeup removal. B: Poor makeup removal.

[0236] (Shine after tissue blotting): Shine after tissue blotting was evaluated by visual observation in the same manner as in Test Example 1's <Evaluation of Shine by Visual Observation>, by viewing the skin surface from an oblique angle (angle of approximately 60° between the application area and the line of sight) at a distance of approximately 30 cm to determine whether excessive shine derived from oil 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. 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.

[0238] [Example 66], [Comparative Example 12] Hair Oil As one embodiment of the external skin composition according to the present invention, a hair 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, and a hair oil not containing the esterified product were manufactured using the following formulations. The tocopherol used in the formulation is a functional ingredient. Nisshin Oillio Group's product "Cosmol 525" was used as neopentyl glycol diethylhexanoate, Nisshin Oillio Group's product "Saracos 913" as isotridecyl isononanoate, and Nisshin Oillio Group's product "Cosmol 168EV" as tetra(hydroxystearic acid / isostearate)dipentaerythrityl. The hair oils of these formulations were manufactured by stirring and mixing all components except component 5 at a heated state of 80°C, then cooling to room temperature, and then adding component 5 and stirring and mixing until homogenized.

[0239]

[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 gloss) After drying, the surface of the hair 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 direction about 30 cm away (angle between the applied area and the line of sight about 60°).

[0242] (Slippery feeling) The slippery feeling was evaluated by whether excessive slipperiness remained on the fingers or hair surface from immediately after application to after drying. A: Smooth and not slippery. B: Slippery feeling remained.

[0243] (Smoothness) 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, with minimal snagging. A: Very smooth with no snagging. B: Stiff and poor manageability.

[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 external skin composition according to the present invention, a 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, and a liquid foundation without the esterified product 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 was used. As polyhydroxystearic acid, we used "Saracos HS-6C," a product of Nisshin Oillio Group, as polyhydroxystearic acid; as dipentaerythrityl tripolyhydroxystearate, we used "Saracos WO-6," a product of Nisshin Oillio Group, as dipentaerythrityl tripolyhydroxystearate; as sorbitan sesquiisostearate, we used "Cosmol 182V," a product of Nisshin Oillio Group, as dimethicone; as dimethicone, we used "Dimethicone 6cs"; and as tri(behenate / isostearate / eicosanedioic acid)glyceryl, we used "Nomucoat SG," a product of Nisshin Oillio Group. These liquid foundation formulations were manufactured by first preparing mixture A, which is obtained by heating and mixing components 1 to 10 and then cooling and dispersing it at 40°C; and second, preparing mixture B, which is obtained by adding components 11 to 13 to a portion of mixture A and then pasteuring it using a homomixer and a bead mill; then, after dispersing mixture A and mixture B using a homomixer to prepare a homogeneous dispersion C, a mixture D, which is obtained by uniformly mixing components 14 to 20, is added to dispersion C and emulsified.

[0246]

[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 0.1 g / 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 30 cm 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 external skin composition according to the present invention, a conditioner 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, and a conditioner not containing the esterified product were manufactured using the following formulations. The tocopherol used in the formulation is a functional ingredient. These conditioners were manufactured by preparing a mixture A obtained by heating and mixing components 1 to 2 at 80°C, and a mixture B obtained by uniformly heating and mixing components 3 to 9 at 80°C, adding mixture A to mixture B at 80°C to emulsify, cooling the resulting emulsion to 30°C or below, and then adding components 10 to 11 and mixing uniformly.

[0250]

[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) Spread of hair strands was judged by whether the hair strands remained together and did not spread out after drying. A: The hair strands remained together and did not spread out. B: Spreading of hair strands was observed.

[0253] (Slippery feeling) The judgment was made by whether or not an excessive slipperiness remained on the surface of the hair immediately after rinsing. A: Immediately after rinsing, it felt smooth and there was no slipperiness. B: A slippery feeling remained and it was difficult to rinse 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, slipperiness, and smoothness. On the other hand, when the conditioner of Comparative Example 14 was evaluated, it received a B rating for hair bundle spread, slipperiness, and smoothness, and a D rating for shine.

[0255] [Example 69] Nail Oil As one embodiment of the external 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 in the formulation is a functional ingredient. Nail oils of these formulations can be produced by stirring and mixing all components except components 12, 20, and 21 at a heated temperature of 80°C, then cooling to room temperature, and adding components 12, 20, and 21 to the resulting mixture and stirring until homogenized.

[0256]

[0257] [Example 70] Nail Oil As one embodiment of the external 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. Nail oils of these formulations can be manufactured in the same manner as the nail oil of Example 69.

[0258]

[0259] [Example 71] Powdered Body Powder As one embodiment of the external 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 improving agent or shine suppressing agent is shown. These formulations of powdered body powder can be manufactured by uniformly mixing and dispersing components 13 to 16, adding components 1 to 12 to the resulting mixed 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, components 1 to 12 can be heated and mixed into the mixed dispersion, and then cooled.

[0260]

[0261] [Example 72] Hair Rinse (for washing off) As one embodiment of the external skin composition according to the present invention, a formulation example of a hair rinse (for washing off) 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. Hair rinses (for washing off) of these formulations 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, components 1 to 15 are heated and mixed, and then cooled. Mixture B, in which components 16 to 20 are uniformly mixed, is added to mixture A at 80°C and emulsified, and then component 21 is added and mixed.

[0262]

[0263] [Example 73] Cuticle Protection Gel As one embodiment of the external skin composition according to the present invention, a formulation example of a cuticle protection gel 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. Cuticle protection gels of these formulations can be manufactured by the following method. Mix components 1 to 16 uniformly to obtain mixture A. If component 12 does not mix uniformly at room temperature, heat and mix components 1 to 16, then cool. Mix and disperse mixture B, in which components 17 to 22 are uniformly mixed, into mixture A, then add component 23 to the resulting mixed dispersion and mix uniformly.

[0264]

[0265] [Example 74] Oil-in-Water Emulsion Mascara As one embodiment of the skin external 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 improver or shine inhibitor is shown. These oil-in-water emulsion mascaras can be manufactured by the following method. Components 1 to 19 are heated and dissolved, and components 20 to 22 are added and mixed uniformly to obtain mixture A. If component 12 deteriorates when heated, it is added at room temperature without heating and mixed uniformly. Mixture B, in which components 23 to 31 are uniformly mixed, is added to mixture A and emulsified, and then the resulting emulsion is filled into a container.

[0266]

[0267] [Example 75] Water-in-oil emulsion mascara As one embodiment of the skin external composition according to the present invention, an example of a water-in-oil emulsion mascara 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 improver or shine inhibitor. Water-in-oil emulsion mascaras of these formulations can be manufactured by the following method. Components 1 to 16 are heated and dissolved 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 17 to 22 are uniformly mixed, is added to mixture A and emulsified, and then the resulting emulsion is filled into a container.

[0268]

[0269] [Example 76] Oil-in-Water Emulsion Eyeliner As one embodiment of the external skin composition according to the present invention, an example of a formulation 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 to 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 to 24 are uniformly mixed, is added to mixture A and emulsified, and the resulting emulsion is filled into a container.

[0270]

[0271] [Example 77] Oil-in-Water Emulsion Eyeshadow As one embodiment of the skin external composition according to the present invention, an example of a formulation 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 improver or shine inhibitor is shown. These formulations of oil-in-water emulsion eyeshadow can be manufactured by the following method. After heating and dissolving components 1 to 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 to 27 are uniformly mixed, is added to mixture A and emulsified, and the resulting emulsion is filled into a container.

[0272]

[0273] [Example 78] Oil-in-Water Emulsified Eyebrow As one embodiment of the skin external composition according to the present invention, an example of an oil-in-water emulsion eyebrow formulation 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 improver or shine inhibitor is shown. These oil-in-water emulsion eyebrow formulations can be manufactured by the following method. After heating and dissolving components 1 to 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 to 24 are uniformly mixed, is added to mixture A and emulsified, and the resulting emulsion is filled into a container.

[0274]

[0275] [Example 79] Gel-type eye color As one embodiment of the external 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 improving agent or shine suppressing agent is shown. Gel-type eye colors of these formulations 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 and mix it, then cool it. Mixture B, in which components 19 to 22 are uniformly mixed and dissolved, is added to mixture A while stirring.

[0276]

[0277] [Example 80] Nail Polish As one embodiment of the external skin composition according to the present invention, a formulation example of a nail polish 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. Nail polishes of these formulations can be manufactured by the following method. Mix components 19 to 21, add components 1 to 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 to 18 to mixture A and mix uniformly, then add components 22 to 26 to the resulting mixture B and mix uniformly, then fill into a container.

[0278]

[0279] [Example 81] Topcoat As one embodiment of the skin external composition according to the present invention, a formulation example of a topcoat 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. These formulations of topcoats can be manufactured by the following method. After uniformly mixing components 1 to 12 and 17 to 19, components 13 to 16 are added to the resulting mixture and uniformly mixed. If component 12 does not mix uniformly at room temperature, it is heated and mixed, then cooled. The resulting mixture is filled into a container.

[0280]

[0281] [Example 82] Base Coat As one embodiment of the skin external composition according to the present invention, a base coat 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 improving agent or shine suppressing agent. These base coat formulations can be manufactured by the following method. After uniformly mixing components 1 to 12 and 16 to 18, components 13 to 15 are added to the resulting mixture and uniformly mixed. If component 12 does not mix uniformly at room temperature, it is heated and mixed, then cooled. The resulting mixture is filled into a container.

[0282]

[0283] [Example 83] Oily Solid Lip Cosmetic As one embodiment of the external 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 improving agent or shine suppressing agent is shown. Oily solid lip cosmetics of these formulations can be manufactured by the following method. Components 1 to 12 and 17 to 27 are heated to 90°C and mixed uniformly, then components 13 to 16 and 28 are added and mixed uniformly to obtain mixture A. If component 12 deteriorates upon heating, components 1 to 11 and 17 to 27 are heated to 90°C and mixed uniformly, then components 12 to 16 and 28 are added at room temperature and mixed uniformly. The obtained mixture A is heated again to dissolve, degassed, and then the resulting processed product is filled into a stick container and cooled to room temperature.

[0284]

[0285] [Example 84] Water-in-oil emulsion As one embodiment of the skin external composition according to the present invention, an example of a water-in-oil emulsion formulation 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. In addition, "Saracos WO-6" manufactured by Nisshin Oillio Group Co., Ltd. can be used as dipentaerythrityl tripolyhydroxystearate, "Saracos 913" manufactured by Nisshin Oillio Group Co., Ltd. can be used as isotridecyl isononanoate, "Cosmol 182V" manufactured by Nisshin Oillio Group Co., Ltd. can be used as polyglyceryl-2 diisostearate, and "Nomcoat AG" manufactured by Nisshin Oillio Group Co., Ltd. can be used as glycerin. Water-in-oil emulsions of these 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, add it at room temperature without heating and mix uniformly. Add mixture B, in which components 19-24 are heated and uniformly mixed, to the resulting mixture A and emulsify it, then cool the resulting emulsion to 30°C or below.

[0286]

[0287] [Example 85] Water-in-Oil Cream As one embodiment of the topical skin composition according to the present invention, an example of a water-in-oil cream 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. Nisshin Oillio Group's product "Saracos WO-6" can be used as dipentaerythrityl tripolyhydroxystearate, Nisshin Oillio Group's product "T.I.O" 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 19-23, is added to the obtained mixture A at 80°C and emulsified, and then the resulting emulsion is cooled to 30°C or below.

[0288]

[0289] [Example 86] BB Cream As one embodiment of the topical skin composition according to the present invention, a formulation example of a BB 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 improving agent or shine suppressing agent is shown. Furthermore, the following products can be used: Dipentaerythrityl tripolyhydroxystearate ("Saracos WO-6") manufactured by Nisshin Oillio Group; Triethylhexanoin ("T.I.O") manufactured by Nisshin Oillio Group; Ethylhexyl methoxycinnamate ("Nomucoat TAB") manufactured by Nisshin Oillio Group; Cetyl ethylhexanoate ("Saracos 816T") manufactured by Nisshin Oillio Group; Hydrogenated polydecene ("Nomucoat HP-30") manufactured by Nisshin Oillio Group; Polyhydroxystearic acid ("Saracos HS-6C") manufactured by Nisshin Oillio Group; Tocopherol ("Tocopherol 100") manufactured by Nisshin Oillio Group; and Longan seed extract ("AgeTect") manufactured by Katakura Co-op Agri Co., Ltd. Furthermore, the following products can be used: "Cosmeserve WP-UF(V)" manufactured by Dainippon Kasei Co., Ltd. and "TIPAQUECR-50" manufactured by Ishihara Sangyo Co., Ltd. as titanium dioxide; "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 components 1 to 36 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 dissolving components 37-40 and mixing them uniformly, is added to the obtained mixture A and emulsified, and then the resulting emulsion is cooled to 30°C or below.

[0290]

[0291] [Example 87] Oil-in-Water Liquid Foundation As one embodiment of the skin external composition according to the present invention, an example of a formulation 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 improver or shine inhibitor is shown. Nisshin Oillio Group's product "Saracos WO-6" can be used as dipentaerythrityl tripolyhydroxystearate, Nisshin Oillio Group's product "Cosmol 222" as diisostearyl malate, and Nisshin Oillio Group's product "Saracos P-8" as ethylhexyl palmitate. These oil-in-water liquid foundation formulations can be manufactured by the following method: Mixture A is obtained by heating components 1 to 21 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 dissolving components 22-26 and mixing them uniformly, is added to the obtained mixture A at 80°C and emulsified, and then the resulting emulsion is cooled to 30°C or below.

[0292]

[0293] [Example 88] Two-Layer Liquid Foundation As one embodiment of the external 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 isononyl isononanoate. Two-layer liquid foundations of these formulations can be manufactured by the following method. Components 1 to 17 are heated and mixed uniformly, then component 18 is added and dissolved, and then components 19 to 22 are added sequentially and dispersed, and then component 23 is added to obtain mixture A. Components 25 to 28, 31 to 35, and 37 to 39 are dissolved in component 24 to obtain mixture B. After mixing mixture A and mixture B, components 29 and 30 are dispersed in the obtained mixture and homogenized, and then components 32, 33, and 36 are added. If component 12 deteriorates when heated, do not heat it, but add it at room temperature simultaneously with components 32, 33, and 36 and mix them uniformly.

[0294]

[0295] [Example 89] Water-in-Oil Cream Foundation As one embodiment of the external skin composition according to the present invention, an example of a water-in-oil cream 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 improving agent or shine suppressing agent. In addition, "Saracos WO-6" manufactured by Nisshin Oillio Group Co., Ltd. can be used as dipentaerythrityl tripolyhydroxystearate, "Estemol N-01" manufactured by Nisshin Oillio Group Co., Ltd. can be used as neopentyl glycol dicaprate, "Nomucoat HP-30" and "Nomucoat HP-100" manufactured by Nisshin Oillio Group Co., Ltd. can be used as hydrogenated polydecene, and "Nomucoat TAB" manufactured by Nisshin Oillio Group Co., Ltd. can be used 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 to 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 to 34, is added to mixture A at 80°C, the resulting mixture is emulsified, and then cooled to below 30°C.

[0296]

[0297] [Example 90] Oil Foundation As one embodiment of the external 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. Nisshin Oillio Group's product "Cossmall 182V" can be used as sorbitan sesquiisostearate. These oil foundation formulations can be manufactured by the following method. All components are stirred and mixed thoroughly at a heated temperature of 90°C until completely homogenized. If component 12 deteriorates with heating, it is added at room temperature without heating and mixed uniformly. The resulting mixture is degassed under reduced pressure, poured into a metal dish, and cooled to below 20°C.

[0298]

[0299] [Example 91] Oil-in-Water Sunscreen As one embodiment of the skin external composition according to the present invention, an example of an oil-in-water 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. 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: Components 1 to 23 are heated and uniformly mixed to obtain mixture A. If component 12 deteriorates upon heating, add it at room temperature without heating and mix uniformly. Also, heat and dissolve components 24-32 and mix uniformly to obtain mixture B. At 80°C, add mixture B to mixture A and emulsify, then cool to below 30°C.

[0300]

[0301] [Example 92] Oil-in-Water Cleansing Milk As one embodiment of the external skin composition according to the present invention, an example of a formulation 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. In addition, the following products can be used: "T.I.O" 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, "Nomcoat 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 components 1-13 and 23-30 and mix them uniformly to obtain mixture A. If component 12 deteriorates upon heating, add it at room temperature without heating and mix it uniformly. Also, heat and dissolve components 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]

[0303] [Example 93] Cleansing Liquid As one embodiment of the external skin composition according to the present invention, a cleansing liquid 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 suppressant. Nisshin Oillio Group's product "Saracos 913" can be used as isotridecyl isononanoate. Cleansing liquids of these formulations can be manufactured by the following method. Mixture A is obtained by heating components 1 to 18 to 60°C and dissolving them. If component 12 deteriorates upon heating, it is added at room temperature without heating and mixed uniformly. Mixture B is obtained by heating components 19 to 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 to 25 are added and mixed uniformly.

[0304]

[0305] [Example 94] Cleansing Liquid As one embodiment of the external 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 suppressant. Note that the product "Saracos 816T" manufactured by Nisshin Oillio Group can be used as cetyl ethylhexanoate. Cleansing liquids of these formulations can be manufactured by the following method. Mixture A is obtained by heating components 1 to 15 to about 65°C and dissolving them. If component 12 deteriorates when heated, it is added at room temperature without heating and mixed uniformly. Mixture B is obtained by heating components 16 to 18 to about 65°C and dissolving them. After adding mixture B to mixture A, it is cooled to around room temperature while stirring.

[0306]

[0307] [Example 95] Cleansing Gel As one embodiment of the external skin composition according to the present invention, a cleansing 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 suppressant. 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, "T.I.O" 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. Cleansing gels of these formulations can be manufactured by the following method. Mixture A is obtained by uniformly mixing components 1 to 17. If component 12 does not mix uniformly at room temperature, heat and mix, then cool to room temperature. Furthermore, mixture B is obtained by dissolving components 18-22 and mixing them uniformly. Mixture B is added to mixture A and homogenized.

[0308]

[0309] [Example 96] Cleansing Sheet As one embodiment of the external skin composition according to the present invention, a formulation example of a cleansing sheet 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. Cleansing sheets of these formulations can be manufactured by the following method. After mixing components 24 to 26, components 1 to 16 are added and homogenized to obtain mixture A. If component 12 does not mix uniformly at room temperature, it is heated and mixed, then cooled to room temperature. Alternatively, components 18 to 23 are dissolved and dispersed in component 17, and mixture B is obtained by homogenizing at room temperature to 40°C. Mixture A is slowly added to mixture B and stirred to homogenize, then components 27 to 31 are added and mixed. The obtained mixture is defoamed and then filtered. A predetermined amount of filtrate is impregnated into a nonwoven fabric, and then filled into an aluminum-metallized laminate pouch or flip-top container and sealed.

[0310]

[0311] [Example 97] Makeup Remover As one embodiment of the external skin composition according to the present invention, a formulation example of a makeup remover 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. Nisshin Oillio Group's product "Saracos 913" can be used as isotridecyl isononanoate, and Nisshin Oillio Group's product "Saracos EH" can be used as ethylhexyl hydroxystearate. Makeup removers of these formulations can be manufactured by the following method: Mix components 1 to 15 uniformly to obtain mixture A. If component 12 does not mix uniformly at room temperature, heat and mix, then cool. Also, mix components 16 to 21 uniformly to obtain mixture B. Add mixture A to mixture B and homogenize.

[0312]

[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 improving agent or shine suppressing agent. These gel formulations can be manufactured by the following method. Mixture A is obtained by uniformly mixing components 1 to 16 at room temperature. If component 12 does not mix uniformly at room temperature, it is heated and mixed, then cooled. Alternatively, components 18 to 21 and 26 to 30 are dissolved in component 17, then component 22 is added to form a gel base, and components 23 to 25 are added sequentially to obtain mixture B. Mixture A is added to mixture B in small amounts to make a uniform gel.

[0314]

[0315] [Example 99] 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 improving agent or shine suppressing agent. Note that the product "Saracos 334" manufactured by Nisshin Oillio Group can be used as tri(caprylic acid / capric acid / myristic acid / stearic acid) glyceryl. These gel formulations can be manufactured by the following method. Mixture A is obtained by heating and mixing components 1 to 14 to make them uniform. If component 12 does not mix uniformly at room temperature, it is heated and mixed and then cooled. Mixture B is obtained by dissolving components 15 to 28. Mixture A is added to mixture B little by little to make a uniform gel.

[0316]

[0317] [Example 100] Lip Balm As one embodiment of the external skin composition according to the present invention, a lip balm 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 improving agent or shine suppressing agent. Note that Nisshin Oillio Group's product "Cossmall 222" can be used as diisostearyl malate. Lip balms of these formulations can be manufactured by heating and dissolving components 1 to 19 and mixing them uniformly. If component 12 deteriorates when heated, add it at room temperature without heating and mix it uniformly.

[0318]

[0319] [Example 101] Lip Gloss As one embodiment of the external 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 improving agent or shine suppressing agent. Nisshin Oillio Group's product "Saracos DP-518N" can be used as dipentaerythrityl pentaisostearate, Nisshin Oillio Group's product "Cosmol 222" as diisostearyl malate, Nisshin Oillio Group's product "Saracos 5418V" as pentaerythrityl tetraisostearate, and Nisshin Oillio Group's product "Nomcoat HK-G" as (behenic acid / eicosanedioic acid) glyceryl. Lip glosses of these formulations can be manufactured by heating and dissolving components 13-16 and mixing them uniformly, then adding components 1-12 at room temperature and mixing them uniformly. If component 12 does not mix uniformly at room temperature, heat and mix it, then cool it.

[0320]

[0321] [Example 102] Nail polish remover As one embodiment of the external skin composition according to the present invention, a formulation example of a nail polish remover 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. Nail polish removers of these formulations can be manufactured by the following method. Mix components 1 to 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 to 19 to homogenize it. After confirming that it is homogeneous, fill it into a container.

[0322]

[0323] [Example 103] Body Milk As one embodiment of the external 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 improving agent or shine suppressing agent is shown. Furthermore, the following products can be used: Tri(caprylic / capric / myristic / stearic acid) glyceryl as "Saracos 334" manufactured by Nisshin Oillio Group; Hydrogenated polydecene as "Nomucoat HP-30" manufactured by Nisshin Oillio Group; Triethylhexanoin as "T.I.O" manufactured by Nisshin Oillio Group; Cetyl ethylhexanoate as "Saracos 816T" manufactured by Nisshin Oillio Group; Tocopherol as "Tocopherol 100" manufactured by Nisshin Oillio Group; Carbopol 980 manufactured by Nikko Chemicals as a 1% by mass aqueous solution; Chitosan succinamide as "Moistfine Liquid" manufactured by Katakura Coop Agri; Xanthan gum as a 1% by mass aqueous solution of "Nomucoat Z" manufactured by Nisshin Oillio Group; and potassium hydroxide as a 1% by mass aqueous solution of potassium hydroxide. These body milk formulations can be manufactured by the following method: Heat ingredients 1 to 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. Heat ingredients 25 to 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]

[0325] [Example 104] Massage Gel As one embodiment of the external skin composition according to the present invention, a massage 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 improving agent or shine suppressing agent. In addition, the product "T.I.O" manufactured by Nisshin Oillio Group can be used as triethylhexanoin. Massage gels of these formulations can be manufactured by the following method. Mix components 1 to 14 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. Mix components 15 to 16 uniformly at room temperature to obtain mixture B. Add mixture B to mixture A little by little to make a uniform gel.

[0326]

[0327] [Example 105] Bath Oil As one embodiment of the external 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" manufactured by Nisshin Oillio Group Co., Ltd. can be used as polyglyceryl-10 oleate, and "Saracos DG-180" manufactured by Nisshin Oillio Group Co., Ltd. can be used as polyglyceryl-2 oleate. These bath oil formulations can be manufactured by stirring and mixing all components at room temperature. If component 12 does not mix uniformly at room temperature, heat and mix, then cool.

[0328]

[0329] According to the present invention, it is possible to provide a stratum corneum retention improving agent 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, and 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, and a topical skin composition containing the same.

Claims

1. A stratum corneum retention improving agent for improving the retention of functional ingredients in the stratum corneum, characterized in that it consists of an esterified product of component A and component B, the hydroxyl value of the esterified product is 0 to 160 mg KOH / g, and the functional ingredient is a substance compatible with the esterified product. Component A: Dipentaerythritol, erythritol, or sorbitan, a polyhydric alcohol. Component B: One or more fatty acids selected from saturated fatty acids having 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 stratum corneum retention improving agent according to claim 2, wherein 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, and the plant extract 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 stratum corneum retention improving agent according to claim 2, wherein the lipid-soluble components constituting the skin are one or more selected from ceramides, sphingosines, sterols, phospholipids, and fatty acids, and the similar components of the lipid-soluble components constituting the skin are one or more selected from ceramide derivatives, sphingosines, 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. The stratum corneum retention improving agent according to claim 11, wherein the amount of the functional component in the stratum corneum retention improving agent 13. A topical skin composition comprising a stratum corneum retention improving agent according to any one of claims 1 to 12, and a functional component, wherein the functional component is a substance compatible with the esterified product.

14. The topical skin composition according to claim 13, wherein the topical skin composition is a cosmetic, a cleanser, or a topical pharmaceutical.

15. A shine inhibitor for suppressing shine caused by oily components, comprising an esterified product of component A and component B, wherein the hydroxyl value of the esterified product is 0 to 160 mg KOH / g, and 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: dipentaerythritol, erythritol, or sorbitan, a polyhydric alcohol. Component B: one or more fatty acids selected from saturated fatty acids having 6 to 10 carbon atoms.

16. The shine 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 oily component.

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

1.

23. The shine inhibitor according to claim 22, 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 30:70 to 99:

1.

24. A topical skin composition comprising a shine inhibitor according to any one of claims 15 to 23 and a functional component, wherein the functional component is a substance compatible with the esterified product.

25. The topical skin composition according to claim 24, wherein the topical skin composition is a cosmetic, a cleanser, or a topical pharmaceutical.

26. A topical skin composition comprising a shine inhibitor according to any one of claims 15 to 23, and 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.

27. The topical skin composition according to claim 26, wherein the topical skin composition is a cosmetic, a cleanser, or a topical pharmaceutical.

28. 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 a functional component in the stratum corneum, wherein the functional component is a substance compatible with the esterified product. Component A: Dipentaerythritol, erythritol, or sorbitan, a polyhydric alcohol. Component B: One or more fatty acids selected from saturated fatty acids having 6 to 10 carbon atoms.

29. A method for using an esterified product of component A and component B having a hydroxyl value of 0 to 160 mg KOH / g, wherein the esterified product is included in the topical skin composition together with the functional component 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 having 6 to 10 carbon atoms.

30. Method of use 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: Dipentaerythritol, erythritol, or sorbitan, a polyhydric alcohol. Component B: One or more fatty acids selected from saturated fatty acids having 6 to 10 carbon atoms.

31. A method for using an esterified product of component A and component B having a hydroxyl value of 0 to 160 mg KOH / g, wherein the esterified product is included in the topical skin composition together with the oily component 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.

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