Composition

By adding specific fragrance ingredients to stearyl glycyrrhizate, the problem of discomfort and odor during use is solved, and good fragrance masking and harmony effect is achieved, maintaining its anti-inflammatory and whitening effects.

CN120379639APending Publication Date: 2025-07-25KOSE CORPORATION
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Patent Information

Application Number
CN202380087300.5
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Priority Date
2022-12-21
Filing Date
2023-12-19
Publication Date
2025-07-25

AI Technical Summary

Technical Problem

Stearate glycyrrhizate is prone to discomfort and odor during use, and the prior art has failed to effectively solve this problem.

Method used

By adding specific fragrance ingredients such as linalool, farnesol, eucopherol, etc. to the glycyrrhizate, the risk of odorization is adjusted to form a composition to mask and harmonize the uncomfortable odor.

Benefits of technology

Effectively mask and harmonize the discomfort odor of stearyl glycyrrhizate, maintain its anti-inflammatory, anti-allergic and whitening effects, while improving the user experience.

✦ Generated by Eureka AI based on patent content.

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Abstract

The present invention addresses the problem of providing a composition capable of improving the odor of stearyl glycyrrhetinate. A composition for solving the problem of the present invention is characterized by containing the following component (A) and component (B): (A) stearyl glycyrrhetinate; (B) is selected from the group consisting of linalool, farnesol, anise alcohol, eugenol, citronellol, geraniol, linalyl acetate, alpha-terpineol, geranyl acetate, alpha-pinene, 1-hexenol (Hexen-1-ol), cedryl acetate, Iso E Super, sandalwood 210 (Sandalore), ambroxan (Ambroxan), and gamma-terpinene (Gamma-terpinene), and is selected from the group consisting of linalool, farnesol, anise alcohol, eugenol, eugenol, citronellol, geraniol, geraniol, 1-hexenol, cedryl acetate, alpha-terpineol, geranyl acetate, alpha-pinene, 1-hexenol, cedryl acetate, the component (A) contains at least one component selected from the group consisting of a component A, a component B and a component C, the component B contains at least one component selected from the group consisting of patchouli alcohol, cedrol, ethyl vanillin and maltol, and the content mass ratio of the component (A) to the component (B) is (A): (B) = 1: 0.0005-1: 0.2.
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Description

Technical Field

[0001] The present technology relates to a composition containing stearyl glycyrrhetate, etc. Background Art

[0002] Stearyl glycyrrhetate, which is an oil-soluble medicament, is a derivative of glycyrrhetinic acid. The glycyrrhetinic acid is a ligand of glycyrrhizic acid that is abundantly contained in plants such as Glycyrrhiza Glabra of the Leguminosae family. It is known that stearyl glycyrrhetate has anti-inflammatory, anti-allergic, and whitening effects, etc., and furthermore has high human safety. Therefore, stearyl glycyrrhetate is used in various cosmetics and skin external preparations. For example, a technology of the following external cream (refer to Patent Document 1) is disclosed. The external cream contains a cream base, fucoidan, stearyl glycyrrhetate, and water, and the aforementioned fucoidan contains 0.2% by weight or more in terms of fucose.

[0003] Prior Art Documents

[0004] Patent Documents

[0005] Patent Document 1: Japanese Unexamined Patent Application Publication No. 2016-88859 Summary of the Invention

[0006] Problems to be Solved by the Invention

[0007] Conventionally, oil-soluble compounds such as oils have a unique oil odor, and there is a concern that they may become smelly over time. On the other hand, stearyl glycyrrhetate, which is an oil-soluble medicament, is known as a component that hardly emits an odor, and no study has been conducted on the risk of becoming smelly over time. Thus, the present inventors focused on the risk of stearyl glycyrrhetate becoming smelly and conducted in-depth research. As a result, it was found that stearyl glycyrrhetate becomes smelly over time, generating an unpleasant odor (unpleasant smell). This is an unknown new problem for stearyl glycyrrhetate, which has been considered to hardly emit an odor and have a small risk of emitting an odor. Furthermore, cosmetics or skin external preparations containing stearyl glycyrrhetate may also contain other oils. Therefore, there is an even greater concern about the smell change of stearyl glycyrrhetate and oils over time. However, regarding the smell change of stearyl glycyrrhetate, in fact, there is no sufficient understanding of which components are suitable for improving the smell change, etc.

[0008] The main object of the present invention is to provide a technology capable of improving the smell change of stearyl glycyrrhetate.

[0009] Means for Solving the Problems

[0010] The present inventors conducted multiple trial and error experiments on components capable of improving the smell change of stearyl glycyrrhetate. As a result, it was found that specific components in fragrance components have excellent masking effects on the smell change of stearyl glycyrrhetate and tuning effects with the smell change of stearyl glycyrrhetate, thereby completing the present invention.

[0011] That is, the present invention provides the following [1] to [7].

[0012] [1] A method for improving odor, which is a method for improving the odor of stinking glycyrrhetinic acid stearate, wherein at least one selected from linalool, farnesol, anisic alcohol, eugenol, citronellol, geraniol, linaly acetate, α-terpineol, geranyl acetate, α-pinene, 1-hexen-1-ol, cedryl acetate, iso ESuper, sandalore, ambroxan, γ-terpinene, ambrettolide, β-ionone, borneol, isobutylquinoline, citral, guaical, patchouli alcohol, cedrol, ethyl vanillin, and maltol is added to a composition containing glycyrrhetinic acid stearate.

[0013] [2]An odor deterioration improver, which is an odor deterioration improver for improving the odor deterioration of stearyl glycyrrhetinate, and contains at least one selected from linalool, farnesol, anisic alcohol, eugenol, citronellol, geraniol, linaly acetate, α-terpineol, geranyl acetate, α-pinene, 1-hexen-1-ol, cedryl acetate, iso E super, sandalore, ambroxan, γ-terpinene, ambrettolide, β-ionone, borneol, isobutyl quinoline, citral, guaical, patchouli alcohol, cedrol, ethylvanillin, and maltol as an active ingredient.

[0014] [3]A composition for improving the odor deterioration of stearyl glycyrrhetinate, which contains the following components (A) and (B):

[0015] (A) Stearyl glycyrrhetinate;

[0016] (B) selected from at least one of linalool, farnesol, anisic alcohol, eugenol, citronellol, geraniol, linalyacetate, α-terpineol, geranyl acetate, α-pinene, hexen-1-ol, cedryl acetate, Iso E Super, Sandalore, Ambroxan, γ-terpinene, ambrettolide, β-ionone, borneol, isobutylquinoline, citral, guaical, patchouli alcohol, cedrol, ethyl vanillin, and maltol,

[0017] The mass ratio of the foregoing component (A) to the foregoing component (B) is (A):(B) = 1:0.0005 to 1:0.2.

[0018] [4] A composition, comprising the following component (A) and component (B):

[0019] (A) Stearyl glycyrrhetate;

[0020] (B) is at least one selected from linalool, farnesol, anisic alcohol, eugenol, citronellol, geraniol, linalyacetate, α-terpineol, geranyl acetate, α-pinene, 1-hexen-1-ol, cedryl acetate, Iso E Super, Sandalore, Ambroxan, γ-terpinene, ambrettolide, β-ionone, borneol, isobutylquinoline, citral, guaical, patchouli alcohol, cedrol, ethyl vanillin, and maltol, and the mass ratio of the content of the foregoing component (A) to the foregoing component (B) is (A):(B) = 1:0.0005 to 1:0.2.

[0021] [5] The composition according to [4], wherein the foregoing component (B) is at least one selected from linalool, farnesol, anisic alcohol, eugenol, citronellol, linaly acetate, α-terpineol, α-pinene, 1-hexen-1-ol, cedryl acetate, Iso E Super, Sandalore, Ambroxan, γ-terpinene, ambrettolide, β-ionone, borneol, isobutyl quinoline, citral, guaical, patchouli alcohol, and cedrol.

[0022] [6]A cosmetic or a topical skin preparation, which contains the composition described in the aforementioned [4] or [5].

[0023] [7]The cosmetic or the topical skin preparation according to [6], wherein the aforementioned cosmetic or topical skin preparation contains at least an oil agent, and the content of the oil agent is 2 to 20% by mass.

[0024] Advantages of the Invention

[0025] The composition of the present invention can exert various skin effects of stearoyl glycyrrhetinate and improve the odor deterioration derived from stearoyl glycyrrhetinate. As the effects of improving the odor deterioration of stearoyl glycyrrhetinate, for example, a masking effect, a tuning effect, a lasting effect, etc. can be cited, and these effects of the present invention are excellent. It should be noted that the effects described here are not limited and can be any effects described in this specification. Detailed Embodiments

[0026] Hereinafter, suitable embodiments for implementing the present invention will be described. It should be noted that the embodiments described below show an example of representative embodiments of the present invention, and the scope of the present invention is not narrowly interpreted thereby. In addition, in this specification, percentages are based on mass unless otherwise specified. In addition, the upper limit value (hereinafter) and the lower limit value (above) of each numerical range (~) can be arbitrarily combined as desired. In this specification, "X~Y" indicating a range includes X and Y and means "X or more and Y or less".

[0027] In the present invention, the "odor deterioration" of stearoyl glycyrrhetinate means an unpleasant odor (hereinafter sometimes abbreviated as "unpleasant odor") that is sensorially perceived and occurs over time and is derived from stearoyl glycyrrhetinate. In the present invention, the unpleasant odor of stearoyl glycyrrhetinate is not particularly limited and is usually an oily odor. Further, from the viewpoint of being able to more practically feel the masking effect, the tuning effect, and the lasting effect of the present invention, it is more preferable to take the odor deterioration under high-temperature conditions (for example, 50°C) with a high risk of odor deterioration as the object.

[0028] In the present invention, the "masking effect" means an effect of relatively improving the unpleasant odor by causing a good fragrance (aroma, fragrance) with a strong aromatic power to compete with the unpleasant odor.

[0029] In the present invention, the "tuning effect" means an effect of improving the unpleasant odor by mixing a fragrance (aroma, fragrance) that is harmonious with the unpleasant odor, making the unpleasant odor a constituent of the good fragrance, and harmonizing the whole to a good fragrance.

[0030] In the present invention, the "lasting effect" means an effect of improving the unpleasant odor of stearoyl glycyrrhetinate and other oil agents and maintaining a good fragrance.

[0031] In the present invention, "improvement of malodor (unpleasant odor)" means that the unpleasant odor cannot be perceived through sensory perception (elimination of unpleasant odor) or the unpleasant odor is alleviated. In addition, in the present invention, "odor prevention", unless otherwise specified, has the same meaning as "improvement of malodor (unpleasant odor)".

[0032] <Component (A)>

[0033] Stearylglycyrrhetinate of component (A) of the present invention is a compound obtained by ester-bonding the hydroxyl group of glycyrrhetinic acid obtained by hydrolysis of glycyrrhetinic acid contained in licorice or the like with stearic acid.

[0034] The systematic name is (20S)-3β-hydroxy-11-oxo-5α-olean-12-ene-29-oic acid octadecyl ester. The molecular formula is C 48 H 82 O4 and the molecular weight is 723.16.

[0035] The molecular structure of glycyrrhetinic acid has planarity, and the 3-position and 11-position are similar to cortisone. Therefore, it has anti-inflammatory, anti-allergic, whitening effects, etc. The safety of stearyl glycyrrhetinate is improved by attaching stearic acid. Therefore, it is widely used in technical fields such as cosmetics and skin external preparations that require safety.

[0036] The stearyl glycyrrhetinate used in the present invention is contained as a component that imparts anti-inflammatory, anti-allergic, whitening effects, etc. As long as it is a substance used in ordinary cosmetics, skin external preparations, etc., its manufacturing method, purity, etc. are not particularly limited. For example, it is preferably in line with "stearyl glycyrrhetinate" listed in the raw material standards for quasi-drugs.

[0037] The content of component (A) of the present invention is not particularly limited. Relative to the total amount of the composition, it is preferably 0.01% by mass (hereinafter abbreviated as %) or more, more preferably 0.05% or more, and further preferably 0.1% or more. In addition, it is preferably 10% or less, more preferably 5% or less, and further preferably 2% or less. By setting it within this range, various skin effects of stearyl glycyrrhetinate are excellent, and the masking effect and tuning effect are more excellent, so it is more preferable.

[0038] The content of component (A) of the present invention is not particularly limited. Relative to the total amount of the composition, it is preferably 0.01 to 10%, more preferably 0.05 to 5%, and further preferably 0.1 to 2%. By setting it within this range, various skin effects of stearyl glycyrrhetinate are excellent, and the masking effect and tuning effect are more excellent. Therefore, it is more preferable.

[0039] <Component (B)>

[0040] Component (B) of the present invention is a fragrance component used to improve the bad odor of component (A), glycyrrhetinic acid stearate. Component (B) is at least one selected from linalool, farnesol, anisic alcohol, eugenol, citronellol, geraniol, linaly acetate, α-terpineol, geranylacetate, α-pinene, hexen-1-ol, cedrylacetate, iso E super, sandalore, ambroxan, γ-terpinene, ambrettolide, β-ionone, borneol, isobutylquinoline, citral, guaical, patchouli alcohol, cedrol, ethyl vanillin, maltol, and has excellent masking effect, tuning effect, and persistence effect. Component (B) is shown in Table 1 below. It should be noted that hereinafter, the component name of component (B) may sometimes also be represented by the numbers recorded in Table 1.

[0041] [Table 1]

[0042]

[0043]

[0044] The aforementioned component (B) is a fragrance component classified as hydrocarbons such as α-pinene and γ-terpinene, alcohols such as linalool, geraniol, citronellol, α-terpineol, farnesol, borneol, patchouli alcohol, cedrol, anisic alcohol, hexen-1-ol, eugenol, guaical, sandalore, ethers such as ambroxan, aldehydes such as citral and ethyl vanillin, ketones such as β-ionone, maltol, iso E super, esters such as cedrylacetate, geranylacetate, linaly acetate, synthetic musks such as ambrettolide, and nitrogen-containing compounds such as isobutylquinoline.

[0045] In the present invention, from the viewpoint of excellent masking effect on the odor deterioration of component (A), it is preferably at least one selected from components (1) to (20), (25) and (26) in Table 1, more preferably at least one selected from components (1), (3), (5), (8) to (11), (13), (15) and (18) to (20) in Table 1.

[0046] In the present invention, from the viewpoint of excellent tuning effect on the odor deterioration of component (A), it is preferably at least one selected from components (1) to (26) in Table 1, more preferably at least one selected from components (1), (3), (8) to (11), (13), (15), (16) and (18) to (20) in Table 1.

[0047] In the present invention, from the viewpoint of excellent masking effect and tuning effect on the odor deterioration of component (A), it is preferably at least one selected from components (1) to (20), (25) and (26) in Table 1, more preferably at least one selected from components (1), (3), (8) to (11), (13), (15) and (18) to (20) in Table 1.

[0048] The content of component (B) in the present invention is not particularly limited. Relative to the total amount of the composition, it is preferably 0.0001% or more, more preferably 0.0005% or more, and further preferably 0.001% or more. In addition, it is preferably 1% or less, more preferably 0.5% or less, and further preferably 0.2% or less. By setting it within this range, the masking effect and tuning effect on the odor deterioration of component (A) are more excellent, so it is more preferable.

[0049] The content of component (B) in the present invention is not particularly limited. Relative to the total amount of the composition, it is preferably 0.0001 - 1%, more preferably 0.0005 - 0.5%, and further preferably 0.001 - 0.2%. By setting it within this range, the masking effect and tuning effect on the odor deterioration of component (A) are more excellent, so it is more preferable.

[0050] In the present invention, from the viewpoints of the masking effect and tuning effect on the odor deterioration of stearyl glycyrrhetate, the mass ratio of component (A) to component (B) is preferably (A):(B) = 1:0.0005 - 1:0.2, more preferably (A):(B) = 1:0.001 - 1:0.1.

[0051] In the composition of the present invention, in addition to compounding the above components, components that are used in ordinary cosmetics and external skin preparations, etc. can be compounded within the qualitative and quantitative ranges that do not impair the effects of the present invention, namely water (purified water, hot spring water, deep water, etc.), surfactants, oils, gelling agents, powders, water-soluble alcohols, water-soluble polymers, film-forming agents, resins, welding compounds, moisturizers, antibacterial agents, fragrances other than component (B), deodorants, salts, chelating agents, ultraviolet absorbers, pH regulators, cooling agents, plant extracts, vitamins, beauty components, etc.

[0052] As the water, there is no particular limitation, and examples thereof include purified water, distilled water, ion-exchanged water, tap water, hot spring water, deep sea water, etc. In the present invention, the water content in the composition is not particularly limited, and is preferably 20 to 95%, more preferably 30 to 90%.

[0053] As the surfactant, anionic surfactants, cationic surfactants, amphoteric surfactants, and nonionic surfactants (lipophilic and hydrophilic) can be mentioned.

[0054] As the anionic surfactant, examples include fatty acid soaps (such as sodium laurate, sodium palmitate, etc.); higher alkyl sulfate salts (such as sodium lauryl sulfate, potassium lauryl sulfate, etc.); alkyl ether sulfate salts (such as triethanolamine POE-lauryl sulfate, sodium POE-lauryl sulfate, etc.); N-acyl sarcosines (such as sodium lauroyl sarcosinate, etc.); higher fatty acid amide sulfonates (such as sodium N-myristoyl-N-methyl taurate, sodium methyl taurate coconut fatty acid, sodium stearoyl methyl taurate, sodium lauryl methyl taurate, etc.); sulfosuccinates (such as sodium di-2-ethylhexyl sulfosuccinate, sodium monolauroyl monoethanolamide polyoxyethylene sulfosuccinate, sodium lauryl polypropylene glycol sulfosuccinate, etc.); alkylbenzene sulfonates (such as sodium linear dodecylbenzene sulfonate, triethanolamine linear dodecylbenzene sulfonate, linear dodecylbenzene sulfonic acid, etc.); higher fatty acid ester sulfate salts (such as sodium hydrogenated coconut fatty acid glycerol sulfate, etc.); N-acyl glutamate salts (such as sodium N-lauroyl glutamate monosodium, disodium N-stearoyl glutamate, sodium N-myristoyl-L-glutamate monosodium, etc.); POE-alkyl ether carboxylic acids; POE-alkyl allyl ether carboxylates; α-olefin sulfonates; higher fatty acid ester sulfonates; secondary alcohol sulfate salts; higher fatty acid alkanolamide sulfate salts; sodium lauroyl monoethanolamide succinate; bis(triethanolamine) N-palmitoyl aspartate; sodium caseinate, etc.

[0055] Examples of cationic surfactants include alkyltrimethylammonium salts (e.g., stearyltrimethylammonium chloride, lauryltrimethylammonium chloride, etc.); alkylpyridinium salts (e.g., cetylpyridinium chloride, etc.); dialkyldimethylammonium chloride salts (e.g., distearyldimethylammonium chloride salt, etc.); poly(N,N'-dimethyl-3,5-methylenepiperidinium) chloride; alkyl quaternary ammonium salts; alkyl dimethylbenzylammonium salts; alkylisoquinolinium salts; dialkylmorpholinium salts; POE-alkylamines; alkylamine salts; polyamine fatty acid derivatives; pentanol fatty acid derivatives; benzalkonium chloride; benzethonium chloride, etc.

[0056] Examples of amphoteric surfactants include imidazoline-based amphoteric surfactants (e.g., 2-undecyl-N,N,N-(hydroxyethylcarboxymethyl)-2-imidazoline sodium, 2-cocoyl-2-imidazolium hydroxide-1-carboxyethoxy-2-sodium salt, etc.); betaine-based surfactants (e.g., 2-heptadecyl-N-carboxymethyl-N-hydroxyethylimidazolium betaine, lauryldimethylaminoacetic acid betaine, alkyl betaine, amide betaine, sulfobetaine, etc.); phospholipids (e.g., lecithin, hydrogenated lecithin, etc.). It should be noted that examples of the source of lecithin include soybeans, eggs, etc.

[0057] Examples of lipophilic nonionic surfactants include sorbitan fatty acid esters (e.g., sorbitan monooleate, sorbitan monoisostearate, sorbitan monolaurate, sorbitan monopalmitate, sorbitan monostearate, sorbitan sesquioleate, sorbitan trioleate, penta-2-ethylhexanoic acid diglycerol sorbitan ester, tetra-2-ethylhexanoic acid diglycerol sorbitan ester, etc.); polyglycerol fatty acid esters (e.g., polyglycerol-2 triisostearate, polyglycerol-2 diisostearate, polyglycerol-3 diisostearate); propylene glycol fatty acid esters (e.g., propylene glycol monostearate, etc.); hydrogenated castor oil derivatives; glycerol alkyl ethers, etc.

[0058] Examples of the hydrophilic nonionic surfactants include, for example, POE-sorbitan fatty acid esters (such as POE-sorbitan monooleate, POE-sorbitan monostearate, POE-sorbitan tetraoleate, etc.); POE-sorbitol fatty acid esters (such as POE-sorbitol monolaurate, POE-sorbitol monooleate, POE-sorbitol pentaoleate, POE-sorbitol monostearate, etc.); POE-glycerol fatty acid esters (such as POE-glycerol monostearate, POE-glycerol monoisostearate, POE-glycerol triisostearate, POE-monooleate, etc.); POE-fatty acid esters (such as POE-distearate, POE-mono dioleate, ethylene glycol distearate, etc.); POE-alkyl ethers (such as POE-lauryl ether, POE-oleyl ether, POE-stearyl ether, POE-behenyl ether, POE-2-octyldodecyl ether, POE-cholestanol ether, POE- phytosterol ether, etc.); Pluronic types (such as Pluronic (registered trademark), etc.); POE·POP-alkyl ethers (such as POE·POP-cetyl ether, POE·POP-2-decyltetradecyl ether, POE·POP-monobutyl ether, POE·POP-hydrogenated lanolin, POE·POP-glycerol ether, etc.); tetra POE·tetra POP-ethylenediamine condensates (such as Tetronic, etc.); POE-castor oil hydrogenated castor oil derivatives (such as POE-castor oil, POE-hydrogenated castor oil, POE-hydrogenated castor oil monoisostearate, POE-hydrogenated castor oil triisostearate, POE-hydrogenated castor oil monopyroglutamic acid monoisostearate diester, POE-hydrogenated castor oil maleic acid, etc.); POE-wax·lanolin derivatives (such as POE-sorbitol wax, etc.); alkanolamides (such as coconut fatty acid diethanolamide, lauric acid monoethanolamide, fatty acid isopropanolamide, etc.); POE-propylene glycol fatty acid ester; POE-alkylamine; POE-fatty acid amide; sucrose fatty acid ester; alkyl ethoxydimethylamine oxide; trioleyl phosphate, etc.

[0059] As the oil agent, oily components such as higher alcohols, hydrocarbon oils, ester oils, fats and oils, and silicone can be used. Examples thereof include higher alcohols such as lauryl alcohol, myristyl alcohol, palmityl alcohol, stearyl alcohol, behenyl alcohol, cetyl alcohol, oleyl alcohol, isostearyl alcohol, hexyl dodecanol, octyl dodecanol, cetearyl alcohol, 2-decyltetradecanol, cholesterol, phytosterol, sitosterol, lanosterol, and monostearyl glycerol ether (batyl alcohol); fatty acids such as isostearic acid and oleic acid; hydrocarbons such as ozokerite, squalane, squalene, refined ozokerite, paraffin, liquid paraffin, pristane, polyisobutene, microcrystalline wax, and petrolatum; ester oils such as diisobutyl adipate, 2-hexyldecyl adipate, di-2-heptylundecyl adipate, N-alkyl diol monoisostearate, isocetyl isostearate, trimethylolpropane triisostearate, cetyl tri-2-ethylhexanoate, ethylene glycol di-2-ethylhexanoate, cetyl 2-ethylhexanoate, trimethylolpropane tri-2-ethylhexanoate, pentaerythritol tetra-2-ethylhexanoate, cetyl octanoate, octyldodecyl oleate, oleyl oleate, octyldodecyl oleate, decyl oleate, neopentyl glycol didecanoate, triethyl citrate, 2-ethylhexyl succinate, isocetyl stearate, butyl stearate, diisopropyl sebacate, di-2-ethylhexyl sebacate, cetyl lactate, myristyl lactate, isopropyl palmitate, 2-ethylhexyl palmitate, 2-hexyldecyl palmitate, 2-heptylundecyl palmitate, cholesteryl 12-hydroxystearate, dipentaerythritol fatty acid ester, isopropyl myristate, octyldodecyl myristate, 2-hexyldecyl myristate, myristyl myristate, hexyl decyl dimethyl octanoate, ethyl laurate, hexyl laurate, diisostearyl malate, glycerol tri-2-ethylhexanoate; waxes such as beeswax, carnauba wax, candelilla wax, and cetyl wax; vegetable fats and oils represented by palm oil, palm kernel oil, olive oil, safflower oil, soybean oil, cottonseed oil, etc., and animal fats and oils such as beef tallow, neat's-foot oil, bone oil, hydrogenated beef tallow, hydrogenated oil, turtle oil, lard, horse oil, mink oil, liver oil, and egg yolk oil; lanolin derivatives such as lanolin, liquid lanolin, reduced lanolin, lanolin alcohol, hard lanolin, wool fat acetate, and isopropyl lanolate fatty acid; silicone such as methylpolysiloxane, methylphenylpolysiloxane, decamethylcyclopentasiloxane, octamethylcyclotetrasiloxane, polyether-modified polysiloxane, polyoxyalkylene·alkylmethylpolysiloxane·methylpolysiloxane copolymer, alkoxy-modified polysiloxane, alkyl-modified polysiloxane, crosslinked organopolysiloxane, fluorine-modified polysiloxane, amino-modified polysiloxane, glycerol-modified polysiloxane, higher alkoxy-modified silicone, higher fatty acid-modified silicone, silicone resin, silicone rubber, and silicone resin, etc.

[0060] Examples of the gelling agent include dextrin fatty acid esters such as dextrin palmitate, dextrin stearate, and dextrin palmitate 2-ethylhexanoate; sucrose fatty acid esters such as sucrose palmitate and sucrose stearate; benzylidene derivatives of sorbitol such as monobenzylidene sorbitol and dibenzylidene sorbitol; inulin derivatives such as inulin stearate; and organically modified clay minerals such as dimethylbenzyl dodecylammonium montmorillonite clay and dimethyldioctadecylammonium montmorillonite clay.

[0061] As the powder, as long as it is a powder used in ordinary cosmetics, its shape (spherical, needle-like, plate-like, etc.), particle size (smoky, fine particle, pigment grade, etc.), and particle structure (porous, non-porous, etc.) are not limited, and any powder can be used. For example, the powder can be selected from the following: as inorganic powders, magnesium oxide, barium sulfate, calcium sulfate, magnesium sulfate, calcium carbonate, magnesium carbonate, talc, synthetic mica, mica, kaolin, sericite, muscovite, synthetic mica, phlogopite, red mica, biotite, lepidolite, silicic acid, anhydrous silicic acid, aluminum silicate, magnesium silicate, magnesium aluminum silicate, calcium silicate, barium silicate, strontium silicate, metal tungstate, hydroxyapatite, vermiculite, hydrotalcite, montmorillonite, zeolite, ceramic powder, calcium hydrogen phosphate, alumina, aluminum hydroxide, boron nitride, boron nitride, etc.; as organic powders, polyamide powder, polyester powder, polyethylene powder, polypropylene powder, polystyrene powder, polyurethane powder, benzoguanamine powder, polymethylbenzoguanamine powder, tetrafluoroethylene powder, polymethyl methacrylate powder, cellulose powder, silk powder, nylon powder, nylon 12 powder, nylon 6 powder, styrene-acrylic copolymer powder, divinylbenzene-styrene copolymer powder, vinyl resin powder, urea resin powder, phenolic resin powder, fluororesin powder, silicone resin powder, acrylic resin powder, melamine resin powder, epoxy resin powder, polycarbonate resin powder, microcrystalline fiber powder, lauroyl lysine, etc.; as colored pigments, inorganic red pigments such as iron oxide, iron hydroxide, iron titanate, etc., inorganic brown pigments such as γ-iron oxide, inorganic yellow pigments such as yellow iron oxide, loess, etc., inorganic black pigments such as black iron oxide, carbon black, etc., inorganic purple pigments such as manganese violet, cobalt violet, etc., inorganic green pigments such as chromium hydroxide, chromium oxide, cobalt oxide, cobalt titanate, etc., inorganic blue pigments such as Prussian blue, ultramarine, etc., pigments obtained by lake formation of tar-based pigments, pigments obtained by lake formation of natural pigments, and composite powders obtained by compounding these powders, etc.; as pearlescent pigments, titanium oxide-coated mica, titanium oxide-coated mica, bismuth oxychloride, titanium oxide-coated bismuth oxychloride, titanium oxide-coated talc, fish scale foil, titanium oxide-coated colored mica, etc.; as metal powder pigments, aluminum powder, copper powder, stainless steel powder, etc.; as tar pigments, Red No. 3, Red No. 104, Red No. 106, Red No. 201, Red No. 202, Red No. 204, Red No. 205, Red No. 220, Red No. 226, Red No. 227, Red No. 228, Red No. 230, Red No. 401, Red No. 505, Yellow No. 4, Yellow No. 5, Yellow No. 202, Yellow No. 203, Yellow No. 204, Yellow No. 401, Blue No. 1, Blue No. 2, Blue No. 201, Blue No. 404, Green No. 3, Green No. 201, Green No. 204, Green No. 205, Orange No. 201, Orange No. 203, Orange No. 204, Orange No. 206, Orange No. 207, etc.;Carmine acid, laccaic acid, carthamin, brazilin, crocin, etc. as natural pigments, powders obtained by compounding these powders; powders surface-treated with an oil agent, silicone, fluorine compound, etc.

[0062] As water-soluble alcohols, there are lower alcohols such as ethanol and isopropanol; polyhydric alcohols such as glycerin, diglycerin, ethylene glycol, diethylene glycol, triethylene glycol, propylene glycol, dipropylene glycol, 1,3-butanediol, and polyethylene glycol.

[0063] As water-soluble polymers, there are mucopolysaccharides and their salts selected from chondroitin sulfate, hyaluronic acid, mucin, dermatan sulfate, heparin, and keratan sulfate, plant-based polymers such as gum arabic, tragacanth gum, galactan, carob gum, guar gum, karaya gum, carrageenan, pectin, agar, quince seed, algal gum, tragacanth, locust bean gum, and galactomannan; microbial-based polymers such as xanthan gum, dextran, succinoglycan, and pullulan; starch-based polymers such as starch, carboxymethyl starch, and methylhydroxypropyl starch; cellulose-based polymers such as methylcellulose, ethylcellulose, methylhydroxypropyl cellulose, carboxymethyl cellulose, hydroxymethyl cellulose, hydroxypropyl cellulose, nitrocellulose, sodium cellulose sulfate, sodium carboxymethyl cellulose, crystalline cellulose, and cellulose; alginic acid-based polymers such as sodium alginate and propylene glycol alginate; vinyl-based polymers such as polyvinyl methyl ether; inorganic water-soluble polymers such as polyoxyethylene-based polymers, polyoxyethylene-polyoxypropylene copolymer-based polymers, bentonite, lithium saponite, and lithium montmorillonite. In addition, as anionic polymers, examples include carboxyvinyl polymer, acrylic acid-alkyl methacrylate copolymer, sodium acrylate-sodium acryloyldimethyltaurate copolymer, 2-hydroxyethyl acrylate-sodium acryloyldimethyltaurate copolymer, (acrylate / behenyl alcohol polyether-25) copolymer, acrylic acid-ethyl acrylate-N-tert-butylacrylamide copolymer, alkoxylated acrylic resin, ethyl vinyl ether-maleic acid ethyl ester copolymer, ethyl vinyl ether-maleic acid butyl ester copolymer, vinyl acetate-crotonic acid copolymer, etc. In addition, as amphoteric polymers, examples include N-methacryloylethyl-N,N-dimethylammonium-α-N-methylcarboxybetaine-alkyl methacrylate copolymer, 2-hydroxypropyl acrylate-butylaminoethyl methacrylate-octylacrylamide copolymer, acrylic acid-dimethyldiallylammonium chloride-acrylamide copolymer, dimethyldiallylammonium chloride-acrylic acid copolymer, etc. As cationic polymers, examples include vinylpyrrolidone-N,N-dimethylaminoethyl methacrylate copolymer diethyl sulfate, diallyldimethylammonium chloride-hydroxyethyl cellulose, glycidyltrimethylammonium chloride-hydroxyethyl cellulose, dimethyldiallylammonium chloride polymer, dimethyldiallylammonium chloride-acrylamide copolymer, etc. As nonionic polymers, examples include polyvinylpyrrolidone, vinylpyrrolidone-vinyl acetate copolymer, polyvinyl alcohol, polyurethane, etc.

[0064] As antibacterial agents, benzoic acid, sodium benzoate, salicylic acid, phenol, sorbic acid, potassium sorbate, parachlorometacresol, hexachlorophene, benzalkonium chloride, chlorhexidine chloride, triclocarban, phthalocyanine, zinc bis(2-pyridylthio-1-oxide), isopropylmethylphenol, glycerol caprylate, etc. can be cited. As preservatives, parabens, phenoxyethanol, etc. can be cited.

[0065] As vitamins, examples include vitamin A and its derivatives, vitamin B and its derivatives, vitamin C and its derivatives, vitamin E and its derivatives, vitamin F such as linolenic acid and its derivatives, vitamin K1, vitamin K2, vitamin K3, menadiol and other vitamin Ks; vitamin Ps such as eriocitrin and hesperidin; biotin, carnitine, ferulic acid, etc.

[0066] The properties of the composition of the present invention are not particularly limited, and examples include liquid, gel-like, emulsion-like, cream-like, semi-solid, and solid compositions.

[0067] In addition, the dosage form of the composition is not particularly limited, and examples include aqueous, oily, solubilized, water-in-oil, oil-in-water, water-in-oil-in-water, oil-in-water-in-oil, multi-layer, etc.

[0068] The composition of the present invention can be directly used as a final-form preparation, or the composition can be used as a part and further mixed with other components to form a final-form preparation. Here, as the final-form preparation, examples include cosmetics, skin external preparations, pharmaceuticals, etc. Specifically, examples include hair cosmetics such as hair tonic, hair cream, shampoo, hair conditioner, hair treatment agent, etc.; skin care cosmetics such as lotion, emulsion, cream, beauty essence, lip balm, hand cream, facial cleanser, cleanser, balm, etc.; makeup cosmetics such as foundation, base makeup, blush, eyeshadow, mascara, eyeliner, eyebrow pencil, setting agent, lipstick, lip gloss, etc.; fragrance cosmetics such as perfume, balm, eau de parfum, eau de toilette, cologne, eau de cologne, fresh cologne, perfume lotion, etc.; skin external preparations such as dispersion liquid, ointment, lotion, aerosol, patch, poultice, liniment, etc.; pharmaceuticals such as gargle, nasal drops, cold medicine, etc. In the present invention, as the final-form preparation, cosmetics or skin external preparations are preferred.

[0069] The content of the composition of the present invention contained in the aforementioned cosmetics or skin external preparations is not particularly limited, preferably 0.001 to 100%, more preferably 1 to 90%.

[0070] In addition, in cosmetics or skin external preparations containing component (A) stearyl glycyrrhetinate, from the viewpoint of being able to further exert the effect of improving bad odor (masking effect, tuning effect, lasting effect, etc.), cosmetics or skin external preparations containing at least an oil agent are preferred. The content of the oil agent in the cosmetics or skin external preparations is not particularly limited, preferably 2% or more, more preferably 5% or more. It should be noted that the upper limit of the oil agent content is not particularly limited, and is usually preferably 20% or less.

[0071] In cosmetics or topical skin preparations, in addition to blending the above components, components that are used in ordinary cosmetics, topical skin preparations, etc. can be blended within the qualitative and quantitative ranges that do not impair the effects of the present invention. Regarding each component, appropriate omissions are made, but the description of the aforementioned composition is also applicable to cosmetics or topical skin preparations and can be appropriately adopted.

[0072] The properties of the aforementioned cosmetics or topical skin preparations are not particularly limited, and examples include liquid, gel, emulsion, cream, semi-solid, and solid forms.

[0073] In addition, the dosage forms of the aforementioned cosmetics or topical skin preparations are not particularly limited, and examples include aqueous, oily, solubilized, water-in-oil, oil-in-water, water-in-oil-in-water, oil-in-water-in-oil, multi-layer types, etc.

[0074] In the cosmetics or topical skin preparations of the present invention, from the viewpoint of excellent masking effect and / or long-lasting effect, component (B) is more preferably at least one selected from components (1) to (3), (5), (7) to (12), (14) to (16), (25), and (26) in Table 1.

[0075] In the cosmetics or topical skin preparations of the present invention, from the viewpoint of more excellent masking effect, component (B) is more preferably at least one selected from components (1), (2), (8) to (11), and (16) in Table 1.

[0076] In the cosmetics or topical skin preparations of the present invention, from the viewpoint of more excellent long-lasting effect, component (B) is more preferably at least one selected from components (1) to (3), (8) to (12), (14), (15), and (26) in Table 1.

[0077] In the cosmetics or topical skin preparations containing component (A), from the viewpoint of more excellent masking effect and long-lasting effect, component (B) is more preferably at least one selected from components (1), (2), (8) to (11) in Table 1.

[0078] In cosmetics or topical skin preparations, the content of component (A) of the present invention is not particularly limited. Relative to the total amount of the cosmetics or topical skin preparations, it is preferably 0.01% or more, more preferably 0.05% or more. In addition, it is preferably 5% or less, more preferably 1% or less, and further preferably 0.5% or less. By setting it within this range, while exerting various skin effects of glycyrrhetinic acid stearate, the masking effect, tuning effect, and long-lasting effect are more excellent, so it is more preferable.

[0079] In the cosmetic or external skin preparation, the content of the component (A) of the present invention is not particularly limited, and is preferably 0.01 to 5%, more preferably 0.05 to 1%, and still more preferably 0.05 to 0.5% relative to the total amount of the cosmetic or external skin preparation. By setting it within this range, while exerting various skin effects of stearyl glycyrrhetate, the masking effect, tuning effect, and long-lasting effect are more excellent, and thus it is more preferable.

[0080] In the cosmetic or external skin preparation, the content of the component (B) of the present invention is not particularly limited, and is preferably 0.00001% or more, more preferably 0.00005% or more, still more preferably 0.0001% or more, and even more preferably 0.0002% or more relative to the total amount of the cosmetic or external skin preparation. Further, it is preferably 1% or less, more preferably 0.5% or less, still more preferably 0.1% or less, and even more preferably 0.05% or less. By setting it within this range, while exerting various skin effects of stearyl glycyrrhetate, the masking effect, tuning effect, and long-lasting effect are more excellent, and thus it is more preferable.

[0081] In the cosmetic or external skin preparation, the content of the component (B) of the present invention is not particularly limited, and is preferably 0.00001 to 1%, more preferably 0.00005 to 0.5%, still more preferably 0.00005 to 0.1%, even more preferably 0.0001 to 0.05%, and more preferably 0.0002 to 0.05% relative to the total amount of the cosmetic or external skin preparation. By setting it within this range, while exerting various skin effects of stearyl glycyrrhetate, the masking effect, tuning effect, and long-lasting effect are more excellent, and thus it is more preferable.

[0082] In the cosmetic or external skin preparation, from the viewpoints of the masking effect, tuning effect, and long-lasting effect on the odor change of stearyl glycyrrhetate, the mass ratio of the component (A) to the component (B) is preferably (A):(B) = 1:0.0005 to 1:0.2, and more preferably (A):(B) = 1:0.001 to 1:0.1.

[0083] (Manufacturing method)

[0084] The composition of the present embodiment is not particularly limited and is prepared by a conventional method. For example, it can be obtained by mixing the component (A) and the component (B).

[0085] In addition, as another aspect of the present invention, it can be used as a malodor-improving agent, which is a malodor-improving agent for improving the malodor of component (A), glycyrrhetinic acid stearate, and contains component (B): at least one selected from linalool, farnesol, anisic alcohol, eugenol, citronellol, geraniol, linaly acetate, α-terpineol, geranyl acetate, α-pinene, hexen-1-ol, cedryl acetate, iso ESuper, sandalore, ambroxan, γ-terpinene, ambrettolide, β-ionone, borneol, isobutylquinoline, citral, guaical, patchouli alcohol, cedrol, ethyl vanillin, and maltol as an active ingredient. The malodor-improving agent of the present invention is preferably an anti-odor agent for a composition containing component (A).

[0086] In the description of the above malodor-improving agent, the descriptions of component (A) and component (B), each content, each mass ratio contained, manufacturing method, each constitution, each method, each term, etc. are appropriately omitted, but the description of the aforementioned composition is also applicable to this preparation and can be appropriately adopted.

[0087] Further, as another aspect of the present invention, it can be used as a method for improving odor, which is a method for improving the odor of component (A) stearoyl glycyrrhetinate, and uses component (B) selected from at least one of linalool, farnesol, anisic alcohol, eugenol, citronellol, geraniol, linalyl acetate, α-terpineol, geranyl acetate, α-pinene, hexen-1-ol, cedrylacetate, iso E super, sandalore, ambroxan, γ-terpinene, ambrettolide, β-ionone, borneol, isobutyl quinoline, citral, guaical, patchouli alcohol, cedrol, ethyl vanillin, and maltol. The method for improving odor of the present invention is preferably an anti-odor method of adding component (B) to a composition containing component (A).

[0088] In the description of the above method for improving odor, the descriptions of component (A) and component (B), each content, each mass ratio contained, manufacturing method, each constitution, each method, each term, etc. are appropriately omitted, but the description of the aforementioned composition is also applicable to this method and can be appropriately adopted.

[0089] In addition, the present invention can also adopt the following technical solutions.

[0090] 〈1〉Method for improving odor, which is a method for improving the odor of glycyrrhetinic acid stearate, wherein at least one selected from linalool, farnesol, anisic alcohol, eugenol, citronellol, geraniol, linaly acetate, α-terpineol, geranyl acetate, α-pinene, hexen-1-ol, cedryl acetate, iso ESuper, sandalore, ambroxan, γ-terpinene, ambrettolide, β-ionone, borneol, isobutylquinoline, citral, guaical, patchouli alcohol, cedrol, ethylvanillin, and maltol is added to a composition containing glycyrrhetinic acid stearate.

[0091] 〈2〉An odor improvement agent, which is an odor improvement agent for improving the odor of stearyl glycyrrhetate, and contains at least one selected from linalool, farnesol, anisic alcohol, eugenol, citronellol, geraniol, linalyl acetate, α-terpineol, geranyl acetate, α-pinene, 1-hexenol, cedryl acetate, iso E super, sandalore, ambroxan, γ-terpinene, ambrettolide, β-ionone, borneol, isobutyl quinoline, citral, guaiacol, patchouli alcohol, cedrol, ethyl vanillin, and maltol as an active ingredient.

[0092] 〈3〉A composition for improving the odor of stearyl glycyrrhetate, which contains the following components (A) and (B):

[0093] (A) Stearyl glycyrrhetate;

[0094] (B) is at least one selected from linalool, farnesol, anisic alcohol, eugenol, citronellol, geraniol, linalyacetate, α-terpineol, geranyl acetate, α-pinene, hexen-1-ol, cedryl acetate, iso E super, sandalore, ambroxan, γ-terpinene, ambrettolide, β-ionone, borneol, isobutylquinoline, citral, guaical, patchouli alcohol, cedrol, ethyl vanillin, and maltol, and the mass ratio of the content of the foregoing component (A) to the foregoing component (B) is (A):(B) = 1:0.0005 to 1:0.2.

[0095] 〈4〉A composition comprising the following component (A) and component (B):

[0096] (A) Stearyl glycyrrhetate;

[0097] (B) is at least one selected from linalool, farnesol, anisic alcohol, eugenol, citronellol, geraniol, linalyacetate, α-terpineol, geranyl acetate, α-pinene, 1-hexen-1-ol, cedryl acetate, Iso E Super, Sandalore, Ambroxan, γ-terpinene, ambrettolide, β-ionone, borneol, isobutylquinoline, citral, guaical, patchouli alcohol, cedrol, ethyl vanillin, and maltol, and the mass ratio of the content of the foregoing component (A) to the content of the foregoing component (B) is (A):(B) = 1:0.0005 to 1:0.2.

[0098] 〈5〉The composition according to 〈4〉, wherein the foregoing component (B) is at least one selected from linalool, farnesol, anisic alcohol, eugenol, citronellol, linaly acetate, α-terpineol, α-pinene, 1-hexen-1-ol, cedryl acetate, Iso E Super, Sandalore, Ambroxan, γ-terpinene, ambrettolide, β-ionone, borneol, isobutyl quinoline, citral, guaical, patchouli alcohol, and cedrol.

[0099] <6>The composition according to <4> or <5>, wherein the foregoing component (B) is at least one selected from Farnesol, Eugenol, α-Pinene, Cedryl acetate, Iso E Super, Sandalore, Ambroxan, Ambrettolide, Borneol, Guaical, Patchouli alcohol, and Cedrol.< / 6>

[0100] <7>The composition according to <4> or <5>, wherein the foregoing component (B) is at least one selected from Farnesol, Eugenol, Cedryl acetate, Iso E Super, Sandalore, Ambroxan, Ambrettolide, Borneol, Isobutyl quinoline, Guaical, Patchouli alcohol, and Cedrol.< / 7>

[0101] <8>A cosmetic or a topical skin preparation, which comprises the composition according to any one of <4> to <7>.< / 8>

[0102] <9>The cosmetic or the topical skin preparation according to <8>, wherein the foregoing component (B) is at least one selected from Farnesol, Anisic Alcohol, Eugenol, α-Pinene, Linalool, Cedryl acetate, Iso E Super, Sandalore, Ambroxan, γ-Terpinene, β-ionone, Borneol, Isobutyl quinoline, Linaly acetate, and α-Terpineol.< / 9>

[0103] 〈10〉The cosmetic or topical skin preparation according to 〈8〉 or 〈9〉, wherein the aforementioned component (B) is at least one selected from Farnesol, Anisic Alcohol, Cedryl acetate, Iso E Super, Sandalore, Ambroxan, and Isobutylquinoline.

[0104] 〈11〉The cosmetic or topical skin preparation according to 〈8〉 or 〈9〉, wherein the aforementioned component (B) is at least one selected from Farnesol, Anisic Alcohol, Eugenol, Cedryl acetate, Iso E Super, Sandalore, Ambroxan, γ-Terpinene, β-ionone, Borneol, and α-Terpineol.

[0105] 〈12〉The cosmetic or topical skin preparation according to any one of 〈9〉 to 〈11〉, wherein the aforementioned component (B) is at least one selected from Farnesol, Anisic Alcohol, Cedryl acetate, Iso E Super, Sandalore, and Ambroxan.

[0106] 〈13〉The cosmetic or topical skin preparation according to any one of 〈8〉 to 〈12〉, wherein the aforementioned cosmetic or topical skin preparation contains at least an oil agent, and the content of the oil agent is 2 to 20% by mass.

[0107] Examples

[0108] Hereinafter, the present technology will be described in more detail based on examples and the like. It should be noted that the examples described below show an example of representative examples of the present technology, and the scope of the present technology is not narrowly construed thereby.

[0109] <Compositions 1 to 39>

[0110] Samples of Compositions 1 to 39 were prepared by the following method, and the masking effect and tuning effect were evaluated and determined according to the evaluation methods and criteria shown below, and the results are shown in Tables 2 and 3 together.

[0111] [Table 2]

[0112]

[0113] [Table 3]

[0114]

[0115] (Manufacturing method)

[0116] A: Dissolve 1 part by mass of stearoyl glycyrrhetinate in 9 parts by mass of dipropylene glycol.

[0117] B: After adjusting the concentration so that the aroma of each fragrance component reaches the same intensity, add fragrance to A.

[0118] C: Add dipropylene glycol as a supplementary component to B to make 100 parts by mass, and then fill it into a glass bottle to obtain each sample. It should be noted that the addition amounts of each fragrance component shown in Table 2 and Table 3 are the contained masses in 100 parts by mass of each sample (composition).

[0119] (Evaluation method)

[0120] Have 6 professional fragrance evaluators conduct sensory evaluation on the fragrance of each composition at the bottle mouth to verify the masking effect and tuning effect of each fragrance component.

[0121] (Evaluation method 1: Masking effect (50 °C / 1M))

[0122] Regarding the masking effect, evaluate the fragrance after cooling each sample to room temperature after storing it in a constant temperature bath at 50 °C for 1 month (1M). It should be noted that 6 professional fragrance evaluators evaluate according to the following evaluation criteria in 5 stages, calculate the average score of all evaluators' scores and make a judgment. It should be noted that when making a judgment, the value obtained by rounding off after the decimal point is shown in Table 2 and Table 3.

[0123] [5 - stage evaluation · Judgment criteria]

[0124] (Score · Average score): (Evaluation · Judgment result)

[0125] 4 points: Almost no oily odor from stearoyl glycyrrhetinate can be felt

[0126] 3 points: A little oily odor from stearoyl glycyrrhetinate can be felt

[0127] 2 points: A slightly stronger oily odor from stearoyl glycyrrhetinate can be felt

[0128] 1 point: The oily odor from stearoyl glycyrrhetinate can be strongly felt

[0129] 0 point: The oily odor from stearoyl glycyrrhetinate can be very strongly felt

[0130] (Evaluation method 2: Tuning effect (50°C / 1M))

[0131] Regarding the tuning effect, it is verified whether the aroma is harmonized by combining the unpleasant odor (oily odor) of stearyl glycyrrhetate with the fragrance components in Tables 2 and 3. Evaluate the fragrance after each sample is stored in a constant temperature bath at 50°C for 1 month (1M) and then cooled to room temperature. It should be noted that 6 professional fragrance evaluators evaluate according to the following evaluation criteria in 5 stages, and the average score of all evaluators' ratings is calculated for determination. It should be noted that when determining, the value obtained by rounding off after the decimal point is shown in Tables 2 and 3.

[0132] [5-stage evaluation and determination criteria]

[0133] (Score · Average score): (Evaluation · Determination result)

[0134] +2 points: Harmonized with the oily odor derived from stearyl glycyrrhetate, presenting a good aroma

[0135] +1 point: Harmonized with the oily odor derived from stearyl glycyrrhetate, the discomfort becomes weaker

[0136] 0 point: The discomfort of the oily odor derived from stearyl glycyrrhetate remains unchanged

[0137] -1 point: The discomfort becomes stronger compared to the oily odor derived from stearyl glycyrrhetate

[0138] -2 points: Becomes stinky compared to the oily odor derived from stearyl glycyrrhetate

[0139] Based on the results of Tables 2 and 3, it can be confirmed that for Farnesol, Anisic Alcohol, Eugenol, Citronellol, α-Pinene, Hexen-1-ol, Linalool, Cedrylacetate, Iso ESuper, Sandalore, Ambroxan, γ-Terpinene, Ambrettolide, β-ionone, Borneol, Isobutylquinoline, Citral, Guaical, Patchoulialcohol, Cedrol, Ethyl Vanillin, Geraniol, Maltol, Geranyl acetate, Linaly acetate, α-Terpineol in Test Examples 1 to 26, the masking effect and / or tuning effect are excellent. In particular, the masking effects of Farnesol, Eugenol, α-Pinene, Cedrylacetate, Iso E Super, Sandalore, Ambroxan, Ambrettolide, Borneol, Guaical, Patchouli alcohol, Cedrol are more excellent. Additionally, the tuning effects of Farnesol, Eugenol, Cedryl acetate, Iso E Super, Sandalore, Ambroxan, Ambrettolide, Borneol, Isobutyl quinoline, Guaical, Patchouli alcohol, Cedrol are more excellent.

[0140] On the other hand, regarding Dihydromycenol, Calone, Citronellyl acetate, Allyl Caproate, Verdox, γ-Decalactone, Cyclamen aldehyde, Damascone, Coumarin, γ-Dodecalactone, Hexyl cinnamic aldehyde, Phenylacetataldehyde, and cis-3-Hexenyl acetate in Test Examples 27 to 39, the masking effect and tuning effect are insufficient.

[0141] <Examples 1 to 15, Comparative Examples 1 to 3: Emulsion (oil-in-water type)>

[0142] To confirm the effects in cosmetics or topical skin preparations containing an oil agent, emulsions (oil-in-water type) shown in Tables 4 and 5 below were prepared using the following manufacturing method, and the masking effect and persistent effect were evaluated and judged according to the evaluation methods and judgment criteria shown below, and the results are shown in Tables 4 and 5 together.

[0143] [Table 4]

[0144]

[0145] [Table 5]

[0146]

[0147] Note 1: CARBOPOL 1382 (manufactured by LUBRIZOL Corporation)

[0148] Note 2: SIMULGEL EG QD (essential content: 37.5%, manufactured by SEPPIC Corporation) Note 3: NIKKOL LECINOL S-10 (manufactured by Nikko Chemicals Co., Ltd.)

[0149] Note 4: CARNATION (manufactured by SONNEBORN Corporation)

[0150] Note 5: KF-96-10CS (manufactured by Shin-Etsu Chemical Co., Ltd.)

[0151] (Manufacturing method)

[0152] A: Heat and mix Components 1 to 6 at 75°C.

[0153] B: Mix components 7 - 12 and heat to 75 °C.

[0154] C: Add B to A and emulsify.

[0155] D: Cool C to 40 °C, add components 13 - 32 to obtain an emulsion (oil - in - water type).

[0156] (Evaluation method)

[0157] Let 6 professional fragrance evaluators conduct a sensory evaluation of the fragrance at the bottle mouth as the masking effect and the fragrance of the sample on the skin as the persistence effect to verify the masking effect and persistence effect of each emulsion (oil - in - water type).

[0158] (Evaluation item 3: Masking effect (50 °C / 1M))

[0159] For the masking effect, evaluate the fragrance after each sample is stored in a constant - temperature bath at 50 °C for 1 month (1M) and then cooled to room temperature. It should be noted that 6 professional fragrance evaluators evaluate in 5 stages according to the following evaluation criteria and judge the average score of all evaluators according to the following 4 - stage judgment criteria.

[0160] [5 - stage evaluation criteria]

[0161] (Score): (Evaluation result)

[0162] 4 points: Hardly feel the oily odor from stearyl glycyrrhetate

[0163] 3 points: Slightly feel the oily odor from stearyl glycyrrhetate

[0164] 2 points: Feel a slightly stronger oily odor from stearyl glycyrrhetate

[0165] 1 point: Strongly feel the oily odor from stearyl glycyrrhetate

[0166] 0 point: Very strongly feel the oily odor from stearyl glycyrrhetate

[0167] [4 - stage judgment criteria]

[0168] (Judgment): (Average score of the scores)

[0169] ◎ (Excellent): 3.2 points or more

[0170] 〇 (Good): 2.8 points or more and less than 3.2 points

[0171] △ (Slightly unqualified): 2.0 points or more and less than 2.8 points

[0172] × (Unqualified): Less than 2.0 points

[0173] (Evaluation Method 4: Persistent Effect)

[0174] Regarding the persistent effect, each sample was applied to the skin, and the residual fragrance performance on the skin was verified. Six professional fragrance evaluators applied each sample to the skin on the upper arm and evaluated the fragrance of the target compound on the skin 3 hours after it was integrated with the skin according to the following evaluation criteria in four stages. The average score of all evaluators was determined according to the following four-stage judgment criteria.

[0175] [Four-Stage Evaluation Criteria]

[0176]

[0177]

[0178]

[0179] Note 6: NIKKOL HCO-80 (manufactured by Nippon Surfactant Industry Co., Ltd.)

[0180] Note 7: TINOSORB S (manufactured by BASF)

[0181] (Manufacturing Method)

[0182] A: Heat and mix Components 1-6 at 75°C.

[0183] B: Mix Components 7-11 and heat to 75°C.

[0184] C: Add B to A and emulsify.

[0185] D: Cool C to 40°C, add Components 12 and 13 to obtain a pharmaceutical daily-use emulsion (oil-in-water type).

[0186] The obtained pharmaceutical daily-use emulsion (oil-in-water type) has excellent masking effects and persistent effects on the rancidity of stearyl glycyrrhetate and other oils.

[0187] Example 17 Cleansing Oil

[0188]

[0189] (Manufacturing Method)

[0190] A: Mix Components 1-9 at room temperature to obtain a cleansing oil.

[0191] The obtained cleansing oil has excellent masking effects and persistent effects on the rancidity of stearyl glycyrrhetate and other oils.

[0192] Example 18 Pharmaceutical Skin Care Powder

[0193]

[0194]

[0195] Note 8: KF-96A-6CS (manufactured by Shin-Etsu Chemical Co., Ltd.)

[0196] (Manufacturing method)

[0197] A: Mix Components 1-5 using a super mixer.

[0198] B: Mix Components 7-9 at room temperature.

[0199] C: Add B to A and mix using a super mixer.

[0200] D: Grind C using a pulverizer to obtain a medicinal skin care powder.

[0201] The obtained medicinal skin care powder has excellent masking and long-lasting effects on the odor change of glycyrrhetinic acid stearate and other oils.

[0202] Medicinal Lip Balm of Example 19

[0203]

[0204] Note 9: MULTIWAX W445 (manufactured by SONNEBORN)

[0205] Note 10: DK ESTER S-160 (manufactured by Daiichi Kogyo Seiyaku Co., Ltd.)

[0206] Note 11: AEROSIL R972 (manufactured by Nippon AEROSIL Co., Ltd.)

[0207] (Manufacturing method)

[0208] A: Heat and mix Components 1-9 at 110 °C, then cool to obtain a medicinal lip balm.

[0209] The obtained medicinal lip balm has excellent masking and long-lasting effects on the odor change of glycyrrhetinic acid stearate and other oils.

Claims

1. A method for improving odor, which is a method for improving the odor of stearyl glycyrrhetate, wherein, Add at least one selected from Linalool, Farnesol, Anisic Alcohol, Eugenol, Citronellol, Geraniol, Linaly acetate, α-Terpineol, Geranyl acetate, α-Pinene, Hexen-1-ol, Cedryl acetate, Iso E Super, Sandalore, Ambroxan, γ-Terpinene, Ambrettolide, β-ionone, Borneol, Isobutylquinoline, Citral, Guaical, Patchouli alcohol, Cedrol, EthylVanillin, and Maltol to the composition containing glycyrrhetinic acid stearate.

2. An odor deterioration improver, which is an odor deterioration improver for improving the odor deterioration of glycyrrhetinic acid stearate, and contains at least one selected from Linalool, Farnesol, Anisic Alcohol, Eugenol, Citronellol, Geraniol, Linaly acetate, α-Terpineol, Geranyl acetate, α-Pinene, Hexen-1-ol, Cedryl acetate, Iso E Super, Sandalore, Ambroxan, γ-Terpinene, Ambrettolide, β-ionone, Borneol, Isobutyl quinoline, Citral, Guaical, Patchouli alcohol, Cedrol, EthylVanillin, and Maltol as an active ingredient.

3. A composition for improving the malodor of stearoyl glycyrrhetinate, which contains the following components (A) and (B): (A) Stearoyl glycyrrhetinate; (B) At least one selected from linalool, farnesol, anisic alcohol, eugenol, citronellol, geraniol, linaly acetate, α-terpineol, geranyl acetate, α-pinene, hexen-1-ol, cedryl acetate, iso E super, sandalore, ambroxan, γ-terpinene, ambrettolide, β-ionone, borneol, isobutylquinoline, citral, guaical, patchouli alcohol, cedrol, ethyl vanillin, and maltol; The mass ratio of the content of the component (A) to the component (B) is (A):(B) = 1:0.0005 to 1:0.

2.

4. A composition, which contains the following components (A) and (B): (A) Stearoyl glycyrrhetinate; (B) is at least one selected from linalool, farnesol, anisic alcohol, eugenol, citronellol, geraniol, linaly acetate, α-terpineol, geranyl acetate, α-pinene, hexen-1-ol, cedryl acetate, iso E super, sandalore, ambroxan, γ-terpinene, ambrettolide, β-ionone, borneol, isobutylquinoline, citral, guaical, patchouli alcohol, cedrol, ethyl vanillin, and maltol, The mass ratio of the content of the component (A) to the component (B) is (A):(B) = 1:0.0005 to 1:0.

2.

5. The composition according to claim 4, wherein, The component (B) is at least one selected from linalool, farnesol, anisic alcohol, eugenol, citronellol, linaly acetate, α-terpineol, α-pinene, hexen-1-ol, cedryl acetate, iso E super, sandalore, ambroxan, γ-terpinene, ambrettolide, β-ionone, borneol, isobutyl quinoline, citral, guaical, patchouli alcohol, and cedrol.

6. A cosmetic or a skin external preparation, which comprises the composition according to claim 5 or 6.

7. The cosmetic or external skin preparation according to claim 6, wherein, The cosmetic or the skin external preparation comprises at least an oil agent, and the content of the oil agent is 2 to 20% by mass.

Citation Information

Patent Citations

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