TW201600116A - Composition useful as external preparation for skin or cosmetic preparation - Google Patents

Abstract

The present invention provides a composition which contains (A) one or more compounds represented by general formula (1) and (B) one or more compounds selected from the group consisting of diethylenetriaminepentaacetic acid and salts thereof. This composition is useful as an external preparation for the skin, a cosmetic preparation, an air freshener, a food or the like. (In general formula (1), R1 represents -CH2OH or -COOR6; R6 represents a hydrogen atom, a lower alkyl group having 1-3 carbon atoms, or a cation that is capable of forming a salt together with -COO-; each of R2-R5 independently represents a hydrogen atom or a methyl group; and ---A--- represents =C(CH3)-, -C(CH3)=, -C(=CH2)-, -CH(CH3)- or -C(OH)(CH3)-).

Description

Useful as a skin external preparation or cosmetic

The present invention relates to a composition containing dilatine. The composition of the present invention is useful as an external preparation for skin, a cosmetic, a fragrance, or a food.

The extract of Cistus landaniferus L. belonging to the genus Panicaceae has a strong inhibitory effect on melanin production, cell activation, and antibacterial action, and it is found to be based on the activity of labranic acid. The methyl or ethyl ester type of labranic acid and the reduced form of each of them have the same activity (Patent Document 1).

Next, there is a proposal to use Laudanic acid as a skin external preparation for whitening or anti-aging (Patent Documents 2 and 3). Further, there is a proposal for a collagen promoter containing a labranic acid (Patent Document 4). Further, regarding the manufacture of the labyrin acid, a manufacturing method which is industrially advantageous and inexpensive (Patent Document 5) is currently being studied.

[Previous Technical Literature] [Patent Literature]

[Patent Document 1] Japanese Patent Laid-Open No. Hei 11-302219

[Patent Document 2] Japanese Patent Laid-Open Publication No. 2003-300859

[Patent Document 3] Japanese Patent Laid-Open Publication No. 2003-300860

[Patent Document 4] Japanese Patent Laid-Open Publication No. 2005-8574

[Patent Document 5] Japanese Patent Laid-Open Publication No. 2004-331571

The function of the labdanic acid is becoming increasingly clear, but research on practical preparations containing functionally effective amounts is not sufficient. According to the study of the inventors of the present invention, it has been found that it is very difficult to contain the labyrin acid stabilizer in the preparation. Further, it has been found that particularly a composition containing a functionally effective amount of labothenic acid may cause deterioration of the labranic acid, odor, turbidity change, oil slick, etc. during storage.

The inventors of the present invention have repeatedly focused on a method for stably containing the labyrin acid in the composition. As a result, it was found that the stability of the labyrin acid was improved by using a specific substance as a stabilizer, and the present invention was completed.

The present invention is provided as follows.

[1] A composition comprising: (A) having the following formula (1): (In the formula (1), R ¹ represents -CH ₂ OH or -COOR ⁶ , R ⁶ represents hydrogen, a lower alkyl group having 1 to 3 carbon atoms or a cation capable of forming a salt with -COO ^- , R ² to R ⁵ Each independently represents a hydrogen atom or a methyl group, ‧‧‧A‧‧‧ represents =C(CH ₃ )-, -C(CH ₃ )=, -C(=CH ₂ )-, -CH(CH ₃ )- or One or two or more kinds of the compounds represented by -C(OH)(CH ₃ )-.) and (B) one or more selected from the group consisting of diethylenetriamine pentaacetic acid and salts thereof .

[2] The composition according to [1], which contains (A) 0.0001 to 5% by mass.

[3] The composition according to [1] or [2], which contains (B) 0.005 to 2% by mass.

[4] The composition according to any one of [1] to [3], wherein the mass ratio (B)/(A) of (A) and (B) is 0.01 to 40.

[5] The composition according to any one of [1] to [4] wherein the (C) oil agent is contained in an amount of 0.01 to 10% by mass.

[6] The composition according to any one of [1] to [5] which contains (D) a lower alcohol.

[7] The composition according to any one of [1] to [6], which is a topical preparation for skin Makeup material.

[8] A method of stabilization of (A), characterized in that it is used

With respect to (A), the following general formula (1) is used: (In the formula (1), R ¹ represents -CH ₂ OH or -COOR ⁶ , R ⁶ represents hydrogen, a lower alkyl group having 1 to 3 carbon atoms or a cation capable of forming a salt with -COO ^- , R ² to R ⁵ Each independently represents a hydrogen atom or a methyl group, ‧‧‧A‧‧‧ represents =C(CH ₃ )-, -C(CH ₃ )=, -C(=CH ₂ )-, -CH(CH ₃ )- or One or two or more kinds of the compounds represented by -C(OH)(CH ₃ )-.), and (B) one or more selected from the group consisting of diethylenetriamine pentaacetic acid and salts thereof.

[9] The method according to [8], which is stabilized to include ester decomposition which inhibits decomposition of (A) or inhibits (A).

[10] A stabilizer of (A) characterized by comprising (B).

[11] The agent according to [10], which is characterized in that it inhibits decomposition of (A) or inhibits formation of an ester of (A).

Laudanic acid is stabilized by the present invention. Specifically, with this issue It is possible to maintain the residual amount of the labyrin acid in the composition over time. Further, the odor and appearance change of the composition containing the labousuric acid over time are also suppressed.

In this manual, when "~" is used to indicate a numerical range, the values at both ends of the range are included.

The composition of the present invention contains the component (A) and the component (B).

[ingredient (A)]

In the present invention, one or two or more compounds represented by the following general formula (1) are used as the component (A).

In the formula (1), R ¹ represents -CH ₂ OH or -COOR ⁶ , and R ⁶ represents hydrogen, a lower alkyl group having 1 to 3 carbon atoms or a cation capable of forming a salt with -COO ^- , and each of R ² to R ⁵ Independently representing a hydrogen atom or a methyl group, ‧‧‧A‧‧‧ represents =C(CH ₃ )-, -C(CH ₃ )=, -C(=CH ₂ )-, -CH(CH ₃ )- or - C(OH)(CH ₃ )-. The lower alkyl group having 1 to 3 carbon atoms may be a linear type or a branched type. A methyl group, an ethyl group, an n-propyl group, an iso-propyl group or the like can be mentioned as such an alkyl group. Further, Na ⁺ , K ⁺ , NH ₄ ⁺ or the like can be mentioned as a cation which can form a salt with -COO ^- . Further, in the present invention, the term "lauranic acid" is used to mean a compound represented by the above formula (1) unless otherwise specified.

The component (A) is preferably one or two or more kinds of the labyrin acid represented by the following formula (2).

In the general formula (2), three dotted lines indicate that one of them is a double bond, and the other is a single bond. Among the labousylic acids, more specifically, the following compounds are contained.

Compound 1: Laudanyl-8-ene-15-acid

Compound 4: Laudanyl-7-ene-15-acid

Compound 7: Labdanyl-8(17)-ene-15-acid

The compound other than the labothenic acid contained in the other formula (1) is preferably a compound of the following type of labranate.

Compound 10

The compound represented by the formula (1) can be obtained by chemical synthesis (for example, refer to the aforementioned Patent Document 5) and extraction from plants. The compound represented by the formula (1) can also be used as a composition of the present invention as a plant extract (for example, Labdanum Absolute , manufactured by Givaudan, etc.).

Regarding the plant species in which the compound represented by the general formula (1) is extracted, there is no particular limitation on the plant containing the compound, but Cistus ladaniferus L., Cistus creticus L., Cistus monoperiensis L., Cistus salvifolius (half day) are used. The plant body of the flower family is particularly advantageous. These can be used alone or in combination of two or more.

For the composition of the present invention, a crude extract or plant from a plant body can be used. The extract to be sold is used as the component (A) as it is, and the compound represented by the above formula (1) can be used as the component (A) by purifying the crude extract or the commercially available extract. For example, for a crude extract or a commercially available extract, molecular distillation is carried out under a reduced pressure of 0.1 to 0.5 mmHg, and a fraction of 160 ° C to 230 ° C is collected, and the fraction contains labronyl-7-ene-15. a mixture of acid, labdanyl-8(17)-ene-15-acid, labdanyl-8-ene-15-acid. These acid mixtures can be directly used as the component (A), and if necessary, an ester type, a salt, or a reduced form such as a methyl group or an ethyl group can be prepared, and a mixture thereof can be used. Laudanic acid can be further separated from the acid mixture. Specifically, the acid mixture was dissolved in ethanol, and reacted into an ethyl ester type under the condition that a catalytic amount of sulfuric acid coexisted, and then the tantalum-treated silica gel was subjected to a gel column chromatography. The column was washed with hexane and then precipitated with 1% ethyl acetate-hexane. First is labronyl-8-ene-15-acid ethyl ester, followed by labdanyl-7-ene-15-acid ethyl ester, labdanyl-8(17)-ene-15-acid ethyl ester The order is precipitated. The solvent was distilled off to obtain a pure ethyl ester type. The free acid can be obtained from the obtained ethyl ester type by hydrolysis. The methyl ester type can be obtained by further reacting the free acid with diazomethane. For a more detailed production method of the compound represented by the general formula (1), reference can be made to the aforementioned Patent Documents 1 to 5.

In the composition of the present invention, the content of the component (A) is not particularly limited, and may be determined in consideration of economy, solubility, stability, etc., regardless of the content of other components, and is 0.0001 to 5% by mass. In the present invention, the mass % is sometimes abbreviated as "%"), preferably 0.001 to 1%, more preferably 0.01 to 0.5%. Because this amount can make the function of the labdanic acid effective, and The stability of the labranic acid can be effectively obtained by the component (B) described later. In addition, when two or more types of compounds are contained as the component (A), the total amount of these compounds is the content of the component (A) unless otherwise specified. The other ingredients are the same.

[ingredient (B)]

The composition of the present invention may contain one or more selected from the group consisting of diethylenetriamine pentaacetic acid and salts thereof as component (B). Diethylenetriamine pentaacetic acid is a compound represented by the following formula.

According to the study of the inventors of the present invention, it was found that diamethylenetriamine pentaacetic acid and its salts are used for laboratories from the viewpoints of maintenance of time, prevention of odor, prevention of turbidity change and oil slick. Acids are particularly effective. The pyrosulfate, the fat-soluble antioxidant such as natural vitamin E and dibutylhydroxytoluene have no similar effect, and ethylenediaminetetraacetic acid which is often used as a chelating agent does not have the same effect.

The salt of diethylenetriamine pentaacetic acid which can be used as the component (B) is not particularly limited as long as it is allowed to be used as a medicine, food, cosmetic or external preparation for skin, and for example, a base is mentioned. a salt of a metal, a salt of an alkaline earth metal, a salt of a tertiary amine, or the like. A sodium salt or a potassium salt is particularly preferable. One or two or more kinds of components (B) may be used as needed. this In addition, when referring to "diethylenetriamine pentaacetic acid and its salts" in the present invention, unless otherwise specified, they include their anhydrates and solvates (for example, trisodium ethoxide pentaacetate trisodium hydrate) ()).

Diethylenetriamine pentaacetic acid and salts thereof which can be used as the component (B) in the composition of the present invention are commercially available and are easily available. A commercially available solution of about 40% aqueous solution of pentasodium diethylenetriamine pentaacetate (about 1.0 mol/L) can also be used as the component (B).

In the composition of the present invention, the content of the component (B) is not particularly limited, and economical, solubility, stability, and the like can be considered, and the chelating ability of the component can be appropriately designed. Preferably, 0.005~2% is preferred, 0.01~1% is preferred, 0.02~0.5% is better, and 0.06~0.2% is better. The amounts in these ranges are particularly suitable when using pentasodium diethylenetriamine pentaacetate as component (B). When a substance other than pentasodium diethylenetriamine pentaacetate is used as the component (B), the above amount can also be used as the equivalent amount using diamethylenediamine pentaacetic acid pentasodium.

Regardless of the amount of other components, the mass ratio of the component (B) to the component (A) may be (B) / (A) = 0.01 to 40, preferably 0.05 to 20, 0.1 to 10, and 0.6. 2 is preferred. Since the component (B) within this range can sufficiently contribute to the stabilization of the component (A).

[ingredient (C)]

The composition of the present invention may contain an oil agent as the component (C). Laudanic acid is not included in the component (C) of the present invention.

It can be used as an oil agent for the component (C) in the composition of the present invention, If it is allowed to be used as an additive for medicines, foods, cosmetics or external preparations for skin, there is no particular limitation, and liquid, paste or solid oils can be used. Specifically, the liquid oil is vegetable oil, hydrocarbon oil, synthetic or semi-synthetic ester oil, eucalyptus oil, etc., specifically, vegetable oil is avocado oil, linseed oil, almond oil, olive oil, almond oil, wheat germ oil, sesame oil, Rice germ oil, rice bran oil, safflower oil, soybean oil, corn oil, jojoba oil, macadamia nut oil, cottonseed oil, coconut oil, etc., and hydrocarbon oils include squalane and liquid paraffin. The synthetic or semi-synthetic ester oil can be exemplified by lanolin alcohol, lanolin acetate, lanolin fatty acid isopropyl ester, 2-hexyl decyl alcohol, monoisostearic acid N-alkyl diol, isostearic acid, triiso-hard Trimethylolpropane fatty acid ester, ethylene glycol di-2-ethylhexanoate, cetyl 2-ethylhexanoate, trimethylolpropane tris-2-ethylhexanoate, four-2 - pentaerythritol ethylhexanoate, cetyl octylate, oleyl oleate, octyl lauryl oleate, neopentyl glycol dicaprate, 2-ethylhexyl succinate, stearic acid Isocetyl ester, butyl stearate, di-2-ethylhexyl sebacate, cetyl lactate, myristyl lactate, distearyl malate, glyceryl triisostearate, three 2-ethylhexanoic acid glyceride, glyceryl monostearate, di-2-heptyl undecanoic acid glyceride, squalane, etc., the eucalyptus oil can be exemplified by methyl polyoxyalkylene, ethyl polyoxyn Alkane, ethylmethyl polyoxyalkylene, and the like. Further, the creamy oil may, for example, be cocoa butter, shea butter, castor oil, etc. in the vegetable oil, and the synthetic or semi-synthetic oil may be exemplified by hardened castor oil, hardened coconut oil, synthetic lanolin, and monostearic acid hardened castor oil. , monohydroxystearic acid hardened castor oil, hydroxystearic acid cholesteryl ester, dipentaerythritol fatty acid ester, N-lauroyl-L-glutamic acid-di(cholesteryl.docosyl.octyl-12 Alkyl), macadamia nut oil fatty acid phytosterol ester, The hydrocarbon oil can be exemplified by petrolatum or the like. The solid oil may, for example, be a vegetable oil, a carnauba wax, a candelilla wax, a beeswax, etc., and the hydrocarbon oil may be exemplified by ceresin, paraffin, paraffin wax, microcrystalline wax, stearic acid, Examples of the synthetic or semi-synthetic ester oils such as eucalyptus acid include 12-hydroxystearic acid, cetyl palmitate, polyethylene glycol distearate, and glyceryl tristearate. These oils can be used as needed. One or more.

The oil agent of the component (C) is a composition which contributes to the stability of the labdanic acid in the composition of the present invention. However, since the composition of the present invention determines the stability of the labdanic acid by the component (B), The content of the component (C) can be designed relatively freely.

When the component (C) is contained in the composition of the present invention, the upper limit value may be, for example, 10% or less, or 1% or less, or 0.5% or less, regardless of the content of the other components. The lower limit can be appropriately designed, but it may be, for example, 0.01% or more, 0.05% or more, or 0.1% or more, regardless of the content of other components. Since the effect of the component (A) is stabilized by the component (B) of the present invention is not impaired in this range.

[ingredient (D)]

The composition of the present invention may contain a lower alcohol as the component (D). Since the lower alcohol forms an ester with Laodanic acid, it may be disadvantageous to the stability of the labranic acid. However, in the composition of the present invention, the stability of the labranic acid is determined by the component (B). The lower alcohol refers to a linear or branched alcohol having 2 to 5 carbon atoms.

The lower alcohol which can be used as the component (D) is not particularly limited as long as it is allowed to be added as a medicine, a food, a cosmetic or an external preparation for skin. For example, ethanol, n-propanol, isopropanol, n-butanol, etc. are mentioned. A particularly good example is ethanol. One or a mixture of two or more may be used as the component (D) as needed.

The content of the component (D) in the composition of the present invention is, for example, 0.5 to 50%, preferably 1 to 30%, and preferably 2 to 15%, regardless of the content of the other components. Since the effect of the component (A) is stabilized by the component (B) of the present invention is not impaired in this range.

[Other ingredients]

In the composition of the present invention, in addition to the above components, various components which are allowed to be added as medicine, food, cosmetic or external preparation for skin, for example, water (pure water, hot spring water, deep ocean) are also included. Water, etc., surfactants (emulsifiers, solubilizers, suspending agents, stabilizers, etc.), antioxidants, preservatives, gelling agents, alcohols, film forming agents, pigments, perfumes, deodorants, salts, pH regulator, cooling agent, chelating agent, keratolytic agent, enzyme, vitamins, etc. From among these, specific examples are as follows.

The surfactant is used for emulsification and solubilization of an oil agent or the like, and an anionic, cationic, nonionic, and ionic active agent can be used.

Whether it is a chemical synthetic product or a natural product, it can be used as a thickener as a carboxyvinyl polymer, carrageenan, agar, xanthan gum, dextrin fatty acid ester, organically modified clay mineral, and the like. Moreover, these ingredients can be used not only for tune The viscosity of the whole system can also be used for gelling, moisturizing, and forming a film.

As the powder, regardless of the shape and size of the particles, the presence or absence of porosity, the crystal structure, etc., in order to improve the usability and the feeling of use, it is also possible to perform the compounding and surface treatment. For use, talc, mica, sericite, anhydrous citric acid and other inorganic powders, nylon powder and other organic powders, fish scale foil, bismuth oxychloride and other pearl pigments, iron oxide, carbon black, ultramarine and other inorganic pigments, tar pigments and The precipitated color, natural pigment, titanium oxide, fine particle titanium oxide, zinc oxide, fine particle zinc oxide, and the like. In particular, once the fine particle titanium oxide and the fine particle zinc oxide are contained, the effect of the present invention can be further enhanced, which is preferable.

In addition to the component (B), a buffer such as EDTA or a buffer such as lactic acid-sodium lactate may be further used as the pH adjuster in order to prevent deterioration of the component quality in the system.

Examples thereof include vitamins, hormones, and various components containing automatic plant and microbial extracts. For example, antibacterial agents are used for the purpose of preventing and improving acne, and benzoic acid and sodium benzoate may be mentioned. Parabens, p-chloro-m-cresol, chlorinated dimethylammonium hydroxide, phenoxyethanol, isopropylmethylphenol, and the like. By combining these ingredients, it is possible to suppress pigmentation caused by bacterial dermatitis such as acne, and further exert an effective whitening and/or skin-beautifying effect and anti-aging effect. The active oxygen scavenger is used for the purpose of suppressing the production of lipid peroxide by ultraviolet rays, and examples thereof include superoxide dismutase, catechin and derivatives thereof, thiamines (thioamine hydrochloride, thiamine sulfate), Riboflavins (riboflavin, riboflavin acetate, etc.), pyridoxine (pyridoxine hydrochloride, pyridinium dioctanoate, etc.), nicotinic acid (nicotine) Vitamin B such as acid amide, niacin phthalate, etc. By using these active oxygen removers, it is possible to suppress stagnation, exert a more effective whitening and/or skin-beautifying effect and anti-aging effect. The blood circulation promoting agent is used for the purpose of promoting the discharge of melanin by promoting blood flow to the skin, and examples thereof include capsicum and γ-mysterol, and examples thereof include lipase and papain. By combining these ingredients, you can further exert effective whitening and/or skin-beautifying effects.

Other components which further enhance the effects of the present invention by use together include proteins or derivatives thereof or hydrolysates and salts thereof (collagen, elastin, keratin, etc.), mucopolysaccharides and derivatives thereof ( Hyaluronic acid, chondroitin sulfate, etc., amino acids and derivatives thereof (histamine, serine, glycine, theanine, aspartic acid, arginine, pyrrolidone carboxylic acid, etc.), sugars (sorbitol, erythritol, trehalose, inositol, glucose, xylitol, sucrose and its derivatives, dextrin and its derivatives, honey, etc.), D-pantoic acid and its derivatives, glycolipids , ceramide, tomorrow leaf extract, avocado extract, hot spring water, mallow extract, ramie extract, formononet extract, oat extract, hazelnut extract, mountain white bamboo extract, burdock extract , wheat extract, saponin extract, spirea extract, ginger extract, western mint (mint) extract, thyme (thyme) extract, camellia extract, erect potentilla extract, incense Parsley extract, peppermint extract, North American witch hazel , rose extract, cypress extract, sunflower extract, fake leaf tree extract, black dates extract, loofah extract, linden extract, pine extract, alfalfa extract, mucin, cornflower extract, lavender extract , apple extract, gentian (gentiana) extract, etc. By further fitting Jojoba oil, macadamia nut oil, olive oil, almond oil, peach kernel oil, safflower oil, sunflower oil, avocado oil, white mango seed oil, camellia seed oil, almond oil, white Su oil, sesame oil, Borage oil, cocoa butter, shea butter, etc., can exert a more effective whitening and/or skin-beautifying effect, and look forward to achieving a translucent skin (alias of plants, Chinese medicines in parentheses) Name, etc.).

[Production method]

The composition of the present invention can be produced by a usual method. In a typical method, the component (B) is added to a mixture of the water-soluble components, and the oily component containing the component (A) is uniformly mixed and added while stirring.

[Stability evaluation method and evaluation criteria]

The composition obtained by the present invention does not deteriorate and maintains the content of the component (A) even after long-term storage, and the change in odor and appearance is suppressed. The degree of stability can be appropriately determined according to the existing methods and judgment criteria applicable to cosmetics or external preparations for skin. For example, the evaluation can be made by comparing the residual amount of labothenic acid at the time of storage at 50 ° C for one month and the initial value. At this time, if the labothelic acid can be maintained at 95% or more without decomposition, it can be evaluated as extremely stable. Further, the odor and the stability of the preparation (turbidity change, oil slick) can be judged by sensory evaluation by an expert. Further, in the case of a relatively transparent dosage form, the change in appearance can be evaluated by the value of the absorbance.

[composition type, use]

The composition of the present invention can be used as a cosmetic or an external preparation for skin. Further, the form of the composition of the present invention is not particularly limited, and examples thereof include a lotion, an oil-in-water type or a water-in-oil type emulsion, a beauty liquid, a massage material, and a mask material. The skin external preparation of the present invention is an external preparation for skin for skin care, and is particularly excellent as a skin external preparation for skin whitening and/or an external preparation for skin anti-aging. In addition, the term "beauty skin" in this manual is necessary to include, for example, inhibiting pigmentation, skin dryness, preventing and improving skin blackening due to sun exposure, preventing and improving spots, freckles, wrinkles, etc. The interpretation of "whitening" and "anti-aging" should be understood as being included in this scope.

The composition of the present invention may be formulated into a composition of various dosage forms such as a solid agent, a semi-solid agent, and a liquid agent depending on the purpose of use. In general, in a liquid having a low viscosity, since the composition easily flows and the oil component is small, the stability of the component (A) is poor. However, according to the present invention, even in a dosage form having a relatively low viscosity, the component (A) does not deteriorate and maintains the content, and the change in odor and appearance is suppressed. Therefore, the composition of the present invention can be made into various dosage forms including a lotion having a relatively low viscosity. More specifically, the composition of the present invention, as a basic cosmetic, can be used as a cleansing agent, facial cleanser, lotion, lotion, cream, massage products, facial mask products, beauty liquid. Gel, lip care products, etc.; as a base makeup, can be made into foundation, powder, makeup before the milk, concealer, etc.; as a key makeup cosmetics, can be made into lipstick, lip gloss. Lip liner, blush Products, eye shadows, eyeliner, mascara, eyebrow pencil products, etc.; as a body cosmetics, can be made into soap, liquid detergent, sunscreen, bathing agent, etc.; as a hair or scalp cosmetics, can be made into a wash Hair essence, moisturizing essence, hair care lotion, styling agent, hair nourishing liquid, hair growth agent, scalp care, etc. Moreover, it can be made into a plaster, an ointment, a patch, an elixir, a lotion, a coating agent, a patch, and a gel (spray).

Moreover, the compositions of the present invention can be made into kits or packaged products. In addition to the compositions of the present invention, such protocols may also include methods of use and effects such as those described above. Effective person (for example, box, container, label, instruction manual, tag).

The composition of the present invention can be made into a food composition. When referring to foods in the present invention, in addition to solid foods, liquid foods (for example, soups, drinks, beverages) are also included. Furthermore, it includes specific health foods, health foods, and functional foods. As a specific form of the food composition, a tablet, a capsule, a pill, a pastry, a bread, a yogurt, a jelly, a frozen dessert, a candy, a chewing gum, a tea beverage such as green tea, oolong tea, and black tea; apple juice, Grapefruit juice, orange juice and other juices; with juice drinks; with vegetable juice drinks; coffee drinks; cocoa drinks; milk and other milk drinks; carbonated drinks such as cola and soda; sports drinks; soy milk; mineral water; Dietary drinks; nutritional supplements; alcoholic beverages such as beer, sparkling wine, red wine, Japanese sake.

The composition of the present invention can be used as a fragrance composition. The fragrance composition of the present invention can be made into a liquid state, a semi-solid state or a solid state. As a specific form of the composition of the fragrance, there may be mentioned a balm, an aroma stick, an indoor fragrance, and the like.

[Examples]

Hereinafter, the present invention will be described in more detail with reference to the examples, test examples and examples, but the invention is not limited thereto.

[Manufacturing Example 1: Production of Laudanic Acid]

Laudanic acid can be produced according to the method of the aforementioned Patent Document 5. Namely, a commercially available sclareol (molecular formula: C ₂₀ H ₃₆ O ₂ , molecular weight: 308.499, CAS No.: 515-03-7) was used as a starting material. Boric acid, 1-butanol, toluene, and ammonium vanadium (V) were added to the starting material, and after replacement with nitrogen, an aqueous solution of sodium carbonate was added with stirring. The mixture was heated and the reaction temperature was gradually raised while removing the generated water, and the reaction was carried out at 140 ° C for several hours. After completion of the reaction, the mixture was cooled, and an aqueous NaOH solution was added thereto, and the produced boric acid ester was hydrolyzed and separated by liquid separation. Next, 1-butanol and toluene were recovered by heating under reduced pressure. 1,2,4-Trimethylbenzene was added thereto, and the allyl primary alcohol compound was obtained by washing several times with water.

The obtained allyl primary alcohol compound in 1,2,4-trimethylbenzene solution was placed in a reaction vessel, and after nitrogen substitution, the temperature of the reaction solution was adjusted to 31 ° C, and [RuCl ₂ (p-methyl group) was added. Propylbenzene) and tris(4-methoxyphenyl)phosphine are replaced by nitrogen, heated, and reacted at 170 to 180 ° C for several hours. Then, it was cooled and treated as a reaction to obtain an aldehyde compound.

The 1,2,4-trimethylbenzene solution of the aldehyde compound was added with acetic acid, H ₂ NSO ₂ OH, and water, and then cooled to -5 ° C, followed by dropwise addition of an 80% NaClO ₂ aqueous solution. After standing for several hours, a 20% aqueous solution of Na ₂ SO _{3 was} added dropwise. Thereafter, the peroxide was decomposed by stirring at 40 to 50 ° C for 30 minutes. After separation by liquid separation, the mixture was washed with 5% aqueous sodium chloride to obtain a hydroxycarboxylic acid compound.

To the 1,2,4-trimethylbenzene solution of the obtained hydroxycarboxylic acid compound, a 20% sulfuric acid aqueous solution was added, and the dehydration reaction was carried out for several hours while removing water while heating under reflux at 170 ° C to 176 ° C. After completion of the reaction, it was cooled, and a 28% sodium methoxide methanol solution was added to convert the carboxylic acid into a sodium salt. Water was added thereto, the upper layer was removed, and the lower layer was washed several times with heptane, then heptane and a 20% aqueous sulfuric acid solution were added, and the free carboxylic acid was extracted to a heptane layer. Distillation under reduced pressure to obtain a mixture of labdanyl-8-ene-15-acid, labdanyl-7-ene-15-acid and labdanyl-8(17)-ene-15-acid (hereinafter, mentioned "Lauronic acid obtained in Production Example 1" means "the object").

[Examples 1 to 6: Manufacturing and evaluation of cosmetics] 1. Manufacturing method

Comparative Examples 1 to 5 and Examples 1 to 6 were produced in accordance with the ratios shown in Table 1. The manufacturing method is as follows.

A. The components (1) to (7) and the components (8) to (9) are each dissolved and mixed.

B. The components (10) to (17) are uniformly mixed, and then added to A while stirring.

C. A cosmetic is obtained after defoaming.

2. Evaluation methods and evaluation criteria

The evaluation was carried out according to the methods and criteria shown below.

(1-1) Evaluation method of stability of labranic acid

The amount of labothenic acid remaining at 50 ° C for one month was compared with the initial value. The peak intensity was measured by HPLC. The residual rate is calculated from the calibration curve.

(1-2) Evaluation criteria for stability of labranic acid

○ Residual rate of 95% or more

△ residual rate of 90% or more, less than 95%

× residual rate is less than 90%

(2-1) Evaluation method of odor

The odor of the storage product at 50 ° C for one month was compared with the odor of the storage product at room temperature for one month. The evaluation was conducted by a panel of experts in the evaluation of spices.

(2-2) Evaluation criteria for odor

○ no change

△ only a few changes

×Change

(3-1) Evaluation method of formulation stability

The cosmetic was placed in a glass bottle, and the stability (turbidity change, oil slick) of the preparation after storage at 50 ° C for one month was observed. The evaluation was conducted by a panel of cosmetic evaluation experts.

(3-2) Evaluation criteria for odor

○No change in turbidity or oil slick

△has turbidity change, but no oil slick

×With oil slick

3. Results

The results are shown in Table 1.

It can be seen from Table 1 that compared with the widely used antioxidant sodium metabisulfite, the chelating agent disodium edetate, the fat-soluble antioxidant natural vitamin E and dibutylhydroxytoluene, the inhibition of pentasodium diethylenetriamine pentaacetate The effect of low residual rate of labranic acid is very good. Moreover, it is also excellent in suppressing odor, turbidity change, and oil slick.

[Example 6: Facial cleanser]

The following ingredients (1) to (13) were heated and mixed at 70 ° C to obtain a facial cleanser.

(ingredient) (%)

(1) N-coconut oil 醯-L-glutamic acid triethanolamine 20.0

(2) Lauryl dimethylaminoacetate betaine 10.0

(3) Coconut oil fatty acid diethanolamide 3.0

(4) Coconut oil fatty acid potassium 5.0

(5) Stearic acid 2.0

(6) Glycerin 20.0

(7) Polyethylene glycol 400 5.0

(8) erythritol 2.0

(9) Propylene glycol 10.0

(10) Preservatives

(11) Dimethyltriamine pentaacetic acid pentasodium 40% aqueous solution 1.0

(12) Laudanic acid obtained in Production Example 1 0.5

(13) pure water residual amount

[Example 7: Emulsion]

The following components (1) to (9) were heated and mixed to 70 °C. To the mixture, the mixture was mixed and heated at 70 ° C (10) to (13) and (18), cooled, and further mixed (14) to (17) to obtain an emulsion.

(ingredient) (%)

(1) Hydrogenated soybean phospholipids 3.0

(2) cholesterol 0.2

(3) Polyoxyethylene (5) cetyl ether 0.2

(4) Polyoxyethylene (10) hydrogenated castor oil 1.0

(5) Cetearyl alcohol 2.0

(6) Olive Squalane 5.0

(7) Dipropylene glycol 7.0

(8) 1,3-butanediol 5.0

(9) Laudanic acid obtained in Production Example 1 0.1

(10) Sodium pyrrolidone carboxylic acid 0.1

(11) Trimethylglycine 2.0

(12) Hydroxypropyl methylcellulose 0.1

(13) Carboxyvinyl polymer 0.2

(14) Potassium hydroxide 0.1

(15) Preservatives

(16) Spices

(17) Dimethyltriamine pentaacetic acid pentasodium 40% aqueous solution 0.2

(18) Pure water residual amount

[Example 8: Emulsion]

The following components (13) to (18) were heated and mixed, and when the temperature was kept at 70 ° C, the components (1) to (12) were heated and mixed, and then emulsified. After cooling, the components (19) to (21) after cooling are added, and the mixture is uniformly mixed to prepare an emulsion.

(ingredient) (%)

(1) sorbitan monostearate 0.3

(2) Polyoxyethylene (20) sorbitan monooleate 0.1

(3) lipophilic glyceryl monostearate 0.2

(4) Stearic acid 0.5

(5) Cetyl alcohol 0.5

(6) Squalane 3.0

(7) Liquid paraffin 4.0

(8) Tris-2-ethylhexanoate 2.0

(9) dimethyl polyoxane 1.0

(10) hydrogenated soybean phospholipid 0.1

(11) acetic acid-dl-α-tocopherol*1 0.05

(12) Preservatives

(13) Carboxyvinyl polymer 0.1

(14) Sodium hydroxide 0.05

(15) Glycerin 5.0

(16) 1,3-butanediol 7.0

(17) Pure water residual amount

(18) Dimethyltriamine pentaacetic acid pentasodium 40% aqueous solution 0.1

(19) Ethanol 5.0

(20) Laudanic acid obtained in Production Example 1

(21) Spices

[Example 9: Gel cosmetic]

The following components (1) to (5) and (16) were heated and mixed, and when they were kept at 70 ° C, the mixture was mixed and heated at 70 ° C (6) to (10), and then cooled to room temperature. Further, mixing (11) to (15) was added to prepare a gel cosmetic.

(ingredient) (%)

(1) Methylcellulose 2.0

(2) Xanthan gum 1.0

(3) sodium alginate 0.2

(4) Alkyl modified carboxyvinyl polymer 0.2

(5) Sodium hyaluronate 1% aqueous solution 2.0

(6) Glycerin 10.0

(7) Polyethylene glycol 2000 1.0

(8) Methyl glucose 2.0

(9) hydrogenated egg yolk phospholipid 0.2

(10) Phytosterol 0.1

(11) Sodium hydroxide 0.1

(12) Preservatives

(13) Spices

(14) Laudanic acid obtained in Production Example 1

(15) Dimethyltriamine pentaacetic acid pentasodium 40% aqueous solution 0.05

(16) pure water residual amount

[Example 10: Oil gel cosmetic]

The following components (1) to (9) were heated and mixed at 70 ° C, and cooled to room temperature. In this mixture, a mixture of (10), (15), and (16) was added, and further (11) to (14) were added to prepare an oil gel cosmetic.

(ingredient) (%)

(1) Polyoxyethylene (20) polyoxypropylene (4) cetyl ether 1.0

(2) Polyoxyethylene (20) glyceryl triisostearate 0.2

(3) Alkyl modified carboxyvinyl polymer 0.2

(4) Glycerin 10.0

(5) Dipropylene glycol 2.0

(6) 1,3-butanediol 5.0

(7) Polyoxyethylene (10) methyl glucose 0.2

(8) Tris-2-ethylhexanoic acid glyceride 75.0

(9) Squalane 2.0

(10) Triethanolamine 0.1

(11) Preservatives

(12) Spices

(13) Dibutylhydroxytoluene 0.002

(14) Laudanic acid obtained in Production Example 1 0.03

(15) Dimethyltriamine pentaacetic acid pentasodium 40% aqueous solution 0.15

(16) pure water residual amount

[Example 11: lotion]

After the following components (1) to (9), (12), and (17) are mixed and dissolved, the mixture is added to the components (10), (11), (13) to (16), and (18) to (19). In the mixture after the dissolution, the lotion is prepared by mixing.

(ingredient) (%)

(1) Macadamia Nut Oil 0.01

(2) Laudanic acid obtained in Production Example 1 0.1

(3) Cetyl octanoate 0.01

(4) Tris-2-ethylhexanoate glycerin 0.01

(5) Acetic acid-dl-α-tocopherol 0.02

(6) Sorbitol sesquioleate 0.1

(7) Polyoxyethylene (20) sorbitan monooleate 0.1

(8) Polyoxyethylene (8) alkyl ether phosphate 0.2

(9) Ethanol 10.0

(10) Sorbitol (70% aqueous solution) 5.0

(11) Glycerin 1.0

(12) 2-hydroxy-4-methoxybenzophenone 0.2

(13) Sodium 2-hydroxy-4-methoxybenzophenone-5-sulfonate 0.2

(14) Lactic acid (50% aqueous solution) 0.1

(15) Sodium lactate (50% aqueous solution) 0.3

(16) Preservatives

(17) Spices

(18) Dimethyltriamine pentaacetic acid pentasodium 40% aqueous solution 0.1

(19) Pure water residual amount

[Example 12: lotion]

The mixture of the components (1) to (9) is mixed and dissolved, and the mixture obtained by mixing and dissolving (10) to (15) is added, and a lotion is prepared by mixing.

(ingredient) (%)

(1) γ-sucrose linoleic acid ester 0.05

(2) Monoisostearic acid polyoxyethylene (50) hydrogenated castor oil 1.0

(3) Isobaronic acid L-ascorbic acid 0.1

(4) Polyoxyethylene (10) alkyl ether phosphate 0.1

(5) Octylmethoxycinnamic acid 0.05

(6) Glycerin 3.0

(7) Laudanic acid obtained in Production Example 1

(8) 1,3-butanediol 5.0

(9) Ethanol 8.0

(10) Sodium citrate 0.02

(11) Citric acid 0.05

(12) Preservatives

(13) Spices

(14) Dimethyltriamine pentaacetic acid pentasodium 40% aqueous solution 0.15

(15) pure water residual amount

[Example 13: White turbid lotion]

The mixture of the following components (1) to (10) was mixed and dissolved, and the mixed solution of (11) to (16) was added and mixed to prepare a white turbid lotion.

(ingredient) (%)

(1) Polyoxyethylene (60) hydrogenated castor oil 0.7

(2) Polyoxyethylene alkyl ether sodium phosphate 0.2

(3) Cholesterol 0.01

(4) hydrogenated egg yolk phospholipids 0.02

(5) dimethyl polyoxane 0.05

(6) Acetic acid-dl-α-tocopherol 0.5

(7) 2-ethylhexyl p-methoxycinnamate 0.2

(8) Laudanic acid obtained in Production Example 1 0.1

(9) Ethanol 15.5

(10) Polyethylene glycol 6000 0.2

(11) Citric acid 0.01

(12) Disodium hydrogen phosphate 0.2

(13) Preservatives

(14) Spices

(15) Dimethyltriamine pentaacetic acid pentasodium 40% aqueous solution 0.2

(16) pure water residual amount

[Example 14: Beauty liquid]

The mixture of the components (1) to (7) is mixed and dissolved at 70 ° C, and the mixture of the components (8) to (13), (17) is heated and mixed at 70 ° C and cooled to room temperature, and the components ( 14)~(16) Adding and mixing to make a viscous beauty liquid.

(ingredient) (%)

(1) Iso-stearic acid polyoxyethylene (50) hydrogenated castor oil 0.2

(2) hydrogenated soybean phospholipids 0.5

(3) Glycerol 7.0

(4) dl-α-tocopherol 0.3

(5) Laudanic acid obtained in Production Example 1

(6) Cholesterol 0.1

(7) Ethanol 6.0

(8) Sodium 2-hydroxy-4-methoxybenzophenone-5-sulfonate 0.2

(9) L-ascorbyl magnesium phosphate 0.5

(10) Citric acid 0.01

(11) Sodium Citrate 0.1

(12) Xanthan gum 0.1

(13) Methylcellulose 0.1

(14) Preservatives

(15) Spices

(16) Dimethyltriamine pentaacetic acid pentasodium 40% aqueous solution 1.0

(17) Pure water residual amount

[Example 15: Sunscreen lotion]

The components (1) to (10) are mixed at room temperature to be dispersed into a slurry. Among them, a sunscreen lotion was prepared by mixing the components (11) to (16) dissolved at room temperature.

(ingredient) (%)

(1) Neopentyl glycol diacetate 10.0

(2) 2-ethylhexyl p-methoxycinnamate 5.0

(3) Octamethylcyclotetraoxane 10.0

(4) Decamethylcyclopentaoxane 10.0

(5) Dimethyl polyoxane 5.0

(6) Microparticle titanium oxide 10.0

(7) Microparticle zinc oxide 5.0

(8) Polyolefin-based modified organopolyoxane 5.0

(9) Nylon powder 2.0

(10) Polyethylene end 1.0

(11) Glycerin 5.0

(12) Ethanol 5.0

(13) Laudanic acid obtained in Production Example 1

(14) Preservatives

(15) Dimethyltriamine pentaacetic acid pentasodium 40% aqueous solution 0.05

(16) pure water residual amount

[Example 16: Water-in-oil type sunscreen]

The components (1) to (9) were heated and mixed at 70 °C. Among them, Tim

Adding the mixed ingredients (10) to (16) at 50 ° C to obtain the oil

Water-based sunscreen.

(ingredient) (%)

(1) Polyoxyalkylene modified organopolyoxane 2.0

(2) Octylmethoxy palmitic acid 15.0

(3) Decamethylcyclopentaoxane 20.0

(4) Sanshucin glyceride 1.0

(5) Micronized zinc oxide 12.0

(6) Microparticle titanium oxide 3.0

(7) p-Methoxycinnamate-2-ethylhexyl acetate 7.0

(8) 4-tert-butyl-4'-methoxydibenzoylmethane 1.0

(9) Baisu oil 0.05

(10) Dipropylene glycol 5.0

(11) Ethanol 5.0

(12) Polyethylene end 3.0

(13) Laudanic acid obtained in Production Example 1

(14) Preservatives

(15) Dimethyltriamine pentaacetic acid pentasodium 40% aqueous solution 0.1

(16) pure water residual amount

[Example 17: Water-in-oil cream]

The components (1) to (8) are heated and mixed at 70 ° C, and the components (9) to (16) and (17) to (19) which are heated and mixed at 50 ° C are added thereto to prepare a oil pack. Water cream.

(ingredient) (%)

(1) Hydrogenated soybean phospholipids 0.05

(2) Polyoxyalkylene modified organopolyoxane 2.0

(3) Cholesteryl hydroxystearate 2.0

(4) Cholesterol 2.0

(5) Squalane 2.0

(6) Decamethylcyclopentaoxane 7.0

(7) Diisooctanoic acid glycol ester 15.0

(8) Sodium 2-hydroxy-4-methoxybenzophenone-5-sulfonate 1.0

(9) L-ascorbyl magnesium phosphate 3.0

(10) Sodium citrate 0.5

(11) Disodium edetate 0.05

(12) Ethanol 2.0

(13) 1,3-butanediol 5.0

(14) Crystalline cellulose 2.0

(15) Spherical nylon end 1.0

(16) Laudanic acid obtained in Production Example 1 0.03

(17) Preservatives

(18) Dimethyltriamine pentaacetic acid pentasodium 40% aqueous solution 0.1

(19) Pure water residual amount

[Example 18: Cream]

The following components (1) to (10) are heated and mixed at 70 ° C, and the components (11) to (13) and (20) which are heated and mixed at 70 ° C are added to the mixture, and further, the mixed components are further added. (14), ~(19), obtained by cooling to room temperature to obtain a cream.

(ingredient) (%)

(1) Cetearyl alcohol 3.0

(2) Glycerol fatty acid ester 2.0

(3) Polyoxyethylene (20) sorbitan monooleate 1.0

(4) sorbitan monostearate 1.0

(5) N-stearyl sulfhydryl-N-methyl taurine sodium 0.5

(6) Vaseline 5.0

(7) Dimethyl polyoxane 3.0

(8) Tris-2-ethylhexanoic acid glyceride 20.0

(9) Laudanic acid obtained in Production Example 1 0.5

(10) titanium oxide 0.3

(11) Dipropylene glycol 10.0

(12) L-ascorbyl magnesium phosphate 3.0

(13) Sodium citrate 0.5

(14) Dipotassium glycyrrhizinate 0.1

(15) Lactic acid (50% aqueous solution) 0.1

(16) Disodium edetate 0.03

(17) Preservatives

(18) Dimethyltriamine pentaacetic acid pentasodium 40% aqueous solution 1.0

(19) Spices

(20) pure water residual amount

[Example 19: Mask Cosmetics]

The following components (1) to (6) and (15) were heated and mixed at 70 ° C, and a mixture of components (7) to (14) was added to the mixture cooled to room temperature to prepare a mask cosmetic.

(ingredient) (%)

(1) Polyvinyl alcohol 15.0

(2) Glycerin 10.0

(3) Polyoxyethylene (10) methyl glucose 3.0

(4) Tricaprylin 5.0

(5) Polyoxyethylene alkyl ether sodium phosphate 1.0

(6) Laudanic acid obtained in Production Example 1 0.1

(7) Ethanol 20.0

(8) Kaolin 2.0

(9) Titanium oxide 2.0

(10) Lactic acid (50% aqueous solution) 0.5

(11) Sodium lactate (50% aqueous solution) 0.5

(12) Preservatives

(13) Spices

(14) Dimethyltriamine pentaacetic acid pentasodium 40% aqueous solution 0.25

(15) pure water residual amount

[Example 20: liquid foundation]

The following components (1) to (7) were heated and mixed, and the components (13) to (18) were added to the mixture, and the mixture was kept at 70 °C. In the case where the ingredients (8) to (12) were mixed and kept at 70 ° C, the previous mixture was added and uniformly emulsified. After cooling, components (19) to (21) were added to prepare a liquid foundation.

(ingredient) (%)

(1) Dipentaerythritol fatty acid ester 2.0

(2) Liquid paraffin 5.0

(3) Stearic acid 2.0

(4) Cetyl alcohol 1.0

(5) Self-emulsified glyceryl monostearate 1.0

(6) 2-ethylhexyl p-methoxycinnamate 8.0

(7) Laudanic acid obtained in Production Example 1

(8) Glycerin 5.0

(9) Triethanolamine 1.0

(10) Carboxymethylcellulose 0.2

(11) Bentonite 0.5

(12) Pure water residual amount

(13) Preservatives

(14) Titanium oxide 6.0

(15) Microparticle titanium oxide 2.0

(16) Microparticle zinc oxide 4.0

(17) Mica 2.0

(18) Talc 4.0

(19) Coloring pigments

(20) Dimethyltriamine pentaacetic acid pentasodium 40% aqueous solution 0.15

(21) Spices

The various cosmetic materials of Examples 6 to 20 are excellent in stability over time, and are applied to the skin to prevent and improve skin stagnation, plaque, and freckles caused by sun exposure, etc., and cause aging It is excellent in wrinkles and slacks, and is a cosmetic that creates a translucent and beautiful skin.

[Example 21: Oily solid fragrance composition (indoor fragrance)]

(prescription) (%)

Stearic acid 5

2. Paraffin residue

3. Dimethyl polyoxane (200mm ² / s) 0.5

4. Laudanic acid obtained in Production Example 1 0.1

5. Hydrogenated polyisobutylene 5

6. Diethylenetriamine pentaacetic acid pentasodium 40% aqueous solution 0.1

7. Spices 30

(method of law)

A. Heat the ingredients (1) to (4) at 110 ° C and mix well.

B. Add (5) to (7) to (A) and mix well.

C. After defoaming B under reduced pressure, it was filled in a container at 80 ° C and cooled to prepare an indoor fragrance.

[Example 22: Ointment]

The ointment of the following composition was prepared in the following manner.

A. The ingredients (6) to (10) were heated and mixed and maintained at 75 °C.

B. The ingredients (1) to (5) were heated and mixed and maintained at 75 °C.

C. Slowly add B to A to make an ointment.

(ingredient) (%)

(1) Stearic acid 18.0

(2) Cetyl Alcohol 4.0

(3) Acetic acid-dl-α-tocopherol 0.2

(4) Methylparaben 0.1

(5) Laudanic acid obtained in Production Example 1 0.2

(6) Triethanolamine 2.0

(7) Glycerin 5.0

(8) Dipotassium glycyrrhizinate 0.5

(9) Dimethyltriamine pentaacetic acid pentasodium 40% aqueous solution 0.1

(10) Pure water residual amount

The indoor fragrance obtained in Example 21 and the ointment obtained in Example 22 were all excellent in the stability of the labranic acid and the stability of the preparation.

Claims (7)

A composition characterized by comprising: (1): (In the formula (1), R ¹ represents -CH ₂ OH or -COOR ⁶ , R ⁶ represents hydrogen, a lower alkyl group having a carbon number of 1-3 or a cation capable of forming a salt with -COO ^- , R ² to R ⁵ Each independently represents a hydrogen atom or a methyl group, ‧‧‧A‧‧‧ represents =C(CH ₃ )-, -C(CH ₃ )=, -C(=CH ₂ )-, -CH(CH ₃ )- or One or two or more kinds of the compounds represented by -C(OH)(CH ₃ )-) and (B) are selected from the group consisting of diethylenetriamine pentaacetic acid and salts thereof. The composition of claim 1 which contains (A) 0.0001 to 5% by mass. The composition of claim 1 or 2, which contains (B) 0.005 to 2% by mass. The composition according to any one of claims 1 to 3, wherein the mass ratio (B)/(A) of (A) and (B) is 0.01 to 40. The composition according to any one of claims 1 to 4, wherein the (C) oil agent is contained in an amount of 0.01 to 10% by mass. The composition according to any one of claims 1 to 5, which contains (D) a lower alcohol. The composition according to any one of claims 1 to 6, which is a skin external preparation or a cosmetic.