JP6157185B2 - Skin external preparation with cooling sensation - Google Patents

Description

  The present invention relates to an external preparation for skin having a cold feeling, and more particularly to an external preparation for skin having excellent cooling feeling.

In recent years, a cooling sensation cosmetic containing a so-called cooling sensation agent that gives a cooling sensation when applied to the skin has been widely used in recent years because a refreshing sensation can be obtained during use. In summer, when sweating or the like causes discomfort to the skin, cool cosmetics are particularly used to remove the discomfort of the skin with a refreshing feeling.

These cooling sensation cosmetics are required to have characteristics that the cooling sensation lasts for a long time and that the refreshing sensation can be enjoyed for a long time. In order to solve such a problem, various cooling sensation agents having different cooling sensation peaks have been developed, and a cooling sensation cosmetic compounded with the cooling sensation agent and imparting a cooling sensation sustained effect has been disclosed.

For example, cosmetics containing two types of cooling sensation agents having different cooling sensation peaks (see, for example, Patent Literature 1, Patent Literature 2 and Patent Literature 3), a cooling sensation agent and a warming sensation agent are used in combination to provide a cooling sensation Cosmetics to be amplified (for example, see Patent Document 4) and cosmetics (for example, see Patent Document 5) in which two types of cooling agents having different cooling sensation peaks and a sensory extender are used together are disclosed. However, in these cosmetics, there is a case where the cooling feeling duration is insufficient, and the time for feeling the cooling feeling peak is too different.

Further, a composition containing three kinds of cooling sensation agents having different cooling sensation peaks (see, for example, Patent Document 6) is also known, but the use of the composition is a chewing gum that gives a refreshing feeling to the oral cavity. In addition, a skin external preparation containing three types of cooling sensation agents having different cooling sensation peaks, particularly, a cooling sensation cosmetic for the whole body has not been known.

JP 09-217083 A JP 2002-80335 A JP 2003-73248 A JP 2000-44924 Special table 2002-542176 Special table 2009-519003

This invention makes it a subject to provide the skin external preparation which is excellent in the sustainability of the cold feeling when apply | coated to skin, and can feel a refreshing feeling for a long time.

In view of the above-described problems of the prior art, the inventors have intensively studied for external preparations for skin that have a long-lasting cooling sensation and feel a refreshing feeling for a long time. It has been found that an external preparation for skin containing three specific cooling sensation agents has a solution to the problem and has led to the present invention. That is, the present invention is as follows.
(1) A skin external preparation comprising the following components A) to C).
A) menthol B) compound having menthyl group and OH group C) menthol ester of carboxylic acid (2) further containing polyoxyethylene-added castor oil.
(3) The external preparation for skin according to claim 1 or 2, which comprises 20 to 50% by mass or more of ethyl alcohol.
(4) The external preparation for skin according to any one of (1) to (3), wherein component B) is menthoxypropanediol and component C) is menthyl pyrrolidonecarboxylate.
(5) The external preparation for skin according to any one of (1) to (4), which is applied to the whole body.

ADVANTAGE OF THE INVENTION According to this invention, the skin external preparation which is excellent in the sustainability of the cold feeling when apply | coated to skin and can feel a refreshing feeling for a long time can be provided.

Hereinafter, the present invention will be described in detail.
<1> Menthol as an essential component of the skin external preparation of the present invention The skin external preparation of the present invention contains menthol as an essential component. Menthol is well known as a cooling sensation agent that imparts a cooling sensation to the skin, and plays a role as a cooling sensation agent having a cooling sensation peak at an early stage in the present invention.

<2> Compound having menthyl group and OH group as essential components of external preparation for skin of the present invention The external preparation for skin of the present invention contains a compound having a menthyl group and an OH group as essential components. The compound may have only one OH group or two or more. These compounds have a cooling peak at the time when the sensation of menthol begins to disappear in the external preparation for skin of the present invention.

The skin external preparation of the present invention may contain only one kind of compound having a menthyl group and an OH group, or may contain two or more kinds. Specific examples of the compound include menthoxypropanediol, methylmentoxypropanediol, menthoxypropanol, and menthoxyethanol. Of these, particularly preferred is menthoxypropanediol, which is excellent in sustaining cooling feeling.
In addition, since there are many commercially available compounds, these commercially available products can also be obtained and used.

<3> Carboxylic acid menthol ester which is an essential component of the skin external preparation of the present invention The skin external preparation of the present invention contains a menthol ester of carboxylic acid as an essential component. The ester has a cooling peak at the time when the cooling sensation of the compound having menthol, menthyl group and OH group starts to disappear in the external preparation for skin of the present invention.

The skin external preparation of the present invention may contain only one menthol ester of carboxylic acid, or may contain two or more kinds. Specific examples of the menthol ester of carboxylic acid include menthyl pyrrolidonecarboxylate, menthyl lactate, and menthyl acetate. Of these, menthol pyrrolidonecarboxylate, which is particularly excellent in sustaining cooling feeling, is preferable.
In addition, since there are many commercially available compounds, these commercially available products can also be obtained and used.

<4> The external preparation for skin of the present invention The external preparation for skin of the present invention includes, as essential components, three types of cooling sensitizers having different cooling peaks of menthol, a compound having a menthyl group and an OH group, and a menthol ester of carboxylic acid. Is contained as an essential component. As content in this skin external preparation of this cooling agent, it is preferable that the total amount of 3 types of cooling agents is 0.5-2.0 mass% of the skin external preparation total amount, and 0.7-1.5 mass. % Is more preferable. Below the lower limit, the cooling sensation may not be sufficient, and above the upper limit, the irritation at the time of application may be too strong.

In addition, the external preparation for skin of the present invention is used for lotions, emulsions, creams, gels and the like, and in particular, since it has excellent refreshing feeling, it is preferably used for cosmetics to be removed throughout the body.
The emulsifier-type external skin preparation of the present invention can contain, as an optional component, components that are usually used in external skin preparations as long as the effects of the invention are not impaired. Specific examples of such optional components include liquid lanolin, hydrogenated coconut oil, hydrogenated oil, molasses, hydrogenated castor oil, beeswax, candelilla wax, carnauba wax, ibota wax, lanolin, reduced lanolin, hard lanolin, jojoba wax, etc., wax , Hydrocarbons such as liquid paraffin, squalane, pristane, ozokerite, paraffin, ceresin, petrolatum, microcrystalline wax, oleic acid, isostearic acid, lauric acid, myristic acid, palmitic acid, stearic acid, behenic acid, undecylenic acid, etc. Higher fatty acids, cetyl alcohol, stearyl alcohol, isostearyl alcohol, behenyl alcohol, octyldodecanol, higher alcohols such as myristyl alcohol, cetostearyl alcohol, etc., isooctanoic acid Chill, isopropyl myristate, hexyldecyl isostearate, diisopropyl adipate, di-2-ethylhexyl sebacate, cetyl lactate, diisostearyl malate, ethylene glycol di-2-ethylhexanoate, neopentyl glycol dicaprate, di- Synthetic ester oils such as glycerin 2-heptylundecanoate, glycerin tri-2-ethylhexanoate, trimethylolpropane tri-2-ethylhexanoate, trimethylolpropane triisostearate, pentane erythritol tetra-2-ethylhexanoate , Chain polysiloxanes such as dimethylpolysiloxane, methylphenylpolysiloxane, diphenylpolysiloxane, octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, dodecame Cyclic polysiloxanes such as cyclohexanesiloxane, amino-modified polysiloxane, polyether-modified polysiloxane, alkyl-modified polysiloxane, oil agents such as silicone oil such as modified polysiloxane such as fluorine-modified polysiloxane, fatty acid soap (sodium laurate, Anionic surfactants such as sodium palmitate, potassium lauryl sulfate, triethanolamine ether alkyl sulfate, cationic surfactants such as stearyltrimethylammonium chloride, benzalkonium chloride, laurylamine oxide, imidazoline-based amphoteric surfactants Agents (2-cocoyl-2-imidazolinium hydroxide-1-carboxyethyloxy disodium salt, etc.), betaine surfactants (alkyl betaines, amide betaines, sulfobeta ), Amphoteric surfactants such as acylmethyltaurine, sorbitan fatty acid esters (such as sorbitan monostearate, sorbitan sesquioleate), glycerin fatty acids (such as glyceryl monostearate), propylene glycol fatty acid esters (mono Propylene glycol stearate), hardened castor oil derivatives, POE sorbitan fatty acid esters (POE sorbitan monooleate, polyoxyethylene sorbitan monostearate, etc.), POE sorbite fatty acid esters (POE-sorbite monolaurate, etc.), POE Glycerin fatty acid esters (POE-glycerol monoisostearate etc.), POE fatty acid esters (polyethylene glycol monooleate, POE distearate etc.), POE alkyl ethers ( OE2-octyldodecyl ether, etc.), POE alkylphenyl ethers (POE nonylphenyl ether, etc.), Pluronic types, POE / POP alkyl ethers (POE / POP2-decyltetradecyl ether, etc.), Tetronics, POE castor oil・ Hardened castor oil derivatives (POE castor oil, POE hydrogenated castor oil, etc.), nonionic surfactants such as sucrose fatty acid ester, alkyl glucoside, polyethylene glycol, glycerin, 1,3-butylene glycol, erythritol, sorbitol, xylitol , Maltitol, propylene glycol, dipropylene glycol, diglycerin, isoprene glycol, 1,2-pentanediol, 2,4-hexylene glycol, 1,2-hexanediol, 1,2-octane Polyhydric alcohols such as polydiol, moisturizing ingredients such as sodium pyrrolidonecarboxylate, lactic acid, sodium lactate, guar gum, quince seed, carrageenan, galactan, gum arabic, pectin, mannan, starch, xanthan gum, curdlan, methylcellulose, hydroxyethylcellulose , Carboxymethyl cellulose, methyl hydroxypropyl cellulose, chondroitin sulfate, dermatan sulfate, glycogen, heparan sulfate, hyaluronic acid, sodium hyaluronate, tragacanth gum, keratan sulfate, chondroitin, mucoitin sulfate, hydroxyethyl guar gum, carboxymethyl guar gum, dextran, kerato sulfate, Locust bean gum, succinoglucan, caronic acid, chitin, chitosan, carboxymethyl chiti , Agar, polyvinyl alcohol, polyvinylpyrrolidone, carboxyvinyl polymer, thickener such as sodium polyacrylate, polyethylene glycol, bentonite, lower alcohols such as ethanol, isopropanol, hexyl diethylaminohydroxybenzoyl benzoate, and t-butylmethoxy Benzoylmethane, paraaminobenzoic acid UV absorbers, anthranilic acid UV absorbers, salicylic acid UV absorbers, cinnamic acid UV absorbers, vitamin A or its derivatives, vitamin B6 hydrochloride, vitamin B6 tri Palmitate, Vitamin B6 dioctanoate, Vitamin B2 or its derivative, Vitamin B such as Vitamin B12, Vitamin B15 or its derivative, α-tocopherol, β-tocopherol, γ-tokov Roll, vitamin E such as vitamin E acetate, vitamin D, vitamin H, pantothenic acid, pantethine, and vitamins pyrroloquinoline quinone or the like can preferably be mentioned.

  Among these optional components, polyoxyethylene-added castor oil is preferably contained because it improves the affinity between the external preparation for skin and the skin and amplifies the refreshing feeling. As the polyoxyethylene-added castor oil, polyoxyethylene-added hydrogenated castor oil is more preferable. Specifically, PEG-30 hydrogenated castor oil, PEG-50 hydrogenated castor oil, PEG-60 hydrogenated castor oil, A preferred example is PEG-100 hydrogenated castor oil. Most of these are available as commercial products. Moreover, when polyoxyethylene addition castor oil is contained in the external preparation for skin, the content is preferably 0.02 to 2% by mass with respect to the total amount of external preparation for skin. Below the lower limit, the affinity between the skin and the external preparation for the skin may not be sufficiently improved, and above the upper limit, stickiness may occur during application of the external preparation for the skin.

Furthermore, it is preferable to contain alcohol, such as ethanol and isopropanol, from the point of amplifying the refreshing feeling by the heat of evaporation. When these skin external preparations contain these alcohols, the content is preferably 20 to 50 mass% with respect to the total amount of the skin external preparation.
The external preparation for skin of the present invention is not particularly limited, such as an aqueous solution, an aqueous gel, a solubilizer form, an emulsifier form, etc., but an emulsifier form is preferred in that a refreshing feeling is amplified. Below the lower limit, the effect may not be sufficient, and above the upper limit, the irritation at the time of application may be too strong.

The external preparation for skin of the present invention is used in lotions, milky lotions, creams, gels, and the like, and is particularly excellent in sustainability of a refreshing feeling.
The skin external preparation of this invention can be manufactured by processing the said essential component and arbitrary components in accordance with a conventional method.

EXAMPLES Hereinafter, although an Example is given and this invention is demonstrated concretely, it cannot be overemphasized that this invention is not limited only to these Examples.
<Example 1 and Comparative Examples 1 to 4 >
According to Table 1, the whole body lotion which is a skin external preparation of this invention and the whole body lotion of the comparative example were adjusted. That is, the component (a) was stirred and mixed at room temperature and dissolved uniformly. The component (b) was stirred and mixed and uniformly dissolved, and the mixture was added to the component (a) mixture, and stirred and mixed at room temperature to obtain a whole body lotion. In addition, the number in a table | surface represents the mass%.

＊１）「クーリングエージェント１０」（高砂香料株式会社製）
＊２）特開２０１２−２２４６００に記載の方法で調製
＊３）「ＱＵＥＳＴＩＣＥ ＬＩＱＵＩＤ ＣＱ」（ジボダン社製）
＊４）「Ｆｒｅｓｃｏｌａｔ ＭＬ」（シムライズ社製）
＊５）アルドリッチ社製
＊６）「ラポナイトＸＬＧ］（ラポルテ・インダストリリミテッド社製）

* 1) “Cooling Agent 10” (manufactured by Takasago International Inc.)
* 2) Prepared by the method described in JP2012-224600 * 3) "QUESTICE LIQUID CQ" (Gibodan)
* 4) “Fresolat ML” (manufactured by Simrise)
* 5) Aldrich * 6) "Laponite XLG" (Laporte Industri Limited)

Test Example 1 Evaluation of Sustainability of Cool Feeling Whole body lotions of Example 1 and Comparative Examples 1 to 4 were filled in a spray container and spray-applied on the inner side of the forearm of the panel. After application, 30 minutes, 1 hour, 2 hours, and 3 hours were allowed to self-report whether or not a cold feeling was felt. Evaluation was performed by 20 panelists, and the percentage of panelists who felt cold was determined. The results are shown in Table 2.

<Test Example 2> Evaluation of cooling sensation score The strength of cooling sensation at each time point in Test Example 1 was evaluated in the following six stages. The average value of the scores of 20 people was a cold sensation score at that time. The results are shown in Table 2.

Evaluation criteria 5
I feel a cool feeling ... 4 points
I feel a little cold ... 3 points
I feel a little cold ... 2 points
1 point that feels almost no cold
I do n't feel cold at all ... 0 points

表２から明らかなように本発明の皮膚外用剤は、長時間にわたって、比較的強い冷感が連続的に維持されることがわかる。

As is apparent from Table 2, it can be seen that the external preparation for skin of the present invention continuously maintains a relatively strong cooling sensation over a long period of time.

<Examples 2 to 4 and Comparative Examples 5 to 7 >
According to Table 3, the whole body lotion which is a skin external preparation of this invention and the whole body lotion of the comparative example were adjusted. That is, the component (a) was stirred and mixed at room temperature and dissolved uniformly. The component (b) is stirred and mixed and uniformly dissolved, and the mixture is added to the component (a) mixture, followed by stirring and mixing at room temperature. Thereafter, component (c) was added to the mixture of components (a) and (b), and stirring and mixing were continued at room temperature to obtain a whole body lotion. In addition, the number in a table | surface represents the mass%. Using the whole-body lotions of Examples 2 to 4 and Comparative Examples 5 to 7, the coolness persistence and the coolness score were evaluated in the same manner as in Test Examples 1 and 2. The results are shown in Table 4.

＊１）「クーリングエージェント１０」（高砂香料株式会社製）
＊２）特開２０１２−２２４６００に記載の方法で調製
＊３）「ＱＵＥＳＴＩＣＥ ＬＩＱＵＩＤ ＣＱ」（ジボダン社製）
＊４）「Ｆｒｅｓｃｏｌａｔ ＭＬ」（シムライズ社製）
＊５）アルドリッチ社製
＊６）「ラポナイトＸＬＧ］（ラポルテ・インダストリリミテッド社製）
＊７）「ニッコールＤＣ５０」（日光ケミカルズ株式会社製）

* 1) “Cooling Agent 10” (manufactured by Takasago International Inc.)
* 2) Prepared by the method described in JP2012-224600 * 3) "QUESTICE LIQUID CQ" (Gibodan)
* 4) “Fresolat ML” (manufactured by Simrise)
* 5) Aldrich * 6) "Laponite XLG" (Laporte Industri Limited)
* 7) “Nikkor DC50” (manufactured by Nikko Chemicals)

表４より明らかなように、ポリオキシエチレン水添ヒマシ油、エタノールを２０％以上添加することで本発明の効果は高められ、両者を併用することがさらに好ましいことがわかる。

As is clear from Table 4, the effect of the present invention is enhanced by adding 20% or more of polyoxyethylene hydrogenated castor oil and ethanol, and it is more preferable to use both in combination.

  The present invention is used for cosmetics and the like.

Claims (4)

An external preparation for skin comprising the following components A) to C) .
A) Menthol B) Menthoxypropanediol C) Menthyl pyrrolidonecarboxylate   Furthermore, polyoxyethylene addition castor oil is contained, The skin external preparation of Claim 1 characterized by the above-mentioned.   Furthermore, ethanol is contained 20-50 mass% with respect to the skin external preparation whole quantity, The skin external preparation of Claim 1 or 2 characterized by the above-mentioned. It is applied to the whole body, The skin external preparation of any one of Claims 1-3 characterized by the above-mentioned.