WO2021140683A1 - Cooling sensation agent composition - Google Patents

Cooling sensation agent composition Download PDF

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Publication number
WO2021140683A1
WO2021140683A1 PCT/JP2020/007761 JP2020007761W WO2021140683A1 WO 2021140683 A1 WO2021140683 A1 WO 2021140683A1 JP 2020007761 W JP2020007761 W JP 2020007761W WO 2021140683 A1 WO2021140683 A1 WO 2021140683A1
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Prior art keywords
cooling sensation
mass
component
present
composition
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PCT/JP2020/007761
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French (fr)
Japanese (ja)
Inventor
泰三 脇谷
茂希 脇谷
和也 清水
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株式会社タフリーインターナショナル
株式会社リベルタ
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Publication of WO2021140683A1 publication Critical patent/WO2021140683A1/en

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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04—Dispersions; Emulsions
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34—Alcohols
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37—Esters of carboxylic acids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K3/00—Materials not provided for elsewhere

Definitions

  • the present invention relates to a cooling sensation composition capable of exerting a cooling sensation effect without using ethanol as a main component.
  • L-menthol has the property of being easily soluble in organic solvents and concentrated hydrochloric acid, but extremely insoluble in water. Therefore, in the conventional cooling sensation composition, L-menthol is used in a manner dissolved in ethanol.
  • the above-mentioned cooling sensation composition is composed of L-menthol dissolved in ethanol, it may cause unpleasant irritation when the user has sensitive skin, or may be used in a closed room or a space with insufficient ventilation. There is a risk of ignition in the use of. Therefore, an attempt was made to simply dissolve L-menthol in water by replacing ethanol as the main component with water, but there is a problem that the L-menthol component itself is not water-soluble and cannot be easily dissolved. It was.
  • the present invention has been made in view of the above circumstances, and exhibits the cooling sensation effect of the cooling sensation component continuously for a time equal to or longer than that of the conventional one without using ethanol as the main component of the solvent. It is an object of the present invention to provide a cooling sensation composition that continues to be used.
  • the cooling sensation composition of the present invention is characterized in that the cooling sensation component micellarized by the nonionic surfactant is dispersed in the aqueous solution. Further, in the cooling sensation composition of the present invention, the cooling sensation component is 0.01 to 6.00% by mass and the nonionic surfactant is 0.10 with respect to the total amount of the cooling sensation composition. It is preferably contained in an amount of about 10.00% by mass.
  • the cooling sensation component in an aqueous solution cooling sensation composition using water as a solvent instead of ethanol, the cooling sensation component is satisfactorily dispersed, and when sprayed, a refreshing sensation is maintained for a long time. Can be given.
  • the nonionic surfactant is preferably a mixture of a lipophilic surfactant and a hydrophilic surfactant. According to such an aspect, the cooling sensation component can be satisfactorily converted into micelles, and a stable cooling sensation agent can be obtained.
  • the cooling sensation component micellarized by the nonionic surfactant preferably has a particle size of 5 to 200 nm. Further, in the cooling sensation composition of the present invention, it is preferable that the stabilizer is further contained in an amount of 0.01 to 10.00% by mass.
  • the cooling sensation component is preferably L-menthol, isopulegol, camphor, cineole, menthone, menthol lactate, or mentyl succinate.
  • the cooling sensation composition which continues to exert the cooling sensation effect of the cooling sensation component for a time equal to or longer than that of the conventional one without using ethanol as the main component of the solvent. Can be provided.
  • the present inventor made the cooling sensation component into micelles, even when the solvent was water. They have found that it is possible to satisfactorily disperse a cooling sensation component in an aqueous solution, and have invented the cooling sensation composition of the present invention.
  • the greatest feature of the cooling sensation composition of the present invention is that the cooling sensation component micellarized by the nonionic surfactant is dispersed in the aqueous solution.
  • the cooling sensation component is made into micelles by a nonionic surfactant, so that the cooling sensation component can be contained even at a low temperature. It is well dispersed without precipitating as needle-like crystals, and when sprayed, a refreshing sensation can be imparted for a long period of time. Since the cooling sensation component micellarized by this nonionic surfactant has almost no viscosity, it can be sprayed satisfactorily by spraying.
  • the particle size of the cooling sensation component micellarized by the nonionic surfactant is 5 to 200 nm. If the size of the micelle is less than 5 nm, it is necessary to physically reduce the size by using a device called a fluitizer, which is not preferable. On the other hand, if the size of the micelles exceeds 200 nm, the formation of micelles becomes very difficult, which is not preferable.
  • the cooling sensation composition of the present invention contains 0.01 to 6.00% by mass of a cooling sensation component and 0.10 to 10.00% by mass of a nonionic surfactant with respect to the total amount of the cooling sensation composition. And, it is preferable that the stabilizer is contained in an amount of 0.01 to 10.00% by mass. Further, in the micelle in the cooling sensation composition of the present invention, the cooling sensation component is 8.33 to 23.08% by mass, the nonionic surfactant is 38.46 to 83.33% by mass, and the stabilizer is. It is preferably blended in the range of 8.33 to 38.46% by mass.
  • the cooling sensation component in the present invention may be any one as long as it is usually used in cosmetics and the like, and is 0.01 to 6.00% by mass with respect to 100% by mass of the cooling sensation composition of the present invention. Can be blended in the range of%. If the amount of the cooling sensation component is less than 0.01% by mass, a sufficient refreshing sensation cannot be obtained, while if the amount of the cooling sensation component is more than 6.00% by mass, it is not practical in terms of economy. .. Further, in the micelle of the cooling sensation composition, the cooling sensation component can be blended in the range of 8.33 to 23.08% by mass.
  • the blending amount of the cooling sensation component in the micelle is less than 8.33% by mass, a sufficient refreshing sensation cannot be obtained, while if the blending amount in the micelle is more than 23.08% by mass, it is economical. Not practical in terms of points.
  • cooling sensation component in the present invention either menthol analogs such as L-menthol, isopulegol, camphor, cineole, menthone, menthol lactate, and menthol succinate, or menthol derivatives can be used.
  • L-menthol is most preferable from the viewpoint of maintaining the effect of refreshing sensation and economically.
  • the nonionic surfactant in the present invention is a component that is blended to convert the cooling sensation component into micelles, which enables the cooling sensation component to be dispersed in an aqueous solution and suppresses the volatilization of the cooling sensation component. ing.
  • the shape of this nonionic surfactant is not particularly limited, but a liquid or paste form is preferable.
  • the blending amount of the nonionic surfactant in the present invention is preferably in the range of 0.10 to 10.00% by mass, preferably in the range of 2.00 to 6.00% by mass. If the blending amount of the nonionic surfactant is less than 0.10% by mass, the cooling sensation component cannot be sufficiently micellized, while even if the blending amount is more than 10.00% by mass, this cannot be achieved. As mentioned above, micelle formation does not proceed, and it is desirable to keep it within 10.00% by mass from the economical point of view. Further, in the micelle of the cooling sensation composition, the nonionic surfactant can be blended in the range of 38.46 to 83.33% by mass.
  • the amount of the nonionic surfactant compounded in the micelles is less than 38.46% by mass, the cooling sensation component cannot be sufficiently converted into micelles.
  • the blending amount in the micelle exceeds 83.33% by mass, the micelle formation does not proceed any more, so it is economically desirable to keep it within this range.
  • the lipophilic surfactant in the present invention means a surfactant having an HLB lower than 7, specifically, alkyl glyceryl ether, glycerin fatty acid ester, sorbitan fatty acid ester, propylene glycol fatty acid ester, glycerin fatty acid ester, polyglycerin.
  • a fatty acid ester, a salt thereof, or the like can be used.
  • the hydrophilic surfactant in the present invention means a surfactant having an HLB higher than 7, specifically, glycerin fatty acid ester, sorbitan fatty acid ester, polyethylene glycol fatty acid ester, polyoxyalkylene alkyl ether, polyoxyalkylene fatty acid.
  • the stabilizer blended in the cooling sensation composition of the present invention can be used when stable micelles cannot be obtained by recrystallization of the cooling sensation component only with the cooling sensation component and the nonionic surfactant. Only the amount to be supplemented needs to be blended, and the blending can be in the range of 0.01 to 10.00% by mass. If the blending amount of the stabilizer is less than 0.01% by mass, the cooling sensation component cannot be stably converted into micelles. On the other hand, the amount of stabilizer can be added in excess of 10.00% by mass, but the amount of nonionic surfactant must be increased accordingly, or if too much stabilizer is added. Since the stability of the cooling agent composition of the present invention may be lost, it is desirable to keep it within 10.00% by mass.
  • the stabilizer in the micelle of the cooling sensation composition, can be blended in the range of 8.33 to 38.46% by mass. If the amount of the stabilizer compounded in the micelles is less than 8.33% by mass, the cooling sensation component cannot be stably converted into micelles. On the other hand, if the blending amount in the micelle exceeds 38.46% by mass, the stability of the cooling sensation composition of the present invention may be lost, which is not preferable.
  • the shape of the stabilizer in the present invention is not particularly limited, but a liquid or paste form is preferable.
  • Stabilizers may be those used in cosmetics and the like, and are not particularly limited, and examples thereof include fats and oils, fatty acids, esters, higher alcohols, hydrocarbons, and silicone oils.
  • the fats and oils used in the present invention include almond oil, avocado oil, flaxseed oil, olive oil, kyonin oil, sesame oil, southern ka oil, saflower oil, cinnamon oil, camellia oil, corn oil, rapeseed oil, sunflower oil, sunflower oil. Grape oil, jojoba oil, macadamia nut oil, evening primrose oil, wheat germ oil, soybean oil, tea seed oil, rice bran oil, rice germ oil, cotton seed oil, peanut oil and the like can be mentioned.
  • Examples of the fatty acid used in the present invention include heptanic acid, octanoic acid, nonanoic acid, decanoic acid, pentadecanoic acid, heptadecanoic acid, nonadecanic acid, isostearic acid, oleic acid, linoleic acid, linolenic acid, arachidonic acid and the like.
  • esters used in the present invention include isopropyl isostearate, cholesterol isostearate, isotridecyl isononanoate, isononyl isononanoate, octyl isopalmitate, cetyl ethylhexanate, polyglyceryl octacaprylate, cetyl octacaprate, isodecyl oleate, oleic acid.
  • Decyl neopentyl glycol diethylhexanoate, butyl stearate, pentaerythrityl tetraethylhexanoate, pentaerythlit tetraoctanoate, tri (caprylic acid / capric acid) glyceryl, triisostearate, trimethylolpropane triisostearate, triethylhexanoin , Isopropyl palmitate, ethylhexyl palmitate, octyl palmitate, polyethylene glucol, isopropyl myristate, isopropyl myristate, octyldodecyl myristate, myristyl myristate, hexyl laurate, cetyl lactate, myristyl lactate and the like.
  • Examples of the higher alcohol used in the present invention include isostearyl alcohol, octyl alcohol, octyldodecanol, oleyl alcohol and the like.
  • hydrocarbon oil used in the present invention examples include octane, decane, dodecane, isododecane, hexadecane, isohexadecane, paraffin, isoparaffin, liquid paraffin, squalane, squalene, and olefin oligomer.
  • the silicone oil used in the present invention includes dimethylpolysiloxane, chain silicone of methylphenylpolysiloxane, hexamethylcyclotrisiloxane, octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, cyclic silicone of dodecamethylcyclohexasiloxane, and the like. Can be mentioned.
  • Essential oils are also fats and oils used in cosmetics, etc., but the aroma of the essential oil to be blended may be mixed with the refreshing aroma peculiar to the cooling sensation component to become an unpleasant aroma, and the unit price of the essential oil is high. It was decided not to use it as a stabilizer of the cooling sensitizer composition of the present invention because it is very expensive and not economical.
  • any preservative that can be dissolved in the cooling sensation composition of the present invention can be blended regardless of lipophilicity or hydrophilicity.
  • Examples thereof include ethyl acid, butyl paraoxybenzoate, propyl paraoxybenzoate, methyl paraoxybenzoate, methyl paraoxybenzoate, phenoxyethanol, hexanediol, benzalconium chloride, pentanediol, methylisothiazolinone, methylchloroisothiazolinone and the like. ..
  • the preservative in the present invention can be blended in an amount that can generally be expected to have an antiseptic effect regardless of lipophilicity or hydrophilicity.
  • the preservative when the preservative is a paraoxybenzoic acid ester and a sodium salt thereof, it can be blended up to 1.00% by mass with respect to 100% by mass of the cooling sensation composition of the present invention.
  • the preservative when the preservative is pentanediol, it can be blended in the range of 3.00 to 5.00% by mass with respect to 100% by mass of the cooling sensation composition of the present invention.
  • the preservative is hexanediol, it can be blended in the range of 1.50 to 2.00% by mass with respect to 100% by mass of the cooling sensation composition of the present invention.
  • solvents such as isopropylene glycol, glycerin, propylene glycol and butylene glycol, additives and fragrances such as animal and plant extracts (animal and plant extracts) do not impair the effects of the present invention. Can be blended.
  • MO-60 manufactured by Kao Corporation
  • octyldodecanol trade name: Calcol 200GD, manufactured by Kao Corporation
  • stabilizer a higher alcohol
  • the mixture was mixed with the purified water to prepare a cooling sensation composition of Example 1 of the present invention in which L-menthol was made into micelles with a surfactant.
  • the prepared cooling sensation composition had a white-blue color.
  • Example 1 and Comparative Example 1 obtained as described above is sprayed and applied to a 40 mm ⁇ 40 mm cotton / polyester (50/50) cloth tare, and the amount applied. was measured. Next, the cloth tare to which the cooling sensation composition was applied was left at 50 ° C., 40 ° C. and 30 ° C. for 3 minutes, respectively, and then the remaining amount of the cooling sensation composition was measured.
  • Tables 1 to 6 The results of four measurements on the cooling sensation composition of Example 1 and Comparative Example 1 are shown in Tables 1 to 6, respectively.
  • the volatility is 20.40% (50 ° C.), 20.02% (40 ° C.) and 11.12, respectively. % (30 ° C.), which is more volatile than the volatility of the cooling agent composition of Comparative Example 1 of 54.49% (50 ° C.), 47.35% (40 ° C.) and 40.62% (30 ° C.). It was shown that sex was highly suppressed. This result is because the vapor pressures of water and ethanol, which are the solvents, are significantly different, and the cooling sensation composition of Example 1 in which the solvent is water has a suppressed amount of volatilization from the cloth tare, and over a longer period of time. It shows that it is possible to continue to give a feeling of coldness.
  • the vapor pressure here indicates the force of changing the state from a liquid (solid) to a gas, and the higher the value, the easier it is to vaporize.
  • the blending amount of the stabilizer with respect to L-menthol was changed to verify the suitable blending amount of the stabilizer.
  • L-menthol was in the range of 1.00 to 3.00% by mass
  • the stabilizer was in the range of 0.00 to 5.00% by mass. It was prepared by changing the blending amount by 1.00% by mass in the range.
  • Each of the prepared cooling sensation compositions was left to stand for 1 week in a constant temperature bath at 20 ° C. assuming room temperature, and the state stability of the cooling sensation composition was visually judged according to the following criteria.
  • state stability the state in which the entire cooling sensation composition is white-blue or cloudy and separation cannot be confirmed, and the state in which it is micellar is marked as ⁇ , and the state in which the cooling sensation composition is separated is defined as ⁇ . It was marked with x.
  • Table 7 shows the results of the blending amount of the stabilizer in each cooling sensation composition.
  • the cooling sensation composition would separate and could not be made into micelles. Further, if the blending amount of L-menthol is small, the cooling agent composition of the present invention obtained by micellarizing L-menthol can be obtained by increasing the blending amount of the stabilizer so as to supplement it. .. From this, it was shown that a good cooling sensation composition of the present invention can be prepared by appropriately blending a stabilizer.
  • Each prepared cooling sensation composition was allowed to stand at 5 to 10 ° C. for 2 weeks, and the presence or absence of precipitation of needle-like crystals was judged visually and by an optical microscope according to the following criteria.
  • As the evaluation criteria for the presence or absence of precipitation a state in which there is no difference from the initial product and no precipitation of needle-like crystals is observed is marked with ⁇ , a state in which precipitation of a small amount of crystals is observed is marked with ⁇ , and needle-shaped crystals are precipitated.
  • the state in which the cooling agent composition was separated or solidified was marked with x. Table 8 shows the results of the appearance of each cooling sensation composition at low temperature.

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Abstract

Provided is a cooling sensation agent composition which, without having ethanol as a main component of a solvent, continuously exhibits a cooling sensation effect from a cooling sensation component over a period of time equal to or more than conventional compositions.　In the cooling sensation agent composition according to the present invention, a cooling sensation component, which was micellarized by a non-ionic surfactant, is dispersed in an aqueous solution. Moreover, in terms of the total weight of the cooling sensation agent composition, the cooling sensation component content is 0.01-6.00 mass% and the non-ionic surfactant content is 0.10-10.00 mass%. Furthermore, the non-ionic surfactant is a mixture of an oleophilic surfactant and a hydrophilic surfactant.

Description

冷感剤組成物Cooling agent composition
　本発明は、エタノールを主成分とすることなく冷感効果を発揮し得る冷感剤組成物に関するものである。 The present invention relates to a cooling sensation composition capable of exerting a cooling sensation effect without using ethanol as a main component.
　夏の暑さ対策として、肌に直接又は肌に接する衣類の表面上に噴射して清涼感を付与する様々なタイプの冷感剤組成物又は冷感化粧料等が開発されている（例えば特許文献１～４参照）。これらの冷感剤組成物の主成分としては、一般的にＬ－メントールが用いられている。Ｌ－メントールの冷感作用は、実際に温度を下げるわけではなく、神経に直接作用することにより、感覚的に冷感を付与するものである。 As a measure against the heat of summer, various types of cooling sensation compositions or cooling sensation cosmetics have been developed that give a refreshing sensation by spraying directly on the skin or on the surface of clothing in contact with the skin (for example, patents). Refer to Documents 1 to 4). L-menthol is generally used as the main component of these cooling sensation compositions. The cooling sensation effect of L-menthol does not actually lower the temperature, but directly acts on the nerves to sensuously impart a cooling sensation.
　Ｌ－メントールは、有機溶剤や濃塩酸には容易に溶けるものの、水には極めて溶け難いといった性質を有している。そのため、従来の冷感剤組成物においては、エタノールに溶解した態様でＬ－メントールが用いられている。 L-menthol has the property of being easily soluble in organic solvents and concentrated hydrochloric acid, but extremely insoluble in water. Therefore, in the conventional cooling sensation composition, L-menthol is used in a manner dissolved in ethanol.
特開２０００－２３９１４２号公報Japanese Unexamined Patent Publication No. 2000-239142 特開２００２－８０３３５号公報JP-A-2002-80335 特開２００４－２６９３６８号公報Japanese Unexamined Patent Publication No. 2004-269368 特開２０１０－８４２６９号公報Japanese Unexamined Patent Publication No. 2010-84269
　しかしながら、上記の冷感剤組成物はＬ－メントールをエタノールに溶解させた構成であるため、使用者が敏感肌である場合に不快な刺激を与えたり、密室空間や換気の不十分な空間での使用において引火のおそれがある。そのため、主成分のエタノールを水に代え、Ｌ－メントールを単純に水に溶解させる試みがなされたが、Ｌ－メントール成分自体が水溶性ではないため、容易には溶解できないといった問題を有していた。 However, since the above-mentioned cooling sensation composition is composed of L-menthol dissolved in ethanol, it may cause unpleasant irritation when the user has sensitive skin, or may be used in a closed room or a space with insufficient ventilation. There is a risk of ignition in the use of. Therefore, an attempt was made to simply dissolve L-menthol in water by replacing ethanol as the main component with water, but there is a problem that the L-menthol component itself is not water-soluble and cannot be easily dissolved. It was.
　そこで、本発明は、上記のような状況に鑑みてなされたもので、エタノールを溶媒の主成分とすることなく、従来のものと同等以上の時間継続して冷感成分の冷感効果を発揮し続ける冷感剤組成物を提供することを目的としている。 Therefore, the present invention has been made in view of the above circumstances, and exhibits the cooling sensation effect of the cooling sensation component continuously for a time equal to or longer than that of the conventional one without using ethanol as the main component of the solvent. It is an object of the present invention to provide a cooling sensation composition that continues to be used.
　したがって、本発明の冷感剤組成物は、水溶液中に、非イオン界面活性剤によりミセル化された冷感成分が分散されていることを特徴としている。また、本発明の冷感剤組成物においては、冷感剤組成物全量に対して、前記冷感成分が０．０１～６．００質量％、及び、前記非イオン界面活性剤が０．１０～１０．００質量％含有されていることが好ましい。 Therefore, the cooling sensation composition of the present invention is characterized in that the cooling sensation component micellarized by the nonionic surfactant is dispersed in the aqueous solution. Further, in the cooling sensation composition of the present invention, the cooling sensation component is 0.01 to 6.00% by mass and the nonionic surfactant is 0.10 with respect to the total amount of the cooling sensation composition. It is preferably contained in an amount of about 10.00% by mass.
　このような特徴を備えた本発明によれば、エタノールに代えて水を溶媒とした水溶液の冷感剤組成物において、冷感成分を良好に分散し、噴霧された際に長時間にわたって清涼感を付与することができる。 According to the present invention having such characteristics, in an aqueous solution cooling sensation composition using water as a solvent instead of ethanol, the cooling sensation component is satisfactorily dispersed, and when sprayed, a refreshing sensation is maintained for a long time. Can be given.
　また、本発明の冷感剤組成物においては、前記非イオン界面活性剤は、親油性界面活性剤及び親水性界面活性剤の混合物であることが好ましい。このような態様によれば、冷感成分を良好にミセル化することができ、安定的な冷感剤とすることが可能になる。 Further, in the cooling sensation composition of the present invention, the nonionic surfactant is preferably a mixture of a lipophilic surfactant and a hydrophilic surfactant. According to such an aspect, the cooling sensation component can be satisfactorily converted into micelles, and a stable cooling sensation agent can be obtained.
　さらに、本発明の冷感剤組成物においては、前記非イオン界面活性剤によりミセル化された冷感成分は、粒子径が５～２００ｎｍであることが好ましい。また、本発明の冷感剤組成物においては、安定剤がさらに０．０１～１０．００質量％含有されていることが好ましい。 Further, in the cooling sensation composition of the present invention, the cooling sensation component micellarized by the nonionic surfactant preferably has a particle size of 5 to 200 nm. Further, in the cooling sensation composition of the present invention, it is preferable that the stabilizer is further contained in an amount of 0.01 to 10.00% by mass.
　また、本発明の冷感剤組成物においては、前記冷感成分は、Ｌ－メントール、イソプレゴール、カンファー、シネオール、メントン、乳酸メンチル、又は、コハク酸メンチルであることが好ましい。 Further, in the cooling sensation composition of the present invention, the cooling sensation component is preferably L-menthol, isopulegol, camphor, cineole, menthone, menthol lactate, or mentyl succinate.
　本発明の冷感剤組成物によれば、エタノールを溶媒の主成分とすることなく、従来のものと同等以上の時間継続して冷感成分の冷感効果を発揮し続ける冷感剤組成物を提供することができる。 According to the cooling sensation composition of the present invention, the cooling sensation composition which continues to exert the cooling sensation effect of the cooling sensation component for a time equal to or longer than that of the conventional one without using ethanol as the main component of the solvent. Can be provided.
　本発明者は、上記課題を解決するために、冷感剤組成物における冷感成分の溶解について鋭意研究を行った結果、冷感成分をミセル化することによって、溶媒を水とした際にも水溶液中において冷感成分を良好に分散することが可能であることを見出し、本発明の冷感剤組成物を発明するに至った。 As a result of diligent research on the dissolution of the cooling sensation component in the cooling sensation composition in order to solve the above-mentioned problems, the present inventor made the cooling sensation component into micelles, even when the solvent was water. They have found that it is possible to satisfactorily disperse a cooling sensation component in an aqueous solution, and have invented the cooling sensation composition of the present invention.
　以下、本発明の実施形態に係る冷感剤組成物について詳細に説明する。なお、本発明は下記の実施形態に限定されるものではない。 Hereinafter, the cooling sensation composition according to the embodiment of the present invention will be described in detail. The present invention is not limited to the following embodiments.
　本発明の冷感剤組成物においては、水溶液中に、非イオン界面活性剤によりミセル化された冷感成分が分散されていることを最大の特徴としている。このような構成によれば、エタノールに代えて水を溶媒とした水溶液の冷感剤組成物において、冷感成分を非イオン界面活性剤によりミセル化しているため、冷感成分は低温下においても針状結晶として析出することなく、良好に分散されており、噴霧された際に長時間にわたって清涼感を付与することができる。なお、この非イオン界面活性剤によりミセル化された冷感成分は、殆ど粘性を有していないため、スプレーにより良好に噴霧することができる。 The greatest feature of the cooling sensation composition of the present invention is that the cooling sensation component micellarized by the nonionic surfactant is dispersed in the aqueous solution. According to such a configuration, in the cooling sensation composition of an aqueous solution using water as a solvent instead of ethanol, the cooling sensation component is made into micelles by a nonionic surfactant, so that the cooling sensation component can be contained even at a low temperature. It is well dispersed without precipitating as needle-like crystals, and when sprayed, a refreshing sensation can be imparted for a long period of time. Since the cooling sensation component micellarized by this nonionic surfactant has almost no viscosity, it can be sprayed satisfactorily by spraying.
　本発明の冷感剤組成物においては、非イオン界面活性剤によりミセル化された冷感成分の粒子径が５～２００ｎｍであることが好ましい。ミセルの大きさが５ｎｍ未満とするには、フルイタイザーという装置を使って物理的に小さくする必要があるため好ましくない。一方、ミセルの大きさが２００ｎｍを超えると、ミセル形成が非常に困難となるため好ましくない。 In the cooling sensation composition of the present invention, it is preferable that the particle size of the cooling sensation component micellarized by the nonionic surfactant is 5 to 200 nm. If the size of the micelle is less than 5 nm, it is necessary to physically reduce the size by using a device called a fluitizer, which is not preferable. On the other hand, if the size of the micelles exceeds 200 nm, the formation of micelles becomes very difficult, which is not preferable.
　本発明の冷感剤組成物は、冷感剤組成物全量に対して、冷感成分が０．０１～６．００質量％、非イオン界面活性剤が０．１０～１０．００質量％、及び、安定剤が０．０１～１０．００質量％含有されていることが好ましい。また、本発明の冷感剤組成物におけるミセルにおいては、冷感成分が８．３３～２３．０８質量％、非イオン界面活性剤が３８．４６～８３．３３質量％、及び、安定剤が８．３３～３８．４６質量％の範囲で配合されていることが好ましい。 The cooling sensation composition of the present invention contains 0.01 to 6.00% by mass of a cooling sensation component and 0.10 to 10.00% by mass of a nonionic surfactant with respect to the total amount of the cooling sensation composition. And, it is preferable that the stabilizer is contained in an amount of 0.01 to 10.00% by mass. Further, in the micelle in the cooling sensation composition of the present invention, the cooling sensation component is 8.33 to 23.08% by mass, the nonionic surfactant is 38.46 to 83.33% by mass, and the stabilizer is. It is preferably blended in the range of 8.33 to 38.46% by mass.
　本発明における冷感成分は、通常化粧品等に使用されるものであればいずれのものであってもよく、本発明の冷感剤組成物１００質量％に対して０．０１～６．００質量％の範囲で配合できる。冷感成分の配合量が０．０１質量％より少ないと、十分な清涼感を得ることができず、一方、配合量が６．００質量％より多いと、経済性の点で実用的ではない。また、冷感剤組成物のミセルにおいては、冷感成分が８．３３～２３．０８質量％の範囲で配合できる。冷感成分のミセル中の配合量が８．３３質量％より少ないと、十分な清涼感を得ることができず、一方、ミセル中の配合量が２３．０８質量％より多いと、経済性の点で実用的ではない。 The cooling sensation component in the present invention may be any one as long as it is usually used in cosmetics and the like, and is 0.01 to 6.00% by mass with respect to 100% by mass of the cooling sensation composition of the present invention. Can be blended in the range of%. If the amount of the cooling sensation component is less than 0.01% by mass, a sufficient refreshing sensation cannot be obtained, while if the amount of the cooling sensation component is more than 6.00% by mass, it is not practical in terms of economy. .. Further, in the micelle of the cooling sensation composition, the cooling sensation component can be blended in the range of 8.33 to 23.08% by mass. If the blending amount of the cooling sensation component in the micelle is less than 8.33% by mass, a sufficient refreshing sensation cannot be obtained, while if the blending amount in the micelle is more than 23.08% by mass, it is economical. Not practical in terms of points.
　本発明における冷感成分としては、Ｌ－メントール、イソプレゴール、カンファー、シネオール、メントン、乳酸メンチル、コハク酸メンチル等のメントール類似体又はメントール誘導体のいずれかを用いることができる。本発明においては、これらの冷感成分の中でも、清涼感の効果維持や経済的な観点から、Ｌ－メントールであることが最も好ましい。 As the cooling sensation component in the present invention, either menthol analogs such as L-menthol, isopulegol, camphor, cineole, menthone, menthol lactate, and menthol succinate, or menthol derivatives can be used. In the present invention, among these cooling sensation components, L-menthol is most preferable from the viewpoint of maintaining the effect of refreshing sensation and economically.
　また、本発明における非イオン界面活性剤は、冷感成分をミセル化するために配合される成分であり、冷感成分の水溶液中の分散を可能とするとともに、冷感成分の揮発を抑制している。この非イオン界面活性剤の形状は特に限定されるものではないが、液状又はペースト状が好ましい。また、本発明における非イオン界面活性剤は、親油性界面活性剤及び親水性界面活性剤の２種をバランスよく配合することが好ましい。 Further, the nonionic surfactant in the present invention is a component that is blended to convert the cooling sensation component into micelles, which enables the cooling sensation component to be dispersed in an aqueous solution and suppresses the volatilization of the cooling sensation component. ing. The shape of this nonionic surfactant is not particularly limited, but a liquid or paste form is preferable. Further, as the nonionic surfactant in the present invention, it is preferable to mix two kinds of a lipophilic surfactant and a hydrophilic surfactant in a well-balanced manner.
　本発明における非イオン界面活性剤の配合量は、０．１０～１０．００質量％の範囲で、好ましくは２．００～６．００質量％の範囲であることが好ましい。非イオン界面活性剤の配合量が０．１０質量％より少ないと、冷感成分を十分にミセル化することができず、一方、配合量が１０．００質量％より多く配合しても、これ以上ミセル化が進行することはなく、経済面からしても１０．００質量％以内に抑えておくことが望ましい。また、冷感剤組成物のミセルにおいては、非イオン界面活性剤が３８．４６～８３．３３質量％の範囲で配合できる。非イオン界面活性剤のミセル中の配合量が３８．４６質量％より少ないと、冷感成分を十分にミセル化することができない。一方、ミセル中の配合量が８３．３３質量％を超えても、これ以上ミセル化が進行することはないため、経済的にもこの範囲に抑えておくことが望ましい。 The blending amount of the nonionic surfactant in the present invention is preferably in the range of 0.10 to 10.00% by mass, preferably in the range of 2.00 to 6.00% by mass. If the blending amount of the nonionic surfactant is less than 0.10% by mass, the cooling sensation component cannot be sufficiently micellized, while even if the blending amount is more than 10.00% by mass, this cannot be achieved. As mentioned above, micelle formation does not proceed, and it is desirable to keep it within 10.00% by mass from the economical point of view. Further, in the micelle of the cooling sensation composition, the nonionic surfactant can be blended in the range of 38.46 to 83.33% by mass. If the amount of the nonionic surfactant compounded in the micelles is less than 38.46% by mass, the cooling sensation component cannot be sufficiently converted into micelles. On the other hand, even if the blending amount in the micelle exceeds 83.33% by mass, the micelle formation does not proceed any more, so it is economically desirable to keep it within this range.
　本発明における親油性界面活性剤は、ＨＬＢが７より低い界面活性剤を意味し、具体的には、アルキルグリセリルエーテル、グリセリン脂肪酸エステル、ソルビタン脂肪酸エステル、プロピレングリコール脂肪酸エステル、グリセリン脂肪酸エステル、ポリグリセリン脂肪酸エステル、またそれらの塩等を用いることができる。 The lipophilic surfactant in the present invention means a surfactant having an HLB lower than 7, specifically, alkyl glyceryl ether, glycerin fatty acid ester, sorbitan fatty acid ester, propylene glycol fatty acid ester, glycerin fatty acid ester, polyglycerin. A fatty acid ester, a salt thereof, or the like can be used.
　本発明における親水性界面活性剤は、ＨＬＢが７より高い界面活性剤を意味し、具体的には、グリセリン脂肪酸エステル、ソルビタン脂肪酸エステル、ポリエチレングリコール脂肪酸エステル、ポリオキシアルキレンアルキルエーテル、ポリオキシアルキレン脂肪酸エステル、ポリオキシエチレンアルキルエーテル、ポリオキシエチレングリセリン脂肪酸エステル、ポリオキシエチレンソルビタン脂肪酸エステル、ポリオキシエチレンソルビット脂肪酸エステル（ポリオキシソルビトール脂肪酸エステル）、ポリオキシエチレンポリオキシプロピレンアルキルエーテル、ポリオキシエチレンポリオキシプロピレングリコール、ポリオキシエチレン硬化ヒマシ油、ポリオキシエチレン高級アルコールエステル、ポリグリセリン脂肪酸エステル、それらの塩等を用いることができる。 The hydrophilic surfactant in the present invention means a surfactant having an HLB higher than 7, specifically, glycerin fatty acid ester, sorbitan fatty acid ester, polyethylene glycol fatty acid ester, polyoxyalkylene alkyl ether, polyoxyalkylene fatty acid. Estel, polyoxyethylene alkyl ether, polyoxyethylene glycerin fatty acid ester, polyoxyethylene sorbitan fatty acid ester, polyoxyethylene sorbit fatty acid ester (polyoxysorbitol fatty acid ester), polyoxyethylene polyoxypropylene alkyl ether, polyoxyethylene polyoxy Polyethylene glycol, polyoxyethylene hydrogenated castor oil, polyoxyethylene higher alcohol ester, polyglycerin fatty acid ester, salts thereof and the like can be used.
　さらに、本発明の冷感剤組成物に配合される安定剤は、冷感成分及び非イオン界面活性剤のみでは冷感成分の再結晶化により安定したミセルを得ることができない場合に、それを補う分だけ配合すればよく、０．０１～１０．００質量％の範囲で配合することができる。安定剤の配合量が０．０１質量％より少ないと、冷感成分を安定してミセル化することができない。一方、安定剤の配合量は１０．００質量％より多く配合することも可能だが、非イオン界面活性剤の配合量もそれに伴い増加しなくてはいけないことや、安定剤を過剰に入れすぎると本発明の冷感剤組成物の安定性が失われるおそれがあるため、１０．００質量％以内に抑えておくことが望ましい。また、冷感剤組成物のミセルにおいては、安定剤が８．３３～３８．４６質量％の範囲で配合できる。安定剤のミセル中の配合量が８．３３質量％よりも少ないと、冷感成分を安定してミセル化することができない。一方、ミセル中の配合量が３８．４６質量％を超えると、本発明の冷感剤組成物の安定性が失われるおそれがあるため好ましくない。 Further, the stabilizer blended in the cooling sensation composition of the present invention can be used when stable micelles cannot be obtained by recrystallization of the cooling sensation component only with the cooling sensation component and the nonionic surfactant. Only the amount to be supplemented needs to be blended, and the blending can be in the range of 0.01 to 10.00% by mass. If the blending amount of the stabilizer is less than 0.01% by mass, the cooling sensation component cannot be stably converted into micelles. On the other hand, the amount of stabilizer can be added in excess of 10.00% by mass, but the amount of nonionic surfactant must be increased accordingly, or if too much stabilizer is added. Since the stability of the cooling agent composition of the present invention may be lost, it is desirable to keep it within 10.00% by mass. Further, in the micelle of the cooling sensation composition, the stabilizer can be blended in the range of 8.33 to 38.46% by mass. If the amount of the stabilizer compounded in the micelles is less than 8.33% by mass, the cooling sensation component cannot be stably converted into micelles. On the other hand, if the blending amount in the micelle exceeds 38.46% by mass, the stability of the cooling sensation composition of the present invention may be lost, which is not preferable.
　本発明における安定剤の形状は特に限定されるものではないが、液状又はペースト状が好ましい。安定剤は化粧品等に使用されているものでよく、特に限定されることはないが、油脂類、脂肪酸類、エステル類、高級アルコール類、炭化水素類、シリコーン油類などが挙げることができる。 The shape of the stabilizer in the present invention is not particularly limited, but a liquid or paste form is preferable. Stabilizers may be those used in cosmetics and the like, and are not particularly limited, and examples thereof include fats and oils, fatty acids, esters, higher alcohols, hydrocarbons, and silicone oils.
　本発明において用いられる油脂としては、アーモンド油、アボガド油、アマニ油、オリーブ油、キョウニン油、ゴマ油、サザンカ油、サフラワー油、シナモン油、ツバキ油、トウモロコシ油、ナタネ油、ヒマシ油、ヒマワリ油、ブドウ油、ホホバ油、マカデミアナッツ油、月見草油、小麦胚芽油、大豆油、茶実油、米ヌカ油、米胚芽油、綿実油、落花生油等が挙げられる。 The fats and oils used in the present invention include almond oil, avocado oil, flaxseed oil, olive oil, kyonin oil, sesame oil, southern ka oil, saflower oil, cinnamon oil, camellia oil, corn oil, rapeseed oil, sunflower oil, sunflower oil. Grape oil, jojoba oil, macadamia nut oil, evening primrose oil, wheat germ oil, soybean oil, tea seed oil, rice bran oil, rice germ oil, cotton seed oil, peanut oil and the like can be mentioned.
　本発明において用いられる脂肪酸としては、ヘプタン酸、オクタン酸、ノナン酸、デカン酸、ペンタデカン酸、ヘプタデカン酸、ノナデカン酸、イソステアリン酸、オレイン酸、リノール酸、リノレン酸、アラキドン酸等が挙げられる。 Examples of the fatty acid used in the present invention include heptanic acid, octanoic acid, nonanoic acid, decanoic acid, pentadecanoic acid, heptadecanoic acid, nonadecanic acid, isostearic acid, oleic acid, linoleic acid, linolenic acid, arachidonic acid and the like.
　本発明において用いられるエステルとしては、イソステアリン酸イソプロピル、イソステアリン酸コレステロール、イソノナン酸イソトリデシル、イソノナン酸イソノニル、イソパルミチン酸オクチル、エチルヘキサン酸セチル、オクタカプリル酸ポリグリセリル、オクタン酸セチル、オレイン酸イソデシル、オレイン酸デシル、ジエチルヘキサン酸ネオペンチルグリコール、ステアリン酸ブチル、テトラエチルヘキサン酸ペンタエリスリチル、テトラオクタン酸ペンタエリスリット、トリ（カプリル酸／カプリン酸）グリセリル、トリイソステアリン、トリイソステアリン酸トリメチロールプロパン、トリエチルヘキサノイン、パルミチン酸イソプロピル、パルミチン酸エチルヘキシル、パルミチン酸オクチル、ポリエチレングルコール、ミリスチン酸イソプロピル、ミリスチン酸イソプロピル、ミリスチン酸オクチルドデシル、ミリスチン酸ミリスチル、ラウリン酸ヘキシル、乳酸セチル、乳酸ミリスチル等が挙げられる。 The esters used in the present invention include isopropyl isostearate, cholesterol isostearate, isotridecyl isononanoate, isononyl isononanoate, octyl isopalmitate, cetyl ethylhexanate, polyglyceryl octacaprylate, cetyl octacaprate, isodecyl oleate, oleic acid. Decyl, neopentyl glycol diethylhexanoate, butyl stearate, pentaerythrityl tetraethylhexanoate, pentaerythlit tetraoctanoate, tri (caprylic acid / capric acid) glyceryl, triisostearate, trimethylolpropane triisostearate, triethylhexanoin , Isopropyl palmitate, ethylhexyl palmitate, octyl palmitate, polyethylene glucol, isopropyl myristate, isopropyl myristate, octyldodecyl myristate, myristyl myristate, hexyl laurate, cetyl lactate, myristyl lactate and the like.
　本発明において用いられる高級アルコールとしては、イソステアリルアルコール、オクチルアルコール、オクチルドデカノール、オレイルアルコール等が挙げられる。 Examples of the higher alcohol used in the present invention include isostearyl alcohol, octyl alcohol, octyldodecanol, oleyl alcohol and the like.
　本発明において用いられる炭化水素油としては、オクタン、デカン、ドデカン、イソドデカン、ヘキサデカン、イソヘキサデカン、パラフィン、イソパラフィン、流動パラフィン、スクワラン、スクワレン、オレフィンオリゴマー等が挙げられる。 Examples of the hydrocarbon oil used in the present invention include octane, decane, dodecane, isododecane, hexadecane, isohexadecane, paraffin, isoparaffin, liquid paraffin, squalane, squalene, and olefin oligomer.
　本発明において用いられるシリコーン油としては、ジメチルポリシロキサン、メチルフェニルポリシロキサンの鎖状シリコーン、ヘキサメチルシクロトリシロキサン、オクタメチルシクロテトラシロキサン、デカメチルシクロペンタシロキサン、ドデカメチルシクロヘキサシロキサンの環状シリコーン等が挙げられる。 The silicone oil used in the present invention includes dimethylpolysiloxane, chain silicone of methylphenylpolysiloxane, hexamethylcyclotrisiloxane, octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, cyclic silicone of dodecamethylcyclohexasiloxane, and the like. Can be mentioned.
　なお、精油類も化粧品等に使用されている油脂であるが、配合する精油の香気が冷感成分特有の清涼感の香気と混ざり不快な香気になるおそれがあること、及び、精油の単価が非常に高いため経済的ではない等の理由から、本発明の冷感剤組成物の安定剤としては用いないこととした。 Essential oils are also fats and oils used in cosmetics, etc., but the aroma of the essential oil to be blended may be mixed with the refreshing aroma peculiar to the cooling sensation component to become an unpleasant aroma, and the unit price of the essential oil is high. It was decided not to use it as a stabilizer of the cooling sensitizer composition of the present invention because it is very expensive and not economical.
　本発明の冷感剤組成物に添加可能な防腐剤としては、親油性、親水性問わず、本発明の冷感剤組成物に溶解し得るものであれば配合することができる。具体的には、安息香酸ナトリウム、イソプロピルメチルフェノール、メチルパラベン、エチルパラベン、塩化ベンザルコニウム、オクタンジオール、カプリル酸グリセリル、グリセリン脂肪酸エステル、クロルフェネシン、サリチル酸、ソルビン酸カリウム、デヒドロ酢酸ナトリウム、パラオキシ安息香酸エチル、パラオキシ安息香酸ブチル、パラオキシ安息香酸プロピル、パラオキシ安息香酸メチル、パラオキシ安息香酸メチル、フェノキシエタノール、ヘキサンジオール、ベンザルコニウムクロリド、ペンタンジオール、メチルイソチアゾリノン、メチルクロロイソチアゾリノン等が挙げられる。 As the preservative that can be added to the cooling sensation composition of the present invention, any preservative that can be dissolved in the cooling sensation composition of the present invention can be blended regardless of lipophilicity or hydrophilicity. Specifically, sodium benzoate, isopropylmethylphenol, methylparaben, ethylparaben, benzalkonium chloride, octanediol, glyceryl caprylate, glycerin fatty acid ester, chlorphenesin, salicylic acid, potassium sorbate, sodium dehydroacetate, paraoxybenzoate. Examples thereof include ethyl acid, butyl paraoxybenzoate, propyl paraoxybenzoate, methyl paraoxybenzoate, methyl paraoxybenzoate, phenoxyethanol, hexanediol, benzalconium chloride, pentanediol, methylisothiazolinone, methylchloroisothiazolinone and the like. ..
　本発明における防腐剤は、親油性、親水性問わずに一般的に防腐効果が見込める量まで配合できる。具体的には、防腐剤がパラオキシ安息香酸エステル及びそれらのナトリウム塩の場合、本発明の冷感剤組成物１００質量％に対して１．００質量％まで配合することが可能である。また、防腐剤がペンタンジオールの場合、本発明の冷感剤組成物１００質量％に対して３．００～５．００質量％の範囲で配合することができる。さらには、防腐剤がヘキサンジオールの場合、本発明の冷感剤組成物１００質量％に対して１．５０～２．００質量％の範囲で配合可能である。 The preservative in the present invention can be blended in an amount that can generally be expected to have an antiseptic effect regardless of lipophilicity or hydrophilicity. Specifically, when the preservative is a paraoxybenzoic acid ester and a sodium salt thereof, it can be blended up to 1.00% by mass with respect to 100% by mass of the cooling sensation composition of the present invention. When the preservative is pentanediol, it can be blended in the range of 3.00 to 5.00% by mass with respect to 100% by mass of the cooling sensation composition of the present invention. Furthermore, when the preservative is hexanediol, it can be blended in the range of 1.50 to 2.00% by mass with respect to 100% by mass of the cooling sensation composition of the present invention.
　また、本発明の冷感剤においては、イソプロピレングリコール、グリセリン、プロピレングリコール、ブチレングルコール等の溶剤、動植物抽出液（動植物エキス）等の添加剤や香料も本発明の効果を損なわない範囲で配合することができる。 Further, in the cooling sensation agent of the present invention, solvents such as isopropylene glycol, glycerin, propylene glycol and butylene glycol, additives and fragrances such as animal and plant extracts (animal and plant extracts) do not impair the effects of the present invention. Can be blended.
　次に、実施例及び比較例に基づいて本発明をより詳細に説明するが、本発明はこれらの実施例により制限されるものではない。 Next, the present invention will be described in more detail based on Examples and Comparative Examples, but the present invention is not limited to these Examples.
１．本発明と従来品との比較
＜実施例１＞
　まず、防腐剤であるメチルパラベン及びフェノキシエタノールを最終濃度が０．３０質量％及び１．００質量％となるように精製水に溶解した。また、冷感成分であるＬ－メントール、親水性界面活性剤であるソルビタン脂肪酸エステル（商品名：レオドールＴＷ－０１２０Ｖ、花王社製）、親油性界面活性剤であるオイレン酸グリセリル（商品名：レオドールＭＯ－６０、花王社製）、及び、高級アルコール（安定剤）であるオクチルドデカノール（商品名：カルコール２００ＧＤ、花王社製）を、最終濃度がそれぞれ３．００質量％、２．００質量％、２．００質量％、及び、３．００質量％となるように、均一に混合溶解した。ここで、上記の混合物が均一に溶解しない場合には、５０℃まで加熱してもよい。次いで、上記精製水に上記混合物を混合して、Ｌ－メントールが界面活性剤によりミセル化された本発明の実施例１の冷感剤組成物を作製した。なお、作製された冷感剤組成物は白青色を有していた。 1. 1. Comparison of the present invention with a conventional product <Example 1>
First, the preservatives methylparaben and phenoxyethanol were dissolved in purified water so that the final concentrations were 0.30% by mass and 1.00% by mass. In addition, L-menthol, which is a cooling sensation component, sorbitan fatty acid ester, which is a hydrophilic surfactant (trade name: Leodor TW-0120V, manufactured by Kao Corporation), and glyceryl oleate, which is a lipophilic surfactant (trade name: Leodor). MO-60 (manufactured by Kao Corporation) and octyldodecanol (trade name: Calcol 200GD, manufactured by Kao Corporation), which is a higher alcohol (stabilizer), have final concentrations of 3.00% by mass and 2.00% by mass, respectively. , 2.00% by mass and 3.00% by mass, and uniformly mixed and dissolved. Here, if the above mixture does not dissolve uniformly, it may be heated to 50 ° C. Next, the mixture was mixed with the purified water to prepare a cooling sensation composition of Example 1 of the present invention in which L-menthol was made into micelles with a surfactant. The prepared cooling sensation composition had a white-blue color.
＜比較例１＞
　冷感成分であるＬ－メントールを３．００質量％となるようにエタノールに溶解し、エタノールを溶媒の主成分とした従来品に相当する比較例１の冷感剤組成物を作製した。 <Comparative example 1>
L-menthol, which is a cooling sensation component, was dissolved in ethanol so as to have a concentration of 3.00% by mass, and a cooling sensation agent composition of Comparative Example 1 corresponding to a conventional product containing ethanol as a main component of a solvent was prepared.
評価
　上記のようにして得られた実施例１及び比較例１の冷感剤組成物をスプレーにより噴射させて、４０ｍｍ×４０ｍｍの綿／ポリエステル（５０／５０）の布風袋に塗布し、塗布量を測定した。次に、この冷感剤組成物を塗布した布風袋をそれぞれ５０℃、４０℃及び３０℃で３分間放置した後、冷感剤組成物の残量を測定した。実施例１及び比較例１の冷感剤組成物について４回測定した結果をそれぞれ表１～６に示した。 Evaluation The cooling sensation composition of Example 1 and Comparative Example 1 obtained as described above is sprayed and applied to a 40 mm × 40 mm cotton / polyester (50/50) cloth tare, and the amount applied. Was measured. Next, the cloth tare to which the cooling sensation composition was applied was left at 50 ° C., 40 ° C. and 30 ° C. for 3 minutes, respectively, and then the remaining amount of the cooling sensation composition was measured. The results of four measurements on the cooling sensation composition of Example 1 and Comparative Example 1 are shown in Tables 1 to 6, respectively.
Figure JPOXMLDOC01-appb-T000001
Figure JPOXMLDOC01-appb-T000001
Figure JPOXMLDOC01-appb-T000002
Figure JPOXMLDOC01-appb-T000002
Figure JPOXMLDOC01-appb-T000003
Figure JPOXMLDOC01-appb-T000003
Figure JPOXMLDOC01-appb-T000004
Figure JPOXMLDOC01-appb-T000004
Figure JPOXMLDOC01-appb-T000005
Figure JPOXMLDOC01-appb-T000005
Figure JPOXMLDOC01-appb-T000006
Figure JPOXMLDOC01-appb-T000006
　表１～６から明らかなように、本発明の実施例１の冷感剤組成物においては、揮発率がそれぞれ２０．４０％（５０℃）、２０．０２％（４０℃）及び１１．１２％（３０℃）であり、比較例１の冷感剤組成物の揮発率５４．４９％（５０℃）、４７．３５％（４０℃）及び４０．６２％（３０℃）に比べて揮発性が非常に抑制されていることが示された。この結果は、溶媒である水とエタノールの蒸気圧が大きく違うためであり、溶媒が水である実施例１の冷感剤組成物は、布風袋からの揮発量が抑えられ、より長い時間にわたって冷感を付与し続けることができることを示している。なお、ここでの蒸気圧とは、液体（個体）から気体へと状態変化する力を示したもので、数値が高い程、気化し易いことを示している。 As is clear from Tables 1 to 6, in the cooling sensation composition of Example 1 of the present invention, the volatility is 20.40% (50 ° C.), 20.02% (40 ° C.) and 11.12, respectively. % (30 ° C.), which is more volatile than the volatility of the cooling agent composition of Comparative Example 1 of 54.49% (50 ° C.), 47.35% (40 ° C.) and 40.62% (30 ° C.). It was shown that sex was highly suppressed. This result is because the vapor pressures of water and ethanol, which are the solvents, are significantly different, and the cooling sensation composition of Example 1 in which the solvent is water has a suppressed amount of volatilization from the cloth tare, and over a longer period of time. It shows that it is possible to continue to give a feeling of coldness. The vapor pressure here indicates the force of changing the state from a liquid (solid) to a gas, and the higher the value, the easier it is to vaporize.
２．Ｌ－メントール及び安定剤の状態安定性
　次に、本発明の冷感剤組成物において、Ｌ－メントールに対する安定剤の配合量を変化させて、安定剤の好適な配合量を検証した。なお、各冷感剤組成物は、上記の実施例１の組成において、Ｌ－メントールを１．００～３．００質量％の範囲、及び、安定剤を０．００～５．００質量％の範囲で１．００質量％ずつ配合量を変化させて調製した。 2. State Stability of L-Menthol and Stabilizer Next, in the cooling sensation composition of the present invention, the blending amount of the stabilizer with respect to L-menthol was changed to verify the suitable blending amount of the stabilizer. In each cooling sensation composition, in the composition of Example 1 above, L-menthol was in the range of 1.00 to 3.00% by mass, and the stabilizer was in the range of 0.00 to 5.00% by mass. It was prepared by changing the blending amount by 1.00% by mass in the range.
　作製された各冷感剤組成物を、室温と仮定した２０℃の恒温槽にて１週間静置保存し、冷感剤組成物の状態安定性を下記基準で目視判定した。状態安定性の評価基準としては、冷感剤組成物全体が白青色か白濁していて分離が確認できず、ミセル化している状態を〇とし、冷感剤組成物が分離している状態を×とした。各冷感剤組成物における安定剤の配合量についての結果を表７に示した。 Each of the prepared cooling sensation compositions was left to stand for 1 week in a constant temperature bath at 20 ° C. assuming room temperature, and the state stability of the cooling sensation composition was visually judged according to the following criteria. As an evaluation standard for state stability, the state in which the entire cooling sensation composition is white-blue or cloudy and separation cannot be confirmed, and the state in which it is micellar is marked as 〇, and the state in which the cooling sensation composition is separated is defined as 〇. It was marked with x. Table 7 shows the results of the blending amount of the stabilizer in each cooling sensation composition.
Figure JPOXMLDOC01-appb-T000007
Figure JPOXMLDOC01-appb-T000007
　表７から明らかなように、安定剤が配合されない場合には、冷感剤組成物が分離してしまい、ミセル化できないことが確認された。また、Ｌ－メントールの配合量が小さいのであれば、それを補う様に安定剤の配合量を大きくすることで、Ｌ－メントールをミセル化した本発明の冷感剤組成物を得ることができる。このことから、安定剤を適切に配合することで良好な本発明の冷感剤組成物を調製し得ることが示された。 As is clear from Table 7, it was confirmed that if the stabilizer was not blended, the cooling sensation composition would separate and could not be made into micelles. Further, if the blending amount of L-menthol is small, the cooling agent composition of the present invention obtained by micellarizing L-menthol can be obtained by increasing the blending amount of the stabilizer so as to supplement it. .. From this, it was shown that a good cooling sensation composition of the present invention can be prepared by appropriately blending a stabilizer.
３．低温時のＬ－メントールの析出検証
　Ｌ－メントールは低温時になると針状結晶として析出し、良好な外観安定性が維持できない不具合がある。また、結晶として析出すると冷感剤組成物中のＬ－メントール濃度が下がり、清涼感の低下の問題が起こってしまう。そこで、低温時における針状結晶の析出を検証した。なお、本検証における各冷感剤組成物は、上記検証のものと同様のものを用いた。 3. 3. Verification of precipitation of L-menthol at low temperature L-menthol precipitates as acicular crystals at low temperature, and there is a problem that good appearance stability cannot be maintained. Further, when precipitated as crystals, the concentration of L-menthol in the cooling sensation composition decreases, which causes a problem of a decrease in refreshing sensation. Therefore, the precipitation of acicular crystals at low temperature was verified. The cooling sensation composition used in this verification was the same as that in the above verification.
　作製された各冷感剤組成物を、５～１０℃にて２週間静置保存し、針状結晶の析出の有無を下記基準で目視及び光学顕微鏡より判定した。析出の有無の評価基準としては、初期品と差がなく、針状結晶の析出も認められない状態を〇とし、微量の結晶の析出が認められる状態を△とし、針状結晶が析出し、冷感剤組成物が分離または凝固している状態を×とした。各冷感剤組成物における低温時の外観についての結果を表８に示した。 Each prepared cooling sensation composition was allowed to stand at 5 to 10 ° C. for 2 weeks, and the presence or absence of precipitation of needle-like crystals was judged visually and by an optical microscope according to the following criteria. As the evaluation criteria for the presence or absence of precipitation, a state in which there is no difference from the initial product and no precipitation of needle-like crystals is observed is marked with ◯, a state in which precipitation of a small amount of crystals is observed is marked with Δ, and needle-shaped crystals are precipitated. The state in which the cooling agent composition was separated or solidified was marked with x. Table 8 shows the results of the appearance of each cooling sensation composition at low temperature.
Figure JPOXMLDOC01-appb-T000008
Figure JPOXMLDOC01-appb-T000008
　表８に示されているように、安定剤を過剰に配合しすぎても、低温時にはＬ－メントールの針状結晶が析出することが確認された。このことから、安定剤を適切に配合することで低温時でもＬ－メントールが析出しない本発明の冷感剤組成物を得ることができることが示された。 As shown in Table 8, it was confirmed that even if an excessive amount of stabilizer was added, acicular crystals of L-menthol were precipitated at low temperature. From this, it was shown that the cooling sensation composition of the present invention in which L-menthol does not precipitate even at a low temperature can be obtained by appropriately blending the stabilizer.

Claims (6)

  1. 　水溶液中に、非イオン界面活性剤によりミセル化された冷感成分が分散されていることを特徴とする冷感剤組成物。 A cooling sensation composition characterized in that a cooling sensation component micellarized by a nonionic surfactant is dispersed in an aqueous solution.
  2. 　冷感剤組成物全量に対して、前記冷感成分が０．０１～６．００質量％、及び、前記非イオン界面活性剤が０．１０～１０．００質量％含有されていることを特徴とする請求項１に記載の冷感剤組成物。 The cooling sensation component is contained in an amount of 0.01 to 6.00% by mass and the nonionic surfactant is contained in an amount of 0.10 to 10.00% by mass with respect to the total amount of the cooling sensation composition. The cooling sensation composition according to claim 1.
  3. 　前記非イオン界面活性剤は、親油性界面活性剤及び親水性界面活性剤の混合物であることを特徴とする請求項１又は２に記載の冷感剤組成物。 The cold sensation composition according to claim 1 or 2, wherein the nonionic surfactant is a mixture of a lipophilic surfactant and a hydrophilic surfactant.
  4. 　前記非イオン界面活性剤によりミセル化された冷感成分は、粒子径が５～２００ｎｍであることを特徴とする請求項１～３のいずれかに記載の冷感剤組成物。 The cooling sensation composition according to any one of claims 1 to 3, wherein the cooling sensation component micellarized by the nonionic surfactant has a particle size of 5 to 200 nm.
  5. 　安定剤がさらに０．０１～１０．００質量％含有されていることを特徴とする請求項１～４のいずれかに記載の冷感剤組成物。 The cooling sensation composition according to any one of claims 1 to 4, wherein the stabilizer is further contained in an amount of 0.01 to 10.00% by mass.
  6. 　前記冷感成分は、Ｌ－メントール、イソプレゴール、カンファー、シネオール、メントン、乳酸メンチル、又は、コハク酸メンチルであることを特徴とする請求項１～５のいずれかに記載の冷感剤組成物。 The cooling sensation composition according to any one of claims 1 to 5, wherein the cooling sensation component is L-menthol, isopulegol, camphor, cineole, menthone, menthol lactate, or mentyl succinate.
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