JP2022114438A - Oil gel particles, and external composition for skin containing the same - Google Patents
Oil gel particles, and external composition for skin containing the same Download PDFInfo
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- JP2022114438A JP2022114438A JP2021201883A JP2021201883A JP2022114438A JP 2022114438 A JP2022114438 A JP 2022114438A JP 2021201883 A JP2021201883 A JP 2021201883A JP 2021201883 A JP2021201883 A JP 2021201883A JP 2022114438 A JP2022114438 A JP 2022114438A
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- Prior art keywords
- oil
- gel particles
- oil gel
- particles
- mass
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- 239000000203 mixture Substances 0.000 title claims description 37
- 239000003921 oil Substances 0.000 claims description 230
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- 239000002245 particle Substances 0.000 claims description 83
- -1 fatty acid ester Chemical class 0.000 claims description 36
- 239000003795 chemical substances by application Substances 0.000 claims description 35
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- 239000000194 fatty acid Substances 0.000 claims description 25
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- GVJHHUAWPYXKBD-IEOSBIPESA-N α-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-IEOSBIPESA-N 0.000 description 1
- OENHQHLEOONYIE-JLTXGRSLSA-N β-Carotene Chemical compound CC=1CCCC(C)(C)C=1\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C OENHQHLEOONYIE-JLTXGRSLSA-N 0.000 description 1
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Abstract
Description
本発明は、油剤を含有し、且つ透明な外観を有するオイルゲル粒子及びそれを含有する皮膚外用組成物などに関する。 TECHNICAL FIELD The present invention relates to an oil gel particle containing an oil agent and having a transparent appearance, and an external skin composition containing the same.
目視可能な程度の大きさを持ち、化粧料等の外用組成物に含有させることが可能な油性粒子、マイクロカプセル等が知られている。 Known are oily particles, microcapsules, and the like, which have a size that is visible to the naked eye and can be contained in external compositions such as cosmetics.
例えば、特許文献１の油性粒子は、デキストリン脂肪酸エステルと液状油分とを含有し、油性粒子の全質量に対してデキストリン脂肪酸エステルを５～４０質量％含有させることにより得られ、その平均粒径が０．０５～１０ｍｍであることが記載されている。また、特許文献２に記載の油性粒子は、バチルアルコール及び／又はステアリン酸グリセリルを含有する、融点が４５～７５℃の両親媒性物質を、油性粒子全量に対して５～４０質量％含有させることにより製造され、この油性粒子に含まれるビタミンＡ脂肪酸エステルの安定性が向上することが開示されている。さらにこのような油性粒子の製造方法として、特許文献３には、融点以上の温度に保たれて液状となっている油分を、５５～７５℃の温度が保たれて攪拌されている水性溶媒に添加し、その際、この水性溶媒に対する油分の比重が０．９０～２．３であり、次いで、水性溶媒を、攪拌状態を保ちながら油分の融点未満の温度に冷却して、油分の油性粒子を水性溶媒中で造粒する方法が記載されている。 For example, the oily particles of Patent Document 1 contain a dextrin fatty acid ester and a liquid oil, and are obtained by containing 5 to 40% by mass of the dextrin fatty acid ester relative to the total mass of the oily particles. It is described to be 0.05 to 10 mm. In addition, the oil particles described in Patent Document 2 contain an amphiphilic substance having a melting point of 45 to 75° C. containing batyl alcohol and/or glyceryl stearate in an amount of 5 to 40% by mass based on the total amount of the oil particles. It is disclosed that the stability of the vitamin A fatty acid ester contained in the oily particles is improved. Furthermore, as a method for producing such oily particles, Patent Document 3 discloses that an oil component in a liquid state maintained at a temperature higher than the melting point is added to an aqueous solvent maintained at a temperature of 55 to 75° C. and stirred. At that time, the specific gravity of the oil to the aqueous solvent is 0.90 to 2.3, and then the aqueous solvent is cooled to a temperature below the melting point of the oil while maintaining a stirring state to obtain oily particles of the oil. in an aqueous solvent is described.
しかしながら、特許文献１に記載の油性粒子は化粧品処方中で造粒することが前提とされていて、他用途で使用するため造粒した油性粒子単独を得ようと、流水で篩おうとすると篩上で粒子が潰れてしまい、粒子単独では得られないと考えられる。特許文献２に記載の油性粒子は、水との親和性及び結晶性の高いバチルアルコール及び／又はステアリン酸グリセリルを油性粒子の皮膜として高濃度配合しており、造粒時の乳化や、冷却後の結晶析出によって粒子の外観は白濁すると考えられる。特許文献３に記載の油性粒子も、特許文献２に記載内容と同様、水との親和性・結晶性の高いベヘニルアルコールが粒子の固化成分として高濃度配合されており、粒子の外観は白濁すると考えられる。 However, the oily particles described in Patent Document 1 are premised to be granulated in cosmetic formulations, and when sieving with running water to obtain granulated oily particles alone for use in other applications, they are sieved. It is thought that the particles will be crushed at , and the particles alone cannot be obtained. The oily particles described in Patent Document 2 contain batyl alcohol and/or glyceryl stearate, which have a high affinity for water and high crystallinity, as a film of the oily particles at a high concentration. It is thought that the appearance of the particles becomes cloudy due to the precipitation of crystals. The oil-based particles described in Patent Document 3 also contain behenyl alcohol, which has a high affinity for water and high crystallinity, as a particle solidification component at a high concentration, similar to the content described in Patent Document 2, and the appearance of the particles is thought to be cloudy. be done.
一方、油性粒子を篩うためゲル化剤や固形油分の量を過剰に増やすと、粒子が硬すぎて皮膚に塗布したときの感触が悪いと考えられる。また、乳化剤や水との親和性が高い成分を粒子に配合させると、化粧水等の水系化粧品に粒子を配合する場合、粒子が水と馴染み潰しやすくなる利点が存在すると考えられる。 On the other hand, if the amount of gelling agent or solid oil content is excessively increased in order to screen the oily particles, the particles will be too hard and the feeling of application to the skin will be poor. In addition, when the particles are blended with an emulsifier or a component having a high affinity for water, it is believed that there is an advantage that the particles are easily blended and crushed with water when the particles are blended in a water-based cosmetic such as a lotion.
そこで、本発明により解決しようとすることは、例えば、大気中で透明性の高い外観を有するとともに、篩が使用可能なほどの強度と皮膚に塗布したときに、油剤に特徴的なしっとりした感触を併せ持つオイルゲル粒子、さらにオイルゲル粒子を配合した化粧品などを提供すること、である。 Therefore, what is to be solved by the present invention is, for example, to have a highly transparent appearance in the atmosphere, a strength that allows the use of a sieve, and a moist feel characteristic of oil agents when applied to the skin. To provide oil gel particles having both and cosmetics containing the oil gel particles.
本発明は、上記課題を解決するためになされたものであって、例えば、オイルゲル粒子に用いる油剤とゲル化剤の種類と含有量とを最適化するともに、この油剤の有機性値と無機性値とのバランスを調整したオイルゲル粒子などである。 The present invention has been made to solve the above problems. It is an oil gel particle etc. which adjusted the balance with the value.
すなわち、本発明は以下の実施形態を含む。
［１］５０～９９質量％の油剤と、０．５～５０質量％のゲル化剤とを含み、油剤のＩＯＢ値が０．８５以下であるオイルゲル粒子。
［２］さらに０．５～１０質量％の界面活性剤を含み、油剤と界面活性剤との混合ＨＬＢ値が８．５以下である［１］に記載のオイルゲル粒子。
［３］平均粒径が１００～２０００μｍである［１］又は［２］に記載のオイルゲル粒子。
［４］油剤が、炭化水素油、エステル油、シリコーン油及び植物油からなる群より選択される、少なくとも１つである［１］～［３］のいずれかに記載のオイルゲル粒子。
［５］ゲル化剤が、デキストリン脂肪酸エステル、イヌリン脂肪酸エステル及び／又はアミノ酸系油ゲル化剤である［１］～［４］のいずれかに記載のオイルゲル粒子。
［６］水性媒体又は油性媒体中に、［１］～［５］のいずれかに記載のオイルゲル粒子を分散状態にて含有する皮膚外用組成物。
That is, the present invention includes the following embodiments.
[1] Oil gel particles containing 50 to 99% by mass of an oil and 0.5 to 50% by mass of a gelling agent, wherein the IOB value of the oil is 0.85 or less.
[2] The oil gel particles according to [1], further comprising 0.5 to 10% by mass of a surfactant, and having a mixed HLB value of the oil agent and the surfactant of 8.5 or less.
[3] The oil gel particles according to [1] or [2], which have an average particle size of 100 to 2000 μm.
[4] The oil gel particles according to any one of [1] to [3], wherein the oil agent is at least one selected from the group consisting of hydrocarbon oils, ester oils, silicone oils and vegetable oils.
[5] The oil gel particles according to any one of [1] to [4], wherein the gelling agent is a dextrin fatty acid ester, an inulin fatty acid ester and/or an amino acid-based oil gelling agent.
[6] An external skin composition comprising the oil gel particles according to any one of [1] to [5] in a dispersed state in an aqueous medium or an oily medium.
本発明によれば、透明性の高い外観を有するとともに皮膚に塗布したときに、油剤に特徴的なしっとりした感触を有するオイルゲル粒子などを提供することができる。 ADVANTAGE OF THE INVENTION According to this invention, the oil gel particle|grains etc. which have a moist touch which is characteristic of an oil agent, when apply|coated to skin can be provided with the appearance with high transparency.
次に、本発明の各実施形態について説明する。なお、以下に説明する各実施形態は、特許請求の範囲に係る発明を限定するものではなく、また、各実施形態の中で説明されている諸要素及びその組み合わせの全てが本発明の解決手段に必須であるとは限らない。 Next, each embodiment of the present invention will be described. It should be noted that each embodiment described below does not limit the invention according to the scope of claims, and all of the elements described in each embodiment and combinations thereof are means for solving the present invention. is not necessarily required for
（オイルゲル粒子）
本発明の一実施形態に係るオイルゲル粒子は、（Ａ）５０～９９質量％の油剤と、（Ｂ）０．５～５０質量％のゲル化剤と、を含む。ここで、「オイルゲル粒子」とは、油剤中に所望の成分を溶解または分散させた１個乃至複数個の粒子をいう。また、本明細書において「オイルゲル」とは、親油性のゲル化剤で増粘されたゲル状の油剤（油性成分）のことを指し、例えば、油剤に油性ゲル化剤を添加することで、調製することができる。
(oil gel particles)
An oil gel particle according to one embodiment of the present invention contains (A) 50 to 99% by mass of an oil agent and (B) 0.5 to 50% by mass of a gelling agent. Here, "oil gel particles" refer to one or more particles in which a desired component is dissolved or dispersed in an oil agent. As used herein, the term "oil gel" refers to a gel-like oil (oily component) thickened with a lipophilic gelling agent. can be prepared.
オイルゲル粒子の形状は、特に限定されるものではないが、形状の安定性および美観の観点から、球状体であることが好ましい。ここでいう球状とは、真球だけでなく、断面が楕円のものであってもよいが、真球が好ましい。また、本実施形態のオイルゲル粒子の平均粒径は、例えば球状体の粒子を作製する際において、この粒子をより作製しやすくするため又は粒子を目視するために、好ましくは下限が１００μｍ以上、より好ましくは１２５μｍ以上、さらに好ましくは１５０μｍ以上であり、さらになお好ましくは１７５μｍ以上である。また、平均粒径の上限は、粒子が硬くなりすぎないために、上限が２０００μｍ以下、好ましくは１５００μｍ以下、より好ましくは１０００μｍ以下である。オイルゲル粒子の平均粒径は、レーザー回折／散乱式または篩法により測定することができる。レーザー回折／散乱式による方法は、粒度分布測定装置（例えば、堀場製作所社製、型番：ＬＡ－９２０）を用いてメジアン径を測定し、それを平均粒径とするものである。篩法は、各種目開きのフルイを用い、オイルゲル粒子１００ｇを水中で湿式分級して余分な水分を濾紙で除去した後の質量を測定し、その重量平均粒径を平均粒径とするものである。 The shape of the oil gel particles is not particularly limited, but from the viewpoint of shape stability and beauty, spherical bodies are preferred. The term "spherical" as used herein means not only a perfect sphere but also an elliptical cross-section, but a perfect sphere is preferred. In addition, the average particle diameter of the oil gel particles of the present embodiment is preferably 100 μm or more, and more It is preferably 125 μm or more, more preferably 150 μm or more, and even more preferably 175 μm or more. Also, the upper limit of the average particle size is 2000 μm or less, preferably 1500 μm or less, more preferably 1000 μm or less so that the particles do not become too hard. The average particle size of oil gel particles can be measured by a laser diffraction/scattering method or a sieving method. In the laser diffraction/scattering method, the median diameter is measured using a particle size distribution analyzer (for example, model number: LA-920, manufactured by Horiba Ltd.), and is taken as the average particle diameter. In the sieving method, 100 g of oil gel particles are wet-classified in water using sieves with various mesh openings, excess moisture is removed with filter paper, and the mass is measured, and the weight average particle size is taken as the average particle size. be.
また、使用時における感触の向上の観点から、本実施形態のオイルゲル粒子の圧縮破断強度が５０ｋＰａ以下であることが好ましい。オイルゲル粒子の形状を維持して皮膚外用剤や化粧品等により配合しやすくする観点で、本実施形態のオイルゲル粒子の圧縮破断強度は、好ましくは０．１５ｋＰａ以上であり、より好ましくは０．２０ｋＰａ以上であり、さらに好ましくは０．２５ｋＰａ以上である。また、肌に塗布したときに皮膚上での伸びやなじみが良好で、スムーズに崩壊させることがよりできるようにする観点で、本実施形態のオイルゲル粒子の圧縮破断強度は、より好ましくは４０ｋＰａ以下であり、３０ｋＰａ以下である。 In addition, from the viewpoint of improving the feel during use, the compression breaking strength of the oil gel particles of the present embodiment is preferably 50 kPa or less. From the viewpoint of maintaining the shape of the oil gel particles so that they can be easily blended with external skin preparations, cosmetics, etc., the compression breaking strength of the oil gel particles of the present embodiment is preferably 0.15 kPa or more, more preferably 0.20 kPa or more. and more preferably 0.25 kPa or more. In addition, from the viewpoint of ensuring good spreadability and conformability on the skin when applied to the skin and smooth disintegration, the compression breaking strength of the oil gel particles of the present embodiment is more preferably 40 kPa or less. and is 30 kPa or less.
なお、ここで圧縮破断強度とは、ゲル試料に圧縮荷重を加えた時に、ゲル試料が破断する最大応力のことをいう。圧縮破断強度は、球状のゲル試料に対して、１軸荷重をかけた時の圧縮力をその軸に垂直な断面積で割った値（ｋＰａ（Ｎ／ｍ２））で表わすことができる。圧縮破断強度は、圧縮破断応力とも称され、公知の測定機器を用いて、公知の方法で調べることができる。圧縮破断強度測定機器としては、たとえば、サン科学社製の圧縮試験機（Ｒｈｅｏ Ｍｅｔｅｒ：ＣＲ－３０００ＥＸ）があげられる。本実施形態において規定する圧縮破断強度は、以下に示す実施例に記載の測定方法によって測定された値である。 Here, the compressive breaking strength means the maximum stress at which a gel sample breaks when a compressive load is applied to the gel sample. The compressive breaking strength can be expressed as a value (kPa (N/m 2 )) obtained by dividing the compressive force when a uniaxial load is applied to a spherical gel sample by the cross-sectional area perpendicular to the axis. Compressive breaking strength is also called compressive breaking stress, and can be determined by a known method using a known measuring instrument. As a compression breaking strength measuring device, for example, a compression tester (Rheo Meter: CR-3000EX) manufactured by Sun Science Co., Ltd. can be mentioned. The compressive breaking strength defined in this embodiment is a value measured by the measuring method described in the examples below.
本実施形態のオイルゲル粒子には、所望の成分を内包させることができ、また、本発明の効果を損わない限り、任意成分を含んでもよい。以下、本実施形態のオイルゲル粒子の配合成分及びその含有量等について詳細に説明する。 The oil gel particles of the present embodiment can contain desired components, and may contain optional components as long as they do not impair the effects of the present invention. Hereinafter, the blending components of the oil gel particles of the present embodiment, their contents, and the like will be described in detail.
（油剤）
本実施形態のオイルゲル粒子に用いられる成分（Ａ）の油剤としては、化粧料等の外用組成物において用いられる液状の油脂を用いることができる。具体的には、例えば、アマニ油、ツバキ油、マカデミアナッツ油、トウモロコシ油、オリーブ油、アボガド油、サザンカ油、ヒマシ油、サフラワー油、キョウニン油、シナモン油、ホホバ油、ブドウ油、ヒマワリ油、アルモンド油、ナタネ油、ゴマ油、小麦胚芽油、米胚芽油、米ヌカ油、綿実油、大豆油、落花生油、茶実油、月見草油、卵黄油、肝油等の動植物由来の液状油脂を用いることができる。この液状の油脂は、合成品を用いてもよく、市販品を用いてもよい。市販品としては、例えば、ＤＨＡ－５５（マルハニチロ社製）、サフラワー油（日清オイリオ社製）、オリザサラダ油（オリザ油化社製）、食用オリーブ油（Ｊ－オイルミルズ社製）、アマニ油Ｓ（日本製粉社製）、ココナードＭＬ（花王社製）が挙げられる。
(Oil solution)
As the component (A) oil agent used in the oil gel particles of the present embodiment, liquid oils and fats used in external compositions such as cosmetics can be used. Specifically, for example, linseed oil, camellia oil, macadamia nut oil, corn oil, olive oil, avocado oil, sasanqua oil, castor oil, safflower oil, Chinese ginseng oil, cinnamon oil, jojoba oil, grape oil, sunflower oil, almond oil Oil, rapeseed oil, sesame oil, wheat germ oil, rice germ oil, rice bran oil, cottonseed oil, soybean oil, peanut oil, tea seed oil, evening primrose oil, egg yolk oil, liver oil, and other liquid oils derived from animals and plants can be used. . A synthetic product or a commercially available product may be used for this liquid oil. Commercially available products include, for example, DHA-55 (manufactured by Maruha Nichiro), safflower oil (manufactured by Nisshin Oillio), Oryza salad oil (manufactured by Oryza Yuka), edible olive oil (manufactured by J-Oil Mills), and linseed oil. S (manufactured by Nippon Flour Mills) and Coconard ML (manufactured by Kao Corporation).
また、エステル油、例えば、オクタン酸セチル等のオクタン酸エステル、トリ－２－エチルヘキサエン酸グリセリン、テトラ－２－エチルヘキサン酸ペンタエリスリット等のイソオクタン酸エステル、ラウリン酸ヘキシル等のラウリン酸エステル、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等のミリスチン酸エステル、パルミチン酸オクチル等のパルミチン酸エステル、ステアリン酸イソセチル等のステアリン酸エステル、イソステアリン酸イソプロピル等のイソステアリン酸エステル、イソパルミチン酸オクチル等のイソパルミチン酸エステル、オレイン酸イソデシル等のオレイン酸エステル、アジピン酸ジイソプロピル等のアジピン酸ジエステル、セバシン酸ジエチル等のセバシン酸ジエステル、リンゴ酸ジイソステアリル等を用いることができる。 Ester oils, for example, octanoic acid esters such as cetyl octanoate, isooctanoic acid esters such as glyceryl tri-2-ethylhexaenoate, pentaerythrityl tetra-2-ethylhexanoate, and lauric acid esters such as hexyl laurate , isopropyl myristate, myristate such as octyldodecyl myristate, palmitate such as octyl palmitate, stearate such as isocetyl stearate, isostearate such as isopropyl isostearate, isopalmitin such as octyl isopalmitate Acid esters, oleic acid esters such as isodecyl oleate, adipate diesters such as diisopropyl adipate, sebacate diesters such as diethyl sebacate, and diisostearyl malate can be used.
さらに、シリコーン油、例えば、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、メチルハイドロジェンポリシロキサン等の鎖状シリコーン、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等の環状シリコーン、アミノ変性シリコーン油、ポリエーテル変性シリコーン油、カルボキシ変性シリコーン油、アルキル変性シリコーン油、アンモニウム塩変性シリコーン油、フッ素変性シリコーン油等を挙げることができる。 Furthermore, silicone oils, for example, linear silicones such as dimethylpolysiloxane, methylphenylpolysiloxane and methylhydrogenpolysiloxane; cyclic silicones such as octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane and dodecamethylcyclohexasiloxane; Modified silicone oil, polyether-modified silicone oil, carboxy-modified silicone oil, alkyl-modified silicone oil, ammonium salt-modified silicone oil, fluorine-modified silicone oil and the like can be mentioned.
さらに、炭化水素油、例えば、流動パラフィン、スクワラン、スクワレン、プリスタン、イソパラフィン、α－オレフィンオリゴマー、ワセリン等を挙げることができる。 Furthermore, hydrocarbon oils such as liquid paraffin, squalane, squalene, pristane, isoparaffin, α-olefin oligomers, petrolatum and the like can be used.
さらに、高級アルコール、例えば、オクチルドデカノール、ヘキシルデカノール、イソステアリルアルコール、オレイルアルコール、セタノール、ベヘニルアルコール等を挙げることができる。 Furthermore, higher alcohols such as octyldodecanol, hexyldecanol, isostearyl alcohol, oleyl alcohol, cetanol, and behenyl alcohol can be used.
さらに、脂肪酸、例えば、オレイン酸、リノレン酸、エイコサペンタエン酸、ドコサヘキサエン酸、リノール酸、アラキドン酸、ラウリン酸、ミリスチン酸、パルミチン酸、ステアリン酸等を挙げることができる。 Furthermore, fatty acids such as oleic acid, linolenic acid, eicosapentaenoic acid, docosahexaenoic acid, linoleic acid, arachidonic acid, lauric acid, myristic acid, palmitic acid, and stearic acid can be mentioned.
これらの油剤は、室温で固体であっても液体であってもよいが、例えば、オイルゲル粒子の柔らかさをだす観点、外観の透明性の観点、ＩＯＢ値の調整の観点などから液状の油剤の配合割合が高い組成が好ましく、具体的な目的に応じて、１種以上を組み合わせて、オイルゲル粒子に含有させることができる。例えば、これらの油剤のなかで、イソノナン酸イソノニルやオクチルドデカノール等を用いることにより、皮膚上で押しつぶした際の柔らかさを有し、オイルゲル粒子に透明な外観と共に、しっとり感を付与することが可能である。 These oils may be either solid or liquid at room temperature. A composition with a high blending ratio is preferred, and one or more of them can be combined and contained in the oil gel particles according to a specific purpose. For example, by using isononyl isononanoate, octyldodecanol, etc. among these oil agents, it is possible to impart softness to the oil gel particles when pressed on the skin, and to impart a moist feeling together with a transparent appearance. It is possible.
また、油剤として、シリコーン油を用いることにより、オイルゲル粒子による肌なじみの良さと共に、しっとり感やすべすべ感を付与することができる。 In addition, by using a silicone oil as an oil agent, it is possible to impart a moist feeling and a smooth feeling in addition to good compatibility with the skin due to the oil gel particles.
また、油剤として、炭化水素油を用いることによりオイルゲル粒子による肌なじみの良さと共に、しっとり感を付与することが可能である。 In addition, by using a hydrocarbon oil as an oil agent, it is possible to impart a moist feeling as well as good skin compatibility due to the oil gel particles.
本実施形態のオイルゲル粒子における油剤の含有量は、油性のゲル化剤を溶解させる観点から、オイルゲル粒子全量に対し５０質量％以上であり、好ましくは５５質量％以上、さらに好ましくは６０質量％以上である。また、ゲル化剤を入れて固めるために、９９質量％以下であり、９８．５質量％以下が好ましく、９８．１質量％以下がさらに好ましい。 The content of the oil agent in the oil gel particles of the present embodiment is 50% by mass or more, preferably 55% by mass or more, and more preferably 60% by mass or more with respect to the total amount of the oil gel particles, from the viewpoint of dissolving the oily gelling agent. is. Moreover, in order to harden by adding a gelling agent, it is 99% by mass or less, preferably 98.5% by mass or less, and more preferably 98.1% by mass or less.
ここで、透明なオイルゲル粒子を得るためには、水の屈折率１．３３３に近い屈折率を有する油剤を用いるとともに、油剤の物性に関して所定の有機性と無機性のバランスを有することが必要である。油剤に含まれる個々の化合物の物理化学的物性について、主にファンデルワールス力による物性を「有機性」と呼び、主に電気的親和力による物性を「無機性」と称し、これらの組み合わせで化合物の物性をとらえることができる。この「有機性」と「無機性」を個々の化合物について有機性値（Ｏｒｇａｎｉｃ Ｖａｌｕｅ＝ＯＶ）、無機性値（Ｉｎｏｒｇａｎｉｃ Ｖａｌｕｅ＝ＩＶ）という固有の特性値を付与し、それぞれの化合物の有機性値、無機性値を比較調整することにより、透明なオイルゲル粒子に適した油剤を選択することができる。 Here, in order to obtain transparent oil gel particles, it is necessary to use an oil having a refractive index close to that of water, 1.333, and to have a predetermined balance of organic and inorganic properties with respect to the physical properties of the oil. be. Regarding the physicochemical physical properties of individual compounds contained in oils, the physical properties mainly due to Van der Waals forces are called "organic", and the physical properties mainly due to electrical affinity are called "inorganic". It is possible to capture the physical properties of This "organic" and "inorganic" are given unique characteristic values such as organic value (Organic Value = OV) and inorganic value (Inorganic Value = IV) for each compound, and the organic value of each compound By comparing and adjusting the inorganicity values, it is possible to select an oil agent suitable for transparent oil gel particles.
例えば、油剤のＩＯＢ値の上限は、好ましくは０．８５以下、より好ましくは０．８４以下、更に好ましくは０．８３である。ここで、ＩＯＢ値とは、有機概念図（藤田穆、有機化合物の予測と有機概念図、化学の領域Ｖｏｌ．１１，Ｎｏ．１０（１９５７）７１９－７２５）に基づき求められる無機性値及び有機性値の比（Ｉｎｏｒｇａｎｉｃ Ｏｒｇａｎｉｃ Ｂａｌａｎｃｅ）を表わすもので無機性値を有機性値で除した値である。油剤を二種以上含む場合は混合後のＩＯＢ値は、加重平均により算出できる。このＩＯＢ値が０．８５以下であると、オイルゲルに特徴的なしっとり感を得ることができる。ＩＯＢ値は、例えば、炭化水素油の１つであるスクワランのように０であってもよいが、より好ましくは０を超え、より好ましくは０．０１以上、更に好ましくは０．０１５である。 For example, the upper limit of the IOB value of the oil is preferably 0.85 or less, more preferably 0.84 or less, and even more preferably 0.83. Here, the IOB value is an inorganic value and an organic Inorganic Organic Balance is a value obtained by dividing the inorganic value by the organic value. When two or more oils are included, the IOB value after mixing can be calculated by weighted average. When the IOB value is 0.85 or less, moist feeling characteristic of oil gel can be obtained. The IOB value may be 0 like squalane, which is one of hydrocarbon oils, but is preferably greater than 0, more preferably 0.01 or more, and still more preferably 0.015.
（ゲル化剤）
本発明のオイルゲル粒子に用いられる成分（Ｂ）のゲル化剤は、油剤を透明～半透明の状態でゲル化し、幅広い範囲で粘度を付与する効果があり、経時安定性や肌に塗布した時の感触を向上させる成分である。その含有量は、粒子が固まるためには０．５質量％以上であり、１質量％以上が好ましく、１．５質量％以上がさらに好ましい。また、粒子が硬くなりすぎないように、その含有量は５０質量％以下であり、４５質量％以下が好ましく、４０質量％以下がさらに好ましい。本実施形態で用いられる好ましいゲル化剤としては、例えば、デキストリン脂肪酸エステル、イヌリン脂肪酸エステル及び／又はアミノ酸系油ゲル化剤を挙げることができる。
(Gelling agent)
The gelling agent of component (B) used in the oil gel particles of the present invention has the effect of gelling the oil agent in a transparent to translucent state and imparting viscosity in a wide range, and is stable over time and when applied to the skin. It is an ingredient that improves the feel of The content thereof is 0.5% by mass or more, preferably 1% by mass or more, and more preferably 1.5% by mass or more so that the particles are solidified. Also, the content is 50% by mass or less, preferably 45% by mass or less, and more preferably 40% by mass or less so that the particles do not become too hard. Preferred gelling agents used in this embodiment include, for example, dextrin fatty acid esters, inulin fatty acid esters, and/or amino acid-based oil gelling agents.
デキストリン脂肪酸エステルは、デキストリンと脂肪酸若しくは脂肪酸誘導体とのエステルであり、好ましくは炭素数８～２２の高級脂肪酸とのエステルが用いられる。デキストリンの平均糖重合度は３～１５０が好ましく、デキストリンのグルコース単位当りの脂肪酸の置換度は１．５～１．７が好ましい。具体的には、オクタン酸デキストリン、ラウリン酸デキストリン、パルミチン酸デキストリン、ミリスチン酸デキストリン、ステアリン酸デキストリン、ベヘニン酸デキストリン、ヤシ油脂肪酸デキストリン、（パルミチン酸／オクタン酸）デキストリン等が挙げられる。これらのデキストリン脂肪酸エステルの市販品としては、例えば、「レオパールＫＬ２」「レオパールＭＫＬ２」「レオパールＴＴ２」「レオパールＴＬ２」（以上、千葉製粉社製）等が挙げられる。このうちパルミチン酸デキストリンが経時安定性や、使用性面から最も好ましい。 Dextrin fatty acid esters are esters of dextrin and fatty acids or fatty acid derivatives, preferably esters of higher fatty acids having 8 to 22 carbon atoms. The average degree of sugar polymerization of dextrin is preferably 3 to 150, and the degree of substitution of fatty acid per glucose unit of dextrin is preferably 1.5 to 1.7. Specific examples include dextrin octanoate, dextrin laurate, dextrin palmitate, dextrin myristate, dextrin stearate, dextrin behenate, dextrin of coconut oil fatty acid, (palmitic acid/octanoic acid) dextrin, and the like. Commercially available products of these dextrin fatty acid esters include, for example, "Rheopearl KL2", "Rheopearl MKL2", "Rheopearl TT2", and "Rheopearl TL2" (manufactured by Chiba Seifun Co., Ltd.). Among these, dextrin palmitate is most preferable from the viewpoint of stability over time and usability.
イヌリン脂肪酸エステルは、イヌリンと脂肪酸もしくは脂肪酸誘導体とのエステルであり、好ましくは炭素数８～３２の直鎖または分岐鎖の飽和または不飽和脂肪酸とイヌリンとのエステルが用いられ、イヌリンの平均分子量は３００～１０，０００の範囲が好ましい。具体的には、特開平３－１９７４０９号公報や特開２００２－１９３７３２号公報に記載されているものが挙げられ、市販品としては、「レオパールＩＳＫ２」（千葉製粉社製）等が挙げられる。 The inulin fatty acid ester is an ester of inulin with a fatty acid or a fatty acid derivative, preferably an ester of inulin with a linear or branched saturated or unsaturated fatty acid having 8 to 32 carbon atoms, and the average molecular weight of inulin is A range of 300 to 10,000 is preferred. Specific examples include those described in JP-A-3-197409 and JP-A-2002-193732, and commercially available products include "Leopard ISK2" (manufactured by Chiba Flour Mills Co., Ltd.).
本実施形態に用いられるデキストリン脂肪酸エステル及び／又はイヌリン脂肪酸エステルの配合量は、１～５０質量％であると経時安定性や伸び広がりがより優れるため好ましく、３～４５％であると、伸び広がりがさらに優れるため好ましい。 The amount of dextrin fatty acid ester and/or inulin fatty acid ester used in the present embodiment is preferably 1 to 50% by mass because stability over time and spreadability are more excellent, and when it is 3 to 45%, spreadability is preferable. is more excellent, which is preferable.
本実施形態において使用されるアミノ酸系油ゲル化剤としては各種のものがあり、アミノ酸誘導体のうち、Ｎ－アシルアミノ酸エステル及びＮ－アシルアミノ酸アミドは、たとえばＮ－アシルアミノ酸とアルコールまたはアミンとそれぞれ酸触媒の存在下あるいは無触媒下に加熱反応するか、もしくはアミノ酸エステルまたはアミノ酸アミドを脂肪酸ハライド等のアシル化剤でＮ－アシル化しても得られる。また、Ｎ－アシルアミノ酸アミン塩はＮ－アシルアミノ酸をアミンで中和することによって容易にうることが出来る。これらの化合物としては、Ｎ－ラウロイルグルタミン酸ジラウリルアミド，Ｎ－カプロイルグルタミン酸ジラウリルアミド，Ｎ－ラウロイルグルタミン酸ジブチルアミド，Ｎ－ラウロイルグルタミン酸ステアリルアミド，Ｎα・Ｎω－ジカプロイルリジンラウリルエステル，Ｎα・Ｎω－ジステアロイルリジンオクチルエステル，Ｎ－ステアロイルグリシンラウリルアミド，Ｎ－パルミトイル－ε－アミノカプロン酸ラウリルエステル，Ｎα－Ｎω－ジカプリロイルリジンステアリルアミン，Ｎ－ラウロイルバリンラウリルアミン塩，Ｎ－ラウロイルグルタミン酸ジオクチルアミド，Ｎα・Ｎω－ジラウロイルリジンステアリルアミン塩等が例示化合物として挙げられる。本実施形態において使用されるアミノ酸系油ゲル化剤の量は０．５～１０．０％が適当である。０．５％未満ではゲル化能が著しく低下し、また１０．０％を越えて用いても増量することによるさほどの効果は期待できない。 There are various amino acid-based oil gelling agents used in the present embodiment, and among amino acid derivatives, N-acylamino acid esters and N-acylamino acid amides are, for example, N-acylamino acids and alcohols or amines. It can be obtained by heat reaction in the presence or absence of an acid catalyst, or by N-acylating an amino acid ester or amino acid amide with an acylating agent such as fatty acid halide. Also, an N-acylamino acid amine salt can be easily obtained by neutralizing an N-acylamino acid with an amine. These compounds include N-lauroylglutamic acid dilaurylamide, N-caproylglutamic acid dilaurylamide, N-lauroylglutamic acid dibutylamide, N-lauroylglutamic acid stearylamide, Nα·Nω-dicaproyllysine lauryl ester, Nα· Nω-distearoyl lysine octyl ester, N-stearoylglycine laurylamide, N-palmitoyl-ε-aminocaproic acid lauryl ester, Nα-Nω-dicapryloyl lysine stearylamine, N-lauroyl valine laurylamine salt, N-lauroyl glutamate dioctyl Amide, Nα·Nω-dilauroyllysine stearylamine salt and the like are listed as exemplary compounds. An appropriate amount of the amino acid-based oil gelling agent used in this embodiment is 0.5 to 10.0%. If the amount is less than 0.5%, the gelling ability is remarkably lowered, and if the amount exceeds 10.0%, no appreciable effect can be expected by increasing the amount.
（界面活性剤）
本実施形態のオイルゲル粒子は、粒子を水系化粧品などに配合した場合、塗布時の感触、及び添加する成分の溶解性を上げる観点から、界面活性剤を含有してもよい。界面活性剤としては、非イオン性界面活性剤や両性イオン界面活性剤等から選ばれる１種または２種以上の混合物が挙げられる。
(Surfactant)
The oil gel particles of the present embodiment may contain a surfactant from the viewpoint of improving the feel during application and improving the solubility of components to be added when the particles are blended in a water-based cosmetic or the like. Examples of surfactants include one or a mixture of two or more selected from nonionic surfactants, amphoteric surfactants, and the like.
非イオン界面活性剤としては、例えば、脂肪酸ソルビタンエステル、ポリオキシエチレン脂肪酸ソルビタン、ポリオキシエチレン高級アルコールエーテル、ポリ（オキシエチレン－オキシプロピレン）高級アルコールエーテル、ポリオキシエチレン脂肪酸エステル、ポリオキシエチレンアルキルフェノール、ポリオキシエチレンアルキルアミン、ポリオキシエチレン－ポリオキシプロピレンブロックポリマー等が挙げられる。また、両性イオン界面活性剤としては、例えばジメチルアルキルベタイン、アルキルアミドベタイン等が挙げられる。 Examples of nonionic surfactants include fatty acid sorbitan esters, polyoxyethylene fatty acid sorbitan, polyoxyethylene higher alcohol ethers, poly(oxyethylene-oxypropylene) higher alcohol ethers, polyoxyethylene fatty acid esters, polyoxyethylene alkylphenols, Examples include polyoxyethylene alkylamines, polyoxyethylene-polyoxypropylene block polymers, and the like. Examples of amphoteric surfactants include dimethylalkylbetaine and alkylamidobetaine.
界面活性剤が用いられる場合、界面活性剤の添加量は、オイルゲル粒子の全量に対し、０．０５質量％以上であり、０．１質量％以上が好ましく、０．１５質量％以上がさらに好ましく、０．２質量％以上がさらになお好ましい。０．０５質量％未満では添加する効果が不十分である。また、界面活性剤の添加量の上限は、オイルゲル粒子の全量に対し、１０質量％以下であり、８質量％以下が好ましく、６質量％以下がさらに好ましい。１０質量％を超えると造粒時に乳化してしまいオイルゲルの透明性が損なわれる可能性があるため好ましくない。 When a surfactant is used, the amount of the surfactant added is 0.05% by mass or more, preferably 0.1% by mass or more, and more preferably 0.15% by mass or more, relative to the total amount of the oil gel particles. , 0.2% by mass or more is even more preferable. If the amount is less than 0.05% by mass, the effect of addition is insufficient. The upper limit of the amount of the surfactant added is 10% by mass or less, preferably 8% by mass or less, and more preferably 6% by mass or less, relative to the total amount of the oil gel particles. If it exceeds 10% by mass, emulsification occurs during granulation, which may impair the transparency of the oil gel, which is not preferable.
本実施形態のオイルゲル粒子において、油剤と界面活性剤との混合ＨＬＢ値が８．５以下であることが好ましい。油剤及び界面活性剤は２種以上の混合物であってもよい。ここで、ＨＬＢ値とは、界面活性剤の親水性又は親油性（疎水性）の程度を表す値であり、グリフィン（Ｇｒｉｆｆｉｎ）の定義による、２５℃におけるＨＬＢ値を意味する。グリフィンによるＨＬＢ値は、Ｊ．Ｓｏｃ．Ｃｏｓｍ．Ｃｈｅｍ．，１９５４，５：２４９－２５６において定義されている。また、有機概念図における油剤の有機性値、無機性値の概念は、ＨＬＢ方式における親水性、親油性の概念との相関が高く、有機性値と無機性値の比から求めた値：ＩＶ／ＯＶ＝ＩＯＢ（Ｉｎｏｒｇａｎｉｃ Ｏｒｇａｎｉｃ Ｂａｌａｎｃｅ）とＨＬＢ値を比較すると、近似的にＨＬＢ値＝ＩＯＢ値×１０が成り立つこととする。 In the oil gel particles of the present embodiment, the mixed HLB value of the oil and surfactant is preferably 8.5 or less. The oil and surfactant may be a mixture of two or more. Here, the HLB value is a value representing the degree of hydrophilicity or lipophilicity (hydrophobicity) of a surfactant, and means the HLB value at 25° C. according to Griffin's definition. HLB values according to Griffin are reported in J. Am. Soc. Cosm. Chem. , 1954, 5:249-256. In addition, the concept of the organic value and inorganic value of the oil agent in the organic conceptual diagram has a high correlation with the concept of hydrophilicity and lipophilicity in the HLB method, and the value obtained from the ratio of the organic value to the inorganic value: IV Comparing the HLB value with /OV=IOB (Inorganic Organic Balance), it is assumed that the HLB value=IOB value×10 approximately holds.
したがって、本明細書において、混合ＨＬＢ値とは、１種又は２種以上の油剤と１種又は２種以上の界面活性剤とを用いる場合におけるこれらの混合物から構成されるＨＬＢ値をいい、それぞれの油剤及び界面活性剤のＨＬＢ値をその含有質量比率に基づいて加重平均したものであり、次式で求められる。 Therefore, in this specification, the mixed HLB value refers to an HLB value composed of a mixture of one or more oils and one or more surfactants in the case of using these, respectively. is a weighted average of the HLB values of the oils and surfactants in the formula based on the content ratio, and is obtained by the following formula.
混合ＨＬＢ値
＝Σ（１０×ＩＯＢｘ×Ｗｘ）／ΣＷｘ＋Σ（ＨＬＢｙ×Ｗｙ）／ΣＷｙ
（ＩＯＢｘは、油剤ＸのＩＯＢ値を示し、Ｗｘは、油剤Ｘの質量（ｇ）を示し、ＨＬＢｙは、界面活性剤ＹのＨＬＢ値を示し、Ｗｙは、界面活性剤Ｙの質量（ｇ）を示す。）
Mixed HLB value = Σ(10×IOBx×Wx)/ΣWx+Σ(HLBy×Wy)/ΣWy
(IOBx represents the IOB value of the oil X, Wx represents the mass (g) of the oil X, HLBy represents the HLB value of the surfactant Y, and Wy represents the mass of the surfactant Y (g). indicates.)
この混合ＨＬＢ値は、０でもよいが、オイルゲル粒子を水系の化粧品処方に用いる場合に水と更になじみやすくする観点から、０を超えることがより好ましく、０．１以上がより好ましく、０．１５以上がさらに好ましい。また、乳化せずに粒子形成ができるように、当該ＨＬＢ値は、８．５以下が好ましく、８．４以下がさらに好ましく、８．３以下がさらになお好ましい。 This mixed HLB value may be 0, but from the viewpoint of making the oil gel particles more compatible with water when used in a water-based cosmetic formulation, it is more preferably more than 0, more preferably 0.1 or more, and 0.15. The above is more preferable. Also, the HLB value is preferably 8.5 or less, more preferably 8.4 or less, and even more preferably 8.3 or less so that particles can be formed without emulsification.
（製造方法）
本実施形態のオイルゲル粒子の製造方法は、以下のように行うのが好適である。まず、油剤及びゲル化剤を混合し、この油性成分の融点を超える温度（通常は、ゲル化剤の融点を超える温度）に調節して液状として、これを、乳化が起きない程度に温度が低く、油性成分が撹拌で分散できる程度の温度よりも高い温度（１５～７５℃（３０～６０℃が特に好適である））に調整した水性溶媒中に撹拌下で導入したのち、この水性溶媒と油性成分との混合物を、撹拌下で、さらに冷却して（この冷却は室温までの冷却が好適である）、水性溶媒中にオイルゲル粒子を形成させることにより行うことができる。水性溶媒としては、水、エタノール、グリセリン、ブチレングリコール、ジプロピレングリコールなどを単独で又は適宜組み合わせて使用できる。また、増粘剤や界面活性剤などを添加してもよい。
(Production method)
The method for producing oil gel particles of the present embodiment is preferably carried out as follows. First, an oil agent and a gelling agent are mixed, adjusted to a temperature exceeding the melting point of the oily component (usually a temperature exceeding the melting point of the gelling agent) to form a liquid, and the temperature is raised to the extent that emulsification does not occur. It is introduced under stirring into an aqueous solvent adjusted to a temperature (15 to 75° C. (30 to 60° C. is particularly preferable)) which is low and higher than the temperature at which the oily component can be dispersed by stirring. and the oily component are further cooled (preferably cooled to room temperature) under stirring to form oil gel particles in the aqueous solvent. As the aqueous solvent, water, ethanol, glycerin, butylene glycol, dipropylene glycol and the like can be used alone or in appropriate combination. Also, a thickener, a surfactant, or the like may be added.
上述したように、油性粒子の大きさの主要な決定要素は、水性溶媒の攪拌速度と油性成分導入時の水性溶媒の温度が主要な決定要素である。水性溶媒の攪拌速度は、比較的低速であり、具体的には１０～１５００ｒｐｍ、好適には２０～３００ｒｐｍ程度の回転数で、プロペラ、パドルミキサー等を用いて行うことができる。回転数が大きいほど油性粒子の粒子経は小さくなり、回転数が小さいほど油性粒子の粒子経は大きくなる傾向がある。また、上述したように油性成分を添加する際の水性溶媒の温度は１５～７５℃が好適であり、３０～６０℃程度が特に好適である。すなわち、１５℃より低い温度の水性溶媒に油性成分を添加すると、球状粒子になる前に固化してしまうため、大きくいびつな粒子が生成する傾向がある。また、水性溶媒の温度が７５℃よりも高くなると、油性成分の粘性が低下して、攪拌による力で粒子は細かく切断されるため、目的の粒子よりも小さな粒子となってしまう傾向がある。 As described above, the main determinants of the size of the oily particles are the stirring speed of the aqueous solvent and the temperature of the aqueous solvent when the oily component is introduced. The stirring speed of the aqueous solvent is relatively low, specifically 10 to 1500 rpm, preferably 20 to 300 rpm, using a propeller, paddle mixer or the like. There is a tendency that the larger the number of revolutions, the smaller the particle size of the oily particles, and the smaller the number of revolutions, the larger the size of the oily particles. Further, as described above, the temperature of the aqueous solvent when adding the oily component is preferably 15 to 75°C, and particularly preferably about 30 to 60°C. That is, when an oily component is added to an aqueous solvent at a temperature lower than 15°C, it solidifies before forming spherical particles, which tends to produce large, distorted particles. Also, when the temperature of the aqueous solvent is higher than 75°C, the viscosity of the oily component decreases, and the particles are finely cut by the force of stirring, which tends to result in smaller particles than the intended particles.
また、水性溶媒への油性成分の導入は、例えば、送液ポンプ等の送液手段からノズル等を介して、水性溶媒の上から、または、水性溶媒中に直接注入することにより行うことができる。 In addition, the introduction of the oily component into the aqueous solvent can be carried out, for example, by injecting it directly into the aqueous solvent from the top of the aqueous solvent via a nozzle or the like from a liquid feeding means such as a liquid feeding pump. .
次に、この水性溶媒と油性成分との混合物を、撹拌下で、好適には室温まで冷却することにより、その融点温度以下となった油性成分の中のゲル化剤が、油剤を固化させる。これにより、オイルゲル粒子を、水性溶媒中に形成させることができる。 Next, the mixture of the aqueous solvent and the oily component is cooled under stirring, preferably to room temperature, so that the gelling agent in the oily component, which has reached its melting point or lower, solidifies the oily agent. Thereby, oil gel particles can be formed in the aqueous solvent.
このようにして水性溶媒中にオイルゲル粒子を生成させた後、当該粒子を水性溶媒から分離して乾燥を行うことが一般的である。この、分離・乾燥手段は、特に限定されない。例えば、水性溶媒に分散したオイルゲル粒子を、その粒子径よりも小さいメッシュに通して濾過し、これを乾燥させる方法を挙げることができる。乾燥した油性粒子は、そのまま粒状皮膚用剤として使用することも可能であるが、粒子同士の溶着を防ぐために、オイルゲル粒子表面に微小粉末粒子を付着させる、あるいは、水性ジェル中に分散させて、皮膚用剤とすることも可能である。なお、この微小粉末粒子として、水溶性の薬効成分の粉末を用いることで、油性粒子に当該水溶性の薬効成分の機能（美白作用、くすみ防止作用、肌荒れ防止作用、保湿作用等）を付加することもできる。 After the oil gel particles are generated in the aqueous solvent in this manner, the particles are generally separated from the aqueous solvent and dried. This separation/drying means is not particularly limited. For example, a method of filtering oil gel particles dispersed in an aqueous solvent through a mesh smaller than the particle size, followed by drying can be mentioned. The dried oily particles can be used as they are as a granular skin preparation. It can also be used as a skin agent. By using a powder of a water-soluble medicinal ingredient as the fine powder particles, the function of the water-soluble medicinal ingredient (whitening action, anti-dullness action, anti-roughness action, moisturizing action, etc.) is added to the oily particles. can also
（皮膚外用組成物）
上記のようにして製造したオイルゲル粒子は、水性媒体又は油性媒体中に分散状態にて含有させることなどにより、主に化粧料，医薬品，医薬部外品等の皮膚外用剤として用いることができる。皮膚外用組成物は、化粧料、医薬部外品、外用医薬品を含み、例えば、ジェル、乳液、美容液、クリーム、ローション、美容オイル、ヘアオイル、エッセンス、パック、口紅、ファンデーション、リキッドファンデーション、メイクアッププレスパウダー、ほほ紅、白粉、洗顔料、ボディシャンプー、スリミング剤、毛髪用シャンプー、石けん等が挙げられ、また、育毛剤、さらには浴剤等も挙げられるが、勿論これらに限定されるものではない。
(Composition for external use on the skin)
The oil gel particles produced as described above can be used mainly as external skin preparations such as cosmetics, pharmaceuticals, and quasi-drugs by including them in an aqueous or oily medium in a dispersed state. External skin compositions include cosmetics, quasi-drugs, and pharmaceuticals for external use, such as gels, milky lotions, serums, creams, lotions, beauty oils, hair oils, essences, packs, lipsticks, foundations, liquid foundations, and makeup. Examples include pressed powder, blusher, white powder, facial cleanser, body shampoo, slimming agent, hair shampoo, soap, etc. Also, hair growth agents, bath agents, etc. may be mentioned, but of course they are not limited to these. do not have.
（その他の含有成分）
上記外用組成物には、水溶性又は油溶性の諸成分を含有させることができる（水溶性成分は、水相中に、油溶性成分はオイルゲル粒子中に含有させる）。例えば、この外用組成物をサンケア製品として用いる場合には、紫外線遮蔽剤を含有させることができる。また、薬効成分として、ビタミン類、ホルモン類、アミノ酸類、抗炎症剤、抗菌剤、美白剤、収斂剤、清涼剤、ステロール類等を含有させることができる。また、多様な薬効を有する動植物又は微生物由来の抽出物を含有させることができる。
(Other ingredients)
The composition for external use may contain water-soluble or oil-soluble components (water-soluble components are contained in the aqueous phase, and oil-soluble components are contained in the oil gel particles). For example, when this composition for external use is used as a sun care product, it can contain an ultraviolet shielding agent. In addition, as medicinal ingredients, vitamins, hormones, amino acids, anti-inflammatory agents, antibacterial agents, whitening agents, astringents, cooling agents, sterols and the like can be contained. In addition, extracts derived from animals, plants, or microorganisms having various medicinal effects can be contained.
油性成分中に、油溶性の薬効成分、例えば、レチノール、パルミチン酸レチノール、酢酸レチノール、酢酸トコフェロール、テトラ２－ヘキシルデカン酸アスコルビル等の油溶性ビタミン又は油溶性のビタミン誘導体等を含有させて、オイルゲル粒子中にこれらの有効成分を内包させて、美白作用、くすみ防止作用、肌荒れ防止作用、保湿作用等を発揮させることができる。オイルゲル粒子は、肌荒れ、くすみ、シミなどの皮膚トラブルが認められる箇所に皮膚用剤として無駄なく塗布することが可能である。また、水をほとんど含んでいないため、ビタミン類等、水存在下で不安定な薬剤の安定化を図ることが可能である。 An oil-soluble medicinal ingredient such as retinol, retinol palmitate, retinol acetate, tocopherol acetate, ascorbyl tetra-2-hexyldecanoate and other oil-soluble vitamins or oil-soluble vitamin derivatives is contained in the oily component to obtain oil gel particles. By encapsulating these active ingredients therein, it is possible to exert whitening action, anti-dullness action, anti-roughness action, moisturizing action and the like. The oil gel particles can be applied without waste as a dermatological agent to areas where skin troubles such as rough skin, dullness, and spots are observed. In addition, since it contains almost no water, it is possible to stabilize drugs that are unstable in the presence of water, such as vitamins.
さらに、油剤に、油溶性染料（赤色２２５等）、有機顔料（橙色２０４号、赤色２０２号等）、色素（橙色２０５号、黄色４号、青色１号等）のレーキ（ジルコニウム、バリウム、アルミニウム等とのレーキ）、天然色素（クロロフィル、β一カロチン等）、黄酸化鉄、赤酸化鉄、黒酸化鉄、酸化チタン、酸化亜鉛等の無機の顔料粉末（疎水化処理物が好適である）、雲母チタン等のパール顔料、着色板状樹脂からなるラメ剤等を含有させることにより、オイルゲル粒子を着色することができる。また、保湿剤、金属イオン封鎖剤、中和剤、ｐＨ調整剤、酸化防止剤等を、本実施形態の外用組成物中に含有させることができる。 In addition, oil-soluble dyes (Red 225, etc.), organic pigments (Orange No. 204, Red No. 202, etc.), pigments (Orange No. 205, Yellow No. 4, Blue No. 1, etc.) lakes (zirconium, barium, aluminum etc.), natural pigments (chlorophyll, β-carotene, etc.), inorganic pigment powders such as yellow iron oxide, red iron oxide, black iron oxide, titanium oxide, and zinc oxide (preferably hydrophobized products) The oil gel particles can be colored by adding a pearl pigment such as mica titanium, a lame agent made of a colored plate-like resin, or the like. In addition, moisturizing agents, sequestering agents, neutralizers, pH adjusters, antioxidants, and the like can be contained in the composition for external use of the present embodiment.
次に実施例を挙げ、本発明を更に詳しく説明するが、本発明はこれら実施例に何ら制約されるものではない。なお、以下の実施例において、各種成分の添加量を示す数値の単位％は、質量％を意味する。 EXAMPLES Next, the present invention will be described in more detail with reference to Examples, but the present invention is not limited to these Examples. Incidentally, in the following examples, the unit % of numerical values indicating the addition amount of various components means % by mass.
［製造例１］オイルゲル粒子の作製方法
表１に記載した各種成分を適宜組み合わせて以下の方法によりオイルゲル粒子を作製した。具体的には、表２～４に示す各オイルゲル成分（油剤とゲル化剤に、場合により界面活性剤又は機能性成分等が含まれる。）を、室温で良く混合した後、油浴で１４０℃まで加温し溶解した。別容器に精製水を１００ｇ加え湯浴に浸し、４０℃に調温し、撹拌した。各オイルゲル成分を０．５ｇとり、精製水が入った撹拌中の容器に投入し後、３０秒～１分撹拌し、粒子の形成を確認した。その後目開きが２．３５ｍｍの篩を通した後、目開きが１ｍｍの篩で粒子を回収し、続いて水洗及び整粒後１日乾燥し、オイルゲル粒子の試料を作製した。
[Production Example 1] Method for producing oil gel particles Oil gel particles were produced by appropriately combining various components shown in Table 1 by the following method. Specifically, each oil gel component shown in Tables 2 to 4 (the oil agent and gelling agent optionally contain a surfactant or a functional component) are well mixed at room temperature, and then placed in an oil bath for 140 minutes. It was dissolved by heating to °C. 100 g of purified water was added to another container, immersed in a hot water bath, the temperature was adjusted to 40° C., and the mixture was stirred. 0.5 g of each oil gel component was put into a stirred vessel containing purified water, and then stirred for 30 seconds to 1 minute to confirm the formation of particles. After passing through a sieve with a mesh size of 2.35 mm, the particles were collected with a sieve with a mesh size of 1 mm.
［試験例１］外観評価
１．粒子形成能
油相（オイルゲル成分）を水相（精製水）に投入・撹拌後、球状のゲルを形成すれば〇、乳化して粒を形成しなかった場合・球状とならず板状や紐状のゲルを形成した場合は×、ほぼ球状のゲルを形成すれば△、とした。
２．透明性
球状のゲルをふるい回収後、目視により透明なゲルができていれば〇、乳化や結晶化で多少白濁し半透明な場合は△、乳化や結晶化で白濁し非透明な場合は×、とした。
３．ふるい時の耐久性
球状のゲルをふるい回収後、水洗の前後で形状が変わらなければ〇、水洗の前後で形状が変わるか又は崩壊した場合は×、水洗の前後でほぼ形状が変わらなければ△、とした。
[Test Example 1] Appearance evaluation 1. Particle-forming ability If the oil phase (oil gel component) is added to the aqueous phase (purified water) and stirred, a spherical gel is formed, 〇, if no particles are formed by emulsification When a gel with a shape was formed, it was evaluated as x, and when a gel with a substantially spherical shape was formed, it was evaluated as Δ.
2. Transparency After sifting and recovering the spherical gel, if it is visually transparent, 〇 is formed, △ is slightly cloudy and translucent due to emulsification or crystallization, and × is cloudy and opaque due to emulsification or crystallization. , and.
3. Durability during sieving If the shape of the spherical gel does not change before and after washing after sieving, ◯ if the shape changes or collapses before and after washing, and △ if the shape remains almost the same before and after washing. , and.
［試験例２］官能評価
オイルゲル粒子を手に取って皮膚の上で潰したとき、潰しやすく伸ばしやすいものを〇、潰しにくく伸びづらいものを×とした。◎は、特に伸ばしやすく滑らかな場合を示す。
[Test Example 2] Sensory evaluation When the oil gel particles were picked up and crushed on the skin, ◯ was given when the particles were easy to crush and spread, and X was given when they were difficult to crush and spread. ⊚ indicates that it is particularly easy to spread and is smooth.
［試験例３］機器測定
オイルゲル粒子の破断強度は、サン科学社製のレオメーター（ＲＨＥＯ ＭＥＴＥＲ、ＭＯＤＥＬ：ＣＲ－３０００ＥＸ）を用いて測定した。事前にシックネスゲージで測定し、レオメーターの測定に供した。なお、この破断強度の測定は、直径１２ｍｍの治具を取り付けたレオメーターを用い、レオメーターの測定部の円盤状の試料台上にサンプルを置いて５ｍｍ／分の速度で上昇させた。粒径のおよそ２分の１を進入距離とし、サンプルと治具が接触した状態から治具を進入させ圧縮して破断させた。この時、目視、感触で破断を確認するとともに、荷重－歪み曲線から破断強度を求め、この測定を３個のサンプルについて繰り返し、その平均値を求めた。
測定に用いたオイルゲル粒子の厚みを測定してサンプルの粒径とし、この粒径から面積算出し、先に測定した荷重（Ｎ）を、断面積で除して破断強度（ｋＰａ）とした。そして、この「サンプルの粒径」を平均粒径とした。
[Test Example 3] Instrument Measurement The breaking strength of the oil gel particles was measured using a rheometer (RHEO METER, MODEL: CR-3000EX) manufactured by Sun Scientific Co., Ltd. It was measured with a thickness gauge in advance and used for measurement with a rheometer. The breaking strength was measured by using a rheometer equipped with a jig with a diameter of 12 mm. The approach distance was approximately half the particle size, and the sample and the jig were brought into contact with each other and compressed to break. At this time, rupture was confirmed visually and by touch, and the rupture strength was obtained from the load-strain curve. This measurement was repeated for three samples, and the average value was obtained.
The thickness of the oil gel particles used for measurement was measured to determine the particle size of the sample, the area was calculated from this particle size, and the previously measured load (N) was divided by the cross-sectional area to obtain the breaking strength (kPa). Then, this "particle size of the sample" was taken as the average particle size.
［実施例１～７及び比較例１］油剤及び界面活性剤の極性検討
最初に、表２に示す各組成のオイルゲル成分を用いて製造例１の方法に従ってオイルゲル粒子を作製した。界面活性剤を含まない実施例１～３の条件ではいずれも透明な粒子の形成が認められ、このときの油剤のＩＯＢ値は８．１以下であった。また、界面活性剤を添加した条件では、実施例４～６で透明な粒子の形成が認められたが、比較例１では粒子形成が認められず、オイルゲル成分の混合ＨＬＢ値が８．５を超えると粒子形成が難しいことが示唆された。
[Examples 1 to 7 and Comparative Example 1] Polarity Study of Oil Agent and Surfactant First, using the oil gel components of each composition shown in Table 2, oil gel particles were produced according to the method of Production Example 1. Under the conditions of Examples 1 to 3 containing no surfactant, the formation of transparent particles was observed, and the IOB value of the oil was 8.1 or less. In addition, under the conditions in which a surfactant was added, the formation of transparent particles was observed in Examples 4 to 6, but no particle formation was observed in Comparative Example 1, and the mixed HLB value of the oil gel component was 8.5. It was suggested that particle formation is difficult when it exceeds.
［実施例８～１５及び比較例２］油剤とゲル化剤の硬さ検討
続いて、オイルゲル粒子の硬さに与える油剤とゲル化剤の影響を検討するために、表３に示す各組成のオイルゲル成分を用いて製造例１の方法に従ってオイルゲル粒子を作製した。ゲル化剤と油剤の組み合わせによって強度は変わるものの、ゲル化剤は２～５０％の範囲で粒子形成と篩も可能なことを確認し、ゲル化剤を３５％添加した実施例１１も、粒子も潰しやすく感触もよいことが分かった。
[Examples 8 to 15 and Comparative Example 2] Investigation of hardness of oil agent and gelling agent Subsequently, in order to study the effect of oil agent and gelling agent on the hardness of oil gel particles, Oil gel particles were produced according to the method of Production Example 1 using the oil gel component. Although the strength varies depending on the combination of the gelling agent and the oil agent, it was confirmed that particle formation and sieving are possible in the range of 2 to 50% of the gelling agent. It was found that it was easy to crush and had a good feel.
［実施例１６～２５］追加成分の検討
オイルゲル粒子に各種機能性成分などの追加成分を添加した場合の影響を調べるために、表４に示す各組成のオイルゲル成分を用いて製造例１の方法に従ってオイルゲル粒子を作製した。その結果、粒子を形成し、透明感及び硬さについても未内包時とほぼ変わらない物性の粒子が作製できたことを確認した。表４に示すように、実施例１６はシリコーン油、実施例１７はヒアルロン酸Ｎａ、実施例１８はアスコルビン酸、実施例１９はレチノール、実施例２０は香料（リモネン、リナロール）、実施例２１は粉体（炭酸Ｎａ）、実施例２２は色素（グンジョウ）、実施例２３は植物油（パルミチン酸）、実施例２４は植物油（ステアリン酸）、実施例２５は紫外線吸収剤（メトキシケイヒ酸エチルヘキシル）、を添加した。
[Examples 16 to 25] Examination of additional components In order to examine the effects of adding additional components such as various functional components to the oil gel particles, the method of Production Example 1 was performed using the oil gel components of each composition shown in Table 4. Oil gel particles were prepared according to. As a result, it was confirmed that particles were formed, and particles with substantially the same physical properties as when they were not encapsulated, such as transparency and hardness, were produced. As shown in Table 4, Example 16 is silicone oil, Example 17 is sodium hyaluronate, Example 18 is ascorbic acid, Example 19 is retinol, Example 20 is perfume (limonene, linalool), Example 21 Powder (Na carbonate), Example 22 pigment (Gunjo), Example 23 vegetable oil (palmitic acid), Example 24 vegetable oil (stearic acid), Example 25 UV absorber (ethylhexyl methoxycinnamate), was added.
［製造例２］オイルゲル粒子の作製方法検討
表５に記載した実施例２６の成分について、受け液をグリセリン１０ｇ、精製水９０ｇに変更して製造例１と同様に作製し、評価を行った。
［製造例３］オイルゲル粒子の作製方法
表５に記載した実施例２７の成分について、受け液をグリセリン９０ｇ、精製水１０ｇに変更して製造例１と同様に作製し、評価を行った。
[Production Example 3] Method for producing oil gel particles The components of Example 27 shown in Table 5 were produced and evaluated in the same manner as in Production Example 1 except that the receiving liquid was changed to 90 g of glycerin and 10 g of purified water.
［製造例４］オイルゲル粒子の作製方法
表５に記載した実施例２８の成分について、受け液を１，３－ブチレングリコール１０ｇ、精製水９０ｇに変更して製造例１と同様に作製し、評価を行った。
[Production Example 4] Method for producing oil gel particles The components of Example 28 listed in Table 5 were produced and evaluated in the same manner as in Production Example 1 except that the receiving liquid was changed to 10 g of 1,3-butylene glycol and 90 g of purified water. did
［製造例５］オイルゲル粒子の作製方法
表５に記載した実施例２９の成分について、受け液を１，３－ブチレングリコール９０ｇ、精製水１０ｇに変更して製造例１と同様に作製し、評価を行った。
[Production Example 5] Method for producing oil gel particles The components of Example 29 listed in Table 5 were produced and evaluated in the same manner as in Production Example 1 except that the receiving liquid was changed to 90 g of 1,3-butylene glycol and 10 g of purified water. did
［製造例６］オイルゲル粒子の作製方法
表５に記載した実施例３０の成分について、受け液をカルボキシビニルポリマー０．１ｇ、ポリソルベート８０を０．１ｇ、１，３－ブチレングリコール１０ｇ、精製水８９．８ｇに変更して製造例１と同様に作製し、評価を行った。
[Production Example 6] Method for producing oil gel particles Regarding the components of Example 30 listed in Table 5, 0.1 g of carboxyvinyl polymer as a receiving liquid, 0.1 g of polysorbate 80, 10 g of 1,3-butylene glycol, and 89 purified water It was changed to .8 g and produced in the same manner as in Production Example 1, and evaluated.
［製造例７］オイルゲル粒子の作製方法
表５に記載した実施例３２の成分について、受け液をグリセリン５０ｇ、精製水５０ｇに変更して製造例１と同様に作製し、評価を行った。
[Production Example 7] Method for producing oil gel particles The components of Example 32 shown in Table 5 were produced and evaluated in the same manner as in Production Example 1 except that the receiving liquid was changed to 50 g of glycerin and 50 g of purified water.
［製造例８］ オイルゲル粒子の作製方法
表５に記載した実施例３１の成分を１４０℃に加温して溶解した後、粒径２ｍｍの粒子型になっているシリコンモールドに充填し、室温で１日放冷した後、型から剥がして、オイルゲル粒子を得た後製造例１と同様に篩を行い、評価を行った。
[Production Example 8] Method for producing oil gel particles The components of Example 31 listed in Table 5 were heated to 140°C and melted, and then filled into a silicon mold having a particle size of 2 mm and kept at room temperature. After standing to cool for one day, the oil gel particles were separated from the mold and sieved in the same manner as in Production Example 1, and evaluated.
［オイルゲル粒子を含有した皮膚外用組成物の処方例］
実施例にオイルゲル粒子を配合した処方例を以下に示す。全ての処方例において、オイルゲル粒子以外の成分で作製した後、最後にオイルゲル粒子を投入・混合して、処方例を作製した。
[Formulation example of external composition for skin containing oil gel particles]
Formulation examples in which oil gel particles are blended in Examples are shown below. In all of the formulation examples, the oil gel particles were finally added and mixed after the components other than the oil gel particles were used to create the formulation examples.
［実施例３３］オイルゲル粒子に内包したレチノールの安定性試験
機能性成分としてシワ改善効果のあるレチノールをオイルゲル粒子に内包させたときの安定性を調べた。表１１に示した配合量で、イソノナン酸イソノニルにパルミチン酸デキストリン、シリカを混合後、１１０℃まで加温してオイルゲル成分を溶解させた。これとは別の容器に、グリセリン水溶液にポリソルベート８０を溶解し、５０℃まで加温した。オイルゲル成分の容器にレチノール、トコフェロールを投入して溶解した後、ポリソルベート８０含有グリセリン水溶液を撹拌しながら、オイルゲル成分を投入しオイルゲル粒子を作製した。形成した粒子を１００メッシュのフィルターで回収し、表１１に示した外層液中に浸漬した。これをガラス瓶に小分けし、表面にアルミホイルを巻いて遮光した後、冷蔵（５℃）又は４０℃にて保存するか、あるいは遮光せずに自然光下（窓際）で保存した。所定期間保存した後、以下の手順にて保存サンプル中に残存するレチノールの量をＨＰＬＣにて定量した。比較対照例として、レチノールを０．１ｗｔ／ｖｏｌ％となるようエタノールに溶解し、上記サンプルと同様の条件で保存した。
[Example 33] Stability test of retinol encapsulated in oil gel particles Stability was investigated when retinol, which has wrinkle-improving effects as a functional ingredient, was encapsulated in oil gel particles. After mixing dextrin palmitate and silica with isononyl isononanoate in the amounts shown in Table 11, the mixture was heated to 110° C. to dissolve the oil gel component. In a separate container, polysorbate 80 was dissolved in an aqueous glycerin solution and heated to 50°C. After retinol and tocopherol were added to the container for the oil gel component and dissolved, the oil gel component was added while stirring the polysorbate 80-containing glycerin aqueous solution to prepare oil gel particles. The formed particles were collected with a 100-mesh filter and immersed in the outer layer liquid shown in Table 11. This was subdivided into glass bottles, wrapped with aluminum foil to shield from light, and then stored in a refrigerator (5°C) or at 40°C, or stored under natural light (by the window) without light shielding. After storing for a predetermined period, the amount of retinol remaining in the stored sample was quantified by HPLC according to the following procedure. As a comparative control example, retinol was dissolved in ethanol to 0.1 wt/vol% and stored under the same conditions as the above sample.
＜ＨＰＬＣ条件＞
測定条件
カラム：ＣＯＳＭＯＳＩＬ ５Ｃ１８－ＭＳ－ＩＩ Ｐａｃｋｅｄ Ｃｏｌｕｍｎ ４．６ｍｍＩ．Ｄ．×２５０ｍｍ
溶媒：エタノール／水（９５／５）
流速：１ｍｌ／分
検出：ＵＶ３２５ｎｍ
注入量：１０μｌ
<HPLC conditions>
Measurement conditions Column: COSMOSIL 5C18-MS-II Packed Column 4.6 mmI. D. ×250mm
Solvent: ethanol/water (95/5)
Flow rate: 1 ml/min Detection: UV325 nm
Injection volume: 10 μl
各条件で保存したサンプルを上記溶媒（エタノール／水（９５／５））に混合し、超音波で破砕した。レチノール濃度を２０μｇ／ｍＬとなるよう調整し、ＨＰＬＣ測定用サンプルとした。各保存期間経過後のレチノール濃度をＨＰＬＣにより定量し、０日目のレチノール濃度を１００とした場合の１日経過後及び１４日経過後の残存量を以下の表１２に示す。 A sample stored under each condition was mixed with the solvent (ethanol/water (95/5)) and crushed by ultrasonic waves. The retinol concentration was adjusted to 20 μg/mL and used as a sample for HPLC measurement. The retinol concentration after each storage period was quantified by HPLC, and the residual amount after 1 day and 14 days, with the retinol concentration on day 0 as 100, is shown in Table 12 below.
＜ＨＰＬＣ結果＞
表１２に示したように、何れの条件下においてもオイルゲル粒子に内包したレチノールの方がエタノール溶液中よりも安定性が高かった。特に、エタノール溶液中に保存したレチノールは、遮光条件下４０℃、１日経過後にはほぼすべて分解されたが、オイルゲル粒子に内包したレチノールは、遮光条件下４０℃、１４日間保存した後も９７％残存しており、オイルゲル粒子に内包することにより安定化されることが分かった。なお、自然光下で保存した場合は、エタノール溶液中に保存したレチノールは１日後にはすべて分解されていたが、オイルゲル粒子に内包した場合は約５８％が残存していた。 As shown in Table 12, retinol encapsulated in oil gel particles was more stable than ethanol solution under any conditions. In particular, almost all of the retinol stored in the ethanol solution was decomposed after 1 day at 40°C under the light-shielding condition, but the retinol encapsulated in the oil gel particles was 97% even after being stored at 40°C for 14 days under the light-shielding condition. % remaining, and was found to be stabilized by inclusion in the oil gel particles. When stored under natural light, all of the retinol stored in the ethanol solution was decomposed after one day, but about 58% remained when encapsulated in oil gel particles.
［実施例３４］オイルゲル粒子に内包したパルミチン酸レチノールの安定性試験
レチノールの代わりにパルミチン酸レチノールを用いて、実施例３３と同様の方法で保存サンプルを作製した。オイルゲル粒子及び外層液の組成を以下の表１３に示す。比較対照例としてパルミチン酸レチノールを１ｗｔ／ｖｏｌ％となるようエタノールに溶解し、上記サンプルと同様の環境で保存した。
[Example 34] Stability test of retinol palmitate encapsulated in oil gel particles A storage sample was prepared in the same manner as in Example 33 using retinol palmitate instead of retinol. The compositions of the oil gel particles and the outer layer liquid are shown in Table 13 below. As a comparative control example, retinol palmitate was dissolved in ethanol to a concentration of 1 wt/vol% and stored in the same environment as the above sample.
＜ＨＰＬＣ条件＞
測定条件
カラム：ＣＯＳＭＯＳＩＬ ５Ｃ１８－ＭＳ－ＩＩ Ｐａｃｋｅｄ Ｃｏｌｕｍｎ４．６ｍｍＩ．Ｄ．×２５０ｍｍ
溶媒：エタノール／水（９５／５）
流速：１ｍｌ／分
検出：ＵＶ３２５ｎｍ
注入量：１０μｌ
<HPLC conditions>
Measurement conditions Column: COSMOSIL 5C18-MS-II Packed Column 4.6 mmI. D. ×250mm
Solvent: ethanol/water (95/5)
Flow rate: 1 ml/min Detection: UV325 nm
Injection volume: 10 μl
各条件で保存したサンプルを上記溶媒（エタノール／水（９５／５））に混合し、超音波で破砕した。１３ｐｐｍ（ｗｔ／ｖｏｌ）となるよう調整し、ＨＰＬＣ測定用サンプルとした。各保存期間経過後のパルミチン酸レチノール濃度をＨＰＬＣにより定量し、０日目（各保存期間の開始時とする）のパルミチン酸レチノール濃度を１００とした場合の１日経過後及び１４日経過後の残存量を以下の表１２に示す。 A sample stored under each condition was mixed with the solvent (ethanol/water (95/5)) and crushed by ultrasonic waves. It was adjusted to 13 ppm (wt/vol) and used as a sample for HPLC measurement. The concentration of retinol palmitate after each storage period was quantified by HPLC, and the residual amount after 1 day and 14 days after the concentration of retinol palmitate on day 0 (the start of each storage period) was set to 100. are shown in Table 12 below.
表１４に示したように、溶液中に保存したパルミチン酸レチノールは、遮光条件下、２５℃においても、１４日経過後にはほぼ分解されたが、オイルゲル粒子に内包したレチノールは、２５℃及び４０℃のいずれの温度においても、１４日経過後も９７％以上残存しており、オイルゲル粒子に内包することにより安定化されることが分かった。なお、自然光下で保存した場合は、エタノール溶液中に保存したレチノールは１日後にはほぼすべて分解されていたが、オイルゲル粒子に内包した場合は約６９％が残存していた。 As shown in Table 14, retinol palmitate stored in the solution was almost decomposed even at 25°C under light-shielding conditions after 14 days, but retinol encapsulated in oil gel particles was stored at 25°C and 40°C. 97% or more remained even after 14 days at any temperature of °C, and it was found that inclusion in the oil gel particles stabilized the composition. When stored under natural light, almost all of the retinol stored in the ethanol solution was decomposed after one day, but about 69% remained when encapsulated in oil gel particles.
［実施例３５～４０］オイルゲル粒子含有皮膚外用組成物の評価
オイルゲル粒子を油性媒体中に分散させたときの感触及び分散性を調べるために、表１５に示す成分（イソノナン酸イソノニルとパルミチン酸デキストリン）を用いて製造例１の方法に従ってオイルゲル粒子を作製した。なお、粒子形成後、目開きが１．４ｍｍの篩を通した後、目開きが０．５ｍｍの篩で粒子を回収し、表１５に示した外層液に、重量比でオイルゲル粒子：外層液＝１：９となるように分散させた。その後、以下の方法により、オイルゲル粒子の感触及び分散性を評価した。
[Examples 35 to 40] Evaluation of Oil Gel Particle-Containing Composition for External Skin ) was used to prepare oil gel particles according to the method of Production Example 1. After forming the particles, after passing through a sieve with an opening of 1.4 mm, the particles were collected with a sieve with an opening of 0.5 mm, and the outer layer liquid shown in Table 15 was added to the outer layer liquid in a weight ratio of oil gel particles: outer layer liquid. = 1:9. Thereafter, the feel and dispersibility of the oil gel particles were evaluated by the following methods.
評価方法
感触：外層液に分散したオイルゲル粒子を手に取って皮膚の上で伸ばした後、のびがあるものは〇、伸びないものは×とした。
分散性：外層液に分散したオイルゲル粒子を分光光度計（Ｓｉｎｇｌｅ ｍｏｎｏｃｈｒｏｍａｔｏｒ ＵＶ－２６００ｉ、島津製作所）のセルに充填し、１日後の分散状態を目視評価した。図１に、この分散性（吸光度試験）の概要を記載する。均一に分散できていれば〇、一部沈降があれば△、全て沈降した場合を×とした。これと同時に、外層液のみをブランクとしたときの、粒子＋外層液の吸光度（６６０ｎｍ）を測定した。また、以下［式１］により、充填直後と、１日静置後との吸光度変化割合（％）を求めた。その結果を表１５に示す。
［式１］
・吸光度変化割合（％）＝（吸光度（充填１日後）／吸光度（充填直後））×１００
Evaluation method Feeling: After the oil gel particles dispersed in the outer layer liquid were picked up and stretched on the skin, ◯ was given when there was spread, and x was given when there was no spread.
Dispersibility: The oil gel particles dispersed in the outer layer liquid were filled in a cell of a spectrophotometer (Single monochromator UV-2600i, Shimadzu Corporation), and the state of dispersion was visually evaluated after one day. Figure 1 outlines this dispersibility (absorbance test). If it was uniformly dispersed, it was evaluated as ◯; if it partially settled, it was evaluated as Δ; At the same time, the absorbance (660 nm) of the particles and the outer layer liquid was measured using only the outer layer liquid as a blank. In addition, the rate of change in absorbance (%) between immediately after filling and after standing for one day was determined by [Equation 1] below. The results are shown in Table 15.
[Formula 1]
· Absorbance change ratio (%) = (absorbance (one day after filling) / absorbance (immediately after filling)) × 100
表１５に示すように、所定の外層液の組成により、オイルゲル粒子の分散及び感触を有する皮膚外用組成物を作製できることを確認した。 As shown in Table 15, it was confirmed that a composition for external use on the skin having the dispersion and texture of oil gel particles could be produced with a predetermined composition of the outer layer liquid.
〔実施例４１と４２〕：オイルゲル粒子
表１６に示すオイルゲル粒子を作製した。実施例４１は機能性内包成分として酵素（プロテアーゼ）を内包した例である。実施例４２は機能性内包成分として所定の色素（メイクアップなどで用いられる成分、顔料）を内包した例である。
Examples 41 and 42: Oil gel particles The oil gel particles shown in Table 16 were prepared. Example 41 is an example of encapsulating an enzyme (protease) as a functional inclusion component. Example 42 is an example in which a predetermined colorant (ingredient used in make-up or the like, pigment) is included as a functional encapsulating component.
表１６の実施例４１に記載のオイルゲル粒子を次のように作製した。実施例４１に示す各オイルゲル成分（油剤など）を、室温（２５℃）で良く混合した後、油浴で１１０℃まで加温し溶解した。各オイルゲル成分を０．５ｇとり、グリセリン１００ｇが入った撹拌中の容器に投入し後、３０秒～５分撹拌し、粒子の形成を確認した。その後目開きが２．３５ｍｍの篩を通した後、目開きが１ｍｍの篩で粒子を回収し、続いて水洗及び整粒後１日乾燥し、表１６に記載のオイルゲル粒子の試料を作製した。作製したオイルゲル粒子について、表１６に示すように、表１から表３で挙げている外観等評価（同じように評価）も行った。 The oil gel particles described in Example 41 of Table 16 were made as follows. Each oil gel component (such as oil agent) shown in Example 41 was well mixed at room temperature (25° C.) and then heated to 110° C. in an oil bath to dissolve. 0.5 g of each oil gel component was put into a stirring container containing 100 g of glycerin, and then stirred for 30 seconds to 5 minutes to confirm the formation of particles. After that, after passing through a sieve with an opening of 2.35 mm, the particles were collected with a sieve with an opening of 1 mm, followed by washing with water and sizing, followed by drying for 1 day to prepare oil gel particle samples shown in Table 16. . As shown in Table 16, the produced oil gel particles were also evaluated for appearance, etc. listed in Tables 1 to 3 (evaluated in the same way).
表１６の実施例４２に記載のオイルゲル粒子を次のように作製した。実施例４２に示す各オイルゲル成分（油剤など）を、室温（２５℃）で良く混合した後、油浴で１１０℃まで加温し溶解した。別容器にグリセリン７５ｇ、精製水を２５ｇ加え攪拌した。各オイルゲル成分を０．５ｇとり、グリセリン、精製水が入った撹拌中の容器に投入し後、３０秒～５分撹拌し、粒子の形成を確認した。その後目開きが２．３５ｍｍの篩を通した後、目開きが１ｍｍの篩で粒子を回収し、続いて水洗及び整粒後１日乾燥し、表１６に記載のオイルゲル粒子の試料を作製した。作製したオイルゲル粒子について、表１６に示すように、表１から表３で挙げている外観等評価（同じように評価）も行った。 The oil gel particles described in Example 42 of Table 16 were made as follows. Each oil gel component (such as an oil agent) shown in Example 42 was well mixed at room temperature (25° C.) and then heated to 110° C. in an oil bath to dissolve. 75 g of glycerin and 25 g of purified water were added to another container and stirred. 0.5 g of each oil gel component was put into a stirring vessel containing glycerin and purified water, and then stirred for 30 seconds to 5 minutes to confirm the formation of particles. After that, after passing through a sieve with an opening of 2.35 mm, the particles were collected with a sieve with an opening of 1 mm, followed by washing with water and sizing, followed by drying for 1 day to prepare oil gel particle samples shown in Table 16. . As shown in Table 16, the produced oil gel particles were also evaluated for appearance, etc. listed in Tables 1 to 3 (evaluated in the same way).
なお、表１６に記載のオイルゲル粒子に含有される各成分として、以下を除き、上述の表１に記載の成分を用いた
・プロテアーゼ：プロテアーゼＣＬ－１５、ナガセケムテックス株式会社
・黄酸化鉄：タロックスＬＬ－１００Ｐ、チタン工業株式会社
・ベンガラ：タロックスＲ－５１６Ｐ、チタン工業株式会社
・黒酸化鉄：タロックスＢＬ－１００、チタン工業株式会社
・酸化チタン：ＭＴ－５００Ｂ、テイカ株式会社
In addition, as each component contained in the oil gel particles described in Table 16, the components described in Table 1 above were used except for the following: Protease: Protease CL-15, Nagase ChemteX Co., Ltd. Yellow iron oxide: Tarox LL-100P, Titan Kogyo Co., Ltd. Bengara: Tarox R-516P, Titan Kogyo Co., Ltd. Black iron oxide: Tarox BL-100, Titan Kogyo Co., Ltd. Titanium oxide: MT-500B, Tayca Co., Ltd.
作製された実施例４１のオイルゲル粒子は、酵素が失活せずに内包された。なお、実施例４１のオイルゲルにて、４０℃で１か月の条件及び５０℃で１か月の条件でアレニウスの式に基づく加速劣化試験（阪上重幸、川瀬明人：医薬品の保存安定性試験、ＳＣＡＳ ＮＥＷＳ、２０００－１、ｐ．７－１１）を行った。当該試験の結果は、いずれの条件でも１か月で酵素が失活したという結果であった。 The produced oil gel particles of Example 41 encapsulated the enzyme without deactivation. In the oil gel of Example 41, an accelerated deterioration test based on the Arrhenius equation under the conditions of 40 ° C. for 1 month and 50 ° C. for 1 month (Shigeyuki Sakagami, Akihito Kawase: Storage stability test of pharmaceuticals , SCAS NEWS, 2000-1, p.7-11). The result of the test was that the enzyme was deactivated in one month under any conditions.
作製された実施例４２のオイルゲル粒子は、当該粒子をつぶしながら皮膚に塗布するとメイク成分が皮膚上に塗り広げられ、エモリエント効果を得ながらメイクアップ効果が体感しやすいモデルである。この実施例４２のオイルゲル粒子は、メイク成分が粒子状で固化され、その粒子自体にメイクアップ効果がある粒子である。この実施例４２のオイルゲル粒子により、例えば、このオイルゲル粒子を含有する化粧品を製造する際に、メイク成分を基材に均一混合する手間を省略できる。なお、実施例４２のオイルゲル粒子では、当該色素及び酸化チタンを所定量含有しているため、透明性はなかった。 The produced oil gel particles of Example 42 are a model in which, when the particles are crushed and applied to the skin, the make-up ingredient spreads over the skin, and the make-up effect can be easily felt while obtaining the emollient effect. The oil gel particles of Example 42 are particles in which a make-up ingredient is solidified in the form of particles, and the particles themselves have a make-up effect. By using the oil gel particles of Example 42, for example, when producing a cosmetic product containing the oil gel particles, it is possible to omit the trouble of uniformly mixing the make-up ingredients with the base material. The oil gel particles of Example 42 did not have transparency because they contained predetermined amounts of the dye and titanium oxide.
以下表１７に、実施例４２のオイルゲル粒子を含有する皮膚外用組成物の処方例を示す。上述の表６で示すと同様に、オイルゲル粒子以外の成分で作製した後、最後に実施例４２のオイルゲル粒子を投入・混合して、処方例を作製した。 Table 17 below shows formulation examples of the composition for external use on skin containing the oil gel particles of Example 42. In the same manner as shown in Table 6 above, after preparing components other than the oil gel particles, the oil gel particles of Example 42 were finally added and mixed to prepare a prescription example.
〔製造例９〕オイルゲル粒子の作製方法検討
表１８に記載の実施例４３のオイルゲル粒子を次のように作製した。表１８に示す各オイルゲル成分（油剤など）を、室温（２５℃）で良く混合した後、油浴で１１０℃まで加温し溶解した。各オイルゲル成分を０．５ｇとり、グリセリン１００ｇが入った撹拌中の容器に投入し後、３０秒～５分撹拌し、粒子の形成を確認した。その後目開きが２．３５ｍｍの篩を通した後、目開きが１ｍｍの篩で粒子を回収し、続いて水洗及び整粒後１日乾燥し、表１８に記載のオイルゲル粒子の試料を作製した。作製したオイルゲル粒子について、表１８に示すように、表１から表３で挙げている外観等評価（同じように評価）も行った。
[Production Example 9] Examination of method for producing oil gel particles The oil gel particles of Example 43 shown in Table 18 were produced as follows. Each oil gel component (such as oil agent) shown in Table 18 was well mixed at room temperature (25° C.) and then heated to 110° C. in an oil bath to dissolve. 0.5 g of each oil gel component was put into a stirring container containing 100 g of glycerin, and then stirred for 30 seconds to 5 minutes to confirm the formation of particles. After that, after passing through a sieve with an opening of 2.35 mm, the particles were collected with a sieve with an opening of 1 mm, followed by washing with water and sizing, followed by drying for 1 day to prepare oil gel particle samples shown in Table 18. . As shown in Table 18, the produced oil gel particles were also evaluated for appearance, etc. listed in Tables 1 to 3 (evaluated in the same way).
表１８で示すように、所定の評価結果（粒子形成能など）のオイルゲル粒子を作製できた。 As shown in Table 18, oil gel particles with predetermined evaluation results (particle-forming ability, etc.) could be produced.
〔例７～９〕：実施例３３のオイルゲル粒子を含有する混合物
実施例３３のオイルゲル粒子を用いて、以下表１９に示す例（混合物）を作製した。実施例３３のオイルゲル粒子に、表１９に示す組成で、滑沢剤又はシルク粉末を添加して混合して、当該例を作製した。
[Examples 7 to 9]: Mixtures Containing Oil Gel Particles of Example 33 Using the oil gel particles of Example 33, examples (mixtures) shown in Table 19 below were prepared. To the oil gel particles of Example 33, a lubricant or silk powder having the composition shown in Table 19 was added and mixed to prepare the example.
なお、表１９に示す例において、以下の滑沢剤又はシルク粉末を用いた。
・滑沢剤（ラウロイルリシン）：アミホープＴＭＬＬ、味の素株式会社
・滑沢剤（タルク）：クラウンタルクＪＳ 松村産業株式会社
・シルク粉末：シルクゲンＧパウダー（Ｎ）、一丸ファルコス株式会社
In addition, in the examples shown in Table 19, the following lubricants or silk powders were used.
・Lubricant (lauroyllysine): Amihope TM LL, Ajinomoto Co., Inc. ・Lubricant (talc): Crown Talc JS, Matsumura Sangyo Co., Ltd. ・Silk powder: Silkgen G powder (N), Ichimaru Farcos Co., Ltd.
表１９で示す例は、当該滑沢剤又はシルク粉末がオイルゲル粒子の表面に吸着することで、粒子同士の吸着が抑えられ、オイルゲル粒子の流動性が上がる。この上がることで、例えば化粧品の処方担当者が、当該オイルゲル粒子を扱う際に顆粒での扱いが容易となる。表１９に示す例を用いることで、例えば、つぶすと油を直接塗り込んでいるような感触及びよりエモリエント効果が体感しやすい化粧品を作製しやすくなる。 In the examples shown in Table 19, the lubricant or silk powder is adsorbed on the surfaces of the oil gel particles, thereby suppressing adsorption between the particles and increasing the fluidity of the oil gel particles. This rise makes it easier for cosmetic formulators, for example, to handle the oil gel particles as granules. By using the examples shown in Table 19, for example, it becomes easier to produce a cosmetic that gives a feeling of oil being directly applied when crushed and a more emollient effect.
本発明のオイルゲル粒子は、透明性の高い外観を有するとともに皮膚に塗布したときに、油剤に特徴的なしっとりした感触を有することが確認できた。したがって、本発明のオイルゲル粒子及びそれを含む外用剤は、例えば、化粧水、乳液、クリーム、パック等のフェーシャル、ボディ又は毛髪用の化粧品としての利用が可能である。 It was confirmed that the oil gel particles of the present invention have a highly transparent appearance and, when applied to the skin, have a moist feel characteristic of oil agents. Therefore, the oil gel particles of the present invention and external preparations containing the same can be used, for example, as facial, body or hair cosmetics such as lotions, milky lotions, creams and packs.
Claims (6)
An external skin composition comprising the oil gel particles according to any one of claims 1 to 5 in a dispersed state in an aqueous medium or an oily medium.
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