JP2015209394A - Skin external preparation - Google Patents
Skin external preparation Download PDFInfo
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- JP2015209394A JP2015209394A JP2014091567A JP2014091567A JP2015209394A JP 2015209394 A JP2015209394 A JP 2015209394A JP 2014091567 A JP2014091567 A JP 2014091567A JP 2014091567 A JP2014091567 A JP 2014091567A JP 2015209394 A JP2015209394 A JP 2015209394A
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- external preparation
- skin external
- skin
- oil
- acylated
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- 150000003839 salts Chemical class 0.000 claims abstract description 17
- 125000002252 acyl group Chemical group 0.000 claims abstract description 8
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- 229910052783 alkali metal Inorganic materials 0.000 claims abstract description 5
- 150000001340 alkali metals Chemical class 0.000 claims abstract description 5
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Abstract
Description
本発明は、アシル化ヒドロキシクエン酸及び／又はその塩類を含有し、経時安定性が優れるとともに、ぬるつきがなく、みずみずしい使用感を有する皮膚外用剤に関する。 The present invention relates to an external preparation for skin that contains acylated hydroxycitric acid and / or a salt thereof, has excellent temporal stability, has no sliminess, and has a fresh feeling of use.
ヒドロキシクエン酸誘導体は、脂肪合成抑制作用、抗老化作用、抗肌荒れ作用、美白作用等を示すことが知られており、化粧品への配合が検討されている。特に、ヒドロキシクエン酸誘導体の中でも、ヒドロキシクエン酸の２位の水酸基をアシル基で修飾したアシル化ヒドロキシクエン酸は、皮膚親和性及び経皮吸収性が高く、上記効果が十分に期待できる成分として、化粧品への応用が期待されている（特許文献１〜４）。 Hydroxycitric acid derivatives are known to exhibit a fat synthesis inhibitory action, an anti-aging action, an anti-skin roughening action, a whitening action, and the like, and their incorporation into cosmetics is being studied. In particular, among the hydroxycitric acid derivatives, acylated hydroxycitric acid obtained by modifying the hydroxyl group at the 2-position of hydroxycitric acid with an acyl group has high skin affinity and transdermal absorbability, and is a component that can be expected to have the above effects sufficiently. Application to cosmetics is expected (Patent Documents 1 to 4).
しかしながら、アシル化ヒドロキシクエン酸は、一般的に用いられる化粧品基材への溶解性が悪いため製剤中で結晶化し易く、安定に配合することが困難であった。そのため、種々の化合物を組み合わせて結晶化を抑制したり、溶解性を向上させる等の工夫が必要であった。 However, acylated hydroxycitric acid is poorly soluble in commonly used cosmetic bases, so it is easy to crystallize in the preparation and it is difficult to mix stably. For this reason, it has been necessary to devise various methods such as combining various compounds to suppress crystallization and to improve solubility.
この課題に対する具体的な試みとしては、アシル化ヒドロキシクエン酸と有機塩基を用い、さらに製剤のｐＨを８．２〜９．４にする試みが開示されている（特許文献５）。この試みによって、アシル化ヒドロキシクエン酸の水への溶解性を向上させることができる。しかしながら、塗布時にアルカリ特有のぬるつきが生じること、さらには配合成分がアルカリ領域で安定である必要があり、制限される問題があった。そのため上記ｐＨ領域に限らず、幅広いｐＨ領域にてアシル化ヒドロキシクエン酸を安定に配合する技術が望まれていた。 As a specific attempt to solve this problem, there has been disclosed an attempt to use acylated hydroxycitric acid and an organic base, and further adjust the pH of the preparation to 8.2 to 9.4 (Patent Document 5). This attempt can improve the solubility of acylated hydroxycitric acid in water. However, there has been a problem that the wetness peculiar to alkali occurs at the time of coating, and further, the compounding component needs to be stable in the alkaline region, which is limited. Therefore, a technique for stably blending acylated hydroxycitric acid not only in the above pH range but also in a wide pH range has been desired.
一方発酵セルロースは、セルロース生産菌が産生するセルロースであり、植物由来のセルロースとは異なる構造や性質を有することが知られている。発酵セルロースを用いた技術としては、化粧料塗布時のべたつき抑制（特許文献６）、シャンプー等の泡の安定化（特許文献７）、洗浄剤中の固形分の分散安定化（特許文献８）等が報告されている。しかしながら、これら発酵セルロースに関する先行技術において、ｐＨがアルカリでない製剤においてもアシル化ヒドロキシクエン酸及び／又はその塩類の結晶析出を抑制し、経時安定性を向上させる効果についての記述はない。 On the other hand, fermented cellulose is cellulose produced by cellulose-producing bacteria and is known to have a structure and properties different from plant-derived cellulose. As a technique using fermented cellulose, stickiness suppression at the time of applying cosmetics (Patent Document 6), stabilization of foam such as shampoo (Patent Document 7), and stabilization of solid content in a cleaning agent (Patent Document 8) Etc. have been reported. However, in the prior art relating to these fermented celluloses, there is no description on the effect of suppressing the crystal precipitation of acylated hydroxycitric acid and / or its salt and improving the stability over time even in a preparation having a non-alkali pH.
本発明は、幅広いｐＨ領域においてアシル化ヒドロキシクエン酸及び／又はその塩類の結晶析出を抑え、経時安定性が良好であるとともに、ぬるつきがなく、みずみずしい使用感を有する皮膚外用剤を提供することを目的としている。 The present invention provides a skin external preparation that suppresses crystal precipitation of acylated hydroxycitric acid and / or its salt in a wide pH range, has good temporal stability, has no sliminess, and has a fresh feeling of use. It is an object.
本発明者らは、上記課題に対し鋭意検討を行った結果、アシル化ヒドロキシクエン酸及び／又はその塩類に発酵セルロースを配合した皮膚外用剤が、上記課題を解決しうることを見出し、本発明を完成させるに至った。 As a result of intensive studies on the above problems, the present inventors have found that an external preparation for skin in which fermented cellulose is blended with acylated hydroxycitric acid and / or salts thereof can solve the above problems. It came to complete.
本発明は、化学式１（Ｒは炭素数１２〜２２のアシル基を表し、Ｍ１、Ｍ２及びＭ３はそれぞれ水素、アルカリ金属、アルカリ土類金属及び有機塩基から選ばれる）で表されるアシル化ヒドロキシクエン酸及び／又はその塩類に発酵セルロースを配合することにより、アシル化ヒドロキシクエン酸及び／又はその塩類の結晶析出を抑え、経時安定性が良好であるとともに、ぬるつきがなく、みずみずしい使用感を有する皮膚外用剤を提供することを可能とした。また本発明の皮膚外用剤は、幅広いｐＨ領域において効果を示すため、上記必須成分以外に、多種多様な化粧品成分が配合可能となり、処方設計の幅を広げることができる。 The present invention is represented by the chemical formula 1 (R represents an acyl group having 12 to 22 carbon atoms, and M 1 , M 2 and M 3 are each selected from hydrogen, alkali metal, alkaline earth metal and organic base). By blending fermented cellulose with acylated hydroxycitric acid and / or its salt, crystallized precipitation of acylated hydroxycitric acid and / or its salt is suppressed, the stability over time is good, and there is no sliminess and freshness. It was possible to provide an external preparation for skin having a feeling of use. Moreover, since the skin external preparation of this invention shows an effect in a wide pH range, in addition to the said essential component, various cosmetic components can be mix | blended, and the breadth of a prescription design can be expanded.
本発明の化学式１で表されるアシル化ヒドロキシクエン酸及び／又はその塩類は、Ｒが炭素数１２〜２２のアシル基を表し、Ｍ１、Ｍ２及びＭ３はそれぞれ水素、アルカリ金属、アルカリ土類金属及び有機塩基から選ばれる。好ましくは、Ｒが炭素数１６のアシル基である。さらにはＭ１、Ｍ２及びＭ３が水素であることがより好ましい。アシル化ヒドロキシクエン酸及び／又はその塩類は昭和電工株式会社から入手可能であり、例えばヒドロキシクエン酸−２−パルミテートが挙げられる。 In the acylated hydroxycitric acid and / or salts thereof represented by the chemical formula 1 of the present invention, R represents an acyl group having 12 to 22 carbon atoms, and M 1 , M 2 and M 3 are hydrogen, alkali metal, alkali, respectively. Selected from earth metals and organic bases. Preferably, R is an acyl group having 16 carbon atoms. More preferably, M 1 , M 2 and M 3 are hydrogen. Acylated hydroxycitric acid and / or salts thereof are available from Showa Denko KK, and examples thereof include hydroxycitric acid-2-palmitate.
アシル化ヒドロキシクエン酸及び／又はその塩類の含有量は特に限定されないが、０．０１〜３重量％が好ましく、０．１〜１．５重量％がより好ましい。０．０１重量％よりも少ない場合には、本発明の効果の発現が乏しい。３重量％よりも多い場合には、みずみずしい使用感が得られない場合がある。 Although content of acylated hydroxycitric acid and / or its salt is not specifically limited, 0.01 to 3 weight% is preferable and 0.1 to 1.5 weight% is more preferable. If it is less than 0.01% by weight, the effect of the present invention is poor. When it is more than 3% by weight, a fresh feeling of use may not be obtained.
本発明に用いられる発酵セルロースは、工業的に酢酸菌を通気撹拌培養し、菌体から作られた非常に細かい繊維状のセルロースを分離・回収して得られたものである。植物パルプ由来の結晶セルロースと比較して繊維質が細かく、絡み合いがより緻密であるといった特徴を有する。発酵セルロースを製造するための酢酸菌としては、アセトバクター属等を利用することができる。市販されている商品として、三栄源エフ・エフ・アイ株式会社のサンアーティスト［商標］シリーズが挙げられる。 The fermented cellulose used in the present invention is obtained by industrially agitating and agitating acetic acid bacteria and separating and recovering very fine fibrous cellulose made from the cells. Compared with crystalline cellulose derived from plant pulp, the fiber is finer and the entanglement is more dense. As an acetic acid bacterium for producing fermented cellulose, Acetobacter or the like can be used. A commercially available product is the Sun Artist [Trademark] series of Saneigen FFI Co., Ltd.
発酵セルロースの含有量は、特に限定されないが、０．０１〜０．２５重量％が好ましく、０．０５〜０．２重量％がより好ましい。０．０１重量％よりも少ない場合には、経時安定性を高める効果が期待できない場合があり、０．２５重量％よりも多い場合では、みずみずしい使用感が得られない場合がある。 Although content of fermented cellulose is not specifically limited, 0.01-0.25 weight% is preferable and 0.05-0.2 weight% is more preferable. If the amount is less than 0.01% by weight, the effect of improving the stability over time may not be expected. If the amount is more than 0.25% by weight, a fresh feeling may not be obtained.
本発明で用いられるアシル化ヒドロキシクエン酸及び／又はその塩類と発酵セルロースとの重量比は１：５０〜５０：１が好ましく、１：２０〜２０：１がより好ましい。この範囲で用いれば、より効率よく経時安定性を高める効果が期待できる。 The weight ratio of acylated hydroxycitric acid and / or salts thereof and fermented cellulose used in the present invention is preferably 1:50 to 50: 1, and more preferably 1:20 to 20: 1. If it is used in this range, it is possible to expect the effect of increasing the stability over time more efficiently.
本発明の皮膚外用剤のｐＨは特に限定されないが、８以下であることが好ましく、５〜８がより好ましい。この範囲であれば、経時安定性が良好であるとともに、ぬるつきがなく、みずみずしい使用感を得ることができる。さらには、上記必須成分以外に、多種多様な化粧品成分が配合可能となり、処方設計の幅を広げることができる。 The pH of the external preparation for skin of the present invention is not particularly limited, but is preferably 8 or less, more preferably 5-8. Within this range, the stability over time is good, and there is no sliminess, and a fresh feeling of use can be obtained. Furthermore, in addition to the above essential ingredients, a wide variety of cosmetic ingredients can be blended, and the range of prescription design can be expanded.
本発明の皮膚外用剤は、本発明の効果を損なわない範囲で、化粧水、透明ジェル、美容液、乳液、クリーム、パック等に用いることができるが、その剤型が水中油型乳化物であることが好ましい。さらには油分を６〜１５質量％配合した水中油型乳化物であることがより好ましい。 The external preparation for skin of the present invention can be used in skin lotions, transparent gels, cosmetic liquids, emulsions, creams, packs, etc., as long as the effects of the present invention are not impaired. The dosage form is an oil-in-water emulsion. Preferably there is. Furthermore, an oil-in-water emulsion containing 6 to 15% by mass of oil is more preferable.
上記油分としては、通常の化粧料に用いられるものであれば特に制限はないが、２０℃で液状であるものが好ましい。例えば炭化水素、エステル、トリグリセライド等である。さらには高級アルコール及び脂肪酸を含有しないことがより好ましい。これらを配合すると、塗布時に油膜感を感じ、みずみずしい使用感が得にくい場合がある。好ましい油分を具体的に挙げると、アボカド油、アマニ油、アーモンド油、オリーブ油、キョウニン油、小麦胚芽油、ゴマ油、コメ胚芽油、コメヌカ油、サフラワー油、大豆油、トウモロコシ油、メドウフォーム油、ホホバ油、マカデミアナッツ油、ミンク油、綿実油、ヤシ油、ヒマシ油、液状ラノリン、スクワラン、スクワレン、流動パラフィン、プリスタン、ポリイソブチレン、アジピン酸２−ヘキシルデシル、モノイソステアリン酸アルキルグリコール、イソステアリン酸イソセチル、イソノナン酸イソトリデシル、トリイソステアリン酸トリメチロールプロパン、ジ−２−エチルヘキサン酸エチレングリコール、２−エチルヘキサン酸セチル、トリ−２−エチルヘキサン酸トリメチロールプロパン、テトラ−２−エチルヘキサン酸ペンタエリスリトール、２−エチルヘキサン酸セチル、オレイン酸オレイル、ミリスチン酸オクチルドデシル、オレイン酸オクチルドデシル、ジカプリン酸ネオペンチルグリコール、コハク酸２−エチルヘキシル、ステアリン酸イソセチル、ステアリン酸ブチル、セバシン酸ジ−２−エチルヘキシル、乳酸セチル、乳酸ミリスチル、リンゴ酸ジイソステアリル、トリイソステアリン酸グリセライド、トリ−２−エチルヘキサン酸グリセライド、ジ−２−ヘプチルウンデカン酸グリセライド、メチルポリシロキサン、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、エチルポリシロキサン、エチルメチルポリシロキサン、エチルフェニルポリシロキサン、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等が挙げられ、これらを一種又は二種以上用いることができる。 The oil component is not particularly limited as long as it is used in ordinary cosmetics, but is preferably liquid at 20 ° C. For example, hydrocarbon, ester, triglyceride and the like. Furthermore, it is more preferable not to contain a higher alcohol and a fatty acid. When these are blended, an oil film feeling is felt at the time of application, and it may be difficult to obtain a fresh feeling of use. Specific examples of preferred oils include avocado oil, linseed oil, almond oil, olive oil, kyounin oil, wheat germ oil, sesame oil, rice germ oil, rice bran oil, safflower oil, soybean oil, corn oil, meadow foam oil, Jojoba oil, macadamia nut oil, mink oil, cottonseed oil, coconut oil, castor oil, liquid lanolin, squalane, squalene, liquid paraffin, pristane, polyisobutylene, 2-hexyldecyl adipate, alkyl glycol monoisostearate, isocetyl isostearate, isononane Isotridecyl acid, trimethylolpropane triisostearate, ethylene glycol di-2-ethylhexanoate, cetyl 2-ethylhexanoate, trimethylolpropane tri-2-ethylhexanoate, tetra-2-ethylhexanoate Taerythritol, cetyl 2-ethylhexanoate, oleyl oleate, octyldodecyl myristate, octyldodecyl oleate, neopentyl glycol dicaprate, 2-ethylhexyl succinate, isocetyl stearate, butyl stearate, di-2-sebacate Ethylhexyl, cetyl lactate, myristyl lactate, diisostearyl malate, glyceride triisostearate, glyceride tri-2-ethylhexanoate, glyceride di-2-heptylundecanoate, methylpolysiloxane, dimethylpolysiloxane, methylphenylpolysiloxane, Ethylpolysiloxane, ethylmethylpolysiloxane, ethylphenylpolysiloxane, octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, etc. Gerare, it can be used singly or in combination.
本発明の皮膚外用剤には、上記必須成分の他に、通常の化粧料に用いられる成分として、ノニオン界面活性剤、アニオン界面活性剤、カチオン界面活性剤、両性界面活性剤、水性成分、水溶性高分子、キレート剤、ｐＨ調整剤、酸化防止剤、紫外線吸収剤、粉体、香料、防腐剤、着色剤、美容成分等を本発明の効果を損なわない範囲にて含有することができる。 In addition to the above essential components, the external preparation for skin of the present invention includes nonionic surfactants, anionic surfactants, cationic surfactants, amphoteric surfactants, aqueous components, water-soluble components as components used in ordinary cosmetics. A functional polymer, a chelating agent, a pH adjuster, an antioxidant, an ultraviolet absorber, a powder, a fragrance, a preservative, a colorant, a cosmetic ingredient, and the like can be contained within a range not impairing the effects of the present invention.
以下に、実施例を挙げて、本発明を更に詳細に説明する。尚、これらは本発明を何ら限定するものではない。 Hereinafter, the present invention will be described in more detail with reference to examples. Note that these do not limit the present invention.
表１〜４に示す処方より実施例と比較例をそれぞれ調製し、ｐＨ測定及び経時安定性、使用感（ぬるつきのなさ、みずみずしさ）について評価した。以下、表中の数値は重量％を示す。 Examples and Comparative Examples were respectively prepared from the formulations shown in Tables 1 to 4, and evaluated for pH measurement, stability over time, and feeling of use (no sliminess, freshness). Hereinafter, the numerical value in a table | surface shows weight%.
（製造方法）実施例１〜９、実施例１１〜１８及び比較例１〜８
（１）Ａを混合して約８０℃に加温した後、Ｂを添加し溶解する。
（２）ＣにＤを分散した後、Ｅを添加して約８０℃に加温する。
（３）（１）に（２）を添加し、その後３０℃まで冷却して皮膚外用剤を得た。
（製造方法）実施例１０
（１）Ａ、Ｂ，Ｅを混合して約８０℃に加温し溶解する。
（２）ＣにＤを分散した後、約８０℃に加温する。
（３）（１）に（２）を添加し、その後３０℃まで冷却して皮膚外用剤を得た。
(Manufacturing method) Examples 1-9, Examples 11-18, and Comparative Examples 1-8
(1) A is mixed and heated to about 80 ° C., then B is added and dissolved.
(2) After dispersing D in C, add E and warm to about 80 ° C.
(3) (2) was added to (1) and then cooled to 30 ° C. to obtain a skin external preparation.
(Manufacturing method) Example 10
(1) A, B, and E are mixed and heated to about 80 ° C. to dissolve.
(2) After D is dispersed in C, warm to about 80 ° C.
(3) (2) was added to (1) and then cooled to 30 ° C. to obtain a skin external preparation.
（ｐＨ測定方法）
得られた皮膚外用剤を、２０℃の恒温槽にて２４時間保管した後、ガラス電極式水素イオン濃度計（堀場製作所製、Ｆ−５１）を用いて常法により行った。
(PH measurement method)
The obtained external preparation for skin was stored in a constant temperature bath at 20 ° C. for 24 hours, and then subjected to a conventional method using a glass electrode type hydrogen ion concentration meter (F-51, manufactured by Horiba, Ltd.).
（経時安定性評価方法）
得られた皮膚外用剤を、５℃及び４０℃の恒温槽にて３か月保管し、３か月後の外観変化を以下の基準により判定した。
○：５℃、４０℃のいずれにおいても、変化は認められない。
×：５℃及び／又は４０℃において、結晶の析出及び凝集が認められる。
(Time stability evaluation method)
The obtained external preparation for skin was stored in a thermostatic bath at 5 ° C. and 40 ° C. for 3 months, and the appearance change after 3 months was determined according to the following criteria.
○: No change is observed at 5 ° C. or 40 ° C.
X: Precipitation and aggregation of crystals are observed at 5 ° C. and / or 40 ° C.
（使用感評価方法）
（１）ぬるつきのなさ
女性専門パネル（２０名）による使用試験を実施し、ぬるつきのなさについて、下記の基準に従って評価した。
◎：１８名以上が、ぬるつきを感じないと判定した。
○：１４〜１７名が、ぬるつきを感じないと判定した。
△：９〜１３名が、ぬるつきを感じないと判定した。
×：ぬるつきを感じないと判定した人が８名以下。
（２）みずみずしさ
女性専門パネル（２０名）による使用試験を実施し、みずみずしさについて、下記の基準に従って評価した。
◎：１８名以上が、みずみずしさを感じると判定した。
○：１４〜１７名が、みずみずしさを感じると判定した。
△：９〜１３名が、みずみずしさを感じると判定した。
×：みずみずしさを感じると判定した人が８名以下。
(Usage feeling evaluation method)
(1) Absence of sliminess A usage test was conducted by a female professional panel (20 persons), and the absence of sliminess was evaluated according to the following criteria.
A: 18 or more people judged not to feel slimy.
○: 14 to 17 persons judged not to feel slimy.
(Triangle | delta): Nine to thirteen people judged not to feel slimy.
X: Eight or less people judged not to feel slimy.
(2) Water freshness A usage test was conducted by a female panel (20 people), and the water freshness was evaluated according to the following criteria.
A: 18 or more people judged that they felt fresh.
○: It was determined that 14 to 17 people felt fresh.
Δ: It was determined that 9 to 13 people felt freshness.
×: Eight or fewer people determined to feel fresh.
ヒドロキシクエン酸−２−パルミテートを０．０１〜３重量％含有した皮膚外用剤（実施例１〜４）及びヒドロキシクエン酸−２−パルミテート ナトリウム塩を０．５重量％含有した皮膚外用剤（実施例５）は、いずれも経時安定性に優れ、またすべての使用感評価項目においても良好であり、本発明効果が得られた。特に、ヒドロキシクエン酸−２−パルミテート及びヒドロキシクエン酸−２−パルミテート ナトリウム塩の含有量が１．５重量％以下の皮膚外用剤（実施例１〜３、５）では、すべての使用感評価項目において格段に優れた評価結果であった。
Skin external preparation (Examples 1 to 4) containing 0.01 to 3% by weight of hydroxycitric acid-2-palmitate and skin external preparation containing 0.5% by weight of hydroxycitrate-2-palmitate sodium salt (implementation) Examples 5) were all excellent in stability over time, and were good in all the usability evaluation items, and the effects of the present invention were obtained. In particular, in skin external preparations (Examples 1 to 3 and 5) in which the content of hydroxycitric acid-2-palmitate and hydroxycitric acid-2-palmitate sodium salt is 1.5% by weight or less, all evaluation items for feeling of use The evaluation result was extremely excellent.
発酵セルロースを０．０１〜０．２５重量％含有した皮膚外用剤（実施例６〜９）は、いずれも経時安定性に優れ、またすべての使用感評価項目においても良好であり、本発明効果が得られた。特に、発酵セルロースの含有量が０．２重量％以下の皮膚外用剤（実施例６〜８）では、すべての使用感評価項目において格段に優れた評価結果であった。
一方、発酵セルロースを含有していない皮膚外用剤（比較例１）、発酵セルロースのかわりに他の多糖類を含有した皮膚外用剤（比較例２〜４）は、経時安定性が悪く本発明効果を得ることができなかった。
The external preparations for skin containing 0.01 to 0.25% by weight of fermented cellulose (Examples 6 to 9) are all excellent in stability over time and good in all evaluation items for use feeling. was gotten. In particular, in the external preparation for skin (Examples 6 to 8) having a content of fermented cellulose of 0.2% by weight or less, the evaluation results were remarkably excellent in all the usability evaluation items.
On the other hand, the external preparation for skin containing no fermented cellulose (Comparative Example 1) and the external preparation for skin containing other polysaccharides instead of fermented cellulose (Comparative Examples 2 to 4) have poor temporal stability and are effective in the present invention. Could not get.
油分を含まない皮膚外用剤（実施例１０）及び油分を６〜１５重量％含有した皮膚外用剤（実施例１１〜１４）は、いずれも経時安定性に優れ、またすべての使用感評価項目においても良好であり、本発明効果が得られた。特に、油分を６〜１５重量％含有し、かつ高級アルコール及び脂肪酸を含んでいない皮膚外用剤（実施例１１、１２）は、すべての使用感評価項目において格段に優れた評価結果であった。
The skin external preparation containing no oil (Example 10) and the skin external preparation containing 6 to 15% by weight of the oil (Examples 11 to 14) are all excellent in stability over time, and in all evaluation items for use feelings. And the effects of the present invention were obtained. In particular, the skin external preparations (Examples 11 and 12) containing 6 to 15% by weight of oil and not containing higher alcohols and fatty acids were markedly excellent evaluation results in all the usability evaluation items.
ｐＨを変えて調製した皮膚外用剤（実施例１５〜１８）は、いずれも経時安定性に優れ、またすべての使用感評価項目においても良好であり、本発明効果が得られた。特に、ｐＨが５〜８の皮膚外用剤（実施例１６、１７）では、すべての使用感評価項目において格段に優れた評価結果であった。
一方、発酵セルロースを含有していない皮膚外用剤（比較例５〜８）では、ｐＨが８．４の皮膚外用剤（比較例８）のみ経時安定性に優れる結果であった。
The external preparations for skin (Examples 15 to 18) prepared by changing the pH were all excellent in stability over time and good in all evaluation items for use feeling, and the effects of the present invention were obtained. In particular, the skin external preparations (Examples 16 and 17) having a pH of 5 to 8 were markedly excellent evaluation results in all the usability evaluation items.
On the other hand, in the skin external preparation (Comparative Examples 5 to 8) containing no fermented cellulose, only the skin external preparation (Comparative Example 8) having a pH of 8.4 was excellent in stability over time.
※１：ＨＣＡＰ：昭和電工株式会社製
※２：ＨＣＰＳ：昭和電工株式会社製
※３：ＮＩＫＫＯＬ ＳＩ−１０Ｒ：日光ケミカルズ株式会社製
※４：ＫＡＫ １３９：高級アルコール工業株式会社製
※５：サンアーティスト Ｈ−ＰＮ：三栄源エフ・エフ・アイ株式会社製（発酵セルロース、キサンタンガム、カルボキシメチルセルロースナトリウム混合品。発酵セルロースとしての有効成分濃度は５０％であり、表中は有効成分濃度を表示）
※６：ペミュレン ＴＲ−２：日光ケミカルズ株式会社製
※７：セオラス ＰＨ−１０１：旭化成ケミカルズ株式会社製
※８：ゲニュービスコ Ｊ−Ｊ：ＣＰ Ｋｅｌｃｏ社製
※９：ＫＥＬＣＯＧＥＬ ＣＧ−ＨＡ：ＣＰ Ｋｅｌｃｏ社製
※１０：エコーガム：大日本住友製薬株式会社製
※１１：ＣＭＣ−１３３０：ダイセル化学工業株式会社製
※１２：ＮＡＡ−４５：日油株式会社
※１３：イソステアリン酸：日産化学工業株式会社製
* 1: HCAP: Showa Denko Co., Ltd. * 2: HCPS: Showa Denko Co., Ltd. * 3: NIKKOL SI-10R: Nikko Chemicals Co., Ltd. * 4: KAK 139: High Alcohol Industry Co., Ltd. * 5: Sun Artist H-PN: manufactured by San-Ei Gen FFI Co., Ltd. (fermented cellulose, xanthan gum, sodium carboxymethylcellulose mixture. The active ingredient concentration as fermented cellulose is 50%, and the active ingredient concentration is indicated in the table)
* 6: Pemulen TR-2: Nikko Chemicals * 7: Theolas PH-101: Asahi Kasei Chemicals * 8: Genuvisco JJ: CP Kelco * 9: KELCOGEL CG-HA: CP Kelco * 10: Echo gum: manufactured by Dainippon Sumitomo Pharma Co., Ltd. * 11: CMC-1330: manufactured by Daicel Chemical Industries, Ltd. * 12: NAA-45: NOF Corporation * 13: isostearic acid: manufactured by Nissan Chemical Industries, Ltd.
以下に、本発明のその他の実施例を示す。 Other examples of the present invention will be shown below.
（実施例１９） ｐＨ６．９
配合成分 配合量（重量％）
（１）ヒドロキシクエン酸−２−パルミテート ０．５０
（２）スクワラン ６．００
（３）トリイソステアリン酸トリメチロールプロパン ３．００
（４）マカデミアナッツ油 ３．００
（５）オレイン酸ソルビタン ０．５０
（６）イソステアリン酸グリセリル １．００
（７）精製水 ０．２０
（８）精製水 １００に調整
（９）発酵セルロース ０．１５
（１０）キサンタンガム ０．０９９
（１１）カルボキシメチルセルロースナトリウム ０．０５１
（１２）カルボキシビニルポリマー ０．２０
（１３）グリセリン ５．００
（１４）１，３−ブチレングリコール ８．００
（１５）メチルパラベン 適 量
（１６）水酸化カリウム（ｐＨ調整剤） 適 量
〔製法〕
（１）〜（６）を混合して約８０℃に加温した後、（７）を添加し、（１）を溶解させる。（８）に（９）〜（１２）を分散させた後、（１３）〜（１６）を添加して約８０℃に加温する。（１）〜（７）に（８）〜（１６）を添加し、その後３０℃まで冷却して皮膚外用剤を得た。
Example 19 pH 6.9
Compounding ingredients Compounding amount (wt%)
(1) Hydroxycitric acid-2-palmitate 0.50
(2) Squalane 6.00
(3) Trimethylolpropane triisostearate 3.00
(4) Macadamia nut oil 3.00
(5) Sorbitan oleate 0.50
(6) Glyceryl isostearate 1.00
(7) Purified water 0.20
(8) Adjust to purified water 100 (9) Fermented cellulose 0.15
(10) Xanthan gum 0.099
(11) Sodium carboxymethylcellulose 0.051
(12) Carboxyvinyl polymer 0.20
(13) Glycerin 5.00
(14) 1,3-butylene glycol 8.00
(15) Methyl paraben appropriate amount (16) Potassium hydroxide (pH adjuster) appropriate amount
[Production method]
(1) to (6) are mixed and heated to about 80 ° C., and then (7) is added to dissolve (1). (9) to (12) are dispersed in (8), and then (13) to (16) are added and heated to about 80 ° C. (8) to (16) were added to (1) to (7), and then cooled to 30 ° C. to obtain a skin external preparation.
（実施例２０）ｐＨ６．５
配合成分 配合量（重量％）
（１）ヒドロキシクエン酸−２−パルミテート ０．５０
（２）メチルポリシロキサン ２．００
（３）メチルフェニルポリシロキサン ３．００
（４）ミリスチン酸オクチルドデシル ３．００
（５）ＰＥＧ−５水添ヒマシ油 ０．５０
（６）イソステアリン酸ソルビタン １．００
（７）精製水 ０．３０
（８）精製水 １００に調整
（９）発酵セルロース ０．２０
（１０）キサンタンガム ０．１３２
（１１）カルボキシメチルセルロースナトリウム ０．０６８
（１２）１，３−ブチレングリコール ８．００
（１３）１，２−ペンタンジオール ２．００
（１４）メチルパラベン 適 量
（１５）アミノメチルプロパンジオール（ｐＨ調整剤） 適 量
（１６）香料 適 量
〔製法〕
（１）〜（６）を混合して約８０℃に加温した後、（７）を添加し、（１）を溶解させる。（８）に（９）〜（１１）を分散させた後、（１２）〜（１５）を添加して約８０℃に加温する。（１）〜（７）に（８）〜（１５）を添加し、冷却する。４５℃で（１６）を加え、３０℃まで冷却して皮膚外用剤を得た。
(Example 20) pH 6.5
Compounding ingredients Compounding amount (% by weight)
(1) Hydroxycitric acid-2-palmitate 0.50
(2) Methylpolysiloxane 2.00
(3) Methylphenylpolysiloxane 3.00
(4) Octyldodecyl myristate 3.00
(5) PEG-5 hydrogenated castor oil 0.50
(6) sorbitan isostearate 1.00
(7) Purified water 0.30
(8) Adjust to purified water 100 (9) Fermented cellulose 0.20
(10) Xanthan gum 0.132
(11) Sodium carboxymethyl cellulose 0.068
(12) 1,3-butylene glycol 8.00
(13) 1,2-pentanediol 2.00
(14) Methyl paraben appropriate amount (15) Aminomethylpropanediol (pH adjuster) Appropriate amount (16) Fragrance appropriate amount [Production method]
(1) to (6) are mixed and heated to about 80 ° C., and then (7) is added to dissolve (1). After (9) to (11) are dispersed in (8), (12) to (15) are added and heated to about 80 ° C. Add (8) to (15) to (1) to (7) and cool. (16) was added at 45 ° C. and cooled to 30 ° C. to obtain a skin external preparation.
実施例１９、２０ともに、経時安定性に優れ、またすべての使用感評価項目においても良好な皮膚外用剤が得られた。 In both Examples 19 and 20, excellent skin external preparations were obtained with excellent stability over time and in all of the usability evaluation items.
本発明は、化学式１（Ｒは炭素数１２〜２２のアシル基を表し、Ｍ１、Ｍ２及びＭ３はそれぞれ水素、アルカリ金属、アルカリ土類金属及び有機塩基から選ばれる）で表されるアシル化ヒドロキシクエン酸及び／又はその塩類に発酵セルロースを配合することにより、アシル化ヒドロキシクエン酸及び／又はその塩類の結晶析出を抑え、経時安定性が良好であるとともに、ぬるつきがなく、みずみずしい使用感を有する皮膚外用剤を提供することを可能とした。また本発明の皮膚外用剤は、幅広いｐＨ領域において効果を示すため、上記必須成分以外に、多種多様な化粧品成分が配合可能となり、処方設計の幅を広げることができる。
The present invention is represented by the chemical formula 1 (R represents an acyl group having 12 to 22 carbon atoms, and M 1 , M 2 and M 3 are each selected from hydrogen, alkali metal, alkaline earth metal and organic base). By blending fermented cellulose with acylated hydroxycitric acid and / or its salt, crystallized precipitation of acylated hydroxycitric acid and / or its salt is suppressed, the stability over time is good, and there is no sliminess and freshness. It was possible to provide an external preparation for skin having a feeling of use. Moreover, since the skin external preparation of this invention shows an effect in a wide pH range, in addition to the said essential component, various cosmetic components can be mix | blended, and the breadth of a prescription design can be expanded.
Claims (7)
化学式１（Ｒは炭素数１２〜２２のアシル基を表し、Ｍ１、Ｍ２及びＭ３はそれぞれ水素、アルカリ金属、アルカリ土類金属及び有機塩基から選ばれる）で表されるアシル化ヒドロキシクエン酸及び／又はその塩類及び発酵セルロースを含有することを特徴とする皮膚外用剤。
An acylated hydroxy group represented by Chemical Formula 1 (R represents an acyl group having 12 to 22 carbon atoms, and M 1 , M 2 and M 3 are each selected from hydrogen, alkali metal, alkaline earth metal and organic base). A skin external preparation characterized by containing an acid and / or a salt thereof and fermented cellulose.
The skin external preparation according to any one of claims 1 to 6, comprising 6 to 15% by weight of oil.
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2017110872A1 (en) * | 2015-12-25 | 2017-06-29 | 三菱鉛筆株式会社 | Liquid cosmetic composition |
| JP2017114825A (en) * | 2015-12-25 | 2017-06-29 | 三菱鉛筆株式会社 | Liquid cosmetic composition for eye makeup |
| JP2017114824A (en) * | 2015-12-25 | 2017-06-29 | 三菱鉛筆株式会社 | Liquid cosmetic composition |
| JP2017222594A (en) * | 2016-06-14 | 2017-12-21 | 三栄源エフ・エフ・アイ株式会社 | Oil-in-water type emulsified external preparation composition |
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| JP2007254389A (en) * | 2006-03-23 | 2007-10-04 | Showa Denko Kk | Bleaching cosmetic |
| JP2007254387A (en) * | 2006-03-23 | 2007-10-04 | Showa Denko Kk | Antiaging cosmetic |
| JP2007254388A (en) * | 2006-03-23 | 2007-10-04 | Showa Denko Kk | Anti-rough skin cosmetic |
| JP2009062332A (en) * | 2007-09-07 | 2009-03-26 | Asahi Kasei Chemicals Corp | Cosmetic composition containing fine fibrous cellulose and/or its composite material |
| JP2009096769A (en) * | 2007-10-18 | 2009-05-07 | Sanei Gen Ffi Inc | Fermented-cellulose-containing cosmetic |
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| JP2007031415A (en) * | 2004-09-24 | 2007-02-08 | Showa Denko Kk | Hydroxycitric acid derivatives and external preparation for skin containing the same |
| JP2007254389A (en) * | 2006-03-23 | 2007-10-04 | Showa Denko Kk | Bleaching cosmetic |
| JP2007254387A (en) * | 2006-03-23 | 2007-10-04 | Showa Denko Kk | Antiaging cosmetic |
| JP2007254388A (en) * | 2006-03-23 | 2007-10-04 | Showa Denko Kk | Anti-rough skin cosmetic |
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| WO2017110872A1 (en) * | 2015-12-25 | 2017-06-29 | 三菱鉛筆株式会社 | Liquid cosmetic composition |
| JP2017114825A (en) * | 2015-12-25 | 2017-06-29 | 三菱鉛筆株式会社 | Liquid cosmetic composition for eye makeup |
| JP2017114824A (en) * | 2015-12-25 | 2017-06-29 | 三菱鉛筆株式会社 | Liquid cosmetic composition |
| CN108430451A (en) * | 2015-12-25 | 2018-08-21 | 三菱铅笔株式会社 | Liquid cosmetic composition |
| JP2017222594A (en) * | 2016-06-14 | 2017-12-21 | 三栄源エフ・エフ・アイ株式会社 | Oil-in-water type emulsified external preparation composition |
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