JP2022112595A - Hydroquinone-containing external skin preparation and method for producing the hydroquinone-containing external skin preparation - Google Patents
Hydroquinone-containing external skin preparation and method for producing the hydroquinone-containing external skin preparation Download PDFInfo
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- JP2022112595A JP2022112595A JP2021008445A JP2021008445A JP2022112595A JP 2022112595 A JP2022112595 A JP 2022112595A JP 2021008445 A JP2021008445 A JP 2021008445A JP 2021008445 A JP2021008445 A JP 2021008445A JP 2022112595 A JP2022112595 A JP 2022112595A
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- Prior art keywords
- hydroquinone
- acid
- water
- skin
- oil
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- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 title claims abstract description 201
- 238000002360 preparation method Methods 0.000 title claims abstract description 70
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 19
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 23
- 150000005846 sugar alcohols Polymers 0.000 claims abstract description 21
- 239000002734 clay mineral Substances 0.000 claims abstract description 19
- 239000003381 stabilizer Substances 0.000 claims abstract description 16
- 238000002156 mixing Methods 0.000 claims abstract description 12
- 229920001296 polysiloxane Polymers 0.000 claims description 35
- 230000000699 topical effect Effects 0.000 claims description 29
- 229920001223 polyethylene glycol Polymers 0.000 claims description 17
- 239000002202 Polyethylene glycol Substances 0.000 claims description 14
- 125000000217 alkyl group Chemical group 0.000 claims description 14
- 239000004094 surface-active agent Substances 0.000 claims description 12
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 11
- 229920000570 polyether Polymers 0.000 claims description 11
- 239000007864 aqueous solution Substances 0.000 claims description 10
- 239000000243 solution Substances 0.000 claims description 8
- 230000003647 oxidation Effects 0.000 abstract description 7
- 238000007254 oxidation reaction Methods 0.000 abstract description 7
- 239000000284 extract Substances 0.000 description 34
- -1 hydroquinone glycoside Chemical class 0.000 description 25
- 235000014113 dietary fatty acids Nutrition 0.000 description 18
- 239000000194 fatty acid Substances 0.000 description 18
- 229930195729 fatty acid Natural products 0.000 description 18
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 18
- 239000004205 dimethyl polysiloxane Substances 0.000 description 17
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 17
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- 239000004166 Lanolin Substances 0.000 description 16
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- 229940008099 dimethicone Drugs 0.000 description 15
- 239000003921 oil Substances 0.000 description 13
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- 150000003904 phospholipids Chemical class 0.000 description 4
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Images
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Abstract
Description
本発明は、ハイドロキノン含有皮膚外用剤および該ハイドロキノン含有皮膚外用剤の製造方法に関し、特に、ハイドロキノンの酸化防止効果を向上したハイドロキノン含有皮膚外用剤および該ハイドロキノン含有皮膚外用剤の製造方法に関する。 TECHNICAL FIELD The present invention relates to a hydroquinone-containing topical skin preparation and a method for producing the hydroquinone-containing topical skin preparation, and more particularly to a hydroquinone-containing topical skin preparation with improved antioxidant effect of hydroquinone and a method for producing the hydroquinone-containing topical skin preparation.
ハイドロキノンは、化粧品や医薬品の皮膚外用剤で用いられている多くの美白剤の中でも、特に高い美白効果を有することが知られている。しかしながら、その安定性は非常に悪く、例えば、(1)空気や水分、(2)光(紫外線)、(3)熱等により容易に酸化され、下記式に示すように、黒色のキンヒドロンとなり、美白作用が失われていた。 Hydroquinone is known to have a particularly high whitening effect among many whitening agents used in external skin preparations such as cosmetics and pharmaceuticals. However, its stability is very poor. For example, it is easily oxidized by (1) air or moisture, (2) light (ultraviolet rays), (3) heat, etc., and becomes black quinhydrone as shown in the following formula. It lost its whitening effect.
そのため、ハイドロキノンに関しては、様々な研究が行われていた。例えば、特許文献1には、ハイドロキノン類の安定性と酸化亜鉛の安定性とをともに向上させることを目的として、有機変性粘土鉱物と、酸化亜鉛と、ハイドロキノン乃至はその誘導体と、1気圧25℃で液状の脂肪酸とを含有する油中水乳化剤形の皮膚外用剤が、開示されている。また、特許文献2には、(A)トラネキサム酸、トラネキサム酸の二量体、トラネキサム酸とハイドロキノンのエステル体、トラネキサム酸とゲンチシン酸のエステル体、トラネキサム酸のアミド体、トラネキサム酸のアルキルエステル、及びこれらの塩から選ばれる1種又は2種以上の美白剤、(B)HLB2~7のポリオキシアルキレン・アルキル共変性シリコーン及び/またはHLB2~7のポリグリセリン・アルキル共変性シリコーンから選ばれる一種または二種以上の界面活性剤を0.5~3質量%、を含有してなる油中水型乳化組成物が、開示されている。さらに、特許文献3には、ハイドロキノン配糖体を含有する美白化粧料において、(a)ジポリヒドロキシステアリン酸ポリオキシエチレン、(b)ポリアスパラギン酸塩を含有することを特徴とする油中水型美白化粧料が、開示されている。 Therefore, various studies have been conducted on hydroquinone. For example, in Patent Document 1, for the purpose of improving both the stability of hydroquinones and the stability of zinc oxide, an organically modified clay mineral, zinc oxide, hydroquinone or a derivative thereof, and 1 atm 25 ° C. A skin external preparation in the form of a water-in-oil emulsion containing a liquid fatty acid is disclosed. Further, in Patent Document 2, (A) tranexamic acid, a dimer of tranexamic acid, an ester of tranexamic acid and hydroquinone, an ester of tranexamic acid and gentisic acid, an amide of tranexamic acid, an alkyl ester of tranexamic acid, and one or more whitening agents selected from these salts, (B) one selected from polyoxyalkylene/alkyl co-modified silicones with HLB of 2 to 7 and/or polyglycerin/alkyl co-modified silicones with HLB of 2 to 7 Alternatively, a water-in-oil emulsion composition containing 0.5 to 3% by mass of two or more surfactants is disclosed. Furthermore, Patent Document 3 describes a water-in-oil whitening cosmetic containing hydroquinone glycoside containing (a) polyoxyethylene dipolyhydroxystearate and (b) polyaspartate. A type whitening cosmetic is disclosed.
しかしながら、特許文献1記載の技術は、ハイドロキノンを配合した化粧料の安定性について検討したものであるためハイドロキノンそのものの酸化については十分に検討されておらず、ハイドロキノンの酸化を防止できるものではなかった。また、特許文献2および特許文献3に記載の技術は、ハイドロキノンの誘導体の安定性を目的としたものであり、安定性の悪いハイドロキノンそのものの酸化を防止できるものではなかった。 However, since the technique described in Patent Document 1 is based on a study of the stability of cosmetics containing hydroquinone, the oxidation of hydroquinone itself has not been sufficiently studied, and it has not been possible to prevent the oxidation of hydroquinone. . In addition, the techniques described in Patent Documents 2 and 3 are intended for the stability of hydroquinone derivatives, and cannot prevent the oxidation of hydroquinone itself, which has poor stability.
また、ハイドロキノンは酸化されてキンヒドロンとなると、キンヒドロンによる皮膚刺激が生じ、痒みや発疹の原因になるおそれがあり、上記特許文献1~3記載の技術ではキンヒドロンによる皮膚刺激等が生じるおそれがあった。このように、ハイドロキノンの安定化法については幾つか検討され商品化されているが、ハイドロキノンそのものの安定化は難しいものであった。 In addition, when hydroquinone is oxidized to quinhydrone, quinhydrone causes skin irritation, which may cause itching and rashes. . As described above, several methods for stabilizing hydroquinone have been studied and commercialized, but it has been difficult to stabilize hydroquinone itself.
そこで本発明の目的は、前記の従来技術の問題を解決し、ハイドロキノンの酸化防止効果を向上したハイドロキノン含有皮膚外用剤および該ハイドロキノン含有皮膚外用剤の製造方法を提供することにある。 SUMMARY OF THE INVENTION Accordingly, an object of the present invention is to solve the above-described problems of the prior art and to provide a hydroquinone-containing topical preparation for skin in which the antioxidant effect of hydroquinone is improved, and a method for producing the hydroquinone-containing topical preparation for skin.
本発明者らは、前記課題を解決すべく鋭意検討を行った結果、特定の成分と組合せることによって、前記目的を達成し得ることを見出し、本発明を完成するに至った。 As a result of intensive studies aimed at solving the above problems, the inventors of the present invention have found that the above objects can be achieved by combining them with specific components, and have completed the present invention.
即ち、本発明のハイドロキノン含有皮膚外用剤は、
(A)ハイドロキノンと、
(B)多価アルコールと、
(C)水膨潤性粘土鉱物と、
(D)油性成分と、
(E)安定化剤と、
(F)水と、を有することを特徴とするものである。
That is, the hydroquinone-containing topical skin preparation of the present invention is
(A) hydroquinone;
(B) a polyhydric alcohol;
(C) a water-swelling clay mineral;
(D) an oily component;
(E) a stabilizer;
and (F) water.
また、本発明のハイドロキノン含有皮膚外用剤は、(G)ポリエーテル基およびアルキル基を持つシリコーン系界面活性剤を有することが好ましく、(H)ポリエチレングリコールを有することが好ましい。 The hydroquinone-containing topical skin preparation of the present invention preferably contains (G) a silicone-based surfactant having a polyether group and an alkyl group, and preferably contains (H) polyethylene glycol.
本発明のハイドロキノン含有皮膚外用剤の製造方法は、
多価アルコール、水膨潤性粘土鉱物および安定化剤を有する水にハイドロキノンを溶解してハイドロキノン水溶液を作製し、
油性成分に前記ハイドロキノン水溶液を混合したことを特徴とするものである。
The method for producing the hydroquinone-containing topical skin preparation of the present invention comprises:
dissolving hydroquinone in water containing a polyhydric alcohol, a water-swelling clay mineral and a stabilizer to prepare an aqueous hydroquinone solution;
It is characterized by mixing the hydroquinone aqueous solution with the oily component.
また、本発明のハイドロキノン含有皮膚外用剤の製造方法は、
多価アルコール、水膨潤性粘土鉱物、安定化剤およびポリエチレングリコールを有する水にハイドロキノンを溶解してハイドロキノン水溶液を作製し、
油性成分に前記ハイドロキノン水溶液を混合したことを特徴とするものである。
In addition, the method for producing the hydroquinone-containing topical skin preparation of the present invention comprises:
dissolving hydroquinone in water containing a polyhydric alcohol, a water-swelling clay mineral, a stabilizer and polyethylene glycol to prepare an aqueous hydroquinone solution;
It is characterized by mixing the hydroquinone aqueous solution with the oily component.
さらに、本発明のハイドロキノン含有皮膚外用剤の製造方法は、
多価アルコール、水膨潤性粘土鉱物およびポリエチレングリコールを有する水にハイドロキノンを溶解してハイドロキノン水溶液を作製し、
ポリエーテル基およびアルキル基を持つシリコーン系界面活性剤と油性成分を混合し、
ポリエーテル基およびアルキル基を持つシリコーン系界面活性剤を混合した油性成分に前記ハイドロキノン水溶液を混合したことを特徴とするものである。
Furthermore, the method for producing the hydroquinone-containing topical skin preparation of the present invention comprises:
dissolving hydroquinone in water containing a polyhydric alcohol, a water-swelling clay mineral and polyethylene glycol to prepare an aqueous hydroquinone solution;
A silicone-based surfactant having a polyether group and an alkyl group is mixed with an oily component,
It is characterized by mixing the hydroquinone aqueous solution with an oily component obtained by mixing a silicone surfactant having a polyether group and an alkyl group.
本発明によると、ハイドロキノンの酸化防止効果を向上したハイドロキノン含有皮膚外用剤および該ハイドロキノン含有皮膚外用剤の製造方法を提供することができる。 INDUSTRIAL APPLICABILITY According to the present invention, it is possible to provide a hydroquinone-containing topical preparation for skin in which the antioxidant effect of hydroquinone is improved, and a method for producing the hydroquinone-containing topical preparation for skin.
以下、本発明のハイドロキノン含有皮膚外用剤および該ハイドロキノン含有皮膚外用剤の製造方法について具体的に説明する。
本発明のハイドロキノン含有皮膚外用剤は、(A)ハイドロキノンと、(B)多価アルコールと、(C)水膨潤性粘土鉱物と、(D)油性成分と、(E)安定化剤と、(F)水と、を有することを特徴とするものである。皮膚外用剤中における水の存在は、ハイドロキノンの溶解に欠かせないものである。しかしながら、その水は外環境の空気を取り込み、ハイドロキノンを酸化させることが知られている。そこで、本発明では、(F)水、(E)安定化剤および(B)多価アルコールに(A)ハイドロキノンを溶解させ、(D)油性成分に配合することで、W/O製剤として水相と空気の接触を避け、安定な製剤(皮膚外用剤)としたものである。また、W/O製剤の乳化剤として(C)水膨潤性粘土鉱物を用いることで、UVAおよびUVBの紫外線吸収剤または紫外線散乱剤を配合した場合でも、(A)ハイドロキノンの酸化を抑えて安定化を図ることができる。さらに、ハイドロキノンは加水分解されないとされているので、酸化は空気や水中の溶存酸素による連鎖反応で進行し、熱が加速させると考えられているが、上記(A)~(F)の成分を有することで、酸素と紫外線を防ぐ効果が向上し、常温(15~25℃)保存が可能となる。
Hereinafter, the hydroquinone-containing topical skin preparation of the present invention and the method for producing the hydroquinone-containing topical skin preparation will be specifically described.
The hydroquinone-containing topical skin preparation of the present invention comprises (A) hydroquinone, (B) a polyhydric alcohol, (C) a water-swellable clay mineral, (D) an oily component, (E) a stabilizer, ( F) water. The presence of water in the external preparation for skin is essential for dissolving hydroquinone. However, it is known that the water takes in air from the outside environment and oxidizes hydroquinone. Therefore, in the present invention, (A) hydroquinone is dissolved in (F) water, (E) a stabilizer, and (B) a polyhydric alcohol, and blended with (D) an oily component to form a W/O formulation. A stable preparation (external preparation for skin) is prepared by avoiding contact between phases and air. In addition, by using (C) a water-swelling clay mineral as an emulsifier in a W/O formulation, even when UVA and UVB ultraviolet absorbers or ultraviolet scattering agents are blended, the oxidation of (A) hydroquinone is suppressed and stabilized. can be achieved. Furthermore, since hydroquinone is said not to be hydrolyzed, oxidation proceeds by a chain reaction with dissolved oxygen in air and water, and is thought to be accelerated by heat. By having it, the effect of preventing oxygen and ultraviolet rays is improved, and storage at normal temperature (15 to 25 ° C.) is possible.
本発明において、前記(A)ハイドロキノンとしては、通常の皮膚外用剤に使用でき、本発明の効果を得られるものであれば特に限定されないが、例えば、ヒドロキノン(商品名:富士フィルム和光純薬株式会社製)等を使用することができる。 In the present invention, the (A) hydroquinone is not particularly limited as long as it can be used in a normal topical skin preparation and the effects of the present invention can be obtained. company) etc. can be used.
また、本発明において、前記(B)多価アルコールとしては、通常の皮膚外用剤に使用でき、本発明の効果を得られるものであれば特に限定されないが、例えば、グリセリン、1,3-ブチレングリコール、プロピレングリコール、プロパンジオール、1,2-ヘキサンジオール、ペンチレングリコール、ペンタエリスリトール、ヘキシレングリコール、ジグリセリン、ポリグリセリン、ジエチレングリコール、ポリエチレングリコール、ジプロピレングリコール、ポリプロピレングリコール、エチレングリコール・プロピレングリコール共重合体、およびそれらの重合体等を挙げることができる。本発明では、中でも安定性をより向上できるグリセリン、1,3-ブチレングリコール、ジプロピレングリコールを含有することが好ましい。 Further, in the present invention, the (B) polyhydric alcohol is not particularly limited as long as it can be used in ordinary external preparations for skin and the effects of the present invention can be obtained. Examples include glycerin and 1,3-butylene. Glycol, propylene glycol, propanediol, 1,2-hexanediol, pentylene glycol, pentaerythritol, hexylene glycol, diglycerin, polyglycerin, diethylene glycol, polyethylene glycol, dipropylene glycol, polypropylene glycol, ethylene glycol/propylene glycol Polymers, polymers thereof, and the like can be mentioned. In the present invention, it is preferable to contain glycerin, 1,3-butylene glycol, and dipropylene glycol, among others, which can further improve the stability.
本発明において、常温25℃で液体の糖アルコールアルキレンオキシド付加重合体を配合することもできる。前記糖アルコールアルキレンオキシド付加重合体は、前記(B)多価アルコールのかわりに配合してもよいし、前記(B)多価アルコールといっしょに配合してもよい。かかる常温で液体の糖アルコールアルキレンオキシド付加重合体としては、通常の皮膚外用剤に使用でき、本発明の効果を得られるものであれば特に限定されないが、例えば、エチレンオキシドの平均付加モル数が10~20のポリオキシエチレンメチルグルコシドまたは平均付加モル数が10~20のポリオキシプロピレンメチルグルコシドが好ましく、具体的には、POE(10)メチルグルコシド(「グルカムE-10」(商品名:日本ルーブリゾール株式会社製))、POP(20)メチルグルコシド(「グルカムP-20」(商品名:日本ルーブリゾール株式会社製))、POPソルビット(「ユニオールHS-1600D」(商品名:日油株式会社製))等を挙げることができ、中でもPOE(10)メチルグルコシドが最も好ましい。 In the present invention, a sugar alcohol alkylene oxide addition polymer that is liquid at room temperature of 25°C can also be blended. The sugar alcohol alkylene oxide addition polymer may be blended instead of the polyhydric alcohol (B), or may be blended together with the polyhydric alcohol (B). Such a sugar alcohol alkylene oxide addition polymer that is liquid at room temperature is not particularly limited as long as it can be used in ordinary skin preparations for external use and the effect of the present invention can be obtained. Polyoxyethylene methyl glucoside of ~20 or polyoxypropylene methyl glucoside with an average number of added moles of 10 to 20 is preferable. Sol Co., Ltd.)), POP (20) methyl glucoside (“Glucam P-20” (trade name: Nippon Lubrizol Co., Ltd.)), POP sorbit (“Uniol HS-1600D” (trade name: NOF Corporation) )), among which POE (10) methyl glucoside is most preferred.
また、本発明において、前記(C)水膨潤性粘土鉱物としては、水により膨潤する粘土鉱物であり、通常の皮膚外用剤に使用でき、本発明の効果を得られるものであれば特に限定されないが、例えば、ケイ酸(Al/Mg)、ベントナイト、等を挙げることができ、中でも、ケイ酸(Al/Mg)であることが好ましい。具体的には、スメクトン SA-2(商品名、クニミネ工業株式会社製)、クニピア G-4(商品名、クニミネ工業株式会社製)等を使用することができる。 In the present invention, the water-swelling clay mineral (C) is not particularly limited as long as it is a clay mineral that swells with water, can be used in ordinary external preparations for skin, and can achieve the effects of the present invention. However, for example, silicic acid (Al/Mg), bentonite, etc. can be mentioned, and among them, silicic acid (Al/Mg) is preferable. Specifically, Sumecton SA-2 (trade name, manufactured by Kunimine Industries Co., Ltd.), Kunipia G-4 (trade name, manufactured by Kunimine Industries Co., Ltd.), and the like can be used.
さらに、本発明において、前記(D)油性成分としては、通常の皮膚外用剤に使用でき、本発明の効果を得られるものであれば特に限定されないが、例えば、流動パラフィン(ミネラルオイル)、重質流動イソパラフィン、軽質流動イソパラフィン、α-オレフィンオリゴマー、ポリイソブテン、水添ポリイソブテン、ポリブテン、スクワラン、オリーブ由来スクワラン、スクワレン、ワセリン、固型パラフィン等の炭化水素類、キャンデリラワックス、カルナウバワックス、ライスワックス、木ろう、みつろう、モンタンワックス、オゾケライト、セレシン、パラフィンワックス、マイクロクリスタリンワックス、ペトロラタム、フィッシャートロプシュワックス、ポリエチレンワックス、エチレン・プロピレンコポリマー等のワックス類、ヤシ油、パーム油、パーム核油、サフラワー油、オリーブ油、ヒマシ油、アボカド油、ゴマ油、茶油、月見草油、小麦胚芽油、マカデミアナッツ油、ヘーゼルナッツ油、ククイナッツ油、ローズヒップ油、メドウフォーム油、パーシック油、ティートリー油、ハッカ油、トウモロコシ油、ナタネ油、ヒマワリ油、小麦胚芽油、アマニ油、綿実油、大豆油、落花生油、コメヌカ油、カカオ脂、シア脂、水素添加ヤシ油、水素添加ヒマシ油、ホホバ油、水素添加ホホバ油等の植物油脂類、牛脂、乳脂、馬脂、卵黄油、ミンク油、タートル油等の動物性油脂類、鯨ロウ、ラノリン、オレンジラッフィー油等の動物性ロウ類、液状ラノリン、還元ラノリン、吸着精製ラノリン、酢酸ラノリン、酢酸液状ラノリン、ヒドロキシラノリン、ポリオキシエチレンラノリン、ラノリン脂肪酸、硬質ラノリン脂肪酸、ラノリンアルコール、酢酸ラノリンアルコール、酢酸(セチル・ラノリル)エステル等のラノリン類、レシチン、ホスファチジルコリン、ホスファチジルエタノールアミン、ホスファチジルセリン、ホスファチジルグリセロール、ホスファチジルイノシトール、スフィンゴミエリン等のスフィンゴリン脂質、ホスファチジン酸、リゾレシチン等のリン脂質類、水素添加大豆リン脂質、部分水素添加大豆リン脂質、水素添加卵黄リン脂質、部分水素添加卵黄リン脂質等のリン脂質誘導体類、コレステロール、ジヒドロコレステロール、ラノステロール、ジヒドロラノステロール、フィトステロール、コール酸等のステロール類、サポゲニン類、サポニン類、酢酸コレステリル、ノナン酸コレステリル、ステアリン酸コレステリル、イソステアリン酸コレステリル、オレイン酸コレステリル、N-ラウロイル-L-グルタミン酸ジ(コレステリル/ベヘニル/オクチルドデシル)、N-ラウロイル-L-グルタミン酸ジ(コレステリル/オクチルドデシル)、N-ラウロイル-L-グルタミン酸ジ(フィトステリル/ベヘニル/オクチルドデシル)、N-ラウロイル-L-グルタミン酸ジ(フィトステリル/オクチルドデシル)、N-ラウロイルサルコシンイソプロピル等のアシルサルコシンアルキルエステル、12-ヒドロキシステアリン酸コレステリル、マカデミアナッツ油脂肪酸コレステリル、マカデミアナッツ油脂肪酸フィトステリル、イソステアリン酸フィトステリル、軟質ラノリン脂肪酸コレステリル、硬質ラノリン脂肪酸コレステリル、長鎖分岐脂肪酸コレステリル、長鎖α-ヒドロキシ脂肪酸コレステリル等のステロールエステル類、リン脂質・コレステロール複合体、リン脂質・フィトステロール複合体等の脂質複合体、ミリスチン酸オクチルドデシル、ミリスチン酸ヘキシルデシル、イソステアリン酸オクチルドデシル、パリミチン酸セチル、パルミチン酸オクチルドデシル、オクタン酸セチル、オクタン酸ヘキシルデシル、イソノナン酸イソトリデシル、イソノナン酸イソノニル、イソノナン酸オクチル、イソノナン酸イソトリデシル、ネオペンタン酸イソデシル、ネオペンタン酸イソトリデシル、ネオペンタン酸イソステアリル、ネオデカン酸オクチルドデシル、オレイン酸オレイル、オレイン酸オクチルドデシル、リシノレイン酸オクチルドデシル、ラノリン脂肪酸オクチルドデシル、ジメチルオクタン酸ヘキシルデシル、エルカ酸オクチルドデシル、イソステアリン酸硬化ヒマシ油、オレイン酸エチル、アボカド油脂肪酸エチル、ミリスチン酸イソプロピル、パルミチン酸イソプロピル、パルミチン酸オクチル、イソステアリン酸イソプロピル、ラノリン脂肪酸イソプロピル、ラウリン酸メチルヘプチル、ミリスチン酸メチルヘプチル、パルミチン酸メチルヘプチル、イソステアリン酸メチルヘプチル、セバシン酸ジエチル、セバシン酸ジイソプロピル、セバシン酸ジオクチル、アジピン酸ジイソプロピル、セバシン酸ジブチルオクチル、アジピン酸ジイソブチル、コハク酸ジオクチル、クエン酸トリエチル等のモノアルコールカルボン酸エステル類、乳酸セチル、リンゴ酸ジイソステアリル、モノイソステアリン酸水添ヒマシ油、γ-エルカラクトン等のオキシ酸エステル類、トリオクタン酸グリセリル、トリオレイン酸グリセリル、トリイソステアリン酸グリセリル、ジイソステアリン酸グリセリル、トリ(カプリル酸/カプリン酸)グリセリル、トリ(カプリル酸/カプリン酸/ミリスチン酸/ステアリン酸)グリセリル、水添ロジントリグリセリド(水素添加エステルガム)、ロジントリグリセリド(エステルガム)、ベヘン酸エイコサン二酸グリセリル、トリオクタン酸トリメチロールプロパン、トリイソステアリン酸トリメチロールプロパン、ジオクタン酸ネオペンチルグリコール、ジカプリン酸ネオペンチルグリコール、ジオクタン酸2-ブチル-2-エチル-1,3-プロパンジオール、ジオレイン酸プロピレングリコール、テトラオクタン酸ペンタエリスリチル、水素添加ロジンペンタエリスリチル、トリエチルヘキサン酸ジトリメチロールプロパン、(イソステアリン酸/セバシン酸)ジトリメチロールプロパン、トリエチルヘキサン酸ペンタエリスリチル、(ヒドロキシステアリン酸/ステアリン酸/ロジン酸)ジペンタエリスリチル、ジイソステアリン酸ジグリセリル、テトライソステアリン酸ポリグリセリル、ノナイソステアリン酸ポリグリセリル-10、デカ(エルカ酸/イソステアリン酸/リシノレイン酸)ポリグリセリル-8、(ヘキシルデカン酸/セバシン酸)ジグリセリルオリゴエステル、ジステアリン酸グリコール(ジステアリン酸エチレングリコール)、ジネオペンタン酸3-メチル-1,5-ペンタンジオール、ジネオペンタン酸2,4-ジエチル-1,5-ペンタンジオール等の多価アルコール脂肪酸エステル類、ダイマージリノール酸ジイソプロピル、ダイマージリノール酸ジイソステアリル、ダイマージリノール酸ジ(イソステアリル/フィトステリル)、ダイマージリノール酸(フィトステリル/ベヘニル)、ダイマージリノール酸(フィトステリル/イソステアリル/セチル/ステアリル/ベヘニル)、ダイマージリノール酸ダイマージリノレイル、ジイソステアリン酸ダイマージリノレイル、ダイマージリノレイル水添ロジン縮合物、ダイマージリノール酸硬化ヒマシ油、ヒドロキシアルキルダイマージリノレイルエーテル等のダイマー酸若しくはダイマージオールの誘導体、セタノール、ミリスチルアルコール、オレイルアルコール、ラウリルアルコール、セトステアリルアルコール、ステアリルアルコール、アラキルアルコール、ベヘニルアルコール、ホホバアルコール、キミルアルコール、セラキルアルコール、バチルアルコール、ヘキシルデカノール、イソステアリルアルコール、2-オクチルドデカノール、ダイマージオール等の高級アルコール類、ベンジルアルコール等のアラルキルアルコール及び誘導体、ラウリン酸、ミリスチン酸、パルミチン酸、ステアリン酸、イソステアリン酸、ベヘン酸、ウンデシレン酸、12-ヒドロキシステアリン酸、パルミトオレイン酸、オレイン酸、リノール酸、リノレイン酸、エルカ酸、ドコサヘキサエン酸、エイコサペンタエン酸、イソヘキサデカン酸、アンテイソヘンイコサン酸、長鎖分岐脂肪酸、ダイマー酸、水素添加ダイマー酸等の高級脂肪酸類及びそのアルミニウム塩、カルシウム塩、マグネシウム塩、亜鉛塩、カリウム、ナトリウム塩等の金属石けん類、及びアミド等の含窒素誘導体類、ヤシ油脂肪酸モノエタノールアミド(コカミドMEA)、ヤシ油脂肪酸ジエタノールアミド(コカミドDEA)、ラウリン酸モノエタノールアミド(ラウラミドMEA)、ラウリン酸ジエタノールアミド(ラウラミドDEA)、ラウリン酸モノイソプロパノールアミド(ラウラミドMIPA)、パルミチン酸モノエタノールアミド(パルタミドMEA)、パルミチン酸ジエタノールアミド(パルタミドDEA)、ヤシ油脂肪酸メチルエタノールアミド(コカミドメチルMEA)等の脂肪酸アルカノールアミド類、ジメチコン(ジメチルポリシロキサン)、高重合ジメチコン(高重合ジメチルポリシロキサン)、シクロメチコン(環状ジメチルシロキサン、デカメチルシクロペンタシロキサン)、フェニルトリメチコン、ジフェニルシロキシフェニルトリメチコン、ジフェニルジメチコン、トリメチルシロキシフェニルジメチコン、トリメチルペンタフェニルトリシロキシサン、(アミノエチルアミノプロピルメチコン/ジメチコン)コポリマー、ジメチコノール、ジメチコノールクロスポリマー、シリコーン樹脂、シリコーンゴム、アミノプロピルジメチコン及びアモジメチコン等のアミノ変性シリコーン、カチオン変性シリコーン、ジメチコンコポリオール等のポリエーテル変性シリコーン、ポリグリセリン変性シリコーン、糖変性シリコーン、カルボン酸変性シリコーン、リン酸変性シリコーン、硫酸変性シリコーン、アルキル変性シリコーン、脂肪酸変性シリコーン、アルキルエーテル変性シリコーン、アミノ酸変性シリコーン、ペプチド変性シリコーン、フッ素変性シリコーン、カチオン変性及びポリエーテル変性シリコーン、アミノ変性及びポリエーテル変性シリコーン、アルキル変性及びポリエーテル変性シリコーン、アミドアルキル変性シリコーン、アミノグリコール変性シリコーン、アミノフェニル変性シリコーン、ポリシロキサン・オキシアルキレン共重合体等のシリコーン類、パーフルオロデカン、パーフルオロオクタン、パーフルオロポリエーテル等のフッ素系油剤類等を挙げることができる。ただし、本発明において、前記(D)油性成分としては、常温で液状であること好ましい。そのため、常温で固形状の油性成分を配合する場合は、常温で液状の油性成分と組合せて常温で液状の油性成分とすることがある。なお、ここで、「常温」とは、いわゆる一般的な室内の温度(室温)であり、例えば、20~30℃の温度範囲を示す。 Furthermore, in the present invention, the (D) oily component is not particularly limited as long as it can be used in ordinary skin preparations for external use and the effects of the present invention can be obtained. Liquid isoparaffin, light liquid isoparaffin, α-olefin oligomer, polyisobutene, hydrogenated polyisobutene, polybutene, squalane, olive-derived squalane, squalene, vaseline, hydrocarbons such as solid paraffin, candelilla wax, carnauba wax, rice wax , Japan wax, beeswax, montan wax, ozokerite, ceresin, paraffin wax, microcrystalline wax, petrolatum, Fischer-Tropsch wax, polyethylene wax, waxes such as ethylene-propylene copolymer, coconut oil, palm oil, palm kernel oil, safflower Oil, olive oil, castor oil, avocado oil, sesame oil, tea oil, evening primrose oil, wheat germ oil, macadamia nut oil, hazelnut oil, kukui nut oil, rosehip oil, meadowfoam oil, persic oil, tea tree oil, peppermint oil, corn oil , rapeseed oil, sunflower oil, wheat germ oil, linseed oil, cottonseed oil, soybean oil, peanut oil, rice bran oil, cocoa butter, shea butter, hydrogenated coconut oil, hydrogenated castor oil, jojoba oil, hydrogenated jojoba oil, etc. Vegetable fats and oils, beef tallow, milk fat, horse fat, egg yolk oil, mink oil, turtle oil and other animal fats and oils, spermaceti wax, lanolin, orange roughy oil and other animal waxes, liquid lanolin, reduced lanolin, adsorption refinement Lanolin, lanolin acetate, liquid lanolin acetate, hydroxyl lanolin, polyoxyethylene lanolin, lanolin fatty acid, hard lanolin fatty acid, lanolin alcohol, lanolin acetate alcohol, lanolins such as acetic acid (cetyl-lanolyl) ester, lecithin, phosphatidylcholine, phosphatidylethanolamine , phosphatidylserine, phosphatidylglycerol, phosphatidylinositol, sphingophospholipids such as sphingomyelin, phosphatidic acid, phospholipids such as lysolecithin, hydrogenated soybean phospholipids, partially hydrogenated soybean phospholipids, hydrogenated egg yolk phospholipids, partially hydrogenated Phospholipid derivatives such as egg yolk phospholipid, cholesterol, dihydrocholesterol, lanosterol, dihydrolanosterol, phytosterol, sterols such as cholic acid, sapogenins, saponins, cholesteryl acetate, nonanoic acid Lesteryl, cholesteryl stearate, cholesteryl isostearate, cholesteryl oleate, di(cholesteryl/behenyl/octyldodecyl) N-lauroyl-L-glutamate, di(cholesteryl/octyldodecyl) N-lauroyl-L-glutamate, N-lauroyl- Acylsarcosine alkyl esters such as L-glutamic acid di(phytosteryl/behenyl/octyldodecyl), N-lauroyl-L-glutamic acid di(phytosteryl/octyldodecyl), N-lauroylsarcosine isopropyl, cholesteryl 12-hydroxystearate, macadamia nut oil fatty acid Cholesteryl, macadamia nut oil fatty acid phytosteryl, isostearate phytosteryl, soft lanolin fatty acid cholesteryl, hard lanolin fatty acid cholesteryl, long-chain branched fatty acid cholesteryl, long-chain α-hydroxy fatty acid cholesteryl and other sterol esters, phospholipid/cholesterol complex, phospholipid/ Lipid complexes such as phytosterol complexes, octyldodecyl myristate, hexyldecyl myristate, octyldodecyl isostearate, cetyl palmitate, octyldodecyl palmitate, cetyl octanoate, hexyldecyl octanoate, isotridecyl isononanoate, isononyl isononanoate, Octyl isononanoate, isotridecyl isononanoate, isodecyl neopentanoate, isotridecyl neopentanoate, isostearyl neopentanoate, octyldodecyl neodecanoate, oleyl oleate, octyldodecyl oleate, octyldodecyl ricinoleate, octyldodecyl lanolin fatty acid, hexyldecyl dimethyloctanoate , octyldodecyl erucate, hydrogenated castor oil isostearate, ethyl oleate, ethyl avocado oil, isopropyl myristate, isopropyl palmitate, octyl palmitate, isopropyl isostearate, isopropyl lanolin fatty acid, methylheptyl laurate, methylheptyl myristate , methylheptyl palmitate, methylheptyl isostearate, diethyl sebacate, diisopropyl sebacate, dioctyl sebacate, diisopropyl adipate, dibutyloctyl sebacate, diisobutyl adipate, dioctyl succinate, triethyl citrate, etc. cetyl lactate, diisomalate Stearyl, hydrogenated castor oil monoisostearate, oxy acid esters such as γ-erucalactone, glyceryl trioctanoate, glyceryl trioleate, glyceryl triisostearate, glyceryl diisostearate, glyceryl tri(caprylate/caprate), tri (Caprylic/Capric/Myristic/Stearate) glyceryl, hydrogenated rosin triglyceride (hydrogenated ester gum), rosin triglyceride (ester gum), eicosane diacid glyceryl behenate, trimethylolpropane trioctanoate, triisostearate Methylolpropane, neopentyl glycol dioctoate, neopentyl glycol dicaprate, 2-butyl-2-ethyl-1,3-propanediol dioctoate, propylene glycol dioleate, pentaerythrityl tetraoctanoate, hydrogenated rosin pentaerythrityl , Ditrimethylolpropane triethylhexanoate, Ditrimethylolpropane (isostearate/sebacate), Pentaerythrityl triethylhexanoate, Dipentaerythrityl (hydroxystearate/stearate/rosinate), Diglyceryl diisostearate, Polyglyceryl tetraisostearate, Nona Polyglyceryl-10 isostearate, Deca (erucic acid/isostearic acid/ricinoleic acid) polyglyceryl-8, (hexyldecanoic acid/sebacic acid) diglyceryl oligoester, glycol distearate (ethylene glycol distearate), 3-methyl-1 dineopentanoate ,5-pentanediol, polyhydric alcohol fatty acid esters such as 2,4-diethyl-1,5-pentanediol dineopentate, diisopropyl dimer dilinoleate, diisostearyl dimer dilinoleate, di(iso) dimer dilinoleate stearyl/phytosteryl), dimer dilinoleic acid (phytosteryl/behenyl), dimer dilinoleic acid (phytosteryl/isostearyl/cetyl/stearyl/behenyl), dimer dilinoleyl dimer dilinoleate, dimer dilinoleyl diisostearate, dimer Linoleyl hydrogenated rosin condensate, dimer dilinoleic acid hydrogenated castor oil, dimer acid or dimer diol derivative such as hydroxyalkyl dimer dilinoleyl ether, cetanol, myristyl alcohol, oleyl alcohol, lauryl higher alcohols such as alcohol, cetostearyl alcohol, stearyl alcohol, arachyl alcohol, behenyl alcohol, jojoba alcohol, chimyl alcohol, selachyl alcohol, batyl alcohol, hexyldecanol, isostearyl alcohol, 2-octyldodecanol, dimer diol; aralkyl alcohols and derivatives such as benzyl alcohol, lauric acid, myristic acid, palmitic acid, stearic acid, isostearic acid, behenic acid, undecylenic acid, 12-hydroxystearic acid, palmitoleic acid, oleic acid, linoleic acid, linoleic acid, Higher fatty acids such as erucic acid, docosahexaenoic acid, eicosapentaenoic acid, isohexadecanoic acid, anteisohenicosanoic acid, long-chain branched fatty acids, dimer acid, hydrogenated dimer acid, and their aluminum salts, calcium salts, magnesium salts, zinc Metal soaps such as salts, potassium and sodium salts, and nitrogen-containing derivatives such as amides, coconut oil fatty acid monoethanolamide (cocamide MEA), coconut oil fatty acid diethanolamide (cocamide DEA), lauric acid monoethanolamide (lauramide MEA ), Lauric Acid Diethanolamide (Lauramide DEA), Lauric Acid Monoisopropanolamide (Lauramide MIPA), Palmitic Acid Monoethanolamide (Partamide MEA), Palmitic Acid Diethanolamide (Partamide DEA), Coconut Fatty Acid Methylethanolamide (Cocamide Methyl MEA) Fatty acid alkanolamides such as dimethicone (dimethylpolysiloxane), highly polymerized dimethicone (highly polymerized dimethylpolysiloxane), cyclomethicone (cyclic dimethylsiloxane, decamethylcyclopentasiloxane), phenyl trimethicone, diphenylsiloxyphenyl trimethicone, diphenyl Dimethicone, trimethylsiloxyphenyl dimethicone, trimethylpentaphenyltrisiloxysan, (aminoethylaminopropylmethicone/dimethicone) copolymer, dimethiconol, dimethiconol crosspolymer, silicone resin, silicone rubber, amino-modified silicones such as aminopropyl dimethicone and amodimethicone, cations Modified silicone, polyether-modified silicone such as dimethicone copolyol, polyglycerin-modified silicone, sugar-modified silicone, carboxylic acid-modified silicone, phosphoric acid-modified silicone, sulfuric acid-modified silicone Corn, alkyl-modified silicone, fatty acid-modified silicone, alkyl ether-modified silicone, amino acid-modified silicone, peptide-modified silicone, fluorine-modified silicone, cation-modified and polyether-modified silicone, amino-modified and polyether-modified silicone, alkyl-modified and polyether-modified silicone , amidoalkyl-modified silicones, aminoglycol-modified silicones, aminophenyl-modified silicones, silicones such as polysiloxane/oxyalkylene copolymers, and fluorine-based oils such as perfluorodecane, perfluorooctane, and perfluoropolyethers. be able to. However, in the present invention, the (D) oily component is preferably liquid at room temperature. Therefore, when blending an oily component that is solid at room temperature, it may be combined with an oily component that is liquid at room temperature to form an oily component that is liquid at room temperature. Here, "ordinary temperature" means a so-called general indoor temperature (room temperature), and indicates a temperature range of 20 to 30° C., for example.
また、本発明において、前記(D)油性成分としては、フェニルトリメチコン、ジフェニルシロキシフェニルトリメチコン、ジフェニルジメチコン、トリメチルシロキシフェニルジメチコンおよびトリメチルペンタフェニルトリシロキシサンよりなる群から選ばれる1種または2種以上であることが好ましく、前記(D)油性成分が、ジフェニルシロキシフェニルトリメチコンであることがより好ましい。かかる前記(D)油性成分を用いることで、他の油性成分と比較して、油滴の経時安定性がより向上し、さらに使用後の保湿性もより向上することができる。 In the present invention, the (D) oily component is one or two selected from the group consisting of phenyltrimethicone, diphenylsiloxyphenyltrimethicone, diphenyldimethicone, trimethylsiloxyphenyldimethicone and trimethylpentaphenyltrisiloxysan. The above is preferable, and it is more preferable that the (D) oily component is diphenylsiloxyphenyl trimethicone. By using the (D) oily component, the stability of the oil droplets over time can be further improved, and the moisture retention after use can be further improved as compared with other oily components.
さらにまた、本発明において、前記(E)安定化剤としては、通常の皮膚外用剤に使用でき、本発明の効果を得られるものであれば特に限定されないが、酸化防止剤等があり、例えば、ピロ亜硫酸ナトリウム、亜硫酸ナトリウム、アスコルビン酸、アスコルビルリン酸マグネシウム、アスコルビルリン酸ナトリウム、アスコルビン酸-2-グルコシド、3-O-エチルアスコルビン酸、テトラ2-ヘキシルデカン酸アスコルビル、パルミチン酸アスコルビルリン酸3Na、イソステアリルアスコルビルリン酸2Na、トコフェロール、トコフェロール酢酸エステル、トコフェロールコハク酸エステル、トコフェロール安息香酸エステル、トコフェロールプロピオン酸エステル、トコフェロールソルビン酸エステル、トコフェロールオレイン酸エステル、トコフェロールオロト酸エステル、トコフェロールリノール酸エステル、トコフェロールニコチン酸エステル、2-エチルヘキサン酸エステルおよびアルブチンよりなる群から選ばれる1種または2種以上であることが好ましい。 Furthermore, in the present invention, the stabilizer (E) is not particularly limited as long as it can be used in ordinary external preparations for skin and the effects of the present invention can be obtained. , sodium pyrosulfite, sodium sulfite, ascorbic acid, magnesium ascorbyl phosphate, sodium ascorbyl phosphate, ascorbyl-2-glucoside, 3-O-ethylascorbic acid, ascorbyl tetra-2-hexyldecanoate, trisodium ascorbyl palmitate phosphate, Disodium isostearyl ascorbyl phosphate, tocopherol, tocopherol acetate, tocopherol succinate, tocopherol benzoate, tocopherol propionate, tocopherol sorbate, tocopherol oleate, tocopherol orotate, tocopherol linoleate, tocopherol nicotine It is preferably one or more selected from the group consisting of acid esters, 2-ethylhexanoic acid esters and arbutin.
本発明において、前記(F)水としては、通常、皮膚外用剤に使用できるものであれば限定されず、精製水等を使用することができる。 In the present invention, the water (F) is not particularly limited as long as it can be used for external preparations for skin, and purified water and the like can be used.
また、本発明のハイドロキノン含有皮膚外用剤は、(G)ポリエーテル基およびアルキル基を持つシリコーン系界面活性剤を有することが好ましい。これにより、ハイドロキノンの酸化防止効果がより向上したハイドロキノン含有皮膚外用剤を提供できる。かかる(G)ポリエーテル基およびアルキル基を持つシリコーン系界面活性剤としては、通常の皮膚外用剤に使用でき、本発明の効果を得られるものであれば特に限定されないが、例えば、ラウリルまたはセチルジメチコンコポリオール等であり、特に、セチルPEG/PPG-10/1ジメチコン、ラウリルPEG-9 ポリジメチルシロキシエチルジメチコン等が挙げられ、中でもセチルPEG/PPG-10/1ジメチコンが好ましい。セチルPEG/PPG-10/1ジメチコンとしては、ABIL EM-90(商品名:Evonik Operations GmbH製)、KF-6038(商品名:信越化学工業株式会社)等を挙げることができる。 In addition, the hydroquinone-containing topical preparation for skin of the present invention preferably contains (G) a silicone-based surfactant having a polyether group and an alkyl group. This makes it possible to provide a hydroquinone-containing topical preparation for skin in which the antioxidant effect of hydroquinone is further improved. The (G) silicone surfactant having a polyether group and an alkyl group is not particularly limited as long as it can be used in ordinary external skin preparations and the effects of the present invention can be obtained. Examples include lauryl and cetyl. Dimethicone copolyol and the like, particularly cetyl PEG/PPG-10/1 dimethicone, lauryl PEG-9 polydimethylsiloxyethyl dimethicone and the like, among which cetyl PEG/PPG-10/1 dimethicone is preferred. Examples of cetyl PEG/PPG-10/1 dimethicone include ABIL EM-90 (trade name: manufactured by Evonik Operations GmbH) and KF-6038 (trade name: Shin-Etsu Chemical Co., Ltd.).
さらに、本発明のハイドロキノン含有皮膚外用剤は、前記(B)多価アルコールとして(H)ポリエチレングリコールを有することが好ましい。かかる(H)ポリエチレングリコールとしては、通常の皮膚外用剤に使用でき、本発明の効果を得られるものであれば特に限定されないが、ポリエチレングリコールとしては液状であることが好ましく、固形状のポリエチレングリコールを他の溶媒等に溶解することにより室温で液状を保てれば、使用することができる。そのため、前記(H)ポリエチレングリコールとしては、例えば、マクロゴール200(商品名:三洋化成工業株式会社製)、マクロゴール400(商品名:三洋化成工業株式会社製)を挙げることができるが、マクロゴール1500(商品名:三洋化成工業株式会社製)、マクロゴール4000(商品名:三洋化成工業株式会社製)、マクロゴール6000(商品名:三洋化成工業株式会社製)、マクロゴール20000(商品名:三洋化成工業株式会社製)をマクロゴール200(商品名:三洋化成工業株式会社製)、マクロゴール400(商品名:三洋化成工業株式会社製)等に溶解して室温で液状にして使用することもできる。 Furthermore, the hydroquinone-containing topical preparation for skin of the present invention preferably has (H) polyethylene glycol as the (B) polyhydric alcohol. The polyethylene glycol (H) is not particularly limited as long as it can be used in ordinary skin preparations for external use and the effects of the present invention can be obtained. The polyethylene glycol is preferably liquid, and solid polyethylene glycol. can be used if it can be maintained in a liquid state at room temperature by dissolving it in another solvent or the like. Therefore, examples of (H) polyethylene glycol include Macrogol 200 (trade name: manufactured by Sanyo Chemical Industries, Ltd.) and Macrogol 400 (trade name: manufactured by Sanyo Chemical Industries, Ltd.). Goal 1500 (trade name: manufactured by Sanyo Chemical Industries Co., Ltd.), Macrogol 4000 (trade name: manufactured by Sanyo Chemical Industries Co., Ltd.), Macrogol 6000 (trade name: manufactured by Sanyo Chemical Industries Co., Ltd.), Macrogol 20000 (trade name : manufactured by Sanyo Chemical Industries Co., Ltd.) is dissolved in Macrogol 200 (trade name: manufactured by Sanyo Chemical Industries Co., Ltd.), Macrogol 400 (trade name: manufactured by Sanyo Chemical Industries Co., Ltd.), etc., and used as a liquid at room temperature. can also
また、本発明のハイドロキノン含有皮膚外用剤は、(A)ハイドロキノンを0.1~20質量%と、(B)多価アルコールを5~30質量%と、(C)水膨潤性粘土鉱物を0.1~5質量%と、(D)油性成分を10~60質量%と、(E)安定化剤を0.01~5質量%と、(F)水を10~40質量%と、を有する(含有する)ことが好ましく、さらに、(A)ハイドロキノンを0.5~10質量%と、(B)多価アルコールを20~30質量%と、(C)水膨潤性粘土鉱物を1~2質量%と、(D)油性成分を40~48質量%と、(E)安定化剤を0.1~1質量%と、(F)水を10~38.5質量%と、を有する(含有する)ことがより好ましい。かかる配合量とすることで、ハイドロキノンの酸化防止効果をより向上することができる。 The hydroquinone-containing topical skin preparation of the present invention contains (A) 0.1 to 20% by mass of hydroquinone, (B) 5 to 30% by mass of polyhydric alcohol, and (C) 0 water-swellable clay mineral. .1 to 5% by mass, (D) 10 to 60% by mass of an oily component, (E) 0.01 to 5% by mass of a stabilizer, and (F) 10 to 40% by mass of water. It is preferable to have (contain), furthermore, (A) 0.5 to 10% by mass of hydroquinone, (B) 20 to 30% by mass of polyhydric alcohol, and (C) 1 to 10% of water swelling clay mineral 2% by mass, (D) 40 to 48% by mass of an oily component, (E) 0.1 to 1% by mass of a stabilizer, and (F) 10 to 38.5% by mass of water. (Contains) is more preferable. By setting it as such a compounding quantity, the antioxidant effect of hydroquinone can be improved more.
また、本発明において、前記(G)ポリエーテル基およびアルキル基を持つシリコーン系界面活性剤の配合量としては、0.1~10質量%であることが好ましく、2.5~4.0質量%であることが好ましい。ざらに、前記(H)ポリエチレングリコールの配合量としては、1~20質量%であることが好ましく、20~28質量%であることが好ましい。さらにまた、前記常温25℃で液体の糖アルコールアルキレンオキシド付加重合体の配合量としては、0.1~2質量%であることが好ましく、1~2質量%であることが好ましい。かかる配合量とすることで、ハイドロキノンの酸化防止効果をさらにより向上することができる。 Further, in the present invention, the blending amount of (G) the silicone-based surfactant having a polyether group and an alkyl group is preferably 0.1 to 10% by mass, more preferably 2.5 to 4.0% by mass. %. Furthermore, the content of (H) polyethylene glycol is preferably 1 to 20% by mass, more preferably 20 to 28% by mass. Furthermore, the amount of the sugar alcohol alkylene oxide addition polymer that is liquid at room temperature of 25° C. is preferably 0.1 to 2% by mass, more preferably 1 to 2% by mass. By setting it as such a compounding quantity, the antioxidant effect of hydroquinone can be improved further.
また、本発明のハイドロキノン含有皮膚外用剤の製造方法は、(B)多価アルコール、(C)水膨潤性粘土鉱物および(E)安定化剤を有する(F)水に(A)ハイドロキノンを溶解してハイドロキノン水溶液を作製し、(D)油性成分に前記ハイドロキノン水溶液を混合したことを特徴とするものである。さらに、本発明のハイドロキノン含有皮膚外用剤の製造方法は、(B)多価アルコール、(C)水膨潤性粘土鉱物、(E)安定化剤および(H)ポリエチレングリコールを有する(F)水に(A)ハイドロキノンを溶解してハイドロキノン水溶液を作製し、(D)油性成分に前記ハイドロキノン水溶液を混合したことを特徴とするものである。さらにまた、本発明のハイドロキノン含有皮膚外用剤の製造方法は、(B)多価アルコール、(C)水膨潤性粘土鉱物、(E)安定化剤および(H)ポリエチレングリコールを有する(F)水に(A)ハイドロキノンを溶解してハイドロキノン水溶液を作製し、ポリエーテル基およびアルキル基を持つシリコーン系界面活性剤と(D)油性成分を混合し、(G)ポリエーテル基およびアルキル基を持つシリコーン系界面活性剤を混合した(D)油性成分に前記ハイドロキノン水溶液を混合したことを特徴とするものである。これにより、該ハイドロキノン含有皮膚外用剤の製造方法を提供することができる。 Further, the method for producing a hydroquinone-containing topical skin preparation of the present invention comprises dissolving (A) hydroquinone in (F) water containing (B) a polyhydric alcohol, (C) a water-swelling clay mineral, and (E) a stabilizer. to prepare an aqueous solution of hydroquinone, and (D) the oily component is mixed with the aqueous solution of hydroquinone. Furthermore, the method for producing a hydroquinone-containing topical skin preparation of the present invention comprises: (A) Hydroquinone is dissolved to prepare an aqueous hydroquinone solution, and (D) the oily component is mixed with the aqueous hydroquinone solution. Furthermore, the method for producing the hydroquinone-containing topical skin preparation of the present invention comprises (B) a polyhydric alcohol, (C) a water-swelling clay mineral, (E) a stabilizer and (H) polyethylene glycol (F) water (A) hydroquinone is dissolved to prepare a hydroquinone aqueous solution, a silicone surfactant having a polyether group and an alkyl group is mixed with (D) an oil component, and (G) a silicone having a polyether group and an alkyl group is mixed. It is characterized by mixing the hydroquinone aqueous solution with (D) the oily component mixed with a surfactant. This makes it possible to provide a method for producing the hydroquinone-containing external preparation for skin.
本発明において、皮膚外用剤とは、人間の身体等に使用できるものであり、主として通常の化粧品の分類に属するものであるが、医薬部外品、医薬品等の用途を排除するものではない。さらに、前記皮膚外用剤とは、基礎化粧品、メイクアップ化粧品、頭髪用化粧品等の用途を含むものである。 In the present invention, external skin preparations are those that can be used on the human body, etc., and mainly belong to the classification of ordinary cosmetics, but do not exclude applications such as quasi-drugs and pharmaceuticals. Furthermore, the above-mentioned external preparation for skin includes uses such as basic cosmetics, make-up cosmetics, and hair cosmetics.
さらに、本発明において、本発明の効果が損なわれない範囲で、適宜他の成分等を添加することもできる。質的、量的範囲で上記以外の任意の成分を配合することができ、皮膚外用剤に通常配合される成分、例えば、保湿剤、酸化防止剤、香料、各種ビタミン剤、キレート剤、着色剤、薬効成分、無機塩類、防腐効果を有する成分、植物抽出物など有用性成分等を配合することができる。中でも特にUVAおよびUVBの紫外線吸収剤または紫外線散乱剤を有することが好ましい。これにより、ハイドロキノンの効果をより向上することができる。 Furthermore, in the present invention, other ingredients can be added as appropriate within a range that does not impair the effects of the present invention. Any ingredient other than the above can be blended within a qualitative and quantitative range, and ingredients that are usually blended in external skin preparations, such as moisturizers, antioxidants, fragrances, various vitamins, chelating agents, and colorants. , medicinal ingredients, inorganic salts, ingredients having an antiseptic effect, useful ingredients such as plant extracts, and the like can be blended. Among them, it is particularly preferable to have UV absorbers or UV scattering agents for UVA and UVB. Thereby, the effect of hydroquinone can be further improved.
前記紫外線吸収剤としては、通常の皮膚外用剤に使用できるものであれば特に限定されるものではなく、例えば、パラアミノ安息香酸、パラアミノ安息香酸モノグリセリンエステル、N,N-ジプロポキシパラアミノ安息香酸エチルエステル、N,N-ジエトキシパラアミノ安息香酸エチルエステル、N,N-ジメチルパラアミノ安息香酸エチルエステル、N,N-ジメチルパラアミノ安息香酸ブチルエステル、N,N-ジメチルパラアミノ安息香酸エチルエステル等の安息香酸系紫外線吸収剤、ホモメンチル-N-アセチルアントラニレート等のアントラニル酸系紫外線吸収剤、サリチル酸及びそのナトリウム塩、アミルサリシレート、メンチルサリシレート、ホモメンチルサリシレート、オクチルサリシレート、フェニルサリシレート、ベンジルサリシレート、p-イソプロパノールフェニルサリシレート等のサリチル酸系紫外線吸収剤、オクチルシンナメート、エチル-4-イソプロピルシンナメート、メチル-2,5-ジイソプロピルシンナメート、エチル-2,4-ジイソプロピルシンナメート、メチル-2,4-ジイソプロピルシンナメート、プロピル-p-メトキシシンナメート、イソプロピル-p-メトキシシンナメート、イソアミル-p-メトキシシンナメート、2-エチルヘキシルp-メトキシシンナメート(パラメトキシケイヒ酸オクチル)、2-エトキシエチル-p-メトキシシンナメート(シノキサート)、シクロヘキシル-p-メトキシシンナメート、エチル-α-シアノ-β-フェニルシンナメート、2-エチルヘキシルα-シアノ-β-フェニルシンナメート(オクトクリン)、グリセリルモノ-2-エチルヘキサノイル-ジパラメトキシシンナメート、フェルラ酸及びその誘導体等の桂皮酸系紫外線吸収剤、2,4-ジヒドロキシベンゾフェノン、2,2’-ジヒドロキシ-4-メトキシベンゾフェノン、2,2’-ジヒドロキシ-4,4’-ジメトキシベンゾフェノン、2,2’,4,4’-テトラヒドロキシベンゾフェノン、2-ヒドロキシ-4-メトキシベンゾフェノン(オキシベンゾン-3)、2-ヒドロキシ-4-メトキシ-4’-メチルベンゾフェノン、2-ヒドロキシ-4-メトキシベンゾフェノン-5-スルホン酸塩、4-フェニルベンゾフェノン、2-エチルヘキシル-4’-フェニル-ベンゾフェノン-2-カルボキシレート、2-ヒドロキシ-4-n-オクトキシベンゾフェノン、4-ヒドロキシ-3-カルボキシベンゾフェノン等のベンゾフェノン系紫外線吸収剤、3-(4’-メチルベンジリデン)-d,l-カンファー、3-ベンジリデン-d,l-カンファー;2-フェニル-5-メチルベンゾキサゾール;2,2’-ヒドロキシ-5-メチルフェニルベンゾトリアゾール;2-(2’-ヒドロキシ-5’-t-オクチルフェニル)ベンゾトリアゾール;2-(2’-ヒドロキシ-5’-メチルフェニルベンゾトリアゾール;ジベンザラジン;ジアニソイルメタン;5-(3,3-ジメチル-2-ノルボルニリデン)-3-ペンタン-2-オン;4-t-ブチルメトキシジベンゾイルメタン等のジベンゾイルメタン誘導体、オクチルトリアゾン;ウロカニン酸及びウロカニン酸エチル等のウロカニン酸誘導体、2-(2'-ヒドロキシ-5'-メチルフェニル)ベンゾトリアゾール、1-(3,4-ジメトキシフェニル)-4,4-ジメチル-1,3-ペンタンジオン、ジメトキシベンジリデンジオキソイミダゾリジンプロピオン酸2-エチルヘキシル等のヒダントイン誘導体、フェニルベンズイミダソゾールスルホン酸、テレフタリリデンジカンフルスルホン酸、ドロメトリゾールトリシロキサン、アントラニル酸メチル、ルチン及びその誘導体、オリザノール及びその誘導体等を挙げることができる。 The ultraviolet absorber is not particularly limited as long as it can be used in ordinary external skin preparations. Examples include para-aminobenzoic acid, para-aminobenzoic acid monoglycerol ester, and ethyl N,N-dipropoxy para-aminobenzoate. Benzoic acid such as esters, N,N-diethoxy para-aminobenzoic acid ethyl ester, N,N-dimethyl para-aminobenzoic acid ethyl ester, N,N-dimethyl para-aminobenzoic acid butyl ester, N,N-dimethyl para-aminobenzoic acid ethyl ester UV absorbers, anthranilic acid UV absorbers such as homomenthyl-N-acetylanthranilate, salicylic acid and its sodium salts, amyl salicylate, menthyl salicylate, homomenthyl salicylate, octyl salicylate, phenyl salicylate, benzyl salicylate, p-isopropanol Salicylic acid UV absorbers such as phenyl salicylate, octyl cinnamate, ethyl-4-isopropyl cinnamate, methyl-2,5-diisopropyl cinnamate, ethyl-2,4-diisopropyl cinnamate, methyl-2,4-diisopropyl cinnamate mate, propyl-p-methoxycinnamate, isopropyl-p-methoxycinnamate, isoamyl-p-methoxycinnamate, 2-ethylhexyl p-methoxycinnamate (octyl paramethoxycinnamate), 2-ethoxyethyl-p-methoxy Cinnamate (cinoxate), cyclohexyl-p-methoxycinnamate, ethyl-α-cyano-β-phenylcinnamate, 2-ethylhexyl α-cyano-β-phenylcinnamate (octocrine), glyceryl mono-2-ethylhexanoyl - cinnamic acid UV absorbers such as di-paramethoxycinnamate, ferulic acid and its derivatives, 2,4-dihydroxybenzophenone, 2,2'-dihydroxy-4-methoxybenzophenone, 2,2'-dihydroxy-4,4 '-dimethoxybenzophenone, 2,2',4,4'-tetrahydroxybenzophenone, 2-hydroxy-4-methoxybenzophenone (oxybenzone-3), 2-hydroxy-4-methoxy-4'-methylbenzophenone, 2-hydroxy -4-methoxybenzophenone-5-sulfonate, 4-phenylbenzophenone, 2-ethylhexyl-4'-phenyl-benzophenone-2-carboxylate, 2-hydroxy-4-n-octoxy Benzophenone UV absorbers such as cibenzophenone and 4-hydroxy-3-carboxybenzophenone, 3-(4′-methylbenzylidene)-d,l-camphor, 3-benzylidene-d,l-camphor; 2-phenyl-5 -methylbenzoxazole; 2,2'-hydroxy-5-methylphenylbenzotriazole; 2-(2'-hydroxy-5'-t-octylphenyl)benzotriazole; 2-(2'-hydroxy-5'- Dibenzoylmethane derivatives such as methylphenylbenzotriazole; dibenzalazine; dianisoylmethane; 5-(3,3-dimethyl-2-norbornylidene)-3-pentan-2-one; 4-t-butylmethoxydibenzoylmethane, octyl Triazone; urocanic acid and urocanic acid derivatives such as ethyl urocanate, 2-(2′-hydroxy-5′-methylphenyl)benzotriazole, 1-(3,4-dimethoxyphenyl)-4,4-dimethyl-1 , 3-pentanedione, hydantoin derivatives such as 2-ethylhexyl dimethoxybenzylidenedioxoimidazolidinepropionate, phenylbenzimidasozole sulfonic acid, terephthalylidene dicamphorsulfonic acid, drometrizole trisiloxane, methyl anthranilate, rutin and Its derivatives, oryzanol and its derivatives, and the like can be mentioned.
前記紫外線散乱剤としては、通常の皮膚外用剤に使用できるものであれば特に限定されるものではなく、例えば、酸化チタン、酸化亜鉛等を挙げることができ、前記酸化チタンや前記酸化亜鉛は、表面処理をされていてもよい。かかる表面処理としては、通常の化粧料の粉体に用いられる表面処理であれば限定されないが、例えば、ジメチコン処理、メチコン/ハイドロゲンジメチコン処理、ジメチコン/ハイドロゲンジメチコン処理、トリエトキシカプリリルシラン処理、ジメチコノール・アミノプロピルトリエトキシシラン処理、N-ステアロイル-L-グルタミン酸2Na・水酸化Al処理、パルミトイルプロリン、パルミトイルサルコシンNa・パルミトイルグルタミン酸Mg・パルミチン酸処理、セバシン酸イソステアリル・ステアロイルグルタミン酸2Na・水酸化Al処理、ジミリスチン酸Al処理、水添レシチン・トリミリスチン酸・水酸化Al処理、アルギン酸Na処理等を挙げることができる。特に、前記粉体を疎水化処理することが好ましい。 The ultraviolet scattering agent is not particularly limited as long as it can be used in ordinary skin preparations for external use. Examples thereof include titanium oxide and zinc oxide. It may be surface treated. Such a surface treatment is not limited as long as it is a surface treatment that is commonly used for cosmetic powders. Examples include dimethicone treatment, methicone/hydrogen dimethicone treatment, dimethicone/hydrogen dimethicone treatment, triethoxycaprylylsilane treatment, and dimethiconol.・Aminopropyltriethoxysilane treatment, N-stearoyl-L-glutamic acid disodium・hydroxide Al treatment, palmitoyl proline, palmitoyl sarcosine Na・palmitoyl glutamate Mg・palmitic acid treatment, isostearyl sebacate・stearoyl glutamic acid disodium・hydroxide Al treatment , aluminum dimyristate treatment, hydrogenated lecithin/trimyristate/aluminum hydroxide treatment, sodium alginate treatment, and the like. In particular, it is preferable to subject the powder to hydrophobic treatment.
また、抽出液成分として、例えば、カミツレエキス、パセリエキス、スイカズラエキス、コメエキス、コメヌカエキス、ホップエキス、オウバクエキス、ヨクイニンエキス、センブリエキス、メリロートエキス、バーチエキス、カンゾウエキス、シャクヤクエキス、サボンソウエキス、ヘチマエキス、トウガラシエキス、レモンエキス、ゲンチアナエキス、シソエキス、アロエエキス、ローズマリーエキス、セージエキス、タイムエキス、ユーカリエキス、茶エキス、海藻エキス、キューカンバーエキス、チョウジエキス、ニンジンエキス、マロニエエキス、ハマメリスエキス、クワエキス、チンピエキス、ピーカンナッツエキス、グレープフルーツエキス、シークワーサーエキス、パッションフルーツエキス、ビワエキス、ブドウエキス、ローズフルーツエキス、クララエキス、ペパーミントエキス、キウイエキス、ビルベリー、セイヨウオオバコ種子エキス、ヒメフウロエキス、プラセンタエキス等の各種抽出成分が挙げられる。 In addition, as extract components, for example, chamomile extract, parsley extract, honeysuckle extract, rice extract, rice bran extract, hop extract, Phellodendron bark extract, coix seed extract, assembly extract, melilot extract, birch extract, licorice extract, peony extract, soapwort extract, Loofah Extract, Capsicum Extract, Lemon Extract, Gentian Extract, Perilla Extract, Aloe Extract, Rosemary Extract, Sage Extract, Thyme Extract, Eucalyptus Extract, Tea Extract, Seaweed Extract, Cucumber Extract, Clove Extract, Carrot Extract, Horse Chestnut Extract, Hamamelis Extract , Mulberry extract, Chimp extract, Pecan nut extract, Grapefruit extract, Shikuwasa extract, Passion fruit extract, Loquat extract, Grape extract, Rose fruit extract, Clara extract, Peppermint extract, Kiwi extract, Bilberry, Plantain seed extract, Himefuuro extract, Placenta extract, etc. Various extracted components of
さらに、保湿成分として、例えば、キシリトール、ソルビトール、マルチトール、コンドロイチン硫酸ナトリウム、エラスチン、グルコサミン、ヒアルロン酸、シクロデキストリン、コラーゲン、胆汁酸塩等が挙げられる。 Furthermore, examples of moisturizing ingredients include xylitol, sorbitol, maltitol, sodium chondroitin sulfate, elastin, glucosamine, hyaluronic acid, cyclodextrin, collagen, and bile salts.
さらにまた、薬効成分として、例えば、ビタミンA、ビタミンB、ビタミンC、ビタミンD、ビタミンEなどのビタミン類およびそれらの誘導体、グリチルリチン酸及びの誘導体、グリチルレチン酸及びの誘導体、尿素などの各種塩、クレアチニン、CoQ10、アスタキサンチン、ポリフェノール、セラミド等の成分が挙げられる。 Furthermore, as medicinal ingredients, for example, vitamins such as vitamin A, vitamin B, vitamin C, vitamin D, vitamin E and derivatives thereof, glycyrrhizic acid and derivatives, glycyrrhizic acid and derivatives, various salts such as urea, Components such as creatinine, CoQ10, astaxanthin, polyphenols, and ceramides are included.
また、本発明において、皮膚外用剤の製造方法としては、通常の皮膚外用剤の製造方法で製造することができ、油相成分と水相成分を加熱して製造する方法やD相乳化法などを用いることができる。 In the present invention, the external preparation for skin can be produced by a conventional method for producing an external preparation for skin, such as a method of heating an oil phase component and an aqueous phase component, a D-phase emulsification method, or the like. can be used.
以下、本発明について、実施例を用いてさらに詳細に説明するが、本発明はこれらの実施例に限定されるものではない。また、以下、処方中の数値は質量%を示す。 EXAMPLES The present invention will be described in more detail below using examples, but the present invention is not limited to these examples. Further, the numerical values in the formulations below indicate % by mass.
(実施例1~5、比較例1および2)
下記表1および2記載の処方に従って、実施例1~5、比較例1および2の皮膚外用剤を作製した。また、下記評価方法で皮膚外用剤中のハイドロキノンの安定性について評価し、結果を表1および表2に併記した。
(Examples 1 to 5, Comparative Examples 1 and 2)
External preparations for skin of Examples 1 to 5 and Comparative Examples 1 and 2 were prepared according to the formulations shown in Tables 1 and 2 below. In addition, the stability of hydroquinone in the external preparation for skin was evaluated by the following evaluation method, and the results are shown in Tables 1 and 2.
(評価方法)
作製した皮膚外用剤について、作製当日と作製後表1および表2記載の期間経過後(経日)の外観を目視で評価した。また、作製後表1および表2記載の期間経過後(経日)の色調を目視で評価した。
(Evaluation method)
The appearance of the prepared external preparations for skin was visually evaluated on the day of preparation and after the period (days) shown in Tables 1 and 2 after preparation. In addition, the color tone was visually evaluated after the period (days) shown in Tables 1 and 2 after production.
図1は、表1記載の期間経過後(経日)の実施例1の皮膚外用剤の写真であり、図2は、表1記載の期間経過後(経日)の比較例1の皮膚外用剤の写真であり、図3は、表1記載の期間経過後(経日)の比較例2の皮膚外用剤の写真である。図1、表1および表2に示すように、実施例1~5の皮膚外用剤は、ハイドロキノンが酸化されず安定であった。一方、図2~図3および表1に示すように、比較例1および比較例2の皮膚外用剤は、ハイドロキノンが酸化され、外観および色調が悪化した。 FIG. 1 is a photograph of the external skin preparation of Example 1 after the period of time shown in Table 1 (days), and FIG. 2 is a photograph of the external skin preparation of Comparative Example 1 after the period of time shown in Table 1 (days). FIG. 3 is a photograph of the external preparation for skin of Comparative Example 2 after the period of time shown in Table 1 has elapsed (days). As shown in FIG. 1, Tables 1 and 2, the external preparations for skin of Examples 1 to 5 were stable without oxidation of hydroquinone. On the other hand, as shown in FIGS. 2 to 3 and Table 1, in the external preparations for skin of Comparative Examples 1 and 2, hydroquinone was oxidized and the appearance and color tone deteriorated.
Claims (6)
(B)多価アルコールと、
(C)水膨潤性粘土鉱物と、
(D)油性成分と、
(E)安定化剤と、
(F)水と、を有することを特徴とするハイドロキノン含有皮膚外用剤。 (A) hydroquinone;
(B) a polyhydric alcohol;
(C) a water-swelling clay mineral;
(D) an oily component;
(E) a stabilizer;
(F) A hydroquinone-containing external preparation for skin, characterized by comprising water.
油性成分に前記ハイドロキノン水溶液を混合したことを特徴とするハイドロキノン含有皮膚外用剤の製造方法。 dissolving hydroquinone in water containing a polyhydric alcohol, a water-swelling clay mineral and a stabilizer to prepare an aqueous hydroquinone solution;
A method for producing a hydroquinone-containing topical preparation for skin, characterized by mixing the hydroquinone aqueous solution with an oily component.
油性成分に前記ハイドロキノン水溶液を混合したことを特徴とするハイドロキノン含有皮膚外用剤の製造方法。 dissolving hydroquinone in water containing a polyhydric alcohol, a water-swelling clay mineral, a stabilizer and polyethylene glycol to prepare an aqueous hydroquinone solution;
A method for producing a hydroquinone-containing topical preparation for skin, characterized by mixing the hydroquinone aqueous solution with an oily component.
ポリエーテル基およびアルキル基を持つシリコーン系界面活性剤と油性成分を混合し、
ポリエーテル基およびアルキル基を持つシリコーン系界面活性剤を混合した油性成分に前記ハイドロキノン水溶液を混合したことを特徴とするハイドロキノン含有皮膚外用剤の製造方法。
dissolving hydroquinone in water containing a polyhydric alcohol, a water-swelling clay mineral, a stabilizer and polyethylene glycol to prepare an aqueous hydroquinone solution;
A silicone-based surfactant having a polyether group and an alkyl group is mixed with an oily component,
A method for producing a hydroquinone-containing topical preparation for skin, comprising mixing an oily component obtained by mixing a silicone surfactant having a polyether group and an alkyl group with the hydroquinone aqueous solution.
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