JP2020132633A - Cosmetic composition and method for suppressing crystallization of easily crystallizable water-soluble active ingredient in cosmetic composition - Google Patents
Cosmetic composition and method for suppressing crystallization of easily crystallizable water-soluble active ingredient in cosmetic composition Download PDFInfo
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- JP2020132633A JP2020132633A JP2020020047A JP2020020047A JP2020132633A JP 2020132633 A JP2020132633 A JP 2020132633A JP 2020020047 A JP2020020047 A JP 2020020047A JP 2020020047 A JP2020020047 A JP 2020020047A JP 2020132633 A JP2020132633 A JP 2020132633A
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- cosmetic composition
- mass
- active ingredient
- soluble active
- water
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- 238000002425 crystallisation Methods 0.000 title claims abstract description 23
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- 238000001195 ultra high performance liquid chromatography Methods 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 235000019155 vitamin A Nutrition 0.000 description 1
- 239000011719 vitamin A Substances 0.000 description 1
- 235000019154 vitamin C Nutrition 0.000 description 1
- 239000011718 vitamin C Substances 0.000 description 1
- 235000019165 vitamin E Nutrition 0.000 description 1
- 229940046009 vitamin E Drugs 0.000 description 1
- 239000011709 vitamin E Substances 0.000 description 1
- 229940045997 vitamin a Drugs 0.000 description 1
- 229940011671 vitamin b6 Drugs 0.000 description 1
- 239000000230 xanthan gum Substances 0.000 description 1
- 229920001285 xanthan gum Polymers 0.000 description 1
- 235000010493 xanthan gum Nutrition 0.000 description 1
- 229940082509 xanthan gum Drugs 0.000 description 1
- 239000000811 xylitol Substances 0.000 description 1
- 235000010447 xylitol Nutrition 0.000 description 1
- HEBKCHPVOIAQTA-SCDXWVJYSA-N xylitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)CO HEBKCHPVOIAQTA-SCDXWVJYSA-N 0.000 description 1
- 229960002675 xylitol Drugs 0.000 description 1
Landscapes
- Cosmetics (AREA)
Abstract
Description
本発明は、皮膚に対して機能性を示す易晶出性水溶性有効成分を含有する化粧用組成物、及びそのような化粧用組成物に含まれる易晶出性水溶性有効成分の晶出抑制方法に関する。 The present invention comprises a cosmetic composition containing an easily crystallizing water-soluble active ingredient exhibiting functionality on the skin, and crystallization of the easily crystallizing water-soluble active ingredient contained in such a cosmetic composition. Regarding the suppression method.
皮膚に対して機能性を示す成分が知られており、例えば、ビタミンＣ又はその誘導体、ビタミンＥ又はその誘導体、ビタミンＡ又はその誘導体、グリチルリチン酸又はその誘導体、トラネキサム酸又はその誘導体、あるいは種々の保湿剤、美白剤、抗炎症剤、抗にきび剤、抗しわ剤、抗酸化剤などが挙げられる。従来、これらを医薬部外品や化粧品に配合して皮膚に作用させることが行われている（非特許文献１）。しかしながら、これらの機能性成分のなかには、製剤中で結晶化等により晶出し易い性質のものもあり、製品の品質の安定性の問題が生じていた。 Ingredients that exhibit functionality on the skin are known, for example, vitamin C or its derivatives, vitamin E or its derivatives, vitamin A or its derivatives, glycyrrhizic acid or its derivatives, tranexamic acid or its derivatives, or various. Moisturizers, whitening agents, anti-inflammatory agents, anti-acne agents, anti-wrinkle agents, antioxidants and the like can be mentioned. Conventionally, these have been blended with quasi-drugs and cosmetics to act on the skin (Non-Patent Document 1). However, some of these functional components have a property of being easily crystallized by crystallization or the like in the preparation, which causes a problem of stability of product quality.
一方、油相に水相が分散してなるＷ／Ｏ型乳化状の組成物であって、油相からなる連続相に比して水相からなる分散相の割合が所定値以上である、いわゆる高内相Ｗ／Ｏ型乳化組成物が知られている（特許文献１参照）。一般に、高内相Ｗ／Ｏ型乳化組成物のメリットとしては、化粧用等として、さっぱりとした使用感と高い保湿効果の両立が得られる点が挙げられる。ただし、乳化状態を維持するのが難しく、経時安定性が低いことがそのデメリットとして挙げられる。 On the other hand, it is a W / O type emulsified composition in which the aqueous phase is dispersed in the oil phase, and the ratio of the dispersed phase composed of the aqueous phase is equal to or more than a predetermined value as compared with the continuous phase composed of the oil phase. A so-called high internal phase W / O type emulsified composition is known (see Patent Document 1). In general, the merit of the high internal phase W / O type emulsified composition is that, for cosmetics and the like, both a refreshing feeling of use and a high moisturizing effect can be obtained. However, its disadvantages are that it is difficult to maintain an emulsified state and its stability over time is low.
本発明の目的は、皮膚に対して機能性を示す易晶出性水溶性有効成分を、化粧用組成物中に安定に含有させる技術を提供することにある。 An object of the present invention is to provide a technique for stably incorporating an easily crystallizing water-soluble active ingredient exhibiting functionality on the skin in a cosmetic composition.
本発明者らは、上記目的を達成するため鋭意研究し、Ｗ／Ｏ型の乳化組成物、特に高内相Ｗ／Ｏ型乳化組成物によって、易晶出性水溶性有効成分の晶出を抑制することができることを見出し、本発明を完成するに至った。 The present inventors have studied diligently to achieve the above object, and have crystallization of an easily crystallized water-soluble active ingredient by using a W / O type emulsification composition, particularly a high internal phase W / O type emulsification composition. We have found that it can be suppressed, and have completed the present invention.
すなわち、本発明の第１は、（Ａ）乳化剤と、（Ｂ）油と 、（Ｃ）水と、（Ｄ）易晶出性水溶性有効成分とを含み、水相の占める割合が７０質量％以上の高内相Ｗ／Ｏ型乳化組成物であることを特徴とする化粧用組成物を提供するものである。 That is, the first of the present invention contains (A) emulsifier, (B) oil, (C) water, and (D) easily crystallizing water-soluble active ingredient, and the ratio of the aqueous phase is 70% by mass. Provided is a cosmetic composition characterized by being a high internal phase W / O type emulsified composition of% or more.
上記化粧用組成物によれば、水相の占める割合が７０質量％以上の高内相Ｗ／Ｏ型乳化組成物を用いるので、易晶出性水溶性有効成分を含む場合も、その晶出を抑えて製剤的な安定性が良好である。よって、例えば、さっぱりとした使用感と高い保湿効果の両立を企図した化粧料の形態であって、なお且つ、製品の品質の安定性にも優れた化粧用組成物を提供することができる。 According to the above cosmetic composition, since a high internal phase W / O type emulsified composition in which the aqueous phase accounts for 70% by mass or more is used, even if it contains an easily crystallizing water-soluble active ingredient, its crystallization occurs. The formulation stability is good. Therefore, for example, it is possible to provide a cosmetic composition which is in the form of a cosmetic intended to achieve both a refreshing feeling of use and a high moisturizing effect, and which is also excellent in the stability of product quality.
上記化粧用組成物においては、前記（Ｄ）易晶出性水溶性有効成分は、ビタミンＣ誘導体を含むことが好ましい。 In the above cosmetic composition, the (D) easily crystallizing water-soluble active ingredient preferably contains a vitamin C derivative.
上記化粧用組成物においては、前記ビタミンＣ誘導体は、リン酸アスコルビルマグネシウム、リン酸アスコルビルナトリウム、パルミチン酸アスコルビルリン酸３ナトリウム、イソステアリルアスコルビル２ナトリウムからなる群から選ばれた１種又は２種以上を含むことが好ましい。 In the above cosmetic composition, the vitamin C derivative is one or more selected from the group consisting of ascorbyl magnesium phosphate, sodium ascorbyl phosphate, trisodium ascorbyl palmitate, and disodium isostearyl ascorbyl. Is preferably included.
上記化粧用組成物においては、前記化粧用組成物中の前記（Ｄ）易晶出性水溶性有効成分の含有量が、該易晶出性水溶性有効成分の乾燥固形分換算にして０．２質量％以上１０．０質量％以下であることが好ましい。 In the cosmetic composition, the content of the (D) easily crystallizing water-soluble active ingredient in the cosmetic composition is 0, in terms of the dry solid content of the easily crystallizing water-soluble active ingredient. It is preferably 2% by mass or more and 10.0% by mass or less.
上記化粧用組成物においては、更に油ゲル化剤を含むことが好ましい。 The cosmetic composition preferably further contains an oil gelling agent.
上記化粧用組成物においては、更に微生物発酵産物を含むことが好ましい。 The cosmetic composition preferably further contains a microbial fermentation product.
上記化粧用組成物においては、水相の占める割合が７５質量％以上８５質量％以下であることが好ましい。 In the above cosmetic composition, the proportion of the aqueous phase is preferably 75% by mass or more and 85% by mass or less.
一方、本発明の第２は、易晶出性水溶性有効成分を、水相の占める割合が７０質量％以上の高内相Ｗ／Ｏ型乳化組成物からなる化粧用組成物の該水相に含有せしめることを特徴とする化粧用組成物中の易晶出性水溶性有効成分の晶出抑制方法を提供するものである。 On the other hand, the second aspect of the present invention is the aqueous phase of a cosmetic composition comprising a highly internal phase W / O type emulsified composition in which the easily crystallizing water-soluble active ingredient is contained in the aqueous phase in an amount of 70% by mass or more. Provided is a method for suppressing crystallization of an easily crystallizing water-soluble active ingredient in a cosmetic composition, which is characterized by being contained in.
上記方法によれば、水相の占める割合が７０質量％以上の高内相Ｗ／Ｏ型乳化組成物を用いるので、易晶出性水溶性有効成分を含む場合も、その晶出を抑えて製剤的な安定性が良好である。よって、例えば、さっぱりとした使用感と高い保湿効果の両立を企図した化粧料の形態であって、なお且つ、製品の品質の安定性にも優れた化粧用組成物を提供することができる。 According to the above method, since the high internal phase W / O type emulsified composition in which the aqueous phase occupies 70% by mass or more is used, the crystallization is suppressed even when the easily crystallization water-soluble active ingredient is contained. Good pharmaceutical stability. Therefore, for example, it is possible to provide a cosmetic composition which is in the form of a cosmetic intended to achieve both a refreshing feeling of use and a high moisturizing effect, and which is also excellent in the stability of product quality.
上記方法においては、前記易晶出性水溶性有効成分は、ビタミンＣ誘導体を含むことが好ましい。 In the above method, the easily crystallizing water-soluble active ingredient preferably contains a vitamin C derivative.
上記方法においては、前記ビタミンＣ誘導体は、リン酸アスコルビルマグネシウム、リン酸アスコルビルナトリウム、パルミチン酸アスコルビルリン酸３ナトリウム、イソステアリルアスコルビル２ナトリウムからなる群から選ばれた１種又は２種以上を含むことが好ましい。 In the above method, the vitamin C derivative contains one or more selected from the group consisting of ascorbyl magnesium phosphate, sodium ascorbyl phosphate, ascorbyl palmitate trisodium, and isostearyl ascorbyl disodium. Is preferable.
上記方法においては、前記化粧用組成物中の前記易晶出性水溶性有効成分の含有量が、該易晶出性水溶性有効成分の乾燥固形分換算にして０．２質量％以上１０．０質量％以下であることが好ましい。 In the above method, the content of the easily crystallizing water-soluble active ingredient in the cosmetic composition is 0.2% by mass or more in terms of the dry solid content of the easily crystallizing water-soluble active ingredient. It is preferably 0% by mass or less.
上記方法においては、前記化粧用組成物は、更に油ゲル化剤を含むことが好ましい。 In the above method, it is preferable that the cosmetic composition further contains an oil gelling agent.
上記方法においては、前記化粧用組成物は、更に微生物発酵産物を含むことが好ましい。 In the above method, the cosmetic composition preferably further contains a microbial fermentation product.
上記方法においては、前記化粧用組成物は、水相の占める割合が７５質量％以上８５質量％以下であることが好ましい。 In the above method, the cosmetic composition preferably has an aqueous phase of 75% by mass or more and 85% by mass or less.
本発明によれば、水相の占める割合が７０質量％以上の高内相Ｗ／Ｏ型乳化組成物を用いるので、易晶出性水溶性有効成分を含む場合も、その晶出を抑えて製剤的な安定性が良好である。よって、例えば、さっぱりとした使用感と高い保湿効果の両立を企図した化粧料の形態であって、なお且つ、製品の品質の安定性にも優れた化粧用組成物を提供することができる。 According to the present invention, since the high internal phase W / O type emulsified composition in which the aqueous phase occupies 70% by mass or more is used, the crystallization is suppressed even when the easily crystallization water-soluble active ingredient is contained. Good pharmaceutical stability. Therefore, for example, it is possible to provide a cosmetic composition which is in the form of a cosmetic intended to achieve both a refreshing feeling of use and a high moisturizing effect, and which is also excellent in the stability of product quality.
本発明は、皮膚に作用させることを企図した有効成分の製剤的な安定性の向上のために、特定の性状を備えた乳化組成物を用いる技術に関するものであり、より詳細には、高内相Ｗ／Ｏ型乳化組成物に易晶出性水溶性有効成分を含有せしめてなる化粧用組成物に関するものである。ここで、本明細書において「易晶出性水溶性有効成分」とは、皮膚に対して何等か任意に機能性を示す成分のなかで易晶出性且つ水溶性の性質を示すものを指す。「水溶性」とは、高内相Ｗ／Ｏ型乳化組成物の水相からなる分散相に溶解もしくは分散して、有効量で存在し得る性質を有する成分であることを意味する。また、「易晶出性」とは、水等の水性溶媒に溶解もしくは分散させたときに結晶等が生じやすい性質を有する成分であることを意味する。「易晶出性」について、より具体的には、精製水に溶解もしくは分散させ、所定条件下に保管したとき、より典型的には４０℃で３ヵ月間保管したとき、もしくは、５℃で３ヵ月間保管したとき、結晶等の形成により成分のうちの少なくとも一部が固形状となるものが観察される性質を有する成分であることを意味する。 The present invention relates to a technique for using an emulsified composition having specific properties in order to improve the pharmaceutical stability of an active ingredient intended to act on the skin, and more specifically, Takauchi. The present invention relates to a cosmetic composition obtained by incorporating an easily crystallizing water-soluble active ingredient into a phase W / O type emulsified composition. Here, the term "easily crystallizing water-soluble active ingredient" as used herein refers to an ingredient exhibiting easily crystallizing and water-soluble properties among the components exhibiting some arbitrary functionality with respect to the skin. .. "Water-soluble" means a component having a property of being dissolved or dispersed in a dispersed phase composed of an aqueous phase of a highly internal phase W / O type emulsified composition and being present in an effective amount. Further, "easy crystallization" means a component having a property of easily forming crystals or the like when dissolved or dispersed in an aqueous solvent such as water. Regarding "easy crystallization", more specifically, when dissolved or dispersed in purified water and stored under predetermined conditions, more typically when stored at 40 ° C. for 3 months, or at 5 ° C. This means that when stored for 3 months, at least a part of the components becomes solid due to the formation of crystals or the like, which has the property of being observed.
本発明においては、化粧用組成物として、高内相Ｗ／Ｏ型乳化組成物を用いる。すなわち、後述の実施例に示されるように、易晶出性水溶性有効成分を高内相Ｗ／Ｏ型乳化組成物に含有せしめると、晶出が抑制されて、その製剤的な安定性は、他の乳化状の形態の組成物や水性組成物の場合よりも向上する。高内相Ｗ／Ｏ型乳化組成物の水相の占める割合としては、典型的には７０質量％以上９９質量％以下であり、より典型的には７４質量％以上９５質量％以下であり、更により典型的には７４質量％以上９０質量％以下である。水相からなる分散相の占める割合が上記範囲未満であると、例えば、さっぱりとした使用感や高い保湿効果等、高内相Ｗ／Ｏ型乳化組成物に特徴的な性質が得られなくなる場合があるので好ましくない。ただし、高内相Ｗ／Ｏ型乳化組成物の水相の占める割合は、７５質量％以上８５質量％以下であることが更により好ましい。水相の割合が７５質量％未満であると、易晶出性水溶性有効成分の晶出を抑制する効果に乏しくなる傾向があり、ひいてはその製剤的な安定性の向上の効果に乏しくなる傾向がある。また、水相の割合が８５質量％を超えると、乳化組成物の乳化状態の安定性自体に問題が生じる場合がある。 In the present invention, a high internal phase W / O type emulsified composition is used as the cosmetic composition. That is, as shown in Examples described later, when the easily crystallizing water-soluble active ingredient is contained in the high internal phase W / O type emulsified composition, crystallization is suppressed and the pharmaceutical stability thereof is increased. , Improved over other emulsified forms of compositions and aqueous compositions. The proportion of the aqueous phase of the high internal phase W / O type emulsified composition is typically 70% by mass or more and 99% by mass or less, and more typically 74% by mass or more and 95% by mass or less. Even more typically, it is 74% by mass or more and 90% by mass or less. If the proportion of the dispersed phase composed of the aqueous phase is less than the above range, for example, the characteristics characteristic of the high internal phase W / O type emulsified composition such as a refreshing feeling of use and a high moisturizing effect cannot be obtained. It is not preferable because there is. However, the proportion of the aqueous phase of the high internal phase W / O type emulsified composition is even more preferably 75% by mass or more and 85% by mass or less. When the proportion of the aqueous phase is less than 75% by mass, the effect of suppressing the crystallization of the easily crystallizing water-soluble active ingredient tends to be poor, and the effect of improving the stability of the preparation tends to be poor. There is. On the other hand, if the proportion of the aqueous phase exceeds 85% by mass, there may be a problem in the stability of the emulsified state of the emulsified composition itself.
ここで、一般に乳化組成物の乳化状態として、油相中に水相が分散してなるＷ／Ｏ型の乳化状態を形成しているかどうかは、当業者に周知の方法により、例えば、試験管に入れた水に乳化物を滴下し、分散しなければＷ／Ｏ型の乳化状態であると判定することができる（希釈法）。また、例えば、乳化物にテスターの電極部分を接触させ電気伝導度を測定することによりＷ／Ｏ型の乳化状態であることを確認することができる（電気伝導度法）。更に、例えば、水溶性または油溶性色素を添加し、顕微鏡像によりＷ／Ｏ型の乳化状態であることを確認することができる（色素法）。 Here, in general, whether or not the emulsified state of the emulsified composition forms a W / O type emulsified state in which the aqueous phase is dispersed in the oil phase is determined by a method well known to those skilled in the art, for example, a test tube. If the emulsion is added dropwise to the water contained in the water and is not dispersed, it can be determined that the product is in a W / O type emulsified state (dilution method). Further, for example, it can be confirmed that the emulsion is in a W / O type emulsified state by bringing the electrode portion of the tester into contact with the emulsion and measuring the electric conductivity (electrical conductivity method). Further, for example, a water-soluble or oil-soluble dye can be added, and the W / O type emulsified state can be confirmed by a microscope image (dye method).
本発明で用いられる易晶出性水溶性有効成分（Ｄ）としては、従来から皮膚に適用されている成分であってもよく、あるいは新規な成分であってもよく、特に制限されるものではない。従来から皮膚に適用されているものとしては、例えば、リン酸アスコルビルマグネシウム、リン酸アスコルビルナトリウム、パルミチン酸アスコルビルリン酸３ナトリウム、イソステアリルアスコルビル２ナトリウム等のビタミンＣ誘導体、フェルラ酸、フェルラ酸アルギニン等のケイ皮酸誘導体、ピリドキシン環状リン酸、アデノシンリン酸、アデノシン3リン酸等のリン酸化合物、アスタキサンチン、アントシアニン、イソフラボン等のポリフェノール、カフェインなどが挙げられる。これらは、１種類のものを単独で用いてもよく、２種類以上が併用されてもよい。 The easily crystallizing water-soluble active ingredient (D) used in the present invention may be a component conventionally applied to the skin or a novel component, and is not particularly limited. Absent. As those conventionally applied to the skin, for example, vitamin C derivatives such as ascorbyl magnesium phosphate, ascorbyl sodium phosphate, ascorbyl palmitate trisodium, ascorbyl ascorbyl disodium disodium, ferulic acid, arginine ferulate and the like. Examples thereof include phosphoric acid derivatives such as pyridoxin cyclic phosphoric acid, adenosine phosphoric acid, and phosphoric acid compounds such as adenosine triphosphate, polyphenols such as astaxanthin, anthocyanin, and isoflavone, and caffeine. These may be used alone or in combination of two or more.
以下には、本発明に係る化粧用組成物について、更に詳細に説明する。ただし、本発明に係る化粧用組成物は、上記したように水相の占める割合が７０質量％以上の高内相Ｗ／Ｏ型乳化組成物の性状を備え、易晶出性水溶性有効成分を含有せしめてなるものであればよく、以下に説明する好ましい態様は、本発明の範囲をなんら制限するものではない。 The cosmetic composition according to the present invention will be described in more detail below. However, as described above, the cosmetic composition according to the present invention has the properties of a high internal phase W / O type emulsified composition in which the aqueous phase accounts for 70% by mass or more, and is an easily crystallized water-soluble active ingredient. The preferred embodiment described below does not limit the scope of the present invention in any way.
本発明に係る化粧用組成物は、その好ましい態様においては、成分（Ａ）として乳化剤を、成分（Ｂ）として油を、成分（Ｃ）として水を、成分（Ｄ）として易晶出性水溶性有効成分を含む。 In a preferred embodiment of the cosmetic composition according to the present invention, an emulsifier is used as the component (A), oil is used as the component (B), water is used as the component (C), and easily crystallized water-soluble is used as the component (D). Contains sexual active ingredients.
成分（Ａ）の乳化剤としては、一般に化粧料等に使用可能な乳化剤を適宜選択して使用すればよいが、特にエステルを構成する脂肪酸が不飽和である親油性の界面活性剤が好ましい。例えば不飽和脂肪酸としてオレイン酸、エルカ酸、リノール酸、リシノレイン酸などが挙げられ、界面活性剤の親水部分としては、ショ糖、グリセリン、ソルビタン、オキシエチレンなどが挙げられる。なかでも、オレイン酸スクロースやエルカ酸スクロースを用いるのが好ましい。また、使用感、安定性および乳化組成物の粘性の観点より、エステルを構成する脂肪酸が飽和脂肪酸であるパルミチン酸やステアリン酸である界面活性剤を併用してもよい。なかでもパルミチン酸スクロース、ステアリン酸スクロースを用いるのが好ましい。また、使用感の観点から、ポリグリセリン脂肪酸エステル、特に縮合リシノレイン酸ペンタグリセリンを用いることが好ましい。なお、乳化剤とは、水と油を乳化させる機能性を有する物質一般を指し、例えば、界面活性剤と称される場合であっても、そのような機能性を有する限り、乳化剤として使用可能である。 As the emulsifier of the component (A), an emulsifier that can be generally used for cosmetics and the like may be appropriately selected and used, but a lipophilic surfactant in which the fatty acid constituting the ester is unsaturated is particularly preferable. For example, unsaturated fatty acids include oleic acid, erucic acid, linoleic acid, ricinoleic acid, and the like, and examples of the hydrophilic portion of the surfactant include sucrose, glycerin, sorbitan, and oxyethylene. Of these, sucrose oleate and sucrose erucate are preferably used. Further, from the viewpoint of usability, stability and viscosity of the emulsified composition, a surfactant in which the fatty acid constituting the ester is a saturated fatty acid palmitic acid or stearic acid may be used in combination. Of these, sucrose palmitate and sucrose stearate are preferably used. Further, from the viewpoint of usability, it is preferable to use a polyglycerin fatty acid ester, particularly condensed pentaglycerin ricinoleate. The emulsifier generally refers to a substance having a function of emulsifying water and oil. For example, even if it is called a surfactant, it can be used as an emulsifier as long as it has such a function. is there.
成分（Ａ）は、乳化剤として、１種類のものを単独で用いてもよく、２種類以上を併用してもよい。 As the component (A), one type of emulsifier may be used alone, or two or more types may be used in combination.
成分（Ａ）の含有量としては、成分（Ｂ）〜（Ｄ）の配合量や他の原料の配合量との関係もあり、また、用いる乳化剤の種類によっても一概ではないが、典型的には、例えば、組成物全量中に０．１質量％以上３０質量％以下であることが好ましく、０．５質量％以上５．０質量％以下であることがより好ましい。上記範囲を外れると、安定な乳化組成物を形成し難くなる場合がある。 The content of the component (A) is typically related to the blending amounts of the components (B) to (D) and the blending amounts of other raw materials, and is not unconditional depending on the type of emulsifier used. Is preferably 0.1% by mass or more and 30% by mass or less, and more preferably 0.5% by mass or more and 5.0% by mass or less in the total amount of the composition. If it is out of the above range, it may be difficult to form a stable emulsified composition.
成分（Ｂ）の油としては、一般に化粧料等に使用可能な油を適宜選択して使用すればよく、特に制限はないが、例えば、高内相Ｗ／Ｏ型乳化組成物を調製する観点からは、その調製温度（例えば８０℃）で液体状となる油を用いることが好ましい。また、低粘で肌に塗布しやすい乳化液体状の化粧料とする観点からは、常温（２５℃）で液体状となる油を用いることが好ましい。 As the oil of the component (B), generally, an oil that can be used for cosmetics or the like may be appropriately selected and used, and there is no particular limitation, but for example, from the viewpoint of preparing a high internal phase W / O type emulsified composition. Therefore, it is preferable to use an oil that becomes liquid at the preparation temperature (for example, 80 ° C.). Further, from the viewpoint of making an emulsified liquid cosmetic that has low viscosity and is easy to apply to the skin, it is preferable to use an oil that becomes liquid at room temperature (25 ° C.).
具体的には、例えば、脂肪酸類とアルコール類とをエステル結合してなるエステル油である。エステル油としては、例えば、２−エチルヘキサン酸セチル、イソノナン酸イソノニル、ミリスチン酸イソプロピル、トリ２−エチルヘキサン酸グリセリル、ミリスチン酸２−オクチルドデシル、パルミチン酸２−エチルヘキシル、オレイン酸２−オクチルドデシル、ジ２−エチルヘキサン酸ネオペンチルグリコール、トリイソステアリン酸グリセリル、リンゴ酸ジイソステアリル、２−エチルヘキサン酸ジグリセリド、トリ（カプリル酸／カプリン酸）グリセリル等が挙げられる。低粘性及び安定性の観点からは、２−エチルヘキサン酸セチル、イソノナン酸イソノニル、トリ２−エチルヘキサン酸グリセリル、トリ（カプリル酸/カプリン酸）グリセリル等が好ましい。 Specifically, for example, it is an ester oil formed by ester-bonding fatty acids and alcohols. Examples of the ester oil include cetyl 2-ethylhexanoate, isononyl isononanoate, isopropyl myristate, glyceryl tri2-ethylhexanoate, 2-octyldodecyl myristate, 2-ethylhexyl palmitate, 2-octyldodecyl oleate, and the like. Examples thereof include neopentyl glycol di2-ethylhexanoate, glyceryl triisostearate, diisostearyl malate, diglyceride 2-ethylhexanoate, and glyceryl tri (caprylic acid / capric acid). From the viewpoint of low viscosity and stability, cetyl 2-ethylhexanoate, isononyl isononanoate, glyceryl tri2-ethylhexanoate, glyceryl tri (caprylic acid / capric acid) and the like are preferable.
また、例えば、炭化水素系の非エステル油である。非エステル油としては、例えば、ミネラルオイル（流動パラフィン）、スクワラン、スクワレン、セレシン等が挙げられる。低粘性及び安定性の観点からは、ミネラルオイル、スクワラン等が好ましい。 Further, for example, it is a hydrocarbon-based non-ester oil. Examples of the non-ester oil include mineral oil (liquid paraffin), squalane, squalene, selecin and the like. From the viewpoint of low viscosity and stability, mineral oil, squalane and the like are preferable.
また、例えば、シリコーン系のシリコーン油である。シリコーン油としては、例えば、ジフェニルシロキシトリメチコン、ジメチコン（ジメチルポリシロキサン）、フェニルトリメチコン、シクロペンタシロキサン等が挙げられる。メイクなじみや、２種以上の油を使用する場合の他の油相成分との相溶性の観点からは、ジフェニルシロキシトリメチコン、シクロペンタンシロキサン等が好ましい。 Further, for example, it is a silicone-based silicone oil. Examples of the silicone oil include diphenylsiloxytrimethicone, dimethicone (dimethylpolysiloxane), phenyltrimethicone, cyclopentasiloxane and the like. Diphenylsiloxytrimethicone, cyclopentanesiloxane, and the like are preferable from the viewpoint of familiarity with makeup and compatibility with other oil phase components when two or more kinds of oils are used.
また、例えば、植物油である。植物油としては、例えば、ホホバ油、オリーブ油、マカダミアナッツ油、ツバキ油、アボガド油、ローズヒップ油、ククイナッツ油、ヘーゼルナッツ油、メドウフォーム油等が挙げられる。安定性の観点からは、マカダミアナッツ油、メドウフォーム油等が好ましい。 Also, for example, vegetable oil. Examples of the vegetable oil include jojoba oil, olive oil, macadamia nut oil, camellia oil, avocado oil, rose hip oil, kukui nut oil, hazelnut oil, meadowfoam oil and the like. From the viewpoint of stability, macadamia nut oil, meadowfoam oil and the like are preferable.
成分（Ｂ）の油として、上記した油は、その１種類のものを単独で用いてもよく、２種類以上を併用してもよい。 As the oil of the component (B), the above-mentioned oil may be used alone or in combination of two or more.
成分（Ｂ）の油としては、高内相Ｗ／Ｏ型乳化組成物を調製する温度（例えば８０℃）で液体状となる油、もしくは常温（２５℃）で液体状となる油に属するもの以外の油、すなわち、より高融点油（以下「他の油」とする）を適宜併用してもよい。他の油としては、一般に化粧料等に使用可能な乳化剤を適宜選択して使用すればよいが、例えば、化粧料の使用感を調整するとの観点から、例えば、ヒドロキシステアリン酸コレステリル、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)、ラウロイルグルタミン酸ジ（オクチルドデシル／フィトステリル／ベヘニル）などの半固形油や、ステアリン酸バチル、ベヘニルアルコール、蜜蝋、コレステロールなどの固形油等が挙げられる。 The oil of the component (B) belongs to an oil that becomes liquid at the temperature (for example, 80 ° C.) at which the high internal phase W / O type emulsified composition is prepared, or an oil that becomes liquid at room temperature (25 ° C.). Other oils, that is, higher melting point oils (hereinafter referred to as "other oils") may be used in combination as appropriate. As other oils, an emulsifier that can be generally used for cosmetics and the like may be appropriately selected and used. For example, from the viewpoint of adjusting the feeling of use of cosmetics, for example, cholesteryl hydroxystearate and dimer dilinole. Examples include semi-solid oils such as acids (phytosteryl / isostearyl / cetyl / stearyl / behenyl) and dilauroyl glutamate (octyldodecyl / phytosteryl / behenyl), and solid oils such as batyl stearate, behenyl alcohol, beeswax and cholesterol.
上記した他の油は、成分（Ｂ）の油として、その１種類のものを単独で用いてもよく、２種類以上を併用してもよい。 As the above-mentioned other oil, one kind of the oil of the component (B) may be used alone, or two or more kinds may be used in combination.
ただし、乳化組成物の調製温度（例えば８０℃）で液体状のものを用いる観点、もしくは低粘で肌に塗布しやすい乳化液体状の化粧料とする観点からは、成分（Ｂ）の油の全量中に、上記した他の油の含有量は、０質量％超５０質量％以下であることが好ましく、０質量％超２５質量％以下であることがより好ましく、０質量％超１０質量％以下であることが更により好ましい。また、場合によっては、含まれないことが最も好ましい。 However, from the viewpoint of using a liquid emulsion at the preparation temperature (for example, 80 ° C.) of the emulsified composition, or from the viewpoint of making an emulsified liquid cosmetic having low viscosity and easy to apply to the skin, the oil of the component (B) The content of the above-mentioned other oil in the total amount is preferably more than 0% by mass and 50% by mass or less, more preferably more than 0% by mass and 25% by mass or less, and more than 0% by mass and 10% by mass. The following is even more preferable. In some cases, it is most preferable that it is not included.
成分（Ｂ）の含有量（上記した他の油を含む場合や２種類以上の油を含む場合には、それらの合計量として）としては、成分（Ａ）、（Ｃ）、及び（Ｄ）の配合量や他の原料の配合量との関係もあり、また、用いる油の種類によっても一概ではないが、典型的には、例えば、組成物全量中に０．１質量％以上３０質量％以下であることが好ましく、５質量％以上２５質量％以下であることがより好ましい。上記範囲を超えると、水相からなる分散相の占有比を維持し難くなる場合がある。また、上記範囲未満であると、Ｗ／Ｏ型の乳化状態を維持し難くなる場合がある。 The content of the component (B) (when the above-mentioned other oils are contained or when two or more kinds of oils are contained, as the total amount thereof) includes the components (A), (C), and (D). Although it is not unconditional depending on the type of oil used and the relationship with the blending amount of the above and other raw materials, typically, for example, 0.1% by mass or more and 30% by mass in the total amount of the composition. It is preferably 5% by mass or more and 25% by mass or less. If it exceeds the above range, it may be difficult to maintain the occupancy ratio of the dispersed phase composed of the aqueous phase. Further, if it is less than the above range, it may be difficult to maintain the W / O type emulsified state.
成分（Ｃ）の水としては、例えば、精製水、蒸留水、イオン交換水、ＲＯ水、滅菌処理水等、一般に化粧料等に使用可能なものを適宜用いればよく、特に制限はない。 As the water of the component (C), for example, purified water, distilled water, ion-exchanged water, RO water, sterilized treated water, or the like, which can be generally used for cosmetics, may be appropriately used, and is not particularly limited.
成分（Ｃ）の含有量としては、成分（Ａ）、（Ｂ）、及び（Ｄ）の配合量や他の原料の配合量との関係等によっても一概ではないが、典型的には、例えば、組成物全量中に２０質量％以上９９質量％以下であることが好ましく、３０質量％以上９５質量％以下であることがより好ましく、３０％質量％以上９０質量％以下が特に好ましい。上記範囲未満であると、水相からなる分散相の占有比を維持し難くなる場合がある。また、上記範囲を超えると、Ｗ／Ｏ型の乳化状態を維持し難くなる場合がある。 The content of the component (C) is not unconditional depending on the blending amount of the components (A), (B), and (D) and the blending amount of other raw materials, but is typically, for example. The total amount of the composition is preferably 20% by mass or more and 99% by mass or less, more preferably 30% by mass or more and 95% by mass or less, and particularly preferably 30% by mass or more and 90% by mass or less. If it is less than the above range, it may be difficult to maintain the occupancy ratio of the dispersed phase composed of the aqueous phase. Further, if it exceeds the above range, it may be difficult to maintain the W / O type emulsified state.
成分（Ｄ）の易晶出性水溶性有効成分の含有量としては、成分（Ａ）〜（Ｃ）の配合量や他の原料の配合量との関係等によっても一概ではないが、典型的には、例えば、組成物全量中に、該易晶出性水溶性有効成分の乾燥固形分換算で０．２質量％以上１０．０質量％以下であることが好ましく、０．５質量％以上５．０質量％以下であることがより好ましく、１．０質量％以上４．０質量％以下が特に好ましい。上記範囲未満であると、当該有効成分を配合したことによる作用効果を得難くなる場合がある。また、上記範囲を超えると、乳化組成物の乳化状態を安定に維持し難くなる場合がある。 The content of the easily crystallizing water-soluble active ingredient of the component (D) is not unconditional depending on the blending amount of the components (A) to (C) and the blending amount of other raw materials, but is typical. For example, in the total amount of the composition, the dry solid content of the easily crystallizing water-soluble active ingredient is preferably 0.2% by mass or more and 10.0% by mass or less, preferably 0.5% by mass or more. It is more preferably 5.0% by mass or less, and particularly preferably 1.0% by mass or more and 4.0% by mass or less. If it is less than the above range, it may be difficult to obtain the action and effect of blending the active ingredient. Further, if it exceeds the above range, it may be difficult to stably maintain the emulsified state of the emulsified composition.
本発明に係る化粧用組成物には、その乳化状態のより一層の安定化のためには、油ゲル化剤を含有せしめてもよい。 The cosmetic composition according to the present invention may contain an oil gelling agent in order to further stabilize the emulsified state.
油ゲル化剤としては、一般に化粧料等に使用可能な油ゲル化剤を適宜選択して使用すればよく、特に制限はない。例えば、パルミチン酸デキストリン、ミリスチン酸デキストリン、（パルミチン酸/エチルヘキサン酸）デキストリン、ステアリン酸イヌリン等の多糖と脂肪酸のエステル、（ベヘン酸／エイコサン二酸）グリセリル、ベヘン酸グリセリル等のグリセリン脂肪酸エステル、バチルアルコール、ベヘニルアルコール等の高級アルコールや有機変性粘度鉱物等が挙げられる。なかでも、デキストリン脂肪酸エステル、グリセリン脂肪酸エステル等を用いることが好ましく、より具体的には、パルミチン酸デキストリン、ミリスチン酸デキストリン、（ベヘン酸／エイコサン二酸）グリセリル、ベヘン酸グリセリル等を用いることが好ましい。 As the oil gelling agent, an oil gelling agent that can be generally used for cosmetics and the like may be appropriately selected and used, and there is no particular limitation. For example, esters of polysaccharides and fatty acids such as dextrin palmitate, dextrin myristate, (palmitic acid / ethylhexanoic acid) dextrin, inulin stearate, glyceryl (behenic acid / eicosandiic acid) glyceryl, glyceryl behenate and other glycerin fatty acid esters, Examples thereof include higher alcohols such as batyl alcohol and behenic alcohol, and organically modified viscous minerals. Among them, it is preferable to use dextrin fatty acid ester, glycerin fatty acid ester and the like, and more specifically, it is preferable to use dextrin palmitate, dextrin myristate, glyceryl (behenic acid / eicosandiic acid), glyceryl behenate and the like. ..
油ゲル化剤は、１種類のものを単独で用いてもよく、２種類以上を併用してもよい。 One type of oil gelling agent may be used alone, or two or more types may be used in combination.
油ゲル化剤の含有量としては、成分（Ａ）〜（Ｄ）の配合量や他の原料の配合量との関係もあり、また、用いる油ゲル化剤の種類によっても一概ではないが、典型的には、例えば、組成物全量中におよそ０．０５質量％以上程度含有せしめれば、安定な乳化組成物の形成に寄与し得る。好ましくは０．１質量％以上であり、０．１質量％以上１０質量％以下であることがより好ましく、０．１質量％以上５質量％以下であることが更により好ましい。上記範囲未満であると、組成物の乳化状態を安定化する効果に乏しくなる。また、上記範囲を超えて含有せしめても、その含有量に応じて乳化状態を安定化する効果に乏しく、かえって、安定な乳化組成物の形成を妨げる場合がある。 The content of the oil gelling agent is related to the blending amounts of the components (A) to (D) and the blending amounts of other raw materials, and is not unconditional depending on the type of oil gelling agent used. Typically, for example, if it is contained in the total amount of the composition in an amount of about 0.05% by mass or more, it can contribute to the formation of a stable emulsified composition. It is preferably 0.1% by mass or more, more preferably 0.1% by mass or more and 10% by mass or less, and even more preferably 0.1% by mass or more and 5% by mass or less. If it is less than the above range, the effect of stabilizing the emulsified state of the composition becomes poor. Further, even if the content exceeds the above range, the effect of stabilizing the emulsified state is poor depending on the content thereof, and on the contrary, the formation of a stable emulsified composition may be hindered.
本発明に係る化粧用組成物には、上記した成分の他に、一般に化粧料等に配合される成分、例えば、アルコール類、有機酸類、塩類、防腐剤、香料、色素、抗菌剤、植物抽出物等を配合することは任意であり、適宜可能である。また、増粘のための増粘剤を配合してもよい。 In addition to the above-mentioned components, the cosmetic composition according to the present invention includes components generally blended in cosmetics and the like, such as alcohols, organic acids, salts, preservatives, fragrances, pigments, antibacterial agents, and plant extracts. It is optional and possible to mix things and the like. Further, a thickener for thickening may be blended.
アルコール類としては、肌にしっとり感を付与し、使用感を向上させるという観点からは、例えば、ソルビトール、キシリトール、マルチトールといった糖アルコールや、グリセリン、ジグリセリン等の３価以上の多価アルコールを適宜配合してもよい。また、防腐力等の観点から、例えば、ジプロピレングリコール、１，３−ブチレングリコール、１，２−ペンチレングリコール、１，２−へキシレングリコール等の２価のアルコールや、エタノール、プロパノール、イソプロパノール、ブタノール、フェノキシエタノール等の１価のアルコールを適宜配合してもよい。 As alcohols, from the viewpoint of giving a moist feeling to the skin and improving the usability, for example, sugar alcohols such as sorbitol, xylitol and maltitol, and trihydric or higher polyhydric alcohols such as glycerin and diglycerin are used. It may be blended as appropriate. From the viewpoint of antiseptic activity, for example, divalent alcohols such as dipropylene glycol, 1,3-butylene glycol, 1,2-pentylene glycol and 1,2-hexylene glycol, ethanol, propanol and isopropanol. , Butanol, phenoxyethanol and other monohydric alcohols may be appropriately blended.
また、化粧料の使用感を調整するとの観点から、キサンタンガム、ヒドロキシエチルセルロース、カルボキシメチルセルロース、ケイ酸（Ａｌ／Ｍｇ）、カルボキシビニルポリマー、アクリル酸・メタクリル酸アルキル重合体等の水系増粘剤を適宜配合してもよい。 Further, from the viewpoint of adjusting the usability of cosmetics, an aqueous thickener such as xanthan gum, hydroxyethyl cellulose, carboxymethyl cellulose, silicic acid (Al / Mg), carboxyvinyl polymer, acrylic acid / alkyl methacrylate polymer, etc. is appropriately used. It may be blended.
本発明の好ましい態様においては、その他の素材として、更に、微生物発酵産物を含むことができる。微生物発酵産物は、これに含まれるアミノ酸等の成分が、皮膚に対して保湿作用などの有効性を与える。微生物発酵産物としては、一般に化粧料等に配合される成分を乳酸菌（ビフィズス菌を含む）や酵母で発酵させた培養物、培養上清、その培養物及び／又は培養上清から水もしくは含水アルコール等により抽出した抽出物等が挙げられる。例えば、特公平０２−０４０６４３号公報に記載されているような乳酸菌／牛乳発酵液、特許第４５１２２６５号公報に記載されているような乳酸菌／牛乳発酵液、特許第３７９５０１１号公報に記載されているような乳酸桿菌／アロエベラ発酵液、特許第３１８４１１４号公報に記載されているような豆乳／ビフィズス菌発酵液、特開２０１７−２１２８９４号公報に記載されているような乳成分含有培地の乳酸菌培養物をクリベロマイセス・マキシアヌスで発酵させた培養物、ＷＯ２０１６／１１７４８９公報に記載されているような乳成分含有培地の乳酸菌培養物をウィッカーハモマイセス・ピジュペリで発酵させた培養物等が挙げられるが、これらに限らない。 In a preferred embodiment of the present invention, other materials may further include microbial fermentation products. In the microbial fermented product, the components such as amino acids contained therein give the skin moisturizing effect and the like. As microbial fermentation products, cultures obtained by fermenting components generally contained in cosmetics or the like with lactic acid bacteria (including bifidobacteria) or yeast, culture supernatants, the cultures and / or water-containing alcohols from the culture supernatants. Examples thereof include extracts extracted by the above. For example, lactic acid bacteria / fermented milk liquor as described in Japanese Patent Publication No. 02-040643, lactic acid bacterium / fermented milk liquor as described in Japanese Patent No. 4512265, and Japanese Patent No. 3795011. Lactic acid bacterium / aloe vera fermented liquor, soymilk / bifidus bacterium fermented liquor as described in Japanese Patent No. 3184114, lactic acid bacterium culture in a milk component-containing medium as described in JP-A-2017-21284. Examples thereof include a culture obtained by fermenting Cryberomyces maxianus and a culture obtained by fermenting a lactic acid bacterium culture in a milk component-containing medium as described in WO2016 / 117489 with Wickerhamomyces pijuperi. Not limited to.
微生物発酵産物の含有量としては、成分（Ａ）〜（Ｄ）の配合量や他の原料の配合量との関係もあり、また、用いる微生物発酵産物の種類や配合目的によっても一概ではないが、典型的には、例えば、組成物全量中に、該微生物発酵産物の乾燥固形分換算で０．００１質量％以上０．４質量％以下であることが好ましく、０．０１質量％以上０．２質量％以下であることがより好ましい。上記範囲未満であると、当該微生物発酵産物を配合したことによる効果を得難くなる。また、上記範囲を超えると、乳化組成物の乳化状態を安定に維持し難くなる。 The content of the microbial fermented product is related to the blending amount of the components (A) to (D) and the blending amount of other raw materials, and is not unconditional depending on the type and purpose of blending the microbial fermented product to be used. Typically, for example, in the total amount of the composition, it is preferably 0.001% by mass or more and 0.4% by mass or less in terms of dry solid content of the microbial fermentation product, and 0.01% by mass or more and 0. It is more preferably 2% by mass or less. If it is less than the above range, it becomes difficult to obtain the effect of blending the microbial fermentation product. Further, if it exceeds the above range, it becomes difficult to stably maintain the emulsified state of the emulsified composition.
本発明に係る化粧用組成物は、通常、当業者に周知の調製方法のとおり、成分（Ｂ）の油を主体とし、油によく溶解し又は分散させることができる原料を混合もしくは分散させて、原料となる油相（以下、「原料となる油相」という場合がある。）を調製し、成分（Ｃ）の水を主体とし、水によく溶解し又は分散させることができる原料を混合もしくは分散させて、原料となる水相（以下、「原料となる水相」という場合がある。）を調製し、必要とあれば、適当な温度条件下、例えば室温〜８０.０℃にて、それら原料となる油相に水相を少量ずつ添加しながら撹拌ミキサー等により分散させることにより調製することができる。一旦乳化状態を形成した後は、例えば室温等にそのまま冷却してもよく、あるいは徐々に温度を下げつつ撹拌を継続する、撹拌冷却の工程を採用してもよい。なお、上記した油ゲル化剤は、一般に油に親和性を有する場合が多いので、その調製の際には、原料となる油相に混合もしくは分散させることが好ましい。一方、成分（Ｄ）の易晶出性水溶性有効成分は、原料となる水相に混合もしくは分散させることが好ましい。 The cosmetic composition according to the present invention is usually composed mainly of the oil of the component (B) and mixed or dispersed with a raw material that can be well dissolved or dispersed in the oil, as described in a preparation method well known to those skilled in the art. , Prepare an oil phase as a raw material (hereinafter, may be referred to as "oil phase as a raw material"), and mix a raw material that can be well dissolved or dispersed in water, mainly composed of water as a component (C). Alternatively, the mixture is dispersed to prepare an aqueous phase as a raw material (hereinafter, may be referred to as a “raw material aqueous phase”), and if necessary, under appropriate temperature conditions, for example, at room temperature to 80.0 ° C. , It can be prepared by adding an aqueous phase little by little to the oil phase as a raw material and dispersing it with a stirring mixer or the like. Once the emulsified state is formed, it may be cooled to room temperature or the like as it is, or a stirring cooling step may be adopted in which stirring is continued while gradually lowering the temperature. In addition, since the above-mentioned oil gelling agent generally has an affinity for oil, it is preferable to mix or disperse it in the oil phase as a raw material at the time of preparation thereof. On the other hand, the easily crystallized water-soluble active ingredient of the component (D) is preferably mixed or dispersed in the aqueous phase as a raw material.
本発明に係る化粧用組成物は、それをそのまま化粧料の形態にして用いてもよく、あるいは化粧料の原料の形態にして化粧料の製造工程で配合するようにして用いてもよい。具体的には、例えば、乳液、クリーム、クレンジング、マッサージ、サンスクリーン、化粧下地、クリームファンデーション等の化粧料の形態や、その原料の形態として、好適に用いられる。なお、ここでいう化粧料は、医薬品、医療機器等の品質、有効性及び安全性の確保等に関する法律で定義されている医薬品、医薬部外品、化粧品を含む。 The cosmetic composition according to the present invention may be used as it is in the form of cosmetics, or may be used in the form of raw materials for cosmetics so as to be blended in the manufacturing process of cosmetics. Specifically, for example, it is suitably used as a form of cosmetics such as milky lotion, cream, cleansing, massage, sunscreen, makeup base, cream foundation, and a form of a raw material thereof. The cosmetics referred to here include pharmaceuticals, quasi-drugs, and cosmetics defined by the Act on Securing Quality, Effectiveness, and Safety of Pharmaceuticals, Medical Devices, etc.
以下実施例を挙げて更に具体的に説明するが、これらの実施例は本発明の範囲を限定するものではない。 Hereinafter, examples will be described in more detail, but these examples do not limit the scope of the present invention.
［試験例１］
表１に示す配合で、ビタミンＣ誘導体であるリン酸アスコルビルマグネシウムを含有する、各種の組成物を調製した。以下、リン酸アスコルビルマグネシウムは「VC-PMG」と略称する場合がある。
[Test Example 1]
Various compositions containing ascorbyl magnesium phosphate, which is a vitamin C derivative, were prepared with the formulations shown in Table 1. Hereinafter, ascorbyl magnesium phosphate may be abbreviated as "VC-PMG".
・調製例１−１：水相からなる分散相と油相からなる連続相との比が８５：１５であるＷ／Ｏ型乳化組成物（リン酸アスコルビルマグネシウム３質量％含有）
・調製例１−２：油相からなる分散相と水相からなる連続相との比が１３．９：８６．１であるＯ／Ｗ型乳化組成物（リン酸アスコルビルマグネシウム３質量％含有）
・調製例１−３：水溶性成分を含む水相のみからなる水性組成物（リン酸アスコルビルマグネシウム３質量％含有）
Preparation Example 1-1: W / O type emulsified composition having a ratio of a dispersed phase composed of an aqueous phase to a continuous phase composed of an oil phase of 85:15 (containing 3% by mass of ascorbyl magnesium phosphate).
Preparation Example 1-2: O / W type emulsified composition having a ratio of a dispersed phase composed of an oil phase to a continuous phase composed of an aqueous phase of 13.9: 86.1 (containing 3% by mass of ascorbyl magnesium phosphate).
Preparation Example 1-3: Aqueous composition consisting only of an aqueous phase containing a water-soluble component (containing 3% by mass of ascorbyl magnesium phosphate)
具体的には、調製例１−１及び調製例１−２については、まず、油相及び水相を構成する各原料を表１に示す配合で秤量後、７０〜８０℃にて混合・溶解して、原料となる油相と原料となる水相をそれぞれ別個に調製した。次に調製例１−１の場合には、その原料となる油相に原料となる水相を少量ずつ添加しながら、あるいは調製例１−２の場合には、その原料となる水相に原料となる油相を少量ずつ添加しながら、７０〜８０℃にてディスパーミキサー（商品名「T.K.ロボミックス」（撹拌翼φ４０ｍｍ）、プライミクス株式会社製）を使用して、その撹拌翼の回転速度を２５００ｒｐｍに設定して、それら原料となる油相と水相とを混合した。その後、３５℃まで撹拌冷却して、各種乳化組成物（調製例１−１及び調製例１−２）を調製した。また、調製例１−３については、表１に示す水溶性原料のうち、１,２−ペンタンジオールとメチルパラベンを、７０〜８０℃にて混合・溶解させた後、室温で混合・溶解した残りの原料に添加して、水性組成物を調製した。 Specifically, for Preparation Example 1-1 and Preparation Example 1-2, first, the raw materials constituting the oil phase and the aqueous phase are weighed with the formulations shown in Table 1, and then mixed and dissolved at 70 to 80 ° C. Then, the oil phase as a raw material and the aqueous phase as a raw material were prepared separately. Next, in the case of Preparation Example 1-1, the raw material aqueous phase is added little by little to the oil phase as the raw material, or in the case of Preparation Example 1-2, the raw material is added to the raw material aqueous phase. Using a dispar mixer (trade name "TK Robomix" (stirring blade φ40 mm), manufactured by Primix Co., Ltd.) at 70 to 80 ° C., while adding the oil phase to be used little by little, adjust the rotation speed of the stirring blade. The oil phase and the aqueous phase as raw materials were mixed at 2500 rpm. Then, the mixture was stirred and cooled to 35 ° C. to prepare various emulsified compositions (Preparation Example 1-1 and Preparation Example 1-2). Regarding Preparation Example 1-3, among the water-soluble raw materials shown in Table 1, 1,2-pentanediol and methylparaben were mixed and dissolved at 70 to 80 ° C., and then the residue was mixed and dissolved at room temperature. Was added to the raw materials of the above to prepare an aqueous composition.
なお、調製例１−１及び調製例１−２の乳化型は、バルクの通電により判定した。すなわち、テスター（「SanwaYX-361TR」、三和電気計器株式会社）を使用し、テスター端子を調製物に接触させたとき、通電した場合にはＯ／Ｗ型、通電しなかった場合にはＷ／Ｏ型と判断した。 The emulsified type of Preparation Example 1-1 and Preparation Example 1-2 was determined by energizing the bulk. That is, when a tester ("Sanwa YX-361TR", Sanwa Electric Instrument Co., Ltd.) was used and the tester terminal was brought into contact with the preparation, it was an O / W type when it was energized, and W when it was not energized. It was judged to be / O type.
得られた調製物をネジ口瓶に充填し、５℃、４０℃、又は５０℃の条件下に３ヵ月間保管後、下記の確認方法により製剤的な評価を行った。 The obtained preparation was filled in a screw cap bottle and stored under the conditions of 5 ° C., 40 ° C., or 50 ° C. for 3 months, and then the formulation was evaluated by the following confirmation method.
（結晶形成の確認）
結晶は規則的な構造から光学的に異方であり、偏光顕微鏡下では光る像が観察される。そこで、各温度での保管期間を終了した調製物を偏光顕微鏡にて観察し、結晶形成の状態を評価した。図１には、結果の一例として偏光顕微鏡写真を示す。
(Confirmation of crystal formation)
The crystals are optically anisotropic due to their regular structure, and a glowing image is observed under a polarizing microscope. Therefore, the preparation after the storage period at each temperature was observed with a polarizing microscope to evaluate the state of crystal formation. FIG. 1 shows a polarizing micrograph as an example of the result.
（ＨＰＬＣによる定量分析）
保管中の結晶形成は、おもにリン酸アスコルビルマグネシウム（VC-PMG）によるものと考えられた。そこで、晶出せずに溶解もしくは分散状態にあるVC-PMGの残存率を調べた。具体的には、調製物０．２ｇをマイクロチューブに入れ、１，２−ペンタンジオール１５０μＬを加えてボルテックスミキサーにて混合後、精製水で５倍（ｗ／ｗ）希釈してから遠心分離（日立製作所製CF-16RN、１５，０００ｒｐｍ、１０分間）し、その上清を０．２２μｍフィルターで濾過した。濾液を更に精製水で２０倍（ｖ／ｖ）希釈し、これを下記の分析条件によるＨＰＬＣ分析にかけて、VC-PMGの定量分析を行った。VC-PMGの配合量に対する残存率は、下記式（１）にて算出した。
(Quantitative analysis by HPLC)
Crystal formation during storage was thought to be mainly due to ascorbyl magnesium phosphate (VC-PMG). Therefore, the residual rate of VC-PMG in a dissolved or dispersed state without crystallization was investigated. Specifically, 0.2 g of the preparation is placed in a microtube, 150 μL of 1,2-pentanediol is added, mixed with a vortex mixer, diluted 5 times (w / w) with purified water, and then centrifuged (1). CF-16RN manufactured by Hitachi, Ltd., 15,000 rpm, 10 minutes), and the supernatant was filtered through a 0.22 μm filter. The filtrate was further diluted 20-fold (v / v) with purified water, and this was subjected to HPLC analysis under the following analytical conditions to perform quantitative analysis of VC-PMG. The residual ratio with respect to the blending amount of VC-PMG was calculated by the following formula (1).
VC-PMG残存率（％）＝ＨＰＬＣによる定量値／配合量×１００…（１） VC-PMG residual rate (%) = Quantitative value by HPLC / compounding amount x 100 ... (1)
〔ＨＰＬＣ分析条件〕
システム：UHPLC Ultimate3000（Thermo Fisher Scientific）
カラム：Kinetex 2.6um EVO C18(150x4.6mm)
移動相：２０ｍＭリン酸緩衝液（ｐＨ２．０５）
流速：０．７ｍＬ／ｍｉｎ
検出波長：ＵＶ２３８ｎｍ
[HPLC analysis conditions]
System: UHPLC Ultimate3000 (Thermo Fisher Scientific)
Column: Kinetex 2.6um EVO C18 (150x4.6mm)
Mobile phase: 20 mM phosphate buffer (pH 2.05)
Flow velocity: 0.7 mL / min
Detection wavelength: UV238nm
VC-PMGの残存率の結果を、表２に示す。 The results of the residual rate of VC-PMG are shown in Table 2.
その結果、Ｏ／Ｗ型乳化組成物である調製例１−２や水性組成物である調製例１−３では、４０℃及び５０℃での保管後の容器底部に結晶が沈殿しており（図中に示されない）、不均一化が顕著であったが、高内相Ｗ／Ｏ型乳化組成物である調製例１−１では結晶の晶出が少なく、晶出が抑制されていた。 As a result, in Preparation Example 1-2 which is an O / W type emulsified composition and Preparation Example 1-3 which is an aqueous composition, crystals are precipitated at the bottom of the container after storage at 40 ° C. and 50 ° C. ( Although not shown in the figure), non-uniformity was remarkable, but in Preparation Example 1-1, which is a high internal phase W / O type emulsification composition, crystallization was small and crystallization was suppressed.
一方、ＨＰＬＣ分析によるVC-PMGの残存率を調べた結果によれば、表２に示されるように、高内相Ｗ／Ｏ型乳化組成物である調製例１−１では、５０℃での保管条件でも９６％以上が溶解もしくは分散状態で検出できたのに対して、Ｏ／Ｗ型乳化組成物である調製例１−２や水性組成物である調製例１−３では、４０℃での保管条件では残存率がおよそ８０％程度にまで低下し、更に５０℃での保管条件では調製例１−２では残存率がおよそ６０％程度になり、調製例１−３では残存率がおよそ７０％程度になった。 On the other hand, according to the result of examining the residual rate of VC-PMG by HPLC analysis, as shown in Table 2, in Preparation Example 1-1, which is a high internal phase W / O type emulsified composition, the temperature was 50 ° C. Even under storage conditions, 96% or more could be detected in a dissolved or dispersed state, whereas in Preparation Example 1-2, which is an O / W type emulsified composition, and Preparation Example 1-3, which is an aqueous composition, the temperature was 40 ° C. Under the storage conditions of, the residual rate is reduced to about 80%, and under the storage conditions at 50 ° C., the residual rate is about 60% in Preparation Example 1-2, and the residual rate is about 60% in Preparation Example 1-3. It became about 70%.
以上から、高内相Ｗ／Ｏ型乳化組成物は、ビタミンＣ誘導体であるリン酸アスコルビルマグネシウム（VC-PMG）の結晶の晶出抑制に有効な剤型であることが明らかとなった。 From the above, it was clarified that the high internal phase W / O type emulsified composition is an effective dosage form for suppressing the crystallization of crystals of ascorbyl magnesium phosphate (VC-PMG), which is a vitamin C derivative.
［試験例２］
表３に示す配合で、ビタミンＣ誘導体であるリン酸アスコルビルマグネシウム（VC-PMG）を含有する各種のＷ／Ｏ型乳化組成物を調製し、製剤的な評価を行った。調製の方法は、試験例１における調製例１−１と同様とし、５０℃の条件下に３ヵ月間保管後のVC-PMGの残存率を測定した。その結果、調製例２−１の残存率は９５％、調製例２−２の残存率は９４．８％、調製例２−３の残存率は９１．９％、調製例２−４の残存率は７４．５％であった。結果を図２に示す。
[Test Example 2]
Various W / O type emulsified compositions containing ascorbyl magnesium phosphate (VC-PMG), which is a vitamin C derivative, were prepared with the formulations shown in Table 3 and evaluated in a pharmaceutical manner. The method of preparation was the same as that of Preparation Example 1-1 in Test Example 1, and the residual rate of VC-PMG after storage at 50 ° C. for 3 months was measured. As a result, the residual rate of Preparation Example 2-1 was 95%, the residual rate of Preparation Example 2-2 was 94.8%, the residual rate of Preparation Example 2-3 was 91.9%, and the residual rate of Preparation Example 2-4 was residual. The rate was 74.5%. The results are shown in FIG.
その結果、図２に示されるように、Ｗ／Ｏ型乳化組成物の内相比（水相比）が７０質量％を下回ると、VC-PMGの残存率は顕著に低下した。 As a result, as shown in FIG. 2, when the internal phase ratio (aqueous phase ratio) of the W / O type emulsified composition was less than 70% by mass, the residual rate of VC-PMG was remarkably lowered.
［試験例３］
表４に示す配合で、ビタミンＣ誘導体であるリン酸アスコルビルマグネシウム（VC-PMG）を含有する各種のＷ／Ｏ型乳化組成物を調製し、製剤的な評価を行った。調製と評価の方法は、試験例１における調製例１−１と同様とした。図３には、結果の一例として偏光顕微鏡写真を示し、表５には、VC-PMGの残存率の結果を示す。
[Test Example 3]
Various W / O type emulsified compositions containing ascorbyl magnesium phosphate (VC-PMG), which is a vitamin C derivative, were prepared with the formulations shown in Table 4 and evaluated in a pharmaceutical manner. The method of preparation and evaluation was the same as that of Preparation Example 1-1 in Test Example 1. FIG. 3 shows a polarizing micrograph as an example of the result, and Table 5 shows the result of the residual rate of VC-PMG.
その結果、Ｏ／Ｗ型乳化組成物である調製例３−２では、５０℃での保管後の容器底部に結晶が沈殿しており（図中に示されない）、不均一化が顕著であった。一方、高内相Ｗ／Ｏ型組成物である調製例３−１では結晶の晶出が抑制されていた。 As a result, in Preparation Example 3-2, which is an O / W type emulsified composition, crystals were precipitated on the bottom of the container after storage at 50 ° C. (not shown in the figure), and non-uniformity was remarkable. It was. On the other hand, in Preparation Example 3-1 which is a high internal phase W / O type composition, crystallization of crystals was suppressed.
一方、ＨＰＬＣ分析によるVC-PMGの残存率を調べた結果によれば、表５に示されるように、高内相Ｗ／Ｏ型乳化組成物である調製例３−１では、５０℃での保管条件でもおよそ９０％近くが溶解もしくは分散状態で検出できたのに対して、Ｏ／Ｗ型乳化組成物である調製例３−２では、５０℃での保管条件では残存率がおよそ７０％程度にまで低下した。 On the other hand, according to the result of examining the residual rate of VC-PMG by HPLC analysis, as shown in Table 5, in Preparation Example 3-1 which is a high internal phase W / O type emulsified composition, at 50 ° C. Approximately 90% could be detected in a dissolved or dispersed state even under storage conditions, whereas in Preparation Example 3-2, which is an O / W type emulsified composition, the residual rate was approximately 70% under storage conditions at 50 ° C. It dropped to a degree.
以上から、油相に含める乳化剤としてグリセリン脂肪酸エステルを用いて調製した高内相Ｗ／Ｏ型乳化組成物は、試験例１〜２で示された、油相に含める乳化剤としてショ糖脂肪酸エステルを用いて調製した高内相Ｗ／Ｏ型乳化組成物と同様、ビタミンＣ誘導体であるリン酸アスコルビルマグネシウム（VC-PMG）の結晶の晶出抑制に有効な剤型であることが明らかとなった。 From the above, the high internal phase W / O type emulsified composition prepared by using glycerin fatty acid ester as an emulsifier to be included in the oil phase contains sucrose fatty acid ester as an emulsifier to be included in the oil phase shown in Test Examples 1 and 2. Similar to the high internal phase W / O type emulsification composition prepared using, it was clarified that it is an effective formulation for suppressing the crystallization of crystals of ascorbyl magnesium phosphate (VC-PMG), which is a vitamin C derivative. ..
［試験例４］
表６に示す配合で、ビタミンＣ誘導体であるリン酸アスコルビルマグネシウム（VC-PMG）を含有する各種のＷ／Ｏ型乳化組成物を調製し、得られた調製物をネジ口瓶に充填し、４０℃の条件下に９ヵ月間保管後、ＨＰＬＣによる定量分析を用いて製剤的な評価を行った。調製と評価の方法は、試験例１における調製例１−１と同様とした。表７には、VC-PMGの残存率の結果を示す。
[Test Example 4]
Various W / O type emulsified compositions containing ascorbyl magnesium phosphate (VC-PMG), which is a vitamin C derivative, were prepared with the formulations shown in Table 6, and the obtained preparations were filled in a screw cap bottle. After storage at 40 ° C. for 9 months, a pharmaceutical evaluation was performed using quantitative analysis by HPLC. The method of preparation and evaluation was the same as that of Preparation Example 1-1 in Test Example 1. Table 7 shows the results of the residual rate of VC-PMG.
その結果、リン酸アスコルビルマグネシウム（VC-PMG）の濃度が０．５、１．０、５．０％の場合であっても、高内相Ｗ／Ｏ型乳化組成物が結晶の晶出抑制に有効な剤型であることが明らかとなった。 As a result, even when the concentration of ascorbyl magnesium phosphate (VC-PMG) is 0.5, 1.0, 5.0%, the high internal phase W / O type emulsified composition suppresses crystal crystallization. It became clear that it is an effective dosage form.
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| JPH08198740A (en) * | 1995-01-26 | 1996-08-06 | Kanebo Ltd | Water-droplet-in-oil type emulsified composition |
| JP2002201355A (en) * | 2000-10-26 | 2002-07-19 | Shiseido Co Ltd | Water-in-oil type emulsion composition and emulsion cosmetic using the same |
| JP2007204399A (en) * | 2006-01-31 | 2007-08-16 | Haba Laboratories Inc | Water-in-oil type emulsion composition |
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| JPH08198740A (en) * | 1995-01-26 | 1996-08-06 | Kanebo Ltd | Water-droplet-in-oil type emulsified composition |
| JP2002201355A (en) * | 2000-10-26 | 2002-07-19 | Shiseido Co Ltd | Water-in-oil type emulsion composition and emulsion cosmetic using the same |
| JP2007204399A (en) * | 2006-01-31 | 2007-08-16 | Haba Laboratories Inc | Water-in-oil type emulsion composition |
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