JP2004182640A - Cosmetic for sensitive skin - Google Patents
Cosmetic for sensitive skin Download PDFInfo
- Publication number
- JP2004182640A JP2004182640A JP2002350872A JP2002350872A JP2004182640A JP 2004182640 A JP2004182640 A JP 2004182640A JP 2002350872 A JP2002350872 A JP 2002350872A JP 2002350872 A JP2002350872 A JP 2002350872A JP 2004182640 A JP2004182640 A JP 2004182640A
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- skin
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- acid
- Prior art date
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- 239000002537 cosmetic Substances 0.000 title claims abstract description 20
- 230000037307 sensitive skin Effects 0.000 title claims abstract description 12
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Abstract
Description
【０００１】
【発明の属する技術分野】
本発明は、皮膚外用剤に関し、更に詳細には、敏感肌の人用の化粧料として好適な皮膚外用剤に関する。
【０００２】
【従来の技術】
乳化組成物は、親油性の成分も親水性の成分も含有可能であり、この為、油性成分と水性分の両方の成分の処置の必要な分野においては有用な剤形となっている。このような分野としては、例えば化粧料、医薬、食品などの分野が特に好適に例示できる。この様な乳化剤形のうち、油中水乳化形態や多相乳化形態などの油相を外相に有する部分を有する乳化形態は、有効成分の経皮吸収性を向上させたり、皮膚とのなじみに優れ、皮膚のバリア機能を向上させるなどの効果を有するため、特に化粧料や皮膚外用医薬用の製剤として有用であることが知られている。
【０００３】
しかしながら、乳化系に於いては水性成分、油性成分が共存することから、対微生物汚染については他の剤形よりも脆弱性があり、防腐剤を使用することが通例となっている。防腐剤としては、その抗菌スペクトルと、油相水相への配向性から数種のパラベンを組み合わせて使用することが一般的になっている。確かにパラベン類は、安全性が高く、抗菌スペクトルの広い、優れた防腐剤であるが、近年の知見では、敏感肌の人に対して、一過性の刺激を感じさせやすい特質、所謂スティギング性があることが知られており、これを避けることが敏感肌用の化粧料では必要であると言われている。この様なスティギング対応としては、パラベン類が経皮吸収されるのを、高分子類で防ぐ方法（特開２００１−６４１８５、特開平１１−１０６３２７、特表平１１−５０２５０５）や抗菌性を有する、２，３−ブタンジオール、１，４−ブタンジオール、１，２−ペンタンジオールなどの多価アルコールを利用する技術が知られている。（特開２００２−２１２０２１、特開２００２−１４５７１９、特開２００２−１２８６３３）しかしながら、これらの技術で刺激発現物質を完全にシャットアウトすることは不可能であるし、抗菌性を多価アルコールのみで維持する為には、その使用量は、安定性に影響を与えるほど多くなってしまうのが常であった。即ち、皮膚外用剤に於いて、実際的なパラベンに依存しない防腐手段の開発が望まれていた。
【０００４】
一方、ステアリン酸クエン酸グリセリルは保湿性を付与する化粧料原料として、知られている。（特開２００２−３２６９２０、特表２００２−５０１００９、特表２００２−５０１０１０、特表２００２−５０１０１４）しかしながら、１）ステアリン酸クエン酸グリセリルと２）フェノキシエタノールとを含有する皮膚外用剤は知られていないし、この様な構成を取ることにより、パラベンフリーで充分な防腐力を有する皮膚外用剤が得られ、これにより、スティギングが抑制できることも全く知られていなかった。
【０００５】
【発明が解決しようとする課題】
本発明は、この様な状況下為されたものであり、パラベンなどに起因するスティギングを抑制し、敏感肌の人でも使用可能な皮膚外用剤を提供することを課題とする。
【０００６】
【課題の解決手段】
この様な状況に鑑みて、本発明者らは、パラベンなどに起因するスティギングを抑制し、敏感肌の人でも使用可能な皮膚外用剤を求めて、鋭意研究努力を重ねた結果、１）ステアリン酸クエン酸グリセリルと２）フェノキシエタノールとを含有する皮膚外用剤にその様な特質を見出し、発明を完成させるに至った。即ち、本発明は、以下に示す技術に関するものである。
（１）１）ステアリン酸クエン酸グリセリルと２）フェノキシエタノールとを含有することを特徴とする、皮膚外用剤。
（２）更に、次に挙げられる抗菌性を有する多価アルコールを含有することを特徴とする、（１）に記載の皮膚外用剤。
（抗菌性多価アルコール）
１，３−ブタンジオール、イソプレングリコール、１，２−ペンタンジオール、１，２−ヘキシレングリコール
（３）油相を外相に有する形態を含む乳化形態であることを特徴とする、（１）又は（２）に記載の乳化組成物。
（４）油中水乳化形態乃至は多相乳化形態であることを特徴とする、（１）〜（３）何れか１項に記載の乳化組成物。
（５）化粧料であることを特徴とする、（１）〜（４）何れか１項に記載の乳化組成物。
（６）敏感肌用の化粧料であることを特徴とする、（１）〜（５）何れか１項に記載の皮膚外用剤。
【０００７】
【発明の実施の形態】
（１）本発明の皮膚外用剤の必須成分であるステアリン酸クエン酸グリセリル
本発明の乳化組成物は、ステアリン酸クエン酸グリセリルを必須の成分として含有することを特徴とする。ステアリン酸クエン酸グリセリルは、グリセリンの３つの水酸基の少なくとも一つがステアロイルオキシ基に置換されていて、且つ、少なくとも一つがクエン酸のカルボキシル基で置換された複合エステルの総称であり、化合物としては、モノステアロイルオキシグリセリルモノシトレート、ジステアロイルオキシグリセリルモノシトレート、ジシトロイルオキシグリセリルモノステアレートなどが例示でき、通常はこれらの混合物で用いられる。かかる成分は、例えば、クエン酸の水酸基をピラニル基などで保護し、しかる後にカルボキシル基を塩化チオニルなどで処理し酸クロリドの形にし、グリセリンとアルカリ存在下反応させ、しかる後にステアリン酸に塩化チオニルを作用させて誘導した酸クロリドを同様に反応させ、酸条件で脱保護すれば得ることが出来る。この様な混合物は既に市販されているため、この様な市販品を用いることができる。市販品としては、例えば、ヒュールス社（Ｈｕｅｌｓ ＡＧ）から商品名「インヴィトール３７０」“ＩＭＷＩＴＯＲ（Ｒ）３７０”で販売されているものや「アラトンＶ１７５」（ユニケマ社製）等が例示できる。これらステアリン酸クエン酸グリセリルは乳化組成物において、乳化界面の強度を向上させる作用を有する。又、敏感肌に刺激をあまり与えずに保護作用を発揮する。又、乳化系に用いても資化されにくく、後記フェノキシエタノールによって、パラベンフリーの条件で充分な防腐効果が発揮される。本発明の皮膚外用剤における、前記ステアリン酸クエン酸グリセリルの好ましい含有量は、総量で乳化組成物全量に対して、０．１〜１０重量％であり、さらに好ましくは、０．５〜５重量％である。これは、この様な成分が少なすぎると界面に強度を付与する作用が得られない場合があり、多すぎると却って安定性を損なうことがあるからである。
【０００８】
（２）本発明の皮膚外用剤の必須成分であるフェノキシエタノール
本発明の皮膚外用剤は、フェノキシエタノールを含有することを特徴とする。フェノキシエタノールはスティギング性が低い防腐剤であるが、その抗菌性も低い。これを上記ステアリン酸クエン酸グリセリルと組み合わせることにより、系全体に優れた防腐効果を付与する。本発明に於ける、かかるフェノキシエタノールの好適な含有量は、皮膚外用剤全量に対して、０．１〜５重量％であり、更に好ましくは０．２〜１重量％である。これは少なすぎると、防腐効果を発揮しない場合があり、多すぎると防腐効果が頭打ちになり、系の安定性などを損なう場合があるからである。
【０００９】
（３）本発明の皮膚外用剤
本発明の皮膚外用剤は、上記必須成分を含有することを特徴とする。本発明に言う、皮膚外用剤とは、皮膚外用に適用される組成物の総称であり、例えば、化粧料（医薬部外品を含む）、皮膚外用医薬、皮膚外用雑貨等が例示できる。本発明の皮膚外用剤としては化粧料が好適であり、スティギング性が低い特性から、敏感肌用の化粧料に適用することが特に好適である。本発明の皮膚外用剤に於いては、上記必須成分以外に、皮膚外用剤で使用される任意成分を、本発明の効果を損ねない範囲於いて含有することが出来る。かかる任意成分としては、例えば、スクワラン、流動パラフィン、軽質流動イソパラフィン、重質流動イソパラフィン、マイクロクリスタリンワックス、固形パラフィンなどの炭化水素類、ジメチコン、フェメチコン、シクロメチコン、アモジメチコン、ポリエーテル変性シリコーンなどのシリコーン類、ホホバ油、カルナウバワックス、モクロウ、ミツロウ、ゲイロウ、オレイン酸オクチルドデシル、イソプロピルミリステート、ネオペンチルグリコールジイソステアレート、リンゴ酸ジイソステアレートなどのエステル類、ステアリン酸、ラウリン酸、ミリスチン酸、パルミチン酸、イソステアリン酸、イソパルミチン酸、ベヘン酸、オレイン酸などの脂肪酸類、ベヘニルアルコール、セタノール、オレイルアルコール、オクタデシルアルコールなどの高級アルコール類、ヒマシ油、椰子油、水添椰子油、椿油、小麦胚芽油、イソステアリン酸トリグリセライド、イソオクタン酸トリグリセライド、オリーブオイル等のトリグリセライド類、１，３−ブタンジオール、グリセリン、ジグリセリン、ジプロピレングリコール、ポリエチレングリコール、１，２−ペンタンジオール、１，２−ヘキシレングリコール、イソプレングリコールなどの多価アルコール、ソルビタンセスキオレート、ソルビタンモノオレート、ソルビタントリオレート、ソルビタンセスキステアレート、ソルビタンモノステアレート、ポリオキシエチレンソルビタンモノオレート、ポリオキシエチレンソルビタンモノステアレート、ポリオキシエチレンステアレート、ポリオキシエチレンオレート、ポリオキシエチレングリセリル脂肪酸エステル、ポリエキシエチレンアルキルエーテル、ポリオキシエチレン硬化ヒマシ油等の非イオン界面活性剤、ソジウムラウリルステアレート、ポリオキシエチレンアルキル硫酸塩、スルホコハク酸エステル塩などのアニオン界面活性剤、４級アルキルアンモニウム塩等のカチオン界面活性剤類、アルキルベタイン等の両性界面活性剤類、結晶セルロースや架橋型メチルポリシロキサン、ポリエチレン粉末、アクリル樹脂粉体等の有機粉体類、タルク、マイカ、セリサイト、炭酸マグネシウム、炭酸カルシウム、二酸化チタン、酸化鉄、紺青、群青、チタンマイカ、チタンセリサイト、シリカ等の表面処理されていても良い粉体類、アクリル酸・メタクリル酸アルキルコポリマー及び／又はその塩、カルボキシビニルポリマー及び／又はその塩、キサンタンガムやヒドロキシプロピルセルロースなどの増粘剤、レチノール、レチノイン酸、トコフェロール、リボフラビン、ピリドキシン、アスコルビン酸、アスコルビン酸リン酸エステル塩などのビタミンやグリチルリチン酸塩、グリチルレチン、ウルソール酸、オレアノール酸などのテルペン類、エストラジオール、エチニルエストラジオール、エストリオールなどのステロイド類などの有効成分、ジメチルアミノ安息香酸エステル類、桂皮酸エステル類、ベンゾフェノン類などの紫外線吸収剤などが好ましく例示できる。特に好ましい形態としては、パラベンフリーの形態である。又、フェノキシエタノールの防腐力を更に高める意味で、１，３−ブタンジオール、イソプレングリコール、１，２−ペンタンジオール、１，２−ヘキシレングリコール等の成分を含有することは極めて有利であり、好ましい。かかる抗菌性多価アルコールは唯一種を含有することも出来るし、二種以上を組み合わせて含有することも出来る。かかる抗菌性多価アルコールの好ましい含有量は、総量で、皮膚外用剤全量に対して、１〜２０重量％であり、更に好ましくは、２〜１０重量％である。これは、少なすぎると添加効果が得られない場合があり、多すぎると効果が頭打ちになり、徒に系の安定性を損なう場合があるからである。更に、本発明の皮膚外用剤の剤形は、油相を外相に有する形態を含む乳化形態であることが好ましく、油中水乳化形態乃至は多相乳化形態であることが更に好ましい。これは、本発明の皮膚外用剤の必須成分である、ステアリン酸クエン酸グリセリルが乳化系に於ける界面を強くする作用を有する為である。特に、油中水中油乳化系或いは水中油中水乳化系等の多相乳化剤形に於いて界面を強くすることは、通常の乳化系に比して安定性に大きく寄与するので重大であり、その意味で、本発明の皮膚外用剤を多相乳化系で具現化することは意義深い。本発明の皮膚外用剤は、上記必須成分及び任意成分を、常法に従って処理することにより製造することが出来る。
【００１０】
【実施例】
以下に実施例をあげて本発明について更に詳細に説明を加えるが、本発明がこれら実施例にのみ限定されないことはいうまでもない。
【００１１】
＜実施例１＞
以下に示す処方に従って、本発明の皮膚外用剤（化粧料）１を得た。即ち、イ、ロの成分を７５℃に加熱し、イの成分にロの成分を徐々に、攪拌下加え、ホモジナイザーにより乳化粒子を整えた後、攪拌冷却して、本発明の水中油乳化物として得た。このもののステアリン酸クエン酸グリセリルをグリセリルモノステアレートに置換した比較例１とフェノキシエタノールを水０．２重量部とメチルパラベン０．３重量部に置換した比較例２を、ステアリン酸クエン酸グリセリルをグリセリルモノステアレートに、且つ、フェノキシエタノールを水０．２重量部とメチルパラベン０．３重量部に置換した比較例３を作成し、これらのスティギング性をマウス尻尾スティギングモデルを用いて評価した。即ち、ＩＣＲマウス１群５匹の尻尾をサンドペーパーで処理し、スティギングを感じやすい状態にした。このモデルに１０μｌの化粧料をエッペンドルフで滴下し、滴下によって跳躍する距離を求め、群ごとに平均を算出した。結果を表１に示す。これより本発明の皮膚外用剤は、スティギングを非常に誘起しにくいことがわかる。又、これらのこれらについて、微生物汚染に対する抵抗性（防腐効果）を調べた。防腐効果は、これらの化粧料２０ｍｌに対し、予備培養後、菌体乃至は分生子をＰＢＳで１×１０６個／ｍｌ（終濃度）になるように菌液を加え、これをトリプトソイ寒天（ＴＳＡ）培地、サブロー寒天（ＳＤＡ）培地に２０μｌ播種して、３５℃で２４〜４８時間培養し、コロニー数をカウントした。この結果も表１に示す。本発明の皮膚外用剤に於いては充分な防菌効果を有していることがわかる。
イ
スクワラン １０ 重量部
ホホバ油 ５ 重量部
マイクロクリスタリンワックス ２ 重量部
バチルアルコール ３ 重量部
ソルビタンセスキステアレート ２ 重量部
ポリオキシエチレン（１００）ステアリルエーテル １ 重量部
ポリオキシエチレン（２）ステアリルエーテル ０．５重量部
フェノキシエタノール ０．５重量部
ステアリン酸クエン酸グリセリルル ３ 重量部
ロ
１，２−ペンタンジオール ５ 重量部
イソプレングリコール ３ 重量部
キサンタンガム ０．５重量部
水 ６４．５重量部
【００１２】
【表１】
＜実施例２＞
下記に示す処方に従って、本発明の乳化組成物を作成した。即ち、イ、ロをそれぞれ７０℃に加熱し、イにロを徐々に加えて中間水中油乳化物１を得た。これを用いて、更にハ、ニ、ホをそれぞれ８０℃に加熱し、ハにニを徐々に加え、最後にホを加え攪拌冷却して本発明の皮膚外用剤である、油中水中油乳化化粧料２を得た。このものは、更に滑らかなのび特性を有しており、化粧料として好適であった。このもののステアリン酸クエン酸グリセリルをグリセリルモノステアレートに置換した比較例４とフェノキシエタノールを水０．２重量部とメチルパラベン０．３重量部に置換した比較例５を、ステアリン酸クエン酸グリセリルをグリセリルモノステアレートに、且つ、フェノキシエタノールを水０．２重量部とメチルパラベン０．３重量部に置換した比較例６を作成し、実施例１と同様に評価した。結果を表２に示す。これより、本発明の皮膚外用剤は、スティギング誘起性が抑制されているにもかかわらず、優れた防腐効果を有することがわかる。
イ
１０％水酸化カリウム水溶液 ０．１重量部
１，３−ブタンジオール ３ 重量部
キサンタンガム ０．１重量部
水 １５ 重量部
ロ
ベヘニルアルコール ０．４重量部
ステアリン酸クエン酸グリセリル ０．５重量部
グリセリルモノステアレート ０．１重量部
スクワラン ４．５重量部
ショ糖パルミチン酸エステル ２ 重量部
フェノキシエタノール ０．５重量部
混合脂肪酸トリグリセライド＊＊＊ ０．１重量部
ベヘン酸 ０．１重量部
ステアリン酸 ０．５重量部
グリセリン ３ 重量部
ハ
１，２−ヘキシレングリコール ５ 重量部
グリセリン ５ 重量部
ポリエチレングリコール１５００ １ 重量部
水 ２６．８８重量部
ニ
「アラセルＰ−１３５」 １ 重量部
「エルデュウＰＳ−３０４」 ０．１重量部
マカデミア脂肪酸フィトステリル ０．５重量部
椿油 ０．５重量部
デカメチルシクロペンタシロキサン ４ 重量部
２−エチルヘキサン酸セチル １９ 重量部
「クロピュアＯＬ」 １ 重量部
イソステアリン酸ソルビット １ 重量部
δトコフェロール ０．０２重量部
ホ
中間水中油乳化物１ ３０ 重量部
トウキエキス １ 重量部
チョレイエキス ０．７重量部
トウニンエキス ０．８重量部
チンピエキス ０．５重量部
＊＊＊トリ（カプリン酸・カプリル酸・ミリスチン酸・ステアリン酸）グリセライド
【００１４】
【表２】
＜実施例３＞
実施例２と同様に本発明の皮膚外用剤３（皮膚外用医薬）を作成した。このものの平均跳躍距離は１．３±０．８ｃｍであり、黄色ブドウ状球菌、枯草菌及び酵母のコロニー数は０であった。
イ
１０％水酸化カリウム水溶液 ０．１重量部
１，３−ブタンジオール ３ 重量部
キサンタンガム ０．１重量部
水 １５ 重量部
ロ
ベヘニルアルコール ０．４重量部
ステアリン酸クエン酸グリセリル ０．５重量部
グリセリルモノステアレート ０．１重量部
スクワラン ４．５重量部
ショ糖パルミチン酸エステル ２ 重量部
フェノキシエタノール ０．５重量部
混合脂肪酸トリグリセライド＊＊＊ ０．１重量部
ベヘン酸 ０．１重量部
ステアリン酸 ０．５重量部
グリセリン ３ 重量部
ハ
１，２−ヘキシレングリコール ５ 重量部
グリセリン ５ 重量部
ポリエチレングリコール１５００ １ 重量部
水 ２６．８８重量部
ニ
「アラセルＰ−１３５」 １ 重量部
「エルデュウＰＳ−３０４」 ０．１重量部
マカデミア脂肪酸フィトステリル ０．５重量部
椿油 ０．５重量部
デカメチルシクロペンタシロキサン ４ 重量部
２−エチルヘキサン酸セチル １７ 重量部
デキサメタゾン ２ 重量部
「クロピュアＯＬ」 １ 重量部
イソステアリン酸ソルビット １ 重量部
δトコフェロール ０．０２重量部
ホ
中間水中油乳化物１ ３０ 重量部
トウキエキス １ 重量部
チョレイエキス ０．７重量部
トウニンエキス ０．８重量部
チンピエキス ０．５重量部
＊＊＊トリ（カプリン酸・カプリル酸・ミリスチン酸・ステアリン酸）グリセライド
【００１６】
＜実施例４＞
実施例２と同様に本発明の皮膚外用剤４（皮膚外用医薬）を作成した。このものの平均跳躍距離は１．８±１．５ｃｍであり、黄色ブドウ状球菌、枯草菌及び酵母のコロニー数は０であった。
イ
１０％水酸化カリウム水溶液 ０．１重量部
１，３−ブタンジオール ３ 重量部
キサンタンガム ０．１重量部
水 １５ 重量部
ロ
ベヘニルアルコール ０．４重量部
ステアリン酸クエン酸グリセリル ０．５重量部
グリセリルモノステアレート ０．１重量部
スクワラン ４．５重量部
ショ糖パルミチン酸エステル ２ 重量部
フェノキシエタノール ０．５重量部
混合脂肪酸トリグリセライド＊＊＊ ０．１重量部
ベヘン酸 ０．１重量部
ステアリン酸 ０．５重量部
グリセリン ３ 重量部
ハ
１，２−ペンタンジオール ５ 重量部
グリセリン ５ 重量部
ポリエチレングリコール１５００ １ 重量部
水 ２６．８８重量部
ニ
「アラセルＰ−１３５」 １ 重量部
「エルデュウＰＳ−３０４」 ０．１重量部
マカデミア脂肪酸フィトステリル ０．５重量部
椿油 ０．５重量部
デカメチルシクロペンタシロキサン ４ 重量部
２−エチルヘキサン酸セチル １７ 重量部
テルビナフィン ２ 重量部
「クロピュアＯＬ」 １ 重量部
イソステアリン酸ソルビット １ 重量部
δトコフェロール ０．０２重量部
ホ
中間水中油乳化物１ ３０ 重量部
トウキエキス １ 重量部
チョレイエキス ０．７重量部
トウニンエキス ０．８重量部
チンピエキス ０．５重量部
＊＊＊トリ（カプリン酸・カプリル酸・ミリスチン酸・ステアリン酸）グリセライド
【００１７】
【発明の効果】
本発明によれば、パラベンなどに起因するスティギングを抑制し、敏感肌の人でも使用可能な皮膚外用剤を提供することが出来る。[0001]
TECHNICAL FIELD OF THE INVENTION
The present invention relates to a skin external preparation, and more particularly, to a skin external preparation suitable as a cosmetic for humans with sensitive skin.
[0002]
[Prior art]
The emulsified composition can contain both lipophilic and hydrophilic components, making it a useful dosage form in areas requiring treatment of both oily and aqueous components. As such a field, for example, fields such as cosmetics, medicine, and food can be particularly preferably exemplified. Among such emulsifying forms, emulsifying forms having a portion having an oil phase in an external phase, such as a water-in-oil emulsifying form or a multi-phase emulsifying form, improve the percutaneous absorbability of the active ingredient or make the active ingredient compatible with the skin. It is known that it is excellent and has an effect of improving the barrier function of the skin and the like, and is particularly useful as a cosmetic or a pharmaceutical preparation for external use on the skin.
[0003]
However, since an aqueous component and an oily component coexist in an emulsifying system, microbial contamination is more fragile than other dosage forms, and it is customary to use a preservative. As the preservative, it is common to use a combination of several kinds of parabens because of their antibacterial spectrum and orientation to the oil phase and aqueous phase. Certainly, parabens are excellent preservatives with high safety and a broad antibacterial spectrum. However, recent findings show that people with sensitive skin tend to feel transient irritation, so-called stinging. It is known that there is a property, and it is said that avoiding this is necessary in cosmetics for sensitive skin. As a countermeasure for such stinging, a method for preventing percutaneous absorption of parabens with a polymer (JP-A-2001-64185, JP-A-11-106327, and JP-T-11-502505) and antibacterial properties are provided. Techniques utilizing polyhydric alcohols such as 2,3-butanediol, 1,4-butanediol, and 1,2-pentanediol are known. (Japanese Patent Application Laid-Open Nos. 2002-212021, 2002-145719, and 2002-128633) However, it is impossible to completely shut out the stimulus-expressing substance by these techniques, and the antibacterial property can be reduced only by polyhydric alcohol. In order to maintain it, the amount used has usually been large enough to affect stability. That is, it has been desired to develop an antiseptic means that does not depend on a practical paraben in a skin external preparation.
[0004]
On the other hand, glyceryl citrate stearate is known as a cosmetic raw material that imparts moisturizing properties. (Japanese Unexamined Patent Application Publication No. 2002-326920, JP-T-2002-50109, JP-T-2002-501010, and JP-T-2002-501014) However, there is no known skin external preparation containing 1) glyceryl citrate stearate and 2) phenoxyethanol. By adopting such a constitution, a paraben-free external preparation for skin having a sufficient antiseptic effect was obtained, and it was not known at all that stinging could be suppressed.
[0005]
[Problems to be solved by the invention]
The present invention has been made under such circumstances, and it is an object of the present invention to provide a skin external preparation that can suppress stinging caused by parabens and the like and can be used even by people with sensitive skin.
[0006]
[Means for solving the problem]
In view of such a situation, the present inventors have conducted intensive research efforts to suppress stinging caused by parabens and the like and seek a skin external preparation that can be used even by people with sensitive skin. As a result, 1) stearin Such characteristics were found in an external preparation for skin containing glyceryl citrate and 2) phenoxyethanol, and the invention was completed. That is, the present invention relates to the following technology.
(1) An external preparation for skin, comprising 1) glyceryl citrate stearate and 2) phenoxyethanol.
(2) The external preparation for skin according to (1), further comprising a polyhydric alcohol having the following antibacterial properties:
(Antibacterial polyhydric alcohol)
(1) or characterized in that it is an emulsified form including 1,3-butanediol, isoprene glycol, 1,2-pentanediol, 1,2-hexylene glycol (3) a form having an oil phase in an external phase. The emulsion composition according to (2).
(4) The emulsion composition according to any one of (1) to (3), which is in a water-in-oil emulsion form or a multi-phase emulsion form.
(5) The emulsion composition according to any one of (1) to (4), which is a cosmetic.
(6) The external preparation for skin according to any one of (1) to (5), which is a cosmetic for sensitive skin.
[0007]
BEST MODE FOR CARRYING OUT THE INVENTION
(1) Glyceryl stearate as an essential component of the external preparation for skin of the present invention The emulsified composition of the present invention is characterized by containing glyceryl citrate stearate as an essential component. Glyceryl citrate stearate is a generic name of a complex ester in which at least one of three hydroxyl groups of glycerin is substituted with a stearoyloxy group and at least one is substituted with a carboxyl group of citric acid. Examples thereof include monostearoyloxyglyceryl monocitrate, distearoyloxyglyceryl monocitrate, and dicitroyloxyglyceryl monostearate, which are usually used in a mixture thereof. Such a component is, for example, protecting the hydroxyl group of citric acid with a pyranyl group or the like, then treating the carboxyl group with thionyl chloride or the like to form an acid chloride, reacting with glycerin in the presence of an alkali, and then stearic acid into thionyl chloride. Can be obtained by reacting the acid chloride derived by the reaction in the same manner and deprotection under acid conditions. Since such a mixture is already commercially available, such a commercially available product can be used. Examples of commercially available products include those sold by Huels AG under the trade names "Invitor 370" and "IMWITOR (R) 370", and "Araton V175" (manufactured by Uniqema). These glyceryl citrate stearate has an effect of improving the strength of the emulsified interface in the emulsified composition. In addition, it exerts a protective effect without giving much irritation to sensitive skin. Further, even when used in an emulsifying system, it is difficult to assimilate, and phenoxyethanol described below exhibits a sufficient antiseptic effect under paraben-free conditions. The preferred content of the glyceryl citrate stearate in the skin external preparation of the present invention is 0.1 to 10% by weight, more preferably 0.5 to 5% by weight, based on the total amount of the emulsified composition. %. This is because if the amount of such components is too small, the effect of imparting strength to the interface may not be obtained, and if the amount is too large, the stability may be impaired.
[0008]
(2) Phenoxyethanol which is an essential component of the skin external preparation of the present invention The skin external preparation of the present invention is characterized by containing phenoxyethanol. Phenoxyethanol is a preservative with low stinging properties, but its antibacterial properties are also low. By combining this with the glyceryl citrate stearate, an excellent preservative effect is imparted to the entire system. In the present invention, the preferable content of the phenoxyethanol is 0.1 to 5% by weight, more preferably 0.2 to 1% by weight, based on the total amount of the external preparation for skin. If the amount is too small, the preservative effect may not be exhibited in some cases, while if the amount is too large, the antiseptic effect may reach a plateau and the stability of the system may be impaired.
[0009]
(3) External preparation for skin of the present invention The external preparation for skin of the present invention is characterized by containing the above essential components. The external preparation for skin referred to in the present invention is a generic name of a composition applied for external use on the skin, and examples thereof include cosmetics (including quasi-drugs), external preparations for skin, sundry miscellaneous goods, and the like. A cosmetic is suitable as the external preparation for skin of the present invention, and it is particularly suitable to be applied to a cosmetic for sensitive skin because of its low stinging property. The external preparation for skin of the present invention may contain, in addition to the above essential components, optional components used in the external preparation for skin as long as the effects of the present invention are not impaired. Such optional components include, for example, squalane, liquid paraffin, light liquid isoparaffin, heavy liquid isoparaffin, microcrystalline wax, hydrocarbons such as solid paraffin, dimethicone, femethicone, cyclomethicone, amodimethicone, and polyether-modified silicone. Silicones, jojoba oil, carnauba wax, mokuro, beeswax, gay wax, octyldodecyl oleate, isopropyl myristate, neopentyl glycol diisostearate, esters such as malic acid diisostearate, stearic acid, lauric acid, Fatty acids such as myristic acid, palmitic acid, isostearic acid, isopalmitic acid, behenic acid, oleic acid, behenyl alcohol, cetanol, oleyl alcohol, octadecyl alcohol Higher alcohols such as coal, castor oil, coconut oil, hydrogenated coconut oil, camellia oil, wheat germ oil, triglycerides such as isostearic acid triglyceride, isooctanoic acid triglyceride and olive oil, 1,3-butanediol, glycerin, diglycerin , Dipropylene glycol, polyethylene glycol, 1,2-pentanediol, 1,2-hexylene glycol, polyhydric alcohols such as isoprene glycol, sorbitan sesquiolate, sorbitan monooleate, sorbitan triolate, sorbitan sesquistearate, sorbitan mono Stearate, polyoxyethylene sorbitan monooleate, polyoxyethylene sorbitan monostearate, polyoxyethylene stearate, polyoxyethylene oleate, polio Non-ionic surfactants such as ciethylene glyceryl fatty acid ester, polyexylene ethylene alkyl ether, and polyoxyethylene hydrogenated castor oil; anionic surfactants such as sodium lauryl stearate, polyoxyethylene alkyl sulfate, and sulfosuccinate; Cationic surfactants such as quaternary alkylammonium salts, amphoteric surfactants such as alkyl betaine, organic powders such as crystalline cellulose and cross-linked methylpolysiloxane, polyethylene powder, acrylic resin powder, talc, mica, Powders which may be surface-treated such as sericite, magnesium carbonate, calcium carbonate, titanium dioxide, iron oxide, navy blue, ultramarine, titanium mica, titanium sericite, silica, etc., acrylic acid / alkyl methacrylate copolymer and / or Its salt, carboxy Nyl polymers and / or salts thereof, thickeners such as xanthan gum and hydroxypropylcellulose, vitamins such as retinol, retinoic acid, tocopherol, riboflavin, pyridoxine, ascorbic acid, and ascorbic acid phosphate, glycyrrhizinate, glycyrrhetin, and ursolic acid And terpenes such as oleanolic acid, active ingredients such as steroids such as estradiol, ethinyl estradiol and estriol, and ultraviolet absorbers such as dimethylaminobenzoate, cinnamate and benzophenone. A particularly preferred embodiment is a paraben-free embodiment. In order to further increase the preservative power of phenoxyethanol, it is extremely advantageous and preferable to include components such as 1,3-butanediol, isoprene glycol, 1,2-pentanediol, and 1,2-hexylene glycol. . Such antibacterial polyhydric alcohols may contain only one kind, or may contain two or more kinds in combination. The preferable content of the antibacterial polyhydric alcohol is 1 to 20% by weight, more preferably 2 to 10% by weight, based on the total amount of the external preparation for skin. This is because if the amount is too small, the effect of addition may not be obtained, and if the amount is too large, the effect may reach a plateau and the stability of the system may be impaired. Further, the dosage form of the external preparation for skin of the present invention is preferably an emulsified form including a form having an oil phase in the external phase, and more preferably a water-in-oil emulsified form or a multi-phase emulsified form. This is because glyceryl citrate stearate, which is an essential component of the skin external preparation of the present invention, has an effect of strengthening the interface in the emulsification system. In particular, in a multi-phase emulsifying agent such as an oil-in-oil-in-oil emulsification system or a water-in-oil-in-water emulsification system, it is important to strengthen the interface because it greatly contributes to stability as compared with a normal emulsification system, In that sense, it is significant to embody the external preparation for skin of the present invention in a multi-phase emulsification system. The external preparation for skin of the present invention can be produced by treating the above essential components and optional components according to a conventional method.
[0010]
【Example】
Hereinafter, the present invention will be described in more detail with reference to Examples, but it goes without saying that the present invention is not limited to only these Examples.
[0011]
<Example 1>
According to the following formulation, a skin external preparation (cosmetic) 1 of the present invention was obtained. That is, the components (a) and (b) were heated to 75 ° C., and the components (a) and (b) were gradually added to the component (a) with stirring, and the emulsified particles were adjusted with a homogenizer. As obtained. Glyceryl citrate stearate was replaced with glyceryl monostearate and Comparative Example 1 where phenoxyethanol was replaced with 0.2 parts by weight of water and 0.3 parts by weight of methyl paraben. Comparative Example 3 was prepared in which stearate was replaced with phenoxyethanol by 0.2 parts by weight of water and 0.3 parts by weight of methyl paraben, and their stinging properties were evaluated using a mouse tail stinging model. That is, the tails of a group of five ICR mice were treated with sandpaper so that stinging was easily felt. To this model, 10 μl of the cosmetic was dropped by Eppendorf, the distance jumped by dropping was obtained, and the average was calculated for each group. Table 1 shows the results. This indicates that the external preparation for skin of the present invention hardly induces stinging. In addition, the resistance (preservative effect) of these to microbial contamination was examined. The preservative effect is as follows. After preculture of 20 ml of these cosmetics, bacterial cells or conidia are added with PBS to a concentration of 1 × 10 6 cells / ml (final concentration) in PBS, and this is added to tryptic soy agar (TSA). ) A medium, Sabouraud agar (SDA) medium, was seeded at 20 µl, cultured at 35 ° C for 24-48 hours, and the number of colonies was counted. The results are also shown in Table 1. It can be seen that the external preparation for skin of the present invention has a sufficient antibacterial effect.
Isqualane 10 parts by weight Jojoba oil 5 parts by weight Microcrystalline wax 2 parts by weight batyl alcohol 3 parts by weight sorbitan sesquistearate 2 parts by weight polyoxyethylene (100) stearyl ether 1 part by weight polyoxyethylene (2) stearyl ether 0.5 Parts by weight Phenoxyethanol 0.5 parts by weight Glyceryl citrate stearate 3 parts by weight 1,2-pentanediol 5 parts by weight Isoprene glycol 3 parts by weight Xanthan gum 0.5 parts by weight Water 64.5 parts by weight
[Table 1]
<Example 2>
The emulsified composition of the present invention was prepared according to the following formulation. That is, (a) and (b) were each heated to 70 ° C., and (b) was gradually added to (a) to obtain an intermediate oil-in-water emulsion 1. Using this, C, D and E were each heated to 80 ° C., D was gradually added to C, and finally E was added and stirred and cooled to obtain an oil-in-water-in-oil emulsion, which is a skin external preparation of the present invention. Cosmetic 2 was obtained. This product had smoother spreading properties and was suitable as a cosmetic. Glyceryl citrate stearate was replaced with glyceryl monostearate in Comparative Example 4 and phenoxyethanol was replaced with 0.2 parts by weight of water and 0.3 parts by weight of methyl paraben. Comparative Example 6 was prepared in which stearate was replaced with phenoxyethanol by 0.2 parts by weight of water and 0.3 parts by weight of methyl paraben, and evaluated in the same manner as in Example 1. Table 2 shows the results. This shows that the external preparation for skin of the present invention has an excellent antiseptic effect despite the suppression of stinging induction.
A 10% aqueous potassium hydroxide solution 0.1 part by weight 1,3-butanediol 3 parts by weight Xanthan gum 0.1 part by weight Water 15 parts by weight Robehenyl alcohol 0.4 parts by weight Glyceryl citrate stearate 0.5 parts by weight glyceryl mono Stearate 0.1 parts by weight Squalane 4.5 parts by weight Sucrose palmitate 2 parts by weight Phenoxyethanol 0.5 parts by weight Mixed fatty acid triglyceride *** 0.1 parts by weight Behenic acid 0.1 parts by weight Stearic acid 0.5 parts by weight Parts by weight glycerin 3 parts by weight c 1,2-hexylene glycol 5 parts by weight glycerin 5 parts by weight polyethylene glycol 1500 1 part by weight water 26.88 parts by weight d "Arasel P-135" 1 part by weight "Eldew PS-304" 0 1 part by weight macadamia fatty acid phytosteryl 0.5 part by weight camellia oil Parts by weight decamethylcyclopentasiloxane 4 parts by weight cetyl 2-ethylhexanoate 19 parts by weight "Cropure OL" 1 part by weight sorbitol isostearate 1 part by weight δ tocopherol 0.02 parts by weight E oil in water emulsion 1 30 parts by weight Touki Extract 1 part by weight Chorei extract 0.7 part by weight Tonin extract 0.8 part by weight Chimney extract 0.5 part by weight *** Tri (capric acid / caprylic acid / myristic acid / stearic acid) glyceride
[Table 2]
<Example 3>
In the same manner as in Example 2, a skin external preparation 3 (external skin medicine) of the present invention was prepared. The average jump distance was 1.3 ± 0.8 cm, and the number of colonies of Staphylococcus aureus, Bacillus subtilis and yeast was 0.
A 10% aqueous potassium hydroxide solution 0.1 part by weight 1,3-butanediol 3 parts by weight Xanthan gum 0.1 part by weight Water 15 parts by weight Robehenyl alcohol 0.4 parts by weight Glyceryl citrate stearate 0.5 parts by weight glyceryl mono Stearate 0.1 parts by weight Squalane 4.5 parts by weight Sucrose palmitate 2 parts by weight Phenoxyethanol 0.5 parts by weight Mixed fatty acid triglyceride *** 0.1 parts by weight Behenic acid 0.1 parts by weight Stearic acid 0.5 parts by weight Parts by weight glycerin 3 parts by weight C 1,2-hexylene glycol 5 parts by weight glycerin 5 parts by weight polyethylene glycol 1500 1 part by weight water 26.88 parts by weight d "Aracel P-135" 1 part by weight "Eldew PS-304" 0 1 part by weight macadamia fatty acid phytosteryl 0.5 part by weight camellia oil Parts by weight decamethylcyclopentasiloxane 4 parts by weight cetyl 2-ethylhexanoate 17 parts by weight dexamethasone 2 parts by weight "Cropure OL" 1 part by weight sorbite isostearate 1 part by weight δ tocopherol 0.02 parts by weight E oil-in-water emulsion 1 30 parts by weight Touki extract 1 part by weight Chorei extract 0.7 part by weight Tonin extract 0.8 part by weight Chimney extract 0.5 part by weight *** Tri (capric acid / caprylic acid / myristic acid / stearic acid) glyceride
<Example 4>
In the same manner as in Example 2, a skin external preparation 4 of the present invention (a skin external medicine) was prepared. The average jump distance was 1.8 ± 1.5 cm, and the number of colonies of Staphylococcus aureus, Bacillus subtilis and yeast was 0.
A 10% aqueous potassium hydroxide solution 0.1 part by weight 1,3-butanediol 3 parts by weight Xanthan gum 0.1 part by weight Water 15 parts by weight Robehenyl alcohol 0.4 parts by weight Glyceryl citrate stearate 0.5 parts by weight glyceryl mono Stearate 0.1 parts by weight Squalane 4.5 parts by weight Sucrose palmitate 2 parts by weight Phenoxyethanol 0.5 parts by weight Mixed fatty acid triglyceride *** 0.1 parts by weight Behenic acid 0.1 parts by weight Stearic acid 0.5 Parts by weight Glycerin 3 parts by weight C 1,2-pentanediol 5 parts by weight Glycerin 5 parts by weight Polyethylene glycol 1500 1 part by weight Water 26.88 parts by weight D "Arasel P-135" 1 part by weight "ELDU PS-304" 0. 1 part by weight Macadamia fatty acid phytosteryl 0.5 part by weight Camellia oil 0.5 weight Parts by weight decamethylcyclopentasiloxane 4 parts by weight cetyl 2-ethylhexanoate 17 parts by weight terbinafine 2 parts by weight "CroPure OL" 1 part by weight sorbitol isostearate 1 part by weight δ tocopherol 0.02 parts by weight E oil in water emulsion 1 30 Parts by weight Touki extract 1 part by weight Chorei extract 0.7 part by weight Tonin extract 0.8 part by weight Chimney extract 0.5 part by weight *** tri (capric acid / caprylic acid / myristic acid / stearic acid) glyceride
【The invention's effect】
ADVANTAGE OF THE INVENTION According to this invention, the stinging resulting from paraben etc. can be suppressed and the skin external preparation which can be used also by the person with sensitive skin can be provided.
Claims (6)
（抗菌性多価アルコール）
１，３−ブタンジオール、イソプレングリコール、１，２−ペンタンジオール、１，２−ヘキシレングリコールThe skin external preparation according to claim 1, further comprising a polyhydric alcohol having the following antibacterial properties.
(Antibacterial polyhydric alcohol)
1,3-butanediol, isoprene glycol, 1,2-pentanediol, 1,2-hexylene glycol
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
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| JP2002350872A JP2004182640A (en) | 2002-12-03 | 2002-12-03 | Cosmetic for sensitive skin |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2002350872A JP2004182640A (en) | 2002-12-03 | 2002-12-03 | Cosmetic for sensitive skin |
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| JP2004182640A true JP2004182640A (en) | 2004-07-02 |
| JP2004182640A5 JP2004182640A5 (en) | 2005-10-27 |
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| Application Number | Title | Priority Date | Filing Date |
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| JP2002350872A Pending JP2004182640A (en) | 2002-12-03 | 2002-12-03 | Cosmetic for sensitive skin |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE102005051865A1 (en) * | 2005-10-25 | 2007-04-26 | Beiersdorf Ag | Use of 1,2-alkanediols for improving the foaming behavior of oil-containing cleaning preparations |
| JP2016535053A (en) * | 2013-10-31 | 2016-11-10 | デブ アイピー リミティド | Multiple emulsions stabilized as skin protection products |
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| DE102005051865A1 (en) * | 2005-10-25 | 2007-04-26 | Beiersdorf Ag | Use of 1,2-alkanediols for improving the foaming behavior of oil-containing cleaning preparations |
| JP2016535053A (en) * | 2013-10-31 | 2016-11-10 | デブ アイピー リミティド | Multiple emulsions stabilized as skin protection products |
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