JP2009143816A - 皮膚外用剤 - Google Patents
皮膚外用剤 Download PDFInfo
- Publication number
- JP2009143816A JP2009143816A JP2007319961A JP2007319961A JP2009143816A JP 2009143816 A JP2009143816 A JP 2009143816A JP 2007319961 A JP2007319961 A JP 2007319961A JP 2007319961 A JP2007319961 A JP 2007319961A JP 2009143816 A JP2009143816 A JP 2009143816A
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- skin
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Landscapes
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Abstract
【解決手段】 下記一般式(I)で示されるブロック型アルキレンオキシド誘導体を含むことを特徴とする皮膚外用剤。
R1O−(EO)a−(HO)x−(EO)b−R2 (I)
(式中、EOはオキシエチレン基、HOはオキシヘキシレン基であり、a+b,xはそれぞれオキシエチレン基、オキシヘキシレン基の平均付加モル数で1≦a+b≦150、1≦x≦50である。オキシエチレン基とオキシヘキシレン基の付加形態はブロック状であり、オキシエチレン基とオキシヘキシレン基との合計量に対するオキシエチレン基の割合は10〜90質量%である。R1,R2は、同一もしくは異なってもよい炭素数1〜4の炭化水素基である。)
【選択図】 なし
Description
R1O−(EO)a−(HO)x−(EO)b−R2 (I)
(式中、EOはオキシエチレン基、HOはオキシヘキシレン基であり、a+b,xはそれぞれオキシエチレン基、オキシヘキシレン基の平均付加モル数で1≦a+b≦150、1≦x≦50である。オキシエチレン基とオキシヘキシレン基の付加形態はブロック状であり、オキシエチレン基とオキシヘキシレン基との合計量に対するオキシエチレン基の割合は10〜90質量%である。R1,R2は、同一もしくは異なってもよい炭素数1〜4の炭化水素基である。)
また、前記皮膚外用剤において、前記一般式(I)で示されるブロック型アルキレンオキシド誘導体を0.01〜30質量%配合することが好適である。
また、本発明にかかる使用性向上剤は、前記一般式(I)で示されるブロック型アルキレンオキシド誘導体を有効成分とすることを特徴とするものである。
本発明にかかる皮膚外用剤は、下記一般式(I)で示されるブロック型アルキレンオキシド誘導体を含むものである。
R1O−(EO)a−(HO)x−(EO)b−R2 (I)
アニオン界面活性剤としては、例えば、脂肪酸セッケン(例えば、ラウリン酸ナトリウム、パルミチン酸ナトリウム等);高級アルキル硫酸エステル塩(例えば、ラウリル硫酸ナトリウム、ラウリル硫酸カリウム等);アルキルエーテル硫酸エステル塩(例えば、POEラウリル硫酸トリエタノールアミン、POEラウリル硫酸ナトリウム等);N−アシルサルコシン酸(例えば、ラウロイルサルコシンナトリウム等);高級脂肪酸アミドスルホン酸塩(例えば、N−ミリストイル−N−メチルタウリンナトリウム、ヤシ油脂肪酸メチルタウリッドナトリウム、ラウリルメチルタウリッドナトリウム等);リン酸エステル塩(POEオレイルエーテルリン酸ナトリウム、POEステアリルエーテルリン酸等);スルホコハク酸塩(例えば、ジ−2−エチルヘキシルスルホコハク酸ナトリウム、モノラウロイルモノエタノールアミドポリオキシエチレンスルホコハク酸ナトリウム、ラウリルポリプロピレングリコールスルホコハク酸ナトリウム等);アルキルベンゼンスルホン酸塩(例えば、リニアドデシルベンゼンスルホン酸ナトリウム、リニアドデシルベンゼンスルホン酸トリエタノールアミン、リニアドデシルベンゼンスルホン酸等);高級脂肪酸エステル硫酸エステル塩(例えば、硬化ヤシ油脂肪酸グリセリン硫酸ナトリウム等);N−アシルグルタミン酸塩(例えば、N−ラウロイルグルタミン酸モノナトリウム、N−ステアロイルグルタミン酸ジナトリウム、N−ミリストイル−L−グルタミン酸モノナトリウム等);硫酸化油(例えば、ロート油等);POEアルキルエーテルカルボン酸;POEアルキルアリルエーテルカルボン酸塩;α−オレフィンスルホン酸塩;高級脂肪酸エステルスルホン酸塩;二級アルコール硫酸エステル塩;高級脂肪酸アルキロールアミド硫酸エステル塩;ラウロイルモノエタノールアミドコハク酸ナトリウム;N−パルミトイルアスパラギン酸ジトリエタノールアミン;カゼインナトリウム等が挙げられる。
アミノ酸としては、例えば、中性アミノ酸(例えば、スレオニン、システイン等);塩基性アミノ酸(例えば、ヒドロキシリジン等)等が挙げられる。また、アミノ酸誘導体として、例えば、アシルサルコシンナトリウム(ラウロイルサルコシンナトリウム)、アシルグルタミン酸塩、アシルβ−アラニンナトリウム、グルタチオン、ピロリドンカルボン酸等が挙げられる。
〈評価(1):肌のなめらかさ〉
皮膚外用剤の使用中及び使用後の肌のなめらかさについて、専門パネル10名により、
以下に示す試験例の皮膚外用剤、及びコントロールとして従来品の皮膚外用剤(グリセリンを保湿剤として配合した組成)を実使用してもらい、下記採点基準による点数判定を行ってもらう。ここで、点数判定は、コントロール皮膚外用剤を0として実施する。なお、各パネルによる点数の総和をパネル人数で割った平均値を算出し、下記評価基準に従い、評価結果とした。
採点基準
+3:コントロール皮膚外用剤に比べて、非常になめらかに感じる。
+2:コントロール皮膚外用剤に比べて、なめらかに感じる。
+1:コントロール皮膚外用剤に比べて、ややなめらかに感じる。
0:どちらともいえない。
−1:コントロール皮膚外用剤に比べて、なめらかとあまり感じない。
−2:コントロール皮膚外用剤に比べて、なめらかと感じない。
−3:コントロール皮膚外用剤に比べて、なめらかと全く感じない。
評価基準
A:パネル10名の平均値が、+1.5点以上。
B:パネル10名の平均値が、0以上1.5点未満。
C:パネル10名の平均値が、−1.5点以上0点未満。
D:パネル10名の平均値が、−1.5点未満
皮膚外用剤の使用中の肌上へののびを、専門パネル10名により、以下に示す試験例の皮膚外用剤、及びコントロールとして従来品の皮膚外用剤(グリセリンを保湿剤として配合した組成)を実使用してもらい、下記採点基準による点数判定を行ってもらう。ここで、点数判定は、コントロール皮膚外用剤を0として実施する。なお、各パネルによる点数の総和をパネル人数で割った平均値を算出し、下記評価基準に従い、評価結果とした。
+3:コントロール皮膚外用剤に比べて、非常にのびがよい。
+2:コントロール皮膚外用剤に比べて、のびがよい。
+1:コントロール皮膚外用剤に比べて、ややのびがよい。
0:どちらともいえない。
−1:コントロール皮膚外用剤に比べて、ややのびが悪い。
−2:コントロール皮膚外用剤に比べて、のびが悪い。
−3:コントロール皮膚外用剤に比べて、非常にのびが悪い。
評価基準
A:パネル10名の平均値が、+1.5点以上。
B:パネル10名の平均値が、0以上1.5点未満。
C:パネル10名の平均値が、−1.5点以上0点未満。
D:パネル10名の平均値が、−1.5点未満
皮膚外用剤を肌へ塗布後のさっぱり感について、専門パネル10名により、以下に示す試験例の皮膚外用剤、及びコントロールとして従来品の皮膚外用剤(グリセリンを保湿剤として配合した組成)を実使用してもらい、下記採点基準による点数判定を行ってもらう。ここで、点数判定は、コントロール皮膚外用剤を0として実施する。なお、各パネルによる点数の総和をパネル人数で割った平均値を算出し、下記評価基準に従い、評価結果とした。
採点基準
+3:コントロール皮膚外用剤に比べて、非常にさっぱり感を感じる。
+2:コントロール皮膚外用剤に比べて、さっぱり感を感じる。
+1:コントロール皮膚外用剤に比べて、ややさっぱり感を感じる。
0:どちらともいえない。
−1:コントロール皮膚外用剤に比べて、ややさっぱり感を感じない。
−2:コントロール皮膚外用剤に比べて、さっぱり感を感じない。
−3:コントロール皮膚外用剤に比べて、全くさっぱり感を感じない。
評価基準
A:パネル10名の平均値が、+1.5点以上。
B:パネル10名の平均値が、0以上1.5点未満。
C:パネル10名の平均値が、−1.5点以上0点未満。
D:パネル10名の平均値が、−1.5点未満
顔(部位:頬)に肌荒れを起こしている10名の被験者により、皮膚外用剤を塗布して以下方法により肌荒れ改善効果試験を実施した。
試験方法:左右の頬に、異なる皮膚外用剤(各試験例の皮膚外用剤及びコントロール皮膚外用剤)を1日1回、1週間連日塗布し、その期間終了翌日に下記の採点基準により点数判定を行った。ここで、点数判定は、コントロール皮膚外用剤を0として実施する。なお、各パネルによる点数の総和をパネル人数で割った平均値を算出し、下記評価基準に従い、評価結果とした。
+3:コントロール皮膚外用剤に比べて、非常に肌荒れが改善されていると感じる。
+2:コントロール皮膚外用剤に比べて、肌荒れが改善されていると感じる。
+1:コントロール皮膚外用剤に比べて、やや肌荒れが改善されていると感じる。
0:どちらともいえない。
−1:コントロール皮膚外用剤に比べて、あまり肌荒れが改善されていると感じない。
−2:コントロール皮膚外用剤に比べて、肌荒れが改善されていると感じない。
−3:コントロール皮膚外用剤に比べて、全く肌荒れが改善されていると感じない。
評価基準
A:パネル10名の平均値が、+1.5点以上。
B:パネル10名の平均値が、0以上1.5点未満。
C:パネル10名の平均値が、−1.5点以上0点未満。
D:パネル10名の平均値が、−1.5点未満
各試験例の皮膚外用剤について、製造直後及びガラス瓶に充填し50℃にて6週間放置後の目視観察により、以下の基準に基づいて安定性の評価を行った。
A:外観に変化がみられなかった。
B:わずかな油相または水相の分離が認められた。
C:油相または水相の分離がかなり認められた。
<合成例>
化合物1:R1O−(EO)a−(HO)x−(EO)b−R2
(a+b=24、x=7、R1=R2=メチル基、EO/(EO+HO)=60質量%)
1,2−ヘキサンジオール118gと三フッ化ホウ素ジエチルエーテル1.7gをオートクレーブ中に仕込み、乾燥窒素で置換した後、撹拌しながら、50℃、0.2〜0.3MPa(ゲージ圧)にて、滴下装置より、1,2−ヘキシレンオキシド600gを滴下させ、3時間撹拌した。反応物を取り出し、水酸化カリウムで中和pH6〜7とし、含有する水分を100℃で1時間処理することで除去し、さらに生成した塩を除去するためにろ過を行い、ポリオキシヘキシレン702gを得た。
得られたポリオキシヘキシレン700gと水酸化カリウム3.5gをオートクレーブ中に仕込み、乾燥窒素で置換した後、撹拌しながら140℃にて触媒を完全に溶解させた。引き続き、140℃、0.2〜0.5MPa(ゲージ圧)にて、滴下装置より、エチレンオキシド1056gを滴下させ、2時間撹拌した。次に、水酸化カリウム125gを仕込み、系内を乾燥窒素で置換した後、塩化メチル110gを温度80〜130℃、0.3MPa(ゲージ圧)で圧入し6時間反応させた。その後オートクレーブより反応物を取り出し、塩酸で中和してpH6〜7とし、含有する水分を100℃で1時間処理することで除去した。さらに処理後生成した塩を除去するためにろ過を行い、化合物1を得た。
なお、下記表中のブロック型アルキレンオキシド誘導体は、以下の構造を有するものとし、EOはオキシエチレン基、HOはオキシヘキシレン基、BOはオキシブチレン基を意味する。
R1O−(EO)a−(AO)x−(EO)b−R2
例えば、オキシエチレン基とオキシヘキシレン基とを用い、a+b=24,x=7の場合は、(HO)7(EO)24と表記する。
また、界面活性剤として従来から用いられているPOE(60)硬化ヒマシ油を配合しても(試験例11)、さっぱり感及び肌荒れ改善効果は得られなかった。
(配合成分) (質量%)
A相
(1)スクワラン 4.0
(2)オレイルオレート 2.5
(3)ワセリン 1.5
(4)POH(7)POE(60)ジメチルエーテル 2.0
(5)月見草油 0.2
(6)香料 0.1
(7)防腐剤 適量
B相
(8)1,3−ブチレングリコール 1.5
(9)エタノール 2.0
(10)カルボキシビニルポリマー 0.2
(11)水酸化カリウム 0.1
(12)L−アルギニンL−アスパラギン酸塩 0.01
(13)エデト酸塩 0.05
(14)精製水 残余
(製法)
A相とB相を各々70℃に加熱し溶解した後、A相をB相に加えて乳化機を用いて乳化した。得られた乳化物を熱交換機を用いて冷却し、目的の乳液を得た。
(配合成分) (質量%)
A相
(1)ステアリン酸 10.0
(2)ステアリルアルコール 3.5
(3)ステアリン酸ブチル 6.0
(4)POH(7)POE(24)ジメチルエーテル 1.5
(5)モノステアリン酸グリセリン 2.5
(6)ビタミンEアセテート 0.5
(7)ビタミンAパルミテート 0.1
(8)マカデミアナッツ油 0.5
(9)香料 0.15
(10)防腐剤 適量
B相
(11)グリセリン 6.0
(12)1,2−ペンタンジオール 2.0
(13)ヒアルロン酸ナトリウム 1.5
(14)水酸化カリウム 2.0
(15)アスコルビン酸リン酸マグネシウム 0.1
(16)L−アルギニン塩酸塩 0.01
(17)エデト酸三ナトリウム 0.05
(18)精製水 残余
(製法)
A相とB相を各々70℃に加熱し溶解した後、A相をB相に加えて乳化機を用いて乳化した。得られた乳化物を熱交換機を用いて冷却し、目的のクリームを得た。
(配合成分) (質量%)
A相
(1)エタノール 5.0
(2)POH(5)POE(45)ジメチルエーテル 0.2
(3)2−エチルヘキシル−P−ジメチルアミノベンゾエート 0.1
(4)防腐剤 適量
(5)香料 0.1
B相
(6)ピロリドンカルボン酸ナトリウム 0.3
(7)ニコチン酸アミド 0.2
(8)ジモルホリノピリダジノン 0.1
(9)アロエ抽出液 0.2
(10)精製水 残余
(製法)
A相とB相を各々溶解させた後、A相をB相に加えて可溶化し、目的の化粧水を得た。
(配合成分) (質量%)
A相
(1)セタノール 3.5
(2)脱臭ラノリン 4.0
(3)ホホバ油 5.0
(4)ワセリン 2.0
(5)スクワラン 6.0
(6)モノステアリン酸グリセリン 2.5
(7)POH(7)POE(24)ジメチルエーテル 1.5
(8)ピリドキシントリパルミテート 0.1
(9)香料 0.3
(10)防腐剤 適量
B相
(11)プロピレングリコール 10.0
(12)ナイロン球状粉末 2.0
(13)シリコーン処理二酸化チタン 5.0
(14)シリコーン処理酸化鉄 2.0
(15)シリコーン処理マイカ 1.0
(16)金属セッケン処理タルク 2.0
(17)エデト酸三ナトリウム 0.5
(18)精製水 残余
(製法)
A相とB相を各々70℃に加熱し溶解した後、A相をB相に加えて乳化機を用いて乳化した。得られた乳化物を熱交換機を用いて冷却し、目的のファンデーションを得た。
Claims (5)
- 下記一般式(I)で示されるブロック型アルキレンオキシド誘導体を含むことを特徴とする皮膚外用剤。
R1O−(EO)a−(HO)x−(EO)b−R2 (I)
(式中、EOはオキシエチレン基、HOはオキシヘキシレン基であり、a+b,xはそれぞれオキシエチレン基、オキシヘキシレン基の平均付加モル数で1≦a+b≦150、1≦x≦50である。オキシエチレン基とオキシヘキシレン基の付加形態はブロック状であり、オキシエチレン基とオキシヘキシレン基との合計量に対するオキシエチレン基の割合は10〜90質量%である。R1,R2は、同一もしくは異なってもよい炭素数1〜4の炭化水素基である。) - 請求項1に記載の皮膚外用剤において、前記一般式(I)で示されるブロック型アルキレンオキシド誘導体のHO基がオキシ−1−ブチルエチレン基又はオキシ−2−ブチルエチレン基であることを特徴とする皮膚外用剤。
- 請求項1又は2に記載の皮膚外用剤において、前記一般式(I)で示されるブロック型アルキレンオキシド誘導体を0.01〜30質量%配合することを特徴とする皮膚外用剤。
- 前記一般式(I)で示されるブロック型アルキレンオキシド誘導体を有効成分とする肌荒れ改善剤。
- 前記一般式(I)で示されるブロック型アルキレンオキシド誘導体を有効成分とする使用性向上剤。
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JP2011195522A (ja) * | 2010-03-23 | 2011-10-06 | Nof Corp | アルキレンオキシド誘導体からなる可溶化剤及びこれを含有する可溶化組成物。 |
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