JP2010503715A - 分子インプリントポリマーをベースとする化粧用調製物 - Google Patents
分子インプリントポリマーをベースとする化粧用調製物 Download PDFInfo
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- JP2010503715A JP2010503715A JP2009528688A JP2009528688A JP2010503715A JP 2010503715 A JP2010503715 A JP 2010503715A JP 2009528688 A JP2009528688 A JP 2009528688A JP 2009528688 A JP2009528688 A JP 2009528688A JP 2010503715 A JP2010503715 A JP 2010503715A
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- acid
- oil
- active compound
- compound
- polymer
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- QURCVMIEKCOAJU-UHFFFAOYSA-N trans-isoferulic acid Natural products COC1=CC=C(C=CC(O)=O)C=C1O QURCVMIEKCOAJU-UHFFFAOYSA-N 0.000 description 1
- ZCIHMQAPACOQHT-ZGMPDRQDSA-N trans-isorenieratene Natural products CC(=C/C=C/C=C(C)/C=C/C=C(C)/C=C/c1c(C)ccc(C)c1C)C=CC=C(/C)C=Cc2c(C)ccc(C)c2C ZCIHMQAPACOQHT-ZGMPDRQDSA-N 0.000 description 1
- LOIYMIARKYCTBW-OWOJBTEDSA-N trans-urocanic acid Chemical compound OC(=O)\C=C\C1=CNC=N1 LOIYMIARKYCTBW-OWOJBTEDSA-N 0.000 description 1
- LOIYMIARKYCTBW-UHFFFAOYSA-N trans-urocanic acid Natural products OC(=O)C=CC1=CNC=N1 LOIYMIARKYCTBW-UHFFFAOYSA-N 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
- 229910052723 transition metal Inorganic materials 0.000 description 1
- 229910000314 transition metal oxide Inorganic materials 0.000 description 1
- 150000003624 transition metals Chemical class 0.000 description 1
- ICUTUKXCWQYESQ-UHFFFAOYSA-N triclocarban Chemical compound C1=CC(Cl)=CC=C1NC(=O)NC1=CC=C(Cl)C(Cl)=C1 ICUTUKXCWQYESQ-UHFFFAOYSA-N 0.000 description 1
- 229960003500 triclosan Drugs 0.000 description 1
- 229940057400 trihydroxystearin Drugs 0.000 description 1
- HTJNEBVCZXHBNJ-XCTPRCOBSA-H trimagnesium;(2r)-2-[(1s)-1,2-dihydroxyethyl]-3,4-dihydroxy-2h-furan-5-one;diphosphate Chemical compound [Mg+2].[Mg+2].[Mg+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O.OC[C@H](O)[C@H]1OC(=O)C(O)=C1O HTJNEBVCZXHBNJ-XCTPRCOBSA-H 0.000 description 1
- 239000013638 trimer Substances 0.000 description 1
- GVPDNFYOFKBFEN-UHFFFAOYSA-N trimethyl(octadecoxy)silane Chemical compound CCCCCCCCCCCCCCCCCCO[Si](C)(C)C GVPDNFYOFKBFEN-UHFFFAOYSA-N 0.000 description 1
- LINXHFKHZLOLEI-UHFFFAOYSA-N trimethyl-[phenyl-bis(trimethylsilyloxy)silyl]oxysilane Chemical compound C[Si](C)(C)O[Si](O[Si](C)(C)C)(O[Si](C)(C)C)C1=CC=CC=C1 LINXHFKHZLOLEI-UHFFFAOYSA-N 0.000 description 1
- VXYADVIJALMOEQ-UHFFFAOYSA-K tris(lactato)aluminium Chemical compound CC(O)C(=O)O[Al](OC(=O)C(C)O)OC(=O)C(C)O VXYADVIJALMOEQ-UHFFFAOYSA-K 0.000 description 1
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 1
- OUYCCCASQSFEME-UHFFFAOYSA-N tyrosine Natural products OC(=O)C(N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-UHFFFAOYSA-N 0.000 description 1
- 229940040064 ubiquinol Drugs 0.000 description 1
- QNTNKSLOFHEFPK-UPTCCGCDSA-N ubiquinol-10 Chemical compound COC1=C(O)C(C)=C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)C(O)=C1OC QNTNKSLOFHEFPK-UPTCCGCDSA-N 0.000 description 1
- 229940035936 ubiquinone Drugs 0.000 description 1
- GAAKLDANOSASAM-UHFFFAOYSA-N undec-10-enoic acid;zinc Chemical compound [Zn].OC(=O)CCCCCCCCC=C GAAKLDANOSASAM-UHFFFAOYSA-N 0.000 description 1
- 150000003672 ureas Chemical class 0.000 description 1
- 229940116269 uric acid Drugs 0.000 description 1
- 229940005605 valeric acid Drugs 0.000 description 1
- 229940099259 vaseline Drugs 0.000 description 1
- 239000012178 vegetable wax Substances 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 239000010679 vetiver oil Substances 0.000 description 1
- ZTWTYVWXUKTLCP-UHFFFAOYSA-N vinylphosphonic acid Chemical compound OP(O)(=O)C=C ZTWTYVWXUKTLCP-UHFFFAOYSA-N 0.000 description 1
- NLVXSWCKKBEXTG-UHFFFAOYSA-N vinylsulfonic acid Chemical compound OS(=O)(=O)C=C NLVXSWCKKBEXTG-UHFFFAOYSA-N 0.000 description 1
- 235000011912 vitamin B7 Nutrition 0.000 description 1
- 239000011735 vitamin B7 Substances 0.000 description 1
- 235000019168 vitamin K Nutrition 0.000 description 1
- 239000011712 vitamin K Substances 0.000 description 1
- 150000003721 vitamin K derivatives Chemical class 0.000 description 1
- 229940011671 vitamin b6 Drugs 0.000 description 1
- 229940046010 vitamin k Drugs 0.000 description 1
- 235000020234 walnut Nutrition 0.000 description 1
- 238000004065 wastewater treatment Methods 0.000 description 1
- 235000019386 wax ester Nutrition 0.000 description 1
- 239000010497 wheat germ oil Substances 0.000 description 1
- 239000012463 white pigment Substances 0.000 description 1
- 229940118846 witch hazel Drugs 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 230000037366 wrinkle cream Effects 0.000 description 1
- 230000037303 wrinkles Effects 0.000 description 1
- GAWWVVGZMLGEIW-GNNYBVKZSA-L zinc ricinoleate Chemical compound [Zn+2].CCCCCC[C@@H](O)C\C=C/CCCCCCCC([O-])=O.CCCCCC[C@@H](O)C\C=C/CCCCCCCC([O-])=O GAWWVVGZMLGEIW-GNNYBVKZSA-L 0.000 description 1
- 229940100530 zinc ricinoleate Drugs 0.000 description 1
- XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 description 1
- 229940118257 zinc undecylenate Drugs 0.000 description 1
- 229910052726 zirconium Inorganic materials 0.000 description 1
- OENHQHLEOONYIE-JLTXGRSLSA-N β-Carotene Chemical compound CC=1CCCC(C)(C)C=1\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C OENHQHLEOONYIE-JLTXGRSLSA-N 0.000 description 1
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Abstract
Description
(a)フリーラジカル重合によって重合されうる、二重結合を有する少なくとも1種の化合物、及び
(b)フリーラジカル重合によって重合されうる、少なくとも2つの非共役二重結合を有する少なくとも1種の化合物
を含む。
(a1)フリーラジカル重合によって重合されうる、アニオン性又はアニオン生成(aniogenic)化合物、
(a2)α,β-エチレン性不飽和カルボン酸のエステル、
(a3)α,β-エチレン性不飽和カルボン酸のアミド、
(a4)ビニルアルコール又はアリルアルコールとC1-C30-モノカルボン酸とのエステル、ビニルエーテル、ビニルラクタム、ビニルイミダゾール、ビニル芳香族、ハロゲン化ビニル、ハロゲン化ビニリデン、ビニルピリジン、C2-C8-モノオレフィン、少なくとも2つの非共役二重結合を有する非芳香族炭化水素、並びに
(a5)それらの混合物。
フリーラジカル重合によって重合されうる、アニオン性又はアニオン生成化合物(a1)としては、3〜25個、好ましくは3〜6個の炭素原子を有するモノエチレン性不飽和モノ及びジカルボン酸であり、これはその塩又は無水物の形態でも用いることができる。これらの例は、アクリル酸、メタクリル酸、エタクリル酸、α-クロロアクリル酸、クロトン酸、マレイン酸、無水マレイン酸、イタコン酸、シトラコン酸、メサコン酸、グルタコン酸、アコニット酸及びフマル酸である。化合物(a1)としてはさらに、4〜10個、好ましくは4〜6個の炭素原子を有するモノエチレン性不飽和ジカルボン酸(例えばマレイン酸)の半エステル、例えばマレイン酸モノメチルエステルが挙げられる。
化合物(a2)は、例えば、(メタ)アクリル酸メチル、(メタ)アクリル酸エチル、(メタ)アクリル酸n-プロピル、(メタ)アクリル酸i-プロピル、(メタ)アクリル酸n-ブチル、(メタ)アクリル酸t-ブチル、(メタ)アクリル酸i-ブチル、(メタ)アクリル酸sec-ブチル、(メタ)アクリル酸2-ペンチル、(メタ)アクリル酸3-ペンチル、(メタ)アクリル酸イソペンチル、(メタ)アクリル酸ネオペンチル、(メタ)アクリル酸n-オクチル、(メタ)アクリル酸1,1,3,3-テトラメチルブチル、(メタ)アクリル酸エチルヘキシル、(メタ)アクリル酸n-ノニル、(メタ)アクリル酸n-デシル、(メタ)アクリル酸n-ウンデシル、(メタ)アクリル酸トリデシル、(メタ)アクリル酸ミリスチル、(メタ)アクリル酸ペンタデシル、(メタ)アクリル酸パルミチル、(メタ)アクリル酸ヘプタデシル、(メタ)アクリル酸ノナデシル、(メタ)アクリル酸アラキジル、(メタ)アクリル酸ベヘニル、(メタ)アクリル酸リグノセレニル、(メタ)アクリル酸セロチニル、(メタ)アクリル酸メリシニル、(メタ)アクリル酸パルミトレイニル、(メタ)アクリル酸オレイル、(メタ)アクリル酸リノリル、(メタ)アクリル酸リノレニル、(メタ)アクリル酸ステアリル、(メタ)アクリル酸ラウリル、フェノキシエチルアクリレート、4-t-ブチルシクロヘキシルアクリレート、(メタ)アクリル酸シクロヘキシル、(メタ)アクリル酸ウレイド、(メタ)アクリル酸テトラヒドロフルフリル、及びそれらの混合物からなる群より選択される。
化合物(a3)は、好ましくは、アクリルアミド、メタクリルアミド、N-メチル(メタ)アクリルアミド、N-エチル(メタ)アクリルアミド、N-プロピル(メタ)アクリルアミド、N-(n-ブチル)(メタ)アクリルアミド、N-(tert-ブチル)(メタ)アクリルアミド、N,N-ジメチル(メタ)アクリルアミド、N,N-ジエチル(メタ)アクリルアミド、ピペリジニル(メタ)アクリルアミド及びモルホリニル(メタ)アクリルアミド、N-(n-オクチル)(メタ)アクリルアミド、N-(1,1,3,3-テトラメチルブチル)(メタ)アクリルアミド、N-エチルヘキシル(メタ)アクリルアミド、N-(n-ノニル)(メタ)アクリルアミド、N-(n-デシル)(メタ)アクリルアミド、N-(n-ウンデシル)(メタ)アクリルアミド、N-トリデシル(メタ)アクリルアミド、N-ミリスチル(メタ)アクリルアミド、N-ペンタデシル(メタ)アクリルアミド、N-パルミチル(メタ)アクリルアミド、N-ヘプタデシル(メタ)アクリルアミド、N-ノナデシル(メタ)アクリルアミド、N-アラキジル(メタ)アクリルアミド、N-ベヘニル(メタ)アクリルアミド、N-リグノセレニル(メタ)アクリルアミド、N-セロチニル(メタ)アクリルアミド、N-メリシニル(メタ)アクリルアミド、N-パルミトレイニル(メタ)アクリルアミド、N-オレイル(メタ)アクリルアミド、N-リノリル(メタ)アクリルアミド、N-リノレニル(メタ)アクリルアミド、N-ステアリル(メタ)アクリルアミド及びN-ラウリル(メタ)アクリルアミドからなる群より選択することができる。
適切な化合物(a4)は、例えば、例として1若しくは複数のC1-C6-アルキル置換基、例えばメチル、エチル、n-プロピル、イソプロピル、n-ブチル、sec-ブチル、tert-ブチルなどを含有する、N-ビニルラクタム及びその誘導体である。これらとしては、たとえばN-ビニルピロリドン、N-ビニルピペリドン、N-ビニルカプロラクタム、N-ビニル-5-メチル-2-ピロリドン、N-ビニル-5-エチル-2-ピロリドン、N-ビニル-6-メチル-2-ピペリドン、N-ビニル-6-エチル-2-ピペリドン、N-ビニル-7-メチル-2-カプロラクタム及びN-ビニル-7-エチル-2-カプロラクタムが挙げられる。N-ビニルピロリドン及び/又はN-ビニルカプロラクタムが特に好ましく用いられる。
化合物(b)は、フリーラジカル重合によって重合されうる、少なくとも2つの非共役二重結合を有する化合物である。これらの化合物(b)は、慣用的に、以下において架橋剤とも呼ぶ。
(a)少なくとも1種の化合物(a)を少なくとも1種の活性化合物と適切な溶媒中で混合し、少なくとも1種の化合物(b)を加えて、重合を開始させるが、化合物(b)は好ましくは前もって溶媒(特にきわめて好ましい実施形態では化合物(a)を溶解させる溶媒に相当する溶媒)に溶解させておくこと、
又は
(b)少なくとも1種の化合物(a)を少なくとも1種の活性化合物及び少なくとも1種の化合物(b)と適切な溶媒中で混合し、続いて重合を開始させること
の方法によって調製することができる。
本発明に係る配合物は、化粧品として許容される活性化合物を含む。これらの活性化合物は、特にpH5〜7の範囲で、この活性化合物で分子インプリントされたポリマーとの組み合わせから、制御されて放出される。
3-ベンジリデンカンフル及びその誘導体、例えば、3-(4-メチルベンジリデン)カンフル、
4-アミノ安息香酸誘導体、好ましくは4-(ジメチルアミノ)安息香酸2-エチルヘキシルエステル、4-(ジメチルアミノ)安息香酸2-オクチルエステル及び4-(ジメチルアミノ)安息香酸アミルエステル、
ケイヒ酸エステル、好ましくは4-メトキシケイヒ酸2-エチルヘキシルエステル、4-メトキシケイヒ酸プロピルエステル、4-メトキシケイヒ酸イソアミルエステル、4-メトキシケイヒ酸イソペンチルエステル、及び2-シアノ-3-フェニルケイヒ酸2-エチルヘキシルエステル(オクトクリレン)、
サリチル酸エステル、好ましくはサリチル酸2-エチルヘキシルエステル、サリチル酸4-イソプロピルベンジルエステル、及びサリチル酸ホモメンチルエステル、
ベンゾフェノンの誘導体、好ましくは2-ヒドロキシ-4-メトキシベンゾフェノン、2-ヒドロキシ-4-メトキシ-4'-メチルベンゾフェノン、及び2,2'-ジヒドロキシ-4-メトキシベンゾフェノン、
ベンザルマロン酸エステル、好ましくは4-メトキシベンザルマロン酸ジ-2-エチルヘキシルエステル、
トリアジン誘導体、例えば、2,4,6-トリアニリノ-(p-カルボ-2'-エチル-1'-ヘキシルオキシ)-1,3,5-トリアジン(オクチルトリアゾン)及びジオクチルブタミドトリアゾン(Uvasorb(登録商標)HEB)、
プロパン-1,3-ジオン、例えば、1-(4-tert-ブチルフェニル)-3-(4'-メトキシフェニル)プロパン-1,3-ジオンなど。
2-フェニルベンゾイミダゾール-5-スルホン酸、並びにそのアルカリ金属、アルカリ土類金属、アンモニウム、アルキルアンモニウム、アルカノールアンモニウム及びグルクアンモニウム塩、
ベンゾフェノンのスルホン酸誘導体、好ましくは2-ヒドロキシ-4-メトキシベンゾフェノン-5-スルホン酸及びその塩、
3-ベンジリデンカンフルのスルホン酸誘導体、例えば、4-(2-オキソ-3-ボルニリデンメチル)ベンゼンスルホン酸及び2-メチル-5-(2-オキソ-3-ボルニリデン)スルホン酸及びその塩である。
ベンゾイルメタンの誘導体、例えば、1-(4'-tert-ブチルフェニル)-3-(4'-メトキシフェニル)プロパン-1,3-ジオン、4-tert-ブチル-4'-メトキシジベンゾイルメタン又は1-フェニル-3-(4'-イソプロピルフェニル)プロパン-1,3-ジオンなど、
ベンゾフェノンのアミノヒドロキシ置換誘導体、例えば、n-ヘキシル安息香酸N,N-ジエチルアミノヒドロキシベンゾイルである。
本発明に係る配合物は、少なくとも1種の脂肪相を含む。脂肪相とは、化粧品に許容される油分、脂肪及び/又はワックス(ロウ)の全てを意味するものと理解される。
これらの成分は、好ましくは、天然若しくは合成ポリマー、顔料(pigment)、湿潤剤、油分、ワックス、酵素、ミネラル類、ビタミン類、サンスクリーン剤、染料(dyestuff)、香料、抗酸化剤、保存料及び/又は医薬活性化合物からなる群より選択される。
使用することができる染料は、例えば、Dyestuffs Commission of the Deutsche Forschungsgemeinschaftの「Kosmetische Farbemittel [Cosmetic Coloring Agents]」(Verlag Chemie, Weinheim, 1984により出版)において列挙されているような、化粧品用途のために承認された適切な物質である。これらの染料は、全混合物を基準として0.001〜0.1重量%の濃度で通常使用される。
好ましい実施形態では、本発明に係る組成物は、少なくとも1種類の顔料を含む。顔料は、生成物塊中に溶解していない形態で存在し、0.01〜25重量%、特に好ましくは5〜15重量%の量で存在し得る。好ましい粒径は、1〜200μm、特に3〜150μm、特に好ましくは10〜100μmである。顔料は、使用媒体中で実質上不溶の着色剤であって、無機又は有機でもよい。無機-有機の混合顔料も可能である。無機顔料が好ましい。無機顔料の利点は、その優れた光安定性、天候安定性及び熱安定性である。無機顔料は、例えば、チョーク、黄土、アンバー、緑土、バーント・シエナ又は黒鉛から調製した天然由来のものでよい。顔料は、例えば二酸化チタン又は酸化亜鉛などの白色顔料;例えば黒酸化鉄などの黒色顔料;例えばウルトラマリン又は赤酸化鉄などの有色顔料;玉虫色顔料;金属効果顔料;真珠光沢顔料及び蛍光顔料又は発光顔料でよく、少なくとも1種類の顔料は、有色の白色でない顔料が好ましい。金属酸化物、金属水酸化物及び金属酸化物の水和物、混合相顔料、硫黄含有ケイ酸塩、金属硫化物、錯体金属シアン化物、金属硫酸塩、金属クロム酸塩、金属モリブデン酸塩、及び金属自体(ブロンズ顔料)が適切である。二酸化チタン(CI77891)、黒酸化鉄(CI77499)、黄酸化鉄(CI77492)、赤及び茶酸化鉄(CI77491)、マンガンバイオレット(CI77742)、ウルトラマリン(スルホケイ酸アルミニウムナトリウム、CI77007、ピグメントブルー29)、酸化クロム水和物(CI77289)、紺青(フェロシアン化第二鉄青、CI77510)、及びカルミン(コチニール)が特に適切である。金属酸化物又はオキシ塩化金属、例えば、二酸化チタン又はオキシ塩化ビスマスなど、及び適切な場合はさらなる色付与物質、例えば、酸化鉄、紺青、ウルトラマリン、カルミンなどでコーティングされた雲母をベースとする真珠光沢顔料及び有色顔料が特に好ましく、色は層の厚さを変化させることによって決定することができる。このタイプの顔料は、例えば、商品名Rona(登録商標)、Colorona(登録商標)、Dichrona(登録商標)及びTimiron(登録商標)(Merck社製)で販売されている。有機顔料は、例えば、天然顔料セピア、ガンボージ、骨炭、カッセルブラウン、インジゴ、クロロフィル及び他の植物顔料である。合成有機顔料は、例えば、アゾ顔料、アントラキノイド、インジゴイド、ジオキサジン、キナクリドン、フタロシアニン、イソインドリノン、ペリレン及びペリノン、金属錯体、アルカリブルー及びジケトピロロピロール顔料である。
可能な真珠光沢剤は、例えば、アルキレングリコールエステル、特にジステアリン酸エチレングリコール;脂肪酸アルカノールアミド、特にヤシ油脂肪酸ジエタノールアミド;部分グリセリド、特にステアリン酸モノグリセリド;ヒドロキシ置換されていてもよい多塩基カルボン酸と、6〜22個の炭素原子を有する脂肪アルコールとのエステル、特に酒石酸の長鎖エステル;全部で少なくとも24個の炭素原子を有する、例えば、脂肪アルコール、脂肪ケトン、脂肪アルデヒド、脂肪エーテル及び脂肪カルボネートなどの脂肪物質、特にラウロン及びジステアリルエーテル;ステアリン酸、ヒドロキシステアリン酸又はベヘン酸などの脂肪酸;12〜22個の炭素原子を有するオレフィンエポキシドと、12〜22個の炭素原子を有する脂肪アルコールとの、並びに/又は2〜15個の炭素原子及び2〜10個のヒドロキシル基を有するポリオールとの開環生成物、並びにこれらの混合物である。
化粧品組成物は、適切な場合は香油を含むことができる。例示することができる香油は、例えば、天然及び合成香料物質の混合物である。天然香料物質は、花(ユリ、ラベンダー、バラ、ジャスミン、ネロリ、イランイラン)、茎及び葉(ゼラニウム、パチョリ、プチグレン)、果実(アニシード、コリアンダー、キャラウェー、ジュニパー)、果皮(ベルガモット、レモン、オレンジ)、根(メース、アンジェリカ、セロリ、カルダモン、コスタス、アヤメ、ショウブ)、木(マツ、ビャクダン、グアヤックウッド、シーダーウッド、シタン)、ハーブ及び草(タラゴン、レモングラス、セージ、タイム)、針葉及び枝(トウヒ、モミ、マツ、低木マツ)、樹脂及びバルサム(ガルバヌム、エレミ、ベンゾイン、ミルラ、オリバナム、オポポナクス)からの抽出物である。また可能なのは、例えば、シベット及びビーバー香などの動物原料である。典型的な合成香料化合物は、エステル型、エーテル型、アルデヒド型、ケトン型、アルコール型及び炭化水素型の生成物である。エステル型の香料化合物は、例えば、酢酸ベンジル、イソ酪酸フェノキシエチル、酢酸4-tert-ブチルシクロヘキシル、酢酸リナリル、酢酸ジメチルベンジルカルビニル、酢酸フェニルエチル、安息香酸リナリル、ギ酸ベンジル、グリシン酸エチルメチルフェニル、シクロヘキシルプロピオン酸アリル、プロピオン酸スチラリル及びサリチル酸ベンジルである。エーテルには、例えば、ベンジルエチルエーテルが挙げられ、アルデヒドには、例えば、8〜18個の炭素原子を有するアルカナール、シトラール、シトロネラール、シトロネリルオキシアセトアルデヒド、シクラメンアルデヒド、ヒドロキシシトロネラール、リリアール及びブルゲオナールが挙げられ、ケトンには、例えば、イオノン、cc-イソメチルイオノン及びメチルセドリルケトンが挙げられ、アルコールには、アネトール、シトロネロール、ユージノール、イソユージノール、ゲラニオール、リナロオール、フェニルエチルアルコール及びテルピネオールが挙げられ、炭化水素には、主としてテルペン及びバルサムが挙げられる。しかし、共に心地よい香りを生じる種々の香料物質の混合物を使用することが好ましい。通常芳香成分として使用される比較的低揮発性の精油もまた、香油として適切であり、例えば、セージ油、カミツレ油、クローブ油、メリッサ油、ハッカ油、桂皮油、リンデン花油、杜松子油、ベチバー油、オリバナム油、ガルバヌム油、ラダナム油及びラベンダー油である。好ましくは、ベルガモット油、ジヒドロミルセノール、リリアール、リラール、シトロネロール、フェニルエチルアルコール、α-ヘキシルシンナムアルデヒド、ゲラニオール、ベンジルアセトン、シクラメンアルデヒド、リナロオール、Boisambrene(登録商標)Forte、アンブロキサン、インドール、ヘジオン(hedione)、サンデリス、レモン油、マンダリン油、オレンジ油、グリコール酸アリルアミル、シクロベルタル(cyclovertal)、ラバンジン油、クラリセージ油、β-ダマスコン、ゼラニウム油バーボン、サリチル酸シクロヘキシル、Vertofix(登録商標)Coeur、Iso-E-Super(登録商標)、Fixolide(登録商標)NP、エバーニル、イラルデインガンマ(iraldein gamma)、フェニル酢酸、酢酸ゲラニル、酢酸ベンジル、ローズオキシド、ロミレート(romillate)、イロチル(irotyl)及びフロラメート(floramate)が、単独で又は混合物中で使用される。
本発明に係る組成物は、少なくとも1種の脂肪相を含む。脂肪相とは、油、脂肪及び/又はワックスを意味すると理解される。本発明に係る組成物の油相及び/又は脂肪相の成分は、レシチン及び脂肪酸トリグリセリド、すなわち、8〜24個、特に12〜18個の炭素原子の鎖長を有する飽和及び/又は不飽和の分枝状及び/又は非分枝状のアルカンカルボン酸のトリグリセロールエステルからなる群より有利に選択される。脂肪酸トリグリセリドは、例えば、合成、半合成及び天然の油、例えば、オリーブ油、ヒマワリ油、大豆油、落花生油、ナタネ油、扁桃油、パーム油、ヤシ油、ヒマシ油、小麦胚芽油、グレープシード油、アザミ油、月見草油、マカデミアナッツ油などからなる群より好都合に選択することができる。さらなる極性油成分は、3〜30個の炭素原子の鎖長を有する飽和及び/又は不飽和の分枝状及び/又は非分枝状のアルカンカルボン酸と、3〜30個の炭素原子の鎖長を有する飽和及び/又は不飽和の分枝状及び/又は非分枝状のアルコールとのエステルからなる群より、並びに芳香族カルボン酸と、3〜30個の炭素原子の鎖長を有する飽和及び/又は不飽和の分枝状及び/又は非分枝状のアルコールとのエステルからなる群より選択することができる。そしてこのようなエステル油は、ミリスチン酸イソプロピル、パルミチン酸イソプロピル、ステアリン酸イソプロピル、オレイン酸イソプロピル、ステアリン酸n-ブチル、ラウリン酸n-ヘキシル、オレイン酸n-デシル、ステアリン酸イソオクチル、ステアリン酸イソノニル、イソノナン酸イソノニル、パルミチン酸2-エチルヘキシル、ラウリン酸2-エチルヘキシル、ステアリン酸2-ヘキシルデシル、パルミチン酸2-オクチルドデシル、オレイン酸オレイル、エルカ酸オレイル、オレイン酸エルシル、エルカ酸エルシル、炭酸ジカプリリル(Cetiol CC)及びココグリセリル(Myritol331)、ジカプリル酸/ジカプリン酸ブチレングリコール及びアジピン酸ジブチル、並びにこのようなエステルの合成、半合成及び天然混合物(例えば、ホホバ油など)からなる群より好都合に選択することができる。
R1=プロピル、ブチル、ペンチル、ヘキシル、ヘプチル又はオクチル、及び
R2=ヘキシル、ヘプチル、オクチル、ノニル、デシル、ウンデシル、ドデシル、トリデシル又はテトラデシル
の群から好都合に選択される。
本発明に係る又は本発明の方法により生成された、活性化合物で分子インプリントされたポリマーが、溶液又はエマルション又は分散液である化粧用又は皮膚科用配合物中で使用される場合は、使用することのできる溶媒は、
水又は水溶液;油、例えば、カプリン酸又はカプリル酸のトリグリセリドなど、しかし好ましくはヒマシ油;脂肪、ワックス、並びに他の天然及び合成の脂肪物質、好ましくは脂肪酸と、低炭素数のアルコール、例えば、イソプロパノール、プロピレングリコール又はグリセロールとのエステル、あるいは脂肪アルコールと、低炭素数のアルカン酸との、又は脂肪酸とのエステル;低炭素数のアルコール、ジオール又はポリオール、及びそのエーテル、好ましくはエタノール、イソプロパノール、プロピレングリコール、グリセロール、エチレングリコール、エチレングリコールモノエチル又はモノブチルエーテル、プロピレングリコールモノメチル、モノエチル若しくはモノブチルエーテル、ジエチレングリコールモノメチル若しくはモノエチルエーテル及び類似の生成物である。特に、上記の溶媒の混合物が使用される。アルコール性溶媒の場合は、水がさらなる成分でもよい。
本発明においては、本発明に係る又は本発明の方法により生成された、活性化合物で分子インプリントされたポリマーに加えて、組成物は界面活性剤も含むことが可能である。このような界面活性剤は、例えば、
−リン酸エステル及び塩、例えば、DEA-oleth-10リン酸及びジラウレス-4リン酸など、
−スルホン酸アルキル、例えば、ココモノグリセリド硫酸ナトリウム、C12〜14オレフィンスルホン酸ナトリウム、ラウリルスルホ酢酸ナトリウム及びPEG-3コカミド硫酸マグネシウム、
−カルボン酸及び誘導体、例えば、ラウリン酸、ステアリン酸アルミニウム、マグネシウムアルカノレート及びウンデシレン酸亜鉛、エステルカルボン酸、例えば、ステアロイル乳酸カルシウム、クエン酸ラウレス-6及びPEG-4ラウラミドカルボン酸ナトリウムなど、
−カルボン酸の酸化エチレン、グリセロール、ソルビタン又は他のアルコールによるエステル化によって形成されるエステル、
−エーテル、例えば、エトキシ化アルコール、エトキシ化ラノリン、エトキシ化ポリシロキサン、プロポキシル化POEエーテル及びアルキルポリグリコシド(ラウリルグルコシド、デシルグルコシド及びココグリコシドなど)である。
本発明においては、本発明に係る又は本発明の方法により生成された、活性化合物で分子インプリントされたポリマー以外に、組成物は、ポリソルベートも含み得る。
−ポリオキシエチレン(20)モノラウリン酸ソルビタン(Tween20、CAS番号9005-64-5)
−ポリオキシエチレン(4)モノラウリン酸ソルビタン(Tween21、CAS番号9005-64-5)
−ポリオキシエチレン(4)モノステアリン酸ソルビタン(Tween61、CAS番号9005-67-8)
−ポリオキシエチレン(20)トリステアリン酸ソルビタン(Tween65、CAS番号9005-71-4)
−ポリオキシエチレン(20)モノオレイン酸ソルビタン(Tween80、CAS番号9005-65-6)
−ポリオキシエチレン(5)モノオレイン酸ソルビタン(Tween81、CAS番号9005-65-5)
−ポリオキシエチレン(20)トリオレイン酸ソルビタン(Tween85、CAS番号9005-70-3)である。
−ポリオキシエチレン(20)モノパルミチン酸ソルビタン(Tween40、CAS番号9005-66-7)
−ポリオキシエチレン(20)モノステアリン酸ソルビタン(Tween60、CAS番号9005-67-8)である。
本発明の好ましい実施形態では、組成物はまたコンディショニング剤を含む。本発明において好ましいコンディショニング剤は、例えば、International Cosmetic Ingredient Dictionary and Handbook (Volume 4, R. C. Pepe, J.A. Wenninger, G.N. McEwen編, The Cosmetic, Toiletry, and Fragrance Association, 9th edition, 2002)の第4節において、ヘアコンディショニング剤、保湿剤、スキンコンディショニング剤、スキンコンディショニング剤(軟化剤)、スキンコンディショニング剤(保湿剤)、スキンコンディショニング剤(その他)、スキンコンディショニング剤(吸蔵性)、及び皮膚保護剤のキーワードで列挙されている全ての化合物、並びにEP-A934956(11〜13頁)で「水溶性コンディショニング剤」及び「油溶性コンディショニング剤」として列挙されている全ての化合物である。さらなる好都合なコンディショニング剤は、例えばINCIによりポリクオタニウム(特にポリクオタニウム-1からポリクオタニウム-56)と称する化合物である。
粉末原料を加えることは、一般に好都合であり得る。タルクの使用が特に好ましい。
本発明においては、分子インプリントポリマーに加えて、組成物は適切な場合は、エトキシ化グリセロール脂肪酸エステル、特に好ましくはPEG-10オリーブ油グリセリド、PEG-11アボガド油グリセリド、PEG-11カカオバターグリセリド、PEG-13ヒマワリ油グリセリド、イソステアリン酸PEG-15グリセリル、PEG-9ココ脂肪酸グリセリド、PEG-54硬化ヒマシ油、PEG-7硬化ヒマシ油、PEG-60硬化ヒマシ油、ホホバ油エトキシレート(PEG-26ホホバ脂肪酸、PEG-26ホホバアルコール)、ヤシ油脂肪酸グリセレス-5、PEG-9ココ脂肪酸グリセリド、ヤシ油脂肪酸PEG-7グリセレス、PEG-45パーム核油グリセリド、PEG-35ヒマシ油、オリーブ油PEG-7エステル、PEG-6カプリル酸/カプリン酸グリセリド、PEG-10オリーブ油グリセリド、PEG-13ヒマワリ油グリセリド、PEG-7硬化ヒマシ油、水添パーム核油グリセリドPEG-6エステル、PEG-20トウモロコシ油グリセリド、オレイン酸ヤシ脂肪酸PEG-18グリセリル、PEG-40水添ヒマシ油、PEG-40ヒマシ油、PEG-60硬化ヒマシ油、PEG-60トウモロコシ油グリセリド、PEG-54硬化ヒマシ油、PEG-45パーム核油グリセリド、PEG-35ヒマシ油、ヤシ油脂肪酸PEG-80グリセリル、PEG-60扁桃油グリセリド、PEG-60月見草グリセリド、PEG-200水添パーム油脂肪酸グリセリル及びPEG-90イソステアリン酸グリセリルからなる群より選択されるエトキシ化油も含むことができる。
本発明はまた、皮膚化粧用配合物におけるサンスクリーン剤と組み合わせた、本発明に係る及び/又は本発明の方法により生成された活性化合物で分子インプリントされたポリマーの使用を提供する。これらの化粧用及び/又は皮膚科用サンスクリーン組成物は、化粧用及び/又は皮膚科用光保護のために、また皮膚及び/又は毛髪の処置及びケアのために、並びに装飾用化粧品におけるメークアップ製品として使用される。これらには、例えば、サンクリーム、サンローション、サンミルク、サンオイル、サンバルサム、サンジェル、リップケア製品及びリップスティック、コンシーラークリーム及びスティック、保湿クリーム、ローション、及びエマルション、顔、体及び手のクリーム、ヘアトリートメント及びコンディショナー、ヘアセット組成物、スタイリングジェル、ヘアスプレー、ロールオン式デオドラント又はアイリンクルクリーム、日焼け剤(tropicals)、サンブロック、アフターサン調製物が挙げられる。全ての調製物は、活性化合物で分子インプリントされた少なくとも1種類のポリマー及び1種類の特定のUVフィルター物質を含む。
3-ベンジリデンカンフル及びその誘導体、例えば、3-(4-メチルベンジリデン)カンフル、
4-アミノ安息香酸誘導体、好ましくは4-(ジメチルアミノ)安息香酸2-エチルヘキシルエステル、4-(ジメチルアミノ)安息香酸2-オクチルエステル及び4-(ジメチルアミノ)安息香酸アミルエステル、
ケイヒ酸エステル、好ましくは4-メトキシケイヒ酸2-エチルヘキシルエステル、4-メトキシケイヒ酸プロピルエステル、4-メトキシケイヒ酸イソアミルエステル、4-メトキシケイヒ酸イソペンチルエステル、及び2-シアノ-3-フェニルケイヒ酸2-エチルヘキシルエステル(オクトクリレン)、
サリチル酸エステル、好ましくはサリチル酸2-エチルヘキシルエステル、サリチル酸4-イソプロピルベンジルエステル、及びサリチル酸ホモメンチルエステル、
ベンゾフェノンの誘導体、好ましくは2-ヒドロキシ-4-メトキシベンゾフェノン、2-ヒドロキシ-4-メトキシ-4'-メチルベンゾフェノン、及び2,2'-ジヒドロキシ-4-メトキシベンゾフェノン、
ベンザルマロン酸エステル、好ましくは4-メトキシベンザルマロン酸ジ-2-エチルヘキシルエステル、
トリアジン誘導体、例えば、2,4,6-トリアニリノ-(p-カルボ-2'-エチル-1'-ヘキシルオキシ)-1,3,5-トリアジン(オクチルトリアゾン)及びジオクチルブタミドトリアゾン(Uvasorb(登録商標)HEB)、
プロパン-1,3-ジオン、例えば、1-(4-tert-ブチルフェニル)-3-(4'-メトキシフェニル)プロパン-1,3-ジオンなど。
2-フェニルベンゾイミダゾール-5-スルホン酸、並びにそのアルカリ金属、アルカリ土類金属、アンモニウム、アルキルアンモニウム、アルカノールアンモニウム及びグルクアンモニウム塩、
ベンゾフェノンのスルホン酸誘導体、好ましくは2-ヒドロキシ-4-メトキシベンゾフェノン-5-スルホン酸及びその塩、
3-ベンジリデンカンフルのスルホン酸誘導体、例えば、4-(2-オキソ-3-ボルニリデンメチル)ベンゼンスルホン酸及び2-メチル-5-(2-オキソ-3-ボルニリデン)スルホン酸並びにその塩である。
ベンゾイルメタンの誘導体、例えば、1-(4'-tert-ブチルフェニル)-3-(4'-メトキシフェニル)プロパン-1,3-ジオン、4-tert-ブチル-4'-メトキシジベンゾイルメタン又は1-フェニル-3-(4'-イソプロピルフェニル)プロパン-1,3-ジオンなど、
ベンゾフェノンのアミノヒドロキシ置換誘導体、例えば、n-ヘキシル安息香酸N,N-ジエチルアミノヒドロキシベンゾイルである。
本発明に係る組成物の配合基剤は、化粧用又は皮膚化粧用/医薬として許容される助剤を好ましくは含む。医薬として許容される助剤は、薬学分野、食品技術及び関連する分野における使用が知られている助剤であり、特に関連する薬局方(例えば、DAB、Ph.Eur、BP、NF)において列挙されている助剤、及びその特性が生理的用途を妨げない他の助剤である。
基R1〜R6は互いに独立に、下記の意味を有する:H、OH、O、C1〜C22アルキル基、好ましくはC1〜C12アルキル基(メチル、エチル、プロピル、イソプロピル、ブチル、イソブチル、sec-ブチル、tert-ブチル、ペンチル、イソペンチル、ネオペンチル、tert-ペンチル、ヘキシル、ヘプチル、オクチル、ノニル、デシル、ウンデシル、ドデシルなど)、C1〜C22アルコキシル基、好ましくはC1〜C12アルコキシル基(アルコキシメチル、アルコキシエチル、アルコキシプロピル、アルコキシイソプロピル、アルコキシブチル、アルコキシイソブチル、アルコキシsec-ブチル、アルコキシ-tert-ブチル、アルコキシペンチル、アルコキシイソペンチル、アルコキシネオペンチル、アルコキシ-tert-ペンチル、アルコキシヘキシル、アルコキシヘプチル、アルコキシオクチル、アルコキシノニル、アルコキシデシル、アルコキシウンデシル、アルコキシドデシルなど)、フェニル基がC1〜C4アルキル基によって置換されていてもよい、フェニル及びナフチルなどのC6〜C10アリール基、あるいは上記のようにC1〜C22アルキル基又はC1〜C22アルコキシル基によって、好ましくはC1〜C12アルキル基又はC1〜C12アルコキシル基によって置換されてもよいC6〜C10O-アリール基]。
さらなる好ましい実施形態において、本発明の皮膚化粧品は、ヘアトリートメント組成物である。
8〜22個の炭素原子を有する直鎖状脂肪アルコール、12〜22個の炭素原子を有する脂肪酸、及びアルキル基中に8〜15個の炭素原子を有するアルキルフェノールと、2〜30molの酸化エチレン及び/又は0〜5molの酸化プロピレンとの付加生成物、
1〜30molの酸化エチレンとグリセロールとの付加生成物のC12/18-脂肪酸モノエステル及びジエステル、
6〜22個の炭素原子を有する飽和及び不飽和脂肪酸並びにその酸化エチレン付加生成物のグリセロールモノエステル及びジエステル並びにソルビタンモノエステル及びジエステル、
アルキル基中に8〜22個の炭素原子を有するアルキルモノグリコシド及びオリゴグリコシド、並びにそのエトキシ化類似体、
ヒマシ油及び/又は硬化ヒマシ油と15〜60molの酸化エチレンとの付加生成物、
ポリオールエステル、特にポリグリセロールエステル、例えば、ポリリシノール酸ポリグリセロール、ポリ-12-ヒドロキシステアリン酸ポリグリセロール又はダイマー酸ポリグリセロールなど(同様に、これらの物質クラス由来の複数からの化合物の混合物も適している)、
ヒマシ油及び/又は硬化ヒマシ油と2〜15molの酸化エチレンとの付加生成物、
直鎖状、分枝状、不飽和又は飽和のC6/22脂肪酸、リシノール酸、12-ヒドロキシステアリン酸及びグリセロール、ポリグリセロール、ペンタエリトリトール、ジペンタエリトリトール、糖アルコール(例えば、ソルビトール)、アルキルグルコシド(例えば、メチルグルコシド、ブチルグルコシド、ラウリルグルコシド)、並びにポリグルコシド(例えば、セルロース)をベースとする部分エステル、
モノ-、ジ-及びトリアルキルホスフェート、モノ-、ジ-及び/又はトリ-PEGアルキルホスフェート、並びにその塩、
羊毛ワックスアルコール、
ポリシロキサン-ポリアルキルポリエーテルコポリマー及び対応する誘導体、
独国特許第1165574号に開示されているペンタエリトリトール、脂肪酸、クエン酸及び脂肪アルコールの混合エステル、並びに/又は6〜22個の炭素原子を有する脂肪酸、メチルグルコース、及びポリオール、好ましくはグリセロール又はポリグリセロール、及びポリアルキレングリコールの混合エステル。
2リットルHWS反応器に、凝縮器、攪拌器モーター、錨型攪拌器、ガラスフリット付き窒素流入管、Pt100熱センサー2本付きJulabo LC3実験調節器、浸漬ヒーター及び磁石式攪拌器付きオイルバスを取り付け、さらにそれぞれポンプヘッド(0〜1ml/分)を有する開始剤及びモノマー計量投入用HPLCポンプ(Bischoff社)も2台取り付けた。装置を窒素でフラッシュしてから試験を開始した。全試験の間、溶液の中には窒素をおよそ10L/時の体積流量速度で通した。反応容器中に800mlのアセトニトリル(AcN)溶媒を導入し、これに17.25gのα-トコフェロール(テンプレート)を溶解させた。
2リットルHWS反応器に、凝縮器、攪拌器モーター、錨型攪拌器、ガラスフリット付き窒素流入管、Pt100熱センサー2本付きJulabo LC3実験調節器、浸漬ヒーター及び磁石式攪拌器付きオイルバスを取り付けた。装置を窒素でフラッシュしてから試験を開始した。全試験の間、溶液の中には窒素をおよそ10L/時の体積流量速度で通した。反応容器中に1000mlのアセトニトリル(AcN)溶媒を導入し、これに17.25gのα-トコフェロール(テンプレート)、6.12gのメタクリル酸及び76.32gのトリメチロールプロパントリメタクリレートを溶解させた。この反応物を攪拌(100回/分)しながら65℃に加熱し、HPLC分析のためにサンプルを採取した。最後に0.564gの2,2'-アゾビス(2-メチルブチロニトリル)(開始剤)を5mlのアセトニトリルに溶解させた。この溶液を反応器内容物中にゆっくり注入した。各1時間完了毎に、反応混合物からサンプル10mlを採取し、濾過の後、HPLC分析に付した。全反応時間は5時間であった。重合の完了後、反応器からポリマー懸濁液を取り出し、吸引フィルターを用いて濾過した。濾過ケーキを各回100mlのアセトニトリルで3回洗浄し、50℃で真空乾燥させた。
500ml丸底フラスコに、ソックスレー装置、凝縮器、磁石式攪拌器及び実験調節器(PT 100 2個付きJulabo LC 3)を取り付け、オイルバスに浸漬した。400mlのメタノール/氷酢酸(7:1、体積/体積)が入ったソックスレー装置で8gのポリマーを6〜8時間抽出し(抽出物1)、その後400mlのメタノールで6時間抽出した(抽出物2)。抽出物を集め、その体積を決定し、HPLCによるα-トコフェロール濃度の決定のために各回サンプル2mlを冷蔵庫に4℃で保存した。
ソックスレー抽出で得られたポリマーを乾燥させた後、1gのポリマーを10mlの0.14mol/lフィプロニル溶液(0.14mol/l α-トコフェロール溶液の調製:3gのα-トコフェロールを50mlのアセトニトリルに溶解させる)と混合した。3時間の作用時間の後、遠心分離(3,800rpmで15分)とデカンテーションによりポリマーから液体を分離した。ポリマーは、50℃で真空乾燥させた。
Millipore限外濾過セル(model 8400)を、貯蔵容器(内容物:水)としての5リットルプラスチック製容器につないだ。セルを100mgのポリマー/100mlの水の分散液で満たし、限外濾過セル内に組み込まれた磁石式攪拌器で均質になるまで15分間攪拌した。高圧をかけることなく抽出媒体(水)を貯蔵容器からセルの中へ送った。セルから流れ出る抽出物は、セルの下側にある回収容器の中へ送られた。最後に、個々の画分の体積、重量及び時間を測定し、各画分からは2mlのサンプルを取り出した。試験期間中には数個の画分を回収した。これらのサンプルは0.45μlフィルターで濾過し、HPLCによるα-トコフェロール濃度の決定のために冷蔵庫で4℃で保存した。試験の終了後、限外濾過容器から分散液を取り出し、容器中に移した。
最初に100mgの分子インプリントポリマーを250ml三角フラスコに導入した。次に100mlの抽出媒体(pH調整した水)を加え、フラスコを閉じ、懸濁液を室温で6時間攪拌した。30分毎に、各回1mlのサンプル量でサンプルを採取した。最後に生成物を吸引濾過し、HPLCのために濾液から1mlのサンプルを採取した。このようにして試験期間において13のサンプルを回収した(t=0時のサンプルを含む)。これらのサンプルは0.45μlフィルターで濾過し、注入ボトルに移し、HPLCによるα-トコフェロールの測定に使用した。
実施例1において調製した、テンプレート分子としてα-トコフェロールで分子インプリントされたポリマーを含む、本発明に係る皮膚化粧用配合物を以下で説明する。このテンプレート分子としてα-トコフェロールで分子インプリントされたポリマーを以下の実施例においてMIPと称する。記載された活性化合物で分子インプリントされた他のポリマー全てについて、代表的にテンプレート分子としてα-トコフェロールで分子インプリントされたポリマーを以下の実施例において説明する。当業者には、記載する他の活性化合物の全てを実施例1に従って調製し、そして以下に説明するように配合物中で使用可能であることは言うまでもない。
AC 1 %:
% 成分 (INCI)
A 10.0 エチルヘキサン酸セテアリル
10.0 カプリル酸/カプリン酸トリグリセリド
1.5 シクロペンタシロキサン, シクロヘキサシロキサン
2.0 PEG-40 硬化ヒマシ油
B 3.5 カプリル酸/カプリン酸トリグリセリド, アクリル酸ナトリウムコポリマー
C 1.0 酢酸トコフェロール
0.2 ビサボロール
適量 保存料
適量 香油
D 3.0 ポリクオタニウム-44
0.5 ココトリモニウムメト硫酸
0.5 セテアレス-25
2.0 パンテノール, プロピレングリコール
4.0 プロピレングリコール
0.1 EDTA二ナトリウム
1.0 約5%MIPを含む水溶液
60.7 脱塩水
% 成分 (INCI)
A 10.0 エチルヘキサン酸セテアリル
10.0 カプリル酸/カプリン酸トリグリセリド
1.5 シクロペンタシロキサン, シクロヘキサシロキサン
2.0 PEG-40 硬化ヒマシ油
B 3.5 カプリル酸/カプリン酸トリグリセリド, アクリル酸ナトリウムコポリマー
C 1.0 酢酸トコフェロール
0.2 ビサボロール
適量 保存料
適量 香油
D 3.0 ポリクオタニウム-44
0.5 ココトリモニウムメト硫酸
0.5 セテアレス-25
2.0 パンテノール, プロピレングリコール
4.0 プロピレングリコール
0.1 EDTA二ナトリウム
5.0 約5%MIPを含む水溶液
56.7 脱塩水
AC 1 %:
% 成分 (INCI)
A 3.0 メトキシケイヒ酸エチルヘキシル
2.0 ジエチルアミノヒドロキシベンゾイルヘキシルベンゾエート
1.0 ポリクオタニウム-44
3.0 プロピレングリコール
2.0 パンテノール, プロピレングリコール
1.0 シクロペンタシロキサン, シクロヘキサシロキサン
10.0 オクチルドデカノール
0.5 PVP
10.0 カプリル酸/カプリン酸トリグリセリド
3.0 安息香酸C12-15アルキル
3.0 グリセリン
1.0 酢酸トコフェロール
0.3 ビサボロール
1.0 約5%MIPを含む水溶液
59.2 アルコール
% 成分 (INCI)
A 3.0 メトキシケイヒ酸エチルヘキシル
2.0 ジエチルアミノヒドロキシベンゾイルヘキシルベンゾエート
1.0 ポリクオタニウム-44
3.0 プロピレングリコール
2.0 パンテノール, プロピレングリコール
1.0 シクロペンタシロキサン, シクロヘキサシロキサン
10.0 オクチルドデカノール
0.5 PVP
10.0 カプリル酸/カプリン酸トリグリセリド
3.0 安息香酸C12-15アルキル
3.0 グリセリン
1.0 酢酸トコフェロール
0.3 ビサボロール
5.0 約5%MIPを含む水溶液
55.2 アルコール
AC 1 %:
% 成分 (INCI)
A 6.0 PEG-7 硬化ヒマシ油
8.0 エチルヘキサン酸セテアリル
5.0 ミリスチン酸イソプロピル
15.0 鉱油
0.3 ステアリン酸マグネシウム
0.3 ステアリン酸アルミニウム
2.0 PEG-45/ドデシルグリコールコポリマー
B 5.0 グリセリン
0.7 硫酸マグネシウム
55.6 脱塩水
C 1.0 約5%MIPを含む水溶液
0.5 酢酸トコフェロール
0.6 ビサボロール
% 成分 (INCI)
A 6.0 PEG-7 硬化ヒマシ油
8.0 エチルヘキサン酸セテアリル
5.0 ミリスチン酸イソプロピル
15.0 鉱油
0.3 ステアリン酸マグネシウム
0.3 ステアリン酸アルミニウム
2.0 PEG-45/ドデシルグリコールコポリマー
B 5.0 グリセリン
0.7 硫酸マグネシウム
51.6 脱塩水
C 5.0 約5%MIPを含む水溶液
0.5 酢酸トコフェロール
AC 1 %
% 成分 (INCI)
A 2.00 ココトリモニウムメト硫酸
適量 香油
B 72.32 脱塩水
2.00 VP/アクリレート/ラウリルメタクリレートコポリマー
0.53 AMP
1.00 約5%MIPを含む水溶液
0.20 セテアレス-25
0.50 パンテノール
0.05 ベンゾフェノン-4
0.20 アモジメチコン, 塩化セトリモニウム, トリデセス-12
15.00 アルコール
C 0.20 ヒドロキシエチルセルロース
D 6.00 プロパン/ブタン
% 成分 (INCI)
A 2.00 ココトリモニウムメト硫酸
適量 香油
B 68.32 脱塩水
2.00 VP/アクリレート/ラウリルメタクリレートコポリマー
0.53 AMP
5.00 約5%MIPを含む水溶液
0.20 セテアレス-25
0.50 パンテノール
0.05 ベンゾフェノン-4
0.20 アモジメチコン, 塩化セトリモニウム, トリデセス-12
15.00 アルコール
C 0.20 ヒドロキシエチルセルロース
D 6.00 プロパン/ブタン
AC 1 %
% 成分 (INCI)
A 2.0 セテアレス-6, ステアリルアルコール
2.0 セテアレス-25
6.0 ステアリン酸グリセリル
1.0 セチルアルコール
8.0 鉱油
7.0 エチルヘキサン酸セテアリル
0.2 ジメチコン
B 3.0 プロピレングリコール
1.0 パンテノール
適量 保存料
61.9 脱塩水
C 0.1 ビサボロール
1.0 約5%MIPを含む水溶液
適量 香油
D 5.7 C. I. 77 891. 二酸化チタン
1.1 酸化鉄
% 成分 (INCI)
A 2.0 セテアレス-6, ステアリルアルコール
2.0 セテアレス-25
6.0 ステアリン酸グリセリル
1.0 セチルアルコール
8.0 鉱油
7.0 エチルヘキサン酸セテアリル
0.2 ジメチコン
B 3.0 プロピレングリコール
1.0 パンテノール
適量 保存料
57.9 脱塩水
C 0.1 ビサボロール
5.0 約5%MIPを含む水溶液
適量 香油
D 5.7 C. I. 77 891. 二酸化チタン
1.1 酸化鉄
実施例1において調製した、テンプレート分子としてα-トコフェロールで分子インプリントされたポリマーを含む、本発明に係る皮膚化粧用配合物を以下で説明する。このテンプレート分子としてα-トコフェロールで分子インプリントされたポリマーを以下の実施例においてMIPと称する。記載された活性化合物で分子インプリントされた他のポリマー全てについて、代表的にテンプレート分子としてα-トコフェロールで分子インプリントされたポリマーを以下の実施例において説明する。当業者には、記載する他の活性化合物の全てを実施例1に従って調製し、そして以下に説明するように配合物中で使用可能であることは言うまでもない。
以下の配合に、少なくとも1種の無機顔料(好ましくは酸化亜鉛及び/又は二酸化チタン)と、有機UV-Aフィルター及びUV-Bフィルターと、実施例1において調製した、テンプレート分子としてα-トコフェロールで分子インプリントされたポリマーの組み合わせを含む化粧用サンスクリーン配合物を記載する。このテンプレート分子としてα-トコフェロールで分子インプリントされたポリマーを以下の実施例においてMIPと称する。記載された活性化合物で分子インプリントされた他のポリマー全てについて、代表的にテンプレート分子としてα-トコフェロールで分子インプリントされたポリマーを以下の実施例において説明する。当業者には、記載する他の活性化合物の全てを実施例1に従って調製し、そして以下に説明するように配合物中で使用可能であることは言うまでもない。
Claims (12)
- - 少なくとも1種の活性化合物、
- 該活性化合物の存在下で分子インプリントされた少なくとも1種のポリマー、及び
- 少なくとも1種の脂肪相
を含む化粧又は皮膚科用配合物。 - ポリマー-活性化合物複合体からの活性化合物の放出速度がpH7よりもpH5において高いものである、請求項1記載の配合物。
- ポリマーが、共重合形態で、
(a)フリーラジカル重合によって重合されうる、二重結合を有する少なくとも1種の化合物、及び
(b)フリーラジカル重合によって重合されうる、少なくとも2つの非共役二重結合を有する少なくとも1種の化合物
を含む、請求項1又は2記載の配合物。 - 化合物(a)が、
(a1)フリーラジカル重合によって重合されうる、アニオン性又はアニオン生成(aniogenic)化合物
(a2)α,β-エチレン性不飽和カルボン酸のエステル
(a3)α,β-エチレン性不飽和カルボン酸のアミド
(a4)ビニルアルコール又はアリルアルコールとC1-C30-モノカルボン酸とのエステル、ビニルエーテル、ビニル芳香族、ビニルラクタム、ビニルイミダゾール、ハロゲン化ビニル、ハロゲン化ビニリデン、C2-C8-モノオレフィン、少なくとも2つの非共役二重結合を有する非芳香族炭化水素、及び
(a5)それらの混合物
からなる群より選択される、請求項1〜3のいずれか1項に記載の配合物。 - 化合物(a1)が、フリーラジカル重合により重合することができ、場合により脱プロトン化COOH基を有していてもよい化合物から選択される、請求項1〜4のいずれか1項に記載の配合物。
- ポリマーと活性化合物の重量比が1:10〜100:1である、請求項1〜5のいずれか1項に記載の配合物。
- クリーム、フォーム、スプレー、ジェル、ジェルスプレー、ローション、オイル、オイルジェル又はムースの形態である、請求項1〜6のいずれか1項に記載の配合物。
- 化粧又は皮膚科用配合物における分子インプリントポリマーの使用。
- 配合物が皮膚化粧用配合物である、請求項8記載の使用。
- 活性化合物の存在下における沈殿重合によりポリマーを調製するステップを含む、請求項1〜7のいずれか1項に定義される分子インプリントポリマーの製造方法。
- (1)少なくとも1種の化合物(a)を少なくとも1種の活性化合物と適切な溶媒中で混合し、少なくとも1種の化合物(b)を加えて、重合を開始させる、
又は
(2)少なくとも1種の化合物(a)を少なくとも1種の活性化合物(b)と適切な溶媒中で混合し、続いて重合を開始させる
ものである、請求項10記載の方法。 - ケラチン表面の処理方法であって、ケラチン表面を分子インプリントポリマーと接触させるステップを含む方法。
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EP06120922 | 2006-09-19 | ||
PCT/EP2007/059683 WO2008034764A2 (de) | 2006-09-19 | 2007-09-14 | Kosmetische zubereitungen auf basis molekular geprägter polymere |
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US (2) | US20100048737A1 (ja) |
EP (1) | EP2066406A2 (ja) |
JP (1) | JP2010503715A (ja) |
KR (1) | KR20090073170A (ja) |
CN (1) | CN101516448B (ja) |
CA (1) | CA2662911A1 (ja) |
RU (1) | RU2499607C2 (ja) |
WO (1) | WO2008034764A2 (ja) |
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JP2014532675A (ja) * | 2011-10-31 | 2014-12-08 | エヴォニク インダストリーズ アーゲー | 化粧料製剤 |
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JP2012516361A (ja) * | 2009-01-29 | 2012-07-19 | コモンウェルス サイエンティフィック アンド インダストリアル リサーチ オーガニゼイション | 分子インプリントポリマー |
JP2014532675A (ja) * | 2011-10-31 | 2014-12-08 | エヴォニク インダストリーズ アーゲー | 化粧料製剤 |
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KR20090073170A (ko) | 2009-07-02 |
RU2009114552A (ru) | 2010-10-27 |
CN101516448B (zh) | 2014-07-16 |
RU2499607C2 (ru) | 2013-11-27 |
US20100048737A1 (en) | 2010-02-25 |
EP2066406A2 (de) | 2009-06-10 |
CN101516448A (zh) | 2009-08-26 |
US20130085186A1 (en) | 2013-04-04 |
WO2008034764A3 (de) | 2008-05-08 |
WO2008034764A2 (de) | 2008-03-27 |
CA2662911A1 (en) | 2008-03-27 |
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