JP2010535162A - アルコキシル化されたリン酸トリエステルを含む水性組成物 - Google Patents
アルコキシル化されたリン酸トリエステルを含む水性組成物 Download PDFInfo
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- OGHHRQHVHVXVPN-UTLKBRERSA-M sodium;(4s)-4-amino-5-dodecanoyloxy-5-oxopentanoate;propane-1,2,3-triol Chemical compound [Na+].OCC(O)CO.CCCCCCCCCCCC(=O)OC(=O)[C@@H](N)CCC([O-])=O OGHHRQHVHVXVPN-UTLKBRERSA-M 0.000 description 1
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- ADWNFGORSPBALY-UHFFFAOYSA-M sodium;2-[dodecyl(methyl)amino]acetate Chemical compound [Na+].CCCCCCCCCCCCN(C)CC([O-])=O ADWNFGORSPBALY-UHFFFAOYSA-M 0.000 description 1
- KJCLYACXIWMFCC-UHFFFAOYSA-M sodium;5-benzoyl-4-hydroxy-2-methoxybenzenesulfonate Chemical compound [Na+].C1=C(S([O-])(=O)=O)C(OC)=CC(O)=C1C(=O)C1=CC=CC=C1 KJCLYACXIWMFCC-UHFFFAOYSA-M 0.000 description 1
- CVYDEWKUJFCYJO-UHFFFAOYSA-M sodium;docosanoate Chemical compound [Na+].CCCCCCCCCCCCCCCCCCCCCC([O-])=O CVYDEWKUJFCYJO-UHFFFAOYSA-M 0.000 description 1
- GGXKEBACDBNFAF-UHFFFAOYSA-M sodium;hexadecanoate Chemical compound [Na+].CCCCCCCCCCCCCCCC([O-])=O GGXKEBACDBNFAF-UHFFFAOYSA-M 0.000 description 1
- MRQYKJNZWPCFNB-UHFFFAOYSA-M sodium;icosanoate Chemical compound [Na+].CCCCCCCCCCCCCCCCCCCC([O-])=O MRQYKJNZWPCFNB-UHFFFAOYSA-M 0.000 description 1
- ADAJHHAZQMCSRS-UHFFFAOYSA-N sodium;tetradecanoic acid Chemical compound [Na].CCCCCCCCCCCCCC(O)=O ADAJHHAZQMCSRS-UHFFFAOYSA-N 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
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- 150000004684 trihydrates Chemical class 0.000 description 1
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- UNXRWKVEANCORM-UHFFFAOYSA-N triphosphoric acid Chemical class OP(O)(=O)OP(O)(=O)OP(O)(O)=O UNXRWKVEANCORM-UHFFFAOYSA-N 0.000 description 1
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 1
- ZQTYRTSKQFQYPQ-UHFFFAOYSA-N trisiloxane Chemical compound [SiH3]O[SiH2]O[SiH3] ZQTYRTSKQFQYPQ-UHFFFAOYSA-N 0.000 description 1
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- OUYCCCASQSFEME-UHFFFAOYSA-N tyrosine Natural products OC(=O)C(N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-UHFFFAOYSA-N 0.000 description 1
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- 229940035936 ubiquinone Drugs 0.000 description 1
- 235000013799 ultramarine blue Nutrition 0.000 description 1
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- 239000008158 vegetable oil Substances 0.000 description 1
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- 235000013343 vitamin Nutrition 0.000 description 1
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- 235000019164 vitamin B2 Nutrition 0.000 description 1
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- 239000011708 vitamin B3 Substances 0.000 description 1
- 235000019158 vitamin B6 Nutrition 0.000 description 1
- 239000011726 vitamin B6 Substances 0.000 description 1
- 235000019165 vitamin E Nutrition 0.000 description 1
- 239000011709 vitamin E Substances 0.000 description 1
- 229940046009 vitamin E Drugs 0.000 description 1
- 229940011671 vitamin b6 Drugs 0.000 description 1
- 239000008170 walnut oil Substances 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
- 239000010497 wheat germ oil Substances 0.000 description 1
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- 239000002023 wood Substances 0.000 description 1
- 230000037303 wrinkles Effects 0.000 description 1
- ZFNVDHOSLNRHNN-UHFFFAOYSA-N xi-3-(4-Isopropylphenyl)-2-methylpropanal Chemical compound O=CC(C)CC1=CC=C(C(C)C)C=C1 ZFNVDHOSLNRHNN-UHFFFAOYSA-N 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- UGZADUVQMDAIAO-UHFFFAOYSA-L zinc hydroxide Chemical compound [OH-].[OH-].[Zn+2] UGZADUVQMDAIAO-UHFFFAOYSA-L 0.000 description 1
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- 229910021511 zinc hydroxide Inorganic materials 0.000 description 1
- KYNBIEFLVXTQTO-UHFFFAOYSA-L zinc;phenyl sulfate Chemical compound [Zn+2].[O-]S(=O)(=O)OC1=CC=CC=C1.[O-]S(=O)(=O)OC1=CC=CC=C1 KYNBIEFLVXTQTO-UHFFFAOYSA-L 0.000 description 1
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- GVJHHUAWPYXKBD-IEOSBIPESA-N α-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-IEOSBIPESA-N 0.000 description 1
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Abstract
[式中、
R1、R2及びR3は、同一かまたは異なることができ、炭素原子数6〜30の線状もしくは分枝状の飽和アルキル基、炭素原子数6〜30の線状もしくは分枝状のモノ不飽和もしくはポリ不飽和アルケニル基、またはそれぞれ互いに独立して3〜18個の炭素原子を含む1〜3個の分枝状アルキル基で置換されていることができるアリール基を表し、
個々の(OA1)x、(A2O)y及び(A3O)zは、それぞれ互いに独立して、CH2CH2O、C3H6O及びC4H8Oから選択される単位からなり、この際、CH2CH2O、C3H6O及びC4H8O単位は、個々の(OA1)x、(A2O)y及び(A3O)z基内でブロック状にもしくはランダム状に分布して配置されていることができ、そして
x、y及びzは、それぞれ互いに独立して、30〜150の数を意味する]
B) 完成した組成物を基準にして>50.0重量%の量の水、
を含む組成物が記載される。
本発明の組成物は、好ましくは、化粧料組成物、医薬組成物または皮膚用組成物である。
Description
A) 次式(I)に従う一種またはそれ以上のリン酸エステル
R1、R2及びR3は、同一かもしくは異なることができ、そして炭素原子数6〜30、好ましくは8〜22、特に好ましくは12〜18の線状もしくは分枝状の飽和アルキル基、炭素原子数6〜30、好ましくは8〜22、特に好ましくは12〜18の線状もしくは分枝状のモノもしくはポリ不飽和アルケニル基、または各々互いに独立して3〜18個、好ましくは4〜12個の炭素原子を含む1〜3個の分枝状アルキル基で置換されていることができるアリール基、特にフェニル基を表し、
個々の(OA1)x、(A2O)y及び(A3O)z基は、それぞれ互いに独立して、CH2CH2O、C3H6O及びC4H8Oから選択される単位からなり、この際、これらのCH2CH2O、C3H6O及びC4H8Oは、個々の(OA1)x、(A2O)y及び(A3O)z基内でブロック状にもしくはランダム状に分布して配置されていることができ、そして
x、y及びzは、それぞれ互いに独立して、30〜150の数、好ましくは40〜120の数、特に好ましくは51〜100の数を意味する] 及び
B) 完成した組成物を基準にして>50.0重量%、好ましくは>70.0重量%、特に好ましくは75.0〜95.0重量%の量の水、
を含む組成物である。
R1は、炭素原子数6〜30、好ましくは8〜22、特に好ましくは12〜18の線状もしくは分枝状飽和アルキル基、炭素原子数6〜30、好ましくは8〜22、特に好ましくは12〜18の線状もしくは分枝状のモノ不飽和もしくはポリ不飽和アルケニル基、またはそれぞれ互いに独立して3〜18個、好ましくは4〜12個の炭素原子を含む1〜3個の分枝状アルキル基で置換されていることができるアリール基、好ましくはフェニル基を表し、
R4は、H、Li+、Na+、K+、Mg++、Ca++、AI+++、NH4 +または第四アンモニウムイオン[HNRaRbRc]+を表し、この際、Ra、Rb及びRcは、互いに独立して、水素、炭素原子数1〜22の線状もしくは分枝状アルキル基、炭素原子数2〜22の線状もしくは分枝状のモノ不飽和もしくはポリ不飽和アルケニル基、炭素原子数2〜10の線状モノ−ヒドロキシアルキル基、好ましくはモノ−ヒドロキシエチル−もしくはモノ−ヒドロキシプロピル基、または炭素原子数3〜10の線状もしくは分枝状のジ−ヒドロキシアルキル基を意味し、
R5は、R1またはR4の意味を有し、
個々の(OA1)x及び(A2O)wは、それぞれ互いに独立して、CH2CH2O、C3H6O及びC4H8Oから選択される単位からなり、そしてこの際、CH2CH2O、C3H6O及びC4H8O単位は、個々の(OA1)x及び(A2O)w基内でブロック状にもしくはランダム状に分布して配置されていることができ、
xは、30〜150の数、好ましくは40〜120の数、特に好ましくは51〜100の数を表し、そして
wは、0または30〜150の数、好ましくは40〜120の数、特に好ましくは51〜100の数を表し、
但し、式(I)のリン酸トリエステルの量は、式(I)及び式(II)に従うリン酸エステルの総重量を基準にして80.0重量%超、好ましくは85.0〜99.0重量%、特に好ましくは88.0〜95.0重量%であり、そして式(II)に従うリン酸エステル中の未エステル化リン原子価(P−OH)の中和度は0〜100%であることができる。
本発明の組成物(例えばリンスオフ型の製品の場合)に使用される界面活性剤の総量は、完成した本発明の組成物を基準にして、好ましくは1.0〜48.0重量%、特に好ましくは5.0〜40.0重量%、就中好ましくは10.0〜35.0重量%である。
好ましい油体の更に別の部類は、合計で12〜36個の炭素原子、特に12〜24個の炭素原子を有するジアルキルエーテル、例えばジ−n−オクチルエーテル(Cetiol(登録商標)OE)、ジ−n−ノニルエーテル、ジ−n−デシルエーテル、ジ−n−ウンデシルエーテル、ジ−n−ドデシルエーテル、n−ヘキシル−n−オクチルエーテル、n−オクチル−n−デシルエーテル、n−デシル−n−ウンデシルエーテル、n−ウンデシル−n−ドデシルエーテル及びn−ヘキシル−n−ウンデシルエーテル、ジ−3−エチルデシルエーテル、tert.−ブチル−n−オクチルエーテル、iso−ペンチル−n−オクチルエーテル及び2−メチル−ペンチル−n−オクチルエーテル並びにジ−tert.−ブチルエーテル及びジ−iso−ペンチルエーテルである。
抗菌有効物質としては、セチルトリメチルアンモニウムクロライド、セチルピリジニウムクロライド、ベンズエトニウムクロライド、ジイソブチルエトキシエチルジメチルベンジルアンモニウムクロライド、ナトリウムN−ラウリルサルコシネート、ナトリウム−N−パルメチルサルコシネート、ラウロイルサルコシン、N−ミリストイルグリシン、カリウム−N−ラウリルサルコシン、トリメチルアンモニウムクロライド、ナトリウムアルミニウムクロロヒドロキシラクテート、トリエチルシトレート、トリセチルメチルアンモニウムクロライド、2,4,4’−トリクロロ−2’−ヒドロキシジフェニルエーテル(トリクロサン)、フェノキシエタノール、1,5−ペンタンジオール、1,6−ヘキサンジオール、3,4,4’−トリクロロカルバニリド(トリクロカルバン)、ジアミノアルキルアミド、例えばL−リシンヘキサデシルアミド、シトレート重金属塩、サリチレート、ピロクトース、特に亜鉛塩、ピリチオン及びそれの重金属塩、特に亜鉛ピリチオン、亜鉛フェノールスルフェート、ファルネソール、ケトコナゾール、オキシコナゾール、ビフォナゾール、ブトコナゾール、クロコナゾール、クロトリマゾール、エコナゾール、エニルコナゾール、フェンチコナゾール、イソコナゾール、ミコナゾール、スルコナゾール、チオコナゾールフルコナゾール、イタコナゾール、テルコナゾール、ナフチフィン及びテルビナフィン、セレンジスルフィド及びOctopirox(登録商標)、ヨードプロピニルブチルカルバメート、メチルクロロイソチアゾリノン、メチルイソチアゾリノン、メチルジブロモグルタロニトリル、AgCl、クロロキシレノール、ジエチルヘキシルスルホシクシネートのNa塩、安息香酸ナトリウム、並びにフェノキシエタノール、ベンジルアルコール、フェノキシイソプロパノール、パラベン類、好ましくはブチル−、エチル−、メチル−及びプロピルパラベン、並びにこれらのNa塩、ペンタンジオール1,2−オクタンジオール、2−ブロモ−2−ニトロプロパン−1,3−ジオール、エチルヘキシルグリセリン、ベンジルアルコール、ソルビン酸、安息香酸、乳酸、イミダゾリジニル尿素、ジアゾリジニル尿素、ジメチロールジメチルヒダントイン(DMDMH)、ヒドロキシメチルグリシネートのNa塩、ソルビン酸のヒドロキシエチルグリシン、及びこれらの有効物質の組み合わせが使用される。
装飾用物質としては、好ましいものはアラントイン及びビスアボロールである。これらは、好ましくは0.0001〜10.0重量%の量で使用される。
式(I)のリン酸エステルの製造では、リン酸(85%濃度)及び脂肪アルコールエトキシレートを所定のモル比で使用する。このために、全ての原料を、加熱ジャケット、凝縮器付きの分離器(Auskreiser)及び真空接続部(Vakuumanschluss)を備えた攪拌装置中に仕込む。この混合物を100℃に加熱し、100mbarまで三回排気し、次いで窒素で再び換気する。更に100℃で4時間不活性化(20リットル/時間の窒素導通)した後、このバッチを窒素導通下に230℃に加熱しそしてエステル化する(水の除去)。反応時間は24〜42時間(230℃のエステル化温度から始めて計算する)、特に40時間である。この際、残留酸価は<3mgKOH/gである。これは、(開始時の酸価に基づいて)約93〜96%の転化率に相当する。反応の終了後、生成物を80℃に冷却し、シャーレに注ぎ入れ、そして凝固した溶融物を細化する。
1:3のモル比の12.7gのリン酸及び701.3gのセテアレス−50(C16/18−脂肪アルコール+50モルのエチレンオキシド)からなるエステル、残留酸価:0.8mgKOH/g(97%転化率)、31P−NMR:ジエステル/トリエステル=13/87モル%。
1:3のモル比の11.4gのリン酸及び935.1gのセテアレス−80(C16/18−脂肪アルコール+80モルのエチレンオキシド)からなるエステル、残留酸価:0.8mgKOH/g(96%転化率)、31P−NMR:ジエステル/トリエステル=15/85モル%。
1:3のモル比の17.3gのリン酸及び666.0gのセテアレス−25(C16/18−脂肪アルコール+25モルのエチレンオキシド)からなるエステル、残留酸価:1.7mgKOH/g(95%転化率)、31P−NMR:ジエステル/トリエステル=11/89モル%。
水性組成物中での粘度測定
例1及び2のリン酸エステル及び比較例1のリン酸エステルの粘度を、商業製品のCrothix(PEG−150ペンタエリトリチルテトラステアレート)、Genapol(登録商標)DAT100(PEG−150ポリグリセリル−2トリステアレート)及びRewopal(登録商標)PEG 6000DS(PEG−150ジステアレート)と比較して測定した(各々水中6重量%の材料)。粘度は、水性組成物の製造直後に(“直後の粘度”)及び室温(RT)で3ヶ月貯蔵した後に、20℃でブルックフィールド粘度計のタイプRVTを用いて20rpmで測定した。
例1及び2のリン酸エステル並びに比較例1の粘度を、商業製品の
Crothix(PEG−150ペンタエリトリチルテトラステアレート)、Genapol(登録商標)DAT100(PEG−150ポリグリセリル−2トリステアレート)及びRewopal(登録商標)PEG6000DS(PEG−150ジステアレート)と比較して測定した(水中の総界面活性剤含有率15重量%の8:2の比率のラウリルエーテル硫酸ナトリウム:ココアミドプロピルベタインの水溶液中でそれぞれ1重量%の材料、pH4〜4.4)。粘度は、水性−界面活性剤系組成物の製造直後に(“直後の粘度”)及び50℃で3ヶ月貯蔵した後に、20℃でブルックフィールド粘度計のタイプRVTを用いて20rpmで測定した。
A ステアリン酸 1.60%
ミリスチン酸 1.80%
ラウリン酸 0.70%
テギン(Tegin)M 0.50%
グリセリルステアレート
パルミチン酸 0.70%
B 水 残量
C 水酸化カリウム 0.70%
例1のリン酸エステル 1.00%
調製:
I Aを80℃で溶融する。
II Cを攪拌及び60℃下にB中に溶解し、次いでIに加える。
III 攪拌下に冷却する。
A Genamin(登録商標)CTAC (Clariant) 6.00%
セトリモニウムクロライド
Hostacerin(登録商標)DGL(Clariant) 1.50%
PEG−10ジグリセリル−2ラウレート
セチルステアリルアルコール 1.70%
パラフィン油 1.00%
B 水 残量
C 例2のリン酸エステル 1.00%
D 香料 0.30%
パンテノール 0.30%
防腐剤 適量
染料 適量
調製
I Aを75℃で溶融する。
II Cを60℃で攪拌下にB中に溶解する。
III IIを攪拌下にIに加える。冷えるまで攪拌する。
IV 40℃でDの成分を加える。
V pH値を4に調節する。
A SilCare(登録商標)Silicone 41M15(Clariant) 0.30%
カプリリルメチコーン
B Genapol(登録商標)LA070(Clariant) 8.00%
ラウレス−7
C 水 残量
D 例2のリン酸エステル 2.00%
E バイオブラニル(Biobranil) 0.50%
ダイズ(ツルマメ)油及び小麦(小麦胚芽)糠脂質
グリセリン 2.00%
パンテノール 0.50%
F SilCare(登録商標)Silicone SEA(Clariant) 0.50%
トリデセス−9PGアモジメチコーン及びトリデセス−12
Genamin(登録商標)CTAC(Clariant) 2.00%
セトリモニウムクロライド
Nipaguard(登録商標)DMDMH(Clariant) 0.20%
DMDMHヒダントイン
調製:
I AをB中で可溶化する。
II Dを60℃で攪拌下にC中に溶解する。
III EをIIに加え、そして溶液が透明になるまで攪拌し、その後、Iに加える。
IV FをIIIに加える。
A 例1のリン酸エステル 5.00%
Genapol(登録商標)T250(Clariant) 2.00%
セテアレス−25
B 水 残量
C リン酸 0.04%
リン酸二水素ナトリウム 1.00%
D 過酸化水素30%濃度 18.00%
調製:
I 攪拌及び50℃に加温して、AをB中に溶解する。
II 25℃でCを加える。
III 室温でDを加える。
A Octopirox(登録商標)(Clariant) 0.10%
ピロクトンオラミン
B Emulsogen(登録商標)HCP049(Clariant) 10.00%
PEG−40水素化ヒマシ油及びプロピレングリコール
香料 0.20%
C 水 残量
D 例2のリン酸エステル 3.00%
E クエン酸 適量
調製:
I AをB中に溶解する。
II 攪拌及び軽い加熱下にDをC中に溶解し、次いでIIをIに加える。
III 必要に応じて、Eを用いてpH値を6.0に調節する。
A Velsan(登録商標)P8−3(Clariant) 5.00%
イソプロピルC12−15パレス−9カルボキシレート
B Hostapon(登録商標)CGN(Clariant) 2.00%
ココイルグルタミン酸ナトリウム
Genagen(登録商標)CAB(Clariant) 3.00%
コカミドプロピルベタイン
アラントイン(Clariant) 0.30%
Aristoflex(登録商標)PEA(Clariant) 1.00%
ポリプロピレンテレフタレート
1.6ヘキサンジオール 2.00%
1.2プロパンジオール 2.00%
ポリグリコール400(Clariant) 2.00%
PEG−8
パンテノール 0.50%
ルトロール(Lutrol)F127 3.00%
ポロキサマー(Poloxamer)407
防腐剤 適量
C 例1のリン酸エステル 1.00%
D 水 残量
E Genapol(登録商標)LA070(Clariant) 2.00%
ラウレス−7
調製:
I Bの成分をAに徐々に加え、そして透明な溶液が生ずるまで攪拌する。
II 攪拌及び軽く加熱しながらCをD中に溶解し、IIをIに加える。
III EをI中に混ぜ入れる。
A 水 残量
アルギニン 1.10%
例1のリン酸エステル 4.00%
B ジプロピレングリコール 8.00%
Genapol(登録商標)C100(Clariant) 0.60%
コセス(Coceth)−10
クエン酸ナトリウム*2H2O 0.09%
クエン酸10.0% 0.10%
Nipagin(登録商標)M(Clariant) 0.20%
メチルパラベンアスコルビン酸−2−グルコシド 2.00%
調製:
I Aの成分を混合し、そして攪拌及び軽く加熱しながら溶解する。
II Bの成分をIに加えそして溶解する。必要な場合には調合物を軽く加熱する。
A グリセリン 8.00%
ポリグリコール400(Clariant) 5.00%
PEG−8
パンテノール 0.50%
香料 0.20%
アルコール 8.00%
防腐剤 適量
アラントイン(Clariant) 0.10%
ニアシナミド 0.10%
エキストラポンハマメリス(Extrapon Hamamelis) 1.00%
水、ウイッチハーゼル蒸留物、SDアルコール39−C、ブチレングリコール
B 水 残量
C 例2のリン酸エステル 2.00%
調製:
I 攪拌及び軽く加熱しながらCをB中に溶解する。
II Aの成分をIに加え、そして調合物が均一になるまで攪拌する。
A Genapol(登録商標)LRO液状(Clariant) 30.00%
ラウレス硫酸ナトリウム
Hostapon(登録商標)CGN(Clariant) 5.00%
ココイルグルタミン酸ナトリウム
香料 0.30%
B 水 残量
C 例2のリン酸エステル 1.50%
防腐剤 適量
染料 適量
Genagen(登録商標)CAB(Clariant) 8.00%
コカミドプロピルベタイン
調製:
I 攪拌及び50℃に加熱して、CをB中に溶解する。
II Aの成分を徐々にI中に混ぜ入れる。
III 必要な場合には、pH値を調節する。
A Genapol(登録商標)LRO液状(Clariant) 60.00%
ラウレス硫酸ナトリウム(活性物質含有率30重量%)
B Medialan(登録商標)LD(Clariant) 8.00%
ラウロイルサルコシン酸ナトリウム
香料 1.50%
Velsan(登録商標)CG070(Clariant) 5.00%
PEG−7グリセリルココエート
C 例2のリン酸エステル 1.00%
D 水 残量
E 染料 適量
防腐剤 適量
Genagen(登録商標)CAB(Clariant) 6.00%
コカミドプロピルベタイン
調製:
I Bの成分を徐々にA中に混ぜ入れる。
II 攪拌及び50℃に加熱して、CをD中に溶解する。
III IをIIに加える。
VI EをIIIに混ぜ入れる。
V 必要な場合には、pH値を調節する。
A Hostacerin(登録商標)DGI(Clariant) 2.00%
ポリグリセリル−2セスキイソステアレート
イソプロピルパルミテート 4.00%
オクチルドデカノール 4.00%
Nipaguard(登録商標)PDU(Clariant) 適量
プロピレングリコール(及び)ジアゾリジニル尿素(及び)
メチルパラベン(及び)プロピルパラベン
B Aristoflex(登録商標)AVC(Clariant) 1.20%
アンモニウムアクリロイルジメチルタウレート/VPコポリマー
C Hostapon(登録商標)CGN(Clariant) 0.60%
ココイルグルタミン酸ナトリウム
水 残量
D 例1のリン酸エステル 1.00%
E 香料 0.40%
調製:
I 攪拌及び50℃に加熱して、DをC中に溶解する。
II BをAに加え、その後、Iを加えそして十分に攪拌する。
III EをIIに加える。
IV 最後に、調合物を均一化する。
A 例2のリン酸エステル 1.50%
B 水 残量
C Locron(登録商標)L(Clariant) 20.00%
アルミニウムクロロハイドレート
D Genapol(登録商標)T250(Clariant) 5.00%
セテアレス−25
ブチレングリコール 3.00%
セチオールOE 1.00%
ジカプリリルエーテル
グリセリルイソステアレート 2.00%
E SilCare(登録商標)Silicone SEA(Clariant) 0.50%
トリデセス−9PGアモジメチコーン及びトリデセス−12
調製:
I 攪拌及び60℃に加熱して、AをB中に溶解する。
II CをIに加える。
III Dを50℃で溶融し、そしてIIを加え、透明な溶液が生ずるまで攪拌する。
IV 30℃でEを加える。
A 例2のリン酸エステル 1.00%
Genapol(登録商標)T250(Clariant) 2.00%
セテアレス−25
B 水 残量
C アスコルビン酸 3.00%
D Aristoflex AVC(Clariant) 0.80%
アンモニウムアクリロイルジメチルタウレート/VPコポリマー
調製:
I 50℃で攪拌しながらAをB中に溶解する。
II 室温で、CをI中に混ぜ入れる。
III Dを加え、そして均一なゲルが生ずるまで攪拌する。
A 例2のリン酸エステル(Clariant) 3.00%
Aristoflex(登録商標)PEA(Clariant) 2.00%
ポリプロピレン−テレフタレート
B 水 残量
C Genapol(登録商標)LRO液状(Clariant) 30.00%
ラウレス硫酸ナトリウム
Genapol(登録商標)LA030(Clariant) 1.50%
ラウレス−3
Hostapon(登録商標)CLG(Clariant) 5.00%
ラウロイルグルタミン酸ナトリウム
Genagen(登録商標)KB(Clariant) 6.00%
ココベタイン
香料 0.30%
染料 適量
防腐剤 適量
調製:
I 50℃でAをB中に溶解する。
II Cの成分を順にI中に混ぜ入れる。
III 必要な場合には、pH値を調節する。
A 例1のリン酸エステル(Clariant) 1.00%
B 水 残量
C パラフィン油 5.00%
SilCare(登録商標)Silicone 31M50(Clariant) 3.00%
カプリリルトリメチコーン
D Aristoflex(登録商標)AVC(Clariant) 1.80%
アンモニウムアクリロイルジメチルタウレート/VPコポリマー
E グリコール酸30%* 6.00%
Phenonip(登録商標)(Clariant) 0.50%
フェノキシエタノール(及び)メチルパラベン(及び)
エチルパラベン(及び)ブチルパラベン(及び)
プロピルパラベン(及び)イソブチルパラベン
F Genapol(登録商標)LA070(Clariant) 2.00%
ラウレス−7
* NaOHでpH4に中和した。
調製:
I 50℃で攪拌しながらAをB中に溶解する。
II DをC中に混ぜ入れる。
III IをII中に混ぜ入れ、そして均一なゲルが生ずるまで攪拌する。
IV EをIII中に加える。
V FをIV中に混ぜ入れ、そしてクリームゲルが均一になるまで攪拌する。
A Hostaphat(登録商標)CC100(Clariant) 1.0%
セチルホスフェート
グリセリルステアレート 0.5%
セテアリールアルコール 0.5%
パラフィン油 8.0%
イソプロピルパルミテート 7.0%
SilCare(登録商標)Silicone 41M15(Clariant) 1.0%
カプリリルメチコーン
B Aristoflex(登録商標)AVC(Clariant) 1.2%
アンモニウムアクリロイルジメチルタウレート/VPコポリマー
C 水 残量
D 例1のリン酸エステル(Clariant) 1.0%
E Hostapon(登録商標)CLG(Clariant) 0.5%
ラウロイルグルタミン酸ナトリウム
グリセリン 5.0%
F トコフェリルアセテート 1.0%
フレグランス 0.2%
防腐剤 適量
G ジヒドロキシアセトン 5.0%
H 水 8.0%
I 水酸化ナトリウム(水中10%) 適量
調製:
I 80℃でAを溶融する。
II BをA中に混ぜ入れる。
III 50℃でDをC中に溶解し、次いでEを加える。
IV IIIをII中に混ぜ入れる。
V 室温でFを加える。
VI GをH中に溶解し、そしてV中に混ぜ入れる。
VII 必要な場合には、IでpH値を4〜5に調節する。
A Hostaphat(登録商標)CK100(Clariant) 2.00%
セチルリン酸カリウム
SilCare(登録商標)Silicone 41M15(Clariant) 1.00%
カプリリルメチコーン
ステアリン酸 0.50%
セチルアルコール 0.50%
Cutina(登録商標)GMS 1.00%
グリセリルステアレート
Cetiol(登録商標)SN 4.00%
イソノナン酸セテアリール
Velsan(登録商標)CCT(Clariant) 4.00%
カプリル/カプリントリグリセリド
Neo(登録商標)Heliopan BB 1.50%
ベンゾフェノン−3
Eusolex(登録商標)6300 4.00%
4−メチルベンジリデンカンフル
B Aristoflex(登録商標)AVC(Clariant) 0.40%
アンモニウムアクリロイルジメチルタウレート/VPコポリマー
C 水 残量
D 例2のリン酸エステル(Clariant) 1.00%
E グリセリン 3.00%
Eusolex(登録商標)232 2.00%
フェニルベンズイミダゾールスルホン酸
トリス(ヒドロキシメチル)アミノメタン 1.10%
トロメタミン
F トコフェリルアセテート 0.50%
Phenonip(登録商標)(Clariant) 0.50%
フェノキシエタノール(及び)メチルパラベン(及び)
ブチルパラベン(及び)エチルパラベン(及び)プロピルパラベン
フレグランス 0.40%
調製:
I 80℃でAを溶融し、次いでBを加える。
II 60℃でDをC中に溶解する。
III EをII中に混ぜ入れる。
IV IIIをI中に溶解する。
V 35℃で、FをIV中に加える。
A Genapol(登録商標)T250(Clariant) 1.00%
セテアレス−25
例2のリン酸エステル(Clariant) 1.00%
B 水 残量
C Aristoflex(登録商標)AVC(Clariant) 2.00%
アンモニウムアクリロイルジメチルタウレート/VPコポリマー
D グリコール酸30%* 6.00%
Phenonip(登録商標)(Clariant) 0.50%
フェノキシエタノール(及び)メチルパラベン(及び)
エチルパラベン(及び)ブチルパラベン(及び)プロピルパラベン(及び)
イソブチルパラベン
*NaOHでpH4に中和した。
調製:
I 50℃で攪拌下にAをB中に溶解する。
II Cを加え、そして均一なゲルが生ずるまで攪拌する。
III Dを加え、そしてゲルが再び均一になるまで攪拌する。
A Genapol(登録商標)LRO液状(Clariant) 30.00%
ラウレス硫酸ナトリウム
Hostapon(登録商標)CGN(Clariant) 5.00%
ココイルグルタミン酸ナトリウム
香料 0.30%
B 水 残量
C 例2のリン酸エステル 1.50%
安息香酸 0.50%
染料 適量
Genagen(登録商標)CAB(Clariant) 8.00%
コカミドプロピルベタイン
調製:
I 攪拌及び50℃に加熱して、CをB中に溶解する。
II Aの成分を徐々にI中に混ぜ入れる。
III pH値を4.9に調節する。
A Genapol(登録商標)LRO液状(Clariant) 60.00%
ラウレス硫酸ナトリウム(活性物質含有率30重量%)
B Medialan(登録商標)LD(Clariant) 8.00%
ラウロイルサルコシン酸ナトリウム
香料 1.50%
Velsan(登録商標)CG070(Clariant) 5.00%
PEG−7グリセリルココエート
C 例2のリン酸エステル 1.00%
D 水 残量
E 染料 適量
ソルビン酸 0.60%
Genagen(登録商標)CAB(Clariant) 6.00%
コカミドプロピルベタイン
調製:
I Bの成分を徐々にA中に混ぜ入れる。
II 攪拌及び50℃に加熱して、CをD中に溶解する。
III IをIIに加える。
VI EをIII中に混ぜる。
V pH値を4.8に調節する。
A 例2のリン酸エステル(Clariant) 3.00%
Aristoflex(登録商標)PEA(Clariant) 2.00%
ポリプロピレン−テレフタレート
B 水 残量
C Genapol(登録商標)LRO液状(Clariant) 30.00%
ラウレス硫酸ナトリウム
Genapol(登録商標)LA030(Clariant) 1.50%
ラウレス−3
Hostapon(登録商標)CLG(Clariant) 5.00%
ラウロイルグルタミン酸ナトリウム
Genagen(登録商標)KB(Clariant) 6.00%
ココベタイン
香料 0.30%
染料 適量
サリチル酸ナトリウム 0.50%
調製:
I 50℃でAをB中に溶解する。
II Cの成分をI中に順に混ぜ入れる。
III pH値を4.5に調節する。
Claims (21)
- A) 次式(I)の一種またはそれ以上のリン酸エステル
R1、R2及びR3は、同一かまたは異なることができ、そして炭素原子数6〜30、好ましくは8〜22、特に好ましくは12〜18の線状もしくは分枝状の飽和アルキル基、炭素原子数6〜30、好ましくは8〜22、特に好ましくは12〜18の線状もしくは分枝状のモノ不飽和もしくはポリ不飽和アルケニル基、またはそれぞれ互いに独立して3〜18個、好ましくは4〜12個の炭素原子を含む1〜3個の分枝状アルキル基で置換されていることができるアリール基、特にフェニル基を表し、
個々の(OA1)x、(A2O)y及び(A3O)z基は、それぞれ互いに独立して、CH2CH2O、C3H6O及びC4H8Oから選択される単位からなり、この際、CH2CH2O、C3H6O及びC4H8O単位は、個々の(OA1)x、(A2O)y及び(A3O)z基内でブロック状にまたはランダム状に分布して配置されていることができ、そして
x、y及びzは、それぞれ互いに独立して、30〜150の数、好ましくは40〜120の数、特に好ましくは51〜100の数を意味する]
B) 完成した組成物を基準にして>50.0重量%、好ましくは>70.0重量%、特に好ましくは75.0〜95.0重量%の量の水、
を含む、組成物。 - 式(I)のリン酸エステル中のR1、R2及びR3が、同一かまたは異なることができ、そして炭素原子数6〜30、好ましくは8〜22、特に好ましくは12〜18の線状もしくは分枝状の飽和アルキル基、または炭素原子数6〜30、好ましくは8〜22、特に好ましくは12〜18の線状もしくは分枝状のモノ不飽和もしくはポリ不飽和アルケニル基を表すことを特徴とする、請求項1の組成物。
- 式(I)のリン酸エステル中のOA1、OA2及びOA3がCH2CH2Oを意味することを特徴とする、請求項1または2の組成物。
- 式(I)のリン酸エステル中のR1−(OA1)x、R2−(OA2)y及びR3−(OA3)zが、エチレンオキシド単位数30〜150、好ましくはエチレンオキシド単位数40〜120のC16/18−脂肪アルコールエトキシレート、特に好ましくはエチレンオキシド単位数50のC16/18−脂肪アルコールエトキシレートまたはエチレンオキシド単位数80のC16/18−脂肪アルコールエトキシレートから選択される脂肪アルコールエトキシレートから誘導されることを特徴とする、請求項1〜3の一つまたはそれ以上の組成物。
- 式(I)の一種またはそれ以上のリン酸エステルの他に、次式(II)
[式中、
R1は、炭素原子数6〜30、好ましくは8〜22、特に好ましくは12〜18の線状もしくは分枝状の飽和アルキル基、炭素原子数6〜30、好ましくは8〜22、特に好ましくは12〜18の線状もしくは分枝状のモノ不飽和もしくはポリ不飽和アルケニル基、またはそれぞれ互いに独立して3〜18個、好ましくは4〜12個の炭素原子を含む1〜3個の分枝状アルキル基で置換されていることができるアリール基、特にフェニル基を表し、
R4は、H、Li+、Na+、K+、Mg++、Ca++、Al+++、NH4 +または第四アンモニウムイオン[HNRaRbRc]+を表し、ここでRa、Rb及びRcは、互いに独立して、水素、炭素原子数1〜22の線状もしくは分枝状のアルキル基、炭素原子数2〜22の線状もしくは分枝状のモノ不飽和もしくはポリ不飽和アルケニル基、炭素原子数2〜10の線状モノ−ヒドロキシアルキル基、好ましくはモノ−ヒドロキシエチル−またはモノ−ヒドロキシプロピル基、または炭素原子数3〜10の線状もしくは分枝状のジ−ヒドロキシアルキル基を意味し、
R5は、R1またはR4の意味を有し、
個々の(OA1)x及び(A2O)w基は、それぞれ互いに独立して、CH2CH2O、C3H6O及びC4H8Oから選択される単位からなり、この際、CH2CH2O、C3H6O及びC4H8O単位は、個々の(OA1)x及び(A2O)w基内でブロック状にもしくはランダム状に分布して配置されていることができ、
xは、30〜150の数、好ましくは40〜120の数、特に好ましくは51〜100の数を表し、そして
wは、0または30〜150の数、好ましくは40〜120の数、特に好ましくは51〜100の数を表す]
の一種またはそれ以上のリン酸エステルを含むが、ただし、式(I)のリン酸トリエステルの量は、式(I)及び式(II)のリン酸エステルの総重量を基準にして80.0重量%超、好ましくは85.0〜99.0重量%、特に好ましくは88.0〜95.0重量%であり、そして式(II)のリン酸エステル中の未エステル化リン原子価(P−OH)の中和度は0〜100%であることができることを特徴とする、請求項1〜4の一つまたはそれ以上の組成物。 - R5がR1の意味を有し、そしてwが30〜150、好ましくは40〜120、特に好ましくは51〜100の数を表す式(II)の一種またはそれ以上の化合物を含むことを特徴とする、請求項5の組成物。
- 完成した組成物を基準にして>90.0重量%の量で、好ましくは90.1〜95.0重量%の量で水を含むことを特徴とする、請求項1〜6の一つまたはそれ以上の組成物。
- 完成した組成物を基準にして0.1〜10.0重量%、好ましくは0.5〜8.0重量%、特に好ましくは1.0〜6.0重量%の量で式(I)の一種またはそれ以上のリン酸エステルを含むことを特徴とする、請求項1〜7の一つまたはそれ以上の組成物。
- 一種またはそれ以上の界面活性剤を含むことを特徴とする、請求項1〜8の一つまたはそれ以上の組成物。
- 完成した組成物を基準にして0.1〜5.0重量%、好ましくは0.2〜4.0重量%、特に好ましくは0.5〜3.0重量%の量で式(I)の一種またはそれ以上のリン酸エステルを含むことを特徴とする、請求項9の組成物。
- 化粧料組成物、医薬組成物または皮膚用組成物であることを特徴とする、請求項1〜10の一つまたはそれ以上の組成物。
- 水性、水性−アルコール性もしくは水性−界面活性剤系組成物、エマルション、懸濁液、分散体または噴霧剤の形で存在することを特徴とする、請求項1〜11の一つまたはそれ以上の組成物。
- 2〜10、好ましくは2〜6、特に好ましくは2.5〜5、就中好ましくは3〜4.5のpH値を有することを特徴とする、請求項1〜12の一つまたはそれ以上の組成物。
- 2.5〜5のpH値を有し、そして全組成物を基準にして0.05〜3.0重量%、好ましくは0.05〜2.0重量%、特に好ましくは0.1〜1.0重量%の抗菌作用を有する一種またはそれ以上の有機酸、好ましくは抗菌作用を有するカルボン酸を含むことを特徴とする、請求項1〜13の一つまたはそれ以上の組成物。
- 一種またはそれ以上の電解質を含むことを特徴とする、請求項1〜14の一つまたはそれ以上の組成物。
- 一種またはそれ以上の電解質の量が、完成した組成物を基準にして、0.1〜20.0重量%、好ましくは0.2〜10.0重量%、特に好ましくは0.5〜5.0重量%であることを特徴とする、請求項15の組成物。
- 過酸化水素、または過酸化水素を放出する物質を含み、そして好ましくはゲルまたはクリームの形で存在することを特徴とする、請求項1〜16の一つまたはそれ以上の組成物。
- 消臭または発汗抑制調合物、特に一種またはそれ以上のアルミニウム塩、好ましくはアルミニウムクロロハイドレートまたはアルミニウム−ジルコニウム錯体塩を含む消臭または発汗抑制調合物であることを特徴とする、請求項1〜17の一つまたはそれ以上の組成物。
- 消臭または発汗抑制調合物を皮膚に使用した後の衣服上での白色の残渣の形成を減少させるための、請求項18の組成物中での式(I)の一種またはそれ以上のリン酸エステルの使用。
- 増粘剤、コンシステンシー付与剤、乳化剤、官能性付与添加剤、可溶化剤、分散剤、滑剤、粘着剤または安定化剤としての、請求項1〜18の一つまたはそれ以上の組成物中での式(I)の一種またはそれ以上のリン酸エステルの使用。
- 増粘剤としての、請求項1〜18の一つまたはそれ以上の組成物中での式(I)の一種またはそれ以上のリン酸エステルの使用。
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DE102008006858A DE102008006858A1 (de) | 2008-01-31 | 2008-01-31 | Wässrige Zusammensetzungen enthaltend alkoxylierte Phosphorsäuretriester |
PCT/EP2008/006219 WO2009015857A2 (de) | 2007-08-02 | 2008-07-29 | Wässrige zusammensetzungen enthaltend alkoxylierte phosphorsäuretriester |
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JP2010535163A (ja) * | 2007-08-02 | 2010-11-18 | クラリアント・ファイナンス・(ビーブイアイ)・リミテッド | アルコキシル化リン酸トリエステルの製造方法 |
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Also Published As
Publication number | Publication date |
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US20100260696A1 (en) | 2010-10-14 |
CN101802096A (zh) | 2010-08-11 |
EP2176350A2 (de) | 2010-04-21 |
CN101802096B (zh) | 2012-07-18 |
WO2009015857A2 (de) | 2009-02-05 |
WO2009015857A3 (de) | 2009-08-20 |
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