JP5981546B2 - イオン性/イオノゲン性櫛形コポリマー組成物及びこれを含有するパーソナルケア製品 - Google Patents
イオン性/イオノゲン性櫛形コポリマー組成物及びこれを含有するパーソナルケア製品 Download PDFInfo
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- JP5981546B2 JP5981546B2 JP2014524107A JP2014524107A JP5981546B2 JP 5981546 B2 JP5981546 B2 JP 5981546B2 JP 2014524107 A JP2014524107 A JP 2014524107A JP 2014524107 A JP2014524107 A JP 2014524107A JP 5981546 B2 JP5981546 B2 JP 5981546B2
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- DZMOLBFHXFZZBF-UHFFFAOYSA-N prop-2-enyl dihydrogen phosphate Chemical compound OP(O)(=O)OCC=C DZMOLBFHXFZZBF-UHFFFAOYSA-N 0.000 description 1
- NEOZOXKVMDBOSG-UHFFFAOYSA-N propan-2-yl 16-methylheptadecanoate Chemical compound CC(C)CCCCCCCCCCCCCCC(=O)OC(C)C NEOZOXKVMDBOSG-UHFFFAOYSA-N 0.000 description 1
- ZPWFUIUNWDIYCJ-UHFFFAOYSA-N propan-2-yl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC(C)C ZPWFUIUNWDIYCJ-UHFFFAOYSA-N 0.000 description 1
- 238000010926 purge Methods 0.000 description 1
- 229960001141 pyrithione zinc Drugs 0.000 description 1
- 150000003856 quaternary ammonium compounds Chemical class 0.000 description 1
- 239000012966 redox initiator Substances 0.000 description 1
- NPCOQXAVBJJZBQ-UHFFFAOYSA-N reduced coenzyme Q9 Natural products COC1=C(O)C(C)=C(CC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)C)C(O)=C1OC NPCOQXAVBJJZBQ-UHFFFAOYSA-N 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- NXLOLUFNDSBYTP-UHFFFAOYSA-N retene Chemical compound C1=CC=C2C3=CC=C(C(C)C)C=C3C=CC2=C1C NXLOLUFNDSBYTP-UHFFFAOYSA-N 0.000 description 1
- 235000020944 retinol Nutrition 0.000 description 1
- 229960003471 retinol Drugs 0.000 description 1
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- 235000019172 retinyl palmitate Nutrition 0.000 description 1
- 239000011769 retinyl palmitate Substances 0.000 description 1
- 230000002441 reversible effect Effects 0.000 description 1
- 239000006254 rheological additive Substances 0.000 description 1
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- 210000002966 serum Anatomy 0.000 description 1
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- 229940113147 shellac Drugs 0.000 description 1
- ZLGIYFNHBLSMPS-ATJNOEHPSA-N shellac Chemical compound OCCCCCC(O)C(O)CCCCCCCC(O)=O.C1C23[C@H](C(O)=O)CCC2[C@](C)(CO)[C@@H]1C(C(O)=O)=C[C@@H]3O ZLGIYFNHBLSMPS-ATJNOEHPSA-N 0.000 description 1
- 235000013874 shellac Nutrition 0.000 description 1
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- 229920002379 silicone rubber Polymers 0.000 description 1
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- YRWWOAFMPXPHEJ-OFBPEYICSA-K sodium L-ascorbic acid 2-phosphate Chemical compound [Na+].[Na+].[Na+].OC[C@H](O)[C@H]1OC(=O)C(OP([O-])([O-])=O)=C1[O-] YRWWOAFMPXPHEJ-OFBPEYICSA-K 0.000 description 1
- 229940047670 sodium acrylate Drugs 0.000 description 1
- 229940048058 sodium ascorbyl phosphate Drugs 0.000 description 1
- APSBXTVYXVQYAB-UHFFFAOYSA-M sodium docusate Chemical group [Na+].CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC APSBXTVYXVQYAB-UHFFFAOYSA-M 0.000 description 1
- 229940005573 sodium fumarate Drugs 0.000 description 1
- 235000019294 sodium fumarate Nutrition 0.000 description 1
- 229940006186 sodium polystyrene sulfonate Drugs 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- SONHXMAHPHADTF-UHFFFAOYSA-M sodium;2-methylprop-2-enoate Chemical compound [Na+].CC(=C)C([O-])=O SONHXMAHPHADTF-UHFFFAOYSA-M 0.000 description 1
- MNCGMVDMOKPCSQ-UHFFFAOYSA-M sodium;2-phenylethenesulfonate Chemical compound [Na+].[O-]S(=O)(=O)C=CC1=CC=CC=C1 MNCGMVDMOKPCSQ-UHFFFAOYSA-M 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
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- 238000011105 stabilization Methods 0.000 description 1
- 229940032147 starch Drugs 0.000 description 1
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- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 description 1
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- 125000000542 sulfonic acid group Chemical group 0.000 description 1
- 239000000829 suppository Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 229920003051 synthetic elastomer Polymers 0.000 description 1
- 239000005061 synthetic rubber Substances 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 229940105956 tea-dodecylbenzenesulfonate Drugs 0.000 description 1
- 229920001897 terpolymer Polymers 0.000 description 1
- ISXSCDLOGDJUNJ-UHFFFAOYSA-N tert-butyl prop-2-enoate Chemical compound CC(C)(C)OC(=O)C=C ISXSCDLOGDJUNJ-UHFFFAOYSA-N 0.000 description 1
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 1
- 125000005063 tetradecenyl group Chemical group C(=CCCCCCCCCCCCC)* 0.000 description 1
- DZKXJUASMGQEMA-UHFFFAOYSA-N tetradecyl tetradecanoate Chemical compound CCCCCCCCCCCCCCOC(=O)CCCCCCCCCCCCC DZKXJUASMGQEMA-UHFFFAOYSA-N 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 125000003396 thiol group Chemical group [H]S* 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 229960005196 titanium dioxide Drugs 0.000 description 1
- 229940042585 tocopherol acetate Drugs 0.000 description 1
- 239000000606 toothpaste Substances 0.000 description 1
- 230000000699 topical effect Effects 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- VPYJNCGUESNPMV-UHFFFAOYSA-N triallylamine Chemical compound C=CCN(CC=C)CC=C VPYJNCGUESNPMV-UHFFFAOYSA-N 0.000 description 1
- 125000005040 tridecenyl group Chemical group C(=CCCCCCCCCCCC)* 0.000 description 1
- 125000002889 tridecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- QQQSFSZALRVCSZ-UHFFFAOYSA-N triethoxysilane Chemical compound CCO[SiH](OCC)OCC QQQSFSZALRVCSZ-UHFFFAOYSA-N 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 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
- SMYKBXMWXCZOLU-UHFFFAOYSA-N tris-decyl benzene-1,2,4-tricarboxylate Chemical compound CCCCCCCCCCOC(=O)C1=CC=C(C(=O)OCCCCCCCCCC)C(C(=O)OCCCCCCCCCC)=C1 SMYKBXMWXCZOLU-UHFFFAOYSA-N 0.000 description 1
- 229940035936 ubiquinone Drugs 0.000 description 1
- 125000002948 undecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000003672 ureas Chemical class 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N urethane group Chemical group NC(=O)OCC JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- 239000002966 varnish Substances 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- NLVXSWCKKBEXTG-UHFFFAOYSA-N vinylsulfonic acid Chemical compound OS(=O)(=O)C=C NLVXSWCKKBEXTG-UHFFFAOYSA-N 0.000 description 1
- 235000019155 vitamin A Nutrition 0.000 description 1
- 239000011719 vitamin A Substances 0.000 description 1
- 235000009492 vitamin B5 Nutrition 0.000 description 1
- 239000011675 vitamin B5 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
- 239000011709 vitamin E Substances 0.000 description 1
- 235000019168 vitamin K Nutrition 0.000 description 1
- 239000011712 vitamin K Substances 0.000 description 1
- 239000001717 vitis vinifera seed extract Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 238000004065 wastewater treatment Methods 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 239000010497 wheat germ oil Substances 0.000 description 1
- 230000002087 whitening effect Effects 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
- 229960001296 zinc oxide Drugs 0.000 description 1
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Landscapes
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- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Macromonomer-Based Addition Polymer (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Description
本出願は、2011年8月3日に出願された先の米国特許出願第61/514,528号の優先権の利益を主張するものであり、米国特許出願第61/514,528号の開示内容がこの参照により本明細書に組み込まれる。
A)オレフィン系不飽和のアニオン性、アニオノゲン性又は双性イオン性コモノマーから導かれる1つ又は複数の繰り返し単位と、
B)次式を有する1つ又は複数の繰り返し単位
C)アクリルアミドモノマー、
D)A,B又はCでない1つ又は複数のオレフィン系不飽和親水性モノマー、又は
E)A,B,C又はDでない1つ又は複数のオレフィン系不飽和モノマー。
のうち少なくとも1つから導かれる1つ又は複数の繰り返し単位をさらに含む。
実施態様は、会合可能な部分を含む繰り返し単位を含み、少なくとも2つのモノマーのカテゴリーから及び通常は少なくとも3つのモノマーのカテゴリーから生成するイオン性及びイオノゲン性櫛形コポリマーを対象とする。ある幾つかの実施態様において、4つ又は5つのカテゴリーを用いることができる。実施態様は、構成要素としてこれらのコポリマーを含むパーソナルケア製品及びその他の有益な組成物をも対象とする。
A)オレフィン系不飽和のアニオン性、アニオノゲン性又は両性コモノマーから導かれる1つ又は複数の繰り返し単位と、
B)次式を有する1つ又は複数の繰り返し単位
C)アクリルアミドモノマー、
D)A、B又はCでない1つ又は複数のオレフィン系不飽和親水性モノマー、又は
E)A、B、C又はDでない1つ又は複数のオレフィン系不飽和モノマー。
ここで記載するイオン性/イオノゲン性櫛形コポリマー中のイオン性及びイオノゲン性の繰り返し体の濃度は、ポリマー100グラム当たり約10〜約450meqであり、通常はポリマー100グラム当たり約15〜約400meqである。本開示の全体にわたって、アニオンの繰り返し体を中和するために存在するカチオンの質量はポリマーの質量の決定には含めない。双性イオン性又は両性モノマーが櫛形コポリマーに含まれる場合、双性イオン性又は両性の繰り返し体のモルは同等のものとして処理される。幾つかの実施態様においては、本発明のコポリマー中のイオン性又はイオノゲン性の繰り返し体の範囲は、ポリマー100グラム当たり約25〜約325meqであり、他の幾つかの実施態様においてはポリマー100グラム当たり約25〜約300meqであり、他の幾つかの実施態様においてはポリマー100グラム当たり約50〜約275meqである。
それゆえ、ここで開示するイオン性/イオノゲン性櫛形コポリマー組成物は、活性剤の堆積及び保持における向上した有効性を提供し、感覚上の特質を有するパーソナルケア製品を作製する成分として、及び/又は増粘剤として使用することができる。イオン性/イオノゲン性櫛形コポリマー組成物はそれぞれの製品中には一般的に約0.1〜約20wt%、幾つかの場合においては約0.5〜約10wt%存在し、さらに他の幾つかの場合においては、約1〜約5wt%存在する。組成物は、ほんの一例としてコスメティックオイル(すなわち、化粧品用途に適合するオイル)、水、アルコール及びこれらの組み合わせからなる群より選択される少なくとも1つの要素を含むことができる基礎媒体を有する広範囲のパーソナルケア製品とともに使用することができる。
A)パーソナルケアの用途(例えば、ヘアジェル)に適した、増粘した無水オイル
オイル−約50〜約95wt%
イオン性/イオノゲン性櫛形コポリマー−約0.1〜約20wt%
補助ポリマー−約5wt%まで
他の添加剤又は活性剤−約0.1〜約30wt%
B)無水スカルプセラム
オイル−約50〜約95wt%
イオン性/イオノゲン性櫛形コポリマー−約0.1〜約20wt%
補助ポリマー−約5wt%まで
他の添加剤又は活性剤−約0.1〜約30wt%
C)無水日焼け止めスティック又はジェル
オイル−約50〜約95wt%
イオン性/イオノゲン性櫛形コポリマー−約0.1〜約20wt%
補助ポリマー−約5wt%まで
日焼け止め活性剤−約1〜約25wt%
他の添加剤又は活性剤−約0.1〜約30wt%
D)無水制汗デオドラントスティック又はジェル
エモリエント−約50〜約95wt%
イオン性/イオノゲン性櫛形コポリマー−約0.1〜約20wt%
補助ポリマー−約5wt%まで
制汗デオドラント(APDO)活性剤−約0.1〜約30wt%
他の添加剤又は活性剤−約1〜約30wt%
E)カラー化粧品(例えば頬紅、口紅)
オイル−約50〜約95wt%
イオン性/イオノゲン性櫛形コポリマー−約0.1〜約20wt%
補助ポリマー−約5wt%まで
色素−約0.1〜約30wt%
他の添加剤又は活性剤−約0.1〜約10wt%
A)皮膚の保湿液
水−約50〜約90wt%
シリコーン−約1〜約10wt%
乳化剤−約0.5〜約5wt%
エモリエント−約5〜約20wt%
イオン性/イオノゲン性櫛形コポリマー−約0.1〜約20wt%
補助ポリマー−約5wt%まで
他の添加剤又は活性剤−約0.1〜約3wt%
B)日焼け止め
水−約50〜約90wt%
シリコーン−約1〜約10wt%
乳化剤−約0.5〜約5wt%
エモリエント−約5〜約20wt%
イオン性/イオノゲン性櫛形コポリマー−約0.1〜約20wt%
補助ポリマー−約5wt%まで
日焼け止め活性剤−約1〜約25wt%
他の添加剤又は活性剤−約0.1〜約3wt%
C)制汗デオドラント
水−約50〜約90wt%
シリコーン−約10wt%まで
乳化剤−約0.5〜約5wt%
エモリエント−約1〜約20wt%
イオン性/イオノゲン性櫛形コポリマー−約0.1〜約20wt%
補助ポリマー−約5wt%まで
APDO活性剤−約0.1〜約30wt%
他の添加剤又は活性剤−約0.1〜約5wt%
A)皮膚の保湿液
水−約50〜約90wt%
乳化剤−約0.5〜約5wt%
エモリエント−約1〜約20wt%
イオン性/イオノゲン性櫛形コポリマー−約0.1〜約20wt%
補助ポリマー−約5wt%まで
他の添加剤又は活性剤−約0.1〜約3wt%
B)日焼け止め
水−約50〜約90wt%
乳化剤−約0.5〜約5wt%
エモリエント−約1〜約20wt%
エタノール及び/又は他の有機溶媒−約35wt%まで
イオン性/イオノゲン性櫛形コポリマー−約0.1〜約20wt%
補助ポリマー−約5wt%まで
日焼け止め活性剤−約1〜約25wt%
他の添加剤又は活性剤−約0.1〜約3wt%
C)ムース又は他のヘアスタイリング製品
水−約50〜約90wt%
乳化剤−約0.5〜約1wt%
界面活性剤−約0.1〜約2wt%
イオン性/イオノゲン性櫛形コポリマー−約0.1〜約20wt%
補助ポリマー−約5wt%まで
他の添加剤又は活性剤−約0.1〜約2wt%
溶媒−約1〜約25wt%
推進剤−約10wt%まで
D)制汗デオドラント
水−約50〜約90wt%
シリコーン−約10wt%まで
乳化剤−約0.5〜約5wt%
エモリエント−約1〜約20wt%
エタノール及び/又は他の有機溶媒−約35wt%まで
イオン性/イオノゲン性櫛形コポリマー−約0.1〜約20wt%
補助ポリマー−約5wt%まで
APDO活性剤−約0.1〜約30wt%
他の添加剤又は活性剤−約0.1〜約5wt%
A)カラーリングシャンプー
水−約50〜約90wt%
界面活性剤−約2〜約20wt%
起泡力増進剤−約20wt%まで
イオン性/イオノゲン性櫛形コポリマー−約0.1〜約20wt%
補助ポリマー−約5wt%まで
他の添加剤又は活性剤−約0.1〜約10wt%
B)ヘアスプレー(エアロゾル及び非エアロゾル)
水−約10〜約90wt%
イオン性/イオノゲン性櫛形コポリマー−約0.1〜約20wt%
補助ポリマー−約5wt%まで
エタノール又は他の溶媒−約33〜約90wt%
エアロゾルのための任意選択の推進剤−約50wt%まで
他の添加剤又は活性剤−約0.1〜約2wt%
C)シャンプー
水−約50〜約90wt%
界面活性剤−約20wt%まで
起泡力増進剤−約2〜約20wt%
イオン性/イオノゲン性櫛形コポリマー−約0.1〜約20wt%
補助ポリマー−約5wt%まで
他の添加剤又は活性剤−約0.1〜約10wt%
D)ヘアスタイリング製品
水−約10〜約90wt%
イオン性/イオノゲン性櫛形コポリマー−約0.1〜約20wt%
補助ポリマー−約5wt%まで
エタノール又は他の溶媒−約0〜約10wt%
他の添加剤又は活性剤−約0.1〜約10wt%
E)ボディクレンジング製品
水−約50〜約90wt%
界面活性剤−約2〜約20wt%
イオン性/イオノゲン性櫛形コポリマー−約0.1〜約20wt%
補助ポリマー−約5wt%まで
起泡力増進剤−約20wt%まで
他の添加剤又は活性剤−約0.1〜約10wt%
F)日焼け止め
水−約10wt%まで
エモリエント−約1〜約10wt%
エタノール及び/又は他の有機溶媒−約50〜約95wt%
イオン性/イオノゲン性櫛形コポリマー−約0.1〜約20wt%
補助ポリマー−約5wt%まで
日焼け止め活性剤−約1〜約25wt%
他の添加剤又は活性剤−約0.1〜約3wt%
パーソナルケア製品はイオン性/イオノゲン性櫛形コポリマー組成物を単独で堆積物、感覚剤及び/又は増粘剤として用いることができる一方で、幾つかの他の実施態様においては、組成物は任意選択で約5wt%までの1つ又は複数の追加の補助ポリマーを用いることができる。1つ又は複数の補助ポリマーは任意のタイプのポリマーであることができ、非イオン性、両性若しくは双性イオン性、アニオン性、カチオン性のうち少なくとも1つ又はそのようなタイプのポリマーの混合物が挙げられる。
1リットルのジャケット付反応器は、塔頂機械的スターラー、熱電対、及び窒素パージを備える。Tomado(登録商標)23−5界面活性剤(80.8g,196mmol)及び12〜13個の炭素数を有する鎖状第1級アルコールの5モルのエトキシレートを反応器内に充填し、室温で窒素下で撹拌した。無水マレイン酸(19.2g,196mmol)及び重合開始剤4−メトキシフェノール(ヒドロキノンのモノメチルエーテル、MEHQ)0.01gを反応器に粉末として加えた。混合物を60℃までゆっくり加熱し、2時間の間60℃に維持した。反応生成物を次いで室温まで冷却した。所望の生成物M11の形成は、次の手順によるNMR分析により確認した。M11反応生成物は、緩和剤として加えられたクロムアセチルアセトナートを有するクロロホルム−d中に溶解させた。NMR試験は周囲温度で、10mmのBBOプローブを備えたBruker Avance III 500 FT−NMR分光計を用いて実施した。定量的な13CNMRデータは、逆ゲーテッドデカップリング、30°パルス、及び6秒の緩和遅延を使用して得られた。化学シフトのスケールは溶媒のピークを参照した。
[例1]
1リットルのジャケット付反応器は、塔頂機械的スターラー、窒素スパージ、熱電対、及び塔頂コンデンサーを備えていた。反応器のジャケットは加熱及び冷却が可能である循環オイルバスに接続した。
1リットルのジャケット付反応器に、塔頂機械的スターラー、窒素スパージ、熱電対、及び塔頂コンデンサーを備えていた。反応器のジャケットは加熱及び冷却が可能である循環オイルバスに接続した。
45グラムのM1、45グラムのM3、72グラムのM5、102グラムのM6、及び36グラムのM7を、150グラムのIPA、30グラムの脱イオン水、及び120グラムの1,3−ブタンジオールと共に攪拌することによって、モノマー混合物を調製した。ポリマーは例2を踏襲して調製し、透明で金色の粘性のある溶液が得られた。
105グラムのM1、105グラムのM3、30グラムのM8、及び60グラムのM13を、150グラムのIPA、30グラムの脱イオン水、及び120グラムの1,3−ブタンジオールと共に攪拌することによって、モノマー混合物を調製した。ポリマーは例2を踏襲して調製し、ほのかに明るいベージュ色の不透明な粘性のある溶液が得られた。
105グラムのM1、105グラムのM3、60グラムのM6、及び30グラムのM8を、150グラムのIPA、30グラムの脱イオン水、及び120グラムの1,3−ブタンジオールと共に攪拌することによって、モノマー混合物を調製した。ポリマーは例2を踏襲して調製し、ほのかに明るい黄色の不透明な粘性のある溶液が得られた。
282グラムのM1及び18グラムのM7を、150グラムのIPA、30グラムの脱イオン水、及び120グラムの1,3−ブタンジオールと共に攪拌することによって、モノマー混合物を調製した。ポリマーは例2を踏襲して調製し、ほのかに明るいベージュ色の不透明な粘性のある溶液が得られた。
ポリマーは、1,3−ブタンジオールの代わりにグリセロールを使用したことを除き、例4を踏襲して調製した。濁った黄色の粘性のある溶液が得られた。
60グラムのM1、150グラムのM3、81グラムのM6、及び9グラムのM8を、150グラムのIPA、30グラムの脱イオン水、及び120グラムの1,3−ブタンジオールと共に攪拌することによって、モノマー混合物を調製した。ポリマーは例2を踏襲して調製し、明るい黄色の濁った粘性のある溶液が得られた。
195グラムのM3、60グラムのM4、36グラムのM6、及び9グラムのM9を、150グラムのIPA、30グラムの脱イオン水、及び120グラムの1,3−ブタンジオールと共に攪拌することによって、モノマー混合物を調製した。ポリマーは例2を踏襲して調製し、明るい黄色の濁った粘性のある溶液が得られた。
210グラムのM3、45グラムのM4、33グラムのM6、及び12グラムのM7を、150グラムのIPA、30グラムの脱イオン水、及び120グラムの1,3−ブタンジオールと共に攪拌することによって、モノマー混合物を調製した。ポリマーは例2を踏襲して調製し、明るい黄色の濁った粘性のある溶液が得られた。
60グラムのM1、159グラムのM3、及び81グラムのM8を、150グラムのIPA、30グラムの脱イオン水、及び120グラムの1,3−ブタンジオールと共に攪拌することによって、モノマー混合物を調製した。ポリマーは例2を踏襲して調製し、透明でベージュ色の粘性のある溶液が得られた。
126グラムのM1、45グラムのM4、84グラムのM5、及び45グラムのM12を、150グラムのIPA、30グラムの脱イオン水、及び120グラムの1,3−ブタンジオールと共に攪拌することによって、モノマー混合物を調製した。ポリマーは例2を踏襲して調製し、明るい黄色の濁った粘性のある溶液が得られた。
210グラムのM3、45グラムのM5、及び45グラムのM14を、150グラムのIPA、30グラムの脱イオン水、及び120グラムの1,3−ブタンジオールと共に攪拌することによって、モノマー混合物を調製した。ポリマーは例2を踏襲して調製し透明で明るい緑色の溶液が得られた。
75グラムのM2、120グラムのM3、75グラムのM5、及び30グラムのM9を、150グラムのIPA、30グラムの脱イオン水、及び120グラムの1,3−ブタンジオールと共に攪拌することによって、モノマー混合物を調製した。ポリマーは例2を踏襲して調製し、半透明の黄緑色の粘性のある溶液が得られた。
150グラムのM3、60グラムのM5、及び90グラムのM12を、150グラムのIPA、30グラムの脱イオン水、及び120グラムの1,3−ブタンジオールと共に攪拌することによって、モノマー混合物を調製した。ポリマーは例2を踏襲して調製し、白く不透明な粘性のある溶液が得られた。
ポリマーは、2,2’−アゾビス−2−メチルプリオピオンアミジンジヒドロクロリドの代わりに4,4’−アゾビス[4−シアノバレリン酸]を使用したことを除き、例12を踏襲して調製した。オフホワイトの不透明な粘性のある溶液が得られた。
ポリマーは、2,2’−アゾビス−2−メチルプリオピオンアミジンジヒドロクロリドの代わりに4,4’−アゾビス[4−シアノバレリン酸]を使用したことを除き、例14を踏襲して調製した。透明でほぼ無色の粘性のある溶液が得られた。
225グラムのM3、及び75グラムのM7を、150グラムのIPA、30グラムの脱イオン水、及び120グラムの1,3−ブタンジオールと共に攪拌することによって、モノマー混合物を調製した。16.63グラムのDl水及び16.63グラムのメタノール中で溶解させた3.96グラムの4,4’−アゾビス[4−シアノバレリン酸]からなる開始剤混合物を調製した。ポリマーは例2を踏襲して調製し、オフホワイトの不透明な粘性のある溶液が得られた。
225グラムのM3、及び75グラムのM7を、150グラムのIPA、30グラムの脱イオン水、及び120グラムの1,3−ブタンジオールと共に攪拌することによって、モノマー混合物を調製した。32.0グラムのメチルイソブチルケトン中で溶解させた3.96グラムのベンゾイルペルオキシドからなる開始剤混合物を調製した。ポリマーは例2を踏襲して調製し、白の不透明な粘性のある溶液が得られた。
90グラムのM3、75グラムのM5、75グラムのM6、及び60グラムのM11を、150グラムのIPA、30グラムの脱イオン水、及び120グラムの1,3−ブタンジオールと共に攪拌することによって、モノマー混合物を調製した。ポリマーは例2を踏襲して調製し、明るい黄色の粘性のある溶液が得られた。
例1〜20で得られたイオン性/イオノゲン性櫛形コポリマーを、以下に詳細に記載するような8つの異なるパーソナルケア製品配合物のうち1つ又は複数に成分として、別個に加え、シリーズA,B,D及びM〜Qと表した。シリーズA〜Fの配合物中に、指定した量のイオン性/イオノゲン性櫛形コポリマーを、100%のポリマー主成分で加えた。これらの配合物を、一般的なパーソナルケア製品の代表品として調製し、及び/又は対照の配合物と比べた場合にこれらのコポリマーの使用によって得られる特徴の解析を促進するために調製した。
Aシリーズの配合物を、例えば洗顔料に見られるような低pH配合物の代表として設計した。この配合物は表2に示した全組成を有していた。
通常存在するよりも高い割合の水分を含有させてイオン性/イオノゲン性櫛形コポリマー組成物によって与えられる感触を検討していることを除いて、Bシリーズの配合物をスキンクリーム配合物の代表品として設計した。Bシリーズの配合物は、表3に示した全組成を有していた。
Cシリーズの配合物をフェイシャルクリームの配合物の代表品として設計した。これは、表4に示した全組成を有していた。
Dシリーズの配合物を、ヘアコンディショナー配合物の代表品として設計した。これは、表5に示す全組成を有していた。
Eシリーズの配合物を、スキンクリーム配合物の代表品として設計する。これは、表6に示す全組成を有する。
Fシリーズの配合物を、パーソナルケアの洗剤配合物の代表品として設計する。これは、表7に示す全組成を有する。
Gシリーズの配合物を、パーソナルケアのアンチエイジング配合物の代表品として設計する。これは、表8に示す全組成を有する。
Hシリーズの配合物を、パーソナルケアのアンチエイジング配合物の代表品として設計する。これは、表9に示す全組成を有する。
1wt%(100%ポリマー主成分)の例1〜20のイオン性/イオノゲン性櫛形コポリマーのそれぞれを、Procter & Gambleから得られる市販品の「head & shoulders(登録商標) pyrithione zinc dandruff shampoo, classic clean」に混合することによってIシリーズの配合物を調製する。イオン性/イオノゲン性櫛形コポリマーとシャンプーとの混合を室温で行う。イオン性/イオノゲン性櫛形コポリマーを含まない、購入したままの市販のシャンプーは、シリーズIの配合物に関して「ブランク」の配合物としている。
1wt%(100%ポリマー主成分)の例1〜20のイオン性/イオノゲン性櫛形コポリマーのそれぞれを、Rite Aid Corporationから得られる市販品の「pyrithione zinc dandruff shampoo, classic clean」に混合することによってJシリーズの配合物を調製する。このイオン性/イオノゲン性櫛形コポリマーとシャンプーの混合を室温で行う。イオン性/イオノゲン性櫛形コポリマーを含まない、購入したままの市販のシャンプーは、シリーズJの配合物に関して「ブランク」の配合物としている。
高エタノール含量の日焼け止め配合物の代表として配合物Kを設計する。これは、表10に示す全組成を有する。
日焼け止めクリーム配合物の代表として配合物Lを設計する。これは、表11に示す全組成を有する。
皮膚保護洗顔ジェル配合物の代表として配合物Mシリーズを設計した。これは、表12に示す全組成を有していた。
抗にきびクリームの代表としてNシリーズの配合物を設計した。これは、表13に示す全組成を有していた。
パーソナルケアシャンプー組成物の代表としてOシリーズの配合物を設計した。これは、表14に示す全組成を有していた。
パーソナルケア角質除去ボディソープの代表としてPシリーズの配合物を設計した。これは、表15に示す全組成を有していた。
玉容美顔用クリームの代表としてQシリーズの配合物を設計した。これは、表16に示す全組成を有していた。
表17にまとめた結果は、Aシリーズの配合物及びDシリーズの配合物のそれぞれにおける全てのイオン性/イオノゲン性櫛形コポリマーに関して、活性成分(サリチル酸及びシリコーン)の堆積についての有意な向上を示した。同様に、感覚及び滑性に関する官能評価は、「ブランク」配合物に比べて、各ケースで少なくとも等しく、通常は優れていた。
パーソナルケア製品での使用に関連して主に記載してきたが、幾つかの典型的な実施態様によるイオン性/イオノゲン性櫛形コポリマー組成物を、他の商用用途のための成分としても有用であることができると認識されるであろう。
本発明の実施態様の一部を以下の項目〈1〉−〈21〉に記載する。
〈1〉
A)オレフィン系不飽和のアニオン性、アニオノゲン性及び双性イオン性コモノマーからなる群より選択される少なくとも1つの要素から導かれる1つ又は複数の繰り返し単位と、
B)次式を有する1つ又は複数の繰り返し単位と
〈2〉
次のグループ、すなわち、
C)アクリルアミドモノマー、
D)前記A、前記B又は該Cでない1つ又は複数のオレフィン系不飽和親水性モノマー、又は
E)前記A、前記B、該C又は該Dでない1つ又は複数のオレフィン系不飽和モノマー、
のうち少なくとも1つから選択されたモノマーから導かれる1つ又は複数の繰り返し単位をさらに含む、項目1に記載の櫛形コポリマー。
〈3〉
前記グループC,D又はEのうち少なくとも2つから選択されたモノマーから導かれる1つ又は複数の繰り返し単位を含む、項目2に記載の櫛形コポリマー。
〈4〉
前記グループC、D及びEのそれぞれから選択したモノマーから導かれる1つ又は複数の繰り返し単位を含む、項目3に記載の櫛形コポリマー。
〈5〉
前記グループBの繰り返し単位が界面活性剤の繰り返し単位を含む、項目1に記載の櫛形コポリマー。
〈6〉
前記Zがアルキル、フルオロアルキル、シリコーン及びシランからなる群より選択される少なくとも1つの要素を含む、項目1に記載の櫛形コポリマー。
〈7〉
前記Aが次式、すなわち、
〈8〉
前記櫛形コポリマーの3wt%(固体)のpH7.0±1.0における水溶液が、25℃において約250cP未満の粘度を有する、項目1に記載の櫛形コポリマー。
〈9〉
化粧品基礎媒体と
約0.1wt%〜約20wt%の項目1〜4のいずれか1項、又は項目1〜8のいずれか1項に記載の櫛形コポリマーと
を含む、パーソナルケア製品。
〈10〉
さらに活性成分を含有する項目9に記載のパーソナルケア製品であって、前記櫛形コポリマーが前記活性成分のケラチン基質への堆積を、前記櫛形コポリマーを含有していない同じ配合を有するパーソナルケア製品に対して少なくとも10%向上させている、パーソナルケア製品。
〈11〉
化粧品基礎媒体、及び少なくとも1つの櫛形コポリマーを含むパーソナルケア組成物であって、前記少なくとも1つの櫛形コポリマーが、
A)オレフィン系不飽和のアニオン性、アニオノゲン性及び双性イオン性コモノマーからなる群より選択される少なくとも1つの要素から導かれる1つ又は複数の繰り返し単位と、
B)次式を有する1つ又は複数の繰り返し単位と
〈12〉
少なくとも2つの繰り返し単位を含む、項目11に記載の組成物。
〈13〉
前記Aが両性イオン性コモノマーを含む、項目11に記載の組成物。
〈14〉
前記グループBの繰り返し単位が界面活性剤の繰り返し単位を含む、項目11に記載の組成物。
〈15〉
前記Zがアルキル、フルオロアルキル、シリコーン及びシランでからなる群より選択される少なくとも1つの要素を含む、項目11に記載の組成物。
〈16〉
コモノマーAが次式、すなわち、
〈17〉
前記Zが約10〜約18個の炭素原子を含む、項目11に記載の組成物。
〈18〉
前記グループBの繰り返し単位が疎水性の繰り返し単位を含む、項目11に記載の組成物。
〈19〉
前記bがウレタン結合及び尿素結合のうち少なくとも1つを含む、項目11に記載の組成物。
〈20〉
前記グループBがスルホン酸及びリン酸の繰り返し単位のうち少なくとも1つを含む、項目11に記載の組成物。
〈21〉
前記櫛形コポリマーが架橋していない、項目11に記載の組成物。
Claims (17)
- A)オレフィン系不飽和のアニオン性、アニオノゲン性及び双性イオン性コモノマーからなる群より選択される少なくとも1つの要素から導かれる1つ又は複数の繰り返し単位と、
B)次式を有する1つ又は複数の繰り返し単位と
前記グループBの繰り返し単位が次の式(2)又は(3)を有するモノマー、すなわち、
式中、X1及びX2が独立してO,S,NH又はNHCOOのいずれかであり、R1及びR2が独立してH又はCH3であり、nが0〜6(式中、n=0の場合、X2は含まれない)であり、pが0〜50であり、qが0〜50であり、rが0〜50であり、vが1〜50であり、
前記グループBの繰り返し単位が、ステアリルポリ(オキシエチル) 25 メタクリレート、ラウリルポリ(オキシエチル) 4 アクリレート、オクチルポリ(オキシプロピル) 6 ポリ(オキシエチル) 12 −N−メチルアクリルアミド、N−オクタデシルメタクリルアミド、及びラウリル[メタ]アクリレートからなる群より選択される少なくとも1つの要素を含むモノマーにより形成されている、
櫛形コポリマー。 - 次のグループ、すなわち、
C)アクリルアミドモノマー、
D)前記A、前記B又は該Cでない1つ又は複数のオレフィン系不飽和親水性モノマー、又は
E)前記A、前記B、該C又は該Dでない1つ又は複数のオレフィン系不飽和モノマー、
のうち少なくとも1つから選択されたモノマーから導かれる1つ又は複数の繰り返し単位をさらに含む、請求項1に記載の櫛形コポリマー。 - 前記グループC,D又はEのうち少なくとも2つから選択されたモノマーから導かれる1つ又は複数の繰り返し単位を含む、請求項2に記載の櫛形コポリマー。
- 前記グループC、D及びEのそれぞれから選択したモノマーから導かれる1つ又は複数の繰り返し単位を含む、請求項3に記載の櫛形コポリマー。
- 前記櫛形コポリマーの3wt%(固体)のpH7.0±1.0における水溶液が、25℃において250cP未満の粘度を有する、請求項1に記載の櫛形コポリマー。
- 化粧品基礎媒体と
0.1wt%〜20wt%の請求項1〜4のいずれか1項、又は請求項1〜6のいずれか1項に記載の櫛形コポリマーと
を含む、パーソナルケア製品。 - さらに活性成分を含有する請求項7に記載のパーソナルケア製品であって、前記櫛形コポリマーが前記活性成分のケラチン基質への堆積を、前記櫛形コポリマーを含有していない同じ配合を有するパーソナルケア製品に対して少なくとも10%向上させている、パーソナルケア製品。
- 化粧品基礎媒体、及び少なくとも1つの櫛形コポリマーを含むパーソナルケア組成物であって、前記少なくとも1つの櫛形コポリマーが、
A)オレフィン系不飽和の双性イオン性コモノマーからなる群より選択される少なくとも1つの要素から導かれる1つ又は複数の繰り返し単位と、
B)次式を有する1つ又は複数の繰り返し単位と
- 少なくとも2つの繰り返し単位を含む、請求項9に記載の組成物。
- 前記グループBの繰り返し単位が界面活性剤の繰り返し単位を含む、請求項9に記載の組成物。
- 前記Zがアルキル、フルオロアルキル、シリコーン及びシランからなる群より選択される少なくとも1つの要素を含む、請求項9に記載の組成物。
- 前記Zが10〜18個の炭素原子を含む、請求項9に記載の組成物。
- 前記グループBの繰り返し単位が疎水性の繰り返し単位を含む、請求項9に記載の組成物。
- 前記bがウレタン結合及び尿素結合のうち少なくとも1つを含む、請求項9に記載の組成物。
- 前記グループBがスルホン酸及びリン酸の繰り返し単位のうち少なくとも1つを含む、請求項9に記載の組成物。
- 前記櫛形コポリマーが架橋していない、請求項9に記載の組成物。
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DE102009015868A1 (de) * | 2009-04-01 | 2009-11-26 | Clariant International Limited | Kammförmige, kationische Copolymere, deren Herstellung und Verwendung in kosmetischen, pharmazeutischen und dermatologischen Formulierungen |
AT511667B1 (de) * | 2011-06-30 | 2015-07-15 | Avl List Gmbh | Wiederaufladbare elektrische batterie |
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JP2014521810A (ja) | 2014-08-28 |
KR20140043502A (ko) | 2014-04-09 |
JP2017186572A (ja) | 2017-10-12 |
WO2013020049A1 (en) | 2013-02-07 |
CN103717628A (zh) | 2014-04-09 |
KR20160042170A (ko) | 2016-04-18 |
KR101778178B1 (ko) | 2017-09-13 |
US20130195775A1 (en) | 2013-08-01 |
CN105640798A (zh) | 2016-06-08 |
RU2014107898A (ru) | 2015-09-10 |
US20170258703A1 (en) | 2017-09-14 |
RU2581363C2 (ru) | 2016-04-20 |
EP2739659B1 (en) | 2015-06-17 |
EP2739659A1 (en) | 2014-06-11 |
CN103717628B (zh) | 2016-02-03 |
BR112014002351A2 (pt) | 2018-02-06 |
JP2016153507A (ja) | 2016-08-25 |
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