JP7448128B2 - 特異的超分岐コポリマーと(ポリ)エチレンオキシドのエーテル又はエステルである非イオン性乳化剤とを含む化粧品組成物 - Google Patents
特異的超分岐コポリマーと(ポリ)エチレンオキシドのエーテル又はエステルである非イオン性乳化剤とを含む化粧品組成物 Download PDFInfo
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- JP7448128B2 JP7448128B2 JP2021525602A JP2021525602A JP7448128B2 JP 7448128 B2 JP7448128 B2 JP 7448128B2 JP 2021525602 A JP2021525602 A JP 2021525602A JP 2021525602 A JP2021525602 A JP 2021525602A JP 7448128 B2 JP7448128 B2 JP 7448128B2
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- 125000002704 decyl group Chemical group [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])* 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 239000007854 depigmenting agent Substances 0.000 description 1
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 1
- XXJWXESWEXIICW-UHFFFAOYSA-N diethylene glycol monoethyl ether Chemical compound CCOCCOCCO XXJWXESWEXIICW-UHFFFAOYSA-N 0.000 description 1
- OKQDSOXFNBWWJL-UHFFFAOYSA-N dihexyl carbonate Chemical compound CCCCCCOC(=O)OCCCCCC OKQDSOXFNBWWJL-UHFFFAOYSA-N 0.000 description 1
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 1
- REZZEXDLIUJMMS-UHFFFAOYSA-M dimethyldioctadecylammonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](C)(C)CCCCCCCCCCCCCCCCCC REZZEXDLIUJMMS-UHFFFAOYSA-M 0.000 description 1
- 229940073551 distearyldimonium chloride Drugs 0.000 description 1
- HYXKNSUXBZRZIC-UHFFFAOYSA-N dodecyl(dimethyl)azanium;16-methylheptadecanoate Chemical compound CCCCCCCCCCCCN(C)C.CC(C)CCCCCCCCCCCCCCC(O)=O HYXKNSUXBZRZIC-UHFFFAOYSA-N 0.000 description 1
- HUVYTMDMDZRHBN-UHFFFAOYSA-N drometrizole trisiloxane Chemical compound C[Si](C)(C)O[Si](C)(O[Si](C)(C)C)CC(C)CC1=CC(C)=CC(N2N=C3C=CC=CC3=N2)=C1O HUVYTMDMDZRHBN-UHFFFAOYSA-N 0.000 description 1
- 239000003974 emollient agent Substances 0.000 description 1
- 229960004697 enzacamene Drugs 0.000 description 1
- 239000010696 ester oil Substances 0.000 description 1
- CCIVGXIOQKPBKL-UHFFFAOYSA-M ethanesulfonate Chemical compound CCS([O-])(=O)=O CCIVGXIOQKPBKL-UHFFFAOYSA-M 0.000 description 1
- 125000001033 ether group Chemical group 0.000 description 1
- IAJNXBNRYMEYAZ-UHFFFAOYSA-N ethyl 2-cyano-3,3-diphenylprop-2-enoate Chemical compound C=1C=CC=CC=1C(=C(C#N)C(=O)OCC)C1=CC=CC=C1 IAJNXBNRYMEYAZ-UHFFFAOYSA-N 0.000 description 1
- 239000000284 extract Substances 0.000 description 1
- 210000004709 eyebrow Anatomy 0.000 description 1
- 210000000720 eyelash Anatomy 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 229940068517 fruit extracts Drugs 0.000 description 1
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 230000009931 harmful effect Effects 0.000 description 1
- 230000003054 hormonal effect Effects 0.000 description 1
- 239000003906 humectant Substances 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 239000000017 hydrogel Substances 0.000 description 1
- 229920006007 hydrogenated polyisobutylene Polymers 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 229940078546 isoeicosane Drugs 0.000 description 1
- 229940057995 liquid paraffin Drugs 0.000 description 1
- 238000012423 maintenance Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- MYWUZJCMWCOHBA-VIFPVBQESA-N methamphetamine Chemical compound CN[C@@H](C)CC1=CC=CC=C1 MYWUZJCMWCOHBA-VIFPVBQESA-N 0.000 description 1
- 239000004530 micro-emulsion Substances 0.000 description 1
- 239000008267 milk Substances 0.000 description 1
- 230000001333 moisturizer Effects 0.000 description 1
- CWILBLFCNWVURT-UHFFFAOYSA-N n,n-diethylethanamine;octadecanamide Chemical compound CCN(CC)CC.CCCCCCCCCCCCCCCCCC(N)=O CWILBLFCNWVURT-UHFFFAOYSA-N 0.000 description 1
- UTBABEVADWVTHM-UHFFFAOYSA-N n,n-dimethylpropan-1-amine;octadecanamide Chemical compound CCCN(C)C.CCCCCCCCCCCCCCCCCC(N)=O UTBABEVADWVTHM-UHFFFAOYSA-N 0.000 description 1
- NZXVYLJKFYSEPO-UHFFFAOYSA-N n-[3-(dimethylamino)propyl]-16-methylheptadecanamide Chemical compound CC(C)CCCCCCCCCCCCCCC(=O)NCCCN(C)C NZXVYLJKFYSEPO-UHFFFAOYSA-N 0.000 description 1
- MNAZHGAWPCLLGX-UHFFFAOYSA-N n-[3-(dimethylamino)propyl]docosanamide Chemical compound CCCCCCCCCCCCCCCCCCCCCC(=O)NCCCN(C)C MNAZHGAWPCLLGX-UHFFFAOYSA-N 0.000 description 1
- 210000000282 nail Anatomy 0.000 description 1
- 125000005487 naphthalate group Chemical group 0.000 description 1
- 235000015097 nutrients Nutrition 0.000 description 1
- 125000002347 octyl 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])[H] 0.000 description 1
- 239000002674 ointment Substances 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid group Chemical group C(CCCCCCC\C=C/CCCCCCCC)(=O)O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 239000005304 optical glass Substances 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 229940037624 palmitamidopropyltrimonium chloride Drugs 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 239000008194 pharmaceutical composition Substances 0.000 description 1
- 230000008845 photoaging Effects 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 150000003902 salicylic acid esters Chemical class 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000003352 sequestering agent Substances 0.000 description 1
- 210000002966 serum Anatomy 0.000 description 1
- 229940057910 shea butter Drugs 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 210000003491 skin Anatomy 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- SFVFIFLLYFPGHH-UHFFFAOYSA-M stearalkonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1 SFVFIFLLYFPGHH-UHFFFAOYSA-M 0.000 description 1
- 229940057981 stearalkonium chloride Drugs 0.000 description 1
- 229940098760 steareth-2 Drugs 0.000 description 1
- 229940100459 steareth-20 Drugs 0.000 description 1
- 229940100458 steareth-21 Drugs 0.000 description 1
- 125000000542 sulfonic acid group Chemical group 0.000 description 1
- 230000000475 sunscreen effect Effects 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 150000003626 triacylglycerols Chemical class 0.000 description 1
- ZQTYRTSKQFQYPQ-UHFFFAOYSA-N trisiloxane Chemical compound [SiH3]O[SiH2]O[SiH3] ZQTYRTSKQFQYPQ-UHFFFAOYSA-N 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 239000004034 viscosity adjusting agent Substances 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 150000003722 vitamin derivatives Chemical class 0.000 description 1
- 239000010497 wheat germ oil Substances 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/88—Polyamides
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/39—Derivatives containing from 2 to 10 oxyalkylene groups
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/85—Polyesters
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/86—Polyethers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/20—Chemical, physico-chemical or functional or structural properties of the composition as a whole
- A61K2800/30—Characterized by the absence of a particular group of ingredients
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/54—Polymers characterized by specific structures/properties
- A61K2800/544—Dendrimers, Hyperbranched polymers
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Dermatology (AREA)
- Emergency Medicine (AREA)
- Cosmetics (AREA)
Description
本発明は、化粧品の分野、特にスキンケア及びサンケアの分野に関する。
[発明の背景]
[発明の概要]
モノマー
(i)ドデセニルコハク酸無水物
(ii)ジイソプロパノールアミン
(iii)ビス-ジメチルアミノプロピルアミン
の超分岐コポリマーであって、
式
の末端基を有し、
及び1200~4000g/molの分子量Mnを有する、超分岐コポリマーと
(ポリ)エチレングリコールのエーテル又はエステルである少なくとも1種の非イオン性乳化剤と
を含む化粧品組成物に関する。
a1)式
のジメチルアミノ末端基を有するポリエステルアミドを産生させるために、モノマー(i)及びモノマー(ii)及びモノマー(iii)を重合する工程、
a2)2-クロロ酢酸塩、特に2-クロロ酢酸ナトリウムによって、工程a1)のポリエステルアミドのジメチルアミノ基を4級化する工程
によって調製される。
(i)ドデセニルコハク酸無水物
(ii)ジイソプロパノールアミン
(iii)ビス-ジメチルアミノプロピルアミン
の超分岐コポリマーであって、
式
の末端基を有し、及び1200~4000g/molの分子量Mnを有する超分岐コポリマーの量は、化粧品組成物の総重量に基づくと、典型的には0.1~3重量%である。
(式中、Rは、少なくとも8個、好ましくは少なくとも12個、より好ましくは少なくとも14個の炭素原子を備える炭化水素基を表し;
及びnは、1~400、好ましくは1~200、より好ましくは1~40の整数である)の化合物である。
(i)ドデセニルコハク酸無水物
(ii)ジイソプロパノールアミン
(iii)ビス-ジメチルアミノプロピルアミン
の超分岐コポリマーであって、
式
の末端基を有し、
1200~4000g/molの分子量Mnを有する特異的超分岐コポリマーが、(ポリ)エチレングリコールのエーテル又はエステルである少なくとも1種の非イオン性乳化剤と一緒に使用された場合に、接触面への物質移動が強度に減少することが見出されている。
(i)ドデセニルコハク酸無水物
(ii)ジイソプロパノールアミン
(iii)ビス-ジメチルアミノプロピルアミン
の超分岐コポリマーであって、
式
の末端基を有し、
及び1200~4000g/molの分子量Mnを有する超分岐コポリマーの、接触面への物質移動を減少させるための、(ポリ)エチレングリコールのエーテル又はエステルである少なくとも1種の非イオン性乳化剤を含む化粧品組成物中における使用である。
本発明について下記の実験によって詳細に例示する。これらの実施例は、例としてのみ提供されるものであり、決して本発明の範囲を限定することは意図していない。
モノマーであるドデセニルコハク酸無水物及びジイソプロパノールアミン及びビス-ジメチルアミノプロピルアミンの超分岐コポリマーHBC1は、欧州特許第2794729(B1)号明細書に記載の実施例3に従って、237.59gのN,N-ビス(N’N’-ジメチルアミノプロピル)アミン及び112.6gのジイソプロパノールアミン及び426.89gのドデセニルコハク酸無水物を用いて調製されている。加熱及び真空を加えた後、<0.3meq/g(tritrimetrical分析)AV=9.8mgのKOH/gの残留カルボン酸含量及び2.99meq/g(tritrimetrical分析)のアミン含量及びMn=2240の分子量を得た。この生成物をクロロ酢酸ナトリウム水溶液と反応させ、式:
の末端基を有する、及び2.3kDaの分子量Mnを有する超分岐コポリマーHBC1を得るために、1H-NMR分析がクロロ酢酸塩の完全な転換を示すまで、80℃で撹拌した。
物質移動は、下記に略述したスポンジ試験を用いて決定された。
- スポンジクロス(Weitawip Claire、Weita AG製:セルロース/綿繊維混合物、200g/m2、厚さ5mm)を76mm×26mmの断片にカットする
- スポンジサンプルの風袋を量る
- 350mgの各サンプル(=化粧品組成物)を塗布し、76mm×26mmのスポンジ表面全体に均質に分布させる
- 塗布したサンプルを含むスポンジを計量する
- 顕微鏡スライド(ガラス板:76mm×26mm×1mm)の風袋を量る
- スポンジの上に顕微鏡スライド(ガラス板)を置き、その上にサンプルに特定圧力を印加するために、500gのバランスウェイト(高さ:6.3cm、接触領域の直径:3.7cm)を10秒間置く
- 顕微鏡スライドを注意深く垂直方向に取り除く
- 取り除いた顕微鏡スライドを計量し、ガラス板に移動したサンプルの量をそれに応じて決定する
- 各サンプルについて平均値(average value)(平均値(mean value))を入手するために各組成物について試験を10回繰り返す。
表1による油相の成分(単位:重量%)は結合され、85℃に加熱される。表1による水相の成分(単位:重量%)は結合され、キサンタンガムが完全に溶解されるまで撹拌され、その後80℃に加熱される。これら2相が結合され、10’000rpmで1分間ホモジナイズされている。中等度の攪拌下で、エマルションは35℃に冷却される。実施例で超分岐コポリマーが使用される場合には、今度は各超分岐ポリマー(単位:重量%)が攪拌下でエマルションに添加される。撹拌は、エマルションが室温に達するまで継続されている。使用された組成物の成分の量(100重量%までの合計)は、各組成物が70gの総重量を有するように選択される。
Claims (13)
- 前記モノマー(i)対前記モノマー(ii)のモル比が1~0.5:1であることを特徴とする、請求項1又は2に記載の化粧用スキンケア組成物。
- 前記モノマー(i)対前記モノマー(iii)のモル比が5:1~0.51であることを特徴とする、請求項1~3の何れか一項に記載の化粧用スキンケア組成物。
- 前記超分岐コポリマーは、1400~3000g/molの数平均分子量Mnを有することを特徴とする、請求項1~4の何れか一項に記載の化粧用スキンケア組成物。
- (ポリ)エチレングリコールのエーテル又はエステルである前記非イオン性乳化剤は、ステアリン酸を備える(ポリ)エチレングリコールのモノエステルであることを特徴とする、請求項1~5の何れか一項に記載の化粧用スキンケア組成物。
- (ポリ)エチレングリコールのエーテル又はエステルである前記非イオン性乳化剤の総量は、0.1~6重量%の範囲内で選択される、請求項1~6の何れか一項に記載の化粧用スキンケア組成物。
- 前記化粧用スキンケア組成物は、サンケア組成物であることを特徴とする、請求項1~7の何れか一項に記載の化粧用スキンケア組成物。
- 前記組成物は、硫酸塩を含まない化粧用スキンケア組成物であることを特徴とする、請求項1~8の何れか一項に記載の化粧用スキンケア組成物。
- 前記組成物は、カチオン性乳化剤を含まないことを特徴とする、請求項1~9の何れか一項に記載の化粧用スキンケア組成物。
- モノマー
(i)ドデセニルコハク酸無水物
(ii)ジイソプロパノールアミン
(iii)ビス-ジメチルアミノプロピルアミン
の超分岐コポリマーであって、
式
の末端基を有し、
及び1200~4000g/molの分子量Mnを有する超分岐コポリマーの、接触面への物質移動を減少させるための、(ポリ)エチレングリコールのエーテル又はエステルである少なくとも1種の非イオン性乳化剤を含む化粧用スキンケア組成物(ただし、頭皮ケア用の組成物は除く)中における使用であって、
前記非イオン性乳化剤は、式(I)又は(II)
(式中、Rは、少なくとも8個の炭素原子を備える炭化水素基を表し、nは、1~400の整数である)の化合物である、使用。 - 前記接触面は、ガラス表面であることを特徴とする、請求項11に記載の使用。
- 前記接触面は、携帯電話、コンピューターデバイス又はタブレットのディスプレイであることを特徴とする、請求項11又は12に記載の使用。
Applications Claiming Priority (3)
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EP18208234 | 2018-11-26 | ||
EP18208234.7 | 2018-11-26 | ||
PCT/EP2019/082492 WO2020109265A1 (en) | 2018-11-26 | 2019-11-26 | Cosmetic composition comprising specific hyperbranched copolymers and non-ionic emulsifiers being an ether or an ester of (poly)ethyleneoxide |
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JP2022508095A JP2022508095A (ja) | 2022-01-19 |
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US (1) | US20220347078A1 (ja) |
EP (1) | EP3886800B1 (ja) |
JP (1) | JP7448128B2 (ja) |
KR (1) | KR20210096150A (ja) |
CN (1) | CN113164359B (ja) |
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WO (1) | WO2020109265A1 (ja) |
Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP1321493A1 (en) | 2001-12-19 | 2003-06-25 | Dsm N.V. | Method for enhancing the solubility of a colorant |
JP2011524883A (ja) | 2008-06-19 | 2011-09-08 | ディーエスエム アイピー アセッツ ビー.ブイ. | シャンプー製剤 |
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WO1999024013A1 (en) * | 1997-11-12 | 1999-05-20 | The Procter & Gamble Company | Conditioning shampoo compositions |
US6762158B2 (en) * | 1999-07-01 | 2004-07-13 | Johnson & Johnson Consumer Companies, Inc. | Personal care compositions comprising liquid ester mixtures |
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US11052033B2 (en) * | 2011-07-21 | 2021-07-06 | Rhodia Operations | Guar hydroxypropyltrimethylammonium chloride and uses thereof in hair treatment compositions |
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EP1321493A1 (en) | 2001-12-19 | 2003-06-25 | Dsm N.V. | Method for enhancing the solubility of a colorant |
JP2011524883A (ja) | 2008-06-19 | 2011-09-08 | ディーエスエム アイピー アセッツ ビー.ブイ. | シャンプー製剤 |
WO2013092800A1 (en) | 2011-12-20 | 2013-06-27 | Dsm Ip Assets B.V. | Hyperbranched polymers |
US20140360946A1 (en) | 2011-12-20 | 2014-12-11 | Dsm Ip Assets B.V. | Hyperbranched polymers |
JP2015529737A (ja) | 2012-09-17 | 2015-10-08 | ディーエスエム アイピー アセッツ ビー.ブイ. | ヘアケアポリマー |
JP2015529674A (ja) | 2012-09-17 | 2015-10-08 | ディーエスエム アイピー アセッツ ビー.ブイ. | ヘアケアポリマー |
JP2016527340A (ja) | 2013-06-20 | 2016-09-08 | ディーエスエム アイピー アセッツ ビー.ブイ. | ハイパーブランチポリマー |
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EP3886800A1 (en) | 2021-10-06 |
CN113164359B (zh) | 2023-06-30 |
CN113164359A (zh) | 2021-07-23 |
EP3886800B1 (en) | 2024-02-21 |
US20220347078A1 (en) | 2022-11-03 |
WO2020109265A1 (en) | 2020-06-04 |
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