KR101440792B1 - 저중합도의 중합된 계면활성제를 포함하는 조성물 및 이의 사용방법 - Google Patents
저중합도의 중합된 계면활성제를 포함하는 조성물 및 이의 사용방법 Download PDFInfo
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- KR101440792B1 KR101440792B1 KR1020087029860A KR20087029860A KR101440792B1 KR 101440792 B1 KR101440792 B1 KR 101440792B1 KR 1020087029860 A KR1020087029860 A KR 1020087029860A KR 20087029860 A KR20087029860 A KR 20087029860A KR 101440792 B1 KR101440792 B1 KR 101440792B1
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Images
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- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/88—Ampholytes; Electroneutral compounds
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- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- A61K8/8135—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an acyloxy radical of a saturated carboxylic acid, of carbonic acid or of a haloformic acid; Compositions of derivatives of such polymers, e.g. vinyl esters (polyvinylacetate)
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- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
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- A61K8/8164—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical, and containing at least one other carboxyl radical in the molecule, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers, e.g. poly (methyl vinyl ether-co-maleic anhydride)
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Landscapes
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- Compositions Of Macromolecular Compounds (AREA)
Abstract
Description
상표명 | INCI 명칭 | E1 | E2 | E3 | E4 | E5 | E6 | E7 | E8 |
PA-18, 가수분해됨(26%) | 가수분해된 옥타데센/MA 공중합체(prop.) | 18.46 | - | - | - | - | - | 48.00 | - |
PA-14, 가수분해됨(26%) | 가수분해된 테트라데센/MA 공중합체(prop.) | - | 18.46 | - | - | - | - | - | 12.00 |
PAT-18(17%) | 옥타데센의 나트륨 타우레이트 아미드/MA 공중합체(prop.) | - | - | 28.24 | - | - | - | - | - |
PAT-14(14%) | 테트라데센의 나트륨 타우레이트 아미드/MA 공중합체(prop.) | - | - | - | 34.29 | - | - | - | - |
폴리(아크릴산 코-2-아크릴아미도도데실설폰산)(9%) | 아실레이트/아크릴로일데실타우린 공중합체(prop.) | - | - | - | - | 53.33 | - | - | - |
폴리(나트륨 알릴도데실 설포석시네이트-코-아크릴산)(11%) | 아실레이트/나트륨 알릴도데실 설포석시네이트 공중합체(prop.) | - | - | - | - | - | 46.64 | ||
폴리(나트륨 알릴도데실 설포석시네이트)(10%) | 폴리(나트륨 알릴도데실 설포석시네이트)(prop.) | - | - | - | - | - | - | 48 | |
폴리수가네이트 100P(40%) | 폴리(데실글루코시드 하이드록시프로필설포네이트) | - | - | - | - | - | - | q.s. | 12.00 |
나파셉트 소디움 | 나트륨 메틸- (및) 나트륨 프로필- (및) 나트륨 에틸파라벤 | 0.30 | 0.30 | 0.30 | 0.30 | 0.30 | 0.30 | 0.30 | 0.30 |
베르센 100XL | 테트라나트륨 EDTA | 0.25 | 0.25 | 0.25 | 0.25 | 0.25 | 0.25 | 0.25 | 0.25 |
수산화나트륨 용액(20%) | 수산화나트륨 | q.s. | q.s. | q.s. | q.s. | q.s. | q.s. | q.s. | q.s. |
시트르산 용액(20%) | 시트르산 | q.s. | q.s. | q.s. | q.s. | q.s. | q.s. | q.s. | q.s. |
정제수 | 물 | q.s. | q.s. | q.s. | q.s. | q.s. | q.s. | q.s. | q.s. |
실시예 | 중합된 계면활성제 | 평균 TEP 값(%) | Z-평균 미셀 dH(nm), PMODz-평균 |
dH < 9nm인 미셀의 분획, PMOD% |
|
E1 | 가수분해된 PA-18 | 누출 없음 | 15.1 | 10% | |
E2 | 가수분해된 PA-14 | 누출 없음 | 48.6a | 4% | |
E3 | PAT-18, PA-18의 타우린 유도체 | 4.85±1.33 | 17.6 | 13% | |
E4 | PAT-14, PA-14의 타우린 유도체 | 누출 없음 | 13.0b | 34% | |
E5 | 폴리(아크릴산 코-2-아크릴아미도도데실설폰산)(9%) | 누출 없음 | 16.7 | 14% | |
E6 | 폴리(나트륨 알릴도데실 설포석시네이트-코-아크릴산) | 누출 없음 | 8.4c | 41% | |
E7 | 폴리(나트륨 알릴도데실 설포석시네이트) | 3.72±1.72 | 8.6 | 52% | |
E8 | 폴리수가네이트 100P | 6.62±0.77 | 8.8 | 53% |
실시예 | 중합된 | 최대 발포(mL) | |
E1 | 가수분해된 PA- | 73 | |
E2 | 가수분해된 PA- | - | |
E3 | PAT-18, 타우린 유도체 | 63 | |
E4 | PAT-14, 타우린 유도체 | 0 | |
E5 | 폴리(아크릴산 코-2-아크릴아미도도데실설폰산) | 31 | |
E6 | 폴리(나트륨 코-아크릴산) | 225 | |
E7 | 폴리(나트륨 | 238 |
상표명 | INCI 명칭 | C9 | C10 | C11 |
테고베타인 L7-V(30%) | 코카미도프로필 베타인 | 24.00 | - | - |
로다펙스 ES-2/K(26%) | 나트륨 라우레트 설페이트 | - | 18.46 | - |
세데팔 TD403MFLD(30%) | 나트륨 트리데세트 설페이트 | - | - | 16.00 |
나파셉트 소디움 | 나트륨 메틸- (및) 나트륨 프로필- (및) 나트륨 에틸파라벤 | 0.30 | 0.30 | 0.30 |
베르센 100XL | 테트라나트륨 EDTA | 0.25 | 0.25 | 0.25 |
수산화나트륨 용액(20%) | 수산화나트륨 | q.s. | q.s. | q.s. |
시트르산 용액(20%) | 시트르산 | q.s. | q.s. | q.s. |
정제수 | 물 | q.s. | q.s. | q.s. |
실시예 | 계면활성제 | 평균 TEP 값(%) | Z-평균 미셀 dH(nm), PMODz-평균 |
dH < 9nm인 미셀의 분획, PMOD% |
|
C9 | 코카미도프로필 베타인a | 2.55±0.46 | 6.2 | 91% | |
C10 | 나트륨 라우레트 설페이트 | 3.12±0.74 | 2.7 | 100% | |
C11 | 나트륨 트리데세트 설페이트 | 1.73±0.50 | 2.6 | 100% |
상표명 | INCI 명칭 | E12 | E13 | E14 | E15 | E16 | E17 | E18 |
PA-18, 가수분해됨(26%) | 가수분해된 옥타데센/MA 공중합체(prop.) | 18.46 | - | - | - | - | - | - |
PA-14, 가수분해됨(26%) | 가수분해된 테트라데센/MA 공중합체(prop.) | - | 18.46 | - | - | - | - | - |
PAT-18(17%) | 옥타데센의 나트륨 타우레이트 아미드/MA 공중합체(prop.) | - | - | 28.24 | - | - | - | - |
PAT-14(14%) | 테트라데센의 나트륨 타우레이트 아미드/MA 공중합체(prop.) | - | - | - | 34.29 | - | - | - |
폴리(나트륨 알릴도데실 설포석시네이트)(10%) | 폴리(나트륨 알릴도데실 설포석시네이트)(prop.) | - | - | - | - | 48.00 | - | - |
폴리(나트륨 알릴도데실 설포석시네이트-코-아크릴산)(11%) | 아실레이트/나트륨 알릴도데실 설포석시네이트 공중합체(prop.) | - | - | - | - | - | 46.64 | - |
폴리수가네이트 100P(40%) | 폴리(데실글루코시드 하이드록시프로필설포네이트) | - | - | - | - | - | - | 12.00 |
테고베타인 L7-V(30%) | 코카미도프로필 베타인 | 24.00 | 24.00 | 24.00 | 24.00 | 24.00 | 24.00 | 24.00 |
나파셉트 소디움 | 나트륨 메틸- (및) 나트륨 프로필- (및) 나트륨 에틸파라벤 | 0.30 | 0.30 | 0.30 | 0.30 | 0.30 | 0.30 | 0.30 |
베르센 100XL | 테트라나트륨 EDTA | 0.25 | 0.25 | 0.25 | 0.25 | 0.25 | 0.25 | 0.25 |
수산화나트륨 용액(20%) | 수산화나트륨 | q.s. | q.s. | q.s. | q.s. | q.s. | q.s. | q.s. |
시트르산 용액(20%) | 시트르산 | q.s. | q.s. | q.s. | q.s. | q.s. | q.s. | q.s. |
정제수 | 물 | q.s. | q.s. | q.s. | q.s. | q.s. | q.s. | q.s. |
실시예 | 중합된 계면활성제 | TEP 값 | Z-평균 미셀 dH(nm), (CMID-Z-평균) |
dH < 9nm인 미셀의 분획, (CMID%) |
|
E12 | 가수분해된 PA-18 | 4.76±0.66 | 13.8 | 10% | |
E13 | 가수분해된 PA-14 | 6.86±0.51 | 17.3 | 4% | |
E14 | PAT-18, PA-18의 타우린 유도체 | 3.55±0.30 | 12.5 | 23% | |
E15 | PAT-14, PA-14의 타우린 유도체 | 6.55±0.07 | 12.3 | 24% | |
E16 | 폴리(나트륨 알릴도데실 설포석시네이트) | 3.84±0.28 | 19.0 | 4% | |
E17 | 폴리(나트륨 알릴도데실 설포석시네이트-코-아크릴산) | 4.80±1.20 | 6.5 | 80% | |
E18 | 폴리수가네이트 100P | 2.65±0.26 | 8.5 | 55% |
상표명 | INCI 명칭 | C19 | C20 |
로다펙스 ES-2/K(26%) | 나트륨 라우레트 설페이트 | 18.46 | - |
세데팔 TD403MFLD(30%) | 나트륨 트리데세트 설페이트 | - | 16.00 |
테고베타인 L7-V(30%) | 코카미도프로필 베타인 | 24.00 | 24.00 |
나파셉트 소디움 | 나트륨 메틸- (및) 나트륨 프로필- (및) 나트륨 에틸파라벤 | 0.30 | 0.30 |
베르센 100XL | 테트라나트륨 EDTA | 0.25 | 0.25 |
수산화나트륨 용액(20%) | 수산화나트륨 | q.s. | q.s. |
시트르산 용액(20%) | 시트르산 | q.s. | q.s. |
정제수 | 물 | q.s. | q.s. |
실시예 | 계면활성제 | TEP 값 | Z-평균 미셀 dH(nm), (CMID-Z-평균) |
dH < 9nm인 미셀의 분획, (CMID%) |
|
C19 | 나트륨 라우레트 설페이트 | 1.34±0.48 | 5.3 | 94% | |
C20 | 나트륨 트리데세트 | 2.75±0.60 | 5.0 | 94% |
상표명 | INCI 명칭 | E21 | E22 | E23 | E24 |
PA-18, 가수분해됨(26%) | 가수분해된 옥타데센/MA 공중합체(prop.) | 18.46 | 18.46 | 18.46 | 18.46 |
테고베타인 L7-V(30%) | 코카미도프로필 베타인 | 6.00 | 12.00 | 16.00 | 20.00 |
나파셉트 소디움 | 나트륨 메틸- (및) 나트륨 프로필- (및) 나트륨 에틸파라벤 | 0.30 | 0.30 | 0.30 | 0.30 |
베르센 100XL | 테트라나트륨 EDTA | 0.25 | 0.25 | 0.25 | 0.25 |
수산화나트륨 용액(20%) | 수산화나트륨 | q.s. | q.s. | q.s. | q.s. |
시트르산 용액(20%) | 시트르산 | q.s. | q.s. | q.s. | q.s. |
정제수 | 물 | q.s. | q.s. | q.s. | q.s. |
실시예 | 비 CAPB:PA-18 | [CAPB] (중량% 활성) |
TEP 값 | Z-평균 미셀 dH(nm), (CMID-Z-평균) |
dH < 9nm인 미셀의 분획, (CMID%) | |
E1 | 0.00 | 0.0 | 누출 없음 | 15.1 | 10% | |
E21 | 0.38 | 1.8 | 누출 없음 | 19.5 | 3% | |
E22 | 0.75 | 3.6 | 누출 없음 | 20.2 | 3% | |
E23 | 1.00 | 4.8 | 누출 없음 | 18.1 | 5% | |
E24 | 1.25 | 6.0 | 5.51±0.20 | 16.2 | 9% | |
E12 | 1.50 | 7.2 | 4.76±0.66 | 13.8 | 18% |
실시예 | 비 CAPB:PA-18 | [CAPB] (중량% 활성) |
TEP 값 | Z-평균 미셀 dH(nm), (CMID-Z-평균) | dH < 9nm인 미셀의 분획, (CMID%) | |
C9 | (CAPB) 없음 PA-18 |
7.2 | 2.55±0.46 | 6.2 | 91% | |
C19 | (SLES) 1.50 | 7.2 | 1.34±0.48 | 5.3 | 94% |
상표명 | INCI 명칭 | E25 | E26 | E27 |
PA-18, 가수분해됨(26%) | 가수분해된 옥타데센/MA 공중합체(prop.) | 23.08 | 30.75 | 38.45 |
테고베타인 L7-V(30%) | 코카미도프로필 베타인 | 30.00 | 40.00 | 50.00 |
나파셉트 소디움 | 나트륨 메틸- (및) 나트륨 프로필- (및) 나트륨 에틸파라벤 | 0.30 | 0.30 | 0.30 |
베르센 100XL | 테트라나트륨 EDTA | 0.25 | 0.25 | 0.25 |
수산화나트륨 용액(20%) | 수산화나트륨 | q.s. | q.s. | q.s. |
시트르산 용액(20%) | 시트르산 | q.s. | q.s. | q.s. |
정제수 | 물 | q.s. | q.s. | q.s. |
실시예 | [PA-18] (중량% 활성) |
[CAPB]+[PA-18] (중량% 활성) |
TEP 값 | Z-평균 미셀 dH(nm), (CMID-Z-평균) |
dH < 9nm인 미셀의 분획, (CMID%) | |
E12 | 4.8 | 12.00 | 4.76±0.66 | 13.8 | 18% | |
E25 | 6.0 | 15.00 | 3.20±0.25 | 13.8 | 20% | |
E26 | 8.0 | 20.00 | 4.56±0.78 | 13.3 | 25% | |
E27 | 10.0 | 25.00 | 4.00±0.80 | 12.9 | 28% |
Claims (28)
- 저중합도의 중합된 계면활성제를 포함하는 조성물로서, 상기 조성물의 TEP 값이 3 이상이고, 상기 TEP가 상피 투과(Trans-Epithelial Permeability)이고 상피 투과 시험인 인비톡스 프로토콜(Invittox Protocol) 제86호에 따라 측정되며, 상기 저중합도의 중합된 계면활성제가 중량 평균 기준으로 7 내지 2,000개의 양친매성 반복 단위를 포함하고, 상기 양친매성 반복 단위가 상기 중합된 계면활성제의 10몰% 이상을 구성하며, 상기 중합된 계면활성제가 폴리(나트륨 알릴도데실설포석시네이트), 폴리(아크릴산 코-2-아크릴아미도도데실설폰산) 및 폴리(나트륨 알릴도데실 설포석시네이트-코-아크릴산)으로 이루어진 그룹으로부터 선택되는, 저중합도의 중합된 계면활성제를 포함하는 조성물.
- 제1항에 있어서, 상기 조성물의 TEP 값이 3.5 이상인, 저중합도의 중합된 계면활성제를 포함하는 조성물.
- 제1항에 있어서, 상기 조성물의 TEP 값이 5 이상인, 저중합도의 중합된 계면활성제를 포함하는 조성물.
- 제1항에 있어서, 상기 조성물의 CMID%가 90% 미만이고, 상기 CMID%가 유체역학적 직경(dH)이 9nm 미만인 미셀의 분획이고 동적 광산란(DLS) 시험인 ISO 시험방법 ISO13321:1996(E)에 따라 측정되는, 저중합도의 중합된 계면활성제를 포함하는 조성물.
- 제1항에 있어서, 상기 조성물의 CMID%가 50% 미만이고, 상기 CMID%가 유체역학적 직경(dH)이 9nm 미만인 미셀의 분획이고 동적 광산란(DLS) 시험인 ISO 시험방법 ISO13321:1996(E)에 따라 측정되는, 저중합도의 중합된 계면활성제를 포함하는 조성물.
- 제1항에 있어서, 상기 저중합도의 중합된 계면활성제의 PMOD%가 90% 이하이고, 상기 PMOD%가 모델 조성물 중의 유체역학적 직경(dH)이 9nm 미만인 미셀의 분획이고 동적 광산란(DLS) 시험인 ISO 시험방법 ISO13321:1996(E)에 따라 측정되는, 저중합도의 중합된 계면활성제를 포함하는 조성물.
- 제1항에 있어서, 상기 저중합도의 중합된 계면활성제의 PMOD%가 80% 이하이고, 상기 PMOD%가 모델 조성물 중의 유체역학적 직경(dH)이 9nm 미만인 미셀의 분획이고 동적 광산란(DLS) 시험인 ISO 시험방법 ISO13321:1996(E)에 따라 측정되는, 저중합도의 중합된 계면활성제를 포함하는 조성물.
- 제1항에 있어서, 상기 저중합도의 중합된 계면활성제의 PMOD%가 50% 이하이고, 상기 PMOD%가 모델 조성물 중의 유체역학적 직경(dH)이 9nm 미만인 미셀의 분획이고 동적 광산란(DLS) 시험인 ISO 시험방법 ISO13321:1996(E)에 따라 측정되는, 저중합도의 중합된 계면활성제를 포함하는 조성물.
- 제1항에 있어서, 상기 저중합도의 중합된 계면활성제가 중량 평균 기준으로 10 내지 1000개의 양친매성 반복 단위를 포함하는, 저중합도의 중합된 계면활성제를 포함하는 조성물.
- 제1항에 있어서, 상기 저중합도의 중합된 계면활성제가 중량 평균 기준으로 20 내지 500개의 양친매성 반복 단위를 포함하는, 저중합도의 중합된 계면활성제를 포함하는 조성물.
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- 제1항에 있어서, 상기 조성물이 하나 이상의 단량체성 계면활성제를 추가로 포함하는, 저중합도의 중합된 계면활성제를 포함하는 조성물.
- 제1항에 있어서, 상기 조성물이 음이온성 계면활성제, 양쪽성 계면활성제 및 이들 둘 이상의 배합물로 이루어진 그룹으로부터 선택된 하나 이상의 계면활성제를 추가로 포함하는, 저중합도의 중합된 계면활성제를 포함하는 조성물.
- 제20항에 있어서, 상기 하나 이상의 계면활성제가 베타인을 포함하는, 저중합도의 중합된 계면활성제를 포함하는 조성물.
- 제1항의 조성물을 포함하는 퍼스널 케어 제품.
- 제22항에 있어서, 상기 제품이 세정제인, 퍼스널 케어 제품.
- 제23항에 있어서, 상기 제품이 피부, 모발 및/또는 질 부분(vaginal region)용 세정제인, 퍼스널 케어 제품.
- 저중합도의 중합된 계면활성제를 포함하는 조성물로서,상기 저중합도의 중합된 계면활성제가 90% 이하의 PMOD%를 포함하고 중량 평균 기준으로 7 내지 2000개의 양친매성 반복 단위를 포함하며, 상기 양친매성 반복 단위가 상기 중합된 계면활성제의 10몰% 이상을 구성하고, 상기 중합된 계면활성제가 폴리(나트륨 알릴도데실설포석시네이트), 폴리(아크릴산 코-2-아크릴아미도도데실설폰산) 및 폴리(나트륨 알릴도데실 설포석시네이트-코-아크릴산)으로 이루어진 그룹으로부터 선택되며, 상기 조성물이 90% 미만의 CMID%를 포함하고 3.5 이상의 TEP를 갖고, 상기 TEP가 상피 투과이고 상피 투과 시험인 인비톡스 프로토콜 제86호에 따라 측정되며, 상기 CMID%가 유체역학적 직경(dH)이 9nm 미만인 미셀의 분획이고 동적 광산란(DLS) 시험인 ISO 시험방법 ISO13321:1996(E)에 따라 측정되고, 상기 PMOD%가 모델 조성물 중의 유체역학적 직경(dH)이 9nm 미만인 미셀의 분획이고 동적 광산란(DLS) 시험인 ISO 시험방법 ISO13321:1996(E)에 따라 측정되는, 조성물.
- 제25항에 있어서, TEP가 4 이상인, 저중합도의 중합된 계면활성제를 포함하는 조성물.
- 제26항에 있어서, 음이온성 계면활성제, 양쪽성 계면활성제 또는 이들 둘 이상의 배합물로 이루어진 그룹으로부터 선택된 계면활성제를 추가로 포함하는, 조성물.
- 삭제
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US11/429,510 US7446088B2 (en) | 2006-05-05 | 2006-05-05 | Compositions comprising low-DP polymerized surfactants and methods of use thereof |
US11/429,510 | 2006-05-05 | ||
PCT/US2007/007800 WO2007130238A1 (en) | 2006-05-05 | 2007-03-28 | Compositions comprising low-dp polymerized surfactants and methods of use thereof |
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US (1) | US7446088B2 (ko) |
EP (1) | EP2021447B1 (ko) |
JP (1) | JP5523827B2 (ko) |
KR (1) | KR101440792B1 (ko) |
CN (1) | CN101460600B (ko) |
BR (1) | BRPI0711425A8 (ko) |
CA (1) | CA2651215C (ko) |
RU (1) | RU2469078C2 (ko) |
WO (1) | WO2007130238A1 (ko) |
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US20120046215A1 (en) * | 2010-08-23 | 2012-02-23 | Ecolab Usa Inc. | Poly sulfonate functionalized alkyl polyglucosides for enhanced food soil removal |
US8460477B2 (en) | 2010-08-23 | 2013-06-11 | Ecolab Usa Inc. | Ethoxylated alcohol and monoethoxylated quaternary amines for enhanced food soil removal |
JP6407885B2 (ja) * | 2012-12-20 | 2018-10-17 | ルブリゾル アドバンスド マテリアルズ, インコーポレイテッド | 刺激緩和ポリマーおよびその使用 |
US11602492B2 (en) * | 2019-03-25 | 2023-03-14 | Johnson & Johnson Consumer Inc. | Non-rinse micellar water chassis |
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US7446088B2 (en) | 2008-11-04 |
CN101460600A (zh) | 2009-06-17 |
CN101460600B (zh) | 2013-06-05 |
US20070259798A1 (en) | 2007-11-08 |
RU2008147884A (ru) | 2010-06-10 |
CA2651215A1 (en) | 2007-11-15 |
EP2021447A4 (en) | 2012-10-24 |
KR20090035482A (ko) | 2009-04-09 |
BRPI0711425A2 (pt) | 2011-11-16 |
EP2021447A1 (en) | 2009-02-11 |
WO2007130238A1 (en) | 2007-11-15 |
RU2469078C2 (ru) | 2012-12-10 |
JP2009536245A (ja) | 2009-10-08 |
BRPI0711425A8 (pt) | 2017-11-21 |
JP5523827B2 (ja) | 2014-06-18 |
CA2651215C (en) | 2017-01-03 |
EP2021447B1 (en) | 2017-09-13 |
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