WO1998016620A1 - Cast melt bar compositions comprising high levels of low molecular weight polyalkylene glycols - Google Patents
Cast melt bar compositions comprising high levels of low molecular weight polyalkylene glycols Download PDFInfo
- Publication number
- WO1998016620A1 WO1998016620A1 PCT/EP1997/005576 EP9705576W WO9816620A1 WO 1998016620 A1 WO1998016620 A1 WO 1998016620A1 EP 9705576 W EP9705576 W EP 9705576W WO 9816620 A1 WO9816620 A1 WO 9816620A1
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- composition according
- molecular weight
- bar
- composition
- weight
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- 239000000203 mixture Substances 0.000 title claims abstract description 99
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- JBBRZDLNVILTDL-XNTGVSEISA-N [(3s,8s,9s,10r,13r,14s,17r)-10,13-dimethyl-17-[(2r)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1h-cyclopenta[a]phenanthren-3-yl] 16-methylheptadecanoate Chemical compound C([C@@H]12)C[C@]3(C)[C@@H]([C@H](C)CCCC(C)C)CC[C@H]3[C@@H]1CC=C1[C@]2(C)CC[C@H](OC(=O)CCCCCCCCCCCCCCC(C)C)C1 JBBRZDLNVILTDL-XNTGVSEISA-N 0.000 description 1
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- 125000001931 aliphatic group Chemical group 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 125000002877 alkyl aryl group Chemical group 0.000 description 1
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- FPIPGXGPPPQFEQ-OVSJKPMPSA-N all-trans-retinol Chemical compound OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-OVSJKPMPSA-N 0.000 description 1
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- 150000003863 ammonium salts Chemical class 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- XNEFYCZVKIDDMS-UHFFFAOYSA-N avobenzone Chemical compound C1=CC(OC)=CC=C1C(=O)CC(=O)C1=CC=C(C(C)(C)C)C=C1 XNEFYCZVKIDDMS-UHFFFAOYSA-N 0.000 description 1
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- 125000002511 behenyl 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])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
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- 235000001046 cacaotero Nutrition 0.000 description 1
- MRUAUOIMASANKQ-UHFFFAOYSA-O carboxymethyl-[3-(dodecanoylamino)propyl]-dimethylazanium Chemical compound CCCCCCCCCCCC(=O)NCCC[N+](C)(C)CC(O)=O MRUAUOIMASANKQ-UHFFFAOYSA-O 0.000 description 1
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- 238000009833 condensation Methods 0.000 description 1
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- 125000004122 cyclic group Chemical group 0.000 description 1
- SASYSVUEVMOWPL-NXVVXOECSA-N decyl oleate Chemical compound CCCCCCCCCCOC(=O)CCCCCCC\C=C/CCCCCCCC SASYSVUEVMOWPL-NXVVXOECSA-N 0.000 description 1
- 239000004205 dimethyl polysiloxane Substances 0.000 description 1
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- PRAKJMSDJKAYCZ-UHFFFAOYSA-N dodecahydrosqualene Natural products CC(C)CCCC(C)CCCC(C)CCCCC(C)CCCC(C)CCCC(C)C PRAKJMSDJKAYCZ-UHFFFAOYSA-N 0.000 description 1
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- WTEVQBCEXWBHNA-JXMROGBWSA-N geranial Chemical compound CC(C)=CCC\C(C)=C\C=O WTEVQBCEXWBHNA-JXMROGBWSA-N 0.000 description 1
- 229940113087 geraniol Drugs 0.000 description 1
- 229930182478 glucoside Natural products 0.000 description 1
- YQEMORVAKMFKLG-UHFFFAOYSA-N glycerine monostearate Natural products CCCCCCCCCCCCCCCCCC(=O)OC(CO)CO YQEMORVAKMFKLG-UHFFFAOYSA-N 0.000 description 1
- UHUSDOQQWJGJQS-UHFFFAOYSA-N glycerol 1,2-dioctadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(CO)OC(=O)CCCCCCCCCCCCCCCCC UHUSDOQQWJGJQS-UHFFFAOYSA-N 0.000 description 1
- SVUQHVRAGMNPLW-UHFFFAOYSA-N glycerol monostearate Natural products CCCCCCCCCCCCCCCCC(=O)OCC(O)CO SVUQHVRAGMNPLW-UHFFFAOYSA-N 0.000 description 1
- 125000003976 glyceryl group Chemical group [H]C([*])([H])C(O[H])([H])C(O[H])([H])[H] 0.000 description 1
- DWMMZQMXUWUJME-UHFFFAOYSA-N hexadecyl octanoate Chemical compound CCCCCCCCCCCCCCCCOC(=O)CCCCCCC DWMMZQMXUWUJME-UHFFFAOYSA-N 0.000 description 1
- 235000001050 hortel pimenta Nutrition 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 125000001165 hydrophobic group Chemical group 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 238000000338 in vitro Methods 0.000 description 1
- 238000001727 in vivo Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- XUGNVMKQXJXZCD-UHFFFAOYSA-N isopropyl palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC(C)C XUGNVMKQXJXZCD-UHFFFAOYSA-N 0.000 description 1
- 235000019388 lanolin Nutrition 0.000 description 1
- 229940039717 lanolin Drugs 0.000 description 1
- 239000001102 lavandula vera Substances 0.000 description 1
- 235000018219 lavender Nutrition 0.000 description 1
- 229940087305 limonene Drugs 0.000 description 1
- 235000001510 limonene Nutrition 0.000 description 1
- 229930007744 linalool Natural products 0.000 description 1
- 150000002632 lipids Chemical class 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 150000002688 maleic acid derivatives Chemical class 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 229940041616 menthol Drugs 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 150000002762 monocarboxylic acid derivatives Chemical class 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 229940078812 myristyl myristate Drugs 0.000 description 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 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
- 125000001117 oleyl 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])=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])[H] 0.000 description 1
- MPQXHAGKBWFSNV-UHFFFAOYSA-N oxidophosphanium Chemical group [PH3]=O MPQXHAGKBWFSNV-UHFFFAOYSA-N 0.000 description 1
- IPCSVZSSVZVIGE-UHFFFAOYSA-N palmitic acid group Chemical group C(CCCCCCCCCCCCCCC)(=O)O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 1
- 125000000913 palmityl 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])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- 150000003904 phospholipids Chemical class 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 239000001739 pinus spp. Substances 0.000 description 1
- 239000000419 plant extract Substances 0.000 description 1
- 229920001281 polyalkylene Polymers 0.000 description 1
- 229920002523 polyethylene Glycol 1000 Polymers 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 229920001282 polysaccharide Polymers 0.000 description 1
- 239000005017 polysaccharide Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- XOJVVFBFDXDTEG-UHFFFAOYSA-N pristane Chemical compound CC(C)CCCC(C)CCCC(C)CCCC(C)C XOJVVFBFDXDTEG-UHFFFAOYSA-N 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 150000003856 quaternary ammonium compounds Chemical class 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 230000000979 retarding effect Effects 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- 235000002020 sage Nutrition 0.000 description 1
- 239000002453 shampoo Substances 0.000 description 1
- 238000007711 solidification Methods 0.000 description 1
- 230000008023 solidification Effects 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 239000012177 spermaceti Substances 0.000 description 1
- 229940084106 spermaceti Drugs 0.000 description 1
- 229940031439 squalene Drugs 0.000 description 1
- TUHBEKDERLKLEC-UHFFFAOYSA-N squalene Natural products CC(=CCCC(=CCCC(=CCCC=C(/C)CCC=C(/C)CC=C(C)C)C)C)C TUHBEKDERLKLEC-UHFFFAOYSA-N 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 125000004079 stearyl 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])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 210000000434 stratum corneum Anatomy 0.000 description 1
- 150000003890 succinate salts Chemical class 0.000 description 1
- 150000003445 sucroses Chemical class 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical group OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 description 1
- 230000000475 sunscreen effect Effects 0.000 description 1
- 239000000516 sunscreening agent Substances 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- 229940095064 tartrate Drugs 0.000 description 1
- 150000003505 terpenes Chemical class 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- BORJONZPSTVSFP-UHFFFAOYSA-N tetradecyl 2-hydroxypropanoate Chemical compound CCCCCCCCCCCCCCOC(=O)C(C)O BORJONZPSTVSFP-UHFFFAOYSA-N 0.000 description 1
- DZKXJUASMGQEMA-UHFFFAOYSA-N tetradecyl tetradecanoate Chemical compound CCCCCCCCCCCCCCOC(=O)CCCCCCCCCCCCC DZKXJUASMGQEMA-UHFFFAOYSA-N 0.000 description 1
- 229960000790 thymol Drugs 0.000 description 1
- 239000001585 thymus vulgaris Substances 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- 150000003626 triacylglycerols Chemical class 0.000 description 1
- 229940036248 turpentine Drugs 0.000 description 1
- 229940099259 vaseline Drugs 0.000 description 1
- 235000019155 vitamin A Nutrition 0.000 description 1
- 239000011719 vitamin A 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
- 229940046009 vitamin E Drugs 0.000 description 1
- 239000011709 vitamin E Substances 0.000 description 1
- 229940045997 vitamin a Drugs 0.000 description 1
- 239000000341 volatile 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
- A61K8/30—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
-
- 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
- C11D11/00—Special methods for preparing compositions containing mixtures of detergents
-
- 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
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
- A61K8/442—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof substituted by amido group(s)
-
- 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
- A61Q19/10—Washing or bathing preparations
-
- 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
- C11D1/66—Non-ionic compounds
- C11D1/83—Mixtures of non-ionic with anionic compounds
-
- 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
- C11D1/94—Mixtures with anionic, cationic or non-ionic compounds
-
- 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
- C11D10/00—Compositions of detergents, not provided for by one single preceding group
- C11D10/04—Compositions of detergents, not provided for by one single preceding group based on mixtures of surface-active non-soap compounds and soap
-
- 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
- C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
- C11D17/0047—Detergents in the form of bars or tablets
- C11D17/0052—Cast detergent compositions
-
- 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
- C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
- C11D17/0047—Detergents in the form of bars or tablets
- C11D17/006—Detergents in the form of bars or tablets containing mainly surfactants, but no builders, e.g. syndet bar
-
- 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
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/0005—Other compounding ingredients characterised by their effect
- C11D3/0094—High foaming compositions
-
- 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
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/20—Organic compounds containing oxygen
- C11D3/22—Carbohydrates or derivatives thereof
- C11D3/222—Natural or synthetic polysaccharides, e.g. cellulose, starch, gum, alginic acid or cyclodextrin
-
- 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
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/37—Polymers
- C11D3/3703—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C11D3/3707—Polyethers, e.g. polyalkyleneoxides
Definitions
- Personal washing bars are constantly moving toward milder formulations that ultimately will provide some enhanced skin care, for example, minimizing levels of skin irritation and enhancing moisturization. It is desirable to have a bar composition that carries a significant amount of emollient oily liquid that provides positive sensory cues to many consumers. To properly process such a bar composition, cast-melt is the preferred technique.
- solid polyalkylene glycols e.g., polyethylene glycols (PEG) having molecular weight above 2000
- PEG polyethylene glycols
- solid polyalkylene glycols e.g., polyethylene glycols (PEG) having molecular weight above 2000
- PEG polyethylene glycols
- Solid fatty acids can effectively structure bar but tend to defoam. Paraffin waxes defoam if included in a bar at relatively high levels (i.e., greater than 25% wt . total composition), especially in the presence of hydrophobic emollient oils .
- polyalkylene glycol e.g., polyethylene glycol
- U.S. Patent No. 3,312,627 to D. Hooker, for example, teaches a bar composition containing 30-70% polyethylene glycol (PEG) as bar structurant for a nonionic formulation basically free of anionic detergents.
- PEG polyethylene glycol
- the PEG used in this invention has a molecular weight above 4000 Dalton, which is significantly higher than the MW claimed for the PEGs applied in the subject invention ( ⁇ 1500) .
- the referred patent used significantly higher level of high MW PEG in total bar composition.
- the PEG/anionic surfactant ratio is not important in this patent since it refers to a primarily nonionic formulation.
- World Patent Application No. 93/07245 to F. Moran, B. O'Briain and D. Moran (assigned to NEPHIN) teaches a shampoo bar composition containing 12-20% synthetic detergents and 70-80% PEGs with molecular weight between 5000 and 10,000.
- An embodiment of the invention includes a softening PEG with molecular weight between 100 and 800 (preferably 1-8% wt . total composition) .
- the referred patent application used a significant level (70-80%) of high MW PEGs in total bar composition.
- the referred patent used significantly less amount of low MW PEG than used in the subject invention.
- U.S. Patent No. 2,287,484 to Lundberg teaches a bar made by a closed die molding technique which comprises 35- 70% of anionic synthetic surfactant and 22-50% fatty acid. The bar also may contain up to 10% ethylene and di- ethylene glycols as additives. As found by the subject invention, the ethylene and di-ethylene glycols are not as effective as low MW PEGs (MW above 300) in reducing the skin irritation of anionic surfactants . Also the referred patent does not teach a PEG/anionic surfactant weight ratio of at least 1:1 that is relevant to the mildness enhancement, a criticality of the subject invention.
- Applicants' copending application No. 08/662,394, filed June 12, 1996 teaches a mild bar composition containing 10- 60% synthetic detergents, 10-50% high molecular weight PEG with melting point above 40°C and 0.1 to 10% low molecular weight PEG (melting point below 40°C) as processing aid.
- the application claims the use of relatively low levels of low MW PEG as a lubricant to aid the extrusion process. This is significantly different from the art of the subject invention, which formulated relatively high levels of low MW PEG (e.g., >10% wt . total composition) into a bar as a moisturizer.
- U.S. Patent Nos . 5,262,079 and 5,227,086 to M. Kacher, J. Taneri, D. Quiram, D. Schmidt and M. Evans teach a framed cleansing bar composition containing 5-50% of a mixture of free and neutralized monocarboxylic acid, 15-65% synthetic anionic and nonionic bar firmness aid and 15-55% water.
- the bar firmness aid consists of 5-50% synthetic surfactants and 0-40% polyethylene glycol or polypropylene glycol with MW ranging from approximately 44 to 10,000 Dalton.
- the referred patents do not teach or suggest use of PEGS with MW between 400 and 1500 with specific PEG/anionic surfactant weight ratios to achieve both enhanced cast-melt processibility and mildness enhancement. Further, to obtain the desired bar user properties (i.e., mush and hardness) the applicants of the subject invention include only 2-10% wt . water in the bar compositions claimed, which is significantly below the 15-55% water claimed by the referred patents.
- the present invention relates to bar compositions in which alkylene glycols (e.g., polyethylene glycols) of very specific molecular weight range (high enough molecular weight to mitigate harshness effect of anionic, but low enough MW to provide the desired sensory profile and facilitate the cast-melt processing) are used and ratio of alkylene glycol to anionic is maintained at least 1 : 1 and higher.
- alkylene glycols e.g., polyethylene glycols
- ratio of alkylene glycol to anionic is maintained at least 1 : 1 and higher.
- Such compositions are mild, foam well and provide consumer desired sensory profiles.
- the invention comprises:
- surfactant selected from the group consisting of amphoteric, zwitterionic nonionic and mixtures thereof ; preferably amphoteric and zwitterionic surfactants comprise 2 to 15% by wt . of the total composition;
- Figure 1 is a graph showing that polyethylene glycol with molecular weight of 400 and above significantly reduce the amount of zein dissolved by acyl isethionate (i.e., is less harsh) when weight ratio of PEG to isethionate is above 1:1, preferably above 2:1.
- Figure 2 shows that, at molecular weight below 400, PEGs or other water soluble nonionic monomer (e.g. ethylene glycol, propylene glycol) do not reduce the amount of zein dissolved by isethionate.
- PEGs or other water soluble nonionic monomer e.g. ethylene glycol, propylene glycol
- Figure 3 shows that at molecular weight below 400, PEGs or other water soluble nonionic monomer do not reduce the amount of zein dissolved by sodium lauryl ether sulphate.
- the present invention relates to compositions in which alkylene glycols within a very specific molecular weight range (high enough to mitigate harshness effect of anionic surfactant, but low enough MW to provide consumer-desired sensory profile and facilitate the cast-melt processing) are used at a minimum ratio of alkylene glycol to anionic to provide compositions which are (1) mild, (2) maintain good foam profile and (3) provide both consumer-desired sensory profiles (i.e., due to lower molecular weight) and processing benefits.
- the composition comprises: (1) 2 to 35%, preferably 10 to 30% by wt . of the total composition of synthetic anionic surfactant;
- surfactant selected from the group consisting of amphoteric, zwitterionic nonionic and mixtures thereof; preferably amphoteric and zwitterionic surfactants comprise 2 to 15% by wt . total composition;
- the weight ratio of the polyalkylene glycol to the anionic surfactant being at least 1:1, preferably 2:1 and greater;
- solid structuring aids and fillers selected from the group consisting of (i) polyalkylene glycols having MW of 2500 to 10,000 and MP of about 55° to 65° C; (ii) preferably straight chain, preferably saturated C 8 to C 24 free fatty acids; (iii) preferably straight chain, preferably saturated C 8 to C 20 alkanols,- (iv) water soluble starches (e.g., maltodextrin) ;
- the high levels of low MW polyalkylene glycol are in the form of liquid or paste, about 1% to 20% by weight of the total composition of gelling agents, as described more specifically below, are used to enhance bar integrity; and (6) about 2% to 10% by weight of the total composition of water.
- the surfactant system of the invention will generally comprise at least one anionic surfactant as well as an optional second surfactant which is selected from the group consisting of amphoteric/zwitterionic surfactant, nonionic or mixtures thereof.
- the composition comprises an anionic or anionic surfactant and an amphoteric/zwitterionic .
- the anionic surfactant which may be used may be aliphatic sulfonates, such as a primary alkane (e.g., C 8 -C 22 ) sulfonate, primary alkane (e.g., C 8 -C 22 ) disulfonate, C 8 -C 22 alkene sulfonate, C 8 -C 22 hydroxyalkane sulfonate or alkyl glyceryl ether sulfonate (AGS) ; or aromatic sulfonates such as alkyl benzene sulfonate.
- a primary alkane e.g., C 8 -C 22
- primary alkane e.g., C 8 -C 22
- disulfonate C 8 -C 22 alkene sulfonate
- C 8 -C 22 hydroxyalkane sulfonate C 8 -C 22 hydroxyalkane sulfonate or al
- the anionic may also be an alkyl sulfate (e.g., C 12 ⁇ C 18 alkyl sulfate) or alkyl ether sulfate (including alkyl glyceryl ether sulfates) .
- alkyl ether sulfates are those having the formula:
- R is an alkyl or alkenyl having 8 to 18 carbons, preferably 12 to 18 carbons, n has an average value of greater than 1.0, preferably greater than 3 ; and M is a solubilizing cation such as sodium, potassium, ammonium or substituted ammonium. Ammonium and sodium lauryl ether sulfates are preferred.
- the anionic may also be alkyl sulfosuccinates (including mono and dialkyl, e.g., C 6 -C 22 sulfosuccinates); alkyl and acyl taurates, alkyl and acyl sarcosinates, sulfoacetates, C 8 -C 22 alkyl phosphates and phosphates, alkyl phosphate esters and alkoxyl alkyl phosphate esters, acyl lactates, C 8 -C 22 monoalkyl succinates and maleates, sulphoacetates, alkyl glucosides and acyl isethionates .
- alkyl sulfosuccinates including mono and dialkyl, e.g., C 6 -C 22 sulfosuccinates
- alkyl and acyl taurates alkyl and acyl sarcosinates
- sulfoacetates
- Sulfosuccinates may be monoalkyl sulfosuccinates having the formula:
- R 1 CONHCH 2 CH 2 0 2 CCH 2 CH (S0 3 M) C0 2 M wherein R 1 ranges from C 8 -C 22 alkyl and M is a solubilizing cation.
- Taurates are generally identified by formula R 2 CONR 3 CH 2 CH 2 S0 3 M
- R 2 ranges from C 8 -C 20 alkyl
- R 3 ranges from ⁇ alkyl
- M is a solubilizing cation
- C 8 -C 18 acyl isethionates are particularly preferred. These esters are prepared by reaction between alkali metal isethionate with mixed aliphatic fatty acids having from 6 to 18 carbon atoms and an iodine value of less than 20. At least 75% by weight of the mixed fatty acids have from 12 to 18 carbon atoms and up to 25% by weight have from 6 to 10 carbon atoms .
- Acyl isethionates when present, will generally range from about 10% to about 35% by weight of the total bar composition. Preferably, this component is present from about 10% to about 30% by weight.
- the acyl isethionate may be an alkoxylated isethionate such as is described in Ilardi et al., U.S. Patent No. 5,393,466, hereby incorporated by reference.
- This compound has the general formula
- the anionic component will comprise from about 2 to 35% by weight of the bar composition, preferably 10 to 30% by weight.
- Amphoteric detergents which may be used in this invention include at least one acid group. This may be a carboxylic or a sulphonic acid group. They include quaternary nitrogen and therefore are quaternary amido acids . They should generally include an alkyl or alkenyl group of 7 to 18 carbon atoms. They will usually comply with an overall structural formula:
- R 1 is alkyl or alkenyl of 7 to 18 carbon atoms
- R 2 and R 3 are each independently alkyl, hydroxyalkyl or carboxyalkyl of 1 to 3 carbon atoms; n is 2 to 4,-
- rn 0 to 1
- x is alkylene of 1 to 3 carbon atoms optionally substituted with hydroxyl
- y is -C0 2 - or -S0 3 -
- Suitable amphoteric detergents within the above general formula include simple betaines of formula:
- R 1 is alkyl or alkenyl of 7 to 18 carbons; and R 2 and R 3 are independently alkyl, hydroxyalkyl or carboxylalkyl of 1 to 3 carbons.
- R may in particular be a mixture of C 12 and C 14 alkyl groups derived from coconut so that at least half, preferably at least three quarters of the groups R 1 have 10 to 14 carbon atoms.
- R 2 and R 3 are preferably methyl.
- amphoteric detergent is a sulphobetaine of formula R ⁇
- R 1 , R 2 and R 3 are as discussed for the amido betaine .
- Amphoteric if present, generally comprises 2% to 15% by weight of the bar composition.
- Nonionic surfactants include in particular the reaction products of compounds having a hydrophobic group and a reactive hydrogen atom, for example, aliphatic alcohols, acids, amides or alkyl phenols with alkylene oxides, especially ethylene oxide either alone or with propylene oxide.
- nonionic detergent compounds are alkyl (C 6 - C 22 ) phenols-ethylene oxide condensates, the condensation products of aliphatic (C 8 -C 18 ) primary or secondary linear or branched alcohols with ethylene oxide, and products made by condensation of ethylene oxide with the reaction products of propylene oxide and ethylenediamine.
- Other so-called nonionic detergent compounds include long chain tertiary amine oxides, long chain tertiary phosphine oxides and dialkyl sulphoxides .
- the nonionic may also be a sugar amide, such as a polysaccharide amide.
- the surfactant may be one of the lactobionamides described in U.S. Patent No. 5,389,279 to Au et al . which is hereby incorporated by reference and polyhydroxyamides such as described in U.S. Patent No. 5,312,954 to Letton et al., hereby incorporated into the subject application by reference.
- cationic detergents are the quaternary ammonium compounds such as alkyldimethylammonium halogenides .
- a second required component of the invention is polyalkylene glycol or mixture of polyalkylene glycols wherein the polyalkylene glycol is, for example, a polyethylene or polypropylene glycol.
- the polyalkylene glycols must have a MW of between greater than 300, preferably greater than about 350 and 1500 Dalton.
- This MW range is important because at MW below the minimum 300 range, the PEG in bar does not significantly reduce the skin irritation potential caused by anionic surfactants (see Example 2, Figure 2 and 3) ; and at MW above 1500, the PEG molecule is not as readily miscible with long chain fatty acid soaps, which are used as gelling agents. Also at MW above 1500, the PEG does not provide as much oily skin feel as a PEG with a lower molecular weight.
- the weight ratio of alkylene glycol to anionic is at least 1:1 and preferably 2:1 and greater. Again, at a weight ratio below 1:1, the mildness is not readily felt (see Example 1, Figure 1) . Generally, this compound or mixture of compounds will comprise 10% to 70% by wt . of the bar compositions.
- a gelling agent is required in the compositions of the invention. While not wishing to be bound by theory, such component is believed required because the higher levels of low MW polyalkylene glycol required by the invention are in the form of liquid or paste. The gelling agent is believed needed to enhance bar integrity.
- gelling agents include, but are not limited to: (i) neutralized C 8 to C 25 carboxylic acid (soap) , preferably neutralized C 8 to C 25 monocarboxylic acid (straight chain, saturated soap) ; (ii) paraffin waxes, polyethylene waxes, petrolatum, greases, jellies, fumed silica and/or aluminosilicates, urea, and clay;
- waxes which may be used include Paraffin Wax distributed by Whittaker, Clark & Daniels, Inc. and Luwax from BASF, and MULTIWAX Microcrytalline WAX from Witco.
- a preferred wax is glyceryl stearate.
- the gelling agent will comprise 1 to 20% by wt . total composition.
- bars of the invention use low levels of water, i.e., 2% to less than 10% by wt . , preferably 2% to 8%, more preferably 3% to 7% by weight of the total composition.
- Another optional component of the invention is the use of solid structuring aids and fillers, i.e., to maintain bar structural integrity.
- solid structuring aids include, but are not limited to the following:
- polyalkylene glycols having MW of 2500 to 10,000 and MP of about 40°C to 65°C; C 8 to C 20 alkanols, preferably straight chain, preferably saturated C 14 to C 18 alkanols; C 8 to C 25 fatty acids, preferably straight chain, preferably saturated C 14 to C 22 fatty acids; and water soluble starches, such as maltodextrin.
- the structuring aids and fillers generally comprise 0% to 35% by weight of the bar composition, preferably 10% to 25% by weight.
- Other Ontional Ingredients preferably 0% to 35% by weight of the bar composition, preferably 10% to 25% by weight.
- Bars of the invention also generally incorporate 0 to 30% by wt . , preferably 1 to 25% of a benefit agent in the bar composition.
- the benefit agent "composition" of the subject invention may be a single benefit agent component or it may be a benefit agent compound added via a carrier. Further the benefit agent composition may be a mixture of two or more compounds one or all of which may have a beneficial aspect. In addition, the benefit agent itself may act as a carrier for other components one may wish to add to the bar composition.
- the benefit agent can be an "emollient oil” by which is meant a substance which softens the skin (stratum corneum) by increasing into water content and keeping it soft by retarding decrease of water content .
- Preferred emollients include:
- silicone oils gums and modifications thereof such as linear and cyclic polydimethylsiloxanes; amino, alkyl, alkylaryl and aryl silicone oils;
- fats and oils including natural fats and oils such as jojoba, soybean, rice bran, avocado, almond, olive, sesame, persic, castor, coconut, mink oils; cacao fat; beef tallow, lard; hardened oils obtained by hydrogenating the aforementioned oils; and synthetic mono, di and triglycerides such as myristic acid glyceride and 2-ethylhexanoic acid glyceride;
- waxes such as carnauba, spermaceti, beeswax, lanolin and derivatives thereof;
- hydrocarbons such as liquid paraffins, vaseline, macrocrystalline wax, ceresin, squalene, pristan and mineral oil;
- higher fatty acids such as lauric, myristic, palmitic, stearic, behenic, oleic, linoleic, linolenic, lanolic, isostearic and poly unsaturated fatty acids (PUFA) ;
- PUFA poly unsaturated fatty acids
- esters such as cetyl octanoate, myristyl lactate, cetyl lactate, isopropyl myristate, myristyl myristate, isopropyl palmitate, isopropyl adipate, butyl stearate, decyl oleate, cholesterol isostearate, glycerol monostearate, glycerol distearate, glycerol tristearate, alkyl lactate, alkyl citrate and alkyl tartrate;
- essential oils such as mentha, jasmine, camphor, white cedar, bitter orange peel, ryu, turpentine, cinnamon, bergamot, citrus unshiu, calamus, pine, lavender, bay, clove, hiba, eucalyptus, lemon, starflower, thyme, peppermint, rose, sage, menthol, cineole, eugenol, citral, citronelle, borneol, linalool, geraniol, evening primrose, camphor, thymol, spirantol, penene, limonene and terpenoid oils;
- lipids such as cholesterol, ceramides, sucrose esters and pseudo-ceramides as described in European Patent Specification No. 556,957;
- vitamins such as vitamin A and E, and vitamin alkyl esters, including those vitamin C alkyl esters;
- sunscreens such as octyl methoxyl cinnamate
- Zein dissolution test was used to preliminarily screen the irritation potential of the formulations studies.
- 30 mLs of an aqueous dispersion of a formulation were prepared. The dispersion sat in a 45°C bath until fully dissolved.
- 1.5 gms of zein powder were added to each solution with rapid stirring for one hour. The solutions were then transferred to centrifuge tubes and centrifuged for 30 minutes at approximately 3,000 rpms .
- the undissolved zein was isolated, rinsed and allowed to dry in a 60°C vacuum oven to a constant weight.
- the percent zein solubilized which is proportional to irritation potential, was determined gravimetrically.
- Bars were prepared by a cast melt process .
- the components were mixed together at 80-120°C in a 500 ml beaker, and the water level was adjusted to approximately 10-15 wt.%.
- the batch was covered to prevent moisture loss and was mixed for about 15 minutes. Then the cover was removed, and the mixture was allowed to dry.
- the moisture content of the samples taken at different times during the drying stage and was determined by Karl Fisher titration with a turbo titrator.
- the mixture in the beaker in the form of a freeflow liquid
- PEGs and the presented water soluble nonionic monomers i.e., ethylene glycol, propylene glycol, sorbitol, and glyceryl
- ethylene glycol, propylene glycol, sorbitol, and glyceryl do not significantly reduce the amount of zein protein dissolved by sodium acyl isethionate ( Figure 2) and sodium laurylether
- the bar formulations 1-4 in Table 1 use anionic sodium acyl isethionate and sodium laurylether (3E0) sulfate and amphoteric cocoamidopropyl betaine as the major detergents. Novel to the art, these bar compositions contain relatively high levels of low MW PEGs (MW between 400-1500) as moisturizer. PEG 1450 and PEG1000 in these ultra-mild bars (Formulation No. 1 to No. 4) promote rich and creamy lather.
- Table 1 Bar compositions containing relatively high levels of low MW PEGs .
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Abstract
Description
Claims
Priority Applications (6)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
AU47811/97A AU729362B2 (en) | 1996-10-16 | 1997-10-01 | Cast melt bar compositions comprising high levels of low molecular weight polyalkylene glycols |
CA002267377A CA2267377A1 (en) | 1996-10-16 | 1997-10-01 | Cast melt bar compositions comprising high levels of low molecular weight polyalkylene glycols |
JP10517994A JP2001502007A (en) | 1996-10-16 | 1997-10-01 | Cast melt bar compositions containing high levels of low molecular weight polyalkylene glycol |
PL97332865A PL332865A1 (en) | 1996-10-16 | 1997-10-01 | Compositions for making bars of cast moletn material, containing large proportion of polyalkylene glycols of low molecular weight |
EP97910429A EP0934398A1 (en) | 1996-10-16 | 1997-10-01 | Cast melt bar compositions comprising high levels of low molecular weight polyalkylene glycols |
BR9711923A BR9711923A (en) | 1996-10-16 | 1997-10-01 | Bar composition for skin cleansing |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US73303596A | 1996-10-16 | 1996-10-16 | |
US08/733,035 | 1996-10-16 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO1998016620A1 true WO1998016620A1 (en) | 1998-04-23 |
Family
ID=24945950
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/EP1997/005576 WO1998016620A1 (en) | 1996-10-16 | 1997-10-01 | Cast melt bar compositions comprising high levels of low molecular weight polyalkylene glycols |
Country Status (13)
Country | Link |
---|---|
EP (1) | EP0934398A1 (en) |
JP (1) | JP2001502007A (en) |
KR (1) | KR20000049161A (en) |
AR (1) | AR009118A1 (en) |
AU (1) | AU729362B2 (en) |
BR (1) | BR9711923A (en) |
CA (1) | CA2267377A1 (en) |
CO (1) | CO4890882A1 (en) |
HU (1) | HUP0000247A3 (en) |
ID (1) | ID24257A (en) |
PL (1) | PL332865A1 (en) |
WO (1) | WO1998016620A1 (en) |
ZA (1) | ZA979274B (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1999038488A2 (en) * | 1998-01-29 | 1999-08-05 | Unilever Plc | Skin cleansing bar |
Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3903008A (en) * | 1972-05-01 | 1975-09-02 | Lanvin Charles Of The Ritz Inc | Cleansing bar |
US4256600A (en) * | 1978-03-13 | 1981-03-17 | The Greyhound Corp. | Translucent soap bar containing citronellyl esters as lime soap dispersants |
EP0283091A1 (en) * | 1987-03-16 | 1988-09-21 | Cornelis Van Buuren | Synthetic toilet soap |
WO1993007245A2 (en) * | 1991-10-07 | 1993-04-15 | Nephin | A solid cleansing bar |
WO1995002035A1 (en) * | 1993-07-05 | 1995-01-19 | Unilever Plc | Improvements relating to soap bars |
WO1995013356A1 (en) * | 1993-11-08 | 1995-05-18 | The Procter & Gamble Company | Improved acylisethionate skin cleansing bar containing liquid polyols and magnesium soap |
-
1997
- 1997-10-01 PL PL97332865A patent/PL332865A1/en unknown
- 1997-10-01 ID IDW990203D patent/ID24257A/en unknown
- 1997-10-01 WO PCT/EP1997/005576 patent/WO1998016620A1/en not_active Application Discontinuation
- 1997-10-01 HU HU0000247A patent/HUP0000247A3/en unknown
- 1997-10-01 KR KR1019990703256A patent/KR20000049161A/en not_active Application Discontinuation
- 1997-10-01 BR BR9711923A patent/BR9711923A/en not_active Application Discontinuation
- 1997-10-01 AU AU47811/97A patent/AU729362B2/en not_active Ceased
- 1997-10-01 EP EP97910429A patent/EP0934398A1/en not_active Ceased
- 1997-10-01 CA CA002267377A patent/CA2267377A1/en not_active Abandoned
- 1997-10-01 JP JP10517994A patent/JP2001502007A/en active Pending
- 1997-10-14 CO CO97059979A patent/CO4890882A1/en unknown
- 1997-10-16 ZA ZA979274A patent/ZA979274B/en unknown
- 1997-10-16 AR ARP970104773A patent/AR009118A1/en unknown
Patent Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3903008A (en) * | 1972-05-01 | 1975-09-02 | Lanvin Charles Of The Ritz Inc | Cleansing bar |
US4256600A (en) * | 1978-03-13 | 1981-03-17 | The Greyhound Corp. | Translucent soap bar containing citronellyl esters as lime soap dispersants |
EP0283091A1 (en) * | 1987-03-16 | 1988-09-21 | Cornelis Van Buuren | Synthetic toilet soap |
WO1993007245A2 (en) * | 1991-10-07 | 1993-04-15 | Nephin | A solid cleansing bar |
WO1995002035A1 (en) * | 1993-07-05 | 1995-01-19 | Unilever Plc | Improvements relating to soap bars |
WO1995013356A1 (en) * | 1993-11-08 | 1995-05-18 | The Procter & Gamble Company | Improved acylisethionate skin cleansing bar containing liquid polyols and magnesium soap |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1999038488A2 (en) * | 1998-01-29 | 1999-08-05 | Unilever Plc | Skin cleansing bar |
WO1999038488A3 (en) * | 1998-01-29 | 1999-10-07 | Unilever Plc | Skin cleansing bar |
Also Published As
Publication number | Publication date |
---|---|
ID24257A (en) | 2000-07-13 |
HUP0000247A3 (en) | 2001-05-28 |
PL332865A1 (en) | 1999-10-25 |
KR20000049161A (en) | 2000-07-25 |
EP0934398A1 (en) | 1999-08-11 |
JP2001502007A (en) | 2001-02-13 |
CA2267377A1 (en) | 1998-04-23 |
AR009118A1 (en) | 2000-03-08 |
CO4890882A1 (en) | 2000-02-28 |
HUP0000247A2 (en) | 2000-07-28 |
BR9711923A (en) | 1999-08-24 |
ZA979274B (en) | 1999-04-16 |
AU729362B2 (en) | 2001-02-01 |
AU4781197A (en) | 1998-05-11 |
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