WO1988010147A1 - Foaming composition - Google Patents
Foaming composition Download PDFInfo
- Publication number
- WO1988010147A1 WO1988010147A1 PCT/DK1988/000099 DK8800099W WO8810147A1 WO 1988010147 A1 WO1988010147 A1 WO 1988010147A1 DK 8800099 W DK8800099 W DK 8800099W WO 8810147 A1 WO8810147 A1 WO 8810147A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- hexose
- ester
- foaming
- glucose
- composition
- Prior art date
Links
- 238000005187 foaming Methods 0.000 title claims abstract description 48
- 239000000203 mixture Substances 0.000 title claims abstract description 38
- -1 hexose fatty acid ester Chemical class 0.000 claims abstract description 53
- 239000002453 shampoo Substances 0.000 claims abstract description 30
- 235000014113 dietary fatty acids Nutrition 0.000 claims abstract description 19
- 239000000194 fatty acid Substances 0.000 claims abstract description 19
- 229930195729 fatty acid Natural products 0.000 claims abstract description 19
- 235000013305 food Nutrition 0.000 claims abstract description 11
- 238000004140 cleaning Methods 0.000 claims abstract description 9
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 claims description 14
- 239000008103 glucose Substances 0.000 claims description 14
- 239000007788 liquid Substances 0.000 claims description 12
- 150000004665 fatty acids Chemical class 0.000 claims description 9
- MNWFXJYAOYHMED-UHFFFAOYSA-N heptanoic acid Chemical compound CCCCCCC(O)=O MNWFXJYAOYHMED-UHFFFAOYSA-N 0.000 claims description 8
- FBUKVWPVBMHYJY-UHFFFAOYSA-N nonanoic acid Chemical compound CCCCCCCCC(O)=O FBUKVWPVBMHYJY-UHFFFAOYSA-N 0.000 claims description 8
- 239000000606 toothpaste Substances 0.000 claims description 8
- 239000004615 ingredient Substances 0.000 claims description 7
- 239000008257 shaving cream Substances 0.000 claims description 7
- 229940034610 toothpaste Drugs 0.000 claims description 7
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 claims description 6
- 239000000344 soap Substances 0.000 claims description 6
- 239000006071 cream Substances 0.000 claims description 5
- 238000004851 dishwashing Methods 0.000 claims description 5
- 150000002402 hexoses Chemical class 0.000 claims description 5
- GYSCBCSGKXNZRH-UHFFFAOYSA-N 1-benzothiophene-2-carboxamide Chemical compound C1=CC=C2SC(C(=O)N)=CC2=C1 GYSCBCSGKXNZRH-UHFFFAOYSA-N 0.000 claims description 4
- GHVNFZFCNZKVNT-UHFFFAOYSA-N Decanoic acid Natural products CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 claims description 4
- OBETXYAYXDNJHR-UHFFFAOYSA-N alpha-ethylcaproic acid Natural products CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 claims description 4
- 239000003945 anionic surfactant Substances 0.000 claims description 4
- 235000015243 ice cream Nutrition 0.000 claims description 4
- 239000005715 Fructose Substances 0.000 claims description 3
- 229930091371 Fructose Natural products 0.000 claims description 3
- RFSUNEUAIZKAJO-ARQDHWQXSA-N Fructose Chemical compound OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O RFSUNEUAIZKAJO-ARQDHWQXSA-N 0.000 claims description 3
- WQZGKKKJIJFFOK-PHYPRBDBSA-N alpha-D-galactose Chemical compound OC[C@H]1O[C@H](O)[C@H](O)[C@@H](O)[C@H]1O WQZGKKKJIJFFOK-PHYPRBDBSA-N 0.000 claims description 3
- 150000001408 amides Chemical class 0.000 claims description 3
- 229930182830 galactose Natural products 0.000 claims description 3
- 125000002791 glucosyl group Chemical group C1([C@H](O)[C@@H](O)[C@H](O)[C@H](O1)CO)* 0.000 claims description 3
- WKNMSLKOBRDLCP-SJRCDEAWSA-N (2r,3s,4s,5s)-2,3,4,5,6-pentahydroxy-7-oxohexadecanal Chemical compound CCCCCCCCCC(=O)C(O)[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C=O WKNMSLKOBRDLCP-SJRCDEAWSA-N 0.000 claims 2
- FWZZLNMMDQPJAR-DDLFLNHLSA-N (2r,3s,4s,5s)-2,3,4,5,6-pentahydroxy-7-oxotetradecanal Chemical compound CCCCCCCC(=O)C(O)[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C=O FWZZLNMMDQPJAR-DDLFLNHLSA-N 0.000 claims 2
- 125000002252 acyl group Chemical group 0.000 abstract description 12
- 150000002148 esters Chemical class 0.000 abstract description 11
- 125000004432 carbon atom Chemical group C* 0.000 abstract description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 12
- 239000006260 foam Substances 0.000 description 9
- 235000014633 carbohydrates Nutrition 0.000 description 8
- 239000004094 surface-active agent Substances 0.000 description 7
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
- 239000002304 perfume Substances 0.000 description 6
- 239000011734 sodium Substances 0.000 description 5
- 229910052708 sodium Inorganic materials 0.000 description 5
- QTDIEDOANJISNP-UHFFFAOYSA-N 2-dodecoxyethyl hydrogen sulfate Chemical compound CCCCCCCCCCCCOCCOS(O)(=O)=O QTDIEDOANJISNP-UHFFFAOYSA-N 0.000 description 4
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 4
- 239000000654 additive Substances 0.000 description 4
- 125000000129 anionic group Chemical group 0.000 description 4
- 239000001768 carboxy methyl cellulose Substances 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 239000004088 foaming agent Substances 0.000 description 4
- 150000002303 glucose derivatives Chemical class 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- 229910021653 sulphate ion Inorganic materials 0.000 description 4
- 235000013162 Cocos nucifera Nutrition 0.000 description 3
- 244000060011 Cocos nucifera Species 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 229930006000 Sucrose Natural products 0.000 description 3
- 239000011149 active material Substances 0.000 description 3
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 3
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 3
- 229940105329 carboxymethylcellulose Drugs 0.000 description 3
- 239000003995 emulsifying agent Substances 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 125000002801 octanoyl group Chemical group C(CCCCCCC)(=O)* 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 239000005720 sucrose Substances 0.000 description 3
- 150000003445 sucroses Chemical class 0.000 description 3
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 150000004996 alkyl benzenes Chemical class 0.000 description 2
- 239000002537 cosmetic Substances 0.000 description 2
- 125000003074 decanoyl 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(*)=O 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000000796 flavoring agent Substances 0.000 description 2
- 235000019634 flavors Nutrition 0.000 description 2
- KWIUHFFTVRNATP-UHFFFAOYSA-N glycine betaine Chemical class C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 description 2
- 238000010348 incorporation Methods 0.000 description 2
- MGFYIUFZLHCRTH-UHFFFAOYSA-N nitrilotriacetic acid Chemical compound OC(=O)CN(CC(O)=O)CC(O)=O MGFYIUFZLHCRTH-UHFFFAOYSA-N 0.000 description 2
- WWZKQHOCKIZLMA-COJKEBBMSA-N octanoic acid Chemical compound CCCCCCC[11C](O)=O WWZKQHOCKIZLMA-COJKEBBMSA-N 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 239000003755 preservative agent Substances 0.000 description 2
- 230000002335 preservative effect Effects 0.000 description 2
- 239000012085 test solution Substances 0.000 description 2
- 239000002562 thickening agent Substances 0.000 description 2
- IXPNQXFRVYWDDI-UHFFFAOYSA-N 1-methyl-2,4-dioxo-1,3-diazinane-5-carboximidamide Chemical compound CN1CC(C(N)=N)C(=O)NC1=O IXPNQXFRVYWDDI-UHFFFAOYSA-N 0.000 description 1
- IIZPXYDJLKNOIY-JXPKJXOSSA-N 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC IIZPXYDJLKNOIY-JXPKJXOSSA-N 0.000 description 1
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 1
- 235000019739 Dicalciumphosphate Nutrition 0.000 description 1
- 208000007976 Ketosis Diseases 0.000 description 1
- CYTYCFOTNPOANT-UHFFFAOYSA-N Perchloroethylene Chemical group ClC(Cl)=C(Cl)Cl CYTYCFOTNPOANT-UHFFFAOYSA-N 0.000 description 1
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 241000209140 Triticum Species 0.000 description 1
- 235000021307 Triticum Nutrition 0.000 description 1
- DPXJVFZANSGRMM-UHFFFAOYSA-N acetic acid;2,3,4,5,6-pentahydroxyhexanal;sodium Chemical compound [Na].CC(O)=O.OCC(O)C(O)C(O)C(O)C=O DPXJVFZANSGRMM-UHFFFAOYSA-N 0.000 description 1
- 239000000443 aerosol Substances 0.000 description 1
- 150000005215 alkyl ethers Chemical class 0.000 description 1
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 244000309464 bull Species 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 239000001506 calcium phosphate Substances 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 150000001720 carbohydrates Chemical class 0.000 description 1
- 229920001525 carrageenan Polymers 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- NEFBYIFKOOEVPA-UHFFFAOYSA-K dicalcium phosphate Chemical compound [Ca+2].[Ca+2].[O-]P([O-])([O-])=O NEFBYIFKOOEVPA-UHFFFAOYSA-K 0.000 description 1
- 229940038472 dicalcium phosphate Drugs 0.000 description 1
- 229910000390 dicalcium phosphate Inorganic materials 0.000 description 1
- 150000005690 diesters Chemical class 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 235000013312 flour Nutrition 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- MNQZXJOMYWMBOU-UHFFFAOYSA-N glyceraldehyde Chemical compound OCC(O)C=O MNQZXJOMYWMBOU-UHFFFAOYSA-N 0.000 description 1
- 125000000268 heptanoyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 229960004592 isopropanol Drugs 0.000 description 1
- 150000002584 ketoses Chemical class 0.000 description 1
- 238000004898 kneading Methods 0.000 description 1
- 239000004816 latex Substances 0.000 description 1
- 229920000126 latex Polymers 0.000 description 1
- 239000000787 lecithin Substances 0.000 description 1
- 235000010445 lecithin Nutrition 0.000 description 1
- 229940067606 lecithin Drugs 0.000 description 1
- 150000004668 long chain fatty acids Chemical class 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 235000021243 milk fat Nutrition 0.000 description 1
- ZBJVLWIYKOAYQH-UHFFFAOYSA-N naphthalen-2-yl 2-hydroxybenzoate Chemical compound OC1=CC=CC=C1C(=O)OC1=CC=C(C=CC=C2)C2=C1 ZBJVLWIYKOAYQH-UHFFFAOYSA-N 0.000 description 1
- 125000001402 nonanoyl group Chemical group O=C([*])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
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 229920001542 oligosaccharide Polymers 0.000 description 1
- 150000002482 oligosaccharides Chemical class 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- UEZVMMHDMIWARA-UHFFFAOYSA-M phosphonate Chemical compound [O-]P(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-M 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000003380 propellant Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- CVHZOJJKTDOEJC-UHFFFAOYSA-N saccharin Chemical compound C1=CC=C2C(=O)NS(=O)(=O)C2=C1 CVHZOJJKTDOEJC-UHFFFAOYSA-N 0.000 description 1
- 229940071089 sarcosinate Drugs 0.000 description 1
- 235000020183 skimmed milk Nutrition 0.000 description 1
- 239000000661 sodium alginate Substances 0.000 description 1
- 235000010413 sodium alginate Nutrition 0.000 description 1
- 229940005550 sodium alginate Drugs 0.000 description 1
- 235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 1
- 229920001027 sodium carboxymethylcellulose Polymers 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- HFQQZARZPUDIFP-UHFFFAOYSA-M sodium;2-dodecylbenzenesulfonate Chemical compound [Na+].CCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O HFQQZARZPUDIFP-UHFFFAOYSA-M 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 229950011008 tetrachloroethylene Drugs 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
- C09K23/34—Higher-molecular-weight carboxylic acid esters
-
- 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
- C11D1/662—Carbohydrates or derivatives
-
- 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
- A61K8/60—Sugars; Derivatives thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q11/00—Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/02—Preparations for cleaning the hair
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H13/00—Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids
- C07H13/02—Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids by carboxylic acids
- C07H13/04—Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids by carboxylic acids having the esterifying carboxyl radicals attached to acyclic carbon atoms
- C07H13/06—Fatty acids
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
-
- 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
Definitions
- This invention relates to foaming cleaning and personal-care compositions, such as shampoo, shaving cream, tooth paste, carpet shampoo, dish-washing liquid, foaming industrial cleaner, and liquid soap, and to foaming food compositions, such as sponge cake, whipping cream and ice cream.
- foaming cleaning and personal-care compositions such as shampoo, shaving cream, tooth paste, carpet shampoo, dish-washing liquid, foaming industrial cleaner, and liquid soap
- foaming food compositions such as sponge cake, whipping cream and ice cream.
- the ability to create a voluminous foam is considered essential in the compositions to which the invention relates.
- a number of foaming agents are known, and can be incorporated to achieve the desired foaming.
- foaming agents include anionics, nonionics and amphoterics. Many of them are also active as surfactants and/or emulsifiers.
- anionic foaming agents is alkyl ether sulphate (AES) , especially sodium lauryl ether sulphate, which is commonly incorporated in shampoo to provide foaming and cleaning effect.
- An example of nonionic foaming agents is coconut fatty acid diethanol amide (CDE), which is commonly used together with AES in shampoo to increase the foaming.
- Carbohydrate fatty acid esters are also known as ingredients in some foaming personal-care, cleaning and food compositions, such as shampoo, tooth paste, shaving cream, sponge cake and whipping cream.
- the carbohydrate fatty acid esters used in the above-mentioned prior art are mono-esters or mixtures of mono- and di-esters of sucrose or other oligosaccharides with fatty acids of 12-20 carbon atoms.
- the prior art indicates that incorporation of these esters improves the foaming of some products, but that the foaming is in some cases less than desired.
- the prior art indicates that in some cases the carbohydrate ester performs other useful functions, e.g. as an emulsifier or a surfactant. It is the object of the invention to provide foaming cleaning and personal-care compositions and foaming food compositions comprising carbohydrate fatty acid ester with improved foaming.
- the group consists of the monoesters, wherein the carbohydrate is a hexose (monohexose) and the acyl group is straight-chain with 7-10 carbon atoms.
- the foaming ability of these hexose esters is better than that of carbohydrate esters used in the prior art and better than similar hexose esters with a shorter or longer acyl group (acyl group with 6 or 12 carbon atoms) .
- the invention provides a foaming personal-care or cleaning composition, containing as an essential ingredient therein a hexose fatty acid ester, said fatty acid being heptanoic, octanoic, nonanoic or decanoic acid.
- the invention also provides a foaming food composition containing as an essential ingredient therein a hexose fatty acid ester, said fatty acid being heptanoic, octanoic, nonanoic or decanoic acid. 5
- hexose esters of the invention contain a single acyl group attached to the oxygen atom of any hydroxyl group in a hexose (monohexose).
- the hexose may be an aldose or a ketose.
- Glucose, galactose or fructose (D-forms) are preferred for reasons of 0 economy.
- the acyl group has a straight chain with 7-10 carbon atoms. It is heptanoyl (enanthyl), octanoyl
- acyl groups with an even number of carbon atoms (i.e. 5 octanoyl and decanoyl) are preferred due to raw material availability.
- 3- or 6-position (3-0-acyl-D-glucose or 6-0-acyl-D-glucose) are preferred due to ease of preparation.
- two particularly preferred hexose esters are
- hexose esters of the invention can be prepared according to methods known in the art. See E. Reinefeld, supra; K. Yoshimoto et al «, Chem.Pharm.Bull. , 2_7_(11), 2661- 2674(1979) .
- Foaming, cleaning and personal-care compositions form a class of products where foaming is considered essential.
- Typical products in this class are shampoo, shaving cream, tooth paste, carpet shampoo, dish-washing liquid, foaming industrial cleaner or liquid soap.
- Concerning the importance of foaming in some of these products see Journal of the Society of Cosmetic Chemists, vol. 10, pp. 390-414 (.1960).
- Preferred ranges for the amount of hexose ester of the invention are as follows (% by weight):
- Shampoo e.g. hair shampoo, body shampoo
- the shampoo of the invention may contain the hexose ester as the main surfactant, in which case the content is preferably 10-20%.
- the shampoo may contain a combination of the hexose ester (e.g. 1-10%) with anionic surfactant (e.g. 10-20%).
- the anionic may be linear alkyl benzene sulphonate (LAS) or alkyl ether sulphate (AES, especially sodium lauryl ether sulphate) .
- the shampoo of the invention may contain a foam booster (e.g. 0.5-8%), such as a long-chain fatty acid dialkanol amide (e.g. the aforementioned CDE), a long-chain N-acyl amino acid (e.g. N-acyl-sarcosinate or N- acylglutamate) or a betain derivative.
- a foam booster e.g. 0.5-8%
- the anionic surfactant may be linear alkyl benzene sulphonate (LAS) or alkyl ether anionic sulphate (AES). If shampoo with higher viscosity is desired, this can be obtained by incorporating a thickener known in the art such as CMC (carboxy-methyl cellulose) or, in case AES is also used, it can be controlled by incorporation of salt.
- LAS linear alkyl benzene sulphonate
- AES alkyl ether anionic sulphate
- compositions are formulated as follows:
- the foaming food composition of the invention may be sponge cake, whipping cream or ice cream. These products form a class where foaming is considered essential.
- the hexose ester of the invention is preferably incorporated in an amount of 0.1-2.0% (by weight), to improve the foaming.
- the hexose ester may also act as an emulsifier in these compositions.
- glucose esters used each consisted of approx 85% of 6-ester (ester with the acyl group in the 6-position of glucose) and approx 15% of 3- ester.
- AES alkyl ether sulphate
- CDE indicates coconut acid diethanolamide (Empilan CDE, Albright & Wilson, United Kingdom) .
- volume of foam collected 2 liters - Inner diameter of foam tube: 26 mm
- This glucosyl-octanoate 75 seconds invention glucosyl-decanoate 130 -
- sucrose esters were chosen to represent the carbohydrate esters of prior-art shampoos, that are most similar to the esters of the invention, and to represent various ratios of monoester to higher esters. It is seen that foaming of sucrose esters used in the prior art are far inferior to the invention.
- Foaming was measured with 2% of AES and 0.4% of a test compound to show foam boosting effect (all % as active material). Results (filling times) were as follows:
- ester of the invention is active as a foam booster, as it gives better foaming than AES alone used at the same concentration.
- CDE was more effective as a foam booster.
- a shampoo was formulated as follows (% as active matter) :
- the shampoo was found to show good foaming when used for washing of the hair by test persons.
- the ingredients are mixed with a whipper, and the batter is baked at 200°C for 25 min.
- Tooth pastes are prepared by kneading the following ingredients:
- NTA Nitrilo tri-acetic acid
- Additives include coloring agent, perfume, and preservative.
Abstract
Foaming cleaning, personal-care, and food compositions, such a shampoo etc., contain a hexose fatty acid ester. The ester has an acyl group with 7 to 10 carbon atoms and shows improved foaming power.
Description
FOAMING COMPOSITION
TECHNICAL FIELD
This invention relates to foaming cleaning and personal-care compositions, such as shampoo, shaving cream, tooth paste, carpet shampoo, dish-washing liquid, foaming industrial cleaner, and liquid soap, and to foaming food compositions, such as sponge cake, whipping cream and ice cream.
BACKGROUND ART
The ability to create a voluminous foam is considered essential in the compositions to which the invention relates. A number of foaming agents are known, and can be incorporated to achieve the desired foaming.
Known foaming agents include anionics, nonionics and amphoterics. Many of them are also active as surfactants and/or emulsifiers.
A representative example of anionic foaming agents is alkyl ether sulphate (AES) , especially sodium lauryl ether sulphate, which is commonly incorporated in shampoo to provide foaming and cleaning effect. An example of nonionic foaming agents is coconut fatty acid diethanol amide (CDE), which is commonly used together with AES in shampoo to increase the foaming.
Carbohydrate fatty acid esters are also known as ingredients in some foaming personal-care, cleaning and food compositions, such as shampoo, tooth paste, shaving cream, sponge cake and whipping cream. Reference is made to EP 191,564, JP-A 51-93,913, JP-A 59-184,299, JP-A 53-88,807, JP-A 54-134,711, US 4,279,888, to "Ryoto Sugar Ester -
Technical Information" published by Mitsubishi Kasei Food Corp., Tokyo, Japan, and to "Application of Sucrose Fatty Acid Ester to Medicine and Cosmetics" published by Dai-Nippon Sugar .Manufacturing Co. More specifically, the carbohydrate fatty acid esters used in the above-mentioned prior art are mono-esters or mixtures of mono- and di-esters of sucrose or other oligosaccharides with fatty acids of 12-20 carbon atoms. The prior art indicates that incorporation of these esters improves the foaming of some products, but that the foaming is in some cases less than desired. Additionally, the prior art indicates that in some cases the carbohydrate ester performs other useful functions, e.g. as an emulsifier or a surfactant. It is the object of the invention to provide foaming cleaning and personal-care compositions and foaming food compositions comprising carbohydrate fatty acid ester with improved foaming.
STATEMENT OF THE INVENTION
We have found that a certain group of carbohydrate fatty acid esters have surprisingly good foaming properties. The group consists of the monoesters, wherein the carbohydrate is a hexose (monohexose) and the acyl group is straight-chain with 7-10 carbon atoms. The foaming ability of these hexose esters is better than that of carbohydrate esters used in the prior art and better than similar hexose esters with a shorter or longer acyl group (acyl group with 6 or 12 carbon atoms) .
Accordingly, the invention provides a foaming personal-care or cleaning composition, containing as an essential ingredient therein a hexose fatty acid ester, said fatty acid being heptanoic, octanoic, nonanoic or decanoic acid.
The invention also provides a foaming food composition containing as an essential ingredient therein a hexose fatty acid ester, said fatty acid being heptanoic, octanoic, nonanoic or decanoic acid. 5 Some of the monohexose esters used in the invention are known. Thus, E. Reinefeld e_t a_l. , Die Starke, 20(6), 181-189 (1968) describes the synthesis of glucose esters with 6-18 carbon atoms in the acyl group. The article also reports surface tension data, showing that glucose-esters with 8 and 10 10 carbon atoms in the acyl group are less effective in lowering the surface tension than the ester with 12 carbon atoms in the acyl group.
DETAILED DESCRIPTION OF THE INVENTION
Hexose ester
5 The hexose esters of the invention contain a single acyl group attached to the oxygen atom of any hydroxyl group in a hexose (monohexose).
The hexose may be an aldose or a ketose. Glucose, galactose or fructose (D-forms) are preferred for reasons of 0 economy.
The acyl group has a straight chain with 7-10 carbon atoms. It is heptanoyl (enanthyl), octanoyl
(caprylyl), nonanoyl (pelargonyl) or decanoyl (capryl). The acyl groups with an even number of carbon atoms (i.e. 5 octanoyl and decanoyl) are preferred due to raw material availability.
Glucose esters with the acyl group attached in the
3- or 6-position (3-0-acyl-D-glucose or 6-0-acyl-D-glucose) are preferred due to ease of preparation. 0 Thus, two particularly preferred hexose esters are
6-0-octanoyl-D-glucose (D-glucosyl-6-octanoate) and 6-0- decanoyl-D-glucose (D-glucosyl-6-decanoate) .
The hexose esters of the invention can be prepared according to methods known in the art. See E. Reinefeld, supra; K. Yoshimoto et al«, Chem.Pharm.Bull. , 2_7_(11), 2661- 2674(1979) .
Cleaning and personal-care compositions
Foaming, cleaning and personal-care compositions form a class of products where foaming is considered essential. Typical products in this class are shampoo, shaving cream, tooth paste, carpet shampoo, dish-washing liquid, foaming industrial cleaner or liquid soap. Concerning the importance of foaming in some of these products, see Journal of the Society of Cosmetic Chemists, vol. 10, pp. 390-414 (.1960). Preferred ranges for the amount of hexose ester of the invention are as follows (% by weight):
Shaving cream 1-5%
Dish-washing liquid 1-10%
Industrial cleaner 2-20%
Tooth paste 1-5%
Carpet shampoo 1-5%
Shampoo (e.g. hair shampoo, body shampoo) 1-25%
Liquid soap 2-20%
The shampoo of the invention may contain the hexose ester as the main surfactant, in which case the content is preferably 10-20%. Alternatively, the shampoo may contain a combination of the hexose ester (e.g. 1-10%) with anionic surfactant (e.g. 10-20%). The anionic may be linear alkyl benzene sulphonate (LAS) or alkyl ether sulphate (AES, especially sodium lauryl ether sulphate) .
Additionally, the shampoo of the invention may contain a foam booster (e.g. 0.5-8%), such as a long-chain fatty acid dialkanol amide (e.g. the aforementioned CDE), a long-chain N-acyl amino acid (e.g. N-acyl-sarcosinate or N- acylglutamate) or a betain derivative..
The anionic surfactant may be linear alkyl benzene sulphonate (LAS) or alkyl ether anionic sulphate (AES). If shampoo with higher viscosity is desired, this can be obtained by incorporating a thickener known in the art such as CMC (carboxy-methyl cellulose) or, in case AES is also used, it can be controlled by incorporation of salt.
Thus, particularly preferred shampoo compositions are formulated as follows:
Hexose ester 1-10% Anionic surfactant 10-20%
Foam booster 0.5-8%
Salt 0-5%
Thickener 0-5%
Acid, to adjust to pH 4-7 Perfume q.s.
Preservative q.s.
Water balance
Food composition
The foaming food composition of the invention may be sponge cake, whipping cream or ice cream. These products form a class where foaming is considered essential.
The hexose ester of the invention is preferably incorporated in an amount of 0.1-2.0% (by weight), to improve the foaming. The hexose ester may also act as an emulsifier in these compositions.
EXAMPLES
Test compounds
In the following examples, the glucose esters used each consisted of approx 85% of 6-ester (ester with the acyl group in the 6-position of glucose) and approx 15% of 3- ester. AES (alkyl ether sulphate) denotes sodium lauryl ether sulphate (Berol 452, Berol Kemi AB, Sweden). CDE indicates coconut acid diethanolamide (Empilan CDE, Albright & Wilson, United Kingdom) . Three commercial sucrose esters from Mitsubishi
Kasei Food Corporation, Japan were used. Their catalogue gives the composition as follows:
Trade name Fatty acid % monoester % di,tri,polyester
Ryoto L595 95% dodecanoic 30% 70% - L1570 70% - 70% 30%
L1695 95% - 80% 20%
Determination of foaming
In the following foaming was determined by the method of L. Moldovanyi, W. Hungerbuhler, B. Lange: Kosmetika, vol. _5_, pp. 37-42 (1977). In this method, air is bubbled through the test solution, and the time to fill a certain volume with foam is noted. Thus, a shorter filling time indicates better foaming.
The detailed conditions were as follows:
Air flow: 15 liters/min
Volume of test solution: 500 ml
Inner diameter of air inlet tube: 5 mm
Volume of foam collected: 2 liters - Inner diameter of foam tube: 26 mm
EXAMPLE 1
Foaming of single surfactants
Foaming was measured in solutions of 2% (as active material). Results were as follows:
Surfactant Filling time
This glucosyl-octanoate 75 seconds invention glucosyl-decanoate 130 -
Reference glucosyl-hexanoate 900 seconds glucosyl-dodecanoate above 600 seconds
Ryoto L595 *)
Ryoto L1570 328 seconds
Ryoto L1695 276 -
AES 175 -
CDE 180 -
) Measurement not possible, as surfactant not sufficiently soluble.
It is seen that the two compounds of this invention show excellent foaming, even better than AES, the commonly used surfactant in shampoos.
Comparing the glucose esters, it is seen that hexanoic ester shows hardly any foaming, octanoic ester shows the best foaming of all, and decanoic ester the second best. The commercial sucrose esters were chosen to represent the carbohydrate esters of prior-art shampoos, that are most similar to the esters of the invention, and to
represent various ratios of monoester to higher esters. It is seen that foaming of sucrose esters used in the prior art are far inferior to the invention.
EXAMPLE 2
Foaming of combinations with AES
Foaming was measured with 2% of AES and 0.4% of a test compound to show foam boosting effect (all % as active material). Results (filling times) were as follows:
Invention: AES (2%) + glucosyl-octanoate (0.4%) 151 s
Reference: AES (2%) + CDE (0.4%) 137 s
AES (2%) + AES (0.4%) 160 s
It is seen that the ester of the invention is active as a foam booster, as it gives better foaming than AES alone used at the same concentration. However, CDE was more effective as a foam booster.
EXAMPLE 3
Foaming of combinations with CDE
Foaming was measured in a solution of 2% of test compound + 0.4% of CDE (% as active material). Results were as follows (some results from ex. 1 and 2 are included for comparison) :
Invention: Glucosyl-octanoate (2%) 75 s
Glucosyl-octanoate + CDE (0.4%) 110 s
Reference: AES (2%) 175 s
AES + CDE (0.4%) 137 s
It is seen that addition of CDE decreases the foaming of the ester of the invention. However, it was observed that glucosyl-octanoate + CDE produced a particularly rich lather, that may be desirable in shampoos.
EXAMPLE 4
Shampoo formulation
A shampoo was formulated as follows (% as active matter) :
Glucos •yi- -octanoate 7.3%
AES 14.4%
CDE 4.1%
NaCl 4.4%
Water balance pH adjusted to 6.0
The shampoo was found to show good foaming when used for washing of the hair by test persons.
EXAMPLE 5
Sponge cake
Wheat flour 1000 g
Egg 1000 -
Sugar 1000 -
Baking powder 30 -
Glucose ester 10 -
The ingredients are mixed with a whipper, and the batter is baked at 200°C for 25 min.
EXAMPLE 6
Tooth paste
Tooth pastes are prepared by kneading the following ingredients:
No. 1 No. 2
Calcium carbonate 41.0 _
Dicalcium phosphate - 50.0
Glycerol 20.0 -
Sorbitol - 20.0
Carboxymethyl cellulose - 1.0
Sodium alginate 2.0 -
Glucose ester 3.0 2.0
Flavoring 1.0 1.0
Sodium saccharin 0.1 0.1
Water balance balance
100.0% 100.0%
EXAMPLE 7
Whipping cream
Vegetable oil 28%
Sugar (sucrose) 10%
Salt 0.3%
Carageenan 0.2%
Sodium carboxy methyl cellulose 0.2%
Lecithin 1.2%
Glucosyl-decanoate 0.5%
Flavor q.s .
Water balance
100%
EXAMPLE 8
Ice cream
Milk fat 9%
Skim milk powder 11%
Sugar 12%
Glucose ester 0.5-1.0%
Flavor q.s.
Color q.s.
Water balance
100
EXAMPLE 9
Liquid soap
Glucose ester 6%
Sodium lauryl ether sulphate 36%
Cocamidoprpayl betain 8%
Perfume q.s.
Water balance
100%
EXAMPLE 10
Carpet shampoo
Perchloro ethylene 7.5%
Propellant 12.5%
Glucose ester 3.0%
Perfume q.s.
Water balance
100?
EXAMPLE 11
Dish wash liquid
Sodium dodecyl benzene sulphonate (LAS) 20%
CDE 5%
Glucose ester 8%
Latex 2%
Perfume q.s.
Water balance
100%
EXAMPLE 12
Shaving cream (aerosol)
Stearic acid 7%
Glycerol 3%
Coconut fatty acid 1%
Glucose ester 2%
KOH (34% solution) 5%
NaOH (19% solution) 1%
CDE 1%
Perfume q.s .
Water balance
100%
EXAMPLE 13
Foaming industrial cleaners
Glucose ester 3%
Nitrilo tri-acetic acid (NTA) 2% n-hexyl-diglycol 5% iso-propanol 2%
Additives q.s.
Water balance
100%
Glucose ester 15%
NTA 1.2%
Urea 2%
Additives q.s.
Water balance 100%
Sodium alkyl-benzene sulponate (LAS) 10%
Glucose ester 3%
Phosphonate (Sequion 40, product of" Polygon, West Germany) 10! Additives q.s. Water balance
100%
Additives include coloring agent, perfume, and preservative.
Claims
1. A foaming cleaning or personal-care composition, containing as an essential ingredient therein a hexose fatty acid ester, said fatty acid being heptanoic, octanoic, nonanoic or decanoic acid.
2. A composition according to Claim 1 for a shampoo, shaving cream, tooth paste, carpet shampoo, dish-washing liquid, foaming industrial cleaner or liquid soap.
3. A shampoo composition according to Claim 2, containing 1-25% by weight of the hexose ester.
4. A shampoo composition according to Claim 3, containing 1-10% of the hexose ester, and further comprising 10-20% of an anionic surfactant.
5. The shampoo composition according to Claims 3 - 4, further comprising 0.5-8% of fatty acid dialkanol amide or
N-fatty acyl amino acid.
6. A tooth paste composition according to Claim 2, containing 1-5% by weight of the hexose ester.
7. A shaving cream composition according to Claim 2, containing 1-5% by weight of the hexose ester.
8. A carpet shampoo composition according to Claim 2, containing 1-5% by weight of the hexose ester.
9. A dish-washing liquid composition according to Claim 2, containing 1-10% by weight of the hexose ester.
10. ' A foaming industrial cleaner composition according to Claim 2, containing 2-20% by weight of the hexose ester.
5 11. A liquid soap composition according to Claim 2, containing 2-20% by weight of the hexose ester.
12. The composition of Claims 1 - 11, wherein the hexose is glucose, galactose or fructose.
13. The composition of Claim 12, wherein the hexose ester 10 is 6-octanoyl-glucose or 6-decanoyl-glucose.
14. A foaming food composition containing as an essential ingredient therein a hexose fatty acid ester, said fatty acid being heptanoic, octanoic, nonanoic or decanoic acid.
15. The composition of Claim 14, wherein the food is sponge 15 cake, whipping cream or ice cream.
16. The composition of Claim 15, containing 0.1-2% by weight of the hexose ester.
17. The composition of Claim 16, wherein the hexose is glucose, galactose or fructose.
20 18. The composition of Claim 17, wherein the hexose ester is 6-octanoyl-glucose or 6-decanoyl-glucose.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DK3183/87 | 1987-06-23 | ||
| DK318387A DK318387D0 (en) | 1987-06-23 | 1987-06-23 | SURFACTIVE SUBSTANCE AND ITS APPLICATION |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| WO1988010147A1 true WO1988010147A1 (en) | 1988-12-29 |
Family
ID=8120018
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/DK1988/000099 WO1988010147A1 (en) | 1987-06-23 | 1988-06-23 | Foaming composition |
Country Status (2)
| Country | Link |
|---|---|
| DK (1) | DK318387D0 (en) |
| WO (1) | WO1988010147A1 (en) |
Cited By (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1990008182A1 (en) * | 1989-01-23 | 1990-07-26 | Novo Nordisk A/S | Bleaching detergent composition |
| EP0380406A2 (en) * | 1989-01-25 | 1990-08-01 | Colgate-Palmolive Company | Fine fabric laundry detergent with sugar esters as softening and whitening agents |
| EP0423968A1 (en) * | 1989-10-06 | 1991-04-24 | Unilever Plc | Detergent composition |
| EP0427210A2 (en) * | 1989-11-06 | 1991-05-15 | Lion Corporation | Nonionic surface active agent |
| EP0428157A2 (en) * | 1989-11-14 | 1991-05-22 | Lion Corporation | An emulsified composition |
| EP0485251A1 (en) * | 1990-11-09 | 1992-05-13 | L'oreal | Cosmetic, pharmaceutical or alimentary composition comprising a dispersion of lipid vesicles |
| US5190747A (en) * | 1989-11-06 | 1993-03-02 | Lion Corporation | Oral or detergent composition comprising a nonionic surface active agent |
| FR2698004A1 (en) * | 1992-11-13 | 1994-05-20 | Oreal | Aqueous cosmetic or dermatological dispersion for the treatment of hair or skin, based on sugar fatty acid esters or alkylsugar and crosslinked copolymers of acrylamide. |
| WO1995005798A1 (en) * | 1993-08-24 | 1995-03-02 | Henkel Kommanditgesellschaft Auf Aktien | Mild aqueous shaving compositions |
| FR2731365A1 (en) * | 1995-03-10 | 1996-09-13 | Agency Of Ind Science Et Techn | Surfactants contg. 6-O-acyl glucose derivs. |
| WO2001070188A1 (en) * | 2000-03-21 | 2001-09-27 | Unilever Plc | LOW pH HIGH FATTY ACID VANISHING CREAM |
| WO2003092644A2 (en) * | 2002-04-29 | 2003-11-13 | Symrise Gmbh & Co. Kg | Mouth hygiene product containing sugar esters and sugar ethers as antimicrobial active ingredients |
| WO2004064799A1 (en) * | 2003-01-17 | 2004-08-05 | Cognis Ip Management Gmbh | Liquid crystalline aqueous surfactant gels |
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| US4450090A (en) * | 1983-05-16 | 1984-05-22 | Clairol Incorporated | Thickened alpha-olefin sulfonate containing formulations |
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| US3231561A (en) * | 1962-01-03 | 1966-01-25 | Economics Lab | Fatty acid sugar esters and fatty acid sugar-boron esters |
| US4450090A (en) * | 1983-05-16 | 1984-05-22 | Clairol Incorporated | Thickened alpha-olefin sulfonate containing formulations |
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Cited By (24)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5431849A (en) * | 1989-01-23 | 1995-07-11 | Novo Nordisk A/S | Bleaching detergent composition containing acylated sugar bleach activators |
| WO1990008182A1 (en) * | 1989-01-23 | 1990-07-26 | Novo Nordisk A/S | Bleaching detergent composition |
| EP0380406A2 (en) * | 1989-01-25 | 1990-08-01 | Colgate-Palmolive Company | Fine fabric laundry detergent with sugar esters as softening and whitening agents |
| EP0380406A3 (en) * | 1989-01-25 | 1991-03-06 | Colgate-Palmolive Company | Fine fabric laundry detergent with sugar esters as softening and whitening agents |
| EP0423968A1 (en) * | 1989-10-06 | 1991-04-24 | Unilever Plc | Detergent composition |
| US5190747A (en) * | 1989-11-06 | 1993-03-02 | Lion Corporation | Oral or detergent composition comprising a nonionic surface active agent |
| EP0427210A2 (en) * | 1989-11-06 | 1991-05-15 | Lion Corporation | Nonionic surface active agent |
| US5109127A (en) * | 1989-11-06 | 1992-04-28 | Lion Corporation | Nonionic surface active agent |
| EP0427210A3 (en) * | 1989-11-06 | 1995-01-18 | Lion Corp | |
| EP0428157A3 (en) * | 1989-11-14 | 1991-07-31 | Lion Corporation | An emulsified composition |
| US5154855A (en) * | 1989-11-14 | 1992-10-13 | Lion Corporation | Emulsified composition |
| EP0428157A2 (en) * | 1989-11-14 | 1991-05-22 | Lion Corporation | An emulsified composition |
| EP0485251A1 (en) * | 1990-11-09 | 1992-05-13 | L'oreal | Cosmetic, pharmaceutical or alimentary composition comprising a dispersion of lipid vesicles |
| FR2668930A1 (en) * | 1990-11-09 | 1992-05-15 | Oreal | COSMETIC, PHARMACEUTICAL OR FOOD COMPOSITION COMPRISING AQUEOUS DISPERSION OF LIPID VESICLES. |
| US5268180A (en) * | 1990-11-09 | 1993-12-07 | L'oreal | Cosmetic pharmaceutical or foodstuff composition comprising an aqueous dispersion of lipidic vesicles |
| FR2698004A1 (en) * | 1992-11-13 | 1994-05-20 | Oreal | Aqueous cosmetic or dermatological dispersion for the treatment of hair or skin, based on sugar fatty acid esters or alkylsugar and crosslinked copolymers of acrylamide. |
| US5368850A (en) * | 1992-11-13 | 1994-11-29 | L'oreal | Aqueous cosmetic or dermatological dispersion for treatment of hair or skin based on sugar or alkylsugar fatty acid esters and reticulated acrylamide copolymers |
| EP0603019A1 (en) * | 1992-11-13 | 1994-06-22 | L'oreal | Cosmetic or dermatoloqical aqueous dispersion based on fatty acid esters of sugar and a crosslinked copolymer of acrylamide |
| WO1995005798A1 (en) * | 1993-08-24 | 1995-03-02 | Henkel Kommanditgesellschaft Auf Aktien | Mild aqueous shaving compositions |
| FR2731365A1 (en) * | 1995-03-10 | 1996-09-13 | Agency Of Ind Science Et Techn | Surfactants contg. 6-O-acyl glucose derivs. |
| WO2001070188A1 (en) * | 2000-03-21 | 2001-09-27 | Unilever Plc | LOW pH HIGH FATTY ACID VANISHING CREAM |
| WO2003092644A2 (en) * | 2002-04-29 | 2003-11-13 | Symrise Gmbh & Co. Kg | Mouth hygiene product containing sugar esters and sugar ethers as antimicrobial active ingredients |
| WO2003092644A3 (en) * | 2002-04-29 | 2004-04-22 | Symrise Gmbh & Co Kg | Mouth hygiene product containing sugar esters and sugar ethers as antimicrobial active ingredients |
| WO2004064799A1 (en) * | 2003-01-17 | 2004-08-05 | Cognis Ip Management Gmbh | Liquid crystalline aqueous surfactant gels |
Also Published As
| Publication number | Publication date |
|---|---|
| DK318387D0 (en) | 1987-06-23 |
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