WO2007017619A1 - Formulations detergentes a base de savon et d'acide gras de n-methyle glucamide - Google Patents
Formulations detergentes a base de savon et d'acide gras de n-methyle glucamide Download PDFInfo
- Publication number
- WO2007017619A1 WO2007017619A1 PCT/GB2005/003138 GB2005003138W WO2007017619A1 WO 2007017619 A1 WO2007017619 A1 WO 2007017619A1 GB 2005003138 W GB2005003138 W GB 2005003138W WO 2007017619 A1 WO2007017619 A1 WO 2007017619A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- soap
- water
- detergent mixture
- fatty acid
- mixtures
- Prior art date
Links
- 239000000344 soap Substances 0.000 title claims abstract description 49
- 239000000203 mixture Substances 0.000 title claims abstract description 47
- 239000003599 detergent Substances 0.000 title claims abstract description 38
- 235000014113 dietary fatty acids Nutrition 0.000 title claims abstract description 18
- 239000000194 fatty acid Substances 0.000 title claims abstract description 18
- 229930195729 fatty acid Natural products 0.000 title claims abstract description 18
- 150000004665 fatty acids Chemical class 0.000 title claims abstract description 17
- 238000009472 formulation Methods 0.000 title description 18
- GHPCICSQWQDZLM-UHFFFAOYSA-N 1-(4-chlorophenyl)sulfonyl-1-methyl-3-propylurea Chemical compound CCCNC(=O)N(C)S(=O)(=O)C1=CC=C(Cl)C=C1 GHPCICSQWQDZLM-UHFFFAOYSA-N 0.000 title description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 31
- 229910021532 Calcite Inorganic materials 0.000 claims abstract description 16
- 238000005406 washing Methods 0.000 claims abstract description 10
- 239000003513 alkali Substances 0.000 claims abstract description 6
- 239000004094 surface-active agent Substances 0.000 claims abstract description 6
- 150000004649 carbonic acid derivatives Chemical class 0.000 claims abstract description 5
- 239000008234 soft water Substances 0.000 claims abstract description 5
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 21
- 239000004744 fabric Substances 0.000 claims description 11
- 229910000029 sodium carbonate Inorganic materials 0.000 claims description 10
- 239000002245 particle Substances 0.000 claims description 6
- 239000003760 tallow Substances 0.000 claims description 6
- -1 alkyl poly glucosides Chemical class 0.000 claims description 5
- 239000004115 Sodium Silicate Substances 0.000 claims description 3
- 238000000034 method Methods 0.000 claims description 3
- 239000010457 zeolite Substances 0.000 claims description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 2
- 229910000323 aluminium silicate Inorganic materials 0.000 claims description 2
- 229930182478 glucoside Natural products 0.000 claims description 2
- 235000019351 sodium silicates Nutrition 0.000 claims description 2
- 238000004900 laundering Methods 0.000 claims 1
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 15
- 239000008233 hard water Substances 0.000 description 8
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 6
- 239000011575 calcium Substances 0.000 description 6
- 229910052791 calcium Inorganic materials 0.000 description 6
- 229910000019 calcium carbonate Inorganic materials 0.000 description 6
- 238000004090 dissolution Methods 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- 229910021653 sulphate ion Inorganic materials 0.000 description 5
- BHPQYMZQTOCNFJ-UHFFFAOYSA-N Calcium cation Chemical compound [Ca+2] BHPQYMZQTOCNFJ-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
- 238000013019 agitation Methods 0.000 description 4
- 229910001424 calcium ion Inorganic materials 0.000 description 4
- 239000013078 crystal Substances 0.000 description 4
- 238000002425 crystallisation Methods 0.000 description 4
- RECVMTHOQWMYFX-UHFFFAOYSA-N oxygen(1+) dihydride Chemical compound [OH2+] RECVMTHOQWMYFX-UHFFFAOYSA-N 0.000 description 4
- 238000001556 precipitation Methods 0.000 description 4
- 230000009467 reduction Effects 0.000 description 4
- 229910052708 sodium Inorganic materials 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 3
- 125000000129 anionic group Chemical group 0.000 description 3
- JXLHNMVSKXFWAO-UHFFFAOYSA-N azane;7-fluoro-2,1,3-benzoxadiazole-4-sulfonic acid Chemical compound N.OS(=O)(=O)C1=CC=C(F)C2=NON=C12 JXLHNMVSKXFWAO-UHFFFAOYSA-N 0.000 description 3
- 230000014759 maintenance of location Effects 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 229910021645 metal ion Inorganic materials 0.000 description 3
- 229940088417 precipitated calcium carbonate Drugs 0.000 description 3
- 239000011734 sodium Substances 0.000 description 3
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 2
- 235000019482 Palm oil Nutrition 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 239000003945 anionic surfactant Substances 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 239000002270 dispersing agent Substances 0.000 description 2
- 239000002540 palm oil Substances 0.000 description 2
- 231100000572 poisoning Toxicity 0.000 description 2
- 230000000607 poisoning effect Effects 0.000 description 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 150000004671 saturated fatty acids Chemical class 0.000 description 2
- 150000004760 silicates Chemical class 0.000 description 2
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 description 2
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 2
- 235000008733 Citrus aurantifolia Nutrition 0.000 description 1
- KKCBUQHMOMHUOY-UHFFFAOYSA-N Na2O Inorganic materials [O-2].[Na+].[Na+] KKCBUQHMOMHUOY-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 229920000388 Polyphosphate Polymers 0.000 description 1
- 235000011941 Tilia x europaea Nutrition 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 229910052910 alkali metal silicate Inorganic materials 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 229910021538 borax Inorganic materials 0.000 description 1
- 159000000007 calcium salts Chemical class 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 229910052681 coesite Inorganic materials 0.000 description 1
- 229910052906 cristobalite Inorganic materials 0.000 description 1
- 230000008021 deposition Effects 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 239000010419 fine particle Substances 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 239000004571 lime Substances 0.000 description 1
- 159000000003 magnesium salts Chemical class 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 239000002667 nucleating agent Substances 0.000 description 1
- 238000010899 nucleation Methods 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 239000003346 palm kernel oil Substances 0.000 description 1
- 235000019865 palm kernel oil Nutrition 0.000 description 1
- 230000008447 perception Effects 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- 239000001205 polyphosphate Substances 0.000 description 1
- 235000011176 polyphosphates Nutrition 0.000 description 1
- 235000011181 potassium carbonates Nutrition 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- 235000003441 saturated fatty acids Nutrition 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 235000011182 sodium carbonates Nutrition 0.000 description 1
- 229910052911 sodium silicate Inorganic materials 0.000 description 1
- NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 description 1
- 239000004328 sodium tetraborate Substances 0.000 description 1
- 235000010339 sodium tetraborate Nutrition 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 239000012265 solid product Substances 0.000 description 1
- 229910052682 stishovite Inorganic materials 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000000271 synthetic detergent Substances 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 229910052905 tridymite Inorganic materials 0.000 description 1
Classifications
-
- 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
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F1/00—Treatment of water, waste water, or sewage
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F5/00—Softening water; Preventing scale; Adding scale preventatives or scale removers to water, e.g. adding sequestering agents
- C02F5/02—Softening water by precipitation of the hardness
- C02F5/06—Softening water by precipitation of the hardness using calcium 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
- C11D10/047—Compositions of detergents, not provided for by one single preceding group based on mixtures of surface-active non-soap compounds and soap based on cationic surface-active compounds and soap
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F1/00—Treatment of water, waste water, or sewage
- C02F1/28—Treatment of water, waste water, or sewage by sorption
- C02F1/281—Treatment of water, waste water, or sewage by sorption using inorganic sorbents
-
- 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
- C11D1/38—Cationic compounds
- C11D1/52—Carboxylic amides, alkylolamides or imides or their condensation products with alkylene oxides
- C11D1/525—Carboxylic amides (R1-CO-NR2R3), where R1, R2 or R3 contain two or more hydroxy groups per alkyl group, e.g. R3 being a reducing sugar rest
Definitions
- the present invention pertains to fatty soap containing laundry detergent formulations. More particularly this invention pertains to detergent formulations containing soap and fatty acid N-methyl glucamides for fabric washing use in soft water or in water previously softened, using a water softening formulation based on precipitant builders.
- the present invention is set against a background of change and urgency in society's attitude as to how the natural resources are used, There is a perception that it may be for the general good of society as well as environment to use natural and renewable feed stocks in consumer products such as laundry detergents. For sometime the detergent industry had been striving to achieve this
- Soaps of C 12 to Cl 8 chain lengths are very good laundry detergents when used in very soft water. Whereas lower alkyl chain length fatty soaps -coco- are fairly soluble in water, longer chain -tallow- soaps are not very soluble. It is these longer chain soaps that are generally preferred for laundry and textile cleaning applications. Therefore their solubility needs to be improved by the addition of cp-actives. For granular or flaked detergent formulations, it would be desirable to enhance the dissolution of higher chain length soaps in wash liquor. Soap based formulations are very sensitive to water hardness ions with the loss of detergency.
- soaps formulations built with alkaline materials such as alkali carbonates, silicates, borax and orthophosphate had been produced for use in hard water with limited success and hence were superseded by superior built detergent compositions based on sulphonates and sulphates along with nonionics
- soap-based formulations can be eliminated to some extent by softening the water prior to washing.
- a day washing machines can accommodate more than one product such as one for washing and one for softening.
- machines now are electronically controlled and hence manufactures can be persuaded to incorporate other functional cycles such as water softening cycle if a case can be made.
- sodium soaps particularly C 14-Cl 8 range are not very soluble in cold water.
- the inclusion of more water-soluble C 12-Cl 6 fatty acid N-methyl glucamides, as co-actives, would increase the dissolution and solubility of soaps in water, particularly under low temperature wash cycle conditions.
- soaps In distilled water, soaps, besides being good laundry detergents, generally show higher soil suspending power than sulphonate and sulphate anionics and ethoxylated nonipnics. In this respect soaps containing higher proportions of Cl 8 saturated fatty acid are particularly good.
- Soaps do not have the corrosive tendencies of more common synthetic detergents and have good emulsifying power.
- EP 103926, 662115, 551415, 548204, 670884, 670885 US5254281 claims toilet soap bar containing up to 10% glucamides.
- WO98/05752 claims a laundry detergent bar containing anionic surfactant, soap, and up to 20% glucamides along with polyphosphate.
- the calcium and magnesium salts of conventional anionic detergents such as sulphonates and sulphates are relatively more soluble compared to the corresponding chain length soaps. Therefore, when formulations based on sulphonate/sulphate detergents built with sequestering builders are dissolved in hard water, the equilibrium shifts towards sequestering builder's side. However, in the case of soap, since their hard water ion salts are very insoluble, the equilibrium shifts towards the soap precipitation side and hence soap based formulations cannot, effectively be built with sequestering builders.
- the precipitant builders such as alkali carbonates, silicates, ortho- phosphates are preferred. Even so certain amount of hard water ion soaps will precipitate in competition with precipitant builders when used together.
- the most environmentally friendly builders are sodium carbonate, sodium silicates, and zeolites; of these sodium carbonate is preferred on cost effectiveness basis.
- Sodium carbonate as a builder for detergent formulations suffers from a number of disadvantages. Firstly the reaction between sodium carbonate and calcium ion, producing insoluble calcium carbonate is slow, especially at low temperatures. The result of this is that, for practical purposes, the acceptable level of reduction in calcium ion concentration is not reached, in relation to the time scale of the wash cycle of certain types of washing machines. Secondly the precipitated calcium carbonate fine particles deposit in the interstices of certain fabrics and cannot easily be washed away.
- soap based detergent compositions are still more difficult to build with sodium carbonate /calcite mixture.
- alkali metal fatty acid salts react faster with divalent metal ions than the reduction of free metal ions by the action of crystallisation seed and the calcium salts of higher chain length saturated fatty acids are less soluble than calcium carbonate. Therefore, unlike calcium sulpfonate or sulphate detergents, calcium soaps once formed do not go into solution during wash cycle, hence as a builder sodium carbonate / calcite mixture is ineffective for soap based formulations.
- This invention provides a detergent mixture containing a) C 10-Cl 8 soap and b) ClO-Cl 8 fatty acid N-methyl glucamides for washing in soft water or in water previously softened using a precipitant builder.
- the detergent actives are naturally derived and highly biodegradable.
- the preferred glucamides are C 12-Cl 4 fatty acid - coco - derived. They are, besides being good cleaners on their own right, being more soluble than soap would assist in the dissolution of soap in water in low temperature and in the dissolution of soap from formulated products. Being non-ionic in nature they would also have calcium soap dispersing effect and hence prevent any residual calcium soap deposition on fabrics.
- the level of glucamides in the active mixture could be from 11-60%, preferably from 21-60%
- the soap used can be based on ClO to C18 fatty acids such as coco, tallow, palm oil, palm kernel oil, hardened tallow, hardened palm oil and mixtures thereof.
- the water softening mixture is based on alkali carbonates such as sodium and potassium carbonates, sesqui-carbonates or bi-carbonates and mixtures thereof and finely divided calcite.
- alkali carbonates such as sodium and potassium carbonates, sesqui-carbonates or bi-carbonates and mixtures thereof and finely divided calcite.
- the calcite particle size wiil be below 20 microns, particularly from 0.01 to 5 microns.
- the level of calcite particles would be 10-50 % of the mixture.
- calcite is used to mean either calcite itself or any other water insoluble crystalline water insoluble calcium carbonate mineral.
- Auxiliary water softening materials that can be incorporated in the water softening mixture include alkali silicates, zeolites and aluminosilicates.
- the detergent mixture can further include an auxiliary surfactant component to improve the performance further, which comprises anionic and non-ionic surfactants other than soap and glucamides. If present such auxiliary surfactants will, typically, be present in an amount less than 30% of the total active mixture.
- Such auxiliary surfactants include C 12-Cl 8 alkyl sulphate, Coco alcohol EO4-EO12 ethoxylates, coco alkyl ⁇ polyglucosideSj coco mono and di ethanolamides, their ethoxylates and mixtures thereof.
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Organic Chemistry (AREA)
- Hydrology & Water Resources (AREA)
- Environmental & Geological Engineering (AREA)
- Water Supply & Treatment (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Detergent Compositions (AREA)
Abstract
L’invention concerne des mélanges détergents, comprenant un savon en C10-C18 et des acides gras de N-méthyle glucamides. Selon un autre aspect de l'invention, des tensioactifs auxiliaires de types spécifiés sont ajoutés. Ces mélanges détergents sont destinés à une utilisation en tant que détergents pour lessives, le nettoyage ayant lieu en eau douce ou dans une eau au préalable adoucie par l'utilisation d'un adjuvant de précipitation à base de carbonates alcalins et de calcite finement divisée.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PCT/GB2005/003138 WO2007017619A1 (fr) | 2005-08-10 | 2005-08-10 | Formulations detergentes a base de savon et d'acide gras de n-methyle glucamide |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PCT/GB2005/003138 WO2007017619A1 (fr) | 2005-08-10 | 2005-08-10 | Formulations detergentes a base de savon et d'acide gras de n-methyle glucamide |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| WO2007017619A1 true WO2007017619A1 (fr) | 2007-02-15 |
Family
ID=36101432
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/GB2005/003138 WO2007017619A1 (fr) | 2005-08-10 | 2005-08-10 | Formulations detergentes a base de savon et d'acide gras de n-methyle glucamide |
Country Status (1)
| Country | Link |
|---|---|
| WO (1) | WO2007017619A1 (fr) |
Citations (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4407722A (en) * | 1981-06-18 | 1983-10-04 | Lever Brothers Company | Fabric washing process and detergent composition for use therein |
| EP0246896A1 (fr) * | 1986-05-23 | 1987-11-25 | Unilever Plc | Compositions détergentes |
| GB2238315A (en) * | 1989-11-24 | 1991-05-29 | Unilever Plc | Detergent composition |
| WO1992013059A1 (fr) * | 1991-01-29 | 1992-08-06 | The Procter & Gamble Company | Pains de savon ameliores |
| EP0709451A1 (fr) * | 1994-10-28 | 1996-05-01 | The Procter & Gamble Company | Compositions détergentes liquides stabiles |
| DE19645214C1 (de) * | 1996-11-02 | 1997-12-04 | Henkel Kgaa | Stückseifen |
| US5712235A (en) * | 1993-09-15 | 1998-01-27 | Henkel Kommanditgesellschaft Auf Aktien | Bar soaps |
| WO1998005752A1 (fr) * | 1996-08-07 | 1998-02-12 | The Procter & Gamble Company | Compositions de lessive en barre |
| US5919371A (en) * | 1996-04-01 | 1999-07-06 | Clariant Gmbh | Use of sheet silicates |
| US20020077264A1 (en) * | 2000-07-24 | 2002-06-20 | The Procter & Gamble Company | Articles containing enclosed compositions |
-
2005
- 2005-08-10 WO PCT/GB2005/003138 patent/WO2007017619A1/fr active Application Filing
Patent Citations (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4407722A (en) * | 1981-06-18 | 1983-10-04 | Lever Brothers Company | Fabric washing process and detergent composition for use therein |
| EP0246896A1 (fr) * | 1986-05-23 | 1987-11-25 | Unilever Plc | Compositions détergentes |
| GB2238315A (en) * | 1989-11-24 | 1991-05-29 | Unilever Plc | Detergent composition |
| WO1992013059A1 (fr) * | 1991-01-29 | 1992-08-06 | The Procter & Gamble Company | Pains de savon ameliores |
| US5712235A (en) * | 1993-09-15 | 1998-01-27 | Henkel Kommanditgesellschaft Auf Aktien | Bar soaps |
| EP0709451A1 (fr) * | 1994-10-28 | 1996-05-01 | The Procter & Gamble Company | Compositions détergentes liquides stabiles |
| US5919371A (en) * | 1996-04-01 | 1999-07-06 | Clariant Gmbh | Use of sheet silicates |
| WO1998005752A1 (fr) * | 1996-08-07 | 1998-02-12 | The Procter & Gamble Company | Compositions de lessive en barre |
| DE19645214C1 (de) * | 1996-11-02 | 1997-12-04 | Henkel Kgaa | Stückseifen |
| US20020077264A1 (en) * | 2000-07-24 | 2002-06-20 | The Procter & Gamble Company | Articles containing enclosed compositions |
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