EP0506312A1 - Verwendung von Wäscheweichmachern - Google Patents
Verwendung von Wäscheweichmachern Download PDFInfo
- Publication number
- EP0506312A1 EP0506312A1 EP19920302453 EP92302453A EP0506312A1 EP 0506312 A1 EP0506312 A1 EP 0506312A1 EP 19920302453 EP19920302453 EP 19920302453 EP 92302453 A EP92302453 A EP 92302453A EP 0506312 A1 EP0506312 A1 EP 0506312A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- quaternary ammonium
- weight
- ammonium material
- fabric softening
- composition
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 59
- 239000004744 fabric Substances 0.000 title claims abstract description 19
- 239000000463 material Substances 0.000 claims abstract description 23
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 19
- 125000001453 quaternary ammonium group Chemical group 0.000 claims abstract description 18
- 239000002689 soil Substances 0.000 claims abstract description 18
- 150000002148 esters Chemical class 0.000 claims abstract description 13
- 125000003342 alkenyl group Chemical group 0.000 claims abstract description 3
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 3
- 150000001875 compounds Chemical class 0.000 claims abstract description 3
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 3
- 125000004433 nitrogen atom Chemical group N* 0.000 claims abstract description 3
- 125000001183 hydrocarbyl group Chemical group 0.000 claims abstract 2
- 239000003381 stabilizer Substances 0.000 claims description 16
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 13
- 239000000194 fatty acid Substances 0.000 claims description 13
- 229930195729 fatty acid Natural products 0.000 claims description 13
- 150000004665 fatty acids Chemical class 0.000 claims description 13
- 125000002947 alkylene group Chemical group 0.000 claims 1
- NOPFSRXAKWQILS-UHFFFAOYSA-N docosan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCCCCCO NOPFSRXAKWQILS-UHFFFAOYSA-N 0.000 claims 1
- BTFJIXJJCSYFAL-UHFFFAOYSA-N icosan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCCCO BTFJIXJJCSYFAL-UHFFFAOYSA-N 0.000 claims 1
- 150000003856 quaternary ammonium compounds Chemical class 0.000 description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 239000004902 Softening Agent Substances 0.000 description 4
- 239000012141 concentrate Substances 0.000 description 4
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 230000001154 acute effect Effects 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- -1 alkenyl monocarboxylic acids Chemical class 0.000 description 2
- 125000002091 cationic group Chemical group 0.000 description 2
- 239000003599 detergent Substances 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
- 239000002979 fabric softener Substances 0.000 description 2
- 150000002191 fatty alcohols Chemical class 0.000 description 2
- 239000002304 perfume Substances 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- 239000003760 tallow Substances 0.000 description 2
- 230000008719 thickening Effects 0.000 description 2
- 231100000419 toxicity Toxicity 0.000 description 2
- 230000001988 toxicity Effects 0.000 description 2
- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 1
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- 241000251468 Actinopterygii Species 0.000 description 1
- 101100076175 Arabidopsis thaliana MBP2C gene Proteins 0.000 description 1
- 241000195493 Cryptophyta Species 0.000 description 1
- 241000238578 Daphnia Species 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 239000004166 Lanolin Substances 0.000 description 1
- 239000005639 Lauric acid Substances 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- 108010081873 Persil Proteins 0.000 description 1
- 230000001153 anti-wrinkle effect Effects 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 235000006708 antioxidants Nutrition 0.000 description 1
- 239000002216 antistatic agent Substances 0.000 description 1
- 239000003125 aqueous solvent Substances 0.000 description 1
- NLYCKYFADQUGOV-UHFFFAOYSA-N azane;propane;hydrochloride Chemical compound N.Cl.CCC NLYCKYFADQUGOV-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000005282 brightening Methods 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- JBTHDAVBDKKSRW-UHFFFAOYSA-N chembl1552233 Chemical compound CC1=CC(C)=CC=C1N=NC1=C(O)C=CC2=CC=CC=C12 JBTHDAVBDKKSRW-UHFFFAOYSA-N 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 230000003750 conditioning effect Effects 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- 239000003349 gelling agent Substances 0.000 description 1
- 230000002070 germicidal effect Effects 0.000 description 1
- 229920006158 high molecular weight polymer Polymers 0.000 description 1
- 239000003752 hydrotrope Substances 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 238000010409 ironing Methods 0.000 description 1
- 230000002427 irreversible effect Effects 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 229940039717 lanolin Drugs 0.000 description 1
- 235000019388 lanolin Nutrition 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 239000012875 nonionic emulsifier Substances 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 239000004006 olive oil Substances 0.000 description 1
- 235000008390 olive oil Nutrition 0.000 description 1
- 239000003605 opacifier Substances 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 239000006179 pH buffering agent Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000001044 red dye Substances 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 150000004671 saturated fatty acids Chemical class 0.000 description 1
- 235000003441 saturated fatty acids Nutrition 0.000 description 1
- 238000010186 staining Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 229940073450 sudan red Drugs 0.000 description 1
- HLZKNKRTKFSKGZ-UHFFFAOYSA-N tetradecan-1-ol Chemical compound CCCCCCCCCCCCCCO HLZKNKRTKFSKGZ-UHFFFAOYSA-N 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/835—Mixtures of non-ionic with cationic 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
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/0005—Other compounding ingredients characterised by their effect
- C11D3/001—Softening compositions
- C11D3/0015—Softening compositions liquid
-
- 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
- C11D1/62—Quaternary ammonium 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
- C11D1/66—Non-ionic compounds
- C11D1/72—Ethers of polyoxyalkylene glycols
Definitions
- the present invention relates to the use as a soil release agent in a fabric softening composition of a biodegradable quaternary ammonium material.
- Rinse added fabric softener compositions are well known. Typically such compositions contain a water insoluble quaternary ammonium fabric softening agent dispersed in water at a level of softening agent up to 7% by weight in which case the compositions are considered dilute, or at levels from 7% to 50% in which case the compositions are considered concentrates.
- fabric softening compositions desirably have other benefits. One is the ability to confer soil release properties to fabrics, particularly those woven from polyester fibres.
- viscosity control agents In the past physical stability of rinse added fabric softener compositions has been improved by the addition of viscosity control agents or anti-gelling agents.
- viscosity control agents For example in EP 13780 (Procter and Gamble) viscosity control agents are added to certain concentrated compositions. The agents may include C10-C18 fatty alcohols.
- EP 280550 More recently in EP 280550 (Unilever) it has been proposed to improve the physical stability of dilute compositions comprising biodegradable, ester-linked quaternary ammonium compounds and fatty acid by the addition of nonionic surfactants.
- compositions comprising biodegradable ester-linked quaternary ammonium compounds the problem of physical instability is more acute than with traditional quaternary ammonium compounds.
- a nonionic emulsifier/stabiliser is added to a concentrate comprising an ester-linked quaternary ammonium compound to form a viscous gel.
- the stabiliser is a C12 to C14 alcohol ethoxylated with 9 molecules of ethylene oxide. The degree of branching of the alcohol is not however mentioned.
- Certain nonionic stabilising agents not only stabilise concentrated compositions comprising biodegradable quaternary ammonium compounds but are also environmentally friendly, in that they show acceptable biodegradability and are not substantially toxic in aquatic systems.
- Soil release properties are generally imparted to fabrics by the use of separate soil-release agents, usually a high molecular weight polymer, in a detergent composition or separate treatment.
- separate soil-release agents usually a high molecular weight polymer
- a cationic polymeric soil release agent for use in a fabric conditioning composition.
- a disadvantage of such compositions is that the soil release agent increases the number of components in the formulation, increasing cost and making the product less environmentally acceptable.
- fabric softening compositions comprising biodegradable ester-linked quaternary ammonium compounds may confer soil release properties to fabrics without the use of a separate soil release agent.
- a soil release agent in a fabric softening composition of a quaternary ammonium material comprising a compound having two C12 ⁇ 28 alkyl or alkenyl groups connected via an ester link to the quaternary nitrogen atom.
- composition is a liquid comprising an aqueous base.
- a preferred type of ester-linked quaternary ammonium material for use in the compositions according to the invention can be represented by the formula wherein R1, n and R2 are as defined above.
- Preferred materials of this class and their method of preparation are, for example, described in US 4 137 180 (Lever Brothers).
- these materials comprise small amounts of the corresponding monoester as described in US 4 137 180 for example 1-tallowoxy, 2-hydroxytrimethyl ammonium propane chloride.
- the level of ester linked quaternary ammonium compounds is at least 1% by weight of the composition, more preferably more than 3% by weight of the composition; especially interesting are concentrated compositions which comprise more than 7% of ester-linked quaternary ammonium compound.
- the level of ester-linked quaternary ammonium compounds preferably is between 1% and 80% by weight, more preferably 3% to 50%, most preferably 8% to 50%.
- the softening composition may be stabilised at low temperatures by the addition of nonionic stabilisers.
- Suitable nonionic stabilisers which can be used include the condensation products of C8 - C22 primary linear alcohols with 10 to 20 moles of ethylene oxide.
- the alcohols may be saturated or unsaturated.
- Genapol T-110, Genapol T-150, Genapol T-200, Genapol C-200 all ex Hoeschst AG, Lutensol AT18 ex BASF, Genapol 0-100 and Genapol 0-150 ex Hoechst, or fatty alcohols for example Laurex CS, ex Albright and Wilson or Adol 340 ex Sherex.
- the nonionic stabiliser has an HLB of between 10 and 20, more preferably 12 and 20.
- the nonionic stabiliser is biodegradable and has low aquatic toxicity.
- Use of less than 10 moles of ethylene oxide results in an acceptable acute aquatic toxicity value of > 1 mg/l EC50 48 hours for daphnia and algae and EC50 96 hours for fish, especially if the HLB of the nonionic is less than 12.
- the level of nonionic stabiliser is within the range from 0.1 to 10% by weight, more preferably from 0.5 to 5% by weight, most preferably from 1 to 4% by weight.
- the mole ratio of the quaternary ammonium compound to the nonionic stabilising agent is within the range from 40:1 to about 1:1, preferably within the range from 18:1 to about 3:1.
- the composition can also contain fatty acids for example C8 - C24 alkyl or alkenyl monocarboxylic acids or polymers thereof.
- fatty acids for example C8 - C24 alkyl or alkenyl monocarboxylic acids or polymers thereof.
- saturated fatty acids are used, in particular, hardened tallow C16-C18 fatty acids.
- the fatty acid is non-saponified, more preferably the fatty acid is free for example oleic acid, lauric acid or tallow fatty acid.
- the level of fatty acid material is preferably more than 0.1% by weight, more preferably more than 0.2% by weight. Especially preferred are concentrates comprising from 0.5 to 20% by weight of fatty acid, more preferably 1% to 10% by weight.
- the weight ratio of quaternary ammonium material to fatty acid material is preferably from 10:1 to 1:10.
- compositions of the invention preferably have a pH of more than 2.0, more preferably less than 5.
- the composition can also contain one or more optional ingredients, selected from non-aqueous solvents, pH buffering agents, perfumes, perfume carriers, fluorescers, colourants, hydrotropes, antifoaming agents, antiredeposition agents, enzymes, optical brightening agents, opacifiers, anti-shrinking agents, anti-wrinkle agents, anti-spotting agents, germicides, fungicides, anti-oxidants, anti-corrosion agents, drape imparting agents, antistatic agents and ironing aids.
- optional ingredients selected from non-aqueous solvents, pH buffering agents, perfumes, perfume carriers, fluorescers, colourants, hydrotropes, antifoaming agents, antiredeposition agents, enzymes, optical brightening agents, opacifiers, anti-shrinking agents, anti-wrinkle agents, anti-spotting agents, germicides, fungicides, anti-oxidants, anti-corrosion agents, drape imparting agents, antistatic agents and ironing aids.
- composition may also contain nonionic fabric softening agents such as lanolin and derivatives thereof.
- Liquid fabric softening compositions were made as follows.
- the cationic fabric softening agent, fatty acid and nonionic stabilising agent where appropriate were premixed and heated together to form a clear melt.
- the molten mixture thus formed was added over a period of at least one minute, to water at 70°C to 80°C with constant stirring to form a dispersion.
- the soil release properties imparted to polyester test pieces by treatment with the compositions was assessed by measuring the change in reflectance following staining and a subsequent wash in a proprietary detergent composition.
- the pieces were first rinsed for 5 minutes in 1 litre of 14°FH water containing 0.67 ml of either composition. The pieces were then line dried and stained with 100 micro litres of olive oil containing 0.06% sudan red dye.
- composition B shows a smaller soil release benefit than compositions according to the invention (Composition A).
- Liquid fabric softening compositions as given below were made as described in Example 1.
- the soil release properties of the compositions were measured as described in Example 1 excepting that the pieces were first rinsed in 1 litre of 14°FH water containing 2ml of either composition.
- compositions comprising ester-linked quaternaries show a soil release benefit greater than that obtained from compositions comprising conventional quaternary and that the benefit is seen in the absence of a nonionic stabilising agent.
- Example 2 was repeated with a composition which did not contain any nonionic to show that the improved soil release benefit is due entirely to the use of the biodegradable ester linked quaternary ammonium compound.
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Detergent Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB919106308A GB9106308D0 (en) | 1991-03-25 | 1991-03-25 | Fabric softening composition |
| GB9106308 | 1991-03-25 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EP0506312A1 true EP0506312A1 (de) | 1992-09-30 |
| EP0506312B1 EP0506312B1 (de) | 1996-01-17 |
Family
ID=10692165
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP92302453A Expired - Lifetime EP0506312B1 (de) | 1991-03-25 | 1992-03-20 | Verwendung von Wäscheweichmachern |
| EP92302452A Revoked EP0507478B1 (de) | 1991-03-25 | 1992-03-20 | Wäscheweichmacherzusammensetzung |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP92302452A Revoked EP0507478B1 (de) | 1991-03-25 | 1992-03-20 | Wäscheweichmacherzusammensetzung |
Country Status (9)
| Country | Link |
|---|---|
| EP (2) | EP0506312B1 (de) |
| JP (1) | JP2937306B2 (de) |
| AU (1) | AU652429B2 (de) |
| BR (1) | BR9201017A (de) |
| CA (1) | CA2063463C (de) |
| DE (2) | DE69207624T2 (de) |
| ES (2) | ES2088542T3 (de) |
| GB (1) | GB9106308D0 (de) |
| ZA (1) | ZA922173B (de) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0523922A2 (de) * | 1991-07-15 | 1993-01-20 | Unilever Plc | Wäscheweichmacher |
| WO1997008286A1 (en) * | 1995-08-25 | 1997-03-06 | Unilever Plc | Soil release agent and its use in fabric conditioning compositions |
| US5741765A (en) * | 1995-02-23 | 1998-04-21 | Lever Brothers Company, Division Of Conopco, Inc. | Cleaning composition comprising quaternised poly-dimethylsiloxane and nonionic surfactant |
| US6075003A (en) * | 1997-03-14 | 2000-06-13 | Lever Brothers Company, Division Of Conopco, Inc. | Fabric laundry treatment composition |
| US7655609B2 (en) | 2005-12-12 | 2010-02-02 | Milliken & Company | Soil release agent |
| US9926516B2 (en) | 2014-06-05 | 2018-03-27 | The Procter & Gamble Company | Mono alcohols for low temperature stability of isotropic liquid detergent compositions |
Families Citing this family (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9301728D0 (en) * | 1993-01-28 | 1993-03-17 | Unilever Plc | Fabric softening composition |
| DE69325578T3 (de) * | 1992-05-12 | 2004-06-03 | The Procter & Gamble Company, Cincinnati | Konzentrierte flüssige gewebeweichmacherzusammensetzungen mit biologisch abbaubaren gewebeweichmachern |
| WO1993025648A1 (en) * | 1992-06-10 | 1993-12-23 | The Procter & Gamble Company | Stable biodegradable fabric softening compounds and compositions |
| CA2157178C (en) * | 1993-03-01 | 2002-08-20 | Errol Hoffman Wahl | Concentrated biodegradable quaternary ammonium fabric softener compositions and compounds containing intermediate iodine value unsaturated fatty acid chains |
| US5750491A (en) * | 1993-08-02 | 1998-05-12 | The Procter & Gamble Company | Super concentrate emulsions with fabric actives |
| US6559117B1 (en) | 1993-12-13 | 2003-05-06 | The Procter & Gamble Company | Viscosity stable concentrated liquid fabric softener compositions |
| US5413723A (en) * | 1993-12-17 | 1995-05-09 | Munteanu; Marina A. | Use of special surfactants to control viscosity in fabric softeners |
| EP0754215B1 (de) * | 1994-04-07 | 2001-05-23 | Unilever Plc | Gewebeweichmacherzusammensetzung |
| GB9406824D0 (en) * | 1994-04-07 | 1994-06-01 | Unilever Plc | Fabric softening composition |
| AU2399295A (en) * | 1994-04-29 | 1995-11-29 | Procter & Gamble Company, The | Cellulase fabric-conditioning compositions |
| MA23554A1 (fr) * | 1994-05-18 | 1995-12-31 | Procter & Gamble | Compositions assouplissantes pour le linge a base d'ammonium quaternaire biodegradables et concentrees contenant des composes ammonium quaternaire avec des chaines alkyle d'acide gras courtes |
| US5445747A (en) * | 1994-08-05 | 1995-08-29 | The Procter & Gamble Company | Cellulase fabric-conditioning compositions |
| US5503756A (en) * | 1994-09-20 | 1996-04-02 | The Procter & Gamble Company | Dryer-activated fabric conditioning compositions containing unsaturated fatty acid |
| US5460736A (en) * | 1994-10-07 | 1995-10-24 | The Procter & Gamble Company | Fabric softening composition containing chlorine scavengers |
| US5474690A (en) * | 1994-11-14 | 1995-12-12 | The Procter & Gamble Company | Concentrated biodegradable quaternary ammonium fabric softener compositions containing intermediate iodine value fatty acid chains |
| GB9526182D0 (en) * | 1995-12-21 | 1996-02-21 | Unilever Plc | Fabric softening composition |
| GB2313379A (en) * | 1996-05-23 | 1997-11-26 | Unilever Plc | A detergent composition comprising perfume |
| GB0121802D0 (en) | 2001-09-10 | 2001-10-31 | Unilever Plc | Fabric conditioning compositions |
| EP1354872A1 (de) | 2002-04-17 | 2003-10-22 | Kao Corporation | Aminsalze von Schwefelsäureestern, Aminsalze von Sulfonsäuren, ihre Herstellung und Weichspüler |
| ATE401385T1 (de) * | 2003-10-16 | 2008-08-15 | Procter & Gamble | Wässrige zusammensetzungen mit vesikeln mit gewisser vesikeldurchlässigkeit |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0042187A1 (de) * | 1980-06-17 | 1981-12-23 | THE PROCTER & GAMBLE COMPANY | Reinigungsmittelzusammensetzung mit einem niedrigen Gehalt an substituierten Polyaminen |
| EP0234311A1 (de) * | 1986-02-22 | 1987-09-02 | Henkel Kommanditgesellschaft auf Aktien | Verwendung von unlöslichen Schmutzsammlern zur wenigstens teilweisen Regenerierung von Wasch- und Reinigungslösungen |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3974076A (en) * | 1974-01-11 | 1976-08-10 | The Procter & Gamble Company | Fabric softener |
| GB1567947A (en) * | 1976-07-02 | 1980-05-21 | Unilever Ltd | Esters of quaternised amino-alcohols for treating fabrics |
| GB8704711D0 (en) * | 1987-02-27 | 1987-04-01 | Unilever Plc | Fabric softening composition |
| US4808321A (en) * | 1987-05-01 | 1989-02-28 | The Procter & Gamble Company | Mono-esters as fiber and fabric treatment compositions |
| US4789491A (en) * | 1987-08-07 | 1988-12-06 | The Procter & Gamble Company | Method for preparing biodegradable fabric softening compositions |
| EP0309052B1 (de) * | 1987-09-23 | 1992-11-25 | The Procter & Gamble Company | Lineare alkoxylierte Alkohole enthaltende stabile, biologisch abbaubare Wäscheweichspülerzusammensetzungen |
| GB8804818D0 (en) * | 1988-03-01 | 1988-03-30 | Unilever Plc | Fabric softening composition |
| DE3818061A1 (de) * | 1988-05-27 | 1989-12-07 | Henkel Kgaa | Fluessiges, waessriges waeschenachbehandlungsmittel |
-
1991
- 1991-03-25 GB GB919106308A patent/GB9106308D0/en active Pending
-
1992
- 1992-03-19 CA CA002063463A patent/CA2063463C/en not_active Expired - Lifetime
- 1992-03-20 DE DE69207624T patent/DE69207624T2/de not_active Expired - Lifetime
- 1992-03-20 ES ES92302452T patent/ES2088542T3/es not_active Expired - Lifetime
- 1992-03-20 EP EP92302453A patent/EP0506312B1/de not_active Expired - Lifetime
- 1992-03-20 DE DE69211203T patent/DE69211203T2/de not_active Revoked
- 1992-03-20 EP EP92302452A patent/EP0507478B1/de not_active Revoked
- 1992-03-20 ES ES92302453T patent/ES2083084T3/es not_active Expired - Lifetime
- 1992-03-23 AU AU13125/92A patent/AU652429B2/en not_active Ceased
- 1992-03-24 BR BR929201017A patent/BR9201017A/pt not_active IP Right Cessation
- 1992-03-25 JP JP4067575A patent/JP2937306B2/ja not_active Expired - Fee Related
- 1992-03-25 ZA ZA922173A patent/ZA922173B/xx unknown
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0042187A1 (de) * | 1980-06-17 | 1981-12-23 | THE PROCTER & GAMBLE COMPANY | Reinigungsmittelzusammensetzung mit einem niedrigen Gehalt an substituierten Polyaminen |
| EP0234311A1 (de) * | 1986-02-22 | 1987-09-02 | Henkel Kommanditgesellschaft auf Aktien | Verwendung von unlöslichen Schmutzsammlern zur wenigstens teilweisen Regenerierung von Wasch- und Reinigungslösungen |
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0523922A2 (de) * | 1991-07-15 | 1993-01-20 | Unilever Plc | Wäscheweichmacher |
| EP0523922A3 (en) * | 1991-07-15 | 1993-06-09 | Unilever Plc | Fabric softening composition |
| AU662536B2 (en) * | 1991-07-15 | 1995-09-07 | Unilever Plc | Fabric softening composition |
| US5741765A (en) * | 1995-02-23 | 1998-04-21 | Lever Brothers Company, Division Of Conopco, Inc. | Cleaning composition comprising quaternised poly-dimethylsiloxane and nonionic surfactant |
| WO1997008286A1 (en) * | 1995-08-25 | 1997-03-06 | Unilever Plc | Soil release agent and its use in fabric conditioning compositions |
| US6075003A (en) * | 1997-03-14 | 2000-06-13 | Lever Brothers Company, Division Of Conopco, Inc. | Fabric laundry treatment composition |
| US7655609B2 (en) | 2005-12-12 | 2010-02-02 | Milliken & Company | Soil release agent |
| US9926516B2 (en) | 2014-06-05 | 2018-03-27 | The Procter & Gamble Company | Mono alcohols for low temperature stability of isotropic liquid detergent compositions |
Also Published As
| Publication number | Publication date |
|---|---|
| EP0506312B1 (de) | 1996-01-17 |
| JP2937306B2 (ja) | 1999-08-23 |
| CA2063463C (en) | 1999-04-27 |
| DE69207624D1 (de) | 1996-02-29 |
| EP0507478A1 (de) | 1992-10-07 |
| GB9106308D0 (en) | 1991-05-08 |
| AU1312592A (en) | 1992-10-01 |
| DE69211203T2 (de) | 1996-10-10 |
| DE69207624T2 (de) | 1996-05-30 |
| DE69211203D1 (de) | 1996-07-11 |
| ES2088542T3 (es) | 1996-08-16 |
| JPH05106166A (ja) | 1993-04-27 |
| EP0507478B1 (de) | 1996-06-05 |
| ES2083084T3 (es) | 1996-04-01 |
| BR9201017A (pt) | 1992-11-24 |
| AU652429B2 (en) | 1994-08-25 |
| CA2063463A1 (en) | 1992-09-26 |
| ZA922173B (en) | 1993-09-27 |
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