EP0409504B1 - Fabric softening composition - Google Patents
Fabric softening composition Download PDFInfo
- Publication number
- EP0409504B1 EP0409504B1 EP90307693A EP90307693A EP0409504B1 EP 0409504 B1 EP0409504 B1 EP 0409504B1 EP 90307693 A EP90307693 A EP 90307693A EP 90307693 A EP90307693 A EP 90307693A EP 0409504 B1 EP0409504 B1 EP 0409504B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- alkyl
- ester
- alkenyl
- quaternary ammonium
- group
- 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.)
- Expired - Lifetime
Links
- 239000000203 mixture Substances 0.000 title claims description 59
- 239000004744 fabric Substances 0.000 title claims description 23
- 239000000463 material Substances 0.000 claims description 64
- 150000002148 esters Chemical class 0.000 claims description 33
- 125000003342 alkenyl group Chemical group 0.000 claims description 21
- 125000001453 quaternary ammonium group Chemical group 0.000 claims description 15
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 15
- 239000004606 Fillers/Extenders Substances 0.000 claims description 14
- 125000000217 alkyl group Chemical group 0.000 claims description 14
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 12
- 239000000194 fatty acid Substances 0.000 claims description 12
- 229930195729 fatty acid Natural products 0.000 claims description 12
- 150000004665 fatty acids Chemical class 0.000 claims description 12
- -1 alkenyl quaternary ammonium compound Chemical class 0.000 claims description 10
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 8
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 8
- 239000006185 dispersion Substances 0.000 claims description 5
- 150000005846 sugar alcohols Polymers 0.000 claims description 5
- 150000002191 fatty alcohols Chemical class 0.000 claims description 4
- 238000010438 heat treatment Methods 0.000 claims description 4
- 239000002245 particle Substances 0.000 claims description 4
- 150000003839 salts Chemical class 0.000 claims description 4
- 150000003512 tertiary amines Chemical class 0.000 claims description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 3
- 239000001257 hydrogen Substances 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- 150000003856 quaternary ammonium compounds Chemical class 0.000 description 12
- 239000003795 chemical substances by application Substances 0.000 description 11
- 239000004615 ingredient Substances 0.000 description 11
- 238000000034 method Methods 0.000 description 7
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 5
- 239000002304 perfume Substances 0.000 description 5
- 239000003760 tallow Substances 0.000 description 5
- 239000004166 Lanolin Substances 0.000 description 4
- 229940039717 lanolin Drugs 0.000 description 4
- 235000019388 lanolin Nutrition 0.000 description 4
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- 239000004480 active ingredient Substances 0.000 description 3
- 150000001412 amines Chemical class 0.000 description 3
- 230000003750 conditioning effect Effects 0.000 description 3
- MVLVMROFTAUDAG-UHFFFAOYSA-N ethyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC MVLVMROFTAUDAG-UHFFFAOYSA-N 0.000 description 3
- YQEMORVAKMFKLG-UHFFFAOYSA-N glycerine monostearate Natural products CCCCCCCCCCCCCCCCCC(=O)OC(CO)CO YQEMORVAKMFKLG-UHFFFAOYSA-N 0.000 description 3
- SVUQHVRAGMNPLW-UHFFFAOYSA-N glycerol monostearate Natural products CCCCCCCCCCCCCCCCC(=O)OCC(O)CO SVUQHVRAGMNPLW-UHFFFAOYSA-N 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- LVDKZNITIUWNER-UHFFFAOYSA-N Bronopol Chemical compound OCC(Br)(CO)[N+]([O-])=O LVDKZNITIUWNER-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 239000002202 Polyethylene glycol Substances 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 229920001223 polyethylene glycol Polymers 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- 229920002907 Guar gum Polymers 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- OIZXRZCQJDXPFO-UHFFFAOYSA-N Octadecyl acetate Natural products CCCCCCCCCCCCCCCCCCOC(C)=O OIZXRZCQJDXPFO-UHFFFAOYSA-N 0.000 description 1
- HVUMOYIDDBPOLL-XWVZOOPGSA-N Sorbitan monostearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O HVUMOYIDDBPOLL-XWVZOOPGSA-N 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000011149 active material Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 239000004670 amphoteric softener Substances 0.000 description 1
- 150000001450 anions Chemical class 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
- 235000010233 benzoic acid Nutrition 0.000 description 1
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid group Chemical group C(C1=CC=CC=C1)(=O)O WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 239000007844 bleaching agent Substances 0.000 description 1
- 238000005282 brightening Methods 0.000 description 1
- 229960003168 bronopol Drugs 0.000 description 1
- 239000001110 calcium chloride Substances 0.000 description 1
- 229910001628 calcium chloride Inorganic materials 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- OEYIOHPDSNJKLS-UHFFFAOYSA-N choline Chemical compound C[N+](C)(C)CCO OEYIOHPDSNJKLS-UHFFFAOYSA-N 0.000 description 1
- 229960001231 choline Drugs 0.000 description 1
- 235000015165 citric acid Nutrition 0.000 description 1
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid group Chemical class C(CC(O)(C(=O)O)CC(=O)O)(=O)O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 239000011928 denatured alcohol Substances 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 239000002979 fabric softener Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- 230000002070 germicidal effect Effects 0.000 description 1
- 239000000665 guar gum Substances 0.000 description 1
- 229960002154 guar gum Drugs 0.000 description 1
- 235000010417 guar gum Nutrition 0.000 description 1
- 239000007970 homogeneous dispersion Substances 0.000 description 1
- 239000003752 hydrotrope Substances 0.000 description 1
- 238000010409 ironing Methods 0.000 description 1
- 229960004592 isopropanol Drugs 0.000 description 1
- 229940119170 jojoba wax Drugs 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- QANCZOOABLPKBN-UHFFFAOYSA-N octadecan-5-ol Chemical compound CCCCCCCCCCCCCC(O)CCCC QANCZOOABLPKBN-UHFFFAOYSA-N 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
- 235000011007 phosphoric acid Nutrition 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 239000001587 sorbitan monostearate Substances 0.000 description 1
- 229940035048 sorbitan monostearate Drugs 0.000 description 1
- 235000011076 sorbitan monostearate Nutrition 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 239000008399 tap water Substances 0.000 description 1
- 235000020679 tap water Nutrition 0.000 description 1
- HLZKNKRTKFSKGZ-UHFFFAOYSA-N tetradecan-1-ol Chemical compound CCCCCCCCCCCCCCO HLZKNKRTKFSKGZ-UHFFFAOYSA-N 0.000 description 1
- 239000004034 viscosity adjusting agent Substances 0.000 description 1
- 238000005406 washing Methods 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/38—Cationic compounds
- C11D1/645—Mixtures of compounds all of which are cationic
-
- 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
- C11D1/662—Carbohydrates or derivatives
-
- 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
- C11D1/667—Neutral esters, e.g. sorbitan 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
- C11D1/72—Ethers of polyoxyalkylene glycols
Definitions
- the present invention relates to a fabric softening composition and to a method for its preparation. Specifically the present invention relates to a fabric softening composition for use in the rinse step of a fabric washing process.
- each R 1 group is independently selected from C 1-4 alkyl, alkenyl or hydroxyalkyl groups; each R 2 group is independently selected from C12-24 alkyl or alkenyl groups;
- ester-linked quaternary ammonium materials are particularly preferred for use in fabric conditioners because they are more biodegradable than conventional quaternary ammonium materials.
- the present invention relates to a fabric softening composition which comprises:
- compositions of the invention may take a variety of forms such as pastes, liquids etc and also they may be impregnated onto substrates for example for use in tumble dryers.
- compositions of the invention are liquids, comprising an aqueous base, wherein the active ingredients are dispersed.
- Suitable ester-linked quaternary ammonium materials (i) and their method of preparation are for example described in US 4 137 180 (LEVER BROTHERS).
- a preferred material is 1,2-ditallow oxy-3-trimethyl ammoniumpropane chloride.
- compositions have a high active level, e.g. which comprise more than 8% of the ester linked quaternary ammonium compound.
- the extender material (ii) can be selected from mono-long alkyl or alkenyl tertiary or quaternary ammonium compounds and predominantly linear nonionic materials or mixtures thereof.
- predominantly linear nonionic material refers to materials having a molecular backbone whereto no- or only a small number of side groups are attached.
- the molecular backbone constitutes more than 75% by weight of the molecule, more preferred more than 90%.
- the extender materials for use in a composition of the invention it is preferred only the use materials which are of acceptable biodegradability.
- Especially useful extender materials are:
- the level of extender material is more than 0.2%, especially preferred are systems comprising more than 0.5% of extender material.
- the level of extender material will usually not exceed 50% by weight of the composition, more preferred the level is less than 30%, typically from 0.5 to 10% by weight of the composition.
- the weight ratio of ester-linked quaternary ammonium materials (i) to extender materials (ii) is preferably from 20:1 to 1:10, more preferred from 10:1 to 1:2, especially preferred from 9:1 to 1:1.
- compositions of the invention are obtainable by heating a mixture of the materials (i) and (ii) to a temperature of above 40°C followed by dispersing the mix into water.
- the materials are heated to a temperature of above 50°C and dispersed in water of elevated temperature.
- Compositions made by this method show a surprising good stability and no or only a small viscosity increase upon storage. It is believed that this increased stability may be caused by the particularly good homogeneity of the products obtained by using this method.
- particular preferred products in accordance with the present invention comprise the above mentioned two materials (i) and (ii) dispersed in water, wherein the mean particle diameter of the dispersed softener phase is less than 10 ⁇ m, preferably less than 7 ⁇ m, especially preferred less than 3 ⁇ m.
- Such small particle dispersion are often referred to as microdispersions.
- compositions of the invention preferably have a pH of more than 2.0.
- pH of the composition is less than 8.0, more preferably less than 5.0.
- pH values in the range of from 2.5 to 4.0.
- compositions of the invention may in addition to the above described two ingredients also comprise other active ingredients such as further fabric conditioning materials.
- compositions of the invention do not comprise large amounts of conventional non-ester linked quaternary ammonium compounds, preferably the compositions of the invention are substantially free of these quaternary ammonium compounds.
- Softening materials which may be incorporated in a composition of the invention are amines, such as for instance described in EP 89200113.2, or biodegradable amphoteric softener materials such as for instance described in EP 89200113.2.
- the amount of active materials other than the above mentioned ester-linked materials and extender materials is relatively low, i.e. the weight ratio of other softener materials to the total of the two essential softener components is preferably less than 2:1, more preferred less than 1:1, most preferred less than 0.5:1.
- the composition can also contain one or more optional ingredients selected from non-aqueous solvents such as C 1 -C 4 alkanols and polyhydric alcohols, pH buffering agents such as strong or weak acid e.g. HCl, H 2 SO 4 phosphoric, benzoic or citric acids, rewetting agents, viscosity modifiers such as electrolutes, for example calcium chloride, antigelling agents, perfumes, perfume carriers, fluorescers, colourants, hydrotropes, antifoaming agents, antiredeposition agents, enzymes, optical brightening agents, opacifiers, stabilisers such as guar gum and polyethylene glycol, emulsifiers, anti-shrinking agents, anti-wrinkle agents, fabric crisping agents, anti-spotting agents, soil-release agents, germicides, linear or branched silicones, fungicides, anti-oxidants, anti-corrosion agents, preservatives such as Bronopol (Trade Mark), a commercially available form of 2-bro
- These optional ingredients if added, preferably are present at levels up to 5% by weight of the composition.
- a preferred method to prepare compositions according to the invention is to form a molten mixture of the ester-linked quaternary ammonium materials (i) and the extender materials (ii) eventually in combination with other softening materials and/or other optional ingredients, and adding this premix to water under stirring to form a dispersion and thereafter adding any other optional ingredients.
- the fabric conditioning composition of the invention may be added to a large volume of water to form a liquor with which the fabrics to be treated are contacted.
- the total concentration of the ester linked quaternary ammonium compounds (i) and the extender compound in this liquor will be between about 30ppm and 1000ppm.
- the weight ratio of the fabrics to liquor will generally be between 1:1 and 1:20.
- compositions were prepared by heating the active ingredients to a temperature of 60°C and dispersing the premelt into water of 60°C under stirring.
- the resulting compositions according to the invention were homogeneous dispersions, wherein the mean diameter of the dispersed active particles was less than 1 ⁇ m.
- compositions of the present invention A-C
- biodegradable softener actives D
- compositions were prepared as in example 1.
- Composition INGREDIENT wt%) A B C D E DTTMAPC 9.0 10.5 3.5 8.0 12.0 THTMAPC 1.0 4.5 -- -- -- -- Sokolan SC -- -- 1.5 -- -- Tallow fatty acid -- -- -- 2.0 -- Lanolin (ex BP) -- -- -- -- -- 3.0 IPA 1.5 2.0 0.5 1.5 2.0 Perfume 0.4 0.6 0.2 0.4 0.6 demin water -------------------------------------------------------------------------------------
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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB8916307 | 1989-07-17 | ||
GB898916307A GB8916307D0 (en) | 1989-07-17 | 1989-07-17 | Fabric softening composition |
Publications (3)
Publication Number | Publication Date |
---|---|
EP0409504A2 EP0409504A2 (en) | 1991-01-23 |
EP0409504A3 EP0409504A3 (en) | 1991-10-02 |
EP0409504B1 true EP0409504B1 (en) | 1996-09-25 |
Family
ID=10660146
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP90307693A Expired - Lifetime EP0409504B1 (en) | 1989-07-17 | 1990-07-13 | Fabric softening composition |
Country Status (9)
Country | Link |
---|---|
EP (1) | EP0409504B1 (ja) |
JP (1) | JP2611035B2 (ja) |
AU (1) | AU637803B2 (ja) |
BR (1) | BR9003454A (ja) |
CA (1) | CA2021010C (ja) |
DE (1) | DE69028667T2 (ja) |
ES (1) | ES2093016T3 (ja) |
GB (1) | GB8916307D0 (ja) |
ZA (1) | ZA905608B (ja) |
Families Citing this family (30)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB8916306D0 (en) * | 1989-07-17 | 1989-08-31 | Unilever Plc | Fabric softening composition |
GB9114540D0 (en) * | 1991-07-05 | 1991-08-21 | Unilever Plc | Fabric softening composition |
AU3729893A (en) * | 1992-03-16 | 1993-10-21 | Procter & Gamble Company, The | Fabric softening compositions containing mixtures of softener material and highly ethoxylated curd dispersant |
GB9208652D0 (en) * | 1992-04-22 | 1992-06-10 | Unilever Plc | Hair care composition |
GB9209170D0 (en) * | 1992-04-28 | 1992-06-10 | Unilever Plc | Rinse conditioner |
DE69325578T3 (de) * | 1992-05-12 | 2004-06-03 | The Procter & Gamble Company, Cincinnati | Konzentrierte flüssige gewebeweichmacherzusammensetzungen mit biologisch abbaubaren gewebeweichmachern |
GB9218342D0 (en) * | 1992-08-28 | 1992-10-14 | Unilever Plc | Use of fabric softening composition |
DE4242480A1 (de) * | 1992-12-16 | 1994-06-23 | Henkel Kgaa | Wäßrige Textilweichmacher-Dispersionen |
AU6203694A (en) * | 1993-02-25 | 1994-09-14 | Unilever Plc | Use of fabric softening composition |
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 |
EP0712435B1 (en) * | 1993-08-06 | 1997-11-12 | The Procter & Gamble Company | Dryer-activated fabric conditioning and antistatic compositions containing biodegradable compounds having unsaturation |
US5376287A (en) * | 1993-08-06 | 1994-12-27 | The Procter & Gamble Company | Dryer-activated fabric conditioning compositions containing ethoxylated/propoxylated sugar derivatives |
EP0754215B1 (en) * | 1994-04-07 | 2001-05-23 | Unilever Plc | Fabric softening composition |
AU2399295A (en) * | 1994-04-29 | 1995-11-29 | Procter & Gamble Company, The | Cellulase fabric-conditioning compositions |
US5463094A (en) * | 1994-05-23 | 1995-10-31 | Hoechst Celanese Corporation | Solvent free quaternization of tertiary amines with dimethylsulfate |
EP0721936B1 (en) * | 1994-07-27 | 2002-11-20 | Kao Corporation | Liquid softener composition and quaternary ammonium salt |
US5445747A (en) * | 1994-08-05 | 1995-08-29 | The Procter & Gamble Company | Cellulase fabric-conditioning compositions |
US5552137A (en) * | 1994-08-05 | 1996-09-03 | Witco Corporation | Biodegradable quaternary hair conditioners |
US5503756A (en) * | 1994-09-20 | 1996-04-02 | The Procter & Gamble Company | Dryer-activated fabric conditioning compositions containing unsaturated fatty acid |
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 |
EP0728737B1 (en) * | 1995-02-24 | 1998-10-28 | Kao Corporation | Quaternary ammonium salt, method for production thereof, and its use within a softener composition |
NZ286025A (en) * | 1995-03-01 | 1997-04-24 | Colgate Palmolive Co | Laundry detergent concentrates; contains nonionic surfactant and water insoluble oil with a hydrophilic polar group, converts to liquid crystal phase dispersion on dilution |
GB9518012D0 (en) * | 1995-09-04 | 1995-11-08 | Unilever Plc | Fabric softening composition |
GB9521667D0 (en) * | 1995-10-23 | 1996-01-03 | Unilever Plc | Fabric softening composition |
GB9602608D0 (en) † | 1996-02-09 | 1996-04-10 | Unilever Plc | Fabric softening composition |
GB2301843A (en) * | 1996-05-10 | 1996-12-18 | Unilever Plc | Stable fabric conditioning composition |
GB9806714D0 (en) * | 1998-03-27 | 1998-05-27 | Unilever Plc | Fabric softening composition |
ES2249006T3 (es) * | 1998-06-11 | 2006-03-16 | Kao Corporation | Composicion suavizante. |
GB0121806D0 (en) | 2001-09-10 | 2001-10-31 | Unilever Plc | A method of reducing the viscosity of fabric conditioning compositions |
GB0121807D0 (en) | 2001-09-10 | 2001-10-31 | Unilever Plc | Fabric conditioning compositions |
Family Cites Families (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1567947A (en) * | 1976-07-02 | 1980-05-21 | Unilever Ltd | Esters of quaternised amino-alcohols for treating fabrics |
US4260529A (en) * | 1978-06-26 | 1981-04-07 | The Procter & Gamble Company | Detergent composition consisting essentially of biodegradable nonionic surfactant and cationic surfactant containing ester or amide |
DE3138181A1 (de) * | 1981-09-25 | 1983-04-14 | Bayer Ag, 5090 Leverkusen | Textilbehandlungsmittel und ihre verwendung zum ausruesten von textilmaterialien |
GB2188653A (en) * | 1986-04-02 | 1987-10-07 | Procter & Gamble | Biodegradable fabric softeners |
US4789491A (en) * | 1987-08-07 | 1988-12-06 | The Procter & Gamble Company | Method for preparing biodegradable fabric softening compositions |
EP0309052B1 (en) * | 1987-09-23 | 1992-11-25 | The Procter & Gamble Company | Stable biodegradable fabric softening compositions containing linear alkoxylated alcohols |
-
1989
- 1989-07-17 GB GB898916307A patent/GB8916307D0/en active Pending
-
1990
- 1990-07-12 CA CA002021010A patent/CA2021010C/en not_active Expired - Fee Related
- 1990-07-13 EP EP90307693A patent/EP0409504B1/en not_active Expired - Lifetime
- 1990-07-13 ES ES90307693T patent/ES2093016T3/es not_active Expired - Lifetime
- 1990-07-13 DE DE69028667T patent/DE69028667T2/de not_active Expired - Fee Related
- 1990-07-13 AU AU58947/90A patent/AU637803B2/en not_active Ceased
- 1990-07-17 ZA ZA905608A patent/ZA905608B/xx unknown
- 1990-07-17 JP JP2189297A patent/JP2611035B2/ja not_active Expired - Lifetime
- 1990-07-17 BR BR909003454A patent/BR9003454A/pt not_active IP Right Cessation
Also Published As
Publication number | Publication date |
---|---|
ES2093016T3 (es) | 1996-12-16 |
EP0409504A2 (en) | 1991-01-23 |
DE69028667D1 (de) | 1996-10-31 |
JPH0390677A (ja) | 1991-04-16 |
CA2021010C (en) | 2000-10-31 |
EP0409504A3 (en) | 1991-10-02 |
CA2021010A1 (en) | 1991-01-18 |
JP2611035B2 (ja) | 1997-05-21 |
BR9003454A (pt) | 1991-08-27 |
ZA905608B (en) | 1992-03-25 |
GB8916307D0 (en) | 1989-08-31 |
AU637803B2 (en) | 1993-06-10 |
AU5894790A (en) | 1991-01-17 |
DE69028667T2 (de) | 1997-03-06 |
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