EP0523922B1 - Fabric softening composition - Google Patents
Fabric softening composition Download PDFInfo
- Publication number
- EP0523922B1 EP0523922B1 EP92306336A EP92306336A EP0523922B1 EP 0523922 B1 EP0523922 B1 EP 0523922B1 EP 92306336 A EP92306336 A EP 92306336A EP 92306336 A EP92306336 A EP 92306336A EP 0523922 B1 EP0523922 B1 EP 0523922B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- composition
- fabric softening
- weight
- agent
- nonionic stabilising
- 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.)
- Revoked
Links
- 239000000203 mixture Substances 0.000 title claims description 53
- 239000004744 fabric Substances 0.000 title claims description 25
- 239000003381 stabilizer Substances 0.000 claims description 28
- 239000000463 material Substances 0.000 claims description 15
- 239000004902 Softening Agent Substances 0.000 claims description 14
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
- 125000002091 cationic group Chemical group 0.000 claims description 11
- 125000003342 alkenyl group Chemical group 0.000 claims description 6
- 125000001453 quaternary ammonium group Chemical group 0.000 claims description 6
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 3
- -1 C22 alcohols Chemical class 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 3
- 239000007788 liquid Substances 0.000 claims description 3
- 125000002947 alkylene group Chemical group 0.000 claims description 2
- 238000000034 method Methods 0.000 claims description 2
- 239000000155 melt Substances 0.000 claims 2
- 238000010438 heat treatment Methods 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 description 11
- 150000003856 quaternary ammonium compounds Chemical class 0.000 description 11
- 150000002148 esters Chemical class 0.000 description 8
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 4
- 239000012141 concentrate Substances 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- 239000002979 fabric softener Substances 0.000 description 3
- 239000003760 tallow Substances 0.000 description 3
- 150000001298 alcohols Chemical class 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
- 239000002736 nonionic surfactant Substances 0.000 description 2
- 239000002304 perfume Substances 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 230000008719 thickening Effects 0.000 description 2
- 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
- 101100076175 Arabidopsis thaliana MBP2C gene Proteins 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 108090000790 Enzymes Proteins 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
- 230000001154 acute effect Effects 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
- 239000000084 colloidal system Substances 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- NOPFSRXAKWQILS-UHFFFAOYSA-N docosan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCCCCCO NOPFSRXAKWQILS-UHFFFAOYSA-N 0.000 description 1
- 150000002191 fatty alcohols Chemical class 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
- 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
- 239000000693 micelle Substances 0.000 description 1
- 239000012875 nonionic emulsifier 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
- 239000003605 opacifier Substances 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 239000006179 pH buffering agent Substances 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000002360 preparation method Methods 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
- 239000002689 soil Substances 0.000 description 1
- 230000003019 stabilising effect Effects 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
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
- D06M13/144—Alcohols; Metal alcoholates
-
- 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 fabric softening compositions, in particular the invention relates to aqueous dispersions of biodegradable fabric softening compositions comprising a water insoluble cationic fabric softening agent and a nonionic stabilising agent suitable as rinse-added fabric softener compositions.
- 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 & Gamble) viscosity control agents are added to certain concentrated compositions. The agents may include C 10-18 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 concentrate comprising an ester-linked quaternary ammonium compound to form a viscous gel.
- the stabiliser is a C 12-14 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.
- compositions containing biodegradable quaternary ammonium compounds may be improved by the use of selected nonionic stabilising agents.
- a fabric softening composition comprising at least 1% by weight of a water insoluble cationic fabric softening agent and a nonionic stabilising agent wherein the water insoluble cationic fabric softening agent is a quaternary ammonium material of the type defined below and the nonionic stabilising agent is a predominantly linear C 8 to C 22 alcohol alkoxylated with 10 or more moles of alkylene oxide, the nonionic stabilising agent having a clear phase at a 1% concentration in water somewhere in the range of 0°C to 45°C and a Krafft point of less than 30°C.
- compositions show improved high temperature stability, in particular stability at 37°C.
- the nonionic surfactant preferably has a krafft point of less than 10°C, most preferably less than 5°C.
- Krafft point is a term well known in the art, for example from R J Hunter 'Foundations of Colloid Science', Oxford University Press, Volume 1 1989 page 571.
- the krafft point of a stabilising material is the temperature below which the solubility of the material is low and no micelles are apparent. At temperatures above the krafft point the solution is clear, at temperatures below it the solution is cloudy.
- compositions of the invention are liquids comprising an aqueous base.
- ester-linked quaternary ammonium material for use in the compositions according to the invention can be represented by the formula: wherein each R 1 group is independently selected from C 1-4 alkyl, alkenyl or hydroxyalkyl groups; each R 2 group is independently selected from C 8-28 alkyl or alkenyl groups; and n is an integer from 0-5; or by the formula: wherein R 1 , n and R 2 are as defined above, and T is
- Preferred materials and their method of preparation are, for example, described in US 4 137 180 (Lever Brothers).
- Preferably 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 is preferably between 1% and 80% by weight, more preferably 3% to 50%, most preferably 8% to 50%.
- Suitable nonionic stabilisers which can be used include the condensation products of C 8 - C 22 primary or secondary predominantly linear alcohols with 10 or more moles of ethylene oxide, preferably 15 to 20 moles of ethylene oxide.
- the alcohols may be saturated or unsaturated.
- Genapol T-150, Genapol T-200, Genapol C-200 all ex Hoechst AG, Lutensol AT18 ex BASF, Genapol C-100 Genapol C-150 & Genapol T-350 ex Hoechst.
- the nonionic stabiliser has an HLB of between 10 and 20, more preferably 12 and 20.
- the level of nonionic stabiliser is within the range of 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 C 8 - C 24 alkyl or alkenyl monocarboxylic acids or polymers thereof.
- fatty acids for example C 8 - C 24 alkyl or alkenyl monocarboxylic acids or polymers thereof.
- saturated fatty acids are used, in particular, hardened tallow C 16-18 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 between 2 and 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.
- a fabric softening composition comprising a water insoluble cationic fabric softening agent as defined above , of a nonionic stabilising agent as defined above, in order to improve the high temperature stability of the composition.
- the cationic fabric softening agent is represented by one of the two formulae set out above.
- Preferred features of the use, in particular with respect to the nonionic stabilising agent, correspond to those for the first aspect of the invention.
- 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 to water at 70°C to 80°C over a period of at least one minute, with constant stirring to form a dispersion.
- the viscosity of the compositions was measured by Haake rotoviscometer following 1 and 3 months storage at ambient temperature or at 37°C.
- the Krafft point was measured by preparing a 1% solution of the nonionic stabilising agent in distilled water and storing the solution at 5°C for 5 days. The solution was then heated gradually with stirring until the solution became clear. The temperature at which the solution became clear was taken as the Krafft point.
- compositions comprising ester linked quaternary ammonium compounds counteracts destabilisation at high temperature to give stable concentrated compositions.
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Textile Engineering (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 |
|---|---|---|---|
| GB919115255A GB9115255D0 (en) | 1991-07-15 | 1991-07-15 | Fabric softening composition |
| GB9115255 | 1991-07-15 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| EP0523922A2 EP0523922A2 (en) | 1993-01-20 |
| EP0523922A3 EP0523922A3 (en) | 1993-06-09 |
| EP0523922B1 true EP0523922B1 (en) | 1996-09-25 |
Family
ID=10698382
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP92306336A Revoked EP0523922B1 (en) | 1991-07-15 | 1992-07-10 | Fabric softening composition |
Country Status (16)
| Country | Link |
|---|---|
| EP (1) | EP0523922B1 (hu) |
| JP (1) | JP3061223B2 (hu) |
| KR (1) | KR950009498B1 (hu) |
| AU (1) | AU662536B2 (hu) |
| BR (1) | BR9202670A (hu) |
| CA (1) | CA2073517C (hu) |
| CZ (1) | CZ285710B6 (hu) |
| DE (1) | DE69214038T2 (hu) |
| ES (1) | ES2092051T3 (hu) |
| GB (1) | GB9115255D0 (hu) |
| HU (1) | HU209946B (hu) |
| IN (1) | IN176962B (hu) |
| MY (1) | MY110512A (hu) |
| PL (1) | PL170236B1 (hu) |
| SK (1) | SK281112B6 (hu) |
| ZA (1) | ZA925272B (hu) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9301728D0 (en) * | 1993-01-28 | 1993-03-17 | Unilever Plc | Fabric softening composition |
| 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 |
| ES2080655B1 (es) * | 1993-07-15 | 1996-10-16 | Lorente Hidalgo Antonio | Nuevos tensioactivos cationicos polifuncionales, composiciones a base de los mismos, procedimiento para su preparacion y aplicaciones. |
| US5413723A (en) * | 1993-12-17 | 1995-05-09 | Munteanu; Marina A. | Use of special surfactants to control viscosity in fabric softeners |
| GB9518012D0 (en) * | 1995-09-04 | 1995-11-08 | Unilever Plc | Fabric softening composition |
| KR100574914B1 (ko) * | 1999-03-23 | 2006-04-28 | 삼성전자주식회사 | 비디오 신호 합성 장치 및 방법 |
| GB0014891D0 (en) † | 2000-06-16 | 2000-08-09 | Unilever Plc | Fabric softening compositions |
| GB0121802D0 (en) | 2001-09-10 | 2001-10-31 | Unilever Plc | Fabric conditioning compositions |
| CN105803775A (zh) * | 2014-12-30 | 2016-07-27 | 上海氟聚化学产品有限公司 | 一种涤纶缝纫线用柔软剂 |
Family Cites Families (9)
| 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 |
| DE3608093A1 (de) * | 1986-03-12 | 1987-09-17 | Henkel Kgaa | Konfektioniertes textilweichmacher-konzentrat |
| GB8704711D0 (en) * | 1987-02-27 | 1987-04-01 | Unilever Plc | Fabric softening composition |
| 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 |
| 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 |
| GB8916306D0 (en) * | 1989-07-17 | 1989-08-31 | Unilever Plc | Fabric softening composition |
| GB9106308D0 (en) * | 1991-03-25 | 1991-05-08 | Unilever Plc | Fabric softening composition |
-
1991
- 1991-07-15 GB GB919115255A patent/GB9115255D0/en active Pending
-
1992
- 1992-01-15 IN IN222BO1992 patent/IN176962B/en unknown
- 1992-07-09 CA CA002073517A patent/CA2073517C/en not_active Expired - Lifetime
- 1992-07-10 ES ES92306336T patent/ES2092051T3/es not_active Expired - Lifetime
- 1992-07-10 DE DE69214038T patent/DE69214038T2/de not_active Revoked
- 1992-07-10 EP EP92306336A patent/EP0523922B1/en not_active Revoked
- 1992-07-13 CZ CS922183A patent/CZ285710B6/cs not_active IP Right Cessation
- 1992-07-13 SK SK2183-92A patent/SK281112B6/sk not_active IP Right Cessation
- 1992-07-13 MY MYPI92001202A patent/MY110512A/en unknown
- 1992-07-14 HU HU9202314A patent/HU209946B/hu unknown
- 1992-07-14 KR KR1019920012472A patent/KR950009498B1/ko not_active IP Right Cessation
- 1992-07-14 BR BR929202670A patent/BR9202670A/pt not_active IP Right Cessation
- 1992-07-14 JP JP4186679A patent/JP3061223B2/ja not_active Expired - Fee Related
- 1992-07-15 AU AU19680/92A patent/AU662536B2/en not_active Ceased
- 1992-07-15 ZA ZA925272A patent/ZA925272B/xx unknown
- 1992-07-15 PL PL92295287A patent/PL170236B1/pl unknown
Also Published As
| Publication number | Publication date |
|---|---|
| AU1968092A (en) | 1993-01-21 |
| ES2092051T3 (es) | 1996-11-16 |
| BR9202670A (pt) | 1993-03-23 |
| HU209946B (en) | 1994-12-28 |
| CA2073517A1 (en) | 1993-01-16 |
| EP0523922A3 (en) | 1993-06-09 |
| KR930002597A (ko) | 1993-02-23 |
| HU9202314D0 (en) | 1992-10-28 |
| CZ218392A3 (en) | 1993-02-17 |
| EP0523922A2 (en) | 1993-01-20 |
| SK218392A3 (en) | 1995-02-08 |
| DE69214038T2 (de) | 1997-02-06 |
| DE69214038D1 (de) | 1996-10-31 |
| ZA925272B (en) | 1994-01-17 |
| PL170236B1 (pl) | 1996-11-29 |
| CA2073517C (en) | 1999-12-28 |
| IN176962B (hu) | 1996-10-12 |
| KR950009498B1 (ko) | 1995-08-23 |
| AU662536B2 (en) | 1995-09-07 |
| CZ285710B6 (cs) | 1999-10-13 |
| JPH05195434A (ja) | 1993-08-03 |
| MY110512A (en) | 1998-07-31 |
| PL295287A1 (en) | 1993-04-05 |
| SK281112B6 (sk) | 2000-12-11 |
| JP3061223B2 (ja) | 2000-07-10 |
| HUT62043A (en) | 1993-03-29 |
| GB9115255D0 (en) | 1991-08-28 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| EP0507478B1 (en) | Fabric softening composition | |
| US5409621A (en) | Fabric softening composition | |
| EP0079746B1 (en) | Textile treatment compositions | |
| EP0060003B1 (en) | Textile treatment compositions and preparation thereof | |
| CA2021010C (en) | Fabric softening composition | |
| EP0280550B1 (en) | Fabric-softening composition | |
| US6432911B1 (en) | Fabric conditioning compositions | |
| EP0523922B1 (en) | Fabric softening composition | |
| EP0787793B1 (en) | Fabric softening composition | |
| US5417868A (en) | Fabric softening composition | |
| AU733476B2 (en) | Fabric softening composition | |
| US6767873B1 (en) | Concentrated perfume compositions and manufacture of fabric softening compositions therefrom | |
| US5516437A (en) | Fabric softening composition | |
| EP1254203A1 (en) | Fabric conditioning compositions |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PUAI | Public reference made under article 153(3) epc to a published international application that has entered the european phase |
Free format text: ORIGINAL CODE: 0009012 |
|
| AK | Designated contracting states |
Kind code of ref document: A2 Designated state(s): CH DE ES FR GB IT LI NL SE |
|
| PUAL | Search report despatched |
Free format text: ORIGINAL CODE: 0009013 |
|
| AK | Designated contracting states |
Kind code of ref document: A3 Designated state(s): CH DE ES FR GB IT LI NL SE |
|
| 17P | Request for examination filed |
Effective date: 19930809 |
|
| 17Q | First examination report despatched |
Effective date: 19941013 |
|
| GRAH | Despatch of communication of intention to grant a patent |
Free format text: ORIGINAL CODE: EPIDOS IGRA |
|
| GRAA | (expected) grant |
Free format text: ORIGINAL CODE: 0009210 |
|
| GRAH | Despatch of communication of intention to grant a patent |
Free format text: ORIGINAL CODE: EPIDOS IGRA |
|
| AK | Designated contracting states |
Kind code of ref document: B1 Designated state(s): CH DE ES FR GB IT LI NL SE |
|
| PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: NL Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 19960925 Ref country code: LI Effective date: 19960925 Ref country code: CH Effective date: 19960925 |
|
| REF | Corresponds to: |
Ref document number: 69214038 Country of ref document: DE Date of ref document: 19961031 |
|
| REG | Reference to a national code |
Ref country code: ES Ref legal event code: FG2A Ref document number: 2092051 Country of ref document: ES Kind code of ref document: T3 |
|
| ITF | It: translation for a ep patent filed | ||
| ET | Fr: translation filed | ||
| PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: SE Effective date: 19961225 |
|
| NLV1 | Nl: lapsed or annulled due to failure to fulfill the requirements of art. 29p and 29m of the patents act | ||
| REG | Reference to a national code |
Ref country code: CH Ref legal event code: PL |
|
| PLBQ | Unpublished change to opponent data |
Free format text: ORIGINAL CODE: EPIDOS OPPO |
|
| PLBI | Opposition filed |
Free format text: ORIGINAL CODE: 0009260 |
|
| PLBF | Reply of patent proprietor to notice(s) of opposition |
Free format text: ORIGINAL CODE: EPIDOS OBSO |
|
| 26 | Opposition filed |
Opponent name: PROCTER & GAMBLE E.T.C. Effective date: 19970625 |
|
| PLBF | Reply of patent proprietor to notice(s) of opposition |
Free format text: ORIGINAL CODE: EPIDOS OBSO |
|
| PLBF | Reply of patent proprietor to notice(s) of opposition |
Free format text: ORIGINAL CODE: EPIDOS OBSO |
|
| PLBF | Reply of patent proprietor to notice(s) of opposition |
Free format text: ORIGINAL CODE: EPIDOS OBSO |
|
| PLBQ | Unpublished change to opponent data |
Free format text: ORIGINAL CODE: EPIDOS OPPO |
|
| PLAB | Opposition data, opponent's data or that of the opponent's representative modified |
Free format text: ORIGINAL CODE: 0009299OPPO |
|
| R26 | Opposition filed (corrected) |
Opponent name: PROCTER & GAMBLE E.T.C. Effective date: 19970625 |
|
| PLAW | Interlocutory decision in opposition |
Free format text: ORIGINAL CODE: EPIDOS IDOP |
|
| APAC | Appeal dossier modified |
Free format text: ORIGINAL CODE: EPIDOS NOAPO |
|
| APAE | Appeal reference modified |
Free format text: ORIGINAL CODE: EPIDOS REFNO |
|
| APAC | Appeal dossier modified |
Free format text: ORIGINAL CODE: EPIDOS NOAPO |
|
| REG | Reference to a national code |
Ref country code: GB Ref legal event code: IF02 |
|
| PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: GB Payment date: 20040707 Year of fee payment: 13 |
|
| PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: FR Payment date: 20040720 Year of fee payment: 13 |
|
| PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: ES Payment date: 20040809 Year of fee payment: 13 |
|
| PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: DE Payment date: 20040831 Year of fee payment: 13 |
|
| APBU | Appeal procedure closed |
Free format text: ORIGINAL CODE: EPIDOSNNOA9O |
|
| RDAF | Communication despatched that patent is revoked |
Free format text: ORIGINAL CODE: EPIDOSNREV1 |
|
| RDAG | Patent revoked |
Free format text: ORIGINAL CODE: 0009271 |
|
| STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: PATENT REVOKED |
|
| 27W | Patent revoked |
Effective date: 20041006 |
|
| GBPR | Gb: patent revoked under art. 102 of the ep convention designating the uk as contracting state |
Free format text: 20041006 |
|
| APAH | Appeal reference modified |
Free format text: ORIGINAL CODE: EPIDOSCREFNO |