EP0787793A2 - Gewebeweichmacherzusammensetzung - Google Patents
Gewebeweichmacherzusammensetzung Download PDFInfo
- Publication number
- EP0787793A2 EP0787793A2 EP97105358A EP97105358A EP0787793A2 EP 0787793 A2 EP0787793 A2 EP 0787793A2 EP 97105358 A EP97105358 A EP 97105358A EP 97105358 A EP97105358 A EP 97105358A EP 0787793 A2 EP0787793 A2 EP 0787793A2
- Authority
- EP
- European Patent Office
- Prior art keywords
- fabric softening
- perfume
- carrier substance
- softening composition
- composition according
- 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 67
- 239000004744 fabric Substances 0.000 title claims abstract description 38
- 239000002304 perfume Substances 0.000 claims abstract description 42
- 239000000126 substance Substances 0.000 claims abstract description 24
- 239000004902 Softening Agent Substances 0.000 claims abstract description 15
- 239000007788 liquid Substances 0.000 claims description 15
- 150000002148 esters Chemical class 0.000 claims description 11
- 125000001453 quaternary ammonium group Chemical group 0.000 claims description 11
- 239000003760 tallow Substances 0.000 claims description 9
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
- 239000006185 dispersion Substances 0.000 claims description 6
- 239000000463 material Substances 0.000 claims description 6
- 150000002194 fatty esters Chemical class 0.000 claims description 3
- 229930195733 hydrocarbon Natural products 0.000 claims description 2
- 239000011368 organic material Substances 0.000 claims description 2
- 150000005846 sugar alcohols Polymers 0.000 claims description 2
- 150000002430 hydrocarbons Chemical group 0.000 claims 1
- 238000003860 storage Methods 0.000 abstract description 6
- 125000002091 cationic group Chemical group 0.000 abstract description 4
- 239000003795 chemical substances by application Substances 0.000 description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 11
- 235000014113 dietary fatty acids Nutrition 0.000 description 9
- 239000000194 fatty acid Substances 0.000 description 9
- 229930195729 fatty acid Natural products 0.000 description 9
- 150000003856 quaternary ammonium compounds Chemical class 0.000 description 8
- 150000004665 fatty acids Chemical class 0.000 description 7
- 239000002540 palm oil Substances 0.000 description 7
- 235000019482 Palm oil Nutrition 0.000 description 6
- 239000003381 stabilizer Substances 0.000 description 6
- 125000000217 alkyl group Chemical group 0.000 description 4
- 239000002518 antifoaming agent Substances 0.000 description 4
- -1 alkenyl monocarboxylic acids Chemical class 0.000 description 3
- 230000008901 benefit Effects 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 239000003755 preservative agent Substances 0.000 description 3
- 230000002335 preservative effect Effects 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical group [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 2
- 125000003342 alkenyl group Chemical group 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 239000012141 concentrate Substances 0.000 description 2
- 239000002979 fabric softener Substances 0.000 description 2
- 150000002191 fatty alcohols Chemical class 0.000 description 2
- 238000003801 milling Methods 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 230000008719 thickening Effects 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 1
- 125000004178 (C1-C4) alkyl group Chemical group 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
- 230000001154 acute effect Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 238000000540 analysis of variance Methods 0.000 description 1
- 230000001153 anti-wrinkle effect Effects 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
- 239000001110 calcium chloride Substances 0.000 description 1
- 229910001628 calcium chloride Inorganic materials 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 150000001767 cationic compounds Chemical class 0.000 description 1
- 239000004665 cationic fabric softener Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 230000000052 comparative effect Effects 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
- 239000000975 dye Substances 0.000 description 1
- 239000003792 electrolyte Substances 0.000 description 1
- 230000002349 favourable effect Effects 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
- 125000001183 hydrocarbyl group Chemical group 0.000 description 1
- 239000003752 hydrotrope Substances 0.000 description 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 1
- 239000012535 impurity 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
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 239000002736 nonionic surfactant Substances 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
- 238000002360 preparation method Methods 0.000 description 1
- UMSVPCYSAUKCAZ-UHFFFAOYSA-N propane;hydrochloride Chemical compound Cl.CCC UMSVPCYSAUKCAZ-UHFFFAOYSA-N 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 150000004671 saturated fatty acids Chemical class 0.000 description 1
- 235000003441 saturated fatty acids Nutrition 0.000 description 1
- 238000010008 shearing Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 150000003626 triacylglycerols Chemical class 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
- C11D1/02—Anionic compounds
- C11D1/04—Carboxylic acids or salts thereof
-
- 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
- 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
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/50—Perfumes
- C11D3/502—Protected perfumes
- C11D3/505—Protected perfumes encapsulated or adsorbed on a carrier, e.g. zeolite or clay
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 perfume.
- the compositions are stable on storage and exhibit excellent perfume delivery when removed from a washing machine.
- 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 such as delivering perfume onto fabrics.
- the fabric conditioning market is moving towards more concentrated compositions.
- One of the problems associated with such fabric softening compositions is that on storage they are physically unstable. This problem is accentuated by the presence of a perfume; the greater the level of perfume the worse the stability problem becomes.
- compositions comprising biodegradable ester-linked quaternary ammonium compounds the problem of physical instability is more acute than with traditional quaternary ammonium compounds.
- CA 1 111 616 discloses a fabric softening composition comprising 0.1 to 10 wt% of a cationic fabric softener and 0.1 wt% to 20 wt % of particles.
- the particles are comprised of a carrier substance and a perfume and have a melting point of from 38°C to 150°C, preferably from 65°C to 100°C.
- fabric softening compositions comprising quaternary ammonium compounds may exhibit excellent perfume substantivity and good storage stability.
- a fabric softening composition comprising:
- the slip point of the perfume/carrier substance mix is measured as defined by British Standard BS 684 section 1.3 1991 ISO 6321:1991 (UK).
- a further aspect of the invention is provided by a process for preparing a fabric softening composition as defined above, which comprises of the following steps:
- a further advantage afforded by the present invention is that the degree of fabric softening may be varied to suit different customer requirements in different markets, while maintaining high perfume delivery.
- the invention also allows perfume to be incorporated without excessive perfume intensity from the undiluted product.
- the perfume carrier substance mix has a slip point below 37°C; preferably from 0 to 37°C. More preferably it has a slip point between 20°C and 37°C.
- compositions of the invention are liquids, more preferably comprising an aqueous base.
- the carrier substance is an organic material. It is further preferred if the carrier substance is a fatty ester of a mono or polyhydric alcohol having from 1 to about 24 carbon atoms in the hydrocarbon chain with the proviso that the total number of carbon atoms in the carrier substance is equal to or greater than 16 and that at least one of the hydrocarbons radicals in the ester has 12 or more carbon atoms. Such fatty esters are preferably odourless.
- the carrier substance in the perfume/carrier substance mix is a fatty acid glyceride or mixtures of fatty acid glycerides.
- Especially preferred carrier substances are triglycerides, most preferred are palm oil and tallow oil.
- the perfume/carrier substance mix is preferably present at a level of from 1 to 10% of the composition, more preferably 3 wt% to 7 wt% of the total composition.
- the ratio of perfume to carrier substance is from 1:50 to 1:1, more preferably 1:20 to 1:2, most preferably 1:7 to 1:2.
- the ratio of perfume/carrier substance mix to quaternary ammonium fabric softening agent is in the ratio of 5:1 to 1:10, more preferably 2:1 to 1:10.
- the quaternary ammonium compound is biodegradable and has at least one ester link.
- the fabric softening composition comprises a water insoluble cationic compound having two C 12-28 alkyl or alkenyl groups connected to the N atom via one or more ester links.
- a preferred type of ester-linked quaternary ammonium fabric softening agent 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, or hydroxyalkyl or C 2-4 alkyl groups; and wherein each R 2 group is independently selected from C 8-28 alkyl or alkenyl groups;
- a second preferred type of quaternary ammonium fabric softening agent can be represented by the formula: wherein R 1 , n and R 2 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 7% by weight of the composition; especially interesting are concentrated compositions which comprise between 10 and 30 % by weight of ester-linked quaternary ammonium compound.
- compositions of the invention may also contain nonionic stabilisers.
- Suitable nonionic stabilisers which can be used include the condensation products of C 8 - C 22 primary linear alcohols with 10 to 25 moles of ethylene oxide. Use of less than 10 moles of ethylene oxide, especially when the alkyl chain is in the tallow range, leads to unacceptably high aquatic toxicity.
- nonionic stabilisers are preferred: Genapol T-110, Genapol T-150, Genapol T-200, Genapol C-200 all ex Hoechst AG, Lutensol AT18 ex BASF, Genapol C-100 and Genapol C-150 ex Hoechst, or fatty alcohols for example Laurex CS, ex Albright and Wilson or Adol 340 ex Sherex (all Trade Marks).
- the nonionic stabilizer has an HLB value of from 10 to 20, more preferably 12 to 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 composition can also contain fatty acids, for example C 8 - C 24 alkyl or alkenyl monocarboxylic acids, or polymeric carboxylic acids.
- fatty acids for example C 8 - C 24 alkyl or alkenyl monocarboxylic acids, or polymeric carboxylic acids.
- saturated fatty acids are used, in particular, hardened tallow C 16 -C 18 fatty acids.
- 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 1.5, 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, colorants, 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, colorants, 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.
- compositions were prepared by the following method: antifoam, preservative and dyestuff were dissolved in warm (40°C) water followed by addition of electrolyte (citric or CaCl 2 )to form an aqueous solution.
- the resulting mixture was recirculated through a Janke and Kunkel mill set at max shear (10,000 rpm). This recirculation/shearing continued for 30 mins after premix addition. Perfume was stirred directly into the mix or a premixed with palm/tallow oil at a temperature of 40-45°C and then added by milling into the product over a 10 min period at 8000 rpm.
- Viscosity measurements were taken at 25° and at 106 sec -1 , shear rate using a Haake VT501 rotoviscometer.
- Examples A and B went solid within 3 days at 37°C storage. Examples 1 and 2 showed viscosities as follows: TABLE 3 Time @ 37°C Viscosity 1 2 Initial 69 cP 118 cP 10 days - 122 cP 12 days 65 cP - 22 days - 125 cP 28 days 93 cP - 29 days - 121 cP 38 days - 118 cP 66 days - 129 cP
- Examples 3 and 4 showed viscosities as follows: TABLE 4 Time @ 37°C Visc 3 4 Initial 64 cP 38 cP 7 days - 34 cP 10 days 68 cP - 19 days - 33 cP 21 days 82 cP - 43 days - 36 cP 56 days 87 cP - 58 days - 39 cP 71 days 99 cP -
- Examples were prepared by dispersing the cationic fabric softening agent in water, followed by the addition of the perfume or perfume/carrier substance mix.
- the perfume substantivity was tested by adding 1g of the resulting composition to 1 litre of water at ambient temperature and agitating for 2 minutes to disperse. Four 19 x 19 squares of terry towelling were than immersed in the dispersion and left for 5 minutes. The terry towelling was then removed from the dispersion, wrung dry and line dried overnight.
- the terry towelling samples were evaluated by a panel of people using a random design to measure perfume strength.
- a score of 0 indicates a no perfume impact.
- a score of 5 indicates a very strong perfume impact.
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)
- Dispersion Chemistry (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Cosmetics (AREA)
- Detergent Compositions (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB9403242A GB9403242D0 (en) | 1994-02-21 | 1994-02-21 | Fabric softening composition |
| GB9403242 | 1994-02-21 | ||
| EP95911247A EP0746603B1 (de) | 1994-02-21 | 1995-02-17 | Gewebeweichmacherzusammensetzung |
Related Parent Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP95911247A Division EP0746603B1 (de) | 1994-02-21 | 1995-02-17 | Gewebeweichmacherzusammensetzung |
| EP95911247.5 Division | 1995-08-24 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| EP0787793A2 true EP0787793A2 (de) | 1997-08-06 |
| EP0787793A3 EP0787793A3 (de) | 1998-08-12 |
| EP0787793B1 EP0787793B1 (de) | 2004-01-28 |
Family
ID=10750650
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP97105358A Expired - Lifetime EP0787793B1 (de) | 1994-02-21 | 1995-02-17 | Gewebeweichmacherzusammensetzung |
| EP95911247A Expired - Lifetime EP0746603B1 (de) | 1994-02-21 | 1995-02-17 | Gewebeweichmacherzusammensetzung |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP95911247A Expired - Lifetime EP0746603B1 (de) | 1994-02-21 | 1995-02-17 | Gewebeweichmacherzusammensetzung |
Country Status (8)
| Country | Link |
|---|---|
| EP (2) | EP0787793B1 (de) |
| AU (1) | AU698882B2 (de) |
| BR (1) | BR9506843A (de) |
| DE (2) | DE69505358T2 (de) |
| ES (2) | ES2123962T3 (de) |
| GB (1) | GB9403242D0 (de) |
| WO (1) | WO1995022594A1 (de) |
| ZA (1) | ZA951428B (de) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1290124B2 (de) † | 2000-06-16 | 2007-01-03 | Unilever Plc | Wäscheweichspülmittel |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5500138A (en) * | 1994-10-20 | 1996-03-19 | The Procter & Gamble Company | Fabric softener compositions with improved environmental impact |
| AU7521996A (en) * | 1995-11-03 | 1997-05-22 | Procter & Gamble Company, The | Stable high perfume, low active fabric softener compositions |
| US6022845A (en) * | 1995-11-03 | 2000-02-08 | The Procter & Gamble Co. | Stable high perfume, low active fabric softener compositions |
| US5652206A (en) * | 1996-02-26 | 1997-07-29 | The Procter & Gamble Company | Fabric softener compositions with improved environmental impact |
| US5861370A (en) * | 1996-03-22 | 1999-01-19 | The Procter & Gamble Company | Concentrated, stable, premix for forming fabric softening composition |
| GB9617612D0 (en) * | 1996-08-22 | 1996-10-02 | Unilever Plc | Fabric conditioning composition |
| EP0845523A3 (de) * | 1996-11-28 | 1999-01-27 | Givaudan-Roure (International) S.A. | Bestandteil zur Verhütung des Viskositätsproblems in einem parfümierten konzentrierten Weichspüler |
| WO2002004587A1 (en) * | 2000-07-07 | 2002-01-17 | Givaudan S.A. | Process for imparting conditioning and good fragrance perception to both damp and dry fabric |
| GB0025442D0 (en) * | 2000-10-17 | 2000-11-29 | Unilever Plc | Fabric conditioning compositions |
| EP1279726A1 (de) * | 2001-07-27 | 2003-01-29 | Givaudan SA | Weichspülmittelzusammensetzungen |
| GB0200151D0 (en) | 2002-01-04 | 2002-02-20 | Unilever Plc | Fabric conditioning compositions |
| GB0207647D0 (en) * | 2002-04-03 | 2002-05-15 | Dow Corning | Emulsions |
| GB0416155D0 (en) * | 2004-07-20 | 2004-08-18 | Unilever Plc | Laundry product |
| GB0423986D0 (en) | 2004-10-29 | 2004-12-01 | Unilever Plc | Method of preparing a laundry product |
| GB0610801D0 (en) | 2006-05-31 | 2006-07-12 | Unilever Plc | Laundry product |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1587122A (en) * | 1976-10-29 | 1981-04-01 | Procter & Gamble Ltd | Fabric conditioning compositions |
| NZ190416A (en) * | 1978-05-16 | 1981-05-29 | Unilever Ltd | Deodorant product |
| GB2188653A (en) * | 1986-04-02 | 1987-10-07 | Procter & Gamble | Biodegradable fabric softeners |
| US5066419A (en) * | 1990-02-20 | 1991-11-19 | The Procter & Gamble Company | Coated perfume particles |
| US5234611A (en) * | 1991-08-28 | 1993-08-10 | The Procter & Gamble Company | Fabric softener, preferably liquid, with protected, dryer-activated, cyclodextrin/perfume complex |
-
1994
- 1994-02-21 GB GB9403242A patent/GB9403242D0/en active Pending
-
1995
- 1995-02-17 EP EP97105358A patent/EP0787793B1/de not_active Expired - Lifetime
- 1995-02-17 ES ES95911247T patent/ES2123962T3/es not_active Expired - Lifetime
- 1995-02-17 AU AU18911/95A patent/AU698882B2/en not_active Ceased
- 1995-02-17 DE DE69505358T patent/DE69505358T2/de not_active Expired - Lifetime
- 1995-02-17 ES ES97105358T patent/ES2212008T3/es not_active Expired - Lifetime
- 1995-02-17 BR BR9506843A patent/BR9506843A/pt not_active IP Right Cessation
- 1995-02-17 WO PCT/EP1995/000624 patent/WO1995022594A1/en not_active Ceased
- 1995-02-17 DE DE69532508T patent/DE69532508T2/de not_active Expired - Lifetime
- 1995-02-17 EP EP95911247A patent/EP0746603B1/de not_active Expired - Lifetime
- 1995-02-21 ZA ZA951428A patent/ZA951428B/xx unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1290124B2 (de) † | 2000-06-16 | 2007-01-03 | Unilever Plc | Wäscheweichspülmittel |
Also Published As
| Publication number | Publication date |
|---|---|
| BR9506843A (pt) | 1997-10-14 |
| AU698882B2 (en) | 1998-11-12 |
| GB9403242D0 (en) | 1994-04-13 |
| EP0787793A3 (de) | 1998-08-12 |
| WO1995022594A1 (en) | 1995-08-24 |
| AU1891195A (en) | 1995-09-04 |
| ZA951428B (en) | 1996-08-21 |
| ES2212008T3 (es) | 2004-07-16 |
| DE69505358D1 (de) | 1998-11-19 |
| DE69532508D1 (de) | 2004-03-04 |
| EP0787793B1 (de) | 2004-01-28 |
| ES2123962T3 (es) | 1999-01-16 |
| EP0746603B1 (de) | 1998-10-14 |
| EP0746603A1 (de) | 1996-12-11 |
| DE69532508T2 (de) | 2004-07-08 |
| DE69505358T2 (de) | 1999-03-25 |
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