EP0585040A1 - Use of fabric softening composition - Google Patents

Use of fabric softening composition Download PDF

Info

Publication number
EP0585040A1
EP0585040A1 EP93306498A EP93306498A EP0585040A1 EP 0585040 A1 EP0585040 A1 EP 0585040A1 EP 93306498 A EP93306498 A EP 93306498A EP 93306498 A EP93306498 A EP 93306498A EP 0585040 A1 EP0585040 A1 EP 0585040A1
Authority
EP
European Patent Office
Prior art keywords
quaternary ammonium
weight
ammonium material
fabric softening
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
Application number
EP93306498A
Other languages
German (de)
French (fr)
Other versions
EP0585040B1 (en
Inventor
Nazar Essa Naom Unilever Research Azoz
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Unilever PLC
Unilever NV
Original Assignee
Unilever PLC
Unilever NV
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=10721120&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=EP0585040(A1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Unilever PLC, Unilever NV filed Critical Unilever PLC
Publication of EP0585040A1 publication Critical patent/EP0585040A1/en
Application granted granted Critical
Publication of EP0585040B1 publication Critical patent/EP0585040B1/en
Anticipated expiration legal-status Critical
Revoked legal-status Critical Current

Links

Images

Classifications

    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • C11D3/20Organic compounds containing oxygen
    • C11D3/2003Alcohols; Phenols
    • C11D3/2006Monohydric alcohols
    • C11D3/201Monohydric alcohols linear
    • C11D3/2013Monohydric alcohols linear fatty or with at least 8 carbon atoms in the alkyl chain
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38Cationic compounds
    • C11D1/62Quaternary ammonium compounds
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66Non-ionic compounds
    • C11D1/835Mixtures of non-ionic with cationic compounds
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/10Treating 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
    • D06M13/144Alcohols; Metal alcoholates
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/10Treating 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
    • D06M13/165Ethers
    • D06M13/17Polyoxyalkyleneglycol ethers
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/10Treating 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
    • D06M13/184Carboxylic acids; Anhydrides, halides or salts thereof
    • D06M13/188Monocarboxylic acids; Anhydrides, halides or salts thereof
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/322Treating 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 nitrogen
    • D06M13/46Compounds containing quaternary nitrogen atoms
    • D06M13/463Compounds containing quaternary nitrogen atoms derived from monoamines
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66Non-ionic compounds
    • C11D1/72Ethers of polyoxyalkylene glycols
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M2101/00Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
    • D06M2101/02Natural fibres, other than mineral fibres
    • D06M2101/04Vegetal fibres
    • D06M2101/06Vegetal fibres cellulosic
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M2200/00Functionality of the treatment composition and/or properties imparted to the textile material
    • D06M2200/40Reduced friction resistance, lubricant properties; Sizing compositions
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M2200/00Functionality of the treatment composition and/or properties imparted to the textile material
    • D06M2200/50Modified hand or grip properties; Softening compositions

Abstract

Use as a cotton fibre damage inhibitor or fibre protector of a fabric softening composition comprising at least 1% by weight of a quaternary ammonium material having two C₁₂₋₂₈ alkyl or alkenyl groups connected via an ester link to a hydrocarbon chain which is connected to the quaternary nitrogen atom.

Description

  • The present invention relates to the use as a fabric damage inhibitor or fibre protector of a fabric softening composition comprising a biodegradable quaternary ammonium material.
  • Rinse added fabric softening compositions are well known. Typically such compositions contain a water insoluble quaternary ammonium fabric softening material dispersed in water at a level of quaternary ammonium material 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. In addition to softening, fabric softening compositions desirably have other benefits. Such other benefits are particularly important for consumers who believe that the use of fabric softening compositions causes damage to the environment and that the damage outweighs the softening benefit obtained.
  • A typical wash will include some fabric containing cotton fibres. Abrasion of cotton fibres under wet conditions results in cotton fibre fibrillation whereby the cotton fibres are gradually broken down into their component fibrils and into fibrillar sheets. Such fibrillation is an important mechanism by which fabrics are damaged during wash processes. Damaged fabrics scatter light to a greater extent than undamaged fabrics and the scattering causes dulling of fabric colours. Ultimately the damage will result in mechanical disintegration of the fibre and the consequent failure of cotton garments. The main causes of fibrillation have been found to be swelling of the fibres when wet and friction. Both wet and dry friction cause damage.
  • It is an object of the present invention to provide a method of inhibiting damage to cotton fibres and thereby to increase the life of garments containing the fibres.
  • According to the invention there is provided the use as a fabric damage inhibitor or reducer of a fabric softening composition comprising a quaternary ammonium material having two C₁₂₋₂₈ alkyl or alkenyl groups connected via an ester link to the quaternary nitrogen atom.
  • Throughout this specification the term inhibitor includes a component which confers protective care or protection on a fibre. In particular it encompasses those materials which reduce the damage to the fibre which would otherwise occur during the course of wearing and washing a garment.
  • Preferably the 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 is represented by the formula:
    Figure imgb0001

    wherein each R₁ group is independently selected from C₁₋₄ alkyl, alkenyl or hydroxyalkyl groups; and wherein each R₂ group is independently selected from C₈₋₂₈ alkyl or alkenyl groups; and n is an integer from 0 to 5.
  • Preferred materials of this class 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-tallowoxy2-hydroxytrimethyl ammonium propane chloride.
  • Preferably the level of ester linked quaternary ammonium compound 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 compound is 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. In particular 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. Preferably the nonionic stabiliser has an HLB of between 10 and 20, more preferably between 12 and 20.
  • Preferably, 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. Preferably saturated fatty acids are used, in particular, hardened tallow C₁₆-C₁₈ fatty acids. Preferably 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.
  • The compositions of the invention preferably have a pH of more than 2, 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, colorants, hydrotropes, anti-foaming agents, anti-redeposition agents, enzymes, freeze-thaw stabilisers, 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.
  • The composition may also contain nonionic fabric softening agents such as lanolin and derivatives thereof.
  • The invention will now be illustrated by the following non-limiting examples and with reference to the accompanying drawing which is a diagrammatic representation of the fibre damage test apparatus used. In the examples all percentages are expressed by weight.
  • The figure shows a yarn on yarn abrasion tester with a test yarn 1 comprising fibres. The two ends of the yarn are attached to metal links 2 and 3. Metal link 2 joins the yarn to a cord 4 which passes over a first upper yarn guide pulley 4A and is attached to a tensioning weight 5. Typically a 20g tensioning weight is used. The other end of the yarn is attached to a second cord 6 by the metal link 3. Between the metal links the yarn is twisted about itself in the test region 7 and is weighed down by passing the yarn around a lower yarn guide pulley 8. The second cord 6 passes over a second upper yarn guide pulley 9 and is attached to an electrically driven reciprocating means 10. A beaker 11 is provided for containing water or aqueous media used to test the yarn in wet conditions.
  • The test method consists of attaching the yarn to be tested to one of the metal links, passing the yarn around the lower yarn guide pulley 9 and then twisting the yarn around itself a predetermined number of times to form the test region 7, before attaching it to the other metal link. If required, the beaker is filled with an aqueous test medium. The reciprocating means is then switched on. A record is kept of the number of oscillations of the reciprocating means before failure. In each of the following examples the test was repeated a number of times and very high or low results discarded before a statistical analysis was made of the remaining data.
  • Example 1
  • 100% extracted Terry Cotton yarns were washed for 15 minutes at 50°C using the recommended dose of a wasing powder sold under the trade mark "New Persil automatic" and having the composition:
  • 6.0
    Alkyl benzene sulphonate
    4.5
    Nonionic 7EO
    3.5
    Nonionic 3EO
    25.0
    Sodium tripolyphosphate
    10.0
    perborate tetrahydrate
    25.0
    sodium sulphate
    5.0
    sodium carbonate

    water and minor ingredients to balance
  • The yarns were then rinsed. Some yarns were rinsed in water as a control and others were rinsed in fabric softening compositionsr. Two fabric softening compositions were used, one containing the cationic quaternary ammonium Arquad 2HT as the quaternary ammonium material and the other containing HT TMAPC as the biodegradable cationic quaternary ammonium material.
  • The compositions of the two fabric softening compositions were as follows:
  • COMPOSITION A
  • 12.8
    DHTDMAC¹
    3.2
    HTFA²
    0.75
    PERFUME

    water to balance
    1. DHTDMAC is dihardened tallow dimethyl ammonium chloride available as Arquad 2HT from Akzo Chemie.
    2. is hardened tallow fatty acid, Pristerin 4916 ex Unichema. COMPOSITION B
  • 11.6
    HT TMAPC³
    1.9
    HTFA²
    1.5
    GENAPOL T-150⁴
    0.75
    PERFUME

    water to balance
    3. HT TMAPC is 1,2 dihardened tallowoyloxy-3-trimethylammonio propane chloride ex Hoechst.
    4. is tallow alcohol ethoxylated with 15 moles of ethylene oxide.
  • The compositions were used at recommended concentrations in cold water. After rinsing, the yarns were allowed to dry for 24 hours at room temperature. They were then individually abraided on the yarn on yarn abrasion tester. Abrasion tests were carried out dry and in washing powder solution. All tests were carried out using tap water at room temperature.
  • Table 1 shows the mean number of cycles before 24 samples of yarn failed in a dry abrasion test. TABLE 1
    Treatment Number of cycles to failure
    Water 964
    DHTDMAC 1503
    HT TMAPC 2407
  • The difference in the number of cycles to failure between the samples rinsed with fabric softening composition according to the present invention and the other samples is very large. In order to check whether the differences were statistically significant F and T tests were performed on the data. It can be concluded from this analysis that the use of a fabric conditioner gives reduced fibre damage during the dry abrasion that would occur when a garment is being worn. Furthermore it can be seen that the use of a fabric softening composition containing a quaternary ammonium material with ester linkages according to the present invention provides the best protection. A photomicrograph of the failed fibre shows that the yarn has not suffered fibrillation damage.
  • Example 2
  • Example 1 was repeated with the yarn immersed in a solution of "New Persil automatic". This simulated the effect of a faric softening composition on fibre damage caused during the next wash. The variation in the number of cycles until breakage in this example was found to be less than that for example 1. This means that smaller differences in the mean number of cycles to failure become statistically significant. The results are given in table 2. TABLE 2
    Treatment Number of cycles to failure
    Water 1487
    DHTDMAC 1533
    HT TMAC 1615
  • Again the use of a fabric softening composition according to the invention is seen to provide the greatest inhibition of fibre damage. It is important that the fabric softening composition gives protection in the next wash as well as during wear, because the garments are particularly prone to damage during the washing process when the fibres are swollen.

Claims (9)

  1. Use as fibre damage inhibitor or fibre protector of a fabric softening composition comprising at least 1% by weight of a quaternary ammonium material having two C₁₂₋₂₈ alkyl or alkenyl groups connected via an ester link to a hydrocarbon chain which is connected to the quaternary nitrogen atom.
  2. Use of a quaternary ammonium material as claimed in claim 1 wherein the fabric softening composition comprises a nonionic stabilising agent which is
    i. a linear C₈ to C₂₂ alcohol alkoxylated with 10 to 20 moles of alkylene oxide or
    ii. a C₁₀ to C₂₀ alcohol or mixtures thereof.
  3. Use of a quaternary ammonium material as claimed in claim 1 or claim 2 wherein the fabric softening composition comprises a fatty acid material.
  4. Use of a quaternary ammonium material as claimed in claim 2 wherein the composition comprises from 0.1 to 10% by weight of the nonionic stabilising agent.
  5. Use of a quaternary ammonium material as claimed in claim 3 wherein the composition also comprises more than 0.1% by weight of a fatty acid material.
  6. Use of a quaternary ammonium material as claimed in any preceding claim wherein the composition comprises from 3% to 50% by weight of the quaternary ammonium material, from 0.5% to 5% by weight of the nonionic stabilising agent and from 0.5 to 20% by weight of fatty acid material.
  7. Use of a quaternary ammonium material as claimed in any one of claims 2 to 6 wherein the nonionic stabilising agent has an HLB of between 10 and 20.
  8. Use of a quaternary ammonium material as claimed in claim 7 wherein the nonionic stabilising agent has an HLB of between 12 and 20.
  9. Use of a quaternary ammonium material as claimed in any preceding claim wherein the quaternary ammonium material is represented by the formula:
    Figure imgb0002
    wherein each R₁ group is independently selected from C₁₋₄ alkyl, alkenyl or hydroxyalkyl groups; and wherein each R₂ group is independently selected from C₈₋₂₈ alkyl or alkenyl groups; and n is an integer from 0 to 5.
EP19930306498 1992-08-28 1993-08-18 Use of fabric softening composition Revoked EP0585040B1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB929218342A GB9218342D0 (en) 1992-08-28 1992-08-28 Use of fabric softening composition
GB9218342 1992-08-28

Publications (2)

Publication Number Publication Date
EP0585040A1 true EP0585040A1 (en) 1994-03-02
EP0585040B1 EP0585040B1 (en) 1997-03-05

Family

ID=10721120

Family Applications (1)

Application Number Title Priority Date Filing Date
EP19930306498 Revoked EP0585040B1 (en) 1992-08-28 1993-08-18 Use of fabric softening composition

Country Status (4)

Country Link
EP (1) EP0585040B1 (en)
DE (1) DE69308428T2 (en)
ES (1) ES2098668T3 (en)
GB (1) GB9218342D0 (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5407589A (en) * 1991-07-05 1995-04-18 Lever Brothers Company, Division Of Conopco, Inc. Fabric softening composition
US5516437A (en) * 1991-03-25 1996-05-14 Levers Brothers Company, Division Of Conopco, Inc. Fabric softening composition
WO1997036976A1 (en) * 1996-03-29 1997-10-09 The Procter & Gamble Company Use of a fabric softener composition
US6040288A (en) * 1997-02-21 2000-03-21 Rhodia Inc. Fabric color protection compositions and methods

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0239910A2 (en) * 1986-04-02 1987-10-07 The Procter & Gamble Company Biodegradable fabric softeners
EP0409502A2 (en) * 1989-07-17 1991-01-23 Unilever Plc Fabric softening composition
EP0409504A2 (en) * 1989-07-17 1991-01-23 Unilever Plc Fabric softening composition
EP0523922A2 (en) * 1991-07-15 1993-01-20 Unilever Plc Fabric softening composition

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0239910A2 (en) * 1986-04-02 1987-10-07 The Procter & Gamble Company Biodegradable fabric softeners
EP0409502A2 (en) * 1989-07-17 1991-01-23 Unilever Plc Fabric softening composition
EP0409504A2 (en) * 1989-07-17 1991-01-23 Unilever Plc Fabric softening composition
EP0523922A2 (en) * 1991-07-15 1993-01-20 Unilever Plc Fabric softening composition

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5516437A (en) * 1991-03-25 1996-05-14 Levers Brothers Company, Division Of Conopco, Inc. Fabric softening composition
US5407589A (en) * 1991-07-05 1995-04-18 Lever Brothers Company, Division Of Conopco, Inc. Fabric softening composition
WO1997036976A1 (en) * 1996-03-29 1997-10-09 The Procter & Gamble Company Use of a fabric softener composition
US6040288A (en) * 1997-02-21 2000-03-21 Rhodia Inc. Fabric color protection compositions and methods

Also Published As

Publication number Publication date
DE69308428T2 (en) 1997-06-19
GB9218342D0 (en) 1992-10-14
EP0585040B1 (en) 1997-03-05
DE69308428D1 (en) 1997-04-10
ES2098668T3 (en) 1997-05-01

Similar Documents

Publication Publication Date Title
CA2021322C (en) Fabric softening composition
AU652429B2 (en) Fabric softening composition
US4439330A (en) Textile treatment compositions
EP0326213B1 (en) A fabric treatment composition and the preparation thereof
EP0409504B1 (en) Fabric softening composition
EP0280550B1 (en) Fabric-softening composition
EP0060003A2 (en) Textile treatment compositions and preparation thereof
WO1994019439A1 (en) Use of fabric softening composition
EP0332270B2 (en) Fabric conditioning composition
US5077119A (en) Fabric conditioning
US4622154A (en) Aqueous fabric softening composition
EP0585040B1 (en) Use of fabric softening composition
JPH0215664B2 (en)
CA2021128C (en) Fabric softening composition
WO1998053035A1 (en) Clear or translucent fabric softener compositions using mixture of solvents
US4865768A (en) Phosphoric acid salt of the reaction product of a mono-carboxylic acid with a polyamine
EP0585039A1 (en) Use of fabric softening composition
GB2202244A (en) Fabric conditioners
EP0652282B1 (en) Use of fabric treatment compositions
US6780833B1 (en) Softener composition
EP1154068B1 (en) Softener composition
EP1154067B1 (en) Softener composition
WO1995006097A1 (en) Fabric treatment composition
AU613792B2 (en) Fabric treatment composition
GB2302341A (en) Textile treatment with a cellulose ether

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: A1

Designated state(s): CH DE ES FR GB IT LI NL SE

17P Request for examination filed

Effective date: 19940708

GRAG Despatch of communication of intention to grant

Free format text: ORIGINAL CODE: EPIDOS AGRA

17Q First examination report despatched

Effective date: 19960515

GRAH Despatch of communication of intention to grant a patent

Free format text: ORIGINAL CODE: EPIDOS IGRA

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

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: 19970305

Ref country code: LI

Effective date: 19970305

Ref country code: CH

Effective date: 19970305

REG Reference to a national code

Ref country code: CH

Ref legal event code: EP

REF Corresponds to:

Ref document number: 69308428

Country of ref document: DE

Date of ref document: 19970410

REG Reference to a national code

Ref country code: ES

Ref legal event code: FG2A

Ref document number: 2098668

Country of ref document: ES

Kind code of ref document: T3

ET Fr: translation filed
ITF It: translation for a ep patent filed

Owner name: JACOBACCI & PERANI S.P.A.

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: SE

Effective date: 19970605

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

PLBI Opposition filed

Free format text: ORIGINAL CODE: 0009260

PLBQ Unpublished change to opponent data

Free format text: ORIGINAL CODE: EPIDOS OPPO

PLBI Opposition filed

Free format text: ORIGINAL CODE: 0009260

PLBQ Unpublished change to opponent data

Free format text: ORIGINAL CODE: EPIDOS OPPO

PLBI Opposition filed

Free format text: ORIGINAL CODE: 0009260

26 Opposition filed

Opponent name: HENKEL KOMMANDITGESELLSCHAFT AUF AKTIEN

Effective date: 19971111

26 Opposition filed

Opponent name: THE PROCTER & GAMBLE COMPANY

Effective date: 19971127

Opponent name: HENKEL KOMMANDITGESELLSCHAFT AUF AKTIEN

Effective date: 19971111

26 Opposition filed

Opponent name: COLGATE-PALMOLIVE COMPANY

Effective date: 19971205

Opponent name: THE PROCTER & GAMBLE COMPANY

Effective date: 19971127

Opponent name: HENKEL KOMMANDITGESELLSCHAFT AUF AKTIEN

Effective date: 19971111

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

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

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: FR

Payment date: 20010705

Year of fee payment: 9

RDAH Patent revoked

Free format text: ORIGINAL CODE: EPIDOS REVO

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: DE

Payment date: 20010718

Year of fee payment: 9

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: GB

Payment date: 20010731

Year of fee payment: 9

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: ES

Payment date: 20010808

Year of fee payment: 9

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: 20010119

GBPR Gb: patent revoked under art. 102 of the ep convention designating the uk as contracting state

Free format text: 20010119

PLAB Opposition data, opponent's data or that of the opponent's representative modified

Free format text: ORIGINAL CODE: 0009299OPPO