EP0288137A2 - Method of conditioning fabrics - Google Patents

Method of conditioning fabrics Download PDF

Info

Publication number
EP0288137A2
EP0288137A2 EP88301346A EP88301346A EP0288137A2 EP 0288137 A2 EP0288137 A2 EP 0288137A2 EP 88301346 A EP88301346 A EP 88301346A EP 88301346 A EP88301346 A EP 88301346A EP 0288137 A2 EP0288137 A2 EP 0288137A2
Authority
EP
European Patent Office
Prior art keywords
fabric
group
fabrics
conditioning
siloxane
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.)
Withdrawn
Application number
EP88301346A
Other languages
German (de)
French (fr)
Other versions
EP0288137A3 (en
Inventor
Zia Av. Marechal Hastimphilo De Moura 338 Haq
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 NV
Original Assignee
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
Application filed by Unilever NV filed Critical Unilever NV
Publication of EP0288137A2 publication Critical patent/EP0288137A2/en
Publication of EP0288137A3 publication Critical patent/EP0288137A3/en
Withdrawn legal-status Critical Current

Links

Classifications

    • 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
    • D06M15/00Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/643Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain
    • D06M15/6436Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain containing amino groups

Definitions

  • This invention relates to a method of conditioning fabrics and to compositions suitable for use in such methods.
  • this treatment includes the treatment with a fabric softening agent intended to soften and reduce the harshness of washed fabrics.
  • the fabric softening agent may be included in a fabric washing composition, in a composition intended to be added to the rinse subsequent to washing the fabrics or included in a composition intended to be added with wet fabrics to a hot air dryer. In all cases the conditioning process takes place in an aqueous environment.
  • a number of fabric conditioning materials are known, including soap, smectite clays, quaternary ammonium salts and fatty amines. All these materials have been commercially used but suffer from a variety of disadvantages. For example quaternary ammonium salts, which have been most widely used, are difficult to incorporate in liquid products except at relatively low concentrations, are not easily dispersed in cold water and may, if used in excess, render the treated fabrics water repellant.
  • the fabric conditioning agent is an organofunctional polyalkyl siloxane having the general formula (I) wherein each R is independently an alkyl group containing 1 to 4 carbon atoms, each of R1, R2, and R3, is independently an alkyl group containing 1 to 24 carbon atoms or R3 is the group (CH2)q C00 ⁇ where q is 0 to 10,
  • A is a divalent hydrocarbon group interrupted by or substituted with one or more oxygen containing groups
  • X is an alkoxylated group
  • Z is a monovalent anion or the equivalent thereof
  • n and m are positive integers
  • p is a positive integer
  • r is a positive integer or zero such as to render the siloxane electrically neutral.
  • European Patent Application No. 166 122 discloses siloxanes of general formula (I) in which the substituent R3 is the group (CH2)qCOO ⁇ and q is 1. Their preparation and their use in hair conditioning compositions is also disclosed.
  • the organosilicone compounds within the general formula (I) can be prepared by a variety of methods. For example, one may use as a starting material a polysilicone compound having hydrogen atoms in the side chain, ie a compound of the general formula (II) and such materials are commercially available. By reaction with a suitable alkoxylated omega unsaturated alcohol, a suitable allyl epoxy ether and the acid salt of a tertiary amine, the compound of general formula (I) is obtained.
  • the preparation may include the procedure described in German Patent Application DE 3417912 (Th. Goldschmidt AG).
  • compositions for use in the method according to the invention may take a variety of forms. They may for example be a liquid or solid fabric washing product which, in addition to the fabric conditioning agent, may comprise surfactants selected from anionic, nonionic and cationic surfactant materials, mixtures thereof or with other surfactant materials, detergency builder materials such as water-soluble precipitating or sequestering builder materials or ion-exchange builder materials, bleaches such as peroxybleaches, optionally together with bleach activators, alkaline materials such as sodium silicate, fillers such as sodium sulphate and also the other conventional ingredients of such compositions.
  • surfactants selected from anionic, nonionic and cationic surfactant materials, mixtures thereof or with other surfactant materials, detergency builder materials such as water-soluble precipitating or sequestering builder materials or ion-exchange builder materials, bleaches such as peroxybleaches, optionally together with bleach activators, alkaline materials such as sodium silicate, fillers such as
  • compositions for use according to the invention may be in the form of a rinse conditioning composition, for example a liquid rinse conditioning composition which in addition to the fabric conditioning agent may comprise electrolytes, emulsifiers, viscosity modifying agents, thickeners, colourants and also the other conventional ingredients of such compositions.
  • a rinse conditioning composition for example a liquid rinse conditioning composition which in addition to the fabric conditioning agent may comprise electrolytes, emulsifiers, viscosity modifying agents, thickeners, colourants and also the other conventional ingredients of such compositions.
  • compositions for use in the method according to the invention may be in the form of a product for use in a hot air rotary dryer, for example in the form of a powder contained within a dispensing device or in the form of a coating on, or impregnation of, a flexible substrate material, which may be in sheet form.
  • compositions for use according to the invention may be in a form suitable for direct application to fabric, such as in the form of an aerosol spray containing at least the fabric conditioning agent and a suitable propellant.
  • any of the above products may contain, in addition to the siloxane conditioning agent, other fabric conditioning agents such as other fabric softeners (especially water-insoluble cationic and nonionic softeners), anti-static agents (especially water-soluble cationic materials), perfumes, drape imparting agents, crease resistance imparting agents and ironing aids.
  • fabric conditioning agents such as other fabric softeners (especially water-insoluble cationic and nonionic softeners), anti-static agents (especially water-soluble cationic materials), perfumes, drape imparting agents, crease resistance imparting agents and ironing aids.
  • Suitable water-insoluble cationic and nonionic softeners are disclosed in European Patent Application 122 141 (Unilever) and European Patent Application 59 502 (Procter and Gamble) incorporated herein by reference.
  • the total level of the polyalkylsiloxane and nonionic fabric softener lies between 3 to 30% by weight of the composition.
  • the total concentration of the polyalkyl siloxane and nonionic fabric softener will be between about 20 ppm and 500 ppm.
  • S929 a commercially available material Silicone 929 (ex Dow Corning) containing amine side groups
  • PWK a commercially available cationic fabric softener Prepagen WK, which is approximately dihardened tallow dimethyl ammonium chloride
  • S2 a polysiloxane of general formula I in which R, R1 and R2 are methyl, R3 is isopropyl, A is the group -(CH2)3OCH2CH(OH)CH2-, X is a randomly distributed group -0(C3H60)11 (C2H40)2H, n is 75, m is 5, p is 2 and Z is actetate;
  • S2A identical to S2 except that n is 94, m is 5 and p is 2;
  • S2B identical to S2 except that n is 75, m is 5 and p is 4;
  • GMS glycerol monostearate; Tween 60
  • Examples 1 to 7 are comparative.
  • Examples 8 to 10 are according to the invention.
  • compositions containing a nonionic fabric softener and a polysiloxane were prepared according to the formulations given below.
  • the compositions were prepared by melting the active ingredients at 70°C.
  • the molten mixture thus formed was dispersed into hot water at 70°C and cooled to room temperature.
  • Examples 11-14 were subjected to the following freeze/thaw test.
  • test composition was stored in a screw-capped polyethylene bottle for 16 hours at a temperature of about -10°C. The composition was then allowed to thaw at ambient temperatures for 8 hours.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Silicon Polymers (AREA)

Abstract

A method of conditioning fabrics comprises contacting the fabrics in an aqueous environment with a fabric conditioning agent. The fabric conditioning agent comprises an organofunctional polyalkyl siloxane having the general formula (I) wherein each R is independently an alkyl group containing 1 to 4 carbon atoms, each of R¹, R², and R³ is independently an alkyl group containing 1 to 24 carbon atoms, or R³ is the group (CH₂)qCOO⁻ where q is 0 to 10, A is divalent hydrocarbon group interrupted by or substituted with one or more oxygen containing groups, X is an alkoxylated group, Z is a monovalent anion or the equivalent thereof, n and m are positive integers, p is a positive integer and r is a positive integer or zero such as to render the siloxane electrically neutral.

Description

  • This invention relates to a method of conditioning fabrics and to compositions suitable for use in such methods.
  • It is known to condition fabrics, particularly during or immediately following a fabric washing process, to improve the properties of the treated fabrics. Usually this treatment includes the treatment with a fabric softening agent intended to soften and reduce the harshness of washed fabrics. The fabric softening agent may be included in a fabric washing composition, in a composition intended to be added to the rinse subsequent to washing the fabrics or included in a composition intended to be added with wet fabrics to a hot air dryer. In all cases the conditioning process takes place in an aqueous environment.
  • A number of fabric conditioning materials are known, including soap, smectite clays, quaternary ammonium salts and fatty amines. All these materials have been commercially used but suffer from a variety of disadvantages. For example quaternary ammonium salts, which have been most widely used, are difficult to incorporate in liquid products except at relatively low concentrations, are not easily dispersed in cold water and may, if used in excess, render the treated fabrics water repellant.
  • We have now discovered a class of fabric conditioning agents having particularly advantageous properties, and the invention is therefore characterised in that the fabric conditioning agent is an organofunctional polyalkyl siloxane having the general formula (I)
    Figure imgb0001
    wherein each R is independently an alkyl group containing 1 to 4 carbon atoms, each of R¹, R², and R³, is independently an alkyl group containing 1 to 24 carbon atoms or R³ is the group (CH₂)q C00⁻ where q is 0 to 10, A is a divalent hydrocarbon group interrupted by or substituted with one or more oxygen containing groups, X is an alkoxylated group, Z is a monovalent anion or the equivalent thereof, n and m are positive integers, p is a positive integer and r is a positive integer or zero such as to render the siloxane electrically neutral.
  • We are aware of British Patent No. 1 549 180 (Procter and Gamble) which discloses the combination of a cationic softener and a selected siloxane of general formula (I), except that A is a divalent hydrocarbon group.
  • European Patent Application No. 166 122 (Goldschmidt) discloses siloxanes of general formula (I) in which the substituent R³ is the group (CH₂)qCOO⁻ and q is 1. Their preparation and their use in hair conditioning compositions is also disclosed.
  • The organosilicone compounds within the general formula (I) can be prepared by a variety of methods. For example, one may use as a starting material a polysilicone compound having hydrogen atoms in the side chain, ie a compound of the general formula (II)
    Figure imgb0002
    and such materials are commercially available. By reaction with a suitable alkoxylated omega unsaturated alcohol, a suitable allyl epoxy ether and the acid salt of a tertiary amine, the compound of general formula (I) is obtained. Thus, starting with a polysilicone of general formula (II) in which R is methyl, n is 75 and m plus p is 7, reaction with suitable quantities of an alkoxylated unsaturated alcohol of the formula

    CH₂=CH-CH₂-O(C₃H₆0)₁₁(C₂H₄0)₂H,

    an allyl epoxy ether of the formula
    Figure imgb0003
    and the acid salt of a tertiary amine of the formula

    (CH₃)₂N CH(CH₃)₂ HOAc

    where OAc is acetate, will lead to the material S2 referred to below.
  • When the substituent R³ is the group (CH₂)q C00⁻, then the preparation may include the procedure described in German Patent Application DE 3417912 (Th. Goldschmidt AG).
  • The compositions for use in the method according to the invention may take a variety of forms. They may for example be a liquid or solid fabric washing product which, in addition to the fabric conditioning agent, may comprise surfactants selected from anionic, nonionic and cationic surfactant materials, mixtures thereof or with other surfactant materials, detergency builder materials such as water-soluble precipitating or sequestering builder materials or ion-exchange builder materials, bleaches such as peroxybleaches, optionally together with bleach activators, alkaline materials such as sodium silicate, fillers such as sodium sulphate and also the other conventional ingredients of such compositions.
  • Alternatively the compositions for use according to the invention may be in the form of a rinse conditioning composition, for example a liquid rinse conditioning composition which in addition to the fabric conditioning agent may comprise electrolytes, emulsifiers, viscosity modifying agents, thickeners, colourants and also the other conventional ingredients of such compositions.
  • Still further, the compositions for use in the method according to the invention may be in the form of a product for use in a hot air rotary dryer, for example in the form of a powder contained within a dispensing device or in the form of a coating on, or impregnation of, a flexible substrate material, which may be in sheet form.
  • Also the compositions for use according to the invention may be in a form suitable for direct application to fabric, such as in the form of an aerosol spray containing at least the fabric conditioning agent and a suitable propellant.
  • Any of the above products may contain, in addition to the siloxane conditioning agent, other fabric conditioning agents such as other fabric softeners (especially water-insoluble cationic and nonionic softeners), anti-static agents (especially water-soluble cationic materials), perfumes, drape imparting agents, crease resistance imparting agents and ironing aids.
  • Suitable water-insoluble cationic and nonionic softeners are disclosed in European Patent Application 122 141 (Unilever) and European Patent Application 59 502 (Procter and Gamble) incorporated herein by reference.
  • When the compositions are in the form of rinse conditioning compositions, the total level of the polyalkylsiloxane and nonionic fabric softener, if present, lies between 3 to 30% by weight of the composition. In use such compositions are added to water to form a liquor with which the fabrics to be treated are contacted. Generally, the total concentration of the polyalkyl siloxane and nonionic fabric softener will be between about 20 ppm and 500 ppm.
  • The invention will now be further described in the following non-limiting examples.
  • EXAMPLES 1-10
  • In these examples the following materials are referred to:

    S929 :      a commercially available material Silicone 929 (ex Dow Corning) containing amine side groups;

    PWK :      a commercially available cationic fabric softener Prepagen WK, which is approximately dihardened tallow dimethyl ammonium chloride;

    S2 :      a polysiloxane of general formula I in which R, R¹ and R² are methyl, R³ is isopropyl, A is the group -(CH₂)₃OCH₂CH(OH)CH₂-, X is a randomly distributed group -0(C₃H₆0)₁₁ (C₂H₄0)₂H, n is 75, m is 5, p is 2 and Z is actetate;

    S2A :      identical to S2 except that n is 94, m is 5 and p is 2;

    S2B :      identical to S2 except that n is 75, m is 5 and p is 4;

    GMS :      glycerol monostearate;

    Tween 60 :      polyoxyethylene sorbitan monostearate containing 20 ethylene oxide groups per molecule;

    Tween 65 :      polyoxylethylene sorbitan tristearate containing 20 ethylene oxide groups per molecule;

    Span 80 :      sorbitan monooleate.
  • In the following experiments, the softening performance of these materials was tested and compared with a water-only treatment.
  • In a laboratory scale apparatus, one 50g piece of 67/33 polyester cotton measuring about 15cm × 15cm was rinsed in 1 litre of a rinse liquor containing 0.1%, 0.2% or 0.4% of the tested material based on the weight of the fabric. After treatment the tested cloths were line dried and the terry towelling pieces were assessed for softness against standards. A softness ranking was given to each test cloth. The results obtained were as follows, lower softness numbers indicating better softness.
    Figure imgb0004
  • Examples 1 to 7 are comparative. Examples 8 to 10 are according to the invention.
  • The rewetability of the treated polyester cotton test cloths was then assessed using a modified Draves test (C.Z. Draves, Am. Dyestuff Reporter 28, 421-1939) in which the time in seconds is measured for a small piece of treated fabric placed on the surface of water to sink. The results were as follows:
    Figure imgb0005
  • These results demonstrate that the softening materials according to the invention provide fabric softening effects which are comparable with known softening materials, but also provide improved rewetability effects, especially in comparison with other silicone materials.
  • EXAMPLES 11-14
  • In these examples, compositions containing a nonionic fabric softener and a polysiloxane were prepared according to the formulations given below. The compositions were prepared by melting the active ingredients at 70°C. The molten mixture thus formed was dispersed into hot water at 70°C and cooled to room temperature.
  • The softness and rewetability of the treated polyester cotton cloths were tested as described above. The results obtained are as follows -
    Figure imgb0006
  • Examples 11-14 were subjected to the following freeze/thaw test.
  • The test composition was stored in a screw-capped polyethylene bottle for 16 hours at a temperature of about -10°C. The composition was then allowed to thaw at ambient temperatures for 8 hours.
  • The state of each composition was assessed visually after one freeze/thaw cycle.
    Figure imgb0007
  • These results show that the combination of the conditioning materials according to the invention with a nonionic fabric softener provide improved rewetability effects and are more freeze/thaw stable than compositions containing conventional cationic rinse conditioners.

Claims (4)

1. A method of conditioning fabrics which comprises the step of contacting fabrics in an aqueous environment with a fabric conditioning agent, characterised in that the fabric conditioning agent is an organofunctinal polyalkyl siloxane having the general formula (I)
Figure imgb0008
wherein each R is independently an alkyl group containing 1 to 4 carbon atoms, each of R¹ , R², and R³ is independently an alkyl group containing 1 to 24 carbon atoms, or R³ is the group (CH₂)qCOO⁻ where q is 0 to 10, A is divalent hydrocarbon group interrupted by or substituted with one or more oxygen containing groups, X is an alkoxylated group, Z is a monovalent anion or the equivalent thereof, n and m are positive integers, p is a positive integer and r is a positive integer or zero such as to render the siloxane electrically neutral.
2. A method of conditioning fabrics according to Claim 1 characterised in that the fabric conditioning agent further comprises a nonionic fabric softener.
3. A method of conditioning fabrics according to Claims 1 or 2 characterised in that the organofunctional polyalkyl siloxane is selected from the group consisting of organofunctional polyalkyl siloxanes of formula (I) in which
(i) m is 5, n is 75, p is 2;
(ii) m is 5, n is 94, p is 2; and
(iii)m is 5, n is 75, p is 4.
4. A method of conditioning fabrics according to any of Claims 1 to 3 characterised in that the organofunctional polysiloxane is such that R, R¹ and R² are each methyl, R³ is isopropyl, Z is acetate, A is -(CH₂)OCH₂CH(OH)CH₂ - and X is -O(C₃H₆O)₁₁ (C₂C₄O)₂H.
EP88301346A 1987-02-20 1988-02-18 Method of conditioning fabrics Withdrawn EP0288137A3 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB878704002A GB8704002D0 (en) 1987-02-20 1987-02-20 Conditioning fabrics & compositions
GB8704002 1987-02-20

Publications (2)

Publication Number Publication Date
EP0288137A2 true EP0288137A2 (en) 1988-10-26
EP0288137A3 EP0288137A3 (en) 1990-01-10

Family

ID=10612645

Family Applications (1)

Application Number Title Priority Date Filing Date
EP88301346A Withdrawn EP0288137A3 (en) 1987-02-20 1988-02-18 Method of conditioning fabrics

Country Status (4)

Country Link
EP (1) EP0288137A3 (en)
JP (1) JPS63243377A (en)
GB (2) GB8704002D0 (en)
ZA (1) ZA881180B (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5723426A (en) * 1996-02-29 1998-03-03 Zhen; Yueqian Liquid laundry detergent compositions containing surfactants and silicone emulsions
WO2009065664A1 (en) * 2007-11-21 2009-05-28 Unilever Plc Novel compounds for fabric treatment
WO2011002864A1 (en) 2009-06-30 2011-01-06 The Procter & Gamble Company Aminosilicone containing detergent compositions and methods of using same

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2648821A1 (en) * 1989-06-22 1990-12-28 Rhone Poulenc Chimie
US5164522A (en) * 1990-06-29 1992-11-17 Karlshamns Ab Cationic silicones
DE4222483A1 (en) * 1992-07-09 1994-01-13 Pfersee Chem Fab Organosiloxanes with residues containing nitrogen and with ether groups
DE59905052D1 (en) * 1998-11-14 2003-05-22 Goldschmidt Ag Th Polyetherquat functional polysiloxanes
DE10050933A1 (en) * 2000-10-13 2002-04-25 Ciba Sc Pfersee Gmbh Flowable non-crosslinked polyorganosiloxane for treatment of fabrics contains at least one quaternary group comprising at least one nitrogen atom, and at least one further polar radical
US6313256B1 (en) * 2000-12-06 2001-11-06 Siltech Llc Dimethicone copolyol amido quats
DE10115476A1 (en) 2001-03-29 2002-10-10 Wacker Chemie Gmbh Process for the treatment of organic fibers
DE10221521A1 (en) * 2002-05-14 2003-12-04 Ge Bayer Silicones Gmbh & Co Formulations of silicone softeners for textile finishing
CA3007929A1 (en) 2015-12-28 2017-07-06 Colgate-Palmolive Company Fabric conditioners

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0076625A1 (en) * 1981-10-03 1983-04-13 Dow Corning Limited Treating textile fibres
EP0166122A1 (en) * 1984-05-15 1986-01-02 Th. Goldschmidt AG Betain groups containing siloxanes, their preparation and their use in cosmetic preparations

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1549180A (en) * 1975-07-16 1979-08-01 Procter & Gamble Textile treating compositions
GB2110258B (en) * 1981-10-03 1985-06-12 Dow Corning Treating textile fibres

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0076625A1 (en) * 1981-10-03 1983-04-13 Dow Corning Limited Treating textile fibres
EP0166122A1 (en) * 1984-05-15 1986-01-02 Th. Goldschmidt AG Betain groups containing siloxanes, their preparation and their use in cosmetic preparations

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5723426A (en) * 1996-02-29 1998-03-03 Zhen; Yueqian Liquid laundry detergent compositions containing surfactants and silicone emulsions
WO2009065664A1 (en) * 2007-11-21 2009-05-28 Unilever Plc Novel compounds for fabric treatment
WO2011002864A1 (en) 2009-06-30 2011-01-06 The Procter & Gamble Company Aminosilicone containing detergent compositions and methods of using same
US8207105B2 (en) 2009-06-30 2012-06-26 The Procter And Gamble Company Aminosilicone containing detergent compositions and methods of using same

Also Published As

Publication number Publication date
ZA881180B (en) 1989-10-25
GB8704002D0 (en) 1987-03-25
GB8803761D0 (en) 1988-03-16
JPS63243377A (en) 1988-10-11
EP0288137A3 (en) 1990-01-10
GB2201433A (en) 1988-09-01

Similar Documents

Publication Publication Date Title
EP0021476B1 (en) Liquid fabric softener containing a quaternary ammonium salt and method of conditioning fabrics
US5180508A (en) Fabric softener rinsing agents
US4157307A (en) Liquid fabric softener
JPH03113077A (en) Composition for softening textile fabric
EP0326213A2 (en) A fabric treatment composition and the preparation thereof
GB1565808A (en) Fabric softeners and detergent compositions containing imidazolines derivatives
US5858960A (en) Fabric softening composition
EP0288137A2 (en) Method of conditioning fabrics
EP0038862B1 (en) Compositions containing amido amine salts, and their use as fabric softeners
JPS6342966A (en) Fiber conditioning method
EP0332270B1 (en) Fabric conditioning composition
JPH0215664B2 (en)
US4948520A (en) Softener composition
US3853770A (en) Fabric softener compositions
EP1175474B1 (en) Use of alkoxylated sugar esters in liquid aqueous softening compositions
JP2757892B2 (en) Composition for softening liquid textile products
EP0287199A2 (en) Method of conditioning fabrics
US3501335A (en) Fabric conditioner
KR900009221B1 (en) Fabric Conditioning Method
GB2202244A (en) Fabric conditioners
EP0885278B1 (en) Fabric softening composition
JPH024710B2 (en)
GB2032479A (en) Novel fabric softeners
JP3398230B2 (en) Liquid softener composition
JP3379852B2 (en) Liquid softener composition

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 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 IT LI NL SE

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: THE APPLICATION IS DEEMED TO BE WITHDRAWN

18D Application deemed to be withdrawn

Effective date: 19900301