WO1995008618A1 - Rinse conditioner - Google Patents

Rinse conditioner Download PDF

Info

Publication number
WO1995008618A1
WO1995008618A1 PCT/EP1994/002890 EP9402890W WO9508618A1 WO 1995008618 A1 WO1995008618 A1 WO 1995008618A1 EP 9402890 W EP9402890 W EP 9402890W WO 9508618 A1 WO9508618 A1 WO 9508618A1
Authority
WO
WIPO (PCT)
Prior art keywords
alkyl
rinse conditioner
cationic active
rinse
water insoluble
Prior art date
Application number
PCT/EP1994/002890
Other languages
French (fr)
Inventor
Sigrun Eriksen
Original Assignee
Unilever Plc
Unilever N.V.
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 Plc, Unilever N.V. filed Critical Unilever Plc
Priority to AU76147/94A priority Critical patent/AU7614794A/en
Priority to BR9407645A priority patent/BR9407645A/en
Priority to EP94926226A priority patent/EP0720645B1/en
Priority to DE69415546T priority patent/DE69415546T2/en
Priority to JP7509521A priority patent/JPH09503009A/en
Publication of WO1995008618A1 publication Critical patent/WO1995008618A1/en

Links

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
    • 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
    • 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
    • C11D3/0005Other compounding ingredients characterised by their effect
    • C11D3/001Softening compositions
    • 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

Definitions

  • This invention relates to Rinse Conditioners comprising a softening or anti-static component.
  • EP 111074 is typical and uses a silica to carry the softener.
  • a disadvantage of using a carrier such as silica is that it bulks up the product and serves no function beyond making the powder compatible with other ingredients that may be contained in a washing powder.
  • WO 92/18593 describes a granular fabric softening composition comprising a nonionic fabric softener and a single long alkyl chain cationic material.
  • the specification teaches that effective cationic softening compounds when used in granular form exhibit poor dispersion properties. It is well known to the person skilled in the art that poor dispersion of a fabric softening active can lead to poor softening of fabrics and unsightly deposition of clumps of fabric softening actives on the fabric.
  • EP 569 184 discloses use of the granular composition to form a pre-dilute which is then added to the dispenser drawer of the washing machine.
  • EP 568 297 discloses a granular fabric conditioner comprising a nonionic dispersing aid and a water insoluble cationic active having the formula:
  • each R x group is independently selected from C ⁇ alkyl, hydroxyalkyl or C 2 -C 4 alkenyl groups; and wherein each R 2 group is independently selected from C 2 . 27 alkyl or alkenyl groups and n is an integer from 0-5.
  • EP 0 239 910 discloses this problem and attempts to solve it by limiting the pH range of aqueous formulations.
  • the present invention mitigates the problems of both hydrolytic stability and of dispersion of a granular fabric conditioner.
  • a powdered rinse conditioner comprising: a) at least 40% by weight of a water insoluble cationic active having the formula:
  • R 1 is a C-_-C 4 alkyl groups
  • R 2 and R 3 are the same or different C 12 - C 22 alkyl or alkenyl groups and T is -C-0 or -O-C- or -O-C-0 and;
  • R 1 is a C--C 4 alkyl groups
  • R 2 and R 3 are the same or different C 12 - C 22 alkyl or alkenyl groups and T is -C-0 or -O-C- or -O-C-O;
  • the invention also discloses the use of a granular composition comprising a water insoluble cationic active having the formula:
  • R 1 is a C ⁇ alkyl groups
  • R 2 and R 3 are the same or different C 12 - C 22 alkyl or alkenyl groups and T is -C-0 or -O-C- or -O-C-0 for softening fabrics.
  • water insoluble cationic active has the formula:
  • R 1 is a C j -C 4 alkyl groups
  • R 2 and R 3 are the same or different C 12 - C 22 alkyl or alkenyl groups.
  • the water insoluble cationic active is N,N-di (tallowoyl-oxy-ethyl) N,N-dimethyl ammonium chloride. It is advantageous for good dissolution and dispersion if the temperature of the rinse water is above 10°C, preferably above 20°C. However an acceptable level of softening is achieved below 10°C.
  • the cationic active comprises more than 40% by weight of the powder and less than 95% by weight of the powder, more preferably the level of cationic active is greater than 60% by weight of the powder.
  • the powder may also contain a co-active at levels of up to 20%.
  • Preferred co-active are fatty acids.
  • the ratio of cationic active: fatty acid is greater than 6:1. More preferably the ratio of cationic active: fatty acid is 12:1, most preferably 20:1.
  • the fatty acid co-active may comprise hardened tallow fatty acid.
  • composition of the invention also contains a wetting aid.
  • a wetting aid may be defined as any material which promotes the ingress of water into the softening material thus aiding dispensing and dispersion of the material. In some instances the wetting aid may further boost softening.
  • Preferred wetting aids are nonionic materials such as sugar alcohols, alcohol ethoxylates, (poly) ethylene glycols and mixtures thereof.
  • alcohol ethoxylates preferably alcohol ethoxylates with a chain length between 9-20, most preferred due to superior biodegradability are alcohol ethoxylates with greater than 5 moles of ethylene oxide such as Dobanol 91-6EO (trademark ex Shell) and Genapol C100 (trademark ex Hoescht) .
  • level of wetting aid is between 1 wt% and 20 wt%.
  • the powder may also contain a flow aid and other ingredients commonly found in rinse conditioners such as perfume, antifoam, preservative, dye and dispersing aids such as low molecular weight cationics.
  • a flow aid and other ingredients commonly found in rinse conditioners such as perfume, antifoam, preservative, dye and dispersing aids such as low molecular weight cationics.
  • the quaternary ammonium material is biologically degradable.
  • the invention is of particular use when applied directly to the rinse liquor.
  • Comparative Examples are illustrated by a letter. Examples of the invention will be illustrated by a number.
  • Genapol C100* 3.2 3.2 3.2 The compositions were prepared by shearing the ingredients together.
  • 11 DEEDMAC is N,N- (ditallowoyl (-oxy-ethyl)N,N-dimethyl ammonium chloride ex Hoechst.
  • the dispersibility of the Examples in water was evaluated by weighing 5g of conditioner powder into a glass jar and adding 95g of de ineralised water (at 20°C or 7°C) . The jar was sealed and shaken for 2 seconds. The dispersion was filtered through pre-weighed polymon 43T (trademark) (150 urn) mesh. The mesh was then oven dried and the percentage residue calculated.
  • Example 1 has superior dispersibility to examples A & B when the water temperature is 20°C.
  • the softening properties on fabric of Examples A, B and 1 were evaluated by adding three 7.5 x 7.5 inch square of standard 8 terry towelling (40g) to cold US water. 1ml of sodium alkyl benzene sulphonate solution was added and the cloths stirred (80 rpm) for one minute. The cloth was removed from the pot and at the relevant time the product was added to the solution. The cloths were added to the pot and stirred for 5 minutes. The cloths were removed, spun dry and line dried overnight.
  • Softening of the fabrics was assessed by an expert panel of 4 people using a round robin paired comparison test protocol. Each panel member assessed four sets of test cloths. Each set of test cloths contained one cloth of each test system under evaluation. Panel members were asked to pick the softer cloth of each pair during evaluation. A "no difference" vote was not permitted. Softness scores were calculated using an "Analysis of Variance” technique. Higher values are indicative of better softening.
  • Example 1 softens better than Example A and B.

Abstract

A powdered rinse conditioner which exhibits good hydrolytic stability and disperses well in water. The powdered rinse conditioner comprises: a) a water insoluble cationic active having formula (I), in which R1 is a C¿1?-C4 alkyl group, R?2 and R3¿ are the same or different C¿12?-C22 alkyl or alkenyl groups, X?-¿ is softener-compatible anion and T is (A) or (B) or (C); b) a wetting aid.

Description

RINSE CONDITIONER
This invention relates to Rinse Conditioners comprising a softening or anti-static component.
In the past fabric conditioning has been carried out either during the rinsing step of a fabric washing and rinsing process or during tumble drying of the fabric. In almost all cases rinse conditioning is accomplished by adding a liquid dispersion of a rinse conditioning agent to the rinse liquor. The liquid dispersion was traditionally distributed and made available to consumers as a ready to use aqueous dispersion. More recently, concern for the environment and consumer convenience has led to the sale of concentrated aqueous dispersions which are either used in smaller amounts or are mixed with water to form a predilute before use.
In EP 234082 it has been proposed to supply rinse conditioner as a solid block. This approach requires the use of a special restraint for the block and may also require the modification of the washing machine to enable the block to be dissolved and dispensed by a spray system.
Various proposals have been made to supply fabric softener in granular or powdered form. EP 111074 is typical and uses a silica to carry the softener. A disadvantage of using a carrier such as silica is that it bulks up the product and serves no function beyond making the powder compatible with other ingredients that may be contained in a washing powder.
WO 92/18593 describes a granular fabric softening composition comprising a nonionic fabric softener and a single long alkyl chain cationic material. The specification teaches that effective cationic softening compounds when used in granular form exhibit poor dispersion properties. It is well known to the person skilled in the art that poor dispersion of a fabric softening active can lead to poor softening of fabrics and unsightly deposition of clumps of fabric softening actives on the fabric.
The problem of poor dispersion of granular compositions is overcome by EP 569 184. This application discloses use of the granular composition to form a pre-dilute which is then added to the dispenser drawer of the washing machine.
EP 568 297 discloses a granular fabric conditioner comprising a nonionic dispersing aid and a water insoluble cationic active having the formula:
Figure imgf000004_0001
(R1)3N+- (CH2)n CH
CH2OOCR2
wherein each Rx group is independently selected from C^ alkyl, hydroxyalkyl or C2-C4 alkenyl groups; and wherein each R2 group is independently selected from C2.27 alkyl or alkenyl groups and n is an integer from 0-5.
A further problem with some cationic fabric conditioning actives is that of hydrolytic stability. EP 0 239 910 (Procter and Gamble) discloses this problem and attempts to solve it by limiting the pH range of aqueous formulations.
The present invention mitigates the problems of both hydrolytic stability and of dispersion of a granular fabric conditioner.
According to the present invention there is provided a powdered rinse conditioner comprising: a) at least 40% by weight of a water insoluble cationic active having the formula:
Figure imgf000005_0001
10 in which R1 is a C-_-C4 alkyl groups, R2 and R3 are the same or different C12 - C22 alkyl or alkenyl groups and T is -C-0 or -O-C- or -O-C-0 and;
15 II II II o o o
b) a wetting aid.
20 There is further provided a process for softening fabrics which uses a granular rinse conditioner comprising a water insoluble cationic active having the formula:
Figure imgf000005_0002
30 in which R1 is a C--C4 alkyl groups, R2 and R3 are the same or different C12 - C22 alkyl or alkenyl groups and T is -C-0 or -O-C- or -O-C-O;
»
; 35 O O O The invention also discloses the use of a granular composition comprising a water insoluble cationic active having the formula:
Figure imgf000006_0001
in which R1 is a C^^ alkyl groups, R2 and R3 are the same or different C12 - C22 alkyl or alkenyl groups and T is -C-0 or -O-C- or -O-C-0 for softening fabrics.
II II II
0 0 0
It is preferred if the water insoluble cationic active has the formula:
Figure imgf000006_0002
in which R1 is a Cj-C4 alkyl groups, R2 and R3 are the same or different C12 - C22 alkyl or alkenyl groups.
It is further preferred if the water insoluble cationic active is N,N-di (tallowoyl-oxy-ethyl) N,N-dimethyl ammonium chloride. It is advantageous for good dissolution and dispersion if the temperature of the rinse water is above 10°C, preferably above 20°C. However an acceptable level of softening is achieved below 10°C.
Preferably the cationic active comprises more than 40% by weight of the powder and less than 95% by weight of the powder, more preferably the level of cationic active is greater than 60% by weight of the powder.
The powder may also contain a co-active at levels of up to 20%. Preferred co-active are fatty acids.
It is preferred if from about 1 wt% to about 15 wt% of fatty acid is present in the composition to boost softening.
Ideally the ratio of cationic active: fatty acid is greater than 6:1. More preferably the ratio of cationic active: fatty acid is 12:1, most preferably 20:1. The fatty acid co-active may comprise hardened tallow fatty acid.
The composition of the invention also contains a wetting aid. In the context of the present invention a wetting aid may be defined as any material which promotes the ingress of water into the softening material thus aiding dispensing and dispersion of the material. In some instances the wetting aid may further boost softening. Preferred wetting aids are nonionic materials such as sugar alcohols, alcohol ethoxylates, (poly) ethylene glycols and mixtures thereof. Of particular use with the present inventions are long chain alcohol ethoxylates preferably alcohol ethoxylates with a chain length between 9-20, most preferred due to superior biodegradability are alcohol ethoxylates with greater than 5 moles of ethylene oxide such as Dobanol 91-6EO (trademark ex Shell) and Genapol C100 (trademark ex Hoescht) . Preferably the level of wetting aid is between 1 wt% and 20 wt%.
Advantageously the powder may also contain a flow aid and other ingredients commonly found in rinse conditioners such as perfume, antifoam, preservative, dye and dispersing aids such as low molecular weight cationics.
It is advantageous for environmental reasons if the quaternary ammonium material is biologically degradable.
The invention is of particular use when applied directly to the rinse liquor.
The invention will now be described with reference to the following non-limiting examples:
Comparative Examples are illustrated by a letter. Examples of the invention will be illustrated by a number.
EXAMPLES
Examples were prepared according to the formulation in Table 1.
Table 1
Weight %
Composition Example 1 Example A Example B
DEEDMAC*11 89 - -
Stepantex* - 89 -
Arquad 2HT* - - 89
Perfume 3.8 3.8 3.8
Microsil 4 4 4
Genapol C100* 3.2 3.2 3.2 The compositions were prepared by shearing the ingredients together.
11 DEEDMAC is N,N- (ditallowoyl (-oxy-ethyl)N,N-dimethyl ammonium chloride ex Hoechst.
Trademark
The dispersibility of the Examples in water was evaluated by weighing 5g of conditioner powder into a glass jar and adding 95g of de ineralised water (at 20°C or 7°C) . The jar was sealed and shaken for 2 seconds. The dispersion was filtered through pre-weighed polymon 43T (trademark) (150 urn) mesh. The mesh was then oven dried and the percentage residue calculated.
The dispersibility results are illustrated in Table 2
Table 2
Example Residue at 20°C Residue at 7°C
1 2.5 14
A 21 14
B 21 18
The results show the Example 1 has superior dispersibility to examples A & B when the water temperature is 20°C.
The softening properties on fabric of Examples A, B and 1 were evaluated by adding three 7.5 x 7.5 inch square of standard 8 terry towelling (40g) to cold US water. 1ml of sodium alkyl benzene sulphonate solution was added and the cloths stirred (80 rpm) for one minute. The cloth was removed from the pot and at the relevant time the product was added to the solution. The cloths were added to the pot and stirred for 5 minutes. The cloths were removed, spun dry and line dried overnight.
Softening of the fabrics was assessed by an expert panel of 4 people using a round robin paired comparison test protocol. Each panel member assessed four sets of test cloths. Each set of test cloths contained one cloth of each test system under evaluation. Panel members were asked to pick the softer cloth of each pair during evaluation. A "no difference" vote was not permitted. Softness scores were calculated using an "Analysis of Variance" technique. Higher values are indicative of better softening.
The softening scores of Examples A, B and 1 are illustrated below.
Example Softening Score (7°C)
1 88
A 42
B 42
It is thus demonstrated that Example 1 softens better than Example A and B.

Claims

1. A powdered rinse conditioner comprising:
a) a water insoluble cationic active having the formula:
Figure imgf000011_0001
in which R1 is a ^C.. alkyl group, R2 and R3 are the same or different C12 - C22 alkyl or alkenyl groups,
X" is a softener-compatible anion and T is -C-O or -O-C- or -O-C-O;
II II II 0 0 0
b) a wetting aid.
2. A granular rinse conditioner according to claim 1 in which the water insoluble cationic active has the formula:
Figure imgf000011_0002
in which R1 is a C1-C4 alkyl groups, R2 and R3 are the same or different C12 - C22 alkyl or alkenyl groups and X" is a softener-compatible anion.
3. A granular rinse conditioner according to claim 2 in which the water insoluble cationic active is N,N- di (tallowoyl-oxy-ethyl) N,N-dimethyl ammonium chloride.
4. A granular rinse conditioner according to any preceding claim in which the wetting aid is a nonionic active.
5. A rinse conditioner according to any preceding claim in which the cationic active comprises more than 40% by weight of the powder.
6. A rinse conditioner according to any preceding claim in which the level of wetting aid is between 1 wt% and 20 wt%.
7. A rinse conditioner according to any preceding claim which further comprises between 1 wt% and 15 wt% fatty acid.
8. A process for softening fabrics comprising the steps of adding to the rinse liquor a granular rinse conditioner composition comprising a water insoluble cationic active having the formula:
Figure imgf000012_0001
R1 (CH2)n-T-R2 in which R1 is a C--C4 alkyl groups, R2 and R3 are the same or different C12 - C22 alkyl or alkenyl groups and T is -C-0 or -O-C- or -0-C-O;
II II II o o o
9. Use of a granular rinse conditioning composition comprising a water insoluble cationic active having the formula:
Figure imgf000013_0001
in which R1 is a C__-C4 alkyl groups, R2 and R3 are the same or different C12 - C22 alkyl or alkenyl groups and T is -C-O or -O-C- or -O-C-0 for softening fabrics.
O O O
PCT/EP1994/002890 1993-09-22 1994-08-30 Rinse conditioner WO1995008618A1 (en)

Priority Applications (5)

Application Number Priority Date Filing Date Title
AU76147/94A AU7614794A (en) 1993-09-22 1994-08-30 Rinse conditioner
BR9407645A BR9407645A (en) 1993-09-22 1994-08-30 Rinse conditioner process for fabric softening and use of a rinse conditioning composition
EP94926226A EP0720645B1 (en) 1993-09-22 1994-08-30 Rinse conditioner
DE69415546T DE69415546T2 (en) 1993-09-22 1994-08-30 CONDITIONING DETERGENT
JP7509521A JPH09503009A (en) 1993-09-22 1994-08-30 Rinse conditioner

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB9319566.7 1993-09-22
GB939319566A GB9319566D0 (en) 1993-09-22 1993-09-22 Rinse conditioner

Publications (1)

Publication Number Publication Date
WO1995008618A1 true WO1995008618A1 (en) 1995-03-30

Family

ID=10742357

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP1994/002890 WO1995008618A1 (en) 1993-09-22 1994-08-30 Rinse conditioner

Country Status (8)

Country Link
EP (1) EP0720645B1 (en)
JP (1) JPH09503009A (en)
AU (1) AU7614794A (en)
BR (1) BR9407645A (en)
DE (1) DE69415546T2 (en)
ES (1) ES2124909T3 (en)
GB (1) GB9319566D0 (en)
WO (1) WO1995008618A1 (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0754215B1 (en) * 1994-04-07 2001-05-23 Unilever Plc Fabric softening composition
WO2003050218A1 (en) * 2001-12-05 2003-06-19 The Procter & Gamble Company A softening-through-the-wash composition

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6984618B2 (en) 2001-12-05 2006-01-10 The Procter & Gamble Company Softening-through-the wash composition

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0547723A1 (en) * 1991-12-18 1993-06-23 Colgate-Palmolive Company Free-flowing powder fabric softening composition and process for its manufacture
EP0568297A1 (en) * 1992-04-28 1993-11-03 Unilever Plc Rinse conditioner
WO1994007978A1 (en) * 1992-09-28 1994-04-14 Henkel Kommanditgesellschaft Auf Aktien Process for producing powdered or granular detergent mixtures
WO1994007979A1 (en) * 1992-09-28 1994-04-14 The Procter & Gamble Company Method for using solid particulate fabric softener in automatic dosing dispenser

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0547723A1 (en) * 1991-12-18 1993-06-23 Colgate-Palmolive Company Free-flowing powder fabric softening composition and process for its manufacture
EP0568297A1 (en) * 1992-04-28 1993-11-03 Unilever Plc Rinse conditioner
EP0569184A1 (en) * 1992-04-28 1993-11-10 Unilever Plc Rinse conditioner
WO1994007978A1 (en) * 1992-09-28 1994-04-14 Henkel Kommanditgesellschaft Auf Aktien Process for producing powdered or granular detergent mixtures
WO1994007979A1 (en) * 1992-09-28 1994-04-14 The Procter & Gamble Company Method for using solid particulate fabric softener in automatic dosing dispenser

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0754215B1 (en) * 1994-04-07 2001-05-23 Unilever Plc Fabric softening composition
WO2003050218A1 (en) * 2001-12-05 2003-06-19 The Procter & Gamble Company A softening-through-the-wash composition

Also Published As

Publication number Publication date
EP0720645B1 (en) 1998-12-23
BR9407645A (en) 1997-01-21
AU7614794A (en) 1995-04-10
GB9319566D0 (en) 1993-11-10
ES2124909T3 (en) 1999-02-16
DE69415546D1 (en) 1999-02-04
DE69415546T2 (en) 1999-05-12
JPH09503009A (en) 1997-03-25
EP0720645A1 (en) 1996-07-10

Similar Documents

Publication Publication Date Title
US5525244A (en) Rinse conditioner
CA1340346C (en) Fabric treatment composition and the preparation thereof
JP2611035B2 (en) Composition for softening textile products
US4379059A (en) Fabric softening composition and a process for preparing it from cationic surfactant and thickener
US10428295B2 (en) Fabric wrinkle reduction composition
EP2007860B1 (en) Rinse-added fabric treatment composition
EP0787793B1 (en) Fabric softening composition
CA1232414A (en) Aqueous fabric softening composition
CA1329682C (en) Isotropic fabric softener composition containing fabric mildewstat
EP0107479B1 (en) Fabric conditioning composition
EP0720645B1 (en) Rinse conditioner
EP0754217B1 (en) Fabric softening composition
CA1192004A (en) Method of softening fabrics
EP0368383A2 (en) Fabric conditioner
CA1130059A (en) Fabric conditioning compositions

Legal Events

Date Code Title Description
AK Designated states

Kind code of ref document: A1

Designated state(s): AM AT AU BB BG BR BY CA CH CN CZ DE DK ES FI GB GE HU JP KE KG KP KR KZ LK LT LU LV MD MG MN MW NL NO NZ PL PT RO RU SD SE SI SK TJ TT UA UZ VN

AL Designated countries for regional patents

Kind code of ref document: A1

Designated state(s): KE MW SD AT BE CH DE DK ES FR GB GR IE IT LU MC NL PT SE BF BJ CF CG CI CM GA GN ML MR NE SN TD TG

DFPE Request for preliminary examination filed prior to expiration of 19th month from priority date (pct application filed before 20040101)
121 Ep: the epo has been informed by wipo that ep was designated in this application
WWE Wipo information: entry into national phase

Ref document number: 1994926226

Country of ref document: EP

WWP Wipo information: published in national office

Ref document number: 1994926226

Country of ref document: EP

REG Reference to national code

Ref country code: DE

Ref legal event code: 8642

NENP Non-entry into the national phase

Ref country code: CA

WWG Wipo information: grant in national office

Ref document number: 1994926226

Country of ref document: EP