EP0728178B1 - Fabric conditioning composition - Google Patents

Fabric conditioning composition Download PDF

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Publication number
EP0728178B1
EP0728178B1 EP94929545A EP94929545A EP0728178B1 EP 0728178 B1 EP0728178 B1 EP 0728178B1 EP 94929545 A EP94929545 A EP 94929545A EP 94929545 A EP94929545 A EP 94929545A EP 0728178 B1 EP0728178 B1 EP 0728178B1
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EP
European Patent Office
Prior art keywords
alkyl
fabric
formula
conditioning composition
composition according
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EP94929545A
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German (de)
French (fr)
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EP0728178B2 (en
EP0728178A1 (en
Inventor
Stuart Bernard Fraser
William Frederick Soutar Neillie
Jeremy Nicholas Ness
Jacqueline Marie Thorpe
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Unilever PLC
Unilever NV
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Unilever PLC
Unilever NV
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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
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/0005—Other compounding ingredients characterised by their effect
    • C11D3/001—Softening compositions
    • C11D3/0015—Softening compositions liquid
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/88—Ampholytes; Electroneutral compounds
    • C11D1/94—Mixtures with anionic, cationic or non-ionic compounds
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38—Cationic compounds
    • C11D1/62—Quaternary ammonium compounds
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/88—Ampholytes; Electroneutral compounds
    • C11D1/90—Betaines

Definitions

  • the present invention relates to a fabric conditioning composition, in particular the invention relates to aqueous dispersions of fabric conditioning compositions comprising a water insoluble quaternary ammonium material and a zwitterionic compound suitable for a rinse-added fabric softener compositions.
  • Rinse added fabric conditioning composition are known.
  • Such compositions contain a water insoluble quaternary ammonium fabric softening agent dispersed in water at a level of softening agent up to about 7 wt%, in which case the compositions are considered dilute, or at levels from 7 wt% to 50 wt%, in which case the compositions are known as concentrates.
  • a further problem that arises in colder climates is when a fabric conditioner is transported or stored in a cold place the product gels to form a solid. In some cases the product does not recover and in others the time taken to thaw back to a liquid product frequently takes a couple of days. This poses a problem to supermarkets whom can not place the frozen product directly onto supermarket shelves.
  • EP 280 550 and EP 507 478 disclose the use of selected nonionic stabilising agents to overcome the poor stability. However no mention is made of the instability of the formulation when perfume is added.
  • US 3 984 335 discloses compositions containing a quaternised fatty amine and a fatty acid zwitterionic compound as a softening agent.
  • Zwitterionic softening agents such as amine oxides are disclosed in EP 0 332 270 (Unilever) in combination with cationic softening agents and an amine.
  • EP 0 326 213 discloses a fabric treatment composition
  • a fabric treatment composition comprising one or more water-soluble amphoteric fabric conditioning materials, preferably an amine oxide and a coactive material, the weight ratio of the amphoteric material to co-active being from 5:1 to 50:1.
  • the co-active may be a cationic, nonionic or semi-polar surfactant.
  • the present invention aids recovery of a liquid fabric conditioner from a frozen state to a homogeneous liquid.
  • the present invention claims a fabric conditioning composition comprising greater than 7 wt% of a biodegradable quaternary ammonium with at least one ester link, fabric softening agent, characterised in that the composition further comprises from 0.1 to 8 wt% of a zwitterionic compound of the formula: wherein R is an C 7 - 27 alkyl or alkenyl group; R 1 and R 2 are independently selected from C 1-4 alkyl groups; a is an integer from 0 to 1; b and c are independently selected from integers from 1 to 4; Z is oxygen or nitrogen and X is a compatible anion.
  • the anion may be protonated.
  • the invention also discloses the use of an alkyl amido propyl dimethyl amino acetic acid betaine of the formula: wherein R is a C 11-17 alkyl chain or mixtures thereof, to stabilise a perfumed fabric conditioner or to form a concentrated fabric conditioner.
  • the cationic active used in the present invention comprises a water insoluble cationic fabric softening agent comprising a biodegradable quaternary ammonium material with at least one ester link.
  • Preferred materials are water insoluble cationic fabric softening agents comprising a compound having two C12-28 alkyl or alkenyl groups connected to a quaternary nitrogen via an ester link.
  • softening compounds having the formula: in which R 1 is a C 1 -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 the same or different. groups and X - is a water soluble anion.
  • the quaternary ammonium material is of the formula wherein R 1 , R 2 and R 3 are each an alkyl or hydroxyalkyl group containing from 1 to 4 carbon atoms, or an alkenyl with 2 to 4 carbon atoms, or a benzyl group, R 4 and R 5 are each alkyl chains containing from 8 to 28 carbon atoms and X - is a water soluble anion.
  • water insoluble cationic active is N,N-dihardened(tallowoyl-oxy) N,N-trimethyl ammoniopropane chloride
  • the level of ester linked ammonium compound is above 7 % by weight of the composition; more preferably above 15% by weight of the composition; most preferably from 15% to 40% by weight of the composition.
  • the zwitterionic material used in the present invention is an alkyl amido propyl dimethyl amino acetic acid betaine of the formula: wherein R is a C 11-17 alkyl chain or mixtures thereof.
  • the level of zwitterionic material is preferably from 0.1 wt% to 8 wt% of the composition; more preferably from 0.4 wt% to 5 wt% of the total composition.
  • the fabric conditioning composition may be formed from any base but it is especially preferred if the base is aqueous.
  • the composition may also contain long chain fatty acid material for example C 8 - C 24 alkyl or alkenyl monocarboxylic acids or polymers thereof.
  • long chain fatty acid material for example C 8 - C 24 alkyl or alkenyl monocarboxylic acids or polymers thereof.
  • saturated fatty acids are used, in particular hardened tallow C 16 - C 18 fatty acids.
  • the fatty acid is non-saponified, more preferably the fatty acid is free for example oleic acid. lauric acid or tallow fatty acid.
  • the level of fatty acid material is preferably more than 0.1%, more preferably more than 0.2% by weight. Especially preferred are dilutes in which the fatty acid material is present from 0.25 wt% to 20 wt%..
  • the weight ratio of quaternary ammonium compound to fatty acid material is preferably from 1:10 to 10:1.
  • the composition can also contain one or more optional ingredients, selected from the group consisting of nonaqueous solvents, pH buffering agents, perfumes, perfume carriers, inorganic salts, fluorescers, colorants, hydrotopes, antifoaming agents, antiredeposition agents, enzymes, optical brighteners, opacifiers, antishrinking agents, drape imparting agents, antistatic agents and ironing aids and concentrating agents such as glycerol monostearate.
  • one or more optional ingredients selected from the group consisting of nonaqueous solvents, pH buffering agents, perfumes, perfume carriers, inorganic salts, fluorescers, colorants, hydrotopes, antifoaming agents, antiredeposition agents, enzymes, optical brighteners, opacifiers, antishrinking agents, drape imparting agents, antistatic agents and ironing aids and concentrating agents such as glycerol monostearate.
  • ethoxylated fatty alcohols are present in the composition. It is especially advantageous if they are present from 0.5 wt% to 2 wt% of the total composition.
  • the perfume may be encapsulated or free.
  • the level of perfume in the product is preferably above 0.1 wt%, more preferably between 0.5wt% and 3.0 wt%.
  • composition may also contain nonionic fabric softening agents such as lanolin and derivatives thereof.
  • the viscosities of these fabric compositions lie in the range from 15 mPa.s to 120 mPa.s at a shear rate of 110s -1 .
  • compositions of the invention preferably have a pH of more than 2, more preferably between 2 and 5.
  • Liquid fabric softening agents were made up as follows:
  • the cationic fabric softening agent and nonionic stabilising agent were premixed and heated together to form a clear melt.
  • the molten mixture thus formed was added over a period of at least one minute to water at ambient temperature with constant stirring to form a dispersion.
  • Perfume was added to the aqueous mixture. Addition of the zwitterionic material occurred either
  • HT TMAPC is 1,2 dihardened tallowyloxy trimethyl ammoniopropane chloride ex Hoescht.
  • Tego betaine L is Alkyl amido propyl dimethyl amino acetic acid betaine ex Shell.
  • Example 7 and Example G flocculated on addition of perfume. However Example 7 needed twice as much perfume to flocculate as Example G.
  • Example H Dihardened tallow dimethyl ammonium chloride 10.8 10.8 Dihardened tallow fatty acid 2.7 2.7 Ethylene glycol 9.0 9.0 Tallow alcohol 35 EO 1.0 1.0 Tego betaine 0.6 - Water -- to 100 --
  • Examples 1 to 4 and example 7 recovered from freezing within 1 to 2 hours.
  • Examples A to D and example recovered from freezing within 2 to 4 days.
  • Example 8 recovered from freezing within 1 hour.
  • Example H recovered from freezing within 4 hours.
  • Example I was prepared according to method a or b. Flocculation occurred within 1 week at room temperature no matter what method or preparation was used. It is thus shown that not all amphoteric compounds are suitable for use with this invention.

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  • 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)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Detergent Compositions (AREA)

Description

Field of the Invention
The present invention relates to a fabric conditioning composition, in particular the invention relates to aqueous dispersions of fabric conditioning compositions comprising a water insoluble quaternary ammonium material and a zwitterionic compound suitable for a rinse-added fabric softener compositions.
Background of the Invention
Rinse added fabric conditioning composition are known. Typically such compositions contain a water insoluble quaternary ammonium fabric softening agent dispersed in water at a level of softening agent up to about 7 wt%, in which case the compositions are considered dilute, or at levels from 7 wt% to 50 wt%, in which case the compositions are known as concentrates.
In US 4 137 180 (Lever Brothers Company) discloses cationic di-esters of the formula
Figure 00010001
wherein R1, R2 and R3 are each an alkyl or hydroxyalkyl group containing from 1 to 4 carbon atoms, or a benzyl group, R4 and R5 are each alkyl chains containing from 11 to 23 carbon atoms and X- is a water soluble anion.
One of the problems associated with many fabric conditioning compositions including those containing cationic di-esters as disclosed in US 4 137 180 is the physical instability of these compounds, the problem is aggravated at high and low temperatures and by the addition of perfume. When a fabric conditioner is in concentrated form the stability issue is further exacerbated and for this reason concentrated conditioners with high levels of perfume are rarely marketed. Even when the perfume is encapsulated in a solid matrix, stability problems can occur due to leakage of the capsules.
A further problem that arises in colder climates is when a fabric conditioner is transported or stored in a cold place the product gels to form a solid. In some cases the product does not recover and in others the time taken to thaw back to a liquid product frequently takes a couple of days. This poses a problem to supermarkets whom can not place the frozen product directly onto supermarket shelves.
EP 280 550 and EP 507 478 (Unilever) disclose the use of selected nonionic stabilising agents to overcome the poor stability. However no mention is made of the instability of the formulation when perfume is added.
US 3 984 335 (Ciko et al) discloses compositions containing a quaternised fatty amine and a fatty acid zwitterionic compound as a softening agent.
Zwitterionic softening agents such as amine oxides are disclosed in EP 0 332 270 (Unilever) in combination with cationic softening agents and an amine.
EP 0 326 213 discloses a fabric treatment composition comprising one or more water-soluble amphoteric fabric conditioning materials, preferably an amine oxide and a coactive material, the weight ratio of the amphoteric material to co-active being from 5:1 to 50:1. The co-active may be a cationic, nonionic or semi-polar surfactant.
The problem of forming a concentrated fabric conditioner with relatively high levels of perfume is mitigated by the present invention.
Furthermore the present invention aids recovery of a liquid fabric conditioner from a frozen state to a homogeneous liquid.
Description of the Invention
The present invention claims a fabric conditioning composition comprising greater than 7 wt% of a biodegradable quaternary ammonium with at least one ester link, fabric softening agent, characterised in that the composition further comprises from 0.1 to 8 wt% of a zwitterionic compound of the formula:
Figure 00040001
wherein R is an C7-27 alkyl or alkenyl group; R1 and R2 are independently selected from C1-4 alkyl groups; a is an integer from 0 to 1; b and c are independently selected from integers from 1 to 4; Z is oxygen or nitrogen and X is a compatible anion.
At low pH's the anion may be protonated.
The invention also discloses the use of an alkyl amido propyl dimethyl amino acetic acid betaine of the formula:
Figure 00050001
wherein R is a C11-17 alkyl chain or mixtures thereof, to stabilise a perfumed fabric conditioner or to form a concentrated fabric conditioner.
The cationic active used in the present invention comprises a water insoluble cationic fabric softening agent comprising a biodegradable quaternary ammonium material with at least one ester link. Preferred materials are water insoluble cationic fabric softening agents comprising a compound having two C12-28 alkyl or alkenyl groups connected to a quaternary nitrogen via an ester link.
Of particular interest with the present invention are softening compounds having the formula:
Figure 00060001
in which R1 is a C1-C4 alkyl groups, R2 and R3 are the same or different C12-C22 alkyl or alkenyl groups and T is the same or different.
Figure 00060002
groups and X- is a water soluble anion.
It is especially preferred if the quaternary ammonium material is of the formula
Figure 00070001
wherein R1, R2 and R3 are each an alkyl or hydroxyalkyl group containing from 1 to 4 carbon atoms, or an alkenyl with 2 to 4 carbon atoms, or a benzyl group, R4 and R5 are each alkyl chains containing from 8 to 28 carbon atoms and X- is a water soluble anion.
It is further preferred if the water insoluble cationic active is N,N-dihardened(tallowoyl-oxy) N,N-trimethyl ammoniopropane chloride
Preferred materials and their method of preparation are 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-tallow, 2-hydroxytrimethyl ammonium propane chloride.
The level of ester linked ammonium compound is above 7 % by weight of the composition; more preferably above 15% by weight of the composition; most preferably from 15% to 40% by weight of the composition.
It is advantageous if the zwitterionic material used in the present invention is an alkyl amido propyl dimethyl amino acetic acid betaine of the formula:
Figure 00080001
wherein R is a C11-17 alkyl chain or mixtures thereof.
The level of zwitterionic material is preferably from 0.1 wt% to 8 wt% of the composition; more preferably from 0.4 wt% to 5 wt% of the total composition.
The fabric conditioning composition may be formed from any base but it is especially preferred if the base is aqueous.
The composition may also contain long chain fatty acid material 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%, more preferably more than 0.2% by weight. Especially preferred are dilutes in which the fatty acid material is present from 0.25 wt% to 20 wt%.. The weight ratio of quaternary ammonium compound to fatty acid material is preferably from 1:10 to 10:1.
The composition can also contain one or more optional ingredients, selected from the group consisting of nonaqueous solvents, pH buffering agents, perfumes, perfume carriers, inorganic salts, fluorescers, colorants, hydrotopes, antifoaming agents, antiredeposition agents, enzymes, optical brighteners, opacifiers, antishrinking agents, drape imparting agents, antistatic agents and ironing aids and concentrating agents such as glycerol monostearate.
It is also preferable if ethoxylated fatty alcohols are present in the composition. It is especially advantageous if they are present from 0.5 wt% to 2 wt% of the total composition.
The perfume may be encapsulated or free. The level of perfume in the product is preferably above 0.1 wt%, more preferably between 0.5wt% and 3.0 wt%.
The composition may also contain nonionic fabric softening agents such as lanolin and derivatives thereof.
It is desirable if the viscosities of these fabric compositions lie in the range from 15 mPa.s to 120 mPa.s at a shear rate of 110s-1.
The compositions of the invention preferably have a pH of more than 2, more preferably between 2 and 5.
The invention will now be illustrated by the following nonlimiting examples.
EXAMPLES
In the examples all percentages are expressed by weight.
Comparative examples are represented by a letter while examples of the invention are represented by a number.
Preparation of Fabric Conditioning Composition
Liquid fabric softening agents were made up as follows:
The cationic fabric softening agent and nonionic stabilising agent were premixed and heated together to form a clear melt. The molten mixture thus formed was added over a period of at least one minute to water at ambient temperature with constant stirring to form a dispersion. Perfume was added to the aqueous mixture. Addition of the zwitterionic material occurred either
  • a) to the molten melt
  • b) to the aqueous mixture prior to or with the addition of the perfume.
    • Examples 1, 2, 3, 4, 5, 6, A, B, C, D, E and F
    Figure 00120001
    HT TMAPC is 1,2 dihardened tallowyloxy trimethyl ammoniopropane chloride ex Hoescht.
    Tego betaine L is Alkyl amido propyl dimethyl amino acetic acid betaine ex Shell.
    The Examples were prepared according to method a) or b) above.
    Examples A, B, E and F flocculated within 12 hours at ambient temperature Examples 1, 2, 5 and 6 remained stable for several months at ambient temperature.
    Storage results for Exmaples 3, 4, C and D were as follows:
    Example Time taken for flocculation to occur.
    37°C 45°C 20°C
    3 6 months 2 weeks > 6 months
    C 4 weeks 1 day 3 months
    4 4 months 2 weeks > 6 months
    D 4 weeks 1 day 3 months
    Examples 7 and G
    Example wt%
    Composition 7 G
    HT TMPAC 24 24
    Tego betaine 0.6 -
    Perfume 0.8 0.4
    Tallow alcohol 1.0 1.0
    Calcium chloride 0.2 0.2
    Water --- to 100 wt% ---
    Both Example 7 and Example G flocculated on addition of perfume. However Example 7 needed twice as much perfume to flocculate as Example G.
    Example 8 and H
    Composition % wt
    Example 8 Example H
    Dihardened tallow dimethyl ammonium chloride 10.8 10.8
    Dihardened tallow fatty acid 2.7 2.7
    Ethylene glycol 9.0 9.0
    Tallow alcohol 35 EO 1.0 1.0
    Tego betaine 0.6 -
    Water -- to 100 --
    Examples 1 to 4, 7, 8, A to D, G and H were frozen.
    Examples 1 to 4 and example 7 recovered from freezing within 1 to 2 hours.
    Examples A to D and example recovered from freezing within 2 to 4 days.
    Example 8 recovered from freezing within 1 hour.
    Example H recovered from freezing within 4 hours.
    It is thus demonstrated that the presence of a zwitterionic material aids recovery from freezing. The recovery from freezing is most enhanced with materials containing an ester link.
    Example I
    Composition % wt
    Example I
    HT TMPAC 24
    lauryldimethyl amine oxide 1
    Perfume 0.5
    Tallow alcohol 35EO 1.0
    Calcium chloride 0.2
    Water --- to 100 wt% ---
    Example I was prepared according to method a or b. Flocculation occurred within 1 week at room temperature no matter what method or preparation was used. It is thus shown that not all amphoteric compounds are suitable for use with this invention.

    Claims (9)

    1. A fabric conditioning composition comprising greater than 7 wt% of a fabric softening agent which is a biodegradable quaternary ammonium with at least one ester link characterised in that the composition further comprises 0.1 to 8 wt% of a zwitterionic compound of the formula:
      Figure 00160001
      wherein R is an C7-27 alkyl or alkenyl group; R1 and R2 are independently selected from C1-4 alkyl groups; a is an integer from 0 to 1; b and c are independently selected from integers from 1 to 4; Z is oxygen or nitrogen and X is a compatible anion.
    2. A fabric conditioning composition according to Claim 1 in which the biodegradable quaternary ammonium fabric softening agent comprises a compound having two C12-28 alkyl or alkenyl groups connected to a quaternary nitrogen via an ester link.
    3. A fabric conditioning composition according to Claim 2 in which the biodegradable quaternary ammonium fabric softening agent is of the formula:
      Figure 00170001
      wherein R1, R2 and R3 are each an alkyl or hydroxyalkyl group containing from 1 to 4 carbon atoms, or an alkenyl with 2 to 4 carbon atoms, or a benzyl group, R4 and R5 are each alkyl chains containing from 8 to 28 carbon atoms and X is a water soluble anion.
    4. A fabric conditioning composition according to any preceding claim in which the zwitterionic material is an alkyl amido propyl dimethyl amino acetic acid betaine of the formula:
      Figure 00170002
      wherein R is a C11-17 alkyl chain or mixtures thereof.
    5. A fabric conditioning composition according to any preceeding claim in which the level of zwitterionic material is from 0.4 wt% to 5 wt%.
    6. A fabric conditioner according to any preceding claim which comprises an aqueous base.
    7. A composition according to any preceding claim which further comprises a fatty acid.
    8. Use of an alkyl amido propyl dimethyl amino acetic acid betaine of the formula:
      Figure 00180001
      wherein R is a C11-17 alkyl chain or mixtures thereof, to stabilise a perfumed fabric conditioner.
    9. Use of an alkyl amido propyl dimethyl amino acetic acid betaine of the formula:
      Figure 00180002
      wherein R is a C11-17 alkyl chain or mixtures thereof, to form a concentrated fabric conditioner.
    EP94929545A 1993-11-11 1994-10-13 Fabric conditioning composition Expired - Lifetime EP0728178B2 (en)

    Applications Claiming Priority (3)

    Application Number Priority Date Filing Date Title
    GB9323268 1993-11-11
    GB939323268A GB9323268D0 (en) 1993-11-11 1993-11-11 Fabric comditioning composition
    PCT/EP1994/003388 WO1995013346A1 (en) 1993-11-11 1994-10-13 Fabric conditioning composition

    Publications (3)

    Publication Number Publication Date
    EP0728178A1 EP0728178A1 (en) 1996-08-28
    EP0728178B1 true EP0728178B1 (en) 1999-12-22
    EP0728178B2 EP0728178B2 (en) 2004-01-28

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    Family Applications (1)

    Application Number Title Priority Date Filing Date
    EP94929545A Expired - Lifetime EP0728178B2 (en) 1993-11-11 1994-10-13 Fabric conditioning composition

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    EP (1) EP0728178B2 (en)
    JP (1) JPH09504839A (en)
    AU (1) AU7855994A (en)
    BR (1) BR9408021A (en)
    DE (1) DE69422305T3 (en)
    ES (1) ES2140563T5 (en)
    GB (1) GB9323268D0 (en)
    TW (1) TW284808B (en)
    WO (1) WO1995013346A1 (en)
    ZA (1) ZA948165B (en)

    Families Citing this family (5)

    * Cited by examiner, † Cited by third party
    Publication number Priority date Publication date Assignee Title
    SK281689B6 (en) * 1994-04-07 2001-06-11 Unilever N. V. A fabric softening composition
    GB9406824D0 (en) * 1994-04-07 1994-06-01 Unilever Plc Fabric softening composition
    HU221140B1 (en) * 1994-04-07 2002-08-28 Unilever Nv Fabric softening composition
    AU7563796A (en) * 1995-11-07 1997-05-29 Quest International Fabric conditioning composition
    US5830845A (en) * 1996-03-22 1998-11-03 The Procter & Gamble Company Concentrated fabric softening composition with good freeze/thaw recovery and highly unsaturated fabric softener compound therefor

    Family Cites Families (6)

    * Cited by examiner, † Cited by third party
    Publication number Priority date Publication date Assignee Title
    JPS5914077B2 (en) * 1976-10-01 1984-04-03 花王株式会社 Liquid light detergent composition
    US4556502A (en) * 1983-04-08 1985-12-03 Lever Brothers Company Liquid fabric-softening composition
    GB2163771B (en) * 1984-08-31 1989-01-18 Colgate Palmolive Co Wash cycle detergent-softener compositions
    ES2065367T3 (en) * 1988-01-28 1995-02-16 Unilever Nv COMPOSITION FOR THE TREATMENT OF TISSUES AND THEIR PREPARATION.
    GB8805837D0 (en) * 1988-03-11 1988-04-13 Unilever Plc Fabric conditioning composition
    GB8818593D0 (en) * 1988-08-04 1988-09-07 Albright & Wilson Fabric conditioners

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    AU7855994A (en) 1995-05-29
    JPH09504839A (en) 1997-05-13
    DE69422305D1 (en) 2000-01-27
    ES2140563T3 (en) 2000-03-01
    WO1995013346A1 (en) 1995-05-18
    EP0728178B2 (en) 2004-01-28
    ES2140563T5 (en) 2004-10-01
    ZA948165B (en) 1996-04-18
    DE69422305T2 (en) 2000-04-20
    BR9408021A (en) 1996-12-10
    GB9323268D0 (en) 1994-01-05
    EP0728178A1 (en) 1996-08-28
    TW284808B (en) 1996-09-01
    DE69422305T3 (en) 2004-06-24

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