EP0408279A2 - Wäscheweichmacher - Google Patents

Wäscheweichmacher Download PDF

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Publication number
EP0408279A2
EP0408279A2 EP19900307461 EP90307461A EP0408279A2 EP 0408279 A2 EP0408279 A2 EP 0408279A2 EP 19900307461 EP19900307461 EP 19900307461 EP 90307461 A EP90307461 A EP 90307461A EP 0408279 A2 EP0408279 A2 EP 0408279A2
Authority
EP
European Patent Office
Prior art keywords
composition
amphoteric
cellulose ether
fabric softening
fabric
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
EP19900307461
Other languages
English (en)
French (fr)
Other versions
EP0408279B1 (de
EP0408279A3 (en
Inventor
Francis Geoffrey Foster
Graham Andrew Turner
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
Application filed by Unilever PLC, Unilever NV filed Critical Unilever PLC
Publication of EP0408279A2 publication Critical patent/EP0408279A2/de
Publication of EP0408279A3 publication Critical patent/EP0408279A3/en
Application granted granted Critical
Publication of EP0408279B1 publication Critical patent/EP0408279B1/de
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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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
    • C11D1/88Ampholytes; Electroneutral 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
    • C11D1/75Amino oxides
    • 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
    • C11D1/88Ampholytes; Electroneutral compounds
    • C11D1/90Betaines
    • 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
    • C11D3/0015Softening compositions liquid
    • 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
    • C11D3/22Carbohydrates or derivatives thereof
    • C11D3/222Natural or synthetic polysaccharides, e.g. cellulose, starch, gum, alginic acid or cyclodextrin
    • C11D3/225Natural or synthetic polysaccharides, e.g. cellulose, starch, gum, alginic acid or cyclodextrin etherified, e.g. CMC

Definitions

  • This invention relates to a fabric softening composition and a process for the preparation thereof.
  • a fabric softening composition which comprises an amphoteric material as active ingredient and which is intended for addition to the rinse or drying step of a fabric laundering process, and a process for the preparation thereof.
  • British Patent Specification No. 1 260 584 discloses a method of softening fabrics by the use of a composition containing a quaternary ammonium compound and a tertiary amine oxide.
  • the use of the amine oxide in addition to the quaternary ammonium compound leads to a number of advantages including improved performance on cotton in the presence of anionic surfactants, which can be carried over from the wash step in a fabric laundering process.
  • Despite these advantages on cotton fabric softening compositions known in the art generally suffer from the disadvantage that they do not perform particularly well in the softening of fabrics which contain a substantial amount of wool.
  • British Patent Specification GB 2 083 353 discloses certain detergent compositions for through the wash softening which optionally comprise ionic cellulose ethers.
  • Fabric conditioning compositions according to the present invention preferably have a pH of between 1.5 and 6.0 at a concentration of 1 g/l of amphoteric softening material in water at 25°C.
  • the specific cellulose ethers useful in compositions of the present invention are low gel point cellulose ethers having an HLB value of between 3.1 and 4.3, a gel point of less than 58°C and are substituted with C 1-3 alkyl and/or hydroxyalkyl groups.
  • the present invention relates to a fabric softening composition
  • a fabric softening composition comprising:
  • the amphoteric fabric softening material for use in a composition according to the invention is preferably a fabric substantive amphoteric material.
  • Suitable amphoteric materials form a particulate dispersion at a concentration of less than 1 g/l at at least one temperature between 0 and 100°C. Preferably at at least one temperature between 10 and 90°C, more preferred between 20 and 80°C.
  • a fabric substantive amphoteric material is preferably an amphoteric or zwitterionic tertiary or quaternary ammonium compound having either one single long hydrocarbyl side chain or two long hydrocarbyl chains. From these compounds the use of amphoteric or zwitterionic ammonium compounds having two long hydrocarbyl chains is particularly preferred for many reasons including costs, ease of processing and better stability and performance.
  • this single long hydrocarbyl chain contains preferably from 8-50 C-atoms, more preferred from 12-40 C-atoms, particularly preferred from 12 to 30 C-atoms.
  • amphoteric or zwitterionic ammonium compounds for use in compositions according to the present invention have two long hydrocarbyl chains, each chain having 8-24 C-atoms, preferably 10-20 C-atoms, most preferred around 16 C-atoms.
  • hydrocarbyl chain refers to linear or branched alkyl or alkenyl chains optionally substituted or interrupted by functional groups such as -OH, -O-, -CONH-, -COO-, etc.
  • Suitable amphoteric fabric substantive materials for use in a fabric treatment compositions according to the invention are for instance:
  • amphoteric fabric substantive materials are water insoluble and have a solubility in water at pH 2.5 at 20°C of less than 10 g/l.
  • the HLB of the amphoteric fabric substantive material is preferably less than 10.0.
  • amphoteric materials of the above groups are the following:
  • group V materials are preferred, especially those amine oxides containing two hydrocarbyl groups with at least 14C-atoms.
  • the level of amphoteric fabric conditioning material in the composition is preferably at least 1% by weight of the composition, especially preferred from 1-75% by weight, generally from 2-25% by weight, especially preferred from 3-15% by weight of the composition.
  • the cellulose ethers useful in the present invention are nonionic cellulose ethers, of which some or all of the three hydroxyl sites per anhydroglucose rings of the polymer have been substituted with a nonionic substituent group.
  • the substituent groups are selected from the C2-C3 alkyl and C2-C3 mono- or polyhydric hydroxy alkyl groups, or combinations thereof.
  • alkyl hydroxyalkyl cellulose ethers is preferred.
  • Most preferred is the use of ethyl hydroxyethyl substituted cellulose ethers.
  • the choice and percentage of substituent groups has a direct influence on the HLB value of the cellulose ether.
  • a suitable method for determining the HLB value of cellulose ethers is the method as described for emulsifiers by J T Davies, 2nd Int Congress of Surface Activity 1957, I pp 426-439.
  • the cellulose ethers useful herein are polymers.
  • the gel point of polymers can be measured in a number of ways. In the present context the gel point is measured on a polymer solution prepared at 10 g/l concentration in deionised water by heating 50 ml solution placed in a beaker, with stirring, at a heating rate of approximately 5°C/minute. The temperature at which the solution clouds is the gel point of the cellulose ether being tested and is measured using a Sybron/Brinkmann colorimeter at 80% transmission/450 nm.
  • the degree of substitution (DS) of the anhydroglucose ring may be any value up to the theoretical maximum value of 3, but is preferably from about 1.7-2.9, there being a maximum of 3 hydroxyl groups on each anhydroglucose unit in cellulose.
  • the expression 'molar substitution' (MS) is sometimes also used in connection with these polymers and refers the number of hydroxylakyl substituents per anhydroglucose ring and may be more than 3 when the substituents themselves carry further substituents.
  • the most highly preferred polymers have an average number of anhydroglucose units in the cellulose polymer, or weight average degree of polymerisation, from about 50 to about 1,200.
  • anhydroglucose units in the cellulose polymer or weight average degree of polymerisation, from about 50 to about 1,200.
  • a number of cellulose ethers suitable for use in the present invention are commercially available, as follows: Trade Name Gel Point °C HLB (Davies) DS/MS alkyl/hydroxyalkyl BERMOCOLL CST035 35 3.40 ) 1.4 ethyl (ex Berol Nobel) ) 0.5 hydroxyethyl DVT 88 004 37 3.11 ) 1.5 ethyl (ex Berol Nobel) ) 1.0 hydroxyethyl TYLOSE MHB 1000 54 3.52 ) 2.0 methyl (ex Hoechst) ) 0.1 hydroxyethyl
  • KLUCEL H (ex Hercules Chemical Corp) which has an HLB of about 4.4
  • METHOCEL K4M (ex Dow Chemical Company) which has a gel point of about 69°C
  • NATROSOL 250H (ex Hercules Chemical Corp) which has an HLB of about 6.9.
  • the amount of cellulose ether to be employed in compositions according to the invention is preferably from 0.05 to 5%, more preferably from 0.5 to 3% by weight of the composition.
  • the ratio of amphoteric softening material to nonionic cellulose ether is preferably from 50:1 to 1:10 by weight, more preferably 20:1 to 1:5 most preferably 10:1 to 1:5.
  • Preferred cellulose ethers for use in compositions of the present invention have an HLB of between 3.3. and 3.8 and a gel point of between 30 and 55°C. Especially preferred is the use of Bermocoll CST035.
  • compositions of the present invention have a pH of between 1.5 and 6.0 when adjusted to an amphoteric softener level of 1 g/l in water of 25°C, more preferred between 2.0 and 5.0. Compositions having a pH value above 6.0 or below 1.5 are less suitable for use in the rinse or drying step of a fabric washing process.
  • Fabric conditioning compositions according to the present invention may in addition to the amphoteric softener material and the cellulose ether also comprise other fabric softener materials such as nonionic or cationic fabric softening materials.
  • other fabric softener materials such as nonionic or cationic fabric softening materials.
  • cationic fabric softening materials is preferred, these materials tend to promote the degree of deposition of the amphoteric materials and the cellulose ether materials, therwith increasing the softening performance of the composition.
  • the cationic fabric softener material for optional use in a composition according to the present invention is a cationic material which is water-insoluble in that the material has a solubility in water at pH 2.5 and 20°C of less than 10 g/l.
  • Highly preferred materials are cationic quaternary ammonium salts having two C12-24 hydrocarbyl chains.
  • R1 and R2 represent hydrocarbyl groups from about 12 to about 24 carbon atoms
  • R3 and R4 represent hydrocarbyl groups containing from 1 to about 4 carbon atoms
  • X is an anion, preferably selected from halide, methyl sulfate and ethyl sulfate radicals.
  • quaternary softeners include ditallow dimethyl ammonium chloride; ditallow dimethyl ammonium methyl sulfate; dihexadecyl dimethyl ammonium chloride; di(hydrogenated tallow) dimethyl ammonium methyl sulfate; dihexadecyl diethyl ammonium chloride; di(coconut) dimethyl ammonium chloride.
  • ditallow dimethyl ammonium chloride, di(hydrogenated tallow) dimethyl ammonium chloride, di(coconut) dimethyl ammonium chloride and di(coconut) dimethyl ammonium methosuldate are preferred.
  • Suitable materials also include dialkyl ethoxyl methyl ammonium methosulphate based on soft fatty acid, dialkyl ethoxyl methyl ammonium methosulphate based on hard fatty acid, and a material in which R3 and R4 represent methyl, R1 is C13 ⁇ 15, R2 is CH2CH2OCOR, where R is stearyl , and X is methosulphate.
  • Ditallow dimethyl ammonium chloride, di(hydrogenated tallow alkyl) dimethyl ammonium chloride, di(coconut alkyl) dimethyl ammonium chloride and di(coconut alkyl) dimethyl ammonium methosulfate are preferred.
  • cationic compounds include those materials as disclosed in EP 239, 910 (P&G), which is included herein by reference.
  • R5 being tallow, which is available from Stepan under the tradename Stepantex VRH 90 and where R8, R9 and R10 are each alkyl or hydroxyalkyl groups containing from 1 to 4 carbon atoms, or a benzyl group.
  • R6 and R7 are each an alkyl or alkenyl chain containing from 11 to 23 carbon atoms, and X ⁇ is a water soluble anion.
  • hydrocarbylimidazolinium salts believed to have the formula: wherein R13 is a hydrocarbyl group containing from 1 to 4, preferably 1 or 2 carbon atoms, R11 is a hydrocarbyl group containing from 8 to 25 carbon atoms, R14 is an hydrocarbyl group containing from 8 to 25 carbon atoms and R12 is hydrogen or an hydrocarbyl containing from 1 to 4 carbon atoms and A- is an anion, preferably a halide, methosulfate or ethosulfate.
  • Preferred imidazolinium salts include 1-methyl-1-­(tallowylamido-) ethyl -2-tallowyl- 4,5-dihydro imidazolinium methosulfate and 1-methyl-1-­(palmitoylamido) ethyl -2-octadecyl-4,5- dihydro-­imidazolinium chloride.
  • Other useful imidazolinium materials are s-heptadecyl-1-methyl-1- (2-stearylamido) -ethyl-imidazolinium chloride and 2-lauryl-1-­hydroxyethyl-1-oleyl-imidazolinium chloride.
  • Also suitable herein are the imidazolinium fabric softening components of US patent No. 4 127 489, incorporated by reference.
  • Representative commercially available materials of the above classes are the quaternary ammonium compounds Arquad 2HT (ex AKZO); Noramium M2SH (ex CEKA); Aliquat-2HT (Trade Mark of General Mills Inc), Stepantex Q185 (ex Stepan); Stepantex VP85 (ex Stepan); Stepantex VRH90 (ex Stepan); Synprolam FS (ex ICI) and the imidazolinium compounds Varisoft 475 (Trade Mark of Sherex Company, Columbus Ohio) and Rewoquat W7500 (Trade Mark of REWO).
  • compositions according to the invention may also possibly in addition to the cationic fabric softening agents, one or more amines.
  • R15 is a C6 to C24, hydrocarbyl group
  • R16 is a C1 to C24 hydrocarbyl group
  • R17 is a C1 to C10 hydrocarbyl group.
  • Suitable amines include those materials from which the quaternary ammonium compounds disclosed above are derived, in which us R 15y us R1 , R16 is R2 and R17 is R3.
  • the amine is such that both R15 and R16 are C6-C20 alkyl with C16-C18 being most preferred and with R17 as C1 ⁇ 3 alkyl, or R15 is an alkyl or alkenyl group with R at least 22 carbon atoms and R16 and R12 are C1 ⁇ 3 alkyl.
  • these amines are protonated with hydrochloric acid, orthophosphoric acid (OPA), C1 ⁇ 5 carboxylic acids or any other similar acids, for use in the fabric conditioning compositions of the invention.
  • R18 is a C6 to C24 hydrocarbyl group
  • R19 is an alkoxylated group of formula -(CH2CH2O)y, where y is within the range from 0 to 6
  • R20 is an alkoxylated group of formula -(CH2CH2O) z H where z is within the range from 0 to 6 and m is an integer within the range from 0 to 6, and is preferably 3.
  • m it is preferred that R18 is a C16 to C22 alkyl and that the sum total of z and y is within the range from 1 to 6, more preferably 1 to 3.
  • m is 1, it is preferred that R18 is a C16 to C22 alkyl and that the sum total of x and y and z is within the range from 3 to 10.
  • Representative commercially available materials of this class include Ethomeen (ex Armour) and Ethoduomeen (ex Armour).
  • the amines of type (ii) or (iii) are also protonated for use in the fabric conditioning compositions of the invention.
  • R22 and R23 are divalent alkenyl chains having from 1 to 3 carbons atoms
  • R24 is an acyclic aliphatic hydrocarbon chain having from 15 to 21 carbon atoms.
  • a commercially available material of this class is Ceranine HC39 (ex Sandoz).
  • compositions comprising in addition to the amphoteric softener material and the cellulose ether both a cationic fabric softening material and an amine.
  • Such compositions preferably comprise an aqueous base and: from 1 to 15% by weight of the amphoteric softening material; from 1 to 15% by weight of cationic softening material; and from 1 to 15% by weight of an amine.
  • compositions of the invention may take a variety of forms such as pastes, liquids, tablets, granules eventually attached to carrier substrates like tumble dryer sheets, preferably compositions of the invention are liquids, comprising an aqueous base.
  • compositions according to the present invention may be prepared by any well-known for the preparation of fabric conditioning compositions.
  • One suitable method for instance involves the premelting of the active materials followed by the dispersing of the pre-melt in the aqueous base or vice versa.
  • An especially useful method for the preparation of a fabric conditioning composition according to the present invention involves the pre-addition of the cellulose ether material to the aqueous phase, followed by the addition of the amphoteric fabric softening material to the aqueous phase. This final addition process may for instance involve the dispersing of a premelt including the amphoteric material plus eventual other active materials into the aqueous phase.
  • the fabric conditioning compositions according to the present invention will preferably be diluted with water to form an aqueous liquor preferably comprising from 10 to 1000 ppm active material, the liquor will be contacted with fabrics, preferably in the rinse stage of a fabric washing process.
  • a fabric softening composition of the following composition 2.5% Arquad 2HT (di hardened tallow di methyl ammonium chloride) 1.25% Lilaminox M44 (dihardened tallow methyl amine oxide ex Berol Nobel) 1.25% Ceranine HC39 was prepared by co-melting the active ingredients and adding the co-melt to demineralised water at 80°C. The cellulose ether (Bermocoll CST 035) was added to this formulation at 75°C. The pH of the composition was adjusted with orthophosphoric acid to a value of 3.15.
  • the performance of the composition was tested by rinsing 40g of pieces of woollen cloth in 1 litre of Wirral water (10 deg FH) whereto 2 ml of the composition was added, plus 0.01 g alkyl benzene sulphonate, and subsequently line drying the cloths.
  • the dried woollen cloths were assessed for softness by a trained panel of four members. A piece of woollen cloth treated with the same composition was used as the control, a positive softening score indicates a better softness. The following results were obtained. % Polymer in product softening score 0.0 0.0 0.25 + 0.51 0.50 + 1.95
  • the fabric softening compositions of example I were tested in a front loading washing machine.
  • the machine was loaded with 2.5 kg of towelling and polyester cotton cloth plus 10 monitors of woollen cloths, which were washed in with 100 g NS Persil Auto (UK) at 50°C in Wirral water (10 FH) and subsequently rinsed. 100 ml of the softening composition was added to the final rinse.
  • the woollen cloths were line dried and assessed for softness as in example I; the following results were obtained: % polymer in product softening score 0.0 0.00 0.25 + 0.37 0.50 + 1.10
  • compositions were prepared by co-melting the amine oxide and the coactive, and adding a mixture of water and the cellulose ether at 80°C to the co-melt under agitation, followed by cooling and adjusting the pH to 3.0 with orthophosphoric acid.
  • COMPOSITION INGREDIENTS (% wt) A B C D Amine oxide *) 5.0 5.0 5.0 5.0 coactive **) 0.5 0.5 0.5 0.5 0.5 0.5 Bermocoll CST 035 -- 0.1 0.25 0.5 *) dihardened tallow methyl amine oxide **) a 3:7 mixture of TWEEN 20 and SPAN 20 (ex Atlas Chemical Industries)

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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)
  • Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Emergency Medicine (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
EP90307461A 1989-07-11 1990-07-09 Wäscheweichmacher Expired - Lifetime EP0408279B1 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB898915848A GB8915848D0 (en) 1989-07-11 1989-07-11 Fabric softening composition
GB8915848 1989-07-11

Publications (3)

Publication Number Publication Date
EP0408279A2 true EP0408279A2 (de) 1991-01-16
EP0408279A3 EP0408279A3 (en) 1991-10-23
EP0408279B1 EP0408279B1 (de) 1996-04-10

Family

ID=10659856

Family Applications (1)

Application Number Title Priority Date Filing Date
EP90307461A Expired - Lifetime EP0408279B1 (de) 1989-07-11 1990-07-09 Wäscheweichmacher

Country Status (9)

Country Link
EP (1) EP0408279B1 (de)
JP (1) JPH0369671A (de)
AU (1) AU637117B2 (de)
BR (1) BR9003307A (de)
CA (1) CA2020948A1 (de)
DE (1) DE69026430T2 (de)
ES (1) ES2085892T3 (de)
GB (1) GB8915848D0 (de)
ZA (1) ZA905428B (de)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2014154654A1 (en) * 2013-03-25 2014-10-02 Rhodia Operations Fabric softener

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE10351326A1 (de) * 2003-02-10 2004-08-26 Henkel Kgaa Bleichmittelhaltige Wasch- oder Reinigungsmittel mit wasserlöslichem Buildersystem und schmutzablösevermögendem Cellulosederivat

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0017149A1 (de) * 1979-03-31 1980-10-15 Henkel Kommanditgesellschaft auf Aktien Verwendung eines flüssigen Mittels zur Reinigung harter Oberflächen
EP0220156A2 (de) * 1985-10-18 1987-04-29 The Procter & Gamble Company Textilweichmacherzusammensetzung
EP0269939A2 (de) * 1986-11-18 1988-06-08 Kao Corporation Detergens-Zusammensetzung
EP0276999A2 (de) * 1987-01-29 1988-08-03 Unilever Plc Wäscheweichmacherzusammensetzung
EP0326213A2 (de) * 1988-01-28 1989-08-02 Unilever N.V. Textilbehandlungszubereitung und deren Herstellung

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
SE415031B (sv) * 1974-05-20 1980-09-01 Modokemi Ab Tvettmedel med mjukgorande och/eller antistatisk verkan
US4790856A (en) * 1984-10-17 1988-12-13 Colgate-Palmolive Company Softening and anti-static nonionic detergent composition with sulfosuccinamate detergent
GB8728958D0 (en) * 1987-12-11 1988-01-27 Unilever Plc Fabric softening additive for detergent compositions

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0017149A1 (de) * 1979-03-31 1980-10-15 Henkel Kommanditgesellschaft auf Aktien Verwendung eines flüssigen Mittels zur Reinigung harter Oberflächen
EP0220156A2 (de) * 1985-10-18 1987-04-29 The Procter & Gamble Company Textilweichmacherzusammensetzung
EP0269939A2 (de) * 1986-11-18 1988-06-08 Kao Corporation Detergens-Zusammensetzung
EP0276999A2 (de) * 1987-01-29 1988-08-03 Unilever Plc Wäscheweichmacherzusammensetzung
EP0326213A2 (de) * 1988-01-28 1989-08-02 Unilever N.V. Textilbehandlungszubereitung und deren Herstellung

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2014154654A1 (en) * 2013-03-25 2014-10-02 Rhodia Operations Fabric softener
WO2014154234A1 (en) * 2013-03-25 2014-10-02 Rhodia Operations Fabric softener
US9714400B2 (en) 2013-03-25 2017-07-25 Rhodia Operations Fabric softener

Also Published As

Publication number Publication date
CA2020948A1 (en) 1991-01-12
AU637117B2 (en) 1993-05-20
BR9003307A (pt) 1991-08-27
ES2085892T3 (es) 1996-06-16
JPH0369671A (ja) 1991-03-26
DE69026430T2 (de) 1996-08-14
AU5882490A (en) 1991-01-17
EP0408279B1 (de) 1996-04-10
EP0408279A3 (en) 1991-10-23
ZA905428B (en) 1992-03-25
DE69026430D1 (de) 1996-05-15
GB8915848D0 (en) 1989-08-31

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