EP0296995A1 - Konzentrierte Weichmacher - Google Patents

Konzentrierte Weichmacher Download PDF

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Publication number
EP0296995A1
EP0296995A1 EP88420204A EP88420204A EP0296995A1 EP 0296995 A1 EP0296995 A1 EP 0296995A1 EP 88420204 A EP88420204 A EP 88420204A EP 88420204 A EP88420204 A EP 88420204A EP 0296995 A1 EP0296995 A1 EP 0296995A1
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EP
European Patent Office
Prior art keywords
chosen
alkyl
composition according
groups
compound
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EP88420204A
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English (en)
French (fr)
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EP0296995B1 (de
Inventor
Daniel Charpin
Isabelle D'herbomez
Michèle Rozat
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Cotelle SA
Henkel France SAS
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Cotelle SA
Henkel France SAS
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Priority to AT8888420204T priority Critical patent/ATE105331T1/de
Publication of EP0296995A1 publication Critical patent/EP0296995A1/de
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Publication of EP0296995B1 publication Critical patent/EP0296995B1/de
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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
    • C11D1/38Cationic compounds
    • C11D1/645Mixtures of compounds all of which are cationic
    • 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

Definitions

  • the present invention relates to fabric softener compositions, especially aqueous compositions containing relatively large amounts of cationic type softeners, intended for use in the rinsing cycle of laundering operations. More particularly, the invention relates to concentrated aqueous compositions of cationic softeners whose viscosity is adjustable and which are clear and dilutable with water, the viscosity of the diluted compositions obtained being adjustable.
  • the concentrated compositions have a low viscosity, making it possible to pour them, and stable over time, and are capable of being diluted, in particular by tap water, this water being at any temperature.
  • the diluted compositions thus obtained have a viscosity acceptable to the housewife and greater than that of the concentrated composition.
  • compositions of cationic softeners are already known which can be diluted with water.
  • Document FR-A-2 451 960 describes compositions containing a softening agent which is a dialkyldimethylammonium chloride or a dialkylmethylethoxyammonium chloride in admixture with a non-softening agent which is an alkyldimethylbenzylammonium chloride, isopropyl alcohol and 'water.
  • a softening agent which is a dialkyldimethylammonium chloride or a dialkylmethylethoxyammonium chloride in admixture with a non-softening agent which is an alkyldimethylbenzylammonium chloride, isopropyl alcohol and 'water.
  • This document specifies that the compositions contain the non-softening agent at a concentration greater than 33% by weight, and the softening agent at a concentration lower than the concentration of the non-softening agent.
  • compositions described contain from 25% to 12.5% of dialkyldimethylammonium chloride or 12.5% of softening dialkylmethylethoxyammonium chloride and approximately from 33% to 50% of non-softening alkyldimethylbenzylammonium chloride.
  • the aim of this publication is to obtain transparent compositions.
  • compositions are expensive and of limited effectiveness, since they contain a large amount of non-softening cationic agent.
  • Document FR-A-2 540 901 describes compositions containing - from 15 to 50% of dialkyldimethylammonium salts, - from 10 to 50% of hydrophilic solvents, the weight ratio between the solvents and the dialkyldimethylammonium salts being between 0.7 and 2.3.
  • compositions may possibly contain aids which are for example hydrophilic nonionic surfactants.
  • the compositions are intended to be diluted with water.
  • compositions which can be diluted with cold or lukewarm water.
  • compositions contain a nonionic hydrophilic solubilizing agent.
  • Document FR-A-2 523 606 describes concentrated fabric softener compositions comprising 8 to 20% of a softener of the imidazolinium type and 0.5 to 5% of a quaternary ammonium compound, either conventional or dicationic. These compositions are presented as stable even at low or high temperatures. They can be supplemented, optionally, by secondary proportions, namely between 0.5 and 10%, of other ingredients among which are lower alkanols. Compositions of this type are not clear and have a viscosity which increases with time, during storage.
  • Document EP-A-60 003 describes concentrated softening compositions for fabrics comprising 8 to 22% of a cationic softener 0.6 to 3% of at least one water-soluble polyalkoxylated ammonium salt and 0.2 to 5% of 'a fatty acid ester of a polyol.
  • the objective is to obtain stable compositions, the viscosity of which does not vary appreciably, even at high temperature and over long storage periods.
  • the compositions thus formed are not clear.
  • Document EP-A-199 382 describes softening compositions which, in order not to lose their effectiveness when they are put in the presence of the anionic or nonionic detergents that the washing products contain, contain 3 to 35% of a mixture of: (a) 10-92% of the reaction product of higher fatty acids with a selected polyamine, (b) 8-90% of cationic nitrogen salts having a single long acipic C15 - C22 aliphatic chain, and (c ) 0-80% of cationic nitrogen salts having at least two chains of this type or a chain of this type and an arylalkyl ring.
  • Document FR-A-2 295 122 describes concentrated softening compositions for fabrics, stable with respect to temperature, not gelling and having a disinfecting action. These compositions comprise 30 to 60% of a cationic softening agent, 5 to 20% of a include 30 to 60% of a cationic softening agent, 5 to 20% of a cationic disinfectant, 5 to 20% of a nonionic dispersant and 15 to 40% of lower alkanols. It is expressly stated that the presence of non-ionic dispersants is essential for the concentrated product to disperse well in cold water.
  • Document EP-A-40 562 describes concentrated softener compositions containing a cationic softening agent and a nonionic agent in a ratio of between 10/1 and 3/2, alcohol and water; the objective is to obtain softener compositions, concentrated, dilutable with cold or lukewarm water.
  • the invention aims to overcome these drawbacks.
  • the present invention provides concentrated, clear, fabric softener compositions which can be diluted with cold water without forming particles or agglomerates capable of clogging small diameter pipes and which are stable in storage both in concentrated state than diluted state.
  • compositions according to the invention are such that they contain from 20 to 50% of softening compound A, from 0.1% to 10% and more advantageously 0.1 to 3% of compound B, and from 10 to 30 % by weight of solvent C.
  • Examples of the compound of formula (I) are dimyristyldimethylammonium chloride, distearyldimethylammonium chloride, distearyl-2-hydroxypropylmethylammonium methyl sulfate, oleylstearyl dimethylammonium ethyl sulfate; in which R5 and R8 are similar or different and are chosen from C8 to C22 alkyl and alkenyl groups, optionally branched, R6 is chosen from C alk to C4 alkyl groups, substituted or unsubstituted, R7 is chosen from hydrogen or a C1 - C4 substituted or unsubstituted alkyl group, X ⁇ is a quaternization anion.
  • halides ethyl sulphate, methyl sulphate, acetate, phosphate, carbonate, lactate
  • R9 and R12 are similar or different and are chosen from C8 to C22 alkyl or alkenyl groups, optionally branched
  • R10 and R11 are similar or different and are chosen from substituted or unsubstituted, C1 - C4 alkyl groups
  • X ⁇ is a quaternization anion.
  • It can for example be chosen from the group of halides, methylsulfate, ethylsulfate, acetate, phosphate, carbonate, lactate.
  • R13 and R15 are similar or different and are chosen from C8 to C22 alkyl or alkenyl groups, optionally branched
  • R14 is chosen from hydrogen, methyl, ethyl groups and the group - (C n H 2n O) xH, in which n is equal to 2 or 3 and x is between 1 and 5, and
  • X ⁇ is a quaternization anion chosen from the group of halides, methylsulfate, ethylsulfate, acetate, phosphate, carbonate, lactate, for example.
  • Examples of compounds of formula (II) are 1-tallow-amidoethyl-2-tallow-imidazolinium methyl sulfate, 1-methyl-1 - oleylamidoethyl-2-oleyl-imidazolinium, 1-methyl-1-palmitoleylamidoethyl-2-palmitoleyl-imidazolinium, 1-methyl-1-tallow-amidoethyl-2-tallow-imidazolinium, 1-methyl-1-hydrogenated tallow-amidoethyl-2- tallow hydrogenimidazolinium.
  • Examples of compounds of formula (III) are methyl sulphate 1-ethylene-bis (2-stearyl, 1-methylimidazolinium), 1-ethylene-bis (2-oleyl-1-methylimidazolinium), 1-ethylene-bis (2-tallow-1-methylimidazolinium).
  • Examples of compounds of formula (IV) are: di (2-hydrogenated tallow-amidoethyl) -hydroxyethylammonium, di (2-hydrogenated tallow-amidoethyl) -di-methylammonium and methyl-di (2-palmitylamidoethyl) methyl sulfate -hydroxyethylammonium.
  • agents B according to the invention are in practice chosen from quaternary ammonium salts and polyammonium salts, these compounds optionally containing a single long C8 - C22 alkyl chain.
  • agents B are chosen from salts of mono- or poly-ammonium quaternary or imidazolinium compounds, optionally bactericidal or a mixture thereof.
  • the cationic compounds B according to the invention can thus be chosen from the compounds having the following general formulas: in which R is a C1-C4 aliphatic or hydroxyalkoxy group, optionally polyoxyalkylated, R16 is chosen from alkyl or alkenyl groups having from 8 to 22 carbon atoms, preferably from 8 to 10 carbon atoms, optionally branched, optionally substituted by ether, ester or amide groups, R17 is chosen from alkyl or alkenyl groups having from 1 to 4 carbon atoms, optionally branched, R18 is chosen from alkyl or alkenyl groups having from 8 to 18 carbon atoms, preferably from 12 to 16 carbon atoms.
  • R19 and R20 are chosen from hydrogen or halogen
  • Y ⁇ is a quaternization anion. It can for example be chosen from the group of halides, methylsulfate, ethylsulfate, acetate, phosphonate, carbonate, lactate.
  • agents B of formulas (V) or (VI) are: lauryldimethylbenzylammonium chloride, alkyldimethylbenzylammonium chloride in which the alkyl radical is C12 - C18, trimethyldodecylbenzylammonium chloride, methyl-bis (2-hydroxyethyl) -oleylammonium chloride, methyl-1-capryl-2 methysulfate -caprylamido-3-ethyl-imidazolinium.
  • the cationic compounds B can also be chosen from the compounds having the following general formula: in which R21 is a Cip to C22 aliphatic group, optionally branched, optionally unsaturated, R22 is chosen from groups H, alkyl, hydroxyalkyl hydroxyalkoxy in C1 - C4, n is an integer from 1 to 6, m is an integer from 1 to 5, X ⁇ is a quaternization anion. It can for example be chosen from the group of halides, methylsulfate, ethylsulfate, acetate, phosphate, carbonate, lactate.
  • agents B of formula (VII) are: N- (tallow derivative) dimethosulfate -N, N, N1, N1-tetramethyl-1,3-propanediammonium, N- (tallow derivative) dimethosulfate -N, N1, N1-trimethyl-1,3-propanediammonium, N-oleyl-N, N, N1, N1, N1-pentamethyl-1,3-propanediammonium dimethosulfate, N- (tallow derivative) dimethosulfate -N, N, N1, N1, N1-pentamethyl-1,3-propanediammonium, N-stearyl-N, N, N1, N1, N1-pentamethyl-1,3-propanediammonium dimethosulfate, N-stearyloxypropyl-N, N1, N1-tri (3-hydroxypropyl) -1,3-propane-diammonium diacetate.
  • the preferred agents B according to the invention are coco-bis (2-hydroxyethyl) methylammonium chloride, for example ETHOQUAD O / 12, containing 25% isopropanol and manufactured by AKZO or oleylbis chloride (2- hydroxyethyl) methylammonium, for example ETHOQUAD 0/12, containing 25% isopropanol and manufactured by AKZO.
  • the compounds B according to the invention can also be chosen from the compounds having the general formulas (II), (III) and (IV), mentioned above, in which R5 and R8, R9 and R12, R13 and R15 are chosen among the C6 - C14 alkyl or alkenyl groups, optionally branched.
  • the solvents C according to the invention can be chosen from hydroxylated solvents or their mixtures, for example alcohols, polyols, polyol ethers, polyether polyols; the preferred solvents are isopropanol, isobutanol, n-propanol, methyl-2-pentanediol-2,4, 1,2-propylene glycol and the monomethyl ether of monopropylene glycol.
  • the softening agent is 1-oleylamidoethyl-2-oleylimidazolinium methosulfate, for example in solution in isopropanol or in solution in 1,2-propylene glycol at 75% softener and 25% alcohol.
  • REWOQUAT W 3690 REWOQUAT W 3690 / PG.
  • Another preferred compound is disuif-2-hydroxypropylmethylammonium chloride sold under the name of PRAEPAGEN WKL by HOECHST.
  • component B makes it possible, in combination with solvent C, to thin and make the composition clear; moreover, the addition of component B makes it possible to reduce the content of solvent C, but only to a certain extent, since too large a proportion of component B would exert an undesired effect of lowering the viscosity of the diluted composition.
  • compositions according to the invention For the preparation of the compositions according to the invention, it is simply suitable: - in the case of ingredients that are liquid at room temperature, mix them cold in any order, - if one of the ingredients is not liquid at room temperature, heat this ingredient to make it melt and add the other ingredients to the resulting melt, observing the usual precautions, and preferably adding solvent C first and water last.
  • the invention makes it possible to achieve the objectives mentioned above.
  • the dilute, viscous and stable compositions which the present invention makes it possible to obtain can be prepared by dilution with tap water, even cold, of the above-mentioned concentrated compositions; the dilution ratio is preferably from 1: 2 to 1:10, advantageously from 1: 4 for a composition concentrated at around 20% of cationic softening active material A.
  • compositions according to the invention used in appropriate quantities in the last rinsing cycle following the washing of loads of laundry in a domestic washing machine provide a completely suitable softening for the laundry.
  • LDMBAC lauryldimethylbenzylammonium chloride.
  • Agent A DSHPMAC (*) 18.35%
  • Agent B ODHMAC (**) 1.65%
  • Solvent C Isopropanol 15% Perfume 0.77%
  • Dye 1% solution
  • the composition obtained is fluid and clear. Its viscosity (measured with the Brookfield viscometer, mobile 1, at 6 revolutions / minute) is 35 mpa.s. After adding three times its volume of tap water to this composition, a diluted composition is obtained whose viscosity (measured under the same conditions) is 210 mpa.s after 1 week and 480 mpa.s after 2 months.
  • the concentrated composition is stable at room temperature and at 40 ° C for more than a year. At -15 ° C the concentrated composition takes the consistency of a gel, but which is assex fluid and which disappears to give a completely fluid composition after returning to room temperature.
  • composition is prepared by mixing: DSHPMAC 20% ODHMAC 2.04% Isopropanol 7.10% Dispropylene glycol 18% Perfume 0.97% Dye (1% solution) 0.6% Water qs 100%
  • the composition thus obtained is fluid and clear. It is stable and has a viscosity (measured with a Brookfield viscometer, mobile 2, at 12 revolutions / minute) of 50 mpa.s after 1 day and the same again after 1 month.
  • the viscosity (measured with a Brookfield viscometer, mobile 1, at 6 revolutions / minute) is 203 mpa.s after 1 day and 486 mpa.s after 1 month.
  • composition is prepared by mixing: DSHPMAC 20% ODHMAC 2.04% Isopropanol 7.10% Monopropylene glycol monomethyl ether 14% Perfume 0.97% Dye (1% solution) 0.6% Water qs 100%
  • the composition obtained is fluid and clear. It is stable and has a viscosity (measured with a Brookfield viscometer, mobile 2, at 12 revolutions / minute) of 40 mpa.s after 1 day and 30 mpa.s after 1 month.
  • the viscosity (measured with a Brookfield viscometer, mobile 1, at 6 revolutions / minute) is 549 mpa.s after 1 day and 900 mpa.s after 1 month.
  • composition is prepared by mixing: DOIMMS (*) 50% ODHMAC 10% Isopropanol 3.34% Perfume 0.97% Dye (1% solution) 0.8% Water qs 100%
  • the composition obtained is fluid and clear. Its viscosity (measured with the Brookfield viscometer, mobile 2, at 12 revolutions / minute) is 30 mpa.s after 4 days. After adding nine times its volume of tap water to this solution, a dilute composition is obtained, the viscosity (measured with a Brookfield viscometer, mobile 1, at 6 revolutions / minute) is 132 mpa.s after 4 days.
  • the influence of the temperature of the dilution water of a concentrated composition is studied on the viscosity of the diluted composition.
  • DOIMMS 20% ODHMAC 2% Isopropanol 20% Perfume 1% Water qs 100%
  • This concentrated composition is diluted with three times its volume of water.
  • the viscosities are measured with a Brookfield viscometer, mobile 1, at 6 revolutions / minute.
  • compositions according to the invention have a viscosity greater than 100 mPa.s for dilution water temperatures below 20 ° C.
  • a viscosity greater than 100 mPa.s, preferably 100-200 mPa.s is a viscosity which is perceived by the housewife as the index of an effective product.
  • compositions are diluted with water at 20 ° C. to obtain diluted compositions containing 5% by weight of softening agent A.
  • the viscosities of the diluted compositions thus obtained are measured, with a Brookfield viscometer, mobile 1, speed 6 revolutions / minute .
  • the viscosities of the diluted compositions containing 5% by weight of softener A are included between 100 and 160 mPa.s.
  • the technical function of the non-softening cationic agent is different from the technical function of the nonionic agent.
  • the viscosity of the diluted composition can be adjusted to a value acceptable to the housewife. (preferably between 50 and 900 mPa.s).
  • Examples 3b and 4b show that, for a composition containing approximately 15% of softening agent A and 0.1% of non-softening agent B, the viscosity of the diluted composition is 160 mPa.s, while for a composition containing 4% of non-softening agent B, the viscosity of the diluted composition is 10 mPa.s.
  • the diluted compositions 4a and 4b obtained from the concentrated compositions are dispersed in cold water, it is seen that the diluted composition 4a is very difficult to disperse and that it is necessary to shake by hand for several tens of seconds to obtain good dispersion in water. On the contrary, the diluted composition 4b disperses very easily in water at 10 ° C (in less than 5 seconds).
  • composition 20% of DSHPM-AC, 2% ODHMAC, 13% of 1,2-propylene glycol, 11% isopropanol 1% perfume, qs 100% water
  • This composition is diluted with three times its volume of water.
  • the temperature of the dilution water is 10 ° C.
  • a dilute, stable composition is obtained, the viscosity of which, measured in the same manner as in the previous examples, is 260 mPa.s.

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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)
  • Fats And Perfumes (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
EP88420204A 1987-06-16 1988-06-16 Konzentrierte Weichmacher Expired - Lifetime EP0296995B1 (de)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AT8888420204T ATE105331T1 (de) 1987-06-16 1988-06-16 Konzentrierte weichmacher.

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR8708378 1987-06-16
FR8708378 1987-06-16

Publications (2)

Publication Number Publication Date
EP0296995A1 true EP0296995A1 (de) 1988-12-28
EP0296995B1 EP0296995B1 (de) 1994-05-04

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EP88420204A Expired - Lifetime EP0296995B1 (de) 1987-06-16 1988-06-16 Konzentrierte Weichmacher

Country Status (6)

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EP (1) EP0296995B1 (de)
JP (1) JPH01501492A (de)
AT (1) ATE105331T1 (de)
AU (1) AU623859B2 (de)
DE (1) DE3889387D1 (de)
WO (1) WO1988010294A1 (de)

Cited By (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0413249A1 (de) * 1989-08-12 1991-02-20 Witco Surfactants GmbH Wäscheweichspülmittel
EP0503155A1 (de) * 1991-03-13 1992-09-16 Witco Surfactants GmbH Wäscheweichspülmittel auf Basis von quaternären Poly(oxyalkylen)alkanolaminestern
EP0536444A1 (de) * 1991-10-07 1993-04-14 The Procter & Gamble Company Stabile, konzentrierte Parfümemulsion
EP0637625A1 (de) * 1993-08-02 1995-02-08 The Procter & Gamble Company Emulsionssuperkonzentrate mit Textilweichmachern
EP0648835A1 (de) * 1993-10-14 1995-04-19 The Procter & Gamble Company Verwendung von alkalischen Polyammoniumsalzen zur Verbesserung der Kationendichte von Textilweichmachern
WO1997003170A1 (en) * 1995-07-11 1997-01-30 The Procter & Gamble Company Concentrated, water dispersible, stable, fabric softening compositions
WO1997003169A1 (en) * 1995-07-11 1997-01-30 The Procter & Gamble Company Concentrated, stable fabric softening composition
WO1997034972A1 (en) * 1996-03-22 1997-09-25 The Procter & Gamble Company Fabric softening compound/composition
WO1998002513A1 (en) * 1996-07-11 1998-01-22 The Procter & Gamble Company Substantially odor-free polyhydroxyl solvents
WO1998003619A1 (en) * 1996-07-19 1998-01-29 The Procter & Gamble Company Concentrated fabric softening composition and highly unsaturated fabric softener compound therefor
WO1998017756A1 (en) * 1996-10-21 1998-04-30 The Procter & Gamble Company Concentrated fabric softening composition
WO1999006509A1 (en) * 1997-07-29 1999-02-11 The Procter & Gamble Company Concentrated, stable, preferably clear, fabric softening composition containing amine fabric softener
US6323172B1 (en) * 1996-03-22 2001-11-27 The Procter & Gamble Company Concentrated, stable fabric softening composition
EP1352948A1 (de) * 1995-07-11 2003-10-15 The Procter & Gamble Company Konzentrierte, stabile Gewebeweichmacherzusammensetzung

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE4203489A1 (de) * 1992-02-07 1993-08-12 Henkel Kgaa Verfahren zur herstellung niedrigviskoser waessriger esterquat-konzentrate
GB9301811D0 (en) * 1993-01-29 1993-03-17 Unilever Plc Fabric softener composition
US5492636A (en) * 1994-09-23 1996-02-20 Quest International Fragrances Company Clear concentrated fabric softener

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GB1165007A (en) * 1966-10-19 1969-09-24 Millmaster Onyx Corp Stabilized Quaternary Ammonium Compositions
FR2295122A1 (fr) * 1974-12-16 1976-07-16 Hoechst Ag Composition d'assouplissants pour matieres textiles
EP0059502A1 (de) * 1981-02-28 1982-09-08 THE PROCTER & GAMBLE COMPANY Textilbehandlungszusammenstellungen
EP0060003A2 (de) * 1981-03-07 1982-09-15 THE PROCTER & GAMBLE COMPANY Textilbehandlungsmittel und deren Zubereitung
FR2523606A1 (fr) * 1982-03-22 1983-09-23 Colgate Palmolive Co Compositions adoucissantes concentrees pour tissus a base de derives quaternaires d'imidazoline
EP0165138A2 (de) * 1984-05-16 1985-12-18 STEPAN EUROPE, Société anonyme dite: Konzentrierte Weichmacherzusammensetzungen auf der Basis von quaternären ammoniumhaltigen kationischen oberflächenaktiven Verbindungen
EP0199382A2 (de) * 1985-03-28 1986-10-29 The Procter & Gamble Company Flüssiger Wäscheweichmacher

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4442013A (en) * 1982-03-22 1984-04-10 Colgate-Palmolive Company Concentrated fabric softening compositions

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1165007A (en) * 1966-10-19 1969-09-24 Millmaster Onyx Corp Stabilized Quaternary Ammonium Compositions
FR2295122A1 (fr) * 1974-12-16 1976-07-16 Hoechst Ag Composition d'assouplissants pour matieres textiles
EP0059502A1 (de) * 1981-02-28 1982-09-08 THE PROCTER & GAMBLE COMPANY Textilbehandlungszusammenstellungen
EP0060003A2 (de) * 1981-03-07 1982-09-15 THE PROCTER & GAMBLE COMPANY Textilbehandlungsmittel und deren Zubereitung
FR2523606A1 (fr) * 1982-03-22 1983-09-23 Colgate Palmolive Co Compositions adoucissantes concentrees pour tissus a base de derives quaternaires d'imidazoline
EP0165138A2 (de) * 1984-05-16 1985-12-18 STEPAN EUROPE, Société anonyme dite: Konzentrierte Weichmacherzusammensetzungen auf der Basis von quaternären ammoniumhaltigen kationischen oberflächenaktiven Verbindungen
EP0199382A2 (de) * 1985-03-28 1986-10-29 The Procter & Gamble Company Flüssiger Wäscheweichmacher

Cited By (22)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0413249A1 (de) * 1989-08-12 1991-02-20 Witco Surfactants GmbH Wäscheweichspülmittel
US5180508A (en) * 1989-08-12 1993-01-19 Rewo Chemische Werke Gmbh Fabric softener rinsing agents
US5364542A (en) * 1989-08-12 1994-11-15 Rewo Chemische Werke Gmbh Fabric softener rinsing agents
EP0503155A1 (de) * 1991-03-13 1992-09-16 Witco Surfactants GmbH Wäscheweichspülmittel auf Basis von quaternären Poly(oxyalkylen)alkanolaminestern
EP0536444A1 (de) * 1991-10-07 1993-04-14 The Procter & Gamble Company Stabile, konzentrierte Parfümemulsion
EP0637625A1 (de) * 1993-08-02 1995-02-08 The Procter & Gamble Company Emulsionssuperkonzentrate mit Textilweichmachern
EP0648835A1 (de) * 1993-10-14 1995-04-19 The Procter & Gamble Company Verwendung von alkalischen Polyammoniumsalzen zur Verbesserung der Kationendichte von Textilweichmachern
WO1997003170A1 (en) * 1995-07-11 1997-01-30 The Procter & Gamble Company Concentrated, water dispersible, stable, fabric softening compositions
WO1997003169A1 (en) * 1995-07-11 1997-01-30 The Procter & Gamble Company Concentrated, stable fabric softening composition
WO1997003172A1 (en) * 1995-07-11 1997-01-30 The Procter & Gamble Company Concentrated, stable fabric softening compositions including chelants
US6369025B1 (en) 1995-07-11 2002-04-09 The Procter & Gamble Company Concentrated, water dispersible, stable, fabric softening compositions
EP1352948A1 (de) * 1995-07-11 2003-10-15 The Procter & Gamble Company Konzentrierte, stabile Gewebeweichmacherzusammensetzung
CN1110541C (zh) * 1995-07-11 2003-06-04 普罗格特-甘布尔公司 浓缩的水分散性稳定的纤维软化剂组合物
WO1997034972A1 (en) * 1996-03-22 1997-09-25 The Procter & Gamble Company Fabric softening compound/composition
US6323172B1 (en) * 1996-03-22 2001-11-27 The Procter & Gamble Company Concentrated, stable fabric softening composition
WO1998002513A1 (en) * 1996-07-11 1998-01-22 The Procter & Gamble Company Substantially odor-free polyhydroxyl solvents
WO1998003619A1 (en) * 1996-07-19 1998-01-29 The Procter & Gamble Company Concentrated fabric softening composition and highly unsaturated fabric softener compound therefor
US6335315B1 (en) 1996-10-21 2002-01-01 The Procter & Gamble Company Concentrated fabric softening composition
WO1998017756A1 (en) * 1996-10-21 1998-04-30 The Procter & Gamble Company Concentrated fabric softening composition
US6686331B2 (en) 1996-10-21 2004-02-03 The Procter & Gamble Company Concentrated, stable, preferably clear, fabric softening composition
WO1999006509A1 (en) * 1997-07-29 1999-02-11 The Procter & Gamble Company Concentrated, stable, preferably clear, fabric softening composition containing amine fabric softener
US6630441B2 (en) 1997-07-29 2003-10-07 The Procter & Gamble Company Concentrated, stable, preferably clear, fabric softening composition containing amine fabric softener

Also Published As

Publication number Publication date
AU1962588A (en) 1989-01-19
AU623859B2 (en) 1992-05-28
EP0296995B1 (de) 1994-05-04
JPH01501492A (ja) 1989-05-25
ATE105331T1 (de) 1994-05-15
WO1988010294A1 (fr) 1988-12-29
DE3889387D1 (de) 1994-06-09

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