EP0085933B1 - Concentrated laundry softening agents - Google Patents

Concentrated laundry softening agents Download PDF

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Publication number
EP0085933B1
EP0085933B1 EP83100959A EP83100959A EP0085933B1 EP 0085933 B1 EP0085933 B1 EP 0085933B1 EP 83100959 A EP83100959 A EP 83100959A EP 83100959 A EP83100959 A EP 83100959A EP 0085933 B1 EP0085933 B1 EP 0085933B1
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Prior art keywords
weight
methyl
alkyl
carbon atoms
alkenyl
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EP83100959A
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German (de)
French (fr)
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EP0085933A3 (en
EP0085933A2 (en
Inventor
Adolf Dr. May
Hans-Walter Dr. Bücking
Manfred Schreiber
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Hoechst AG
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Hoechst AG
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Priority to AT83100959T priority Critical patent/ATE15497T1/en
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    • 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
    • C11D1/38—Cationic compounds
    • C11D1/42—Amino alcohols or amino ethers
    • C11D1/44—Ethers of polyoxyalkylenes with amino alcohols; Condensation products of epoxyalkanes with amines
    • 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
    • C11D1/645—Mixtures of compounds all of which are cationic

Definitions

  • washed textiles especially those made from cellulose fibers, have an unpleasant hardening after drying. This occurs particularly when the laundry is done in the washing machine.
  • Such undesirable hardening of the handle can be eliminated by treating the textiles after washing in a rinsing bath with cationic substances which contain at least two long-chain aliphatic residues in the molecule.
  • the water-dispersible dialkyldimethylammonium salts or imidazoline derivatives of the formulas I ⁇ III are used in particular for this purpose:
  • R alkyl or alkenyl with 8-22, preferably 16-18, carbon atoms
  • R 3 is methyl or hydrogen
  • x is a number 1-5
  • A is an anion such as B. Cl ⁇ , Br ⁇ , CH 3 OSO ⁇ 3 or CH 3 OPO ⁇ 3 .
  • Aqueous dispersions of these raw materials can be produced with cold water up to a concentration of 10-15%.
  • more concentrated formulations become viscous, gel-like after a short period of storage and cannot be dispersed in cold water without gel formation.
  • the following requirements are therefore placed on a good concentrate of fabric softener: good cold water dispersibility, no thickening of the formulation when stored, no separation of the formulation and no formation of sediment.
  • the fatty amine polyglycol ethers b) are commercially available products (Genamin-S * brands).
  • the cationic softening compounds of the formula I ⁇ III are expediently used in the form of their concentrated solutions in lower alcohols, preferably isopropanol or in a mixture of these alcohols with water.
  • the fabric softeners according to the invention therefore contain a certain amount of such lower alcohols.
  • Possible acids are, for example, acetic acid, phosphoric acid or hydrochloric acid. These acids are used in an amount which corresponds to one acid equivalent per amine group in the fatty amine polyglycol ether b).
  • the concentrated fabric softener according to the invention can also contain other conventional substances and auxiliaries, such as. B. cationic or nonionic surface-active substances, solubilizers such. B. p-cumene sulfonate, electrolytes, acidifiers such. As phosphoric acid, acetic acid, organic complexing agents, optical brighteners and colors and fragrances. They serve to additionally influence the handle of the goods or other properties of the textiles to be treated or to adjust the viscosity, to regulate the pH or to increase the stability at low temperatures.
  • auxiliaries such as. B. cationic or nonionic surface-active substances, solubilizers such. B. p-cumene sulfonate, electrolytes, acidifiers such. As phosphoric acid, acetic acid, organic complexing agents, optical brighteners and colors and fragrances. They serve to additionally influence the handle of the goods or other properties of the textiles to be treated or to adjust the viscosity, to regulate the pH or to increase the stability
  • the concentrated fabric softening agents according to the invention give any textile materials, especially those made from natural or regenerated cellulose, wool, cellulose acetate, triacetate, polyamide, polyacrylonitrile, polyester, polypropylene, a pleasant and soft feel.
  • the use as a laundry treatment agent for terry cloth and underwear is particularly advantageous.
  • These fabric softener mixtures are produced by simply mixing or dispersing them Individual components in water.
  • These fabric softeners according to the invention can either contain a compound of the formula up to 111 combined with IV or else they contain a mixture of 2 or more compounds of the formula I to III within the stated limits. If a mixture of two or more compounds of the formulas I to III is present, the mixing ratio with one another is completely uncritical and can have any value.
  • These fabric softener concentrates are used as usual by adding them to the last rinse water after the textile wash. The textile material treated in this way is then dried. However, these concentrates can also be diluted beforehand to an active substance content of 4 to 8%, as is the case with commercially available fabric softeners. The so-called 3- to 1-fold concentrates can also be produced with correspondingly less water.
  • the fabric softener concentrates described above have good softening properties.
  • fatty amine polyglycol ethers act not only as an emulsifier but as a softening component. These fatty amine polyglycol ethers on their own do not have a softening effect because they do not absorb onto the tissue.

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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)
  • Tea And Coffee (AREA)
  • Detergent Compositions (AREA)
  • Chemical Or Physical Treatment Of Fibers (AREA)

Abstract

Concentrated fabric softeners consisting substantially of 12 to 50 weight % of a quaternary ammonium compound customary for softeners, 2 to 20 weight of a fatty amine polyglycol ether of the formulae <IMAGE> (IV) in which R1 is alkyl or alkenyl having from 8 to 22, preferably 16 to 18, carbon atoms, x and y each are hydrogen or methyl with the proviso that x and y are not simultaneously methyl, n1 and n2 together are an integer of from 2 to 50, preferably 25, and p and m either are simultaneously zero, or p is 1 and m is 1, 2 or preferably 3, 3 to 30 weight % of a C1-C3 alcohol, an acid in an amount which is equimolar to component (b), and water and optionally further usual auxiliaries in amounts remaining to complete 100%.

Description

Es ist bekannt, daß gewaschene Textilien, besonders solche aus Cellulosefasern, nach dem Trocknen eine unangenehme Verhärtung aufweisen. Dies tritt insbesondere dann ein, wenn die Wäsche im Waschautomaten erfolgt. Eine solche unerwünschte Griffverhärtung kann man dadurch beseitigen, daß man die Textilien nach der Wäsche in einem Spülbad mit kationischen Substanzen behandelt, die mindestens zwei langkettige aliphatische Reste im Molekül enthalten. In der Praxis werden für diesen Zweck besonders die in Wasser dispergierbaren Dialkyldimethylammoniumsalze bzw. Imidazolinderivate der Formeln I―III verwendet:

Figure imgb0001
Figure imgb0002
Figure imgb0003
 It is known that washed textiles, especially those made from cellulose fibers, have an unpleasant hardening after drying. This occurs particularly when the laundry is done in the washing machine. Such undesirable hardening of the handle can be eliminated by treating the textiles after washing in a rinsing bath with cationic substances which contain at least two long-chain aliphatic residues in the molecule. In practice, the water-dispersible dialkyldimethylammonium salts or imidazoline derivatives of the formulas I ― III are used in particular for this purpose:
Figure imgb0001
Figure imgb0002
Figure imgb0003

In diesen Formeln bedeutet R, Alkyl oder Alkenyl mit 8-22, vorzugsweise 16-18, Kohlenstoffatomen, R2 Alkyl mit 1-4 Kohlenstoffatomen, vorzugsweise Methyl, R3 Methyl oder Wasserstoff, x eine Zahl von 1―5 und A ein Anion wie z. B. Cl↔, Br↔, CH3OSO↔ 3 oder CH3OPO↔ 3.In these formulas, R, alkyl or alkenyl with 8-22, preferably 16-18, carbon atoms, R 2 alkyl with 1-4 carbon atoms, preferably methyl, R 3 is methyl or hydrogen, x is a number 1-5 and A is an anion such as B. Cl ↔ , Br ↔ , CH 3 OSO ↔ 3 or CH 3 OPO ↔ 3 .

Wäßrige Dispersionen dieser Rohstoffe lassen sich bis zu einer Konzentration von 10-15 % mit kaltem Wasser herstellen. Höher konzentrierte Formulierungen werden jedoch nach kurzer Lagerzeit dickflüssig, gelartig und lassen sich nicht ohne Gelbildung in kaltem Wasser dispergieren. An ein gutes Konzentrat von Wäscheweichspülmitteln werden daher folgende Anforderungen gestellt: Gute Kaltwasserdispergierbarkeit, kein Nachdicken der Formulierung beim Lagern, keine Trennungserscheinung der Formulierung und keine Bildung von Bodensatz.Aqueous dispersions of these raw materials can be produced with cold water up to a concentration of 10-15%. However, more concentrated formulations become viscous, gel-like after a short period of storage and cannot be dispersed in cold water without gel formation. The following requirements are therefore placed on a good concentrate of fabric softener: good cold water dispersibility, no thickening of the formulation when stored, no separation of the formulation and no formation of sediment.

Es wurde nun gefunden, daß man diese Forderungen erfüllen kann, wenn man die oben aufgeführten quarternären Ammoniumverbindungen mit einer gewissen Menge eines Fettaminpolyglykolethers kombiniert.It has now been found that these requirements can be met if the quaternary ammonium compounds listed above are combined with a certain amount of a fatty amine polyglycol ether.

Gegenstand der Erfindung sind somit konzentrierte Wäscheweichspülmittel, die bestehen aus

  • a) 12 bis 50, vorzugsweise 20 bis 30 Gew.-% einer Verbindung der Formeln
    Figure imgb0004
    Figure imgb0005
    Figure imgb0006
    worin R, Alkyl oder Alkenyl mit 8-22, vorzugsweise 16-18 Kohlenstoffatomen, R2 Alkyl mit 1-4 Kohlenstoffatomen, vorzugsweise Methyl, R3 Methyl oder Wasserstoff, x eine Zahl von 1-5 und A ein Anion, insbesondere Cl⊖, Br⊖, CH3
    Figure imgb0007
     oder CH3
    Figure imgb0008
     bedeutet,
  • b) 2 bis 20, vorzugsweise 2 bis 5 Gew.-% eines Fettaminpolyglykolethers der Formel IV
    Figure imgb0009
    worin R Alkyl oder Alkenyl mit 8-22, vorzugsweise 16-18 Kohlenstoffatomen, x und y Wasserstoff oder Methyl, wobei x und y nicht gleichzeitig Methyl sein sollen, n, und n2 zusammen eine ganze Zahl von 2-50 bevorzugt 25, bedeutet und p und m sind gleichzeitig 0 oder p ist 1 und m ist . 1, 2 oder vorzugsweise 3,
  • c) 3-30, vorzugsweise 5-15 Gew.-% eines C,-C3-Alkohols und
  • d) einer Säure in einer zur Komponente b) equimolaren Menge und
  • e) Wasser und gegebenenfalls weiteren üblichen Hilfsstoffen entsprechend dem Ausgleich zu 100 Gew.-%.
The invention thus relates to concentrated fabric softeners which consist of
  • a) 12 to 50, preferably 20 to 30 wt .-% of a compound of the formulas
    Figure imgb0004
    Figure imgb0005
    Figure imgb0006
     wherein R, alkyl or alkenyl with 8-22, preferably 16-18 carbon atoms, R 2 alkyl with 1-4 carbon atoms, preferably methyl, R 3 methyl or hydrogen, x is a number from 1-5 and A is an anion, in particular Cl ⊖ , Br ⊖ , CH 3
    Figure imgb0007
     or CH 3
    Figure imgb0008
     means
  • b) 2 to 20, preferably 2 to 5% by weight of a fatty amine polyglycol ether of the formula IV
    Figure imgb0009
     wherein R is alkyl or alkenyl having 8-22, preferably 16-18 carbon atoms, x and y are hydrogen or methyl, where x and y are not supposed to be methyl at the same time, n, and n 2 together is an integer from 2-50, preferably 25 and p and m are simultaneously 0 or p is 1 and m is. 1, 2 or preferably 3,
  • c) 3-30, preferably 5-15 wt .-% of a C, -C 3 alcohol and
  • d) an acid in an amount equimolar to component b) and
  • e) water and, if appropriate, other customary auxiliaries in accordance with the balance at 100% by weight.

Bei den Fettaminpolyglykolethern b) handelt es sich um kommerziell verfügbare Produkte (Genamin-S* Marken). Bei der Bereitung der konzentrierten Weichspülmittel gemäß der Erfindung werden die kationischen weichmachenden Verbindungen der Formel I―III zweckmäßig in Form ihrer konzentrierten Lösungen in niederen Alkoholen, vorzusweise Isopropanol oder im Gemisch dieser Alkohole mit Wasser eingesetzt. Die erfindungsgemäßen Wäscheweichspülmittel enthalten daher eine bestimmte Menge solcher niederer Alkohole. Als Säuren kommen in Frage, beispielsweise Essigsäure, Phosphorsäure oder Salzsäure. Diese Säuren werden in einer Menge eingesetzt, die einem Säureequivalent pro Amingruppe in dem Fettaminpolyglykolether b) entspricht.The fatty amine polyglycol ethers b) are commercially available products (Genamin-S * brands). In the preparation of the concentrated fabric softener according to the invention, the cationic softening compounds of the formula I ― III are expediently used in the form of their concentrated solutions in lower alcohols, preferably isopropanol or in a mixture of these alcohols with water. The fabric softeners according to the invention therefore contain a certain amount of such lower alcohols. Possible acids are, for example, acetic acid, phosphoric acid or hydrochloric acid. These acids are used in an amount which corresponds to one acid equivalent per amine group in the fatty amine polyglycol ether b).

Darüber hinaus können die erfindungsgemäßen konzentrierten Wäscheweichspülmittel noch weitere übliche Substanzen und Hilfsmittel enthalten, wie z. B. kationische oder nichtionische oberflächenaktive Substanzen, Lösungsvermittler wie z. B. p-Cumolsulfonat, Elektrolyte, Absäuerungsmittel wie z. B. Phosphorsäure, Essigsäure, organische Komplexbildner, optische Aufhellungsmittel sowie Farb-und Duftstoffe. Sie dienen zur zusätzlichen Beeinflussung des Warengriffs oder sonstigen Eigenschaften der zu behandelnden Textilien oder zur Viskositätseinstellung, zur pH-Regulierung oder zur Erhöhung der Kältestabilität.In addition, the concentrated fabric softener according to the invention can also contain other conventional substances and auxiliaries, such as. B. cationic or nonionic surface-active substances, solubilizers such. B. p-cumene sulfonate, electrolytes, acidifiers such. As phosphoric acid, acetic acid, organic complexing agents, optical brighteners and colors and fragrances. They serve to additionally influence the handle of the goods or other properties of the textiles to be treated or to adjust the viscosity, to regulate the pH or to increase the stability at low temperatures.

Die erfindungsgemäßen konzentrierten Wäscheweichspülmittel verleihen beliebigen Textilmaterialien, besonders solchen aus natürlicher oder regenerierter Cellulose, Wolle, Celluloseacetat, -triacetat, Polyamid, Polyacrylnitril, Polyester, Polypropylen einen angenehmen und weichen Griff. Besonders vorteilhaft ist der Einsatz als Wäschenachbehandlungsmittel für Frottee und Leibwäsche. Die Herstellung dieser Wäscheweichspülmischungen erfolgt durch einfaches Vermischen oder Dispergieren der Einzelkomponenten in Wasser. Diese Wäscheweichspülmittel gemäß der Erfindung können entweder eine Verbindung der Formel bis 111 kombiniert mit IV enthalten oder aber sie enthalten ein Gemisch aus 2 oder mehr Verbindungen der Formel I bis III innerhalb der angegebenen Grenzen. Liegt ein Gemisch von zwei oder mehr Verbindungen der Formel I bis III vor, so ist das Mischungsverhältnis untereinander völlig unkritisch und kann jeden beliebigen Wert annehmen.The concentrated fabric softening agents according to the invention give any textile materials, especially those made from natural or regenerated cellulose, wool, cellulose acetate, triacetate, polyamide, polyacrylonitrile, polyester, polypropylene, a pleasant and soft feel. The use as a laundry treatment agent for terry cloth and underwear is particularly advantageous. These fabric softener mixtures are produced by simply mixing or dispersing them Individual components in water. These fabric softeners according to the invention can either contain a compound of the formula up to 111 combined with IV or else they contain a mixture of 2 or more compounds of the formula I to III within the stated limits. If a mixture of two or more compounds of the formulas I to III is present, the mixing ratio with one another is completely uncritical and can have any value.

Die Anwendung dieser Wäscheweichspülmittelkonzentrate erfolgt wie üblich, indem man sie im Anschluß an die Textilwäsche in das letzte Spülwasser gibt. Das so behandelte Textilmaterial wird dann getrocknet. Man kann diese Konzentrate aber zuvor auch verdünnen auf einen Gehalt an Wirksubstanz von 4 bis 8%, wie es bei den handelsüblichen Wäscheweichspülmitteln der Fall ist. Mit entsprechend weniger Wasser lassen sich auch die sogenannten 3- bis 1 Ofach Konzentrate herstellen.These fabric softener concentrates are used as usual by adding them to the last rinse water after the textile wash. The textile material treated in this way is then dried. However, these concentrates can also be diluted beforehand to an active substance content of 4 to 8%, as is the case with commercially available fabric softeners. The so-called 3- to 1-fold concentrates can also be produced with correspondingly less water.

Die oben beschriebenen Wäscheweichspülmittelkonzentrate weisen gute weichmachende Eigenschaften auf.The fabric softener concentrates described above have good softening properties.

Sie zeichnen sich durch eine gute Stabilität aus. Die Kaltwasserdispergierbarkeit ist hervorragend. Eine Gelbildung wurde nicht beobachtet. Die Formulierungen zeigen auch in hoher konzentrierter Form eine niedrige Viskosität. Ein Nachdicken (Gelieren) nach längerer Lagerzeit tritt nicht auf.They are characterized by good stability. The cold water dispersibility is excellent. No gel formation was observed. The formulations also show a low viscosity in a highly concentrated form. Thickening (gelling) after a longer storage period does not occur.

Auch wurde eine Verbesserung des Griffeffektes festgestellt, so daß überraschenderweise die Fettaminpolyglykoläther nicht nur als Emulgator, sondern als Weichmachungskomponente wirken. Diese Fettaminpolyglykoläther zeigen für sich allein keinen weichmachenden Effekt auf, da sie nicht auf das Gewebe aufziehen.An improvement in the grip effect was also found, so that, surprisingly, the fatty amine polyglycol ethers act not only as an emulsifier but as a softening component. These fatty amine polyglycol ethers on their own do not have a softening effect because they do not absorb onto the tissue.

In den folgenden Beispielen sind einige erfindungsgemäße Wäscheweichspülmittel beschrieben. Prozentangaben sind in allen Fällen Gewichtsprozente. Die Herstellung dieser Wäscheweichspülmittel erfolgt in allen Fällen durch ein einfaches Verrühren in der Kälte von wäßrigen Lösungen der einzelnen Komponenten.

Figure imgb0010
Figure imgb0011
Figure imgb0012
Figure imgb0013
Figure imgb0014
 The following examples describe some fabric softening agents according to the invention. Percentages are percentages by weight in all cases. In all cases, these fabric softeners are produced by simply stirring in the cold of aqueous solutions of the individual components.
Figure imgb0010
Figure imgb0011
Figure imgb0012
Figure imgb0013
Figure imgb0014

Alle Dispersionen der Beispiele 1 bis 5 sind niedrigviskos und lassen sich in kaltem Wasser gut verdünnen.All dispersions of Examples 1 to 5 are of low viscosity and can be diluted well in cold water.

Claims (2)

1. Concentrated fabric softeners consisting of
a) from 12 to 50 weight % of a compound of the formulae
Figure imgb0021
Figure imgb0022
Figure imgb0023
in which R1 is alkyl or alkenyl having from 8 to 22, preferably 16 to 18, carbon atoms, R2 is alkyl having from 1 to 4 carbon atoms, preferably methyl, R3 is methyl or hydrogen, x is a number of from 1 to 5 and A is an anion, especially Cl⊖, Br↔, CH3
Figure imgb0024
 or CH3
Figure imgb0025
,
b) from 2 to 20 weight % of a fatty amine polyglycol ether of the formula IV
Figure imgb0026
in which R is alkyl or alkenyl having from 2 to 22, preferably 16 to 18, carbon atoms, x and y each are hydrogen or methyl with the proviso that x and y are not simultaneously methyl, n, and n2 together are an integer of from 2 to 50, preferably 25, and p and m either are simultaneously zero, or p is 1 and m is 1, 2 or prefarably 3,
c) from 3 to 30 weight % of a C1―C3-alcohol,
d) an acid in an amount which is equimolar to component b), and
e) water and optionally further usual auxiliaries in amounts remaining to complete 100 %.
2. Concentrated fabric softeners as claimed in Claim 1 consisting of from 20 to 30 weight % of component a), from 2 to 5 weight % of component b) and from 5 to 15 weight % of a C1―C3-alcohol.
EP83100959A 1982-02-06 1983-02-02 Concentrated laundry softening agents Expired EP0085933B1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AT83100959T ATE15497T1 (en) 1982-02-06 1983-02-02 CONCENTRATED LAUNDRY DETERGENTS.

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19823204165 DE3204165A1 (en) 1982-02-06 1982-02-06 CONCENTRATED SOFT SOFTENER
DE3204165 1982-02-06

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EP0085933A2 EP0085933A2 (en) 1983-08-17
EP0085933A3 EP0085933A3 (en) 1984-01-11
EP0085933B1 true EP0085933B1 (en) 1985-09-11

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JP (1) JPS58149378A (en)
AT (1) ATE15497T1 (en)
BR (1) BR8300569A (en)
CA (1) CA1208853A (en)
DE (2) DE3204165A1 (en)
ZA (1) ZA83778B (en)

Families Citing this family (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
SE464139B (en) * 1983-05-11 1991-03-11 Colgate Palmolive Co CONCENTRATED TEXTILE SOFT COMPOSITION AND PROCEDURES FOR THE MANUFACTURING OF THE SAME
GB8410321D0 (en) * 1984-04-19 1984-05-31 Unilever Plc Aqueous concentrated fabric softening composition
GB8410320D0 (en) * 1984-04-19 1984-05-31 Unilever Plc Aqueous fabric softening composition
FR2564495B1 (en) * 1984-05-16 1987-02-27 Stepan Europe CONCENTRATED SOFTENING COMPOSITIONS BASED ON CATIONIC QUATERNARY AMMONIUM SURFACTANTS
DE3501521A1 (en) * 1985-01-18 1986-07-24 Henkel KGaA, 4000 Düsseldorf AQUEOUS CONCENTRATED TEXTILE SOFTENER
US4741842A (en) * 1986-01-27 1988-05-03 Colgate-Palmolive Company Particulate detergent softener compositions comprising a mixture of cationic softener and ethoxylated amine
GR870086B (en) * 1986-01-27 1987-05-28 Colgate Palmolive Co Detergent softener compositions
DE3603579A1 (en) * 1986-02-06 1987-08-13 Henkel Kgaa USE OF ETHOXYLATED FAT AMINES AS SOLUTION MEDIATOR
US5145608A (en) * 1986-02-06 1992-09-08 Ecolab Inc. Ethoxylated amines as solution promoters
JPH0723581B2 (en) * 1988-08-24 1995-03-15 花王株式会社 Softening agent for clothing
DE3832589A1 (en) * 1988-09-24 1990-03-29 Henkel Kgaa DETERGENT FOR LOW TEMPERATURES
EP0510879A3 (en) * 1991-04-26 1993-03-17 Kao Corporation Liquid softener
GB9122486D0 (en) * 1991-10-23 1991-12-04 Cussons Int Ltd Fabric softener composition
DE4420188A1 (en) 1994-06-09 1995-12-14 Hoechst Ag Fabric softener concentrates
EP1283030B1 (en) 2001-08-06 2013-10-02 Kao Corporation Conditioner composition
MXPA04012377A (en) * 2002-06-13 2005-02-25 Procter & Gamble Compositions comprising fabric softening active system comprising at least two cationic fabric softening actives.
CN111501353A (en) * 2020-05-28 2020-08-07 扬州宏远新材料股份有限公司 Novel textile softening agent and preparation method thereof

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB947714A (en) * 1960-07-18 1964-01-29 Armour Chemical Ind Ltd Improvements in or relating to surface active compositions
US4076632A (en) * 1977-02-22 1978-02-28 The Procter & Gamble Company Fabric softener
DE3066798D1 (en) * 1979-04-21 1984-04-12 Procter & Gamble Fabric softening composition
US4233164A (en) * 1979-06-05 1980-11-11 The Proctor & Gamble Company Liquid fabric softener
ATE13562T1 (en) * 1981-01-16 1985-06-15 Procter & Gamble TEXTILE TREATMENT AGENTS.
DE3264359D1 (en) * 1981-02-28 1985-08-01 Procter & Gamble Textile treatment compositions
DE3150179A1 (en) * 1981-12-18 1983-06-23 Hoechst Ag, 6230 Frankfurt CONCENTRATED PRE-MIXTURES OF SOFT SOFTENER

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DE3360740D1 (en) 1985-10-17
EP0085933A3 (en) 1984-01-11
BR8300569A (en) 1983-11-08
CA1208853A (en) 1986-08-05
US4659487A (en) 1987-04-21
JPS58149378A (en) 1983-09-05
DE3204165A1 (en) 1983-08-11
ATE15497T1 (en) 1985-09-15
ZA83778B (en) 1983-10-26
EP0085933A2 (en) 1983-08-17

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