EP0085933A2 - Concentrated laundry softening agents - Google Patents

Concentrated laundry softening agents Download PDF

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Publication number
EP0085933A2
EP0085933A2 EP83100959A EP83100959A EP0085933A2 EP 0085933 A2 EP0085933 A2 EP 0085933A2 EP 83100959 A EP83100959 A EP 83100959A EP 83100959 A EP83100959 A EP 83100959A EP 0085933 A2 EP0085933 A2 EP 0085933A2
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Prior art keywords
methyl
weight
alkyl
carbon atoms
alkenyl
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EP83100959A
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German (de)
French (fr)
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EP0085933A3 (en
EP0085933B1 (en
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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 radicals in the molecule.
  • R 1 is 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 1-5
  • A is an anion such as Cl (-) , Br (-) , CH 3 OSO 3 (-) or CH 3 OPO (-) .
  • Aqueous dispersions of these raw materials can be produced with cold water up to a concentration of 10-15%. More concentrated formulations, however, 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 softening agents according to the invention may also contain other customary substances and auxiliaries, such as e.g. cationic or nonionic surface-active substances, solubilizers such as e.g. p-cumene sulfonate, electrolyte, acidifying agents such as e.g. Phosphoric acid, acetic acid, organic complexing agents, optical brighteners as well as 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 e.g. cationic or nonionic surface-active substances, solubilizers such as e.g. p-cumene sulfonate, electrolyte, acidifying agents such as e.g. Phosphoric acid, acetic acid, organic complexing agents, optical brighteners as well as colors and fragrances.
  • auxiliaries such as e.
  • 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 the individual components in water.
  • These fabric softeners according to the invention can either contain a compound of the formula I to III 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 10-fold concentrates can also be produced with correspondingly less water.
  • the fabric softener concentrates described above have good softening properties. They are characterized by good stability. The cold water dispersibility is excellent. No gel formation was observed. The wording show low viscosity even in high concentrated form. Thickening (gelling) after a longer storage period does not occur.
  • 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)
  • Detergent Compositions (AREA)
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  • 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 Rest 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
In diesen Formeln bedeutet R1 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(-), CH3OSO3 (-) oder CH3OPO(-).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 radicals 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 these formulas, R 1 is 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 1-5 and A is an anion such as Cl (-) , Br (-) , CH 3 OSO 3 (-) or CH 3 OPO (-) .

Wäßrige Dispersionen dieser Rohstoffe lassen sich bis zu einer Konzentration von 10.- 15 % mit kaltem Wasser herstellen. Höher konzentrierte Formulierungen werden jedoch nach kürzer 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%. More concentrated formulations, however, 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 R1 Alkyl oder Alkenyl mit 8 - 22, vorzugsweise 16 - 18 Kohlenstoffatonen, 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(-), CH3OSO3 (-) oder CH3OPO3 (-) bedeutet,
  • b) 2 bis 20, vorzugsweise 2 bis 5 Gew.-% eines Fettaminpolyglylkolethers der Formel IV
    Figure imgb0007
    worin R1 Alkyl oder Alkenyl mit 8 - 22, vorzugsweise 16 - 18 Kohlenstoffatomen, x und y Wasserstoff oder Methyl, wobei x und y jedoch nicht gloichzeitig Methyl sein sollen, n1 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 C1-C3-Alkohols und
  • d) einer Säure in einer zur Komponente b) equimolaren Menge und
  • e) Wasser und gegebenenfalls weiteren üblichen Hilfsstoffenentsprechend 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
     where R 1 is 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 from 1-5 and A is an anion such as Cl ( -) , Br (-) , CH 3 OSO 3 (-) or CH 3 OPO 3 (-) ,
  • b) 2 to 20, preferably 2 to 5% by weight of a fatty amine polyglycol ether of the formula IV
    Figure imgb0007
     wherein R 1 is alkyl or alkenyl having 8-22, preferably 16-18, carbon atoms, x and y are hydrogen or methyl, but x and y are not supposed to be methyl at the same time, n 1 and n 2 together are an integer of 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 1 -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 to 100% by weight.

Bei den Fettaminpolyglykolethern b) handelt es sich um kommerziell verfügbare Produkte (Genamin-S Marken). Bei der Bereitung der konzentrierten Weichspülmjttel gemäß der Erfindung werden die kationischen weichmachenden Verbindungen der Formel I - III zweckmäßig in Form ihrer konzentrierten Lösungen in niederen Alkoholen, vorzugsweise 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 Säurcequivalent 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, Elektrolytc, 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 softening agents according to the invention may also contain other customary substances and auxiliaries, such as e.g. cationic or nonionic surface-active substances, solubilizers such as e.g. p-cumene sulfonate, electrolyte, acidifying agents such as e.g. Phosphoric acid, acetic acid, organic complexing agents, optical brighteners as well as 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 I bis III 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 the individual components in water. These fabric softeners according to the invention can either contain a compound of the formula I to III 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 Wirkstubstanz von 4 bis 8 %, wie es bei den handelsüblichen Wäscheweichspülmitteln der Fall ist. Mit entsprechend weniger Wasser lassen sich auch die sogenannten 3- bis 10-fach 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 10-fold concentrates can also be produced with correspondingly less water.

Die oben beschriebenen Wäscheweichspülmittelkonzentrate weisen gute weichmachende Eigenschaften auf. 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.The fabric softener concentrates described above have good softening properties. They are characterized by good stability. The cold water dispersibility is excellent. No gel formation was observed. The wording show low viscosity even in high 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.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.

Beispiel 1example 1

Figure imgb0008
Figure imgb0008

Beispiel 2Example 2

Figure imgb0009
Figure imgb0009

Beispi.el 3Example 3

Figure imgb0010
Figure imgb0010

Beispiel 4Example 4

Figure imgb0011
Figure imgb0011

Beispiel 5Example 5

Figure imgb0012
Alle Dispersionen der Beispiele 1 bis 5 sind niedrigviskos und lassen sich in kaltem Wasser gut verdünnen.
Figure imgb0012
 All dispersions of Examples 1 to 5 are of low viscosity and can be diluted well in cold water.

Claims (2)

1. Konzentrierter Wäscheweichspülmittel bestehend aus a) 12 bis 50 Gew.-% einer Verbindung der Formeln
Figure imgb0013
Figure imgb0014
Figure imgb0015
worin R1 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(-), CH3OSO3 (-) oder CH3OPO3 (-) bedeutet, b) 2 bis 20 Gew.-% eines Fettaminpolyglykolethers der Formel IV
Figure imgb0016
worin R1 Alkyl oder Alkenyl mit 8 - 22, vorzugsweise 16 - 18 Kohlenstoffatomen, x und y Wasserstoff oder Methyl, wobei x und y jedoch nicht gleichzeitig Methyl sein sollen, n1 und n2 zusammen eine ganze Zahl von 2 - 50 bevorzugt 25, bedeutet und p und m sind gleichzeitig 0 oder p ost 1 und m ist 1, 2 oder vorzugsweise 3, c) 3 bis 30 Gew.-% eines C1-C3-Alkohols und d) einer Säure in einer zur Komponente b) equimolaren Menge und e) Wasser und gegebenenfalls weiterenüblichenHilfsstoffen entsprechend dem Ausgleich zu 100 Gew.-%. 1. Concentrated fabric softener consisting of a) 12 to 50 wt .-% of a compound of the formulas
Figure imgb0013
Figure imgb0014
Figure imgb0015
 wherein R 1 is alkyl or alkenyl having 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 such as Cl (-) , Br (-) , CH 3 OSO 3 (-) or CH 3 OPO 3 (-) means b) 2 to 20% by weight of a fatty amine polyglycol ether of the formula IV
Figure imgb0016
 wherein R 1 is alkyl or alkenyl having 8-22, preferably 16-18, carbon atoms, x and y are hydrogen or methyl, but x and y should not be methyl at the same time, n 1 and n 2 together are an integer of 2-50, preferably 25 , means and p and m are simultaneously 0 or p ost 1 and m is 1, 2 or preferably 3, c) 3 to 30 wt .-% of a C 1 -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 to 100% by weight. 2. Konzentrierte Wäscheweichspülmittel und Anspruch 1 enthaltend aus 20 bis 30 Gew.-% der Komponente a), 2 bis 5 Gew.-% der Komponente b) und 5 bis 15 Gew.-% eines C1-C3-Alkanols.2. Concentrated fabric softener and claim 1 containing from 20 to 30 wt .-% of component a), 2 to 5 wt .-% of component b) and 5 to 15 wt .-% of a C 1 -C 3 alkanol.
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
DE3204165 1982-02-06
DE19823204165 DE3204165A1 (en) 1982-02-06 1982-02-06 CONCENTRATED SOFT SOFTENER

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

Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2139658A (en) * 1983-05-11 1984-11-14 Colgate Palmolive Co Concentrated fabric softening composition
EP0159196A2 (en) * 1984-04-19 1985-10-23 Unilever N.V. Aqueous concentrated fabric softening composition
EP0159921A2 (en) * 1984-04-19 1985-10-30 Unilever N.V. Aqueous fabric softening composition
FR2564495A1 (en) * 1984-05-16 1985-11-22 Stepan Europe Concentrated softening compositions based on quaternary ammonium cationic surface-active agents
EP0188242A2 (en) * 1985-01-18 1986-07-23 Henkel Kommanditgesellschaft auf Aktien Concentrated aqueous textile softener
FR2593517A1 (en) * 1986-01-27 1987-07-31 Colgate Palmolive Co DETERGENT AND PARTICULATE SOFTENING COMPOSITION FOR FABRICS, PROCESS FOR PREPARING THE SAME AND ITS APPLICATION TO TISSUE WASHING
EP0231886A3 (en) * 1986-02-06 1989-08-30 Henkel Kommanditgesellschaft Auf Aktien Use of ethoxylated fatty amines as solubilizers
WO1990003423A1 (en) * 1988-09-24 1990-04-05 Henkel Kommanditgesellschaft Auf Aktien Washing agents for low temperatures
US5145608A (en) * 1986-02-06 1992-09-08 Ecolab Inc. Ethoxylated amines as solution promoters
EP0510879A2 (en) * 1991-04-26 1992-10-28 Kao Corporation Liquid softener
GB2260771A (en) * 1991-10-23 1993-04-28 Cussons Int Ltd Fabric softener concentrate

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4741842A (en) * 1986-01-27 1988-05-03 Colgate-Palmolive Company Particulate detergent softener compositions comprising a mixture of cationic softener and ethoxylated amine
JPH0723581B2 (en) * 1988-08-24 1995-03-15 花王株式会社 Softening agent for clothing
DE4420188A1 (en) 1994-06-09 1995-12-14 Hoechst Ag Fabric softener concentrates
US6923954B2 (en) 2001-08-06 2005-08-02 Kao Corporation Conditioner
WO2003106606A2 (en) * 2002-06-13 2003-12-24 The Procter & Gamble Company 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

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FR2545853A1 (en) * 1983-05-11 1984-11-16 Colgate Palmolive Co CONCENTRATED FABRIC SOFTENER COMPOSITION AND METHODS FOR PREPARING THE SAME
GB2139658A (en) * 1983-05-11 1984-11-14 Colgate Palmolive Co Concentrated fabric softening composition
EP0159921A3 (en) * 1984-04-19 1987-03-25 Unilever N.V. Aqueous fabric softening composition
EP0159196A2 (en) * 1984-04-19 1985-10-23 Unilever N.V. Aqueous concentrated fabric softening composition
EP0159921A2 (en) * 1984-04-19 1985-10-30 Unilever N.V. Aqueous fabric softening composition
EP0159196A3 (en) * 1984-04-19 1987-03-18 Unilever N.V. Aqueous concentrated fabric softening composition
FR2564495A1 (en) * 1984-05-16 1985-11-22 Stepan Europe Concentrated softening compositions based on quaternary ammonium cationic surface-active agents
US4776965A (en) * 1985-01-18 1988-10-11 Henkel Kommanditgesellschaft Auf Aktien Aqueous concentrated fabric softener
EP0188242A3 (en) * 1985-01-18 1987-12-16 Henkel Kommanditgesellschaft Auf Aktien Concentrated aqueous textile softener
EP0188242A2 (en) * 1985-01-18 1986-07-23 Henkel Kommanditgesellschaft auf Aktien Concentrated aqueous textile softener
FR2593517A1 (en) * 1986-01-27 1987-07-31 Colgate Palmolive Co DETERGENT AND PARTICULATE SOFTENING COMPOSITION FOR FABRICS, PROCESS FOR PREPARING THE SAME AND ITS APPLICATION TO TISSUE WASHING
BE1002175A5 (en) * 1986-01-27 1990-10-02 Colgate Palmolive Co DETERGENT COMPOSITION AND PARTICULAR SOFTENER FOR FABRICS, PROCESS FOR PREPARING THE SAME AND ITS APPLICATION TO WASHING TISSUES.
EP0231886A3 (en) * 1986-02-06 1989-08-30 Henkel Kommanditgesellschaft Auf Aktien Use of ethoxylated fatty amines as solubilizers
US5145608A (en) * 1986-02-06 1992-09-08 Ecolab Inc. Ethoxylated amines as solution promoters
WO1990003423A1 (en) * 1988-09-24 1990-04-05 Henkel Kommanditgesellschaft Auf Aktien Washing agents for low temperatures
EP0364739A2 (en) * 1988-09-24 1990-04-25 Henkel Kommanditgesellschaft auf Aktien Low-temperature detergent
EP0364739A3 (en) * 1988-09-24 1990-05-23 Henkel Kommanditgesellschaft auf Aktien Low-temperature detergent
EP0510879A2 (en) * 1991-04-26 1992-10-28 Kao Corporation Liquid softener
EP0510879A3 (en) * 1991-04-26 1993-03-17 Kao Corporation Liquid softener
GB2260771A (en) * 1991-10-23 1993-04-28 Cussons Int Ltd Fabric softener concentrate

Also Published As

Publication number Publication date
EP0085933A3 (en) 1984-01-11
JPS58149378A (en) 1983-09-05
DE3204165A1 (en) 1983-08-11
DE3360740D1 (en) 1985-10-17
ZA83778B (en) 1983-10-26
CA1208853A (en) 1986-08-05
ATE15497T1 (en) 1985-09-15
EP0085933B1 (en) 1985-09-11
BR8300569A (en) 1983-11-08
US4659487A (en) 1987-04-21

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