EP0295386A2 - Concentrated fabric softener - Google Patents

Concentrated fabric softener Download PDF

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Publication number
EP0295386A2
EP0295386A2 EP88106113A EP88106113A EP0295386A2 EP 0295386 A2 EP0295386 A2 EP 0295386A2 EP 88106113 A EP88106113 A EP 88106113A EP 88106113 A EP88106113 A EP 88106113A EP 0295386 A2 EP0295386 A2 EP 0295386A2
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EP
European Patent Office
Prior art keywords
fabric softener
weight
percent
fatty acid
methyl
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.)
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EP88106113A
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German (de)
French (fr)
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EP0295386A3 (en
Inventor
Wulf Dr. Ruback
Jan Dr. Schut
Werner Friedrich
Heinz Dr. Riemer
Hauke Steinhardt
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Huels AG
Original Assignee
Huels AG
Chemische Werke Huels AG
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Publication of EP0295386A2 publication Critical patent/EP0295386A2/en
Publication of EP0295386A3 publication Critical patent/EP0295386A3/en
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Classifications

    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • 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
    • 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

Definitions

  • washed textiles have an unpleasant hardening after drying.
  • laundry treatment in modern households in washing machines and small drying rooms contributes to this hardening.
  • This hardening is undesirable because it has an unpleasant effect on the wearing properties of the textiles.
  • Such 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 molecular residues.
  • cationic substances are usually provided in the form of aqueous dispersions which are added to the rinsing bath. Up to a concentration of 10 to 15%, such dispersions can be produced relatively easily. However, more concentrated formulations become viscous or gel-like after a short period of storage, and they cannot be dispersed in cold water without gel formation. A good concentrated fabric softener must therefore meet the following requirements: Homogeneity of the formulation during storage, a low viscosity consistency, which is retained even during the storage period, as well as good dispersibility in cold water.
  • the task was therefore to develop a fabric softener that can also be used in a concentrated form, i.e. until a 50% by weight aqueous solution is still free-flowing, without the aid of a dispersant.
  • the fabric softener contains 25 to 50, in particular 25 to 40 percent by weight of a mixture a) of the two fabric softener components A) and B).
  • the mixture a) of the two fabric softener components consists of 20 to 70, in particular 30 to 60 percent by weight of a compound of the formula A) and 80 to 30, in particular 70 to 40 percent by weight of a compound of the formula B).
  • R9 expediently represents a group of the formula in which R7 has the meaning given above and m stands for a number from 1 to 6.
  • the fabric softener component B) iii) obeys the formula in which R8, m and X have the meaning given above.
  • the fabric softener component B) i) has the following formula in which R7, R8 and X have the meaning given above.
  • the formula of the fabric softener component is A) in which R1, R2, R3 and X have the meaning given above.
  • These mixtures of at least two fabric softener components A) and B) described under a) can be prepared both by simply mixing these components and by mixing their non-quaternized precursors with subsequent common quaternization. They are usually made up as 75 to 95 percent by weight raw materials, the rest being 100 percent by weight water or a short-chain alcohol or a mixture of both, and further processed to the fabric softening agents according to the invention.
  • the formulations obtained are readily flowable and can be dispersed in cold water.
  • Laundry softeners are added to the last laundry rinse bath in a generally customary manner via a special detergent dispenser in the washing machine. Since the fabric softener remains in this washing-in chamber during the entire washing program, it can, depending on the construction of this chamber and its arrangement in the washing machine, in particular in the case of products which have a flow limit, result in residual amounts of product not being washed in. Such problems can be ruled out by adding 0.001 to 10 percent by weight, preferably 0.01 to 5 percent by weight, in particular 0.05 to 2 percent by weight, of a dispersing agent, based on the amount of active ingredient as fabric softening agent, to the fabric softener concentrates on which the present invention is based.
  • R4, R5, R7, R8 and n have the meanings given above and x and y can mean integers between 1 and 80, where where the sum of x and y is an integer between 2 and 80, and B (-) is the anion of a mineral acid, a sulfonic acid, an alkylsulfuric acid, a carboxylic acid or an ether carboxylic acid.
  • Compounds A) can be prepared, for example, from trialkanolamines, such as triethanolamine, triisopropanolamine, triisobutanolamine, diethanolmonoisopropanolamine, etc., by the known conversion with fatty acids or fatty acid methyl esters which contain an alkyl radical of 8 to 22 carbon atoms in the acid part.
  • trialkanolamines such as triethanolamine, triisopropanolamine, triisobutanolamine, diethanolmonoisopropanolamine, etc.
  • suitable fatty acids for reaction with the trialkanolamine are: caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, oleic acid, arachic acid, behenic acid, etc. or their unsaturated isomers.
  • fatty acids preferably the naturally occurring fatty acid mixtures, such as tallow fatty acid, coconut fatty acid, palm oil fatty acid, etc.
  • the fatty acids are expediently chosen for the reaction in the form of their methyl esters.
  • This reaction is followed in a conventional manner by quaternization, for example using a lower alkyl ester of a mineral acid, such as dimethyl sulfate, diethyl sulfate, methyl iodide, methyl chloride, methyl bromide, ethyl chloride, trimethyl phosphate, triethyl phosphate.
  • the fabric softener component B) i) can be produced by reacting z.
  • dialkylenetriamines such as diethylenetriamine, aminopropylethylenediamine, aminobutylethylenediamine, or hydroxyalkylethylenediamines, such as 2-hydroxyethylethylenediamine, (2-hydroxy-1-methyl-ethyl) ethylenediamine, 3-hydroxypropylethylenediamine, (2-hydroxy-1-ethylethyl) ethylenediamine
  • Fatty acids which are generally the same as those described for A, under condensing conditions with subsequent quaternization using a lower alkyl ester of a mineral acid, as described in more detail under A.
  • the fabric softener component B) ii) is obtained by reacting di-fat. alkylamines with the lower alkyl esters of mineral acids already described.
  • Compounds of type B) iii) can, for. B. obtained by reaction of fatty acids such as the above, with dialkylenetriamines, hydroxyalkylalkylenediamines in the above. Meaning, which are subsequently ethoxylated and quaternized.
  • Examples of suitable compounds of type A) are: N-methyl-triethanolammonium-distearic acid ester methyl sulfate, N-methyl-triisopropanolammonium-distearic acid ester-methyl sulfate, N-methyl-triisobutanolammonium-distearic acid ester-methyl sulfate, N-methyl-diethanol-monoisopropearic acid monoisopropearic acid methylsulfate, N-methyl-monoethanolamine-diisopropanolammonium-distearinklare methylsulfate, N-methyl-triisopropanolammonium-ditalgfett Textre methyl sulfate, N-ethyl-triethanolammonium dipalmitinklare chloride, N-ethyl-triisopropanolammonium-dipalmölfettklar chloride, N-methyl-triisobutanolam
  • Compounds of type B) i) are, for example: di-tallow fatty acid alkyl imidazolinium methyl sulfate, di-stearic acid alkyl imidazolinium methyl sulfate, di-oleic acid alkyl imidazolinium methyl sulfate, di-palmitic acid alkyl imidazolinium chloride, di-tallow imidazolinium chloride.
  • Examples of compounds of type B) ii) which can be used are: distearyldimethylammonium chloride, dipalmityldimethylammonium chloride, dibehenyldimethylammonium chloride, diarachyldiethylammonium chloride, dimyristyldimethylammonium methylsulfate, dioleyldiethylammitalium chloride, -dimethylammonium chloride, di- (hardened tallow fat) -dimethylammonium chloride.
  • N-methyl-N-triethoxi-N N-bis- [2- (tallow fatty amido) ethyl] ammonium methyl sulfate
  • N-methyl-N-tetraethoxi-N N-bis- / 2- ( Stearylamido) ethyl / ammonium chloride
  • N-ethyl-N-diethoxi-N N-bis- [2- (oleic acid amido) ethyl] ammonium chloride
  • N-propyl-N-pentaethoxi-N N- bis- [2- (palmitylamido) ethyl] ammonium methyl sulfate.
  • the dispersants C) i) and C) ii) which may be used in small amounts can be prepared in a known manner by reacting an alkylamine with ethylene oxide and / or propylene oxide and / or butylene oxide etc. and then reacting (neutralizing) with a mineral acid or a carboxylic acid or a sulfonic acid or a polyether carboxylic acid or mixtures thereof in the form that the ratio of the acid and base equivalents is between 0.9 and 1.1.
  • fabric softeners according to the invention are described; percentages are percentages by weight in all cases. In all cases, these fabric softeners are produced by presenting drinking water at a temperature between 20 and 50 ° C., stirring in the specified components and, if appropriate, then stirring them cold.
  • the fabric softener components A) and B) are used as a prepared mixture, but the individual components can also be stirred in one after the other if necessary.
  • the formulations produced meet the usual requirements for temperature and storage stability.

Abstract

Concentrated formulations of fabric softeners have to date required between 15 and 60 % by weight of dispersion aids in order not to become highly viscous or gel-like on storage and to remain dispersible in cold water. This dispenses with the advantages of the concentrated form and, moreover, the large amounts of dispersants have an adverse effect on the fabric softening properties. <??>Mixtures of N-alkyltrialkanolammonium di-fatty acid ester salts with at least one of the following 3 components: di-fatty acid alkyl-imidazolinium salt, di-lower-alkyl-, di-long-alkyl-ammonium salt, N-alkyl-N-polyethoxy-N,N-bis-2-(fatty acid amido)-ethyl-ammonium salt, are proposed. <??>The concentrates are advantageous for storage and transport, because of the low cost of distribution.

Description

Es ist bekannt, daß gewaschene Textilien nach dem Trocknen eine unan­genehme Verhärtung aufweisen. Insbesondere trägt die Wäschebehandlung in modernen Haushalten in Waschautomaten und kleinen Trockenräumen zu dieser Verhärtung bei. Diese Verhärtung ist unerwünscht, da sie die Trageeigenschaften der Textilien unangenehmn beeinflußt. Man kann eine solche Griffverhärtung dadurch beseitigen, daß man die Textilien nach der Wäsche in einem Spülbad mit kationischen Substanzen behandelt, die mindestens zwei langkettige aliphatische Molekülreste enthalten.It is known that washed textiles have an unpleasant hardening after drying. In particular, laundry treatment in modern households in washing machines and small drying rooms contributes to this hardening. This hardening is undesirable because it has an unpleasant effect on the wearing properties of the textiles. Such 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 molecular residues.

Die Bereitstellung dieser kationischen Substanzen erfolgt üblicherwei­se in Form wäßriger Dispersionen, die dem Spülbad zugegeben werden. Bis zu einer Konzentration von 10 bis 15% lassen sich solche Disper­sionen relativ problemlos herstellen. Höher konzentrierte Formulierun­gen werden jedoch nach kurzer Lagerzeit dickflüssig oder gelartig, und sie lassen sich nicht ohne Gelbildung in kaltem Wasser dispergieren. Ein gutes konzentriertes Wäscheweichspülmittel muß daher folgende An­forderungen erfüllen:
Homogenität der Formulierung beim Lagern, eine dünnflüssige Konsi­stenz, die auch während der Lagerzeit erhalten bleibt, sowie eine gute Dispergierbarkeit in kaltem Wasser.These cationic substances are usually provided in the form of aqueous dispersions which are added to the rinsing bath. Up to a concentration of 10 to 15%, such dispersions can be produced relatively easily. However, more concentrated formulations become viscous or gel-like after a short period of storage, and they cannot be dispersed in cold water without gel formation. A good concentrated fabric softener must therefore meet the following requirements:
Homogeneity of the formulation during storage, a low viscosity consistency, which is retained even during the storage period, as well as good dispersibility in cold water.

Bekannte Lösungen dieses Problems, wie sie z.B. in EP-B1-0 085 933 und EP-B1-0 094 655 beschrieben sind, beinhalten die Kombination einer Wäscheweichspülkomponente mit einem oder mehreren Dispergierhilfsmit­teln, durch die die gewünschten Eigenschaften der Formulierung er­reicht werden. Dabei werden zwischen 15 und 60 Gewichtsprozent an Di­spergierhilfsmittel, bezogen auf die als Wäscheweichspülkomponenten aktive kationische Substanz, benötigt.Known solutions to this problem, e.g. described in EP-B1-0 085 933 and EP-B1-0 094 655 include the combination of a fabric softening component with one or more dispersing agents, by means of which the desired properties of the formulation are achieved. Between 15 and 60 percent by weight of dispersing agent, based on the cationic substance active as fabric softener components, are required.

Durch Verwendung solch hoher Mengen an Dispergator wird die Formulie­rung stark verteuert bzw. aufwendig, so daß der Vorteil von Konzentra­ten, nämlich der wesentlich geringere Distributionsaufwand, zum Teil wieder kompensiert wird. Außerdem werden durch große Dispergatormengen die Weichspüleigenschaften der Rohstoffe i.a. negativ beeinflußt. Um die gewünschten Wäscheweichspülkonzentrate zu formulieren, muß man al­so gegenwärtig noch eine Reihe von Nachteilen in Kauf nehmen.The use of such large amounts of dispersant makes the formulation very expensive or expensive, so that the advantage of concentrates, namely the much lower distribution effort, is partially compensated for. In addition, large quantities of dispersant generally negatively affect the fabric softener properties. Around To formulate the desired fabric softener concentrates, there are currently still a number of disadvantages to be accepted.

Es bestand also die Aufgabenstellung, ein Wäscheweichspülmittel zu entwickeln, das auch in konzentrierter Form, d.h. bis zu einer 50ge­wichtsprozentigen wäßrigen Lösung noch gut fließfähig ist, und zwar ohne die Hilfe eines Dispergators.The task was therefore to develop a fabric softener that can also be used in a concentrated form, i.e. until a 50% by weight aqueous solution is still free-flowing, without the aid of a dispersant.

Diese Aufgabe wurde gelöst durch ein Wäscheweichspülmittel, enthaltend

  • a) 18 bis 50 Gewichtsprozent einer Mischung mindestens zweier Weich­spülkomponenten, bestehend aus 10 bis 90 Gewichtsprozent einer Verbindung der Formel A)
    Figure imgb0001
     in der R¹, R², R³ unabhängig voneinander einen linearen, gesättigten oder ungesättigten Acylrest mit 8 bis 24, vorzugsweise 12 bis 20 Kohlenstoffatomen oder H, wenn zwei der Gruppen R¹, R², R³ für Acyl stehen, R⁴, R⁵, R⁶ unabhängig voneinander H oder einen Alkylrest mit 1 bis 4, vorzugsweise 1 bis 2 Kohlenstoffatomen, R⁷ einen Alkylrest mit 1 bis 4, vorzugsweise 1 bis 2 Kohlenstoffatomen, und X = Cl, Br, I, 1/2SO₄, MeOSO₃, (MeO)₂PO₂, 1/2MeOPO₃, (EtO)₂PO₂, 1/2EtOPO₃, EtOSO₃ bedeuten können, und 90 bis 10 Gewichtsprozent mindestens einer Verbindung der Formel B)
    Figure imgb0002
     worin R⁴, R⁵, R⁷ undX die gleiche Bedeutung wie unter A) haben und R⁸ einen gesättigten oder ungesättigten Alkylrest mit 8 bis 24, vorzugsweise 12 bis 20 Kohlenstoffatomen, R⁹ = R⁷ oder eine Poly­alkylenoxidgruppe sowie A = O, S, NH oder NR bedeuten kann oder Mischungen davon, n für eine ganze Zahl von 1 bis 6, vorzugsweise 2 bis 3, steht,
    wobei sich die Komponenten A) und B) zu 100 Gewichtsprozent addie­ren,
  • b) Wasser und gegebenenfalls weitere übliche Hilfsstoffe wie z. B. Salze, kurzkettige Alkohole, Farbstoffe, Parfum, Perfumemulgator entsprechend dem Ausgleich zu 100 Gewichtsprozent.
This object was achieved by a fabric softener containing
  • a) 18 to 50 percent by weight of a mixture of at least two fabric softener components consisting of 10 to 90 percent by weight of a compound of the formula A)
    Figure imgb0001
     in which R¹, R², R³ independently of one another are a linear, saturated or unsaturated acyl radical having 8 to 24, preferably 12 to 20 carbon atoms or H if two of the groups R¹, R², R³ are acyl, R⁴, R⁵, R⁶ independently of one another H or an alkyl radical with 1 to 4, preferably 1 to 2 carbon atoms, R⁷ an alkyl radical with 1 to 4, preferably 1 to 2 carbon atoms, and X = Cl, Br, I, 1 / 2SO₄, MeOSO₃, (MeO) ₂PO₂, 1 / 2MeOPO₃, (EtO) ₂PO₂, 1 / 2EtOPO₃, EtOSO₃ can mean, and 90 to 10 weight percent of at least one compound of formula B)
    Figure imgb0002
     wherein R⁴, R⁵, R⁷ andX have the same meaning as under A) and R⁸ is a saturated or unsaturated alkyl radical having 8 to 24, preferably 12 to 20 carbon atoms, R⁹ = R⁷ or a polyalkylene oxide group and A = O, S, NH or NR can or mixtures thereof, n represents an integer from 1 to 6, preferably 2 to 3,
    where components A) and B) add up to 100 percent by weight,
  • b) water and optionally other conventional auxiliaries such as. B. salts, short-chain alcohols, dyes, perfume, perfume emulsifier according to the balance to 100 percent by weight.

Das Wäscheweichspülmittel enthält in einer bevorzugten Ausführungsform 25 bis 50, insbesondere 25 bis 40 Gewichtsprozent einer Mischung a) der beiden Weichspülerkomponenten A) und B).In a preferred embodiment, the fabric softener contains 25 to 50, in particular 25 to 40 percent by weight of a mixture a) of the two fabric softener components A) and B).

In einer weiteren bevorzugten Ausführungsform besteht die Mischung a) der beiden Weichspülerkomponenten aus 20 bis 70, insbesondere 30 bis 60 Gewichtsprozent einer Verbindung der Formel A) und 80 bis 30, insbeson­dere 70 bis 40 Gewichtsprozent einer Verbindung der Formel B).In a further preferred embodiment, the mixture a) of the two fabric softener components consists of 20 to 70, in particular 30 to 60 percent by weight of a compound of the formula A) and 80 to 30, in particular 70 to 40 percent by weight of a compound of the formula B).

R⁹ steht zweckmäßigerweise für eine Gruppe der Formel

Figure imgb0003
in der R⁷ die o. a. Bedeutung hat und m für eine Zahl von 1 bis 6 steht.R⁹ expediently represents a group of the formula
Figure imgb0003
 in which R⁷ has the meaning given above and m stands for a number from 1 to 6.

In einer bevorzugten Ausführungsform der Erfindung gehorcht die Weichspülerkomponente B)iii) der Formel

Figure imgb0004
in der R⁸, m und X die o. a. Bedeutung haben.In a preferred embodiment of the invention, the fabric softener component B) iii) obeys the formula
Figure imgb0004
 in which R⁸, m and X have the meaning given above.

Bevorzugt wird auch die Ausführungsform der Erfindung, in der die Weichspülerkomponente B)i) die folgende Formel hat

Figure imgb0005
in der R⁷, R⁸ und X die o. a. Bedeutung haben.Also preferred is the embodiment of the invention in which the fabric softener component B) i) has the following formula
Figure imgb0005
 in which R⁷, R⁸ and X have the meaning given above.

In einer sehr zweckmäßigen Ausführungsform der Erfindung lautet die Formel der Weichspülerkomponente A)

Figure imgb0006
in der R¹, R², R³ und X die o. a. Bedeutung haben.In a very expedient embodiment of the invention, the formula of the fabric softener component is A)
Figure imgb0006
 in which R¹, R², R³ and X have the meaning given above.

Diese unter a) beschriebenen Gemische mindestens zweier Weichspüler­komponenten A) und B) können sowohl durch einfaches Abmischen dieser Komponenten als auch durch Abmischung ihrer unquarternisierten Vorpro­dukte mit nachfolgender gemeinsamer Quarternisierung hergestellt wer­den. Sie werden in der Regel als 75- bis 95gewichtsprozentige Rohstof­fe konfektioniert, wobei der Rest zu 100 Gewichtsprozent aus Wasser oder einem kurzkettigen Alkohol oder einem Gemisch beider bestehen kann, und zu den erfindungsgemäßen Wäscheweichspülmitteln weiter verarbeitet.These mixtures of at least two fabric softener components A) and B) described under a) can be prepared both by simply mixing these components and by mixing their non-quaternized precursors with subsequent common quaternization. They are usually made up as 75 to 95 percent by weight raw materials, the rest being 100 percent by weight water or a short-chain alcohol or a mixture of both, and further processed to the fabric softening agents according to the invention.

Die erhaltenen Formulierungen sind gut fließfähig und lassen sich in kaltem Wasser dispergieren.The formulations obtained are readily flowable and can be dispersed in cold water.

Wäscheweichspülmittel werden in allgemein üblicher Weise über eine spezielle Einspülkammer in der Waschmaschine dem letzten Wäschespülbad zugesetzt. Da das Wäscheweichspülmittel während des gesamten ablaufen­den Waschprogramms in dieser Einspülkammer verbleibt, kann es je nach Konstruktion dieser Kammer und ihrer Anordnung in der Waschmaschine insbesondere bei Produkten, die eine Fließgrenze aufweisen, dazu füh­ren, daß Restmengen an Produkt nicht eingespült werden. Solche Proble­me können ausgeschlossen werden, indem man den der vorliegenden Erfin­dung zugrundeliegenden Wäscheweichspülkonzentraten 0,001 bis 10 Ge­wichtsprozent, bevorzugt 0,01 bis 5 Gewichtsprozent, insbesondere 0,05 bis 2 Gewichtsprozent, eines Dispergierhilfsmittels, bezogen auf die als Wäscheweichspülmittel aktive Substanzmenge, zusetzt. Als Disper­gierhilfsmittel kommen Verbindungen der Formeln C

Figure imgb0007
infrage, in denen R⁴, R⁵, R⁷, R⁸ und n die obengenannten Bedeutungen haben und x und y ganze Zahlen zwischen 1 und 80 bedeuten können, wo­ bei die Summe von x und y eine ganze Zahl zwischen 2 und 80 ist, und B(-) das Anion einer Mineralsäure, einer Sulfonsäure, einer Alkyl­schwefelsäure, einer Carbonsäure oder einer Ethercarbonsäure ist.Laundry softeners are added to the last laundry rinse bath in a generally customary manner via a special detergent dispenser in the washing machine. Since the fabric softener remains in this washing-in chamber during the entire washing program, it can, depending on the construction of this chamber and its arrangement in the washing machine, in particular in the case of products which have a flow limit, result in residual amounts of product not being washed in. Such problems can be ruled out by adding 0.001 to 10 percent by weight, preferably 0.01 to 5 percent by weight, in particular 0.05 to 2 percent by weight, of a dispersing agent, based on the amount of active ingredient as fabric softening agent, to the fabric softener concentrates on which the present invention is based. Compounds of the formulas C are used as dispersants
Figure imgb0007
 into question, in which R⁴, R⁵, R⁷, R⁸ and n have the meanings given above and x and y can mean integers between 1 and 80, where where the sum of x and y is an integer between 2 and 80, and B (-) is the anion of a mineral acid, a sulfonic acid, an alkylsulfuric acid, a carboxylic acid or an ether carboxylic acid.

Verbindungen A) können beispielsweise hergestellt werden aus Trialka­nolaminen, wie Triethanolamin, Triisopropanolamin, Triisobutanolamin, Diethanolmonoisopropanolamin, etc., durch den bekannten Umsatz mit Fettsäuren bzw. Fettsäuremethylestern, welche einen Alkylrest von 8 bis 22 C-Atomen im Säureteil enthalten. Eine derartige Umsetzung wird beispielsweise in der US-A-3 915 867 beschrieben. Als Fettsäuren zur Umsetzung mit dem Trialkanolamin kommen beispielsweise infrage: Caprylsäure, Caprinsäure, Laurinsäure, Myristynsäure, Palmitinsäure, Stearinsäure, Ölsäure, Arachinsäure, Behensäure, etc. oder deren unge­sättigte Isomere. Es lassen sich insbesondere auch Mischungen der ge­nannten Fettsäuren einsetzen, mit Vorzug die natürlich vorkommenden Fettsäuregemische, wie Talgfettsäure, Kokosfettsäure, Palmölfettsäure, etc. Zweckmäßigerweise wählt man zur Umsetzung die Fettsäuren in Form ihrer Methylester. Im Anschluß an diese Umsetzung erfolgt in üblicher Weise eine Quarternisierung, beispielsweise mit einem niederen Alkyl­ester einer Mineralsäure, wie Dimethylsulfat, Diethylsulfat, Methyl­iodid, Methylchlorid, Methylbromid, Ethylchlorid, Trimethylphosphat, Triethylphosphat.Compounds A) can be prepared, for example, from trialkanolamines, such as triethanolamine, triisopropanolamine, triisobutanolamine, diethanolmonoisopropanolamine, etc., by the known conversion with fatty acids or fatty acid methyl esters which contain an alkyl radical of 8 to 22 carbon atoms in the acid part. Such an implementation is described, for example, in US Pat. No. 3,915,867. Examples of suitable fatty acids for reaction with the trialkanolamine are: caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, oleic acid, arachic acid, behenic acid, etc. or their unsaturated isomers. It is also possible in particular to use mixtures of the fatty acids mentioned, preferably the naturally occurring fatty acid mixtures, such as tallow fatty acid, coconut fatty acid, palm oil fatty acid, etc. The fatty acids are expediently chosen for the reaction in the form of their methyl esters. This reaction is followed in a conventional manner by quaternization, for example using a lower alkyl ester of a mineral acid, such as dimethyl sulfate, diethyl sulfate, methyl iodide, methyl chloride, methyl bromide, ethyl chloride, trimethyl phosphate, triethyl phosphate.

Die Weichspülkomponente B)i) kann hergestellt werden durch Umsetzung von z. B. Dialkylentriaminen, wie Diethylentriamin, Aminopropyl­ethylendiamin, Aminobutylethylendiamin, oder Hydroxyalkylethylen­diaminen, wie 2-Hydroxyethylethylendiamin, (2-Hydroxy-1-methyl-ethyl)­ethylendiamin, 3-Hydroxypropylethlendiamin, (2-Hydroxy-1-ethyl-ethyl)­ethylendiamin, mit Fettsäuren die in der Regel die gleichen sind, wie die für A beschriebenen, unter kondensierenden Bedingungen mit nach­folgender Quaternisierung mit Hilfe eines niederen Alkylesters einer Mineralsäure, wie er unter A näher beschrieben ist.The fabric softener component B) i) can be produced by reacting z. B. dialkylenetriamines, such as diethylenetriamine, aminopropylethylenediamine, aminobutylethylenediamine, or hydroxyalkylethylenediamines, such as 2-hydroxyethylethylenediamine, (2-hydroxy-1-methyl-ethyl) ethylenediamine, 3-hydroxypropylethylenediamine, (2-hydroxy-1-ethylethyl) ethylenediamine Fatty acids which are generally the same as those described for A, under condensing conditions with subsequent quaternization using a lower alkyl ester of a mineral acid, as described in more detail under A.

Die Weichspülkomponente B)ii) erhält man durch Umsetzung von Di-Fett-. alkylaminen mit den schon beschriebenen niederen Alkylestern von Mineralsäuren.The fabric softener component B) ii) is obtained by reacting di-fat. alkylamines with the lower alkyl esters of mineral acids already described.

Verbindungen des Typs B)iii) kann man z. B. erhalten durch Reaktion von Fettsäuren, wie o. a., mit Dialkylentriaminen, Hydroxyalkyl­alkylendiaminen in der o. a. Bedeutung, die nachfolgend ethoxyliert und quaterniert werden.Compounds of type B) iii) can, for. B. obtained by reaction of fatty acids such as the above, with dialkylenetriamines, hydroxyalkylalkylenediamines in the above. Meaning, which are subsequently ethoxylated and quaternized.

Als Verbindungen des Typs A) kommen beispielsweise infrage: N-Methyl-­triethanolammonium-distearinsäureester-methylsulfat, N-Methyl-triiso­propanolammonium-distearinsäureester-methylsulfat, N-Methyl-triisobu­tanolammonium-distearinsäureester-methylsulfat, N-Methyl-diethanol-mo­noisopropanolammonium-distearinsäure-methylsulfat, N-Methyl-monoetha­nol-diisopropanolammonium-distearinsäure-methylsulfat, N-Methyl-tri­isopropanolammonium-ditalgfettsäure-methylsulfat, N-Ethyl-triethanol­ammonium-dipalmitinsäure-chlorid, N-Ethyl-triisopropanolammonium-di­palmölfettsäure-chlorid, N-Methyl-triisobutanolammonium-ditalgfett­säure-chlorid, N-Methyl-triethanolammonium-dipalmitinfettsäureester-­methylsulfatExamples of suitable compounds of type A) are: N-methyl-triethanolammonium-distearic acid ester methyl sulfate, N-methyl-triisopropanolammonium-distearic acid ester-methyl sulfate, N-methyl-triisobutanolammonium-distearic acid ester-methyl sulfate, N-methyl-diethanol-monoisopropearic acid monoisopropearic acid methylsulfate, N-methyl-monoethanolamine-diisopropanolammonium-distearinsäure methylsulfate, N-methyl-triisopropanolammonium-ditalgfettsäure methyl sulfate, N-ethyl-triethanolammonium dipalmitinsäure chloride, N-ethyl-triisopropanolammonium-dipalmölfettsäure chloride, N-methyl-triisobutanolammonium- Ditallow fatty acid chloride, N-methyl-triethanolammonium dipalmitine fatty acid ester methyl sulfate

Verbindungen des Typs B)i) sind beispielsweise: Di-Talgfettsäurealkyl-­imidazolinium-methylsulfat, Di-Stearinsäurealkyl-imidazolinium-methyl­sulfat, Di-Ölsäurealkyl-imidazolinium-methylsulfat, Di-Palmitinsäure­alkyl-imidazolinium-chlorid, Di-Talgfettsäurealkyl-imidazolinium-chlo­rid.Compounds of type B) i) are, for example: di-tallow fatty acid alkyl imidazolinium methyl sulfate, di-stearic acid alkyl imidazolinium methyl sulfate, di-oleic acid alkyl imidazolinium methyl sulfate, di-palmitic acid alkyl imidazolinium chloride, di-tallow imidazolinium chloride.

Als Verbindungen des Typs B)ii) lassen sich beispielsweise einsetzen: Distearyl-dimethylammonium-chlorid, Dipalmityl-dimethylammonium-chlo­rid, Dibehenyl-dimethylammonium-chlorid, Diarachyl-diethylammonium-­chlorid, Dimyristyl-dimethylammonium-methylsulfat, Dioleyl-diethylam­monium-chlorid, Ditalgfett-dimethylammonium-chlorid, Di-(gehärtetes Talgfett)-dimethylammonium-chlorid.Examples of compounds of type B) ii) which can be used are: distearyldimethylammonium chloride, dipalmityldimethylammonium chloride, dibehenyldimethylammonium chloride, diarachyldiethylammonium chloride, dimyristyldimethylammonium methylsulfate, dioleyldiethylammitalium chloride, -dimethylammonium chloride, di- (hardened tallow fat) -dimethylammonium chloride.

Als Verbindungen des Typs B)iii) kommen z. B. infrage: N-Methyl-N-tri­ethoxi-N,N-bis-[2-(Talgfettamido)-ethyl]-ammonium-methylsulfat, N-­Methyl-N-tetraethoxi-N,N-bis-/2-(Stearylamido)-ethyl/-ammonium-chlo­rid, N-Ethyl-N-diethoxi-N,N-bis-[2-(Ölsäureamido)-ethyl]-ammonium-­chlorid, N-Propyl-N-pentaethoxi-N,N-bis-[2-(Palmitylamido)-ethyl]-­ammonium-methylsulfat.As compounds of type B) iii) come, for. B. questionable: N-methyl-N-triethoxi-N, N-bis- [2- (tallow fatty amido) ethyl] ammonium methyl sulfate, N-methyl-N-tetraethoxi-N, N-bis- / 2- ( Stearylamido) ethyl / ammonium chloride, N-ethyl-N-diethoxi-N, N-bis- [2- (oleic acid amido) ethyl] ammonium chloride, N-propyl-N-pentaethoxi-N, N- bis- [2- (palmitylamido) ethyl] ammonium methyl sulfate.

Die gegebenenfalls in geringer Menge einzusetzenden Dispergiermittel C)i) und C)ii) lassen sich in bekannter Weise herstellen durch Umset­zung eines Alkylamins mit Ethylenoxid und/oder Propylenoxid und/oder Butylenoxid etc. und anschließende Reaktion (Neutralisation) mit einer Mineralsäure oder einer Carbonsäure oder einer Sulfonsäure oder einer Polyethercarbonsäure oder auch Gemischen davon in der Form, daß das Verhältnis der Säure- und Basenäquivalente zwischen 0,9 und 1,1 beträgt.The dispersants C) i) and C) ii) which may be used in small amounts can be prepared in a known manner by reacting an alkylamine with ethylene oxide and / or propylene oxide and / or butylene oxide etc. and then reacting (neutralizing) with a mineral acid or a carboxylic acid or a sulfonic acid or a polyether carboxylic acid or mixtures thereof in the form that the ratio of the acid and base equivalents is between 0.9 and 1.1.

In den folgenden Beispielen sind einige erfindungsgemäße Wäscheweich­spülmittel beschrieben, Prozentangaben sind in allen Fällen Gewichtsprozente. Die Herstellung dieser Wäscheweichspülmittel erfolgt in allen Fällen, indem man Trinkwasser mit einer Temperatur zwischen 20 und 50 °C vorlegt, die angegebenen Komponenten einrührt und gegebenenfalls anschließend kaltrührt. Für die Eigenschaften der Formulierungen ist es von Vorteil, wenn die Wäsheweichspülkomponenten A) und B) als vorbereitetes Gemisch eingesetzt werden, doch können die einzelnen Komponenten bei Bedarf auch nacheinander eingerührt werden.In the following examples, some fabric softeners according to the invention are described; percentages are percentages by weight in all cases. In all cases, these fabric softeners are produced by presenting drinking water at a temperature between 20 and 50 ° C., stirring in the specified components and, if appropriate, then stirring them cold. For the properties of the formulations, it is advantageous if the fabric softener components A) and B) are used as a prepared mixture, but the individual components can also be stirred in one after the other if necessary.

Beispiel 1example 1

30 % Weichspülergemisch bestehend aus
    5 Teilen N-Methyl-triethanolammonium-ditalgfettsäureester-­methylsulfat
und 5 Teilen Di-Talgfettsäurealkylimidazolinium-methylsulfat
3 % einer 25 %igen CaCl₂-Lösung
ad 100 % Trinkwasser (13 °dH), Parfüm, Farbe
    Viskosität (D = 50 sec⁻¹, 25 °C): 140 mPa s
30% fabric softener mixture consisting of
5 parts of N-methyl-triethanolammonium ditallow fatty acid ester methyl sulfate
and 5 parts of di-tallow fatty acid alkylimidazolinium methyl sulfate
3% of a 25% CaCl₂ solution
ad 100% drinking water (13 ° dH), perfume, color
Viscosity (D = 50 sec⁻¹, 25 ° C): 140 mPa s

Beispiel 2Example 2

30 % Weichspülergemisch bestehend aus
    5 Teilen N-Methyl-triethanolammonium-ditalgfettsäureester-­methylsulfat
und 5 Teilen N-Methyl-N-polyethoxi-N,N-bis-/2-(Talgfettamido)-­ethyl/-ammonium-methylsulfat
4 % einer 25 %igen CaCl₂-Lösung
ad 100 % Trinkwasser (13 °dH), Parfüm, Farbe
Viskosität (D = 100 sec⁻¹, 25 °C): 253 mPa s
30% fabric softener mixture consisting of
5 parts of N-methyl-triethanolammonium ditallow fatty acid ester methyl sulfate
and 5 parts of N-methyl-N-polyethoxy-N, N-bis- / 2- (tallow fatty amido) ethyl / ammonium methyl sulfate
4% of a 25% CaCl₂ solution
ad 100% drinking water (13 ° dH), perfume, color
Viscosity (D = 100 sec⁻¹, 25 ° C): 253 mPa s

Beispiel 3Example 3

20 % Weichspülergemisch bestehend aus
    5 Teilen N-Methyl-triethanolammonium-ditalgfettsäureester-­methylsulfat
und 5 Teilen Di-Talgfettsäurealkylimidazolinium-methylsulfat
1,2 % einer 25 %igen CaCl₂-Lösung
ad 100 % Trinkwasser (13 °dH), Parfüm, Farbe
Viskosität (D = 100 sec⁻¹, 25 °C): 15 mPa s
20% fabric softener mixture consisting of
5 parts of N-methyl-triethanolammonium ditallow fatty acid ester methyl sulfate
and 5 parts of di-tallow fatty acid alkylimidazolinium methyl sulfate
1.2% of a 25% CaCl₂ solution
ad 100% drinking water (13 ° dH), perfume, color
Viscosity (D = 100 sec⁻¹, 25 ° C): 15 mPa s

Beispiel 4Example 4

15 % Di-Talgfettsäurealkylimidazolinium-methylsulfat
15 % N-Methyl-triethanolammonium-ditalgfettsäureester-methyl­sulfat
nacheinander eingerührt
4 % einer 25 %igen CaCl₂-Lösung
ad 100 % Trinkwasser (13 °dH), Parfüm, Farbe
Viskosität (D = 50 sec⁻¹, 25 °C): 300 mPa s
15% di-tallow fatty acid alkylimidazolinium methyl sulfate
15% N-methyl-triethanolammonium ditallow fatty acid ester methyl sulfate
stirred in one after the other
4% of a 25% CaCl₂ solution
ad 100% drinking water (13 ° dH), perfume, color
Viscosity (D = 50 sec⁻¹, 25 ° C): 300 mPa s

Beispiel 5Example 5

40 % Weichspülergemisch bestehend aus
    2 Teilen N-Methyl-triethanolammonium-ditalgfettsäureester-­methylsulfat
und 8 Teilen Di-Talgfettsäurealkylimidazolinium-methylsulfat
4 % einer 25 %igen CaCl₂-Lösung
ad 100 % Trinkwasser (13 °dH), Parfüm, Farbe
Viskosität (D = 100 sec⁻¹, 25 °C): 260 mPa s
Fließgrenze : 5 pa
40% fabric softener mixture consisting of
2 parts of N-methyl-triethanolammonium ditallow fatty acid ester methyl sulfate
and 8 parts of di-tallow fatty acid alkylimidazolinium methyl sulfate
4% of a 25% CaCl₂ solution
ad 100% drinking water (13 ° dH), perfume, color
Viscosity (D = 100 sec⁻¹, 25 ° C): 260 mPa s
Yield point: 5 pa

Beispiel 6Example 6

25 % Weichspülergemisch bestehend aus
    8 Teilen N-Methyl-triethanolammonium-ditalgfettsäureester-­methylsulfat
und 2 Teilen Di-Talgfettsäurealkylimidazolinium-methylsulfat
4 % einer 25 %igen CaCl₂-Lösung
ad 100 % Trinkwasser (13 °dH), Parfüm, Farbe
Viskosität (D = 100 sec⁻¹, 25 °C): 60 mPa s
25% fabric softener mixture consisting of
8 parts of N-methyl-triethanolammonium ditallow fatty acid ester methyl sulfate
and 2 parts di-tallow fatty acid alkyl imidazolinium methyl sulfate
4% of a 25% CaCl₂ solution
ad 100% drinking water (13 ° dH), perfume, color
Viscosity (D = 100 sec⁻¹, 25 ° C): 60 mPa s

Beispiel 7Example 7

35 % Weichspülergemisch bestehend aus
    1 Teil N-Methyl-triethanolammonium-ditalgfettsäureester-­methylsulfat
und 9 Teilen Di-Talgfettsäurealkylimidazolinium-methylsulfat
4 % einer 25 %igen CaCl₂-Lösung
ad 100 % Trinkwasser (13 °dH), Parfüm, Farbe
Viskosität (D = 100 sec⁻¹, 25 °C): 242 mPa s
35% fabric softener mixture consisting of
1 part of N-methyl-triethanolammonium ditallow fatty acid ester methyl sulfate
and 9 parts di-tallow fatty acid alkyl imidazolinium methyl sulfate
4% of a 25% CaCl₂ solution
ad 100% drinking water (13 ° dH), perfume, color
Viscosity (D = 100 sec⁻¹, 25 ° C): 242 mPa s

Beispiel 8Example 8

20 % Weichspülergemisch bestehend aus
    5 Teilen N-Methyl-triethanolammonium-ditalgfettsäureester-­methylsulfat
und 5 Teilen Di-Stearyl-dimethyl-ammonium-chlorid
1,5 % einer 25 %igen CaCl₂-Lösung
ad 100 % Trinkwasser (13 °dH), Parfüm, Farbe
Viskosität (D = 50 sec⁻¹, 25 °C): 58 mPa s
20% fabric softener mixture consisting of
5 parts of N-methyl-triethanolammonium ditallow fatty acid ester methyl sulfate
and 5 parts di-stearyl-dimethyl-ammonium chloride
1.5% of a 25% CaCl₂ solution
ad 100% drinking water (13 ° dH), perfume, color
Viscosity (D = 50 sec⁻¹, 25 ° C): 58 mPa s

Beispiel 9Example 9

30 % Weichspülergemisch bestehend aus
    5 Teilen N-Methyl-triethanolammonium-ditalgfettsäureester-­methylsulfat
und 5 Teilen N-Methyl-N-polyethoxi-N,N-bis-/2-(Talgfettamido)-­ethyl/-ammonium-methylsulfat
sowie 1 % eines Dispergiermittels, bestehend aus einer mola­ren Mischung aus Oleylamin + 40 EO und Ölsäure
4 % einer 25 %igen CaCl₂-Lösung
ad 100 % Trinkwasser (13 °dH), Parfüm, Farbe
Viskosität (D = 50 sec⁻¹, 25 °C): 85 mPa s
30% fabric softener mixture consisting of
5 parts of N-methyl-triethanolammonium ditallow fatty acid ester methyl sulfate
and 5 parts of N-methyl-N-polyethoxy-N, N-bis- / 2- (tallow fatty amido) ethyl / ammonium methyl sulfate
and 1% of a dispersant, consisting of a molar mixture of oleylamine + 40 EO and oleic acid
4% of a 25% CaCl₂ solution
ad 100% drinking water (13 ° dH), perfume, color
Viscosity (D = 50 sec⁻¹, 25 ° C): 85 mPa s

Beispiel 10Example 10

25 % Weichspülergemisch bestehend aus
    2 Teilen N-Methyl-triethanolammonium-ditalgfettsäureester-­methylsulfat
       und 8 Teilen N-Methyl-N-polyethoxi-N,N-bis-/2-(Talgfettamido)-­ethyl/-ammonium-methylsulfat
0,7 % einer 25 %igen CaCl₂-Lösung
ad 100 % Trinkwasser (13 °dH), Parfüm, Farbe
Viskosität (D = 100 sec⁻¹, 25 °C): 57 mPa s
25% fabric softener mixture consisting of
2 parts of N-methyl-triethanolammonium ditallow fatty acid ester methyl sulfate
and 8 parts of N-methyl-N-polyethoxy-N, N-bis- / 2- (tallow fatty amido) ethyl / ammonium methyl sulfate
0.7% of a 25% CaCl₂ solution
ad 100% drinking water (13 ° dH), perfume, color
Viscosity (D = 100 sec⁻¹, 25 ° C): 57 mPa s

Beispiel 11Example 11

40 % Weichspülergemisch bestehend aus
    2 Teilen N-Methyl-triethanolammonium-ditalgfettsäureester-­methylsulfat
und 8 Teilen Di-Talgfettsäurealkylimidazolinium-metylsulfat
sowie 0,25 % eines Dispergiermittels, bestehend aus einer mola­ren Mischung aus Oleylamin + 35 EO und Laurylalkoholpolyglykolether(10 EO)essigsäure
3,5 % einer 25 %igen CaCl₂-Lösung
ad 100 % Trinkwasser (13 °dH), Parfüm, Farbe
Viskosität (D = 50 sec⁻¹, 25 °C): 230 mPa s
Fließgrenze: 0,2 Pa
40% fabric softener mixture consisting of
2 parts of N-methyl-triethanolammonium ditallow fatty acid ester methyl sulfate
and 8 parts of di-tallow fatty acid alkyl imidazolinium methyl sulfate
and 0.25% of a dispersant, consisting of a molar mixture of oleylamine + 35 EO and lauryl alcohol polyglycol ether (10 EO) acetic acid
3.5% of a 25% CaCl₂ solution
ad 100% drinking water (13 ° dH), perfume, color
Viscosity (D = 50 sec⁻¹, 25 ° C): 230 mPa s
Yield point: 0.2 Pa

Die hergestellten Formulierungen genügen den üblichen Anforderungen an Temperatur- und Lagerstabilität.The formulations produced meet the usual requirements for temperature and storage stability.

Claims (7)

1. Wäscheweichspülmittel, enthaltend a) 18 bis 50 Gewichtsprozent einer Mischung mindestens zweier Weich­spülkomponenten, bestehend aus 10 bis 90 Gewichtsprozent einer Ver­bindung der Formel A)
Figure imgb0008
 in der R¹, R², R³ unabhängig voneinander einen linearen, gesättigten oder ungesättigten Acylrest mit 8 bis 24 Kohlenstoffatomen oder H, wenn zwei der Gruppen R¹, R², R³ für Acyl stehen, R⁴, R⁵, R⁶ unab­hängig voneinander H oder einen Alkylrest mit 1 bis 4 Kohlenstoff­atomen, R⁷ einen Alkylrest mit 1 bis 4 Kohlenstoffatomen, und X = Cl, Br, I, 1/2SO₄, MeOSO₃, (MeO)₂PO₂, 1/2MeOPO₃, (EtO)₂PO₂, 1/2EtOPO₃, EtOSO₃ bedeuten können, und 90 bis 10 Gewichtsprozent mindestens einer Verbindung der Formel B)
Figure imgb0009
 worin R⁴, R⁵, R⁷ und X die gleiche Bedeutung wie unter A) haben und R⁸ einen gesättigten oder ungesättigten Alkylrest mit 8 bis 24 Kohlenstoffatomen, R⁹ = R⁷ oder eine Polyalkylenoxidgruppe sowie A = O, S, NH oder NR bedeuten kann oder Mischungen davon, n für eine ganze Zahl von 1 bis 6 steht,
wobei sich die Komponenten A) und B) zu 100 Gewichtsprozent addie­ren, b) Wasser und gegebenenfalls weitere übliche Hilfsstoffe entspre­chend dem Ausgleich zu 100 Gewichtsprozent. 1. Fabric softener containing a) 18 to 50 percent by weight of a mixture of at least two fabric softener components consisting of 10 to 90 percent by weight of a compound of the formula A)
Figure imgb0008
 in which R¹, R², R³ independently of one another are a linear, saturated or unsaturated acyl radical having 8 to 24 carbon atoms or H if two of the groups R¹, R², R³ are acyl, R⁴, R⁵, R⁶ independently of one another H or an alkyl radical with 1 up to 4 carbon atoms, R⁷ can be an alkyl radical with 1 to 4 carbon atoms, and X = Cl, Br, I, 1 / 2SO₄, MeOSO₃, (MeO) ₂PO₂, 1 / 2MeOPO₃, (EtO) ₂PO₂, 1 / 2EtOPO₃, EtOSO₃, and 90 to 10 percent by weight of at least one compound of the formula B)
Figure imgb0009
 wherein R⁴, R⁵, R⁷ and X have the same meaning as under A) and R⁸ is a saturated or unsaturated alkyl radical having 8 to 24 Can represent carbon atoms, R⁹ = R⁷ or a polyalkylene oxide group and A = O, S, NH or NR or mixtures thereof, n represents an integer from 1 to 6,
where components A) and B) add up to 100 percent by weight, b) water and, if appropriate, other customary auxiliaries in accordance with the balance at 100 percent by weight. 2. Wäscheweichspülmittel nach Anspruch 1,
dadurch gekennzeichnet,
daß es 30 bis 50 Gewichtsprozent einer Mischung der beiden Weichspü­lerkomponenten A) und B) enthält.2. fabric softener according to claim 1,
characterized,
that it contains 30 to 50 percent by weight of a mixture of the two fabric softener components A) and B). 3. Wäscheweichspülmittel nach den Ansprüchen 1 oder 2,
dadurch gekennzeichnet,
daß die Mischung a) der beiden Weichspülkomponenten aus 20 bis 70 Gewichtsprozent einer Verbindung der Formel A) und 80 bis 30 Ge­wichtsprozent einer Verbindung der Formel B) besteht.3. fabric softener according to claims 1 or 2,
characterized,
that the mixture a) of the two fabric softener components consists of 20 to 70 percent by weight of a compound of formula A) and 80 to 30 percent by weight of a compound of formula B). 4. Wäscheweichspülmittel nach einem der Ansprüche 1 bis 3,
dadurch gekennzeichnet,
daß R⁹ für eine Gruppe der Formel
Figure imgb0010
 in der R⁷ die o. a. Bedeutung hat und m für eine Zahl von 1 bis 6 steht.4. fabric softener according to one of claims 1 to 3,
characterized,
that R⁹ for a group of the formula
Figure imgb0010
 in which R⁷ has the meaning given above and m stands for a number from 1 to 6. 5. Wäscheweichspülmittel nach einem der Ansprüche 1 bis 4,
dadurch gekennzeichnet,
daß die Verbindung B)iii) der folgenden Formel gehorcht:
Figure imgb0011
 in der R⁸, m und X die o. a. Bedeutung haben.5. fabric softener according to one of claims 1 to 4,
characterized,
that compound B) iii) obeys the following formula:
Figure imgb0011
 in which R⁸, m and X have the meaning given above. 6. Wäscheweichspülmittel nach einem der Ansprüche 1 bis 5,
dadurch gekennzeichnet,
daß die Verbindung B)i) der folgenden Formel gehorcht:
Figure imgb0012
 in der R⁷, R⁸ und X die o. a. Bedeutung haben.6. fabric softener according to one of claims 1 to 5,
characterized,
that compound B) i) obeys the following formula:
Figure imgb0012
 in which R⁷, R⁸ and X have the meaning given above. 7. Wäscheweichspülmittel nach einem der Ansprüche 1 bis 6,
dadurch gekennzeichnet,
daß die Verbindung A) der folgenden Formel gehorcht:
Figure imgb0013
 in der R¹, R², R³ und X die o. a. Bedeutung haben.7. fabric softener according to one of claims 1 to 6,
characterized,
that compound A) obeys the following formula:
Figure imgb0013
 in which R¹, R², R³ and X have the meaning given above.
EP88106113A 1987-06-19 1988-04-16 Concentrated fabric softener Withdrawn EP0295386A3 (en)

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DE3720331 1987-06-19
DE19873720331 DE3720331A1 (en) 1987-06-19 1987-06-19 CONCENTRATED SOFT SOFTENER

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EP0295386A2 true EP0295386A2 (en) 1988-12-21
EP0295386A3 EP0295386A3 (en) 1990-03-28

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EP88106113A Withdrawn EP0295386A3 (en) 1987-06-19 1988-04-16 Concentrated fabric softener

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Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0413249A1 (en) * 1989-08-12 1991-02-20 Witco Surfactants GmbH Fabric softener
EP0498050A2 (en) * 1991-01-17 1992-08-12 Hüls Aktiengesellschaft Aqueous emulsions comprising fatty acid esters of N-methyl-N,N,N-trihydroxyethyl-ammonium-methyl-sulfate
EP0503155A1 (en) * 1991-03-13 1992-09-16 Witco Surfactants GmbH Fabric softener based on quaternary poly(oxyalkylene)-alkanolamine esters
EP0669391A2 (en) * 1994-02-23 1995-08-30 Witco Surfactants GmbH Highly concentrated aqueous softeners having improved storage stability
US5468398A (en) * 1993-05-20 1995-11-21 Colgate-Palmolive Company Liquid fabric softening composition
US5747109A (en) * 1997-03-19 1998-05-05 Colgate-Palmolive Co. Method of preparing super-concentrated liquid rinse cycle fabric softening composition
US5747108A (en) * 1997-03-19 1998-05-05 Colgate-Palmolive Co. Super-concentrated liquid rinse cycle fabric softening composition
EP0734433B1 (en) * 1993-12-13 2000-03-22 The Procter & Gamble Company Viscosity stable concentrated liquid fabric softener compositions

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5516438A (en) * 1989-09-19 1996-05-14 Lever Brothers Company, Division Of Conopco, Inc. Fabric softening
GB8921168D0 (en) * 1989-09-19 1989-11-08 Unilever Plc Fabric softening
WO1992019714A1 (en) * 1991-04-30 1992-11-12 The Procter & Gamble Company Fabric softener containing substituted imidazoline and highly ethoxylated compounds
US6559117B1 (en) 1993-12-13 2003-05-06 The Procter & Gamble Company Viscosity stable concentrated liquid fabric softener compositions
DE4430721A1 (en) * 1994-08-30 1996-03-07 Hoechst Ag Car gloss desiccant
US5916863A (en) * 1996-05-03 1999-06-29 Akzo Nobel Nv High di(alkyl fatty ester) quaternary ammonium compound from triethanol amine
US6927202B2 (en) * 2002-09-19 2005-08-09 Unilever Home & Personal Care, Usa Division Of Conopco, Inc. Fabric conditioning compositions

Citations (4)

* 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
US3915867A (en) * 1973-04-24 1975-10-28 Stepan Chemical Co Domestic laundry fabric softener
US4399045A (en) * 1980-11-18 1983-08-16 The Procter & Gamble Company Concentrated fabric softening compositions
EP0197578A2 (en) * 1985-03-28 1986-10-15 The Procter & Gamble Company Textile treatment compositions

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DD159263A3 (en) * 1980-12-23 1983-03-02 Peter Reinemann WEICHSPUELMITTELKONZENTRATE
GB2188653A (en) * 1986-04-02 1987-10-07 Procter & Gamble Biodegradable fabric softeners

Patent Citations (4)

* 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
US3915867A (en) * 1973-04-24 1975-10-28 Stepan Chemical Co Domestic laundry fabric softener
US4399045A (en) * 1980-11-18 1983-08-16 The Procter & Gamble Company Concentrated fabric softening compositions
EP0197578A2 (en) * 1985-03-28 1986-10-15 The Procter & Gamble Company Textile treatment compositions

Cited By (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0413249A1 (en) * 1989-08-12 1991-02-20 Witco Surfactants GmbH Fabric softener
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
US5437801A (en) * 1991-01-17 1995-08-01 Huels Aktiengesellschaft Aqueous emulsions containing fatty acid esters of N-methyl-N,N,N-trihydroxyethyl ammonium methyl sulfate
EP0498050A2 (en) * 1991-01-17 1992-08-12 Hüls Aktiengesellschaft Aqueous emulsions comprising fatty acid esters of N-methyl-N,N,N-trihydroxyethyl-ammonium-methyl-sulfate
EP0498050A3 (en) * 1991-01-17 1992-08-26 Huels Aktiengesellschaft Aqueous emulsions comprising fatty acid esters of n-methyl-n,n,n-trihydroxyethyl-ammonium-methyl-sulfate
EP0503155A1 (en) * 1991-03-13 1992-09-16 Witco Surfactants GmbH Fabric softener based on quaternary poly(oxyalkylene)-alkanolamine esters
US5468398A (en) * 1993-05-20 1995-11-21 Colgate-Palmolive Company Liquid fabric softening composition
EP0734433B1 (en) * 1993-12-13 2000-03-22 The Procter & Gamble Company Viscosity stable concentrated liquid fabric softener compositions
EP0669391A2 (en) * 1994-02-23 1995-08-30 Witco Surfactants GmbH Highly concentrated aqueous softeners having improved storage stability
EP0669391A3 (en) * 1994-02-23 1998-08-19 Witco Surfactants GmbH Highly concentrated aqueous softeners having improved storage stability
US5747109A (en) * 1997-03-19 1998-05-05 Colgate-Palmolive Co. Method of preparing super-concentrated liquid rinse cycle fabric softening composition
US5747108A (en) * 1997-03-19 1998-05-05 Colgate-Palmolive Co. Super-concentrated liquid rinse cycle fabric softening composition
WO1998041604A1 (en) * 1997-03-19 1998-09-24 Colgate-Palmolive Company Method of preparing super-concentrated fabric softening composition

Also Published As

Publication number Publication date
AU1813288A (en) 1988-12-22
EP0295386A3 (en) 1990-03-28
US4963274A (en) 1990-10-16
DE3720331A1 (en) 1988-12-29

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