EP0346634A1 - Liquid aqueous composition for the aftertreatment of laundry - Google Patents

Liquid aqueous composition for the aftertreatment of laundry Download PDF

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Publication number
EP0346634A1
EP0346634A1 EP89108906A EP89108906A EP0346634A1 EP 0346634 A1 EP0346634 A1 EP 0346634A1 EP 89108906 A EP89108906 A EP 89108906A EP 89108906 A EP89108906 A EP 89108906A EP 0346634 A1 EP0346634 A1 EP 0346634A1
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EP
European Patent Office
Prior art keywords
fatty acid
quaternary ammonium
weight
composition according
agent
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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Application number
EP89108906A
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German (de)
French (fr)
Inventor
Theodor Völkel
Rolf Dr. Puchta
Hans Dr. Nüsslein
Eric Dr. Sung
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Henkel AG and Co KGaA
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Henkel AG and Co KGaA
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Publication of EP0346634A1 publication Critical patent/EP0346634A1/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
    • C11D1/65—Mixtures of anionic with cationic compounds
    • 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
    • C11D1/62—Quaternary ammonium compounds
    • 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
    • C11D1/02—Anionic compounds
    • C11D1/04—Carboxylic acids or salts thereof
    • 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
    • C11D1/66—Non-ionic compounds
    • C11D1/722—Ethers of polyoxyalkylene glycols having mixed oxyalkylene groups; Polyalkoxylated fatty alcohols or polyalkoxylated alkylaryl alcohols with mixed oxyalkylele groups

Definitions

  • the present invention relates to a liquid, aqueous laundry treatment agent with good dispersibility in water and particularly good absorbency of the textiles treated with it.
  • Aqueous fabric softening agents which are generally added to the last rinsing bath of the washing process in an automatic washing machine for the aftertreatment of freshly washed laundry, contain about 3 to about 6% by weight of fabric softening agents. These are mostly largely water-insoluble quaternary ammonium compounds with two long residues in the molecule. One of the most effective compounds of this type is the widely used ditallow alkyl dimethyl ammonium chloride.
  • concentrates In addition to these laundry aftertreatment agents with a relatively low active ingredient content, so-called concentrates have recently become known, which have the advantage of containing a larger amount of active ingredient in the same volume. Such fabric softener concentrates contain about 10 to 15% by weight of fabric softening agents.
  • Particularly highly concentrated fabric softening agents even contain about 50% by weight of fabric softening agents.
  • Examples of such highly concentrated aqueous laundry treatment agents are the products of DE-A-33 14 677 and DE-A-36 08 093.
  • the concentrates are either added to the usual active ingredient concentration of about 3 to about 6% by weight Diluted water, or correspondingly smaller amounts of laundry after-treatment agents are added in the last rinsing bath. Either when diluting the plasticizer concentrates as well as when flushing the concentrates into the rinse water, high demands are placed on the distributability of the concentrates in water.
  • the fabric softener concentrates therefore often contain emulsifiers or dispersants, which in turn do not contribute to the softening of the textiles. It has therefore been tried again and again to produce laundry aftertreatment agents with a minimum of non-fabric softening constituents, which nevertheless combine excellent softening action with good dispersibility in water and high absorbency of the textiles treated with them.
  • the object of the present invention was therefore to provide laundry aftertreatment agents with the advantageous properties mentioned, using inexpensive active ingredients which are available in large amounts.
  • An aqueous liquid fabric softener containing a combination of fatty acids and quaternary ammonium compounds with two long chain alkyl or alkenyl groups is known from the DE-A-29 43 606 known.
  • the laundry aftertreatment agent according to the present invention is characterized above all by a significantly improved absorbency of the textiles treated with it. This is due to the use of quaternary ammonium compounds with 2-acyloxyalkyl groups in the molecule.
  • the acyl groups of the quaternary ammonium compounds are derived from saturated or unsaturated carboxylic acids having 10 to 22 carbon atoms, in particular from tallow fatty acid, oleic acid, rapeseed oil fatty acid or coconut oil fatty acid. Typical representatives of these classes of compounds are the compounds of the dimethyl-di type known for example from DE-A-16 19 058, DE-A-17 94 068, DE-A-19 35 499 and DE-B-24 30 140 - (2-acyloxyalkyl) ammonium methosulfate. Instead of the methyl groups, the molecule can contain C2 to C4 alkyl or hydroxyalkyl groups, which may also be alkoxylated.
  • the anion can also be, for example, the chloride, bromide or ethyl sulfate anion or can be derived from phosphonic acid.
  • the acyl groups are bonded to the nitrogen atom via oxyalkyl groups with 2 to 4 carbon atoms. In the case of oxyalkyl groups with 3 or 4 carbon atoms, the carbon chain can be linear or branched; Compounds with 3 carbon atoms in the branched carbon chain in particular are of particular importance. A typical preferred representative of these compounds is dimethyl di (acyloxyisopropyl) ammonium methosulfate.
  • the fatty acids mentioned as component b) of the agents according to the invention are unsaturated or preferably saturated and contain 8 to 24 carbon atoms.
  • a particularly preferred fatty acid because of its good properties and its low price is tallow fatty acid, especially hardened tallow fatty acid.
  • the fatty acids suitable for the products according to the invention can also ent ent ethylene oxide and / or propylene oxide hold. Addition products of 2 to 20 moles of ethylene oxide and / or propylene oxide per mole of fatty acid are particularly suitable.
  • a composition preferred in the sense of the present invention contains 2.5 to 12% by weight of the special quaternary ammonium compound with two 2-acyloxyalkyl groups and 0.5 to 5% by weight of fatty acid, with properties of particular interest being those compositions which have 8 to Contain 12% by weight of the quaternary ammonium compounds mentioned. Likewise preferred are more concentrated compositions with 15 to 25% by weight of the special quaternary ammonium compounds and 3 to 9% by weight of fatty acid.
  • the laundry aftertreatment agents can additionally contain further constituents according to the teaching of the present invention.
  • the products can additionally contain 0.5 to 10% by weight of dispersing and softening polyglycol ethers.
  • Suitable polyglycol ethers are derived from ethylene oxide and have a molecular weight in the range from 200 to 8,000, preferably in the range from 200 to 1,000 and in particular in the range from 400 to 600.
  • additives having a dispersing action are addition products of ethylene oxide and / or propylene oxide onto fatty alcohols , Fatty amines, fatty acid or sulfonic acid amides, polyethylene glycols or polypropylene glycols, epoxy glycols, alkylenediamine or aliphatic C1 to C8, preferably C3 to C6 alcohols.
  • Etheramines of the formula R- (C2H4O) n -NR1 R2 are also suitable in the same way.
  • R is an alkyl or alkenyl radical having 10 to 20 carbon atoms
  • n is a number between 2 and 10
  • R1 and R2 which may be the same or different, are -C2H4OH or their esters with C10- to C20-monocarboxylic acids or with Sulfosuccinic acid or alkali metal salts of these acids.
  • the corresponding quaternary compounds of the aforementioned ether amines, in which the nitrogen atom forms a another alkyl group having 1 to 18 carbon atoms is attached to the positive charge, the positive charge being balanced by a negative charge which an anion, as a rule the chloride or methosulfate anion, bears.
  • Imidazoline derivatives can also be used with advantage as emulsifiers.
  • esters of fatty alcohols especially tallow alcohols with optionally hydroxyl-substituted monocarboxylic acids with 1 to 3 carbon atoms.
  • high molecular weight polyglycol ethers whose molecular weight is in the range from about 10,000 to about 80,000 are also suitable in some compositions according to the invention.
  • 2-benzylalkanol polyglycol ethers with 2 to 10 moles of ethylene oxide as additives, particularly when the underlying alcohol component is 2-benzyloctanol.
  • Addition products of 2 to 10 moles of ethylene oxide with branched alcohols can in many cases be used successfully as additives.
  • 1,4-Alkylglycosides and 2,2-alkylglycosides with alkyl radicals containing 10 to 20 carbon atoms are also suitable additives.
  • Paraffin oil and monohydric and polyhydric alcohols for example ethanol, isopropyl alcohol, ethylene glycol, propylene glycol, glycerol and their esters with fatty acids, are also suitable.
  • Products according to the invention have a particularly favorable viscosity behavior with a pH value in the undiluted state of about 1.0 to about 5.
  • the products according to the invention can be given additional bleaching properties by adding bleaching, oxygen-containing compounds.
  • additional bleaching properties for example, an addition of 2 to 5% by weight of hydrogen peroxide, based on the agent according to the invention, results in the use
  • These agents have a clear bleaching effect in the rinsing bath, especially if the laundry has previously been washed with detergents without bleaching constituents.
  • compositions according to the invention with 15 to 25% by weight of the special quaternary ammonium compounds can also contain further additives.
  • the concentrates according to the invention can contain further customary textile-softening quaternary ammonium compounds.
  • those with two long-chain, saturated or unsaturated aliphatic groups each with 14 to 26, in particular essentially 16 to 20, carbon atoms and at least one quaternary nitrogen atom in the molecule are particularly suitable.
  • the long-chain aliphatic groups can be straight-chain or branched and can accordingly be derived from fatty acids or from fatty amines, Guerbetamines or from the alkylamines obtainable by reduction of nitroparaffins.
  • quaternary ammonium compounds are derivatives of ammonia, that is to say the quaternary salts obtainable by alkylation of long-chain secondary amines, such as, for. B. the compounds distearyldimethylammonium chloride or ditalgalkyldimethylammonium chloride.
  • the products according to the invention mentioned can contain organic solvents and nonionic dispersants.
  • organic solvents that are miscible with water
  • Polyols with ether bonds, such as. B. methyl, ethyl, butyl glycol or diethylene glycol or their acetic acid esters are suitable solvents.
  • Organic solvents of the type mentioned are also frequently customary constituents of commercially available agents which contain textile-softening quaternary ammonium compounds.
  • Suitable nonionic dispersants which may be present in the product according to the invention are primarily addition products of 4 to 40, preferably 4 to 20 moles of ethylene oxide and / or propylene oxide to 1 mole of an aliphatic C10-C20 alcohol or an alkylphenol, in which the alkyl radical has 8 to 18 carbon atoms, as well as fatty acids and alkylamines with 10 to 20 carbon atoms.
  • the ethoxylation products of the fatty alcohols in particular coconut oil and tallow fatty alcohol and oleyl alcohol, and ethoxylation products of the oxo alcohols and secondary alcohols of the corresponding chain lengths are particularly preferred.
  • nonionic surfactants are the water-soluble adducts of ethylene oxide with 20 to 250 ethylene glycol ether groups and 10 to 100 propylene glycol ether groups with polypropylene glycol or with alkylene diamine polypropylene glycol or with alkyl polypropylene glycols with 1 to 10 carbon atoms, in which the polypropylene glycol chain acts as a hydrophobic residue.
  • An example of a suitable emulsifier is the adduct of 9.5 moles of ethylene oxide with nonylphenol. Liquid paraffin oil hydrocarbons are also suitable as emulsifiers.
  • Other suitable emulsifiers are ether amines, fatty alcohol esters, benzyl alkanol polyglycol ethers.
  • the density of the concentrate according to the invention can be raised.
  • the agents according to the invention can also contain fragrances, dyes, foam inhibitors, brighteners, preservatives, viscosity regulators, antimicrobial active ingredients and organic or inorganic, non-surfactant, water-soluble acids for setting a specific pH and for dissolving incrustations.
  • Another object of the present invention is a method for producing a laundry after-treatment agent described above.
  • This process is characterized in that the quaternary ammonium compound with two 2-acyloxyalkyl groups, the fatty acids and, if appropriate, further constituents, provided they do not evaporate too easily, are heated to 50 to 90 ° C. with mixing, and the resulting melt is mixed with water from 60 to 70 ° C, which optionally contains auxiliaries and additives, mixed with vigorous stirring, the mixture cools and optionally adds fragrances and optionally further additives.
  • This process is particularly suitable for the production of compositions with 2.5 to 12% by weight of the above-mentioned quaternary ammonium compounds and with 0.5 to 5% by weight of fatty acid.
  • the products according to the invention thus obtained have excellent storage stability and good plasticizing properties.
  • the agents are easily distributed in water and have the effect that the textiles treated therewith maintain good absorbency against water.
  • a laundry treatment agent according to the invention having the following composition was prepared: 11% by weight quaternary ammonium compound 2% by weight hardened tallow fatty acid 2% by weight Stearylamine + 10 moles of ethylene oxide 0.27% by weight phosphoric acid 0.05% by weight MgCl2. 6H2O rest Water, fragrance, dye, preservative
  • the quaternary ammonium compound was dimethyl di (oleoylisopropyl) ammonium methosulfate. A homogeneous, stable product with very good water dispersibility was obtained. A corresponding product without fatty acid was unstable.
  • This product according to the invention was compared with a product of the prior art, which contained 11% by weight of dimethyldistearylammonium chloride and 2% by weight of fatty acid, with regard to the softening performance and the absorbency of the textiles treated with it.
  • the softness was tested by treating previously washed textiles with 1.4 g of product per liter of treatment liquor, in total with 35 ml of product per 25 liter liquor, for 10 minutes, the laundry dried hanging and had the softness of the textiles assessed by 5 people trained in the assessment of textile softness.
  • Each test textile was evaluated three times. The given mean values were formed from the 3 grades.
  • the absorbency was determined according to the rise height method (DIN 53 924).
  • Table 2 shows that the Krefeld control fabric treated with the agent according to the invention had a significantly better absorbency than the control fabric treated with the agent of the prior art.
  • the absorbency is sufficient the tissue samples treated with the agent according to the invention almost approach the water value of the tissue treated only with water and is even 2 to 3 times higher in molton tissue than in the tissue treated according to the prior art. Especially in view of the superior softness of the agent according to the invention, this is an unexpected excellent result.
  • the quaternary ammonium compound was dimethyl di (cocoacyl isopropyl) ammonium methosulfate.
  • the product was a yellowish clear solution with a stable viscosity of 45 mPas and excellent water dispersibility.
  • the pH was 3.1.
  • This product was diluted to the same concentration of the active ingredients quaternary ammonium compound + fatty acid as in Example 1 for the treatment of textiles and tested in the same way for the softness and absorbency of the treated textiles. Very similar results were obtained.

Abstract

A liquid laundry-conditioning agent contains quaternary ammonium compounds with two 2-acyloxyalkyl groups in combination with fatty acid in a ratio of 10:1 to 1:3 as textile-softening substances. The substances are present in a concentration of 2 to 37 wt. %. The laundry-softening agent can be readily dispersed in water even in high concentrations. Textiles treated in this way retain their absorbency.

Description

Die vorliegende Erfindung betrifft ein flüssiges, wäßriges Wäsche­nachbehandlungsmittel mit guter Verteilbarkeit in Wasser und be­sonders guter Saugfähigkeit der damit behandelten Textilien.The present invention relates to a liquid, aqueous laundry treatment agent with good dispersibility in water and particularly good absorbency of the textiles treated with it.

Wäßrige Textilweichmachungsmittel, die zur Nachbehandlung frisch gewaschener Wäsche in der Regel dem letzten Spülbad des Wasch­prozesses in einer automatischen Waschmaschine zugegeben wer­den, enthalten etwa 3 bis etwa 6 Gew.-% textilweichmachender Wirkstoffe. Hierbei handelt es sich meist um weitgehend wasserun­lösliche quartäre Ammoniumverbindungen mit zwei langen Resten im Molekül. Zu den wirksamsten Verbindungen dieses Typs gehört das in großem Umfang eingesetzte Ditalgalkyldimethylammonium­chlorid. In jüngster Zeit sind außer diesen Wäschenachbehand­lungsmitteln mit einem verhältnismäßig niedrigen Wirkstoffgehalt auch sogenannte Konzentrate bekannt geworden, die den Vorteil haben, eine größere Wirkstoffmenge im gleichen Volumen zu ent­halten. Derartige Weichspülerkonzentrate enthalten etwa 10 bis 15 Gew.-% textilweichmachender Wirkstoffe. Besonders hochkonzen­trierte Textilweichmachungsmittel enthalten sogar etwa 50 Gew.-% an textilweichmachenden Wirkstoffen. Beispiele für derart hoch­konzentrierte wäßrige Wäschenachbehandlungsmittel sind die Pro­dukte der DE-A-33 14 677 und der DE-A-36 08 093. Beim Ge­brauch werden die Konzentrate entweder auf die übliche Wirk­stoffkonzentration von ca. 3 bis ca. 6 Gew.-% mit Wasser ver­dünnt, oder es werden entsprechend geringere Mengen der Wäschenachbehandlungsmittel im letzten Spülbad zugesetzt. Sowohl beim Verdünnen der Weichmacherkonzentrate als auch beim Ein­spülen der Konzentrate in das Spülwasser werden an die Verteil­barkeit der Konzentrate in Wasser hohe Ansprüche gestellt. Zur Verbesserung der Verteilbarkeit in Wasser enthalten daher die Textilweichmacherkonzentrate häufig Emulgatoren beziehungsweise Dispergatoren, die ihrerseits nicht zur Weichmachung der Texti­lien beitragen. Es ist daher immer wieder versucht worden, Wäschenachbehandlungsmittel mit einem Minimum an nichttextil­weichmachenden Bestandteilen herzustellen, die trotzdem aber ausgezeichnete Weichmacherwirkung mit guter Verteilbarkeit in Wasser und hoher Saugfähigkeit der damit behandelten Textilien verbinden. Die Aufgabe der vorliegenden Erfindung bestand daher darin, Wäschenachbehandlungsmittel mit den genannten vorteilhaften Eigenschaften unter Verwendung preiswerter und in großen Mengen verfügbarer Wirkstoffe zur Verfügung zustellen.Aqueous fabric softening agents, which are generally added to the last rinsing bath of the washing process in an automatic washing machine for the aftertreatment of freshly washed laundry, contain about 3 to about 6% by weight of fabric softening agents. These are mostly largely water-insoluble quaternary ammonium compounds with two long residues in the molecule. One of the most effective compounds of this type is the widely used ditallow alkyl dimethyl ammonium chloride. In addition to these laundry aftertreatment agents with a relatively low active ingredient content, so-called concentrates have recently become known, which have the advantage of containing a larger amount of active ingredient in the same volume. Such fabric softener concentrates contain about 10 to 15% by weight of fabric softening agents. Particularly highly concentrated fabric softening agents even contain about 50% by weight of fabric softening agents. Examples of such highly concentrated aqueous laundry treatment agents are the products of DE-A-33 14 677 and DE-A-36 08 093. When used, the concentrates are either added to the usual active ingredient concentration of about 3 to about 6% by weight Diluted water, or correspondingly smaller amounts of laundry after-treatment agents are added in the last rinsing bath. Either when diluting the plasticizer concentrates as well as when flushing the concentrates into the rinse water, high demands are placed on the distributability of the concentrates in water. To improve the dispersibility in water, the fabric softener concentrates therefore often contain emulsifiers or dispersants, which in turn do not contribute to the softening of the textiles. It has therefore been tried again and again to produce laundry aftertreatment agents with a minimum of non-fabric softening constituents, which nevertheless combine excellent softening action with good dispersibility in water and high absorbency of the textiles treated with them. The object of the present invention was therefore to provide laundry aftertreatment agents with the advantageous properties mentioned, using inexpensive active ingredients which are available in large amounts.

Es wurde nun überraschenderweise gefunden, daß in bestimmter Weise zusammengesetzte Wäschenachbehandlungsmittel den ge­nannten Anforderungen entsprechen. Gegenstand der vorliegenden Erfindung ist daher ein flüssiges, wäßriges Wäschenachbehand­lungsmittel mit einem Gehalt an quartären Ammoniumverbindungen mit zwei 2-Acyloxyalkyl-Gruppen, deren Acylgruppen sich von gesättigten oder ungesättigten Carbonsäuren mit 10 bis 22 Kohlen­stoffatomen ableiten und die

  • a) 1,5 bis 27 Gew.-% quartäre Ammoniumverbindungen und
  • b) 0,5 bis 10 Gew.-% Fettsäuren
sowie gegebenenfalls weitere in Wäschenachbehandlungsmitteln übliche Hilfs- und Zusatsstoffe enthält, wobei das Gewichtsver­hältnis von a) zu b) im Bereich von 10:1 bis 1:3 liegt.It has now surprisingly been found that laundry aftertreatment compositions composed in a certain way meet the requirements mentioned. The present invention therefore relates to a liquid, aqueous laundry treatment agent containing quaternary ammonium compounds with two 2-acyloxyalkyl groups, the acyl groups of which are derived from saturated or unsaturated carboxylic acids having 10 to 22 carbon atoms and which
  • a) 1.5 to 27 wt .-% quaternary ammonium compounds and
  • b) 0.5 to 10% by weight of fatty acids
and optionally further auxiliaries and additives customary in laundry aftertreatment agents, the weight ratio of a) to b) being in the range from 10: 1 to 1: 3.

Ein wäßriges, flüssiges Textilweichmachungsmittel, das eine Kom­bination aus Fettsäuren und quartären Ammoniumverbindungen mit zwei langkettigen Alkyl- oder Alkenylgruppen enthält, ist aus der DE-A-29 43 606 bekannt. Gegenüber den Textilweichmachungsmit­teln nach der Lehre der DE-A-29 43 606 zeichnet sich das Wäschenachbehandlungsmittel nach der vorliegenden Erfindung vor allen Dingen durch eine deutlich verbesserte Saugfähigkeit der damit behandelten Textilien aus. Dies ist auf die Verwendung von quartären Ammoniumverbindungen mit 2-Acyloxyalkylgruppen im Molekül zurückzuführen. Die Acylgruppen der quartären Ammo­niumverbindungen leiten sich von gesättigten oder ungesättigten Carbonsäuren mit 10 bis 22 Kohlenstoffatomen, insbesondere von Talgfettsäure, Olein, Rübölfettsäure oder Kokosölfettsäure ab. Typische Vertreter dieser Verbindungsklassen sind die beispiels­weise aus der DE-A-16 19 058, der DE-A-17 94 068, der DE-A-19 35 499 und der DE-B-24 30 140 bekannten Verbindungen vom Typ Dimetyl-di-(2-acyloxyalkyl-)ammoniummethosulfat. Statt der Methylgruppen können in dem Molekül C₂- bis C₄-Alkyl- oder -Hydroxyalkylgruppen, die gegebenenfalls auch alkoxyliert sein können, enthalten sein. Das Anion kann beispielsweise auch das Chlorid-, Bromid- oder Ethylsulfat-Anion sein oder sich von Phosphonsäure ableiten. Die Acylgruppen sind über Oxyalkyl­gruppen mit 2 bis 4 Kohlenstoffatomen an das Stickstoffatom ge­bunden. Im Fall von Oxyalkylgruppen mit 3 oder 4 Kohlenstoff­atomen kann die Kohlenstoffkette linear oder verzweigt sein; von besonderer Bedeutung sind Verbindungen mit 3 Kohlenstoffatomen in der insbesondere verzweigten Kohlenstoffkette. Ein typischer bevorzugter Vertreter dieser Verbindungen ist Dimethyl-di-­(acyloxyisopropyl-)ammoniummethosulfat.An aqueous liquid fabric softener containing a combination of fatty acids and quaternary ammonium compounds with two long chain alkyl or alkenyl groups is known from the DE-A-29 43 606 known. Compared to textile softening agents according to the teaching of DE-A-29 43 606, the laundry aftertreatment agent according to the present invention is characterized above all by a significantly improved absorbency of the textiles treated with it. This is due to the use of quaternary ammonium compounds with 2-acyloxyalkyl groups in the molecule. The acyl groups of the quaternary ammonium compounds are derived from saturated or unsaturated carboxylic acids having 10 to 22 carbon atoms, in particular from tallow fatty acid, oleic acid, rapeseed oil fatty acid or coconut oil fatty acid. Typical representatives of these classes of compounds are the compounds of the dimethyl-di type known for example from DE-A-16 19 058, DE-A-17 94 068, DE-A-19 35 499 and DE-B-24 30 140 - (2-acyloxyalkyl) ammonium methosulfate. Instead of the methyl groups, the molecule can contain C₂ to C₄ alkyl or hydroxyalkyl groups, which may also be alkoxylated. The anion can also be, for example, the chloride, bromide or ethyl sulfate anion or can be derived from phosphonic acid. The acyl groups are bonded to the nitrogen atom via oxyalkyl groups with 2 to 4 carbon atoms. In the case of oxyalkyl groups with 3 or 4 carbon atoms, the carbon chain can be linear or branched; Compounds with 3 carbon atoms in the branched carbon chain in particular are of particular importance. A typical preferred representative of these compounds is dimethyl di (acyloxyisopropyl) ammonium methosulfate.

Die als Bestandteil b) genannten Fettsäuren der erfindungsge­mäßen Mittel sind ungesättigt oder vorzugsweise gesättigt und enthalten 8 bis 24 Kohlenstoffatome. Eine wegen ihrer guten Ei­genschaften und ihres niedrigen Preises wegen besonders bevor­zugte Fettsäure ist Talgfettsäure, insbesondere gehärtete Talg­fettsäure. Die für die erfindungsgemäßen Produkte geeigneten Fettsäuren können auch Ethylenoxid und/oder Propylenoxid ent­ halten. Insbesondere geeignet sind Anlagerungsprodukte von 2 bis 20 Mol Ethylenoxid und/oder Propylenoxid pro Mol Fettsäure. Eine im Sinne der vorliegenden Erfindung bevorzugte Zusammen­setzung enthält 2,5 bis 12 Gew.-% der speziellen quartären Ammo­niumverbindung mit zwei 2-Acyloxyalkylgruppen und 0,5 bis 5 Gew.-% Fettsäure, wobei besonders interessante Eigenschaften solche Zusammensetzungen haben, die 8 bis 12 Gew.% der ge­nannten quartären Ammoniumverbindungen enthalten. Ebenfalls bevorzugt sind höer konzentrierte Zusammensetzungen mit 15 bis 25 Gew.-% der speziellen quartären Ammoniumverbindungen und 3 bis 9 Gew.-% Fettsäure.The fatty acids mentioned as component b) of the agents according to the invention are unsaturated or preferably saturated and contain 8 to 24 carbon atoms. A particularly preferred fatty acid because of its good properties and its low price is tallow fatty acid, especially hardened tallow fatty acid. The fatty acids suitable for the products according to the invention can also ent ent ethylene oxide and / or propylene oxide hold. Addition products of 2 to 20 moles of ethylene oxide and / or propylene oxide per mole of fatty acid are particularly suitable. A composition preferred in the sense of the present invention contains 2.5 to 12% by weight of the special quaternary ammonium compound with two 2-acyloxyalkyl groups and 0.5 to 5% by weight of fatty acid, with properties of particular interest being those compositions which have 8 to Contain 12% by weight of the quaternary ammonium compounds mentioned. Likewise preferred are more concentrated compositions with 15 to 25% by weight of the special quaternary ammonium compounds and 3 to 9% by weight of fatty acid.

Außer den genannten erfindungswesentlichen Bestandteilen können die Wäschenachbehandlungsmittel nach der Lehre der vorliegenden Erfindung zusätzlich weitere Bestandteile enthalten. Insbesondere können die Produkte zusätzlich 0,5 bis 10 Gew.-% dispergierend und weichmachend wirkende Polyglykolether enthalten. Geeignete Polyglykolether leiten sich von Ethylenoxid ab und haben ein Mol­gewicht im Bereich von 200 bis 8 000, vorzugsweise im Bereich von 200 bis 1 000 und insbesondere im Bereich von 400 bis 600. Andere dispergierend wirkende Zusätze sind Anlagerungsprodukte von Ethylenoxid und/oder Propylenoxid an Fettalkohole, Fett­amine, Fettsäure- oder Sulfonsäureamide, Polyethylenglykole oder Polypropylenglykole, Epoxyglykole, Alkylendiamin oder auch ali­phatische C₁- bis C₈-, vorzugsweise C₃- bis C₆-Alkohole. In gleicher Weise geeignet sind auch Etheramine der Formel R-(C₂H₄O)n -NR¹ R² . In dieser Formel bedeutet R einen Alkyl- oder Alkenylrest mit 10 bis 20 Kohlenstollatomen, n eine Zahl zwischen 2 und 10, R¹ und R² , die gleich oder verschieden sein können, bedeuten -C₂H₄OH oder deren Ester mit C₁₀- bis C₂₀-Monocarbonsäuren oder mit Sulfobernsteinsäure beziehungs­weise Alkalimetallsalzen dieser Säuren. Gut geeignet sind auch die entsprechenden Quartärverbindungen der zuvor genannten Ether­amine, bei denen an das Stickstoffatom unter Ausbildung einer positiven Ladung eine weitere Alkylgruppe mit 1 bis 18 Kohlen­stoffatomen angelagert ist, wobei die positive Ladung durch eine negative Ladung, die ein Anion, in der Regel das Chlorid- oder Methosulfat-Anion, trägt, ausgeglichen wird. Imidazolinderivate können ebenfalls als Emulgatoren mit Vorteil verwendet werden.In addition to the above-mentioned constituents essential to the invention, the laundry aftertreatment agents can additionally contain further constituents according to the teaching of the present invention. In particular, the products can additionally contain 0.5 to 10% by weight of dispersing and softening polyglycol ethers. Suitable polyglycol ethers are derived from ethylene oxide and have a molecular weight in the range from 200 to 8,000, preferably in the range from 200 to 1,000 and in particular in the range from 400 to 600. Other additives having a dispersing action are addition products of ethylene oxide and / or propylene oxide onto fatty alcohols , Fatty amines, fatty acid or sulfonic acid amides, polyethylene glycols or polypropylene glycols, epoxy glycols, alkylenediamine or aliphatic C₁ to C₈, preferably C₃ to C₆ alcohols. Etheramines of the formula R- (C₂H₄O) n -NR¹ R² are also suitable in the same way. In this formula, R is an alkyl or alkenyl radical having 10 to 20 carbon atoms, n is a number between 2 and 10, R¹ and R², which may be the same or different, are -C₂H₄OH or their esters with C₁₀- to C₂₀-monocarboxylic acids or with Sulfosuccinic acid or alkali metal salts of these acids. The corresponding quaternary compounds of the aforementioned ether amines, in which the nitrogen atom forms a another alkyl group having 1 to 18 carbon atoms is attached to the positive charge, the positive charge being balanced by a negative charge which an anion, as a rule the chloride or methosulfate anion, bears. Imidazoline derivatives can also be used with advantage as emulsifiers.

Andere geeignete Zusätze sind Ester von Fettalkoholen, insbeson­dere von Talgalkoholen mit gegebenenfalls hydroxylsubstituierten Monocarbonsäuren mit 1 bis 3 Kohlenstoffatomen. Außer den oben genannten niedermolekularen Polyglykolethern sind in manchen er­findungsgemäßen Zusammensetzungen auch hochmolekulare Polygly­kolether, deren Molgewicht im Bereich von etwa 10 000 bis etwa 80 000 liegt, geeignet. Ebenfalls sind 2-Benzylalkanolpolyglykol­ether mit 2 bis 10 Mol Ethylenoxid als Zusätze geeignet, insbe­sondere dann, wenn die zugrundeliegende Alkoholkomponente 2-Benzyloctanol ist. Auch Anlagerungsprodukte von 2 bis 10 Mol Ethylenoxid an verzweigte Alkohole, wie beispielsweise Isotri­decanol sowie an hydroxylsubstituierte Fettalkohole lassen sich in vielen Fällen mit Erfolg als Zusätze verwenden. Auch 1,4-Alkyl­glycoside und 2,2-Alkylglycoside mit Alkylresten, die 10 bis 20 Kohlenstoffatome enthalten, sind geeignete Zusätze. Ebenfalls ge­eignet sind Paraffinöl sowie ein- und mehrwertige Alkohole, zum Beispiel Ethanol, Isopropylalkohol, Ethylenglykol, Propylenglykol, Glycerin und deren Ester mit Fettsäuren.Other suitable additives are esters of fatty alcohols, especially tallow alcohols with optionally hydroxyl-substituted monocarboxylic acids with 1 to 3 carbon atoms. In addition to the above-mentioned low molecular weight polyglycol ethers, high molecular weight polyglycol ethers whose molecular weight is in the range from about 10,000 to about 80,000 are also suitable in some compositions according to the invention. Also suitable are 2-benzylalkanol polyglycol ethers with 2 to 10 moles of ethylene oxide as additives, particularly when the underlying alcohol component is 2-benzyloctanol. Addition products of 2 to 10 moles of ethylene oxide with branched alcohols, such as, for example, isotridecanol and with hydroxyl-substituted fatty alcohols, can in many cases be used successfully as additives. 1,4-Alkylglycosides and 2,2-alkylglycosides with alkyl radicals containing 10 to 20 carbon atoms are also suitable additives. Paraffin oil and monohydric and polyhydric alcohols, for example ethanol, isopropyl alcohol, ethylene glycol, propylene glycol, glycerol and their esters with fatty acids, are also suitable.

Ein besonders günstiges Viskositätsverhalten weisen erfindungs­gemäße Produkte mit einem pH-Wert in unverdünntem Zustand von etwa 1,0 bis etwa 5 auf.Products according to the invention have a particularly favorable viscosity behavior with a pH value in the undiluted state of about 1.0 to about 5.

Falls es erwünscht ist, kann man den erfindungsgemäßen Produk­ten durch den Zusatz von bleichenden, sauerstoffhaltigen Verbin­dungen zusätzlich bleichende Eigenschaften verleihen. So bewirkt zum Beispiel ein Zusatz von 2 bis 5 Gew.-% Wasserstoffperoxid, bezogen auf das erfindungsgemäße Mittel, bei der Anwendung dieser Mittel im Spülbad eine deutliche bleichende Wirkung, ins­besondere dann, wenn die Wäsche zuvor mit Waschmitteln ohne bleichende Bestandteile gewaschen worden ist.If desired, the products according to the invention can be given additional bleaching properties by adding bleaching, oxygen-containing compounds. For example, an addition of 2 to 5% by weight of hydrogen peroxide, based on the agent according to the invention, results in the use These agents have a clear bleaching effect in the rinsing bath, especially if the laundry has previously been washed with detergents without bleaching constituents.

Höher konzentrierte erfindungsgemäße Zusammensetzungen mit 15 bis 25 Gew.-% der speziellen quartären Ammoniumverbindungen können ebenfalls weitere Zusätze enthalten. Beispielsweise können die erfindungsgemäßen Konzentrate weitere übliche textil­weichmachende quartäre Ammoniumverbindungen enthalten. Hier­von eignen sich vor allem solche mit zwei langkettigen, gesät­tigten oder ungesättigten aliphatischen Gruppen mit je 14 bis 26, insbesondere im wesentlichen 16 bis 20 Kohlenstoffatomen und wenigstens einem quartären Stickstoffatom im Molekül. Die lang­kettigen aliphatischen Gruppen können geradkettig oder verzweigt sein und dementsprechend von Fettsäuren, bzw. von Fettaminen, Guerbetaminen oder aus den durch Reduktion von Nitroparaffinen erhältlichen Alkylaminen abstammen. Bei diesen quartären Ammo­niumverbindungen handelt es sich um Derivate des Ammoniaks, das heißt um die durch Alkylierung von langkettigen sekundären Aminen erhältlichen quartären Salze, wie z. B. die Verbindungen Distearyldimethylammoniumchlorid bzw. Ditalgalkyldimethylammo­niumchlorid.Highly concentrated compositions according to the invention with 15 to 25% by weight of the special quaternary ammonium compounds can also contain further additives. For example, the concentrates according to the invention can contain further customary textile-softening quaternary ammonium compounds. Of these, those with two long-chain, saturated or unsaturated aliphatic groups each with 14 to 26, in particular essentially 16 to 20, carbon atoms and at least one quaternary nitrogen atom in the molecule are particularly suitable. The long-chain aliphatic groups can be straight-chain or branched and can accordingly be derived from fatty acids or from fatty amines, Guerbetamines or from the alkylamines obtainable by reduction of nitroparaffins. These quaternary ammonium compounds are derivatives of ammonia, that is to say the quaternary salts obtainable by alkylation of long-chain secondary amines, such as, for. B. the compounds distearyldimethylammonium chloride or ditalgalkyldimethylammonium chloride.

Die genannten erfindungsgemäßen Produkte können organische Lösungsmittel und nichtionische Dispergatoren enthalten. Als verträgliche organische Lösungsmittel, die mit Wasser misch­bar sind, kommen z. B. Alkanole mit 1 bis 4 Kohlenstoffatomen oder niedere Diole infrage. Beispiele für diese Verbindungen sind Ethanol, Isopropylalkohol, Ethylenglykol, Propylenglykol oder Dipropylenglykol. Auch Polyole mit Etherbindungen, wie z. B. Methyl-, Ethyl-, Butylglykol oder Diethylenglykol bzw. deren Essigsäureester sind geeignete Lösungsmittel. Organische Lö­sungsmittel der genannten Art sind auch häufig übliche Bestand­teile von handelsüblichen, textilweichmachende quartäre Ammo­niumverbindungen enthaltenden Mitteln.The products according to the invention mentioned can contain organic solvents and nonionic dispersants. As compatible organic solvents that are miscible with water, z. B. alkanols with 1 to 4 carbon atoms or lower diols in question. Examples of these compounds are ethanol, isopropyl alcohol, ethylene glycol, propylene glycol or dipropylene glycol. Polyols with ether bonds, such as. B. methyl, ethyl, butyl glycol or diethylene glycol or their acetic acid esters are suitable solvents. Organic solvents of the type mentioned are also frequently customary constituents of commercially available agents which contain textile-softening quaternary ammonium compounds.

Als nichtionische Dispergatoren, die in dem erfindungsgemäßen Produkt enthalten sein können, eignen sich in erster Linie Anlagerungsprodukte von 4 bis 40, vorzugsweise von 4 bis 20 Mol Ethylenoxid und/oder Propylenoxid an 1 Mol eines aliphatischen C₁₀-C₂₀-Alkohols bzw. eines Alkylphenols, in welchen der Alkyl­rest 8 bis 18 Kohlenstoffatome aufweist, sowie an Fettsäuren und Alkylamine mit 10 bis 20 Kohlenstoffatomen. Besonders bevorzugt sind die Ethoxylierungsprodukte der Fettalkohole, insbesondere des Kokos- und Talgfettalkohols und des Oleylalkohols sowie Ethoxylierungsprodukte der Oxoalkohole und sekundären Alkohole der entsprechenden Kettenlängen. Weitere geeignete nichtionische Tenside sind die wasserlöslichen, 20 bis 250 Ethylenglykol­ethergruppen und 10 bis 100 Propylenglykolethergruppen ent­haltenden Anlagerungsprodukte von Ethylenoxid an Polypropy­lenglykol bzw. an Alkylendiaminpolypropylenglykol bzw. an Alkylpolypropylenglykole mit 1 bis 10 C-Atomen, in denen die Polypropylenglykolkette als hydrophober Rest fungiert. Ein Beispiel für einen geeigneten Emulgator ist das Anlagerungs­produkt von 9,5 Mol Ethylenoxid an Nonylphenol. Auch flüssige Paraffinöl-Kohlenwasserstoffe sind als Emulgatoren geeignet. Andere geeignete Emulgatoren sind Etheramine, Fettalkoholester, Benzyl-alkanol-polyglykolether.Suitable nonionic dispersants which may be present in the product according to the invention are primarily addition products of 4 to 40, preferably 4 to 20 moles of ethylene oxide and / or propylene oxide to 1 mole of an aliphatic C₁₀-C₂₀ alcohol or an alkylphenol, in which the alkyl radical has 8 to 18 carbon atoms, as well as fatty acids and alkylamines with 10 to 20 carbon atoms. The ethoxylation products of the fatty alcohols, in particular coconut oil and tallow fatty alcohol and oleyl alcohol, and ethoxylation products of the oxo alcohols and secondary alcohols of the corresponding chain lengths are particularly preferred. Further suitable nonionic surfactants are the water-soluble adducts of ethylene oxide with 20 to 250 ethylene glycol ether groups and 10 to 100 propylene glycol ether groups with polypropylene glycol or with alkylene diamine polypropylene glycol or with alkyl polypropylene glycols with 1 to 10 carbon atoms, in which the polypropylene glycol chain acts as a hydrophobic residue. An example of a suitable emulsifier is the adduct of 9.5 moles of ethylene oxide with nonylphenol. Liquid paraffin oil hydrocarbons are also suitable as emulsifiers. Other suitable emulsifiers are ether amines, fatty alcohol esters, benzyl alkanol polyglycol ethers.

Durch Zusatz geringer Mengen an Salzen wie z. B. etwa 1,5 Ge­wichtsprozent Natriumchlorid oder Natriumacetat läßt sich die Dichte des erfindungsgemäßen Konzentrates anheben.By adding small amounts of salts such as. B. about 1.5 weight percent sodium chloride or sodium acetate, the density of the concentrate according to the invention can be raised.

Außer den bereits genannten zusätzlichen Bestandteilen können die erfindungsgemäßen Mittel auch noch Duftstoffe, Farbstoffe, Schauminhibitoren, Aufheller Konservierungsmittel, Viskositäts­regulatoren, antimikrobielle Wirkstoffe sowie organische oder anorganische, nichttensidische, wasserlösliche Säuren zur Ein­stellung eines bestimmten pH-Wertes sowie zur eventuellen Auf­lösung von Inkrustationen enthalten.In addition to the additional constituents already mentioned, the agents according to the invention can also contain fragrances, dyes, foam inhibitors, brighteners, preservatives, viscosity regulators, antimicrobial active ingredients and organic or inorganic, non-surfactant, water-soluble acids for setting a specific pH and for dissolving incrustations.

Ein weiterer Gegenstand der vorliegenden Erfindung ist ein Ver­fahren zur Herstellung eines zuvor beschriebenen Wäschenachbe­handlungsmittels. Dieses Verfahren ist dadurch gekennzeichnet, daß man die quartäre Ammoniumverbindung mit zwei 2-Acyloxyalkyl­gruppen, die Fettsäuren sowie gegebenenfalls weitere Bestand­teile, soweit sie nicht zu leicht verdampfen, auf 50 bis 90 °C unter Vermischen erhitzt, die dabei erhaltene Schmelze mit Wasser von 60 bis 70 °C, das gegebenenfalls Hilfs- und Zusatzstoffe ent­hält, unter intensivem Rühren vermischt, das Gemisch abkühlt und gegebenenfalls Duftstoffe sowie gegebenenfalls weitere Zusatzstoffe hinzufügt. Dieses Verfahren ist insbesondere für die Herstellung von Zusammensetzungen mit 2,5 bis 12 Gew.-% der obengenannten quartären Ammoniumverbindungen und mit 0,5 bis 5 Gew.-% Fettsäure geeignet.Another object of the present invention is a method for producing a laundry after-treatment agent described above. This process is characterized in that the quaternary ammonium compound with two 2-acyloxyalkyl groups, the fatty acids and, if appropriate, further constituents, provided they do not evaporate too easily, are heated to 50 to 90 ° C. with mixing, and the resulting melt is mixed with water from 60 to 70 ° C, which optionally contains auxiliaries and additives, mixed with vigorous stirring, the mixture cools and optionally adds fragrances and optionally further additives. This process is particularly suitable for the production of compositions with 2.5 to 12% by weight of the above-mentioned quaternary ammonium compounds and with 0.5 to 5% by weight of fatty acid.

Die so erhaltenen erfindungsgemäßen Produkte weisen eine aus­gezeichnete Lagerstabilität und gute weichmachende Eigenschaften auf. Darüberhinaus verteilen sich die Mittel leicht in Wasser und bewirken, daß die damit behandelten Textilien eine gute Saug­fähigkeit gegenüber Wasser beibehalten.The products according to the invention thus obtained have excellent storage stability and good plasticizing properties. In addition, the agents are easily distributed in water and have the effect that the textiles treated therewith maintain good absorbency against water.

BeispieleExamples Beispiel 1example 1

Man stellte ein erfindungsgemäßes Wäschenachbehandlungsmittel der folgenden Zusammensetzung her: 11 Gew.-% quartäre Ammoniumverbindung 2 Gew.-% gehärtet Talgfettsäure 2 Gew.-% Stearylamin + 10 Mol Ethylenoxid 0,27 Gew.-% Phosphorsäure 0,05 Gew.-% MgCl₂ . 6H₂O Rest Wasser, Duftstoff, Farbstoff, Konservierungsmittel A laundry treatment agent according to the invention having the following composition was prepared: 11% by weight quaternary ammonium compound 2% by weight hardened tallow fatty acid 2% by weight Stearylamine + 10 moles of ethylene oxide 0.27% by weight phosphoric acid 0.05% by weight MgCl₂. 6H₂O rest Water, fragrance, dye, preservative

Die quartäre Ammoniumverbindung war Dimethyl-di-(oleoylisopro­pyl-)ammoniummethosulfat. Man erhielt ein homogenes stabiles Pro­dukt mit sehr guter Wasserverteilbarkeit. Ein entsprechendes Pro­dukt ohne Fettsäure war instabil.The quaternary ammonium compound was dimethyl di (oleoylisopropyl) ammonium methosulfate. A homogeneous, stable product with very good water dispersibility was obtained. A corresponding product without fatty acid was unstable.

Dieses erfindungsgemäße Produkt wurde mit einem Produkt des Standes der Technik, das 11 Gew.-% Dimethyldistearylammonium­chlorid und 2 Gew.-% Fettsäure enthielt, hinsichtlich der Weich­machungsleistung und der Saugfähigkeit der damit behandelten Textilien verglichen.This product according to the invention was compared with a product of the prior art, which contained 11% by weight of dimethyldistearylammonium chloride and 2% by weight of fatty acid, with regard to the softening performance and the absorbency of the textiles treated with it.

Man erhielt die in Tabelle 1 aufgeführten Ergebnisse der Weich­heitsprüfung und die in Tabelle 2 aufgeführten Ergebnisse der Saugfähigkeitsprüfung.The results of the softness test listed in Table 1 and the results of the absorbency test listed in Table 2 were obtained.

Die Weichheit wurde geprüft, indem man zuvor gewaschene Texti­lien mit je 1,4 g Produkt pro Liter Behandlungsflotte, insgesamt mit 35 ml Produkt auf 25 Liter Flotte 10 Minuten lang behandelte, die Wäsche hängend trocknete und die Weichheit der Textilien sensorisch durch 5 in der Beurteilung von Textilweichheit ge­übten Personen beurteilen ließ. Dabei bedeutete die Note 6 = sehr weich, die Note 1 = sehr hart. Jedes Prüftextil wurde 3-fach be­urteilt. Aus den 3 Noten wurden die angegebenen Mittelwerte ge­bildet. Die Saugfähigkeit wurde nach der Steighöhenmethode (DIN 53 924) ermittelt. Tabelle 1 Weichheit Waschprogramm Testtextil Rezeptur Erfindung Stand der Technik 95 °C Normalwaschgang Frottierhandtücher 4,7 4,3 Unterhemden 3,9 3,8 Frottier, gehärtet 4,5 4,0 Molton, gehärtet 4,5 3,8 Frottier, 5mal gewaschen 4,7 4,1 Tabelle 2 Saugfähigkeit Krefelder Kontrollgewebe Messung nach Minuten Wasserwert Erfindung Stand der Technik (Mittelwert aus Kette und Schuß) 1 40 37 31 3 60 55 45 5 71 66 54 10 92 84 69 Moltongewebe Messung nach Minuten Wasserwert Erfindung Stand der Technik (Mittelwert aus Kette und Schuß) 1 68 66 29 3 98 93 40 5 114 110 46 10 140 134 58 The softness was tested by treating previously washed textiles with 1.4 g of product per liter of treatment liquor, in total with 35 ml of product per 25 liter liquor, for 10 minutes, the laundry dried hanging and had the softness of the textiles assessed by 5 people trained in the assessment of textile softness. The grade 6 = very soft, the grade 1 = very hard. Each test textile was evaluated three times. The given mean values were formed from the 3 grades. The absorbency was determined according to the rise height method (DIN 53 924). Table 1 Softness Washing program Test textile Recipe invention State of the art 95 ° C normal wash Terry towels 4.7 4.3 Undershirts 3.9 3.8 Terrycloth, hardened 4.5 4.0 Molton, hardened 4.5 3.8 Terrycloth, washed 5 times 4.7 4.1 absorbency Krefeld control fabric Measurement after minutes Water value invention State of the art (Average of warp and weft) 1 40 37 31 3rd 60 55 45 5 71 66 54 10th 92 84 69 Molton fabric Measurement after minutes Water value invention State of the art (Average of warp and weft) 1 68 66 29 3rd 98 93 40 5 114 110 46 10th 140 134 58

Der Tabelle 1 ist zu entnehmen, daß alle Testtextilien, die mit dem erfindungsgemäßen Wäschnachbehandlungsmittel-Konzentrat behandelt wurden, als weicher beurteilt wurden als die mit einem Mittel des Standes der Technik behandelten Testtextilien.It can be seen from Table 1 that all test textiles which were treated with the laundry aftertreatment agent concentrate according to the invention were judged to be softer than the test textiles treated with an agent of the prior art.

Aus Tabelle 2 geht hervor, daß das mit dem erfindungsgemäßen Mittel behandelte Krefelder Kontrollgewebe eine deutlich bessere Saugfähigkeit aufwies als das mit dem Mittel des Standes der Technik behandelte Kontrollgewebe. Dabei reicht die Saugfähigkeit der mit dem erfindungsgemäßen Mittel behandelten Gewebeproben fast an den Wasserwert der nur mit Wasser behandelten Gewebe heran und ist bei Moltongewebe sogar 2- bis 3-fach so hoch wie bei dem nach dem Stand der Technik behandelten Gewebe. Dies ist - vor allem im Hinblick auf die überlegene Weichheitsleistung des erfindungsgemäßen Mittels - ein nicht zu erwartendes ausge­zeichnetes Ergebnis. Table 2 shows that the Krefeld control fabric treated with the agent according to the invention had a significantly better absorbency than the control fabric treated with the agent of the prior art. The absorbency is sufficient the tissue samples treated with the agent according to the invention almost approach the water value of the tissue treated only with water and is even 2 to 3 times higher in molton tissue than in the tissue treated according to the prior art. Especially in view of the superior softness of the agent according to the invention, this is an unexpected excellent result.

Beispiel 2Example 2

In ähnlicher Weise wie zuvor beschrieben, stellte man ein höher konzentriertes Produkt folgender Zusammensetzung her: 25 Gew.-% quartäre Ammoniumverbindung 3,1 Gew.% hydrierte Palmkernfettsäure 2,8 Gew.-% Oleyl-/Cetylalkohol + 1,2 Propylenoxid + 6,3 Ethylenoxid 1,2 Gew.-% Oleyl-/Cetylalkohol + 2 Propylenoxid + 14 Ethylenoxid 12,5 Gew.-% Isopropylalkohol 3 Gew.-% Glycerin 12 Gew.% Ethylenglykol 8 Gew.-% Dipropylenglykol 1,5 Gew.-% Duftstoff 1,5 Gew.-% Natriumchlorid 0,5 Gew.-% Citronensäure Rest: Wasser In a similar way as described above, a more concentrated product of the following composition was produced: 25% by weight quaternary ammonium compound 3.1% by weight hydrogenated palm kernel fatty acid 2.8% by weight Oleyl / cetyl alcohol + 1.2 propylene oxide + 6.3 ethylene oxide 1.2% by weight Oleyl / cetyl alcohol + 2 propylene oxide + 14 ethylene oxide 12.5% by weight Isopropyl alcohol 3% by weight Glycerin 12% by weight Ethylene glycol 8% by weight Dipropylene glycol 1.5% by weight Fragrance 1.5% by weight Sodium chloride 0.5% by weight Citric acid Rest: water

Die quartären Ammoniumverbindung war Dimethyl-di-(kokosacyliso­propyl-)ammoniummethosulfat. Das Produkt war eine gelbliche klare Lösung mit einer stabilen Viskosität von 45 mPas und aus­gezeichneter Wasserverteilbarkeit. Der pH-Wert betrug 3,1. Dieses Produkt wurde auf die gleiche Konzentration der Wirkstoffe quartäre Ammoniumverbindung + Fettsäure wie in Beispiel 1 zur Behandlung von Textilien verdünnt und in gleicher Weise auf Weichheit und Saugfähigkeit der behandelten Textilien geprüft. Man erhielt sehr ähnliche Ergebnisse.The quaternary ammonium compound was dimethyl di (cocoacyl isopropyl) ammonium methosulfate. The product was a yellowish clear solution with a stable viscosity of 45 mPas and excellent water dispersibility. The pH was 3.1. This product was diluted to the same concentration of the active ingredients quaternary ammonium compound + fatty acid as in Example 1 for the treatment of textiles and tested in the same way for the softness and absorbency of the treated textiles. Very similar results were obtained.

Claims (11)

1. Flüssiges, wäßriges Wäschenachbehandlungsmittel mit einem Ge­halt an quartären Ammoniumverbindungen mit zwei 2-Acyloxy­alkylgruppen, deren Acylgruppen sich von gesättigten oder ungesättigten Carbonsäuren mit 10 bis 22 Kohlenstoffatomen ableiten, dadurch gekennzeichnet, daß das Mittel
a) 1,5 bis 27 Gew.-% quartäre Ammoniumverbindung
b) 0,5 bis 10 Gew.-% Fettsäure
sowie gegebenenfalls weitere in Wäschenachbehandlungsmitteln übliche Hilfs- und Zusatzstoffe enthält, wobei das Verhältnis von a) zu b) im Bereich von 10:1 bis 1:3 liegt.1. Liquid, aqueous laundry treatment agent containing quaternary ammonium compounds with two 2-acyloxyalkyl groups, the acyl groups of which are derived from saturated or unsaturated carboxylic acids having 10 to 22 carbon atoms, characterized in that the agent
a) 1.5 to 27 wt .-% quaternary ammonium compound
b) 0.5 to 10% by weight of fatty acid
and, if appropriate, further auxiliaries and additives customary in laundry aftertreatment agents, the ratio of a) to b) being in the range from 10: 1 to 1: 3. 2. Mittel nach Anspruch 1, dadurch gekennzeichnet, daß es
a) 2,5 bis 12 Gew.-% quartäre Ammoniumverbindung
b) 0,5 bis 5 Gew.-% Fettsäure
enthält.2. Composition according to claim 1, characterized in that it
a) 2.5 to 12 wt .-% quaternary ammonium compound
b) 0.5 to 5% by weight of fatty acid
contains. 23. Mittel nach Anspruch 1, dadurch gekennzeichnet, daß es
a) 15 bis 25 Gew.-% quartäre Ammoniumverbindung
b) 3 bis 9 Gew.-% Fettsäure
enthält.23. A composition according to claim 1, characterized in that it
a) 15 to 25 wt .-% quaternary ammonium compound
b) 3 to 9% by weight of fatty acid
contains. 4. Mittel nach einem der Ansprüche 1 bis 3, dadurch gekenn­zeichnet, daß die Acylgruppen sich von Talgfettsäure, Olein, Rübölfettsäure oder Kokosölfettsäure ableiten.4. Agent according to one of claims 1 to 3, characterized in that the acyl groups are derived from tallow fatty acid, oleic acid, rapeseed oil fatty acid or coconut oil fatty acid. 5. Mittel nach Anspruch 2, dadurch gekennzeichnet, daß das Mittel 8 bis 12 Gew.-% quartäre Ammoniumverbindung enthält.5. Agent according to claim 2, characterized in that the agent contains 8 to 12 wt .-% quaternary ammonium compound. 6. Mittel nach einem der Ansprüche 1 bis 5, dadurch gekenn­zeichnet, daß die Fettsäure von Komponente b) ungesättigt oder vorzugsweise gesättigt ist und 8 bis 24 Kohlenstoffatome enthält und vorzugsweise gehärtete Talgfettsäure ist.6. Composition according to one of claims 1 to 5, characterized in that the fatty acid of component b) is unsaturated or preferably saturated and contains 8 to 24 carbon atoms and is preferably hydrogenated tallow fatty acid. 7. Mittel nach Anspruch 6, dadurch gekennzeichnet, daß es Anlagerungsprodukte von 2 bis 20 Mol Ethylenoxid und/oder Propylenoxid pro Mol Fettsäure enthält.7. Composition according to claim 6, characterized in that it contains addition products of 2 to 20 moles of ethylene oxide and / or propylene oxide per mole of fatty acid. 8. Mittel nach einem der Ansprüche 1 bis 7, dadurch gekenn­zeichnet, daß es Polyglykolether als despergierende und weichmachende Hilfsstoffe enthält.8. Composition according to one of claims 1 to 7, characterized in that it contains polyglycol ethers as dispersing and plasticizing auxiliaries. 9. Mittel nach einem der Ansprüche 1 bis 8, dadurch gekenn­zeichnet, daß es in unverdünntem Zustand einen pH-Wert im Bereich von 1,0 bis 5 hat.9. Composition according to one of claims 1 to 8, characterized in that it has a pH in the undiluted state in the range of 1.0 to 5. 10. Mittel nach einem der Ansprüche 1 bis 9, dadurch gekenn­zeichnet, daß es bleichend wirkende Verbindungen, ins­besondere Wasserstoffperoxid enthält.10. Agent according to one of claims 1 to 9, characterized in that it contains bleaching compounds, in particular hydrogen peroxide. 11. Verfahren zur Herstellung eines Mittels nach einem der An­sprüche 1 bis 10, dadurch gekennzeichnet, daß man die quartäre Ammoniumverbindung mit zwei 2-Acyloxyalkylgrup­pen, die Fettsäuren sowie gegebenenfalls weitere Bestand­teile, soweit sie nicht zu leicht verdampfen, auf 50 bis 90 °C erhitzt, die dabei erhaltene Schmelze mit Wasser von 60 bis 70 °C, das gegebenenfalls Hilfs- und Zusatzstoffe enthält, unter intensivem Rühren vermischt, das Gemisch abkühlt und gegebenenfalls Duftstoffe und weitere Zusatzstoffe hinzufügt.11. A process for the preparation of an agent according to any one of claims 1 to 10, characterized in that the quaternary ammonium compound with two 2-acyloxyalkyl groups, the fatty acids and optionally other constituents, provided they do not evaporate too easily, are heated to 50 to 90 ° C , the melt obtained is mixed with water at 60 to 70 ° C., which optionally contains auxiliaries and additives, with vigorous stirring, the mixture is cooled and, if appropriate, fragrances and other additives are added.
EP89108906A 1988-05-27 1989-05-18 Liquid aqueous composition for the aftertreatment of laundry Withdrawn EP0346634A1 (en)

Applications Claiming Priority (2)

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DE3818061 1988-05-27
DE3818061A DE3818061A1 (en) 1988-05-27 1988-05-27 LIQUID, AQUEOUS LAUNDRY TREATMENT AGENT

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Cited By (5)

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EP0409502A2 (en) * 1989-07-17 1991-01-23 Unilever Plc Fabric softening composition
EP0507478A1 (en) * 1991-03-25 1992-10-07 Unilever Plc Fabric softening composition
EP0523922A2 (en) * 1991-07-15 1993-01-20 Unilever Plc Fabric softening composition
US5703035A (en) * 1994-02-23 1997-12-30 Witco Surfactants Gmbh Highly concentrated aqueous fabric softners having improved storage stability
US6083899A (en) * 1996-09-19 2000-07-04 The Procter & Gamble Company Fabric softeners having increased performance

Families Citing this family (11)

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GB8914054D0 (en) * 1989-06-19 1989-08-09 Unilever Plc Fabric softening composition
ATE181956T1 (en) * 1992-05-12 1999-07-15 Procter & Gamble CONCENTRATED LIQUID FABRIC PLASTENER COMPOSITIONS WITH BIODEGRADABLE TISSUE PLASTICIZERS
EP0687291B2 (en) * 1993-03-01 2005-08-24 The Procter & Gamble Company Concentrated biodegradable quaternary ammonium fabric softener compositions and compounds containing intermediate iodine value unsaturated fatty acid chains
DE4313085A1 (en) * 1993-04-21 1994-10-27 Stockhausen Chem Fab Gmbh Stable aqueous dispersions of quaternary ammonium compounds and imidazoline derivatives
US5409619A (en) * 1993-08-23 1995-04-25 Reckitt & Colman Inc. Ironing aid composition
US6559117B1 (en) 1993-12-13 2003-05-06 The Procter & Gamble Company Viscosity stable concentrated liquid fabric softener compositions
MX9605097A (en) * 1994-04-25 1997-08-30 Procter & Gamble Stable, aqueous laundry detergent composition having improved softening properties.
MA23554A1 (en) * 1994-05-18 1995-12-31 Procter & Gamble SOFTENING COMPOSITIONS FOR BIODEGRADABLE AND CONCENTRATED QUATERNARY AMMONIUM BASED LAUNDRY CONTAINING QUATERNARY AMMONIUM COMPOUNDS WITH SHORT FATTY ACID ALKYL CHAINS
US5474690A (en) * 1994-11-14 1995-12-12 The Procter & Gamble Company Concentrated biodegradable quaternary ammonium fabric softener compositions containing intermediate iodine value fatty acid chains
US6022845A (en) * 1995-11-03 2000-02-08 The Procter & Gamble Co. Stable high perfume, low active fabric softener compositions
GB0002877D0 (en) 2000-02-08 2000-03-29 Unilever Plc Fabric conditioning composition

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FR2054337A5 (en) * 1969-07-12 1971-04-16 Basf Ag Finishing agents for textiles
EP0013780A1 (en) * 1979-01-11 1980-08-06 THE PROCTER & GAMBLE COMPANY Concentrated fabric softening composition
EP0122141A2 (en) * 1983-04-08 1984-10-17 Unilever Plc Fabric softening compositions
EP0240727A2 (en) * 1986-03-12 1987-10-14 Henkel Kommanditgesellschaft auf Aktien Concentrated textile softener

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FR2054337A5 (en) * 1969-07-12 1971-04-16 Basf Ag Finishing agents for textiles
EP0013780A1 (en) * 1979-01-11 1980-08-06 THE PROCTER & GAMBLE COMPANY Concentrated fabric softening composition
EP0122141A2 (en) * 1983-04-08 1984-10-17 Unilever Plc Fabric softening compositions
EP0240727A2 (en) * 1986-03-12 1987-10-14 Henkel Kommanditgesellschaft auf Aktien Concentrated textile softener

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0409502A2 (en) * 1989-07-17 1991-01-23 Unilever Plc Fabric softening composition
EP0409502A3 (en) * 1989-07-17 1991-11-13 Unilever Plc Fabric softening composition
EP0507478A1 (en) * 1991-03-25 1992-10-07 Unilever Plc Fabric softening composition
EP0523922A2 (en) * 1991-07-15 1993-01-20 Unilever Plc Fabric softening composition
EP0523922A3 (en) * 1991-07-15 1993-06-09 Unilever Plc Fabric softening composition
US5703035A (en) * 1994-02-23 1997-12-30 Witco Surfactants Gmbh Highly concentrated aqueous fabric softners having improved storage stability
US6083899A (en) * 1996-09-19 2000-07-04 The Procter & Gamble Company Fabric softeners having increased performance

Also Published As

Publication number Publication date
KR900701986A (en) 1990-12-05
WO1989011522A3 (en) 1989-12-14
WO1989011522A2 (en) 1989-11-30
DE3818061A1 (en) 1989-12-07

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