EP0023334A1 - Fabric softener - Google Patents

Fabric softener Download PDF

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Publication number
EP0023334A1
EP0023334A1 EP80104269A EP80104269A EP0023334A1 EP 0023334 A1 EP0023334 A1 EP 0023334A1 EP 80104269 A EP80104269 A EP 80104269A EP 80104269 A EP80104269 A EP 80104269A EP 0023334 A1 EP0023334 A1 EP 0023334A1
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EP
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Prior art keywords
alkyl
methyl
carbon atoms
cation
see diagramm
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Granted
Application number
EP80104269A
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German (de)
French (fr)
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EP0023334B1 (en
Inventor
Adolf Dr. May
Hans-Walter Dr. Bücking
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Hoechst AG
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Hoechst AG
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Priority to AT80104269T priority Critical patent/ATE5662T1/en
Publication of EP0023334A1 publication Critical patent/EP0023334A1/en
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Publication of EP0023334B1 publication Critical patent/EP0023334B1/en
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Classifications

    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/322Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
    • D06M13/46Compounds containing quaternary nitrogen atoms
    • D06M13/463Compounds containing quaternary nitrogen atoms derived from monoamines
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38Cationic compounds
    • C11D1/52Carboxylic amides, alkylolamides or imides or their condensation products with alkylene oxides
    • C11D1/526Carboxylic amides (R1-CO-NR2R3), where R1, R2 or R3 are polyalkoxylated
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38Cationic compounds
    • C11D1/645Mixtures of compounds all of which are cationic
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/0005Other compounding ingredients characterised by their effect
    • C11D3/001Softening compositions
    • C11D3/0015Softening compositions liquid
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/322Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
    • D06M13/402Amides imides, sulfamic acids
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/322Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
    • D06M13/46Compounds containing quaternary nitrogen atoms
    • D06M13/47Compounds containing quaternary nitrogen atoms derived from heterocyclic compounds
    • D06M13/473Compounds containing quaternary nitrogen atoms derived from heterocyclic compounds having five-membered heterocyclic rings
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M2101/00Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
    • D06M2101/02Natural fibres, other than mineral fibres
    • D06M2101/04Vegetal fibres
    • D06M2101/06Vegetal fibres cellulosic
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M2101/00Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
    • D06M2101/02Natural fibres, other than mineral fibres
    • D06M2101/04Vegetal fibres
    • D06M2101/06Vegetal fibres cellulosic
    • D06M2101/08Esters or ethers of cellulose
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M2101/00Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
    • D06M2101/02Natural fibres, other than mineral fibres
    • D06M2101/10Animal fibres
    • D06M2101/12Keratin fibres or silk
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M2101/00Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
    • D06M2101/16Synthetic fibres, other than mineral fibres
    • D06M2101/18Synthetic fibres consisting of macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M2101/00Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
    • D06M2101/16Synthetic fibres, other than mineral fibres
    • D06M2101/18Synthetic fibres consisting of macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M2101/26Polymers or copolymers of unsaturated carboxylic acids or derivatives thereof
    • D06M2101/28Acrylonitrile; Methacrylonitrile
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M2101/00Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
    • D06M2101/16Synthetic fibres, other than mineral fibres
    • D06M2101/30Synthetic polymers consisting of macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M2101/32Polyesters
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M2101/00Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
    • D06M2101/16Synthetic fibres, other than mineral fibres
    • D06M2101/30Synthetic polymers consisting of macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M2101/34Polyamides
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M2200/00Functionality of the treatment composition and/or properties imparted to the textile material
    • D06M2200/50Modified hand or grip properties; Softening compositions

Definitions

  • washed textiles especially those made from cellulose fibers, have an unpleasant hardening after drying. This is particularly the case when the laundry is done in the washing machine.
  • This undesirable hardening of the handle can be eliminated by treating the textiles after washing in a rinsing bath with cationic substances which contain at least two long-chain aliphatic residues in the molecule.
  • the water-dispersible dialkyldimethylammonium salts have been introduced for this purpose.
  • these products have the disadvantage that the treated tissue becomes hydrophobic when overdosed and the rewettability is thereby delayed.
  • the invention thus relates to fabric softeners in the form of an aqueous solution or dispersion which comprise 1 to 15, preferably 2 to 16% by weight of one or more compounds of the formulas I to III where R 1 is alkyl or alkenyl having 10-30 carbon atoms, preferably 8-14 carbon atoms, R 2 alkyl having 1-4 carbon atoms, preferably methyl, R 3 is methyl or hydrogen, m is a number from 1 to 15, preferably 1, and A.
  • Anion such as Cl (-) , Br (-) , R 2 OSO 3 (-) or R 2 OPO 3 (-) means and 0.01 - 4, preferably 0.5 - 2.5 wt .-% of a fatty acid ethanol amide polyglycol ether of formula IV where R 4 is C 4 -C 20 alkyl, preferably C 8 -C 16 alkyl, n is a number from 2 to 20, preferably 2 to 6, x and y are hydrogen or methyl, but x and y are not simultaneously methyl , contain.
  • This combination of compounds I, II and III with a compound of formula IV gives any textile materials, especially those made from natural or regenerated cellulose, wool, cellulose acetate, triacetate, polyamide, polyacrylonitrile, polyester, polypropylene, a pleasant and soft feel.
  • the use as a laundry aftertreatment for terry cloth and underwear made of cotton is particularly advantageous.
  • These fabric softeners are produced by simply mixing or dispersing the individual components in water.
  • These fabric softeners according to the invention can either contain only one compound of the formulas I to III or they contain a mixture of two or more compounds of these formulas I to III within the limits specified. Is a mixture of two or more compounds of the formula 1 to III before, their mixing ratio with each other is completely uncritical and can take any value.
  • the fabric softener according to the invention can also contain other substances and auxiliaries which are either already mixed in the concentrate of the fabric softener or added separately to the ready-to-use, diluted fabric softener. These are substances or. Auxiliaries that have already been used in fabric softeners, e.g. cationic or nonionic surface-active substances, electrolytes, acidifying agents, organic complexing agents, optical brightening agents or solubilizers as well as colors and fragrances. They are used to additionally influence the handle of the goods or other properties of the textiles to be treated or to adjust the viscosity, to regulate the pH or to increase the stability at low temperatures.
  • auxiliaries e.g. cationic or nonionic surface-active substances, electrolytes, acidifying agents, organic complexing agents, optical brightening agents or solubilizers as well as colors and fragrances. They are used to additionally influence the handle of the goods or other properties of the textiles to be treated or to adjust the viscosity, to regulate the pH or to increase the

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  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Textile Engineering (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
  • Detergent Compositions (AREA)

Abstract

1. Fabric softeners in the form of an aqueous solution or dispersion, which contain from 1 to 15% by weight of one or several compounds of formulae I to III see diagramm : EP0023334,P5,F1 see diagramm : EP0023334,P5,F2 see diagramm : EP0023334,P5,F3 in which R1 is alkyl or alkenyl of from 10 to 30 carbon atoms, preferably from 8 to 14 carbon atoms, R2 is alkyl of from 1 to 4 carbon atoms, preferably methyl, R3 is methyl or hydrogen, m is a number of from 1 to 15, preferably 1, and A is an anion, such as Cl (cation) , Br (cation) , R2 OSO3 (cation) or R2 OPO3 (cation) , and from 0.01 to 4, preferably from 0.5 to 2.5%, by weight of a fatty acid ethanolamine polyglycol ether of formula IV see diagramm : EP0023334,P5,F4 in which R4 is C4 -C20 -alkyl, preferably C8 -C16 -alkyl, n is a number of from 2 to 20, preferably from 2 to 6, x and y represent hydrogen or methyl, but are not methyl at the same time and additionally water and auxiliaries and substances usual in fabric softeners in an amount to complete 100% with the proviso that these auxiliaries and substances do not constitute surfactants.

Description

Es ist bekannt, daß gewaschene Textilien, besonders solche aus Cellulosefasern, nach dem Trocknen eine unangenehme Verhärtung aufweisen. Dies tritt insbesondere dann ein, wenn die Wäsche im Waschautomaten erfolgt. Diese unerwünschte Griffverhärtung kann man dadurch beseitigen, daß man die Textilien nach der Wäsche in einem Spülbad mit kationischen Substanzen behandelt, die mindestens zwei langkettige aliphatische Reste im Molekül enthalten. In der Praxis haben sich für diesen Zweck besonders die in Wasser dispergierbaren Dialkyldimethylammoniumsalze eingeführt. Diese Produkte haben jedoch den Nachteil, daß bei Überdosierung das behandelte Gewebe hydrophob und dadurch die Wiederbenetzbarkeit verzögert wird.It is known that washed textiles, especially those made from cellulose fibers, have an unpleasant hardening after drying. This is particularly the case when the laundry is done in the washing machine. This undesirable hardening of the handle can be eliminated by treating the textiles after washing in a rinsing bath with cationic substances which contain at least two long-chain aliphatic residues in the molecule. In practice, the water-dispersible dialkyldimethylammonium salts have been introduced for this purpose. However, these products have the disadvantage that the treated tissue becomes hydrophobic when overdosed and the rewettability is thereby delayed.

Es wurde nun gefunden, daß man diese Schwierigkeiten beseitigen kann, wenn man die als Wäscheweichspülmittel dienenden quaternären Ammoniumverbindungen mit einem Fettsäureethanolamidpolyglykolether kombiniert. Gegenstand der Erfindung sind somit Wäscheweichspülmittel in Form einer wäßrigen Lösung oder Dispersion, die 1 bis 15, vorzugsweise 2 bis 16 Gew.-% einer oder mehrerer Verbindungen der Formeln I bis III

Figure imgb0001
Figure imgb0002
Figure imgb0003
wobei R1 Alkyl oder Alkenyl mit 10 - 30 Kohlenstoffatomen, vorzugsweise 8 - 14 Kohlenstoffatomen, R2 Alkyl mit 1 - 4 Kohlenstoffatomen, vorzugsweise Methyl, R3 Methyl oder Wasserstoff, m eine Zahl von 1 bis 15, vorzugsweise 1, und A ein Anion wie z.B. Cl(-), Br(-), R2OSO3 (-) oder R2OPO3 (-) bedeutet und 0,01 - 4, vorzugsweise 0,5 - 2,5 Gew.-% eines Fettsäureethanolamidpolyglykolethers der Formel IV
Figure imgb0004
wobei R4 C4-C20-Alkyl, vorzugsweise C8-C16-Alkyl, n eine Zahl von 2 bis 20, vorzugsweise 2 bis 6, x und y Wasserstoff oder Methyl bedeuten, wobei x und y jedoch nicht gleichzeitig Methyl bedeuten, enthalten.It has now been found that these difficulties can be overcome by combining the quaternary ammonium compounds used as fabric softeners with a fatty acid ethanol amide polyglycol ether. The invention thus relates to fabric softeners in the form of an aqueous solution or dispersion which comprise 1 to 15, preferably 2 to 16% by weight of one or more compounds of the formulas I to III
Figure imgb0001
Figure imgb0002
Figure imgb0003
where R 1 is alkyl or alkenyl having 10-30 carbon atoms, preferably 8-14 carbon atoms, R 2 alkyl having 1-4 carbon atoms, preferably methyl, R 3 is methyl or hydrogen, m is a number from 1 to 15, preferably 1, and A. Anion such as Cl (-) , Br (-) , R 2 OSO 3 (-) or R 2 OPO 3 (-) means and 0.01 - 4, preferably 0.5 - 2.5 wt .-% of a fatty acid ethanol amide polyglycol ether of formula IV
Figure imgb0004
where R 4 is C 4 -C 20 alkyl, preferably C 8 -C 16 alkyl, n is a number from 2 to 20, preferably 2 to 6, x and y are hydrogen or methyl, but x and y are not simultaneously methyl , contain.

Diese Kombination der Verbindungen I, II und III mit einer Verbindung der Formel IV verleiht beliebigen Textilmaterialien, besonders solchen aus natürlicher oder regenerierter Cellulose, Wolle, Cellulose-acetat, -triacetat, Polyamid, Polyacrylnitril, Polyester, Polypropylen einen angenehmen und weichen Griff. Besonders vorteilhaft ist der Einsatz als Wäschenachbehandlungsmittel für Frottee- und Leibwäsche aus Baumwolle. Die Herstellung dieser Wäscheweichspülmittel erfolgt durch einfaches Vermischen oder Dispergieren der Einzelkomponenten in Wasser. Diese Wäscheweichspülmittel gemäß der Erfindung können entweder nur jeweils eine Verbindung der Formeln I bis III enthalten oder aber sie enthalten ein Gemisch aus zwei oder mehr Verbindungen dieser Formeln.I bis III innerhalb der angegebenen Grenzen. Liegt ein Gemisch aus zwei oder mehr Verbindungen der Formeln 1 bis III vor, so ist deren Mischungsverhältnis untereinander völlig unkritisch und kann jeden beliebigen Wert annehmen.This combination of compounds I, II and III with a compound of formula IV gives any textile materials, especially those made from natural or regenerated cellulose, wool, cellulose acetate, triacetate, polyamide, polyacrylonitrile, polyester, polypropylene, a pleasant and soft feel. The use as a laundry aftertreatment for terry cloth and underwear made of cotton is particularly advantageous. These fabric softeners are produced by simply mixing or dispersing the individual components in water. These fabric softeners according to the invention can either contain only one compound of the formulas I to III or they contain a mixture of two or more compounds of these formulas I to III within the limits specified. Is a mixture of two or more compounds of the formula 1 to III before, their mixing ratio with each other is completely uncritical and can take any value.

Darüberhinaus können die erfindungsgemäßen Wäscheweichspülmittel noch weitere Substanzen und Hilfsmittel enthalten, die entweder schon im Konzentrat des Wäscheweichspülmittels zugemischt oder dem gebrauchsfertigen, verdünnten Wäscheweichspülmittel gesondert zugesetzt werden. Hierbei handelt es sich um Substanzen oder. Hilfsmittel, die man bereits in Wäscheweichspülmitteln eingesetzt hat, wie z.B. kationische oder nichtionische oberflächenaktive Substanzen, Elektrolyte, Absäuerungsmittel, organische Komplexbildner, optische Aufhellungsmittel oder Lösungsvermittler sowie Farb- und Duftstoffe. Sie dienen zur zusätzlichen Beeinflussung des Warengriffs oder sonstiger Eigenschaften der zu behandelnden Textilien oder zur Viskositätseinstellung, zur pH-Regulierung oder zur Erhöhung der Kältestabilität.In addition, the fabric softener according to the invention can also contain other substances and auxiliaries which are either already mixed in the concentrate of the fabric softener or added separately to the ready-to-use, diluted fabric softener. These are substances or. Auxiliaries that have already been used in fabric softeners, e.g. cationic or nonionic surface-active substances, electrolytes, acidifying agents, organic complexing agents, optical brightening agents or solubilizers as well as colors and fragrances. They are used to additionally influence the handle of the goods or other properties of the textiles to be treated or to adjust the viscosity, to regulate the pH or to increase the stability at low temperatures.

Die Anwendung dieser Wäscheweichspülmittel erfolgt wie üblich, indem man sie im Anschluß an die Textilwäsche in das letzte Spülwasser gibt. Das so behandelte Textilmaterial wird dann getrocknet, wobei die Wiederbenetzbarkeit des Textilmaterials wesentlich verbessert ist im Vergleich zu handelsüblichen Mitteln.These fabric softeners are used as usual by adding them to the last rinse water after the textile wash. The textile material treated in this way is then dried, the rewettability of the textile material being significantly improved compared to commercially available agents.

In den folgenden Beispielen sind einige erfindungsgemäße Wäscheweichspülmittel beschrieben. Prozentangaben sind in allen Fällen Gewichtsprozente. Die Herstellung.dieser Wäscheweichspülmittel erfolgt in allen Fällen durch einfaches Verrühren in der Kälte von wässrigen Lösungen der einzelnen Komponenten.The following examples describe some fabric softening agents according to the invention. Percentages are percentages by weight in all cases. In all cases, this fabric softener is produced by simply stirring in the cold of aqueous solutions of the individual components.

Beispiel 1example 1

Figure imgb0005
Figure imgb0005
Figure imgb0006
Figure imgb0006

Beispiel 2Example 2

Figure imgb0007
Figure imgb0007

Beispiel 3Example 3

Figure imgb0008
Figure imgb0008

Beispiel 4Example 4 Vergleichs formulierungComparative formulation

Figure imgb0009
Diese Wäscheweichspülmittel wurden auf ihren Einfluß auf die Wiederbenetzbarkeit nach der Steighöhenmethode (DIN 53 924) geprüft. Dabei werden glatte Baumwollgewebe mit den erfindungsgemäßen Mischungen behandelt. Zum Vergleich wurde ein handelsüblicher Weichmacher hinzugezogen (Beispiel 4). Nach dieser Prüfmethode wurden für die Mischungen der Beispiele 1 - 4 die in der nachfolgenden Tabelle aufgeführten Ergebnisse erhalten. Die Steighöhe nicht ausgerüsteter Gewebe wird dabei mit 100 % bezeichnet.
Figure imgb0010
Figure imgb0009
These fabric softeners were tested for their influence on the rewettability according to the rising height method (DIN 53 924). Smooth cotton fabrics are treated with the mixtures according to the invention. For comparison, a commercial plasticizer was used (Example 4). According to this test method, the results listed in the table below were obtained for the mixtures of Examples 1-4. The rise height of non-equipped fabrics is referred to as 100%.
Figure imgb0010

Die Ergebnisse zeigen, daß die erfindungsgemäßen Wäscheweichspülmittelkombinationen im Vergleich mit einem handelsüblichen Produkt ein verbessertes Saugvermögen aufweisen.The results show that the fabric softener combinations according to the invention have an improved absorbency in comparison with a commercially available product.

Claims (2)

1. Wäscheweichspülmittel in Form einer wässrigen Lösung oder Dispersion, die 1 bis 15 Gew.-% einer oder mehrerer Verbindungen der Formeln I bis III
Figure imgb0011
Figure imgb0012
Figure imgb0013
wobei R1 Alkyl oder Alkenyl mit 10 - 30 Kohlenstoffatomen,.vorzugsweise 8 - 14 Kohlenstoffatomen, R2 Alkyl mit 1 - 4 Kohlenstoffatomen, vorzugsweise Methyl, R3 Methyl oder Wasserstoff, m eine Zahl von 1 bis 15, vorzugsweise 1, und A ein Anion wie z.B. Cl(-), Br(-), R2OSO3 (-) oder R2OPO3 (-) bedeutet, 0,01 - 4, vorzugsweise 0,5 - 2,5 Gew.-% eines Fettsäureethanolamidpolyglykolethers der Formel IV
Figure imgb0014
wobei R4 C4-C20-Alkyl, vorzugsweise C8-C16-Alkyl, n eine Zahl von 2 bis 20, vorzugsweise 2 bis 6, x und y Wasserstoff oder Methyl bedeuten, wobei x und y jedoch nicht gleichzeitig Methyl bedeuten, enthalten.
1. fabric softener in the form of an aqueous solution or dispersion, the 1 to 15 wt .-% of one or more compounds of the formulas I to III
Figure imgb0011
Figure imgb0012
Figure imgb0013
where R 1 is alkyl or alkenyl having 10-30 carbon atoms, preferably 8-14 carbon atoms, R 2 alkyl having 1-4 carbon atoms, preferably methyl, R 3 methyl or hydrogen, m is a number from 1 to 15, preferably 1, and A. an anion such as Cl (-) , Br (-) , R 2 OSO 3 (-) or R 2 OPO 3 (-) means 0.01 - 4, preferably 0.5 - 2.5% by weight of one Fatty acid ethanol amide polyglycol ether of the formula IV
Figure imgb0014
where R 4 is C 4 -C 20 alkyl, preferably C 8 -C 16 alkyl, n is a number from 2 to 20, preferably 2 to 6, x and y are hydrogen or methyl, but x and y are not simultaneously methyl , contain.
2. Wäscheweichspülmittel nach Anspruch 1 enthaltend 2 bis 6 Gew.-% einer oder mehrerer Verbindungen der Formel I, II oder III und 0,5 bis 2,5 Gew.-% eines Fettsäureethanolamid-polyglykolethers der Formel IV.2. fabric softener according to claim 1 containing 2 to 6 wt .-% of one or more compounds of formula I, II or III and 0.5 to 2.5 wt .-% of a fatty acid ethanol amide polyglycol ether of formula IV.
EP80104269A 1979-07-25 1980-07-19 Fabric softener Expired EP0023334B1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AT80104269T ATE5662T1 (en) 1979-07-25 1980-07-19 LAUNDRY SOFTENER.

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE2930061 1979-07-25
DE19792930061 DE2930061A1 (en) 1979-07-25 1979-07-25 SOFT SOFTENER

Publications (2)

Publication Number Publication Date
EP0023334A1 true EP0023334A1 (en) 1981-02-04
EP0023334B1 EP0023334B1 (en) 1983-12-21

Family

ID=6076677

Family Applications (1)

Application Number Title Priority Date Filing Date
EP80104269A Expired EP0023334B1 (en) 1979-07-25 1980-07-19 Fabric softener

Country Status (6)

Country Link
EP (1) EP0023334B1 (en)
JP (1) JPS5620677A (en)
AT (1) ATE5662T1 (en)
BR (1) BR8004626A (en)
CA (1) CA1153510A (en)
DE (2) DE2930061A1 (en)

Cited By (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0079643A2 (en) * 1981-11-17 1983-05-25 THE PROCTER & GAMBLE COMPANY Concentrated fabric softening compositions
EP0082456A2 (en) * 1981-12-18 1983-06-29 Hoechst Aktiengesellschaft Concentrated premixes of fabric-softening agents
EP0082457A2 (en) * 1981-12-18 1983-06-29 Hoechst Aktiengesellschaft Concentrated fabric-softening agents
EP0112719A2 (en) * 1982-12-23 1984-07-04 Unilever N.V. Fabric softening composition
EP0159922A2 (en) * 1984-04-19 1985-10-30 Unilever N.V. Aqueous fabric softening composition
EP0186967A1 (en) * 1984-11-30 1986-07-09 Thomas Swan And Co., Ltd. Quaternized imidazoline derivatives suitable for use as fabric softeners
US4622154A (en) * 1984-04-19 1986-11-11 Lever Brothers Company Aqueous fabric softening composition
US4627925A (en) * 1984-04-19 1986-12-09 Lever Brothers Company Aqueous concentrated fabric softening composition
EP0848103A2 (en) * 1996-12-11 1998-06-17 Henkel Kommanditgesellschaft auf Aktien Treatment agent for textile and keratin fibers
EP0861938A2 (en) * 1997-02-28 1998-09-02 Henkel Kommanditgesellschaft auf Aktien Composition for finishing of textile- and keratin fibers
US5908854A (en) * 1996-11-12 1999-06-01 Reckitt & Colman Inc. Mycobacterial compositions and methods for their use
EP0707059A3 (en) * 1994-10-14 2001-04-18 Kao Corporation Liquid softener composition, use thereof and process for preparing a quaternary ammonium salt
WO2002092740A1 (en) * 2001-05-15 2002-11-21 Ici Americas, Inc. Mixed polyalkylene glycol hydroxyalkyl isostearamides as rheology adjuvants

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS58144175A (en) * 1982-02-23 1983-08-27 ライオン株式会社 Article for treating fiber product
JP7415563B2 (en) 2020-01-07 2024-01-17 富士フイルムビジネスイノベーション株式会社 Information processing device and program

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE545267A (en) *
CH461426A (en) * 1964-07-08 1968-08-31 Unilever Nv Commercial textile auxiliary
DE2605502A1 (en) * 1976-02-12 1977-08-18 Exquisit Kosmetik Gmbh Washing and rinsing composition for softening textiles - nonionic surfactant, softening agent and polyglycol difatty acid ester

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE545267A (en) *
CH461426A (en) * 1964-07-08 1968-08-31 Unilever Nv Commercial textile auxiliary
DE2605502A1 (en) * 1976-02-12 1977-08-18 Exquisit Kosmetik Gmbh Washing and rinsing composition for softening textiles - nonionic surfactant, softening agent and polyglycol difatty acid ester

Cited By (23)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0079643A2 (en) * 1981-11-17 1983-05-25 THE PROCTER & GAMBLE COMPANY Concentrated fabric softening compositions
EP0079643A3 (en) * 1981-11-17 1984-07-04 THE PROCTER & GAMBLE COMPANY Concentrated fabric softening compositions
EP0082457A3 (en) * 1981-12-18 1984-12-27 Hoechst Aktiengesellschaft Concentrated fabric-softening agents
EP0082456A2 (en) * 1981-12-18 1983-06-29 Hoechst Aktiengesellschaft Concentrated premixes of fabric-softening agents
EP0082457A2 (en) * 1981-12-18 1983-06-29 Hoechst Aktiengesellschaft Concentrated fabric-softening agents
EP0082456A3 (en) * 1981-12-18 1984-11-28 Hoechst Aktiengesellschaft Concentrated premixes of fabric-softening agents
EP0112719A3 (en) * 1982-12-23 1986-10-15 Unilever N.V. Fabric softening composition
US4497716A (en) * 1982-12-23 1985-02-05 Lever Brothers Company Fabric softening composition
EP0112719A2 (en) * 1982-12-23 1984-07-04 Unilever N.V. Fabric softening composition
EP0159922A2 (en) * 1984-04-19 1985-10-30 Unilever N.V. Aqueous fabric softening composition
US4622154A (en) * 1984-04-19 1986-11-11 Lever Brothers Company Aqueous fabric softening composition
US4627925A (en) * 1984-04-19 1986-12-09 Lever Brothers Company Aqueous concentrated fabric softening composition
EP0159922A3 (en) * 1984-04-19 1987-03-25 Unilever N.V. Aqueous fabric softening composition
EP0186967A1 (en) * 1984-11-30 1986-07-09 Thomas Swan And Co., Ltd. Quaternized imidazoline derivatives suitable for use as fabric softeners
EP0707059A3 (en) * 1994-10-14 2001-04-18 Kao Corporation Liquid softener composition, use thereof and process for preparing a quaternary ammonium salt
EP1445303A3 (en) * 1994-10-14 2004-10-20 Kao Corporation Liquid softener composition
US5908854A (en) * 1996-11-12 1999-06-01 Reckitt & Colman Inc. Mycobacterial compositions and methods for their use
EP0848103A3 (en) * 1996-12-11 1999-01-20 Henkel Kommanditgesellschaft auf Aktien Treatment agent for textile and keratin fibers
EP0848103A2 (en) * 1996-12-11 1998-06-17 Henkel Kommanditgesellschaft auf Aktien Treatment agent for textile and keratin fibers
EP0861938A2 (en) * 1997-02-28 1998-09-02 Henkel Kommanditgesellschaft auf Aktien Composition for finishing of textile- and keratin fibers
EP0861938A3 (en) * 1997-02-28 1999-01-20 Henkel Kommanditgesellschaft auf Aktien Composition for finishing of textile- and keratin fibers
WO2002092740A1 (en) * 2001-05-15 2002-11-21 Ici Americas, Inc. Mixed polyalkylene glycol hydroxyalkyl isostearamides as rheology adjuvants
US6635607B2 (en) 2001-05-15 2003-10-21 Ici Americas Inc. Mixed polyalkylene glycol hydroxyalkyl isostearamides as rheology adjuvants

Also Published As

Publication number Publication date
EP0023334B1 (en) 1983-12-21
JPS5620677A (en) 1981-02-26
ATE5662T1 (en) 1984-01-15
BR8004626A (en) 1981-02-03
DE3065943D1 (en) 1984-01-26
JPS6338470B2 (en) 1988-07-29
DE2930061A1 (en) 1981-02-19
CA1153510A (en) 1983-09-13

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