EP0022555B1 - Fabric softener - Google Patents

Fabric softener Download PDF

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Publication number
EP0022555B1
EP0022555B1 EP80103918A EP80103918A EP0022555B1 EP 0022555 B1 EP0022555 B1 EP 0022555B1 EP 80103918 A EP80103918 A EP 80103918A EP 80103918 A EP80103918 A EP 80103918A EP 0022555 B1 EP0022555 B1 EP 0022555B1
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Prior art keywords
carbon atoms
weight
compounds
compound
methyl
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EP80103918A
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German (de)
French (fr)
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EP0022555A1 (en
Inventor
Adolf Dr. May
Hans-Walter Dr. Bücking
Karl Prof. Dr. Wallhäusser
Werner Skrypzak
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Hoechst AG
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Hoechst AG
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Priority to AT80103918T priority Critical patent/ATE10383T1/en
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    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38—Cationic compounds
    • C11D1/645—Mixtures of compounds all of which are cationic
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38—Cationic compounds
    • C11D1/52—Carboxylic amides, alkylolamides or imides or their condensation products with alkylene oxides
    • C11D1/526—Carboxylic amides (R1-CO-NR2R3), where R1, R2 or R3 are polyalkoxylated
    • 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
    • C11D3/16—Organic compounds
    • C11D3/26—Organic compounds containing nitrogen
    • C11D3/32—Amides; Substituted amides

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 too hydrophobic in the event of an overdose, and the rewettability is thereby delayed.
  • the invention thus relates to fabric softeners in the form of an aqueous solution or dispersion which comprise 3 to 15, preferably 3 to 8% by weight of one or more compounds of the formulas I to IV ' where R 1 is alkyl or alkenyl having 6-18 carbon atoms, preferably 8-14 carbon atoms, x and y are hydrogen or methyl, but x and y are not simultaneously methyl, n is a number from 1 to 20, preferably 3 to 10, R 2 Alkyl with 1-4 carbon atoms, preferably methyl, R 3 methyl or hydrogen, m is a number from 1 to 15, preferably 1 and A is an anion such as.
  • B. Cl e , Br e , CH 3 OSO 3 ⁇ or (CH 3 ) 2 OPO 3 ⁇ means 3-15, preferably 3-8 wt .-% of a compound of formula V.
  • R 4 is alkyl with 8-30, preferably 10-18, carbon atoms, n, x and y have the meaning given above and optionally contain 3 to 5% by weight of a bactericidal quaternary ammonium compound and other customary auxiliaries and additives, the auxiliaries and additives are not surfactants.
  • This combination of the compounds to V 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. Use as a laundry treatment agent for terry towels and underwear 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 IV or they contain a mixture of two or more compounds of these formulas to IV within the limits specified. If a mixture of two or more compounds of the formulas II to IV is present, their mixing ratio with one another is completely uncritical and can take on any value.
  • Wäscheweich Congressm i can tel t-3 contained a bactericidal compound to 5 wt .-%.
  • bactericidal compounds are in particular those of the formulas VI to VIII, where R 1 , R 2 and A have the meaning given above and R 7 is an aliphatic radical having 6 to 12, preferably 10 carbon atoms.
  • 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.
  • substances or auxiliaries that have already been used in fabric softeners, such as. B. cationic or nonionic surface-active substances, electrolytes, acidifying agents, organic complexing agents, optical brighteners or solubilizers, and colorants and fragrances. They serve to additionally influence the handle of the goods or other properties of the textiles to be treated or to adjust the viscosity, to regulate the pH or to increase the stability at low temperatures.
  • the fabric softening agents described above are completely clear and have the advantage that the rewettability of cotton is significantly improved compared to commercially available agents. It is also surprising that such compounds of the formulas to IV in combination with einf Compounds of formula V show a good softening effect which contain more than 50% alkyl groups with only 12 carbon atoms, since it is known that such compounds have only a medium softening effect in comparison with di-tallow fatty alkyl dimethyl ammonium chloride. The fatty acid alkylolamidoxethylete alone show no softening effect.

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  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

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 zu hydrophob und dadurch die Wiederbenetzbarkeit verzögert wird. Außerdem kann man solche langkettigen Dialkyldimethylammoniumsalze sehr schwer mit kurzkettigen Dialkylquats kombinieren, um z. B. Wäscheweichspülmittelformulierungen mit bakteriziden Effekten herzustellen. Weiterhin zeigen diese Dispersionen den Nachteil, daß sie milchig trüb aussehen, während man heute auch Wäscheweichspülmittelformulierungen verlangt, die als wäßrige Lösung klar durchsichtig aussehen.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 too hydrophobic in the event of an overdose, and the rewettability is thereby delayed. In addition, it is very difficult to combine such long-chain dialkyldimethylammonium salts with short-chain dialkylquats in order, for. B. Manufacturing fabric softener formulations with bactericidal effects. Furthermore, these dispersions have the disadvantage that they have a milky, cloudy appearance, whereas nowadays, fabric softener formulations are also required which have a clear appearance as an aqueous solution.

Mischungen von Wäscheweichspülmitteln in Form von quartären Ammoniumverbindungen und nicht oxäthylierten Fettsäurealkanolamiden sind bereits aus der CH-A 461 426 bekannt. Den Fettsäurealkanolamiden wird dort aber ausschließlich die Wirkung zugeschrieben, die weichmachende Wirkung der quartären Ammoniumverbindungen zu steigern. Eine Verbesserung des Löslichkeitsverhaltens dieser quartären Ammoniumverbindungen durch Zugabe von solchen Fettsäurealkanolamiden, die zusätzlich noch oxalkyliert sind, läßt sich daraus aber nicht entnehmen.Mixtures of fabric softeners in the form of quaternary ammonium compounds and non-oxyethylated fatty acid alkanolamides are already known from CH-A 461 426. The fatty acid alkanolamides, however, are only said to have the effect of increasing the softening effect of the quaternary ammonium compounds. An improvement in the solubility behavior of these quaternary ammonium compounds by adding fatty acid alkanolamides which are additionally oxyalkylated cannot be inferred from this.

Es wurde nun gefunden, daß man diese Schwierigkeiten beseitigen kann, wenn man die als Wäscheweichspülmittel dienenden quaternären Ammoniumverbindungen mit einem Fettsäurealkylolamidoxethylat kombiniert. Gegenstand der Erfindung sind somit Wäscheweichspülmittel in Form einer wäßrigen Lösung oder Dispersion, die 3 bis 15, vorzugsweise 3 bis 8 Gew.-%einer oder mehrerer Verbindungen der Formeln I bis IV '

Figure imgb0001
Figure imgb0002
Figure imgb0003
Figure imgb0004
wobei R1 Alkyl oder Alkenyl mit 6-18 Kohlenstoffatomen, vorzugsweise 8-14 Kohlenstoffatomen, x und y Wasserstoff oder Methyl, wobei x und y jedoch nicht gleichzeitig Methyl bedeuten, n eine Zahl von 1 bis 20, vorzugsweise 3 bis 10, 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. Cle, Bre, CH3OSO3 ⊖ oder (CH3)2OPO3 ⊖ bedeutet, 3-15, vorzugsweise 3-8 Gew.-% einer Verbindung der Formel V
Figure imgb0005
wobei R4 Alkyl mit 8-30, vorzugsweise 10-18 C-Atomen bedeutet, n, x und y die oben angegebene Bedeutung haben sowie gegebenenfalls 3 bis 5 Gew.-% einer bakteriziden quaternären Ammoniumverbindung und weitere übliche Hilfs- und Zusatzstoffe enthalten, wobei die Hilfs- und Zusatzstoffe keine Tenside darstellen.It has now been found that these difficulties can be eliminated by combining the quaternary ammonium compounds which serve as fabric softeners with a fatty acid alkylol amide oxyethylate. The invention thus relates to fabric softeners in the form of an aqueous solution or dispersion which comprise 3 to 15, preferably 3 to 8% by weight of one or more compounds of the formulas I to IV '
Figure imgb0001
Figure imgb0002
Figure imgb0003
Figure imgb0004
 where R 1 is alkyl or alkenyl having 6-18 carbon atoms, preferably 8-14 carbon atoms, x and y are hydrogen or methyl, but x and y are not simultaneously methyl, n is a number from 1 to 20, preferably 3 to 10, R 2 Alkyl with 1-4 carbon atoms, preferably methyl, R 3 methyl or hydrogen, m is a number from 1 to 15, preferably 1 and A is an anion such as. B. Cl e , Br e , CH 3 OSO 3 ⊖ or (CH 3 ) 2 OPO 3 ⊖ means 3-15, preferably 3-8 wt .-% of a compound of formula V.
Figure imgb0005
 where R 4 is alkyl with 8-30, preferably 10-18, carbon atoms, n, x and y have the meaning given above and optionally contain 3 to 5% by weight of a bactericidal quaternary ammonium compound and other customary auxiliaries and additives, the auxiliaries and additives are not surfactants.

Diese Kombination der Verbindungen bis V verleiht beliebigen Textilmaterialien, besonders solchen aus natürlicher oder regenerierter Cellulose, Wolle, Celluloseacetat,-triacetat, Polyamid, Polyacrylnitril, Polyester, Polypropylen einen angenehmen und weichen Griff. Besonders vorteilhaft ist der Einsatz als Wäschenachbehandlungsmittel für Frottee- und Leibwäsche. Die HersteHung 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 IV enthalten oder aber sie enthalten ein Gemisch aus zwei oder mehr Verbindungen dieser Formeln bis IV innerhalb der angegebenen Grenzen. Liegt ein Gemisch aus zwei oder mehr Verbindungen der Formeln II bis IV vor, so ist deren Mischungsverhältnis untereinander völlig unkritisch und kann jeden beliebigen Wert annehmen.This combination of the compounds to V 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. Use as a laundry treatment agent for terry towels and underwear 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 IV or they contain a mixture of two or more compounds of these formulas to IV within the limits specified. If a mixture of two or more compounds of the formulas II to IV is present, their mixing ratio with one another is completely uncritical and can take on any value.

Neben den Verbindungen der Formeln I bis V können die erfindungsgemäßen Wäscheweichspülmit-tel noch 3 bis 5 Gew.-%einer bakteriziden Verbindung enthalten. Als solche bakterizide Verbindungen kommen insbesondere solche der Formeln VI bis VIII infrage,

Figure imgb0006
Figure imgb0007
Figure imgb0008
wobei R1, R2 und A die oben angegebene Bedeutung haben und R7 ein aliphatischer Rest mit 6 bis 12, vorzugsweise 10 C-Atomen darstellt.In addition to the compounds of the formulas I to V according to the invention Wäscheweichspülm i can tel t-3 contained a bactericidal compound to 5 wt .-%. Such bactericidal compounds are in particular those of the formulas VI to VIII,
Figure imgb0006
Figure imgb0007
Figure imgb0008
 where R 1 , R 2 and A have the meaning given above and R 7 is an aliphatic radical having 6 to 12, preferably 10 carbon atoms.

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, such as. B. cationic or nonionic surface-active substances, electrolytes, acidifying agents, organic complexing agents, optical brighteners or solubilizers, and colorants and fragrances. They serve to additionally influence the handle of the goods or other properties of the textiles to be treated or to adjust the viscosity, to regulate the pH or to increase the stability at low temperatures.

Die 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.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.

Die oben beschriebenen Wäscheweichspülmittel sind völlig klar und haben den Vorteil, daß die Wiederbenetzbarkeit von Baumwolle wesentlich verbessert ist im Vergleich zu handelsüblichen Mitteln. Überraschend ist auch, daß auch solche Verbindungen der Formeln bis IV in Kombination mit einef Verbindung der Formel V einen guten weichmachenden Effekt zeigen, die zu mehr als 50% Alkylgruppen mit nur 12 C-Atomen enthalten, da bekannt ist, daß solche Verbindungen für sich nur einen mittleren weichmachenden Effekt aufweisen im Vergleich zu Di-talgfettalkyldimethylammoniumchlorid. Die Fettsäurealkylolamidoxethylete zeigen allein keinen weichmachenden Effekt.The fabric softening agents described above are completely clear and have the advantage that the rewettability of cotton is significantly improved compared to commercially available agents. It is also surprising that such compounds of the formulas to IV in combination with einf Compounds of formula V show a good softening effect which contain more than 50% alkyl groups with only 12 carbon atoms, since it is known that such compounds have only a medium softening effect in comparison with di-tallow fatty alkyl dimethyl ammonium chloride. The fatty acid alkylolamidoxethylete alone show no softening effect.

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. These fabric softeners are produced in all cases by simply stirring in the cold of aqueous solutions of the individual components.

Beispiel 1example 1

Figure imgb0009
Figure imgb0009

Beispiel 2Example 2

Figure imgb0010
Figure imgb0010

Beispiel 3Example 3

Figure imgb0011
Figure imgb0011

Beispiel 4Example 4

Figure imgb0012
Figure imgb0012

Beispiel 5Example 5

Figure imgb0013
Figure imgb0013

Beispiel 6Example 6

Figure imgb0014
Figure imgb0014

Beispiel 7 (Vergleichsformulierung)Example 7 (comparative formulation)

Figure imgb0015
Figure imgb0015

Diese Wäscheweichspülmittel wurden auf ihren Einfluß auf die Wiederbenetzbarkeit nach DIN 53924 geprüft. Dabei werden glatte Baumwoll- bzw. Polyestergewebe (Satin-Damenblusenstoff) mit den erfindungsgemäßen Mischungen behandelt. Zum Vergleich wurde ein handelsüblicher Weichmacher hinzugezogen (Beispiel 7). Nach dieser Prüfmethode wurden für die Mischungen der Beispiele 1-7 die in der nachfolgenden Tabelle aufgeführten Ergebnisse erhalten. Die Steighöhe nicht ausgerüsteter Gewebe wird dabei mit 100 % bezeichnet.

Figure imgb0016
Figure imgb0017
 These fabric softeners were tested for their influence on the rewettability according to DIN 53924. Smooth cotton or polyester fabrics (satin blouse fabric) are treated with the mixtures according to the invention. For comparison, a commercially available soft makers involved (Example 7). According to this test method, the results listed in the table below were obtained for the mixtures of Examples 1-7. The climbing height of non-equipped fabrics is referred to as 100%.
Figure imgb0016
Figure imgb0017

Die Ergebnisse der beiden Tabellen zeigen, daß die mit den erfindungsgemäßen Mischungen ausgerüsteten Polyesterprüflinge ein verbessertes Saugvermögen aufweisen.The results of the two tables show that the polyester test specimens finished with the mixtures according to the invention have improved absorbency.

Claims (3)

1. Fabric softeners in the form of an aqueous solution or dispersion which contain from 3 to 15 weight % of one or more compounds of the formulae I to IV
Figure imgb0026
Figure imgb0027
Figure imgb0028
Figure imgb0029
in which R, is alkyl or alkenyl having from 6 to 18 preferably 8 to 14 carbon atoms, R2 is alkyl having from 1 to 4 carbon atoms, preferably methyl, R3 is methyl or hydrogen, x and y are hydrogen or methyl with the proviso that x and y are not simultaneously methyl, n is a number of from 1 to 20, m is a number of from 1 to 15, and A is an anion; from 3 to 15 weight % of a compound of the formula V
Figure imgb0030
in which R4 is alkyl having from 8 to 30 carbon atoms, and n, x, and y are as defined above; and optionally from 3 to 4 weight %of a bactericidal quaternary ammonium compound, and further usual auxiliaries and additives with the proviso that these auxiliaries and additives do not constitute tensides.
2. Fabric softeners as claimed in Claim 1, which contain from 3 to 8 weight % of one or more compounds of the formulae I to IV and from 3 to 8 weight % of a compound of the formula V.
3. Fabric softeners as claimed in Claim 1 and 2, which contain as bactericidal quaternary ammonium compound a compound of the formulae VI to VIII
Figure imgb0031
Figure imgb0032
Figure imgb0033
in which R1, R2 and A are as defined in Claim 1, and R7 is an aliphatic radical having from 6 to 12 carbon atoms.
EP80103918A 1979-07-12 1980-07-09 Fabric softener Expired EP0022555B1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AT80103918T ATE10383T1 (en) 1979-07-12 1980-07-09 LAUNDRY SOFTENER.

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE2928141 1979-07-12
DE19792928141 DE2928141A1 (en) 1979-07-12 1979-07-12 SOFT SOFTENER

Publications (2)

Publication Number Publication Date
EP0022555A1 EP0022555A1 (en) 1981-01-21
EP0022555B1 true EP0022555B1 (en) 1984-11-21

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EP (1) EP0022555B1 (en)
JP (1) JPS5615472A (en)
AR (1) AR224163A1 (en)
AT (1) ATE10383T1 (en)
BR (1) BR8004320A (en)
CA (1) CA1152707A (en)
DE (2) DE2928141A1 (en)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3150179A1 (en) * 1981-12-18 1983-06-23 Hoechst Ag, 6230 Frankfurt CONCENTRATED PRE-MIXTURES OF SOFT SOFTENER
JPS58144175A (en) * 1982-02-23 1983-08-27 ライオン株式会社 Article for treating fiber product
US4497716A (en) * 1982-12-23 1985-02-05 Lever Brothers Company Fabric softening composition
GB8334226D0 (en) * 1983-12-22 1984-02-01 Learonal Uk Ltd Electrodeposition of gold alloys
GB8410321D0 (en) * 1984-04-19 1984-05-31 Unilever Plc Aqueous concentrated fabric softening composition
GB8410320D0 (en) * 1984-04-19 1984-05-31 Unilever Plc Aqueous fabric softening composition
CN1157511C (en) * 1999-11-12 2004-07-14 花王株式会社 Softener composition
US6780833B1 (en) 1999-11-12 2004-08-24 Kao Corporation Softener composition

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
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

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2082249A5 (en) * 1970-03-09 1971-12-10 Colgate Palmolive Co
GB1474688A (en) * 1973-08-01 1977-05-25 Unilever Ltd Process for producing particulate detergent compositions
US4155882A (en) * 1973-08-01 1979-05-22 Lever Brothers Company Process for preparing particulate detergent compositions containing nonionic surfactants
IT1097290B (en) * 1977-06-29 1985-08-31 Procter & Gamble DETERGENT COMPOSITIONS FOR LAUNDRY
DE2733970A1 (en) * 1977-07-28 1979-02-15 Henkel Kgaa Alpha-cyano-fatty acid hydroxyalkyl-amide detergent components - used in combination with surfactant(s) for cold washing textiles e.g. by machine

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
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

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
"Tenside, Textilhilfsmittel, Waschrohstoffe" K. LINDNER (1964) Seite 913 *

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JPS5615472A (en) 1981-02-14
DE3069660D1 (en) 1985-01-03
EP0022555A1 (en) 1981-01-21
CA1152707A (en) 1983-08-30
DE2928141A1 (en) 1981-02-05
ATE10383T1 (en) 1984-12-15
AR224163A1 (en) 1981-10-30
BR8004320A (en) 1981-01-27

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