EP0506312B1 - Verwendung von Wäscheweichmachern - Google Patents

Verwendung von Wäscheweichmachern Download PDF

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Publication number
EP0506312B1
EP0506312B1 EP92302453A EP92302453A EP0506312B1 EP 0506312 B1 EP0506312 B1 EP 0506312B1 EP 92302453 A EP92302453 A EP 92302453A EP 92302453 A EP92302453 A EP 92302453A EP 0506312 B1 EP0506312 B1 EP 0506312B1
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EP
European Patent Office
Prior art keywords
quaternary ammonium
weight
ammonium material
fabric softening
compositions
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.)
Expired - Lifetime
Application number
EP92302453A
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English (en)
French (fr)
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EP0506312A1 (de
Inventor
Simon Richard Unilever Research Ellis
Graham Andrew Unilever Research Turner
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Unilever PLC
Unilever NV
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Unilever PLC
Unilever NV
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Application filed by Unilever PLC, Unilever NV filed Critical Unilever PLC
Publication of EP0506312A1 publication Critical patent/EP0506312A1/de
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Classifications

    • 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
    • C11D1/66Non-ionic compounds
    • C11D1/835Mixtures of non-ionic with cationic compounds
    • 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
    • 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
    • C11D1/62Quaternary ammonium compounds
    • 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
    • C11D1/66Non-ionic compounds
    • C11D1/72Ethers of polyoxyalkylene glycols

Definitions

  • the present invention relates to the use as a soil release agent in a fabric softening composition of a biodegradable quaternary ammonium material.
  • Rinse added fabric softener compositions are well known. Typically such compositions contain a water insoluble quaternary ammonium fabric softening agent dispersed in water at a level of softening agent up to 7% by weight in which case the compositions are considered dilute, or at levels from 7% to 50% in which case the compositions are considered concentrates.
  • fabric softening compositions desirably have other benefits. One is the ability to confer soil release properties to fabrics, particularly those woven from polyester fibres.
  • viscosity control agents In the past physical stability of rinse added fabric softener compositions has been improved by the addition of viscosity control agents or anti-gelling agents.
  • viscosity control agents For example in EP 13780 (Procter and Gamble) viscosity control agents are added to certain concentrated compositions. The agents may include C10-C18 fatty alcohols.
  • EP 280550 More recently in EP 280550 (Unilever) it has been proposed to improve the physical stability of dilute compositions comprising biodegradable, ester-linked quaternary ammonium compounds and fatty acid by the addition of nonionic surfactants.
  • compositions comprising biodegradable ester-linked quaternary ammonium compounds the problem of physical instability is more acute than with traditional quaternary ammonium compounds.
  • a nonionic emulsifier/stabiliser is added to a concentrate comprising an ester-linked quaternary ammonium compound to form a viscous gel.
  • the stabiliser is a C12 to C14 alcohol ethoxylated with 9 molecules of ethylene oxide. The degree of branching of the alcohol is not however mentioned.
  • Certain nonionic stabilising agents not only stabilise concentrated compositions comprising biodegradable quaternary ammonium compounds but are also environmentally friendly, in that they show acceptable biodegradability and are not substantially toxic in aquatic systems.
  • Soil release properties are generally imparted to fabrics by the use of separate soil-release agents, usually a high molecular weight polymer, in a detergent composition or separate treatment.
  • separate soil-release agents usually a high molecular weight polymer
  • a cationic polymeric soil release agent for use in a fabric conditioning composition.
  • a disadvantage of such compositions is that the soil release agent increases the number of components in the formulation, increasing cost and making the product less environmentally acceptable.
  • EP-A-0,234,311 describes the use of insoluble polyfunctional quaternary ammonium compounds as soil collectors, to regenerate soil-laden detergent solutions.
  • the document contains no specific mention of the quaternary ammonium materials to which the present invention relates.
  • EP-A-0,309,052 describes the use of quaternary ammonium salts containing at least one ester linkage as softeners in shelf-stable and biodegradable fabric softening compositions.
  • the compositions also include a linear alkoxylated alcohol.
  • fabric softening compositions comprising biodegradable ester-linked quaternary ammonium compounds may confer soil release properties to fabrics without the use of a separate soil release agent.
  • a soil release agent in a fabric softening composition of a quaternary ammonium material comprising a compound having two C12 ⁇ 28 alkyl or alkenyl groups connected via an ester link to the quaternary nitrogen atom.
  • composition is a liquid comprising an aqueous base.
  • a preferred type of ester-linked quaternary ammonium material for use in the compositions according to the invention can be represented by the formula: wherein R1 is an alkyl or hydroxyalkyl group containing from 1 to 4 carbon atoms; and R2 is a C11-C23 alkyl chain.
  • Preferred materials of this class and their method of preparation are, for example, described in US 4 137 180 (Lever Brothers).
  • these materials comprise small amounts of the corresponding monoester as described in US 4 137 180 for example 1-tallowoxy, 2-hydroxytrimethyl ammonium propane chloride.
  • the level of ester linked quaternary ammonium compounds is at least 1% by weight of the composition, more preferably more than 3% by weight of the composition; especially interesting are concentrated compositions which comprise more than 7% of ester-linked quaternary ammonium compound.
  • the level of ester-linked quaternary ammonium compounds preferably is between 1% and 80% by weight, more preferably 3% to 50%, most preferably 8% to 50%.
  • the softening composition may be stabilised at low temperatures by the addition of nonionic stabilisers.
  • Suitable nonionic stabilisers which can be used include the condensation products of C8 - C22 primary linear alcohols with 10 to 20 moles of ethylene oxide. The alcohols may be saturated or unsaturated.
  • the nonionic stabiliser has an HLB of between 10 and 20, more preferably 12 and 20.
  • the nonionic stabiliser is biodegradable and has low aquatic toxicity.
  • Use of less than 10 moles of ethylene oxide results in an acceptable acute aquatic toxicity value of > 1 mg/l EC50 48 hours for daphnia and algae and EC50 96 hours for fish, especially if the HLB of the nonionic is less than 12.
  • the level of nonionic stabiliser is within the range from 0.1 to 10% by weight, more preferably from 0.5 to 5% by weight, most preferably from 1 to 4% by weight.
  • the mole ratio of the quaternary ammonium compound to the nonionic stabilising agent is within the range from 40:1 to about 1:1, preferably within the range from 18:1 to about 3:1.
  • the composition can also contain fatty acids for example C8 - C24 alkyl or alkenyl monocarboxylic acids or polymers thereof.
  • fatty acids for example C8 - C24 alkyl or alkenyl monocarboxylic acids or polymers thereof.
  • saturated fatty acids are used, in particular, hardened tallow C16-C18 fatty acids.
  • the fatty acid is non-saponified, more preferably the fatty acid is free for example oleic acid, lauric acid or tallow fatty acid.
  • the level of fatty acid material is preferably more than 0.1% by weight, more preferably more than 0.2% by weight. Especially preferred are concentrates comprising from 0.5 to 20% by weight of fatty acid, more preferably 1% to 10% by weight.
  • the weight ratio of quaternary ammonium material to fatty acid material is preferably from 10:1 to 1:10.
  • compositions of the invention preferably have a pH of more than 2.0, more preferably less than 5.
  • the composition can also contain one or more optional ingredients, selected from non-aqueous solvents, pH buffering agents, perfumes, perfume carriers, fluorescers, colourants, hydrotropes, antifoaming agents, antiredeposition agents, enzymes, optical brightening agents, opacifiers, anti-shrinking agents, anti-wrinkle agents, anti-spotting agents, germicides, fungicides, anti-oxidants, anti-corrosion agents, drape imparting agents, antistatic agents and ironing aids.
  • optional ingredients selected from non-aqueous solvents, pH buffering agents, perfumes, perfume carriers, fluorescers, colourants, hydrotropes, antifoaming agents, antiredeposition agents, enzymes, optical brightening agents, opacifiers, anti-shrinking agents, anti-wrinkle agents, anti-spotting agents, germicides, fungicides, anti-oxidants, anti-corrosion agents, drape imparting agents, antistatic agents and ironing aids.
  • composition may also contain nonionic fabric softening agents such as lanolin and derivatives thereof.
  • Liquid fabric softening compositions were made as follows.
  • the cationic fabric softening agent, fatty acid and nonionic stabilising agent where appropriate were premixed and heated together to form a clear melt.
  • the molten mixture thus formed was added over a period of at least one minute, to water at 70°C to 80°C with constant stirring to form a dispersion.
  • the soil release properties imparted to polyester test pieces by treatment with the compositions was assessed by measuring the change in reflectance following staining and a subsequent wash in a proprietary detergent composition.
  • the pieces were first rinsed for 5 minutes in 1 litre of 14°FH water containing 0.67 ml of either composition.
  • the pieces were then line dried and stained with 100 micro litres of olive oil containing 0.06% sudan red dye.
  • the stain was allowed to spread for a minimum of two days following which the reflectance of the stained piece (R1) was measured using an ICS micromatch.
  • the pieces were then washed, rinsed and line dried using 5q/1 New System Persil Automatic (Trade Mark) in 14°FH water for a 15 minute wash cycle.
  • composition B shows a smaller soil release benefit than compositions according to the invention (Composition A).
  • Liquid fabric softening compositions as given below were made as described in Example 1.
  • the soil release properties of the compositions were measured as described in Example 1 excepting that the pieces were first rinsed in 1 litre of 14°FH water containing 2ml of either composition.
  • compositions comprising ester-linked quaternaries show a soil release benefit greater than that obtained from compositions comprising conventional quaternary and that the benefit is seen in the absence of a nonionic stabilising agent.
  • Example 2 was repeated with a composition which did not contain any nonionic to show that the improved soil release benefit is due entirely to the use of the biodegradable ester linked quaternary ammonium compound.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Detergent Compositions (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Claims (9)

  1. Verwendung als ein schmutzlösendes Mittel in einem Wäscheweichmacher von zumindest 1 Gewichtsprozent eines quaternären Ammoniummaterials, enthaltend eine Verbindung mit zwei C₁₂₋₂₈-Alkyl- oder -Alkenylgruppen, verbunden über eine Esterbindung mit einer Kohlenwasserstoffkette, welche mit dem quaternären Stickstoffatom verbunden ist.
  2. Verwendung eines quaternären Ammoniummaterials gemäß Anspruch 1, worin der Wäscheweichmacher ein nichtionisches stabilisierendes Mittel enthält, welches
    (i) ein linearer C₈₋₂₂-Alkohol, alkoxyliert mit 10 bis 20 Mol
    Alkylenoxid, oder (ii) ein C₁₀₋₂₀-Alkohol, oder Mischungen derselben, ist.
  3. Verwendung eines quaternären Ammoniummaterials gemäß Anspruch 1 oder Anspruch 2, worin der Wäscheweichmacher ein Fettsäurematerial umfaßt.
  4. Verwendung eines quaternären Ammoniummaterials gemäß Anspruch 2, worin die Zusammensetzung von 0,1 bis 10 Gewichtsprozent des nichtionischen stabilisierenden Mittels enthält.
  5. Verwendung eines quaternären Ammoniummaterials gemäß Anspruch 3, worin die Zusammensetzung auch mehr als 0,1 Gewichtsprozent eines Fettsäurematerials enthält.
  6. Verwendung eines quaternären Ammoniummaterials gemäß einem der vorstehenden Ansprüche, worin die Zusammensetzung von 3 bis 50 Gewichtsprozent des quaternären Ammoniummaterials, von 0,5 bis 5 Gewichtsprozent des nichtionischen stabilisierenden Mittels und von 0,5 bis 20 Gewichtsprozent Fettsäurematerial enthält.
  7. Verwendung eines quaternären Ammoniummaterials gemäß einem der Ansprüche 2 bis 6, worin das nichtionische stabilisierende Mittel einen HLB-Wert von zwischen 10 und 20 aufweist.
  8. Verwendung eines quaternären Ammoniummaterials gemäß Anspruch 7, worin das nichtionische stabilisierende Mittel einen HLB-Wert von zwischen 12 und 20 aufweist.
  9. Verwendung eines quaternären Ammoniummaterials gemäß einem der vorstehenden Ansprüche, worin das quaternäre Ammoniummaterial durch die nachfolgende Formel:
    Figure imgb0009
    wiedergegeben wird, in welcher R¹ eine Alkyl- oder Hydroxyalkylgruppe, enthaltend von 1 bis 4 Kohlenstoffatome, ist und R eine C₁₁₋₂₃-Alkylkette bedeutet.
EP92302453A 1991-03-25 1992-03-20 Verwendung von Wäscheweichmachern Expired - Lifetime EP0506312B1 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB9106308 1991-03-25
GB919106308A GB9106308D0 (en) 1991-03-25 1991-03-25 Fabric softening composition

Publications (2)

Publication Number Publication Date
EP0506312A1 EP0506312A1 (de) 1992-09-30
EP0506312B1 true EP0506312B1 (de) 1996-01-17

Family

ID=10692165

Family Applications (2)

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EP92302453A Expired - Lifetime EP0506312B1 (de) 1991-03-25 1992-03-20 Verwendung von Wäscheweichmachern
EP92302452A Revoked EP0507478B1 (de) 1991-03-25 1992-03-20 Wäscheweichmacherzusammensetzung

Family Applications After (1)

Application Number Title Priority Date Filing Date
EP92302452A Revoked EP0507478B1 (de) 1991-03-25 1992-03-20 Wäscheweichmacherzusammensetzung

Country Status (9)

Country Link
EP (2) EP0506312B1 (de)
JP (1) JP2937306B2 (de)
AU (1) AU652429B2 (de)
BR (1) BR9201017A (de)
CA (1) CA2063463C (de)
DE (2) DE69207624T2 (de)
ES (2) ES2083084T3 (de)
GB (1) GB9106308D0 (de)
ZA (1) ZA922173B (de)

Families Citing this family (26)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB9115255D0 (en) * 1991-07-15 1991-08-28 Unilever Plc Fabric softening composition
GB9301728D0 (en) * 1993-01-28 1993-03-17 Unilever Plc Fabric softening composition
RU94046015A (ru) * 1992-05-12 1996-10-10 Дзе Проктер Энд Гэмбл Компани (US) Концентрированная композиция замасливателя тканей, способ получения твердой порошковой композиции замасливателя, способ получения жидкой композиции замасливателя и способ замасливания тканей
ATE150481T1 (de) * 1992-06-10 1997-04-15 Procter & Gamble Stabile, biologisch abbaubare gewebeweichmacherzusammensetzungen
ES2144515T5 (es) * 1993-03-01 2006-03-16 THE PROCTER & GAMBLE COMPANY Composiciones concentradas biodegradables de amonio cuaternario suavizantes de tejidos, y compuestos que contienen cadenas de acidos grasos insaturados de indice de yodo intermedio.
US5750491A (en) * 1993-08-02 1998-05-12 The Procter & Gamble Company Super concentrate emulsions with fabric actives
US6559117B1 (en) 1993-12-13 2003-05-06 The Procter & Gamble Company Viscosity stable concentrated liquid fabric softener compositions
US5413723A (en) * 1993-12-17 1995-05-09 Munteanu; Marina A. Use of special surfactants to control viscosity in fabric softeners
GB9406824D0 (en) * 1994-04-07 1994-06-01 Unilever Plc Fabric softening composition
PL182112B1 (pl) * 1994-04-07 2001-11-30 Unilever Nv Ciekla kompozycja do zmiekczania tkanin i proszkowylub granulowany srodek kondycjonujacy do plukania tkanin PL
EP0757715B1 (de) * 1994-04-29 1999-12-08 The Procter & Gamble Company Cellulase enthaltende gewebeweichmachende zusammensetzungen
WO1995031524A2 (en) * 1994-05-18 1995-11-23 The Procter & Gamble Company Concentrated biodegradable fabric softener compositions
US5445747A (en) * 1994-08-05 1995-08-29 The Procter & Gamble Company Cellulase fabric-conditioning compositions
US5503756A (en) * 1994-09-20 1996-04-02 The Procter & Gamble Company Dryer-activated fabric conditioning compositions containing unsaturated fatty acid
US5460736A (en) * 1994-10-07 1995-10-24 The Procter & Gamble Company Fabric softening composition containing chlorine scavengers
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
GB9503596D0 (en) * 1995-02-23 1995-04-12 Unilever Plc Cleaning composition comprising quaternised poly-dimethylsiloxane and nonionic surfactant
GB9517433D0 (en) * 1995-08-25 1995-10-25 Unilever Plc Soil release agent and its use in fabric conditioning compositions
GB9526182D0 (en) * 1995-12-21 1996-02-21 Unilever Plc Fabric softening composition
GB2313379A (en) * 1996-05-23 1997-11-26 Unilever Plc A detergent composition comprising perfume
BR9701287A (pt) * 1997-03-14 1998-11-10 Unilever Nv Composição de tratamento de tecidos na lavagem e processo para tratar tecidos para proporcionar aos mesmos propriedades de repelência à sujeira
GB0121802D0 (en) 2001-09-10 2001-10-31 Unilever Plc Fabric conditioning compositions
EP1354872A1 (de) 2002-04-17 2003-10-22 Kao Corporation Aminsalze von Schwefelsäureestern, Aminsalze von Sulfonsäuren, ihre Herstellung und Weichspüler
ES2309593T3 (es) * 2003-10-16 2008-12-16 THE PROCTER & GAMBLE COMPANY Composiciones acuosas que comprenden vesiculas que tienen cierta permeabilidad de vesicula.
US7655609B2 (en) 2005-12-12 2010-02-02 Milliken & Company Soil release agent
US9926516B2 (en) 2014-06-05 2018-03-27 The Procter & Gamble Company Mono alcohols for low temperature stability of isotropic liquid detergent compositions

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US3974076A (en) * 1974-01-11 1976-08-10 The Procter & Gamble Company Fabric softener
GB1567947A (en) * 1976-07-02 1980-05-21 Unilever Ltd Esters of quaternised amino-alcohols for treating fabrics
EP0042187B2 (de) * 1980-06-17 1988-09-28 THE PROCTER & GAMBLE COMPANY Reinigungsmittelzusammensetzung mit einem niedrigen Gehalt an substituierten Polyaminen
DE3605716A1 (de) * 1986-02-22 1987-09-03 Henkel Kgaa Verwendung von unloeslichen schmutzsammlern zur regenerierung von wasch- und reinigungsloesungen
GB8704711D0 (en) * 1987-02-27 1987-04-01 Unilever Plc Fabric softening composition
US4808321A (en) * 1987-05-01 1989-02-28 The Procter & Gamble Company Mono-esters as fiber and fabric treatment compositions
US4789491A (en) * 1987-08-07 1988-12-06 The Procter & Gamble Company Method for preparing biodegradable fabric softening compositions
DE3876196T2 (de) * 1987-09-23 1993-04-15 Procter & Gamble Lineare alkoxylierte alkohole enthaltende stabile, biologisch abbaubare waescheweichspuelerzusammensetzungen.
GB8804818D0 (en) * 1988-03-01 1988-03-30 Unilever Plc Fabric softening composition
DE3818061A1 (de) * 1988-05-27 1989-12-07 Henkel Kgaa Fluessiges, waessriges waeschenachbehandlungsmittel

Also Published As

Publication number Publication date
DE69207624D1 (de) 1996-02-29
EP0507478B1 (de) 1996-06-05
AU1312592A (en) 1992-10-01
JPH05106166A (ja) 1993-04-27
DE69211203T2 (de) 1996-10-10
DE69211203D1 (de) 1996-07-11
BR9201017A (pt) 1992-11-24
CA2063463C (en) 1999-04-27
JP2937306B2 (ja) 1999-08-23
EP0507478A1 (de) 1992-10-07
ES2088542T3 (es) 1996-08-16
EP0506312A1 (de) 1992-09-30
ZA922173B (en) 1993-09-27
AU652429B2 (en) 1994-08-25
ES2083084T3 (es) 1996-04-01
GB9106308D0 (en) 1991-05-08
CA2063463A1 (en) 1992-09-26
DE69207624T2 (de) 1996-05-30

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