EP0005850A1 - Agent de lavage liquide - Google Patents

Agent de lavage liquide Download PDF

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Publication number
EP0005850A1
EP0005850A1 EP79101726A EP79101726A EP0005850A1 EP 0005850 A1 EP0005850 A1 EP 0005850A1 EP 79101726 A EP79101726 A EP 79101726A EP 79101726 A EP79101726 A EP 79101726A EP 0005850 A1 EP0005850 A1 EP 0005850A1
Authority
EP
European Patent Office
Prior art keywords
weight
carbon atoms
ethylene oxide
liquid detergent
formula
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.)
Granted
Application number
EP79101726A
Other languages
German (de)
English (en)
Other versions
EP0005850B1 (fr
Inventor
Manfred Hennemann
Albrecht Dr. Löhr
Peter Dr. Krings
Rudolf Weber
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.)
Henkel AG and Co KGaA
Original Assignee
Henkel AG and Co KGaA
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Henkel AG and Co KGaA filed Critical Henkel AG and Co KGaA
Publication of EP0005850A1 publication Critical patent/EP0005850A1/fr
Application granted granted Critical
Publication of EP0005850B1 publication Critical patent/EP0005850B1/fr
Expired legal-status Critical Current

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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
    • C11D1/8355Mixtures of non-ionic with cationic compounds containing a combination of non-ionic compounds differently alcoxylised or with different alkylated chains
    • 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
    • C11D1/825Mixtures of compounds all of which are non-ionic
    • C11D1/8255Mixtures of compounds all of which are non-ionic containing a combination of compounds differently alcoxylised or with differently alkylated chains
    • 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
    • C11D1/66Non-ionic compounds
    • C11D1/72Ethers of polyoxyalkylene glycols

Definitions

  • the present invention relates to a stable, liquid detergent with a textile softening effect for the simultaneous washing and care of delicates in the washing machine or by hand.
  • the washing effect of such combinations is particularly good if the ratio of ces-nonionic surfactant to the quaternary ammonium compound is 4: 1 up to 1: 1.
  • a liquid detergent with a combination of a nonionic surfactant, a conventional softening quaternary ammonium compound with one or two long-chain alkyl radicals and a further quaternary ammonium compound with a methyl group, one or two long-chain alkyl groups and two or a polyglycol ether group is described in DE-OS 24 26 581 described.
  • a liquid detergent with a combination of a nonionic surfactant of the alkylpolyglycol ether or alkylphenol polyglycol ether type and a conventional fabric softener of the difatty alkyl dimethyl ammonium halide type and a fatty acid polyglycol diester is also known from DE-OS 25 29 444.
  • German patent application P 28 17 834.9 proposes a liquid detergent with a detergent component made from two specific nonionic surfactants of the ethoxylated long-chain alcohol type and with a plasticizing component from a quaternary ammonium compound.
  • the quaternary ammonium compound used is, in particular, ammonium salts with two long-chain alkyl or alkenyl and two short-chain alkyl groups, especially those compounds whose long-chain residues are derived from saturated or unsaturated tallow fatty alcohols.
  • alkyl or alkenyl groups with essentially 16 and 18 carbon atoms ie palmityl, palmitoleyl, stearyl, oleyl and linoleyl radicals, '
  • the consumer also demands from a modern liquid detergent that it is safe to use, easy to dose and stable in storage, and that the appearance and smell correspond to the expectations of the consumer.
  • high demands are placed on the perfuming of a detergent by the consumer.
  • the detergent fragrance also has the application function to cover up the often unpleasant smell of washing liquor during washing and that which is aimed for in the freshly washed and dry laundry Complement the washing result with a laundry smell that conveys the impression of cleanliness and freshness.
  • the person skilled in the art also knows the derivatives of uncured tallow alcohol, which in particular contains oleyl but also palmitoleyl and linoleyl radicals in a proportion of around 45%, as useful textile plasticizers.
  • the mixtures produced with this type of compound have the desired viscosity properties, which are largely independent of the cold, the perfumed mixtures are not stable in storage, which manifests itself in a change in fragrance to an unpleasant smell and in a change in color of the liquid.
  • the same observations were made with the corresponding imidazolinium compounds with saturated or - at least partially - unsaturated long-chain aliphatic groups.
  • alkyl polyglycol ethers of the formula I which are suitable according to the invention as constituent a) are derived from alcohols which are prepared by reacting linear olefins with carbon monoxide and hydrogen by the known oxo process by hydroformylation and exclusively hydrogenation.
  • Commercially available oxo-alcohol mixtures which are suitable for the preparation of the surfactant component a) are, for example, the oxo alcohols available from Deutsche Shell Chemie Deutschen under the trade name "Dobanol", which have about 25% by weight of 2-alkyl branches.
  • Other suitable oxo alcohols are available under the name "Synprol” from Imperial Chemical Industries Ltd. available alcohol mixtures with approx. 50 - 70 wt .-% 2-alkyl branches.
  • Suitable products based on oxo alcohols are e.g. various "Lutensol” types from BASF with approx. 30 - 35% by weight of branched alcohols and some "Lial” types from Liquichimica S.p.A. with about 60 wt .-% branched alcohols.
  • component a) are alkyl polyglycol ethers which represent ethylene oxide condensates of the aforementioned oxo alcohols with 13-15 carbon atoms with an average ethylene oxide content of approximately 55-65% by weight.
  • Typical preferred products are, for example, "Dobanol 45-7”, which consists of at least 95% C 14 / C 15 oxo alcohol with an average of 7 moles of ethylene oxide, and "Lutensol AO-8", which is a C 13 / C 15 oxo alcohol ethoxylate with an average of 8 moles of ethylene oxide.
  • alkyl polyglycol ethers are preferred, the alcohol base of which is natural or synthetic primary fatty alcohols or oxo alcohols, which contain 9-12 carbon atoms and have an ethylene oxide content of approximately 60-70% by weight.
  • Typical preferred products are, for example, the commercial product "Marlipal KF” (Chemische Werke Hüls), which is a C 10 / C 12 fatty alcohol xthoxylate with an average of 6 moles of ethylene oxide, and the "Lutensol ON-70", which is a C 9 / C 11 -oxoalcohol ethoxylate with an average of 7 moles of ethylene oxide.
  • Suitable fatty alcohols as the basis for preferred alkyl polyglycol ethers are also the commercial products "Lorol C-8 to 12" (Henkel).
  • the ratio of the amount of component a) used to the amount of component b) essentially determines the parameters of washing power, foaming behavior and softening effect. Optimal results are obtained if the ratio of a): b) is between approximately 2: 1 and 1: 2. ,
  • component a) and component b) of 10 to 30% by weight, based on the total weight of the detergent, are used, with an amount of 15-30% by weight being preferred.
  • the quaternary ammonium compounds suitable according to the invention as component c) can be obtained by reacting 1 mol of methylamine with 2 mol of C 16 / C 18 epoxide, which is obtainable by epoxidation of the corresponding ⁇ -olefin, and subsequent quaternization,
  • textile softeners In addition to the customary quaternary ammonium compounds with one or two long alkyl radicals, textile softeners also describe a large number of compounds with a completely different structure in the literature, for example esters of sulfosuccinic acid and polyhydroxyamines (US Pat. No. 4,056,558), imidazoline oxides (US Pat. No. 3,607 765), higher tertiary aliphatic amines (DE-OS 26 46 995), 'A lkylammoniumcarbamate (U.S. Patent No. 4,025,444 and 3962 1 00) or certain clays (U.S. Patent No. 4,062,647).
  • esters of sulfosuccinic acid and polyhydroxyamines US Pat. No. 4,056,558
  • imidazoline oxides US Pat. No. 3,607 765
  • higher tertiary aliphatic amines DE-OS 26 46 995
  • liquid detergents which contain the quaternary ammonium compounds of the formula II as component c) in combination with the two nonionic surfactants of the formula I as components a) and b) have an optimum in terms of detergency, softening effect, and foam behavior in connection with easy perfumability, good storage stability and low viscosity even at low temperatures.
  • the agents according to the invention also have the further advantage that they have an optically appealing haze without the addition of special opacifiers, which are considered undesirable ballast in terms of washing technology and usually also have a problematic odor.
  • Water is preferably used as the solvent for the liquid detergents according to the invention.
  • organic solvents can also be used in amounts of up to 20% by weight of the total liquid detergent. But even with much lower additions of the organic solvent, which are of the order of 5% by weight, mixtures can be produced which have perfect properties.
  • Lower alkanols or lower diols or polyols such as, for example, ethanol, isopropyl alcohol, ethylene glycol, propylene glycol or glycerol are particularly suitable as additional solvents.
  • polyols with ether compounds such as methyl, ethyl, butyl or diethylene glycol or their acetates (for example products of the "Cellosolve” type from Union Carbide Corp.) can also be used.
  • Formalin is usually used as a preservative in an amount of 0.05-1% by weight.
  • complexing agents for heavy metal ions are added.
  • Common complexing agents are the sodium, potassium or triethanolamine salts of aminopolycarboxylic acids, such as, for example, ethylenediaminetetraacetic acid or nitrilotriacetic acid. They are used in amounts of 0.1 to 1% by weight.
  • Suitable fragrances are substances with a floral / fresh or fruity fragrance or those designated as cosmetic or creamy.
  • Suitable dyes are e.g. water-soluble red xanthene dyes, such as rhodamine B extra.
  • the detergents according to the invention can be used for washing and simultaneously softening fine laundry articles made of wool, synthetic fibers such as polyester, polyacrylonitrile, polyamide and mixtures of wool and synthetic fibers.
  • the washing and softening process can take place either in the washing machine or by hand at washing temperatures up to about 40 ° C.
  • the application concentration of the agents is generally from 2 to 20 ml / l of wash liquor, preferably from 3 to 6 ml / l.
  • the detergents are characterized by the fact that they clean the textiles perfectly and at the same time give them a pleasant feel and anti-electrostatic properties. When washing by hand in the washbasin, they form a dense, pleasant foam, and no foaming is observed when washing in the washing machine. The foam can also be easily rinsed out.
  • the liquid detergent according to the invention which contains customary additives in conventional amounts, has proven to be suitable for washing fine textiles in the washing machine at up to 40 ° C. and by hand as a product with an optimal combination of properties with regard to washing power, softening effect and foaming behavior.
  • a detergent which contained the same amount of di (tallow alkyl) dimethyl ammonium chloride derived from unsaturated tallow alcohol residues instead of the fabric softener mixture present in the composition according to the invention, the use after previous storage at temperatures from -10 ° C.

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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)
  • Detergent Compositions (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
EP79101726A 1978-06-01 1979-06-01 Agent de lavage liquide Expired EP0005850B1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19782824024 DE2824024A1 (de) 1978-06-01 1978-06-01 Fluessiges waschmittel
DE2824024 1978-06-01

Publications (2)

Publication Number Publication Date
EP0005850A1 true EP0005850A1 (fr) 1979-12-12
EP0005850B1 EP0005850B1 (fr) 1982-01-13

Family

ID=6040757

Family Applications (1)

Application Number Title Priority Date Filing Date
EP79101726A Expired EP0005850B1 (fr) 1978-06-01 1979-06-01 Agent de lavage liquide

Country Status (6)

Country Link
US (1) US4335024A (fr)
EP (1) EP0005850B1 (fr)
AT (1) AT365633B (fr)
BR (1) BR7902489A (fr)
DE (1) DE2824024A1 (fr)
DK (1) DK154780C (fr)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0044003A1 (fr) * 1980-07-10 1982-01-20 Henkel Kommanditgesellschaft auf Aktien Agent de lavage liquide avec une teneur en additifs inhibant le changement de couleur
EP0304410A2 (fr) * 1987-08-17 1989-02-22 The Procter & Gamble Company Agent d'adoucissant pour le linge
EP0368376A2 (fr) * 1988-10-31 1990-05-16 The Procter & Gamble Company Colorant rouge insoluble dans l'eau pour compositions adoucissantes liquides
WO1993003130A1 (fr) * 1991-07-29 1993-02-18 Henkel Kommanditgesellschaft Auf Aktien Produit liquide de lavage
WO1995010586A1 (fr) * 1993-10-08 1995-04-20 Henkel Kommanditgesellschaft Auf Aktien Detergents legerement moussants
WO2001030147A1 (fr) * 1999-10-29 2001-05-03 Aventis Cropscience Sa Nouvelles compositions pesticides et/ou regulatrices de croissance a agent tensio-actif non ionique particulier

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4873002A (en) * 1982-11-23 1989-10-10 Beecham Inc. Liquid detergent fabric conditioning compositions
JPS6369884A (ja) * 1986-09-12 1988-03-29 Lion Corp 柔軟剤組成物
WO1992015745A1 (fr) * 1991-03-08 1992-09-17 The Procter & Gamble Company Assouplisseurs textiles concentres
US5985813A (en) * 1999-04-07 1999-11-16 Colgate-Palmolive Co. Liquid cleaning compositions based on cationic surfactant, nonionic surfactant and nonionic polymer
GB0310974D0 (en) * 2003-05-13 2003-06-18 Unilever Plc Fabric conditioning compositions

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1220956B (de) * 1964-04-21 1966-07-14 Henkel & Cie Gmbh Maschinenwaschmittel
US3636114A (en) * 1968-07-16 1972-01-18 Union Carbide Corp Novel quaternary ammonium compounds and method for preparation thereof

Family Cites Families (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE576135A (fr) 1958-02-28
GB1319456A (en) * 1969-11-26 1973-06-06 Ici Ltd Detergent compositions
US3682849A (en) * 1970-10-08 1972-08-08 Shell Oil Co Alcohol ethoxylates
US3959157A (en) * 1973-06-04 1976-05-25 Colgate-Palmolive Company Non-phosphate detergent-softening compositions
DE2448532A1 (de) * 1973-10-15 1975-04-24 Procter & Gamble Zusammensetzungen zur oelentfernung
FR2303850A1 (fr) 1975-03-10 1976-10-08 Rhone Poulenc Ind Composition tensio-active essentiellement constituee d'un melange d'alcools ethoxyles
JPS51105500A (en) * 1975-03-12 1976-09-18 Kao Corp Orimonojunankazai
GB1562801A (en) * 1976-01-02 1980-03-19 Procter & Gamble Liquid detergent composition
FR2342364A1 (fr) 1976-02-24 1977-09-23 Colgate Palmolive Co Composition et procede pour le nettoyage de la laine
FR2345513A1 (fr) * 1976-03-24 1977-10-21 Rhone Poulenc Ind Composition tensio-active a base de surfactifs non ioniques
US4058473A (en) * 1976-06-24 1977-11-15 Lever Brothers Company Low temperature stable compositions
US4125370A (en) * 1976-06-24 1978-11-14 The Procter & Gamble Company Laundry method imparting soil release properties to laundered fabrics
JPS5352799A (en) * 1976-10-19 1978-05-13 Kao Corp Fabric softening agent composition
US4259217A (en) * 1978-03-07 1981-03-31 The Procter & Gamble Company Laundry detergent compositions having enhanced greasy and oily soil removal performance
US4140641A (en) * 1978-03-17 1979-02-20 Colgate-Palmolive Company Concentrated liquid detergent with fabric softener

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1220956B (de) * 1964-04-21 1966-07-14 Henkel & Cie Gmbh Maschinenwaschmittel
US3636114A (en) * 1968-07-16 1972-01-18 Union Carbide Corp Novel quaternary ammonium compounds and method for preparation thereof

Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0044003A1 (fr) * 1980-07-10 1982-01-20 Henkel Kommanditgesellschaft auf Aktien Agent de lavage liquide avec une teneur en additifs inhibant le changement de couleur
EP0304410A2 (fr) * 1987-08-17 1989-02-22 The Procter & Gamble Company Agent d'adoucissant pour le linge
EP0304410A3 (fr) * 1987-08-17 1990-07-18 The Procter & Gamble Company Agent d'adoucissant pour le linge
EP0368376A2 (fr) * 1988-10-31 1990-05-16 The Procter & Gamble Company Colorant rouge insoluble dans l'eau pour compositions adoucissantes liquides
EP0368376A3 (fr) * 1988-10-31 1990-07-18 The Procter & Gamble Company Colorant rouge insoluble dans l'eau pour compositions adoucissantes liquides
WO1993003130A1 (fr) * 1991-07-29 1993-02-18 Henkel Kommanditgesellschaft Auf Aktien Produit liquide de lavage
WO1995010586A1 (fr) * 1993-10-08 1995-04-20 Henkel Kommanditgesellschaft Auf Aktien Detergents legerement moussants
US5750486A (en) * 1993-10-08 1998-05-12 Henkel Kommanditgesellschaft Auf Aktien Low-foaming cleaning formulations
WO2001030147A1 (fr) * 1999-10-29 2001-05-03 Aventis Cropscience Sa Nouvelles compositions pesticides et/ou regulatrices de croissance a agent tensio-actif non ionique particulier
FR2800242A1 (fr) * 1999-10-29 2001-05-04 Aventis Cropscience Sa Nouvelles compositions pesticides et/ou regulatrices de croissance a agent tensio-actif non ionique particulier

Also Published As

Publication number Publication date
BR7902489A (pt) 1980-01-15
ATA393579A (de) 1981-06-15
DK154780C (da) 1989-07-10
EP0005850B1 (fr) 1982-01-13
DK136279A (da) 1979-12-02
DE2824024A1 (de) 1979-12-13
DK154780B (da) 1988-12-19
AT365633B (de) 1982-02-10
DE2824024C2 (fr) 1987-01-29
US4335024A (en) 1982-06-15

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