EP0258500A1 - Wäscheweichmacher und diese enthaltende Reinigungsmittel - Google Patents

Wäscheweichmacher und diese enthaltende Reinigungsmittel Download PDF

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Publication number
EP0258500A1
EP0258500A1 EP86201512A EP86201512A EP0258500A1 EP 0258500 A1 EP0258500 A1 EP 0258500A1 EP 86201512 A EP86201512 A EP 86201512A EP 86201512 A EP86201512 A EP 86201512A EP 0258500 A1 EP0258500 A1 EP 0258500A1
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EP
European Patent Office
Prior art keywords
alkyl
fabric softening
represent
softening composition
same
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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EP86201512A
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English (en)
French (fr)
Inventor
Hans-Joachim Dr. Jaroschek
Hans Rörig
Hendrik Van Brederode
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Akzo NV
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Akzo NV
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Filing date
Publication date
Application filed by Akzo NV filed Critical Akzo NV
Priority to EP86201512A priority Critical patent/EP0258500A1/de
Priority to EP87201523A priority patent/EP0258923B1/de
Priority to JP21657987A priority patent/JPS6368699A/ja
Priority to NO873671A priority patent/NO169605C/no
Priority to US07/091,991 priority patent/US4851138A/en
Publication of EP0258500A1 publication Critical patent/EP0258500A1/de
Withdrawn legal-status Critical Current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
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/0005Other compounding ingredients characterised by their effect
    • C11D3/001Softening compositions
    • 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
    • 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
    • C11D1/521Carboxylic amides (R1-CO-NR2R3), where R1, R2 and R3 are alkyl or alkenyl groups
    • 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
    • C11D1/523Carboxylic alkylolamides, or dialkylolamides, or hydroxycarboxylic amides (R1-CO-NR2R3), where R1, R2 or R3 contain one hydroxy group per alkyl group
    • 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
    • C11D1/52Carboxylic amides, alkylolamides or imides or their condensation products with alkylene oxides
    • C11D1/528Carboxylic amides (R1-CO-NR2R3), where at least one of the chains R1, R2 or R3 is interrupted by a functional group, e.g. a -NH-, -NR-, -CO-, or -CON- group
    • 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
    • C11D3/02Inorganic compounds ; Elemental compounds
    • C11D3/12Water-insoluble compounds
    • C11D3/124Silicon containing, e.g. silica, silex, quartz or glass beads
    • C11D3/1246Silicates, e.g. diatomaceous earth
    • 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
    • C11D3/02Inorganic compounds ; Elemental compounds
    • C11D3/12Water-insoluble compounds
    • C11D3/124Silicon containing, e.g. silica, silex, quartz or glass beads
    • C11D3/1246Silicates, e.g. diatomaceous earth
    • C11D3/1253Layer silicates, e.g. talcum, kaolin, clay, bentonite, smectite, montmorillonite, hectorite or attapulgite
    • C11D3/126Layer silicates, e.g. talcum, kaolin, clay, bentonite, smectite, montmorillonite, hectorite or attapulgite in solid compositions
    • 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
    • C11D3/16Organic compounds
    • C11D3/26Organic compounds containing nitrogen
    • C11D3/32Amides; Substituted amides
    • 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
    • C11D3/16Organic compounds
    • C11D3/26Organic compounds containing nitrogen
    • C11D3/32Amides; Substituted amides
    • C11D3/323Amides; Substituted amides urea or derivatives thereof

Definitions

  • the present invention relates to a detergent compatible granular fabric softening composition
  • a detergent compatible granular fabric softening composition comprising a water-soluble quaternary ammonium com­pound and a clay having an ion-exchange capacity of at least 50 meq/100 grams.
  • This softening composition is known from European Patent Specifi­cation No. 0 026 529. It is incorporated into detergent compositions containing an anionic surfactant. In said specification a solution is pro­posed to the problem of formulating a detergent compostion having good cleaning and softening properties. In this way it should be tried to prevent the quaternary ammonium compound from interacting with the anionic surfac­tant which is usually present in conventional detergent compositions.
  • R5, R6, R7 and R8 have the same meaning as given under b
  • B represents C4-C10 alkylene-1,3 phenylene, 1,4 phenylene, 1,3-­cyclohexylene or 1,4-cyclohexylene and wherein p being 0 or 1.
  • Z represents C1-C12 alkylene, 1,3-phenylene, 1,4-phenylene, 1,3-cyclohexylene or 1,4-cyclohexylene
  • R9 and R10 are the same or different and represent C1-C21 alkyl groups
  • R11 and R12 are the same or different and represent hydrogen, C1-C22 alkyl, -(C2H4O) x H or (C3H6O) x H, wherein x has a value of 1 to 25, or form together with the moiety -N-Z-N- a heterocyclic ring structure such as piperazinylene or imidazolidinylene.
  • alkyl in the definitions of all groups of the formulae I-IV is meant alkyl groups which are linear, branched, saturated, unsaturated, unsubstituted or substituted by e.g. a hydroxyl group.
  • US 3 231 508 and US 3 285 856 disclose the use of N-C1-C22 alkyl fatty acid amides as foam suppressors in anionic detergents. No mention is made however of the present three-component softening formu­lation.
  • US 4 497 715 discloses the use of a N-C 1-18 alkylisostearamide adsorbed onto a Bentonite® clay in an anionic detergent composition. The compositions disclosed in this patent are meant to be an alternative and an improvement to the quaternary ammonium compounds. The present invention however provides a three component system, which shows improved fabric softening properties as compared with those of the additives described in US 4 497 715.
  • European patent Specification 0 026 528 suggests using a three-component softening composition, the third component being an insoluble tertiary amine instead of the presently proposed amides, imides and/or urea derivatives.
  • these prior art compositions containing an insoluble tertiary amine those of the present invention contain amides, imides and urea derivatives, which possess more attractive physiological and physical properties in that they do not show the unpleasant fishy odour and are less irritant to skin and eyes.
  • the amines, which were practically used for prior art compositions have melting points which are generally below 40°C, whereas many representatives of the amides, imides and urea derivatives to be applied according to the present invention melt at higher temperatures. This diminishes the risk of caking of the complete detergent composition wherein the amide, imide or urea derivative has been finally incorporated.
  • the present softening composition should consist of at least three components selected from:
  • the water soluble quaternary ammonium compound should consist of one or more members selected from the group consisting of compounds of the formulae a-d; wherein R13 represents C8-C18 alkyl being saturated and/or unsaturated, or 2-(C8-C18-acyloxy)ethyl, wherein R14, R15 and R16 are the same or different and represent C1-C4 alkyl benzyl, 2 methoxy-2-oxoethyl, 2-ethoxy-2-oxoethyl, -(C2H4O) x H or -(C3H6O) x H wherein x has a value from 1 to 5, Q is an anion, e.g.
  • a halide preferably bromide or chloride, methosulphate or ethosulphate.
  • R14, R15 and R16 not more than one may be benzyl, 2-methoxy-2-oxoethyl or 2-ethoxy-2-oxoethyl.
  • R17 and R18 are the same or different and represent C6-C10 alkyl (both R17 and R18), C8-C18 alkyl (R17) and C6-C10 branched alkyl (R18) wherein R19 and R20 are the same or different and represent C1-C4 alkyl, benzyl, -(C2H4O) x H or (C3H6O) x H wherein x has a value from 1 to 5 wherein Q is an anion such as halide (preferably chloride or bromide), methosulphate or ethosulphate. Of R19 and R20 not more than one may be benzyl.
  • R21 is C8-C18 alkyl (saturated and/or unsaturated), wherein R22, R23 and R24 represent C1-C4 alkyl, -(C2H4O) x H, or -(C3H6O) x H wherein x has a value from 1 to 5, and wherein R25 and R26 represent C1-C4 alkyl;
  • Q is an anion e.g. halide (preferably chloride or bromide), methosulphate or etho­sulphate.
  • R27 represents a C7-C17 alkyl (saturated and/or unsatura­ted)
  • R28, R29 and R30 are the same or different and represent C1-C4 alkyl, benzyl, -(C2H4O) x H or -(C3H6O) x H, wherein x has a value from 1 to 5,
  • Q is an anion such as halide (preferably chloride or bro­mide) methosulphate or ethosulphate while of R28, R29 and R30 not more than one may represent benzyl.
  • composition of the quaternary ammonium compounds to be used for the present fabric softening compositions may be prepared by the following methods:
  • the exemplified compounds 1-12 and 15 of the group a can be prepared from the corresponding tertiary amines which are commercially available (e.g. Armeen®, Ethomeen®) viz. by quaternisation with methylchloride, methylbro­mide, dimethyl sulphate, benzyl chloride, methyl chloroacetate or ethyl chloroacetate.
  • tertiary amines which are commercially available (e.g. Armeen®, Ethomeen®) viz. by quaternisation with methylchloride, methylbro­mide, dimethyl sulphate, benzyl chloride, methyl chloroacetate or ethyl chloroacetate.
  • Such quaternisation reaction is usually carried out at 50°-110°C, using water or 2-propanol or mixtures thereof as an optional solvent.
  • the exemplified compounds 13, 14 of the group a can be prepared by quater­nisation as described hereinbefore of tertiary amines, which are obtained by esterification of 1 mole of fatty acid (e.g. coconut fatty acids) with 1 mole of N,N-dimethyl ethanolamine, or 1 mole of N-methyl diethanolamine or of 1 mole of triethanolamine. Such esterification can be performed at 150°-­200°C.
  • fatty acid e.g. coconut fatty acids
  • the exemplified compounds 1-5 of the group b can be prepared from the cor­responding secondary amines (R17R18NH) using, per mole of amine, 1 mole of methylation agent (methyl chloride, methyl bromide) in the presence of 1 mole of sodium hydroxide to convert the secondary amine into the tertary amine, and subsequently another 1 mole of the same methylation agent for conversion into the quaternary ammonium compound. These reactions are usually carried out at 50°-100°C, applying water or 2-propanol or mixtures thereof as the solvent.
  • the secondary amines can be obtained via several routes the choice of which partly depends on the structure of the end product required.
  • These routes are, e.g.: - hydrogenation of the corresponding alkylnitrile over a hydrogenation cata­lyst while venting off ammonia - alkylation of ammonia by the corresponding alkanols, using hydrogen and a hydrogenation catalyst - from a corresponding primary amine and a corresponding aldehyde; the imine formed from those is subsequently hydrogenated over a hydrogenation cata­lyst.
  • Such a procedure is described in U.S. Patent 4,569,800.
  • the exemplified representatives 1-6 of the group c may be prepared from the corresponding diamines (Duomeen®) or ethoxylated diamines (Ethoduomeen®), viz. by methylation with methyl chloride or methylbromide at 50°-110°C.
  • the exemplified quaternary ammonium compounds 1-4 of the group d can be prepared by quaternisation of amido-amines which are obtained from N,N-­dimethyl-1,3-propanediamine in a condensation reaction with the correspon­ding fatty acid at 170°-220°C.
  • the quaternisation can be achieved by using methyl chloride or methyl bromide at 50°-110°C (ex. 1-3), or by using ethylene oxide and an equimolar amount of acid (e.g. HBr, ex. 4) at 40°-­90°C.
  • the clays which may be suitably applied in the softening systems of the present invention may be selected from clay materials known for this purpose from e.g. British patent publication no. 2020 689 and European patent published published 0026 529. Use is preferably made of the clays of the impalpable smectite type, having an ion exchange capacity of at least 50 meq./100g clay and preferably at least 70 meq./100g clay and having a particle size range from 5 micron to 50 micron ( ⁇ m).
  • Examples of such clays are alkalimetal montmorillonites (such as sodium montmorillonite), alkali metal saponites (such as sodium saponite), alkali metal hectorites (such as sodium or lithium hectorite) and alkaline earth metal compounds of these minerals, such as calcium montmorillonite.
  • alkalimetal montmorillonites such as sodium montmorillonite
  • alkali metal saponites such as sodium saponite
  • alkali metal hectorites such as sodium or lithium hectorite
  • alkaline earth metal compounds of these minerals such as calcium montmorillonite.
  • Examples of preferably used smectite clays are Gelwhite GP®, Volclay BC®, Imvite K® and Bentonite DT-X®.
  • the smectite type clay may be present in the softening composition in such an amount that it will occur in the complete detergent composition, wherein the present softening compositions have been included, in an amount of from 1,5% to 45% by weight of the composition preferably from 2% to 15% and more preferably from 4% to 12% by weight.
  • the fabric softener composition should further contain one or more amides, imides or urea derivatives according to the general formula I-IV.
  • Examples of compounds wherein A represents a carbonyl group are: - di)hydrogenated tallow) imide - N-acetyl-N-stearylstearamide
  • A should represent a methylene group.
  • examples of such compounds are: - N,N-di(hydrogenated tallow) acetamide - N,N-di(hydrogenated tallow) pelargonamide - N-coco stearamide - N-hydrogenated tallow cocamide
  • R1 represents C11-C21 alkyl groups
  • R2 represents C11-C21 alkyl groups (A being methylene)
  • R3 is hydrogen.
  • these preferred N-alkyl fatty amides are: - N-stearyl stearamide - N-oleyl palmitamide - N-stearyl erucamide - 12-hydroxy-N-octadecyl octadecanamide - N tallow oleamide
  • Particularly preferred amides are N-stearyl stearamide and N-oleylpalmit­amide.
  • the N-alkyl fatty amides can be prepared by reacting the correspon­ding fatty acid and fatty primary amine in a 1:1 molar ratio at 170°C-220°C during 5-10 hours while distilling off water from the condensation reaction mixture.
  • the preferred compounds of the group according formula II are those in which R5 and R7 represent C12-C22 alkyl groups and in which R6 and R8 are hydrogen. Examples of such compounds are: - N-(hydrogenated tallow)-N ⁇ -octadecyl urea - N,N ⁇ -dioctadecyl urea - N-dodecyl-N ⁇ -octadecyl urea - N,N ⁇ -didodecyl urea - N-(13-docosenyl)-N ⁇ -octadecyl urea
  • urea derivatives can be prepared by reacting the corresponding alkyl isocyanate and alkyl amine at 25°-67°C in tetrahydrofuran from which reaction mixture the urea derivative precipitates and can be isolated by fil­tration in 90-98% yield.
  • Preferred compounds of the group represented by formula III are those where­in R5 and R6 represent C12-C22 alkyl groups and wherein R6 and R8 represent hydrogen.
  • Examples of preferred representatives of this group are: - N,N ⁇ -dioctadecyl adipamide - N,N ⁇ -dioctadecyl azelaic amide - N,N ⁇ -dioctadecyl-1,4-cyclohexane dicarboxamide
  • the compounds according to the formula III can be prepared by reacting the corresponding dicarboxylic acid and alkyl amine in a molar ratio of 1:2 at 170°-220°C for 5-10 hours, while distilling off water from the condensation reaction mixture.
  • these compounds can be prepared by reacting the corresponding dicarboxylic acid with the alkyl isocyanate until all the carbon dioxide has evolved, controlling the temperature at max. 150°C.
  • Preferred representatives of the group of compounds according to formula IV are those wherein R9 and R10 represent C11-C21 alkyl groups and wherein R11 and R12 are hydrogen.
  • Examples of preferred compounds are: - ethylene bis-stearamide - methylene bis-stearamide - hexamethylene bis-lauramide - p-phenylene bis-palmitamide
  • Methylene bis-­stearamide can be prepared from stearonitrile (e.g. Arneel HT®) and formal­dehyde (e.g. 1,3,5-trioxane) in the presence of water and an excess of strong acid (e.g. sulphuric acid) at temperatures below 50°C.
  • the weight ratio between the amide and the water soluble quaternary ammonium compound should be in the range of from 10:1 to 1:3 and preferably of from 7:1 to 1:1 and most preferably of from 6:1 to 2:1.
  • the weight ratio of the amide together with the soluble quaternary ammonium compound to the clay should be in the range of from 4:1 to 1:4 and preferively of from 2:1 to 1:2.
  • the softening composition further comprises an insoluble quaternary ammonium compound of the formula: wherein R31 and R32 are the same or different and represent C12-C22 alkyl, groups wherein R33 and R34 are the same or different and represent C1-C4 alkyl groups, -(C2H4O) x H or (C3H6O) x H wherein x has a value of 1 to 5 and wherein Q represents a halide ion (preferably bromide or chloride ion), methosulphate or ethosulphate.
  • Examples of these compounds are: - di(hydrogenated tallow) dimethyl ammonium chloride - di tallow dimethyl ammonium chloride - di tallow-2-hydroxypropyl methyl ammonium chloride - di(hydrogenated tallow)-2-hydroxyethyl methyl ammonium chloride - di(hydrogenated tallow)-2-hydroxyethyl methyl ammonium bromide - di(hydrogenated tallow) dimethyl ammonium methosulphate - di(hydrogenated tallow) ethyl methyl ammonium ethosulphate
  • the insoluble quaternary ammonium compound if present in the softening composition, replaces the amide(s), imide(s) or urea derivative(s) to a certain extent. More preferably, the insoluble quaternary ammonium compound is present in a weight ratio of 1:2 to 2:1 relative to e.g. the amide, the total amount of insoluble quaternary ammonium and of the amide present in the composition being in a ratio of 10:1 to 1:3 and preferably from 7:1 to 1:1 relative to the soluble quaternary ammonium.
  • the total of insoluble quaternary ammonium, the imide or urea derivative and the soluble quaternary ammonium are in a weight ratio to the clay of 4:1 to 1:4 and preferably from 2:1 to 1:2.
  • the insoluble quaternary ammonium compound, if used, is usually present in an amount of 5-30% by weight, calculated on the softening composition.
  • a preferred composition consist e.g. 1-2 parts by weight of di(hydrogenated tallow) dimethyl ammonium chloride 4-6 parts by weight of clay (Bentonite® DTX) 1-2 parts by weight of N-stearylstearamide 0,7-1,5 parts by weight of coco-alkyl trimethyl ammonium chloride
  • the detergent compositions which include the fabric softening composition can be prepared in various ways, as appropriate to their physical form, i.e. by mixing the components into a slurry followed by spray drying or other means of granulation, or by dispersing them in an appropriate liquid.
  • the fabric softening composition which forms an independent feature of the present invention is prepared separately in the form of a granular powder, which may subsequently be admixed into the detergent base composition.
  • clay, aqueous soluble quaternary ammonium and insoluble quaternary ammonium can be homogenized in a stirred reactor, the slurry obtained can be extruded (e.g. 4,5 mm), the extrudate dried at 100°C and ground. Powdered amide can then be added, followed by additional grinding and sieving through 0,5 mm.
  • Another possibility is to mix aqueous soluble quaternary (and optionally: insoluble quaternary) into the clay in a Nauta-mixer at 95°C allowing excess water to evaporate. Subsequently, molten amide, imide or urea derivative can be added at 100°C. After further mixing and cooling, the granulate can be ground and sieved through 0,5 mm. It is also possible to prepare a powdered mixture of soluble quaternary and insoluble quaternary by spray-drying, and to mix these powders with clay and with e.g. powdered amide. Grinding and sieving through 0,5 mm gives a suitable powder.
  • the preferred method of processing is to make a hot disper­sion of amide or the like and aqueous soluble quaternary (or optionally: insoluble quaternary) at 80°-100°C, and to add this dispersion to clay at 20°-60°C in a Nauta-mixer. Mixing is continued for 2 hours at 40°-60°C, after which the cooled granulate is ground and sieved through 0,5 mm.
  • the present softening system may be incorporated into usual detergent compo­sitions in an amount of 0,5 to 50% by weight, calculated on the complete detergent composition.
  • the softening composition is present in an amount of 2 to 20% and more preferably 4 to 10% by weight, calculated on the complete detergent composition.
  • the complete detergent compositions of the present invention may of course include additional components that are usually found in laundry detergents as is known e.g. from European Patent Specification no. 0026 529.
  • these components include an anionic surfactant, in an amount of 3 to 40% by weight, calculated on the complete detergent composition, builder salts in amounts usually from 10 to 80% by weight, calculated on the complete composition and more preferably 30 to 60% by weight, bleaching agents in an amount usually from 5-35% by weight, calculated on the complete composition, bleach stabi­lizers, suds controlling or suppression agents, soil suspending and anti redeposition agents, enzymes, optical brighteners, colouring agents and perfumes in minor amounts ⁇ 0,5% by weight, calculated on the complete com­position.
  • an anionic surfactant in an amount of 3 to 40% by weight, calculated on the complete detergent composition
  • builder salts in amounts usually from 10 to 80% by weight, calculated on the complete composition and more preferably 30 to 60% by weight
  • bleaching agents in an amount usually from 5-35% by weight, calculated on
  • testformulations were prepared, comprising:
  • compositions as amide were respectively used stearic stearyl amide, palmitic oleyl amide, erucic-hydrogenated tallow amide, 12 OH-stearic-­hydrogenated tallow amide and pelargonic acid-dihydrogenated tallow amide.
  • compositions were then used to wash terry towels in an amount of 4 kg wash load at a 95°C program, 18°dH in a Miele WS 1504 washing machine with a dosage of 260 g of testdetergent.
  • treated towels are line dried for 24 hours and cut into swatches of 10 x 20 cm size and graded by a test panel relative to the basic IEC-testdetergent and commercially available softergents as reference.
EP86201512A 1986-09-02 1986-09-02 Wäscheweichmacher und diese enthaltende Reinigungsmittel Withdrawn EP0258500A1 (de)

Priority Applications (5)

Application Number Priority Date Filing Date Title
EP86201512A EP0258500A1 (de) 1986-09-02 1986-09-02 Wäscheweichmacher und diese enthaltende Reinigungsmittel
EP87201523A EP0258923B1 (de) 1986-09-02 1987-08-12 Wäscheweichmacher und diesen enthaltendes Reinigungsmittel
JP21657987A JPS6368699A (ja) 1986-09-02 1987-09-01 繊維柔軟剤組成物およびそれを含む洗浄剤組成物
NO873671A NO169605C (no) 1986-09-02 1987-09-01 Tekstil-mykningsmiddelblanding og vaskemiddelblanding omfattende denne
US07/091,991 US4851138A (en) 1986-09-02 1987-09-02 Fabric softening composition and detergent-composition comprising the same

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
EP86201512A EP0258500A1 (de) 1986-09-02 1986-09-02 Wäscheweichmacher und diese enthaltende Reinigungsmittel

Publications (1)

Publication Number Publication Date
EP0258500A1 true EP0258500A1 (de) 1988-03-09

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EP86201512A Withdrawn EP0258500A1 (de) 1986-09-02 1986-09-02 Wäscheweichmacher und diese enthaltende Reinigungsmittel

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EP (1) EP0258500A1 (de)
JP (1) JPS6368699A (de)

Cited By (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0274142A2 (de) * 1986-11-13 1988-07-13 The Procter & Gamble Company Polyamid-Weichmacher enthaltendes Reinigungsmittel
EP0498433A2 (de) * 1991-02-06 1992-08-12 Witco Corporation Zusammensetzung und Verfahren zum Behandeln von Textilien in Trocknern
EP0570779A2 (de) * 1992-05-16 1993-11-24 BASF Aktiengesellschaft Verwendung von tertiären Amiden als schaumarme Netzmittel in der Textilindustrie
WO1995019955A1 (en) * 1994-01-25 1995-07-27 The Procter & Gamble Company Gemini polyether fatty acid amides and their use in detergent compositions
WO1995020026A1 (en) * 1994-01-25 1995-07-27 The Procter & Gamble Company Liquid dishwashing detergent compositions
US5512699A (en) * 1994-01-25 1996-04-30 The Procter & Gamble Company Poly polyhydroxy fatty acid amides
US5534197A (en) * 1994-01-25 1996-07-09 The Procter & Gamble Company Gemini polyhydroxy fatty acid amides
US5669984A (en) * 1994-01-25 1997-09-23 The Procter & Gamble Company Method for hand washing dishes containing polyhydroxy amines
US5888955A (en) * 1994-12-22 1999-03-30 The Procter & Gamble Company Liquid dishwashing detergent compositions
US6502325B1 (en) * 1999-09-02 2003-01-07 Colgate-Palmolive Co. Method of treating fabric with fabric care composition containing polycarboxylate polymer and compound derived from urea
WO2016081079A1 (en) * 2014-11-21 2016-05-26 Ecolab Usa Inc. Compositions to boost fabric softener performance
US9506015B2 (en) 2014-11-21 2016-11-29 Ecolab Usa Inc. Compositions to boost fabric softener performance
US9688945B2 (en) 2014-11-21 2017-06-27 Ecolab Usa Inc. Compositions to boost fabric softener performance
US9725679B2 (en) 2014-11-21 2017-08-08 Ecolab Usa Inc. Compositions to boost fabric softener performance

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE19616096A1 (de) * 1996-04-23 1997-11-06 Huels Chemische Werke Ag Verwendung von anionischen Geminitensiden in Formulierungen für Wasch-, Reinigungs- und Körperpflegemittel

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2218426A1 (de) * 1973-02-16 1974-09-13 Procter & Gamble
USB305417I5 (de) * 1972-11-10 1975-01-28
GB2141152A (en) * 1983-06-01 1984-12-12 Colgate Palmolive Co Improved fabric softening composition containing surface modified clay
EP0164797A2 (de) * 1984-06-11 1985-12-18 THE PROCTER & GAMBLE COMPANY Das Gewebe weichmachende Agglomerate

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
USB305417I5 (de) * 1972-11-10 1975-01-28
FR2218426A1 (de) * 1973-02-16 1974-09-13 Procter & Gamble
GB2141152A (en) * 1983-06-01 1984-12-12 Colgate Palmolive Co Improved fabric softening composition containing surface modified clay
EP0164797A2 (de) * 1984-06-11 1985-12-18 THE PROCTER & GAMBLE COMPANY Das Gewebe weichmachende Agglomerate

Cited By (22)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0274142A2 (de) * 1986-11-13 1988-07-13 The Procter & Gamble Company Polyamid-Weichmacher enthaltendes Reinigungsmittel
EP0274142A3 (en) * 1986-11-13 1989-06-28 The Procter & Gamble Company Detergent composition containing a polyamide softening agent
EP0498433A2 (de) * 1991-02-06 1992-08-12 Witco Corporation Zusammensetzung und Verfahren zum Behandeln von Textilien in Trocknern
EP0498433A3 (en) * 1991-02-06 1992-09-23 Sherex Chemical Company, Inc. Composition and process for treating fabrics in clothes dryers
EP0570779A2 (de) * 1992-05-16 1993-11-24 BASF Aktiengesellschaft Verwendung von tertiären Amiden als schaumarme Netzmittel in der Textilindustrie
EP0570779A3 (de) * 1992-05-16 1994-10-12 Basf Ag Verwendung von tertiären Amiden als schaumarme Netzmittel in der Textilindustrie.
WO1995019955A1 (en) * 1994-01-25 1995-07-27 The Procter & Gamble Company Gemini polyether fatty acid amides and their use in detergent compositions
WO1995020026A1 (en) * 1994-01-25 1995-07-27 The Procter & Gamble Company Liquid dishwashing detergent compositions
US5512699A (en) * 1994-01-25 1996-04-30 The Procter & Gamble Company Poly polyhydroxy fatty acid amides
US5534197A (en) * 1994-01-25 1996-07-09 The Procter & Gamble Company Gemini polyhydroxy fatty acid amides
US5669984A (en) * 1994-01-25 1997-09-23 The Procter & Gamble Company Method for hand washing dishes containing polyhydroxy amines
US5888955A (en) * 1994-12-22 1999-03-30 The Procter & Gamble Company Liquid dishwashing detergent compositions
US6502325B1 (en) * 1999-09-02 2003-01-07 Colgate-Palmolive Co. Method of treating fabric with fabric care composition containing polycarboxylate polymer and compound derived from urea
WO2016081079A1 (en) * 2014-11-21 2016-05-26 Ecolab Usa Inc. Compositions to boost fabric softener performance
US9506015B2 (en) 2014-11-21 2016-11-29 Ecolab Usa Inc. Compositions to boost fabric softener performance
US9688945B2 (en) 2014-11-21 2017-06-27 Ecolab Usa Inc. Compositions to boost fabric softener performance
CN107001986A (zh) * 2014-11-21 2017-08-01 艺康美国股份有限公司 增强织物软化剂性能的组合物
US9725679B2 (en) 2014-11-21 2017-08-08 Ecolab Usa Inc. Compositions to boost fabric softener performance
US10415003B2 (en) 2014-11-21 2019-09-17 Ecolab Usa Inc. Compositions to boost fabric softener performance
CN107001986B (zh) * 2014-11-21 2020-11-06 艺康美国股份有限公司 增强织物软化剂性能的组合物
US10947481B2 (en) 2014-11-21 2021-03-16 Ecolab Usa Inc. Compositions to boost fabric softener performance
US11466233B2 (en) 2014-11-21 2022-10-11 Ecolab Usa Inc. Compositions to boost fabric softener performance

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