EP0188242A2 - Agent de conditionnement aqueux concentré pour matières textiles - Google Patents

Agent de conditionnement aqueux concentré pour matières textiles Download PDF

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Publication number
EP0188242A2
EP0188242A2 EP86100273A EP86100273A EP0188242A2 EP 0188242 A2 EP0188242 A2 EP 0188242A2 EP 86100273 A EP86100273 A EP 86100273A EP 86100273 A EP86100273 A EP 86100273A EP 0188242 A2 EP0188242 A2 EP 0188242A2
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EP
European Patent Office
Prior art keywords
quaternary ammonium
polyglycol ether
acid
composition according
condensation product
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
EP86100273A
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German (de)
English (en)
Other versions
EP0188242A3 (en
EP0188242B1 (fr
Inventor
Hans Dr. Nüsslein
Theodor Völkel
Rolf Dr. Puchta
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Henkel AG and Co KGaA
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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
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Priority to AT86100273T priority Critical patent/ATE61627T1/de
Publication of EP0188242A2 publication Critical patent/EP0188242A2/fr
Publication of EP0188242A3 publication Critical patent/EP0188242A3/de
Application granted granted Critical
Publication of EP0188242B1 publication Critical patent/EP0188242B1/fr
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • 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
    • C11D1/66—Non-ionic compounds
    • C11D1/835—Mixtures of non-ionic with cationic 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
    • C11D3/0005—Other compounding ingredients characterised by their effect
    • C11D3/001—Softening compositions
    • C11D3/0015—Softening compositions liquid
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
    • D06M13/372—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen containing etherified or esterified hydroxy groups ; Polyethers of low molecular weight
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
    • D06M13/402—Amides imides, sulfamic acids
    • D06M13/405—Acylated polyalkylene polyamines
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
    • D06M13/46—Compounds containing quaternary nitrogen atoms
    • D06M13/463—Compounds containing quaternary nitrogen atoms derived from monoamines
    • 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
    • C11D1/42—Amino alcohols or amino ethers
    • C11D1/44—Ethers of polyoxyalkylenes with amino alcohols; Condensation products of epoxyalkanes with amines
    • 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
    • C11D1/528—Carboxylic 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
    • 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
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66—Non-ionic compounds
    • C11D1/667—Neutral esters, e.g. sorbitan esters
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
    • D06M2200/50—Modified hand or grip properties; Softening compositions

Definitions

  • the present invention relates to an aqueous concentrated fabric softening agent with particularly good dispersibility in water.
  • Aqueous fabric softening agents which are usually added to the last rinsing bath of the washing process in an automatic washing machine for post-treatment of freshly washed laundry, contain about 3 to about 6% fabric softening agents. These are mostly largely water-insoluble quaternary ammonium compounds with 2 long residues in the molecule. One of the most effective compounds of this type is the widely used ditallow alkyl dimethyl ammonium chloride.
  • concentrates In addition to these textile softening agents with a relatively low active ingredient content, so-called concentrates have recently become known, which have the advantage of having a larger amount of active ingredient in the same volume. Such fabric softener concentrates contain about 10 to 15% fabric softening agents.
  • Particularly highly concentrated fabric softeners even contain about 50% by weight of fabric softening agents.
  • Example le for such highly concentrated aqueous textile softening agents are the products of DE-OS 33 14 677.
  • the concentrates are either diluted to the usual active ingredient concentration of about 3 to about 6% with water, or correspondingly smaller amounts of the concentrated textile softening agents are added last rinse water added. Both the dilution of the fabric softener concentrates and the flushing of the concentrates into the rinse water place high demands on the distributability of the concentrates in the water.
  • the fabric softener concentrates therefore contain emulsifiers or dispersants or auxiliaries and viscosity regulators which belong to a wide variety of substance classes.
  • these emulsifiers or dispersants or auxiliary substances in turn do not contribute to the softening of the textiles and are therefore to be regarded as dietary fibers. It has therefore been repeatedly tried to get by with a minimum of such non-softening agents in fabric softeners.
  • Particularly suitable quaternary ammonium compounds are those with two long-chain, saturated or unsaturated aliphatic groups each having 14 to 26, in particular essentially 16 to 20, carbon atoms and at least one quaternary nitrogen atom in the molecule.
  • the long-chain aliphatic groups can be straight-chain or branched and can accordingly derive from fatty acids or from fatty amines, Guerbetamines or from the alkylamines obtainable by reduction of nitroparaffins.
  • the aliphatic groups can also contain ester, ether or amide groups.
  • Suitable quaternary ammonium compounds can be derived from ammonia, ie compounds of this type are obtained by alkylating long-chain secondary or tertiary amines.
  • Examples of such quaternary compounds are ditallowalkyldimethylammonium chloride distearyl dimethyl ammonium chloride or methosulfate or, dioleyldimethylammonium chloride or methosulfate, Ditalgalkylmethylhydroxyethylammoniumchlorid or methosulfate or Ditalgalklymethylhydroxypropylammoniumchlorid or methosulfate or the adducts of ethylene oxide to said hydroxyalkyl e-D derivatives.
  • quaternary ammonium compounds are those by reacting 1 mole of an aminoalkyl ethylenediamines or hydroxyalkylethylenediamines with 2 moles of a long-chain C 14 -C 26 fatty acid or its ester obtainable imidazoline compounds which are subsequently converted into the quaternary imidazolinium compounds by alkylation.
  • the anion generally consists of the acid residue contained in the alkylating agent used for the quaternization.
  • chloride, bromide, methyl sulfate, ethyl sulfate, methane, ethane or toluenesulfonate are suitable as anions.
  • the quaternary ammonium compounds are mixtures of imidazoline derivatives and of ammonia derivatives each with two C 14 -C 26 alkyl or alkenyl groups.
  • Quaternary ammonium compounds which are also very suitable are the quaternized esterification products of 1 mol of methyldiethanolamine or methyldipropanolamine or in particular methyldiisopropanolamine with 2 mol of a C gC 22 monocarboxylic acid.
  • the condensation products suitable as component b) are the products known from DE-AS 19 22 047, which can be obtained by reacting a natural fat, ie. H. a trifatty acid glyceride from fatty acids containing 8 to 24 carbon atoms and consisting of at least 50% by weight of those with 16 or more carbon atoms per fatty acid residue, with a hydroxyalkyl polyamine which has at least one hydroxyethyl, hydroxypropyl or dihydroxypropyl group and at least 2 nitrogen atoms has bound hydrogen atoms, with the proviso that in this reaction, based on 1 mol of the hydroxyalkyl polyamine, 1/3 mol of the trifatty acid glyceride has been reacted for each primary and secondary amino group present and each hydroxyl group.
  • a natural fat ie. H. a trifatty acid glyceride from fatty acids containing 8 to 24 carbon atoms and consisting of at least 50% by weight of those with 16 or more carbon atoms per fatty acid
  • Components of an active ingredient for laundry rinse aid consist of quaternary textile softening and / or antimicrobial ammonium compounds.
  • the laundry rinse agents of DE-AS 19 22 047 with the active ingredient combination mentioned are distinguished by excellent low-temperature stability.
  • Examples of the hydroxyalkylpolyamines mentioned are hydroxyethylethylenediamine, dihydroxyethylethylenediamine, hydroxyethyldiethylenetriamine, hydroxypropyldiethylenetriamine.
  • the compounds called "condensation products" for the sake of simplicity are mixtures of different compounds.
  • diamide and diamide esters In addition to monoamides, diamide and diamide esters, they contain 10 to 30% by weight of fatty acid partial glycerides (mono- and difatty acid glycerides).
  • the fatty acid condensation products can also contain trifatty acid glycerides, free fatty acids, free amine and glycerol as reaction by-products.
  • the C 8 -C 22 alkyl / alkenylamine polyglycol ethers (component c) of the fabric softener according to the invention), which are referred to below as fatty amine polyglycol ethers, are compounds whose fatty alkyl or fatty alkenyl radicals contain 8 to 22, preferably 16 to 18, Contains carbon atoms.
  • the compounds contain 1 or 2 polyglycol ether residues which are derived from ethylene oxide and / or propylene oxide.
  • the number of alkylene oxide groups in the molecule is 2 to 50 and in particular 25. Particularly good results are obtained with the adduct of 25 moles of ethylene oxide and 1 mole of stearylamine.
  • the agents according to the invention contain in particular 10 to 40% by weight of the active ingredients a) quaternary ammonium compound and b) condensation product, the weight ratio Ratio of active ingredient a). for active ingredient b) is within the range from 10: 1 to 1:15.
  • the water with which the active substance melt is mixed only needs to be heated moderately because of the good water distributability of the concentrates according to the invention; in general, homogenizers with particularly high efficacy are not required for the homogenization of products with low active substance contents, although the use of such devices is generally not harmful and leads particularly quickly to finely divided stable products.
  • Products of this type require no or only very small amounts of a viscosity regulator, since the viscosity of these products requires no additional measures or additives for viscosity regulation either immediately after production or after long storage.
  • Agents with a total of 10 to 18% by weight of active ingredients a) and b) are therefore preferred.
  • the water with which the active substance melt is mixed will heat to temperatures of up to about 80 ° C and use dispersing devices that work with high shear forces.
  • viscosity regulators it is also advisable to add viscosity regulators to such concentrates, which will be discussed in more detail later, in order to adjust the viscosity within a desired range during production, during storage and during use.
  • viscosity regulators as well as the concentration tion of the active ingredients are obtained as viscous, viscous or pasty active ingredient concentrates, which have in common that they are easily distributable in water both during manufacture and in use and that they practically or only slightly change their viscosity during storage. Pourable products are conveniently filled into bottles, while pasty or viscous products are best filled in tubes or in dispensers for pasty products.
  • the softness and the distributability in water of the products according to the invention can be increased further if the products are additionally added with 0.5 to 5% by weight of dispersing and softening polyglycol ethers.
  • Suitable polyglycol ethers are derived from ethylene oxide and have a molecular weight in the range from 200 to 8000, preferably in the range from 200 to 1000, and in particular in the range from 400 to 600.
  • a further increase in the plasticizing performance of the products according to the invention can be achieved if the Products contain textile softening fatty acid esters; suitable fatty acid esters are fatty acid glycerol esters, of which the trifatty acid glycerol esters are particularly preferred.
  • the fatty acid esters are preferably present in the products according to the invention in amounts of 0.05 to 5% by weight. In many cases, the addition of different substances from other classes of compounds also increases the softness and / or the distributability in water.
  • Suitable additives are ether amines of the formula R- (C 2 H 4 O) n -NR 1 R 2 .
  • R is an alkyl or alkenyl radical having 10 to 20 carbon atoms
  • n is a number between 2 and 10
  • R 1 and R 2 which may be the same or different, are —C 2 H 4 OH or their esters with C 10 -C 20 monocarboxylic acids or with sulfosuccinic acid or alkali metal salts of these acids.
  • Quaternary ammonium salts of the last-mentioned compounds are also very suitable, in which a further alkyl group with 1 to 14 carbon atoms is formed on the nitrogen atom with the formation of a positive charge, which is caused by an anion which produces electroneutrality, as a rule the chloride anion - will be compared.
  • Other suitable additives are esters of fatty alcohol, in particular tallow alcohol with optionally hydroxyl; substituted monocarboxylic acids with 1 to 3 carbon atoms.
  • high molecular weight polyglycol ethers whose molecular weight in; Range of about 10,000 to 80,000 is suitable.
  • 2-benzylalkanol polyglycol ethers with 2 to 10 moles of ethylene oxide as additives, particularly when the underlying alcohol component is 2-benzyloctanol.
  • Addition products of 2 to 10 moles of ethylene oxide with branched alcohols, such as isotridecanol and with hydroxyl-substituted fatty alcohols, can in many cases be used successfully as additives.
  • 1,4-Alkylglycosides and 2,2-alkylglycosides with alkyl radicals which have 10 to 20 carbon atoms are also suitable additives.
  • Products according to the invention with a pH value in the undiluted state of approximately 3.5 to 5 have a particularly favorable viscosity behavior.
  • a pH within this range is established either through the use of condensation products, which according to a variant of that described in DE-AS 19 22 047 Were prepared using acid, or this acid is added separately to adjust the desired pH if the condensation product does not contain sufficient or no acid.
  • Suitable acids are organic or inorganic, non-surfactant acids, which are water-soluble. Examples of suitable acids are acetic acid, oxalic acid, glycolic acid, lactic acid, citric acid, tartaric acid as well as hydrochloric acid, sulfuric acid or phosphoric acid. Mixtures of the acid mentioned can also be used.
  • glycolic acid is preferred, while of the inorganic acids, orthophosphoric acid is preferred for setting the desired pH.
  • Viscosity regulators are the water-soluble alkali or alkaline earth metal salts from mono- or polyvalent organic or inorganic acids.
  • suitable viscosity regulators are sodium chloride, sodium formate, sodium acetate, magnesium chloride, magnesium sulfate, calcium chloride; Magnesium chloride and calcium chloride are particularly effective viscosity regulators.
  • the plasticizer concentrates according to the invention containing textile-softening fatty acid esters can contain the fatty acid ester either in a large deficiency compared to the textile-softening quaternary ammonium compounds or in approximately the same amounts as the textile-softening quaternary ammonium compounds.
  • Agents according to the invention with a weight ratio of quaternary ammonium compounds to fatty acid esters in the range from 40: 1 to 100: 1 and in a weight ratio in the range from 2: 1 to 1: 2 have particularly interesting properties and are therefore preferred.
  • Plasticizer concentrates containing a) 5 to 10% by weight of quaternary ammonium compounds, b) 1.0 to 6.5% by weight of condensation product, c) 1.0 to 1.8% by weight of fatty amine polyglycol ether are particularly preferred, d) 2 to 3% by weight of polyglycol ether, e) 0.1 to 0.7% by weight of fatty acid ester, f) 0.1 to 2.0% by weight of acid.
  • Medium with balanced properties contain a) quaternary ammonium compound D italgalkyldimethylammoniumchlorid, b) a condensation product of beef tallow and hydroxyethylethylenediamine, c) an adduct of 25 moles of ethylene oxide with 1 mol of stearylamine, d) polyglycol ether having a molecular weight of 400, e) Tristearinklaglycerinester and f) orthophosphoric acid.
  • quaternary ammonium compound D italgalkyldimethylammoniumchlorid b) a condensation product of beef tallow and hydroxyethylethylenediamine, c) an adduct of 25 moles of ethylene oxide with 1 mol of stearylamine, d) polyglycol ether having a molecular weight of 400, e) Tristearinklareglycerinester and f) orthophosphoric acid.
  • the manufacturing process for the products according to the invention has an influence on the properties of the inventions Products assembled according to the requirements.
  • a process for the production of the products according to the invention is therefore a further subject of the present invention.
  • the process for the preparation of an aqueous concentrated fabric softening agent containing quaternary ammonium textile softening agents and a condensation product of a natural fat and a hydroxyalkyl polyamine is characterized in that the quaternary ammonium compound, condensation product and fatty amine polyglycol ether components, optionally together with a polyglycol ether and a fatty acid ester at temperatures from 50 to 70 ° C mixed together to form a homogeneous melt, this melt at elevated temperature, optionally using a mixing unit which develops strong shear forces, mixed with water which has been heated to temperatures of up to 80 ° C, with homogenization, that the mixture is then cooled and, if appropriate, an acid and, if appropriate, a viscosity regulator and, if appropriate, other
  • the temperature of the active substance melt should be chosen so that the melt is a homogeneous mixture.
  • the water with which the melt is to be mixed to form a homogeneous dispersion is heated to temperatures of up to 80.degree. It also depends on the concentration and composition of the melt whether a mixing unit that develops strong shear forces and the use of viscosity regulators for homogenization and for setting a desired viscosity is required.
  • the acid is added to the cooled, homogenized mixture, a reduction in viscosity generally being observed.
  • the viscosity and viscosity of the homogenized dispersion can be controlled within a certain range by the type and amount of the acid added.
  • An additional possibility for viscosity regulation is the use of viscosity regulators. Viscosity regulators are therefore used when sufficient viscosity regulation has not been possible due to the production and the acid used. If a viscosity regulator is added, a drastic reduction in the viscosity is generally observed even after the addition of small amounts of viscosity regulator, which represents a further advantage of the agents and the method according to the invention.
  • the amount of acid to be used is either equivalent to the amount of fatty amine polyglycol ether used or a small excess or deficit of acid is used. The deviations from an equivalent amount are usually not higher than about 20 mol%.
  • Example 1 illustrates the invention without restricting it thereto; the method described for example 1 also applies analogously to the following examples, in which one or the other raw material, insofar as it is not absolutely necessary, is missing in comparison to example 1; Accordingly, the incorporation step for the raw material omitted in comparison with Example 1 is also missing.
  • the trifatty acid glyceride is the same raw material as described in Example 1.
  • the product according to Example 5 is an easily movable liquid
  • the products of Examples 6 and 7 are viscous to pasty
  • the product of Example 9 is a paste. Common to all products is good water distribution.
  • the trifatty acid glyceride and the isononanoic acid ester are the same raw materials as described in Example 1 and Example 4, respectively. Comparable results were obtained if other quaternary ammonium compounds suitable as fabric softeners were used instead of distearyldimethylammonium chloride. Comparable results were also obtained if, instead of the condensation product based on hardened beef tallow, condensation products based on hardened palm oil, peanut oil or mixtures thereof were used.

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  • Engineering & Computer Science (AREA)
  • Chemical & Material Sciences (AREA)
  • Textile Engineering (AREA)
  • Life Sciences & Earth Sciences (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)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
EP86100273A 1985-01-18 1986-01-10 Agent de conditionnement aqueux concentré pour matières textiles Expired - Lifetime EP0188242B1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AT86100273T ATE61627T1 (de) 1985-01-18 1986-01-10 Waessriges konzentriertes textilweichmachungsmittel.

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19853501521 DE3501521A1 (de) 1985-01-18 1985-01-18 Waessriges konzentriertes textilweichmachungsmittel
DE3501521 1985-01-18

Publications (3)

Publication Number Publication Date
EP0188242A2 true EP0188242A2 (fr) 1986-07-23
EP0188242A3 EP0188242A3 (en) 1987-12-16
EP0188242B1 EP0188242B1 (fr) 1991-03-13

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Family Applications (1)

Application Number Title Priority Date Filing Date
EP86100273A Expired - Lifetime EP0188242B1 (fr) 1985-01-18 1986-01-10 Agent de conditionnement aqueux concentré pour matières textiles

Country Status (6)

Country Link
US (1) US4776965A (fr)
EP (1) EP0188242B1 (fr)
JP (1) JPS61167083A (fr)
AT (1) ATE61627T1 (fr)
DE (2) DE3501521A1 (fr)
ES (1) ES8705544A1 (fr)

Cited By (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3601856A1 (de) * 1986-01-23 1987-07-30 Henkel Kgaa Textilbehandlungsmittel
EP0280976A2 (fr) * 1987-02-28 1988-09-07 Henkel Kommanditgesellschaft auf Aktien Agent de traitement textile liquide
EP0307748A2 (fr) * 1987-09-14 1989-03-22 Henkel Kommanditgesellschaft auf Aktien Agent pour traiter des tissus
WO1991012364A1 (fr) * 1990-02-13 1991-08-22 Henkel Kommanditgesellschaft Auf Aktien Combinaison de substances actives pour le traitement de textiles
WO1992019714A1 (fr) * 1991-04-30 1992-11-12 The Procter & Gamble Company Produits assouplissants contenant de l'imidazoline substituee et des composes fortement ethoxyles
WO1994013772A1 (fr) * 1992-12-16 1994-06-23 Henkel Kommanditgesellschaft Auf Aktien Dispersions aqueuses d'adoucissants pour textiles
EP0671383A1 (fr) * 1994-03-08 1995-09-13 Societe Francaise Hoechst Cire adoucissante pour les textiles, procédé pour sa préparation, compositions aqueuses la contenant et ses applications pour le traitement des textiles
EP0811680A1 (fr) * 1996-06-03 1997-12-10 The Procter & Gamble Company Compositions d'adoucissants textiles
EP0811679A1 (fr) * 1996-06-03 1997-12-10 The Procter & Gamble Company Compositions d'adoucissants textiles
WO1997046654A1 (fr) * 1996-06-03 1997-12-11 The Procter & Gamble Company Compositions adoucissant les tissus
EP0831144A1 (fr) * 1996-09-19 1998-03-25 The Procter & Gamble Company Compositions adoucissantes pour matières textiles
WO2001077434A2 (fr) * 2000-04-12 2001-10-18 Clariant International Ltd. Empesage adoucissant non permanent d'articles textiles dans les machines de teinture au jet, et compositions a cet effet

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2522659B2 (ja) * 1987-03-31 1996-08-07 ライオン株式会社 柔軟剤組成物
FR2687397A1 (fr) * 1992-02-17 1993-08-20 Sandoz Sa Nouveaux tensio-actifs faiblement moussants, leur preparation et leur utilisation.
US5474689A (en) * 1992-10-27 1995-12-12 The Procter & Gamble Company Waterless self-emulsifiable chemical softening composition useful in fibrous cellulosic materials
US5543067A (en) * 1992-10-27 1996-08-06 The Procter & Gamble Company Waterless self-emulsiviable biodegradable chemical softening composition useful in fibrous cellulosic materials
DE19732396A1 (de) * 1997-07-28 1999-02-04 Henkel Kgaa Niedrigviskose Dispersion zur Papier- und Textilbehandlung
DE10134224B4 (de) * 2001-07-13 2012-12-20 Clariant Produkte (Deutschland) Gmbh Additive zur Inhibierung der Gashydratbildung
US7214633B2 (en) 2001-12-18 2007-05-08 Kimberly-Clark Worldwide, Inc. Polyvinylamine treatments to improve dyeing of cellulosic materials
US6824650B2 (en) 2001-12-18 2004-11-30 Kimberly-Clark Worldwide, Inc. Fibrous materials treated with a polyvinylamine polymer
US6911114B2 (en) * 2002-10-01 2005-06-28 Kimberly-Clark Worldwide, Inc. Tissue with semi-synthetic cationic polymer
US7371718B2 (en) * 2005-04-22 2008-05-13 The Dial Corporation Liquid fabric softener
CN102124092B (zh) 2008-08-15 2014-06-18 宝洁公司 包含聚甘油酯的有益组合物

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FR2040418A1 (fr) * 1969-04-30 1971-01-22 Henkel & Cie Gmbh
EP0056695A2 (fr) * 1981-01-16 1982-07-28 THE PROCTER & GAMBLE COMPANY Compositions pour le traitement de matières textiles
EP0060003A2 (fr) * 1981-03-07 1982-09-15 THE PROCTER & GAMBLE COMPANY Compositions pour le traitement de matières textiles et leur préparation
EP0085933A2 (fr) * 1982-02-06 1983-08-17 Hoechst Aktiengesellschaft Compositions adoucissantes concentrées pour le linge

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EP0060003A2 (fr) * 1981-03-07 1982-09-15 THE PROCTER & GAMBLE COMPANY Compositions pour le traitement de matières textiles et leur préparation
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Cited By (19)

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Publication number Priority date Publication date Assignee Title
DE3601856A1 (de) * 1986-01-23 1987-07-30 Henkel Kgaa Textilbehandlungsmittel
EP0230910A2 (fr) * 1986-01-23 1987-08-05 Henkel Kommanditgesellschaft auf Aktien Moyen pour le traitement de matières textiles
EP0230910A3 (en) * 1986-01-23 1988-06-08 Henkel Kommanditgesellschaft Auf Aktien Means for treating textiles
US4865768A (en) * 1986-01-23 1989-09-12 Henkel Kommanditgesellschaft Auf Aktien Phosphoric acid salt of the reaction product of a mono-carboxylic acid with a polyamine
EP0280976A2 (fr) * 1987-02-28 1988-09-07 Henkel Kommanditgesellschaft auf Aktien Agent de traitement textile liquide
EP0280976A3 (fr) * 1987-02-28 1989-09-13 Henkel Kommanditgesellschaft auf Aktien Agent de traitement textile liquide
EP0307748A2 (fr) * 1987-09-14 1989-03-22 Henkel Kommanditgesellschaft auf Aktien Agent pour traiter des tissus
EP0307748A3 (fr) * 1987-09-14 1990-03-21 Henkel Kommanditgesellschaft auf Aktien Agent pour traiter des tissus
WO1991012364A1 (fr) * 1990-02-13 1991-08-22 Henkel Kommanditgesellschaft Auf Aktien Combinaison de substances actives pour le traitement de textiles
WO1992019714A1 (fr) * 1991-04-30 1992-11-12 The Procter & Gamble Company Produits assouplissants contenant de l'imidazoline substituee et des composes fortement ethoxyles
WO1994013772A1 (fr) * 1992-12-16 1994-06-23 Henkel Kommanditgesellschaft Auf Aktien Dispersions aqueuses d'adoucissants pour textiles
EP0671383A1 (fr) * 1994-03-08 1995-09-13 Societe Francaise Hoechst Cire adoucissante pour les textiles, procédé pour sa préparation, compositions aqueuses la contenant et ses applications pour le traitement des textiles
FR2717181A1 (fr) * 1994-03-08 1995-09-15 Hoechst France Cire adoucissante pour les textiles, procédé pour sa préparation, compositions aqueuses la contenant et ses applications pour le traitement des textiles.
EP0811680A1 (fr) * 1996-06-03 1997-12-10 The Procter & Gamble Company Compositions d'adoucissants textiles
EP0811679A1 (fr) * 1996-06-03 1997-12-10 The Procter & Gamble Company Compositions d'adoucissants textiles
WO1997046654A1 (fr) * 1996-06-03 1997-12-11 The Procter & Gamble Company Compositions adoucissant les tissus
EP0831144A1 (fr) * 1996-09-19 1998-03-25 The Procter & Gamble Company Compositions adoucissantes pour matières textiles
WO2001077434A2 (fr) * 2000-04-12 2001-10-18 Clariant International Ltd. Empesage adoucissant non permanent d'articles textiles dans les machines de teinture au jet, et compositions a cet effet
WO2001077434A3 (fr) * 2000-04-12 2002-02-28 Clariant Int Ltd Empesage adoucissant non permanent d'articles textiles dans les machines de teinture au jet, et compositions a cet effet

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EP0188242A3 (en) 1987-12-16
ATE61627T1 (de) 1991-03-15
ES550996A0 (es) 1987-05-01
US4776965A (en) 1988-10-11
DE3677998D1 (de) 1991-04-18
DE3501521A1 (de) 1986-07-24
JPS61167083A (ja) 1986-07-28
EP0188242B1 (fr) 1991-03-13
ES8705544A1 (es) 1987-05-01

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