EP0263520A2 - Détergents contenant des agents adoucissants - Google Patents

Détergents contenant des agents adoucissants Download PDF

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Publication number
EP0263520A2
EP0263520A2 EP87114700A EP87114700A EP0263520A2 EP 0263520 A2 EP0263520 A2 EP 0263520A2 EP 87114700 A EP87114700 A EP 87114700A EP 87114700 A EP87114700 A EP 87114700A EP 0263520 A2 EP0263520 A2 EP 0263520A2
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EP
European Patent Office
Prior art keywords
weight
plasticizer
quaternary ammonium
alkyl
contain
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.)
Ceased
Application number
EP87114700A
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German (de)
English (en)
Other versions
EP0263520A3 (fr
Inventor
Hans-Peter Dr. Rieck
Martin Dr. Schott
Hans-Walter Dr. Bücking
Adolf Dr. May
Jochen Meinhard Dr. Quack
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.)
Hoechst AG
Original Assignee
Hoechst AG
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 Hoechst AG filed Critical Hoechst AG
Publication of EP0263520A2 publication Critical patent/EP0263520A2/fr
Publication of EP0263520A3 publication Critical patent/EP0263520A3/fr
Ceased 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
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/02—Inorganic compounds ; Elemental compounds
    • C11D3/12—Water-insoluble compounds
    • C11D3/124—Silicon containing, e.g. silica, silex, quartz or glass beads
    • C11D3/1246—Silicates, e.g. diatomaceous earth
    • C11D3/1253—Layer silicates, e.g. talcum, kaolin, clay, bentonite, smectite, montmorillonite, hectorite or attapulgite
    • C11D3/1273—Crystalline layered silicates of type NaMeSixO2x+1YH2O
    • 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
    • C11D1/40—Monoamines or polyamines; Salts thereof
    • 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
    • C11D1/58—Heterocyclic 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

Definitions

  • Washed textiles especially those made from cellulose fibers, are known to have an unpleasant hardening of the handle after drying. This is particularly the case when washing is done in the washing machine. It is also known that this undesirable handle hardening can be eliminated by treating textiles after washing in the washing machine in the last rinse cycle with quaternary ammonium compounds which contain at least two long-chain, aliphatic residues in the molecule.
  • the dialkyldimethylammonium salts which can be suspended in water have been introduced in particular for this purpose.
  • the crystalline alkali silicates (layered silicates) mentioned above have a fundamentally different molecular structure from the smectites mentioned in many patents, which also include montmorillonites and hectorites, since they contain no magnesium or aluminum - apart from possible impurities in small amounts.
  • the sum of MgO and Al2O3 in the silicate is in contrast to the smectites in any case less than 15 wt .-%, but usually less than 5% and preferably less than 2%.
  • the alkali silicates used in the present invention or the corresponding free silicas can be assigned to the group of phyllosilicates. Their anhydrous composition can be described in explanatory terms using the formula given.
  • alkali metal ions can be exchanged for protons, so that in this case Me can stand for protons or various alkali metals, preferably sodium. Accordingly, the term alkali silicates in in all cases also the corresponding free silicas. It is preferred that Me is sodium.
  • the ion exchange capacity of the crystalline alkali silicates used in the invention is preferably 600-1,200 mmol Me+ / 100 g anhydrous silicate in the case of sodium compounds.
  • the crystalline silicates have characteristic X-ray diffraction patterns, according to which they can be distinguished.
  • Both natural and synthetic crystalline alkali silicates can be used for the invention, such as, for example, the naturally occurring magadiite, Na2Si4O9 ⁇ 5 H2O, the kanemite, NaHSi2O5 ⁇ 2 H2O and the natrosilite, Na2Si2O5 (Amer. Mineral., 55. , 358 ( 1970); Bull. Soc. Fr. Mineral. Cristallogr., 95 , 371 (1972); Zapiski Vses. Mineral. Obshch., 104 , 317 (1975)) and synthetic alkali silicates.
  • the grain size of the silicates to be used according to the invention is preferably 0.1 to 50 ⁇ .
  • Na-SKS Synthetic sodium salts of layered silicic acids
  • Na-SKS-5 can be manufactured in accordance with the glass techn. 37 , 194-200 (1964).
  • the product resembles ⁇ -Na2Si2O5 in the X-ray diffraction diagram.
  • the X-ray spectrum has the number 22-1397 according to the list in Powder Diffraction File, Inorganic Phases, (Int.Center for Diffraction Data) Swarthmore 1983.
  • Na-SKS-6 can be produced according to the magazine for Kristallorgr.
  • Na-SKS-7 can be manufactured according to glass technology. Ber. 37 , 194-200 (1964). It is similar to ⁇ -Na2Si2O5.
  • Na-SKS-11 can be manufactured according to glass technology. Ber. 37 , 194-200 (1964), and according to the magazine for Kristallogr. 129 , 396-404 (1969). It is similar to ⁇ -Na2Si2O5.
  • Na-SKS-5, Na-SKS-6 and NA-SKS-11 is described in DE-OS 34 17 649.
  • Layered silicates with a different composition are Na-SKS-9, Na-SKS- 10 and Na-SKS-13.
  • NA-SKS-9 can be manufactured according to Bull. Soc. franc. Min. Crist., 95 , 371-382 (1972). It has the approximate composition NaHSi2O5 ⁇ H2O.
  • the X-ray spectrum has the number 27-709.
  • Na-SKS-10 can be produced according to Bull. Soc. franc. Min. Crist, 95 , 371-382 (1972) and according to Amer. Mineral., 62 , 763-771 (1977).
  • the X-ray spectrum has the number 25-1309.
  • the product has the approximate composition NaHSi2O5 ⁇ 3 H2O. It is similar to the mineral Kanemit for which the formula NaHSi2O4 (OH) 2 ⁇ 2 H2O is given in the literature, which corresponds to NaHSi2O5 ⁇ 3 H2O.
  • Na-SKS-13 can be produced according to Bull. Soc. franc. Min., Crist., 95 , 371-382 (1972).
  • the X-ray spectrum has the number 27-708.
  • the product has the approximate composition NaHSi2O5.
  • the use of the synthetic alkali layer silicates is particularly advantageous because they normally do not contain any heavy metal ions that decompose the perborate.
  • the tertiary organic amines and quaternary ammonium compounds which are used in addition to the layered silicates are compounds which are known per se.
  • the anion in the quaternary ammonium compounds is preferably a chloride, bromide, iodide, CH3SO4, CH3PO4 ⁇ Ion or an acetate, propionate or lactate ion.
  • the plasticizer system can be prepared from crystalline alkali layer silicates and tertiary amines by stirring these silicates for some time at about 20-65 ° C. in an aqueous or aqueous-alcoholic solution of the listed tertiary amines. After a reaction time of about 0.5 to 1 hour, the suspension obtained is filtered and dried.
  • the powders obtained in this way are then mixed with the usual constituents of the washing powder.
  • a powdery derivative is preferably also prepared beforehand by adding silica powder to the aqueous solutions of these products.
  • Silica powder for this purpose is commercially available under the names ®Sipernat 22 and ®Sipernat 50 (Degussa).
  • the powdered preparations of the quaternary ammonium compounds thus obtained can also be mixed with the other detergent components in a simple manner.
  • the detergents also contain the usual constituents in the usual amounts, in particular anionic, zwitterionic and nonionic surfactants, alone or in a mixture in a total amount of 4 to 70, preferably 6 to 60,% by weight. %, the nonionic surfactants should only amount to up to 70% by weight, in particular up to 10% by weight, of the total amount of surfactant.
  • the usual detergent ingredients also include e.g. neutral to alkaline framework substances, complexing agents, bleaching components, perborate activators, foam stabilizers, foam inhibitors, dirt carriers, enzymes and the like.
  • composition of detergents of practical interest which are of particular interest in general lies in the range of the following recipe:
  • an essentially anionic surfactant of the sulfonate and / or sulfate type with preferably 8 up to 18 carbon atoms in the hydrophobic residue, soaps and optionally nonionic surfactant component wherein any nonionic surfactants present make up up to about 70% by weight and preferably not more than 10% by weight of this surfactant component, 0.5-15% of the above described plasticizer system and 0 - 5% of the quaternary ammonium compound in powder form and a proportion of other detergent constituents corresponding to the difference up to 100% by weight, in particular of alkaline to neutral reacting framework substances and other auxiliaries such as bleaching agents, perborate activators, dirt carriers, enzymes, brighteners , Perfumes, dye, water.
  • any nonionic surfactants present make up up to about 70% by weight and preferably not more than 10% by weight of this surfactant component, 0.5-15% of the above described plasticizer system and 0 - 5% of the quaternary ammonium compound in
  • the quantitative ratio of the anionic surfactants of the sulfonate and / or sulfate type to the soap is in the range from about 10: 1 to 1: 5, preferably 7: 1 to 1: 2.
  • the detergents can also contain a bleaching component , which is considered part of the other detergent ingredients in the above recipe. If a bleaching component is present, it is preferably perborate, optionally in combination with activators.
  • the detergent according to the invention is suitable for washing cotton fabrics, delicates and easy-care textiles, in particular those made of cotton, polyester, polyacrylonitrile and polyamide, especially when processed as fabrics and knitted fabrics.
  • a temperature in the range of 30-60 ° C is selected as the washing temperature. But it is also possible to wash at temperatures up to cooking temperatures.
  • the components of the mild detergent, easy-care and heavy-duty detergent are those that are already known Components as already extensively described in the literature (cf. for example Schwartz, Perry, Berch, “Surfache Active Agents and Detergents” Vol. 11 (1958) pages 25-93, 120-130 and 238-317); Lindner, "Tenside, textile auxiliaries, washing raw materials” Vol. I, (1964), pages 561-921 and 1035-1041.
  • P. Bert. Choemistry and technology of modern detergents", Chemikerzeitung 94 , 1970, No. 23/24, p. 974 ff.
  • anionic, zwitterionic and nonionic detergent active substances of the detergents according to the invention are, in particular, the products listed below:
  • the anionic, zwitterionic or nonionic surfactants contain at least one hydrophobic radical of mostly 8 to 26, in particular 10 to 18, carbon atoms and at least one anionic, nonionic or zwitterionic water-solubilizing group in the molecule.
  • the preferably saturated hydrophobic residue is usually aliphatic, possibly also alicyclic in nature; it can be connected to the water-solubilizing groups directly or via intermediate links. Intermediate links are e.g. Benzene rings, carboxylic acid ester or carbonamide groups in question. Soaps from natural or synthetic fatty acids, optionally also asu resin or naphthenic acids, can also be used as anionic detergent active substance, especially if these acids have iodine numbers of at most 30 and preferably less than 10.
  • the sulfonates include, for example, the alkylarylsulfonates, in particular the alkylbenzenesulfonates, which are obtained, inter alia, from straight-chain aliphatic hydrocarbons having 9 to 15, in particular 10 to 14, carbon atoms by chlorination and alkylation of benzene or from corresponding terminal or internal olefins by alkylation of benzene and sulfonation of the alkylbenzenes obtained.
  • the alkylarylsulfonates in particular the alkylbenzenesulfonates, which are obtained, inter alia, from straight-chain aliphatic hydrocarbons having 9 to 15, in particular 10 to 14, carbon atoms by chlorination and alkylation of benzene or from corresponding terminal or internal olefins by alkylation of benzene and sulfonation of the alkylbenzenes obtained.
  • aliphatic sulfonates such as those obtained from preferably saturated hydrocarbons containing about 8 to 18 and preferably 12 to 18 carbon atoms in a straight chain in the molecule, by sulfochlorination with sulfur dioxide and chlorine or sulfoxidation with sulfur dioxide and oxygen and transferring the resultant Products in which sulfonates are accessible.
  • alkene sulfonates, hydroxyalkanesulfonate and disulfonates which can be obtained, for example, from terminal or medium-sized olefins having about 8 to 18 carbon atoms by sulfonation with sulfur trioxide and acidic or alkaline hydrolysis of the sulfonation products are also useful as aliphatic sulfonates.
  • the sulfonate group is often located on a secondary carbon atom; but it is also possible to use sulfonates having a sulfonate group obtained by reacting olefins with bisulfite.
  • the sulfonates to be used according to the invention also include salts, preferably dialkali salts of alpha-sulfo fatty acids and salts of esters of these acids with mono- or polyhydric alcohols containing 1 to 4 and preferably 1 to 2 carbon atoms.
  • sulfonates are salts of fatty acid esters of oxethanesulfonic acid or dioxypropanesulfonic acid, the salts of fatty alcohol esters of lower, 1 to 8 carbon atoms-containing aliphatic or aromatic sulfomono- or dicarboxylic acids, the alkylglyceryl ether sulfonates and the salts of the amide-like condensation products of fatty acids or sulfonic acids with Aminoethanesulfonic acid.
  • Fatty alcohol sulfates are to be mentioned as surfactants of the sulfate type, in particular those made from coconut fatty alcohols, tallow fatty alcohols or from oleyl alcohol.
  • Useful sulfonation products of the sulfate type are also available from terminal or internal olefins having about 8 to 16 carbon atoms.
  • This group of surfactants also includes sulfated fatty acid alkylolamides or fatty acid monoglycerides and sulfated alkoxylation products of alkylphenols (C 8-15- alkyl), fatty alcohols, fatty acid amides or fatty acid alkylolamides, which contain about 1 to 20, in particular 2 to 4, ethylene and / or propylene glycol residues in the molecule can.
  • anionic surfactants of the carboxylate type are the fatty acid esters or fatty alcohol ethers of hydroxycarboxylic acids and the amide-like condensation product of fatty acids or sulfonic acids with aminocarboxylic acids, e.g. with glycol, sarcosine and the like.
  • Nonionic surfactants include products that owe their water solubility to the presence of polyether chains, amine oxide, sulfoxide or phosphine oxide groups, alkylolamide groups and, in general, an accumulation of hydroxyl groups.
  • products obtainable by addition of ethylene oxides and / or propylene glycol onto fatty alcohols, alkylphenols, fatty acids, fatty amines, fatty acid or sulfonic acid amides, which can contain about 4 to 60, in particular 8 to 20, ether residues, especially ethylene glycol ether residues per molecule .
  • Nonionic surfactants also include fatty acid or sulfonic acid alkylolamides, which are derived, for example, from mono- or diethanolamine, from dihydroxypropylamine or others Derive polyhydroxyalkylamines, for example the glycamines. They can be replaced by amides from higher primary or secondary alkylamines and polyhydroxycarboxylic acids.
  • Capillary-active amine oxides are also suitable as surfactants; these include e.g. the products derived from higher tertiary amines having a hydrophobic alkyl radical and two shorter alkyl and / or alkylol radicals each containing up to 4 carbon atoms.
  • Zwitterionic surfactants contain both acidic and basic hydrophilic groups in the molecule.
  • the acidic groups include carboxyl, sulfonic acid, sulfuric acid half-ester, phosphonic acid and phosphoric acid partial ester groups.
  • Primary, secondary, tertiary amine and quaternary ammonium groups are possible as basic groups.
  • Zwitterionic compounds with quaternary ammonium groups belong to the type of betaines.
  • the foaming power of the surfactants can be increased or decreased by combining suitable types of surfactants, just as it can be changed by adding non-surfactant-like organic substances.
  • Capillary-active carboxy- or sulfobetaines and the nonionics of alkylolamide type mentioned above are particularly suitable as foam stabilizers in the case of surfactants of the sulfonate or sulfate type; in addition, fatty alcohols or higher terminal diols have been proposed for this purpose.
  • Products with reduced foaming power are primarily intended for use in washing machines, sometimes with limited foam attenuation, while in other cases more foam attenuation may be desirable.
  • a reduced foaming power is often obtained with combinations of different types of surfactants, especially with combinations of synthetic anionic surfactants, especially sulfates and / or sulfonates or nonionic surfactants on the one hand and soaps on the other.
  • the foaming power of the surfactants can also be reduced by adding non-surfactant foam inhibitors known per se.
  • Suitable builders for the detergents according to the invention are weakly acidic, neutral and alkaline inorganic or organic salts, in particular inorganic or organic complexing agents.
  • Useful, weakly acidic, neutral or alkaline-reacting salts are, for example, the bicarbonates, carbonates or silicates of the alkalis, furthermore mono-, di- or trialkali orthophosphates, di- or tetraalkali-pyrophosphates, metaphosphates, alkali sulfates known as complexing agents and the alkali salts of organic, non-capillary-active, Sulfonic acids, carboxylic acids and sulfocarboxylic acids containing 1 to 8 carbon atoms.
  • water-soluble salts of benzene, toluene or xylene sulfonic acid water-soluble salts of sulfoacetic acid, sulfobenzoic acid or salts of sulfodicarboxylic acids and the salts of acetic acid, lactic acid, citric acid and tartaric acid.
  • the weakly acidic metaphosphates and the alkaline polyphosphates, in particular tripolyphosphate, are also suitable as complex-forming framework substances. They can be replaced in whole or in part by organic complexing agents.
  • the organic complexing agents include, for example, nitrilotriacetic acid, ethylenediaminetetraacetic acid, N-hydroxyethylethylenediaminetriacetic acid, polyalkylenepolyamine-N-polycarboxylic acids and other known organic complexing agents, it also being possible to use combinations of different complexing agents.
  • Suitable perborate activators are customary products from the group N-acetyl, O-acetyl derivatives, such as e.g. Tetracetylethylenediamine, tetraacetylglycoluril or e.g. Glucose pentaacetate.
  • composition of the detergents described in the examples can be found in the tables below.
  • the salt-like components contained in the detergents - salt-like surfactants, other organic salts and inorganic salts - are present as sodium salt, unless expressly stated otherwise; the percentages mean percentages by weight, unless stated otherwise.
  • AOS olefin sulfonate a sulfonate obtained from olefin mixtures with 12 to 18 carbon atoms by sulfonation with SO3 and hydrolyzing the sulfonation product with alkali, which consists essentially of alkanesulfonate and oxyalkanesulfonate, but also contains small amounts of disulfonates.
  • FAAS fatty alcohol ether sulfate prepared by the addition of 3 moles of ethylene oxide to 1 mole of a C12 to C14 alcohol and subsequent sulfonation with SO3 and neutralization with NaOH.
  • the plasticizer systems S 1 and S 2 used in the examples contain tertiary amines as indicated as textile softeners, crystalline alkali silicate SKS 10 and SKS 6 and quaternary ammonium compounds as indicated.
  • Amines are obtained by dissolving 30 parts by weight of distearylmethylamine in 90 parts by weight of isopropanol at 40 ° C. After a short stirring time, approx. 30 minutes, 70 parts of the alkali silicate are added to this solution with further stirring. A suspension is obtained. The solvent is removed by careful drying in a drying cabinet at 50 ° C. The dry matter thus obtained is allowed to cool with the exclusion of atmospheric humidity if possible. The material is pulverized in a grater. The powder thus obtained is then mixed with the usual constituents of the washing powder.
  • the plasticizer systems S 1 and S 2 were incorporated into three different types of detergent together with quaternary ammonium compounds as indicated below.
  • the quaternary ammonium compounds were previously absorbed on finely divided silica ® (Sipernat 50) and thus converted into powder form.
  • the type and amount of the quaternary ammonium compounds are shown in Table 2 below.
  • the absorption on the silica was carried out as described above by briefly heating the solution of the quaternary ammonium compound with the silica.
  • These powdered preparations of the quaternary ammonium compounds are referred to below as QAC.
  • cotton brighteners Depending on the intended use of the detergents, cotton brighteners, polyamide brighteners, polyester brighteners or a combination thereof are used as brighteners.
  • the fabric After each wash, the fabric is rinsed and dried hanging and then left in the climate room for 24 hours at 20 ° C 60% relative humidity.
  • the softening effect achieved in the washing tests is determined by evaluating the handle independently by 7 trained persons.
  • the grip rating is expressed in grades from 0 to 100, where 100 full and very soft handle 0 means very hard grip.
  • the limit values 0 and 100 are defined as follows:
  • Samples of a new cotton terry cloth fabric are unsealed and treated with a solution of di-stearyl-dimethyl-ammonium chloride (1.5 g active substance plasticizer per kg substance).
  • the touch 100 is given to the fabric softened in this way.

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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)
  • Crystallography & Structural Chemistry (AREA)
  • Inorganic Chemistry (AREA)
  • Detergent Compositions (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
EP87114700A 1986-10-08 1987-10-08 Détergents contenant des agents adoucissants Ceased EP0263520A3 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE3634279 1986-10-08
DE19863634279 DE3634279A1 (de) 1986-10-08 1986-10-08 Weichmacher enthaltende waschmittel

Publications (2)

Publication Number Publication Date
EP0263520A2 true EP0263520A2 (fr) 1988-04-13
EP0263520A3 EP0263520A3 (fr) 1990-03-28

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EP87114700A Ceased EP0263520A3 (fr) 1986-10-08 1987-10-08 Détergents contenant des agents adoucissants

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Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH01311197A (ja) * 1988-04-15 1989-12-15 Hoechst Ag 強化された漂白作用を有する貯蔵安定化された洗剤
JPH0297600A (ja) * 1988-04-15 1990-04-10 Hoechst Ag 貯蔵安定化された漂白系を有する洗剤
WO1992016608A1 (fr) * 1991-03-21 1992-10-01 Henkel Kommanditgesellschaft Auf Aktien Produit de lavage liquide ou pateux
WO2009080575A3 (fr) * 2007-12-20 2009-10-15 Henkel Ag & Co. Kgaa Détergent contenant des cotensioactifs azotés

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3416472A1 (de) * 1984-05-04 1985-11-07 Hoechst Ag, 6230 Frankfurt Weichmacher enthaltende waschmittel
DE3417649A1 (de) * 1984-05-12 1985-11-14 Hoechst Ag, 6230 Frankfurt Verfahren zur herstellung von kristallinen natriumsilikaten

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH01311197A (ja) * 1988-04-15 1989-12-15 Hoechst Ag 強化された漂白作用を有する貯蔵安定化された洗剤
JPH0297600A (ja) * 1988-04-15 1990-04-10 Hoechst Ag 貯蔵安定化された漂白系を有する洗剤
EP0337217A3 (fr) * 1988-04-15 1991-04-10 Hoechst Aktiengesellschaft Détergent contenant un système de blanchiment stabilisé stockable
EP0337219A3 (fr) * 1988-04-15 1991-04-10 Hoechst Aktiengesellschaft Composition détergente à stockage stable avec un effet de blanchiment renforcé
US5078895A (en) * 1988-04-15 1992-01-07 Hoechst Aktiengesellschaft Washing agent with storage-stabilized bleach system
WO1992016608A1 (fr) * 1991-03-21 1992-10-01 Henkel Kommanditgesellschaft Auf Aktien Produit de lavage liquide ou pateux
WO2009080575A3 (fr) * 2007-12-20 2009-10-15 Henkel Ag & Co. Kgaa Détergent contenant des cotensioactifs azotés

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Publication number Publication date
DE3634279A1 (de) 1988-08-11
EP0263520A3 (fr) 1990-03-28

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