EP0131138A1 - Utilisation de cyanamides d'acides gras comme agents tensio-actifs pour le nettoyage de surfaces dures - Google Patents

Utilisation de cyanamides d'acides gras comme agents tensio-actifs pour le nettoyage de surfaces dures Download PDF

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Publication number
EP0131138A1
EP0131138A1 EP84106289A EP84106289A EP0131138A1 EP 0131138 A1 EP0131138 A1 EP 0131138A1 EP 84106289 A EP84106289 A EP 84106289A EP 84106289 A EP84106289 A EP 84106289A EP 0131138 A1 EP0131138 A1 EP 0131138A1
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Prior art keywords
fatty acid
surfactant
water
cleaning
weight
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German (de)
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EP0131138B1 (fr
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Karlheinz Dr. Disch
Eva Dr. Kiewert
Maria Dr. Weichbrodt
Christian Dr. Hase
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Henkel AG and Co KGaA
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Henkel AG and Co KGaA
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    • 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
    • C11D1/65—Mixtures of anionic with cationic compounds
    • C11D1/652—Mixtures of anionic compounds with carboxylic amides or alkylol amides
    • 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
    • C11D1/02—Anionic compounds
    • C11D1/37—Mixtures of compounds all of which are anionic
    • 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
    • C11D1/50—Derivatives of urea, thiourea, cyanamide, guanidine or urethanes
    • 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
    • C11D1/83—Mixtures of non-ionic with anionic 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
    • C11D1/88—Ampholytes; Electroneutral compounds
    • C11D1/94—Mixtures with anionic, cationic or non-ionic 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
    • C11D1/02—Anionic compounds
    • C11D1/04—Carboxylic acids or 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
    • C11D1/02—Anionic compounds
    • C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/14—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aliphatic hydrocarbons or mono-alcohols
    • 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
    • C11D1/02—Anionic compounds
    • C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/14—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aliphatic hydrocarbons or mono-alcohols
    • C11D1/146—Sulfuric acid esters
    • 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
    • C11D1/02—Anionic compounds
    • C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/22—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aromatic 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
    • C11D1/02—Anionic compounds
    • C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/29—Sulfates of polyoxyalkylene ethers
    • 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
    • C11D1/523—Carboxylic alkylolamides, or dialkylolamides, or hydroxycarboxylic amides (R1-CO-NR2R3), where R1, R2 or R3 contain one hydroxy group per alkyl group

Definitions

  • acyl cyanamides in particular the fatty acid cyanamides and their suitability as soap-like wetting and dispersing agents have been known since the 1930s.
  • German patent 708 428 and British patent 428 091 describe the production of acylcyanamides and a process for treating textiles with these substances.
  • nonionic surfactants and synthetic anionic surfactants are also the active ingredients of cleaning agents have been described, for example the combination of ethoxylated diols and alkylbenzenesulfonate or alkanesulfonate (German Offenlegungsschrift 27 09 690).
  • a further increase in effectiveness is achieved by adding certain water-soluble polymers from the group of polyethylene glycols, polyvinyl alcohols, polyvinylpyrrolidones, cellulose ethers, polysaccharides, proteins and polyacrylamides to the cleaning agents based on nonionic and / or anionic synthetic surfactants, with even small additions of polymers being significant Increase effectiveness (German Offenlegungsschriften 28 40 463 and 29 13 049).
  • the fatty acid cyanamides in particular those having 8 to 18 carbon atoms in the fatty acid residue, in the form of their water-soluble salts are outstandingly suitable as a surfactant for cleaning hard surfaces and as a component of cleaning agents for hard surfaces.
  • the use of the fatty acid cyanamides together with another synthetic surfactant leads to a pronounced increase in activity; Such an increase in activity also occurs when the fatty acid cyanamides are used together with small amounts of water-soluble polymeric substances, even if no further surfactants are present.
  • Agents for cleaning hard surfaces are understood to mean solid, powder, paste and liquid agents which are used in the household, in industry and by commercial cleaning companies for the gentle cleaning of contaminated surfaces.
  • dishwashing detergents for the manual cleaning of dishes
  • detergents for hard surfaces made of metal, painted wood, plastic, ceramic products such as porcelain, tiles, tiles, glass and the like are understood.
  • These cleaning agents can be used undiluted or diluted, for example by applying them to a damp, absorbent cloth or a sponge and thus wiping the hard surfaces and thus cleaning them from dust, grease, dirt and stains, or by putting the objects to be cleaned into dilute aqueous solutions Immerse the cleaning agent solutions and work with a sponge, rag or brush. It is desired that the surface treatment does not leave any detergent stains or strips and does not require any post-treatment with clear water.
  • the fatty acid cyanamides are advantageously in the form of their water-soluble salts, i.e. H. as an alkali metal salt, such as. B. the lithium, sodium, potassium salt or used as ammonium or alkanolammonium salt.
  • the fatty acid cyanamides used according to the invention can also be represented by the following general formula represent, in which R the fatty alkyl / alkenyl radical and Me ⁇ mean the associated cation as defined above.
  • the synthetic surfactants mentioned are generally used in amounts of 1 to 30% by weight (based on the cleaning agent in concentrated form) together with the fatty acid cyanamides.
  • the water-soluble organic polymers which in small amounts, i.e. H. in amounts of 0.01 to 2% by weight (based on the cleaning agent used in concentrated form), the water-soluble polyethylene glycols with a molecular weight of between 300,000 and 4,000,000 belong; the water-soluble polyvinyl alcohols with molecular weights of about 13,400 to 250,000; the water-soluble polyvinylpyrrolidones with molecular weights in the range from 10,000 to 1,000,000 and the water-soluble cellulose ethers, polysaccharides, proteins and polyacrylamides, which have average molecular weights of 5,000 to 10,000,000, preferably 20,000 to 2,000,000, and also by a charge density of greater than 0 but not greater than 0.5 are marked.
  • These water-soluble polymers which can be used according to the invention as cleaning-enhancing additives are also explained in more detail in the further course of the description.
  • the salts of fatty acid cyanamides used according to the invention are colorless to slightly yellowish substances of brittle to waxy nature which are solid at room temperature. They soften at higher temperatures and melt above 100 to 150 ° C.
  • the fatty acid cyanamide salts can be prepared from carboxylic acid derivatives and cyanamide with subsequent neutralization by means of suitable bases (see German patent specification 708 428 or AE Kretov and AP Momsenko J. of Org. Chem. Of the USSR 1 (1965), pages 1765-1767)
  • Production process from salts of cyanamide and carboxylic acid esters is described in German patent application P 32 02 213.1. In this process, the fatty acid cyanamide salts are obtained in anhydrous form.
  • the salts of fatty acid cyanamides also have the advantage that they can be produced from renewable raw materials, here fatty acid derivatives, and from cyanamide, which is easily accessible from calcium cyanamide. This reduces the dependency on petroleum-based raw materials when using these surfactants.
  • B. is the case with alkylbenzenesulfonate.
  • the fatty acid cyanamides are to be regarded as extremely environmentally friendly compounds because of their good biodegradability and their toxicological harmlessness.
  • the sodium salts of the fatty acid cyanamides are preferably used, in particular those derived from C 12 to C 16 fatty acids. These compounds can easily be obtained from monosodium cyanamide and the methyl esters of natural fatty acids and fatty acid mixtures, such as. B. Coconut fatty acid methyl ester.
  • the detergents used in accordance with the invention are also notable for good skin tolerance on account of their content of fatty acid cyanamides.
  • the quantitative ratio of fatty acid cyanamide salt and the co-surfactant is in the range from 9: 1 to 1: 9.
  • the agents used according to the invention generally contain the fatty acid cyanamide salt in amounts of 1 to 90% by weight.
  • the water-soluble polymer is always clearly used in deficit, based on the amount of fatty acid cyanamide salt, the amount of water-soluble polymer preferably not exceeding 1/5 and in particular not exceeding 1 / 10 of the amount of the fatty acid cyanamide salt.
  • the fatty acid cyanamide salt is used together with a further synthetic surfactant and an addition of the cleaning-enhancing polymer.
  • the cleaning agents used according to the invention are generally neutral to slightly alkaline, i.e. H.
  • Their aqueous working solutions should have a pH in the range from 7.0 to 10.5, in particular 7.5 to 9.5, at application concentrations of 2 to 20, in particular 5 to 15 g / 1 of water or aqueous solution.
  • the cleaning agents can contain an acidic or alkaline substance, which is compatible with the other constituents, to regulate the pH value.
  • Solid carrier substances are understood to mean neutral reacting organic or inorganic salts, finely dispersed silicas, layered silicates and aluminosilicates and similar substances compatible with the other constituents.
  • Suitable synthetic anionic surfactants which can be used together with the fatty acid cyanamide salts are, in particular, those of the sulfonate and sulfate type.
  • the surfactants of the sulfonate type are primarily the alkylbenzenesulfonates with C 9-15 alkyl groups and the esters of ⁇ -sulfofatty acids, e.g. B. ⁇ -sulfonated methyl or ethyl ester of hydrogenated coconut, palm kernel or tallow fatty acids.
  • alkane sulfonates obtained from C 12 - 18 are available alkanes by sulfochlorination or sulfoxidation and subsequent hydrolysis or neutralization or by bisulfite addition onto olefins C, and the olefin sulfonates, ie mixtures of alkene and hydroxyalkane sulfonates and disulfonates as obtained for example from monoolefins with a terminal or internal double bond by sulfonation with gaseous sulfur trioxide and subsequent alkaline and acidic hydrolysis of the sulfonation products.
  • Particularly suitable surfactants of the sulfate type are the sulfuric acid monoesters of primary alcohols of natural and synthetic origin, ie of fatty alcohols such as. As coconut fatty alcohols, tallow fatty alcohols, oleyl alcohol, or the C 10 -C 20 oxo alcohols, and those of secondary alcohols of these chain lengths.
  • the sulfuric acid monoesters of the aliphatic primary alcohols ethoxylated with 1 to 6 moles of ethylene oxide or ethoxylated secondary alcohols or alkylphenols are suitable.
  • Sulfated fatty acid alkanolamides and sulfated fatty acid monoglycerides are also suitable.
  • anionic surfactants are preferably used in the form of the salts, in particular in the form of the sodium salts, but also as potassium or ammonium salts or as soluble salts of organic bases, such as mono-, di- or triethanolamine.
  • Such cleaning agents which have 1 to 60% by weight of fatty acid cyanamide salt and 1 to 30% by weight of synthetic anionic surfactant from the group of alkylbenzenesulfonates, ester sulfonates, alcohol sulfates and mixtures thereof, in addition to other customary components of detergents and cleaning agents, have particularly favorable application properties contain.
  • Addition products of 1 to 40, preferably 2 to 20 moles of ethylene oxide with 1 mole of an aliphatic compound having essentially 10 to 20 carbon atoms from the group of alcohols, alkylphenols, carboxylic acids and carboxamides are suitable as nonionic surfactants.
  • the addition products of 8 to 20 moles of ethylene oxide with primary alcohols, for example, are particularly important Coconut or tallow fatty alcohols, on oleyl alcohol, on oxo alcohols of the corresponding chain lengths, or on corresponding secondary alcohols, as well as on mono- or dialkylphenols with 6 to 14 carbon atoms in the alkyl radicals.
  • non-fully or not fully water-soluble polyglycol ethers with 2 to 7 ethylene glycol ether residues in the molecule are also of interest, in particular if they are used together with water-soluble nonionic or anionic surfactants. Because of their good biodegradability, the ethoxylation products of primary aliphatic alkanols and alkenols are of particular practical interest.
  • EO ethylene oxide
  • tallow fatty alcohol 5-EO oleyl / cetyl alcohol 5-EO (iodine number 30 to 50 )
  • Tallow fatty alcohol-7-EO s y nth.-C 12 -C
  • Exemplary representatives for the nonionic surfactants with an average degree of ethoxylation of 8 to 20, in particular 9 to 15, are the compounds coconut fatty alcohol-12-EO, synthetic C 12 / C 14 fatty alcohol-9-EO, oleyl / cetyl alcohol-10 -E0, tallow 14 EO, C 11 -C 15 -Cxoal co- hol-13-EO, C 15 -C 18 oxo alcohol-EO-15, iC 15 -C 17 alkane diol-9-EO, C 14 / C 15 -oxoalcohol-11-EO, sec.-C 11 -C 15 -alcohol-9-EO.
  • non-ionic surfactants which can be used are the water-soluble adducts of ethylene oxide with 20 to 250 ethylene glycol ether groups and 10 to 100 propylene glycol ether groups with polypropylene glycol, alkylenediamine-poly-propylene glycol and with alkylpolypropylene glycols having 1 to 10 carbon atoms in the alkyl chain, in which the polypropylene glycol chain acts as a hydrophobic radical .
  • Nonionic surfactants of the amine oxide or sulfoxide type can also be used, for example the compounds N-cocoalkyl-N, N-dimethylamine oxide, N-hexadecyl-N, N-bis (2,3-dihydroxypropylamine oxide, N-tallow alkyl) -N, N-dihydroxyethylamine oxide.
  • Suitable amphoteric surfactants are those which contain both acidic groups such as. B. carboxyl, sulfonic acid, sulfuric acid half-ester, phosphonic acid and phosphoric acid partial ester groups, as well as basic groups, such as. B. contain primary, secondary, tertiary and quaternary ammonium groups.
  • Amphoteric compounds with quaternary ammonium groups belong to the type of betaines or zwitterionic surfactants. These are in particular derivatives of aliphatic quaternary ammonium compounds, in which one of the aliphatic radicals consists of a C 8 -C 18 radical and another contains an anionic water-solubilizing carboxy, sulfo or sulfato group.
  • Typical representatives of such surface-active betaines are, for example, the compounds 3- (N-hexadecyl-N, N-dimethylammonio) propanesulfonate, 3- (N-tallow alkyl-N, N-dimethylammonio) -2-hydroxypropanesulfonate, 3- (N- Hexadecyl-N, N-bis (2-hydroxyethyl) -ammonio) -2-hydroxypropyl sulfate, 3- (N-cocoalkyl-N, N-bis (2,3-dihydroxypropyl) -ammonio) propane sulfonate, N-tetradecyl-N , N-dimethyl-ammonioacetate, N-hexadecyl-N, N-bis (2,3-dihydroxypropyl) ammonium acetate.
  • the water-soluble organic polymers which can be used according to the invention include water-soluble polyethylene glycols with a molecular weight between 300,000 and 4,000,000, preferably between 500,000 and 1,000,000, which are prepared in a known manner by subjecting ethylene glycols to a polycondensation process. They can also be considered as condensation polymers of ethylene oxide with ethylene glycol or water. They have the general formula HO (-CH 2 -CH 2 -O) n H, where n can vary between 4,800 and 64,600 in the case of the polyethylene glycols used according to the invention. Such polymers are also commercially available and z. B. from Union Carbon Carbide Corporation (UCC) under the name "POLYOX®".
  • UCC Union Carbon Carbide Corporation
  • the water-soluble nonionic polymers also include the polyvinyl alcohols and the polyvinylpyrrolidones.
  • Polyvinyl alcohols can be produced by hydrolysis of polyvinyl acetate. They have the general formula (-CH 2 -CH (OH) -) n and molecular weights of about 13,400 to 250,000, preferably 80,000 to 100,000. They can still contain small amounts of acetyl radicals from the hydrolysis reaction, but these should be less than 40, preferably less than 15 and in particular less than 2 and if possible 0 percent.
  • Polyvinyl alcohols are traded, for example, by Wacker-Chemie under the name "POLYVIOL®” or by Nippon Gohsei under the name "GOHSENOLE®”.
  • Polyvinylpyrrolidones are also commercially available polymers. They are marketed, among others, by the company BASF under the name "LUVISKOLE". Their degree of polymerization for the use according to the invention is between 100 and 9,000, preferably between 350 and 7,500, mol weights between about 10,000 and 1,000,000, preferably between about 30,000 and 850,000.
  • the cellulose ethers with a charge density greater than 0, but not greater than 0.5, preferably greater than 0, but not greater than 0.2 include, in particular, those whose 2 percent aqueous solution has a viscosity of greater than 20 ° C. 50 m Pa. s, preferably greater than 100 m Pa. s. These include the methylcelluloses (MC), methylhydroxyethylcelluloses (MHEC), methylhydroxypropylcelluloses (MHPC), carboxymethylmethylcellulose (CMMC) and hydroxyethylcelluloses (HEC), also methylhydroxybutylcellulose (MHBC), which are traded by the Henkel company under the common name "CULMINAL®" by Dow Chemicals under the brand name Methocel®. These cellulose ethers are preferred from the class of anionic polymers.
  • Polysaccharides are particularly suitable in derivative form, for example as starch ethers (for example Solvitose® from W. A. Scholtens, Holland), the charge density from 0.5 to less than 0.2 also being decisive here.
  • Alginates (“ALGIPON-" from Henkel) also belong to this class of polymers.
  • the proteins which can be used according to the invention are, for example, sodium caseinate and gelatin, both of which are sold, inter alia, by the company Milac, Hamburg.
  • Polyacrylamides ie polymers and copolymers of acrylamide with the general formula (-CH 2 -CH (CONH 2 ) -) n with molecular weights of 300,000 to 6,000,000, preferably 500,000 to 2,000,000, are marketed by Schuchardt, among others and are also suitable for use in accordance with the invention.
  • Suitable pH-regulating agents are customary inorganic or organic acids or acidic salts, such as hydrochloric acid, sulfuric acid, bisulfates of alkalis, aminosulfonic acid, phosphoric acid or other acids of phosphorus, in particular the anhydrous acids of phosphorus or their salts or their acidic solid compounds with urea or other lower carboxylic acid amides, partial amides of phosphoric acids or anhydrous phosphoric acid, citric acid, tartaric acid, lactic acid and the like.
  • Organic or inorganic compounds such as alkanolamines, namely mono-, di- or triethanolamine or ammonia, can also be added as basic substances.
  • alkaline builder substances To adjust a weakly alkaline pH are also alkaline builder substances and washing alkalis, such as.
  • alkaline builder substances As sodium tripolyphosphate, sodium carbonate and sodium bicarbonate, potassium carbonate and bicarbonate, sodium silicate and the sodium aluminosilicates are suitable.
  • solubilizers for the preparation of the cleaning agents in liquid form, known solubilizers can be incorporated, which in addition to the water-soluble organic solvents such as, in particular, low-molecular aliphatic alcohols having 1 to 4 carbon atoms, also include the so-called hydrotropic substances of the lower alkylarylsulfonate type, for example toluene, xylene or cumene sulfonate . They can also be in the form of their sodium and / or potassium and / or alkylamino salts.
  • Water-soluble organic solvents can also be used as solubilizers, in particular those with boiling points above 75 ° C., such as, for example, the ethers from the same or different polyhydric alcohols or the partial ethers from polyhydric alcohols. These include, for example, di- or triethylene glycol polyglycerols and the partial ethers from ethylene glycol, propylene glycol , Butylene glycol or glycerol with aliphatic monohydric alcohols containing 1 to 4 carbon atoms in the molecule.
  • Suitable water-soluble or water-emulsifiable organic solvents are also ketones, such as acetone, methyl ethyl ketone and aliphatic, cycloaliphatic, aromatic and chlorinated hydrocarbons, and also the terpene alcohols.
  • the cleaning agents can contain additives of colors and fragrances, preservatives and, if desired, antimicrobial agents of any kind.
  • Formaldehyde-amino alcohol condensation products are preferably used as antimicrobial agents.
  • the products are obtained by reacting an aqueous solution of formaldehyde with amino alcohols, e.g. B. 2-aminoethanol, 1-aminoethanol, l-amino-2-propanol, 2-aminoiso-butanol, 2 (2'-aminoethyl) aminoethanol.
  • amino alcohols e.g. B. 2-aminoethanol, 1-aminoethanol, l-amino-2-propanol, 2-aminoiso-butanol, 2 (2'-aminoethyl) aminoethanol.
  • the cleaning agents can contain any organic or inorganic abrasives.
  • the powdery consistency of the fatty acid cyanamide salts is again of particular advantage for the production of scouring powders.
  • Plates with a mixed contamination of protein, fat and carbohydrates were soiled and rinsed at 45 ° C.
  • the test products were used with a dosage of 0.1 g / 1 for powdered products and 0.4 g / 1 for liquid products.
  • the number of plates that are rinsed clean with 5 l of washing liquid number of plates serves as a measure of the washing effect.
  • Example 2 If in Example 2 the fatty acid cyanamide salt is replaced by C 11 -C 13 alkylbenzenesulfonate, Na salt, the same test gives a plate number of 16.
  • the cleaning agent to be tested is placed on an artificially soiled plastic surface.
  • a mixture of carbon black, machine oil, triglyceride, saturated fatty acids and low-boiling aliphatic hydrocarbon is used as artificial soiling.
  • the test area of 26 x 28 cm is evenly coated with 2 g of the artificial soiling with the help of a surface coater.
  • a plastic sponge is in each case with 12 ml of the prü- fe cleaners solution impregnated and moved mechanically over the test surface. After 6 wiping movements, the cleaned test area is kept under running water and the loose dirt is removed. The cleaning effect, ie the degree of whiteness of the plastic surface cleaned in this way, is measured with a photoelectronic color measuring device LF 90 (Dr. B. Lange). The clean white plastic surface serves as the white standard.
  • the read values for the cleaned plastic areas are to be equated with the percentage cleaning capacity (% RV).
  • % RV values given are the values determined by this method for the cleaning ability of the investigated cleaning agents. They represent mean values from fourfold determinations.
  • This method allows a reproducible comparison as long as similar test materials are used.
  • the cleaning agent of Example 4 in a 1% solution in tap water of 16 ° d at room temperature gives a value of 65% RV.
  • Example 5a For further comparison in Example 5a) the fatty acid cyanamide salt was replaced by C 12 -C 18 alkanesulfonate. A value of 50% RV was then obtained.
  • the example shows that fatty acid cyanamide salts experience a great increase in the cleaning action even through small additions of polymers, so that cleaning agents which contain them are superior to those of the prior art.

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  • Chemical & Material Sciences (AREA)
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  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
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EP84106289A 1983-06-09 1984-06-01 Utilisation de cyanamides d'acides gras comme agents tensio-actifs pour le nettoyage de surfaces dures Expired EP0131138B1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AT84106289T ATE21924T1 (de) 1983-06-09 1984-06-01 Verwendung von fettsaeurecyanamidsalzen als tenside zum reinigen von harten oberflaechen.

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE3320727 1983-06-09
DE19833320727 DE3320727A1 (de) 1983-06-09 1983-06-09 Verwendung von fettsaeurecyanamiden als tenside zum reinigen von harten oberflaechen

Publications (2)

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EP0131138A1 true EP0131138A1 (fr) 1985-01-16
EP0131138B1 EP0131138B1 (fr) 1986-09-03

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EP84106289A Expired EP0131138B1 (fr) 1983-06-09 1984-06-01 Utilisation de cyanamides d'acides gras comme agents tensio-actifs pour le nettoyage de surfaces dures

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US (1) US4569782A (fr)
EP (1) EP0131138B1 (fr)
JP (1) JPS606792A (fr)
AT (1) ATE21924T1 (fr)
DE (2) DE3320727A1 (fr)

Cited By (1)

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EP0158260A3 (en) * 1984-04-09 1987-11-25 Henkel Kommanditgesellschaft Auf Aktien Detergent for coloured textiles

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US4954292A (en) * 1986-10-01 1990-09-04 Lever Brothers Co. Detergent composition containing PVP and process of using same
GB8926904D0 (en) * 1989-11-28 1990-01-17 Unilever Plc Thickening system
WO1992010560A1 (fr) * 1990-12-14 1992-06-25 Henkel Corporation Composition nettoyante moderement acide et pratiquement depourvue de phosphate pour produits en plastique
US5585340A (en) * 1990-12-14 1996-12-17 Henkel Corporation Substantially phosphate free acidic cleaner for plastics
US5480586A (en) * 1991-04-15 1996-01-02 Colgate-Palmolive Co. Light duty liquid detergent compostion comprising a sulfosuccinamate-containing surfactant blend
DE4307473A1 (de) * 1993-03-10 1994-09-15 Henkel Ecolab Gmbh & Co Ohg Wischpflegemittel
GB9310365D0 (en) † 1993-05-18 1993-06-30 Unilever Plc Hard surface cleaning compositions comprising polymers
DE4319287A1 (de) * 1993-06-11 1994-12-15 Henkel Kgaa Gießfähige flüssige wäßrige Reinigungsmittelkonzentrate
EP0845025A4 (fr) * 1995-07-25 2000-02-23 Henkel Corp Composition et procede de degraissage de surfaces metalliques
US20060040843A1 (en) * 2004-08-19 2006-02-23 Kinnaird Michael G Sodium-free, lithium-containing concrete cleaning compositions and method for use thereof
GB0501831D0 (en) * 2004-10-21 2005-03-09 Unilever Plc Improved detergent composition
GB0525566D0 (en) * 2005-12-16 2006-01-25 Pilkington Plc Glass storage
JP6051111B2 (ja) * 2013-06-05 2016-12-27 ライオン株式会社 台所用液体洗浄剤
DE102019130148A1 (de) * 2019-11-08 2021-05-12 Alzchem Trostberg Gmbh Verwendung von Acylcyanamiden oder deren Salze zur Regulierung des Pflanzenwachstums

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GB428091A (en) * 1932-12-14 1935-05-07 Heinz Hunsdiecker Improvements in or relating to the treatment of textile materials and the preparation of dispersions
DE708428C (de) * 1932-12-15 1941-07-21 Boehme Fettchemie Ges M B H Verfahren zur Herstellung von Alkalisalzen von Monoacylcyanamiden
DE3202213A1 (de) * 1982-01-25 1983-08-04 Henkel KGaA, 4000 Düsseldorf Verfahren zur herstellung der alkalimetallsalze von acylcyanamiden

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JPS5124569B2 (fr) * 1973-09-05 1976-07-24
SE424740B (sv) * 1976-07-28 1982-08-09 Stora Kopparbergs Bergslags Ab Framstellning av rajern genom smeltreduktion
DE2709690B1 (de) * 1977-03-05 1978-05-11 Henkel Kgaa Fluessiges Reinigungsmittel
DE2840463C2 (de) * 1978-09-16 1983-12-22 Henkel KGaA, 4000 Düsseldorf Verwendung eines flüssigen Mittels zum Reinigen harter Oberflächen
DE2913049A1 (de) * 1979-03-31 1980-10-16 Henkel Kgaa Fluessiges reinigungsmittel

Patent Citations (3)

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Publication number Priority date Publication date Assignee Title
GB428091A (en) * 1932-12-14 1935-05-07 Heinz Hunsdiecker Improvements in or relating to the treatment of textile materials and the preparation of dispersions
DE708428C (de) * 1932-12-15 1941-07-21 Boehme Fettchemie Ges M B H Verfahren zur Herstellung von Alkalisalzen von Monoacylcyanamiden
DE3202213A1 (de) * 1982-01-25 1983-08-04 Henkel KGaA, 4000 Düsseldorf Verfahren zur herstellung der alkalimetallsalze von acylcyanamiden

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0158260A3 (en) * 1984-04-09 1987-11-25 Henkel Kommanditgesellschaft Auf Aktien Detergent for coloured textiles

Also Published As

Publication number Publication date
EP0131138B1 (fr) 1986-09-03
ATE21924T1 (de) 1986-09-15
JPS606792A (ja) 1985-01-14
DE3320727A1 (de) 1984-12-13
US4569782A (en) 1986-02-11
DE3460610D1 (en) 1986-10-09

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