EP0131138B1 - 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
EP0131138B1
EP0131138B1 EP84106289A EP84106289A EP0131138B1 EP 0131138 B1 EP0131138 B1 EP 0131138B1 EP 84106289 A EP84106289 A EP 84106289A EP 84106289 A EP84106289 A EP 84106289A EP 0131138 B1 EP0131138 B1 EP 0131138B1
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Prior art keywords
fatty acid
water
surfactant
cleaning
weight
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German (de)
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EP0131138A1 (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 properties as soap-like wetting and dispersing agents, have been known since the 1930s. So describe the German Patent 708,428 and British Patent 428,091 di- "rsteltung the acylcyanamides and a method for treating textiles with these substances.
  • non-ionic surfactants and synthetic anionic surfactants have also been described as the active constituents of cleaning agents, for example the combination of ethoxylated diols and alkylbenzenesulfonate or alkanesulfonate (German Offenlegungsschrift 27 09 890).
  • a further increase in activity is achieved by adding certain water-soluble polymers from the group of polyethylene glycols, polyvinyl alcohols, polyvinyl pyrrolidones and cellulose ethers.
  • 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 agents for manual cleaning of dishes
  • cleaning agents for hard surfaces made of metal-lacquered 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 e 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 are used in small amounts, ie in amounts of 0.01 to 2 % By weight (based on the cleaning agent used in concentrated form) are used, the water-soluble polyethylene glycols having a molecular weight between 300,000 and 4,000,000; 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 708 428 or A. E. Kretov and A. P. Momsenko j. Of Org. Chem. Of the USSR 1 (1965), pages 1765-1767).
  • a simple 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 which are derived from C 12 to C 6 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 based on the amount of fatty acid cyanamide salt, is always clearly used in deficit, the amount of water-soluble polymer preferably not more than 1/5 and in particular not more than 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 S. 15 alkyl: groups and the esters of a-sulfo fatty acids, e.g. B. a-sulfonated methyl or ethyl ester of hydrogenated coconut, palm kernel or tallow fatty acids.
  • alkanesulfonates which are obtainable from C 12 -C 18 -alkanes by sulfochlorination or sulfoxidation and subsequent hydrolysis or neutralization or by bisulfite addition to olefins
  • olefinsulfonates which are mixtures of alkene and hydroxyalkanesulfonates 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 8 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 80% 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 washing 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.
  • 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 synthetic C 12 -C 16 fatty alcohol 6-EO, C 11 -C 15 oxo alcohol 3-EO, C 14
  • Exemplary representatives for the non-ionic 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 15 / C 18 fatty alcohol 9-EO, oleyl / Cetyl-alcohol-10-EO, tallow fatty alcohol-14-EO, C 1l -C 1S -Oxoalko-hol-13-EO, C 15 -C 18 -Oxoalcohol-15-EO, iC 15 -C 17 -alkane-diol- 9-EO, C 14 / C 15 -oxoalcohol-11-EO, sec.-C 11 -C 15 -alcohol-9-EO.
  • nonionic surfactants are the water-soluble adducts of ethylene oxide with polypropylene glycol, which contain 20 to 250 ethylene glycol ether groups and 10 to 100 propylene glycol ether groups, Alkylenediamine-polypropylene glycol and useful on alkylpolypropylene glycols with 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-diethylroxypropyl) amine oxide, N-tallow alkyl-N, N-dihydroxyethylamine oxide.
  • Suitable amphoteric surfactants are those which contain both acidic groups such as. B. carboxvl, sulfonic acid, sulfuric acid half-ester, phosphonic acid and phosphoric acid partial ester groups, as well as basic groups, such as. 8. 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) propane sulfonate, 3- (N-tallowate-N, N-dimethylammonio) -2-hydroxypropane sulfonate, 3- (N- Hexadecyl-N, N-bis (2-hydroxyethyl) -ammonio) -2-hydroxypropyl sulfate, 3- (N-coco-alkyl-N, N-bis (2,3-dihydroxypropyl) -ammonio) propane sulfonate, N-tetradecyl-N , N-dimethyl-ammonioacetate, N-hexadecyl-N, N-bis (2,3-di-hydroxypropyl) 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 -0) n H, where n can vary between 4,800 and 64,800 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 "POLYOXm".
  • 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 sold, for example, by Wacker-Chemie under the name "POLYVIOL m " or by Nippon Gohsei under the name "GOHSENOLE®”.
  • Polyvinylpyrrolidones are also commercially available polymers. They are marketed by the company BASF, among others, 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, the mol-060014 weights between approximately 10,000 and 1,000,000, preferably between approximately 30,000 and 850,000.
  • cellulose ethers Depending on the degree of substitution or conversion, cellulose ethers, polysaccharides, proteins and polyacrylamides are water-soluble so-called weakly anionic polymers. These are understood to mean those polymers whose charge density is greater than 0 but not greater than 0.5, preferably greater than 0 but not greater than 0 , 2 and in particular greater than 0, but not greater than 0.01.
  • the definition for the charge density corresponds to the following formula:
  • 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, above all, 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. This includes, by Henkel under the type collective term "CULMINAL m" treated methylcellulose (MC), methylhydroxyethylcelluloses (MHEC), methyl hydroxypropyl cellulose (MHPC), carboxymethyl (CMMC) and hydroxyethyl cellulose (HEC), also methylhydroxybutyl (MHBC) and hydroxybutyl as 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 e from WA 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 8,000,000, 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 conventional inorganic or organic acids or acid salts, such as hydrochloric acid, sulfuric acid, bisulfates of the alkalis, aminosulfonic acid, as acidic substances, Phosphoric acid or other acids of phosphorus, in particular the anhydrous acids of phosphorus or their salts or their acid-reacting solid compounds with urea or other lower carboxylic acid anides, partial amides of phosphoric acids or anhydrous phosphoric acid, citric acid, tartaric acid, lactic acid are unequal.
  • Organic or inorganic compounds such as alkane mines, namely mono-, di- or triethanolamine or ammonia can also be added as basic substances.
  • alkaline builder substances and washing alkalis such 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., 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 also the partial ethers of ethylene glycol, propylene glycol, butylene glycol or oleacerine 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, 1-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 / l for powdery products and 0.4 g / l 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 soaked with 12 ml of the detergent solution to be tested and moved mechanically on 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, d. that is, the whiteness of the plastic surface cleaned in this way is measured using an LF 90 photoelectronic colorimeter (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 cleaning agents examined. 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 1% solution in tap water of 16 ° d at room temperature gives a value of 85% 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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Claims (9)

1. Utilisation de cyanamides d'acides gras, en particulier, ceux contenant 8 à 18 atomes de carbone dans le radical d'acide gras, sous forme de leurs sels hydrosolubles comme substance tensioactive pour le nettoyage des surfaces dures et comme constituant d'agents de nettoyage pour surfaces dures.
2. Utilisation des cyanamides d'acides gras selon la revendication 1 en combinaison avec un autre agent tensio-actif synthétique.
3. Utilisation des cyanamides d'acides gras selon les revendications 1 ou 2, en combinaison avec un agent tensio-actif choisi parmi le groupe comprenant les agents tensio-actifs synthétiques anioniques, non ioniques et amphotères dans un rapport quantitatif de 9:1 à 1:9 entre le sel de cyanamide d'acide gras et l'autre agent tensio-actif synthétique.
4. Utilisation des cyanamides d'acides gras selon les revendications 1 à 3, en combinaison avec des agents tensio-actifs synthétiques anioniques du type des agents tensio-actifs de sulfonates et de sulfates.
6. Utilisation des cyanamides d'acides gras selon la revendication 1, en combinaison avec des substances polymères hydrosolubles.
6. Utilisation des cyanamides d'acides gras selon une des revendications 1 à 6, en combinaison avec une substance polymère hydrosoluble en une quantité calculée de telle sorte qu'elle ne représente pas plus de 1/5 et, en particulier, pas plus de 1/10 de la quantité du sel de cyanamide d'acide gras.
7. Utilisation des cyanamides d'acides gras selon une des revendications 1 à 6, en combinaison avec un autre agent tensio-actif synthétique, ainsi qu'avec une addition d'une substance polymère hydrosoluble.
8. Utilisation des cyanamides d'acides gras selon une des revendications 1 à 7 dans des agents contenant des polymères organiques hydrosolubles en quantités de 0,01 à 2% en poids.
9. Utilisation des cyanamides d'acides gras selon une des revendications 1 à 8 dans des agents qui contiennent le sel de cyanamide d'acide gras en quantités de 1 à 90% en poids, de préférence, de 1 à 60% en poids et, en particulier, de 1 à 30% en poids, conjointement avec 0,6 à 90% en poids d'un agent tensio-actif choisi parmi le groupe comprenant les agents tensio-actifs synthétiques anioniques, non ioniques et amphotères, en particulier, conjointement avec 1 à 30% en poids de ces agents tensioactifs.
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

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EP0131138A1 EP0131138A1 (fr) 1985-01-16
EP0131138B1 true 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)

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DE3413292A1 (de) * 1984-04-09 1985-10-17 Henkel KGaA, 4000 Düsseldorf Textil-waschmittel fuer farbige textilien
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
AU653570B2 (en) * 1990-12-14 1994-10-06 Henkel Corporation Substantially phosphate free mildly acidic cleaner for plastics
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
US6328816B1 (en) * 1995-07-25 2001-12-11 Henkel Corporation Composition and method for degreasing metal surfaces
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

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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
JPS5124569B2 (fr) * 1973-09-05 1976-07-24
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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
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DE3202213A1 (de) * 1982-01-25 1983-08-04 Henkel KGaA, 4000 Düsseldorf Verfahren zur herstellung der alkalimetallsalze von acylcyanamiden

Also Published As

Publication number Publication date
DE3320727A1 (de) 1984-12-13
ATE21924T1 (de) 1986-09-15
JPS606792A (ja) 1985-01-14
DE3460610D1 (en) 1986-10-09
US4569782A (en) 1986-02-11
EP0131138A1 (fr) 1985-01-16

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