EP0131137B1 - Agent de lavage et de nettoyage avec une teneur en sels d'acylcyanamide - Google Patents

Agent de lavage et de nettoyage avec une teneur en sels d'acylcyanamide Download PDF

Info

Publication number
EP0131137B1
EP0131137B1 EP84106288A EP84106288A EP0131137B1 EP 0131137 B1 EP0131137 B1 EP 0131137B1 EP 84106288 A EP84106288 A EP 84106288A EP 84106288 A EP84106288 A EP 84106288A EP 0131137 B1 EP0131137 B1 EP 0131137B1
Authority
EP
European Patent Office
Prior art keywords
weight
acylcyanamide
salt
group
detergent
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.)
Expired
Application number
EP84106288A
Other languages
German (de)
English (en)
Other versions
EP0131137A1 (fr
Inventor
Christian Dr. Hase
Martin Dr. Bischoff
Edmund Dr. Schmadel
Günther Dr. Vogt
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.)
Henkel AG and Co KGaA
Original Assignee
Henkel AG and Co KGaA
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Henkel AG and Co KGaA filed Critical Henkel AG and Co KGaA
Priority to AT84106288T priority Critical patent/ATE32522T1/de
Publication of EP0131137A1 publication Critical patent/EP0131137A1/fr
Application granted granted Critical
Publication of EP0131137B1 publication Critical patent/EP0131137B1/fr
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38Cationic compounds
    • C11D1/50Derivatives of urea, thiourea, cyanamide, guanidine or urethanes
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02Anionic compounds
    • C11D1/37Mixtures of compounds all of which are anionic
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66Non-ionic compounds
    • C11D1/83Mixtures of non-ionic with anionic compounds
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02Anionic compounds
    • C11D1/04Carboxylic acids or salts thereof
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02Anionic compounds
    • C11D1/12Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/14Sulfonic acids or sulfuric acid esters; Salts thereof derived from aliphatic hydrocarbons or mono-alcohols
    • C11D1/143Sulfonic acid esters
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02Anionic compounds
    • C11D1/12Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/14Sulfonic acids or sulfuric acid esters; Salts thereof derived from aliphatic hydrocarbons or mono-alcohols
    • C11D1/146Sulfuric acid esters
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02Anionic compounds
    • C11D1/12Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/22Sulfonic acids or sulfuric acid esters; Salts thereof derived from aromatic compounds
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02Anionic compounds
    • C11D1/12Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/28Sulfonation products derived from fatty acids or their derivatives, e.g. esters, amides
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02Anionic compounds
    • C11D1/12Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/29Sulfates of polyoxyalkylene ethers
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66Non-ionic compounds
    • C11D1/72Ethers of polyoxyalkylene glycols

Definitions

  • the present invention has also made it a point to further develop the modern washing and cleaning agents and to adapt them better to today's and foreseeable future requirements.
  • the primary goals are to enable the use of renewable raw materials and those from local sources to a greater extent than before by changing the surfactant base, to facilitate the production of the agents and at the same time to improve the application properties, in particular the cleaning ability and the dirt-carrying capacity of the fleet , as well as when used on fabrics to reduce incrustation and improve the grip of the washed fabrics.
  • an acylcyanamide salt with the general formula in which Me is sodium or potassium and R is an alkyl or alkenyl radical having 9-23 carbon atoms, which can be substituted by hydroxyl or alkoxyl groups, is used as the anionic surfactant.
  • this surfactant is much more similar to soaps than the synthetic anionic surfactants of the sulfonate or sulfate type which have been used almost exclusively for over 20 years. The suitability of the acylcyanamides for modern washing and cleaning agents was therefore not to be expected.
  • the present invention relates to a washing and cleaning agent for solid materials, in particular for textiles, which contains at least one synthetic anionic surfactant and at least one builder, also called builder, from the group of condensed phosphates and phosphate substitutes and, if appropriate, a nonionic surfactant and in which the Part or all of the anionic surfactants consists of an acylcyanamide salt of the formula defined above.
  • EP-A 24676 which describes a process for textile finishing, also includes the acylcyanamide salts of formula 1 in a very broad formula, but makes no reference to the surfactant properties of the compounds or to detergents.
  • the acylcyanamide grouping serves as a reactive group for fixing active substances to fibrous materials.
  • EP-A 8475 which describes a bleaching process and bleaching agent with cyanamines as activators
  • the acylcyanamide salts of the present invention are also included in a broad formula.
  • the cyanamines are used there with the aim of activating peroxide bleaching agents in order to increase the oxidizing power of the agents; no indication of surfactant properties is given.
  • acylcyanamide salts according to the invention can be obtained from carboxylic acid derivatives and cyanamide with subsequent neutralization by means of suitable bases [see German Patent 708428 or A.E. Kretov and A.P. Momsenko, J. org. Chem. (USSR) 1, 1765 (1965)].
  • the preparation is simpler by reacting salts of cyanamide with carboxylic acid esters, as described in EP-A 84836. This process can also be advantageous for the further use of the acylcyanamide salts in the production of detergents and cleaning agents, since it supplies the salts in anhydrous form.
  • Acyl cyanamide salts 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.
  • these surfactants When using these surfactants, the detergent manufacturers' dependence on petroleum-based raw materials is reduced, which is noticeable, for example, with the most important anionic surfactant, alkylbenzenesulfonate.
  • acyl cyanamide salts are readily biodegradable and toxicologically safe.
  • the sodium salts of acylcyanamides have particularly favorable properties with regard to the aims of this invention, in particular those in which the radical R in the formula is an essentially unsubstituted alkyl or alkenyl radical having 11-17 carbon atoms.
  • Such salts can be easily prepared industrially from monosodium cyanamide and the methyl esters of natural fatty acid mixtures, such as tallow fatty acid methyl ester and palm kernel fatty acid methyl ester.
  • the agents according to the invention can be used in numerous fields of technology and the household for a wide variety of cleaning tasks.
  • fields of application are the cleaning of devices, apparatus, pipelines and vessels made of wood, plastic, metal, ceramic, glass etc. in industry or in commercial companies, the cleaning of furniture, walls, floors, objects made of ceramic, glass , Metal, wood, plastic, the cleaning of polished or painted surfaces in the household etc.
  • a particularly important area of application is the washing of all types of textiles in industry, in commercial laundries and in the household.
  • Suitable synthetic anionic surfactants which can be present in the agents according to the invention in addition to the acylcyanamide 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 a-sulfofatty acids, for example the a-sulfonated methyl or ethyl esters 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 or 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 e.g. Coconut fatty alcohols, tallow fatty alcohols, oleyl alcohol, or the C lo -C 2O oxo alcohols, and those of secondary alcohols of this chain length.
  • the sulfuric acid monoesters of the aliphatic primary alcohols ethoxylated with 1-6 mol 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.
  • Agents according to the invention which have 1-30% by weight, preferably 3-15% by weight, of acyl cyanamide salt and 1-30% by weight, preferably 3-15% by weight of synthetic anionic surfactant from the group of alkylbenzenesulfonates and ester sulfonates have particularly favorable performance properties , Alcohol sulfates and mixtures thereof in addition to other common constituents of washing and cleaning agents.
  • Suitable nonionic surfactants for the agents according to the invention are addition products of 1-40, preferably 2-20, moles of ethylene oxide with 1 mole of an aliphatic compound having essentially 10-20 carbon atoms from the group of alcohols, alkylphenols, carboxylic acids and carboxamides.
  • non-or not fully water-soluble polyglycol ethers with 2-7 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 30-50 )
  • Tallow fatty alcohol 7-EO synthetic C 12 -C 16 fatty alcohol 6-EO, C 11 -C 15 oxalcohol 3-EO, C 14 / C
  • Exemplary representatives of the nonionic surfactants with an average degree of ethoxylation of 8-20, in particular 9-15 are the compounds coconut fatty alcohol-12-EO, synthetic C 12 / C 14 fatty alcohol-9-EO, oleyl / cetyl alcohol-10 -EO, tallow fat.
  • -Alcohol-14-EO C 11 -C 15 -oxoalcohol-13-EO, C 15 -C 'B -oxoalcohol-15-EO, iC 15 -C 17 -alkanediol-9-EO, C 14 / C 15 -oxalcohol-11-EO, sec.-C 11 -C 1s -alcohol-9-EO.
  • non-ionic surfactants which can be used are the water-soluble adducts of ethylene oxide with 20-250 ethylene glycol ether groups and 10-100 propylene glycol ether groups with polypropylene glycol, alkylenediamine-poly-propylene glycol and with alkylpolypropylene glycols with 1-10 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.
  • acyl cyanamide salts in combination with nonionic surfactants, an unusually good cleaning effect is achieved with agents which contain 1-30% by weight, preferably 3-15% by weight, acyl cyanamide salt with 1-30% by weight, preferably 2-15% by weight. %, nonionic surfactant from the group of alcohol ethoxylates and alkylphenol ethoxylates in addition to other common constituents of detergents and cleaning agents.
  • acylcyanamide salts are present in combination with nonionic surfactants of the alcohol ethoxylate type have a very particularly high cleaning power against grease and pigment soiling.
  • This combination of surfactants contains acyl cyanamide salts and nonionic surfactants of the formula in which R represents an n-alkyl or n-alkenyl radical having 12-18 carbon atoms and n is an average value with a size of 4-15, in a weight ratio of 1: 4 to 4: 1, preferably 2: 3 to 4: 1, and it is contained in the agents at 2-50% by weight, in particular 5-30% by weight.
  • compositions contain 1-30% by weight, preferably 3-15% by weight, of acylcyanamide of the formula I, 1-30% by weight, preferably 3-15% by weight, of synthetic anionic surfactant, in particular from the group of alkylbenzenesulfonates, Ester sulfonates, alcohol sulfates and mixtures thereof and 1-30% by weight, preferably 2-15% by weight 96 nonionic surfactant, in particular from the group of alcohol ethoxylates, alkylphenol ethoxylates and mixtures thereof.
  • the agents according to the invention contain, in addition to the surfactants, so-called builders, also called builders, whose task is to increase the cleaning action of the surfactants and to eliminate the negative effects of water hardness.
  • condensed phosphates especially pentasodium triphosphate, have had an excellent position among the framework substances.
  • These phosphates have excellent performance properties and can be present in the agents as the only framework substances. In these agents, however, they can also be replaced in whole or in part by phosphate substitutes, especially if the pollution of the waste water with the phosphates, which leads to the eutrophication of standing waters, is thereby reduced or avoided.
  • Inorganic and organic compounds which have a builder effect at least partially equivalent to sodium tripolyphosphate are suitable as phosphate substitutes.
  • the suitable water-soluble inorganic compounds are essentially the alkali carbonates and alkali silicates.
  • Useful water-soluble organic compounds can be found in the compound classes of the hydroxycarboxylic acids, aminocarboxylic acids, polycarboxylic acids, carboxyalkyl ethers, the polymeric polycarboxylic acids and the substituted and unsubstituted alkanedi- and polyphosphonic acids.
  • Typical examples of these classes of compounds are citric acid, nitrilotriacetic acid, mellitic acid, carboxymethyloxysuccinic acid, polyacrylic acid, polymethacrylic acid, poly-a-hydroxyacrylic acid, polymaleic acid and the corresponding copolymers and hydroxyethane diphosphonic acid. These compounds are mostly used in the form of their water-soluble salts.
  • Zeolite NaA is mainly used on a large scale as a substitute for sodium tripolyphosphate in low-phosphate and phosphate-free detergents.
  • the framework substance in the agents according to the invention is preferably selected from the group sodium triphosphate, sodium aluminum silicate, sodium nitrilotriacetate, sodium alkane polyphosphonate and mixtures thereof.
  • the builder component is generally present in the detergent according to the invention in an amount of 3 to 70% by weight, preferably in an amount of 20 to 50% by weight; individual builder substances, for example the alkane polyphosphonates, can also be used in much smaller amounts, i.e. present in amounts of 0.1 to 3% by weight.
  • the detergents and cleaning agents according to the invention show a surprisingly high dirt-carrying capacity as a further special property.
  • graying values can be achieved, for example, in textile washing, which are otherwise only observed in the presence of special graying inhibitors, which are generally high molecular weight polyionic compounds. This means that the use of graying inhibitors can be dispensed with entirely, thus considerably simplifying the detergent formulation.
  • the agents can also contain additional graying inhibitors and then achieve a higher dirt-carrying capacity in the liquor than conventional agents.
  • water-soluble colloids are suitable, such as, for example, the water-soluble salts of polymeric carboxylic acids, glue, gelatin, salts of ether carboxylic acids or ether sulfonic acids of starch or cellulose or salts of acidic sulfuric acid esters of cellulose or starch.
  • Water-soluble polyamides containing acidic groups are also suitable for this purpose.
  • Carboxymethylated cellulose or starch in the form of its sodium salts, methyl celluloses and polymers and copolymers of (meth) acrylic acid and maleic acid are preferred.
  • Soluble starch preparations and starch products other than those mentioned above can also be used, e.g. degraded starch, aldehyde starches, etc.
  • polyvinylpyrrolidone-type coloring inhibitors are useful.
  • Another surprising property of the detergents according to the invention is that they give the washed cotton textiles a significantly softer feel than conventional modern detergents. This can go so far that the incorporation of special softening agents, so-called finish substances, into the detergents, as is occasionally done today, and also a subsequent finish in the rinsing bath can be dispensed with. This effect is particularly evident in detergents in which the proportion of acylcyanamides is above 6% by weight, in particular above 12% by weight.
  • Bleaching agents can be contained in the washing and cleaning agents according to the invention in order to remove certain plant stains.
  • Known peroxide-type bleaching agents such as sodium perborate, sodium carbonate perhydrate, potassium peroxomonosulfate and organic percarboxylic acids are particularly suitable. These bleaches can be present alone or can also be used in conjunction with known stabilizers, such as magnesium silicate, sodium ethylenediaminetetraacetate or sodium salts of polyphosphonic acids, which have the task of preventing the premature decomposition of the per compounds by heavy metal salts and the damage to the tissues.
  • bleach activators can be used together with the bleaching agents.
  • anhydrides, carboxamides and carboxylic acid esters are particularly suitable as activators, which have an acylating effect on H 2 O 2 in the wash liquor and thus increase the bleaching power of the liquor.
  • suitable activators are phthalic anhydride, tetraacetylethylenediamine, tetraacetylglycoluril and pentaacetylglucose.
  • the amount of activators in the agents is not more than 1, in particular 0.1-1 equivalent, based on the amount of per-compound present.
  • the per compounds themselves are present in amounts of up to 40% by weight, preferably 1-30% by weight, the stabilizers containing 0.01-5% by weight.
  • washing and cleaning agents according to the invention can also contain other customary additives, in particular foam-regulating agents, enzymes, perfume oils, electrolytes, microbicidal agents and optical brighteners.
  • foam-inhibiting additives soaps with 20-24 carbon atoms, long-chain alkyl melamines, low-foam nonionic surfactants, paraffinic hydrocarbons, microcrystalline waxes and silicone defoamers.
  • Foam-damping soaps and silicone compounds are particularly important, here again the polysiloxanes activated by finely divided Si0 2 .
  • enzymes which can be used to enhance the cleaning action such as proteases, lipases and amylases, can be present as enzymes. Enzymes with an optimum activity in a pH range, as is achieved when the agents are used, and those enzymes which retain their action even at elevated temperatures are preferred.
  • Electrolytes can be contained in the agents for increasing the ionic strength in the application solutions, for pH regulation, as carriers or envelopes, for the desensitization of per compounds or even only as fillers.
  • These are preferably salts of sodium and potassium, for example sodium borate, sodium sulfate and potassium hydrogen phosphate, but can weak acids such as boric acid or bases such as ammonia can also be used.
  • Microbicides can be components of such agents, which should also have a disinfectant effect when used.
  • Typical bactericides and fungicides come into consideration as microbicides if they are compatible with the other components of the agents.
  • Optical brighteners are used in the agents according to the invention when it is a question of using these agents to increase the whiteness of the treated objects optically as well. Numerous compounds have been described in the literature as being useful for this purpose.
  • the derivatives of diaminostilbenedisulfonic acid or its salts are particularly suitable for textile detergents, for example 4,4'-bis (2-anilino-4-morpholino-1,3,5-triazin-6-yl-amino) -stilbene-2, 2'-disulfonic acid, and brighteners of the substituted 4,4'-distyrylbiphenyl type, for example 4,4'-bis (4-chloro-3-sulfostyryl) biphenyl.
  • the agents according to the invention can be produced using the methods customary for conventional washing and cleaning agents.
  • solid agents can be assembled simply by mixing the powdery or granular individual components. Products with better flow behavior, which also have less dust, can be obtained by granulation or spray drying.
  • the preparation of the agents is very simplified by the use of the acylcyanamide salts in anhydrous form, in which they can be easily produced technically.
  • the good temperature stability of the acycyanamide salts has a positive effect in the spray drying process.
  • the production of pasty and liquid agents is also possible using conventional methods. In general, both pre-dissolved and solid components are used, which are optionally mixed and homogenized with further solvent, usually water.
  • the homogenization process can be accelerated, which is already greatly facilitated by the good solubility of the acylcyanamide salts.
  • water-miscible organic solvents such as ethanol or isopropanol
  • hydrotropes such as NaCl or triethanolamine
  • the agent according to Example 3 contains 6.2% by weight of tetraacetylethylene diamine, a bleach activator, and 2.0% by weight of Sokalan® CP5, a partially neutralized modified poly acrylic acid, remarkable.
  • the agent according to Example 6 contains 1.1% by weight of the hexasodium salt of ethylenediaminetetrakismethylenephosphonic acid as a further builder component; on average according to Example 7, 2.2% Dobanol® 45-7, an adduct of C 14/15 oxo alcohol and 7 mol ethylene oxide and 2.5% by weight aminotrismethylene phosphonic acid pentasodium salt are contained as nonionic surfactant.
  • the agent according to Example 12 contains 0.8% sodium citrate as a further builder component.
  • Liquid detergent especially for textiles.
  • a further nonionic surfactant it contains 17.0% by weight of an addition product of 7 mol of ethylene oxide to a mixture of secondary alcohols with 12-14 C atoms and 3.0% by weight of ethylenediaminetetraacetate as calcium complexing agent.
  • the soap used here is the potassium salts of tallow fatty acids.
  • Germ-inhibiting cleaner in concentrated form, which contains 2.6% by weight sodium citrate and 14.5% by weight a mixture of chlorinated and non-chlorinated phenols as disinfectant in addition to the surfactants.
  • Aqueous-alcoholic, almost salt-free agent for cleaning hard surfaces, especially glass and ceramics contains 8.0% by weight of ethanol.

Landscapes

  • 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)
  • Detergent Compositions (AREA)

Claims (9)

1. Produit de lavage et de nettoyage pour matériaux solides, en particulier pour textiles, contenant au moins un agent tensio-actif synthétique anionique et au moins un adjuvant de détergence choisi parmi des phosphates condensés et des substances de remplacement des phosphates, ainsi qu'éventuellement un agent tensio-actif non ionique, caractérisé en ce que la fraction des agents tensio-actifs anioniques est constituée en partie ou en totalité d'un sel d'acylcyanamide de formule générale:
Figure imgb0008
dans laquelle Me représente le sodium ou le potassium, et R représente un radical alkyle ou alcényle ayant de 9 à 23 atomes de carbone, qui peut être substitué par des groupes hydroxyle ou alc- oxy.
2. Produit selon la revendication 1, caractérisé par le fait qu'en ce qui concerne le sel d'acylcyanamide de formule I, il s'agit du sel de sodium dans lequel le radical alkyle, ou respectivement alcényle, contient de 11 à 17 atomes de carbone et n'est pas substitué.
3. Produit selon la revendication 1 ou 2, caractérisé en ce que le sel d'acylcyanamide se trouve en combinaison avec au moins un agent tensio-actif synthétique anionique choisi parmi des alkylbenzènesulfonates, des estersulfonates, des alcanesulfonates, des oléfinesulfonates, des sulfates d'alcools et des alkylpolyglycoléthersul- fates.
4. Produit selon la revendication 1 ou 2, caractérisé en ce que le sel d'acylcyanamide est présent en combinaison avec au moins un agent tensio-actif synthétique non ionique choisi parmi des produits d'oxyéthylation d'alcools et des produits d'oxyéthylation d'alkylphénols.
5. Produit selon la revendication 3, caractérisé en ce qu'il contient:
1-30% en poids, de préférence 3-15% en poids d'un sel d'acylcyanamide de formule I,
1-30% en poids, de préférence 3-15% en poids d'un agent tensio-actif synthétique anionique, choisi parmi des alkylbenzènesulfonates, estersulfonates, sulfates d'alcools et des mélanges de ceux-ci, ainsi que,
40-98% en poids d'autres composants usuels de produits de lavage et de nettoyage.
6. Produit selon la revendication 4, caractérisé en ce qu'il contient:
1-30% en poids, de préférence 3-15% en poids d'un sel d'acylcyanamide de formule I,
1-30% en poids, de préférence 2-15% en poids d'un agent tensio-actif synthétique non ionique choisi parmi des produits d'oxyéthylation d'alcools, des produits d'oxyéthylation d'alkylphé- nols ou des mélanges de ceux-ci, ainsi que 40-98% en poids d'autres composants usuels de produits de lavage et de nettoyage.
7. Produit selon l'une quelconque des revendications 1 à 6, caractérisé en ce qu'il contient 2-50% en poids, de préférence 5-30% en poids d'une combinaison d'un sel d'acylcyanamide de formule 1 et d'un agent tensio-actif non ionique de formule R-O(CH2-CH2-O)m-H, dans laquelle R représente un groupe n-alkyle ou n-alcényle ayant de 12 à 18 atomes de carbone, et m a une valeur moyenne allant de 4 à 15, avec un rapport pondéral du sel d'acylcyanamide à l'agent tensio-actif non ionique allant de 1:4 à 4:1, de préférence de 2:3 à 4:1.
8. Produit selon l'une quelconque des revendications 1 à 7, caractérisé en ce qu'il contient: 1-30% en poids, de préférence 3-15% en poids d'un sel d'acylcyanamide de formule I,
1-30% en poids, de préférence 3-15% en poids d'un agent tensio-actif synthétique anionique choisi parmi des alkylbenzènesulfonates, estersulfonates, sulfates d'alcools et des mélanges de ceux-ci,
1-30% en poids, de préférence 2-15% en poids d'un agent tensio-actif synthétique non ionique choisi parmi des produits d'oxyéthylation d'alcools, des produits d'oxyéthylation d'alkylphé- nols et des mélanges de ceux-ci, et
10-97% en poids d'autres composants usuels de produits de lavage et de nettoyage.
9. Produit selon l'une quelconque des revendications 1 - 8, caractérisé en ce qu'il contient: 1-30% en poids, de préférence 3-15% en poids d'un sel d'acylcyanamide de formule I,
1-30% en poids, de préférence 3-15% en poids d'un agent tensio-actif synthétique anionique choisi parmi des alkylbenzènesulfonates, estersulfonates, sulfates d'alcools et des mélanges de ceux-ci,
1-30% en poids, de préférence 2-15% en poids d'un agent tensio-actif synthétique non ionique choisi parmi des produits d'oxyéthylation d'alcools, des produits d'oxyéthylation d'alkylphé- nols et des mélanges de ceux-ci,
3-70% en poids, de préférence 20-50% en poids d'un adjuvant de détergence, choisi en particulier parmi le triphosphate de sodium, l'aluminosilicate de sodium, le nitrilotriacétate de sodium, un al- canepolyphosphate de sodium et des mélanges de ceux-ci,
0-40% en poids, de préférence 1-30% en poids d'un agent de blanchiment de type peroxyde, éventuellement conjointement avec des stabilisants et des activateurs, 0-20% en poids, de préférence 0,05-10% en poids d'un agent régulateur de mousse,
0-94% en poids d'autres composants usuels de produits de lavage et de nettoyage.
EP84106288A 1983-06-09 1984-06-01 Agent de lavage et de nettoyage avec une teneur en sels d'acylcyanamide Expired EP0131137B1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AT84106288T ATE32522T1 (de) 1983-06-09 1984-06-01 Wasch- und reinigungsmittel mit einem gehalt an acylcyanamidsalzen.

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19833320726 DE3320726A1 (de) 1983-06-09 1983-06-09 Wasch- und reinigungsmittel mit einem gehalt an acylcyanamidsalzen
DE3320726 1983-06-09

Publications (2)

Publication Number Publication Date
EP0131137A1 EP0131137A1 (fr) 1985-01-16
EP0131137B1 true EP0131137B1 (fr) 1988-02-17

Family

ID=6200964

Family Applications (1)

Application Number Title Priority Date Filing Date
EP84106288A Expired EP0131137B1 (fr) 1983-06-09 1984-06-01 Agent de lavage et de nettoyage avec une teneur en sels d'acylcyanamide

Country Status (5)

Country Link
US (1) US4547306A (fr)
EP (1) EP0131137B1 (fr)
JP (1) JPS606793A (fr)
AT (1) ATE32522T1 (fr)
DE (2) DE3320726A1 (fr)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3413292A1 (de) * 1984-04-09 1985-10-17 Henkel KGaA, 4000 Düsseldorf Textil-waschmittel fuer farbige textilien
GB9109929D0 (en) * 1991-05-08 1991-07-03 Interox Chemicals Ltd Thickened compositions
FR2693127B1 (fr) * 1992-07-01 1994-08-26 Coatex Sas Suspensions aqueuses stables de zéolithes, leurs procédés d'obtention et leurs utilisations.
EP0753041A1 (fr) * 1994-04-22 1997-01-15 The Procter & Gamble Company Compositions de detergent granulaire contenant de l'amylase
US6008316A (en) * 1998-09-03 1999-12-28 National Starch And Chemical Investment Holding Corporation Functionalized polyamines
DE10004677A1 (de) * 2000-02-03 2001-08-09 Cognis Deutschland Gmbh Tensidmischung mit Fettalkoholalkoxylaten aus pflanzlichen Rohstoffen
DE10063762A1 (de) * 2000-12-21 2002-06-27 Cognis Deutschland Gmbh Nichtionische Tenside
US6730650B1 (en) 2002-07-09 2004-05-04 The Dial Corporation Heavy-duty liquid detergent composition comprising anionic surfactants
US7846888B2 (en) * 2006-02-07 2010-12-07 Battelle Energy Alliance, Llc Long lasting decontamination foam
US9499772B2 (en) 2013-03-13 2016-11-22 Battelle Energy Alliance, Llc Methods of decontaminating surfaces and related compositions

Family Cites Families (7)

* Cited by examiner, † Cited by third party
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
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
DE3031636A1 (de) * 1980-08-22 1982-04-08 Henkel KGaA, 4000 Düsseldorf Verwendung von acylcyanamiden als korrosionsschutzmittel
FR2503746A1 (fr) * 1981-04-09 1982-10-15 Air Liquide Composition activante pour le blanchiment au moyen de produits peroxydes
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
JPS606793A (ja) 1985-01-14
EP0131137A1 (fr) 1985-01-16
DE3469364D1 (en) 1988-03-24
DE3320726A1 (de) 1984-12-13
ATE32522T1 (de) 1988-03-15
US4547306A (en) 1985-10-15

Similar Documents

Publication Publication Date Title
EP0158260B1 (fr) Détergent pour textiles colorés
EP0291869A2 (fr) Détergent sans phosphate à tendence d'incrustation réduite
EP0435903A1 (fr) Produits de lavage a basses temperatures
DE2703020A1 (de) Waschmittel mit einem gehalt an hydroxyalkylaminen
DE2412839B2 (de) Verfahren zum Waschen von Textilien, sowie Mittel zur Durchführung des Verfahrens
EP0131137B1 (fr) Agent de lavage et de nettoyage avec une teneur en sels d'acylcyanamide
CH639691A5 (de) Phosphatfreies waschmittel.
DE1792308A1 (de) Schwachschaeumende Wasch-,Spuel- und Reinigungsmittel
DE1964024A1 (de) Wasch- und Reinigungsmittel
DE2644289A1 (de) Wasch- und reinigungsmittel
DE1964023A1 (de) Wasch- und Reinigungsmittel
DE2752658A1 (de) Verwendung der umsetzungsprodukte von epsilon-caprolactam und vicinalen hydroxyalkylaminen oder deren addukte mit epoxyalkanen als bestandteil von tensidgemischen in waschmitteln
EP0011846B1 (fr) Agent de lavage et de nettoyage, contenant un mélange de sels d'adjuvants ayant une faible teneur en phosphates
EP0576479B1 (fr) Produit de lavage liquide ou pateux
DE2729243C2 (de) Für die Kaltwäsche geeignetes Waschmittel
DE2136672B2 (de) Wasch- und Reinigungsmittel
DE1964026A1 (de) Wasch- und Reinigungsmittel
EP0157320B1 (fr) Lessive pour lavage à froid à la main et en machine
DE2112678A1 (de) Mittel zur Herstellung waessriger,in der Kaelte wirksamer Oxydationsbaeder,insbesondere in der Kaelte wirksamer Bleich- und Waschlaugen fuer Textilien
DE2306069A1 (de) Waschmittel
DE3905671C2 (de) Zur Herstellung wäßriger Konzentrate geeignetes Waschmittelgranulat
DE1964025A1 (de) Wasch- und Reinigungsmittel
DE2157209A1 (de) Antimikrobiell wirksame textilbehandlungsmittel
DE2644498A1 (de) Zur herstellung phosphatarmer bzw. phosphatfreier wasch- und reinigungsmittel geeignete n-acyl-4-amino-2-oxabutancarbonsaeuren
DE1792308C (de) Schwachschaumende Wasch , Spul und Reinigungsmittel

Legal Events

Date Code Title Description
PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

Free format text: ORIGINAL CODE: 0009012

AK Designated contracting states

Designated state(s): AT BE CH DE FR GB IT LI LU NL SE

17P Request for examination filed

Effective date: 19850607

17Q First examination report despatched

Effective date: 19860410

RBV Designated contracting states (corrected)

Designated state(s): AT BE CH DE FR GB IT LI NL

GRAA (expected) grant

Free format text: ORIGINAL CODE: 0009210

AK Designated contracting states

Kind code of ref document: B1

Designated state(s): AT BE CH DE FR GB IT LI NL

REF Corresponds to:

Ref document number: 32522

Country of ref document: AT

Date of ref document: 19880315

Kind code of ref document: T

GBT Gb: translation of ep patent filed (gb section 77(6)(a)/1977)
REF Corresponds to:

Ref document number: 3469364

Country of ref document: DE

Date of ref document: 19880324

ET Fr: translation filed
ITF It: translation for a ep patent filed

Owner name: STUDIO JAUMANN

PLBE No opposition filed within time limit

Free format text: ORIGINAL CODE: 0009261

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: NO OPPOSITION FILED WITHIN TIME LIMIT

26N No opposition filed
PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: CH

Payment date: 19890522

Year of fee payment: 6

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: DE

Payment date: 19890524

Year of fee payment: 6

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: AT

Payment date: 19890601

Year of fee payment: 6

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: FR

Payment date: 19890613

Year of fee payment: 6

ITTA It: last paid annual fee
PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: NL

Payment date: 19890630

Year of fee payment: 6

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: GB

Payment date: 19900518

Year of fee payment: 7

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: AT

Effective date: 19900601

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: LI

Effective date: 19900630

Ref country code: CH

Effective date: 19900630

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: BE

Payment date: 19900709

Year of fee payment: 7

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: NL

Effective date: 19910101

NLV4 Nl: lapsed or anulled due to non-payment of the annual fee
PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: FR

Effective date: 19910228

REG Reference to a national code

Ref country code: CH

Ref legal event code: PL

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: DE

Effective date: 19910301

REG Reference to a national code

Ref country code: FR

Ref legal event code: ST

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: GB

Effective date: 19910601

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: BE

Effective date: 19910630

BERE Be: lapsed

Owner name: HENKEL K.G.A.A.

Effective date: 19910630

GBPC Gb: european patent ceased through non-payment of renewal fee