EP0783560B1 - Disinfecting detergent for use on hard surfaces - Google Patents

Disinfecting detergent for use on hard surfaces Download PDF

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Publication number
EP0783560B1
EP0783560B1 EP95934068A EP95934068A EP0783560B1 EP 0783560 B1 EP0783560 B1 EP 0783560B1 EP 95934068 A EP95934068 A EP 95934068A EP 95934068 A EP95934068 A EP 95934068A EP 0783560 B1 EP0783560 B1 EP 0783560B1
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EP
European Patent Office
Prior art keywords
alkyl
formula
weight
carbon atoms
disinfectant
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.)
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EP95934068A
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German (de)
French (fr)
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EP0783560A1 (en
Inventor
Gregory Van Buskirk
Eva Kiewert
Birgit Middelhauve
Karl-Heinz Disch
Carsten Friese
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Ecolab GmbH and Co OHG
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Henkel Ecolab GmbH and Co KG
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Priority to EP00108422A priority Critical patent/EP1018542A1/en
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Classifications

    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/48—Medical, disinfecting agents, disinfecting, antibacterial, germicidal or antimicrobial compositions
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66—Non-ionic compounds
    • C11D1/835—Mixtures of non-ionic with cationic compounds
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66—Non-ionic compounds
    • C11D1/835—Mixtures of non-ionic with cationic compounds
    • C11D1/8355—Mixtures of non-ionic with cationic compounds containing a combination of non-ionic compounds differently alcoxylised or with different alkylated chains
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38—Cationic compounds
    • C11D1/40—Monoamines or polyamines; Salts thereof
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38—Cationic compounds
    • C11D1/52—Carboxylic amides, alkylolamides or imides or their condensation products with alkylene oxides
    • C11D1/528—Carboxylic amides (R1-CO-NR2R3), where at least one of the chains R1, R2 or R3 is interrupted by a functional group, e.g. a -NH-, -NR-, -CO-, or -CON- group
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38—Cationic compounds
    • C11D1/62—Quaternary ammonium compounds
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66—Non-ionic compounds
    • C11D1/662—Carbohydrates or derivatives
    • 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
    • C11D1/72—Ethers of polyoxyalkylene glycols
    • 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
    • C11D1/722—Ethers of polyoxyalkylene glycols having mixed oxyalkylene groups; Polyalkoxylated fatty alcohols or polyalkoxylated alkylaryl alcohols with mixed oxyalkylele groups

Definitions

  • the invention relates to the use of alkyl glycosides and alkyl ethers to strengthen the germ-reducing effect of disinfectant-containing Hard surface cleaners and disinfectant cleaners for hard surfaces with selected disinfectants. All non-textile that occur in the household are hard surfaces Understand surfaces, e.g. B. floors, work surfaces, kitchen appliances, Sinks, shower and bath tubs, toilet bowls, dishes etc.
  • Disinfectant cleaning agents are known; so far, however, it is not successful, optimal cleaning performance and optimal disinfection effect connect with each other.
  • Common disinfectant detergents included e.g. quaternary ammonium compounds in connection with nonionic surfactants; such cleaning agents have sufficient disinfectants Effect, their cleaning performance leaves something to be desired.
  • a replacement of the non-ionic surfactants by cleaning agents anionic surfactants have the disadvantage that the disinfectant effect wears off strongly.
  • the object of the present invention is based on disinfectant-containing Prior art cleaning agents such surfactant combinations to find the - in addition to good cleaning performance - for an increase in the germ-reducing effect of the detergents disinfectant contained.
  • Another job is to use detergents for hard surfaces to develop selected disinfectant agents that both have a good cleaning performance as well as a good disinfectant effect.
  • German published documents DE 34 44 958 and DE 36 19 375 describe the use of alkyl glycosides as potentiating agents Increasing the microbicidal activity of biguanide compounds or Alcohols and carboxylic acids, especially in personal care products.
  • European patent application EP-A-0 106 692 discloses cleaning agents which contain polyethylene glycol, nonionic surfactants, polysaccharides (preferably with a C 12 -C 14 alkyl chain) and quaternary ammonium compounds.
  • German patent application DE 40 07 758 disinfectants Detergent for automatically operated systems for Spray disinfection of hospital furnishings described a quaternary ammonium compound and the reaction product as disinfectant of N-substituted propylenediamines with glutamic acid or Contain glutamic acid esters.
  • Alkyl and / or alkenyl oligoglycosides are known substances that obtained according to the relevant procedures of preparative organic chemistry can be. Representing the extensive literature referred to the documents EP-A1-0 301 298 and WO 90/3977.
  • the alkyl and / or alkenyl oligoglycosides can differ from aldoses or Derive ketoses with 5 or 6 carbon atoms, preferably glucose.
  • the preferred alkyl and / or alkenyl oligoglycosides are thus alkyl and / or Alkenyloligoglycosides.
  • the alkyl or alkenyl radical R 1 can be derived from primary alcohols with preferably 8 to 11 carbon atoms. Typical examples are caprylic alcohol, capric alcohol and undecyl alcohol and their technical mixtures, such as are obtained, for example, in the hydrogenation of technical fatty acid methyl esters or in the course of the hydrogenation of aldehydes from Roelen's oxosynthesis.
  • the alkyl or alkenyl radical R 1 can also be derived from primary alcohols having 12 to 22, preferably 12 to 14, carbon atoms. Typical examples are lauryl alcohol, myristyl alcohol, cetyl alcohol, Palmoleyla alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, elaidyl alcohol, petroselinyl alcohol, arachyl alcohol, gadoleyl alcohol, behenyl alcohol, erucyl alcohol and their technical mixtures.
  • the alkyl ethers of the formula II are known nonionic surfactants which are obtained by adding initially propylene oxide and then ethylene oxide or exclusively ethylene oxide to fatty alcohols.
  • Typical examples are alkyl ethers of the formula (II) in which R 2 represents an alkyl radical having 12 to 18 carbon atoms, x represents 0 or 1 and y represents numbers from 2 to 5.
  • the indices x and y represent mean values.
  • alkyl ethers of the formula II are, for. B. C 12-14 fatty alcohol x 6 E0, octanol x 4 E0 and C 10-14 fatty alcohol x 1 P0 x 6 E0; E0 stands for ethylene oxide, P0 stands for propylene oxide.
  • the alkyl ethers of the formula II can preferably have a narrow homolog distribution; in these cases, formulations with particularly advantageous physical properties are obtained.
  • the nitrogenous substances listed under A) are compounds whose antimicrobial effectiveness is known; in the patent US 4,652,585 describes several synthesis possibilities in detail.
  • the aliphatic amines mentioned under B) are tertiary amines, which are at least carry one, but preferably two, aminoalkyl groups, where it is linear alkyl groups with 2 to 6 carbon atoms, preferably the Propyl group.
  • Such substances are commercially available, e.g. N, N-bis (3-aminopropyl) dodecylamine, which is sold under the name Lonzabac 12 is offered by Lonza.
  • the quaternary ammonium compounds mentioned under C) are also commercially available Substances. Examples include dimethyldioctyl ammonium chloride, Didecyl-dimethyl-ammonium chloride, didodecyl-dimethyl-ammonium chloride, Dimethyl-ditetradecyl-ammonium chloride, dihexadecyl-dimethylammonium chloride, Decyl-dimethyl-octyl-ammonium chloride, dimethyl-dodecyloctylammonium chloride, Benzyl-decyl-dimethyl-ammonium chloride, benzyl-dimethyl-dodecyl-ammonium chloride, Benzyl-dimethyl-tetradecylammoniumchlorid, Decyl-dimethyl- (ethylbenzyl) -ammonium chloride, decyl-dimethyl- (dimethylbenzyl) -ammoni
  • alkyl and / or alkenyl oligoglycosides of the formula I in an amount of 0.1 to 20% by weight is particularly preferred, especially in an amount of 0.2 to 10 wt .-%, based on the total detergent;
  • Alkyl ethers of formula II are preferably in an amount of 0.05 up to 20 wt .-%, in particular 0.1 to 10 wt .-%, based on the total Detergent included.
  • An increase in the germ-reducing effect of the detergents Disinfectant contained is particularly with disinfectant quantities from 0.01 to 5% by weight, in particular 0.02 to 3% by weight on all detergents.
  • Another object of the invention are disinfectant cleaning agents for hard surfaces, good cleaning performance and good disinfectant effect connect with each other in a very special way.
  • Such cleaning agents are obtained if alkyl and / or alkenyl oligoglycosides of the formula I with an alkyl chain length limited to C 8 to C 10 are used, otherwise the alkyl ethers of the formula II already described above are used, alkyl chain lengths of C 8 to C 14 being preferred , and used as disinfectant one or more of the compounds listed above under A, B or C.
  • the cleaning agents according to the invention have very particularly positive properties if the disinfectant is selected from the substances mentioned under A above and the substances mentioned above under B, where V n in the formula is 3, R 6 is an alkyl radical with 12 to 16 carbon atoms. Represents atoms and R 7 is an aminopropyl radical.
  • All substances used in the cleaning agents can of course not only be used as pure substances, but also in the form of mixtures of different representatives of a compound class; for example, the simultaneous use of a C 8-10 alkyl glycoside and a C 12-16 alkyl glycoside is possible (e.g. in a ratio of 10: 1 to 1: 2), or the simultaneous use of an ethoxylated alkyl ether and an alkyl ether which both propoxylates and is also ethoxylated.
  • Mixtures of disinfectants can also be used, e.g. a disinfectant named under A together with one under B disinfectants mentioned.
  • alkyl and / or alkenyl oligoglycosides of the formula I and the alkyl ethers of formula II can optionally other nonionic surfactants in amounts of up to 20% by weight, based on the total cleaning agent, be included.
  • nonionic surfactants include e.g. Ethylene oxide addition products Fatty acids, fatty amines or fatty acid amides.
  • end group-locked Derivatives of such alkoxylation products, preferably with end groups, that contain 2 to 10 carbon atoms are possible.
  • amphoteric or zwitterionic surfactants can optionally be present in an amount of up to 10% by weight, based on the total cleaning agent.
  • Suitable amphoteric surfactants include derivatives of tertiary aliphatic amines or quaternary aliphatic ammonium compounds, the aliphatic radicals of which can be straight-chain or branched and one of which carries a carboxy, sulfo, phosphono, sulfato or phosphato group.
  • amphoteric surfactants are dimethyl-tetradecyl-glycine, dimethyl-hexadecyl-glycine, dimethyl-octadecyl-glycine, 3- (dimethyl-dodecylammonio) -1-propanesulfonate and those under the names Dehyton (R) AB, CB, K and G (Supplier Henkel) distributed amphoteric surfactants.
  • Anionic surfactants such as Fatty alcohol sulfates, fatty alcohol ether sulfates, In principle, ⁇ -olefin sulfonates can be used in small amounts of 10 % By weight, in particular up to 5% by weight, based on the total cleaning agent, be included, preferably in the cleaning agents described however contain at most 2% by weight of anionic surfactants.
  • anionic surfactants there it is self-evident for the expert that he the compatibility of the anionic surfactants with the disinfectants contained in the cleaning agents Verify agents for the germ-reducing effect got to.
  • the cleaning agents described can be water-soluble organic Solvents, preferably from the groups of alcohols with 1 to 4 carbon atoms, the glycols with 2 to 4 carbon atoms and the derivable from these Diglycols and diglycol ethers.
  • solvents are for example methanol, ethanol, propanol, isopropanol, tert-butanol, Ethylene glycol, propylene glycol, butylene glycol, diethylene glycol, dipropylene glycol, Diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, Diethylene glycol monopropyl ether and diethylene glycol monobutyl ether.
  • organic Solvents can be used in amounts of about 5 to 40, preferably about 10 to 20 wt .-% can be used.
  • the detergents can contain conventional additives, e.g. dyes or fragrances, thickeners, hydrotropes, opacifiers etc. contain.
  • Amine oxides are preferably contained at most in amounts of up to 2% by weight, in particular, disinfectant cleaning agents are according to the invention but free of amine oxides.
  • Another object of the invention is a method for disinfecting Cleaning hard surfaces, characterized in that one of the like Detergent-containing cleaning agents described above in undiluted Form or in the form of a preparation diluted with water on a hard surface is applied and then the surface in the usual Way is cleaned.
  • the content is of disinfectant 0.01 to 5 wt .-%, based on the total cleaning agent.
  • the detergent is diluted with water, there is an application concentration from 0.001 to less than 5% by weight, in particular from 0.001 up to 0.05 wt .-%, advantageous.
  • the detergent can form complexing agents contain.
  • Examples include the sodium salts of methane diphosphonic acid, Hydroxyethane-1,1-diphosphonic acid, 1-aminoethane-1,1-diphosphonic acid, Amino-trimethylenephosphonic acid, ethylenediamine-tetra (methylenephosphonic acid), Diethylenetriamine penta (methylenephosphonic acid), 2-phosphonobutane-1,2,4-tricarboxylic acid and nitrilotriacetic acid (NTA).
  • NTA 2-phosphonobutane-1,2,4-tricarboxylic acid
  • Such complexing agents are preferably in the cleaning agents Quantities not exceeding 10% by weight, in particular approximately 0.5% by weight to 4% by weight, contain.
  • Dodigen TM 1611 (Hoechst) Coconut alkyl dimethyl benzyl ammonium chloride Lonzabac TM 12 (from Lonza) N, N-bis (3-aminopropyl) -C 12 alkylamine Bardac TM 22 (from Lonza) Didecyl dimethyl ammonium chloride Disinfectant I Reaction product of cocospropylene-1,3-diamine with L-glutamic acid prepared according to US 4,652,585 Fettalkoholoxylate: the alkyl chain of the fatty alcohol (FA) and the molar ethylene oxide (EO) or propylene oxide (PO) components are indicated.
  • FA fatty alcohol
  • EO molar ethylene oxide
  • PO propylene oxide
  • NRE denotes FA alkoxylates with narrow homolog distribution (narrow range ethoxylated)
  • Glucopon TM 225 Henkel
  • Glucopon TM 600 Henkel
  • C 12-16 alkyl 1,4-glucoside Sokalan TM DCS from BASF
  • Sodium salt of a dicarboxylic acid mixture adipic, glutaric, succinic acid
  • the germ-reducing effectiveness of the cleaning agents was tested in a quantitative suspension test based on the guidelines for the testing and evaluation of chemical disinfection processes of the German Society for Hygiene and Microbiology (DGHM), status 1981, against the bacterial strain Pseudomonas aeruginosa.
  • 10 ml of the cleaning agent to be tested was mixed with 0.1 ml of a germ suspension (approx. 10 8 - 10 9 germs per ml) at 20 ° C.
  • test method described below according to "Seifen- ⁇ le-Fette-Wwachs", 112 , 371, (1986) was used to test the cleaning ability and provides very reproducible results.
  • the cleaning agent to be tested was then placed on an artificially soiled plastic surface.
  • a mixture of carbon black, machine oil, triglyceride, saturated fatty acids and low-boiling aliphatic hydrocarbon was used as artificial soiling for the dilute use of the cleaning agent.
  • the test area of 26 x 28 cm was evenly coated with 2 g of the artificial soiling with the aid of a surface coater.
  • a plastic sponge was each with 10 ml of a 1 wt .-% aqueous Solution of the cleaning agent to be tested soaked and mechanically on the also with 10 ml of a 1% by weight aqueous solution of the test Detergent coated test area moves.
  • the cleaned test area was covered with flowing Water is kept and the loose dirt is removed.
  • the cleaning effect i.e. the whiteness of the plastic surface cleaned in this way measured with a color difference measuring device "Microcolor" (Dr. B. Lange).
  • the clean white plastic surface served as the white standard.
  • Disinfectant cleaning agents of the following compositions were produced (figures in% by weight): 1 2 (V) 3 (V) Glucopon 225 5 - 5 C 12-14 -FA + 6 E0 5 10 - C 12-14 -FA + 5 E0 + 5 P0 - - 5 Disinfectant I 1 1 1 Sokalan DCS 5 5 5 water ad 100 ad 100 ad 100
  • composition 1 has a germ reduction which is two orders of magnitude better than that of compositions 2 (V) and 3 (V). 4 5 (V) Glucopon 225 6 8th C 8 -FA + 1 P0 + 9 E0 2 - Disinfectant I 0.5 0.5 Bardac 22 0.5 0.5 Sokalan DCS 5 5 water ad 100 ad 100
  • Composition 4 is according to the invention, 5 (V) is a comparative example.
  • compositions have sufficient disinfectant properties; it turns out, however, that the joint use of APG 225 and C 8 -FA + 1 P0 + 9 E0 according to the invention leads to an increase in cleaning power.
  • compositions 6 to 18 used according to the invention have good cleaning ability and good germ-reducing effect.
  • Comparative composition 19 shows a significantly worse one Detergency.

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  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Detergent Compositions (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Apparatus For Disinfection Or Sterilisation (AREA)
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Abstract

Mixts. of (a) alk(en)yl glycosides of formula R<1>-O-(G)p (I), and (b) alkyl ethers of formula (II) are used to enhance the sterilising effects of detergents contg. disinfectants intended for use on hard surfaces. In the formulae R<1> = 8-22C alk(en)yl; R<2> = 8-18 (8-14)C aliphatic alk(en)yl; (G) = 5-6C glycose, pref. glucose; p = 1-10; x = 0-3 (pref. 0-2); and y = 1-15 (pref. 2.5-10). Also claimed are (i) aq. disinfectant detergents contg. 0.1-20 (pref. 0.2-10) wt.% (I: R<1> is 8-10C alk(en)yl), 0.05-20 (pref. 0.1-10) wt.% (II) and 0.01-5 (pref. 0.02-3) wt.% disinfectant (A), (B) or (C) (see below), all w.r.t. the detergent, and (ii) a method for the disinfecting and cleaning of hard surfaces using the detergent in undiluted or water-diluted form.

Description

Die Erfindung betrifft die Verwendung von Alkylglykosiden und Alkylethern zur Verstärkung der keimreduzierenden Wirkung von desinfektionsmittelhaltigen Reinigungsmitteln für harte Oberflächen sowie desinfizierende Reinigungsmittel für harte Oberflächen mit ausgewählten Desinfektionsmitteln. Als harte Oberflächen sind alle im Haushalt auftretenden, nicht textilen Oberflächen zu verstehen, z. B. Fußböden, Arbeitsflächen, Küchengeräte, Spülbecken, Dusch- und Badewannen, WC-Becken, Geschirr etc.The invention relates to the use of alkyl glycosides and alkyl ethers to strengthen the germ-reducing effect of disinfectant-containing Hard surface cleaners and disinfectant cleaners for hard surfaces with selected disinfectants. All non-textile that occur in the household are hard surfaces Understand surfaces, e.g. B. floors, work surfaces, kitchen appliances, Sinks, shower and bath tubs, toilet bowls, dishes etc.

Desinfizierende Reinigungsmittel sind bekannt; bisher ist es jedoch nicht gelungen, optimale Reinigungsleistung und optimale Desinfektionswirkung miteinander zu verbinden. Übliche desinfizierende Reinigungsmittel enthalten z.B. quartäre Ammoniumverbindungen in Verbindung mit nichtionischen Tensiden; solche Reinigungsmittel verfügen zwar über ausreichende desinfizierende Wirkung, ihre Reinigungsleistung läßt jedoch zu wünschen übrig. Andererseits hat ein Ersatz der nichtionischen Tenside durch reinigungsstarke anionische Tenside den Nachteil, daß die desinfizierende Wirkung stark nachläßt.Disinfectant cleaning agents are known; so far, however, it is not successful, optimal cleaning performance and optimal disinfection effect connect with each other. Common disinfectant detergents included e.g. quaternary ammonium compounds in connection with nonionic surfactants; such cleaning agents have sufficient disinfectants Effect, their cleaning performance leaves something to be desired. On the other hand, a replacement of the non-ionic surfactants by cleaning agents anionic surfactants have the disadvantage that the disinfectant effect wears off strongly.

Aufgabe der vorliegenden Erfindung ist es, ausgehend von desinfektionsmittelhaltigen Reinigungsmitteln des Standes der Technik solche Tensidkombinationen aufzufinden, die - neben einer guten Reinigungsleistung - für eine Verstärkung der keimreduzierenden Wirkung der in den Reinigungsmitteln enthaltenen Desinfektionsmittel sorgen.The object of the present invention is based on disinfectant-containing Prior art cleaning agents such surfactant combinations to find the - in addition to good cleaning performance - for an increase in the germ-reducing effect of the detergents disinfectant contained.

Eine weitere Aufgabe ist es, Reinigungsmittel für harte Oberflächen mit ausgewählten desinfizierend wirkenden Mitteln zu entwickeln, die sowohl eine gute Reinigungsleistung als auch eine gute Desinfektionswirkung aufweisen.Another job is to use detergents for hard surfaces to develop selected disinfectant agents that both have a good cleaning performance as well as a good disinfectant effect.

Die deutschen Offenlegungsschriften DE 34 44 958 und DE 36 19 375 beschreiben die Verwendung von Alkylglykosiden als Potenzierungsmittel zur Steigerung der mikrobiziden Wirksamkeit von Biguanidverbindungen bzw. von Alkoholen und Carbonsäuren, insbesondere in Körperpflegemitteln.The German published documents DE 34 44 958 and DE 36 19 375 describe the use of alkyl glycosides as potentiating agents Increasing the microbicidal activity of biguanide compounds or Alcohols and carboxylic acids, especially in personal care products.

In der internationalen Patentanmeldung WO 86/5199 werden Reinigungsmittel offenbart, die als Tenside Alkylglykoside, Aminoxide und quaternäre Ammoniumverbindungen enthalten.In the international patent application WO 86/5199 cleaning agents discloses the surfactants alkyl glycosides, amine oxides and quaternary ammonium compounds contain.

Die internationale Patentanmeldung WO 86/5509 offenbart desinfizierende Reinigungsmittel, die als Tensid Alkylglykoside und als Desinfektionsmittel quarternäre Ammoniumverbindungen enthalten. Die Reinigungswirkung dieser Zusammensetzungen läßt jedoch zu wünschen übrig.International patent application WO 86/5509 discloses disinfectants Detergents that act as surfactant alkyl glycosides and as disinfectants contain quaternary ammonium compounds. The cleaning effect however, these compositions leave something to be desired.

In der europaischen Patentanmeldung EP-A-0 106 692 werden Reinigungsmittel offenbart, die Polyethylenglycol, nicht ionische Tenside, Polysaccharide (vorzugsweise mit einer C12-C14 Alkylkette), und quaternäre Ammoniumverbindungen enthalten.European patent application EP-A-0 106 692 discloses cleaning agents which contain polyethylene glycol, nonionic surfactants, polysaccharides (preferably with a C 12 -C 14 alkyl chain) and quaternary ammonium compounds.

Schließlich werden in der deutschen Offenlegungsschrift DE 40 07 758 desinfizierende Reinigungsmittel für automatisch betriebene Anlagen zur Sprühdesinfektion von Krankenhauseinrichtungsgegenständen beschrieben, die als Desinfektionsmittel eine quartäre Ammoniumverbindung und das Umsetzungsprodukt von N-substituierten Propylendiaminen mit Glutaminsäure oder Glutaminsäureestern enthalten.Finally, the German patent application DE 40 07 758 disinfectants Detergent for automatically operated systems for Spray disinfection of hospital furnishings described a quaternary ammonium compound and the reaction product as disinfectant of N-substituted propylenediamines with glutamic acid or Contain glutamic acid esters.

Keine der im Stand der Technik enthaltenen Druckschriften offenbart die Verwendung der im folgenden beschriebenen speziellen Tensidkombination zur Verstärkung der keimreduzierenden Wirkung von desinfektionsmittelhaltigen Reinigungsmitteln.None of the documents contained in the prior art disclose the Use of the special surfactant combination described below for Enhance the germ-reducing effect of disinfectant-containing Detergents.

Die der Erfindung zugrundeliegende, oben beschriebene Aufgabe wurde gelöst durch die Verwendung einer Mischung aus

  • a) einem Alkyl- und/oder Alkenyloligoglykosid der Formel (I), R1-O-[G]p in der R1 für einen linearen oder verzweigten Alkyl- oder Alkenylrest mit 8 bis 22 Kohlenstoffatomen, [G] für eine Glykoseeinheit mit 5 oder 6 Kohlenstoffatomen, vorzugsweise eine Glucoseeinheit, und p für eine Zahl von 1 bis 10 steht
    und
  • b) einem Alkylether der Formel II,
    Figure 00030001
    in der R2 für einen linearen oder verzweigten aliphatischen Alkyl-und/oder Alkenylrest mit 8 bis 18, vorzugsweise 8 bis 14, Kohlenstoffatomen, x für 0 oder Zahlen von bis zu 3, vorzugsweise bis zu 2, und y für Zahlen von 1 bis 15, vorzugsweise 2 bis 12, insbesondere 2,5 bis 10, steht. Diese Mischung gewährleistet eine Verstärkung der keimreduzierenden Wirkung von desinfektionsmittelhaltigen Reinigungsmitteln für harte Oberflächen gegenüber solchen desinfizierenden Reinigungsmitteln, die nur eines oder keines der beiden genannten Tenside enthalten.
    • The object on which the invention is based, described above, was achieved by using a mixture of
  • a) an alkyl and / or alkenyl oligoglycoside of the formula (I), R 1 -O- [G] p in which R 1 is a linear or branched alkyl or alkenyl radical having 8 to 22 carbon atoms, [G] is a glycose unit having 5 or 6 carbon atoms, preferably a glucose unit, and p is a number from 1 to 10
    and
  • b) an alkyl ether of the formula II,
    Figure 00030001
    in which R 2 is a linear or branched aliphatic alkyl and / or alkenyl radical having 8 to 18, preferably 8 to 14, carbon atoms, x for 0 or numbers of up to 3, preferably up to 2, and y for numbers from 1 to 15, preferably 2 to 12, in particular 2.5 to 10, is. This mixture ensures an increase in the germ-reducing effect of disinfectant-containing cleaning agents for hard surfaces compared to disinfectant cleaning agents that contain only one or neither of the two surfactants mentioned.

    • Alkyl- und/oder Alkenyloligoglykoside stellen bekannte Stoffe dar, die nach den einschlägigen Verfahren der präparativen organischen Chemie erhalten werden können. Stellvertretend für das umfangreiche Schrifttum sei hier auf die Schriften EP-A1-0 301 298 und WO 90/3977 verwiesen.Alkyl and / or alkenyl oligoglycosides are known substances that obtained according to the relevant procedures of preparative organic chemistry can be. Representing the extensive literature referred to the documents EP-A1-0 301 298 and WO 90/3977.

    Die Alkyl- und/oder Alkenyloligoglykoside können sich von Aldosen bzw. Ketosen mit 5 oder 6 Kohlenstoffatomen, vorzugsweise der Glucose ableiten. Die bevorzugten Alkyl- und/oder Alkenyloligoglykoside sind somit Alkylund/oder Alkenyloligoglucoside.The alkyl and / or alkenyl oligoglycosides can differ from aldoses or Derive ketoses with 5 or 6 carbon atoms, preferably glucose. The preferred alkyl and / or alkenyl oligoglycosides are thus alkyl and / or Alkenyloligoglycosides.

    Die Indexzahl p in der allgemeinen Formel (I) gibt den Oligomerisierungsgrad (DP-Grad), d.h. die Verteilung von Mono- und Oligoglykosiden an und steht für eine Zahl zwischen 1 und 10. Während p in einer gegebenen Verbindung stets ganzzahlig sein muß und hier vor allem die Werte p = 1 bis 6 annehmen kann, ist der Wert p für ein bestimmtes Alkyloligoglykosid eine analytisch ermittelte rechnerische Größe, die meistens eine gebrochene Zahl darstellt. Vorzugsweise werden Alkyl- und/oder Alkenyloligoglykoside mit einem mittleren Oligomerisierungsgrad p von 1,1 bis 3,0 eingesetzt. Aus anwendungstechnischer Sicht sind solche Alkyl- und/oder Alkenyloligoglykoside bevorzugt, deren Oligomerisierungsgrad zwischen 1,4 und 2,0 liegt. The index number p in the general formula (I) gives the degree of oligomerization (DP degree), i.e. the distribution of mono- and oligoglycosides on and stands for a number between 1 and 10. While p in a given connection must always be an integer, especially the values p = 1 to 6 can assume, the value p for a certain alkyl oligoglycoside is one analytically determined arithmetic size, usually a fraction Represents number. Alkyl and / or alkenyl oligoglycosides are preferred with an average degree of oligomerization p of 1.1 to 3.0. From an application point of view, such alkyl and / or alkenyl oligoglycosides are preferred, the degree of oligomerization between 1.4 and 2.0 lies.

    Der Alkyl- bzw. Alkenylrest R1 kann sich von primären Alkoholen mit vorzugsweise 8 bis 11 Kohlenstoffatomen ableiten. Typische Beispiele sind Caprylalkohol, Caprinalkohol und Undecylalkohol sowie deren technische Mischungen, wie sie beispielsweise bei der Hydrierung von technischen Fettsäuremethylestern oder im Verlauf der Hydrierung von Aldehyden aus der Roelen'schen Oxosynthese anfallen. Bevorzugt sind Alkyloligoglucoside der Kettenlänge C8-C10 (DP = 1 bis 3), die als Vorlauf bei der destillativen Auftrennung von technischem C8-C18-Kokosfettalkohol anfallen und mit einem Anteil von weniger als 6 6ew.-% C12-Alkohol verunreinigt sein können sowie Alkyloligoglucoside auf Basis technischer C9/11-Oxoalkohole (DP = 1 bis 3).The alkyl or alkenyl radical R 1 can be derived from primary alcohols with preferably 8 to 11 carbon atoms. Typical examples are caprylic alcohol, capric alcohol and undecyl alcohol and their technical mixtures, such as are obtained, for example, in the hydrogenation of technical fatty acid methyl esters or in the course of the hydrogenation of aldehydes from Roelen's oxosynthesis. Alkyl oligoglucosides of chain length C 8 -C 10 (DP = 1 to 3) are preferred, which are obtained as a preliminary step in the separation of technical C 8 -C 18 coconut fatty alcohol by distillation and with a proportion of less than 6% by weight C 12 - Alcohol can be contaminated and alkyl oligoglucosides based on technical C 9/11 oxo alcohols (DP = 1 to 3).

    Der Alkyl- bzw. Alkenylrest R1 kann sich ferner auch von primären Alkoholen mit 12 bis 22, vorzugsweise 12 bis 14 Kohlenstoffatomen ableiten. Typische Beispiele sind Laurylalkohol, Myristylalkohol, Cetylalkohol, PalmoleylaTkohol, Stearylalkohol, Isostearylalkohol, Oleylalkohol, Elaidylalkohol, Petroselinylalkohol, Arachylalkohol, Gadoleylalkohol, Behenylalkohol, Erucylalkohol, sowie deren technische Gemische.The alkyl or alkenyl radical R 1 can also be derived from primary alcohols having 12 to 22, preferably 12 to 14, carbon atoms. Typical examples are lauryl alcohol, myristyl alcohol, cetyl alcohol, Palmoleyla alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, elaidyl alcohol, petroselinyl alcohol, arachyl alcohol, gadoleyl alcohol, behenyl alcohol, erucyl alcohol and their technical mixtures.

    Bei den Alkylethern der Formel II handelt es sich um bekannte nichtionische Tenside, die man durch Anlagerung von zunächst Propylenoxid und dann Ethylenoxid bzw. ausschließlich Ethylenoxid an Fettalkohole erhält. Typische Beispiele sind Alkylether der Formel (II), in der R2 für einen Alkylrest mit 12 bis 18 Kohlenstoffatomen, x für 0 oder 1 und y für Zahlen von 2 bis 5 steht. Die Indices x und y stellen dabei Mittelwerte dar. Weitere, besonders geeignete, Alkylether der Formel II sind z. B. C12-14-Fettalkohol x 6 E0, Octanol x 4 E0 und C10-14-Fettalkohol x 1 P0 x 6 E0; E0 steht für Ethylenoxid, P0 steht für Propylenoxid. Vorzugsweise können die Alkylether der Formel II eine eingeengte Homologenverteilung aufweisen; in diesen Fällen werden Formulierungen mit besonders vorteilhaften physikalischen Eigenschaften erhalten.The alkyl ethers of the formula II are known nonionic surfactants which are obtained by adding initially propylene oxide and then ethylene oxide or exclusively ethylene oxide to fatty alcohols. Typical examples are alkyl ethers of the formula (II) in which R 2 represents an alkyl radical having 12 to 18 carbon atoms, x represents 0 or 1 and y represents numbers from 2 to 5. The indices x and y represent mean values. Further, particularly suitable, alkyl ethers of the formula II are, for. B. C 12-14 fatty alcohol x 6 E0, octanol x 4 E0 and C 10-14 fatty alcohol x 1 P0 x 6 E0; E0 stands for ethylene oxide, P0 stands for propylene oxide. The alkyl ethers of the formula II can preferably have a narrow homolog distribution; in these cases, formulations with particularly advantageous physical properties are obtained.

    Als desinfizierend wirkende Inhaltsstoffe, auch Desinfektionsmittel genannt, kommen die Desinfektionsmittel in Betracht, die ausgewählt sind aus der Gruppe

  • A) der stickstoffhaltigen Substanzen, die erhältlich sind durch Umsetzung von
  • α) - N-substituierten Propylendiaminen der Formel III, R3 - N(R4) - CH2 - CH2 - CH2 - NH2 in der R3 für einen linearen Alkylrest mit 6 bis 22 Kohlenstoffatomen, bevorzugt mit 12 bis 14 Kohlenstoffatomen steht, und in der R4 für H oder für CH2-CH2-CH2-NH2 steht, mit
    • Verbindungen der Formel IV,
      Figure 00050001
      in der R5 einen Alkylrest mit 1 bis 4 Kohlenstoffatomen oder ein Wasserstoffatom bedeutet,
  • β) und gegebenenfalls weitere Umsetzung der nach α) erhaltenen Produkte mit Ethylenoxid oder Propylenoxid unter an sich bekannten Alkoxylierungsbedingungen,
  • γ) sowie gegebenenfalls Salzbildung der nach α) oder β) erhaltenen Produkte mit anorganischen oder organischen Säuren,
  • B) der aliphatischen Amine der Formel V,
    Figure 00060001
    in der n für eine ganze Zahl von 2 bis 6, vorzugsweise exakt 3, R6 für einen Alkylrest mit 8 bis 18 C-Atomen, R7 für Wasserstoff, einen Alkylrest mit 8 bis 18 C-Atomen oder einen Rest -(CH2)mNH2 steht, in dem m eine ganze Zahl von 2 bis 6, vorzugsweise exakt 3 bedeutet, und
  • C) der quartären Ammoniumverbindungen der Formel VI,
    Figure 00060002
    in der R8 und R9 für Alkylreste mit 8 bis 16, vorzugsweise 10 bis 14 C-Atomen, unsubstituierte oder mit ein oder zwei Chloratomen oder C1-C4-Alkylgruppen substituierte Benzylreste oder N- bzw. S-haltige heterocyclische Reste, insbesondere Pyridyl, stehen und X- ein anorganisches Anion, vorzugsweise Cl- oder Br- darstellt, mit der Maßgabe, daß mindestens einer der Reste R8 oder R9 einen Alkylrest mit 8 bis 16, vorzugsweise 10 bis 14 C-Atomen, ist.
    • The disinfectants selected from the group come into consideration as disinfectant ingredients, also called disinfectants
  • A) the nitrogenous substances that can be obtained by implementing
  • α) - N-substituted propylenediamines of the formula III, R 3 - N (R 4 ) - CH 2 - CH 2 - CH 2 - NH 2 in which R 3 represents a linear alkyl radical having 6 to 22 carbon atoms, preferably having 12 to 14 carbon atoms, and in which R 4 represents H or CH 2 -CH 2 -CH 2 -NH 2 , with
    • Compounds of the formula IV,
      Figure 00050001
      in which R 5 denotes an alkyl radical with 1 to 4 carbon atoms or a hydrogen atom,
  • β) and optionally further reaction of the products obtained according to α) with ethylene oxide or propylene oxide under alkoxylation conditions known per se,
  • γ) and optionally salt formation of the products obtained according to α) or β) with inorganic or organic acids,
  • B) the aliphatic amines of the formula V,
    Figure 00060001
    in which n is an integer from 2 to 6, preferably exactly 3, R 6 for an alkyl radical with 8 to 18 C atoms, R 7 for hydrogen, an alkyl radical with 8 to 18 C atoms or a radical - (CH 2 ) m is NH 2 , in which m is an integer from 2 to 6, preferably exactly 3, and
  • C) the quaternary ammonium compounds of the formula VI,
    Figure 00060002
    in which R 8 and R 9 are alkyl radicals having 8 to 16, preferably 10 to 14, carbon atoms, unsubstituted or substituted by one or two chlorine atoms or C 1 -C 4 -alkyl groups, or N- or S-containing heterocyclic radicals, in particular pyridyl, and X - represents an inorganic anion, preferably Cl - or Br - , with the proviso that at least one of the radicals R 8 or R 9 is an alkyl radical having 8 to 16, preferably 10 to 14, carbon atoms.

    • Die unter A) aufgeführten stickstoffhaltigen Substanzen sind Verbindungen, deren antimikrobielle Wirksamkeit bekannt ist; in der Patentschrift US-4,652,585 sind mehrere Synthesemög lichkeiten ausführlich beschrieben. The nitrogenous substances listed under A) are compounds whose antimicrobial effectiveness is known; in the patent US 4,652,585 describes several synthesis possibilities in detail.

    Die unter B) genannten aliphatischen Amine sind tertiäre Amine, die mindestens eine, vorzugsweise jedoch zwei -Aminoalkylgruppen tragen, wobei es sich um lineare Alkylgruppen mit 2 bis 6 C-Atomen, vorzugsweise die Propylgruppe, handelt. Solche Substanzen sind im Handel erhältlich, z.B. N,N-Bis-(3-aminopropyl)dodecylamin, das unter der Bezeichnung Lonzabac 12 von der Fa. Lonza angeboten wird.The aliphatic amines mentioned under B) are tertiary amines, which are at least carry one, but preferably two, aminoalkyl groups, where it is linear alkyl groups with 2 to 6 carbon atoms, preferably the Propyl group. Such substances are commercially available, e.g. N, N-bis (3-aminopropyl) dodecylamine, which is sold under the name Lonzabac 12 is offered by Lonza.

    Die unter C) genannten quartären Ammoniumverbindungen sind ebenfalls handelsübliche Substanzen. Beispiele hierfür sind Dimethyldioctyl-ammoniumchlorid, Didecyl-dimethyl-ammoniumchlorid, Didodecyl-dimethyl-ammoniumchlorid, Dimethyl-ditetradecyl-ammoniumchlorid, Dihexadecyl-dimethylammoniumchlorid, Decyl-dimethyl-octyl-ammoniumchlorid, Dimethyl-dodecyloctylammoniumchlorid, Benzyl-decyl-dimethyl-ammoniumchlorid, Benzyl-dimethyl-dodecyl-ammoniumchlorid, Benzyl-dimethyl-tetradecylammoniumchlorid, Decyl-dimethyl-(ethylbenzyl)-ammoniumchlorid, Decyl-dimethyl-(dimethylbenzyl)-ammoniumchlorid, (Chlorbenzyl)-decyl-dimethyl-ammoniumchlorid, Decyl-(dichlorbenzyl)-dimethyl-ammoniumchlorid und die Verbindungen, die als Anionen an Stelle von Chlorid Acetat, Propionat oder Bromid enthalten.The quaternary ammonium compounds mentioned under C) are also commercially available Substances. Examples include dimethyldioctyl ammonium chloride, Didecyl-dimethyl-ammonium chloride, didodecyl-dimethyl-ammonium chloride, Dimethyl-ditetradecyl-ammonium chloride, dihexadecyl-dimethylammonium chloride, Decyl-dimethyl-octyl-ammonium chloride, dimethyl-dodecyloctylammonium chloride, Benzyl-decyl-dimethyl-ammonium chloride, benzyl-dimethyl-dodecyl-ammonium chloride, Benzyl-dimethyl-tetradecylammoniumchlorid, Decyl-dimethyl- (ethylbenzyl) -ammonium chloride, decyl-dimethyl- (dimethylbenzyl) -ammonium chloride, (Chlorobenzyl) -decyl dimethyl ammonium chloride, Decyl (dichlorobenzyl) dimethyl ammonium chloride and the compounds that contain as anions instead of chloride acetate, propionate or bromide.

    Einige der genannten quartären Ammoniumverbindungen, inbesondere diejenigen mit C16-Alkylresten, können neben ihrer desinfizierenden Wirkung unter Umständen auch über textilgewebeweichmachende Eigenschaften verfügen. Im Rahmen der vorliegenden Erfindung, die desinfizierende Reinigungsmittel für harte Oberflächen betrifft, sind solche zusätzlichen textilgewebeweichmachenden Eigenschaften gänzlich irrelevant.Some of the quaternary ammonium compounds mentioned, in particular those with C 16 -alkyl radicals, may also have textile-softening properties in addition to their disinfectant effect. In the context of the present invention, which relates to disinfectant cleaning agents for hard surfaces, such additional textile fabric softening properties are completely irrelevant.

    Die Verwendung von Alkyl- und/oder Alkenyloligoglykosiden der Formel I in einer Menge von 0,1 bis 20 Gew.-% ist besonders bevorzugt, insbesondere in einer Menge von 0,2 bis 10 Gew.-%, bezogen auf das gesamte Reinigungsmittel; Alkylether der Formel II sind vorzugsweise in einer Menge von 0,05 bis 20 Gew.-%, insbesondere 0,1 bis 10 Gew.-%, bezogen auf das gesamte Reinigungsmittel, enthalten.The use of alkyl and / or alkenyl oligoglycosides of the formula I in an amount of 0.1 to 20% by weight is particularly preferred, especially in an amount of 0.2 to 10 wt .-%, based on the total detergent; Alkyl ethers of formula II are preferably in an amount of 0.05 up to 20 wt .-%, in particular 0.1 to 10 wt .-%, based on the total Detergent included.

    Eine Verstärkung der keimreduzierenden Wirkung der in den Reinigungsmitteln enthaltenen Desinfektionsmittel ist besonders bei Desinfektionsmittelmengen von 0,01 bis 5 Gew.-%, insbesondere 0,02 bis 3 Gew.-%, bezogen auf das gesamte Reinigungsmittel, zu beobachten.An increase in the germ-reducing effect of the detergents Disinfectant contained is particularly with disinfectant quantities from 0.01 to 5% by weight, in particular 0.02 to 3% by weight on all detergents.

    Ein weiterer Gegenstand der Erfindung sind desinfizierende Reinigungsmittel für harte Oberflächen, die gute Reinigungsleistung und gute Desinfektionswirkung in ganz besonderer Weise miteinander verbinden.Another object of the invention are disinfectant cleaning agents for hard surfaces, good cleaning performance and good disinfectant effect connect with each other in a very special way.

    Solche Reinigungsmittel werden erhalten, wenn man Alkyl- und/oder Alkenyloligoglykoside der Formel I mit einer auf C8- bis C10 beschränkten Alkylkettenlänge verwendet, ansonsten die bereits oben beschriebenen Alkylether der Formel II einsetzt, wobei Alkylkettenlängen von C8 bis C14 bevorzugt sind, und als Desinfektionsmittel eine oder mehrere der oben unter A, B oder C aufgeführten Verbindungen verwendet.Such cleaning agents are obtained if alkyl and / or alkenyl oligoglycosides of the formula I with an alkyl chain length limited to C 8 to C 10 are used, otherwise the alkyl ethers of the formula II already described above are used, alkyl chain lengths of C 8 to C 14 being preferred , and used as disinfectant one or more of the compounds listed above under A, B or C.

    Insbesondere beansprucht werden deshalb wasserhaltige desinfizierende Reinigungsmittel enthaltend

    • ein Alkyl- und/oder Alkenyloligoglykosid der Formel I, in der R1 für einen linearen Alkyl- oder Alkenylrest mit 8 bis 10 C-Atomen steht, in einer Menge von 0,1 bis 20 Gew.-%, vorzugsweise 0,2 bis 10 Gew.-%,
    • einen Alkylether der Formel II in einer Menge von 0,05 bis 20 Gew.-%, vorzugsweise 0,1 bis 10 Gew.-%, und
    • ein Desinfektionsmittel, ausgewählt aus den oben unter A, unter B gemäß Formel V und unter C gemäß Formel VI benannten Substanzen, in einer Menge von 0,01 bis 5 Gew.-%, vorzugsweise 0,02 bis 3 Gew.-%, alle Gew.-%-Angaben bezogen auf das gesamte Reinigungsmittel.
    Water-containing disinfectant cleaning agents are therefore particularly claimed
    • an alkyl and / or alkenyl oligoglycoside of the formula I in which R 1 is a linear alkyl or alkenyl radical having 8 to 10 carbon atoms, in an amount of 0.1 to 20% by weight, preferably 0.2 to 10% by weight,
    • an alkyl ether of the formula II in an amount of 0.05 to 20% by weight, preferably 0.1 to 10% by weight, and
    • a disinfectant selected from the substances named above under A, under B according to formula V and under C according to formula VI, in an amount of 0.01 to 5% by weight, preferably 0.02 to 3% by weight, all % By weight based on the total cleaning agent.

    Ganz besonders positive Eigenschaften weisen die erfindungsgemäßen Reinigungsmittel auf, wenn das Desinfektionsmittel ausgewählt ist aus den oben unter A benannten Substanzen und den oben unter B benannten Substanzen, wobei in der Formel V n für 3 steht, R6 einen Alkylrest mit 12 bis 16 C-Atomen darstellt und R7 ein Aminopropylrest ist. The cleaning agents according to the invention have very particularly positive properties if the disinfectant is selected from the substances mentioned under A above and the substances mentioned above under B, where V n in the formula is 3, R 6 is an alkyl radical with 12 to 16 carbon atoms. Represents atoms and R 7 is an aminopropyl radical.

    Alle in den Reinigungsmitteln eingesetzten Substanzen können selbstverständlich nicht nur als Reinsubstanz, sondern auch in Form von Gemischen verschiedener Vertreter einer Verbindungsklasse verwendet werden; so ist z.B. der gleichzeitige Einsatz eines C8-10-Alkylglykosids und eines C12-16-Alkylglykosids möglich (z.B. im Verhältnis 10:1 bis 1:2), oder der gleichzeitige Einsatz eines ethoxylierten Alkylethers und eines Alkylethers, der sowohl propoxyliert als auch ethoxyliert ist.All substances used in the cleaning agents can of course not only be used as pure substances, but also in the form of mixtures of different representatives of a compound class; for example, the simultaneous use of a C 8-10 alkyl glycoside and a C 12-16 alkyl glycoside is possible (e.g. in a ratio of 10: 1 to 1: 2), or the simultaneous use of an ethoxylated alkyl ether and an alkyl ether which both propoxylates and is also ethoxylated.

    Daneben können auch Gemische von Desinfektionsmitteln verwendet werden, z.B. ein unter A genanntes Desinfektionsmittel gemeinsam mit einem unter B genannten Desinfektionsmittel.Mixtures of disinfectants can also be used, e.g. a disinfectant named under A together with one under B disinfectants mentioned.

    Neben den Alkyl- und/oder Alkenyloligoglykosiden der Formel I und den Alkylethern der Formel II können fakultativ noch weitere nichtionische Tenside in Mengen von bis zu 20 Gew.-%, bezogen auf das gesamte Reinigungsmittel, enthalten sein. Dazu zählen z.B. Ethylenoxidanlagerungsprodukte an Fettsäuren, Fettaminen oder Fettsäureamide. Auch die endgruppenverschlossenen Derivate derartiger Alkoxylierungsprodukte, vorzugsweise mit Endgruppen, die 2 bis 10 C-Atome enthalten, kommen in Frage.In addition to the alkyl and / or alkenyl oligoglycosides of the formula I and the alkyl ethers of formula II can optionally other nonionic surfactants in amounts of up to 20% by weight, based on the total cleaning agent, be included. These include e.g. Ethylene oxide addition products Fatty acids, fatty amines or fatty acid amides. Even the end group-locked Derivatives of such alkoxylation products, preferably with end groups, that contain 2 to 10 carbon atoms are possible.

    Daneben können fakultativ amphotere oder zwitterionische Tenside in einer Menge von bis zu 10 Gew.-%, bezogen auf das gesamte Reinigungsmittel, enthalten sein. Zu den geeigneten Amphotensiden gehören Derivate tertiärer aliphatischer Amine oder quartärer aliphatischer Ammoniumverbindungen, deren aliphatiche Reste geradkettig oder verzweigt sein können und von denen einer eine Carboxy-, Sulfo,- Phosphono-, Sulfato- oder Phosphato-Gruppe trägt. Beispiele für derartige Amphotenside sind Dimethyl-tetradecyl-glycin, Dimethyl-hexadecyl-glycin, Dimethyl-octadecyl-glycin, 3-(Dimethyl-dodecylammonio)-1-propansulfonat und die unter den Bezeichnungen Dehyton(R) AB, CB, K und G (Lieferant Henkel) vertriebenen Amphotenside.In addition, amphoteric or zwitterionic surfactants can optionally be present in an amount of up to 10% by weight, based on the total cleaning agent. Suitable amphoteric surfactants include derivatives of tertiary aliphatic amines or quaternary aliphatic ammonium compounds, the aliphatic radicals of which can be straight-chain or branched and one of which carries a carboxy, sulfo, phosphono, sulfato or phosphato group. Examples of such amphoteric surfactants are dimethyl-tetradecyl-glycine, dimethyl-hexadecyl-glycine, dimethyl-octadecyl-glycine, 3- (dimethyl-dodecylammonio) -1-propanesulfonate and those under the names Dehyton (R) AB, CB, K and G (Supplier Henkel) distributed amphoteric surfactants.

    Anionische Tenside wie z.B. Fettalkoholsulfate, Fettalkoholethersulfate, α-Olefinsulfonate können zwar prinzipiell in geringen Mengen von 10 Gew.-%, insbesondere bis zu 5 Gew.-%, bezogen auf das gesamte Reinigungsmittel, enthalten sein, vorzugsweise sind in den beschriebenen Reinigungsmitteln jedoch höchstens 2 Gew.-% anionische Tenside enthalten. Dabei ist es für den Fachmann selbstverständlich, daß er die Verträglichkeit der anionischen Tenside mit den in den Reinigungsmitteln enthaltenen desinfizierenden Mitteln hinsichtlich der keimreduzierenden Wirkung verifizieren muß.Anionic surfactants such as Fatty alcohol sulfates, fatty alcohol ether sulfates, In principle, α-olefin sulfonates can be used in small amounts of 10 % By weight, in particular up to 5% by weight, based on the total cleaning agent, be included, preferably in the cleaning agents described however contain at most 2% by weight of anionic surfactants. there it is self-evident for the expert that he the compatibility of the anionic surfactants with the disinfectants contained in the cleaning agents Verify agents for the germ-reducing effect got to.

    Zusätzlich können die beschriebenen Reinigungsmittel wasserlösliche organische Lösungsmittel, vorzugsweise aus den Gruppen der Alkohole mit 1 bis 4 C-Atomen, der Glykole mit 2 bis 4 C-Atomen und der aus diesen ableitbaren Diglykole und Diglykolether, enthalten. Derartige Lösungsmittel sind beispielsweise Methanol, Ethanol, Propanol, Isopropanol, tert.-Butanol, Ethylenglykol, Propylenglykol, Butylenglykol, Diethylenglykol, Dipropylenglykol, Diethylenglykolmonomethylether, Diethylenglykolmonoethylether, Diethylenglykolmonopropylether und Diethylenglykolmonobutylether. Organische Lösungsmittel können in Mengen von etwa 5 bis 40, vorzugsweise etwa 10 bis 20 Gew.-% eingesetzt werden.In addition, the cleaning agents described can be water-soluble organic Solvents, preferably from the groups of alcohols with 1 to 4 carbon atoms, the glycols with 2 to 4 carbon atoms and the derivable from these Diglycols and diglycol ethers. Such solvents are for example methanol, ethanol, propanol, isopropanol, tert-butanol, Ethylene glycol, propylene glycol, butylene glycol, diethylene glycol, dipropylene glycol, Diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, Diethylene glycol monopropyl ether and diethylene glycol monobutyl ether. organic Solvents can be used in amounts of about 5 to 40, preferably about 10 to 20 wt .-% can be used.

    Darüber hinaus können die Reinigungsmittel übliche Zusätze, wie z.B. Farbstoffe oder Duftstoffe, Verdickungsmittel, Hydrotrope, Trübungsmittel etc. enthalten.In addition, the detergents can contain conventional additives, e.g. dyes or fragrances, thickeners, hydrotropes, opacifiers etc. contain.

    Aminoxide sind vorzugsweise höchstens in Mengen bis zu 2 Gew.-% enthalten, insbesondere sind desinfizierende Reinigungsmittel gemäß der Erfindung jedoch frei von Aminoxiden.Amine oxides are preferably contained at most in amounts of up to 2% by weight, in particular, disinfectant cleaning agents are according to the invention but free of amine oxides.

    Ein weiterer Erfindungsgegenstand ist ein Verfahren zum desinfizierenden Reinigen harter Oberflächen, dadurch gekennzeichnet, daß eines der wie oben beschriebenen desinfektionsmittelhaltigen Reinigungsmittel in unverdünnter Form oder in Form einer mit Wasser verdünnten Zubereitung auf eine harte Oberfläche aufgebracht wird und die Oberfläche anschließend in üblicher Art und Weise gereinigt wird.Another object of the invention is a method for disinfecting Cleaning hard surfaces, characterized in that one of the like Detergent-containing cleaning agents described above in undiluted Form or in the form of a preparation diluted with water on a hard surface is applied and then the surface in the usual Way is cleaned.

    Wenn das Reinigungsmittel unverdünnt aufgebracht wird, beträgt der Gehalt an Desinfektionsmittel 0,01 bis 5 Gew.-%, bezogen auf das gesamte Reinigungsmittel. If the detergent is applied undiluted, the content is of disinfectant 0.01 to 5 wt .-%, based on the total cleaning agent.

    Wenn das Reinigungsmittel mit Wasser verdünnt wird, ist eine Anwendungskonzentration von 0,001 bis weniger als 5 Gew.-%, insbesondere von 0,001 bis 0,05 Gew.-%, vorteilhaft.If the detergent is diluted with water, there is an application concentration from 0.001 to less than 5% by weight, in particular from 0.001 up to 0.05 wt .-%, advantageous.

    Um auch bei Verwendung der Reinigungsmittel mit hartem Wasser eine klare Anwendungslösung zu gewährleisten, können die Reinigungsmittel Komplexbildner enthalten. Zu nennen sind z.B. die Natriumsalze der Methandiphosphonsäure, Hydroxyethan-1,1-diphosphonsäure, 1-Aminoethan-1,1-diphosphonsäure, Amino-trimethylenphosphonsäure, Ethylendiamin-tetra(methylenphosphonsäure), Diethylentriamin-penta(methylenphosphonsäure), 2-Phosphonobutan-1,2,4-tricarbonsäure und Nitrilotriessigsäure (NTA). Bevorzugt sind Citrate und Gluconate oder Salze der Glutar-, Adipin- und Bernsteinsäure. Derartige Komplexbildner sind in den Reinigungsmitteln vorzugsweise in Mengen nicht über 10 Gew.-%, insbesondere etwa 0,5 Gew.-% bis 4 Gew.-%, enthalten. To ensure a clear even when using the detergent with hard water To ensure application solution, the detergent can form complexing agents contain. Examples include the sodium salts of methane diphosphonic acid, Hydroxyethane-1,1-diphosphonic acid, 1-aminoethane-1,1-diphosphonic acid, Amino-trimethylenephosphonic acid, ethylenediamine-tetra (methylenephosphonic acid), Diethylenetriamine penta (methylenephosphonic acid), 2-phosphonobutane-1,2,4-tricarboxylic acid and nitrilotriacetic acid (NTA). Are preferred Citrates and gluconates or salts of glutaric, adipic and succinic acid. Such complexing agents are preferably in the cleaning agents Quantities not exceeding 10% by weight, in particular approximately 0.5% by weight to 4% by weight, contain.

    BeispieleExamples

    Verwendete Rohstoffe:Raw materials used: Dodigen™ 1611 (Fa. Hoechst)Dodigen ™ 1611 (Hoechst) Cocosalkyl-dimethyl-benzylammoniumchloridCoconut alkyl dimethyl benzyl ammonium chloride Lonzabac™ 12 (Fa. Lonza)Lonzabac ™ 12 (from Lonza) N,N-Bis(3-aminopropyl)-C12-alkylaminN, N-bis (3-aminopropyl) -C 12 alkylamine Bardac™ 22 (Fa. Lonza)Bardac ™ 22 (from Lonza) Didecyl-dimethyl-ammoniumchloridDidecyl dimethyl ammonium chloride Desinfektionsmittel IDisinfectant I Umsetzungsprodukt von Cocospropylen-1,3-diamin mit L-Glutaminsäure hergestellt gemäß US-4,652,585Reaction product of cocospropylene-1,3-diamine with L-glutamic acid prepared according to US 4,652,585 Fettalkoholoxylate:Fettalkoholoxylate: angegeben ist die Alkylkette des Fettalkohols (FA) und die molaren Ethylenoxid (EO)- bzw. Propylenoxid (PO)-Anteile. NRE bezeichnet FA-Alkoxylate mit eingeengter Homologenverteilung (narrow range ethoxylated)the alkyl chain of the fatty alcohol (FA) and the molar ethylene oxide (EO) or propylene oxide (PO) components are indicated. NRE denotes FA alkoxylates with narrow homolog distribution (narrow range ethoxylated) Glucopon™ 225 (Fa. Henkel)Glucopon ™ 225 (Henkel) C8-10-Alkyl-1.6-glucosidC 8-10 alkyl 1,6-glucoside Glucopon™ 600 (Fa. Henkel)Glucopon ™ 600 (Henkel) C12-16-Alkyl-1.4-glucosidC 12-16 alkyl 1,4-glucoside Sokalan™ DCS (Fa. BASF)Sokalan ™ DCS (from BASF) Natriumsalz eines Dicarbonsäuregemisches (Adipin-, Glutar-, Succinsäure)Sodium salt of a dicarboxylic acid mixture (adipic, glutaric, succinic acid)

    Testmethoden: Test methods : Bestimmung der KeimreduktionDetermination of the germ reduction

    Die keimreduzierende Wirksamkeit der Reinigungsmittel wurde in einem quantitativen Suspensionsversuch in Anlehnung an die Richtlinien für die Prüfung und Bewertung chemischer Desinfektionsverfahren der Deutschen Gesellschaft für Hygiene und Mikrobiologie (DGHM), Stand 1981, gegen den Bakterien-Stamm Pseudomonas aeruginosa geprüft. Dazu wurden jeweils 10 ml des zu prüfenden Reinigungsmittels mit 0,1 ml einer Keimsuspension (ca. 108 - 109 Keime pro ml) bei 20 °C vermischt. Nach einer Einwirkzeit von 5 bzw. 10 Minuten wurden jeweils 1 ml dieser Mischungen in jeweils 10 ml einer wäßrigen Enthemmungslösung, enthaltend 3,0 Gew.-% Tween (R) 80, 0,3 Gew.-% Lecithin und 0,1 Gew.-% Histidin, gegeben. Von diesen Proben und weiteren 1 : 10 Verdünnungsstufen wurden jeweils 0,1 ml auf Casein-Soja-Agarplatten aufgebracht. Nach Bebrüten dieser Subkulturen (48 Stunden bei 30 °C) wurde die Anzahl der vermehrungsfähigen Keime ermittelt. Zum Vergleich wurden wäßrige Lösungen der Einzelkomponenten und reinigungsmittelfreies Wasser unter den gleichen Bedingungen getestet. Die Differenz zwischen Wirkstoffansatz und Negativkontrolle wird in der Tabelle als Logarithmus (= Reduktionsfaktor, [log-Stufen]) angegeben. The germ-reducing effectiveness of the cleaning agents was tested in a quantitative suspension test based on the guidelines for the testing and evaluation of chemical disinfection processes of the German Society for Hygiene and Microbiology (DGHM), status 1981, against the bacterial strain Pseudomonas aeruginosa. For this purpose, 10 ml of the cleaning agent to be tested was mixed with 0.1 ml of a germ suspension (approx. 10 8 - 10 9 germs per ml) at 20 ° C. After an exposure time of 5 or 10 minutes, 1 ml of these mixtures in each case in 10 ml of an aqueous disinhibiting solution containing 3.0% by weight of Tween (R) 80, 0.3% by weight of lecithin and 0.1% by weight .-% histidine given. 0.1 ml of these samples and a further 1:10 dilution step were each applied to casein soy agar plates. After incubation of these subcultures (48 hours at 30 ° C), the number of germs capable of reproduction was determined. For comparison, aqueous solutions of the individual components and detergent-free water were tested under the same conditions. The difference between the active ingredient preparation and the negative control is given in the table as a logarithm (= reduction factor, [log levels]).

    Bestimmung des ReinigungsvermögensDetermination of cleaning ability

    Zur Prüfung des Reinigungsvermögens diente die unten nach "Seifen-Öle-Fette-Wachse", 112, 371, (1986) beschriebene Testmethode, die sehr gut reproduzierbare Ergebnisse liefert. Danach wurde das zu prüfende Reinigungsmittel auf eine künstlich angeschmutzte Kunststoffoberfläche gegeben. Als künstliche Anschmutzung für die verdünnte Anwendung des Reinigungsmittels wurde ein Gemisch aus Ruß, Maschinenöl, Triglycerid gesättigter Fettsäuren und niedersiedendem aliphatischen Kohlenwasserstoff verwendet. Die Testfläche von 26 x 28 cm wurde mit Hilfe eines Flächenstreichers gleichmäßig mit 2 g der künstlichen Anschmutzung beschichtet.The test method described below according to "Seifen-Öle-Fette-Wwachs", 112 , 371, (1986) was used to test the cleaning ability and provides very reproducible results. The cleaning agent to be tested was then placed on an artificially soiled plastic surface. A mixture of carbon black, machine oil, triglyceride, saturated fatty acids and low-boiling aliphatic hydrocarbon was used as artificial soiling for the dilute use of the cleaning agent. The test area of 26 x 28 cm was evenly coated with 2 g of the artificial soiling with the aid of a surface coater.

    Ein Kunststoffschwamm wurde jeweils mit 10 ml einer 1 Gew.-%igen wäßrigen Lösung des zu prüfenden Reinigungsmittels getränkt und mechanisch auf der ebenfalls mit 10 ml einer 1 Gew-%igen wäßrigen Lösung des zu prüfenden Reinigungsmittels beschichteten Testfläche bewegt.A plastic sponge was each with 10 ml of a 1 wt .-% aqueous Solution of the cleaning agent to be tested soaked and mechanically on the also with 10 ml of a 1% by weight aqueous solution of the test Detergent coated test area moves.

    Nach 10 Wischbewegungen wurde die gereinigte Testfläche unter fließendes Wasser gehalten und der lose sitzende Schmutz entfernt. Die Reinigungswirkung, d.h., der Weißgrad der so gereinigten Kunststoffoberfläche wurde mit einem Farb-Differenz-Meßgerät "Microcolor" (Dr. B. Lange) gemessen. Als Weiß-Standard diente die saubere weiße Kunststoffoberfläche.After 10 wiping movements, the cleaned test area was covered with flowing Water is kept and the loose dirt is removed. The cleaning effect, i.e. the whiteness of the plastic surface cleaned in this way measured with a color difference measuring device "Microcolor" (Dr. B. Lange). The clean white plastic surface served as the white standard.

    Da bei der Messung der sauberen Oberfläche auf 100 % eingestellt und die angeschmutzte Fläche mit 0 % angezeigt wird, sind die abgelesenen Werte bei den gereinigten Kunststoff-Flächen mit dem Prozentgehalt Reinigungsvermögen (% RV) gleichzusetzen. Bei den nachstehenden Versuchen sind die angegebenen % RV-Werte die nach dieser Methode ermittelten Werte für das Reinigungsvermögen der untersuchten Reinigungsmittel. Sie stellen jeweils Mittelwerte aus 3fachen Bestimmungen dar.Because when measuring the clean surface set to 100% and the soiled area is displayed with 0%, are the read values for the cleaned plastic surfaces with the percentage cleaning capacity (% RV) equate. In the experiments below, these are % RV values given the values for the Cleanability of the investigated cleaning agents. You pose each Mean values from triple determinations.

    Die Meßwerte wurden in Relation zum Reinigungsergebnis eines als Standard benutzten reinigungsstarken nichtdesinfizierenden Reinigungsmittels gesetzt. Meßwerte Probe · 100 Meßwert Standard = % RV relativ The measured values were set in relation to the cleaning result of a cleaning-strong, non-disinfectant cleaning agent used as standard. Measured values sample · 100 Measured value standard =% RV relative

    In den nachfolgenden Tabellen sind die so ermittelten "% RV relativ"-Werte angegeben.The "% RV relative" values determined in the following tables are specified.

    Das als Standard benutzte nicht-desinfizierende Reinigungsmittel hatte die Zusammensetzung:

  • 2,0 % Alkansulfonat
  • 1,5 % Fettalkoholethoxylat
  • 0,5 % Seife
  • 4,0 % Butyldiglykol
    • ad 100,0 % Wasser, Farb- und Duftstoffe.The standard non-disinfectant detergent had the following composition:
  • 2.0% alkane sulfonate
  • 1.5% fatty alcohol ethoxylate
  • 0.5% soap
  • 4.0% butyl diglycol
    • ad 100.0% water, color and fragrance.

    Es wurden desinfizierende Reinigungsmittel der folgenden Zusammensetzungen hergestellt (Angaben in Gew.-%): 1 2(V) 3(V) Glucopon 225 5 - 5 C12-14-FA + 6 E0 5 10 - C12-14-FA + 5 E0 + 5 P0 - - 5 Desinfektionsmittel I 1 1 1 Sokalan DCS 5 5 5 Wasser ad 100 ad 100 ad 100 Disinfectant cleaning agents of the following compositions were produced (figures in% by weight): 1 2 (V) 3 (V) Glucopon 225 5 - 5 C 12-14 -FA + 6 E0 5 10 - C 12-14 -FA + 5 E0 + 5 P0 - - 5 Disinfectant I 1 1 1 Sokalan DCS 5 5 5 water ad 100 ad 100 ad 100

    Zusammensetzung 1 ist erfindungsgemäß, 2(V) und 3(V) sind Vergleichsbeispiele. Die Bestimmung der Keimreduktion (Einwirkungszeit 5 Min.) ergab folgende Ergebnisse:

  • 1 : log 4
  • 2(V) : log 2
  • 3(V) : log 2
    • Composition 1 is according to the invention, 2 (V) and 3 (V) are comparative examples. The determination of the germ reduction (exposure time 5 minutes) gave the following results:
  • 1: log 4
  • 2 (V): log 2
  • 3 (V): log 2

    • Es zeigt sich, daß die erfindungsgemäße Zusammensetzung 1 eine gegenüber den Zusammensetzungen 2(V) und 3(V) um zwei Größenordnungen bessere Keimreduktion aufweist. 4 5(V) Glucopon 225 6 8 C8-FA + 1 P0 + 9 E0 2 - Desinfektionsmittel I 0,5 0,5 Bardac 22 0,5 0,5 Sokalan DCS 5 5 Wasser ad 100 ad 100 It can be seen that composition 1 according to the invention has a germ reduction which is two orders of magnitude better than that of compositions 2 (V) and 3 (V). 4 5 (V) Glucopon 225 6 8th C 8 -FA + 1 P0 + 9 E0 2 - Disinfectant I 0.5 0.5 Bardac 22 0.5 0.5 Sokalan DCS 5 5 water ad 100 ad 100

    Die Bestimmung des Reinigungsvermögens ergab folgende Ergebnisse:

  • 4: 70 % RV-relativ
  • 5(V): 60 % RV-relativ
    • The determination of the cleaning ability gave the following results:
  • 4: 70% RV relative
  • 5 (V): 60% RV relative

    • Zusammensetzung 4 ist erfindungsgemäß, 5(V) ist ein Vergleichsbeispiel.Composition 4 is according to the invention, 5 (V) is a comparative example.

    Beide Zusammensetzungen besitzen ausreichende Desinfektions-Wirkung; es zeigt sich jedoch, daß die erfindungsgemäße gemeinsame Verwendung von APG 225 und C8-FA + 1 P0 + 9 E0 zu einer Steigerung des Reinigungsvermögens führt.

    Figure 00180001
    Figure 00190001
    Figure 00200001
    Both compositions have sufficient disinfectant properties; it turns out, however, that the joint use of APG 225 and C 8 -FA + 1 P0 + 9 E0 according to the invention leads to an increase in cleaning power.
    Figure 00180001
    Figure 00190001
    Figure 00200001

    Die gemäß der Erfindung eingesetzten Zusammensetzungen 6 bis 18 verfügen über gutes Reinigungsvermögen und gute keimreduzierende Wirkung. Die als Vergleich dienende Zusammensetzung 19 zeigt ein deutlich schlechteres Reinigungsvermögen.The compositions 6 to 18 used according to the invention have good cleaning ability and good germ-reducing effect. As Comparative composition 19 shows a significantly worse one Detergency.

    Claims (5)

    1. The use of a mixture of
      a) an alkyl and/or alkenyl oligoglycoside corresponding to formula I: R1-O-[G]p in which R1 is a linear or branched alkyl or alkenyl radical containing 8 to 22 carbon atoms, [G] is a glycose unit containing 5 or 6 carbon atoms, preferably a glucose unit, and p is a number of 1 to 10,
      and
      b) an alkyl ether corresponding to formula II:
      Figure 00260001
      in which R2 is a linear or branched aliphatic alkyl and/or alkenyl radical containing 8 to 18 and preferably 8 to 14 carbon atoms, x is 0 or a number of up to 3, preferably a number of up to 2, and y is a number of 1 to 15, preferably 2 to 12 and more preferably 2.5 to 10,
      for enhancing the germ-reducing effect of disinfectant-containing cleaners for hard surfaces, whereas the disinfectants present in the cleaner are selected from the group consisting of
      A) nitrogen-containing substances obtainable by reaction of
      α) - N-substituted propylene diamines corresponding to formula III: R3 - N(R4) - CH2 - CH2 - CH2 - NH2 in which R3 is a linear alkyl radical containing 6 to 22 carbon atoms and preferably 12 to 14 carbon atoms and R4 represents H or CH2-CH2-CH2-NH2, with
      compounds corresponding to formula IV:
      Figure 00270001
      in which R5 is an alkyl radical containing 1 to 4 carbon atoms or a hydrogen atom,
      β) and optionally further reaction of the products obtained in accordance with α) with ethylene oxide or propylene oxide under alkoxylation conditions known per se,
      γ) and optionally salt formation of the products obtained in accordance with α) or β) with inorganic or organic acids,
      B) aliphatic amines corresponding to formula V:
      Figure 00270002
      in which n is an integer of 2 to 6, preferably exactly 3, R6 is an alkyl radical containing 8 to 18 carbon atoms, R7 is hydrogen, an alkyl radical containing 8 to 18 carbon atoms or a group -(CH2)m NH2,where m is an integer of 2 to 6 and preferably exactly 3, and
      C) quaternary ammonium compounds corresponding to formula VI:
      Figure 00280001
      in which R8 and R9 represent alkyl radicals containing 8 to 16 and preferably 10 to 14 carbon atoms, unsubstituted benzyl radicals or benzyl radicals substituted by 1 or 2 chlorine atoms or by C1-4 alkyl groups or N- or S-containing heterocyclic radicals, more particularly pyridyl, and X- is an inorganic anion, preferably Cl- or Br-, acetate or propionate, with the proviso that at least one of the substituents R8 or R is an alkyl radical containing 8 to 16 and preferably 10 to 14 carbon atoms.
    2. The use claimed in claim 1, characterized in that the disinfectant-containing cleaners contain
      an alkyl and/or alkenyl oligoglycoside corresponding to formula I in a quantity of 0.1 to 20% by weight and preferably in a quantity of 0.2 to 10% by weight,
      an alkyl ether corresponding to formula II in a quantity of 0.05 to 20% by weight and preferably in a quantity of 0.1 to 10% by weight and
      a disinfectant, selected from substances mentione above under A, und B according to formula V and C according to formula VI in a quantity of 0.01 to 5% byweight and preferably in a quantity of 0.02 to 3 % by weight, all percentages by weight based on the cleaner as a whole.
    3. A water-containing disinfecting cleaner containing
      an alkyl and/or alkenyl oligoglycoside corresponding to formula I, in which R1 is a linear alkyl or alkenyl radical containing 8 to 10 carbon atoms, in a quantity of 0.1 to 20% by weight and preferably 0.2 to 10% by weight,
      an alkyl ether corresponding to formula II in a quantity of 0.05 to 20% by weight and preferably 0.1 to 10% by weight and
      a disinfectant selected from the substances mentioned in claim 1 under A), under B) and under C) in a quantity of 0.01 to 5% by weight and preferably in quantity of 0.02 to 3% by weight, all percentages by weight being based on the cleaner as a whole.
    4. A water-containing disinfecting cleaner as claimed in claim 3 characterized in that the disinfectant is selected from the substances mentioned in claim 1 under A) and the substances mentioned in claim 2 under B), formula V, n in formula V having a value of 3, R6 being an alkyl group containing 12 to 16 carbon atoms and R7 being a group - (CH2)mNH2 where m = 3.
    5. A process for the disinfecting cleaning of hard surfaces, characterized in that a disinfectant-containing cleaner according to claims 3 and 4 is applied to a hard surface in undiluted form or in the form of a preparation diluted with water and the surface is subsequently cleaned in known manner.
    EP95934068A 1994-09-26 1995-09-18 Disinfecting detergent for use on hard surfaces Expired - Lifetime EP0783560B1 (en)

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    Cited By (1)

    * Cited by examiner, † Cited by third party
    Publication number Priority date Publication date Assignee Title
    EP2963101A1 (en) 2014-07-04 2016-01-06 Kolb Distribution Ltd. Hard surface cleaners

    Families Citing this family (53)

    * Cited by examiner, † Cited by third party
    Publication number Priority date Publication date Assignee Title
    DE4404199A1 (en) * 1994-02-10 1995-08-17 Henkel Kgaa Detergent for hard surfaces
    US5576284A (en) * 1994-09-26 1996-11-19 Henkel Kommanditgesellschaft Auf Aktien Disinfecting cleanser for hard surfaces
    AR003725A1 (en) * 1995-09-29 1998-09-09 Procter & Gamble LIQUID DETERGENT COMPOSITIONS CONTAINING AN AMINE, ALKYL SULPHATE AND ADDITIONAL ANIONIC SURFACTANT.
    US5888949A (en) * 1996-03-08 1999-03-30 Henkel Corporation Composition for cleaning textile dyeing machines
    US5837664A (en) * 1996-07-16 1998-11-17 Black; Robert H. Aqueous shower rinsing composition and a method for keeping showers clean
    DE19652680A1 (en) * 1996-12-18 1998-06-25 Clariant Gmbh Mixtures of alkoxylates with foam-suppressing and disinfecting effects and their use in cleaning agents
    GB2336371B (en) * 1998-04-14 2002-05-08 Reckitt & Colman Inc Aqueous disinfecting and cleaning compositions
    US6194371B1 (en) 1998-05-01 2001-02-27 Ecolab Inc. Stable alkaline emulsion cleaners
    US6130196A (en) * 1999-06-29 2000-10-10 Colgate-Palmolive Co. Antimicrobial multi purpose containing a cationic surfactant
    DE19933404A1 (en) * 1999-07-21 2001-01-25 Henkel Kgaa Use of sugar surfactant(s) to adjust the viscosity of an aqueous surfactant-containing medium to give a thickened medium for disinfecting and/or cleaning sanitary surfaces
    DE10007323A1 (en) * 2000-02-17 2001-08-23 Bode Chemie Gmbh & Co Kg Detergent for medical instruments
    ES2213070T3 (en) * 2000-02-17 2004-08-16 BODE CHEMIE GMBH &amp; CO. CLEANING AND DISINFECTION SYSTEMS FOR MEDICAL INSTRUMENTS.
    DE10028998A1 (en) * 2000-02-17 2001-08-23 Bode Chemie Gmbh & Co Kg Cleaning and disinfection systems for medical instruments
    US6767508B1 (en) * 2000-11-28 2004-07-27 Kimberly-Clark Worldwide, Inc. Nonwovens modified with alkyl polyglycoside surfactants
    US7345015B1 (en) * 2006-12-19 2008-03-18 The Clorox Company Low residue cleaning solution for disinfecting wipes comprising a C8-10 alkyl polyglycoside
    US7511006B2 (en) * 2000-12-14 2009-03-31 The Clorox Company Low residue cleaning solution comprising a C8 to C10 alkylpolyglucoside and glycerol
    US7414017B2 (en) * 2000-12-14 2008-08-19 The Clorox Company Low residue cleaning solution comprising a C8-C10 alkylpolyglucoside
    US20030100465A1 (en) * 2000-12-14 2003-05-29 The Clorox Company, A Delaware Corporation Cleaning composition
    US20020183233A1 (en) 2000-12-14 2002-12-05 The Clorox Company, Delaware Corporation Bactericidal cleaning wipe
    US7799751B2 (en) * 2000-12-14 2010-09-21 The Clorox Company Cleaning composition
    GB0105342D0 (en) * 2001-03-03 2001-04-18 Selden Res Ltd Biocidal cleaning composition
    US6667290B2 (en) * 2001-09-19 2003-12-23 Jeffrey S. Svendsen Substrate treated with a binder comprising positive or neutral ions
    DE10163845A1 (en) * 2001-12-22 2003-07-03 Ecolab Gmbh & Co Ohg Disinfection for suction systems in the medical field
    GB0209225D0 (en) * 2002-04-23 2002-06-05 Reckitt Benckiser Inc Improvements in or relating to organic compositions
    DE10228656A1 (en) * 2002-06-27 2004-01-22 Ecolab Gmbh & Co. Ohg The foam disinfectant
    DE10229421A1 (en) 2002-06-29 2004-01-29 Ecolab Gmbh & Co. Ohg Floor cleaning and / or care products
    GB2391234A (en) * 2002-07-24 2004-02-04 Reckitt Benckiser Inc Hard surface cleaning compositions
    DE102004044617B3 (en) * 2004-09-13 2006-06-14 Schülke & Mayr GmbH Acid disinfectants and cleaners with improved cleaning performance
    US7727949B2 (en) * 2005-03-04 2010-06-01 Wako Pure Chemical Industries, Ltd. Cleaning agent for thermostatic chambers
    JP5148998B2 (en) * 2005-03-04 2013-02-20 和光純薬工業株式会社 Detergent for temperature chamber
    DE102005045540A1 (en) 2005-09-23 2007-03-29 Hampp, Norbert, Prof. Dr. intraocular lens
    US8859481B2 (en) * 2005-12-15 2014-10-14 Kimberly-Clark Worldwide, Inc. Wiper for use with disinfectants
    DE102006006765A1 (en) * 2006-02-13 2007-08-16 Schülke & Mayr GmbH Alkaline disinfectant and cleaner with improved cleaning performance
    US7503332B2 (en) * 2006-08-08 2009-03-17 Cognis Ip Management Gmbh Surfactant compositions, cleaning compositions containing same, and methods for using
    DE102006051560A1 (en) * 2006-11-02 2008-05-08 Merz Pharma Gmbh & Co. Kgaa Cleaning- and disinfecting-concentrate, useful in hygienic surfaces, medical area preferably medical instruments and composite materials, comprises water, cationic biocidal active agents, amines, heterocyclic components and surfactants
    DE102006051559A1 (en) * 2006-11-02 2008-05-08 Merz Pharma Gmbh & Co. Kgaa Cleaning- and disinfectant- concentrate, useful in hygienic surfaces and medical area, preferably medical instruments and composite materials, comprises water, cationic biocidal active agents, amines and heterocyclic components
    WO2009023010A1 (en) * 2007-08-14 2009-02-19 Shaklee Corporation Cleaning composition
    US8351666B2 (en) * 2007-11-15 2013-01-08 General Electric Company Portable imaging system having a seamless form factor
    IL190181A (en) * 2008-03-16 2015-08-31 Altos Medical Llc Cleaning, sanitising and sterilising preparations
    WO2010010345A2 (en) * 2008-07-22 2010-01-28 Polybiotech Limited Sanitising compositions and methods
    AU2009327174B2 (en) 2008-12-18 2011-12-01 Akzo Nobel Chemicals International B.V. Defoamer composition comprising alkoxylated 2-propylheptanol
    US8283304B2 (en) * 2009-10-14 2012-10-09 S.C. Johnson & Son, Inc. Green compositions containing synergistic blends of surfactants and linkers
    US20130137618A1 (en) * 2011-11-27 2013-05-30 Barbara Wood Composition for Cleaning Soot and Carbon Deposits
    JP6063829B2 (en) * 2012-06-28 2017-01-18 ライオン株式会社 Liquid detergent for textile products
    WO2014060755A1 (en) 2012-10-17 2014-04-24 Arcis Biotechnology Holdings Limited Cleaning, sanitizing and sterilizing preparations
    JP2015007221A (en) * 2013-05-29 2015-01-15 花王株式会社 Hard surface detergent composition
    US10206392B2 (en) * 2014-04-08 2019-02-19 Lonza, Inc. Fast acting disinfection composition
    US10433545B2 (en) 2016-07-11 2019-10-08 Ecolab Usa Inc. Non-streaking durable composition for cleaning and disinfecting hard surfaces
    RU2019117744A (en) * 2016-11-08 2020-12-10 Басф Се COMPOSITION SUITABLE AS A SURFACE-ACTIVE SUBSTANCE
    JP6967447B2 (en) * 2017-12-27 2021-11-17 小林製薬株式会社 Tablet denture cleanser
    JP7134086B2 (en) * 2018-12-27 2022-09-09 ライオン株式会社 Bathroom cleaner composition
    JP2023515601A (en) 2020-03-23 2023-04-13 エコラボ ユーエスエー インコーポレイティド A novel dual function combined sanitizing and rinsing aid composition using an amine-based surfactant for machine cleaning
    CN115011416B (en) * 2022-06-15 2023-12-08 3M中国有限公司 Sterilization cleaning composition and preparation method thereof

    Family Cites Families (32)

    * Cited by examiner, † Cited by third party
    Publication number Priority date Publication date Assignee Title
    US3547828A (en) * 1968-09-03 1970-12-15 Rohm & Haas Alkyl oligosaccharides and their mixtures with alkyl glucosides and alkanols
    CH641833A5 (en) * 1978-12-18 1984-03-15 Bullen Chemical Co Midwest Inc Surface-active composition
    US4483779A (en) * 1982-04-26 1984-11-20 The Procter & Gamble Company Detergent compositions comprising polyglycoside and polyethoxylate surfactants and anionic fluorescer
    DE3365810D1 (en) * 1982-05-10 1986-10-09 Procter & Gamble Low phosphate laundry detergent compositions
    US4493773A (en) * 1982-05-10 1985-01-15 The Procter & Gamble Company Low phosphate, softening laundry detergent containing ethoxylated nonionic, alkylpolysaccharide and cationic surfactants
    EP0106692A1 (en) * 1982-10-18 1984-04-25 THE PROCTER &amp; GAMBLE COMPANY Liquid detergent containing polyethylene glycol
    DE3410956A1 (en) * 1984-03-24 1985-09-26 Henkel KGaA, 4000 Düsseldorf ANTIMICROBIALLY EFFECTIVE SUBSTANCES, THEIR PRODUCTION AND THEIR USE
    DE3444958A1 (en) * 1984-12-10 1986-06-12 Henkel KGaA, 4000 Düsseldorf USE OF ALKYL GLYCOSIDES AS A POTENTIZING AGENT IN ANTISEPTIC AGENTS AND DISINFECTANT AND CLEANING AGENTS WITH AN INCREASED BACTERICIDAL EFFECT
    US4627931A (en) * 1985-01-29 1986-12-09 A. E. Staley Manufacturing Company Method and compositions for hard surface cleaning
    US4606850A (en) * 1985-02-28 1986-08-19 A. E. Staley Manufacturing Company Hard surface cleaning composition and cleaning method using same
    USH269H (en) * 1985-03-11 1987-05-05 A. E. Staley Manufacturing Company Disinfectant and/or sanitizing cleaner compositions
    US4668422A (en) * 1985-05-31 1987-05-26 A. E. Staley Manufacturing Company Liquid hand-soap or bubble bath composition
    US4804497A (en) * 1985-09-26 1989-02-14 A. E. Staley Manufacturing Company Fine fabric detergent composition
    USH468H (en) * 1985-11-22 1988-05-03 A. E. Staley Manufacturing Company Alkaline hard-surface cleaners containing alkyl glycosides
    US5035814A (en) * 1986-01-30 1991-07-30 Colgate-Palmolive Company Liquid detergent having improved softening properties
    DE3619375A1 (en) * 1986-06-09 1987-12-10 Henkel Kgaa USE OF ALKYLGLYCOSIDES AS A POTENTIZING AGENT IN ANTISEPTIC AGENTS CONTAINING ALCOHOLIC OR CARBONIC ACID, AND DISINFECTING AND CLEANING AGENTS CONTAINING ALKOHOLIC OR CARBONIC ACID WITH REINFORCED BACTICIDE
    DE3626082A1 (en) * 1986-07-31 1988-02-11 Henkel Kgaa DISINFECTANT AND CLEANER SYSTEM FOR CONTACT LENSES
    US4755327A (en) * 1986-11-26 1988-07-05 Sterling Drug Inc. Isotropic laundry detergents containing polymeric quaternary ammonium salts
    DE3723826A1 (en) * 1987-07-18 1989-01-26 Henkel Kgaa METHOD FOR PRODUCING ALKYL GLYCOSIDES
    DE3833780A1 (en) * 1988-10-05 1990-04-12 Henkel Kgaa METHOD FOR THE DIRECT PRODUCTION OF ALKYL GLYCOSIDES
    DE3928602A1 (en) * 1989-08-30 1991-03-07 Henkel Kgaa ALKALISTABLE AND STRONG ALKALINE-MOLDABLE ANTI-FOAM AGENTS FOR COMMERCIAL CLEANING, ESPECIALLY FOR BOTTLE AND CIP CLEANING
    JPH03114523A (en) * 1989-09-29 1991-05-15 Mitsubishi Heavy Ind Ltd Continuous pressure treatment device
    US5234618A (en) * 1989-10-09 1993-08-10 Kao Corporation Liquid detergent composition
    DE4005784C2 (en) * 1990-02-23 1994-12-08 Schuelke & Mayr Gmbh Disinfectant concentrate and its use as a mycobactericide and virucide
    DE4007758A1 (en) * 1990-03-12 1991-09-19 Henkel Kgaa MEANS AND METHODS FOR CLEANING AND DISINFECTING OBJECTS FROM MEDICAL EQUIPMENT IN AUTOMATED EQUIPMENT
    US5276047A (en) * 1991-10-18 1994-01-04 Sterling Winthrop, Inc. Liquid 1,2-benzoisothiazoline-3-one preparation
    DE4201038C2 (en) * 1992-01-17 1996-03-28 Schuelke & Mayr Gmbh Disinfectant concentrate and amine and alcohol based disinfectants and their use
    DE4210912A1 (en) * 1992-04-02 1993-10-07 Henkel Kgaa Low-foaming aqueous detergent mixtures
    US5330674A (en) * 1992-09-09 1994-07-19 Henkel Corporation Method for increasing the efficiency of a disinfectant cleaning composition using alkyl polyglycosides
    DE4236506A1 (en) * 1992-10-29 1994-05-05 Henkel Kgaa Process for the preparation of aqueous solutions of anionic surfactants with improved low-temperature stability
    US5759979A (en) * 1993-04-05 1998-06-02 Henkel Kommanditgesellschaft Auf Aktien Detergent mixtures comprising APG and fatty alcohol polyglycol ether
    US5576284A (en) * 1994-09-26 1996-11-19 Henkel Kommanditgesellschaft Auf Aktien Disinfecting cleanser for hard surfaces

    Cited By (1)

    * Cited by examiner, † Cited by third party
    Publication number Priority date Publication date Assignee Title
    EP2963101A1 (en) 2014-07-04 2016-01-06 Kolb Distribution Ltd. Hard surface cleaners

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    ATE215983T1 (en) 2002-04-15
    WO1996010069A1 (en) 1996-04-04
    JPH10506143A (en) 1998-06-16
    US5576284A (en) 1996-11-19
    EP0783560A1 (en) 1997-07-16
    PL318765A1 (en) 1997-07-07
    PL181663B1 (en) 2001-08-31
    US5856290A (en) 1999-01-05
    DE59510159D1 (en) 2002-05-16
    EP1018542A1 (en) 2000-07-12

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