EP1018542A1 - Détergents désinfectants pour surfaces dures - Google Patents

Détergents désinfectants pour surfaces dures Download PDF

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Publication number
EP1018542A1
EP1018542A1 EP00108422A EP00108422A EP1018542A1 EP 1018542 A1 EP1018542 A1 EP 1018542A1 EP 00108422 A EP00108422 A EP 00108422A EP 00108422 A EP00108422 A EP 00108422A EP 1018542 A1 EP1018542 A1 EP 1018542A1
Authority
EP
European Patent Office
Prior art keywords
alkyl
formula
carbon atoms
disinfectant
radical
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.)
Withdrawn
Application number
EP00108422A
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German (de)
English (en)
Inventor
Gregory Van Dr. Buskirk
Eva Dr. Kiewert
Birgit Dr. Middelhauve
Karlheinz Dr. Disch
Carsten Dr. Friese
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.)
Ecolab Inc
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
Publication of EP1018542A1 publication Critical patent/EP1018542A1/fr
Withdrawn legal-status Critical Current

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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
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/48Medical, disinfecting agents, disinfecting, antibacterial, germicidal or antimicrobial compositions
    • 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
    • C11D1/835Mixtures of non-ionic with cationic 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
    • C11D1/66Non-ionic compounds
    • C11D1/835Mixtures of non-ionic with cationic compounds
    • C11D1/8355Mixtures of non-ionic with cationic compounds containing a combination of non-ionic compounds differently alcoxylised or with different alkylated chains
    • 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
    • C11D1/40Monoamines or polyamines; 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
    • C11D1/38Cationic compounds
    • C11D1/52Carboxylic amides, alkylolamides or imides or their condensation products with alkylene oxides
    • C11D1/528Carboxylic 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
    • 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
    • C11D1/62Quaternary ammonium 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
    • C11D1/66Non-ionic compounds
    • C11D1/662Carbohydrates or derivatives
    • 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
    • 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
    • C11D1/722Ethers 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.
  • German patent application DE 40 01 758 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 Alkenyl oligoglucosides.
  • 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, palmoleyl 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 EO, octanol x 4 EO and C 10-14 fatty alcohol x 1 PO x 6 EO; EO stands for ethylene oxide, PO 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.
  • disinfectant ingredients also called disinfectants
  • all commercially available disinfectants can be considered, which are for use on hard surfaces, especially all in Hard surfaces that occur in the household.
  • biguanide compounds e.g. chlorhexidine
  • Phenols and aldehydes can be used in principle, but for human toxicological reasons should preferably not be used.
  • 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. This document is expressly used in the context of the present invention as Cited reference.
  • 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 dimethyldioctylammonium chloride, Didecyl-dimethyl-ammonium chloride, didodecyl-dimethyl-ammonium chloride, Dimethyl-ditetradecyl-ammonium chloride, dihexadecyl-dimethyl-ammonium chloride, Decyl-dimethyl-octyl-ammonium chloride, dimethyl-dodecyl-octylammonium chloride, Benzyl-decyl-dimethyl-ammonium chloride, benzyl-dimethyl-dodecyl-ammonium chloride, Benzyl-dimethyl-tetradecylammonium chloride, Decyl-dimethyl- (ethylbenzyl) -ammonium chloride, decyl-dimethyl- (dimethyl-benzyl)
  • 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 olioglycosides 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 (for example 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,
  • ⁇ -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 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.
  • 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. 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.
  • Tween (R) 80 0.3% by weight of lecithin and 0.1% by weight.
  • 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 EO 5 10th - C 12-14 -FA + 5 EO + 5 PO - - 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). 4th 5 (V) Glucopon 225 6 8th C 8 -FA + 1 PO + 9 EO 2nd - 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 PO + 9 EO 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 Cleaning ability.

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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)
  • Treatments Of Macromolecular Shaped Articles (AREA)
  • Apparatus For Disinfection Or Sterilisation (AREA)
EP00108422A 1994-09-26 1995-09-18 Détergents désinfectants pour surfaces dures Withdrawn EP1018542A1 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US08/312,354 US5576284A (en) 1994-09-26 1994-09-26 Disinfecting cleanser for hard surfaces
EP95934068A EP0783560B1 (fr) 1994-09-26 1995-09-18 Detergents desinfectants pour surfaces dures
US312354 1999-05-14

Related Parent Applications (1)

Application Number Title Priority Date Filing Date
EP95934068A Division EP0783560B1 (fr) 1994-09-26 1995-09-18 Detergents desinfectants pour surfaces dures

Publications (1)

Publication Number Publication Date
EP1018542A1 true EP1018542A1 (fr) 2000-07-12

Family

ID=23211078

Family Applications (2)

Application Number Title Priority Date Filing Date
EP95934068A Expired - Lifetime EP0783560B1 (fr) 1994-09-26 1995-09-18 Detergents desinfectants pour surfaces dures
EP00108422A Withdrawn EP1018542A1 (fr) 1994-09-26 1995-09-18 Détergents désinfectants pour surfaces dures

Family Applications Before (1)

Application Number Title Priority Date Filing Date
EP95934068A Expired - Lifetime EP0783560B1 (fr) 1994-09-26 1995-09-18 Detergents desinfectants pour surfaces dures

Country Status (8)

Country Link
US (2) US5576284A (fr)
EP (2) EP0783560B1 (fr)
JP (1) JPH10506143A (fr)
AT (1) ATE215983T1 (fr)
DE (1) DE59510159D1 (fr)
ES (1) ES2174961T3 (fr)
PL (1) PL181663B1 (fr)
WO (1) WO1996010069A1 (fr)

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EP0783560B1 (fr) 2002-04-10
US5856290A (en) 1999-01-05
PL181663B1 (pl) 2001-08-31
WO1996010069A1 (fr) 1996-04-04
EP0783560A1 (fr) 1997-07-16
US5576284A (en) 1996-11-19
DE59510159D1 (de) 2002-05-16
JPH10506143A (ja) 1998-06-16
PL318765A1 (en) 1997-07-07
ES2174961T3 (es) 2002-11-16
ATE215983T1 (de) 2002-04-15

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