EP1259585A1 - Clear rinsing agents - Google Patents
Clear rinsing agentsInfo
- Publication number
- EP1259585A1 EP1259585A1 EP01902341A EP01902341A EP1259585A1 EP 1259585 A1 EP1259585 A1 EP 1259585A1 EP 01902341 A EP01902341 A EP 01902341A EP 01902341 A EP01902341 A EP 01902341A EP 1259585 A1 EP1259585 A1 EP 1259585A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- alkyl
- rinse aid
- formula
- aid according
- 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.)
- Granted
Links
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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/825—Mixtures of compounds all of which are non-ionic
-
- 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
- C11D1/721—End blocked ethers
Definitions
- the invention relates to rinse aid for automatic dishwashing, containing hydroxy mixed ethers and alkyl and / or alkenyl oligoglycosides, optionally further nonionic surfactants, water and other auxiliaries and additives, and the use of such mixtures in rinse aid, and a method for rinsing and cleaning hard surfaces.
- Rinse aid is therefore used to ensure that dishes are clear and spotless.
- the addition of liquid or solid rinse aid ensures that the water runs off the dishes as completely as possible, so that the different surfaces are residue-free and shiny at the end of the wash program.
- rinse aids are mixtures of nonionic surfactants, solubilizers, organic acids and solvents, water and, if appropriate, preservatives and fragrances.
- the task of the surfactants in these agents is to influence the interfacial tension of the water so that it is as thin and coherent as possible Film can run off the wash ware, so that no water drops, streaks or films remain during the subsequent drying process (so-called wetting effect).
- the surfactants also have the task of dampening the foam which arises from food residues in the dishwasher. Since the rinse aids mostly contain acids to improve the clear dry effect, the surfactants used must also be relatively insensitive to hydrolysis against acids.
- Rinse aids are used both in the home and in commercial areas. In household dishwashers, the rinse aid becomes at just under 40 ° C-65 ° C after the pre-rinse and cleaning cycle added. Commercial dishwashers work with only one cleaning liquor, which is only renewed by adding the rinse aid solution from the previous washing process. There is therefore no complete water exchange during the entire washing program. Therefore, the rinse aid must also have a foam-suppressing effect, be temperature-stable with a strong temperature gradient of 85-35 ° C and also be sufficiently stable against alkali and active chlorine.
- alkoxylated fatty acid lower alkyl esters and in particular mixtures with other nonionic surfactants such as hydroxy mixed ethers and alkyl and / or alkenyl oligoglycosides meet the requirements for a branded product with regard to the application properties.
- no preferred mixing ratios of hydroxy mixed ethers and alkyl and / or alkenyl oligoglycosides are disclosed there.
- German Offenlegungsschrift DE 19738866 describes surfactant mixtures of hydroxy mixed ethers and nonionic surfactants, such as fatty alcohol polyethylene glycol / polypropylene glycol ether, optionally end-capped, which have good foaming behavior and show good rinse aid effects in rinse aid.
- the object could be achieved by the combination of hydroxy mixed ethers and alkyl and / or alkenyl oligoglycosides in the weight ratio according to the invention.
- This results in a high level of plastic compatibility and, thanks to the very good wettability, a spotless shine on the surfaces to be rinsed.
- the agents according to the invention exhibit low foam behavior.
- the invention relates to rinse aid containing a. Hydroxy mixed ether (HME) of the formula (I)
- R 1 0 [CH 2 CHR20] x [CH 2 CHR30] y CH 2 CH (OH) R4 (I) in the R 1 for alkyl and / or alkenyl radical with 4 to 22 carbon atoms
- R 2 represents hydrogen or a methyl or ethyl radical
- R 3 represents hydrogen or a methyl or ethyl radical
- R 5 is an alkyl and / or alkenyl radical having 4 to 22 carbon atoms
- G is a sugar radical having 5 or 6 carbon atoms
- p is a number from 1 to 10
- HME and APG are contained in a weight ratio of 10 to 0.1 to 1 to 10. hydroxy mixed
- Hydroxy mixed ethers of the formula (I) are known from the literature and are described, for example, in German application DE 19738866. They are prepared by reacting 1,2-epoxyalkanes (R 4 CH0CH2), where R 4 is an aliphatic saturated, straight-chain or branched alkyl radical having 2 to 22, in particular 6 to 16 carbon atoms, with alkoxylated alcohols.
- Preferred hydroxy mixed ethers for the purposes of the invention are those derived from alkoxylates of monohydric alcohols of the formula R 1 -0H having 4 to 18 carbon atoms, where R 1 is an aliphatic, saturated, straight-chain or branched alkyl radical, in particular having 6 to 16 carbon atoms, stands.
- Suitable straight-chain alcohols are butanol-1, capron, ⁇ nanth, capryl, pelargon, caprinal alcohol, undecanol-1, lauryl alcohol, tridecanol-1, myristyl alcohol, pentadecanol-1, palmity alcohol, heptadecanol-1, stearyl alcohol, nonadecanol 1, arachidyl alcohol, heneicosanol-1, behenyl alcohol and their technical mixtures, as are obtained in the high-pressure hydrogenation of technical methyl esters based on fats and oils.
- branched alcohols examples include so-called oxo alcohols, which usually carry 2 to 4 methyl groups as branches and are produced by the oxo process, and so-called Guerbet alcohols, which are branched in the 2-position with an alkyl group.
- Suitable Guerbet alcohols are 2-ethylhexanol, 2-butyloctanol, 2-hexyldecanol and / or 2-octyldodecanol.
- the alcohols are used in the form of their alkoxylates, which are prepared in a known manner by reacting the alcohols in any order with ethylene oxide, propylene oxide and / or butylene oxide.
- the rinse aids according to the invention absolutely contain alkyl and / or alkenyl oligoglycosides of the formula (II). They can be obtained according to the relevant procedures in preparative organic chemistry. Representative of the extensive literature here is the review by Biermann et al. in Starch /force 45, 281 (1993), B.Salka in Cosm.Toil. 108, 89 (1993) and J.Kahre et al. in S ⁇ FW-Journal Issue 8, 598 (1995)
- the alkyl and / or alkenyl oligoglycosides can be derived from aldoses or 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 radical R 5 can be derived from primary saturated alcohols. Typical examples are butanol-1, capron, ⁇ nanth, capryl, pelargon, caprinal alcohol, undecanol-1, lauryl alcohol, tridecanol-1, myristyl alcohol, pentadecanol-1, cetyl alcohol, palmity alcohol, heptadecanol-1, stearyl alcohol, isostearyl alcohol , Nonadecanol-1, arachidyl alcohol, heneicosanol-1, and behenyl 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 alkenyl radical R 5 can be derived from primary unsaturated alcohols.
- unsaturated alcohols are undecen-1-ol, oleyl alcohol, elaidyl alcohol, ricinol alcohol, linoleyl alcohol, linolenyl alcohol, gadoleyl alcohol, arachidone alcohol, eruca alcohol, brassidyl alcohol, palmoleyl alcohol, petroselinyl alcohol, arachyl alcohol, and their technical mixtures, which can be obtained as described above, and their technical mixtures.
- Alkyl or alkenyl radicals R 5 which are derived from primary alcohols having 6 to 16 carbon atoms are preferred.
- alkyl oligoglucosides of the chain length C ⁇ -Ciö which are obtained as a preliminary step in the separation of technical C.-Cis coconut fatty alcohol by distillation and may be contaminated with a proportion of less than 6% by weight of Ci2-alcohol, and alkyl oligoglucosides based on technical Cg / n-oxo alcohols.
- the alkyl or alkenyl radical R 5 can also be derived from primary alcohols having 12 to 14 carbon atoms.
- Alkyl and / or alkenyl oligoglycosides with an average degree of oligomerization p of 1.1 to 2.0 are preferably used. From an application point of view, those alkyl and / or alkenyl oligoglycosides are preferred whose degree of oligomerization is less than 2.0 and in particular between 1.2 and 1.7.
- hydroxy mixed ethers of the formula (I) and alkyl and / or alkenyl oligoglycosides of the formula (II) in a weight ratio of 10 to 0.1 to 1 to 10, preferably 10 to 0.5 to 1 to 5, in particular 10 to 1 to 1 to use 4.
- Nonionic surfactants are also preferred.
- the agents according to the invention can contain further nonionic surfactants.
- Typical examples of nonionic surfactants are alkoxylates of alkanols, end group-capped alkoxylates of alkanols without free OH groups, alkoxylated fatty acid lower alkyl esters, amine oxides, alkylphenol polyglycol ethers, fatty acid polyglycol esters, fatty acid amide polyglycol ethers, fatty amine polyglycol ethers, alkoxylated triglycerol ethers, fatty glucide amides, mixed glycidyl amides, mixed glycidyl amides, mixed glycidyl amides, mixed glycidyl amides, mixed glycides, and mixed acid amides vegetable products based on wheat), polyol fatty acid esters, sugar esters, sorbitan esters, and polysorbates. If the nonionic surfactants contain polyg
- the further nonionic surfactants are preferably selected from the group formed by alkoxylates of alkanols, in particular fatty alcohol polyethylene glycol / polypropylene glycol ether (FAEO / PO) of the formula (III) or fatty alcohol polypropylene glycol / polyethylene glycol ether (FAPO / EO) of the formula (IV), end-capped Alkoxylates of alkanols, especially end-capped fatty alcohol polyethylene glycol / polypropylene glycol ethers or end-capped fatty alcohol polypropylene glycol / polyethylene glycol ether, and fatty acid lower alkyl esters and amine oxides.
- Fatty alcohol polyethylene glycol / polypropylene glycol ether Fatty alcohol polyethylene glycol / polypropylene glycol ether
- fatty alcohol polyethylene glycol / polypropylene glycol ethers of the formula (III), which are optionally end-capped, are optionally end-capped,
- R 6 is an alkyl and / or alkenyl radical having 8 to 22 C atoms
- R 7 is H or an alkyl radical having 1 to 8 C atoms
- n is a number from 1 to 40, preferably 1 to 30 , in particular 1 to 15, and m represents 0 or a number from 1 to 10.
- R 8 is an alkyl and / or alkenyl radical with 8 to 22 C atoms
- R 9 for H or an alkyl radical with 1 to 8 C atoms
- q for a number from 1 to 5 and r for a number of 0 to 15.
- the agents according to the invention contain fatty alcohol polyethylene glycol / polypropylene glycol ethers of the formula (III) in which R 6 is an aliphatic, saturated, straight-chain or branched alkyl radical having 8 to 16 carbon atoms, n is a number from 1 to 10, and m represents 0 and R 7 represents hydrogen.
- R 6 is an aliphatic, saturated, straight-chain or branched alkyl radical having 8 to 16 carbon atoms
- n is a number from 1 to 10
- m represents 0
- R 7 represents hydrogen.
- Suitable representatives of non-end-capped representatives are those of the formula (III) in which R 6 is an aliphatic, saturated, straight-chain or branched alkyl radical having 8 to 16 carbon atoms, n is a number from 2 to 7, m is a number of 3 to 7 and R 7 represents hydrogen.
- R 6 is an aliphatic, saturated, straight-chain or branched alkyl radical having 8 to 16 carbon atoms
- n is a number from 2 to 7
- m is a number of 3 to 7
- R 7 represents hydrogen.
- the end group-capped compounds of the formula (III) are capped with an alkyl group having 1 to 8 carbon atoms (R 7 ).
- R 7 alkyl group having 1 to 8 carbon atoms
- Such compounds are often referred to in the literature as mixed ethers.
- Suitable representatives are methyl-capped compounds of the formula (III) in which R 6 is an aliphatic, saturated, straight-chain or branched alkyl radical having 8 to 16 carbon atoms, n is a number from 2 to 7, m is a number from 3 to 7 and R 7 represents a methyl group.
- Such compounds can easily be prepared by reacting the corresponding non-end-capped fatty alcohol polyethylene glycol / polypropylene glycol ether with methyl chloride in the presence of a base.
- Suitable representatives of alkyl-capped compounds are those of the formula (III) in which R 6 is an aliphatic, saturated, straight-chain or branched alkyl radical having 8 to 16 carbon atoms, n is a number from 5 to 15, m is 0 and R 7 represents an alkyl group with 4 to 8 carbon atoms.
- the end group closure is preferably carried out with a straight-chain or branched butyl group by the corresponding fatty alcohol polyethylene glycol ether with n-butyl chloride or with tert. Butyl chloride is reacted in the presence of bases.
- end-capped fatty alcohol polypropylene glycol / polyethylene glycol ethers of the formula (IV) may be present.
- Such connections are described, for example, in German published patent application DE-A1- 43 23 252.
- Particularly preferred representatives of the compounds of the formula (IV) are those in which R 8 is an aliphatic, saturated, straight-chain or branched alkyl radical having 8 to 16 carbon atoms, q is a number from 1 to 5, r is a number of 1 to 6 and R 9 represents hydrogen.
- Suitable alkoxylated fatty acid lower alkyl esters are surfactants of the formula (V)
- R 10 CO stands for a linear or branched, saturated and / or unsaturated acyl radical with 6 to 22 carbon atoms
- R 11 for hydrogen or methyl
- R 12 for linear or branched alkyl radicals with 1 to 4 carbon atoms and w for numbers from 1 to 20 stands.
- Typical examples are the formal insert products of an average of 1 to 20 and preferably 5 to 10 moles of ethylene and / or propylene oxide in the methyl, ethyl, propyl, isopropyl, butyl and tert-butyl esters of caproic acid, caprylic acid, 2 -Ethylhexanoic acid, capric acid, lauric acid, isotridecanoic acid, myristic acid, palmitic acid, palmoleic acid, stearic acid, isostearic acid, oleic acid, elaidic acid, petroselinic acid, linoleic acid, linolenic acid, elaeostearic acid, arachidic acid, gadoleic acid, behenic acid and technical and mixtures thereof.
- the products are usually prepared by inserting the alkoxides into the carbonyl ester bond in the presence of special catalysts, such as, for example, calcined hydrotalcite. Conversion products of an average of 5 to 10 moles of ethylene oxide into the ester linkage of technical coconut fatty acid methyl esters are particularly preferred.
- the preparation of the amine oxides of the formula (VI) starts from tertiary fatty amines which have at least one long alkyl radical and is oxidized in the presence of hydrogen peroxide.
- R 13 represents a linear or branched alkyl radical having 6 to 22, preferably 12 to 18 carbon atoms
- R 14 and R 15 independently of one another are R 13 or, if appropriate hydroxy-substituted alkyl radical having 1 to 4 carbon atoms.
- Amine oxides of the formula (VI) are preferably used in which R 13 and R 14 are C12 / 14 and C12 / ⁇ -cocoalkyl radicals and R 15 is a methyl or a hydroxyethyl radical. Also preferred are amine oxides of the formula (VI) in which R 13 is a C12 / 14 or C12 / 18 cocoalkyl radical and R 14 and R 15 are methyl or hydroxyethyl.
- alkylamidoamine oxides of the formula (VII), the alkylamido radical R23CONH being obtained by the reaction of linear or branched carboxylic acids, preferably having 6 to 22, preferably having 12 to 18, carbon atoms, in particular from C1214 or C12 / 18 - Fatty acids with amines are formed.
- R 24 represents a linear or branched alkenyl group having 2 to 6, preferably 2 to 4 carbon atoms and R 14 and R 15 have the meaning given in formula (VI).
- the rinse aid according to the invention contains 0.01 to 30% by weight, preferably 0.025 to 20% by weight and in particular 0.5 to 15% by weight, of hydroxy mixed ethers of the formula (I), calculated as active substance, based on the Medium. Active substance defines itself as pure substance, which is contained in the rinse aid.
- the rinse aid according to the invention contains 0.01 to 30% by weight, preferably 0.1 to 20% by weight and in particular 0.2 to 15% by weight of alkyl and / or alkenyl oligoglycosides of the formula (II) calculated as active substance, based on the agent.
- the further nonionic surfactants can be present in the agents according to the invention in amounts of 0.1 to 20% by weight, preferably 0.5 to 8% by weight, in particular 1 to 6% by weight, calculated as the active substance, based on the means.
- the rinse aids can be used both as aqueous solutions and in solid form e.g. poured in wax or present as a gel. It is particularly preferred that they are in the form of aqueous solutions.
- the agents according to the invention can be used as auxiliaries and additives, for example solubilizers such as cumene sulfonate, ethanol, isopropyl alcohol, ethylene glycol, propylene glycol, butyl glycol, diethylene glycol, propylene glycol monobutyl ether, polyethylene or polypropylene glycol ether with molecular weights from 600 to 1,500,000, preferably with a molecular weight from 400,000 to 800,000, or in particular contain butyl diglycol.
- Organic acids such as mono- and / or polyvalent carboxylic acids, preferably citric acid, and preservatives and fragrances can also be used.
- Another object of the present invention is the use of hydroxy mixed ethers in combination with alkyl and / or alkenyl oligoglycosides and other nonionic surfactants in rinse aids, preferably for the household and industrial and institutional fields.
- Another object of the present invention is the method for rinsing and cleaning hard surfaces, the agents according to the invention being applied to the surfaces mixed with water.
- the immersion network capacity (DIN EN 1772) is determined.
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Detergent Compositions (AREA)
Abstract
Description
Claims
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE10003809A DE10003809A1 (en) | 2000-01-28 | 2000-01-28 | Rinse aid |
DE10003809 | 2000-01-28 | ||
PCT/EP2001/000612 WO2001055288A1 (en) | 2000-01-28 | 2001-01-19 | Clear rinsing agents |
Publications (2)
Publication Number | Publication Date |
---|---|
EP1259585A1 true EP1259585A1 (en) | 2002-11-27 |
EP1259585B1 EP1259585B1 (en) | 2004-08-04 |
Family
ID=7629105
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP01902341A Expired - Lifetime EP1259585B1 (en) | 2000-01-28 | 2001-01-19 | Clear rinsing agents |
Country Status (5)
Country | Link |
---|---|
US (1) | US6732748B2 (en) |
EP (1) | EP1259585B1 (en) |
DE (2) | DE10003809A1 (en) |
ES (1) | ES2225470T3 (en) |
WO (1) | WO2001055288A1 (en) |
Families Citing this family (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE19738866A1 (en) * | 1997-09-05 | 1999-03-11 | Henkel Kgaa | Low-foaming surfactant mixtures with hydroxy mixed ethers |
ATE276340T1 (en) * | 2001-02-01 | 2004-10-15 | Cognis Deutschland Gmbh | DISHWASHING AND CLEANING PRODUCTS |
DE10153768A1 (en) * | 2001-11-02 | 2003-05-15 | Cognis Deutschland Gmbh | Hydroxy mixed ethers with polymers |
SE526170C2 (en) | 2003-05-07 | 2005-07-19 | Akzo Nobel Nv | Aqueous composition containing an alkylene oxide adduct, a hexyl glucoside and an active nonionic alkylene oxide adduct as a wetting agent |
DE102005034752A1 (en) * | 2005-07-21 | 2007-01-25 | Henkel Kgaa | Cleaning and care products with improved emulsifying ability |
DE102005044028A1 (en) * | 2005-09-14 | 2007-03-15 | Cognis Ip Management Gmbh | Mixture, useful e.g. in detergents and cleaning agent for hard surface and automatic dishwasher, comprises two different surface active substance e.g. alkyl compound, ethoxylated fatty alcohol, alkyl (oligo)glycoside and betaine |
ES2702780T3 (en) * | 2009-05-12 | 2019-03-05 | Ecolab Usa Inc | Quick-dry, quick-drain rinse aid |
DE102009027158A1 (en) | 2009-06-24 | 2010-12-30 | Henkel Ag & Co. Kgaa | Machine dishwashing detergent |
EP2791584B1 (en) * | 2011-12-13 | 2019-11-06 | Convotherm Elektrogeräte GmbH | System comprising a cleaning cartridge and an apparatus and method of cleaning a cavity |
Family Cites Families (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2432757C2 (en) | 1974-07-08 | 1984-02-16 | Henkel KGaA, 4000 Düsseldorf | Polyethylene glycol diethers containing hydroxyl groups suitable as foam inhibitors and their preparation |
DE4323252C2 (en) | 1993-07-12 | 1995-09-14 | Henkel Kgaa | Rinse aid for machine cleaning hard surfaces |
TW387937B (en) | 1994-10-14 | 2000-04-21 | Olin Corp | Biodegradable surfactant and blends thereof as a rinse aid |
WO1999010458A1 (en) | 1997-08-25 | 1999-03-04 | Cognis Deutschland Gmbh | Aqueous agents for cleaning hard surfaces |
DE19738866A1 (en) | 1997-09-05 | 1999-03-11 | Henkel Kgaa | Low-foaming surfactant mixtures with hydroxy mixed ethers |
DE19751859A1 (en) | 1997-11-22 | 1999-07-29 | Henkel Ecolab Gmbh & Co Ohg | Means for cleaning hard surfaces |
DE19851453A1 (en) | 1998-11-09 | 2000-05-11 | Cognis Deutschland Gmbh | Rinse aid for automatic dishwashing |
WO2000050549A2 (en) | 1999-02-22 | 2000-08-31 | The Procter & Gamble Company | Cleaning compositions containing selected nonionic surfactants |
-
2000
- 2000-01-28 DE DE10003809A patent/DE10003809A1/en not_active Withdrawn
-
2001
- 2001-01-19 US US10/182,288 patent/US6732748B2/en not_active Expired - Lifetime
- 2001-01-19 ES ES01902341T patent/ES2225470T3/en not_active Expired - Lifetime
- 2001-01-19 WO PCT/EP2001/000612 patent/WO2001055288A1/en active IP Right Grant
- 2001-01-19 DE DE50103102T patent/DE50103102D1/en not_active Expired - Lifetime
- 2001-01-19 EP EP01902341A patent/EP1259585B1/en not_active Expired - Lifetime
Non-Patent Citations (1)
Title |
---|
See references of WO0155288A1 * |
Also Published As
Publication number | Publication date |
---|---|
DE50103102D1 (en) | 2004-09-09 |
US6732748B2 (en) | 2004-05-11 |
WO2001055288A9 (en) | 2002-09-19 |
DE10003809A1 (en) | 2001-08-02 |
ES2225470T3 (en) | 2005-03-16 |
US20030139306A1 (en) | 2003-07-24 |
EP1259585B1 (en) | 2004-08-04 |
WO2001055288A1 (en) | 2001-08-02 |
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