EP1188816B1 - Wasch- und Reinigungsmittel auf Basis von Alkyl- und/oder Alkenyloligoglycosiden und Fettalkoholen - Google Patents
Wasch- und Reinigungsmittel auf Basis von Alkyl- und/oder Alkenyloligoglycosiden und Fettalkoholen Download PDFInfo
- Publication number
- EP1188816B1 EP1188816B1 EP01121509A EP01121509A EP1188816B1 EP 1188816 B1 EP1188816 B1 EP 1188816B1 EP 01121509 A EP01121509 A EP 01121509A EP 01121509 A EP01121509 A EP 01121509A EP 1188816 B1 EP1188816 B1 EP 1188816B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- alkyl
- acid
- alcohol
- weight
- carbon atoms
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
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Classifications
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/825—Mixtures of compounds all of which are non-ionic
- C11D1/8255—Mixtures of compounds all of which are non-ionic containing a combination of compounds differently alcoxylised or with differently alkylated chains
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/662—Carbohydrates or derivatives
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/20—Organic compounds containing oxygen
- C11D3/2003—Alcohols; Phenols
- C11D3/2006—Monohydric alcohols
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/72—Ethers of polyoxyalkylene glycols
- C11D1/721—End blocked ethers
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—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
- a preferred embodiment according to the invention means a fatty alcohol polyethylene glycol / polypropylene glycol ethers of formula (III) in which R 3 is an aliphatic, saturated, linear or branched alkyl radical having 8 to 16 carbon atoms, n is a number from 1 to 10, and m represents 0 and R 4 represents hydrogen . These are addition products of 1 to 10 moles of ethylene oxide with monofunctional alcohols.
- the alcohols described above, such as fatty alcohols, oxo alcohols and Guerbet alcohols, are suitable as alcohols.
- nonionic surfactants are fatty alcohol polyglycol ethers, alkylphenol polyglycol ethers, Fatty acid polyglycol ester, fatty acid amide polyglycol ether, fatty amine polyglycol ether, alkoxylated triglycerides, mixed ethers or mixed formals, alk (en) yl oligoglycosides, fatty acid N-alkyl glucamides, Protein hydrolyzates (especially vegetable products based on wheat), polyol fatty acid esters, Sugar esters, sorbitan esters, polysorbates and amine oxides.
- nonionic surfactants Containing polyglycol ether chains these can be conventional, but preferably one have narrow homolog distribution.
- Alkyl and / or Alkenyl oligoglycosides (different from those according to the invention), further alkoxylated alkanols, Hydroxy mixed ether, fatty acid lower alkyl esters and amine oxides used.
- Hydroxy mixed ethers are known nonionic surfactants with an asymmetrical ether structure and polyalkylene glycol components, which can be obtained, for example, by subjecting olefin epoxides to a ring-opening reaction with fatty alcohol polyglycol ethers.
- HME Hydroxy mixed ethers
- Corresponding products and their use in the field of cleaning hard surfaces is the subject of, for example, European patent EP-B1 0693049 and international patent application WO 94/22800 (Olin) and the documents mentioned therein.
- R 7 represents a linear or branched alkyl radical having 2 to 18, preferably 10 to 16 carbon atoms
- R 2 represents hydrogen or a linear or branched alkyl radical having 2 to 18 carbon atoms
- R 3 represents hydrogen or methyl
- R 10 represents a linear or branched, alkyl and / or alkenyl radical having 6 to 22, preferably 12 to 18 carbon atoms
- e represents numbers from 1 to 50, preferably 2 to 25 and in particular 5 to 15, with the proviso that the sum of the carbon atoms in the radicals R 7 and R 8 is at least 4 and preferably 12 to 18.
- the HME ring opening products can be either from internal olefins (R 8 not equal to hydrogen) or terminal olefins (R 8 equal to hydrogen), the latter being preferred in view of the easier preparation and the more advantageous application properties.
- the polar part of the molecule can be a polyethylene glycol (PE) or a polypropylene glycol chain (PP); Mixed chains of PE and PP units are also suitable, be it in statistical or block distribution.
- the products are usually prepared by inserting the alkylene oxides into the carbonyl ester bond in the presence of special catalysts, such as, for example, calcined hydrotalcite. Reaction 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 (VII) starts from tertiary fatty amines which have at least one long alkyl radical and is oxidized in the presence of hydrogen peroxide.
- R 16 represents a linear or branched alkyl radical having 6 to 22, preferably 12 to 18 carbon atoms, and R 14 and R 15 independently of one another are R 16 or, if appropriate hydroxy-substituted alkyl radical with 1 to 4 carbon atoms.
- washing and cleaning agents characterized in that they contain anionic surfactants selected from the group consisting of alkyl and / or alkenyl sulfates, alkyl ether sulfates, alkyl benzene sulfonates, soaps, monoglyceride (ether) sulfates and alkane sulfonates.
- anionic surfactants selected from the group consisting of alkyl and / or alkenyl sulfates, alkyl ether sulfates, alkyl benzene sulfonates, soaps, monoglyceride (ether) sulfates and alkane sulfonates.
- anionic surfactants are soaps, alkyl benzene sulfonates, secondary alkane sulfonates, olefin sulfonates, alkyl ether sulfonates, glycerin ether sulfonates, ⁇ -methyl ester sulfonates, sulfo fatty acids, alkyl and / or alkenyl sulfates, alkyl ether sulfates, glycerin ether sulfates, mono- ether sulfate sulfates , hydroxymischogether sulfate, fatty acid ether sulfate sulfates, Mono- and dialkylsulfosuccinates, mono- and dialkylsulfosuccinamates, sulfotriglycerides, amide soaps, ether carboxylic acids and their salts, fatty acid isethionates, fatty acid
- Alkyl and / or alkenyl sulfates which are also often referred to as fatty alcohol sulfates, are to be understood as the sulfation products of primary alcohols which follow the formula (IX) R 40 O-SO 3 X in which R 40 represents a linear or branched, aliphatic alkyl and / or alkenyl radical having 6 to 22, preferably 12 to 18 carbon atoms and X represents an alkali and / or alkaline earth metal, ammonium, alkylammonium, alkanolammonium or glucammonium.
- alkyl sulfates which can be used in the context of the invention are the sulfation products of capron alcohol, caprylic alcohol, capric alcohol, 2-ethylhexyl alcohol, lauryl alcohol, myristyl alcohol, cetyl alcohol, palmoleyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, aryl selenyl alcohol, elaidyl alcohol, Behenyl alcohol and erucyl alcohol as well as their technical mixtures, which are obtained by high pressure hydrogenation of technical methyl ester fractions or aldehydes from Roelen's oxosynthesis.
- ether sulfates are known anionic surfactants which are produced on an industrial scale by SO 3 - or chlorosulfonic acid (CSA) sulfation of fatty alcohol or oxo alcohol polyglycol ethers and subsequent neutralization.
- SO 3 - or chlorosulfonic acid (CSA) sulfation of fatty alcohol or oxo alcohol polyglycol ethers and subsequent neutralization.
- ether sulfates are suitable which follow the formula (X) R 17 O- (CH 2 CH 2 O) a SO 3 X in which R 17 represents a linear or branched alkyl and / or alkenyl radical with 6 to 22 carbon atoms, a for numbers from 1 to 10 and X for an alkali and / or alkaline earth metal, ammonium, alkylammonium, alkanolammonium or glucammonium.
- Typical examples are the sulfates of addition products with an average of 1 to 10 and in particular 2 to 5 moles of ethylene oxide with capron alcohol, caprylic alcohol, 2-ethylhexyl alcohol, capric alcohol, lauryl alcohol, isotridecyl alcohol, myristyl alcohol, cetyl alcohol, palmoleyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, oleyl alcohol, oleyl alcohol, oleyl alcohol, oleyl alcohol, oleyl alcohol, oleyl alcohol, oleyl alcohol, oleyl alcohol, oleyl alcohol, oleyl alcohol, oleyl alcohol, oleyl alcohol, oleyl alcohol, oleyl alcohol, oleyl alcohol, oleyl alcohol, oleyl alcohol, eleyl alcohol, oleyl alcohol, eleyl alcohol, Gadoleyl alcohol, behenyl alcohol, erucyl alcohol and brassidyl
- Alkylbenzenesulfonates preferably follow the formula (XI) , R 18 -Ph-SO 3 X in which R 18 is a branched, but preferably linear alkyl radical having 10 to 18 carbon atoms, Ph is a phenyl radical and X is an alkali and / or alkaline earth metal, ammonium, alkylammonium, alkanolammonium or glucammonium.
- Dodecylbenzenesulfonates, tetradecylbenzenesulfonates, hexadecylbenzenesulfonates and their technical mixtures in the form of the sodium salts are preferably used.
- Monoglyceride sulfates and monoglyceride ether sulfates are known anionic surfactants which can be obtained by the relevant methods of preparative organic chemistry.
- the usual starting point for their production is triglycerides, which, if appropriate, are transesterified to the monoglycerides after ethoxylation and subsequently sulfated and neutralized.
- suitable sulfating agents preferably gaseous sulfur trioxide or chlorosulfonic acid [cf. EP 0561825 B1, EP 0561999 B1 (Henkel)].
- the neutralized substances can be subjected to ultrafiltration in order to reduce the electrolyte content to a desired level [DE 4204700 A1 (Henkel)].
- Overviews of the chemistry of the monoglyceride sulfates are, for example, by AK Biswas et al. in J.Am.Oil.Chem.Soc. 37 , 171 (1960) and FU Ahmed J.Am.Oil.Chem.Soc. 67 , 8 (1990) .
- Typical examples of monoglyceride (ether) sulfates suitable for the purposes of the invention are the reaction products of lauric acid monoglyceride, coconut fatty acid monoglyceride, palmitic acid monoglyceride, stearic acid monoglyceride, oleic acid monoglyceride and tallow fatty acid monoglyceride as well as their ethylene oxide adducts or their formulated with sulfuric acid trioxide.
- Monoglyceride sulfates of the formula (XII) are preferably used, in which R 19 CO stands for a linear acyl radical having 8 to 18 carbon atoms.
- soaps are to be understood as meaning fatty acid salts of the formula (XIV) R 41 CO-OX in which R 41 CO represents a linear or branched, saturated or unsaturated acyl radical having 6 to 22 and preferably 12 to 18 carbon atoms and X represents alkali and / or alkaline earth metal, ammonium, alkylammonium or alkanolammonium.
- quaternized fatty acid triethanolamine ester salts of the formula (XV) , in which R 44 CO stands for an acyl radical with 6 to 22 carbon atoms, R 45 and R 46 independently of one another for hydrogen or R 14 CO, R 15 for an alkyl radical with 1 to 4 carbon atoms or a (CH 2 CH 2 O) m4 H- Group, m1, m2 and m3 in total for 0 or numbers from 1 to 12, m4 for numbers from 1 to 12 and Y for halide, alkyl sulfate or alkyl phosphate.
- R 44 CO stands for an acyl radical with 6 to 22 carbon atoms
- R 45 and R 46 independently of one another for hydrogen or R 14 CO
- R 15 for an alkyl radical with 1 to 4 carbon atoms or a (CH 2 CH 2 O) m4 H- Group
- m1, m2 and m3 in total for 0 or numbers from 1 to 12
- quaternized fatty acid triethanolamine ester salts of the formula (VIII) have proven to be particularly advantageous in which R 44 CO for an acyl radical having 16 to 18 carbon atoms, R 45 for R 45 CO, R 46 for hydrogen, R 17 for a methyl group, m1 , m2 and m3 stands for 0 and Y for methyl sulfate.
- the detergents can be anionic, nonionic and / or amphoteric or zwitterionic Surfactants in amounts of 0.5 to 50, preferably 5 to 25 and in particular 10 to 20% by weight - based on the detergent - included.
- Another object of the invention is the use of the mixture of components a and b in detergents and cleaning agents to increase washing performance at low temperatures, preferably at 30 to 40 ° C.
- the detergents and cleaning agents can be in various dosage forms available.
- Suitable substitutes or partial substitutes for phosphates and zeolites are crystalline, layered sodium silicates of the general formula NaMSi x O 2x + 1 .yH 2 O, where M is sodium or hydrogen, x is a number from 1.9 to 4 and y is a number from 0 to 20 and preferred values for x are 2, 3 or 4.
- Such crystalline layered silicates are described, for example, in European patent application EP 0164514 A1 .
- Preferred crystalline layered silicates of the formula given are those in which M represents sodium and x assumes the values 2 or 3.
- Such so-called X-ray amorphous silicates which also have a delay in dissolution compared to conventional water glasses, are described, for example, in German patent application DE 4400024 A. 1. Particularly preferred are compressed / compacted amorphous silicates, compounded amorphous silicates and over-dried X-ray amorphous silicates.
- dextrins for example oligomers or polymers of carbohydrates, which can be obtained by partial hydrolysis of starches.
- the hydrolysis can be carried out by customary, for example acid or enzyme-catalyzed, processes. They are preferably hydrolysis products with average molecular weights in the range from 400 to 500,000.
- DE dextrose equivalent
- the relative molecular weight, based on free acids, is generally 5,000 to 200,000, preferably 10,000 to 120,000 and in particular 50,000 to 100,000 (measured in each case against polystyrene sulfonic acid).
- the (co) polymeric polycarboxylates can be used either as a powder or as an aqueous solution, with 20 to 55% by weight aqueous solutions being preferred.
- Granular polymers are usually subsequently mixed into one or more basic granules.
- biodegradable polymers composed of more than two different monomer units, for example those which, according to DE 4300772 A1, are salts of acrylic acid and maleic acid, as well as vinyl alcohol or vinyl alcohol derivatives, or, according to DE 4221381 C2, are monomer salts of acrylic acid and the 2-alkylallylsulfonic acid and sugar derivatives.
- Further preferred copolymers are those which are described in German patent applications DE 4303320 A1 and DE 4417734 A1 and which preferably contain acrolein and acrylic acid / acrylic acid salts or acrolein and vinyl acetate as monomers.
- polymeric aminodicarboxylic acids are also to be mentioned as further preferred builder substances. Polyaspartic acids or their salts and derivatives are particularly preferred.
- Enzyme mixtures for example of protease and amylase or Protease and lipase or lipolytic enzymes or protease and cellulase or from Cellulase and lipase or lipolytically active enzymes or from protease, amylase and lipase or lipolytic enzymes or protease, lipase or lipolytic enzymes and Cellulase, in particular, however, mixtures or mixtures containing protease and / or lipase lipolytic enzymes of particular interest.
- lipolytically active Enzymes are the well-known cutinases. Peroxidases or oxidases have also been found in some cases proven suitable.
- Graying inhibitors have the task of removing the dirt detached from the fiber in the liquor to keep suspended and thus prevent the dirt from re-opening.
- they are water soluble Colloids mostly of an organic nature are suitable, for example the water-soluble salts polymeric carboxylic acids, glue, gelatin, salts of ether carboxylic acids or ether sulfonic acids Starch or cellulose or salts of acidic sulfuric acid esters of cellulose or starch.
- Water-soluble polyamides containing acidic groups are also suitable for this purpose.
- Farther soluble starch preparations and starch products other than those mentioned above can be used, e.g. degraded starch, aldehyde starches, etc.
- Polyvinylpyrrolidone can also be used.
- Preferred polymers are those with molar ratios of ethylene terephthalate / polyethylene glycol terephthalate from about 65:35 to about 90:10, preferably from about 70:30 to 80:20. Also preferred are those polymers that have linking polyethylene glycol units with a molecular weight of 750 to 5000, preferably from 1000 to about 3000 and a molecular weight of the polymer of about 10,000 to about 50,000.
- Milease® products are examples of commercially available polymers T (ICI) or Repelotex® SRP 3 (Rhône-Poulenc).
- Suitable paraffin waxes generally represent a complex mixture of substances without a sharp melting point. For characterization, one usually determines its melting range by differential thermal analysis (DTA), as described in "The Analyst” 87 (1962), 420 , and / or its solidification point , This is the temperature at which the paraffin changes from the liquid to the solid state by slow cooling. Paraffins which are completely liquid at room temperature, that is to say those having a solidification point below 25 ° C., cannot be used according to the invention.
- the soft waxes which have a melting point in the range from 35 to 50 ° C., preferably include the group of petrolates and their hydrogenation products.
- the ethers include, for example, benzyl ethyl ether, the aldehydes e.g. the linear alkanals with 8-18 C atoms, citral, citronellal, citronellyloxyacetaldehyde, cyclamenaldehyde, Hydroxycitronellal, Lilial and Bourgeonal, to the ketones e.g.
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- 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)
- Health & Medical Sciences (AREA)
- Emergency Medicine (AREA)
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- Detergent Compositions (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE10046251 | 2000-09-19 | ||
DE10046251A DE10046251A1 (de) | 2000-09-19 | 2000-09-19 | Wasch- und Reinigungsmittel auf Basis von Alkyl- und/oder Alkenyloligoglycosiden und Fettalkoholen |
Publications (2)
Publication Number | Publication Date |
---|---|
EP1188816A1 EP1188816A1 (de) | 2002-03-20 |
EP1188816B1 true EP1188816B1 (de) | 2004-09-08 |
Family
ID=7656730
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP01121509A Expired - Lifetime EP1188816B1 (de) | 2000-09-19 | 2001-09-08 | Wasch- und Reinigungsmittel auf Basis von Alkyl- und/oder Alkenyloligoglycosiden und Fettalkoholen |
Country Status (4)
Country | Link |
---|---|
US (1) | US6723135B2 (es) |
EP (1) | EP1188816B1 (es) |
DE (2) | DE10046251A1 (es) |
ES (1) | ES2225371T3 (es) |
Families Citing this family (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE10046250A1 (de) * | 2000-09-19 | 2002-03-28 | Cognis Deutschland Gmbh | Verfahren zur Herstellung von hellfarbigen Alkyl-und/oder Alkenyloligoglycosid-Mischungen und deren Verwendung in Wasch-, Spül-und Reinigungsmittel |
DE10046251A1 (de) * | 2000-09-19 | 2002-03-28 | Cognis Deutschland Gmbh | Wasch- und Reinigungsmittel auf Basis von Alkyl- und/oder Alkenyloligoglycosiden und Fettalkoholen |
US20040214737A1 (en) * | 2003-04-25 | 2004-10-28 | John Billman | Foamy composition for pretreatment of stains on fabrics |
EP1754778A1 (en) * | 2005-08-19 | 2007-02-21 | The Procter and Gamble Company | A solid laundry detergent composition comprising an alkyl benzene sulphonate-based anionic detersive surfactant system and a chelant system |
US7964551B2 (en) * | 2006-03-31 | 2011-06-21 | Isp Investments Inc. | Cleaning tablet |
EP3458561B1 (en) | 2016-05-17 | 2020-10-14 | Unilever PLC | Liquid laundry detergent compositions |
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JPH08319496A (ja) * | 1995-03-22 | 1996-12-03 | New Japan Chem Co Ltd | 洗浄剤組成物 |
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US5795978A (en) * | 1995-11-15 | 1998-08-18 | Henkel Kommanditgesellschaft Auf Aktien | Emulsifiers |
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DE10019405A1 (de) * | 2000-04-19 | 2001-10-25 | Cognis Deutschland Gmbh | Verfahren zur Herstellung von Waschmittelgranulaten |
DE10046251A1 (de) * | 2000-09-19 | 2002-03-28 | Cognis Deutschland Gmbh | Wasch- und Reinigungsmittel auf Basis von Alkyl- und/oder Alkenyloligoglycosiden und Fettalkoholen |
-
2000
- 2000-09-19 DE DE10046251A patent/DE10046251A1/de not_active Withdrawn
-
2001
- 2001-09-08 DE DE50103521T patent/DE50103521D1/de not_active Expired - Lifetime
- 2001-09-08 ES ES01121509T patent/ES2225371T3/es not_active Expired - Lifetime
- 2001-09-08 EP EP01121509A patent/EP1188816B1/de not_active Expired - Lifetime
- 2001-09-19 US US09/956,176 patent/US6723135B2/en not_active Expired - Lifetime
Also Published As
Publication number | Publication date |
---|---|
US6723135B2 (en) | 2004-04-20 |
DE10046251A1 (de) | 2002-03-28 |
US20020058602A1 (en) | 2002-05-16 |
EP1188816A1 (de) | 2002-03-20 |
ES2225371T3 (es) | 2005-03-16 |
DE50103521D1 (de) | 2004-10-14 |
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