EP0615540B1 - Procede de preparation des particules antimousse actives au rincage - Google Patents
Procede de preparation des particules antimousse actives au rincage Download PDFInfo
- Publication number
- EP0615540B1 EP0615540B1 EP93900775A EP93900775A EP0615540B1 EP 0615540 B1 EP0615540 B1 EP 0615540B1 EP 93900775 A EP93900775 A EP 93900775A EP 93900775 A EP93900775 A EP 93900775A EP 0615540 B1 EP0615540 B1 EP 0615540B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- soap
- foam
- particles
- slurry
- weight
- 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
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
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/0005—Other compounding ingredients characterised by their effect
- C11D3/0094—High foaming 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
- C11D1/02—Anionic compounds
- C11D1/04—Carboxylic acids or 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
- C11D13/00—Making of soap or soap solutions in general; Apparatus therefor
- C11D13/14—Shaping
- C11D13/20—Shaping in the form of small particles, e.g. powder or flakes
-
- 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
- C11D3/0005—Other compounding ingredients characterised by their effect
- C11D3/0026—Low foaming or foam regulating compositions
Definitions
- the present invention is concerned with a process for making rinse-active foam control particles for inclusion in a detergent composition, i.e. foam control particles mainly active in the rinse-cycle of a laundry process.
- suds-control during the washing cycle of a laundry process is important, so as to avoid negative interference with the action of the wash liquor upon the fabrics, it is also known that suds-control during the rinse cycle of a laundry process is desirable;
- Soaps of fatty acids have been used for such a rinse-active suds control function, and they have usually been spray-dried together with the rest of the detergent composition.
- EP-A-0 432 449 published on 19th June 1991, provides a composition of powdered detergent comprising a spray dried base powder with no soap, or a very low percentage of soap, and which further comprises soap which is "post added" by dry-mixing with the base powder.
- GB-A-1 204 123 published on 3rd September 1970, discloses a process of mixing a surfactant containing detergent powder with other granules, the granules comprising an organic extrudable solid.
- One such organic extrudable solid is a sodium salt of C8 to C22 fatty acid.
- GB-A-0 486 819 published on 10th June 1938, discloses a process for producing a soap powder by converting a partially- dried soap into a plastic or semi-fluid mass, disintegrating the soap mass into discrete particles, and solidifying the particles.
- the present invention provides a process for making rinse-active foam-control particles for inclusion in a detergent composition in powder form.
- the rinse-active foam-control particles comprise a soap consisting essentially of a soap of fatty acid of which at least 80% by weight contains from 16 to 18 carbon atoms, the geometric mean particle size of the particles being inferior to 1mm, preferably inferior to 0.4 mm.
- the process of the present invention comprises the steps of drying the fatty acid soap slurry to a moisture level inferior to 9% by weight of the slurry, pressing it into noodles, and grinding the noodles into a fine powder.
- the antifoam particles are the antifoam particles.
- the foam-control particles made by the process of the invention consist essentially of a soap of fatty acids of which at least 80% by weight contains from 16 to 18 carbon atoms; preferred fatty acids are tallow or tallow/coconut mixtures at a weight ratio of tallow to coconut not less than 70/30; particularly preferred is a 90/10 tallow/coconut mixture.
- Suitable cations which render the soap water soluble and/or dispersible include sodium, potassium, ammonium, monoethanolammonium, diethanolammonium, triethanolammonium or tetramethylammonium. Sodium ions are preferred.
- the particles of the invention have a particle size, which is such that the geometric mean particle size, which is the median of the cumulative weight distribution, should be less than 1 mm and preferably less than 0.4 mm.
- the individual particle size of a particle is meant as being the sum of the longest and the shortest dimension of the particle divided by two.
- the cumulative weight distribution of the particles can be conveniently measured by sieving with an air-fluidized sieve.
- the particles herein optionally include a free-flowing agent such as amorphous silica, at levels not exceeding 5% by weight of the particle.
- a free-flowing agent such as amorphous silica
- the process herein contains essentially the steps of drying a fatty acid soap slurry to a low moisture level, i.e. a moisture level not exceeding 9%, preferably not exceeding 5% by weight of the slurry, then pressing the slurry into noodles, and successively grinding the noodles to a fine powder with the particle size required herein.
- control of the moisture level is a particularly critical feature of the process herein, since successful grinding to the required particle size will not be possible without meeting the claimed moisture level.
- Drying of the soap slurry is preferably achieved under vacuum. Supplementary drying during the grinding process may be appropriate, and achieved for example in an air classifier.
- a typical method to measure the moisture level in the soap slurry and/or the noodles is a solvent distillation method, using a Bidwell® apparatus.
- Foam control particles made by the process of the present invention are suitable for use in a detergent composition in powder form, comprising a surface-active agent and the foam control particles such as described above. Addition of the particles herein in detergent compositions can be achieved by e.g. dry-mixing. The amount of foam control particles is typically from 0.25 to 5% by weight of the composition, depending on the type of detergent composition involved.
- a wide range of surfactants can be used in the detergent compositions.
- anionic surfactants are particularly suitable herein, especially mixtures of sulphonate and sulphate surfactants in a weight ratio of from 5:1 to 1:2, preferably from 3:1 to 2:3, more preferably from 3:1 to 1:1.
- Preferred sulphonates include alkyl benzene sulphonates having from 9 to 15, especially 11 to 13 carbon atoms in the alkyl radical, and alpha-sulphonated methyl fatty acid esters in which the fatty acid is derived from a C 12 -C 18 fatty source preferably from a C 16 -C 18 fatty source.
- the cation is an alkali metal, preferably sodium.
- Preferred sulphate surfactants are alkyl sulphates having from 12 to 18 carbon atoms in the alkyl radical, optionally in admixture with ethoxy sulphates having from 10 to 20, preferably 10 to 16 carbon atoms in the alkyl radical and an average degree of ethoxylation of 1 to 6.
- alkyl sulphates herein are tallow alkyl sulphate, coconut alkyl sulphate, and C 14-15 alkyl sulphates.
- the cation in each instance is again an alkali metal cation, preferably sodium.
- One class of nonionic surfactants useful in the present invention are condensates of ethylene oxide with a hydrophobic moiety to provide a surfactant having an average hydrophilic-lipophilic balance (HLB) in the range from 8 to 17, preferably from 9.5 to 13.5, more preferably from 10 to 12.5.
- HLB hydrophilic-lipophilic balance
- the hydrophobic (lipophilic) moiety may be aliphatic or aromatic in nature and the length of the polyoxyethylene group which is condensed with any particular hydrophobic group can be readily adjusted to yield a water-soluble compound having the desired degree of balance between hydrophilic and hydrophobic elements.
- Especially preferred nonionic surfactants of this type are the C 9 -C 15 primary alcohol ethoxylates containing 3-8 moles of ethylene oxide per mole of alcohol, particularly the C 14 -C 15 primary alcohols containing 6-8 moles of ethylene oxide per mole of alcohol and the C 12 -C 14 primary alcohols containing 3-5 moles of ethylene oxide per mole of alcohol.
- Nonionic surfactants comprises alkyl polyglucoside compounds of general formula RO (C n H 2n O) t Z x wherein Z is a moiety derived from glucose; R is a saturated hydrophobic alkyl group that contains from 12 to 18 carbon atoms; t is from 0 to 10 and n is 2 or 3; x is from 1.3 to 4, the compounds including less than 10% unreacted fatty alcohol and less than 50% short chain alkyl polyglucosides.
- Compounds of this type and their use in detergent are disclosed in EP-B 0 070 077, 0 075 996 and 0 094 118.
- nonionic surfactants are poly hydroxy fatty acid amide surfactants of the formula wherein R 1 is H, C 1-4 hydrocarbyl, 2-hydroxy ethyl, 2-hydroxy propyl or a mixture thereof, R 2 is C 5-31 hydrocarbyl, and Z is a polyhydroxyhydrocarbyl having a linear hydrocarbyl chain with at least 3 hydroxyls directly connected to the chain, or an alkoxylated derivative thereof.
- R 1 is methyl
- R 2 is a straight C 11-15 alkyl or alkenyl chain such as coconut alkyl or mixtures thereof
- Z is derived from a reducing sugar such as glucose, fructose, maltose, lactose, in a reductive amination reaction.
- a further class of surfactants are the semi-polar surfactants such as amine oxides.
- Suitable amine oxides are selected from mono C 8 -C 20 , preferably C 10 -C 14 N-alkyl or alkenyl amine oxides and propylene-1,3-diamine dioxides wherein the remaining N positions are substituted by methyl, hydroxyethyl or hydroxypropyl groups.
- amphoteric surfactants such as polyamine-based species.
- Cationic surfactants can also be used in the detergent compositions herein and suitable quaternary ammonium surfactants are selected from mono C 8 -C 16 , preferably C 10 -C 14 N-alkyl or alkenyl ammonium surfactants wherein remaining N positions are substituted by methyl, hydroxyethyl or hydroxypropyl groups.
- the detergent compositions can comprise from 1%-70% by weight of surfactant, but usually the surfactant is present in the compositions herein an amount of from 1% to 30%, more preferably from 10-25% by weight.
- the detergent compositions herein preferably also contain a builder, which can be selected from phosphates, aluminosilicate ion exchangers (zeolites), and water-soluble monomeric or oligomeric carboxylate chelating agents such as citrates, succinates, oxydisuccinates, as well as mixtures of the above species.
- a builder which can be selected from phosphates, aluminosilicate ion exchangers (zeolites), and water-soluble monomeric or oligomeric carboxylate chelating agents such as citrates, succinates, oxydisuccinates, as well as mixtures of the above species.
- Suitable builder materials include alkali metal carbonates, bicarbonates and silicates, organic phosphonates, amino polyalkylene phosphonates and amino polycarboxylates, ethylene diamine tetraacetic acid and nitrilotriacetic acid.
- Other suitable water-soluble organic salts are the homo- or co-polymeric polycarboxylic acids or their salts in which the polycarboxylic acid comprises at least two carboxyl radicals separated from each other by not more than two carbon atoms. Polymers of this type are disclosed in GB-A-1,596,756. Examples of such salts are polyacrylates of MW 2000-5000 and their copolymers with maleic anhydride, such copolymers having a molecular weight of from 20,000 to 70,000, especially about 40,000.
- ingredients which typically form part of a detergent composition in powder form include filler salts such as sodium sulphates, bleaching agents, such as sodium perborate and percarbonate, bleach activators, anti redeposition agents such as carboxymethyl cellulase, enzymes, such as proteases, amylases, lipases, and cellulases, brighteners, fabric softening clays, perfumes, dyes, pigments.
- the detergent compositions herein can be of the "high-suds" type, and be designed for hand-wash or in upright washing machine utilization. In such executions, the level of foam control particles is typically from 2% to 5% by weight.
- compositions of the invention can also be of the "low-suds” type and thus be adapted for use in washing machines of all types; in this latter category, detergent compositions encompass “compact” executions, where the density is typically above 550g/litre of composition, and the level of filler salt is typically below 5% by weight of the composition.
- the level of foam-control particles is typically from 0.25% to 2%.
- a suds-controlling agent active in the wash cycle is typically included, in addition to the rinse-active foam-control agents of the invention.
- additional foam-control agents are preferably silicones.
- Example I (“High Suds” execution) LAS 20% Sodium Tripolyphosphate 23% Sodium Silicate 6% CMC 0.15% Sodium Sulphate 34% Na Phosphonate 0.1% Sodium Carbonate 5% Copolymer AA/MA 2.5% Sodium Soap particles 3% Enzyme, brighteners, perfume and minors up to 100 Density 360g/l
- Example II (“Low Suds” execution, in compact form) LAS 8% TAS 2% Nonionic 6% Sodium Carbonate 14% Sodium Citrate 6% Zeolite 20% Sodium Silicate 3% CMC 0.5% Sodium Sulphate 3.5% Na Phosphonate 0.4% Sodium Na Perborate Monohydrate 16% Sodium Soap particles 1% Silicone 0.5% Sodium Salt of Copolymer AA/MA 4% TAED 5% Enzyme, perfume, brighteners and minors up to 100 Density 700g/l
Claims (5)
- Procédé de préparation d'un agent antimousse, l'agent antimousse comprenant des particules antimousse actives au rinçage pour l'introduction dans une composition détergente sous forme de poudre, les particules antimousse actives au rinçage consistant essentiellement en un savon d'acides gras dans lequel au moins 80% en poids d'un savon d'acide gras contient de 16 à 18 atomes de carbone, la taille de particules moyenne géométrique des particules, qui est la moyenne de la distribution de poids cumulative, étant inférieure à 1 mm, et caractérisé en ce qu'une suspension d'acide gras est séchée à un taux d'humidité inférieur à 9% en poids de la suspension, pressée en nouilles, et les nouilles sont broyées en poudre fine.
- Procédé selon la revendication 1, caractérisé en ce que les particules antimousse ont une taille de particules moyenne géométrique inférieure à 0,4 mm.
- Procédé selon la revendication 1, caractérisé en ce que le savon d'acides gras est sélectionné parmi un savon de suif, et un savon de suif/noix de coco avec un rapport en poids du suif à la noix de coco qui n'est pas inférieur à 70/30.
- Procédé selon la revendication 1, caractérisé en ce que la suspension de savon est séchée à un taux d'humidité qui ne dépasse pas 5% en poids de la suspension.
- Procédé selon la revendication 1, caractérisé en ce que la suspension de savon est séchée sous vide.
Priority Applications (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
ES93900775T ES2142859T3 (es) | 1991-12-03 | 1992-12-01 | Procedimiento para preparar particulas de control de espuma activas en el aclarado. |
EP93900775A EP0615540B1 (fr) | 1991-12-03 | 1992-12-01 | Procede de preparation des particules antimousse actives au rincage |
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP91203149 | 1991-12-03 | ||
EP91203149A EP0544944A1 (fr) | 1991-12-03 | 1991-12-03 | Particules de contrôle de la mousse active dans le cycle de rinçage |
PCT/US1992/010390 WO1993011216A1 (fr) | 1991-12-03 | 1992-12-01 | Particules antimousse actives au rinçage |
EP93900775A EP0615540B1 (fr) | 1991-12-03 | 1992-12-01 | Procede de preparation des particules antimousse actives au rincage |
Publications (3)
Publication Number | Publication Date |
---|---|
EP0615540A1 EP0615540A1 (fr) | 1994-09-21 |
EP0615540A4 EP0615540A4 (en) | 1994-09-28 |
EP0615540B1 true EP0615540B1 (fr) | 2000-03-15 |
Family
ID=8208047
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP91203149A Withdrawn EP0544944A1 (fr) | 1991-12-03 | 1991-12-03 | Particules de contrôle de la mousse active dans le cycle de rinçage |
EP93900775A Expired - Lifetime EP0615540B1 (fr) | 1991-12-03 | 1992-12-01 | Procede de preparation des particules antimousse actives au rincage |
Family Applications Before (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP91203149A Withdrawn EP0544944A1 (fr) | 1991-12-03 | 1991-12-03 | Particules de contrôle de la mousse active dans le cycle de rinçage |
Country Status (20)
Country | Link |
---|---|
EP (2) | EP0544944A1 (fr) |
JP (1) | JP3357053B2 (fr) |
CN (1) | CN1040022C (fr) |
AT (1) | ATE190644T1 (fr) |
AU (1) | AU3234193A (fr) |
BR (1) | BR9206856A (fr) |
CA (1) | CA2124790C (fr) |
CZ (1) | CZ123294A3 (fr) |
DE (1) | DE69230801T2 (fr) |
EG (1) | EG20160A (fr) |
ES (1) | ES2142859T3 (fr) |
FI (1) | FI942551A (fr) |
HU (1) | HUT67495A (fr) |
MA (1) | MA22726A1 (fr) |
MX (1) | MX9206959A (fr) |
NO (1) | NO942053D0 (fr) |
PH (1) | PH31575A (fr) |
SK (1) | SK63994A3 (fr) |
TR (1) | TR27153A (fr) |
WO (1) | WO1993011216A1 (fr) |
Families Citing this family (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE4310672A1 (de) * | 1993-04-01 | 1994-10-06 | Henkel Kgaa | Herstellung rieselfähiger Waschmittel |
US5972869A (en) * | 1996-12-17 | 1999-10-26 | Colgate-Palmolive Co | Mildly acidic laundry detergent composition providing improved protection of fine fabrics during washing and enhanced rinsing in hand wash |
US6150324A (en) * | 1997-01-13 | 2000-11-21 | Ecolab, Inc. | Alkaline detergent containing mixed organic and inorganic sequestrants resulting in improved soil removal |
US6773625B2 (en) | 2002-08-26 | 2004-08-10 | Unilever Home & Personal Care Usa, Division Of Conopco, Inc. | Dry bleach compositions |
CN1738899A (zh) * | 2002-12-11 | 2006-02-22 | 诺和酶股份有限公司 | 洗涤剂组合物 |
RU2670442C2 (ru) * | 2014-08-01 | 2018-10-23 | Дзе Проктер Энд Гэмбл Компани | Чистящие композиции с высоким содержанием жирных кислот |
US10443020B2 (en) * | 2015-12-02 | 2019-10-15 | Conopco, Inc. | Hard surface cleaning composition |
WO2019075684A1 (fr) * | 2017-10-19 | 2019-04-25 | The Procter & Gamble Company | Compositions de nettoyage contenant un mélange d'acides gras |
Family Cites Families (17)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB486819A (en) * | 1936-06-18 | 1938-06-10 | Lever Brothers Ltd | Improvements in soap products and in the manufacture thereof |
DE1467613C3 (de) * | 1965-08-20 | 1975-01-09 | Henkel & Cie. Gmbh, 4000 Duesseldorf | Waschmittel mit geringem Schaumvermögen |
GB1204123A (en) * | 1966-11-29 | 1970-09-03 | Unilever Ltd | Detergent composition |
GB1237084A (en) * | 1967-10-02 | 1971-06-30 | Unilever Ltd | Soap drying process |
DE2327141C3 (de) * | 1973-05-28 | 1978-10-05 | Hoechst Ag, 6000 Frankfurt | Gerüststoffe für Wasch- und Reinigungsmittel |
BE6T1 (fr) * | 1977-06-23 | 1980-01-11 | Procter & Gamble | Composition detergente |
BE7T1 (fr) * | 1977-06-29 | 1979-12-07 | Procter & Gamble | Compositions detergentes |
EP0002084A1 (fr) * | 1977-11-17 | 1979-05-30 | THE PROCTER & GAMBLE COMPANY | Compositions détergentes granulaires pour l'enlèvement amélioré de taches graisseuses |
GR68037B (fr) * | 1979-03-15 | 1981-10-27 | Procter & Gamble | |
DE3069767D1 (en) * | 1979-09-29 | 1985-01-17 | Procter & Gamble | Detergent compositions |
GR74545B (fr) * | 1980-11-28 | 1984-06-29 | Procter & Gamble | |
GR76237B (fr) * | 1981-08-08 | 1984-08-04 | Procter & Gamble | |
US4687592A (en) * | 1985-02-19 | 1987-08-18 | The Procter & Gamble Company | Detergency builder system |
GB8518871D0 (en) * | 1985-07-25 | 1985-08-29 | Dow Corning Ltd | Detergent foam control agents |
GB8625474D0 (en) * | 1986-10-24 | 1986-11-26 | Unilever Plc | Soap noodles |
DE3834181A1 (de) * | 1988-10-07 | 1990-04-12 | Henkel Kgaa | Fluessiges waschmittel |
IT1236128B (it) * | 1989-11-15 | 1993-01-08 | Mira Lanza Spa | Detersivo in polvere, ad elevato contenuto di tensioattivi nonionici e di saponi. |
-
1991
- 1991-12-03 EP EP91203149A patent/EP0544944A1/fr not_active Withdrawn
-
1992
- 1992-11-26 TR TR01133/92A patent/TR27153A/xx unknown
- 1992-12-01 CA CA002124790A patent/CA2124790C/fr not_active Expired - Fee Related
- 1992-12-01 SK SK639-94A patent/SK63994A3/sk unknown
- 1992-12-01 EP EP93900775A patent/EP0615540B1/fr not_active Expired - Lifetime
- 1992-12-01 BR BR9206856A patent/BR9206856A/pt not_active IP Right Cessation
- 1992-12-01 AT AT93900775T patent/ATE190644T1/de not_active IP Right Cessation
- 1992-12-01 CZ CZ941232A patent/CZ123294A3/cs unknown
- 1992-12-01 WO PCT/US1992/010390 patent/WO1993011216A1/fr active IP Right Grant
- 1992-12-01 HU HU9401356A patent/HUT67495A/hu unknown
- 1992-12-01 AU AU32341/93A patent/AU3234193A/en not_active Abandoned
- 1992-12-01 ES ES93900775T patent/ES2142859T3/es not_active Expired - Lifetime
- 1992-12-01 JP JP51032493A patent/JP3357053B2/ja not_active Expired - Fee Related
- 1992-12-01 DE DE69230801T patent/DE69230801T2/de not_active Expired - Fee Related
- 1992-12-02 MA MA23016A patent/MA22726A1/fr unknown
- 1992-12-02 PH PH45369A patent/PH31575A/en unknown
- 1992-12-02 EG EG74492A patent/EG20160A/xx active
- 1992-12-02 MX MX9206959A patent/MX9206959A/es unknown
- 1992-12-03 CN CN92114881A patent/CN1040022C/zh not_active Expired - Lifetime
-
1994
- 1994-05-31 FI FI942551A patent/FI942551A/fi unknown
- 1994-06-02 NO NO942053A patent/NO942053D0/no unknown
Also Published As
Publication number | Publication date |
---|---|
NO942053L (no) | 1994-06-02 |
TR27153A (tr) | 1994-11-09 |
JPH07501575A (ja) | 1995-02-16 |
ATE190644T1 (de) | 2000-04-15 |
CA2124790A1 (fr) | 1993-06-10 |
EP0615540A1 (fr) | 1994-09-21 |
PH31575A (en) | 1998-11-03 |
JP3357053B2 (ja) | 2002-12-16 |
DE69230801T2 (de) | 2000-11-02 |
EP0615540A4 (en) | 1994-09-28 |
HUT67495A (en) | 1995-04-28 |
HU9401356D0 (en) | 1994-08-29 |
WO1993011216A1 (fr) | 1993-06-10 |
FI942551A0 (fi) | 1994-05-31 |
AU3234193A (en) | 1993-06-28 |
MX9206959A (es) | 1993-06-30 |
MA22726A1 (fr) | 1993-07-01 |
EG20160A (en) | 1997-08-31 |
FI942551A (fi) | 1994-05-31 |
CZ123294A3 (en) | 1995-02-15 |
CN1040022C (zh) | 1998-09-30 |
BR9206856A (pt) | 1995-05-02 |
DE69230801D1 (de) | 2000-04-20 |
CN1075507A (zh) | 1993-08-25 |
CA2124790C (fr) | 1998-06-30 |
NO942053D0 (no) | 1994-06-02 |
EP0544944A1 (fr) | 1993-06-09 |
SK63994A3 (en) | 1994-10-05 |
ES2142859T3 (es) | 2000-05-01 |
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Legal Events
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