EP2513277B1 - Bikontinuierliche mikroemulsionswaschmittelzusammensetzung - Google Patents
Bikontinuierliche mikroemulsionswaschmittelzusammensetzung Download PDFInfo
- Publication number
- EP2513277B1 EP2513277B1 EP10790638.0A EP10790638A EP2513277B1 EP 2513277 B1 EP2513277 B1 EP 2513277B1 EP 10790638 A EP10790638 A EP 10790638A EP 2513277 B1 EP2513277 B1 EP 2513277B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- composition
- oil
- composition according
- weight
- micro
- 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.)
- Not-in-force
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
- C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
- C11D17/0008—Detergent materials or soaps characterised by their shape or physical properties aqueous liquid non soap compositions
- C11D17/0017—Multi-phase liquid compositions
- C11D17/0021—Aqueous microemulsions
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/72—Ethers of polyoxyalkylene glycols
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- 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
- C11D3/2037—Terpenes
-
- 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
- C11D3/2041—Dihydric alcohols
- C11D3/2062—Terpene
-
- 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
- C11D3/2093—Esters; Carbonates
-
- 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
- C11D3/22—Carbohydrates or derivatives 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
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/43—Solvents
Definitions
- the present invention is in the field of detergent compositions; in particular high active liquid detergent compositions, for use in laundry and/or household cleaning amongst others.
- the compositions of the present invention relate to the field of micro-emulsions, in particular bi-continuous micro-emulsions.
- Liquid detergent compositions are widely appreciated and preferred by many modern day consumers in both developed and developing and emerging markets. Such liquid detergent compositions are primarily used in Laundry and household care applications.
- Liquid detergent compositions are widely known in the art.
- Liquid detergent compositions generally comprise a surfactant active and a solvent.
- Liquid detergent compositions may further comprise perfume, builder, polymers, bleach, thickeners, fluorescers, and other common detergent ingredients.
- Liquid detergent compositions are often structured, e.g. to control the viscosity of the liquid or to improve stability and prevent phase separation or to be able to incorporate ingredients that are water insoluble.
- a stable liquid detergent composition is a detergent composition in the form of an emulsion.
- a defined kind of emulsion is the micro-emulsion.
- emulsions are opaque liquids which are not appreciated by modern day consumers.
- Micro-emulsions can be made transparent and typically have a lower viscosity too.
- WO95/27034 discloses detergent compositions in the form of oil in water micro-emulsions providing rapid stain removal.
- the composition of WO95/27034 comprises a surfactant system comprising short chain length non-ionic alcohol ethoxylates having less than 12 carbon atoms and with at least 45% of C10 material. It is found that these oil in water micro-emulsions do not provide adequate dissolution of fatty stains and soils when applied neat. Fast fat (or oily soil) solubilisation when applied neat onto a fatty stain or soil remains to be desired for amongst other the dissolution of sebum on shirt collars and fatty soils on hard surfaces.
- Micro-emulsions have also been disclosed in a number of other documents such as US 5,415,812 , which discloses a light duty detergent composition; or US 4,438,009 , which discloses low solvent laundry pre-treatment compositions.
- laundry pre-treatment compositions are disclosed in the form of micro-emulsions. It discloses mixtures of polyamines and grease cutting solvents. Other surfactants such as non-ionic surfactants are also disclosed.
- US 5,891,836 discloses a micro-emulsion composition giving good grease cutting performance and comprising, alkyl ether sulphate surfactant, nonionic surfactant, fatty acid amines and solvents.
- liquid detergent composition that removes soils and/or stains of solid or solidified fatty material in the main wash at neutral pH.
- a bi-continuous micro-emulsion detergent composition comprising a short chain non-ionic surfactant, provides a concentrated liquid detergent composition that removes soils and/or stains of solid or solidified fatty material in the main wash at neutral pH.
- the present invention provides a Bi-continuous micro-emulsion detergent composition
- a surfactant system comprising: 10-50% by weight of the surfactant system of a linear or branched fatty alcohol having 5-8 carbon atoms or a condensation product of a linear or branched fatty alcohol having 5-8 carbon atoms and containing not more than 5 alkylene oxide groups and mixtures thereof and a further surfactant, 5-30% by weight of an aqueous solution comprising: water an electrolyte; characterized in that the aqueous solution has an ionic strength of 0.1 - 4 mol/l, 5-30% by weight of an oil or solvent characterized by having a Hansen solubility of between 14 and 20 (MPa) 0.5 ; and a solubility of solid trilaurin fatty matter into the oil of more than 3% by weight; and further characterized in that the viscosity of the composition is less than 1000 mPa.s (25°C and 20s -1
- the invention provides a process for preparing a micro-emulsion according to any one of claims 1 to 9 comprising the steps in sequence of: adding in the surfactant system to an oil/solvent, mixing them together by an overhead stirrer, adding optional hydrophobic ingredients, adding aqueous phase containing electrolytes.
- the invention relates to bi-continuous micro-emulsion detergent composition.
- a bi-continuous micro-emulsion has a microstructure of oil and water channels spanning across a sample (sample spanning) unlike discrete droplet configuration as found in oil-in-water (o/w) and/or water-in-oil (w/o) micro-emulsion types.
- sample spanning oil or water channels interact with hydrophobic or hydrophilic soils, present on substrates, equally well and help in faster solubilisation of soil/dirt, especially solid oily or fatty stains or soils.
- These structures may be characterised by various known experimental techniques, including electrical conductivity, viscosity, light scattering, SAXD, SANS and NMR self diffusion.
- the oil-water interfacial tension is the lowest in this structure compared to o/w or w/o type micro-emulsions.
- the viscosity of a bi-continuous micro-emulsion is typically higher than that of corresponding o/w or w/o type because of sample spanning channels.
- the bi-continuous micro-emulsion also has a higher capacity for solubilising further ingredients into the emulsions, compared to o/w and w/o micro-emulsions.
- the bi-continuous micro-emulsions according to the invention are typically Newtonian liquids. They are typically not shear thinning.
- compositions of the invention comprise 40 to 90% by weight of the composition of a surfactant system, preferably at least 45% by weight, more preferably at least 50% by weight, or even at least 60% by weight.
- High active compositions even preferably comprise at least 50% by weight, more preferably at least 60% by weight or even at least 70% by weight of the surfactant system.
- liquid laundry or fabric cleaning compositions, fabric conditioning compositions and household cleaning compositions preferably comprise not more than 80% by weight, more preferably not more than 70% by weight, still more preferably not more than 60% by weight, or even not more than 50% by weight.
- the surfactant system of the compositions of the present invention comprises a linear or branched fatty alcohol or a condensation product of a linear or branched fatty alcohol and alkylene oxide (e.g. ethylene oxide and/or propylene oxide), preferably ethylene oxide (also known as ethoxylated fatty alcohol or alcohol ethoxylate).
- alkylene oxide e.g. ethylene oxide and/or propylene oxide
- ethylene oxide also known as ethoxylated fatty alcohol or alcohol ethoxylate
- the linear or branched fatty alcohol chain comprises from 5 to 8 carbon atoms.
- the number of alkylene oxide groups is not more than 5, preferably between 1 and 4.
- Ethylene oxide (EO) groups are the most preferred.
- the linear or branched fatty alcohol, or alkoxylated fatty alcohol is present in the composition in a concentration of from 10 to 50% by weight based on the surfactant system, preferably at least 15%, or even at least 20% by weight based on the surfactant system, but preferably not more than 40%, more preferably not more than 35%, or even not more that 30% by weight based on the surfactant system.
- the surfactant system further comprises a further surfactant.
- the surfactants may be chosen from the surfactants described in well known textbooks like " Surface Active Agents” Vol. 1, by Schwartz & Perry, Interscience 1949 , Vol. 2 by Schwartz, Perry & Berch, Interscience 1958 , and/or the current edition of " McCutcheon's Emulsifiers and Detergents” published by Manufacturing Confectioners Company or in " Tenside-Taschenbuch", H. Stache, 2nd Edn., Carl Hauser Verlag, 1981 .
- Such surfactants include anionic surfactants, cationic surfactants, non-ionic surfactants, zwitterionic surfactants and/or amphoteric surfactants and mixtures thereof.
- anionic and non-ionic surfactants are most preferred, while any surfactant may be used in household cleaning compositions.
- anionic and non-ionic surfactants are the most preferred.
- hard surface spray cleaner spray and wipe
- any surfactant may be used.
- Hard water tolerant surfactants such as alkyl ether sulphates (e.g. SLES), alkoxylated non-ionic surfactants, alkanol amides and AOS (alpha-olefin sulphonates) are especially preferred.
- alkyl ether sulphates e.g. SLES
- alkoxylated non-ionic surfactants alkanol amides
- AOS alpha-olefin sulphonates
- the composition further comprises 5 to 30% by weight of an oil or a solvent characterized by having a Hansen solubility of between 14 and 20 (MPa) 0.5 ; and a solubility of solid triglyceride fatty matter into the oil and/or solvent of more than 3% by weight.
- the Hansen solubility at least 15 (MPa) 0.5 , more preferably at least 16 (MPa) 0.5 , and typically not more than 19 (MPa) 0.5 or even not more than 18 (MPa) 0.5 .
- the solubility of solid trilaurin (a triglyceride) fatty matter into the oil is more than 5%, or even more than 10%. This percentage is based on the aggregate amount of the oil and/or solvent and the trilaurin dissolved therein.
- the oil is preferably selected from essential oils, fatty acid oils, mono- di- and tri-glycerides, sugar derived polyesters and sucrose polyesters, and terpenes.
- Preferred essential oils are essential oils derived from plant sources, e.g. citronella, orange peel, lemon grass oil, citrodora, neem ( Azadirachta indica ) oil, etc.
- Preferred fatty acids are C8-22 fatty acids and including di- and tri-carboxylic acids and oligomeric fatty acids (such as commercially available as Pripol 1017 ex. Unichema).
- Preferred mono, di- and triglycerides include those of medium chain glycerides, which are liquid at ambient conditions are also contemplated.
- Preferred terpenes are limonene, eugenol and terpineol.
- the solvent is preferably selected from fatty acid alkyl esters and/or fatty alcohols preferably derived from renewable sources such as palm, coconut, soybean, with fatty acid chain length distributions from C7-C22 and alkyl chain length distributions 1-22 for the ester group.
- the melting point of said fatty acid ester is preferably less than 40°C, more preferably less than 10°C and most preferably less than 5°C.
- the composition comprises 5-30% by weight of an aqueous solution, having an ionic strength of from 0.1 to 4 mol/l, preferably at least 0.2 mol/l, or even at least 0.5 mol/l, but preferably not more than 3.5 mol/l, or even not more than 3 mol/l.
- the aqueous composition comprises water and an electrolyte.
- the electrolyte is typically present in the composition in such a concentration that the ionic strength is in the above given range.
- the electrolyte is present in a concentration of up to 15 % by weight based on the aqueous solution, when the electrolyte is a monovalent electrolyte salt. The required amount is dependent on the type of electrolyte used and its valance.
- monovalent electrolytes are present in a concentration of between 1 and 15% based on the aqueous solution.
- divalent electrolytes are present in a concentration of between 0.01 and 4% based on the aqueous solution.
- trivalent and multivalent electrolytes are present in a concentration of between 0.005 and 2% based on the aqueous solution.
- Referred electrolytes are citrates, halides (preferably chlorides), phosphates, sulphates and sulphites of alkali metal and alkaline earth metals; other suitable electrolytes are aluminium chloride and ferric chloride and mixtures of any of the above. Hydroxide salts are not preferred, due to unfavourable pH effects and undesirable reactions.
- composition may further comprise builder, anti-redeposition agents, mosquito and/or insect repellents, shading dyes, antimicrobial agents (oil based), oil-soluble bleach, oil-soluble fluorescer, enzymes, perfumes and soil release polymers.
- the bleach ingredient preferably has a low solubility in water (less than 200 ppm at 30 °C), but high solubility (more than 0.5% by weight) in oil/solvent.
- the bleach ingredient is preferably solubilised in the oil/solvent phase of the bi-continuous micro-emulsion. It is expected that the bleach ingredient acts on soil during the interaction of oil droplets with the soiled substrates.
- the pH of the composition is preferably acidic to neutral for stability reasons; the preferred pH is in the range of 5 to 7.
- Mosquito repellent ingredients such as citrodora oil, citronella oil, lemon grass oil and their mixtures. May be incorporated up to 30 % by weight. Mosquito repellency has been demonstrated on shirts, washed with compositions containing at least 6 % by weight of any one of the above agents and mixtures thereof.
- Perfume may be incorporated in the composition in a concentration of between 0.1 and 5% by weight. Typically the concentration is less than 3%, even less than 2%; generally the perfume is present in a concentration of between 0.5 and 1% by weight. It is demonstrated that perfume incorporated in a micro-emulsion provides up to 10 times better deposition on fabrics and the perfume remains for a longer period compared to only surfactant solution containing equivalent amount of perfume.
- the viscosity of the composition is preferably low. By low is meant not more than 1000 mPa.s, more preferably not more than 500 mPa.s, preferably less than 300 mPa.s, still more preferably less than 200 mPa.s, or even less than 150 mPa.s. It is preferred that the composition has a viscosity of more than 5 mPa.s, more preferably more than 10 mPa.s, still more preferably more than 20 mPa.s or even more than 50 mPa.s. All viscosities mentioned are measured by a Carrimed CSL-100 viscometer with standard cone and plate geometry, at 20 sec -1 and 25°C.
- the pH is preferably around neutral in a range of 5 to 9, preferably at least 6 and not more than 8. Any known pH adjustment agents or buffer may be used when required.
- the pH is preferably between 5 and 7.
- micro-emulsion is preferably made by adding in sequence the surfactant system to a oil/solvent, mixing them together by an overhead stirrer, adding optional hydrophobic ingredients such as fluorecser, essential oils/perfumes; adding aqueous phase containing electrolytes and adding enzymes/bleaches
- Optional hydrophobic ingredients include fluorescer, perfume and water insoluble soil release polymers (e.g. gerol, trademark ex Rhodia).
- Ingredients such as bleach, enzymes, water soluble soil release polymers are typically only added to the composition after forming the micro-emulsion.
- the laundry product may be packaged in a standard bottle.
- Prespotting products are typically filled into a dispensing device, such as, stain pens, roller balls, brush pens, and/or spays dispensers (e.g. trigger spray dispensers or squeeze bottles).
- Household cleaning products are typically in the form of trigger sprays.
- Dishwashing liquids are typically sold in bottles.
- Bi-continuous micro-emulsions of the present invention are compared in performance to similar compositions that are not in the form of a micro-emulsion and to commercially available concentrated liquid detergent compositions.
- compositions all concentrations are given by weight based on the total composition.
- Example 1 Process of making Micro-emulsion detergent composition
- composition 1 Two compositions (Composition 1 and comparative composition A, see table below), were prepared according to the above method.
- Ingredient Composition 1 (%w) Composition A (%w) Na LAS 26 26 SLES 22 22 C8-EO3 *) 16 C9-11-EO3 *) 16 d-limonene 18 18 Water 16.8 16.8 NaCl 1.2 1.2
- composition 1 micro-emulsion
- composition A cleaning liquid of comparative composition A.
- the water hardness was 6 °fH water.
- the swatches were then dried.
- the reflectance value is the percentage of reflected light at the indicated wavelength.
- Comparative composition B Concentration (%w/w) Nonionic alcohol ethoxylate (C12-15 EO7) 20 LAS acid 13.
- Glycerol 5 Tri ethanol amine 3 Minors (perfume, fluorescer, enzymes, opacifier, sequestrant) 4 Water Balance to 100% All concentrations are based on the total composition
- composition 1 1.2 g/L micro-emulsion
- Comparative composition B 2.0 g/L of the commercial product
- the fabrics were soaked in the wash liquor containing the above indicated surfactant concentration in water with a hardness of 6 °fH water for 30 min. Then washed for 15 min in tergotometer filled with 300 ml at 25 °C, and 75 rpm. The swatches were rinsed twice for 2 min in 6 °fH water and dried.
- micro-emulsion performs better that a commercial liquid detergent.
- perfume was incorporated into the micro-emulsion (composition 2) and compared to an non-micro-emulsion liquid detergent composition (comparative composition C).
- Ingredient Composition 2 (%) Composition C (%) Na LAS 9.9 9.9 SLES 8.5 8.5 C8-EO3 *) 11 11 C12-EO7 *) 27 27 C12 fatty acid methyl ester 19 Water 19 38 NaCl 2.65 2.65 Perfume 1.4 1.4 Fluorescer and enzyme 1.24 1.24
- the table above shows a micro-emulsion, compared to the same composition without oil/solvent, not being a micro-emulsion.
- mosquito repellent citrodora oil
- composition 3 Compared to the same composition without mosquito repellent an non-micro-emulsion liquid detergent composition (comparative composition D).
- Ingredient Comp 4 (%) Comp 5 (%) Comp 6 (%) Comp 7 (%) Na LAS 7.7 7.7 7.7 7.7 SLES 6.2 6.2 6.2 6.2 C8-EO3 *) 9.2 9.2 9.2 9.2 9.2 C12-EO7 *) 25.7 25.7 25.7 25.7 25.7 C12 fatty acid methyl ester 24.4 18.3 6.1 Citrodora 6.1 18.3 24.4 Water 24.4 24.4 24.4 24.4 24.4 NaCl 2.4 2.4 2.4 2.4 Composition Clear, transparent, micro-emulsion Clear, transparent, micro-emulsion Clear, transparent, micro-emulsion Clear, transparent, micro-emulsion Viscosity (mPa.s) 100 100 100 100 *) Ethoxylated alcohol non-ionic surfactant
- the table above shows a micro-emulsion, compared to the same composition without oil/solvent, not being a micro-emulsion.
- the table above shows that mosquito repellence is achieved by deposition of mosquito repellent through a micro-emulsion.
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)
- Health & Medical Sciences (AREA)
- Emergency Medicine (AREA)
- Molecular Biology (AREA)
- Detergent Compositions (AREA)
Claims (12)
- Waschmittelzusammensetzung in Form einer bikontinuierlichen Mikroemulsion, die Folgendes aufweist:a) 40 bis 90 Gew.-% eines Tensidsystems, das Folgendes aufweist:i) 10 bis 50 Gew.-% des Tensidsystems eines linearen oder verzweigten Fettalkohols mit 5 bis 8 Kohlenstoffatomen oder eines Kondensationsproduktes eines linearen oder verzweigten Fettalkohols mit 5 bis 8 Kohlenstoffatomen, das nicht mehr als 5 Alkylenoxidgruppen enthält, oder Gemische davon; undii) ein weiteres Tensid; undb) 5 bis 30 Gew.-% einer wässrigen Lösung, die Folgendes aufweist:i) Wasser; undii) einen Elektrolyt, wobei das Tensidsystem gemäß a) ausgenommen ist;dadurch gekennzeichnet, dass die wässrige Lösung eine Ionenstärke von 0,1 bis 4 Mol/l hat; undc) 5 bis 30 Gew.-% eines Öls oder Lösungsmittels, das dadurch gekennzeichnet ist, dass es Folgendes aufweist:i) eine Löslichkeit nach Hansen von 14 bis 20 (MPa)0,5; undii) eine Löslichkeit des festen Trilaurinfettmaterials im Öl von mehr als 3 Gew.-%;und ferner dadurch gekennzeichnet, dass die Viskosität der Zusammensetzung weniger als 1000 mPa·s (25 °C und 20 s-1) beträgt.
- Zusammensetzung nach Anspruch 1,
wobei das Alkylenoxid Ethylenoxid ist. - Zusammensetzung nach einem der vorstehenden Ansprüche,
wobei die Löslichkeit nach Hansen 16 bis 18 MPa0,5 beträgt. - Zusammensetzung nach einem der Ansprüche 1 bis 3,
wobei das Öl aus essentiellen Ölen, Fettsäureölen, Mono-, Di- und Triglyceriden, von Zucker abgeleiteten Polyestern und Saccharosepolyestern und Terpenen und Gemischen davon ausgewählt ist. - Zusammensetzung nach einem der Ansprüche 1 bis 3,
wobei das Lösungsmittel aus Fettsäurealkylestern und/oder Fettalkoholen, die vorzugsweise aus regenerierbaren Quellen, wie Palmen, Kokosnuss, Sojabohnen abgeleitet sind, mit einer Verteilung der Fettsäurekettenlänge von C7-C22 und Verteilungen der Alkylkettenlänge von 1 bis 22 für die Estergruppe und Gemischen davon ausgewählt ist. - Zusammensetzung nach einem der vorstehenden Ansprüche,
wobei der pH-Wert der Zusammensetzung 5 bis 9 beträgt. - Zusammensetzung nach einem der vorstehenden Ansprüche,
die ferner ein Moskitos abweisendes Mittel aufweist. - Zusammensetzung nach Anspruch 7,
wobei das Moskitos abweisende Mittel aus Zitronenstrauchöl, Citronellaöl und Zitronengrasöl und Gemischen davon ausgewählt ist. - Zusammensetzung nach einem der vorstehenden Ansprüche,
die ferner einen Duftstoff aufweist. - Sprühverteiler mit Auslöser,
der die Zusammensetzung nach einem der Ansprüche 1 bis 9 aufweist. - Fleckenentfernungsvorrichtung, die aus Fleckenstiften, Fleckenrollern und Pinselstiften ausgewählt ist, die die Zusammensetzung nach einem der Ansprüche 1 bis 9 aufweist.
- Verfahren zum Herstellen einer Mikroemulsion nach einem der Ansprüche 1 bis 9, das die folgenden Schritte nacheinander aufweist:a) Zugeben des Tensidsystems zu einem Öl/Lösungsmittel,b) Vermischen dieser mit einem hängenden Rührer,c) Zugeben wahlfreier hydrophober Bestandteile,d) Zugeben einer wässrigen Phase, die Elektrolyte enthält.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP10790638.0A EP2513277B1 (de) | 2009-12-16 | 2010-12-08 | Bikontinuierliche mikroemulsionswaschmittelzusammensetzung |
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
IN2899MU2009 | 2009-12-16 | ||
EP10152245A EP2361963A1 (de) | 2010-02-01 | 2010-02-01 | Bikontinuierliche Mikroemulsions-Waschmittelzusammensetzung |
PCT/EP2010/069121 WO2011073062A1 (en) | 2009-12-16 | 2010-12-08 | Bi-continuous micro-emulsion detergent composition |
EP10790638.0A EP2513277B1 (de) | 2009-12-16 | 2010-12-08 | Bikontinuierliche mikroemulsionswaschmittelzusammensetzung |
Publications (2)
Publication Number | Publication Date |
---|---|
EP2513277A1 EP2513277A1 (de) | 2012-10-24 |
EP2513277B1 true EP2513277B1 (de) | 2015-07-29 |
Family
ID=43759886
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP10790638.0A Not-in-force EP2513277B1 (de) | 2009-12-16 | 2010-12-08 | Bikontinuierliche mikroemulsionswaschmittelzusammensetzung |
Country Status (10)
Country | Link |
---|---|
EP (1) | EP2513277B1 (de) |
CN (1) | CN102753668B (de) |
AR (1) | AR079468A1 (de) |
BR (1) | BR112012014673A2 (de) |
CL (1) | CL2012001576A1 (de) |
ES (1) | ES2551384T3 (de) |
MX (1) | MX337579B (de) |
RU (1) | RU2542993C2 (de) |
WO (1) | WO2011073062A1 (de) |
ZA (1) | ZA201204426B (de) |
Families Citing this family (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
ES2617507T3 (es) | 2011-11-25 | 2017-06-19 | Unilever N.V. | Composición detergente líquida |
CN104487560B (zh) | 2012-07-26 | 2017-08-01 | 荷兰联合利华有限公司 | 液体洗涤剂组合物 |
DE102014202990A1 (de) | 2014-02-19 | 2015-08-20 | Henkel Ag & Co. Kgaa | Konzentrate |
DE102014213314A1 (de) | 2014-07-09 | 2016-01-14 | Henkel Ag & Co. Kgaa | Neuartiges Waschverfahren |
CN107787356B (zh) | 2015-06-19 | 2020-10-16 | 荷兰联合利华有限公司 | 洗衣预处理组合物 |
DE102016204268A1 (de) | 2016-03-15 | 2017-09-21 | Henkel Ag & Co. Kgaa | Waschmittelzusammensetzung |
DE102016204390A1 (de) | 2016-03-16 | 2017-09-21 | Henkel Ag & Co. Kgaa | Verfahren zum Reinigen von Wäsche in einer Waschmaschine sowie eine Waschmaschine |
JP7114879B2 (ja) * | 2016-12-15 | 2022-08-09 | 株式会社リコー | 洗浄液、収容容器、インクジェット印刷方法、インクジェット印刷装置並びにインクと洗浄液のセット |
EP3572493A1 (de) | 2018-05-24 | 2019-11-27 | The Procter & Gamble Company | Sprühbehälter mit einer waschmittelzusammensetzung |
EP3572490A1 (de) | 2018-05-24 | 2019-11-27 | The Procter & Gamble Company | Sprühbehälter mit einer waschmittelzusammensetzung |
EP3572492A1 (de) | 2018-05-24 | 2019-11-27 | The Procter & Gamble Company | Feinnebelreinigungsspray für harte oberflächen |
EP3572491A1 (de) | 2018-05-24 | 2019-11-27 | The Procter & Gamble Company | Sprühbehälter mit einer waschmittelzusammensetzung |
EP3572489A1 (de) | 2018-05-24 | 2019-11-27 | The Procter & Gamble Company | Sprühbehälter mit einer waschmittelzusammensetzung |
Family Cites Families (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4438009A (en) | 1981-08-14 | 1984-03-20 | S. C. Johnson & Son, Inc. | Low solvent laundry pre-spotting composition |
US4561991A (en) | 1984-08-06 | 1985-12-31 | The Procter & Gamble Company | Fabric cleaning compositions for clay-based stains |
US4919839A (en) | 1989-02-21 | 1990-04-24 | Colgate Palmolive Co. | Light duty microemulsion liquid detergent composition containing an aniocic/cationic complex |
ES2173115T3 (es) * | 1993-04-02 | 2002-10-16 | Dow Chemical Co | Composiciones de limpieza en microemulsion y emulsion. |
WO1995027034A1 (en) | 1994-03-31 | 1995-10-12 | Unilever Plc | Detergent compositions |
CN1059227C (zh) * | 1995-03-23 | 2000-12-06 | 蔡照胜 | 液雾泡沫型厨房清洗剂 |
DE69813368T2 (de) * | 1997-05-16 | 2004-02-26 | The Procter & Gamble Company, Cincinnati | Gelförmiges oder flüssiges, mildes Geschirrspülmittel auf der Basis von Mikroemulsionen mit vorteilhaftem Lösevermögen für fettige Speisereste und Schaumverhalten |
DE19824236A1 (de) * | 1998-05-29 | 1999-12-02 | Basf Ag | Verfahren zum Reinigen von Druckmaschinen und Druckformen |
-
2010
- 2010-12-08 MX MX2012007057A patent/MX337579B/es active IP Right Grant
- 2010-12-08 RU RU2012129995/04A patent/RU2542993C2/ru not_active IP Right Cessation
- 2010-12-08 ES ES10790638.0T patent/ES2551384T3/es active Active
- 2010-12-08 EP EP10790638.0A patent/EP2513277B1/de not_active Not-in-force
- 2010-12-08 CN CN201080057501.3A patent/CN102753668B/zh not_active Expired - Fee Related
- 2010-12-08 WO PCT/EP2010/069121 patent/WO2011073062A1/en active Application Filing
- 2010-12-08 BR BR112012014673A patent/BR112012014673A2/pt active Search and Examination
- 2010-12-15 AR ARP100104643A patent/AR079468A1/es not_active Application Discontinuation
-
2012
- 2012-06-12 CL CL2012001576A patent/CL2012001576A1/es unknown
- 2012-06-15 ZA ZA2012/04426A patent/ZA201204426B/en unknown
Also Published As
Publication number | Publication date |
---|---|
CL2012001576A1 (es) | 2013-01-25 |
MX337579B (es) | 2016-03-10 |
AR079468A1 (es) | 2012-01-25 |
CN102753668A (zh) | 2012-10-24 |
CN102753668B (zh) | 2014-05-14 |
MX2012007057A (es) | 2012-08-23 |
ES2551384T3 (es) | 2015-11-18 |
RU2012129995A (ru) | 2014-01-27 |
EP2513277A1 (de) | 2012-10-24 |
RU2542993C2 (ru) | 2015-02-27 |
BR112012014673A2 (pt) | 2017-12-12 |
ZA201204426B (en) | 2013-08-28 |
WO2011073062A1 (en) | 2011-06-23 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
EP2513277B1 (de) | Bikontinuierliche mikroemulsionswaschmittelzusammensetzung | |
EP1180133B1 (de) | Saure milde flüssige reinigungszusammensetzungen | |
KR102017917B1 (ko) | 항복점 ii를 갖는 구조화 세제 또는 세정제 | |
HU212246B (en) | Liquid crystal detergent composition | |
EP1516917A1 (de) | Flüssiges Einzelportionswasch- oder reinigungsmittel | |
CZ150397A3 (en) | Liquid cleansing composition | |
AU678360B2 (en) | Improvements relating to cleaning compositions | |
US6046148A (en) | Acidic light duty liquid cleaning compositions | |
EP2877564B1 (de) | Flüssige reinigungsmittelzusammensetzung | |
EP2361963A1 (de) | Bikontinuierliche Mikroemulsions-Waschmittelzusammensetzung | |
WO2017198419A1 (en) | Pre-treatment composition for fabric stains | |
EP2782987B1 (de) | Flüssige reinigungsmittelzusammensetzung | |
EP3224335B1 (de) | Verfahren zur behandlung von gewebe mit öligen flecken | |
EP2622056B1 (de) | Reinigungsmittelzusammensetzung | |
US6746999B1 (en) | Light duty liquid cleaning compositions consisting of anionic surfactant mixtures | |
TW202242080A (zh) | 纖維用清潔劑組合物 | |
JPWO2020050399A1 (ja) | 繊維製品用液体洗浄剤及び容器入り液体洗浄剤製品 | |
DE102016204268A1 (de) | Waschmittelzusammensetzung |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
PUAI | Public reference made under article 153(3) epc to a published international application that has entered the european phase |
Free format text: ORIGINAL CODE: 0009012 |
|
17P | Request for examination filed |
Effective date: 20120611 |
|
AK | Designated contracting states |
Kind code of ref document: A1 Designated state(s): AL AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO PL PT RO RS SE SI SK SM TR |
|
DAX | Request for extension of the european patent (deleted) | ||
GRAP | Despatch of communication of intention to grant a patent |
Free format text: ORIGINAL CODE: EPIDOSNIGR1 |
|
INTG | Intention to grant announced |
Effective date: 20150302 |
|
GRAS | Grant fee paid |
Free format text: ORIGINAL CODE: EPIDOSNIGR3 |
|
GRAA | (expected) grant |
Free format text: ORIGINAL CODE: 0009210 |
|
AK | Designated contracting states |
Kind code of ref document: B1 Designated state(s): AL AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO PL PT RO RS SE SI SK SM TR |
|
REG | Reference to a national code |
Ref country code: GB Ref legal event code: FG4D |
|
REG | Reference to a national code |
Ref country code: CH Ref legal event code: EP |
|
REG | Reference to a national code |
Ref country code: AT Ref legal event code: REF Ref document number: 739308 Country of ref document: AT Kind code of ref document: T Effective date: 20150815 |
|
REG | Reference to a national code |
Ref country code: IE Ref legal event code: FG4D |
|
REG | Reference to a national code |
Ref country code: DE Ref legal event code: R096 Ref document number: 602010026298 Country of ref document: DE |
|
REG | Reference to a national code |
Ref country code: ES Ref legal event code: FG2A Ref document number: 2551384 Country of ref document: ES Kind code of ref document: T3 Effective date: 20151118 |
|
REG | Reference to a national code |
Ref country code: AT Ref legal event code: MK05 Ref document number: 739308 Country of ref document: AT Kind code of ref document: T Effective date: 20150729 |
|
REG | Reference to a national code |
Ref country code: FR Ref legal event code: PLFP Year of fee payment: 6 |
|
REG | Reference to a national code |
Ref country code: LT Ref legal event code: MG4D |
|
REG | Reference to a national code |
Ref country code: NL Ref legal event code: MP Effective date: 20150729 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: FI Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20150729 Ref country code: LV Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20150729 Ref country code: LT Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20150729 Ref country code: NO Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20151029 Ref country code: GR Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20151030 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: AT Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20150729 Ref country code: RS Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20150729 Ref country code: SE Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20150729 Ref country code: IS Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20151129 Ref country code: PL Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20150729 Ref country code: HR Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20150729 Ref country code: PT Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20151130 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: NL Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20150729 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: CZ Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20150729 Ref country code: IT Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20150729 Ref country code: EE Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20150729 Ref country code: DK Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20150729 Ref country code: SK Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20150729 |
|
REG | Reference to a national code |
Ref country code: DE Ref legal event code: R097 Ref document number: 602010026298 Country of ref document: DE |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: RO Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20150729 Ref country code: BE Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20151231 |
|
PLBE | No opposition filed within time limit |
Free format text: ORIGINAL CODE: 0009261 |
|
STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: NO OPPOSITION FILED WITHIN TIME LIMIT |
|
26N | No opposition filed |
Effective date: 20160502 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: MC Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20150729 Ref country code: LU Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20151208 |
|
REG | Reference to a national code |
Ref country code: CH Ref legal event code: PL |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: SI Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20150729 |
|
REG | Reference to a national code |
Ref country code: IE Ref legal event code: MM4A |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: LI Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20151231 Ref country code: CH Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20151231 Ref country code: IE Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20151208 |
|
REG | Reference to a national code |
Ref country code: FR Ref legal event code: PLFP Year of fee payment: 7 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: BE Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20150729 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: BG Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20150729 Ref country code: SM Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20150729 Ref country code: HU Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT; INVALID AB INITIO Effective date: 20101208 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: CY Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20150729 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: MT Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20150729 |
|
REG | Reference to a national code |
Ref country code: FR Ref legal event code: PLFP Year of fee payment: 8 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: MK Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20150729 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: AL Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20150729 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: DE Payment date: 20191210 Year of fee payment: 10 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: FR Payment date: 20191220 Year of fee payment: 10 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: TR Payment date: 20191205 Year of fee payment: 10 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: GB Payment date: 20191220 Year of fee payment: 10 Ref country code: ES Payment date: 20200121 Year of fee payment: 10 |
|
REG | Reference to a national code |
Ref country code: DE Ref legal event code: R119 Ref document number: 602010026298 Country of ref document: DE |
|
GBPC | Gb: european patent ceased through non-payment of renewal fee |
Effective date: 20201208 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: FR Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20201231 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: DE Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20210701 Ref country code: GB Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20201208 |
|
REG | Reference to a national code |
Ref country code: ES Ref legal event code: FD2A Effective date: 20220222 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: ES Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20201209 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: TR Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20201208 |