EP0040562B2 - Konzentrierte Weichmacherzusammensetzung für Textilfasern - Google Patents
Konzentrierte Weichmacherzusammensetzung für Textilfasern Download PDFInfo
- Publication number
- EP0040562B2 EP0040562B2 EP81400751A EP81400751A EP0040562B2 EP 0040562 B2 EP0040562 B2 EP 0040562B2 EP 81400751 A EP81400751 A EP 81400751A EP 81400751 A EP81400751 A EP 81400751A EP 0040562 B2 EP0040562 B2 EP 0040562B2
- Authority
- EP
- European Patent Office
- Prior art keywords
- softening
- carbon atoms
- methyl
- agents
- composition
- 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/835—Mixtures of non-ionic with cationic compounds
-
- 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
- C11D3/001—Softening compositions
- C11D3/0015—Softening compositions liquid
-
- 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
- C11D1/38—Cationic compounds
- C11D1/62—Quaternary ammonium compounds
-
- 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
Definitions
- the present invention relates to a concentrated softening composition for textile fibers.
- the softening compositions generally consist of 3 to 10% of active softening agents and 90 to 97% of demineralized water.
- the active softening agents are generally either cationic surfactant compounds (most often quaternary ammonium compounds comprising at least 2 long alkyl chains), or mixtures in variable proportions of cationic surfactants and surfactants non-ionic active agents which are combined with additional additives such as perfumes, optical brighteners, colorants, preservatives, bactericides, thickening agents, etc.
- compositions have the drawback of being unable to be manufactured and marketed only in the very diluted state as has been shown, a concentration greater than 10% transforming them into gels which are not dispersible in water when they are used by housewife.
- the industrial-manufacturer is obliged to use demineralized water for the manufacture of its product, the electrolytes of which have been practically eliminated, in order to obtain an emulsion having acceptable homogeneity, stability and consistency at the time of use.
- document FR-A-2 295122 describes a softener-disinfectant composition for textiles which requires to be effective to have a high content of two different types of cationic agents, one of which is a softener and the other a disinfectant; the total of the cationic agents then represents 35 to 80% by weight of the composition.
- Document US-A-4 140 641 describes a mixed detergent softening composition, aiming to combine in a single formula a nonionic detergent agent and a cationic softener component; in such a composition, the nonionic agent must predominate and the cationic agent must be a compound of imidazolinium type. An agent of quaternary ammonium type is expressly excluded from such a composition.
- the object of the present invention is to remedy the above-mentioned drawbacks by proposing a concentrated softening composition which is not in the form of a non-dispersible gel but in the form of a stable viscous solution which is completely dilutable in tap water, even cold. , therefore water which does not need to be demineralized beforehand.
- the user finds, after dilution in tap water and by simple stirring, the product which they usually use, namely a stable homogeneous solution and of a consistency identical to that of existing products commercially, that is to say products sold by the manufacturer in the form of a dilute and viscous solution.
- the concentrated product according to the invention can therefore give, by simple dilution, in tap water for example, a product perfectly suited to the dimensions of the softener tanks of washing machines for laundry currently on the market.
- the product according to the invention is designed, unlike diluted softeners on the market, for washing machines of recent design, provided with a softener tank capable of ensuring a reserve of product for 1 at 2 months to facilitate the housewife's work.
- the product of the invention has 2 essential qualities for such machines: a high concentration which allows the use of a tank of relatively small dimensions, therefore easier to accommodate in such machines and prolonged stability to the cycles of temperature in the washing machine tank. These qualities also make it usable in industrial washing machines.
- the composition according to the invention comprises an active cationic softening agent as well as at least one nonionic emulsifying agent and one or more solvents chosen from methanol, ethanol, isopropanol and solvents of glycol type and water, characterized in that it constitutes after dilution with water a homogeneous stable solution usable as a softening composition for textile fibers; that it comprises 15 to 30% by weight relative to the total weight of the composition of said cationic softening active agent consisting of at least one quaternary ammonium compound, having the formula: in which R1 and R2 represent, independently of one another, alkyl groups having 10 to 22 carbon atoms and interrupted by carboxy or ethoxy functional groups, R3 and R 4 are alkyl or hydroxy alkyl groups having from 1 with 4 carbon atoms, and X represents a halide, methylsulfate or ethylsulfate anion and that the weight ratio of cationic agents to nonionic agents
- the invention is based on the development of a composition having a concentration of active agents which is approximately four to six times greater than the concentration of the compositions currently on the market and capable of giving after dilution in water.
- city a solution of stability and homogeneity comparable to conventional solutions and even having improved softening properties and improved absorbency compared to the prior art.
- compositions having a viscosity which allows easy and homogeneous dilution it can be diluted 3 to 10 times and preferably 4 to 6 times with cold tap water and finally present itself in the same aspect as the usual products and therefore, be used in the same way in washing machines. classic type, and for use when washing by hand.
- the concentrated product can be packaged either in rigid plastic packaging or in flexible plastic packaging.
- this packaging is an intermediate packaging, since the product must be diluted before use. It is therefore more advantageous to use flexible plastic packaging in the form of a dose or for example a container, because the flexible plastic container can be completely emptied of the product it contains by pressing the walls against each other , while the hard plastic packaging should be rinsed to be completely emptied.
- Another advantage of this kind of packaging is that it takes up less space for storage, since the space required for storing doses is 1.4 times the volume of the dose whereas for storing hard plastic packaging, the he space required is 2 to 2.5 times the volume of the product contained in the packaging, depending on the shape of the latter. Shaping flexible plastic packaging is much less expensive than shaping hard plastic packaging.
- the use of the product is done from a bottle in which the product is diluted, and this bottle can be reused many times.
- the volume of the flexible packaging can be adapted to the desired subsequent dilution.
- the usual capacities range, for example, from 50 to 500 cm 3 for a subsequent dilution bringing the volume to 1000 cm3.
- the user transports in a 250 cm3 packaging as much softening power as in a 1000 cm 3 bottle purchased commercially.
- the product sold in this type of packaging offers all guarantees to the user, who, after the first dilution with tap water, obtains a homogeneous dispersion, stable during storage, and of comparable viscosity to that of products sold in diluted form.
- the compound / water / solvent ratio is calculated so as to obtain a product which can be packaged in doses, the viscosity of which is calculated to allow the dose to be filled and emptied quickly, easily and completely.
- the user can transfer the product into a 1 liter bottle, then top up with tap water which must not present a special quality and, after shaking the bottle, obtain a ready-to-use product for use by hand or for machine use.
- the product thus obtained has a usual viscosity for the user, which allows him to distribute the adequate quantity of product constantly.
- the main constituent is therefore the cationic surfactant (s) which can be constituted by different quaternary ammonium compounds of general formula: formula in which R1 and R 2 represent, independently of one another, alkyl groups having from 10 to 22 carbon atoms and interrupted by carboxy, amide or ethoxy functional groups; R3 and R 4 represent alkyl or hydroxyalkyl groups having from 1 to 4 carbon atoms, and X is an anion: halide, methylsulfate or ethylsulfate.
- R1 and R 2 represent, independently of one another, alkyl groups having from 10 to 22 carbon atoms and interrupted by carboxy, amide or ethoxy functional groups
- R3 and R 4 represent alkyl or hydroxyalkyl groups having from 1 to 4 carbon atoms
- X is an anion: halide, methylsulfate or ethylsulfate.
- di (stearoyl-oxyethyl-) dimethyl ammonium chloride di- (lauryl-hydroxypropyl-) dimethyl ammonium chloride, di (stearoyl-oxyethyl- methylsulfate) dimethyl ammonium, di (palmytoyl-oxyethyl) dimethyl ammonium chloride, di (stearoyl-oxyethyl-) hydroxy-ethyl-methyl-ammonium methyl sulphate, di (palmitoyl-oxyethyl-) hydroxy-ethyl-methyl-methyl ammonium methyl sulphate di (oleoyloxyethyl-) hydroxyethyl-methyl ammonium methyl sulfate, di (stearoyl-oxyethyl-) hydroxyethyl-methyl ammonium ethyl sulfate, di (palmitoyl-)
- the compounds preferably used are di (stearoyl-oxyethyl-) methyl-hydroxyethyl ammonium methylsulfates, di (palmitoyl-oxyethyl-) methyl-hydroxyethyl ammonium methylsulfates, and di (oleoyl methylsulfates) -oxyethyl-) methyl-hydroxyethyl ammonium, alone or as a mixture.
- the nonionic agent or agents are chosen from the group formed by fatty alcohols containing from 8 to 20 carbon atoms condensed with 3 to 12 molecules of alkylene oxide (preferably ethylene and / or propylene) and alkylphenols comprising an alkyl radical having 8 to 10 carbon atoms condensed with 4 to 12 molecules of alkylene oxide (preferably ethylene and / or propylene).
- compositions containing a specific cationic supplemented with one or more suitable nonionics are due to a composition containing a specific cationic supplemented with one or more suitable nonionics. After a first dilution with cold city water, a dispersion of homogeneity and physical stability is obtained which has never been obtained in the prior art, which is essential for packaging a concentrated product. , in the form of a plastic dose, the price of which is very low compared to the packaging of the prior art.
- this composition remains stable within very wide temperature limits ranging from those which can be reached in the storage tank of washing machines during washing and can, moreover, withstand a storage temperature of up to _25 ° C while regaining its initial consistency after thawing.
- oils in water are added to the composition of the emulsifying agents having an HLB value of between 10 and 16, belonging to the class of nonionics; such agents are preferably sorbitan esters and / or poly-oxyethylenated sorbitan esters.
- composition of the present invention it has been found that the addition of a very small amount of these products makes it possible to obtain incorporation of the perfumes without subsequent phase separation and stability over a long shelf life.
- a solvent or a mixture of solvents chosen from methanol, ethanol, isopropanol and solvents of the glycol type and of water is necessary for the viscosity adjustment and to obtain a very homogeneous and finely dispersed emulsion.
- compositions which are the subject of the invention will be demonstrated by referring to the following tests, in which the softening properties of these compositions are compared with those of a usual product based on hydrogenated di-tallow chloride. methyl ammonium.
- compositions which have a good softening power have the drawback of rendering the fabrics hydrophobic, that is to say that the fabrics lose part of their absorbing power, which is unpleasant, in particular for terry towels whose main function is to absorb water.
- Example 1 is repeated, in which 5 g of oxyethylenated nonylphenol are added, before the addition of the mixture of perfume and oxyethylenated sorbitan ester. An opaque and homogeneous composition is obtained, the viscosity of which is between 100 and 200 millipascals.second.
- Example 1 is used again and 5 g of a C IEX-C 14 fatty alcohol oxyethylenated with 9 molecules of ethylene oxide are added, and the procedure is as in Example 2.
- a product is obtained whose viscosity is 200 to 300 millipascals.second and whose softening properties are identical to those of Example 2.
- Example 3 is repeated, and 10 g of oxyethylenated C12-C 14 fatty alcohol are added and the procedure is as in Example 3.
- a composition is obtained having a viscosity of between 700 and 900 millipascals.second. This composition is very difficult to pour and the dilution in tap water is very difficult, very vigorous stirring is necessary to obtain a homogeneous dilute solution.
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)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Detergent Compositions (AREA)
Claims (7)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR8010905 | 1980-05-14 | ||
FR8010905A FR2482636A1 (fr) | 1980-05-14 | 1980-05-14 | Composition adoucissante concentree pour fibres textiles |
Publications (4)
Publication Number | Publication Date |
---|---|
EP0040562A2 EP0040562A2 (de) | 1981-11-25 |
EP0040562A3 EP0040562A3 (en) | 1982-01-20 |
EP0040562B1 EP0040562B1 (de) | 1985-08-07 |
EP0040562B2 true EP0040562B2 (de) | 1991-03-20 |
Family
ID=9242015
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP81400751A Expired - Lifetime EP0040562B2 (de) | 1980-05-14 | 1981-05-12 | Konzentrierte Weichmacherzusammensetzung für Textilfasern |
Country Status (7)
Country | Link |
---|---|
US (1) | US4429859A (de) |
EP (1) | EP0040562B2 (de) |
BE (1) | BE888678A (de) |
CA (1) | CA1180508A (de) |
DE (1) | DE3171683D1 (de) |
FR (1) | FR2482636A1 (de) |
IT (1) | IT1137471B (de) |
Families Citing this family (47)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4497716A (en) * | 1982-12-23 | 1985-02-05 | Lever Brothers Company | Fabric softening composition |
FR2540901B1 (fr) * | 1983-02-14 | 1986-08-29 | Elf Aquitaine | Compositions concentrees d'adoucissants textiles |
GB8410322D0 (en) * | 1984-04-19 | 1984-05-31 | Unilever Plc | Aqueous concentrated fabric softening composition |
US4851141A (en) * | 1984-12-12 | 1989-07-25 | Colgate-Palmolive Company | Concentrated stable nonaqueous fabric softener composition |
ZA858974B (en) * | 1984-12-12 | 1987-07-29 | Colgate Palmolive Co | Concetrated stable non-aqueous fabric softener composition |
IN165978B (de) * | 1985-08-20 | 1990-02-17 | Colgate Palmolive Co | |
GB2188653A (en) * | 1986-04-02 | 1987-10-07 | Procter & Gamble | Biodegradable fabric softeners |
EP0295739A3 (de) * | 1987-06-09 | 1990-01-17 | The Procter & Gamble Company | Verfahren zum Herstellen biologisch abbaubarer Wäschebehandlungszusammensetzungen |
US4789491A (en) * | 1987-08-07 | 1988-12-06 | The Procter & Gamble Company | Method for preparing biodegradable fabric softening compositions |
DE3876196T2 (de) * | 1987-09-23 | 1993-04-15 | Procter & Gamble | Lineare alkoxylierte alkohole enthaltende stabile, biologisch abbaubare waescheweichspuelerzusammensetzungen. |
US4824828A (en) * | 1987-10-29 | 1989-04-25 | International Flavors & Fragrances Inc. | Schiff base reaction products of aldehydes and alkyl anthranilates and organoleptic uses thereof |
US4775720A (en) * | 1987-10-29 | 1988-10-04 | International Flavors & Fragrances Inc. | Schiff base reaction products of aldehydes and alkyl anthranilates and organoleptic uses thereof |
US5116520A (en) * | 1989-09-06 | 1992-05-26 | The Procter & Gamble Co. | Fabric softening and anti-static compositions containing a quaternized di-substituted imidazoline ester fabric softening compound with a nonionic fabric softening compound |
GB8921168D0 (en) * | 1989-09-19 | 1989-11-08 | Unilever Plc | Fabric softening |
US5516438A (en) * | 1989-09-19 | 1996-05-14 | Lever Brothers Company, Division Of Conopco, Inc. | Fabric softening |
DE4101251A1 (de) * | 1991-01-17 | 1992-07-23 | Huels Chemische Werke Ag | Fettsaeureester des n-methyl-n,n,n-trihydroxyethyl-ammonium-methyl- sulfat enthaltende waessrige emulsionen |
US5128473A (en) * | 1991-02-01 | 1992-07-07 | Sherex Chemical Company, Inc. | Nitrogen-heterocyclic compounds and quaternary salts thereof |
US5409621A (en) * | 1991-03-25 | 1995-04-25 | Lever Brothers Company, Division Of Conopco, Inc. | Fabric softening composition |
US5182033A (en) * | 1991-06-14 | 1993-01-26 | Sherex Chemical Company, Inc. | Polyamide salts |
DE4125025A1 (de) * | 1991-07-29 | 1993-02-04 | Henkel Kgaa | Fluessiges waschmittel |
GB9209170D0 (en) * | 1992-04-28 | 1992-06-10 | Unilever Plc | Rinse conditioner |
EP0640121B2 (de) † | 1992-05-12 | 2003-08-27 | The Procter & Gamble Company | Konzentrierte flüssige gewebeweichmacherzusammensetzungen mit biologisch abbaubaren gewebeweichmachern |
US5734069A (en) * | 1992-08-05 | 1998-03-31 | Sherex Chemical Co., Inc. | Biodegradable amidoaminoesters |
DE4242480A1 (de) * | 1992-12-16 | 1994-06-23 | Henkel Kgaa | Wäßrige Textilweichmacher-Dispersionen |
DE4243862A1 (de) * | 1992-12-23 | 1994-06-30 | Huels Chemische Werke Ag | Verfahren zur Quaternierung von Triethanolaminfettsäureestern und Imidazolinamiden in alkoxylierten Fetten oder Ölen als Reaktionsmedium und die Verwendung der Reaktionsmischungen als Wäscheweichspülerwirkstoffkomponenten |
GB9301811D0 (en) * | 1993-01-29 | 1993-03-17 | Unilever Plc | Fabric softener composition |
EP0637625A1 (de) * | 1993-08-02 | 1995-02-08 | The Procter & Gamble Company | Emulsionssuperkonzentrate mit Textilweichmachern |
US5750491A (en) * | 1993-08-02 | 1998-05-12 | The Procter & Gamble Company | Super concentrate emulsions with fabric actives |
US5599786A (en) * | 1993-08-12 | 1997-02-04 | The Procter & Gamble Company | Cellulase fabric-conditioning compositions |
US5616553A (en) * | 1993-08-12 | 1997-04-01 | The Procter & Gamble Company | Fabric conditioning compositions |
BR9407725A (pt) * | 1993-09-30 | 1997-03-04 | Procter & Gamble | Sistema de liberaçao de substância ativa |
RU2134736C1 (ru) * | 1994-04-07 | 1999-08-20 | Унилевер Н.В. | Жидкая композиция для смягчения ткани |
GB9406824D0 (en) * | 1994-04-07 | 1994-06-01 | Unilever Plc | Fabric softening composition |
BR9507559A (pt) * | 1994-04-29 | 1997-08-05 | Procter & Gamble | Composições de condicionamento de pano de celulase |
US6008184A (en) * | 1994-09-30 | 1999-12-28 | The Procter & Gamble Company | Block copolymers for improved viscosity stability in concentrated fabric softeners |
EP0705900B1 (de) * | 1994-09-30 | 2002-12-04 | The Procter & Gamble Company | Blockkopolymere für verbesserte Viskositätsstabilität in konzentrierten Weichspülmitteln |
NZ286025A (en) * | 1995-03-01 | 1997-04-24 | Colgate Palmolive Co | Laundry detergent concentrates; contains nonionic surfactant and water insoluble oil with a hydrophilic polar group, converts to liquid crystal phase dispersion on dilution |
KR100262106B1 (ko) | 1995-07-11 | 2000-07-15 | 데이비드 엠 모이어 | 농축된, 수-분산성의, 안정한 직물 유연 조성물 |
EP0754749A1 (de) | 1995-07-20 | 1997-01-22 | The Procter & Gamble Company | Textilweichmacher, die wasserlösliche Farbstoffe für verringerte Verfärbung enthalten |
DE69526439T2 (de) | 1995-09-18 | 2002-12-12 | Procter & Gamble | Stabilisierte Textilweichmacherzusammensetzungen |
US5916863A (en) * | 1996-05-03 | 1999-06-29 | Akzo Nobel Nv | High di(alkyl fatty ester) quaternary ammonium compound from triethanol amine |
DE69626985T2 (de) | 1996-10-30 | 2004-03-04 | The Procter & Gamble Company, Cincinnati | Gewebeweichmacherzusammensetzungen |
US5919750A (en) * | 1997-07-24 | 1999-07-06 | Akzo Nobel Nv | Fabric softener composition |
DE19822791A1 (de) * | 1998-05-20 | 1999-11-25 | Basf Ag | Verwendung von Amiden polymerisierter Fettsäuren als Verdickungsmittel |
DE60204549T2 (de) * | 2001-03-07 | 2006-03-23 | The Procter & Gamble Company, Cincinnati | Weichspülmittelzusammensetzung für die anwendung in anwesenheit von waschmittelrückständen |
US7125833B2 (en) | 2003-03-24 | 2006-10-24 | Wacker Chemie Ag | Cyclodextrin laundry detergent additive complexes and compositions containing same |
DE102010023790A1 (de) | 2010-06-15 | 2011-12-15 | Heinrich-Heine-Universität Düsseldorf | Waschaktive Zusammensetzung |
Family Cites Families (16)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3325404A (en) | 1963-09-19 | 1967-06-13 | Millmaster Onyx Corp | Composition for simultaneously laundering and softening fabrics |
US3395100A (en) | 1964-12-11 | 1968-07-30 | Foremost Mckesson | Fabric softener and method of using |
DE1935499A1 (de) * | 1969-07-12 | 1971-01-14 | Basf Ag | Avivagemittel |
JPS5120638B1 (de) * | 1971-03-31 | 1976-06-26 | ||
US3963629A (en) | 1971-07-21 | 1976-06-15 | Center For New Product Development | Fabric softener composition for use in a clothes dryer and method |
US3892669A (en) * | 1972-10-27 | 1975-07-01 | Lever Brothers Ltd | Clear fabric-softening composition |
US3915867A (en) | 1973-04-24 | 1975-10-28 | Stepan Chemical Co | Domestic laundry fabric softener |
US3959157A (en) | 1973-06-04 | 1976-05-25 | Colgate-Palmolive Company | Non-phosphate detergent-softening compositions |
DE2459354C2 (de) | 1974-12-16 | 1986-03-27 | Hoechst Ag, 6230 Frankfurt | Waescheweichspuelmittelkonzentrat mit desinfizierenden eigenschaften |
AT340888B (de) * | 1975-07-02 | 1978-01-10 | Henkel Kgaa | Verfahren zur herstellung neuer quartarer ammoniumverbindungen |
ZA79485B (en) | 1978-02-24 | 1980-03-26 | Ici Ltd | Quaternary ammonium compounds |
US4140641A (en) * | 1978-03-17 | 1979-02-20 | Colgate-Palmolive Company | Concentrated liquid detergent with fabric softener |
GR67665B (de) | 1979-05-21 | 1981-09-02 | Unilever Nv | |
DE2927027A1 (de) | 1979-07-04 | 1981-01-08 | Hoechst Ag | Mittel zum fluessigparaffinieren von garnen |
US4264457A (en) | 1980-02-04 | 1981-04-28 | Desoto, Inc. | Cationic liquid laundry detergent and fabric softener |
DE3025369A1 (de) | 1980-07-04 | 1982-01-28 | Hoechst Ag, 6000 Frankfurt | Waeschweichspuelmittelkonzentrat |
-
1980
- 1980-05-14 FR FR8010905A patent/FR2482636A1/fr active Granted
-
1981
- 1981-05-05 BE BE0/204686A patent/BE888678A/fr not_active IP Right Cessation
- 1981-05-12 EP EP81400751A patent/EP0040562B2/de not_active Expired - Lifetime
- 1981-05-12 IT IT21663/81A patent/IT1137471B/it active
- 1981-05-12 DE DE8181400751T patent/DE3171683D1/de not_active Expired
- 1981-05-13 CA CA000377476A patent/CA1180508A/fr not_active Expired
-
1983
- 1983-02-18 US US06/467,863 patent/US4429859A/en not_active Expired - Lifetime
Also Published As
Publication number | Publication date |
---|---|
EP0040562A2 (de) | 1981-11-25 |
CA1180508A (fr) | 1985-01-08 |
FR2482636B1 (de) | 1983-11-18 |
EP0040562B1 (de) | 1985-08-07 |
DE3171683D1 (en) | 1985-09-12 |
BE888678A (fr) | 1981-08-28 |
EP0040562A3 (en) | 1982-01-20 |
FR2482636A1 (fr) | 1981-11-20 |
IT8121663A0 (it) | 1981-05-12 |
US4429859A (en) | 1984-02-07 |
IT1137471B (it) | 1986-09-10 |
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