EP0295386A2 - Compositions adoucissantes concentrées - Google Patents
Compositions adoucissantes concentrées Download PDFInfo
- Publication number
- EP0295386A2 EP0295386A2 EP88106113A EP88106113A EP0295386A2 EP 0295386 A2 EP0295386 A2 EP 0295386A2 EP 88106113 A EP88106113 A EP 88106113A EP 88106113 A EP88106113 A EP 88106113A EP 0295386 A2 EP0295386 A2 EP 0295386A2
- Authority
- EP
- European Patent Office
- Prior art keywords
- fabric softener
- weight
- percent
- fatty acid
- methyl
- 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.)
- Withdrawn
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
- C11D1/38—Cationic compounds
- C11D1/645—Mixtures of compounds all of which are cationic
-
- 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
Definitions
- washed textiles have an unpleasant hardening after drying.
- laundry treatment in modern households in washing machines and small drying rooms contributes to this hardening.
- This hardening is undesirable because it has an unpleasant effect on the wearing properties of the textiles.
- Such hardening of the handle can be eliminated by treating the textiles after washing in a rinsing bath with cationic substances which contain at least two long-chain aliphatic molecular residues.
- cationic substances are usually provided in the form of aqueous dispersions which are added to the rinsing bath. Up to a concentration of 10 to 15%, such dispersions can be produced relatively easily. However, more concentrated formulations become viscous or gel-like after a short period of storage, and they cannot be dispersed in cold water without gel formation. A good concentrated fabric softener must therefore meet the following requirements: Homogeneity of the formulation during storage, a low viscosity consistency, which is retained even during the storage period, as well as good dispersibility in cold water.
- the task was therefore to develop a fabric softener that can also be used in a concentrated form, i.e. until a 50% by weight aqueous solution is still free-flowing, without the aid of a dispersant.
- the fabric softener contains 25 to 50, in particular 25 to 40 percent by weight of a mixture a) of the two fabric softener components A) and B).
- the mixture a) of the two fabric softener components consists of 20 to 70, in particular 30 to 60 percent by weight of a compound of the formula A) and 80 to 30, in particular 70 to 40 percent by weight of a compound of the formula B).
- R9 expediently represents a group of the formula in which R7 has the meaning given above and m stands for a number from 1 to 6.
- the fabric softener component B) iii) obeys the formula in which R8, m and X have the meaning given above.
- the fabric softener component B) i) has the following formula in which R7, R8 and X have the meaning given above.
- the formula of the fabric softener component is A) in which R1, R2, R3 and X have the meaning given above.
- These mixtures of at least two fabric softener components A) and B) described under a) can be prepared both by simply mixing these components and by mixing their non-quaternized precursors with subsequent common quaternization. They are usually made up as 75 to 95 percent by weight raw materials, the rest being 100 percent by weight water or a short-chain alcohol or a mixture of both, and further processed to the fabric softening agents according to the invention.
- the formulations obtained are readily flowable and can be dispersed in cold water.
- Laundry softeners are added to the last laundry rinse bath in a generally customary manner via a special detergent dispenser in the washing machine. Since the fabric softener remains in this washing-in chamber during the entire washing program, it can, depending on the construction of this chamber and its arrangement in the washing machine, in particular in the case of products which have a flow limit, result in residual amounts of product not being washed in. Such problems can be ruled out by adding 0.001 to 10 percent by weight, preferably 0.01 to 5 percent by weight, in particular 0.05 to 2 percent by weight, of a dispersing agent, based on the amount of active ingredient as fabric softening agent, to the fabric softener concentrates on which the present invention is based.
- R4, R5, R7, R8 and n have the meanings given above and x and y can mean integers between 1 and 80, where where the sum of x and y is an integer between 2 and 80, and B (-) is the anion of a mineral acid, a sulfonic acid, an alkylsulfuric acid, a carboxylic acid or an ether carboxylic acid.
- Compounds A) can be prepared, for example, from trialkanolamines, such as triethanolamine, triisopropanolamine, triisobutanolamine, diethanolmonoisopropanolamine, etc., by the known conversion with fatty acids or fatty acid methyl esters which contain an alkyl radical of 8 to 22 carbon atoms in the acid part.
- trialkanolamines such as triethanolamine, triisopropanolamine, triisobutanolamine, diethanolmonoisopropanolamine, etc.
- suitable fatty acids for reaction with the trialkanolamine are: caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, oleic acid, arachic acid, behenic acid, etc. or their unsaturated isomers.
- fatty acids preferably the naturally occurring fatty acid mixtures, such as tallow fatty acid, coconut fatty acid, palm oil fatty acid, etc.
- the fatty acids are expediently chosen for the reaction in the form of their methyl esters.
- This reaction is followed in a conventional manner by quaternization, for example using a lower alkyl ester of a mineral acid, such as dimethyl sulfate, diethyl sulfate, methyl iodide, methyl chloride, methyl bromide, ethyl chloride, trimethyl phosphate, triethyl phosphate.
- the fabric softener component B) i) can be produced by reacting z.
- dialkylenetriamines such as diethylenetriamine, aminopropylethylenediamine, aminobutylethylenediamine, or hydroxyalkylethylenediamines, such as 2-hydroxyethylethylenediamine, (2-hydroxy-1-methyl-ethyl) ethylenediamine, 3-hydroxypropylethylenediamine, (2-hydroxy-1-ethylethyl) ethylenediamine
- Fatty acids which are generally the same as those described for A, under condensing conditions with subsequent quaternization using a lower alkyl ester of a mineral acid, as described in more detail under A.
- the fabric softener component B) ii) is obtained by reacting di-fat. alkylamines with the lower alkyl esters of mineral acids already described.
- Compounds of type B) iii) can, for. B. obtained by reaction of fatty acids such as the above, with dialkylenetriamines, hydroxyalkylalkylenediamines in the above. Meaning, which are subsequently ethoxylated and quaternized.
- Examples of suitable compounds of type A) are: N-methyl-triethanolammonium-distearic acid ester methyl sulfate, N-methyl-triisopropanolammonium-distearic acid ester-methyl sulfate, N-methyl-triisobutanolammonium-distearic acid ester-methyl sulfate, N-methyl-diethanol-monoisopropearic acid monoisopropearic acid methylsulfate, N-methyl-monoethanolamine-diisopropanolammonium-distearinklare methylsulfate, N-methyl-triisopropanolammonium-ditalgfett Textre methyl sulfate, N-ethyl-triethanolammonium dipalmitinklare chloride, N-ethyl-triisopropanolammonium-dipalmölfettklar chloride, N-methyl-triisobutanolam
- Compounds of type B) i) are, for example: di-tallow fatty acid alkyl imidazolinium methyl sulfate, di-stearic acid alkyl imidazolinium methyl sulfate, di-oleic acid alkyl imidazolinium methyl sulfate, di-palmitic acid alkyl imidazolinium chloride, di-tallow imidazolinium chloride.
- Examples of compounds of type B) ii) which can be used are: distearyldimethylammonium chloride, dipalmityldimethylammonium chloride, dibehenyldimethylammonium chloride, diarachyldiethylammonium chloride, dimyristyldimethylammonium methylsulfate, dioleyldiethylammitalium chloride, -dimethylammonium chloride, di- (hardened tallow fat) -dimethylammonium chloride.
- N-methyl-N-triethoxi-N N-bis- [2- (tallow fatty amido) ethyl] ammonium methyl sulfate
- N-methyl-N-tetraethoxi-N N-bis- / 2- ( Stearylamido) ethyl / ammonium chloride
- N-ethyl-N-diethoxi-N N-bis- [2- (oleic acid amido) ethyl] ammonium chloride
- N-propyl-N-pentaethoxi-N N- bis- [2- (palmitylamido) ethyl] ammonium methyl sulfate.
- the dispersants C) i) and C) ii) which may be used in small amounts can be prepared in a known manner by reacting an alkylamine with ethylene oxide and / or propylene oxide and / or butylene oxide etc. and then reacting (neutralizing) with a mineral acid or a carboxylic acid or a sulfonic acid or a polyether carboxylic acid or mixtures thereof in the form that the ratio of the acid and base equivalents is between 0.9 and 1.1.
- fabric softeners according to the invention are described; percentages are percentages by weight in all cases. In all cases, these fabric softeners are produced by presenting drinking water at a temperature between 20 and 50 ° C., stirring in the specified components and, if appropriate, then stirring them cold.
- the fabric softener components A) and B) are used as a prepared mixture, but the individual components can also be stirred in one after the other if necessary.
- the formulations produced meet the usual requirements for temperature and storage stability.
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)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE3720331 | 1987-06-19 | ||
DE19873720331 DE3720331A1 (de) | 1987-06-19 | 1987-06-19 | Konzentrierte waescheweichspuelmittel |
Publications (2)
Publication Number | Publication Date |
---|---|
EP0295386A2 true EP0295386A2 (fr) | 1988-12-21 |
EP0295386A3 EP0295386A3 (fr) | 1990-03-28 |
Family
ID=6329938
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP88106113A Withdrawn EP0295386A3 (fr) | 1987-06-19 | 1988-04-16 | Compositions adoucissantes concentrées |
Country Status (4)
Country | Link |
---|---|
US (1) | US4963274A (fr) |
EP (1) | EP0295386A3 (fr) |
AU (1) | AU1813288A (fr) |
DE (1) | DE3720331A1 (fr) |
Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0413249A1 (fr) * | 1989-08-12 | 1991-02-20 | Witco Surfactants GmbH | Adoucissant pour textile |
EP0498050A2 (fr) * | 1991-01-17 | 1992-08-12 | Hüls Aktiengesellschaft | Emulsions aqueuses contenantes des esters d'acides gras avec de N-methyl-N,N,N-trihydroxyethyl-ammonium |
EP0503155A1 (fr) * | 1991-03-13 | 1992-09-16 | Witco Surfactants GmbH | Adoucissant pour textile à base d'esters de poly(oxyalkylène)-alkanolamines quaternaires |
EP0669391A2 (fr) * | 1994-02-23 | 1995-08-30 | Witco Surfactants GmbH | Adoucissants aqueux très concentré ayant une stabilité au stockage améliorée |
US5468398A (en) * | 1993-05-20 | 1995-11-21 | Colgate-Palmolive Company | Liquid fabric softening composition |
US5747108A (en) * | 1997-03-19 | 1998-05-05 | Colgate-Palmolive Co. | Super-concentrated liquid rinse cycle fabric softening composition |
US5747109A (en) * | 1997-03-19 | 1998-05-05 | Colgate-Palmolive Co. | Method of preparing super-concentrated liquid rinse cycle fabric softening composition |
EP0734433B1 (fr) * | 1993-12-13 | 2000-03-22 | The Procter & Gamble Company | Compositions assouplissantes concentrees liquides, de viscosite stable |
Families Citing this family (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5516438A (en) * | 1989-09-19 | 1996-05-14 | Lever Brothers Company, Division Of Conopco, Inc. | Fabric softening |
GB8921168D0 (en) * | 1989-09-19 | 1989-11-08 | Unilever Plc | Fabric softening |
CA2108905A1 (fr) * | 1991-04-30 | 1992-10-31 | Alice Marie Vogel | Adoucissant qui contient un substituant d'imidazoline et des composes fortement ethoxyles |
US6559117B1 (en) | 1993-12-13 | 2003-05-06 | The Procter & Gamble Company | Viscosity stable concentrated liquid fabric softener compositions |
DE4430721A1 (de) * | 1994-08-30 | 1996-03-07 | Hoechst Ag | Autoglanztrocknungsmittel |
US5916863A (en) * | 1996-05-03 | 1999-06-29 | Akzo Nobel Nv | High di(alkyl fatty ester) quaternary ammonium compound from triethanol amine |
US6927202B2 (en) * | 2002-09-19 | 2005-08-09 | Unilever Home & Personal Care, Usa Division Of Conopco, Inc. | Fabric conditioning compositions |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1165007A (en) * | 1966-10-19 | 1969-09-24 | Millmaster Onyx Corp | Stabilized Quaternary Ammonium Compositions |
US3915867A (en) * | 1973-04-24 | 1975-10-28 | Stepan Chemical Co | Domestic laundry fabric softener |
US4399045A (en) * | 1980-11-18 | 1983-08-16 | The Procter & Gamble Company | Concentrated fabric softening compositions |
EP0197578A2 (fr) * | 1985-03-28 | 1986-10-15 | The Procter & Gamble Company | Compositions pour le traitement de matières textiles |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DD159263A3 (de) * | 1980-12-23 | 1983-03-02 | Peter Reinemann | Weichspuelmittelkonzentrate |
GB2188653A (en) * | 1986-04-02 | 1987-10-07 | Procter & Gamble | Biodegradable fabric softeners |
-
1987
- 1987-06-19 DE DE19873720331 patent/DE3720331A1/de not_active Withdrawn
-
1988
- 1988-04-16 EP EP88106113A patent/EP0295386A3/fr not_active Withdrawn
- 1988-06-08 US US07/203,999 patent/US4963274A/en not_active Expired - Fee Related
- 1988-06-17 AU AU18132/88A patent/AU1813288A/en not_active Abandoned
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1165007A (en) * | 1966-10-19 | 1969-09-24 | Millmaster Onyx Corp | Stabilized Quaternary Ammonium Compositions |
US3915867A (en) * | 1973-04-24 | 1975-10-28 | Stepan Chemical Co | Domestic laundry fabric softener |
US4399045A (en) * | 1980-11-18 | 1983-08-16 | The Procter & Gamble Company | Concentrated fabric softening compositions |
EP0197578A2 (fr) * | 1985-03-28 | 1986-10-15 | The Procter & Gamble Company | Compositions pour le traitement de matières textiles |
Cited By (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0413249A1 (fr) * | 1989-08-12 | 1991-02-20 | Witco Surfactants GmbH | Adoucissant pour textile |
US5180508A (en) * | 1989-08-12 | 1993-01-19 | Rewo Chemische Werke Gmbh | Fabric softener rinsing agents |
US5364542A (en) * | 1989-08-12 | 1994-11-15 | Rewo Chemische Werke Gmbh | Fabric softener rinsing agents |
US5437801A (en) * | 1991-01-17 | 1995-08-01 | Huels Aktiengesellschaft | Aqueous emulsions containing fatty acid esters of N-methyl-N,N,N-trihydroxyethyl ammonium methyl sulfate |
EP0498050A2 (fr) * | 1991-01-17 | 1992-08-12 | Hüls Aktiengesellschaft | Emulsions aqueuses contenantes des esters d'acides gras avec de N-methyl-N,N,N-trihydroxyethyl-ammonium |
EP0498050A3 (en) * | 1991-01-17 | 1992-08-26 | Huels Aktiengesellschaft | Aqueous emulsions comprising fatty acid esters of n-methyl-n,n,n-trihydroxyethyl-ammonium-methyl-sulfate |
EP0503155A1 (fr) * | 1991-03-13 | 1992-09-16 | Witco Surfactants GmbH | Adoucissant pour textile à base d'esters de poly(oxyalkylène)-alkanolamines quaternaires |
US5468398A (en) * | 1993-05-20 | 1995-11-21 | Colgate-Palmolive Company | Liquid fabric softening composition |
EP0734433B1 (fr) * | 1993-12-13 | 2000-03-22 | The Procter & Gamble Company | Compositions assouplissantes concentrees liquides, de viscosite stable |
EP0669391A2 (fr) * | 1994-02-23 | 1995-08-30 | Witco Surfactants GmbH | Adoucissants aqueux très concentré ayant une stabilité au stockage améliorée |
EP0669391A3 (fr) * | 1994-02-23 | 1998-08-19 | Witco Surfactants GmbH | Adoucissants aqueux très concentré ayant une stabilité au stockage améliorée |
US5747108A (en) * | 1997-03-19 | 1998-05-05 | Colgate-Palmolive Co. | Super-concentrated liquid rinse cycle fabric softening composition |
US5747109A (en) * | 1997-03-19 | 1998-05-05 | Colgate-Palmolive Co. | Method of preparing super-concentrated liquid rinse cycle fabric softening composition |
WO1998041604A1 (fr) * | 1997-03-19 | 1998-09-24 | Colgate-Palmolive Company | Procede de preparation d'une composition adoucissante pour textiles superconcentree |
Also Published As
Publication number | Publication date |
---|---|
EP0295386A3 (fr) | 1990-03-28 |
AU1813288A (en) | 1988-12-22 |
DE3720331A1 (de) | 1988-12-29 |
US4963274A (en) | 1990-10-16 |
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Legal Events
Date | Code | Title | Description |
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PUAI | Public reference made under article 153(3) epc to a published international application that has entered the european phase |
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17P | Request for examination filed |
Effective date: 19900302 |
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17Q | First examination report despatched |
Effective date: 19920424 |
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STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: THE APPLICATION HAS BEEN WITHDRAWN |
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18W | Application withdrawn |
Withdrawal date: 19921216 |