EP0346634A1 - Agent liquide aqueux pour le post-traitement du linge - Google Patents
Agent liquide aqueux pour le post-traitement du linge Download PDFInfo
- Publication number
- EP0346634A1 EP0346634A1 EP89108906A EP89108906A EP0346634A1 EP 0346634 A1 EP0346634 A1 EP 0346634A1 EP 89108906 A EP89108906 A EP 89108906A EP 89108906 A EP89108906 A EP 89108906A EP 0346634 A1 EP0346634 A1 EP 0346634A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- fatty acid
- quaternary ammonium
- weight
- composition according
- agent
- 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- Withdrawn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
- C11D1/65—Mixtures of anionic 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
- 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
- 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
- C11D1/02—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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/722—Ethers of polyoxyalkylene glycols having mixed oxyalkylene groups; Polyalkoxylated fatty alcohols or polyalkoxylated alkylaryl alcohols with mixed oxyalkylele groups
Definitions
- the present invention relates to a liquid, aqueous laundry treatment agent with good dispersibility in water and particularly good absorbency of the textiles treated with it.
- Aqueous fabric softening agents which are generally added to the last rinsing bath of the washing process in an automatic washing machine for the aftertreatment of freshly washed laundry, contain about 3 to about 6% by weight of fabric softening agents. These are mostly largely water-insoluble quaternary ammonium compounds with two long residues in the molecule. One of the most effective compounds of this type is the widely used ditallow alkyl dimethyl ammonium chloride.
- concentrates In addition to these laundry aftertreatment agents with a relatively low active ingredient content, so-called concentrates have recently become known, which have the advantage of containing a larger amount of active ingredient in the same volume. Such fabric softener concentrates contain about 10 to 15% by weight of fabric softening agents.
- Particularly highly concentrated fabric softening agents even contain about 50% by weight of fabric softening agents.
- Examples of such highly concentrated aqueous laundry treatment agents are the products of DE-A-33 14 677 and DE-A-36 08 093.
- the concentrates are either added to the usual active ingredient concentration of about 3 to about 6% by weight Diluted water, or correspondingly smaller amounts of laundry after-treatment agents are added in the last rinsing bath. Either when diluting the plasticizer concentrates as well as when flushing the concentrates into the rinse water, high demands are placed on the distributability of the concentrates in water.
- the fabric softener concentrates therefore often contain emulsifiers or dispersants, which in turn do not contribute to the softening of the textiles. It has therefore been tried again and again to produce laundry aftertreatment agents with a minimum of non-fabric softening constituents, which nevertheless combine excellent softening action with good dispersibility in water and high absorbency of the textiles treated with them.
- the object of the present invention was therefore to provide laundry aftertreatment agents with the advantageous properties mentioned, using inexpensive active ingredients which are available in large amounts.
- An aqueous liquid fabric softener containing a combination of fatty acids and quaternary ammonium compounds with two long chain alkyl or alkenyl groups is known from the DE-A-29 43 606 known.
- the laundry aftertreatment agent according to the present invention is characterized above all by a significantly improved absorbency of the textiles treated with it. This is due to the use of quaternary ammonium compounds with 2-acyloxyalkyl groups in the molecule.
- the acyl groups of the quaternary ammonium compounds are derived from saturated or unsaturated carboxylic acids having 10 to 22 carbon atoms, in particular from tallow fatty acid, oleic acid, rapeseed oil fatty acid or coconut oil fatty acid. Typical representatives of these classes of compounds are the compounds of the dimethyl-di type known for example from DE-A-16 19 058, DE-A-17 94 068, DE-A-19 35 499 and DE-B-24 30 140 - (2-acyloxyalkyl) ammonium methosulfate. Instead of the methyl groups, the molecule can contain C2 to C4 alkyl or hydroxyalkyl groups, which may also be alkoxylated.
- the anion can also be, for example, the chloride, bromide or ethyl sulfate anion or can be derived from phosphonic acid.
- the acyl groups are bonded to the nitrogen atom via oxyalkyl groups with 2 to 4 carbon atoms. In the case of oxyalkyl groups with 3 or 4 carbon atoms, the carbon chain can be linear or branched; Compounds with 3 carbon atoms in the branched carbon chain in particular are of particular importance. A typical preferred representative of these compounds is dimethyl di (acyloxyisopropyl) ammonium methosulfate.
- the fatty acids mentioned as component b) of the agents according to the invention are unsaturated or preferably saturated and contain 8 to 24 carbon atoms.
- a particularly preferred fatty acid because of its good properties and its low price is tallow fatty acid, especially hardened tallow fatty acid.
- the fatty acids suitable for the products according to the invention can also ent ent ethylene oxide and / or propylene oxide hold. Addition products of 2 to 20 moles of ethylene oxide and / or propylene oxide per mole of fatty acid are particularly suitable.
- a composition preferred in the sense of the present invention contains 2.5 to 12% by weight of the special quaternary ammonium compound with two 2-acyloxyalkyl groups and 0.5 to 5% by weight of fatty acid, with properties of particular interest being those compositions which have 8 to Contain 12% by weight of the quaternary ammonium compounds mentioned. Likewise preferred are more concentrated compositions with 15 to 25% by weight of the special quaternary ammonium compounds and 3 to 9% by weight of fatty acid.
- the laundry aftertreatment agents can additionally contain further constituents according to the teaching of the present invention.
- the products can additionally contain 0.5 to 10% by weight of dispersing and softening polyglycol ethers.
- Suitable polyglycol ethers are derived from ethylene oxide and have a molecular weight in the range from 200 to 8,000, preferably in the range from 200 to 1,000 and in particular in the range from 400 to 600.
- additives having a dispersing action are addition products of ethylene oxide and / or propylene oxide onto fatty alcohols , Fatty amines, fatty acid or sulfonic acid amides, polyethylene glycols or polypropylene glycols, epoxy glycols, alkylenediamine or aliphatic C1 to C8, preferably C3 to C6 alcohols.
- Etheramines of the formula R- (C2H4O) n -NR1 R2 are also suitable in the same way.
- R is an alkyl or alkenyl radical having 10 to 20 carbon atoms
- n is a number between 2 and 10
- R1 and R2 which may be the same or different, are -C2H4OH or their esters with C10- to C20-monocarboxylic acids or with Sulfosuccinic acid or alkali metal salts of these acids.
- the corresponding quaternary compounds of the aforementioned ether amines, in which the nitrogen atom forms a another alkyl group having 1 to 18 carbon atoms is attached to the positive charge, the positive charge being balanced by a negative charge which an anion, as a rule the chloride or methosulfate anion, bears.
- Imidazoline derivatives can also be used with advantage as emulsifiers.
- esters of fatty alcohols especially tallow alcohols with optionally hydroxyl-substituted monocarboxylic acids with 1 to 3 carbon atoms.
- high molecular weight polyglycol ethers whose molecular weight is in the range from about 10,000 to about 80,000 are also suitable in some compositions according to the invention.
- 2-benzylalkanol polyglycol ethers with 2 to 10 moles of ethylene oxide as additives, particularly when the underlying alcohol component is 2-benzyloctanol.
- Addition products of 2 to 10 moles of ethylene oxide with branched alcohols can in many cases be used successfully as additives.
- 1,4-Alkylglycosides and 2,2-alkylglycosides with alkyl radicals containing 10 to 20 carbon atoms are also suitable additives.
- Paraffin oil and monohydric and polyhydric alcohols for example ethanol, isopropyl alcohol, ethylene glycol, propylene glycol, glycerol and their esters with fatty acids, are also suitable.
- Products according to the invention have a particularly favorable viscosity behavior with a pH value in the undiluted state of about 1.0 to about 5.
- the products according to the invention can be given additional bleaching properties by adding bleaching, oxygen-containing compounds.
- additional bleaching properties for example, an addition of 2 to 5% by weight of hydrogen peroxide, based on the agent according to the invention, results in the use
- These agents have a clear bleaching effect in the rinsing bath, especially if the laundry has previously been washed with detergents without bleaching constituents.
- compositions according to the invention with 15 to 25% by weight of the special quaternary ammonium compounds can also contain further additives.
- the concentrates according to the invention can contain further customary textile-softening quaternary ammonium compounds.
- those with two long-chain, saturated or unsaturated aliphatic groups each with 14 to 26, in particular essentially 16 to 20, carbon atoms and at least one quaternary nitrogen atom in the molecule are particularly suitable.
- the long-chain aliphatic groups can be straight-chain or branched and can accordingly be derived from fatty acids or from fatty amines, Guerbetamines or from the alkylamines obtainable by reduction of nitroparaffins.
- quaternary ammonium compounds are derivatives of ammonia, that is to say the quaternary salts obtainable by alkylation of long-chain secondary amines, such as, for. B. the compounds distearyldimethylammonium chloride or ditalgalkyldimethylammonium chloride.
- the products according to the invention mentioned can contain organic solvents and nonionic dispersants.
- organic solvents that are miscible with water
- Polyols with ether bonds, such as. B. methyl, ethyl, butyl glycol or diethylene glycol or their acetic acid esters are suitable solvents.
- Organic solvents of the type mentioned are also frequently customary constituents of commercially available agents which contain textile-softening quaternary ammonium compounds.
- Suitable nonionic dispersants which may be present in the product according to the invention are primarily addition products of 4 to 40, preferably 4 to 20 moles of ethylene oxide and / or propylene oxide to 1 mole of an aliphatic C10-C20 alcohol or an alkylphenol, in which the alkyl radical has 8 to 18 carbon atoms, as well as fatty acids and alkylamines with 10 to 20 carbon atoms.
- the ethoxylation products of the fatty alcohols in particular coconut oil and tallow fatty alcohol and oleyl alcohol, and ethoxylation products of the oxo alcohols and secondary alcohols of the corresponding chain lengths are particularly preferred.
- nonionic surfactants are the water-soluble adducts of ethylene oxide with 20 to 250 ethylene glycol ether groups and 10 to 100 propylene glycol ether groups with polypropylene glycol or with alkylene diamine polypropylene glycol or with alkyl polypropylene glycols with 1 to 10 carbon atoms, in which the polypropylene glycol chain acts as a hydrophobic residue.
- An example of a suitable emulsifier is the adduct of 9.5 moles of ethylene oxide with nonylphenol. Liquid paraffin oil hydrocarbons are also suitable as emulsifiers.
- Other suitable emulsifiers are ether amines, fatty alcohol esters, benzyl alkanol polyglycol ethers.
- the density of the concentrate according to the invention can be raised.
- the agents according to the invention can also contain fragrances, dyes, foam inhibitors, brighteners, preservatives, viscosity regulators, antimicrobial active ingredients and organic or inorganic, non-surfactant, water-soluble acids for setting a specific pH and for dissolving incrustations.
- Another object of the present invention is a method for producing a laundry after-treatment agent described above.
- This process is characterized in that the quaternary ammonium compound with two 2-acyloxyalkyl groups, the fatty acids and, if appropriate, further constituents, provided they do not evaporate too easily, are heated to 50 to 90 ° C. with mixing, and the resulting melt is mixed with water from 60 to 70 ° C, which optionally contains auxiliaries and additives, mixed with vigorous stirring, the mixture cools and optionally adds fragrances and optionally further additives.
- This process is particularly suitable for the production of compositions with 2.5 to 12% by weight of the above-mentioned quaternary ammonium compounds and with 0.5 to 5% by weight of fatty acid.
- the products according to the invention thus obtained have excellent storage stability and good plasticizing properties.
- the agents are easily distributed in water and have the effect that the textiles treated therewith maintain good absorbency against water.
- a laundry treatment agent according to the invention having the following composition was prepared: 11% by weight quaternary ammonium compound 2% by weight hardened tallow fatty acid 2% by weight Stearylamine + 10 moles of ethylene oxide 0.27% by weight phosphoric acid 0.05% by weight MgCl2. 6H2O rest Water, fragrance, dye, preservative
- the quaternary ammonium compound was dimethyl di (oleoylisopropyl) ammonium methosulfate. A homogeneous, stable product with very good water dispersibility was obtained. A corresponding product without fatty acid was unstable.
- This product according to the invention was compared with a product of the prior art, which contained 11% by weight of dimethyldistearylammonium chloride and 2% by weight of fatty acid, with regard to the softening performance and the absorbency of the textiles treated with it.
- the softness was tested by treating previously washed textiles with 1.4 g of product per liter of treatment liquor, in total with 35 ml of product per 25 liter liquor, for 10 minutes, the laundry dried hanging and had the softness of the textiles assessed by 5 people trained in the assessment of textile softness.
- Each test textile was evaluated three times. The given mean values were formed from the 3 grades.
- the absorbency was determined according to the rise height method (DIN 53 924).
- Table 2 shows that the Krefeld control fabric treated with the agent according to the invention had a significantly better absorbency than the control fabric treated with the agent of the prior art.
- the absorbency is sufficient the tissue samples treated with the agent according to the invention almost approach the water value of the tissue treated only with water and is even 2 to 3 times higher in molton tissue than in the tissue treated according to the prior art. Especially in view of the superior softness of the agent according to the invention, this is an unexpected excellent result.
- the quaternary ammonium compound was dimethyl di (cocoacyl isopropyl) ammonium methosulfate.
- the product was a yellowish clear solution with a stable viscosity of 45 mPas and excellent water dispersibility.
- the pH was 3.1.
- This product was diluted to the same concentration of the active ingredients quaternary ammonium compound + fatty acid as in Example 1 for the treatment of textiles and tested in the same way for the softness and absorbency of the treated textiles. Very similar results were obtained.
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- 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)
- Detergent Compositions (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE3818061A DE3818061A1 (de) | 1988-05-27 | 1988-05-27 | Fluessiges, waessriges waeschenachbehandlungsmittel |
DE3818061 | 1988-05-27 |
Publications (1)
Publication Number | Publication Date |
---|---|
EP0346634A1 true EP0346634A1 (fr) | 1989-12-20 |
Family
ID=6355266
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP89108906A Withdrawn EP0346634A1 (fr) | 1988-05-27 | 1989-05-18 | Agent liquide aqueux pour le post-traitement du linge |
Country Status (4)
Country | Link |
---|---|
EP (1) | EP0346634A1 (fr) |
KR (1) | KR900701986A (fr) |
DE (1) | DE3818061A1 (fr) |
WO (1) | WO1989011522A2 (fr) |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0409502A2 (fr) * | 1989-07-17 | 1991-01-23 | Unilever Plc | Composition adoucissante de textile |
EP0507478A1 (fr) * | 1991-03-25 | 1992-10-07 | Unilever Plc | Composition adoucissante pour le linge |
EP0523922A2 (fr) * | 1991-07-15 | 1993-01-20 | Unilever Plc | Composition adoucissante pour textile |
US5703035A (en) * | 1994-02-23 | 1997-12-30 | Witco Surfactants Gmbh | Highly concentrated aqueous fabric softners having improved storage stability |
US6083899A (en) * | 1996-09-19 | 2000-07-04 | The Procter & Gamble Company | Fabric softeners having increased performance |
Families Citing this family (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB8914054D0 (en) * | 1989-06-19 | 1989-08-09 | Unilever Plc | Fabric softening composition |
ATE181956T1 (de) * | 1992-05-12 | 1999-07-15 | Procter & Gamble | Konzentrierte flüssige gewebeweichmacherzusammensetzungen mit biologisch abbaubaren gewebeweichmachern |
EP0687291B2 (fr) * | 1993-03-01 | 2005-08-24 | The Procter & Gamble Company | Compositions adoucissantes pour tissus concentrees et biodegradables a base d'ammonium quaternaire et composes contenant des chaines d'acide gras insature a indice d'iode intermediaire |
DE4313085A1 (de) * | 1993-04-21 | 1994-10-27 | Stockhausen Chem Fab Gmbh | Stabile wäßrige Dispersionen von quartären Ammoniumverbindungen und Imidazolin-Derivaten |
US5409619A (en) * | 1993-08-23 | 1995-04-25 | Reckitt & Colman Inc. | Ironing aid composition |
US6559117B1 (en) | 1993-12-13 | 2003-05-06 | The Procter & Gamble Company | Viscosity stable concentrated liquid fabric softener compositions |
ATE181569T1 (de) * | 1994-04-25 | 1999-07-15 | Procter & Gamble | Stabiles wässriges waschmittel mit verbesserten weichmachereigenschaften |
WO1995031524A2 (fr) * | 1994-05-18 | 1995-11-23 | The Procter & Gamble Company | Compositions d'assouplissant concentrees biodegradables |
US5474690A (en) * | 1994-11-14 | 1995-12-12 | The Procter & Gamble Company | Concentrated biodegradable quaternary ammonium fabric softener compositions containing intermediate iodine value fatty acid chains |
US6022845A (en) * | 1995-11-03 | 2000-02-08 | The Procter & Gamble Co. | Stable high perfume, low active fabric softener compositions |
GB0002877D0 (en) | 2000-02-08 | 2000-03-29 | Unilever Plc | Fabric conditioning composition |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2054337A5 (en) * | 1969-07-12 | 1971-04-16 | Basf Ag | Finishing agents for textiles |
EP0013780A1 (fr) * | 1979-01-11 | 1980-08-06 | THE PROCTER & GAMBLE COMPANY | Composition concentrée d'adoucissement pour tissus |
EP0122141A2 (fr) * | 1983-04-08 | 1984-10-17 | Unilever Plc | Compositions adoucissantes pour matières textiles |
EP0240727A2 (fr) * | 1986-03-12 | 1987-10-14 | Henkel Kommanditgesellschaft auf Aktien | Concentré pour adoucir les matières textiles |
-
1988
- 1988-05-27 DE DE3818061A patent/DE3818061A1/de not_active Withdrawn
-
1989
- 1989-05-18 WO PCT/EP1989/000541 patent/WO1989011522A2/fr unknown
- 1989-05-18 EP EP89108906A patent/EP0346634A1/fr not_active Withdrawn
- 1989-05-18 KR KR1019900700133A patent/KR900701986A/ko not_active Application Discontinuation
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2054337A5 (en) * | 1969-07-12 | 1971-04-16 | Basf Ag | Finishing agents for textiles |
EP0013780A1 (fr) * | 1979-01-11 | 1980-08-06 | THE PROCTER & GAMBLE COMPANY | Composition concentrée d'adoucissement pour tissus |
EP0122141A2 (fr) * | 1983-04-08 | 1984-10-17 | Unilever Plc | Compositions adoucissantes pour matières textiles |
EP0240727A2 (fr) * | 1986-03-12 | 1987-10-14 | Henkel Kommanditgesellschaft auf Aktien | Concentré pour adoucir les matières textiles |
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0409502A2 (fr) * | 1989-07-17 | 1991-01-23 | Unilever Plc | Composition adoucissante de textile |
EP0409502A3 (en) * | 1989-07-17 | 1991-11-13 | Unilever Plc | Fabric softening composition |
EP0507478A1 (fr) * | 1991-03-25 | 1992-10-07 | Unilever Plc | Composition adoucissante pour le linge |
EP0523922A2 (fr) * | 1991-07-15 | 1993-01-20 | Unilever Plc | Composition adoucissante pour textile |
EP0523922A3 (en) * | 1991-07-15 | 1993-06-09 | Unilever Plc | Fabric softening composition |
US5703035A (en) * | 1994-02-23 | 1997-12-30 | Witco Surfactants Gmbh | Highly concentrated aqueous fabric softners having improved storage stability |
US6083899A (en) * | 1996-09-19 | 2000-07-04 | The Procter & Gamble Company | Fabric softeners having increased performance |
Also Published As
Publication number | Publication date |
---|---|
WO1989011522A3 (fr) | 1989-12-14 |
DE3818061A1 (de) | 1989-12-07 |
KR900701986A (ko) | 1990-12-05 |
WO1989011522A2 (fr) | 1989-11-30 |
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