EP0876459B9 - Klarspülmittel mit kationischen polymeren - Google Patents
Klarspülmittel mit kationischen polymeren Download PDFInfo
- Publication number
- EP0876459B9 EP0876459B9 EP19960929315 EP96929315A EP0876459B9 EP 0876459 B9 EP0876459 B9 EP 0876459B9 EP 19960929315 EP19960929315 EP 19960929315 EP 96929315 A EP96929315 A EP 96929315A EP 0876459 B9 EP0876459 B9 EP 0876459B9
- Authority
- EP
- European Patent Office
- Prior art keywords
- alkyl
- carbon atoms
- formula
- weight
- group
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/37—Polymers
- C11D3/3746—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- C11D3/3769—(Co)polymerised monomers containing nitrogen, e.g. carbonamides, nitriles or amines
- C11D3/3773—(Co)polymerised monomers containing nitrogen, e.g. carbonamides, nitriles or amines in liquid compositions
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/20—Organic compounds containing oxygen
- C11D3/2075—Carboxylic acids-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
- 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
- C11D3/222—Natural or synthetic polysaccharides, e.g. cellulose, starch, gum, alginic acid or cyclodextrin
- C11D3/227—Natural or synthetic polysaccharides, e.g. cellulose, starch, gum, alginic acid or cyclodextrin with nitrogen-containing groups
-
- 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
- C11D3/37—Polymers
- C11D3/3746—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- C11D3/3769—(Co)polymerised monomers containing nitrogen, e.g. carbonamides, nitriles or amines
-
- 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
- C11D3/37—Polymers
- C11D3/3746—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- C11D3/3769—(Co)polymerised monomers containing nitrogen, e.g. carbonamides, nitriles or amines
- C11D3/3776—Heterocyclic compounds, e.g. lactam
Definitions
- the invention relates to the use of cationic polymers as soil release compounds in rinse aid for dishwashers.
- rinse aids for dishwashers are mixtures of low-foaming fatty alcohol polyethylene / polypropylene glycol ether, solubilizers (for example cumene sulfonate), organic acids (for example citric acid) and solvents (for example ethanol).
- solubilizers for example cumene sulfonate
- organic acids for example citric acid
- solvents for example ethanol
- EP-A-0 167 382 describes liquid detergent compositions which can contain cationic polymers as thickeners.
- cationic polymers become hydroxypropyltrimethylammonium guar; copolymers of aminoethyl methacrylate and acrylamide and copolymers of dimethyldiallylammonium chloride and acrylamide.
- EP-A-0 342 997 describes all-purpose cleaners, the cationic polymers may contain, in particular polymers with imino groups are used.
- DE-OS-26 16 404 describes cleaning agents for glass, the cationic Contain cellulose derivatives.
- the addition of the cationic cellulose derivatives in the agents better drainage of the water to get streak-free cleaned glass.
- Cleaning agents for hard surfaces contain cationic homo- and / or copolymers as so-called soil-release polymers. These polymers have quaternized ammonium alkyl methacrylate groups as monomer units. These compounds are used to make the surfaces like this equip that the next time cleaning the dirt is easier let peel off.
- the object of the present invention is to provide a rinse aid by means of which Use heavily adhering soiling in subsequent cleaning processes such as oat flakes and other starch deposits can be easily removed from the dishes.
- Suitable anions in formula I are, for example, halide ions, such as chloride or bromide, SO 4 2- or CH 3 SO 4 - .
- the preferred polymers can be the monomer units with the formula I in one Contain from 40 mol% to 100 mol%.
- the proportion of monomer units with of the formula I should preferably not fall below 40 mol%, since otherwise the polymers do not have sufficient water solubility.
- Unsaturated monocarboxylic acids such as acrylic acid, methacrylic acid, Crotonic acid and the like, olefins such as ethylene, propylene and butene, alkyl esters of unsaturated carboxylic acids such as methyl acrylate, ethyl acrylate, methyl methacrylate, their Hydroxy derivatives such as 2-hydroxy-ethyl methacrylate, unsaturated aromatic compounds such as styrene, methyl styrene, vinyl styrene and heterocyclic compounds such as Vinyl pyrrolidone can be used.
- Preferred comonomers are acrylic acid, Methacrylic acid and vinyl pyrrolidone used.
- the cationic polymers described above can be used in amounts from 0.1% by weight to 30% % By weight, based on the rinse aid, are used.
- Water-soluble homopolymers or copolymers are preferably used as cationic polymers Monomer units with the above formula I used.
- organic carboxylic acids are aliphatic hydroxy di and tricarboxylic acids such as malic acid (monohydroxysuccinic acid), tartaric acid (dihydroxysuccinic acid); saturated aliphatic dicarboxylic acids, such as oxalic acid, malonic acid, succinic acid, glutaric acid, Adipic acid, gluconic acid (hexane-pentahydroxy-1-carboxylic acid), but preferably anhydrous citric acid.
- the carboxylic acids are preferably used in amounts from about 1 to 20% by weight.
- the surfactant base of the rinse aid is preferably formed by nonionic surfactants, which can preferably be contained in an amount of 2 to 20% by weight.
- the nonionic surfactants are preferably selected from the group of mixed ethers of the formula III, wherein R 10 for a linear or branched, aliphatic alkyl and / or alkenyl radical with 8 to 14 carbon atoms, R 11 for a linear or branched alkyl radical with 1 to 4 carbon atoms or a benzyl radical, a for 0 or numbers from 1 to 2 and b represents numbers from 5 to 15, the fatty alcohol polypropylene glycol / polyethylene glycol ether of the formula IV, wherein R 12 is a linear or branched, aliphatic alkyl and / or alkenyl radical having 8 to 16 carbon atoms, c is 0 or numbers from 1 to 3 and d is numbers from 1 to 5, and the alkyl polyglycosides of the formula V, R 13 O- [
- Mixed ethers of the formula II are to be understood as meaning known end group-capped fatty alcohol polyglycol ethers which can be obtained by the relevant methods of preparative organic chemistry.
- Fatty alcohol polyglycol ethers are preferably reacted in the presence of bases with alkyl halides, in particular butyl or benzyl chloride.
- Typical examples are mixed ethers of the formula (I) in which R 10 represents an industrial, C 12/14 cocoalkyl radical, a represents 0, b represents 5 to 10 and R11 represents a butyl group (Dehypon® LS-54 or LS- 104, Henkel KGaA).
- the use of mixed ethers capped with butyl or benzyl groups is particularly preferred for technical reasons.
- the fatty alcohol polypropylene / polyethylene glycol ether with the formula III are known nonionic surfactants which are obtained by adding initially propylene oxide and then ethylene oxide or exclusively ethylene oxide to fatty alcohols.
- Typical examples are polyglycol ethers of the formula IV in which R 12 represents an alkyl radical having 12 to 18 carbon atoms, c represents 0 or 1 and d represents numbers from 2 to 5. (Dehydol® LS-2, LS-4, LS-5, from Henkel KGaA, Düsseldorf / FRG).
- the fatty alcohols are preferably only ethoxylated, ie c is zero.
- Alkyl polyglycosides with the formula IV are known substances that according to the relevant Preparative organic chemistry processes can be obtained. Representative of the extensive literature on EP-A-0 301 298 and WO 90/3977.
- the alkyl polyglycosides can be derived from aldoses or ketoses with 5 or 6 carbon atoms, preferably glucose.
- the preferred alkyl polyglycosides are thus alkyl polyglucosides.
- Alkyl polyglycosides with an average degree of oligomerization p of 1.1 to 3.0 are preferably used. From an application point of view, those alkyl polyglycosides are preferred whose degree of oligomerization is less than 1.7 and in particular between 1.2 and 1.6.
- Solubilizers e.g. Cumene sulfonate, as well as color and Fragrances in question, being in the agents according to the invention in a preferred embodiment solution brokers are dispensed with.
- the mixture was heated to 70 ° C. and left at this temperature for 30 minutes. Subsequently was allowed to react for a further hour at 80 ° C.
- the cleaning performance was then rated on a scale from 0 to 10, 0 means no cleaning and 10 means complete cleaning.
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Health & Medical Sciences (AREA)
- Emergency Medicine (AREA)
- Molecular Biology (AREA)
- Detergent Compositions (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
- Polyethers (AREA)
- Epoxy Compounds (AREA)
- Polyamides (AREA)
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19532542 | 1995-09-04 | ||
DE19532542A DE19532542B4 (de) | 1995-09-04 | 1995-09-04 | Klarspülmittel mit kationischen Polymeren |
PCT/EP1996/003724 WO1997009408A1 (de) | 1995-09-04 | 1996-08-23 | Klarspülmittel mit kationischen polymeren |
Publications (3)
Publication Number | Publication Date |
---|---|
EP0876459A1 EP0876459A1 (de) | 1998-11-11 |
EP0876459B1 EP0876459B1 (de) | 2001-07-04 |
EP0876459B9 true EP0876459B9 (de) | 2004-07-28 |
Family
ID=7771176
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP19960929315 Expired - Lifetime EP0876459B9 (de) | 1995-09-04 | 1996-08-23 | Klarspülmittel mit kationischen polymeren |
Country Status (6)
Country | Link |
---|---|
US (1) | US6025314A (es) |
EP (1) | EP0876459B9 (es) |
AT (1) | ATE202797T1 (es) |
DE (2) | DE19532542B4 (es) |
ES (1) | ES2160253T3 (es) |
WO (1) | WO1997009408A1 (es) |
Families Citing this family (27)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1999005248A1 (en) * | 1997-07-23 | 1999-02-04 | Unilever Plc | Automatic dishwashing compositions containing water soluble cationic or amphoteric polymers |
US5981456A (en) * | 1997-07-23 | 1999-11-09 | Lever Brothers Company | Automatic dishwashing compositions containing water soluble cationic or amphoteric polymers |
EP1078032A1 (en) * | 1998-05-11 | 2001-02-28 | Unilever Plc | Machine dishwashing compositions and rinse aid compositions |
EP1063281A3 (en) * | 1999-06-25 | 2004-01-21 | JohnsonDiversey, Inc. | Rinse aid composition and method for using the same |
GB0009029D0 (en) | 2000-04-12 | 2000-05-31 | Unilever Plc | Laundry wash compositions |
GB0009877D0 (en) * | 2000-04-20 | 2000-06-07 | Unilever Plc | Granular detergent component and process for its preparation |
DE10032611A1 (de) † | 2000-07-07 | 2002-01-24 | Henkel Kgaa | Maschinengeschirrspülmittel mit Zusatznutzen |
US6326343B1 (en) * | 2000-09-08 | 2001-12-04 | Unilever Home & Personal Care Usa, Division Of Conopco, Inc. | Three-in-one composition for dishwashing machines |
WO2002031095A1 (en) * | 2000-10-10 | 2002-04-18 | Johnsondiversey, Inc. | A detergent composition and method for warewashing |
US6786223B2 (en) * | 2001-10-11 | 2004-09-07 | S. C. Johnson & Son, Inc. | Hard surface cleaners which provide improved fragrance retention properties to hard surfaces |
US6701940B2 (en) * | 2001-10-11 | 2004-03-09 | S. C. Johnson & Son, Inc. | Hard surface cleaners containing ethylene oxide/propylene oxide block copolymer surfactants |
DE10342631B4 (de) * | 2003-09-15 | 2006-04-13 | Henkel Kgaa | Maschinelle Geschirrspülmittel mit spezieller Polymermischung |
DE10342632A1 (de) * | 2003-09-15 | 2005-04-07 | Henkel Kgaa | Maschinelle Geschirrspülmittel mit speziellen Polymeren |
US7580523B2 (en) * | 2004-01-16 | 2009-08-25 | The Directv Group, Inc. | Distribution of video content using client to host pairing of integrated receivers/decoders |
DE102004015401A1 (de) * | 2004-03-26 | 2005-10-20 | Henkel Kgaa | Maschinelles Geschirrspülmittel |
DE102005025041A1 (de) * | 2005-05-30 | 2006-12-07 | Bell Flavors & Fragrances Duft Und Aroma Gmbh | Mittel zur Anwendung in Spülmaschinen sowie Vorrichtung für dessen dosierte Einbringung während der Spül- und Trocknungsphasen |
GT200600375A (es) | 2005-08-17 | 2007-03-14 | Composición limpiadora ácida que contiene un polímero de hidrofilización | |
DE102005060431A1 (de) * | 2005-12-15 | 2007-06-21 | Henkel Kgaa | Maschinelles Geschirrspülmittel |
US9629361B2 (en) | 2006-02-09 | 2017-04-25 | Gojo Industries, Inc. | Composition and method for pre-surgical skin disinfection |
US8119115B2 (en) * | 2006-02-09 | 2012-02-21 | Gojo Industries, Inc. | Antiviral method |
US8450378B2 (en) * | 2006-02-09 | 2013-05-28 | Gojo Industries, Inc. | Antiviral method |
US20070185216A1 (en) * | 2006-02-09 | 2007-08-09 | Marcia Snyder | Antiviral method |
EP2014757A1 (en) * | 2007-07-05 | 2009-01-14 | JohnsonDiversey, Inc. | Rinse aid |
JP2012510342A (ja) | 2008-12-02 | 2012-05-10 | ディバーシー・インコーポレーテッド | カチオン性澱粉を含有する器物洗浄システム |
AU2009322572B2 (en) | 2008-12-02 | 2014-07-17 | Diversey, Inc. | Cleaning of a cooking device or appliance with a composition comprising a built-in rinse aid |
UA109772C2 (uk) * | 2009-07-02 | 2015-10-12 | Агент для підвищення гідрофільності ґрунту і способи його застосування | |
JP2013542279A (ja) * | 2010-10-01 | 2013-11-21 | ロディア オペレーションズ | 硬質表面用洗浄組成物 |
Family Cites Families (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1553201A (en) * | 1975-04-18 | 1979-09-26 | Colgate Palmolive Co | Method of cleaning glass or glazed articles |
FI823446L (fi) * | 1981-10-16 | 1983-04-17 | Unilever Nv | Foerbaettrad komposition foer maskinell diskning och skoeljning |
US4454060A (en) * | 1983-06-09 | 1984-06-12 | Colgate-Palmolive Company | Liquid detergent composition with a cationic foam stabilizing copolymer containing pendant quaternary nitrogen groups and pendant hydrophobic groups |
GB8416884D0 (en) * | 1984-07-03 | 1984-08-08 | Procter & Gamble | Liquid cleansing composition |
DE3723826A1 (de) * | 1987-07-18 | 1989-01-26 | Henkel Kgaa | Verfahren zur herstellung von alkylglykosiden |
GB8811953D0 (en) * | 1988-05-20 | 1988-06-22 | Unilever Plc | General-purpose cleaning compositions |
DE3833780A1 (de) * | 1988-10-05 | 1990-04-12 | Henkel Kgaa | Verfahren zur direkten herstellung von alkylglykosiden |
US5576425A (en) * | 1988-10-05 | 1996-11-19 | Henkel Kommanditgesellschaft Auf Aktien | Process for the direct production of alkyl glycosides |
EP0467472A3 (en) * | 1990-07-16 | 1993-06-02 | Colgate-Palmolive Company | Hard surface liquid cleaning composition with anti-soiling polymer |
DE4131898A1 (de) * | 1991-09-25 | 1993-04-01 | Henkel Kgaa | Zubereitungen zur haarbehandlung |
DE69320082T2 (de) * | 1992-03-10 | 1999-05-06 | Rohm & Haas | Verwendung von wasserlöslichen Polymeren in Reinigungsmittelzusammensetzungen und für solche Anwendungen geeignete wasserlösliche Polymere |
DE4301459A1 (de) * | 1993-01-20 | 1994-07-21 | Huels Chemische Werke Ag | Wäßriges Weichspülmittel für die Behandlung von Textilien |
JPH06288871A (ja) * | 1993-03-31 | 1994-10-18 | Hino Motors Ltd | 同期撮影装置 |
DE4318171A1 (de) * | 1993-06-01 | 1994-12-08 | Henkel Kgaa | Wäßrige tensidische Zubereitungen |
-
1995
- 1995-09-04 DE DE19532542A patent/DE19532542B4/de not_active Expired - Fee Related
-
1996
- 1996-08-23 ES ES96929315T patent/ES2160253T3/es not_active Expired - Lifetime
- 1996-08-23 AT AT96929315T patent/ATE202797T1/de not_active IP Right Cessation
- 1996-08-23 EP EP19960929315 patent/EP0876459B9/de not_active Expired - Lifetime
- 1996-08-23 WO PCT/EP1996/003724 patent/WO1997009408A1/de active IP Right Grant
- 1996-08-23 US US09/029,776 patent/US6025314A/en not_active Expired - Lifetime
- 1996-08-23 DE DE59607240T patent/DE59607240D1/de not_active Expired - Lifetime
Also Published As
Publication number | Publication date |
---|---|
DE19532542B4 (de) | 2008-12-18 |
DE59607240D1 (de) | 2001-08-09 |
ES2160253T3 (es) | 2001-11-01 |
US6025314A (en) | 2000-02-15 |
EP0876459B1 (de) | 2001-07-04 |
WO1997009408A1 (de) | 1997-03-13 |
EP0876459A1 (de) | 1998-11-11 |
ATE202797T1 (de) | 2001-07-15 |
DE19532542A1 (de) | 1997-03-06 |
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