EP0343504A1 - Ethers de polyglycol supprimant la mousse pour des produits de nettoyage - Google Patents
Ethers de polyglycol supprimant la mousse pour des produits de nettoyage Download PDFInfo
- Publication number
- EP0343504A1 EP0343504A1 EP89108904A EP89108904A EP0343504A1 EP 0343504 A1 EP0343504 A1 EP 0343504A1 EP 89108904 A EP89108904 A EP 89108904A EP 89108904 A EP89108904 A EP 89108904A EP 0343504 A1 EP0343504 A1 EP 0343504A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- foam
- radical
- carbon atoms
- cleaning
- polyglycol ethers
- 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- Withdrawn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
- C11D1/66—Non-ionic compounds
- C11D1/825—Mixtures of compounds all of which are non-ionic
- C11D1/8255—Mixtures of compounds all of which are non-ionic containing a combination of compounds differently alcoxylised or with differently alkylated chains
-
- 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
- C11D1/721—End blocked ethers
-
- 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
- C11D3/0026—Low foaming or foam regulating compositions
Definitions
- the invention relates to the use of selected end group capped polyethylene glycol ethers as foam-suppressing additives in low-foam cleaning agents.
- the new auxiliaries of the invention should in particular also be suitable for cleaning foam processes which generate a lot of foam, for example machine dishwashing for household and commercial use, or e.g. to suppress unwanted foam formation during machine cleaning of bottles in the beverage industry.
- Cleaning agents intended for use in trade and industry in particular those for cleaning metal, glass and ceramic surfaces, generally contain substances which are able to counteract undesirable foam development.
- foam-suppressing additives is in most cases due to the fact that the contaminants detached from the substrates and accumulating in the cleaning baths act as foaming agents, for example in the dish washing of the foam formed from foods or in the bottle washing that caused by the detachment and the decomposition of labels by foam formed by caustic soda.
- anti-foam Means may also be necessary due to the fact that the cleaning agents themselves contain components that give rise to undesirable foam formation under the given working conditions.
- anionic surfactants widely used in cleaning agents.
- Addition products of alkylene oxides with organic compounds with reactive hydrogen atoms in the molecule have long been used as foam-suppressing additives.
- adducts of propylene oxide with aliphatic polyalcohols - see for example DE-PS 12 80 455 and DE-PS 16 21 592 - and with aliphatic polyamines - cf. for example DE-PS 12 89 597 and DE-PS 16 21 593 - as well as addition products of ethylene oxide and propylene oxide with aliphatic polyamines, especially ethylenediamine - cf. DE-PS 19 44 569 - proven in practice.
- these alkylene oxide addition products also have the alkali stability which is usually required for use in commercial and industrial cleaning agents.
- the compounds in this class are not sufficiently biodegradable to meet the applicable legal requirements.
- R1O- (CH2CH2O) n -R2 being in this formula R1 is a straight-chain or branched alkyl radical or alkenyl radical with 8 to 18 carbon atoms, R2 is an alkyl radical with 4 to 8 carbon atoms and n is a number from 7 to 12 mean.
- R 1 is a fatty alcohol radical having 12 to 18 carbon atoms and R 2 is the n-butyl radical, in which n stands for the number 10, has proven particularly useful in practice.
- the teaching of the present invention is based on the surprising finding that even more effective auxiliaries of the type concerned here can be obtained by slightly varying the structure of the last-mentioned end group-sealed fatty alcohol polyethylene glycol ethers.
- it is not only possible to set a general increase in activity while maintaining the physiological harmlessness and biodegradability of these foam-suppressing additives with the now described varied ethylene glycol ethers, in particular, improved working in the lower temperature range, for example in the area of the room temperature, is revealed or only slightly elevated temperatures.
- foam-suppressing additives are often to be carried out at low temperatures, for example in order to carry out an energy-saving pre-cleaning.
- Conventional, foam-suppressing additives are often characterized by the fact that they are very effective in combating foam in the temperature range of approximately 50 ° C. and above, but their use at temperatures of approximately 20 ° C. leads to comparatively weaker foam damping.
- the additives according to the invention described below develop particular effectiveness precisely at low temperatures and also exhibit this property when they are blended with structurally similar, known components.
- the invention accordingly relates to the use of polyethylene glycol ethers of the general formula (I) R1O- (CH2CH2O) n -R2 (I) in the R1 is a straight-chain or branched alkyl or alkenyl radical having 8 to 14 carbon atoms, R2 is an alkyl radical with 8 to 10 carbon atoms and n is a number from 2 to 8 mean, as foam-suppressing additives for low-foam cleaning agents.
- R2 C8-alkyl radical, the numerical value from 2 to 6 applies to n.
- the preferred compounds of general formula (I) contain a radical R1 of the type specified with 8 to 10 carbon atoms.
- the preferred radical R2 in the compounds according to the invention is the decyl radical, in particular the n-decyl radical.
- the preferred values for n in the general formula (I) are 2 to 6 and in particular 4 to 6.
- the carbon number of this residue is compared to that The above-described residues increased, and is at least 8 carbon atoms.
- the end group-capped fatty alcohol polyglycol ethers of the formula (I) are prepared in accordance with the specifications of DE-OS 33 15 951.
- the fatty alcohols of higher carbon number described above are advantageously reacted with ethylene oxide in a molar ratio of 1: 2 to 1: 8 and then etherified the hydroxyl groups present in the reaction product obtained.
- the reaction with ethylene oxide takes place under the known alkoxylation conditions, preferably in the presence of suitable alkaline catalysts.
- the etherification of the free hydroxyl groups is preferably carried out under the known conditions of Williamson's ether synthesis with straight-chain or branched C8 to C10 alkyl halides.
- n-decyl radical for the radical R2 from the general formula (I) is of particular importance in the course of the inventive action.
- examples of such a final etherification are accordingly n-decyl halides, such as n-decyl iodide.
- the invention is not restricted to this; further examples are n-octyl chloride, 2-ethylhexyl chloride, n-nonyl chloride, i-nonyl chloride and n-decyl chloride.
- alkyl halide and alkali in a stoichiometric excess, for example from 10 to 50%, over the hydroxyl groups to be etherified.
- polyglycol ethers of the formula (I) are used in which n denotes a number from 4 to 6.
- the end group-capped polyglycol ethers of the formula (I) to be used according to the invention are in an important Aus imple mentation form in admixture with structurally identical polyethylene glycol ethers, in which, however, the radical R 1 is a straight-chain or branched alkyl or alkenyl radical having 8 to 18 carbon atoms and n is a number from 7 to 12, and preferably from 8 to 10.
- the invention thus provides to blend the polyglycol ethers described here with the foam-suppressing additives from DE-OS 33 15 951.
- Mixing ratios of the two types in the range from 10 to 90 to 90 to 10% by weight, in particular in weight ratios from 60 to 40 to 40 to 60% by weight, are suitable for this embodiment.
- One area of application for such mixtures is, for example, machine bottle cleaners or cleaning agents for the dairy industry.
- end group-capped polyglycol ethers of the formula (I) which are now to be used according to the invention are also notable for high alkali and acid stability. Their foam-preventing effect in alkaline and neutral cleaning liquors is strengthened in the specified sense, moreover they also meet the legal requirements for biodegradability.
- Another area of application for the end group-capped polyglycol units of the formula (I) are, for example, liquid or powder detergents for automatic dishwashing for household and commercial use.
- the use of these substances in powder cleaners has the additional effect that these substances act as anti-caking agents ("anticaking agents") in such a way that on the one hand they prevent the powder grains from sticking together when the powder products are stored and thus maintain good flowability of the powders and on the other hand can bind the dust that forms as abrasion when moving the powder.
- the end group-capped polyglycol ethers of the formula (I) are sprayed in a controlled manner onto the dry, moving and therefore well-mixed solid granulate constituents, which consist of builders, alkali metal carbonates and silicates. Lödige and Eirich mixers can be used as granulators.
- the cleaning agents in which the end group-capped polyglycol ethers of the invention are used can contain the constituents customary in such agents, such as wetting agents, builders and complexing agents, alkalis or acids, corrosion inhibitors and optionally also organic solvents.
- Non-ionic surface-active compounds such as polyglycol ethers which are obtained by adding ethylene oxide to alcohols, in particular fatty alcohols, alkylphenols, fatty amines and carboxamides, and anionic surfactants such as alkali metal, amine and alkylolamine salts of fatty acids, alkylsulfonic acids, alkylsulfonic acids and alkylbenzenesulfonic acids are considered as wetting agents.
- the builders can include alkali metal orthophosphates, polymer phosphates, silicates, borates, carbonates, polyacrylates and gluconates, as well as citric acid, nitrilotriacetic acid, ethylenediaminetetraacetic acid, 2-hydroxyalkane-1,1-diphosphonic acid and ethylenediphosphonic acid, Contain phosphonoalkane polycarboxylic acids such as phosphonobutane tricarboxylic acid and alkali metal salts of these acids.
- Highly alkaline cleaning agents in particular those for bottle cleaning, contain considerable mega caustic alkali in the form of sodium and / or potassium hydroxide. If special cleaning effects are desired, the cleaning agents can be organic solvents, for example alcohols, gasoline fractions and chlorinated hydrocarbons and free alkylolamines.
- cleaning agents are once understood to mean the aqueous solutions intended for direct application to the substrate to be cleaned, but the term cleaning agents also includes the concentrates and solid mixtures intended for the preparation of the application solutions.
- the ready-to-use solutions can be acidic to strongly alkaline; they are generally used at temperatures of around 20 to 90 ° C.
- test foamer a 1% aqueous solution of the triethernolamine salt of tetrapropylene benzene sulfonate
- test foamer 1 ml of a 1% aqueous solution of the triethernolamine salt of tetrapropylene benzene sulfonate
- the volume formed which is formed by liquid and foam, is determined.
- further test foamers are then metered in in portions of 1 ml and the volume of liquid and foam formed after 30 sec is determined. This gradual cycle of metering the test foam and volume determination after 30 sec until the surfactant solution in the measuring cylinder is foamed to 2,000 ml.
- the end group-sealed polyglycol ethers to be used according to the invention give effective effects even in low concentrations. They are preferably added to the cleaning agents in amounts such that their concentration in the ready-to-use solutions is approximately in the range from 50 to 500 ppm.
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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)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE3818014A DE3818014A1 (de) | 1988-05-27 | 1988-05-27 | Schaumdrueckende alkylpolyglykolether fuer reinigungsmittel (ii) |
DE3818014 | 1988-05-27 |
Publications (1)
Publication Number | Publication Date |
---|---|
EP0343504A1 true EP0343504A1 (fr) | 1989-11-29 |
Family
ID=6355234
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP89905675A Withdrawn EP0415970A1 (fr) | 1988-05-27 | 1989-05-18 | Ethers d'alkyle polyglycol antimousse pour detergents (ii) |
EP89108904A Withdrawn EP0343504A1 (fr) | 1988-05-27 | 1989-05-18 | Ethers de polyglycol supprimant la mousse pour des produits de nettoyage |
Family Applications Before (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP89905675A Withdrawn EP0415970A1 (fr) | 1988-05-27 | 1989-05-18 | Ethers d'alkyle polyglycol antimousse pour detergents (ii) |
Country Status (5)
Country | Link |
---|---|
EP (2) | EP0415970A1 (fr) |
JP (1) | JPH03504612A (fr) |
DE (1) | DE3818014A1 (fr) |
WO (1) | WO1989011524A1 (fr) |
ZA (1) | ZA894026B (fr) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1991009925A2 (fr) * | 1989-12-22 | 1991-07-11 | Henkel Kommanditgesellschaft Auf Aktien | Utilisation d'une combinaison de tensio-actifs non ioniques |
WO2000050551A1 (fr) * | 1999-02-22 | 2000-08-31 | The Procter & Gamble Company | Compositions detergentes pour lave-vaisselle comportant des surfactants non ioniques selectionnes |
US7012052B1 (en) | 1999-02-22 | 2006-03-14 | The Procter & Gamble Company | Automatic dishwashing compositions comprising selected nonionic surfactants |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3928602A1 (de) * | 1989-08-30 | 1991-03-07 | Henkel Kgaa | Alkalistabile und stark alkalisch formulierbare antischaummittel fuer die gewerbliche reinigung, insbesondere fuer die flaschen- und cip-reinigung |
CN103764611B (zh) | 2011-08-17 | 2016-01-20 | 陶氏环球技术有限责任公司 | 生物可再生及生物可降解表面活性剂 |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1012821A (en) * | 1962-02-06 | 1965-12-08 | Rohm & Haas | Polyethenoxy ethers |
US3684723A (en) * | 1964-04-21 | 1972-08-15 | Lever Brothers Ltd | Detergent composition |
GB1445716A (en) * | 1973-04-24 | 1976-08-11 | Diversey Ltd | Cleaning compositions |
EP0124815A2 (fr) * | 1983-05-02 | 1984-11-14 | Henkel Kommanditgesellschaft auf Aktien | Utilisation d'éthers de polyglycol comme additifs supprimant la mousse dans des agents de nettoyage peu écumants |
-
1988
- 1988-05-27 DE DE3818014A patent/DE3818014A1/de not_active Withdrawn
-
1989
- 1989-05-18 JP JP1505476A patent/JPH03504612A/ja active Pending
- 1989-05-18 EP EP89905675A patent/EP0415970A1/fr not_active Withdrawn
- 1989-05-18 WO PCT/EP1989/000543 patent/WO1989011524A1/fr not_active Application Discontinuation
- 1989-05-18 EP EP89108904A patent/EP0343504A1/fr not_active Withdrawn
- 1989-05-26 ZA ZA894026A patent/ZA894026B/xx unknown
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1012821A (en) * | 1962-02-06 | 1965-12-08 | Rohm & Haas | Polyethenoxy ethers |
US3684723A (en) * | 1964-04-21 | 1972-08-15 | Lever Brothers Ltd | Detergent composition |
GB1445716A (en) * | 1973-04-24 | 1976-08-11 | Diversey Ltd | Cleaning compositions |
EP0124815A2 (fr) * | 1983-05-02 | 1984-11-14 | Henkel Kommanditgesellschaft auf Aktien | Utilisation d'éthers de polyglycol comme additifs supprimant la mousse dans des agents de nettoyage peu écumants |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1991009925A2 (fr) * | 1989-12-22 | 1991-07-11 | Henkel Kommanditgesellschaft Auf Aktien | Utilisation d'une combinaison de tensio-actifs non ioniques |
WO1991009925A3 (fr) * | 1989-12-22 | 1992-01-09 | Henkel Kgaa | Utilisation d'une combinaison de tensio-actifs non ioniques |
TR25486A (tr) * | 1989-12-22 | 1993-05-01 | Henkel Kgaa | Iyonik olmayan tensidlerden olusan bir kombinas- yonun kullanilmasi |
WO2000050551A1 (fr) * | 1999-02-22 | 2000-08-31 | The Procter & Gamble Company | Compositions detergentes pour lave-vaisselle comportant des surfactants non ioniques selectionnes |
US7012052B1 (en) | 1999-02-22 | 2006-03-14 | The Procter & Gamble Company | Automatic dishwashing compositions comprising selected nonionic surfactants |
Also Published As
Publication number | Publication date |
---|---|
WO1989011524A1 (fr) | 1989-11-30 |
DE3818014A1 (de) | 1989-11-30 |
ZA894026B (en) | 1990-01-31 |
EP0415970A1 (fr) | 1991-03-13 |
JPH03504612A (ja) | 1991-10-09 |
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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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AK | Designated contracting states |
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17P | Request for examination filed |
Effective date: 19900321 |
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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: 19920127 |