EP0248197A2 - Utilisation d'éthers polyglycoliques contenant des groupes amine comme additifs antimousse dans des détergents peu moussants - Google Patents
Utilisation d'éthers polyglycoliques contenant des groupes amine comme additifs antimousse dans des détergents peu moussants Download PDFInfo
- Publication number
- EP0248197A2 EP0248197A2 EP87106037A EP87106037A EP0248197A2 EP 0248197 A2 EP0248197 A2 EP 0248197A2 EP 87106037 A EP87106037 A EP 87106037A EP 87106037 A EP87106037 A EP 87106037A EP 0248197 A2 EP0248197 A2 EP 0248197A2
- Authority
- EP
- European Patent Office
- Prior art keywords
- foam
- carbon atoms
- cleaning
- pbw
- alkyl radical
- 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- Withdrawn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
- C11D1/42—Amino alcohols or amino ethers
- C11D1/44—Ethers of polyoxyalkylenes with amino alcohols; Condensation products of epoxyalkanes with 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
- C11D3/0005—Other compounding ingredients characterised by their effect
- C11D3/0026—Low foaming or foam regulating compositions
Definitions
- the invention relates to the use of aminoalkyl-containing hydroxyalkyl polyethylene glycol ethers as foam-suppressing additives in low-foam cleaning agents.
- Aqueous cleaning agents intended for use in trade and industry, in particular those for cleaning metal, glass and ceramic and plastic surfaces, as a rule contain substances which are able to counteract undesirable foam development.
- foam-suppressing additives is due to the fact that the contaminants detached from the substrates and accumulating in the cleaning baths act as foaming agents.
- anti-foaming agents may also be necessary due to the fact that the cleaning agents themselves contain constituents which give rise to undesirable foaming under the given working conditions, for example anionic surfactants or nonionic surfactants foaming at working temperature.
- Suitable alkyl radicals are, for example, methyl, propyl, i-propyl, butyl, i-butyl, amyl, i-amyl and hexyl radicals.
- Preferred diamines are dipropylamine, diisopropylamine, dibutylamine, and diisobutylamine.
- the mono- or dialkylamines are reacted in a known manner with ethylene oxide in a molar ratio of 1: 3 to 1:20, based on the number of reactive hydrogen atoms.
- the ethoxylated mono- or dialkylamines are reacted, preferably in the presence of suitable alkaline catalysts, with epoxides of chain length C8 - C20.
- suitable alkaline catalysts Both 1,2-epoxides and compounds with an internal epoxy group are suitable.
- 1,2-epoxides of chain length C10-C16 have proven to be particularly suitable. Mixtures of epoxides of different chain lengths are also suitable.
- the molar ratio of ethoxylated monoamine to epoxy is approximately 1: 2
- the molar ratio of ethoxylated diamine to epoxy is approximately 1: 1.
- the addition of alkaline catalyst is 0.1 to 1 % By weight, based on the amount of epoxy used.
- the reaction is carried out by heating to temperatures of 140 to 180 ° C., preferably 150 to 170 ° C., for several hours.
- the degree of conversion can easily be determined by determining the epoxy content of the mixture. In general, heating at 150 to 170 ° C. for 1 to 3 hours is sufficient.
- R 1 and R 2 represent an n-propyl or n-butyl radical.
- the compounds of the formula I can be used on their own or in combination with other foam inhibitors, in particular with polyethylene glycol ethers, such as those obtained by adding 4 to 20 parts by weight of ethylene oxide to 1 part by weight of polyglycerol with a hydroxyl number in the range from 900 to 1200 and subsequent etherification of the free Hydroxyl groups with alkyl halides with 4 to 8 carbon atoms are available and are described in DE-PS 33 15 952 (D 6562).
- polyethylene glycol ethers such as those obtained by adding 4 to 20 parts by weight of ethylene oxide to 1 part by weight of polyglycerol with a hydroxyl number in the range from 900 to 1200 and subsequent etherification of the free Hydroxyl groups with alkyl halides with 4 to 8 carbon atoms are available and are described in DE-PS 33 15 952 (D 6562).
- the compounds to be used according to the invention are liquid at room temperature. They are characterized by a high alkali and acid stability and a very effective foam inhibition in weakly acidic to strongly alkaline cleaning solutions.
- the cleaning agents in which the compounds of the formula I are used according to the invention can contain the constituents customary in such agents, such as wetting agents, builders and complexing agents, alkalis or acids, corrosion inhibitors and, if appropriate, also antimicrobial active substances and / or organic solvents.
- Non-ionic surface-active substances such as polyglycol ethers, which are obtained by addition of 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, come as wetting agents Consider.
- the builders can include alkali metal orthophosphates, polymer phosphates, silicates, borates, carbonates, polyacrylates and gluconates as well as citric acid, nitriloacetic acid, ethylenediaminetetraacetic acid, 1-hydroxyalkane-1,1-diphosphonic acid, aminephosphonic acids, amine and ethylenediaminetetra- (methylenephosphonic acid), phosphonoalkane polycarboxylic acids such as e.g. B. contain phosphonobutane tricarboxylic acid and alkali metal salts of these acids.
- Highly alkaline cleaning agents especially those for bottle cleaning, contain considerable amounts of caustic alkali in the form of sodium and potassium hydroxide. If special cleaning effects are desired, the cleaning agents can contain 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 substrates to be cleaned.
- cleaning agents also includes those for the production of Application solutions certain concentrates and solid mixtures.
- the ready-to-use solutions can be slightly acidic to strongly alkaline.
- the compounds of the formula I to be used according to the invention are added to the cleaning agents in amounts such that their concentration in the ready-to-use solutions is 10 to 2500 ppm, preferably 50 to 500 ppm.
- hydroxyalkyl polyglycol dialkylaminoethers listed in Table I were prepared in the same way as in Examples 2 to 12.
- EO stands for attached ethylene oxide groups.
- test solutions which contained 1% by weight sodium hydroxide and 0.03% by weight (300 ppm) defoamer. These solutions were added in the course of the tests in increments of 100 ppm increasing amounts of triethanolamine tetrapropylene benzene sulfonate as a test foam.
- a stable, stable mixture of active substances of the following composition was obtained by mechanical mixing of the components: 80 pbw sodium tripolyphosphate 20 GT product according to Example 6
- Beer bottles were cleaned at 85 ° C in a bottle cleaning system with three lye zones and an hourly output of 80,000 bottles.
- the beer bottles were labeled with paper labels using casein glue, which would otherwise cause excessive foaming in the immersion baths. If 1.5% by weight sodium hydroxide solution containing 0.15% by weight of the active substance mixture described above was used as the cleaning solution, the system could be operated without disruptive foaming.
- a storage-stable mixture of active ingredients of the following composition was obtained by mechanical mixing of the components 40 pbw of Na ethylenediaminetetraacetate 20 pbw sodium tripolyphosphate 30 pbw of sodium gluconate 10 GT product according to Example 1
- a detergent concentrate of the following composition was prepared by dissolving the components in phosphoric acid: 5 pbw of aminotri- (methylenephosphonic acid) 10 pbw of 1-hydroxyethane-1,1-diphosphonic acid 5 pbw of phophonobutane tricarboxylic acid 27 GT product according to example 1 3 GT product B 10 pbw of ethanol 40 pbw of phosphoric acid, 75% by weight
- a storage-stable cleaning agent of the following composition was produced by mechanical mixing of the components for cleaning metallic surfaces by spraying: 80 pbw sodium metasilicate pentahydrate 16 pbw sodium tripolyphosphate 4 GT coconut amine + 12 EO 1 GT product according to Example 1
- a mechanical degreasing agent for metallic materials with the following composition was produced by mechanical mixing of the components: 40 pbw sodium metasilicate pentahydrate 35 GT sodium carbonate 20 pbw sodium tripolyphosphate 2.5 pbw of sodium alkylbenzenesulfonate 2.5 pbw of nonylphenol + 14 EO 4.5 pbw product according to example 1 0.5 GT product B
- a storage-stable concentrate for cleaning metal surfaces with the following composition was prepared by dissolving the components in water: 30 pbw of sodium caprylate 10 GT borax 14 pbw sodium tripolyphosphate 10 pbw of triethanolamine 2 pbw of monoethanolamine 6 GT product according to example 1 78 GT water
- a 1% by weight solution of this cleaning agent was used at 50 to 55 ° C. for spray cleaning gray cast iron parts. With a good cleaning effect, no disruptive foaming was observed.
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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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19863614834 DE3614834A1 (de) | 1986-05-02 | 1986-05-02 | Verwendung von aminogruppen enthaltenden polyglykolethern als schaumdrueckende zusaetze in schaumarmen reinigungsmitteln |
DE3614834 | 1986-05-02 |
Publications (2)
Publication Number | Publication Date |
---|---|
EP0248197A2 true EP0248197A2 (fr) | 1987-12-09 |
EP0248197A3 EP0248197A3 (fr) | 1989-07-05 |
Family
ID=6299990
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP87106037A Withdrawn EP0248197A3 (fr) | 1986-05-02 | 1987-04-24 | Utilisation d'éthers polyglycoliques contenant des groupes amine comme additifs antimousse dans des détergents peu moussants |
Country Status (4)
Country | Link |
---|---|
US (1) | US4719044A (fr) |
EP (1) | EP0248197A3 (fr) |
JP (1) | JPS62263294A (fr) |
DE (1) | DE3614834A1 (fr) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1999029937A1 (fr) * | 1997-12-08 | 1999-06-17 | Cognis Deutschland Gmbh | Adjuvants pour la production de fibres cellulosiques |
WO2005079396A3 (fr) * | 2004-02-13 | 2006-11-02 | Access Pharma Inc | Complexes de o,o'-amidomalonate and n,o-amidomalonate platine |
Families Citing this family (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3603579A1 (de) * | 1986-02-06 | 1987-08-13 | Henkel Kgaa | Verwendung ethoxylierter fettamine als loesungsvermittler |
DE3643934A1 (de) * | 1986-12-22 | 1988-06-23 | Henkel Kgaa | Verwendung ausgewaehlter alkyl- und/oder alkenyl-diethanolaminverbindungen als loesungsvermittler fuer schaumarme tenside |
DE3737071A1 (de) * | 1987-10-31 | 1989-05-11 | Henkel Kgaa | Verwendung von aminethern als netzmittel fuer textilien |
US5294365A (en) * | 1991-12-12 | 1994-03-15 | Basf Corporation | Hydroxypolyethers as low-foam surfactants |
PT102362B (pt) * | 1999-09-23 | 2002-09-30 | Pedro Manuel Brito Da Silva Co | A aplicacao como surfactante de dialquil aminas polietoxiladas em produtos agro-quimicos |
US7247606B2 (en) * | 2001-11-05 | 2007-07-24 | Cognis Corporation | Branched reaction products |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0146854A2 (fr) * | 1983-12-15 | 1985-07-03 | Henkel Kommanditgesellschaft auf Aktien | Utilisation d'éthers polyglycoliques comme additifs anti-mousse dans des compositions détergentes peu moussantes |
EP0154359A1 (fr) * | 1984-02-03 | 1985-09-11 | THE PROCTER & GAMBLE COMPANY | Compositions pour le nettoyage et également le conditionnement de tissus |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5144143B2 (fr) * | 1972-06-27 | 1976-11-26 | ||
DE3207612C2 (de) * | 1982-03-03 | 1986-04-03 | Akzo Gmbh, 5600 Wuppertal | Polyätherderivate und deren Verwendung als Emulgatoren |
DE3315952A1 (de) * | 1983-05-02 | 1984-11-08 | Henkel KGaA, 4000 Düsseldorf | Verwendung von polyglykolethern als schaumdrueckende zusaetze in schaumarmen reinigungsmitteln |
-
1986
- 1986-05-02 DE DE19863614834 patent/DE3614834A1/de not_active Withdrawn
-
1987
- 1987-04-24 EP EP87106037A patent/EP0248197A3/fr not_active Withdrawn
- 1987-04-30 US US07/044,926 patent/US4719044A/en not_active Expired - Fee Related
- 1987-05-01 JP JP62109624A patent/JPS62263294A/ja active Pending
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0146854A2 (fr) * | 1983-12-15 | 1985-07-03 | Henkel Kommanditgesellschaft auf Aktien | Utilisation d'éthers polyglycoliques comme additifs anti-mousse dans des compositions détergentes peu moussantes |
EP0154359A1 (fr) * | 1984-02-03 | 1985-09-11 | THE PROCTER & GAMBLE COMPANY | Compositions pour le nettoyage et également le conditionnement de tissus |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1999029937A1 (fr) * | 1997-12-08 | 1999-06-17 | Cognis Deutschland Gmbh | Adjuvants pour la production de fibres cellulosiques |
US6475419B1 (en) | 1997-12-08 | 2002-11-05 | Cognis Deutschland Gmbh | Auxiliary agent for the production of cellulose fibers |
WO2005079396A3 (fr) * | 2004-02-13 | 2006-11-02 | Access Pharma Inc | Complexes de o,o'-amidomalonate and n,o-amidomalonate platine |
Also Published As
Publication number | Publication date |
---|---|
DE3614834A1 (de) | 1987-11-05 |
US4719044A (en) | 1988-01-12 |
JPS62263294A (ja) | 1987-11-16 |
EP0248197A3 (fr) | 1989-07-05 |
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Legal Events
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18W | Application withdrawn |
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R18W | Application withdrawn (corrected) |
Effective date: 19910426 |
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RIN1 | Information on inventor provided before grant (corrected) |
Inventor name: PIORR, ROBERT, DR. Inventor name: SCHENKER, GILBERT, DR. |