EP0303928B1 - Schaumdrückende Zusätze in schaumarmen Reinigungsmitteln - Google Patents
Schaumdrückende Zusätze in schaumarmen Reinigungsmitteln Download PDFInfo
- Publication number
- EP0303928B1 EP0303928B1 EP88112874A EP88112874A EP0303928B1 EP 0303928 B1 EP0303928 B1 EP 0303928B1 EP 88112874 A EP88112874 A EP 88112874A EP 88112874 A EP88112874 A EP 88112874A EP 0303928 B1 EP0303928 B1 EP 0303928B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- foam
- polyethylene glycol
- cleaning agents
- glycol ethers
- cleaning
- 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
- C11D3/0005—Other compounding ingredients characterised by their effect
- C11D3/0026—Low foaming or foam regulating 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
- 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
Definitions
- the invention relates to the use of short-chain end-capped alkyl 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, ceramic and plastic surfaces, generally 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.
- the present invention was therefore based on the object of finding foam-suppressing substances whose application properties are superior to those of the prior art at temperatures below 20 to 25 ° C. and which at the same time have the required biodegradability.
- the solution to this problem is based on the knowledge that certain short-chain end group-capped adducts of ethylene oxide with longer-chain aliphatic alcohols, which are defined below, are able to meet the requirements, both with regard to the usability in terms of application (foam inhibition) and with regard to the biodegradability.
- shorter-chain polyethylene glycol ethers have an excellent antifoam action even at temperatures of less than 20 to 25 ° C.
- DE-A-25 56 544 describes a machine dishwashing detergent which contains compounds of the general formula (II) wherein R is an alkyl or alkenyl radical having 6 to 22 carbon atoms, X is an alkylene radical having 2 to 3 carbon atoms and n is 5 to 50.
- Such polyglycol tert-butyl ethers are, because of their good compatibility with alkali and because of their foam-suppressing properties, advantageously for the production of detergents and cleaning agents, particularly for cleaning glass, dishes, bottles and the like. They can suitably be used in the detergent and cleaning agent formulations in combination with other customary nonionic, cationic or anionic surface-active substances, builders and other additives or auxiliaries.
- the present invention relates to the use of polyethylene glycol ethers of the formula (I) R1 - O - (CH2CH2O) n - R2 in which R1 is octyl and / or decyl, R2 is n-butyl and n is 3 or 4, as foam-suppressing additives for low-foam detergents.
- the fatty alcohols n-octanol, n-decanol, and their isomers branched on the alkyl radical and their isomers with OH groups on internal C atoms and oxo alcohols of the stated carbon number can be used individually or in a mixture . Individual compounds or mixtures from the group of the straight-chain alkanols from the above group are preferred.
- the preparation of the alkyl polyethylene glycol ethers to be used according to the invention is advantageously carried out one or more of the above-described fatty alcohols with ethylene oxide in a molar ratio of 1: 2 to 1: 6 ⁇ m and then etherifies 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 C4-alkyl halides, for example with n-butyl iodide. It may be expedient to use alkyl halide and alkali compound in a stoichiometric excess, for example from 100 to 200%, over the hydroxyl groups to be etherified.
- biodegradability of the end group-capped alkyl polyethylene glycol ethers of the general formula (I) to be used according to the invention according to the statutory methods of determination is over 80% BiAS decrease (RVO to the Detergent Act).
- the end group-capped polyethylene glycol ethers of the formula I to be used according to the invention are notable for their alkali and acid stability.
- the foam-preventing action of the compounds of the formula I at temperatures of less than 20 to 25 ° C. in alkaline to weakly acidic cleaning liquors is superior to known foam inhibitors.
- the cleaning agents in which the end group capped polyethylene glycol ethers (I) are used according to the invention can be used, the constituents customary in such agents, such as wetting agents, builders and complexing agents, alkalis or acids, corrosion inhibitors and optionally also antimicrobial agents and / or organic solvents.
- the surfactants used are nonionic surface-active substances, such as polyglycol ethers, which are obtained by the addition of ethylene oxide to alcohols, in particular fatty alcohols, alkylphenols, fatty amines and carboxamides, and anionic surfactants, such as alkali metal, amine and alkanolamine salts of fatty acids, alkylsulfonic acids, alkylsulfonic acids and alkylbenzenesulfonic acids Consider.
- nonionic surface-active substances such as polyglycol ethers, which are obtained by the addition of ethylene oxide to alcohols, in particular fatty alcohols, alkylphenols, fatty amines and carboxamides
- anionic surfactants such as alkali metal, amine and alkanolamine salts of fatty acids, alkylsulfonic acids, alkylsulfonic acids and alkylbenzenesulfonic acids
- the builders can include alkali metal orthophosphates, polyphosphates, silicates, borates, carbonates, polyacrylates and gluconates, as well as citric acid, nitriloacetic acid, ethylenediaminetetraacetic acid, 1-hydroxyalkane-1,1-diphosphonic acidphosphonic acid, amine and ethylenediaminetetra- (methylenephosphonic acid), phosphonoalkane polycarboxylic acids, e.g. Contain phosphonobutane tricarboxylic acid, and alkali metal salts and / or amine salts of these acids.
- citric acid nitriloacetic acid
- ethylenediaminetetraacetic acid 1-hydroxyalkane-1,1-diphosphonic acidphosphonic acid
- phosphonoalkane polycarboxylic acids e.g. Contain phosphonobutane
- the cleaning agents can contain organic solvents, for example alcohols, gasoline fractions and chlorinated hydrocarbons, and free alkanolamines.
- detergents include the aqueous solutions intended for direct application to the substrates to be cleaned Roger that.
- cleaning agents also includes the concentrates and solid mixtures intended for the preparation of the application solutions.
- the ready-to-use solutions can be slightly acidic to strongly alkaline.
- the end group-capped polyethylene glycol ethers to be used according to the invention are preferably added to the cleaning agents in amounts such that their concentration in the ready-to-use application solutions makes up 10 to 2500 ppm, particularly preferably 50 to 500 ppm.
- the antifoam effect was tested in a practical 10 l continuous spray system at a spray pressure of 3 to 10 bar (30 mm smooth jet nozzle).
- the circulation volume was about 10 to 19 l / min.
- the cleaning solutions were designated at the application temperatures indicated in each case as sprayable in terms of application technology with minimal foam exposure, which had only a small foam blanket ( ⁇ 1 cm height) in continuous operation with otherwise rapid foam disintegration.
- polyethylene glycol ethers of the formula (I) were tested in which R 1 is one C8 ⁇ 10-n-alkyl radical, R2 is a C4-alkyl radical and n is 3 or 4.
- polyethylene glycol ethers (Ia) were tested in accordance with DE-A-33 15 951, in which R1 is C8 ⁇ 18-n-alkyl, R2 is C4-alkyl and n is 10.
- Iron and steel sheets were treated at 15 ° C. with an aqueous solution of this surfactant. With a good cleaning effect, no disruptive foaming was observed.
- Example 1 an analog short-chain PE glycol ether was used and foam-free sprayability was also achieved at temperatures ⁇ 15 ° C.
- Example 3 a polyethylene glycol ether (Ia) according to DE-A-33 15 951 was tested. The solution was not sprayable at a temperature of 15 ° C. In terms of application technology, this system was only sprayable at temperatures> 30 ° C.
- Iron and steel sheets were treated at 15 ° C. with an aqueous solution of this cleaner (pH 9.0). With a good cleaning effect, no disruptive foam development occurred.
- Example 4 In comparison to Example 4, a longer-chain polyethylene glycol ether (Ia) according to DE-A-33 15 951 was tested. In terms of application technology, this system was only sprayable at temperatures> 40 ° C.
- Iron sheets were treated at 15 ° C. with an aqueous solution of this cleaner (pH 3.5). With a good cleaning effect, no disruptive foaming was observed.
- Example 5 In comparison to Example 5, a longer-chain polyethylene glycol ether (Ia) according to DE-A-33 15 951 was tested. The system over-foamed at a temperature of 15 ° C; In terms of application technology, this system was only sprayable at temperatures> 30 ° C.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
AT88112874T ATE68820T1 (de) | 1987-08-17 | 1988-08-08 | Schaumdrueckende zusaetze in schaumarmen reinigungsmitteln. |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19873727378 DE3727378A1 (de) | 1987-08-17 | 1987-08-17 | Schaumdrueckende zusaetze in schaumarmen reinigungsmitteln |
DE3727378 | 1987-08-17 |
Publications (2)
Publication Number | Publication Date |
---|---|
EP0303928A1 EP0303928A1 (de) | 1989-02-22 |
EP0303928B1 true EP0303928B1 (de) | 1991-10-23 |
Family
ID=6333910
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP88112874A Expired - Lifetime EP0303928B1 (de) | 1987-08-17 | 1988-08-08 | Schaumdrückende Zusätze in schaumarmen Reinigungsmitteln |
Country Status (14)
Country | Link |
---|---|
US (1) | US4973423A (xx) |
EP (1) | EP0303928B1 (xx) |
JP (1) | JPS6469696A (xx) |
AT (1) | ATE68820T1 (xx) |
AU (1) | AU597510B2 (xx) |
BR (1) | BR8804128A (xx) |
CA (1) | CA1304271C (xx) |
DE (2) | DE3727378A1 (xx) |
DK (1) | DK456388A (xx) |
ES (1) | ES2026610T3 (xx) |
FI (1) | FI883797A (xx) |
GR (1) | GR3002987T3 (xx) |
NO (1) | NO172062C (xx) |
ZA (1) | ZA886062B (xx) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE19920559A1 (de) * | 1999-05-05 | 2000-11-16 | Cognis Deutschland Gmbh | Verfahren zur Herstellung von alkyl-endgruppenverschlossenen Alkyl- und/oder Alkenylethern |
WO2011071492A1 (en) | 2009-12-09 | 2011-06-16 | Dow Global Technologies Llc | Polyether derivatives of secondary hydroxy fatty acids and derivatives thereof |
Families Citing this family (25)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3800490A1 (de) * | 1988-01-11 | 1989-07-20 | Henkel Kgaa | Verwendung ausgewaehlter endgruppenverschlossener fettalkoholethoxylate fuer schaumarme, kalt spritzbare reinigungsmittel |
DE3823454A1 (de) * | 1988-07-11 | 1990-01-25 | Henkel Kgaa | Mercerisier- und/oder laugiernetzmittel |
DE3928603A1 (de) * | 1989-08-30 | 1991-03-07 | Henkel Kgaa | Antischaumittel fuer die gewerbliche reinigung, insbesondere fuer die flaschen- und cip-reinigung |
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 |
DE3928604A1 (de) * | 1989-08-30 | 1991-03-07 | Henkel Kgaa | Verwendung ausgewaehlter gemische von polyglykolethern als schaumdrueckende zusaetze in schaumarmen reinigungsmitteln |
EP0420802B1 (de) * | 1989-09-26 | 1995-08-09 | Ciba-Geigy Ag | Wässriges, lagerstabiles, gering schäumendes Netzmittel |
DE3935374A1 (de) * | 1989-10-24 | 1991-04-25 | Henkel Kgaa | Alkylpolyethylenglykolether als schaumdrueckende zusaetze fuer reinigungsmittel |
GB2238530A (en) * | 1989-10-31 | 1991-06-05 | Grace W R & Co | Antifoaming and defoaming compositions |
DE4243643C1 (xx) * | 1992-12-22 | 1993-08-26 | Henkel Kgaa, 4000 Duesseldorf, De | |
DE4323252C2 (de) * | 1993-07-12 | 1995-09-14 | Henkel Kgaa | Klarspüler für die maschinelle Reinigung harter Oberflächen |
DE4324396A1 (de) * | 1993-07-21 | 1995-01-26 | Henkel Kgaa | Reinigungsmittel mit hohem Benetzungsvermögen |
DE4342214C1 (de) * | 1993-12-10 | 1995-05-18 | Henkel Kgaa | Nichtionische Detergensgemische |
DE4431158C2 (de) * | 1994-09-01 | 1999-10-21 | Henkel Kgaa | Methyl-endgruppenverschlossene Alkyl- und/oder Alkenylpolyglycolether |
DE4439086C2 (de) * | 1994-11-02 | 1997-11-27 | Henkel Kgaa | Verfahren zur Herstellung von endgruppenverschlossenen nichtionischen Tensiden |
US5612305A (en) * | 1995-01-12 | 1997-03-18 | Huntsman Petrochemical Corporation | Mixed surfactant systems for low foam applications |
DE19500842C2 (de) * | 1995-01-13 | 1996-12-19 | Henkel Kgaa | Verfahren zur Herstellung von endgruppenverschlossenen nichtionischen Tensiden |
DE19940797A1 (de) | 1999-08-27 | 2001-03-01 | Goldschmidt Ag Th | Durch Akoxylierung erhaltene blockcopolymere, styrenoxidhaltige Polyalkylenoxide und deren Verwendung |
US7097715B1 (en) * | 2000-10-11 | 2006-08-29 | R. R. Street Co. Inc. | Cleaning system utilizing an organic cleaning solvent and a pressurized fluid solvent |
US6558432B2 (en) | 1999-10-15 | 2003-05-06 | R. R. Street & Co., Inc. | Cleaning system utilizing an organic cleaning solvent and a pressurized fluid solvent |
US6355072B1 (en) * | 1999-10-15 | 2002-03-12 | R.R. Street & Co. Inc. | Cleaning system utilizing an organic cleaning solvent and a pressurized fluid solvent |
US6755871B2 (en) * | 1999-10-15 | 2004-06-29 | R.R. Street & Co. Inc. | Cleaning system utilizing an organic cleaning solvent and a pressurized fluid solvent |
DE10341724A1 (de) * | 2003-09-10 | 2005-04-21 | Basf Ag | In Alkalien stabile Alkoxylate |
US20050233915A1 (en) * | 2004-04-15 | 2005-10-20 | Ecolab Inc. | Foaming soap, and methods |
US20100317824A1 (en) * | 2009-06-15 | 2010-12-16 | Dow Global Technologies Inc. | Polyether derivatives of secondary hydroxy fatty acids and derivatives thereof |
JP6009923B2 (ja) * | 2012-12-05 | 2016-10-19 | 花王株式会社 | 鋼板用洗浄剤 |
Family Cites Families (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DK126125A (xx) * | 1964-04-21 | |||
DE2556544A1 (de) * | 1975-12-16 | 1977-06-30 | Hoechst Ag | Maschinengeschirrspuelmittel |
DE3315951A1 (de) * | 1983-05-02 | 1984-11-08 | Henkel KGaA, 4000 Düsseldorf | Verwendung von polyglykolethern als schaumdrueckende zusaetze in schaumarmen reinigungsmitteln |
DE3531212A1 (de) * | 1985-08-31 | 1987-03-05 | Henkel Kgaa | Als entschaeumer verwendbare alkylenoxid-blockpolymere |
ATE68519T1 (de) * | 1986-07-24 | 1991-11-15 | Henkel Kgaa | Schaumarme und/oder schaumdaempfende tensidgemische und ihre verwendung. |
DE3800490A1 (de) * | 1988-01-11 | 1989-07-20 | Henkel Kgaa | Verwendung ausgewaehlter endgruppenverschlossener fettalkoholethoxylate fuer schaumarme, kalt spritzbare reinigungsmittel |
-
1987
- 1987-08-17 DE DE19873727378 patent/DE3727378A1/de not_active Withdrawn
-
1988
- 1988-08-08 EP EP88112874A patent/EP0303928B1/de not_active Expired - Lifetime
- 1988-08-08 ES ES198888112874T patent/ES2026610T3/es not_active Expired - Lifetime
- 1988-08-08 AT AT88112874T patent/ATE68820T1/de not_active IP Right Cessation
- 1988-08-08 DE DE8888112874T patent/DE3865776D1/de not_active Expired - Fee Related
- 1988-08-15 DK DK456388A patent/DK456388A/da not_active Application Discontinuation
- 1988-08-16 NO NO883651A patent/NO172062C/no unknown
- 1988-08-16 FI FI883797A patent/FI883797A/fi not_active IP Right Cessation
- 1988-08-16 AU AU21068/88A patent/AU597510B2/en not_active Ceased
- 1988-08-16 ZA ZA886062A patent/ZA886062B/xx unknown
- 1988-08-16 BR BR8804128A patent/BR8804128A/pt not_active Application Discontinuation
- 1988-08-17 CA CA000574977A patent/CA1304271C/en not_active Expired - Fee Related
- 1988-08-17 JP JP63204561A patent/JPS6469696A/ja active Pending
- 1988-08-17 US US07/233,649 patent/US4973423A/en not_active Expired - Fee Related
-
1991
- 1991-10-24 GR GR91401489T patent/GR3002987T3/el unknown
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE19920559A1 (de) * | 1999-05-05 | 2000-11-16 | Cognis Deutschland Gmbh | Verfahren zur Herstellung von alkyl-endgruppenverschlossenen Alkyl- und/oder Alkenylethern |
WO2011071492A1 (en) | 2009-12-09 | 2011-06-16 | Dow Global Technologies Llc | Polyether derivatives of secondary hydroxy fatty acids and derivatives thereof |
Also Published As
Publication number | Publication date |
---|---|
AU597510B2 (en) | 1990-05-31 |
DE3865776D1 (de) | 1991-11-28 |
JPS6469696A (en) | 1989-03-15 |
DK456388D0 (da) | 1988-08-15 |
ATE68820T1 (de) | 1991-11-15 |
DE3727378A1 (de) | 1989-03-02 |
NO883651D0 (no) | 1988-08-16 |
CA1304271C (en) | 1992-06-30 |
FI883797A0 (fi) | 1988-08-16 |
ZA886062B (en) | 1989-04-26 |
GR3002987T3 (en) | 1993-01-25 |
US4973423A (en) | 1990-11-27 |
DK456388A (da) | 1989-02-18 |
NO172062C (no) | 1993-06-02 |
BR8804128A (pt) | 1989-03-07 |
NO883651L (no) | 1989-02-20 |
EP0303928A1 (de) | 1989-02-22 |
ES2026610T3 (es) | 1992-05-01 |
NO172062B (no) | 1993-02-22 |
FI883797A (fi) | 1989-02-18 |
AU2106888A (en) | 1989-02-23 |
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