EP0325909A2 - Utilisation d'éthers éthoxylés d'alcools gras à groupes terminaux bloqués pour des détergents peu moussants - Google Patents
Utilisation d'éthers éthoxylés d'alcools gras à groupes terminaux bloqués pour des détergents peu moussants Download PDFInfo
- Publication number
- EP0325909A2 EP0325909A2 EP89100010A EP89100010A EP0325909A2 EP 0325909 A2 EP0325909 A2 EP 0325909A2 EP 89100010 A EP89100010 A EP 89100010A EP 89100010 A EP89100010 A EP 89100010A EP 0325909 A2 EP0325909 A2 EP 0325909A2
- Authority
- EP
- European Patent Office
- Prior art keywords
- polyethylene glycol
- glycol ethers
- foam
- formula
- surfactant
- 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- Withdrawn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
- C11D1/72—Ethers of polyoxyalkylene glycols
-
- 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 end-capped fatty alcohol polyglycol ethers as foam-suppressing additives in low-foam, sprayable 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.
- nonionic surfactants commonly referred to as ethylene oxide-propylene oxide block polymers, which are described, for example, in U.S. Patent No. 2,674,619.
- ethylene oxide-propylene oxide block polymers which are described, for example, in U.S. Patent No. 2,674,619.
- these nonionic surfactants which are specially tailored to industrial cleaning processes, have the serious disadvantage that they are not sufficiently biodegradable according to the test methods required by the detergent law for surface-active compounds.
- DE-OS 33 15 951 describes the use of polyethylene glycol ethers of the general formula Ia R1-O- (CH2CH2O) n -R2 (la) in which R1 is a straight-chain or branched alkyl radical or alkenyl radical with 8-18 C atoms, R2 is an alkyl radical with 4-8 C atoms and n is a number from 7 to 12, as foam suppressing additives in cleaning agents.
- R1 is a straight-chain or branched alkyl radical or alkenyl radical with 8-18 C atoms
- R2 is an alkyl radical with 4-8 C atoms
- n is a number from 7 to 12
- the present invention was therefore, in particular, based on the object of finding foam-suppressing substances whose application properties are superior to those of the prior art at temperatures below 20-25 ° 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 selected aliphatic alcohols, which are defined below, are able to meet the requirements both with regard to the usability in terms of application technology (foam inhibition and stable formulability in the temperature range from -5 up to +50 ° C) as well as with regard to biodegradability.
- shorter-chain polyethylene glycol ethers have an excellent antifoam action even at temperatures of less than 20-25 ° C.
- the invention therefore relates to the use of polyethylene glycol ethers of the general formula I.
- polyethylene glycol ethers of the formula I are used in which n is 2 or 3. Particular preference is given to the use of compounds of the formula I in which R2 is the methyl radical and furthermore preferably R1 is an octyl and / or decyl radical.
- the compounds of the invention can e.g. B. under the known conditions of Williamson's ether synthesis (for an overview see: Houben Weyl, Methods of Organic Chemistry, VI / 3, 24, 54, 109).
- One way is e.g. B. the reaction of dialkyl sulfate or alkyl halide such as dimethyl sulfate, diethyl sulfate or methyl chloride, ethyl chloride and propyl chloride with the alcohol ethoxylates containing 2-3 moles of ethylene oxide per mole of alcohol.
- Suitable alcohols are e.g. B.
- fatty alcohols such as n-octanol, n-nonanol, n-decanol, n-undecanol, n-dodecanol and their isomers branched on the alkyl radical and their isomers with OH groups on internal C atoms, but also oxo alcohols of the carbon number mentioned, individually or used in a mixture.
- Another manufacturing route uses the implementation of e.g. B. methyl ethylene glycol, methyl di or triethylene glycol, ethyl ethylene glycol, ethyl di or triethylene glycol or propyl ethylene glycol, propyl di or triethylene glycol (used individually or in a mixture) with alkyl halides such as n-octyl chloride, n-nonyl chloride, n- Decyl chloride, n-undecyl chloride, n-dodecyl chloride and their isomers branched on the alkyl radical, again used individually or in a mixture.
- alkyl halides such as n-octyl chloride, n-nonyl chloride, n- Decyl chloride, n-undecyl chloride, n-dodecyl chloride and their isomers branched on the alkyl radical, again used individually or in a mixture.
- 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 contain the constituents customary in such agents, such as wetting agents, builders and complexing agents, alkalis or acids, corrosion inhibitors and optionally also antimicrobial active substances 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. B. phosphonobutane tricarboxylic acid, and alkali metal salts and / or amine contain salts of these acids.
- citric acid nitriloacetic acid
- ethylenediaminetetraacetic acid 1-hydroxyalkane-1,1-diphosphonic acidphosphonic acid
- phosphonoalkane polycarboxylic acids e.g. B. phosphonobutane
- the cleaning agents can contain organic solvents, for example alcohols, gasoline fractions and chlorinated hydrocarbons, and free alkanolamines.
- cleaning agents are once understood to mean the aqueous solutions intended for direct application to the substrates to be cleaned.
- cleaning agent also includes the concentrates and solid mixtures intended for the production 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 700 ppm.
- the liquid is pumped at a circulation rate of 4 liters per minute.
- the test solution is sucked in approx. 5 mm above the bottom of the measuring cylinder by means of a 55 cm long glass tube (inner diameter 8.5 mm, outer diameter 11 mm), which is connected to the pump via a silicone tube, and through a second glass tube (length 20 cm) attached to the 2,000 ml mark in free fall.
- test solution is continuously heated up to 65 ° C for 45 minutes, starting at 15 ° C.
- those cleaning solutions are referred to as "sprayable from the specified temperature and higher than application technology" if the foam height at this temperature is a maximum of 100 ml.
- This cleaner concentrate was clear-bright during 2 weeks of storage at -5 ° C, at +25 ° C and at +50 ° C.
- This cleaner concentrate was clear-bright during 2 weeks of storage at -5 ° C, at +25 ° C and at +50 ° C.
- This cleaner concentrate was clear-bright during 2 weeks of storage at -5 ° C, at +25 ° C and at +50 ° C.
- This cleaner concentrate was clear-bright during 2 weeks of storage at -5 ° C, at +25 ° C and at +50 ° C.
- surfactant C was used here, which is not biodegradable.
- This detergent concentrate was clear-bright during 2 weeks of storage at -5 C, at +25 ° C and at +50 ° C.
- cleaner concentrates are obtained which, after about 30 minutes at 25 ° C., are in two phases separate.
Landscapes
- 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 |
|---|---|---|---|
| DE3800490 | 1988-01-11 | ||
| DE3800490A DE3800490A1 (de) | 1988-01-11 | 1988-01-11 | Verwendung ausgewaehlter endgruppenverschlossener fettalkoholethoxylate fuer schaumarme, kalt spritzbare reinigungsmittel |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EP0325909A2 true EP0325909A2 (fr) | 1989-08-02 |
| EP0325909A3 EP0325909A3 (fr) | 1990-08-22 |
Family
ID=6345044
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP89100010A Withdrawn EP0325909A3 (fr) | 1988-01-11 | 1989-01-02 | Utilisation d'éthers éthoxylés d'alcools gras à groupes terminaux bloqués pour des détergents peu moussants |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US4965019A (fr) |
| EP (1) | EP0325909A3 (fr) |
| JP (1) | JPH01215893A (fr) |
| KR (1) | KR890011990A (fr) |
| AU (1) | AU605398B2 (fr) |
| BR (1) | BR8900186A (fr) |
| DE (1) | DE3800490A1 (fr) |
| DK (1) | DK734188A (fr) |
| FI (1) | FI890113L (fr) |
| MX (1) | MX169729B (fr) |
| TR (1) | TR24777A (fr) |
| ZA (1) | ZA89201B (fr) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0354344A3 (en) * | 1988-07-11 | 1990-07-18 | Henkel Kommanditgesellschaft Auf Aktien | Wetting agent for mercerising and/or alcaline treatment |
| WO1995033808A1 (fr) * | 1994-06-08 | 1995-12-14 | Henkel Kommanditgesellschaft Auf Aktien | Melanges detergents a faible pouvoir moussant |
| WO1997019157A1 (fr) * | 1995-11-17 | 1997-05-29 | Unilever N.V. | Formulation de nettoyage, additif destine a cette formulation et procede de nettoyage de bouteilles a l'aide de celle-ci |
| EP0908511A1 (fr) * | 1997-10-08 | 1999-04-14 | The Procter & Gamble Company | Compositions de nettoyage à usage multiples ayant un contrÔle de mousse efficace |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3727378A1 (de) * | 1987-08-17 | 1989-03-02 | Henkel Kgaa | Schaumdrueckende zusaetze in schaumarmen reinigungsmitteln |
| 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 |
| EP0420802B1 (fr) * | 1989-09-26 | 1995-08-09 | Ciba-Geigy Ag | Agent mouillant aqueux stable au stockage et peu moussant |
| DE4243643C1 (fr) * | 1992-12-22 | 1993-08-26 | Henkel Kgaa, 4000 Duesseldorf, De | |
| DE69405563T2 (de) * | 1993-06-01 | 1998-01-22 | Ecolab Inc | Schaumreiniger |
| DE4323252C2 (de) * | 1993-07-12 | 1995-09-14 | Henkel Kgaa | Klarspüler für die maschinelle Reinigung harter Oberflächen |
| DE4325751C2 (de) * | 1993-07-31 | 1997-09-25 | Zueblin Ag | Verfahren und Schloß zum flüssigkeitsdichten Verbinden von Membranabschnitten einer Schlitzwand |
| DE4342214C1 (de) * | 1993-12-10 | 1995-05-18 | Henkel Kgaa | Nichtionische Detergensgemische |
| DE69717982T2 (de) * | 1996-04-09 | 2003-11-13 | Johnsondiversey, Inc. | Nichtätzende waschlösung für flaschen |
| US6106633A (en) * | 1996-04-09 | 2000-08-22 | Diversey Lever, Inc. | Method of preventing damage to bottle labels and composition thereof |
| CA2271292C (fr) * | 1996-11-13 | 2007-04-10 | Ashland Inc. | Nettoyant liquide pour metaux pour systeme aqueux |
| US6247478B1 (en) * | 1996-11-15 | 2001-06-19 | Ecolab Inc. | Cleaning method for polyethylene terephthalate containers |
| US6583103B1 (en) | 2002-08-09 | 2003-06-24 | S.C. Johnson & Son, Inc. | Two part cleaning formula resulting in an effervescent liquid |
Family Cites Families (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2626243A (en) * | 1948-05-29 | 1953-01-20 | Nat Aluminate Corp | Method of inhibiting foam in steam generation |
| US2596091A (en) * | 1950-03-28 | 1952-05-13 | Rohm & Haas | Nonionic surface-active agents |
| US2674619A (en) * | 1953-10-19 | 1954-04-06 | Wyandotte Chemicals Corp | Polyoxyalkylene compounds |
| US2841621A (en) * | 1956-05-22 | 1958-07-01 | Rohm & Haas | Alkenyloxypolyethoxyethyl alkyl ethers |
| NL288287A (fr) * | 1962-02-06 | |||
| DK126125A (fr) * | 1964-04-21 | |||
| GB1518670A (en) * | 1974-10-14 | 1978-07-19 | Procter & Gamble Ltd | Low-sudsing detergent compositions |
| DE3011237A1 (de) * | 1980-03-22 | 1981-10-15 | Basf Ag, 6700 Ludwigshafen | Alkoxylierte fettalkohle, die mit propylen endgruppenverschlossen sind, ein verfahren zu ihrer herstellung und ihre verwendung als schaumarme saeure- und alkalistabile tenside |
| DE3013923A1 (de) * | 1980-04-11 | 1981-10-15 | Bayer Ag, 5090 Leverkusen | Organopolysiloxanhaltige entschaeumerzubereitung |
| DE3025190C1 (de) * | 1980-07-03 | 1987-01-02 | Chemische Werke Hüls AG, 4370 Marl | Verfahren zur Herstellung von methylblockierten Ethoxylaten |
| US4366326A (en) * | 1981-03-06 | 1982-12-28 | Basf Aktiengesellschaft | Oxyalkylated fatty alcohols having end groups blocked by reaction with propylene |
| DE3315951A1 (de) * | 1983-05-02 | 1984-11-08 | Henkel KGaA, 4000 Düsseldorf | Verwendung von polyglykolethern als schaumdrueckende zusaetze in schaumarmen reinigungsmitteln |
| DE3418523A1 (de) * | 1984-05-18 | 1985-11-21 | Basf Ag, 6700 Ludwigshafen | Endgruppenverschlossene fettalkoholalkoxylate fuer industrielle reinigungsprozesse, insbesondere fuer die flaschenwaesche und fuer die metallreinigung |
| DE3531212A1 (de) * | 1985-08-31 | 1987-03-05 | Henkel Kgaa | Als entschaeumer verwendbare alkylenoxid-blockpolymere |
| DE3773781D1 (de) * | 1986-07-24 | 1991-11-21 | Henkel Kgaa | Schaumarme und/oder schaumdaempfende tensidgemische und ihre verwendung. |
| DE3727378A1 (de) * | 1987-08-17 | 1989-03-02 | Henkel Kgaa | Schaumdrueckende zusaetze in schaumarmen reinigungsmitteln |
| DE3744525C1 (de) * | 1987-12-30 | 1988-12-01 | Henkel Kgaa | Verfahren zur Herstellung endgruppenverschlossener Polyglykolether |
-
1988
- 1988-01-11 DE DE3800490A patent/DE3800490A1/de not_active Withdrawn
- 1988-12-30 DK DK734188A patent/DK734188A/da not_active Application Discontinuation
-
1989
- 1989-01-02 EP EP89100010A patent/EP0325909A3/fr not_active Withdrawn
- 1989-01-09 MX MX014469A patent/MX169729B/es unknown
- 1989-01-10 ZA ZA89201A patent/ZA89201B/xx unknown
- 1989-01-10 US US07/295,334 patent/US4965019A/en not_active Expired - Fee Related
- 1989-01-10 FI FI890113A patent/FI890113L/fi not_active IP Right Cessation
- 1989-01-10 BR BR898900186A patent/BR8900186A/pt not_active Application Discontinuation
- 1989-01-10 TR TR89/0070A patent/TR24777A/xx unknown
- 1989-01-10 AU AU28340/89A patent/AU605398B2/en not_active Ceased
- 1989-01-11 KR KR1019890000230A patent/KR890011990A/ko not_active Withdrawn
- 1989-01-11 JP JP1005854A patent/JPH01215893A/ja active Pending
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0354344A3 (en) * | 1988-07-11 | 1990-07-18 | Henkel Kommanditgesellschaft Auf Aktien | Wetting agent for mercerising and/or alcaline treatment |
| WO1995033808A1 (fr) * | 1994-06-08 | 1995-12-14 | Henkel Kommanditgesellschaft Auf Aktien | Melanges detergents a faible pouvoir moussant |
| WO1997019157A1 (fr) * | 1995-11-17 | 1997-05-29 | Unilever N.V. | Formulation de nettoyage, additif destine a cette formulation et procede de nettoyage de bouteilles a l'aide de celle-ci |
| EP0908511A1 (fr) * | 1997-10-08 | 1999-04-14 | The Procter & Gamble Company | Compositions de nettoyage à usage multiples ayant un contrÔle de mousse efficace |
| WO1999018181A1 (fr) * | 1997-10-08 | 1999-04-15 | The Procter & Gamble Company | Compositions nettoyantes liquides polyvalentes a regulation efficace du moussage |
| US6451064B1 (en) | 1997-10-08 | 2002-09-17 | Procter & Gamble | Liquid multipurpose-cleaning compositions with effective foam control |
Also Published As
| Publication number | Publication date |
|---|---|
| FI890113A0 (fi) | 1989-01-10 |
| DK734188A (da) | 1989-07-12 |
| ZA89201B (en) | 1989-09-27 |
| BR8900186A (pt) | 1989-09-12 |
| AU605398B2 (en) | 1991-01-10 |
| TR24777A (tr) | 1992-03-09 |
| AU2834089A (en) | 1989-07-13 |
| DE3800490A1 (de) | 1989-07-20 |
| JPH01215893A (ja) | 1989-08-29 |
| FI890113A7 (fi) | 1989-07-12 |
| MX169729B (es) | 1993-07-21 |
| KR890011990A (ko) | 1989-08-23 |
| US4965019A (en) | 1990-10-23 |
| DK734188D0 (da) | 1988-12-30 |
| EP0325909A3 (fr) | 1990-08-22 |
| FI890113L (fi) | 1989-07-12 |
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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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| 18W | Application withdrawn |
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