EP0275478B1 - Verwendung von Diethanolaminderivaten als Lösungsvermittler für schaumarme Tenside - Google Patents
Verwendung von Diethanolaminderivaten als Lösungsvermittler für schaumarme Tenside Download PDFInfo
- Publication number
- EP0275478B1 EP0275478B1 EP87118486A EP87118486A EP0275478B1 EP 0275478 B1 EP0275478 B1 EP 0275478B1 EP 87118486 A EP87118486 A EP 87118486A EP 87118486 A EP87118486 A EP 87118486A EP 0275478 B1 EP0275478 B1 EP 0275478B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- carbon atoms
- general formula
- bis
- weight
- alkyl
- 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
- C11D1/38—Cationic compounds
- C11D1/42—Amino alcohols or amino 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/835—Mixtures of non-ionic with cationic compounds
Definitions
- DE-A-33 15 951 relates to the use of selected polyethylene glycol ethers of the formula I, R1 - O - (CH2CH2O) n - R2 (I) in which R1 is a straight-chain or branched alkyl or alkenyl radical having 8 to 18 carbon atoms, R2 is an alkyl radical having 4 to 8 carbon atoms and n is a number from 7 to 12, as foam-suppressing additives for low-foam cleaning agents.
- n in this formula means a number from 8 to 10
- the preferred radical R 2 being the n-butyl radical and the preferred value for n being the number 9.
- end group-capped polyglycol ethers of this type are preferably used in amounts such that their concentration in the ready-to-use cleaning solutions is 10 to 2500 ppm, preferably about 50 to 500 ppm.
- concentration in the ready-to-use cleaning solutions is 10 to 2500 ppm, preferably about 50 to 500 ppm.
- the weight fractions of these components I to III are preferably within the following quantitative ranges: Compounds of the general formula I 50 to 80% by weight Compounds of the general formula II 10 to 25% by weight Compounds of the general formula III 0 to 20% by weight.
- surfactants or surfactant mixtures of those mentioned in the two older property right applications of the type described may still need improvement in the following directions:
- the surfactants can become cloudy from their aqueous solutions.
- Aqueous solutions in particular of the low-foam surfactant components described in DE-A-33 15 951, show corresponding clouding, for example below 5 ° C.
- improved solubilities may also be desirable in another special area of application.
- These are preferably strongly acidic cleaning formulations.
- Low-foaming surfactants of the type described are only insufficiently soluble, for example, in formulations containing phosphoric acid, especially when the phosphoric acid content is high.
- the present invention is based on the task of closing the remaining gaps in the solution behavior of these low-foaming surfactant components, which are desired per se, by using selected solubilizers.
- the existing advantages of these surfactant components and in particular their foam-suppressing or low-foam properties should not be adversely affected.
- the technical solution to the problem according to the invention is based on the finding that the use of selected diethanolamine derivatives now also opens up the areas of application conditions for the use of the surfactant classes described which previously caused the difficulties described.
- Suitable nonionic surfactants are polyoxyalkylene adducts with hydrophobic radicals with active H atoms, for example polyalkylene glycol ethers of long-chain alcohols.
- the content of polyoxyalkylene, e.g. B. ethylene oxide is such that the dispersibility or solubility of these adducts in water is ensured.
- the detergents in which these surfactant formulations are used are based on the usual ingredients, such as alkaline condensed phosphates, other alkaline builder salts and active chlorine-containing components.
- solubilizers of the general formula I, II a and / or II b are preferably used in amounts of up to about 150 percent by weight and preferably in amounts of about 5 to 100 percent by weight, in each case based on the weight of the low-foaming surfactants.
- Solubilizers of the general formula I can be prepared in a manner known per se as defined compounds, for example from diethanolamine and alkyl halides of the specified C number in the alkyl radical.
- solubilizers of the general formulas II a and II b will generally be present as mixtures. They are obtained in a simple manner by reacting terminal epoxy compounds of the prescribed carbon number with diethanolamine and are obtained in a manner known per se - depending on the reaction conditions used in a mixture of the two components in accordance with II a and II b. These compounds I, II a and II b are then further reacted with ethylene oxide as required.
- the solubilizers according to the invention are used together with the end group-capped polyethylene glycol ethers of DE-A-33 15 951, this component being part of the systematic description of the invention of the general formula R3 - O - (CH2CH2O] n - R4 (III) corresponds.
- R3 is a straight-chain or branched alkyl or alkenyl radical having 8 to 18 carbon atoms
- R4 is an alkyl radical having 4 to 8 carbon atoms
- n is a number from 7 to 12.
- the preferred numerical value for n is 8 to 10, in particular 9, while the preferred meaning of R4 is the n-butyl radical.
- DE-A-33 15 951 for further details.
- components IV to VI are preferably present in the following mixing ratios: IV 50 to 80 weight percent V 10 to 25 percent by weight VI 0 to 20 percent by weight.
- the R5 radical in the compounds of the general formula IV denotes a straight-chain or branched alkyl radical or alkenyl radical having 12 to 18 C atoms
- the preferred R6 radical in these compounds of the general formula IV denotes the butyl radical.
- the preferred meaning for the radical R7 is a straight-chain or branched alkyl radical having 12 to 14 carbon atoms
- the preferred chain length for the radical R8 in the compounds of the general formula VI is 16 to 18 carbon atoms.
- residues R5, R7 and R8 are residues of corresponding longer-chain alcohols, wherein in a further preferred embodiment of the invention applies that alcohol cuts as they incurred in the synthesis of such alcohols in practice, are particularly suitable, in which case at least the predominant proportion of the individual components actually present in these alcohol sections correspond to the specified C number ranges.
- Corresponding synthetic alcohols, but in particular corresponding fatty alcohols or fatty alcohol mixtures are suitable, such as are obtained in a known manner from the conversion of natural fats and / or oils.
- a particularly suitable alcohol cut for the radical R5 in the compounds of the general formula IV can be what is known as “LT coconut alcohol”, which shows the following carbon chain length distribution - with consistently saturated hydrocarbons C10 0 to 3% C12 48 to 58% C14 19 to 24% C16 9 to 12% C18 11 to 14%.
- An oleyl alcohol cut with the following carbon chain length distribution and an iodine number in the range from 40 to 110 is particularly suitable as the radical R im in the compounds of the general formula VI: C12 0 to 2% C14 0 to 9% C16 2 to 33% C18 60 to 95% C20 0 to 3%
- the use of the diethanolamine derivatives of the formulas I, IIa and / or IIb also improves the foam-suppressing properties of the surfactant mixtures, especially at an application temperature of 20 ° C., as can be seen from the table.
- the foam-suppressing properties of the surfactant mixtures are determined by adding the amounts of a foam-rich surfactant (triethanolamine salt of tetrapropylene benzene sulfonate) listed in the table to the surfactant mixture to be tested and foaming these mixtures by pumping around them.
- the surfactant mixture to be tested has the better foam-suppressing properties, the lower the figures for liquid and foam volume listed in the table are and the more the surfactant mixture can be loaded with the foam-rich surfactant until the maximum number of 2000 ml of liquid and foam volume is reached.
- This mixture is bright liquid in the temperature range from -5 ° C to 50 ° C.
- the mixture is cloudy at 20 ° C and separates into an oil and a water phase after a few hours.
- This mixture is bright liquid in the temperature range above +5 ° C. At temperatures below 5 ° C, clouding occurs after long periods of storage.
- This mixture is bright liquid in the temperature range from -5 ° C to +50 ° C.
- the solubilizer II a / b used according to the invention is exchanged for a solubilizer of the general formula I in which the radical R 1 is a C 12 radical.
- the mixture is bright liquid in the temperature range from -5 ° C to +50 ° C.
- Example 2 The active ingredient mixture of Example 2 according to the invention is varied in that a diethanolamine derivative of the general formula I is used instead of the solubilizer of the formula II a / b, in which the radical R 1 is a C 12 radical.
- This mixture is also bright liquid from -5 ° C to +50 ° C.
- the 30 second determinations are maintained until the surfactant solution in the measuring cylinder is foamed to 2000 ml.
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)
- Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
- Detergent Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
AT87118486T ATE71652T1 (de) | 1986-12-22 | 1987-12-14 | Verwendung von diethanolaminderivaten als loesungsvermittler fuer schaumarme tenside. |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE3643934 | 1986-12-22 | ||
DE19863643934 DE3643934A1 (de) | 1986-12-22 | 1986-12-22 | Verwendung ausgewaehlter alkyl- und/oder alkenyl-diethanolaminverbindungen als loesungsvermittler fuer schaumarme tenside |
Publications (3)
Publication Number | Publication Date |
---|---|
EP0275478A2 EP0275478A2 (de) | 1988-07-27 |
EP0275478A3 EP0275478A3 (en) | 1989-06-28 |
EP0275478B1 true EP0275478B1 (de) | 1992-01-15 |
Family
ID=6316899
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP87118486A Expired - Lifetime EP0275478B1 (de) | 1986-12-22 | 1987-12-14 | Verwendung von Diethanolaminderivaten als Lösungsvermittler für schaumarme Tenside |
Country Status (6)
Country | Link |
---|---|
US (1) | US4853145A (ja) |
EP (1) | EP0275478B1 (ja) |
JP (1) | JPS63168495A (ja) |
AT (1) | ATE71652T1 (ja) |
DE (2) | DE3643934A1 (ja) |
ES (1) | ES2044906T3 (ja) |
Families Citing this family (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5145608A (en) * | 1986-02-06 | 1992-09-08 | Ecolab Inc. | Ethoxylated amines as solution promoters |
AU660926B2 (en) * | 1990-04-06 | 1995-07-13 | La Jolla Cancer Research Foundation | Method and composition for treating thrombosis |
US5051205A (en) * | 1990-04-18 | 1991-09-24 | Atochem North America, Inc. | Process of forming a stable colloidal dispersion |
DE4323252C2 (de) * | 1993-07-12 | 1995-09-14 | Henkel Kgaa | Klarspüler für die maschinelle Reinigung harter Oberflächen |
CA2132811A1 (en) * | 1993-11-01 | 1995-05-02 | Beth T. G. Graubart | Antimicrobial dish washing liquid |
DE4342214C1 (de) * | 1993-12-10 | 1995-05-18 | Henkel Kgaa | Nichtionische Detergensgemische |
US6403546B1 (en) | 2001-01-31 | 2002-06-11 | S. C. Johnson Commercial Markets, Inc. | Floor cleaner and gloss enhancer |
JP5324057B2 (ja) * | 2006-05-24 | 2013-10-23 | 三洋化成工業株式会社 | アルカリ洗浄剤用消泡剤 |
WO2014126626A1 (en) | 2013-02-15 | 2014-08-21 | Empire Technology Development Llc | Phenolic epoxy compounds |
CN105408411B (zh) | 2013-06-13 | 2018-04-06 | 英派尔科技开发有限公司 | 多官能酚醛树脂 |
EP3077364A4 (en) | 2013-12-02 | 2017-11-08 | Empire Technology Development LLC | Novel gemini surfactants and their use |
Family Cites Families (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US1836047A (en) * | 1930-06-25 | 1931-12-15 | Rohm & Haas | Long chain amine salts |
GB1296530A (ja) * | 1968-12-23 | 1972-11-15 | ||
US3723357A (en) * | 1970-11-16 | 1973-03-27 | Colgate Palmolive Co | Liquid detergent compositions |
US4124517A (en) * | 1975-09-22 | 1978-11-07 | Daikin Kogyo Kabushiki Kaisha | Dry cleaning composition |
DE2633601A1 (de) * | 1976-07-27 | 1978-02-02 | Henkel Kgaa | Fluessiges, als wasch- und reinigungsmittel verwendbares, enzymhaltiges konzentrat |
DE2918047A1 (de) * | 1979-05-04 | 1980-12-11 | Huels Chemische Werke Ag | Biologisch abbaubare und schwachschaeumende tenside, verfahren zu ihrer herstellung und ihre verwendung in reinigungsmitteln |
US4272394A (en) * | 1979-11-19 | 1981-06-09 | Basf Wyandotte Corporation | Machine dishwashing detergents containing low-foaming nonionic surfactants |
DE3111129C2 (de) * | 1981-03-21 | 1984-04-05 | Chemische Fabrik Kreussler & Co Gmbh, 6200 Wiesbaden | Reinigungsverstärker zur Anwendung in Chemischreinigungsmaschinen mit Adsorptionsfiltern |
DE3218667A1 (de) * | 1982-05-18 | 1983-11-24 | Hoechst Ag, 6230 Frankfurt | Konzentrierte waescheweichspuelmittel |
DE3315951A1 (de) * | 1983-05-02 | 1984-11-08 | Henkel KGaA, 4000 Düsseldorf | Verwendung von polyglykolethern als schaumdrueckende zusaetze in schaumarmen reinigungsmitteln |
EP0128231B1 (en) * | 1983-06-10 | 1987-09-09 | S.A. Camp Fábrica de Jabones | Stable concentrated aqueous dispersions of water-insoluble cationic compounds and preparation thereof |
DE3614834A1 (de) * | 1986-05-02 | 1987-11-05 | Henkel Kgaa | Verwendung von aminogruppen enthaltenden polyglykolethern als schaumdrueckende zusaetze in schaumarmen reinigungsmitteln |
DE3614825A1 (de) * | 1986-05-02 | 1987-11-05 | Henkel Kgaa | Verwendung von alkylaminopolyglykolethern als schaumdrueckende zusaetze in schaumarmen reinigungsmitteln |
-
1986
- 1986-12-22 DE DE19863643934 patent/DE3643934A1/de not_active Withdrawn
-
1987
- 1987-12-14 ES ES87118486T patent/ES2044906T3/es not_active Expired - Lifetime
- 1987-12-14 EP EP87118486A patent/EP0275478B1/de not_active Expired - Lifetime
- 1987-12-14 AT AT87118486T patent/ATE71652T1/de not_active IP Right Cessation
- 1987-12-14 DE DE8787118486T patent/DE3776127D1/de not_active Expired - Fee Related
- 1987-12-21 US US07/136,048 patent/US4853145A/en not_active Expired - Fee Related
- 1987-12-22 JP JP62326634A patent/JPS63168495A/ja active Pending
Also Published As
Publication number | Publication date |
---|---|
US4853145A (en) | 1989-08-01 |
DE3643934A1 (de) | 1988-06-23 |
EP0275478A2 (de) | 1988-07-27 |
JPS63168495A (ja) | 1988-07-12 |
ES2044906T3 (es) | 1994-01-16 |
EP0275478A3 (en) | 1989-06-28 |
DE3776127D1 (de) | 1992-02-27 |
ATE71652T1 (de) | 1992-02-15 |
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