EP0275478A2 - Utilisation de dérivés de diéthanolamine comme solubilisants pour des agents tensio-actifs peu moussants - Google Patents
Utilisation de dérivés de diéthanolamine comme solubilisants pour des agents tensio-actifs peu moussants Download PDFInfo
- Publication number
- EP0275478A2 EP0275478A2 EP87118486A EP87118486A EP0275478A2 EP 0275478 A2 EP0275478 A2 EP 0275478A2 EP 87118486 A EP87118486 A EP 87118486A EP 87118486 A EP87118486 A EP 87118486A EP 0275478 A2 EP0275478 A2 EP 0275478A2
- Authority
- EP
- European Patent Office
- Prior art keywords
- carbon atoms
- chain
- radical
- weight
- general formula
- 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.)
- Granted
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-OS 33 15 951 (D 6859) relates to the use of selected polyethylene glycol ethers of the formula 1, 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.
- the surfactants can become cloudy from their aqueous solutions.
- Aqueous solutions in particular of the low-foam surfactant components described in DE-OS 33 15 951, show corresponding cloudiness, 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.
- the invention accordingly relates to the use of diethanolamine derivatives of the general formulas I, II a and / or II b in the R1 and R2 straight-chain and / or branched alkyl and / or alkenyl radicals with 8 to 14 carbon atoms for R1 and 9 to 17 carbon atoms for R2 and r, s, t, u, v, w, integers from 1 to 3 as solubilizers for surfactants or surfactant mixtures based on water-soluble and / or water-emulsifiable polyalkylene glycol ethers of longer-chain alcohols when used in foaming cleaning agents at low temperatures and / or in the acidic range.
- 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 according to 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-OS 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, during the preferred meaning of R4 is the n-butyl radical.
- DE-OS 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 R der 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 specifically present in these alcohol cuts correspond to the specified C number ranges.
- Corresponding synthetic alcohols are suitable, but in particular corresponding fatty alcohols or fatty alcohol mixtures, 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 radical R earrings in the compounds of 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 true EP0275478A2 (fr) | 1988-07-27 |
EP0275478A3 EP0275478A3 (en) | 1989-06-28 |
EP0275478B1 EP0275478B1 (fr) | 1992-01-15 |
Family
ID=6316899
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP87118486A Expired - Lifetime EP0275478B1 (fr) | 1986-12-22 | 1987-12-14 | Utilisation de dérivés de diéthanolamine comme solubilisants pour des agents tensio-actifs peu moussants |
Country Status (6)
Country | Link |
---|---|
US (1) | US4853145A (fr) |
EP (1) | EP0275478B1 (fr) |
JP (1) | JPS63168495A (fr) |
AT (1) | ATE71652T1 (fr) |
DE (2) | DE3643934A1 (fr) |
ES (1) | ES2044906T3 (fr) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0651049A2 (fr) * | 1993-11-01 | 1995-05-03 | Reckitt & Colman Inc. | Liquide pour le lavage de la vaiselle ayant des propriétés aseptisantes |
US6013625A (en) * | 1990-04-06 | 2000-01-11 | La Jolla Cancer Research Foundation | Method and composition for treating thrombosis |
Families Citing this family (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5145608A (en) * | 1986-02-06 | 1992-09-08 | Ecolab Inc. | Ethoxylated amines as solution promoters |
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 |
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 (fr) | 2013-02-15 | 2014-08-21 | Empire Technology Development Llc | Composés époxy phénoliques |
WO2014200486A1 (fr) | 2013-06-13 | 2014-12-18 | Empire Technology Development Llc | Résines phénoliques multifonctionnelles |
EP3077364A4 (fr) | 2013-12-02 | 2017-11-08 | Empire Technology Development LLC | Nouveaux tensioactifs gémini et leur utilisation |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2114752A5 (fr) * | 1970-11-16 | 1972-06-30 | Colgate Palmolive Co | |
US3741912A (en) * | 1968-12-23 | 1973-06-26 | Basf Wyandotte Corp | Low foaming detergent |
EP0094655A2 (fr) * | 1982-05-18 | 1983-11-23 | Hoechst Aktiengesellschaft | Agents d'adoucissement concentrés pour le lavage du linge |
EP0128231A1 (fr) * | 1983-06-10 | 1984-12-19 | S.A. Camp Fábrica de Jabones | Dispersions stables aqueuses concentrées de composés cationiques insolubles dans l'eau et leur préparation |
Family Cites Families (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US1836047A (en) * | 1930-06-25 | 1931-12-15 | Rohm & Haas | Long chain amine salts |
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 |
DE3315951A1 (de) * | 1983-05-02 | 1984-11-08 | Henkel KGaA, 4000 Düsseldorf | Verwendung von 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 |
DE3614834A1 (de) * | 1986-05-02 | 1987-11-05 | Henkel Kgaa | Verwendung von aminogruppen enthaltenden polyglykolethern als schaumdrueckende zusaetze in schaumarmen reinigungsmitteln |
-
1986
- 1986-12-22 DE DE19863643934 patent/DE3643934A1/de not_active Withdrawn
-
1987
- 1987-12-14 EP EP87118486A patent/EP0275478B1/fr 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
- 1987-12-14 ES ES87118486T patent/ES2044906T3/es not_active Expired - Lifetime
- 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
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3741912A (en) * | 1968-12-23 | 1973-06-26 | Basf Wyandotte Corp | Low foaming detergent |
FR2114752A5 (fr) * | 1970-11-16 | 1972-06-30 | Colgate Palmolive Co | |
EP0094655A2 (fr) * | 1982-05-18 | 1983-11-23 | Hoechst Aktiengesellschaft | Agents d'adoucissement concentrés pour le lavage du linge |
EP0128231A1 (fr) * | 1983-06-10 | 1984-12-19 | S.A. Camp Fábrica de Jabones | Dispersions stables aqueuses concentrées de composés cationiques insolubles dans l'eau et leur préparation |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6013625A (en) * | 1990-04-06 | 2000-01-11 | La Jolla Cancer Research Foundation | Method and composition for treating thrombosis |
EP0651049A2 (fr) * | 1993-11-01 | 1995-05-03 | Reckitt & Colman Inc. | Liquide pour le lavage de la vaiselle ayant des propriétés aseptisantes |
EP0651049A3 (fr) * | 1993-11-01 | 1995-10-11 | Eastman Kodak Co | Liquide pour le lavage de la vaiselle ayant des propriétés aseptisantes. |
Also Published As
Publication number | Publication date |
---|---|
DE3776127D1 (de) | 1992-02-27 |
EP0275478B1 (fr) | 1992-01-15 |
US4853145A (en) | 1989-08-01 |
ATE71652T1 (de) | 1992-02-15 |
JPS63168495A (ja) | 1988-07-12 |
EP0275478A3 (en) | 1989-06-28 |
ES2044906T3 (es) | 1994-01-16 |
DE3643934A1 (de) | 1988-06-23 |
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