DE1051243B - Low-foaming wetting agents - Google Patents
Low-foaming wetting agentsInfo
- Publication number
- DE1051243B DE1051243B DEB41374A DEB0041374A DE1051243B DE 1051243 B DE1051243 B DE 1051243B DE B41374 A DEB41374 A DE B41374A DE B0041374 A DEB0041374 A DE B0041374A DE 1051243 B DE1051243 B DE 1051243B
- Authority
- DE
- Germany
- Prior art keywords
- molecular weight
- higher molecular
- moles
- carbon atoms
- ethylene oxide
- 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.)
- Pending
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
- C11D3/16—Organic compounds
- C11D3/20—Organic compounds containing oxygen
- C11D3/2075—Carboxylic acids-salts thereof
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D19/00—Degasification of liquids
- B01D19/02—Foam dispersion or prevention
- B01D19/04—Foam dispersion or prevention by addition of chemical substances
- B01D19/0404—Foam dispersion or prevention by addition of chemical substances characterised by the nature of the chemical substance
-
- 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
- C11D1/825—Mixtures of compounds all of which are non-ionic
- C11D1/8255—Mixtures of compounds all of which are non-ionic containing a combination of compounds differently alcoxylised or with differently alkylated chains
-
- 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
- C11D1/02—Anionic compounds
- C11D1/04—Carboxylic acids or salts thereof
-
- 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
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S516/00—Colloid systems and wetting agents; subcombinations thereof; processes of
- Y10S516/01—Wetting, emulsifying, dispersing, or stabilizing agents
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Health & Medical Sciences (AREA)
- Toxicology (AREA)
- Dispersion Chemistry (AREA)
- Emergency Medicine (AREA)
- Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
- Coloring (AREA)
- Paper (AREA)
- Materials Applied To Surfaces To Minimize Adherence Of Mist Or Water (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
BUNDESREPUBLIK DEUTSCHLANDFEDERAL REPUBLIC OF GERMANY
DEUTSCHESGERMAN
PATENTAMTPATENT OFFICE
BEKANNTMACHUNG DER ANMELDUNG UND AUSGABE DER AUSLEGESCHRIFT:NOTICE THE REGISTRATION AND ISSUE OF EDITORIAL:
AUSGABE DER PATENTSCHRIFT:ISSUE OF PATENT LETTERING:
DBP 1051243 kl. 8 ο — DBP 1051243 kl. 8 ο -
INTERNAT. KL. D 06 1 13. AUGUST 1956INTERNAT. KL. D 06 1 AUGUST 13, 1956
26. FEBRUAR 1959FEBRUARY 26, 1959
21. APRIL 1966APRIL 21, 1966
WEICHT AB VON DIVERS FROM
1 051 243 (B 41374 IV c / 8 o)1 051 243 (B 41374 IV c / 8 o)
Es ist bekannt, daß Äthylenoxydanlagerungsprodukte an höhermolekulare organische Verbindungen, die über Sauerstoff, Schwefel oder Stickstoff gebunden austauschbare Wasserstoff atome enthalten, oberflächenaktive Eigenschaften besitzen. Von diesen Produkten zeigen solche mit Kohlenwasserstoffresten von weniger als 12 Kohlenstoffatomen vornehmlich Netzeigenschaften, während Produkte mit höhermolekularen Kohlenwasserstoffresten mit 12 und mehr Kohlenstoffatomen vornehmlich Emulgiereigenschaften aufweisen. Diese Unterschiede treten noch charakteristischer hervor, wenn man von den Verbindungen mit weniger als 12 Kohlenstoffatomen vornehmlich solche verwendet, die weniger als fünf Äthylenoxydgruppen im Molekül enthalten und von den höhermolekularen Verbindungen von 12 und mehr Kohlenstoffatomen solche, die mehr als vier Äthylenoxydgruppen im Molekül enthalten.It is known that ethylene oxide addition products to higher molecular weight organic compounds, which contain exchangeable hydrogen atoms bonded via oxygen, sulfur or nitrogen, surface-active Possess properties. Of these products, those with hydrocarbon residues show less than 12 carbon atoms mainly network properties, while products with higher molecular weight Hydrocarbon radicals with 12 or more carbon atoms mainly have emulsifying properties. These differences become even more characteristic when one looks at the connections with fewer than 12 carbon atoms, mainly those with fewer than five ethylene oxide groups contained in the molecule and from the higher molecular weight compounds of 12 and more carbon atoms those which contain more than four ethylene oxide groups in the molecule.
Es wurde festgestellt, daß die Verbindungen mit weniger als 12 Kohlenstoffatomen und weniger als fünf Äthylenoxydgruppen im Molekül eine verhältnismäßig geringe Wasserlöslichkeit besitzen, so daß es erforderlich ist, gewisse Anteile der oben bezeichneten höhermolekularen Verbindungen zusätzlich als Emulgiermittel zu verwenden, wenn man brauchbare Netzmittel herstellen will. Derartige Gemische haben jedoch den Nachteil, daß sie für eine ganze Reihe von Anwendungszwecken zu stark schäumen, was vornehmlich auf die Eigenschaften der höhermolekularen Verbindungen zurückzuführen ist.It has been found that the compounds have fewer than 12 carbon atoms and less than five ethylene oxide groups in the molecule have a relatively low solubility in water, so that it it is necessary to use certain proportions of the above-mentioned higher molecular weight compounds as emulsifiers to use if you want to produce useful wetting agents. Have such mixtures however, the disadvantage that they foam too much for a number of purposes, which is primarily is due to the properties of the higher molecular weight compounds.
Es wurde nun gefunden, daß man zu technisch brauchbaren Netzmitteln gelangt, wenn man derartigen Mischungen geringe Mengen Fettsäure oder schwerlösliche Salze der Fettsäuren, insbesondere Salze der Erdalkali- oder Erdmetalle zusetzt. Diese Kombinationen sind in Wasser klar löslich, besitzen ausgezeichnete Netzwirkung und eine sehr geringe Schaumwirkung, die praktisch vernachlässigt werden kann.It has now been found that technically useful wetting agents can be obtained if such Mixtures of small amounts of fatty acids or sparingly soluble salts of fatty acids, in particular Salts of the alkaline earth or earth metals added. These combinations are clearly soluble in water excellent wetting effect and a very low foaming effect, which are practically neglected can.
Bei den verwendeten Äthylenoxydanlagerungsprodukten handelt es sich um Abkömmlinge mittel- bzw. höhermolekularer Alkohole, Phenole, Carbonsäuren, Merkaptane, Amine, Carbonsäureamide, Sulfonsäureamide u. dgl., deren Kohlenwasserstoffreste auch Heteroatome oder Heteroatomgruppen bzw. Substituenten enthalten können. An Stelle der Äthylenoxydanlagerungsprodukte kommen als Ausgangsstoffe auch andere Alkylenoxydanlagerungsprodukte, wie Propylenoxydanlagerungsprodukte usw., in Betracht.The ethylene oxide addition products used are descendants of medium or high levels. higher molecular weight alcohols, phenols, carboxylic acids, mercaptans, amines, carboxamides, sulfonamides and the like, the hydrocarbon radicals of which also include heteroatoms or heteroatom groups or substituents may contain. Instead of the products of the addition of ethylene oxide there are also starting materials other alkylene oxide addition products, such as propylene oxide addition products, etc., into consideration.
Der Anteil an Verbindungen mit 12 und mehr Kohlenstoffatomen und mehr als vier Äthylenoxydgruppen im Gemisch ist nur gering. Er beträgt etwa 2 bis 25%, vorzugsweise 8 bis 12%, der Menge an netzwirksamen Verbindungen.The proportion of compounds with 12 or more carbon atoms and more than four ethylene oxide groups in the mixture is only slight. It is about 2 to 25%, preferably 8 to 12%, of the amount network-effective connections.
Schaumarme NetzmittelLow-foaming wetting agents
Patentiert für:Patented for:
Böhme Fettchemie G.m.b.H., DüsseldorfBöhme Fettchemie G.m.b.H., Düsseldorf
Dr. Hans Wedell, Düsseldorf-Holthausen/ ist als Erfinder genannt wordenDr. Hans Wedell, Düsseldorf-Holthausen / has been named as the inventor
Als Fettsäuren, die erfindungsgemäß den schäumenden wäßrigen Lösungen oder Dispersionen dieser Stoffe als Antischaummittel zugesetzt werden, kommen in erster Linie höhermolekulare, gesättigte oder ungesättigte Fettsäuren, wie Caprinsäure, Laurinsäure, Myristinsäure, Palmitinsäure, Stearinsäure, ölsäure usw. sowie deren Gemische, wie sie z. B. in den tierischen oder pflanzlichen Fettsäuregemischen, wie Talgfettsäuren, Kokosölfettsäuren, oder auch in den höhermolekularen Carbonsäuren der Paraffinoxydation vorliegen, in Betracht. Darüber hinaus können auch . höhermolekulare verzweigte, aliphatische Carbonsäuren oder solche, die noch Substituenten, wie z.B. Hydroxylgruppen, tragen, verwendet werden. Ferner kommen auch andere höhermolekulare Carbonsäuren, wie z. B. Naphthensäuren u. dgl., in Betracht. An Stelle der höhermolekularen Carbonsäuren, insbeson-. dere Fettsäuren^ kann man, wie oben schon erwähnt, mit besonderem Vorteil deren schwerlösliche Metallsalze, insbesondere Calcium-, Magnesium- und Aluminiumsalze verwenden. Dabei ist es nicht nötig, daß die Salze als solche verwendet werden, sondern sie können auch in der Lösung durch Umsetzung gebildet werden, indem man z. B. neben den Fettsäuren gleichzeitig stöchiometrische oder unterstöchiometrische Mengen von wasserlöslichen Metallsalzen, wie Magnesiumacetat, Calciumformiat usw., verwendet.As fatty acids, according to the invention, the foaming aqueous solutions or dispersions of these Substances that are added as antifoam agents are primarily high molecular weight, saturated or unsaturated Fatty acids such as capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, oleic acid etc. as well as their mixtures, as z. B. in animal or vegetable fatty acid mixtures, such as tallow fatty acids, Coconut oil fatty acids, or in the higher molecular weight carboxylic acids of paraffin oxidation, into consideration. In addition, can also. higher molecular weight branched, aliphatic carboxylic acids or those which still have substituents, such as hydroxyl groups, are used. Further also come other higher molecular carboxylic acids, such as. B. naphthenic acids and the like., Into consideration. On Place of the higher molecular weight carboxylic acids, in particular. whose fatty acids ^ can, as already mentioned above, with particular advantage their sparingly soluble metal salts, in particular calcium, magnesium and aluminum salts use. It is not necessary for the salts to be used as such, but for them can also be formed in the solution by reaction by e.g. B. in addition to the fatty acids at the same time stoichiometric or sub-stoichiometric amounts of water-soluble metal salts, such as magnesium acetate, Calcium formate, etc. are used.
Zur Erreichung des erfmdungsgemäßen Zwecks erfolgt der Zusatz der Fettsäuren oder von deren SalzenTo achieve the purpose according to the invention, the fatty acids or their salts are added
zu den Lösungen der Alkylenoxydanlagerungsprodukte in Mengen von 0,5 bis 30%, vorzugsweise von etwa 2 bis 10%, bezogen auf die Menge der verwendeten Alkylenoxydanlagerungsprodukte. Der Zusatz der Fettsäuren kann auch zu den Anlagerungsprodukten selbst erfolgen.to the solutions of the alkylene oxide addition products in amounts of 0.5 to 30%, preferably of about 2 to 10%, based on the amount of alkylene oxide addition products used. The addition of the Fatty acids can also be made to the addition products themselves.
Die erhaltenen Netzmittel eignen sich für alle Anwendungsarten, bei denen es auf schaumarmes bzw. schaumfreies Arbeiten ankommt, z. B. für Färbebäder, Schlichteflotten, Beuchbäder usw., insbesondere fürThe wetting agents obtained are suitable for all types of application where there is a need for low-foam or Foam-free work is important, e.g. B. for dye baths, sizing liquors, Beuch baths, etc., especially for
609 556/449609 556/449
alle Netzvorgänge, die- sich maschineller Vorrichtungen bedienen. Ί all network processes that use machine devices. Ί
Es ist bereits aus der deutschen Patentschrift 686 311 eine Mischung von Äthylenoxydanlagerungspfodukten an Alkohole mit Carbonsäuren bekannt. Dieses Zweikomponentensystem soll bessere Eigenschaften aufweisen, als es bei Verwendung der aus derIt is already from the German patent 686 311 a mixture of Äthylenoxydanlagungspfodukte known of alcohols with carboxylic acids. This two-component system is said to have better properties than when using the
deutschen Patentschrift 605 973 bekannten Äthylenoxydanlagerungsprodukte an Alkohole der Fall ist, die ein hohes Netz-, Reinigungs- sowie Schaumvermögen besitzen. Wie jedoch festgestellt wurde, besitzt die bekannte Mischung sowohl ein schlechtes Netz- als auch ein geringes Schaumvermögen, wie aus folgendem Versuchsbericht hervorgeht:German Patent 605 973 known ethylene oxide addition products is the case with alcohols, which have a high wetting, cleaning and foaming power. However, it was found to have the known mixture has both a poor wetting power and a low foaming power, as shown in the following Test report shows:
Lfd. Nr.Serial No.
Produktproduct
nach dem
Stampfverfahren
in cm nachFoam height
after
Ramming process
in cm after
Sekunden60
Seconds
von GarnwickelnPosing
of yarn wraps
Sekunden10
Seconds
(Tauchnetzer)DIN 53901
(Diving net)
1. lg/1 Decänol mit 2 Mol Äthylenoxyd 1. lg / 1 decanol with 2 moles of ethylene oxide
2. 0,2 g/lTetradecanol mit 10 Mol Äthylenoxyd2. 0.2 g / l tetradecanol with 10 moles of ethylene oxide
(gemäß deutscher Patentschrift 605 973) (according to German patent specification 605 973)
3. 0,2 g/l Tetradecanol mit 10 Mol Äthylenoxyd3. 0.2 g / l tetradecanol with 10 moles of ethylene oxide
+ 0,1 g/l Talgfettsäure (gemäß deutscher Patentschrift 686 311) + 0.1 g / l tallow fatty acid (according to German patent specification 686 311)
4. 1 g/l Decanol mit 2 Mol Äthylenoxyd + 0,2 g/l4. 1 g / l decanol with 2 moles of ethylene oxide + 0.2 g / l
Tetradecanol mit 10 Mol ÄthylenoxydTetradecanol with 10 moles of ethylene oxide
+ 0,1 g/l Talgfettsäure + 0.1 g / l tallow fatty acid
*) = Keine Grenze zwischen Schaum und Flüssigkeit.*) = No boundary between foam and liquid.
Zur Durchführung der Versuche wurden die entsprechenden Mischungen durch Zusammenschmelzen homogenisiert. Vor Durchführung der Messungen wurden alle wäßrigen Lösungen bzw. Dispersionen 15 Minuten bei 25° C gerührt. Die Prüfung erfolgte in Wasser von 25° C und 10° dH.To carry out the tests, the corresponding mixtures were melted together homogenized. Before the measurements were carried out, all aqueous solutions or dispersions were Stirred for 15 minutes at 25 ° C. The test was carried out in water at 25 ° C and 10 ° dH.
Aus den Ergebnissen geht die Überlegenheit des erfindungsgemäßen Dreikomponentensystems deutlich hervor. Besonders ist noch hervorzuheben, daß die Lösungen vom Typ Nr. 4 völlig stabil sind, während die Lösungen vom Typ Nr. 1 sehr schnell aufrahmen. Dadurch finden auch die unterschiedlichen Werte in den Netzreihen ihre Erklärung. Die Produkte vom Typ Nr. 1 reichern sich an der Oberfläche an und geben deshalb bei der Aufwerfmethode bessere Werte gegenüber der erfindungsgemäßen Mischung Nr. 4. Bei der Tauchnetzmethode verhalten sich die Werte entsprechend umgekehrt. Die Bedeutung der Produkte vom Typ Nr. 1 als Netzmittel ist aus diesem Grunde stark herabgemindert.The superiority of the three-component system according to the invention is clear from the results emerged. It should be particularly emphasized that the solutions of type no. 4 are completely stable during cream the solutions of type no. 1 very quickly. This means that the different values can also be found in the net rows their explanation. The products of type no. 1 accumulate on the surface and therefore give better values compared to mixture no. 4 according to the invention in the case of the throwing method accordingly, the values behave in reverse with the immersion network method. The importance of the products of type no. 1 as a wetting agent is greatly reduced for this reason.
Die Schaumkraft einer wäßrigen Netzmittellösung, welche 0,25 g/l des Anlagerungsproduktes von 2 Mol Äthylenoxyd an Nonylalkohol und 0,025 g/l des Anlagerungsproduktes von 8 Mol Äthylenoxyd an 1 Mol eines Fettalkoholgemisches C12 bis C18 enthält, wird nach einer der üblichen Schaumbestimmungsmethoden gemäß Zeitschrift »Seifen—öle—Fette—Wachse«, 1955, S. 277, bestimmt, wobei 500 cm3 der Lösung in einem 1000 cm3 fassenden Meßzylinder geprüft wurde. Das Mittel zeigt nach 60 Sekunden eine Schaumhöhe von 8,2 cm. Nach Zusatz von 0,025 g Talgfettsäure und 0,005 g Magnesiumacelat zur Lösung fällt die Schaumhöhe auf 3,5 cm.The foaming power of an aqueous wetting agent solution containing 0.25 g / l of the adduct of 2 moles of ethylene oxide with nonyl alcohol and 0.025 g / l of the adduct of 8 moles of ethylene oxide with 1 mole of a fatty alcohol mixture C 12 to C 18 is determined using one of the customary foam determination methods according to the journal "Seifen — öle — Fette — Wachse", 1955, p. 277, with 500 cm 3 of the solution being tested in a 1000 cm 3 measuring cylinder. The agent shows a foam height of 8.2 cm after 60 seconds. After adding 0.025 g of tallow fatty acid and 0.005 g of magnesium acelate to the solution, the foam height falls to 3.5 cm.
Das Netzmittel ist vor allem für Färbeflotten geeignet, wobei es darauf ankommt, schaumfrei zu arbeiten, um eine gleichmäßige Durchfärbung zu erzielen. The wetting agent is particularly suitable for dye liquors, where it is important to be foam-free work to achieve an even color through.
Eine wäßrige Netzflotte, welche 1 g/l des Additionsproduktes von 2,9 Mol Äthylenoxyd an 1 Mol n-Dekanol und 0,2 g/l des Anlagerungsproduktes von 8 Mol Äthylenoxyd an 1 Mol eines Fettalkoholgemisches G12 bis C18 enthält, ist nach Zusatz von 0,2 g Talgfettsäure und 0,05 g Magnesiumacetat praktisch schaumfrei.An aqueous wetting liquor which contains 1 g / l of the addition product of 2.9 mol of ethylene oxide with 1 mol of n-decanol and 0.2 g / l of the addition product of 8 mol of ethylene oxide with 1 mol of a fatty alcohol mixture G 12 to C 18 is according to Addition of 0.2 g of tallow fatty acid and 0.05 g of magnesium acetate, practically foam-free.
Claims (1)
Deutsche Patentschriften Nr. 605 973, 686 311;
Schwartz-Perry, Surface Active Agents {1949), S.516;Considered publications:
German Patent Nos. 605 973, 686 311;
Schwartz-Perry, Surface Active Agents (1949), p.516;
H. Stüpel, »Synthetische Wasch- u. Reinigungsmittel«, 1954, S. 199 und 202.JJ Bikermann, "Foams," 1953, p. 301;
H. Stüpel, "Synthetic Washing and Cleaning Agents", 1954, pp. 199 and 202.
Priority Applications (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| BE557625D BE557625A (en) | 1956-08-13 | ||
| DEB41374A DE1051243B (en) | 1956-08-13 | 1956-08-13 | Low-foaming wetting agents |
| CH356109D CH356109A (en) | 1956-08-13 | 1957-05-16 | Durable concentrated aqueous wetting agent with no more than minimal foaming power |
| FR1178003D FR1178003A (en) | 1956-08-13 | 1957-06-27 | Anti-foaming agents |
| US676718A US3086944A (en) | 1956-08-13 | 1957-08-07 | Foam breakers |
| GB25325/57A GB833082A (en) | 1956-08-13 | 1957-08-12 | An improved surface-active composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEB41374A DE1051243B (en) | 1956-08-13 | 1956-08-13 | Low-foaming wetting agents |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1051243B true DE1051243B (en) | 1959-02-26 |
Family
ID=6966371
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEB41374A Pending DE1051243B (en) | 1956-08-13 | 1956-08-13 | Low-foaming wetting agents |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US3086944A (en) |
| BE (1) | BE557625A (en) |
| CH (1) | CH356109A (en) |
| DE (1) | DE1051243B (en) |
| FR (1) | FR1178003A (en) |
| GB (1) | GB833082A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1280805B (en) * | 1963-07-23 | 1968-10-24 | Hoechst Ag | Process for dyeing synthetic fiber material |
| FR2296687A1 (en) * | 1975-01-03 | 1976-07-30 | Procter & Gamble Europ | Liquid detergent and textile cleaning compsns - contg. 2 types of non-ionic surfactants, anionic surfactant and alcoholic solvent (BE020776) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE791231Q (en) * | 1968-11-04 | 1973-03-01 | Continental Oil Co | SPREAD OIL DISPERSION AGENTS |
| DE2062464A1 (en) * | 1970-12-18 | 1972-06-22 | ||
| US3862050A (en) * | 1971-06-30 | 1975-01-21 | Procter & Gamble | Sodium alkyl ether sulfate c{hd 12{b -c{hd 14 {b soap blends for optimum sudsing in hard surface cleaners |
| AU482709B2 (en) * | 1973-05-31 | 1975-11-27 | Borg-Warner Aust. Ltd. | NON-FOAMING LUBRICATION Specification OIL P |
| GB1580047A (en) * | 1976-04-23 | 1980-11-26 | Unilever Ltd | Process for preparing detergent compositions |
| US4065402A (en) * | 1976-04-29 | 1977-12-27 | Cities Service Company | Tall oil defoamer for high strength acid media |
| US4065404A (en) * | 1976-06-15 | 1977-12-27 | Cities Service Company | Tall oil defoamer for high strength acid media |
| US4065403A (en) * | 1976-06-15 | 1977-12-27 | Cities Service Company | Tall oil defoamer having a nonionic additive defoamer for high strength acid media |
| ATE126289T1 (en) * | 1989-09-26 | 1995-08-15 | Ciba Geigy Ag | AQUEOUS, STORAGE-Stable, LOW-FOAMING WETTING AGENT. |
| ES2090985T3 (en) * | 1992-03-12 | 1996-10-16 | Henkel Kgaa | DEGREASING AGENT. |
| US5972869A (en) * | 1996-12-17 | 1999-10-26 | Colgate-Palmolive Co | Mildly acidic laundry detergent composition providing improved protection of fine fabrics during washing and enhanced rinsing in hand wash |
| US6004918A (en) * | 1998-10-16 | 1999-12-21 | Wacker Silicones Corporation | Liquid detergents containing defoamer compositions and defoamer compositions suitable for use therein |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE605973C (en) * | 1930-11-30 | 1934-11-22 | I G Farbenindustrie Akt Ges | Process for the production of ethers from hydroxyl-containing organic compounds and ethylene oxide |
| DE686311C (en) * | 1933-04-27 | 1940-01-30 | I G Farbenindustrie Akt Ges | Detergents, wetting agents and softeners |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2129709A (en) * | 1938-09-13 | Production of new high molecular | ||
| US1957513A (en) * | 1928-10-18 | 1934-05-08 | Nat Oil Prod Co | Means and method of defoaming |
| GB380851A (en) * | 1931-04-10 | 1932-09-12 | James Yate Johnson | Improvements in the manufacture and production of assistants in the textile and related industries and dispersing agents |
| GB383293A (en) * | 1931-07-29 | 1932-10-31 | Ici Ltd | Agents for diminishing or suppressing foaming and frothing and the application thereof |
| US2133480A (en) * | 1932-01-02 | 1938-10-18 | Ig Farbenindustrie Ag | Production of ethers suitable as dispersing agents and of preparations therefrom |
| DE573048C (en) * | 1932-01-03 | 1933-03-27 | I G Farbenindustrie Akt Ges | Process for the production of dispersions and preparations suitable for them |
| US2088085A (en) * | 1933-10-06 | 1937-07-27 | Ig Farbenindustrie Ag | Production of stable and efficient foam |
| FR776346A (en) * | 1933-12-12 | 1935-01-23 | Dansk Gaerings Industri As | Method for combating scum, particularly in fermenting liquids |
| US2213477A (en) * | 1935-12-12 | 1940-09-03 | Gen Aniline & Film Corp | Glycol and polyglycol ethers of isocyclic hydroxyl compounds |
| US2209591A (en) * | 1936-01-20 | 1940-07-30 | Union Oil Co | Well drilling fluid |
| US2127491A (en) * | 1937-08-02 | 1938-08-16 | Union Oil Co | Foam controlling composition |
| IT439502A (en) * | 1945-11-24 | |||
| US2524309A (en) * | 1947-11-12 | 1950-10-03 | American Marietta Co | Antifoamers for proteinaceous solutions |
| BE510470A (en) * | 1951-04-06 |
-
0
- BE BE557625D patent/BE557625A/xx unknown
-
1956
- 1956-08-13 DE DEB41374A patent/DE1051243B/en active Pending
-
1957
- 1957-05-16 CH CH356109D patent/CH356109A/en unknown
- 1957-06-27 FR FR1178003D patent/FR1178003A/en not_active Expired
- 1957-08-07 US US676718A patent/US3086944A/en not_active Expired - Lifetime
- 1957-08-12 GB GB25325/57A patent/GB833082A/en not_active Expired
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE605973C (en) * | 1930-11-30 | 1934-11-22 | I G Farbenindustrie Akt Ges | Process for the production of ethers from hydroxyl-containing organic compounds and ethylene oxide |
| DE686311C (en) * | 1933-04-27 | 1940-01-30 | I G Farbenindustrie Akt Ges | Detergents, wetting agents and softeners |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1280805B (en) * | 1963-07-23 | 1968-10-24 | Hoechst Ag | Process for dyeing synthetic fiber material |
| FR2296687A1 (en) * | 1975-01-03 | 1976-07-30 | Procter & Gamble Europ | Liquid detergent and textile cleaning compsns - contg. 2 types of non-ionic surfactants, anionic surfactant and alcoholic solvent (BE020776) |
Also Published As
| Publication number | Publication date |
|---|---|
| GB833082A (en) | 1960-04-21 |
| FR1178003A (en) | 1959-05-04 |
| US3086944A (en) | 1963-04-23 |
| CH356109A (en) | 1961-08-15 |
| BE557625A (en) |
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