WO1993000144A1 - Agents anti-moussants - Google Patents

Agents anti-moussants Download PDF

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Publication number
WO1993000144A1
WO1993000144A1 PCT/EP1992/001374 EP9201374W WO9300144A1 WO 1993000144 A1 WO1993000144 A1 WO 1993000144A1 EP 9201374 W EP9201374 W EP 9201374W WO 9300144 A1 WO9300144 A1 WO 9300144A1
Authority
WO
WIPO (PCT)
Prior art keywords
agent according
carbon atoms
agents
foaming
silicas
Prior art date
Application number
PCT/EP1992/001374
Other languages
German (de)
English (en)
Inventor
Karl Schmid
Gerhard Stoll
Detlev Stanislowski
Johann Klein
Original Assignee
Henkel Kommanditgesellschaft Auf Aktien
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Henkel Kommanditgesellschaft Auf Aktien filed Critical Henkel Kommanditgesellschaft Auf Aktien
Priority to JP5501212A priority Critical patent/JPH06508548A/ja
Priority to CA002112491A priority patent/CA2112491A1/fr
Priority to EP92913063A priority patent/EP0591318A1/fr
Publication of WO1993000144A1 publication Critical patent/WO1993000144A1/fr

Links

Classifications

    • D—TEXTILES; PAPER
    • D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
    • D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
    • D21H21/00—Non-fibrous material added to the pulp, characterised by its function, form or properties; Paper-impregnating or coating material, characterised by its function, form or properties
    • D21H21/06—Paper forming aids
    • D21H21/12—Defoamers
    • 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
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
    • C09D7/40—Additives
    • C09D7/41—Organic pigments; Organic dyes
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
    • C09D7/40—Additives
    • C09D7/43—Thickening agents
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
    • C09D7/40—Additives
    • C09D7/47—Levelling agents
    • 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
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/20—Organic compounds containing oxygen
    • C11D3/2068—Ethers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59

Definitions

  • the invention relates to .Anti-foam agents containing dialkyl ethers, active ingredients and stabilizers and their use as additives for cleaning agents, in the manufacture of paints and varnishes and in the wastewater treatment of sewage treatment plants and from technical processes such.
  • Foam can already arise here when the formulation components are mixed, ie when the paint is rubbed in by stirring in air, and the result is that the respective systems can only be filled and operated with a fraction of the available volume.
  • the use of defoamers and deaerators is also urgently required in this area [Goldschmidt. Inform. J> 6 r 9 (1989)].
  • Another field in which anti-foaming agents are used is the wastewater treatment of sewage treatment plants.
  • air is blown into the wastewater, for example, thereby ensuring intimate mixing and the meeting of the dirt particles with the microorganisms [ChiuZ _ ⁇ 87 (1991)].
  • the resulting foam is protein foam in many cases and therefore particularly resistant. Instead of sedimentation, there is an undesired fixing of the solids in and on the foam lamellae, which makes it difficult to separate the sewage sludge.
  • ketones are suitable as foam inhibitors in soap-containing detergents.
  • European patent application EP 0 324 339 A2 dispersions are also known which contain fatty ketones and contain mineral oils or Guerbet alcohols as carrier liquids.
  • the defoaming effect of such systems is not sufficient for many areas of application.
  • the object of the invention was therefore to develop new anti-foaming agents which are free from the disadvantages described.
  • the invention relates to antifoams containing
  • R **** and R *** - independently of one another represent linear or branched alkyl radicals having 6 to 12 carbon atoms
  • waxy agents with melting points in the range of 60 to 160 ° C and
  • antifoams with dialkyl ethers as carrier oils have an improved defoaming effect compared to products of the prior art and can be used universally.
  • the agents according to the invention are also characterized by high stability against Alkali, active chlorine and active oxygen and are easily biodegradable, which meets the general demand for products that are as environmentally compatible as possible.
  • Dialkyl ethers are known substances which are accessible by the relevant methods of preparative organic chemistry.
  • WILLIAMSON ether synthesis one can start, for example, from fatty alcohols which are reacted with alkyl chlorides in the presence of alkali metal hydroxides.
  • Dialkyl ethers which can be used according to the invention follow the formula (I) in which R 1 and R ** - independently of one another - represent linear or branched alkyl radicals having 6 to 12 carbon atoms. Antifoams with particularly favorable properties are obtained if dialkyl ethers of the formula (I) are used as carrier oils, in which R 1 and R 2 independently of one another represent alkyl radicals having 8 to 10 carbon atoms.
  • di-n-hexyl ether di-2-ethylhexyl ether, hexyl octyl ether, di-n-decyl ether, di-n-lauryl ether and in particular di-n-octyl ether and the unsymmetrical compounds derived therefrom.
  • Suitable defoaming agents are substances of waxy consistency which have a melting point in the range from 60 to 160.degree. Typical examples here are: bl) fat ketones, b2) wax esters, b3) polyethylene waxes, b4) paraffin hydrocarbons, b5) fatty acid amides, b6) hydrophobized silicas, b7) long-chain fatty alcohols and / or b8) long-chain Guerbet alcohols.
  • Fat ketones (component bl) are known substances that can be obtained by the relevant methods of preparative organic chemistry. For their production, one starts, for example, from fatty acid magnesium salts which are pyrolyzed at temperatures above 300 ° C. with elimination of CO2 and water [DE-OS 25 53 900].
  • the fatty ketones to be used according to the invention follow the formula (II),
  • R - ** and R ⁇ independently of one another represent linear or branched hydrocarbon radicals having 11 to 25 carbon atoms and 0 or 1 double bond.
  • fatty ketones of the formula (II) in which R3 and R * - * - represent alkyl radicals having 16 to 22 carbon atoms.
  • Typical examples are fatty ketones, which are obtained by pyrolysis of the magnesium salts of lauric acid, myristic acid, palmitic acid, palmitoleic acid, stearic acid, oleic acid, elaidic acid, petroselinic acid, Arachic acid, gadoleic acid, behenic acid or erucic acid can be prepared.
  • the use of stearone (pentatriacontanon-18) is preferred.
  • Wax esters (component b2) are to be understood as the condensation products of long-chain fatty acids with long-chain fatty alcohols. Wax esters which come into consideration in the sense of the invention follow the formula (III),
  • R ⁇ CO an optionally hydroxyl-substituted acyl radical with 16 to 34 carbon atoms and 0, 1, 2 or 3 double bonds and R * - * - an aliphatic hydrocarbon radical with 16 to 34 carbon atoms and 0, 1, 2 or 3 doubles ⁇ represents bonds.
  • the use of 9-hydroxystearyl behenate is preferred.
  • Polyether waxes which can be used are polymerization products of ethylene which have an average molecular weight of 300 to 3000, preferably 1000 to 2500.
  • Paraffin hydrocarbons (component b4) are technical mixtures of largely linear alkanes with 20 to 40 carbon atoms.
  • Fatty acid amides (component b5) which can be used for the purposes of the invention are condensation products of fatty acids having 12 to 22 carbon atoms and 0 or 1 double bond with polyamines. Typical examples are the aids of lauric acid, myristic acid, palmitic acid, palmitic acid Oleic acid, stearic acid, oleic acid, elaidic acid, petroselinic acid, arachic acid, gadoleic acid, behenic acid or erucic acid with polyamines, for example ethylenediamine, ethylenetriamine, diethylenediamine, dipropylenediamine, triethylenediamine or hexamethylenediamine.
  • the polyamines can be completely acylated or still have free enzyme functions. The use of ethylenediamine-bis-stearylamide is preferred.
  • Hydrophobicized silicas (component b6) which can be used according to the invention represent known reaction products of silicas with silanes, fatty acids or quaternary ammonium compounds.
  • the use of silicas which have been hydrophobicized by means of dichlorodimethylsilane is preferred [Roempp Chemie Lexicon, Thieme Verlag, 9th edition, 1989, p.65].
  • Long-chain fatty alcohols (component b7) are to be understood as primary, straight-chain alcohols which follow the formula (IV). R 7 OH (IV)
  • R 7 represents an alkyl radical having 16 to 34 carbon atoms.
  • Typical examples are cetyl alcohol, stearyl alcohol, arachyl alcohol, behenyl alcohol or montan alcohol.
  • Technical mixtures of alcohols with 18 to 22 carbon atoms are preferred.
  • Long-chain Guerbet alcohols are primary, branched alcohols which can be prepared by self-condensation of fatty alcohols in the presence of alkalis [Soap, Cosm., Chem. Spec. 53 (1987)].
  • self-condensation products of fatty alcohols having 16 to 22 carbon atoms are suitable, the use of Guerbet alcohols having 32 to 36 carbon atoms being preferred.
  • the dispersions have different viscosities depending on the content of active ingredients. At high active substance concentrations, the viscosity is too high for an application; in this case it is necessary to add stabilizers which bring about a reduction in viscosity. Conversely, dispersions with low active substance contents are distinguished by an unfavorably low viscosity, which results in undesired sedimentation in the dispersion. In this case, it is advisable to add such stabilizers to the dispersions which thicken them.
  • the following classes of substances are suitable as stabilizers (component c): cl) alkaline earth and / or aluminum soaps, c2) hydrophobicized silicas, c3) layered silicates; c4) tackifier and c5) nonionic surfactants.
  • Stabilizers cl) to c4) are thickeners, and stabilizers c5) are viscosity reducers.
  • Alkaline earth and / or aluminum soaps are to be understood as the salts of calcium, magnesium, strontium, barium and / or aluminum of fatty acids with 12 to 22 carbon atoms.
  • Typical examples are the optionally basic calcium, magnesium and / or aluminum salts of lauric acid, myristic acid, palmitic acid, stearic acid or behenic acid.
  • the use of calcium distearate, magnesium distearate and / or aluminum hydroxydistearate is preferred.
  • hydrophobicized silicas (component c2) are in turn reaction products of silicas with silanes, fatty acids or quaternary ammonium compounds.
  • the statements made under b6) apply to the special selection.
  • Layer silicates (component c3) are to be understood in the following as salts of the elements of the 1st to 3rd main group of the periodic table which have a crystal lattice with SiO 4 tetrahedra ("layer lattice") each linked in one plane [Ullmann's Encyclopedia of Industrial Chemistry , 4th on 1st , Vol. 21, 365 (1984)].
  • Typical examples of this are Talc Mg 3 [(OH) 2
  • tackifier (component c4) is to be understood as coagulating and thickening agents, such as, for example, polyacrylates, polyalkyl acrylates, rubber and / or polyisobutylenes with an average molecular weight of 10,000 to 100,000.
  • Suitable nonionic surfactants are alkyl glycosides, mixed ethers and / or addition products of ethylene oxide with branched alcohols.
  • G represents a symbol for a glycose unit derived from a sugar with 5 or 6 carbon atoms, x for a number between 1 and 10 and R * - * for an aliphatic hydrocarbon radical with 6 to 22 carbon ⁇ atoms and 0, 1, 2 or 3 double bonds.
  • G is preferably a glucose unit and x is a number from 1.1 to 1.6.
  • Suitable misethers are reaction products of fatty alcohol polyglycol ethers with alkyl chlorides of the formula (VI),
  • R ⁇ represents an aliphatic carbon radical having 6 to 22 carbon atoms and 0, 1, 2 or 3 double bonds
  • R *** - * - 1 represents an alkyl radical having 1 to 4 carbon atoms or a benzyl radical
  • R 11 is hydrogen or a Methyl group
  • n represents a number from 1 to 20.
  • Addition products of ethylene oxide with branched alcohols are to be understood as adducts of on average 1 to 20, preferably 2 to 10, moles of ethylene oxide with Guerbet alcohols having 12 to 36 carbon atoms.
  • EO addition products to technical alcohol mixtures are also considered which, although not exclusively, but to a significant extent, contain branched portions, such as oxo alcohols from Roelen's oxosynthesis.
  • the anti-foaming agents can contain the dialkyl ethers in amounts of 40 to 98, in particular 60 to 95% by weight, based on the agents.
  • the active compounds can be present in amounts of 1 to 50, preferably 1 to 20 and in particular 5 to 10% by weight, based on the composition.
  • the selection of the stabilizers depends on the concentration of active substance and thus on the viscosity of the agents. Low-viscosity agents with active substance contents between 1 and 20% by weight can be added to the stabilizers cl) to c4) in amounts of 0.1 to 10, preferably 1 to 5% by weight.
  • the agents can be prepared by simply stirring the components at room temperature in a purely mechanical way; a chemical reaction does not take place. It is also possible to first heat the mixture of all components above the melting point of the individual substance melting at the highest temperature and to allow the initially hot, clear solution to cool gradually.
  • the anti-foaming agents according to the invention also show a foam-pressing or foam-regulating effect at higher temperatures and particularly stable foams. They are stable to alkalis, active chlorine and active oxygen and are also easily biodegradable.
  • Another object of the invention therefore relates to the use of anti-foaming agents according to the invention as additives to agents for cleaning hard surfaces.
  • anti-foaming agents can be added to the cleaning agents in amounts of 0.1 to 10, preferably 1 to 5% by weight, based on the cleaning agents.
  • antifoam agents according to the invention are also suitable as defoamers or deaerators in the production of paints and varnishes and as defoamers in the wastewater treatment of sewage treatment plants and from technical processes such as metalworking or paper production.
  • Active ingredients Stearon 8 8 - - - - - - - 8 8 HStB PED 522 wax C paraffin 68/70 Aerosil R972 Stenol 1822 G32 / 36 10 - - - - - - - - - - -
  • HStB 9-hydroxystearyl behenate PED 522 polyethylene wax from Hoechst; Wax C ethylenediamine-bis-stearylamide, Hoechst; Paraffin 68/70 paraffin mixture; Melting point 68-70 ° C Aerosil ( R ) R972 dimethyldichlorosilane-hydrophobicized silica, made by Degussa
  • the liquid was returned via a second tube, the lower end of which ended at the height of the upper edge of the measuring cylinder.
  • the liquid was pumped around at a rate of 4 l / min and fell back into the measuring cylinder with foaming. After 0.5 to 30 minutes, the volumes which had formed from foam and liquid were read off. The results are summarized in Table 2.
  • 1 egg (approx. 50 g) was whipped, diluted with 450 g of water at 16 ° d in an electric mixer and whisked for 2 minutes.
  • 100 g of this emulsion were filled into a measuring cylinder of 2000 ml capacity with water of 16 ° d at room temperature to a volume of 500 ml.
  • the suspension was foamed to a volume of 2000 ml using a pumping apparatus analogous to Examples 1 to 8.

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  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Materials Engineering (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Health & Medical Sciences (AREA)
  • Toxicology (AREA)
  • Dispersion Chemistry (AREA)
  • Emergency Medicine (AREA)
  • Detergent Compositions (AREA)

Abstract

Des agents anti-moussants contiennent: a) comme excipients huileux des dialkyléthers ayant la formule (I): R1-O-R2, dans laquelle R1 et R2 représentent indépendamment l'un de l'autre des résidus alkyles à chaîne droite ou ramifiée ayant 6 à 12 atomes de carbone; b) des substances actives cireuses ayant des points de fusion dans une plage comprise entre 80 et 160 °C, ainsi que c) des stabilisants. Ces agents anti-moussants sont résistants aux substances alcalines et au chlore et sont utiles pour éviter la formation de mousse dans des produits de nettoyage de surfaces dures, des vernis et des peintures, ainsi que dans les eaux usées dégagées par des installations d'épuration et par d'autres processus techniques tels que l'usinage de métaux ou la fabrication du papier.
PCT/EP1992/001374 1991-06-26 1992-06-17 Agents anti-moussants WO1993000144A1 (fr)

Priority Applications (3)

Application Number Priority Date Filing Date Title
JP5501212A JPH06508548A (ja) 1991-06-26 1992-06-17 消泡剤
CA002112491A CA2112491A1 (fr) 1991-06-26 1992-06-17 Agents anti-mousse
EP92913063A EP0591318A1 (fr) 1991-06-26 1992-06-17 Utilisation des agents anti-moussants

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DEP4121147.2 1991-06-26
DE4121147A DE4121147A1 (de) 1991-06-26 1991-06-26 Antischaummittel

Publications (1)

Publication Number Publication Date
WO1993000144A1 true WO1993000144A1 (fr) 1993-01-07

Family

ID=6434810

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP1992/001374 WO1993000144A1 (fr) 1991-06-26 1992-06-17 Agents anti-moussants

Country Status (6)

Country Link
EP (1) EP0591318A1 (fr)
JP (1) JPH06508548A (fr)
AU (1) AU2151992A (fr)
CA (1) CA2112491A1 (fr)
DE (1) DE4121147A1 (fr)
WO (1) WO1993000144A1 (fr)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1994025137A1 (fr) * 1993-04-28 1994-11-10 Henkel Kommanditgesellschaft Auf Aktien Dispersions aqueuses anti-mousse
US5874017A (en) * 1996-08-12 1999-02-23 Geo Specialty Chemicals, Inc. Use of microcrystalline wax and low foaming emulsifiers as defoamers
WO2000031225A1 (fr) * 1998-11-26 2000-06-02 Cognis Deutschland Gmbh Granulats antimoussants contenant du dialkylether
US9345991B2 (en) 2011-06-03 2016-05-24 San Nopco Ltd. Defoaming agent

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2849856B1 (fr) * 2003-01-13 2005-03-25 Cray Valley Sa Compositions de revetements mats ou satines
JP4618429B2 (ja) * 2005-07-01 2011-01-26 三菱瓦斯化学株式会社 湿式塗装ブース循環水の消泡剤
DE102006057373B3 (de) * 2006-12-04 2007-10-18 Byk-Chemie Gmbh Entschäumer für wässrige Medien
DE102009013315A1 (de) * 2009-03-18 2010-09-23 Sasol Germany Gmbh Beschichtungen unter Einsatz von Dialkyl-/Dialkenylethern als Hydrophobierungsmittel, deren Verwendung und Metalle versehen mit der Beschichtung
JP5211278B2 (ja) * 2009-10-09 2013-06-12 サンノプコ株式会社 消泡剤
JP2011101849A (ja) * 2009-11-11 2011-05-26 San Nopco Ltd 消泡剤
CN113512901B (zh) * 2020-04-09 2023-03-10 江苏四新科技应用研究所股份有限公司 一种脂肪醇乳液消泡剂的制备方法

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2902452A (en) * 1954-10-26 1959-09-01 Socony Vacuum Oil Co Inc Aqueous glycol inhibited against foaming
US3492242A (en) * 1966-11-30 1970-01-27 Dixie Chem Products Co Chemical defoaming composition
US4631145A (en) * 1983-02-17 1986-12-23 Amoco Corporation Defoamer and antifoamer composition and method for defoaming aqueous fluid systems
EP0324339A2 (fr) * 1988-01-11 1989-07-19 Henkel Kommanditgesellschaft auf Aktien Agent antimousse pour détergents contenant du chlore actif
EP0345042A2 (fr) * 1988-06-02 1989-12-06 Exxon Chemical Patents Inc. Antimousses et leurs utilisations

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2902452A (en) * 1954-10-26 1959-09-01 Socony Vacuum Oil Co Inc Aqueous glycol inhibited against foaming
US3492242A (en) * 1966-11-30 1970-01-27 Dixie Chem Products Co Chemical defoaming composition
US4631145A (en) * 1983-02-17 1986-12-23 Amoco Corporation Defoamer and antifoamer composition and method for defoaming aqueous fluid systems
EP0324339A2 (fr) * 1988-01-11 1989-07-19 Henkel Kommanditgesellschaft auf Aktien Agent antimousse pour détergents contenant du chlore actif
EP0345042A2 (fr) * 1988-06-02 1989-12-06 Exxon Chemical Patents Inc. Antimousses et leurs utilisations

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1994025137A1 (fr) * 1993-04-28 1994-11-10 Henkel Kommanditgesellschaft Auf Aktien Dispersions aqueuses anti-mousse
US5679286A (en) * 1993-04-28 1997-10-21 Henkel Kommanditgesellschaft Auf Aktien Aqueous dispersions of antifoam agents
US5874017A (en) * 1996-08-12 1999-02-23 Geo Specialty Chemicals, Inc. Use of microcrystalline wax and low foaming emulsifiers as defoamers
WO2000031225A1 (fr) * 1998-11-26 2000-06-02 Cognis Deutschland Gmbh Granulats antimoussants contenant du dialkylether
US9345991B2 (en) 2011-06-03 2016-05-24 San Nopco Ltd. Defoaming agent

Also Published As

Publication number Publication date
AU2151992A (en) 1993-01-25
DE4121147A1 (de) 1993-01-07
EP0591318A1 (fr) 1994-04-13
CA2112491A1 (fr) 1993-01-07
JPH06508548A (ja) 1994-09-29

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