EP0489777A1 - Agents antimousse resistant aux alcalis. - Google Patents

Agents antimousse resistant aux alcalis.

Info

Publication number
EP0489777A1
EP0489777A1 EP90912683A EP90912683A EP0489777A1 EP 0489777 A1 EP0489777 A1 EP 0489777A1 EP 90912683 A EP90912683 A EP 90912683A EP 90912683 A EP90912683 A EP 90912683A EP 0489777 A1 EP0489777 A1 EP 0489777A1
Authority
EP
European Patent Office
Prior art keywords
weight
atoms
polyethylene glycol
general formula
radical
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
Application number
EP90912683A
Other languages
German (de)
English (en)
Other versions
EP0489777B1 (fr
Inventor
Karl-Heinz Schmid
Karin Koren
Detlev Stanislowski
Michael Langen
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Henkel AG and Co KGaA
Original Assignee
Henkel AG and Co KGaA
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 AG and Co KGaA filed Critical Henkel AG and Co KGaA
Publication of EP0489777A1 publication Critical patent/EP0489777A1/fr
Application granted granted Critical
Publication of EP0489777B1 publication Critical patent/EP0489777B1/fr
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/0005Other compounding ingredients characterised by their effect
    • C11D3/0026Low foaming or foam regulating compositions
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66Non-ionic compounds
    • C11D1/72Ethers of polyoxyalkylene glycols
    • C11D1/721End blocked ethers
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66Non-ionic compounds
    • C11D1/825Mixtures of compounds all of which are non-ionic
    • C11D1/8255Mixtures of compounds all of which are non-ionic containing a combination of compounds differently alcoxylised or with differently alkylated chains
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66Non-ionic compounds
    • C11D1/662Carbohydrates or derivatives
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66Non-ionic compounds
    • C11D1/72Ethers of polyoxyalkylene glycols
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • C11D3/34Organic compounds containing sulfur
    • C11D3/3418Toluene -, xylene -, cumene -, benzene - or naphthalene sulfonates or sulfates

Definitions

  • the invention relates to the use of selected mixtures of, on the one hand, end-capped and, on the other hand, non-capped polyethylene glycol ethers as alkali-stable and in aqueous, highly concentrated alkali solutions, homogeneously formulated foam-suppressing additives in low-foam cleaning agents.
  • the active substance mixtures according to the invention are particularly suitable as anti-foaming agents for bottle cleaning and for so-called cleaning-in-place (CI P) cleaning.
  • CI P cleaning-in-place
  • the invention is intended to provide auxiliaries of the type mentioned, which combine high effectiveness with physiological harmlessness and biodegradability.
  • the invention is also based on the object of enabling optimization of the performance profile of the auxiliaries used in practical use, on the one hand, and providing selected polyethylene glycol ethers of the type mentioned, on the other hand, which improve the formulability of these auxiliaries in a commercially available concentrated form ensures.
  • foam-suppressing additives which are able to counteract undesirable foam development.
  • This co-use of the foam-pressing auxiliary agents is mostly due to the fact that the detached from the substrates and in the cleaning baths accumulating impurities act as foaming agents.
  • the cleaning agents themselves can also contain constituents which give rise to undesirable foaming under the given working conditions.
  • anionic surfactants is an example of this.
  • DE-OS 38 00 493 (D 8113) describes the use of polyethylene glycol ethers of the general formula (I) given above, but now in this formula R. a straight-chain or branched alkyl or alkenyl radical having 20 to 28 C atoms, R_ is an alkyl radical with 4 to 8 C atoms and n is a number from 6 to 20.
  • R a straight-chain or branched alkyl or alkenyl radical having 20 to 28 C atoms
  • R_ is an alkyl radical with 4 to 8 C atoms
  • n is a number from 6 to 20.
  • the decisive modification here is the use of longer-chain residues R.
  • These end group-capped polyglycol ethers are also notable for high alkali and acid stability. Their foam-preventing effect in alkaline and neutral cleaning liquors is specified in the Strengthens the senses, moreover they also meet the legal requirements for biodegradability.
  • nonionic surfactants based on polyglycol ether compounds cannot easily be incorporated into aqueous, strongly alkaline formulations. You easily form one of them. aqueous separate phase and therefore require the use of solubilizers.
  • Known effective solubilizers, especially especially for strongly alkaline cleaning formulations, are alkyl mono- and / or oligoglucosides, which must also be a preferred class of substances in the given context for ecological reasons.
  • EP-A2-0 202 638 describes a liquid cleaning concentrate for strongly alkaline cleaning formulations consisting of end-capped fatty alcohol glycol ether compounds with mixed oligoalkoxide residues together with a combination of three solubilizers which ensure homogeneous formulation in strongly alkaline aqueous solutions should .
  • One of these solubilizers used is alkyl mono- and / or alkyl polyglucosides with 8 to 12 carbon atoms in the alkyl radical and 1 to 6 glucose units.
  • an aqueous concentrate containing 10 to 35% by weight is used as the alkaline detergent concentrate for bottle washing.
  • -% alkali metal hydroxide 10 to 50 wt.
  • the teaching of the present invention is based on the task of using fine-tuning and optimization in the selection of the polyethylene glycol ether compounds used to obtain mixtures which are distinguished by particularly high-quality effects when used as anti-foaming agents, and at the same time this effect optimization both in comparison low temperatures - that is, for example, in the range of approximately 20 ° C. - and also in the case of the elevated temperatures usually used in practice in the range of approximately 60 to 70 ° C.
  • the invention further aims to enable the formulation of these auxiliaries in strongly alkaline, highly concentrated aqueous solutions to form single-phase systems. This single-phase formulability should be ensured over the temperature range that is essential in practice, for example from about 20 to 70 ° C.
  • the teaching of the invention is based on the knowledge that the joint use of two structurally similar but not structurally identical polyethylene glycol compounds in cooperation with the alkyl glucosides leads to the desired optimization if at the same time the constitutional features defined below for the structure of the respective type of polyethylene glycol ether compounds are observed.
  • the invention accordingly relates to the use of an active substance mixture which optionally contains water in limited amounts (% by weight, based in each case on the active substance mixture).
  • R. is an alkyl radical with 4 to 10 C atoms and m is a number from 5 to 15,
  • polyethylene glycol ether compounds of the active substance class (2) are selected, end group-closed representatives of the substance class concerned here.
  • these compounds are derived from the general formula (I) regarding their remainder R_. 0- from at least one of the following subclasses:
  • the active ingredient components for (3) allow a somewhat broader version with regard to the definition of their radical R-O-.
  • the starting material here is the 2-branched even-numbered alkanols having 12 to 20 C atoms and thus in particular one or more of the following compounds:
  • the active ingredients or active ingredient mixtures for (2) and (3) of the general formulas (I) and (II) are present together with the alkylglucosides. If desired, the active ingredient components become numbers (4) - d. H. the end group-capped polyethylene glycol ether compounds of the general formula (III) -, alkali metal salts of cumene sulfonate and / or xylene sulfonate and also deionized water.
  • the reaction takes place, for example, at temperatures from 200 to 300 ° C. and leads to branched Guerbet alcohols which have branching in the 2-position to the hydroxyl group.
  • the invention intends to use predominantly or preferably exclusively straight-chain fatty alcohols for the preparation of the 2-branched Guerbet alcohols and ultimately for the synthesis of the compounds of the general formula (I).
  • fatty alcohols of natural origin have at least largely predominantly even chain lengths, so that their 2-branched Guerbet alcohol with 18 carbon atoms cannot be obtained as a uniform condensation product of only one selected fatty alcohol via their dimerization.
  • the necessary dimerization of a mixture of the two fatty alcohols with 8 and 10 C atoms leads to the isomer mixture of the 18 C Guerbet alcohol from 2-hexyldodecanol-1 and 2-octylidecanol-1.
  • the condensation products of the two alcohols used arise with themselves, i. H . , the 2-hexyldecanol-1 from the octanol used and the 2-octyldodecanol-1 from the decanol used.
  • the etherification of the free hydroxyl groups is preferably carried out under the known conditions of Williamson's ether synthesis with straight-chain or branched C.- to C -alkyl halides.
  • the n-butyl radical for the R_ radical from the general form is of particular importance in the course of the inventive action! (I) too.
  • Examples of such a final etherification are accordingly n-butyl halides such as n-butyl chloride.
  • the invention is not limited to this. Further examples are amyl halides, hexyl halides and the higher alkyl halides in the range mentioned.
  • the preparation of compounds of the general formula (III) is carried out analogously.
  • alkyl halide and alkali in a stoichiometric excess, for example from 10 to 50 °, over the hydroxyl groups to be etherified.
  • the cleaning agents in which the partially end-capped polyglycol ether mixtures of the invention are used can be the ingredients customary in such agents, such as wetting agents, builders and complexing agents, alkalis or acids, corrosion inhibitors and, if appropriate, also organic solvents contain .
  • the surfactants used are non-ionic surface-active compounds of the polyglycol ether type 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 alkylolamine salts of fatty acids, alkylsulfuric acids , Alkylsulfonic acids and alkybenzenesulfonic acids into consideration.
  • the cleaning agents can be builders and complexing agents, especially alkali metal orthophosphates, polymer phosphates, silicates, borates, carbonates, polyacrylates and gluconates as well as citric acid, nitrilotriacetic acid, ethylenediaminetetraacetic acid, 1-hydroxyalkane-1-acids and 1-diphosphonic acid, 1-diphosphonic acid (methylenephosphonic acid), phosphonoalkane polycarboxylic acids, e.g. B. phosphonobutane tricarboxylic acid and alkali metal salts of these acids.
  • Highly alkaline cleaning agents especially those for bottle cleaning, contain considerable amounts of caustic alkali in the form of sodium and / or potassium hydroxide.
  • the cleaning agents can include organic solvents, for example alcohols, gasoline frac- ⁇ r'P ""T' ⁇ ⁇ * ⁇ l ⁇ _r '°'" fQ [ ⁇ Monws ⁇ f- p etn fo rrn / io frotp ⁇ I l / lnlami rio included.
  • storage-stable active ingredient mixtures which are foamable and preferably liquid in the temperature range from about 20 to 60 ° C. and which are, for example, 5 to 30% by weight of the active ingredient concentrates from components (1) to (3) and, if desired, additionally (4) to (6) together with 70 to 95% by weight of concentrated aqueous alkali metal hydroxide solutions.
  • These alkali metal hydroxide solutions can be aqueous sodium and / or potassium hydroxide solutions with an alkali metal hydroxide content of at least 30% by weight, in particular at least 40% by weight.
  • Suitable is, for example, aqueous approximately 50% sodium hydroxide solution as the main part of an open-ended aqueous solution, which has a storage stability of approximately 70 ° C. as a homogeneously clear aqueous solution.
  • polyglycol ether mixtures to be used according to the invention give effective effects even in low concentrations.
  • Such detergents are preferred in such quantities added that their concentration in the ready-to-use solutions is approximately in the range of 50 to 500 ppm.
  • the defoaming effect is tested under the following conditions: In a double-walled 2-liter measuring cylinder, 300 ml of a 1 wt. -% aqueous sodium hydroxide solution to 20 C or. 65 C tempered. This solution is mixed with 0.1 ml of the defoaming surfactant to be determined. With the help of a peristaltic pump, the liquid is pumped at a rate of 4 l / min. pumped around. The test fleet is approx.
  • a 1 wt. -% aqueous solution of the triethanolamine salt of tetrapropylene benzene sulfonate is metered in at intervals of one minute in quantities of 1 ml each of the liquor in circulation.
  • the resulting total volume of foam and liquid is determined.
  • the foam-inhibiting effect of the surfactant material used in each case is all the better the longer the period of time required to reach the 2000 ml mark in the measuring cylinder due to the total volume of the liquid and foam phases.
  • the following examples are the corresponding ones Numerical values for this time are given in minutes or in ml of test foam.

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  • 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)

Abstract

L'invention concerne l'utilisation d'un mélange de substances actives contenant éventuellement de l'eau en quantités limitées et composées de (en % en poids relativement au mélange): 1) 5 à 30 % en poids d'alkylglglucosides à base d'alcools gras avec 6 à 12 atomes de C avec un degré de glucosidation de 1 à 2 environ; 2) 5 à 70 % en poids de composés de polyéthylèneglycol-éthers fermés dans les groupes terminaux, de formule générale (I): R1O-(CH2CH2O)n-R2, dans laquelle le résidu R1O- provient d'alcanols pairs ramifiés en position 2 avec 16 à 20 atomes de C, le résidu R2 désigne un résidu alkyle avec 4 à 8 atomes de C et n un nombre de 5 à 9; 3) 5 à 70 % en poids de composés de polyéthylèneglycol-éthers non fermés dans les groupes terminaux, de formule générale (II) R5O-(CH2CH2O)z-H, dans laquelle le résidu R5O- provient d'alcanols pairs ramifiés en position 2 avec 12 à 20 atomes de C et z désigne un nombre de 2 à 5 et éventuellement; 4) 0 à 70 % en poids de composés de polyéthylèneglycol-éthers fermés dans les groupes terminaux, de formule générale (III): R3O-(CH2CH2O)m-R4, dans laquelle R3 désigne un résidu alkyle linéaire avec 8 à 18 atomes de C ou un résidu alkyle ramifié avec 8 à 14 atomes de C, R4 un résidu alkyle avec 4 à 10 atomes de C et m un nombre de 5 à 15; 5) 0 à 5 % en poids de sulfonate de cumène alcalin et/ou de sulfonate de xylène alcalin; 0 à 70 % en poids d'eau déminéralisée, comme concentré de substance active antimousse formulable, résistant aux alcalis et aqueux pour des produits de lavage peu moussants.
EP90912683A 1989-08-30 1990-08-21 Agents antimousse resistant aux alcalis Expired - Lifetime EP0489777B1 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE3928602 1989-08-30
DE3928602A DE3928602A1 (de) 1989-08-30 1989-08-30 Alkalistabile und stark alkalisch formulierbare antischaummittel fuer die gewerbliche reinigung, insbesondere fuer die flaschen- und cip-reinigung
PCT/EP1990/001382 WO1991003538A1 (fr) 1989-08-30 1990-08-21 Agents antimousse resistant aux alcalis

Publications (2)

Publication Number Publication Date
EP0489777A1 true EP0489777A1 (fr) 1992-06-17
EP0489777B1 EP0489777B1 (fr) 1994-04-27

Family

ID=6388138

Family Applications (1)

Application Number Title Priority Date Filing Date
EP90912683A Expired - Lifetime EP0489777B1 (fr) 1989-08-30 1990-08-21 Agents antimousse resistant aux alcalis

Country Status (7)

Country Link
US (1) US5205959A (fr)
EP (1) EP0489777B1 (fr)
JP (1) JPH05500074A (fr)
CA (1) CA2065334A1 (fr)
DE (2) DE3928602A1 (fr)
ES (1) ES2052268T3 (fr)
WO (1) WO1991003538A1 (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1996033255A1 (fr) * 1995-04-21 1996-10-24 Societe D'exploitation De Produits Pour Les Industries Chimiques - Seppic Composition anti-mousse

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US5584943A (en) * 1987-06-01 1996-12-17 Henkel Corporation Cleaning and surface conditioning of formed metal surfaces
DE3928604A1 (de) * 1989-08-30 1991-03-07 Henkel Kgaa Verwendung ausgewaehlter gemische von polyglykolethern als schaumdrueckende zusaetze in schaumarmen reinigungsmitteln
DE4009533A1 (de) * 1990-03-24 1991-09-26 Henkel Kgaa Schwachschaeumendes nichtionisches tensidgemisch
US5538669A (en) * 1990-11-09 1996-07-23 Henkel Kommanditgesellschaft Auf Aktien Stabilized surfactant paste
DE4116406A1 (de) * 1991-05-18 1992-11-19 Henkel Kgaa Verwendung von dialkylethern als schaumregulatoren
DE4210365C2 (de) * 1992-03-30 1995-06-08 Henkel Kgaa Verwendung von Reinigungsmitteln für harte Oberflächen
GB9225075D0 (en) * 1992-12-01 1993-01-20 Ici Plc Low foam polyglycoside formulations
DE4320119A1 (de) * 1993-06-18 1994-12-22 Henkel Kgaa Flüssigkristalline wäßrige Tensidzubereitung
DE4323252C2 (de) * 1993-07-12 1995-09-14 Henkel Kgaa Klarspüler für die maschinelle Reinigung harter Oberflächen
ES2112556T3 (es) * 1993-09-02 1998-04-01 Henkel Kgaa Mezcla detergente acuosa.
DE4342214C1 (de) * 1993-12-10 1995-05-18 Henkel Kgaa Nichtionische Detergensgemische
AU675833B2 (en) * 1994-03-23 1997-02-20 Amway Corporation Concentrated all-purpose light duty liquid cleaning composition and method of use
US5576284A (en) * 1994-09-26 1996-11-19 Henkel Kommanditgesellschaft Auf Aktien Disinfecting cleanser for hard surfaces
EP0709450A1 (fr) * 1994-10-24 1996-05-01 The Procter & Gamble Company Compositions détergentes liquides peu moussantes
US5542950A (en) * 1994-11-10 1996-08-06 Henkel Corporation Alkyl polyglycosides in textile scour/bleach processing
GB9606913D0 (en) 1996-04-02 1996-06-05 Unilever Plc Surfactant blends processes for preparing them and particulate detergent compositions containing them
US6583102B2 (en) * 1996-10-22 2003-06-24 Societe D'exploitation De Produits Pour Les Industries Chimiques Seppic Antifoaming compositions and intermediate anhydrous compositions
FR2754739B1 (fr) * 1996-10-22 1998-12-18 Seppic Sa Compositions anti-mousse et compositions anhydres intermediaires
DE19738866A1 (de) 1997-09-05 1999-03-11 Henkel Kgaa Schaumarme Tensidmischungen mit Hydroxymischethern
SE510989C2 (sv) * 1997-10-29 1999-07-19 Akzo Nobel Nv Högakaliska kompositioner innehållande en hexylglykosid som hydrotrop
DE19851453A1 (de) 1998-11-09 2000-05-11 Cognis Deutschland Gmbh Klarspüler für das maschinelle Geschirrspülen
DE19856727A1 (de) 1998-12-09 2000-06-15 Cognis Deutschland Gmbh Allzweckreiniger
DE19956238A1 (de) * 1999-11-23 2001-06-28 Henkel Ecolab Gmbh & Co Ohg Verwendung von Formulierungen zur Behandlung von Oberflächen zur temporären Verbesserung des Schmutzablöseverhaltens
DE19959311A1 (de) * 1999-12-09 2001-08-23 Henkel Ecolab Gmbh & Co Ohg Entschäumerzubereitung und deren Verwendung
US6989352B2 (en) * 2002-06-12 2006-01-24 Halliburton Energy Services, Inc. Silicic acid mud lubricants
EP2152842B1 (fr) * 2007-05-11 2017-10-11 Ecolab Inc. Nettoyage de polycarbonate
FR2968003B1 (fr) 2010-11-25 2013-06-07 Seppic Sa Nouvel agent hydrotrope, son utilisation pour solubiliser des tensioactifs no-ioniques, compositions les comprenant.
FR2975703B1 (fr) * 2011-05-27 2013-07-05 Seppic Sa Nouvelle utilisation d'heptylpolyglycosides pour solubiliser des tensioactifs non-ioniques dans des compositions nettoyantes acides aqueuses, et compositions nettoyantes acides aqueuses les comprenant.
JP2011252160A (ja) * 2011-08-01 2011-12-15 Adeka Corp Cip洗浄方法
KR102065629B1 (ko) * 2013-03-15 2020-02-11 크로다 인코포레이티드 알콕실화 지방 알콜 알킬 에테르 및 그를 함유하는 제품
AU2013408755B2 (en) * 2013-12-29 2017-05-25 Halliburton Energy Services, Inc. Lubricant for high pH water based mud system

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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1996033255A1 (fr) * 1995-04-21 1996-10-24 Societe D'exploitation De Produits Pour Les Industries Chimiques - Seppic Composition anti-mousse
FR2733246A1 (fr) * 1995-04-21 1996-10-25 Seppic Sa Composition anti-mousse comprenant un tensioactif non ionique et un alkylpolyglycoside

Also Published As

Publication number Publication date
WO1991003538A1 (fr) 1991-03-21
DE59005551D1 (de) 1994-06-01
JPH05500074A (ja) 1993-01-14
US5205959A (en) 1993-04-27
EP0489777B1 (fr) 1994-04-27
ES2052268T3 (es) 1994-07-01
CA2065334A1 (fr) 1991-03-01
DE3928602A1 (de) 1991-03-07

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