EP0489769A1 - Utilisation de melanges de polyglycol-ethers comme agents antimousse. - Google Patents

Utilisation de melanges de polyglycol-ethers comme agents antimousse.

Info

Publication number
EP0489769A1
EP0489769A1 EP90912440A EP90912440A EP0489769A1 EP 0489769 A1 EP0489769 A1 EP 0489769A1 EP 90912440 A EP90912440 A EP 90912440A EP 90912440 A EP90912440 A EP 90912440A EP 0489769 A1 EP0489769 A1 EP 0489769A1
Authority
EP
European Patent Office
Prior art keywords
mol
polyethylene glycol
mixtures
general formula
hexyldecanol
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
EP90912440A
Other languages
German (de)
English (en)
Other versions
EP0489769B1 (fr
Inventor
Karl-Heinz Dr Schmid
Gilbert Dr Schenker
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.)
BASF Personal Care and Nutrition GmbH
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
Priority to AT9090912440T priority Critical patent/ATE105333T1/de
Publication of EP0489769A1 publication Critical patent/EP0489769A1/fr
Application granted granted Critical
Publication of EP0489769B1 publication Critical patent/EP0489769B1/fr
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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
    • C11D1/66—Non-ionic compounds
    • C11D1/72—Ethers of polyoxyalkylene glycols
    • C11D1/721—End blocked 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
    • C11D1/825—Mixtures of compounds all of which are non-ionic

Definitions

  • the invention relates to the use of selected mixtures of end group-capped polyethylene glycol ethers as foam-pressing additives in low-foam cleaning agents.
  • 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 on the one hand enabling the performance profile of the auxiliaries used to be optimized in practical use, but on the other hand providing selected polyethylene glycol ethers of the type mentioned which ensures improved formulation of these auxiliaries in commercially available concentrate form. This last-mentioned aspect has considerable practical significance and can be understood from the following:
  • Low-foaming cleaning agents for use in trade and industry, in particular for cleaning metal, glass and ceramic surfaces generally contain foam-suppressing additives which are able to counteract undesirable foam development.
  • This use of the foam-pressing aids is usually due to the fact that the contaminants detached from the substrates and accumulating in the cleaning baths act as foaming agents.
  • the cleaning agents themselves can also contain constituents which give rise to undesirable foam formation under the given working conditions.
  • anionic surfactants are also used anionic surfactants.
  • aqueous acid concentrates and in particular corresponding concentrates of aqueous phosphoric acid play a considerable role as a mixture component of the overall system in industrial cleaning.
  • DE-OS 38 00 493 (D 81 13) 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 with 20 to 28 carbon atoms, R. is an alkyl radical with 4 to 8 carbon atoms and n is a number from 6 to 20.
  • R a straight-chain or branched alkyl or alkenyl radical with 20 to 28 carbon atoms
  • R. is an alkyl radical with 4 to 8 carbon atoms
  • n is a number from 6 to 20.
  • the decisive modification here is the use of longer-chain residues R-.
  • These end group-sealed polyglycol ethers are also notable for high alkali and acid stability. Its foam-preventing effect in alkaline and neutral cleaning liquors is enhanced in the specified sense, moreover they also meet the legal requirements for biodegradability.
  • the teaching of the present invention is based on the finding that the task of optimizing, on the one hand, the performance profile and, on the other hand, the formulability of the polyethylene glycol ether of the general formula (I) mentioned in the commercial concentrate form becomes possible if selected mixtures of polyethylene glycol ethers of the general formula (I) can be used.
  • the invention accordingly relates to the use of such selected polyethylene glycol ether mixtures which have the general formula (1)
  • R-O-C CH-CH-O) -R_ (I) 1 2 2 n 2 are sufficient, where R. each has a long-chain branched alkyl and / or alkenyl radical, R_ an alkyl radical with 4 to 8 carbon atoms and n one Numbers of at least 4 mean as foam-suppressing additives for low-foam cleaning agents.
  • the teaching according to the invention is characterized in that mixtures of those polyethylene glycol ethers are used in which the R.O- radical is derived from the alcohol mixtures (a) or (b) given below: a) 10 to 100 M ⁇ r% of an equimolar mixture of isomers 2-hexyldodecanol-1 and 2-octyldecano! -1
  • n each means a number from 5 to 9.
  • substance mixtures of the type defined according to the invention with the heavy weight of the C number distribution in the rest R-0- from the general formula in the range from about 16 to 18 C atoms are particularly valuable if branched alkanols of the Guerbet alcohol type form the basic substance here.
  • Alcohols of this type are known to be formed by the condensation of fatty alcohols with a lower carbon number in the presence of alkali i, e.g. B. Potassium hydroxide or potassium alcoholate.
  • the reaction takes place, for example, at temperatures of 200 to 300 C and leads to branched Guerbet alcohols which have branching in the 2-position to the hydroxyl group.
  • the invention will predominantly or preferably exclusively use straight-chain fatty alcohols for the production of the 2-branched Guerbet alcohols and ultimately for the synthesis of the compounds of the general formula (I).
  • Fatty alcohol oils of natural origin are known to have at least largely predominantly even chain lengths, so that their 2-branched Guerbet alcohol with 18 C atoms cannot be obtained as a uniform condensation product of only a selected fatty alcohol via their dimerization.
  • the end group-capped fatty alcohol polyglycol ethers of the formula (I) are produced in accordance with the specifications of DE-OS 33 15 951.
  • the fatty alcohols of higher carbon number described above are advantageously reacted with ethylene oxide in a molar ratio of 1: 5 to 1: 9 and the hydroxyl groups present in the reaction product obtained are then etherified.
  • the reaction with ethylene oxide takes place under the known alkoxylation conditions, preferably in the presence of suitable alkaline catalysts.
  • 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 1 -C 4 -alkyl halides.
  • n-butyl radical for the radical R 2 from the general formula (I).
  • 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.
  • 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 end group-capped polyglycol ether mixtures of the invention are used can contain the constituents customary in such agents, such as wetting agents, builder substances and complexing agents, alkalis or acids, Corrosion inhibitors and optionally also contain organic solvents.
  • the surfactants used are nonionic 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 alkylbenzenesulfonic acids into consideration.
  • the scaffolding substances and complexing agents can
  • Detergents especially alkali metal orthophosphates
  • aqueous phosphoric acid concentrates which contain approximately equal amounts of phosphoric acid and water can be mixed with the mixtures of the formula (I) according to the invention to give concentrates which are single-phase in the temperature range from 0 to 50 ° C. and are therefore particularly suitable for simple practical use own.
  • the combination of this property with the broad applicability of such substance mixtures as additional components with foam-suppressing action both at low temperatures (20 C) and at elevated temperatures (65 C) represents a significant enrichment of the technical possibilities of the subject area given here.
  • end group-sealed polyglycol ether mixtures to be used according to the invention give effective effects even in low concentrations. They are preferably added to the cleaning agents in amounts such that their concentration in the ready-to-use solutions is approximately in the range from 50 to 500 ppm.
  • the defoaming effect is tested under the following conditions: 300 ml of a 1% strength by weight aqueous sodium hydroxide solution are heated to 20 ° C. or 65 ° C. in a double-walled 2 liter measuring cylinder. 0.1 ml of the defoaming surfactant to be determined is added to this solution. With the help of a peristaltic pump, the liquid is circulated at a rate of 4 l / min. pumped around. The test liquor is approx.
  • a 1% by weight aqueous solution of the triethanolamine salt of tetrapropylene benzene sulfonate is used as the test foam. This is done every 1 minute in quantities of 1 m! added to the fleet 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 respective are corresponding Numerical values for this time are given in minutes or in ml of test foam.
  • Formulation test recipe 1 (according to the invention) 40% phosphoric acid (85%)
  • the formulation is single-phase in the temperature range from 0 ° C. to 50 ° C. and shows no separation whatsoever.
  • the recipe separates above 30 ° C in 2 phases and is therefore not usable in practice.
  • the formulation is single-phase in the temperature range from 0 ° C. to 50 ° C. and shows no separation whatsoever.

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)
  • Detergent Compositions (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

L'invention concerne l'utilisation de polyéthylèneglycol-éthers de formule générale (I): R1O-(CH2CH2O)n-R2, dans laquelle R1 désigne un résidu alkyle et/ou alkényle ramifié à chaîne longue, R2 un résidu alkyle avec 4 à 8 atomes de C et n un nombre au moins égal à 4, comme additifs antimousse pour des produits de lavage peu moussants, caractérisée en ce que, pour optimiser d'une part l'efficacité et d'autre part les possibilités de formulation des polyéthylèneglycols-éthers sous forme de concentrés courants, on emploie des mélanges de polyéthylèneglycol-éthers de formule générale (I), dans lesquels le résidu R1O- résulte des mélanges alcooliques (a) ou (b) suivants: a) 10 à 100 moles % d'un mélange isomérique équimolaire de 2-hexyldodécanol-1 et de 2-octyldécanol-1, 0 à 90 moles % de 2-hexyldécanol-1, 0 à 50 moles % de 2-octyldodécanol-1 ou b) 40 à 70 moles % de 2-hexyldécanol-1, 60 à 30 moles % de 2-octyldodécanol-1 et n désigne un nombre de 5 à 9.
EP90912440A 1989-08-30 1990-08-21 Utilisation de melanges de polyglycol-ethers comme agents antimousse Expired - Lifetime EP0489769B1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AT9090912440T ATE105333T1 (de) 1989-08-30 1990-08-21 Verwendung von polyglykolethergemischen als antischaummittel.

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE3928604A DE3928604A1 (de) 1989-08-30 1989-08-30 Verwendung ausgewaehlter gemische von polyglykolethern als schaumdrueckende zusaetze in schaumarmen reinigungsmitteln
DE3928604 1989-08-30
PCT/EP1990/001380 WO1991003537A1 (fr) 1989-08-30 1990-08-21 Utilisation de melanges de polyglycol-ethers comme agents antimousse

Publications (2)

Publication Number Publication Date
EP0489769A1 true EP0489769A1 (fr) 1992-06-17
EP0489769B1 EP0489769B1 (fr) 1994-05-04

Family

ID=6388140

Family Applications (1)

Application Number Title Priority Date Filing Date
EP90912440A Expired - Lifetime EP0489769B1 (fr) 1989-08-30 1990-08-21 Utilisation de melanges de polyglycol-ethers comme agents antimousse

Country Status (7)

Country Link
US (1) US5921910A (fr)
EP (1) EP0489769B1 (fr)
JP (1) JPH05500073A (fr)
CA (1) CA2065349A1 (fr)
DE (2) DE3928604A1 (fr)
ES (1) ES2052266T3 (fr)
WO (1) WO1991003537A1 (fr)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE4102709C1 (en) * 1991-01-30 1992-07-30 Joachim F. Dipl.-Chem. Dr. 4330 Muelheim De Marx Degreasing metal surfaces using aq. prepn. - contg. biologically degradable adducts of lower alkylene oxide(s), fatty alcohol(s) and cationic surfactants
US5612305A (en) * 1995-01-12 1997-03-18 Huntsman Petrochemical Corporation Mixed surfactant systems for low foam applications
US6593287B1 (en) * 1999-12-08 2003-07-15 The Procter & Gamble Company Compositions including ether-capped poly(oxyalkylated) alcohol surfactants
JP2003527949A (ja) 1999-12-08 2003-09-24 ザ、プロクター、エンド、ギャンブル、カンパニー エーテル末端処理ポリ（オキシアルキル化）アルコール湿潤剤を含む組成物
US6844309B1 (en) 1999-12-08 2005-01-18 The Procter & Gamble Company Ether-capped poly(oxyalkylated) alcohol surfactants
JP2003516368A (ja) 1999-12-08 2003-05-13 ザ、プロクター、エンド、ギャンブル、カンパニー エーテル末端処理ポリ（オキシアルキル化）アルコール界面活性剤の調製方法

Family Cites Families (10)

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Publication number Priority date Publication date Assignee Title
DE1223822B (de) * 1965-01-27 1966-09-01 Deutsche Erdoel Ag Verfahren zur Herstellung von beta-verzweigten, gesaettigten und ungesaettigten Aldehyden
US3862994A (en) * 1973-06-06 1975-01-28 Continental Oil Co Process for condensation of alcohols
US4011273A (en) * 1975-08-04 1977-03-08 Henkel Inc. Method for the production of guerbet alcohols utilizing insoluble lead catalysts
DE3115644A1 (de) * 1981-04-18 1982-11-04 Henkel KGaA, 4000 Düsseldorf "pulverfoermiger entschaeumer fuer waessrige systeme, verfahren zu seiner herstellung und seine verwendung"
DE3305430A1 (de) * 1983-02-17 1984-08-23 Henkel KGaA, 4000 Düsseldorf Verwendung von alkoholen und deren derivaten als viskositaetsregler fuer hochviskose technische tensid-konzentrate
DE3315951A1 (de) * 1983-05-02 1984-11-08 Henkel KGaA, 4000 Düsseldorf Verwendung von polyglykolethern als schaumdrueckende zusaetze in schaumarmen reinigungsmitteln
DE3400008A1 (de) * 1984-01-02 1985-07-11 Henkel KGaA, 4000 Düsseldorf Zur verwendung in tensidhaltigen mitteln geeignetes schaumregulierungsmittel
DE3727378A1 (de) * 1987-08-17 1989-03-02 Henkel Kgaa Schaumdrueckende zusaetze in schaumarmen reinigungsmitteln
DE3800493A1 (de) * 1988-01-11 1989-07-20 Henkel Kgaa Verwendung von polyglykolethern als schaumdrueckende zusaetze in schaumarmen reinigungsmitteln, die insbesondere auch fuer die kaltreinigung geeignet sind
DE3928602A1 (de) * 1989-08-30 1991-03-07 Henkel Kgaa Alkalistabile und stark alkalisch formulierbare antischaummittel fuer die gewerbliche reinigung, insbesondere fuer die flaschen- und cip-reinigung

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO9103537A1 *

Also Published As

Publication number Publication date
US5921910A (en) 1999-07-13
EP0489769B1 (fr) 1994-05-04
ES2052266T3 (es) 1994-07-01
CA2065349A1 (fr) 1991-03-01
DE3928604A1 (de) 1991-03-07
DE59005647D1 (de) 1994-06-09
WO1991003537A1 (fr) 1991-03-21
JPH05500073A (ja) 1993-01-14

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