EP0587593A1 - Utilisation d'ethers de dialkyle comme agents anti-moussants - Google Patents

Utilisation d'ethers de dialkyle comme agents anti-moussants

Info

Publication number
EP0587593A1
EP0587593A1 EP19920909827 EP92909827A EP0587593A1 EP 0587593 A1 EP0587593 A1 EP 0587593A1 EP 19920909827 EP19920909827 EP 19920909827 EP 92909827 A EP92909827 A EP 92909827A EP 0587593 A1 EP0587593 A1 EP 0587593A1
Authority
EP
European Patent Office
Prior art keywords
carbon atoms
foam
foam regulators
component
moles
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.)
Ceased
Application number
EP19920909827
Other languages
German (de)
English (en)
Inventor
Rainer Jeschke
Karl Schmidt
Fritz Lange
Karin Koren
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 EP0587593A1 publication Critical patent/EP0587593A1/fr
Ceased 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
    • 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
    • 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
    • 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
    • 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
    • C11D1/662—Carbohydrates or derivatives
    • 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
    • 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
    • C11D1/722—Ethers of polyoxyalkylene glycols having mixed oxyalkylene groups; Polyalkoxylated fatty alcohols or polyalkoxylated alkylaryl alcohols with mixed oxyalkylele groups

Definitions

  • the invention relates to the use of dialkyl ethers as foam regulators for low-foam cleaning agents and agents which contain these dialkyl ethers as foam regulators.
  • Low-foaming cleaning agents for use in trade and industry, in particular for cleaning metal, glass and ceramic surfaces generally contain foam-regulating additives which are able to counteract undesirable foam development.
  • the use of the foam-suppressing auxiliaries is mostly due to the fact that the contaminants detached from the substrates and accumulating in the cleaning baths act as foaming agents.
  • the cleaning agents can also contain constituents, for example anionic surfactants, which give rise to undesirable foaming under the given working conditions.
  • the object of the invention was therefore to develop new foam regulators for low-foam cleaning agents which are free from the disadvantages.
  • the invention relates to the use of dialkyl ethers of the formula (I),
  • R * and R ⁇ independently of one another represent aliphatic, linear or branched hydrocarbon radicals having 6 to 22 carbon atoms and 0 or 1 double bond, optionally together with nonionic surfactants, as foam regulators for low-foam cleaning agents.
  • dialkyl ethers of the type mentioned have a practically equally good, in some cases even superior, foam-regulating action compared to paraffin oils.
  • the substances are chemically stable even in highly alkaline solution, are completely biodegradable and can be formulated with other nonionic surfactants without difficulty.
  • Dialkyl ethers are known substances that are accessible by the relevant methods of preparative organic chemistry. In the well-known WILLIAMSON ether synthesis, one can, for example, start 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 * and R2 independently of one another represent aliphatic, linear or branched hydrocarbon radicals having 6 to 22 carbon atoms and 0 or 1 double bond.
  • Dialkyl ethers of the formula (I) in which R * and R ⁇ independently of one another represent alkyl radicals having 6 to 10 carbon atoms have particularly favorable foam-regulating properties.
  • di-n-hexyl ether di-2-ethylhexyl ether, hexyl octyl ether, di-n-decyl ether, di-n-lauryl ether, di-n-myristyl ether, lauryl yristyl ether, di-n-cetyl ether, cetyl stea - Ryl ether, di-n-oleyl ether, di-n-stearyl ether and stearyl oleyl ether.
  • di-n-octyl ether is preferred.
  • the dialkyl ethers can be added to the low-foaming cleaning agents in amounts of 0.1 to 5, preferably 1 to 3% by weight, based on the agents.
  • Low-foaming cleaning agents are understood to mean, for example, agents for the mechanical cleaning of milk and beer bottles, the cleaning of metal surfaces in the field of automobile construction or for CIP cleaning (cleaning-in-place).
  • Another object of the invention relates to foam regulators containing low-foaming cleaning agents a) dialkyl ethers of the formula (I),
  • R 1 and R 2 independently of one another represent aliphatic, linear or branched hydrocarbon radicals having 6 to 22 carbon atoms and 0 or 1 double bond
  • At least one nonionic surfactant selected from the group formed by adducts of ethylene oxide and / or propylene oxide with fatty alcohols, adducts of ethylene oxide with Guerbet alcohols, mixed ethers and alkyl and / or alkenyl glycosides.
  • foam regulators for foam control of low-foam cleaning agents which contain, as component a), dialkyl ethers of the formula (I) in which R * - * and R 2 independently of one another for alkyl radicals having 6 to 10 carbon atoms and in particular stand for two n-octyl radicals.
  • nonionic surfactants which are prepared by conventional industrial processes by adding an average of 1 to 10 mol of ethylene oxide and / or 1 to 10 mol of propylene oxide to one mole of a fatty alcohol having 8 to 20 carbon atoms.
  • Preferred is the use of fatty alcohol polyglycol ethers which Addition products of on average 1 to 10 moles of propylene oxide and 2 to 7 moles of ethylene oxide with 1 mole of a fatty alcohol with 8 to 18 carbon atoms,
  • the alkylene oxide adducts can have both a conventional "wide” and a narrow homolog distribution.
  • Guerbet alcohols are known branched primary alcohols which are formed by alkaline-catalyzed self-condensation of linear primary alcohols with, for example, 8 to 10 carbon atoms [Soap.Cosm., Chem. Spec. 5281987)].
  • the preparation of the mixed ethers is described for example in German patent application DE 3744535 AI.
  • Preferred mixed ethers are those in which R **> is a butyl radical and n is a number from 4 to 10 or R5 is a dodecyl radical and n is a number from 25 to 30.
  • R-5 for an aliphatic hydrocarbon radical with 6 to 22 carbon atoms and 0 or 1 double bond
  • Z for a glycose unit which is derived from a sugar with 5 or 6 carbon atoms and m stands for numbers from 1 to 10 .
  • Alkyl glycosides in which R5 is derived from a cocoalkyl radical having 12 to 14 carbon atoms are preferred since, in addition to their foam-inhibiting effect, they also have a solubilizing effect.
  • Alkyl and / or alkenyl glycosides are known substances which are accessible by the relevant methods of preparative organic chemistry. Processes for their preparation are based, for example, on glucose or starch, which are reacted with alcohols either directly or via the intermediate stage of the butylglycosides [US 3547828, US 3839318, DE 3723826 AI].
  • the alkyl or alkenyl glycosides of the formula (III) can be derived from Aldosen or Ketosen. Because of the higher reactivity and the technical availability, primarily the glycosides of the reducing saccharides and in particular glucose come into consideration.
  • the alkyl and / or alkenyl glycosides which are preferably used as starting materials are therefore the alkyl and / or alkenyl glucosides.
  • the foam regulators can contain component a) and the sum of components b) in a weight ratio of 90:10 to 10:90, preferably 80:20 to 20:80 and in particular 30:70 to 50:50.
  • the amount used can be 0.1 to 5, preferably 1 to 3,% by weight, based on the low-foaming cleaning agent.
  • test foam A 1% by weight aqueous solution of the triethanolamine salt of tetrapropylene benzene sulfonate was used as the test foam. This was metered in at intervals of one minute in amounts of 1 ml each of the liquor in circulation. The resulting total volume of foam was determined; the results are summarized in Tab. 2.
  • EP3 adduct of an average of 3 moles of ethylene oxide with a technical oleyl alcohol EP3 adduct of an average of 3 moles of ethylene oxide with a technical oleyl alcohol
  • G20-2 adduct of an average of 2 moles of ethylene oxide with a C20 Guerbet alcohol
  • Formulations B and D are according to the invention, formulations A and C are used for comparison.

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)
  • Health & Medical Sciences (AREA)
  • Emergency Medicine (AREA)
  • Detergent Compositions (AREA)

Abstract

Des éthers de dialkyle ayant la formule (I): R1-O-R2, dans laquelle R1 et R2 désignent indépendamment l'un de l'autre des résidus hydrocarbures aliphatiques à chaîne droite ou ramifiée ayant 6 à 22 atomes de carbone et 0 ou 1 liaison double, sont utiles, le cas échéant avec des agents tensio-actifs non ioniques, comme agents anti-mousse dans des produits de nettoyage peu moussants.
EP19920909827 1991-05-18 1992-05-12 Utilisation d'ethers de dialkyle comme agents anti-moussants Ceased EP0587593A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE4116406 1991-05-18
DE19914116406 DE4116406A1 (de) 1991-05-18 1991-05-18 Verwendung von dialkylethern als schaumregulatoren

Publications (1)

Publication Number Publication Date
EP0587593A1 true EP0587593A1 (fr) 1994-03-23

Family

ID=6432014

Family Applications (1)

Application Number Title Priority Date Filing Date
EP19920909827 Ceased EP0587593A1 (fr) 1991-05-18 1992-05-12 Utilisation d'ethers de dialkyle comme agents anti-moussants

Country Status (5)

Country Link
EP (1) EP0587593A1 (fr)
JP (1) JPH06507654A (fr)
CA (1) CA2103465A1 (fr)
DE (1) DE4116406A1 (fr)
WO (1) WO1992020768A1 (fr)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5759979A (en) * 1993-04-05 1998-06-02 Henkel Kommanditgesellschaft Auf Aktien Detergent mixtures comprising APG and fatty alcohol polyglycol ether
EP0709450A1 (fr) * 1994-10-24 1996-05-01 The Procter & Gamble Company Compositions détergentes liquides peu moussantes
US6011071A (en) * 1995-05-17 2000-01-04 Kao Corporation Ether compound and process for producing the same
CN100434500C (zh) * 2005-07-04 2008-11-19 中国科学院理化技术研究所 格尔贝特阴离子表面活性剂及其制备方法和用途
CN111304017B (zh) * 2020-03-24 2022-09-20 万华化学集团股份有限公司 温和低泡洗衣凝珠及其制备方法

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3794601A (en) * 1972-02-28 1974-02-26 Continental Oil Co Anionic surfactant slurry containing dihexyl ether as viscosity reducer and method of providing said slurry
US3954660A (en) * 1974-07-23 1976-05-04 Continental Oil Company Anionic surfactant slurry having increased viscosity and method of providing said slurry
DE3914906A1 (de) * 1989-05-05 1990-11-08 Henkel Kgaa Mischung aus alkylglucosiden und alkoholen als entschaeumer
DE3928601A1 (de) * 1989-08-30 1991-03-07 Henkel Kgaa Verwendung ausgewaehlter mischungen von polyalkylendiolethern als schaumdrueckende zusaetze fuer schaumarme reinigungsmittel
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 WO9220768A1 *

Also Published As

Publication number Publication date
CA2103465A1 (fr) 1992-11-19
WO1992020768A1 (fr) 1992-11-26
JPH06507654A (ja) 1994-09-01
DE4116406A1 (de) 1992-11-19

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