EP0489768A1 - Agent antimousse pour le lavage en machine de la vaisselle et des boutelles. - Google Patents

Agent antimousse pour le lavage en machine de la vaisselle et des boutelles.

Info

Publication number
EP0489768A1
EP0489768A1 EP90912439A EP90912439A EP0489768A1 EP 0489768 A1 EP0489768 A1 EP 0489768A1 EP 90912439 A EP90912439 A EP 90912439A EP 90912439 A EP90912439 A EP 90912439A EP 0489768 A1 EP0489768 A1 EP 0489768A1
Authority
EP
European Patent Office
Prior art keywords
general formula
weight
compounds
atoms
branched
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
EP90912439A
Other languages
German (de)
English (en)
Other versions
EP0489768B1 (fr
Inventor
Karl-Heinz Schmid
Detlev Stanislowski
Karin Koren
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.)
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
Publication of EP0489768A1 publication Critical patent/EP0489768A1/fr
Application granted granted Critical
Publication of EP0489768B1 publication Critical patent/EP0489768B1/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
    • 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
    • C11D1/66—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 novel, selected active substance mixtures of alkali-resistant polyalkylene glycol ether compounds which, in the case of their own surfactant action, are distinguished in particular by pronounced foam-suppressing properties when formulated with other known components of foam-like detergents, and to their use for machine dishwashing and bottle cleaning in the home and business .
  • nonionic surfactants based on polyoxyalkylated alkylphenols and / or fatty alcohols for cleaning hard surfaces is known.
  • the high foaming power of these compounds has an unfavorable effect.
  • DE-OS 25 56 544 describes cleaning agents, in particular machine dishwashing detergents, which also use end-group-closed nonionic polyalkylene glycol ether compounds, the class of compounds highlighted there being polyoxyalkylated alcohols having 6 to 22 carbon atoms in straight-chain or branched alkyl or Derive alkylene radical and are characterized in that they with a tert. -Butyl ether grouping end groups are closed. Compounds of this type are said to be able to be used as foam dampers for nonionic and cationic compounds.
  • the teaching of the present invention is based on the object of enabling further improvements of such cleaning and / or rinsing agents for hard surfaces, in particular for the mechanical cleaning of glass, dishes, bottles and the like.
  • the invention intends to provide mixtures of substances which, on the one hand, are themselves surfactant-like, but are particularly suitable for use as strongly foam-suppressing additives in low-foam alkali-resistant detergent mixtures of the type concerned here.
  • Both the area of solid and / or liquid cleaning agents of the type mentioned here and the area of so-called rinse aids, which are known to be used in a final process step before drying of the cleaned items, are mentioned.
  • the active ingredient combinations according to the invention should be able to be used in particular in combination with other customary nonionic, cationic or anionic surface-active substances, builders and other additives or auxiliaries in the dishwashing and cleaning agent formulations of the subject area concerned.
  • the invention accordingly relates to the use of selected mixtures of alkali-resistant polyalkylene glycol ether compounds with surfactant character and foam-suppressing action for machine dishwashing and bottle cleaning in household and commercial use, the characteristic of the invention being that active ingredient combinations of the following components are used -% by weight, based on the combination of active ingredients:
  • R 6 0- (EO) u - (PO) v -H (III) in the R fi O- the residue of a linear or branched alkanol with 8 to 18 C atoms, EO the residue of the ethylene glycol, PO the residue of the propylene glycol, u a number from 2 to 6 and v a number from 3 to 7 mean and if desired
  • This improvement affects both the ability to inhibit or limit foam and that Formulation of the active ingredient mixture into clearly soluble aqueous concentrates.
  • the invention provides for the mixture components of the general formula (I) to (1) on the one hand, and the mixture components of the general formula (II) to (2) on the other hand, either alone or in combination with one another Compounds of the general formula (III) - mixture component to (3) - and the mixture components (4) additionally used if desired.
  • the radical R 0 is derived from the following 2-branched alkanols: 2-hexyldecanol-1, 2-hexyldodecanol-1, 2-octyl-decanol-1 and / or 2-octyldodecanol -1 .
  • Particularly suitable for the teaching according to the invention are those polyethylene glycol ether mixtures of the general formula (I) in which the R.O- radical is derived from the alcohol mixtures (a) or (b) given below: a) 10 to 100 mol% of an equimolar isomer mixture of 2-hexyldodecanoI-1 and 2-octyldecanol-1
  • the preferred compounds of the general formula (II) are derived from the following 2-branched alkanols, the remainder of which in the compounds of the general formula (II) forms the radical R 5 0-:
  • mixture components (1) and the mixture components (2) Representatives of these two classes, which are derived from branched alkanols of the type of Guerbet alcohols, have proven to be particularly effective.
  • alcohols of this type are formed by the condensation of fatty alcohols with a lower carbon number in the presence of alkali, e.g. B. Potassium hydroxide or potassium alcoholate. 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-octyldecanol-1.
  • condensation products of the two alcohols used arise with themselves, i. H . , the 2-hexyldecanol-1 from the octanoi used and the 2-octyldodecanol-1 from the decanol used.
  • Analogous considerations apply to Guerbet alcohol with 14 carbon atoms.
  • 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 - to C 8 -alkyl halides.
  • the n-butyl radical for the R_ radical 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. It may be expedient to use aikyl halide and alkali in a stoichiometric excess, for example from 10 to 50%, over the hydroxyl groups to be etherified.
  • the compounds of the general formula (II) which are not end-capped are prepared in a manner known per se by reacting the selected Guerbet alcohols with ethylene oxide in a molar ratio of 1: 2 to 1: 5.
  • the active substance mixtures according to the invention are suitable both as a foam-suppressing additive to typical cleaning agent mixtures, in particular low-foam mixtures of the type mentioned, in order to further reduce their tendency to foam and also for the formulation of rinse aid.
  • low-foam surfactants can be used in a manner known per se, the foam formation of which is further suppressed by the active ingredient systems according to the invention.
  • the content of the active ingredient mixtures of (1) to (4) in the detergents and cleaning agents can vary within wide limits. It is essential that the polyglycol ether mixtures give effective effects even in low concentrations. In a preferred embodiment, they are added to the cleaning agents in such amounts that their concentration in the ready-to-use solutions is approximately in the range from 50 to 500 ppm.
  • the invention is, however, not restricted to this; in particular, far higher amounts of the active ingredient mixtures according to the invention can also be used. Examples
  • a whisked whole egg egg yolk and egg white
  • this liquid is heated to 60 C in a double-walled 2000 ml measuring cylinder.
  • this solution is sucked from the bottom of the measuring cylinder with a gias tube.
  • the liquid is returned to the measuring cylinder via a second tube, the lower end of which ends at the height of the upper edge of the measuring cylinder.
  • the liquid is at a circulation rate of 4 1 / min. pumped over and falls back into the measuring cylinder. By pumping around this liquid can be foamed up to 2000 ml.
  • the examined products are the following: Product A (according to the invention)
  • This formulation is clear-liquid up to 45 ° C.
  • This formulation is clear and liquid up to 46 ° C.
  • Products A, B and C not only have a better anti-foaming effect than product D, but also - with the same amount of cumene sulfonate - higher temperature stability is achieved for the rinse aid formulation than with product D.

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)
  • Compositions Of Macromolecular Compounds (AREA)
  • Processing And Handling Of Plastics And Other Materials For Molding In General (AREA)

Abstract

Mélange de plusieurs substances antimousse à caractère tensio-actif constitué d'un maximum de 40 % en poids de polyéthylèneglycol-éthers fermés dans les groupes terminaux de formule R1O-(CH2CH2O)n-R2 (I), [R1O = résidu alcanol pair ramifié en position 2 avec 16 à 20 atomes de C; n = 5 - 9; R2 = alkyle avec 4 à 8 atomes de C] et/ou d'un maximum de 40 % en poids de composés de polyéthylèneglycol-éthers non fermés dans les groupes terminaux de formule R5O-(CH2CH2O)z-H (II), [R5O = résidu alcanol pair ramifié en position 2 avec 12 à 20 atomes de C; z = 2 - 5]; avec 20 à 98 % en poids d'éthers mixtes de formule R6O-(EO)u-(PO)c-H (III) [R6O = résidu alcanol linéaire ou ramifié avec 8 à 18 atomes de C; EO = éthylèneglycol; PO = propylèneglycol; p = 2 - 6; q = 3 - 7] avec, le cas échéant, 0 à 80 % en poids de polyéthylèneglycol-éthers fermés dans les groupes terminaux, de formule R3O-(CH2CH2O)m-R4 (IV), [R3 = résidu alkyle linéaire avec 8 à 18 atomes de C ou residu alkyle ramifié avec 8 à 14 atomes de C; R4 = residu alkyle avec 4 à 10 atomes de C; m = 5 -15] pour le lavage en machine de la vaisselle et des bouteilles. Dans les composés employés de préférence, le résidu R5 provient du 2-butyloctanol-1, du 2-butyldécanol-1, du 2-hexyloctanol-1, du 2-hexyldécanol-1, du 2-hexyldodécanol-1, du 2-octyldécanol-1 ou du 2-octyldodécanol-1 et le résidu R1O de mélanges de 2-hexyldodécanol-1 et de 2-octyldécanol-1. Avantage: efficacité et formulabilité élevées dans les systèmes liquides résistant aux alcalis, y compris les concentrés nettement aqueux et solubles.
EP90912439A 1989-08-30 1990-08-21 Agent antimousse pour le lavage en machine de la vaisselle et des boutelles Expired - Lifetime EP0489768B1 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE3928600A DE3928600A1 (de) 1989-08-30 1989-08-30 Schaumdaempfende mehrstoffgemische mit tensidcharakter fuer die maschinelle geschirr- und flaschenreinigung
DE3928600 1989-08-30
PCT/EP1990/001384 WO1991003540A1 (fr) 1989-08-30 1990-08-21 Agent antimousse pour le lavage en machine de la vaisselle et des boutelles

Publications (2)

Publication Number Publication Date
EP0489768A1 true EP0489768A1 (fr) 1992-06-17
EP0489768B1 EP0489768B1 (fr) 1995-06-14

Family

ID=6388136

Family Applications (1)

Application Number Title Priority Date Filing Date
EP90912439A Expired - Lifetime EP0489768B1 (fr) 1989-08-30 1990-08-21 Agent antimousse pour le lavage en machine de la vaisselle et des boutelles

Country Status (7)

Country Link
EP (1) EP0489768B1 (fr)
AT (1) ATE123800T1 (fr)
DE (2) DE3928600A1 (fr)
DK (1) DK0489768T3 (fr)
ES (1) ES2073032T3 (fr)
PT (1) PT95121B (fr)
WO (1) WO1991003540A1 (fr)

Families Citing this family (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ATE172234T1 (de) * 1992-11-26 1998-10-15 Procter & Gamble Reinigungsmittelzusammensetzungen mit einer kombination aus stark hydrophilen und stark hydrophoben nichtionischen tensiden
EP0598973A1 (fr) * 1992-11-26 1994-06-01 The Procter & Gamble Company Composition de nettoyage liquide pour tous usages
DE4323252C2 (de) * 1993-07-12 1995-09-14 Henkel Kgaa Klarspüler für die maschinelle Reinigung harter Oberflächen
DE4327327A1 (de) * 1993-08-13 1995-02-16 Henkel Kgaa Detergensgemische
DE4342214C1 (de) * 1993-12-10 1995-05-18 Henkel Kgaa Nichtionische Detergensgemische
DE4431158C2 (de) * 1994-09-01 1999-10-21 Henkel Kgaa Methyl-endgruppenverschlossene Alkyl- und/oder Alkenylpolyglycolether
DE4439086C2 (de) * 1994-11-02 1997-11-27 Henkel Kgaa Verfahren zur Herstellung von endgruppenverschlossenen nichtionischen Tensiden
DE19500842C2 (de) * 1995-01-13 1996-12-19 Henkel Kgaa Verfahren zur Herstellung von endgruppenverschlossenen nichtionischen Tensiden
DE19738866A1 (de) 1997-09-05 1999-03-11 Henkel Kgaa Schaumarme Tensidmischungen mit Hydroxymischethern
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
DE19920559A1 (de) * 1999-05-05 2000-11-16 Cognis Deutschland Gmbh Verfahren zur Herstellung von alkyl-endgruppenverschlossenen Alkyl- und/oder Alkenylethern
CN102656209A (zh) 2009-12-09 2012-09-05 陶氏环球技术有限责任公司 仲羟基脂肪酸及其衍生物的聚醚衍生物
CN103642033A (zh) * 2013-11-18 2014-03-19 南京理工大学 一种格尔伯特醇非离子表面活性剂
CN109196083A (zh) 2016-05-17 2019-01-11 荷兰联合利华有限公司 液体洗衣洗涤剂组合物

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3315951A1 (de) * 1983-05-02 1984-11-08 Henkel KGaA, 4000 Düsseldorf Verwendung von polyglykolethern als schaumdrueckende zusaetze in schaumarmen reinigungsmitteln
DE3773781D1 (de) 1986-07-24 1991-11-21 Henkel Kgaa Schaumarme und/oder schaumdaempfende tensidgemische und ihre verwendung.
FR2614898B1 (fr) * 1987-05-06 1994-01-07 Sandoz Sa Compositions detergentes liquides biodegradables
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

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO9103540A1 *

Also Published As

Publication number Publication date
DE3928600A1 (de) 1991-03-07
DK0489768T3 (da) 1995-10-30
EP0489768B1 (fr) 1995-06-14
PT95121A (pt) 1991-05-22
DE59009251D1 (de) 1995-07-20
WO1991003540A1 (fr) 1991-03-21
ATE123800T1 (de) 1995-06-15
ES2073032T3 (es) 1995-08-01
PT95121B (pt) 1997-05-28

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