EP0272574A2 - Mélanges d'agents tensio-actifs non ioniques liquides - Google Patents

Mélanges d'agents tensio-actifs non ioniques liquides Download PDF

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Publication number
EP0272574A2
EP0272574A2 EP87118480A EP87118480A EP0272574A2 EP 0272574 A2 EP0272574 A2 EP 0272574A2 EP 87118480 A EP87118480 A EP 87118480A EP 87118480 A EP87118480 A EP 87118480A EP 0272574 A2 EP0272574 A2 EP 0272574A2
Authority
EP
European Patent Office
Prior art keywords
weight
mixtures
alcohols
surfactant
alkyl
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
EP87118480A
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German (de)
English (en)
Other versions
EP0272574A3 (en
EP0272574B1 (fr
Inventor
Peter Dr. Jeschke
Eva Dr. Kiewert
Claus Nieendick
Hans Dr. Nüsslein
Peter Dr. Sandkühler
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
Priority to AT87118480T priority Critical patent/ATE94897T1/de
Publication of EP0272574A2 publication Critical patent/EP0272574A2/fr
Publication of EP0272574A3 publication Critical patent/EP0272574A3/de
Application granted granted Critical
Publication of EP0272574B1 publication Critical patent/EP0272574B1/fr
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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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
    • 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
    • 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
    • C11D1/835Mixtures of non-ionic with cationic compounds
    • 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
    • C11D1/38Cationic compounds
    • C11D1/42Amino alcohols or amino ethers
    • C11D1/44Ethers of polyoxyalkylenes with amino alcohols; Condensation products of epoxyalkanes with amines
    • 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
    • C11D1/722Ethers of polyoxyalkylene glycols having mixed oxyalkylene groups; Polyalkoxylated fatty alcohols or polyalkoxylated alkylaryl alcohols with mixed oxyalkylele groups
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S516/00Colloid systems and wetting agents; subcombinations thereof; processes of
    • Y10S516/01Wetting, emulsifying, dispersing, or stabilizing agents

Definitions

  • the alkylphenol ethoxylates used to a large extent as nonionic surfactant components have a considerably better cold behavior (lower pour point and cold cloud point) than comparable ethoxylates based on linear fatty alcohols.
  • the nonylphenol-10 EO adduct (NP-10) in particular is characterized by such excellent application properties that it has a universally applicable surfactant for detergents and cleaning agents, but also an emulsifier for a large number of technical applications.
  • this surfactant has very good degreasing properties, both on metal and on textile fabric. Because of these favorable properties, NP-10 is by far the most important representative in terms of quantity from the class of alkylphenol ethoxylates.
  • alkylphenol ethoxylates give cause for concern, so that considerable efforts are being made to at least partially replace these technologically high-quality surfactant components by components with better environmental compatibility.
  • Alkoxylated fatty alcohols of natural and / or synthetic origin are particularly suitable for this.
  • ether alcohols of the latter type only have the hydrophilicity values desired in practice - cloud point, for example, in the range from about 50 to 60 ° C. - only in those embodiments in which the ether alcohols as such are solid at room temperature.
  • the invention is based on the object of providing surfactant mixtures based on alkoxylated straight-chain and / or branched primary alcohols, in particular corresponding linear fatty alcohols, which are still liquid at low temperatures, for example at temperatures down to 5 ° C., and a can provide high surfactant performance.
  • the invention has in particular the task of creating a surfactant mixture which is similar in its essential technological properties to the NP-10 and which are constructed exclusively on the basis of environmentally compatible components.
  • the mixture according to the invention is prepared in a manner known per se by two-stage alkoxylation of the alcohol mixture, propylene oxide being added in the first stage and ethylene oxide being added in the second stage.
  • the starting alcohols are primarily mixtures obtained from coconut fatty alcohols, from which the majority of C12-C16 alcohols have been removed by distillation. Mixtures obtained from synthetic fatty alcohols, for example oxo alcohols, can also be used as starting materials. Such alcohols generally contain a proportion of alcohols branched methyl in the 2-position. However, preference is given to using the mixtures obtained from native alcohols, in which the alkyl radicals differ in each case by 2 carbon atoms.
  • the alkoxylation can be carried out in the presence of acidic or alkaline catalysts.
  • Alkaline catalysts such as hydroxides or alcoholates of potassium or sodium, are preferably used. Examples include NaOH, KOH, sodium methylate, sodium ethylate, potassium methylate and potassium ethylate.
  • the hydroxides and alcoholates can be used in alcoholic solution, after which the solution alcohol is removed by distillation before the alkoxylation. Usually 0.5 to 5%, preferably 1 to 3% catalyst, based on the starting material, is used.
  • the alkoxylation can be carried out at normal pressure by introducing the alkylene oxides into the alcohol mixture.
  • an autoclave under an increased initial pressure, for example an initial pressure of 2 to 10 bar, preferably 3 to 6 bar.
  • the pressure then drops to normal pressure.
  • the temperature of the alcohol to be alkoxylated is generally 80 to 200 ° C, usually 100 to 180 ° C.
  • the alkoxylate can generally be used directly. If the small catalyst residues interfere, they can be neutralized, for example wise by adding organic acids such as acetic acid or citric acid.
  • carbon dioxide can also be pressed into the autoclave and the precipitated alkali carbonate can be filtered off.
  • Alkoxylated fatty alcohols in the production of which first propylene oxide and then ethylene oxide are added, are known per se. However, they differ considerably in the composition of the radical R from the mixtures according to the invention.
  • US Pat. No. 2,174,761 describes products which in some cases have considerably higher proportions of PO and are derived from cetyl or dodecyl alcohol. These have much higher solidification areas and are less biodegradable.
  • DE 27 24 349-A1 describes spray-dried detergents which contain nonionic surfactants of a similar constitution, the alkyl radicals preferably having 12 to 18 carbon atoms and not consisting of mixtures with a predominant content of C9 to C10 alkyl radicals.
  • DE 28 10 703-A1 describes nonionic surfactants in a different order of the PO and EO groups.
  • a comparative experiment in which a mixed alcohol reacted with 4 mol PO and 15 mol EO with 43% C12-alkyl residues and 57% C13-alkyl residues (78% linear, 22% methyl branched) was examined, shows a comparatively high freezing point and an unfavorable washing result , which is why it was not to be expected that the mixtures according to the invention would offer significant advantages in this regard.
  • DE 32 32 616 discloses liquid detergents which contain mixtures of nonionic surfactants with a comparable molecular structure. However, these alkoxylates are preferably derived from alcohols having 12 to 18 carbon atoms or mixtures of cetyl, oleyl and stearyl alcohol mixtures. Surfactant mixtures of the composition according to the invention are neither disclosed nor suggested.
  • the nonionic surfactant mixture according to the invention is equivalent to the highest quality alkylphenol ethoxylates. This applies both to the compounds alone and to their mixtures with other additives and auxiliaries, as are usually used in detergents, cleaners, emulsifiers and dispersants.
  • the invention therefore relates to the replacement of nonylphenol-9- or 10 EO by the surfactant mixture defined according to the invention in known solid and liquid preparations, in particular detergents, wetting agents and dispersants.
  • liquid nonionic surfactants can also be combined with other readily biodegradable nonionic compounds.
  • Suitable additives are, for example, ethoxylates derived from primary alcohols or alkylamines having 10 to 18, in particular 10 to 14, carbon atoms and having an average of 1 to 4, preferably 2 to 3, EO groups.
  • the mixing ratio with these additives can be 1: 2 to 10: 1.
  • the composite compositions can be in solid or granular or in liquid form.
  • liquid washing, rinsing and cleaning agents for which the alkoxylates according to the invention are particularly suitable on account of their low cloud temperatures and favorable solution properties.
  • Solid detergents can, for example, have the following composition (in% by weight of anhydrous substance): 0.5 to 25%, preferably 1 to 20%, of the nonionic surfactant mixture according to the invention, 0 to 25%, preferably 2 to 20%, of anionic surfactants from the class of alkali soaps and sulfonate surfactants, in particular C 9-13 alkylbenzenesulfonates, alphasulfofatty acid salts, alphasulfofatty acid alkyl ester salts and alkanesulfonates each having 12 to 18 carbon atoms in the aliphatic radical, 0 to 10% of non-ionic C 10-18 alcohol ethoxylates containing 2 to 15 EO groups, 10 to 70%, preferably 20 to 50%, of builder salts from the class of the phosphates, polyphosphates, carbonates, silicates of sodium, sodium nitrilotriacetate and finely divided zeolite of the NaA type, 0.1 to 5% of complexing
  • Liquid assets include, for example 5 to 30%, preferably 8 to 25%, of the nonionic surfactant mixture according to the invention, 0 to 20%, preferably 2 to 15% of the aforementioned anionic surfactants, 0 to 10% of the aforementioned nonionic alcohol ethoxylates, 0.1 to 4%, preferably 0.2 to 2% of the aforementioned polyphosphonates, 0 to 2% of optical brighteners, Balance water, organic solvents and hydrotropes.
  • nonylphenol-10 EO a surfactant mixture according to the invention “product A”.
  • product A a surfactant mixture according to the invention.
  • a detergent formulation of the following composition was used, which contains 3% nonylphenol + 10 EO (NP-10) and was replaced by product A.
  • the ethoxylated C12-C14 amine + 2 EO was a product made from coconut fatty acids.
  • washing machine with drum arranged horizontally (Miele U 433); Soaking program; 60 ° C; Concentration 5 g / l; Water hardness 16 ° dH; 3 rinsing and spinning cycles; Textile samples made of cotton (B), polyester (PE) and blended fabrics made of polyester-cotton (PE / B), each soiled with a dust-skin fat combination; 0.3 kg test fabric and 3 kg clean filling laundry; photometric evaluation
  • the agents according to the invention are able to replace the ethoxylated nonylphenol without any noticeable loss of activity.
  • the combination according to Examples 2 and 4 is superior to the comparative product.
  • product A according to the invention achieved a carbon breakdown of over 70% and are therefore considered to be easily biodegradable.
  • Nonylphenol with 9 EO or 10 EO does not reach this value.
  • the degradability was over 80% (value found over 96%).
  • TA-5/10 EO is a 1: 1 mixture of C 16-18 tallow alcohol with 5 EO and 10 EO
  • C12-ABS Na-dodecylbenzenesulfonate (C 11-13- alkyl)
  • the soaps are sodium soaps
  • STP is Sodium tripolyphosphate
  • the cleaning ability was determined according to the quality standards of the industrial association cleaning and care products, published in soaps, oils, fats, waxes. 108 , No. 16, p. 527 (1982).
  • the cleaning agent to be tested was placed in a 1% aqueous solution on an artificially soiled PVC plastic surface.
  • a mixture of carbon black, machine oil, triglyceride of saturated fatty acids and low-boiling aliphatic hydrocarbon was used as artificial soiling.
  • the test area of 26 ⁇ 28 cm was evenly coated with 2 g of the artificial soiling with the aid of a surface coater.
  • a plastic sponge was impregnated with 20 ml of the detergent solution to be tested and moved mechanically on the test surface. After 6 wiping movements, the cleaned test area was kept under running water and the loose dirt was removed. The cleaning effect, d. H. the whiteness of the plastic surface cleaned in this way was measured using an LF 90 photoelectric colorimeter (Dr. B. Lange). The clean white plastic surface served as the white standard.
  • NP10 is only slightly superior to the agents according to the invention in formulations with a high surfactant content, but only scarcely achieves their cleaning effect when used sparingly.
  • Liquid abrasives of the composition listed below were produced and tested for their cleaning effect. The test procedure was identical to that used for testing all-purpose cleaners. Since liquid abrasives are used, in addition to the above-mentioned test grease, which mainly contains fat, a test which is more difficult to remove and mainly contains pigments has become dirt used. The latter consisted of soot, kaolin, calcium carbonate, petroleum jelly and low-boiling aliphatic hydrocarbon.

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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)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
EP87118480A 1986-12-22 1987-12-14 Mélanges d'agents tensio-actifs non ioniques liquides Expired - Lifetime EP0272574B1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AT87118480T ATE94897T1 (de) 1986-12-22 1987-12-14 Fluessige nichtionische tensidmischungen.

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE3643895 1986-12-22
DE19863643895 DE3643895A1 (de) 1986-12-22 1986-12-22 Fluessige nichtionische tensidmischungen

Publications (3)

Publication Number Publication Date
EP0272574A2 true EP0272574A2 (fr) 1988-06-29
EP0272574A3 EP0272574A3 (en) 1989-09-06
EP0272574B1 EP0272574B1 (fr) 1993-09-22

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ID=6316875

Family Applications (1)

Application Number Title Priority Date Filing Date
EP87118480A Expired - Lifetime EP0272574B1 (fr) 1986-12-22 1987-12-14 Mélanges d'agents tensio-actifs non ioniques liquides

Country Status (5)

Country Link
US (1) US4965014A (fr)
EP (1) EP0272574B1 (fr)
AT (1) ATE94897T1 (fr)
DE (2) DE3643895A1 (fr)
ES (1) ES2059351T3 (fr)

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1991003536A1 (fr) * 1989-08-30 1991-03-21 Henkel Kommanditgesellschaft Auf Aktien Utilisation de melanges de polyalkylenediol-ethers comme agents antimousse
WO1991009925A2 (fr) * 1989-12-22 1991-07-11 Henkel Kommanditgesellschaft Auf Aktien Utilisation d'une combinaison de tensio-actifs non ioniques
GB2245262A (en) * 1990-06-22 1992-01-02 Unilever Plc Aluminosilicate slurries l
WO1994010278A1 (fr) * 1992-11-04 1994-05-11 Henkel Kommanditgesellschaft Auf Aktien Concentre tensioactif aqueux
EP0652281A1 (fr) * 1993-11-05 1995-05-10 The Dow Chemical Company Composition alcaline aqueuse
EP0694606A3 (fr) * 1994-07-29 1997-05-21 Hoechst Ag Mélanges des alkoxylates comme agent anti-mousse et utilisation
WO1999009121A1 (fr) * 1997-08-20 1999-02-25 Colgate-Palmolive Company Compositions de nettoyage universel liquides sous forme de microemulsions
CN101584973A (zh) * 2008-05-20 2009-11-25 考格尼斯知识产权管理有限责任公司 低倾点的水性表面活性剂组合物
WO2011003904A1 (fr) * 2009-07-10 2011-01-13 Basf Se Mélange de tensioactifs contenant des constituants à chaîne courte et à chaîne longue

Families Citing this family (21)

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Publication number Priority date Publication date Assignee Title
DE3839602A1 (de) * 1988-11-24 1990-05-31 Henkel Kgaa Pastoeses, phosphatfreies waschmittel mit verringerter schaumneigung
DE3929591A1 (de) * 1989-09-06 1991-03-07 Henkel Kgaa Zeolithhaltiges fluessigwaschmittel
DE4029777A1 (de) * 1990-09-20 1992-03-26 Henkel Kgaa Fluessige, nichtionische tensidkombination mit verbesserter kaeltestabilitaet
US5192461A (en) * 1991-08-23 1993-03-09 Enthone-Omi, Inc. Aqueous degreasing solution having high free alkalinity
DE4311114A1 (de) * 1993-04-05 1994-10-06 Henkel Kgaa Detergensgemische
DE4404199A1 (de) * 1994-02-10 1995-08-17 Henkel Kgaa Reinigungsmittel für harte Oberflächen
JP2983884B2 (ja) * 1995-05-19 1999-11-29 日本ペイント株式会社 アルカリ脱脂洗浄方法
IT1281587B1 (it) * 1996-01-03 1998-02-20 Italcementi Spa Composizione superfluidificante per composizioni cementizie
US6111146A (en) * 1997-09-03 2000-08-29 Rayborn; Randy L. Alkyl cyclohexanol alkoxylates and method for making same
US6376446B1 (en) 1999-01-13 2002-04-23 Melaleuca, Inc Liquid detergent composition
SE524844C2 (sv) * 2002-07-04 2004-10-12 Akzo Nobel Nv En alkoxilatblandning av 2-etylhexanol, metod för framställning därav och dess användning som ett rengöringsmedel för hårda ytor
EP2117693B1 (fr) * 2007-01-11 2014-03-26 Dow Global Technologies LLC Tensioactifs de mélanges d'alcoxylates
AU2009260327A1 (en) * 2008-06-18 2009-12-23 Dow Global Technologies Llc Cleaning compositions containing mid-range alkoxylates
MX2010004526A (es) * 2009-04-30 2010-11-01 Basf Se Agente de dispersion.
EP2477600B1 (fr) * 2009-09-15 2017-12-20 Union Carbide Chemicals & Plastics Technology LLC Remplacements de silicone dans des compositions de soins d'hygiène et de beauté
JP5694176B2 (ja) * 2009-10-19 2015-04-01 花王株式会社 非イオン界面活性剤、及びこれを含有する界面活性剤組成物
JP5710229B2 (ja) * 2009-12-19 2015-04-30 ローム アンド ハース カンパニーRohm And Haas Company フロアポリッシュ組成物
CN112261992B (zh) * 2018-05-07 2023-07-14 先进湿润技术私人有限公司 新的润湿组合物
CN109234086B (zh) * 2018-09-07 2021-03-16 广州立白企业集团有限公司 一种浓缩型洗涤剂组合物
CN112126935B (zh) * 2020-07-25 2022-06-03 上海宝聚表面技术有限公司 一种低温适应性脱脂剂
US20240026248A1 (en) * 2022-07-20 2024-01-25 Ecolab Usa Inc. Novel nonionic extended surfactants, compositions and methods of use thereof

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FR1550600A (fr) * 1966-12-28 1968-12-20
DE2810703A1 (de) * 1977-03-16 1978-09-21 Mitsubishi Petrochemical Co Nichtiogenes tensid
EP0019173A1 (fr) * 1979-05-10 1980-11-26 BASF Aktiengesellschaft Utilisation d'alcools alcoxylés comme tensioactifs biodégradables et peu moussants dans des agents de lavage pour vaisseller pour des lave-vaisselles
EP0104434A2 (fr) * 1982-09-02 1984-04-04 Henkel Kommanditgesellschaft auf Aktien Composition liquide de lavage et de nettoyage pratiquement exempte de sels de charge inorganiques
DE3531128C1 (de) * 1985-08-30 1986-05-15 Hoffmann's Stärkefabriken AG, 4902 Bad Salzuflen Flüssiges Waschmittel für Synthesefasern

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US2174761A (en) * 1935-04-13 1939-10-03 Ig Farbenindustrie Ag Condensation products derived from hydroxy compounds and method of producing them
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DE2724349A1 (de) * 1977-05-28 1978-12-07 Henkel Kgaa Verfahren zur herstellung spruehgetrockneter, nichtionische tenside enthaltender waschmittel
DE2837504C2 (de) * 1978-08-28 1983-07-07 Henkel KGaA, 4000 Düsseldorf Verfahren zur Herstellung eines schüttfähigen, nichtionische Tenside enthaltenden Wasch- und Reinigungsmittelgranulates
US4375565A (en) * 1980-11-13 1983-03-01 Basf Aktiengesellschaft Low-foaming, biodegradable alkoxylation products terminated with glycerine ether radicals, and a process for their preparation
DE3418523A1 (de) * 1984-05-18 1985-11-21 Basf Ag, 6700 Ludwigshafen Endgruppenverschlossene fettalkoholalkoxylate fuer industrielle reinigungsprozesse, insbesondere fuer die flaschenwaesche und fuer die metallreinigung
DE3431003A1 (de) * 1984-08-23 1986-03-06 Henkel KGaA, 4000 Düsseldorf Fluessiges reinigungsmittel
US4668423A (en) * 1985-04-19 1987-05-26 Sherex Chemical Company Liquid biodegradable surfactant and use thereof
DE3514364A1 (de) * 1985-04-20 1986-10-23 Henkel KGaA, 4000 Düsseldorf Koerniges waschmittel mit verbessertem reinigungsvermoegen

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR1550600A (fr) * 1966-12-28 1968-12-20
DE2810703A1 (de) * 1977-03-16 1978-09-21 Mitsubishi Petrochemical Co Nichtiogenes tensid
EP0019173A1 (fr) * 1979-05-10 1980-11-26 BASF Aktiengesellschaft Utilisation d'alcools alcoxylés comme tensioactifs biodégradables et peu moussants dans des agents de lavage pour vaisseller pour des lave-vaisselles
EP0104434A2 (fr) * 1982-09-02 1984-04-04 Henkel Kommanditgesellschaft auf Aktien Composition liquide de lavage et de nettoyage pratiquement exempte de sels de charge inorganiques
DE3531128C1 (de) * 1985-08-30 1986-05-15 Hoffmann's Stärkefabriken AG, 4902 Bad Salzuflen Flüssiges Waschmittel für Synthesefasern

Cited By (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1991003536A1 (fr) * 1989-08-30 1991-03-21 Henkel Kommanditgesellschaft Auf Aktien Utilisation de melanges de polyalkylenediol-ethers comme agents antimousse
WO1991009925A2 (fr) * 1989-12-22 1991-07-11 Henkel Kommanditgesellschaft Auf Aktien Utilisation d'une combinaison de tensio-actifs non ioniques
WO1991009925A3 (fr) * 1989-12-22 1992-01-09 Henkel Kgaa Utilisation d'une combinaison de tensio-actifs non ioniques
TR25486A (tr) * 1989-12-22 1993-05-01 Henkel Kgaa Iyonik olmayan tensidlerden olusan bir kombinas- yonun kullanilmasi
GB2245262A (en) * 1990-06-22 1992-01-02 Unilever Plc Aluminosilicate slurries l
WO1994010278A1 (fr) * 1992-11-04 1994-05-11 Henkel Kommanditgesellschaft Auf Aktien Concentre tensioactif aqueux
EP0652281A1 (fr) * 1993-11-05 1995-05-10 The Dow Chemical Company Composition alcaline aqueuse
EP0694606A3 (fr) * 1994-07-29 1997-05-21 Hoechst Ag Mélanges des alkoxylates comme agent anti-mousse et utilisation
WO1999009121A1 (fr) * 1997-08-20 1999-02-25 Colgate-Palmolive Company Compositions de nettoyage universel liquides sous forme de microemulsions
CN101584973A (zh) * 2008-05-20 2009-11-25 考格尼斯知识产权管理有限责任公司 低倾点的水性表面活性剂组合物
EP2123350A1 (fr) * 2008-05-20 2009-11-25 Cognis IP Management GmbH Compositions de tensioactifs aqueux à point d'écoulement réduit
US8142681B2 (en) 2008-05-20 2012-03-27 Cognis Ip Management Gmbh Aqueous surfactant compositions with a low pour point
CN101584973B (zh) * 2008-05-20 2014-12-17 考格尼斯知识产权管理有限责任公司 低倾点的水性表面活性剂组合物
WO2011003904A1 (fr) * 2009-07-10 2011-01-13 Basf Se Mélange de tensioactifs contenant des constituants à chaîne courte et à chaîne longue

Also Published As

Publication number Publication date
EP0272574A3 (en) 1989-09-06
DE3643895A1 (de) 1988-06-30
ES2059351T3 (es) 1994-11-16
US4965014A (en) 1990-10-23
EP0272574B1 (fr) 1993-09-22
ATE94897T1 (de) 1993-10-15
DE3787516D1 (de) 1993-10-28

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