WO1998010051A1 - Nouveaux agents aqueux pour nettoyer des surfaces dures - Google Patents

Nouveaux agents aqueux pour nettoyer des surfaces dures Download PDF

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Publication number
WO1998010051A1
WO1998010051A1 PCT/EP1997/004620 EP9704620W WO9810051A1 WO 1998010051 A1 WO1998010051 A1 WO 1998010051A1 EP 9704620 W EP9704620 W EP 9704620W WO 9810051 A1 WO9810051 A1 WO 9810051A1
Authority
WO
WIPO (PCT)
Prior art keywords
agents
composition according
contain
alkyl
hard surfaces
Prior art date
Application number
PCT/EP1997/004620
Other languages
German (de)
English (en)
Inventor
Bernd Fabry
Manfred Weuthen
Original Assignee
Henkel Kommanditgesellschaft Auf Aktien
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 Kommanditgesellschaft Auf Aktien filed Critical Henkel Kommanditgesellschaft Auf Aktien
Priority to DE59711431T priority Critical patent/DE59711431D1/de
Priority to EP97940124A priority patent/EP1023433B1/fr
Priority to AT97940124T priority patent/ATE262028T1/de
Publication of WO1998010051A1 publication Critical patent/WO1998010051A1/fr

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
    • C11D1/83Mixtures of non-ionic with anionic 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
    • C11D1/86Mixtures of anionic, cationic, and non-ionic 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
    • C11D1/88Ampholytes; Electroneutral compounds
    • C11D1/94Mixtures with anionic, cationic or non-ionic 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
    • C11D1/02Anionic compounds
    • C11D1/12Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/28Sulfonation products derived from fatty acids or their derivatives, e.g. esters, amides
    • 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
    • C11D1/52Carboxylic amides, alkylolamides or imides or their condensation products with alkylene oxides
    • C11D1/525Carboxylic amides (R1-CO-NR2R3), where R1, R2 or R3 contain two or more hydroxy groups per alkyl group, e.g. R3 being a reducing sugar rest
    • 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
    • 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
    • C11D1/722Ethers of polyoxyalkylene glycols having mixed oxyalkylene groups; Polyalkoxylated fatty alcohols or polyalkoxylated alkylaryl alcohols with mixed oxyalkylele groups
    • 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
    • C11D1/88Ampholytes; Electroneutral compounds
    • C11D1/90Betaines

Definitions

  • the invention relates to aqueous agents for cleaning hard surfaces containing monoglyceride (ether) sulfates and mixed ethers and the use of these mixtures for the preparation of agents for cleaning hard surfaces.
  • AZR aliz purpose cleaners
  • Low-foaming AZR are those that develop a small volume of foam when used manually, which decreases significantly within a few minutes.
  • Agents of this type have been known for a long time and have been established on the market. These are essentially aqueous surfactant solutions of various types with or without the addition of bulbs, hydrotropes or solvents. To prove the effectiveness at the beginning of the cleaning work, the consumer also wants a certain amount of foam in the application solution, but the foam should collapse quickly so that once cleaned surfaces do not have to be wiped off.
  • agents of the type mentioned are usually formulated with low-foaming nonionic surfactants, for example mixed ethers or alcohol alkoxylates, in particular oxo alcohol ethoxylates.
  • low-foaming nonionic surfactants for example mixed ethers or alcohol alkoxylates, in particular oxo alcohol ethoxylates.
  • the invention relates to aqueous compositions for cleaning hard surfaces, especially all-purpose cleaners and rinse aids
  • the agents according to the invention are also free-flowing and highly foaming, have a low cloud point, are largely irrespective of the concentration and are not irritating to the skin and have excellent cleansing properties.
  • the invention includes the knowledge that mixtures of coconut fatty acid monoglycid sulfate salts and mixed ethers together with fatty alcohol ethoxylates, alkyl oligoglucosides and / or betaines leads to a further improvement in the desired properties
  • Monoglycene sulfates and monoglycidether sulfates are known anionic surfactants which can be obtained by the relevant methods of preparative organic chemistry.
  • the usual starting point for their preparation is triglycerides which, if appropriate, are transesterified to the monoglycerides after ethoxylation and subsequently sulfated and neutralized.
  • suitable Suifabêtsmittein preferably gaseous sulfur trioxide or chlorosulfonic acid [cf. EP-B1 0 561 825, EP-B1 0 561 999 (Henkel)].
  • the neutralized substances can be subjected to ultrafiltration in order to reduce the electrolyte content to a desired level [DE-A1 42 04 700 (Henkel)).
  • Overviews of the chemistry of the monoglyceride sulfates are, for example, by AKBiswas et al. in J ⁇ m.Oi! .Chem.Soc. 37, 171 (1960) and FUAhmed J.Am.Oil.Chem.Soc. 67, 8 (1990).
  • Automatic dishwashing detergents containing short-chain alkyl ether sulfates and possibly monoglycid sulfates are the subject of German design specification DE-AS 26 13 283 (Procter & Gamble).
  • R 1 CO stands for a linear or branched acyl radical with 6 to 22 carbon atoms, x, y and z in total for 0 or for numbers from 1 to 30, preferably 2 to 10, and X stands for an alkali or alkaline earth metal cation
  • Typical examples of monoglyceride (ether) sulfates suitable for the purposes of the invention are the reaction products of lauric acid monoglyceride, coconut fatty acid monoglyceride, patmitic acid monoglyceride, stearic acid monoglyceride, oleic acid monoglyceride and tallow acid monoglyceride and their ethylene oxide adducts or their form of sulfuric acid with sulfuric acid trioxide.
  • Monogyceride sulfates of the formula (I) are preferably used in which R'CO represents a linear acyl radical having 8 to 18 carbon atoms
  • R 2 represents a linear or branched alkyl and / or alkenyl radical having 6 to 22 carbon atoms
  • R 3 represents hydrogen, an alkyl radical having 1 to 8 carbon atoms or a benzyl radical, n1 and n2 independently of one another for 0 or numbers from 1 to 20 and m1 and m2 independently for
  • Typical examples are addition products of 1 to 10 mol of ethylene oxide or
  • agents according to the invention can contain components (a) and (b) in a weight ratio of 90:10 to 10:90, preferably 50:50 to 40:60 and in particular 30:70 to 20:80.
  • nonionic surfactants which can be considered as further component (c) are fatty alcohol polyglycol ethers, alkylphenol polyglycol ethers, fatty acid polyglycol esters, fatty acid amide polyglycol ethers, fatty amine polyglycol ethers, alkoxylated triglycerides, alk (en) yloiigoglycosides, fatty acid, protein hydrolysis products, in particular based on wheat), polyol fatty acid esters, sugar esters, sorbitan esters, polysorbates and amine oxides.
  • the nonionic surfactants contain polyglycol ether chains, these can have a conventional, but preferably have a narrow homolog distribution ⁇ .
  • Typical examples of amphoteric or zwitterionic surfactants are alkyl betaines, alkyl amido betaines, aminopropionates, aminoglycinates, idazolinium betaines and sulfobetaines.
  • Fatty alcohol polyglycol ethers, alkyl oligogiucosides, fatty acid N-alkyl glucamides and / or betaines are preferably used.
  • the agents according to the invention can contain components (a), (b) and (c) in a weight ratio (10 to 90): (5 to 85): (5 to 85) and in particular (20 to 80): (10 to 50): (10 to 50) included, with the proviso that the weight data zen to 100 wt .-% comple ⁇ .
  • Another object of the invention relates to the use of the surfactant mixtures according to the invention for the production of aqueous agents for cleaning hard surfaces.
  • these agents are all-purpose cleaners, sanitary cleaners, machine dishwashing detergents, rinse aids, agents for cleaning-in-place (CIP cleaners) and agents for machine cleaning of bottles.
  • CIP cleaners cleaning-in-place
  • the mixtures can contain minor amounts of other customary auxiliaries and additives.
  • solubilisers such as ethanol, isopropyl alcohol, ethylene glycol, diethylene glycol or preferably butyl diglycol, foam regulators, game manner as in ⁇ soap, soluble builders such as citric acid or sodium citrate EDTA or NTA, and abrasives.
  • soluble builders such as citric acid or sodium citrate EDTA or NTA
  • abrasives abrasives.
  • the agents can contain cationic surfactants or biocides, for example glucoprotamine.
  • bleaching agents such as sodium hypochlorite or hydrogen peroxide as well as a suitable coloring and fragrance.
  • the proportion of these additives can make up 1 to 8, preferably 4 to 6% by weight, based on the composition.
  • the agents are preferably added by adding sodium hy- hydroxide and / or soda adjusted alkaline, a pH in the range of 9 to 10 being preferred.
  • the active substance content of the medium can be between 4 and 80 wt .-% and is dependent on whether a concentrate is desired, which is diluted by the consumer prior to purification on the fürskon ⁇ concentration or an appropriately diluted product is to be marketed. In the latter case, the active substance content is typically around 4 to 20% by weight. To produce the agents, it is sufficient to mix the starting materials purely mechanically, if appropriate at elevated temperature; there is no chemical reaction.
  • 2 eggs (approx. 100 to 110 g) were diluted 1: 1 with water of 16 ⁇ d in a ratio of 1: 1 and 2 min 100 g of the resulting emulsion were then filled in a double-walled measuring cylinder from 2000 ml to 500 ml with water of 16 "d and heated to 50 ° C.
  • the skin tolerance of the comparison formulation R9 was selected as the standard in accordance with the zeintest and all information was based on this.
  • the formulas R1 to R8 are according to the invention, the formulas R9 and R10 are used for comparison. The results are summarized in Table 1.

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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)
  • Cosmetics (AREA)

Abstract

L'invention concerne de nouveaux agents aqueux pour nettoyer des surfaces dures, contenant (a) des sulfates de monoglycéride (éther), (b) des éthers mixtes, et éventuellement (c) des tensioactifs non ioniques et/ou amphotères ou zwittérioniques. Ces agents à faible moussage se caractérisent non seulement par leur excellent pouvoir détergent, mais aussi par leur compatibilité dermatologique particulière.
PCT/EP1997/004620 1996-09-02 1997-08-25 Nouveaux agents aqueux pour nettoyer des surfaces dures WO1998010051A1 (fr)

Priority Applications (3)

Application Number Priority Date Filing Date Title
DE59711431T DE59711431D1 (de) 1996-09-02 1997-08-25 Wässrige mittel für die reinigung harter oberflächen
EP97940124A EP1023433B1 (fr) 1996-09-02 1997-08-25 Nouveaux agents aqueux pour nettoyer des surfaces dures
AT97940124T ATE262028T1 (de) 1996-09-02 1997-08-25 Wässrige mittel für die reinigung harter oberflächen

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19635554A DE19635554C2 (de) 1996-09-02 1996-09-02 Wäßrige Mittel für die Reinigung harter Oberflächen
DE19635554.0 1996-09-02

Publications (1)

Publication Number Publication Date
WO1998010051A1 true WO1998010051A1 (fr) 1998-03-12

Family

ID=7804385

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP1997/004620 WO1998010051A1 (fr) 1996-09-02 1997-08-25 Nouveaux agents aqueux pour nettoyer des surfaces dures

Country Status (5)

Country Link
EP (1) EP1023433B1 (fr)
AT (1) ATE262028T1 (fr)
DE (2) DE19635554C2 (fr)
ES (1) ES2218699T3 (fr)
WO (1) WO1998010051A1 (fr)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2000050549A2 (fr) * 1999-02-22 2000-08-31 The Procter & Gamble Company Compositions nettoyantes contenant des tensioactifs non ioniques selectionnes
US6786223B2 (en) 2001-10-11 2004-09-07 S. C. Johnson & Son, Inc. Hard surface cleaners which provide improved fragrance retention properties to hard surfaces

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1999010458A1 (fr) * 1997-08-25 1999-03-04 Cognis Deutschland Gmbh Agents aqueux pour nettoyer des surfaces dures
DE10003751A1 (de) * 2000-01-28 2001-08-02 Cognis Deutschland Gmbh Bleichende Spül- und Reinigungsmittel

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1994018291A1 (fr) * 1993-02-04 1994-08-18 Henkel Kommanditgesellschaft Auf Aktien Tensioactifs anioniques a solubilite amelioree
WO1995006702A1 (fr) * 1993-09-02 1995-03-09 Henkel Kommanditgesellschaft Auf Aktien Melanges detergents aqueux

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3166233D1 (en) * 1980-02-05 1984-10-31 Procter & Gamble Liquid detergent composition
US5035826A (en) * 1989-09-22 1991-07-30 Colgate-Palmolive Company Liquid crystal detergent composition
DE4236506A1 (de) * 1992-10-29 1994-05-05 Henkel Kgaa Verfahren zur Herstellung wäßriger Lösungen anionischer Tenside mit verbesserter Kältestabilität

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1994018291A1 (fr) * 1993-02-04 1994-08-18 Henkel Kommanditgesellschaft Auf Aktien Tensioactifs anioniques a solubilite amelioree
WO1995006702A1 (fr) * 1993-09-02 1995-03-09 Henkel Kommanditgesellschaft Auf Aktien Melanges detergents aqueux

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2000050549A2 (fr) * 1999-02-22 2000-08-31 The Procter & Gamble Company Compositions nettoyantes contenant des tensioactifs non ioniques selectionnes
WO2000050549A3 (fr) * 1999-02-22 2000-11-02 Procter & Gamble Compositions nettoyantes contenant des tensioactifs non ioniques selectionnes
US6786223B2 (en) 2001-10-11 2004-09-07 S. C. Johnson & Son, Inc. Hard surface cleaners which provide improved fragrance retention properties to hard surfaces

Also Published As

Publication number Publication date
ES2218699T3 (es) 2004-11-16
ATE262028T1 (de) 2004-04-15
DE59711431D1 (de) 2004-04-22
DE19635554C2 (de) 2001-05-31
EP1023433A1 (fr) 2000-08-02
DE19635554A1 (de) 1998-03-05
EP1023433B1 (fr) 2004-03-17

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