EP1023433B1 - 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
EP1023433B1
EP1023433B1 EP97940124A EP97940124A EP1023433B1 EP 1023433 B1 EP1023433 B1 EP 1023433B1 EP 97940124 A EP97940124 A EP 97940124A EP 97940124 A EP97940124 A EP 97940124A EP 1023433 B1 EP1023433 B1 EP 1023433B1
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EP
European Patent Office
Prior art keywords
compositions
weight
alkyl
monoglyceride
ether
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.)
Expired - Lifetime
Application number
EP97940124A
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German (de)
English (en)
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EP1023433A1 (fr
Inventor
Bernd Fabry
Manfred Weuthen
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
Cognis Deutschland GmbH and Co KG
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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
    • 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 monoglycedd (ether) sulfates and mixed ethers and the use of these mixtures for the preparation agents for cleaning hard surfaces.
  • AZR all-purpose cleaners
  • WO 95/06702 A1 describes aqueous detergent mixtures which contain alkyl and / or alkenyl oligoglycosides and other anionic or nonionic surfactants selected from the group formed by fatty alcohol polyglycol ethers with a narrow homolog distribution, fatty alcohol ether sulfate with narrow homolog distribution, fatty acid alkanolamide ether sulfates and monoglyceride ethers.
  • the document does not disclose fatty alcohol polyglycol ethers sealed with alkyl groups.
  • anionic surfactants with improved solubility are known.
  • the document discloses the use of monoglyceride (ether) sulfates in combinations with non-end-capped fatty alcohol polyglycol ethers.
  • the agents according to the invention are also highly concentrated and flowable and are low foaming, have a low cloud point, largely independent of the concentration are not irritating to the skin and have an excellent cleaning ability feature.
  • the invention includes the knowledge that mixtures of coconut fatty acid monoglycide sulfate salts and mixed ethics together with fatty alcohol ethoxylates, alkyl oligoglucosides and / or betaines leads to a further improvement in the desired properties.
  • Monoglyceride sulfates and monoglyceride ether sulfates are known anionic surfactants which according to the relevant methods of preparative organic chemistry can be obtained. Oblichate the starting point for their production is triglycides, which may be added after ethoxylation transesterified the monoglycid and then sulfated and neutralized. Likewise, it is possible, the Parbalglycehde with suitable Sulfab mecanicsmiftein, preferably gaseous sulfur trioxide or to implement chlorosulfonic acid [cf. EP-B1 0 561825, EP-B1 0 561999 (Henkel)].
  • the monoglyceride (ether) sulfates to be used in accordance with the invention follow the formula (I) in which 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, palmitic acid monoglyceride, stearic acid monoglyceride, oleic acid monoglyceride and tallow fatty acid monoglyceride as well as their ethylene oxide adducts or their formulated with sulfuric acid trioxide.
  • Monoglyceride sulfates of the formula (I) are preferably used in which R 1 CO represents a linear acyl radical
  • 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 of one another represent 0 or numbers from 1 to 3, with the proviso that at least one of the two parameters n1 and n2 is not equal to 0.
  • Typical examples are addition products of 1 to 10 mol of ethylene oxide or 1 to 2 mol of propylene oxide and 1 to 10 mol of ethylene oxide with octanol, C 12-18 coconut oil alcohol, C 16 Guerbet alcohol and / or tallow fatty alcohol, which are then mixed with methyl chloride, dimethyl sulfate, butyl chloride or benzyl chloride are end group capped.
  • the 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 ether, alkylphenol polyglycol ether, fatty acid polyglycol ester, fatty acid amide polyglycol ether, Fatty amine polyglycol ethers, alkoxylated triglycerides, alk (en) yl oligoglycosides, fatty acid N-alkyl glucamides, Protein hydrolyzates (especially vegetable products based on wheat), polyol fatty acid esters, Sugar esters, sorbitan esters, polysorbates and amine oxides.
  • nonionic surfactants Containing polyglycol ether chains these can be a conventional one, but preferably a narrow one Show homolog distribution.
  • Typical examples of amphoteric or zwitterionic surfactants are alkyl betaines, alkyl amido betaines, aminopropionates, aminoglycinates, imidazolinium betaines and sulfobetaines.
  • Fatty alcohol polyglycol ethers, alkyl oligoglucosides, fatty acid N-alkyl glucamides are preferred and / or betaines used.
  • the agents according to the invention can contain components (a), (b) and (c) in the 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 details add up to 100% by weight.
  • the invention further relates to the use of the surfactant mixtures according to the invention for the production of aqueous agents for cleaning hard surfaces.
  • aqueous agents for cleaning hard surfaces.
  • typical examples of these agents are all-purpose cleaners, sanitary cleaners, machine dishwashing detergents, rinse aid, Means for the "cleaning-in-place” (CIP cleaner) as well as means for the mechanical cleaning of bottles.
  • CIP cleaner cleaning-in-place
  • the mixtures can be used in minor amounts of other customary auxiliaries Contain additives.
  • solubilizers such as ethanol, isopropyl alcohol, Ethylene glycol, diethylene glycol or preferably butyl diglycol
  • foam regulators such as, for example Soap
  • soluble builders such as citric acid or sodium citrate, EDTA or NTA and abrasives.
  • the agents can contain cationic surfactants or biocides, for example glucoprotamine.
  • bleaching agents such as sodium hypochlorite or hydrogen peroxide as well as suitable ones Color and fragrance is possible.
  • the proportion of these additives can be 1 to 8, preferably 4 to 6,% by weight. - in relation to the means - make up.
  • the agents are preferred by adding sodium hydroxide and / or soda is made alkaline, a pH in the range from 9 to 10 being preferred.
  • the active substance content of the agents can be between 4 and 80% by weight and depends on whether a concentrate is desired by the consumer prior to cleaning to the application concentration is diluted or a correspondingly diluted agent is to be marketed. In the latter In this case, the active substance content is typically around 4 to 20% by weight. To make the funds it is sufficient to purely mechanically add the starting materials, if necessary at elevated temperature mix; there is no chemical reaction.
  • 2 eggs (approx. 100 to 110 g) were diluted 1: 1 with water at 16 ° d in an electric mixer and stirred for 2 minutes.
  • 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.
  • 20 g of the surfactant mixtures were added to this mixture Solution sucked from the bottom of the measuring cylinder with a glass tube.
  • the return was carried out via a second tube, the lower end of which ended at the height of the 2000 ml mark on the measuring cylinder.
  • the liquid was pumped around at a rate of 4 l / min. After 5, 15 and 30 min, the volume was read from the foam and the liquid formed.
  • the skin tolerance of the comparison formulation R9 was selected as the standard according to the zeintest and all information related to it.
  • 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)

Claims (7)

  1. °) Produits aqueux pour le nettoyage de surfaces dures, contenant :
    a) des (éther) sulfates de monoglycéride,
    b) des éthers mixtes de formule (II)
    Figure 00140001
    dans laquelle R2 représente un reste alkyle et/ou alkényle, linéaire ou ramifié, ayant de 6 à 22 atomes de carbone, R3 représente un reste alkyle ayant de 1 à 8 atomes de carbone ou un reste benzyle, m1 et m2 indépendamment l'un de l'autre représentent 0 ou des nombres allant de 1 à 20, et n1 et n2 indépendamment l'un de l'autre ou des nombres de 1 à 3,
    avec la précision qu'au moins un des deux paramètres n1 et n2 est différent de 0, ainsi qu'éventuellement
    c) des agents tensioactifs non ioniques et/ou amphotères ou zwitterioniques.
  2. Produits selon la revendication 1,
    caractérisés en ce qu'
    ils renferment des (d'éther) sulfates de monoglycéride de formule I,
    Figure 00140002
    dans laquelle R1CO représente un reste acyle linéaire ou ramifié, ayant de 6 à 22 atomes de carbone, x, y et z globalement représentent 0 ou des nombres allant de 1 à 30, et X représente un cation de métal alcalin ou de métal alcalino-terreux.
  3. Produits selon l'une quelconque des revendications 1 et 2,
    caractérisés en ce qu'
    ils renferment les composants (a) et (b) dans un rapport pondéral allant de 90: 10 à 10:90.
  4. Produits selon l'une quelconque des revendications 1 à 3,
    caractérisés en ce qu'
    ils renferment des agents tensioactifs non ioniques et/ou amphotères ou zwitterioniques choisis dans le groupe formé des éthers d'alcool gras et de polyglycol, des alkyloligoglucosides, des N-alkylglucamides d'acides gras et/ou des bétaïnes.
  5. Produits selon l'une quelconques des revendications 1 à 4,
    caractérisés en ce qu'
    ils renferment les composants (a), (b) et (c) dans un rapport pondéral de (10 à 90):(5 à 85):(5 à 85) avec la précision que les données en poids se complètent à 100 % en poids.
  6. Produits selon l'une quelconque des revendications 1 à 5,
    caractérisés en ce qu'
    ils possèdent une proportion de substance active/rapportée aux composants (a), (b) et (c), de 20 à 80 % en poids.
  7. Utilisation des produits selon l'une quelconque des revendications 1 à 6, pour la préparation d'agents de nettoyage des surfaces dures.
EP97940124A 1996-09-02 1997-08-25 Nouveaux agents aqueux pour nettoyer des surfaces dures Expired - Lifetime EP1023433B1 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE19635554A DE19635554C2 (de) 1996-09-02 1996-09-02 Wäßrige Mittel für die Reinigung harter Oberflächen
DE19635554 1996-09-02
PCT/EP1997/004620 WO1998010051A1 (fr) 1996-09-02 1997-08-25 Nouveaux agents aqueux pour nettoyer des surfaces dures

Publications (2)

Publication Number Publication Date
EP1023433A1 EP1023433A1 (fr) 2000-08-02
EP1023433B1 true EP1023433B1 (fr) 2004-03-17

Family

ID=7804385

Family Applications (1)

Application Number Title Priority Date Filing Date
EP97940124A Expired - Lifetime EP1023433B1 (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)

Families Citing this family (4)

* 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
AU3495700A (en) * 1999-02-22 2000-09-14 Procter & Gamble Company, The Cleaning compositions containing selected nonionic surfactants
DE10003751A1 (de) * 2000-01-28 2001-08-02 Cognis Deutschland Gmbh Bleichende Spül- und Reinigungsmittel
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

Family Cites Families (5)

* 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
DE4303211C2 (de) * 1993-02-04 1996-05-15 Henkel Kgaa Anionische Tenside mit verbesserter Löslichkeit
WO1995006702A1 (fr) * 1993-09-02 1995-03-09 Henkel Kommanditgesellschaft Auf Aktien Melanges detergents aqueux

Also Published As

Publication number Publication date
ATE262028T1 (de) 2004-04-15
DE19635554A1 (de) 1998-03-05
ES2218699T3 (es) 2004-11-16
WO1998010051A1 (fr) 1998-03-12
DE19635554C2 (de) 2001-05-31
DE59711431D1 (de) 2004-04-22
EP1023433A1 (fr) 2000-08-02

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