EP0712436A1 - Produits de lavage ou de nettoyage faiblement moussants - Google Patents

Produits de lavage ou de nettoyage faiblement moussants

Info

Publication number
EP0712436A1
EP0712436A1 EP94925395A EP94925395A EP0712436A1 EP 0712436 A1 EP0712436 A1 EP 0712436A1 EP 94925395 A EP94925395 A EP 94925395A EP 94925395 A EP94925395 A EP 94925395A EP 0712436 A1 EP0712436 A1 EP 0712436A1
Authority
EP
European Patent Office
Prior art keywords
alkyl
fatty acid
weight
group
sulfates
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
EP94925395A
Other languages
German (de)
English (en)
Other versions
EP0712436B1 (fr
Inventor
Udo Hees
Eva Kiewert
Ansgar Behler
Astrid Haferkamp
Kerstin Link
Amerigo Pastura
Nada Volf
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 EP0712436A1 publication Critical patent/EP0712436A1/fr
Application granted granted Critical
Publication of EP0712436B1 publication Critical patent/EP0712436B1/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
    • 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
    • C11D1/825—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
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66—Non-ionic compounds
    • C11D1/83—Mixtures of non-ionic with anionic compounds
    • 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
    • C11D1/02—Anionic compounds
    • C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/14—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aliphatic hydrocarbons or mono-alcohols
    • 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
    • C11D1/02—Anionic compounds
    • C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/29—Sulfates of polyoxyalkylene 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
    • C11D1/74—Carboxylates or sulfonates esters of polyoxyalkylene glycols

Definitions

  • the invention relates to low-foaming detergents or cleaning agents, with liquid detergents and cleaning agents for hard surfaces being preferred. All non-textile surfaces occurring in the household and commercial sector, with the exception of dishes, are to be understood as cleaning agents for hard surfaces.
  • the term general-purpose cleaner has become established for this type of cleaning agent. Low-foaming all-purpose cleaners are those that develop a low volume of foam when used manually, which significantly reduces further within a few minutes.
  • All-purpose cleaners have been known for a long time. These are essentially aqueous surfactant solutions of various types with or without the addition of builders and with or without the addition of water-soluble solvents or solubilizers.
  • a disadvantage of manual application in practice has been its high foaming power. Although the consumer wants to perceive a certain amount of foam in the application solution at the beginning of his cleaning work to prove its effectiveness, the foam should then collapse as quickly as possible, so that once cleaned surfaces do not have to be wiped down.
  • Liquid detergents often also tend to have a high foaming capacity, which impairs their applicability in washing machines.
  • alkyl polyglycosides are known as high foaming surfactants; they are therefore available for products with a high level of vision. conditions, e.g. recommended for manual dishwashing detergents or for shampooing.
  • EP 0 070074 B1 and 0 070076 B2 describe such high-foaming detergents and cleaning agents based on various APG-containing surfactant combinations. Consequently, these combinations are not recommended for the area of all-purpose cleaners.
  • German published patent application DE 42 27 046 describes detergent mixtures based on fatty acid alkyl ester alkoxylates.
  • the object of the present invention was to provide washing or cleaning agents which at the same time have good cleaning properties, good biodegradability and a distinctly low foaming power.
  • the criterion should be that initially formed foam visibly reduces within 2 minutes.
  • the invention relates to water-containing washing or cleaning agents containing 0.1 to 50% by weight, preferably 1 to 20% by weight, of at least one alkyl polyglycoside of the formula I, R - * - 0- [Z] x (I ), where R is a branched or straight-chain, saturated or unsaturated alkyl group having 8 to 18 carbon atoms, Z is a sugar residue, preferably a glucose or Xylose radical and x represents integers from 1 to 10 and 0.05 to 50% by weight, preferably 1 to 20% by weight, of at least one fatty acid alkyl ester alkoxylate of the formula II, R 2 -CO 2 - (AO) y -R3 (II), where R 2 for a branched or straight-chain, saturated or unsaturated alkyl group having 5 to 21 carbon atoms, A0 for a C2-C4 ⁇ alkylene oxide unit, y for a number from 1 to 30 and R3 for a straight-chain or branched alky
  • the alkyl polyglycosides used in the agents according to the invention are known substances which can be obtained by the relevant methods of preparative organic chemistry; as a representative, reference is made to the documents EP 0 301 298 AI and WO 90/3977.
  • the alkyl polyglycosides can be from sugars or sugar residues, i.e. Derive aldoses or ketoses with 5 or 6 carbon atoms, preferably glucose and xylose.
  • the preferred alkyl polyglycosides are thus alkyl polyglucosides and alkyl polyxylosides.
  • the alkyl radical R * in the formula (I) can be derived from primary branched and unbranched alcohols having 8 to 18 carbon atoms. Typical examples are myristyl alcohol, cetyl alcohol and their technical mixtures. However, preference is given to using alkylpolyglycosides of the formula (I) in which R 1 is a carbon radical having 8 to 12, in particular 8 to 10, carbon atoms. In addition to lauryl alcohol, typical examples are, in particular, caprylic alcohol and capric alcohol and their technical mixtures, such as are obtained, for example, in the hydrogenation of technical fatty acid methyl esters or in the course of the hydrogenation of aldehydes from Roelen's oxosynthesis.
  • the fatty acid alkyl ester alkoxylates of the formula (II) used in the agents according to the invention can be prepared by conventional methods, such as, for example, by esterification of fatty acid derivatives with alkoxylated methanol.
  • this process has some disadvantages, it has two stages, the esterification takes a very long time and the products are colored by the high reaction temperatures.
  • fatty acid ethyl ester alkoxylates produced in this way often have relatively high OH numbers after the esterification, which can be problematic for some applications.
  • the fatty acid alkyl ester alkoxylates of the formula (II) are preferably prepared by heterogeneously catalyzed direct alkoxylation of fatty acid alkyl esters with alkylene oxide, in particular ethylene oxide. This synthesis method is described in detail in WO 90/13533 and WO 91/15441. The resulting products are characterized by a low OH number, the reaction is carried out in one step and light-colored products are obtained. Those fatty acid alkyl ester alkoxylates of the formula (II) which are formed by ethoxylation of fatty acid methyl esters, ie in which AO in the formula (II) is an ethylene oxide unit and R3 is a methyl group, are preferably used.
  • the fatty acid methyl esters used as starting materials can be obtained from natural oils and fats as well as produced synthetically.
  • Fatty acid alkyl ester alkoxylates are preferably used in the all-purpose cleaners according to the invention, where y is a number from 5 to 25, in particular from 9 to 18.
  • fatty acid alkyl ester alkoxylates are preferably used in the liquid detergents according to the invention, where R 2 is a branched or straight-chain, saturated alkyl group having 12 to 18 C atoms and y is a number from 3 to 15.
  • liquid detergents and general-purpose cleaners according to the invention are to be used to remove lipophilic soiling
  • fatty acid alkyl ester alkoxylates are chosen with a low degree of ethoxylation in the range according to the invention; if hydrophilic soiling is to be removed, it is expedient to use fatty acid alkyl ester ethoxylates with a higher degree of ethoxylation in the range according to the invention.
  • the above-mentioned liquid detergents and all-purpose cleaners additionally contain an anionic surfactant selected from the group of Cö-Cig-alkylbenzenesulfonates, Cö-Cjs-alkanesulfonates, Cö-Cis-alkylsulfates, Cö-Ciss-alkylpolyglycol ether sulfates, ⁇ -ole- finsulfonate, Cö-Cig-alkyl polyglycol ether sulfonate, glycerin ether sulfonate, glycerin ether sulfate, hydroxy mixed ether sulfate, monoglyceride sulfate, sulfosuccinate, sulfotriglyceride, soap, id soap, Cö-Cig-fatty acid amide-ether sulfate, Cö-ethoxy sulfate, Cö
  • the liquid detergents or general-purpose cleaners according to the invention additionally contain a further nonionic surfactant selected from the group of C6-Ciss-alkyl polyglycol ethers, sugar esters, C-Cis-fatty acid polyglycol ethers, sorbitan fatty acid esters, Co-Ci ⁇ -fatty acid partial glycerides and the like Mixtures in a total amount of up to 30% by weight based on the total amount of the liquid detergent or all-purpose cleaner.
  • a further nonionic surfactant selected from the group of C6-Ciss-alkyl polyglycol ethers, sugar esters, C-Cis-fatty acid polyglycol ethers, sorbitan fatty acid esters, Co-Ci ⁇ -fatty acid partial glycerides and the like Mixtures in a total amount of up to 30% by weight based on the total amount of the liquid detergent or all-purpose cleaner.
  • Particularly preferred embodiments contain anionic surfactants selected from the group of the C ⁇ -Ci ⁇ -alkyl sulfates, the Cö-Ci8-alkyl polyglycol ether sulfates, the soaps and the Cö-Cis-alkanesulfonates as well as their mixtures or nonionic surfactants selected from the group of the C6-Ci8- Alkyl polyglycol ether.
  • the soaps to be used according to the invention are alkali, ammonium or alkanol ammonium salts of saturated or unsaturated fatty acids having 8-22, preferably 10-18, carbon atoms.
  • the soaps can either be added as such or, after the addition of appropriate fatty acids, by salt formation with bases such as NaOH, KOH, NH3, A inen or alkanolamines.
  • bases such as NaOH, KOH, NH3, A inen or alkanolamines.
  • the soaps are either completely neutralized or partly also in free form as a fatty acid.
  • the C6-Ciss alkyl ether sulfates are primarily addition products of 2-15 mol ethylene oxide with C6-Ciss fatty alcohols, which are then sulfated.
  • the C6-Ci8-alkyl polyglycol ethers used as nonionic surfactants are primarily addition products of 2-10 moles of ethylene oxide with C6-Ci8-fatty alcohols
  • Auxiliaries customary in liquid detergents or all-purpose cleaners can optionally be added; these substances are builders, e.g. Glutaric acid, succinic acid, adipic acid, tartaric acid, benzene hexacarboxylic acid, gluconic acid, trisodium citrate; Solvents, e.g. Acetone, ethanol or glycerin, hydrotropes e.g. Cu olsulfonate, octyl sulfate, butyl glucoside, butylene glycol; Cleaning booster; Viscosity regulator, e.g. synthetic polymers such as polyacrylates; pH regulators, e.g. Citric acid, triethanolamine or NaOH; Preservatives, e.g. Glutaraldehyde; Dyes, fragrances and opacifiers.
  • builders e.g. Glutaric acid, succinic acid, adipic acid, tartaric acid, benzene
  • the pH of the all-purpose cleaners according to the invention is usually between 4 and 8.5, preferably between 6 and 8. However, a range between 7.0 and 7.5 is particularly preferred.
  • the pH at an application concentration of 10 g / 1 is preferably 7.3-7.8.
  • the agents according to the invention are particularly suitable for cleaning hard surfaces such as e.g. Enamel, glass, PVC, linoleum, stone floors, e.g. Marble, terrazzo, unglazed clinker, ceramic tiles or sealed wooden floors, e.g. Parquet or floorboards.
  • hard surfaces such as e.g. Enamel, glass, PVC, linoleum, stone floors, e.g. Marble, terrazzo, unglazed clinker, ceramic tiles or sealed wooden floors, e.g. Parquet or floorboards.
  • the pH of the liquid detergents according to the invention is usually between 6.0 and 10.0, preferably between 7.0 and 9.0.
  • the liquid detergents are suitable both for use in washing machines and for use in hand basins for washing high-quality textiles made of wool or silk.
  • the test method described below according to "Soap-Oil-Fat-Waxes", l 2, 371, (1986) was used to test the cleaning power and gives very reproducible results.
  • the cleaning agent to be tested was then applied in the form of a 1% strength by weight aqueous solution (10 g / 1) to an artificially soiled plastic surface.
  • a mixture of carbon black, machine oil, triglyceride, saturated fatty acids and low-boiling aliphatic hydrocarbon was used as artificial soiling for the dilute use of the cleaning agent.
  • the test area of 26 x 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 10 ml of the 1% detergent solution to be tested and moved mechanically on the dirt-coated test surface, to which 10 ml of the 1% detergent solution to be tested was also applied. After 10 wiping movements, the cleaned test area was kept under running water and the loose dirt was removed.
  • the cleaning effect of the plastic surface cleaned in this way was determined with the aid of a reflectance color measuring device "Microcolor" (Dr. B. Lange).
  • the measurand is the degree of whiteness.
  • the clean white plastic surface served as the white standard; the whiteness of the clean, white plastic surface corresponds to 100% RV (cleaning power).
  • the whiteness of a soiled and then cleaned plastic surface corresponds to a value between 0% and 100% RV.
  • The% RV values represent mean values from triplicate determinations.
  • the powerful formulation used as standard had the following composition:
  • the foam behavior of the all-purpose cleaners according to the invention was tested as follows: the test product was placed in a large-volume confectioning glass. Then the amount of tap water was allowed to flow in freely from a height of 30 cm, which, together with the amount of product presented, gave an application concentration of the product of 10 g / l. The foam height in the beaker was read off immediately after the addition of water had ended.
  • compositions were prepared by mixing the components together and then adjusting the desired pH. All percentages relate to percent by weight of active substance.
  • Compositions 1 to 9 are shown in Table 1.
  • Composition 1 (V) is not according to the invention and is used for comparison.
  • APG 225 (Cg-io-alkyl polyglucoside, from Henkel,
  • Cio-alkyl polyxyloside Cio-alkyl polyxyloside
  • compositions 2 to 9 according to the invention are clearly superior to comparative composition 1 (V) in terms of cleaning ability and disintegration.
  • Example 10 represents an all-purpose cleaner high concentrate which is used in 0.1% solution.
  • methacrylic acid stearyl alcohol 20 E0 ester
  • acrylic acid copolymer Acrysol ICS-1 from Rohm & Haas
  • polyethylene oxide MW 600000
  • Citric acid to adjust to pH 5.5 ad 100.0 wt .-% water
  • APG 600 (Ci2-Ci4-alkyl polyglucoside from Henkel,
  • methacrylic acid stearyl alcohol 1-20 E0 ester
  • acrylic acid copolymer Acrysol ICS-1 from Rohm + Haas 50% by weight quartz powder
  • Citric acid to adjust the pH to 4.8 ad 100.0 wt .-% water
  • the agent had excellent foam properties (low foam values).
  • Aqueous liquid detergent M2 with low foaming tendency is aqueous liquid detergent M2 with low foaming tendency:
  • an agent V was tested which, instead of the fatty acid methyl ester, had a Ci3-Ci5 alcohol x 5 EO.

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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)

Abstract

L'invention a pour objet des produits liquides de lavage et des produits de nettoyage pour tous usages faiblement moussants qui contiennent des C8-C18-alkylpolyglucosides et des alkylesteralcoxylates d'acides gras, en particulier des méthylesteréthoxylates d'acides gras.
EP94925395A 1993-08-04 1994-07-26 Produits de lavage ou de nettoyage faiblement moussants Expired - Lifetime EP0712436B1 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE4326112A DE4326112A1 (de) 1993-08-04 1993-08-04 Reinigungsmittel für harte Oberflächen
DE4326112 1993-08-04
PCT/EP1994/002466 WO1995004803A1 (fr) 1993-08-04 1994-07-26 Produits de lavage ou de nettoyage faiblement moussants

Publications (2)

Publication Number Publication Date
EP0712436A1 true EP0712436A1 (fr) 1996-05-22
EP0712436B1 EP0712436B1 (fr) 1997-03-19

Family

ID=6494403

Family Applications (1)

Application Number Title Priority Date Filing Date
EP94925395A Expired - Lifetime EP0712436B1 (fr) 1993-08-04 1994-07-26 Produits de lavage ou de nettoyage faiblement moussants

Country Status (6)

Country Link
US (1) US5753606A (fr)
EP (1) EP0712436B1 (fr)
JP (1) JPH09501195A (fr)
DE (2) DE4326112A1 (fr)
ES (1) ES2099628T3 (fr)
WO (1) WO1995004803A1 (fr)

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Also Published As

Publication number Publication date
JPH09501195A (ja) 1997-02-04
EP0712436B1 (fr) 1997-03-19
DE4326112A1 (de) 1995-02-09
WO1995004803A1 (fr) 1995-02-16
ES2099628T3 (es) 1997-05-16
US5753606A (en) 1998-05-19
DE59402172D1 (de) 1997-04-24

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