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WO1999049007A1 - Produit vaisselle comprenant des sulfates d'ester d'oligoalkylenglycol d'acide gras - Google Patents

Produit vaisselle comprenant des sulfates d'ester d'oligoalkylenglycol d'acide gras Download PDF

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Publication number
WO1999049007A1
WO1999049007A1 PCT/EP1999/001697 EP9901697W WO9949007A1 WO 1999049007 A1 WO1999049007 A1 WO 1999049007A1 EP 9901697 W EP9901697 W EP 9901697W WO 9949007 A1 WO9949007 A1 WO 9949007A1
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Prior art keywords
alkyl
sulfates
fatty acid
glycol ester
weight
Prior art date
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PCT/EP1999/001697
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German (de)
English (en)
Inventor
Christian Block
Berthold Schreck
Hans-Christian Raths
Original Assignee
Henkel Kommanditgesellschaft Auf Aktien
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Filing date
Publication date
Priority claimed from DE1998113042 external-priority patent/DE19813042A1/de
Priority claimed from DE19813043A external-priority patent/DE19813043A1/de
Application filed by Henkel Kommanditgesellschaft Auf Aktien filed Critical Henkel Kommanditgesellschaft Auf Aktien
Publication of WO1999049007A1 publication Critical patent/WO1999049007A1/fr

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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
    • C11D1/83—Mixtures of non-ionic with anionic compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C305/00—Esters of sulfuric acids
    • C07C305/02—Esters of sulfuric acids having oxygen atoms of sulfate groups bound to acyclic carbon atoms of a carbon skeleton
    • C07C305/04—Esters of sulfuric acids having oxygen atoms of sulfate groups bound to acyclic carbon atoms of a carbon skeleton being acyclic and saturated
    • C07C305/10—Esters of sulfuric acids having oxygen atoms of sulfate groups bound to acyclic carbon atoms of a carbon skeleton being acyclic and saturated being further substituted by singly-bound oxygen atoms
    • 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
    • C11D1/28—Sulfonation products derived from fatty acids or their derivatives, e.g. esters, amides
    • 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
    • C11D1/37—Mixtures of compounds all of which are anionic
    • 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
    • C11D1/88—Ampholytes; Electroneutral compounds
    • C11D1/94—Mixtures with anionic, cationic or non-ionic 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
    • C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
    • C11D17/0008—Detergent materials or soaps characterised by their shape or physical properties aqueous liquid non soap compositions
    • C11D17/003—Colloidal solutions, e.g. gels; Thixotropic solutions or pastes
    • 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
    • C11D1/146—Sulfuric acid esters
    • 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
    • C11D1/88—Ampholytes; Electroneutral compounds
    • C11D1/90—Betaines

Definitions

  • the present invention relates to skin-friendly aqueous hand dishwashing detergents containing fatty acid oligoalkylene glycol ester sulfates in combination with alkyl sulfates and / or alkyl ether sulfates with high cleaning power and good emulsifying power.
  • Liquid cleaning agents usually consist of aqueous solutions of synthetic anionic and / or nonionic surfactants and conventional additives. They are used particularly for cleaning hard surfaces, for example glass, ceramic materials, plastics, painted and polished surfaces.
  • An important area of application for liquid detergents is the manual winding of eating and cooking utensils.
  • the dishes are usually cleaned in slightly diluted liquors at slightly elevated temperatures of around 35 to 45 ° C. In general, the cleaning power of an agent is judged by the consumer as the better, the stronger and the longer the cleaning liquor foams.
  • fatty alkyl sulfates i.e. sulfated fatty alcohols with 6 to 22 carbon atoms, preferably 12 to 16 carbon atoms
  • fatty alkyl ether sulfates ie salts of sulfated adducts of about 1 to 10 mol of ethylene oxide with fatty alcohols with 6 to 22, preferably 12 to 16 , Carbon atoms in the aliphatic rest have good foaming and cleaning power.
  • the commercially available manual dishwashing agents are therefore generally aqueous solutions of such alkyl sulfates and / or alkyl ether sulfates in combination with other surfactants, in particular alkylbenzenesulfonates or secondary alkanesulfonates, and also solubilizers, colorants and fragrances.
  • surfactants in particular alkylbenzenesulfonates or secondary alkanesulfonates
  • solubilizers, colorants and fragrances to stabilize the surfactant systems and improve handling for the
  • users are usually added inorganic and / or organic thickeners to the surfactant solutions.
  • dishwashing detergents which are a combination contain the fatty acid oligoethylene glycol ester sulfate coconut fatty acid + 4EO ester sulfate with linear alkylbenzene or paraffin sulfonate in a ratio of 2 to 8.
  • dishwashing detergents which are a combination contain the fatty acid oligoethylene glycol ester sulfate coconut fatty acid + 4EO ester sulfate with linear alkylbenzene or paraffin sulfonate in a ratio of 2 to 8.
  • dishwashing detergents which are a combination contain the fatty acid oligoethylene glycol ester sulfate coconut fatty acid + 4EO ester sulfate with linear alkylbenzene or paraffin sulfonate in a ratio of 2 to 8.
  • dishwashing detergents which are a combination contain the fatty acid oligoethylene glycol ester sulfate coconut fatty acid + 4EO ester sulfate with linear alkyl
  • the object of the present invention was to provide skin-friendly aqueous hand dishwashing detergents which are distinguished by a high cleaning performance and a good emulsifying capacity.
  • aqueous hand dishwashing detergents based on a surfactant combination of fatty acid oligoalkylene glycol ester sulfates with alkyl sulfates and / or alkyl ether sulfates.
  • the present application therefore relates to aqueous hand dishwashing detergents containing A) fatty acid oligoalkylene glycol ester sulfates of the formula I,
  • M represents a cation, in particular an ammonium ion
  • R : C0 represents a linear or branched, aliphatic, saturated or unsaturated acyl radical having 6 to 22 carbon atoms
  • R 2 in (R 2 ⁇ ) represents an alkylene radical, in particular CH 2 CH 2 or CH (CH 3 ) CH 2 or CH 2 CH (CH 3 ), where n then denotes numbers from 0.5 to 5, or (R 2 0) n is a unit of the type (EO)
  • U (P0) V (E0) K represents, where E is CH 2 CH 2 and P is CH (CH 3 ) CH 2 or CH 2 CH (CH 3 ) and 0 ⁇ u ⁇ 5, 0.1 ⁇ v ⁇ 5 and 0 ⁇ w ⁇ 5 and u + w> 0 and 0.5 ⁇ (u + v + w) ⁇ 5, and B) alkyl sulfates and / or alkyl ether sulfates of the formula II,
  • R 3 represents a saturated or unsaturated C 8 -C 2 alkyl group
  • m represents numbers from 0 to 10
  • M 1 represents an alkali metal or an alkaline earth metal cation or an ammonium ion.
  • the hand dishwashing detergents according to the invention are not only distinguished by their pronounced skin friendliness and their particularly high cleaning performance, but also have a very good emulsifying capacity.
  • An increasing proportion of fatty acid oligoalkylene glycol ester sulfate causes an increasing stability of the emulsion, whereby a surprisingly high stability increase can be determined even with a weight ratio A to B of 1 to 1 (see examples).
  • the agents accordingly contain fatty acid oligoalkylene glycol ester sulfates and alkyl sulfates / alkyl ether sulfates in a weight ratio A to B of at least 1 to 1.
  • Another advantage of the hand dishwashing detergents according to the invention based on the surfactant combination of fatty acid oligoalkylene glycol ester sulfates with alkyl sulfates and / or alkyl ether sulfates is the possibility of being able to adjust a certain viscosity within a wide range solely by the weight ratio of these two surfactant components without significantly impairing the cleaning performance.
  • fatty acid oligoalkylene glycol ester sulfates (FSES) of the formula I contained according to the invention are known compounds which are distinguished by excellent skin compatibility and by sulfation of fatty acid oligoalkylene glycol esters of the formula R i COO (R 2 O) n H, in which R 1 , R 2 and n or (R 2 0) n have the same meaning as m formula I, are accessible (cf. K. Engel,. Ruback Fette, Seifen und Anstrichmi ttel 1986, 88, 20-25).
  • the sulfation is preferably carried out with sulfur trioxide in a molar ratio of 1 to 1 to 1 to 1.3, in particular 1 to 1.05 to 1 to 1.1, preferably in a falling film reactor Temperatures of at least 5 to 10 ° C.
  • the melting point of the fatty acid oligoalkylene glycol esters followed by neutralization of the acidic ester obtained with alkali metal hydroxides, alkaline earth metal hydroxides, ammonia and / or water-soluble organic amines, preferably NaOH, KOH and / or NH 3 , in the form of their 20 to 50% by weight aqueous solutions, the pH in a range from 5 to 9, preferably 6 to 8, and the temperature being 5
  • the fatty acid oligoalkylene glycol esters used in the sulfation can be prepared, for example, according to application P 19736906.5 above by basic homogeneously catalyzed addition of ethylene oxide and / or propylene oxide to fatty acids.
  • amines such as alkanolams, preferably monoethanolamine or diethanolamine, in particular triethanolamine, in amounts, based on the amount of fatty acids, of 0.1 to 5% by weight, preferably 0.5 to 1.5% by weight, described there. %, it is now also possible as a catalyst to selectively obtain low-alkoxylated, in particular low-ethoxylated, products with a narrow homolog distribution and a low proportion of by-products.
  • the alkoxylation of the fatty acids with 0.5 to 5, preferably 1 to 2 equivalents, based on the amounts of material, ethylene oxide, propylene oxide or an ethylene oxide / propylene oxide mixture can be carried out in a known manner at temperatures from 80 to 180 ° C., preferably 100 to 120 ° C, under autogenous pressure of 1 to 5 bar, preferably 2 to 3 bar.
  • FSES with conventional as well as preferably with narrowed homolog distribution are suitable according to the invention.
  • the FSES are sulfates of alkoxylated aliphatic carboxylic acids of the formula R ⁇ OOH, in which R -'- CO represents an aliphatic, linear or branched acyl radical having 6 to 22, preferably 12 to 18 carbon atoms and 0.1 2 or 3 double bonds.
  • Typical examples are the oligoalkyl ester sulfates of caproic acid, caprylic acid, 2-ethylhexanoic acid, capric acid, lauric acid, isotridecanoic acid, myristic acid, palmitic acid, palmoleic acid, stearic acid, isostearic acid, linoleic acid, linoleic acid, linoleic acid, linoleic acid, linoleic acid, lauric acid, lauric acid, lauric acid, lauric acid, lauric acid, lauric acid, lauric acid, lauric acid, lauric acid, lauric acid, lauric acid, lauric acid, lauric acid, lauric acid, lauric acid, lauric acid, lauric acid, lauric acid, lauric acid, lauric acid, lauric acid, lauric acid, lauric acid, lauric acid, lauric acid, la
  • Substance atoms such as coconut, palm, palm kernel or tallow fatty acid.
  • the FSES according to the invention can contain glycol mono- and glycol disulphates, fatty acid soaps, unsulphated parts and / or inorganic sulphates - to a lesser extent due to production.
  • the sulfates of the formula I with an average degree of alkoxylation n or (u + v + w) of 0.7 to 3, preferably 0.9 to 2 are preferred.
  • Other cations M according to the invention are alkali and alkaline earth metal cations, in particular magnesium cations (Mg 2+ ).
  • the hand dishwashing detergent contains 1 to 70% by weight, in particular 3 to 50% by weight, extremely preferably 6 to 30% by weight, of fatty acid oligoalkylene glycol ester sulfates.
  • the agents according to the invention necessarily contain C 8 -C 22 alkyl sulfates or C 8 -C 22 alkyl ether sulfates according to formula II or mixtures thereof, amounts usually based on the composition of 0.1 to 40% by weight, preferably 0.1 to 20% by weight, in particular 0.5 to 12% by weight, most preferably 1 to 8% by weight.
  • the C 8 -C 22 alkyl ether sulfates are preferred.
  • Typical C 8 -C 22 alkyl ether sulfates are the sulfation products of adducts of 0.5 to 10 moles of ethylene oxide (conventional or restricted homolog distribution) with 1 mole of caprylic alcohol, capric alcohol, lauryl alcohol, myristyl alcohol, cetyl alcohol, palomoleyl alcohol, stearyl alcohol, oleyl alcohol, elaidyl alcohol , Petroselinyl alcohol, arachyl alcohol, gadoleyl alcohol, behenyl alcohol and erucyl alcohol as well as their technical mixtures or 1 mol of a petrochemical alcohol such as the commercially available C ⁇ 2 ⁇ 3 oxo alcohols Neodol 2 or Lial 12'3 ® ' .
  • Sulfates of adducts of 1 to 7 moles of ethylene oxide with saturated coconut oil alcohols in the form of their sodium, potassium and / or magnesium salts and ammonium salts, such as monoisopropanolammonium salts, are preferred.
  • alkyl ether sulfates can be used which are derived from corresponding fatty alcohol polyglycol ethers which in turn have been prepared in the presence of calcined or, in particular, hydrophobicized hydrocalcite and therefore have a particularly advantageous narrow homolog distribution.
  • fatty acid oligoalkylene glycol ester sulfate (s) (A) and the sum of alkyl sulfate (s) and alkyl ether sulfate (s) (B) have a weight ratio A to B in the range from 4 to 1 to 1 to 4 , in particular from 3 to 1 to 1 to 3, most preferably from 2 to 1 to 1 to 2.
  • the agents according to the invention can be C 8 -C 2: carboxamide sulfates of the formula R-CO-NH (CH 2 CH 2 0) - S0 3 X, in which R is a saturated or unsaturated C 8 -C 22 alkyl group, j are numbers from 1 to 10 and X is an alkali metal, alkaline earth metal or quaternary ammonium ion. 8th
  • C 8 -C 22 carboxylic acid amide ether sulfates are known anionic surfactants which have a pronounced foaming capacity and low sensitivity to hardness (cf. A. Reng Parf. And Kosmetik 1980, 61, 87-97). They can be produced by methods known from the prior art (cf. J. Falbe Surfactants in Consumer Products 1987, Springer Verlag, p. 93 ff.).
  • C 8 -C 22 carboxylic acid amide ether sulfates are the sulfated adducts of 1 to 10 moles of ethylene oxide (conventional or restricted homolog distribution) with in each case 1 mole of carboxylic acid realkanolamide, such as, for example, the amide of caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, palmitoleic acid , Stearic acid, oleic acid, elaidic acid, petroselinic acid, linoleic acid, linolinic acid, arachic acid, gadoleic acid, behenic acid and erucic acid.
  • carboxylic acid realkanolamide such as, for example, the amide of caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, palmitoleic acid , Stearic acid, oleic acid, elaidic acid, petroselinic acid, lin
  • the fatty acid component of the amides can also be derived from technical fatty acid cuts, such as those that occur in the pressure splitting of natural fats and oils, for example palmol, palm kernel oil, coconut oil, rubol or beef tallow.
  • Preferred feedstocks are the carboxylic acid amide ether sulfates of coconut fatty acid.
  • the C 8 -C 22 carboxylic acid amide ether sulfates can be used in the hand dishwashing detergents according to the invention in amounts of 0.01 to 60% by weight, based on the finished agent, preferably 0.1 to 40% by weight, in particular 0.2 to 25% by weight .-%, most preferably 0.5 to 15 wt .-%, may be included.
  • anionic surfactants e.g. N-alkylbenzenesulfonates with 9 to 16 carbon atoms in the alkyl radical
  • alkanesulfonates with 10 to 20 carbon atoms in the alkyl radical and / or olefin sulfonates with 12 to 16 carbon atoms in the alkyl radical can be present in the surfactant solutions according to the invention.
  • Soaps, ie alkali or ammonium salts of saturated or unsaturated C 8 -C 22 fatty acids, are due to their foaming properties.
  • Shafts are preferably not included in the surfactant combinations according to the invention.
  • the feature “preferably not included” is intended to mean that very small amounts of soap of up to 2% by weight, based on the total composition, can still be tolerated within the meaning of the invention.
  • the preferred nonionic surfactants are alkyl polyglycosides (APG) of the formula III,
  • R 4 is a linear or branched, saturated or unsaturated alkyl radical having 8 to 22 carbon atoms
  • [G] is a glycosidically linked sugar radical and x is a number from 1 to 10.
  • APG are non-ionic surfactants and are known substances that can be obtained using the relevant methods of preparative organic chemistry.
  • the agents according to the invention preferably contain APG in amounts of 0.1 to 20% by weight, in particular 0.5 to 10% by weight, extremely preferably 1 to 5% by weight, and / or in a ratio to the total amount of anionic surfactant from 1: 8 to 1: 4, in particular 1: 7 to 1: 5.
  • the alkyl or alkenyl radical R 4 (formula III) can be derived from primary alcohols having 8 to 18, preferably 8 to 14, carbon atoms. Typical examples are capronic alcohol, caprylic alcohol, capric alcohol and undecyl alcohol and their technical mixtures, such as those obtained in the course of the hydrogenation of technical fatty acid methyl esters or in the course of the hydrogenation of aldehydes from RoELEN's oxo synthesis.
  • the alkyl or alkenyl radical R 4 is preferably derived from lauryl alcohol, myristyl alcohol, cetyl alcohol, palmoleyl alcohol, stearyl alcohol, isostearyl alcohol or oleyl alcohol.
  • Elaidyl alcohol, petroselinyl alcohol, arachidyl alcohol, gadolinyl alcohol, behenyl alcohol, erucyl alcohol and their technical mixtures are also to be mentioned.
  • nonionic surfactants which can be used are C 8 -C 18 alcohol alkoxylates of the formula R'O— (CH 2 CH 2 0) ⁇ —H, where R 'is a saturated or unsaturated C 8 -C 8 alkyl group and i is a number from 1 to 20.
  • the fatty alcohol alkoxylates are known compounds which can be obtained by alkoxylating the fatty alcohols.
  • the fatty alcohol alkoxylates can be present in the agent according to the invention in an amount of 0.1 to 15% by weight.
  • Fettsaurealkanolamide can be used, for example C ⁇ o / 22 Fettsauremonoethanolamid or Appendices ⁇ delay products of 4 to 20, preferably from 4 to 10 moles of C 2 - 3 - alkylene oxide, preferably ethylene oxide and C ⁇ o-C 2 o. preferably Ci 2 -C 8 alkanols, but also the addition products of ethylene oxide 11 of propylene glycols, which are known under the name Pluronics ® , and addition products of 1 to 7 moles of ethylene oxide with 1 to 5 moles of propylene oxide reacted with C 2 -C 8 -alkanols.
  • Fatty alkyl amine oxides are also suitable.
  • Fatty acid N-alkylpolyhydroxyalkylamides can also be used as nonionic surfactants, which are also known substances which are usually obtained by reductive amination of a reducing sugar with ammonia, an alkylamine or an alkanolamine and subsequent acylation with a fatty acid, one Fatty acid alkyl esters or a fatty acid chloride can be obtained.
  • nonionic surfactants which are also known substances which are usually obtained by reductive amination of a reducing sugar with ammonia, an alkylamine or an alkanolamine and subsequent acylation with a fatty acid, one Fatty acid alkyl esters or a fatty acid chloride can be obtained.
  • Preferred fatty acid N-alkylpolyhydroxyalkylamides are the fatty acid N-alkylglycamides derived from reducing sugars with 5 or 6 carbon atoms, in particular glucose.
  • R 5 denotes an alkyl radical with 8 to 25, preferably 10 to 21 carbon atoms, optionally interrupted by heteroatoms or heteroatom groups
  • R 6 and R 7 mean identical or different alkyl radicals with 1 to 3 carbon atoms.
  • C 1 -C 8 alkyl-dimethylcarboxymethylbetaine and Cn-C ⁇ -alkylamidopropyldimethylcarboxymethylbetaine are preferred.
  • the betaine compounds of the formula IV are preferably present in an amount of 0.1 to 14% by weight, in particular 1 to 8% by weight, in the hand dishwashing detergent composition according to the invention. 12
  • the total surfactant content in the compositions according to the invention is preferably above 15% by weight, based on the total composition, but not above 75% by weight, in particular not above 50% by weight.
  • the solvents to be added if necessary are preferably low molecular weight alkanols having 1 to 4 carbon atoms in the molecule, in particular ethanol and isopropanol.
  • Other solution mediators for example for dyes and perfumes, can optionally be, for example, alkanolamines, polyols such as ethylene glycol, propylene glycol, glycerol and alkylbenzenesulfonates having 1 to 3 carbon atoms in the alkyl radical, in particular cumene, toluene and xylene sulfonates.
  • the pH of the agents according to the invention is preferably between 5 and 9, in particular between 6 and 8, most preferably between 6 and 7.
  • the pH is optionally adjusted by means of conventional pH regulators such as citric acid or sodium hydroxide.
  • antimicrobial agents or pH buffers can be added in amounts of up to 10% by weight, based on the active substance content of fatty acid oligoalkylene glycol ester sulfate (s).
  • the agents according to the invention can contain thickeners, for example urea, sodium chloride, magnesium sulfate or chloride, ammonium chloride or polysaccharides and the like, which can also be used in combination.
  • thickeners for example urea, sodium chloride, magnesium sulfate or chloride, ammonium chloride or polysaccharides and the like, which can also be used in combination.
  • substances such as e.g. Gelatin or casein can be used without impairing the performance of the agents according to the invention.
  • the agents are free from conventional thickeners.
  • preservatives examples include sodium benzoate, formaldehyde and sodium sulfite.
  • the agents according to the invention can also contain conventional disinfectants. 13
  • the agents according to the invention can contain, as further constituents, perfume, dyes and opacifiers, as well as skin protection components, such as those e.g. are known from the document EP 0 522 756.
  • the agents E1 to E5 according to the invention and the comparative agents VI and V2 were produced and their cleaning performance and their emulsifying behavior were investigated.
  • the pH was adjusted between 6.2 and 6.6 with citric acid.
  • Water in Table 1 means water and pH regulator (s).
  • the surfactant components used were:
  • compositions E1 to E5 which contain components A and B, is synergistically superior to that of comparison agents VI and V2, which contain only one of these two components.
  • the emulsifying power of the aqueous surfactant compositions E1 to E5 and VI and V2 was determined by adding 25 ml of olive oil to 25 ml of surfactant solution, stirring the mixture for 30 s and transferring 50 ml of the emulsion obtained to a 50 ml measuring cylinder. The volume of the separated aqueous phase was then determined after 1 h and after 4 h. The results obtained are shown in Table 3 in ml of aqueous phase.
  • the emulsion is the most stable in the case of the AES-free composition VI, but the most stable for the FSES-free composition V2. 16
  • the viscosity of the aqueous surfactant compositions E1 to E5 and VI and V2 was determined using a ßroo ⁇ jield LV viscometer of the type LVDV-II + in a Brookfield Small Sample Adapter (measuring tube for sample volumes from 2 to 16 ml), the spindle and speed in each case were chosen so that the measured viscosity was within the recommended measuring range.
  • the measuring time was 2 minutes at 20 ° C and a rotation frequency of 30 revolutions per minute.
  • the type numbers of the spindles used and the viscosities ⁇ obtained are shown in Table 4.
  • the viscosity can be set between 100 and 126% (Table 2) in a very wide range from 160 to 6016 mPa * s.
  • Viscosities that are significantly lower than those of solution V2 without fatty acid oligoalkylene glycol ester sulfate (E1 to E4) can be set here, as well as one that is significantly greater than that of solution VI without alkyl ether sulfate (E5).

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Abstract

L'invention concerne un produit vaisselle aqueux doux pour la peau et à haut pouvoir détergent. Pour obtenir ce produit, on associe des sulfates d'ester d'oligoalkylènglycol d'acide gras de la formule R?1COO(R2O)¿nSO3M où M représente un cation, notamment un ion d'ammonium, et R1CO représente un reste acyle avec de 6 à 22 atomes de carbone, linéaire ou ramifié, aliphatique, saturé ou non saturé et R2, dans (R2O)n, représente un reste alkylène, notamment CH2CH2, CH(CH3)CH2 ou CH2CH(CH3), n valant un chiffre entre 0,5 et 5 et (R2O)n représente une unité du type (EO)u(PO)v(EO)w, E représentant CH2CH2 et P représentant CH(CH3)CH2 ou CH2CH(CH3) et 0≤u≤5, 0,1≤v≤5 et 0≤w≤5 ainsi que u + w > 0 et 0,5≤(u + v + w)≤5 avec des sulfates d'alkyle et/ou des sulfates d'éther d'alkyle de la formule R3O(CH2CH2O)mSO3M', où R3 représente un groupe alkyle C¿8?-C22 saturé ou non saturé, m vaut 0 à 10 et M' représente un cation de métal alcalin ou alcalino-terreux ou un ion d'ammonium.
PCT/EP1999/001697 1998-03-25 1999-03-16 Produit vaisselle comprenant des sulfates d'ester d'oligoalkylenglycol d'acide gras WO1999049007A1 (fr)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
DE19813043.0 1998-03-25
DE1998113042 DE19813042A1 (de) 1998-03-25 1998-03-25 Handgeschirrspülmittel mit Fettsäureoligoalkylenglykolestersulfaten
DE19813043A DE19813043A1 (de) 1998-03-25 1998-03-25 Fettsäureoligoalkylenglykolestersulfate in wäßrigen Tensidlösungen
DE19813042.2 1998-03-25

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WO1999049007A1 true WO1999049007A1 (fr) 1999-09-30

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PCT/EP1999/001697 WO1999049007A1 (fr) 1998-03-25 1999-03-16 Produit vaisselle comprenant des sulfates d'ester d'oligoalkylenglycol d'acide gras
PCT/EP1999/001698 WO1999049006A1 (fr) 1998-03-25 1999-03-16 Sulfates d'ester d'oligoalkylenglycol d'acide gras dans des solutions aqueuses

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PCT/EP1999/001698 WO1999049006A1 (fr) 1998-03-25 1999-03-16 Sulfates d'ester d'oligoalkylenglycol d'acide gras dans des solutions aqueuses

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PL2757145T5 (pl) 2013-01-21 2024-12-02 The Procter & Gamble Company Detergent

Citations (1)

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Publication number Priority date Publication date Assignee Title
WO1999010463A1 (fr) * 1997-08-25 1999-03-04 Cognis Deutschland Gmbh Detergents aqueux pour laver la vaisselle a la main

Family Cites Families (4)

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Publication number Priority date Publication date Assignee Title
DE19736906A1 (de) * 1997-08-25 1999-03-04 Henkel Kgaa Verfahren zur Herstellung von sulfatierten Fettsäurealkylenglykolestern
DE19741911C1 (de) * 1997-09-25 1999-01-14 Henkel Kgaa Stark schäumende Detergensgemische
WO1999010460A1 (fr) * 1997-08-25 1999-03-04 Cognis Deutschland Gmbh Preparations tensioactives coulantes contenant des sulfates d'ester de polyglycol d'acide gras
EP1007614A1 (fr) * 1997-08-25 2000-06-14 Cognis Deutschland GmbH Melanges detergents a fort pouvoir moussant contenant des sulfates d'ester de polyglycol d'acide gras

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1999010463A1 (fr) * 1997-08-25 1999-03-04 Cognis Deutschland Gmbh Detergents aqueux pour laver la vaisselle a la main

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
K. ENGEL ET AL.: "Darstellung und Eigenschaften von Fettsäurepolyglykolestersulfaten", FETTE, SEIFEN, ANSTRICHMITTEL, vol. 88, no. 1, 1986, HAMBURG DE, pages 20 - 25, XP002084466 *

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