EP1115820A1 - Utilisation d'esters d'acide carboxylique alcoxyles pour reduire la viscosite de systemes tensioactifs aqueux - Google Patents

Utilisation d'esters d'acide carboxylique alcoxyles pour reduire la viscosite de systemes tensioactifs aqueux

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Publication number
EP1115820A1
EP1115820A1 EP99947324A EP99947324A EP1115820A1 EP 1115820 A1 EP1115820 A1 EP 1115820A1 EP 99947324 A EP99947324 A EP 99947324A EP 99947324 A EP99947324 A EP 99947324A EP 1115820 A1 EP1115820 A1 EP 1115820A1
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EP
European Patent Office
Prior art keywords
carboxylic acid
acid esters
alkyl
alkoxylated carboxylic
acid
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.)
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Application number
EP99947324A
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German (de)
English (en)
Inventor
Rita Köster
Ansgar Behler
Michael Neuss
Karl Heinz Schmid
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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Filing date
Publication date
Application filed by Cognis Deutschland GmbH and Co KG filed Critical Cognis Deutschland GmbH and Co KG
Publication of EP1115820A1 publication Critical patent/EP1115820A1/fr
Withdrawn legal-status Critical Current

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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
    • C11D1/74—Carboxylates or sulfonates esters of polyoxyalkylene glycols

Definitions

  • the invention relates to the use of alkoxylated carboxylic acid esters, in particular those which have been prepared by reacting carboxylic acid esters and alkylene oxides in the presence of calcined hydrotalcites, for lowering the viscosity of aqueous surfactant systems, in particular those for the production of liquid washing, rinsing and cleaning agents.
  • liquid detergents, dishwashing detergents and cleaning agents are subject to a whole range of very different requirements.
  • the agents should be formulated with the highest possible active substance content and still be liquid or at least flowable.
  • the end user desires, in particular, flowable detergents and cleaning agents so that the agents can be dosed precisely according to the application requirements, above all without any special effort, and are better to be emptied completely.
  • Manufacturers of such agents also prefer products that are easy to flow because of their better formulability and filling.
  • the surfactants always contained in the agents mentioned are pasty products whose viscosity must be reduced accordingly so that the requirements are met. In some cases, the viscosity can be reduced by using large amounts of water as a solvent.
  • solubilizers such as ethanol, ethylene glycol, or diethylene glycol Monobutyl diglycol ether used to obtain the desired viscosities.
  • solvents and solubilizers are generally to be used in large amounts so that the desired viscosities are obtained, as a result of which the active substance content of the compositions is greatly reduced.
  • the solvents and solubilizers do not make their own contribution to the cleaning ability of the washing, rinsing and cleaning agents.
  • the complex object of the present invention was to find compounds which are capable of greatly reducing the viscosity of aqueous, surfactant systems even in low amounts. At the same time, these viscosity-reducing compounds should make their own contribution to the cleaning performance of the agents.
  • the object of the present invention therefore relates to the use of alkoxylated carboxylic acid esters for lowering the viscosity of aqueous surfactant systems.
  • Alkoxylated carboxylic acid esters which are prepared by homogeneous catalysis in the presence of hydroxides and reducing agents or a cocatalyst, are known from German Offenlegungsschrift DE-Al-19 611 999 and the international application WO 94/13618. According to the two documents, such compounds can be used in washing, rinsing and cleaning agents.
  • German Offenlegungsschrift DE-A-43 26 112 in turn describes low-foaming general-purpose cleaners which contain alkoxylated carboxylic acid esters in a mixture with alkyl glycosides and, if appropriate, further surfactants such as alkyl sulfates, alkyl ether sulfates and fatty alcohol polyglycol ethers.
  • alkoxylated carboxylic acid esters can greatly reduce the viscosity of aqueous surfactant systems without reducing their high active substance content to the extent that conventional solvents do.
  • the alkoxylated carboxylic acid esters are used above all in aqueous surfactant systems which, without the addition of viscosity-reducing solvents, have a Höppler viscosity (at 20 ° C.) above 750 mPas, preferably above 1000 mPas.
  • a reduction in viscosity in the sense of the invention is given if the viscosity of the aqueous surfactant system has preferably been reduced by at least one third, in particular by at least half - based on the viscosity of the aqueous surfactant system without alkoxylated carboxylic acid esters according to Höppler.
  • alkoxylated carboxylic acid esters used are known from the prior art.
  • such alkoxylated carboxylic acid esters are accessible by esterification of alkoxylated carboxylic acids with alcohols.
  • the compounds are preferably prepared by reacting carboxylic acid esters with alkylene oxides using catalysts, in particular using calcined hydrotalcite according to German Offenlegungsschrift DE-A-39 14 131, which provide compounds with a restricted homolog distribution.
  • Both carboxylic acid esters of monohydric alcohols and polyhydric alcohols can be alkoxylated by this process. According to the present invention, preference is given to alkoxylated carboxylic acid esters of monohydric alcohols which follow the general formula (I)
  • R'CO stands for an aliphatic acyl radical derived from a carboxylic acid
  • AlkO for alkylene oxide
  • R 2 for an aliphatic alkyl radical derived from a monohydric aliphatic alcohol.
  • Particularly suitable are alkoxylated carboxylic acid esters of the formula (I) in which R'CO is an aliphatic acyl radical having 6 to 18 carbon atoms, OAlk is a -CH 2 CH 2 O-, -CHCH 3 CH 2 O- and / or -CH 2 CHCH 3 O radical, n is on average from 3 to 15 and R 2 is an aliphatic alkyl radical having 1 to 22 carbon atoms.
  • Preferred acyl radicals are derived from carboxylic acids having 6 to 18 carbon atoms of natural or synthetic origin, in particular from straight-chain saturated and / or unsaturated fatty acids, including technical mixtures thereof, as are obtainable by fat cleavage from animal and / or vegetable fats and oils subsequent separation of fatty acids, for example from coconut oil, palm kernel oil, palm oil, soybean oil, sunflower oil, rape oil, cottonseed oil, fish oil, beef tallow and lard.
  • Examples of such carboxylic acids are caproic acid, caprylic acid, 2-ethylhexanoic acid, capric acid, lauric acid, isotridecanoic acid, myristic acid, palmitic acid and / or palmoleic acid.
  • Preferred alkyl radicals R 2 are derived from primary, aliphatic monofunctional alcohols having 1 to 22 carbon atoms, which can be saturated and / or unsaturated.
  • suitable monoalcohols are methanol, ethanol, propanol, butanol, pentanol and the hydrogenation products of the above-mentioned carboxylic acids with 6 to 22 carbon atoms, in particular methanol.
  • AlkO stands for the alkylene oxides which are reacted with the carboxylic acid esters and include ethylene oxide, propylene oxide and / or butylene oxide, preferably ethylene oxide and / or propylene oxide, in particular ethylene oxide alone.
  • alkoxylated carboxylic acid esters of the formula (I) are used in which R ! CO stands for an aliphatic acyl residue with 6 to 10 carbon atoms, AlkO stands for a CH 2 CH 2 O residue, n stands for numbers from 5 to 15 on average and R 2 stands for a methyl residue.
  • R ! CO stands for an aliphatic acyl residue with 6 to 10 carbon atoms
  • AlkO stands for a CH 2 CH 2 O residue
  • n stands for numbers from 5 to 15 on average
  • R 2 stands for a methyl residue.
  • examples of such compounds are methyl caprylic acid alkoxylated with an average of 5, 7, 9 or 11 moles of ethylene oxide, and methyl 2-ethylhexanoate.
  • alkoxylated carboxylic acid esters of the formula (I) are used in which R'CO for an aliphatic acyl radical having 12 to 14 carbon atoms, OAlk for a CH 2 CH 2 O radical, n for numbers from 8 to 12 and R 2 represents a methyl radical.
  • the alkoxylated carboxylic acid esters are able to reduce the viscosity of surfactant systems containing anionic surfactants.
  • anionic surfactants Soaps, alkylbenzenesulfonates, alkanesulfonates, olefin sulfonates, alkyl ether sulfonates, glycerol ether sulfonates, ⁇ -methyl ester sulfonates, sulfofatty acids, alkyl sulfates, alkyl ether sulfates, glycerol ether sulfates, monoglyceride (ether) sulfates, hydroxymixed ether sulfates, fatty and sulfonate sulfates, fatty ether sulfate monates, fatty ether sulfate monates Dialkyl sulfosuccinamates, sulfotriglycerides, amide
  • anionic surfactants contain polyglycol ether chains, they can have a conventional, but preferably a narrow, homolog distribution.
  • the alkoxylated carboxylic acid esters are preferably used in aqueous surfactant systems which contain anionic surfactants selected from the group consisting of alkyl sulfates, alkyl ether sulfates, alkanesulfonates, monoglyceride sulfates, sulfosuccinates and fatty acid polyglycol ester sulfates.
  • Preferred fatty acid polyglycol ester sulfates are those compounds which are obtained by sulfation in a manner known per se from fatty acid alkoxylates which contain 1 to 3 mol of alkylene oxide added on an industrial scale. Such fatty acid alkoxylates are in turn accessible by addition of alkylene oxide, preferably ethylene oxide, to fatty acids in the presence of bases such as sodium methylate or triethanolamine or calcined hydrotalcite.
  • alkyl sulfates and alkyl ether sulfates preference is given to those compounds which contain 12 to 18 carbon atoms in the alkyl radical and, if appropriate, 3 to 15 mol of ethylene oxide added.
  • surfactants the production of which is known from the prior art.
  • alkoxylated carboxylic acid esters are particularly preferably used to lower the viscosity of aqueous alkyl sulfate pastes of the type already described.
  • Nonionic surfactants are particularly preferably used to lower the viscosity of aqueous alkyl sulfate pastes of the type already described.
  • the alkoxylated carboxylic acid esters are able to reduce the viscosity of nonionic surfactant-containing surfactant systems.
  • nonionic surfactants are fatty alcohol polyglycol ethers, alkylphenol polyglycol ethers, fatty acid amide polyglycol ethers, fatty amine polyglycol ethers, alkoxylated triglycerides, alk (en) yl oligoglycosides, fatty acid N-alkyl glucamides, protein hydrolysates (especially vegetable products based on wheat), polyol fatty acid esters, polystyrene esters and sorbitan esters, sorbitan esters.
  • nonionic surfactants contain polyglycol ether chains, they can have a conventional, but preferably a narrow, homolog distribution.
  • the alkoxylated carboxylic acid esters are preferably used in aqueous surfactant systems which contain, as nonionic surfactants, fatty alcohol polyglycol ethers, alkyl oligoglucosides, fatty acid N-alkyl glucamides and / or amine oxides.
  • R 3 is an alkyl and / or alkenyl radical having 4 to 22 carbon atoms
  • G is a sugar radical having 5 or 6 carbon atoms
  • p is a number from 1 to 10. They can be obtained according to the relevant procedures in preparative organic chemistry.
  • the alkyl and / or alkenyl oligoglycosides can be derived from aldoses or ketoses with 5 or 6 carbon atoms, preferably glucose.
  • the preferred alkyl and / or alkenyl oligoglycosides are thus alkyl and / or alkenyl oligoglucosides.
  • the index number p in the general formula (II) indicates the degree of oligomerization (DP), ie the distribution of mono- and oligoglycosides, and stands for a number between 1 and 10.
  • the value p for a certain alkyl oligoglycoside is an analytically determined arithmetic parameter, which usually represents a fractional number.
  • Alkyl and / or alkenyl oligoglycosides with an average degree of oligomerization p of 1.1 to 3.0 are preferably used. From an application point of view, those alkyl and / or alkenyl oligoglycosides are preferred whose degree of oligomerization is less than 1.7 and is in particular between 1.2 and 1.4.
  • the alkyl or alkenyl radical R 3 can be derived from primary alcohols having 4 to 11, preferably 8 to 10, carbon atoms. Typical examples are butanol, capro alcohol, caprylic alcohol, capric alcohol and undecyl alcohol as well as their technical mixtures, such as are used 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 alkyl or alkenyl radical R can also be derived from primary alcohols having 12 to 22, preferably 12 to 14, carbon atoms.
  • Typical examples are lauryl alcohol, myristyl alcohol, cetyl alcohol, palmoleyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, elaidyl alcohol, petroselinyl alcohol, arachyl alcohol, gadoleyl alcohol, behenyl alcohol, erucyl alcohol, brassidyl alcohol and their technical mixtures, which can be obtained as described above.
  • alkoxylated carboxylic acid esters are suitable for lowering the viscosity for aqueous surfactant systems which contain fatty acid N-alkylpolyhydroxyalkylamides which follow the formula (III)
  • R 5 CO stands for an aliphatic acyl radical with 6 to 22 carbon atoms
  • R 4 for an alkyl or hydroxyalkyl radical with 1 to 4 carbon atoms
  • [Z] for a linear or branched polyhydroxyalkyl radical with 3 to 12 carbon atoms and 3 to 10 hydroxyl groups.
  • the fatty acid N-alkyl polyhydroxyalkylamides are known substances which can usually be obtained by reductive amination of a reducing sugar with an alkylamine or an alkanolamine and subsequent acylation with a fatty acid, a fatty acid alkyl ester or a fatty acid chloride. With regard to the processes for their production, reference is made to US Pat. Nos.
  • the fatty acid N-alkylpolyhydroxyalkylamides are preferably derived from reducing sugars having 5 or 6 carbon atoms, in particular from glucose.
  • the preferred fatty acid N-alkylpolyhydroxyalkylamides are therefore fatty acid N-alkylglucamides as represented by the formula (IV):
  • fatty acid ⁇ -alkylpolyhydroxyalkylamides are glucamides of the formula (IN) in which R 4 represents an alkyl group and R 5 CO represents the acyl radical of capric acid, caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, palmoleic acid, stearic acid, Isostearic acid, oleic acid, elaidic acid, petroselinic acid, linoleic acid, linolenic acid, arachic acid, gadoleic acid, behenic acid or erucic acid or their technical mixtures.
  • R 4 represents an alkyl group
  • R 5 CO represents the acyl radical of capric acid, caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, palmoleic acid, stearic acid, Isostearic acid, oleic acid, elaidic acid, petroselinic acid, lino
  • Fatty acid ⁇ -alkylglucamides of the formula (IV) which are obtained by reductive amination of glucose with methylamine and subsequent acylation with lauric acid or C
  • the polyhydroxyalkylamides can also be derived from maltose and palatinose.
  • the alkoxylated carboxylic acid esters are also suitable for lowering the viscosity of aqueous surfactant systems which contain fatty alcohol polyglycol ethers.
  • the fatty alcohol polyglycol ethers are, in particular, addition products of 2 to 10 moles of ethylene oxide with fatty alcohols with 12 to 18 carbon atoms, addition products of 2 to 10 moles of ethylene oxide and 1 to 3 moles of propylene oxide and / or butylene oxide with fatty alcohols with 12 to 18 carbon atoms, and also adducts of 2 to 10 moles of ethylene oxide with fatty alcohols having 12 to 18 carbon atoms which are capped with methyl groups or butyl groups, to adducts of 2 to 10 moles of ethylene oxide and 1 to 3 moles of propylene oxide and / or butylene oxide with fatty alcohols with 12 to 18 carbon atoms.
  • the alkoxylated carboxylic acid esters can be used to reduce the viscosity of aqueous surfactant systems which contain amine oxides.
  • the preparation of amine oxides is based on tertiary fatty amines, which usually have either one long and two short or two long and one short alkyl radical, and is oxidized in the presence of hydrogen peroxide.
  • the amine oxides which are suitable for the purposes of the invention follow the formula (V)
  • R 6 represents a linear or branched alkyl radical having 12 to 18 carbon atoms
  • R 7 and R 8 independently of one another represent R or an optionally hydroxyl-substituted alkyl radical having 1 to 4 carbon atoms.
  • Amine oxides of the formula (V) are preferably used in which R and R are C 12/1 and C 12/18 cocoalkyl radicals and R 8 is a methyl or a hydroxyethyl radical.
  • R 6 stands for a C12 / 1 - or C ⁇ 2/18 - is cocoalkyl and R 7 and R 8 have the meaning of a methyl or hydroxyethyl group.
  • the alkoxylated carboxylic acid esters are able to reduce the viscosity of surfactant systems containing amphoteric or zwitterionic surfactants.
  • amphoteric or zwitterionic surfactants are alkyl betaines, alkyl amido betaines, aminopropionates, imidazolinium betaines and sulfobetaines.
  • Betaines are known surfactants which are predominantly produced by carboxyalkylation, preferably carboxymethylation, of aminic compounds.
  • the starting materials are preferably condensed with halocarboxylic acids or their salts, in particular with sodium chloroacetate, one mol of salt being formed per mole of betaine.
  • unsaturated carboxylic acids such as acrylic acid, is also possible.
  • Betaines and "real" amphoteric surfactants are referred to U.Ploog's contribution in Seifen- ⁇ le-Fette-Wwachs, 108, 373 (1982).
  • suitable betaines are the boxyalkylation products of secondary and in particular tertiary amines which follow the formula (VI)
  • R 9 represents alkyl and / or alkenyl radicals having 6 to 22 carbon atoms
  • R 10 represents hydrogen or alkyl radicals having 1 to 4 carbon atoms
  • R n represents alkyl radicals having 1 to 4 carbon atoms
  • m represents numbers from 1 to 6 and X for a Alkali and / or alkaline earth metal or ammonium.
  • Typical examples are 12 / carboxymethylation products of hexylmethylamine methylamine which, hexyldimethylamine, octyldimethylamine, decyldimethylamine, dodecyl cylmethylamin, dodecyldimethylamine, Dodecylethylmethylamin, C ⁇ 4 -Kokosalkyldime-, myristyldimethylamine, cetyldimethylamine, stearyldimethylamine, Stearylethyl- methyl amine, oleyl dimethyl amine, C] 6/18 - Tallow alkyl dimethylamine and their technical mixtures.
  • carboxyalkylation products of amidoamines the so-called glycinates, which follow the formula (VII)
  • Typical examples are reaction products of fatty acids having 6 to 22 carbon atoms, including caproic acid, caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, palmitoleic acid, stearic acid, isostearic acid, oleic acid, elaidic acid, petroselinic acid, linoleic acid, linolenic acid, Elaeostea- rinklare, arachidic acid, gadoleic acid, behenic and erucic acid and their technical Mixtures with N, N-dimethylaminoethylamine, N, N-dimethylaminopropylamine, N, N-diethylaminoethylamine and N, N-diethylaminopropylamine, which are condensed with sodium chloroacetate. It is preferred to use a condensation product of C 8/ 8 -coconut fatty acid N, N-dimethylaminopropylamide
  • R 13 represents an alkyl radical having 5 to 21 carbon atoms
  • R 14 represents a hydroxyl group
  • an OCOR 13 or NHCOR 13 radical and r represents 2 or 3.
  • These substances are also known substances which can be obtained, for example, by cyclizing condensation of 1 or 2 moles of fatty acid with polyhydric amines, such as, for example, aminoethyl ethanolamine (AEEA) or diethylene triamine.
  • AEEA aminoethyl ethanolamine
  • the corresponding carboxyalkylation products are mixtures of different open-chain betaines.
  • Typical examples are condensation products of the above-mentioned fatty acids with AEEA, preferably imidazolines based on lauric acid or again C 1 / ⁇ coconut fatty acid, which are subsequently betainized with sodium chloroacetate.
  • the alkoxylated carboxylic acid esters are preferably used in amounts of 0.1 to 20% by weight, in particular 5 to 15% by weight, based on the active substance content of the surfactants.
  • the aqueous surfactant systems contain at least one anionic, nonionic or amphoteric or zwitterionic surfactant.
  • the aqueous surfactant systems preferably contain as surfactants at least one anionic and / or a nonionic surfactant and optionally additionally an amphoteric or zwitterionic surfactant.
  • the weight ratio of the surfactants to one another is not critical. According to one embodiment, the aqueous surfactant systems contain 1 to 30% by weight, in particular 5 to 20% by weight, of nonionic surfactants, preferably fatty alcohol polyglycol ethers,
  • the aqueous surfactant systems contain 5 to 35% by weight, in particular 7 to 20% by weight, of anionic surfactants, preferably alkyl sulfates, alkyl ether sulfates, alkane sulfonates, monoglyceride sulfates, sulfosuccinates and fatty acid polyglycol ester sulfates, and 0 to 25% by weight, in particular 5 to 10% by weight, nonionic surfactants, preferably fatty alcohol polyglycol ethers, alkyl oligoglycosides and / or amine oxides and 0 to 15% by weight, in particular 1 to 15% by weight, alkyl betaines and / or alkyl amido betaines - each calculated as the active substance content of the surfactants and based on the aqueous surfactant system .
  • anionic surfactants preferably alkyl sulfates, alkyl ether sulfates, alkane sulf
  • the aqueous surfactant systems preferably contain 10 to 45% by weight of surfactants, preferably 10 to 40% by weight and in particular 15 to 40% by weight, calculated as the active substance content and based on the aqueous surfactant system.
  • the alkoxylated carboxylic acid esters are contained in the aqueous surfactant systems in the amounts already described. It should be noted here that the alkoxylated carboxylic acid esters in the sense of the invention are not subsumed under the term nonionic surfactants, since they are used in the sense of the invention as viscosity depressants.
  • the remaining 100% by weight of the rest of the aqueous surfactant systems can, in the simplest case, mean water or, depending on the application, also water and conventional auxiliaries.
  • the alkoxylated carboxylic acid esters are used in aqueous surfactant systems which are preferably used for the production of detergents, dishwashing detergents and cleaning agents, in particular hand dishwashing detergents, all-purpose cleaners, glass cleaners, floor cleaners, liquid detergents, toilet cleaners, bathroom cleaners and agents for automatic dishwashing.
  • the aqueous surfactant systems can be mixed with conventional auxiliaries such as builders, e.g. Glutaric acid, succinic acid, adipic acid, tartaric acid, gluconic acid, trisodium citrate, solvents, e.g. Acetone or ethanol, hydrotrope e.g. Cumene sulfonate, butyl glucoside, butylene glycol, preservatives, pH regulators, e.g. Citric acid, dyes and fragrances, opacifiers and antimicrobial agents are added.
  • builders e.g. Glutaric acid, succinic acid, adipic acid
  • quaternized ammonium compounds quaternized fatty acid triethanolamine ester salts (esterquats) and / or aromatic alcohols
  • aromatic alcohols are special phenol derivatives, which are described in international patent publication WO 98/1524 and are commercially available under the product name Triclosan R.
  • Suitable quaternized ammonium compounds are quaternized alkylamines with 6 to 22 carbon atoms in the alkyl radical, which have long been known as QAVs. Compounds of the formula are suitable as esterquats
  • R 15 CO is an acyl radical with 2 to 16 carbon atoms
  • R 16 , R 17 independently of one another for an alkyl radical having 1 to 16 carbon atoms or for one
  • R stands for an alkyl radical with 1 to 4 carbon atoms
  • RR 1199 stands for WWaasssseerrssttoofffff and ⁇ d / or R 15 CO and X "stands for an anion.
  • the quaternized carboxylic acid alkanolamine ester salts are prepared by methods known per se, alkanolamines of the formula (X) first
  • Monoalkyldiethanolamines and / or triethanolamines are preferably chosen.
  • Suitable carboxylic acids of the formula R 15 COOH are aliphatic saturated carboxylic acids such as acetic acid, propionic acid, butyric acid, caproic acid, caprylic acid, capric acid, pelargonic acid, lauric acid, myristic acid, palmitic acid and their technical mixtures, such as those which occur in the pressure splitting of natural fats and oils .
  • Aliphatic saturated carboxylic acids with 8 to 12 carbon atoms are preferred, so that in formula (IX) R 15 CO preferably represents an aliphatic saturated acyl radical with 8 to 12 carbon atoms.
  • the ratio of carboxylic acids to the alkanolamines is determined by the desired degree of esterification of the free hydroxyl groups of the alkanolamines. In the preferred monodiethanolamines and triethanolamines, all or only some of the free hydroxyl groups can be esterified with the carboxylic acids. If the hydroxyl group is not esterified, R 19 in the general formula (IX) represents a hydrogen. If an esterification takes place, in the general formula (IX) R 19 stands for R I5 CO.
  • the average degree of esterification of the total free hydroxyl groups in the monodiethanolamines is in the range from 1.2 to 1.7 and in the triethanolamines in the range from 1.5 to 1.9, ie mixtures of mono-, di- and, if appropriate, triestem of the di- or triethanolamines with carboxylic acids.
  • all free hydroxyl groups of the alkanolamines are preferably esterified with carboxylic acids.
  • R 18 X is used for the quaternization, where R 18 has the meaning given in formula (IX), preferably R 18 represents a methyl group.
  • X in the general formula (I) stands for an anion which is preferably selected from the group formed by methosulfate, ethosulfate, formate, acetate, tartrate, dicarboxylate, citrate, halide, sulfate, phosphate and nitrate.
  • R represents a radical of the formula CH 2 CH 2 O-OCR 15 , where R 15 has the meaning given.
  • particularly suitable compounds are dimethyldiethanolammonium dicaprylic acid ester methosulfate, methyltriethanolammoniumtricaprylic acid ester methosulfate and dimethyldiethanolammonium dipelargonic acid ester methosulfate.
  • microbiocidal active substances can preferably be used in amounts of 0.1 to 5% by weight, calculated as the active substance and based on the agent.
  • aqueous surfactant systems according to the invention can be formulated as normal goods or as a concentrate, as desired.
  • Ci 2 / ⁇ fatty acid + 9 EO methyl ester weight ratio: 70 wt.% C ⁇ 2 and 30 wt.% C 14 )
  • the viscosity of the aqueous surfactant systems shown in Table 1 was determined according to Höppler at 20 ° C., measured in mPas.
  • Formulations 1 to 4 are according to the invention, formulations VI and V2 are used for comparison. The results are summarized in Table 1.
  • the amount of 1.8% by weight of fatty acid methyl ester used corresponds to 11.1% by weight based on the active substance content of the surfactants.

Abstract

L'invention concerne l'utilisation d'esters d'acide carboxylique alcoxylés, notamment ceux obtenus par réaction d'esters d'acide carboxylique et d'oxydes d'alkényle en présence d'hydrotalcites calcinés, pour réduire la viscosité de systèmes tensioactifs aqueux.
EP99947324A 1998-09-22 1999-09-11 Utilisation d'esters d'acide carboxylique alcoxyles pour reduire la viscosite de systemes tensioactifs aqueux Withdrawn EP1115820A1 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE19843384 1998-09-22
DE19843384A DE19843384A1 (de) 1998-09-22 1998-09-22 Verwendung von alkoxylierten Carbonsäureestern zur Viskositätserniedrigung
PCT/EP1999/006744 WO2000017295A1 (fr) 1998-09-22 1999-09-11 Utilisation d'esters d'acide carboxylique alcoxyles pour reduire la viscosite de systemes tensioactifs aqueux

Publications (1)

Publication Number Publication Date
EP1115820A1 true EP1115820A1 (fr) 2001-07-18

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US (1) US6384009B1 (fr)
EP (1) EP1115820A1 (fr)
JP (1) JP2002526599A (fr)
DE (1) DE19843384A1 (fr)
WO (1) WO2000017295A1 (fr)

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WO2000017295A1 (fr) 2000-03-30
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