EP1263924A1 - Liquid soaps - Google Patents

Liquid soaps

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Publication number
EP1263924A1
EP1263924A1 EP01927739A EP01927739A EP1263924A1 EP 1263924 A1 EP1263924 A1 EP 1263924A1 EP 01927739 A EP01927739 A EP 01927739A EP 01927739 A EP01927739 A EP 01927739A EP 1263924 A1 EP1263924 A1 EP 1263924A1
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EP
European Patent Office
Prior art keywords
acid
carbon atoms
alkyl
fatty
fatty acid
Prior art date
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Granted
Application number
EP01927739A
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German (de)
French (fr)
Other versions
EP1263924B1 (en
Inventor
Werner Seipel
Dagmar Goebels
Josef Koester
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Cognis IP Management GmbH
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Cognis Deutschland GmbH and Co KG
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Publication of EP1263924A1 publication Critical patent/EP1263924A1/en
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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
    • 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
    • C11D1/88Ampholytes; 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
    • C11D17/00Detergent materials or soaps characterised by their shape or physical properties
    • C11D17/08Liquid soap, e.g. for dispensers; capsuled
    • 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
    • C11D1/04Carboxylic acids or salts thereof
    • 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
    • C11D1/14Sulfonic acids or sulfuric acid esters; Salts thereof derived from aliphatic hydrocarbons or mono-alcohols
    • 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
    • C11D1/74Carboxylates or sulfonates esters of polyoxyalkylene glycols
    • 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 new liquid soap formulations which contain selected sugar surfactants, fatty acid partial glycerides and fatty acids and other co-surfactants as essential components, and to their use in liquid soap preparations.
  • the complex object of the present invention was therefore to provide liquid soaps with the complex requirement profile described.
  • the invention relates to liquid soaps containing
  • sugar surfactants selected from the group formed by (a1) alkyl and / or alkenyl oligoglycosides and / or (a2) fatty acid N-alkyl polyhydroxyalkylamides,
  • Another object of the invention is the use of these agents in liquid soap preparations.
  • liquid soaps can be produced from selected sugar surfactants, partial glycerides, fatty acids and other co-surfactants, partial glycerides, which are stable over a longer storage period. It is particularly surprising that there is no immediate hydrolysis of the partial glyceride, for example glycerol monooleate, at the alkaline pH or that the hydrolysis has no influence on the stability and viscosity of the liquid soap formulations. The stable and creamy foam as well as the regreasing or the skin feeling is also advantageous.
  • Alkyl and alkenyl oligoglycosides which make up the sugar surfactant component (a1) are known nonionic surfactants which follow the formula (I)
  • R 1 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.
  • 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 (I) 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, such alkyl and / or alkenyl oli- goglycosides are preferred, the degree of oligomation of which is less than 1.7 and in particular between 1.2 and 1.4.
  • the alkyl or alkenyl radical R 1 can be derived from primary alcohols having 4 to 11, preferably 8 to 10, carbon atoms. Typical examples are butanol, capronalcohol, caprylic alcohol, capric alcohol and undecyl 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 alkyl or alkenyl radical R 1 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, as described above, which can be obtained as described above.
  • Alkyl oligoglucosides based on hydrogenated Ci2 / i4 coconut alcohol with a DP of 1 to 3 are preferred.
  • the preparations according to the invention can contain the alkyl and / or alkenyl oligoglycosides in amounts of 0.1 to 20, preferably 0.5 to 10 and in particular 1 to 5% by weight, based on the total composition.
  • Fatty acid N-alkylpolyhydroxyalkylamides which make up sugar surfactant component (a2) are nonionic surfactants which follow the formula (II),
  • 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.
  • H. Kelkenberg An overview of this topic by H. Kelkenberg can be found in Tens.Surf.Deterg. 25, 8 (1988).
  • 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 (III):
  • the fatty acid N-alkylpolyhydroxyalkylamides used are preferably glucamides of the formula (III) in which R 3 is an alkyl group and R 2 CO is the acyl radical of caproic 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 3 is an alkyl group
  • R 2 CO is the acyl radical of caproic acid, caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, palmoleic acid, stearic acid, isostearic acid, Oleic acid, elaidic acid, petroselinic acid, lin
  • Fatty acid N-alkylglucamides of the formula (III) which are obtained by reductive amination of glucose with methylamine and subsequent acylation with lauric acid or Ci ⁇ coconut fatty acid or a corresponding derivative are particularly preferred.
  • the polyhydroxyalkylamides can also be derived from maltose and palatinose.
  • fatty acid N-alkylpolyhydroxyalkylamides are also the subject of a large number of publications. Their use as a thickener is known, for example, from European patent application EP 0285768 A1 (Hüls). French published patent application FR 1580491 A (Henkel) describes aqueous detergent mixtures based on sulfates and / or sulfonates, nonionic surfactants and, if appropriate, soaps, which contain fatty acid N-alkylglucamides as foam regulators. Mixtures of short- and longer-chain glucamides are described in German patent DE 4400632 C1 (Henkel).
  • German Offenlegungsschriften DE 4326959 A1 and DE 4309567 A1 also report on the use of glucamides with longer alkyl residues than pseudoceramides in skin care products and on combinations of glucamides with protein hydrolysates and cationic surfactants in hair care products.
  • the preparations according to the invention can contain the fatty acid N-alkylpolyhydroxyalkylamides in amounts of 0.1 to 20, preferably 0.5 to 10 and in particular 1 to 5% by weight, based on the total composition.
  • Partial glycerides which form component (b), that is to say monoglycerides, diglycerides and their technical mixtures, may still contain small amounts of triglycerides due to the production process.
  • the partial glycerides preferably follow the formula (VI)
  • R CO for a linear or branched, saturated and / or unsaturated acyl radical having 6 to 22, preferably 12 to 18 carbon atoms, R 5 and R 6 independently of one another for R4CO or OH and the sum (m + n + p) for 0 or numbers from 1 to 100, preferably 5 to 25, with the proviso that at least one of the two radicals R 5 and R 6 is OH.
  • Typical examples are mono- and / or diglycerides based on caproic acid, caprylic acid, 2-ethylhexanoic acid, capric acid, lauric acid, isotridecanoic acid, myristic acid, palmitic acid, palmoleic acid, stearic acid, isostearic acid, oleic acid, elaidic acid, petroselinic acid, linoleic acid, linoleic acid, linostolic acid acid, gadoleic acid, behenic acid and erucic acid and their technical mixtures.
  • the preparations according to the invention can contain the fatty acid partial glycerides in amounts of 0.1 to 20, preferably 0.5 to 10 and in particular 1 to 5% by weight, based on the total composition.
  • anionic surfactants which may additionally be present as component (c)
  • anionic surfactants are soaps, alkylbenzene sulfonates, alkane sulfonates, olefin sulfonates, alkyl ether sulfonates, glycerol ether sulfonates, ⁇ -methyl ester sulfonates, sulfo fatty acids, alkyl sulfates, fatty alcohol ether sulfates, glycerol ether sulfates, fatty acid ether sulfates (ether) sulfate ethersulfates, hydroxymethane ether sulfates, hydroxymate ether sulfates, hydroxymate ether sulfates, hydroxymate ether sulfates, sulfate ethersulfate, hydroxymethane ether sulfates, hydroxymate ether sulfates, hydroxymate ether
  • anionic surfactants contain polyglycol ether chains, they can have a conventional, but preferably a narrow, homolog distribution.
  • Typical examples of nonionic surfactants are fatty alcohol polyglycol ethers, alkylphenol nolpolyglycolether, fatty acid, fatty acid amide, fatty amine polyglycol ethers, alkoxylated triglycerides, mixed ethers and mixed formals, optionally partially oxidized alk (en) yl oligoglycosides or glucuronic acid derivatives, fatty acid N-alkyl glucamides, protein hydrolyzates (particularly vegetable Wheat base), polyol fatty acid esters, sugar esters, sorbitan esters, polysorbates and amine oxides.
  • nonionic surfactants contain polyglycol ether chains, they can have a conventional, but preferably a narrow, homolog distribution.
  • Typical examples of amphoteric or zwitterionic surfactants are alkyl betaines, alkyl amido betaines, aminopropionates, aminoglycinates, imidazolinium betaines and sulfobetaines.
  • the surfactants mentioned are exclusively known compounds. With regard to the structure and manufacture of these substances, reference is made to relevant reviews, for example, J.Falbe (ed.), "Surfactants in Consumer Products", Springer Verlag, Berlin, 1987, pp.
  • Typical examples of particularly suitable mild, ie particularly skin-compatible, surfactants are fatty alcohol polyglycol ether sulfates, monoglyceride sulfates, mono- and / or dialkyl sulfosuccinates, fatty acid taurides, fatty acid glutamates, ⁇ -olefin sulfonates, ethercarboxylic acids, alkyl oligoglucosides, fatty acid glucamides, alkylamidobetaines, amphoacetals and / or protein fatty acid condensates , the latter preferably based on wheat proteins.
  • cationic surfactants such as Dehyquart® E [N- (2-hydroxyhexadecyl-1) -N, N-dimethyl-N-2-hydroxyethylammonium chloride] and Gludin® WQ (cationic protein derivative) are also used Cognis in question.
  • Monoglyceride sulfates and monoglyceride ether sulfates are known substances which can be obtained by the relevant methods of preparative organic chemistry. Usually goes to prepare them from triglycerides which, if appropriate, are transesterified to the monoglycerides after ethoxylation and subsequently sulfated and neutralized. It is also possible to react the partial glycerides with suitable sulfating agents, preferably gaseous sulfur trioxide or chlorosulfonic acid [cf. EP 0561825 B1, EP 0561999 B1 (Henkel)].
  • suitable sulfating agents preferably gaseous sulfur trioxide or chlorosulfonic acid
  • the neutralized substances can be subjected to ultrafiltration in order to reduce the electrolyte content to a desired level [DE 4204700 A1 (Henkel)].
  • Overviews of the chemistry of the monoglyceride sulfates are, for example, by AK Biswas et al. in J.Am.Oil.Chem.Soc. 37, 171 (1960) and FU Ahmed J.Am.Oil.Chem. Soc. 67, 8 (1990).
  • the monoglyceride (ether) sulfates to be used in accordance with the invention follow the formula (V),
  • R 7 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.
  • 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 form of sulfuric acid with sulfuric acid trioxide.
  • Monoglyceride sulfates of the formula (V) are preferably used, in which R 7 CO stands for a linear acyl radical having 8 to 18 carbon atoms.
  • the monoglyceride (ether) sulfates are preferably used as dry granules or powders, which can be obtained, for example, by drying aqueous pastes in a flash dryer.
  • Betaines are known substances 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 reference is made to the contribution by U. Ploog in Seifen- ⁇ le-Fette-Wwachs, 198, 373 (1982). Further overviews on this topic can be found, for example, by A. O'Lennick et al. in HAPPI, Nov.
  • betaines are the carboxyalkylation products of secondary and in particular tertiary amines which follow the formula (VI)
  • R 10 for alkyl and / or alkenyl radicals with 6 to 22 carbon atoms
  • R 8 for hydrogen or alkyl radicals with 1 to 4 carbon atoms
  • R 9 for alkyl radicals with 1 to 4 carbon atoms
  • q for numbers from 1 to 6 and X for a Alkali and / or alkaline earth metal or ammonium.
  • Typical examples are the carboxymethylation products of hexylmethylamine, hexyldimethylamine, octyldimethylamine, decyldimethylamine, dodecylmethylamine, dodecyldimethylamine, Dodecylethylmet ylamine, Ci2 / i4-Koko- salkyldimethylamin, myristyldimethylamine, cetyldimethylamine, stearyldimethylamine, Stearylethylmethyl- amine, oleyl dimethyl amine, Ci6 / 18 tallow alkyl dimethyl amine and technical mixtures thereof , Carboxyalkylation products of amidoamines which follow the formula (VII) are also suitable,
  • R 11 CO represents an aliphatic acyl radical having 6 to 22 carbon atoms and 0 or 1 to 3 double bonds
  • m represents numbers from 1 to 3
  • R 8 , R 9 , q and X have the meanings given above.
  • Typical examples are reaction products of fatty acids with 6 to 22 carbon atoms, namely caproic 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, elaeostearic acid, galenic acid, arachene acid and erucic acid and their technical mixtures, with N, N-dimethylaminoethylamine, N, N-dimethylaminopropylamine, N, N-diethylaminoethylamine and N, N-dieth
  • Fatty acid polyglycol ester sulfates preferably follow the formula (VIII), R 12 COO (AO) w S0 3 X (VIII)
  • R 12 CO stands for a linear or branched, saturated or unsaturated acyl radical having 6 to 22 carbon atoms, w for numbers of 1 to 3 on average and AO for a CH2CH2O-, CH 2 CH (CH 3 ) 0- and / or CH ( CH 3 ) CH 2 0 radical and X represents an alkali and / or alkaline earth metal, ammonium, alkylammonium, alkanolammonium or glucammonium, are known anionic surfactants and are prepared by sulfation of the corresponding fatty acid polyglycol ester. These in turn can be obtained using the relevant preparative processes in organic chemistry.
  • ethylene oxide, propylene oxide or a mixture thereof - in random or block distribution - is added to the corresponding fatty acids, this reaction being acid-catalyzed, but preferably in the presence of bases, such as, for example, sodium methylate or calcined hydrotalcite.
  • bases such as, for example, sodium methylate or calcined hydrotalcite.
  • the intermediates can also be prepared by esterifying the fatty acids with an appropriate alkylene glycol.
  • the sulfation of the fatty acid polyglycol esters can be carried out in a manner known per se with chlorosulfonic acid or preferably gaseous sulfur trioxide, the molar ratio between fatty acid polyglycol ester and sulfating agent being in the range from 1: 0.95 to 1: 1, 2, preferably 1: 1 to 1: 1 , 1 and the reaction temperature can be 30 to 80 and preferably 50 to 60 ° C. It is also possible to undersulfate the fatty acid polyglycol esters, ie to use significantly fewer sulfating agents than would be stoichiometrically required for complete conversion.
  • molar amounts of fatty acid polyglycol ester to sulfating agent from 1: 0.5 to 1: 0.95, mixtures of fatty acid polyglycol ester sulfates and fatty acid polyglycol esters are obtained, which are also advantageous for a whole range of applications.
  • Typical examples of suitable starting materials are the addition products of 1 to 3 mol of ethylene oxide and / or propylene oxide, but preferably the adducts with 1 mol of ethylene oxide or 1 mol of propylene oxide with caproic acid, caprylic acid, 2-ethylhexanoic acid, capric acid, lauric acid, isotridecanoic acid, myristic acid, palmitic acid, Palmoleic acid, stearic acid, isostearic acid, oleic acid, elaidic acid, petroselinic acid, linoleic acid, linolenic acid, elaeostearic acid, arachidic acid, gadoleic acid, behenic acid and erucic acid and their technical mixtures, which are then sulfated and neutralized as described above.
  • Fatty acid polyglycol ester sulfates of the formula (VIII) are preferably used in which R 12 CO stands for an acyl radical having 12 to 18 carbon atoms, x for an average of 1 or 2, AO for a CH ⁇ C ⁇ O group and X for sodium or ammonium, such as for example lauric acid + 1 EO sulfate sodium salt, lauric acid + 1 EO sulfate ammonium salt, coconut fatty acid + 1 E0 sulfate sodium salt, coconut fatty acid + 1 EO sulfate ammonium salt, tallow fatty acid + 1 EO sulfate sodium salt, tallow fatty acid + 1 EO sulfate ammonium salt and mixtures thereof.
  • R 12 CO stands for an acyl radical having 12 to 18 carbon atoms
  • x for an average of 1 or 2
  • AO for a CH ⁇ C ⁇ O group
  • X for sodium or ammonium, such as for example lauric
  • liquid soaps according to the invention can contain olefin sulfonates which are usually obtained by addition of SO3 onto olefins of the formula (IX)
  • R 14 and R 13 independently of one another represent H or alkyl radicals having 1 to 20 carbon atoms, with the proviso that R 4 and R 13 together have at least 6 and preferably 10 to 16 carbon atoms.
  • olefin sulfonates can be used which result when R 14 or R 13 are hydrogen.
  • Typical examples of olefin sulfonates used are the sulfonation products which are obtained by treating SO 3 with 1-, 2-butene, 1-, 2-, 3-hexene, 1-, 2-, 3-, 4-octene, 1- , 2-, 3-, 4-, 5-decene, 1-, 2-, 3-, 4-, 5-, 6- dodecene, 1-, 2-, 3-, 4-, 5-, 6- , 7-tetradecene, 1-, 2-, 3-, 4-, 5-, 6-, 7-, 8-hexadecene, 1-, 2-, 3-, 4-, 5-, 6-, 7- , 8-, 9-octadecene, 1-, 2-, 3-, 4-, 5-, 6-, 7-, 8-, 9-octadecene, 1-, 2-, 3-, 4-, 5-, 6-, 7-, 8-, 9-, 10-eicosen and
  • olefin sulfonate is present in the mixture as an alkali metal, alkaline earth metal, ammonium, alkylammonium, alkanolammonium, glucammonium, preferably sodium salt.
  • olefin sulfonates in aqueous paste preferably at a pH of 7 to 10
  • anhydrous products preferably as granules
  • Alkoxylated carboxylic acid esters are known from the prior art.
  • such alkoxylated carboxylic acid esters can be obtained by reacting 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 3914131 A, 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 using alkoxylated carboxylic acid esters of the formula (X)
  • R 15 CO represents an aliphatic acyl radical with 6 to 30 C atoms
  • AlkO for alkylene oxide
  • n for numbers from 1 to 30
  • R 16 for an aliphatic alkyl radical with 1 to 8 carbon atoms.
  • 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 (X) are particularly suitable, in which R 15 CO is a linear or branched, saturated or unsaturated acyl radical having 6 to 22 and in particular 10 to 18 carbon atoms, AlkO for ethylene oxide and / or propylene oxide, n on average for numbers 5 to 20 and R 16 is an aliphatic alkyl radical having 1 to 8, preferably 1 to 4 carbon atoms and in particular methyl.
  • Preferred acyl radicals are derived from carboxylic acids having 6 to 22 carbon atoms of natural or synthetic origin, in particular from linear, saturated and / or unsaturated fatty acids, including technical mixtures thereof, as are obtainable by fat cleavage from animal and / or vegetable fats and oils, for example from coconut oil, palm kernel oil, palm oil, soybean oil, sunflower oil, turnip oil, cottonseed oil, fish oil, beef tallow and lard.
  • carboxylic acids examples include caproic acid, caprylic acid, 2-ethylhexanoic acid, capric acid, lauric acid, isotridecanoic acid, myristic acid, palmitic acid, palmitoleic acid, stearic acid, isostearic acid, oleic acid, elaidic acid, petroselinic acid, linoleic acid, linolenic acid, elaeostearic acid, arachidic acid, gadoleic acid, behenic acid and / or erucic acid ,
  • R 15 CO is a linear or branched, aliphatic, saturated and / or unsaturated acyl radical having 10 to 18 carbon atoms
  • n for numbers from 5 to 20
  • R 16 represents a methyl radical.
  • examples of such compounds are methyl lauric acid, methyl coconut fatty acid and methyl tallow fatty acid alkoxylated with an average of 5, 7, 9 or 11 moles of ethylene oxide.
  • the liquid soaps according to the invention can contain the surfactants in amounts of 0.5 to 34, preferably 1 to 30 and in particular 5 to 25% by weight, based on the overall composition.
  • Fatty acids which form component (d) are to be understood as aliphatic carboxylic acids of the formula (XI)
  • R 17 CO represents an aliphatic, linear or branched acyl radical having 6 to 22, preferably 12 to 18 carbon atoms and 0 and / or 1, 2 or 3 double bonds.
  • Typical examples are caproic acid, caprylic acid, 2-ethylhexanoic acid, capric acid, lauric acid, isotridecanoic acid, myristic acid, palmitic acid, palmoleic acid, stearic acid, isostearic acid, oleic acid, elaidic acid, petroselinic acid, linoleic acid, linolenic acid, elaeostearic acid, and erasic acid, erachic acid, arachidic acid as well as their technical mixtures, which occur, for example, in the pressure splitting of natural fats and oils, in the reduction of aldehydes from Roelen's oxosynthesis or in the dimerization of unsaturated fatty acids.
  • the preparations according to the invention can contain the fatty acids in amounts of 0.5 to 30, preferably 1 to 20 and in particular 5 to 15% by weight, based on the total composition.
  • Liquid soaps with constant viscosity, high stability and particularly beneficial skin feel contain the ingredients in the following amounts - based on the total composition -:
  • sugar surfactants selected from the group formed by (a1) alkyl and / or alkenyl oligoglycosides and / or (a2) fatty acid N-alkyl poly-hydroxyalkylamides,
  • the amounts given with water preferably 40 to 65 and in particular 50 to 60% by weight of water, are optionally supplemented with other conventional auxiliaries and additives to 100% by weight.
  • liquid soaps according to the invention have a pH of 7 to 11, preferably 8 to 10 and in particular 8.5 to 9.5.
  • Other auxiliaries and additives are also added to the liquid soaps according to the invention.
  • agents can also be used as further auxiliaries and additives, oil bodies, emulsifiers, pearlescent waxes, consistency agents, thickeners, superfatting agents, stabilizers, polymers, silicone compounds, fats, waxes, lecithins, phospholipids, biogenic agents, swelling agents, film formers, tyrosine inhibitors (depigmenting agents), hydrotropes, Contain solubilizers, preservatives, perfume oils, dyes and the like.
  • oil bodies emulsifiers, pearlescent waxes, consistency agents, thickeners, superfatting agents, stabilizers, polymers, silicone compounds, fats, waxes, lecithins, phospholipids, biogenic agents, swelling agents, film formers, tyrosine inhibitors (depigmenting agents), hydrotropes, Contain solubilizers, preservatives, perfume oils, dyes and the like.
  • Suitable oil bodies are, for example, Guerbet alcohols based on fatty alcohols having 6 to 18, preferably 8 to 10 carbon atoms, esters of linear C6-C22-fatty acids with linear or branched C6-C22-fatty alcohols or esters of branched C6-C ⁇ 3 -carboxylic acids with linear or branched C6-C22-fatty alcohols, such as myristyl myristate, lisostearat myristyl palmitate, myristyl stearate, Myristy-, myristyl, Myristylbehenat, Myristylerucat, cetyl myristate, cetyl palmitate, cetyl stearate, Cetylisostearat, cetyl oleate, cetyl behenate, Cetylerucat, Stearylmyristat, stearyl palmitate, stearyl stearate, Stearylisostearat, stearyl oleate
  • esters of linear C6-C22 fatty acids with branched alcohols in particular 2-ethylhexanol
  • esters of Ci8-C38 alkylhydroxycarboxylic acids with linear or branched C6-C22 fatty alcohols in particular dioctyl malates
  • esters of linear and / or branched fatty acids with polyhydric alcohols such as propylene glycol, dimer diol or trimer triol
  • polyhydric alcohols such as propylene glycol, dimer diol or trimer triol
  • Guerbet alcohols triglycerides based on C ⁇ -Cio fatty acids
  • liquid mono- / di- / triglyceride mixtures based on C6-Ci8 fatty acids cf.
  • esters of C ⁇ -C ⁇ fatty alcohols and / or Guerbet alcohols with aromatic carboxylic acids in particular benzoic acid, esters of C2-Ci2-dicarboxylic acids with linear or branched alcohols with 1 to 22 carbon atoms or polyols with 2 to 10 carbon atoms and 2 to 6 hydroxyl groups, vegetable oils, branched primary alcohols, substituted cyclohexanes, linear and branched C6-C22 fatty alcohol carbonates, such as D icaprylyl carbonates (Cetiol® CC), Guerbet carbonates based on fatty alcohols with 6 to 18, preferably 8 to 10 C atoms, esters of benzoic acid with linear and / or branched C6-C22 alcohols (e.g.
  • Finsolv® TN linear or branched, symmetrical or asymmetrical dialkyl ethers with 6 to 22 carbon atoms per alkyl group, such as dicaprylyl ether (Cetiol® OE), ring opening products of epoxidized fatty acid esters with polyols, silicone oils (cyclomethicones, silicon methicone types etc.) and / or aliphatic or naphthenic hydrocarbons, such as e.g. how Squalane, squalene, or dialkylcyclohexanes.
  • dicaprylyl ether such as dicaprylyl ether (Cetiol® OE)
  • silicone oils cyclomethicones, silicon methicone types etc.
  • aliphatic or naphthenic hydrocarbons such as e.g. how Squalane, squalene, or dialkylcyclohexanes.
  • Suitable emulsifiers are nonionic surfactants from at least one of the following groups:
  • Partial esters of polyglycerol (average degree of self-condensation 2 to 8), polyethylene glycol (molecular weight 400 to 5000), trimethylolpropane, pentaerythritol, sugar alcohols (e.g. sorbitol), alkyl glucosides (e.g. methyl glucoside, butyl glucoside, lauryl glucoside) and polyglucosides (e.g. cellulose) / or unsaturated, linear or branched fatty acids with 12 to 22 carbon atoms and / or hydroxycarboxylic acids with 3 to 18 carbon atoms and their adducts with 1 to 30 moles of ethylene oxide;
  • Block copolymers e.g. Polyethylene glycol 30 dipolyhydroxystearate;
  • Polymer emulsifiers e.g. Pemulen types (TR-1, TR-2) from Goodrich;
  • adducts of ethylene oxide and / or of propylene oxide with fatty alcohols, fatty acids, alkylphenols or with castor oil are known, commercially available products thereby homolog mixtures whose average degree of alkoxylation corresponds to the ratio of the amounts of ethylene oxide and / or propylene oxide and substrate with which the addition reaction is carried out.
  • Ci2 / ⁇ s fatty acid monoesters and diesters of adducts of ethylene oxide with glycerol are known from DE 2024051 PS as refatting agents for cosmetic preparations.
  • polyglycerol esters are polyglyceryl-2 dipolyhydroxystearates (Dehymuls® PGPH), polyglycerol-3-diisostearates (Lameform® TGI), polyglyceryl-4 isostearates (Isolan® Gl 34), polyglyceryl-3 oleates, diisostearoyl polyglyearylate-3 (Isolan® PDI), Polyglyceryl-3 Methylglucose Distearate (Tego Care® 450), Polyglyceryl-3 Beeswax (Cera Bellina®), Polyglyceryl-4 Caprate (Polyglycerol Caprate T2010 / 90), Polyglyceryl-3 Cetyl Ether (Chimexane® NL) , Polyglyceryl-3 Distearate (Cremophor® GS 32) and Polyglyceryl Polyricinoleate (Admul® WOL 1403) Polyglyceryl Dimerate Is
  • polystyrene resin examples include the mono-, di- and triesters of trimethylolpropane or pentaerythritol with lauric acid, coconut fatty acid, taig fatty acid, palmitic acid, stearic acid, oleic acid, behenic acid and the like which are optionally reacted with 1 to 30 mol of ethylene oxide.
  • Ampholytic surfactants can also be used as emulsifiers.
  • Ampholytic surfactants are surface-active compounds which, in addition to a C ⁇ / i ⁇ alkyl or acyl group, contain at least one free amino group and at least one -COOH or - S ⁇ 3H group in the molecule and are capable of forming internal salts.
  • ampholytic surfactants are N-alkylglycine, N-alkylpropionic acid, N-alkylaminobutyric acid, N-alkylimino dipropionic acid, N-hydroxyethyl-N-alkylamidopropylglycine, N-alkyltaurine, N-alkyl sarcosine, 2-alkylaminopropionic acid and alkylaminoacetic acid each with about 8 to 18 carbon atoms in the alkyl group.
  • Particularly preferred ampholytic surfactants are N-cocoalkylaminopropionate, cocoacylaminoethylaminopropionate and Ci2 / i8-acylsarcosine.
  • cationic sides are also suitable as emulsifiers, those of the esterquat type, preferably methyl-quaternized difatty acid triethanolamine ester salts, being particularly preferred. Fats and waxes
  • Typical examples of fats are glycerides, i.e. Solid or liquid vegetable or animal products, which consist essentially of mixed glycerol esters of higher fatty acids, come as waxes, among others. natural waxes, e.g. Candelilla wax, carnauba wax, Japanese wax, esparto grass wax, cork wax, guaruma wax, rice germ oil wax, sugar cane wax, ouricury wax, montan wax, beeswax, shellac wax, walnut, lanolin (wool wax), pretzel fat, ceresin, ozokerite (earth wax), petrolatum, paraffin waxes, microfax waxes chemically modified waxes (hard waxes), e.g.
  • natural waxes e.g. Candelilla wax, carnauba wax, Japanese wax, esparto grass wax, cork wax, guaruma wax, rice germ oil wax, sugar cane wax, ouricury wax, montan wax,
  • R typically represents linear aliphatic hydrocarbon radicals with 15 to 17 carbon atoms and up to 4 cis double bonds.
  • lecithins are the cephalins, which are also referred to as phosphatidic acids and are derivatives of 1,2-diacyl-sn-glycerol-3-phosphoric acids.
  • phospholipids are usually understood to be mono- and preferably diesters of phosphoric acid with glycerol (glycerol phosphates), which are generally classed as fats.
  • sphingosines or sphingolipids are also suitable.
  • Pearlescent waxes that can be used are, for example: alkylene glycol esters, especially ethylene glycol distearate; Fatty acid alkanolamides, especially coconut fatty acid diethanolamide; Partial glycerides, especially stearic acid monoglyceride; Esters of polyvalent, optionally hydroxy-substituted carboxylic acids with fatty alcohols having 6 to 22 carbon atoms, especially long-chain esters of tartaric acid; Fatty substances, such as, for example, fatty alcohols, fatty ketones, fatty aldehydes, fatty ethers and fatty carbonates, which have a total of at least 24 carbon atoms, especially lauron and distearyl ether; Fatty acids such as stearic acid, hydroxystearic acid or behenic acid, ring opening products of olefin epoxides with 12 to 22 carbon atoms with fatty alcohols with 12 to 22 carbon atoms and / or polyols with 2 to 15
  • Suitable consistency agents are primarily fatty alcohols or hydroxy fatty alcohols with 12 to 22 and preferably 16 to 18 carbon atoms and also hydroxy fatty acids. A combination of these substances with fatty acid N-methylglucamides of the same chain length and / or polyglycerol poly-12-hydroxystearates is preferred.
  • Suitable thickeners are, for example, Aerosil types (hydrophilic silicas), polysaccharides, in particular xanthan gum, guar guar, agar agar, alginates and tyloses, carboxymethyl cellulose and hydroxyethyl cellulose, and also higher molecular weight polyethylene glycol mono- and diesters of fatty acids, polyacrylates , (e.g.
  • Substances such as, for example, lanolin and lecithin and polyethoxylated or acylated lanolin and lecithin derivatives, polyol fatty acid esters, monoglycerides and fatty acid alkanolamides can be used as superfatting agents, the latter simultaneously serving as foam stabilizers.
  • Metal salts of fatty acids such as e.g. Magnesium, aluminum and / or zinc stearate or ricinoleate can be used.
  • Suitable cationic polymers are, for example, cationic cellulose derivatives, such as, for example, a quaternized hydroxyethyl cellulose, which is available under the name Polymer JR 400® from Amerchol, cationic starch, copolymers of diallylammonium salts and acrylamides, quaternized vinylpyrrolidone / vinylimidazole polymers, such as, for example, luviquat ® (BASF), condensation products from Polygly- colenes and amines, quaternized collagen polypeptides, such as lauryldimonium hydroxypropyl hydrolyzed collagen (Lamequat®L / Grünau), quaternized wheat polypeptides, polyethyleneimine, cationic silicone polymers, such as amodimethicones, copolymers of adipic acid and dimethylaminohydroxypolypropyldiethylenetriaminopolypropyldiethylenetriaminopoly
  • Anionic, zwitterionic, amphoteric and nonionic polymers include, for example, vinyl acetate / crotonic acid copolymers, vinylpyrrolidone / vinyl acrylate copolymers, vinyl acetate / butyl maleate / isobomylacrylate copolymers, methyl vinyl ether / maleic anhydride copolymers and their esters, polyols and non-crosslinked polyols and non-crosslinked polyols , Acrylamidopropyltrimethylammonium chloride / acrylate copolymers, octylacrylamide / methyl methacrylate / tert.butylaminoethyl methacrylate / 2-hydroxyproyl methacrylate copolymers, polyvinylpyrrolidone, vinylpyrrolidone / vinyl acetate copolymers, vinylpyrrolidone / dimethylaminoethylroloyl me
  • Suitable silicone compounds are, for example, dimethylpolysiloxanes, methylphenylpolysiloxanes, cyclic silicones and amino-, fatty acid-, alcohol-, polyether-, epoxy-, fluorine-, glycoside- and / or alkyl-modified silicone compounds, which can be both liquid and resinous at room temperature.
  • Simethicones which are mixtures of dimethicones with an average chain length of 200 to 300 dimethylsiloxane units and hydrogenated silicates, are also suitable.
  • a detailed overview of suitable volatile silicones can also be found by Todd et al. in Cosm.Toil. 91, 27 (1976).
  • Biogenic active ingredients include, for example, tocopherol, tocopherol acetate, tocopherol palmitate, ascorbic acid, deoxyribonucleic acid, retinol, bisabolol, allantoin, phytantriol, panthenol, AHA acid to understand amino acids, ceramides, pseudoceramides, essential oils, plant extracts and vitamin complexes.
  • Common film formers are, for example, chitosan, microcrystalline chitosan, quaternized chitosan, polyvinylpyrrolidone, vinylpyrrolidone-vinyl acetate copolymers, polymers of the acrylic acid series, quaternary cellulose derivatives, collagen, hyaluronic acid or its salts and similar compounds.
  • Montmorillonites, clay minerals, pemules and alkyl-modified carbopol types can serve as swelling agents for aqueous phases. Further suitable polymers or swelling agents can be found in the overview by R. Lochhead in Cosm.Toil. 108, 95 (1993).
  • Hydrotropes such as ethanol, isopropyl alcohol, or polyols can also be used to improve the flow behavior.
  • Polyols that come into consideration here preferably have 2 to 15 carbon atoms and at least two hydroxyl groups.
  • the polyols can also contain further functional groups, in particular amino groups, or be modified with nitrogen. Typical examples are
  • Alkylene glycols such as ethylene glycol, diethylene glycol, propylene glycol, butylene glycol, hexylene glycol and polyethylene glycols with an average molecular weight of 100 to 1,000 daltons;
  • Methyl compounds such as in particular trimethylolethane, trimethylolpropane, trimethylolbutane, pentaerythritol and dipentaerythritol;
  • Sugar alcohols with 5 to 12 carbon atoms such as sorbitol or mannitol,
  • Aminosugars such as glucamine; Dialcohol amines, such as diethanolamine or 2-amino-1,3-propanediol.
  • Suitable preservatives are, for example, phenoxyethanol, formaldehyde solution, parabens, pentanediol or sorbic acid and the other classes of substances listed in Appendix 6, Parts A and B of the Cosmetics Regulation.
  • Perfume oils include mixtures of natural and synthetic fragrances. Natural fragrances are extracts of flowers (lily, lavender, roses, jasmine, neroli, ylang-ylang), stems and leaves (geranium, patchouli, petitgrain), fruits (anise, coriander, caraway, juniper), fruit peel (bergamot, lemon, Oranges), roots (mace, angelica, celery, cardamom, costus, iris, calmus), wood (pine, sandal, guaiac, cedar, rosewood), herbs and grasses (tarragon, lemongrass, sage, thyme), Needles and twigs (spruce, fir, pine, mountain pine), resins and balms (galbanum, elemi, benzoin, myrrh, olibanum, opoponax).
  • Typical synthetic fragrance compounds are products of the ester, ether, aldehyde, ketone, alcohol and hydrocarbon type. Fragrance compounds of the ester type are, for example, benzyl acetate, phenoxyethyl isobutyrate, p-tert-butylcyclohexyl acetate, linalyl acetate, dimethylbenzylcarbinylacetate, phenylethyl acetate, linalyl benzoate, benzyl formate, ethyl methylphenylglycinate, allylcyclohexyl benzylatepylpropionate, allyl cyclohexyl propyl pionate.
  • the ethers include, for example, benzyl ethyl ether
  • the aldehydes include, for example, the linear alkanals having 8 to 18 carbon atoms, citral, citronellal, citronellyloxyacetaldehyde, cyclamenaldehyde, hydroxycitronellal, lilial and bourgeonal
  • the ketones include, for example, the jonones, ⁇ -isomethyl ionone and methyl cedryl ketone the alcohols anethole, citronellol, eugenol, isoeugenol, geraniol, linalool, phenylethyl alcohol and terpineol
  • the hydrocarbons mainly include the terpenes and balsams.
  • fragrance oils of lower volatility which are mostly used as aroma components, are also suitable as perfume oils, for example sage oil, chamomile oil, clove oil, lemon balm oil, mint oil, cinnamon leaf oil, linden blossom oil, juniper berry oil, vetiver oil, oliban oil, galbanum oil, labolanum oil and lavandin oil.
  • the dyes which can be used are those substances which are suitable and approved for cosmetic purposes, as compiled, for example, in the publication "Cosmetic Dyes” by the Dye Commission of the German Research Foundation, Verlag Chemie, Weinheim, 1984, pp. 81-106. These dyes are usually used in concentrations of 0.001 to 0.1% by weight, based on the mixture as a whole.
  • the total proportion of auxiliaries and additives can be 1 to 50, preferably 5 to 40,% by weight, based on the composition.
  • the agents can be produced by customary cold or hot processes; the phase inversion temperature method is preferably used.
  • formulations 1 and V1 were determined on the basis of the pH value, the acid, saponification and peroxide number over a period of 3 months. The results are summarized in Table 2. The increase in the acid number from 1.1 to 1.6 at 40 ° C. for formulation 1 can only be seen as a slight trend. Since the other key data and the appearance do not change, we can assume a stable wording here.

Abstract

The invention relates to novel liquid soaps, containing (a) 0.1 to 20 wt. % sugar tensides chosen from the following group: (a1) alkyl and/or alkenyl oligoglycosides and/or (a2) fatty acid-N-alkylpoly-hydroxyalkylamides; (b) 0.1 to 20 wt. % fatty acid partial glycerides, (c) 0.5 to 34 wt. % anionic, non-ionic and/or amphoteric co-tensides and (d) 0.5 to 30 wt. % fatty acids, on the condition that these quantities are supplemented with water and optionally, other auxiliary materials and additives up to 100 wt. %.

Description

Flüssigseifenliquid soaps
Gebiet der ErfindungField of the Invention
Die Erfindung betrifft neue Flüssigseifen-Formulierungen, die als wesentliche Komponenten ausgewählte Zuckertenside, Fettsäurepartialglyceride und Fettsäuren und weitere Co-Tenside enthalten sowie deren Verwendung in flüssigen Seifenzubereitungen.The invention relates to new liquid soap formulations which contain selected sugar surfactants, fatty acid partial glycerides and fatty acids and other co-surfactants as essential components, and to their use in liquid soap preparations.
Stand der TechnikState of the art
Die Vielzahl von Flüssigseifen, die dem Verbraucher angeboten werden, machen gleichwohl deutlich, daß bei den Konsumenten ein stetiges Bedürfnis an weiter verbesserten Produkten besteht, die sich insbesondere durch verbesserte Stabilitäten aber ebenfalls gute dermatologische Verträglichkeit, stärkeres Schaumvermögen, höhere Cremigkeit, Abspülvermögen und Hautgefühl bzw. Rückfettung auszeichnen. Bei den Seifenherstellern werden hingegen seifenhaltige Formulierungen gesucht, die neben unveränderten Stabilität ebenfalls konstante Viskositäten aufweisen und darüber hinaus die problemlose Einarbeitung von hydrolyseempfindlichen Substanzen gestatten.The large number of liquid soaps that are offered to consumers nevertheless make it clear that there is a constant need among consumers for further improved products, which, in particular due to improved stabilities, also have good dermatological compatibility, increased foaming power, higher creaminess, rinsing power and skin feel or Mark regreasing. In contrast, soap manufacturers are looking for soap-containing formulations which, in addition to unchanged stability, also have constant viscosities and, moreover, allow the easy incorporation of substances sensitive to hydrolysis.
Die komplexe Aufgabe der vorliegenden Erfindung hat somit darin bestanden, Flüssigseifen mit dem geschilderten komplexen Anforderungsprofils zur Verfügung zu stellen.The complex object of the present invention was therefore to provide liquid soaps with the complex requirement profile described.
Beschreibung der ErfindungDescription of the invention
Gegenstand der Erfindung sind Flüssigseifen, enthaltendThe invention relates to liquid soaps containing
(a) 0,1 bis 20 Gew.-% Zuckertenside ausgewählt aus der Gruppe, die gebildet wird von (a1) Alkyl- und/oder Alkenyloligoglykosiden und/oder (a2) Fettsäure-N-alkylpoly-hydroxyalkylamiden,(a) 0.1 to 20% by weight of sugar surfactants selected from the group formed by (a1) alkyl and / or alkenyl oligoglycosides and / or (a2) fatty acid N-alkyl polyhydroxyalkylamides,
(b) 0,1 bis 20 Gew.-% Fettsäurepartialglyceride,(b) 0.1 to 20% by weight of fatty acid partial glycerides,
(c) 0,5 bis 34 Gew.-% anionische, nichtionische und/oder amphotere Co-Tenside,(c) 0.5 to 34% by weight of anionic, nonionic and / or amphoteric co-surfactants,
(d) 0,5 bis 30 Gew.-% Fettsäuren und mit der Maßgabe, daß sich die Mengenangaben mit Wasser und gegebenenfalls weiteren Hilfs- und Zusatzstoffen zu 100 Gew.-% ergänzen.(d) 0.5 to 30% by weight of fatty acids and with the proviso that the amounts given with water and possibly other auxiliary substances and additives are 100% by weight.
Ein weiterer Gegenstand der Erfindung ist die Verwendung dieser Mitteln in flüssigen Seifenzubereitungen.Another object of the invention is the use of these agents in liquid soap preparations.
Überraschenderweise wurde gefunden, daß man Flüssigseifen aus ausgewählten Zuckertensiden, Partalglyceriden, Fettsäuren und weiteren Co-Tenside Partialglyceride herstellen kann, die über einen längeren Lagerungszeitraum stabil sind. Besonders überraschend ist, dass es bei dem alkalischen pH- Wert nicht zu einer sofortigen Hydrolyse des Partialglyceride, beispielsweise Glycerinmonooleat, kommt bzw. die Hydrolyse keinen Einfluß auf die Stabilität und Viskosität der Flüssigseifen-Formulierungen hat. Weiterhin vorteilhaft ist der stabile und cremige Schaum sowie die Rückfettung bzw. das Hautgefühl.Surprisingly, it has been found that liquid soaps can be produced from selected sugar surfactants, partial glycerides, fatty acids and other co-surfactants, partial glycerides, which are stable over a longer storage period. It is particularly surprising that there is no immediate hydrolysis of the partial glyceride, for example glycerol monooleate, at the alkaline pH or that the hydrolysis has no influence on the stability and viscosity of the liquid soap formulations. The stable and creamy foam as well as the regreasing or the skin feeling is also advantageous.
Alkyl- und/oder AlkenyloligoglykosideAlkyl and / or alkenyl oligoglycosides
Alkyl- und Alkenyloligoglykoside, die die Zuckertensidkomponente (a1) ausmachen, stellen bekannte nichtionische Tenside dar, die der Formel (I) folgen,Alkyl and alkenyl oligoglycosides which make up the sugar surfactant component (a1) are known nonionic surfactants which follow the formula (I)
R10-[G]p (I)R 1 0- [G] p (I)
in der R1 für einen Alkyl- und/oder Alkenylrest mit 4 bis 22 Kohlenstoffatomen, G für einen Zuckerrest mit 5 oder 6 Kohlenstoffatomen und p für Zahlen von 1 bis 10 steht. Sie können nach den einschlägigen Verfahren der präparativen organischen Chemie erhalten werden. Stellvertretend für das umfangreiche Schrifttum sei hier auf die Übersichtsarbeit von Biermann et al. in Starch/Stärke 45, 281 (1993), B.Salka in Cosm.Toil. 108, 89 (1993) sowie J.Kahre et al. in SÖFW-Journal Heft 8, 598 (1995) verwiesen.in which R 1 is an alkyl and / or alkenyl radical having 4 to 22 carbon atoms, G is a sugar radical having 5 or 6 carbon atoms and p is a number from 1 to 10. They can be obtained according to the relevant procedures in preparative organic chemistry. Representative of the extensive literature here is the review by Biermann et al. in Starch /force 45, 281 (1993), B.Salka in Cosm.Toil. 108, 89 (1993) and J.Kahre et al. in SÖFW-Journal Issue 8, 598 (1995).
Die Alkyl- und/oder Alkenyloligoglykoside können sich von Aldosen bzw. Ketosen mit 5 oder 6 Kohlenstoffatomen, vorzugsweise der Glucose ableiten. Die bevorzugten Alkyl- und/oder Alkenyloligoglykoside sind somit Alkyl- und/oder Alkenyloligoglucoside. Die Indexzahl p in der allgemeinen Formel (I) gibt den Oligomensierungsgrad (DP), d. h. die Verteilung von Mono- und Oligoglykosiden an und steht für eine Zahl zwischen 1 und 10. Während p in einer gegebenen Verbindung stets ganzzahlig sein muß und hier vor allem die Werte p = 1 bis 6 annehmen kann, ist der Wert p für ein bestimmtes Alkyloli- goglykosid eine analytisch ermittelte rechnerische Größe, die meistens eine gebrochene Zahl darstellt. Vorzugsweise werden Alkyl- und/oder Alkenyloligoglykoside mit einem mittleren Oligomensierungsgrad p von 1 ,1 bis 3,0 eingesetzt. Aus anwendungstechnischer Sicht sind solche Alkyl- und/oder Alkenyloli- goglykoside bevorzugt, deren Oligomensierungsgrad kleiner als 1 ,7 ist und insbesondere zwischen 1,2 und 1 ,4 liegt. Der Alkyl- bzw. Alkenylrest R1 kann sich von primären Alkoholen mit 4 bis 11 , vorzugsweise 8 bis 10 Kohlenstoffatomen ableiten. Typische Beispiele sind Butanol, Capronalkohol, Caprylal- kohol, Caprinalkohol und Undecylalkohol sowie deren technische Mischungen, wie sie beispielsweise bei der Hydrierung von technischen Fettsäuremethylestern oder im Verlauf der Hydrierung von Aldehyden aus der Roelen'schen Oxosynthese erhalten werden. Bevorzugt sind Alkyloligoglucoside der Kettenlänge Cβ-Cio (DP = 1 bis 3), die als Vorlauf bei der destillativen Auftrennung von technischem Cβ- Ciβ-Kokosfettalkohol anfallen und mit einem Anteil von weniger als 6 Gew.-% Ci2-Alkohol verunreinigt sein können sowie Alkyloligoglucoside auf Basis technischer Cg/n-Oxoalkohole (DP = 1 bis 3). Der Alkyl- bzw. Alkenylrest R1 kann sich ferner auch von primären Alkoholen mit 12 bis 22, vorzugsweise 12 bis 14 Kohlenstoffatomen ableiten. Typische Beispiele sind Laurylalkohol, Myristylalkohol, Cetylalkohol, Palmoleylalko ol, Stearylalkohol, Isostearylalkohol, Oleylalkohol, Elaidylalkohol, Petroselinylalkohol, Arachylalkohol, Gadoleylalkohol, Behenylalkohol, Erucylalkohol, Brassidylalkohol sowie deren technische Gemische, die wie oben beschrieben erhalten werden können. Bevorzugt sind Alkyloligoglucoside auf Basis von gehärtetem Ci2/i4-Kokosalkohol mit einem DP von 1 bis 3.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 (I) indicates the degree of oligomerization (DP), ie the distribution of mono- and oligoglycosides, and stands for a number between 1 and 10. While p must always be an integer in a given compound and especially here can assume the values p = 1 to 6, 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, such alkyl and / or alkenyl oli- goglycosides are preferred, the degree of oligomation of which is less than 1.7 and in particular between 1.2 and 1.4. The alkyl or alkenyl radical R 1 can be derived from primary alcohols having 4 to 11, preferably 8 to 10, carbon atoms. Typical examples are butanol, capronalcohol, caprylic alcohol, capric alcohol and undecyl 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. Alkyl oligoglucosides of the chain length Cβ-Cio (DP = 1 to 3) are preferred, which are obtained as a preliminary step in the separation of technical Cβ-Ciβ-coconut fatty alcohol by distillation and can be contaminated with a proportion of less than 6% by weight of Ci2-alcohol and Alkyl oligoglucosides based on technical Cg / n oxo alcohols (DP = 1 to 3). The alkyl or alkenyl radical R 1 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, as described above, which can be obtained as described above. Alkyl oligoglucosides based on hydrogenated Ci2 / i4 coconut alcohol with a DP of 1 to 3 are preferred.
Die erfindungsgemäßen Zubereitungen können die Alkyl- und/oder Alkenyloligoglykoside in Mengen von 0,1 bis 20, vorzugsweise 0,5 bis 10 und insbesondere 1 bis 5 Gew.-% - bezogen auf die Gesamtzusammensetzung - enthalten.The preparations according to the invention can contain the alkyl and / or alkenyl oligoglycosides in amounts of 0.1 to 20, preferably 0.5 to 10 and in particular 1 to 5% by weight, based on the total composition.
Fettsäure-N-alkylpolyhvdroxyalkylamideFatty acid-N-alkylpolyhvdroxyalkylamide
Fettsäure-N-alkylpolyhydroxyalkylamide, die Zuckertensidkomponente (a2) ausmachen, stellen nichtionische Tenside dar, die der Formel (II) folgen,Fatty acid N-alkylpolyhydroxyalkylamides which make up sugar surfactant component (a2) are nonionic surfactants which follow the formula (II),
II
R2CO-N-[Z] (II)R 2 CO-N- [Z] (II)
in der R2CO für einen aliphatischen Acylrest mit 6 bis 22 Kohlenstoffatomen, R3 für einen Alkyl- oder Hydroxyalkylrest mit 1 bis 4 Kohlenstoffatomen und [Z] für einen linearen oder verzweigten Polyhy- droxyalkylrest mit 3 bis 12 Kohlenstoffatomen und 3 bis 10 Hydroxylgruppen steht. Bei den Fettsäure- N-alkylpolyhydroxyalkylamiden handelt es sich um bekannte Stoffe, die üblicherweise durch reduktive Aminierung eines reduzierenden Zuckers mit einem Alkylamin oder einem Alkanolamin und nachfolgende Acylierung mit einer Fettsäure, einem Fettsäurealkylester oder einem Fettsäurechlorid erhalten werden können. Hinsichtlich der Verfahren zu ihrer Herstellung sei auf die US-Patentschriften US 1,985,424, US 2,016,962 und US 2,703,798 sowie die Internationale Patentanmeldung WO 92/06984 verwiesen. Eine Übersicht zu diesem Thema von H. Kelkenberg findet sich in Tens.Surf.Deterg. 25, 8 (1988).in the R 2 CO for an aliphatic acyl radical with 6 to 22 carbon atoms, R 3 for an alkyl or hydroxyalkyl radical with 1 to 4 carbon atoms and [Z] for a linear or branched polyhydroxyalkyl radical with 3 to 12 carbon atoms and 3 to 10 hydroxyl groups stands. 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. 1,985,424, 2,016,962 and 2,703,798 and international patent application WO 92/06984. An overview of this topic by H. Kelkenberg can be found in Tens.Surf.Deterg. 25, 8 (1988).
Vorzugsweise leiten sich die Fettsäure-N-alkylpolyhydroxyalkylamide von reduzierenden Zuckern mit 5 oder 6 Kohlenstoffatomen, insbesondere von der Glucose ab. Die bevorzugten Fettsäure-N-alkylpoly- hydroxyalkylamide stellen daher Fettsäure-N-alkylglucamide dar, wie sie durch die Formel (III) wiedergegeben werden: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 (III):
I I I II I I I
R2CO-N-CH2.CH-CH-CH-CH-CH2OH (III)R2CO-N-CH 2 .CH-CH-CH-CH-CH 2 OH (III)
I OHI OH
Vorzugsweise werden als Fettsäure-N-alkylpolyhydroxyalkylamide Glucamide der Formel (III) eingesetzt, in der R3 für eine Alkylgruppe steht und R2CO für den Acylrest der Capronsäure, Caprylsäure, Caprinsäure, Laurinsäure, Myristinsäure, Palmitinsäure, Palmoleinsäure, Stearinsäure, Isostearinsäure, Ölsäure, Elaidinsäure, Petroselinsäure, Linolsäure, Linolensäure, Arachinsäure, Gadoleinsäure, Behen- säure oder Erucasäure bzw. derer technischer Mischungen steht. Besonders bevorzugt sind Fettsäure- N-alkylglucamide der Formel (III), die durch reduktive Aminierung von Glucose mit Methylamin und anschließende Acylierung mit Laurinsäure oder Ci∑ -Kokosfettsäure bzw. einem entsprechenden Derivat erhalten werden. Weiterhin können sich die Polyhydroxyalkylamide auch von Maltose und Palatinose ableiten.The fatty acid N-alkylpolyhydroxyalkylamides used are preferably glucamides of the formula (III) in which R 3 is an alkyl group and R 2 CO is the acyl radical of caproic 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. Fatty acid N-alkylglucamides of the formula (III) which are obtained by reductive amination of glucose with methylamine and subsequent acylation with lauric acid or Ci∑ coconut fatty acid or a corresponding derivative are particularly preferred. Furthermore, the polyhydroxyalkylamides can also be derived from maltose and palatinose.
Auch die Verwendung der Fettsäure-N-alkylpolyhydroxyalkylamide ist Gegenstand einer Vielzahl von Veröffentlichungen. Aus der Europäischen Patentanmeldung EP 0285768 A1 (Hüls) ist beispielsweise ihr Einsatz als Verdickungsmittel bekannt. In der Französischen Offenlegungsschrift FR 1580491 A (Henkel) werden wäßrige Detergensgemische auf Basis von Sulfaten und/oder Sulfonaten, Niotensiden und gegebenenfalls Seifen beschrieben, die Fettsäure-N-alkylglucamide als Schaumregulatoren enthalten. Mischungen von kurz- und längerkettigen Glucamiden werden in der Deutschen Patentschrift DE 4400632 C1 (Henkel) beschrieben. In den Deutschen Offenlegungsschriften DE 4326959 A1 und DE 4309567 A1 (Henkel) wird ferner über den Einsatz von Glucamiden mit längeren Alkylresten als Pseudoceramide in Hautpflegemitteln sowie über Kombinationen von Glucamiden mit Proteinhydroly- saten und kationischen Tensiden in Haarpflegeprodukten berichtet. Gegenstand der Internationalen Patentanmeldungen WO 92/06153, WO 92/06156, WO 92/06157, WO 92/06158, WO 92/06159 und WO 92/06160 (Procter & Gamble) sind Mischungen von Fettsäure-N-alkylglucamiden mit anionischen Tensiden, Tensiden mit Sulfat- und/oder Sulfonatstruktur, Ethercarbonsäuren, Ethersulfaten, Methyl- estersulfonaten und nichtionischen Tensiden. Die Verwendung dieser Stoffe in den unterschiedlichsten Wasch-, Spül- und Reinigungsmitteln wird in den Internationalen Patentanmeldungen WO 92/06152, WO 92/06154 WO 92/06155, WO 92/06161, WO 92/06162, WO 92/06164, WO 92/06170, WO 92/06171 und WO 92/06172 (Procter & Gamble) beschrieben.The use of the fatty acid N-alkylpolyhydroxyalkylamides is also the subject of a large number of publications. Their use as a thickener is known, for example, from European patent application EP 0285768 A1 (Hüls). French published patent application FR 1580491 A (Henkel) describes aqueous detergent mixtures based on sulfates and / or sulfonates, nonionic surfactants and, if appropriate, soaps, which contain fatty acid N-alkylglucamides as foam regulators. Mixtures of short- and longer-chain glucamides are described in German patent DE 4400632 C1 (Henkel). The German Offenlegungsschriften DE 4326959 A1 and DE 4309567 A1 (Henkel) also report on the use of glucamides with longer alkyl residues than pseudoceramides in skin care products and on combinations of glucamides with protein hydrolysates and cationic surfactants in hair care products. International patent applications WO 92/06153, WO 92/06156, WO 92/06157, WO 92/06158, WO 92/06159 and WO 92/06160 (Procter & Gamble) relate to mixtures of fatty acid N-alkylglucamides with anionic surfactants, Surfactants with a sulfate and / or sulfonate structure, ether carboxylic acids, ether sulfates, methyl ester sulfonates and nonionic surfactants. The use of these substances in a wide variety of washing, rinsing and cleaning agents is described in international patent applications WO 92/06152, WO 92/06154, WO 92/06155, WO 92/06161, WO 92/06162, WO 92/06164, WO 92 / 06170, WHERE 92/06171 and WO 92/06172 (Procter & Gamble).
Die erfindungsgemäßen Zubereitungen können die Fettsäure-N-alkylpoly-hydroxyalkylamide in Mengen von 0,1 bis 20, vorzugsweise 0,5 bis 10 und insbesondere 1 bis 5 Gew.-% - bezogen auf die Gesamtzusammensetzung - enthalten.The preparations according to the invention can contain the fatty acid N-alkylpolyhydroxyalkylamides in amounts of 0.1 to 20, preferably 0.5 to 10 and in particular 1 to 5% by weight, based on the total composition.
Partialglyceridepartial glycerides
Partialglyceride, welche die Komponente (b) bilden, also Monoglyceride, Diglyceride und deren technische Gemische können herstellungsbedingt noch geringe Mengen Triglyceride enthalten. Die Partialglyceride folgen vorzugsweise der Formel (VI),Partial glycerides which form component (b), that is to say monoglycerides, diglycerides and their technical mixtures, may still contain small amounts of triglycerides due to the production process. The partial glycerides preferably follow the formula (VI)
in der R CO für einen linearen oder verzweigten, gesättigten und/oder ungesättigten Acylrest mit 6 bis 22, vorzugsweise 12 bis 18 Kohlenstoffatomen, R5 und R6 unabhängig voneinander für R4CO oder OH und die Summe (m+n+p) für 0 oder Zahlen von 1 bis 100, vorzugsweise 5 bis 25 steht, mit der Maßgabe, daß mindestens einer der beiden Reste R5 und R6 OH bedeutet. Typische Beispiele sind Mono- und/oder Diglyceride auf Basis von Capronsäure, Caprylsäure, 2-Ethylhexansäure, Caprinsäure, Laurinsäure, Isotridecansäure, Myristinsäure, Palmitinsäure, Palmoleinsäure, Stearinsäure, Isostearinsäure, Ölsäure, Elaidinsäure, Petroselinsäure, Linolsäure, Linolensäure, Elaeostearinsäure, Arachin- säure, Gadoleinsäure, Behensäure und Erucasäure sowie deren technische Mischungen. Vorzugsweise werden technische Laurinsäureglyceride, Palmitinsäureglyceride, Stea nsäureglyceride, Isostea- rinsäureglyceride, Behensäureglyceride und/oder Erucasäureglyceride und insbesondere Olsäuremo- noglyceride eingesetzt, welche einen Monoglyceridanteil im Bereich von 50 bis 95, vorzugsweise 60 bis 90 Gew.-% aufweisen.in the R CO for a linear or branched, saturated and / or unsaturated acyl radical having 6 to 22, preferably 12 to 18 carbon atoms, R 5 and R 6 independently of one another for R4CO or OH and the sum (m + n + p) for 0 or numbers from 1 to 100, preferably 5 to 25, with the proviso that at least one of the two radicals R 5 and R 6 is OH. Typical examples are mono- and / or diglycerides based on caproic acid, caprylic acid, 2-ethylhexanoic acid, capric acid, lauric acid, isotridecanoic acid, myristic acid, palmitic acid, palmoleic acid, stearic acid, isostearic acid, oleic acid, elaidic acid, petroselinic acid, linoleic acid, linoleic acid, linostolic acid acid, gadoleic acid, behenic acid and erucic acid and their technical mixtures. Technical lauric acid glycerides, palmitic acid glycerides, stearic acid glycerides, isostearic acid glycerides, behenic acid glycerides and / or erucic acid glycerides and in particular oleic acid monoglycerides are used which have a monoglyceride content in the range from 50 to 95, preferably 60 to 90% by weight.
Die erfindungsgemäßen Zubereitungen können die Fettsäurepartialglyceride in Mengen von 0,1 bis 20, vorzugsweise 0,5 bis 10 und insbesondere 1 bis 5 Gew.-% - bezogen auf die Gesamtzusammensetzung - enthalten.The preparations according to the invention can contain the fatty acid partial glycerides in amounts of 0.1 to 20, preferably 0.5 to 10 and in particular 1 to 5% by weight, based on the total composition.
Anionische, nichtionische und/oder amphotere Co-TensideAnionic, nonionic and / or amphoteric co-surfactants
Als Co-Tenside, welche als Komponente (c) zusätzlich enthalten sein können, kommen anionische, nichtionische und/oder amphotere Tenside in Frage. Typische Beispiele für anionische Tenside sind Seifen, Alkylbenzolsulfonate, Alkansulfonate, Olefinsulfonate, Alkylethersulfonate, Giycerinethersulfo- nate, α-Methylestersulfonate, Sulfofettsäuren, Alkylsulfate, Fettalkoholethersulfate, Glycerinethersul- fate, Fettsäureethersulfate, Hydroxymischethersulfate, Monoglycerid(ether)sulfate, Fettsäureamid- (ether)sulfate, Mono- und Dialkylsulfosuccinate, Mono- und Dialkylsulfosuccinamate, Sulfotriglyceride, Amidseifen, Ethercarbonsäuren und deren Salze, Fettsäureisethionate, Fettsäuresarcosinate, Fettsäu- retauride, N-Acylaminosäuren, wie beispielsweise Acyllactylate, Acyltartrate, Acylglutamate und Acyl- aspartate, Alkyloligoglucosidsulfate, Proteinfettsäurekondensate (insbesondere pflanzliche Produkte auf Weizenbasis) und Alkyl(ether)phosphate. Sofern die anionischen Tenside Polyglycoletherketten enthalten, können diese eine konventionelle, vorzugsweise jedoch eine eingeengte Homologenverteilung aufweisen. Typische Beispiele für nichtionische Tenside sind Fettalkoholpolyglycolether, Alkylphe- nolpolyglycolether, Fettsäurepolyglycolester, Fettsäureamidpolyglycolether, Fettaminpolyglycolether, alkoxylierte Triglyceride, Mischether bzw. Mischformale, gegebenenfalls partiell oxidierte Alk(en)yloligoglykoside bzw. Glucoronsäurederivate, Fettsäure-N-alkylglucamide, Proteinhydrolysate (insbesondere pflanzliche Produkte auf Weizenbasis), Polyolfettsäureester, Zuckerester, Sorbitanester, Polysorbate und Aminoxide. Sofern die nichtionischen Tenside Polyglycoletherketten enthalten, können diese eine konventionelle, vorzugsweise jedoch eine eingeengte Homologenverteilung aufweisen. Typische Beispiele für amphotere bzw. zwitterionische Tenside sind Alkylbetaine, Alkylamidobetaine, Aminopropionate, Aminoglycinate, Imidazoliniumbetaine und Sulfobetaine. Bei den genannten Tensiden handelt es sich ausschließlich um bekannte Verbindungen. Hinsichtlich Struktur und Herstellung dieser Stoffe sei auf einschlägige Übersichtsarbeiten beispielsweise J.Falbe (ed.), "Surfactants in Consumer Products", Springer Verlag, Berlin, 1987, S. 54-124 oder J.Falbe (ed.), "Katalysatoren, Tenside und Mineralöladditive", Thieme Verlag, Stuttgart, 1978, S. 123-217 verwiesen. Typische Beispiele für besonders geeignete milde, d.h. besonders hautverträgliche Tenside sind Fettalkoholpoly- glycolethersulfate, Monoglyceridsulfate, Mono- und/oder Dialkylsulfosuccinate, Fettsäureisethionate, Fettsäuresarcosinate, Fettsäuretauride, Fettsäureglutamate, α-Olefinsulfonate, Ethercarbonsäuren, Alkyloligoglucoside, Fettsäureglucamide, Alkylamidobetaine, Amphoacetale und/oder Proteinfettsäurekondensate, letztere vorzugsweise auf Basis von Weizenproteinen.As co-surfactants, which may additionally be present as component (c), there are anionic, nonionic and / or amphoteric surfactants in question. Typical examples of anionic surfactants are soaps, alkylbenzene sulfonates, alkane sulfonates, olefin sulfonates, alkyl ether sulfonates, glycerol ether sulfonates, α-methyl ester sulfonates, sulfo fatty acids, alkyl sulfates, fatty alcohol ether sulfates, glycerol ether sulfates, fatty acid ether sulfates (ether) sulfate ethersulfates, hydroxymethane ether sulfates, hydroxymate ether sulfates, hydroxymate ether sulfates, hydroxymate ether sulfates, sulfate ethersulfate, hydroxymethane ether sulfates, sulfate ethersulfate, hydroxymate ether sulfates, sulfate ethersulfates, hydroxymethane ether sulfates, sulfate ethersulfate, hydroxymate ether sulfates, sulfate ethersulfate, hydroxymate ether sulfates, sulfate ethersulfate, hydroxymate ether sulfates, sulfate ethersulfate, sulfate ethersulfate, fatty acid ether sulfates, sulfate ethersulfate, hydroxymate ether sulfates, sulfate ethersulfate, hydroxymate ether sulfates, sulfate ethersulfate, sulfate ethersulfate, as monomers, , mono- and dialkyl sulfosuccinates, mono- and dialkyl sulfosuccinamates, sulfotriglycerides, amide soaps, ether carboxylic acids and salts thereof, fatty acid isethionates, fatty acid sarcosinates, fatty acid retauride, N-acylamino acids such as acyl lactylates, acyl tartrates aspartate, acyl glutamates and acyl, alkyl oligoglucoside sulfates, protein fatty acid condensates (in particular vegetable Wheat-based products) and alkyl (ether) phosphates. If the anionic surfactants contain polyglycol ether chains, they can have a conventional, but preferably a narrow, homolog distribution. Typical examples of nonionic surfactants are fatty alcohol polyglycol ethers, alkylphenol nolpolyglycolether, fatty acid, fatty acid amide, fatty amine polyglycol ethers, alkoxylated triglycerides, mixed ethers and mixed formals, optionally partially oxidized alk (en) yl oligoglycosides or glucuronic acid derivatives, fatty acid N-alkyl glucamides, protein hydrolyzates (particularly vegetable Wheat base), polyol fatty acid esters, sugar esters, sorbitan esters, polysorbates and amine oxides. If the nonionic surfactants contain polyglycol ether chains, they can have a conventional, but preferably a narrow, homolog distribution. Typical examples of amphoteric or zwitterionic surfactants are alkyl betaines, alkyl amido betaines, aminopropionates, aminoglycinates, imidazolinium betaines and sulfobetaines. The surfactants mentioned are exclusively known compounds. With regard to the structure and manufacture of these substances, reference is made to relevant reviews, for example, J.Falbe (ed.), "Surfactants in Consumer Products", Springer Verlag, Berlin, 1987, pp. 54-124 or J.Falbe (ed.), "Catalysts, Tenside und Mineralöladditive ", Thieme Verlag, Stuttgart, 1978, pp. 123-217. Typical examples of particularly suitable mild, ie particularly skin-compatible, surfactants are fatty alcohol polyglycol ether sulfates, monoglyceride sulfates, mono- and / or dialkyl sulfosuccinates, fatty acid taurides, fatty acid glutamates, α-olefin sulfonates, ethercarboxylic acids, alkyl oligoglucosides, fatty acid glucamides, alkylamidobetaines, amphoacetals and / or protein fatty acid condensates , the latter preferably based on wheat proteins.
In einer besonderen Ausführungsform der Erfindung kommen ebenfalls ausgewählte Kationtenside wie Dehyquart® E [N-(2-Hydroxyhexadecyl-1)-N,N-dimethyl-N-2-hydroxy-ethylammoniumchlorid] und Glua- din® WQ (kationisches Proteinderivat) der Firma Cognis in Frage.In a particular embodiment of the invention, selected cationic surfactants such as Dehyquart® E [N- (2-hydroxyhexadecyl-1) -N, N-dimethyl-N-2-hydroxyethylammonium chloride] and Gludin® WQ (cationic protein derivative) are also used Cognis in question.
Monoglycerid(ether)sulfateMonoglyceride (ether) sulfates
Monoglyceridsulfate und Monoglyceridethersulfate stellen bekannte Stoffe dar, die nach den einschlägigen Methoden der präparativen organischen Chemie erhalten werden können. Üblicherweise geht man zu ihrer Herstellung von Triglyceriden aus, die gegebenenfalls nach Ethoxylierung zu den Mono- glyceriden umgeestert und nachfolgend sulfatiert und neutralisiert werden. Gleichfalls ist es möglich, die Partialglyceride mit geeigneten Sulfatierungsmitteln, vorzugsweise gasförmiges Schwefeltrioxid oder Chlorsulfonsäure umzusetzen [vgl. EP 0561825 B1, EP 0561999 B1 (Henkel)]. Die neutralisierten Stoffe können - falls gewünscht - einer Ultrafiltration unterworfen werden, um den Elektrolytgehalt auf ein gewünschtes Maß zu vermindern [DE 4204700 A1 (Henkel)]. Übersichten zur Chemie der Monoglyceridsulfate sind beispielsweise von A.K. Biswas et al. in J.Am.Oil.Chem.Soc. 37, 171 (1960) und F.U. Ahmed J.Am.Oil.Chem. Soc. 67, 8 (1990) erschienen. Die im Sinne der Erfindung einzusetzenden Monoglycerid(ether)sulfate folgen der Formel (V),Monoglyceride sulfates and monoglyceride ether sulfates are known substances which can be obtained by the relevant methods of preparative organic chemistry. Usually goes to prepare them from triglycerides which, if appropriate, are transesterified to the monoglycerides after ethoxylation and subsequently sulfated and neutralized. It is also possible to react the partial glycerides with suitable sulfating agents, preferably gaseous sulfur trioxide or chlorosulfonic acid [cf. EP 0561825 B1, EP 0561999 B1 (Henkel)]. If desired, the neutralized substances can be subjected to ultrafiltration in order to reduce the electrolyte content to a desired level [DE 4204700 A1 (Henkel)]. Overviews of the chemistry of the monoglyceride sulfates are, for example, by AK Biswas et al. in J.Am.Oil.Chem.Soc. 37, 171 (1960) and FU Ahmed J.Am.Oil.Chem. Soc. 67, 8 (1990). The monoglyceride (ether) sulfates to be used in accordance with the invention follow the formula (V),
CH20(CH2CH20)x-COR7 CH 2 0 (CH 2 CH 2 0) x-COR 7
II
CH-0(CH2CH20)yH (V)CH-0 (CH 2 CH 2 0) y H (V)
in der R7CO für einen linearen oder verzweigten Acylrest mit 6 bis 22 Kohlenstoffatomen, x, y und z in Summe für 0 oder für Zahlen von 1 bis 30, vorzugsweise 2 bis 10, und X für ein Alkali- oder Erdalkalimetall steht. Typische Beispiele für im Sinne der Erfindung geeignete Monoglycerid(ether)sulfate sind die Umsetzungsprodukte von Laurinsäuremonoglycerid, Kokosfettsäuremonoglycerid, Palmitinsäure- monoglycerid, Stearinsäuremonoglycerid, Ölsäuremonoglycerid und Talgfettsäuremonoglycerid sowie deren Ethylenoxidaddukte mit Schwefeltrioxid oder Chlorsulfonsäure in Form ihrer Natriumsalze. Vorzugsweise werden Monoglyceridsulfate der Formel (V) eingesetzt, in der R7CO für einen linearen Acylrest mit 8 bis 18 Kohlenstoffatomen steht. Vorzugsweise werden die Monoglycerid(ether)sulfate als trockente Granulate oder Pulver eingesetzt, die man beispielsweise durch Trocknung wäßriger Pasten in einem Flashdryer erhalten kann.in which R 7 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. 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 form of sulfuric acid with sulfuric acid trioxide. Monoglyceride sulfates of the formula (V) are preferably used, in which R 7 CO stands for a linear acyl radical having 8 to 18 carbon atoms. The monoglyceride (ether) sulfates are preferably used as dry granules or powders, which can be obtained, for example, by drying aqueous pastes in a flash dryer.
BetaineBetaine
Betaine stellen bekannte Stoffe dar, die überwiegend durch Carboxyalkylierung, vorzugsweise Car- boxymethylierung von aminischen Verbindungen hergestellt werden. Vorzugsweise werden die Ausgangsstoffe mit Halogencarbonsäuren oder deren Salzen, insbesondere mit Natriumchloracetat kondensiert, wobei pro Mol Betain ein Mol Salz gebildet wird. Ferner ist auch die Anlagerung von ungesättigten Carbonsäuren, wie beispielsweise Acrylsäure möglich. Zur Nomenklatur und insbesondere zur Unterscheidung zwischen Betainen und "echten" Amphotensiden sei auf den Beitrag von U. Ploog in Seifen-Öle-Fette-Wachse, 198, 373 (1982) verwiesen. Weitere Übersichten zu diesem Thema finden sich beispielsweise von A. O'Lennick et al. in HAPPI, Nov. 70 (1986), S. Holzman et al. in Tens.Surf. Det. 23, 309 (1986), R. Bilbo et al. in Soap Cosm.Chem.Spec, Apr. 46 (1990) und P. Ellis et al. in Euro Cosm. 1 , 14 (1994). Beispiele für geeignete Betaine stellen die Carboxyalkylierungsprodukte von sekundären und insbesondere tertiären Aminen dar, die der Formel (VI) folgen,Betaines are known substances 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. The addition of unsaturated carboxylic acids, such as acrylic acid, is also possible. Regarding the nomenclature and in particular the distinction between betaines and "real" amphoteric surfactants, reference is made to the contribution by U. Ploog in Seifen-Öle-Fette-Wwachs, 198, 373 (1982). Further overviews on this topic can be found, for example, by A. O'Lennick et al. in HAPPI, Nov. 70 (1986), S. Holzman et al. in Tens.Surf. Det. 23: 309 (1986), R. Bilbo et al. in Soap Cosm. Chem. Spec, Apr. 46 (1990) and P. Ellis et al. in Euro cosm. 1, 14 (1994). Examples of suitable betaines are the carboxyalkylation products of secondary and in particular tertiary amines which follow the formula (VI)
R8 R 8
II
R °-N-(CH2)qCOOX (VI)R ° -N- (CH 2 ) q COOX (VI)
I R9 IR 9
in der R10 für Alkyl- und/oder Alkenylreste mit 6 bis 22 Kohlenstoffatomen, R8 für Wasserstoff oder Alkylreste mit 1 bis 4 Kohlenstoffatomen, R9 für Alkylreste mit 1 bis 4 Kohlenstoffatomen, q für Zahlen von 1 bis 6 und X für ein Alkali- und/oder Erdalkalimetall oder Ammonium steht. Typische Beispiele sind die Carboxymethylierungsprodukte von Hexylmethylamin, Hexyldimethylamin, Octyldimethylamin, Decyldimethylamin, Dodecylmethylamin, Dodecyldimethylamin, Dodecylethylmet ylamin, Ci2/i4-Koko- salkyldimethylamin, Myristyldimethylamin, Cetyldimethylamin, Stearyldimethylamin, Stearylethylmethyl- amin, Oleyldimethylamin, Ci6/18-Talgalkyldimethylamin sowie deren technische Gemische. Weiterhin kommen auch Carboxyalkylierungsprodukte von Amidoaminen in Betracht, die der Formel (VII) folgen,in which R 10 for alkyl and / or alkenyl radicals with 6 to 22 carbon atoms, R 8 for hydrogen or alkyl radicals with 1 to 4 carbon atoms, R 9 for alkyl radicals with 1 to 4 carbon atoms, q for numbers from 1 to 6 and X for a Alkali and / or alkaline earth metal or ammonium. Typical examples are the carboxymethylation products of hexylmethylamine, hexyldimethylamine, octyldimethylamine, decyldimethylamine, dodecylmethylamine, dodecyldimethylamine, Dodecylethylmet ylamine, Ci2 / i4-Koko- salkyldimethylamin, myristyldimethylamine, cetyldimethylamine, stearyldimethylamine, Stearylethylmethyl- amine, oleyl dimethyl amine, Ci6 / 18 tallow alkyl dimethyl amine and technical mixtures thereof , Carboxyalkylation products of amidoamines which follow the formula (VII) are also suitable,
R8 R 8
I RiιCO-NH-(CH2)m-N-(CH2)qCOOX (VII)I RiιCO-NH- (CH 2 ) mN- (CH 2 ) q COOX (VII)
II
R9R9
in der R11CO für einen aliphatischen Acylrest mit 6 bis 22 Kohlenstoffatomen und 0 oder 1 bis 3 Doppelbindungen, m für Zahlen von 1 bis 3 steht und R8, R9, q und X die oben angegebenen Bedeutungen haben. Typische Beispiele sind Umsetzungsprodukte von Fettsäuren mit 6 bis 22 Kohlenstoffatomen, namentlich Capronsäure, Caprylsäure, Caprinsäure, Laurinsäure, Myristinsäure, Palmitinsäure, Palmoleinsäure, Stearinsäure, Isostearinsäure, Ölsäure, Elaidinsäure, Petroselinsäure, Linolsäure, Linolen- säure, Elaeostearinsäure, Arachinsäure, Gadoleinsäure, Behensäure und Erucasäure sowie deren technische Gemische, mit N,N-Dimethylaminoethylamin, N,N-Dimethylaminopropylamin, N,N-Diethyl- aminoethylamin und N,N-Diethyiaminopropylamin, die mit Natriumchloracetat kondensiert werden. Bevorzugt ist der Einsatz eines Kondensationsproduktes von Cβ/iβ-KokosfettsäureN.N-dimethylaminopro- pylamid mit Natriumchloracetat.in which R 11 CO represents an aliphatic acyl radical having 6 to 22 carbon atoms and 0 or 1 to 3 double bonds, m represents numbers from 1 to 3 and R 8 , R 9 , q and X have the meanings given above. Typical examples are reaction products of fatty acids with 6 to 22 carbon atoms, namely caproic 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, elaeostearic acid, galenic acid, arachene acid and erucic acid and their technical mixtures, with N, N-dimethylaminoethylamine, N, N-dimethylaminopropylamine, N, N-diethylaminoethylamine and N, N-diethyiaminopropylamine, which are condensed with sodium chloroacetate. Preference is given to using a condensation product of Cβ / iβ coconut fatty acid N.N-dimethylaminopropylamide with sodium chloroacetate.
Fettsäurepolyglycolestersulfatefatty acid polyglycol ester
Fettsäurepolyglycolestersulfate folgen vorzugsweise der Formel (VIII), R12COO(AO)wS03X (VIII)Fatty acid polyglycol ester sulfates preferably follow the formula (VIII), R 12 COO (AO) w S0 3 X (VIII)
in der R12C0 für einen linearen oder verzweigten, gesättigten oder ungesättigten Acylrest mit 6 bis 22 Kohlenstoffatomen, w für Zahlen von durchschnittlich 1 bis 3 und AO für einen CH2CH2O-, CH2CH(CH3)0- und/oder CH(CH3)CH20-Rest und X für ein Alkali- und/oder Erdalkalimetall, Ammonium, Alkylammonium, Alkanolammonium oder Glucammonium steht, stellen bekannte anionische Tenside dar und werden durch Sulfatierung der entsprechenden Fettsäurepolyglycolester hergestellt. Diese wiederum sind nach den einschlägigen präparativen Verfahren der organischen Chemie erhältlich. Hierzu wird Ethylenoxid, Propylenoxid oder deren Gemisch - in random- oder Blockverteilung - an die entsprechenden Fettsäuren angelagert, wobei diese Reaktion säurekatalysiert, vorzugsweise aber in Gegenwart von Basen, wie z.B. Natriummethylat oder calciniertem Hydrotalcit erfolgt. Wird ein Al- koxylierungsgrad von 1 gewünscht, können die Zwischenprodukte auch durch Veresterung der Fettsäuren mit einem entsprechenden Alkylenglycol hergestellt werden. Die Sulfatierung der Fettsäurepolyglycolester kann in an sich bekannter Weise mit Chlorsulfonsäure oder vorzugsweise gasförmigem Schwefeltrioxid durchgeführt werden, wobei das molare Einsatzverhältnis zwischen Fettsäurepolyglycolester und Sulfatierungsmittel im Bereich von 1 : 0,95 bis 1 : 1 ,2, vorzugsweise 1 : 1 bis 1 : 1 ,1 und die Reaktionstemperatur 30 bis 80 und vorzugsweise 50 bis 60°C betragen kann. Es ist ferner möglich, die Fettsäurepolyglycolester zu untersulfatieren, d.h. deutlich weniger Sulfatierungsmittel einzusetzen, als dies für eine vollständige Umsetzung stöchiometrisch erforderlich wäre. Wählt man beispielsweise molare Einsatzmengen von Fettsäurepolyglycolester zu Sulfatierungsmittel von 1 : 0,5 bis 1 : 0,95 werden Mischungen von Fettsäurepolyglycolestersulfaten und Fettsäurepolyglycolestern erhalten, die für eine ganze Reihe von Anwendungen ebenfalls vorteilhaft sind. Um eine Hydrolyse zu vermeiden ist es dabei sehr wichtig, die Neutralisation bei einem pH-Wert im Bereich von 5 bis 9, vorzugsweise 7 bis 8 durchzuführen. Typische Beispiele für geeignete Ausgangsstoffe sind die Anlagerungsprodukte von 1 bis 3 Mol Ethylenoxid und/oder Propylenoxid, vorzugsweise aber die Addukte mit 1 Mol Ethylenoxid oder 1 Mol Propylenoxid an Capronsäure, Caprylsäure, 2-Ethylhexansäure, Caprinsäure, Laurinsäure, Isotridecansäure, Myristinsäure, Palmitinsäure, Palmoleinsäure, Stearinsäure, Isostearinsäure, Ölsäure, Elaidinsäure, Petroselinsäure, Linolsäure, Linolensäure, Elaeostearinsäure, Arachinsäure, Gadoleinsäure, Behensäure und Erucasäure sowie deren technische Mischungen, die dann wie oben beschrieben sulfatiert und neutralisiert werden. Vorzugsweise werden Fettsäurepolyglycolestersulfate der Formel (VIII) eingesetzt, in der R12CO für einen Acylrest mit 12 bis 18 Kohlenstoffatomen, x für durchschnittlich 1 oder 2, AO für eine CH∑C^O-Gruppe und X für Natrium oder Ammonium steht, wie beispielsweise Laurinsäure+1 EO-sulfat-Natriumsalz, Laurinsäure+1 EO-sulfat-Ammoniumsalz, Kokosfett- säure+1 E0-sulfat-Natriumsalz, Kokosfettsäure+1 EO-sulfat-Ammoniumsalz, Talgfettsäure+1 EO-sulfat- Natriumsalz, Talgfettsäure+1 EO-sulfat-Ammoniumsalz sowie deren Mischungen.in which R 12 CO stands for a linear or branched, saturated or unsaturated acyl radical having 6 to 22 carbon atoms, w for numbers of 1 to 3 on average and AO for a CH2CH2O-, CH 2 CH (CH 3 ) 0- and / or CH ( CH 3 ) CH 2 0 radical and X represents an alkali and / or alkaline earth metal, ammonium, alkylammonium, alkanolammonium or glucammonium, are known anionic surfactants and are prepared by sulfation of the corresponding fatty acid polyglycol ester. These in turn can be obtained using the relevant preparative processes in organic chemistry. For this purpose, ethylene oxide, propylene oxide or a mixture thereof - in random or block distribution - is added to the corresponding fatty acids, this reaction being acid-catalyzed, but preferably in the presence of bases, such as, for example, sodium methylate or calcined hydrotalcite. If a degree of alkoxylation of 1 is desired, the intermediates can also be prepared by esterifying the fatty acids with an appropriate alkylene glycol. The sulfation of the fatty acid polyglycol esters can be carried out in a manner known per se with chlorosulfonic acid or preferably gaseous sulfur trioxide, the molar ratio between fatty acid polyglycol ester and sulfating agent being in the range from 1: 0.95 to 1: 1, 2, preferably 1: 1 to 1: 1 , 1 and the reaction temperature can be 30 to 80 and preferably 50 to 60 ° C. It is also possible to undersulfate the fatty acid polyglycol esters, ie to use significantly fewer sulfating agents than would be stoichiometrically required for complete conversion. If, for example, one chooses molar amounts of fatty acid polyglycol ester to sulfating agent from 1: 0.5 to 1: 0.95, mixtures of fatty acid polyglycol ester sulfates and fatty acid polyglycol esters are obtained, which are also advantageous for a whole range of applications. In order to avoid hydrolysis, it is very important to carry out the neutralization at a pH in the range from 5 to 9, preferably 7 to 8. Typical examples of suitable starting materials are the addition products of 1 to 3 mol of ethylene oxide and / or propylene oxide, but preferably the adducts with 1 mol of ethylene oxide or 1 mol of propylene oxide with caproic acid, caprylic acid, 2-ethylhexanoic acid, capric acid, lauric acid, isotridecanoic acid, myristic acid, palmitic acid, Palmoleic acid, stearic acid, isostearic acid, oleic acid, elaidic acid, petroselinic acid, linoleic acid, linolenic acid, elaeostearic acid, arachidic acid, gadoleic acid, behenic acid and erucic acid and their technical mixtures, which are then sulfated and neutralized as described above. Fatty acid polyglycol ester sulfates of the formula (VIII) are preferably used in which R 12 CO stands for an acyl radical having 12 to 18 carbon atoms, x for an average of 1 or 2, AO for a CH∑C ^ O group and X for sodium or ammonium, such as for example lauric acid + 1 EO sulfate sodium salt, lauric acid + 1 EO sulfate ammonium salt, coconut fatty acid + 1 E0 sulfate sodium salt, coconut fatty acid + 1 EO sulfate ammonium salt, tallow fatty acid + 1 EO sulfate sodium salt, tallow fatty acid + 1 EO sulfate ammonium salt and mixtures thereof.
Olefinsulfonate Die erfindungsgemäßen Flüssigseifen können Olefinsulfonate enthalten, die man üblicherweise durch Anlagerung von SO3 an Olefine der Formel (IX) erhält,olefin The liquid soaps according to the invention can contain olefin sulfonates which are usually obtained by addition of SO3 onto olefins of the formula (IX)
RU-CH=CH-R13 (IX)RU-CH = CH-R13 (IX)
wobei R14 und R13 unabhängig voneinander für H oder Alkylreste mit 1 bis 20 Kohlenstoffatomen stehen, mit der Maßgabe, daß R 4 und R13 zusammen mindestens 6 und vorzugsweise 10 bis 16 Kohlenstoffatome aufweisen. Hinsichtlich Herstellung und Verwendung sei auf den Übersichtsartikel J.Am.Oil. Chem.Soc. 55, 70 (1978) verwiesen.wherein R 14 and R 13 independently of one another represent H or alkyl radicals having 1 to 20 carbon atoms, with the proviso that R 4 and R 13 together have at least 6 and preferably 10 to 16 carbon atoms. Regarding production and use, see the review article J.Am.Oil. Soc. 55, 70 (1978).
Es können innenständige Olefinsulfonate, aber vorzugsweise α-Olefinsulfonate eingesetzt werden, die sich ergeben wenn R14 oder R13 für Wasserstoff stehen. Typische Beispiele für genutzte Olefinsulfonate sind die Sulfonierungsprodukte, die man erhält, indem man S03 mit 1-, 2-Buten, 1-, 2-, 3-Hexen, 1-, 2-, 3-, 4-Octen, 1-, 2-, 3-, 4-, 5-Decen, 1-, 2-, 3-, 4-, 5-, 6- Dodecen, 1-, 2-, 3-, 4-, 5-, 6-, 7-Tetradecen, 1-, 2-, 3-, 4-, 5-, 6-, 7-, 8-Hexadecen, 1-, 2-, 3-, 4-, 5-, 6-, 7-, 8-, 9-Octadecen, 1-, 2-, 3-, 4-, 5-, 6-, 7-, 8-, 9-, 10-Eicosen und 1-, 2-, 3-, 4-, 5-, 6-, 7-, 8-, 9-, 10- und 11- Docosen umsetzt. Nach erfolgter Sulfonie- rung wird eine Neutralisierung durchgeführt, wonach das Olefinsulfonat als Alkali-, Erdalkali-, Ammonium-, Alkylammonium-, Alkanolammonium-, Glucammonium-, vorzugsweise Natrium-Salz in der Mischung vorliegt. Es können sowohl Olefinsulfonate in wäßriger Paste, vorzugsweise bei einem pH-Wert von 7 bis 10, als auch als wasserfreie Produkte, vorzugsweise als Granulate, eingesetzt werden, wie man sie durch konventionelle Sprühtrocknung, Trocknung in der Dünnschicht ("Flash dryer") DE 19710152 C1 (Henkel) oder in einem Wirbelschichttrockner („Sket-Anlage") erhält.Internal olefin sulfonates, but preferably α-olefin sulfonates, can be used which result when R 14 or R 13 are hydrogen. Typical examples of olefin sulfonates used are the sulfonation products which are obtained by treating SO 3 with 1-, 2-butene, 1-, 2-, 3-hexene, 1-, 2-, 3-, 4-octene, 1- , 2-, 3-, 4-, 5-decene, 1-, 2-, 3-, 4-, 5-, 6- dodecene, 1-, 2-, 3-, 4-, 5-, 6- , 7-tetradecene, 1-, 2-, 3-, 4-, 5-, 6-, 7-, 8-hexadecene, 1-, 2-, 3-, 4-, 5-, 6-, 7- , 8-, 9-octadecene, 1-, 2-, 3-, 4-, 5-, 6-, 7-, 8-, 9-, 10-eicosen and 1-, 2-, 3-, 4- , 5-, 6-, 7-, 8-, 9-, 10- and 11-docosen. After sulfonation has taken place, neutralization is carried out, after which the olefin sulfonate is present in the mixture as an alkali metal, alkaline earth metal, ammonium, alkylammonium, alkanolammonium, glucammonium, preferably sodium salt. Both olefin sulfonates in aqueous paste, preferably at a pH of 7 to 10, and also as anhydrous products, preferably as granules, can be used, as can be obtained by conventional spray drying, drying in a thin layer ("flash dryer") DE 19710152 C1 (Henkel) or in a fluidized bed dryer ("sket system").
Alkoxylierte CarbonsäureesterAlkoxylated carboxylic acid esters
Alkoxylierte Carbonsäureester sind aus dem Stand der Technik bekannt. So sind beispielsweise derartige alkoxylierte Carbonsäureester durch Reaktion von alkoxylierten Carbonsäuren mit Alkoholen zugänglich. Bevorzugt im Sinne der vorliegenden Erfindung werden die Verbindungen jedoch durch Umsetzung von Carbonsäureestern mit Alkylenoxiden unter Verwendung von Katalysatoren hergestellt, insbesondere unter Verwendung von calciniertem Hydrotalcit gemäß der Deutschen Offenlegungs- schrift DE 3914131 A, die Verbindungen mit einer eingeschränkten Homolgenverteilung liefern. Nach diesem Verfahren können sowohl Carbonsäureester von einwertigen Alkoholen als auch von mehrwertigen Alkoholen alkoxyliert werden. Bevorzugt gemäß der vorliegenden Erfindung werden alkoxylierte Carbonsäureester der Formel (X) eingesetzt,Alkoxylated carboxylic acid esters are known from the prior art. For example, such alkoxylated carboxylic acid esters can be obtained by reacting alkoxylated carboxylic acids with alcohols. For the purposes of the present invention, however, 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 3914131 A, 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 using alkoxylated carboxylic acid esters of the formula (X)
in der R15CO für einen aliphatischen Acylrest mit 6 bis 30 C-Atomen, AlkO für Alkylenoxid, n für Zahlen von 1 bis 30 und R16 für einen aliphatischen Alkylrest mit 1 bis 8 Kohlenstoffatomen steht. AlkO steht für die Alkylenoxide, die mit den Carbonsäureestern umgesetzt werden und umfassen Ethylenoxid, Propylenoxid und/oder Butylenoxid, vorzugsweise Ethylenoxid und/oder Propylenoxid, insbesondere Ethylenoxid alleine. in which R 15 CO represents an aliphatic acyl radical with 6 to 30 C atoms, AlkO for alkylene oxide, n for numbers from 1 to 30 and R 16 for an aliphatic alkyl radical with 1 to 8 carbon atoms. 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.
Insbesondere geeignet sind alkoxylierte Carbonsäureester der Formel (X), in der R15CO für einen linearen oder verzweigten, gesättigten oder ungesättigten Acylrest mit 6 bis 22 und insbesondere 10 bis 18 Kohlenstoffatomen, AlkO für Ethylenoxid und/oder Propylenoxid, n durchschnittlich für Zahlen 5 bis 20 und R16 für einen aliphatischen Alkylrest mit 1 bis 8, vorzugsweise 1 bis 4 Kohlenstoffatomen und insbesondere Methyl steht. Bevorzugte Acylreste leiten sich von Carbonsäuren mit 6 bis 22 Kohlenstoffatomen natürlicher oder synthetischer Herkunft ab, insbesondere von linearen, gesättigten und/oder ungesättigten Fettsäuren einschließlich technischer Gemische derselben, wie sie durch Fettspaltung aus tierischen und/oder pflanzlichen Fetten und Ölen zugänglich sind, zum Beispiel aus Kokosöl, Palm- kemöl, Palmöl, Sojaöl, Sonnenblumenöl, Rüböl, Baumwollsaatöl, Fischöl, Rindertalg und Schweineschmalz. Beispiele für derartige Carbonsäuren sind Capronsäure, Caprylsäure, 2-Ethylhexansäure, Caprinsäure, Laurinsäure, Isotridecansäure, Myristinsäure, Palmitinsäure, Palmoleinsäure, Stearinsäure, Isostearinsäure, Ölsäure, Elaidinsäure, Petroselinsäure, Linolsäure, Linolensäure, Elaeostearinsäure, Arachinsäure, Gadoleinsäure, Behensäure und/oder Erucasäure.Alkoxylated carboxylic acid esters of the formula (X) are particularly suitable, in which R 15 CO is a linear or branched, saturated or unsaturated acyl radical having 6 to 22 and in particular 10 to 18 carbon atoms, AlkO for ethylene oxide and / or propylene oxide, n on average for numbers 5 to 20 and R 16 is an aliphatic alkyl radical having 1 to 8, preferably 1 to 4 carbon atoms and in particular methyl. Preferred acyl radicals are derived from carboxylic acids having 6 to 22 carbon atoms of natural or synthetic origin, in particular from linear, saturated and / or unsaturated fatty acids, including technical mixtures thereof, as are obtainable by fat cleavage from animal and / or vegetable fats and oils, for example from coconut oil, palm kernel oil, palm oil, soybean oil, sunflower oil, turnip 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, palmitoleic acid, stearic acid, isostearic acid, oleic acid, elaidic acid, petroselinic acid, linoleic acid, linolenic acid, elaeostearic acid, arachidic acid, gadoleic acid, behenic acid and / or erucic acid ,
Insbesondere geeignet sind alkoxylierte Carbonsäureester der Formel (X), in der R15CO für einen linearen oder verzweigten, aliphatischen, gesättigten und/oder ungesättigten Acylrest mit 10 bis 18 Kohlenstoffatomen, AlkO für Ethylenoxid und/oder Propylenoxid, vorzugsweise Ethylenoxid, n für Zahlen von 5 bis 20 und R16 für einen Methylrest steht. Beispiele für derartige Verbindungen sind mit im Durchschnitt 5, 7, 9 oder 11 Mol Ethylenoxid alkoxylierte Laurinsäuremethylester, Kokosfettsäuremethylester und Talgfettsäuremethylester.Particularly suitable are alkoxylated carboxylic acid esters of the formula (X), in which R 15 CO is a linear or branched, aliphatic, saturated and / or unsaturated acyl radical having 10 to 18 carbon atoms, AlkO for ethylene oxide and / or propylene oxide, preferably ethylene oxide, n for numbers from 5 to 20 and R 16 represents a methyl radical. Examples of such compounds are methyl lauric acid, methyl coconut fatty acid and methyl tallow fatty acid alkoxylated with an average of 5, 7, 9 or 11 moles of ethylene oxide.
Die erfindungsgemäßen Flüssigseifen können die Tenside in Mengen von 0,5 bis 34, vorzugsweise 1 bis 30 und insbesondere 5 bis 25 Gew.-% - bezogen auf die Gesamtzusammensetzung - enthalten.The liquid soaps according to the invention can contain the surfactants in amounts of 0.5 to 34, preferably 1 to 30 and in particular 5 to 25% by weight, based on the overall composition.
Fettsäurenfatty acids
Unter Fettsäuren, die Komponente (d) bilden, sind aliphatische Carbonsäuren der Formel (XI) zu verstehen,Fatty acids which form component (d) are to be understood as aliphatic carboxylic acids of the formula (XI)
R"CO-OH (XI)R "CO-OH (XI)
π R17C0-0H (XI)π R 17 C0-0H (XI)
in der R17CO für einen aliphatischen, linearen oder verzweigten Acylrest mit 6 bis 22, vorzugsweise 12 bis 18 Kohlenstoffatomen und 0 und/oder 1 , 2 oder 3 Doppelbindungen steht. Typische Beispiele sind Capronsäure, Caprylsäure, 2-Ethylhexansäure, Caprinsäure, Laurinsäure, Isotridecansäure, Myristin- säure, Palmitinsäure, Palmoleinsäure, Stearinsäure, Isostearinsäure, Ölsäure, Elaidinsäure, Petroselin- säure, Linolsäure, Linolensäure, Elaeostearinsäure, Arachinsäure, Gadoleinsäure, Behensäure und Erucasäure sowie deren technische Mischungen, die z.B. bei der Druckspaltung von natürlichen Fetten und Ölen, bei der Reduktion von Aldehyden aus der Roelen'schen Oxosynthese oder der Dimerisierung von ungesättigten Fettsäuren anfallen. Bevorzugt sind technische Fettsäuren mit 12 bis 18 Kohlenstoffatomen wie beispielsweise Kokos-, Palm-, Palmkern- oder Taigfettsäure.in which R 17 CO represents an aliphatic, linear or branched acyl radical having 6 to 22, preferably 12 to 18 carbon atoms and 0 and / or 1, 2 or 3 double bonds. Typical examples are caproic acid, caprylic acid, 2-ethylhexanoic acid, capric acid, lauric acid, isotridecanoic acid, myristic acid, palmitic acid, palmoleic acid, stearic acid, isostearic acid, oleic acid, elaidic acid, petroselinic acid, linoleic acid, linolenic acid, elaeostearic acid, and erasic acid, erachic acid, arachidic acid as well as their technical mixtures, which occur, for example, in the pressure splitting of natural fats and oils, in the reduction of aldehydes from Roelen's oxosynthesis or in the dimerization of unsaturated fatty acids. Technical fatty acids with 12 to 18 carbon atoms, such as coconut, palm, palm kernel or tallow fatty acids, are preferred.
Die erfindungsgemäßen Zubereitungen können die Fettsäuren in Mengen von 0,5 bis 30, vorzugsweise 1 bis 20 und insbesondere 5 bis 15 Gew.-% - bezogen auf die Gesamtzusammensetzung - enthalten.The preparations according to the invention can contain the fatty acids in amounts of 0.5 to 30, preferably 1 to 20 and in particular 5 to 15% by weight, based on the total composition.
FlϋssigseifenFlϋssigseifen
Flüssigseifen mit konstanter Viskosität, hoher Stabilität und besonders vorteilhaftem Hautgefühl enthalten die Inhaltsstoffen in den folgenden Mengen - bezogen auf die Gesamtzusammensetzung -:Liquid soaps with constant viscosity, high stability and particularly beneficial skin feel contain the ingredients in the following amounts - based on the total composition -:
(a) 0,1 bis 20, vorzugsweise 0,5 bis 10 und insbesondere 1 bis 5 Gew.-% Zuckertenside ausgewählt aus der Gruppe, die gebildet wird von (a1) Alkyl- und/oder Alkenyloligoglykosiden und/oder (a2) Fettsäure-N-alkylpoly-hydroxyalkylamiden,(a) 0.1 to 20, preferably 0.5 to 10 and in particular 1 to 5% by weight of sugar surfactants selected from the group formed by (a1) alkyl and / or alkenyl oligoglycosides and / or (a2) fatty acid N-alkyl poly-hydroxyalkylamides,
(b) 0,1 bis 20, vorzugsweise 0,5 bis 10 und insbesondere 1 bis 5 Gew.-% Fettsäurepartialglyceride,(b) 0.1 to 20, preferably 0.5 to 10 and in particular 1 to 5% by weight of fatty acid partial glycerides,
(c) 0,5 bis 34, vorzugsweise 1 bis 30 und insbesondere 5 bis 25 Gew.-% anionische, nichtionische und/oder amphotere Co-Tenside,(c) 0.5 to 34, preferably 1 to 30 and in particular 5 to 25% by weight of anionic, nonionic and / or amphoteric co-surfactants,
(d) 0,5 bis 30, vorzugsweise 1 bis 20 und insbesondere 5 bis 15 Gew.-% Fettsäuren(d) 0.5 to 30, preferably 1 to 20 and in particular 5 to 15% by weight of fatty acids
mit der Maßgabe, daß sich die Mengenangaben mit Wasser, vorzugsweise 40 bis 65 und insbesondere 50 bis 60 Gew.-% Wasser, gegebenenfalls mit weiteren üblichen Hilfs- und Zusatzstoffen zu 100 Gew.- % ergänzen.with the proviso that the amounts given with water, preferably 40 to 65 and in particular 50 to 60% by weight of water, are optionally supplemented with other conventional auxiliaries and additives to 100% by weight.
Die erfindungsgemäßen Flüssigseifen weisen einen pH-Wert von 7 bis 11 , vorzugsweise 8 bis 10 und insbesondere 8,5 bis 9,5 auf. Weitere Hilfs- und ZusatzstoffeThe liquid soaps according to the invention have a pH of 7 to 11, preferably 8 to 10 and in particular 8.5 to 9.5. Other auxiliaries and additives
Diese Mittel können ferner als weitere Hilfs- und Zusatzstoffe Ölkörper, Emulgatoren, Perlglanzwachse, Konsistenzgeber, Verdickungsmittel, Überfettungsmittel, Stabilisatoren, Polymere, Siliconverbindungen, Fette, Wachse, Lecithine, Phospholipide, biogene Wirkstoffe, Quellmittel, Filmbildner, Tyrosininhibitoren (Depigmentierungsmittel), Hydrotrope, Solubilisatoren, Konservierungsmittel, Parfümöle, Farbstoffe und dergleichen enthalten.These agents can also be used as further auxiliaries and additives, oil bodies, emulsifiers, pearlescent waxes, consistency agents, thickeners, superfatting agents, stabilizers, polymers, silicone compounds, fats, waxes, lecithins, phospholipids, biogenic agents, swelling agents, film formers, tyrosine inhibitors (depigmenting agents), hydrotropes, Contain solubilizers, preservatives, perfume oils, dyes and the like.
Ölkörperoil body
Als Ölkörper kommen beispielsweise Guerbetalkohole auf Basis von Fettalkoholen mit 6 bis 18, vorzugsweise 8 bis 10 Kohlenstoffatomen, Ester von linearen C6-C22-Fettsäuren mit linearen oder verzweigten C6-C22-Fettalkoholen bzw. Ester von verzweigten C6-Cι3-Carbonsäuren mit linearen oder verzweigten C6-C22-Fettalkoholen, wie z.B. Myristylmyristat, Myristylpalmitat, Myristylstearat, Myristy- lisostearat, Myristyloleat, Myristylbehenat, Myristylerucat, Cetylmyristat, Cetylpalmitat, Cetylstearat, Cetylisostearat, Cetyloleat, Cetylbehenat, Cetylerucat, Stearylmyristat, Stearylpalmitat, Stearylstearat, Stearylisostearat, Stearyloleat, Stearylbehenat, Stearylerucat, Isostearylmyristat, Isostearylpalmitat, Isostearylstearat, Isostearylisostearat, Isostearyloleat, Isostearylbehenat, Isostearyloleat, Oleylmyristat, Oleylpalmitat, Oleylstearat, Oleylisostearat, Oleyloleat, Oleylbehenat, Oleylerucat, Behenyimyristat, Behenylpalmitat, Behenylstearat, Behenylisostearat, Behenyloleat, Behenylbehenat, Behenylerucat, Erucylmyristat, Erucylpalmitat, Erucylstearat, Erucylisostearat, Erucyloleat, Erucylbehenat und Erucy- lerucat. Daneben eignen sich Ester von linearen C6-C22-Fettsäuren mit verzweigten Alkoholen, insbesondere 2-Ethylhexanol, Ester von Ci8-C38-Alkylhydroxycarbonsäuren mit linearen oder verzweigten C6-C22-Fettalkoholen (vgl. DE 19756377 A1), insbesondere Dioctyl Malate, Ester von linearen und/oder verzweigten Fettsäuren mit mehrwertigen Alkoholen (wie z.B. Propylenglycol, Dimerdiol oder Trimer- triol) und/oder Guerbetalkoholen, Triglyceride auf Basis Cε-Cio-Fettsäuren, flüssige Mono-/Di- /Triglyceridmischungen auf Basis von C6-Ci8-Fettsäuren (vgl. EP 97/00434), Ester von Cε-C∑∑-Fettalko- holen und/oder Guerbetalkoholen mit aromatischen Carbonsäuren, insbesondere Benzoesäure, Ester von C2-Ci2-Dicarbonsäuren mit linearen oder verzweigten Alkoholen mit 1 bis 22 Kohlenstoffatomen oder Polyolen mit 2 bis 10 Kohlenstoff atomen und 2 bis 6 Hydroxylgruppen, pflanzliche Öle, verzweigte primäre Alkohole, substituierte Cyclohexane, lineare und verzweigte C6-C22-Fettalkoholcarbonate, wie z.B. Dicaprylyl Carbonate (Cetiol® CC), Guerbetcarbonate auf Basis von Fettalkoholen mit 6 bis 18, vorzugsweise 8 bis 10 C Atomen, Ester der Benzoesäure mit linearen und/oder verzweigten C6-C22- Alkoholen (z.B. Finsolv® TN), lineare oder verzweigte, symmetrische oder unsymmetrische Dialkyle- ther mit 6 bis 22 Kohlenstoffatomen pro Alkylgruppe, wie z.B. Dicaprylyl Ether (Cetiol® OE), Ringöffnungsprodukte von epoxidierten Fettsäureestern mit Polyolen, Siliconöle (Cyclomethicone, Silicium- methicontypen u.a.) und/oder aliphatische bzw. naphthenische Kohlenwasserstoffe, wie z.B. wie Squalan, Squalen oder Dialkylcyclohexane in Betracht.Suitable oil bodies are, for example, Guerbet alcohols based on fatty alcohols having 6 to 18, preferably 8 to 10 carbon atoms, esters of linear C6-C22-fatty acids with linear or branched C6-C22-fatty alcohols or esters of branched C6-Cι 3 -carboxylic acids with linear or branched C6-C22-fatty alcohols, such as myristyl myristate, lisostearat myristyl palmitate, myristyl stearate, Myristy-, myristyl, Myristylbehenat, Myristylerucat, cetyl myristate, cetyl palmitate, cetyl stearate, Cetylisostearat, cetyl oleate, cetyl behenate, Cetylerucat, Stearylmyristat, stearyl palmitate, stearyl stearate, Stearylisostearat, stearyl oleate, stearyl behenate, Stearylerucat, isostearyl, isostearyl palmitate, Isostearylstearat, isostearyl isostearate, Isostearyloleat, isostearyl behenate, Isostearyloleat, oleyl myristate, oleyl palmitate, oleyl stearate, oleyl isostearate, oleyl oleate, Oleylbehenat, oleyl erucate, Behenyimyristat, behenyl palmitate, behenyl, Behenylisostearat, behenyl oleate, Behenylbehe nat, behenyl erucate, erucyl myristate, erucyl palmitate, erucyl stearate, erucyl isostearate, erucyl oleate, erucyl behenate and erucyl erucate. In addition, esters of linear C6-C22 fatty acids with branched alcohols, in particular 2-ethylhexanol, esters of Ci8-C38 alkylhydroxycarboxylic acids with linear or branched C6-C22 fatty alcohols (cf. DE 19756377 A1), in particular dioctyl malates, esters of linear and / or branched fatty acids with polyhydric alcohols (such as propylene glycol, dimer diol or trimer triol) and / or Guerbet alcohols, triglycerides based on Cε-Cio fatty acids, liquid mono- / di- / triglyceride mixtures based on C6-Ci8 fatty acids (cf. EP 97/00434), esters of Cε-C ∑∑ fatty alcohols and / or Guerbet alcohols with aromatic carboxylic acids, in particular benzoic acid, esters of C2-Ci2-dicarboxylic acids with linear or branched alcohols with 1 to 22 carbon atoms or polyols with 2 to 10 carbon atoms and 2 to 6 hydroxyl groups, vegetable oils, branched primary alcohols, substituted cyclohexanes, linear and branched C6-C22 fatty alcohol carbonates, such as D icaprylyl carbonates (Cetiol® CC), Guerbet carbonates based on fatty alcohols with 6 to 18, preferably 8 to 10 C atoms, esters of benzoic acid with linear and / or branched C6-C22 alcohols (e.g. Finsolv® TN), linear or branched, symmetrical or asymmetrical dialkyl ethers with 6 to 22 carbon atoms per alkyl group, such as dicaprylyl ether (Cetiol® OE), ring opening products of epoxidized fatty acid esters with polyols, silicone oils (cyclomethicones, silicon methicone types etc.) and / or aliphatic or naphthenic hydrocarbons, such as e.g. how Squalane, squalene, or dialkylcyclohexanes.
Emulgatorenemulsifiers
Als Emulgatoren kommen beispielsweise nichtionogene Tenside aus mindestens einer der folgenden Gruppen in Frage:Examples of suitable emulsifiers are nonionic surfactants from at least one of the following groups:
> Anlagerungsprodukte von 2 bis 30 Mol Ethylenoxid und/ oder 0 bis 5 Mol Propylenoxid an lineare Fettalkohole mit 8 bis 22 C-Atomen, an Fettsäuren mit 12 bis 22 C-Atomen, an Alkylphenole mit 8 bis 15 C-Atomen in der Alkylgruppe sowie Alkylamine mit 8 bis 22 Kohlenstoffatomen im Alkylrest;> Adducts of 2 to 30 moles of ethylene oxide and / or 0 to 5 moles of propylene oxide with linear fatty alcohols with 8 to 22 carbon atoms, with fatty acids with 12 to 22 carbon atoms, with alkylphenols with 8 to 15 carbon atoms in the alkyl group and Alkylamines with 8 to 22 carbon atoms in the alkyl radical;
> Alkyl- und/oder Alkenyloligoglykoside mit 8 bis 22 Kohlenstoffatomen im Alk(en)ylrest und deren ethoxylierte Analoga;> Alkyl and / or alkenyl oligoglycosides with 8 to 22 carbon atoms in the alk (en) yl radical and their ethoxylated analogs;
> Anlagerungsprodukte von 1 bis 15 Mol Ethylenoxid an Ricinusöl und/oder gehärtetes Ricinusöl;> Adducts of 1 to 15 moles of ethylene oxide with castor oil and / or hardened castor oil;
> Anlagerungsprodukte von 15 bis 60 Mol Ethylenoxid an Ricinusöl und/oder gehärtetes Ricinusöl;> Adducts of 15 to 60 moles of ethylene oxide with castor oil and / or hardened castor oil;
> Partialester von Glycerin und/oder Sorbitan mit ungesättigten, linearen oder gesättigten, verzweigten Fettsäuren mit 12 bis 22 Kohlenstoffatomen und/oder Hydroxycarbonsäuren mit 3 bis 18 Kohlenstoffatomen sowie deren Addukte mit 1 bis 30 Mol Ethylenoxid;> Partial esters of glycerol and / or sorbitan with unsaturated, linear or saturated, branched fatty acids with 12 to 22 carbon atoms and / or hydroxycarboxylic acids with 3 to 18 carbon atoms and their adducts with 1 to 30 moles of ethylene oxide;
> Partialester von Polyglycerin (durchschnittlicher Eigenkondensationsgrad 2 bis 8), Polyethylengly- col (Molekulargewicht 400 bis 5000), Trimethylolpropan, Pentaerythrit, Zuckeralkoholen (z.B. Sorbit), Alkylglucosiden (z.B. Methylglucosid, Butylglucosid, Laurylglucosid) sowie Polyglucosiden (z.B. Cellulose) mit gesättigten und/oder ungesättigten, linearen oder verzweigten Fettsäuren mit 12 bis 22 Kohlenstoffatomen und/oder Hydroxycarbonsäuren mit 3 bis 18 Kohlenstoffatomen sowie deren Addukte mit 1 bis 30 Mol Ethylenoxid;> Partial esters of polyglycerol (average degree of self-condensation 2 to 8), polyethylene glycol (molecular weight 400 to 5000), trimethylolpropane, pentaerythritol, sugar alcohols (e.g. sorbitol), alkyl glucosides (e.g. methyl glucoside, butyl glucoside, lauryl glucoside) and polyglucosides (e.g. cellulose) / or unsaturated, linear or branched fatty acids with 12 to 22 carbon atoms and / or hydroxycarboxylic acids with 3 to 18 carbon atoms and their adducts with 1 to 30 moles of ethylene oxide;
> Mischester aus Pentaerythrit, Fettsäuren, Citronensäure und Fettalkohol gemäß DE 1165574 PS und/oder Mischester von Fettsäuren mit 6 bis 22 Kohlenstoffatomen, Methylglucose und Polyolen, vorzugsweise Glycerin oder Polyglycerin.> Mixed esters of pentaerythritol, fatty acids, citric acid and fatty alcohol according to DE 1165574 PS and / or mixed esters of fatty acids with 6 to 22 carbon atoms, methyl glucose and polyols, preferably glycerol or polyglycerol.
> Mono-, Di- und Trialkylphosphate sowie Mono-, Di- und/oder T -PEG-alkylphosphate und deren Salze;> Mono-, di- and trialkyl phosphates and mono-, di- and / or T -PEG-alkyl phosphates and their salts;
> Wollwachsalkohole;> Wool wax alcohols;
> Polysiloxan-Polyalkyl-Polyether-Copolymere bzw. entsprechende Derivate;> Polysiloxane-polyalkyl-polyether copolymers or corresponding derivatives;
> Block-Copolymere z.B. Polyethylenglycol-30 Dipolyhydroxystearate;> Block copolymers e.g. Polyethylene glycol 30 dipolyhydroxystearate;
> Polymeremulgatoren, z.B. Pemulen-Typen (TR-1 ,TR-2) von Goodrich;> Polymer emulsifiers, e.g. Pemulen types (TR-1, TR-2) from Goodrich;
> Polyalkylenglycole sowie> Polyalkylene glycols as well
> Glycerincarbonat.> Glycerine carbonate.
Die Anlagerungsprodukte von Ethylenoxid und/oder von Propylenoxid an Fettalkohole, Fettsäuren, Alkylphenole oder an Ricinusöl stellen bekannte, im Handel erhältliche Produkte dar. Es handelt sich dabei um Homologengemische, deren mittlerer Alkoxylierungsgrad dem Verhältnis der Stoffmengen von Ethylenoxid und/ oder Propylenoxid und Substrat, mit denen die Anlagerungsreaktion durchgeführt wird, entspricht. Ci2/ιs-Fettsäuremono- und -diester von Anlagerungsprodukten von Ethylenoxid an Glycerin sind aus DE 2024051 PS als Rückfettungsmittel für kosmetische Zubereitungen bekannt.The adducts of ethylene oxide and / or of propylene oxide with fatty alcohols, fatty acids, alkylphenols or with castor oil are known, commercially available products thereby homolog mixtures whose average degree of alkoxylation corresponds to the ratio of the amounts of ethylene oxide and / or propylene oxide and substrate with which the addition reaction is carried out. Ci2 / ιs fatty acid monoesters and diesters of adducts of ethylene oxide with glycerol are known from DE 2024051 PS as refatting agents for cosmetic preparations.
Als Sorbitanester kommen Sorbitanmonoisostearat, Sorbitansesquiisostearat, Sorbitandiisostearat, Sorbitantriisostearat, Sorbitanmonooleat, Sorbitansesquioleat, Sorbitandioleat, Sorbitantrioleat, Sorbi- tanmonoerucat, Sorbitansesquierucat, Sorbitandierucat, Sorbitantrierucat, Sorbitanmonoricinoleat, Sor- bitansesquiricinoleat, Sorbitandiricinoleat, Sorbitantriricinoleat, Sorbitanmonohydroxystearat, Sorbitan- sesquihydroxystearat, Sorbitandihydroxystearat, Sorbitantrihydroxystearat, Sorbitanmonotartrat, Sor- bitansesquitartrat, Sorbitanditartrat, Sorbitantritartrat, Sorbitanmonocitrat, Sorbitansesquicitrat, Sorbi- tandicitrat, Sorbitantήcitrat, Sorbitanmonomaleat, Sorbitansesquimaleat, Sorbitandimaleat, Sorbitantri- maleat sowie deren technische Gemische. Ebenfalls geeignet sind Anlagerungsprodukte von 1 bis 30, vorzugsweise 5 bis 10 Mol Ethylenoxid an die genannten Sorbitanester.As sorbitan sorbitan, sorbitan sesquiisostearate, Sorbitan, sorbitan triisostearate, sorbitan monooleate, sorbitan, sorbitan, sorbitan come tanmonoerucat, Sorbitansesquierucat, Sorbitandierucat, Sorbitantrierucat, Sorbitanmonoricinoleat, sorting bitansesquiricinoleat, Sorbitandiricinoleat, Sorbitantriricinoleat, Sorbitanmonohydroxystearat, sorbitan sesquihydroxystearat, Sorbitandihydroxystearat, Sorbitantrihydroxystearat, Sorbitanmonotartrat , Sorbitane quitartrate, sorbitan ditartrate, sorbitan tritartrate, sorbitan monocitrate, sorbitan sesquicitrate, sorbitan citrate, sorbitan citrate, sorbitan monomaleate, sorbitan sesquimaleate, sorbitan maleate, sorbitan tri maleate and their sorbitan tri maleate. Addition products of 1 to 30, preferably 5 to 10, mol of ethylene oxide onto the sorbitan esters mentioned are also suitable.
Typische Beispiele für geeignete Polyglycerinester sind Polyglyceryl-2 Dipolyhydroxystearate (Dehy- muls® PGPH), Polyglycerin-3-Diisostearate (Lameform® TGI), Polyglyceryl-4 Isostearate (Isolan® Gl 34), Polyglyceryl-3 Oleate, Diisostearoyl Polyglyceryl-3 Diisostearate (Isolan® PDI), Polyglyceryl-3 Methylglucose Distearate (Tego Care® 450), Polyglyceryl-3 Beeswax (Cera Bellina®), Polyglyceryl-4 Caprate (Polyglycerol Caprate T2010/90), Polyglyceryl-3 Cetyl Ether (Chimexane® NL), Polyglyceryl-3 Distearate (Cremophor® GS 32) und Polyglyceryl Polyricinoleate (Admul® WOL 1403) Polyglyceryl Dimerate Isostearate sowie deren Gemische. Beispiele für weitere geeignete Polyolester sind die gegebenenfalls mit 1 bis 30 Mol Ethylenoxid umgesetzten Mono-, Di- und Triester von Trimethylolpro- pan oder Pentaerythrit mit Laurinsäure, Kokosfettsäure, Taigfettsäure, Palmitinsäure, Stearinsäure, Ölsäure, Behensäure und dergleichen.Typical examples of suitable polyglycerol esters are polyglyceryl-2 dipolyhydroxystearates (Dehymuls® PGPH), polyglycerol-3-diisostearates (Lameform® TGI), polyglyceryl-4 isostearates (Isolan® Gl 34), polyglyceryl-3 oleates, diisostearoyl polyglyearylate-3 (Isolan® PDI), Polyglyceryl-3 Methylglucose Distearate (Tego Care® 450), Polyglyceryl-3 Beeswax (Cera Bellina®), Polyglyceryl-4 Caprate (Polyglycerol Caprate T2010 / 90), Polyglyceryl-3 Cetyl Ether (Chimexane® NL) , Polyglyceryl-3 Distearate (Cremophor® GS 32) and Polyglyceryl Polyricinoleate (Admul® WOL 1403) Polyglyceryl Dimerate Isostearate and their mixtures. Examples of other suitable polyol esters are the mono-, di- and triesters of trimethylolpropane or pentaerythritol with lauric acid, coconut fatty acid, taig fatty acid, palmitic acid, stearic acid, oleic acid, behenic acid and the like which are optionally reacted with 1 to 30 mol of ethylene oxide.
Weiterhin können als Emulgatoren ampholytische Tenside verwendet werden. Unter ampholytischen Tensiden werden solche oberflächenaktiven Verbindungen verstanden, die außer einer Cβ/iβ-Alkyl- oder -Acylgruppe im Molekül mindestens eine freie Aminogruppe und mindestens eine -COOH- oder - Sθ3H-Gruppe enthalten und zur Ausbildung innerer Salze befähigt sind. Beispiele für geeignete ampholytische Tenside sind N-Alkylglycine, N-Alkylpropionsäuren, N-Alkylaminobuttersäuren, N-Alkyli- minodipropionsäuren, N-Hydroxyethyl-N-alkylamidopropylglycine, N-Alkyltaurine, N-Alkylsarcosine, 2- Alkylaminopropionsäuren und Alkylaminoessigsäuren mit jeweils etwa 8 bis 18 C-Atomen in der Alkyl- gruppe. Besonders bevorzugte ampholytische Tenside sind das N-Kokosalkylaminopropionat, das Kokosacylaminoethylaminopropionat und das Ci2/i8-Acylsarcosin. Schließlich kommen auch Kationten- side als Emulgatoren in Betracht, wobei solche vom Typ der Esterquats, vorzugsweise methylquater- nierte Difettsäuretriethanolaminester-Salze, besonders bevorzugt sind. Fette und WachseAmpholytic surfactants can also be used as emulsifiers. Ampholytic surfactants are surface-active compounds which, in addition to a Cβ / iβ alkyl or acyl group, contain at least one free amino group and at least one -COOH or - Sθ3H group in the molecule and are capable of forming internal salts. Examples of suitable ampholytic surfactants are N-alkylglycine, N-alkylpropionic acid, N-alkylaminobutyric acid, N-alkylimino dipropionic acid, N-hydroxyethyl-N-alkylamidopropylglycine, N-alkyltaurine, N-alkyl sarcosine, 2-alkylaminopropionic acid and alkylaminoacetic acid each with about 8 to 18 carbon atoms in the alkyl group. Particularly preferred ampholytic surfactants are N-cocoalkylaminopropionate, cocoacylaminoethylaminopropionate and Ci2 / i8-acylsarcosine. Finally, cationic sides are also suitable as emulsifiers, those of the esterquat type, preferably methyl-quaternized difatty acid triethanolamine ester salts, being particularly preferred. Fats and waxes
Typische Beispiele für Fette sind Glyceride, d.h. feste oder flüssige pflanzliche oder tierische Produkte, die im wesentlichen aus gemischten Glycerinestern höherer Fettsäuren bestehen, als Wachse kommen u.a. natürliche Wachse, wie z.B. Candelillawachs, Carnaubawachs, Japanwachs, Espartograswachs, Korkwachs, Guarumawachs, Reiskeimölwachs, Zuckerrohrwachs, Ouricurywachs, Montanwachs, Bienenwachs, Schellackwachs, Walrat, Lanolin (Wollwachs), Bürzelfett, Ceresin, Ozokerit (Erdwachs), Petrolatum, Paraffinwachse, Mikrowachse; chemisch modifizierte Wachse (Hartwachse), wie z.B. Montanesterwachse, Sasolwachse, hydrierte Jojobawachse sowie synthetische Wachse, wie z.B. Polyalkylenwachse und Polyethylenglycolwachse in Frage. Neben den Fetten kommen als Zusatzstoffe auch fettähnliche Substanzen, wie Lecithine und Phospholipide in Frage. Unter der Bezeichnung Lecit- hine versteht der Fachmann diejenigen Glycero-Phospholipide, die sich aus Fettsäuren, Glycerin, Phosphorsäure und Cholin durch Veresterung bilden. Lecithine werden in der Fachwelt daher auch häufig als Phosphatidylcholine (PC) bezeichnet und folgen der allgemeinen FormelTypical examples of fats are glycerides, i.e. Solid or liquid vegetable or animal products, which consist essentially of mixed glycerol esters of higher fatty acids, come as waxes, among others. natural waxes, e.g. Candelilla wax, carnauba wax, Japanese wax, esparto grass wax, cork wax, guaruma wax, rice germ oil wax, sugar cane wax, ouricury wax, montan wax, beeswax, shellac wax, walnut, lanolin (wool wax), pretzel fat, ceresin, ozokerite (earth wax), petrolatum, paraffin waxes, microfax waxes chemically modified waxes (hard waxes), e.g. Montanester waxes, Sasol waxes, hydrogenated jojoba waxes and synthetic waxes, such as Polyalkylene waxes and polyethylene glycol waxes in question. In addition to fats, fat-like substances such as lecithins and phospholipids can also be used as additives. The person skilled in the art understands the term lecithin those glycerophospholipids which are formed from fatty acids, glycerol, phosphoric acid and choline by esterification. Lecithins are therefore often referred to in the art as phosphatidylcholines (PC) and follow the general formula
wobei R typischerweise für lineare aliphatische Kohlenwasserstoffreste mit 15 bis 17 Kohlenstoffatomen und bis zu 4 cis-Doppelbindungen steht. Als Beispiele für natürliche Lecithine seien die Kephaline genannt, die auch als Phosphatidsäuren bezeichnet werden und Derivate der 1 ,2-Diacyl-sn-glycerin-3- phosphorsäuren darstellen. Dem gegenüber versteht man unter Phospholipiden gewöhnlich Mono- und vorzugsweise Diester der Phosphorsäure mit Glycerin (Glycerinphosphate), die allgemein zu den Fetten gerechnet werden. Daneben kommen auch Sphingosine bzw. Sphingolipide in Frage.where R typically represents linear aliphatic hydrocarbon radicals with 15 to 17 carbon atoms and up to 4 cis double bonds. Examples of natural lecithins are the cephalins, which are also referred to as phosphatidic acids and are derivatives of 1,2-diacyl-sn-glycerol-3-phosphoric acids. In contrast, phospholipids are usually understood to be mono- and preferably diesters of phosphoric acid with glycerol (glycerol phosphates), which are generally classed as fats. In addition, sphingosines or sphingolipids are also suitable.
Perlglanzwachsepearlescent
Als Perlglanzwachse kommen beispielsweise in Frage: Alkylenglycolester, speziell Ethylenglycoldistea- rat; Fettsäurealkanolamide, speziell Kokosfettsäurediethanolamid; Partialglyceride, speziell Stearinsäu- remonoglycerid; Ester von mehrwertigen, gegebenenfalls hydroxysubstituierte Carbonsäuren mit Fettalkoholen mit 6 bis 22 Kohlenstoffatomen, speziell langkettige Ester der Weinsäure; Fettstoffe, wie beispielsweise Fettalkohole, Fettketone, Fettaldehyde, Fettether und Fettcarbonate, die in Summe mindestens 24 Kohlenstoffatome aufweisen, speziell Lauron und Distearylether; Fettsäuren wie Stearinsäure, Hydroxystearinsäure oder Behensäure, Ringöffnungsprodukte von Olefinepoxiden mit 12 bis 22 Kohlenstoffatomen mit Fettalkoholen mit 12 bis 22 Kohlenstoffatomen und/oder Polyolen mit 2 bis 15 Kohlenstoffatomen und 2 bis 10 Hydroxylgruppen sowie deren Mischungen.Pearlescent waxes that can be used are, for example: alkylene glycol esters, especially ethylene glycol distearate; Fatty acid alkanolamides, especially coconut fatty acid diethanolamide; Partial glycerides, especially stearic acid monoglyceride; Esters of polyvalent, optionally hydroxy-substituted carboxylic acids with fatty alcohols having 6 to 22 carbon atoms, especially long-chain esters of tartaric acid; Fatty substances, such as, for example, fatty alcohols, fatty ketones, fatty aldehydes, fatty ethers and fatty carbonates, which have a total of at least 24 carbon atoms, especially lauron and distearyl ether; Fatty acids such as stearic acid, hydroxystearic acid or behenic acid, ring opening products of olefin epoxides with 12 to 22 carbon atoms with fatty alcohols with 12 to 22 carbon atoms and / or polyols with 2 to 15 Carbon atoms and 2 to 10 hydroxyl groups and mixtures thereof.
Konsistenzgeber und VerdickungsmittelConsistency agents and thickeners
Als Konsistenzgeber kommen in erster Linie Fettalkohole oder Hydroxyfettalkohole mit 12 bis 22 und vorzugsweise 16 bis 18 Kohlenstoffatomen und daneben Hydroxyfettsäuren in Betracht. Bevorzugt ist eine Kombination dieser Stoffe mit Fettsäure-N-methylglucamiden gleicher Kettenlänge und/oder Poly- glycerinpoly-12-hydroxystearaten. Geeignete Verdickungsmittel sind beispielsweise Aerosil-Typen (hydrophile Kieselsäuren), Polysaccharide, insbesondere Xanthan-Gum, Guar-Guar, Agar-Agar, Algi- nate und Tylosen, Carboxymethylcellulose und Hydroxyethylcellulose, ferner höhermolekulare Poly- ethylenglycolmono- und -diester von Fettsäuren, Polyacrylate, (z.B. Carbopole® und Pemulen-Typen von Goodrich; Synthalene® von Sigma; Keltrol-Typen von Kelco; Sepigel-Typen von Seppic; Salcare- Typen von Allied Colloids), Polyacrylamide, Polymere, Polyvinylalkohol und Polyvinylpyrrolidon, Tenside wie beispielsweise ethoxylierte Fettsäureglyceride, Ester von Fettsäuren mit Polyolen wie beispielsweise Pentaerythrit oder Trimethylolpropan, Fettalkoholethoxylate mit eingeengter Homologenverteilung oder Alkyloligoglucoside sowie Elektrolyte wie Kochsalz und Ammoniumchlorid.Suitable consistency agents are primarily fatty alcohols or hydroxy fatty alcohols with 12 to 22 and preferably 16 to 18 carbon atoms and also hydroxy fatty acids. A combination of these substances with fatty acid N-methylglucamides of the same chain length and / or polyglycerol poly-12-hydroxystearates is preferred. Suitable thickeners are, for example, Aerosil types (hydrophilic silicas), polysaccharides, in particular xanthan gum, guar guar, agar agar, alginates and tyloses, carboxymethyl cellulose and hydroxyethyl cellulose, and also higher molecular weight polyethylene glycol mono- and diesters of fatty acids, polyacrylates , (e.g. Carbopole® and Pemulen types from Goodrich; Synthalene® from Sigma; Keltrol types from Kelco; Sepigel types from Seppic; Salcare types from Allied Colloids), polyacrylamides, polymers, polyvinyl alcohol and polyvinylpyrrolidone, surfactants such as ethoxylated fatty acid glycerides , Esters of fatty acids with polyols such as pentaerythritol or trimethylolpropane, fatty alcohol ethoxylates with a narrow homolog distribution or alkyl oligoglucosides and electrolytes such as sodium chloride and ammonium chloride.
Überfettungsmittelsuperfatting
Als Überfettungsmittel können Substanzen wie beispielsweise Lanolin und Lecithin sowie polyethoxy- lierte oder acylierte Lanolin- und Lecithinderivate, Polyolfettsäureester, Monoglyceride und Fettsäureal- kanolamide verwendet werden, wobei die letzteren gleichzeitig als Schaumstabilisatoren dienen.Substances such as, for example, lanolin and lecithin and polyethoxylated or acylated lanolin and lecithin derivatives, polyol fatty acid esters, monoglycerides and fatty acid alkanolamides can be used as superfatting agents, the latter simultaneously serving as foam stabilizers.
Stabilisatorenstabilizers
Als Stabilisatoren können Metallsalze von Fettsäuren, wie z.B. Magnesium-, Aluminium- und/oder Zink- stearat bzw. -ricinoleat eingesetzt werden.Metal salts of fatty acids, such as e.g. Magnesium, aluminum and / or zinc stearate or ricinoleate can be used.
Polymerepolymers
Geeignete kationische Polymere sind beispielsweise kationische Cellulosederivate, wie z.B. eine qua- temierte Hydroxyethylcellulose, die unter der Bezeichnung Polymer JR 400® von Amerchol erhältlich ist, kationische Stärke, Copolymere von Diallylammoniumsalzen und Acrylamiden, quaternierte Vinyl- pyrrolidon/Vinylimidazol-Polymere, wie z.B. Luviquat® (BASF), Kondensationsprodukte von Polygly- colen und Aminen, quaternierte Kollagenpolypeptide, wie beispielsweise Lauryldimonium Hydroxy- propyl Hydrolyzed Collagen (Lamequat®L/Grünau), quaternierte Weizenpolypeptide, Polyethylenimin, kationische Siliconpolymere, wie z.B. Amodimethicone, Copolymere der Adipinsäure und Dimethyla- minohydroxypropyldiethylentriamin (Cartaretine®/Sandoz), Copolymere der Acrylsäure mit Dimethyl- diallylammoniumchforid (Merquat® 550/Chemviron), Polyaminopolyamide, wie z.B. beschrieben in der FR 2252840 A sowie deren vernetzte wasserlöslichen Polymere, kationische Chitinderivate wie beispielsweise quatemiert.es Chitosan, gegebenenfalls mikrokristallin verteilt, Kondensationsprodukte aus Dihalogenalkylen, wie z.B. Dibrombutan mit Bisdialkylaminen, wie z.B. Bis-Dimethylamino-1 ,3-propan, kationischer Guar-Gum, wie z.B. Jaguar® CBS, Jaguar® C-17, Jaguar® C-16 der Firma Celanese, quaternierte Ammoniumsalz-Polymere, wie z.B. Mirapol® A-15, Mirapol® AD-1, Mirapol® AZ-1 der Firma Miranol.Suitable cationic polymers are, for example, cationic cellulose derivatives, such as, for example, a quaternized hydroxyethyl cellulose, which is available under the name Polymer JR 400® from Amerchol, cationic starch, copolymers of diallylammonium salts and acrylamides, quaternized vinylpyrrolidone / vinylimidazole polymers, such as, for example, luviquat ® (BASF), condensation products from Polygly- colenes and amines, quaternized collagen polypeptides, such as lauryldimonium hydroxypropyl hydrolyzed collagen (Lamequat®L / Grünau), quaternized wheat polypeptides, polyethyleneimine, cationic silicone polymers, such as amodimethicones, copolymers of adipic acid and dimethylaminohydroxypolypropyldiethylenetriaminopolypropyldiethylenetriaminopolypropyldiethylenetriaminopolypropyldiethylenetriaminopolypropyldiethylenetriaminopolypropyldiethylenetriaminopolypropyldiethylenetriaminophenyltrolaminopoly- dylenetarethylenediaminophenyltripol- acrylic acid with dimethyldiallylammonium chloride (Merquat® 550 / Chemviron), polyaminopolyamides, as described, for example, in FR 2252840 A and their crosslinked water-soluble polymers, cationic chitin derivatives such as, for example, quaternated with bisdialkylamines such as bis-dimethylamino-1, 3-propane, cationic guar gum such as Jaguar® CBS, Jaguar® C-17, Jaguar® C-16 from Celanese, quaternized ammonium salt polymers such as Mirapol® A-15, Mirapol® AD-1, Mirapol® AZ-1 from Miranol.
Als anionische, zwitterionische, amphotere und nichtionische Polymere kommen beispielsweise Vinyl- acetat/Crotonsäure-Copolymere, Vinylpyrrolidon/Vinylacrylat-Copolymere, Vinylacetat/Butylmaleat/ Isobomylacrylat-Copolymere, Methylvinylether/Maleinsäureanhydrid-Copolymere und deren Ester, un- vernetzte und mit Polyolen vernetzte Polyacrylsauren, Acrylamidopropyltrimethylammoniumchlorid/ Acrylat-Copolymere, Octylacrylamid/Methylmethacrylat/tert.Butylaminoethylmethacrylat/2-Hydroxyproyl- methacrylat-Copolymere, Polyvinylpyrrolidon, Vinylpyrrolidon/Vinylacetat-Copolymere, Vinylpyrrolidon/ Dimethylaminoethylmethacrylat/Vinylcaprolactam-Terpolymere sowie gegebenenfalls derivatisierte Celluloseether und Silicone in Frage. Weitere geeignete Polymere und Verdickungsmittel sind in Cos- metics & Toiletries Vol. 108, Mai 1993, Seite 95ff aufgeführt.Anionic, zwitterionic, amphoteric and nonionic polymers include, for example, vinyl acetate / crotonic acid copolymers, vinylpyrrolidone / vinyl acrylate copolymers, vinyl acetate / butyl maleate / isobomylacrylate copolymers, methyl vinyl ether / maleic anhydride copolymers and their esters, polyols and non-crosslinked polyols and non-crosslinked polyols , Acrylamidopropyltrimethylammonium chloride / acrylate copolymers, octylacrylamide / methyl methacrylate / tert.butylaminoethyl methacrylate / 2-hydroxyproyl methacrylate copolymers, polyvinylpyrrolidone, vinylpyrrolidone / vinyl acetate copolymers, vinylpyrrolidone / dimethylaminoethylroloyl methacrylate and / or acrylate capillary-vinylpolymers and optionally acrylate / vinylpolino-methyl-methacrylate / derivates in / Further suitable polymers and thickeners are listed in Cosmetics & Toiletries Vol. 108, May 1993, page 95ff.
SiliconverbindunqenSilicone Compounds
Geeignete Siliconverbindungen sind beispielsweise Dimethylpolysiloxane, Methylphenylpolysiloxane, cyclische Silicone sowie amino-, fettsäure-, alkohol-, polyether-, epoxy-, fluor-, glykosid- und/oder al- kylmodifizierte Siliconverbindungen, die bei Raumtemperatur sowohl flüssig als auch harzförmig vorliegen können. Weiterhin geeignet sind Simethicone, bei denen es sich um Mischungen aus Dimethico- nen mit einer durchschnittlichen Kettenlänge von 200 bis 300 Dimethylsiloxan-Einheiten und hydrierten Silicaten handelt. Eine detaillierte Übersicht über geeignete flüchtige Silicone findet sich zudem von Todd et al. in Cosm.Toil. 91, 27 (1976).Suitable silicone compounds are, for example, dimethylpolysiloxanes, methylphenylpolysiloxanes, cyclic silicones and amino-, fatty acid-, alcohol-, polyether-, epoxy-, fluorine-, glycoside- and / or alkyl-modified silicone compounds, which can be both liquid and resinous at room temperature. Simethicones, which are mixtures of dimethicones with an average chain length of 200 to 300 dimethylsiloxane units and hydrogenated silicates, are also suitable. A detailed overview of suitable volatile silicones can also be found by Todd et al. in Cosm.Toil. 91, 27 (1976).
Biogene WirkstoffeBiogenic agents
Unter biogenen Wirkstoffen sind beispielsweise Tocopherol, Tocopherolacetat, Tocopherolpalmitat, Ascorbinsäure, Desoxyribonucleinsäure, Retinol, Bisabolol, Allantoin, Phytantriol, Panthenol, AHA-Säu- ren, Aminosäuren, Ceramide, Pseudoceramide, essentielle Öle, Pflanzenextrakte und Vitaminkomplexe zu verstehen.Biogenic active ingredients include, for example, tocopherol, tocopherol acetate, tocopherol palmitate, ascorbic acid, deoxyribonucleic acid, retinol, bisabolol, allantoin, phytantriol, panthenol, AHA acid to understand amino acids, ceramides, pseudoceramides, essential oils, plant extracts and vitamin complexes.
Filmbildnerfilm formers
Gebräuchliche Filmbildner sind beispielsweise Chitosan, mikrokristallines Chitosan, quatemiertes Chito- san, Polyvinylpyrrolidon, Vinylpyrrolidon-Vinylacetat-Copolymerisate, Polymere der Acrylsäurereihe, quaternäre Cellulose-Derivate, Kollagen, Hyaluronsäure bzw. deren Salze und ähnliche Verbindungen.Common film formers are, for example, chitosan, microcrystalline chitosan, quaternized chitosan, polyvinylpyrrolidone, vinylpyrrolidone-vinyl acetate copolymers, polymers of the acrylic acid series, quaternary cellulose derivatives, collagen, hyaluronic acid or its salts and similar compounds.
Quellmittelswelling agent
Als Quellmittel für wäßrige Phasen können Montmorillonite, Clay Mineralstoffe, Pemulen sowie alkyl- modifizierte Carbopoltypen (Goodrich) dienen. Weitere geeignete Polymere bzw. Quellmittel können der Übersicht von R.Lochhead in Cosm.Toil.108, 95 (1993) entnommen werden.Montmorillonites, clay minerals, pemules and alkyl-modified carbopol types (Goodrich) can serve as swelling agents for aqueous phases. Further suitable polymers or swelling agents can be found in the overview by R. Lochhead in Cosm.Toil. 108, 95 (1993).
Hydrotropehydrotropes
Zur Verbesserung des Fließverhaltens können ferner Hydrotrope, wie beispielsweise Ethanol, Isopro- pylalkohol, oder Polyole eingesetzt werden. Polyole, die hier in Betracht kommen, besitzen vorzugsweise 2 bis 15 Kohlenstoffatome und mindestens zwei Hydroxylgruppen. Die Polyole können noch weitere funktionelle Gruppen, insbesondere Aminogruppen, enthalten bzw. mit Stickstoff modifiziert sein. Typische Beispiele sindHydrotropes, such as ethanol, isopropyl alcohol, or polyols can also be used to improve the flow behavior. Polyols that come into consideration here preferably have 2 to 15 carbon atoms and at least two hydroxyl groups. The polyols can also contain further functional groups, in particular amino groups, or be modified with nitrogen. Typical examples are
> Glycerin;> Glycerin;
> Alkylenglycole, wie beispielsweise Ethylenglycol, Diethylenglycol, Propylenglycol, Butylenglycol, Hexylenglycol sowie Polyethylenglycole mit einem durchschnittlichen Molekulargewicht von 100 bis 1.000 Dalton;> Alkylene glycols, such as ethylene glycol, diethylene glycol, propylene glycol, butylene glycol, hexylene glycol and polyethylene glycols with an average molecular weight of 100 to 1,000 daltons;
> technische Oligoglyceringemische mit einem Eigenkondensationsgrad von 1 ,5 bis 10 wie etwa technische Diglyceringemische mit einem Diglyceringehalt von 40 bis 50 Gew.-%;> technical oligoglycerol mixtures with a degree of self-condensation of 1.5 to 10 such as technical diglycerol mixtures with a diglycerol content of 40 to 50% by weight;
> Methyolverbindungen, wie insbesondere Trimethylolethan, Trimethylolpropan, Trimethylolbutan, Pentaerythrit und Dipentaerythrit;> Methyl compounds, such as in particular trimethylolethane, trimethylolpropane, trimethylolbutane, pentaerythritol and dipentaerythritol;
> Niedrigalkylglucoside, insbesondere solche mit 1 bis 8 Kohlenstoffen im Alkylrest, wie beispielsweise Methyl- und Butylglucosid;> Lower alkyl glucosides, especially those with 1 to 8 carbons in the alkyl radical, such as methyl and butyl glucoside;
> Zuckeralkohole mit 5 bis 12 Kohlenstoffatomen, wie beispielsweise Sorbit oder Mannit,Sugar alcohols with 5 to 12 carbon atoms, such as sorbitol or mannitol,
> Zucker mit 5 bis 12 Kohlenstoffatomen, wie beispielsweise Glucose oder Saccharose;> Sugar with 5 to 12 carbon atoms, such as glucose or sucrose;
> Aminozucker, wie beispielsweise Glucamin; Dialkoholamine, wie Diethanolamin oder 2-Amino-1 ,3-propandiol.> Aminosugars such as glucamine; Dialcohol amines, such as diethanolamine or 2-amino-1,3-propanediol.
Konservierungsmittelpreservative
Als Konservierungsmittel eignen sich beispielsweise Phenoxyethanol, Formaldehydlösung, Parabene, Pentandiol oder Sorbinsäure sowie die in Anlage 6, Teil A und B der Kosmetikverordnung aufgeführten weiteren Stoffklassen.Suitable preservatives are, for example, phenoxyethanol, formaldehyde solution, parabens, pentanediol or sorbic acid and the other classes of substances listed in Appendix 6, Parts A and B of the Cosmetics Regulation.
Parfümöleperfume oils
Als Parfümöle seien genannt Gemische aus natürlichen und synthetischen Riechstoffen. Natürliche Riechstoffe sind Extrakte von Blüten (Lilie, Lavendel, Rosen, Jasmin, Neroli, Ylang-Ylang), Stengeln und Blättern (Geranium, Patchouli, Petitgrain), Früchten (Anis, Koriander, Kümmel, Wacholder), Fruchtschalen (Bergamotte, Zitrone, Orangen), Wurzeln (Macis, Angelica, Sellerie, Kardamon, Costus, Iris, Calmus), Hölzern (Pinien-, Sandel-, Guajak-, Zedern-, Rosenholz), Kräutern und Gräsern (Estragon, Lemongras, Salbei, Thymian), Nadeln und Zweigen (Fichte, Tanne, Kiefer, Latschen), Harzen und Balsamen (Galbanum, Elemi, Benzoe, Myrrhe, Olibanum, Opoponax). Weiterhin kommen tierische Rohstoffe in Frage, wie beispielsweise Zibet und Castoreum. Typische synthetische Riechstoffverbindungen sind Produkte vom Typ der Ester, Ether, Aldehyde, Ketone, Alkohole und Kohlenwasserstoffe. Riechstoffverbindungen vom Typ der Ester sind z.B. Benzylacetat, Phenoxyethylisobutyrat, p-tert.-Bu- tylcyclohexylacetat, Linalylacetat, Dimethylbenzylcarbinylacetat, Phenylethylacetat, Linalylbenzoat, Benzylformiat, Ethylmethylphenylglycinat, Allylcyclohexylpropionat, Styrallylpropionat und Benzylsa- licylat. Zu den Ethern zählen beispielsweise Benzylethylether, zu den Aldehyden z.B. die linearen Alkanale mit 8 bis 18 Kohlenstoffatomen, Citral, Citronellal, Citronellyloxyacetaldehyd, Cyclamenaldehyd, Hydroxycitronellal, Lilial und Bourgeonal, zu den Ketonen z.B. die Jonone, α-lsomethylionon und Me- thylcedrylketon, zu den Alkoholen Anethol, Citronellol, Eugenol, Isoeugenol, Geraniol, Linalool, Pheny- lethylalkohol und Terpineol, zu den Kohlenwasserstoffen gehören hauptsächlich die Terpene und Balsame. Bevorzugt werden jedoch Mischungen verschiedener Riechstoffe verwendet, die gemeinsam eine ansprechende Duftnote erzeugen. Auch ätherische Öle geringerer Flüchtigkeit, die meist als Aromakomponenten verwendet werden, eignen sich als Parfümöle, z.B. Salbeiöl, Kamillenöl, Nelkenöl, Melissenöl, Minzenöl, Zimtblätteröl, Lindenblütenöl, Wacholderbeerenöl, Vetiveröl, Olibanöl, Galbanu- möl, Labolanumöl und Lavandinöl. Vorzugsweise werden Bergamotteöl, Dihydromyrcenol, Lilial, Lyral, Citronellol, Phenylethylalkohol, α-Hexylzimtaldehyd, Geraniol, Benzylaceton, Cyclamenaldehyd, Linalool, Boisambrene Forte, Ambroxan, Indol, Hedione, Sandelice, Citronenöl, Mandarinenöl, Orangenöl, Allylamylglycolat, Cyclovertal, Lavandinöl, Muskateller Salbeiöl, ß-Damascone, Geraniumöl Bourbon, Cyclohexylsalicylat, Vertofix Coeur, Iso-E-Super, Fixolide NP, Evernyl, Iraldein gamma, Phenylessig- säure, Geranylacetat, Benzylacetat, Rosenoxid, Romilllat, Irotyl und Floramat allein oder in Mischungen, eingesetzt.Perfume oils include mixtures of natural and synthetic fragrances. Natural fragrances are extracts of flowers (lily, lavender, roses, jasmine, neroli, ylang-ylang), stems and leaves (geranium, patchouli, petitgrain), fruits (anise, coriander, caraway, juniper), fruit peel (bergamot, lemon, Oranges), roots (mace, angelica, celery, cardamom, costus, iris, calmus), wood (pine, sandal, guaiac, cedar, rosewood), herbs and grasses (tarragon, lemongrass, sage, thyme), Needles and twigs (spruce, fir, pine, mountain pine), resins and balms (galbanum, elemi, benzoin, myrrh, olibanum, opoponax). Animal raw materials, such as civet and castoreum, are also suitable. Typical synthetic fragrance compounds are products of the ester, ether, aldehyde, ketone, alcohol and hydrocarbon type. Fragrance compounds of the ester type are, for example, benzyl acetate, phenoxyethyl isobutyrate, p-tert-butylcyclohexyl acetate, linalyl acetate, dimethylbenzylcarbinylacetate, phenylethyl acetate, linalyl benzoate, benzyl formate, ethyl methylphenylglycinate, allylcyclohexyl benzylatepylpropionate, allyl cyclohexyl propyl pionate. The ethers include, for example, benzyl ethyl ether, the aldehydes include, for example, the linear alkanals having 8 to 18 carbon atoms, citral, citronellal, citronellyloxyacetaldehyde, cyclamenaldehyde, hydroxycitronellal, lilial and bourgeonal, and the ketones include, for example, the jonones, α-isomethyl ionone and methyl cedryl ketone the alcohols anethole, citronellol, eugenol, isoeugenol, geraniol, linalool, phenylethyl alcohol and terpineol, the hydrocarbons mainly include the terpenes and balsams. However, preference is given to using mixtures of different fragrances which together produce an appealing fragrance. Essential oils of lower volatility, which are mostly used as aroma components, are also suitable as perfume oils, for example sage oil, chamomile oil, clove oil, lemon balm oil, mint oil, cinnamon leaf oil, linden blossom oil, juniper berry oil, vetiver oil, oliban oil, galbanum oil, labolanum oil and lavandin oil. Preferably, bergamot oil, dihydromyrcenol, lilial, lyral, citronellol, phenylethyl alcohol, α-hexylcinnamaldehyde, geraniol, benzyl acetone, cyclamen aldehyde, linalool, Boisambrene Forte, Ambroxan, indole, hedione, Sandelice, lemon oil, mandarin oil, orange oil, allyl amyl glycolate, Cyclovertal, lavandin oil, muscatel Sage oil, ß-damascone, geranium oil bourbon, cyclohexyl salicylate, Vertofix Coeur, Iso-E-Super, Fixolide NP, evernyl, iraldein gamma, phenylacetic acid acid, geranyl acetate, benzyl acetate, rose oxide, romilllate, irotyl and floramate used alone or in mixtures.
Farbstoffedyes
Als Farbstoffe können die für kosmetische Zwecke geeigneten und zugelassenen Substanzen verwendet werden, wie sie beispielsweise in der Publikation "Kosmetische Färbemittel" der Farbstoffkommission der Deutschen Forschungsgemeinschaft, Verlag Chemie, Weinheim, 1984, S.81-106 zusammengestellt sind. Diese Farbstoffe werden üblicherweise in Konzentrationen von 0,001 bis 0,1 Gew.-%, bezogen auf die gesamte Mischung, eingesetzt.The dyes which can be used are those substances which are suitable and approved for cosmetic purposes, as compiled, for example, in the publication "Cosmetic Dyes" by the Dye Commission of the German Research Foundation, Verlag Chemie, Weinheim, 1984, pp. 81-106. These dyes are usually used in concentrations of 0.001 to 0.1% by weight, based on the mixture as a whole.
Der Gesamtanteil der Hilfs- und Zusatzstoffe kann 1 bis 50, vorzugsweise 5 bis 40 Gew.-% - bezogen auf die Mittel - betragen. Die Herstellung der Mittel kann durch übliche Kalt - oder Heißprozesse erfolgen; vorzugsweise arbeitet man nach der Phaseninversionstemperatur-Methode. The total proportion of auxiliaries and additives can be 1 to 50, preferably 5 to 40,% by weight, based on the composition. The agents can be produced by customary cold or hot processes; the phase inversion temperature method is preferably used.
BeispieleExamples
Es wurden flüssige Seifenzubereitungen (Beispiele 1 bis 3 sind erfindungsgemäß, V1 dient zum Vergleich) hergestellt und deren Schaumverhalten und Lagerstabilität mit (-) = schlecht, (+) = befriedigend, (++) = gut bis (+++) = sehr gut bewertet. Weiterhin wurde die Viskosität nach Brookfield (20 °C, 10 upm, Spindel 5, mPas) gemessen. Die Ergebnisse sind in Tabelle 1 zusammengefaßt.Liquid soap preparations were prepared (Examples 1 to 3 are according to the invention, V1 is used for comparison) and their foaming behavior and storage stability with (-) = poor, (+) = satisfactory, (++) = good to (+++) = very well rated. The Brookfield viscosity (20 ° C., 10 rpm, spindle 5, mPas) was also measured. The results are summarized in Table 1.
Tabelle 1: Flüssigseifen - Zusammensetzungen und Eigenschaften (Mengenangaben als Gew.-%)Table 1: Liquid soaps - compositions and properties (quantities as% by weight)
Die Stabilität der Formulierungen 1 und V1 wurde anhand des pH-Wert, der Säure-, Verseifungs- sowie Peroxidzahl über einen Zeitraum von 3 Monaten ermittelt. Die Ergebnisse sind in Tabelle 2 zusammen- gefasst. Der Anstieg der Säurezahl von 1 ,1 auf 1 ,6 bei 40 °C bei der Rezeptur 1 kann nur als ein leichter Trend gewertet werden. Da die anderen kenndaten und auch das Ausssehen sich nicht ändern, können wir hier von einer stabilen Formulierung ausgehen. The stability of formulations 1 and V1 was determined on the basis of the pH value, the acid, saponification and peroxide number over a period of 3 months. The results are summarized in Table 2. The increase in the acid number from 1.1 to 1.6 at 40 ° C. for formulation 1 can only be seen as a slight trend. Since the other key data and the appearance do not change, we can assume a stable wording here.
Tabelle 2: Stabilität der Fiüssigseifen 1 und V1Table 2: Stability of liquid soaps 1 and V1

Claims

Patentansprüche claims
1. Flüssigseifen, enthaltend1. Containing liquid soaps
(a) 0,1 bis 20 Gew.-% Zuckertenside ausgewählt aus der Gruppe, die gebildet wird von (a1 ) Alkyl- und/oder Alkenyloligoglykosiden und/oder (a2) Fettsäure-N-alkylpoly-hydroxyalkylami- den,(a) 0.1 to 20% by weight of sugar surfactants selected from the group formed by (a1) alkyl and / or alkenyl oligoglycosides and / or (a2) fatty acid N-alkylpolyhydroxyalkylamides,
(b) 0,1 bis 20 Gew.-% Fettsäurepartialglyceride,(b) 0.1 to 20% by weight of fatty acid partial glycerides,
(c) 0,5 bis 34 Gew.-% anionische, nichtionische und/oder amphotere Co-Tenside,(c) 0.5 to 34% by weight of anionic, nonionic and / or amphoteric co-surfactants,
(d) 0,5 bis 30 Gew.-% Fettsäuren und(d) 0.5 to 30% by weight of fatty acids and
mit der Maßgabe, daß sich die Mengenangaben mit Wasser und gegebenenfalls weiteren Hilfsund Zusatzstoffen zu 100 Gew.-% ergänzen.with the proviso that the amounts given with water and possibly other auxiliary substances and additives are 100% by weight.
2. Mittel nach Anspruch 1 , dadurch gekennzeichnet, daß sie als Komponente (a1) Alkyl- und Alkenyloligoglykoside der Formel (I) enthalten,2. Composition according to claim 1, characterized in that they contain as component (a1) alkyl and alkenyl oligoglycosides of the formula (I),
R10-[G]P (I)R10- [G] P (I)
in der R1 für einen Alkyl- und/oder Alkenylrest mit 4 bis 22 Kohlenstoffatomen, G für einen Zuckerrest mit 5 oder 6 Kohlenstoffatomen und p für Zahlen von 1 bis 10 steht.in which R 1 is an alkyl and / or alkenyl radical having 4 to 22 carbon atoms, G is a sugar radical having 5 or 6 carbon atoms and p is a number from 1 to 10.
3. Mittel nach den Ansprüchen 1 und/oder 2, dadurch gekennzeichnet, daß sie als Komponente (a2) Fettsäure-N-alkylpolyhydroxyalkylamide der Formel (II) enthalten,3. Composition according to claims 1 and / or 2, characterized in that they contain as component (a2) fatty acid N-alkylpolyhydroxyalkylamides of the formula (II),
R3 R 3
I I
in der R2CO für einen aliphatischen Acylrest mit 6 bis 22 Kohlenstoffatomen, R3 für Wasserstoff, einen Alkyl- oder Hydroxyalkylrest mit 1 bis 4 Kohlenstoffatomen und [Z] für einen linearen oder verzweigten Polyhydroxyalkylrest mit 3 bis 12 Kohlenstoffatomen und 3 bis 10 Hydroxylgruppen steht.in the R 2 CO for an aliphatic acyl radical having 6 to 22 carbon atoms, R 3 for hydrogen, an alkyl or hydroxyalkyl radical with 1 to 4 carbon atoms and [Z] for a linear or branched polyhydroxyalkyl radical with 3 to 12 carbon atoms and 3 to 10 hydroxyl groups stands.
4. Mittel nach mindestens einem der Ansprüche 1 bis 3, dadurch gekennzeichnet, dass man als Komponente (b) Partialglyceride der Formel (III), 4. Composition according to at least one of claims 1 to 3, characterized in that partial glycerides of the formula (III) as component (b),
in der R4CO für einen linearen oder verzweigten, gesättigten und/oder ungesättigten Acylrest mit 6 bis 22 Kohlenstoffatomen, R5 und R6 unabhängig voneinander für R4CO oder OH und die Summe (m+n+p) für 0 oder Zahlen von 1 bis 100 steht, mit der Maßgabe, daß mindestens einer der beiden Reste R5 und R6OH bedeutet.in the R 4 CO for a linear or branched, saturated and / or unsaturated acyl radical having 6 to 22 carbon atoms, R 5 and R 6 independently of one another for R 4 CO or OH and the sum (m + n + p) for 0 or numbers is from 1 to 100, with the proviso that at least one of the two radicals R 5 and R 6 is OH.
5. Mittel nach mindestens einem der Ansprüche 1 bis 4, dadurch gekennzeichnet, daß sie als Komponente (c) Co-Tenside enthalten, die ausgewählt sind aus der Gruppe, die gebildet wird von alkoxylierte Carbonsäurester, Monoglycerid(ether)sulfaten, Olefinsulfonaten, Betainen und Fett- säurepolyglycolestersulfaten sowie deren Gemischen.5. Composition according to at least one of claims 1 to 4, characterized in that they contain as component (c) co-surfactants which are selected from the group formed by alkoxylated carboxylic acid esters, monoglyceride (ether) sulfates, olefin sulfonates, betaines and fatty acid polyglycol ester sulfates and mixtures thereof.
6. Mittel nach mindestens einem der Ansprüche 1 bis 5, dadurch gekennzeichnet, daß sie als Komponente (d) Fettsäuren der Formel (X) enthalten,6. Composition according to at least one of claims 1 to 5, characterized in that they contain fatty acids of the formula (X) as component (d),
R1 CO-OH (X)R 1 CO-OH (X)
in der R1 CO für einen aliphatischen, linearen oder verzweigten Acylrest mit 6 bis 22 Kohlenstoffatomen und 0 und/oder 1 , 2 oder 3 Doppelbindungen steht.in which R 1 CO represents an aliphatic, linear or branched acyl radical having 6 to 22 carbon atoms and 0 and / or 1, 2 or 3 double bonds.
7. Mittel nach mindestens einem der Ansprüche 1 bis 6, dadurch gekennzeichnet, daß sie einen Wassergehalt 40 bis 60 Gew.-% - bezogen auf die Gesamtkonzentration - aufweisen.7. Composition according to at least one of claims 1 to 6, characterized in that they have a water content of 40 to 60 wt .-% - based on the total concentration.
8. Mittel nach mindestens einem der Ansprüche 1 bis 7, dadurch gekennzeichnet, daß sie einen pH- Wert von 7 bis 11 aufweisen.8. Composition according to at least one of claims 1 to 7, characterized in that they have a pH of 7 to 11.
9. Verwendung von Mitteln nach Anspruch 1 in flüssigen Seifenzubereitungen. 9. Use of compositions according to claim 1 in liquid soap preparations.
EP01927739A 2000-03-25 2001-03-16 Liquid soaps Expired - Lifetime EP1263924B1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE10014998 2000-03-25
DE10014998A DE10014998A1 (en) 2000-03-25 2000-03-25 Stable liquid soaps containing alkyl- or alkenyl-oligoglycosides, or fatty acid N-polyhydroxyalkylamides, together with fatty acid partial glycerides, co-surfactants, fatty acids and water
PCT/EP2001/003029 WO2001072950A1 (en) 2000-03-25 2001-03-16 Liquid soaps

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Publication Number Publication Date
EP1263924A1 true EP1263924A1 (en) 2002-12-11
EP1263924B1 EP1263924B1 (en) 2004-10-06

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EP01927739A Expired - Lifetime EP1263924B1 (en) 2000-03-25 2001-03-16 Liquid soaps

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EP (1) EP1263924B1 (en)
AT (1) ATE278767T1 (en)
DE (2) DE10014998A1 (en)
ES (1) ES2230300T3 (en)
WO (1) WO2001072950A1 (en)

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ES2269562T3 (en) * 2002-06-19 2007-04-01 Cognis Ip Management Gmbh COSMETIC PREPARED.
DE10319399A1 (en) * 2003-04-30 2004-11-18 Cognis Deutschland Gmbh & Co. Kg Cosmetic and / or pharmaceutical preparations
CN104520417A (en) * 2012-05-30 2015-04-15 科莱恩金融(Bvi)有限公司 N-methyl-N-acylglucamine-containing composition
CN103966038A (en) * 2014-05-16 2014-08-06 吴加英 Health care type toilet soap and preparation method thereof

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Publication number Priority date Publication date Assignee Title
GB2121071B (en) * 1982-06-01 1985-10-09 Ferguson And Menzies Limited Liquid soaps
MA22456A1 (en) * 1991-03-05 1992-10-01 Procter & Gamble PERSONAL CLEANING PRODUCT OF THE SOFT, STABLE LIQUID SOAP TYPE AND METHOD FOR THE PREPARATION THEREOF
DE9212733U1 (en) * 1992-09-22 1994-02-03 Kao Corp Gmbh Liquid body cleanser
EP0884380A3 (en) * 1997-06-11 1999-11-17 Th. Goldschmidt AG Mild alkylpolyglucoside-free surfactant compositions comprising hydrophobe modified polyaspartic acid derivative

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Title
See references of WO0172950A1 *

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WO2001072950A1 (en) 2001-10-04
ATE278767T1 (en) 2004-10-15
DE10014998A1 (en) 2001-09-27
EP1263924B1 (en) 2004-10-06
ES2230300T3 (en) 2005-05-01

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