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EP1263924B1 - Savon liquide - Google Patents

Savon liquide Download PDF

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Publication number
EP1263924B1
EP1263924B1 EP01927739A EP01927739A EP1263924B1 EP 1263924 B1 EP1263924 B1 EP 1263924B1 EP 01927739 A EP01927739 A EP 01927739A EP 01927739 A EP01927739 A EP 01927739A EP 1263924 B1 EP1263924 B1 EP 1263924B1
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EP
European Patent Office
Prior art keywords
acid
carbon atoms
alkyl
fatty acid
fatty
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
Application number
EP01927739A
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German (de)
English (en)
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EP1263924A1 (fr
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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Classifications

    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66—Non-ionic compounds
    • C11D1/83—Mixtures of non-ionic with anionic compounds
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/88—Ampholytes; Electroneutral compounds
    • C11D1/94—Mixtures with anionic, cationic or non-ionic compounds
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
    • C11D17/08—Liquid soap, e.g. for dispensers; capsuled
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02—Anionic compounds
    • C11D1/04—Carboxylic acids or salts thereof
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02—Anionic compounds
    • C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/14—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aliphatic hydrocarbons or mono-alcohols
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38—Cationic compounds
    • C11D1/52—Carboxylic amides, alkylolamides or imides or their condensation products with alkylene oxides
    • C11D1/525—Carboxylic 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
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66—Non-ionic compounds
    • C11D1/662—Carbohydrates or derivatives
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66—Non-ionic compounds
    • C11D1/74—Carboxylates or sulfonates esters of polyoxyalkylene glycols
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/88—Ampholytes; Electroneutral compounds
    • C11D1/90—Betaines

Definitions

  • the invention relates to new liquid soap formulations, which are essential components selected sugar surfactants, fatty acid partial glycerides and fatty acids and other co-surfactants contain and their use in liquid soap preparations.
  • US-A-5 296 158 discloses liquid soap preparations which stable in storage even at alkaline pH values and are viscous can produce a creamy foam; these soap preparations contain fatty acid, surfactants and fatty acid partial glycerides.
  • the complex object of the present invention was therefore to use liquid soaps with to provide the complex requirement profile described.
  • Another object of the invention is the use of these agents in liquid soap preparations.
  • liquid soaps made from selected sugar surfactants, Partial glycerides, fatty acids and other co-surfactants can produce partial glycerides via a longer storage periods are stable. It is particularly surprising that it is at the alkaline pH there is no immediate hydrolysis of the partial glyceride, for example glycerol monooleate or the hydrolysis have no influence on the stability and viscosity of the liquid soap formulations Has. Another advantage is the stable and creamy foam and the regreasing or Skin feel.
  • Alkyl and alkenyl oligoglycosides which make up the sugar surfactant component (a1) are known nonionic surfactants which follow the formula (I) R 1 O- [G] p (I) 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 S ⁇ FW-Journal issue 8, 598 (1995) .
  • 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.
  • 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, preference is given to those alkyl and / or alkenyl oligoglycosides whose degree of oligomerization is less than 1.7 and is in particular between 1.2 and 1.4.
  • the alkyl or alkenyl radical R 1 can be derived from primary alcohols having 4 to 11, preferably 8 to 10, carbon atoms. Typical examples are butanol, capronic alcohol, 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, gadoleyial 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 hardened C 12/14 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 quantities from 0.1 to 20, preferably 0.5 to 10 and in particular 1 to 5% by weight, based on the total composition - contain.
  • Fatty acid N-alkylpolyhydroxyalkylamides which make up sugar surfactant component (a2) are nonionic surfactants which follow the formula (II),
  • R 2 CO stands 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
  • [Z] for a linear or branched polyhydroxyalkyl radical with 3 to 12 carbon atoms and 3 to 10 hydroxyl groups.
  • the fatty acid N-alkyl polyhydroxyalkylamides are known substances which can usually be obtained by reductive amination of a reducing sugar with an alkylamine or an alkanolamine and subsequent acylation with a fatty acid, a fatty acid alkyl ester or a fatty acid chloride.
  • 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).
  • 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, l
  • 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 C 12/14 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 optionally soaps, which contain fatty acid N-alkylglucamides as foam regulators. Mixtures of short- and long-chain glucamides are described in German patent DE 4400632 C1 (Henkel).
  • German published applications 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 hydrolyzates and cationic surfactants in hair care products.
  • 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, WO 92/06171 and WO 92/06172 (Procter & Gamble).
  • 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.
  • the partial glycerides follow the formula ( VI ) in which R 4 CO is a linear or branched, saturated and / or unsaturated acyl radical having 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 of 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 lauric acid, isotridecanoic acid, myristic acid, palmitic acid, palmoleic acid, stearic acid, isostearic acid, oleic acid, elaidic acid, petroselinic acid, linoleic acid, linolenic acid and elaeostearic 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 wt .-% - based on the total composition - contain.
  • Anionic, nonionic and / or amphoteric surfactants are suitable as co-surfactants, which may additionally be present as component (c).
  • Typical examples of 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, hydroxymischogether sulfate sulfate, hydroxymischogether sulfate sulfate, hydroxymischogether sulfate sulfates, , Mono- and dialkylsulfosuccinamates, sul
  • anionic surfactants contain polyglycol ether chains, these can have a conventional, but preferably a narrow, homolog distribution.
  • Typical examples of non-ionic surfactants are fatty alcohol polyglycol ethers, alkylphenol polyglycol ethers, fatty acid polyglycol esters, fatty acid amide polyglycol ethers, fatty amine polyglycol ethers, alkoxylated triglycerides, mixed ethers or mixed formals, optionally partially oxidized alk (en) yl oligoglycosides or especially glucoramide acid-based vegetable derivatives, , 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, preferably based on wheat proteins.
  • selected cationic surfactants such as Dehyquart® E [N- (2-hydroxyhexadecyl-1) -N, N-dimethyl-N-2-hydroxyethylammonium chloride] and Gluadin® WQ (cationic protein derivative) from Cognis in question.
  • Monoglyceride sulfates and monoglyceride ether sulfates are known substances which can be obtained by the relevant methods of preparative organic chemistry.
  • the usual starting point for their production is triglycerides, which, if appropriate, are transesterified to the monoglycerides after ethoxylation and subsequently sulfated and neutralized.
  • suitable sulfating agents preferably gaseous sulfur trioxide or chlorosulfonic acid [cf. EP 0561825 B1, EP 0561999 B1 (Henkel)].
  • 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 ), 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 formulated with sulfuric acid trioxide.
  • Monoglyceride sulfates of the formula ( V ) are preferably used, in which R 7 CO represents 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 U. Ploog's contribution in Seifen- ⁇ le-Fette-Wwachs, 198 , 373 (1982) . Further overviews on this topic can be found, for example, by A. O'Lennick et al.
  • betaines are the carboxyalkylation products of secondary and in particular tertiary amines which follow the formula (VI) 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.
  • formula (VI) 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, Dodecylethylmethylamin, C 12/14 -Kokosalkyldimethylamin, myristyldimethylamine, cetyldimethylamine, stearyldimethylamine, stearyl, oleyl, C 16/18 tallow alkyl dimethyl amine and technical mixtures thereof.
  • Carboxyalkylation products of amidoamines which follow the formula (VII) are also suitable, 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, gadoleic acid and arachic acid, arachic acid and their technical mixtures, with N, N-dimethylaminoethylamine, N, N-dimethylaminopropylamine, N, N-diethylaminoethylamine and N, N-diethylaminopropylamine, which are condensed with sodium chloroacetate. It is preferred to use a condensation product of C 8/18 coconut fatty acid N, N-dimethylaminopropylamide with sodium chloroacetate.
  • Fatty acid polyglycolsulfates preferably follow the formula (VIII) , R 12 COO (AO) w SO 3 X (VIII) in the R 12 CO 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 CH 2 CH 2 O-, CH 2 CH (CH 3 ) O- and / or CH (CH 3 ) CH 2 O radical and X represents an alkali and / or alkaline earth metal, ammonium, alkylammonium, alkanolammonium or glucammonium, are known anionic surfactants and are prepared by sulfating the corresponding fatty acid polyglycol esters.
  • ethylene oxide, propylene oxide or their mixture is added to the corresponding fatty acids in a random or block distribution, this reaction being acid-catalyzed, but preferably in the presence of bases, such as 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 using 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, arachic 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 2 CH 2 O group and X for sodium or ammonium, such as for example lauric acid + 1EO sulfate sodium salt, lauric acid + 1EO sulfate ammonium salt, coconut fatty acid + 1E0 sulfate sodium salt, coconut fatty acid + 1EO sulfate ammonium salt, tallow fatty acid + 1EO sulfate sodium salt, tallow fatty acid + 1EO sulfate and their ammonium salt mixtures.
  • 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 2 CH 2 O group
  • X for sodium or ammonium, such as for example lauric acid + 1EO sul
  • R 14 and R 13 independently represent H or alkyl radicals having 1 to 20 carbon atoms, with the proviso that R 14 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.
  • Alkoxylated carboxylic acid esters of the formula (X) are preferably used in accordance with the present invention, R 15 CO (AlkO) n OR 16 (X) in which R 15 CO stands for an aliphatic acyl radical having 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.
  • R 15 CO stands for an aliphatic acyl radical having 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, rape 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
  • AlkO for ethylene oxide and / or propylene oxide, preferably ethylene oxide
  • 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 mol 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 wt .-% - based on the total composition - contain.
  • Fatty acids which form component (d) are to be understood as aliphatic carboxylic acids of the formula ( XI ) R 17 CO-OH (XI) R 17 CO-OH (XI) 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, 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 erucic acid and technical mixtures thereof , 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 acid are preferred.
  • the preparations according to the invention can preferably contain the fatty acids in amounts of 0.5 to 30 1 to 20 and in particular 5 to 15 wt .-% - based on the total composition - contain.
  • the 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.
  • 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, solubilizers, preservatives, perfume oils, dyes and the like included.
  • 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, solubilizers, preservatives, perfume oils, dyes and the like included.
  • esters of linear C 6 -C 22 fatty acids with linear or branched C 6 -C 22 fatty alcohols or esters of branched C 6 -C 4 come as oil bodies, for example 13 -carboxylic acids with linear or branched C 6 -C 22 -fatty alcohols, such as myristyl myristate, myristyl palmitate, myristyl stearate, Myristylisostearat, myristyl, Myristylbehenat, Myristylerucat, cetyl myristate, cetyl palmitate, cetyl stearate, Cetylisostearat, cetyl oleate, cetyl behenate, Cetylerucat, Stearylmyristat, stearyl palmitate, stearyl stearate , Stearylisostearat, stearyl ole
  • esters of linear C 6 -C 22 fatty acids with branched alcohols in particular 2-ethylhexanol
  • esters of C 18 -C 38 alkylhydroxycarboxylic acids with linear or branched C 6 -C 22 fatty alcohols cf.
  • 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 C 6 -C 10 fatty acids, liquid mono- / di / triglyceride mixtures based on C 6 -C 18 fatty acids (cf.
  • esters of C 6 -C 22 fatty alcohols and / or Guerbet alcohols with aromatic carboxylic acids in particular benzoic acid, esters of C 2 -C 12 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 C 6 -C 22 fatty alcohol carbonates such as dicaprylyl 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 C 6 -C 22 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 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 squalane, squalene or dialkylcyclohexanes.
  • 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. These are mixtures of homologs, the average degree of alkoxylation of which is the ratio of the amounts of ethylene oxide and / or propylene oxide and substrate, with which the addition reaction is carried out.
  • C 12/18 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 dipolyhydroxystearate (Dehymuls® PGPH), polyglycerol-3-diisostearals (Lameform® TGI), polyglyceryl-4 isostearates (Isolan® GI 34), Polyglyceryl-3 Oleate, Diisostearoyl Polyglyceryl-3 Diisostearate (Isolan® PDI), Polyglyceryl-3 Methyl glucose 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 isostearates and
  • polystyrene resin examples include polystyrene resin, polystyrene resin, polystyrene resin, polystyrene resin, polystyrene resin, polystyrene resin, polystyrene resin, polystyrene resin, polystyrene resin, polystyrene resin, polystyrene resin, polystyrene resin, polystyrene resin, polystyrene resin, polystyrenethacrylate, polystyrene resin, polystyrene resin, polystyrene resin, polystyrene resin, polystyrene resin, polystyrene resin, polystyrene resin, polystyrene resin, polystyrene resin, polystyrene resin, polystyrene resin, polystyrene resin, polystyrene resin, polystyrene resin, polystyrene resin, polyst
  • Ampholytic surfactants can also be used as emulsifiers.
  • Ampholytic surfactants are surface-active compounds which, in addition to a C 8/18 alkyl or acyl group, contain at least one free amino group and at least one -COOH or - SO 3 H group in the molecule and are capable of forming internal salts.
  • ampholytic surfactants are N-alkylglycines, N-alkylpropionic acids, N-alkylaminobutyric acids, N-alkyliminodipropionic acids, N-hydroxyethyl-N-alkylamidopropylglycines, N-alkyltaurines, N-alkylsarcosines, 2-alkylaminopropionic acids and alkylaminoacetic acids each with about 8 to 18 C. Atoms in the alkyl group.
  • Particularly preferred ampholytic surfactants are N-cocoalkylaminopropionate, cocoacylaminoethylaminopropionate and C 12/18 acylsarcosine.
  • cationic surfactants are also suitable as emulsifiers, those of the esterquat type, preferably methylquaternized difatty acid triethanolamine ester salts, being particularly preferred.
  • Typical examples of fats are glycerides, ie solid or liquid vegetable or animal products, which essentially consist of mixed glycerol esters of higher fatty acids.
  • Natural waxes such as candelilla wax, camauba wax, Japanese wax, esparto grass wax, cork wax, guaruma wax, rice germ oil wax, sugar cane wax, come among others , Ouricury wax, montan wax, beeswax, shellac wax, walrus, lanolin (wool wax), pretzel fat, ceresin, ozokerite (earth wax), petrolatum, paraffin waxes, micro waxes; chemically modified waxes (hard waxes), such as montan ester waxes, Sasol waxes, hydrogenated jojoba waxes and synthetic waxes, such as polyalkylene waxes and polyethylene glycol waxes.
  • lecithins In addition to fats, fat-like substances such as lecithins and phospholipids can also be used as additives.
  • lecithins as those glycerophospholipids which are formed from fatty acids, glycerol, phosphoric acid and choline by esterification.
  • Lecithins are therefore often referred to in the specialist world as phosphatidylcholines (PC) and follow the general formula where R typically stands for 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.
  • phospholipids are usually understood to be mono- and preferably diesters of phosphoric acid with glycerol (glycerol phosphates), which are generally classed as fats.
  • glycerol phosphates glycerol phosphates
  • 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 with 6 to 22 carbon atoms, especially long-chain esters of tartaric acid; Fatty substances like for example fatty alcohols, fatty ketones, fatty aldehydes, fatty ethers and fatty carbonates, which in total at least Have 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
  • the main consistency agents are fatty alcohols or hydroxy fatty alcohols with 12 to 22 and preferably 16 to 18 carbon atoms and also hydroxy fatty acids. Is preferred a combination of these substances with fatty acid N-methylglucamides of the same chain length and / or polyglycerol poly-12-hydroxystearates.
  • Suitable thickeners are, for example, Aerosil types (hydrophilic silicas), polysaccharides, especially xanthan gum, guar guar, agar agar, alginates and tylosen, carboxymethyl cellulose and hydroxyethyl cellulose, as well as higher molecular weight polyethylene glycol mono- and diesters of fatty acids, polyacrylates, (e.g.
  • 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 table salt and ammoni
  • Substances such as lanolin and lecithin and polyethoxylated ones can be used as superfatting agents or acylated lanolin and lecithin derivatives, polyol fatty acid esters, monoglycerides and fatty acid alkanolamides are used, the latter also 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 from Amerchol under the name Polymer JR 400®, cationic starch, copolymers of diallylammonium salts and acrylamides, quaternized vinylpyrrolidone / vinylimidazole polymers, such as, for example, Luviquat® (BASF) , Condensation products of polyglycols and amines, quaternized collagen polypeptides, such as, for example, lauryldimonium hydroxypropyl hydrolyzed collagen (Lamequat®L / Grünau), quaternized wheat polypeptides, polyethyleneimine, cationic silicone polymers, such as, for example, amodimethicones, copolymers of adipic acid and dimethylaminetetrinoxypropyldiamine (d) aminohydroxyaminol (
  • 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, uncrosslinked acrylamide acrylamide and non-crosslinked acrylamide acrylamide and polyethylenethacrylate acrylate and with polyesters, uncrosslinked acrylamide acrylamide and non-crosslinked acrylamide acrylamide and polyamides Copolymers, octylacrylamide / methyl methacrylate / ter.butylaminoethyl methacrylal / 2-hydroxyproyl methacrylate copolymers, polyvinyl pyrrolidone, vinyl pyrrolidone / vinyl acetate copolymers, vinyl pyrrolidone
  • 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 substances examples include tocopherol, tocopherol acetate, tocopherol palmitate, Ascorbic acid, deoxyribonucleic acid, retinol, bisabolol, allantoin, phytantriol, panthenol, AHA acids, Amino acids, ceramides, pseudoceramides, essential oils, plant extracts and vitamin complexes to understand.
  • 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, pemulene 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) .
  • Suitable preservatives are, for example, phenoxyethanol, formaldehyde solution, parabens, Pentanediol or sorbic acid and those listed in Appendix 6, Parts A and B of the Cosmetics Ordinance other substance classes.
  • Perfume oils include mixtures of natural and synthetic fragrances.
  • natural Fragrance substances are extracts from flowers (lily, lavender, roses, jasmine, neroli, ylang-ylang), stems and leaves (geranium, patchouli, petitgrain), fruits (anise, coriander, caraway, juniper), fruit peels (Bergamot, lemon, oranges), roots (mace, angelica, celery, cardamom, costus, iris, Calmus), woods (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, Benzoe, 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 e.g. Benzyl acetate, phenoxyethyl isobutyrate, p-tert-butylcyclohexyl acetate, Linalyl acetate, dimethylbenzylcarbinylacetate, phenylethyl acetate, linalylbenzoate, Benzyl formate, ethyl methylphenyl glycinate, allyl cyclohexyl propionate, styrallyl propionate and benzyl salicylate.
  • the ethers include, for example, benzyl ethyl ether, the aldehydes e.g. the linear alkanals with 8 to 18 carbon atoms, citral, citronellal, citronellyloxyacetaldehyde, cyclamenaldehyde, Hydroxycitronellal, Lilial and Bourgeonal, to the ketones e.g.
  • the hydrocarbons mainly include the terpenes and balms.
  • essential oils of lower volatility, mostly as aroma components are used as perfume oils, e.g.
  • the dyes which can be used are the 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 on the middle - amount.
  • the agents can be produced by customary cold or hot processes; the phase inversion temperature method is preferably used.

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Claims (7)

  1. Savons liquides contenant
    (a) 0,1 à 20 % en poids d'agents tensioactifs sacchariques choisis dans le groupe formé par (a1) les alkyl- et/ou alcényloligoglycosides et/ou (a2) les N-alkylpoly-hydroxyalkylamides d'acides gras,
    (b) 0,1 à 20 % en poids de glycérides partiels d'acides gras de formule (III)
    Figure 00310001
    dans laquelle R4CO représente un radical acyle linéaire ou ramifié, saturé ou insaturé comportant de 12 à 18 atomes de carbone, R5 et R6 représentent indépendamment l'un de l'autre R4CO ou OH et la somme (m+n+p) vaut 0 ou des nombres allant de 1 à 100, étant précisé qu'au moins un des deux radicaux R5 ou R6 représente OH,
    (c) 0,5 à 34 % en poids d'agents co-tensioactifs qui sont choisis dans le groupe formé par les esters d'acides carboxyliques alcoxylés, les (éther)sulfates de monoglycérides, les sulfonates d'oléfines, les bêtaïnes et les polyglycol ester sulfates d'acides gras ainsi que leurs mélanges,
    (d) 0,5 à 30 % en poids d'acides gras,
    étant précisé que les indications quantitatives se complètent à 100 % avec de l'eau et le cas échéant d'autres adjuvants et additifs.
  2. Produits selon la revendication 1,
    caractérisés en ce qu'
    ils contiennent comme composant (a1) des alkyl- et alcényloligoglycosides de formule (I) R1O-[G]p dans laquelle R1 représente un radical alkyle et/ou alcényle comportant de 4 à 22 atomes de carbone, G représente un radical saccharique comportant 5 ou 6 atomes de carbone et p représente des nombres allant de 1 à 10.
  3. Produits selon les revendications 1 et/ou 2,
    caractérisés en ce qu'
    ils contiennent comme composant (a2) des N-alkylpolyhydroxyalkylamides d'acides gras de formule (II)
    Figure 00320001
    dans laquelle R2CO représente un radical acyle aliphatique comportant de 6 à 22 atomes de carbone, R3 représente l'hydrogène, un radical alkyle ou hydroxyalkyle comportant de 1 à 4 atomes de carbone et [Z] représente un radical polyhydroxyalkyle linéaire ou ramifié comportant de 3 à 12 atomes de carbone et de 3 à 10 groupes hydroxy.
  4. Produits selon au moins l'une des revendications 1 à 3,
    caractérisés en ce qu'
    ils contiennent comme composant (d) des acides gras de formule (X) R14CO-OH dans laquelle R14CO représente un radical acyle, aliphatique, linéaire ou ramifié comportant de 6 à 22 atomes de carbone et 0 et/ou 1, 2 ou 3 doubles liaisons.
  5. Produits selon au moins l'une des revendications 1 à 4,
    caractérisés en ce qu'
    ils présentent une teneur en eau de 40 à 60 % en poids - par rapport à la concentration totale.
  6. Produits selon au moins l'une des revendications 1 à 5,
    caractérisés en ce qu'
    ils présentent un pH de 7 à 11.
  7. Utilisation produits selon la revendication 1, dans des préparations de savons liquides.
EP01927739A 2000-03-25 2001-03-16 Savon liquide Expired - Lifetime EP1263924B1 (fr)

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DE10014998 2000-03-25
DE10014998A DE10014998A1 (de) 2000-03-25 2000-03-25 Flüssigseifen
PCT/EP2001/003029 WO2001072950A1 (fr) 2000-03-25 2001-03-16 Savon liquide

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103966038A (zh) * 2014-05-16 2014-08-06 吴加英 一种保健型香皂及其制备方法

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1374845B1 (fr) * 2002-06-19 2006-08-02 Cognis IP Management GmbH Préparations cosmétiques
DE10319399A1 (de) * 2003-04-30 2004-11-18 Cognis Deutschland Gmbh & Co. Kg Kosmetische und/oder pharmazeutische Zubereitungen
JP2015523341A (ja) * 2012-05-30 2015-08-13 クラリアント・ファイナンス・（ビーブイアイ）・リミテッド Ｎ−メチル−ｎ−アシルグルカミン含有組成物

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GB2121071B (en) * 1982-06-01 1985-10-09 Ferguson And Menzies Limited Liquid soaps
MA22456A1 (fr) * 1991-03-05 1992-10-01 Procter & Gamble Produit de nettoyage personnel de type savon liquide doux, stable et procede pour sa preparation
DE4231659C2 (de) * 1992-09-22 1994-12-08 Kao Corp Gmbh Flüssiges Körperreinigungsmittel
EP0884380A3 (fr) * 1997-06-11 1999-11-17 Th. Goldschmidt AG Préparations de tensio-actifs doux exempt d'alkylglycoside comprenant des dérivés d'acide polyaspartique modifié hydrophobes

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103966038A (zh) * 2014-05-16 2014-08-06 吴加英 一种保健型香皂及其制备方法

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WO2001072950A1 (fr) 2001-10-04
ES2230300T3 (es) 2005-05-01

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