WO2001072946A1

WO2001072946A1 - Hard soaps

Info

Publication number: WO2001072946A1
Application number: PCT/EP2001/003022
Authority: WO
Inventors: Werner Seipel; Anke Eggers
Original assignee: Cognis Deutschland Gmbh & Co. Kg
Priority date: 2000-03-25
Filing date: 2001-03-16
Publication date: 2001-10-04
Also published as: DE10014999A1

Abstract

The invention relates to novel hard soaps, containing (a) 0.5 to 40 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 40 wt. % fatty acid partial glycerides, (c) 10 to 60 wt. % fatty acid salts and optionally, (d) 0 to 40 wt. % anionic, non-ionic and/or amphoteric co-tensides, (e) 0 to 10 wt. % fatty acids and (f) 0 to 40 wt. % water-soluble structuring agents, on the condition that these quantities can be optionally supplemented with water and other usual auxiliary agents and additives up to 100 wt. %.

Description

bar soaps

Field of the Invention

The invention relates to new bar soaps which contain selected sugar surfactants, partial glycerides and fatty acid salts as essential components.

State of the art

Modern bar soaps, especially toilet or fine soaps, are usually based on mixtures of beef tallow and coconut oil in a ratio of about 9: 1. This fat deposit is hydrolyzed by adding sodium hydroxide solution to the basic soap, which contains other additives such as. B. humectants, fillers and binders, superfatting agents, dyes and perfumes etc. are added. Usual fine soaps contain about 80% fatty acid salts, 10% water and ad 100% auxiliaries and additives. The large number of products offered to consumers document the lively market interest and nevertheless make it clear that consumers have a constant need for further improved products, which, in particular due to improved stabilities, also have good dermatological compatibility, greater foaming power and higher creaminess , Rinse and skin feel. Soap manufacturers, on the other hand, are looking for soap formulations that, for example, lead to pieces with higher breaking strength or allow the easy incorporation of certain surfactants.

With regard to the production of bar soaps, a very large number of processes from the prior art can of course be looked back on. A distinction must essentially be made here between synthetic, "soap-free" soaps, so-called syndets, and in particular combinations of fatty acid salts and synthetic surfactants ("combibars"). To produce combi bars, it is proposed, for example, in EP-A 0176330 (Unilever) to combine fatty acid soaps with salts of isethionic acid. From the documents EP-A 0189332, EP-A 0472320 and EP-A 0508006 (Unilever) the use of fatty acid isethionates as a synthetic component of combibars is known. However, there is a constant need in the market for products with improved properties. In particular, bar soaps are desired that have a higher stability compared to the prior art and allow the incorporation of new oil bodies. Furthermore, these soaps are also said to produce a comparatively productive and creamy foam, convey a good feeling on the skin and have a lower tendency to swamp and cracking. The object of the present invention was therefore to provide bar soaps of the complex requirement profile described.

Description of the invention

The invention relates to bar soaps containing

(a) 0.5 to 40% by weight sugar surfactants selected from the group formed by (a1) alkyl and / or alkenyl oligoglycosides and / or (a2) fatty acid N-alkylpolyhydroxyalkylamides,

(b) 0.1 to 40% by weight of fatty acid partial glycerides.

(c) 10 to 60% by weight of fatty acid salts and optionally

(d) 0 to 40% by weight of anionic, nonionic and / or amphoteric co-surfactants,

(e) 0 to 10% by weight of fatty acids and

(f) 0 to 40% by weight of water-soluble structuring agents,

with the proviso that the amounts given add up to 100% by weight with water and other conventional auxiliaries and additives.

It has surprisingly been found that bar soaps can be produced from selected sugar surfactants in combination with partial glycerides which are stable over a longer period of time. It is particularly surprising that there is no hydrolysis of the partial glyceride, for example glycerol monooleate, at an alkaline pH or that the hydrolysis has no influence on the stability of the bar soap. Another advantage is the stable and creamy foam, an increased water retention capacity on the skin (skin moisture) and a further reduced tendency to swamp. The consistency of these formulations corresponds to recipes customary on the market.

Alkyl and / or alkenyl olefin glycosides

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)

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.Toiϊ. 108, 89 (1993) and J.Kahre et al. in SÖFW-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. 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, preference is given to those alkyl and / or alkenyl oligoglycosides whose degree of oligomerization 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 C ₈ - 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 C9 / 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, 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 0.5 to 40, preferably 1 to 30 and in particular 2 to 13% by weight, based on the total composition. Fatty acid-N-alkylpolvhvdroxyalkylamide

Fatty acid N-alkylpolyhydroxyalkylamides which make up sugar surfactant component (a2) are nonionic surfactants which follow the formula (II),

I R2CO-N- [Z] (II)

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).

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 I

R CO-N-CH ₂ .CH-CH-CH-CH-CH ₂ OH (III)

I

OH

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 Ci2 / i4 coconut fatty acid or a corresponding derivative are particularly preferred. Furthermore, the polyhydroxyalkylamides can also be derived from maltose and palatinose. 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, 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 0.5 to 40, preferably 1 to 30 and in particular 2 to 10% by weight, based on the total composition.

Partialqlyceride

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)

CH ₂ 0 (CH ₂ CH ₂ 0) _m COR ⁴

I

CHO (CH ₂ CH ₂ 0) _π R ⁵ (VI)

I CH ₂ 0 (CH ₂ CH ₂ 0) _P R ⁶

in the R ⁴ 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, linolenic acid, gadacholeic acid, elaeoleinic 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.

The preparations according to the invention can contain the fatty acid partial glycides in amounts of 0.1 to 40, preferably 0.2 to 30 and in particular 0.25 to 10% by weight, based on the total composition.

fatty acid salts

The fatty acid salts which form component (c) are the alkali metal salts of fatty acids having 6 to 22 and preferably 12 to 18 carbon atoms. Typical examples are the sodium or potassium salts of lauric acid, myristic acid, palmitic acid, stearic acid, behenic acid and their technical mixtures such as, for example, coconut fatty acid, palm kernel fatty acid, palm fatty acid and tallow fatty acid. The preparations according to the invention can contain the fatty acid salts in amounts of 10 to 60, preferably 25 to 50 and in particular 30 to 40% by weight, based on the total composition.

Monoqlycerid (ether) sulfates

Monoglyceride sulfates and monoglyceride ether sulfates, which may be included as further anionic surfactants (component d), are known substances which can be obtained by the relevant methods of preparative organic chemistry. The usual starting point for their preparation is 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 monoglycules to be used in the sense of the invention rid (ether) sulfates follow the formula (V),

CH ₂ 0 (CH ₂ CH ₂ 0) _x -COR ⁷

I CH-0 (CH ₂ CH ₂ 0) _y H (V)

I CH ₂ 0 (CH ₂ CH ₂ 0) _z -S0 ₃ X

in which R ⁷ C0 represents a linear or branched acyl radical having 6 to 22 carbon atoms, x, y and z in total 0 or numbers 1 to 30, preferably 2 to 10, and X represents an alkali or alkaline earth metal. Typical examples of monoglyceride (ether) sulfates which are suitable for the purposes of the invention are the reaction products of lauric acid monoglyceride, coconut fatty acid monoglyceride, paimitic acid monoglyceride, stearic acid monoglyceride, oleic acid monoglyceride and tallow fatty acid monoglyceride and their ethylene oxide adducts or their formulas with sulfuric acid trioxide with sulfuric acid trioxide or their sulfuric acid adducts with sulfuric acid trichloride with their sulfur sulfonate adducts with sodium sulfate trichloride. Monoglyceride sulfates of the formula (V) are preferably used, in which R ⁷ CO is 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.

Betaine

Betaines, which can also be used as representatives of the amphoteric or zwitterionic surfactants, are known substances which are predominantly prepared 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 U. Ploog's contribution 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)

R ^β

IR ¹⁰ -N- (CH ₂ ) _q COOX (VI)

I

R ^Q 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. represents an alkali and / or alkaline earth metal or ammonium. Typical examples are the carboxymethylation products of hexylmethylamine, hexyldimethylamine, octyldimethylamine, decyldimethylamine, dodecylmethylamine, dodecyldimethylamine, dodecylethylmethylamine, Ci2 / i4-cocoalkyldimethylamine, myristyldimethylamine, cetyldimethylimethylamine, stearamethyldiamethyldimethylamine, stearamethyldiamethyldimethylamine, stearyldimethylamethylamine, stearyldimethylimethylamine, stearam dimethylamine, styrene. Carboxyalkylation products of amidoamines which follow the formula (VII) are also suitable,

R ^β

I Ri ¹ CO-NH- (CH ₂ ) mN- (CH ₂ ) _q COOX (VII)

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, elaeostic 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-diethylaminopropylamine, which are condensed with sodium chloroacetate. It is preferred to use a condensation product of C8 / i8 coconut fatty acid N, N-dimethylaminopropylamide with sodium chloroacetate.

Fettsäurepolyqlycolestersulfate

Fatty acid polyglycol ester sulfates, which may be present as optional component (d), preferably follow the formula (VIII),

R ¹² COO (AO) _w S0 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 CH2CH2O-, CH 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 Are surfactants and are produced by sulfation of the corresponding fatty acid polyglycol esters. 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 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. 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 series 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 ₂ CH ₂ O 3 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 EO 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.

olefin

The bar soaps according to the invention may contain, as optional component (d), olefin sulfonates which are usually obtained by addition of SO3 onto olefins of the formula (IX)

R ¹ -CH = CH-R "(IX) 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 ¹⁴ 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).

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").

Alkoxylated carboxylic acid esters

Alkoxylated carboxylic acid esters which form component (d) 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)

R ¹⁵ CO (AlkO) _n OR ¹⁸ (X)

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 ¹⁸ 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. 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, Elaeosteahnsäure, arachidic acid, gadoleic acid, behenic acid and / or erucic acid ,

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 ^{18 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 of ethylene oxide.

The preparations according to the invention can contain the optional surfactants in amounts of 0 to 40, preferably 1 to 30 and in particular 5 to 20% by weight, based on the total composition.

In a preferred embodiment of the invention, component (a) and / or (b) and, if appropriate, further surfactants are used in anhydrous, granular form, as obtained after drying in a so-called "flash dryer". Here, reference is made to the teaching of German patent DE 19534371 C1.

fatty acids

Fatty acids that form optional component (s) are to be understood as aliphatic carboxylic acids of the formula (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, palmoleic acid, stearic acid, isostearic acid, oleic acid, elaidic acid, petroselinic acid, linoleic acid, linolenic acid, elaeostearic acid, ginoleic acid and arachic acid, arachic acid, arachic acid Technical mixtures that 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, for example coconut, palm, palm kernel or tallow fatty acids, which correspond to the corresponding salts of component (c), are preferred.

Other auxiliaries and additives

The bar soaps can have water-soluble structurants as builders, such as starch, preferably untreated, partially hydrolyzed or acid-degraded wheat or corn starch or cellulose. As builders, they can also contain finely divided, water-insoluble alkali aluminum silicates, the use of synthetic, bound water-containing crystalline sodium aluminosilicates and in this case particularly of zeolite A being particularly preferred; Zeolite NaX and its mixtures with zeolite NaA can also be used. Suitable zeolites have a calcium binding capacity in the range from 100 to 200 mg CaO / g. NTA and / or EDTA can also be used as liquid builders. Suitable plasticizers are fatty alcohols, fatty acid partial glycerides or wax esters with 12 to 22 carbon atoms in each of the fat residues. Examples of suitable emulsifiers are nonionic surfactants from at least one of the following groups:

> 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 and / or alkenyl oligoglycosides with 8 to 22 carbon atoms in the alk (en) yl radical and their ethoxylated analogs; Addition products of 1 to 15 moles of ethylene oxide with castor oil and / or hardened castor oil;

> Adducts of 15 to 60 moles of ethylene oxide with castor oil and / or hardened castor oil;

> 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;

> Partial esters of polyglycerol (average degree of self-condensation 2 to 8), polyethylene col (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) with saturated and / 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;

> 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- and trialkyl phosphates and mono-, di- and / or tri-PEG-alkyl phosphates and their salts;

> Wool wax alcohols; Polysiloxane-polyalkyl-polyether copolymers or corresponding derivatives;

> Polyalkylene glycols as well

> Glycerine carbonate.

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 whose average degree of alkoxylation is the ratio of the amounts of ethylene oxide and / or propylene oxide and substrate, with which the addition reaction is carried out. Ci∑viβ fatty acid monoesters and diesters of adducts of ethylene oxide with glycerol are known from DE 2024051 PS as refatting agents for cosmetic preparations.

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.

Suitable consistency agents are primarily fatty alcohols or hydroxy fatty alcohols with 12 to 22 and preferably 16 to 18 carbon atoms and also partial glycerides, fatty acids or hydroxy fatty acids. A combination of these substances with alkyl oligoglucosides and / or fatty acid N-methylglucamides of the same chain length and / or polyglycerol poly-12-hydroxystearates is preferred.

Suitable cationic polymers are, for example, cationic cellulose derivatives, such as one 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 of polyglycols and amines, quaternized collagen polypeptide , such as lauryldimonium hydroxypropyl hydrolyzed collagen (Lamequat®L7Grünau), quaternized wheat polypeptides, polyethyleneimine, cationic silicone polymers such as amidomethicone, copolymers of adipic acid and dimethylaaminohydroxypropyldiethylenetriamine (Cartaretine®- dimethylchloride) (with dimethylchloride) (dicarboxylate) with copolymers ® 550 / Chemviron), polyaminopolyamides, as described for example in FR 2252840 A and their crosslinked water-soluble polymers, cationic chitin derivatives such as quaternized chitosan, optionally microcrystalline, condensation products from dihaloalkylene, w ie dibromobutane 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 e.g. Mirapol® A-15, Mirapol® AD-1, Mirapol® AZ-1 from Miranol.

Suitable anionic, zwitterionic, amphoteric and nonionic polymers are, for example, vinyl acetate / crotonic acid copolymers, vinylpyrrolidone / vinyl acrylate copolymers, vinyl acetate / butyl maleate / isobornyl acrylate copolymers, methyl vinyl ether / maleic anhydride copolymers and esters thereof, u- crosslinked and polyol-crosslinked polyacrylic acids, Acrylamidopropyltrimethylammoniumchlo - rid / acrylate copolymers, octylacrylamide / methyl methacrylate / tert-butylamino-ethyl methacrylate / 2-hydroxy-proyl-methacrylate copolymers, polyvinylpyrrolidone, vinylpyrrolidone / vinyl acetate copolymers, vinylpyrrolidone / dimethylaminoethyl methacrylate / vinyl caprolactide and optionally cellulose-derived amide and silicones in question.

Suitable silicon 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).

Typical examples of fats are glycerides, natural waxes such as 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), burgundy 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 colwaxes 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 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 art as phosphatidylcholines (PC) and follow the general formula

where R is typically 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.

Cosmetic deodorants counteract, mask or eliminate body odors. Body odors arise from the action of skin bacteria on apocrine sweat, whereby unpleasant smelling breakdown products are formed. Accordingly, deodorants contain active ingredients which act as germ-inhibiting agents, enzyme inhibitors, odor absorbers or odor maskers.

In principle, all substances effective against gram-positive bacteria are suitable as germ-inhibiting agents, such as. B. 4-hydroxybenzoic acid and its salts and esters, N- (4-chlorophenyl) -N ^' - (3,4 dichlorophenyl) urea, 2,4,4 ^' -Trichlor-2 ^' -hydroxydiphenylether (Triclosan), 4th -Chlor-3,5-dimethylphenol, 2,2 ^' - methylene-bis (6-bromo-4-chlorophenol), 3-methyl-4- (1-methylethyl) phenol, 2-benzyl-4-chlorophenol, 3- (4-chlorophenoxy) -1, 2-propanediol, 3-iodo-2-propynyl butyl carbamate, chlorhexidine, 3,4,4 ^' trichlorocarbanilide (TTC), antibacterial fragrances, thymol, thyme oil, eugenol, clove oil, menthol, mint oil, famesol , Phenoxyethanol, glycerol monolaurate (GML), diglycerol monocaprinate (DMC), salicylic acid N-alkylamides such as B. salicylic acid-n-octylamide or salicylic acid-n-decylamide.

Esterase inhibitors, for example, are suitable as enzyme inhibitors. These are preferably trialkyl citrates such as trimethyl citrate, tripropyicitrate, triisopropyl citrate, tributyl citrate and in particular triethyl citrate (Hydagen® CAT, Henkel KGaA, Düsseldorf / FRG). The substances inhibit enzyme activity and thereby reduce odor. Other substances which can be considered as esterase inhibitors are sterol sulfates or phosphates, such as, for example, lanosterol, cholesterol, campesterol, stigmasterol and sitosterol sulfate or phosphate, dicarboxylic acids and their esters, such as for example glutaric acid, glutaric acid monoethyl ester, glutaric acid diethyl ester, adipic acid, adipic acid monoethyl ester, adipic acid diethyl ester, malonic acid and malonic acid diethyl ester, hydroxycarbonic acids and their esters such as citric acid, malic acid, tartaric acid or tartaric acid and diethyl glycate.

Suitable odor absorbers are substances that absorb odor-forming compounds and can retain them to a large extent. They lower the partial pressure of the individual components and thus also reduce their speed of propagation. It is important that perfumes must remain unaffected. Odor absorbers are not effective against bacteria. They contain, for example, a complex zinc salt of ricinoleic acid or special, largely odorless fragrances, which are known to the person skilled in the art as "fixators", such as, for example, the main component. B. extracts of Labdanum or Styrax or certain abietic acid derivatives. Fragrance agents or perfume oils act as odor maskers and, in addition to their function as odor maskers, give the deodorants their respective fragrance. Perfume oils are, for example, mixtures of natural and synthetic fragrances. Natural fragrances are extracts of flowers, stems and leaves, fruits, fruit peels, roots, woods, herbs and grasses, needles and branches as well as resins and balms. 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 e.g. Benzyl acetate, p-tert-butylcyclohexyl acetate, linalyl acetate, phenylethyl acetate, linalyl benzoate, benzyl formate, 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. Jonones and methylcedryl 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, e.g. 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, labdanum oil and lavandin oil. Bergamot oil, dihydromyrcenol, lilial, lyral, citronellol, phenylethyl alcohol, α-hexylcinnamaldehyde, geraniol, benzyl acetone, cyclamenaldehyde, linalool, boisambrene forte, ambroxan, indole, hedione, sandelice, citrone oil, mandarin oil, allyl glycolate, orangalol oil, orangol oil, orangol oil, are preferred , Lavandin oil, muscatel sage oil, ß- damascone, geranium oil bourbon, cyclohexyl salicylate, Vertofix Coeur, Iso-E-Super, Fixolide NP, evernyl, iraldein gamma, phenylacetic acid, geranyl acetate, benzyl acetate, rose oxide, romilate, irotyl and floramate alone or in mixtures, alone or in mixtures, used.

Antiperspirants (antiperspirants) reduce by influencing the activity of the eccrine Sweat glands build up perspiration, thus counteracting armpit wetness and body odor.

Aqueous or anhydrous formulations of antiperspirants typically contain the following

Ingredients:

> astringent active ingredients,

> Oil components,

> nonionic emulsifiers,

> Co-emulsifiers,

> Consistency generator,

> Auxiliaries such as B. thickeners or complexing agents and / or

> non-aqueous solvents such as As ethanol, propylene glycol and / or glycerin.

Salts of aluminum, zirconium or zinc are particularly suitable as astringent antiperspirant active ingredients. Such suitable antiperspirant active ingredients are e.g. Aluminum chloride, aluminum chlorohydrate, aluminum dichlorohydrate, aluminum sesquichlorohydrate and their complex compounds e.g. B. with propylene glycol-1, 2nd Aluminum hydroxyallantoinate, aluminum chloride tartrate, aluminum zirconium trichlorohydrate, aluminum zirconium tetrachlorohydrate, aluminum zirconium pentachlorohydrate and their complex compounds, for. B. with amino acids such as glycine.

In addition, customary oil-soluble and water-soluble auxiliaries can be present in smaller amounts in antiperspirants. Such oil soluble aids can e.g. his:

> anti-inflammatory, skin-protecting or fragrant essential oils,

> synthetic skin-protecting agents and / or

> Oil-soluble perfume oils.

Common water-soluble additives are e.g. Preservatives, water-soluble fragrances, pH adjusters, e.g. Buffer mixtures, water soluble thickeners, e.g. water-soluble natural or synthetic polymers such as e.g. Xanthan gum, hydroxyethyl cellulose, polyvinyl pyrrolidone or high molecular weight polyethylene oxides.

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 bowls (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 balsams (galbanum, elemi, benzoin, myrrh, olibanum, opoponax). Furthermore, animal raw Substances in question, such as civet and castoreum. 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 benzylatepylpionate, allyl cyclohexyl propyl pionate. The ethers include, for example, benzyl ethyl ether, the aldehydes include, for example, the linear alkanals with 8 to 18 carbon atoms, citral, citronellal, citronellyloxyacetaldehyde, cyclamenaldehyde, hydroxycitronellal, lilial and bourgeonal, and the ketones include, for example, the jonones, isomethyionone and methyl cedonyl Alcohols anethole, citronellol, eugenol, isoeugenol, geraniol, linalool, phenylethyl alcohol and terpineol, the hydrocarbons mainly include the terpenes and balms. 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, geranyl acetate, benzyl acetate, rose oxide, romilllate, irotyl and floramate alone or in mixtures.

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.

Production of bar soaps

The bar soaps according to the invention can be produced in the manner customary for such products, in particular the combination of soap according to the invention with selected amounts of giucosides and / or glucamides resulting in a particularly readily formable mass which is plastic under heat and hard after cooling, and wherein the molded products have a smooth surface exhibit. Customary processes for mixing or homogenizing, kneading, if appropriate piling, extruding, if appropriate pelleting, extruding, cutting and bar pressing are known to the person skilled in the art and can be used to produce the bar soaps according to the invention. The preparation is preferably carried out in the temperature range from 40 to 90 ° C., the meltable starting materials being placed in a heatable kneader or mixer and the non-melting components being stirred in. For homogenization, the mixture can then be passed through a sieve before the shaping follows. In a preferred embodiment of the invention, components (a) and / or (b) and optionally further surfactants (d) are used in anhydrous, granular form, as obtained after drying in a so-called flash dryer. Here, reference is made to the teaching of the German patent DE 19534371 C1 (Henkel).

Examples

The foaming power and the creaminess of the foam were determined with the help of the rubbing foam method and like the skin feeling and the crack formation after drying by a panel of 6 experienced subjects subjectively on a scale of (-) = bad, (+) = satisfactory, (++) = good to (+++) = very good. The dermatological tolerance was determined via the stimulus sum score; the specification is made against a standard (V1). The results are summarized in Table 1. Preparations 1 to 7 are according to the invention, the bar soap based on isethionate V1 is used for comparison. The stability is the sum of all test parameters, which is rated with (-) = bad, (+) = satisfactory, (++) = good to (+++) = very good after a storage period of 10 weeks at different temperatures.

Table 1

Bar soaps - compositions and properties (quantities as% by weight)

(*) partially hydrogenated corn starch ^* ) acid-degraded corn starch (Cerestar) Table 1 (continued)

Claims

claims

1. Bar soaps containing

(a) 0.5 to 40% 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 to 40% by weight of fatty acid partial glycerides,

(c) 10 to 60% by weight of fatty acid salts and optionally

(d) 0 to 40% by weight of anionic, nonionic and / or amphoteric co-surfactants,

(e) 0 to 10% by weight of fatty acids and

(f) 0 to 40% by weight of water-soluble structuring agents,

2. bar soaps according to claim 1, characterized in that they contain as component (a1) alkyl and alkenyl oligoglycosides of the formula (I),

R ¹ 0- [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.

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

I

R ² CO-N- [Z] (II)

in the R ² CO for an aliphatic acyl radical with 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. Composition according to at least one of claims 1 to 3, characterized in that partial glycerides of the formula (III) as component (b),

CH ₂ 0 (CH ₂ CH ₂ 0) _m COR4

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 CO or OH and the sum (m + n + p) for 0 or numbers from 1 to 100, with the proviso that at least one of the two radicals R ⁵ and R ^{6 is} OH.

5. bar soaps according to at least one of claims 1 to 4, characterized in that they contain as component (c) alkali metal salts of fatty acids having 6 to 22 carbon atoms.

6. bar soaps according to at least one of claims 1 to 5, characterized in that they contain as optional component (d) 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.

7. bar soaps according to at least one of claims 1 to 6, characterized in that they contain as optional component (s) fatty acids of formula (X),

R ¹⁴ CO-OH (X)

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.

8. bar soaps according to at least one of claims 1 to 7, characterized in that they contain starch as water-soluble structurants.

9. bar soaps according to at least one of claims 1 to 8, characterized in that they further contain builders, builders, emulsifiers, superfatting agents, cation polymers, silicone compounds, colorants and perfumes.

10. bar soaps according to at least one of claims 1 to 9, characterized in that it contains the components (a) and / or (b) and optionally the other surfactants (d) in practically water