WO2000022084A1

WO2000022084A1 - Hard soaps

Info

Publication number: WO2000022084A1
Application number: PCT/EP1999/007219
Authority: WO
Inventors: Werner Seipel
Original assignee: Cognis Deutschland Gmbh
Priority date: 1998-10-08
Filing date: 1999-09-29
Publication date: 2000-04-20
Also published as: EP1119607A1; DE19846429A1; JP2002527579A; AU6198199A

Abstract

The invention relates to hard soaps containing the following: (a) 1 to 20 wt. % alkyl and/or alkenyl oligoglycosides, (b) 10 to 35 wt. % fatty acid salts, (c) 10 to 40 wt. % olefin sulfonates, (d) 0 to 10 wt. % fatty acids and (e) 0 to 40 wt. % water soluble structuring agents. These quantities are optionally supplemented with water and other usual auxiliary agents and additives up to 100 wt. %. The inventive agents are characterised, e.g. by a particularly stable and creamy foam and by an optimal feeling on the skin.

Description

Bar soaps

Field of the Invention

The invention relates to bar soaps with defined contents of alkyl and / or alkenyl oligoglycosides, fatty acid salts and olefin sulfonates and optionally fatty acids and water-soluble structuring agents.

State of the art

Alkyl oligoglucosides are known nonionic surfactants that are suitable for a variety of applications in which high foaming and cleansing properties and a feeling on the skin are desired at the same time. In addition to dishwashing detergents and hair shampoos, these surfactants are therefore particularly suitable for the manufacture of bar soaps.

Bar soaps are known from European patent EP 0463912 B1 (Colgate) which contain fatty acid salts, fatty acids and anionic surfactants and up to 20% by weight alkyl oligoglucosides. Bar soaps with a low content of alkyl oligoglucosides and other anionic surfactants are known from German patent applications DE 4331297 A1, DE 4337031 A1 and DE 19703745 A1 (Henkel). The documents EP 0203750 B1, EP 0227321 A2, EP 0307189 B1 and EP 0308190 A2 (Procter & Gamble) disclose toilet soaps containing cationic polymers and mild surfactants such as alkyl oligoglucosides. European patent EP 0557423 B1 (Procter & Gamble) relates to bar soaps with alkyl polyglucosides and silicones. From the patent US 5643091 (Colgate) a method for the production of alkyl glucoside bar soaps is known. Further bar soaps are disclosed in Japanese Patent Application JP 91/041198 A (Kao).

However, the prior art alkyl glucoside bar soaps have various disadvantages: either they do not develop a sufficient or sufficiently stable foam or the foam is coarse-pored and does not convey a sufficient feeling of skin moisture when used. In addition, a whole series of bar soaps containing glucoside show the tendency to crack formation and water absorption as well as poor deformability and stability. Accordingly, the complex object of the invention has been to provide bar soaps containing alkyl oligoglycosides which, compared to those of the prior art, have the complex properties described above.

Description of the invention

The invention relates to bar soaps containing

(a) 1 to 20, preferably 5 to 15% by weight of alkyl and / or alkenyl oligoglycosides,

(b) 10 to 35, preferably 5 to 30% by weight of fatty acid salts,

(c) 10 to 40, preferably 5 to 30% by weight of olefin sulfonates,

(d) 0 to 10, preferably 2 to 8% by weight of fatty acids and

(e) 0 to 40, preferably 2 to 30% 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.

Surprisingly, it was found that the bar soaps according to the invention not only produce a particularly stable and creamy foam, but also have an optimized skin feel. Other advantages are the reduced crack formation during drying, the increased stability in the air, the reduced tendency to absorb water and the good ductility.

Alkyl and / or alkenyl oligoglycosides

Alkyl and alkenyl oligoglycosides which can be considered as component (a) 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. You can according to the Relevant processes in preparative organic chemistry, for example by acid-catalyzed acetalization of glucose with fatty alcohols. 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 oligogiucosides. 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 specific alkyl oligoglycoside is an analytically determined arithmetic parameter, which usually represents a fractional number. Alkyl and / or alkenyl oligoglycosides with an average degree of oligomerization p of 1.1 to 3.0 are preferably used. From an application point of view, those alkyl and / or alkenyl oligoglycosides are preferred whose degree of oligomerization is less than 1.7 and is in particular between 1.2 and 1.4.

The alkyl or alkenyl radical R ¹ can be derived from primary alcohols having 4 to 11, preferably 8 to 10, carbon atoms. Typical examples are butanol, capro alcohol, caprylic alcohol, capric alcohol and undecyl alcohol 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 chain length C ₈ -Cιo (DP = 1 to 3) are preferred, which are obtained as a preliminary step in the separation of technical Cβ-Ciβ-coconut fatty alcohol by distillation and which can be contaminated with a proportion of less than 6% by weight of Ci2-alcohol as well as alkyl oligoglucosides based on technical Cg / n oxo alcohols (DP = 1 to 3). The alkyl or alkenyl radical R ¹ can also be derived from primary alcohols having 12 to 22, preferably 12 to 14, carbon atoms. Typical examples are lauryl alcohol, myristyl alcohol, cetyl alcohol, palmoleyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, elaidyl alcohol, petroselinyl alcohol, arachyl alcohol, gadoleyl alcohol, behenyl alcohol, erucyl alcohol, brassidyl alcohol and their technical mixtures, which can be obtained as described above. Alkyl oligoglucosides based on hardened C12 / 1. Coconut alcohol with a DP of 1 to 3 are preferred.

Fatty acid salts

Fatty acid salts which form component (b) are to be understood as meaning soaps of the formula (II)

R ² CO-OX (II) in the R ² CO for 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 and X for an alkali and / or alkaline earth metal, ammonium, alkylammonium, alkanolammonium and / or glucammonium. Typical examples are the sodium, potassium or magnesium salts of caproic acid, caprylic acid, 2-ethylhexanoic acid, capric acid, lauric acid, isotridecanoic acid, myristic acid, palmitic acid, palmoleic acid, stearic acid, isostearic acid, oleic acid, elaidic acid, petroselinic acid, linoleic acid, linoleic acid, linoleic acid, linoleic acid, linoleic acid, Arachic acid, gadoleic acid, behenic acid and erucic acid and their technical mixtures, which are obtained, 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. Alkali salts of technical fatty acids with 12 to 18 carbon atoms such as the sodium salts of coconut, palm, palm kernel or tallow fatty acids are preferred.

Olefin sulfonates

The bar soaps according to the invention contain, as a further constituent, olefin sulfonates which are usually obtained by adding SO ₃ to olefins of the formula (III)

wherein R ³ and R ⁴ independently of one another represent H or alkyl radicals having 1 to 20 carbon atoms, with the proviso that R ³ and R ⁴ together have at least 6 and preferably 10 to 16 carbon atoms. Regarding production and use, see the review article J.Am.Oil. Chem.Soc. 55, 70 (1978).

Internal olefin sulfonates, but preferably α-olefin sulfonates, can be used which result when R ³ or R ^{4 are} hydrogen. Typical examples of olefin sulfonates used are the sulfonation products which are obtained by treating SO3 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 docoses. After sulfonation has been carried out, neutralization is carried out, after which the olefin sulfonate is present as an alkali metal, alkaline earth metal, ammonium, alkylammonium, alkanolammonium, glucammonium, preferably sodium salt in the mixture. Both olefin sulfonates in aqueous paste, preferably at a pH of 7 to 10, and also as anhydrous products, preferably as granules, as used by conventional spray drying, drying in a thin layer ("flash dryer") DE 19710152 C1 (Henkel) or in one Fluid bed dryer ("Sket plant") receives.

Fatty acids

Fatty acids of component (d) are to be understood as aliphatic carboxylic acids of the formula (IV)

in which R ⁵ 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, isotride- canoic 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, such as coconut, palm, palm kernel or tallow fatty acids, are preferred.

Other auxiliaries and additives

The bar soaps can have water-soluble structurants as builders, such as starch, preferably wheat or corn starch. 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 particular zeolite A, being particularly preferred here; 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, each with 12 to 22 carbon atoms in the fat residues.

These bar soaps can also be used as further auxiliaries and additives, such as surfactants, oil bodies, emulsifiers, superfatting agents, consistency agents, thickening agents, polymers, silicone compounds, fats, waxes, stabilizers, biogenic agents, deodorants, swelling agents, pigments, antioxidants, preservatives, hydrotropes, Perfume oils, dyes and the like included. Typical examples of suitable mild, ie particularly skin-compatible, surfactants are fatty alcohol polyglycol ether sulfates, monoglyceride sulfates, mono- and / or dialkyl sulfosuccinates, fatty acid sethionates, fatty acid taurides, fatty acid glutamates, ether carboxylic acids, alkyl oligoglucucides, fatty amides or protein amides, fatty amides, or fatty amide glucosucides, fatty acid or fatty amide fatty acids of wheat proteins.

Guerbet alcohols based on fatty alcohols with 6 to 18, preferably 8 to 10 carbon atoms, esters of linear C6-C22 fatty acids with linear C&C22 fatty alcohols, esters of branched C6-Ci3-carboxylic acids with linear C6-C22- Fet.alkol.olen, esters of linear C6-C22 fatty acids with branched alcohols, in particular 2-ethylhexanol, esters of hydroxycarboxylic acids with linear or branched C6-C22-Fet.alkol.olen, especially 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 Cθ-CQ fatty acids, liquid mono- / di- / triglyceride mixtures based on Cβ-dβ fatty acids, esters of C6-C22 -Fatty alcohols and / or Guerbet alcohols with aromatic carboxylic acids, especially benzoic acid, esters of C2-Ci2-dicarboxylic acids with linear or branched alcohols with 1 to 22 carbon atoms or r Polyols with 2 to 10 carbon atoms and 2 to 6 hydroxyl groups, vegetable oils, branched primary alcohols, substituted cyclohexanes, linear and branched C6-C22 fatty alcohol carbonates, Guerbet carbonates, esters of benzoic acid with linear and / or branched C6-C22 alcohols (e.g. Finsolv® TN), linear or branched, symmetrical or asymmetrical dialkyl ethers with 6 to 22 carbon atoms per alkyl group, ring opening products of epoxidized fatty acid esters with polyols, silicone oils and / or aliphatic or naphthenic hydrocarbons.

Examples of suitable emulsifiers are nonionic surfactants from at least one of the following groups:

(1) 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 C atoms, with fatty acids with 12 to 22 C atoms and with alkylphenols with 8 to 15 C atoms in the Alkyl group;

(2) C12.18 fatty acid monoesters and diesters of adducts of 1 to 30 moles of ethylene oxide with glycerol;

(3) glycerol monoesters and diesters and sorbitan monoesters and diesters of saturated and unsaturated fatty acids having 6 to 22 carbon atoms and their ethylene oxide addition products; (4) alkyl mono- and oligoglycosides with 8 to 22 carbon atoms in the alkyl radical and their ethoxylated analogs;

(5) adducts of 15 to 60 moles of ethylene oxide with castor oil and / or hardened castor oil;

(6) polyol and especially polyglycerol esters such as e.g. Polyglycerol polyricinoleate, polyglycerol poly-12-hydroxystearate or polyglycerol dimer isostearate. Mixtures of compounds from several of these classes of substances are also suitable;

(7) adducts of 2 to 15 moles of ethylene oxide with castor oil and / or hardened castor oil;

(8) Partial esters based on linear, branched, unsaturated or saturated C6 / 22 fatty acids, ricinoleic acid and 12-hydroxystearic acid and glycerin, polyglycerin, pentaerythritol, dipentaerythritol, sugar alcohols (e.g. sorbitol), alkyl glucosides (e.g. methyl glucoside, butyl glucoside, butyl glucoside , Lauryl glucoside) and polyglucosides (eg cellulose);

(9) mono-, di- and trialkyl phosphates and mono-, di- and / or tri-PEG-alkyl phosphates and their salts;

(10) wool wax alcohols;

(11) polysiloxane-polyalkyl-polyether copolymers or corresponding derivatives;

(12) 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 and

(13) Polyalkylene glycols.

The adducts of ethylene oxide and / or of propylene oxide with fatty alcohols, fatty acids, alkylphenols, glycerol mono- and diesters as well as sorbitan mono- and diesters of fatty acids or with castor oil are known, commercially available products. These are homolog mixtures, the middle of which Degree of alkoxylation corresponds to the ratio of the amounts of ethylene oxide and / or propylene oxide and substrate with which the addition reaction is carried out. C12 _. i8-Fettaurem.ono- and diesters of adducts of ethylene oxide with glycerol are known from DE 2024051 PS as refatting agents for cosmetic preparations.

Cδ / iδ-alkyimono- and oligoglycosides, their preparation and their use are known from the prior art. They are produced in particular by reacting glucose or oligosaccharides with primary alcohols with 8 to 18 carbon atoms. Regarding the glycoside residue, it applies that both monoglycosides in which a cyclic sugar residue is glycosidically bonded to the fatty alcohol and oligomeric glycosides with a degree of oligomerization of up to preferably about 8 are suitable. The degree of oligomerization is a statistical mean value which is based on a homolog distribution customary for such technical products.

Zwitterionic surfactants can also be used as emulsifiers. Zwitterionic surfactants are surface-active compounds that contain at least one quaternary ammonium group and at least one carboxylate and one sulfonate group in the molecule. Particularly suitable zwitterionic surfactants are the so-called betaines such as the N-alkyl-N, N-dimethylammonium glycinate, for example the coconut alkyldimethylammonium glycinate, N-acylaminopropyl-N, N-dimethylammonium glycinate, for example the coconut acylaminopropyldimethylammonium glycinate, and 2-alkylmethyl-carboxylate -3-hydroxyethylimidazolines each having 8 to 18 carbon atoms in the alkyl or acyl group and the cocoacylaminoethylhydroxyethylcarboxymethylglycinate. The fatty acid amide derivative known under the CTFA name of Cocamidopropyl Betaine is particularly preferred. Suitable emulsifiers are ampholytic surfactants. Ampholytic surfactants are understood to mean those surface-active compounds which, in addition to a Cβ-alkyl or -acyl group, contain at least one free amino group and at least one -COOH or -Sθ3H group in the molecule and are capable of forming internal salts. Examples of suitable ampholytic surfactants are N-alkylglycine, N-alkylpropionic acid, N-alkylaminobutyric acid, N-alkyliminodipropionic acid, N-hydroxyethyl-N-alkylamidopropylglycine, N-alkyltaurine, N-alkylsarcosine, 2-alkylaminopropionic acid and alkylaminoacetic acid each with about 8 to 18 C. Atoms in the alkyl group. Particularly preferred ampholytic surfactants are N-cocoalkylaminopropionate, cocoacylaminoethylaminopropionate and Ci2 / i8-acylsarcosine. In addition to the ampholytic emulsifiers, quaternary emulsifiers are also suitable, those of the esterquat type, preferably methylquaternized difatty acid triethanolamine ester salts, being particularly preferred.

Substances such as, for example, lanolin and lecithin and polyethoxylated or acylated lanolin and lecithin derivatives, polyol fatty acid esters, monoglycerides and fatty acid alkanolamides can be used as superfatting agents, the latter simultaneously serving as foam stabilizers.

Suitable consistency agents are primarily fatty alcohols or hydroxy fatty alcohols with 12 to 22 and preferably 16 to 18 carbon atoms and, in addition, 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 thickeners are, for example, polysaccharides, in particular xanthan gum, guar guar, agar agar, alginates and tyloses, carboxymethyl cellulose and hy- droxyethyl cellulose, also higher molecular weight polyethylene glycol mono- and diesters of fatty acids, polyacrylates (e.g. Carbopole® from Goodrich or Synthalene® from Sigma), polyacrylamides, polyvinyl alcohol and polyvinyl pyrrolidone, surfactants such as ethoxylated fatty acid glycerides, esters of fatty acids with polyols such as pentaerythritol or trierythritol or methylolpropane, fatty alcohol ethoxylates with a narrow homolog distribution or alkyl oligoglucosides as well as electrolytes such as table salt and ammonium chloride.

Suitable cationic polymers are, for example, cationic cellulose derivatives, e.g. a quaternized hydroxyethyl cellulose available under the name Polymer JR 400® from Amerchol, cationic starch, copolymers of diallylammonium salts and acrylamides, quaternized vinylpyrrolidone / vinylimidazole polymers such as e.g. Luviquat® (BASF), condensation products of polyglycols and amines, quaternized collagen polypeptides, such as for example lauryidimonium hydroxypropyl hydrolyzed collagen (Lamequat®L / Grünau), quaternized wheat polypeptides, polyethyleneimine, cationic silicone polymers, e.g. Amidomethicones, copolymers of adipic acid and dimethylaminohydroxypropyldiethylenetriamine (Cartaretine® / Sandoz), copolymers of acrylic acid with dimethyldiallylammonium chloride (Merquat® 550 / Chemviron), polyamino polyamides, e.g. described in FR 2252840 A and its crosslinked water-soluble polymers, cationic chitin derivatives such as quaternized chitosan, optionally microcrystalline, condensation products of dihaloalkylene, such as e.g. Dibromobutane with bisdialkylamines, e.g. Bis-dimethylamino-1,3-propane, cationic guar gum, e.g. Jaguar® CBS, Jaguar® C-17, Jaguar® C-16 from Celanese, quaternized ammonium salt polymers, 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, uncrosslinked and polyol-crosslinked polyacrylic acids, acrylamidopropyl - Trimethylammonium chloride / acrylate copolymers, octylacrylamide / methyl methacrylate / tert-butylaminoethyl methacrylate / 2-hydroxypropyl methacrylate copolymers, polyvinylpyrrolidone, vinylpyrrolidone / vinyl acetate copolymers, vinylpyrrolidone / dimethylaminoethyl methacrylate / vinylated-cellulose and, if appropriate, derivates in vinyl / cellulose amide and vinylamine-caprolactate.

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 are both liquid and at room temperature can be resinous. 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, waxes include Beeswax, camauba wax, candelilla wax, montan wax, paraffin wax, hydrogenated castor oils, fatty acid esters or micro waxes solid at room temperature, optionally in combination with hydrophilic waxes, e.g. Cetylstearyl alcohol or partial glycerides in question. Metal salts of fatty acids, such as e.g. Magnesium, aluminum and / or zinc stearate or ricinoleate are used.

Biogenic active substances are, for example, 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.

Antiperspirants such as aluminum chlorohydates are suitable as deodorant active ingredients. These are colorless, hygroscopic crystals that easily dissolve in the air and arise when aqueous aluminum chloride solutions are evaporated. Aluminum chlorohydrate is used in the manufacture of antiperspirant and deodorant preparations and is likely to act by partially occluding the sweat glands through protein and / or polysaccharide precipitation [cf. J. Soc. Cosm.Chem. 24, 281 (1973)]. For example, an aluminum chlorohydrate that corresponds to the formula [Al2 (OH) 5CI] * 2.5 H2O and whose use is particularly preferred is commercially available under the brand Locron® from Hoechst AG, Frankfurt / FRG [cf. J.Pharm.Pharmacol. 26, 531 (1975)]. In addition to the chlorohydrates, aluminum hydroxyl lactates and acidic aluminum / zirconium salts can also be used. Esterase inhibitors can be added as further deodorant active ingredients. These are preferably trialkyl citrates such as trimethyl citrate, tripropyl citrate, triisopropyl citrate, tributyl citrate and in particular triethyl citrate (Hydagen® CAT, Henkel KGaA, Düsseldorf / FRG). The substances inhibit enzyme activity and thereby reduce odor. The cleavage of the citric acid ester probably releases the free acid, which lowers the pH value on the skin to such an extent that the enzymes are inhibited. Other substances which are suitable esterase inhibitors are dicarboxylic acids and esters thereof such as glutaric acid, glutaric acid monoethyl ester, adipic acid, adipic acid, adipic acid monoethyl ester, adipic rediethylester, malonic acid and diethyl malonate, hydroxycarboxylic acids and esters thereof such as citric acid, malic acid, tartaric acid or Tartaric acid diethyl ester. Antibacterial agents that affect the bacterial flora and kill sweat-destroying bacteria inhibit their growth can also be contained in the pen preparations. Examples include chitosan, phenoxyethanol and chlorhexidine gluconate. 5-Chloro-2- (2,4-dichlorophen-oxy) phenol, which is sold under the Irgasan® brand by Ciba-Geigy, Basel / CH, has also proven to be particularly effective.

Hydrotropes such as ethanol, isopropyl alcohol or polyols can also be used to improve processability. Polyols that come into consideration here preferably have 2 to 15 carbon atoms and at least two hydroxyl groups. Typical examples are

• glycerin;

Alkylene glycols, such as, for example, ethylene glycol, diethylene glycol, propylene glycol, butylene glycol, hexylene glycol and polyethylene glycols with an average molecular weight of 100 to 1,000 daltons;

Technical oligogiycerin mixtures with a degree of self-condensation of 1.5 to 10, such as technical diglycerol mixtures with a diglycerol content of 40 to 50% by weight;

• Methyl compounds, such as in particular trimethylolethane, trimethylolpropane, trimethylolbutane, pentaerythritol and dipentaerythritol;

• Lower alkyl glucosides, in particular those with 1 to 8 carbons in the alkyl radical, such as methyl and butyl glucoside;

Sugar alcohols with 5 to 12 carbon atoms, such as sorbitol or mannitol,

• Sugar with 5 to 12 carbon atoms, such as glucose or sucrose;

Aminosugars, such as glucamine.

Suitable preservatives are, for example, phenoxyethanol, formaldehyde solution, parabens, pentanediol or sorbic acid and the other classes of substances listed in Appendix 6, Parts A and B of the Cosmetics Ordinance. Finely dispersed metal oxides or salts are suitable as pigments. Examples of suitable metal oxides are, in particular, zinc oxide and titanium dioxide and, in addition, oxides of iron, zirconium, silicon, manganese, aluminum and cerium and mixtures thereof. Silicates (talc), barium sulfate or zinc stearate can be used as salts.

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, cumin, juniper), fruit peel (bergamot, lemon, Oranges), roots (mace, angeiica, celery, cardamom, costus, iris, calmus), wood (pine, sandal, guaiac, cedar, rosewood), herbs and grasses (tarragon, lemongrass, sage, thyme), needles and twigs (spruce, fir, pine, mountain pine), resins and balsams (galbanum, elemi, benzoin, myrrh, olibanum, opoponax). Animal raw materials, such as civet and castoreum, are also suitable. Typical synthetic fragrance compounds are products of the ester, ether, aldehyde, ketone, alcohol and hydrocarbon type. Fragrance compounds of the ester type are, for example, benzyl acetate, phenoxyethyl isobutyrate, p-tert-butylcyclohexyl acetate, linalyl acetate, dimethylbenzylcarbinyl acetate, phenylethyl acetate, linalyl benzoate, benzyl formate, ethyl methylphenylglycinate, allylcyclohexyl benzylatepylpropylate, stylate propionate, stylate propionate. The ethers include, for example, benzyl ethyl ether, the aldehydes include, for example, the linear alkanals having 8 to 18 carbon atoms, citral, citronellal, citronellyloxyacetaldehyde, cyclamenaldehyde, hydroxycitronellal, lilial and bourgeonal, the ketones include, for example, the jonones, oc-isomethylionone and methylcedryl ketone Anethol, 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 low 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, 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-da- mascone, 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, the combination of soap according to the invention with selected amounts of glucosides and / or glucamides in particular giving rise to a particularly malleable mass which is plastic under heat and hard after cooling, and where the molded products have a smooth surface. 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 (c) and optionally (e) 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

On the basis of the following recipe 1 according to the invention and the comparative recipes V1 and V2, soap bars were pressed and tested for their application properties (rating on a scale from + = satisfactory to +++ = very good). The results are summarized in Table 1. According to all test criteria, the formulation according to the invention shows clear advantages. Bar soaps with olefin sulfonate are distinguished from comparative examples 1 and 2, which contain sulfosuccinate (V1) or a higher amount of lauryl glucoside (V2) instead of olefin sulfonate, by better skin feel, increased foaming, less tendency to absorb water, reduced deformability and Cracking after drying out.

Table 1 :

Bar soaps • Compositions and properties (quantities as% by weight)

Claims

claims

1. Bar soaps containing

(a) 1 to 20% by weight of alkyl and / or alkenyl oligoglycosides,

(b) 10 to 35% by weight of fatty acid salts,

(c) 10 to 40% by weight of olefin sulfonates,

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

(e) 0 to 40% by weight of water-soluble structurants

2. bar soaps according to claim 1, characterized in that they contain as component (a) 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. bar soaps according to claims 1 and / or 2, characterized in that they contain as component (b) fatty acid salts of the formula (II),

R ² CO-OX (II)

in which R ² 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 and X represents an alkali and / or alkaline earth metal, ammonium, alkylammonium, alkanolammonium and / or glucammonium .

4. bar soaps according to at least one of claims 1 to 3, characterized in that they contain as component (c) olefin sulfonates which are obtained by addition of SO3 to olefins of the formula (III),

R ³ -CH = CH-R ⁴ (III)

CORRECTED SHEET (RULE 91) wherein R ³ and R ⁴ independently of one another represent H or alkyl radicals having 1 to 20 carbon atoms, with the proviso that R ² and R ³ together have at least 6 carbon atoms.

5. bar soaps according to at least one of claims 1 to 4, characterized in that they contain as component (c) α-olefin sulfonates.

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

R ⁵ CO-OH (IV)

in which R ⁵ CO represents an aliphatic, linear or branched acyl radical having 6 to 22 carbon atoms and 0 and / or 1, 2 or 3 double bonds.

7. bar soaps according to at least one of claims 1 to 6, characterized in that they contain water-soluble structurants as optional component (s).

8. bar soaps according to at least one of claims 1 to 7, characterized in that they further contain builders, builders, emulsifiers, superfatting agents, cation polymers, silicone compounds, colorants and perfumes.

9. bar soaps according to at least one of claims 1 to 8, characterized in that obtainable by using components (a) and (c) and optionally (e) in practically anhydrous, granular form.

CORRECTED SHEET (RULE 91) I SA / EP