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WO2001010999A1 - Savonnettes - Google Patents

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Publication number
WO2001010999A1
WO2001010999A1 PCT/EP2000/007332 EP0007332W WO0110999A1 WO 2001010999 A1 WO2001010999 A1 WO 2001010999A1 EP 0007332 W EP0007332 W EP 0007332W WO 0110999 A1 WO0110999 A1 WO 0110999A1
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WO
WIPO (PCT)
Prior art keywords
acid
carbon atoms
weight
bar soaps
contain
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.)
Ceased
Application number
PCT/EP2000/007332
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German (de)
English (en)
Inventor
Hermann Hensen
Anke Eggers
Werner Seipel
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
BASF Personal Care and Nutrition GmbH
Original Assignee
Cognis Deutschland GmbH and Co KG
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Filing date
Publication date
Application filed by Cognis Deutschland GmbH and Co KG filed Critical Cognis Deutschland GmbH and Co KG
Publication of WO2001010999A1 publication Critical patent/WO2001010999A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
    • C11D17/0047—Detergents in the form of bars or tablets
    • C11D17/006—Detergents in the form of bars or tablets containing mainly surfactants, but no builders, e.g. syndet bar
    • 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
    • C11D10/00—Compositions of detergents, not provided for by one single preceding group
    • C11D10/04—Compositions of detergents, not provided for by one single preceding group based on mixtures of surface-active non-soap compounds and soap
    • C11D10/045—Compositions of detergents, not provided for by one single preceding group based on mixtures of surface-active non-soap compounds and soap based on non-ionic surface-active compounds and soap
    • 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

Definitions

  • the invention relates to new bar soaps which contain alkoxylated carboxylic acid esters and fatty acid salts as essential components.
  • 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.
  • bar soaps are desired which produce a more productive and creamy foam than the products of the prior art and which also have improved dermatological compatibility.
  • the soaps should continue to impart an improved skin feel and have a lower tendency to swell and crack.
  • the object of the present invention was therefore to provide bar soaps of the complex requirement profile described.
  • the invention relates to bar soaps containing
  • the bar soaps according to the invention not only produce a particularly stable and creamy foam, but also have improved dermatological compatibility, increased water retention on the skin (skin moisture) and a reduced tendency to swamp.
  • the invention includes the knowledge that the combination of the alkoxyated carboxylic acid esters with other surfactants, in particular of the alkyl and / or alkenyl oligoglycoside type, fatty acid N-alkylpolyhydroxyalkylamides, monoglyceride (etf ⁇ er) sulfates, olefin suifonates, betaines and fatty acid polyglycol ester sulfates or mixtures thereof with bar soaps lead to further improved properties.
  • Alkoxyated carboxylic acid esters which form component (a) are known from the prior art.
  • such alkoxyated carboxylic acid esters can be obtained by reacting alkoxylated carboxylic acids with alcohols.
  • the compounds are preferred by reacting carboxylic acid esters with alkylene oxides using tion of catalysts, in particular using calcined hydrotalcite according to German Offenlegungssch ⁇ ft DE 3914131 A, which provide compounds with a restricted homolog distribution.
  • both carboxylic acid esters of monohydric alcohols and polyhydric alcohols can be alkoxylated.
  • Alkoxylated carboxylic acid esters of the formula (I) are preferably used in accordance with the present invention,
  • R 1 CO stands for an aliphatic acyl radical with 6 to 30 C atoms
  • AlkO for alkylene oxide
  • n for numbers from 1 to 30
  • R 2 for an aliphatic alkyl radical with 1 to 8 carbon atoms.
  • AlkO stands for the alkylene oxides which correspond to the Carboxylic acid esters are reacted and include ethylene oxide, propylene oxide and / or butylene oxide, preferably ethylene oxide and / or propylene oxide, in particular ethylene oxide alone.
  • Preferred acyl radicals are derived from carboxylic acids with 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 deep and / or vegetable fats and oils, for example from coconut oil, palm kernel oil, palmol, soybean oil, sunflower oil, rubola, cotton seed oil, fish oil, beef tallow and lard , Elaidic acid, petroselinic acid, linoleic acid, linolenic acid, elaeostearic acid, arachic acid, gadoleic acid, behenic acid and / or erucic acid
  • R 1 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 2 represents a methyl radical.
  • examples of such compounds are methyl acetate, alkoxylated with 5, 7, 9 or 11 mol ethylene oxide, methyl coconut fatty acid and tallow fatty acid methyl ester fatty acid salts
  • the fatty acid salts which form component (b) 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 coconut fatty acid, palm kernel fatty acid, palm fatty acid and tallow fatty acid.
  • Alkyl and alkenyl oligoglycosides which may be included as optional surfactant component (d), are known nonionic surfactants which follow the formula (II),
  • R 3 is an alkyl and / or alkenyl radical having 4 to 22 carbon atoms
  • G is a sugar radical having 5 or 6 carbon atoms
  • p is a number from 1 to 10. They can be obtained according to the relevant procedures in preparative organic chemistry.
  • the alkyl and / or alkenyl oligoglycosides can be derived from aldoses or ketoses with 5 or 6 carbon atoms, preferably glucose.
  • the preferred alkyl and / or alkenyl oligoglycosides are thus alkyl and / or alkenyl oligoglucosides.
  • 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 3 can be derived from primary alcohols having 4 to 11, preferably 8 to 10, carbon atoms. Typical examples are butanol, capronalcohol, caprylic alcohol, capric alcohol and undecyl alcohol and their technical mixtures, such as are obtained, for example, in the hydrogenation of technical fatty acid methyl esters or in the course of the hydrogenation of aldehydes from Roelen's oxosynthesis.
  • the Alkyl or alkenyl radical R 3 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, palmoley alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, elaidyl alcohol, petroselinyl alcohol, arachyl alcohol, gadoieyl alcohol, behenyial alcohol, erucyl alcohol, brassidyl alcohol and the technical mixtures described above, which can be obtained as well as their technical mixtures.
  • Alkyl oligoglucosides based on hydrogenated Ci2 / i4 coconut alcohol with a DP of 1 to 3 are preferred.
  • Fatty acid N-alkylpolyhydroxyalkylamides which may also be included as optional surfactant component (c2), are nonionic surfactants which follow the formula (III),
  • R 5 CO is an aliphatic acyl radical having 6 to 22 carbon atoms
  • R 4 is an alkyl or hydroxyalkyl radical having 1 to 4 carbon atoms
  • [Z] is a linear or branched polyhydroxyalkyl radical having 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 ammonia, an alkylamine or an alkanolamine and subsequent acylation with a fatty acid, a fatty acid alkyl ester or a fatty acid chloride. With regard to the processes for their production, reference is made to US Pat. Nos.
  • the fatty acid N-alkylpolyhydroxyalkylamides are preferably derived from reducing sugars having 5 or 6 carbon atoms, in particular from glucose.
  • the preferred fatty acid N-alkyl polyhydroxyalkylamides are therefore fatty acid N-alkylglucamides, as represented by the formula (IV):
  • the fatty acid N-alkylpolyhydroxyalkylamides used are preferably glucamides of the formula (IV) in which R 5 represents methyl group and R 3 CO represents the acyl radical of caproic acid, caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, palmoleic acid, stearic acid, isostearic acid .
  • Fatty acid N-alkylglucamides of the formula (IV) 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.
  • the polyhydroxyalkylamides can also be derived from maltose and palatinose.
  • Monoglyceride sulfates and monoglyceride ether sulfates which may be included as further anionic surfactants (component c3), 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-B1 0561825, EP-B1 0561999 (Henkel)].
  • the neutralized substances can be subjected to ultrafiltration in order to reduce the electrolyte content to a desired level [DE-A1 4204700 (Henkel)].
  • Overviews on the chemistry of monoglyceride sulfates are available, for example, from A.K. Biswas et al. in J.Am.Oil.Chem.Soc. 37, 171 (1960) and F.U. Ahmed J.Am.Oil. Soc. 67, 8 (1990).
  • the monoglyceride (ether) sulfates to be used in accordance with the invention follow the formula (V),
  • R 6 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 monogiyceride as well as their ethylene oxide adducts or their form of sulfuric acid with sulfuric acid trioxide.
  • Monoglyceride sulfates of the formula (V) are preferably used, in which R 6 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.
  • the stucco soaps according to the invention contain, as further anionic surfactants, olefin sulfonates (component c4) which are usually obtained by addition of SO3 onto olefins of the formula (VI),
  • R 7 and R 8 independently of one another represent H or alkyl radicals having 1 to 20 carbon atoms, with the proviso that R 7 and R 8 together have at least 6 and preferably 10 to 16 carbon atoms
  • olefin sulfonates but preferably ⁇ -olefin sulfonates, can be used, which result when R 7 or R 8 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-octadecene, 1-, 2-, 3-, 4-, 5-, 6-
  • olefin sulfonate is present in the mixture as an alkali metal, alkaline earth metal, ammonium, alkylammonium, alkanolammonium, glucammonium, preferably sodium salt.
  • olefin sulfonates in water-based paste preferably at a pH of 7 to 10
  • anhydrous products preferably as granules
  • 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 amine compounds.
  • the starting materials are preferably condensed with halocarboxylic acids or their salts, in particular with sodium chloroacetate, where One mole of salt is formed per mole of betaine.
  • unsaturated carboxylic acids such as acrylic acid
  • R 9 for alkyl and / or alkenyl radicals with 6 to 22 carbon atoms
  • R 10 for hydrogen or alkyl radicals with 1 to 4 carbon atoms
  • R 11 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, Removal cyldimethylamin, dodecylmethylamine dodecyldimethylamine Dodecylethylmethylamin, Ci2 / i4-Kokosal- kyldimethylamin, My ⁇ styldimethylamin, cetyldimethylamine, Stearyldimethylamm, Stearyiethyl-methyl-amine, Oleyldimethylamine Ci6 / 18-tallow al
  • R 12 CO represents an aliphatic acyl radical having 6 to 22 carbon atoms and 0 or 1 to 3 double bonds
  • m represents numbers from 1 to 3
  • R 10 , R 11 , q and X have the meanings given above.
  • Typical examples are reaction products of fatty acids having 6 to 22 carbon atoms, including caproic, caprylic acid, Cap ⁇ nsaure, Lau ⁇ nsaure, Mynstinsaure, palmitic acid, Palmoleinsaure, Steannsaure, Isosteannsaure, oleic acid, Elaidi ⁇ saure, petroselinic acid, linoleic acid, linolenic acid, Elaeostea ⁇ nsaure, arachic acid, Gadolemsaure, behenic acid and erucic acid and technical mixtures thereof, with N, N-D ⁇ methylam ⁇ noethylam ⁇ n, N, N-D ⁇ methylam ⁇
  • the soaps according to the invention can contain fatty acid polyglycol ester sulfates (component c6) of the formula (IX) as further surfactants, in which R 13 CO represents a linear or branched saturated or unsaturated acyl radical having 6 to 22 carbon atoms, w represents an average of 1 to 3 and AO represents a CH2CH2O-, CH 2 CH (CH 3 ) 0- and / or CH ( CH 3 ) CH 2 0 radical and X represents an alkali and / or alkaline earth metal, ammonium, alkylammonium, alkanolammonium or glucammonium, are known anionic surfactants and are prepared by sulfation of the corresponding fatty acid polyglycol esters.
  • R 13 CO represents a linear or branched saturated or unsaturated acyl radical having 6 to 22 carbon atoms
  • w represents an average of 1 to 3
  • AO represents a CH2CH2O-, CH 2 CH (CH 3
  • ethylene oxide, propylene oxide or its mixture - in random or block distribution - is added to the corresponding fatty acids, this reaction being acid-catalyzed, but preferably in the presence of bases such as, for example, sodium methylate or calcined hydrotalcite.
  • bases such as, for example, sodium methylate or calcined hydrotalcite.
  • the intermediates can also be obtained by esterifying the fatty acids with a The alkylene glycol can be prepared.
  • the sulfation of the fatty acid polyglycol esters can be carried out in a manner known per se with chlorosulfonic acid or preferably gaseous sulfuric oxide, the molar ratio between fatty acid polyglycol ester and sulfating agent 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 less sulfating agents than would be stoichiometrically required for complete conversion.
  • fatty acid polyglycol ester For example, if molar amounts of fatty acid polyglycol ester are selected Sulfating agents from 1 0.5 to 1 0.95 are obtained mixtures of fatty acid polyglycol ester sulfates and fatty acid polyglycol esters, which are also advantageous for a whole range of applications. In order to avoid hydrolysis, it is very important to use the neutralizers tion 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 moles of ethylene oxide and / or propylene oxide, but preferably the adducts with 1 mole of ethylene oxide or 1 mole of propylene oxide
  • Fatty acid polyglycol ester sulfates of the formula (IX) are preferably used in which R 13 CO for an acyl radical having 12 to 18 carbon atoms, w for an average of 1 or 2, AO for a CH2CH2 ⁇ group and X.
  • sodium or ammonium such as, for example, lauric acid + 1 EO sulfate Na t ⁇ umsalz, Lau ⁇ nsaure + 1 EO sulfate ammonium salt, coconut fatty acid + 1 EO sulfate sodium salt, coconut fatty acid + 1 EO sulfate ammonium acid, tallow fatty acid + -1 EO sulfate sodium salt, tallow fatty acid + 1 EO sulfate sulfate as well as their mixtures fatty acids
  • Fatty acids which form optional component (d) are to be understood as aliphatic carboxylic acids of the formula (X)
  • R 1 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, 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.
  • 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.
  • builders can also contain finely divided, water-insoluble alkali metal silicon silicates, the use of synthetic, bound water-containing crystalline sodium aluminum silicates, 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 with 12 to 22 carbon atoms in each of the fat residues. Examples of suitable emulators are nonionic surfactants from at least one of the following groups:
  • Partial esters of polyglycerin (average degree of self-condensation 2 to 8), polyethylene glycol (molecular weight 400 to 5000), trimethylolpropane, pentaerythritol, sugar alcohols (e.g. sorbitol), alkyl glucosides (e.g. methyl glucoside, butyl glucoside, lauryl glucoside) and polyglucosides with (e.g. / 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;
  • 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.
  • Ci2 / i8 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 are: 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 Lauro ⁇ 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 atom
  • Possible consistency agents are primarily fatty alcohols or hydroxyfatty alcohols with 12 to 22 and preferably 16 to 18 carbon atoms and also partial glycides, 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 polyglycine poly-12-hydroxystearates
  • Suitable cationic polymers are, for example, cationic cellulose derivatives, such as, for example, a quaternized hydroxyethyl cellulose, which is available under the name Polymer JR 400® from Amerchol, cationic starches, copolymers of diallylammonium salts and acrylamides, quaternized vinylpyrrolidone / vinylimidazole polymers such as BASF Luviqu ), Condensation products of polyglycols and amines, quaternized collagen polypeptides, such as, for example, lauryldimonium hydroxypropyl hydrolyzed collagen (Lamequat®IJGrunau), quaternized wheat polypeptides, polyethyleneimine, cationic silicone polymers, such as amidomethicones, copolymers of adipiethetic acid hydroxide and dimethylethylaxine (p / Sandoz), copolymers of acrylic acid with dimethyldiallylammonium chloride (M
  • Anionic, zwitterionic, amphoteric and nonionic polymers include, for example, vinyl acetate / crotonic acid copolymers vinylpyrrolidone / vinyl acrylate copolymers, vinyl acetate / butyl maleate / isobornylacrylate copolymers, methyl vinyl ether / malemic acid anhydride polymers and acrylamides and polyamides, polyamides, and polyamides, polyamides, and polyamides, polyamides, and polyamides, polyamides, and polyamides, polyamides, and polyamides, polyamides, and polyamides, polyamides, and polyamides, u-amyl acrylate copolymers, ⁇ d / acrylate copolymers, octylacrylam ⁇ d / methyl methacrylate / tert-butylam ⁇ o-ethyl methacrylate / 2-hydroxy-proyl-methacrylate copolymers,
  • Suitable silicone compounds are, for example, dimethylpoysiloxanes, methylphenylpolysiloxanes, cyc cal silicones and ammo-, 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.
  • Simethicones which are mixtures of dimethicones with an average chain length of 200 to 300 dimethylsiloxane units and hydrogenated silicates
  • 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 waxes.
  • 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, bees
  • 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 art as phosphatidylcholines (PC) and follow the general formula
  • R typically represents linear aliphatic hydrocarbon radicals with 15 to 17 carbon atoms and up to 4 cis double bonds.
  • lecithins are the kephaiins, which are also referred to as phosphatidic acids and are derivatives of 1,2-diacyl-sn-glycerol-3-phosphoric acids.
  • phospholipids are usually understood to be mono- and preferably diesters of phosphoric acid with glycerol (glycerol phosphates), which are generally classed as fats.
  • sphingosines or sphingolipids are also suitable.
  • 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.
  • germ-inhibiting agents such as.
  • Esterase inhibitors are suitable as enzyme inhibitors. 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.
  • esterase inhibitors include 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, monoethyl glutarate, diethyl glutarate, adipic acid ester, Monoethyl adipate, diethyl adipate, malonic acid and diethyl malonate, hydroxycarboxylic acids and their esters such as citric acid, malic acid, tartaric acid or tartaric acid diethyl ester and zinc glycinate.
  • 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, monoethy
  • 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, for example, benzyl acetate, p-tert-butylcydohexyl acetate, linain acetate, phenylethyl acetate, linalyl benzoate, benzyl formate, allyl cyclohexyl propionate, styrallyl propionate and benzyl saiicylate.
  • the ethers include, for example, benzylethyl ether, the aldehydes, for example, the linear alkanals with 8 to 18 carbon atoms, citral, citronellal, citronellyloxyacetaldehyde, cyclamenaldehyde, hydroxycitronellal, lilial and bourgeonal, and the ketones, for example, the ionones and methylcedryl ketone the alcohols anethole, citronellol, eugenol, isoeugenol, geraniol, linalool, phenylethyl alcohol and terpineol, the hydrocarbons mainly include the terpenes and balsams.
  • fragrance 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, labdanum oil and lavandin oil.
  • Antiperspirants reduce sweat formation by influencing the activity of the eccrine sweat glands and thus counteract armpit wetness and body odor.
  • Aqueous or anhydrous formulations of antiperspirants typically contain the following ingredients:
  • 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.
  • 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.
  • oil-soluble and water-soluble auxiliaries customary in antiperspirants can be used in smaller quantities
  • Amounts may be included.
  • oil soluble aids can e.g. his:
  • 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 peel (bergamot, lemon, Oranges), roots (mace, angeiica, 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).
  • 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 benzylatepylylpropylate, benzylate propylate pylate.
  • 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, ⁇ -isomethylionone and methylcedryl ketone the alcohols anethole, citronellol, eugenol, isoeugenol, geraniol, linalool, phenylethyl alcohol and terpineoi
  • the hydrocarbons mainly include the terpenes and balsams.
  • fragrance oils of lower volatility which are mostly used as aroma components, are also suitable as perfume oils, for example sage oil, chamomile oil, clove oil, lemon balm oil, mint oil, cinnamon leaf oil, linden blossom oil, juniper berry oil, vetiver oil, oliban oil, galbanum oil, labolanum oil and lavandin.
  • 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.
  • the bar soaps according to the invention can be produced in the manner customary for such products take place, in particular through the combination of soap according to the invention with selected amounts of glucosides and / or glucamides, a particularly easily formable mass, which is plastic under heat and hard after cooling, and wherein the shaped 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.
  • components (a) and optionally further surfactants (c) are used in anhydrous, granular form, as obtained after drying in a so-called flash dryer.

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  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Detergent Compositions (AREA)

Abstract

Nouvelles savonnettes qui contiennent (a) 1 à 60 % en poids d'esters d'acide carboxylique alcoxylés, (b) 10 à 60 % en poids de sels d'acides gras, (c) 0 à 40 % en poids de co-tensioactifs anioniques, non ioniques ou amphotères, (d) 0 à 10 % en poids d'acides gras et (e) 0 à 40 % en poids de structurants hydrosolubles, à condition que les quantités, éventuellement avec de l'eau et d'autres additifs et adjuvants courants, se complètent pour atteindre 100 % en poids.
PCT/EP2000/007332 1999-08-06 2000-07-28 Savonnettes Ceased WO2001010999A1 (fr)

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DE1999137296 DE19937296A1 (de) 1999-08-06 1999-08-06 Stückseifen
DE19937296.9 1999-08-06

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Publication number Priority date Publication date Assignee Title
US6544938B1 (en) * 2001-10-02 2003-04-08 Unilever Home & Personal Care Usa, Division Of Conopco, Inc. Soap bar comprising high levels of specific alkoxylated triglycerides which provide enhanced sensory properties and process well
DE10318325A1 (de) * 2003-04-19 2004-10-28 Beiersdorf Ag Festes Reinigungsstück, enthaltend elastomere Polymere

Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0176330A2 (fr) * 1984-09-25 1986-04-02 Unilever Plc Compositions nettoyantes contenant des agents protecteurs de la peau
EP0189332A2 (fr) * 1985-01-25 1986-07-30 Unilever Plc Savon de toilette sous forme de barre
EP0459769A2 (fr) * 1990-06-01 1991-12-04 Unilever Plc Compositions de nettoyage avec une réduction de pâte, amélioration de la douceur ou les deux
DE4331297A1 (de) * 1993-09-15 1995-03-16 Henkel Kgaa Stückseifen
DE19645214C1 (de) * 1996-11-02 1997-12-04 Henkel Kgaa Stückseifen
EP0848056A2 (fr) * 1996-12-11 1998-06-17 Kao Corporation Composition de savon sous forme de barre moulée
DE19703745A1 (de) * 1997-02-03 1998-08-06 Henkel Kgaa Stückseifen
WO2000042160A1 (fr) * 1999-01-11 2000-07-20 Unilever Plc Composition de pain detergent amelioree

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE19806494C2 (de) * 1998-02-17 2001-11-22 Cognis Deutschland Gmbh Stückseifen

Patent Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0176330A2 (fr) * 1984-09-25 1986-04-02 Unilever Plc Compositions nettoyantes contenant des agents protecteurs de la peau
EP0189332A2 (fr) * 1985-01-25 1986-07-30 Unilever Plc Savon de toilette sous forme de barre
EP0459769A2 (fr) * 1990-06-01 1991-12-04 Unilever Plc Compositions de nettoyage avec une réduction de pâte, amélioration de la douceur ou les deux
DE4331297A1 (de) * 1993-09-15 1995-03-16 Henkel Kgaa Stückseifen
DE19645214C1 (de) * 1996-11-02 1997-12-04 Henkel Kgaa Stückseifen
EP0848056A2 (fr) * 1996-12-11 1998-06-17 Kao Corporation Composition de savon sous forme de barre moulée
DE19703745A1 (de) * 1997-02-03 1998-08-06 Henkel Kgaa Stückseifen
WO2000042160A1 (fr) * 1999-01-11 2000-07-20 Unilever Plc Composition de pain detergent amelioree

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