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WO2000061099A1 - Agent cosmetique aqueux contenant des esters d'acide tartrique ou d'acide citrique d'alkylpolyglycoses et un principe actif acide ayant des proprietes de conservation - Google Patents

Agent cosmetique aqueux contenant des esters d'acide tartrique ou d'acide citrique d'alkylpolyglycoses et un principe actif acide ayant des proprietes de conservation Download PDF

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Publication number
WO2000061099A1
WO2000061099A1 PCT/EP2000/002967 EP0002967W WO0061099A1 WO 2000061099 A1 WO2000061099 A1 WO 2000061099A1 EP 0002967 W EP0002967 W EP 0002967W WO 0061099 A1 WO0061099 A1 WO 0061099A1
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Prior art keywords
acid
group
composition according
alkyl
hair
Prior art date
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Ceased
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PCT/EP2000/002967
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German (de)
English (en)
Inventor
Jens Meyer
Dieter Goddinger
Winfried Seidel
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Hans Schwarzkopf and Henkel GmbH
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Hans Schwarzkopf and Henkel GmbH
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Priority to AU45423/00A priority Critical patent/AU4542300A/en
Publication of WO2000061099A1 publication Critical patent/WO2000061099A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
    • C09K23/34—Higher-molecular-weight carboxylic acid esters
    • C09K23/36—Esters of polycarboxylic acids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/36—Carboxylic acids; Salts or anhydrides thereof
    • A61K8/365—Hydroxycarboxylic acids; Ketocarboxylic acids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/36—Carboxylic acids; Salts or anhydrides thereof
    • A61K8/368—Carboxylic acids; Salts or anhydrides thereof with carboxyl groups directly bound to carbon atoms of aromatic rings
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/60—Sugars; Derivatives thereof
    • A61K8/604—Alkylpolyglycosides; Derivatives thereof, e.g. esters
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A61Q19/10—Washing or bathing preparations
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/02—Preparations for cleaning the hair
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents

Definitions

  • the invention relates to aqueous cosmetic compositions for the treatment of hair or skin, which are formulated on a mild surfactant basis, and to the use of these compositions for cleaning hair and skin.
  • the cleaning and care of skin and hair as well as the decorative design of the hairstyle are important components of human body care.
  • the efforts to make optimized products available to the hairdresser as well as the end user are correspondingly great.
  • One focus of the development work is of course on the actual product properties, be it the cleaning effect of a shampoo, a shower bath or a liquid soap, the care effect of a hair treatment or skin cream, the coloring properties of a coloring agent or a tint, the quality of a perm or the hairstyle hold of a setting or Hair sprays.
  • attempts are increasingly being made to prevent possible undesirable side effects, such as can occur in certain consumer groups such as allergy sufferers or very sensitive people.
  • the invention therefore relates to aqueous cosmetic compositions for treating the hair or the skin on a mild surfactant base, which contain as surfactant at least one ester of a hydroxy-substituted bicarbonic acid or tricarboxylic acid (A) with the general formula (I),
  • X is H or a -CH, COOR group
  • YH or -OH is, provided that when X is -CH 2 COOR, Y is R, R, R 1 and R 2 independently of one another are a hydrogen atom, an alkali or alkaline earth metal cation, an ammonium group, the cation of an ammonium organic base or a radical Z derived from a polyhydroxylated organic compound selected from the group consisting of etherified (C 6 -C lg ) alkyl Polysaccharides having 1 to 6 monomeric saccharide units and etherified aliphatic (C 6 -C I6 ) hydroxyalkyl polyols having 2 to 16 hydroxyl radicals are selected, on the condition that at least one of the groups R.
  • etherified (C 6 -C lg ) alkyl Polysaccharides having 1 to 6 monomeric saccharide units and etherified aliphatic (C 6 -C I6 ) hydroxyalkyl polyols having 2 to 16 hydroxyl radicals are selected
  • R 1 or R 2 is a Z is radical, and an active ingredient with preservative properties (B) selected from benzoic acid, saturated or unsaturated carboxylic acids and ketocarboxylic acids. their derivatives and their physiologically tolerable salts with the proviso that the pH of the agent is in the range from 4 to 5.5.
  • B an active ingredient with preservative properties
  • the compounds of formula (I) are, for example, from European patent EP-B1-0 258 814 and from the articles by N. Burns, Drug Cosmet. Ind. 160 (3), 42 (1997) and T. Verzotti et al., Cosmetic News XX-112, 29 (1997).
  • this prior art does not provide any indication of the agents according to the invention.
  • R, R 1 and R 2 preferably represent alkali metal cations, in particular the sodium ion, alkaline earth metal cations, in particular the magnesium ion, and the ammonium ion.
  • the group Z is preferably an etherified (C 6 -C 18 ) alkyl polysaccharide.
  • Group Z preferably contains glucose as the saccharide.
  • C 6 -C 16 -alkyl groups in particular are used as alkyl groups, the choice of unbranched saturated groups being preferred.
  • the alkyl groups can, however, also be mixtures which are obtained when natural fats and oils are processed. Mixtures consisting essentially of C 8 -C 10 alkyl groups, C 12 -C 14 alkyl groups or
  • C8-I6 alkyl groups may be preferred in the invention.
  • Group Z contains 1 to 6 monomeric saccharide units. According to a preferred embodiment, the group Z contains 2 to 6 glucose units. However, it may also be preferred to use groups Z with 1.2 to 3. in particular 1.3 to 2. glucose units. It should be noted that mixtures always arise in the synthesis, and these numerical values are derived from the stoichiometric ratio of the starting substances fatty alcohol and saccharide.
  • the compounds according to formula (I) are derivatives of citric acid, tartaric acid or malic acid. Such compounds which are derivatives of citric acid and in particular tartaric acid are preferred according to the invention.
  • the agents according to the invention can of course also contain more than one surfactant (A) of the formula (I).
  • the agents according to the invention preferably contain the compounds of formula (I) in amounts of 0.5 to 8.0% by weight, particularly preferably in amounts of 1 to 5% by weight and in particular in amounts of about 2 to 3% by weight. -%, each based on the total mean.
  • the agents according to the invention contain an active substance with preserving properties (B), selected from benzoic acid, saturated or unsaturated carboxylic acids and ketocarboxylic acids, their derivatives and their physiologically tolerable salts.
  • Preferred active ingredients (B) are sorbic acid, laevulinic acid, benzoic acid and salicylic acid and the physiologically tolerable salts of these acids.
  • the alkali metal salts, in particular the sodium salt, the alkaline earth metal salts, in particular the calcium or magnesium salt, and the ammonium salt are preferably used as physiologically compatible salts.
  • Preferred active ingredients B are salicylic acid and sorbic acid. Laevulinic acid and its salts. A combination of two or more active substances (B) is also encompassed by the teaching according to the invention. Combinations of salicylic acid or a salicylic acid salt, especially sodium salicylate, and benzoic acid or a benzoic acid salt, especially sodium benzoate, have proven to be outstandingly suitable according to the invention. The combination of sodium benzoate / salicylic acid is very particularly preferred.
  • the agents according to the invention preferably contain the active ingredients (B) in amounts of 0.1 to 2.0% by weight, based on the total agent.
  • the upper limit can be lower for certain connections, according to the legal regulations of some states.
  • the agents according to the invention contain water as the third mandatory component.
  • the agents according to the invention have a pH in the range from 4 to 5.5.
  • any acid or base that can be used for cosmetic purposes can be used to adjust this pH.
  • an acid may be preferred to use an acid from the group of edible acids ren such as acetic acid, lactic acid, tartaric acid.
  • Citric acid Malic acid.
  • citric acid and lactic acid is particularly preferred.
  • the cosmetic agent is not subject to any restrictions.
  • the mildness of the preparations according to the invention is particularly effective in agents for treating the hair and skin, in particular for cleaning and maintaining the hair and skin.
  • the agent according to the invention is a hair cleanser (shampoo), a shower bath, a foam bath or a liquid soap.
  • shampoos and shower baths are preferred representatives of this embodiment.
  • These agents can contain all other ingredients known for such preparations.
  • the shampoos, shower baths, foam baths and liquid soaps according to the invention preferably contain at least one further cleaning component.
  • This is selected in particular from the group of anionic, ampholytic, zwitterionic and nonionic surfactants;
  • cationic surfactants can also be used.
  • Suitable anionic surfactants in agents according to the invention are all anionic surface-active substances suitable for use on the human body. These are characterized by a water-solubilizing, anionic group such as. B. a carboxylate, sulfate, sulfonate or phosphate group and a lipophilic alkyl group with about 10 to 22 carbon atoms. In addition, glycol or polyglycol ether groups, ester, ether and amide groups and hydroxyl groups may be included. Examples of suitable anionic surfactants are, in each case in the form of the sodium. Potassium, magnesium and ammonium as well as the mono-, di- and trialkanolammonium salts with 2 or 3 carbon atoms in the alkanol group,
  • Ether carboxylic acids of the formula RO- (CH2 "CH2 ⁇ ) ⁇ -CH2-COOH, in which R is a linear alkyl group with 10 to 22 C atoms and x 0 or 1 to 16, amide ether carboxylates of the formula [R-NH (-CH 2 -CH 2 -O) n -CH, -COO] m Z, in which R is a linear or branched, saturated or unsaturated acyl radical having 2 to 29 carbon atoms, n is an integer from 1 to 10, m is a number 1 or 2 and Z represents a cation from the group of the alkali or alkaline earth metals, acyl sarcosides with 10 to 18 C atoms in the acyl group, acyl taurides with 10 to 18 C atoms in the acyl group, acyl isethionates with 10 to 18 C atoms in the acyl group,
  • Preferred anionic surfactants are alkyl sulfates, alkyl polyglycol ether sulfates and ether carboxylic acids with 10 to 18 carbon atoms in the alkyl group and up to 12 glycol ether groups in the molecule, and sulfosuccinic acid and dialkyl esters with 8 to 18 carbon atoms in the alkyl group and sulfosuccinic acid mono- alkyl polyoxyethyl ester with 8 to 18 carbon atoms in the alkyl group and 1 to 6 oxyethyl groups.
  • Non-ionic surfactants contain z.
  • B a polyol group. a polyalkylene glycol ether group or a combination of polyol and polyglycol ether groups.
  • Such connections are, for example
  • Preferred nonionic surfactants are alkyl polyglycosides of the general formula RO- (S) ⁇ . These connections are characterized by the following parameters.
  • the alkyl radical R contains 6 to 22 carbon atoms and can be either linear or branched. Primary linear and methyl-branched aliphatic radicals in the 2-position are preferred. Such alkyl radicals are, for example, 1-octyl, 1-decyl, 1-lauryl, 1-myristyl, 1-cetyl and 1-stearyl. 1-Octyl, 1-decyl, 1-lauryl, 1-myristyl are particularly preferred. When using so-called "oxo alcohols" as starting materials, compounds with an odd number of carbon atoms in the alkyl chain predominate.
  • the alkyl polyglycosides which can be used according to the invention can contain, for example, only a certain alkyl radical R. Usually, however, these compounds are made from natural fats and oils or mineral oils. In this case, the alkyl radicals R are mixtures corresponding to the starting compounds or corresponding to the respective working up of these compounds.
  • Cg and CJQ alkyl groups essentially of C ⁇ 2 and C j 4 alkyl groups, essentially of Cg to C j g alkyl groups or essentially of C j 2 * to C j ⁇ alkyl groups .
  • Any mono- or oligosaccharides can be used as sugar building block S.
  • Sugar with 5 or 6 carbon atoms and the corresponding oligosaccharides are usually used.
  • sugars are glucose and fructose.
  • Preferred sugar units are glucose, fructose, galactose, arabinose and sucrose; Glucose is particularly preferred.
  • alkyl polyglycosides which can be used according to the invention contain an average of 1.1 to 5 sugar units. Alkyl polyglycosides with x values from 1.1 to 1.6 are preferred. Alkyl glycosides in which x is 1.1 to 1.4 are very particularly preferred.
  • the alkyl glycosides can also serve to improve the fixation of the fragrance components on the hair.
  • the skilled person is therefore in the event that an effect of the perfume oil beyond the duration of the hair treatment if the hair is desired, preferably use this class of substances as a further ingredient of the preparations according to the invention.
  • alkoxylated homologs of the alkyl polyglycosides mentioned can also be used according to the invention. These homologues can contain on average up to 1% ethylene oxide and / or propylene oxide units per alkyl glycoside unit.
  • the compounds with alkyl groups used as surfactants can each be uniform substances. However, it is generally preferred to start from natural vegetable or animal raw materials in the production of these substances, so that substance mixtures with different alkyl chain lengths depending on the respective raw material are obtained.
  • both products with a "normal” homolog distribution and those with a narrowed homolog distribution can be used.
  • “Normal” homolog distribution is understood to mean mixtures of homologs which are used in the reaction of fatty alcohol and alkylene oxide using alkali metals. Alkali metal hydroxides or alkali metal alcoholates as catalysts.
  • narrow homolog distributions are obtained if, for example, hydrotalcites, alkaline earth metal salts of ether carboxylic acids, alkaline earth metal oxides, hydroxides or alcoholates are used as catalysts. The use of products with a narrow homolog distribution can be preferred.
  • zwitterionic surfactants can be used, in particular as co-surfactants.
  • Zwitterionic surfactants are those surface-active compounds which carry at least one quaternary ammonium group and at least one -COO - or -SO 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 cocoalkyl-dimethylammonium glycinate, N-acylaminopropyl-N, N- dimethylammonium glycinate, for example the cocoacylaminopropyl dimethylammonium glycinate, and 2-alkyl-3-carboxylmethyl-3-hydroxyethyl-imidazolines each having 8 to 18 carbon atoms in the alkyl or acyl group and the cocoacylaminoethylhydroxyethylcarboxymethylglycinate.
  • a preferred zwitterionic surfactant is the fatty acid amide derivative known under the INCI name Cocamidopropyl Betaine.
  • Ampholytic surfactants are also particularly suitable as co-surfactants.
  • Ampholytic surfactants are understood to mean those surface-active compounds which, in addition to a C -C -alkyl or acyl group, contain at least one free amino group and at least one -COOH or -SO H group in the molecule and are capable of forming internal salts .
  • suitable ampholytic surfactants are N-alkylglycines, N-alkylpropionic acids, N-alkylaminobutyric acids.
  • Alkyliminodipropionic acids N-hydroxyethyl 1-N-alkylamidopropylglycine.
  • N-AI ky I-taurines N-alkyl sarcosines, 2-alkylaminopropionic acids and alkylaminoacetic acids, each with about 8 to 18 carbon atoms in the alkyl group.
  • Particularly preferred ampholytic surfactants are N-cocoalkylaminopropionate, cocoacylaminoethyl aminopropionate and C; 2. 18 acyl sarcosine.
  • cationic surfactants which can be used in the hair treatment compositions according to the invention are, in particular, quaternary ammonium compounds.
  • Ammonium halides in particular chlorides and bromides, such as alkyltrimethylammonium chlorides, dialkyldimethylammonium chlorides and trialkylmethylammomium chlorides, eg. B. cetyltrimethylammonium chloride, stearyltrimethylammonium chloride, distearyldimethylammonium chloride, lauryldimethylammonium chloride, lauryldimethylbenzylammonium chloride and tricetylmethylammomium chloride.
  • the very readily biodegradable quaternary ester compounds such as those sold under the trademark Stepantex ®
  • Dialkylammomummethosulfate and methyl-hydroxyalkyl-dialkoyloxyalkyl-ammonium methosulfate and the corresponding products of the Dehyquart ® series, as cationic surfactants are used.
  • the quaternized protein hydrolyzates are further cationic surfactants which can be used according to the invention.
  • the shampoos according to the invention preferably contain the further cleaning components in amounts of from 5.0 to 40% by weight, in particular from 5.0 to 20% by weight. based on the respective preparation.
  • Preparations of particularly great mildness are obtained if, in addition to the surfactants (A), a zwitterionic surfactant, in particular of the betaine type. is used. Anionic and / or nonionic surfactants can then be added as further surfactants.
  • Nonionic surfactants in particular of the alkylglycoside type, have proven to be outstandingly suitable according to the invention.
  • the agents according to the invention preferably also contain at least one organic thickener.
  • Such thickeners are, for example, thickeners such as agar, guar gum, alginates, cellulose ethers, gelatin, pectins and / or xanthan gum.
  • Ethoxylated fatty alcohols in particular those with limited homolog distribution as they are, for example, as a commercial product under the name Arlypon ® F (Henkel) on the market, alkoxylated methyl glucoside, such as the product Glucamate ® DOE 120 (Amerchol), and ethoxylated Propylenglykolester, such as the product Antil ® 141 (Goldschmidt) can be preferred organic thickeners.
  • hair treatment products can include shampoos, hair rinses, hair treatments. Permanent wave agents (wave lotions, fixatives), hair colorants, hair tinting agents. Hair fastener. Trade hair sprays, hair lotions or hair tip fluids.
  • the preparations can be used as solutions, emulsions, gels. Creams. Aerosols or lotions are formulated; they can remain on the hair or, after a short exposure time, which can be preferred, rinsed out again.
  • the agents according to the invention which also serve for hair treatment, contain at least one conditioning active ingredient.
  • this improves the combability of the hair after the treatment. This is especially recommended for shampoos that are formulated for the "children" target group in order to correspond to the well-known sensitivity of children when combing, especially of wet hair.
  • Cationic polymers are preferred as conditioning agents.
  • polymers that contain a quaternary nitrogen atom, for example in the form of an ammonium group.
  • Preferred cationic polymers are, for example, quaternized cellulose derivatives, such as are available under the names of Celquat ® and Polymer JR ® commercially.
  • the compounds Celquat ® H 100, Celquat ® L 200 and Polymer JR ® 400 are preferred quaternized cellulose derivatives.
  • Polymeric dimethyl diallyl ammonium salts and their copolymers with esters and amides of acrylic acid and methacrylic acid under the names Merquat ® 100 (Poly (dimethyldiallylammonium chloride)) and Merquat ® 550 (dimethyl-diallylammo niumchlorid-acrylamide copolymer) commercially available products are examples of such cationic polymers.
  • Copolymers of vinyl pyrrolidone with quaternized derivatives of dialkyl inoacrylate and methacrylate such as, for example, vinyl quaternized with diethyl sulfate pyrrolidone-dimethylaminomethacrylate copolymers.
  • Such compounds are commercially available under the names Gafquat ® 734 and Gafquat ® 755.
  • Vinylpyrrolidone methoimidazolinium chloride copolymers such as those sold under the name Luviquat ®, quaternized polyvinyl alcohol, as well as those known under the designations Polyquaternium 2, Polyquaternium 17, Polyquaternium 18 and Polyquaternium 27 polymers having quaternary nitrogen atoms in the polymer main chain.
  • Ampho-polymers are also suitable as conditioning agents.
  • Ampho-polymers are amphoteric polymers, ie polymers which contain both free amino groups and free -COOH or SOßH groups in the molecule and which are capable of forming internal salts, are zwitterionic polymers which contain quaternary ammonium groups and -COO " in the molecule. - or -SO3 " groups, and summarized those polymers which contain -COOH or S ⁇ 3H groups and quaternary ammonium groups.
  • amphopolymer suitable is that available under the name Amphomer ® acrylic resin which is a copolymer of tert-butylaminoethyl methacrylate, N- (1,1,3, 3-tetramethylbutyl) acrylamide and two or more monomers from the group Acrylic acid, methacrylic acid and their simple esters.
  • preferred amphopolymers are composed of unsaturated carboxylic acids (e.g. acrylic and methacrylic acid), cationically derivatized unsaturated carboxylic acids (e.g.
  • acrylamidopropyl-trimethyl-ammomum chloride and optionally other ionic or nonionic monomers, such as in German Offenlegungsschrift 39 29 973 and that The prior art cited therein can be found.
  • the cationic or amphoteric polymers are preferably present in the preparations according to the invention in amounts of 0.1 to 5% by weight, based on the entire preparation.
  • Protein hydrolyzates in particular elastin, collagen, keratin, milk protein, soy protein, almond protein, pea protein, potato protein, oat protein.
  • Corn protein and wheat protein hydrolyzates, their condensation products with fatty acids and quaternized protein hydrolyzates are also suitable as conditioning agents. Products based on plants can be preferred according to the invention.
  • Silicone oils and silicone gums suitable as conditioning agents are, in particular, dialkyl and alkylarylsiloxanes, such as, for example, dimethylpolysiloxane and methylphenylpolysiloxane, and their alkoxylated and quaternized analogs.
  • dialkyl and alkylarylsiloxanes such as, for example, dimethylpolysiloxane and methylphenylpolysiloxane, and their alkoxylated and quaternized analogs.
  • silicones are the products sold by Dow Corning under the names DC 190, DC 200 and DC 1401 and the commercial product Fancorsil * LIM-1.
  • cationic silicone oils such as, for example, the commercially available products Q2-7224 (manufacturer: Dow Corning; a stabilized trimethylsilylamodimethicone), Dow Corning® 929 emulsion (containing a hydroxylamino-modified silicone, also known as amodimethicone) will), SM-2059 (manufacturer: General Electric), SLM-55067 (manufacturer: Wacker) and Abil ® -Quat 3270 and 3272 (manufacturer: Th. Goldschmidt; di-quaternary polydimethylsiloxanes, Quaternium-80).
  • a suitable anionic silicone oil is the product Dow Corning ® 1784.
  • Alkyla idoamines in particular fatty acid amidoamines such as the stearylamidopropyldimethylamine available under the name Tego Amid ® S 18, are characterized not only by a good conditioning effect but also by their good biodegradability.
  • Quaternary ester compounds so-called “esterquats”, such as the dialkylammonium methosulfates sold under the trademark Stepantex ® and the corresponding products of the Dehyquart 3 series are also very readily biodegradable.
  • Preferred vegetable oils and waxes as conditioning agents are jojoba oil. Sunflower oil, orange oil, almond oil, wheat germ oil and peach seed oil. Jojoba oil and orange oil are particularly preferred.
  • the amount of dissolved inorganic salts is limited to less than 2% by weight, in particular less than 0.5% by weight. It should also be noted that such salts are not only e.g. to adjust the viscosity, but can also be introduced by other active ingredients, in particular surfactants.
  • nonionic polymers such as, for example, vinylpyrrolidone / vinyl acrylate copolymers, polyvinylpyrrolidone and vinylpyrrolidone / vinyl acetate copolymers, anionic polymers such as polyacrylic and polymethacrylic acids, their salts, their copolymers with acrylic and methacrylic acid esters and - amides and their derivatives, which are obtained by crosslinking with polyfunctional agents, polyoxycarboxylic acids, such as polyketo and polyaldehydocarboxylic acids and their salts, and polymers and copolymers of crotonic acid with esters and amides of acrylic and methacrylic acid, such as vinyl acetate-crotonic acid and vinyl acetate- Vinyl propionate-crotonic acid copolymers, structurants such as glucose and maleic acid, hair-conditioning compounds such as phospholipids, for example soy lecithin, egg lec
  • Solubilizers such as ethanol. Isopropanol, ethylene glycol. Propylene glycol. Glycerin, diethylene glycol and ethoxylated triglycerides, dyes,
  • Anti-dandruff active ingredients such as climbazole, piroctone olamine and zinc omadine, active ingredients such as bisabolol, allantoin, panthenol, niacinmid, tocopherol and plant extracts, light stabilizers,
  • Consistency enhancers such as sugar esters, polyol esters or polyol alkyl ethers, fats and waxes such as walrus, beeswax, montan wax, paraffins, esters, glycerides and fatty alcohols, fatty acid alkanolamides,
  • Complexing agents such as EDTA, NTA, ß-alaninediacetic acid and phosphonic acids.
  • Swelling and penetration substances such as PCA, glycerin, propylene glycol monoethyl ether.
  • Opacifiers such as latex or styrene / acrylamide copolymers, pearlescent agents such as ethylene glycol mono- and distearate or PEG-3 distearate, direct dyes so-called coupler and developer components as oxidation dye precursors,
  • Reducing agents such as Thioglycolic acid and its derivatives, thiolactic acid, cytamine, thio malic acid and ⁇ -mercaptoethanesulfonic acid, oxidizing agents such as hydrogen peroxide, potassium bromate and sodium bromate, blowing agents such as propane-butane mixtures, N2O, dimethyl ether, CO2 and air and
  • the invention also relates to the use of an agent according to one of claims 1 to 10 for cleaning skin and hair.
  • N, N-Dimethyl-N-coconut amidopropylammonium acetobetaine (approx. 30% active substance in water; INCI name: Cocamidopropyl betaine) (CLARIANT) N-coconut fatty acid amidoethyl-N-2-hydroxyethylglycine sodium salt (approx. 50% active substance in water; INCI name : Disodium Cocoamphodiacetate) (WITCO) neutralized ester of alkyl polyglucose with tartaric acid (approx. 30% active substance in water; INCI name (provisional): Sodium Cocopolyglucose Tartrate) (CESALPINIA) neutralized ester of alkyl polyglucose with citric acid (approx. 30% active substance in water ; INCI name (provisional): Sodium Cocopolyglucose Citrate) (CESALPINIA)
  • HOFFMANN LA-ROCHE quaternized hydroxyethyl cellulose (INCI name: Polyquaternium-10) (AMERCHOL)
  • Dimethyldiallylammonium chloride-acrylamide copolymer (approx. 9% active substance in water; INCI name: Polyquaternium-7) (MERCK)
  • Hyckoxypropylguar-g ⁇ arhydroxypropyltrimemyl --- mmomumchlorid (approx. 87% active substance in water; INCI name: Hydroxypropyl Guar Hydroxypropyltrimonium Chloride) (RHONE POULENC) Benzyldiethyl ((2,6-xylylcarbamoyl) methyl) -ammonium benzoate (2.5% active substance in water ; INCI name: Aqua, Denatonium Benzoate) (MACFARLAN SMITH) Hydroxy-4-methyl-6 (2,4,4-trimethylpentyl) -2-pyridone monoethanolamine salt

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  • Organic Chemistry (AREA)
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  • Cosmetics (AREA)

Abstract

L'invention concerne un agent cosmétique aqueux pour traiter les cheveux ou la peau, sur une base tensioactive douce, qui se caractérise en ce qu'il contient : comme tensioactif, au moins un ester d'acide bi- ou tricarboxylique (A) substitué par hydroxy de formule générale (I) dans laquelle X désigne H ou un groupe CH2COOR, Y désigne H ou OH, à condition que Y désigne H, si X désigne CH2COOR, R,R<1> et R<2> désignent indépendamment les uns des autres un atome d'hydrogène, un cation de métal alcalin ou alcalino-terreux, un groupe ammonium, le cation d'une base ammonium organique ou un reste Z issu d'un composé organique polyhydroxylé, sélectionné dans le groupe comprenant des (C6-C18)-alkyle-polysaccharides éthérifiés ayant entre 1 et 6 unités saccharide monomères et des (C6-C16)-hydroxyalkyle-polyols aliphatiques éthérifiés ayant entre 2 et 16 restes hydroxyle, à condition qu'au moins un des groupes R,R<1> ou R<2> désigne un reste Z, et un principe actif ayant des propriétés (B) de conservation, sélectionné parmi l'acide benzoïque, les acides carboxyliques saturés ou insaturés et les acides cétocarboxyliques, leurs dérivés et leurs sels physiologiquement compatibles, sous réserve que le pH de l'agent se situe entre 4 et 5,5. Cet agent est exceptionnellement doux et se conserve remarquablement bien.
PCT/EP2000/002967 1999-04-12 2000-04-04 Agent cosmetique aqueux contenant des esters d'acide tartrique ou d'acide citrique d'alkylpolyglycoses et un principe actif acide ayant des proprietes de conservation Ceased WO2000061099A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU45423/00A AU4542300A (en) 1999-04-12 2000-04-04 Aqueous cosmetic product which contains tartaric or citric acid esters of the alkyl polyglucose and an acidic active substance with preservative properties

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19916335.9 1999-04-12
DE19916335A DE19916335A1 (de) 1999-04-12 1999-04-12 Kosmetisches Mittel und Verwendung

Publications (1)

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WO2000061099A1 true WO2000061099A1 (fr) 2000-10-19

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PCT/EP2000/002967 Ceased WO2000061099A1 (fr) 1999-04-12 2000-04-04 Agent cosmetique aqueux contenant des esters d'acide tartrique ou d'acide citrique d'alkylpolyglycoses et un principe actif acide ayant des proprietes de conservation
PCT/EP2000/003195 Ceased WO2000061066A2 (fr) 1999-04-12 2000-04-11 Agent cosmetique et son utilisation

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PCT/EP2000/003195 Ceased WO2000061066A2 (fr) 1999-04-12 2000-04-11 Agent cosmetique et son utilisation

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AU (2) AU4542300A (fr)
DE (1) DE19916335A1 (fr)
WO (2) WO2000061099A1 (fr)

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EP2020223A2 (fr) 2007-08-01 2009-02-04 Beiersdorf AG Produit de soin capillaire ayant une teneur en diamants
DE202008013432U1 (de) 2007-10-17 2009-03-19 Beiersdorf Ag Haarbehandlungsmittel VII

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FR2827763B1 (fr) * 2001-07-24 2005-09-23 Cs Substance alkyloside inhibant la fixation de microorganismes, utilisation topique et composition contenant au moins une telle substance
DE20319655U1 (de) * 2003-12-18 2004-03-04 Beiersdorf Ag Kosmetische Reinigungszubereitung mit verbesserten Pflegeeigenschaften
US8124063B2 (en) 2004-10-25 2012-02-28 Conopco, Inc. Method for moisturizing human skin using dihydroxypropyltri(C1-C3 alkyl) ammonium salts
US7087560B2 (en) 2004-10-25 2006-08-08 Unilever Home & Personal Care Usa, A Division Of Conopco, Inc. Personal care composition with salts of dihydroxypropyltri(C1-C3 alkyl) ammonium monosubstituted polyols
US7176172B2 (en) 2004-10-25 2007-02-13 Unilever Home & Personal Care Usa, Division Of Conopco, Inc. Quaternary ammonium polyol salts as anti-aging actives in personal care compositions
US7282471B2 (en) 2005-09-08 2007-10-16 Conopco, Inc. Personal care compositions with glycerin and hydroxypropyl quaternary ammonium salts
US7659233B2 (en) 2004-10-25 2010-02-09 Conopco, Inc. Personal care compositions with silicones and dihydroxypropyl trialkyl ammonium salts
DE102005013489A1 (de) * 2005-03-21 2006-09-28 Henkel Kgaa Haarreinigungsmittel mit optimiertem Fließverhalten
US7659234B2 (en) 2006-03-07 2010-02-09 Conopco, Inc. Personal care compositions containing quaternary ammonium trihydroxy substituted dipropyl ether
US7794741B2 (en) 2007-05-30 2010-09-14 Conopco, Inc. Enhanced delivery of certain fragrance components from personal care compositions
FR2940071A1 (fr) * 2008-12-22 2010-06-25 Oreal Composition cosmetique detergente comprenant quatre tensioactifs et un corps gras solide
FR2940072B1 (fr) * 2008-12-22 2011-03-11 Oreal Composition cosmetique detergente comprenant quatre tensioactifs et un corps gras liquide non silicone
EP2198850A1 (fr) * 2008-12-22 2010-06-23 L'oreal Composition cosmétique détergente comprenant quatre tensioactifs et un corps gras non siliconé
KR20130060265A (ko) 2010-07-19 2013-06-07 콜게이트-파아므올리브캄파니 데실 글루코사이드와 코코 글루코사이드를 함유하는 클렌징 조성물
CA2922960A1 (fr) * 2013-11-11 2015-05-14 Colgate-Palmolive Company Systeme de conservateur
US11096878B2 (en) * 2018-05-31 2021-08-24 L'oreal Concentrated rinse-off cleansing composition

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Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2020223A2 (fr) 2007-08-01 2009-02-04 Beiersdorf AG Produit de soin capillaire ayant une teneur en diamants
DE102007037122A1 (de) 2007-08-01 2009-02-05 Beiersdorf Ag Haarbehandlungsmittel mit einem Gehalt an Diamanten
DE202008013431U1 (de) 2007-08-01 2009-06-18 Beiersdorf Ag Haarbehandlungsmittel mit einem Gehalt an Diamanten
DE202008013432U1 (de) 2007-10-17 2009-03-19 Beiersdorf Ag Haarbehandlungsmittel VII
DE102007050371A1 (de) 2007-10-17 2009-04-23 Beiersdorf Ag Haarbehandlungsmittel VII
EP2055294A2 (fr) 2007-10-17 2009-05-06 Beiersdorf AG Produit de traitement capillaire comprenant un polymère acrylique reticulé

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DE19916335A1 (de) 2000-10-19
AU4542300A (en) 2000-11-14
AU4117000A (en) 2000-11-14
WO2000061066A3 (fr) 2001-02-22
WO2000061066A2 (fr) 2000-10-19

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