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WO1997002006A1 - Preparation for treating keratin fibres - Google Patents

Preparation for treating keratin fibres Download PDF

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Publication number
WO1997002006A1
WO1997002006A1 PCT/EP1996/002732 EP9602732W WO9702006A1 WO 1997002006 A1 WO1997002006 A1 WO 1997002006A1 EP 9602732 W EP9602732 W EP 9602732W WO 9702006 A1 WO9702006 A1 WO 9702006A1
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Prior art keywords
preparation according
anionic
acid
preparation
hair
Prior art date
Application number
PCT/EP1996/002732
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German (de)
French (fr)
Inventor
Manuela Ehlert
Dieter Goddinger
Detlef Hollenberg
Original Assignee
Henkel Kommanditgesellschaft Auf Aktien
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Publication of WO1997002006A1 publication Critical patent/WO1997002006A1/en

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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89Polysiloxanes
    • A61K8/896Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate
    • A61K8/898Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate containing nitrogen, e.g. amodimethicone, trimethyl silyl amodimethicone or dimethicone propyl PG-betaine
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/39Derivatives containing from 2 to 10 oxyalkylene groups
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8141Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • A61K8/8147Homopolymers or copolymers of acids; Metal or ammonium salts thereof, e.g. crotonic acid, (meth)acrylic acid; Compositions of derivatives of such polymers
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8141Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • A61K8/8158Homopolymers or copolymers of amides or imides, e.g. (meth) acrylamide; Compositions of derivatives of such polymers
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/817Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Compositions or derivatives of such polymers, e.g. vinylimidazol, vinylcaprolactame, allylamines (Polyquaternium 6)
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/817Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Compositions or derivatives of such polymers, e.g. vinylimidazol, vinylcaprolactame, allylamines (Polyquaternium 6)
    • A61K8/8182Copolymers of vinyl-pyrrolidones. Compositions of derivatives of such polymers
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/86Polyethers
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/02Preparations for cleaning the hair
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/06Preparations for styling the hair, e.g. by temporary shaping or colouring

Definitions

  • the invention relates to hair cosmetic preparations which contain a special setting combination of active ingredients.
  • the human hair is treated in various ways with hair cosmetic preparations. This includes, for example, cleaning the hair with shampoos and shower preparations and bleaching, dyeing and shaping hair with waving agents, tinting agents and styling preparations.
  • hair cosmetic preparations for example, cleaning the hair with shampoos and shower preparations and bleaching, dyeing and shaping hair with waving agents, tinting agents and styling preparations.
  • the hair structure can be adversely affected.
  • impairments are evident, for example, in poor wet and dry combability, an increased electrostatic charge, increased brittleness or insufficient strength of the hair, and in more serious cases in split, i.e. split hair. In many cases, this also worsens the external appearance of the hairstyle.
  • a known way of alleviating abuses is to subject the hair to post-treatment with appropriate active ingredients, mostly cationic surfactants, which may be combined with other substances. Inadequate strength of the hair can be counteracted, for example, with special hair setting agents or hair sprays.
  • active ingredients mostly cationic surfactants, which may be combined with other substances.
  • Inadequate strength of the hair can be counteracted, for example, with special hair setting agents or hair sprays.
  • the hair cosmetician tries to avoid such additional treatment steps and instead to provide products which carry out both the actual hair treatment and the aftertreatment in one application step.
  • the cosmetic chemist tries to find new effects of known cosmetic components, for example synergistic effects of several known components, and to make them usable for use.
  • the invention thus relates to preparations for treating ceramic fibers, in particular human hair, which comprise a combination of active substances
  • the anionic homopolymers are preferably composed of an unsaturated C3-C6 carboxylic acid.
  • Preferred C3-C6 carboxylic acids are acrylic acid, methacrylic acid and crotonic acid.
  • Methacrylic acid and especially acrylic acid are very particularly preferred monomers for the anionic homopolymers.
  • the homopolymers A can be used both in non-crosslinked form and in crosslinked form.
  • crosslinked polymers are understood to mean the reaction products of the polymeric polycarboxylic acids with polyhydric alcohols, in which some of the carboxyl groups react with these alcohols to form ester bonds.
  • the anionic homopolymers in crosslinked and uncrosslinked form, can be used both in the free acid form and in completely or partially neutralized form.
  • customary bases such as alkali metal hydroxides, in particular sodium hydroxide, ammonia, monoethanoiamine, diethanolamine, triethanolamine, isopropanolamine, 2-amino-2-methyl-propanol, 2-amino-2-methyl-l, 3-propanediol and 2-aminobutanol can be used.
  • Sodium hydroxide, ammonia, 2-amino-2-methyl-propanol and 2-amino-2-methyl-1,3-propanediol are preferred neutralizing agents.
  • the neutralization can be carried out according to the invention both with a base and with a base mixture. When choosing a base mixture, it may be preferred to use a mixture of ammonia and the above-mentioned alkanolamines.
  • Compounds of this type are, for example, under the names Carbopol R 934, Carbopol R 934P, Carbopol R 940 (Carbopol ETD 2001), Carbopol 941 (CarbopolR ETD 2050), Carbo ⁇ ol R 950, Carbopol R 980, Carbopol R 981, Carbopol R ETD 2020, Hostacerin R PN 73 and 3V Sigma PNC R 400 available.
  • the homopolymers A are preferably present in the preparations according to the invention in an amount of 0.1-5% by weight, based on the entire preparation. Quantities of 0.4 - 5% by weight have proven to be particularly effective.
  • anionic copolymer B Another mandatory component of the preparations according to the invention is an anionic copolymer B. These copolymers are built up from at least one anionic monomer and at least one nonionic monomer.
  • the anionic monomer of the copolymers preferably contains a -C00 "or -S ⁇ 3 ⁇ group as the anionic group.
  • Preferred anionic monomers with a -C00 "group are acrylic acid, methacrylic acid, crotonic acid, acrylamido (Cl-C4) alkylcarboxylic acids, maleic acid and maleic acid mono (Cl-C4) alkyl esters and their physiologically compatible salts.
  • the physiologically compatible salts the alkali metal salts, alkaline earth metal salts, aluminum salts, ammonium and alkanolammonium salts, in particular sodium, potassium and magnesium salts and ammonium salts, are preferred.
  • Preferred anionic monomers with a -S ⁇ 3 ⁇ group are the acrylamido- (Cl-4) -alkylsulfonic acids and their physiologically tolerable salts.
  • the physiologically compatible salts the alkali metal salts, alkaline earth metal salts, aluminum salts, ammonium and alkanolammonium salts, in particular the sodium, potassium and magnesium salts and ammonium salts, are preferred.
  • Acrylamido-2-methyl-propyl-sulfonic acid and its salts are particularly preferred anionic monomers for the anionic copolymers B.
  • the anionic copolymer B contains at least one nonionic co-monomer.
  • Preferred nonionic comonomers are acrylamide, vinyl pyrrolidone, vinyl acetate, acrylic acid (C 1 -C 4) alkyl ester, vinyl alcohol and vinyl alcohol (C 1 -C 4) alkyl ether.
  • Acrylamide is a particularly preferred non-ionic co-monomer.
  • copolymers B used according to the invention preferably contain at least 50% by weight, in particular at least 70% by weight, of nonionic monomers.
  • copolymer B according to the invention are, for example
  • Vinyl pyrrolidone / vinyl acrylate copolymers available, for example, under the trademark Luviflex R (BASF).
  • a preferred polymer is the vinyl pyrrolidone / acrylate terpolymers available under the name Luviflex R VBM-35 (BASF).
  • Acrylic acid / ethyl acrylate / N-tert-butyl acrylamide terpolymers which are sold, for example, under the name Ultrahold R strong (BASF), and methacrylic acid / ethyl acrylate / t-butyl acrylate terpolymer, which are sold under the name Luvimer R 100P (BASF) become.
  • Copolymers B which consist of, have proven particularly suitable according to the invention
  • Copolymers which consist only of the two monomers acrylamide and acrylamido-2-methyl-propyl-sulfonic acid or a physiologically tolerable salt of this acid have proven to be particularly suitable in many cases.
  • Such a polymer in the form of the sodium salt is sold by the company SEPPIC under the name Sepigel R 305 as a compound with iso-paraffin and an ethoxylated fatty alcohol.
  • copolymers B are preferably present in the preparations according to the invention in amounts of 0.1-2% by weight, in particular in amounts of 0.3-2% by weight, based on the overall preparation
  • the preparation according to the invention is a hair treatment agent.
  • the other components of the preparation according to the invention then depend on the type of hair treatment composition.
  • the active ingredient combination according to the invention can be an essential active principle of the special hair treatment agent; the combination of active ingredients can also in medium are incorporated, which primarily serve another purpose, such as cleaning or tinting the hair.
  • the formulations according to the invention include all known types of hair treatment compositions, such as Hair shampoos, hair rinses, hair conditioners, hair treatments, hair fixatives, hair sprays, hair waves, permanent waving agents and hair colorants.
  • Hair treatments and hair conditioning agents are preferred forms of the agents according to the invention, in particular those agents which are applied to the hair in the morning in order to give the hair a certain firming for the rest of the day.
  • the preparations according to the invention can contain all active ingredients, additives and auxiliaries known in such compositions.
  • the preparations contain at least one surfactant, with both anionic and zwitterionic, ampholytic, nonionic and cationic surfactants being suitable in principle. In many cases, however, it has proven advantageous to select the surfactants from the nonionic surfactants.
  • Nonionic surfactants contain z as a hydrophilic group.
  • B a polyol group, a polyalkylene glycol ether group or a combination of polyol and polyglycol ether group.
  • Such connections are, for example
  • Adducts of 5 to 60 moles of ethylene oxide with castor oil and hardened castor oil Adducts of 5 to 60 moles of ethylene oxide with castor oil and hardened castor oil
  • alkylene oxide adducts with saturated linear fatty alcohols and fatty acids have become preferred nonionic surfactants 4 to 20 moles of ethylene oxide per mole of fatty alcohol or fatty acid. Preparations with excellent properties are also obtained if they contain fatty acid esters of ethoxylated glycerol as nonionic surfactants.
  • alkyl polyglycosides of the general formula R0- (Z) x are selected as nonionic surfactants. 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. L-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 may contain only one specific alkyl radical R. Usually, however, these compounds are produced 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.
  • Any mono- or oligosaccharides can be used as sugar building block Z.
  • Sugar with 5 or 6 carbon atoms and the corresponding oligosaccharides are usually used.
  • sugars are glucose, fructose, galactose, arabinose, ribose, xylose, lyxose, allos, altrose, mannose, gulose, idose, talose and sucrose.
  • 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.
  • alkoxylated homologs of the alkyl polyglycosides mentioned can also be used according to the invention. These homologues can contain an average of up to 10 ethylene oxide and / or propylene oxide units per alkyl glycoside unit.
  • Suitable anionic surfactants in preparations 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.
  • the molecule can contain glycol or polyglycol ether groups, ester, ether and amide groups and hydroxyl groups.
  • suitable anionic surfactants are, in each case in the form of the sodium, potassium and ammonium and the mono-, di- and trialkanolammonium salts with 2 or 3 carbon atoms in the alkanol group,
  • Esters of tartaric acid and citric acid with alcohols which are addition products of about 2-15 molecules of ethylene oxide and / or propylene oxide onto fatty alcohols with 8 to 22 carbon atoms.
  • 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.
  • Zwitterionic surfactants are surface-active compounds that contain at least one quaternary ammonium group and at least one -CO ⁇ ( ⁇ ) - or -S ⁇ 3 ( ⁇ ) 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-acyl-aminopropyl-N, N-dimethylammonium glycinate, for example the cocoacylaminopropyl-dimethylammonium glycinate, and 2-alkyl-3-carboxymethyl-3-hydroxyethyl-imidazolines each having 8 to 18 carbon atoms in the alkyl or acyl group, and coconut acylaminoethyl hydroxyethyl carboxymethyl glycinate.
  • a preferred zwitterionic surfactant is the
  • Ampholytic surfactants are understood to mean those surface-active compounds which, in addition to a C 1-6 alkyl or acyl group, contain at least one free amino group and at least one -COOH or -SO3H group in the molecule and are capable of forming internal salts are.
  • ampholytic surfactants are N-alkylglycines, N- Alkyl propionic acids, N-alkylaminobutyric acids, N-alkyliminodipropionic acids, N-hydroxyethyl-N-alkylamidopropylglycine, N-alkyltaurines, N-alkylsarcosines, 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, cocoacylaminoethylaminopropionate and Ci2-l8 _Ac y ⁇ sarcos ⁇ n *
  • ammonium halides such as alkyltrimethylammonium chloride, dialkyldimethylammonium chloride and trialkylmethylammonium chloride, e.g. B. cetyltrimethylammonium chloride, stearyltrimethylammonium chloride, distearyldimethylammonium chloride, lauryldimethylammonium chloride, lauryldimethylbenzylammonium chloride and tricetylmethy1ammonium chloride.
  • the quaternized protein hydrolyzates are further cationic surfactants which can be used according to the invention.
  • 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, which is also referred to as amodimethicone) , SM-2059 (manufacturer: General Electric), SLM-55067 (manufacturer: Wacker) and Abil R -Quat 3270 and 3272 (manufacturer: Th. Goldschmidt; diquaternary polydimethylsiloxanes, quaterium-80).
  • Alkylamidoamines in particular fatty acid amidoamines such as stearylamidopropyldimethylamine, which is available under the name Tego Amid R S 18, are characterized not only by a good conditioning action, but also by their good biodegradability.
  • Quaternary ester compounds so-called “esterquats”, such as the products Dehyquart R AU-46, Dehyquart R F-30 and Dehyquart R F-75, as well as the dialkylammonium methosulfates and methylhydroxyalkyl sold under the trademark Stepantex R are also very readily biodegradable dialkoyloxyalkylammonium methosulfates.
  • An example of a quaternary sugar derivative that can be used as a cationic surfactant is the commercial product Glucquat R 100, according to the CTFA nomenclature a "lauryl methyl gluceth-10 hydroxypropyl dimonium chloride".
  • the compounds with alkyl groups used as surfactants can each be uniform substances. However, it is generally preferred to use native 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.
  • a "normal” homolog distribution is understood to mean mixtures of homologs which are obtained by converting 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.
  • preparations according to the invention contain nonionic surfactants, they preferably contain them in amounts of 0.01-1.5% by weight, based on the entire preparation.
  • the preparation according to the invention contains a water-insoluble oil.
  • Water-insoluble oils are understood to mean those organic liquids which are less than 1% by weight soluble in water at 20 ° C.
  • Oils which can be used according to the invention are, for example, paraffin oils based on saturated, linear or branched hydrocarbons, vegetable oils, silicone oils, dialkyl ethers, squalane, squalene, cholesterol fatty acid esters, Lanolin and the wool wax alcohols melting below 60 ° C and their lower (1-10 E0) ethoxylates.
  • Paraffin oils based on linear and in particular methyl-branched hydrocarbons have proven to be particularly suitable.
  • the preparations according to the invention preferably contain the water-insoluble oils in amounts of 0.01-8% by weight, based on the overall preparation.
  • the water-insoluble oil in amounts above 4% by weight, based on the overall preparation.
  • the preparations according to the invention additionally contain a hair-conditioning active ingredient.
  • Preferred hair conditioning agents can be the cationic surfactants already listed above.
  • siloxanes can be both water-soluble and water-insoluble. Both volatile and non-volatile siloxanes are suitable, non-volatile siloxanes being understood to be those compounds whose boiling point at normal pressure is above 200 ° C.
  • Preferred siloxanes are polydialkylsiloxanes, such as, for example, polydimethylsiloxane, polyalkylarylsiloxanes, such as, for example, polyphenylmethylsiloxane, ethoxylated polydialkylsiloxanes and polydialkylsiloxanes which contain amine and / or hydroxyl groups.
  • Another group of hair-conditioning active ingredients are cationic polymers.
  • the cationic polymers which can be used according to the invention contain cationic groups within the polymer structure. These groups can be part of the polymer chain; however, they can also be located in side chains which are connected to a main chain via intermediate links. Common cationic groups contain quaternary nitrogen or phosphorus atoms. Groups with quaternary nitrogen atoms are preferred. The quaternary nitrogen atoms can be 4 different or partly the same Bear substituents, as well as be part of a ring system. Preferred cationic groups are ammonium and imidazolinium groups.
  • the polymers are composed of compounds which, in addition to at least one cationic group, contain at least one polymerizable group and are free of anionic groups.
  • the polymerizable group is preferably a vinyl group.
  • cationic polymers in which the main polymer chain is composed, for example, of glycosides or has a protein character.
  • cationic copolymers which, in addition to the cationic monomers, also contain at least one nonionic monomer.
  • Suitable nonionic monomers are, for example, vinyl pyrrolidone, vinyl acetate, acrylamide, methacrylamide, methyl acrylate, ethyl acrylate, methyl methacrylate and ethyl methacrylate.
  • Vinyl pyrrolidone is a particularly preferred nonionic monomer.
  • a number of cationic polymers suitable for hair care are known to the person skilled in the art and are available as commercial products.
  • quaternized cellulose derivatives as are commercially available under the names Celquat R and Polymer JR R.
  • the compounds Celquat H 100, Celquat L 200 and Polymer JR R 400 are preferred quaternized cellulose derivatives.
  • quaternized guar derivatives as are commercially available under the names Cosmedia Guar R and Jaguar R.
  • Preferred guar derivatives are, for example, Cosmedia Guar R C-261 and Jaguar R C 13-S.
  • Copolymers of vinylpyrrolidone with quaternized derivatives of dialkylaminoacrylate and methacrylate such as, for example, vinylpyrrolidone-dimethylaminomethacrylate copolymers quaternized with diethyl sulfate, and vinylpyrrolidone-methacrylamidopropyltrimethylammonium chloride copolymers.
  • vinylpyrrolidone-dimethylaminomethacrylate copolymers quaternized with diethyl sulfate and vinylpyrrolidone-methacrylamidopropyltrimethylammonium chloride copolymers.
  • Such compounds are commercially available under the names Gafquat R 734, Gafquat R 755 and Gafquat R HS100.
  • Copolymers of vinyl pyrrolidone with vinyl imidazolium methochloride such as those offered under the name Luviquat R.
  • Polymeric dimethyldiallylammonium salts and their copolymers with esters and amides of acrylic acid and methacrylic acid are examples of such cationic polymers.
  • Cationically derivatized 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 R -Quat 3270 and 7232 (manufacturer: Th. Goldschmidt; diquaternary polydimethylsiloxane, quaterium-80).
  • Cationically derivatized protein hydrolyzates which can be obtained, for example, by reacting alkaline, acidic or enzymatically hydrolyzed proteins with glycidyltrialkylammonium salts or 3-halo-2-hydroxypropyltrialkylammonium salts, are also cationic polymers for the purposes of this invention.
  • the proteins which serve as starting materials for the protein hydrolyzates can be of animal or vegetable origin. Typical starting materials are keratin, collagen, elastin, soy protein, milk protein, wheat protein, silk protein and almond protein.
  • the hydrolysis produces mixtures of substances with molar masses in the range from approximately 100 to approximately 50,000 Daltons.
  • Usual average molecular weights are in the range from about 500 to about 5000 daltons.
  • the cationically derivatized protein hydrolyzates advantageously contain one or two long alkyl chains with 8 to 22 C atoms and correspondingly two or a short alkyl chain with 1 to 4 C atoms. Compounds containing a long alkyl chain are preferred.
  • Preferred protein derivatives are substances of the formula (II)
  • R 4 stands for the side chains of the amino acids of the protein
  • R 1 and R2 independently of one another for alkyl chains with 1 to 4 C atoms
  • R3 for an alkyl chain with 8 to 22 C atoms.
  • Lamequat R L (chemical factory Grünau). It has the structure
  • R stands for the side chains of the amino acids of the collagen.
  • a name analogous to CTFA is lauryldimonium hydroxypropylamino hydrolyzed collagen.
  • Polymeric condensation resins of polyols and polyamines such as, for example, polyglycol-polyamine condensation resins, which are known under the CTFA name PEG-15 Cocopolyamine.
  • the product Polyquart R H 81 (Henkel) is commercially available, for example.
  • Another group that can be used as hair-conditioning active ingredients in preparations according to the invention are nonionic surfactants.
  • Suitable nonionic polymers are, for example:
  • Polyvinylpyrrolidones such as those sold under the name Luviskol R (BASF).
  • Polyvinylpyrrolidones are preferred nonionic polymers in the context of the invention.
  • Vinyl pyrrolidone / vinyl ester copolymers such as those sold under the trademark Luviskol R (BASF).
  • Luviskol R VA 64 and Luviskol R VA 73, each vinyl pyrrolidone / vinyl acetate copolymers, are also preferred nonionic polymers.
  • Cellulose ethers such as hydroxypropyl cellulose, hydroxyethyl cellulose and methyl hydroxypropyl cellulose, as are sold, for example, under the trademark Culminal R and Benecel R (AQUALON).
  • phospholipids for example soy lecithin, egg lecithin and cephalins, can also be used as hair-conditioning active ingredients.
  • the hair-conditioning active ingredients are preferably present in amounts of 0.1-5% by weight, based on the entire preparation.
  • Structurants such as glucose and maleic acid
  • Thickeners such as agar agar, guar gum, alginates and xanthan gum, protein hydrolyzates, in particular elastin, collagen, keratin, milk protein, soy protein and wheat protein hydrolyzates, their condensation products with fatty acids and quaternized protein hydrolyzates, Perfume oils, dimethyl isosorbide and cyclodextrins,
  • Solubilizers such as ethanol, isopropanol, ethylene glycol, propylene glycol, glycerol and diethylene glycol, dyes,
  • Anti-dandruff active ingredients such as piroctone olamine, zinc omadine and climbazole, other substances for adjusting the pH, active ingredients such as panthenol, nonionic and cationic derivatives of panthenol such as the compound sold under the name Panthequat R , allantoin, pyrrolidone carboxylic acids and their salts, plant extracts and vitamins Sunscreen
  • Consistency enhancers such as sugar esters, polyol esters or polyol alkyl ethers, fats and waxes such as walrus, beeswax, montan wax, paraffins and fatty alcohols, fatty acid alkanolamides,
  • Complexing agents such as EDTA, EDETA, NTA and phosphonic acids, swelling and penetration substances such as glycerol, propylene glycol monoethyl ether, carbonates, hydrogen carbonates, guanidines, ureas and primary, secondary and tertiary phosphates, opacifiers such as latex,
  • Pearlescent agents such as ethylene glycol mono- and distearate, blowing agents such as propane-butane mixtures, N2O, dimethyl ether, CO2 and air, and antioxidants, direct dyes, so-called coupler and developer components as oxidation dye precursors,
  • Reducing agents such as Thioglycolic acid and its derivatives, thiolactic acid, cysteamine, thio malic acid and ⁇ -mercaptoethanesulfonic acid, oxidizing agents such as hydrogen peroxide, potassium bromate and sodium bromate.
  • the agents which can be used according to the invention can be formulated as a solution, lotion, emulsion, microemulsion, cream or gel.
  • the formulation as a solution, emulsion or microemulsion with a water content of 50 to 90% by weight, based on the total agent, can be preferred.
  • the agents can be packaged in the form of foam aerosols.
  • Both the formulation with a liquefied gas as a blowing agent and in the form of so-called pump sprays are possible, in which the pressure required for spraying is built up by mechanical pumping. Nitrogen, air, carbon dioxide, propane, butane, isobutane, pentane and dimethyl ether are preferred blowing agents.
  • chlorofluorocarbons and chlorinated hydrocarbons are excellent propellants with regard to the aerosol properties achieved, their use as propellants in the agents according to the invention is less preferred due to the known ozone problem.
  • the invention also relates to the use of the compositions according to the invention for the treatment of keratin fibers, in particular hair.
  • the invention also relates to a method for treating hair, in which a preparation according to the invention is applied to the hair and remains there.
  • the invention also relates to a method for treating hair, in which a preparation according to the invention is applied to the hair and rinsed out again after an exposure time (0.5 to 40 minutes).
  • a 15 cm long strand of hair (Alkinco 6634, strand weight: 2 g) was treated with 0.3 g of the preparation to be examined and wound on a glass tube with an outer diameter of 2.0 cm, fixed and dried.
  • a measure of the stability of the curl obtained after pulling out the glass tube is the curl retention value, which is defined as [(ll x ) / (ll 0 )] * 100%, where 1 is the length of the strand of hair (15 cm) 1 0 is the length of the lock of hair immediately after drying and l x the length of the lock of hair after storage in a drying cabinet for an hour at constant conditions (25 ° C., 60% relative atmospheric humidity).
  • polyacrylic acid sodium salt (INCI name: Sodium Carbomer) (3V SIGMA) 2 compound made from a copolymer of acrylamide and 2-acrylamido-2-methyl-propanesulfonic acid sodium salt, isoparaffin and dodecyl alcohol + 7 EO (INCI name: polyacrylamide (and) C13-14-isoparaffin (and) Lauret-7) ( SEPPIC).
  • HOECHST dimethyldistearylammonium chloride
  • HENKEL dimethyldistearylammonium chloride

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Abstract

Preparations used for treating keratin fibres such as human hair and containing a combination of active substances comprising an anionic homopolymer A and an anionic copolymer B with at least one non-ionogenic co-monomer, have fixing properties. They can be used in the formulation of hair conditioners with pronounced fixing properties and containing none of the standard fixing agents.

Description

"Zubereitung zur Behandlung keratinischer Fasern' 'Preparation for the treatment of keratin fibers'
Die Erfindung betrifft haarkosmetische Zubereitungen, die eine spezielle festigende Wirkstoffkombination enthalten.The invention relates to hair cosmetic preparations which contain a special setting combination of active ingredients.
Das menschliche Haupthaar wird heute in vielfältiger Weise mit haarkosme¬ tischen Zubereitungen behandelt. Dazu gehört beispielsweise die Reinigung der Haare mit Shampoos und Duschpräparaten und das Bleichen, Färben und Verformen von Haaren mit Wellmitteln, Tönungsmitteln und Stylingpräpara¬ ten. Als Folge fast aller Haarbehandlungen kann es zu unerwünschten Beeinträchtigungen der Haarstruktur kommen. Diese Beeinträchtigungen zei¬ gen sich beispielsweise in einer schlechten Naß- und Trockenkämmbarkeit, einer verstärkten elektrostatischen Aufladung, verstärkter Sprödigkeit oder ungenügender Festigkeit der Haare sowie in gravierenderen Fällen in gesplißten, d.h. aufgespaltenen Haar(end)en. Dies verschlechtert in vielen Fällen auch das äußere Erscheinungsbild der Frisur.The human hair is treated in various ways with hair cosmetic preparations. This includes, for example, cleaning the hair with shampoos and shower preparations and bleaching, dyeing and shaping hair with waving agents, tinting agents and styling preparations. As a result of almost all hair treatments, the hair structure can be adversely affected. These impairments are evident, for example, in poor wet and dry combability, an increased electrostatic charge, increased brittleness or insufficient strength of the hair, and in more serious cases in split, i.e. split hair. In many cases, this also worsens the external appearance of the hairstyle.
Eine bekannte Möglichkeit zur Milderung von Mißständen ist es, die Haare einer Nachbehandlung mit entsprechenden Wirkstoffen, zumeist kationischen Tensiden, die gegebenenfalls mit weiteren Substanzen kombiniert werden, zu unterziehen. Einer unzureichenden Festigkeit der Haare kann beispielsweise mit speziellen Haarfestigern oder Haarsprays entgegengewirkt werden.A known way of alleviating abuses is to subject the hair to post-treatment with appropriate active ingredients, mostly cationic surfactants, which may be combined with other substances. Inadequate strength of the hair can be counteracted, for example, with special hair setting agents or hair sprays.
Es ist jedoch das Bemühen des Haarkosmetikers, solche zusätzlichen Be¬ handlungsschritte zu vermeiden und stattdessen Produkte bereitzustellen, die sowohl die eigentliche Haarbehandlung als auch die Nachbehandlung in einem Anwendungsschritt durchführen. Weiterhin ist der Kosmetikchemiker bemüht, neue Wirkungen bekannter Kosmetikbestandteile, beispielsweise synergistische Effekte von mehreren bekannten Bestandteilen, aufzufinden und für die Anwendung nutzbar zu machen.However, the hair cosmetician tries to avoid such additional treatment steps and instead to provide products which carry out both the actual hair treatment and the aftertreatment in one application step. Furthermore, the cosmetic chemist tries to find new effects of known cosmetic components, for example synergistic effects of several known components, and to make them usable for use.
Es wurde nun überraschenderweise gefunden, daß Zubereitungen mit einer Kombination bestimmter anionischer Polymerer, die selbst keine haarfestigenden oder nur geringfügig festigende Eigenschaften aufweisen, einen stark festigenden Effekt auf dem Haar erzielen.It has now surprisingly been found that preparations with a combination of certain anionic polymers, which themselves are not have hair-setting or only slightly setting properties, achieve a strong setting effect on the hair.
Gegenstand der Erfindung sind somit Zubereitungen zur Behandlung kerati- nischer Fasern, insbesondere menschlicher Haare, die eine Wirkstoffkombi- nation bestehend ausThe invention thus relates to preparations for treating ceramic fibers, in particular human hair, which comprise a combination of active substances
- einem anionischen Homopolymer A und- An anionic homopolymer A and
- einem anionischen Copolymer B mit mindestens einem nichtionogenen Co-Monomer- An anionic copolymer B with at least one nonionic co-monomer
enthalten.contain.
Die anionischen Homopolymere sind bevorzugt aus einer ungesättigten C3- C6-Carbonsäure aufgebaut. Bevorzugte C3-C6-Carbonsäuren sind dabei Acryl¬ säure, Methacrylsäure und Crotonsäure. Die Methacrylsäure und insbesondere die Acrylsäure sind ganz besonders bevorzugte Monomere für die anionischen Homopolymere.The anionic homopolymers are preferably composed of an unsaturated C3-C6 carboxylic acid. Preferred C3-C6 carboxylic acids are acrylic acid, methacrylic acid and crotonic acid. Methacrylic acid and especially acrylic acid are very particularly preferred monomers for the anionic homopolymers.
Die Homopolymere A können sowohl in unvemetzter Form als auch in vernetzter Form eingesetzt werden. Unter vernetzten Polymeren versteht man in diesem Zusammenhang die Umsetzungsprodukte der polymeren Polycarbonsäuren mit mehrwertigen Alkoholen, bei denen ein Teil der Carboxylgruppen mit diesen Alkoholen unter Ausbildung von Esterbindungen reagiert. Im Rahmen der vorliegenden Erfindung kann es bevorzugt sein, die Homopolymeren A in vernetzter Form einzusetzen.The homopolymers A can be used both in non-crosslinked form and in crosslinked form. In this context, crosslinked polymers are understood to mean the reaction products of the polymeric polycarboxylic acids with polyhydric alcohols, in which some of the carboxyl groups react with these alcohols to form ester bonds. In the context of the present invention, it may be preferred to use the homopolymers A in crosslinked form.
Weiterhin können die anionischen Homopolymere, in vernetzter und in unvemetzter Form vorliegend, sowohl in der freien Säureform als auch in ganz oder teilweise neutralisierter Form eingesetzt werden. Zur Neutrali¬ sation können dabei übliche Basen wie Alkalimetallhydroxyde, insbesondere Natriumhydroxyd, Ammoniak, Monoethanoiamin, Diethanolamin, Triethanolamin, Isopropanolamin, 2-Amino-2-methyl-propanol, 2-Amino-2-methyl-l,3-propan- diol und 2-Aminobutanol eingesetzt werden. Natriumhydroxyd, Ammoniak, 2- Amino-2-methyl-propanol und 2-Aminθι-2-methyl-l,3-propandiol sind bevor¬ zugte Neutralisationsmittel. Die Neutralisation kann erfindungsgemäß sowohl mit einer Base als auch mit einer Basenmischung erfolgen. Bei Wahl einer Basenmischung kann es bevorzugt sein, eine Mischung aus Ammoniak und den oben genannten Alkanolaminen zu verwenden.Furthermore, the anionic homopolymers, in crosslinked and uncrosslinked form, can be used both in the free acid form and in completely or partially neutralized form. For neutralization, customary bases such as alkali metal hydroxides, in particular sodium hydroxide, ammonia, monoethanoiamine, diethanolamine, triethanolamine, isopropanolamine, 2-amino-2-methyl-propanol, 2-amino-2-methyl-l, 3-propanediol and 2-aminobutanol can be used. Sodium hydroxide, ammonia, 2-amino-2-methyl-propanol and 2-amino-2-methyl-1,3-propanediol are preferred neutralizing agents. The neutralization can be carried out according to the invention both with a base and with a base mixture. When choosing a base mixture, it may be preferred to use a mixture of ammonia and the above-mentioned alkanolamines.
Verbindungen dieser Art sind beispielsweise unter den Bezeichnungen CarbopolR934, CarbopolR934P, CarbopolR940 (Carbopol ETD 2001), Carbopol 941 (CarbopolR ETD 2050), CarboρolR950, CarbopolR980, CarbopolR981, CarbopolR ETD 2020, HostacerinRPN 73 und 3V Sigma PNCR 400 erhältlich.Compounds of this type are, for example, under the names Carbopol R 934, Carbopol R 934P, Carbopol R 940 (Carbopol ETD 2001), Carbopol 941 (CarbopolR ETD 2050), Carboρol R 950, Carbopol R 980, Carbopol R 981, Carbopol R ETD 2020, Hostacerin R PN 73 and 3V Sigma PNC R 400 available.
Die Homopolymeren A sind in den erfindungsgemäßen Zubereitungen bevorzugt in einer Menge von 0,1 - 5 Gew.-%, bezogen auf die gesamte Zubereitung, enthalten. Mengen von 0,4 - 5 Gew.-% haben sich als besonders wirkungsvoll erwiesen.The homopolymers A are preferably present in the preparations according to the invention in an amount of 0.1-5% by weight, based on the entire preparation. Quantities of 0.4 - 5% by weight have proven to be particularly effective.
Ein weiterer zwingender Bestandteil der erfindungsgemäßen Zubereitungen ist ein anionisches Copolymer B. Diese Copolymere sind aus mindestens ei¬ nem anionischen Monomer und mindestens einem nichtionogenen Monomer auf¬ gebaut.Another mandatory component of the preparations according to the invention is an anionic copolymer B. These copolymers are built up from at least one anionic monomer and at least one nonionic monomer.
Das anionische Monomer der Copolymeren enthält als anionische Gruppe be¬ vorzugt eine -C00"- oder -Sθ3~-Gruppe.The anionic monomer of the copolymers preferably contains a -C00 "or -Sθ3 ~ group as the anionic group.
Bevorzugte anionische Monomere mit einer -C00"-Gruppe sind Acrylsäure, Methacrylsäure, Crotonsäure, Acrylamido-(Cl-C4)-alkylcarbonsäuren, Maleinsäure und Maleinsäuremono(Cl-C4)-alkylester sowie deren physiolo¬ gisch verträglichen Salze. Unter den physiologisch verträglichen Salzen sind die Alkalimetallsalze, Erdalkalimetallsalze, Aluminiumsalze, Ammoni¬ um- und Alkanolammoniumsalze, insbesondere Natrium-, Kalium- und Magnesi¬ umsalze sowie Ammoniumsalze, bevorzugt.Preferred anionic monomers with a -C00 "group are acrylic acid, methacrylic acid, crotonic acid, acrylamido (Cl-C4) alkylcarboxylic acids, maleic acid and maleic acid mono (Cl-C4) alkyl esters and their physiologically compatible salts. Among the physiologically compatible salts the alkali metal salts, alkaline earth metal salts, aluminum salts, ammonium and alkanolammonium salts, in particular sodium, potassium and magnesium salts and ammonium salts, are preferred.
Bevorzugte anionische Monomere mit einer -Sθ3~-Gruppe sind die Acrylami- do-(Cl-4)-alkylsulfonsäuren sowie deren physiologisch verträgliche Salze. Unter den physiologisch verträglichen Salzen sind die Alkalimetallsalze, Erdalkalimetallsalze, Aluminiumsalze, Ammonium- und Alkanolammoniumsalze, insbesondere die Natrium-, Kalium- und Magnesiumsalze sowie Ammoniumsalze, bevorzugt. Die Acrylamido-2-methyl-propyl-sulfonsäure und deren Salze sind besonders bevorzugte anionische Monomere für die anionischen Copolymere B.Preferred anionic monomers with a -Sθ3 ~ group are the acrylamido- (Cl-4) -alkylsulfonic acids and their physiologically tolerable salts. Among the physiologically compatible salts, the alkali metal salts, alkaline earth metal salts, aluminum salts, ammonium and alkanolammonium salts, in particular the sodium, potassium and magnesium salts and ammonium salts, are preferred. Acrylamido-2-methyl-propyl-sulfonic acid and its salts are particularly preferred anionic monomers for the anionic copolymers B.
Weiterhin enthält das anionische Copolymere B zumindest ein nichtionogenes Co-Monomeres. Bevorzugte nichtionogene Comonomere sind Acrylamid, Vinyl- pyrrolidon, Vinylacetat, Acrylsäure-(Cl-C4)-alkylester, Vinylalkohol und Vinylalkohol-(Cl-C4)-alkylether. Acrylamid ist ein besonders bevorzugtes nichtionogenes Co-Monomer.Furthermore, the anionic copolymer B contains at least one nonionic co-monomer. Preferred nonionic comonomers are acrylamide, vinyl pyrrolidone, vinyl acetate, acrylic acid (C 1 -C 4) alkyl ester, vinyl alcohol and vinyl alcohol (C 1 -C 4) alkyl ether. Acrylamide is a particularly preferred non-ionic co-monomer.
Die erfindungsgemäß verwendeten Copolymere B enthalten bevorzugt minde¬ stens 50 Gew.-%, insbesondere mindestens 70 Gew.-%, nichtionogene Mono¬ mere.The copolymers B used according to the invention preferably contain at least 50% by weight, in particular at least 70% by weight, of nonionic monomers.
Gängige Handelsprodukte, die als Copolymer B erfindungsgemäß verwendet werden können, sind beispielsweiseCommon commercial products that can be used as copolymer B according to the invention are, for example
Copolymere der Acrylsäure und/oder Methacrylsäure oder deren Ester mit Cιo-3θ"Alkylacrylaten, wie sie beispielsweise unter der Bezeichnung PemulenR vertrieben werden.Copolymers of acrylic acid and / or methacrylic acid or their esters with Cιo-3θ "alkyl acrylates, such as those sold under the name Pemulen R.
Polymere und Copolymere der Crotonsäure mit Estern und Amiden der Acryl- und der Methacrylsäure, wie Vinylacetat-Crotonsäure- und Vinylacetat-Vinylpropionat-Crotonsäure-Copolymere. Verbindungen dieser Art sind unter den Markenbezeichnungen ResynR (NATIONAL STARCH), LuvisetR (BASF) und GafsetR (GAF) im Handel; die Produkte LuvisetRCA-66 und LuvisetRCAP können besonders bevorzugt sein.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. Compounds of this type are commercially available under the brand names Resyn R (NATIONAL STARCH), Luviset R (BASF) and Gafset R (GAF); the products Luviset R CA-66 and Luviset R CAP can be particularly preferred.
Vinylpyrrolidon/Vinylacrylat-Copolymere, erhältlich beispielsweise unter dem Warenzeichen LuviflexR (BASF). Ein bevorzugtes Polymer ist das unter der Bezeichnung LuviflexR VBM-35 (BASF) erhältliche Vinyl- pyrrolidon/Acrylat-Terpolymere.Vinyl pyrrolidone / vinyl acrylate copolymers, available, for example, under the trademark Luviflex R (BASF). A preferred polymer is the vinyl pyrrolidone / acrylate terpolymers available under the name Luviflex R VBM-35 (BASF).
AcryIsäure/Ethylacrylat/N-tert.Butylacrylamid-Terpolymere, die bei¬ spielsweise unter der Bezeichnung UltraholdR strong (BASF) vertrieben werden, sowie Methacrylsäure/Ethylacrylat/t-Butylacrylat-Terpolymer, die unter der Bezeichnung LuvimerR100P (BASF) vertrieben werden. Als erfindungsgemäß ganz besonders geeignet haben sich Copolymere B er¬ wiesen, die bestehen ausAcrylic acid / ethyl acrylate / N-tert-butyl acrylamide terpolymers, which are sold, for example, under the name Ultrahold R strong (BASF), and methacrylic acid / ethyl acrylate / t-butyl acrylate terpolymer, which are sold under the name Luvimer R 100P (BASF) become. Copolymers B, which consist of, have proven particularly suitable according to the invention
- 40 - 95 Mol-% Acrylamid,40-95 mol% of acrylamide,
- 5 - 60 Mol-% Acrylamido-2-methyl-propyl-sulfonsäure oder einem physiologisch verträglichen Salz dieser Säure und- 5 - 60 mol% of acrylamido-2-methyl-propyl-sulfonic acid or a physiologically acceptable salt of this acid and
- 0 - 55 Mol-% weiteren anionischen und/oder nichtionogenen- 0 - 55 mol% of other anionic and / or nonionic
Monomeren.Monomers.
Unter diesen Polymeren können insbesondere solche bevorzugt sein, dieAmong these polymers, those which are particularly preferred are
- 80 - 95 Mol-% Acrylamid,80-95 mol% of acrylamide,
- 5 - 20 Mol-% Acrylamido-2-methyl-propyl-sulfonsäure oder einem physiologisch verträglichen Salz dieser Säure und- 5 - 20 mol% of acrylamido-2-methyl-propyl-sulfonic acid or a physiologically acceptable salt of this acid and
- 0 - 15 Mol-% weiteren anionischen und/oder nichtionogenen- 0 - 15 mol% of other anionic and / or nonionic
Monomeren.Monomers.
Copolymere, die lediglich aus den beiden Monomeren Acrylamid und Acryl- amido-2-methyl-propyl-sulfonsäure oder einem physiologisch verträglichen Salz dieser Säure bestehen, haben sich in vielen Fällen als besonders ge¬ eignet erwiesen.Copolymers which consist only of the two monomers acrylamide and acrylamido-2-methyl-propyl-sulfonic acid or a physiologically tolerable salt of this acid have proven to be particularly suitable in many cases.
Ein solches Polymer in Form des Natriumsalzes wird, als Compound mit Iso¬ paraffin und einem ethoxylierten Fettalkohol, von der Firma SEPPIC unter der Bezeichnung SepigelR 305 vertrieben.Such a polymer in the form of the sodium salt is sold by the company SEPPIC under the name Sepigel R 305 as a compound with iso-paraffin and an ethoxylated fatty alcohol.
Die Copolymeren B sind in den erfindungsgemäßen Zubereitungen bevorzugt in Mengen von 0,1 - 2 Gew.-%, insbesondere in Mengen von 0,3 - 2 Gew.-%, be¬ zogen auf die gesamte Zubereitung, enthaltenThe copolymers B are preferably present in the preparations according to the invention in amounts of 0.1-2% by weight, in particular in amounts of 0.3-2% by weight, based on the overall preparation
In einer bevorzugten Ausführungsform handelt es sich bei der erfindungsgemäßen Zubereitung um ein Haarbehandlungsmittel. Die weiteren Bestandteile der erfindungsgemäßen Zubereitung sind dann von der Art des Haarbehandlungsmittels abhängig. Dabei kann die erfindungsgemäße Wirkstoffkombination ein wesentliches Wirkprinzip des speziellen Haarbe¬ handlungsmittels sein; die Wirkstoffkombination kann aber auch in Mittel eingearbeitet werden, die primär einem anderen Zweck, beispielsweise der Reinigung oder der Tönung der Haare, dienen.In a preferred embodiment, the preparation according to the invention is a hair treatment agent. The other components of the preparation according to the invention then depend on the type of hair treatment composition. The active ingredient combination according to the invention can be an essential active principle of the special hair treatment agent; the combination of active ingredients can also in medium are incorporated, which primarily serve another purpose, such as cleaning or tinting the hair.
Prinzipiell umfassen die erfindungsgemäßen Formulierungen aber alle be¬ kannten Arten von Haarbehandlungsmitteln wie z.B. Haarshampoos, Haarspü¬ lungen, Haarkonditioniermittel, Haarkuren, Haarfestiger, Haarsprays, Fön¬ wellen, Dauerwellmittel und Haarfärbemittel. Haarkuren und Haarkonditio¬ niermittel stellen bevorzugte Formen der erfindungsgemäßen Mittel dar, insbesondere solche Mittel, die morgens auf das Haar aufgetragen werden, um diesen für den weiteren Verlauf des Tages eine bestimmte Festigung zu geben.In principle, however, the formulations according to the invention include all known types of hair treatment compositions, such as Hair shampoos, hair rinses, hair conditioners, hair treatments, hair fixatives, hair sprays, hair waves, permanent waving agents and hair colorants. Hair treatments and hair conditioning agents are preferred forms of the agents according to the invention, in particular those agents which are applied to the hair in the morning in order to give the hair a certain firming for the rest of the day.
Abhängig von der Art des Haarbehandlungsmittels können die erfindungsge¬ mäßen Zubereitungen alle in solchen Mitteln bekannten Wirk-, Zusatz- und Hilfsstoffe enthalten. In vielen Fällen enthalten die Zubereitungen min¬ destens ein Tensid, wobei prinzipiell sowohl anionische als auch zwitter¬ ionische, ampholytische, nichtionische und kationische Tenside geeignet sind. In vielen Fällen hat es sich aber als vorteilhaft erwiesen, die Tenside aus den nichtionischen Tensiden auszuwählen.Depending on the type of hair treatment composition, the preparations according to the invention can contain all active ingredients, additives and auxiliaries known in such compositions. In many cases, the preparations contain at least one surfactant, with both anionic and zwitterionic, ampholytic, nonionic and cationic surfactants being suitable in principle. In many cases, however, it has proven advantageous to select the surfactants from the nonionic surfactants.
Nichtionische Tenside enthalten als hydrophile Gruppe z. B. eine Polyol- gruppe, eine Polyalkylenglykolethergruppe oder eine Kombination aus Poly¬ ol- und Polyglykolethergruppe. Solche Verbindungen sind beispielsweiseNonionic surfactants contain z as a hydrophilic group. B. a polyol group, a polyalkylene glycol ether group or a combination of polyol and polyglycol ether group. Such connections are, for example
Anlagerungsprodukte von 2 bis 30 Mol Ethylenoxid und/oder 0 bis 5 Mol Propylenoxid an lineare und verzweigte Fettalkohole mit 8 bis 22 C- Atomen, an Fettsäuren mit 12 bis 22 C-Atomen und an Alkylphenole mit 8 bis 15 C-Atomen in der Alkylgruppe,Addition products of 2 to 30 moles of ethylene oxide and / or 0 to 5 moles of propylene oxide with linear and branched fatty alcohols with 8 to 22 carbon atoms, with fatty acids with 12 to 22 carbon atoms and with alkylphenols with 8 to 15 carbon atoms in the alkyl group ,
Cl2"*C22-Fettsäuremono- und -diester von Anlagerungsprodukten von 1 bis 30 Mol Ethylenoxid an Glycerin,Cl2 "* C22 fatty acid mono- and diesters of adducts of 1 to 30 moles of ethylene oxide with glycerol,
Anlagerungsprodukte von 5 bis 60 Mol Ethylenoxid an Rizinusöl und ge¬ härtetes Rizinusöl,Adducts of 5 to 60 moles of ethylene oxide with castor oil and hardened castor oil,
Anlagerungeprodukte von Ethylenoxid an Sorbitanfettsäureester Anlagerungsprodukte von Ethylenoxid an Fettsäurealkanolamide.Addition products of ethylene oxide with sorbitan fatty acid esters Addition products of ethylene oxide with fatty acid alkanolamides.
Als bevorzugte nichtionische Tenside haben sich die Alkylenoxid-Anlage- rungsprodukte an gesättigte lineare Fettalkohole und Fettsäuren mit jeweils 4 bis 20 Mol Ethylenoxid pro Mol Fettalkohol bzw. Fettsäure er¬ wiesen. Zubereitungen mit hervorragenden Eigenschaften werden ebenfalls erhalten, wenn sie als nichtionische Tenside Fettsäureester von ethoxyliertem Glycerin enthalten.The alkylene oxide adducts with saturated linear fatty alcohols and fatty acids have become preferred nonionic surfactants 4 to 20 moles of ethylene oxide per mole of fatty alcohol or fatty acid. Preparations with excellent properties are also obtained if they contain fatty acid esters of ethoxylated glycerol as nonionic surfactants.
In einer weiteren Ausführungsform kann es bevorzugt sein, als nichtioni¬ sche Tenside Alkylpolyglykoside der allgemeinen Formel R0-(Z)x auszuwäh¬ len. Diese Verbindungen sind durch die folgenden Parameter gekennzeichnet.In a further embodiment, it may be preferred to select alkyl polyglycosides of the general formula R0- (Z) x as nonionic surfactants. These connections are characterized by the following parameters.
Der Alkylrest R enthält 6 bis 22 Kohlenstoffatome und kann sowohl linear als auch verzweigt sein. Bevorzugt sind primäre lineare und in 2-Stellung methylverzweigte aliphatische Reste. Solche Alkylreste sind beispielsweise l-0ctyl, 1-Decyl, 1-Lauryl, 1-Myristyl, 1-Cetyl und 1-Stearyl. Besonders bevorzugt sind l-Octyl, 1-Decyl, 1-Lauryl, 1-Myristyl. Bei Verwendung so¬ genannter "Oxo-Alkohole" als Ausgangsstoffe überwiegen Verbindungen mit einer ungeraden Anzahl von Kohlenstoffatomen in der Alkylkette.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. L-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.
Die erfindungsgemäß verwendbaren Alkylpolyglykoside können lediglich einen bestimmten Alkylrest R enthalten. Üblicherweise werden diese Verbindungen aber ausgehend von natürlichen Fetten und Ölen oder Mineralölen herge¬ stellt. In diesem Fall liegen als Alkylreste R Mischungen entsprechend den Ausgangsverbindungen bzw. entsprechend der jeweiligen Aufarbeitung dieser Verbindungen vor.The alkyl polyglycosides which can be used according to the invention may contain only one specific alkyl radical R. Usually, however, these compounds are produced 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.
Besonders bevorzugt sind solche Alkylpolyglykoside, bei denen RAlkylpolyglycosides in which R
im wesentlichen aus Cß- und Cjo-Alkylgruppen, im wesentlichen aus C12- und Cj/j-Alkylgruppen, im wesentlichen aus CQ- bis Cjß-Alkylgruppen oder im wesentlichen aus C12- bis Cjδ-Alkylgruppen besteht.consists essentially of Cβ and C j o -alkyl groups, essentially of C12 and Cj / j-alkyl groups, essentially of CQ to C j ß-alkyl groups or essentially of C12 to C j δ-alkyl groups.
Als Zuckerbaustein Z können beliebige Mono- oder Oligosaccharide einge¬ setzt werden. Üblicherweise werden Zucker mit 5 bzw. 6 Kohlenstoffatomen sowie die entsprechenden Oligosaccharide eingesetzt. Solche Zucker sind beispielsweise Glucose, Fructose, Galactose, Arabinose, Ribose, Xylose, Lyxose, AIlose, Altrose, Mannose, Gulose, Idose, Talose und Sucrose. Bevorzugte Zuckerbausteine sind Glucose, Fructose, Galactose, Arabinose und Sucrose; Glucose ist besonders bevorzugt.Any mono- or oligosaccharides can be used as sugar building block Z. Sugar with 5 or 6 carbon atoms and the corresponding oligosaccharides are usually used. Examples of such sugars are glucose, fructose, galactose, arabinose, ribose, xylose, lyxose, allos, altrose, mannose, gulose, idose, talose and sucrose. Preferred sugar units are glucose, fructose, galactose, arabinose and sucrose; Glucose is particularly preferred.
Die erfindungsgemäß verwendbaren Alkylpolyglykoside enthalten im Schnitt 1,1 bis 5 Zuckereinheiten. Alkylpolyglykoside mit x-Werten von 1,1 bis 1,6 sind bevorzugt. Ganz besonders bevorzugt sind Alkylglykoside, bei denen x 1,1 bis 1,4 beträgt.The 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.
Auch die alkoxylierten Homologen der genannten Alkylpolyglykoside können erfindungsgemäß eingesetzt werden. Diese Homologen können durchschnittlich bis zu 10 Ethylenoxid- und/oder Propylenoxideinheiten pro Alkylglykosid- einheit enthalten.The alkoxylated homologs of the alkyl polyglycosides mentioned can also be used according to the invention. These homologues can contain an average of up to 10 ethylene oxide and / or propylene oxide units per alkyl glycoside unit.
Als anionische Tenside eignen sich in erfindungsgemäßen Zubereitungen alle für die Verwendung am menschlichen Körper geeigneten anionischen oberflä¬ chenaktiven Stoffe. Diese sind gekennzeichnet durch eine wasserlöslich machende, anionische Gruppe wie z. B. eine Carboxylat-, Sulfat-, Sulfonat- oder Phosphat-Gruppe und eine lipophile Alkylgruppe mit etwa 10 bis 22 C- Atomen. Zusätzlich können im Molekül Glykol- oder Polyglykolether-Gruppen, Ester-, Ether- und Amidgruppen sowie Hydroxylgruppen enthalten sein. Bei¬ spiele für geeignete anionische Tenside sind, jeweils in Form der Natri¬ um-, Kalium- und Ammonium- sowie der Mono-, Di- und Trialkanolammonium- salze mit 2 oder 3 C-Atomen in der Alkanolgruppe,Suitable anionic surfactants in preparations 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, the molecule can contain glycol or polyglycol ether groups, ester, ether and amide groups and hydroxyl groups. Examples of suitable anionic surfactants are, in each case in the form of the sodium, potassium and ammonium and the mono-, di- and trialkanolammonium salts with 2 or 3 carbon atoms in the alkanol group,
lineare und verzweigte Fettsäuren mit 10 bis 22 C-Atomen (Seifen), Ethercarbonsäuren der Formel R-0-(CH2-CH20)x-CH2-C00H, in der R eine lineare Alkylgruppe mit 10 bis 22 C-Atomen und x = 0 oder 1 bis 16 ist,linear and branched fatty acids with 10 to 22 carbon atoms (soaps), ether carboxylic acids of the formula R-0- (CH2-CH20) x -CH2-C00H, in which R is a linear alkyl group with 10 to 22 carbon atoms and x = 0 or is 1 to 16,
Acylsarcoside mit 10 bis 18 C-Atomen in der Acylgruppe, Acyltauride mit 10 bis 18 C-Atomen in der Acylgruppe, Acylisethionate mit 10 bis 18 C-Atomen in der Acylgruppe, Sulfobemsteinsäuremono- und -dialkylester mit 8 bis 18 C-Atomen in der Alkylgruppe und Sulfobernsteinsäuremono-alkylpolyoxyethylester mit 8 bis 18 C-Atomen in der Alkylgruppe und 1 bis 6 Oxyethylgruppen, lineare Alkansulfonate mit 12 bis 18 C Atomen, lineare Alpha-Olefinsulfonate mit 12 bis 18 C-Atomen, Alpha-Sulfofettsäuremethylester von Fettsäuren mit 12 bis 18 C-Atomen, Alkylsulfate und Alkylpolyglykolethersulfate der Formel R-0(CH2~ CH2θ)x-OSθ3H, in der R eine bevorzugt lineare Alkylgruppe mit 10 bis 18 C-Atomen und x = 0 oder 1 bis 12 ist,Acyl sarcosides with 10 to 18 carbon atoms in the acyl group, acyl taurides with 10 to 18 carbon atoms in the acyl group, acyl isethionates with 10 to 18 carbon atoms in the acyl group, 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 C atoms in the alkyl group and 1 to 6 oxyethyl groups, linear alkanesulfonates with 12 to 18 C atoms, linear alpha-olefin sulfonates with 12 to 18 C atoms, alpha-sulfofatty acid methyl esters of fatty acids with 12 to 18 carbon atoms, Alkyl sulfates and alkyl polyglycol ether sulfates of the formula R-0 (CH2 ~ CH2θ) x -OSθ3H, in which R is a preferably linear alkyl group with 10 to 18 C atoms and x = 0 or 1 to 12,
Gemische oberflächenaktiver Hydroxysulfonate gemäß DE-A-3725030, sulfatierte Hydroxyalkylpolyethylen- und/oder Hydroxyalkylenpropylen- glykolether gemäß DE-A-3723354,Mixtures of surface-active hydroxysulfonates according to DE-A-3725030, sulfated hydroxyalkyl polyethylene and / or hydroxyalkylene propylene glycol ethers according to DE-A-3723354,
Sulfonate ungesättigter Fettsäuren mit 12 bis 24 C-Atomen und 1 bis 6 Doppelbindungen gemäß DE-A-3926344,Sulfonates of unsaturated fatty acids with 12 to 24 carbon atoms and 1 to 6 double bonds according to DE-A-3926344,
Ester der Weinsäure und Zitronensäure mit Alkoholen, die Anlagerungs¬ produkte von etwa 2-15 Molekülen Ethylenoxid und/oder Propylenoxid an Fettalkohole mit 8 bis 22 C-Atomen darstellen.Esters of tartaric acid and citric acid with alcohols, which are addition products of about 2-15 molecules of ethylene oxide and / or propylene oxide onto fatty alcohols with 8 to 22 carbon atoms.
Bevorzugte anionische Tenside sind Alkylsulfate, Alkylpolyglykolethersul¬ fate und Ethercarbonsäuren mit 10 bis 18 C-Atomen in der Alkylgruppe und bis zu 12 Glykolethergruppen im Molekül und Sulfobernsteinsäuremono- und -dialkylester mit 8 bis 18 C-Atomen in der Alkylgruppe und Sulfobern- steinsäuremono-alkylpolyoxyethylester mit 8 bis 18 C-Atomen in der Alkyl¬ gruppe und 1 bis 6 Oxyethylgruppen.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.
Als zwitterionische Tenside werden solche oberflächenaktiven Verbindungen bezeichnet, die im Molekül mindestens eine quartäre Ammoniumgruppe und mindestens eine -COθ(~)- oder -Sθ3(~)-Gruppe tragen. Besonders geeignete zwitterionische Tenside sind die sogenannten Betaine wie die N-Alkyl-N,N- dimethylammonium-glycinate, beispielsweise das Kokosalkyl-dimethylammo- niumglycinat, N-Acyl-aminopropyl-N,N-dimethylammoniumglycinate, bei¬ spielsweise das Kokosacylaminopropyl-dimethylammoniumglycinat, und 2- Alkyl-3-carboxymethyl-3-hydroxyethyl-imidazoline mit jeweils 8 bis 18 C- Atomen in der Alkyl- oder Acylgruppe sowie das Kokosacylaminoethylhy- droxyethylcarboxymethylglycinat. Ein bevorzugtes zwitterionisches Tensid ist das unter der INCI-Bezeichnung Cocamidopropyl Betaine bekannte Fett- säureamid-Derivat.Zwitterionic surfactants are surface-active compounds that contain at least one quaternary ammonium group and at least one -COθ (~) - or -Sθ3 (~) 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-acyl-aminopropyl-N, N-dimethylammonium glycinate, for example the cocoacylaminopropyl-dimethylammonium glycinate, and 2-alkyl-3-carboxymethyl-3-hydroxyethyl-imidazolines each having 8 to 18 carbon atoms in the alkyl or acyl group, and coconut acylaminoethyl hydroxyethyl carboxymethyl glycinate. A preferred zwitterionic surfactant is the fatty acid amide derivative known under the INCI name Cocamidopropyl Betaine.
Unter ampholytischen Tensiden werden solche oberflächenaktiven Verbindun¬ gen verstanden, die außer einer Cg-Ciß-Alkyl- oder -Acylgruppe im Molekül mindestens eine freie Aminogruppe und min^ ?stens eine -COOH- oder -SO3H- Gruppe enthalten und zur Ausbildung innerer Salze befähigt sind. Beispiele für geeignete ampholytische Tenside sind N-Alkylglycine, N- Alkylpropionsäuren, N-Alkylaminobuttersäuren, N-Alkyliminodipropionsäuren, N-Hydroxyethyl-N-alkylamidopropylglycine, N-Alkyltaurine, N-Alkylsar- cosine, 2-Alkylaminopropionsäuren und Alkylaminoessigsäuren mit jeweils etwa 8 bis 18 C-Atomen in der Alkylgruppe. Besonders bevorzugte ampholy¬ tische Tenside sind das N-Kokosalkylaminopropionat, das Kokosacylamino- ethylaminopropionat und das Ci2-l8_Acsarcosιn*Ampholytic surfactants are understood to mean those surface-active compounds which, in addition to a C 1-6 alkyl or acyl group, contain at least one free amino group and at least one -COOH or -SO3H group in the molecule and are capable of forming internal salts are. Examples of suitable ampholytic surfactants are N-alkylglycines, N- Alkyl propionic acids, N-alkylaminobutyric acids, N-alkyliminodipropionic acids, N-hydroxyethyl-N-alkylamidopropylglycine, N-alkyltaurines, N-alkylsarcosines, 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, cocoacylaminoethylaminopropionate and Ci2-l8 _Acsarcosιn *
Beispiele für die in den erfindungsgemäßen Haarbehandlungsmitteln ver¬ wendbaren kationischen Tenside sind insbesondere quartäre Ammoniumverbin¬ dungen. Bevorzugt sind Ammoniumhalogenide wie A1kyltrimethylammonium- chloride, Dialkyldimethylammoniumchloride und Trialkylmethylammonium- chloride, z. B. Cetyltrimethylammoniumchlorid, Stearyltrimethylammonium- chlorid, Distearyldimethylammoniumchlorid, Lauryldimethylammoniumchlorid, Lauryldimethylbenzylammoniumchlorid und Tricetylmethy1ammoniumchlorid. Weitere erfindungsgemäß verwendbare kationische Tenside stellen die quaternisierten Proteinhydrolysate dar.Examples of the cationic surfactants which can be used in the hair treatment compositions according to the invention are, in particular, quaternary ammonium compounds. Preferred are ammonium halides such as alkyltrimethylammonium chloride, dialkyldimethylammonium chloride and trialkylmethylammonium chloride, e.g. B. cetyltrimethylammonium chloride, stearyltrimethylammonium chloride, distearyldimethylammonium chloride, lauryldimethylammonium chloride, lauryldimethylbenzylammonium chloride and tricetylmethy1ammonium chloride. The quaternized protein hydrolyzates are further cationic surfactants which can be used according to the invention.
Erfindungsgemäß ebenfalls geeignet sind kationische Silikonöle wie bei¬ spielsweise die im Handel erhältlichen Produkte Q2-7224 (Hersteller: Dow Corning; ein stabilisiertes Trimethylsilylamodimethicon), Dow Corning 929 Emulsion (enthaltend ein hydroxyl-amino-modifiziertes Silicon, das auch als Amodimethicone bezeichnet wird), SM-2059 (Hersteller: General Elec¬ tric), SLM-55067 (Hersteller: Wacker) sowie AbilR-Quat 3270 und 3272 (Hersteller: Th. Goldschmidt; diquaternäre Polydimethylsiloxane, Quater- nium-80).Also suitable according to the invention are 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, which is also referred to as amodimethicone) , SM-2059 (manufacturer: General Electric), SLM-55067 (manufacturer: Wacker) and Abil R -Quat 3270 and 3272 (manufacturer: Th. Goldschmidt; diquaternary polydimethylsiloxanes, quaterium-80).
Alkylamidoamine, insbesondere Fettsäureamidoamine wie das unter der Be¬ zeichnung Tego AmidRS 18 erhältliche Stearylamidopropyldimethylamin, zeichnen sich neben einer guten konditionierenden Wirkung speziell durch ihre gute biologische Abbaubarkeit aus.Alkylamidoamines, in particular fatty acid amidoamines such as stearylamidopropyldimethylamine, which is available under the name Tego Amid R S 18, are characterized not only by a good conditioning action, but also by their good biodegradability.
Ebenfalls sehr gut biologisch abbaubar sind quaternäre Esterverbindungen, sogenannte "Esterquats", wie die Produkte DehyquartR AU-46, DehyquartRF-30 und DehyquartRF-75 sowie die unter dem Warenzeichen StepantexR vertriebe¬ nen Dialkylammoniummethosulfate und Methyl-hydroxyalkyl-dialkoyloxyalkyl- ammoniummethosu1fate. Ein Beispiel für ein als kationisches Tensid einsetzbares quatemäres Zu¬ ckerderivat stellt das Handelsprodukt GlucquatR100 dar, gemäß CTFA-Nomen- klatur ein "Lauryl Methyl Gluceth-10 Hydroxypropyl Dimonium Chloride".Quaternary ester compounds, so-called "esterquats", such as the products Dehyquart R AU-46, Dehyquart R F-30 and Dehyquart R F-75, as well as the dialkylammonium methosulfates and methylhydroxyalkyl sold under the trademark Stepantex R are also very readily biodegradable dialkoyloxyalkylammonium methosulfates. An example of a quaternary sugar derivative that can be used as a cationic surfactant is the commercial product Glucquat R 100, according to the CTFA nomenclature a "lauryl methyl gluceth-10 hydroxypropyl dimonium chloride".
Bei den als Tenside eingesetzten Verbindungen mit Alkylgruppen kann es sich jeweils um einheitliche Substanzen handeln. Es ist jedoch in der Re¬ gel bevorzugt, bei der Herstellung dieser Stoffe von nativen pflanzlichen oder tierischen Rohstoffen auszugehen, so daß man Substanzgemische mit unterschiedlichen, vom jeweiligen Rohstoff abhängigen Alkylkettenlängen erhält.The compounds with alkyl groups used as surfactants can each be uniform substances. However, it is generally preferred to use native 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.
Bei den Tensiden, die Anlagerungsprodukte von Ethylen- und/oder Propylen¬ oxid an Fettalkohole oder Derivate dieser Anlagerungsprodukte darstellen, können sowohl Produkte mit einer "normalen" Homologenverteilung als auch solche mit einer eingeengten Homologenverteilung verwendet werden. Unter "normaler" Homologenverteilung werden dabei Mischungen von Homologen ver¬ standen, die man bei der Umsetzung von Fettalkohol und Alkylenoxid unter Verwendung von Alkalimetallen, Alkalimetallhydroxiden oder Alkalimetallalkoholaten als Katalysatoren erhält. Eingeengte Homologenverteilungen werden dagegen erhalten, wenn beispielsweise Hydrotalcite, Erdalkalimetallsalze von Ethercarbonsäuren, Erdalkalime- talloxide, -hydroxide oder -alkoholate als Katalysatoren verwendet werden. Die Verwendung von Produkten mit eingeengter Homologenverteilung kann be¬ vorzugt sein.In the case of the surfactants, which are addition products of ethylene and / or propylene oxide onto fatty alcohols or derivatives of these addition products, both products with a "normal" homolog distribution and those with a narrowed homolog distribution can be used. A "normal" homolog distribution is understood to mean mixtures of homologs which are obtained by converting fatty alcohol and alkylene oxide using alkali metals, alkali metal hydroxides or alkali metal alcoholates as catalysts. By contrast, 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.
Soweit die erfindungsgemäßen Zubereitungen nichtionische Tenside enthal¬ ten, so enthalten sie diese bevorzugt in Mengen von 0,01 - 1,5 Gew.-%, bezogen auf die gesamte Zubereitung.If the preparations according to the invention contain nonionic surfactants, they preferably contain them in amounts of 0.01-1.5% by weight, based on the entire preparation.
Ein einer weiteren bevorzugten Ausführungsform enthält die erfindungsge¬ mäße Zubereitung ein wasserunlösliches Öl. Unter wasserunlöslichen Ölen werden solche organischen Flüssigkeiten verstanden, die bei 20 °C in Was¬ ser zu weniger als 1 Gew.-% löslich sind.In a further preferred embodiment, the preparation according to the invention contains a water-insoluble oil. Water-insoluble oils are understood to mean those organic liquids which are less than 1% by weight soluble in water at 20 ° C.
Erfindungsgemäß verwendbare Öle sind beispielsweise Paraffinöle auf Basis gesättigter, linearer oder verzweigter Kohlenwasserstoffe, Pflanzenöle, Silikonöle, Dialkylether, Squalan, Squalen, Cholesterin-Fettsäureester, Lanolin sowie die unter 60 °C schmelzenden Wollwachsalkohole und deren niedere (1-10 E0) Ethoxylate. Paraffinöle auf Basis linearer und insbe¬ sondere methylverzweigter Kohlenwasserstoffe haben sich als besonders ge¬ eignet erwiesen.Oils which can be used according to the invention are, for example, paraffin oils based on saturated, linear or branched hydrocarbons, vegetable oils, silicone oils, dialkyl ethers, squalane, squalene, cholesterol fatty acid esters, Lanolin and the wool wax alcohols melting below 60 ° C and their lower (1-10 E0) ethoxylates. Paraffin oils based on linear and in particular methyl-branched hydrocarbons have proven to be particularly suitable.
Die erfindungsgemäßen Zubereitungen enthalten die wasserunlöslichen Öle bevorzugt in Mengen von 0,01 - 8 Gew.-%, bezogen auf die gesamte Zuberei¬ tung. Insbesondere bei Zubereitungen, die auf der Keratinfaser verbleiben, kann es bevorzugt ein, das wasserunlösliche Öl nicht in Mengen oberhalb von 4 Gew.-%, bezogen auf die gesamte Zubereitung, zuzugeben.The preparations according to the invention preferably contain the water-insoluble oils in amounts of 0.01-8% by weight, based on the overall preparation. In particular in the case of preparations which remain on the keratin fiber, it may be preferable not to add the water-insoluble oil in amounts above 4% by weight, based on the overall preparation.
In einer weiteren bevorzugten Ausführungsform enthalten die erfindungsge¬ mäßen Zubereitungen zusätzlich noch einen haarkonditionierenden Wirkstoff. Bevorzugte haarkonditionierende Wirkstoffe können die bereits oben aufge¬ führten kationischen Tenside sein.In a further preferred embodiment, the preparations according to the invention additionally contain a hair-conditioning active ingredient. Preferred hair conditioning agents can be the cationic surfactants already listed above.
Eine weitere bevorzugte Gruppe von haarkonditionierenden Wirkstoffen sind Siloxane. Diese Siloxane können sowohl wasserlöslich als auch wasserunlöslich sein. Geeignet sind sowohl flüchtige als auch nichtflüch¬ tige Siloxane, wobei als nichtflüchtige Siloxane solche Verbindungen ver¬ standen werden, deren Siedepunkt bei Normaldruck oberhalb von 200 °C liegt. Bevorzugte Siloxane sind Polydialkylsiloxane, wie beispielsweise Polydimethylsiloxan, Polyalkylarylsiloxane, wie beispielsweise Polyphenylmethylsiloxan, ethoxylierte Polydialkylsiloxane sowie Polydialkylsiloxane, die Amin- und/oder Hydroxy-Gruppen enthalten.Another preferred group of hair conditioning agents are siloxanes. These siloxanes can be both water-soluble and water-insoluble. Both volatile and non-volatile siloxanes are suitable, non-volatile siloxanes being understood to be those compounds whose boiling point at normal pressure is above 200 ° C. Preferred siloxanes are polydialkylsiloxanes, such as, for example, polydimethylsiloxane, polyalkylarylsiloxanes, such as, for example, polyphenylmethylsiloxane, ethoxylated polydialkylsiloxanes and polydialkylsiloxanes which contain amine and / or hydroxyl groups.
Eine weitere Gruppe haarkonditionierender Wirkstoffe sind kationische Po¬ lymere.Another group of hair-conditioning active ingredients are cationic polymers.
Die erfindungsgemäß verwendbaren kationischen Polymeren enthalten inner¬ halb des Polymergerüstes kationische Gruppen. Diese Gruppen können Teil der Polymerkette sein; sie können sich aber auch in Seitenketten befinden, die über Zwischenglieder mit einer Hauptkette verbunden sind. Übliche kationische Gruppen enthalten quartäre Stickstoff- oder Phosphoratome. Gruppen mit quartären Stickstoffatomen sind dabei bevorzugt. Die quartären Stickstoffatome können dabei sowohl 4 unterschiedliche oder z.T. gleiche Substituenten tragen, als auch Teil eines Ringsystems sein. Bevorzugte kationische Gruppen sind Ammonium- und Imidazoliniumgruppen.The cationic polymers which can be used according to the invention contain cationic groups within the polymer structure. These groups can be part of the polymer chain; however, they can also be located in side chains which are connected to a main chain via intermediate links. Common cationic groups contain quaternary nitrogen or phosphorus atoms. Groups with quaternary nitrogen atoms are preferred. The quaternary nitrogen atoms can be 4 different or partly the same Bear substituents, as well as be part of a ring system. Preferred cationic groups are ammonium and imidazolinium groups.
Befinden sich die ionischen Gruppen in den Seitenketten, so sind die Po¬ lymeren aus Verbindungen aufgebaut, die neben mindestens einer kationischen Gruppe mindestens eine polymerisierbare Gruppe enthalten und frei sind von anionischen Gruppen.If the ionic groups are in the side chains, the polymers are composed of compounds which, in addition to at least one cationic group, contain at least one polymerizable group and are free of anionic groups.
Die polymerisierbare Gruppe ist bevorzugt eine Vinylgruppe. Es sind jedoch auch kationische Polymerisate verwendbar, bei denen die Polymerhauptkette beispielsweise aus Glykosiden aufgebaut ist oder Proteincharakter hat.The polymerizable group is preferably a vinyl group. However, it is also possible to use cationic polymers in which the main polymer chain is composed, for example, of glycosides or has a protein character.
Erfindungsgemäß ebenfalls bevorzugt können kationische Copolymere sein, die neben den kationischen Monomeren noch mindestens ein nichtionisches Monomer enthalten. Geeignete nichtionische Monomere sind beispielsweise Vinylpyrrolidon, Vinylacetat, Acrylamid, Methacrylamid, Methylacrylat, Ethylacrylat, Methylmethacrylat und Ethylmethacrylat. Vinylpyrrolidon ist ein besonders bevorzugtes nichtionisches Monomer.According to the invention, preference can likewise be given to cationic copolymers which, in addition to the cationic monomers, also contain at least one nonionic monomer. Suitable nonionic monomers are, for example, vinyl pyrrolidone, vinyl acetate, acrylamide, methacrylamide, methyl acrylate, ethyl acrylate, methyl methacrylate and ethyl methacrylate. Vinyl pyrrolidone is a particularly preferred nonionic monomer.
Eine Reihe von für die Haarpflege geeigneten kationischen Polymeren sind dem Fachmann bekannt und als Handelsprodukte erhältlich.A number of cationic polymers suitable for hair care are known to the person skilled in the art and are available as commercial products.
Beispiele für solche Polymeren sind:Examples of such polymers are:
quaternierte Cellulose-Derivate, wie sie unter den Bezeichnungen Cel- quatR und Polymer JRR im Handel erhältlich sind. Die Verbindungen Celquat H 100, Celquat L 200 und Polymer JRR400 sind bevorzugte quaternierte Cellulose-Derivate.quaternized cellulose derivatives, as are commercially available under the names Celquat R and Polymer JR R. The compounds Celquat H 100, Celquat L 200 and Polymer JR R 400 are preferred quaternized cellulose derivatives.
quaternierte Guar-Derivate, wie sie unter den Bezeichnungen Cosmedia GuarR und JaguarR im Handel erhältlich sind. Bevorzugte Guar-Derivate sind beispielsweise Cosmedia GuarR C-261 und JaguarR C 13-S.quaternized guar derivatives, as are commercially available under the names Cosmedia Guar R and Jaguar R. Preferred guar derivatives are, for example, Cosmedia Guar R C-261 and Jaguar R C 13-S.
Copolymere des Vinylpyrrolidons mit quaternierten Derivaten des Dial- kylaminoacrylats- und -methacrylats, wie beispielsweise mit Diethyl- sulfat quaternierte Vinylpyrrolidon-Dimethylaminomethacrylat-Copoly- mere sowie das Vinylpyrrolidon-Methacrylamidopropyltrimethylammonium- chlorid-Copolymere. Solche Verbindungen sind unter den Bezeichnungen GafquatR734, GafquatR755 bzw. GafquatR HS100 im Handel erhältlich.Copolymers of vinylpyrrolidone with quaternized derivatives of dialkylaminoacrylate and methacrylate, such as, for example, vinylpyrrolidone-dimethylaminomethacrylate copolymers quaternized with diethyl sulfate, and vinylpyrrolidone-methacrylamidopropyltrimethylammonium chloride copolymers. Such compounds are commercially available under the names Gafquat R 734, Gafquat R 755 and Gafquat R HS100.
Copolymerisate des Vinylpyrrolidons mit Vinylimidazoliummethochlorid, wie sie unter der Bezeichnung LuviquatR angeboten werden.Copolymers of vinyl pyrrolidone with vinyl imidazolium methochloride, such as those offered under the name Luviquat R.
Polymere Dimethyldiallylammoniumsalze und deren Copolymere mit Estern und Amiden von Acrylsäure und Methacrylsäure. Die unter den Bezeich¬ nungen MerquatR100 (Poly(dimethyldiallylammoniumchlorid)) und Mer- quatR550 (Dimethyldiallylammoniumchlorid-Acrylamid-Copolymer) im Han¬ del erhältlichen Produkte sind Beispiele für solche kationischen Po¬ lymere.Polymeric dimethyldiallylammonium salts and their copolymers with esters and amides of acrylic acid and methacrylic acid. The products obtainable under the names Merquat R 100 (poly (dimethyldiallylammonium chloride)) and Merquat R 550 (dimethyldiallylammonium chloride-acrylamide copolymer) are examples of such cationic polymers.
Kationisch derivatisierte Silikonöle, wie beispielsweise die im Handel erhältlichen Produkte Q2-7224 (Hersteller: Dow Corning; ein stabili¬ siertes Trimethylsilylamodimethicon), Dow Corning 929 Emulsion (ent¬ haltend ein hydroxyl-amino-modifiziertes Silicon, das auch als Amodi- methicone bezeichnet wird), SM-2059 (Hersteller: General Electric), SLM-55067 (Hersteller: Wacker) sowie AbilR-Quat 3270 und 7232 (Her¬ steller: Th. Goldschmidt; diquatemäre Polydimethylsiloxane, Quater- nium-80).Cationically derivatized 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 R -Quat 3270 and 7232 (manufacturer: Th. Goldschmidt; diquaternary polydimethylsiloxane, quaterium-80).
Chitosan und dessen DerivateChitosan and its derivatives
Kationisch derivatisierte Proteinhydrolysate, die beispielsweise durch Umsetzung von alkalisch, sauer oder enzymatisch hydrolysierten Pro¬ teinen mit Glycidyltrialkylammoniumsalzen oder 3-Halo-2-hydroxypro- pyltrialkylammoniumsalzen erhalten werden können, sind im Sinne dieser Erfindung ebenfalls kationische Polymere. Die Proteine, die als Aus¬ gangstoffe für die Proteinhydrolysate dienen, können sowohl tierischer als auch pflanzlicher Herkunft sein. Übliche Ausgangsstoffe sind bei¬ spielsweise Keratin, Kollagen, Elastin, Sojaprotein, Milchprotein, Weizenprotein, Seidenprotein und Mandelprotein. Durch die Hydrolyse entstehen Stoffmischungen mit Molmassen im Bereich von ca. 100 bis ca. 50 000 Dalton. Übliche mittlere Molmassen liegen in einem Bereich von etwa 500 bis etwa 5000 Dalton. Vorteilhafterweise enthalten die kationisch derivatisierten Protein¬ hydrolysate eine oder zwei lange Alkylketten mit 8 bis 22 C-Atomen und entsprechend zwei oder eine kurze Alkylkette mit 1 bis 4 C-Atomen. Verbindungen, die eine lange Alkylkette enthalten, sind bevorzugt.Cationically derivatized protein hydrolyzates, which can be obtained, for example, by reacting alkaline, acidic or enzymatically hydrolyzed proteins with glycidyltrialkylammonium salts or 3-halo-2-hydroxypropyltrialkylammonium salts, are also cationic polymers for the purposes of this invention. The proteins which serve as starting materials for the protein hydrolyzates can be of animal or vegetable origin. Typical starting materials are keratin, collagen, elastin, soy protein, milk protein, wheat protein, silk protein and almond protein. The hydrolysis produces mixtures of substances with molar masses in the range from approximately 100 to approximately 50,000 Daltons. Usual average molecular weights are in the range from about 500 to about 5000 daltons. The cationically derivatized protein hydrolyzates advantageously contain one or two long alkyl chains with 8 to 22 C atoms and correspondingly two or a short alkyl chain with 1 to 4 C atoms. Compounds containing a long alkyl chain are preferred.
Bevorzugte Proteinderivate sind Substanzen der Formel (II),Preferred protein derivatives are substances of the formula (II)
(II)(II)
Figure imgf000017_0001
Figure imgf000017_0001
in der R4 für die Seitenketten der Aminosäuren des Proteins, R1 und R2 unabhängig voneinander für Alkylketten mit 1 bis 4 C-Atomen und R3 für eine Alkylkette mit 8 bis 22 C-Atomen steht.in which R 4 stands for the side chains of the amino acids of the protein, R 1 and R2 independently of one another for alkyl chains with 1 to 4 C atoms and R3 for an alkyl chain with 8 to 22 C atoms.
Ein auf dem Markt erhältliches Produkt ist LamequatRL (Chemische Fa¬ brik Grünau). Es hat die StrukturA product available on the market is Lamequat R L (chemical factory Grünau). It has the structure
Figure imgf000017_0002
Figure imgf000017_0002
in der R für die Seitenketten der Aminosäuren des Kollagens steht. Eine Bezeichnung analog CTFA ist Lauryldimonium Hydroxypropylamino Hydrolyzed Collagene.in which R stands for the side chains of the amino acids of the collagen. A name analogous to CTFA is lauryldimonium hydroxypropylamino hydrolyzed collagen.
Polymere Kondensationsharze von Polyolen und Polyaminen, wie bei¬ spielsweise Polyglykol-Polyamin-Kondensationsharze, die unter der CTFA-Bezeichnung PEG-15 Cocopolyamine bekannt sind. Im Handel ist beispielsweise das Produkt PolyquartRH 81 (Henkel) erhältlich. Eine weitere, in erfindungsgemäßen Zubereitungen als haarkonditionierenden Wirkstoffen verwendbare Gruppe stellen nichtionogene Tenside dar.Polymeric condensation resins of polyols and polyamines, such as, for example, polyglycol-polyamine condensation resins, which are known under the CTFA name PEG-15 Cocopolyamine. The product Polyquart R H 81 (Henkel) is commercially available, for example. Another group that can be used as hair-conditioning active ingredients in preparations according to the invention are nonionic surfactants.
Geeignete nichtionogene Polymere sind beispielsweise:Suitable nonionic polymers are, for example:
Polyvinylpyrrolidone, wie sie beispielsweise unter der Bezeichnung LuviskolR (BASF) vertrieben werden. Polyvinylpyrrolidone sind bevor¬ zugte nichtionische Polymere im Rahmen der Erfindung.Polyvinylpyrrolidones, such as those sold under the name Luviskol R (BASF). Polyvinylpyrrolidones are preferred nonionic polymers in the context of the invention.
Vinylpyrrolidon/Vinylester-Copolymere, wie sie beispielsweise unter dem Warenzeichen LuviskolR (BASF) vertrieben werden. LuviskolR VA 64 und LuviskolR VA 73, jeweils Viπylpyrrolidon/Vinylacetat-Copolymere, sind ebenfalls bevorzugte nichtionische Polymere.Vinyl pyrrolidone / vinyl ester copolymers, such as those sold under the trademark Luviskol R (BASF). Luviskol R VA 64 and Luviskol R VA 73, each vinyl pyrrolidone / vinyl acetate copolymers, are also preferred nonionic polymers.
Celluloseether, wie Hydroxypropylcellulose, Hydroxyethylcellulose und Methylhydroxypropylcellulose, wie sie beispielsweise unter den Waren¬ zeichen CulminalR und BenecelR (AQUALON) vertrieben werden.Cellulose ethers, such as hydroxypropyl cellulose, hydroxyethyl cellulose and methyl hydroxypropyl cellulose, as are sold, for example, under the trademark Culminal R and Benecel R (AQUALON).
Schellackshellac
Schließlich können auch Phospholipide, beispielsweise Sojalecithin, Ei- Lecithin und Kephaline als haarkonditionierende Wirkstoffe eingesetzt werden.Finally, phospholipids, for example soy lecithin, egg lecithin and cephalins, can also be used as hair-conditioning active ingredients.
Bevorzugt sind die haarkonditionierenden Wirkstoffe in Mengen von 0,1 - 5 Gew.-%, bezogen auf die gesamte Zubereitung, enthalten.The hair-conditioning active ingredients are preferably present in amounts of 0.1-5% by weight, based on the entire preparation.
Weitere Bestandteile der erfindungsgemäßen Mittel können beispielsweise sein:Further components of the agents according to the invention can be, for example:
Strukturanten wie Glucose und Maleinsäure,Structurants such as glucose and maleic acid,
Verdickungsmittel wie Agar-Agar, Guar-Gum, Alginate und Xanthan-Gum, Proteinhydrolysate, insbesondere Elastin-, Kollagen-, Keratin-, Milcheiweiß-, Sojaprotein- und Weizenproteinhydrolysate, deren Kon¬ densationsprodukte mit Fettsäuren sowie quaternisierte Proteinhydrolysate, Parfümöle, Dimethylisosorbid und Cyclodextrine,Thickeners such as agar agar, guar gum, alginates and xanthan gum, protein hydrolyzates, in particular elastin, collagen, keratin, milk protein, soy protein and wheat protein hydrolyzates, their condensation products with fatty acids and quaternized protein hydrolyzates, Perfume oils, dimethyl isosorbide and cyclodextrins,
Lösungsvermittler, wie Ethanol, Isopropanol, Ethylenglykol, Propylen¬ glykol, Glycerin und Diethylenglykol, Farbstoffe,Solubilizers, such as ethanol, isopropanol, ethylene glycol, propylene glycol, glycerol and diethylene glycol, dyes,
Antischuppenwirkstoffe wie Piroctone Olamine, Zink Omadine und Climbazol, weitere Substanzen zur Einstellung des pH-Wertes, Wirkstoffe wie Panthenol, nichtionogene und kationische Derivate des Panthenols wie beispielsweise die unter der Bezeichnung PanthequatR vertriebene Verbindung, Allantoin, Pyrrolidoncarbonsäuren und deren Salze, Pflanzenextrakte und Vitamine, Lichtschutzmittel,Anti-dandruff active ingredients such as piroctone olamine, zinc omadine and climbazole, other substances for adjusting the pH, active ingredients such as panthenol, nonionic and cationic derivatives of panthenol such as the compound sold under the name Panthequat R , allantoin, pyrrolidone carboxylic acids and their salts, plant extracts and vitamins Sunscreen
Konsistenzgeber wie Zuckerester, Polyolester oder Polyolalkylether, Fette und Wachse, wie Walrat, Bienenwachs, Montanwachs, Paraffine und Fettalkohole, Fettsäurealkanolamide,Consistency enhancers such as sugar esters, polyol esters or polyol alkyl ethers, fats and waxes such as walrus, beeswax, montan wax, paraffins and fatty alcohols, fatty acid alkanolamides,
Komplexbildner wie EDTA, EDETA, NTA und Phosphonsäuren, Quell- und Penetrationsstoffe wie Glycerin, Propylenglykolmonoethyl- ether, Carbonate, Hydrogencarbonate, Guanidine, Harnstoffe sowie pri¬ märe, sekundäre und tertiäre Phosphate, Trübungsmittel wie Latex,Complexing agents such as EDTA, EDETA, NTA and phosphonic acids, swelling and penetration substances such as glycerol, propylene glycol monoethyl ether, carbonates, hydrogen carbonates, guanidines, ureas and primary, secondary and tertiary phosphates, opacifiers such as latex,
Perlglanzmittel wie Ethylenglykolmono- und -distearat, Treibmittel wie Propan-Butan-Gemische, N2O, Dimethylether, CO2 und Luft sowie Antioxidantien, direktziehende Farbstoffe, sogenannte Kuppler- und Entwicklerkomponenten als Oxidationsfarbstoffvorprodukte,Pearlescent agents such as ethylene glycol mono- and distearate, blowing agents such as propane-butane mixtures, N2O, dimethyl ether, CO2 and air, and antioxidants, direct dyes, so-called coupler and developer components as oxidation dye precursors,
Reduktionsmittel wie z.B. Thioglykolsäure und deren Derivate, Thio¬ milchsäure, Cysteamin, Thioäpfelsäure und α-Mercaptoethansulfonsäure, Oxidationsmittel wie Wasserstoffperoxid, Kaliumbromat und Natriumbro- mat.Reducing agents such as Thioglycolic acid and its derivatives, thiolactic acid, cysteamine, thio malic acid and α-mercaptoethanesulfonic acid, oxidizing agents such as hydrogen peroxide, potassium bromate and sodium bromate.
Die erfindungsgemäß verwendbaren Mittel können als Lösung, Lotion, Emul¬ sion, Mikroemulsion, Creme oder Gel formuliert sein. Die Formulierung als Lösung, Emulsion oder Mikroemulsion mit einem Wassergehalt von 50 bis 90 Gew.-%, bezogen auf das gesamte Mittel, kann bevorzugt sein. In einer weiteren bevorzugten Ausführungsform können die Mittel in Form von Schaumaerosolen konfektioniert werden. Dabei ist sowohl die Formulie¬ rung mit einem verflüssigten Gas als Treibmittel als auch in Form soge¬ nannter Pumpsprays möglich, bei denen der zum Versprühen benötigte Druck durch mechanisches Pumpen aufgebaut wird. Stickstoff, Luft, Kohlendioxid, Propan, Butan, Isobutan, Pentan und Dimethylether sind bevorzugte Treib¬ mittel. Wenngleich Fluorchlor- und Chlorkohlenwasserstoffe hinsichtlich der erzielten Aerosoleigenschaften exzellente Treibmittel sind, so ist doch ihre Verwendung als Treibmittel in den erfindungsgemäßen Mitteln aufgrund der bekannten Ozon-Problematik weniger bevorzugt.The agents which can be used according to the invention can be formulated as a solution, lotion, emulsion, microemulsion, cream or gel. The formulation as a solution, emulsion or microemulsion with a water content of 50 to 90% by weight, based on the total agent, can be preferred. In a further preferred embodiment, the agents can be packaged in the form of foam aerosols. Both the formulation with a liquefied gas as a blowing agent and in the form of so-called pump sprays are possible, in which the pressure required for spraying is built up by mechanical pumping. Nitrogen, air, carbon dioxide, propane, butane, isobutane, pentane and dimethyl ether are preferred blowing agents. Although chlorofluorocarbons and chlorinated hydrocarbons are excellent propellants with regard to the aerosol properties achieved, their use as propellants in the agents according to the invention is less preferred due to the known ozone problem.
Gegenstand der Erfindung ist auch die Verwendung der erfindungsgemäßen Mittel zur Behandlung von Keratinfasern, insbesondere von Haaren.The invention also relates to the use of the compositions according to the invention for the treatment of keratin fibers, in particular hair.
Gegenstand der Erfindung ist ebenfalls ein Verfahren zur Behandlung von Haaren, bei dem eine erfindungsgemäße Zubereitung auf das Haar aufgebracht wird und dort verbleibt.The invention also relates to a method for treating hair, in which a preparation according to the invention is applied to the hair and remains there.
Gegenstand der Erfindung ist schließlich auch ein Verfahren zur Behandlung von Haaren, bei dem eine erfindungsgemäße Zubereitung auf das Haar aufge¬ bracht und nach einer Einwirkzeit (0,5 bis 40 Minuten) wieder ausgespült wird.Finally, the invention also relates to a method for treating hair, in which a preparation according to the invention is applied to the hair and rinsed out again after an exposure time (0.5 to 40 minutes).
Die folgenden Beispiele sollen die Erfindung näher erläutern. The following examples are intended to explain the invention in more detail.
1. Bestimmung des Lockenrückhaltevermögens (Curl-Retention-Test)1. Determination of curl retention (curl retention test)
Zur Bestimmung des Lockenrückhaltevermögens (des sogenannten Curl-Reten¬ tion-Wertes) wurde wie folgt vorgegangen:The procedure for determining the curl retention capacity (the so-called curl retention value) was as follows:
Eine 15 cm lange Haarsträhne (Alkinco 6634, Strähnengewicht: 2 g) wurde mit 0,3 g der zu untersuchenden Zubereitung behandelt und auf ein Glasrohr von 2,0 cm Außendurchmesser gewickelt, fixiert und getrocknet. Ein Maß für die Stabilität der nach dem Herausziehen des Glasrohres erhaltenen Locke ist der Curl-Retention-Wert, der definiert ist als [(l-lx)/(l-l0)]* 100 %, wobei 1 die Länge der Haarsträhne (15 cm), 10 die Länge der Haarlocke un¬ mittelbar nach dem Trocknen und lx die Länge der Haarlocke nach x-stündi- ger hängender Lagerung in einem Trockenschrank bei konstanten Bedingungen (25 °C, 60 % relative Luftfeuchtigkeit) ist.A 15 cm long strand of hair (Alkinco 6634, strand weight: 2 g) was treated with 0.3 g of the preparation to be examined and wound on a glass tube with an outer diameter of 2.0 cm, fixed and dried. A measure of the stability of the curl obtained after pulling out the glass tube is the curl retention value, which is defined as [(ll x ) / (ll 0 )] * 100%, where 1 is the length of the strand of hair (15 cm) 1 0 is the length of the lock of hair immediately after drying and l x the length of the lock of hair after storage in a drying cabinet for an hour at constant conditions (25 ° C., 60% relative atmospheric humidity).
Die gefundenen Werten, die jeweils die Mittelwerte aus mehreren Messungen darstellen, sind in Tabelle I aufgeführt. Alle Mengenangaben in Tabelle I sind Gew.-%.The values found, which each represent the mean values from several measurements, are listed in Table I. All amounts in Table I are% by weight.
Tabelle I:Table I:
El VI V2 V3El VI V2 V3
Zusammensetzung:Composition:
- 3V Sigma PNC-4001 0,5 - 1,0 -- 3V Sigma PNC-400 1 0.5 - 1.0 -
- SepigelR 3052 0,5 1,0 - -- Sepigel R 305 2 0.5 1.0 - -
- Wasser ad 100 - water ad 100
Curl-Retention-Werte [%]:Curl retention values [%]:
- nach 1 h 92 95 90 92- after 1 h 92 95 90 92
- nach 6 h 75 68 63 66- after 6 h 75 68 63 66
- nach 8 h 73 65 55 63- after 8 h 73 65 55 63
- nach 24 h 62 57 50 53- after 24 h 62 57 50 53
1 Polyacrylsäure-Natriumsalz (INCI-Bezeichnung: Sodium Carbomer) (3V SIGMA) 2 Compound aus einem Copolymer aus Acrylamid und 2-Acrylamido-2-methyl- propansulfonsäure-Natriumsalz, Isoparaffin und Dodecylalkohol + 7 EO (INCI-Bezeichnung: Polyacrylamide (and) C13-14-Isoparaffin (and) Lau- ret-7) (SEPPIC). 1 polyacrylic acid sodium salt (INCI name: Sodium Carbomer) (3V SIGMA) 2 compound made from a copolymer of acrylamide and 2-acrylamido-2-methyl-propanesulfonic acid sodium salt, isoparaffin and dodecyl alcohol + 7 EO (INCI name: polyacrylamide (and) C13-14-isoparaffin (and) Lauret-7) ( SEPPIC).
2. Anwendungsbeispiele2. Examples of use
Alle Mengenangabe sind in Gew.-%.All quantities are in% by weight.
2.1 Kurpackung (auf dem Haar verbleibend)2.1 Spa pack (remaining on the hair)
CetiolR0E3 0,6Cetiol R 0E3 0.6
EumulginR054 0,4Eumulgin R 05 4 0.4
D-Panthenol 0,6D-panthenol 0.6
LuviquatRFC-3705 0,2Luviquat R FC-370 5 0.2
Ethanol 10,0 Glucose 0,1Ethanol 10.0 glucose 0.1
SeρigelR305 0,6Seρigel R 305 0.6
CarbopolRETD 20016 0,6Carbopol R ETD 2001 6 0.6
Triethanolamin q.s. Wasser ad 100Triethanolamine q.s. Water ad 100
3 Dioctylether (INCI-Bezeichnung: Dicaprylyl Ether) (HENKEL) 3 dioctyl ether (INCI name: dicaprylyl ether) (HENKEL)
4 Oleylalkohol + 5 Ethylenoxid (INCI-Bezeichnung: 01eth-5) (HENKEL) 4 oleyl alcohol + 5 ethylene oxide (INCI name: 01eth-5) (HENKEL)
5 Vinylimidazoliummethochlorid-Vinylpyrrolidon-(30:70)-Copolymer (40 % Aktivsubstanz in Wasser; INCI-Bezeichnung: Polyquatemium-16) (BASF)5 vinylimidazolium methochloride-vinylpyrrolidone (30:70) copolymer (40% active substance in water; INCI name: Polyquatemium-16) (BASF)
6 vernetzte Polyaerylsäure (INCI-Bezeichnung: Carbomer) (GOODRICH) 6 cross-linked polyaeric acid (INCI name: Carbomer) (GOODRICH)
2.2. Shampoo2.2. shampoo
TexaponRN 707 21,0Texapon R N 70 7 21.0
PlantarenR-12008 8,0Plantaren R- 1200 8 8.0
GenaminRDSAC9 1,2Genamin R DSAC 9 1.2
Cutina^GMS1^ 0,6 3V Sigma PNCR400 0, 16 SepigelR305 1 , -0 Natriumchlorid 0, ,2 Wasser ad 100Cutina ^ GMS 1 ^ 0.6 3V Sigma PNC R 400 0, 1 6 Sepigel 305 R 1, -0 sodium chloride 0 2 Water ad 100
7 Natriumlaurylethersulfat (ca. 72 % Aktivsubstanz) (HENKEL)7 sodium lauryl ether sulfate (approx. 72% active substance) (HENKEL)
8 C12-C16-Alkylglucosid mit Oligomerisationsgrad 1,4 (ca. 50 % Aktiv¬ substanz; INCI-Bezeichnung: Lauryl Polyglycosid) (HENKEL) 8 C12-C16-alkyl glucoside with a degree of oligomerization of 1.4 (approx. 50% active substance; INCI name: Lauryl polyglycoside) (HENKEL)
9 Dimethyldistearylammoniumchlorid (HOECHST) 10 Ethylenglykolmonostearat (ca. 25-35% Monoester, 60-70% Diester; INCI- Bezeichnung: Glycol Stearate) (HENKEL)9 dimethyldistearylammonium chloride (HOECHST) 10 ethylene glycol monostearate (approx. 25-35% monoester, 60-70% diester; INCI name: glycol stearate) (HENKEL)
2.3 Kurpackung (abspülbar)2.3 Spa pack (rinsable)
StenolR1618n 3,0Stenol R 1618 n 3.0
EumulginRB 1*2 0,5Eumulgin R B 1 * 2 0.5
EumulginRB 213 0,5Eumulgin R B 2 13 0.5
CutinaRCP14 1,0Cutina R CP 14 1.0
EutanolRG15 1,5Eutanol R G 15 1.5
Dow ComingR929-Emulsion16 2,9Dow Coming R 929 Emulsion 16 2.9
CelquatRL20017 2,0Celquat R L200 17 2.0
SepigelR305 0,4Sepigel R 305 0.4
CarbopolRETD 205018 0,7Carbopol R ETD 2050 18 0.7
Natronlauge (25%ig) q.s.Sodium hydroxide solution (25%) q.s.
Wasser ad 100Water ad 100
11 C16/C18-Fettalkohol (HENKEL) 11 C16 / C18 fatty alcohol (HENKEL)
12 Cetylstearylalkohol mit ca. 12 Mol E0 (INCI-Bezeichnung: Ceteareth-12) (HENKEL) 12 cetylstearyl alcohol with approx. 12 mol E0 (INCI name: Ceteareth-12) (HENKEL)
13 Cetylstearylalkohol mit ca. 20 Mol E0 13 cetylstearyl alcohol with approx. 20 mol E0
(INCI-Bezeichnung: Ceteareth-20) (HENKEL)(INCI name: Ceteareth-20) (HENKEL)
1414
Ester aus gesättigten, langkettigen Fettalkoholen und Fettsäuren, vornehmlich Palmitinsäurecetylester (INCI-Bezeichnung: Cetyl Palmi- tate) (HENKEL) Kondensationsprodukt aus gesättigten flüssigen Fettalkoholen, vorwie¬ gend Decylalkohol, hergestellt nach der Guerbet-Reaktion (INCI-Be¬ zeichnung: Octyldodecanol) (HENKEL) amino-funktionelles Polydimethylsiloxan (35 % Aktivsubstanz) (DOW CORNING) Hydroxyethylcellulose-Diallyldimethylammoniumchlorid-Copolymere (95 % Aktivsubstanz; INCI-Bezeichnung: Polyquaternium-4) (DELFT-NATIONAL) modifizierte Polyaerylsäure (INCI-Bezeichnung: Carbomer) (GOODRICH) Esters of saturated, long-chain fatty alcohols and fatty acids, primarily palmitic acid cetylester (INCI name: Cetyl Palmitate) (HENKEL) Condensation product from saturated liquid fatty alcohols, mainly decyl alcohol, produced according to the Guerbet reaction (INCI name: octyldodecanol) (HENKEL) amino-functional polydimethylsiloxane (35% active substance) (DOW CORNING) hydroxyethyl cellulose diallyldimethylammonium chloride copoloyl Active substance; INCI name: Polyquaternium-4) (DELFT-NATIONAL) modified polyaerylic acid (INCI name: Carbomer) (GOODRICH)

Claims

Patentansprüche claims
1. Zubereitung zur Behandlung keratiniseher Fasern, insbesondere mensch¬ licher Haare, dadurch gekennzeichnet, daß sie eine Wirkstoffkombina¬ tion bestehend aus1. Preparation for the treatment of keratin fibers, in particular human hair, characterized in that it consists of an active ingredient combination
- einem anionischen Homopolymer A und- An anionic homopolymer A and
- einem anionischen Copolymer B mit mindestens einem nichtionogenen Co-Monomer- An anionic copolymer B with at least one nonionic co-monomer
enthält.contains.
2. Zubereitung nach Anspruch 1, dadurch gekennzeichnet, daß das anioni¬ sche Homopolymer A ein Polymer der Acrylsäure oder Methacrylsäure ist, das gewünschtenfalls mit einem Polyol vernetzt ist.2. Preparation according to claim 1, characterized in that the anionic homopolymer A is a polymer of acrylic acid or methacrylic acid which, if desired, is crosslinked with a polyol.
3. Zubereitung nach Anspruch 1 oder 2, dadurch gekennzeichnet, daß das anionische Homopolymer A ganz oder teilweise mit einer Base neutrali¬ siert ist.3. Preparation according to claim 1 or 2, characterized in that the anionic homopolymer A is completely or partially neutralized with a base.
4. Zubereitung nach einem der Ansprüche 1 bis 3, dadurch gekennzeichnet, daß das Homopolymer A in einer Menge von 0,1 - 5 Gew.-%, insbesondere 0,4 - 5 Gew.-%, bezogen auf die gesamte Zubereitung, enthalten ist.4. Preparation according to one of claims 1 to 3, characterized in that the homopolymer A in an amount of 0.1 - 5 wt .-%, in particular 0.4 - 5 wt .-%, based on the total preparation is.
5. Zubereitung nach einem der Ansprüche 1 bis 4, dadurch gekennzeichnet, daß das anionische Copolymere B ein anionisches Monomer mit einer -C00-- oder -Sθ3~-Gruppe enthält.5. Preparation according to one of claims 1 to 4, characterized in that the anionic copolymer B contains an anionic monomer with a -C00-- or -Sθ3 ~ group.
6. Zubereitung nach Anspruch 5, dadurch gekennzeichnet, daß das anioni- sche Monomer ausgewählt ist aus der Gruppe, die von Acrylsäure, Meth¬ acrylsäure, Crotonsäure, Acrylamido-(Cl-C4)-alkylcarbonsäuren, Acryl- amido-(Cl-4)-alkylsulfonsäuren, Maleinsäure, Maleinsäuremono(Cl-C4)- alkylestern sowie deren physiologisch verträglichen Salzen gebildet wird. 6. Preparation according to claim 5, characterized in that the anionic monomer is selected from the group consisting of acrylic acid, methacrylic acid, crotonic acid, acrylamido (Cl-C4) alkyl carboxylic acids, acrylic amido (Cl-4 ) -alkylsulfonic acids, maleic acid, maleic acid mono (Cl-C4) - alkyl esters and their physiologically tolerable salts.
7. Zubereitung nach Anspruch 6, dadurch gekennzeichnet, daß anionische Monomere eine Acrylamido-(Cl-4)-alkylsulfonsäure oder ein Salz dieser Säure ist.7. Preparation according to claim 6, characterized in that anionic monomers is an acrylamido (Cl-4) alkyl sulfonic acid or a salt of this acid.
8. Zubereitung nach Anspruch 7, dadurch gekennzeichnet, daß anionische Monomere Acrylamido-2-methyl-propyl-sulfonsäure oder ein Salz dieser Säure ist.8. Preparation according to claim 7, characterized in that anionic monomers is acrylamido-2-methyl-propyl-sulfonic acid or a salt of this acid.
9. Zubereitung nach einem der Ansprüche 1 bis 8, dadurch gekennzeichnet, daß das anionische Copolymere B ein nichtionogenes Co-Monomeres ent¬ hält, das ausgewählt ist aus der Gruppe, die von Acrylamid, Vinylpyr¬ rolidon, Vinylacetat, Acrylsäure-(Cl-C4)-alkylestern, Vinylalkohol und Vinylalkohol-(Cl-C4)-alkylethern gebildet wird.9. Preparation according to one of claims 1 to 8, characterized in that the anionic copolymer B contains a non-ionic co-monomer which is selected from the group consisting of acrylamide, vinyl pyrrolidone, vinyl acetate, acrylic acid (Cl- C4) alkyl esters, vinyl alcohol and vinyl alcohol (Cl-C4) alkyl ethers is formed.
10. Zubereitung nach Anspruch 9, dadurch gekennzeichnet, daß das nicht¬ ionogene Co-Monomer Acrylamid ist.10. Preparation according to claim 9, characterized in that the non-ionic co-monomer is acrylamide.
11. Zubereitung nach Anspruch 10, dadurch gekennzeichnet, daß das anio¬ nische Copolymere B besteht aus11. Preparation according to claim 10, characterized in that the anionic copolymer B consists of
- 40 - 95 Mol-% Acrylamid,40-95 mol% of acrylamide,
- 5 - 60 Mol-% Acrylamido-2-methyl-propyl-sulfonsäure oder einem physiologisch verträglichen Salz dieser Säure und- 5 - 60 mol% of acrylamido-2-methyl-propyl-sulfonic acid or a physiologically acceptable salt of this acid and
- 0 - 55 Mol-% weiteren anionischen und/oder nichtionogenen- 0 - 55 mol% of other anionic and / or nonionic
Monomeren.Monomers.
12. Zubereitung nach einem der Ansprüche 1 bis 11, dadurch gekennzeichnet, daß das Copolymer B in einer Menge von 0,1 - 2 Gew.-%, insbesondere 0,3 - 2 Gew.-%, bezogen auf die gesamte Zubereitung, enthalten ist.12. Preparation according to one of claims 1 to 11, characterized in that the copolymer B in an amount of 0.1 - 2 wt .-%, in particular 0.3 - 2 wt .-%, based on the total preparation is.
13. Zubereitung nach einem der Ansprüche 1 bis 12, dadurch gekennzeichnet, daß sie zusätzlich ein nichtionisches Tensid enthält.13. Preparation according to one of claims 1 to 12, characterized in that it additionally contains a nonionic surfactant.
14. Zubereitung nach Anspruch 13, dadurch gekennzeichnet, daß das nicht¬ ionogene Tensid ausgewählt ist aus ethoxylierten Fettalkoholen und ethoxylierten Glycerin-mono-, -di- und -triglyceriden. 14. Preparation according to claim 13, characterized in that the non-ionic surfactant is selected from ethoxylated fatty alcohols and ethoxylated glycerol mono-, di- and triglycerides.
15. Zubereitung nach Anspruch 13 oder 14, dadurch gekennzeichnet, daß das nichtionogene Tensid in Mengen von 0,01 - 1,5 Gew.-%, bezogen auf die gesamte Zubereitung, enthalten ist.15. Preparation according to claim 13 or 14, characterized in that the nonionic surfactant is contained in amounts of 0.01 - 1.5 wt .-%, based on the entire preparation.
16. Zubereitung nach einem der Ansprüche 1 bis 15, dadurch gekennzeichnet, daß sie 0,01 - 8 Gew.-% eines wasserunlöslichen Öls, bezogen auf die gesamte Zubereitung, enthält.16. Preparation according to one of claims 1 to 15, characterized in that it contains 0.01 - 8 wt .-% of a water-insoluble oil, based on the entire preparation.
17. Zubereitung nach einem der Ansprüche 1 bis 16, dadurch gekennzeichnet, daß sie 0,1 - 5 Gew.-% eines haarkonditionierenden Wirkstoffes, be¬ zogen auf die gesamte Zubereitung, enthält.17. Preparation according to one of claims 1 to 16, characterized in that it contains 0.1 - 5 wt .-% of a hair-conditioning active ingredient, based on the entire preparation.
18. Verfahren zur Behandlung von Haaren, dadurch gekennzeichnet, daß ein Mittel nach einem der Ansprüche 1 bis 17 auf das Haar aufgebracht wird und auf diesem verbleibt. 18. A method of treating hair, characterized in that an agent according to any one of claims 1 to 17 is applied to the hair and remains on it.
PCT/EP1996/002732 1995-07-03 1996-06-24 Preparation for treating keratin fibres WO1997002006A1 (en)

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DE1995123596 DE19523596A1 (en) 1995-07-03 1995-07-03 Preparation for the treatment of keratinic fibers
DE19523596.7 1995-07-03

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