EP2571480A2 - Produit de traitement capillaire contenant du polyquaternium-72 - Google Patents

Produit de traitement capillaire contenant du polyquaternium-72

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Publication number
EP2571480A2
EP2571480A2 EP10770780A EP10770780A EP2571480A2 EP 2571480 A2 EP2571480 A2 EP 2571480A2 EP 10770780 A EP10770780 A EP 10770780A EP 10770780 A EP10770780 A EP 10770780A EP 2571480 A2 EP2571480 A2 EP 2571480A2
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EP
European Patent Office
Prior art keywords
acid
alcohol
weight
preferred
alkyl
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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EP10770780A
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German (de)
English (en)
Inventor
Marcus Krueger
Jens Delowsky
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Henkel AG and Co KGaA
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Henkel AG and Co KGaA
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Publication of EP2571480A2 publication Critical patent/EP2571480A2/fr
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Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/12Preparations containing hair conditioners
    • 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
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/42Amides
    • 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
    • A61K8/67Vitamins
    • A61K8/673Vitamin B group
    • 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
    • A61K8/73Polysaccharides
    • A61K8/731Cellulose; Quaternized cellulose derivatives

Definitions

  • the invention relates to hair treatment compositions containing polyquaternium-72 and at least one amine and / or cationized amine, in particular an amidoamine and / or a cationized amidoamine and the use of these agents for the treatment of hair.
  • Quaternary ammonium compounds of the mono-, di- and / or trialkylammonium type have been known for a long time.
  • a disadvantage of these compounds is their lack of biodegradability. Therefore, cationic compounds containing at least one ester group, the so-called ester quats, have been developed. These, however, show a sensation of being unpleasantly dull in terms of the feel and feel of wet skin and hair as well as the touch and feel of the rewashed skin or hair, which is also perceived as "squeaky” audible.
  • polyquaternium-72 in combination with at least one amidoamine satisfies the requirements of hair care compositions in an outstanding manner.
  • the object of the present invention is to significantly improve the properties of keratinic fibers in terms of their elasticity, combability, gloss and bounce of the entire hairstyle.
  • a first aspect of the present invention is therefore a composition for the treatment of keratinic fibers containing
  • an amine and / or cationized amine in particular an amidoamine and / or a cationized amidoamine, and c) a cosmetic carrier.
  • Hair treatment compositions according to the present invention are, for example, hair dyes, bleaching agents, hair shampoos, hair conditioners, conditioning shampoos, hair sprays, Hair rinses, hair treatments, hair wraps, hair tonics, perming solutions, hair dye shampoos, hair dyes, hair fixatives, hair dressings, hair styling preparations, hair lotions, mousses, hair gels, hair waxes or combinations thereof.
  • combing is understood according to the invention both the combability of the wet fiber, as well as the combability of the dry fiber.
  • the combing work or the force used during the combing process of a fiber collective.
  • the measurement parameters can be assessed by the skilled person or quantified by measuring devices.
  • the grip defines the tactility of a fiber collective, whereby the expert sensoryly senses and evaluates the parameters fullness and suppleness of the collective.
  • Shaping is understood to mean the ability to give a shape change to a group of previously treated keratin-containing fibers, in particular human hair. Hair cosmetics also speak of hair styling.
  • Bounce means the liveliness of the fiber structure or the individual fiber, which manifests itself in the bounce, the spring force of the moving fiber or the fiber structure or the entire hairstyle.
  • an oxidative cosmetic agent containing at least one oxidizing agent on hair in a cosmetic carrier is defined according to the invention.
  • keratinic fiber animal fibers such as hair from dogs, cats, horses, etc., as well as hooves and nails also from, for example, dogs, cats or horses, as well as feathers from birds such as chickens, in particular the term “keratinic fiber "but understood human hair.
  • Suitable cosmetic vehicles according to the invention are in particular O / W, W / O and W / O / W emulsions in the form of creams or gels or surfactant-containing foaming solutions, such as shampoos, foam aerosols or other preparations which are especially suitable for use are suitable on the hair.
  • the cosmetic carriers may in particular be aqueous or aqueous-alcoholic.
  • An aqueous cosmetic carrier contains at least 50% by weight of water.
  • aqueous-alcoholic cosmetic carriers include aqueous solutions containing 3 to 70% by weight of a C 1 -C 6 -alcohol, in particular methanol, ethanol or propanol, isopropanol, butanol, isobutanol, tert-butanol, n-pentanol , Iso-pentanols, n-hexanol, iso-hexanols, glycol, glycerol, 1, 2-pentanediol, 1, 5-pentanediol, 1, 2-hexanediol or 1,6-hexanediol to understand.
  • a C 1 -C 6 -alcohol in particular methanol, ethanol or propanol
  • isopropanol butanol, isobutanol, tert-butanol
  • n-pentanol Iso-pentanols
  • compositions according to the invention may additionally contain further organic solvents, for example methoxybutanol, benzyl alcohol, ethyl diglycol or 1,2-propylene glycol. Preference is given to all water-soluble organic solvents.
  • Ingredient a) Polyquaternium-72 is used. Polyquaternium-72 is a very special cellulose. This cellulose is a hydroxyethyl cellulose which has been quaternized. Polyquaternium-72 is trimonium and cocodimonium hydroxyethylcellulose. Polyquaternium-72 can be used pre-dissolved both in solid form and already in aqueous solution. The use of for example the commercial product Mirustyle CP ® of the company. Croda is preferred. Polyquaternium-72 is included in the compositions of the invention in an amount of at least 0.01% by weight. Preference is given to amounts of 0.05% by weight and most preferably amounts of at least 0.1% by weight.
  • compositions according to the invention are clearly superior in bounce, the bounce behavior and the velvety, supple feel of the keratinic fibers.
  • Ingredient b) is at least one amine and / or cationized amine, in particular an amidoamine and / or a cationized amidoamine having one of the following structural formulas:
  • R 1 is an acyl or alkyl radical having 6 to 30 C atoms, which may be branched or unbranched, saturated or unsaturated, and wherein the acyl radical and / or the alkyl radical may contain at least one OH group, and
  • R 2, R 3 and R 4 are each independently of one another hydrogen or an alkyl radical having 1 to 4 C atoms, which may be identical or different, saturated or unsaturated, and
  • n is an integer between 1 and 10.
  • R1 is a branched or unbranched, saturated or unsaturated acyl radical with 6 to 30 carbon atoms, which may contain at least one OH group means.
  • amidoamines and / or quaternized amidoamines in which R 2, R 3 and / or R 4 in formulas (Tkat7) and / or (Tkat8) represent a radical according to the general formula CH 2 CH 2 OR 5, where R 5 is the meaning of alkyl radicals having 1 to 4 carbon atoms, hydroxyethyl or hydrogen.
  • the preferred size of n in the general formulas (Tkat7) and / or (Tkat8) is an integer between 2 and 5.
  • the alkyl group having 1 to 4 carbon atoms of R 2, R 3 and R 4 and / or the alkyl group having 1 to 4 carbon atoms of RSO 3 " in the general formula (Tkat7) and / or (Tkat8) may contain at least one hydroxyl group.
  • the alkylamidoamines can both be present as such and converted by protonation in a correspondingly acidic solution into a quaternary compound in the composition. According to the invention, the cationic alkylamidoamines are preferred.
  • amidoamines to be used according to the invention are, for example, amidoamines: Witcamine 100 (Witco, INCI name: Cocamidopropyl Dimethylamine), Incromine BB (Croda, INCI name: behenamidopropyl dimethylamine), Mackin 401 (McIntyre, INCI name: Isostearylamidopropyl Dimethylamine) and other Mackine types, Adogen S18V (Witco, INCI name: Stearylamidopropyl Dimethylamine), and as permanent cationic Amidoamine: Rewoquat RTM 50 (Witco Surfactants GmbH, INCI name: Ricinoleamidopropyltrimonium Methosulfate), Empigen CSC (Albright & Wilson, INCI name: Cocamidopropyltrimonium chloride), Swanol Lanoquat DES-50 (Nikko, INCI name: Quatemium-33), Rewoquat DES-50 (Nikko, INCI
  • ingredients b) according to the invention are used in amounts of at least 0.01% by weight. Preference is given to amounts of from 0.01 to 10.0% by weight, more preferably from 0.01 to 7.5% by weight, most preferably from 0.05 to 5.0% by weight and in particular from 0.1 to 5 , 0% by weight.
  • Ingredients a) and b) are preferably used in a weight ratio of 2: 1 to 1: 5. Preference is given to a ratio of from 2: 1 to 1: 3 and more preferably from 1: 1 to 1: 2. It may furthermore be preferred if, in addition to the active compounds a) and b) according to the invention, no further polymers and / or no further cationic surfactants are included.
  • the vitamin B group or the vitamin B complex include u. a.
  • Vitamin B 2 (riboflavin)
  • Vitamin B 3 the compounds nicotinic acid and nicotinamide (niacinamide) are often performed.
  • Preferred according to the invention is the nicotinic acid amide which is contained in the agents used according to the invention preferably in amounts of from 0.05 to 1% by weight, based on the total agent.
  • Vitamin B 5 pantothenic acid, panthenol and pantolactone.
  • Panthenol and / or pantolactone are preferably used in the context of this group.
  • Derivatives of panthenol which can be used according to the invention are, in particular, the esters and ethers of panthenol and also cationically derivatized panthenols.
  • Individual representatives are, for example, panthenol triacetate, the Panthenol monoethyl ether and its monoacetate and cationic panthenol derivatives.
  • the said compounds of the vitamin B 5 type are preferably contained in the agents according to the invention in amounts of 0.05-10% by weight, based on the total agent. Amounts of 0, 1-5 wt .-% are particularly preferred.
  • Vitamin B 6 pyridoxine and pyridoxamine and pyridoxal.
  • Surfactants are used as further ingredients, with both anionic and zwitterionic, ampholytic, nonionic and cationic surfactants being suitable in principle.
  • the selection depends on the type of product.
  • at least one surfactant is selected from the group of anionic, zwitterionic or nonionic surface-active substances. It is preferred here that at least one anionic and at least one zwitterionic surface-active substance is chosen.
  • These surface-active substances are particularly preferably selected from the group of particularly mild surface-active substances.
  • the ratio between anionic and zwitterionic surface-active substances is between 10: 1 and 1: 5. The ratio is particularly preferably 5: 1 to 1: 2.
  • Suitable anionic surfactants (tanion) in preparations according to the invention are all anionic surfactants suitable for use on the human body. Typical examples of anionic surfactants are:
  • Sulfobernsteinklamono- and dialkyl esters having 8 to 24 carbon atoms in the alkyl group and sulfosuccinic monoalkylpolyoxyethylester having 8 to 24 carbon atoms in the alkyl group and 1 to 6 oxyethyl groups.
  • Alpha-sulfofatty acid methyl esters of fatty acids having 8 to 30 carbon atoms are alpha-sulfofatty acids having 8 to 30 carbon atoms.
  • Alkyl sulfates and alkyl polyglycol ether sulfates of the formula R-O (CH 2 -CH 2 O) x -OSO 3 H, in which R is a preferably linear alkyl group having 8 to 30 C atoms and x 0 or 1 to 12,
  • Hydroxysulfonates essentially corresponding to at least one of the following two formulas or mixtures thereof and salts thereof,
  • R Alkyl and / or alkenyl ether phosphates of the formula, R (OCH 2 CH 2 ) n-O- (PO-OX) -OR 2 , in which R is preferably an aliphatic hydrocarbon radical having 8 to 30 carbon atoms, R 2 is hydrogen, a radical (CH 2 CH 2 0) nR 2 or X, n is from 1 to 10 and X is hydrogen, an alkali or alkaline earth metal or NR 3 R 4 R 5 R 6 , with R 3 to R 6 independently of one another representing hydrogen or a C 1 to C 4 hydrocarbon radical,
  • RCO-- for a linear or branched, aliphatic, saturated and / or unsaturated acyl radical having 6 to 22 C atoms
  • Alk for CH 2 CH 2 , CHCH 3 CH 2 and / or CH 2 CHCH 3
  • n for numbers of 0 , 5 to 5 and M is a metal such as alkali metal, in particular sodium, potassium, lithium, alkaline earth metal, in particular magnesium, calcium, zinc, or ammonium ion, such as + NR 3 R 4 R 5 R 6 , with R 3 to R 6 independently of one another represent hydrogen or a C1 to C4 hydrocarbon radical
  • R 8 CO is a linear or branched acyl radical having 6 to 22 carbon atoms
  • x, y and z are in total 0 or numbers of 1 to 30, preferably 2 to 10
  • X is an alkali or alkaline earth metal.
  • monoglyceride ether sulfates suitable for the purposes of the invention are the reaction products of lauric acid monoglyceride, coconut fatty acid monoglyceride, palmitic acid monoglyceride, stearic acid monoglyceride, oleic acid monoglyceride and tallow fatty acid monoglyceride, and also their ethylene oxide adducts Sulfur trioxide or chlorosulfonic acid in the form of its sodium salts.
  • monoglyceride sulfates are used, in which R 8 CO is a linear acyl radical having 8 to 18 carbon atoms,
  • Such products are obtainable, for example, by the company Chem Y under the product name Akypo ®.
  • Condensation products of a water-soluble salt of a water-soluble protein hydrolyzate with a C8-C30 fatty acid are available under the trademark Lamepon® ®, Maypon ®, Gluadin® ®, Hostapon® ® KCG or Amisoft ® long been commercially.
  • the mild anionic surfactants contain polyglycol ether chains, it is particularly preferred that they have a narrow homolog distribution. Further, in the case of mild anionic surfactants having polyglycol ether units, it is preferable that the number of glycol ether groups is 1 to 20, preferably 2 to 15, more preferably 2 to 12. Particularly mild anionic surfactants having polyglycol ether groups with no restricted homolog distribution can be obtained, for example on the one hand the number of polyglycol ether groups is 4 to 12 and Zn or Mg ions are selected as the counterion. One example is the commercial product Texapon.RTM ® ASV.
  • Particularly suitable zwitterionic surfactants are the so-called betaines such as N-alkyl-N, N-dimethylammonium glycinates, for example cocoalkyl dimethylammonium glycinate, N-acylaminopropyl N, N-dimethylammonium glycinates, for example cocoacylaminopropyl dimethylammonium glycinate, and 2-alkyl 3-carboxymethyl-3-hydroxyethyl-imidazolines having in each case 8 to 18 C atoms in the alkyl or acyl group, and also the cocoacylaminoethylhydroxyethylcarboxymethylglycinate.
  • betaines such as N-alkyl-N, N-dimethylammonium glycinates, for example cocoalkyl dimethylammonium glycinate, N-acylaminopropyl N, N-dimethylammonium glycinates, for example cocoacylamino
  • a preferred zwitterionic surfactant is the fatty acid amide derivative known by the INCI name Cocamidopropyl Betaine.
  • Ampholytic surfactants (Tampho) are understood as meaning those surface-active compounds which are capable of forming internal salts. Examples of suitable ampholytic surfactants are N-alkylglycines, N-alkylpropionic acids, N-alkylaminobutyric acids, N-alkylimino-dipropionic acids, N-hydroxyethyl-N-alkylamidopropylglycines, N-alkyltaurines, N-alkylsarcosines, 2-alkylaminopropionic acids and alkylaminoacetic acids each having about 8 to 24 C atoms in the alkyl group.
  • amphoteric or zwitterionic surfactants are alkylbetaines, alkylamidobetaines, aminopropionates, aminoglycinates, imidazolinium betaines and sulfobetaines.
  • Particularly preferred ampholytic surfactants are N-cocoalkylaminopropionate, cocoacylaminoethylaminopropionate and the d 2 -C 8 -acylsarcosine.
  • Nonionic surfactants are for example
  • R is CO for a linear or branched, saturated and / or unsaturated acyl radical having 6 to 22 carbon atoms
  • R 2 is hydrogen or methyl
  • R 3 is linear or branched alkyl radicals having 1 to 4 carbon atoms
  • w is a number from 1 to 20 .
  • R 0 [CH 2 CH (CH 3 ) 0] x (CH 2 CHR 2 0) y [CH 2 CH (OH) R 3 ] z with R standing for a linear or branched, saturated or unsaturated alkyl and with or alkenyl radical 2 to 30 C atoms
  • R 2 is hydrogen, a methyl, ethyl, propyl or iso-propyl radical
  • R 3 is a linear or branched alkyl radical having 2 to 30 C atoms
  • x is 0 or one Number from 1 to 20, Y stands for a number from 1 to 30 and z stands for the number 1, 2, 3, 4 or 5.
  • Fatty acid amide polyglycol ethers Fatty acid amide polyglycol ethers, fatty amine polyglycol ethers,
  • At least one quaternary imidazoline compound i. a compound having a positively charged imidazoline ring.
  • the formula I shown below shows the structure of these compounds.
  • the radicals R and R1 are each independently a saturated or unsaturated, linear or branched hydrocarbon radical having a chain length of 8 to 30 carbon atoms.
  • the preferred compounds of the formula I contain for R and R1 in each case the same hydrocarbon radical.
  • the chain length of the radicals R and R1 is preferably 12 carbon atoms. Particular preference is given to compounds having a chain length of at least 16 carbon atoms and very particularly preferably having at least 20 carbon atoms. A most preferred compound of formula I has a chain length of 21 carbon atoms.
  • a product of this chain length is for example under the name Quaternium-91 or the trade names Crodazosoft ® DBQ, which in addition to quaternium-91 further cetrimonium methosulfates and cetearyl alcohol contains, and Crodazosoft ® SCQ, which in addition to quaternium 91 also PPG-3 benzyl ether myristates , known.
  • Suitable counterions are all physiologically compatible counterions, for example methosulfates, halides such as chloride, fluoride, bromide, or even phosphates. Examples according to the invention are available, for example, under the INCII names Quaternium-27, Quaternium-72, Quaternium-83 and Quaternium-91.
  • the imidazolines of the formula I are present in the compositions according to the invention in amounts of from 0.01 to 20% by weight, preferably in amounts of from 0.05 to 10% by weight and very particularly preferably in amounts of from 0.1 to 7.5% by weight. % contain. The very best results are obtained with amounts of 0, 1 to 5 wt.%, In each case based on the total composition of the respective agent.
  • R here stands for a substituted or unsubstituted, branched or straight-chain alkyl or alkenyl radical having 1 to 35 carbon atoms in the chain
  • X is - O - or - NR 5 -
  • R is an alkylene group having 2 to 6 C atoms, which may be unsubstituted or substituted, in which case substitution with an -OH or -NH group is preferred in the case of a substitution,
  • R 2 , R 3 each independently represent an alkyl or hydroxyalkyl group having 1 to 6 C atoms in the chain, which chain may be straight or branched.
  • R5 is hydrogen or a C1 to C6 straight-chain or branched, alkyl or alkenyl radical which may also be substituted by a hydroxy group.
  • esterquats according to the formula (Tkat1 -2) can be used.
  • radicals R1, R2 and R3 are each independently and may be the same or different.
  • the radicals R1, R2 and R3 mean:
  • branched or unbranched alkyl radical having 1 to 4 carbon atoms, which may contain at least one hydroxyl group, or
  • an aryl or alkaryl radical for example phenyl or benzyl, the rest (- A - R4), with the proviso that at most 2 of the radicals R1, R2 or R3 can stand for this radical:
  • the remainder - (A - R4) is contained at least 1 to 3 times.
  • n 1 to 200, preferably 1 to 100, particularly preferably 1 to 50, and particularly preferably 1 to 20 with R 5 in the meaning of hydrogen, methyl or ethyl,
  • R6-0-CO- wherein R6 is a saturated or unsaturated, branched or unbranched or cyclic saturated or unsaturated alkyl radical having 6 to 30 carbon atoms, which may contain at least one hydroxy group, and which optionally further with 1 to 100 ethylene oxide units and or 1 to 100 propylene oxide units may be ethoxylated, or
  • R7-CO- wherein R7 is a saturated or unsaturated, branched or unbranched or cyclic saturated or unsaturated alkyl radical having 6 to 30 carbon atoms, which may contain at least one hydroxy group, and which optionally further with 1 to 100 ethylene oxide units and / or 1 to 100 propylene oxide units can be ethoxylated,
  • Q is a physiologically acceptable organic or inorganic anion.
  • Such products are marketed under the trademarks Rewoquat ®, Stepantex® ®, ® and Dehyquart® Armocare® ®.
  • R8 corresponds in its meaning R7.
  • Alkyl radicals of 16 to 24 carbon atoms may be included.
  • R1, R2 and R3 are each a methyl group and R4 is a saturated, branched or unbranched alkyl radical having a chain length of 16 to 24 carbon atoms.
  • R4 is a saturated, branched or unbranched alkyl radical having a chain length of 16 to 24 carbon atoms.
  • Examples of compounds of the formula (Tkat1-1) are cetyltrimethylammonium chloride,
  • the anion of all cationic compounds is selected from the physiologically acceptable anions.
  • these are the halide ions, fluoride, chloride, bromide, sulfate of the general formula RSO 3 " in which R has the meaning of saturated or unsaturated alkyl radicals having 1 to 4 carbon atoms, or anionic radicals of organic acids such as maleate, fumarate, oxalate, tartrate, Citrate, lactate or acetate, called.
  • the aforementioned cationic surfactants can be used individually or in any combination with each other, wherein amounts between 0.01 to 20 wt.%, Preferably in amounts of 0.01 to 10 wt.% And most preferably in amounts of 0.1 to 7.5% by weight. The very best results are obtained with amounts of from 0.1 to 5% by weight, based in each case on the total composition of the particular agent.
  • the surfactants (T) are used in amounts of 0.05-45% by weight, preferably 0.1-30% by weight and very particularly preferably 0.5-25% by weight, based on the total agent used according to the invention ,
  • compositions containing the active ingredient combination (A) according to the invention are characterized in that they furthermore contain at least one native oil or at least one ester oil or at least one silicone oil.
  • Ester oils are to be understood as meaning the esters of C 6 - C 30 fatty acids with C 2 - C 30 fatty alcohols.
  • the monoesters of the fatty acids with alcohols having 2 to 24 carbon atoms are preferred.
  • Examples of fatty acid components used in the esters are caproic acid, caprylic acid, 2-ethylhexanoic acid, capric acid, lauric acid, isotridecanoic acid, myristic acid, palmitic acid, palmitoleic acid, stearic acid, isostearic acid, oleic acid, elaidic acid, petroselinic acid, linoleic acid, linolenic acid, elaeostearic acid, arachidic acid, gadoleic acid, behenic acid and Erucic acid and its technical mixtures.
  • fatty alcohol components in the ester oils are isopropyl alcohol, caproic alcohol, capryl alcohol, 2-ethylhexyl alcohol, capric alcohol, lauryl alcohol, isotridecyl alcohol, myristyl alcohol, cetyl alcohol, palmoleyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, elaidyl alcohol, petroselinyl alcohol, linolyl alcohol, linolenyl alcohol, elaeostearyl alcohol, arachyl alcohol, Gadoleyl alcohol, behenyl alcohol, erucyl alcohol and brassidyl alcohol and their technical mixtures.
  • isopropyl myristate IPM Rilanit ®
  • isononanoic acid C16-18 alkyl ester Cetiol SN
  • 2-ethylhexyl palmitate Cegesoft 24
  • stearic acid 2-ethylhexyl ester Cetiol ® 868
  • cetyl oleate glycerol tricaprylate, cocofatty alcohol-caprinatV caprylate (Cetiol ® LC), n-butyl stearate, oleyl erucate (Cetiol ® J 600), isopropyl palmitate (Rilanit ® IPP), oleyl Oleate (Cetiol ®), hexyl laurate (Cetiol ® A), di-n-butyl adipate (Cetiol ® B), myristyl myristate (C
  • ester oils may also be alkoxylated with ethylene oxide, propylene oxide, or mixtures of ethylene oxide and propylene oxide.
  • the alkoxylation can be found both on the fatty alcohol part and on the fatty acid part and on both parts of the ester oils.
  • R 1 in this case represents a saturated or unsaturated, branched or unbranched, cyclic saturated cyclic unsaturated acyl radical having 6 to 30 carbon atoms,
  • AO is ethylene oxide, propylene oxide or butylene oxide
  • X is a number between 1 and 200, preferably 1 and 100, more preferably between 1 and 50, most preferably between 1 and 20, most preferably between 1 and 10 and most preferably between 1 and 5,
  • R 2 represents a saturated or unsaturated, branched or unbranched, cyclic saturated cyclic unsaturated alkyl, alkenyl, alkynyl, phenyl or benzyl radical having from 6 to 30 carbon atoms.
  • fatty acid moieties used as radical R1 in the esters are caproic acid, caprylic acid, 2-ethylhexanoic acid, capric acid, lauric acid, isotridecanoic acid, myristic acid, palmitic acid, palmitoleic acid, stearic acid, isostearic acid, oleic acid, elaidic acid, petroselinic acid, linoleic acid, linolenic acid, elaeostearic acid, arachidic acid , Gadoleic acid, behenic acid and erucic acid and their technical mixtures.
  • fatty alcohol moieties R2 in the ester oils are benzyl alcohol, isopropyl alcohol, caproic alcohol, capryl alcohol, 2-ethylhexyl alcohol, capric alcohol, lauryl alcohol, isotridecyl alcohol, myristyl alcohol, cetyl alcohol, palmoleyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, elaidyl alcohol, petroselinyl alcohol, linolyl alcohol, linolenyl alcohol, elaeostearyl alcohol , Arachylalkohol, gadoleyl alcohol, behenyl alcohol, erucyl alcohol and brassidyl alcohol and their technical mixtures.
  • a particularly preferred ester oil according to the invention is obtainable, for example, under the INCI name PPG-3 benzyl ether myristate.
  • ester oils are to be understood as meaning:
  • Dicarboxylic acid esters such as di-n-butyl adipate, di- (2-ethylhexyl) adipate, di- (2-ethylhexyl) succinate and di-isotridecyl acelate
  • diol esters such as ethylene glycol dioleate, ethylene glycol diisotridecanoate, propylene glycol di (2- ethylhexanoate), propylene glycol diisostearate,
  • Fatty acid partial glycerides ie monoglycerides, diglycerides and their technical mixtures. Typical examples are mono- and / or diglycerides based on caproic acid, caprylic acid, 2-ethylhexanoic acid, capric acid, lauric acid, isotridecanoic acid, myristic acid, palmitic acid, palmitoleic acid, stearic acid, isostearic acid, oleic acid, elaidic acid, petroselinic acid, linoleic acid, linolenic acid, elaeostearic acid, arachidic acid, Gadoleic acid, behenic acid and erucic acid and their technical mixtures.
  • oleic acid monoglycerides are used.
  • the ester oils are present in the compositions according to the invention in an amount of from 0.01 to 20% by weight, preferably from 0.01 to 10.0% by weight, particularly preferably from 0.01 to 7.5% by weight, most preferably from 0, 1 to 5.0 wt.% Used.
  • natural oils can additionally be used with the active ingredient combination (A) according to the invention.
  • the natural oils may also be waxy or solid at room temperature.
  • these oils, oil bodies, a melting point less than 50 ° C, more preferably less than 45 ° C, most preferably less than 40 ° C, most preferably less than 35 ° C and most preferably the cosmetic oils are smaller at a temperature flowable at 30 ° C.
  • synthetic oils such as hydrocarbons. In the following, these oils are defined and described in more detail.
  • the oils according to the invention include:
  • oils examples include sunflower oil, olive oil, soybean oil, rapeseed oil, almond oil, jojoba oil, orange oil, wheat germ oil, peach kernel oil and the liquid portions of coconut oil. Also suitable, however, are other triglyceride oils such as the liquid portions of beef tallow as well as synthetic triglyceride oils.
  • the compounds are available as commercial products 1, 3-di- (2-ethyl-hexyl) - cyclohexane (Cetiol ® S), and di-n-octyl ether (Cetiol ® OE) may be preferred.
  • Natural oils include, for example, amaranth seed oil, apricot kernel oil, argan oil, avocado oil, babassu oil, cottonseed oil, borage seed oil, camelina oil, thistle oil, peanut oil, pomegranate seed oil, grapefruit seed oil, hemp oil, hazelnut oil, elderflower seed oil, Johannesbeersamenöl, jojoba oil, cocoa butter, linseed oil, macadamia nut oil, corn oil, almond oil, marula oil, evening primrose oil, olive oil, palm oil, rapeseed oil, rice oil, sea buckthorn oil, sea buckthorn seed oil, sesame oil, shea butter, soybean oil, sunflower oil, grapeseed oil, walnut oil or wild rose oil according to the invention into consideration.
  • the natural oils are present in the compositions according to the invention in an amount of from 0.01 to 20% by weight, preferably from 0.01 to 10.0% by weight, particularly preferably from 0.01 to 7.5% by weight, most preferably from 0 , 1 to 5.0 wt.% Used.
  • compositions according to the invention preferably comprise at least one silicone polymer selected from the group of dimethiconols and / or the group of amino-functional silicones and / or the group of dimethicones and / or the group of cyclomethicones , These ingredients are described below.
  • the dimethicones according to the invention can be both linear and branched as well as cyclic or cyclic and branched.
  • Linear dimethicones can be represented by the following structural formula (Sil):
  • Branched dimethicones can be represented by the structural formula (Si 1.1):
  • the radicals R and R 2 are each independently hydrogen, a methyl radical, a C 2 to C 30 linear, saturated or unsaturated hydrocarbon radical, a phenyl radical and / or an aryl radical.
  • the numbers x, y and z are integers and each run independently from 0 to 50,000.
  • the molecular weights of the dimethicones are between 1000 D and 10,000,000 D.
  • the viscosities are between 100 and 10,000,000 cPs measured at 25 ° C. with the aid of a glass capillary viscometer according to the Dow Corning Corporate Test Method CTM 0004 of 20 July 1970.
  • Preferred viscosities are between 1,000 and 5,000,000 cPs, most preferred viscosities are between 10,000 and 3,000,000 cps.
  • the most preferred range is between 50,000 and 2,000,000 cps. Most preferred are viscosities around the range of about 60,000 cps.
  • Particularly preferred cosmetic or dermatological preparations according to the invention are characterized in that they contain at least one silicone of the formula (Sil .2) (CH 3 ) 3 Si - [0-Si (CH 3 ) 2] x-0-Si (CH 3 ) 3 (Si l .2),
  • x is a number from 0 to 100, preferably from 0 to 50, more preferably from 0 to 20 and in particular 0 to 1 0 stands.
  • the dimethicones (sil) are present in the compositions according to the invention in amounts of from 0.01 to 10% by weight, preferably from 0.01 to 8% by weight, more preferably from 0.1 to 7.5% by weight and in particular 0.1 to 5 wt.% Based on the total composition.
  • Particularly preferred agents according to the invention contain one or more amino-functional silicones.
  • Such silicones may e.g. by the formula (Si-2)
  • R is a hydrocarbon or a hydrocarbon radical having from 1 to about 6
  • Q is a polar radical of the general formula -R HZ
  • R is a divalent linking group bonded to hydrogen and the radical Z composed of carbon and hydrogen atoms, carbon, hydrogen and oxygen atoms or carbon, hydrogen and nitrogen atoms, and
  • Z is an organic, amino-functional group containing at least one amino-functional group
  • b takes values in the range of about 1 to about 3,
  • a + b is less than or equal to 3
  • c is a number in the range of about 1 to about 3, and
  • x is a number ranging from 1 to about 2,000, preferably from about 3 to about 50, and most preferably from about 3 to about 25, and
  • y is a number in the range of from about 20 to about 1000, preferably from about 125 to about
  • 1 is 0.000, and most preferably from about 1 50 to about 1, 000, and
  • M is a suitable silicone end group, as is known in the art, preferably trimethylsiloxy.
  • Z is according to formula (Si-2) an organic, amino-functional radical containing at least one functional amino group.
  • a possible formula for said Z is NH (CH 2 ) z NH 2 , where z is an integer greater than or equal to 1.
  • Another possible formula for said Z is -NH (CH 2 ) Z (CH 2 ) ZZ NH, wherein both z and zz independently of one another are an integer greater than or equal to 1, this structure comprising diamino ring structures, such as piperazinyl.
  • Said Z is most preferably an -NHCH 2 CH 2 NH 2 radical.
  • Z is - N (CH 2 ) Z (CH 2 ) ZZ NX 2 or -NX 2 , wherein each X of X 2 is independently selected from the group consisting of hydrogen and alkyl groups of 1 to 12 carbon atoms, and zz is 0.
  • Q according to formula (Si-2) is most preferably a polar amino-functional radical of formula - CH 2 CH 2 CH 2 NHCH 2 CH 2 NH 2 .
  • assumes values in the range of 0 to 2
  • b takes values in the range of 2 to 3
  • a + b is less than or equal to 3
  • c is a number in the range of 1 to 3.
  • cationic silicone oils such as, for example, the commercially available products Dow Corning (DC) 929 Emulsion, DC 2-2078, DC 5-71 13, SM-2059 (General Electric) and SLM-55067 (Wacker).
  • Particularly preferred agents according to the invention are characterized in that they contain at least one amino-functional silicone of the formula (Si 3-a)
  • n and n are numbers whose sum (m + n) is between 1 and 2000, preferably between 50 and 150, where n preferably values of 0 to 1999 and in particular of 49 to 149 and m preferably values of 1 to 2000 , in particular from 1 to 10 assumes.
  • silicones are referred to as trimethylsilylamodimethicones according to the INCI declaration and are available, for example, under the name Q2-7224 (manufacturer: Dow Corning, a stabilized trimethylsilylamodimethicone).
  • compositions according to the invention which contain at least one amino-functional silicone of the formula (Si-3b)
  • R is -OH, (optionally ethoxylated and / or propoxylated) (C1 to C 2 o) -
  • R ' for -OH, a (C- ⁇ to C 2 o) alkoxy group or a -CH 3 group
  • n1 and n2 are numbers whose sum (m + n1 + n2) is between 1 and 2000, preferably between 50 and 150, the sum (n1 + n2) preferably having values from 0 to 1999 and in particular from 49 to 149 and m preferably values of
  • silicones are according to the INCI declaration as Amodimethicone, or as functionalized Amodimethicone, such as bis (C13-15 alkoxy) PG Amodimethicone (for example, as a commercial product: DC 8500 from Dow Corning available), trideceth-9 PG-amodimethicones (for example as a commercial product Silcare Silicone SEA available from Clariant).
  • Amodimethicone or as functionalized Amodimethicone, such as bis (C13-15 alkoxy) PG Amodimethicone (for example, as a commercial product: DC 8500 from Dow Corning available), trideceth-9 PG-amodimethicones (for example as a commercial product Silcare Silicone SEA available from Clariant).
  • Suitable diquaternary silicones are selected from compounds of the general formula (Si3c) [RR 2 R 3 N + - A - SiR 7 R 8 - (O-SiR 9 R 0) n - O - SiR R 12 - A - N + R 4 R 5 R 6 ] 2X " (Si 3c) where R 1 to R 6 independently of one another are C 1 to C 22 -alkyl radicals, which
  • At least one of the radicals has at least 8 C atoms and the remaining radicals have 1 to 4 C atoms,
  • radicals R 7 to R 12 independently of one another, are identical or different and are C 1 to C 10 -alkyl or phenyl,
  • A is a divalent organic compound group
  • n is a number from 0 to 200, preferably from 10 to 120, more preferably from 10 to 40, and X "is an anion.
  • the divalent linking group is preferably a C1 to C12 alkylene or alkoxyalkylene group which may be substituted with one or more hydroxyl groups. Particularly preferred is the group - (CH 2 ) 3-0-CH 2 -CH (OH) -CH 2 -.
  • the anion X " may be a halide ion, an acetate, an organic carboxylate or a compound of general formula RSO 3 " , wherein R has the meaning of C1 to C4 alkyl radicals.
  • a preferred diquaternary silicone has the general formula (Si3d)
  • A is the group - (CH 2 ) 3 - O - CH 2 - CH (OH) - CH 2 -,
  • R is an alkyl radical having at least 8 C atoms and n is a number from 10 to 120.
  • Suitable silicone polymers having two terminal quaternary ammonium groups are among
  • Cosmetic or dermatological preparations preferred according to the invention are characterized in that, based on their weight, they contain 0.01 to 10% by weight, preferably 0.01 to 8
  • Wt.% Particularly preferably 0.1 to 7.5 wt.% And in particular 0.2 to 5 wt.% Amino-functional (s) silicone (s) and / or diquaternary silicone.
  • the compositions according to the invention may comprise at least one polyammonium-polysiloxane compound.
  • the polyammonium-polysiloxane compounds can be obtained, for example, under the trade name Baysilone® from GE Bayer Silicones.
  • Baysilone TP 391 1, SME 253 and SFE 839 are preferred.
  • Very particular preference is given to the use of Baysilone TP 391 1 as the active component of the compositions according to the invention.
  • the polyammonium-polysiloxane compounds are present in the compositions according to the invention in an amount of from 0.01 to 10% by weight, preferably from 0.01 to 7.5, particularly preferably from 0.01 to 5.0% by weight, very particularly preferably from 0 , 05 to 2.5 wt.% Each used in relation to the total composition.
  • cyclic dimethicones designated as cyclomethicones according to INCI are also preferably used according to the invention.
  • cosmetic or dermatological preparations according to the invention are preferred which contain at least one silicone of the formula (Si-4)
  • x is a number from 3 to 200, preferably from 3 to 10, more preferably from 3 to 7 and in particular 3, 4, 5 or 6 stands.
  • Agents which are likewise preferred according to the invention are characterized in that they contain at least one silicone of the formula (Si-5)
  • R is identical or different radicals from the group -H, -phenyl, -benzyl, -CH 2 -CH (CH 3) Ph, the C 1 -C 20 -alkyl radicals, preferably -CH 3, CH 2 CH 3, -CH 2 CH 2 CH 3, -CH ( CH3) 2, -CH2CH2CH2H3, -CH2CH (CH3) 2, -CH (CH3) CH2CH3, -C (CH3) 3, x and y is a number from 0 to 200, preferably from 0 to 10, more preferred from 0 to 7 and especially 0, 1, 2, 3, 4, 5 or 6, and n is a number from 0 to 10, preferably from 1 to 8 and especially for 2, 3, 4, 5, 6 ,
  • water-soluble silicones may be present in the compositions according to the invention.
  • Corresponding hydrophilic silicones are selected, for example, from the compounds of the formulas (Si-6) and / or (Si-7).
  • Particularly preferred water-soluble silicone-based surfactants are selected from the group of dimethicone copolyols which are preferably alkoxylated, in particular polyethoxylated or polypropoxylated.
  • Dimethicone copolyols are understood according to the invention as meaning preferably polyoxyalkylene-modified dimethylpolysiloxanes of the general formulas (Si-6) or (Si-7):
  • the radical R represents a hydrogen atom, an alkyl group having 1 to 12 C atoms, an alkoxy group having 1 to 12 C atoms or a hydroxyl group
  • the radicals R 'and R denote alkyl groups having 1 to 12 C atoms
  • x is an integer from 1 to 100, preferably 20 to 30
  • y is an integer from 1 to 20, preferably from 2 to 10
  • a and b are integers from 0 to 50, preferably from 10 to 30.
  • dimethicone copolyols according to the invention are, for example, the products sold commercially under the trade names SILWET (Union Carbide Corporation) and DOW CORNING.
  • Particularly preferred dimethicone copolyols according to the invention are Dow Corning 190 and Dow Corning 193.
  • the dimethicone copolyols are present in the compositions according to the invention in amounts of from 0.01 to 10% by weight, preferably from 0.01 to 8% by weight, particularly preferably from 0.1 to 7.5% by weight and in particular from 0.1 to 5% by weight. % of dimethicone copolyol based on the composition.
  • the dimethiconols according to the invention can be both linear and branched as well as cyclic or cyclic and branched.
  • Linear dimethiconols can be represented by the following structural formula (Si8-1):
  • Branched dimethiconols can be represented by the structural formula (Si8 - II):
  • the radicals R and R 2 are each independently hydrogen, a methyl radical, a C 2 to C 30 linear, saturated or unsaturated hydrocarbon radical, a phenyl radical and / or an aryl radical.
  • the numbers x, y and z are integers and each run independently from 0 to 50,000.
  • the molecular weights of the dimethiconols are between 1000 D and 10,000,000 D.
  • the viscosities are between 100 and 10,000,000 cPs measured at 25 ° C. with the aid of a glass capillary viscometer according to the Dow Corning Corporate Test Method CTM 0004 of 20 July 1970.
  • Preferred viscosities are between 1,000 and 5,000,000 cPs, most preferred viscosities are between 10,000 and 3,000,000 cps. The most preferred range is between 50,000 and 2,000,000 cps.
  • Examples of such products include the following commercial products: Dow Corning 1 -1254 Fluid, Dow Coming 2-9023 Fluid, Dow Corning 2-9026 Fluid, Abil OSW 5 (Degussa Care Specialties), Dow Corning 1401 Fluid, Dow Corning 1403 Fluid Dow Corning 1501 Fluid, Dow Corning 1784 HVF Emulsion, Dow Corning 9546 Silicone Elastomer Blend, SM555, SM2725, SM2765, SM2785 (all four aforementioned GE Silicones), Wacker-Belsil CM 1000, Wacker-Belsil CM 3092, Wacker-Belsil CM 5040, Wacker-Belsil DM 3096, Wacker-Belsil DM 31 12 VP, Wacker-Belsil DM 8005 VP, Wacker-Belsil DM 60081 VP (all Wacker-Chemie GmbH mentioned above).
  • the dimethiconols (Si8) are present in the compositions according to the invention in amounts of 0.01 to 10 wt.%, Preferably 0.01 to 8 wt.%, Particularly preferably 0, 1 to 7.5 wt.% And in particular 0, 1 to 5% by weight of dimethiconol based on the composition.
  • polymers for enhancing the activity of the drug complex (A) are included.
  • the cationic polymers may be homopolymers or copolymers wherein the quaternary nitrogen groups are contained either in the polymer chain or preferably as a substituent on one or more of the monomers.
  • the ammonium group-containing monomers may be copolymerized with non-cationic monomers.
  • Suitable cationic monomers are unsaturated, radically polymerizable compounds bearing at least one cationic group, especially ammonium substituted vinyl monomers such as trialkylmethacryloxyalkylammonium, trialkylacryloxyalkylammonium, dialkyldiallylammonium and quaternary vinylammonium monomers having cyclic cationic nitrogen containing groups such as pyridinium, imidazolium or quaternary pyrrolidones, e.g. Alkylvinylimidazolium, Alkylvinylpyridinium, or Alyklvinylpyrrolidon salts.
  • the alkyl groups of these monomers are preferably lower alkyl groups such as C1 to C7 alkyl groups, more preferably C1 to C3 alkyl groups.
  • the ammonium group-containing monomers may be copolymerized with non-cationic monomers.
  • Suitable comonomers are, for example, acrylamide, methacrylamide; Alkyl and dialkylacrylamide, alkyl and dialkylmethacrylamide, alkylacrylate, alkylmethacrylate, vinylcaprolactone, vinylcaprolactam, vinylpyrrolidone, vinylester, e.g. Vinyl acetate, vinyl alcohol, propylene glycol or ethylene glycol, wherein the alkyl groups of these monomers are preferably C1 to C7 alkyl groups, more preferably C1 to C3 alkyl groups.
  • Suitable polymers having quaternary amine groups are the polymers described in the CTFA Cosmetic Ingredient Dictionary under the names Polyquaternium, such as methylvinylimidazolium chloride / vinylpyrrolidone copolymer (Polyquaternium-16) or quaternized vinylpyrrolidone / dimethylaminoethyl methacrylate copolymer (Polyquaternium-11).
  • cationic polymers for example vinylpyrrolidone / dimethylaminoethyl copolymer available under the trade names Gafquat ® 755 N and Gafquat ® 734, United States is marketed by Gaf Co. and of which the Gafquat ® 734 is particularly preferred suitable.
  • cationic polymers are, for example, Germany, marketed by the company BASF under the tradename Luviquat ® HM 550 copolymer of polyvinyl pyrrolidone and imidazolimine which ® by the company Calgon / USA under the trade name Merquat Plus 3300 sold terpolymer of dimethyldiallylammonium chloride, sodium acrylate and acrylamide and sold by the company ISP under the trade name Gafquat ® HS 100 vinylpyrrolidone / methacrylic amidopropyltrimethylammoniumchlorid copolymer.
  • Suitable physiologically tolerated counterions X " are, for example, halide ions, sulfate ions, phosphate ions, methosulfate ions and organic ions such as lactate, citrate, tartrate and acetate ions, preference being given to halide ions, in particular chloride.
  • a particularly suitable homopolymer is the optionally crosslinked, poly (methacryloyloxyethyltrimethylammonium chloride) with the INCI name Polyquaternium 37.
  • Such products are, for example, under the names Rheocare ® CTH (Cosmetic Rheologies) and Synthalen ® CR (3V Sigma) are commercially available.
  • the homopolymer is preferably used in the form of a nonaqueous polymer dispersion.
  • Such polymer dispersions are available under the names Salcare ® SC 95 and Salcare ® SC 96 in the trade.
  • a copolymer preferred according to the invention is the crosslinked acrylamide-methacryloyloxyethyltrimethylammonium chloride copolymer.
  • Such copolymers are commercially available under the name Salcare ® SC 92nd
  • Suitable cationic polymers derived from natural polymers are cationic derivatives of polysaccharides, for example, cationic derivatives of cellulose, starch or guar. Also suitable are chitosan and chitosan derivatives.
  • Cationic polysaccharides have the general formula (P-3) G-0-B-N + R a R b R c X "
  • G is an anhydroglucose residue, for example starch or cellulose anhydroglucose
  • B is a divalent linking group, for example alkylene, oxyalkylene, polyoxyalkylene or
  • R a , R b and R c are independently alkyl, aryl, alkylaryl, arylalkyl, alkoxyalkyl or alkoxyaryl each having up to 18 carbon atoms, wherein the total number of carbon atoms in R a , R b and R c is preferably not more than 20 is;
  • X " is a common counteranion and is preferably chloride.
  • a cationic cellulose is sold under the name Polymer JR 400 from Amerchol ® and has the INCI designation Polyquaternium-10 degrees.
  • Another cationic cellulose bears the INCI name Polyquaternium-24 and is sold under the trade name Polymer LM-200 by Amerchol.
  • Other commercial products are the compounds Celquat ® H 100, Celquat ® L and 200. The commercial products mentioned are preferred cationic celluloses.
  • Suitable cationic guar derivatives are marketed under the trade name Jaguar ® and have the INCI name guar hydroxypropyltrimonium chloride. Further particularly suitable cationic guar derivatives are also used by the company. Hercules under the name N-Hance ® commercially. Further cationic guar derivatives are sold by Cognis under the name Cosmedia sold. A preferred cationic guar derivative is the commercial product AquaCat from the company Hercules. This raw material is an already pre-dissolved cationic guar derivative.
  • a suitable chitosan is sold, for example, by Kyowa Oil & Fat, Japan under the trade name Flonac ®.
  • a preferred chitosan is chitosoniumpyrrolidone is, for example, sold under the name Kytamer ® PC by Amerchol, USA.
  • Further chitosan derivatives are Hydagen® ® CMF, Hydagen® ® HCMF and Chitolam ® NB / 101 freely available under the trade names in the trade.
  • honey for example the commercial product Honeyquat ® 50,
  • Vinylpyrrolidone vinylimidazoliummethochloride copolymers such as those offered under the names Luviquat.RTM ® FC 370, FC 550, FC 905 and HM 552,
  • vinylpyrrolidone-vinylcaprolactam-acrylate terpolymers such as those commercially available with acrylic esters and acrylamides as the third monomer building example under the name Aquaflex ® SF 40 are offered.
  • copolymers of vinylpyrrolidone such as the commercial products Copolymer 845 (manufactured by ISP), Gaffix ® VC 713 (manufactured by ISP), Gafquat ® ASCP 101 1, Gafquat ® HS 1 10, Luviquat ® 8155 and Luviquat ® MS 370 are available.
  • cationized protein hydrolysates are to be counted among the cationic polymers, wherein the underlying protein hydrolyzate from the animal, for example from collagen, milk or keratin, from the plant, for example from wheat, corn, rice, potatoes, soy or almonds, marine life forms, for example from fish collagen or algae, or biotechnologically derived protein hydrolysates.
  • the cationic protein hydrolysates and derivatives according to the invention those mentioned under the INCI names in the "International Cosmetic Ingredient Dictionary and Handbook", (seventh edition 1997, The Cosmetic, Toiletry and Fragrance Association 1 101 17 th Street, NW, Suite 300, Washington, DC 20036-4702) and commercially available products.
  • the cationic polymers are contained in the compositions according to the invention preferably in amounts of 0.01 to 10 wt .-%, based on the total agent. Levels of 0.05 to 5 wt .-% are particularly preferred.
  • amphoteric polymers can be used as polymers.
  • amphoteric polymers includes both those polymers which contain in the molecule both free amino groups and free -COOH or S0 3 H groups and which are capable of forming internal salts, as well as zwitterionic polymers which in the molecule have quaternary ammonium groups and -COO or -S0 3 " groups, and those polymers comprising those -COOH or S0 3 H groups and quaternary ammonium groups.
  • Amphoteric and / or cationic polymers preferred according to the invention are those polymers in which a cationic group is derived from at least one of the following monomers:
  • R -CH CR 2 -CO-Z- (C n H 2n ) -N (+) R 2 R 3 R 4 A (_) (monol)
  • R and R 2 independently of one another are hydrogen or a methyl group and R 3 , R 4 and R 5 independently of one another are alkyl groups having 1 to 4 carbon atoms, Z is an NH group or an oxygen atom, n is an integer of 2 to 5 and A ⁇ _) is the anion of an organic or inorganic acid,
  • R 6 and R 7 independently of one another represent a (C 1 to C 4 ) -alkyl group, in particular a methyl group and
  • R 8 -CH CR 9 -COOH (mono 3)
  • R 8 and R 9 are independently hydrogen or methyl groups.
  • acrylic acid is preferably used as the monomer (ii) for the polymers mentioned.
  • amphoteric polymers are copolymers of at least one monomer (monol) or (mono 2) with the monomer (mono 3), in particular copolymers of the monomers (mono 2) and (mono 3).
  • amphoteric polymers are copolymers of diallyl dimethyl ammonium chloride and acrylic acid. These copolymers are sold under the INCI name Polyquaternium-22, among others, with the trade name Merquat ® 280 (Nalco).
  • the amphoteric polymers of the invention may be used in addition to a monomer
  • R 0 and R independently of one another are hydrogen or methyl groups and R 2 is a hydrogen atom or a (C 1 to C 8 ) alkyl group.
  • Amphoteric polymers based on a comonomer (Mono4) which are very particularly preferably used according to the invention are terpolymers of diallyldimethylammonium chloride, acrylamide and acrylic acid. These copolymers are marketed ® under the INCI name Polyquaternium-39, among others, with the trade name Merquat Plus 3330 (Nalco).
  • amphoteric polymers can generally be used both directly and in salt form, which is obtained by neutralization of the polymers, for example with an alkali metal hydroxide, according to the invention.
  • amphoteric polymers are contained in the agents according to the invention preferably in amounts of 0.01 to 10 wt .-%, based on the total agent. Amounts of 0.01 to 5 wt .-% are particularly preferred.
  • the anionic polymers are anionic polymers which have carboxylate and / or sulfonate groups.
  • anionic monomers from which such polymers may consist are acrylic acid, methacrylic acid, crotonic acid, maleic anhydride and 2-acrylamido-2-methylpropanesulfonic acid.
  • the acidic groups may be wholly or partly present as sodium, potassium, ammonium, mono- or triethanolammonium salt.
  • Preferred monomers are 2-acrylamido-2-methylpropanesulfonic acid and acrylic acid.
  • Anionic polymers which contain 2-acrylamido-2-methylpropanesulfonic acid as the sole or co-monomer can be found to be particularly effective, it being possible for the sulfonic acid group to be wholly or partly present as sodium, potassium, ammonium, mono- or triethanolammonium salt ,
  • the homopolymer of 2-acrylamido-2-methylpropansulfon acid which is commercially available, for example under the name Rheothik ® 1 1-80 is.
  • copolymers of at least one anionic monomer and at least one nonionic monomer are preferable to use copolymers of at least one anionic monomer and at least one nonionic monomer.
  • anionic monomers reference is made to the substances listed above.
  • Preferred nonionic monomers are acrylamide, methacrylamide, acrylic esters, methacrylic esters, vinylpyrrolidone, vinyl ethers and vinyl esters.
  • Preferred anionic copolymers are acrylic acid-acrylamide copolymers and in particular polyacrylamide copolymers with sulfonic acid-containing monomers.
  • Such a polymer is contained in the commercial product Sepigel ® 305 from SEPPIC.
  • Simulgel 600 is sold under the name Simulgel 600 as a compound with isohexadecane and polysorbate-80 Natriumacryloyldimethyltaurat copolymers have proven to be particularly effective according to the invention.
  • anionic homopolymers are uncrosslinked and crosslinked polyacrylic acids. Allyl ethers of pentaerythritol, sucrose and propylene may be preferred crosslinking agents. Such compounds are for example available under the trademark Carbopol ® commercially.
  • Copolymers of maleic anhydride and methyl vinyl ether, especially those with crosslinks, are also color-retaining polymers.
  • a 1, 9-decadiene crosslinked maleic acid methyl vinyl ether copolymer is available under the name ® Stabileze QM.
  • the anionic polymers are preferably contained in the agents according to the invention in amounts of from 0.05 to 10% by weight, based on the total agent. Amounts of 0, 1 to 5 wt .-% are particularly preferred.
  • the agents according to the invention may contain nonionogenic polymers.
  • Suitable nonionic polymers are, for example:
  • Vinylpyrrolidone / vinyl ester copolymers as sold, for example, under the trademark Luviskol ® (BASF).
  • Luviskol ® VA 64 and Luviskol ® VA 73, each vinylpyrrolidone / vinyl acetate copolymers, are also preferred nonionic polymers.
  • Cellulose ethers such as hydroxypropyl cellulose, hydroxyethyl cellulose and hydroxypropylcellulose Methylhy-, as sold for example under the trademark Culminal® ® and Benecel ® (AQUALON) and Natrosol ® grades (Hercules).
  • Starch and its derivatives in particular starch, such as Structure XL ® (National
  • Starch a multifunctional, salt-tolerant starch
  • the nonionic polymers are preferably contained in the compositions according to the invention in amounts of from 0.05 to 10% by weight, based on the total agent. Amounts of 0, 1 to 5 wt .-% are particularly preferred.
  • the preparations used contain a plurality, in particular two, different polymers of the same charge and / or in each case an ionic and an amphoteric and / or nonionic polymer.
  • the polymers (P) are preferably present in the compositions used according to the invention in amounts of from 0.01 to 30% by weight, based on the total composition. Amounts of from 0.01 to 25, in particular from 0.01 to 15 wt .-%, are particularly preferred. Of course, the compositions according to the invention can be further improved in cosmetic
  • compositions contain conventional ingredients.
  • Emulsifiers which can be used according to the invention are, for example
  • Glucosides mixtures of alkyl (oligo) and fatty alcohols for example, the commercially available product ® Montanov 68,
  • Sterols both from animal tissue (zoosterols, cholesterol, lanosterol) and from vegetable fats (phytosterols, ergosterol, stigmasterol, sitosterol) or from fungi and yeasts (mycosterols),
  • Phospholipids lecithins, phopshatidylcholines
  • Fatty acid esters of sugars and sugar alcohols such as sorbitol
  • Polyglycerols and polyglycerol derivatives such as polyglycerol poly-12-hydroxystearate
  • the agents according to the invention preferably contain the emulsifiers in amounts of 0.1 to 25% by weight, in particular 0.5 to 15% by weight, based on the total agent.
  • fatty acids can be used linear and / or branched, saturated and / or unsaturated fatty acids having 6 to 30 carbon atoms. Preference is given to fatty acids having 10 to 22 carbon atoms. These include, for example, the isostearic acids, such as the commercial products Emersol® 871 and Emersol® 875, and isopalmitic acids such as the commercial product Edenor® IP 95, as well as all other fatty acids sold under the trade names Edenor® (Cognis).
  • isostearic acids such as the commercial products Emersol® 871 and Emersol® 875
  • isopalmitic acids such as the commercial product Edenor® IP 95
  • fatty acids are caproic, caprylic, 2-ethylhexanoic, capric, lauric, isotridecanoic, myristic, palmitic, palmitoleic, stearic, isostearic, oleic, elaidic, petroselic, linoleic, linolenic as well as their technical mixtures.
  • Particularly preferred are usually the fatty acid cuttings obtainable from coconut oil or palm oil; In particular, the use of stearic acid is usually preferred.
  • the amount used is 0, 1-15 wt.%, Based on the total mean. The amount is preferably 0.5-10% by weight, with amounts of 1-5% by weight being particularly advantageous.
  • Fatty alcohols may be used are saturated, mono- or polyunsaturated, branched or unbranched fatty alcohols with C 6 - C 30 -, preferably C 0 - C 22 -, and most preferably d 2 - C 22 - carbon atoms.
  • Decanols, octanols, dodecadienol, decadienol, oleyl alcohol, eruca alcohol, ricinoleic alcohol, stearyl alcohol, isostearyl alcohol, cetyl alcohol, lauryl alcohol, myristyl alcohol, arachidyl alcohol, caprylic alcohol, capric alcohol, linoleyl alcohol, linolenyl alcohol and behenyl alcohol are, for example, decanol, octanolol, dodecadienol, decadienol , as well as their Guerbet alcohols, this list should have exemplary and non-limiting character.
  • the fatty alcohols are derived from preferably natural fatty acids, which can usually be based on recovery from the esters of fatty acids by reduction.
  • those fatty alcohol cuts which represent a mixture of different fatty alcohols.
  • Such substances are, for example, under the names Stenol®, eg Stenol® 1618 or Lanette®, eg Lanette® O or Lorol®, eg Lorol® C8, Lorol® C14, Lorol® C18, Lorol® C8-18, HD-Ocenol®, Crodacol®, eg Crodacol® CS, Novol®, Eutanol® G, Guerbitol® 16, Guerbitol® 18, Guerbitol® 20, Isofol® 12, Isofol® 16, Isofol® 24, Isofol® 36, Isocarb® 12, Isocarb® 16 or Isocarb® 24 for sale.
  • wool wax alcohols such as are commercially available under the names Corona®, White Swan®, Coronet® or Fluilan®, can also be used.
  • the fatty alcohols are used in amounts of 0.1 to 30% by weight, based on the total preparation, preferably in amounts of 0.1 to 20% by weight.
  • waxes As natural or synthetic waxes (Fatwax), solid paraffins or isoparaffins, carnauba waxes, beeswaxes, candelilla waxes, ozokerites, ceresin, spermaceti, sunflower wax, fruit waxes such as apple wax or citrus wax, microwaxes of PE or PP can be used according to the invention.
  • Such waxes are available, for example, from Kahl & Co., Trittau.
  • the amount used is 0, 1-50 wt.% Based on the total agent, preferably 0, 1 to 20 wt.% And particularly preferably 0, 1 to 15 wt.% Based on the total agent.
  • the total amount of oil and fat components in the compositions according to the invention is usually 0.5-75% by weight, based on the total agent. Amounts of 0.5-35 wt .-% are preferred according to the invention.
  • compositions according to the invention with the active ingredient complex according to the invention are protein hydrolysates and / or derivatives thereof (P).
  • protein hydrolysates of both vegetable and animal or marine or synthetic origin can be used.
  • Animal protein hydrolysates are, for example, elastin, collagen, keratin, silk and milk protein hydrolysates, which may also be present in the form of salts.
  • Such products are, for example, under the trademarks Dehylan ® (Cognis), Promois® ® (Interorgana) Collapuron ® (Cognis), Nutrilan® ® (Cognis), Gelita-Sol ® (German Gelatinefabriken Stoess & Co), Lexein ® (Inolex) and kerasol tm ® (Croda) sold.
  • Further preferred vegetable protein hydrolysates according to the invention are, for example, soybean, almond, pea, moringa, potato and wheat protein hydrolysates.
  • Such products are, for example, under the trademarks Gluadin ® (Cognis), diamine ® (Diamalt) ® (Inolex), Hydrosoy ® (Croda), hydro Lupine ® (Croda), hydro Sesame ® (Croda), Hydro tritium ® (Croda), Crotein ® (Croda) and Puricare ® LS 9658 from Laboratoires Serobi unanimouss.
  • protein hydrolysates according to the invention are of maritime origin. These include, for example, collagen hydrolyzates of fish or algae as well as protein hydrolysates of mussels or pearl hydrolyzates.
  • pearl extracts according to the invention are the commercial products Pearl Protein Extract BG ® or Crodarom ® Pearl.
  • casein is used as the protein hydrolyzate.
  • the use of casein in the compositions together with rambutan oil leads to sensory and noticeable haptic effects on the skin and the hair.
  • the hair treated with it feels much stronger and stronger due to its haptic properties.
  • the surface is smooth and supple, and on the other hand, the coverage of the surface with the active ingredient combination is still noticeable.
  • the protein hydrolysates (P) are present in the compositions in concentrations of 0.001% by weight to 20% by weight, preferably from 0.05% by weight to 15% by weight and most preferably in amounts of 0.05% by weight. up to 5% by weight.
  • compositions according to the invention can be further increased by a 2-pyrrolidinone-5-carboxylic acid and its derivatives (J).
  • the sodium salt is most preferred.
  • the amounts used in the compositions according to the invention are from 0.05 to 10% by weight, based on the total agent, more preferably 0, 1 to 5, and in particular 0.1 to 3% by weight.
  • vitamins are vitamins, provitamins or vitamin precursors.
  • Vitamins, pro-vitamins and vitamin precursors are particularly preferred, which are assigned to the groups A, B, C, E, F and H.
  • vitamin A The group of substances referred to as vitamin A include retinol (vitamin A-1) and 3,4-didehydroretinol (vitamin A 2 ).
  • the ß-carotene is the provitamin of retinol.
  • vitamin A component according to the invention for example, vitamin A acid and its esters, vitamin A aldehyde and vitamin A alcohol and its esters such as the palmitate and the acetate in Consideration.
  • the agents according to the invention preferably contain the vitamin A component in amounts of 0.05-1% by weight, based on the total preparation.
  • Vitamin C (ascorbic acid). Vitamin C is used in the inventive compositions preferably in amounts of 0, 1 to 3 wt .-%, based on the total agent. Use in the form of palmitic acid ester, glucosides or phosphates may be preferred. The use in combination with tocopherols may also be preferred.
  • Vitamin E tocopherols, especially ⁇ -tocopherol.
  • Tocopherol and its derivatives which include in particular the esters such as the acetate, the nicotinate, the phosphate and the succinate, are preferably present in the agents according to the invention in amounts of 0.05-1% by weight, based on the total agent.
  • Vitamin F is usually understood as meaning essential fatty acids, in particular linoleic acid, linolenic acid and arachidonic acid.
  • Vitamin H is the compound (3aS, 4S, 6aR) -2-oxohexahydrothienol [3,4-d] - imidazole-4-valeric acid, for which, however, the trivial name biotin has meanwhile prevailed.
  • Biotin is preferably present in the compositions according to the invention in amounts of from 0.0001 to 1.0% by weight, in particular in amounts of from 0.001 to 0.01% by weight.
  • compositions according to the invention preferably contain vitamins, provitamins and vitamin precursors from groups A, E and H.
  • a particularly preferred group of ingredients in the cosmetic compositions according to the invention are the betaines mentioned below: carnitine, carnitine tartrate, carnitine magnesium citrate, acetyl carnitine, betalain, 1,1-dimethyl-proline, choline, choline chloride, choline bitartrate, choline dihydrogen citrate and those described in the literature Betaine designated compound ⁇ , ⁇ , ⁇ -trimethylglycine.
  • Carnitine, histidine, choline and betaine are preferably used.
  • the active ingredient used is L-carnitine tartrate.
  • taurine is exclusively 2-aminoethanesulfonic acid and a derivative is understood to mean the explicitly mentioned derivatives of taurine.
  • Derivatives of taurine include N-monomethyltaurine, ⁇ , ⁇ -dimethyltaurine, tauryllysylate, taurine tartrate, taurine ornithine, lysyl taurine and ornithyl taurine.
  • Further taurine derivatives for the purposes of the present invention are taurocholic acid and hypotaurine.
  • agents according to the invention which - based on their weight - 0.0001 to 10.0 wt .-%, preferably 0.0005 to 5.0 wt .-%, particularly preferably 0.001 to 2.0 wt .-% and In particular, 0.001 to 1, 0 wt .-% taurine and / or a derivative of taurine included.
  • the compositions according to the invention contain biochinones.
  • suitable biochinones are understood as meaning one or more ubiquinone (s) and / or plastoquinone (s).
  • the preferred ubiquinones according to the invention have the following formula:
  • Coenzyme Q-10 is most preferred.
  • compositions of the invention contain purine and / or purine derivatives in narrower ranges.
  • preferred cosmetic compositions according to the invention are characterized in that they contain, based on their weight, from 0.001 to 2.5% by weight, preferably from 0.0025 to 1% by weight, particularly preferably from 0.005 to 0.5% by weight and in particular from 0.01 to 0.1% by weight of purine (s) and / or purine derivative (s).
  • Cosmetic agents preferred according to the invention are characterized in that they contain purine, adenine, guanine, uric acid, hypoxanthine, 6-purinethiol, 6-thioguanine, xanthine, caffeine, theobromine or theophylline. In hair cosmetic preparations, caffeine is most preferred.
  • the cosmetic agent contains ectoine ((S) -2-methyl-1, 4,5,6-tetrahydro-4-pyrimidinecarboxylic acid.
  • agents which, based on their weight, are from 0.00001 to 10.0% by weight, preferably from 0.0001 to 5.0% by weight and in particular from 0.001 to 3% by weight, of the active compounds from Group which is formed by carnitine tartrate, taurine, coenzyme Q-10, ectoine, a purine, especially caffeine and their derivatives or physiologically acceptable salts.
  • the agents according to the invention should additionally contain at least one UV light protection filter.
  • UVB filters can be oil-soluble or water-soluble.
  • oil-soluble substances are e.g. to call:
  • 4-aminobenzoic acid derivatives preferably 2-ethylhexyl 4- (dimethylamino) benzoate, 2-octyl 4- (dimethylamino) benzoate and 4- (dimethylamino) benzoic acid ester;
  • Esters of cinnamic acid preferably 4-methoxycinnamic acid 2-ethylhexyl ester, 4-methoxycinnamic acid propyl ester, 4-methoxycinnamic acid isoamyl ester, 2-cyano-3-phenyl-cinnamic acid 2-ethylhexyl ester (octocrylene);
  • Esters of salicylic acid preferably 2-ethylhexyl salicylate, 4-isopropylbenzyl salicylate, homomenthyl salicylate;
  • benzophenone preferably 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-methoxy-4'-methylbenzophenone, 2,2'-dihydroxy-4-methoxybenzophenone;
  • Esters of benzalmalonic acid preferably di-2-ethylhexyl 4-methoxybenzmalonate
  • Triazine derivatives e.g. 2,4,6-Trianilino- (p-carbo-2'-ethyl-1'-hexyloxy) -1, 3,5-triazine and
  • Propane-1,3-diones such as 1- (4-tert-butylphenyl) -3- (4'-methoxyphenyl) propane-1,3-dione;
  • Suitable water-soluble substances are:
  • Sulfonic acid derivatives of benzophenones preferably 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid and its salts;
  • Sulfonic acid derivatives of the 3-benzylidene camphor e.g. 4- (2-oxo-3-bornylidenemethyl) benzenesulfonic acid and 2-methyl-5- (2-oxo-3-bomylidene) -sulfonic acid and its salts.
  • UV-A filter in particular derivatives of benzoylmethane are suitable, such as, for example, 1- (4'-tert-butylphenyl) -3- (4'-methoxyphenyl) propane-1, 3-dione or 1-phenyl-3 (4'-isopropylphenyl) -propane-1,3-dione.
  • the UV-A and UV-B filters can also be used in mixtures.
  • insoluble pigments are also suitable for this purpose, in particular finely dispersed metal oxides or salts, for example titanium dioxide, zinc oxide, iron oxide, aluminum oxide, cerium oxide, zirconium oxide, silicates (talc), barium sulfate and zinc stearate.
  • the particles should have an average diameter of less than 100 nm, preferably between 5 and 50 nm and in particular between 15 and 30 nm. They may have a spherical shape, but it is also possible to use those particles which have an ellipsoidal or otherwise deviating shape from the spherical shape.
  • plant extracts (L) in the compositions according to the invention gives rise to further advantages.
  • the plant extracts can be used according to the invention both in pure and in diluted form. If they are used in diluted form, they usually contain about 2 to 80 wt .-% of active substance and as a solvent used in their extraction agent or extractant mixture.
  • the cosmetic agents may contain other active ingredients, auxiliaries and additives, such as
  • Structurants such as maleic acid and lactic acid
  • Swelling agents such as urea, allantoin, carbonates or hydantoin
  • Anti-dandruff agents such as Piroctone Olamine, Zinc Omadine and Climbazole,
  • Opacifiers such as latex, styrene / PVP and styrene / acrylamide copolymers
  • Pearlescing agents such as ethylene glycol mono- and distearate and PEG-3-distearate,
  • Propellants such as propane-butane mixtures, N 2 O, dimethyl ether, C0 2 and air,
  • Another subject of the invention is a method for the treatment of keratinous fibers, in which a cosmetic composition according to claim 1 is applied to the keratinic fibers, in particular human hair, and rinsed off after a contact time of the keratinic fibers again.
  • the exposure time is preferably a few seconds to 100 minutes, more preferably 1 to 50 minutes and most preferably 1 to 30 minutes.
  • Another object of the present invention is the use of the composition according to the invention for improving the elasticity of keratinous fibers.
  • Another object of the present invention is the use of the composition according to the invention for improving the bounce of keratinic fibers.
  • Another object of the present invention is the use of the composition according to the invention for improving the combability of keratinous fibers. Examples:

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Abstract

L'invention concerne un produit de traitement capillaire contenant du polyquaternium-72 et au moins une amine et/ou une amine cationisée, en particulier une amidoamine et/ou une amidoamine cationisée, ainsi que l'utilisation de ce produit pour un traitement capillaire.
EP10770780A 2009-10-26 2010-10-14 Produit de traitement capillaire contenant du polyquaternium-72 Withdrawn EP2571480A2 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102009045997A DE102009045997A1 (de) 2009-10-26 2009-10-26 Haarbehandlungsmittel mit Polyquaternium-72
PCT/EP2010/065423 WO2011054645A2 (fr) 2009-10-26 2010-10-14 Produit de traitement capillaire contenant du polyquaternium-72

Publications (1)

Publication Number Publication Date
EP2571480A2 true EP2571480A2 (fr) 2013-03-27

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EP10770780A Withdrawn EP2571480A2 (fr) 2009-10-26 2010-10-14 Produit de traitement capillaire contenant du polyquaternium-72

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US (1) US20120204895A1 (fr)
EP (1) EP2571480A2 (fr)
DE (1) DE102009045997A1 (fr)
WO (1) WO2011054645A2 (fr)

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Publication number Priority date Publication date Assignee Title
DE102016203231A1 (de) * 2016-02-29 2017-08-31 Henkel Ag & Co. Kgaa Mittel zur temporären Verformung keratinhaltiger Fasern mit einer Polymermischung

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DE102004017431A1 (de) * 2004-04-08 2005-10-27 Wella Ag Verwendung von N-Hydroxyalkyl-O-benzylchitosanen zur Haarbehandlung
DE102006010870A1 (de) * 2006-03-07 2007-09-13 Henkel Kgaa Kosmetische Mittel mit Purin und/oder Purinderivaten I
DE102007008284A1 (de) * 2006-10-26 2008-04-30 Henkel Kgaa Leistungsgesteigerte kosmetische Mittel mit Purin und/oder Purinderivaten II
EP2022480A1 (fr) * 2007-08-07 2009-02-11 KPSS-Kao Professional Salon Services GmbH Composition de conditionnement des fibres kératiniques
JP2011511787A (ja) * 2008-02-29 2011-04-14 ザ プロクター アンド ギャンブル カンパニー 毛髪ケア組成物及び毛髪直径を増大させかつ追加利益を送達する方法

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Title
See references of WO2011054645A2 *

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US20120204895A1 (en) 2012-08-16
DE102009045997A1 (de) 2011-04-28
WO2011054645A3 (fr) 2013-03-21

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