EP3052197A1 - Agent de soin capillaire à performances améliorées - Google Patents

Agent de soin capillaire à performances améliorées

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Publication number
EP3052197A1
EP3052197A1 EP14777254.5A EP14777254A EP3052197A1 EP 3052197 A1 EP3052197 A1 EP 3052197A1 EP 14777254 A EP14777254 A EP 14777254A EP 3052197 A1 EP3052197 A1 EP 3052197A1
Authority
EP
European Patent Office
Prior art keywords
glu
weight
hair treatment
hair
preferred
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.)
Withdrawn
Application number
EP14777254.5A
Other languages
German (de)
English (en)
Inventor
Erik Schulze Zur Wiesche
Monika Nebel
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Henkel AG and Co KGaA
Original Assignee
Henkel AG and Co KGaA
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Henkel AG and Co KGaA filed Critical Henkel AG and Co KGaA
Publication of EP3052197A1 publication Critical patent/EP3052197A1/fr
Withdrawn legal-status Critical Current

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Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/64—Proteins; Peptides; Derivatives or degradation products thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/64—Proteins; Peptides; Derivatives or degradation products thereof
    • A61K8/65—Collagen; Gelatin; Keratin; Derivatives or degradation products thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/002—Preparations for repairing the hair, e.g. hair cure
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/12—Preparations containing hair conditioners
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/54—Polymers characterized by specific structures/properties
    • A61K2800/542—Polymers characterized by specific structures/properties characterized by the charge
    • A61K2800/5426—Polymers characterized by specific structures/properties characterized by the charge cationic
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/59—Mixtures
    • A61K2800/594—Mixtures of polymers

Definitions

  • the invention relates to hair treatment compositions, in particular so-called conditioners, with a combination of active ingredients for gentle and effective hair care.
  • the hair is treated with special active ingredients, for example quaternary ammonium salts or special polymers, usually in the form of a rinse.
  • special active ingredients for example quaternary ammonium salts or special polymers, usually in the form of a rinse.
  • this treatment improves the combability, the hold and the fullness of the hair and reduces the splitting rate.
  • oligopeptides for the care of keratinic fibers is known, for example, from WO2010 / 026010 A1.
  • oligopeptides with the sequence Tyr-Glu-Glu-Glu-Ile-Arg-Val-Leu are disclosed as particularly suitable for hair care.
  • proteolipids and certain oligopeptides enhance their positive effect on hair and hair follicles.
  • a first subject of the present invention are hair treatment compositions containing - in each case based on their weight - a) 0.0001 to 10 wt .-% of at least one oligopeptide, the at least one amino acid sequence Glu-Glu-Glu
  • amino group may be free or protonated and the carboxy groups may be free or deprotonated
  • R 1 is a straight-chain hydrocarbon radical having 8 to 22 C atoms
  • Y is -H or -OH.
  • x stands for values from 0 to 22.
  • the parenthetized hydrogen atom of the amino group, as well as the parenthetical group of the acid function means that the groups concerned may be present as such (then an oligopeptide having the relevant number of amino acids as shown (in the above) Formula 3) or that the amino acid sequence is present in an oligopeptide, which also comprises other amino acids - depending on where the other amino acid (s) is / are bound, the parenthetical components of the above formula by the / the other Replaced amino acid residue (s).
  • Hair treatment compositions for the purposes of the present invention are, for example, hair shampoos, hair conditioners, conditioning shampoos, hairsprays, hair conditioners, hair treatments, hair wraps, hair tonics, perming solutions, hair dye shampoos, hair dyes, hair fixatives, hair dressings, hairstyling preparations, hair lotions, mousses, hair gels , Hair waxes or their combinations.
  • means of the invention are preferably such agents, which applies the man anyway.
  • Preferred agents according to the invention are therefore shampoos, conditioners or hair tonics.
  • the hair treatment compositions according to the invention contain - based on their weight - 0.0001 to 10 wt .-% of at least one oligopeptide having at least one amino acid residue Glu-Glu-Glu, ie at least three consecutive glutamic acids.
  • Oligopeptides in the sense of the present application are acid amide-like linked condensation products of amino acids which comprise at least 3 and at most 25 amino acids by peptide bonds
  • the oligopeptide comprises 5 to 15 amino acids, preferably 6 to 13 amino acids, particularly preferably 7 to 12 amino acids and in particular 8, 9 or 10 amino acids.
  • the molecular weight of the oligopeptide contained in the agents of the invention may vary.
  • Hair treatment compositions preferred according to the invention are characterized in that the oligopeptide has a molecular weight of from 650 to 3000 Da, preferably from 750 to 2500 Da, particularly preferably from 850 to 2000 Da and in particular from 1000 to 1600 Da.
  • preferred hair treatment compositions according to the invention are characterized in that the oligopeptide comprises 5 to 15 amino acids, preferably 6 to 13 amino acids, more preferably 7 to 12 amino acids and especially 8, 9 or 10 amino acids and a molecular weight of 650 to 3000 Da, preferably from 750 to 2500 Da, more preferably from 850 to 2000 Da and in particular from 1000 to 1600 Da.
  • the oligopeptides which do not consist solely of the three glutamic acids but have further amino acids bound to this sequence.
  • These other amino acids are preferably selected from certain amino acids, while certain other representatives are less preferred in the present invention.
  • the oligopeptides used in the agents according to the invention contain no methionine. It is further preferred if the oligopeptides used in the agents according to the invention contain no cysteine and / or cystine. It is further preferred if the oligopeptides used in the agents according to the invention contain no aspartic acid and / or asparagine. It is further preferred if the oligopeptides used in the agents according to the invention contain no serine and / or threonine. In contrast, it is preferred if the oligopeptides used in the agents according to the invention contain tyrosine. It is further preferred if the oligopeptides used in the agents according to the invention contain leucine.
  • oligopeptides containing isoleucine It is further preferred if the oligopeptides used in the agents according to the invention contain arginine. It is further preferred if the oligopeptides used in the agents according to the invention contain valine. Particularly preferred oligopeptides or amino acid sequences contained in the preferred oligopeptides are described below:
  • a particularly preferred oligopeptide additionally contains tyrosine, which is preferably linked via its acid function to the Glu-Glu-Glu sequence.
  • Hair treatment compositions which are preferred according to the invention are therefore characterized in that the oligopeptide contained in them has at least one amino acid sequence Tyr-Glu-Glu-Glu, where the amino group may be free or protonated and the carboxy groups may be free or deprotonated.
  • Another particularly preferred oligopeptide additionally contains isoleucine, which is preferably linked to the Glu-Glu-Glu sequence via its amino function.
  • Hair treatment compositions which are preferred according to the invention are therefore characterized in that the oligopeptide contained in them has at least one amino acid sequence Glu-Glu-Glu-Ile, where the amino group can be free or protonated and the carboxy groups can be free or deprotonated.
  • Oligopeptides which have both the abovementioned amino acids (tyrosine and isoleucine) are preferred according to the invention.
  • oligopeptides additionally contain arginine, which is preferably bound to isoleucine
  • Still further preferred oligopeptides additionally contain valine, which is preferably bound to the arginine.
  • Further preferred hair treatment compositions according to the invention are characterized in that the oligopeptide contained in them has at least one amino acid sequence Tyr-Glu-Glu-Glu-Ile-Arg-Val, wherein the amino groups are free or protonated and the carboxy groups are free or deprotonated can.
  • Still further preferred oligopeptides additionally contain leucine, which is preferably bound to the valine.
  • Further preferred hair treatment compositions according to the invention are characterized in that the oligopeptide contained in them has at least one amino acid sequence Tyr-Glu-Glu-Glu-Ile-Arg-Val-Leu, wherein the amino groups are free or protonated and the carboxy groups are free or deprotonated may be present.
  • Particularly preferred oligopeptides additionally contain leucine, which is preferably bound to the tyrosine.
  • compositions according to the invention are characterized in that the oligopeptide contained in them has at least one amino acid sequence Leu-Tyr-Glu-Glu-Glu-Ile-Arg-Val-Leu, wherein the amino groups are free or protonated and the carboxy groups are free or may be present deprotonated.
  • compositions according to the invention containing at least two oligopeptides which satisfy the abovementioned criteria but differ from one another.
  • hair treatment agents containing at least two mutually different oligopetides A and B, both containing the amino acid sequence Glu-Glu-Glu are preferred.
  • Such mutually different oligopeptides A and B correspond to each other in that they carry three consecutive Glu amino acids in their amino acid sequence, but have differences in the upstream or downstream amino acids. Preference is given to mutually different peptides with partial agreement, which may well be greater than in the above-mentioned three amino acids.
  • compositions are characterized by containing at least two mutually different oligopetides A and B, both containing the amino acid sequence Glu-Glu-Glu-Ile.
  • hair treatment agents containing at least two mutually different oligopeptides A and B, both containing the amino acid sequence Tyr-Glu-Glu-Glu. Still further preferred hair treatment agents are characterized by containing at least two mutually different oligopetides A and B both containing the amino acid sequence Glu-Glu-Glu-Ile-Arg.
  • Even more preferred hair treatment agents contain at least two mutually different oligopetides A and B, both containing the amino acid sequence Tyr-Glu-Glu-Glu-Ile.
  • Very particularly preferred hair treatment compositions are characterized in that they contain at least two mutually different oligopeptides A and B, both of which contain the amino acid sequence Glu-Glu-Glu-Ile-Arg.
  • very particularly preferred hair treatment compositions contain at least two mutually different oligopeptides A and B, both of which contain the amino acid sequence Tyr-Glu-Glu-Glu-Ile-Arg.
  • hair treatment compositions containing at least two distinct oligopetides A and B, both of which contain the amino acid sequence Glu-Glu-Glu-Ile-Arg-Val are further preferred embodiments of the present invention.
  • hair treatment agents which are at least two Oligopetide A and B are different from each other, both of which contain the amino acid sequence Tyr-Glu-Glu-Glu-Ile-Arg-Val.
  • Still further preferred hair treatment compositions according to the invention contain at least two mutually different oligopeptides A and B, both of which contain the amino acid sequence Glu-Glu-Glu-Ile-Arg-Val-Leu.
  • hair treatment agents contain at least two mutually different oligopetides A and B, both of which contain the amino acid sequence Tyr-Glu-Glu-Glu-Ile-Arg-Val-Leu.
  • Particularly preferred hair treatment agents are characterized in that they contain at least two different oligopetides A and B, wherein the oligopeptide A has the amino acid sequence Leu-Tyr-Glu-Glu-Glu-Ile-Arg-Val-Leu, wherein the amino groups are free or protonated and the carboxy groups may be free or deprotonated and the oligopeptide B has the amino acid sequence Tyr-Glu-Glu-Glu-Ile-Arg-Val-Leu, wherein the amino groups are free or protonated and the carboxy groups are free or may be present deprotonated.
  • Very particularly preferred agents of this last-mentioned embodiment contain, based on the weight of the composition, 0.00001 to 1% by weight of oligopeptide A and 0.00001 to 1% by weight of oligopeptide B. Further preferred agents of this latter embodiment contain the weight of the agent is -0.00005 to 0.1% by weight of oligopeptide A and 0.00005 to 0.1% by weight of oligopeptide B. Even more preferred agents of this latter embodiment contain - based on the weight of the agent -0 , 0001 to 0.01% by weight of oligopeptide A and 0.0001 to 0.001% by weight of oligopeptide B.
  • compositions of the invention impart more resilience to the hairs treated with them, resulting in higher tensile strengths of the keratin fibers and a reduction in elasticity loss, e.g. when damaged by atmospheric agents.
  • particularly preferred oligopeptides also stabilize the moisture balance of the keratinic fibers, so that the combability improves and the aging process is delayed.
  • compositions of the present invention are improved.
  • the oligopeptides used in the context of the present invention which satisfy the abovementioned conditions, can advantageously be obtained from keratinic materials. It is preferred according to the invention that these oligopeptides are used in high proportions, based on the total keratinic peptide content of the agents.
  • Preferred hair treatment agents according to the invention are characterized in that at least 0.1% by weight, preferably at least 0.5% by weight, particularly preferably at least 1% by weight, more preferably at least 2.5% by weight, even more preferred at least 5% by weight, and in particular at least 10% by weight, of all the keratinic peptides contained in the composition have the amino acid sequence Glu-Glu-Glu.
  • compositions of the invention are characterized in that at least 0.1 wt .-%, preferably at least 0.5 wt .-%, more preferably at least 1 wt .-%, more preferably at least 2.5 wt .-%, even further preferably at least 5% by weight and in particular at least 10% by weight of all the keratinic peptides contained in the middle have the amino acid sequence Glu-Glu-Glu-Ile.
  • Still further preferred hair treatment compositions according to the invention are characterized in that at least 0.1 wt .-%, preferably at least 0.5 wt .-%, particularly preferably at least 1 wt .-%, more preferably at least 2.5 wt .-%, still more preferably at least 5% by weight and in particular at least 10% by weight of all the keratinic peptides contained in the middle have the amino acid sequence Tyr-Glu-Glu-Glu.
  • Particularly preferred hair treatment compositions according to the invention are characterized in that at least 0.1 wt .-%, preferably at least 0.5 wt .-%, particularly preferably at least 1 wt .-%, more preferably at least 2.5 wt .-%, even further preferably at least 5% by weight and in particular at least 10% by weight of all the keratinic peptides contained in the middle have the amino acid sequence Tyr-Glu-Glu-Glu-Ile.
  • Very particularly preferred hair treatment compositions according to the invention are characterized in that at least 0.1 wt .-%, preferably at least 0.5 wt .-%, particularly preferably at least 1 wt .-%, more preferably at least 2.5 wt .-%, still more preferably at least 5% by weight and in particular at least 10% by weight of all the keratinic peptides contained in the middle have the amino acid sequence Tyr-Glu-Glu-Glu-Ile-Arg.
  • Still further preferred hair treatment compositions according to the invention are characterized in that at least 0.1 wt .-%, preferably at least 0.5 wt .-%, particularly preferably at least 1 wt .-%, more preferably at least 2.5 wt .-%, still more preferably at least 5% by weight and in particular at least 10% by weight of all the keratinic peptides contained in the middle have the amino acid sequence Tyr-Glu-Glu-Glu-Ile-Arg-Val.
  • Particularly preferred hair treatment compositions according to the invention are characterized in that at least 0.1% by weight, preferably at least 0.5% by weight, more preferably at least 1% by weight, more preferably at least 2.5% by weight, still further preferably at least 5% by weight and in particular at least 10% by weight of all the keratinic peptides contained in the middle have the amino acid sequence Tyr-Glu-Glu-Glu-Ile-Arg-Val-Leu exhibit.
  • the abovementioned conditions relate to the total content of the agents according to the invention to peptides which originate from keratinic materials.
  • oligopeptides of keratinic origin of course, other peptides and / or protenihydrolysates can be used, for example from other native sources.
  • wheat protein hydrolysates is preferred, see below.
  • the hair treatment compositions according to the invention contain as the second essential ingredient - up to 10% by weight of at least one proteolipid of the formula (I)
  • R 1 is a straight-chain hydrocarbon radical having 8 to 22 C atoms
  • Y is -H or -OH
  • x stands for values from 0 to 22.
  • Y is preferably -OH. It is particularly preferred that Y is -OH and x is 1.
  • x preferably represents a number from 1 to 7, particularly preferably from 1 to 5, more preferably from 1 to 3 and in particular from 1.
  • Hair treatment agents preferred according to the invention are characterized in that they contain 0.0005 to 7.5% by weight, preferably 0.001 to 6% by weight, more preferably 0.005 to 5% by weight, more preferably 0.01 to 4% by weight. % and in particular 0.1 to 3 wt .-% of at least one proteolipid of formula (Ia)
  • X is selected from Ch, Br, Vi S0 4 2 " , V 3 P0 4 3"
  • preferred hair treatment compositions contain from 0.0005 to 7.5% by weight, preferably from 0.001 to 6% by weight, more preferably from 0.005 to 5% by weight, more preferably from 0.01 to 4% by weight and in particular 0, 1 to 3 wt .-% at least a proteolipid of formula (Ib) (Ib)
  • the residue Hy is an oligopeptide of keratin hydrolyzate and preferably comprises 3 to 12 amino acids.
  • preferred hair treatment compositions contain from 0.0005 to 7.5% by weight, preferably from 0.001 to 6% by weight, more preferably from 0.005 to 5% by weight, more preferably from 0.01 to 4% by weight and in particular 0, 1 to 3% by weight of at least one proteolipid of the formula (Ic)
  • - X is selected from CH, Br, 1/2 S0 4 2 ", V 3 P0 4 3"
  • n for the number of amino acids in the keratin hydrolyzate, preferably for numbers from 3 to 12,
  • R ' represents the side chains of the amino acids in the keratin hydrolyzate, where R ' may be different in each repeating unit.
  • m is the number 9 (corresponding to a decyl radical attached to the N atom), 11 (dodecyl radical, lauryl radical), 13 (tetraadecyl radical, myristyl radical), 15 (hexadecyl radical, palmityl radical) and preferably represents 17 (octadecyl radical, stearyl radical).
  • Corresponding compounds are e.g.
  • the agents according to the invention may contain further active ingredients and adjuvants. These are described below.
  • the agents according to the invention preferably additionally comprise at least one emulsifier or a surfactant, with surfactants depending on the field of application as surfactants or are designated as emulsifiers and are selected from anionic, cationic, zwitterionic, ampholytic and nonionic surfactants and emulsifiers.
  • Hair treatment compositions which are preferred according to the invention are characterized in that they contain, based on their weight, from 0.5 to 70% by weight, preferably from 1 to 60% by weight and in particular from 5 to 25% by weight of anionic and / or nonionic (s) and / or cationic and / or amphoteric surfactant (s).
  • Zwitterionic surfactants and emulsifiers are those surface-active compounds which carry at least one quaternary ammonium group and at least one - COOM or -SO 3 - ) group in the molecule.
  • Particularly suitable zwitterionic surfactants and emulsifiers are the so-called betaines, such as N-alkyl-N, N-dimethylammonium glycinates, for example cocoalkyldimethylammonium glycinate, N-acylaminopropyl-N, N-dimethylammonium glycinates, for example cocoacylaminopropyldimethylammonium glycinate, and 2-alkyl-3 carboxymethyl-3-hydroxyethyl-imidazolines each having 8 to 18 carbon atoms in the alkyl or acyl group, and the cocoacylaminoethylhydroxyethylcarboxymethylglycinate.
  • a preferred zwitterionic surfactant is
  • Ampholytic surfactants and emulsifiers are understood as meaning those surface-active compounds which, apart from a Cs-C24-alkyl or -acyl group, contain at least one free amino group and at least one -COOH or -SO 3 H-group and are capable of forming internal salts.
  • ampholytic surfactants are N-alkylglycines, N-alkylaminopropionic acids, N-alkylaminobutyric acids, N-alkyliminodipropionic 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.
  • Particularly preferred ampholytic surfactants are N-cocoalkylaminopropionate, cocoacylaminoethylaminopropionate and C12-C18 acylsarcosine.
  • Nonionic surfactants and emulsifiers contain as hydrophilic group z.
  • cationic surfactants of the quaternary ammonium compound type are ammonium halides, in particular chlorides and bromides, such as alkyltrimethylammonium chlorides, dialkyldimethylammonium chlorides and trialkylmethylammonium chlorides.
  • the long alkyl chains of these surfactants preferably have 10 to 18 carbon atoms, such as.
  • cetyl trimethyl ammonium chloride stearyl trimethyl ammonium chloride, distearyl dimethyl ammonium chloride, lauryl dimethyl ammonium chloride, lauryl dimethyl benzyl ammonium chloride and tricetylmethyl ammonium chloride.
  • Further preferred cationic surfactants are the imidazolium compounds known under the INCI names Quaternium-27 and Quaternium-83.
  • compositions according to the invention which additionally contain fatty alcohol (s) and / or fatty alcohol alkoxylate (s), preferably C 12-22 fatty alcohol (s) and / or C 12-22 fatty alcohol ethoxylate (s) having 10 to 30 EO units, especially preferably Ci6-i8 fatty alcohol (s) and / or C16-18 fatty alcohol ethoxylate (s) having 12 to 20 EO units, preferably in amounts of 5 to 20% by weight, preferably from 7.5 to 17.5 wt .-% and in particular from 10 to 15 wt .-%, each based on the weight of the composition.
  • hair-treatment compositions according to the invention contain, by weight, from 0.1 to 20% by weight, preferably from 0.25 to 17.5% by weight and in particular from 5 to 15% by weight of anionic surfactant ( e), particularly preferably fatty alcohol ether sulfates of the formula
  • n represents values of from 5 to 21, preferably from 7 to 19, particularly preferably from 9 to 17 and in particular from 1 to 13 and k for values of 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10, preferably 1, 2 or 3 and especially 2
  • M is a cation from the group Na + , K + NHV, Vi Mg 2+ , Zn 2+ , preferably Na + .
  • Preferred hair treatment agents according to the invention are further characterized in that they additionally contain amphoteric surfactant (s), preferably from the groups of N-alkylglycines, N-alkylpropionic acids, N-alkylaminobutyric acids, N-alkyliminodipropionic acids, N-hydroxyethyl-N-alkylamidopropylglycines, N Alkyl taurines, N-alkyl sarcosines, 2-alkylaminopropionic acids each having about 8 to 24 carbon atoms in the alkyl group, alkylaminoacetic acids each having about 8 to 24 carbon atoms in the alkyl group, N-cocoalkylaminopropionate, cocoacylaminoethyl aminopropionate C12 - C18 acylsarcosine, N- Alkyl-N, N-dimethylammonium glycinates, for example cocoalkyldimethylammonium glyc
  • the agents according to the invention may contain from 0.01 to 10% by weight of at least one polymer from the group of cationic and / or amphoteric polymers.
  • Cationic or amphoteric polymers are to be understood as meaning polymers which have a group in the main and / or side chain which may be “temporary” or “permanent” cationic.
  • "permanently cationic” refers to those polymers which have a cationic group, irrespective of the pH of the agent. These are usually polymers containing a quaternary nitrogen atom, for example in the form of a Ammonium group. Preferred cationic groups are quaternary ammonium groups.
  • those polymers in which the quaternary ammonium group is bonded via a C1-C4 hydrocarbon group to a polymer main chain constructed from acrylic acid, methacrylic acid or derivatives thereof have proven to be particularly suitable.
  • the agents according to the invention can also contain amphoteric polymers. These additionally have at least one negatively charged group in the molecule and are also referred to as zwitterionic polymers.
  • the polymer or polymers are used within narrower ranges.
  • agents according to the invention are preferred which, based on their weight, are from 0.05 to 7.5% by weight, preferably from 0.1 to 5% by weight, more preferably from 0.2 to 3.5% by weight and in particular from 0.25 to 2.5% by weight of amphoteric polymer (s).
  • agents contain amphoteric polymers or not
  • further preferred agents according to the invention are characterized in that they contain, based on their weight, from 0.05 to 7.5% by weight, preferably from 0.1 to 5% by weight. -%, particularly preferably 0.2 to 3.5 wt .-% and in particular 0.25 to 2.5 wt .-% cationic (s) polymer (s) included.
  • hair treatment compositions according to the invention are preferred which, based on their weight, are from 0.05 to 7.5% by weight, preferably from 0.1 to 5% by weight, more preferably from 0.2 to 3.5% by weight, and in particular from 0.25 to 2.5% by weight of cationic polymer (s), preferred cationic polymer (s) being / are selected from
  • Poly (methacryloyloxyethyltrimethylammonium chloride) (INCI: Polyquaternium-37) and / or quaternized cellulose derivatives (INCI: Polyquaternium 10) and / or cationic alkylpolyglycosides and / or cationized honey and / or cationic guar derivatives and / or polymeric dimethyldiallylammonium salts and copolymers thereof
  • the agents of the invention may contain amphoteric polymers.
  • agents according to the invention are preferred in which the amphoteric polymer (s) are co-polymers of at least one of trimethylammoniumethylacrylamide and / or trimethylammoniumethylmethacrylamide and / or trimethylammoniumpropylacrylamide and / or trimethylammoniumpropylmethacrylamide and / or trimethylammoniumethylacrylamide and / or trimethylammoniumethylacrylate and / or Trimethylammoniumethylmethacrylat and / or trimethylammonium ethyl acrylate and / or ethyldimethylammoniumethylacrylamide and / or ethyldimethylammoniumethylmethacrylamide and / or Ethyldimethylammoniumpropylacrylamide and / or ethyldimethylammoniumpropylmethacrylamide and / or ethyldimethylammoniumethylacrylamide and / or ethyldimethylammoniumethylacrylate
  • amphoteric polymers according to the invention are:
  • the agents according to the invention may with particular preference contain one or more amino acids.
  • Particularly preferred amino acids which can be used according to the invention are from the group of glycine, alanine, valine, leucine, isoleucine, phenylalanine, tyrosine, tryptophan, proline, aspartic acid, glutamic acid, asparagine, glutamine, serine, Threonine, cysteine, methionine, lysine, arginine, histidine, ⁇ -alanine, 4-aminobutyric acid (GABA), betaine, L-cystine (L-Cyss), L-carnitine, L-citrulline, L-theanine, 3 ', 4 -Dihydroxy-L-phenylalanine (L-dopa), 5'-hydroxy-L-tryptophan, L-homocysteine, S-methyl-L-methionine, S-allyl-L-c
  • Preferred agents according to the invention contain one or more amino acids in narrower quantitative ranges.
  • preferred hair treatment compositions are characterized in that they as care substance - based on their weight - 0.01 to 5 wt .-%, preferably 0.02 to 2.5 wt .-%, particularly preferably 0.05 to 1, 5 Wt .-%, more preferably 0.075 to 1 wt .-% and in particular 0.1 to 0.25 wt .-% amino acid (s), preferably from the group of glycine and / or alanine and / or valine and / or lysine and / or leucine and / or threonine.
  • compositions of the invention are vitamins, provitamins or vitamin precursors. These are described below:
  • vitamin A includes retinol (vitamin Ai) and 3,4-didehydroretinol (vitamin A2).
  • 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 into 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.
  • the vitamin B group or the vitamin B complex include u. a.
  • Vitamin B1 (thiamine)
  • Vitamin B2 (riboflavin)
  • Vitamin B3 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 Bs 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, the panthenol triacetate, the panthenol monoethyl ether and its monoacetate and also the cationic panthenol derivatives disclosed in WO 92/13829.
  • the said compounds of the vitamin Bs type are preferred in the agents according to the invention in amounts of 0.05-10 Wt .-%, based on the total agent included. Amounts of 0.1-5 wt .-% are particularly preferred.
  • Vitamin ⁇ (pyridoxine and pyridoxamine and pyridoxal).
  • Vitamin C (ascorbic acid). Vitamin C is used in the agents according to the invention 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-c] imidazole-4-valeric acid, for which, however, the common 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.
  • hair treatment compositions according to the invention are preferred which additionally contain as care substance - based on its weight - 0.1 to 5 wt .-%, preferably 0.2 to 4 wt .-%, particularly preferably 0.25 to 3.5 wt .-% , more preferably 0.5 to 3 wt .-% and in particular 0.5 to 2.5 wt .-% vitamins and / or pro-vitamins and / or vitamin precursors containing, preferably, the groups A, B, C, E, Panthenol (( ⁇ ) -2,4-dihydroxy-A - (3-hydroxypropyl) -3,3-dimethyl-butyramide, provitamin Bs) and / or pantothenic acid (vitamin B3, vitamin Bs ) and / or niacin, niacinamide or nicotinamide (vitamin B3) and / or L-ascorbic acid (vitamin C) and / or thiamine (vitamin B1) and
  • compositions according to the invention may contain purine and / or purine derivatives.
  • purine and / or purine derivatives with ubiquinones and / or plastoquinones results in that the hairs treated with appropriate agents show, inter alia, higher measured values in differential thermal analysis and improved wet and dry combabilities.
  • Preferred agents according to the invention contain purine and / or purine derivatives in narrower quantitative ranges.
  • preferred cosmetic agents are characterized in that they contain, based on their weight, from 0.001 to 2.5% by weight, preferably 0.0025 to 1 wt .-%, particularly preferably 0.005 to 0.5 wt .-% and in particular 0.01 to 0.1 wt .-% purine (s) and / or purine derivative (s).
  • compositions of the invention may vary the nature and amount of the purine derivative.
  • Caffeine has proved particularly useful in hair cosmetic formulations, for example in shampoos preferably in amounts of from 0.005 to 0.25% by weight, more preferably from 0.01 to 0.1% by weight and in particular from 0.01 to 0, 05 wt .-% (in each case based on the shampoo) can be used.
  • the agents according to the invention may contain at least one carbohydrate from the group of monosaccharides, disaccharides and / or oligosaccharides.
  • preferred hair treatment compositions according to the invention characterized in that they are used as care substance - based on their weight - 0.01 to 5 wt .-%, preferably 0.05 to 4.5 wt .-%, particularly preferably 0.1 to 4 wt. -%, more preferably 0.5 to 3.5 wt .-% and in particular 0.75 to 2.5 wt .-% carbohydrate (s) selected from monosaccharides, disaccharides and / or oligosaccharides
  • preferred agents according to the invention contain (a) amino acid (s).
  • Preferred agents according to the invention contain one or more amino acids in narrower quantitative ranges.
  • preferred cosmetic agents are characterized in that it additionally contains from 0.05 to 5% by weight, preferably from 0.1 to 2.5% by weight, particularly preferably from 0.15 to 1% by weight and in particular from 0.2 to 0.5% by weight .-% amino acid (s), preferably (one) amino acid (s) from the group glycine and / or alanine and / or valine and / or lysine and / or leucine and / or threonine.
  • preferred hair-treatment compositions contain as care substance - based on their weight - 0.01 to 15 wt .-%, preferably 0.025 to 12.5 wt .-%, particularly preferably 0.05 to 10 wt .-%, more preferably 0.1 to 7.5% by weight and in particular 0.5 to 5% by weight of taurine (2-aminoethanesulfonic acid).
  • hair treatment compositions according to the invention are preferred which additionally contain 0.001 to 5 wt .-%, preferably 0.01 to 4 wt .-%, particularly preferably 0.02 to 2.5 wt .-% and in particular 0.1 to 1, 5 wt % Bisabolol and / or oxides of bisabolol, preferably (-) - alpha-bisabolol.
  • the agents of the present invention may contain, in addition to the oligopeptide (s), hyaluronic acid ester (s) and optional other ingredients, other substances that prevent, ameliorate or cure hair loss.
  • a content of hair root stabilizing agents is advantageous.
  • cosmetic agents according to the invention are preferred which additionally contain, based on their weight, from 0.001 to 5% by weight of hair root stabilizing substances, in particular minoxidil and / or finasteride and / or ketoconazole.
  • Additional antidandruff active ingredients for example climbazole, piroctone olamine or zinc pyrithione
  • climbazole, piroctone olamine or zinc pyrithione are used to purposefully reduce the amount of dandruff causing the dandruff, to restore the normal bacterial count to the normal percentage and to reduce the scaling to the physiological level.
  • laboratory tests have shown that the different species representatives of Pityrosporum ovale react differently to the antidandruff active ingredients. In order to maximally combat all dandruff is therefore a combination of anti-dandruff active ingredients most successful.
  • hair treatment compositions according to the invention are preferred which additionally contain, based on their weight, from 0.001 to 5% by weight of antidandruff active ingredients, in particular piroctone olamine (1-hydroxy-4-methyl-6- (2,4,4-tri-methylpentyl) -pyridine-2 ( 1 H) -one, compound with 2-aminoethanol, 1: 1) and / or zinc pyrithione and / or selenium sulfide and / or climbazole and / or salicylic acid or fumaric acid.
  • antidandruff active ingredients in particular piroctone olamine (1-hydroxy-4-methyl-6- (2,4,4-tri-methylpentyl) -pyridine-2 ( 1 H) -one, compound with 2-aminoethanol, 1: 1) and / or zinc pyrithione and / or selenium sulfide and / or climbazole and / or salicylic acid or fumaric acid.
  • compositions according to the invention may furthermore contain all active substances, additives and auxiliaries known for such preparations.
  • the agents contain at least one surfactant, wherein in principle both anionic and zwitterionic, ampholytic, nonionic and cationic surfactants are suitable.
  • the Select surfactants from anionic, zwitterionic or nonionic surfactants have been described in detail above.
  • the agents according to the invention may contain emulsifiers (F).
  • the agents according to the invention preferably contain the emulsifiers in amounts of 0.1-25% by weight, in particular 0.5-15% by weight, based on the total agent.
  • the compositions according to the invention may preferably contain at least one nonionogenic emulsifier having an HLB value of 8 to 18. Nonionic emulsifiers having an HLB value of 10 to 15 may be particularly preferred according to the invention.
  • the agents according to the invention may contain nonionic polymers (G4).
  • the other polymers (G) are contained in the agents according to the invention preferably in amounts of 0.05 to 10 wt .-%, based on the total agent. Amounts of 0.1 to 5, in particular from 0.1 to 3 wt .-%, are particularly preferred.
  • an agent according to the invention may also contain UV filters (I).
  • the UV filters to be used according to the invention are not subject to any general restrictions with regard to their structure and their physical properties. On the contrary, all UV filters which can be used in the cosmetics sector and whose absorption maximum is in the UVA (315-400 nm), in the UVB (280-315 nm) or in the UVC ( ⁇ 280 nm) range are suitable. UV filters with an absorption maximum in the UVB range, in particular in the range from about 280 to about 300 nm, are particularly preferred.
  • the UV filters (I) are usually contained in the agents according to the invention in amounts of 0.1-5% by weight, based on the total agent. Levels of 0.4-2.5 wt .-% are preferred.
  • compositions according to the invention may also contain plant extracts (L).
  • extracts are produced by extraction of the whole plant. However, in individual cases it may also be preferred to prepare the extracts exclusively from flowers and / or leaves of the plant.
  • it may be preferred to use in the compositions according to the invention mixtures of several, especially two, different plant extracts.
  • compositions according to the invention contain penetration aids and / or swelling agents (M).
  • M penetration aids and / or swelling agents
  • M include, for example, urea and urea derivatives, guanidine and its derivatives, arginine and its derivatives, water glass, imidazole and its derivatives, histidine and its derivatives, benzyl alcohol, glycerol, glycol and glycol ethers, propylene glycol and propylene glycol ethers, for example propylene glycol monoethyl ether, carbonates, bicarbonates, Diols and triols, and in particular 1, 2-diols and 1, 3-diols such as 1, 2-propanediol, 1, 2-pentanediol, 1, 2-hexanediol, 1, 2-dodecanediol, 1, 3-propanediol, 1 , 6-hexanediol, 1, 5-pentanediol, 1, 4-
  • a particularly preferred group of ingredients are the silicones.
  • Preferred agents according to the invention are characterized in that they contain at least one silicone.
  • compositions according to the invention comprise the silicone (s) preferably in amounts of from 0.1 to 10% by weight, preferably from 0.25 to 7% by weight and in particular from 0.5 to 5% by weight. , in each case based on the total mean.
  • x is a number from 0 to 100, preferably from 0 to 50, more preferably from 0 to 20 and in particular 0 to 10.
  • silicones are called DIMETHICONE according to the INCI nomenclature.
  • the compounds are preferably:
  • Preferred silicones which can be used according to the invention have viscosities of from 0.2 to 2 mm 2 s at 20 ° C., silicones having viscosities of from 0.5 to 1 mm 2 s being particularly preferred.
  • Particularly preferred agents according to the invention contain one or more amino-functional silicones.
  • Preferred agents according to the invention are characterized in that they contain an amino-functional silicone of the formula (Si-II)
  • G is -H, a phenyl group, -OH, -O-CHb, -CH 3 , -O-CH 2 CH 3 , -CH 2 CH 3 , -O-
  • a is a number between 0 and 3, in particular 0;
  • b is a number between 0 and 1, in particular 1,
  • n and n are numbers whose sum (m + n) is between 1 and 2000, preferably between 50 and 150, where n is preferably values from 0 to 1999 and in particular from 49 to 149 and m preferably values from 1 to 2000, in particular from 1 to 10,
  • R - R ' is a monovalent radical selected from
  • each Q is a chemical bond, -CH 2 -, -CH 2 -CH 2 -, -CH 2 CH 2 CH 2 -, -C (CH 3 ) 2 -, -CH 2 CH 2 CH 2 CH 2 -, -CH 2 C (CH 3 ) 2, -CH (CH 3 ) 2 3 ) CH 2 CH 2 -,
  • R represents identical or different radicals from the group -H, -phenyl, -benzyl, -CH 2 -CH (CH 3 ) Ph, the Ci-20-alkyl radicals, preferably -CH 3 , -CH 2 CH 3 , -CH 2 CH 2 CH 3 , - CH ( CH 3 ) 2 , -CH 2 CH 2 CH 2 H 3, -CH 2 CH (CH 3 ) 2, -CH (CH 3 ) CH 2 CH 3 , -C (CH 3 ) 3 , and A represents an anion, which is preferably selected from chloride, Bromide, iodide or methosulfate.
  • Particularly preferred agents according to the invention are characterized in that they contain at least one amino-functional silicone of the formula (Si-IIa) (CH 3 ) 3 Si - [0-Si (CH 3 ) 2] n [OSi (CH 3 )] m -OSi (CH 3 ) 3 (Si-Ila),
  • compositions according to the invention which are an amino-functional silicone of the formula (Si-IIb)
  • R is -OH, -O-CH3 or a -CHb group and m
  • n1 and n2 are numbers whose sum (m + n1 + n2) is between 1 and 2,000, preferably between 50 and 150, wherein the sum (n1 + n2) preferably assumes values from 0 to 1999 and in particular from 49 to 149 and m preferably values from 1 to 2000, in particular from 1 to 10.
  • silicones are referred to as amodimethicones according to the INCI declaration.
  • agents according to the invention which contain an amino-functional silicone whose amine number is above 0.25 meq / g, preferably above 0.3 meq / g and in particular above 0.4 meq / g, are preferred ,
  • the amine number stands for the milliequivalents of amine per gram of amino-functional silicone. It can be determined by titration and also expressed in mg KOH / g.
  • Agents preferred according to the invention are characterized in that, based on their weight, they contain 0.01 to 10% by weight, preferably 0.1 to 8% by weight, more preferably 0.25 to 7.5% by weight and in particular 0, 5 to 5 wt.% Amino-functional silicone (s) included.
  • the silicones described above have a backbone composed of -Si-O-Si units. Of course, these Si-O-Si units may also be interrupted by carbon chains. Appropriate molecules are accessible by chain extension reactions and are preferably used in the form of silicone-in-water emulsions. Agents which are likewise preferred according to the invention are characterized in that they contain at least one silicone of the formula Si-IV
  • R is identical or different radicals from the group -H, -phenyl, -benzyl, -CH 2 -CH (CH 3 ) Ph, the Ci-20-alkyl radicals, preferably -CH 3 , -CH 2 CH 3 , -CH 2 CH 2 CH 3 , -CH (CH 3 ) 2 , -CH 2 CH 2 CH 2 H 3, -CH 2 CH (CH 3 ) 2, -CH (CH 3 ) CH 2 CH 3 , -C (CH 3 ) 3 , x and y are each a number of 0 to 200, preferably from 0 to 10, more preferably from 0 to 7 and in particular 0, 1, 2, 3, 4, 5 or 6, and n is a number from 0 to 10, preferably from 1 to 8 and in particular stands for 2, 3, 4, 5, 6.
  • the silicones are preferably water-soluble. Agents preferred according to the invention are characterized in that they contain at least one water-soluble silicone.
  • the NTU (Nephelometry Turbidity Unit) value is a fluid turbidity measurement unit used in water treatment and is the unit of turbidity of a fluid measured with a calibrated nephelometer.
  • compositions according to the invention have advantageous properties and also confer advantageous properties on the hair treated with them.
  • hair and scalp treatment benefits have been observed, which go beyond the advantages of the oligopeptides or proteolipids alone.
  • hair treatment compositions according to the invention increase the elasticity of the hair treated with them and lead to an inner-structural strengthening of the hair fibers, which is e.g. reflected in higher melting temperatures in differential thermal analysis.
  • compositions according to the invention cause an increase in the elasticity and, surprisingly, sebum-regulating effects. The visual impression of "greasy" skin or hair is thus avoided or weakened.
  • Another object of the present invention is a method for improving at least one of the properties
  • amino group may be free or protonated and the carboxy groups may be free or deprotonated
  • R 1 is a straight-chain hydrocarbon radical having 8 to 22 C atoms
  • Y is -H or -OH.
  • x stands for values from 0 to 22

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Abstract

L'invention a pour objet des agents de traitement capillaire renfermant - respectivement, par rapport à leur poids - 0,0001 à 10 % en poids d'au moins un oligopeptide, qui présente au moins une séquence aminoacide Glu-Glu-Glu, le groupe amino étant libre ou protoné et les groupes carboxy pouvant être libres ou déprotonés, et 0,0001 à 10 % en poids d'au moins un protéolipide de formule (I), dans laquelle R1 désigne un radical hydrocarbure à chaîne linéaire de 8 à 22 atomes de C, R2 désigne -(CH2)y-CH3 où y = 0 à 22, Y désigne -H ou -OH, X- désigne un anion physiologiquement compatible, Hy désigne un radical oligopeptide constitué par un hydrolysat de kératine, et x a une valeur comprise entre 0 et 22. Dans ces agents, les protéolipides et les oligopeptides se renforcent dans leur action positive sur le cheveu et les follicules pileux.
EP14777254.5A 2013-10-01 2014-08-22 Agent de soin capillaire à performances améliorées Withdrawn EP3052197A1 (fr)

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DE102013219919.8A DE102013219919A1 (de) 2013-10-01 2013-10-01 leistungsgesteigerte Haarpflegemittel
PCT/DE2014/200418 WO2015048951A1 (fr) 2013-10-01 2014-08-22 Agent de soin capillaire à performances améliorées

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DE102015216687A1 (de) * 2015-09-01 2017-03-02 Henkel Ag & Co. Kgaa "Leistungsstarke Haarbehandlungsmittel mit einem Proteolipid und einem Magnesiumsalz"
WO2019090008A1 (fr) 2017-11-03 2019-05-09 Skinqri, Llc Formulation permettant la pousse des cheveux à multiples facteurs

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US5136093A (en) 1991-02-06 1992-08-04 Smith Ronald J Quaternized panthenol compounds and their use
DE4413686C2 (de) 1994-04-20 1996-10-24 Henkel Kgaa Kationische Zuckertenside, Verfahren zu ihrer Herstellung und deren Verwendung
DE102007033650A1 (de) * 2007-07-17 2009-01-22 Henkel Ag & Co. Kgaa Haarbehandlungsmittel mit Oligopeptiden
DE102008038138A1 (de) * 2008-08-18 2010-02-25 Henkel Ag & Co. Kgaa Farbige Haarbehandlungsmittel
DE102008045511A1 (de) 2008-09-03 2010-03-04 Henkel Ag & Co. Kgaa Haarbehandlungsmittel mit niedrigdosierten Oligopeptiden
DE102009048299A1 (de) * 2009-10-05 2011-06-16 Henkel Ag & Co. Kgaa Haarbehandlungsmittel mit Tensid(en) und Proteolipid(en)
DE102011015191A1 (de) * 2011-03-25 2012-09-27 Henkel Ag & Co. Kgaa Verfahren zur Herrstellung eines konditionierten Reinigungsmittels
DE102011089357A1 (de) * 2011-12-21 2012-08-23 Henkel Ag & Co. Kgaa Haarbehandlungsmittel mit kationischen Pflegestoffen und alpha-Hydroxysäuren
DE102012219585A1 (de) * 2012-10-25 2014-04-30 Henkel Ag & Co. Kgaa Haarpflegemittel mit ausgewählten Aminosäuren und/oder ausgewählten Oligopeptiden und einem ausgewählten kationischen Keratinhydrolysat
DE102012219583A1 (de) * 2012-10-25 2014-04-30 Henkel Ag & Co. Kgaa Haarpflegemittel mit ausgewählten aminofunktionalen Silikonen und ausgewähltem kationischen Keratinhydrolysat
DE102012219586A1 (de) * 2012-10-25 2014-04-30 Henkel Ag & Co. Kgaa Haarpflegemittel mit ausgewählten Antischuppenwirkstoffen und einem ausgewählten kationischen Keratinhydrolysat
DE102012219581A1 (de) * 2012-10-25 2014-04-30 Henkel Ag & Co. Kgaa "Haarpflegemittel mit ausgewählten kationischen Alkyloligoglucosiden und einem ausgewählten kationischen Keratinhydrolysat"

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DE102013219919A1 (de) 2015-04-02

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