WO2018059785A1 - Produits de soin capillaire à effet de conditionnement amélioré assurant une protection contre la perte de couleur - Google Patents

Produits de soin capillaire à effet de conditionnement amélioré assurant une protection contre la perte de couleur Download PDF

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Publication number
WO2018059785A1
WO2018059785A1 PCT/EP2017/068587 EP2017068587W WO2018059785A1 WO 2018059785 A1 WO2018059785 A1 WO 2018059785A1 EP 2017068587 W EP2017068587 W EP 2017068587W WO 2018059785 A1 WO2018059785 A1 WO 2018059785A1
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weight
hair treatment
hair
glu
composition according
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PCT/EP2017/068587
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German (de)
English (en)
Inventor
Volker Scheunemann
Erik Schulze Zur Wiesche
René KROHN
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Henkel Ag & Co. Kgaa
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Priority to EP17749150.3A priority Critical patent/EP3518872A1/fr
Publication of WO2018059785A1 publication Critical patent/WO2018059785A1/fr

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    • 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
    • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/4906—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
    • A61K8/4913—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having five membered rings, e.g. pyrrolidone carboxylic acid
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/36—Carboxylic acids; Salts or anhydrides thereof
    • A61K8/362—Polycarboxylic acids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/36—Carboxylic acids; Salts or anhydrides thereof
    • A61K8/365—Hydroxycarboxylic acids; Ketocarboxylic acids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89—Polysiloxanes
    • A61K8/896—Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate
    • A61K8/898—Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate containing nitrogen, e.g. amodimethicone, trimethyl silyl amodimethicone or dimethicone propyl PG-betaine
    • 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
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/90—Block copolymers
    • 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
    • A61Q5/004—Preparations used to protect coloured hair
    • 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
    • A61Q5/06—Preparations for styling the hair, e.g. by temporary shaping or colouring
    • A61Q5/065—Preparations for temporary colouring the hair, e.g. direct dyes

Definitions

  • the invention relates to hair treatment compositions, in particular shampoos and so-called conditioners, with a combination of active ingredients for gentle and effective care of the hair.
  • hair treatment compositions in particular shampoos and so-called conditioners
  • active ingredients for gentle and effective care of the hair.
  • care products affect the natural structure and properties of the hair.
  • the wet and dry combability of the hair, the hold and the fullness of the hair can be optimized or the hair can be protected from increased splits following such care treatments.
  • 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.
  • multifunctional cosmetic products are known in the prior art.
  • these include the so-called “2 in 1" shampoos, which not only cleanse the hair, but also condition it.
  • These products are highly appreciated by the consumer because of their product performance, at least one process step, for example, conditioning with a classical hair conditioner; unnecessary.
  • the term "undesired change” is understood to mean the fading or bleeding and loss of color brilliance of the hue of the hair as a result of the respective dyeing.Environmental influences and / or sun effects may exacerbate these changes.There is still a need for active ingredients or active ingredient combinations for hair treatment products with good nourishing properties, which also strengthen the adhesion of dyes to the hair fibers and thus preserve the authenticity of the artificially produced hair color, and further develop hair treatment products in this regard.
  • the present application was therefore based on the object to provide good skin-friendly and nourishing hair treatment compositions which have excellent foam properties and have a good rinsability with water and also reduce or prevent the washing out of color from dyed hair.
  • the nourishing hair treatment products should have a constant conditioning performance regardless of the water quality and in particular fine hair and / or damaged hair and thereby strengthen the hair in their structure and so protect against splits and breakage and improve combability and grip. In addition, they should have a germ-reducing effect.
  • a first object of the present invention are hair treatment compositions containing by weight
  • Hair treatment compositions for the purposes of the present invention are, for example, hair shampoos, hair conditioners, conditioning shampoos, hairsprays, hair conditioners, hair conditioners, 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.
  • Preferred agents are therefore shampoos, conditioners or hair tonics.
  • the hair treatment compositions contain as the first essential ingredient 0.001 to 10 wt .-% of at least one Succinimidylesters.
  • Succinimidyl esters are esters of carboxylic acids with (optionally substituted) / V-hydroxysuccinimide (NHS, IUPAC 1-hydroxy-2,5-pyrrolidinedione) and are also referred to as NHS esters.
  • Hair treatment compositions which are preferred according to the invention are characterized in that they additionally contain from 0.01 to 10% by weight, preferably from 0.05 to 7.5% by weight, more preferably from 0.1 to 6% by weight, based on the weight of the composition. % and in particular 0.15 to 5% by weight of (one) succinimidyl ester (s) of the formula (III)
  • R1 represents -H or an ionic group.
  • R is an optionally substituted saturated or unsaturated, linear, branched or cyclic, aliphatic or aromatic hydrocarbon radical having at least 5 C atoms.
  • Suitable ionic groups R1 include both anionic groups such as phosphate, phosphonate, phosphinate, sulfate, sulfonate, sulfinate, sulfenate, oxysulfonate, carboxylate groups and cationic groups such as substituted or unsubstituted ammonium groups. Zwitterionic / betainic groups such as carboxybetaine or sulfobetaine groups are also possible.
  • R 1 is -H or -OSO 3 " or -SO 3 " or -SO 2 - or -COO " or -NH 3 + or -N (CH 3 ) H 2 + or -N (CH 3 ) 2 H + or -N (CH 3 ) 3 + or -N + (CH 3 ) 2 (CH 2 ) 2-COO- or -N + (CH 3 ) 2 (CH 2 ) 3 -SO 3 -.
  • succinimidyl esters to be used according to the invention are described in the priority document on pages 4 to 6 with the numbers 1 to 72.
  • Very particularly preferred hair treatment compositions according to the invention are characterized in that they contain, based on their weight, from 0.01 to 10% by weight, preferably from 0.05 to 7.5% by weight, more preferably from 0 to 1 to 6% by weight. % and in particular 0, 15 to 5 wt .-% of at least one Succinimidylesters from the group
  • X is H, a monovalent cation or the nth part of an n-valent cation
  • Hair treatment compositions containing these succinimidyl esters have excellent care properties on both thin and normal hair, provide a significant structure strengthening and prevent the washing and bleeding of chemically colored hair very effectively.
  • the agents according to the invention contain from 0.001 to 50% by weight of at least one amino-functional silicone.
  • Particularly preferred agents according to the invention are characterized in that they contain at least one amino-functional silicone of the formula (Si-IIa)
  • 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.
  • compositions according to the invention which are an amino-functional silicone of the formula (Si-IIb)
  • 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 the amino-functional silicone. It can be determined by titration and also expressed in mg KOH / g.
  • Hair-treatment agents preferred according to the invention are characterized in that, based on their weight, they contain from 0.01 to 20% by weight, preferably from 0.05 to 10% by weight, more preferably from 0.1 to 7.5% by weight and in particular from 0.15 to 5% by weight of amino-functional silicone (s).
  • the agents according to the invention contain amino-functional silicone (s) with terminal (r / n) hydroxy group (s).
  • pretreatment agents which contain at least one silicone of the formula (Si-V) have proven particularly effective with regard to the desired effects:
  • A represents a group -OH, -0-Si (CH 3) 3, -0-Si (CH3) 20H, -0-Si (CH 3) 20ch 3;
  • D is a group -H, -Si (CH 3 ) 3 , -Si (CH 3 ) 2 OH, -Si (CH 3 ) 2 OCH 3 ,
  • n and c are integers between 0 and 1000,
  • Hair treatment compositions according to the invention which - based on their weight - 0.01 to 20 wt.%, Preferably 0.01 to 20 wt .-%, preferably 0, 1 to 10 wt .-%, more preferably 0.5 to 7.5 Wt .-% and in particular 0.1 to 5 wt .-% of at least one silicone of the formula (Si-V) contain:
  • A represents a group -OH, -0-Si (CH 3) 3, -0-Si (CH3) 20H, -0-Si (CH 3) 20ch 3, D is a group of -H, -Si (CH 3 ) 3 , -Si (CH 3 ) 2 OH, -Si (CH 3 ) 2 OCH 3 ,
  • n and c are integers between 0 and 1000,
  • the individual siloxane units having the indices b, c and n are randomly distributed, i. it does not necessarily have to be block copolymers.
  • compositions according to the invention which, based on their weight, 0.001 to 20 wt.%, Preferably 0.01 to 10 wt.%, Particularly preferably 0.05 to 7.5 wt.% And in particular 0.5 to 5 wt.% Of at least one 4-morpholinomethyl-substituted silicone containing structural units of the formulas (Si-Via), (Si-Vlb) and (Si-Vlc)
  • R 1 is -CH 3 , -OH, -OCH 3 , -O-CH 2 CH 3 , -O-CH 2 CH 2 CH 3 , or -O-CH (CH 3 ) 2 ;
  • R 2 is -CH 3 , -OH, or -OCH 3 ,
  • Particularly preferred hair treatment compositions according to the invention contain, based on their weight, from 0.001 to 20% by weight, preferably from 0.01 to 10% by weight, particularly preferably from 0.05 to 7.5% by weight and in particular from 0.5 to 5% by weight. at least one 4-morpholinomethyl-substituted silicone of the formula (Si-Vl)
  • R 1 is -CH 3 , -OH, -OCH 3 , -O-CH 2 CH 3 , -O-CH 2 CH 2 CH 3 , or -O-CH (CH 3 ) 2 ;
  • R2 is -CH 3 , -OH, or -OCH 3 .
  • B is a group -OH, -O-Si (CH 3 ) 3, -O-Si (CH 3 ) 20H, -O-Si (CH 3 ) 2 OCH 3 ,
  • D is a group -H, -Si (CH 3 ) 3 , -Si (CH 3 ) 2 OH, -Si (CH 3 ) 2 OCH 3 ,
  • a, b and c independently represent integers between 0 and 1000, with the proviso that a + b + c> 0
  • the units a, b, c, m and n are distributed randomly or in blocks in the molecule.
  • Structural formula (Si-VI) is intended to illustrate that the siloxane groups n and m do not necessarily have to be bound directly to an end grouping B or D, respectively. Rather, in preferred formulas (Si-VI) a> 0 or b> 0 and in particularly preferred formulas (Si-Vl) a> 0 and c> 0, i. the terminal moiety B or D is preferably attached to a dimethylsiloxy moiety. Also in formula (Si-Vl), the siloxane units a, b, c, m and n are preferably randomly distributed.
  • Silicones particularly preferably used in the context of the present invention are selected from silicones in which
  • the agents of the invention preferably contain the silicone (s) in the form of an emulsion, more preferably in the form of a microemulsion ,
  • Nonionic components which are particularly suitable here are ethoxylates of decanol, undecanol, dodecanol, tridecanol, etc. Ethoxylated tridecanols have proven to be particularly suitable, which are incorporated with particular preference into the compositions according to the invention.
  • compositions which are particularly preferred according to the invention are characterized in that they contain 0.00001 to 5% by weight, preferably 0.0001 to 3.5% by weight, particularly preferably 0.001 to 2% by weight, based on their weight preferably 0.01 to 1 wt .-% and in particular 0.1 to 0.5 wt .-% branched, ethoxylated tridecanol (INCI name: Trideceth-5) or o iso-tridecyl-u hydroxypolyglycolether (INCI name: Trideceth -10) or mixtures thereof.
  • compositions of the invention may contain other silicone (s) which are not amino-functional.
  • polyalkyl siloxanes polyaryl siloxanes, polyalkylaryl siloxanes which are volatile or nonvolatile, straight chain, branched or cyclic, crosslinked or uncrosslinked;
  • grafted silicone polymers having a non-silicone organic backbone consisting of an organic backbone formed from organic monomers containing no silicone grafted with at least one polysiloxane macromer in the chain and optionally at least one chain end;
  • preferred hair treatment compositions are characterized in that they - based on their weight - 0.01 to 20 wt .-%, preferably 0, 1 to 10 wt .-%, more preferably 0.5 to 7.5 wt .-% and in particular 1 to 5 wt .-% non-amino-functional silicone (s) included.
  • Preferred silicones are described below.
  • 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 following compounds are preferably used as the silicone of the formula Si-I: (CH 3 ) 3 Si-O-Si (CH 3 ) 3 (CH 3 ) 3 Si-O- (CH 3 ) 2 Si-O- Si (CH 3 ) 3 (CH 3 ) 3 Si [O- (CH 3 ) 2 Si] 2 -O-Si (CH 3 ) 3 (CH 3 ) 3 Si [O- (CH 3 ) 2 Si] 3 -0-Si (CH 3 ) 3 (CH 3 ) 3 Si - [0- (CH 3 ) 2 Si] 4 -O-Si (CH 3 ) 3
  • the hair treatment compositions according to the invention may contain surfactant (s).
  • surfactant in detergent compositions (shampoos) anionic surfactants in particular have proven useful, in conditioning compositions cationic surfactants are often used ingredients, amphoteric surfactants are used because of their advantageous properties with particular advantage both in shampoos and in conditioners.
  • the hair treatment compositions of the invention may contain at least one anionic surfactant.
  • Suitable anionic surfactants and emulsifiers for the compositions according to the invention are all anionic surfactants suitable for use on the human body. These are characterized by a water-solubilizing, anionic group such as. As a carboxylate, sulfate, sulfonate or phosphate group and a lipophilic alkyl group having about 8 to 30 carbon atoms. In addition, glycol or polyglycol ether groups, ester, ether and amide groups and hydroxyl groups may be present in the molecule.
  • Preferred hair treatment compositions contain - based on their weight - 0.5 to 20 wt .-%, preferably 0.75 to 15 wt .-%, more preferably 1 to 12 wt .-% and in particular 2 to 10 wt .-% of anionic ( s) surfactant (s).
  • Particularly preferred hair treatment compositions according to the invention are characterized in that they contain, based on their weight, from 0.5 to 20% by weight, preferably from 0.75 to 15% by weight, more preferably from 1 to 12% by weight and in particular from 2 to 10% by weight of alkyl (ether) sulfates of the general formula R- (OCH 2 -CH 2) n -OSO 3 X, in which R is a straight-chain or branched, saturated or unsaturated alkyl group having 8 to 24 C atoms, n is the number 0 or 1 to 12, and X represents an alkali, alkaline earth, ammonium or alkanolamine ion included.
  • alkyl (ether) sulfates of the general formula R- (OCH 2 -CH 2) n -OSO 3 X, in which R is a straight-chain or branched, saturated or unsaturated alkyl group having 8 to 24 C atoms, n is the number 0 or 1 to 12, and X represents an
  • the hair treatment compositions of the invention may contain at least one amphoteric surfactant and / or at least one nonionic surfactant.
  • Particularly preferred hair treatment compositions according to the invention are characterized in that they contain, based on their weight, from 0.3 to 20% by weight, preferably from 0.5 to 8% by weight, more preferably from 0.75 to 6% by weight and in particular 1 to 5 wt .-% amphoteric surfactant (s) included.
  • amphoteric surfactants or as zwitterionic surfactants called surfactants, which have both a negative and a positively charged functional group.
  • Particularly suitable zwitterionic surfactants 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-hydroxyethylimidazolines having in each case 8 to 18 C atoms in the alkyl or acyl group, and also the cocoacylaminoethylhydroxyethylcarboxymethyl-glycinate.
  • betaines such as N-alkyl-N, N-dimethylammonium glycinates, for example cocoalkyldimethylammonium glycinate, N-acylaminopropyl-N, N-dimethylammonium glycinates, for
  • a preferred zwitterionic surfactant is the fatty acid amide derivative known by the INCI name Cocamidopropyl Betaine.
  • suitable ampholytic surfactants are N-alkylglycines, N-alkylaminopropionic acids, N-alkylaminobutyric acids, N-alkyliminodipropionic acids, N-hydroxyethyl-N-alkylamidoproylglycines, N-alkyltaurines, N-alkylsarcosines, 2-alkylaminopropionic acids and alkylaminoacetic acids each having about 8 to 24 carbon atoms in the alkyl group.
  • Particularly preferred ampholytic surfactants are N-cocoalkylaminopropionate, cocoacylaminoethylaminopropionate and C12-C18-acylsarcosine.
  • Particularly preferred hair treatment compositions contain as amphoteric surfactants betaines of the formula (Bet-I)
  • R is a straight-chain or branched, saturated or mono- or polyunsaturated alkyl or alkenyl radical having 8 to 24 carbon atoms.
  • Cocoamidopropylbetaine Representatives derived from coconut fatty acids, are preferred and are referred to as Cocoamidopropylbetaine. According to the invention, particular preference is given to using surfactants of the formula (Bet-I) which are a mixture of the following representatives:
  • hair-treatment compositions according to the invention are preferred which - based on their weight - 0.25 to 8 wt .-%, more preferably 0.5 to 7 wt .-%, more preferably 0.75 to 6.5 wt .-% and in particular 1 to 5.5 wt .-% of surfactant (s) of the formula (Bet-I) included.
  • the hair-treatment compositions of the invention may be used with particular preference as amphoteric surfactants betaines of the formula (Bet-II)
  • R is a straight-chain or branched, saturated or mono- or polyunsaturated alkyl or alkenyl radical having 8 to 24 carbon atoms.
  • These surfactants are referred to according to the INCI nomenclature as amphoacetates, wherein the representatives derived from coconut fatty acids are preferred and are referred to as cocoamphoactetates.
  • surfactants of this type always also contain betaines of the formula (Bet-IIa)
  • R is a straight-chain or branched, saturated or mono- or polyunsaturated alkyl or alkenyl radical having 8 to 24 carbon atoms and M is a cation.
  • surfactants are referred to according to the INCI nomenclature as Amphodiacetate, wherein the representatives derived from coconut fatty acids are preferred and are referred to as Cocoamphodiactetate.
  • hair-treatment compositions according to the invention which - based on their weight - 0.25 to 8 wt .-%, more preferably 0.5 to 7 wt .-%, more preferably 0.75 to 6.5 wt .-% and in particular 1 to 5.5 wt .-% of surfactant (s) of the formula (Bet-II) included.
  • cosmetic agents according to the invention are preferred in which the radical R in the formulas (Bet-I) and (Bet-II) is selected from
  • the hair treatment agents may contain nonionic surfactant (s).
  • Hair treatment agents preferred according to the invention contain, based on their weight, 0.3 to 10% by weight, preferably 0.5 to 8% by weight, more preferably 0.75 to 6% by weight and in particular 1 to 5% by weight. % nonionic surfactant (s).
  • the hair treatment agents may contain cationic surfactant (s).
  • cationic surfactants of the type of quaternary ammonium compounds, the esterquats and the Amidoamines.
  • Preferred quaternary ammonium compounds 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.
  • Particularly preferred hair treatment compositions according to the invention are characterized in that they contain as cationic care substance - based on their weight - 0.05 to 7.5 wt .-%, preferably 0.1 to 5 wt .-%, particularly preferably 0.2 to 3, 5 wt .-% and in particular 0.25 to 2.5 wt .-% cationic (s) surfactant (s) from the group of quaternary ammonium compounds and / or esterquats and / or amidoamines.
  • cationic care substance - based on their weight - 0.05 to 7.5 wt .-%, preferably 0.1 to 5 wt .-%, particularly preferably 0.2 to 3, 5 wt .-% and in particular 0.25 to 2.5 wt .-% cationic (s) surfactant (s) from the group of quaternary ammonium compounds and / or esterquats and / or amidoamines.
  • Particularly preferred hair treatment compositions according to the invention are characterized in that - based on the weight of the composition - sis -0.05 to 20 wt .-%, preferably 0, 1 to 10 wt .-%, more preferably 0.25 to 8 wt .-% and in particular from 0.5 to 7% by weight of cationic surfactant (s), preferably from 0.05 to 20% by weight, preferably from 0.1 to 10% by weight, more preferably from 0.25 to 8% by weight .-% and in particular 0.5 to 7 wt .-% behenyl trimethyl ammonium chloride.
  • cationic surfactant preferably from 0.05 to 20% by weight, preferably from 0.1 to 10% by weight, more preferably from 0.25 to 8% by weight .-% and in particular 0.5 to 7 wt .-% behenyl trimethyl ammonium chloride.
  • compositions of the invention may contain at least one cationic polymer.
  • Cationic polymers increase the care performance of the hair treatment compositions according to the invention (in particular the effectiveness of the hair breakage compositions according to the invention).
  • preferred hair treatment agents contain, based on the weight of the composition, 0.01 to 3% by weight, preferably 0.05 to 2% by weight, further preferably 0.1 to 1.5% by weight and in particular 0.15 to 0.8% by weight of cationic polymer (s).
  • Cationic polysaccharide polymers are used with particular preference according to the invention as cationic polymers.
  • Cationic polysaccharide polymers increase the care performance of the hair treatment compositions according to the invention (in particular the effectiveness of the hair breakage compositions according to the invention).
  • Suitable cationic polysaccharide polymers may be selected from cationic cellulose compounds and / or from cationic guar derivatives.
  • Particularly preferred hair treatment compositions according to the invention contain as cationic polysaccharide polymer (s) - based on the weight of the composition - 0.01 to 3 wt .-%, preferably 0.05 to 2 wt .-%, more preferably 0.1 to 1, 5 wt .-% and in particular 0.15 to 0.8 wt .-% of at least one polymer from the group of cationic cellulose polymers and / or cationic guar derivatives.
  • s cationic polysaccharide polymer
  • Cationic cellulose compounds in the sense of the invention are those which carry more than one permanent cationic charge in at least one side chain.
  • Cellulose is from beta-1, 4- glycosidically-linked D-glucopyranose units and forms unbranched, water-insoluble chains.
  • side chain of a cellulose chemical substituents are defined which bind to the cellulose skeleton and do not belong to the native cellulose since they have been subsequently introduced, for example, by chemical synthesis.
  • Such polymers are known to those skilled in the art and commercially available from various companies. Particularly preferred are the cationic cellulose derivatives known under the INCI names Polyquaternium-4, Polyquaternium-10, Polyquaternium-24, Polyquaternium-67 and / or Polyquaternium-72. Very particular preference is given to polyquaternium-10, polyquaternium-24 and / or polyquaternium-67 and particular preference to polyquaternium-10.
  • Preferred hair treatment compositions according to the invention contain as cationic polysaccharide polymer (s) - based on the weight of the composition - 0.01 to 3 wt .-%, preferably 0.05 to 2 wt .-%, more preferably 0.1 to 1, 5 wt .-% and in particular 0, 15 to 0.8 wt .-% of at least one polymer from the group of Polyquaternium-4, Polyquaternium-10, Polyquaternium-24, Polyquaternium-67 and / or Polyquaternium-72.
  • s cationic polysaccharide polymer
  • Particularly preferred hair treatment compositions according to the invention contain as cationic polysaccharide polymer (s) - based on the weight of the composition - 0.01 to 3 wt .-%, preferably 0.05 to 2 wt .-%, more preferably 0.1 to 1, 5 wt .-% and in particular 0.15 to 0.8 wt .-% Polyquaternium-10.
  • Suitable cationic guar derivatives in the context of the invention are cationic hydroxyalkyl guar derivatives, preferably cationic hydroxyethyltrimethylammonium guar and / or cationic hydroxypropyltrimethylammonium guar with average molecular weights between 100,000 and 2,000,000 daltons. Particularly preferred are the cationic guar polymers having a molecular weight (weight average) between 200,000 and 1,600,000 daltons known by the INCI name Guar Hydroxypropyltrimonium Chloride.
  • the cationic charge density of these guar polymers is preferably at least 0.4 meq / g, preferably at least 0.5 meq / g and especially at least 0.6 meq / g.
  • Their nitrogen content is preferably in the range of 1, 1 to 1, 8 wt .-% (based on their total weight).
  • Cationic guar derivatives which are known under the INCI designation Guar Hydroxypropyltrimonium Chloride, are known in the art and available, for example under the trade name Cosmedia Guar ®, N-Hance ® and / or Jaguar ® from different vendors.
  • Particularly preferred hair treatment compositions according to the invention contain as cationic polysaccharide polymer (s) - based on the weight of the composition - 0.01 to 3 wt .-%, preferably 0.05 to 2 wt .-%, more preferably 0, 1 to 1, 5 wt .-% and in particular 0, 15 to 0.8 wt .-% guar hydroxypropyltrimonium chlorides.
  • preferred hair treatment compositions are characterized in that they - based on the weight of the composition - 0.01 to 3 wt .-%, preferably 0.05 to 2 wt .-%, further preferably 0.1 to 1, 5 wt. % and especially 0.15 to 0.8% by weight Cationic polymer (s), preferably 0.01 to 3 wt .-%, preferably 0.05 to 2 wt .-%, more preferably 0, 1 to 1, 5 wt .-% and in particular 0, 15 bis 0.8 wt .-% of at least one polymer from the group of cationic cellulose polymers and / or cationic guar derivatives.
  • Cationic polymer preferably 0.01 to 3 wt .-%, preferably 0.05 to 2 wt .-%, more preferably 0, 1 to 1, 5 wt .-% and in particular 0, 15 bis 0.8 wt .-% of at least one polymer from the group of cationic cellulose polymers and / or
  • alpha-substituted aldehydes can further enhance the action of the compositions of the invention.
  • significant increases in performance are observed.
  • composition Based on the weight of the composition - additionally contain from 0.001 to 20 wt .-% of at least one alpha-substituted aldehyde.
  • Preferred hair treatment compositions according to the invention are characterized in that they contain, based on their weight, from 0.01 to 10% by weight, preferably from 0.05 to 7.5% by weight, more preferably from 0.1 to 6% by weight and in particular from 0.15 to 5% by weight of alpha-substituted aldehyde (s) of the formula (I)
  • Aldehydes preferably to be used according to the invention are described by the numbers 1 to 176 on pages 32 to 34 of the priority document.
  • Very particularly preferred hair treatment compositions according to the invention are characterized in that they contain, based on their weight, from 0.01 to 10% by weight, preferably from 0.05 to 7.5% by weight, more preferably from 0 to 1 to 6% by weight. % and in particular 0, 15 to 5 wt .-% of at least one alpha-substituted aldehyde from the group
  • Complexing agents can increase the effect of the agents according to the invention even further, in particular complexing agents which are derived from polycarboxylic acids have proved useful.
  • Extremely preferred hair treatment compositions according to the invention are characterized in that they contain, based on their weight, from 0.001 to 20% by weight, preferably from 0.005 to 15% by weight, preferably from 0.01 to 10% by weight, more preferably from 0.05 to 7.5 wt .-% and in particular 0, 1 to 5 wt .-% complexing agent from the group
  • the agents according to the invention may contain only one of the three complexing agents mentioned. But it is also possible that the means according to the invention two or all three of the above. Complexing agents, the manganese of all the complexing agents contained in the agents from the o.g. Group within the quantitative range 0.01 to 20 wt .-% is.
  • Hair treatment compositions which are preferred according to the invention are characterized in that they contain, based on their weight, from 0.005 to 15% by weight, preferably from 0.01 to 10% by weight, more preferably from 0.05 to 7.5% by weight and in particular from 0 , 1 to 5 wt .-% tetrasodium A /, A / -bis (carboxylatomethyl) - L-glutamate (Tetrasodium Glutamate Diacetate, GLDA) included.
  • Hair treatment compositions which are likewise preferred according to the invention are characterized in that they contain 0.005 to 15% by weight, preferably 0.01 to 10% by weight, based on their weight preferably 0.05 to 7.5 wt .-% and in particular 0, 1 to 5 wt .-% pentasodium Diethylenetriaminepentaacetate (DTPA) included.
  • DTPA pentasodium Diethylenetriaminepentaacetate
  • Hair treatment compositions which are likewise preferred according to the invention are characterized in that they contain, based on their weight, from 0.005 to 15% by weight, preferably from 0.01 to 10% by weight, more preferably from 0.05 to 7.5% by weight and in particular 0, 1 to 5 wt .-% Tetranatnumiminodisucciniat (IDS) included.
  • IDDS Tetranatnumiminodisucciniat
  • DTPA pentasodium diethylenetriaminepentaacetate
  • tetranatoiminiminodisuccinate From 0.01 to 10% by weight, more preferably from 0.05 to 7.5% by weight and in particular from 0.1 to 5% by weight of tetrasodium A /, A / -bis (carboxylatomethyl) -L- glutamate (Tetrasodium Glutamate Diacetate, GLDA) and 0.01 to 10% by weight, more preferably 0.05 to 7.5% by weight, and most preferably 0.1 to 5% by weight, of tetranatoiminiminodisuccinate (IDS).
  • IDDS tetranatoiminiminodisuccinate
  • DTPA pentasodium diethylenetriamine pentaacetate
  • IDS tetranatoiminiminodisuccinate
  • preferred hair treatment compositions contain - based on their weight -0, 1 to 5 wt .-% tetrasodium A /, A / -bis (carboxylatomethyl) -L-glutamate (Tetrasodium glutamate diacetates, GLDA) and 0, 1 to 5 wt % Pentasodium diethylenetriamine pentaacetate (DTPA) and 0.1 to 5 weight percent tetranatoiminiminodisuccinate (IDS).
  • DTPA Pentasodium diethylenetriamine pentaacetate
  • IDDS tetranatoiminiminodisuccinate
  • the hair treatment compositions may contain at least one divalent or trivalent metal salt. These lead to an improved washout prevention. To achieve an optimum effect, it is advantageous if the metal salts are present in dissolved form in the compositions according to the invention.
  • the hair cleansing and care compositions according to the invention therefore contain water-soluble divalent or trivalent metal salts.
  • water-soluble is understood to mean that at 20 ° C. at least 1 g of the respective salt can be completely dissolved in 1 l of water.
  • Suitable divalent or trivalent metal salts may be selected from divalent or trivalent organic and / or inorganic salts.
  • Particularly suitable cations within these salts may preferably be selected from alkaline earth metal cations and from copper, zinc, iron (II), iron (III) and / or aluminum cations. Very particularly preferred are alkaline earth metal cations and particularly preferably calcium and magnesium cations.
  • Particularly suitable organic anions within these salts may preferably be selected from formate, acetate, lactate, succinate, citrate, tartrate, malate, maleate, Oxalate and / or glycolate ions. Very particular preference is given to acetate, lactate and / or citrate salts with the abovementioned cations.
  • Particularly preferred organic salts are calcium, calcium, calcium, magnesium, magnesium and / or magnesium acetate.
  • Particularly suitable inorganic anions within these salts can be selected from halide, sulfate, phosphate and / or carbonate ions. Very particular preference is given to sulfate and / or halide ions, such as chloride and bromide ions.
  • Particularly preferred inorganic salts are calcium chloride, calcium sulfate, magnesium chloride and / or magnesium sulfate.
  • the proportion by weight of the at least one divalent or trivalent metal salt in the total weight of the hair treatment compositions according to the invention is preferably from 0.01 to 10% by weight, preferably from 0.1 to 7.5% by weight, more preferably from 0.2 to 5% by weight. % and in particular 0.3 to 3 wt .-%.
  • preferred hair treatment compositions contain - based on their weight - 0.01 to 10 wt .-%, preferably 0.1 to 7.5 wt .-%, more preferably 0.2 to 5 wt .-% and in particular 0.3 to 3 wt .-% of at least one divalent or trivalent metal salt from the group of organic or inorganic copper, zinc, iron (II), calcium, magnesium, iron (III) and / or aluminum salts.
  • the water-soluble salts are particularly preferred. Most particularly preferred within this embodiment are calcium lactate, calcium citrate, calcium acetate, magnesium lactate, magnesium citrate, magnesium acetate, calcium halides, calcium hydroxide, magnesium halides and / or magnesium hydroxide.
  • the hair treatment compositions preferably contain the active ingredients described above in a cosmetically acceptable carrier.
  • a cosmetically acceptable carrier for the purposes of the invention, this is preferably understood as meaning an aqueous or aqueous-alcoholic carrier.
  • the cosmetic carrier preferably contains at least 50% by weight, more preferably at least 60% by weight, particularly preferably at least 70% by weight and especially preferably at least 75% by weight of water.
  • the cosmetic carrier may contain 0.01 to 40 wt .-%, preferably 0.05 to 30 wt .-% and in particular 0, 1 to 20 wt .-% of at least one alcohol.
  • Suitable alcohols are, for example, ethanol, ethyl diglycol, 1-propanol, 2-propanol, isopropanol, 1,2-propylene glycol, glycerol, diglycerol, triglycerol, 1-butanol, 2-butanol, 1, 2-butanediol, 1, 3-butanediol, 1-pentanol, 2-pentanol, 1, 2-pentanediol, 1, 5-pentanediol, 1, hexanol, 2-hexanol, 1, 2-hexanediol, 1, 6-hexanediol, polyethylene glycols, sorbitol, sorbitan, benzyl alcohol or mixtures thereof alcohols.
  • compositions according to the invention For a very good (head) skin compatibility of the hair treatment compositions according to the invention, it is advantageous if they have a slightly acidic pH. It has been found that the compositions according to the invention in a pH range from 4.2 to 5.8 have a particularly good skin tolerance and mildness.
  • the hair treatment compositions of the invention preferably have a pH in the range of from 4.2 to 5.8, more preferably from 4.3 to 5.6, most preferably from 4.4 to 5.5, most preferably from 4.5 to 5.4, and more preferably from 4.7 to 5.3.
  • the hair treatment compositions according to the invention may contain vegetable oils, vegetable butters and / or vegetable waxes. These vegetable oil components give the hair improved combability and manageability and increase hair shine.
  • Suitable vegetable oil components include natural (vegetable) oils and / or butters, which commonly contain triglycerides and mixtures of triglycerides.
  • Preferred natural oils are coconut oil, (sweet) almond oil, walnut oil, peach kernel oil, apricot kernel oil, argan oil, avocado oil, tea tree oil, soybean oil, sesame oil, sunflower oil, tsubaki oil, evening primrose oil, rice bran oil, palm kernel oil, mango seed oil, marula oil, meadowfoam oil, thistle oil, Macadamia nut oil, grape seed oil, amaranth seed oil, bamboo oil, olive oil, wheat germ oil, pumpkin seed oil, mallow oil, hazelnut oil, safflower oil, canola oil, sasanqua oil, jojoba oil, rambutan oil, cocoa butter and / or shea butter.
  • Carnauba waxes, beeswaxes and / or candelilla waxes may be used as suitable natural or vegetable waxes.
  • Particularly preferred vegetable oil components are (sweet) almond oil, peach kernel oil, apricot kernel oil, amaranth seed oil, argan oil, olive oil, jojoba oil, cocoa butter and / or shea butter.
  • Apricot kernel oil, argan oil, olive oil and / or jojoba oil are particularly preferred.
  • the hair treatment compositions according to the invention preferably contain coconut oil, (sweet) almond oil, walnut oil, peach kernel oil, apricot kernel oil, argan oil, avocado oil, tea tree oil, soybean oil, sesame oil, sunflower oil, tsubaki oil, evening primrose oil, rice bran oil, palm kernel oil, mango seed oil, marula oil , Meadowfoam seed oil, thistle oil, macadamia nut oil, grape seed oil, amaranth seed oil, bamboo oil, olive oil, wheat germ oil, pumpkin seed oil, mallow oil, hazelnut oil, safflower oil, canola oil, sasanqua oil, jojoba oil, rambutan oil, cocoa butter and / or shea butter.
  • coconut oil (sweet) almond oil, walnut oil, peach kernel oil, apricot kernel oil, argan oil, avocado oil, tea tree oil, soybean oil, sesame oil, sunflower oil, tsubaki oil, evening primrose oil, rice bran oil, palm kernel oil, mango
  • the hair treatment compositions according to the invention contain (sweet) almond oil, peach kernel oil, apricot kernel oil, amaranth seed oil, argan oil, olive oil, jojoba oil, cocoa butter and / or shea butter.
  • the proportion by weight of the at least one vegetable oil, the vegetable butter and / or the vegetable wax in the total weight of the hair treatment compositions according to the invention is preferably 0.02 to 2.50 wt .-%, more preferably from 0.03 to 2.00 wt .-% , Particularly preferably 0.04 to 1, 50 wt .-% and in particular 0.05 to 1, 00 wt .-%.
  • the hair treatment compositions according to the invention can be used in a further preferred embodiment for further enhancing the nourishing properties of the compositions, containing at least one further hair conditioning agent, which may be selected from the group of
  • Suitable protein hydrolysates are product mixtures which can be obtained by acid, alkaline or enzymatically catalyzed degradation of proteins (proteins).
  • 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.
  • protein hydrolysates of plant origin eg. Soybean, almond, rice, pea, potato and wheat protein hydrolysates.
  • Such products are, for example, under the trademarks Gluadin ® (Cognis), diamine ® (Diamalt) ® (Inolex) and Crotein ® (Croda) available.
  • cationized protein hydrolysates the protein hydrolyzate on which the animal is based, for example from collagen, milk or keratin, from the plant, for example from wheat, maize, rice, potatoes, soy or almonds, from marine life forms, for example from fish collages or algae, or from biotechnologically derived protein hydrolysates.
  • the protein hydrolyzates on which the cationic derivatives are based can be obtained from the corresponding proteins by chemical, in particular alkaline or acid hydrolysis, by enzymatic hydrolysis and / or a combination of both types of hydrolysis.
  • the hydrolysis of proteins usually results in a protein hydrolyzate having a molecular weight distribution of about 100 daltons up to several thousand daltons. Preference is given to those cationic protein hydrolyzates whose underlying protein content has a molecular weight of 100 to 25,000 daltons, preferably 250 to 5000 daltons.
  • cationic protein hydrolyzates are to be understood as meaning quaternized amino acids and mixtures thereof.
  • the quaternization of the protein hydrolyzates or amino acids is often carried out using quaternary ammonium salts such as N, N-dimethyl-N- (n-alkyl) -N- (2-hydroxy-3-chloro-n-propyl) ammonium halides.
  • quaternary ammonium salts such as N, N-dimethyl-N- (n-alkyl) -N- (2-hydroxy-3-chloro-n-propyl) ammonium halides.
  • the cationic protein hydrolysates may also be further derivatized.
  • Typical examples of the cationic protein hydrolysates and derivatives include the products known and commercially available under the INCI names: Cocodimonium Hydroxypropyl Hydrolyzed Collagen, Cocodimopnium Hydroxypropyl Hydrolyzed Casein, Cocodimonium Hydroxypropyl Hydrolyzed Collagen, Cocodimonium Hydroxypropyl Hydrolyzed Hair Keratin, Cocodimonium Hydroxypropyl Hydrolyzed Keratin , Cocodimonium Hydroxypropyl Hydrolyzed Rice Protein, Cocodimonium Hydroxypropyl Hydrolyzed Silk, Cocodimonium Hydroxypropyl Hydrolyzed Soy Protein, Cocodimonium Hydroxypropyl Hydrolyzed Wheat Protein, Cocodimonium Hydroxypropyl Silk Amino Acids, Hydroxypropyl Arginine Lauryl / Myristyl Ether HCl, Hydroxypropyltrimonium Gelatin, Hydroxypropyltrimonium Hydrolyzed Case
  • the proportion by weight of the protein hydrolyzate (s) in the total weight of the hair treatment compositions is preferably from 0.01 to 5% by weight, more preferably from 0.025 to 3% by weight and in particular from 0.05 to 2% by weight.
  • Regardless of the source plant, animal, martim, etc. contain protein hydrolysates depending on the degree of hydrolysis of individual amino acids, oligopeptides and possibly polypeptides.
  • the hair treatment compositions according to the invention comprise at least one oligopetide which has at least one amino acid sequence Glu-Glu-Glu, where the amino group can be free or protonated and the carboxy groups can be free or deprotonated.
  • Preferred hair treatment compositions according to the invention are characterized in that they contain - based on their weight - 0.0001 to 10 wt .-% of at least one oligopeptide having at least one amino acid sequence Glu-Glu-Glu, wherein the amino group is free or protonated and the Carboxy groups may be present freely or deprotonated.
  • 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, the other amino acids depending on where the other amino acid (s) is / are bound, they are bracketed
  • compositions according to the invention contain - based on their weight
  • Glu-Glu-Glu i. has 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 are at least 3 and at most 25, by peptide bonds
  • 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.
  • the molecular weight of the oligopeptide contained in the agents of the invention may vary.
  • Preferred hair treatment agents used 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 agents 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 750 to 2500 Since, more preferably from 850 to 2000 Da and in particular from 1000 to 1600 Da has.
  • 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.
  • oligopeptides used in the agents according to the invention contain no methionine.
  • oligopeptides used in the agents according to the invention contain no cysteine and / or cystine.
  • oligopeptides used in the agents according to the invention contain no aspartic acid and / or asparagine.
  • oligopeptides used in the agents according to the invention contain no serine and / or threonine.
  • oligopeptides used in the agents according to the invention contain tyrosine.
  • the oligopeptides used in the agents according to the invention contain leucine. It is further preferred if the oligopeptides used in the agents according to the invention contain isoleucine.
  • oligopeptides used in the agents according to the invention contain arginine.
  • oligopeptides used in the agents according to the invention contain valine.
  • 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 agents 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. Hair treatment compositions according to the invention are particularly preferred in which the oligopeptide present in the hair treatment composition has at least one amino acid sequence Tyr-Glu-Glu-Glu-Ile, where the amino group can be free or protonated and the carboxy groups can be free or deprotonated.
  • 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 therefore characterized in that the oligopeptide contained in the hair treatment agent 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 may be free or deprotonated.
  • Still further preferred oligopeptides additionally contain leucine, which is preferably bound to the valine.
  • Further preferred hair treatment compositions according to the invention are therefore characterized in that the oligopeptide contained in the hair treatment agent 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 may be free or deprotonated.
  • particularly preferred oligopeptides additionally contain leucine, which preferably binds to the Tyrosine bound present.
  • Further preferred hair treatment compositions according to the invention are characterized in that the oligopeptide contained in the hair treatment agent 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 may be free or deprotonated.
  • compositions according to the invention containing at least two oligopeptides which satisfy the abovementioned criteria but differ from one another.
  • the use of hair treatment compositions is preferred which contain at least two mutually different oligopeptides A and B, both of which contain the amino acid sequence Glu-Glu-Glu.
  • 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.
  • hair treatment compositions are characterized in that the hair treatment composition contains at least two mutually different oligopeptides A and B, both of which contain 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.
  • Still further preferred hair treatment agents are characterized in that the hair treatment agent contains at least two mutually different oligopetides A and B both containing the amino acid sequence Tyr-Glu-Glu-Glu-Ile.
  • Preferred hair treatment compositions according to the invention are therefore characterized in that the oligopeptide has at least one amino acid sequence Tyr-Glu-Glu-Glu-Ile, wherein the amino group may be free or protonated and the carboxy groups may be free or deprotonated.
  • Very particularly preferred hair treatment compositions are characterized in that the hair treatment composition contains at least two mutually different oligopeptides A and B, both of which contain the amino acid sequence Glu-Glu-Glu-Ile-Arg.
  • hair treatment compositions are characterized in that the hair treatment agent contains 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 are characterized in that they contain at least two mutually different oligopetides A and B, both of which contain the amino acid sequence Glu-Glu-Glu-Ile-Arg-Val-Leu.
  • Still further preferred hair treatment compositions according to the invention are characterized in that they contain at least two mutually different oligopetides A and B, both containing the amino acid sequence Tyr-Glu-Glu-Glu-Ile-Arg-Val-Leu.
  • Preferred hair treatment compositions according to the invention are therefore characterized in that the oligopeptide has at least one amino acid sequence Tyr-Glu-Glu-Glu-Ile-Arg-Val-Leu, where the amino groups may be free or protonated and the carboxy groups may be free or deprotonated,
  • Particularly preferred hair treatment compositions according to the invention are characterized in that they contain at least two mutually different oligopeptides 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 free or protonated and the carboxy groups may be free or deprotonated
  • the oligopeptide B has the amino acid sequence Tyr-Glu-Glu-Glu-Ile-Arg-Val-Leu, wherein the amino groups may be free or protonated and the carboxy groups may be free or deprotonated.
  • compositions 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.
  • compositions of this last-mentioned embodiment contain, based on the weight of the composition, from -0.00005 to 0.1% by weight of oligopeptide A and from 0.00005 to 0.1% by weight of oligopeptide B.
  • compositions of this latter embodiment contain, based on the weight of the composition, from 0.0001 to 0.01% by weight of oligopeptide A and from 0.0001 to 0.001% by weight of oligopeptide B.
  • 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 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% 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 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% 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.
  • 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% 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 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.
  • 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.
  • the additional use of wheat protein hydrolysates is preferred.
  • the proportion by weight of the vitamin (s), vitamin derivative (s), and / or the vitamin precursor (s) in the total weight of the hair treatment agent is preferably from 0.001 to 2% by weight, particularly preferably from 0.005 to 1% by weight and in particular 0, 01 to 0.5 wt .-%.
  • the plant extracts may in the hair treatment compositions according to the invention (based on the total weight of the compositions) preferably in an amount of 0.01 to 10 wt .-%, more preferably from 0.05 to 7.5 wt .-% and in particular from 0, 1 be used to 5 wt .-%.
  • Glycerin may be added to the hair cleansing and care products separately in an amount of up to 10% by weight (based on the total weight of the composition). However, it may also be part of the aforementioned aqueous-alcoholic carrier.
  • hair treatment compositions according to the invention are also suitable for use as antidandruff preparation.
  • the total weight of anti-dandruff agents in the total weight of the hair treatment agent may preferably 0.01 to 10 wt .-%, more preferably 0.025 to 7.5 wt .-%, particularly preferably 0.05 to 5 wt .-% and in particular 0.075 to 3 wt. -%.
  • Suitable antidandruff active ingredients may be selected from Piroctone olamine, climbazole, zinc pyrithione, ketoconazole, salicylic acid, sulfur, selenium sulfide, tar preparations, undecenoic acid derivatives, burdock root extracts, poplar extracts, nettle extracts, walnut shell extracts, birch extracts, willow bark extracts, rosemary extracts and / or arnica extracts.
  • the agents of the invention can be formulated as so-called rinse-off products, i. are rinsed out of the hair after a certain exposure time. This exposure time is preferably less than one hour, i. the consumer preferably does not leave the products until the next hair wash in the hair.
  • Another object of the present invention is therefore a method for hair treatment in which an agent according to the invention is applied to dry or damp hair, left there for a period of 10 to 300 seconds and then rinsed out.
  • the agents of the invention may also be formulated as so-called leave-on products, i. are not rinsed out of the hair, but left there until the next hair wash.
  • Another object of the present invention is therefore a method for hair treatment, in which an agent according to the invention is applied to dry or damp hair and left there until the next hair wash.
  • the agents according to the invention lead to a significantly increased strengthening of the inner and outer hair structure.
  • Another object of the present invention is therefore the use of agents according to the invention for strengthening the hair structure, in particular the inner hair structure.
  • Structural strengthening in the sense of the invention is to be understood as meaning a reduction in the damage of keratinic fibers which has arisen due to the most diverse influences.
  • the restoration of natural strength plays an essential role.
  • Restructured fibers are characterized for example by an improved gloss, improved grip and easier combing.
  • they have an optimized strength and elasticity.
  • a successful structure strengthening or restructuring can be physically detected as a melting point increase in comparison to the damaged fiber.
  • the compositions of the invention also lead to a significantly increased stability of artificial dyeings against the washing out of paint. Thus, chemically dyed hairs can be washed much more frequently with the compositions according to the invention, without the undesired bleeding or color fading occurring.
  • Another object of the present invention is therefore the use of agents according to the invention for reducing the washout of color from chemically colored hair.
  • succinimidyl esters are used succinimidyl esters:

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Abstract

L'invention concerne des produits de soin capillaire contenant, par rapport à leur poids, de 0,001 à 10 % en poids d'au moins un ester succinimidylique et de 0,001 à 50 % en poids d'au moins une silicone aminofonctionnelle, ces produits permettant de renforcer de manière accrue la structure interne des fibres kératiniques, d'améliorer les effets de soin et de réduire ou d'empêcher la perte de couleur des cheveux colorés.
PCT/EP2017/068587 2016-09-30 2017-07-24 Produits de soin capillaire à effet de conditionnement amélioré assurant une protection contre la perte de couleur WO2018059785A1 (fr)

Priority Applications (1)

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EP17749150.3A EP3518872A1 (fr) 2016-09-30 2017-07-24 Produits de soin capillaire à effet de conditionnement amélioré assurant une protection contre la perte de couleur

Applications Claiming Priority (2)

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DE102016219009.1 2016-09-30
DE102016219009.1A DE102016219009A1 (de) 2016-09-30 2016-09-30 Verbessert konditionierende Haarbehandlungsmittel mit Auswaschschutz

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WO2018059785A1 true WO2018059785A1 (fr) 2018-04-05

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE102021200723A1 (de) * 2021-01-27 2022-07-28 Henkel Ag & Co. Kgaa Verfahren zum Färben von keratinischem Material, umfassend die Anwendung von einer siliciumorganischen Verbindung, einer farbgebenden Verbindung, einem Versiegelungsreagenz und einem Nachbehandlungsmittel

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3665072A (en) * 1965-07-29 1972-05-23 Oreal Method of improving the cosmetic properties of hair by using aldehyde solution
FR2937543A1 (fr) * 2008-10-27 2010-04-30 Oreal Utilisation d'un ester de n-hydroxysuccinimidyle pour proteger la couleur vis-a-vis du lavage de fibres keratiniques teintes artificiellement ; procedes de coloration
DE102012209990A1 (de) * 2012-06-14 2013-12-19 Henkel Ag & Co. Kgaa Verfahren zur schonenden oxidativen Haarbehandlung
DE102013212618A1 (de) * 2013-06-28 2014-03-13 Henkel Ag & Co. Kgaa Haarbehandlungsmittel enthaltend Pequi-öl

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3725030A1 (de) 1987-07-29 1989-02-09 Henkel Kgaa Oberflaechenaktive hydroxysulfonate

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3665072A (en) * 1965-07-29 1972-05-23 Oreal Method of improving the cosmetic properties of hair by using aldehyde solution
FR2937543A1 (fr) * 2008-10-27 2010-04-30 Oreal Utilisation d'un ester de n-hydroxysuccinimidyle pour proteger la couleur vis-a-vis du lavage de fibres keratiniques teintes artificiellement ; procedes de coloration
DE102012209990A1 (de) * 2012-06-14 2013-12-19 Henkel Ag & Co. Kgaa Verfahren zur schonenden oxidativen Haarbehandlung
DE102013212618A1 (de) * 2013-06-28 2014-03-13 Henkel Ag & Co. Kgaa Haarbehandlungsmittel enthaltend Pequi-öl

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DE102016219009A1 (de) 2018-04-05

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