WO2012055584A2 - Agents de traitement capillaire comprenant du 3-méthyl-1,3-butanediol et un/des alkylpolyglycoside(s) - Google Patents

Agents de traitement capillaire comprenant du 3-méthyl-1,3-butanediol et un/des alkylpolyglycoside(s) Download PDF

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WO2012055584A2
WO2012055584A2 PCT/EP2011/058370 EP2011058370W WO2012055584A2 WO 2012055584 A2 WO2012055584 A2 WO 2012055584A2 EP 2011058370 W EP2011058370 W EP 2011058370W WO 2012055584 A2 WO2012055584 A2 WO 2012055584A2
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weight
polyquaternium
hair
acid
hair treatment
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PCT/EP2011/058370
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German (de)
English (en)
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WO2012055584A3 (fr
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Erik Schulze Zur Wiesche
Volker Scheunemann
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Henkel Ag & Co. Kgaa
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Publication of WO2012055584A3 publication Critical patent/WO2012055584A3/fr

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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/02—Preparations for cleaning the hair
    • 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
    • A61K8/34—Alcohols
    • A61K8/345—Alcohols containing more than one hydroxy group
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/60—Sugars; Derivatives thereof
    • A61K8/604—Alkylpolyglycosides; Derivatives thereof, e.g. esters
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/12—Preparations containing hair conditioners

Definitions

  • the present invention relates to hair treatment compositions which cause special care effects.
  • Human hair is today treated in a variety of ways with hair cosmetic preparations. These include, for example, the cleansing of hair with shampoos, the care and regeneration with rinses and cures and the bleaching, dyeing and shaping of the hair with dyes, tinting agents, waving agents and styling preparations. Not least by the heavy use of hair, for example by dyeing or perming as well as by the hair with shampoos and by environmental pollution, the importance of care products with the longest possible effect increases. Such care products affect the natural structure and properties of the hair. Thus, for example, after such treatments, 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 split ends.
  • 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 split rate.
  • combination preparations have recently been developed to reduce the burden of the usual multi-stage process, especially in the direct application by consumers.
  • the available active ingredients both for separate aftertreatment agents and for combination preparations generally have a preferential effect on the hair surface.
  • active substances are known which give the hair shine, hold, fullness, better wet or dry combing or prevent the split.
  • the internal structural cohesion of the hair fibers which can be greatly influenced, in particular, by oxidative and reductive processes such as dyeing and perming.
  • the known active ingredients can not cover all needs sufficiently. Particularly in the case of hair cleansing, an increased hygiene awareness leads to an ever more frequent cleaning of the hair. In order to be here in addition to optimal cleaning and hair care long-term, the funds used must be particularly mild to the hair and scalp. There is therefore still a need for active ingredients or combinations of active ingredients for hair treatment compositions which not only do not impair the properties of the fibers treated with them but, on the contrary, improve them.
  • the new ingredients should also be included be compatible with a broad range of other common ingredients and even increase their effectiveness in the best case.
  • hair-treatment compositions in particular hair-cleansing compositions, which have an enhanced hair-care effect.
  • softness, suppleness and shine of the hair should be improved by the use of the agents.
  • the present invention relates to hair treatment compositions containing - based on their weight - a) 0.01 to 40 wt .-% of 3-methyl-1, 3-butanediol,
  • alkyl polyglycoside (s) 0.1 to 40% by weight of alkyl polyglycoside (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.
  • Preferred agents according to the invention are shampoos, conditioners or hair tonics, in particular shampoos.
  • the agents according to the invention contain as the first essential ingredient - based on their weight - 0 01 to 40 wt .-% 3-methyl-1, 3-butanediol:
  • This substance also referred to as isopentyl diol, has nourishing and moisturizing properties and, in combination with surfactant (s), leads to improved softness and suppleness of the hair. In addition, the gloss of the fibers is significantly intensified.
  • compositions according to the invention are preferred here which, based on their weight, contain 0.05 to 30% by weight, preferably 0.1 to 20% by weight and in particular 0.25 to 10% by weight of 3-methyl-1, 3-butanediol included.
  • the agents according to the invention contain from 0.1 to 40% by weight of alkylpolyglycoside (s).
  • Alkylpolyglycosides are non-ionic surfactants that are produced entirely from renewable raw materials (sugar components, predominantly glucose, for example from corn starch and fatty alcohol, for example from coconut oil). Alkyl polyglycosides are accessible by acid-catalyzed reaction (Fischer reaction) of sugars, especially glucose (or starch) or butyl glycosides with fatty alcohols.
  • alkyl monoglucoside alkyl aD and - ⁇ -D-glucopyranoside and small amounts of glucofuranoside
  • alkyldiglucosides -isomaltosides, maltosides, etc.
  • alkyl oligoglucosides maltotriosides, tetraosides, etc.
  • the average degree of polymerization of commercial products whose alkyl radicals are in the range C8-C16 is 1, 2-1, 5.
  • alkylpolyglycosides corresponding to the general formula RO - (Z) x , where R is alkyl, Z is sugar and x is the number of sugar units.
  • R is alkyl
  • Z is sugar
  • x is the number of sugar units.
  • sugar building block Z it is possible to use any desired mono- or oligosaccharides.
  • sugars with 5 or 6 carbon atoms and the corresponding oligosaccharides are used.
  • Such sugars are, for example, glucose, fructose, galactose, arabinose, ribose, xylose, lyxose, allose, altrose, mannose, gulose, idose, talose and sucrose.
  • Preferred sugar building blocks are glucose, fructose, galactose, arabinose and sucrose.
  • preferred hair treatment compositions according to the invention are characterized in that they - based on their weight - 0, 1 to 20 wt .-%, preferably 1 to 10 wt .-% and in particular 2 to 8 wt .-% alkylpolyglycoside (e) of the formula
  • n is from 5 to 21, preferably from 7 to 19, more preferably from 9 to 17 and especially from 1 to 13, and k is from 1 to 1 to 8, preferably from 1 to 2 1, 5, and Z stands for a sugar unit from the group glucose, fructose, galactose, arabinose, ribose, xylose, lyxose, allose, altrose, mannose, gulose, idose, talose and sucrose.
  • Glucose is a particularly preferred sugar building block (Z), so that preferred hair treatment compositions according to the invention are characterized in that they contain-based on their weight-0, 1 to 15 wt .-%, preferably 1 to 10 wt .-% and in particular 2 to 8 Wt .-% Alkylpolyglucosid (e) of the formula
  • n is from 5 to 21, preferably from 7 to 19, more preferably from 9 to 17 and especially from 1 to 13, and m is from 1 to 1 to 8, preferably from 1 to 2 1, 5 stand.
  • alkylpolyglycosides which can be used according to the invention contain on average 1, 1 to 5 sugar units. Alkyl polyglycosides having x values of 1.1 to 2.0 are preferred. Very particular preference is given to alkyl glycosides in which x is 1: 1 to 1, 8.
  • Very particularly preferred alkyl polyglucosides are those whose alkyl radical is a lauryl radical.
  • particularly preferred hair treatment compositions according to the invention are characterized in that they are based on their weight - 0.1 to 15 wt .-%, preferably 1 to 10 wt .-% and in particular 2 to 8 wt .-% Alkylpolyglucosid (e) of the formula
  • n stands for the value 1 1 m for values of 1, 1 to 1, 8, preferably from 1, 2 to 1, 5 stand.
  • compositions according to the invention which can be used particularly advantageously in the compositions according to the invention, in particular in admixture with alkylpolyglucosides, are glutamates, asparaginates and sulfoacetates.
  • hair treatment compositions according to the invention are preferred which contain, based on their weight, from 0.1 to 20% by weight of fatty acid glutamates (acylglutamates) and / or fatty acid asparaginates (acylasparaginates) and / or alkylsulfoacetates (sulfoacetic acid alkyl esters).
  • R-CO is a linear or branched acyl radical having 6 to 22 carbon atoms and 0 and / or 1, 2 or 3 double bonds and X is hydrogen, an alkali and / or alkaline earth metal, ammonium, alkylammonium, alka nolammonium or glucammonium stands.
  • blends of alkyl glucosides with acyl glutamates have a very good dermatological compatibility and an improved foamability both with regard to the base foam and the foam stability in the presence of water hardness.
  • Acylglutamates are known anionic surfactants obtained by, for example, Schotten-Baumann acylation of glutamic acid with fatty acids, fatty acid esters or chlorides can be. Products for sale are available, for example, from Hoechst AG, Frankfurt / DE or Ajinomoto Co. Inc., Tokyo / JP.
  • acylglutamates are anionic surfactants derived from fatty acids having 6 to 22, preferably 12 to 18 carbon atoms, such as C 12/14 and C 12/18 coconut fatty acid, lauric acid, myristic acid, palmitic acid and / or stearic acid. Particularly preferred are sodium N-cocoyl and sodium N-stearoyl-L-glutamate
  • compositions according to the invention may contain the alkyl and / or alkenyl oligoglucosides and the acyl glutamates in a weight ratio of 1:99 to 99: 1, preferably 10:90 to 90:10 and in particular 80:20 to 50:50.
  • R-CO is a linear or branched acyl radical having 6 to 22 carbon atoms and 0 and / or 1, 2 or 3 double bonds and X is hydrogen, an alkali and / or alkaline earth metal, ammonium, alkylammonium, alka nolammonium or glucammonium stands.
  • Acylasparaginates are known anionic surfactants which can be obtained, for example, by Schotten-Baumann acylation of aspartic acid with fatty acids, fatty acid esters or chlorides. Products for sale are available, for example, from Hoechst AG, Frankfurt / DE or Ajinomoto Co. Inc., Tokyo / JP.
  • acylasparaginates are anionic surfactants derived from fatty acids having 6 to 22, preferably 12 to 18, carbon atoms, such as, for example, C12 / 14 or C12 / 18 coconut fatty acid, lauric acid, myristic acid, palmitic acid and / or stearic acid. Particularly preferred are sodium N-cocoyl and sodium N-stearoyl-L-aspartate
  • the agents according to the invention may also contain the alkyl and / or alkenyl oligoglucosides and the acylasparaginates in a weight ratio of 1:99 to 99: 1, preferably 10:90 to 90:10 and in particular 80:20 to 50:50.
  • Sulfoacetates are usually salts of esters of sulfoacetic acid and can be represented by the general formula
  • R is a linear or branched alkyl or alkenyl radical having 6 to 22 carbon atoms and 0 and / or 1, 2 or 3 double bonds and X is hydrogen, an alkali and / or alkaline earth metal, ammonium, alkylammonium, alkanolammonium or glucammonium stands.
  • X is hydrogen, an alkali and / or alkaline earth metal, ammonium, alkylammonium, alkanolammonium or glucammonium stands.
  • the use of the sodium salt of sulfoacetic acid with the INCI is particularly preferred.
  • Sodium lauryl sulphoacetate is a white, free-flowing powder which reacts neutrally, with good foaming power, wetting power and dispersibility.
  • the agents according to the invention may contain, in addition to the alkylpolyglycosides, further surfactants.
  • 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 as well as hydroxyl groups may be present in the molecule.
  • anionic surfactants and emulsifiers are, in each case in the form of the sodium, potassium and ammonium as well as the mono-, di- and trialkanolammonium salts having 2 to 4 C atoms in the alkanol group,
  • Alpha-sulfofatty acid methyl esters of fatty acids having 8 to 30 carbon atoms are alpha-sulfofatty acids having 8 to 30 carbon atoms.
  • R CO is a linear or branched acyl radical having 6 to 22 carbon atoms and 0, 1, 2 or 3 double bonds and X is hydrogen, an alkali and / or alkaline earth metal, ammonium, alkylammonium, alkanolammonium or glucammonium, for example acylglutamates, which derived from fatty acids having 6 to 22, preferably 12 to 18 carbon atoms, such as C 12/14 - or C 12/18 coconut fatty acid, lauric acid, myristic acid, palmitic acid and / or stearic acid, in particular sodium N-cocoyl and sodium N-stearoyl-L-glutamate,
  • X H or a -CH 2 COOR group
  • esters of sulfosuccinic acid or sulfosuccinates of general formula (III) are examples of esters of sulfosuccinic acid or sulfosuccinates of general formula (III),
  • Sulfosuccinic acid mono- and dialkyl esters having 8 to 24 C atoms in the alkyl group and sulfosuccinic monoalkylpolyoxyethyl esters having 8 to 24 C atoms in the alkyl group and 1 to 6 oxyethyl groups,
  • Alkyl sulfates and alkyl polyglycol ether sulfates of the formula R- (O-CH 2 -CH 2 ) x -OSO 3 H, in which R is a preferably linear alkyl group with 8 to 30 C atoms and x 0 or 1-12,
  • esters of tartaric acid and citric acid with alcohols the addition products of about 2-15
  • Monoglyceride sulfates and monoglyceride ether sulfates are acylglutamates, acyl isethionates, acyl sarcosinates and acyl taurates, each with a linear or branched acyl radical having 6 to 22 carbon atoms and 0, 1, 2 or 3 double bonds, which in particularly preferred embodiments of an octanoyl, decanoyl, lauroyl , Myristoyl, palmitoyl and stearoyl radical, esters of tartaric acid, citric acid or succinic acid or of the salts of these acids with alkylated glucose, in particular the products with the INCI name Disodium Coco-Glucoside Citrate, Sodium Coco-Glucoside Tartrate and Disodium Coco-glucosides sulfosuccinates, alkyl polyglycol ether sulfates and ether carboxylic acids having 8
  • Zwitterionic surfactants and emulsifiers are surface-active compounds which contain at least one quaternary ammonium group and at least one in the molecule - carry or -S0 3 ⁇ _) group - COO ⁇ _).
  • 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.
  • alkyl sulfates, alkyl polyglycol ether sulfates and ether carboxylic acid salts having 10 to 18 C atoms in the alkyl group and up to 12 glycol ether groups in the molecule and sulfosuccinic acid mono- and dialkyl esters having 8 to 18 C atoms in the alkyl group and sulfosuccinic monoalkylpolyoxyethylester with 8 to 18 carbon atoms in the alkyl group and 1 to 6 oxyethyl groups.
  • Particularly preferred anionic surfactants are the alkali metal or ammonium salts of lauryl ether sulfate having a degree of ethoxylation of 2 to 4 EO.
  • Particularly preferred hair treatment compositions according to the invention are characterized in that they contain, based on their 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 (s ) Surfactant (s), more 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 + NH 4 + , Mg 2+ , Zn 2+ , preferably Na + ,
  • Zwitterionic surfactants and emulsifiers are those surface-active compounds which have at least one quaternary ammonium group in the molecule and at least one COO ⁇ '- or -SO 3 group wear.
  • 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 C 8 -C 24 -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 C 12 - C 8 - sarcosine.
  • Particularly preferred hair treatment compositions according to the invention are characterized in that they contain amphoteric surfactant (s) from the groups of N-alkylglycines, N-alkylpropionic acids, N-alkylaminobutyric acids, N-alkyliminodipropionic acids, N-hydroxyethyl-N-alkylamidopropylglycines, N-alkyltaurines, N-alkylsarcosines, 2-alkylaminopropionic acids containing around 8 to 24 carbon atoms in the alkyl group, alkyl aminoacetic acids containing around 8 to 24 carbon atoms in the alkyl group, N-cocoalkylaminopropionate, cocoacylaminoethyl aminopropionate C12 - Ci 8 - acyl sarcosine, N-alkyl ⁇ , ⁇ -dimethylammonium glycinates, for example cocoalkyldimethylammonium g
  • Particularly preferred hair treatment compositions contain as amphoteric surfactants betaines of the formula (VI)
  • surfactants are referred to the INCI nomenclature as Amidopropylbetaine, wherein the representatives derived from coconut fatty acids are preferred and are referred to as Cocoamidopropylbetaine.
  • surfactants of the formula (II) which are a mixture of the following representatives: H 3 C- (CH 2 ) 7 -C (O) -NH- (CH 2 ) 3 N + (CH 3 ) 2 CH 2 COO ⁇ , H 3 C- (CH 2) 9 -C (0) -NH- (CH 2) 3 N + (CH 3) 2 CH 2 COO ⁇ , H 3 C- (CH 2) 11 -C ( 0) -NH- (CH 2) 3 N + (CH 3) 2 CH 2 COO ⁇ , H 3 C- (CH 2) 13 -C (0) -NH- (CH 2) 3 N + (CH 3) 2 CH 2 COO "H 3 C- (CH 2) 15 -C (0) -NH- (CH 2) 3 N + (
  • agents according to the invention are preferred which, based on their weight, are from 0.25 to 8% by weight, more preferably from 0.5 to 7% by weight, more preferably from 0.75 to 6.5% by weight and in particular 1 to 5.5 wt .-% of surfactant (s) of the formula (VI).
  • the hair-treatment compositions according to the invention may be used with particular preference as amphoteric surfactants betaines of the formula (VII)
  • R is a straight-chain or branched, saturated or mono- or polyunsaturated alkyl or alkenyl radical having 8 to 24 carbon atoms.
  • 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 (VIIa)
  • 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.
  • 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 can be further enhanced by using certain care substances.
  • care substances are preferably selected from certain groups of known care substances, since these care substances perfectly harmonize with the combination according to the invention in terms of formulation and the care effect.
  • Hair treatment compositions which are preferred according to the invention are characterized in that they additionally contain care substances (e), based on their weight, in amounts of from 0.001 to 10% by weight, preferably from 0.005 to 7.5% by weight, particularly preferably from 0.01 to 5 Wt .-% and in particular 0.05 to 2.5 wt .-%, with preferred care substance (s) are selected from the group i. L-carnitine and / or its salts;
  • the 3-methyl-1,3-butanediol / surfactant combination is combined with at least one conditioner selected from L-carnitine and / or its salts, panthenol and / or pantothenic acid, 2-furanones and / or their derivatives, in particular pantolactone, taurine and / or its salts, niacinamide, ubiquinones, ectoine, allantoin.
  • conditioners are described below
  • L-carnitine (IUPAC name (R) - (3-carboxy-2-hydroxypropyl) -A /, A /, A / -trimethylammonium hydroxide) is a naturally occurring, vitamin-like substance.
  • L-carnitine can form addition compounds and double salts.
  • L-carnitine derivatives which are preferred according to the invention are selected in particular from acetyl-L-carnitine, L-carnitine fumarate, L-carnitine citrate, lauroyl-L-carnitine and particularly preferably L-carnitine tartrate.
  • Preferred hair treatment compositions according to the invention are characterized in that they contain -0.001 to 10% by weight, preferably 0.005 to 7.5% by weight, particularly preferably 0.01 to 5% by weight, and in particular 0.05, by weight contain up to 2.5 wt .-% L-carnitine or L-carnitine derivatives, preferred L-carnitine derivatives are selected from acetyl-L-carnitine, L-carnitine fumarate, L-carnitine citrate, lauroyl-L-carnitine and in particular L-carnitine tartrate.
  • Panthenol (IUPAC name: (+) - (R) -2,4-dihydroxy-N- (3-hydroxypropyl) -3,3-dimethylbutyramide) is converted to pantothenic acid in the body.
  • Pantothenic acid is a vitamin from the group of B vitamins (vitamin B5).
  • Preferred hair treatment compositions according to the invention are characterized in that they contain, based on their weight, from 0.01 to 5% by weight, preferably from 0.05 to 2.5% by weight, more preferably from 0.1 to 1.5% by weight. % and especially 0.25 to 1% by weight of panthenol (( ⁇ ) -2,4-dihydroxy-A / - (3-hydroxypropyl) -3,3-dimethylbutyramide).
  • preferred hair treatment compositions contain - 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 at least one 2-furanone derivative of the formula (Fur-I) and / or of the formula (Fur-II)
  • R as a -C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear hydrocarbon radical, -C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear mono- , Di- or trihydroxyhydrocarbyl radical,
  • R 2 and R 3 each independently represent hydrogen, a methyl, a C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear hydrocarbon radical, a -C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear mono-, di- or trihydroxyhydrocarbyl radical,
  • R 4 is hydrogen, a methyl, a C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear hydrocarbon radical, a -C 2 -C 4 -saturated hydrocarbon radical, or diunsaturated, branched or linear mono-, di- or trihydroxyhydrocarbon hydrocarbon radical, a -C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear mono-, di- or triaminocarbyl radical,
  • R 5 and R 6 each represent hydrogen, methyl, a -C 2
  • R 6 is a methyl, a C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear hydrocarbon radical, a -C 2 -C 4
  • R 7 is a methyl, a C 2 -C 30 -saturated or mono- or polyunsaturated, branched or linear hydrocarbon radical, a -C 2
  • the compound corresponding to the formula (Fur-I) is (R) - (-) - 4-hydroxymethyl-T-butyrolactone and / or D, L-4-hydroxymethyl- ⁇ -butyrolactone and / or (S) - (+) - 4-hydroxymethyl- ⁇ -butyrolactone and / or R - (-) - 2-hydroxy-3,3-dimethyl- ⁇ -butyrolactone and / or D, L-2-hydroxy-3 , 3-dimethyl- ⁇ -butyrolactone and / or S (+) - 2-hydroxy-3,3-dimethyl- ⁇ -butyrolactone and / or 4-hydroxy-2,5-dimethyl-3 (2H) -furanone and / or t
  • preferred hair treatment compositions contain - 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 wt .-% and in particular 0.5 to 5 wt .-% taurine (2-aminoethanesulfonic acid).
  • compositions of the invention are also preferred.
  • Vitamins provitamins or vitamin precursors. These are described below:
  • vitamin A The group of substances referred to as vitamin A include retinol (vitamin A-1) and 3,4-didehydroretinol (vitamin A 2 ).
  • the ß-carotene is the provitamin of retinol.
  • 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 palmitate and acetate in
  • 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 B 2 (riboflavin)
  • Vitamin B 3 the compounds nicotinic acid and nicotinamide (niacinamide) are often performed.
  • Preferred according to the invention is the nicotinic acid amide which is contained in the agents used according to the invention preferably in amounts of from 0.05 to 1% by weight, based on the total agent.
  • Vitamin B 5 pantothenic acid, panthenol and pantolactone. Panthenol and / or pantolactone are preferably used in the context of this group (see below).
  • the said compounds of the vitamin B 5 type are preferably contained in the agents according to the invention in amounts of 0.05-10% by weight, based on the total agent. Amounts of 0.1-5 wt .-% are particularly preferred.
  • Vitamin B 6 pyridoxine and pyridoxamine and pyridoxal.
  • Vitamin C (ascorbic acid). Vitamin C is used in the inventive compositions preferably in amounts of 0, 1 to 3 wt .-%, based on the total agent.
  • the 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-cf] - imidazole-4-valeric acid, for which, however, the trivial name biotin has meanwhile prevailed.
  • Biotin is preferably present in the compositions according to the invention in amounts of from 0.0001 to 1.0% by weight, in particular in amounts of from 0.001 to 0.01% by weight.
  • hair treatment compositions according to the invention are preferred which, based on their weight, are from 0.1 to 5% by weight, preferably from 0.2 to 4% by weight, particularly preferably from 0.25 to 3.5% by weight, more preferably Contain 0.5 to 3 wt .-% and in particular 0.5 to 2.5 wt .-% vitamins and / or pro-vitamins and / or vitamin precursors, preferably the groups A, B, C, E, F and H.
  • vitamin B 5 2,4,4-dihydroxy-A / - (3-hydroxypropyl) -3,3-dimethylbutyramide, provitamin B 5 ) and / or pantothenic acid (vitamin B 3 , vitamin B 5 ) and / or Niacin, niacinamide or nicotinamide (vitamin B 3 ) and / or L-ascorbic acid (vitamin C) and / or thiamine (vitamin B) and / or riboflavin (vitamin B 2 , vitamin G) and / or biotin (vitamin B 7 , vitamin H) and / or folic acid (vitamin B 9 , vitamin B c or vitamin M) and / or vitamin B 6 and / or vitamin B 12 .
  • compositions according to the invention can therefore contain from 0.0001 to 5% by weight of at least one biochinone of the formula (Ubi)
  • X, Y, Z are independently -O- or -NH- or NR 4 - or a chemical bond
  • R, R 2 , R 3 independently of one another represent a hydrogen atom or an optionally substituted aryl group or an optionally substituted (C 1 -C 6 ) -alkyl group or a hydroxyalkyl group or a polyhydroxyalkyl group or an optionally substituted (C 1 -C 6 ) Alkylene group, or a (Ci-Ce) acyl radical, wherein preferred radicals are independently selected from -H, CH3, -CH2CH3, - (CH2) 2CH2, -CH (CH3) 2, - (CH2) 3CH3, -CH ( CH3) CH2CH3, - CH 2 CH (CH 3) 2, -C (CH 3) 3
  • R 4 is -CH 3 , -CH 2 CH 3 , - (CH 2 ) 2 CH 2 , -CH (CH 3 ) 2 ,
  • n stands for values from 1 to 20, preferably from 2 to 15 and in particular for 5, 6, 7, 8, 9, 10.
  • the agents according to the invention may also contain plastoquinones.
  • preferred agents according to the invention are characterized in that they are 0.0002 to 4 wt .-%, preferably 0.0005 to 3 wt .-%, particularly preferably 0.001 to 2 wt .-%, more preferably 0.0015 to 1 and in particular 0.002 to 0.5 wt .-% of at least one plastoquinone of the formula (Ubi-b)
  • the agents according to the invention may contain ectoin.
  • Ectoine ((4S) - 2-methyl-1, 4,5,6-tetrahydropyrimidine-4-carboxylic acid) is a natural product belonging to the group of compatible solutes.
  • Hair treatment compositions which are preferred according to the invention are characterized in that they contain, based on their weight, from 0.001 to 10% by weight, preferably from 0.01 to 5% by weight, particularly preferably from 0.05 to 2.5% by weight and in particular from 0 , 1 to 1% by weight of (S) -2-methyl-1, 4,5,6-tetrahydro-4-pyrimidinecarboxylic acid (ectoine) and the physiologically tolerated salts of this compound and / or (S, S) -5- Hydroxy-2-methyl-1, 4,5,6-tetrahydro-4-pyrimidinecarboxylic acid (hydroxyectoine) and the physiologically acceptable salts of this compound.
  • Another conditioner is allantoin.
  • Allantoin (5-ureidohydantoin, A / - (2,5-dioxo-4-imidazolidinyl) urea) is used in cosmetics in skin creams, sunscreens, shampoos, toothpaste, and anti-sweating (hyperhidrosis) and skin irritants. It accelerates cell building, cell formation or cell regeneration and calms the skin. The healing of hard-healing wounds is also supported, but allantoin has no antiseptic properties.
  • particularly preferred hair-treatment compositions contain, based on their weight, from 0.001 to 10% by weight, preferably from 0.01 to 5% by weight, particularly preferably from 0.05 to 2.5% by weight and in particular from 0.1 to 1 5% ureidohydantoin (allantoin).
  • compositions according to the invention may contain purine and / or purine derivatives as a care substance.
  • purine and / or purine derivatives with ubiquinones and / or plastoquinones as a care substance means that the hairs treated with appropriate agents show, inter alia, higher measured values in differential thermal analysis and improved wet and dry combabilities.
  • Purine (7H-imidazo [4,5-cf] pyrimidine) is not freely present in nature, but forms the main body of the purines.
  • Purines are a group of important compounds of widespread nature involved in human, animal, plant and microbial metabolic processes, which differ from the parent by substitution with OH, NH 2 , SH in the 2-, 6-, and 8-positions and / or with CH 3 in 1-, 3-, 7-position derived.
  • Purine can be prepared, for example, from aminoacetonitrile and formamide.
  • Purines and purine derivatives are often isolated from natural products, but are also synthetically accessible in many ways.
  • Preferred agents according to the invention contain purine and / or purine derivatives in narrower quantitative ranges.
  • preferred cosmetic compositions according to the invention are characterized in that they contain, based on their weight, from 0.001 to 2.5% by weight, preferably from 0.0025 to 1% by weight, particularly preferably from 0.005 to 0.5% by weight and in particular 0.01 to 0, 1 wt .-% purine (s) and / or purine derivative (s).
  • compositions according to the invention are characterized in that they contain as care substance - based on their weight - 0.001 to 2.5 wt .-%, 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), wherein preferred agents purine and / or purine derivative (s) of the formula (Pur-I)
  • radicals R, R 2 and R 3 are independently selected from -H, - OH, NH 2 , -SH and the radicals R 4 , R 5 and R 6 are independently selected from -H, -CH 3 and -CH 2 - CH 3 , the following compounds being preferred:
  • agents according to the invention are preferred in which the weight ratio of purine (derivative (s)) and biochinone (s) is 10: 1 to 1: 100, preferably 5: 1 to 1:50, particularly preferably 2: 1 to 1:20 and in particular 1: 1 to 1:10.
  • caffeine is a particularly preferred purine derivative
  • coenzyme Q10 is a particularly preferred biochinone.
  • Particularly preferred agents according to the invention are therefore characterized in that they contain, based on their weight, from 0.001 to 2.5% by weight, preferably from 0.0025 to 1% by weight, particularly preferably from 0.005 to 0.5% by weight and in particular 0.01 to 0, 1 wt .-% caffeine and 0.0002 to 4 wt .-%, preferably 0.0005 to 3 wt .-%, particularly preferably 0.001 to 2 wt .-%, more preferably 0.0015 to 1 and in particular 0.002 to 0.5 wt .-% coenzyme Q10 included.
  • the compositions of the invention may also contain flavonoids.
  • the flavonoids are a group of water-soluble plant dyes and play an important role in the metabolism of many plants. They belong together with the phenolic acids to the polyphenols. There are well over 6500 different flavonoids known, which can be divided into flavonols, flavones, flavanones, isoflavonoids and anthocyanins.
  • flavonoids from all six groups can be used, with certain representatives from the individual groups as a care substance because of their particularly intense Effect are preferred.
  • Preferred flavonols are quercetin, rutin, kaempferol, myricetin, isorhamnetin, preferred flavanols are catechin, gallocatechin, epicatechin, epigallocatechin gallate, theaflavin, thearubigin, preferred flavones are luteolin, apigenin, morin, preferred flavanones are hesperetin, naringenin, eriodictyol, preferred isoflavonoids are genistein , Daidzein, and preferred anthocyanidins (anthocyanins) are cyanidin, delphinidin, malvidin, pelargonidin, peonidin, petunidin.
  • particularly preferred hair treatment compositions are characterized in that they - based on their weight - 0.001 to 2.5 wt .-%, preferably 0.0025 to 1 wt .-%, particularly preferably 0.005 to 0.5 wt .-% and in particular 0.01 to 0, 1 wt .-% flavonoids, especially flavonols, more preferably 3,3 ', 4', 5,7-Pentahydroxyflavon (quercetin) and / or 3,3 ', 4', 5,7-Pentahydroxyflavon -3-0-rutinoside (rutin), included.
  • hair treatment compositions according to the invention 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.
  • Creatine is also suitable as a care substance according to the invention.
  • Particularly preferred hair treatment compositions according to the invention contain - 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 bis 7.5 wt .-% and in particular 0.5 to 5 wt .-% / V-methyl-guanidino-acetic acid (creatine).
  • compositions according to the invention may contain, in addition to the ingredients mentioned above and optional further ingredients, other substances which prevent, alleviate or cure hair loss.
  • other substances which prevent, alleviate or cure hair loss.
  • a content of hair root stabilizing agents is advantageous.
  • Propecia (finasteride) is currently the only product approved worldwide that has been proven efficacy and tolerability in numerous studies. Propecia causes less DHT to be produced from testosterone.
  • Minoxidil is probably the oldest proven hair restorer with or without supplemental additives. For the treatment of hair loss, it may only be used for external application. There are hair lotions containing 2% -5% minoxidil, as well as gels with up to 15% minoxidil. The effectiveness increases with the dosage, in hair waters Minoxidil is only up to 5% share soluble. In many countries, hair tonic with up to 2% minoxidil content is available without prescription.
  • spironolactone in the form of hair tonic and in combination with minoxidil can be used for external application.
  • Spironolactone acts as an androgen receptor blocker, ie the binding of DHT to the hair follicles is prevented.
  • hair treatment compositions 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.
  • the agents according to the invention may contain further care substances. Their presence is not absolutely necessary for achieving the effects according to the invention, but further effects, such as a pleasant touch or a pleasant application feel, can result from the use of these care substances.
  • 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 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-cysteine, S
  • Preferred agents according to the invention contain one or more amino acids in narrower quantitative ranges.
  • preferred hair treatment compositions according to the invention are characterized in that they contain 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.
  • 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 are characterized in that they contain 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 containing preferred carbohydrates are selected out
  • Monosaccharides in particular D-ribose and / or D-xylose and / or L-arabinose and / or D-glucose and / or D-mannose and / or D-galactose and / or D-fructose and / or sorbose and / or L. Fucose and / or L-rhamnose
  • Disaccharides in particular sucrose and / or maltose and / or lactose and / or trehalose and / or cellobiose and / or gentiobiose and / or isomaltose.
  • Particularly preferred agents according to the invention contain based on their weight
  • 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 compositions according to the invention are characterized in that they additionally contain from 0.05 to 5% by weight, preferably from 0.1 to 2.5% by weight, more preferably from 0.15 to 1% by weight and in particular from 0 , 2 to 0.5 wt .-% 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.
  • Particularly preferred agents according to the invention contain based on their weight
  • 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 an ammonium group.
  • Preferred cationic groups are quaternary ammonium groups.
  • those polymers in which the quaternary ammonium group is bonded via a C 1-4 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.
  • compositions according to the invention which, based on their weight, are from 0.05 to 7.5% by weight, preferably from 0.1 to 5% by weight, particularly 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.
  • Cationic polymers which can preferably be used according to the invention are described below: Homopolymers of the general formula (G1-I),
  • R is a methyl group
  • R 2 , R 3 and R 4 are methyl groups
  • m has the value 2.
  • Suitable physiologically tolerated counterions X " are, for example, halide ions, sulfate ions, phosphate ions, methosulfate ions and organic ions such as lactate, citrate, tartrate and acetate ions, preference being given to halide ions, in particular chloride.
  • a particularly suitable homopolymer is, if desired, crosslinked, poly (methacryloyloxyethyltrimethylammonium chloride) with the INCI name Polyquaternium 37.
  • the homopolymer is preferably used in the form of a non-aqueous polymer dispersion, which should have a polymer content of not less than 30 wt .-%.
  • Such polymer dispersions are (under the names Salcare ® SC 95 about 50% polymer content, additional components: mineral oil (INCI name: Mineral Oil) and tridecyl-polyoxypropylene-polyoxyethylene-ether (INCI name: PPG-1 trideceth-6) ) and Salcare ® SC 96 (about 50% polymer content, additional components: mixture of diesters of propylene glycol with a mixture of caprylic and capric acid (INCI name: propylene glycol Dicaprylate / Dicaprate) and tridecyl polyoxypropylene-polyoxyethylene-ether (INCI Designation: PPG-1-trideceth-6)) are commercially available.
  • Copolymers contain monomer units having the formula (G1-I) as a non-ionic monomer, preferably acrylamide, methacrylamide, acrylic acid and methacrylic acid alkyl esters CI_ 4 d-4-alkyl ester.
  • acrylamide is particularly preferred.
  • copolymers can also be crosslinked, as described above in the case of the homopolymers.
  • a copolymer preferred according to the invention is the crosslinked acrylamide-methacryloyloxyethyltrimethylammonium chloride copolymer.
  • Such copolymers in which the monomers are present in a weight ratio of about 20:80 are commercially available as approximately 50% non-aqueous polymer dispersion 92 under the name Salcare ® SC.
  • Further preferred cationic polymers are, for example
  • polymeric dimethyldiallylammonium salts and their copolymers with esters and amides of acrylic acid and methacrylic acid.
  • Copolymers of vinylpyrrolidone with quaternized derivatives of dialkylaminoalkyl acrylate and methacrylate such as diethyl sulfate quaternized vinylpyrrolidone-dimethylaminoethyl methacrylate copolymers.
  • Polyquaternium 2 Polyquaternium 17, Polyquaternium 18 and Polyquaternium 27 with quaternary nitrogen atoms in the polymer main chain.
  • Can be used as cationic polymers are sold under the names Polyquaternium-24 (commercial product z. B. Quatrisoft ® LM 200), known polymers.
  • copolymers of vinylpyrrolidone such as the commercial products Copolymer 845 (manufactured by ISP), Gaffix ® VC 713 (manufactured by ISP), Gafquat ® ASCP 101 1, Gafquat ® HS 1 10, Luviquat ® 8155 and Luviquat ® MS 370 are available.
  • Cationic protein hydrolysates may also be used as cationic polymers, preferred agents being one or more cationic protein hydrolyzates from the group Cocodimonium Hydroxypropyl Hydrolyzed Collagen, Cocodimonium Hydroxypropyl Hydrolyzed Casein, Cocodimonium Hydroxypropyl Hydrolyzed Collagen, Cocodimonium Hydroxypropyl Hydrolyzed Hair Keratin, Cocodimonium Hydroxypropyl Hydrolyzed Keratin, Cocodimonium Hydroxypropyl Hydrolyzed Rice Protein, Cocodimonium Hydroxypropyl Hydrolyzed Soy Protein, Cocodimonium Hydroxypropyl Hydrolyzed Wheat Protein, Hydroxypropyl Arginine Lauryl / Myristyl Ether HCl, Hydroxypropyltrimonium Gelatin, Hydroxypropyltrimonium Hydrolyzed Casein, Hydroxypropyltrimonium Hydrolyzed Collagen, Hydroxypropyltrimonium Hydrolyzed Con
  • agents according to the invention are preferred which, based on their weight, are 0.05 to 7.5% by weight, preferably 0.1 to 5% by weight, particularly preferably 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, in particular Polyquaternium 10 and / or Polyquaternium 67, and / or cationic alkylpolyglycosides and / or cationized honey and / or cationic guar derivatives and / or polymeric dimethyldiallylammonium salts and their copolymers with esters and amides of acrylic acid and methacrylic acid and / or Copolymers of vinylpyrrolidone with quaternized derivatives of dialkylaminoalkyl acrylate and methacrylate and / or vinylpyrrolidone-Vinylimidazoliummethochlorid copolymers and / or quaternized polyvinyl alcohol and / or Polyquaternium 2 and / or Polyquaternium-7 and / or Polyquaternium- 16 and / or Poly
  • the agents of the invention may contain amphoteric polymers.
  • amphoteric polymers preferably usable amphoteric polymers are composed essentially together
  • R 1 -CH CR 2 -CO-Z- (C n H 2n ) -N ( + ) R 3 R 4 R 5 A ⁇ " ) ( ⁇ ⁇ ')
  • R and R 2 independently represent hydrogen or a methyl group
  • R 3 , R 4 and R 1 are independently alkyl groups having 1 to 4 carbon atoms, Z is an NH group or an oxygen atom, n is an integer from 2 to 5 and A ( ⁇ ) is the anion of an organic or inorganic acid and
  • R ⁇ and R 7 are independently hydrogen or
  • Suitable starting monomers are, for. Dimethylaminoethylacrylamide, dimethylaminoethylmethacrylamide, dimethylaminopropylacrylamide, dimethylaminopropylmethacrylamide and diethylaminoethylacrylamide when Z is an NH group or dimethylaminoethyl acrylate, dimethylaminoethyl methacrylate and diethylaminoethyl acrylate when Z is an oxygen atom.
  • the monomers containing a tertiary amino group are then quaternized in a known manner, methyl chloride, dimethyl sulfate or diethyl sulfate being particularly suitable as alkylating reagents.
  • the quaternization reaction can be carried out in aqueous solution or in the solvent.
  • such monomers of formula (Z-1) will be the derivatives of acrylamide or methacrylamide. Preference is furthermore given to those monomers which contain halide, methoxysulfate or ethoxysulfate ions as counterions. Likewise preferred are those
  • the acrylamidopropyltrimethylammonium chloride is a most preferred monomer of formula (Z-1).
  • Suitable monomeric carboxylic acids of the formula (Z-II) are acrylic acid, methacrylic acid, crotonic acid and 2-methylcrotonic acid. Preference is given to using acrylic or methacrylic acid, in particular acrylic acid.
  • Particularly effective polymers have proven to be in which the monomers of the formula (Z-l) were present in excess over the monomers of the formula (Z-II). It is therefore preferred in accordance with the invention to use those polymers which consist of monomers of the formula (Z1) and the monomers of the formula (Z-II) in a molar ratio of 60:40 to 95: 5, in particular 75:25 to 95: 5 , consist.
  • amphoteric polymer (s) comprise monomers A) and B), wherein A) and B) are selected from
  • R 1 -CH CR 2 -CO-Z- (C n H 2n ) -N ( + ) R 3 R 4 R 5 A ( " ) ( Z_L )
  • R and R 2 independently represent hydrogen or a
  • Number of 2 to 5 and A (-) is the anion of an organic or inorganic acid
  • the amphoteric polymers used in the agents according to the invention contain monomers from the group of acrylamides and / or methacrylamides Alkylammonium.
  • Acrylic acid and / or methacrylic acid and / or crotonic acid and / or 2-methyl-crotonic acid have proven useful as monomers with anionic groups which are additionally present in the polymers.
  • agents according to the invention are preferred in which the amphoteric polymer (s) are co-polymers of at least one of the monomers trimethylammoniumethylacrylamide and / or, trimethylammoniumethylmethacrylamide and / or trimethylammoniumpropylacrylamide and / or trimethylammoniumpropylmethacrylamide and / or trimethylammoniumethylacrylamide and / or trimethylammoniumethylacrylamide and / or trimethylammoniumethylmethacrylate and / or trimethylammoniumethylacrylate and / or ethyldimethylammoniumethylacrylamide and / or, ethyldimethylammoniumethylmethacrylamide and / or ethyldimethylammoniumpropylacrylamide and / or ethyldimethylammoniumpropylmethacrylamide and / or
  • Ethyldimethylammoniumethylacrylamide and / or ethyldimethylammoniumethylacrylate and / or ethyldimethylammoniumethylmethacrylate and / or ethyldimethylammoniumethylacrylate having at least one of the monomers acrylic acid and / or methacrylic acid and / or crotonic acid and / or 2-methylcrotonic acid.
  • the anionic polymers (G2) are anionic polymers which have carboxylate and / or sulfonate groups.
  • anionic monomers from which such polymers may consist are acrylic acid, methacrylic acid, crotonic acid, maleic anhydride and 2-acrylamido-2-methylpropanesulfonic acid.
  • the acidic groups may be wholly or partly present as sodium, potassium, ammonium, mono- or triethanolammonium salt.
  • Preferred monomers are 2-acrylamido-2-methylpropanesulfonic acid and acrylic acid.
  • Anionic polymers which contain 2-acrylamido-2-methylpropanesulfonic acid as the sole or co-monomer can be found to be particularly effective, it being possible for all or some of the sulfonic acid group to be present as sodium, potassium, ammonium, mono- or triethanolammonium salt ,
  • the homopolymer of 2-acrylamido-2-methyl propane sulfonic acid which is commercially available, for example under the name Rheothik ® 1 1-80 is.
  • copolymers of at least one anionic monomer and at least one nonionic monomer may be preferable to use copolymers of at least one anionic monomer and at least one nonionic monomer.
  • anionic monomers reference is made to the substances listed above.
  • Preferred nonionic monomers are acrylamide, methacrylamide, acrylic esters, methacrylic esters, vinylpyrrolidone, vinyl ethers and vinyl esters.
  • Preferred anionic copolymers are acrylic acid-acrylamide copolymers and in particular polyacrylamide copolymers with sulfonic acid-containing monomers.
  • a particularly preferred anionic copolymer consists of 70 to 55 mol% of acrylamide and 30 to 45 mol% of 2-acrylamido-2-methylpropanesulfonic acid, wherein the sulfonic acid group is wholly or partly in the form of sodium, potassium, ammonium, mono- or triethanolammonium Salt is present.
  • This copolymer may also be crosslinked, with crosslinking agents preferably polyolefinically unsaturated compounds such as tetraallyloxyethane, allylsucrose, allylpentaerythritol and methylene-bisacrylamide are used.
  • preferred anionic homopolymers are uncrosslinked and crosslinked polyacrylic acids. Allyl ethers of pentaerythritol, sucrose and propylene may be preferred crosslinking agents. Such compounds are for example available under the trademark Carbopol ® commercially.
  • Copolymers of maleic anhydride and methyl vinyl ether, especially those with crosslinks, are also color-retaining polymers.
  • a 1, 9-decadiene crosslinked maleic acid methyl vinyl ether copolymer is available under the name ® Stabileze QM.
  • the agents according to the invention may contain nonionic polymers (G4).
  • Suitable nonionic polymers are, for example:
  • Cellulose ethers such as hydroxypropylcellulose, hydroxyethylcellulose and methylhydroxypropylcellulose
  • Siloxanes are polydialkylsiloxanes, such as, for example, polydimethylsiloxane, polyalkylarylsiloxanes, such as, for example, polyphenylmethylsiloxane, ethoxylated polydialkylsiloxanes and polydialkylsiloxanes which contain amine and / or hydroxyl groups. Glycosidically substituted silicones.
  • the preparations comprise a plurality of, in particular two, different polymers of the same charge and / or in each case an ionic and an amphoteric and / or nonionic polymer.
  • 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.
  • a particularly preferred group of ingredients are the silicones.
  • 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.
  • 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 those compounds 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- [0- (CH 3) 2 Si] 2 -0-Si (CH 3) 3, (CH 3) 3 Si- [0- (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 , (CH 3 ) 3 Si [ 0- (CH 3 ) 2 Si] 5 -O-Si (CH 3 ) 3 , (CH 3 ) 3 Si - [0- (CH 3 ) 2 Si] 6 -O-Si (CH 3 ) 3 , (CH 3 ) 3 Si [0- (CH 3 ) 3 Si
  • compositions of the invention may be included in the compositions of the invention.
  • Particularly preferred hair treatment compositions according to the invention are characterized in that they contain, based on their weight, 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 of silicone (e ) of the formula Si-I
  • 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.
  • Preferred silicones which can be used according to the invention have viscosities of 0.2 to 2 mm 2 s -1 at 20 ° C., silicones having viscosities of 0.5 to 1 mm 2 s -1 being particularly preferred.
  • Particularly preferred agents according to the invention contain one or more amino-functional silicones.
  • Such silicones may e.g. through the formula
  • R in the above formula is a hydrocarbon or a hydrocarbon radical having 1 to about 6 carbon atoms
  • Q is a polar radical of the general formula -R HZ, wherein R is a divalent linking group attached to hydrogen and the radical Z.
  • Z is an organic, amino-functional radical containing at least one amino-functional group; "a” assumes values in the range of about 0 to about 2, “b” assumes values in the range of about 1 to about 3, “a” + “b” is less than or equal to 3, and “c” is a number in the range from about 1 to about 3 and x is a number ranging from 1 to about 2,000, preferably from about 3 to about 50, and most preferably from about 3 to about 25, and y is a number ranging from about 20 to about 10,000, preferably from about 125 to about 10,000, and most preferably from about 150 to about 1,000, and M is a suitable silicone end group as known in the art, preferably trimethylsiloxy.
  • Non-limiting examples of the groups represented by R include alkyl groups such as methyl, ethyl, propyl, isopropyl, isopropyl, butyl, isobutyl, amyl, isoamyl, hexyl, isohexyl and the like; Alkenyl radicals such as vinyl, halovinyl, alkylvinyl, allyl, haloallyl, alkylallyl; Cycloalkyl radicals such as cyclobutyl, cyclopentyl, cyclohexyl and the like; Phenyl radicals, benzyl radicals, halohydrocarbon radicals such as 3-chloropropyl, 4-bromobutyl, 3,3,3-trifluoropropyl, chlorocyclohexyl, bromophenyl, chlorophenyl and the like, and sulfur containing radicals such as mercaptoethyl, mercaptopropyl,
  • R examples include methylene, ethylene, propylene, hexamethylene, decamethylene, -CH 2 CH (CH 3 ) CH 2 -, phenylene, naphthylene, -CH 2 CH 2 SCH 2 CH 2 -, - CH 2 CH 2 OCH 2 -, -OCH 2 CH 2 -, -OCH 2 CH 2 CH 2 -, -CH 2 CH (CH 3 ) C (O) 2 -, - (CH 2 ) 3 CC (O) OCH 2 CH 2 -, -C 6 H 4 C 6 H 4 -, -C 6 H 4 CH 2 C 6 H 4 -; and - (CH 2) 3 C (O) SCH 2 CH 2 -.
  • Z is an organic, amino-functional radical containing at least one functional amino group.
  • a possible formula for Z is NH (CH 2 ) Z NH 2 , wherein z is 1 or more.
  • Another possible formula for Z is -NH (CH 2 ) Z (CH 2 ) zzNH, where both z and zz are independently 1 or more, this structure comprising diamino ring structures, such as piperazinyl.
  • Z is most preferably a -NHCH 2 CH 2 NH 2 radical.
  • Z is -N (CH 2 ) z (CH 2 ) zzNX 2 or -NX 2 , wherein each X of X 2 is independently selected from the group consisting of hydrogen and alkyl groups of 1 to 12 carbon atoms, and zz is 0 ,
  • Q is most preferably a polar, amine functional group of the formula -CH 2 CH 2 CH 2 NHCH 2 CH 2 NH 2 .
  • "a” assumes values in the range of about 0 to about 2
  • "b” assumes values in the range of about 2 to about 3
  • "a” + “b” is less than or equal to 3
  • the molar ratio of the R a Q b SiO (4 a . b) / 2 units to the R c SiO (4- C ) / 2 units is in the range from about 1: 2 to 1:65, preferably from about 1: 5 to about 1:65, and most preferably from about 1:15 to about 1:20.
  • 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-CH 3 , -CH 3 , -O-CH 2 CH 3 , -CH 2 CH 3 , -O-CH 2 CH 2 CH 3 , -CH 2 CH 2 CH 3 , -O-CH (CH 3 ) 2, -CH (CH 3) 2, -O-CH 2 CH 2 CH 2 CH 3, CH 2 CH 2 CH 2 CH 3, -O-CH 2 CH (CH 3 ) 2 , -CH 2 CH (CH 3 ) 2 , -O-CH (CH 3 ) CH 2 CH 3 , - CH (CH 3 ) CH 2 CH 3 , -O -C (CH 3 ) 3 , -C (CH 3 ) 3 ;
  • 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 ) CH 2 CH 2 -,
  • R represents identical or different radicals from the group -H, -phenyl, -benzyl, -CH 2 - CH (CH 3) Ph, the C-
  • 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)
  • R is -OH, -O-CH 3 or a -CH 3 group and m
  • n1 and n2 are numbers whose sum (m + n1 + n2) is between 1 and 2,000, preferably between 50 and 150 .
  • the sum (n1 + n2) preferably takes 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 the 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.
  • particularly preferred hair treatment compositions according to the invention are characterized in that they contain, based on their weight, 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 of silicone ( e) of the formula Si-lia and / or Si-Ilb
  • om 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
  • o R is -OH, -O-CH 3 or a -CH 3 group
  • n1 and n2 are numbers whose sum (m + n1 + n2) is between 1 and 2000, preferably between 50 and 150, the sum (n1 + n2) preferably being values from 0 to 1999 and in particular from 49 to 149 and m preferably assumes values of from 1 to 2000, in particular from 1 to 10.
  • agents according to the invention which contain at least one silicone of the formula Si-III
  • x is a number from 3 to 200, preferably from 3 to 10, more preferably from 30 to 7 and in particular 3, 4, 5 or 6.
  • the silicones described above have a backbone consisting of -Si-O-Si units is constructed. 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.
  • R 3 is -Si- [O-SiR 2] x- (CH 2 ) n - [O-SiR 2 ] y -O-SiR 3 (Si-IV),
  • R is identical or different radicals from the group -H, -phenyl, -benzyl, -CH 2 -CH (CH 3 ) Ph
  • the Ci_ 2 o-alkyl radicals preferably -CH 3 , CH 2 CH 3, - CH 2 CH 2 CH 3, -CH (CH3) 2, -CH 2 CH 2 CH 2 H 3, -CH 2 CH (CH 3) 2, -CH (CH3) CH2 CH3, -C (CH3)
  • x or y is a number from 0 to 200, preferably from 0 to 10, more preferably from 0 to 7 and especially 0, 1, 2, 3, 4, 5 or 6, and n is a number from 0 to 10 , preferably from 1 to 8 and especially for 2, 3, 4, 5, 6 stands.
  • the silicones are preferably water-soluble. Agents preferred according to the invention are characterized in that they contain at least one water-soluble silicone.
  • compositions according to the invention have advantageous properties and also confer advantageous properties on the hair treated with them. Benefits have been observed particularly in hair conditioning. Thus, hair treatment compositions according to the invention improve the grip and the combabilities in the dry and wet state of the hair treated with them. It also shows prevention of premature splitting in the treated hair without compromising volume and fullness. Overall, softness, suppleness and shine are significantly improved.
  • Another object of the present invention is therefore a process for the purification of keratinic fibers, characterized in that a hair treatment composition containing - based on its weight - a) 0.01 to 40 wt .-% of 3-methyl-1, 3-butanediol,
  • This procedure according to the invention is based on a product according to the invention which is formulated as a so-called "rinse-off product", that is to say the product remains in the hair for a period of up to 5 minutes and is subsequently rinsed out Care products achieve or exceed those of conventional leave-in products.
  • Another object of the present invention is the use of mixtures of a) 3-methyl-1, 3-butanediol and
  • Citric Acid 1 0
  • Citric Acid 1 0

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Abstract

L'invention concerne des agents de lavage capillaire qui ont un effet traitant accru sur les cheveux et améliorent en particulier la souplesse, l'aspect lisse, et la brillance des cheveux, comprenant, en pourcentage en poids : entre 0,01 et 40 % en poids de 3-méthyl-1,3-butanediol et entre 0,1 et 40 % en poids d'un ou de plusieurs alkylpolyglycoside(s).
PCT/EP2011/058370 2010-10-28 2011-05-23 Agents de traitement capillaire comprenant du 3-méthyl-1,3-butanediol et un/des alkylpolyglycoside(s) WO2012055584A2 (fr)

Applications Claiming Priority (2)

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DE201010043071 DE102010043071A1 (de) 2010-10-28 2010-10-28 Haarbehandlungsmittel mit 3-Methyl-1,3-Butandiol und Alkylpolyglycosid(en)
DE102010043071.4 2010-10-28

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US11045397B2 (en) 2019-11-06 2021-06-29 Nohbo, LLC Hygiene product pod and methods of using same

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US20190216697A1 (en) * 2018-01-18 2019-07-18 Nohbo,LLC Hygiene product pod and methods of using same
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US11045397B2 (en) 2019-11-06 2021-06-29 Nohbo, LLC Hygiene product pod and methods of using same

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