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WO2007062731A1 - Agent de coiffage resistant a l’eau - Google Patents

Agent de coiffage resistant a l’eau Download PDF

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Publication number
WO2007062731A1
WO2007062731A1 PCT/EP2006/010677 EP2006010677W WO2007062731A1 WO 2007062731 A1 WO2007062731 A1 WO 2007062731A1 EP 2006010677 W EP2006010677 W EP 2006010677W WO 2007062731 A1 WO2007062731 A1 WO 2007062731A1
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WO
WIPO (PCT)
Prior art keywords
methacrylic acid
copolymer
acid
group
hair
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PCT/EP2006/010677
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German (de)
English (en)
Inventor
Thorsten Knappe
René SCHEFFLER
Original Assignee
Henkel Kommanditgesellschaft Auf Aktien
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Publication of WO2007062731A1 publication Critical patent/WO2007062731A1/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
    • A61Q5/06—Preparations for styling the hair, e.g. by temporary shaping or colouring
    • 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
    • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • A61K8/8152—Homopolymers or copolymers of esters, e.g. (meth)acrylic acid esters; Compositions of derivatives of such polymers

Definitions

  • the invention relates to hair treatment compositions, preferably in the form of aqueous dispersions of special polymers.
  • These setting active ingredients which are usually polymeric compounds, can be incorporated into conventional hair cleansing or conditioning agents. In many cases, however, it is advantageous to apply them in the form of special agents such as hair fixatives, hair gels, hair waxes or hair sprays.
  • German Patent Applications DE 44 14 423 A1 and DE 44 14 424 A1 have proposed hair treatment compositions in the form of aqueous dispersions which contain special polyacrylates as polymers.
  • water-resistant hair treatment compositions can be prepared if they contain two specific polymers.
  • the present invention is in a first embodiment, an agent for the treatment of keratinous fibers, in particular human hair, containing - in each case based on the agent - in a cosmetically acceptable carrier a) 0.1 to 12 wt .-% of at least one copolymer A from
  • H 2 C C (CH 3 ) -COO- (CH 2 -CH 2 -O) n CH 2 - (CH 2 ) m -CH 3>
  • the agents according to the invention contain a copolymer A which contains at least two different monomers and can be obtained, for example, by copolymerization of these monomers.
  • the first monomer in copolymer A (monomer A1) is selected from the group consisting of acrylic acid and / or methacrylic acid and / or acrylic acid esters and / or methacrylic acid esters.
  • the second monomer in copolymer A (monomer A2) is a methacrylic acid ester of the formula
  • H 2 C C (CH 3 ) -COO- (CH 2 -CH 2 -O) n CH 2 - (CH 2 ) m -CH 3> in the n for values of 14 to 24, preferably from 16 to 22, particularly preferably from 18 to 21 and especially for 20 and m for values from 12 to 22, preferably from 14 to 20, particularly preferably from 16 to 18 and in particular for 16 stand.
  • Preferred monomers A1 are acrylic acid methacrylic acid methyl acrylate methyl methacrylate ethyl acrylate methacrylic acid ethyl ester propyl acrylate propyl methacrylate acrylic isopropyl ester methacrylic acid isopropyl ester
  • Preferred monomers are A2
  • A2-a H 2 C C (CHa) -COO- (CH 2 -CH 2 -O) 16 CH 2 - (CH 2 ) H-CH 3 ,
  • A2-b H 2 C C (CH 3 ) -COO- (CH 2 -CH 2 -O) 16 CH 2 - (CH 2 ) 16 -CH 3,
  • A2-c H 2 C C (CHs) -COO- (CH 2 -CH 2 -O) 16 CH 2 - (CH 2) Ie-CH 3,
  • H 2 C C (CH 3) -COO- (CH 2 -CH 2 -O) 15 CH 2 - (CH 2 ) 2 o -CH 3,
  • A2-e H 2 C C (CH 3 ) -COO- (CH 2 -CH 2 -O) 17 CH 2 - (CH 2 ) 14 -CH 3 ,
  • A2-f H 2 C C (CH 3 ) -COO- (CH 2 -CH 2 -O) 17 CH 2 - (CH 2 ) 16 -CH 3 ,
  • A2-g H 2 C C (CH 3 ) -COO- (CH 2 -CH 2 -O) 17 CH 2 - (CH 2 ) 18 -CH 3 ,
  • A2-f H 2 C C (CH 3 ) -COO- (CH 2 -CH 2 -O) 17 CH 2 - (CH 2 ) 20 -CH 3 ,
  • A2-h H 2 C C (CH 3 ) -COO- (CH 2 -CH 2 -O) 18 CH 2 - (CH 2 ) 14 -CH 3 ,
  • A2-i H 2 C C (CH 3 ) -COO- (CH 2 -CH 2 -O) 18 CH 2 - (CH 2 ) 16 -CH 3 ,
  • A2-j H 2 C C (CH 3 ) -COO- (CH 2 -CH 2 -O) 18 CH 2 - (CH 2 ) 18 -CH 3 ,
  • A2-k H 2 C C (CH 3) -COO- (CH 2 -CH 2 -O) 18 CH 2 - (CH 2) 20 -CH 3,
  • A2-1 H 2 C C (CH 3 ) -COO- (CH 2 -CH 2 -O) 19 CH 2 - (CH 2 ) 14 -CH 3 ,
  • A2-m H 2 C C (CH 3 ) -COO- (CH 2 -CH 2 -O) 19 CH 2 - (CH 2 ) 16 -CH 3 ,
  • H 2 C C (CH 3 ) -COO- (CH 2 -CH 2 -O) 19 CH 2 - (CH 2 ) 18 -CH 3 ,
  • A2-0 H 2 C C (CH 3 ) -COO- (CH 2 -CH 2 -O) 19 CH 2 - (CH 2 ) 2 o-CH 3
  • A2-p H 2 C C (CHa) -COO- (CH 2 -CH 2 -O) 20 CH 2 - (CH 2 ) I 4 -CH 3
  • A2-q H 2 C C (CH 3 ) - COO- (CH 2 -CH 2 -O) 2 oCH 2 - (CH 2 ) 16 -CH 3
  • A2-r H 2 C C (CH 3 ) -COO- (CH 2 -CH 2 -O) 20 CH 2 - (CH 2) 18 -CH 3
  • A2-s H 2 C C (CH 3) -COO- (CH 2 -CH 2 -0) 2 OCH 2 - (CH 2) 2 OCH 3
  • A2-t H 2 C C (CH 3 ) -COO- (CH 2 -CH 2 -O) 21 CH 2 - (CH 2 ) 14 -CH 3
  • A2-u H 2 C C (CH 3 ) - COO- (CH 2 -CH 2 -O) 21 CH 2 - (CH 2 ) 16 -CH 3
  • A2-v H 2 C C (CH 3 ) -COO- (CH 2 -CH 2 -O) 21 CH 2 - (CH 2 ) 18 -CH 3
  • A2-w H 2 C C (CH 3 ) -COO- (CH 2 -CH 2 -O) 21 CH 2 - (CH 2 ) 20 -CH 3
  • A2-x H 2 C C (CH 3 ) -COO- (CH 2 -CH 2 -O) 22 CH 2 - (CH 2 ) 14 -CH 3
  • A2-y H 2 C C (CH 3 ) - COO- (CH 2 -CH 2 -O) 22 CH 2 - (CH 2 ) 16 -CH 3
  • A2-z H 2 C C (CH 3 ) -COO- (CH 2 -CH 2 -O) 22 CH 2 - (CH 2 ) 18 -CH 3 l
  • A2-a H 2 C C (CH 3 ) -COO- (CH 2 -CH 2 -O) 22 CH 2 - (CH 2 ) 20 -CH 3 ,
  • Preferred monomers A2 are represented by the formulas A2-p, A2-q, A2-r. A2-s, A2-b, A2-f, A2-I, A2-m, A2-q, A2-u and A2-y described. Particularly preferred is the monomer A2-q.
  • copolymers A are listed with monomer units contained in them at least in the following table:
  • Copolymers A are commercially available and are referred to in accordance with INCI nomenclature as ACRYLATES COPOLYMERE.
  • a preferred copolymer A is, for example, the ACRYLATES / STEARETH-20 METHACRYLATE COPOLYMERE designated according to INCI.
  • the compositions of the invention contain a copolymer B which contains at least four different monomers and can be obtained, for example, by copolymerization of these monomers.
  • the first monomer in copolymer B (monomer B1) is methacrylic acid
  • the second monomer in copolymer B (monomer B2) is hydroxyethyl methacrylate
  • the third monomer in copolymer B (monomer B3) is methyl methacrylate
  • the fourth monomer is in copolymer B (monomer B4) butyl acrylate.
  • copolymer B may contain further monomer units, but preferred copolymers B contain only the four monomers B1, B2, B3 and B4.
  • the copolymers A or B can be used in varying amounts.
  • Agents according to the invention which are 0.1 to 10 wt .-%, preferably 1 to 9 wt .-%, particularly preferably 1, 5 to 8.5 wt .-% and in particular 2 to 8 wt .-% of at least one preferred Copolymer A and inventive agents containing 0.1 to 10 wt .-%, preferably 1 to 9 wt .-%, particularly preferably 1, 5 to 8.5 wt .-% and in particular 2 to 8 wt .-% at least of a copolymer B, the data relating to the total agent.
  • methacrylic acid is contained as a monomer. This may be completely or partially neutralized, for example as alkali metal methacrylate.
  • Particularly preferred agents according to the invention are characterized in that 20 to 90 mol%, preferably 30 to 80 mol%, particularly preferably 40 to 75 mol% and in particular 45 to 70 mol% of the acid groups in copolymer B are neutralized, preferably with amino methyl propanol.
  • the formulations according to the invention comprise all known types of hair treatment agents, such as Hair fixatives, hairsprays, hair waving, hair shampoos, hair conditioners, hair conditioners, hair conditioners, permanent waving agents, and hair colorants.
  • Preferred hair treatment compositions according to the invention are those which remain on the hair after application. These are in particular hair gels, hair waxes, hair fixatives, hair sprays and hair drier. Such agents may also be formulated as foam aerosol with the aid of a propellant.
  • compositions of the invention contain the copolymers A and B in a suitable carrier.
  • a suitable carrier may for example contain water, be water-based or anhydrous.
  • the proportion of substances which are liquid at room temperature can vary.
  • aqueous dispersions are to be understood as meaning those dispersions whose outer phase consists predominantly of water.
  • the outer phase may further contain other water-miscible solvents such as ethanol and iso-propanol; These further solvents are preferably contained in amounts of up to 25% by weight, based on the total agent.
  • Particularly preferred agents according to the invention are characterized in that they additionally contain 0.5 to 25% by weight, preferably 1 to 20% by weight and in particular 2 to 15% by weight of ethanol and / or isopropanol.
  • compositions according to the invention may contain further polymers.
  • further polymers are added to the compositions according to the invention, with both cationic, anionic, amphoteric and nonionic polymers having proven effective.
  • Preferred hair treatment agents according to the invention are characterized in that they contain additional polymer (s), preferably nonionic and / or cationic polymer (s), preferably amounts of from 0.1 to 20% by weight, more preferably of 0, 2 to 15 wt .-% and in particular from 0.3 to 10 wt .-%, each based on the total agent included.
  • 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.
  • R 1 -H or -CH 3
  • R 2 , R 3 and R 4 are independently selected from C 1-4 -alkyl, -alkenyl or -hydroxyalkyl groups
  • m 1, 2, 3 or 4
  • n is a natural number
  • X ' is a physiologically acceptable organic or inorganic anion, as well as copolymers consisting essentially of the monomer units listed in formula (G1-I) and nonionic monomer units, are particularly preferred cationic polymers.
  • R 1 is a methyl group
  • R 2 , R 3 and R 4 are methyl groups m has the value 2.
  • Suitable physiologically acceptable 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 is given to halide ions, in particular chloride.
  • a particularly suitable homopolymer is, if desired, crosslinked, PolyCmethacryloyloxyethyltrimethylammoniumchlorid) with the INCI name Polyquaternium- 37.
  • Such products are, for example, under the names Rheocare ® CTH (Cosmetic Rheologies) and Synthalen ® CR (Ethnichem) commercially available.
  • the crosslinking can be carried out with the aid of poly olefinically unsaturated compounds, for example divinylbenzene, tetraallyloxyethane, methylenebisacrylamide, diallyl ether, polyallylpolyglyceryl ethers, or allyl ethers of sugars or sugar derivatives such as erythritol, pentaerythritol, arabitol, mannitol, sorbitol, sucrose or glucose.
  • Methylenebisacrylamide is a preferred crosslinking agent.
  • the homopolymer is preferably used in the form of a nonaqueous polymer dispersion which should not have a polymer content of less than 30% by weight.
  • Such polymer dispersions are available 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 having monomer units of the formula (G1-I) contain as nonionic monomer units preferably acrylamide, methacrylamide, acrylic acid-C 1-4 -alkyl esters and methacrylic acid-C 1-4 -alkyl esters.
  • nonionic monomers preferably acrylamide, methacrylamide, acrylic acid-C 1-4 -alkyl esters and methacrylic acid-C 1-4 -alkyl esters.
  • the acrylamide is particularly preferred.
  • These 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.
  • quaternized cellulose derivatives such as are available under the names of Celquat ® and Polymer JR ® commercially.
  • the compounds Celquat ® H 100, Celquat L 200 and Polymer JR ® ® 400 are preferred quaternized cellulose derivatives, cationic alkyl polyglycosides according to DE-PS 44 13 686,
  • honey for example the commercial product Honeyquat ® 50, cationic guar derivatives, in particular the products sold under the trade name Cosmedia Guar ® and Jaguar ®,
  • Vinylpyrrolidone-vinyl imidazolium copolymers such as those offered under the names Luviquat ® FC 370, FC 550, FC 905 and HM 552, quaternized polyvinyl alcohol, as well as those known under the designations Polyquaternium 2, Polyquaternium 17, Polyquaternium 18 and Polyquaternium 27 polymers with quaternary Nitrogen atoms in the polymer backbone.
  • copolymers of vinylpyrrolidone such as the commercial products Copolymer 845 (manufactured by ISP), Gaffix ® VC 713 (manufactured by ISP), Gafquat ® ASCP 1011, Gafquat ® HS 110, Luviquat ® 8155 and Luviquat ® MS 370 available are.
  • cationic polymers which can be used in the agents according to the invention are the so-called "temporary cationic" polymers. These polymers usually contain an amino group which, at certain pH values, is present as quaternary ammonium group and thus cationic. Preference is given, for example, to chitosan and its derivatives, such as, for example 101 are freely available commercially under the trade names Hydagen® ® CMF, Hydagen® ® HCMF, Kytamer ® PC and Chitolam ® NB /.
  • preferred cationic polymers are cationic cellulose derivatives and chitosan and its derivatives, in particular the commercial products Polymer ® JR 400, Hydagen ® HCMF and Kytamer ® PC, cationic guar derivatives, cationic honey derivatives, in particular the commercial product Honeyquat ® 50, cationic Alkylpolyglycodside according to DE-PS 44 13 686 and polymers of the type Polyquaternium-37.
  • cationized protein hydrolyzates are to be counted among the cationic polymers, wherein the underlying protein hydrolyzate from the animal, for example from collagen, milk or keratin, from the plant, for example from wheat, corn, rice, potatoes, soy or almonds, marine life forms, for example from fish collagen or algae, or biotechnologically derived protein hydrolysates.
  • the protein hydrolyzates on which the cationic derivatives according to the invention 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.
  • cationic protein hydrolyzates are to be understood as meaning quaternized amino acids and mixtures thereof.
  • the quaternization of the protein hydrolysates 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.
  • the cationic protein hydrolysates may also be further derivatized.
  • the cationic protein hydrolyzates and derivatives according to the invention those listed under the INCI names in the "International Cosmetic Ingredient Dictionary and Handbook", (Seventh Edition 1997, The Cosmetic, Toiletry and Fragrance Association 1101 171 Street, NW, Suite 300 Cocodimium 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 Soy Protein, Cocodimonium Hydroxypropyl Hydrolyzed Wheat Protein, Hydroxypropyl Arginine Lauryl / Myristyl Ether HCl, Hydroxypropyl
  • Agents particularly preferred according to the invention are characterized in that they additionally contain at least one cationic polymer, preferably at least one water-soluble cationic polymer, preferably in amounts of from 0.1 to 5.0% by weight, particularly preferably from 0.25 to 4.0% by weight .-% and in particular from 0.5 to 2.5 wt .-%.
  • 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. In the context of the present invention, preferably usable zwitterionic polymers are composed essentially together
  • R 1 -CH CR 2 -CO-Z- (C n H 2n ) -N ( + )
  • R 1 and R 2 independently of one another are hydrogen or a methyl group and R 3 , R 4 and R 5 are independently alkyl groups having 1 to 4 carbon atoms, Z is an NH group or an oxygen atom, n is an integer of 2 to 5 and A "is the anion of an organic or inorganic acid
  • R ° and R ' are independently hydrogen or methyl groups.
  • 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.
  • those monomers of formula (ZI) are used which are derivatives of acrylamide or methacrylamide. Preference is furthermore given to those monomers which contain halide, methoxysulfate or ethoxysulfate ions as counterions. Also preferred are those monomers of the formula (ZI) in which R 3 , R 4 and R 5 are methyl groups.
  • the acrylamidopropyltrimethylammonium chloride is a very particularly preferred monomer of the formula (ZI).
  • 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.
  • the zwitterionic polymers which can be used according to the invention are prepared from monomers of the formulas (Z-I) and (Z-II) by polymerization processes known per se.
  • the polymerization can be carried out either in aqueous or aqueous-alcoholic solution.
  • the alcohols used are alcohols having 1 to 4 carbon atoms, preferably isopropanol, which simultaneously serve as polymerization regulators.
  • other components than regulators may also be added to the monomer solution, eg.
  • formic acid or mercaptans such as thioethanol and thioglycolic acid.
  • the initiation of the polymerization takes place with the aid of free-radical-forming substances.
  • redox systems and / or thermally decomposing radical formers of the azo compound type such.
  • azoisobutyronitrile azo-bis (cyanopentanoic acid) or azo-bis (amidinopropane) dihydrochloride can be used.
  • redox systems are z. B. combinations of hydrogen peroxide, potassium or ammonium oxodisulfate and tertiary butyl hydroperoxide with sodium sulfite, sodium dithionite or hydroxylamine hydrochloride as a reduction component.
  • the polymerization can be carried out isothermally or under adiabatic conditions, depending on the concentration ratios by the heat of polymerization released, the temperature range for the course of the reaction between 20 and 200 0 C may vary, and the reaction may optionally be carried out under autogenous pressure.
  • the reaction temperature is between 20 and 100 0 C.
  • the pH during the copolymerization may vary within a wide range.
  • polymerization is carried out at low pH values; however, pH values above the neutral point are also possible.
  • an aqueous base for. As sodium hydroxide, potassium hydroxide or ammonia, to a pH between 5 and 10, preferably 6 to 8 set. Further details of the polymerization process can be found in the examples. As particularly effective, such polymers have been found in which the monomers of the formula (ZI) were present in excess over the monomers of the formula (Z-II).
  • the cationic or amphoteric polymers are preferably contained in the agents according to the invention in amounts of from 0.05 to 10% by weight, based on the total agent. Amounts of 0.1 to 5 wt .-% are particularly preferred.
  • the 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 available for example under the name Rheothik ® 11-80 is commercially.
  • copolymers of at least one anionic monomer and at least one nonionic monomer are preferable to use copolymers of at least one anionic monomer and at least one nonionic monomer.
  • anionic monomers reference is made to the substances listed above.
  • Preferred nonionic monomers are acrylamide, methacrylamide, acrylic esters, methacrylic esters, vinylpyrrolidone, vinyl ethers and vinyl esters.
  • Preferred anionic copolymers are acrylic acid-acrylamide copolymers and in particular polyacrylamide copolymers with sulfonic acid-containing monomers.
  • 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 being polyolefinic unsaturated compounds such as tetraallyloxyethane, allylsucrose, allylpentaerythritol and methylenebisacrylamide are used.
  • crosslinking agents preferably being polyolefinic unsaturated compounds such as tetraallyloxyethane, allylsucrose, allylpentaerythritol and methylenebisacrylamide are used.
  • crosslinking agents preferably being polyolefinic unsaturated compounds such as tetraallyloxyethane, allylsucrose, allylpentaerythritol and methylenebisacrylamide are used.
  • Such a polymer is contained in the commercial product Sepigel ® 305 from SEPPIC.
  • This compound which contains a hydrocarbon mixture (C 13 -C 14 isoparaffin) and a nonionic emulsifier (la
  • Simulgel ® 600 as a compound with isohexadecane and polysorbate 80 Natriumacryloyldimethyltaurat copolymers have proven to be particularly effective according to the invention.
  • anionic homopolymers are uncrosslinked and crosslinked polyacrylic acids. Allyl ethers of pentaerythritol, sucrose and propylene may be preferred crosslinking agents. Such compounds are for example available under the trademark Carbopol ® commercially.
  • Copolymers of maleic anhydride and methyl vinyl ether are also color-retaining polymers.
  • amphoteric polymers (G3) can be used as polymers for increasing the activity of the active ingredient complex (A) according to the invention.
  • amphoteric polymers includes both those polymers which contain in the molecule both free amino groups and free -COOH or SO 3 H groups and are capable of forming internal salts, as well as zwitterionic polymers which in the molecule have quaternary ammonium groups and -COO ' or -SO 3 ' groups and those polymers comprising -COOH or SO 3 H groups and quaternary ammonium groups.
  • amphopolymer suitable is that available under the name Amphomer ® acrylic resin which is a copolymer of tert-butylaminoethyl methacrylate, N- (1,1,3,3-tetramethylbutyl) -acrylamide and two or more monomers from the group of acrylic acid, Represents methacrylic acid and its simple esters.
  • Amphomer ® acrylic resin which is a copolymer of tert-butylaminoethyl methacrylate, N- (1,1,3,3-tetramethylbutyl) -acrylamide and two or more monomers from the group of acrylic acid, Represents methacrylic acid and its simple esters.
  • amphoteric polymers are those polymers which are composed essentially
  • R 1 and R 2 independently of one another represent hydrogen or a methyl group and R 3 , R 4 and R 5 independently of one another represent alkyl groups having 1 to 4 carbon atoms, Z represents an NH 4
  • n is an integer from 2 to 5 and A is the anion of an organic or inorganic acid
  • R 6 and R 7 are independently hydrogen or methyl groups.
  • These compounds can be used both directly and in salt form, which is obtained by neutralization of the polymers, for example with an alkali metal hydroxide, according to the invention.
  • Very particular preference is given to those polymers in which monomers of the type (a) are used in which R 3 , R 4 and R 5 are methyl groups, Z is an NH group and A w is a halide, methoxysulfate or ethoxysulfate ion ;
  • Acrylamidopropyltrimethylammonium chloride is a particularly preferred monomer (a).
  • Acrylic acid is preferably used as monomer (b) for the stated polymers.
  • the agents according to the invention may contain nonionic polymers (G4).
  • Suitable nonionic polymers are, for example:
  • Vinylpyrrolidone / vinyl ester copolymers as sold, for example, under the trademark Luviskol ® (BASF). Luviskol ® VA 64 and Luviskol ® VA 73, each vinylpyrrolidone / vinyl acetate copolymers are also preferred nonionic polymers.
  • Cellulose ethers such as hydroxypropyl cellulose, hydroxyethyl cellulose and hydroxypropylcellulose Methylhy- as they are for example sold under the trademark Culminal® ® and Benecel ® (AQUALON) and Natrosol ® grades (Hercules).
  • Starch and its derivatives in particular starch, such as Structure XL ® (National Starch), a multifunctional, salt-tolerant starch;
  • Siloxanes Polyvinylpyrrolidones, as sold for example under the name Luviskol ® (BASF). Siloxanes. These siloxanes can be both water-soluble and water-insoluble. Both volatile and nonvolatile siloxanes are suitable, nonvolatile siloxanes being understood as meaning those compounds whose boiling point is above 200 ° C. under normal pressure.
  • Preferred siloxanes are polydialkylsiloxanes, such as, for example, polydimethylsiloxane, polyalkylarylsiloxanes, such as, for example, polyphenylmethylsiloxane, ethoxylated polydialkylsiloxanes and polydialkylsiloxanes which contain amine and / or hydroxyl groups.
  • the preparations used contain 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.
  • these may contain other ingredients. These are described below.
  • Hair cleansing preparations may contain, for example, foaming anionic, zwitterionic, ampholytic and nonionic surfactants.
  • Hair rinses and softeners preferably contain cationic surfactants and water-soluble polymers with quaternary ammonium groups to reduce static chargeability and improve combability.
  • Perming agents preferably contain oxidizing agents such as. As potassium bromate or hydrogen peroxide.
  • Hair dye shampoos contain direct hair dyes or oxidation dye precursors.
  • Hair fixatives and hair dressings as well as other hairstyling preparations usually contain film-forming polymers which are soluble in aqueous or aqueous-alcoholic media, if appropriate together with cationic surfactants or cationic polymers.
  • surfactants (E) in the compositions according to the invention has proved to be particularly advantageous.
  • the agents according to the invention therefore contain surfactants.
  • surfactants is understood as meaning surface-active substances which form adsorption layers on the upper and boundary surfaces or which can aggregate in volume phases to give micelle colloids or lyotropic mesophases.
  • anionic surfactants consisting of a hydrophobic radical and a negatively charged hydrophilic head group
  • amphoteric surfactants which carry both a negative and a compensating positive charge amphoteric surfactants which carry both a negative and a compensating positive charge
  • cationic surfactants which, in addition to a hydrophobic radical, have a positively charged hydrophilic group
  • nonionic surfactants which have no charges but strong dipole moments and are highly hydrated in aqueous solution.
  • Suitable anionic surfactants (E1) in formulations 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.
  • sulfate As a carboxylate, sulfate, sulfonate or phosphate group and a lipophilic alkyl group having about 8 to 30 carbon atoms.
  • glycol or polyglycol ether groups, ester, ether and amide groups and hydroxyl groups may be present in the molecule.
  • suitable anionic surfactants 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, linear and branched fatty acids having 8 to 30 C atoms (Soap),
  • Ethercarbon Acid the formula RO- (CH 2 -CH 2 O) x -CH 2 -COOH 1 in the R is a linear
  • Alkyl group having 8 to 30 C atoms and x 0 or 1 to 16,
  • Alpha-sulfofatty acid methyl esters of fatty acids having 8 to 30 C atoms are alpha-sulfofatty acids having 8 to 30 C atoms
  • Alkyl sulfates and alkyl polyglycol ether sulfates of the formula RO (CH 2 -CH 2 O) x -OSO 3 H, in which R is a preferably linear alkyl group having 8 to 30 C atoms and x 0 or 1 to 12,
  • R 1 is preferably an aliphatic hydrocarbon radical having 8 to 30 carbon atoms
  • R 2 is hydrogen, a radical (CH 2 CH 2 O) n R 2 or X
  • n is from 1 to 10
  • X is hydrogen, an alkali metal radical or alkaline earth metal or NR 3 R 4 R 5 R 6 , where R 3 to R 6 independently of one another represents hydrogen or a C 1 to C 4 hydrocarbon radical, is, sulfated fatty acid alkylene glycol ester of the formula (E1-II) R 7 CO (AlkO) n SO 3 M (E1-II) in the R 7 CO- for a linear or branched, aliphatic, saturated and / or unsaturated acyl radical having 6 to 22 carbon atoms, Alk for CH 2 CH 2 , CHCH 3 CH 2 and / or CH 2 CHCH 3 , n for numbers from 0.5 to 5 and M for a cation, monoglyceride sulfates and monog
  • R 8 CO is a linear or branched acyl radical having 6 to 22 carbon atoms, x, y and z in total for O or for numbers from 1 to 30, preferably 2 to 10, and X stands for an alkali or alkaline earth metal.
  • monoglyceride (ether) sulfates suitable for the purposes of the invention are the reaction products of lauric acid monoglyceride, coconut fatty acid monoglyceride, palmitic acid monoglyceride, stearic acid monoglyceride, oleic acid monoglyceride and tallow fatty acid monoglyceride and their ethylene oxide adducts with sulfur trioxide or chlorosulfonic acid in the form of their sodium salts.
  • monoglyceride sulfates of the formula (E1-III) are used in which R 8 CO is a linear acyl radical having 8 to 18 carbon atoms, amide-ether carboxylic acids,
  • Condensation products of C 8 - C 30 - fatty alcohols with protein hydrolysates and / or amino acids and their derivatives which are known to the expert as protein fatty acid condensates, such as Lamepon ® - types Gluadin ® - types Hostapon ® KCG or Amisoft ® - types.
  • Preferred anionic surfactants are alkyl sulfates, alkyl polyglycol ether sulfates and ether carboxylic acids having 10 to 18 carbon atoms in the alkyl group and up to 12 glycol ether groups in the molecule, sulfosuccinic acid mono- and dialkyl esters having 8 to 18 carbon atoms in the alkyl group and sulfosuccinic monoalkylpolyoxyethylester with 8 to 18 carbon atoms in the alkyl group and 1 to 6 oxyethyl groups, Monoglycerdisulfate, alkyl and Alkenyletherphosphate and protein fatty acid condensates.
  • Zwitterionic surfactants are surface-active compounds which contain in the molecule at least one quaternary ammonium group and at least one -COO * " '- or -. SO carry 3 0 group
  • Particularly suitable zwitterionic surfactants are the so-called betaines such as the N-alkyl -N, N-dimethylammonium glycinates, for example the cocoalkyl-dimethylammonium glycinate, N-acylaminopropyl-N, N-dimethylammonium glycinates, for example cocoacylaminopropyl-dimethylammonium glycinate, and 2-alkyl-3-carboxymethyl-3-hydroxyethyl-imidazolines with
  • the preferred zwitterionic surfactant is the fatty acid amide derivative known by the INCI name cocamidopropyl betaine.
  • Ampholytic surfactants (E3) are understood as meaning those surface-active compounds which contain, in addition to a C 8 -C 24 -alkyl or -acyl group, at least one free amino group and at least one -COOH or -SO 3 H group in the molecule and for forming internal Salts are capable.
  • ampholytic surfactants are N-alkylglycines, N-alkylpropionic 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 18 acylsarcosine.
  • Nonionic surfactants (E4) contain as hydrophilic group e.g. a polyol group, a polyalkylene glycol ether group, or a combination of polyol and polyglycol ether groups. Such compounds are, for example
  • Atoms and alkylphenols having 8 to 15 carbon atoms in the alkyl group such as the available under the sales names Dehydol ® LS, Dehydol ® LT (Cognis) types, C 2 -C 30 fatty acid mono- and diesters of addition products of 1 to 30 moles of ethylene oxide with glycerol,
  • R 1 CO is a linear or branched, saturated and / or unsaturated acyl radical having 6 to 22 carbon atoms
  • R 2 is hydrogen or methyl
  • R 3 is a linear or branched alkyl radical having 1 to 4 carbon atoms
  • w is a number from 1 to 20 stands, amine oxides, hydroxy mixed ethers,
  • R 4 is an alkyl or alkenyl radical having 4 to 22 carbon atoms
  • G is a sugar radical having 5 or 6 carbon atoms
  • p is a number from 1 to 10. They can be obtained by the relevant methods of preparative organic chemistry.
  • the alkyl and alkenyl oligoglycosides can be derived from aldoses or ketoses with 5 or 6 carbon atoms, preferably glucose.
  • the preferred alkyl and / or alkenyl oligoglycosides are thus alkyl and / or alkenyl oligoglucosides.
  • alkyl and / or alkenyl oligoglycosides whose degree of oligomerization is less than 1.7 and in particular between 1.2 and 1.4 are preferred.
  • the alkyl or alkenyl radical R 4 can be derived from primary alcohols having 4 to 11, preferably 8 to 10 carbon atoms. Typical examples are butanol, caproic alcohol, caprylic alcohol, capric alcohol and undecyl alcohol and technical mixtures thereof, as obtained, for example, in the hydrogenation of technical fatty acid methyl esters or in the hydrogenation of aldehydes from Roelen's oxo synthesis.
  • the alkyl or alkenyl radical R 15 can also be derived from primary alcohols having 12 to 22, preferably 12 to 14 carbon atoms.
  • Typical examples are lauryl alcohol, myristyl alcohol, cetyl alcohol, palmoleyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, elaidyl alcohol, petroselinyl alcohol, arachyl alcohol, gadoleyl alcohol, behenyl alcohol, erucyl alcohol, brassidyl alcohol, and technical mixtures thereof which can be obtained as described above.
  • R 5 is CO for an aliphatic acyl radical having 6 to 22 carbon atoms
  • R 6 is hydrogen, an alkyl or hydroxyalkyl radical having 1 to 4 carbon atoms
  • [Z] is a linear or branched polyhydroxyalkyl radical having 3 to 12 carbon atoms and 3 to 10 hydroxyl groups stands.
  • the fatty acid N-alkyl polyhydroxyalkylamides are known substances which are usually obtained by reductive amination of a reducing sugar with ammonia, an alkylamine or an alkanolamine and subsequent acylation with a fatty acid, a fatty acid alkyl ester or a fatty acid chloride.
  • the fatty acid N-alkylpolyhydroxyalkylamides are derived from reducing sugars having 5 or 6 carbon atoms, especially glucose.
  • the preferred fatty acid N-alkylpolyhydroxyalkylamides are therefore fatty acid N-alkylglucamides, as represented by the formula (E4-IV):
  • the fatty acid N-alkylpolyhydroxyalkylamides used are preferably glucamides of the formula (EA-W) in which R 8 is hydrogen or an alkyl group and R 7 CO is the acyl radical of caproic acid, caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, palmitic acid, Stearic acid, isostearic acid, oleic acid, elaidic acid, petro-, linoleic acid, linolenic acid, arachidic acid, gadoleic acid, behenic acid or erucic acid or those technical mixtures.
  • EA-W glucamides of the formula (EA-W) in which R 8 is hydrogen or an alkyl group and R 7 CO is the acyl radical of caproic acid, caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, palmitic acid, Stearic acid, isostearic acid,
  • fatty acid N-alkylglucamides of the formula (E4-IV) which are obtained by reductive amination of glucose with methylamine and subsequent acylation with lauric acid or C12 / 14 coconut fatty acid or a corresponding derivative can be obtained.
  • the polyhydroxyalkylamides can also be derived from maltose and palatinose.
  • the preferred nonionic surfactants are the alkylene oxide addition products of saturated linear fatty alcohols and fatty acids having in each case 2 to 30 moles of ethylene oxide per mole of fatty alcohol or fatty acid. Preparations having excellent properties are also obtained if they contain fatty acid esters of ethoxylated glycerol as nonionic surfactants.
  • the alkyl radical R contains 6 to 22 carbon atoms and may be both linear and branched. Preference is given to primary linear and methyl-branched in the 2-position aliphatic radicals.
  • Such alkyl radicals are, for example, 1-octyl, 1-decyl, 1-lauryl, 1-myristyl, 1-cetyl and 1-stearyl. Particularly preferred are 1-octyl, 1-decyl, 1-lauryl, 1-myristyl.
  • oxo-alcohols compounds with an odd number of carbon atoms in the alkyl chain predominate.
  • nonionic surfactants are the sugar surfactants. These may preferably be present in the agents used according to the invention in amounts of from 0.1 to 20% by weight, based on the total agent. Amounts of 0.5-15% by weight are preferred, and most preferred are amounts of 0.5-7.5% by weight.
  • the compounds used as surfactant with alkyl groups may each be uniform substances. However, it is usually preferred to start from the production of these substances from native plant or animal raw materials, so as to obtain substance mixtures with different, depending on the particular raw material alkyl chain lengths.
  • both products with a "normal” homolog distribution and those with a narrow homolog distribution can be used.
  • "normal” homolog distribution are meant mixtures of homologs obtained in the reaction of fatty alcohol and alkylene oxide using alkali metals, alkali metal hydroxides or alkali metal alcoholates as catalysts. Narrowed homolog distributions are obtained when, for example, hydrotalcites, alkaline earth metal salts of ether carboxylic acids, alkaline earth metal oxides, hydroxides or Alcohols are used as catalysts.
  • the use of products with narrow homolog distribution may be preferred.
  • Cationic surfactants of the type of the quaternary ammonium compounds, the esterquats and the amidoamines are preferably also usable according to the invention.
  • Preferred quaternary ammonium compounds are ammonium halides, in particular chlorides and bromides, such as alkyltrimethylammonium chlorides, dialkyldimethylammonium chlorides and trialkyl methylammonium chlorides, eg.
  • cetyltrimethylammonium chloride stearyltrimethylammonium chloride, distearyldimethylammonium chloride, lauryldimethylammonium chloride, lauryldimethylbenzylammonium chloride and tricetylmethylammonium chloride, as well as the imidazolium compounds known under the INCI names Quaternium-27 and Quaternium-83.
  • the long alkyl chains of the above-mentioned surfactants preferably have 10 to 18 carbon atoms.
  • QAV QAV with behenyl radicals, in particular those known as behentrimonium chloride or bromide (docosanyltrimethylammonium chloride or bromide).
  • behentrimonium chloride or bromide docosanyltrimethylammonium chloride or bromide
  • Other preferred QAV's have at least two behenyl residues, with QAV being particularly preferred, which are two behenyl residues on an imidazolinium backbone.
  • these substances are, for example, under the names Genamin ® KDMP (Clariant) and Crodazosoft ® DBQ (Crodauza).
  • Esterquats are known substances which contain both at least one ester function and at least one quaternary ammonium group as a structural element.
  • Preferred ester quats are quaternized ester salts of fatty acids with triethanolamine, quaternized ester salts of fatty acids with diethanolalkylamines and quaternized ester salts of fatty acids with 1,2-dihydroxypropyldialkylamines.
  • Such products are marketed under the trade names Stepantex® ®, ® and Dehyquart® Armocare® ®.
  • alkylamidoamines are usually prepared by amidation of natural or synthetic fatty acids and fatty acid cuts with dialkylaminoamines.
  • An inventively particularly suitable compound from this group is that available under the name Tegoamid ® S 18 commercially stearamidopropyl dimethylamine.
  • preferred agents according to the invention are characterized in that they additionally contain from 0.05 to 1.0% by weight of a surface-active quaternary ammonium compound.
  • compositions according to the invention are fatty substances or cosmetic oil bodies.
  • Hair-treatment compositions according to the invention which additionally comprise fatty substance (s), preferably in amounts of from 0.1 to 20% by weight, more preferably from 0.2 to 15% by weight and in particular from 0.3 to 10% by weight, are preferred. %, in each case based on the total mean.
  • the fatty substances are selected from fatty acids, fatty alcohols, natural and synthetic waxes and natural and synthetic cosmetic oil components.
  • fatty acids (D1) it is possible to use linear and / or branched, saturated and / or unsaturated fatty acids having 6 to 30 carbon atoms. Preference is given to fatty acids having 10 to 22 carbon atoms. Among these were, for example, to name the isostearic as the commercial products Emersol ® 871 and Emersol ® 875, and isopalmitic acids such as the commercial product Edenor ® IP 95, and all other products sold under the trade names Edenor ® (Cognis) fatty acids.
  • fatty acids are caproic, caprylic, 2-ethylhexanoic, capric, lauric, isotridecanoic, myristic, palmitic, palmitoleic, stearic, isostearic, oleic, elaidic, petroselic, linoleic, linoleic and erucic acid and their technical mixtures, which are obtained, for example, in the pressure splitting of natural fats and oils, in the oxidation of aldehydes from Roelen's oxo synthesis or the dimerization of unsaturated fatty acids.
  • Particularly preferred are usually the fatty acid cuttings obtainable from coconut oil or palm oil; In particular, the use of stearic acid is usually preferred.
  • the amount used is 0.1 - 15 wt.%, Based on the total mean.
  • the amount is preferably 0.2-10% by weight, very particular preference being given to using amounts of 0.5-4% by weight.
  • fatty alcohols (D2) it is possible to use saturated, mono- or polyunsaturated, branched or unbranched fatty alcohols with C 6 -C 30 -, preferably C 10 -C 22 -and very particularly preferably C 12 -C 22 -carbon atoms.
  • Decanol, octanol, octenol, dodecenol, decenol, octadienol, dodecadienol, for example, can be used according to the invention.
  • the fatty alcohols are derived from preferably natural fatty acids, which can usually be based on recovery from the esters of fatty acids by reduction.
  • fatty alcohol cuts which are produced by reduction of naturally occurring triglycerides such as beef tallow, palm oil, peanut oil, rapeseed oil, cottonseed oil, soybean oil, sunflower oil and linseed oil or fatty acid esters formed from their transesterification products with corresponding alcohols, and thus represent a mixture of different fatty alcohols.
  • Such substances are, for example, under the names Stenol ® such as Stenol ® 1618 or Lanette ® such as Lanette ® O or Lorol ®, for example, Lorol ® C8, Lorol C14 ®, Lorol C18 ®, ® Lorol C8-18, HD-Ocenol ®, Crodacol ® such as Crodacol ® CS, Novol ®, Eutanol ® G, Guerbitol ® 16, Guerbitol ® 18, Guerbitol ® 20, Isofol ® 12, Isofol ® 16, Isofol ® 24, Isofol ® 36, Isocarb ® 12, Isocarb ® 16 or Isocarb® ® 24 available for purchase.
  • Stenol ® such as Stenol ® 1618 or Lanette ® such as Lanette ® O or Lorol ®
  • Lorol ® C8 Lorol C8-18
  • the invention also wool wax alcohols, as are commercially available, for example under the names of Corona ®, White Swan ®, Coronet ® or Fluilan ® can be used.
  • the fatty alcohols are preferably used in amounts of 0, 1-10 wt .-%, based on the total preparation, preferably in amounts of 0.2 to 5 wt .-%.
  • waxes As natural or synthetic waxes (D3) it is possible according to the invention to use solid paraffins or isoparaffins, carnauba waxes, beeswaxes, candelilla waxes, ozokerites, ceresin, spermaceti, sunflower wax, fruit waxes such as, for example, apple wax or citrus wax, microwaxes of PE or PP.
  • Such waxes are available, for example, from Kahl & Co., Trittau.
  • the amount used is 0.1-10% by weight, based on the total agent, preferably 0.2-8% by weight and more preferably 0.4-5% by weight, based on the total agent.
  • the natural and synthetic cosmetic oil bodies (D4) which can increase the action of the active ingredient complex (A) according to the invention include, for example: vegetable oils.
  • vegetable oils examples include sunflower oil, olive oil, soybean oil, rapeseed oil, almond oil, jojoba oil, orange oil, wheat germ oil, peach kernel oil and the liquid portions of coconut oil.
  • triglyceride oils such as the liquid portions of beef tallow as well as synthetic triglyceride oils.
  • the compounds are available as commercial products 1, 3-di- (2-ethyl-hexyl) - cyclohexane (Cetiol ® S), and di-n-octyl ether (Cetiol ® OE) may be preferred.
  • Esteröle Under Esterölen are understood to be esters of C 6 - C 30 - fatty acids with C 2 - C 30 - fatty alcohols. The monoesters of the fatty acids with alcohols having 2 to 24 carbon atoms are preferred.
  • fatty acid components used in the esters are caproic, caprylic, 2-ethylhexanoic, capric, lauric, isotridecanoic, myristic, palmitic, palmitoleic, stearic, isostearic, oleic, elaidic, petroselic, linoleic, linolenic Behenic acid and erucic acid and their technical mixtures which are obtained, for example, in the pressure splitting of natural fats and oils, in the oxidation of aldehydes from Roelen's oxosynthesis or the dimerization of unsaturated fatty acids.
  • fatty alcohol components in the ester oils are isopropyl alcohol, caproic alcohol, capryl alcohol, 2-ethylhexyl alcohol, capric alcohol, lauryl alcohol, isotridecyl alcohol, myristyl alcohol, cetyl alcohol, palmoleyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, elaidyl alcohol, petroselinyl alcohol, linolyl alcohol, linolenyl alcohol, elaeostearyl alcohol, arachyl alcohol, Gadoleyl alcohol, behenyl alcohol, erucyl alcohol and brassidyl alcohol and their technical mixtures, for example, in the high-pressure hydrogenation of technical methyl esters based on fats and oils or aldehydes from the Roelen oxo synthesis and as a monomer fraction in the dimerization of unsaturated fatty alcohols incurred.
  • isopropyl myristate IPM Rilanit ®
  • isononanoic acid C16-18 alkyl ester Cetiol ® SN
  • 2-ethylhexyl palmitate Cegesoft ® 24
  • stearic acid-2-ethylhexyl ester Cetiol ® 868
  • cetyl oleate glycerol tricaprylate
  • Kokosfettalkohol- caprinatAcaprylat Cetiol ® LC
  • n-butyl stearate oleyl erucate
  • isopropyl palmitate Rosanit ® IPP
  • oleyl Oleate Cetiol ®
  • hexyl laurate Cetiol ® A
  • di-n-butyl adipate Cetiol ® B
  • Dicarboxylic acid esters such as di-n-butyl adipate, di- (2-ethylhexyl) adipate, di- (2-ethylhexyl) succinate and di-isotridecyl acelate
  • diol esters such as ethylene glycol dioleate, ethylene glycol diisotridecanoate, propylene glycol di (2- ethylhexanoate), propylene glycol diisostearate,
  • Fatty acid partial glycerides ie monoglycerides, diglycerides and their technical mixtures. With the use of technical products production reasons may still contain small amounts of triglycerides.
  • the partial glycerides preferably follow the formula (D4-I),
  • R 1 , R 2 and R 3 are each independently hydrogen or a linear or branched, saturated and / or unsaturated acyl radical having 6 to 22, preferably 12 to 18, carbon atoms, with the proviso that at least one of these groups represents a Acyl radical and at least one of these groups is hydrogen.
  • the sum (m + n + q) is O or numbers from 1 to 100, preferably O or 5 to 25.
  • R 1 is an acyl radical and R 2 and R 3 are hydrogen and the sum (m + n + q) is O.
  • Typical examples are mono- and / or diglycerides based on caproic, caprylic, 2-ethylhexanoic, capric, lauric, isotridecanoic, myristic, palmitic, palmitic, stearic, isostearic, oleic, elaidic, petroselic, linoleic, linolenic , Elaeostearic acid, arachidic acid, gadoleic acid, behenic acid and erucic acid and their technical mixtures.
  • oleic acid monoglycerides are used.
  • the amount used of natural and synthetic cosmetic oil bodies in the compositions according to the invention is usually 0.1 to 20% by weight, based on the total composition, preferably 0.2 to 10% by weight, and in particular 0.25 to 7.5% by weight .-%.
  • the agents according to the invention may contain emulsifiers (F).
  • Emulsifiers effect at the phase interface the formation of water- or oil-stable adsorption layers, which protect the dispersed droplets against coalescence and thus stabilize the emulsion.
  • Emulsifiers are therefore constructed like surfactants from a hydrophobic and a hydrophilic part of the molecule.
  • Hydrophilic emulsifiers preferably form O / W emulsions and hydrophobic emulsifiers preferably form W / O emulsions.
  • Under an emulsion is a droplet-like distribution (dispersion) of a To understand liquid in another liquid at the expense of energy to create stabilizing phase interfaces by means of surfactants.
  • the selection of these emulsifying surfactants or emulsifiers depends on the substances to be dispersed and the respective outer phase and the fineness of the emulsion.
  • Emulsifiers which can be used according to the invention are
  • alkyl (oligo) glucosides for example, the commercially available product ® Montanov 68,
  • Sterols are understood to mean a group of steroids which bind to C-atom 3 of the
  • Steroid scaffold carry a hydroxyl group and both from animal tissue
  • Zoosterins are cholesterol and lanosterol. Examples of suitable phytosterols are
  • glucose phospholipids e.g. as lecithins or phosphatidylcholines from e.g. Egg yolk or plant seeds (e.g., soybeans) are understood.
  • Fatty acid esters of sugars and sugar alcohols such as sorbitol
  • Polyglycerols and polyglycerol derivatives such as polyglycerol poly-12-hydroxystearate
  • Linear and branched fatty acids with 8 to 30 C atoms and their Na, K, ammonium,
  • the agents according to the invention preferably contain the emulsifiers in amounts of 0.1-25% by weight, in particular 0.5-15% by weight, based on the total agent.
  • compositions according to the invention may preferably contain at least one nonionogenic emulsifier having an HLB value of 8 to 18.
  • Nonionic emulsifiers having an HLB value of 10 to 15 may be particularly preferred according to the invention.
  • compositions according to the invention may also contain plant extracts (L).
  • extracts are produced by extraction of the whole plant. However, in individual cases it may also be preferred to prepare the extracts exclusively from flowers and / or leaves of the plant.
  • Especially suitable for the use according to the invention are the extracts of green tea, almond, aloe vera, coconut, mango, apricot, lime, wheat, kiwi and melon.
  • alcohols and mixtures thereof can be used as extraction agent for the preparation of said plant extracts water.
  • the alcohols are lower alcohols such as ethanol and isopropanol, but especially polyhydric alcohols such as ethylene glycol and propylene glycol, both as the sole extractant and in admixture with water, prefers.
  • Plant extracts based on water / propylene glycol in a ratio of 1:10 to 10: 1 have proven to be particularly suitable.
  • the plant extracts can be used according to the invention both in pure and in diluted form. If they are used in diluted form, they usually contain about 2 to 80 wt .-% of active substance and as a solvent used in their extraction agent or extractant mixture.
  • compositions according to the invention mixtures of several, especially two, different plant extracts.
  • compositions according to the invention contain penetration aids and / or swelling agents (M).
  • M penetration aids and / or swelling agents
  • M include, for example, urea and urea derivatives, guanidine and its derivatives, arginine and its derivatives, water glass, imidazole and its derivatives, histidine and its derivatives, benzyl alcohol, glycerol, glycol and glycol ethers, propylene glycol and propylene glycol ethers, for example propylene glycol monoethyl ether, carbonates, bicarbonates, Diols and triols, and in particular 1, 2-diols and 1,3-diols such as 1, 2-propanediol, 1, 2-pentanediol, 1,2-hexanediol, 1,2-dodecanediol, 1, 3-propanediol, 1 , 6-hexanediol, 1, 5-pentanediol, 1,
  • the hair treatment compositions according to the invention may contain silicone (s) in amounts of from 0.05 to 90% by weight, in each case based on the total composition.
  • silicone (s) usually only special products such as hair tip fluids contain high amounts of silicones, while other products such as shampoos, conditioners, hair treatments, etc. are more likely to contain amounts below 20 wt .-%.
  • the contents of silicone (s) are quite different.
  • compositions according to the invention are formulated as shampoos, particularly preferred hair treatment compositions according to the invention are characterized in that they contain silicone (s) in amounts of from 0.1 to 10% by weight, preferably from 0.25 to 5% by weight and in particular from 0 , 5 to 2.5 wt .-%, each based on the total agent included.
  • hair cleansing compositions according to the invention which comprise at least one silicone selected from:
  • 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;
  • Particularly preferred hair treatment compositions according to the invention are characterized in that they additionally contain at least one silicone of the formula 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.
  • the hair treatment agents preferred according to the invention contain a silicone of the above formula I. These silicones are designated according to the INCI nomenclature as DIMETICONE. In the context of the present invention, as the silicone of the formula I, the compounds are preferably:
  • compositions of the invention may be included in the compositions of the invention.
  • Preferred silicones according to invention have at 2O 0 C viscosities of 0.2 to 2 mmV 1, wherein silicones are particularly preferably having viscosities of 0.5 to 1 mmV. 1
  • Particularly preferred agents according to the invention contain one or more amino-functional silicones.
  • Such silicones may e.g. through the formula
  • R is a hydrocarbon or a hydrocarbon radical having from 1 to about 6 carbon atoms
  • Q is a polar radical of the general formula -R 1 HZ, wherein R 1 is a divalent connecting group attached to hydrogen and the Z is an organic, amino-functional radical containing at least one amino-functional group, carbon and hydrogen atoms, carbon, hydrogen and oxygen atoms or carbon, hydrogen and nitrogen atoms;
  • "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
  • "c” is a number in the range from about 1 to about 3
  • 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
  • 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, A-bromobutyl, 3,3,3-trifluoropropyl, chlorocyclohexyl, bromophenyl, chlorophenyl and the like, and sulfur-containing radicals such as mercaptoethyl, mercaptopropyl,
  • R 1 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) OCH 2 -, - (CH 2 J 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, wherein 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 ) Zz NX 2 or -NX 2 , wherein each X of X 2 is independently selected from the group consisting of hydrogen and alkyl groups of 1 to 12 carbon atoms, and zz is 0.
  • Q 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 R a Q b SiO ⁇ a is the formula 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
  • "c is a number in the range of about 1 to about 3.
  • ⁇ - Units of the R c Si0 ( ⁇ ) units 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
  • One or more silicones of the above formula may be used, then the various variable substituents in the above formula may be different for the various silicone components present in the silicone blend.
  • G is -H, a phenyl group, -OH, -O-CH 3 , -CH 3 , -O-CH 2 CH 3 , -CH 2 CH 3 , -O-
  • a is a number between O and 3, in particular O;
  • b is a number between 0 and 1, in particular 1,
  • n and n are numbers whose sum (m + n) is between 1 and 2,000, preferably between 50 and 150, where n is preferably from 0 to 1999 and especially from 49 to 149 and m is preferably from 1 to 2000, in particular from 1 to 10,
  • R ' is a monovalent radical selected from O -QN (R ") - CH 2 -CH 2 -N (R") 2 O -QN (R ") 2 O -QN + (R 11 J 3 A " o - QN + H (R 11 J 2 a 'o QN + H 2 (R 11 YES "o -QN (R 11 J-CH 2 -CH 2 -N + R 11 H 2 a", each Q is a chemical Bond, -CH 2 -, -CH 2 -CH 2 -, -CH 2 CH 2 CH 2 -, -C (CH 3 J 2 -, - CH 2 CH 2 CH 2 CH 2 -, -CH 2 C (CH 3 J 2 -, -CH (CH 3 ) CH 2 CH 2 -,
  • R " is identical or different radicals from the group -H 1 -phenyl, -benzyl, -CH 2 -CH (CH 3 ) Ph, the d.zo-alkyl radicals, preferably -CH 3 , -CH 2 CH 3 , -CH 2 CH 2 CH 3 , -CH (CH 3 ) 2 , -CH 2 CH 2 CH 2 H 3 , - CH 2 CH (CH 3 J 2 , -CH (CH 3 ) CH 2 CH 3 , -C (CH 3 J 3 , and A represents an anion, which is preferably selected from chloride, bromide, iodide or methosulfate.
  • Particularly preferred hair-treatment compositions according to the invention are characterized in that they contain at least one amino-functional silicone of the formula (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.
  • silicones are referred to as trimethylsilylamodimethicones according to the INCI declaration.
  • Hair-cleansing compositions according to the invention which contain at least one amino-functional silicone of the formula (IIb) are also particularly preferred.
  • n1 and n2 are numbers whose sum (m + n1 + n2) is between 1 and 2,000, preferably between 50 and 150 , where the sum (n1 + n2) preferably assumes values from 0 to 1999 and in particular from 49 to 149 and m preferably values from 1 to 2000, in particular from 1 to 10.
  • silicones are referred to as amodimethicones according to the INCI declaration.
  • hair-treatment compositions 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 ,
  • 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 compositions which are 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, especially preferably from 0.25 to 7.5% by weight and in particular from 0.5 to 5% by weight of amino-functional silicone (s).
  • the INCI CYCLOMETHICONE designated cyclic dimethicones are inventively used with preference.
  • hair treatment compositions according to the invention are preferred, the at least one silicone of the formula III
  • x is a number from 0 to 200, preferably from 0 to 10, more preferably from 0 to 7 and in particular 0, 1, 2, 3, 4, 5 or 6 stands.
  • the silicones described above have a backbone composed of -Si-O-Si units.
  • 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.
  • silicone-in-water emulsions which can be used according to the invention can be prepared by known processes, as disclosed, for example, in US Pat. No. 5,998,537 and EP 0 874 017 A1.
  • this preparation process comprises the emulsifying mixture of components, one of which contains at least one polysiloxane, the other of which contains at least one organosilicone material which reacts with the polysiloxane in a chain extension reaction, wherein at least one metal ion-containing catalyst for the chain extension reaction, at least one surfactant and water are present.
  • the chain extension reaction may also involve the reaction of a Si-OH group (e.g., a hydroxy-terminated polysiloxane) with an alkoxy group (e.g., alkoxysilanes, Silicates or alkoxysiloxanes) in the presence of a metal-containing catalyst to form polysiloxanes.
  • a Si-OH group e.g., a hydroxy-terminated polysiloxane
  • an alkoxy group e.g., alkoxysilanes, Silicates or alkoxysiloxanes
  • the polysiloxanes used in the chain extension reaction include a ss-linear polymer of the following structure:
  • each R independently represents a hydrocarbon radical having up to 20 carbon atoms, preferably having 1 to 6 carbon atoms, such as an alkyl group (for example, methyl, ethyl, propyl or butyl), an aryl group (for example, phenyl), or group required for the chain extension reaction ("reactive group", for example Si-bonded H atoms, aliphatically unsaturated groups such as vinyl, allyl or hexenyl, hydroxy, alkoxy, such as methoxy, ethoxy or propoxy, alkoxy-alkoxy, acetoxy, amino, etc.), with the proviso that on average one to two reactive groups are present per polymer, n is a positive number> 1.
  • n is numbers describing polysiloxanes having viscosities between 1 and 1,000,000 mm 2 / s, more preferably viscosities between 1,000 and 100,000 mm 2 / s.
  • the polysiloxanes may be branched to a low degree (for example, ⁇ 2 mol% of the siloxane units), but the polymers are substantially linear, more preferably completely linear.
  • the substituents R may in turn be substituted, for example with N-containing groups (for example amino groups), epoxy groups, S-containing groups, Si-containing groups, O-containing groups, etc.
  • N-containing groups for example amino groups
  • epoxy groups for example amino groups
  • S-containing groups for example amino groups
  • Si-containing groups for example O-containing groups
  • O-containing groups etc.
  • at least 80% of the radicals R are alkyl radicals, especially preferably methyl groups.
  • the organosilicone material that reacts with the polysiloxane in the chain extension reaction may be either a second polysiloxane or a molecule that acts as a chain extender.
  • the organosilicone material is a polysiloxane, it has the above-mentioned general structure. In these cases, one polysiloxane in the reaction has (at least) one reactive group, and a second polysiloxane has (at least) a second reactive group that reacts with the first.
  • the organosilicone material comprises a chain extending agent
  • this may be a material such as a silane, a siloxane (e.g. disiloxane or trisiloxane) or a Silazane.
  • a composition comprising a polysiloxane according to the above-described general structure having at least one Si-OH group can be chain extended by reacting with an alkoxysilane (for example, a dialkoxysilane or trialkoxysilane) in the presence of tin or titanium-containing catalysts is reacted.
  • an alkoxysilane for example, a dialkoxysilane or trialkoxysilane
  • the metal-containing catalysts in the chain extension reaction are usually specific for a particular reaction.
  • Such catalysts are known in the art and include, for example, metals such as platinum, rhodium, tin, titanium, copper, lead, etc.
  • a polysiloxane having at least one aliphatically unsaturated group, preferably an end group is reacted with an organosilicone material
  • a hydrosilylation catalyst which is a siloxane or polysiloxane having at least one (preferably terminal) Si-H group.
  • the polysiloxane has at least one aliphatically unsaturated group and satisfies the general formula given above in which R and n are as defined above, with an average of between 1 and 2 groups R having one aliphatically unsaturated group per polymer.
  • the organosilicone material having at least one Si-H group preferably has the above-mentioned structure, wherein R and n are as defined above and wherein, on average, between 1 and 2 groups R is hydrogen and n is 0 or a positive integer
  • This material may be a polymer or a low molecular weight material such as a siloxane (for example, a disiloxane or a trisiloxane).
  • a siloxane for example, a disiloxane or a trisiloxane
  • the polysiloxane having at least one aliphatic unsaturated group and the organosilicone material having at least one Si-H group react in the presence of a hydrosilylation catalyst.
  • a hydrosilylation catalyst include, for example, platinum and rhodium-containing materials.
  • the catalysts may take any known form, for example platinum or rhodium coated on support materials (such as silica gel or activated carbon) or other suitable compounds such as platinum chloride, salts of platinum or chloroplatinic acids.
  • Chloroplatinic acid either as a commercially available hexahydrate or in anhydrous form, is a preferred catalyst because of its good dispersibility in organosilicone systems and low color changes.
  • a polysiloxane having at least one Si-OH group, preferably an end group is added with an organosilicone material Reaction having at least one alkoxy group, preferably a siloxane having at least one Si-OR group or an alkoxysilane having at least two alkoxy groups.
  • the catalyst used is again a metal-containing catalyst.
  • organometallic compounds such as organotin salts, titanates or titanium chelates or complexes.
  • organometallic compounds such as organotin salts, titanates or titanium chelates or complexes.
  • organometallic compounds such as organotin salts, titanates or titanium chelates or complexes.
  • organometallic compounds such as organotin salts, titanates or titanium chelates or complexes.
  • organometallic compounds such as organotin salts, titanates or titanium chelates or complexes.
  • organometallic compounds such as organotin salts, titanates or titanium chelates or complexes.
  • examples include stannous octoate, dibutyltin dilaurate, dibutyltin diacetate, dimethyltin dineodecanoate, dibutyltin dimethoxide, isobutyltin triceroate, dimethyltin dibutyrate, dimethyltin dineo
  • silicone-in-water emulsions preferably contain at least one surfactant.
  • R 3 is -Si- [O-SiR 2 ] x - (CH 2 ) n - [O-SiR 2 ] y -O-SiR 3 (IV),
  • R is identical or different radicals from the group -H, -phenyl, -benzyl, -CH 2 -CH (CH 3 ) Ph, the C 1-20 -alkyl radicals, preferably -CH 3 , -CH 2 CH 3 , -CH 2 CH 2 CH 3 , -CH (CH 3 ) 2 , -CH 2 CH 2 CH 2 H 3 , -CH 2 CH (CH 3 ) 2 , -CH (CH 3 ) CH 2 CH 3 , - C (CH 3 J 3 , x and y stand for 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 in particular from 2, 3, 4, 5, 6.
  • the silicones are preferably water-soluble. Hair treatment compositions which are preferred according to the invention are characterized in that they contain at least one water-soluble silicone.
  • vitamins, provitamins or vitamin precursors are vitamins, provitamins or vitamin precursors. These are described below:
  • the group of substances called vitamin A includes retinol (vitamin A 1 ) and 3,4-didehydroretinol (vitamin A 2 ).
  • the ß-carotene is the provitamin of retinol.
  • vitamin A acid and its esters vitamin A aldehyde and vitamin A alcohol, as well as its esters, such as palmitate and acetate, come into consideration.
  • the agents according to the invention preferably contain the vitamin A component in amounts of 0.05-1% by weight, based on the total preparation.
  • the vitamin B group or the vitamin B complex include u. a. Vitamin Bi (thiamine)
  • Vitamin B 2 (riboflavin)
  • Vitamin B 3 the compounds nicotinic acid and nicotinamide (niacinamide) are often performed.
  • Preferred according to the invention is the nicotinic acid amide which is contained in the agents used according to the invention preferably in amounts of from 0.05 to 1% by weight, based on the total agent.
  • Vitamin B 5 pantothenic acid, panthenol and pantolactone. Panthenol and / or pantolactone are preferably used in the context of this group.
  • Derivatives of panthenol which can be used according to the invention are, in particular, the esters and ethers of panthenol and also cationically derivatized panthenols. Individual representatives are, for example, the panthenol triacetate, the panthenol monoethyl ether and its monoacetate and also the cationic panthenol derivatives disclosed in WO 92/13829.
  • the said compounds of the vitamin 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 agents according to the invention preferably in amounts of 0.1 to 3 wt .-%, based on the total agent. Use in the form of palmitic acid ester, glucosides or phosphates may be preferred. The use in combination with tocopherols may also be preferred.
  • Vitamin E tocopherols, especially ⁇ -tocopherol.
  • Tocopherol and its derivatives which include in particular the esters such as the acetate, the nicotinate, the phosphate and the succinate, are preferably present in the agents according to the invention in amounts of 0.05-1% by weight, based on the total agent.
  • Vitamin F is usually understood as meaning essential fatty acids, in particular linoleic acid, linolenic acid and arachidonic acid.
  • Vitamin H is the compound (3aS, 4S, 6aR) -2-oxohexahydrothienol [3,4-d] - imidazole-4-valeric acid, for which, however, the trivial name biotin has meanwhile prevailed.
  • Biotin is preferably present in the compositions according to the invention in amounts of from 0.0001 to 1.0% by weight, in particular in amounts of from 0.001 to 0.01% by weight.
  • hair treatment compositions according to the invention are preferred which contain vitamins, pro-vitamins and vitamin precursors, which are assigned to the groups A, B, C, E, F and H, preferred compositions containing said compounds in amounts of from 0.1 to 5% by weight. , preferably from 0.25 to 4 wt .-% and in particular from 0.5 to 2.5 wt .-%, each based on the total agent.
  • Agents which are particularly preferred according to the invention are further characterized in that they additionally comprise gel formers, preferably from the group consisting of cellulose and / or cellulose derivatives, in particular hydropoxyethylcellulose and / or the polyacrylates, and also poly (meth) acrylates, preferably in amounts of from 0.1 to 5% by weight. -%, particularly preferably from 0.5 to 2.5 wt .-%, each based on the total agent included.
  • gel formers preferably from the group consisting of cellulose and / or cellulose derivatives, in particular hydropoxyethylcellulose and / or the polyacrylates, and also poly (meth) acrylates, preferably in amounts of from 0.1 to 5% by weight. -%, particularly preferably from 0.5 to 2.5 wt .-%, each based on the total agent included.
  • Another object of the present invention is the use of mixtures of a) at least one copolymer A from
  • H 2 C C (CH 3 ) -COO- (CH 2 -CH 2 -O) n CH 2 - (CH 2 ) ⁇ i -CH 3I
  • Methacrylic acid and hydroxyethyl methacrylate and methyl methacrylate and butyl acrylate in temporary hair styling agents are, as already mentioned, hair gels, hair waxes, hair sprays, hair fixatives, etc ..
  • Another object of the present invention is the use of mixtures of a) at least one copolymer A from
  • H 2 C C (CH 3 ) -COO- (CH 2 -CH 2 -O) n CH 2 - (CH 2 ) m -CH 3)
  • Butyl acrylate to improve the moisture resistance and / or the hairstyle of hair treated with these mixtures.
  • Another object of the present invention is the use of agents according to the invention for improving the moisture resistance and / or the hairstyle of hair treated with these agents.
  • compositions were prepared (in% by weight) and evaluated by means of the "dip test.”
  • Hair strands (weight: 2 g, length 15 cm) were treated with the respective product (in each case 0.5 g) and 5 seconds immersed in 2O 0 C hot water. Thereafter, the tresses are horizontally suspended (nip width 1 cm, that is 19 free floating cm of the hair strand) and measured after 5 minutes, how far the lock of hair bends downward.
  • a low value indicates high water resistance, a high value low water resistance.
  • compositions of the invention have a significantly better water resistance than non-inventive agents.

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Abstract

L'invention concerne un agent de traitement capillaire présentant une grande résistance à l'eau contenant, par rapport audit agent, dans un véhicule acceptable cosmétiquement, de 0,1 à 12 % en poids d'au moins un copolymère A d'acide acrylique et/ou d'acide méthacrylique et/ou d'ester d'acide acrylique et/ou d'ester d'acide méthacrylique avec au moins un ester d'acide méthacrylique de formule H<SUB>2</SUB>C=C(CH<SUB>3</SUB>)-COO-(CH<SUB>2</SUB>-CH<SUB>2</SUB>-O)<SUB>n</SUB>CH<SUB>2</SUB>-(CH<SUB>2</SUB>)<SUB>m</SUB>-CH<SUB>3</SUB>, n pouvant prendre des valeurs comprises entre 14 et 24, de préférence entre 16 et 22, plus préférablement entre 18 et 21, et notamment 20 et m pouvant prendre des valeurs comprises entre 12 et 22, de préférence entre 14 et 20, plus préférablement entre 16 et 18, et notamment 16, et de 0,1 à 12 % en poids d'au moins un copolymère B d'acide méthacrylique, de méthacrylate d'hydroxyéthyle, de méthacrylate de méthyle et d'acrylate de butyle.
PCT/EP2006/010677 2005-12-02 2006-11-08 Agent de coiffage resistant a l’eau WO2007062731A1 (fr)

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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US10426979B2 (en) * 2011-09-15 2019-10-01 The Procter And Gamble Company Aerosol hairspray product for styling and/or shaping hair
US12128118B2 (en) 2021-07-29 2024-10-29 The Procter & Gamble Company Aerosol dispenser containing a hairspray composition and a nitrogen propellant

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Publication number Priority date Publication date Assignee Title
FR2924337A1 (fr) * 2007-11-30 2009-06-05 Oreal Composition de coiffage repositionnable comprenant au moins un copolymere (meth)acrylique et au moins une silicone.

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US4196190A (en) * 1976-07-19 1980-04-01 Rohm And Haas Company Acrylic hair setting resins having high resistance to moisture and rapid removability from the hair with shampoo
EP0705595A2 (fr) * 1994-10-03 1996-04-10 Rohm And Haas Company Composition pour la mise en forme des cheveux
EP1142554A1 (fr) * 1994-10-03 2001-10-10 Rohm And Haas Company Compositions de coiffage

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US4196190A (en) * 1976-07-19 1980-04-01 Rohm And Haas Company Acrylic hair setting resins having high resistance to moisture and rapid removability from the hair with shampoo
EP0705595A2 (fr) * 1994-10-03 1996-04-10 Rohm And Haas Company Composition pour la mise en forme des cheveux
EP1142554A1 (fr) * 1994-10-03 2001-10-10 Rohm And Haas Company Compositions de coiffage

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Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US10426979B2 (en) * 2011-09-15 2019-10-01 The Procter And Gamble Company Aerosol hairspray product for styling and/or shaping hair
US11311749B2 (en) 2011-09-15 2022-04-26 The Procter And Gamble Company Aerosol hairspray for styling and/or shaping hair
US12128118B2 (en) 2021-07-29 2024-10-29 The Procter & Gamble Company Aerosol dispenser containing a hairspray composition and a nitrogen propellant

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