EP2782644A2 - Produits de conditionnement capillaire - Google Patents

Produits de conditionnement capillaire

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Publication number
EP2782644A2
EP2782644A2 EP12772978.8A EP12772978A EP2782644A2 EP 2782644 A2 EP2782644 A2 EP 2782644A2 EP 12772978 A EP12772978 A EP 12772978A EP 2782644 A2 EP2782644 A2 EP 2782644A2
Authority
EP
European Patent Office
Prior art keywords
weight
group
polyquaternium
acid
hair
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP12772978.8A
Other languages
German (de)
English (en)
Inventor
Marcus KRÜGER
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Henkel AG and Co KGaA
Original Assignee
Henkel AG and Co KGaA
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Henkel AG and Co KGaA filed Critical Henkel AG and Co KGaA
Publication of EP2782644A2 publication Critical patent/EP2782644A2/fr
Withdrawn legal-status Critical Current

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Classifications

    • 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
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/41—Amines
    • A61K8/416—Quaternary ammonium compounds
    • 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
    • A61K8/35—Ketones, e.g. benzophenone
    • A61K8/355—Quinones
    • 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
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/46—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
    • A61K8/466—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur containing sulfonic acid derivatives; Salts
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/494—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
    • A61K8/4946—Imidazoles or their condensed derivatives, e.g. benzimidazoles
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/494—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
    • A61K8/4953—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom containing pyrimidine ring derivatives, e.g. minoxidil
    • 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
    • A61K8/67—Vitamins
    • A61K8/673—Vitamin B group
    • A61K8/675—Vitamin B3 or vitamin B3 active, e.g. nicotinamide, nicotinic acid, nicotinyl aldehyde
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/12—Preparations containing hair conditioners
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • 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
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/10—Preparations for permanently dyeing the hair

Definitions

  • the invention relates to hair treatment compositions containing selected esterquats with selected care substances and the use of these agents for the treatment of keratinic fibers.
  • Quaternary ammonium compounds of the mono-, di- and / or trialkylammonium type have been known for a long time.
  • a disadvantage of these compounds is their lack of biodegradability. Therefore, cationic compounds containing at least one ester group, the so-called ester quats, have been developed. These, however, show a sensation of being unpleasantly dull in terms of the feel and feel of wet skin and hair as well as the touch and feel of the rewashed skin or hair, which is also perceived as "squeaky” audible.
  • Cationic imidazolines are known to the person skilled in the art as a further class of cationic surfactants, for example from International Publication WO 2006/012930. However, the imidazolines are not able to convince in all properties expected of a hair care agent.
  • EP 951 898 B1 discloses hair conditioning agents which contain quaternary ammonium compound from the group of esterquats and at least one silicone compound.
  • Diesterquats i. quaternary ammonium compounds having two acyl radicals in the molecule are disclosed, for example, in EP 918 743.
  • WO 2004/093834 A1 discloses specific diesterquats which are based on diols instead of ethanolamines and have long-chain acyl radicals, which may optionally be bound to the diol groups via PEG or PPG groups.
  • a first object of the present invention is therefore a composition for the treatment of keratinic fibers, contained in a cosmetic carrier
  • At least one conditioner based on the weight of the total composition - in a total amount of these conditioners from 0.001 to 10 wt .-%, preferably 0.005 to 7.5 wt .-%, particularly preferably 0.01 to 5 wt .-% and in particular 0.05 to 2.5 wt .-% wherein the care substance (s) are selected from the group
  • Vitamins and vitamin precursors and / or
  • Hair treatment compositions for the purposes of the present invention are, for example, hair dyes, bleaching agents, hair shampoos, hair conditioners, conditioning shampoos, hair sprays, hair rinses, hair treatments, hair wraps, hair tonics, perming solutions, hair dye shampoos, hair dyes, hair fixatives, hair dressings, hair styling preparations, hair lotions , Mousse, hair gels, hair waxes or combinations thereof.
  • combing is understood according to the invention both the combability of the wet fiber, as well as the combability of the dry fiber.
  • the combing work or the force used during the combing process of a fiber collective.
  • the measurement parameters can be assessed by the skilled person or quantified by measuring devices.
  • the grip defines the tactility of a fiber collective, whereby the expert sensoryly senses and evaluates the parameters fullness and suppleness of the collective.
  • Shaping is understood to mean the ability to give a shape change to a group of previously treated keratin-containing fibers, in particular human hair. Hair cosmetics also speak of hair styling.
  • an oxidative cosmetic agent containing at least one oxidizing agent on hair in a cosmetic carrier is defined according to the invention.
  • Suitable cosmetic vehicles according to the invention are in particular O / W, W / O and W / O / W emulsions in the form of creams or gels or surfactant-containing foaming solutions, such as shampoos, foam aerosols or other preparations which are especially suitable for use are suitable on the hair.
  • the cosmetic carriers may in particular be aqueous or aqueous-alcoholic.
  • An aqueous cosmetic carrier contains at least 50% by weight of water.
  • aqueous-alcoholic cosmetic carriers include aqueous solutions containing 3 to 70% by weight of a C 1 -C 6 -alcohol, in particular methanol, ethanol or propanol, isopropanol, butanol, isobutanol, tert-butanol, n -Pentanol, iso-pentanols, n-hexanol, iso-hexanols, glycol, glycerol, 1, 2-pentanediol, 1, 5-pentanediol, 1, 2-hexanediol or 1,6-hexanediol to understand.
  • the compositions according to the invention may additionally contain further organic solvents, for example methoxybutanol, benzyl alcohol, ethyl diglycol or 1,2-propylene glycol. Preference is given to all water-soluble organic solvents.
  • compositions according to the invention contain at least one esterquat of the structure shown below (Tkat1-2):
  • radicals R1, R2 and R3 are each independently and may be the same or different.
  • the radicals R1, R2 and R3 mean:
  • branched or unbranched alkyl radical having 1 to 4 carbon atoms, in particular methyl, ethyl, propyl, iso-propyl, butyl, tert-butyl or isobutyl, particularly preferably methyl
  • the radical - (X - R4) is contained at least once and at most twice, more preferably twice.
  • R6 is a saturated or unsaturated, branched or unbranched or cyclic saturated or unsaturated alkyl radical having 6 to 30 carbon atoms, which may contain at least one hydroxy group, preferably a saturated, branched or unbranched alkyl radical with 12th to 30 carbon atoms, more preferably a saturated unbranched alkyl radical having 12 to 30, more preferably 12 to 24 carbon atoms,
  • A is a physiologically acceptable organic or inorganic anion.
  • the anion of all described cationic compounds is selected from the halide ions, fluoride, chloride, bromide, iodide, sulfates of the general formula RSO 3 " , wherein R has the meaning of saturated or unsaturated alkyl radicals having 1 to 4 carbon atoms, or anionic radicals of organic acids such as Maleate, fumarate, oxalate, tartrate, citrate, lactate or acetate.
  • Preferred raw materials have a methyl group for R 1 and R 2 and have two groups -X-R 4 in which -X-R 4 -X- for each of ethylene and R 4 for lauroyl, myristoyl, palmitoyl, stearoyl, arachidoyl, behenoyl and A for chloride or Methosulfate stands.
  • Preferred compounds thus bear the INCI names Dilauroyl Dimonium Chloride, Dimyristoyl Dimonium Chloride, Dipalmitoyl Dimonium Chloride, Distearoyl Dimonium Chloride, Diarachidoyl Dimonium Chloride and Dibehenoyl Dimonium Chloride or respectively Methosulfate.
  • a most preferred raw material with this structure is commercially available under the name Varisoft® EQ 65.
  • the esterquats of the formula (Tkat1-2) are present in the compositions according to the invention in amounts of from 0.01 to 20% by weight, preferably in amounts of from 0.01 to 10% by weight and very particularly preferably in amounts of from 0.1 to 7 , 5% by weight. The very best results are obtained with amounts of from 0.1 to 5% by weight, based in each case on the total composition of the particular agent.
  • Hair treatment compositions according to the invention are characterized in that they contain at least one care substance b) in a total amount of from 0.001 to 10% by weight, preferably from 0.005 to 7.5% by weight, particularly preferably from 0.01 to 5% by weight and in particular 0 , 05 to 2.5 wt .-%, - each based on the total weight of the composition -rarei the care substance (s) are selected from the group
  • Vitamins and vitamin precursors and / or
  • 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.
  • the L-carnitine compounds mentioned are available, for example, from Lonza GmbH (Wuppertal, Germany).
  • Preferred hair treatment compositions according to the invention are characterized in that they contain from -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.
  • 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).
  • 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 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 inventive compositions preferably in amounts of 0, 1 to 3 wt .-%, based on the total agent. Use in the form of palmitic acid ester, glucosides or phosphates may be preferred. The use in combination with tocopherols may also be preferred.
  • Vitamin E tocopherols, especially ⁇ -tocopherol.
  • Tocopherol and its derivatives which include in particular the esters such as the acetate, the nicotinate, the phosphate and the succinate, are preferably present in the agents according to the invention in amounts of 0.05-1% by weight, based on the total agent.
  • Vitamin F is usually understood as meaning essential fatty acids, in particular linoleic acid, linolenic acid and arachidonic acid.
  • Vitamin H 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 (d-Ce) -alkylene group, or a (C 1 -C 6) -acyl radical, preferred radicals being selected independently of one another from -H, -CH 3 , -CH 2 CH 3 , - (CH 2) 2 CH 2 , -CH (CH 3 ) 2, - (CH 2) 3 CH 3 , -CH (CH 3 ) CH 2 CH 3 , -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 , - (CH 2 ) 3 CH 3 ,
  • n stands for values from 1 to 20, preferably from 2 to 15 and in particular for 5, 6, 7, 8, 9, 10.
  • Particularly preferred hair treatment compositions according to the invention are characterized in that they contain as care substance - based on their weight - 0.0001 to 1 wt .-%, preferably 0.001 to 0.5 wt .-% and particularly preferably 0.005 to 0, 1 wt .-% containing at least one ubiquinone and / or at least one ubiquinol and / or at least one derivative of these substances, preferred agents containing a ubiquinone of the formula (Ubi)
  • n 6, 7, 8, 9 or 10, particularly preferably 10 (coenzyme Q10).
  • the agents according to the invention may also contain plastoquinones.
  • plastoquinones are preferred according to the invention.
  • 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. The highly water-binding low molecular weight organic compound occurs in halophilic bacteria and allows these extremophilic organisms to survive under stress conditions.
  • 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.
  • S -2-methyl-1, 4,5,6-tetrahydro-4-pyrimidinecarboxylic acid
  • hydroxyectoine hydroxyectoine
  • 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 corresponding 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.
  • inventively preferred cosmetic agents 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 from 0.01 to 0.1% by weight of purine (s) and / or purine derivative (s).
  • hair treatment compositions preferred according to the invention are characterized in that they contain, as a care substance, based on their weight, from 0.001 to 2.5% by weight, preferably from 0.0025 to 1% by weight, particularly preferably from 0.005 to 0.5% by weight and in particular from 0.01 to 0, 1 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 are preferred as a care substance because of their particularly intense action.
  • 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 anthocyanins (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 (3-methylguanidinoacetic acid) 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 preparation that is approved worldwide and has been proven in many studies to be effective and tolerable. Propecia causes less DHT to form 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, however, Minoxidil is only up soluble to 5%. 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, i. 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.
  • 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 compositions according to the invention contain 0, 1 to 20% by weight of at least one cosmetic oil.
  • these oil bodies have a melting point less than 50 ° C, more preferably less than 45 ° C, most preferably less than 40 ° C, most preferably less than 35 ° C and most preferably the cosmetic oils at a temperature less than 30 ° C flowable.
  • preferred cosmetic oils are defined and described in more detail.
  • the natural and synthetic cosmetic oils include, for example:
  • oils examples include sunflower oil, olive oil, soybean oil, rapeseed oil, almond oil, jojoba oil, orange oil, wheat germ oil, peach kernel oil and the liquid portions of coconut oil. Also suitable, however, are other triglyceride oils such as the liquid portions of beef tallow as well as synthetic triglyceride oils.
  • the compounds are available as commercial products 1, 3-di- (2-ethyl-hexyl) - cyclohexane (Cetiol ® S), and di-n-octyl ether (Cetiol ® OE) may be preferred.
  • Silicones are preferably from the groups of dimethicones and / or the Cylomethicone and / or the Amodimethicone and / or the Dimethiconole and / or the trisiloxanes.
  • Ester oils are to be understood as meaning the esters of C 6 - C 30 fatty acids with C 2 - C 30 fatty alcohols.
  • the monoesters of the fatty acids are preferably alcohols having 2 to 24 C Atoms.
  • Examples of fatty acid components used in the esters are caproic acid, caprylic acid, 2-ethylhexanoic acid, capric acid, lauric acid, isotridecanoic acid, myristic acid, palmitic acid, palmitoleic acid, stearic acid, isostearic acid, oleic acid, elaidic acid, petroselinic acid, linoleic acid, linolenic acid, elaeostearic acid, arachidic acid, gadoleic acid , Behenic acid and erucic acid and their technical mixtures.
  • fatty alcohol components in the ester oils are isopropyl alcohol, caproic alcohol, capryl alcohol, 2-ethylhexyl alcohol, capric alcohol, lauryl alcohol, isotridecyl alcohol, myristyl alcohol, cetyl alcohol, palmoleyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, elaidyl alcohol, petroselinyl alcohol, linolyl alcohol, linolenyl alcohol, elaeostearyl alcohol, arachyl alcohol, gadoleyl alcohol, Behenyl alcohol, erucyl alcohol and brassidyl alcohol and their technical mixtures.
  • isopropyl myristate IPM Rilanit ®
  • isononanoic acid C16-18 alkyl ester Cetiol ® SN
  • 2-ethylhexyl palmitate Cegesoft ® 24
  • stearic acid-2-ethylhexyl ester Cetiol ® 868
  • cetyl oleate glycerol tricaprylate
  • Kokosfettalkohol- caprinatV caprylate (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, R 2 and R 3 independently of one another represent 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 an acyl radical and at least one of these groups is hydrogen.
  • the sum (m + n + q) is 0 or numbers from 1 to 100, preferably 0 or 5 to 25.
  • Preferred R is an acyl radical and R 2 and R 3 are hydrogen and the sum (m + n + q) is 0.
  • Typical examples are mono- and / or diglycerides based on caproic acid, caprylic acid, 2-ethylhexanoic acid, capric acid, lauric acid, Isotridecanoic, myristic, palmitic, palmitic, stearic, isostearic, oleic, elaidic, petroselic, linoleic, linolenic, elaeostearic, arachidic, gadoleic, behenic and erucic acids and their technical mixtures.
  • oleic acid monoglycerides are used.
  • Natural oils include, for example, amaranth seed oil, apricot kernel oil, argan oil, avocado oil, babassu oil, cottonseed oil, borage seed oil, camelina oil, thistle oil, peanut oil, pomegranate seed oil, grapefruit seed oil, hemp oil, hazelnut oil, elderflower seed oil, currant seed oil, jojoba oil, cocoa butter, linseed oil, macadamia nut oil, corn oil, almond oil, marula oil , Evening primrose oil, olive oil, palm oil, rapeseed oil, rice oil, sea buckthorn fruit oil, sea buckthorn seed oil, sesame oil, shea butter, soybean oil, sunflower oil, grapeseed oil, walnut oil or wild rose oil.
  • Preferred natural oils contain at least the fatty acids palmitic acid, stearic acid and linoleic acid.
  • Particularly preferred natural oils contain the fatty acids palmitic acid, stearic acid and linoleic acid in a total amount of at least 50% by weight of the fatty acids.
  • Very particularly preferred oils are furthermore distinguished by an additional content of squalene.
  • Highly preferred natural oils and their mixtures also have a content of linolenic acids.
  • the teaching of the invention also includes that at least two natural oils can be mixed together.
  • Preferred blends of the natural oils are amaranth seed oil with at least one sea buckthorn oil, shea butter amaranth seed oil, camellina oil amaranth seed oil, amaranth seed oil with olive oil, amaranth seed oil with macadamia nut oil, olive oil with at least one sea buckthorn oil, camelina olive oil, shea butter olive oil, macadamia nut oil and at least one sea buckthorn oil, macadamia nut oil shea butter.
  • Argan oil is one of the most preferred natural oils. Another preferred natural oil is Amaranth seed oil.
  • a suitable oil according to the invention is available, for example, under the trade name "Amaranth Seed Oil” from the company Euro Ingredients Shea butter is another example of the natural oils.
  • preferred hair treatment compositions according to the invention are characterized in that they contain 0.15 to 15% by weight, preferably 0.2 to 10% by weight, more preferably 0.25 to 7.5% by weight, even more preferably 0, 5 to 5 wt .-% and in particular 0.75 to 2.5 wt .-% of at least one vegetable oil from the group amaranth seed oil, apricot kernel oil, argan oil, avocado oil, Babassuöl, cottonseed oil, borage seed oil, camelina oil, thistle oil, peanut oil, pomegranate seed oil, grapefruit seed oil , Hemp oil, hazelnut oil, elderberry seed oil, currant seed oil, jojoba oil, cocoa butter, linseed oil, macadamia nut oil, corn oil, almond oil, marula oil, evening primrose oil, olive oil, palm oil, rapeseed oil, rice oil, sea buckthorn pulp oil, Sea buckthorn seed oil, sesame oil, shea butter, soybean oil, sunflower oil
  • a further preferred group of cosmetic oils are the Esteröle is.
  • isopropyl myristate IPM Rilanit ®
  • isononanoic acid C16-18 alkyl ester Cetiol ® SN
  • 2-ethylhexyl palmitate Cegesoft ® 24
  • stearic acid-2-ethylhexyl ester Cetiol ® 868
  • cetyl oleate glycerol tricaprylate, cocofatty alcohol caprate / caprylate (Cetiol ® LC), n-butyl stearate, oleyl erucate (Cetiol ® J 600), isopropyl palmitate (Rilanit ® IPP), oleyl Oleate (Cetiol ®), lauric acid hexyl ester (Cetiol ® A), di-n-butyl adipate (Cet
  • preferred hair treatment compositions according to the invention are characterized in that they contain 0.15 to 15% by weight, preferably 0.2 to 10% by weight, more preferably 0.25 to 7.5% by weight, even more preferably 0, 5 to 5% by weight and in particular 0.75 to 2.5% by weight of at least one ester of acids from the group of caproic acid, caprylic acid, 2-ethylhexanoic acid, capric acid, lauric acid, isotridecanoic acid, myristic acid, palmitic acid, palmitoleic acid, Stearic acid, isostearic acid, oleic acid, elaidic acid, petroselinic acid, linoleic acid, elaeostearic acid, arachidic acid, gadoleic acid, behenic acid and erucic acid and technical mixtures thereof with at least one alkosol selected from the group consisting of isopropyl alcohol, caproic alcohol, caprylic alcohol, 2-ethylhexyl alcohol,
  • preferred cosmetic oils are symmetrical, unsymmetrical or cyclic esters of carbonic acid with fatty alcohols.
  • preferred hair treatment compositions according to the invention are characterized in that they contain 0.15 to 15% by weight, preferably 0.2 to 10% by weight, more preferably 0.25 to 7.5% by weight, even more preferably 0, 5 to 5 wt .-% and in particular 0.75 to 2.5 wt .-% of at least one ester of carbonic acid from the group glycerol carbonate and / or dicaprylyl carbonate.
  • the silicones preferably originate from the groups of dimethicones and / or the cyclomethicones and / or the amodimethicones and / or the dimethiconols and / or the trisiloxanes.
  • Dimethicones may be both linear and branched as well as cyclic or cyclic and branched.
  • Linear dimethicones can be represented by the following structural formula (Sil):
  • the radicals R and R are each independently hydrogen, a methyl radical, a C2 to C30 linear, saturated or unsaturated hydrocarbon radical, a phenyl radical and / or an aryl radical.
  • the groups represented by R and R 2 include alkyl groups such as methyl, ethyl, propyl, isopropyl, butyl, isobutyl, pentyl, isopentyl, neopentyl, 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-bromo
  • 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) 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 -.
  • R and R 2 are methyl, phenyl and C 2 to C 22 alkyl radicals. Of the C2 to C22 alkyl radicals, lauryl, stearyl and behenyl radicals are particularly preferred.
  • the numbers x, y and z are integers and each run independently from 0 to 50,000.
  • the molecular weights of the dimethicones are between 1000 D and 10,000,000 D.
  • the viscosities are between 100 and 10,000,000 cPs measured at 25 ° C. with the aid of a glass capillary viscometer according to the Dow Corning Corporate Test Method CTM 0004 of 20 July 1970. Preferred viscosities are between 1,000 and 5,000,000 cPs, most preferred viscosities are between 10,000 and 3,000,000 cps.
  • the most preferred range is between 50,000 and 2,000,000 cps. Most preferred are viscosities around the range of about 60,000 cps.
  • the word "about” defines a deviation from the stated value following the word “about” which is customary in the art for technically manufactured products. As an example, reference is made to the product "Dow Corning 200 with 60000 cSt".
  • the teaching of the invention also includes that the dimethicones may already be present as an emulsion.
  • the droplet size of the emulsified particles is according to the invention 0.01 ⁇ to 10000 ⁇ , preferably 0.01 to 100 ⁇ , completely particularly preferably 0.01 to 20 [im and most preferably 0.01 to 10 ⁇ .
  • the particle size is determined by the method of light scattering.
  • Particularly preferred hair treatment compositions according to the invention are characterized in that they contain at least one silicone of the formula (Sil .2)
  • x is a number from 0 to 100, preferably from 0 to 50, more preferably from 0 to 20 and in particular 0 to 10.
  • the dimethicones (sil) are preferably present in the compositions according to the invention in amounts of from 0.01 to 10% by weight, preferably from 0.01 to 8% by weight, particularly preferably from 0.1 to 7.5% by weight and in particular 0.1 to 5 wt.% Based on the total composition.
  • Particularly preferred agents according to the invention contain one or more amino-functional silicones.
  • Such silicones may e.g. by the formula (Si-2)
  • R is a hydrocarbon or a hydrocarbon radical having from 1 to about 6
  • Q is a polar radical of the general formula -R HZ
  • R is a divalent linking group bonded to hydrogen and the radical Z composed of carbon and hydrogen atoms, carbon, hydrogen and oxygen atoms or carbon, hydrogen and nitrogen atoms, and
  • Z is an organic, amino-functional group containing at least one amino-functional group
  • b takes values in the range of about 1 to about 3,
  • a + b is less than or equal to 3
  • c is a number in the range of about 1 to about 3, and
  • x is a number ranging from 1 to about 2,000, preferably from about 3 to about 50, and most preferably from about 3 to about 25, and
  • y is a number in the range of from about 20 to about 10,000, preferably from about 125 to about
  • M is a suitable silicone end group, as is known in the art, preferably trimethylsiloxy.
  • Non-limiting examples of the groups represented by R in formula (Si-2) 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, 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, mercapto
  • 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) 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 according to formula (Si-2) an organic, amino-functional radical containing at least one functional amino group.
  • a possible formula for said Z is NH (CH 2 ) Z NH 2 , where z is an integer greater than or equal to 1.
  • Another possible formula for said Z is -NH (CH 2 ) Z (CH 2 ) ZZ NH, wherein both z and zz independently of one another are an integer greater than or equal to 1, this structure comprising diamino ring structures, such as piperazinyl.
  • Said Z is most preferably an -NHCH 2 CH 2 NH 2 radical.
  • Z is - N (CH 2 ) Z (CH 2 ) ZZ NX 2 or -NX 2 , wherein each X of X 2 is independently selected from the group consisting of hydrogen and alkyl groups of 1 to 12 carbon atoms, and zz is 0.
  • Q according to formula (Si-2) is most preferably a polar amino-functional radical of formula - CH 2 CH 2 CH 2 NH 2 CH 2 CH 2 NH 2 .
  • ⁇ assumes values in the range of 0 to 2
  • b takes values in the range of 2 to 3
  • a + b is less than or equal to 3
  • c is a number in the range of 1 to 3.
  • the molar ratio of the R a Q b SiO ( 4- a - b ) / 2 units to the R c SiO (4 C) / 2 units in formula (Si-2) is in the range of about 1: From 2 to 1: 65, preferably from about 1: 5 to about 1:65, and most preferably from about 1:15 to about 1: 20. If one or more of the above formula (Si-2) silicones are used then the various variable substituents in the above formula may be different for the various silicone components present in the silicone blend.
  • Preferred hair treatment compositions according to the invention contain an amino-functional silicone of the formula (Si-3)
  • G is -H, phenyl, -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 stands for 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 from 0 to 1999 and in particular from 49 to 149 and m preferably assumes values from 1 to 2000, in particular from 1 to 10,
  • 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 " is identical or different radicals from the group -H, -phenyl, -benzyl, -CH 2 -CH (CH 3 ) Ph, the Ci. 20 -alkyl radicals, preferably -CH 3 , -CH 2 CH 3 , -CH 2 CH 2 CH 3 , -CH (CH 3 ) 2 , -CH 2 CH 2 CH 2 CH 3 , -CH 2 CH (CH 3 ) 2 , -CH (CH 3 ) CH 2 CH 3 , -C (CH 3 ) 3 , and A represents an anion, which is preferably selected from chloride, bromide, iodide or methosulfate.
  • Cationic silicone oils are suitable according to the invention, for example the commercially available Dow Corning 929 emulsion (containing a hydroxylamino-modified silicone which is referred to as amodimethicone), DC 2-2078 (manufacturer Dow Corning, INCI name: Aminopropyl Phenyl Trimethicone), DC 5-71 13 (manufacturer Dow Corning, INCI name: Silicone Quaternium 16), SM-2059 (manufacturer: General Electric), SLM-55067 (manufacturer: Wacker) and Abil ® Quat 3270 and 3272 (manufacturer: Th. Goldschmidt; diquaternary polydimethylsiloxanes, quaternium-80).
  • Dow Corning 929 emulsion containing a hydroxylamino-modified silicone which is referred to as amodimethicone
  • DC 2-2078 manufactured by Dow Corning 929 emulsion
  • INCI name Aminopropy
  • Particularly preferred agents according to the invention are characterized in that they contain at least one amino-functional silicone of the formula (Si 3-a)
  • n and n are numbers whose sum (m + n) is between 1 and 2000, preferably between 50 and 150, where n preferably values of 0 to 1999 and in particular of 49 to 149 and m preferably values of 1 to 2000 , in particular from 1 to 10 assumes.
  • silicones are referred to as trimethylsilylamodimethicones according to the INCI declaration and are available, for example, under the name Q2-7224 (manufacturer: Dow Corning, a stabilized trimethylsilylamodimethicone).
  • compositions according to the invention which contain at least one amino-functional silicone of the formula (Si-3b) R- [Si (CH3) 2-0] n1 [Si (R ') - 0] m - [Si (CH 3) 2-0] n2 SiMe 2 R (Si-3b),
  • R is -OH, a (optionally ethoxylated and / or propoxylated) (Ci to C 20 ) -
  • R ' is -OH, a (Ci to C 20 ) -alkoxy group or a -CH 3 -group and
  • n1 and n2 are numbers whose sum (m + n1 + n2) is between 1 and 2000, preferably between 50 and 150, the sum (n1 + n2) preferably having values from 0 to 1999 and in particular from 49 to 149 and m preferably values of
  • silicones are according to the INCI declaration as Amodimethicone, or as functionalized Amodimethicone, such as bis (C13-15 alkoxy) PG Amodimethicone (for example, as a commercial product: DC 8500 from Dow Corning available), trideceth-9 PG-amodimethicones (for example as a commercial product Silcare Silicone SEA available from Clariant).
  • amino-functional silicones preference is given to cosmetic or dermatological preparations 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 is.
  • the amine number stands for the milliequivalents of amine per gram of the amino-functional silicone. It can be determined by titration and also expressed in mg KOH / g.
  • Hair treatment agents preferred according to the invention are characterized in that, based on their weight, they contain 0.01 to 10% by weight, preferably 0.1 to 8% by weight, particularly preferably 0.25 to 7.5% by weight and in particular 0, 5 to 5 wt.% Amino-functional silicone (s) included.
  • the compositions of the invention may also contain at least one polyammonium-polysiloxane compound.
  • the polyammonium-polysiloxane compounds may be obtained for example under the trade name Baysilone® ® GE Bayer Silicones.
  • the products with the names Baysilone TP 391 1, SME 253 and SFE 839 are preferred. Very particular preference is given to the use of Baysilone TP 391 1 as the active component of the compositions according to the invention.
  • the polyammonium-polysiloxane compounds are preferably present in the compositions according to the invention in an amount of from 0.01 to 10% by weight, preferably from 0.01 to 7.5, particularly preferably from 0.01 to 5.0% by weight, with very particular preference from 0.05 to 2.5 wt.% Each used in relation to the total composition.
  • cyclic dimethicones designated as cyclomethicones according to INCI are also preferably used according to the invention.
  • hair treatment compositions according to the invention are preferred which contain at least one silicone of the formula (Si-4)
  • x is a number from 3 to 200, preferably from 3 to 10, more preferably from 3 to 7 and in particular 3, 4, 5 or 6 stands.
  • 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.
  • Agents which are likewise preferred according to the invention are characterized in that they contain at least one silicone of the formula (Si-5)
  • R is identical or different radicals from the group -H, -phenyl, -benzyl, -CH 2 -CH (CH 3 ) Ph, the Ci -2 o-alkyl radicals, preferably -CH 3 , -CH 2 CH 3 , -CH 2 CH 2 CH 3 , -CH (CH 3 ) 2 , -CH 2 CH 2 CH 2 H 3 , -CH 2 CH (CH 3 ) 2 , -CH (CH 3 ) CH 2 CH 3 , - C (CH 3 ) 3 , x and y are 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, stand and n is a number from 0 to 10, preferably from 1 to 8 and in particular from 2, 3, 4, 5, 6.
  • silicones in addition to the dimethicones, dimethiconols, amodimethicones and / or cyclomethicones, water-soluble silicones can be present in the compositions according to the invention.
  • Corresponding hydrophilic silicones are selected, for example, from the compounds of the formulas (Si-6) and / or (Si-7).
  • Particularly preferred water-soluble silicone-based surfactants are selected from the group of dimethicone copolyols which are preferably alkoxylated, in particular polyethoxylated or polypropoxylated.
  • Dimethicone copolyols are understood according to the invention as meaning preferably polyoxyalkylene-modified dimethylpolysiloxanes of the general formulas (Si-6) or (Si-7):
  • the radical R represents a hydrogen atom, an alkyl group having 1 to 12 C atoms, an alkoxy group having 1 to 12 C atoms or a hydroxyl group,
  • radicals R 'and R denote alkyl groups having 1 to 12 C atoms
  • x is an integer from 1 to 100, preferably from 20 to 30,
  • y is an integer from 1 to 20, preferably from 2 to 10 and
  • a and b are integers from 0 to 50, preferably from 10 to 30.
  • dimethicone copolyols according to the invention are, for example, the products sold commercially under the trade name SILWET (Union Carbide Corporation) and DOW CORNING (Dow). Dimethicone copolyols particularly preferred according to the invention are Dow Corning 190 and Dow Corning 193 (Dow).
  • the dimethicone copolyols are preferably present in the compositions according to the invention in amounts of from 0.01 to 10% by weight, preferably from 0.01 to 8% by weight, particularly preferably from 0.1 to 7.5% by weight and in particular from 0.1 to 5% by weight % of dimethicone copolyol by composition.
  • Dimethiconole (Si8) understood. Dimethiconols form a further group of silicones which are particularly preferred according to the invention.
  • the dimethiconols according to the invention can be both linear and branched as well as cyclic or cyclic and branched. Linear dimethiconols can be represented by the following structural formula (Si8-I):
  • Branched dimethiconols can be represented by the structural formula (Si8 - II):
  • the radicals R and R 2 are each independently hydrogen, a methyl radical, a C 2 to C 30 linear, saturated or unsaturated hydrocarbon radical, a phenyl radical and / or an aryl radical.
  • Non-limiting examples of the radicals represented by R and R 2 include alkyl radicals such as methyl, ethyl, propyl, isopropyl, butyl, isobutyl, pentyl, isopentyl, Neopentyl, 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,
  • R examples include methylene, ethylene, propylene, hexamethylene, decamethylene, -CH 2 CH (CI-l 3) Cl-12, 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 -.
  • R and R 2 are methyl, phenyl and C 2 to C 22 alkyl radicals. Of the C2 to C22 alkyl radicals, lauryl, stearyl and behenyl radicals are particularly preferred.
  • the numbers x, y and z are integers and each run independently from 0 to 50,000.
  • the molecular weights of the dimethiconols are between 1000 D and 10,000,000 D.
  • the viscosities are between 100 and 10,000,000 cPs measured at 25 ° C. with the aid of a glass capillary viscometer according to the Dow Corning Corporate Test Method CTM 0004 of 20 July 1970.
  • Preferred viscosities are between 1,000 and 5,000,000 cPs, most preferred viscosities are between 10,000 and 3,000,000 cps. The most preferred range is between 50,000 and 2,000,000 cps.
  • the droplet size of the emulsified particles according to the invention 0.01 .mu.m to 10000 ⁇ , preferably 0.01 to 100 ⁇ , most preferably 0.01 to 20 ⁇ and most preferably 0.01 to 10 ⁇ .
  • the particle size is determined by the method of light scattering.
  • Examples of such products include the following commercial products: Dow Coming 1-1254 Fluid, Dow Corning 2-9023 Fluid, Dow Corning 2-9026 Fluid, X-21-5619 (Shin-Etsu Chemical Co.), Abil OSW 5 (U.S. Degussa Care Specialties), ACC DL-9430 Emulsion (Taylor Chemical Company), Dow Corning 1401 Fluid, Dow Corning 1403 Fluid, Dow Corning 1501 Fluid, Dow Corning 1784 HVF Emulsion, Dow Corning 9546 Silicone Elastomer Blend (all of the aforementioned Dow Corning Corporation ), Silsoft 148, Silsoft E-50, Silsoft E-623 (all previously mentioned Crompton Corporation), SM555, SM2725, SM2765, SM2785 (all aforementioned GE Silicones), Wacker-Belsil CM 1000, Wacker-Belsil CM 3092, Wacker -Belsil CM 5040, Wacker-Belsil DM 3096, Wacker-Belsil DM 31 12 VP,
  • the dimethiconols (Si8) are preferably present in the compositions according to the invention in amounts of from 0.01 to 10% by weight, preferably from 0.01 to 8% by weight, particularly preferably from 0.1 to 7.5% by weight and in particular 0.1 to 5% by weight of dimethiconol based on the composition. If a mixture of at least two silicones is used, this mixture is in the inventive compositions in amounts of 0.01 to 10 wt.%, Preferably 0.01 to 8 wt.%, Particularly preferably 0.1 to 7.5 wt .% And in particular 0, 1 to 5 wt.% Of silicone mixture based on the composition.
  • preferred hair treatment compositions according to the invention are characterized in that they contain 0.15 to 15% by weight, preferably 0.2 to 10% by weight, more preferably 0.25 to 7.5% by weight, even more preferably 0, 5 to 5 wt .-% and in particular 0.75 to 2.5% by weight of at least one silicone from the groups of dimethicones and / or the Cylomethicone and / or the Amodimethicone and / or Dimethiconole and / or trisiloxanes.
  • the agents according to the invention may with particular preference contain one or more amino acids.
  • Preferred agents according to the invention contain one or more amino acids in narrower quantitative ranges.
  • preferred hair treatment compositions are characterized in that they as care substance - based on their weight - 0.01 to 5 wt .-%, preferably 0.02 to 2.5 wt .-%, particularly preferably 0.05 to 1, 5 Wt .-%, more preferably 0.075 to 1 wt .-% and in particular 0.1 to 0.25 wt .-% amino acid (s), preferably from the group of glycine and / or alanine and / or valine and / or lysine and / or leucine and / or threonine.
  • the agents according to the invention may contain at least one carbohydrate from the group of monosaccharides, disaccharides and / or oligosaccharides.
  • preferred hair treatment compositions according to the invention characterized in that they are used as care substance - based on their weight - 0.01 to 5 wt .-%, preferably 0.05 to 4.5 wt .-%, particularly preferably 0.1 to 4 wt. -%, more preferably 0.5 to 3.5 wt .-% and in particular 0.75 to 2.5 wt .-% carbohydrate (s) selected from monosaccharides, disaccharides and / or oligosaccharides 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).
  • 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-sul
  • Preferred agents according to the invention contain one or more amino acids in a narrower range
  • 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 to 15% by weight and in particular from 0 to 15% by weight , 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.
  • 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.
  • a particularly preferred group of ingredients are the surfactants.
  • surfactants from the individual groups may vary, with anionic surfactant (s) being used in cleansing formulations (in particular in US Pat
  • 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 C12 / 14 or Ci2 / i8 coconut fatty acid, lauric acid, myristic acid, palmitic acid and / or stearic acid, especially sodium N-cocoyl and sodium N stearoyl-L-glutamate,
  • esters of a hydroxy-substituted di- or tricarboxylic acid of the general formula (II)
  • 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),
  • Esters of tartaric acid and citric acid with alcohols which are addition products of approximately 2-15 molecules of ethylene oxide and / or propylene oxide with C 8 -22 fatty alcohols represent
  • Monoglyceride sulfates and monoglyceride ether sulfates Monoglyceride sulfates and monoglyceride ether sulfates.
  • Preferred anionic surfactants are acyl glutamates, acyl isethionates, acyl sarcosinates and acyl taurates, each having 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 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- Glucoside sulfosuccinates, Alkylpolyglycolethersulfate and ether carboxylic acids having 8 to 18 carbon atoms in the alkyl group and up to 12 ethoxy groups in the molecule, sulfosucc
  • hair-treatment compositions according to the invention which contain 2.5 to 35% by weight, preferably 5 to 30% by weight, more preferably 7.5 to 27.5% by weight, based on their weight. %, even more preferably 10 to 25 wt .-% and in particular 12.5 to 22.5 wt .-% anionic (s) surfactant (s) included.
  • compositions according to the invention contain fatty alcohol sulfates and / or fatty alcohol ether sulfates. Accordingly, hair treatment compositions according to the invention which are characterized in that they contain as anionic surfactant - based on their weight - 0, 1 to 20% by weight, preferably 0.25 to 17.5 wt .-% and in particular 2 to 15 wt. -% fatty alcohol sulfates of the formula
  • n is from 5 to 21, preferably from 7 to 19, particularly preferably from 9 to 17 and in particular from 1 to 13, and M is a cation from the group Na + , K + NH 4 + , Mg 2+ , Zn 2+ , preferably Na + , are preferred embodiments of the present invention.
  • compositions according to the invention are characterized in that they contain as anionic surfactant - based on their weight - 0, 1 to 20 wt .-%, preferably 0.25 to 17.5 wt .-% and in particular 2 to 15 wt .-% 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, and M is a cation from the group Na + , K + NH 4 + , Mg 2+ , Zn 2+ , preferably Na + ,
  • compositions according to the invention may contain, in addition to the anionic surfactants, further surfactants.
  • the agents according to the invention contain amphoteric surfactant (s).
  • Ampholytic surfactants and emulsifiers are surface-active compounds which, apart from a C 8 - contain at least one free amino group and at least one -COOH or -S0 3 H group and alkyl or acyl group capable of forming inner salts - C 2 4 are.
  • ampholytic surfactants are N-alkylglycines, N-alkylaminopropionic acids, N-alkylaminobutyric acids, N-alkyliminodipropionic acids, N-hydroxyethyl-N-alkylamidoproylglycines, N-alkyltaurines, N-alkylsarcosines, 2-alkylaminopropionic acids and alkylaminoacetic acids with each about 8 to 24 carbon atoms in the alkyl group.
  • Particularly preferred ampholytic surfactants are the N-cocoalkylaminopropionate, the Kokosacylaminoethylamino- propionate and the d 2 - Ci 8 - acylsarcosine.
  • compositions according to the invention are characterized in that they contain amphoteric surfactant (s) from the groups of
  • Alkylaminoacetic acids each having about 8 to 24 carbon atoms in the alkyl group
  • N-alkyl-N, N-dimethylammonium glycinates for example cocoalkyldimethylammonium glycinate,
  • N-acylaminopropyl-N, N-dimethylammonium glycinates for example cocoacylaminopropyl-dimethylammonium glycinate,
  • amphoteric surfactant (s) in amounts of 0.5 to 9 wt .-%, preferably from 0.75 to 8 wt .-% and in particular from 1 to 7.5 wt .-%, each based on the total agent included.
  • Particularly preferred hair treatment compositions contain as amphoteric surfactants betaines of the formula (Bet-I)
  • R is a straight-chain or branched, saturated or mono- or polyunsaturated alkyl or alkenyl radical having 8 to 24 carbon atoms.
  • Cocoamidopropylbetaine Representatives derived from coconut fatty acids, are preferred and are referred to as Cocoamidopropylbetaine. According to the invention, particular preference is given to using surfactants of the formula (Bet-I) which are a mixture of the following representatives:
  • 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 (Bet-I) included.
  • the hair-treatment compositions according to the invention can be used with particular preference as amphoteric surfactants betaines of the formula (Bet-I I)
  • R is a straight-chain or branched, saturated or mono- or polyunsaturated alkyl or alkenyl radical having 8 to 24 carbon atoms.
  • These surfactants are referred to according to the INCI nomenclature as amphoacetates, wherein the representatives derived from coconut fatty acids are preferred and are referred to as cocoamphoactetates.
  • surfactants of this type always also contain betaines of the formula (beta).
  • 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.
  • 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 (Bet-II) included.
  • Hair treatment agents which are particularly preferred according to the invention are characterized in that they contain from 1 to 30% by weight, preferably from 1 to 5% by weight, more preferably from 2 to 20% by weight, even more preferably from 2.5 to 15% by weight. % and in particular 3 to 10 wt .-% amphoteric surfactant (s) included.
  • compositions of the invention may also contain nonionic surfactants.
  • alkyl polyglycosides 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- ⁇ -D- 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, based on their weight, they contain from 0.1 to 15% by weight, preferably from 1 to 10% by weight and in particular from 2 to 8% by weight of alkyl polyglucoside (e), in which n stands for the value 1 1 m for values of 1, 1 to 1, 8, preferably from 1, 2 to 1, 5 stand.
  • Quaternary ammonium compounds are in principle monomeric cationic or amphoteric ammonium compounds, monomeric amines, aminoamides, polymeric cationic ammonium compounds and polymeric amphoteric ammonium compounds. From these many possible quaternary ammonium compounds, the following groups have been found to be particularly suitable and are taken in each case in an amount of 0.1 to 10.0 wt.%. This amount is also not exceeded or exceeded when a mixture of different compounds of the quaternary ammonium compounds is used.
  • Esterquats according to the formula (Tkat1-2) form the first group. It should be noted that the esterquats must be structurally different and not identical with the esterquats according to claim 1.
  • radicals R1, R2 and R3 are each independently and may be the same or different.
  • the radicals R1, R2 and R3 mean:
  • branched or unbranched alkyl radical having 1 to 4 carbon atoms, which may contain at least one hydroxyl group, or
  • an aryl or alkaryl radical for example phenyl or benzyl, - the rest (- X - R4), with the proviso that at most 2 of the radicals R1, R2 or R3 can stand for this radical:
  • the rest - (X - R4) is contained at least 1 to 3 times.
  • n 1 to 200, preferably 1 to 100, particularly preferably 1 to 50, and particularly preferably 1 to 20 with R 5 in the meaning of hydrogen, methyl or ethyl,
  • -X- a hydroxyalkyl group of one to four carbon atoms, which may be branched or unbranched, and which contains at least one and at most 3 hydroxy groups.
  • -X- are: -CHOH, -CHCH 2 OH, -CH 2 CHOH, -COHCHOH, -CHOHCOH, -CHCHOHCH 3 , -CH 2 COHCH 3 , -CH 2 CHOHCH 2 -, -C (CH 2 OH) 2 , -CH 2 CHOHCH 2 OH, -CH 2 CH 2 CHOH, -CH 2 COHCH 3 and hydroxybutyl radicals, where the bond of -X- to R 4 is based on the free valence of the relevant carbon atom and R 4 is:
  • R 6 -O-CO- wherein R 6 is a saturated or unsaturated, branched or unbranched or cyclic saturated or unsaturated alkyl radical of 6 to 30 carbon atoms which may contain at least one hydroxy group, and which may be further substituted with 1 to 100 ethylene oxide units and or 1 to 100 propylene oxide units may be ethoxylated, or
  • R7-CO- wherein R7 is a saturated or unsaturated, branched or unbranched or cyclic saturated or unsaturated alkyl radical having 6 to 30 carbon atoms, which may contain at least one hydroxy group, and which optionally further with 1 to 100 ethylene oxide units and / or 1 to 100 propylene oxide units can be ethoxylated,
  • A is a physiologically acceptable organic or inorganic anion and is defined here as representative of all structures also described below.
  • the anion of all described cationic compounds is selected from the halide ions, fluoride, chloride, bromide, iodide, sulfates of the general formula RSO 3 " , wherein R has the meaning of saturated or unsaturated alkyl radicals having 1 to 4 carbon atoms, or anionic radicals of organic acids such as Maleate, fumarate, oxalate, tartrate, citrate, lactate or acetate.
  • Such products are marketed under the trademarks Rewoquat ®, Stepantex® ®, Dehyquart® ®, ® and Armocare® Akypoquat ®.
  • the products Armocare ® VGH-70, Dehyquart ® F-75, Dehyquart ® C-4046, Dehyquart ® L80, Dehyquart ® F-30, Dehyquart ® AU-35, Rewoquat ® WE18, Rewoquat ® WE38 DPG, Stepantex ® VS 90 and Akypoquat ® 131 are examples of these esterquats.
  • Further compounds of the formula (Tkat1-2) which are particularly preferred according to the invention belong to the formula (Tkat1-2.1), the cationic betaine esters.
  • R8 corresponds in its meaning R7.
  • esterquats with tradenames Armocare ® VGH-70 are, as well as Dehyquart ® F-75, Dehyquart ® L80, Stepantex ® VS 90 and Akypoquat ® 131st
  • Tkat2 Another group are quaternary imidazoline compounds.
  • the formula (Tkat2) shown below shows the structure of these compounds.
  • Each of them is a saturated or unsaturated, linear or branched hydrocarbon radical having a chain length of 8 to 30 carbon atoms.
  • the preferred compounds of the formula (Tkat2) contain for R the same hydrocarbon radical.
  • the chain length of the radicals R is preferably 12 to 21 carbon atoms.
  • A is an anion as previously described. Examples according to the invention are available, for example, under the INCII names Quaternium-27, Quaternium-72, Quaternium-83 and Quaternium-91. Quaternium 91 is highly preferred according to the invention.
  • compositions according to the invention furthermore comprise at least one amine and / or cationized amine, in particular an amidoamine and / or a cationized amidoamine having the following structural formulas:
  • R 1 is an acyl or alkyl radical having 6 to 30 C atoms, which may be branched or unbranched, saturated or unsaturated, and wherein the acyl radical and / or the alkyl radical may contain at least one OH group, and
  • R2, R3 and R4 are each independently
  • hydroxyalkyl group having one to 4 carbon atoms having at least one and at most three hydroxy groups, for example -CH 2 OH, -CH 2 CH 2 OH, -CHOHCHOH, -CH 2 CHOHCH 3 , -CH (CH 2 OH) 2 , -COH (CH 2 OH) 2 ,
  • A is an anion as previously described and
  • n is an integer between 1 and 10.
  • R1 is a branched or unbranched, saturated or unsaturated acyl radical having 6 to 30 carbon atoms, which may contain at least one OH group means.
  • amidoamines and / or quaternized amidoamines in which R 2, R 3 and / or R 4 in the formula (Tkat3) represent a radical according to the general formula CH 2 CH 2 OR 5, where R 5 is the meaning of alkyl radicals having 1 to 4 carbon atoms , Hydroxyethyl or hydrogen.
  • the preferred size of n in the general formula (Tkat8) is an integer between 2 and 5.
  • the alkylamidoamines can both be present as such and converted by protonation in a correspondingly acidic solution into a quaternary compound in the composition. According to the invention, the cationic alkylamidoamines are preferred.
  • Witcamine ® 100 Incromine ® BB, Mackine ® 401 and other Mackine ® grades, Adogen ® S18V, and as a permanent cationic aminoamines: Rewoquat ® RTM 50, Empigen ® CSC, Swanol ® Lanoquat DES-50, Rewoquat ® UTM 50, Schercoquat® ® BAS ® Lexquat AMG-BEO, or Incroquat ® behenyl HE.
  • the abovementioned cationic surfactants can be used individually or in any desired combinations with one another, with amounts of from 0.01 to 10% by weight, preferably from 0.01 to 7.5% by weight, and very particularly preferably from 0 to 0, 1 to 5.0% by weight. The very best results are obtained with amounts of 0, 1 to 3.0 wt.%, Based in each case on the total composition of the respective agent.
  • quaternary ammonium compounds are cationic and amphoteric polymers.
  • the cationic and / or amphoteric polymers may be homopolymers or copolymers or polymers based on natural polymers, wherein the quaternary nitrogen groups are contained either in the polymer chain or preferably as a substituent on one or more of the monomers.
  • the ammonium group-containing monomers may be copolymerized with non-cationic monomers.
  • Suitable cationic monomers are unsaturated, radically polymerizable compounds which carry at least one cationic group, in particular ammonium-substituted vinyl monomers such as, for example, trialkylmethacryloxyalkylammonium, trialkylacryloxyalkylammonium, dialkyldiallylammonium and quaternary
  • Vinylammoniummonomere with cyclic, cationic nitrogen-containing groups such as pyridinium, imidazolium or quaternary pyrrolidones, for example alkylvinylimidazolium, alkylvinylpyridinium, or Alyklvinylpyrrolidon salts.
  • the alkyl groups of these monomers are preferably lower alkyl groups such as C1 to C7 alkyl groups, more preferably C1 to C3 alkyl groups.
  • the ammonium group-containing monomers may be copolymerized with non-cationic monomers.
  • Suitable comonomers are, for example, acrylamide, methacrylamide; Alkyl and dialkylacrylamide, alkyl and dialkylmethacrylamide, alkylacrylate, alkylmethacrylate, vinylcaprolactone, vinylcaprolactam, vinylpyrrolidone, vinylester, e.g. Vinyl acetate, vinyl alcohol, propylene glycol or ethylene glycol, wherein the alkyl groups of these monomers are preferably C1 to C7 alkyl groups, more preferably C1 to C3 alkyl groups.
  • R -H or -CH 3 , R 2 , R 3 and R 4 are independently selected from C1-4-
  • Alkyl, alkenyl or hydroxyalkyl groups, m 1, 2, 3 or 4, n is a natural number and
  • Polymers are those inventively preferred for which at least one of the following
  • R is a methyl group
  • R 2 , R 3 and R 4 are methyl groups
  • m is 2.
  • Suitable physiologically tolerated counterions X " include, for example, halide ions, sulfate ions, phosphate ions, methosulfate ions and organic ions such as lactate, citrate, tartrate and acetate ion. Preference is given to methosulfates and halide ions, in particular chloride.
  • a highly preferred amphoteric polymer according to the invention is a copolymer which is composed as follows: 0.1 to 50% (based on the total number of monomers in the copolymer) of monomers of the formula (I)
  • the monomers A2) from the group of acrylic acid, methacrylic acid and the alkali metal and ammonium salts of these acids,
  • the monomer A2 is 50 to 99.9%, preferably 50 to 90% (based on the total number of monomers in the copolymer) of the copolymer.
  • a most preferred polymer constructed as previously shown is commercially available under the name Polyquaternium-74.
  • a particularly suitable homopolymer is, if desired crosslinked, poly (methacryloyloxyethyltrimethylammonium chloride) with the INCI name Polyquaternium-37.
  • Such products are commercially available, for example, under the names Rheocare® CTH (Cosmetic Rheologies) and Synthalen® CR (3V Sigma).
  • the homopolymer is preferably used in the form of a non-aqueous polymer dispersion.
  • Such polymer dispersions are available under the names Salcare ® SC 95 and Salcare ® SC 96 in the trade.
  • Suitable cationic polymers derived from natural polymers are cationic derivatives of polysaccharides, for example, cationic derivatives of cellulose, starch or guar. Also suitable are chitosan and chitosan derivatives. Cationic polysaccharides have the general formula G-O-B-N + R a R b R c A "
  • G is an anhydroglucose residue, for example starch or cellulose anhydroglucose
  • B is a divalent linking group, for example alkylene, oxyalkylene, polyoxyalkylene or
  • R a , R b and R c are independently alkyl, aryl, alkylaryl, arylalkyl, alkoxyalkyl or alkoxyaryl each having up to 18 carbon atoms, wherein the total number of carbon atoms in R a , R b and R c is preferably not more than 20 is;
  • a " is a common counteranion and is preferably chloride.
  • Cationic, ie quaternized celluloses are available on the market with varying degrees of substitution, cationic charge density, nitrogen content and molecular weights.
  • Polyquaternium-67 is commercially available under the names Polymer® SL or Polymer® SK (Amerchol). Under the trade name Mirustyle® CP from Croda, another highly preferred cellulose is offered. This is a trimonium and cocodimonium hydroxyethylcellulose as derivatized cellulose with the INCI name Polyquaternium-72.
  • Polyquaternium-72 can be used pre-dissolved both in solid form and already in aqueous solution.
  • cationic celluloses are known under the names Polymer JR® 400 (Amerchol, INCI name Polyquaternium-10) and Polymer Quatrisoft® LM-200 (Amerchol, INCI name Polyquaternium-24). Other commercial products, the compounds Celquat ® H 100 and Celquat ® L are 200. Finally, located under the trade designation Mirustyle® CP of Fa. Croda with Trimonium and Cocodimonium hydroxyethylcellulose a further derivatized cellulose with the INCI name Polyquaternium-72 before. Polyquaternium-72 can be used pre-dissolved both in solid form and already in aqueous solution. Particularly preferred cationic celluloses are Polyquaternium-10, Polyquaternium-24, Polyquaternium-67 and Polyquaternium-72.
  • Suitable cationic guar derivatives are marketed under the trade name Jaguar® and have the INCI name Guar Hydroxypropyltrimonium Chloride. Furthermore, particularly suitable cationic guar derivatives are also commercially available from Hercules under the name N-Hance®. Further cationic guar derivatives are sold by Cognis under the name Cosmedia sold. A preferred cationic guar derivative is the commercial product AquaCat from the company Hercules. This raw material is an already pre-dissolved cationic guar derivative. The cationic guar derivatives are preferred according to the invention.
  • a suitable chitosan is sold, for example, by Kyowa Oil & Fat, Japan under the trade name Flonac ®.
  • a preferred chitosan is chitosoniumpyrrolidone is, for example, sold under the name Kytamer ® PC by Amerchol, USA.
  • Further chitosan derivatives are Hydagen® ® CMF, Hydagen® ® HCMF and Chitolam ® NB / 101 freely available under the trade names in the trade.
  • honey for example the commercial product Honeyquat ® 50,
  • Vinylpyrrolidone vinylimidazoliummethochloride copolymers such as those offered under the names Luviquat.RTM ® FC 370, FC 550 and the INCI name Polyquaternium-16 and FC 905 and HM 552,
  • vinylpyrrolidone / dimethylaminoethyl for example vinylpyrrolidone / dimethylaminoethyl copolymer available under the trade names Gafquat ® 755 N and Gafquat ® 734, United States is marketed by Gaf Co. and the INCI - name Polyquaternium-1 1,
  • Vinylpyrrolidone-vinylcaprolactam-acrylate terpolymers such as those offered with acrylic acid esters and acrylamides as the third monomer building commercially, for example, under the name Aquaflex ® SF 40.
  • Amphoteric polymers according to the invention are those polymers in which a cationic group is derived from at least one of the following monomers:
  • R -CH CR 2 -CO-Z- (C n H 2n ) -N (+) R 2 R 3 R 4 A (_) (monol) in which R 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 denotes an NH group or an oxygen atom, n denotes an integer of 2 to 5 and A ⁇ _) is the anion of an organic or inorganic acid,
  • R 6 and R 7 independently of one another represent a (C 1 to C 4 ) -alkyl group, in particular a methyl group and
  • R 8 -CH CR 9 -COOH (mono 3)
  • R 8 and R 9 are independently hydrogen or methyl groups.
  • acrylic acid is preferably used as the monomer (ii) for the polymers mentioned.
  • amphoteric polymers are copolymers of at least one monomer (monol) or (mono 2) with the monomer (mono 3), in particular copolymers of the monomers (mono 2) and (mono 3).
  • amphoteric polymers are copolymers of diallyl dimethyl ammonium chloride and acrylic acid. These copolymers are sold under the INCI name Polyquaternium-22, inter alia with the trade name Merquat® 280 (Nalco).
  • amphoteric polymers according to the invention may additionally contain one monomer (mono 4).
  • R 0 and R independently of one another are hydrogen or methyl groups and R 2 is a hydrogen atom or a (C 1 to C 8 ) alkyl group.
  • Amphoteric polymers based on a comonomer (Mono4) which are very particularly preferably used according to the invention are terpolymers of diallyldimethylammonium chloride, acrylamide and acrylic acid. These copolymers are sold under the INCI name Polyquaternium-39, inter alia, under the trade name Merquat® Plus 3330 (Nalco).
  • the amphoteric polymers can generally be used both directly and in salt form, which is obtained by neutralization of the polymers, for example with an alkali metal hydroxide, according to the invention.
  • the abovementioned cationic polymers can be used individually or in any desired combinations with one another, with amounts of from 0.01 to 10% by weight, preferably from 0.01 to 7.5% by weight, and very particularly preferably from 0 to 0, 1 to 5.0 wt.% Are included. The very best results are obtained with amounts of from 0.1 to 3.0% by weight, based in each case on the total composition of the particular agent.
  • hair treatment agents which are preferred according to the invention are therefore characterized by being transparent or translucent.
  • NTU Nephelometrie Turbidity Unit
  • compositions of the invention may further contain a 2-pyrrolidinone-5-carboxylic acid and its derivatives (J).
  • a 2-pyrrolidinone-5-carboxylic acid and its derivatives Preference is given to the sodium, potassium, calcium, magnesium or ammonium salts in which the ammonium ion carries, in addition to hydrogen, one to three Cp to C 4 -alkyl groups.
  • the sodium salt is most preferred.
  • the amounts used in the compositions according to the invention are preferably from 0.05 to 10% by weight, based on the total composition, particularly preferably from 0.1 to 5, and in particular from 0.1 to 3,% by weight.
  • compositions according to the invention contain penetration aids and / or swelling agents (M).
  • M penetration aids and / or swelling agents
  • M include, for example, urea and urea derivatives, guanidine and its derivatives, arginine and its derivatives, water glass, imidazole and its derivatives, histidine and its derivatives, benzyl alcohol, glycerol, glycol and glycol ethers, propylene glycol and propylene glycol ethers, for example propylene glycol monoethyl ether, carbonates, bicarbonates, Diols and triols, and in particular 1, 2-diols and 1, 3-diols such as 1, 2-propanediol, 1, 2-pentanediol, 1, 2-hexanediol, 1, 2-dodecanediol, 1, 3-propanediol, 1 , 6-hexanediol, 1, 5-pentanediol, 1, 4-
  • short-chain carboxylic acids may additionally support the active substance complex (A).
  • Short-chain carboxylic acids and their derivatives in the context of the invention are understood to mean carboxylic acids which may be saturated or unsaturated and / or straight-chain or branched or cyclic and / or aromatic and / or heterocyclic and have a molecular weight of less than 750.
  • preference may be given to saturated or unsaturated straight-chain or branched carboxylic acids having a chain length of from 1 to 16 C atoms in the chain, very particular preference being given to those having a chain length of from 1 to 12 C atoms in the chain.
  • the short-chain carboxylic acids according to the invention may have one, two, three or more carboxy groups.
  • carboxylic acids having a plurality of carboxy groups in particular di- and tricarboxylic acids.
  • the carboxy groups may be wholly or partly present as esters, acid anhydride, lactone, amide, imidic acid, lactam, lactim, dicarboximide, carbohydrazide, hydrazone, hydroxam, hydroxime, amidine, amidoxime, nitrile, phosphonic or phosphate ester.
  • the carboxylic acids used in the invention may of course be substituted along the carbon chain or the ring skeleton.
  • the substituents of the carboxylic acids used according to the invention include, for example, C 1 -C 8 -alkyl, C 2 -C 8 -alkenyl, aryl, aralkyl and aralkenyl, hydroxymethyl, C 2 -C 8 -hydroxyalkyl, C 2 -C 8 -hydroxyalkenyl , Aminomethyl, C 2 -C 8 -aminoalkyl, cyano, formyl, oxo, thioxo, hydroxy, mercapto, amino, carboxy or imino groups.
  • Preferred substituents are C 1 -C 8 alkyl, hydroxymethyl, hydroxy, amino and carboxy groups. Particularly preferred are substituents in position.
  • substituents are hydroxyl, alkoxy and amino groups, where the amino function may optionally be further substituted by alkyl, aryl, aralkyl and / or alkenyl radicals.
  • preferred carboxylic acid derivatives are the phosphonic and phosphate esters.
  • Another object of the present invention is a method for the treatment of keratinic fibers, in particular human hair, in which a hair treatment agent according to the invention applied to keratinic fibers and left there either until the next hair wash (so-called “leave-on” product) or after Exposure time of 30 to 900 seconds rinsed (so-called “rinse-off” product) is.
  • Another object of the present invention is therefore a method for hair treatment, in which a hair treatment composition according to the invention is applied to the hair and rinsed again after a contact time of 5 seconds to 15 minutes.
  • Another object of the present invention is therefore a method for hair treatment in which a hair treatment composition according to the invention is applied to the hair and left there until the next hair wash.

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Abstract

L'invention concerne des produits de traitement capillaire contenant des esterquats sélectionnés et des agents de soins sélectionnés, ainsi que l'utilisation de ces produits pour le traitement de fibres kératiniques.
EP12772978.8A 2011-11-23 2012-10-18 Produits de conditionnement capillaire Withdrawn EP2782644A2 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102011086924A DE102011086924A1 (de) 2011-11-23 2011-11-23 Haarkonditionierende Mittel
PCT/EP2012/070659 WO2013075892A2 (fr) 2011-11-23 2012-10-18 Produits de conditionnement capillaire

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EP2782644A2 true EP2782644A2 (fr) 2014-10-01

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US (1) US20140246041A1 (fr)
EP (1) EP2782644A2 (fr)
DE (1) DE102011086924A1 (fr)
WO (1) WO2013075892A2 (fr)

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WO2013075892A3 (fr) 2014-09-04
DE102011086924A1 (de) 2013-05-23
WO2013075892A2 (fr) 2013-05-30

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