EP2651384A2 - Composés de cyclohexane substitués dans des shampooings et des après-shampoings - Google Patents

Composés de cyclohexane substitués dans des shampooings et des après-shampoings

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Publication number
EP2651384A2
EP2651384A2 EP11801653.4A EP11801653A EP2651384A2 EP 2651384 A2 EP2651384 A2 EP 2651384A2 EP 11801653 A EP11801653 A EP 11801653A EP 2651384 A2 EP2651384 A2 EP 2651384A2
Authority
EP
European Patent Office
Prior art keywords
hair
group
weight
cleansing
acid
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Withdrawn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
EP11801653.4A
Other languages
German (de)
English (en)
Inventor
Bernhard Banowski
Erik Schulze Zur Wiesche
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 EP2651384A2 publication Critical patent/EP2651384A2/fr
Withdrawn legal-status Critical Current

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Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34Alcohols
    • A61K8/345Alcohols containing more than one hydroxy group
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/02Preparations for cleaning the hair
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/12Preparations containing hair conditioners

Definitions

  • the invention is in the field of cosmetics and relates to hair cleansing and / or hair conditioning compositions containing surfactants and substituted cycloalkane compounds.
  • the invention further relates to the use of the hair cleansing and hair conditioning agents for improving the surface gloss of hair.
  • Cosmetic hair treatment preparations for the cleaning and / or care of hair have long been known and are regularly improved or adapted to the changing needs of consumers.
  • An important goal in the production of hair cleansing and / or conditioning agents is therefore to preserve or restore the optical and haptic properties of healthy hair.
  • WO 1997/038667 proposes hair treatment compositions containing silicones of a particularly small particle size in an aqueous base.
  • the treated hair should have a long-lasting sensation of moisture, suppleness and softness.
  • a weighting of the hair should be avoided.
  • Another object of the invention was to find caring or active substance combinations for hair cleansing and / or hair conditioners, which can be incorporated easily into the respective means without negatively altering the texture and / or the foam properties of the compositions.
  • the invention relates to hair cleansing and / or hair conditioning agents, the cosmetic carrier
  • Y is a cycloalkylene group having 5 to 7 C atoms
  • R 3 represents a hydrogen atom, a methyl or an ethyl group, p is an integer from 0 to 5,
  • R 4 is a hydrogen atom or a methyl group
  • q is an integer from 0 to 5
  • the hair cleansing and / or hair conditioning compositions according to the invention contain the obligatory components in a cosmetic carrier, which may preferably be aqueous or aqueous-alcoholic.
  • the cosmetic carrier preferably contains at least 40% by weight of water.
  • the cosmetic carrier may contain 0.01 to 50% by weight, preferably 0.05 to 45% by weight and in particular 0.1 to 40% by weight of at least one alcohol which may be selected from ethanol, ethyl diglycol, 1-Propanol, 2-propanol, isopropanol, 1, 2-propylene glycol, glycerol, 1-butanol, 2-butanol, 1, 2-butanediol, 1, 3-butanediol, 1-pentanol, 2-pentanol, 1, 2 Pentanediol, 1, 5-pentanediol, 1, hexanol, 2-hexanol, 1, 2-hexanediol, 1, 6-hexanediol, sorbitol, benzyl alcohol, phenoxyethanol or mixtures of these alcohols.
  • at least one alcohol which may be selected from ethanol, ethyl diglycol, 1-Propanol, 2-propanol, isopropano
  • ethanol ethyl diglycol
  • 1-propanol 2-propanol
  • isopropanol 1, 2-propylene glycol
  • glycerol benzyl alcohol and / or phenoxyethanol and mixtures of these alcohols.
  • Preferred compounds of the aforementioned formula (I) are water-soluble.
  • Water-soluble compounds within the meaning of the invention are to be understood as meaning those compounds which have a solubility of at least 2 g / 100 g of water under standard conditions (25 ° C., 1013 mbar).
  • Preferred water-soluble compounds of the formula (I) have at least one water solubility, in each case under standard conditions, of at least 5 g / 100 g of water, preferably of at least 10 g / 100 g of water and particularly preferred compounds are completely water-soluble, by which it is to be understood that they form a solution in every proportion with water.
  • n D 20 refractive index n D 20 of at least 1.45, preferably of at least 1.46, more preferably of at least 1.47 and in particular of at least 1.48.
  • the refractive index n represents the deflection of an electromagnetic radiation at the interface between two optically different materials.
  • the refractive index between air and a compound is a specific material property of this compound, which depends on the temperature and the wavelength of the measured radiation depends.
  • the refractive index n between air and the compound to be measured at the standard wavelength (D-line of sodium, about 589 nm) and at room temperature (20 ° C) is determined. This refractive index is referred to as n D 2 °.
  • the measurement methods for refractive indices are familiar to the person skilled in the art and are reflected in common standard technical literature.
  • Further preferred compounds of the aforementioned formula (I) are those which are solid at room temperature and have a melting point in the range from 30 to 75 ° C, preferably from 35 to 70 ° C and in particular from 40 to 65 ° C.
  • Y is a 1, 2-cyclopentylene, a 1, 3-cyclopentylene, a 1, 2-cyclohexylene
  • radicals R 1 and R 2 represent identical groups
  • R 3 and R 4 are preferably hydrogen or a methyl group
  • p is preferably an integer from 1-3
  • q is preferably an integer from 0 -3 stands.
  • Y is a 1,4-cyclohexylene group
  • radicals R 1 and R 2 represent identical groups
  • 1,4-Cyclohexanedimethanol can in principle be in the form of two stereoisomers.
  • Isomer is used as a pure trans isomer or as an isomeric mixture of cis and iran isomers.
  • a suitable for use in the inventive hair cleaning and / or hair conditioners isomer mixture consists for example of about 31% c / s-isomer and about 69% iransisomer and is commercially available under the designation Vertiyl ® AB-1000 (Fa. Eastman Chemical Company).
  • the compound (s) of the formula (I) may be present in the hair-cleansing and / or hair-conditioning compositions according to the invention preferably in an amount of from 0.05 to 15% by weight, preferably from 0.1 to 12.5% by weight. % and in particular from 0.5 to 10 wt .-% are used.
  • the hair cleansing and / or hair conditioning compositions according to the invention contain (based on their total weight) 0.1 to 60 wt .-% of at least one surfactant selected from the group of anionic, amphoteric / zwitterionic, nonionic and / or cationic surfactants.
  • Anionic surfactants may preferably be added to the compositions according to the invention, based on their total weight, in amounts of from 0.1 to 20% by weight, more preferably from 0.5 to 17.5% by weight and in particular from 1 to 15% by weight. be added.
  • Suitable anionic surfactants which may be used in the compositions of the invention include:
  • Sulfosuccinic acid mono- and / or dialkyl esters having 8 to 24 C atoms in the alkyl group and sulfosuccinic acid monoalkylpolyoxyethyl esters having 8 to 24 C atoms in the alkyl group and 1 to 6 oxyethyl groups,
  • Esters of tartaric acid and citric acid with alcohols which are adducts of about 2-15 molecules of ethylene oxide and / or propylene oxide with fatty alcohols containing 8 to 22 carbon atoms, alkyl and / or alkenyl ether phosphates of the formula
  • R 1 is preferably an aliphatic hydrocarbon radical having 8 to 30 carbon atoms
  • R 2 is hydrogen, a radical (CH 2 CH 2 O) n R 1 or X, n is from 0 to 10 and X is hydrogen, an alkali metal radical or alkaline earth metal or NR 3 R 4 R 5 R 6 , where R 3 to R 6 are independently of one another a C 4 - hydrocarbon radical.
  • Preferred anionic surfactants are ether carboxylic acids of the abovementioned formula, acylsarcosides having 8 to 24 C atoms in the acyl group, sulfosuccinic acid mono- and / or dialkyl esters having 8 to 24 C atoms in the alkyl group and sulfosuccinic acid monoalkylpolyoxyethyl esters having 8 to 24 C atoms in the alkyl group and 1 to 6 oxyethyl groups, alpha-olefin sulfonates having 8 to 24 carbon atoms and / or alkyl sulfate and / or Alkylpolyglykolethersulfatsalze the aforementioned formula.
  • Particularly preferred anionic surfactants are straight-chain or branched alkyl ether sulfates which contain an alkyl radical having 8 to 18 and in particular 10 to 16 C atoms and 1 to 6 and in particular 2 to 4 ethylene oxide units.
  • anionic surfactants are straight-chain or branched alkyl sulfonates which contain an alkyl radical having 8 to 18 and in particular 10 to 16 carbon atoms.
  • sodium, magnesium and / or triethanolamine salts of linear or branched lauryl, tridecyl and / or myristyl sulfates which have a degree of ethoxylation of from 2 to 4.
  • Amphoteric / zwitterionic surfactants may, preferably in amounts of from 0.1 to 15% by weight, more preferably from 0.5 to 12.5% by weight and in particular from 1 to 10% by weight, based on the total weight of the compositions according to the invention. -% to be added.
  • Suitable amphoteric / zwitterionic surfactants can be selected from compounds of the following formulas (i) to (v) in which the radical R is in each case a straight-chain or branched, saturated or mono- or polyunsaturated alkyl or alkenyl radical having 8 to 24 carbon atoms stands,
  • amphoteric / zwitterionic surfactants are alkylamidoalkylbetaines and / or alkylampho (di) acetates of the abovementioned formulas (i) to (v).
  • Particularly suitable amphoteric / zwitterionic surfactants include the surfactants cocamidopropyl betaine and disodium cocoamphodiacetate known under the INCI name.
  • Cationic surfactants may be added to the compositions according to the invention - preferably based on the total weight thereof - in amounts of from 0.1 to 10% by weight, based on the total composition. Amounts of 0.2 to 7.5 wt .-% and in particular from 0.3 to 5 wt .-% are particularly preferred.
  • Suitable cationic surfactants are, for example, quaternary ammonium compounds, esterquats and / or amidoamines.
  • Preferred quaternary ammonium compounds are ammonium halides, in particular chlorides and bromides, such as alkyltrimethylammonium chlorides, dialkyldimethylammonium chlorides and trialkyl methylammonium chlorides, eg. Cetyltrimethylammonium chloride, stearyltrimethylammonium chloride, distearyldimethylammonium chloride, lauryldimethylammonium chloride, lauryldimethylbenzylammonium chloride and tricetylmethylammonium chloride, as well as the imidazolium compounds known under the INCI names Quaternium-27, Quaternium-83 and Quaternium-87.
  • the alkyl chains of the above-mentioned surfactants preferably have 10 to 18 carbon atoms.
  • Esterquats are known substances which contain both at least one ester function and at least one quaternary ammonium group as a structural element.
  • Preferred esterquats are quaternized ester salts of fatty acids with triethanolamine, quaternized ester salts of fatty acids with diethanolalkylamines and quaternized ester salts of fatty acids with 1,2-dihydroxypropyldialkylamines.
  • Such products are marketed under the trade names Stepantex® ®, Dehyquart® ®, ® and Armocare® Quartamin ®.
  • alkylamidoamines are usually prepared by amidation of natural or synthetic fatty acids and fatty acid cuts with dialkylaminoamines.
  • a particularly suitable compound from this group of substances under the name Tegoamid ® S 18 stearamidopropyl commercially represent.
  • Nonionic surfactants and / or nonionic emulsifiers may, preferably in an amount of from 0.1 to 15% by weight, preferably from 0.5 to 12.5% by weight and in particular from 1 to 10% by weight, based on the total weight of the compositions according to the invention .-% be added.
  • nonionic surfactants / emulsifiers examples include C 8 -C 30 -fatty acid mono- and diesters of addition products of 1 to 30 mol of ethylene oxide with glycerol,
  • Alkyloligoglucoside especially alkyl oligoglucosides based on hydrogenated C coconut oil having a DP of 1 -3, as for example, under the INCI name "coco-glucosides" commercially available are preferred.
  • nonionic surfactants are the C 8 -C 30 fatty acid mono- and diesters of addition products of 1 to 30 moles of ethylene oxide with glycerol. Particularly preferred are the C 10 - C 16 -Fetklamono- and diesters of addition products of 1 to 10 moles of ethylene oxide to glycerol. Especially preferred is the PEG-7 glyceryl cocoate known under the INCI name.
  • hair cleansing and / or hair conditioning compositions according to the invention contain, based on their total weight, a) (i) 0.1 to 10% by weight, more preferably 0.2 to 7.5% by weight and in particular 0 , 3 to 5
  • Alkyl betaines the Alkylamidoalkylbetaine and the Alkylampho (di) acetate and / or
  • Wt .-% 1, 4-cyclohexanedimethanol.
  • hair-cleansing compositions which, in addition to component b), contain in each case at least one surfactant from the abovementioned groups (ii) and (iii).
  • the surfactants from groups (ii) and (iii) have a weight ratio of 4: 1 to 1: 3, preferably 3.5: 1 to 1 : 2 and in particular from 3: 1 to 1: 1.
  • hair cleansing compositions which contain, in addition to component b), at least one surfactant from the abovementioned groups (ii), (iii) and (i).
  • hair cleansing compositions which, in addition to component b), each contain at least one surfactant from the abovementioned groups (ii), (iii) and (iv).
  • the surfactants from groups (ii), (iii) and (iv) to have a weight ratio of (3-5) :( 1-3) :( 1 -2).
  • hair conditioning agents which, in addition to component b), contain at least one surfactant from the aforementioned group (i).
  • a long-lasting feeling of hair care is one of the objects of the present invention.
  • the hair cleansing and / or hair conditioning compositions according to the invention may in another preferred embodiment 0.01 to 10 wt .-%, preferably 0.05 to 7 , 5 wt .-% and in particular 0.1 to 5 wt .-% of at least one cationic polymer.
  • Suitable cationic polymers are, for example:
  • quaternized cellulose derivatives such as are available under the names of Celquat ® and Polymer JR ® commercially
  • hydrophobically modified cellulose derivatives for example those sold under the trade name SOFTCAT ® cationic polymers,
  • honey for example the commercial product Honeyquat ® 50,
  • cationic guar derivatives in particular those sold under the tradename Cosmedia Guar ® and Jaguar ® products,
  • Such compounds are sold under the names Gafquat ® 734 and Gafquat ® 755 commercially,
  • Vinylpyrrolidone vinylimidazoliummethochloride copolymers such as those offered under the names Luviquat.RTM ® FC 370, FC 550, FC 905 and HM 552,
  • Polyquaternium 2 Polyquaternium 17, Polyquaternium 18, Polyquaternium-24, Polyquaternium 27, Polyquaternium-32, Polyquaternium-37, Polyquaternium 74 and Polyquaternium 89 known polymers.
  • Suitable cationic polymers of the "temporarily cationic" polymers are usually contain an amino group present at certain pH values as a quaternary ammonium group and hence cationic.
  • chitosan and its derivatives are preferred, such as for example, under the trade designations Hydagen ® CMF, Hydagen® ® HCMF, Kytamer PC and Chitolam NB / 101 are commercially available.
  • Chitosans are deacetylated chitins, which are commercially available in different degrees of deacetylation and different degrees of degradation (molecular weights).
  • Particularly preferred cationic polymers which can be used in the hair treatment compositions according to the invention are quaternized cellulose polymers, cationic guar derivatives and / or cationic polymers based on acrylic acid (derivative), which are in particular selected from the polymers known under the INCI names Polyquaternium-6, Polyquaternium -7, Polyquaternium-10, Polyquaternium-37 and / or Polyquaternium-67.
  • hair cleansers and / or hair conditioners according to the invention preferably contain a) (i) 0.1 to 10% by weight, preferably 0.2 to 7.5% by weight, based on their total weight in particular from 0.3 to 5% by weight
  • Alkyl betaines the Alkylamidoalkylbetaine and the Alkylampho (di) acetate and / or
  • hair cleansing compositions which, in addition to component b), contain in each case at least one surfactant from the abovementioned groups (ii) and (iii).
  • the surfactants from groups (ii) and (iii) have a weight ratio of 4: 1 to 1: 3, preferably 3.5: 1 to 1 : 2 and in particular from 3: 1 to 1: 1.
  • hair cleansing compositions which contain, in addition to component b), at least one surfactant from the abovementioned groups (ii), (iii) and (i).
  • hair cleansing compositions containing, in addition to component b), at least one surfactant from the abovementioned groups (ii), (iii) and (iv).
  • the surfactants from groups (ii), (iii) and (iv) to have a weight ratio of (3-5) :( 1-3) :( 1 -2).
  • hair conditioning agents which, in addition to component b), contain at least one surfactant from the aforementioned group (i).
  • the hair-cleansing and / or hair-conditioning compositions according to the invention may also contain a number of other active ingredients which give them advantageous properties.
  • Hair conditioners can be used include, for example:
  • Oil, wax and / or fat components which in the respective hair treatment compositions (based on their total weight) preferably in an amount of 0.01 to 20 wt .-%, particularly preferably from 0.05 to 15 wt.% And in particular from 0.1 to 10% by weight can be used,
  • Anti-dandruff active ingredients which in the respective hair treatment compositions (based on their total weight) preferably in an amount of 0.025 to 7.5 wt .-%, particularly preferably from 0.05 to 5 wt .-% and in particular from 0.075 to 3 wt .-% can be used.
  • Suitable oil and / or fat components may preferably be selected from mineral, natural and synthetic oil components and / or fatty substances.
  • natural (vegetable) oils usually triglycerides and mixtures of triglycerides are used.
  • Preferred natural oils are coconut oil, (sweet) almond oil, walnut oil, peach kernel oil, apricot kernel oil, avocado oil, tea tree oil, soybean oil, sesame oil, sunflower oil, tsubaki oil, evening primrose oil, rice bran oil, palm kernel oil, mango seed oil, meadowfoam seed oil, thistle oil, macadamia nut oil, grapeseed oil, Amaranth seed oil, argan oil, bamboo oil, olive oil, wheat germ oil, pumpkin seed oil, mallow oil, hazelnut oil, safflower oil, canola oil, sasanqua oil, jojoba oil, rambutan oil, cocoa butter and shea butter.
  • mineral oils are used in particular mineral oils, paraffin and Isoparaffinöle and synthetic hydrocarbons.
  • An example of a usable hydrocarbon is for example that available as a commercial product 1, 3-di- (2-ethylhexyl) -cyclohexane (Cetiol ® S).
  • Suitable synthetic oils are silicone compounds.
  • Silicones have excellent conditioning properties on the hair. In particular, they cause better combability of the hair in the wet and dry state and in many cases have a positive effect on the hair and the softness of the hair.
  • Suitable silicones may be selected from:
  • polyalkyl siloxanes polyaryl siloxanes, polyalkylaryl siloxanes which are volatile or nonvolatile, straight chain, branched or cyclic, crosslinked or uncrosslinked;
  • grafted silicone polymers having a non-silicone organic backbone consisting of an organic backbone formed from organic monomers containing no silicone grafted with at least one polysiloxane macromer in the chain and optionally at least one chain end;
  • oil component may further serve a dialkyl ether.
  • dialkyl ethers are, in particular, di-n-alkyl ethers having a total of from 12 to 36 carbon atoms, in particular from 12 to 24 carbon atoms, such as, for example, di-n-octyl ether, di-n-decyl ether, di-n-nonyl ether, di-n -undecyl ether, di-n-dodecyl ether, n-hexyl n-octyl ether, n-octyl n-decyl ether, n-decyl n-undecyl ether, n-undecyl n-dodecyl ether and n-hexyl n-undecyl ether and di tert-butyl ether, di-isopentyl ether, di-3-ethyl decyl ether, tert-butyl n-octyl
  • di-n-octyl ether which is commercially available under the name Cetiol ® OE.
  • Fatty substances are to be understood fatty acids, fatty alcohols and natural and synthetic waxes, which may be present both in solid form and liquid in aqueous dispersion.
  • the fatty acids used can be linear and / or branched, saturated and / or unsaturated fatty acids having 6 to 30 carbon atoms. Preference is given to fatty acids having 10 to 22 carbon atoms. Among these could be mentioned, for example, isostearic as the commercial products Emersol ® 871 and Emersol ® 875, and isopalmitic acids such as the commercial product Edenor ® IP 95, and all other products sold under the trade names Edenor ® (Cognis) fatty acids.
  • fatty acids are caproic, caprylic, 2-ethylhexanoic, capric, lauric, isotridecanoic, myristic, palmitic, palmitoleic, stearic, isostearic, oleic, elaidic, petroselic, linoleic, Linolenic acid, elaeostearic acid, arachidic acid, gadoleic acid, behenic acid and erucic acid and their technical mixtures.
  • fatty acid cuttings obtainable from coconut oil or palm oil;
  • stearic acid is usually preferred.
  • fatty alcohols it is possible to use saturated, mono- or polyunsaturated, branched or unbranched fatty alcohols with C 6 - C 30 -, preferably C 10 - C 2 2- and very particularly preferably C 12 - C 2 2- carbon atoms.
  • the fatty alcohols are derived from preferably natural fatty acids, which can usually be based on recovery from the esters of fatty acids by reduction.
  • those fatty alcohol cuts which are produced by reduction of naturally occurring triglycerides such as beef tallow, palm oil, peanut oil, rapeseed oil, cottonseed oil, soybean oil, sunflower oil and linseed oil or fatty acid esters formed from their transesterification products with corresponding alcohols, and thus represent a mixture of different fatty alcohols.
  • Such substances are, for example, under the names Stenol ® such as Stenol ® 1618 or Lanette ® such as Lanette ® O or Lorol ®, for example, Lorol ® C8, Lorol C14 ®, Lorol C18 ®, ® Lorol C8-18, HD-Ocenol ®, Crodacol ® such as Crodacol ® CS, Novol ®, Eutanol ® G, Guerbitol ® 16, Guerbitol ® 18, Guerbitol ® 20, Isofol ® 12, Isofol ® 16, Isofol ® 24, Isofol ® 36, Isocarb ® 12, Isocarb ® 16 or acquire Isocarb® ® 24 for sale.
  • wool wax alcohols as are commercially available, for example under the names of Corona ®, White Swan ®, Coronet ® or Fluilan ® can be used according to the invention.
  • waxes there may be used solid paraffins or isoparaffins, carnauba waxes, beeswaxes, candelilla waxes, ozokerites, ceresin, spermaceti, sunflower wax, fruit waxes such as apple wax or citrus wax, microwaxes of PE or PP.
  • Such waxes are available, for example, from Kahl & Co., Trittau.
  • fatty substances are, for example
  • 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 with alcohols having 2 to 24 carbon atoms are preferred.
  • 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 technical mixtures thereof.
  • 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
  • caprate Kokosfettalkohol- / caprylate Cetiol ® LC
  • n-butyl stearate oleyl erucate
  • isopropyl palmitate IPP Rilanit ®
  • Oleate (Cetiol ®), hexyl laurate (Cetiol ® A), di-n-butyl adipate (Cetiol ® B), myristyl myristate (Cetiol ® MM), Cetearyl Isononanoate (Cetiol ® SN), decyl oleate (Cetiol ® V).
  • 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, propylene glycol di-pelargonate, butanediol diisostearate, neopentyl glycol dicaprylate,
  • Glycerol carbonate or dicaprylyl carbonate (Cetiol ® CC)
  • ethoxylated or non ethoxylated mono, - di- and trifatty acid esters of saturated and / or unsaturated linear and / or branched fatty acids with glycerol such as Monomuls 90-018 ®, ® Monomuls 90-L12, Cetiol ® HE or Cutina ® MD.
  • Suitable antiperspirants may be selected from piroctone olamine, climbazole, zinc pyrithione, ketoconazole, salicylic acid, sulfur, selenium sulfide, tar preparations, undecenoic acid derivatives, burdock root extracts, poplar extracts, nettle extracts, walnut shell extracts, extracts, willow bark extracts, rosemary extracts and / or arnica extracts.
  • compositions of the present invention include, for example
  • Vitamins Vitamins, vitamin derivatives and / or vitamin precursors
  • Suitable vitamins are preferably the following vitamins, provitamins and vitamin precursors and their derivatives:
  • Vitamin A Retinol (vitamin A ⁇ and 3,4-didehydroretinol (vitamin A 2 ) belong to the group of substances called vitamin A.
  • ß-carotene is the provitamin of retinol, for example vitamin A as the vitamin A component Acid and its esters, vitamin A aldehyde and vitamin A alcohol, and its esters such as palmitate and acetate.
  • Vitamin B belong to the vitamin B group or to the vitamin B complex u. a.
  • Vitamin B 3 • Vitamin B 3 .
  • the compounds nicotinic acid and nicotinamide (niacinamide) are often performed.
  • Vitamin B 5 pantothenic acid and panthenol.
  • panthenol is preferred.
  • Useful derivatives of panthenol are, in particular, the esters and ethers of panthenol, as well as cationically derivatized panthenols. Individual representatives are, for example, panthenol triacetate, panthenol monoethyl ether and its monoacetate, as well as cationic panthenol derivatives.
  • Vitamin B 6 pyridoxine and pyridoxamine and pyridoxal
  • Vitamin C ascorbic acid: 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 a-tocopherol.
  • Vitamin F is usually understood as meaning essential fatty acids, in particular linoleic acid, linolenic acid and arachidonic acid.
  • Vitamin H is the compound (3aS, 4S, 6aR) -2-oxohexahydrothienol [3,4-d] -imidazole-4-valeric acid, for which, however, the trivial name biotin has meanwhile prevailed.
  • the hair cleansing and / or hair conditioning compositions according to the invention may preferably contain vitamins, provitamins and vitamin precursors from groups A, B, E and H.
  • nicotinic acid amide particularly preferred are nicotinic acid amide, biotin, pantolactone and / or panthenol.
  • Vitamins, vitamin derivatives and / or vitamin precursors may be present in the hair cleansing and / or hair conditioning agents (based on their total weight) preferably in an amount of 0.001 to 10% by weight, preferably 0.005 to 7.5% by weight and in particular 0.01 be used to 5 wt .-%.
  • Suitable plant extracts are extracts that can be made from any part of a plant. Usually these extracts are produced by extraction of the whole plant. However, in individual cases it may also be preferred to prepare the extracts exclusively from flowers and / or leaves of the plant.
  • Particularly preferred for use in the hair treatment compositions according to the invention are the extracts of green tea, stinging nettle, witch hazel, chamomile, aloe vera, ginseng, Echinacea purpurea, Olea europea and / or Boerhavia diffusa roots.
  • alcohols and mixtures thereof can be used as extraction agent for the preparation of said plant extracts water.
  • the alcohols are lower alcohols such as ethanol and isopropanol, but especially polyhydric alcohols such as ethylene glycol and propylene glycol, both as sole extractant and in admixture with water, are preferred.
  • Plant extracts based on water / propylene glycol in a ratio of 1:10 to 10: 1 have proven to be particularly suitable.
  • the plant extracts can be used both in pure and in diluted form. If they are used in diluted form, they usually contain about 2 to 80 wt .-% of active substance and as a solvent used in their extraction agent or extractant mixture.
  • the plant extracts may in the hair cleansing and / or hair conditioning compositions according to the invention (based on their total weight) preferably in an amount of 0.01 to 10 wt .-%, preferably 0.05 to 7.5 wt .-% and in particular 0.1 be used to 5 wt .-%.
  • Suitable humectants or penetrants and / or swelling agents which can be added to the hair cleansing and / or hair conditioning agents according to the invention are, 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, glycerin, 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-pentanedi
  • the humectants may in the compositions of the invention - based on the total weight - in amounts of 0.01 to 10 wt .-%, preferably in amounts of 0.05 to 5 wt .-% and in particular in amounts of 0.1 to 3 wt .-% are used.
  • auxiliaries and additives which can be used in the hair-cleansing and / or hair-conditioning compositions according to the invention are, for example:
  • Thickening agents such as gelatin or vegetable gums, for example agar-agar, guar gum, alginates, xanthan gum, gum arabic, karaya gum, locust bean gum, linseed gums, dextrans, cellulose derivatives, e.g. As methylcellulose, hydroxyalkylcellulose and carboxymethylcellulose, starch fractions and derivatives such as amylose, amylopectin and dextrins, clays and phyllosilicates such. As bentonite or fully synthetic hydrocolloids such.
  • Structurants such as maleic acid and lactic acid
  • fiber-structure-improving active ingredients in particular mono-, di- and oligosaccharides such as, for example, glucose, galactose, fructose, fructose and lactose,
  • Substances for adjusting the pH for example ⁇ - and ⁇ -hydroxycarboxylic acids such as citric acid, lactic acid, malic acid, glycolic acid,
  • Active ingredients such as bisabolol,
  • Ceramides are understood as meaning N-acylsphingosine (fatty acid amides of sphingosine) or synthetic analogs of such lipids (so-called pseudo-ceramides),
  • Propellants such as propane-butane mixtures, N 2 O, dimethyl ether, C0 2 and air,
  • Bodying agents such as sugar esters, polyol esters or polyol alkyl ethers,
  • Preservatives such as sodium benzoate or salicylic acid
  • Viscosity regulators such as salts (NaCl).
  • the hair cleansing and / or hair conditioning agents according to the invention preferably have pH values in the range from 1 to 7, preferably from 2 to 6.5 and in particular from 3 to 6.
  • the hair cleansing and / or hair conditioning compositions according to the invention have excellent properties when applied to the hair.
  • Treated dry hair has an improved hair feel and increased hair shine. They feel soft, supple and elastic.
  • the combination of active substances according to the invention can be incorporated very well into an aqueous or aqueous-alcoholic base. Stable, rich hair conditioners and / or hair conditioners with excellent foaming properties can be made.
  • a second object of the invention is the cosmetic use of a hair cleansing and / or hair conditioning composition according to any one of claims 1 to 9 for improving the hair grip and the surface gloss of hair.

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Abstract

Shampoings et / ou après-shampoings qui contiennent, dans un excipient cosmétique, (a) 0,1 à 60 % en poids d'au moins un tensio-actif, choisi dans le groupe des tensio-actifs anioniques, amphotères/zwitterioniques, non ionique et / ou cationiques, et (b) 0,01 à 20 % en poids d'au moins un composé de formule (I) dans laquelle Y représente un groupe cycloalkylène ayant 5 à 7 atomes de carbone et les groupes R1, R2 représentent indépendamment l'un de l'autre un groupement (II) dans lequel R3 représente un atome d'hydrogène, un groupe méthyle ou un groupe éthyle, p représente un nombre entier de 0 à 5, R4 représente un atome d'hydrogène ou un groupe méthyle, et q représente un nombre entier de 0 à 5, toutes les indications de quantité se rapportant au poids total du shampoing ou de l'après-shampoing. Les shampoings et / ou après-shampoings selon la présente invention confèrent aux cheveux ainsi traités des propriétés avantageuses, en particulier un toucher plus agréable et une brillance améliorée.
EP11801653.4A 2010-12-16 2011-12-05 Composés de cyclohexane substitués dans des shampooings et des après-shampoings Withdrawn EP2651384A2 (fr)

Applications Claiming Priority (2)

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DE201010063248 DE102010063248A1 (de) 2010-12-16 2010-12-16 Substituierte Cycloalkanverbindungen in Haarreinigungs- und -konditioniermitteln
PCT/EP2011/071728 WO2012080018A2 (fr) 2010-12-16 2011-12-05 Composés de cyclohexane substitués dans des shampooings et des après-shampoings

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EP2651384A2 true EP2651384A2 (fr) 2013-10-23

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US9381147B2 (en) * 2014-10-20 2016-07-05 Johnson & Johnson Consumer Inc. Compositions comprising zwitterionic ester ammonioalkanoates
US9943816B2 (en) 2014-10-20 2018-04-17 Eastman Chemical Company Amphoteric ester sulfonates
US9533951B2 (en) 2014-10-20 2017-01-03 Eastman Chemical Company Heterocyclic amphoteric compounds
US11414380B2 (en) 2015-09-17 2022-08-16 Eastman Chemical Company Amphoteric compounds
US9993408B2 (en) 2015-09-17 2018-06-12 Johnson & Johnson Consumer Inc. Compositions comprising zwitterionic alkyl-alkanoylamides and/or alkyl alkanoates

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US4873079A (en) * 1987-08-21 1989-10-10 Clairol Incorporated Hair coloring composition and its method of use
EP0893983B1 (fr) 1996-04-18 2001-12-05 Kao Corporation Composition de soin capillaire
DE19757508A1 (de) 1997-12-23 1999-06-24 Henkel Kgaa Haarbehandlungsmittel
US6749836B1 (en) * 1998-01-30 2004-06-15 Eastman Chemical Company Hair care compositions
FR2917968B1 (fr) * 2007-06-29 2010-02-26 Oreal Compositions cosmetiques detergentes comprenant quatre tensioactifs, un polymere cationique et un agent benefique et utilisation
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