WO2016062481A1 - Agents de traitement capillaire contenant un copolymère en peigne ii - Google Patents

Agents de traitement capillaire contenant un copolymère en peigne ii Download PDF

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Publication number
WO2016062481A1
WO2016062481A1 PCT/EP2015/071717 EP2015071717W WO2016062481A1 WO 2016062481 A1 WO2016062481 A1 WO 2016062481A1 EP 2015071717 W EP2015071717 W EP 2015071717W WO 2016062481 A1 WO2016062481 A1 WO 2016062481A1
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Prior art keywords
polyquaternium
hair treatment
alkyl
meth
hair
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PCT/EP2015/071717
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German (de)
English (en)
Inventor
Volker Scheunemann
Erik Schulze Zur Wiesche
Sören SCHEELE
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Henkel Ag & Co. Kgaa
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Publication of WO2016062481A1 publication Critical patent/WO2016062481A1/fr

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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/87—Polyurethanes
    • 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
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/73—Polysaccharides
    • A61K8/731—Cellulose; Quaternized cellulose derivatives
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A61Q19/10—Washing or bathing preparations
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/02—Preparations for cleaning the hair
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/59—Mixtures
    • A61K2800/596—Mixtures of surface active compounds

Definitions

  • the present invention relates to hair treatment compositions containing a comb copolymer.
  • compositions which often contain silicones, often lead to a weighting of the hair and thus in particular in persons with fine hair to problems in the
  • Another object of the present invention is to reduce the side effects of environmental influences and of oxidative and surfactant hair treatments and to prevent the greasing of the keratinic fibers. Another object of the present invention is to prevent silicones in the hair treatment compositions.
  • This hair treatment agent improves the finish, in particular the wet and dry combability, improves the gloss, improves the moisture balance, and protects the destructuring of human hair.
  • a first object of the present invention is therefore a hair treatment composition containing - based on the weight of the total composition - a) 0.0001 to 10 wt .-% of a comb copolymer containing
  • the hair treatment agents are free of a silicone.
  • free of a silicone means that the hair treatment compositions contain up to 0.05% by weight of silicone (s), based on the weight of the entire composition.
  • the silicone is not deliberately added silicone, but silicone, which is present as a companion in a raw material used.
  • Hair treatment agent for the care of human hair Preferred hair treatment agents are therefore, for example, conditioning agents such as hair conditioners or hair treatments.
  • Oxidative hair treatment is defined as the action on hair of an oxidative cosmetic agent containing at least one oxidizing agent in a cosmetic carrier.
  • the hair treatment agent containing the selected comb copolymer is preferably used immediately after the oxidative or surfactant hair treatment.
  • oxidative or surfactant hair treatment is understood in the context of the invention a
  • the hair treatment composition contains as component a) a selected comb copolymer.
  • Comb polymers contain on a linear main chain at more or less regular intervals longer, almost equally long side chains.
  • the comb copolymer contains at least one structural unit A) of the formula (I)
  • Z may be a linear, branched or cyclic alkyl or alkenyl group, an aryl group or an aralkyl group each having 8 to 50 carbon atoms, preferably 10 to 22
  • Carbon atoms and most preferably 10 to 18 carbon atoms.
  • Z is an alkyl group selected from the group consisting of octyl, nonyl, decyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl, nonadecyl, eicosyl, arachinyl and behenyl. It is further preferred that the alkyl group of a
  • Z may also contain a mixture of different alkyl groups.
  • the alkyl groups are preferably derived from fatty alcohol mixtures, which are sold, for example, under the names Alfol® and Novel® (ex Sasol) or Unilin® (ex Baker Petrolite), in which the average
  • Chain length C25, C30, C40 or C50, or of alcohols from the coconut or other natural oils are examples.
  • R may be hydrogen or a methyl group.
  • x, y and z can each have values between 0 and 50, where the sum of x, y and z is greater than 2. Repeating units of x, y, and z may be random, alternating, block, ascending, or descending. In preferred embodiments, y and z each assume the value 0 and x is correspondingly greater than 2. In a most preferred embodiment, y and z are each 0 and x assumes a value between 3 and 30.
  • Preferred structural units A) are stearylpoly (oxyethyl) [25] methacrylate,
  • the comb copolymer may contain one, two or more of said structural units A).
  • the structural unit B) of the comb copolymer is nonionic and is preferably selected from the group consisting of acrylamide, methacrylamide, N-methylacrylamide, N-methylmethacrylamide, ⁇ , ⁇ -dimethylacrylamide, N, N-dimethylmethacrylamide, ⁇ , ⁇ -diethylacrylamide, diacetoneacrylamide , ⁇ , ⁇ -dimethylaminopropylacrylamide, N-butoxymethylacrylamide, N-ethoxymethylacrylamide, N, N-butylacrylamide, N-tert-butylacrylamide, N- / so-propylacrylamide, N-methylolacrylamide, N-methoxymethylacrylamide, N-ethylacrylamide, N- ( 3-methoxypropyl) acrylamide, Nn-propylacrylamide, N-Trimethylbutylacrylamid, N / 'so-octylacrylamide, N-acetylmethacrylamide, N-but
  • Vinylamides, styrene and p-alkylstyrenes Vinylamides, styrene and p-alkylstyrenes.
  • the comb copolymer may contain one, two or more of said nonionic repeating units B).
  • the structural unit C) of the comb copolymer is cationic and is preferably selected from the group consisting of ammonium salt-containing (meth) acrylates, the chloride of trimethylammoniumethyl methacrylate, methacrylamidopropyltrimethylammonium chloride, the chloride of trimethylammonium methylmethacrylate, the methylsulfate salt of
  • Methacrylamidopropyltrimethylammonium chloride used.
  • a suitable 2- (acryloyloxy) ethyl] trimethylammonium chloride is obtainable, for example, under the name Ageflex FA1 Q80MC 500 (ex BASF SE).
  • the comb copolymer may contain one, two or more of said cationic repeating units C).
  • the comb copolymer may contain further structural units, which may be anionic, zwitterionic and / or amphoteric.
  • further structural units include, for example, structural units with COOH groups such as
  • the comb copolymer may be crosslinked. In a particularly preferred embodiment, the comb copolymer is not crosslinked.
  • An especially preferred comb copolymer contains
  • the hair treatment composition contains a comb copolymer, which is available under the name Deposilk Q1 (ex Air Products) and is referred to in the INCI nomenclature as Polyquaternium-101.
  • the hair treatment agents preferably contain the comb copolymer in an amount of 0.0001 to 10.0 wt .-%, particularly preferably from 0.001 to 5.0 wt .-%, most preferably from 0.05 to 3.0 wt. -%, in each case based on the weight of the ready-to-use
  • a second essential ingredient b) in the hair treatment compositions is at least one quaternary compound.
  • the effectiveness of the hair treatment agent is further increased and the stability of the composition promoted considerably.
  • Quaternary compounds are monomeric cationic or amphoteric ammonium compounds, monomeric amines, aminoamides, polymeric cationic ammonium compounds, and polymeric amphoteric ammonium compounds. From these many possible quaternary compounds, the following groups have proven to be particularly suitable and are used in each case in an amount of 0.001 to 10.0 wt .-%. This amount is also not exceeded or exceeded when a mixture of different compounds of the quaternary compounds is used.
  • Cationic ammonium compounds of formula (Tkatl) form the first group of quaternary compounds.
  • R 1, R 2, R 3 and R 4 each independently represent hydrogen, a methyl group, a phenyl group, a benzyl group, a saturated, branched or unbranched alkyl group having a chain length of 8 to 30 carbon atoms, optionally with a or multiple hydroxy groups.
  • A is a physiologically acceptable anion, for example halides such as chloride or bromide and methosulfates.
  • Examples of compounds of formula (Tkatl) are lauryltrimethylammonium chloride,
  • Monoalkyl quats, ie compounds of the formula (Tkat1) having an alkyl radical with a chain length of 8 to 30 carbon atoms, are preferably used in the hair treatment compositions.
  • Esterquats according to the formula (Tkat2) form another preferred group of quaternary compounds.
  • 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
  • aryl or alkaryl radical for example phenyl or benzyl
  • radical (--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 once to three 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,
  • hydroxyl groups may be unbranched, and which contains at least one and at most 3 hydroxyl groups. Examples are: -CH 2 OH, -CH 2 CH 2 OH, -CHOHCHOH, -CH 2 CHOHCH 3,
  • R6-0-CO- wherein R6 is a saturated or unsaturated, branched or
  • cyclic saturated or unsaturated alkyl radical having 6 to 30 carbon atoms, which may contain at least one hydroxy group, and which may optionally be further ethoxylated with 1 to 100 ethylene oxide units and / or 1 to 100 propylene oxide units, 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 may optionally be further ethoxylated with 1 to 100 ethylene oxide units and / or 1 to 100 propylene oxide units,
  • A represents 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 RSO3 " , 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® Quartamin ®.
  • quaternary compounds are cationic betaine esters of the formula (Tkat3). (Tkat3)
  • R8 corresponds in its meaning R7.
  • R and R ' are independently selected from -H and -Chta;
  • X- a physiologically acceptable anion, a halide such as chloride,
  • the care effects of the hair treatment compositions can be further increased and, in particular, the stability of the compositions can be further improved, if the agents are used in addition to the compound (s). en) of the formula (I) contain certain acylated diamines.
  • Preferred hair treatment agents are therefore characterized by containing a compound of formula (II)
  • Tkat4 Another group are quaternary imidazoline compounds.
  • the formula (Tkat4) shown below shows the structure of these compounds.
  • radicals R independently of one another each represent a saturated or unsaturated, linear or branched hydrocarbon radical having a chain length of 8 to 30
  • the preferred compounds of formula (Tkat4) contain for R each the same hydrocarbon radical.
  • the chain length of the radicals R is preferably 12 to 21
  • A is an anion as previously described.
  • Examples according to the invention are obtainable, for example, under the INCI names Quaternium-27, Quaternium-72, Quaternium-83 and Quaternium-91. Most preferred is quaternium-91.
  • the agents 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,
  • 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 C atoms, which may contain at least one OH group means.
  • amidoamines and / or quaternized amidoamines in which R2, R3 and / or R4 in the formula (Tkat5) is a radical according to the general formula CH2CH2OR5, where R5 is the meaning of alkyl radicals having 1 to 4 carbon atoms, hydroxyethyl or hydrogen may have.
  • the preferred size of n in the general formula (Tkat5) is an integer between 2 and 5.
  • the alkylamidoamines are converted by protonation in a correspondingly acidic solution into a quaternary compound. Preference is given to the cationic alkylamidoamines.
  • 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.
  • Another suitable fatty acid amide corresponds to the general formula (III).
  • R1, R2 and R3 independently of one another represent a linear branched or unbranched C6 to C30, preferably C8 to C24, more preferably C12 to C22 and most preferably C12 to C18 alkyl or alkenyl group.
  • R1 to R3 are preferably capryl, caprylyl, octyl, nonyl, decanyl, lauryl, myristyl, cetyl, stearyl, isostearyl, oleyl, behenyl or arachidyl.
  • R 2 is more preferably equal to R 3 and most preferably R 1 is R 2 equal to R 3.
  • the most preferred compound of formula (I) is that bearing the INCI name Bis-Ethyl (isostearylimidazoline) isostearamide. The latter compound is commercially available under the tradename Keradyn® HH from Croda.
  • quaternary ammonium compounds are cationic polymers.
  • the cationic 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.
  • Suitable cationic monomers are unsaturated, free-radically polymerizable compounds which carry at least one cationic group, in particular ammonium-substituted vinyl monomers, for example trialkylmethacryloxy-alkylammonium, trialkylacryloxyalkylammonium,
  • Dialkyl diallyl ammonium and quaternary vinyl ammonium monomers with cyclic, cationic nitrogen-containing groups such as pyridinium, imidazolium or quaternary pyrrolidones, e.g. 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.
  • ammonium group-containing monomers may be copolymerized with non-cationic monomers.
  • Suitable comonomers are, for example, acrylamide, methacrylamide; Alkyl and dialkyl acrylamide, alkyl and dialkyl methacrylamide, alkyl acrylate, alkyl methacrylate,
  • R -H or -CH 3 , R 2 , R 3 and R 4 are independently selected from C 1-4-
  • a physiologically acceptable counterion X come, for example, halide ions,
  • Sulfate ions, phosphate ions, Methosulfationen and organic ions such as lactate, citrate, tartrate and acetate ions into consideration.
  • Suitable cationic polymers are, for example, copolymers of the formula (Copo).
  • Q is from 3 to 55,000, preferably from 10 to 25,000,
  • x stands for (0 to 0.5) Q, preferably for (0 to 0.3) Q and in particular for the values 0, 1, 2, 3, 4, 5, wherein the value 0 is preferred,
  • y is (0, 1 to 0.95) Q, preferably (0.5 to 0.7) Q and
  • z is (0.001 to 0.5) Q, preferably (0, 1 to 0.5) Q and
  • a most preferred copolymer, constructed as previously shown, is commercially available under the name Polyquaternium-74.
  • a particularly suitable homopolymer is, if desired, crosslinked,
  • 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 nonaqueous 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 RbR 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 , Rb 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 , Rb and R c is preferably at most 20;
  • 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 SoftCat® Polymer SL or SoftCat® Polymer SK (Dow).
  • Mirustyle® CP from Croda
  • another highly preferred cellulose is offered. This is a trimonium and cocodimonium hydroxyethyl cellulose derivatized cellulose with the INCI name
  • Polyquaternium-72 Polyquaternium-72 can be used pre-dissolved both in solid form and already in aqueous solution.
  • Polyquaternium-10) and polymer Quatrisoft® LM-200 are commercial products.
  • Other commercial products are the compounds Celquat ® H 100 and Celquat ® L 200th
  • Particularly preferred cationic celluloses are 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.
  • Also particularly suitable cationic guar derivatives also by the company.
  • Hercules under the name N-Hance ® commercially.
  • Other cationic guar derivatives are marketed by the company.
  • BASF SE under the name Cosmedia® ®.
  • a preferred cationic guar derivative is the commercial product AquaCat® ® from. Hercules. This raw material is an already pre-dissolved cationic guar derivative.
  • the cationic guar derivatives are preferred.
  • a suitable chitosan is sold, for example, by Kyowa Oil & Fat, Japan under the trade name Flonac ®.
  • a preferred chitosan salt is
  • Chitosoniumpyrrolidoncarboxylat which is sold for example under the name Kytamer ® PC by Amerchol, USA.
  • Other chitosan derivatives are among the
  • Hydagen® ® CMF Hydagen® ® HCMF
  • Chitolam ® NB / 101 freely available commercially.
  • Another group of excellent polymers to use are polymers based on glucose.
  • the following figure shows such a cationic alkyl oligoglucoside.
  • the radicals R independently of one another are a linear or branched C 6 to C 30 alkyl radical, a linear or branched C 6 -C 30 alkenyl radical, preferably the radical R is a radical R selected from: lauryl, myristyl, cetyl, stearyl, Oleyl, behenyl or arachidyl.
  • the radicals R 1 independently of one another are a linear or branched C 6 to C 30 alkyl radical, a linear or branched C 6 to C 30 alkenyl radical, preferably the radical R is a radical selected from: butyl, capryl, caprylyl, octyl, nonyl, decanyl, lauryl, Myristyl, cetyl, stearyl, oleyl, behenyl or arachidyl. More preferably, the radicals R1 are the same.
  • R1 radicals are more preferably selected from technical mixtures of the fatty alcohol cuts of C6 / C8 fatty alcohols, C8 / C10 fatty alcohols, C10 / C12 fatty alcohols, C12 / C14 fatty alcohols, C12 / C18 fatty alcohols, and most preferred are those technical fatty alcohol cuts which are of plant origin.
  • the counterion to the cationic charge is a physiologically acceptable anion, for example, halide,
  • the counterion is a halide such as fluoride, chloride, bromide or methosulfate.
  • the anion is chloride.
  • cationic alkyl oligoglucosides are the compounds with the INCI names Polyquaternium-77, Polyquaternium-78, Polyquaternium-79,
  • Polyquaternium-80, Polyquaternium-81 and Polyquaternium-82 are preferred. Most preferred are the cationic alkyl oligoglucosides designated Polyquaternium-77, Polyquaternium-81 and Polyquaternium-82.
  • Such compounds can be obtained, for example, under the name Poly Suga® Quat from the company Colonial Chemical Inc.
  • Another preferred cationic polymer may be obtained based on ethanolamine.
  • the polymer is commercially available under the name Polyquaternium-71.
  • This polymer can, for example, under the name Cola® Moist 300 P from the Fa.
  • a cationic alkyl oligoglucoside as shown in the following figure.
  • the radical R 2 is a linear or branched C 6 to C 30 alkyl radical, a linear or branched C 6 -C 30 alkenyl radical, preferably the radical R is a radical R selected from: lauryl, myristyl, cetyl, stearyl, oleyl, Behenyl or arachidyl.
  • the radical R 1 is a linear or branched C 6 to C 30 alkyl radical, a linear or branched C 6 to C 30 alkenyl radical, preferably the radical R 1 is a radical selected from: butyl, capryl, caprylyl, octyl, nonyl, decanyl, lauryl, myristyl, Cetyl, stearyl, oleyl, behenyl or arachidyl.
  • the radical R1 is selected from technical mixtures of the fatty alcohol cuts of C6 / C8 fatty alcohols, C8 / C10 fatty alcohols, C10 / C12 fatty alcohols, C12 / C14 fatty alcohols, C12 / C18 fatty alcohols, and most preferred are those technical Fatty alcohol cuts of plant origin.
  • the subscript n represents a number between 1 and 20, preferably between 1 and 10, more preferably between 1 and 5, and most preferably between 1 and 3.
  • the counterion to the cationic charge, A ⁇ is a
  • physiologically acceptable anion for example halide, methosulfate, phosphate, citrate, tartrate, etc.
  • the counterion is a halide, such as fluoride, chloride, bromide or methosulfate.
  • the anion is chloride.
  • cationic alkyl oligoglucosides are the compounds having the INCI names Laurdimonium hydroxypropyl decyl glucosides chlorides,
  • Decylglucosides chlorides Decylglucosides chlorides, stearyldimonium hydroxypropyl lauryl glucosides chlorides,
  • Such compounds can be obtained, for example, under the name Suga® Quat from the company Colonial Chemical Inc.
  • Another preferred cationic polymer comprises at least one structural unit of the formula (IV), at least one structural unit of the formula (V), at least one structural unit of the formula (VI) and at least one structural unit of the formula (VII)
  • R and R 4 independently of one another represent a hydrogen atom or a methyl group
  • X 1 and X 2 independently of one another represent an oxygen atom or a group NH
  • a and A 2 independently of one another represent a group ethane-1,2-diyl, propane 1, 3-diyl or butane-1, 4-diyl,
  • R 2 , R 3 , R 5 and R 6 independently of one another represent a (C 1 to C 4) -alkyl group
  • R 7 is a (Cs to C30) alkyl group
  • a chemical bond marked with the symbol * stands for a free valency of the corresponding structural fragment.
  • physiologically acceptable anions such as chloride, bromide, hydrogen sulfate, methyl sulfate,
  • Examples of (C 1 to C 4) -alkyl groups are methyl, ethyl, propyl, isopropyl, butyl, sec-butyl, isobutyl, tert-butyl.
  • Examples of (Cs to C30) alkyl groups are octyl (capryl), decyl (caprinyl), dodecyl (lauryl), tetradecyl (myristyl), hexadecyl (cetyl), octadecyl (stearyl), eicosyl (arachyl), docosyl (behenyl).
  • R and R 4 each represent a methyl group
  • X 1 stands for a group NH
  • X 2 stands for a group NH
  • a and A 2 are each independently ethane-1, 2-diyl or propane-1, 3-diyl, R 2 , R 3 , R 5 and R 6 independently of one another represent methyl or ethyl, (particularly preferably methyl),
  • R 7 is a (C 10 to C 24) alkyl group, in particular decyl (caprinyl), dodecyl (lauryl), tetradecyl (myristyl), hexadecyl (cetyl), octadecyl (stearyl), eicosyl (arachyl) or docosyl (behenyl).
  • the structural unit of the formula (VII) the structural unit of the formula (VI-7) and / or the formula (VI-8).
  • the structural unit of formula (VI-8) is a most preferred structural unit.
  • particularly preferred structural unit of the formula (VII) are the structural units of the formula (VII-7) and / or the formula (VII-8) wherein each R 7 is octyl (capryl), decyl (caprinyl), dodecyl (lauryl ), Tetradecyl (myristyl), hexadecyl (cetyl), octadecyl (stearyl), eicosyl (arachyl) or docosyl (behenyl).
  • the structural unit of the formula (VII-8) represents a very particularly preferred structural unit of the formula (VII).
  • a very particularly preferably cationic polymer present in the composition comprises at least one structural unit of the formula (IV), at least one structural unit of the formula (V), at least one structural unit of the formula (VI-8) and at least one structural unit of the formula (VII-8) .
  • R 7 is octyl (capryl), decyl (caprinyl), dodecyl (lauryl), tetradecyl (myristyl), hexadecyl (cetyl), octadecyl (stearyl), eicosyl (arachyl) or docosyl (behenyl).
  • a very particularly preferred cationic polymer according to the invention is the copolymer of N-vinylpyrrolidone, N-vinylcaprolactam, N- (3-dimethylaminopropyl) methacrylamide and 3- (methacryloylamino) propyl-lauryl-dimethylammonium chloride (INCI name: Polyquaternium). 69) which, for example, under the trade name Aqua Style ® 300 (28-32 wt .-%
  • Active substance in ethanol-water mixture molecular weight 350000 is sold by the company ISP.
  • the polymers described so far represent only a part of the polymers which can be used.
  • the INCI declarations of the preferred polymers are given in summary.
  • the preferred polymers bear the INCI name:
  • Polyquaternium-55 Polyquaternium-67, Polyquaternium-68, Polyquaternium-69, Polyquaternium-72, Polyquaternium-74, Polyquaternium-76, Polyquaternium-86, Polyquaternium-89 and
  • the aforementioned cationic polymers can be used individually or in any combination with each other.
  • honey for example the commercial product Honeyquat ® 50,
  • Poly (dimethyldiallylammonium chloride)) and Merquat ® 550 are examples of such cationic polymers having the INCI - designation Polyquaternium-7, 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 methacrylate methosulfate copolymer which is among the
  • Vinylpyrrolidone-Vinylcaprolactam-acrylate terpolymers such as those with acrylic acid esters and acrylamides as a third monomer building commercially, for example, under the
  • Designation Aquaflex ® SF 40 are offered.
  • Amphoteric polymers are those polymers in which a cationic group is derived from at least one of the following monomers:
  • 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 (Mono2) and (Mono3) are particularly preferably used amphoteric polymers.
  • Very particularly preferably used amphoteric polymers are copolymers of diallyl dimethyl ammonium chloride and acrylic acid. These copolymers are sold under the INCI name Polyquaternium-22, among others, with the trade name Merquat ® 280 (Nalco).
  • amphoteric polymers in addition to a monomer (Monol) or (Mono2) and a monomer (Mono3) additionally a monomer (Mono4)
  • R 0 and R independently of one another are hydrogen or methyl groups and R 2 is a hydrogen atom or an (O-Cs) -alkyl group.
  • Very particularly preferred amphoteric polymers based on a comonomer are terpolymers of diallyldimethylammonium chloride, acrylamide and acrylic acid. These copolymers are marketed ® under the INCI name Polyquaternium-39, among others, with the trade name Merquat Plus 3330 (Nalco).
  • amphoteric polymers can generally be used both directly and in salt form
  • Neutralization of the polymers for example, with an alkali metal hydroxide, are used.
  • Hair treatment agent a monoalkyl quat as a quaternary compound.
  • the monoalkyl quat may be the sole quaternary compound or may be in admixture with other quaternary compounds.
  • the amount of monoalkyl quat in the hair treatment agent is preferably from 0.001 to 10% by weight, and more preferably from 0.1 to 3.0% by weight, based on the weight of the total composition.
  • Particularly preferably usable monoalkyl quats are cetyltrimethylammonium chloride and behenyltrimethylammonium chloride.
  • the hair treatment composition further contains an aqueous or an aqueous-alcoholic carrier.
  • An aqueous cosmetic carrier contains at least 50% by weight of water.
  • aqueous-alcoholic cosmetic carriers include aqueous solutions containing from 3 to 70% by weight of a C 2 -C 6 -alcohol, in particular ethanol or propanol, Isopropanol, butanol, isobutanol, tert-butanol, n-pentanol, iso-pentanols, n-hexanol, isohexanols, glycol, glycerol, 1, 2-pentanediol, 1, 5-pentanediol, 1, 2-hexanediol or 1 To understand 6-hexanediol.
  • the agents may additionally contain other organic solvents, such as
  • Methoxybutanol benzyl alcohol, ethyl diglycol or 1, 2-propylene glycol. Preference is given to all water-soluble organic solvents.
  • Suitable ingredients include surfactants, nonionic polymers, anionic polymers, other cationic polymers, fatty substances, waxes, protein hydrolysates, amino acids, oligopeptides, vitamins, provitamins, vitamin precursors, betaines, biochinones, purines (derivatives), taurine (derivatives), Plant extracts, silicones, ester oils, UV screening filters, structurants, thickeners, electrolytes, pH modifiers, swelling agents, dyes, antidandruff agents, chelants, opacifiers, pearlescers, pigments, stabilizers, propellants, antioxidants, perfume oils and / or preservatives.
  • the hair treatment compositions can be both single-phase and multiphase, for example in particular with two or three optically clearly separated discrete phases. When the compositions are multi-phase, the whole composition is shaken into a single-phase composition before use and applied.
  • the hair treatment compositions can be formulated as pump spray, aerosol spray, pump foam or aerosol foam.
  • the means are assembled in a dispensing device, which is either an additionally filled with a propellant compressed gas container ("aerosol container”) or a non-aerosol container.
  • a dispensing device which is either an additionally filled with a propellant compressed gas container ("aerosol container”) or a non-aerosol container.
  • Another object of the invention is a method for hair treatment, in which a
  • Hair treatment composition according to claim 1 is applied to the hair and after a
  • Exposure time is rinsed by the hair.
  • the exposure time is preferably a few seconds to 100 minutes, more preferably 1 to 50 minutes and most preferably 1 to 30 minutes.
  • Claim 1 is applied to the hair and remains there.
  • “remaining on the hair” is meant that the agent is not rinsed out of the hair immediately after its application, but rather remains in this case for more than 100 minutes until the next hair wash on the hair.
  • the recipe in question is either filled with a propellant in an aerosol container or discharged from a pump bottle with a corresponding pump attachment, such as Airfoamer as foam.
  • a fatty alcohol such as cetylstearyl alcohol and / or ethylene glycol distearate and / or glycerol monostearate in amounts of from 0.2 to 5.0% by weight is added to the formulation listed above.

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Dermatology (AREA)
  • Cosmetics (AREA)

Abstract

L'invention concerne des agents de traitement capillaire contenant un copolymère en peigne sélectionné, au moins un composé quaternaire et un support aqueux ou aqueux-alcoolique. Le copolymère en peigne contient une unité structurale A) de formule (I) dans laquelle R1 désigne H ou CH3; x est compris entre 0 et 50, y est compris entre 0 et 50; z est compris entre 0 et 50, la somme x+y+z est supérieure à 2, et Z désigne alkyle, alcényle, aryle ou aralkyle; une unité structurale non ionique B) et une unité structurale cationique C). Cet agent de traitement capillaire sert au soin de cheveux humains.
PCT/EP2015/071717 2014-10-22 2015-09-22 Agents de traitement capillaire contenant un copolymère en peigne ii WO2016062481A1 (fr)

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DE102014221401.7A DE102014221401A1 (de) 2014-10-22 2014-10-22 Haarbehandlungsmittel enthaltend ein Kamm-Copolymer II

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CN113429560B (zh) * 2021-07-12 2023-04-07 江苏海洋大学 一种多功能聚季铵盐及其制备方法

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CN112457489A (zh) * 2020-12-09 2021-03-09 江苏海洋大学 一种功能性聚季铵盐及其制备方法
CN112457489B (zh) * 2020-12-09 2023-01-20 江苏海洋大学 一种功能性聚季铵盐及其制备方法

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