EP2349195A2 - Agents de conditionnement capillaire contenant des imidazolines - Google Patents

Agents de conditionnement capillaire contenant des imidazolines

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Publication number
EP2349195A2
EP2349195A2 EP09772345A EP09772345A EP2349195A2 EP 2349195 A2 EP2349195 A2 EP 2349195A2 EP 09772345 A EP09772345 A EP 09772345A EP 09772345 A EP09772345 A EP 09772345A EP 2349195 A2 EP2349195 A2 EP 2349195A2
Authority
EP
European Patent Office
Prior art keywords
group
acid
hair
alkyl
cationic
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.)
Ceased
Application number
EP09772345A
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German (de)
English (en)
Inventor
Marcus Krueger
Dieter Goddinger
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Henkel AG and Co KGaA
Original Assignee
Henkel AG and Co KGaA
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Filing date
Publication date
Application filed by Henkel AG and Co KGaA filed Critical Henkel AG and Co KGaA
Publication of EP2349195A2 publication Critical patent/EP2349195A2/fr
Ceased 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
    • A61K8/49Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/494Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
    • A61K8/4946Imidazoles or their condensed derivatives, e.g. benzimidazoles
    • 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
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/41Amines
    • A61K8/416Quaternary ammonium compounds
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/004Preparations used to protect coloured 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
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/54Polymers characterized by specific structures/properties
    • A61K2800/542Polymers characterized by specific structures/properties characterized by the charge
    • A61K2800/5426Polymers characterized by specific structures/properties characterized by the charge cationic
    • 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
    • A61Q5/10Preparations for permanently dyeing the hair

Definitions

  • the invention relates to hair treatment compositions containing cationic imidazolines and the use of these agents for the treatment of skin and hair.
  • 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.
  • cationic imidazolines of the formula I in particular those which have a chain length of the radical R of at least 18 C atoms, preferably 20 C atoms, particularly preferably 21 C atoms, in combination with at least one other cationic Compound according to the formula (Tkat2) meet the requirements of hair care compositions in an excellent manner.
  • the properties of these compositions according to the invention can be significantly improved again be further used if at least one amine and / or a quaternized amine, in particular at least one amidoamine and / or a cationized amidoamine with.
  • a first subject of the present invention is therefore a composition for the treatment of keratinic fibers, comprising a) at least 0.01% by weight of a quaternary imidazoline derivative having at least two long fatty residues according to the formula I and b) at least 0.01% by weight of a cationic Surfactants according to the formula (Tkat2) and c) a cosmetic carrier.
  • compositions according to the invention contain an active ingredient combination of at least two constituents, the constituents a) and b) being used within a certain weight ratio to one another.
  • the weight ratio of imidazoline derivatives a) of the formula I to one of the other cationic compounds b) is 20: 1 to 1:20, preferably 20: 1 to 1:10, more preferably 5: 1 to 1: 5 and in particular 2 , 5: 1 to 1: 2.5.
  • 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 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. In the context of an oxidative hair treatment, the action of 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.
  • 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 1 -C 6 -alkoHoI, 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.
  • 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.
  • the compositions according to the invention comprise at least one quaternary imidazoline compound, ie a compound which has a positively charged imidazoline ring.
  • the formula I shown below shows the structure of these compounds.
  • the radicals R independently of one another each represent a saturated or unsaturated, linear or branched hydrocarbon radical having a chain length of 18 to 30 carbon atoms.
  • the preferred compounds of the formula I each contain the same hydrocarbon radical for R.
  • the chain length of the radicals R is at least 18 carbon atoms. Preference is given to compounds having a chain length of at least 19 carbon atoms and more preferably having at least 20 carbon atoms.
  • a very particularly preferred compound of the formula I has a chain length of 21 carbon atoms. A commercial product of this chain length is known, for example, under the name Quaternium-91. In formula I is shown as the counterion methosulfate.
  • the counterions also include the halides, such as chloride, fluoride, bromide, or else phosphates.
  • the imidazolines of the formula I 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. % contain. 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.
  • cationic surfactants of the formula (Tkat-2) are used as ingredient b. Not only are these cationic surfactants biodegradable, they are also particularly mild on both the mucous membrane and the skin in particular. RCO-XN + R 1 R 2 R 3 R 4 A " (Tkat-2)
  • R here stands for a substituted or unsubstituted, branched or straight-chain alkyl or alkenyl radical having 11 to 35 carbon atoms in the chain, X is -O- or -NR 5 -,
  • R 1 represents an alkylene group having 2 to 6 C atoms, which may be unsubstituted or substituted, in which case substitution with an -OH or -NH group is preferred in the case of a substitution,
  • R 2 , R 3 and R 4 each independently represent an alkyl or hydroxyalkyl group having 1 to 6 C atoms in the chain, which chain may be straight or branched.
  • radicals according to the invention are methyl, ethyl, propyl, isopropyl, butyl, isobutyl, tert-butyl, pentyl, isopentyl, neopentyl, hexyl, iso-hexyl, hydroxyalkyl, dihydroxyalkyl, hydroxyethyl, hydroxypropyl, dihydroxypropyl , Hydroxybutyl, dihydroxybutyl, trihydroxybutyl, trihydroxypropyl, dihydroxyethyl,
  • R5 is hydrogen or a C1 to C6 straight-chain or branched, alkyl or alkenyl radical which may also be substituted by a hydroxyl group, especially methyl, ethyl, propyl, isopropyl, butyl, isobutyl, tert-butyl, pentyl, iso-pentyl, neo-pentyl, hexyl, iso -hexyl, hydroxyethyl, hydroxypropyl, dihydroxypropyl, hydroxybutyl, dihydroxybutyl, trihydroxybutyl, trihydroxypropyl, dihydroxyethyl and
  • a ' represents a halide such as fluoride, chloride or bromide, an alkyl sulfate such as a methosulfate or ethosulfate, a phosphate, a citrate, tartrate, maleate or fumarate
  • the cationic surfactants of the formula (Tkat-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 with amounts of 0.1 to 5 wt.% Each based on the
  • esterquats according to the formula (Tkat1-2) can be used.
  • radicals R1, R2 and R3 are each independently and may be the same or different.
  • the radicals R 1, R 2 and R 3 are: a branched or unbranched alkyl radical having 1 to 4 carbon atoms which may contain at least one hydroxyl group, for example methyl, ethyl, propyl,
  • the remainder - (A - R4) is contained at least 1 to 3 times.
  • n 1 to 200, preferably 1 to 100, more preferably 1 to 50, and particularly preferably 1 to 20 with R 5 in the meaning of hydrogen, methyl or ethyl, and R 4 stands for:
  • R 6 -O-CO- wherein R 6 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 may be ethoxylated, or
  • R 7 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
  • Q is a physiologically acceptable organic or inorganic anion, which is preferably selected from the halides, for example fluoride, chloride, bromide, the sulfates, for example the Methosulfaten the general formula RSO 3 " wherein R is the meaning of saturated or unsaturated alkyl radicals having 1 to 4 carbon atoms, the phosphates or anionic radicals of organic acids such as maleate, fumarate, oxalate, tartrate, citrate, lactate or acetate.
  • halides for example fluoride, chloride, bromide
  • the sulfates for example the Methosulfaten the general formula RSO 3 " wherein R is the meaning of saturated or unsaturated alkyl radicals having 1 to 4 carbon atoms, the phosphates or anionic radicals of organic acids such as maleate, fumarate, oxalate, tartrate, citrate, lactate or acetate.
  • Esterquats are known substances which contain both at least one ester function and at least one quaternary ammonium group as a structural element.
  • Preferred ester quats are quaternized ester salts of fatty acids with triethanolamine, quaternized ester salts of fatty acids with diethanolalkylamines and quaternized ester salts of fatty acids with 1,2-dihydroxypropyldialkylamines.
  • Such products are marketed under the trademarks Rewoquat ®, Stepantex® ®, ® and Dehyquart® Armocare® ®.
  • the products Armocare ® VGH-70, a N, N-bis (2-palmitoyloxyethyl) dimethylammonium chloride, as well as Dehyquart ® F-75, Dehyquart ® C-4046, Dehyquart ® L80, Dehyquart ® F-30, Dehyquart ® AU 35, Rewoquat ® WE18, Rewoquat WE38 ® DPG and Stepantex ® GS 90 are examples of such esterquats.
  • R8 corresponds in its meaning R7.
  • the esterquats are contained 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.
  • monoalkyltrimethylammonium salts having a chain length of the alkyl radical of 16 to 24 carbon atoms may be contained in one embodiment.
  • R1, R2 and R3 are each a methyl group and R4 is a saturated, branched or unbranched alkyl radical having a chain length of 16 to 24 carbon atoms and A 'is an anion selected from the physiologically acceptable anions.
  • anion are the halides, fluoride, chloride, bromide, sulfate (methosulfate) of the general formula RSO 3 " in which 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.
  • Particularly preferred compounds of the formula (Tkat1-1) have as anion the chloride or methosulfate with a methyl group as the radical R, and furthermore as the radical R4 a saturated, branched or unbranched alkyl radical, very particularly preferably unbranched alkyl radical having a chain length of 18 to 24, most preferably having a chain length of 22 to 24 carbon atoms.
  • Examples of compounds of the formula (Tkat1-1) are cetyltrimethylammonium chloride, cetyltrimethylammonium bromide, cetyltrimethylammonium methosulfate,
  • Behenyltrimethylammonium bromide and behenyltrimethylammonium methosulfate Preference is given to cetyltrimethylammonium and behenyltrimethylammonium salts. Particularly preferred are the latter in the form of methosulfates and bromides. Most preferred are cetyltrimethylammonium methosulfate and behenyltrimethylammonium methosulfate and most preferred is behenyltrimethylammonium methosulfate.
  • the compounds of the formula (Tkat1-1) are used in the compositions according to the invention in an amount of 0.01 to 5.0% by weight.
  • 0.1 to 5.0 wt.% are used.
  • Particular preference is given to amounts of from 0.1 to 3.0% by weight.
  • the quantities are based on the total composition.
  • 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 -NH- (CH 2 ) n -NR 2 R 3 R 4 Tkat ⁇
  • 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
  • R 2, R 3 and R 4 are each independently hydrogen or an alkyl radical having 1 to 4 C atoms, which may be identical or different, saturated or unsaturated
  • the anion is selected from the physiologically acceptable anions.
  • these are the halide ions, fluoride, chloride, bromide, sulfate of the general formula RSO 3 " , in which 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, called.
  • R1 is a branched or unbranched, saturated or unsaturated acyl radical with 6 to 30 carbon atoms, which may contain at least one OH group means.
  • the alkylamidoamines are usually prepared by amidation of natural or synthetic fatty acids and fatty acid cuts with dialkylaminoamines.
  • amidoamines and / or quaternized amidoamines in which R 2, R 3 and / or R 4 in formulas (Tkat7) and / or (Tkat ⁇ ) 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.
  • 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 formulas (Tkat7) and / or (Tkat ⁇ ) is an integer between 2 and 5.
  • the alkyl radical having 1 to 4 carbon atoms of R 2, R 3 and R 4 and / or the alkyl radical having 1 to 4 carbon atoms of RSO 3 " in the general formula (Tkat7) and / or (Tkat ⁇ ) may contain at least one hydroxyl group.
  • the alkylamidoamines can both be present as such and converted by protonation in a correspondingly acidic solution into a quaternary compound in the composition.
  • the cationic alkylamidoamines are preferred.
  • Suitable amidoamines to be used according to the invention are, for example, amidoamines: Witcamine 100 (Witco, INCI name: Cocamidopropyl Dimethylamine), Incromine BB (Croda, INCI name: behenamidopropyl dimethylamine), Mackin 401 (McIntyre, INCI name: isostearylamidopropyl dimethylamine) and other types of mackins, Adogen S1 ⁇ V (Witco, INCI name: stearylamidopropyl dimethylamine), and as permanent cationic aminoamines: Rewoquat RTM 50 (Witco Surfactants GmbH, INCI name: Ricinoleamidopropyltrimonium Methosul
  • amidoamines or quaternized amidoamines according to the general formulas (Tkat7) and (Tkat ⁇ ) can be used individually or in any desired combinations with each other, amounts of from 0.01 to 20% by weight, preferably from 0.01 to 10% by weight. and most 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.
  • compositions according to the invention preferably contain at least one silicone polymer selected from the group of dimethiconols and / or the group of amino-functional silicones and / or the group of dimethicones and / or the group of cyclomethicones.
  • the dimethicones according to the invention can be both linear and branched as well as cyclic or cyclic and branched.
  • Linear dimethicones can be represented by the following structural formula (Sil): (SiR 1 3 ) -O- (SiR 2 2 -O-) x - (SiR 1 3 ) (Sil)
  • Branched dimethicones can be represented by the structural formula (SM .1):
  • R 1 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.
  • R 1 and R 2 is an alkyl radical containing from 1 to about 6 carbon atoms, and most preferably R 1 and R 2 are methyl.
  • 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 Dimethicone lie between 1,000 D and 10000000 D.
  • the viscosities are between 100 and 10,000,000 cPs measured at 25 0 C by means of a glass capillary viscometer according to Dow Corning Corporate Test Method CTM 0004 dated 20 July 1970.
  • Preferred viscosities are 1000-5000000 cPs, most preferred viscosities are between 10,000 and 3,000,000 cps.
  • the most preferred range is between 50,000 and 2000000 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, please refer to the product "Dow Corning 200 with 6000OcSt".
  • the dimethicones (Sil) are 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, more preferably from 0.1 to 7.5% by weight and in particular from 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 1 HZ, wherein
  • R 1 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; a assumes values in the range of about 0 to about 2, b takes values in the range of about 1 to about 3, a + b is less than or equal to 3, and c is a number in the range of about 1 to about 3, and x a number ranging from 1 to about 2,000, preferably from about 3 to about 50, and most preferably from about 3 to about 25; and y is a number ranging from about 20 to about 10,000, preferably from about 125 to about 10,000 and most preferably from about 150 to about 1000, and M is a suitable silicone end group as known in the art, preferably trimethylsiloxy.
  • 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 R 3 Q b SiO (4 a - b.) / 2 units to the R 0 SiO (4 _ c y 2 units in the formula (Si-2) is in the range of about 1: 2 to about 1: 65, preferably from about 1: 5 to about 1:65, and most preferably from about 1:15 to about 1:20.
  • the various variables Substituents in the above formula may be different for the various silicone components present in the silicone blend.
  • Preferred cosmetic or dermatological preparations of the invention contain an amino-functional silicone of the formula (Si-3), R 'a G 3 - a -Si (OSiG 2) n - (OSiG b R' 2 - b) mO-SiG 3-a-R ' a (Si-3), where
  • G is -H, a phenyl group, -OH, -O-CH 3 , -CH 3 , -O-CH 2 CH 3 , -CH 2 CH 3 , -O-CH 2 CH 2 CH 3 , -C / H 2 C / H2C / H3, -L) ⁇ C / H (C / H3) 2) ⁇ C / H (L / H3) 2 -O ⁇ J C / ⁇ 2C / H2C / ⁇ 2C / H3, -C / H2C / H2C / ⁇ 2C / ⁇ 3, -O-CH 2 CH (CH 3) 2, -CH 2 CH (CHs) 2, -0-CH (CH 3) CH 2 CH 3, -CH (CH 3) CH 2 CH 3, -OC (CH 3 ) 3 , -C (CH 3 ) 3 ; a is a number between 0 and 3, in particular 0; b is a number between 0 and
  • R ' is a monovalent radical selected from -QN (R ") - CH 2 -CH 2 -N (R") 2 -QN (R 11 J 2 -QN + (R ") 3 A- -QN + H (R ") 2 a" QN + H 2 (R ") a" -QN (R ”) - CH 2 -CH 2 -N + R" H 2 a ", each Q is a chemical bond, -CH 2 - , -CH 2 -CH 2 -, -CH 2 CH 2 CH 2 -, -C (CH 2 ) 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 (CHs) 2 , -CH (CH 3 ) CH 2 CH 3 , -C (CH 3 J 3 , and A represents an anion, which is preferably selected from chloride, bromide, iodide or methosulfate.
  • Cationic silicone oils such as the commercially available Dow Corning 929 emulsion (containing a hydroxylamino-modified silicone referred to as amodimethicone), DC 2-2078 (manufacturer Dow Corning, INCI name: Aminopropyl Phenyl Trimethicone), DC 5 are suitable according to the invention -7113 (manufacturer Dow Corning, INCI name: Silicone Quaternium 16), SM-2059 (manufacturer: General Electric) and SLM-55067 (manufacturer: Wacker).
  • 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)
  • m 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.
  • These 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 is -OH, an (optionally ethoxylated and / or propoxylated) (Ci to C 2 o) -
  • R ' is -OH, a (Ci to C 2 o) alkoxy group or a -CH 3 group and m, n1 and n2 are numbers whose sum (m + n1 + n2) is between 1 and 2000, preferably between 50 and Is 150, wherein the sum (n1 + n2) preferably takes values from 0 to 1999 and in particular from 49 to 149 and m preferably values from 1 to 2000, in particular from 1 to 10.
  • These silicones are according to the INCI declaration as amodimethicone, or as functionalized
  • Amodimethicones such as bis (C13-15 alkoxy) PG amodimethicones (for example as
  • amino-functional silicones which are terminated by terminal amino groups, which in turn are particularly preferably quaternary.
  • diquaternary silicones are selected from compounds of the general formula (Si3c)
  • At least one of the radicals has at least 8 carbon atoms and the other radicals have 1 to 4 carbon atoms
  • the radicals R 7 to R 12 are identical or different and independently of one another and are C 1 - to C 10 -alkyl or phenyl,
  • A is a divalent organic linking group
  • n is a number from 0 to 200, preferably from 10 to 120, particularly preferably from 10 to 40, and
  • the divalent linking group is preferably a C1 to C12 alkylene or
  • Alkoxyalkylene group which may be substituted with one or more hydroxyl groups.
  • Particularly preferred is the group - (CH 2 ) S -O-CH 2 -CH (OH) -CH 2 -.
  • the anion X " can be a halide ion, an acetate, an organic carboxylate or a
  • a preferred diquaternary silicone has the general formula (Si3d)
  • R is an alkyl radical having at least 8 C atoms and n is a number from 10 to 120.
  • Suitable silicone polymers having two terminal quaternary ammonium groups are known under the INCI name Quaternium-80. These are dimethylsiloxanes with two terminal trialkylammonium groups. Such diquaternary polydimethylsiloxanes are marketed by Evonik under the trade names Abil ® Quat 3270, 3272 and 3474th
  • Cosmetic or dermatological preparations preferred according to the invention are characterized in that, based on their weight, they contain 0.01 to 10% by weight, preferably 0.01 to 8
  • cyclic dimethicones designated as cyclomethicones according to INCI can also be used with preference in accordance with the invention.
  • cosmetic or dermatological preparations 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.
  • 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 3 is Si [O-SiR 2] ⁇ - (CH 2 ) n - [O-SiR 2 ] y -O-SiR 3 (Si-5), in which R is identical or different radicals from the group -H, -Phenyl, -benzyl, -CH 2 -CH (CH 3 ) Ph, the d_ 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 each a number of 0 to 200, preferably from 0 to 10, more preferably from 0 to 7 and especially 0, 1, 2, 3, 4, 5 or 6, and n is a number from 0 to 10, preferably from 1 to 8 and especially for
  • water-soluble silicones in addition to the dimethicones, dimethiconols, amodimethicones and / or cyclomethicones according to the invention, 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):
  • Alkoxy group having 1 to 12 carbon atoms or a hydroxyl group the radicals R 'and R "are alkyl groups having 1 to 12 carbon atoms
  • x is an integer from 1 to 100, preferably from 20 to 30
  • y is a integer from 1 to 20, preferably from 2 to 10
  • 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 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, more preferably from 0.1 to 7.5% by weight and in particular from 0.1 to 5% by weight. % of dimethicone copolyol based on the composition.
  • silicone compounds Dimethiconole (Si8) understood.
  • 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): (SiOHR 1 2 ) - O - (SiR 2 2 - O -) x - (SiOHR 1 2 ) (Si 8 - I)
  • Branched dimethiconols can be represented by the structural formula (Si8 - II):
  • R 1 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.
  • R 1 and R 2 is an alkyl radical containing from 1 to about 6 carbon atoms, and most preferably R 1 and R 2 are methyl.
  • R 1 and R 2 are methyl, phenyl and C 2 to C 22 alkyl radicals.
  • lauryl, stearyl and behenyl radicals are particularly preferred.
  • the numbers x, y and z are whole Numbers and each run independently from 0 to 50,000.
  • the molecular weights of the dimethiconols are between 1,000 D and 10000000 D.
  • the viscosities are between 100 and 10,000,000 cPs measured at 25 0 C by means of a glass capillary viscometer according to Dow Corning Corporate Test Method CTM 0004 dated 20 July 1970.
  • Preferred viscosities are from 1000 to 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.
  • Examples of such products include the following commercial products: Botanisil NU-150M (Botanigenics), Dow Coming 1-1254 Fluid, Dow Corning 2-9023 Fluid, Dow Corning 2-9026 Fluid, Ultrapure Dimethiconol (Ultra Chemical), Unisil SF- R (Universal Preserve), X-21-5619 (Shin-Etsu Chemical Co.), Abil OSW 5 (Degussa Care Speciales), ACC DL-9430 Emulsion (Taylor Chemical Company), AEC Dimethiconol & Sodium Dodecylbenzenesulfonate (A & E Connock (Perfumery & Cosmetics) Ltd.), BC Dimethiconol Emulsion 95 (Basildon Chemical Company, Ltd.), Cosmetic Fluid 1401, Cosmetic Fluid 1403, Cosmetic Fluid 1501, Cosmetic Fluid 1401 DC (all aforementioned Chemsil Silicones, Inc.), Dow Corning 1401 Fluid, Dow Corning 1403 Fluid, Dow Corning 1501 Fluid, Dow Corning 1784 H
  • the dimethiconols (Si8) are 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, more preferably from 0.1 to 7.5% by weight and in particular from 0.1 to 5% by weight of dimethiconol based on the composition.
  • cosmetic oils can be used with the active ingredient combination (A) according to the invention. These oil bodies preferably have a melting point of less than 50 ° C., more preferably less than 45 ° C., very preferably less than 40 ° C., most preferably less than 35 ° C., and most preferably the cosmetic oils are at a temperature of less than 30 ° C flowable. In the following, these oils are defined and described in more detail.
  • natural and synthetic cosmetic oils include: vegetable oils.
  • vegetable oils examples include sunflower oil, olive oil, soybean oil, rapeseed oil, almond oil, jojoba oil, orange oil, wheat germ oil, peach kernel oil and the liquid portions of the oil Coconut oil.
  • triglyceride oils such as the liquid portions of beef tallow as well as synthetic triglyceride oils.
  • 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.
  • fatty acid components used in the esters are caproic, caprylic, 2-ethylhexanoic, capric, lauric, isotridecanoic, myristic, palmitic, palmitoleic, stearic, isostearic, oleic, elaidic, petroselic, linoleic, linolenic Behenic acid and erucic acid.
  • 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.
  • 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- caprate / caprylate (Cetiol ® LC)
  • n-butyl stearate oleyl erucate
  • isopropyl palmitate IPP Rilanit ®
  • oleyl Oleate Cetiol ®
  • hexyl laurate Cetiol ® A
  • di-n-butyl adipate Cetiol ® B
  • myrist IPM Rilanit ®
  • 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,
  • the partial glycerides preferably follow the formula (D4-I),
  • R 3 in the R 1 , R 2 and R 3 is independently of one another hydrogen or a linear or branched, saturated and / or unsaturated acyl radical having 6 to 22, preferably 12 to 18, Carbon atoms are provided with the proviso that at least one of these groups is 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.
  • R 1 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 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.
  • oleic acid monoglycerides are used.
  • natural oils 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 pulp oil, sea buckthorn seed oil, sesame oil, shea butter, soybean oil, sunflower oil, grapeseed oil, walnut oil or wild rose oil.
  • natural oils 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
  • the agents contain at least one surface-active substance, with both anionic and zwitterionic, ampholytic, nonionic and cationic surface-active substances being suitable in principle.
  • the choice of surfactants depends on the nature of the agent.
  • at least one surfactant is selected from the group of anionic, zwitterionic or nonionic surface-active substances.
  • These surface-active substances are particularly preferably selected from the group of particularly mild surface-active substances.
  • the ratio between anionic and zwitterionic surface-active substances is between 10: 1 and 1: 5.
  • the ratio is particularly preferably 5: 1 to 1: 2.
  • anionic surfactants in preparations according to the invention are all anionic surfactants suitable for use on the human body.
  • anionic surfactants are alkylbenzenesulfonates, alkanesulfonates, olefinsulfonates, alkyl ether sulfonates, glycerol ether sulfonates, ⁇ -methyl ester sulfonates, sulfo fatty acids, alkyl sulfates, fatty alcohol ether sulfates, glycerol ether sulfates, hydroxy mixed ether sulfates, monoglyceride (ether) sulfates, fatty acid amide (ether) sulfates, mono- and dialkyl sulfosuccinates, mono and dialkylsulfosuccinamates, sulfotriglycerides, amide soaps, ether carboxylic acids and their salts, fatty acid
  • Sulfobernsteinklamono- and dialkyl esters having 8 to 24 carbon atoms in the alkyl group and sulfosuccinic monoalkylpolyoxyethylester having 8 to 24 carbon atoms in the alkyl group and 1 to 6 oxyethyl groups.
  • Alkylpolyglykolethersulfate of the formula RO (CH 2 -CH 2 O) x -OSO 3 H, in which R is a preferably linear alkyl group having 8 to 30 carbon atoms and x 0 or 1 to 12,
  • 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 having 8 to 22 C atoms,
  • R 1 (OCH 2 CH 2 ) n -O- (PO-OX) -OR 2 , in which R 1 is preferably an aliphatic hydrocarbon radical having 8 to 30 carbon atoms, R 2 is hydrogen, a radical (CH 2 CH 2 O ) n R 2 or X, n is from 1 to 10 and X is hydrogen, an alkali or alkaline earth metal or NR 3 R 4 R 5 R 6 , with R 3 to R 6 independently of one another represent hydrogen or a Ci to C 4 - hydrocarbon radical,
  • monoglyceride (ether) sulfates suitable for the purposes of the invention are the reaction products of lauric acid monoglyceride, coconut fatty acid monoglyceride, palmitic acid monoglyceride, stearic acid monoglyceride, oleic acid monoglyceride and tallow fatty acid monoglyceride and their ethylene oxide adducts with sulfur trioxide or chlorosulfonic acid in the form of their sodium salts.
  • monoglyceride sulfates are used in which RCO is a linear acyl radical having 8 to 18 carbon atoms,
  • Such products are available, for example, by the company Chem Y under the product Akypo ®.
  • Condensation products of a water-soluble salt of a water-soluble protein hydrolyzate with a suitable C8 - C30 fatty acid derivative, for example a fatty acid halide Such products have long been commercially available under the trademark Lamepon® ®, Maypon ®, Gluadin® ®, Hostapon® ® KCG or Amisoft ®, glutamates and aspartates.
  • mild anionic surfactants contain polyglycol ether chains, it is particularly preferred that they have a narrow homolog distribution. Particularly mild anionic surfactants with polyglycol ether groups without restricted homolog distribution can, for example, also be obtained if, on the one hand, the number of polyglycol ether groups is 4 to 12 and Zn or Mg ions are chosen as counterion.
  • the number of polyglycol ether groups is 4 to 12 and Zn or Mg ions are chosen as counterion.
  • Zn or Mg ions are chosen as counterion.
  • One example is the commercial product Texapon.RTM ® ASV.
  • Zwitterionic surfactants are those surface-active compounds which carry in the molecule at least one quaternary ammonium group and at least one -COO () or -SO 3 () group.
  • Particularly suitable zwitterionic surfactants are the so-called betaines such as N-alkyl-N, N-dimethylammonium glycinates, for example cocoalkyldimethylammonium glycinate, N-acylaminopropyl N, N-dimethylammonium glycinates, for example cocoacylaminopropyldimethylammonium glycinate, and Alkyl-3-carboxymethyl-3-hydroxyethyl-imidazolines each having 8 to 18 carbon atoms in the alkyl or acyl group and Kokosacylaminoethylhydroxyethylcarboxymethylglycinat.
  • a preferred zwitterionic surfactant is the fatty acid amide derivative known by the INCI name Cocamidopropyl Betaine.
  • Ampholytic surfactants (Tampho) refers to those surface-active compounds which, apart from a C 8 - C 24 - alkyl or acyl group in the molecule at least one free Containing amino group and at least one -COOH or -SO 3 H group and are capable of forming inner salts.
  • ampholytic surfactants are N-alkylglycines, N-alkylpropionic acids, N-alkylaminobutyric acids, N-alkyliminodipropionic acids, N-hydroxyethyl-N-alkylamidopropylglycines, N-alkyltaurines, N-alkylsarcosines, 2-alkylaminopropionic acids and alkylaminoacetic acids each having about 8 to 24 C Atoms in the alkyl group.
  • amphoteric or zwitterionic surfactants are alkylbetaines, alkylamidobetaines, aminopropionates, aminoglycinates, imidazolinium betaines and sulfobetaines.
  • ampholytic surfactants are N-cocoalkylaminopropionate, acylaminoethylaminopropionat the coconut and the C 2 - C 8 - sarcosine.
  • Nonionic surfactants (Tnio) are for example
  • R 6 is hydrogen, an alkyl or hydroxyalkyl radical having 1 to 4 carbon atoms and [Z] a linear or branched polyhydroxyalkyl having 3 to 12 carbon atoms and 3 to 10 hydroxyl groups.
  • the cationic surfactants form the last group of surfactants.
  • a particularly preferred embodiment contains, in addition to the compulsory ingredients a), the imidazole derivative of the formula I and the ingredient b) according to the statements made above and in addition to the amines and / or cationized amines, in particular the amidoamines and / or or cationized amidoamines additionally at least one other cationic compound.
  • This cationic compound can be a cationic surfactant and / or a cationic polymer or at least one cationic surfactant and one cationic polymer.
  • Cationic in the sense of the invention in this embodiment is also to be understood as an amphoteric polymer. For the description and definition of both the other cationic surfactants and the cationic and / or amphoteric polymers will be discussed in the following description at a given place.
  • Cationic surfactants are generally derived from ammonium ions and have a structure
  • radicals R 1 to R 4 can each independently be straight-chain, branched, cyclic, aromatic saturated or unsaturated alkyl and / or alkenyl chains having at least 1 to 30 carbon atoms, hydrogen, -OH or hydroxyethyl- mean.
  • cationic surfactants are, for example, the esterquats or the imidazolium compounds. Particularly preferably used according to the invention are cationic Surfactants (Tkat) of the quaternary ammonium compounds, esterquats and imidazolines type.
  • Preferred quaternary ammonium compounds are ammonium halides, especially chlorides and bromides such as alkyltrimethylammonium chlorides, dialkyldimethylammonium chlorides and trialkylmethylammonium chlorides, e.g. Distearyldimethylammonium chloride, lauryldimethylammonium chloride, lauryldimethylbenzylammonium chloride and tricetylmethylammonium chloride, as well as the imidazolium compounds known under the INCI names Quaternium-27 and Quaternium-83.
  • chlorides and bromides such as alkyltrimethylammonium chlorides, dialkyldimethylammonium chlorides and trialkylmethylammonium chlorides, e.g. Distearyldimethylammonium chloride, lauryldimethylammonium chloride, lauryldimethylbenzylammonium chloride and tricetylmethylammonium chloride, as well as the imi
  • cationic compounds having at least two behenyl radicals are particularly preferably usable.
  • these substances are, for example, under the designations Genamin ® KDMP (Clariant).
  • Glucquat ® 100 is, according to INCI nomenclature a "lauryl methyl Gluceth-10 Hydroxypropyl Dimonium Chloride”.
  • the teaching of the invention also includes the recognition that mixtures of at least two cationic surfactants can be used.
  • the cationic surfactants are preferably selected from at least two different structural classes of cationic surfactants.
  • the cationic surfactants are preferably contained in the agents used according to the invention in amounts of from 0.05 to 10% by weight, based on the total agent. Amounts of 0.1 to 5 wt .-% are particularly preferred.
  • Cationic, zwitterionic and / or amphoteric surfactants and mixtures thereof may be preferred according to the invention.
  • Anionic surfactants are used in particular when the compositions according to the invention are to be used as shower baths.
  • the surfactants (T) are used in amounts of 0.05-45% by weight, preferably 0.1-30% by weight and very particularly preferably 0.5-25% by weight, based on the total agent used according to the invention .
  • Emulsifiers which can be used according to the invention are, for example
  • Ethercarbon Acid the formula RO- (CH 2 -CH 2 O) x -CH 2 -COOH, in which R is a linear
  • Alkyl group having 8 to 30 C atoms and x 0 or 1 to 16,
  • Sulfosuccinic acid mono-alkyl polyoxyethyl 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 having 8 to 22 C atoms,
  • Hydroxymix ethers for example of the formula
  • R 1 O [CH 2 CH (CH 3 ) O] X (CH 2 CHR 2 O) X [CH 2 CH (OH) R 3 I Z with R 1 being a linear or branched, saturated or unsaturated alkyl and / or or alkenyl radical having 2 to 30 C atoms, R 2 is hydrogen, a methyl, ethyl, propyl or iso - propyl radical, R 3 is a linear or branched alkyl radical having 2 to 30 C atoms, x is 0 or a number from 1 to 20, Y stands for a number from 1 to 30 and z stands for the number 1, 2, 3, 4 or 5.
  • Alkylamidoamines and quaternized alkylamidoamines are quaternized alkylamidoamines.
  • alkyl (oligo) glucosides and fatty alcohols for example, the commercially available product ® Montanov 68, addition products of 5 to 60 mol ethylene oxide onto castor oil and hydrogenated castor oil, Partial esters of polyols of 3-6 carbon atoms with saturated fatty acids of 8 to 22
  • Fatty acid esters of sugars and sugar alcohols such as sorbitol
  • Polyglycerols and polyglycerol derivatives such as polyglycerol poly-12-hydroxystearate
  • Very particularly cationic and / or amphoteric and / or zwitterionic polymers are used as further ingredients in the compositions according to the invention.
  • the cationic polymers may be homopolymers or copolymers 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, free-radically polymerizable compounds which carry at least one cationic group, in particular ammonium-substituted vinyl monomers, for example trialkylmethacryloxyalkylammonium, 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.
  • 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.
  • Suitable polymers having quaternary amine groups are, for example, the polymers described in the CTFA Cosmetic Ingredient Dictionary under the names Polyquaternium, such as methylvinylimidazolium chloride / inylpyrrolidone copolymer (Polyquaternium-16) or quaternized vinylpyrrolidone / dimethylaminoethyl methacrylate copolymer (Polyquaternium-11).
  • Polyquaternium-16 methylvinylimidazolium chloride / inylpyrrolidone copolymer
  • Polyquaternium-11 quaternized vinylpyrrolidone / dimethylaminoethyl methacrylate copolymer
  • cationic polymers that can be included in the inventive composition, for example vinylpyrrolidone / dimethylaminoethyl copolymer available under the trade names Gafquat ® 755 N and Gafquat ® 734, United States is marketed by Gaf Co.
  • Gafquat ® 734 is particularly preferred suitable.
  • Other cationic polymers are, for example, Germany, marketed by the company BASF under the tradename Luviquat ® HM 550 copolymer of polyvinyl pyrrolidone and imidazolimine, sold by the company Calgon / USA under the trade name Merquat ® Plus 3300 sold terpolymer of dimethyl diallyl ammonium chloride, sodium acrylate and acrylamide and the product sold by the company ISP under the trade name Gafquat ® HS 100 vinylpyrrolidone / methacrylamidopropyltrimethylammonium chloride copolymer.
  • a particularly suitable homopolymer is the, optionally crosslinked, Po ⁇ methacryloyloxyethyltrimethylammoniumchlorid) with the INCI name Polyquaternium- 37.
  • Such products are for example under the names Rheocare ® CTH (Cosmetic Rheologies) and Synthalen ® CR (3V Sigma) commercially available.
  • the homopolymer is preferably used in the form of a nonaqueous polymer dispersion which should not have a polymer content of less than 30% by weight.
  • Such polymer dispersions are (under the names Salcare ® SC 95 about 50% polymer content, additional components: mineral oil (INCI name: Mineral Oil) and tridecyl-polyoxypropylene-polyoxyethylene-ether (INCI name: PPG-1 trideceth-6) ) and Salcare ® SC 96 (about 50% polymer content, additional components: mixture of diesters of propylene glycol with a mixture of caprylic and capric acid (INCI name: propylene glycol Dicaprylate / Dicaprate) and tridecyl polyoxypropylene-polyoxyethylene-ether (INCI Designation: PPG-1-trideceth-6)) are commercially available.
  • Copolymers with monomer units of the formula (Pmonomer-3) are nonionic
  • Methacrylic acid-C- 4- alkyl esters are particularly preferred.
  • these copolymers can also be crosslinked.
  • An inventively preferred copolymer is the crosslinked acrylamide-methacryloyloxyethyltrimethyl ammonium chloride copolymer. Such copolymers are commercially available as about 50% nonaqueous
  • Suitable cationic polymers derived from natural polymers are cationic ones
  • Cationic polysaccharides have the general formula (P-3) GOB-N + R a R b R c X "
  • 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;
  • X " is a common counteranion and is preferably chloride.
  • a cationic cellulose is sold under the name Polymer JR 400 from Amerchol ® and has the INCI designation Polyquaternium-10 degrees.
  • Another cationic cellulose carries the
  • Other commercial products are the compounds Celquat ® H 100, Celquat ® L and 200.
  • the commercial products mentioned are preferred cationic celluloses.
  • Suitable cationic guar derivatives are marketed under the trade name Jaguar ® and have the INCI name guar hydroxypropyltrimonium chloride. Further particularly suitable cationic guar derivatives are also used by the company.
  • Hercules under the name N-Hance ® commercially.
  • Other cationic guar derivatives are marketed by the company. Cognis 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 chitosans to be used according to the invention are completely or partially deacetylated chitins.
  • the chitosans or chitosan derivatives are preferably in neutralized or partially neutralized form.
  • neutralizing agents it is possible in principle to use all cosmetically acceptable inorganic or organic acids, such as, for example, formic acid, tartaric acid, malic acid, lactic acid, citric acid, pyrrolidonecarboxylic acid, hydrochloric acid, among others, of which the pyrrolidonecarboxylic acid is particularly preferred.
  • 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.
  • More preferred cationic polymers include cationic alkyl polyglycosides, cationized honey, for example the commercial product Honeyquat 50 ®, polymeric dimethyldiallylammonium salts and their copolymers thereof with esters and amides of acrylic acid and methacrylic acid.
  • cationic alkyl polyglycosides for example the commercial product Honeyquat 50 ®, polymeric dimethyldiallylammonium salts and their copolymers thereof with esters and amides of acrylic acid and methacrylic acid.
  • Merquat ® 100 Poly (dimethyldiallylammonium chloride)
  • Merquat ® 550 dimethyldiallylammonium chloride-acrylamide copolymer
  • Such compounds are sold under the names Gafquat ® 734 and Gafquat ® 755 commercially,
  • Vinylpyrrolidone-vinyl imidazolium copolymers such as those offered under the names Luviquat ® FC 370, FC 550, FC 905 and HM 552, quaternized polyvinyl alcohol, and the polymers known under the names Polyquaternium-2, Polyquaternium-17, Polyquaternium-18 and Polyquaternium-27 with quaternary nitrogen atoms in the polymer main chain,
  • 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.
  • cationized protein hydrolysates are to be counted among the cationic polymers, wherein the underlying protein hydrolyzate from the animal, for example from collagen, milk or keratin, from the plant, for example from wheat, corn, rice, potatoes, soy or almonds, marine life forms, for example from fish collagen or algae, or biotechnologically derived protein hydrolysates.
  • the cationic protein hydrolysates and derivatives according to the invention those mentioned under the INCI names in the "International Cosmetic Ingredient Dictionary and Handbook", (seventh edition 1997, The Cosmetic, Toiletry, and Fragrance Association 1101 17 th Street, NW, Suite 300 Washington, DC 20036-4702) and commercially available products.
  • the cationic polymers are preferably contained in the compositions according to the invention in amounts of from 0.05 to 10% by weight, based on the total agent. Amounts of 0.1 to 5 wt .-% are particularly preferred.
  • Amphoteric polymers like the cationic polymers, are most preferred polymers.
  • amphoteric polymers includes both those polymers which contain in the molecule both free amino groups and free -COOH or SO 3 H groups and are capable of forming internal salts, as well as zwitterionic polymers which in the molecule have quaternary ammonium groups and -COO or -SO 3 " groups, and those polymers which contain -COOH or SO 3 H groups and quaternary ammonium groups.
  • the amphoteric polymers used very particularly preferably according to the invention are copolymers of diallyldimethylammonium chloride and acrylic acid the INCI designation Polyquaternium-22 marketed inter alia under the trade name Merquat ® 280 (Nalco).
  • amphoteric polymers 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 are preferably contained in the agents according to the invention in amounts of from 0.05 to 10% by weight, based on the total agent. Amounts of 0.1 to 5 wt .-% are particularly preferred.
  • the anionic polymers are anionic polymers which have carboxylate and / or sulfonate groups.
  • anionic monomers from which such polymers may consist are acrylic acid, methacrylic acid, crotonic acid, maleic anhydride and 2-acrylamido-2-methylpropanesulfonic acid.
  • the acidic groups may be wholly or partly present as sodium, potassium, ammonium, mono- or triethanolammonium salt.
  • Preferred monomers are 2-acrylamido-2-methylpropanesulfonic acid and acrylic acid. More preferably, the homopolymer of 2-acrylamido-2-methylpropansulfon acid, which is available for example under the name Rheothik ® 11-80 is commercially.
  • Another preferred polymer is the commercial product Sepigel ® 305 from SEPPIC. Also sold under the name Simulgel ® 600 as a compound with isohexadecane and polysorbate-80 Natriumacryloyldimethyltaurat copolymers have proved to be particularly effective according to the invention.
  • anionic homopolymers are uncrosslinked and crosslinked polyacrylic acids. Allyl ethers of pentaerythritol, sucrose and propylene may be preferred crosslinking agents. Such compounds are for example available under the trademark Carbopol ® commercially.
  • Copolymers of maleic anhydride and methyl vinyl ether, especially those with crosslinks, are also suitable polymers.
  • a 1, 9-decadiene crosslinked maleic acid methyl vinyl ether copolymer is available under the name ® Stabileze QM.
  • the anionic polymers are preferably contained in the agents according to the invention in amounts of from 0.05 to 10% by weight, based on the total agent. Amounts of 0.1 to 5 wt .-% are particularly preferred.
  • the agents according to the invention may contain nonionogenic polymers.
  • Suitable nonionic polymers are, for example:
  • Vinylpyrrolidone / vinyl ester copolymers as sold, for example, under the trademark Luviskol ® (BASF).
  • Luviskol ® VA 64 and Luviskol ® VA 73, each vinylpyrrolidone / vinyl acetate copolymers are also preferred nonionic polymers.
  • Cellulose ethers such as hydroxypropyl cellulose, hydroxyethyl cellulose and hydroxypropylcellulose Methylhy-, as sold for example under the trademark Culminal® ® and Benecel ® (AQUALON) and Natrosol ® grades (Hercules).
  • the nonionic polymers are preferably contained in the compositions according to the invention in amounts of from 0.05 to 10% by weight, based on the total agent. Amounts of 0.1 to 5 wt .-% are particularly preferred.
  • the polymers (P) are preferably present in the compositions used according to the invention in amounts of from 0.01 to 30% by weight, based on the total composition. Amounts of from 0.01 to 25, in particular from 0.01 to 15 wt .-%, are particularly preferred.
  • Fat substances are understood to mean fatty acids, fatty alcohols, natural and synthetic waxes, which can be in solid form as well as liquid in aqueous dispersion, and natural and synthetic cosmetic oil components.
  • fatty acids can be used 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, linoleic and erucic acid.
  • Particularly preferred are usually the fatty acid cuttings obtainable from coconut oil or palm oil; In particular, the use of stearic acid is usually preferred.
  • the amount used is 0.1 - 15 wt.%, Based on the total mean.
  • the amount is preferably 0.5-10% by weight, with amounts of 1-5% by weight being particularly advantageous.
  • fatty alcohols fatal
  • saturated, mono- or polyunsaturated, branched or unbranched fatty alcohols with C 6 -C 30 -, preferably C 10 -C 22 -and very particularly preferably C 12 -C 22 -carbon atoms.
  • Decanols, octanols, dodecadienol, decadienol, oleyl alcohol, eruca alcohol, ricinoleic alcohol, stearyl alcohol, isostearyl alcohol, cetyl alcohol, lauryl alcohol, myristyl alcohol, arachidyl alcohol, caprylic alcohol, capric alcohol, linoleyl alcohol, linolenyl alcohol and behenyl alcohol are, for example, decanol, octanolol, dodecadienol, decadienol , as well as their Guerbet alcohols, this list should have exemplary and non-limiting character.
  • 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 reducing 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, among the Names Stenol ® such as Stenol ® 1618 or Lanette ® such as Lanette ® O or Lorol ®, for example, Lorol ®
  • Corona ®, White Swan ®, Coronet ® or Fluilan ® are commercially available, can be used.
  • Fatty alcohols are used in amounts of from 0.1 to 30% by weight, based on the total preparation, preferably in amounts of from 0.1 to 20% by weight.
  • wax As natural or synthetic waxes (Fatwax) it is possible according to the invention to use solid paraffins or isoparaffins, carnauba waxes, beeswaxes, candelilla waxes, ozokerites,
  • Citrus wax Microwachse from PE or PP.
  • Such waxes are available, for example, from Kahl & Co., Trittau.
  • the amount used is 0.1-50% by weight, based on the total agent, preferably 0.1-20
  • the total amount of oil and fat components in the compositions according to the invention is usually 0.5-75% by weight, based on the total agent. Amounts of 0.5-35 wt .-% are preferred according to the invention.
  • compositions with the active substance complex according to the invention are protein hydrolysates and / or its derivatives (P).
  • protein hydrolysates of both vegetable and animal or marine or synthetic origin can be used.
  • Animal protein hydrolysates are, for example, elastin, collagen, keratin, silk and milk protein protein hydrolysates, which may also be present in the form of salts.
  • Such products are, for example, under the trademarks Dehylan ® (Cognis), Promois ® (Interorgana)
  • Lexein ® Inolex
  • kerasol tm ® (Croda) sold.
  • Vegetable protein hydrolysates for example, under the trademarks Gluadin ® (Cognis),
  • DiaMin® ® Diamalt
  • Hydrosoy ® (Croda)
  • hydro Lupine ® (Croda)
  • Electrodea Hydro tritium ® (Croda) and Crotein ® (Croda) available.
  • protein hydrolysates according to the invention are of maritime origin. These include, for example, collagen hydrolyzates of fish or algae as well as protein hydrolysates of
  • the protein hydrolysates (P) are in the compositions in concentrations of 0.001
  • % By weight up to 20% by weight, preferably from 0.05% by weight up to 15% by weight and very particularly preferably in amounts of from 0.05% by weight up to 5% by weight.
  • Pyrrolidinone-5-carboxylic acid and its derivatives (J) can be increased.
  • Preferred are the Sodium, potassium, calcium, magnesium or ammonium salts in which the ammonium ion in addition to hydrogen carries one to three C 1 - to C 4 alkyl groups.
  • the sodium salt is most preferred.
  • the amounts used in the inventive compositions are 0.05 to 10 wt.%, Based on the total agent, particularly preferably 0.1 to 5, and in particular 0.1 to 3 wt.%.
  • vitamins are vitamins, provitamins or vitamin precursors.
  • Vitamins, pro-vitamins and vitamin precursors are particularly preferred, which are assigned to the groups A, B, C, E, F and H.
  • the group of substances called vitamin A includes retinol (vitamin A 1 ) and 3,4-didehydroretinol (vitamin A 2 ).
  • the ß-carotene is the provitamin of retinol.
  • vitamin A 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 the palmitate and the acetate into consideration.
  • the agents according to the invention preferably contain the vitamin A component in amounts of 0.05-1% by weight, based on the total preparation.
  • the vitamin B group or the vitamin B complex include vitamin B 1 (thiamine) vitamin B 2 (riboflavin)
  • Vitamin B 3 the compounds nicotinic acid and nicotinamide (niacinamide) are often performed.
  • Preferred according to the invention is the nicotinic acid amide which is contained in the agents used according to the invention preferably in amounts of from 0.05 to 1% by weight, based on the total agent.
  • Vitamin B 5 pantothenic acid, panthenol and pantolactone. Panthenol and / or pantolactone are preferably used in the context of this group.
  • Derivatives of panthenol which can be used according to the invention are, in particular, the esters and ethers of panthenol and also cationically derivatized panthenols. Individual representatives are, for example, panthenol triacetate, panthenol monoethyl ether and its monoacetate, as well as cationic panthenol derivatives.
  • the said compounds of the vitamin B 5 type are preferably contained in the agents according to the invention in amounts of 0.05-10% by weight, based on the total agent. Amounts of 0.1-5 wt .-% are particularly preferred.
  • Vitamin B 6 pyridoxine and pyridoxamine and pyridoxal).
  • Vitamin C (ascorbic acid). Vitamin C is used in the agents according to the invention preferably in amounts of 0.1 to 3 wt .-%, based on the total agent. Use in the form of palmitic acid ester, glucosides or phosphates may be preferred. The use in combination with tocopherols may also be preferred. Vitamin E (tocopherols, especially ⁇ -tocopherol). Tocopherol and its derivatives, which include in particular the esters such as acetate, nicotinate, phosphate and succinate, are in the inventive compositions preferably in amounts of 0.05-1 wt .-%, based on the total agent.
  • Vitamin F is usually understood as meaning essential fatty acids, in particular linoleic acid, linolenic acid and arachidonic acid.
  • Vitamin H is the compound (3aS, 4S, 6aR) -2-oxohexahydrothienol [3,4-d] - imidazole-4-valeric acid, for which, however, the trivial name biotin has meanwhile prevailed.
  • Biotin is preferably present in the compositions according to the invention in amounts of from 0.0001 to 1.0% by weight, in particular in amounts of from 0.001 to 0.01% by weight.
  • compositions according to the invention preferably contain vitamins, provitamins and
  • Derivatives as well as nicotinic acid amide and biotin are particularly preferred.
  • Burdock root horsetail, hawthorn, lime blossom, almond, aloe vera, spruce needle,
  • the agents according to the invention should additionally contain at least one UV light protection filter.
  • oil-soluble substances are e.g. to call:
  • 4-aminobenzoic acid derivatives preferably 2-ethylhexyl 4- (dimethylamino) benzoate, 2-octyl 4- (dimethylamino) benzoate and A-
  • esters of cinnamic acid preferably 2-ethylhexyl 4-methoxycinnamate, A-
  • Esters of salicylic acid preferably 2-ethylhexyl salicylate, 4-isopropylbenzyl salicylate, homomenthyl salicylate;
  • Esters of benzalmalonic acid preferably di-2-ethylhexyl 4-methoxybenzmalonate
  • Triazine derivatives e.g. 2,4,6-Trianilino- (p-carbo-2'-ethyl-1'-hexyloxy) -1, 3,5-triazine and
  • Propane-1,3-diones e.g. 1- (4-tert-butylphenyl) -3- (4'-methoxyphenyl) propane-1,3-dione;
  • Suitable water-soluble substances are:
  • Alkylammonium, alkanolammonium and glucammonium salts Sulfonic acid derivatives of benzophenones, preferably 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid and its salts;
  • Sulfonic acid derivatives of the 3-benzylidene camphor e.g. 4- (2-oxo-3-bornylidenemethyl) benzenesulfonic acid and 2-methyl-5- (2-oxo-3-bomylidene) -sulfonic acid and its salts.
  • the cosmetic agents may contain other active ingredients, auxiliaries and additives, such as
  • Structurants such as maleic acid and lactic acid, perfume oils, dimethyl isosorbide and cyclodextrins, fiber structure-improving active ingredients, especially mono-, di- and oligosaccharides such as glucose, galactose, fructose, fructose and lactose, dyes for staining the agent,
  • Anti-dandruff agents such as Piroctone Olamine, Zinc Omadine and Climbazole, drugs such as Allantoin and Bisabolol,
  • Complexing agents such as EDTA, NTA, ⁇ -alaninediacetic acid and phosphonic acids, swelling and penetrating agents such as glycerol, propylene glycol monoethyl ether, carbonates, bicarbonates, guanidines, ureas and primary, secondary and tertiary phosphates, opacifiers such as latex, styrene / PVP and styrene / acrylamide copolymers Pearlescing agents such as ethylene glycol mono- and distearate and PEG-3-distearate, pigments,
  • Stabilizers for hydrogen peroxide and other oxidizing agents propellants such as propane-butane mixtures, N 2 O, dimethyl ether, CO 2 and air, antioxidants.
  • a second subject of the invention is therefore a method for hair treatment, in which a cosmetic composition according to claim 1 is applied to the hair and rinsed after a contact time of 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.

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Abstract

L'invention concerne des préparations cosmétiques, notamment des agents de conditionnement capillaire, contenant au moins un dérivé imidazoline pourvu d'au moins deux radicaux gras longs, et au moins un autre tensioactif cationique.
EP09772345A 2008-07-04 2009-06-23 Agents de conditionnement capillaire contenant des imidazolines Ceased EP2349195A2 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102008031700A DE102008031700A1 (de) 2008-07-04 2008-07-04 Haarkonditionierende Mittel mit Imidazolinen
PCT/EP2009/057795 WO2010000645A2 (fr) 2008-07-04 2009-06-23 Agents de conditionnement capillaire contenant des imidazolines

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EP2349195A2 true EP2349195A2 (fr) 2011-08-03

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DE102010041496A1 (de) * 2010-09-28 2012-03-29 Beiersdorf Ag Haarnachbehandlungsmittel in Sprayform (leave-in) mit Imidazolinen
DE102011086537A1 (de) * 2011-11-17 2013-05-23 Henkel Ag & Co. Kgaa Pflegende Haarbehandlungsmittel
DE102012222769A1 (de) * 2012-12-11 2014-06-12 Henkel Ag & Co. Kgaa Haarpflegemittel mit Silikonen enthaltend Zuckerstrukturen und ausgewählte weitere Silikone
DE102012222770A1 (de) * 2012-12-11 2014-06-12 Henkel Ag & Co. Kgaa Haarpflegemittel mit ausgewählten Parfümölen und ausgewählten Silikonen enthaltend Zuckerstrukturen
DE102012222773A1 (de) * 2012-12-11 2014-06-12 Henkel Ag & Co. Kgaa Haarpflegemittel mit ausgewählten quarternären Ammoniumverbindungen und Silikonen enthaltend Zuckerstrukturen
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