WO2010000632A2 - Agents de conditionnement capillaire contenant des imidazolines - Google Patents

Agents de conditionnement capillaire contenant des imidazolines Download PDF

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Publication number
WO2010000632A2
WO2010000632A2 PCT/EP2009/057679 EP2009057679W WO2010000632A2 WO 2010000632 A2 WO2010000632 A2 WO 2010000632A2 EP 2009057679 W EP2009057679 W EP 2009057679W WO 2010000632 A2 WO2010000632 A2 WO 2010000632A2
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Prior art keywords
cationic
acid
group
weight
hair
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PCT/EP2009/057679
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German (de)
English (en)
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WO2010000632A3 (fr
Inventor
Marcus Krueger
Dieter Goddinger
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Henkel Ag & Co. Kgaa
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Publication of WO2010000632A2 publication Critical patent/WO2010000632A2/fr
Publication of WO2010000632A3 publication Critical patent/WO2010000632A3/fr

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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/12—Preparations containing hair conditioners
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/41—Amines
    • A61K8/416—Quaternary ammonium compounds
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/494—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
    • A61K8/4946—Imidazoles or their condensed derivatives, e.g. benzimidazoles
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—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
    • A61K8/89—Polysiloxanes
    • A61K8/891—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
    • 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

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 20 C atoms, and particularly preferably of 21 C atoms, in combination with at least one cationic polymer, meet the requirements for the hair Caring compositions meet in an excellent manner.
  • at least one additional cationic surfactant is included.
  • This further cationic surfactant is selected here from the cationic imidazolines of the formula Ib having a chain length of the radical R of 8 to 18 C atoms, the esterquats, the cationic compounds of the formula (Tkat2) or the amidoamines and / or the quaternized amidoamines.
  • the inventively preferred embodiments contain at least one physiologically acceptable cosmetic carrier and also contain the following ingredients as shown in the respective embodiment.
  • Embodiment 1 Embodiment 1:
  • At least one imidazoline derivative of the formula Ia At least one imidazoline derivative of the formula Ia,
  • At least one cationically charged polymeric compound At least one cationically charged polymeric compound
  • At least one amine and / or cationized amine in particular at least one
  • Amidoamine and / or a cationized amidoamine embodiment 2:
  • At least one imidazoline derivative of the formula Ia At least one imidazoline derivative of the formula Ia,
  • At least one cationically charged polymeric compound At least one cationically charged polymeric compound
  • At least one imidazoline derivative of the formula Ia At least one imidazoline derivative of the formula Ia,
  • At least one cationically charged polymeric compound At least one cationically charged polymeric compound
  • At least one esterquat embodiment 4 is selected from:
  • At least one imidazoline derivative of the formula Ia At least one imidazoline derivative of the formula Ia,
  • At least one cationically charged polymeric compound At least one cationically charged polymeric compound
  • At least one imidazoline derivative of the formula Ia At least one imidazoline derivative of the formula Ia,
  • At least one cationically charged polymeric compound At least one cationically charged polymeric compound
  • At least one amine and / or cationized amine in particular at least one
  • At least one imidazoline derivative of the formula Ia At least one imidazoline derivative of the formula Ia,
  • At least one cationically charged polymeric compound At least one cationically charged polymeric compound
  • At least one amine and / or cationized amine in particular at least one
  • At least one esterquat embodiment 7 is
  • At least one imidazoline derivative of the formula Ia At least one imidazoline derivative of the formula Ia,
  • At least one cationically charged polymeric compound At least one amine and / or cationized amine, in particular at least one
  • At least one imidazoline derivative of the formula Ia At least one imidazoline derivative of the formula Ia,
  • At least one cationically charged polymeric compound At least one cationically charged polymeric compound
  • At least one imidazoline derivative of the formula Ib is at least one imidazoline derivative of the formula Ib,
  • At least one esterquat embodiment 9 is
  • At least one imidazoline derivative of the formula Ia At least one imidazoline derivative of the formula Ia,
  • At least one cationically charged polymeric compound At least one cationically charged polymeric compound
  • At least one imidazoline derivative of the formula Ib is at least one imidazoline derivative of the formula Ib,
  • At least one imidazoline derivative of the formula Ia At least one imidazoline derivative of the formula Ia,
  • At least one cationically charged polymeric compound At least one cationically charged polymeric compound
  • At least one imidazoline derivative of the formula Ia At least one imidazoline derivative of the formula Ia,
  • At least one cationically charged polymeric compound At least one cationically charged polymeric compound
  • At least one amine and / or cationized amine in particular at least one
  • At least one imidazoline derivative of the formula Ia At least one imidazoline derivative of the formula Ia,
  • At least one cationically charged polymeric compound At least one cationically charged polymeric compound
  • At least one amine and / or cationized amine in particular at least one
  • At least one imidazoline derivative of the formula Ia At least one imidazoline derivative of the formula Ia,
  • At least one cationically charged polymeric compound At least one cationically charged polymeric compound
  • At least one cationic surfactant of the formula (Tkat2) At least one cationic surfactant of the formula (Tkat2),
  • At least one amine and / or cationized amine in particular at least one
  • At least one imidazoline derivative of the formula Ia At least one imidazoline derivative of the formula Ia,
  • At least one cationically charged polymeric compound At least one cationically charged polymeric compound
  • At least one amine and / or cationized amine in particular at least one
  • At least one imidazoline derivative of the formula Ib is at least one imidazoline derivative of the formula Ib
  • 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 cationic imidazoline derivative having at least two long fatty residues according to the formula Ia and b) at least 0.01% by weight of a cationic charged polymeric compound 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 Ia to one of the other cationically charged polymeric compound b) is 100: 1 to 10: 1, preferably 80: 1 to 10: 1, particularly preferably 50: 1 to 10: 1 , in particular preferably 25: 1 to 10: 1.
  • ratios are also valid in the embodiments according to the invention with at least one further cationic surfactant with respect to the sum of the total of the cationic surfactants present.
  • Hair treatment compositions for the purposes of the present invention are, for example, hair dyes, bleaching agents, hair shampoos, hair conditioners, conditioning shampoos, hair sprays, hair rinses, hair treatments, hair wraps, hair tonics, perming solutions, hair dye shampoos, hair dyes, hair fixatives, hair dressings, hair styling preparations, hair lotions , Mousse, hair gels, hair waxes or combinations thereof.
  • combing is understood according to the invention both the combability of the wet fiber, as well as the combability of the dry fiber.
  • the combing work or the force used during the combing serves a Fiber collective.
  • the measurement parameters can be judged by the expert or sensory
  • Measuring devices are quantified.
  • Shaping is understood to mean the ability to give a shape change to a group of previously treated keratin-containing fibers, in particular human hair. Hair cosmetics also speak of hair styling.
  • an oxidative cosmetic agent containing at least one oxidizing agent on hair in a cosmetic carrier is defined according to the invention.
  • Suitable cosmetic vehicles according to the invention are in particular O / W, W / O and W / O / W.
  • Emulsions in the form of creams or gels or surfactant-containing foaming solutions such as shampoos, foam aerosols or other preparations, in particular for the
  • the cosmetic carriers may in particular be aqueous or aqueous-alcoholic.
  • An aqueous cosmetic carrier contains at least 50% by weight of water.
  • aqueous-alcoholic cosmetic carriers include aqueous solutions containing 3 to 70% by weight of a C 1 -C 6 -alkoxy, in particular methanol,
  • 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
  • agents according to the invention may additionally contain further organic radicals, 1, 6-hexanediol to understand.
  • the agents according to the invention may additionally contain further organic radicals
  • Solvents such as, for example, methoxybutanol, benzyl alcohol, ethyl diglycol or 1, 2
  • Propylene glycol included. Preference is given to all water-soluble organic solvents.
  • compositions according to the invention contain at least one quaternary
  • Imidazoline compound i. a compound having a positively charged imidazoline ring.
  • the radicals R independently of one another each represent a saturated or unsaturated, linear or branched hydrocarbon radical having a chain length of from 20 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 20 Carbon atoms. Preference is given to compounds having a chain length of at least 21 carbon atoms.
  • A is a physiologically acceptable anion.
  • the anionic counterion comprises halides, for example fluoride, chloride or bromide, alkyl sulfates, such as methosulfate or ethosulfate, phosphates, citrate, tartrate, maleate or fumarate.
  • a commercial product of this chain length is known, for example, under the name Quaternium-91.
  • the imidazolines of the formula Ia 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.
  • At least one cationically charged polymeric compound is included.
  • These are usually polymers containing a quaternary nitrogen atom, for example in the form of an ammonium group.
  • Preferred cationic groups are quaternary ammonium groups.
  • those polymers in which the quaternary ammonium group is bonded via a C 1-4 hydrocarbon group to a polymer main chain constructed from acrylic acid, methacrylic acid or derivatives thereof have proven to be particularly suitable.
  • cationic polymers according to the invention are the so-called “temporary cationic" polymers, which usually contain an amino group which, at certain pH values, is present as a quaternary ammonium group and thus cationically.
  • Both cationic and amphoteric or zwitterionic polymers can be characterized by their cationic charge density.
  • the polymers of the invention are characterized by a charge density of at least 1 to 7 meq / g.
  • a charge density of at least 2 to 7 meq / g is preferred.
  • Particularly preferred is a charge density of at least equal to 3meq / g to 7 meq / g.
  • the molecular weight of the particular polymer is understood to mean the molecular weight which the manufacturer indicates in the corresponding data sheets by its method.
  • a molecular weight of at least 50,000 g / u has proven to be suitable according to the invention.
  • Polymers with a molecular weight of more than 100,000 g / u have proven to be particularly suitable.
  • Polymers with a molecular weight of more than 1,000,000 g / u are particularly suitable.
  • 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, Dialkyldiallylammoniunn and quaternary Vinylammoniummonomere with cyclic, cationic nitrogen-containing groups such as pyridinium, imidazolium or quaternary pyrrolidones, for example alkylvinylimidazolium, alkylvinylpyridinium, or Alyklvinylpyrrolidon salts.
  • the alkyl groups of these monomers are preferably lower alkyl groups such as C1 to C7 alkyl groups, more preferably C1 to C3 alkyl groups.
  • the ammonium group-containing monomers may be copolymerized with non-cationic monomers.
  • Suitable comonomers are, for example, acrylamide, methacrylamide; Alkyl and dialkylacrylamide, alkyl and dialkylmethacrylamide, alkylacrylate, alkylmethacrylate, vinylcaprolactone, vinylcaprolactam, vinylpyrrolidone, vinylester, e.g. Vinyl acetate, vinyl alcohol, propylene glycol or ethylene glycol, wherein the alkyl groups of these monomers are preferably C1 to C7 alkyl groups, more preferably C1 to C3 alkyl groups.
  • Suitable polymers with 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) and quaternary silicone polymers or oligomers, for example silicone polymers with quaternary end groups (Quaternium-80).
  • Polyquaternium such as methylvinylimidazolium chloride / inylpyrrolidone copolymer (Polyquaternium-16) or quaternized vinylpyrrolidone / dimethylaminoethyl methacrylate copolymer (Polyquaternium-11) and quaternary silicone polymers or oligomers, for example silicone polymers with quaternary end groups (Quatern
  • cationic polymers for example vinylpyrrolidone / dimethylaminoethyl copolymer available under the trade names Gafquat ® 755 N and Gafquat ® 734, United States is marketed by Gaf Co. and of which the Gafquat ® 734 is particularly preferred suitable.
  • cationic polymers are, for example, Germany, marketed by the company BASF under the tradename Luviquat ® HM 550 copolymer of polyvinyl pyrrolidone and imidazolimine which ® by the company Calgon / USA under the trade name Merquat Plus 3300 sold terpolymer of dimethyldiallylammonium chloride, sodium acrylate and acrylamide and 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.
  • a preferred copolymer according to the invention is the crosslinked acrylamide
  • Monomers are present in a weight ratio of about 20:80 are commercially available as about 50% non-aqueous polymer dispersion under the name Salcare ® SC 92.
  • Suitable cationic silicone compounds preferably have either at least one
  • Amino groups are known by the INCI name amodimethicones. These are polydimethylsiloxanes with aminoalkyl groups. The aminoalkyl groups may be side or terminal.
  • the N-containing silicone as cationic polymer according to the invention can preferably be selected from the group comprising siloxane polymers having at least one amino group, siloxane polymers having at least one terminal amino group,
  • Ammonium groups are known by the INCI name Quaternium-80. These are dimethylsiloxanes having two terminal aminoalkyl groups.
  • Amodimethicone, amodimethicone-containing emulsions or fluids are most preferred according to the invention.
  • Emulsions which can preferably be used according to the invention are Dow
  • the molecular weight of the aminosilicones is preferably between 500 and 100,000.
  • Amine content (meq / g) is preferably in the range of 0.05 to 2.3, more preferably from 01 to 0.5.
  • aminosilicone as the cationic polymer of the present invention is used in an amount of 0.01 to
  • Suitable cationic polymers derived from natural polymers are cationic ones
  • chitosan and chitosan derivatives are also suitable.
  • 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
  • Suitable cationic guar derivatives are marketed under the trade name Jaguar ® and have the INCI name guar hydroxypropyltrimonium chloride. Furthermore, particularly suitable cationic guar derivatives are also available from the company Hercules under the name
  • N-Hance ® on the market.
  • Further cationic guar derivatives are available from Cognis under the
  • a preferred cationic guar derivative is the Commercial product AquaCat from the company Hercules. This raw material is an already pre-dissolved cationic guar derivative.
  • the chitosans to be used according to the invention are completely or partially deacetylated chitins.
  • 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, as well as by the names of Polyquaternium-2, Polyquaternium-17, Polyquaternium-18 and Polyquaternium-27 known polymers 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.
  • cationic polymers are sold under the names Polyquaternium-24 (commercial product z. B. Quatrisoft ® LM 200), known polymers. , Gaffix ® VC 713 (manufactured by ISP): Also according to the invention can be used the copolymers of vinylpyrrolidone, such as the commercial products Copolymer 845 (ISP manufacturer) are Gafquat ® ASCP 1011, Gafquat ® HS 110, Luviquat ® 8155 and Luviquat ® MS 370 available are. Other cationic polymers which can be used in the compositions according to the invention are the so-called "temporary cationic" polymers.
  • polymers usually contain one Amino group, which is present at certain pH as a quaternary ammonium group and thus cationic.
  • Amino group which is present at certain pH as a quaternary ammonium group and thus cationic.
  • chitosan and its derivatives are preferred, such as for example, under the trade designations Hydagen CMF ®, Hydagen HCMF ®, Kytamer ® PC and
  • Chitolam ® NB / 101 are freely available commercially.
  • Cationic polymers preferred according to the invention are cationic cellulose derivatives and
  • 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, such as fish collagen or algae, or biotechnologically derived protein hydrolysates may originate.
  • cationic protein hydrolysates and derivatives according to the invention those listed under the INCI
  • the cationic protein hydrolysates and derivatives are vegetable
  • the cationic polymers are preferred in the compositions of the invention.
  • Amphoteric polymers as well as the cationic polymers, are most preferred
  • 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 have quaternary groups in the molecule
  • Ammonium groups and -COO - or -SO 3 " groups and those polymers comprising those -COOH or SO 3 H groups and quaternary ammonium groups.
  • Copolymers of diallyldimethylammonium chloride and acrylic acid are under the INCI name Polyquaternium-22, inter alia, with the trade name
  • amphoteric polymers are terpolymers of diallyldimethylammonium chloride, acrylamide and acrylic acid. These copolymers are sold under the INCI name Polyquaternium-39, among others, with the trade name Merquat ®
  • amphoteric polymers are those polymers which are composed essentially
  • R 1 -CH CR 2 -CO-Z- (C n H 2n ) -N (+)
  • R 2 R 3 R 4 A () (monol) in R 1 and R 2 independently of one another represent hydrogen or a methyl group and R 3 , R 4 and R 5 independently of one another represent alkyl groups having 1 to 4 carbon atoms, Z 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 and
  • (Ii) monomeric carboxylic acids of the general formula (mono 3), R 8 -CH CR 9 -COOH (mono 3) in which R 0 and R 9 are independently hydrogen or methyl groups.
  • the amphoteric polymers can generally be used both directly and in salt form, which is obtained by neutralization of the polymers, for example with an alkali metal hydroxide, according to the invention.
  • amphoteric polymers are contained in the agents according to the invention preferably in amounts of 0.01 to 10 wt .-%, based on the total agent. Amounts of 0.01 to 5 wt .-% are particularly preferred.
  • the preferred cationic polymeric compounds according to the invention are in particular selected from the cationic celluloses, the cationic guar derivatives, the cationic starches and the Salcare types and the Merquat types.
  • the most preferred cationic polymeric compounds are Polyquaternium-37, Polyquaternium-80, Polyquaternium-22, Polyquaternium-10, Polyquaternium-11 and Polyquaternium-16.
  • At least one of the aforementioned cationic polymeric compounds is used as the ingredient b).
  • Embodiments 1 to 14 are most preferred when polyquaternium-37 or polyquaternium-10 or both are used together as the ingredient b).
  • at least one further quaternary imidazoline compound ie a compound which has a positively charged imidazoline ring, is contained as further ingredient in the agents according to the invention.
  • the formula Ia previously shown in the description of the mandatory ingredient a) also corresponds in principle to the structure of these compounds, it being noted, however, that the radicals R have a chain length of 8 to 18 carbon atoms.
  • the radicals R are each independently a saturated or unsaturated, linear or branched hydrocarbon radical having a chain length of 8 to 18 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 preferably 12 to 18 carbon atoms. Particularly preferred are compounds having a chain length of at least 16 carbon atoms and most preferably having 18 carbon atoms.
  • Preferred radicals R are oleyl, palmityl and stearyl.
  • Counterions according to the invention are halides, such as fluoride, chloride or bromide, alkyl sulfates, such as methosulfate or ethosulfate, phosphates, citrate, tartrate, maleate or fumarate. Examples according to the invention are obtainable, for example, under the INCII names Quaternium-27, Quaternium-72 and Quaternium-83.
  • the imidazolines of the formula Ib) are present in the compositions according to the invention in amounts of from 0.01 to 20% by weight, preferably in amounts of from 0.05 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 in addition to the active ingredient combination (A) according to the invention, cationic surfactants of the formula (Tkat-2) are used.
  • 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 or branched alkyl or
  • Alkenyl radical which may also be substituted by a hydroxy group, especially methyl
  • 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 compounds are preferably one of the following
  • compositions not only in the effects on skin and hair.
  • composition is characterized in particular in their dermatological
  • the cationic surfactants of the formula (Tkat-2) are in the inventive
  • compositions in amounts of 0.01 to 20 wt.%, Preferably in amounts of 0.01 to 10
  • 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 R1, R2 and R3 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, isopropyl, butyl, isobutyl, t-butyl, hydroxyethyl, hydroxymethyl, or 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 hydroxyl group, or an aryl or alkaryl radical, for example phenyl or benzyl, the radical (--A - R4), with Provided that at most 2 of the radicals R1, R2 or R3 can stand for this radical:
  • A stands for:
  • 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
  • R7-CO- wherein R7 is a saturated or unsaturated, branched or unbranched or cyclic saturated or unsaturated alkyl radical having 6 to 30 carbon atoms, which may contain at least one hydroxy group, and which optionally further with 1 to 100 ethylene oxide units and / or 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.
  • 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
  • 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® ®.
  • 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.
  • the total amount of cationic substances can be reduced as compared to a single cationic surfactant or a combination of less than 3 cationic surfactants. This is possible without a loss of desired positive properties.
  • These compounds have the structure shown in the formula (Tkat1-1)
  • 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 cetyltrimethylammoniumnonethosulfate
  • Cetyltrimethylammonium and behenyltrimethylammonium salts are particularly preferred. Particularly preferred are the latter in the form of methosulfates and bromides. Most preferred are
  • 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 with the following
  • R 2, R 3 and R 4 are each, independently of one another, hydrogen or an alkyl radical having 1 to 4 C
  • Atoms which may be the same or different, saturated or unsaturated, and
  • X is an anion and n is an integer between 1 and 10.
  • the anion is selected from the physiologically acceptable anions.
  • these are the halide ions, fluoride, chloride, bromide, sulfate of the general formula RSO 3 " , wherein R is the
  • saturated or unsaturated alkyl radicals having 1 to 4 carbon atoms or anionic organic acid radicals such as maleate, fumarate, oxalate, tartrate, citrate, lactate or acetate.
  • composition in which the amine and / or the quaternized amine according to general formulas (Tkat7) and / or (Tkat ⁇ ) is an amidoamine and / or a quaternized
  • Amidoamine is where R1 is a branched or unbranched, saturated or unsaturated
  • Oils and waxes is. Examples include lanolin, bees or candellila waxes in
  • alkylamidoamines are usually made by amidation of natural or synthetic
  • R 2 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 Mackine types, Adogen S1 ⁇ V (Witco, INCI name: Stearylamidopropyl Dimethylamine), and as permanent cationic aminoamines: Rewoquat RTM 50 (Witco Surfactants GmbH, INCI name: Ricinoleamidopropyltrimonium Methosulfate
  • 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 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 (SiH):
  • the dimethicones (Sil) are present in the compositions according to the invention in amounts of 0.01 to 10% by weight, preferably 0.01 to 8% by weight, particularly preferably 0 , 1 to 7.5% by weight and in particular 0.1 to 5% by weight, based on the total composition, of the cyclic dimethicones designated as cyclomethicones according to the invention are also preferably used according to the invention cosmetic or dermatological preparations according to the invention are preferred.
  • 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.
  • water-soluble silicones may be present in the compositions according to the invention.
  • these additional silicones are water-soluble.
  • 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): O) b -R (Si-6)
  • 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.
  • 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):
  • 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 Specialties), 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 HVF
  • 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. 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.
  • oils are defined and described in more detail.
  • natural and synthetic cosmetic oils include: vegetable oils.
  • vegetable oils examples of such oils are sunflower oil, olive oil, soybean oil, rapeseed oil, almond oil, jojoba oil, orange oil, wheat germ oil, peach kernel oil and the liquid portions of coconut oil.
  • 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 acid, caprylic acid, 2-ethylhexanoic acid, capric acid, lauric acid, isotridecanoic acid, myristic acid, Palmitic, palmitoleic, stearic, isostearic, oleic, elaidic, petroselic, linoleic, linolenic, elaeostearic, arachidic, gadoleic, behenic 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,
  • Fatty acid partial glycerides ie monoglycerides, diglycerides and their technical mixtures.
  • the partial glycerides preferably follow the formula (D4-I), CH 2 O (CH 2 CH 2 O) m R 1
  • 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, caprylic, 2-ethylhexanoic, capric, lauric, isotridecanoic, myristic, palmitic, palmitic, stearic, isostearic, oleic, elaidic, petroselic, linoleic , Linolenic acid, elaeostearic acid, arachidic acid, Gadoleic acid, behenic acid and erucic acid.
  • oleic acid monoglycerides are used.
  • Natural oils include, for example, amaranth seed oil, apricot kernel oil, argan oil, avocado oil, babassu oil, cottonseed oil, borage seed oil, camelina oil, thistle oil, peanut oil, pomegranate seed oil, grapefruit seed oil, hemp oil, hazelnut oil, elderflower seed oil, currant seed oil, jojoba oil, cocoa butter, linseed oil, macadamia nut oil, corn oil, almond oil, marula oil , Evening primrose oil, olive oil, palm oil, rapeseed oil, rice oil, sea buckthorn fruit oil, sea buckthorn seed oil, sesame oil, shea butter, soybean oil, sunflower oil, grape seed oil, walnut oil or wild rose oil.
  • 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.
  • Suitable anionic surfactants (tanion) in preparations according to the invention are all anionic surfactants suitable for use on the human body. If the anionic surfactants contain polyglycol ether chains, these may have a conventional, but preferably a narrow homolog distribution. Examples of particularly suitable anionic surfactants are, in each case in the form of the sodium, potassium and ammonium as well as the mono-, di- and trialkanolammonium salts having 2 to 4 C atoms in the alkanol group:
  • 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 carbon atoms and x 0 or 1 to 16 and their salts,
  • Sulfosuccinic acid mono-alkyl polyoxyethyl esters having 8 to 24 C 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.
  • Zwitterionic surfactants are those surface-active compounds which carry at least one quaternary ammonium group and at least one -COO () or -SO 3 ' " ' group in the molecule, particularly suitable zwitterionic surfactants being the so-called Betaines such as the N-alkyl-N, N-dimethylammonium glycinates, for example the cocoalkyldimethylammonium glycinate, N-acylaminopropyl-N, N-dinethanolammonium glycinate, for example the cocoacylaminopropyl-dimethylammonium glycinate, and 2-alkyl-3-carboxymethyl- 3-hydroxyethyl-imidazolines each having 8 to 18 carbon atoms in the alkyl or acyl group and Kokosacylaminoethylhydroxyethylcarboxymethylglycinat.
  • Betaines such as the N-alkyl-N, N-dimethylammonium g
  • a preferred zwitterionic surfactant is the fatty acid amide derivative known by the INCI name Cocamidopropyl Betaine.
  • Ampholytic surfactants are understood as meaning those surface-active compounds which contain, in addition to a C 8 -C 24 -alkyl or -acyl group, at least one free amino group and at least one -COOH or -SO 3 H group in the molecule and for the formation of internal Salts are capable.
  • ampholytic surfactants are N-alkylglycines, N-alkylpropionic acids, N-alkylaminobutyric acids, N-alkyliminodipropionic acids, N-hydroxyethyl-N-alkylamidopropylglycines, N-alkyltaurines, N-alkylsarcosines, 2-alkylaminopropionic acids and alkylaminoacetic acids each having about 8 to 24 C Atoms in the alkyl group.
  • amphoteric or zwitterionic surfactants are alkylbetaines, alkylamidobetaines, aminopropionates, aminoglycinates, imidazolinium betaines and sulfobetaines.
  • ampholytic surfactants are N-cocoalkylaminopropionate, cocoacylaminoethylaminopropionate and C 12 -C 18 -acylsarcosine.
  • 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 (Tkat) form the last group of surfactants.
  • a very particularly preferred embodiment contains, in addition to the mandatory ingredients a), the imidazole derivative of the formula I and the ingredient b) according to the statements made above additionally at least one further cationic compound.
  • This cationic compound may further be a cationic surfactant and / or another 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.
  • cationic surfactants are, for example, the esterquats or the imidazolium compounds.
  • Cationic surfactants (Tkat) of the quaternary ammonium compound type, the esterquats and the imidazolines are particularly preferably used according to the invention. These have already been described in detail previously.
  • Preferred quaternary ammonium compounds are ammonium halides, especially chlorides and bromides, such as dialkyldimethylammonium chlorides, e.g. Distearyl dimethyl ammonium chloride, lauryl dimethyl ammonium chloride, lauryl dimethyl benzyl ammonium chloride and tricetylmethyl ammonium chloride.
  • dialkyldimethylammonium chlorides e.g. Distearyl dimethyl ammonium chloride, lauryl dimethyl ammonium chloride, lauryl dimethyl benzyl ammonium chloride and tricetylmethyl ammonium chloride.
  • 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 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.
  • mild cationic surfactants include in particular alkylamidoamines, quaternized amidoamines, esterquats, cationic surfactants of the formula (Tkat-2) and cationic surfactants having at least one behenyl radical in the molecule.
  • 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
  • Fatty acid esters of sugars and sugar alcohols such as sorbitol
  • Polyglycerols and polyglycerol derivatives such as polyglycerol poly-12-hydroxystearate
  • Linear and branched fatty acids with 8 to 30 C atoms and their Na, K, ammonium,
  • the agents according to the invention preferably contain the emulsifiers in amounts of 0.1-25% by weight, in particular 0.5-15% by weight, based on the total agent.
  • anionic monomers from which such polymers may consist are acrylic acid, methacrylic acid, crotonic acid, maleic anhydride and 2-acrylamido-2-methylpropanesulfonic acid.
  • the acidic groups may be wholly or partly present as sodium, potassium, ammonium, mono- or triethanolammonium salt.
  • Preferred monomers are 2-acrylamido-2-methylpropanesulfonic acid and acrylic acid.
  • Anionic polymers which contain 2-acrylamido-2-methylpropanesulfonic acid as the sole or co-monomer can be found to be particularly effective, it being possible for all or some of the sulfonic acid group to be present as sodium, potassium, ammonium, mono- or triethanolammonium salt ,
  • the homopolymer of 2-acrylamido-2-methylpropansulfon acid which is available for example under the name Rheothik ® 11-80 is commercially.
  • copolymers of at least one anionic monomer and at least one nonionic monomer are preferable to use copolymers of at least one anionic monomer and at least one nonionic monomer.
  • anionic monomers reference is made to the substances listed above.
  • Preferred nonionic monomers are acrylamide, methacrylamide, acrylic esters, methacrylic esters, vinylpyrrolidone, vinyl ethers and vinyl esters.
  • Preferred anionic copolymers are acrylic acid-acrylamide copolymers and in particular polyacrylamide copolymers with sulfonic acid-containing monomers.
  • a particularly preferred anionic copolymer consists of 70 to 55 mol% of acrylamide and 30 to 45 mol% of 2-acrylamido-2-methylpropanesulfonic acid, wherein the sulfonic acid group is wholly or partly in the form of sodium, potassium, ammonium, mono- or triethanolammonium Salt is present.
  • This copolymer may also be crosslinked, with crosslinking agents preferably being polyolefinic unsaturated compounds such as tetraallyloxyethane, allylsucrose, allylpentaerythritol and methylenebisacrylamide are used.
  • crosslinking agents preferably being polyolefinic unsaturated compounds such as tetraallyloxyethane, allylsucrose, allylpentaerythritol and methylenebisacrylamide are used.
  • crosslinking agents preferably being polyolefinic unsaturated compounds such as tetraallyloxyethane, allylsucrose, allylpentaerythritol and methylenebisacrylamide are used.
  • Such a polymer is contained in the commercial product Sepigel ® 305 from SEPPIC.
  • Simulgel ® 600 as a compound with isohexadecane and polysorbate 80 Natriumacryloyldimethyltaurat copolymers have proven to be particularly effective according to the invention.
  • anionic homopolymers are uncrosslinked and crosslinked polyacrylic acids. Allyl ethers of pentaerythritol, sucrose and propylene may be preferred crosslinking agents. Such compounds are for example available under the trademark Carbopol ® commercially.
  • Copolymers of maleic anhydride and methyl vinyl ether, especially those with crosslinks, are also color-retaining 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.
  • the compositions according to the invention contain fatty substances (fat) as further active ingredient. Fat substances (fat) 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 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.
  • 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.
  • Such substances are, for example, under the names Stenol ® such as Stenol ® 1618 or Lanette ® such as Lanette ® O or Lorol ®, for example, Lorol ® C8, Lorol C14 ®, Lorol C18 ®, ® Lorol C8-18, HD-Ocenol ®, Crodacol ® such as Crodacol ® CS, Novol ®, Eutanol ® G, Guerbitol ® 16, Guerbitol ® 18, Guerbitol ® 20, Isofol ® 12, Isofol ® 16, Isofol ® 24, Isofol ® 36, Isocarb ® 12, Isocarb ® 16 or acquire Isocarb® ® 24 for sale.
  • Stenol ® such as Stenol ® 1618 or Lanette ® such as Lanette ® O or Lorol ®
  • Lorol ® C8 Lorol C8-18
  • wool wax alcohols as are commercially available, for example under the names of Corona ®, White Swan ®, Coronet ® or Fluilan ® can be used according to the invention.
  • the 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.
  • natural or synthetic waxes As natural or synthetic waxes (Fatwax), solid paraffins or isoparaffins, carnauba waxes, beeswaxes, candelilla waxes, ozokerites, ceresin, spermaceti, sunflower wax, fruit waxes such as apple wax or citrus wax, microwaxes of PE or PP can be used according to the invention.
  • 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.
  • compositions according to the invention are from 0.05 to 10% by weight, based on the total composition, particularly preferably from 0.1 to 5, and in particular
  • Another preferred group of ingredients 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.
  • vitamin A includes retinol (vitamin A 1 ) and 3,4-didehydroretinol (vitamin A 2 ).
  • the ß-carotene is the provitamin of retinol.
  • a component according to the invention for example, vitamin A acid and its esters,
  • Vitamin A aldehyde and vitamin A alcohol and its esters such as palmitate and acetate in Consideration preferably contain the vitamin A component in
  • 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 preferred in the agents according to the invention.
  • Vitamin E tocopherols, especially ⁇ -tocopherol.
  • Tocopherol and its derivatives which include in particular the esters such as the acetate, the nicotinate, the phosphate and the succinate, are preferably present in the agents according to the invention in amounts of 0.05-1% by weight, based on the total agent.
  • Vitamin F is usually understood as meaning essential fatty acids, in particular linoleic acid, linolenic acid and arachidonic acid.
  • Vitamin H is the compound (3aS, 4S, 6aR) -2-oxohexahydrothienol [3,4-d] - imidazole-4-valeric acid, for which, however, the trivial name biotin has meanwhile prevailed.
  • Biotin is preferably present in the compositions according to the invention in amounts of from 0.0001 to 1.0% by weight, in particular in amounts of from 0.001 to 0.01% by weight.
  • plant extracts (L) in the compositions according to the invention gives rise to further advantages.
  • the agents according to the invention may contain purine and / or derivative (s) of purine.
  • Preferred compositions of the invention contain purine and / or purine derivatives in narrower ranges.
  • inventively preferred cosmetic agents characterized in that they - based on their weight - 0.001 to 2.5 wt .-%, preferably 0.0025 to 1 wt .-%, particularly preferably 0.005 to 0.5 wt .-% and in particular from 0.01 to 0.1% by weight of purine (s) and / or purine derivative (s).
  • purine the purines and the purine derivatives, some representatives are especially preferred according to the invention: purine, adenine, guanine, uric acid, hypoxanthine, 6-purinethiol, 6-thioguanine, xanthine, caffeine, theobromine and theophylline.
  • Caffeine has proved particularly useful in hair cosmetic formulations, for example in shampoos, conditioners, hair lotions and / or lotions, preferably in amounts of from 0.005 to 0.25% by weight, more preferably from 0.01 to 0.1% by weight and in particular from 0.01 to 0.05 wt .-% (in each case based on the composition) can be used.
  • taurine and / or a derivative of taurine Another preferred active ingredient for additional use in the compositions of the invention is taurine and / or a derivative of taurine.
  • Preferred taurine derivatives are N-monomethyltaurine and N, N-dimethyltaurine.
  • Other taurine derivatives also include taurines, which naturally occur as metabolites in plant and / or animal and / or marine organisms. These include, for example, although not preferred, degradation products of cysteine, especially cysteine sulfinic acid.
  • Further taurine derivatives for the purposes of the present invention are taurocholic acid and hypotaurine.
  • agents according to the invention which - based on their weight - 0.0001 to 10.0 wt .-%, preferably 0.0005 to 5.0 wt .-%, particularly preferably 0.001 to 2.0 wt .-% and In particular, 0.001 to 1, 0 wt .-% taurine and / or a derivative of taurine included.
  • compositions according to the invention contain penetration aids and / or swelling agents (M).
  • M penetration aids and / or swelling agents
  • M include, for example, urea and urea derivatives, guanidine and its derivatives, arginine and its derivatives, water glass, imidazole and its derivatives, histidine and its derivatives, benzyl alcohol, glycerol, glycol and glycol ethers, propylene glycol and propylene glycol ethers, for example propylene glycol monoethyl ether, carbonates, bicarbonates, Diols and triols, and in particular 1,2-diols and 1,3-diols such as 1,2-propanediol, 1,2-pentanediol, 1,2-hexanediol, 1,2-dodecanediol, 1,3-propanediol, 1,6-hexanediol , 1, 5-pentanediol,
  • compositions of the invention preferably contain 0.01 to 5 wt .-% hydantoin or at least one Hydatoinderivates.
  • Hydantoin derivatives are particularly preferably used according to the invention, with 5-ureidohydantoin being particularly preferred.
  • hydantoin or hydantoin derivative (s) is / are used, amounts of from 0.02 to 2.5 wt .-% are very particularly preferred, from 0.05 to 1, 5 wt .-%, more preferably 0.075 to 1 wt .-% and in particular 0.1 to 0.25 wt .-% - each based on the total agent - most preferably.
  • perfumes are perfumes.
  • perfume means perfume oils, fragrances and fragrances. As perfume oils are called mixtures of natural and synthetic fragrances.
  • Quaternary ammonium compounds which contain an aromatic group both in the cation and in the anion are outstandingly suitable as bitter substances.
  • One such compound is commercially available for example under the trademark Bitrex ® and Indige-stin ® available benzyldiethyl ((2,6-Xylylcarbamoyl) methyl) ammonium benzoate. This compound is also known by the name Denatonium Benzoate.
  • the bittering agent is contained in the compositions according to the invention in amounts of 0.0005 to 0.1 wt .-%, based on the molding. Particular preference is given to amounts of from 0.001 to 0.05% by weight.
  • polyhydroxy compounds as active ingredient with the other components according to the invention may be particularly preferred.
  • polyhydroxy compounds to understand organic compounds having at least two hydroxyl groups. In particular, for the purposes of the present invention, this is to be understood as meaning:
  • Polyols having at least two hydroxyl groups such as, for example, trimethylolpropane, carbohydrates, sugar alcohols and sugars and salts thereof, in particular monosaccharides, disaccharides, trisaccharides and oligosaccharides, which may also be in the form of aldoses, ketoses and / or lactoses, aminodeoxysugars, deoxysugars, thioxides These may also be in the form of aldoses, ketoses and / or lactoses.
  • hydroxyl groups such as, for example, trimethylolpropane, carbohydrates, sugar alcohols and sugars and salts thereof, in particular monosaccharides, disaccharides, trisaccharides and oligosaccharides, which may also be in the form of aldoses, ketoses and / or lactoses, aminodeoxysugars, deoxysugars, thioxides These may also be in the form of aldoses, ketoses and / or lactoses.
  • polyols according to the invention examples include sorbitol, inositol, mannitol, tetrite, pentite, hexite, threitol, erythritol, adonite, arabitol, xylitol, dulcitol, erythrose, threose, arabinose, ribose, xylose, lyxose, glucose, galactose, mannose, allose , Altrose, gulose, idose, talose, fructose, sorbose, psicose, tegatose, deoxyribose, glucosamine, galactosamine, rhamnose, digitoxose, thioglucose, sucrose, lactose, trehalose, maltose, cellobiose, melibiose, gestiobiose, sorb
  • Polyhydroxy compound containing at least 2 OH groups are those having 2 to 12 OH groups, and especially those having 2, 3, 4, 5, 6 or 10
  • the glycerin has a prominent one
  • compositions according to the invention are preferred in which the
  • Polyhydroxy compound is selected from ethylene glycol, propylene glycol, polyethylene glycol,
  • Polypropylene glycol Polypropylene glycol, glycerin, glucose, fructose, pentaerythritol, sorbitol, mannitol, xyNt and theirs
  • the polyhydroxy compounds according to the invention are in the compositions in
  • preservatives As a preservative, the in
  • the agents according to the invention should additionally contain at least one UV light protection filter.
  • UV light protection filters are organic substances that are able to absorb ultra-violet rays and the recorded
  • UVB filters can be oil-soluble or water-soluble.
  • Benzoylmethane such as, for example, 1- (4'-tert-butylphenyl) -3- (4'-methoxyphenyl) propane
  • UV-A and UV-B filters can also be used in mixtures.
  • UV-A and UV-B filters can also be used in mixtures.
  • insoluble pigments namely finely dispersed metal oxides or salts in question, such as titanium dioxide, zinc oxide, iron oxide, aluminum oxide, cerium oxide,
  • the particles should have an average diameter of less than 100 nm, preferably between 5 and 50 nm and in particular between 15 and 30 nm.
  • the cosmetic agents may contain other active ingredients, auxiliaries and additives, such as
  • Structurants such as maleic acid and lactic acid, fiber-structure-improving active ingredients, in particular mono-, di- and oligosaccharides such as, for example, glucose, galactose, fructose, fructose and lactose,
  • Anti-dandruff agents such as Piroctone Olamine, Zinc Omadine and Climbazole,
  • Opacifiers such as latex, styrene / PVP and styrene / acrylamide copolymers
  • 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.
PCT/EP2009/057679 2008-07-04 2009-06-19 Agents de conditionnement capillaire contenant des imidazolines WO2010000632A2 (fr)

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DE200810031748 DE102008031748A1 (de) 2008-07-04 2008-07-04 Haarkonditionierende Mittel mit Imidazolinen

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